Metal patterning material, pentafluorosulfanyl compound, metal patterning thin film, organic electroluminescent element, electronic apparatus, and metal pattern forming method

The use of a compound represented by formula (101) in a metal patterning material addresses the challenges of precise metal patterning in organic electronic devices, achieving effective suppression of unwanted metal deposition and broad applicability to various metals.

WO2025105341A1PCT designated stage expired Publication Date: 2025-05-22TOSOH CORP
View PDF 2 Cites 0 Cited by

Patent Information

Application Number
PCT/JP2024/039973
Authority / Receiving Office
WO · WO
Patent Type
Applications
Current Assignee / Owner
Priority Date
2023-11-13
Filing Date
2024-11-11
Publication Date
2025-05-22

AI Technical Summary

Technical Problem

Existing methods for patterning metal electrodes in organic electronic devices face challenges in accurately forming patterns while minimizing metal deposition in undesired areas, and are limited in their ability to pattern metals other than magnesium.

Method used

A material for metal patterning comprising a compound represented by the formula (101), which includes an optionally substituted monocyclic, linked ring, or fused ring aromatic hydrocarbon group, heteroaromatic hydrocarbon group, cyclic aliphatic hydrocarbon group, or heteroaliphatic hydrocarbon group, used to form a thin film that effectively patterns metal films in organic electroluminescence elements and other electronic devices.

Benefits of technology

The proposed solution enables precise metal patterning with high suppression of metal deposition in unwanted areas, and is applicable to a wide range of metals, improving the performance and versatility of organic electronic devices.

✦ Generated by Eureka AI based on patent content.

Smart Images

  • Figure JP2024039973_22052025_PF_FP_ABST
    Figure JP2024039973_22052025_PF_FP_ABST
Patent Text Reader

Abstract

Provided are: a novel metal patterning material; a pentafluorosulfanyl compound that could be suitably used for said material; and a metal patterning thin film, an organic electroluminescent element, an electronic apparatus, and a metal pattern forming method using said material or compound. The metal patterning material contains a compound represented by formula (101). In formula (101): Y101 each independently represent an optionally substituted monocyclic, linked-ring, or fused-ring aromatic hydrocarbon group having 6 to 26 carbon atoms, an optionally substituted monocyclic, linked-ring, or fused-ring heteroaromatic hydrocarbon group having 3 to 26 carbon atoms, an optionally substituted cyclic aliphatic hydrocarbon group having 3 to 8 carbon atoms, or an optionally substituted monocyclic, linked-ring, or fused-ring heteroaliphatic hydrocarbon group having 3 to 26 carbon atoms; X101 each independently represent an optionally substituted cyclic aliphatic hydrocarbon group having 3 to 8 carbon atoms, an optionally substituted monocyclic, linked-ring, or fused-ring heteroaliphatic hydrocarbon group having 3 to 26 carbon atoms, O, OR101, S, SR101, N(R101)2, or Si(R101)f 101; R101 is bonded to an oxygen atom, a sulfur atom, or a nitrogen atom, and each independently represent an optionally substituted monocyclic, linked-ring, or fused-ring aromatic hydrocarbon group having 6 to 26 carbon atoms, an optionally substituted monocyclic, linked-ring, or fused-ring heteroaromatic hydrocarbon group having 3 to 26 carbon atoms, an optionally substituted linear, branched, or cyclic aliphatic hydrocarbon group having 1 to 18 carbon atoms, an optionally substituted monocyclic, linked-ring, or fused-ring heteroaliphatic hydrocarbon group having 3 to 26 carbon atoms, a hydrogen atom, or a group represented by formula (111); Rs101 each independently represent a group represented by formula (111); a101 each independently represent an integer of 1 to 6; b101 each independently represent an integer of 0 to 8; c101 each independently represents an integer of 0 to 8; and e101 each independently represent an integer of 1 to 8. f101 each independently represent an integer of 0 to 3. In formula (111): L111 each independently represent an optionally substituted linear branched aliphatic hydrocarbon or cyclic aliphatic hydrocarbon group having 1 to 18 carbon atoms, an optionally substituted linear, branched, or cyclic alkenyl group having 1 to 18 carbon atoms, or an optionally substituted linear, branched, or cyclic acetylene group having 1 to 18 carbon atoms; X111 independently represents O, S, NH, or NR101; R101 is bonded to a nitrogen atom, and each independently represent an optionally substituted monocyclic, linked-ring, or fused-ring aromatic hydrocarbon group having 6 to 26 carbon atoms, an optionally substituted monocyclic, linked-ring, or fused-ring heteroaromatic hydrocarbon group having 3 to 26 carbon atoms, an optionally substituted linear, branched, or cyclic aliphatic hydrocarbon group having 1 to 18 carbon atoms, an optionally substituted monocyclic, linked-ring, or fused-ring heteroaliphatic hydrocarbon group having 3 to 26 carbon atoms, a hydrogen atom, or a group represented by formula (111); * represents a bonding position; a111 each independently represent an integer of 1 to 6; b111 each independently represents an integer of 1 to 18; c111 each independently represent an integer of 1 to 2; and d111 each independently represent an integer of 0 to 1.
Need to check novelty before this filing date? Find Prior Art

Description

Metal patterning material, pentafluorosulfanyl compound, metal patterning thin film, organic electroluminescence element, electronic device, and method for forming metal pattern

[0001] The present disclosure relates to a material for metal patterning, a pentafluorosulfanyl compound that can be suitably used for the material, a thin film for metal patterning, an organic electroluminescence element, an electronic device, and a method for forming a metal pattern, using the material or compound.

[0002] In recent years, organic electronic devices such as organic electroluminescence (EL) elements, organic thin-film solar cells, organic transistors, and organic sensors have been widely developed. In organic electronic devices, metal thin films are used as electrodes, but they must be patterned into desired shapes.

[0003] A known method for patterning a metal electrode is to form a patterned film using a metal patterning material that is inhibited from adhering to the metal as a base layer, and then vapor-deposit a metal on top of the base layer. This method selectively forms a metal film in areas where the metal patterning material is not formed, making it possible to form a metal electrode patterned in a desired shape.

[0004] Patent Document 1 discloses a technique for patterning magnesium metal using an anthracene derivative as a material for metal patterning.

[0005] International Publication No. 2020 / 225778

[0006] However, with the method described in Patent Document 1, it is difficult to form a pattern while highly suppressing the deposition of the metal in areas other than the desired area. Furthermore, it is difficult to pattern metals other than magnesium with the compound described in Patent Document 1.

[0007] The present inventors have conducted extensive research to solve the above problems and have completed the present invention.

[0008] That is, the present disclosure includes the following embodiments.

[0009] [1] A material for metal patterning, comprising a compound represented by the following formula (101):

[0010]

[0011] In the formula (101), Y 101 each independently represents an optionally substituted monocyclic, linked ring, or fused ring aromatic hydrocarbon group having 6 to 26 carbon atoms, an optionally substituted monocyclic, linked ring, or fused ring heteroaromatic hydrocarbon group having 3 to 26 carbon atoms, an optionally substituted cyclic aliphatic hydrocarbon group having 3 to 8 carbon atoms, or an optionally substituted monocyclic, linked ring, or fused ring heteroaliphatic hydrocarbon group having 3 to 26 carbon atoms, 101 each independently represents an optionally substituted cyclic aliphatic hydrocarbon group having 3 to 8 carbon atoms, an optionally substituted monocyclic, linked ring, or fused ring heteroaliphatic hydrocarbon group having 3 to 26 carbon atoms, O, OR 101 , S.R. 101 , N(R 101 ) 2 , or Si(R 101 ) f 101 represents R 101 are bonded to an oxygen atom, a sulfur atom, or a nitrogen atom, and each independently represents an optionally substituted monocyclic, linked ring, or fused ring aromatic hydrocarbon group having 6 to 26 carbon atoms, an optionally substituted monocyclic, linked ring, or fused ring heteroaromatic hydrocarbon group having 3 to 26 carbon atoms, an optionally substituted linear, branched, or cyclic aliphatic hydrocarbon group having 1 to 18 carbon atoms, an optionally substituted monocyclic, linked ring, or fused ring heteroaliphatic hydrocarbon group having 3 to 26 carbon atoms, a hydrogen atom, or a group represented by the formula (111), 101 each independently represents a group represented by the following formula (111): 101 each independently represents an integer of 1 to 6; 101 each independently represents an integer of 0 to 8; 101 each independently represents an integer of 0 to 8; 101 each independently represents an integer of 1 to 8.

[0012] f 101each independently represents an integer of 0 to 3.

[0013]

[0014] In the formula (111), L 111 each independently represents an optionally substituted linear or branched aliphatic hydrocarbon or cyclic aliphatic hydrocarbon group having 1 to 18 carbon atoms, an optionally substituted linear, branched or cyclic alkenyl group having 1 to 18 carbon atoms, or an optionally substituted linear, branched or cyclic acetylene group having 1 to 18 carbon atoms; 111 are each independently O, S, NH, or NR 101 represents R 101 are bonded to a nitrogen atom, and each independently represents an optionally substituted monocyclic, linked ring, or fused ring aromatic hydrocarbon group having 6 to 26 carbon atoms, an optionally substituted monocyclic, linked ring, or fused ring heteroaromatic hydrocarbon group having 3 to 26 carbon atoms, an optionally substituted linear, branched, or cyclic aliphatic hydrocarbon group having 1 to 18 carbon atoms, an optionally substituted monocyclic, linked ring, or fused ring heteroaliphatic hydrocarbon group having 3 to 26 carbon atoms, a hydrogen atom, or the formula (111), * represents a bonding position, 111 each independently represents an integer of 1 to 6; 111 each independently represents an integer of 1 to 18; 111 each independently represents an integer of 1 to 2; 111 each independently represents an integer of 0 to 1.

[0015] [2] In the formula (101), Y 101 has a structure in which phenyl or a plurality of benzene rings are linked or condensed, and Y 101 The heteroaromatic hydrocarbon group represented by the following formula (I) has a heteroatom of N, O, or S, and has a 5-membered ring, a 6-membered ring, or a condensed structure thereof; 101 The metal patterning material according to the above [1], wherein the cyclic heteroaliphatic hydrocarbon group represented by the following formula (I) has a heteroatom of N, O, or S, and has a structure of a 5-membered ring, a 6-membered ring, a 7-membered ring, an 8-membered ring, or a condensed ring thereof.

[0016] [3] In the formula (101), Y 101 are each independently benzene, biphenyl, terphenyl, naphthalene, fluorene, spirobifluorene, 9,9-dimethylfluorene, 9,9-diphenylfluorene, benzofluorene, phenanthrene, fluoranthene, triphenylene, anthracene, pyrene, chrysene, perylene, benzochrysene, triptycene, dibenzochrysene, or any of these compounds fused with one or more members selected from the group consisting of benzene, naphthalene, and phenanthrene; and Y 101 are each independently pyridine, pyrimidine, pyrazine, triazine, carbazole, furan, thiophene, benzofuran, benzothiophene, benzodioxin, dibenzofuran, dibenzothiophene, thiazole, thiadiazole, thianthrene, acridine, dihydroacridine, phenoxazine, phenothiazine, dibenzo-1,4-dioxin, 5,6,7,8-tetrahydroquinoxaline, 2,3,4,5-tetrahydro-1H-1,4-benzodiazepine, 2,3,4,5-tetrahydro-1H-1,5-benzodiazepine, benzothiazole, or any of these compounds fused with one or more members selected from the group consisting of benzene, naphthalene, and phenanthrene; 101 The compounds providing the cyclic aliphatic hydrocarbon group represented by the formula: are each independently adamantane, diamantane, cyclopentane, cyclohexane, cycloheptane, or cyclooctane, and Y 101 The metal patterning material according to [1] or [2] above, wherein the compounds providing the cyclic heteroaliphatic hydrocarbon group represented by the formula (I) are each independently morpholine, piperazine, homopiperazine, hexahydro-1,3,5-triazine, 1,4-dioxin, 1,4-dithiane, 4,4'-bipiperidine, diazabicyclo[2,2,2]octane, and octahydro-1H-pyrrolo[3,4-b]pyridine, or 1,4,7,10-tetraazacyclododecane.

[0017] [4] In the formula (101), Y 101The metal patterning material according to any one of [1] to [3] above, wherein the substituents are each independently a methyl group, a methoxy group, a trifluoromethoxy group, an alkyl group having 2 to 10 carbon atoms, a cyano group, a deuterium atom, a fluorine atom, a chlorine atom, a bromine atom, an iodine atom, a phenyl group, a biphenylyl group, a naphthyl group, a phenanthryl group, a pyridyl group, a pyrimidyl group, a pyrazyl group, a triazyl group, an indolyl group, a carbazolyl group, a benzothienyl group, a dibenzothienyl group, a benzofuranyl group, a dibenzofuranyl group, a thiazolyl group, a benzothiazolyl group, a structure represented by formula (111), or a group further substituted with one or more groups selected from the group consisting of these groups.

[0018] [5] In the formula (101), X 101 The metal patterning material according to any one of [1] to [4] above, wherein the cyclic heteroaliphatic hydrocarbon group represented by the following formula (I) has a heteroatom of N, O, or S, and has a structure of a 5-membered ring, a 6-membered ring, a 7-membered ring, an 8-membered ring, or a condensed ring thereof.

[0019] [6] In the formula (101), X 101 The compounds which provide the cyclic aliphatic hydrocarbon group represented by the formula (I) are each independently adamantane, diamantane, norbornene, cyclopentane, cyclohexane, cycloheptane, or cyclooctane, and X 101 [6] The metal patterning material according to any one of [1] to [5] above, wherein the compounds providing the cyclic heteroaliphatic hydrocarbon group represented by the formula (I) are each independently morpholine, piperazine, homopiperazine, hexahydro-1,3,5-triazine, 1,4-dioxin, 1,4-dithiane, 4,4'-bipiperidine, diazabicyclo[2,2,2]octane, octahydro-1H-pyrrolo[3,4-b]pyridine, or 1,4,7,10-tetraazacyclododecane.

[0020] "7" In the formula (101), X 101The metal patterning material according to any one of [1] to [6] above, wherein the substituents are each independently a methyl group, a methoxy group, a trifluoromethoxy group, an alkyl group having 2 to 10 carbon atoms, a cyano group, a deuterium atom, a fluorine atom, a phenyl group, a biphenylyl group, a naphthyl group, a phenanthryl group, a pyridyl group, a pyrimidyl group, a pyrazyl group, a triazyl group, an indolyl group, a carbazolyl group, a benzothienyl group, a dibenzothienyl group, a benzofuranyl group, a dibenzofuranyl group, a thiazolyl group, a benzothiazolyl group, a structure represented by formula (111), or a group further substituted with one or more groups selected from the group consisting of these groups.

[0021] [8] In the formula (111), R 101 The aromatic hydrocarbon group represented by the formula (I) has a structure in which phenyl or a plurality of benzene rings are linked or condensed, and R 101 The heteroaromatic hydrocarbon group represented by the formula (I) is a group in which the heteroatom is N, O, or S, and has a structure of a 5-membered ring, a 6-membered ring, or a condensed structure thereof, and R 101 The heteroaliphatic hydrocarbon group represented by the formula (I) is a heteroatom of N, O, or S, and has a 5-membered ring, a 6-membered ring, a 7-membered ring, an 8-membered ring, or a condensed ring structure thereof.

[0022] [9] In the formula (111), R 101 are each independently benzene, biphenyl, terphenyl, naphthalene, fluorene, spirobifluorene, 9,9-dimethylfluorene, 9,9-diphenylfluorene, benzofluorene, phenanthrene, fluoranthene, triphenylene, anthracene, pyrene, chrysene, perylene, benzochrysene, triptycene, dibenzochrysene, or any of these compounds fused with one or more members selected from the group consisting of benzene, naphthalene, and phenanthrene; 101are each independently pyridine, pyrimidine, pyrazine, triazine, carbazole, furan, thiophene, benzofuran, benzothiophene, benzodioxin, dibenzofuran, dibenzothiophene, thiazole, thiadiazole, thianthrene, acridine, dihydroacridine, phenoxazine, phenothiazine, dibenzo-1,4-dioxin, 5,6,7,8-tetrahydroquinoxaline, 2,3,4,5-tetrahydro-1H-1,4-benzodiazepine, 2,3,4,5-tetrahydro-1H-1,5-benzodiazepine, benzothiazole, or any of these compounds fused with one or more members selected from the group consisting of benzene, naphthalene, and phenanthrene; 101 aliphatic hydrocarbon groups represented by the formula (I) are each independently a methyl group, an ethyl group, a propyl group, an isopropyl group, a butyl group, an isobutyl group, a heptyl group, an octyl group, a nonyl group, a decyl group, an undecyl group, a dodecyl group, a tridecyl group, a tetradecyl group, a pentadecyl group, a hexadecyl group, a heptadecyl group, an octadecyl group, a nonadecyl group, an eicodecyl group, a carbazolyl group, an adamantyl group, a diamantyl group, a cyclohexyl group, or a group further substituted with one or more groups selected from the group consisting of these groups, R 101 The metal patterning material according to any one of the above [1] to [8], wherein the compounds providing the cyclic heteroaliphatic hydrocarbon group represented by the following formula (I) are each independently morpholine, piperazine, homopiperazine, hexahydro-1,3,5-triazine, 1,4-dioxin, 1,4-dithiane, 4,4'-bipiperidine, diazabicyclo[2,2,2]octane, octahydro-1H-pyrrolo[3,4-b]pyridine, or 1,4,7,10-tetraazacyclododecane.

[0023]

[10] In the formula (111), R 101The metal patterning material according to any one of [1] to [9] above, wherein the substituents are each independently a methyl group, a methoxy group, a trifluoromethyl group, a trifluoromethoxy group, an alkyl group having 2 to 10 carbon atoms, a cyano group, a deuterium atom, a fluorine atom, a phenyl group, a biphenylyl group, a naphthyl group, a phenanthryl group, a pyridyl group, a pyrimidyl group, a pyrazyl group, a triazyl group, an indolyl group, a carbazolyl group, a benzothienyl group, a dibenzothienyl group, a benzofuranyl group, a dibenzofuranyl group, a thiazolyl group, a benzothiazolyl group, a structure represented by formula (111), or a group further substituted with one or more groups selected from the group consisting of these groups.

[0024]

[11] In the formula (111), L 111 each independently represents a methyl group, an ethanyl group, a propanyl group, a butanyl group, a pentanyl group, a hexanyl group, a heptanyl group, an octanyl group, a nonanyl group, a decanyl group, an undecanyl group, a dodecanyl group, a tridecanyl group, a tetradecanyl group, a pentadecanyl group, a hexadecanyl group, a heptadecanyl group, an octadecanyl group, a cyclobutanyl group, a cyclopentanyl group, a cyclohexanyl group, a cycloheptanyl group, or a cyclooctanyl group, or a group which is structurally isomeric to any of these groups; 111 each independently represents an ethenyl group, a propenyl group, a butenyl group, a pentenyl group, a hexenyl group, a heptenyl group, an octenyl group, a nonenyl group, a decenyl group, an undecenyl group, a dodecenyl group, a tridecenyl group, a tetradecenyl group, a pentadecenyl group, a hexadecenyl group, a heptadecenyl group, an octadecenyl group, a cyclobutenyl group, a cyclopentenyl group, a cyclohexenyl group, a cycloheptenyl group, or a cyclooctenyl group, or a group which is structurally isomeric to any of these groups; 111

[11] The material for metal patterning according to any one of [1] to

[10] above, wherein the acetylene group represented by the formula (I) is an ethynyl group, a propynyl group, a butynyl group, a pentynyl group, a hexynyl group, a heptynyl group, an octynyl group, a nonynyl group, a decynyl group, an undecynyl group, a dodecynyl group, a tridecynyl group, a tetradecynyl group, a pentadecynyl group, a hexadecynyl group, a heptadecynyl group, or an octadecynyl group, or a group that is structurally isomeric to any of these groups.

[0025]

[12] In the formula (111), L 111 The metal patterning material according to any one of the above [1] to

[11] , wherein the substituents are each independently a methyl group, a methoxy group, a trifluoromethoxy group, an alkyl group having 2 to 10 carbon atoms, a deuterium atom, a chlorine atom, a bromine atom, an iodine atom, or a group further substituted with one or more groups selected from the group consisting of these groups.

[0026]

[13] A compound represented by the following formula (501):

[0027]

[0028] In the formula (501), Y 501 represents an optionally substituted monocyclic, linked ring, or fused ring aromatic hydrocarbon group having 6 to 26 carbon atoms, an optionally substituted monocyclic, linked ring, or fused ring heteroaromatic hydrocarbon group having 3 to 26 carbon atoms, an optionally substituted cyclic aliphatic hydrocarbon group having 3 to 8 carbon atoms, or an optionally substituted monocyclic, linked ring, or fused ring heteroaliphatic hydrocarbon group having 3 to 26 carbon atoms, 501 represents an optionally substituted cyclic aliphatic hydrocarbon group having 3 to 8 carbon atoms, an optionally substituted monocyclic, linked ring, or fused ring heteroaliphatic hydrocarbon group having 3 to 26 carbon atoms, O, OR 501 , S.R. 501 , N(R 501 ) 2 , or Si(R 501 ) f 501 represents R 501are bonded to an oxygen atom, a sulfur atom, or a nitrogen atom, and each independently represents an optionally substituted monocyclic, linked ring, or fused ring aromatic hydrocarbon group having 6 to 26 carbon atoms, an optionally substituted monocyclic, linked ring, or fused ring heteroaromatic hydrocarbon group having 3 to 26 carbon atoms, an optionally substituted linear, branched, or cyclic aliphatic hydrocarbon group having 1 to 18 carbon atoms, an optionally substituted monocyclic, linked ring, or fused ring heteroaliphatic hydrocarbon group having 3 to 26 carbon atoms, a hydrogen atom, or the following formula (555): 501 each independently represents a group represented by the following formula (555): 501 each independently represents an integer of 1 to 6; 501 each independently represents an integer of 0 to 8; 501 each independently represents an integer of 0 to 8; 501 each independently represents an integer of 1 to 8; 501 each independently represents an integer of 0 to 3.

[0029]

[0030] In the formula (555), L 555 each independently represents an optionally substituted linear, branched, or cyclic aliphatic hydrocarbon group having 1 to 18 carbon atoms, an optionally substituted linear, branched, or cyclic alkenyl group having 1 to 18 carbon atoms, or an optionally substituted linear, branched, or cyclic acetylene group having 1 to 18 carbon atoms; 555 are each independently O, S, NH, or NR 501 represents R 501 are bonded to a nitrogen atom, oxygen atom, sulfur atom or silicon atom, and each independently represents an optionally substituted monocyclic, linked ring or fused ring aromatic hydrocarbon group having 6 to 26 carbon atoms, an optionally substituted monocyclic, linked ring or fused ring heteroaromatic hydrocarbon group having 3 to 26 carbon atoms, an optionally substituted linear, branched or cyclic aliphatic hydrocarbon group having 1 to 18 carbon atoms, an optionally substituted monocyclic, linked ring or fused ring heteroaliphatic hydrocarbon group having 3 to 26 carbon atoms, a hydrogen atom, or the formula (555), * represents a bonding position, 555each independently represents an integer of 1 to 6; 555 each independently represents an integer of 1 to 18; 555 each independently represents an integer of 1 to 2; 555 each independently represents an integer of 0 to 1.

[0031] However, the compound represented by formula (501) has two or more structures of formula (555) in the molecule, or has one or more fluorine atoms in addition to formula (555) in the molecule.

[0032]

[14] In the formula (501), Y 501 has a structure in which phenyl or a plurality of benzene rings are linked or condensed, and Y 501 The heteroaromatic hydrocarbon group represented by the following formula (I) has a heteroatom of N, O, or S, and has a 5-membered ring, a 6-membered ring, or a condensed structure thereof; 501 The heteroaliphatic hydrocarbon group represented by the formula (I) has a heteroatom of N, O, or S, and has a 5-membered ring, a 6-membered ring, a 7-membered ring, or a condensed ring structure thereof.

[0033]

[15] In the formula (501), Y 501 are each independently benzene, biphenyl, terphenyl, naphthalene, fluorene, spirobifluorene, 9,9-dimethylfluorene, 9,9-diphenylfluorene, benzofluorene, phenanthrene, fluoranthene, triphenylene, anthracene, pyrene, chrysene, perylene, benzochrysene, triptycene, dibenzochrysene, or any of these compounds fused with one or more members selected from the group consisting of benzene, naphthalene, and phenanthrene; and Y 501are each independently pyridine, pyrimidine, pyrazine, triazine, carbazole, furan, thiophene, benzofuran, benzothiophene, benzodioxin, dibenzofuran, dibenzothiophene, thiazole, thiadiazole, thianthrene, acridine, dihydroacridine, phenoxazine, phenothiazine, dibenzo-1,4-dioxin, 5,6,7,8-tetrahydroquinoxaline, 2,3,4,5-tetrahydro-1H-1,4-benzodiazepine, 2,3,4,5-tetrahydro-1H-1,5-benzodiazepine, benzothiazole, or any of these compounds fused with one or more members selected from the group consisting of benzene, naphthalene, and phenanthrene; 501 The compounds providing the cyclic aliphatic hydrocarbon group represented by the formula: are each independently adamantane, diamantane, cyclopentane, cyclohexane, cycloheptane, or cyclooctane, and Y 501 The compound according to the above

[13] or

[14] , wherein the compounds providing the cyclic heteroaliphatic hydrocarbon group represented by the formula (I) are each independently morpholine, piperazine, homopiperazine, hexahydro-1,3,5-triazine, 1,4-dioxin, 1,4-dithiane, 4,4'-bipiperidine, diazabicyclo[2,2,2]octane, octahydro-1H-pyrrolo[3,4-b]pyridine, or 1,4,7,10-tetraazacyclododecane.

[0034]

[16] In the formula (501), Y 501 The compound according to any one of the above

[13] to

[15] , wherein the substituents are each independently a methyl group, a methoxy group, a trifluoromethoxy group, an alkyl group having 2 to 10 carbon atoms, a cyano group, a deuterium atom, a fluorine atom, a chlorine atom, a bromine atom, an iodine atom, a phenyl group, a biphenylyl group, a naphthyl group, a phenanthryl group, a pyridyl group, a pyrimidyl group, a pyrazyl group, a triazyl group, an indolyl group, a carbazolyl group, a benzothienyl group, a dibenzothienyl group, a benzofuranyl group, a dibenzofuranyl group, a thiazolyl group, a benzothiazolyl group, a structure represented by formula (555), or a group further substituted with one or more groups selected from the group consisting of these groups.

[0035]

[17] In the formula (501), X 501 The compound according to any one of the above

[13] to

[16] , wherein the cyclic heteroaliphatic hydrocarbon group having 3 to 18 carbon atoms, represented by the following formula (I) is a cyclic heteroaliphatic hydrocarbon group having 3 to 18 carbon atoms, and has a structure in which the heteroatom is N, O, or S, and which has a 5-membered ring, a 6-membered ring, a 7-membered ring, an 8-membered ring, or a condensed ring thereof.

[0036]

[18] In the formula (501), X 501 The compounds which provide the cyclic aliphatic hydrocarbon group represented by the formula (I) are each independently adamantane, diamantane, norbornene, cyclopentane, cyclohexane, cycloheptane, or cyclooctane, and X 501 The compound according to any one of the above

[13] to

[17] , wherein the compounds providing the cyclic heteroaliphatic hydrocarbon group represented by the following formula (I) are each independently morpholine, piperazine, homopiperazine, hexahydro-1,3,5-triazine, 1,4-dioxin, 1,4-dithiane, 4,4'-bipiperidine, diazabicyclo[2,2,2]octane, octahydro-1H-pyrrolo[3,4-b]pyridine, or 1,4,7,10-tetraazacyclododecane.

[0037]

[19] In the formula (501), X 501 The compound according to any one of the above

[13] to

[18] , wherein the substituents are each independently a methyl group, a methoxy group, a trifluoromethoxy group, an alkyl group having 2 to 10 carbon atoms, a cyano group, a deuterium atom, a fluorine atom, a phenyl group, a biphenylyl group, a naphthyl group, a phenanthryl group, a pyridyl group, a pyrimidyl group, a pyrazyl group, a triazyl group, an indolyl group, a carbazolyl group, a benzothienyl group, a dibenzothienyl group, a benzofuranyl group, a dibenzofuranyl group, a thiazolyl group, a benzothiazolyl group, a structure represented by formula (555), or a group further substituted with one or more groups selected from the group consisting of these groups.

[0038]

[20] In the formula (501), R 501 The aromatic hydrocarbon group represented by the formula (I) has a structure in which phenyl or a plurality of benzene rings are linked or condensed, and R 501The heteroaromatic hydrocarbon group represented by the formula (I) is a group in which the heteroatom is N, O, or S, and has a structure of a 5-membered ring, a 6-membered ring, or a condensed structure thereof, and R 501 The compound according to any one of the above

[13] to

[19] , wherein the cyclic heteroaliphatic hydrocarbon group represented by the following formula (I) is a cyclic heteroaliphatic hydrocarbon group having a heteroatom of N, O, or S, and having a 5-membered ring, a 6-membered ring, a 7-membered ring, an 8-membered ring, or a condensed ring structure thereof.

[0039]

[21] In the formula (501), R 501 are each independently benzene, biphenyl, terphenyl, naphthalene, fluorene, spirobifluorene, 9,9-dimethylfluorene, 9,9-diphenylfluorene, benzofluorene, phenanthrene, fluoranthene, triphenylene, anthracene, pyrene, chrysene, perylene, benzochrysene, triptycene, dibenzochrysene, or any of these compounds fused with one or more members selected from the group consisting of benzene, naphthalene, and phenanthrene; 501 are each independently pyridine, pyrimidine, pyrazine, triazine, carbazole, furan, thiophene, benzofuran, benzothiophene, benzodioxin, dibenzofuran, dibenzothiophene, thiazole, thiadiazole, thianthrene, acridine, dihydroacridine, phenoxazine, phenothiazine, dibenzo-1,4-dioxin, 5,6,7,8-tetrahydroquinoxaline, 2,3,4,5-tetrahydro-1H-1,4-benzodiazepine, 2,3,4,5-tetrahydro-1H-1,5-benzodiazepine, benzothiazole, or any of these compounds fused with one or more members selected from the group consisting of benzene, naphthalene, and phenanthrene; 501aliphatic hydrocarbon groups represented by the formula (I) are each independently a methyl group, an ethyl group, a propyl group, an isopropyl group, a butyl group, an isobutyl group, a heptyl group, an octyl group, a nonyl group, a decyl group, an undecyl group, a dodecyl group, a tridecyl group, a tetradecyl group, a pentadecyl group, a hexadecyl group, a heptadecyl group, an octadecyl group, a nonadecyl group, an eicodecyl group, a carbazolyl group, an adamantyl group, a diamantyl group, a cyclohexyl group, or a group further substituted with one or more groups selected from the group consisting of these groups, R 501 The compound according to any one of the above

[13] to

[21] , wherein the compounds providing the cyclic heteroaliphatic hydrocarbon group represented by the following formula (I) are each independently morpholine, piperazine, homopiperazine, hexahydro-1,3,5-triazine, 1,4-dioxin, 1,4-dithiane, 4,4'-bipiperidine, diazabicyclo[2,2,2]octane, octahydro-1H-pyrrolo[3,4-b]pyridine, or 1,4,7,10-tetraazacyclododecane.

