Material for metal patterning, compound, thin film for metal patterning, organic electroluminescent device, electronic apparatus, and metal pattern forming method
By using compounds with six-membered ring structures and perfluoroalkyl structures, the problem of inaccurate metal adhesion in metal pattern formation is solved, and efficient control and precise pattern formation of metal films are achieved.
Patent Information
- Application Number
- JP2024114686
- Authority / Receiving Office
- JP · JP
- Patent Type
- Applications
- Current Assignee / Owner
- Priority Date
- 2023-07-18
- Filing Date
- 2024-07-18
- Publication Date
- 2025-01-30
AI Technical Summary
In the prior art, when forming a metal pattern, it is difficult to effectively suppress metal adhesion to the undesired portion, resulting in insufficient formation of the metal thin film.
A compound containing a six-membered ring structure and a perfluoroalkyl structure is used as a metal pattern material, and the ability to suppress the undesired portion is improved by controlling the formation of the metal film.
Efficient control of the metal film on the film surface is achieved, metal adhesion of undesired parts is reduced, and the accuracy and controllability of the metal pattern are improved.
Smart Images

Figure 2025015495000075 
Figure 2025015495000076 
Figure 2025015495000077
Abstract
Description
[Technical field]
[0001] The present invention relates to a material for metal patterning, a compound that can be suitably used for the material, a thin film for metal patterning using the material or compound, an organic electroluminescence element, an electronic device, and a method for forming a metal pattern. [Background technology]
[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, and it is necessary to pattern the metal thin films into desired shapes.
[0003] A known method for patterning a metal electrode is to form a patterned film of a metal patterning material having high metal repellency capable of suppressing adhesion of metal as a base layer, and then evaporate a metal from the base layer. In this method, a metal film is selectively formed in the area where the metal patterning material is not formed, so that a metal electrode patterned in a desired shape can be formed.
[0004] Patent Document 1 discloses, as a material for metal patterning, a nitrogen-containing heterocyclic compound having the following characteristics a, b, and c: a. The static contact angle of 1 μL of pure water when the film was formed (temperature and humidity: 23°C, 50%) was 85° That's all. b. The glass transition temperature (Tg) is 100°C or less; c. The molecular weight is 1000 or less. [Prior art documents] [Patent documents]
[0005] [Patent Document 1] Patent Publication No. 2022-14903 Summary of the Invention [Problem to be solved by the invention]
[0006] However, the method using the compound disclosed in Patent Document 1 still has room for improvement in terms of forming a pattern while highly suppressing the deposition of metal in areas other than the desired area.
[0007] The present invention has been made in view of the above circumstances, and has an object to provide a material for metal patterning that can highly suppress the formation of a metal thin film on a film surface, a compound that can be suitably used for the material, a thin film for metal patterning that uses the material or compound, an organic electroluminescence element, an electronic device, and a method for forming a metal pattern. [Means for solving the problem]
[0008] The present inventors have found that the above problems can be solved by using a compound having both a six-membered ring structure containing a nitrogen atom and a fluoroalkyl structure, and have completed the present invention.
[0009] Aspects of the present disclosure relate to the following metal patterning materials, compounds, thin films for metal patterning, organic electroluminescence elements, electronic devices, and methods for forming metal patterns. [1] A material for metal patterning, comprising a compound having a skeleton represented by the following formula (101) or the following formula (102) in its molecule as a partial structure, and having a molecular weight of 600 or more:
[0010] [ka]
[0011] During the ceremony, X 101 , and X 102 each independently represents N, S or O; B represents a hydrocarbon having 1 to 10 carbon atoms substituted with at least one or more fluorine atoms, a hydrocarbon ring having 6 to 26 carbon atoms substituted with at least one or more fluorine atoms, a heterocycle having 3 to 26 carbon atoms substituted with at least one or more fluorine atoms, or a group represented by the following formula (111): C and D each independently represent a substituted hydrocarbon ring having 6 to 26 carbon atoms, a substituted heterocycle having 3 to 26 carbon atoms, or a group represented by the following formula (111), at least one of which represents a fluorine atom or a group represented by the following formula (111); E represents a substituted aliphatic hydrocarbon having 1 to 10 carbon atoms, a substituted aliphatic hydrocarbon ring having 6 to 26 carbon atoms, a substituted aromatic hydrocarbon ring having 6 to 26 carbon atoms, a substituted heterocycle having 3 to 26 carbon atoms, or a group represented by the following formula (111): A 101 , and A 102 are each independently an optionally substituted hydrocarbon ring having 6 to 26 carbon atoms, or represents an optionally substituted heterocycle having 3 to 26 carbon atoms; C is A 101 is a substituent at any position of one or more of the rings represented by the formula: D is A 102 is a substituent at any position of one or more of the two rings represented by the formula:
[0012] [ka]
[0013] L 111 are each independently an optionally substituted monocyclic, linked or fused ring divalent aromatic hydrocarbon group having 6 to 26 carbon atoms; an optionally substituted monocyclic, linked or fused ring divalent heteroaromatic group having 3 to 26 carbon atoms; an optionally substituted linear, branched or cyclic divalent aliphatic hydrocarbon group having 1 to 18 carbon atoms; stands for O, S, or SO2; Rf 111are each independently represents a fluoroalkyl structure having one or more carbon atoms and containing one or more fluorine atoms; Each a101 independently represents an integer from 1 to 4; Each a102 independently represents an integer from 1 to 4; Each b111 independently represents an integer from 0 to 12; Each c111 independently represents an integer from 1 to 6; In formula (101), * represents one or more bonds, and each of the bonds independently represents one end of X 101 and a six-membered ring containing A 101 is bonded to one or more of the rings represented by the formula: In formula (102), * represents one or more bonds, and each of the bonds independently represents one end of A 102 is bonded to one or more of the two rings represented by the formula: In formula (111), * represents a bond bonded to the partial structure. [2] The material for metal patterning according to [1], wherein the fluoroalkyl structure is represented by the following formula (001):
[0014] [ka]
[0015] During the ceremony, Rf 001 are each independently represents a linear, branched or cyclic aliphatic hydrocarbon group having 1 to 18 carbon atoms which may be substituted with a fluorine atom; L 001 are each independently A linear, branched or cyclic divalent aliphatic hydrocarbon group having 1 to 18 carbon atoms which may be substituted with O, S, SO2 or a fluorine atom, or represents a vinylene group which may be substituted with a fluorine atom; a001 each independently represents an integer from 0 to 4; Each a002 independently represents an integer of 1 to 4. [3] A 101 , and A 102 When the ring is a substituted hydrocarbon ring or a substituted heterocycle, the substituents on these rings are each independently A linear, branched, or cyclic aliphatic hydrocarbon group having 1 to 18 carbon atoms; A linear, branched, or cyclic alkoxy group having 1 to 18 carbon atoms, an aromatic hydrocarbon group having 6 to 20 carbon atoms; a heteroaromatic group having 3 to 20 carbon atoms; Fluorine atom, deuterium atom, A structure represented by formula (001), and combinations of these groups; L 111 is a substituted divalent aromatic hydrocarbon group, a substituted divalent heteroaromatic group, or a substituted divalent cyclic aliphatic hydrocarbon group, the substituents on these groups are each independently A linear, branched, or cyclic aliphatic hydrocarbon group having 1 to 18 carbon atoms; A linear, branched, or cyclic alkoxy group having 1 to 18 carbon atoms, an aromatic hydrocarbon group having 6 to 20 carbon atoms; a heteroaromatic group having 3 to 20 carbon atoms; Fluorine atom, deuterium atom, A structure represented by formula (001), and combinations of these groups; Rf 111 is one or more groups selected from the group consisting of structures representing linear, branched or cyclic aliphatic hydrocarbon groups having 1 to 18 carbon atoms which may be substituted with a fluorine atom, and groups formed by combining these groups. [4] A 101 , and A 102 However, each independently (i) a benzene ring, a naphthalene ring, a fluorene ring, a spirobifluorene ring, a phenanthrene ring, a fluoranthene ring, a triphenylene ring, a pyrene ring, an anthracene ring, a chrysene ring, a perylene ring, a cyclopentane ring, a cyclohexane ring, a norbornane ring, an adamantane ring, a pyridine ring, a pyrazine ring, a thiophene ring, a benzothiophene ring, a dibenzothiophene ring, a furan ring, a benzofuran ring, a dibenzofuran ring, a pyrrole ring, an indole ring, a carbazole ring, a piperidine ring, a piperazine ring, a dioxin ring, a benzodioxin ring, or a dibenzodioxin ring, or (ii) The material for metal patterning according to any one of [1] to [3], wherein the ring represented by (i) is a ring substituted with one or more groups selected from the group consisting of a methyl group, an ethyl group, a methoxy group, an ethoxy group, a trifluoromethyl group, a trifluoromethoxy group, a perfluoroalkyl group having 2 to 10 carbon atoms, a perfluoroalkoxy group having 2 to 10 carbon atoms, a cyano group, a deuterium atom, a fluorine atom, a phenyl group which may be substituted with a fluorine atom, a biphenylyl group which may be substituted with a fluorine atom, a naphthyl group which may be substituted with a fluorine atom, a phenanthryl group which may be substituted with a fluorine atom, a pyridyl group which may be substituted with a fluorine atom, a carbazolyl group which may be substituted with a fluorine atom, a dibenzothienyl group which may be substituted with a fluorine atom, a dibenzofuranyl group which may be substituted with a fluorine atom, and a structure represented by formula (001). [5] L 111 However, each independently, (iii) a phenylene group, a biphenylene group, a terphenylene group, a naphthylene group, a fluorenediyl group, a spirobifluorenediyl group, a 9,9-dimethylfluorenediyl group, a 9,9-diphenylfluorenediyl group, a benzofluorenediyl group, a phenanthrene diyl group, a fluoranthene diyl group, a triphenylenediyl group, an anthracene diyl group, a pyrene diyl group, a chrysene diyl group, a perylene diyl group, a benzochrysene diyl group, a dibenzochrysene diyl group, a triptycenediyl group, a corannulenediyl group, a pyridinediyl group, a pyrimidinediyl group, or a pyrazinediyl group, triazinediyl group, carbazolediyl group, furandiyl group, thiophenediyl group, benzofurandiyl group, benzothiophenediyl group, dibenzofurandiyl group, dibenzothiophene group, thiazolediyl group, thiadiazolediyl group, thianthenediyl group, acridinediyl group, dihydroacridinediyl group, phenoxazinediyl group, phenothiazinediyl group, benzothiazolediyl group, methylene group, ethylene group, propylene group, adamantanediyl group, diamantanediyl group, norbornenediyl group, cyclohexanediyl group, O, S, or N, or, (iv) The material for metal patterning according to any one of [1] to [4], wherein the group represented by (iii) is a group substituted with one or more groups selected from the group consisting of a methyl group, an ethyl group, a methoxy group, an ethoxy group, a trifluoromethyl group, a trifluoromethoxy group, a perfluoroalkyl group having 2 to 10 carbon atoms, a perfluoroalkoxy group having 2 to 10 carbon atoms, a cyano group, a deuterium atom, a fluorine atom, a phenyl group which may be substituted with a fluorine atom, a biphenylyl group which may be substituted with a fluorine atom, a naphthyl group which may be substituted with a fluorine atom, a phenanthryl group which may be substituted with a fluorine atom, a pyridyl group which may be substituted with a fluorine atom, a carbazolyl group which may be substituted with a fluorine atom, a dibenzothienyl group which may be substituted with a fluorine atom, a dibenzofuranyl group which may be substituted with a fluorine atom, and a structure represented by formula (001). [6] B, each independently: (v) a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, a fluorenyl group, a spirobifluorenyl group, a 9,9-dimethylfluorenyl group, a 9,9-diphenylfluorenyl group, a benzofluorenyl group, a phenanthryl group, a fluoranthenyl group, a triphenylyl group, an anthryl group, a pyrenyl group, a chrysenyl group, a perylenyl group, a benzochrysenyl group, a di ... Lysyl group, triptycenyl group, corannulenyl group, pyridyl group, pyrimidyl group, pyrazyl group, triazyl group, carbazolyl group, furanyl group, thienyl group, benzofuranyl group, benzothienyl group, dibenzofuranyl group, dibenzothienyl group, thiazolyl group, thiadiazolyl group, thianthryl group, acridyl group, dihydroacridyl group, phenoxazyl group, phenothiazyl group, benzothiazolyl group, adamantyl group, diamantyl group, norbornyl group, cyclohexyl group, or Rf 111 ,or, (vi) The material for metal patterning according to any one of [1] to [5], wherein the group represented by (v) is a group substituted with one or more groups selected from the group consisting of a methyl group, an ethyl group, a methoxy group, an ethoxy group, a trifluoromethyl group, a trifluoromethoxy group, a perfluoroalkyl group having 2 to 10 carbon atoms, a perfluoroalkoxy group having 2 to 10 carbon atoms, a cyano group, a deuterium atom, a fluorine atom, a phenyl group which may be substituted with a fluorine atom, a biphenylyl group which may be substituted with a fluorine atom, a naphthyl group which may be substituted with a fluorine atom, a phenanthryl group which may be substituted with a fluorine atom, a pyridyl group which may be substituted with a fluorine atom, a carbazolyl group which may be substituted with a fluorine atom, a dibenzothienyl group which may be substituted with a fluorine atom, a dibenzofuranyl group which may be substituted with a fluorine atom, and a structure represented by formula (001). [7] E is, independently at each occurrence: (vii) A phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, a fluorenyl group, a spirobifluorenyl group, a 9,9-dimethylfluorenyl group, a 9,9-diphenylfluorenyl group, a benzofluorenyl group, a phenanthryl group, a fluoranthenyl group, a triphenylyl group, an anthryl group, a pyrenyl group, a chrysenyl group, a perylenyl group, a benzochrysenyl group, a dibenzochrysenyl group, a triptycenyl group, a corannulenyl group, a pyridyl group, a pyrimidyl group, a pyrazyl group, a triazyl group, a carbazolyl group, a furanyl group, a thienyl group, a benzofuranyl group, a benzothienyl group, a dibenzofuranyl group, a nyl group, dibenzothienyl group, thiazolyl group, thiadiazolyl group, thianthryl group, acridyl group, dihydroacridyl group, phenoxazyl group, phenothiazyl group, benzothiazolyl group, adamantyl group, diamantyl group, norbornyl group, cyclohexyl group, methyl group, ethyl group, propyl group, isopropyl group, butyl group, isobutyl group, heptyl group, octyl group, nonyl group, decyl group, undecyl group, dodecyl group, tridecyl group, tetradecyl group, pentadecyl group, hexadecyl group, heptadecyl group, octadecyl group, nonadecyl group, eicodecyl group, carbazolyl group, or (viii) The material for metal patterning according to any one of [1] to [6], wherein the group represented by (vii) may be substituted with a group selected from the group consisting of 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 methoxy group, an ethoxy group, an alkoxy group having 3 to 10 carbon atoms, a cyano group, a deuterium atom, a phenyl group, a biphenylyl group, a naphthyl group, a phenanthryl group, a carbazolyl group, a dibenzothienyl group, and a dibenzofuranyl group. [8] A 101 , and A 102 However, each independently, (i') a benzene ring, a naphthalene ring, a fluorene ring, a phenanthrene ring, a cyclopentane ring, a cyclohexane ring, a norbornane ring, an adamantane ring, a pyridine ring, a pyrazine ring, a thiophene ring, a benzothiophene ring, a dibenzothiophene ring, a furan ring, a benzofuran ring, a dibenzofuran ring, a pyrrole ring, an indole ring, a carbazole ring, a dioxin ring, a benzodioxin ring, or a dibenzodioxin ring, or (ii') The material for metal patterning according to any one of [1] to [7], wherein the ring represented by (i') is a ring substituted with one or more groups selected from the group consisting of a trifluoromethyl group, a trifluoromethoxy group, a perfluoroalkyl group having 2 to 10 carbon atoms, a perfluoroalkoxy group having 2 to 10 carbon atoms, a deuterium atom, a fluorine atom, a phenyl group which may be substituted with a fluorine atom, a naphthyl group which may be substituted with a fluorine atom, a carbazolyl group which may be substituted with a fluorine atom, and a structure represented by formula (001). [9] A 101 is an optionally substituted benzene ring, A 102 The material for metal patterning according to any one of [1] to [8], wherein at least one of the above is an optionally substituted benzene ring.
[10] The material for metal patterning according to any one of [1] to [9], wherein each of B, C, and D has at least one substituent selected from the group consisting of (Z):
[0016] (Z) a fluorine atom, a difluoromethyl group, a trifluoromethyl group, or a structure represented by the formula (001).
[11] A compound represented by the following formula (501):
[0017] [ka]
[0018] During the ceremony, X 501 represents N or O; R 501 , R 502 are each independently Fluorine atom, or represents a fluoroalkyl structure having one or more carbon atoms and containing one or more fluorine atoms; Z 501 teeth, an optionally substituted aliphatic hydrocarbon chain having 6 to 26 carbon atoms, an optionally substituted aliphatic hydrocarbon ring having 6 to 26 carbon atoms, or represents an optionally substituted heterocycle having 3 to 26 carbon atoms; Z 502 teeth, an optionally substituted hydrocarbon chain having 6 to 26 carbon atoms, an optionally substituted hydrocarbon ring having 6 to 26 carbon atoms, or represents an optionally substituted heterocycle having 3 to 26 carbon atoms; R 502 N and X 501 a substituent at any position of at least one of two fused benzene rings located on the left and right of a six-membered ring containing M 501 N and X 501 a substituent at any position of at least one of two fused benzene rings located on the left and right of a six-membered ring containing M 501 represents a group represented by the following formula (501-M);
[0019] [ka]
[0020] L 501 are each independently an optionally substituted monocyclic, linked or fused ring divalent aromatic hydrocarbon group having 6 to 26 carbon atoms; an optionally substituted monocyclic, linked or fused ring divalent heteroaromatic group having 3 to 26 carbon atoms; a linear, branched or cyclic divalent aliphatic hydrocarbon having 1 to 18 carbon atoms which may be substituted; O, S or NE 501 Represents; Y 501 are each independently an optionally substituted monocyclic, linked or fused ring, monovalent to tetravalent aromatic hydrocarbon group having 6 to 26 carbon atoms; an optionally substituted monocyclic, linked, or fused ring monovalent to tetravalent heteroaromatic group having 3 to 26 carbon atoms; or represents a cyclic mono- to tetravalent aliphatic hydrocarbon group having 1 to 18 carbon atoms which may be substituted; Lcy 501 are each independently an optionally substituted monocyclic, linked or fused ring divalent aromatic hydrocarbon group having 6 to 26 carbon atoms; an optionally substituted monocyclic, linked or fused ring divalent heteroaromatic group having 3 to 26 carbon atoms; a cyclic divalent aliphatic hydrocarbon group having 3 to 18 carbon atoms which may be substituted; or represents a single bond; E 501 are each independently a fluoroalkyl structure having one or more carbon atoms and containing one or more fluorine atoms; Or, it represents a group represented by the following formula (511):
[0021] [ka]
[0022] During the ceremony, Rf 511 are each independently represents a linear, branched or cyclic aliphatic hydrocarbon group having 1 to 18 carbon atoms which may be substituted with a fluorine atom; L 511 are each independently A linear, branched or cyclic divalent aliphatic hydrocarbon group having 1 to 18 carbon atoms which may be substituted with O, S, SO2 or a fluorine atom, or represents a vinylene group which may be substituted with a fluorine atom; Each a501 independently represents an integer from 1 to 8; Each a502 independently represents an integer of 0 to 1; Each b501 independently represents an integer from 0 to 3; c501 and d501 each independently represent an integer from 0 to 3; Each e501 independently represents an integer from 1 to 4; Each a511 independently represents an integer from 0 to 4; Each b511 independently represents an integer from 1 to 4;
[12] The compound according to
[11] , wherein the fluoroalkyl structure is represented by the following formula (601):
[0023] [ka]
[0024] During the ceremony, Rf 601 are each independently represents a linear, branched or cyclic aliphatic hydrocarbon group having 1 to 18 carbon atoms which may be substituted with a fluorine atom; L 601 are each independently A linear, branched or cyclic divalent aliphatic hydrocarbon group having 1 to 18 carbon atoms which may be substituted with O, S, SO2 or a fluorine atom, or represents a vinylene group which may be substituted with a fluorine atom; Each a601 independently represents an integer of 1 to 4; Each b601 independently represents an integer of 0 to 4.