[0040]

[22] In the formula (501), R 501 The compound according to any one of the above

[13] to

[21] , wherein the substituents are each independently a methyl group, a methoxy group, a trifluoromethyl group, a trifluoromethoxy group, an alkyl group having 2 to 10 carbon atoms, a cyano group, a deuterium atom, a fluorine atom, a phenyl group, a biphenylyl group, a naphthyl group, a phenanthryl group, a pyridyl group, a pyrimidyl group, a pyrazyl group, a triazyl group, an indolyl group, a carbazolyl group, a benzothienyl group, a dibenzothienyl group, a benzofuranyl group, a dibenzofuranyl group, a thiazolyl group, a benzothiazolyl group, a structure represented by formula (555), or a group further substituted with one or more groups selected from the group consisting of these groups.

[0041]

[23] In the formula (501), L 555is a methylene group, an ethanyl group, a propanyl group, a butanyl group, a pentanyl group, a hexanyl group, a heptanyl group, an octanyl group, a nonanyl group, a decanyl group, an undecanyl group, a dodecanyl group, a tridecanyl group, a tetradecanyl group, a pentadecanyl group, a hexadecanyl group, a heptadecanyl group, an octadecanyl group, a cyclobutanyl group, a cyclopentanyl group, a cyclohexanyl group, a cycloheptanyl group, a cyclooctanyl group, or a group which is structurally isomeric to any of these groups, L 555 is an ethenyl group, a propenyl group, a butenyl group, a pentenyl group, a hexenyl group, a heptenyl group, an octenyl group, a nonenyl group, a decenyl group, an undecenyl group, a dodecenyl group, a tridecenyl group, a tetradecenyl group, a pentadecenyl group, a hexadecenyl group, a heptadecenyl group, an octadecenyl group, a cyclobutenyl group, a cyclopentenyl group, a cyclohexenyl group, a cycloheptenyl group, or a group which is structurally isomeric to any of these groups, 555

[0033] The compound according to any one of

[13] to

[22] above, wherein the acetylene group represented by the formula (I) is an ethynyl group, a propynyl group, a butynyl group, a pentynyl group, a hexynyl group, a heptynyl group, an octynyl group, a nonynyl group, a decynyl group, an undecynyl group, a dodecynyl group, a tridecynyl group, a tetradecynyl group, a pentadecynyl group, a hexadecynyl group, a heptadecynyl group, an octadecynyl group, or a group which is structurally isomeric to any of these groups.

[0042]

[24] The compound represented by the formula (501) is a compound represented by the following formula (511), (531) or (541): The compound according to any one of

[13] to

[23] .

[0043]

[0044] In the formula (511), (531) or (541), Y 501 , X 501 , Rs 501 , a 501 , b 501 , c 501 , d 501 , e 501 is the same as defined in any one of

[13] to

[23] above, and n in the formula (531)501 represents an integer of 1 to 12.

[0045]

[25] The compound according to any one of

[13] to

[23] , wherein the compound represented by the formula (501) is a compound represented by the following formula (512):

[0046]

[0047] In the formula (512), Rs 501 , a 501 , b 501 , c 501 , d 501 , e 501 is the same as defined in any one of

[13] to

[23] above, and m 501 each independently represents an integer of 1 to 6; Y 501 represents A', each A' independently represents any one of the following formulas (4-1) to (4-8), and * represents a bond.

[0048]

[0049] In the formulas (4-1) to (4-8), R 401 ~R 410 are each independently a hydrogen atom, a deuterium atom, a fluorine atom, a bromine atom, a chlorine atom, a linear, branched, or cyclic aliphatic hydrocarbon group of 1 to 20 carbon atoms which may be substituted with a fluorine atom, a linear, branched, or cyclic alkoxy group of 1 to 20 carbon atoms which may be substituted with a fluorine atom, a monocyclic, linked, or fused ring cyclic heteroaliphatic hydrocarbon group of 3 to 20 carbon atoms which may be substituted, a monocyclic, linked, or fused ring aromatic hydrocarbon group of 6 to 25 carbon atoms which may be substituted, a monocyclic, linked, or fused ring heteroaromatic group of 3 to 25 carbon atoms which may be substituted, or a monocyclic, linked, or fused ring heteroaromatic group of 3 to 25 carbon atoms which may be substituted, or a

[0050]

[26] The compound according to any one of

[13] to

[23] , wherein the compound represented by the formula (501) is a compound represented by the following formula (532):

[0051]

[0052] In the formula (532), Y 501 , X 501 , Rs501 , R 501 , a 501 , b 501 , c 501 , e 501 , f 501 is the same as defined in any one of

[13] to

[23] above, and m 501 Each A' independently represents an integer of 1 to 6, each A' independently represents any one of the following formulae (4-1) to (4-8), and * represents a bond.

[0053]

[0054] In the formulas (4-1) to (4-8), R 401 ~R 410 are each independently a hydrogen atom, a deuterium atom, a fluorine atom, a bromine atom, a chlorine atom, a linear, branched, or cyclic aliphatic hydrocarbon group of 1 to 20 carbon atoms which may be substituted with a fluorine atom, a linear, branched, or cyclic alkoxy group of 1 to 20 carbon atoms which may be substituted with a fluorine atom, a monocyclic, linked, or fused ring cyclic heteroaliphatic hydrocarbon group of 3 to 20 carbon atoms which may be substituted, a monocyclic, linked, or fused ring aromatic hydrocarbon group of 6 to 25 carbon atoms which may be substituted, a monocyclic, linked, or fused ring heteroaromatic group of 3 to 25 carbon atoms which may be substituted, or a monocyclic, linked, or fused ring heteroaromatic group of 3 to 25 carbon atoms which may be substituted, or a

[0055]

[27] The compound represented by the formula (501) is a compound represented by the following formula (533), (534), (535) or (536): The compound according to any one of

[13] to

[23] .

[0056]

[0057] In the formula, Y 501 , Rs 501 , R 501 , a 501 , b 501 , e 501 , is as defined in any one of

[13] to

[23] above, and m 501 Each A' independently represents an integer of 1 to 6, each A' independently represents any one of the following formulae (4-1) to (4-8), and * represents a bond.

[0058]

[0059] In the formulas (4-1) to (4-8), R 401 ~R 410 are each independently a hydrogen atom, a deuterium atom, a fluorine atom, a bromine atom, a chlorine atom, a linear, branched, or cyclic aliphatic hydrocarbon group of 1 to 20 carbon atoms which may be substituted with a fluorine atom, a linear, branched, or cyclic alkoxy group of 1 to 20 carbon atoms which may be substituted with a fluorine atom, a monocyclic, linked, or fused ring cyclic heteroaliphatic hydrocarbon group of 3 to 20 carbon atoms which may be substituted, a monocyclic, linked, or fused ring aromatic hydrocarbon group of 6 to 25 carbon atoms which may be substituted, a monocyclic, linked, or fused ring heteroaromatic group of 3 to 25 carbon atoms which may be substituted, or a monocyclic, linked, or fused ring heteroaromatic group of 3 to 25 carbon atoms which may be substituted, or a

[0060]

[28] The compound according to any one of

[13] to

[23] , wherein the compound represented by the formula (501) is a compound represented by the following formula (542):

[0061]

[0062] In the formula, Rs 501 , R 501 , a 501 , e 501 , f 501 is the same as defined in any one of

[13] to

[23] above, and n 501 represents an integer from 1 to 12, m 501 each independently represents an integer of 1 to 6, each A' independently represents any one of the following formulas (4-1) to (4-8), * represents a bond, and C' is O, NH, N(R 501 ) f 501 , S, Si(R 501 ) f 501 It is expressed as:

[0063]

[0064] In the formulas (4-1) to (4-8), R 401 ~R 410are each independently a hydrogen atom, a deuterium atom, a fluorine atom, a bromine atom, a chlorine atom, a linear, branched, or cyclic aliphatic hydrocarbon group of 1 to 20 carbon atoms which may be substituted with a fluorine atom, a linear, branched, or cyclic alkoxy group of 1 to 20 carbon atoms which may be substituted with a fluorine atom, a monocyclic, linked, or fused ring cyclic heteroaliphatic hydrocarbon group of 3 to 20 carbon atoms which may be substituted, a monocyclic, linked, or fused ring aromatic hydrocarbon group of 6 to 25 carbon atoms which may be substituted, a monocyclic, linked, or fused ring heteroaromatic group of 3 to 25 carbon atoms which may be substituted, or a monocyclic, linked, or fused ring heteroaromatic group of 3 to 25 carbon atoms which may be substituted, or a

[0065]

[29] The compound according to any one of

[13] to

[23] , wherein the compound represented by the formula (501) is a compound represented by the following formula (543):

[0066]

[0067] In the formula (543), Rs 501 , a 501 , e 501 is the same as defined in any one of

[13] to

[23] above, and n 501 represents an integer from 1 to 12, m 501 each independently represents an integer of 1 to 6, each A' independently represents any one of the following formulas (4-1) to (4-8), * represents a bond, and C' is O, NH, N(R 501 ) f 501 , S, Si(R 501 ) f 501 It is expressed as:

[0068]

[0069] In the formulas (4-1) to (4-8), R 401 ~R 410are each independently a hydrogen atom, a deuterium atom, a fluorine atom, a bromine atom, a chlorine atom, a linear, branched, or cyclic aliphatic hydrocarbon group of 1 to 20 carbon atoms which may be substituted with a fluorine atom, a linear, branched, or cyclic alkoxy group of 1 to 20 carbon atoms which may be substituted with a fluorine atom, a monocyclic, linked, or fused ring cyclic heteroaliphatic hydrocarbon group of 3 to 20 carbon atoms which may be substituted, a monocyclic, linked, or fused ring aromatic hydrocarbon group of 6 to 25 carbon atoms which may be substituted, a monocyclic, linked, or fused ring heteroaromatic group of 3 to 25 carbon atoms which may be substituted, or a monocyclic, linked, or fused ring heteroaromatic group of 3 to 25 carbon atoms which may be substituted, or a

[0070]

[30] The compound according to any one of

[25] to

[29] , wherein each of the formula A's is independently represented by any one of the following formulas (6-1) to (6-36):

[0071]

[0072]

[0073]

[0074]

[0075] In the formulas (6-1) to (6-36), R 501 ~R 586 each independently represents a hydrogen atom, a deuterium atom, a fluorine atom, a bromine atom, a chlorine atom, a linear or branched aliphatic hydrocarbon group having 1 to 4 carbon atoms, a linear or branched alkoxy group having 1 to 4 carbon atoms which may be substituted with a fluorine atom, a cyclic aliphatic hydrocarbon group having 5 to 20 carbon atoms which may be substituted, a cyclic heteroaliphatic hydrocarbon group having 3 to 20 carbon atoms which may be substituted, an aromatic hydrocarbon group having 6 to 20 carbon atoms which may be substituted, or a heteroaromatic group having 3 to 20 carbon atoms which may be substituted; 601 ~L 660 each independently represents a linear or branched divalent aliphatic hydrocarbon group having 1 to 4 carbon atoms, an oxygen atom, a sulfur atom, or a single bond; 701 ~L 760each independently represents a linear or branched divalent aliphatic hydrocarbon group having 1 to 4 carbon atoms, an oxygen atom, a sulfur atom, or a single bond; each independently represents an integer of 0 to 11; and * represents a bond.

[0076]

[31] A thin film for metal patterning, which comprises the material for metal patterning according to any one of [1] to

[12] above, or the material for metal patterning containing the compound according to any one of

[13] to

[30] above, and which can pattern a metal film or a metal laminate film.

[0077]

[32] The thin film for metal patterning according to

[31] above, which has a water contact angle of 90° or more.

[0078]

[33] An organic electroluminescence element including a cathode, wherein the cathode contains at least one selected from the group consisting of ytterbium, magnesium, silver, lithium, aluminum, and an alloy of magnesium and silver, and is patterned with the metal patterning material according to any one of [1] to

[12] above or a metal patterning material containing the compound according to any one of

[13] to

[30] above.

[0079]

[34] A method for forming a metal pattern, comprising: a step of forming an organic material pattern on a substrate using the metal patterning material according to any one of [1] to

[12] above, or a metal patterning material containing the compound according to any one of

[13] to

[30] above; and a step of applying a metal material to a region where the organic material pattern is formed and a region where the organic material pattern is not formed, thereby forming a metal pattern in the region where the organic material pattern is not formed.

[0080]

[35] An electronic device comprising the metal patterning material according to any one of [1] to

[12] above, or the metal patterning material containing the compound according to any one of

[13] to

[30] above.

[0081] According to one aspect of the present disclosure, there are provided a metal patterning material capable of highly suppressing the formation of various metal thin films on a film surface, a pentafluorosulfanyl compound that can be suitably used for the material, a metal patterning thin film using the same, an organic electroluminescence element, a method for forming a metal pattern, and an electronic device.

[0082] FIG. 1 is a diagram showing the results of transmittance measurement in Example 102. FIG. 2 is a diagram showing the results of transmittance measurement in Comparative Example (X1). FIG. 3 is a diagram showing the results of transmittance measurement in Comparative Example (X1). FIG. 4 is a diagram showing the results of transmittance measurement in Reference Example. FIG. 5 is a schematic cross-sectional view showing an example of the configuration of an organic electroluminescence element. FIG. 6 is a schematic cross-sectional view showing an example of the configuration of the cathode patterning layer of FIG. 1. FIG. 7 is a schematic top view showing an example of the configuration of the cathode patterning layer of FIG. 1.

[0083] [First Aspect: Metal Patterning Material (101)] A metal patterning material according to one aspect of the present disclosure is a metal patterning material containing a compound represented by the following formula (101).

[0084]

[0085] In the formula (101), Y 101 each independently represents an optionally substituted monocyclic, linked ring, or fused ring aromatic hydrocarbon group having 6 to 26 carbon atoms, an optionally substituted monocyclic, linked ring, or fused ring heteroaromatic hydrocarbon group having 3 to 26 carbon atoms, an optionally substituted cyclic aliphatic hydrocarbon group having 3 to 8 carbon atoms, or an optionally substituted monocyclic, linked ring, or fused ring heteroaliphatic hydrocarbon group having 3 to 26 carbon atoms, 101 each independently represents an optionally substituted cyclic aliphatic hydrocarbon group having 3 to 8 carbon atoms, an optionally substituted monocyclic, linked ring, or fused ring heteroaliphatic hydrocarbon group having 3 to 26 carbon atoms, O, OR 101 , S.R. 101 , N(R 101 ) 2 , or Si(R 101 ) f 101 represents R 101are bonded to an oxygen atom, a sulfur atom, or a nitrogen atom, and each independently represents an optionally substituted monocyclic, linked ring, or fused ring aromatic hydrocarbon group having 6 to 26 carbon atoms, an optionally substituted monocyclic, linked ring, or fused ring heteroaromatic hydrocarbon group having 3 to 26 carbon atoms, an optionally substituted linear, branched, or cyclic aliphatic hydrocarbon group having 1 to 18 carbon atoms, an optionally substituted monocyclic, linked ring, or fused ring heteroaliphatic hydrocarbon group having 3 to 26 carbon atoms, a hydrogen atom, or a group represented by the following formula (111): 101 each independently represents a group represented by the following formula (111): 101 each independently represents an integer of 1 to 6; 101 each independently represents an integer of 0 to 8; 101 each independently represents an integer of 0 to 8; 101 each independently represents an integer of 1 to 8; 101 each independently represents an integer of 0 to 3.

[0086]

[0087] In the formula (111), L 111 each independently represents an optionally substituted linear or branched aliphatic hydrocarbon or cyclic aliphatic hydrocarbon group having 1 to 18 carbon atoms, an optionally substituted linear, branched or cyclic alkenyl group having 1 to 18 carbon atoms, or an optionally substituted linear, branched or cyclic acetylene group having 1 to 18 carbon atoms; 111 are each independently O, S, NH, or NR 101 represents R 101 are bonded to a nitrogen atom, and each independently represents an optionally substituted monocyclic, linked ring, or fused ring aromatic hydrocarbon group having 6 to 26 carbon atoms, an optionally substituted monocyclic, linked ring, or fused ring heteroaromatic hydrocarbon group having 3 to 26 carbon atoms, an optionally substituted linear, branched, or cyclic aliphatic hydrocarbon group having 1 to 18 carbon atoms, an optionally substituted monocyclic, linked ring, or fused ring heteroaliphatic hydrocarbon group having 3 to 26 carbon atoms, a hydrogen atom, or the formula (111), * represents a bonding position, 111each independently represents an integer of 1 to 6; 111 each independently represents an integer of 1 to 18; 111 each independently represents an integer of 1 to 2; 111 each independently represents an integer of 0 to 1.

[0088] However, the compound represented by the formula (501) has two or more structures of the formula (555) in the molecule, or has one or more fluorine atoms in addition to the structure of the formula (555) in the molecule.

[0089] (Rs 101 In the formula (101), Rs 101 are each independently represented by the formula (111).

[0090] In the formula (111), SF 5 represents a pentafluorosulfanyl group, which has a structure in which five fluorine atoms are bonded to a sulfur atom, and is represented by formula (222).

[0091]

[0092] In the formula (111), L 111 The molecular structure of the group represented by the formula (I) is not particularly limited, and may be linear, branched, or cyclic.

[0093] L 111 The aliphatic hydrocarbon group represented by the formula (I) is not particularly limited, and examples thereof include, each independently, a methylene group, an ethanyl group, a propanyl group, a butanyl group, a pentanyl group, a hexanyl group, a heptanyl group, an octanyl group, a nonanyl group, a decanyl group, an undecanyl group, a dodecanyl group, a tridecanyl group, a tetradecanyl group, a pentadecanyl group, a hexadecanyl group, a heptadecanyl group, an octadecanyl group, a cyclobutanyl group, a cyclopentanyl group, a cyclohexanyl group, a cycloheptanyl group, a cyclooctanyl group, or a group that is structurally isomeric to these groups.

[0094] L 111The alkenyl group represented by the formula (I) is not particularly limited, and examples thereof include, independently, ethenyl, propenyl, butenyl, pentenyl, hexenyl, heptenyl, octenyl, nonenyl, decenyl, undecenyl, dodecenyl, tridecenyl, tetradecenyl, pentadecenyl, hexadecenyl, heptadecenyl, octadecenyl, cyclobutenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, cyclooctenyl, and groups structurally isomeric to these groups.

[0095] L 111 The acetylene group represented by the formula (I) is not particularly limited, and examples thereof include, independently, an ethynyl group, a propynyl group, a butynyl group, a pentynyl group, a hexynyl group, a heptynyl group, an octynyl group, a nonynyl group, a decynyl group, an undecynyl group, a dodecynyl group, a tridecynyl group, a tetradecynyl group, a pentadecynyl group, a hexadecynyl group, a heptadecynyl group, an octadecynyl group, or a group structurally isomeric to these groups.

[0096] To improve patterning performance, L 111 The aliphatic hydrocarbon group represented by the formula (I) is preferably a methylene group, an ethanyl group, a propanyl group, a butanyl group, a pentanyl group, a hexanyl group, a heptanyl group, an octanyl group, a nonanyl group, a decanyl group, an undecanyl group, a dodecanyl group, a tridecanyl group, a tetradecanyl group, a cyclobutanyl group, a cyclopentanyl group, a cyclohexanyl group, or a group which is structurally isomeric to these groups, 111 The alkenyl group represented by the formula (I) is preferably an ethenyl group, a propenyl group, a butenyl group, a pentenyl group, a hexenyl group, a heptenyl group, an octenyl group, a nonenyl group, a decenyl group, an undecenyl group, a dodecenyl group, a tridecenyl group, a tetradecenyl group, a pentadecenyl group, a hexadecenyl group, a heptadecenyl group, or a group which is structurally isomeric to these groups, 111The acetylene group represented by the formula (I) is preferably an ethynyl group, a propynyl group, a butynyl group, a pentynyl group, a hexynyl group, a heptynyl group, an octynyl group, a nonynyl group, a decynyl group, an undecynyl group, a dodecynyl group, a tridecynyl group, a tetradecynyl group, a pentadecynyl group, or a group structurally isomeric to these groups.

[0097] To further improve the patterning performance, 111 The aliphatic hydrocarbon group represented by the formula (I) is more preferably a methylene group, an ethanyl group, a propanyl group, a butanyl group, a pentanyl group, a hexanyl group, a heptanyl group, an octanyl group, a nonanyl group, a decanyl group, a cyclopentanyl group, a cyclohexanyl group, or a group which is structurally isomeric to these groups, 111 The alkenyl group represented by the formula (I) is more preferably an ethenyl group, a propenyl group, a butenyl group, a pentenyl group, a hexenyl group, a heptenyl group, an octenyl group, a nonenyl group, a decenyl group, an undecenyl group, a dodecenyl group, a tridecenyl group, a tetradecenyl group, a pentadecenyl group, a hexadecenyl group, a heptadecenyl group, or a group structurally isomeric to these groups, 111 The acetylene group represented by the formula (I) is preferably an ethynyl group, a propynyl group, a butynyl group, a pentynyl group, or a group structurally isomeric to these groups.

[0098] To further improve the patterning performance, 111 The aliphatic hydrocarbon group represented by the formula (I) is more preferably a methylene group, an ethanyl group, a propanyl group, a butanyl group, a pentanyl group, a hexanyl group, a heptanyl group, a cyclopentanyl group, a cyclohexanyl group, or a group which is structurally isomeric to these groups, 111 The alkenyl group represented by the formula (I) is more preferably an ethenyl group, a propenyl group, a butenyl group, a pentenyl group, a hexenyl group, a heptenyl group, an octenyl group, a nonenyl group, a hexadecenyl group, a heptadecenyl group, or a group which is structurally isomeric to these groups, 111 The acetylene group represented by the formula (I) is more preferably an ethynyl group, a propynyl group, a butynyl group, or a group which is structurally isomeric to these groups.

[0099] In the formula (111), L 111 The substituents of are not particularly limited, and examples thereof include, each independently, a methyl group, a methoxy group, a trifluoromethoxy group, an alkyl group having 2 to 10 carbon atoms, a deuterium atom, a chlorine atom, a bromine atom, an iodine atom, or a group further substituted with one or more groups selected from the group consisting of these groups.

[0100] (Specific examples of formula (111)) Examples of formula (111) include the structures shown in the following (AAA1) to (AAA198). Note that the mark "*" used in the following structures indicates a binding site.

[0101]

[0102]

[0103]

[0104]

[0105]

[0106]

[0107]

[0108]

[0109]

[0110]

[0111]

[0112] (Y 101 In the formula (101), Y 101each independently represent an optionally substituted monocyclic, linked ring, or fused ring aromatic hydrocarbon group having 6 to 26 carbon atoms, an optionally substituted monocyclic, linked ring, or fused ring heteroaromatic hydrocarbon group having 3 to 26 carbon atoms, an optionally substituted cyclic aliphatic hydrocarbon group having 3 to 8 carbon atoms, or an optionally substituted monocyclic, linked ring, or fused ring heteroaliphatic hydrocarbon group having 3 to 26 carbon atoms.

[0113] Y 101 The aromatic hydrocarbon group represented by the formula (I) has a structure in which phenyl or a plurality of benzene rings are linked or condensed, and Y 101 The heteroaromatic hydrocarbon group represented by the formula (I) is a group having a heteroatom of N, O, or S, a five-membered ring, a six-membered ring, or a condensed structure thereof, 101 The cyclic heteroaliphatic hydrocarbon group represented by the formula (I) preferably has a heteroatom of N, O, or S, and has a structure of a 5-, 6-, 7-, or 8-membered ring or a condensed ring thereof.

[0114] Y 101 The compound that provides the monocyclic, linked ring, or fused ring aromatic hydrocarbon group represented by the formula (I) is not particularly limited, and examples thereof include, each independently, benzene, biphenyl, terphenyl, naphthalene, fluorene, spirobifluorene, 9,9-dimethylfluorene, 9,9-diphenylfluorene, benzofluorene, phenanthrene, fluoranthene, triphenylene, anthracene, pyrene, chrysene, perylene, benzochrysene, triptycene, dibenzochrysene, and compounds thereof fused with one or more members selected from the group consisting of benzene, naphthalene, and phenanthrene.

[0115] Y 101Compounds that provide a monocyclic, linked ring, or fused ring aromatic hydrocarbon group represented by the formula (I) are each independently preferably benzene, biphenyl, terphenyl, naphthalene, fluorene, spirobifluorene, 9,9-dimethylfluorene, 9,9-diphenylfluorene, benzofluorene, phenanthrene, fluoranthene, triphenylene, anthracene, pyrene, chrysene, perylene, benzochrysene, triptycene, dibenzochrysene, or any of these groups fused with benzene or naphthalene.

[0116] Y 101 More preferred compounds that provide a monocyclic, linked ring, or fused ring aromatic hydrocarbon group represented by the formula (I) are each independently benzene, biphenyl, terphenyl, naphthalene, fluorene, spirobifluorene, 9,9-dimethylfluorene, 9,9-diphenylfluorene, benzofluorene, phenanthrene, fluoranthene, triphenylene, anthracene, pyrene, chrysene, perylene, benzochrysene, triptycene, or dibenzochrysene.

[0117] Y 101 More preferred compounds that provide a monocyclic, linked ring, or fused ring aromatic hydrocarbon group represented by the formula (I) are each independently benzene, biphenyl, terphenyl, naphthalene, fluorene, spirobifluorene, 9,9-dimethylfluorene, 9,9-diphenylfluorene, benzofluorene, phenanthrene, fluoranthene, triphenylene, anthracene, pyrene, chrysene, benzochrysene, and triptycene.

[0118] Y 101 More preferably, the compound giving the monocyclic, linked ring, or fused ring aromatic hydrocarbon group represented by the formula (I) is each independently benzene, biphenyl, naphthalene, fluorene, spirobifluorene, 9,9-dimethylfluorene, 9,9-diphenylfluorene, phenanthrene, triphenylene, anthracene, pyrene, chrysene, or triptycene. 101Compounds that provide a monocyclic, linked ring, or fused ring aromatic hydrocarbon group represented by the formula (I) are each independently benzene, biphenyl, naphthalene, fluorene, spirobifluorene, 9,9-dimethylfluorene, 9,9-diphenylfluorene, anthracene, and pyrene. 101 As compounds which provide a monocyclic, linked ring, or fused ring aromatic hydrocarbon group represented by the following formula (1), benzene, naphthalene, fluorene, 9,9-dimethylfluorene, 9,9-diphenylfluorene, anthracene, and pyrene are particularly preferred.

[0119] Y 101 The compound that provides the monocyclic, linked ring, or fused ring heteroaromatic hydrocarbon group represented by the formula (I) is not particularly limited, and examples thereof include, independently, pyridine, pyrimidine, pyrazine, triazine, carbazole, furan, thiophene, benzofuran, benzothiophene, benzodioxin, dibenzofuran, dibenzothiophene, thiazole, thiadiazole, thianthrene, acridine, dihydroacridine, phenoxazine, phenothiazine, dibenzo-1,4-dioxin, 5,6,7,8-tetrahydroquinoxaline, 2,3,4,5-tetrahydro-1H-1,4-benzodiazepine, 2,3,4,5-tetrahydro-1H-1,5-benzodiazepine, benzothiazole, and compounds obtained by condensing these compounds with one or more members selected from the group consisting of benzene, naphthalene, and phenanthrene.

[0120] Y 101Compounds which provide a monocyclic, linked ring, or fused ring heteroaromatic hydrocarbon group represented by the formula (I) are each independently preferably pyridine, pyrimidine, pyrazine, triazine, carbazole, furan, thiophene, benzofuran, benzothiophene, benzodioxin, dibenzofuran, dibenzothiophene, thiazole, thiadiazole, thianthrene, acridine, dihydroacridine, phenoxazine, phenothiazine, dibenzo-1,4-dioxin, 5,6,7,8-tetrahydroquinoxaline, 2,3,4,5-tetrahydro-1H-1,4-benzodiazepine, 2,3,4,5-tetrahydro-1H-1,5-benzodiazepine, benzothiazole, or any of these groups fused with benzene or naphthalene.

[0121] Y 101 As compounds which provide a monocyclic, linked ring, or fused ring heteroaromatic hydrocarbon group represented by the formula (I), pyridine, pyrimidine, pyrazine, triazine, carbazole, furan, thiophene, benzofuran, benzothiophene, benzodioxin, dibenzofuran, dibenzothiophene, thiazole, thiadiazole, thianthrene, acridine, dihydroacridine, phenoxazine, phenothiazine, dibenzo-1,4-dioxin, 5,6,7,8-tetrahydroquinoxaline, 2,3,4,5-tetrahydro-1H-1,4-benzodiazepine, 2,3,4,5-tetrahydro-1H-1,5-benzodiazepine, and benzothiazole are more preferred.

[0122] Y 101 More preferred compounds which provide a monocyclic, linked ring, or fused ring heteroaromatic hydrocarbon group represented by the formula (I) are each independently pyridine, pyrimidine, pyrazine, triazine, carbazole, furan, thiophene, benzofuran, benzothiophene, benzodioxin, dibenzofuran, dibenzothiophene, thiazole, thiadiazole, thianthrene, acridine, dihydroacridine, dibenzo-1,4-dioxin, 5,6,7,8-tetrahydroquinoxaline, 2,3,4,5-tetrahydro-1H-1,4-benzodiazepine, 2,3,4,5-tetrahydro-1H-1,5-benzodiazepine, and benzothiazole.

[0123] Y 101 More preferred compounds which provide a monocyclic, linked ring, or fused ring heteroaromatic hydrocarbon group represented by the formula (I) are each independently pyridine, pyrimidine, pyrazine, triazine, carbazole, furan, benzofuran, benzodioxin, dibenzofuran, dibenzothiophene, thiazole, thiadiazole, acridine, dibenzo-1,4-dioxin, 5,6,7,8-tetrahydroquinoxaline, 2,3,4,5-tetrahydro-1H-1,4-benzodiazepine, and 2,3,4,5-tetrahydro-1H-1,5-benzodiazepine. 101 Compounds which provide a monocyclic, linked ring, or fused ring heteroaromatic hydrocarbon group represented by the formula (I) are each independently pyridine, pyrimidine, pyrazine, triazine, carbazole, benzodioxin, dibenzofuran, dibenzothiophene, acridine, and 2,3,4,5-tetrahydro-1H-1,4-benzodiazepine. 101 As compounds which provide the monocyclic, linked ring, or fused ring heteroaromatic hydrocarbon group represented by the formula (I), pyridine, pyrimidine, triazine, carbazole, dibenzofuran, and dibenzothiophene are particularly preferred.

[0124] Y 101 The compound that provides the cyclic aliphatic hydrocarbon group represented by the formula (I) is not particularly limited, but examples thereof include, independently of each other, adamantane, diamantane, cyclopentane, cyclohexane, cycloheptane, cyclooctane, etc.

[0125] Y 101 Compounds which provide the cyclic aliphatic hydrocarbon group represented by the following formula (1) are each independently preferably adamantane, diamantane, norbornene, or cyclohexane.

[0126] Y 101 As the compound which provides the cyclic aliphatic hydrocarbon group represented by the following formula (1), adamantane, diamantane and cyclohexane are more preferred.

[0127] Y 101The compound that provides the cyclic heteroaliphatic hydrocarbon group represented by the formula (I) is not particularly limited, and examples thereof include, independently of one another, morpholine, piperazine, homopiperazine, hexahydro-1,3,5-triazine, 1,4-dioxine, 1,4-dithiane, 4,4′-bipiperidine, diazabicyclo[2,2,2]octane, octahydro-1H-pyrrolo[3,4-b]pyridine, 1,4,7,10-tetraazacyclododecane, and the like.

[0128] Y 101 Compounds which provide a cyclic heteroaliphatic hydrocarbon group represented by the formula (I) are each independently preferably morpholine, piperazine, homopiperazine, hexahydro-1,3,5-triazine, 1,4-dioxine, 1,4-dithiane, 4,4'-bipiperidine, diazabicyclo[2,2,2]octane, octahydro-1H-pyrrolo[3,4-b]pyridine, or 1,4,7,10-tetraazacyclododecane.

[0129] Y 101 As compounds which provide a cyclic heteroaliphatic hydrocarbon group represented by the formula (I), piperazine, homopiperazine, hexahydro-1,3,5-triazine, 4,4'-bipiperidine, diazabicyclo[2,2,2]octane, octahydro-1H-pyrrolo[3,4-b]pyridine, and 1,4,7,10-tetraazacyclododecane are more preferred.

[0130] Y 101 More preferred compounds that provide the cyclic heteroaliphatic hydrocarbon group represented by the formula (I) are, independently of one another, piperazine, homopiperazine, 4,4'-bipiperidine, octahydro-1H-pyrrolo[3,4-b]pyridine, and 1,4,7,10-tetraazacyclododecane.

[0131] Y 101 As compounds which provide a cyclic heteroaliphatic hydrocarbon group represented by the following formula (1), piperazine, homopiperazine, and 1,4,7,10-tetraazacyclododecane are more preferred.

[0132] Y 101As compounds which provide the cyclic heteroaliphatic hydrocarbon group represented by the following formula (1), piperazine and homopiperazine are even more preferred.

[0133] (Y 101 Preferred embodiments of the substituent of the Y 101 The substituents of are not particularly limited, and examples thereof include, each independently, a methyl group, a methoxy group, a trifluoromethoxy group, an alkyl group having 2 to 10 carbon atoms, a cyano group, a deuterium atom, a fluorine atom, a chlorine atom, a bromine atom, an iodine atom, a phenyl group, a biphenylyl group, a naphthyl group, a phenanthryl group, a pyridyl group, a pyrimidyl group, a pyrazyl group, a triazyl group, an indolyl group, a carbazolyl group, a benzothienyl group, a dibenzothienyl group, a benzofuranyl group, a dibenzofuranyl group, a thiazolyl group, a benzothiazolyl group, a structure represented by formula (111), or a structure in which these groups are further substituted with one or more groups selected from the group consisting of these groups.

[0134] Y 101 The substituents of are each independently a methyl group, a methoxy group, a trifluoromethyl group, a trifluoromethoxy group, an alkyl group having 2 to 10 carbon atoms, a fluorine atom, a phenyl group, a biphenylyl group, a naphthyl group, a phenanthryl group, a pyridyl group, a pyrimidyl group, a pyrazyl group, a triazyl group, an indolyl group, a carbazolyl group, a benzothienyl group, a dibenzothienyl group, a benzofuranyl group, a dibenzofuranyl group, a thiazolyl group, a benzothiazolyl group, a structure represented by the formula (111), or one or more groups selected from the group consisting of these groups which are further substituted.

[0135] Y 101 The substituents of are each independently a methyl group, a methoxy group, a trifluoromethyl group, a trifluoromethoxy group, an alkyl group having 2 to 10 carbon atoms, a fluorine atom, a phenyl group, a biphenylyl group, a naphthyl group, a pyridyl group, a pyrimidyl group, a pyrazyl group, a triazyl group, a thiazolyl group, a structure represented by the formula (111), or one or more groups selected from the group consisting of these groups which are further substituted with one or more groups.

[0136] Y 101 The substituents of are each independently a methyl group, a trifluoromethyl group, an alkyl group having 2 to 10 carbon atoms, a fluorine atom, a phenyl group, a biphenylyl group, a pyridyl group, a pyrimidyl group, a pyrazyl group, a triazyl group, a structure represented by the formula (111), or a group further substituted with one or more groups selected from the group consisting of these groups.

[0137] Y 101 The substituents of Y are each independently a methyl group, a trifluoromethyl group, an alkyl group having 2 to 4 carbon atoms, a fluorine atom, a phenyl group, a pyridyl group, a pyrimidyl group, a triazyl group, a structure represented by the formula (111), or a group further substituted with one or more groups selected from the group consisting of these groups. 101 As the substituents of the formula (111), it is particularly preferable that each substituent is independently a methyl group, an alkyl group having 2 to 4 carbon atoms, a fluorine atom, a pyridyl group, a pyrimidyl group, a triazyl group, a structure represented by the formula (111), or one or more groups selected from the group consisting of these groups which are further substituted.

[0138] (Y 101 Specific examples of the above Y 101 Examples of such compounds include the structures shown in (AAB1) to (AAB561) below.

[0139] The mark "*" used in the following structures represents a bonding site, F represents a fluorine atom, Rs represents the structure represented by the formula (555), v represents an integer of 0 to 5, w represents an integer of 0 to 4, x represents an integer of 0 to 3, y represents an integer of 0 to 2, and z represents an integer of 0 to 1.

[0140]

[0141]

[0142]

[0143]

[0144]

[0145]

[0146]

[0147]

[0148]

[0149]

[0150]

[0151]

[0152]

[0153]

[0154]

[0155]

[0156]

[0157]

[0158]

[0159]

[0160]

[0161]

[0162] (X 101 In the formula (101), X 101 each independently represents an optionally substituted cyclic aliphatic hydrocarbon group having 3 to 8 carbon atoms, an optionally substituted monocyclic, linked ring, or fused ring heteroaliphatic hydrocarbon group having 3 to 26 carbon atoms, O, OR 101 , S.R. 101 , N(R 101 ) f 101 , or Si(R 101 ) f 101 Represents.

[0163] X 101The cyclic heteroaliphatic hydrocarbon group represented by the formula (I) preferably has a heteroatom of N, O or S and has a structure of a 5-, 6-, 7- or 8-membered ring or a condensed ring thereof.

[0164] X 101 The compound that provides a compound that provides a cyclic aliphatic hydrocarbon group represented by the formula (I) is not particularly limited, but examples thereof include adamantane, diamantane, norbornene, cyclopentane, cyclohexane, cycloheptane, and cyclooctane.

[0165] X 101 Compounds which provide a cyclic aliphatic hydrocarbon group represented by the formula (I) are each independently preferably adamantane, diamantane, norbornene, cyclohexane, cycloheptane, or cyclooctane.

[0166] X 101 As the compound which gives the cyclic aliphatic hydrocarbon group represented by the following formula (1), adamantane, diamantane, norbornene and cyclohexane are more preferred.

[0167] X 101 More preferred compounds that provide the cyclic aliphatic hydrocarbon group represented by the formula (I) are each independently adamantane, diamantane, and cyclohexane. 101 As the compound which gives the cyclic aliphatic hydrocarbon group represented by the following formula (1), adamantane and cyclohexane are more preferred.

[0168] X 101 The compound that provides the cyclic heteroaliphatic hydrocarbon group represented by the formula (I) is not particularly limited, but examples thereof include, independently of one another, morpholine, piperazine, homopiperazine, hexahydro-1,3,5-triazine, 1,4-dioxin, 1,4-dithiane, 4,4′-bipiperidine, diazabicyclo[2,2,2]octane, octahydro-1H-pyrrolo[3,4-b]pyridine, 1,4,7,10-tetraazacyclododecane, and the like.

[0169] X 101Compounds which provide a cyclic heteroaliphatic hydrocarbon group represented by the formula (I) are each independently preferably morpholine, piperazine, homopiperazine, hexahydro-1,3,5-triazine, 1,4-dioxine, 1,4-dithiane, 4,4'-bipiperidine, diazabicyclo[2,2,2]octane, octahydro-1H-pyrrolo[3,4-b]pyridine, or 1,4,7,10-tetraazacyclododecane.

[0170] X 101 More preferred compounds which provide a cyclic heteroaliphatic hydrocarbon group represented by the formula (I) are, independently, piperazine, homopiperazine, hexahydro-1,3,5-triazine, 4,4'-bipiperidine, diazabicyclo[2,2,2]octane, octahydro-1H-pyrrolo[3,4-b]pyridine, and 1,4,7,10-tetraazacyclododecane. 101 More preferred compounds that provide the cyclic heteroaliphatic hydrocarbon group represented by the formula (I) are, independently of each other, piperazine, homopiperazine, diazabicyclo[2,2,2]octane, and octahydro-1H-pyrrolo[3,4-b]pyridine. 101 As compounds which provide a cyclic heteroaliphatic hydrocarbon group represented by the following formula (I), piperazine, homopiperazine, and diazabicyclo[2,2,2]octane are more preferred.

[0171] (X 101 Preferred embodiments of the substituents of the X 101 The substituents of are not particularly limited, and examples thereof include, independently, a methyl group, a methoxy group, a trifluoromethyl group, a trifluoromethoxy group, an alkyl group having 2 to 10 carbon atoms, a cyano group, a deuterium atom, a fluorine atom, a phenyl group, a biphenylyl group, a naphthyl group, a phenanthryl group, a pyridyl group, a pyrimidyl group, a pyrazyl group, a triazyl group, an indolyl group, a carbazolyl group, a benzothienyl group, a dibenzothienyl group, a benzofuranyl group, a dibenzofuranyl group, a thiazolyl group, a benzothiazolyl group, a structure represented by the formula (111), or a structure in which these groups are further substituted with one or more groups selected from the group consisting of these groups.

[0172] X 101The substituents of are each independently a methyl group, a methoxy group, a trifluoromethyl group, a trifluoromethoxy group, an alkyl group having 2 to 10 carbon atoms, a fluorine atom, a phenyl group, a biphenylyl group, a naphthyl group, a phenanthryl group, a pyridyl group, a pyrimidyl group, a pyrazyl group, a triazyl group, an indolyl group, a carbazolyl group, a benzothienyl group, a dibenzothienyl group, a benzofuranyl group, a dibenzofuranyl group, a thiazolyl group, a benzothiazolyl group, a structure represented by the formula (111), or a group further substituted with one or more groups selected from the group consisting of these groups.

[0173] X 101 The substituents of are each independently a methyl group, a methoxy group, a trifluoromethyl group, a trifluoromethoxy group, an alkyl group having 2 to 10 carbon atoms, a fluorine atom, a phenyl group, a biphenylyl group, a naphthyl group, a pyridyl group, a pyrimidyl group, a pyrazyl group, a triazyl group, a thiazolyl group, a structure represented by the formula (111), or one or more groups selected from the group consisting of these groups which are further substituted with these groups.

[0174] X 101 More preferably, the substituents are each independently a methyl group, a methoxy group, a trifluoromethyl group, an alkyl group having 2 to 10 carbon atoms, a fluorine atom, a phenyl group, a naphthyl group, a pyridyl group, a pyrimidyl group, a pyrazyl group, a triazolyl group, a thiazolyl group, a structure represented by the formula (111), or a group further substituted with one or more groups selected from the group consisting of these groups.

[0175] X 101 The substituents of are each independently a methyl group, a methoxy group, a trifluoromethyl group, an alkyl group having 2 to 10 carbon atoms, a fluorine atom, a phenyl group, a naphthyl group, a pyridyl group, a pyrimidyl group, a triazyl group, a structure represented by the formula (111), or a group further substituted with one or more groups selected from the group consisting of these groups.

[0176] X 101As the substituents of the formula (111), it is further more preferable that each substituent is independently a methyl group, a trifluoromethyl group, an alkyl group having 2 to 6 carbon atoms, a fluorine atom, a phenyl group, a naphthyl group, a pyridyl group, a pyrimidyl group, a triazyl group, a structure represented by the formula (111), or a group further substituted with one or more groups selected from the group consisting of these groups.

[0177] (R 101 In the formulas (101) and (111), R 101 The aromatic hydrocarbon group represented by R has a structure in which phenyl or a plurality of benzene rings are linked or condensed, 101 The divalent heteroaromatic hydrocarbon group represented by the formula (I) is a group having a heteroatom of N, O, or S, a five-membered ring, a six-membered ring, or a condensed structure thereof, 101 The heteroaliphatic hydrocarbon group represented by the formula (I) preferably has a heteroatom of N, O, or S, and has a structure of a 5-, 6-, 7-, or 8-membered ring or a condensed ring thereof.

[0178] R 101 The compound that provides the aromatic hydrocarbon group represented by the formula (I) is not particularly limited, and examples thereof include, independently, benzene, biphenyl, terphenyl, naphthalene, fluorene, spirobifluorene, 9,9-dimethylfluorene, 9,9-diphenylfluorene, benzofluorene, phenanthrene, fluoranthene, triphenylene, anthracene, pyrene, chrysene, perylene, benzochrysene, triptycene, dibenzochrysene, and compounds obtained by condensing these compounds with one or more members selected from the group consisting of benzene, naphthalene, and phenanthrene.

[0179] R 101 Compounds which provide aromatic hydrocarbon groups represented by the formula (I) are preferably, independently, benzene, biphenyl, naphthalene, fluorene, 9,9-dimethylfluorene, 9,phenanthrene, anthracene, pyrene, benzochrysene, dibenzochrysene, or compounds obtained by condensing these compounds with one or more members selected from the group consisting of benzene, naphthalene, and phenanthrene.

[0180] R101 More preferred compounds that provide aromatic hydrocarbon groups represented by the formula (I) are each independently benzene, naphthalene, anthracene, benzochrysene, dibenzochrysene, or any of these groups fused with benzene or naphthalene.

[0181] R 101 The compound that provides the heteroaromatic hydrocarbon group represented by the formula (I) is not particularly limited, and examples thereof include, independently, pyridine, pyrimidine, pyrazine, triazine, carbazole, furan, thiophene, benzofuran, benzothiophene, benzodioxin, dibenzofuran, dibenzothiophene, thiazole, thiadiazole, thianthrene, acridine, dihydroacridine, phenoxazine, phenothiazine, dibenzo-1,4-dioxin, 5,6,7,8-tetrahydroquinoxaline, 2,3,4,5-tetrahydro-1H-1,4-benzodiazepine, 2,3,4,5-tetrahydro-1H-1,5-benzodiazepine, benzothiazole, and compounds obtained by condensing these compounds with one or more members selected from the group consisting of benzene, naphthalene, and phenanthrene.

[0182] R 101 Compounds which provide heteroaromatic hydrocarbon groups represented by the formula (I) are preferably pyridine, pyrimidine, pyrazine, triazine, carbazole, furan, thiophene, benzofuran, thianthrene, benzothiazole, or any of these groups fused with one or more members selected from the group consisting of benzene, naphthalene, and phenanthrene.

[0183] R 101 More preferably, the compound giving the heteroaromatic hydrocarbon group represented by the formula (I) is independently pyridine, pyrimidine, pyrazine, triazine, carbazole, furan, thiophene, or any of these groups fused with benzene or naphthalene.

[0184] R 101The aliphatic hydrocarbon group represented by the formula (I) is not particularly limited, and examples thereof include, each independently, a methyl group, an ethyl group, a propyl group, an isopropyl group, a butyl group, an isobutyl group, a heptyl group, an octyl group, a nonyl group, a decyl group, an undecyl group, a dodecyl group, a tridecyl group, a tetradecyl group, a pentadecyl group, a hexadecyl group, a heptadecyl group, an octadecyl group, a nonadecyl group, an eicodecyl group, a carbazolyl group, an adamantyl group, a diamantyl group, a cyclohexyl group, or a group further substituted with one or more groups selected from the group consisting of these groups.

[0185] R 101 The aliphatic hydrocarbon groups represented by the formula (I) are each independently preferably a methyl group, an ethyl group, a propyl group, a butyl group, a pentyl group, a hexyl group, a heptyl group, an octyl group, a nonyl group, a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, an adamantyl group, or any of these groups further substituted with one or more groups selected from the group consisting of these groups.

[0186] R 101 The compound that provides the heteroaliphatic hydrocarbon group represented by the formula (I) is not particularly limited, but examples thereof include, independently of one another, morpholine, piperazine, homopiperazine, hexahydro-1,3,5-triazine, 1,4-dioxine, 1,4-dithiane, 4,4'-bipiperidine, diazabicyclo[2,2,2]octane, octahydro-1H-pyrrolo[3,4-b]pyridine, 1,4,7,10-tetraazacyclododecane, and the like.

[0187] R 101The substituents of are not particularly limited, and examples thereof include, each independently, a methyl group, a methoxy group, a trifluoromethyl group, a trifluoromethoxy group, an alkyl group having 2 to 10 carbon atoms, a cyano group, a deuterium atom, a fluorine atom, a phenyl group, a biphenylyl group, a naphthyl group, a phenanthryl group, a pyridyl group, a pyrimidyl group, a pyrazyl group, a triazyl group, an indolyl group, a carbazolyl group, a benzothienyl group, a dibenzothienyl group, a benzofuranyl group, a dibenzofuranyl group, a thiazolyl group, a benzothiazolyl group, a structure represented by the formula (111), or a structure in which these groups are further substituted with one or more groups selected from the group consisting of these groups.

[0188] R 101 The substituents of are each independently preferably a methyl group, a methoxy group, a difluoromethyl group, a difluoromethoxy group, an alkyl group having 2 to 10 carbon atoms, a fluorine atom, a naphthyl group, a phenanthryl group, a pyridyl group, a pyrimidyl group, a pyrazyl group, a triazyl group, a structure represented by the formula (111), or a group further substituted with one or more groups selected from the group consisting of these groups.

[0189] R 101 The substituents of are each independently a methyl group, a methoxy group, a difluoromethyl group, a difluoromethoxy group, an alkyl group having 2 to 10 carbon atoms, a fluorine atom, a naphthyl group, a pyridyl group, a pyrimidyl group, a pyrazyl group, a triazyl group, a structure represented by formula (111), or a group further substituted with one or more groups selected from the group consisting of these groups.

[0190] Also, R 101 can be bonded to each other, and R 101 = methyl group, R 101 When they are bonded together, they can form an ethylene group.

[0191] [Second Aspect: Compound] (Preferred Aspect of Formula (501)) A compound according to one aspect of the present disclosure is represented by the following formula (501).

[0192]

[0193] In the formula (501), Y 501 represents an optionally substituted monocyclic, linked ring, or fused ring aromatic hydrocarbon group having 6 to 26 carbon atoms, an optionally substituted monocyclic, linked ring, or fused ring heteroaromatic hydrocarbon group having 3 to 26 carbon atoms, an optionally substituted cyclic aliphatic hydrocarbon group having 3 to 8 carbon atoms, or an optionally substituted monocyclic, linked ring, or fused ring heteroaliphatic hydrocarbon group having 3 to 26 carbon atoms, 501 represents an optionally substituted cyclic aliphatic hydrocarbon group having 3 to 8 carbon atoms, or an optionally substituted monocyclic, linked ring, or fused ring heteroaliphatic hydrocarbon group having 3 to 26 carbon atoms, O, OR 501 , S.R. 501 , N(R 501 ) f 501 , or Si(R 501 ) f 501 represents R 501 are bonded to an oxygen atom, a sulfur atom, or a nitrogen atom, and each independently represents an optionally substituted monocyclic, linked ring, or fused ring aromatic hydrocarbon group having 6 to 26 carbon atoms, an optionally substituted monocyclic, linked ring, or fused ring heteroaromatic hydrocarbon group having 3 to 26 carbon atoms, an optionally substituted linear, branched, or cyclic aliphatic hydrocarbon group having 1 to 18 carbon atoms, an optionally substituted monocyclic, linked ring, or fused ring heteroaliphatic hydrocarbon group having 3 to 26 carbon atoms, a hydrogen atom, or the following formula (555): 501 each independently represents a group represented by the following formula (555): 501 each independently represents an integer of 1 to 6; 501 each independently represents an integer of 0 to 8; 501 each independently represents an integer of 0 to 8; 501 each independently represents an integer of 1 to 8.

[0194] f 501 each independently represents an integer of 0 to 3.

[0195]

[0196] In the formula (555), L 555each independently represents an optionally substituted linear, branched, or cyclic aliphatic hydrocarbon group having 1 to 18 carbon atoms, an optionally substituted linear, branched, or cyclic alkenyl group having 1 to 18 carbon atoms, or an optionally substituted linear, branched, or cyclic acetylene group having 1 to 18 carbon atoms; 555 are each independently O, S, NH, or NR 501 represents R 501 are bonded to a nitrogen atom, and each independently represents an optionally substituted monocyclic, linked ring, or fused ring aromatic hydrocarbon group having 6 to 26 carbon atoms, an optionally substituted monocyclic, linked ring, or fused ring heteroaromatic hydrocarbon group having 3 to 26 carbon atoms, an optionally substituted linear, branched, or cyclic aliphatic hydrocarbon group having 1 to 18 carbon atoms, an optionally substituted monocyclic, linked ring, or fused ring heteroaliphatic hydrocarbon group having 3 to 26 carbon atoms, a hydrogen atom, or the formula (555), * represents a bonding position, 555 each independently represents an integer of 1 to 6; 555 each independently represents an integer of 1 to 18; 555 each independently represents an integer of 1 to 2; 555 each independently represents an integer of 0 to 1.

[0197] However, the compound represented by formula (501) has two or more structures of formula (555) in the molecule, or has one or more fluorine atoms in addition to the structure of formula (555) in the molecule.

[0198] (Rs 501 A preferred embodiment of the Rs 501 each independently represents a group represented by the formula (555).

[0199] In the formula (555), SF 5 represents a pentafluorosulfanyl group, which has a structure in which five fluorine atoms are bonded to a sulfur atom, and is represented by the above formula (222).

[0200] In the formula (555), L 555 The molecular structure of the group represented by the formula (I) is not particularly limited, and may be linear, branched, or cyclic.

[0201] (L 555 A preferred embodiment of the L 555 The aliphatic hydrocarbon group represented by the formula (I) is not particularly limited, and examples thereof include, each independently, a methylene group, an ethanyl group, a propanyl group, a butanyl group, a pentanyl group, a hexanyl group, a heptanyl group, an octanyl group, a nonanyl group, a decanyl group, an undecanyl group, a dodecanyl group, a tridecanyl group, a tetradecanyl group, a pentadecanyl group, a hexadecanyl group, a heptadecanyl group, an octadecanyl group, a cyclobutanyl group, a cyclopentanyl group, a cyclohexanyl group, a cycloheptanyl group, a cyclooctanyl group, or a group that is structurally isomeric to these groups.

[0202] L 555 The alkenyl group represented by the formula (I) is not particularly limited, and examples thereof include, independently, ethenyl, propenyl, butenyl, pentenyl, hexenyl, heptenyl, octenyl, nonenyl, decenyl, undecenyl, dodecenyl, tridecenyl, tetradecenyl, pentadecenyl, hexadecenyl, heptadecenyl, octadecenyl, cyclobutenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, and groups structurally isomeric to these groups.

[0203] L 555 The acetylene group represented by the formula (I) is not particularly limited, and examples thereof include, independently, an ethynyl group, a propynyl group, a butynyl group, a pentynyl group, a hexynyl group, a heptynyl group, an octynyl group, a nonynyl group, a decynyl group, an undecynyl group, a dodecynyl group, a tridecynyl group, a tetradecynyl group, a pentadecynyl group, a hexadecynyl group, a heptadecynyl group, an octadecynyl group, or a group that is structurally isomeric to these groups.

[0204] L 555The aliphatic hydrocarbon groups represented by the formula (I) are each independently preferably a methylene group, an ethanyl group, a propanyl group, a butanyl group, a pentanyl group, a hexanyl group, a heptanyl group, an octanyl group, a nonanyl group, a decanyl group, an undecanyl group, a dodecanyl group, a tridecanyl group, a tetradecanyl group, a pentadecanyl group, a cyclobutanyl group, a cyclopentanyl group, a cyclohexanyl group, or a group that is structurally isomeric to these groups.

[0205] L 555 The alkenyl groups represented by the formula (I) are each independently preferably an ethenyl group, a propenyl group, a butenyl group, a pentenyl group, a hexenyl group, a heptenyl group, an octenyl group, a nonenyl group, a decenyl group, an undecenyl group, a dodecenyl group, a tridecenyl group, a tetradecenyl group, a pentadecenyl group, a hexadecenyl group, a cyclobutenyl group, a cyclopentenyl group, or a group that is structurally isomeric to these groups.

[0206] L 555 The acetylene groups represented by the formula (I) are each independently preferably an ethynyl group, a propynyl group, a butynyl group, a pentynyl group, a hexynyl group, a heptynyl group, an octynyl group, a nonynyl group, a decynyl group, an undecynyl group, a dodecynyl group, a tridecynyl group, a tetradecynyl group, a pentadecynyl group, a hexadecynyl group, or a group structurally isomeric to these groups.

[0207] L 555 The aliphatic hydrocarbon groups represented by the following formula (I) are each independently more preferably a methylene group, an ethanyl group, a propanyl group, a butanyl group, a pentanyl group, a hexanyl group, a heptanyl group, an octanyl group, a nonanyl group, a decanyl group, an undecanyl group, a cyclopentanyl group, a cyclohexanyl group, or a group that is structurally isomeric to these groups.

[0208] L 555 The alkenyl groups represented by the following formula (I) are each independently more preferably an ethenyl group, a propenyl group, a butenyl group, a pentenyl group, a hexenyl group, a heptenyl group, an octenyl group, a nonenyl group, a decenyl group, an undecenyl group, a cyclopentenyl group, or a group that is structurally isomeric to these groups.

[0209] L 555The acetylene groups represented by the formula (I) are each independently preferably an ethynyl group, a propynyl group, a butynyl group, a pentynyl group, a hexynyl group, a heptynyl group, an octynyl group, a nonynyl group, a decynyl group, or a group that is structurally isomeric to these groups.

[0210] L 555 The aliphatic hydrocarbon groups represented by the following formula (I) are each independently preferably a methylene group, an ethanyl group, a propanyl group, a butanyl group, a pentanyl group, a hexanyl group, a heptanyl group, a cyclopentanyl group, a cyclohexanyl group, or a group that is structurally isomeric to these groups. 555 The alkenyl groups represented by the following formula (I) are each independently preferably an ethenyl group, a propenyl group, a butenyl group, a pentenyl group, a hexenyl group, a heptenyl group, a cyclopentenyl group, or a group that is structurally isomeric to these groups.

[0211] L 555 The acetylene groups represented by the following formula (I) are each independently preferably an ethynyl group, a propynyl group, a butynyl group, a pentynyl group, a hexynyl group, a heptynyl group, an octynyl group, or a group structurally isomeric to these groups.

[0212] L 555 The aliphatic hydrocarbon groups represented by the following formula (I) are each independently more preferably a methylene group, an ethanyl group, a propanyl group, a butanyl group, a pentanyl group, a cyclohexanyl group, or a group which is structurally isomeric to these groups.

[0213] L 555 The alkenyl groups represented by the following formula (I) are each independently more preferably an ethenyl group, a propenyl group, a butenyl group, a pentenyl group, a cyclopentenyl group, or a group structurally isomeric to these groups.

[0214] L 555 The acetylene groups represented by the following formula (I) are each independently more preferably an ethynyl group, a propynyl group, a butynyl group, a pentynyl group, a hexynyl group, or groups which are structurally isomeric to these groups.

[0215] L 555The aliphatic hydrocarbon groups represented by the following formula (I) are each independently particularly preferably a methylene group, an ethanyl group, a propanyl group, a cyclohexanyl group, or a group which is structurally isomeric to these groups.

[0216] L 555 The alkenyl groups represented by the following formula (I) are each independently particularly preferably an ethenyl group, a propenyl group, a cyclopentenyl group, or a group which is structurally isomeric to these groups.

[0217] L 555 As the acetylene group represented by the following formula (1), an ethynyl group, a propynyl group, a butynyl group, or a group which is structurally isomeric to these groups is particularly preferred.

[0218] (X 555 A preferred embodiment of the above X 555 Each of the groups represented by the formula (I) is independently O, S, NH, or NR 501 is preferred.

[0219] The X 555 Each of the groups represented by the formula (I) is independently O, S, or NR 501 is more preferred.

[0220] The X 555 Each of the groups represented by the formula (I) is independently O, NR 501 is more preferable.

[0221] The X 555 As the group represented by the following formula, O is particularly preferred, independently of each other.

[0222] (Y 501 In the formula (501), Y 501 each independently represents an optionally substituted monocyclic, linked ring, or fused ring aromatic hydrocarbon group having 6 to 26 carbon atoms, an optionally substituted monocyclic, linked ring, or fused ring heteroaromatic hydrocarbon group having 3 to 26 carbon atoms, an optionally substituted cyclic aliphatic hydrocarbon group having 3 to 8 carbon atoms, or an optionally substituted monocyclic, linked ring, or fused ring heteroaliphatic hydrocarbon group having 3 to 26 carbon atoms.

[0223] Y 501The aromatic hydrocarbon group represented by the formula (I) has a structure in which phenyl or a plurality of benzene rings are linked or condensed, and Y 501 The heteroaromatic hydrocarbon group represented by the formula (I) is a group having a heteroatom of N, O, or S, a five-membered ring, a six-membered ring, or a condensed structure thereof, 501 The heteroaliphatic hydrocarbon group represented by the formula (I) preferably has a heteroatom of N, O or S and has a structure of a 5-membered ring, a 6-membered ring, a 7-membered ring or a condensed ring thereof.