[13] L 501 is a substituted divalent aromatic hydrocarbon group, a substituted divalent heteroaromatic group, or a substituted divalent aliphatic hydrocarbon group, the substituents on these groups are each independently A linear, branched, or cyclic aliphatic hydrocarbon group having 1 to 18 carbon atoms; A linear, branched, or cyclic alkoxy group having 1 to 18 carbon atoms, an aromatic hydrocarbon group having 6 to 20 carbon atoms; a heteroaromatic group having 3 to 20 carbon atoms; Fluorine atom, deuterium atom, A structure represented by formula (601): and combinations of these groups; Y 501 is a substituted mono- to tetravalent aromatic hydrocarbon group, a substituted mono- to tetravalent heteroaromatic group, or a substituted mono- to tetravalent cyclic aliphatic hydrocarbon group, the substituents on these groups each independently represent A linear, branched, or cyclic aliphatic hydrocarbon group having 1 to 18 carbon atoms; A linear, branched, or cyclic alkoxy group having 1 to 18 carbon atoms, an aromatic hydrocarbon group having 6 to 20 carbon atoms; a heteroaromatic group having 3 to 20 carbon atoms; Fluorine atom, deuterium atom, A structure represented by formula (601): and combinations of these groups; Lcy 501 is a substituted divalent aromatic hydrocarbon group, a substituted divalent heteroaromatic group, or a substituted divalent cyclic aliphatic hydrocarbon group, the substituents on these groups are each independently A linear, branched, or cyclic aliphatic hydrocarbon group having 1 to 18 carbon atoms; A linear, branched, or cyclic alkoxy group having 1 to 18 carbon atoms, an aromatic hydrocarbon group having 6 to 20 carbon atoms; a heteroaromatic group having 3 to 20 carbon atoms; Fluorine atom, deuterium atom, A structure represented by formula (601): and combinations of these groups; L 511 is a substituted divalent aromatic hydrocarbon group, a substituted divalent heteroaromatic group, or a substituted divalent cyclic aliphatic hydrocarbon group, the substituents on these groups are each independently A linear, branched, or cyclic aliphatic hydrocarbon group having 1 to 18 carbon atoms; A linear, branched, or cyclic alkoxy group having 1 to 18 carbon atoms, an aromatic hydrocarbon group having 6 to 20 carbon atoms; a heteroaromatic group having 3 to 20 carbon atoms; Fluorine atom, deuterium atom, A structure represented by formula (601): and combinations of these groups; Rf 511 is a substituted aromatic hydrocarbon group, a substituted heteroaromatic group, or a substituted cyclic aliphatic hydrocarbon group, the substituents on these groups are each independently A linear, branched, or cyclic aliphatic hydrocarbon group having 1 to 18 carbon atoms; A linear, branched, or cyclic alkoxy group having 1 to 18 carbon atoms, an aromatic hydrocarbon group having 6 to 20 carbon atoms; a heteroaromatic group having 3 to 20 carbon atoms; Fluorine atom, deuterium atom, A structure represented by formula (601): and a combination of these groups.
[14] Z 501 However, each independently, (ix) a pyridinediyl group, a pyrimidinediyl group, a pyrazinediyl group, a triazinediyl group, a carbazolediyl group, a furandiyl group, a thiophenediyl group, a benzofurandiyl group, a benzothiophenediyl group, a dibenzofurandiyl group, a dibenzothiophene group, a thiazolediyl group, a thiadiazolediyl group, a thianthenediyl group, an acridinediyl group, a dihydroacridinediyl group, a phenoxazinediyl group, a phenothiazinediyl group, a benzothiazolediyl group, a methylene group, an ethylene group, a propylene group, an adamantanediyl group, a diamantanediyl group, a norbornenediyl group, a cyclohexanediyl group, or (x) The compound according to any one of
[11] to
[13] , wherein the group represented by (ix) is a group substituted with one or more groups selected from the group consisting of a methyl group, an ethyl group, a methoxy group, an ethoxy group, a trifluoromethyl group, a trifluoromethoxy group, a perfluoroalkyl group having 2 to 10 carbon atoms, a perfluoroalkoxy group having 2 to 10 carbon atoms, a cyano group, a deuterium atom, a fluorine atom, a phenyl group which may be substituted with a fluorine atom, a biphenylyl group which may be substituted with a fluorine atom, a naphthyl group which may be substituted with a fluorine atom, a phenanthryl group which may be substituted with a fluorine atom, a pyridyl group which may be substituted with a fluorine atom, a carbazolyl group which may be substituted with a fluorine atom, a dibenzothienyl group which may be substituted with a fluorine atom, a dibenzofuranyl group which may be substituted with a fluorine atom, and a structure represented by formula (601).
[15] Z 502 However, each independently, (xi) a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, a fluorenyl group, a spirobifluorenyl group, a 9,9-dimethylfluorenyl group, a 9,9-diphenylfluorenyl group, a benzofluorenyl group, a phenanthryl group, a fluoranthenyl group, a triphenylyl group, an anthryl group, a pyrenyl group, a chrysenyl group, a perylenyl group, a benzochrysenyl group, a dibenzochrysenyl group, a triptycenyl group, a corannulenyl group, a pyridyl group, a pyrimidyl group, a pyrazyl group, a triazyl group, a carbazolyl group, a furanyl group, a thienyl group, a benzofuranyl group, a benzothienyl group, a dibenzofuranyl group, a a dibenzothienyl group, a thiazolyl group, a thiadiazolyl group, a thianthryl group, an acridyl group, a dihydroacridyl group, a phenoxazyl group, a phenothiazyl group, a benzothiazolyl group, an adamantyl group, a diamantyl group, a norbornyl group, a cyclohexyl group, 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, or (xii) The group represented by (xi) is 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 methoxy group, an ethoxy group, an alkoxy group having 3 to 10 carbon atoms, a cyano group, a deuterium atom, a phenyl group, a biphenylyl group, a naphthyl group, a phenanthryl group, a carbazolyl group, a dibenzothienyl group, a dibenzofuranyl group, O, S, N, or NE 501 The compound according to any one of
[11] to
[14] , which may be substituted with a group selected from the group consisting of structures represented by the following formula:
[16] L 501 However, each independently, (xiii) a phenylene group, a biphenylene group, a terphenylene group, a naphthylene group, a fluorenediyl group, a spirobifluorenediyl group, a 9,9-dimethylfluorenediyl group, a 9,9-diphenylfluorenediyl group, a benzofluorenediyl group, a phenanthrene diyl group, a fluoranthene diyl group, a triphenylenediyl group, an anthracene diyl group, a pyrene diyl group, a chrysene diyl group, a perylene diyl group, a benzochrysene diyl group, a dibenzochrysene diyl group, a triptycenediyl group, a corannulenediyl group, a pyridinediyl group, a pyrimidinediyl group, or a pyrazinediyl group group, triazinediyl group, carbazolediyl group, furandiyl group, thiophenediyl group, benzofurandiyl group, benzothiophenediyl group, dibenzofurandiyl group, dibenzothiophene group, thiazolediyl group, thiadiazolediyl group, thianthenediyl group, acridinediyl group, dihydroacridinediyl group, phenoxazinediyl group, phenothiazinediyl group, benzothiazolediyl group, methylene group, ethylene group, propylene group, adamantanediyl group, diamantanediyl group, norbornenediyl group, cyclohexanediyl group, O, S, N or NE 501 ,or, (xiv) The compound according to any one of
[11] to
[15] , wherein the group represented by (xiii) is a group substituted with one or more groups selected from the group consisting of a methyl group, an ethyl group, a methoxy group, an ethoxy group, a trifluoromethyl group, a trifluoromethoxy group, a perfluoroalkyl group having 2 to 10 carbon atoms, a perfluoroalkoxy group having 2 to 10 carbon atoms, a cyano group, a deuterium atom, a fluorine atom, a phenyl group which may be substituted with a fluorine atom, a biphenylyl group which may be substituted with a fluorine atom, a naphthyl group which may be substituted with a fluorine atom, a phenanthryl group which may be substituted with a fluorine atom, a pyridyl group which may be substituted with a fluorine atom, a carbazolyl group which may be substituted with a fluorine atom, a dibenzothienyl group which may be substituted with a fluorine atom, a dibenzofuranyl group which may be substituted with a fluorine atom, and a structure represented by formula (601).