[0224] Y 501 The compound that provides a monocyclic, linked ring, ring, or fused ring aromatic hydrocarbon group represented by the formula (I) is not particularly limited, and examples thereof include, each independently, benzene, biphenyl, terphenyl, naphthalene, fluorene, spirobifluorene, 9,9-dimethylfluorene, 9,9-diphenylfluorene, benzofluorene, phenanthrene, fluoranthene, triphenylene, anthracene, pyrene, chrysene, perylene, benzochrysene, triptycene, dibenzochrysene, or compounds thereof fused with one or more members selected from the group consisting of benzene, naphthalene, and phenanthrene.

[0225] Y 501 Compounds which provide a monocyclic, linked ring, or fused ring aromatic hydrocarbon group represented by the formula (I) are each independently preferably benzene, biphenyl, terphenyl, naphthalene, fluorene, spirobifluorene, 9,9-dimethylfluorene, 9,9-diphenylfluorene, benzofluorene, phenanthrene, fluoranthene, triphenylene, anthracene, pyrene, chrysene, perylene, benzochrysene, triptycene, dibenzochrysene, or compounds thereof fused with benzene or naphthalene.

[0226] Y 501More preferred compounds that provide a monocyclic, linked ring, or fused ring aromatic hydrocarbon group represented by the formula (I) are each independently benzene, biphenyl, terphenyl, naphthalene, fluorene, spirobifluorene, 9,9-dimethylfluorene, 9,9-diphenylfluorene, benzofluorene, phenanthrene, fluoranthene, triphenylene, anthracene, pyrene, chrysene, perylene, benzochrysene, triptycene, and dibenzochrysene.

[0227] Y 501 More preferred compounds that provide a monocyclic, linked ring, or fused ring aromatic hydrocarbon group represented by the formula (I) are each independently benzene, biphenyl, terphenyl, naphthalene, fluorene, spirobifluorene, 9,9-dimethylfluorene, 9,9-diphenylfluorene, benzofluorene, phenanthrene, fluoranthene, triphenylene, anthracene, pyrene, chrysene, benzochrysene, and triptycene.

[0228] Y 501 More preferably, the compound providing the monocyclic, linked ring, or fused ring aromatic hydrocarbon group represented by the formula (I) is each independently benzene, biphenyl, terphenyl, naphthalene, fluorene, spirobifluorene, 9,9-dimethylfluorene, 9,9-diphenylfluorene, benzofluorene, phenanthrene, fluoranthene, anthracene, pyrene, or chrysene.

[0229] Y 501 As compounds which provide a monocyclic, linked ring, or fused ring aromatic hydrocarbon group represented by the formula (I), benzene, biphenyl, naphthalene, fluorene, spirobifluorene, 9,9-dimethylfluorene, 9,9-diphenylfluorene, benzofluorene, phenanthrene, and anthracene are even more preferred.

[0230] Y 501 As compounds which provide a monocyclic, linked ring, or fused ring aromatic hydrocarbon group represented by the following formula (1), benzene, biphenyl, naphthalene, spirobifluorene, 9,9-dimethylfluorene, 9,9-diphenylfluorene, and anthracene are particularly preferred.

[0231] Y 501 The compound that provides a monocyclic, linked ring, ring, or fused ring heteroaromatic hydrocarbon group represented by the formula (I) is not particularly limited, and examples thereof include, independently, pyridine, pyrimidine, pyrazine, triazine, carbazole, furan, thiophene, benzofuran, benzothiophene, benzodioxin, dibenzofuran, dibenzothiophene, thiazole, thiadiazole, thianthrene, acridine, dihydroacridine, phenoxazine, phenothiazine, dibenzo-1,4-dioxin, 5,6,7,8-tetrahydroquinoxaline, 2,3,4,5-tetrahydro-1H-1,4-benzodiazepine, 2,3,4,5-tetrahydro-1H-1,5-benzodiazepine, benzothiazole, and compounds obtained by condensing these compounds with one or more members selected from the group consisting of benzene, naphthalene, and phenanthrene.

[0232] Y 501 Compounds which provide a monocyclic, linked ring, or fused ring heteroaromatic hydrocarbon group represented by the formula (I) are each independently preferably pyridine, pyrimidine, pyrazine, triazine, carbazole, furan, thiophene, benzofuran, benzothiophene, benzodioxin, dibenzofuran, dibenzothiophene, thiazole, thiadiazole, thianthrene, acridine, dihydroacridine, phenoxazine, phenothiazine, dibenzo-1,4-dioxin, 5,6,7,8-tetrahydroquinoxaline, 2,3,4,5-tetrahydro-1H-1,4-benzodiazepine, 2,3,4,5-tetrahydro-1H-1,5-benzodiazepine, benzothiazole, or any of these groups fused with benzene or naphthalene.

[0233] Y 501As compounds which provide a monocyclic, linked ring, or fused ring heteroaromatic hydrocarbon group represented by the formula (I), pyridine, pyrimidine, pyrazine, triazine, carbazole, furan, thiophene, benzofuran, benzothiophene, benzodioxin, dibenzofuran, dibenzothiophene, thiazole, thiadiazole, thianthrene, acridine, dihydroacridine, phenoxazine, phenothiazine, dibenzo-1,4-dioxin, 5,6,7,8-tetrahydroquinoxaline, 2,3,4,5-tetrahydro-1H-1,4-benzodiazepine, 2,3,4,5-tetrahydro-1H-1,5-benzodiazepine, and benzothiazole are more preferred.

[0234] Y 501 More preferred compounds which provide a monocyclic, linked ring, or fused ring heteroaromatic hydrocarbon group represented by the formula (I) are each independently pyridine, pyrimidine, pyrazine, triazine, carbazole, furan, thiophene, benzofuran, benzothiophene, benzodioxin, dibenzofuran, dibenzothiophene, thiazole, thiadiazole, thianthrene, acridine, dihydroacridine, dibenzo-1,4-dioxin, 5,6,7,8-tetrahydroquinoxaline, 2,3,4,5-tetrahydro-1H-1,4-benzodiazepine, 2,3,4,5-tetrahydro-1H-1,5-benzodiazepine, and benzothiazole.

[0235] Y 501 More preferred compounds which provide a monocyclic, linked ring, or fused ring heteroaromatic hydrocarbon group represented by the formula (I) are each independently pyridine, pyrimidine, pyrazine, triazine, carbazole, furan, thiophene, benzofuran, benzothiophene, benzodioxin, dibenzofuran, dibenzothiophene, thianthrene, acridine, 2,3,4,5-tetrahydro-1H-1,4-benzodiazepine, 2,3,4,5-tetrahydro-1H-1,5-benzodiazepine, and benzothiazole.

[0236] Y 501As compounds which provide a monocyclic, linked ring, or fused ring heteroaromatic hydrocarbon group represented by the formula (I), pyridine, pyrimidine, pyrazine, triazine, carbazole, furan, benzothiophene, benzodioxin, dibenzofuran, dibenzothiophene, thianthrene, acridine, and benzothiazole are even more preferred.

[0237] Y 501 As compounds which provide a monocyclic, linked ring, or fused ring heteroaromatic hydrocarbon group represented by the formula (I), particularly preferred are pyridine, pyrimidine, pyrazine, triazine, carbazole, dibenzofuran, dibenzothiophene, and acridine.

[0238] Y 501 The compound that provides the cyclic aliphatic hydrocarbon group represented by the formula (I) is not particularly limited, but examples thereof include, independently of each other, adamantane, diamantane, cyclopentane, cyclohexane, cycloheptane, cyclooctane, etc.

[0239] Y 501 Compounds which provide the cyclic aliphatic hydrocarbon group represented by the following formula (1) are each independently preferably adamantane, diamantane, norbornene, or cyclohexane.

[0240] Y 501 As compounds which provide a cyclic aliphatic hydrocarbon group represented by the following formula (1), adamantane, diamantane, and cyclohexane are more preferred.

[0241] Y 501 The compound that provides the cyclic heteroaliphatic hydrocarbon group represented by the formula (I) is not particularly limited, but examples thereof include, independently of one another, morpholine, piperazine, homopiperazine, hexahydro-1,3,5-triazine, 1,4-dioxin, 1,4-dithiane, 4,4′-bipiperidine, diazabicyclo[2,2,2]octane, octahydro-1H-pyrrolo[3,4-b]pyridine, 1,4,7,10-tetraazacyclododecane, and the like.

[0242] Y 501Compounds which provide a cyclic heteroaliphatic hydrocarbon group represented by the formula (I) are each independently preferably morpholine, piperazine, homopiperazine, hexahydro-1,3,5-triazine, 1,4-dioxine, 1,4-dithiane, 4,4'-bipiperidine, diazabicyclo[2,2,2]octane, octahydro-1H-pyrrolo[3,4-b]pyridine, or 1,4,7,10-tetraazacyclododecane.

[0243] Y 501 As compounds which provide a cyclic heteroaliphatic hydrocarbon group represented by the formula (I), piperazine, homopiperazine, hexahydro-1,3,5-triazine, 4,4'-bipiperidine, diazabicyclo[2,2,2]octane, octahydro-1H-pyrrolo[3,4-b]pyridine, and 1,4,7,10-tetraazacyclododecane are more preferred.

[0244] Y 501 More preferred compounds that provide the cyclic heteroaliphatic hydrocarbon group represented by the following formula (I) are each independently piperazine, homopiperazine, and 4,4'-bipiperidine.

[0245] Y 501 The substituents of are not particularly limited, and examples thereof include, each independently, a methyl group, a methoxy group, a trifluoromethoxy group, an alkyl group having 2 to 10 carbon atoms, a cyano group, a deuterium atom, a fluorine atom, a chlorine atom, a bromine atom, an iodine atom, a phenyl group, a biphenylyl group, a naphthyl group, a phenanthryl group, a pyridyl group, a pyrimidyl group, a pyrazyl group, a triazyl group, an indolyl group, a carbazolyl group, a benzothienyl group, a dibenzothienyl group, a benzofuranyl group, a dibenzofuranyl group, a thiazolyl group, a benzothiazolyl group, a structure represented by the formula (555), or a structure in which these groups are further substituted with one or more groups selected from the group consisting of these groups.

[0246] Y 501The substituents of are each independently a methyl group, a methoxy group, a trifluoromethyl group, a trifluoromethoxy group, an alkyl group having 2 to 10 carbon atoms, a fluorine atom, a phenyl group, a biphenylyl group, a naphthyl group, a phenanthryl group, a pyridyl group, a pyrimidyl group, a pyrazyl group, a triazyl group, an indolyl group, a carbazolyl group, a benzothienyl group, a dibenzothienyl group, a benzofuranyl group, a dibenzofuranyl group, a thiazolyl group, a benzothiazolyl group, a structure represented by the formula (555), or one or more groups selected from the group consisting of these groups which are further substituted.

[0247] Y 501 The substituents of are each independently a methyl group, a methoxy group, a trifluoromethyl group, a trifluoromethoxy group, an alkyl group having 2 to 10 carbon atoms, a fluorine atom, a phenyl group, a biphenylyl group, a naphthyl group, a pyridyl group, a pyrimidyl group, a pyrazyl group, a triazyl group, a thiazolyl group, a structure represented by the formula (555), or one or more groups selected from the group consisting of these groups which are further substituted with these groups.

[0248] Y 501 The substituents of are each independently a methyl group, a methoxy group, a trifluoromethyl group, an alkyl group having 2 to 6 carbon atoms, a fluorine atom, a phenyl group, a biphenylyl group, a naphthyl group, a pyridyl group, a pyrimidyl group, a pyrazyl group, a triazyl group, a structure represented by the formula (555), or a structure in which these groups are further substituted with one or more groups selected from the group consisting of these groups.

[0249] Y 501 The substituents of Y are each independently a methyl group, an alkyl group having 2 to 6 carbon atoms, a fluorine atom, a phenyl group, a naphthyl group, a pyridyl group, a pyrimidyl group, a pyrazyl group, a triazyl group, a structure represented by the formula (555), or a group further substituted with one or more groups selected from the group consisting of these groups. 501The substituents of Y are each independently a methyl group, an alkyl group having 2 to 4 carbon atoms, a fluorine atom, a phenyl group, a pyridyl group, a pyrimidyl group, a triazyl group, a structure represented by the formula (555), or a group further substituted with one or more groups selected from the group consisting of these groups. 501 As the substituents of each independently, a methyl group, a fluorine atom, a phenyl group, a pyridyl group, a pyrimidyl group, a triazyl group, a structure represented by the formula (555), or a group further substituted with one or more groups selected from the group consisting of these groups is particularly preferred.

[0250] (Y 501 Specific examples of the above Y 501 Examples of such compounds include the structures shown in (AAB1) to (AAB561) above.

[0251] The mark "*" used in the above structure represents a bonding site, F represents a fluorine atom, Rs represents the structure represented by the above formula (555), v represents an integer of 0 to 5, w represents an integer of 0 to 4, x represents an integer of 0 to 3, y represents an integer of 0 to 2, and z represents an integer of 0 to 1.

[0252] (X 501 In the formula (501), X 501 represents an optionally substituted cyclic aliphatic hydrocarbon group having 1 to 8 carbon atoms, an optionally substituted monocyclic, linked ring, or fused ring heteroaliphatic hydrocarbon group having 3 to 26 carbon atoms, O, OR 501 , S.R. 501 , N(R 501 ) f 501 , or Si(R 501 ) f 501 Represents.

[0253] X 501 The cyclic heteroaliphatic hydrocarbon group represented by the formula (I) preferably has a heteroatom of N, O or S and has a structure of a 5-, 6-, 7- or 8-membered ring or a condensed ring thereof.

[0254] X 501The compound that provides the cyclic aliphatic hydrocarbon group represented by the formula (I) is not particularly limited, but examples thereof include, independently of each other, adamantane, diamantane, norbornene, cyclopentane, cyclohexane, cycloheptane, cyclooctane, etc.

[0255] X 501 Compounds which provide a cyclic aliphatic hydrocarbon group represented by the formula (I) are each independently preferably adamantane, diamantane, norbornene, cyclohexane, cycloheptane, or cyclooctane.

[0256] X 501 As the compound which gives the cyclic aliphatic hydrocarbon group represented by the following formula (1), adamantane, diamantane, norbornene and cyclohexane are more preferred.

[0257] X 501 More preferred compounds which provide the cyclic aliphatic hydrocarbon group represented by the following formula (1) are independently adamantane, diamantane and cyclohexane.

[0258] X 501 The compound that provides the cyclic heteroaliphatic hydrocarbon group represented by the formula (I) is not particularly limited, but examples thereof include, independently of one another, morpholine, piperazine, homopiperazine, hexahydro-1,3,5-triazine, 1,4-dioxin, 1,4-dithiane, 4,4′-bipiperidine, diazabicyclo[2,2,2]octane, octahydro-1H-pyrrolo[3,4-b]pyridine, 1,4,7,10-tetraazacyclododecane, and the like.

[0259] X 501 Compounds which provide a cyclic heteroaliphatic hydrocarbon group represented by the formula (I) are each independently preferably morpholine, piperazine, homopiperazine, hexahydro-1,3,5-triazine, 1,4-dioxine, 1,4-dithiane, 4,4'-bipiperidine, diazabicyclo[2,2,2]octane, octahydro-1H-pyrrolo[3,4-b]pyridine, or 1,4,7,10-tetraazacyclododecane.

[0260] X 501More preferred compounds that provide the cyclic heteroaliphatic hydrocarbon group represented by the formula (I) are, independently, morpholine, piperazine, homopiperazine, hexahydro-1,3,5-triazine, 1,4-dioxine, 1,4-dithiane, 4,4'-bipiperidine, diazabicyclo[2,2,2]octane, octahydro-1H-pyrrolo[3,4-b]pyridine, and 1,4,7,10-tetraazacyclododecane.

[0261] X 501 More preferred compounds that provide the cyclic heteroaliphatic hydrocarbon group represented by the formula (I) are, independently, piperazine, homopiperazine, hexahydro-1,3,5-triazine, 4,4'-bipiperidine, diazabicyclo[2,2,2]octane, octahydro-1H-pyrrolo[3,4-b]pyridine, and 1,4,7,10-tetraazacyclododecane. 501 More preferably, the compounds which provide the cyclic heteroaliphatic hydrocarbon group represented by the formula (I) are each independently piperazine, homopiperazine, hexahydro-1,3,5-triazine, and 4,4'-bipiperidine.

[0262] X 501 Examples of the substituents of each independently include a methyl group, a methoxy group, a trifluoromethyl group, a trifluoromethoxy group, an alkyl group having 2 to 10 carbon atoms, a cyano group, a deuterium atom, a fluorine atom, a phenyl group, a biphenylyl group, a naphthyl group, a phenanthryl group, a pyridyl group, a pyrimidyl group, a pyrazyl group, a triazyl group, an indolyl group, a carbazolyl group, a benzothienyl group, a dibenzothienyl group, a benzofuranyl group, a dibenzofuranyl group, a thiazolyl group, a benzothiazolyl group, a structure represented by the formula (555), or one or more groups selected from the group consisting of these groups which are further substituted with such groups.

[0263] X 501The substituents of are each independently a methyl group, a methoxy group, a trifluoromethyl group, a trifluoromethoxy group, an alkyl group having 2 to 10 carbon atoms, a fluorine atom, a phenyl group, a biphenylyl group, a naphthyl group, a phenanthryl group, a pyridyl group, a pyrimidyl group, a pyrazyl group, a triazyl group, an indolyl group, a carbazolyl group, a benzothienyl group, a dibenzothienyl group, a benzofuranyl group, a dibenzofuranyl group, a thiazolyl group, a benzothiazolyl group, a structure represented by the formula (555), or one or more groups selected from the group consisting of these groups which are further substituted.

[0264] X 501 The substituents of are each independently a methyl group, a methoxy group, a trifluoromethyl group, a trifluoromethoxy group, an alkyl group having 2 to 10 carbon atoms, a fluorine atom, a phenyl group, a biphenylyl group, a naphthyl group, a pyridyl group, a pyrimidyl group, a pyrazyl group, a triazyl group, a thiazolyl group, a structure represented by the formula (555), or one or more groups selected from the group consisting of these groups which are further substituted with these groups.

[0265] X 501 More preferably, the substituents are each independently a methyl group, a methoxy group, an alkyl group having 2 to 10 carbon atoms, a fluorine atom, a phenyl group, a biphenylyl group, a naphthyl group, a pyridyl group, a pyrimidyl group, a pyrazyl group, a triazyl group, a structure represented by the formula (555), or one or more groups selected from the group consisting of these groups which are further substituted with these groups.

[0266] X 501 The substituents of are each independently a methyl group, an alkyl group having 2 to 6 carbon atoms, a fluorine atom, a phenyl group, a biphenylyl group, a naphthyl group, a pyridyl group, a pyrimidyl group, a triazyl group, a structure represented by the formula (555), or a group further substituted with one or more groups selected from the group consisting of these groups.

[0267] X 501As the substituents of the formula (555), it is even more preferable that each substituent is independently a methyl group, an alkyl group having 2 to 4 carbon atoms, a fluorine atom, a phenyl group, a pyridyl group, a pyrimidyl group, a triazyl group, a structure represented by the formula (555), or one or more groups selected from the group consisting of these groups which are further substituted with these groups.

[0268] (R 501 In the formulae (501) and (555), R 501 The monocyclic, linked ring, or condensed ring aromatic hydrocarbon group represented by R preferably has a phenyl group or a structure in which a plurality of benzene rings are linked or condensed, 501 The heteroaromatic hydrocarbon group of a single ring, a linked ring, or a condensed ring represented by the formula (I) preferably has a heteroatom of N, O, or S, and has a structure of a 5-membered ring, a 6-membered ring, or a condensed structure thereof, and 501 The cyclic heteroaliphatic hydrocarbon group represented by the formula (I) preferably has a heteroatom of N, O, or S, and has a structure of a 5-, 6-, 7-, or 8-membered ring or a condensed ring thereof.

[0269] R 501 The compound that provides the aromatic hydrocarbon group represented by the formula (I) is not particularly limited, and examples thereof include, independently, benzene, biphenyl, terphenyl, naphthalene, fluorene, spirobifluorene, 9,9-dimethylfluorene, 9,9-diphenylfluorene, benzofluorene, phenanthrene, fluoranthene, triphenylene, anthracene, pyrene, chrysene, perylene, benzochrysene, triptycene, dibenzochrysene, and compounds obtained by condensing these compounds with one or more members selected from the group consisting of benzene, naphthalene, and phenanthrene.

[0270] R 501Compounds which provide aromatic hydrocarbon groups represented by the formula (I) are preferably, independently, benzene, biphenyl, naphthalene, fluorene, 9,9-dimethylfluorene, 9,phenanthrene, anthracene, pyrene, benzochrysene, dibenzochrysene, or any of these groups fused with one or more rings selected from the group consisting of benzene, naphthalene, and phenanthrene.

[0271] R 501 More preferably, the compounds giving the aromatic hydrocarbon group represented by the formula (I) are each independently benzene, naphthalene, anthracene, benzochrysene, dibenzochrysene, or any of these groups fused with benzene or naphthalene.

[0272] R 501 The compound that provides the heteroaromatic hydrocarbon group represented by the formula (I) is not particularly limited, and examples thereof include, independently, pyridine, pyrimidine, pyrazine, triazine, carbazole, furan, thiophene, benzofuran, benzothiophene, benzodioxin, dibenzofuran, dibenzothiophene, thiazole, thiadiazole, thianthrene, acridine, dihydroacridine, phenoxazine, phenothiazine, dibenzo-1,4-dioxin, 5,6,7,8-tetrahydroquinoxaline, 2,3,4,5-tetrahydro-1H-1,4-benzodiazepine, 2,3,4,5-tetrahydro-1H-1,5-benzodiazepine, benzothiazole, and compounds obtained by condensing these compounds with one or more members selected from the group consisting of benzene, naphthalene, and phenanthrene.

[0273] R 501 Compounds which provide heteroaromatic hydrocarbon groups represented by the formula (I) are preferably pyridine, pyrimidine, pyrazine, triazine, carbazole, furan, thiophene, benzofuran, thianthrene, benzothiazole, or any of these groups fused with one or more rings selected from the group consisting of benzene, naphthalene, and phenanthrene.

[0274] R 501More preferably, the compound giving the heteroaromatic hydrocarbon group represented by the formula (I) is independently pyridine, pyrimidine, pyrazine, triazine, carbazole, furan, thiophene, or a compound obtained by condensing these groups with benzene or naphthalene.

[0275] R 501 The aliphatic hydrocarbon group represented by the formula (I) is not particularly limited, and examples thereof include, independently, a methyl group, an ethyl group, a propyl group, an isopropyl group, a butyl group, an isobutyl group, a heptyl group, an octyl group, a nonyl group, a decyl group, an undecyl group, a dodecyl group, a tridecyl group, a tetradecyl group, a pentadecyl group, a hexadecyl group, a heptadecyl group, an octadecyl group, a nonadecyl group, an eicodecyl group, a carbazolyl group, an adamantyl group, a diamantyl group, a cyclohexyl group, and groups further substituted with one or more groups selected from the group consisting of these groups.

[0276] R 501 The aliphatic hydrocarbon groups represented by the formula (I) are preferably each independently a methyl group, an ethyl group, a propyl group, a butyl group, a pentyl group, a hexyl group, a heptyl group, an octyl group, a nonyl group, a decyl group, an undecyl group, a dodecyl group, a cyclobutyl group, a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, an adamantyl group, a diamantyl group, or any of these groups further substituted with one or more groups selected from the group consisting of these groups.

[0277] R 501 More preferably, the compound giving the aliphatic hydrocarbon group represented by the formula (I) is independently methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, nonyl, cyclopentyl, cyclohexyl, cycloheptyl, adamantane, or one or more of these groups further substituted with one or more groups selected from the group consisting of these groups.

[0278] R 501More preferably, the compound giving the aliphatic hydrocarbon group represented by the formula (I) is independently methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, cyclopentyl, cyclohexyl, adamantane, or one or more of these groups further substituted with one or more groups selected from the group consisting of these groups.

[0279] R 501 As the compound that provides the aliphatic hydrocarbon group represented by the formula (I), it is more preferable that the compound is, independently, a methyl, ethyl, propyl, butyl, pentyl, cyclohexyl group, adamantane, or one or more groups selected from the group consisting of these groups which are further substituted with these groups.

[0280] R 501 The substituents of are not particularly limited, and examples thereof include, independently, a methyl group, a methoxy group, a trifluoromethyl group, a trifluoromethoxy group, an alkyl group having 2 to 10 carbon atoms, a cyano group, a deuterium atom, a fluorine atom, a phenyl group, a biphenylyl group, a naphthyl group, a phenanthryl group, a pyridyl group, a pyrimidyl group, a pyrazyl group, a triazyl group, an indolyl group, a carbazolyl group, a benzothienyl group, a dibenzothienyl group, a benzofuranyl group, a dibenzofuranyl group, a thiazolyl group, a benzothiazolyl group, a structure represented by the formula (555), or a structure in which these groups are further substituted with one or more groups selected from the group consisting of these groups.

[0281] R 501 The substituents of are each independently preferably a methyl group, a methoxy group, a difluoromethyl group, a difluoromethoxy group, an alkyl group having 2 to 10 carbon atoms, a fluorine atom, a naphthyl group, a phenanthryl group, a pyridyl group, a pyrimidyl group, a pyrazyl group, a triazyl group, a structure represented by the formula (555), or one or more groups selected from the group consisting of these groups which are further substituted.

[0282] R 501The substituents of are each independently a methyl group, a methoxy group, a difluoromethyl group, a difluoromethoxy group, an alkyl group having 2 to 10 carbon atoms, a fluorine atom, a naphthyl group, a pyridyl group, a pyrimidyl group, a pyrazyl group, a triazyl group, a structure represented by the formula (555), or one or more groups selected from the group consisting of these groups which are further substituted with these groups.

[0283] (X 501 is R 501 R when 501 The structure of the X 501 is R 501 R when 501 The structure of is not particularly limited, but for example, R 501 When the group to which is bonded is represented by D, the following bonding modes can be mentioned.

[0284]

[0285] In one embodiment of the present disclosure, the compound represented by formula (501) preferably has two or more structures of formula (555) in the molecule, more preferably three or more structures, and even more preferably four or more structures.

[0286] (Specific Examples of Formula (555)) As the formula (555), for example, the structures shown in (AAA1) to (AAA198) above can be mentioned.

[0287] (Preferred Aspects of Formulae (511, (531), (541)) Examples of the compound represented by formula (501) include compounds represented by the following formula (511), (531) or (541).

[0288]

[0289] In the formula, Y 501 , X 501 , Rs 501 , a 501 , b 501 , c 501 , d 501 , e 501 has the same definition as that in the formula (501).

[0290] (n in formula (531) 501Preferred embodiment of the formula (531) 501 is preferably an integer of 1 to 12, more preferably an integer of 1 to 10, even more preferably an integer of 1 to 8, and particularly preferably an integer of 1 to 6.

[0291] (Preferred embodiment of formula (512)) In addition to the above, examples of the compound represented by formula (501) include compounds represented by the following formula (512).

[0292]

[0293] In the above formula (512), Rs 501 , a 501 , b 501 , c 501 , d 501 , e 501 is the same as defined in the formula (501), and m 501 each independently represents an integer of 1 to 6; Y 501 represents A', each A' independently represents any one of the following formulas (4-1) to (4-8), and * represents a bond.

[0294]

[0295] In the above formulas (4-1) to (4-8), R 401 ~R 410 are each independently a hydrogen atom, a deuterium atom, a fluorine atom, a bromine atom, a chlorine atom, a linear, branched, or cyclic aliphatic hydrocarbon group of 1 to 20 carbon atoms which may be substituted with a fluorine atom, a linear, branched, or cyclic alkoxy group of 1 to 20 carbon atoms which may be substituted with a fluorine atom, a monocyclic, linked, or fused ring cyclic heteroaliphatic hydrocarbon group of 3 to 20 carbon atoms which may be substituted, a monocyclic, linked, or fused ring aromatic hydrocarbon group of 6 to 25 carbon atoms which may be substituted, a monocyclic, linked, or fused ring heteroaromatic group of 3 to 25 carbon atoms which may be substituted, or a monocyclic, linked, or fused ring heteroaromatic group of 3 to 25 carbon atoms which may be substituted, or a

[0296] (Preferred embodiment of formula (532)) In addition to the above, examples of the compound represented by formula (501) include compounds represented by the following formula (532).

[0297]

[0298] In the formula (532), Y 501 , X 501 , Rs 501 , R 501 , a 501 , b 501 , c 501 , e 501 , f 501 has the same definition as that in the formula (501).

[0299] In the formula (532), A′, m 501 has the same definition as that in the formula (511).

[0300] (Preferred embodiments of formulae (533), (534), (535) and (536)) In addition to the above, examples of the compound represented by formula (501) include compounds represented by the following formulae (533), (534), (535) or (536).

[0301]

[0302] Y in the formula (533), (534), (535) or (536) 501 , Rs 501 , R 501 , a 501 , b 501 , e 501 , has the same definition as that in the formula (501).

[0303] In the formula (533), (534), (535) or (536), A′, m 501 has the same definition as that in the formula (511).

[0304] (Preferred embodiment of formula (542)) In addition to the above, examples of the compound represented by formula (501) include a compound represented by the following formula (542).

[0305]

[0306] In the formula (542), Rs 501 , R 501 , a 501 , e 501 , f501 has the same definition as that in the formula (501).

[0307] In the formula (542), n 501 has the same definition as that in the formula (511).

[0308] In the formula (542), A′, m 501 has the same definition as that in the formula (511).

[0309] In the formula (542), C' is O, NH, N(R 501 ) f 501 , S, Si(R 501 ) f 501 It is expressed as:

[0310] The alkyl portion in the formula is R 501 is represented by the bonding of chain aliphatic hydrocarbons.

[0311] For example, R 501 When two methyl groups are present, it becomes ethylene, and when two ethyl groups are present, it becomes butylene. Also, when two methyl groups are present, it can represent propylene.

[0312]

[0313] As the compound represented by the formula (501), a compound represented by the following formula (543) is particularly preferred.

[0314]

[0315] In the formula (543), Rs 501 , a 501 , e 501 is the same as defined in the formula (501), and n 501 are defined as in the formula (511), and A′, m 501 has the same definition as that in the formula (511).

[0316] (Preferred A') Each A' independently represents any one of the following formulae (4-1) to (4-8), and * represents a bond.

[0317]

[0318] In the formulas (4-1) to (4-8), R401 ~R 410 are each independently a hydrogen atom, a deuterium atom, a fluorine atom, a bromine atom, a chlorine atom, a linear, branched, or cyclic aliphatic hydrocarbon group of 1 to 20 carbon atoms which may be substituted with a fluorine atom, a linear, branched, or cyclic alkoxy group of 1 to 20 carbon atoms which may be substituted with a fluorine atom, a monocyclic, linked, or fused ring cyclic heteroaliphatic hydrocarbon group of 3 to 20 carbon atoms which may be substituted, a monocyclic, linked, or fused ring aromatic hydrocarbon group of 6 to 25 carbon atoms which may be substituted, a monocyclic, linked, or fused ring heteroaromatic group of 3 to 25 carbon atoms which may be substituted, or a monocyclic, linked, or fused ring heteroaromatic group of 3 to 25 carbon atoms which may be substituted, or a

[0319] In formula (512), A' is preferably each independently any one of the following formulae (6-1) to (6-36), since this can suppress the formation of a metal film on the film surface and provides excellent adhesion to an organic film. Here, * represents a bond.

[0320]

[0321]

[0322]

[0323]

[0324] (R 501 ~R 586 In the formulas (6-1) to (6-36), R 501 ~R 586 each independently represents a hydrogen atom, a deuterium atom, a fluorine atom, a bromine atom, a chlorine atom, a linear or branched aliphatic hydrocarbon group having 1 to 4 carbon atoms, a linear or branched alkoxy group having 1 to 4 carbon atoms which may be substituted with a fluorine atom, a cyclic aliphatic hydrocarbon group having 5 to 20 carbon atoms which may be substituted, a cyclic heteroaliphatic hydrocarbon group having 3 to 20 carbon atoms which may be substituted, an aromatic hydrocarbon group having 6 to 20 carbon atoms which may be substituted, or a heteroaromatic group having 3 to 20 carbon atoms which may be substituted.

[0325] The R 501 ~R 586are each preferably independently a hydrogen atom, a fluorine atom, a chlorine atom, a methyl group, a trifluoromethyl group, a methoxy group, a phenyl group, or a naphthyl group.

[0326] The R 501 ~R 586 are each independently a hydrogen atom, a fluorine atom, a chlorine atom, a methyl group, a methoxy group, or a phenyl group.

[0327] The R 501 ~R 586 More preferably, each independently represents a hydrogen atom, a fluorine atom, a chlorine atom, or a methyl group.

[0328] The R 501 ~R 586 are each independently a hydrogen atom, a fluorine atom, or a methyl group.

[0329] (L 601 ~L 660 In the formulae (6-1) to (6-36), L 601 ~L 660 each independently represents a linear or branched divalent aliphatic hydrocarbon group having 1 to 4 carbon atoms, an oxygen atom, a sulfur atom, or a single bond.

[0330] Said L 601 ~L 660 are preferably each independently an oxygen atom or a single bond.

[0331] (L 701 ~L 760 In the formulae (6-1) to (6-36), L 701 ~L 760 each independently represents a linear or branched divalent aliphatic hydrocarbon group having 1 to 4 carbon atoms, an oxygen atom, a sulfur atom, or a single bond.

[0332] L 701 ~L 760 are preferably each independently a methylene group, an ethylene group, a propylene group, a butylene group, or a single bond.

[0333] (Preferred Aspects of p and q) In the formulae (6-1) to (6-36), p and q each independently represent an integer of 0 to 11. It is preferred that p and q each independently represent an integer of 0 to 9.

[0334] (Specific Examples of Metal Patterning Materials) Examples of metal patterning materials according to one embodiment of the present disclosure include those containing any of the compounds represented by the following formulas (Z1) to (Z381), but the present disclosure is not limited to these compounds.

[0335]

[0336]

[0337]

[0338]

[0339]

[0340]

[0341]

[0342]

[0343]

[0344]

[0345]

[0346]

[0347]

[0348]

[0349]

[0350]

[0351]

[0352]

[0353]

[0354]

[0355]

[0356]

[0357]

[0358]

[0359] [Thin Film for Metal Patterning] A thin film for metal patterning according to one aspect of the present disclosure includes the metal patterning material or a metal patterning material containing the compound, and is capable of patterning a metal film or a metal laminate film.

[0360] In the metal patterning thin film, the metal patterning material preferably contains a compound represented by the formula (101).

[0361] The metal film or metal laminate film preferably contains one or more metals selected from the group consisting of lithium, ytterbium, magnesium, silver, and aluminum, or an alloy containing one or more of these metals. The alloy contained in the metal film or metal laminate film is preferably a magnesium alloy or a silver alloy.

[0362] It is more preferable that the water contact angles of the thin film for metal patterning are, in order, 90° or more, 91° or more, 92° or more, 93° or more, 94° or more, 95° or more, 96° or more, 97° or more, 98° or more, 99° or more, and 100° or more.

[0363] [Organic Electroluminescence Element] An organic electroluminescence element (organic electroluminescent element) according to one aspect of the present disclosure is an organic electroluminescence element including a cathode, wherein the cathode contains at least one element selected from the group consisting of ytterbium, magnesium, silver, lithium, aluminum, and an alloy of magnesium and silver, and is patterned with the metal patterning material or a metal patterning material containing the compound.

[0364] In the organic electroluminescent device, the metal patterning material used for patterning preferably contains a compound represented by the formula (101).

[0365] (Preferred Embodiments of Organic Electroluminescent Device) The configuration of the organic electroluminescent device is not particularly limited, but examples thereof include the following configurations (i) to (v).

[0366] (i) anode / light-emitting layer / patterning layer / metal electrode (ii) anode / hole-transporting layer / light-emitting layer / patterning layer / metal electrode (iii) anode / light-emitting layer / electron-transporting layer / patterning layer / metal electrode (iv) anode / hole-transporting layer / light-emitting layer / electron-transporting layer / patterning layer / metal electrode (v) anode / hole-injection layer / hole-transporting layer / light-emitting layer / electron-transporting layer / patterning layer / metal electrode.

[0367] FIG. 5 is a schematic cross-sectional view showing an example of a layered structure of an organic electroluminescent device according to one embodiment of the present disclosure.

[0368] 5 has a so-called top-emission element configuration, the organic electroluminescent element according to one embodiment of the present disclosure is not limited to a top-emission element configuration. That is, the organic electroluminescent element according to one embodiment of the present disclosure may have another known element configuration, such as a bottom-emission type.

[0369] 5 , the organic electroluminescent device 100 includes a substrate 1, an anode 2, a hole injection layer 3, a hole transport layer 4, an emitting layer 5, an electron transport layer 6, a cathode patterning layer 50, and a protective layer 9, in this order. However, some of these layers, except for the cathode patterning layer 50, may be omitted, or other layers may be added. For example, a hole blocking layer may be provided between the emitting layer 5 and the electron transport layer 6, or the hole injection layer 3 may be omitted and the hole transport layer 4 may be provided directly on the anode 2. Furthermore, for example, the electron transport layer 6 may be omitted and the cathode patterning layer 50 may be provided directly on the emitting layer 5. Furthermore, for example, the single-layer hole transport layer 4 and the single-layer electron transport layer 6 may each be composed of multiple layers.

[0370] (Preferred Embodiments of Substrate 1) The substrate 1 is not particularly limited, and examples thereof include a glass plate, a quartz plate, a plastic plate, a plastic film, etc. Among these, a glass plate, a quartz plate, and a light-transmitting plastic film are preferred.

[0371] Examples of the light-transmitting plastic film include films made of polyethylene terephthalate (PET), polyethylene naphthalate (PEN), polyethersulfone (PES), polyetherimide, polyetheretherketone, polyphenylene sulfide, polyarylate, polyimide, polycarbonate (PC), cellulose triacetate (TAC), cellulose acetate propionate (CAP), and the like.

[0372] In the case where light is extracted from the substrate 1 side, the substrate 1 is transparent to the wavelength of the light.

[0373] (Preferred Aspect of Anode 2) The anode 2 is provided on the substrate 1 (on the hole injection layer 3 side).

[0374] Examples of the material for the anode include metals, alloys, electrically conductive compounds, and mixtures thereof, each having a large work function (for example, 4 eV or more). Specific examples of the material for the anode include metals such as Au, CuI, indium tin oxide (ITO), and SnO. 2 , ZnO, and other conductive transparent materials.

[0375] In the case of an organic electroluminescent device configured so that light is extracted through the anode, the anode is formed from a conductive transparent material that is transparent or substantially transparent to the light emitted.

[0376] (Preferred Embodiments of Hole Injection Layer 3 and Hole Transport Layer 4) Between the anode 2 and the light-emitting layer 5 described below, the hole injection layer 3 and the hole transport layer 4 are provided in this order from the anode 2 side.

[0377] The hole injection layer and the hole transport layer have the function of transporting holes injected from the anode to the light-emitting layer, and by interposing the hole injection layer and the hole transport layer between the anode and the light-emitting layer, a large number of holes can be injected into the light-emitting layer with a lower electric field.

[0378] The hole injection layer and the hole transport layer also function as electron barrier layers. That is, electrons injected from the cathode and transported from the electron injection layer and / or the electron transport layer to the light-emitting layer are prevented from leaking to the hole injection layer and / or the hole transport layer by the electron barrier present at the interface between the light-emitting layer and the hole injection layer and / or the hole transport layer. As a result, the electrons accumulate at the interface within the light-emitting layer, resulting in effects such as improved light-emitting efficiency, and an organic electroluminescent device with excellent light-emitting performance can be obtained.

[0379] The material for the hole injection layer and the hole transport layer has at least one of hole injection property, hole transport property, and electron barrier property, and may be either an organic substance or an inorganic substance.

[0380] Examples of materials for the hole injection layer and the hole transport layer include triazole derivatives, oxadiazole derivatives, imidazole derivatives, polyarylalkane derivatives, pyrazoline derivatives, pyrazolone derivatives, phenylenediamine derivatives, arylamine derivatives, amino-substituted chalcone derivatives, oxazole derivatives, styrylanthracene derivatives, fluorenone derivatives, hydrazone derivatives, stilbene derivatives, silazane derivatives, aniline copolymers, conductive polymer oligomers (particularly thiophene oligomers), porphyrin compounds, aromatic tertiary amine compounds, styrylamine compounds, etc. Among these, porphyrin compounds, aromatic tertiary amine compounds, and styrylamine compounds are preferred, and aromatic tertiary amine compounds are particularly preferred, in terms of good performance of organic electroluminescent devices.

[0381] Specific examples of the aromatic tertiary amine compound and the styrylamine compound include N,N,N',N'-tetraphenyl-4,4'-diaminophenyl, N,N'-diphenyl-N,N'-bis(m-tolyl)-[1,1'-biphenyl]-4,4'-diamine (TPD), 2,2-bis(4-di-p-tolylaminophenyl)propane, 1,1-bis(4-di-p-tolylaminophenyl)cyclohexane, N,N,N',N'-tetra-p-tolyl-4,4'-diaminobiphenyl, 1,1-bis(4-di-p-tolylaminophenyl)-4-phenylcyclohexane, bis(4-dimethylamino-2-methylphenyl)phenylmethane, bis(4-di-p-tolylaminophenyl)phenylmethane, N,N'-diphenyl-N,N' -di(4-methoxyphenyl)-4,4'-diaminobiphenyl, N,N,N',N'-tetraphenyl-4,4'-diaminodiphenyl ether, 4,4'-bis(diphenylamino)quadriphenyl, N,N,N-tri(p-tolyl)amine, 4-(di-p-tolylamino)-4'-[4-(di-p-tolylamino)styryl]stilbene, 4-N,N-diphenylamino-(2-diphenylvinyl)benzene, 3-methoxy-4'-N,N-diphenylaminostilbenzene, N-phenylcarbazole, 4,4'-bis[N-(1-naphthyl)-N-phenylamino]biphenyl (NPD), 4,4',4''-tris[N-(m-tolyl)-N-phenylamino]triphenylamine (MTDATA), and the like.

[0382] Furthermore, examples of materials for the hole injection layer and the hole transport layer include inorganic compounds such as p-type Si and p-type SiC.

[0383] The hole injection layer and the hole transport layer may have a single structure made of one or more materials, or may have a laminate structure made of multiple layers of the same or different compositions.

[0384] (Preferred embodiment of the light-emitting layer 5) The light-emitting layer 5 is provided between the hole-transporting layer 4 and the electron-transporting layer 6 described below.

[0385] The material for the light-emitting layer includes a phosphorescent material, a fluorescent material, and a thermally activated delayed fluorescent material. In the light-emitting layer, electron-hole pairs recombine, resulting in light emission.

[0386] The light-emitting layer may consist of a single small molecule or polymeric material, but more commonly consists of a host material doped with a guest compound, with light emission coming primarily from the dopant and capable of any color.

[0387] Examples of the host material include compounds having a biphenylyl group, a fluorenyl group, a triphenylsilyl group, a carbazole group, a pyrenyl group, and an anthryl group. More specific examples include DPVBi (4,4'-bis(2,2-diphenylvinyl)-1,1'-biphenyl), BCzVBi (4,4'-bis(9-ethyl-3-carbazovinylene)1,1'-biphenyl), TBADN (2-tertiarybutyl-9,10-di(2-naphthyl)anthracene), ADN (9,10-di(2-naphthyl)anthracene), CBP (4,4'-bis(carbazol-9-yl)biphenyl), CDBP (4,4'-bis(carbazol-9-yl)-2,2'-dimethylbiphenyl), 2-(9-phenylcarbazol-3-yl)-9-[4-(4-phenylphenylquinazolin-2-yl)carbazole, 9,10-bis(biphenyl)anthracene, 3-(10-phenyl-9-anthryl)-dibenzofuran, and the like.

[0388] Examples of the dopant include a fluorescent dopant and a phosphorescent dopant.

[0389] Examples of the fluorescent dopant include anthracene, pyrene, tetracene, xanthene, perylene, rubrene, coumarin, rhodamine, quinacridone, dicyanomethylenepyran compounds, thiopyran compounds, polymethine compounds, pyrylium, thiapyrylium compounds, fluorene derivatives, periflanthene derivatives, indenoperylene derivatives, bis(azinyl)amine boron compounds, bis(azinyl)methane compounds, carbostyril compounds, boron compounds, and cyclic amine compounds. The fluorescent dopant may be a combination of two or more selected from these.

[0390] Examples of the phosphorescent dopant include organometallic complexes of transition metals such as iridium, platinum, palladium, and osmium.

[0391] Specific examples of the fluorescent dopant and phosphorescent dopant include Alq3 (tris(8-hydroxyquinoline)aluminum), DPAVBi (4,4'-bis[4-(di-p-tolylamino)styryl]biphenyl), perylene, 2,7-bis[N,N-di-(4-tert-butylphenyl)]amino-bisbenzofurano-9,9'-spirofluorene, and bis[2-(4-n-hexylphenyl)quinoline]. (acetylacetonato)iridium(III), Ir(PPy)3 (tris(2-phenylpyridine)iridium(III)), and FIrPic (bis(3,5-difluoro-2-(2-pyridyl)phenyl-(2-carboxypyridyl)iridium(III))), 5,9-diphenyl-5,9-dihydro-5,9-diaza-13b-boranaphtho[3,2,1-de]anthracene, and the like.

[0392] Furthermore, the light-emitting material is not limited to being contained only in the light-emitting layer. For example, the light-emitting material may be contained in a layer adjacent to the light-emitting layer (the hole transport layer 4 or the electron transport layer 6). This may further increase the luminous efficiency of the organic electroluminescent device.

[0393] The light-emitting layer may have a single layer structure made of one or more materials, or may have a laminate structure made of multiple layers of the same or different compositions.

[0394] (Preferred Embodiment of Electron Transport Layer 6) The electron transport layer 6 is provided between the light emitting layer 5 and a cathode patterning layer 50 described below.

[0395] The electron transport layer has a function of transporting electrons injected from the cathode to the light-emitting layer. By interposing the electron transport layer between the cathode and the light-emitting layer, electrons are injected into the light-emitting layer at a lower electric field.

[0396] Examples of materials for the electron transport layer include tris(8-quinolinolato)aluminum derivatives, imidazole derivatives, benzimidazole derivatives, triazine derivatives, pyrimidine derivatives, pyridine derivatives, pyrazine derivatives, quinoline derivatives, quinoxaline derivatives, oxadiazole derivatives, phosphole derivatives, silole derivatives, phosphine oxide derivatives, etc. Among these, triazine derivatives and pyrimidine derivatives are preferred in terms of good performance of the organic electroluminescent device.

[0397] The electron transport layer may further contain, in addition to the above materials, one or more types of electron transport materials selected from conventionally known electron transport materials.

[0398] (Preferred Embodiment of Cathode Patterning Layer 50) The cathode patterning layer 50 is provided between the electron transport layer 6 and the protective layer 9 described below.

[0399] The cathode patterning layer 50 is provided on the electron transport layer 6 and includes a patterning layer 7 and an electrode metal 8 patterned by the patterning layer 7 .

[0400] FIG. 6 is a schematic cross-sectional view showing an example of the configuration of the cathode patterning layer of FIG.

[0401] 6 , in the direction from the anode 2 toward the protective layer 9, the region where the patterning layer 7 exists is a transparent region 51, and the region where the patterning layer 7 does not exist (i.e., the electrode region 8) is an electrode region 52. Note that the direction from the anode 2 toward the protective layer 9 is the vertical upward direction with respect to the substrate 1 in FIG.

[0402] 6, the electron transport layer 6 and the pattern layer 7 are laminated in this order in the direction from the anode 2 toward the protective layer 9. The electron transport layer 6 and the pattern layer 7 are laminated in direct contact with each other.

[0403] 6, the electrode region 52 includes an electron transport layer 6 and an electrode metal 8 stacked in this order in the direction from the anode 2 toward the protective layer 9. The electron transport layer 6 and the electrode metal 8 are stacked in direct contact with each other.

[0404] In addition, although the thickness of the patterning layer 7 and the thickness of the electrode metal 8 are shown as being the same in FIG. 6, the present disclosure is not limited to this, and the thickness of the patterning layer 7 may be thicker, or the thickness of the electrode 8 may be thicker.

[0405] FIG. 7 is a schematic top view showing an example of the configuration of the cathode patterning layer 50 in FIG.

[0406] The electrode metal 8 is patterned by the patterning layer 7. The electrode metal 8 is preferably finely patterned. Here, the finely patterned patterning includes a patterning having a patterning interval similar to that of a cathode of a general organic electroluminescence element.

[0407] The patterning shape of the electrode metal 8 is arbitrary, and the patterning layer 7 may be formed so that the electrode metal 8 has a desired shape.

[0408] As the material for the patterning layer, the compounds represented by the formula (101) and the formula (501) can be used.

[0409] (Preferred Embodiment of Electrode Metal 8) The electrode metal may have a single layer structure made of one or more materials, or may have a laminate structure made of multiple layers of the same composition or different compositions.

[0410] For example, the electrode metal is preferably formed of two layers: a cathode having high conductivity and an electron injection layer having a function of transferring electrons injected from the cathode to the light emitting layer.

[0411] (Preferred Embodiment of Electron Injection Layer) An electron injection layer is provided on the electron transport layer 6 .

[0412] The electron injection layer has a function of transferring electrons injected from the cathode to the light-emitting layer. By interposing the electron injection layer between the cathode and the light-emitting layer, electrons are injected into the light-emitting layer at a lower electric field.

[0413] Examples of materials for the electron injection layer include organic compounds such as fluorenone, anthraquinodimethane, diphenoquinone, thiopyran dioxide, oxazole, oxadiazole, triazole, imidazole, perylene tetracarboxylic acid, fluorenylidenemethane, anthraquinodimethane, anthrone, etc. Examples of materials for the electron injection layer also include inorganic compounds such as various oxides, fluorides, nitrides, and oxynitrides of SiO, AlO, SiN, SiON, AlON, GeO, LiO, LiON, TiO, TiON, TaO, TaON, TaN, LiF, C, Yb, etc.

[0414] (Preferred Embodiment of Cathode) A cathode is provided on the electron injection layer.

[0415] In the case of an organic electroluminescent device having a configuration in which only light emitted through the anode is extracted, the cathode can be formed from any conductive material.

[0416] Examples of materials for the cathode include metals with a low work function (hereinafter also referred to as electron injection metals), alloys, electrically conductive compounds, and mixtures thereof. Here, the metals with a low work function are, for example, metals with a work function of 4 eV or less.

[0417] Specific examples of the material for the cathode include sodium, sodium-potassium alloy, magnesium, lithium, magnesium / copper mixture, magnesium / silver mixture, magnesium / aluminum mixture, magnesium / indium mixture, and aluminum / aluminum oxide (Al 2 O 3 ) mixture, indium, lithium / aluminum mixture, rare earth metals, etc.

[0418] Among these, from the viewpoint of electron injection property and durability against oxidation, etc., mixtures of an electron injection metal and a second metal which is a metal having a larger work function value and is more stable than the electron injection metal, such as magnesium / silver mixtures, magnesium / aluminum mixtures, magnesium / indium mixtures, and aluminum / aluminum oxide (Al 2 O 3 ) mixture, lithium / aluminum mixture, etc. are preferred.

[0419] (Preferred Embodiment of Protective Layer 9) The protective layer 9 is provided on the cathode patterning layer 50.

[0420] From the viewpoint of improving light extraction efficiency, the protective layer preferably has a laminated structure made up of a plurality of layers with different refractive indices.

[0421] When the protective layer has a laminated structure, the types of layers to be laminated are not particularly limited, but are preferably 2 to 6, 2 to 5, 2 to 4, or 2 to 3, and more preferably comprised of two types of layers.

[0422] When the protective layer is formed of a laminated structure, it is preferable that at least one layer forming the laminated structure is a low refractive index layer and at least one layer is a high refractive index layer.

[0423] [Method for forming a metal pattern] A method for forming a metal pattern according to one aspect of the present disclosure includes the steps of: forming an organic material pattern on a substrate using the metal patterning material or a metal patterning material containing the compound; and applying a metal material to a region where the organic material pattern is formed and a region where the organic material pattern is not formed, thereby forming a metal pattern in the region where the organic material pattern is not formed.

[0424] Here, the metal patterning material is used by forming a film on the base material in areas where it is desired to suppress adhesion of the metal material. The areas where it is desired to suppress adhesion of the metal material correspond to areas where the organic material pattern is to be formed. Areas other than the areas where it is desired to suppress adhesion of the metal material correspond to areas where the organic material pattern is not to be formed. The areas where the organic material pattern is not to be formed are areas where it is desired to promote adhesion of the metal material and are areas where it is desired to form the metal pattern.

[0425] The method for forming the organic material pattern (film formation method) is not particularly limited, and known methods such as vacuum deposition, spin coating, casting, dip coating, die coating, bar code deposition, offset deposition, spray coating, inkjet deposition, screen deposition, offset deposition, flexography, gravure deposition, and microcontact deposition can be used. After film formation, the film may be annealed in a temperature environment higher than room temperature. The film thickness of the organic material pattern is also not particularly limited.

[0426] The metal patterning material may contain other organic molecular materials, polymers, etc., as long as they can suppress the formation of a metal film on the film surface.

[0427] The substrate (undercoat) on which the organic material pattern is formed may be metallic or non-metallic, and examples thereof include organic films, metal films, oxide films, inorganic films, etc. There are also no particular limitations on the material of the substrate, and glass, plastic, metal, ceramic, and any other material can be used.

[0428] When the base on which the organic material pattern is formed is an organic film, the organic film may be, for example, a tris(8-quinolinolato)aluminum derivative, an imidazole derivative, a benzimidazole derivative, a triazine derivative, a pyrimidine derivative, a pyridine derivative, a pyrazine derivative, a quinoline derivative, a quinoxaline derivative, an oxadiazole derivative, a phosphole derivative, a silole derivative, or a phosphine oxide derivative.

[0429] The type of metal material used to form a metal pattern using a metal patterning material is not particularly limited, but is preferably an alkali metal, an alkaline earth metal, a transition metal, or a metal of Group 13 of the periodic table, and more preferably lithium, sodium, potassium, rubidium, cesium, beryllium, magnesium, calcium, strontium, barium, aluminum, scandium, vanadium, zinc, yttrium, indium, cerium, samarium, europium, terbium, ytterbium, gold, silver, platinum, copper, iron, palladium, molybdenum, manganese, titanium, cobalt, nickel, tungsten, tin, chromium, or an alloy containing one or more metals selected from the group consisting of these metals.

[0430] Examples of such alloys include magnesium-silver alloys, magnesium-indium alloys, magnesium-aluminum alloys, indium-silver alloys, lithium-aluminum alloys, lithium-magnesium alloys, lithium-indium alloys, and calcium-aluminum alloys.

[0431] By applying a metal material to the region where the organic material pattern is formed and the region where the organic material pattern is not formed, a film containing the metal material is instantly formed in both regions, but since the adhesion of metal is suppressed in the region where the organic material pattern is formed, the metal pattern is naturally formed only in the region where the organic material pattern is not formed.

[0432] Specific examples of the method for forming the metal pattern include the following methods 1) and 2).

[0433] 1) The above-mentioned metal patterning material is vapor-deposited into a desired pattern using a metal mask or the like.

[0434] 2) Then, metal is vapor-deposited to form electrodes only in the areas where the metal patterning material is not deposited, i.e., a negative metal electrode is formed with respect to the deposition pattern of the metal patterning material.

[0435] The area and line width of the patterned metal electrode can be adjusted as desired by changing the patterning shape of the metal patterning material.

[0436] In one embodiment of the present disclosure, a protective film may be provided on a patterned film obtained by patterning a metal. Examples of the protective film include an organic film, an oxide film, and an inorganic film, and are not particularly limited.

[0437] When the protective film is an organic film, examples of the organic film that can be used include triazole derivatives, oxadiazole derivatives, imidazole derivatives, polyarylalkane derivatives, pyrazoline derivatives, pyrazolone derivatives, phenylenediamine derivatives, arylamine derivatives, amino-substituted chalcone derivatives, oxazole derivatives, styrylanthracene derivatives, fluorenone derivatives, hydrazone derivatives, stilbene derivatives, silazane derivatives, aniline copolymers, conductive polymer oligomers (particularly thiophene oligomers), porphyrin compounds, aromatic tertiary amine compounds, carbazole compounds, styrylamine compounds, triazine derivatives, and pyrimidine derivatives.

[0438] When the protective film is an inorganic film, the inorganic film may be made of, for example, silicon nitride, silicon oxide, or the like.

[0439] According to the metal patterning material and the metal pattern forming method according to one embodiment of the present disclosure, it is possible to pattern metal electrodes of solar cells, photosensors, image sensors, organic / organic electroluminescent devices, organic solar cells, organic sensors, organic transistors, and the like, and to form metal wiring on circuit boards.

[0440] The metal patterning material according to one embodiment of the present disclosure can also be applied to a vapor deposition process.

[0441] [Electronic Device] An electronic device according to one aspect of the present disclosure includes the metal patterning material or the compound.

[0442] In the electronic device, the metal patterning material preferably contains a compound represented by the formula (101).

[0443] As described above, when forming the metal pattern, an organic material pattern containing a metal patterning material is formed, and therefore the organic material pattern is formed together with the metal pattern. Therefore, an electronic device according to one aspect of the present disclosure includes the organic material pattern containing the metal patterning material together with the metal pattern.

[0444] Examples of the electronic device include a solar cell, a photosensor, an image sensor, an organic electroluminescent device, an organic solar cell, an organic sensor, and an organic transistor. These electronic devices include a patterned metal electrode, metal wiring on a circuit board, or the like. In other words, the electronic device according to this embodiment can be obtained using the above-described method for forming a metal pattern, as long as the electronic device includes a patterned metal electrode or metal wiring on a circuit board. Such an electronic device has a highly accurate metal pattern.

[0445] Hereinafter, one aspect of the present disclosure will be described in more detail based on examples, but the present invention should not be construed as being limited to these examples. The compounds were identified by FDMS measurement. The results of the measured molecular weights are shown in Table 1. Transmittance measurement was carried out using the following equipment. [Transmittance measurement] Measurement equipment: V-750 manufactured by JASCO Corporation, Measurement range: 550 to 800 nm.

[0446] Example 1 Synthesis of Compound (Z8)

[0447]

[0448] Phloroglucinol (5.0 mmol), potassium carbonate (30 mmol), and 2-pentafluorosulfanylethyl bromide (20.0 mmol) were added to THF and stirred at 70°C. After 4 hours, a citric acid solution was added, neutralized, and then extracted three times with ethyl acetate. The organic phase was dehydrated over sodium sulfate, filtered, and concentrated to obtain a crude product. The crude product was purified by column chromatography (hexane:ethyl acetate) to obtain the target product, Z8 (yield 30%).

[0449] Example 2 Synthesis of Compound (Z9)

[0450]

[0451] The target compound Z9 was obtained in 12% yield by the same synthesis method as in Example 1 using phloroglucinol (5.0 mmol), potassium carbonate (30 mmol), and 3-pentafluorosulfanylpropyl bromide (20.0 mmol) in THF.

[0452] Example 3 Synthesis of compound (Z14)

[0453]

[0454] The target compound Z14 was obtained (yield 49%) by the same synthesis method as in Example 1 using 1,3,5-benzenetrithiol (5.0 mmol), potassium carbonate (30 mmol), and 2-pentafluorosulfanylethyl bromide (20.0 mmol) in THF.

[0455] Example 4 Synthesis of compound (Z15)

[0456]

[0457] The target compound Z9 was obtained in 41% yield by the same synthesis method as in Example 1 using 1,3,5-benzenetrithiol (5.0 mmol), potassium carbonate (30 mmol), and 3-pentafluorosulfanylpropyl bromide (20.0 mmol) in THF.

[0458] Example 5 Synthesis of compound (Z19)

[0459]

[0460] The target compound Z19 was obtained (yield 19%) by the same synthesis method as in Example 1 using 1,3,5-benzenetriamine (5.0 mmol), potassium carbonate (30 mmol), and 2-pentafluorosulfanylethyl bromide (50.0 mmol) in THF.

[0461] Example 6 Synthesis of compound (Z20)

[0462]

[0463] The target compound Z20 was obtained (yield 34%) by the same synthesis method as in Example 1 using 1,3,5-benzenetriamine (5.0 mmol), potassium carbonate (30 mmol), and 3-pentafluorosulfanylpropyl bromide (50.0 mmol) in THF.

[0464] Example 7 Synthesis of compound (Z22)

[0465]

[0466] The target compound Z22 was obtained (yield 23%) by the same synthesis method as in Example 1 using 1,3,5-tris(hexylamine)benzene (5.0 mmol), potassium carbonate (30 mmol), and 2-pentafluorosulfanylethyl bromide (20.0 mmol) in THF.