[17] Y 501 each independently represents a monovalent to tetravalent (xv) a group derived from benzene, biphenyl, terphenyl, naphthalene, fluorene, spirobifluorene, 9,9-dimethylfluorene, 9,9-diphenylfluorene, benzofluorene, phenanthrene, fluoranthene, triphenylene, anthracene, pyrene, chrysene, perylene, benzochrysene, dibenzochrysene, triptycene, corannulene, pyridine, pyrimidine, pyrazine, triazine, carbazole, furan, thiophene, benzofuran, benzothiophene, dibenzofuran, dibenzothiophene, thiazole, thiadiazole, thianthrene, acridine, dihydroacridine, phenoxazine, phenothiazine, dibenzo-1,4-dioxine, benzothiazole, adamantane, diamantane, norbornene, or cyclohexane, or (xvi) The group represented by (xv) is a methyl group, an ethyl group, a methoxy group, an ethoxy group, a trifluoromethyl group, a trifluoromethoxy group, a perfluoroalkyl group having 2 to 10 carbon atoms, a perfluoroalkoxy group having 2 to 10 carbon atoms, a cyano group, a deuterium atom, a fluorine atom, a phenyl group which may be substituted with a fluorine atom, a biphenylyl group which may be substituted with a fluorine atom, a naphthyl group which may be substituted with a fluorine atom, a phenanthryl group which may be substituted with a fluorine atom, a pyridyl group which may be substituted with a fluorine atom, a carbazolyl group which may be substituted with a fluorine atom, a dibenzothienyl group which may be substituted with a fluorine atom, a dibenzofuranyl group which may be substituted with a fluorine atom, O, S, N or NE. 501 and a group substituted with one or more groups selected from the group consisting of a structure represented by formula (601):
[18] Lcy 501 However, each independently, (xvii) A phenylene group, a biphenylene group, a terphenylene group, a naphthylene group, a fluorenediyl group, a spirobifluorenediyl group, a 9,9-dimethylfluorenediyl group, a 9,9-diphenylfluorenediyl group, a benzofluorenediyl group, a phenanthrene diyl group, a fluoranthene diyl group, a triphenylenediyl group, an anthracene diyl group, a pyrene diyl group, a chrysene diyl group, a perylene diyl group, a benzochrysene diyl group, a dibenzochrysene diyl group, a triptycenediyl group, a corannulenediyl group, a pyridinediyl group, a pyrimidin ... a pyrazinediyl group, a triazinediyl group, a carbazolediyl group, a furandiyl group, a thiophenediyl group, a benzofurandiyl group, a benzothiophenediyl group, a dibenzofurandiyl group, a dibenzothiophene group, a thiazolediyl group, a thiadiazolediyl group, a thianthenediyl group, an acridinediyl group, a dihydroacridinediyl group, a phenoxazinediyl group, a phenothiazinediyl group, a benzothiazolediyl group, an adamantanediyl group, a diamantanediyl group, a norbornenediyl group, or a cyclohexanediyl group, (xviii) the group represented by (xvii) is a group substituted with one or more groups selected from the group consisting of a methyl group, an ethyl group, a methoxy group, an ethoxy group, a trifluoromethyl group, a trifluoromethoxy group, a perfluoroalkyl group having 2 to 10 carbon atoms, a perfluoroalkoxy group having 2 to 10 carbon atoms, a cyano group, a deuterium atom, a fluorine atom, a phenyl group which may be substituted with a fluorine atom, a biphenylyl group which may be substituted with a fluorine atom, a naphthyl group which may be substituted with a fluorine atom, a phenanthryl group which may be substituted with a fluorine atom, a pyridyl group which may be substituted with a fluorine atom, a carbazolyl group which may be substituted with a fluorine atom, a dibenzothienyl group which may be substituted with a fluorine atom, a dibenzofuranyl group which may be substituted with a fluorine atom, and a structure represented by formula (601), or (xix) The compound according to any one of
[11] to
[17] , which is a single bond.
[19] L 511 However, each independently, (xx) a phenylene group, a biphenylene group, a terphenylene group, a naphthylene group, a fluorenediyl group, a spirobifluorenediyl group, a 9,9-dimethylfluorenediyl group, a 9,9-diphenylfluorenediyl group, a benzofluorenediyl group, a phenanthrene diyl group, a fluoranthene diyl group, a triphenylenediyl group, an anthracene diyl group, a pyrene diyl group, a chrysene diyl group, a perylene diyl group, a benzochrysene diyl group, a dibenzochrysene diyl group, a triptycenediyl group, a corannulenediyl group, a pyridine diyl group, a pyrimidine diyl group, pyrazinediyl group, triazinediyl group, carbazolediyl group, furandiyl group, thiophenediyl group, benzofurandiyl group, benzothiophenediyl group, dibenzofurandiyl group, dibenzothiophene group, thiazolediyl group, thiadiazolediyl group, thianthenediyl group, acridinediyl group, dihydroacridinediyl group, phenoxazinediyl group, phenothiazinediyl group, benzothiazolediyl group, adamantanediyl group, diamantanediyl group, norbornenediyl group, or cyclohexanediyl group, (xxi) the group represented by (xx) is a group substituted with one or more groups selected from the group consisting of a methyl group, an ethyl group, a methoxy group, an ethoxy group, a trifluoromethyl group, a trifluoromethoxy group, a perfluoroalkyl group having 2 to 10 carbon atoms, a perfluoroalkoxy group having 2 to 10 carbon atoms, a cyano group, a deuterium atom, a fluorine atom, a phenyl group which may be substituted with a fluorine atom, a biphenylyl group which may be substituted with a fluorine atom, a naphthyl group which may be substituted with a fluorine atom, a phenanthryl group which may be substituted with a fluorine atom, a pyridyl group which may be substituted with a fluorine atom, a carbazolyl group which may be substituted with a fluorine atom, a dibenzothienyl group which may be substituted with a fluorine atom, a dibenzofuranyl group which may be substituted with a fluorine atom, and a structure represented by formula (601), or (xxii) The compound according to any one of
[11] to
[18] , which is a single bond.