[0467] Example 8 Synthesis of compound (Z23)

[0468]

[0469] In THF, 3,5-bis(dimethylamine)aniline (5.0 mmol), potassium carbonate (30 mmol), and 3-pentafluorosulfanylpropyl bromide (20.0 mmol) were used to obtain the target compound Z23 (yield: 47%) by the same synthesis method as in Example 1. Example 9: Synthesis of Compound (Z24)

[0470]

[0471] The target compound Z24 was obtained (yield 67%) by the same synthesis method as in Example 1 using 1,3,5-tris(phenylamine)amine (5.0 mmol), potassium carbonate (30 mmol), and 3-pentafluorosulfanylpropyl bromide (20.0 mmol) in THF.

[0472] Example 10 Synthesis of compound (Z27)

[0473]

[0474] The target compound Z27 was obtained (yield 41%) by the same synthesis method as in Example 1 using 2,6-dihydroxyanthracene (5.0 mmol), potassium carbonate (30 mmol), and 3-pentafluorosulfanylpropyl bromide (20.0 mmol) in THF.

[0475] Example 11 Synthesis of compound (Z38)

[0476]

[0477] Under a nitrogen atmosphere, THF (100 mL) was added to magnesium powder (1.0 mmol), and then 2-pentafluorosulfanylethyl bromide (9.0 mmol) in THF (10 mL) was added at room temperature. After stirring for 1 hour, a THF solution of 2,4,6-trichloropyrimidine (3.0 mmol) was slowly added, and the mixture was stirred for an additional 3 hours. After the reaction was completed, water (100 mL) was added, the mixture was stirred for 1 hour, and extracted three times with ethyl acetate. The organic phase was dehydrated over sodium sulfate, filtered, and concentrated to obtain a crude product. The crude product was purified by column chromatography (hexane:ethyl acetate) to obtain the target product Z38 (yield 10%).

[0478] Example 12 Synthesis of compound (Z40)

[0479]

[0480] The target compound Z40 was obtained (yield 20%) by the same synthesis method as in Example 11 using 3-pentafluorosulfanylpropyl bromide (9.0 mmol) and 2,4,6-trichloropyrimidine (3.0 mmol).

[0481] Example 13 Synthesis of compound (Z44)

[0482]

[0483] 2,4,6-Trichloropyrimidine (5.0 mmol), potassium carbonate (30 mmol), and 2-pentafluorosulfanylethanol (20.0 mmol) were added to THF and stirred at 70°C. After 4 hours, a citric acid solution was added, neutralized, and then extracted three times with ethyl acetate. The organic phase was dehydrated over sodium sulfate, filtered, and concentrated to obtain a crude product. The crude product was purified by column chromatography (hexane:ethyl acetate) to obtain the target product Z44 (yield 41%).

[0484] Example 14 Synthesis of compound (Z45)

[0485]

[0486] The target compound Z45 was obtained (yield 34%) by the same synthesis method as in Example 36 using 2,4,6-trichloropyrimidine (5.0 mmol), potassium carbonate (30 mmol), and 3-pentafluorosulfanylpropanol (20.0 mmol) in THF.

[0487] Example 15 Synthesis of compound (Z48)

[0488]

[0489] The target compound Z48 was obtained in 65% yield by the same synthesis method as in Example 36 using 2,4-dichloroquinazoline (5.0 mmol), potassium carbonate (30 mmol), and 2-pentafluorosulfanylethanol (20.0 mmol) in THF.

[0490] Synthesis Example 1 Synthesis of Intermediate 1

[0491]

[0492] Under a nitrogen atmosphere, 2-pentafluorosulfanylethyl bromide (9.0 mmol) and potassium thioacetate were added to acetonitrile (100 mL) at room temperature. After stirring at 80°C for 6 hours, water (100 ml) was added, the mixture was stirred for 1 hour, and extracted three times with ethyl acetate. The organic phase was dehydrated over sodium sulfate, filtered, and concentrated to obtain a crude product. Pyrrolidine (12 mmol) was further added to the crude product, and after stirring for 30 minutes, the mixture was concentrated and purified by vacuum distillation to obtain the target intermediate 1 (yield 80%).

[0493] Example 16 Synthesis of compound (Z49)

[0494]

[0495] Under a nitrogen atmosphere, in THF, using 2,4,6-trichloropyrimidine (5.0 mmol), potassium carbonate (30 mmol), and intermediate 1 (20.0 mmol), the target compound Z49 was obtained (yield 44%) by the same synthesis method as in Example 36.

[0496] Synthesis Example 2: Synthesis of Intermediate 2

[0497]

[0498] Under a nitrogen atmosphere, 2-pentafluorosulfanylpropyl bromide (9.0 mmol) and potassium thioacetate were added to acetonitrile (100 mL) at room temperature. After stirring at 80°C for 6 hours, water (100 ml) was added, the mixture was stirred for 1 hour, and extracted three times with ethyl acetate. The organic phase was dehydrated over sodium sulfate, filtered, and concentrated to obtain a crude product. Pyrrolidine (12 mmol) was further added to the crude product, and the mixture was stirred for 30 minutes, then concentrated and purified by vacuum distillation to obtain the target intermediate 2 (yield 87%).

[0499] Example 17 Synthesis of compound (Z50)

[0500]

[0501] The target compound Z50 was obtained (yield 46%) by the same synthesis method as in Example 36 using 2,4,6-trichloropyrimidine (5.0 mmol), potassium carbonate (30 mmol), and intermediate 2 (20.0 mmol) in THF.

[0502] Example 18 Synthesis of compound (Z51)

[0503]

[0504] The target compound Z51 was obtained (yield 69%) by the same synthesis method as in Example 36 using 2,4-dichloroquinazoline (5.0 mmol), potassium carbonate (30 mmol), and intermediate 1 (20.0 mmol) in THF.

[0505] Example 19 Synthesis of compound (Z53)

[0506]

[0507] The target compound Z53 was obtained (yield 61%) by the same synthesis method as in Example 36 using 2,4-dichloro-6-phenylpyrimidine (5.0 mmol), potassium carbonate (30 mmol), and intermediate 2 (12.0 mmol) in THF.

[0508] Synthesis Example 3: Synthesis of Intermediate 3

[0509]

[0510] 2-Naphthylamine and potassium carbonate were added to 2,4,6-trichloropyrimidine (5.0 mmol) (9.0 mmol) in THF (100 mL) at room temperature. After stirring at 80°C for 6 hours, water (100 ml) was added, the mixture was stirred for 1 hour, and extracted three times with ethyl acetate. The organic phase was dehydrated over sodium sulfate, filtered, and concentrated to obtain a crude product. The crude product was purified by column chromatography (ethyl acetate) to obtain the target intermediate 3 (yield 8%).

[0511] Example 20 Synthesis of compound (Z56)

[0512]

[0513] In THF, intermediate 3 (5.0 mmol), potassium carbonate (30 mmol), and 3-pentafluorosulfanylethyl bromide (20.0 mmol) were used to obtain the target compound Z56 (yield: 20%) by the same synthesis method as in Example 1. Example 21: Synthesis of compound (Z58)

[0514]

[0515] The target compound Z58 was obtained (yield 41%) by the same synthesis method as in Example 1 using 2,4-quinazolinediamine (5.0 mmol), tripotassium phosphate (30 mmol), and 2-pentafluorosulfanylethyl bromide (20.0 mmol) in THF.

[0516] Example 22 Synthesis of compound (Z59)

[0517]

[0518] Under a nitrogen atmosphere, in THF, using 2,4-quinazolinediamine (5.0 mmol), tripotassium phosphate (30 mmol), and 3-pentafluorosulfanylpropyl bromide (20.0 mmol), the target compound Z59 was obtained (yield 51%) by the same synthesis method as in Example 1. Example 23: Synthesis of compound (Z73)

[0519]

[0520] Under a nitrogen atmosphere, the target compound Z73 was obtained (yield 67%) by the same synthesis method as in Example 11 using 2-pentafluorosulfanylethyl bromide (9.0 mmol) and cyanuric chloride (3.0 mmol).

[0521] Example 24 Synthesis of compound (Z74)

[0522]

[0523] Under a nitrogen atmosphere, the target compound Z74 was obtained (yield 41%) by the same synthesis method as in Example 11 using 3-pentafluorosulfanylpropyl bromide (9.0 mmol) and cyanuric chloride (3.0 mmol).

[0524] Example 25 Synthesis of compound (Z77)

[0525]

[0526] Under a nitrogen atmosphere, the target compound Z77 was obtained (yield 32%) by the same synthesis method as in Example 11 using 3-pentafluorosulfanylpropyl bromide (8.0 mmol) and 9-(4,6-dichloro-1,3,5-triazin-2-yl)-9H-carbazole (3.0 mmol).

[0527] Example 26 Synthesis of compound (Z78)

[0528]

[0529] Under a nitrogen atmosphere, the target compound Z78 was obtained (yield 29%) by the same synthesis method as in Example 11 using 3-pentafluorosulfanylpropyl bromide (8.0 mmol) and 9-(4,6-dichloro-1,3,5-triazin-2-yl)-1H-indole (3.0 mmol).

[0530] Example 27 Synthesis of compound (Z79)

[0531]

[0532] The target compound Z79 was obtained (yield 28%) by the same synthesis method as in Example 36 using cyanuric chloride (5.0 mmol), lithium carbonate (30 mmol), and 3-pentafluorosulfanylethanol (20.0 mmol) in THF.

[0533] Example 27 Synthesis of compound (Z80)

[0534]

[0535] The target compound Z80 was obtained (yield 36%) by the same synthesis method as in Example 36 using cyanuric chloride (5.0 mmol), potassium carbonate (30 mmol), and 3-pentafluorosulfanylpropanol (20.0 mmol) in THF.

[0536] Synthesis Example 4 Synthesis of Intermediate 4

[0537]

[0538] Under a nitrogen atmosphere, cyanuric chloride (5.0 mmol), 4-methoxyphenol (20.0 mmol), and potassium carbonate were added to THF (100 mL) at room temperature. After stirring at 80°C for 6 hours, water (100 mL) was added, the mixture was stirred for 1 hour, and extracted three times with ethyl acetate. The organic phase was dehydrated over sodium sulfate, filtered, and concentrated to obtain a crude product. The crude product was purified by column chromatography (ethyl acetate) to obtain the target intermediate 4 (yield 40%).

[0539] Synthesis Example 5 Synthesis of Intermediate 5

[0540]

[0541] Under a nitrogen atmosphere, intermediate 4 (5.0 mmol) was added to an aqueous hydrogen bromide solution (500 ml), and the mixture was stirred at 100°C for 24 hours. Water (100 ml) was then added, the mixture was stirred for 1 hour, and the mixture was extracted three times with toluene. The organic phase was dehydrated over sodium sulfate, filtered, and concentrated to obtain a crude product. The crude product was purified by column chromatography (ethyl acetate) to obtain the target intermediate 5 (yield 80%).

[0542] Example 29 Synthesis of compound (Z81)

[0543]

[0544] Under a nitrogen atmosphere, in THF, intermediate 5 (5.0 mmol), tripotassium phosphate (30 mmol), and 2-pentafluorosulfanylethyl bromide (20.0 mmol) were used, and the target compound Z81 was obtained (yield 41%) by the same synthesis method as in Example 1.

[0545] Synthesis Example 6 Synthesis of Intermediate 6

[0546]

[0547] Under a nitrogen atmosphere, cyanuric chloride (5.0 mmol), 3,5-dimethoxyphenol (20.0 mmol), and potassium carbonate were added to THF (100 mL) at room temperature. After stirring at 80°C for 6 hours, water (100 mL) was added, the mixture was stirred for 1 hour, and extracted three times with ethyl acetate. The organic phase was dehydrated over sodium sulfate, filtered, and concentrated to obtain a crude product. The crude product was purified by column chromatography (ethyl acetate) to obtain the target intermediate 6 (yield 70%).

[0548] Synthesis Example 7 Synthesis of Intermediate 7

[0549]

[0550] Under a nitrogen atmosphere, intermediate 6 (5.0 mmol) was added to an aqueous hydrogen bromide solution (500 ml) and stirred at 100°C for 24 hours. Water (100 ml) was then added, the mixture was stirred for 1 hour, and extracted three times with toluene. The organic phase was dehydrated over sodium sulfate, filtered, and concentrated to obtain a crude product. The crude product was purified by column chromatography (ethyl acetate) to obtain the target intermediate 7 (yield 40%).

[0551] Example 30 Synthesis of compound (Z82)

[0552]

[0553] Under a nitrogen atmosphere, in THF, intermediate 5 (5.0 mmol), tripotassium phosphate (30 mmol), and 3-pentafluorosulfanylpropyl bromide (20.0 mmol) were used in a synthetic method similar to that of Example 1 to obtain the target compound Z82 (yield 12%).

[0554] Example 31 Synthesis of compound (Z85)

[0555]

[0556] The target compound Z85 was obtained (yield 19%) by the same synthesis method as in Example 36 using cyanuric chloride (5.0 mmol), tripotassium phosphate (30 mmol), and intermediate 1 (20.0 mmol) in THF.

[0557] Example 32 Synthesis of compound (Z86)

[0558]

[0559] The target compound Z86 was obtained (yield 21%) by the same synthesis method as in Example 36 using cyanuric chloride (5.0 mmol), potassium carbonate (30 mmol), and intermediate 2 (20.0 mmol) in THF.

[0560] Example 33 Synthesis of compound (Z91)

[0561]

[0562] The target compound Z91 was obtained (yield 21%) by the same synthesis method as in Example 1 using 1,3,5-triazine-2,4,6-tris(methylamine) (5.0 mmol), tripotassium phosphate (30 mmol), and 2-pentafluorosulfanylethyl bromide (20.0 mmol) in THF.

[0563] Example 34 Synthesis of compound (Z92)

[0564]

[0565] Under a nitrogen atmosphere, in THF, 1,3,5-triazine-2,4,6-tris(methylamine) (5.0 mmol), tripotassium phosphate (30 mmol), and 3-pentafluorosulfanylpropyl bromide (20.0 mmol) were used, and the target compound Z92 was obtained (yield 19%) by the same synthesis method as in Example 1.

[0566] Example 35 Synthesis of compound (Z93)

[0567]

[0568] Under a nitrogen atmosphere, in THF, 1,3,5-triazine-4,6-bis(dimethylamine)-2-amine (5.0 mmol), tripotassium phosphate (30 mmol), and 2-pentafluorosulfanylethyl bromide (20.0 mmol) were used, and the target compound Z93 was obtained (yield 41%) by the same synthesis method as in Example 1.

[0569] Example 36 Synthesis of compound (Z94)

[0570]

[0571] Under a nitrogen atmosphere, in THF, 1,3,5-triazine-2,4,6-tris(phenylamine) (5.0 mmol), tripotassium phosphate (30 mmol), and 3-pentafluorosulfanylpropyl bromide (20.0 mmol) were used, and the target compound Z94 was obtained (yield 41%) by the same synthesis method as in Example 1.

[0572] Synthesis Example 8 Synthesis of Intermediate 8

[0573]

[0574] Under a nitrogen atmosphere, 2,4,6-trimethylpyridine (15.0 mmol) and 2-pentafluorosulfanylethanol (15.0 mmol) were added to THF (100 mL) at room temperature. A solution of cyanuric chloride in THF (50 mL) was added dropwise at 80°C over 6 hours, followed by stirring for 1 hour. Next, water (100 mL) was added, and the mixture was stirred for 1 hour. The mixture was extracted three times with ethyl acetate, and the organic phase was washed four times with citric acid solution. The organic layer was dehydrated over sodium sulfate, filtered, and concentrated to obtain intermediate 8 (yield 95%).

[0575] Synthesis Example 9 Synthesis of Intermediate 9

[0576]

[0577] Under a nitrogen atmosphere, 2,4,6-trimethylpyridine (15.0 mmol) and 3-pentafluorosulfanylpropanol (15.0 mmol) were added to THF (100 mL) at room temperature. A solution of cyanuric chloride in THF (50 mL) was added dropwise at 80°C over 6 hours, followed by stirring for 1 hour. Next, water (100 mL) was added, and the mixture was stirred for 1 hour. The mixture was extracted three times with ethyl acetate, and the organic phase was washed four times with citric acid solution. The organic layer was dehydrated over sodium sulfate, filtered, and concentrated to obtain intermediate 9 (yield 95%).

[0578] Example 37 Synthesis of compound (Z101)

[0579]

[0580] Under a nitrogen atmosphere, 1,4-dihydroxycyclohexane (5.0 mmol), tripotassium phosphate (30 mmol), and intermediate 8 (12.0 mmol) were added to THF and stirred at 70°C. After 24 hours, a citric acid solution was added, neutralized, and then extracted three times with ethyl acetate. The organic phase was dehydrated with sodium sulfate, filtered, and concentrated to obtain a crude product. The crude product was purified by column chromatography (hexane:ethyl acetate) to obtain the target product Z101 (yield 74%).

[0581] Example 38 Synthesis of compound (Z102)

[0582]

[0583] Under a nitrogen atmosphere, in THF, using 1,3-dihydroxadamantane (5.0 mmol), tripotassium phosphate (30 mmol), and intermediate 9 (12.0 mmol), the target compound Z102 was obtained (yield 67%) by the same synthesis method as in Example 37.

[0584] Synthesis Example 10: Synthesis of Intermediate 10

[0585]

[0586] Under a nitrogen atmosphere, 5-bromoresorcinol (5.0 mmol), tripotassium phosphate (30 mmol), and 2-pentafluorosulfanylethyl bromide (12.0 mmol) were added to THF (100 mL) and stirred at room temperature for 2 hours. The mixture was then heated to 80°C and stirred for 12 hours. Water (100 mL) was added, stirred for 1 hour, and extracted three times with ethyl acetate. The organic layer was dehydrated over sodium sulfate, filtered, concentrated, and purified by column chromatography (hexane:ethyl acetate) to obtain Intermediate 10 (yield 68%).

[0587] Example 39 Synthesis of compound (Z114)

[0588]

[0589] Under a nitrogen atmosphere, 1,4-benzenediboronic acid bis(pinacol) (5.0 mmol), tripotassium phosphate aqueous solution (30 mmol), intermediate 10 (12.0 mmol), palladium acetate (0.05 mmol), and triphenylphosphine (0.05 mmol) were added to THF, and the mixture was stirred at 70°C. After 24 hours, a citric acid solution was added, neutralized, and then extracted three times with ethyl acetate. The organic phase was dehydrated over sodium sulfate, filtered, and concentrated to obtain a crude product. The crude product was purified by column chromatography (hexane:ethyl acetate) to obtain the target product, Z114 (yield 72%).

[0590] Synthesis Example 11 Synthesis of Intermediate 11

[0591]

[0592] Under a nitrogen atmosphere, intermediate 11 was obtained (yield 70%) by the same synthesis method as in Example 1 using 4-bromophenol (5.0 mmol) and 2-pentafluorosulfanylethyl bromide (6.0 mmol).

[0593] Synthesis Example 12: Synthesis of Intermediate 12

[0594]

[0595] Under a nitrogen atmosphere, intermediate 11 (5.0 mmol), potassium acetate (30 mmol), palladium acetate (0.05 mmol), triphenylphosphine (0.05 mmol), and bis(pinacolato)diboron (6.0 mmol) were added to THF (100 mL) and stirred at 70°C for 2 hours. Next, water (100 ml) was added, and the mixture was stirred for 1 hour and extracted three times with ethyl acetate. The organic layer was dehydrated over sodium sulfate, filtered, and concentrated to obtain intermediate 12 (yield 90%).

[0596] Synthesis Example 13: Synthesis of Intermediate 13

[0597]

[0598] Under a nitrogen atmosphere, intermediate 13 was obtained (yield 62%) by the same synthesis method as in Example 1 using 3,5-dibromophenol (5.0 mmol) and 2-pentafluorosulfanylethyl bromide (12.0 mmol).

[0599] Example 40 Synthesis of compound (Z115)

[0600]

[0601] Under a nitrogen atmosphere, intermediate 12 (10.0 mmol) and intermediate 13 (5.0 mmol) were used in THF by the same synthesis method as in Example 39 to obtain the target compound Z115 (yield 50%).

[0602] Example 41 Synthesis of compound (Z116)

[0603]

[0604] Under a nitrogen atmosphere, in THF, using 1,2-benzenediboronic acid bis(pinacol) (5.0 mmol) and intermediate 10 (12.0 mmol), the target compound Z116 was obtained (yield 60%) by the same synthesis method as in Example 39.

[0605] Example 42 Synthesis of compound (Z117)

[0606]

[0607] Under a nitrogen atmosphere, the target compound Z117 was obtained (yield 71%) by the same synthesis method as in Example 39 using 1,4-naphthalenediboronic acid bis(pinacol) (5.0 mmol) and intermediate 10 (12.0 mmol).

[0608] Example 43 Synthesis of compound (Z118)

[0609]

[0610] Under a nitrogen atmosphere, intermediate 11 (5.0 mmol) and 2,6-dibromonaphthalene (2.0 mmol) were used in a synthesis method similar to that of Example 39 to obtain the target compound Z118 (yield 41%).

[0611] Synthesis Example 14: Synthesis of Intermediate 14

[0612]

[0613] Under a nitrogen atmosphere, intermediate 14 was obtained (yield 73%) by the same synthesis method as in Example 1 using 5-methoxyresorcinol (5.0 mmol) and 2-pentafluorosulfanylethyl bromide (12.0 mmol).

[0614] Synthesis Example 15: Synthesis of Intermediate 15

[0615]

[0616] Under a nitrogen atmosphere, Intermediate 14 (5.0 mmol) was stirred in an aqueous hydrogen bromide solution (100 mL) at 100° C. for 24 hours. Then, water (100 ml) was added, and the mixture was stirred at 10° C. or below for 1 hour. After filtration, the mixture was purified by column chromatography (hexane:ethyl acetate) to obtain Intermediate 15 (yield 80%).

[0617] Example 44 Synthesis of compound (Z121)

[0618]

[0619] Under a nitrogen atmosphere, in xylene, intermediate 15 (5.0 mmol) and intermediate 10 (5.0 mmol) were used in a synthesis method similar to that of Example 44 to obtain the target compound Z121 (yield 11%).

[0620] Synthesis Example 16: Synthesis of Intermediate 16

[0621]

[0622] Under a nitrogen atmosphere, intermediate 16 was obtained (yield 76%) by the same synthesis method as in Example 1 using 5-bromoresorcinol (5.0 mmol) and 3-pentafluorosulfanylpropyl bromide (12.0 mmol).

[0623] Synthesis Example 17 Synthesis of Intermediate 17

[0624]

[0625] Under a nitrogen atmosphere, intermediate 17 was obtained (yield 81%) by the same synthesis method as in Example 1 using 3,5-dihydroxy-1-methylsulfidobenzene (5.0 mmol) and 3-pentafluorosulfanylpropyl bromide (12.0 mmol).

[0626] Synthesis Example 18: Synthesis of Intermediate 18

[0627]

[0628] Under a nitrogen atmosphere, Intermediate 16 (5.0 mmol) was stirred in an aqueous hydrogen bromide solution (100 mL) at 100° C. for 24 hours. Then, water (100 ml) was added, and the mixture was stirred at 10° C. or below for 1 hour. After filtration, the mixture was purified by column chromatography (hexane:ethyl acetate) to obtain Intermediate 18 (yield 30%).

[0629] Example 45 Synthesis of compound (Z122)

[0630]

[0631] Under a nitrogen atmosphere, in xylene, intermediate 16 (5.0 mmol) and intermediate 18 (5.0 mmol) were used in the same synthesis method as in Example 44 to obtain the target compound Z122 (yield 21%). Example 46: Synthesis of compound (Z125)

[0632]

[0633] Under a nitrogen atmosphere, intermediate 16 (5.0 mmol) and aniline (2.0 mmol) were used in xylene, and the target compound Z125 was obtained (yield 27%) by the same synthesis method as in Example 44.

[0634] Example 47 Synthesis of compound (Z126)

[0635]

[0636] Under a nitrogen atmosphere, the target compound Z126 was obtained (yield 65%) by the same synthesis method as in Example 1 using 5,5'-iminobis[1,3-benzenediol] (5.0 mmol) and 3-pentafluorosulfanylpropyl bromide (20.0 mmol).

[0637] Synthesis Example 19: Synthesis of Intermediate 19

[0638]

[0639] Under a nitrogen atmosphere, the target intermediate 19 was obtained (yield 80%) by the same synthesis method as in Example 13 using 2,4,6-trichloropyrimidine (5.0 mmol) and 2-pentafluorosulfanylethanol (20.0 mmol).

[0640] Example 48 Synthesis of compound (Z131)

[0641]

[0642] Under a nitrogen atmosphere, the target compound Z131 was obtained (yield 32%) by the same synthesis method as in Example 39 using 1,4-benzenediboronic acid bis(pinacol) (5.0 mmol) and intermediate 19. Synthesis Example 20: Synthesis of intermediate 20

[0643]

[0644] Under a nitrogen atmosphere, 2,4,6-trichloropyrimidine (5.0 mmol), tripotassium phosphate (30 mmol), and 2-pentafluorosulfanylethanol (10.0 mmol) were added to THF and stirred at 70°C. After 24 hours, a citric acid solution was added, neutralized, and then extracted three times with ethyl acetate. The organic phase was dehydrated over sodium sulfate, filtered, and concentrated to obtain the target intermediate 20 (yield 90%).

[0645] Example 49 Synthesis of compound (Z132)

[0646]

[0647] Under a nitrogen atmosphere, the target compound Z132 was obtained (yield 41%) by the same synthesis method as in Example 39 using 1,4-benzenediboronic acid bis(pinacol) (5.0 mmol) and intermediate 20 (12.0 mmol).

[0648] Example 50 Synthesis of compound (Z133)

[0649]

[0650] Under a nitrogen atmosphere, the target compound Z133 was obtained (yield 36%) by the same synthesis method as in Example 39 using 1,4-benzenediboronic acid bis(pinacol) (5.0 mmol) and intermediate 8 (12.0 mmol).

[0651] Example 51 Synthesis of compound (Z134)

[0652]

[0653] Under a nitrogen atmosphere, the target compound Z134 was obtained (yield 41%) by the same synthesis method as in Example 39 using 1,4-naphthalenediboronic acid bis(pinacol) (5.0 mmol) and intermediate 20 (12.0 mmol).

[0654] Example 52 Synthesis of compound (Z135)

[0655]

[0656] Under a nitrogen atmosphere, the target compound Z135 was obtained (yield 33%) by the same synthesis method as in Example 39 using 1,4-naphthalenediboronic acid bis(pinacol) (5.0 mmol) and intermediate 20 (12.0 mmol).

[0657] Example 53 Synthesis of compound (Z136)

[0658]

[0659] Under a nitrogen atmosphere, the target compound Z136 was obtained (yield 25%) by the same synthesis method as in Example 39 using 1,4-naphthalenediboronic acid bis(pinacol) (5.0 mmol) and intermediate 8 (12.0 mmol).

[0660] Example 54 Synthesis of compound (Z141)

[0661]

[0662] Under a nitrogen atmosphere, the target compound Z141 was obtained (yield 9%) by the same synthesis method as in Example 39 using 1,4-cyclohexanediboronic acid bis(pinacol) (5.0 mmol) and intermediate 21 (12.0 mmol).

[0663] Example 55 Synthesis of compound (Z142)

[0664]

[0665] Under a nitrogen atmosphere, the target compound Z142 was obtained (yield 7%) by the same synthesis method as in Example 39 using 1,4-cyclohexanediboronic acid bis(pinacol) (5.0 mmol) and Intermediate 8 (12.0 mmol).

[0666] Synthesis Example 21: Synthesis of Intermediate 21

[0667]

[0668] Under a nitrogen atmosphere, 2,4,6-trifluoropyridine (5.0 mmol), piperazine (12.0 mmol), and tripotassium phosphate (30 mmol) were added and stirred at 70°C. After 24 hours, a citric acid solution was added, neutralized, and then extracted three times with ethyl acetate. The organic phase was dehydrated over sodium sulfate, filtered, and concentrated to obtain a crude product. The crude product was purified by column chromatography (hexane:ethyl acetate) to obtain the target intermediate 21 (yield 50%).

[0669] Example 56 Synthesis of compound (Z143)

[0670]

[0671] Under a nitrogen atmosphere, intermediate 22 (5.0 mmol), tripotassium phosphate (30 mmol), and 2-pentafluorosulfanylethanol (40.0 mmol) were added to THF and stirred at 70°C. After 24 hours, citric acid solution was added, neutralized, and then extracted three times with ethyl acetate. The organic phase was dehydrated over sodium sulfate, filtered, and concentrated to obtain a crude product. The crude product was purified by column chromatography (hexane:ethyl acetate) to obtain the target compound Z143 (yield 45%).

[0672] Synthesis Example 22: Synthesis of Intermediate 22

[0673]

[0674] Under a nitrogen atmosphere, perfluoropyridine (5.0 mmol) and piperazine (12.0 mmol) were used in THF in a synthetic method similar to that of Synthesis Example 21 to obtain the target intermediate 22 (yield 60%).

[0675] Example 57 Synthesis of compound (Z144)

[0676]

[0677] Under a nitrogen atmosphere, in THF, intermediate 23 (5.0 mmol) and 2-pentafluorosulfanylethanol (40.0 mmol) were used in a synthetic method similar to that of Example 56 to obtain the target compound Z144 (yield 40%).

[0678] Example 58 Synthesis of compound (Z145)

[0679]

[0680] Under a nitrogen atmosphere, in THF, intermediate 21 (10.0 mmol) and piperazine (4.0 mmol) were used in a synthesis method similar to that of Synthesis Example 21 to obtain the target compound Z145 (yield 60%).

[0681] Example 59 Synthesis of compound (Z146)

[0682]

[0683] Under a nitrogen atmosphere, in THF, intermediate 19 (10.0 mmol) and piperazine (4.0 mmol) were used in a synthetic method similar to that of Synthesis Example 21 to obtain the target compound Z146 (yield 50%).

[0684] Example 60 Synthesis of compound (Z147)

[0685]

[0686] Under a nitrogen atmosphere, in THF, intermediate 8 (10.0 mmol) and piperazine (4.0 mmol) were used in a synthetic method similar to that of Synthesis Example 21 to obtain the target compound Z147 (yield 43%).

[0687] Example 61 Synthesis of compound (Z148)

[0688]

[0689] Under a nitrogen atmosphere, in THF, intermediate 21 (10.0 mmol) and homopiperazine (4.0 mmol) were used in the same synthesis method as in Synthesis Example 21 to obtain the target compound Z148 (yield 62%). Example 62 Synthesis of compound (Z149)

[0690]

[0691] Under a nitrogen atmosphere, in THF, intermediate 20 (10.0 mmol) and homopiperazine (4.0 mmol) were used in a synthesis method similar to that of Synthesis Example 21 to obtain the target compound Z146 (yield 52%).