[20] Rf 511 However, each independently, (xxiii) a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, a fluorenyl group, a spirobifluorenyl group, a 9,9-dimethylfluorenyl group, a 9,9-diphenylfluorenyl group, a benzofluorenyl group, a phenanthryl group, a fluoranthenyl group, a triphenylyl group, an anthryl group, a pyrenyl group, a chrysenyl group, a perylenyl group, a benzochrysenyl group, a dibenzochrysenyl group, a triptycenyl group, a corannulenyl group, a pyridyl group, a pyrimidinyl group a pyrazyl group, a triazyl group, a carbazolyl group, a furanyl group, a thienyl group, a benzofuranyl group, a benzothienyl group, a dibenzofuranyl group, a dibenzothienyl group, a thiazolyl group, a thiadiazolyl group, a thianthryl group, an acridyl group, a dihydroacridyl group, a phenoxazyl group, a phenothiazyl group, a dibenzo-1,4-dioxinyl group, a benzothiazolyl group, an adamantyl group, a diamantyl group, a norbornyl group, or a cyclohexyl group, or (xxiv) The compound according to any one of
[11] to
[19] , wherein the group represented by (xxiii) is a group substituted with one or more groups selected from the group consisting of a methyl group, an ethyl group, a methoxy group, an ethoxy group, a trifluoromethyl group, a trifluoromethoxy group, a perfluoroalkyl group having 2 to 10 carbon atoms, a perfluoroalkoxy group having 2 to 10 carbon atoms, a cyano group, a deuterium atom, a fluorine atom, a phenyl group which may be substituted with a fluorine atom, a biphenylyl group which may be substituted with a fluorine atom, a naphthyl group which may be substituted with a fluorine atom, a phenanthryl group which may be substituted with a fluorine atom, a pyridyl group which may be substituted with a fluorine atom, a carbazolyl group which may be substituted with a fluorine atom, a dibenzothienyl group which may be substituted with a fluorine atom, a dibenzofuranyl group which may be substituted with a fluorine atom, and a structure represented by formula (601).
[21] X 501 is N, O, or S.
[22] R 501 and R 502 is a fluorine atom or a group represented by formula (601).
[23] A thin film for metal patterning, which comprises the material for metal patterning according to any one of [1] to
[10] and is capable of patterning a metal film or a metal laminate film.
[24] The thin film for metal patterning according to
[23] , which has a water contact angle of 90° or more.
[25] An organic electroluminescence device comprising a cathode, The cathode is Contains at least one selected from the group consisting of ytterbium, magnesium, silver, aluminum, lithium fluoride, and an alloy of magnesium and silver, The metal patterning material is patterned, The metal patterning material comprises the compound according to any one of
[11] to
[22] .
[26] Forming an organic material pattern containing a metal patterning material according to any one of [1] to
[10] or a compound according to any one of
[11] to
[22] ; 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.
[27] An electronic device comprising the material for metal patterning according to any one of [1] to
[10] or the compound according to any one of
[11] to
[22] . Effect of the Invention
[0025] According to the present invention, it is possible to provide a material for metal patterning that can highly suppress the formation of a metal thin film on a film surface, a compound that can be suitably used for the material, a thin film for metal patterning that uses the material or compound, an organic electroluminescence element, an electronic device, and a method for forming a metal pattern. [Brief description of the drawings]
[0026] [Figure 1A] FIG. 13 is a diagram showing the results of transmittance measurement before metal deposition in Example 1-3″. [Figure 1B] FIG. 1 shows the results of transmittance measurement after metal deposition in Example 1-3″. [Figure 2A] FIG. 13 is a diagram showing the results of transmittance measurement before metal deposition in Example 2-4″. [Figure 2B] FIG. 13 is a diagram showing the results of transmittance measurement after metal deposition in Example 2-4″. [Figure 3A] FIG. 13 is a diagram showing the results of transmittance measurement before metal deposition in Example 3-3″. [Figure 3B] FIG. 13 is a diagram showing the results of transmittance measurement after metal deposition in Example 3-3″. [Figure 4A] FIG. 13 is a diagram showing the results of transmittance measurement before metal deposition in Comparative Example 4-1″. [Figure 4B] FIG. 13 is a diagram showing the results of transmittance measurement after metal deposition in Comparative Example 4-1″. [Figure 5A] FIG. 13 is a diagram showing the results of transmittance measurement before metal deposition in Comparative Example 5-4″. [Figure 5B] FIG. 13 is a diagram showing the results of transmittance measurement after metal deposition in Comparative Example 5-4″. [Figure 6A] FIG. 13 is a diagram showing the results of transmittance measurement before metal deposition in Example 6-2″. [Figure 6B] FIG. 13 is a diagram showing the results of transmittance measurement after metal deposition in Example 6-2″. [Figure 7A] FIG. 13 is a diagram showing the results of transmittance measurement before metal deposition in Example 7-4″. [Figure 7B] FIG. 13 is a diagram showing the results of transmittance measurement after metal deposition in Example 7-4″. [Figure 8A] FIG. 13 is a diagram showing the results of transmittance measurement before metal deposition in Example 8-1″. [Figure 8B] FIG. 13 is a diagram showing the results of transmittance measurement after metal deposition in Example 8-1″. [Figure 9A] FIG. 13 is a diagram showing the results of transmittance measurement before metal deposition in Example 9-1″. [Figure 9B] FIG. 1 shows the results of transmittance measurement after metal deposition in Example 9-1″. [Figure 10A] FIG. 13 is a diagram showing the results of transmittance measurement before metal deposition in Example 10-1″. [Figure 10B] FIG. 1 shows the results of transmittance measurement after metal deposition in Example 10-1″. [Figure 11A] FIG. 11 is a diagram showing the results of transmittance measurement before metal deposition in Example 11-1″. [Figure 11B] FIG. 13 is a diagram showing the results of transmittance measurement after metal deposition in Example 11-1″. [Figure 12A] FIG. 13 is a diagram showing the results of transmittance measurement before metal deposition in Example 12-1″. [Figure 12B] FIG. 13 is a diagram showing the results of transmittance measurement after metal deposition in Example 12-1″. [Figure 13A]FIG. 13 is a diagram showing the results of transmittance measurement before metal deposition in Example 13-1″. [Figure 13B] FIG. 13 is a diagram showing the results of transmittance measurement after metal deposition in Example 13-1″. [Figure 14A] FIG. 13 is a diagram showing the results of transmittance measurement before metal deposition in Comparative Example 14-1″. [Figure 14B] FIG. 13 is a diagram showing the results of transmittance measurement after metal deposition in Comparative Example 14-1″. [Figure 15A] FIG. 13 is a diagram showing the results of transmittance measurement before metal deposition in Comparative Example 15-1″. [Figure 15B] FIG. 13 is a diagram showing the results of transmittance measurement after metal deposition in Comparative Example 15-1″. [Figure 16A] FIG. 13 is a diagram showing the results of transmittance measurement before metal deposition in Comparative Example 16-1″. [Figure 16B] FIG. 13 is a diagram showing the results of transmittance measurement after metal deposition in Comparative Example 16-1″. [Figure 17A] FIG. 13 is a diagram showing the results of transmittance measurement before metal deposition in Comparative Example 17-1″. [Figure 17B] FIG. 13 is a diagram showing the results of transmittance measurement after metal deposition in Comparative Example 17-1″. [Figure 18A] FIG. 13 is a diagram showing the results of transmittance measurement before metal deposition in Comparative Example 18-1″. [Figure 18B] FIG. 13 is a diagram showing the results of transmittance measurement after metal deposition in Comparative Example 18-1″. DETAILED DESCRIPTION OF THE PREFERRED EMBODIMENTS