[0692] Example 63 Synthesis of compound (Z150)

[0693]

[0694] Under a nitrogen atmosphere, in THF, intermediate 8 (10.0 mmol) and homopiperazine (4.0 mmol) were used in a synthesis method similar to that of Synthesis Example 21 to obtain the target compound Z150 (yield 62%).

[0695] Example 64 Synthesis of compound (Z151)

[0696]

[0697] Under a nitrogen atmosphere, in THF, intermediate 21 (10.0 mmol) and 2,3,4,5-tetrahydro-1H-1,5-benzodiazepine (4.0 mmol) were used in a synthetic method similar to that of Synthesis Example 21 to obtain the target compound Z151 (yield 52%).

[0698] Example 65 Synthesis of compound (Z152)

[0699]

[0700] Under a nitrogen atmosphere, in THF, intermediate 20 (10.0 mmol) and 2,3,4,5-tetrahydro-1H-1,5-benzodiazepine (4.0 mmol) were synthesized in the same manner as in Synthesis example 21 to obtain the target compound Z152 (yield 63%).

[0701] Example 66 Synthesis of compound (Z153)

[0702]

[0703] Under a nitrogen atmosphere, in THF, intermediate 8 (10.0 mmol) and 2,3,4,5-tetrahydro-1H-1,5-benzodiazepine (4.0 mmol) were used in a synthetic method similar to that of Synthesis example 21 to obtain the target compound Z153 (yield 32%).

[0704] Example 67 Synthesis of compound (Z154)

[0705]

[0706] Under a nitrogen atmosphere, in THF, intermediate 21 (10.0 mmol) and 2,3,4,5-tetrahydro-1H-1,4-benzodiazepine (4.0 mmol) were used in a synthetic method similar to that of Synthesis example 21 to give the target compound Z154 (yield 42%).

[0707] Example 68 Synthesis of compound (Z155)

[0708]

[0709] Under a nitrogen atmosphere, in THF, intermediate 20 (10.0 mmol) and 2,3,4,5-tetrahydro-1H-1,4-benzodiazepine (4.0 mmol) were used in a synthetic method similar to that of Synthesis Example 21 to obtain the target compound Z155 (yield 49%).

[0710] Example 69 Synthesis of compound (Z156)

[0711]

[0712] Under a nitrogen atmosphere, in THF, intermediate 8 (10.0 mmol) and 2,3,4,5-tetrahydro-1H-1,4-benzodiazepine (4.0 mmol) were used in a synthetic method similar to that of Synthesis Example 21 to obtain the target compound Z156 (yield 43%). Example 70: Synthesis of compound (Z164)

[0713]

[0714] Under a nitrogen atmosphere, 2,3,4,5-tetrahydro-1H-1,5-benzodiazepine (2.0 mmol), intermediate 10 (5.0 mmol), tert-butoxy sodium (20 mmol), palladium acetate (0.05 mmol), and tributylphosphine (0.05 mmol) were added to xylene and stirred at 140°C. After 24 hours, a citric acid solution was added, neutralized, and then extracted three times with ethyl acetate. The organic phase was dehydrated over sodium sulfate, filtered, and concentrated to obtain a crude product. The crude product was purified by column chromatography (hexane:ethyl acetate) to obtain the target product Z164 (yield 5%).

[0715] Example 71 Synthesis of compound (Z166)

[0716]

[0717] Under a nitrogen atmosphere, in xylene, using 2,3,4,5-tetrahydro-1H-1,4-benzodiazepine (2.0 mmol) and intermediate 10 (5.0 mmol), the target compound Z166 was obtained (yield 35%) by the same synthesis method as in Example 70. Example 72: Synthesis of compound (Z168)

[0718]

[0719] Under a nitrogen atmosphere, homopiperazine and Intermediate 10 (5.0 mmol) were used in xylene in a synthetic method similar to that of Example 70 to obtain the target compound Z168 (yield 6%).

[0720] Example 73 Synthesis of compound (Z169)

[0721]

[0722] Under a nitrogen atmosphere, in xylene, using 1,2,3,4-tetrahydroquinoxaline and Intermediate 10 (5.0 mmol), the target compound Z169 was obtained (yield 8%) by the same synthesis method as in Example 70.

[0723] Example 74 Synthesis of compound (Z170)

[0724]

[0725] Under a nitrogen atmosphere, in xylene, using 5,10-dihydrophenazine and Intermediate 10 (5.0 mmol), the target compound Z170 was obtained (yield 3%) by the same synthesis method as in Example 70.

[0726] Example 75 Synthesis of compound (Z171)

[0727]

[0728] Under a nitrogen atmosphere, in THF, using 2,2'-(2,5-furandiyl)bis[4,4,5,5-tetramethyl-1,3,2-dioxyborane] (5.0 mmol) and Intermediate 10 (12.0 mmol), the target compound Z171 was obtained (yield 34%) by the same synthetic method as in Example 39.

[0729] Example 76 Synthesis of compound (Z172)

[0730]

[0731] Under a nitrogen atmosphere, in THF, 2,5-bis(4,4,5,5-tetramethyl-1,3,2-dioxyboran-2-yl)-1H-pyrrole (5.0 mmol) and Intermediate 20 (12.0 mmol) were used in a synthetic method similar to that of Example 39 to obtain the target compound Z172 (yield 23%).

[0732] Example 77 Synthesis of compound (Z173)

[0733]

[0734] Under a nitrogen atmosphere, in THF, 2,5-bis(4,4,5,5-tetramethyl-1,3,2-dioxyboran-2-yl)-N-methylpyrrole (5.0 mmol) and Intermediate 20 (12.0 mmol) were used in a synthetic method similar to that of Example 39 to obtain the target compound Z173 (yield 35%).

[0735] Example 78 Synthesis of compound (Z174)

[0736]

[0737] Under a nitrogen atmosphere, in THF, using 2,2′-(2,5-thiophenediyl)bis[4,4,5,5-tetramethyl-1,3,2-dioxyborane] (5.0 mmol) and Intermediate 20 (12.0 mmol), the target compound Z174 was obtained (yield 21%) by the same synthesis method as in Example 39.

[0738] Synthesis Example 23: Synthesis of Intermediate 23

[0739]

[0740] Under a nitrogen atmosphere, in THF, using 2-pentafluorosulfanylethyl bromide (6.0 mmol) and 6-bromo-9H-carbazol-3-ol (2.0.0 mmol), the target intermediate 23 was obtained (yield 60%) by the same synthesis method as in Example 1.

[0741] Example 79 Synthesis of compound (Z200)

[0742]

[0743] Under a nitrogen atmosphere, in THF, using 1,4-benzenediboronic acid bis(pinacol) (5.0 mmol) and intermediate 23, the target compound Z200 was obtained (yield 32%) by the same synthesis method as in Example 39.

[0744] Synthesis Example 24: Synthesis of Intermediate 24

[0745]

[0746] Under a nitrogen atmosphere, in THF, using 2-pentafluorosulfanylethyl bromide (4.0 mmol) and 9H-carbazole-3,6-diol (2.00 mmol), the target intermediate 24 was obtained by the same synthesis method as in Example 1 (yield 40%).

[0747] Example 80 Synthesis of compound (Z202)

[0748]

[0749] Under a nitrogen atmosphere, in xylene, using 1,4-dibromobenzene (1.0 mmol) and intermediate 24 (5.0 mmol), the target compound Z202 was obtained (yield 12%) by the same synthesis method as in Example 70.

[0750] Example 81 Synthesis of compound (Z203)

[0751]

[0752] Under a nitrogen atmosphere, the target compound Z203 was obtained (yield 20%) in xylene by the same synthesis method as in Example 70 using 4,4'-dibromobenzene (1.0 mmol) and intermediate 24 (5.0 mmol).

[0753] Example 82 Synthesis of compound (Z204)

[0754]

[0755] Under a nitrogen atmosphere, perfluorobiphenyl (1.0 mmol), intermediate 24 (3.0 mmol), and tripotassium phosphate (20 mmol) were added to DMF and stirred at 140°C. After 24 hours, citric acid solution was added, neutralized, and extracted three times with ethyl acetate. The organic phase was dehydrated with sodium sulfate, filtered, and concentrated to obtain a crude product. The crude product was purified by column chromatography (hexane:ethyl acetate) to obtain the target product Z204 (yield 50%).

[0756] Example 83 Synthesis of compound (Z214)

[0757]

[0758] Under a nitrogen atmosphere, in THF, using 2,2'-(2,7-phenanthrenediyl)bis[4,4,5,5-tetramethyl-1,3,2-dioxyborane] (5.0 mmol) and Intermediate 8 (12.0 mmol), the target compound Z214 was obtained (yield 36%) by the same synthetic method as in Example 39.

[0759] Example 84 Synthesis of compound (Z215)

[0760]

[0761] Under a nitrogen atmosphere, in THF, using 2,2′-(2,7-pyrenediyl)bis[4,4,5,5-tetramethyl-1,3,2-dioxyborane] (5.0 mmol) and Intermediate 8 (12.0 mmol), the target compound Z215 was obtained (yield 42%) by the same synthetic method as in Example 39.

[0762] Example 85 Synthesis of compound (Z240)

[0763]

[0764] Under a nitrogen atmosphere, THF (100 mL) was added to magnesium powder (1.0 mmol), and then bis(4-bromophenyl)ether (3.0 mmol) in THF (10 mL) was added at room temperature. After stirring for 1 hour, a THF solution of intermediate 19 (8.0 mmol) was slowly added, and the mixture was stirred for an additional 3 hours. After the reaction was completed, water (100 mL) was added, the mixture was stirred for 1 hour, and extracted three times with ethyl acetate. The organic phase was dehydrated over sodium sulfate, filtered, and concentrated to obtain a crude product. The crude product was purified by column chromatography (hexane:ethyl acetate) to obtain the target product Z240 (yield 21%).

[0765] Example 86 Synthesis of compound (Z243)

[0766]

[0767] Under a nitrogen atmosphere, the target compound Z243 was obtained (yield 18%) by the same synthesis method as in Example 85 using bis(4-bromophenyl) ether and intermediate 9 (8.0 mmol).

[0768] Example 87 Synthesis of compound (Z244)

[0769]

[0770] Using 1,3,5-cyclohexanetriol (3.0 mmol) and intermediate 9 (8.0 mmol), the target compound Z244 was obtained (yield 26%) by the same synthesis method as in Example 37.

[0771] Example 88 Synthesis of compound (Z251)

[0772]

[0773] Under a nitrogen atmosphere, the target compound Z251 was obtained (yield 41%) by the same synthesis method as in Example 85 using 1,4-bis(4-chlorophenyl)piperazine (3.0 mmol) and Intermediate 9 (8.0 mmol).

[0774] Example 89 Synthesis of compound (Z252)

[0775]

[0776] Under a nitrogen atmosphere, the target compound Z252 was obtained (yield 36%) by the same synthesis method as in Example 39 using 1,3,5-tris(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzene (3.0 mmol) and intermediate 9 (8.0 mmol).

[0777] Synthesis Example 25: Synthesis of Intermediate 25

[0778]

[0779] The target compound Z252 was obtained (yield 90%) by the same synthesis method as in Example 22 using bis(4-bromophenyl)amine (3.0 mmol) and perfluoropyridine (8.0 mmol).

[0780] Example 90 Synthesis of compound (Z253)

[0781]

[0782] Under a nitrogen atmosphere, intermediate 25 (3.0 mmol) and intermediate 9 (8.0 mmol) were used in a synthesis method similar to that of Example 85 to obtain the target compound Z253 (yield 22%).

[0783] Example 91 Synthesis of compound (Z255)

[0784]

[0785] Under a nitrogen atmosphere, 1,3-bis(4-bromophenyl)tricyclo[3.3.1.1 3,7 ]decane (3.0 mmol) and intermediate 9 (8.0 mmol) were used to obtain the target compound Z255 (yield 20%) by the same synthesis method as in Example 85.

[0786] Example 92 Synthesis of compound (Z266)

[0787]

[0788] Under a nitrogen atmosphere, the target compound Z251 was obtained (yield 41%) by the same synthesis method as in Example 85 using 1,1′-thiobis[3-bromobenzene] (3.0 mmol) and intermediate 9 (8.0 mmol).

[0789] Example 93 Synthesis of compound (Z269)

[0790]

[0791] Under a nitrogen atmosphere, the target compound Z269 was obtained (yield 31%) by the same synthesis method as in Example 39 using B,B′-(oxydi-4,1-phenylene)bis[boronic acid] (3.0 mmol) and intermediate 16 (8.0 mmol).

[0792] Synthesis Example 26: Synthesis of Intermediate 26

[0793]

[0794] Under a nitrogen atmosphere, the target intermediate 26 was obtained (yield 33%) by the same synthetic method as in Example 39 using 4-(4,4,5,5-tetramethyl-1,3,2-diokiboran-2-yl)-N-[4-(4,4,5,5-tetramethyl-1,3,2-diokiboran-2-yl)phenyl]benzenamine (3.0 mmol) and intermediate 16 (8.0 mmol).

[0795] Example 94 Synthesis of compound (Z272)

[0796]

[0797] Using 2-pentafluorosulfanylethyl bromide and intermediate 26, the target compound Z272 was obtained (yield 10%) by the same synthesis method as in Example 1.

[0798] Example 95 Synthesis of compound (Z273)

[0799]

[0800] Under a nitrogen atmosphere, the target compound Z273 was obtained (yield 50%) by the same synthesis method as in Example 11 using bis(4-bromophenyl)-N-methylamine (3.0 mmol) and intermediate 20 (8.0 mmol).

[0801] Synthesis Example 27: Synthesis of Intermediate 27

[0802]

[0803] Intermediate 9 (3.0 mmol) and methylamine (9.0 mmol) were stirred in acetonitrile under a nitrogen atmosphere for 2 hours, concentrated, and then washed with water to obtain the target intermediate 27 (yield: 90%). Example 96: Synthesis of Compound (Z274)

[0804]

[0805] Under a nitrogen atmosphere, intermediate 27 (8.0 mmol), intermediate 8 (8.0 mmol), and potassium carbonate (8.0 mmol) were stirred in THF at 70°C for 5 hours. Citric acid solution was added, neutralized, and then extracted three times with ethyl acetate. The organic phase was dehydrated with sodium sulfate, filtered, and concentrated to obtain a crude product. The crude product was purified by column chromatography (hexane:ethyl acetate) to obtain the target product Z274 (yield 40%).

[0806] Example 97 Synthesis of compound (Z275)

[0807]

[0808] Under a nitrogen atmosphere, intermediate 27 (8.0 mmol) and intermediate 19 (8.0 mmol) were used in THF by a synthetic method similar to that of Example 96 to obtain the target compound Z275 (yield 41%).

[0809] Example 97 Synthesis of compound (Z276)

[0810]

[0811] Under a nitrogen atmosphere, the target compound Z276 was obtained (yield 28%) by the same synthesis method as in Example 37 using 1,1′-(1,4-phenylene)bis[piperazine] (3.0 mmol) and intermediate 19 (8.0 mmol).

[0812] Example 98 Synthesis of compound (Z277)

[0813]

[0814] Under a nitrogen atmosphere, the target compound Z277 was obtained (yield 35%) by the same synthesis method as in Example 11 using bis(4-bromophenyl)-N-methylamine (3.0 mmol) and intermediate 8 (8.0 mmol).

[0815] Example 99 Synthesis of compound (Z278)

[0816]

[0817] Under a nitrogen atmosphere, the target compound Z278 was obtained (yield 34%) by the same synthesis method as in Example 11 using bis(4-bromophenyl)sulfide (3.0 mmol) and intermediate 8 (8.0 mmol).

[0818] Example 100 Synthesis of compound (Z279)

[0819]

[0820] Under a nitrogen atmosphere, the target compound Z279 was obtained (yield 34%) by the same synthesis method as in Example 11 using 1,1′,1″,1′″-silanetetrakis[4-bromobenzene] (3.0 mmol) and intermediate 8 (8.0 mmol).

[0821] Example 101 Synthesis of compound (Z281)

[0822]

[0823] Under a nitrogen atmosphere, the target compound Z281 was obtained (yield 34%) by the same synthesis method as in Example 11 using 6-bromo-N-(6-bromo-2-pyridyl)-N-methyl-2-pyridylamine (3.0 mmol) and intermediate 20 (8.0 mmol).

[0824] Example 102 Synthesis of compound (Z287)

[0825]

[0826] Under a nitrogen atmosphere, lithium amide (1.0 mmol) and intermediate 16 (8.0 mmol) were used in a synthesis method similar to that of Example 70 to obtain the target compound Z287 (yield 3%).

[0827] Example 103 Synthesis of compound (Z289)

[0828]

[0829] Under a nitrogen atmosphere, the target compound Z289 was obtained (yield 15%) by the same synthesis method as in Synthesis Example 21 using 1,3-bis(methylamino)propane (1.0 mmol) and Intermediate 20 (4.0 mmol).

[0830] Example 104 Synthesis of compound (Z304)

[0831]

[0832] Under a nitrogen atmosphere, the target compound Z304 was obtained (yield 21%) by the same synthesis method as in Example 37 using 1,2-ethylenedithiol (1.0 mmol) and intermediate 9 (3.0 mmol).

[0833] Example 105 Synthesis of compound (Z307)

[0834]

[0835] Under a nitrogen atmosphere, the target compound Z304 was obtained (yield 21%) by the same synthesis method as in Synthesis Example 21 using 1,2-bis(phenylamino)ethylene (3.0 mmol) and Intermediate 9 (7.0 mmol).

[0836] Example 106 Synthesis of Z345

[0837]

[0838] Under a nitrogen atmosphere, 1,2-ethylenediamine (5.0 mmol), perfluoropyridine (21.0 mmol), and potassium carbonate were heated in THF for 4 hours, followed by purification using 2-pentafluorosulfanylethanol (50.0 mmol) in the same manner as in Example 1 to obtain Z345 (yield 12%).

[0839] Example 107 Synthesis of Z347

[0840]

[0841] Under a nitrogen atmosphere, 1,2-ethylenediamine (5.0 mmol), perfluoropyridine (21.0 mmol), and potassium carbonate were heated in THF for 4 hours, followed by purification using 3-pentafluorosulfanylethanol (50.0 mmol) in the same manner as in Example 1 to obtain Z347 (yield 8%).

[0842] (Evaluation of Metal Adhesion of Compounds Described in Examples) A ​​glass substrate was cleaned by boiling with isopropyl alcohol, and then cleaned with ultraviolet light and ozone. After that, the substrate was placed in a vacuum deposition apparatus and coated with 1.0×10 -4 The atmosphere was evacuated using a vacuum pump until the pressure reached 100 Pa or less. On a glass substrate with a metal mask having an opening of 20 mm x 10 mm placed thereon, a film of each of the compounds shown in Tables 1 to 3 was formed at a deposition rate of 0.2 nm / sec to a thickness of 100 nm. The metal mask was then removed, and ytterbium was deposited at a deposition rate of 0.01 nm / sec to a thickness of 2 nm, followed by silver at a deposition rate of 0.1 nm / sec to a thickness of 20 nm. Tables 1 to 3 show whether or not a 20 mm x 10 mm transparent region was formed.

[0843] (Transmittance Measurement) Metal adhesion can be evaluated by measuring transmittance, and transmittance decreases as metal adheres. In addition, the transmittance also decreases in correlation with the amount of adhesion.

[0844] (Measurement of transmittance of compounds described in Examples) A ​​glass substrate was cleaned by boiling (boiling with isopropyl alcohol) and then cleaned by ultraviolet ozone. After that, the substrate was placed in a vacuum deposition apparatus and -4The chamber was evacuated using a vacuum pump until the pressure reached 0.1 Pa or less. First, a 15 nm film of 2,4,6-tri([1,1'-biphenyl]-4-yl)-1,3,5-triazine was deposited on a glass substrate as an underlayer at a deposition rate of 0.1 nm / sec. Next, a metal mask with an opening of 2 mm x 1 mm was placed, and a 15 nm film of the compound shown in the table was deposited as a metal patterning layer at a deposition rate of 0.1 nm / sec. Thereafter, the metal mask was removed, and a mixture of ytterbium and lithium fluoride (1 / 1) was deposited on the substrate at a deposition rate of 0.01 nm / sec to a thickness of 2 nm, followed by a mixture of silver and magnesium (1 / 1) at a deposition rate of 0.1 nm / sec to a thickness of 20 nm. Finally, a capping layer of [1,1'-biphenyl]-4,4'-diamine, N4,N4'-biphenyl-N4,N4'-bis(9-phenyl-9H-carbazol-3-yl)- was deposited at a deposition rate of 0.1 nm / sec to a thickness of 100 nm to prepare a patterned test element. The results are shown in Tables 1 to 3. For example, the results for Example 102, which had a transmittance of over 90%, are shown in Figure 1.

[0845] (Evaluation of Adhesion of Compounds Described in Examples to CVD Films) A glass substrate was cleaned by boiling with isopropyl alcohol, and then cleaned with ultraviolet light and ozone. After that, the substrate was placed in a vacuum deposition apparatus and 1.0×10 -4 The chamber was evacuated using a vacuum pump until the pressure reached 0.2 Pa or less. A 100 nm film of each of the compounds listed in Tables 1 to 3 was formed at a deposition rate of 0.2 nm / sec on a glass substrate with a metal mask having an opening of 20 mm x 10 mm. The metal mask was then removed, and ytterbium was deposited at a deposition rate of 0.01 nm / sec to a thickness of 2 nm, followed by silver at a deposition rate of 0.1 nm / sec to a thickness of 20 nm. Further, CVD film formation (SiN) was performed at 11 Ω / sec, and after one day, the presence or absence of peeling in the portion where the compound had been deposited was confirmed. The results are shown in Tables 1 to 3.

[0846]

[0847]

[0848]

[0849] (Reference Example 1: Evaluation of metal adhesion and transmittance measurement when no metal patterning material is used) Reference Example 1: Transmittance measurement of element on which no metal pattern layer was formed A patterned test element was produced in the same manner as in the above example, except that a metal patterning layer was not used (no film was formed). The results of the transmittance measurement are shown in Figure 2. The transmittance was "≧20%", indicating that a metal film was formed.

[0850] Evaluation of Metal Adhesion and Transmittance Measurement of Comparative Compounds The following compounds (X1), (X2), (X3), (X4), (X5), and (X6) were used as metal patterning materials, and evaluation of metal adhesion and transmittance measurement were carried out.

[0851] Comparative Example Compound (X1)

[0852]

[0853] Evaluation of Metal Adhesion of Comparative Compound (X1) and Measurement of Transmittance A patterning test element was prepared using Compound (X1) in the metal patterning layer in the same manner as in the Examples. The results of measuring the transmittance of a 2 mm x 1 mm area where Compound (X1) was formed are shown in Figure 3. The transmittance was "≧20%", and the formation of a metal film could not be suppressed.

[0854] Comparative example compound (X2)

[0855]

[0856] A patterning test element was prepared using compound (X2) in the metal patterning layer in the same manner as in Example 1. The transmittance measurement results for a 2 mm x 1 mm area where compound (X2) was formed are shown in Figure 4. The transmittance was "≧60%," and the formation of a metal film could not be suppressed.

[0857] The metal adhesion evaluation and transmittance were measured for the following (X3), (X4), and (X5) in the same manner. The results are shown in Table 4.

[0858] Comparative example compound (X3)

[0859]

[0860] Comparative example compound (X4)

[0861]

[0862] Comparative example compound (X5)

[0863]

[0864] Comparative example compound (X6)

[0865]

[0866] (Evaluation of Metal Adhesion of Comparative Compound) A glass substrate was cleaned by boiling with isopropyl alcohol, and then cleaned by ultraviolet ozone. After that, the glass substrate was placed in a vacuum deposition apparatus and -4 The atmosphere was evacuated using a vacuum pump until the pressure reached 0.2 Pa or less. A compound shown in Table 4 was deposited to a thickness of 100 nm at a deposition rate of 0.2 nm / sec on a glass substrate on which a metal mask with an opening of 20 mm x 10 mm had been placed. The metal mask was then removed, and ytterbium was deposited to a thickness of 2 nm at a deposition rate of 0.01 nm / sec, followed by deposition of silver to a thickness of 20 nm at a deposition rate of 0.1 nm / sec. Table 4 shows whether or not a 20 mm x 10 mm transparent region was formed.

[0867] (Evaluation of Adhesion of Comparative Compound to CVD Film) A glass substrate was subjected to boiling cleaning with isopropyl alcohol, and then to ultraviolet ozone cleaning. After that, the glass substrate was placed in a vacuum deposition apparatus and 1.0×10 -4 The chamber was evacuated using a vacuum pump until the pressure reached 0.2 Pa or less. A 100 nm film of the compound shown in Table 4 was formed at a deposition rate of 0.2 nm / sec on a glass substrate with a metal mask having an opening of 20 mm x 10 mm. The metal mask was then removed, and ytterbium was deposited at a deposition rate of 0.01 nm / sec to a thickness of 2 nm, followed by silver at a deposition rate of 0.1 nm / sec to a thickness of 20 nm. Further, CVD film formation (SiN) was performed at 11 Ω / sec, and after one day, the presence or absence of peeling in the portion where the compound had been deposited was confirmed. The results are shown in Table 4.

[0868]

[0869] Although the present invention has been described in detail and with reference to specific embodiments, it will be apparent to those skilled in the art that various changes and modifications can be made without departing from the spirit and scope of the invention.

[0870] The entire contents of the specification, claims, drawings and abstract of Japanese Patent Application No. 2023-192953 filed on November 13, 2023 are hereby incorporated by reference as the disclosure of the specification of the present invention.

Claims

1. A material for metal patterning comprising a compound represented by the following formula (101): In the formula (101), Y 101 each independently represents an optionally substituted monocyclic, linked ring or fused ring aromatic hydrocarbon group having 6 to 26 carbon atoms, an optionally substituted monocyclic, linked ring or fused ring heteroaromatic hydrocarbon group having 3 to 26 carbon atoms, an optionally substituted cyclic aliphatic hydrocarbon group having 3 to 8 carbon atoms, or an optionally substituted monocyclic, linked ring or fused ring heteroaliphatic hydrocarbon group having 3 to 26 carbon atoms, 101 each independently represents an optionally substituted cyclic aliphatic hydrocarbon group having 3 to 8 carbon atoms, an optionally substituted monocyclic, linked ring, or condensed ring heteroaliphatic hydrocarbon group having 3 to 26 carbon atoms, O, OR 101 , S.R. 101 , N(R 101 ) 2 , or Si(R 101 ) f 101 represents 101 are bonded to an oxygen atom, a sulfur atom, or a nitrogen atom, and each independently represents an optionally substituted monocyclic, linked ring, or fused ring aromatic hydrocarbon group having 6 to 26 carbon atoms, an optionally substituted monocyclic, linked ring, or fused ring heteroaromatic hydrocarbon group having 3 to 26 carbon atoms, an optionally substituted linear, branched, or cyclic aliphatic hydrocarbon group having 1 to 18 carbon atoms, an optionally substituted monocyclic, linked ring, or fused ring heteroaliphatic hydrocarbon group having 3 to 26 carbon atoms, a hydrogen atom, or a group represented by the formula (111), 101 each independently represents a group represented by the following formula (111): 101 Each independently represents an integer of 1 to 6; 101 Each independently represents an integer of 0 to 8; 101 Each independently represents an integer of 0 to 8; 101 Each independently represents an integer of 1 to 8. 101 each independently represents an integer of 0 to 3. In the formula (111), L 111 each independently represents an optionally substituted linear or branched aliphatic hydrocarbon group having 1 to 18 carbon atoms or a cyclic aliphatic hydrocarbon group having 1 to 18 carbon atoms, an optionally substituted linear, branched or cyclic alkenyl group having 1 to 18 carbon atoms, or an optionally substituted linear, branched or cyclic acetylene group having 1 to 18 carbon atoms; 111 are each independently O, S, NH, or NR 101 represents 101 are bonded to a nitrogen atom, and each independently represents an optionally substituted monocyclic, linked ring or fused ring aromatic hydrocarbon group having 6 to 26 carbon atoms, an optionally substituted monocyclic, linked ring or fused ring heteroaromatic hydrocarbon group having 3 to 26 carbon atoms, an optionally substituted linear, branched or cyclic aliphatic hydrocarbon group having 1 to 18 carbon atoms, an optionally substituted monocyclic, linked ring or fused ring heteroaliphatic hydrocarbon group having 3 to 26 carbon atoms, a hydrogen atom, or the above formula (111), * represents a bonding position, 111 Each independently represents an integer of 1 to 6; 111 Each independently represents an integer of 1 to 18; 111 each independently represents an integer of 1 to 2; 111 each independently represents an integer of 0 to 1.

2. In the formula (101), Y 101 The aromatic hydrocarbon group represented by the following formula (1) has a structure in which phenyl or a plurality of benzene rings are linked or condensed; 101 The heteroaromatic hydrocarbon group represented by the following formula (1) is a heteroatom represented by the following formula (1): 101 The metal patterning material according to claim 1, wherein the cyclic heteroaliphatic hydrocarbon group represented by the following formula (I) is a cyclic heteroaliphatic hydrocarbon group represented by the following formula (I):

3. In the formula (101), Y 101 each of the compounds which give an aromatic hydrocarbon group represented by the formula (I) is independently benzene, biphenyl, terphenyl, naphthalene, fluorene, spirobifluorene, 9,9-dimethylfluorene, 9,9-diphenylfluorene, benzofluorene, phenanthrene, fluoranthene, triphenylene, anthracene, pyrene, chrysene, perylene, benzochrysene, triptycene, dibenzochrysene, or a compound thereof which is condensed with one or more members selected from the group consisting of benzene, naphthalene, and phenanthrene; 101 each of the compounds giving a heteroaromatic hydrocarbon group represented by the formula (I) is independently pyridine, pyrimidine, pyrazine, triazine, carbazole, furan, thiophene, benzofuran, benzothiophene, benzodioxin, dibenzofuran, dibenzothiophene, thiazole, thiadiazole, thianthrene, acridine, dihydroacridine, phenoxazine, phenothiazine, dibenzo-1,4-dioxin, 5,6,7,8-tetrahydroquinoxaline, 2,3,4,5-tetrahydro-1H-1,4-benzodiazepine, 2,3,4,5-tetrahydro-1H-1,5-benzodiazepine, benzothiazole, or a compound thereof condensed with one or more members selected from the group consisting of benzene, naphthalene, and phenanthrene; 101 each of the compounds which provide a cyclic aliphatic hydrocarbon group represented by the formula: 101 The metal patterning material according to claim 1, wherein each of the compounds providing a cyclic heteroaliphatic hydrocarbon group represented by the formula (I) is independently morpholine, piperazine, homopiperazine, hexahydro-1,3,5-triazine, 1,4-dioxin, 1,4-dithiane, 4,4'-bipiperidine, diazabicyclo[2,2,2]octane, and octahydro-1H-pyrrolo[3,4-b]pyridine, or 1,4,7,10-tetraazacyclododecane.