[0027] Hereinafter, a material for metal patterning, a compound, a thin film for metal patterning, an organic electroluminescence element, an electronic device, and a method for forming a metal pattern according to one embodiment of the present disclosure will be described in detail. <Metal patterning materials> The metal patterning material of the present embodiment includes a compound having a skeleton represented by the following formula (101) or the following formula (102) in the molecule as a partial structure, and has a molecular weight of 600 or more:
[0028] [ka]
[0029] During the ceremony, X 101 , and X 102 each independently represents N, S or O; B represents a hydrocarbon having 1 to 10 carbon atoms substituted with at least one or more fluorine atoms, a hydrocarbon ring having 6 to 26 carbon atoms substituted with at least one or more fluorine atoms, a heterocycle having 3 to 26 carbon atoms substituted with at least one or more fluorine atoms, or a group represented by the following formula (111): C and D each independently represent a substituted hydrocarbon ring having 6 to 26 carbon atoms, a substituted heterocycle having 3 to 26 carbon atoms, or a group represented by the following formula (111), and at least one of them represents a fluorine atom or a group represented by the following formula (111): E represents a substituted hydrocarbon having 1 to 10 carbon atoms, a substituted hydrocarbon ring having 6 to 26 carbon atoms, a substituted heterocycle having 3 to 26 carbon atoms, or a group represented by the following formula (111): A 101 , and A 102 are each independently an optionally substituted hydrocarbon ring having 6 to 26 carbon atoms, or represents an optionally substituted heterocycle having 3 to 26 carbon atoms; C is A 101 is a substituent at any position of one or more of the rings represented by the formula: D is A 102 is a substituent at any position of one or more of the two rings represented by the formula: Each a101 independently represents an integer from 1 to 4; Each a102 independently represents an integer from 1 to 8; Each a103 independently represents an integer of 0 to 1; Each b111 independently represents an integer from 0 to 12; Each c111 independently represents an integer from 1 to 6; In formula (101), * represents one or more bonds, and each of the bonds independently represents one end of X 101 and a six-membered ring containing A 101 is bonded to one or more of the rings represented by the formula: In formula (102), * represents one or more bonds, and each of the bonds independently represents one end of A 102 Of the two rings represented by the formula:
[0030] The metal patterning material is a compound represented by the above formula (101) that has both a six-membered ring structure containing a nitrogen atom and a substituent represented by B or C, and thus can highly suppress the formation of a thin metal film on the film surface.
[0031] When the metal patterning material is a compound represented by the above formula (102), which has both a six-membered ring structure containing a nitrogen atom and a substituent represented by B or D, the formation of a thin metal film on the film surface can be highly suppressed. <X 101 , and X 102 About > X 101 The six-membered ring structure containing may or may not contain a double bond in the structure.
[0032] X 101 , and X 102 each independently represents N, O or S. 101 , and A 102 About > A 101 , and A 102 each independently represents an optionally substituted hydrocarbon ring having 6 to 26 carbon atoms, or an optionally substituted heterocycle having 3 to 26 carbon atoms.
[0033] Examples of the hydrocarbon ring include a monocyclic, linked or fused aromatic hydrocarbon ring; a cyclic aliphatic hydrocarbon ring. Examples of the heterocycle include a monocyclic, linked or fused heteroaromatic ring; a monocyclic, linked or fused non-aromatic heterocycle.
[0034] A 101 , and A 102 A hydrocarbon ring having 6 to 26 carbon atoms or a heterocycle having 3 to 26 carbon atoms, represented by (i) a benzene ring, a naphthalene ring, a fluorene ring, a spirobifluorene ring, a phenanthrene ring, a fluoranthene ring, a triphenylene ring, a pyrene ring, an anthracene ring, a chrysene ring, a perylene ring, a cyclopentane ring, a cyclohexane ring, a norbornane ring, an adamantane ring, a pyridine ring, a pyrazine ring, a thiophene ring, a benzothiophene ring, a dibenzothiophene ring, a furan ring, a benzofuran ring, a dibenzofuran ring, a pyrrole ring, an indole ring, a carbazole ring, a piperidine ring, a piperazine ring, a dioxin ring, a benzodioxin ring, or a dibenzodioxin ring, or (ii) The ring represented by (i) above is preferably a ring substituted with one or more groups selected from the group consisting of a methyl group, an ethyl group, a methoxy group, an ethoxy group, a trifluoromethyl group, a trifluoromethoxy group, a perfluoroalkyl group having 2 to 10 carbon atoms, a perfluoroalkoxy group having 2 to 10 carbon atoms, a cyano group, a deuterium atom, a fluorine atom, a phenyl group which may be substituted with a fluorine atom, a biphenylyl group which may be substituted with a fluorine atom, a naphthyl group which may be substituted with a fluorine atom, a phenanthryl group which may be substituted with a fluorine atom, a pyridyl group which may be substituted with a fluorine atom, a carbazolyl group which may be substituted with a fluorine atom, a dibenzothienyl group which may be substituted with a fluorine atom, a dibenzofuranyl group which may be substituted with a fluorine atom, and a structure represented by formula (001).
[0035] A 101 , and A 102 A hydrocarbon ring having 6 to 26 carbon atoms or a heterocycle having 3 to 26 carbon atoms, represented by (i') a benzene ring, a naphthalene ring, a fluorene ring, a phenanthrene ring, a cyclopentane ring, a cyclohexane ring, a norbornane ring, an adamantane ring, a pyridine ring, a pyrazine ring, a thiophene ring, a benzothiophene ring, a dibenzothiophene ring, a furan ring, a benzofuran ring, a dibenzofuran ring, a pyrrole ring, an indole ring, a carbazole ring, a dioxin ring, a benzodioxin ring, or a dibenzodioxin ring, or (ii') It is more preferable that the ring represented by (i') is a ring substituted with one or more groups selected from the group consisting of a trifluoromethyl group, a trifluoromethoxy group, a perfluoroalkyl group having 2 to 10 carbon atoms, a perfluoroalkoxy group having 2 to 10 carbon atoms, a deuterium atom, a fluorine atom, a phenyl group which may be substituted with a fluorine atom, a naphthyl group which may be substituted with a fluorine atom, a carbazolyl group which may be substituted with a fluorine atom, and a structure represented by formula (001).