4. In the formula (101), Y 101 2. The metal patterning material according to claim 1, wherein the substituents are each independently a methyl group, a methoxy group, a trifluoromethoxy group, an alkyl group having 2 to 10 carbon atoms, a cyano group, a deuterium atom, a fluorine atom, a chlorine atom, a bromine atom, an iodine atom, a phenyl group, a biphenylyl group, a naphthyl group, a phenanthryl group, a pyridyl group, a pyrimidyl group, a pyrazyl group, a triazyl group, an indolyl group, a carbazolyl group, a benzothienyl group, a dibenzothienyl group, a benzofuranyl group, a dibenzofuranyl group, a thiazolyl group, a benzothiazolyl group, a structure represented by formula (111), or one or more groups selected from the group consisting of these groups which are further substituted with these groups.

5. In the formula (101), X 101 The metal patterning material according to claim 1, wherein the cyclic heteroaliphatic hydrocarbon group represented by the following formula (I) has a heteroatom of N, O or S and has a 5-membered ring, 6-membered ring, 7-membered ring or 8-membered ring structure or a structure in which these rings are condensed.

6. In the formula (101), X 101 Each of the compounds which provide a cyclic aliphatic hydrocarbon group represented by the formula: 101 The metal patterning material according to claim 1, wherein each of the compounds providing a cyclic heteroaliphatic hydrocarbon group represented by the formula (I) is independently morpholine, piperazine, homopiperazine, hexahydro-1,3,5-triazine, 1,4-dioxin, 1,4-dithiane, 4,4'-bipiperidine, diazabicyclo[2,2,2]octane, octahydro-1H-pyrrolo[3,4-b]pyridine, or 1,4,7,10-tetraazacyclododecane.

7. In the formula (101), X 101 2. The metal patterning material according to claim 1, wherein the substituents are each independently a methyl group, a methoxy group, a trifluoromethoxy group, an alkyl group having 2 to 10 carbon atoms, a cyano group, a deuterium atom, a fluorine atom, a phenyl group, a biphenylyl group, a naphthyl group, a phenanthryl group, a pyridyl group, a pyrimidyl group, a pyrazyl group, a triazyl group, an indolyl group, a carbazolyl group, a benzothienyl group, a dibenzothienyl group, a benzofuranyl group, a dibenzofuranyl group, a thiazolyl group, a benzothiazolyl group, a structure represented by formula (111), or one or more groups selected from the group consisting of these groups which are further substituted with these groups.

8. In the formula (111), R 101 The aromatic hydrocarbon group represented by the formula (I) has a structure in which phenyl or a plurality of benzene rings are linked or condensed, 101 The heteroaromatic hydrocarbon group represented by the formula (I) is a 5-membered ring, a 6-membered ring, or a condensed structure thereof, wherein the heteroatom is N, O, or S, 101 The metal patterning material according to claim 1 , wherein the heteroaliphatic hydrocarbon group represented by the following formula (I) is a heteroatom of N, O, or S, and has a structure of a 5-membered ring, a 6-membered ring, a 7-membered ring, an 8-membered ring, or a condensed ring thereof.

9. In the formula (111), R 101 are each independently benzene, biphenyl, terphenyl, naphthalene, fluorene, spirobifluorene, 9,9-dimethylfluorene, 9,9-diphenylfluorene, benzofluorene, phenanthrene, fluoranthene, triphenylene, anthracene, pyrene, chrysene, perylene, benzochrysene, triptycene, dibenzochrysene, or any of these compounds condensed with one or more members selected from the group consisting of benzene, naphthalene, and phenanthrene, 101 are each independently pyridine, pyrimidine, pyrazine, triazine, carbazole, furan, thiophene, benzofuran, benzothiophene, benzodioxin, dibenzofuran, dibenzothiophene, thiazole, thiadiazole, thianthrene, acridine, dihydroacridine, phenoxazine, phenothiazine, dibenzo-1,4-dioxin, 5,6,7,8-tetrahydroquinoxaline, 2,3,4,5-tetrahydro-1H-1,4-benzodiazepine, 2,3,4,5-tetrahydro-1H-1,5-benzodiazepine, benzothiazole, or any of these compounds condensed with one or more members selected from the group consisting of benzene, naphthalene, and phenanthrene; 101 each independently represents a methyl group, an ethyl group, a propyl group, an isopropyl group, a butyl group, an isobutyl group, a heptyl group, an octyl group, a nonyl group, a decyl group, an undecyl group, a dodecyl group, a tridecyl group, a tetradecyl group, a pentadecyl group, a hexadecyl group, a heptadecyl group, an octadecyl group, a nonadecyl group, an eicodecyl group, a carbazolyl group, an adamantyl group, a diamantyl group, a cyclohexyl group, or a group further substituted with one or more groups selected from the group consisting of these groups, 101 The metal patterning material according to claim 1, wherein each of the compounds providing a cyclic heteroaliphatic hydrocarbon group represented by the formula (I) is independently morpholine, piperazine, homopiperazine, hexahydro-1,3,5-triazine, 1,4-dioxin, 1,4-dithiane, 4,4'-bipiperidine, diazabicyclo[2,2,2]octane, octahydro-1H-pyrrolo[3,4-b]pyridine, or 1,4,7,10-tetraazacyclododecane.

10. In the above formula (111), R 101 2. The metal patterning material according to claim 1, wherein the substituents are each independently a methyl group, a methoxy group, a trifluoromethyl group, a trifluoromethoxy group, an alkyl group having 2 to 10 carbon atoms, a cyano group, a deuterium atom, a fluorine atom, a phenyl group, a biphenylyl group, a naphthyl group, a phenanthryl group, a pyridyl group, a pyrimidyl group, a pyrazyl group, a triazyl group, an indolyl group, a carbazolyl group, a benzothienyl group, a dibenzothienyl group, a benzofuranyl group, a dibenzofuranyl group, a thiazolyl group, a benzothiazolyl group, a structure represented by formula (111), or one or more groups selected from the group consisting of these groups which are further substituted with these groups.

11. In the formula (111), L 111 each independently represents a methyl group, an ethanyl group, a propanyl group, a butanyl group, a pentanyl group, a hexanyl group, a heptanyl group, an octanyl group, a nonanyl group, a decanyl group, an undecanyl group, a dodecanyl group, a tridecanyl group, a tetradecanyl group, a pentadecanyl group, a hexadecanyl group, a heptadecanyl group, an octadecanyl group, a cyclobutanyl group, a cyclopentanyl group, a cyclohexanyl group, a cycloheptanyl group, or a cyclooctanyl group, or a group which is structurally isomeric to any of these groups, L 111 each independently represents an ethenyl group, a propenyl group, a butenyl group, a pentenyl group, a hexenyl group, a heptenyl group, an octenyl group, a nonenyl group, a decenyl group, an undecenyl group, a dodecenyl group, a tridecenyl group, a tetradecenyl group, a pentadecenyl group, a hexadecenyl group, a heptadecenyl group, an octadecenyl group, a cyclobutenyl group, a cyclopentenyl group, a cyclohexenyl group, a cycloheptenyl group, or a cyclooctenyl group, or a group which is structurally isomeric to any of these groups; L 111 2. The material for metal patterning according to claim 1, wherein the acetylene group represented by the formula (I) is an ethynyl group, a propynyl group, a butynyl group, a pentynyl group, a hexynyl group, a heptynyl group, an octynyl group, a nonynyl group, a decynyl group, an undecynyl group, a dodecynyl group, a tridecynyl group, a tetradecynyl group, a pentadecynyl group, a hexadecynyl group, a heptadecynyl group, or an octadecynyl group, or a group that is structurally isomeric to any of these groups.

12. In the above formula (111), L 111 2. The metal patterning material according to claim 1, wherein the substituents are each independently a methyl group, a methoxy group, a trifluoromethoxy group, an alkyl group having 2 to 10 carbon atoms, a deuterium atom, a chlorine atom, a bromine atom, an iodine atom, or a group further substituted with one or more groups selected from the group consisting of these groups.

13. A compound represented by the following formula (501): In the formula (501), Y 501 represents an optionally substituted monocyclic, linked ring, or fused ring aromatic hydrocarbon group having 6 to 26 carbon atoms, an optionally substituted monocyclic, linked ring, or fused ring heteroaromatic hydrocarbon group having 3 to 26 carbon atoms, an optionally substituted cyclic aliphatic hydrocarbon group having 3 to 8 carbon atoms, or an optionally substituted monocyclic, linked ring, or fused ring heteroaliphatic hydrocarbon group having 3 to 26 carbon atoms, 501 represents an optionally substituted cyclic aliphatic hydrocarbon group having 3 to 8 carbon atoms, an optionally substituted monocyclic, linked ring, or condensed ring heteroaliphatic hydrocarbon group having 3 to 26 carbon atoms, O, OR 501 , S.R. 501 , N(R 501 ) 2 , or Si(R 501 ) f 501 represents 501 are bonded to an oxygen atom, a sulfur atom, or a nitrogen atom, and each independently represents an optionally substituted monocyclic, linked ring, or fused ring aromatic hydrocarbon group having 6 to 26 carbon atoms, an optionally substituted monocyclic, linked ring, or fused ring heteroaromatic hydrocarbon group having 3 to 26 carbon atoms, an optionally substituted linear, branched, or cyclic aliphatic hydrocarbon group having 1 to 18 carbon atoms, an optionally substituted monocyclic, linked ring, or fused ring heteroaliphatic hydrocarbon group having 3 to 26 carbon atoms, a hydrogen atom, or a group represented by the following formula (555): 501 each independently represents a group represented by the following formula (555): 501 Each independently represents an integer of 1 to 6; 501 Each independently represents an integer of 0 to 8; 501 Each independently represents an integer of 0 to 8; 501 Each independently represents an integer of 1 to 8. 501 each independently represents an integer of 0 to 3. In the formula (555), L 555 each independently represents an optionally substituted linear, branched or cyclic aliphatic hydrocarbon group having 1 to 18 carbon atoms, an optionally substituted linear, branched or cyclic alkenyl group having 1 to 18 carbon atoms, or an optionally substituted linear, branched or cyclic acetylene group having 1 to 18 carbon atoms; 555 are each independently O, S, NH, or NR 501 represents 501 are bonded to a nitrogen atom, oxygen atom, sulfur atom or silicon atom, and each independently represents an optionally substituted monocyclic, linked ring or fused ring aromatic hydrocarbon group having 6 to 26 carbon atoms, an optionally substituted monocyclic, linked ring or fused ring heteroaromatic hydrocarbon group having 3 to 26 carbon atoms, an optionally substituted linear, branched or cyclic aliphatic hydrocarbon group having 1 to 18 carbon atoms, an optionally substituted monocyclic, linked ring or fused ring heteroaliphatic hydrocarbon group having 3 to 26 carbon atoms, a hydrogen atom, or the above formula (555), * represents a bonding position, 555 Each independently represents an integer of 1 to 6; 555 Each independently represents an integer of 1 to 18; 555 each independently represents an integer of 1 to 2; 555 each independently represents an integer of 0 to 1. However, the compound represented by formula (501) has two or more structures of formula (555) in the molecule, or has one or more fluorine atoms in addition to formula (555) in the molecule.

14. In the formula (501), Y 501 The aromatic hydrocarbon group represented by the following formula (1) has a structure in which phenyl or a plurality of benzene rings are linked or condensed; 501 The heteroaromatic hydrocarbon group represented by the following formula (1) is a heteroatom represented by the following formula (1): 501 The compound according to claim 13, wherein the heteroaliphatic hydrocarbon group represented by the following formula (I) has a heteroatom of N, O or S and has a 5-membered ring, 6-membered ring, 7-membered ring or a condensed ring structure thereof.

15. In the above formula (501), Y 501 each of the compounds which give an aromatic hydrocarbon group represented by the formula (I) is independently benzene, biphenyl, terphenyl, naphthalene, fluorene, spirobifluorene, 9,9-dimethylfluorene, 9,9-diphenylfluorene, benzofluorene, phenanthrene, fluoranthene, triphenylene, anthracene, pyrene, chrysene, perylene, benzochrysene, triptycene, dibenzochrysene, or a compound thereof which is condensed with one or more members selected from the group consisting of benzene, naphthalene, and phenanthrene; 501 each of the compounds giving a heteroaromatic hydrocarbon group represented by the formula (I) is independently pyridine, pyrimidine, pyrazine, triazine, carbazole, furan, thiophene, benzofuran, benzothiophene, benzodioxin, dibenzofuran, dibenzothiophene, thiazole, thiadiazole, thianthrene, acridine, dihydroacridine, phenoxazine, phenothiazine, dibenzo-1,4-dioxin, 5,6,7,8-tetrahydroquinoxaline, 2,3,4,5-tetrahydro-1H-1,4-benzodiazepine, 2,3,4,5-tetrahydro-1H-1,5-benzodiazepine, benzothiazole, or a compound thereof condensed with one or more members selected from the group consisting of benzene, naphthalene, and phenanthrene; 501 each of the compounds which provide a cyclic aliphatic hydrocarbon group represented by the formula: 501 The compound according to claim 13, wherein each of the compounds providing a cyclic heteroaliphatic hydrocarbon group represented by the formula (I) is independently morpholine, piperazine, homopiperazine, hexahydro-1,3,5-triazine, 1,4-dioxine, 1,4-dithiane, 4,4'-bipiperidine, diazabicyclo[2,2,2]octane, octahydro-1H-pyrrolo[3,4-b]pyridine, or 1,4,7,10-tetraazacyclododecane.

16. In the formula (501), Y 501 The compound according to claim 13, wherein the substituents of the formula (555) are each independently a methyl group, a methoxy group, a trifluoromethoxy group, an alkyl group having 2 to 10 carbon atoms, a cyano group, a deuterium atom, a fluorine atom, a chlorine atom, a bromine atom, an iodine atom, a phenyl group, a biphenylyl group, a naphthyl group, a phenanthryl group, a pyridyl group, a pyrimidyl group, a pyrazyl group, a triazyl group, an indolyl group, a carbazolyl group, a benzothienyl group, a dibenzothienyl group, a benzofuranyl group, a dibenzofuranyl group, a thiazolyl group, a benzothiazolyl group, a structure represented by formula (555), or one or more groups selected from the group consisting of these groups.

17. In the formula (501), X 501 The compound according to claim 13, wherein the cyclic heteroaliphatic hydrocarbon group having 3 to 18 carbon atoms, represented by the formula (1), has a heteroatom of N, O or S, and has a 5-membered ring, a 6-membered ring, a 7-membered ring or an 8-membered ring structure or a condensed structure thereof.

18. In the formula (501), X 501 Each of the compounds which provide a cyclic aliphatic hydrocarbon group represented by the formula: 501 The compound according to claim 13, wherein each of the compounds providing a cyclic heteroaliphatic hydrocarbon group represented by the formula (I) is independently morpholine, piperazine, homopiperazine, hexahydro-1,3,5-triazine, 1,4-dioxine, 1,4-dithiane, 4,4'-bipiperidine, diazabicyclo[2,2,2]octane, octahydro-1H-pyrrolo[3,4-b]pyridine, or 1,4,7,10-tetraazacyclododecane.

19. In the formula (501), X 501 The compound according to claim 13, wherein the substituents of the formula (555) are each independently a methyl group, a methoxy group, a trifluoromethoxy group, an alkyl group having 2 to 10 carbon atoms, a cyano group, a deuterium atom, a fluorine atom, a phenyl group, a biphenylyl group, a naphthyl group, a phenanthryl group, a pyridyl group, a pyrimidyl group, a pyrazyl group, a triazyl group, an indolyl group, a carbazolyl group, a benzothienyl group, a dibenzothienyl group, a benzofuranyl group, a dibenzofuranyl group, a thiazolyl group, a benzothiazolyl group, a structure represented by formula (555), or one or more groups selected from the group consisting of these groups.

20. In the above formula (501), R 501 The aromatic hydrocarbon group represented by the formula (I) has a structure in which phenyl or a plurality of benzene rings are linked or condensed, 501 The heteroaromatic hydrocarbon group represented by the formula (I) is a 5-membered ring, a 6-membered ring, or a condensed structure thereof, wherein the heteroatom is N, O, or S, 501 The compound according to claim 13, wherein the cyclic heteroaliphatic hydrocarbon group represented by the following formula (1) is a 5-membered ring, a 6-membered ring, a 7-membered ring, an 8-membered ring, or a condensed ring structure thereof, and the heteroatom is N, O, or S.

21. In the above formula (501), R 501 are each independently benzene, biphenyl, terphenyl, naphthalene, fluorene, spirobifluorene, 9,9-dimethylfluorene, 9,9-diphenylfluorene, benzofluorene, phenanthrene, fluoranthene, triphenylene, anthracene, pyrene, chrysene, perylene, benzochrysene, triptycene, dibenzochrysene, or any of these compounds condensed with one or more members selected from the group consisting of benzene, naphthalene, and phenanthrene, 501 are each independently pyridine, pyrimidine, pyrazine, triazine, carbazole, furan, thiophene, benzofuran, benzothiophene, benzodioxin, dibenzofuran, dibenzothiophene, thiazole, thiadiazole, thianthrene, acridine, dihydroacridine, phenoxazine, phenothiazine, dibenzo-1,4-dioxin, 5,6,7,8-tetrahydroquinoxaline, 2,3,4,5-tetrahydro-1H-1,4-benzodiazepine, 2,3,4,5-tetrahydro-1H-1,5-benzodiazepine, benzothiazole, or any of these compounds condensed with one or more members selected from the group consisting of benzene, naphthalene, and phenanthrene; 501 each independently represents a methyl group, an ethyl group, a propyl group, an isopropyl group, a butyl group, an isobutyl group, a heptyl group, an octyl group, a nonyl group, a decyl group, an undecyl group, a dodecyl group, a tridecyl group, a tetradecyl group, a pentadecyl group, a hexadecyl group, a heptadecyl group, an octadecyl group, a nonadecyl group, an eicodecyl group, a carbazolyl group, an adamantyl group, a diamantyl group, a cyclohexyl group, or a group further substituted with one or more groups selected from the group consisting of these groups, 501 The compound according to claim 13, wherein each of the compounds providing a cyclic heteroaliphatic hydrocarbon group represented by the formula (I) is independently morpholine, piperazine, homopiperazine, hexahydro-1,3,5-triazine, 1,4-dioxine, 1,4-dithiane, 4,4'-bipiperidine, diazabicyclo[2,2,2]octane, octahydro-1H-pyrrolo[3,4-b]pyridine, or 1,4,7,10-tetraazacyclododecane.

22. In the above formula (501), R 501 The compound according to claim 13, wherein the substituents of the formula (555) are each independently a methyl group, a methoxy group, a trifluoromethyl group, a trifluoromethoxy group, an alkyl group having 2 to 10 carbon atoms, a cyano group, a deuterium atom, a fluorine atom, a phenyl group, a biphenylyl group, a naphthyl group, a phenanthryl group, a pyridyl group, a pyrimidyl group, a pyrazyl group, a triazyl group, an indolyl group, a carbazolyl group, a benzothienyl group, a dibenzothienyl group, a benzofuranyl group, a dibenzofuranyl group, a thiazolyl group, a benzothiazolyl group, a structure represented by formula (555), or one or more groups selected from the group consisting of these groups.

23. In the above formula (501), L 555 is a methylene group, an ethanyl group, a propanyl group, a butanyl group, a pentanyl group, a hexanyl group, a heptanyl group, an octanyl group, a nonanyl group, a decanyl group, an undecanyl group, a dodecanyl group, a tridecanyl group, a tetradecanyl group, a pentadecanyl group, a hexadecanyl group, a heptadecanyl group, an octadecanyl group, a cyclobutanyl group, a cyclopentanyl group, a cyclohexanyl group, a cycloheptanyl group, a cyclooctanyl group, or a group which is structurally isomeric to any of these groups, L 555 is an ethenyl group, a propenyl group, a butenyl group, a pentenyl group, a hexenyl group, a heptenyl group, an octenyl group, a nonenyl group, a decenyl group, an undecenyl group, a dodecenyl group, a tridecenyl group, a tetradecenyl group, a pentadecenyl group, a hexadecenyl group, a heptadecenyl group, an octadecenyl group, a cyclobutenyl group, a cyclopentenyl group, a cyclohexenyl group, a cycloheptenyl group, or a group which is structurally isomeric to these groups, L 555 The compound according to claim 13, wherein the acetylene group represented by the formula (I) is an ethynyl group, a propynyl group, a butynyl group, a pentynyl group, a hexynyl group, a heptynyl group, an octynyl group, a nonynyl group, a decynyl group, an undecynyl group, a dodecynyl group, a tridecynyl group, a tetradecynyl group, a pentadecynyl group, a hexadecynyl group, a heptadecynyl group, an octadecynyl group, or a group which is structurally isomeric to any of these groups.

24. The compound according to claim 13, wherein the compound represented by formula (501) is a compound represented by the following formula (511), (531) or (541): In the formula (511), (531) or (541), Y 501 , X 501 , Rs 501 , a 501 , b 501 , c 501 , d 501 , e 501 is defined as defined in claim 13, and n in formula (531) 501 represents an integer from 1 to 12.

25. The compound according to claim 13, wherein the compound represented by formula (501) is a compound represented by the following formula (512): In the formula (512), Rs 501 , a 501 , b 501 , c 501 , d 501 , e 501 is as defined in claim 13, and m 501 each independently represents an integer of 1 to 6; Y 501 is represented by A', each A' independently represents any one of the following formulas (4-1) to (4-8), and * represents a bond. In the formulas (4-1) to (4-8), R 401 ~R 410 are each independently a hydrogen atom, a deuterium atom, a fluorine atom, a bromine atom, a chlorine atom, a linear, branched or cyclic aliphatic hydrocarbon group having 1 to 20 carbon atoms which may be substituted with a fluorine atom, a linear, branched or cyclic alkoxy group having 1 to 20 carbon atoms which may be substituted with a fluorine atom, a monocyclic, linked ring or fused ring cyclic heteroaliphatic hydrocarbon group having 3 to 20 carbon atoms which may be substituted, a monocyclic, linked ring or fused ring aromatic hydrocarbon group having 6 to 25 carbon atoms which may be substituted, a monocyclic, linked ring or fused ring heteroaromatic group having 3 to 25 carbon atoms which may be substituted, or a heteroaromatic group having 3 to 25 carbon atoms which may be substituted, or is represented by the formula (555).

26. The compound according to claim 13, wherein the compound represented by formula (501) is a compound represented by the following formula (532): In the formula (532), Y 501 , X 501 , Rs 501 , R 501 , a 501 , b 501 , c 501 , e 501 , f 501 is as defined in claim 13, m 501 Each A' independently represents an integer of 1 to 6, each A' independently represents any one of the following formulae (4-1) to (4-8), and * represents a bond. In the formulas (4-1) to (4-8), R 401 ~R 410 are each independently a hydrogen atom, a deuterium atom, a fluorine atom, a bromine atom, a chlorine atom, a linear, branched or cyclic aliphatic hydrocarbon group having 1 to 20 carbon atoms which may be substituted with a fluorine atom, a linear, branched or cyclic alkoxy group having 1 to 20 carbon atoms which may be substituted with a fluorine atom, a monocyclic, linked ring or fused ring cyclic heteroaliphatic hydrocarbon group having 3 to 20 carbon atoms which may be substituted, a monocyclic, linked ring or fused ring aromatic hydrocarbon group having 6 to 25 carbon atoms which may be substituted, a monocyclic, linked ring or fused ring heteroaromatic group having 3 to 25 carbon atoms which may be substituted, or a heteroaromatic group having 3 to 25 carbon atoms which may be substituted, or is represented by the formula (555).

27. The compound according to claim 13, wherein the compound represented by formula (501) is a compound represented by the following formula (533), (534), (535) or (536): In the above formula, Y 501 , Rs 501 , R 501 , a 501 , b 501 , e 501 , has the same meaning as defined in claim 13, and m 501 Each A' independently represents an integer of 1 to 6, each A' independently represents any one of the following formulae (4-1) to (4-8), and * represents a bond. In the formulas (4-1) to (4-8), R 401 ~R 410 are each independently a hydrogen atom, a deuterium atom, a fluorine atom, a bromine atom, a chlorine atom, a linear, branched or cyclic aliphatic hydrocarbon group having 1 to 20 carbon atoms which may be substituted with a fluorine atom, a linear, branched or cyclic alkoxy group having 1 to 20 carbon atoms which may be substituted with a fluorine atom, a monocyclic, linked ring or fused ring cyclic heteroaliphatic hydrocarbon group having 3 to 20 carbon atoms which may be substituted, a monocyclic, linked ring or fused ring aromatic hydrocarbon group having 6 to 25 carbon atoms which may be substituted, a monocyclic, linked ring or fused ring heteroaromatic group having 3 to 25 carbon atoms which may be substituted, or a heteroaromatic group having 3 to 25 carbon atoms which may be substituted, or is represented by the formula (555).

28. The compound according to claim 13, wherein the compound represented by formula (501) is a compound represented by the following formula (542): In the formula, Rs 501 , R 501 , a 501 , e 501 , f 501 is as defined in claim 13, and n 501 represents an integer from 1 to 12; m 501 Each A' independently represents an integer of 1 to 6, each A' independently represents any one of the following formulae (4-1) to (4-8), * represents a bond, and C' is O, NH, N(R 501 ) f 501 , S, Si(R 501 ) f 501 It is expressed as: In the formulas (4-1) to (4-8), R 401 ~R 410 are each independently a hydrogen atom, a deuterium atom, a fluorine atom, a bromine atom, a chlorine atom, a linear, branched or cyclic aliphatic hydrocarbon group having 1 to 20 carbon atoms which may be substituted with a fluorine atom, a linear, branched or cyclic alkoxy group having 1 to 20 carbon atoms which may be substituted with a fluorine atom, a monocyclic, linked ring or fused ring cyclic heteroaliphatic hydrocarbon group having 3 to 20 carbon atoms which may be substituted, a monocyclic, linked ring or fused ring aromatic hydrocarbon group having 6 to 25 carbon atoms which may be substituted, a monocyclic, linked ring or fused ring heteroaromatic group having 3 to 25 carbon atoms which may be substituted, or a heteroaromatic group having 3 to 25 carbon atoms which may be substituted, or is represented by the formula (555).

29. The compound according to claim 13, wherein the compound represented by formula (501) is a compound represented by the following formula (543): In the formula (543), Rs 501 , a 501 , e 501 is as defined in claim 13, and n 501 represents an integer from 1 to 12; m 501 Each A' independently represents an integer of 1 to 6, each A' independently represents any one of the following formulae (4-1) to (4-8), * represents a bond, and C' is O, NH, N(R 501 ) f 501 , S, Si(R 501 ) f 501 It is expressed as: In the formulas (4-1) to (4-8), R 401 ~R 410 are each independently a hydrogen atom, a deuterium atom, a fluorine atom, a bromine atom, a chlorine atom, a linear, branched or cyclic aliphatic hydrocarbon group having 1 to 20 carbon atoms which may be substituted with a fluorine atom, a linear, branched or cyclic alkoxy group having 1 to 20 carbon atoms which may be substituted with a fluorine atom, a monocyclic, linked ring or fused ring cyclic heteroaliphatic hydrocarbon group having 3 to 20 carbon atoms which may be substituted, a monocyclic, linked ring or fused ring aromatic hydrocarbon group having 6 to 25 carbon atoms which may be substituted, a monocyclic, linked ring or fused ring heteroaromatic group having 3 to 25 carbon atoms which may be substituted, or a heteroaromatic group having 3 to 25 carbon atoms which may be substituted, or is represented by the formula (555).

30. The compound according to any one of claims 25 to 28, wherein each of the formula A's is independently represented by any one of the following formulas (6-1) to (6-36): In the formulas (6-1) to (6-36), R 501 ~R 586 each independently represents a hydrogen atom, a deuterium atom, a fluorine atom, a bromine atom, a chlorine atom, a linear or branched aliphatic hydrocarbon group having 1 to 4 carbon atoms, a linear or branched alkoxy group having 1 to 4 carbon atoms which may be substituted with a fluorine atom, a cyclic aliphatic hydrocarbon group having 5 to 20 carbon atoms which may be substituted, a cyclic heteroaliphatic hydrocarbon group having 3 to 20 carbon atoms which may be substituted, an aromatic hydrocarbon group having 6 to 20 carbon atoms which may be substituted, or a heteroaromatic group having 3 to 20 carbon atoms which may be substituted; 601 ~L 660 each independently represents a linear or branched divalent aliphatic hydrocarbon group having 1 to 4 carbon atoms, an oxygen atom, a sulfur atom, or a single bond; 701 ~L 760 each independently represents a linear or branched divalent aliphatic hydrocarbon group having 1 to 4 carbon atoms, an oxygen atom, a sulfur atom, or a single bond; each of p and q independently represents an integer of 0 to 11; and * represents a bond.

31. A thin film for metal patterning, comprising a material for metal patterning according to any one of claims 1 to 12, or a material for metal patterning containing a compound according to any one of claims 13 to 30, and capable of patterning a metal film or a metal laminate film.

32. The thin film for metal patterning according to claim 31, which has a water contact angle of 90° or more.

33. An organic electroluminescence element comprising a cathode, the cathode containing at least one element selected from the group consisting of ytterbium, magnesium, silver, lithium, aluminum, and an alloy of magnesium and silver, and patterned with a metal patterning material according to any one of claims 1 to 12, or a metal patterning material containing the compound according to any one of claims 13 to 30.

34. A method for forming a metal pattern, comprising: forming an organic material pattern on a substrate using a material for metal patterning according to any one of claims 1 to 12, or a material for metal patterning containing a compound according to any one of claims 13 to 30; and applying a metal material to a region where the organic material pattern is formed and to a region where the organic material pattern is not formed, to form a metal pattern in the region where the organic material pattern is not formed.

35. An electronic device comprising the metal patterning material according to any one of claims 1 to 12, or the compound according to any one of claims 13 to 30.

Citation Information

Patent Citations

  • Materials for forming nucleation-inhibiting coatings and devices incorporating same

    JP2022532144A

  • 1,3,4-oxadiazoles containing the pentafluorothio (SF5) group

    US5292951A