[0036] A 101 , and A 102 A hydrocarbon ring having 6 to 26 carbon atoms or a heterocycle having 3 to 26 carbon atoms, represented by (i'') a benzene ring, a naphthalene ring, a fluorene ring, a phenanthrene ring, a cyclopentane ring, a cyclohexane ring, a pyridine ring, a pyrazine ring, a thiophene ring, a benzothiophene ring, a dibenzothiophene ring, a furan ring, a benzofuran ring, a dibenzofuran ring, a pyrrole ring, a carbazole ring, a benzodioxin ring, or a dibenzodioxin ring, or (ii'') It is further preferable that the ring represented by (i'') is a ring substituted with one or more groups selected from the group consisting of a trifluoromethyl group, a trifluoromethoxy group, a perfluoroalkyl group having 2 to 10 carbon atoms, a perfluoroalkoxy group having 2 to 10 carbon atoms, a deuterium atom, a fluorine atom, a phenyl group which may be substituted with a fluorine atom, a naphthyl group which may be substituted with a fluorine atom, a carbazolyl group which may be substituted with a fluorine atom, and a structure represented by formula (001).
[0037] A 101 , and A 102A hydrocarbon ring having 6 to 26 carbon atoms or a heterocycle having 3 to 26 carbon atoms, represented by (i''') a benzene ring, a naphthalene ring, a fluorene ring, a phenanthrene ring, a cyclohexane ring, a pyridine ring, a pyrazine ring, a thiophene ring, a benzothiophene ring, a dibenzothiophene ring, a furan ring, a benzofuran ring, a dibenzofuran ring, a pyrrole ring, a carbazole ring, a benzodioxin ring, or a dibenzodioxin ring, or (ii''') It is even more preferable that the ring represented by (i''') is a ring substituted with one or more groups selected from the group consisting of a trifluoromethyl group, a trifluoromethoxy group, a perfluoroalkyl group having 2 to 10 carbon atoms, a perfluoroalkoxy group having 2 to 10 carbon atoms, a deuterium atom, a fluorine atom, a phenyl group which may be substituted with a fluorine atom, and a structure represented by formula (001).
[0038] A 101 , and A 102 When the ring is a substituted hydrocarbon ring or a substituted hetero ring, the above-mentioned substituents on these rings are each independently A linear, branched, or cyclic aliphatic hydrocarbon group having 1 to 18 carbon atoms; A linear, branched, or cyclic alkoxy group having 1 to 18 carbon atoms, an aromatic hydrocarbon group having 6 to 20 carbon atoms; a heteroaromatic group having 3 to 20 carbon atoms; Fluorine atom, deuterium atom, A structure represented by formula (001), and a combination of these groups.
[0039] A 101 is preferably an optionally substituted benzene ring. 102 At least one of A is preferably an optionally substituted benzene ring, 102 It is more preferable that the two of them are optionally substituted benzene rings.
[0040] A 101, and A 102 Each of these preferably independently has at least one substituent selected from the group consisting of (Z) below:
[0041] (Z) a fluorine atom, a difluoromethyl group, a trifluoromethyl group, or a structure represented by the formula (001). <Bについて> Each B is independently a hydrocarbon having 1 to 10 carbon atoms substituted with at least one fluorine atom, a hydrocarbon ring having 6 to 26 carbon atoms substituted with at least one fluorine atom, a heterocycle having 3 to 26 carbon atoms substituted with at least one fluorine atom, or a group represented by formula (111). Examples of the hydrocarbon include a monocyclic, linked or fused aromatic hydrocarbon ring; a cyclic aliphatic hydrocarbon ring. Examples of the heterocycle include a monocyclic, linked or fused heteroaromatic ring; and a monocyclic, linked or fused non-aromatic heterocycle. A hydrocarbon having 1 to 10 carbon atoms substituted with at least one fluorine atom, a hydrocarbon ring having 6 to 26 carbon atoms substituted with at least one fluorine atom, or a heterocycle having 3 to 26 carbon atoms substituted with at least one fluorine atom, represented by B, (v) A phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, a fluorenyl group, a spirobifluorenyl group, a 9,9-dimethylfluorenyl group, a 9,9-diphenylfluorenyl group, a benzofluorenyl group, a phenanthryl group, a fluoranthenyl group, a triphenylyl group, an anthryl group, a pyrenyl group, a chrysenyl group, a perylenyl group, a benzochrysenyl group, a dibenzochrysenyl group, a triptycenyl group, a corannulenyl group, a pyrimyl group, a pyrimidyl group, a pyrazyl group, a triazyl group, a carbazolyl group, a furanyl group, a thienyl group, a benzofuranyl group, a benzothienyl group, a dibenzofuranyl group, a dibenzothienyl group, a thiazolyl group, a thiadiazolyl group, a thianthryl group, an acridyl group, a dihydroacridyl group, a phenoxazyl group, a phenothiazyl group, a benzothiazolyl group, an adamantyl group, a diamantyl group, a norbornyl group, a cyclohexyl group, or an Rf 111 ,or, (vi) The group represented by (v) is preferably a group substituted with one or more groups selected from the group consisting of a methyl group, an ethyl group, a methoxy group, an ethoxy group, a trifluoromethyl group, a trifluoromethoxy group, a perfluoroalkyl group having 2 to 10 carbon atoms, a perfluoroalkoxy group having 2 to 10 carbon atoms, a cyano group, a deuterium atom, a fluorine atom, a phenyl group which may be substituted with a fluorine atom, a biphenylyl group which may be substituted with a fluorine atom, a naphthyl group which may be substituted with a fluorine atom, a phenanthryl group which may be substituted with a fluorine atom, a pyridyl group which may be substituted with a fluorine atom, a carbazolyl group which may be substituted with a fluorine atom, a dibenzothienyl group which may be substituted with a fluorine atom, a dibenzofuranyl group which may be substituted with a fluorine atom, and a structure represented by formula (001). A hydrocarbon having 1 to 10 carbon atoms substituted with at least one fluorine atom, a hydrocarbon ring having 6 to 26 carbon atoms substituted with at least one fluorine atom, or a heterocycle having 3 to 26 carbon atoms substituted with at least one fluorine atom, represented by B, (v') a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, a fluorenyl group, a spirobifluorenyl group, a 9,9-dimethylfluorenyl group, a 9,9-diphenylfluorenyl group, a phenanthryl group, a fluoranthenyl group, an anthryl group, a pyrenyl group, a benzochrysenyl group, a dibenzochrysenyl group, a triptycenyl group, a corannulenyl group, a pyridyl group, a pyrimidyl group, a pyrazyl group, a triazyl group, a carbazolyl group, a furanyl group, a thienyl group, a benzofuranyl group, a benzothienyl group, a dibenzofuranyl group, a dibenzothienyl group, a thiazolyl group, a thiadiazolyl group, a thianthryl group, an acridyl group, a dihydroacridyl group, a phenoxazyl group, a phenothiazyl group, a benzothiazolyl group, an adamantyl group, a diamantyl group, a norbornyl group, a cyclohexyl group, or an Rf 111 ,or, (vi') It is more preferable that the group represented by (v') is a group substituted with one or more groups selected from the group consisting of a methyl group, an ethyl group, a methoxy group, an ethoxy group, a trifluoromethyl group, a trifluoromethoxy group, a perfluoroalkyl group having 2 to 10 carbon atoms, a perfluoroalkoxy group having 2 to 10 carbon atoms, a deuterium atom, a fluorine atom, a phenyl group which may be substituted with a fluorine atom, a biphenylyl group which may be substituted with a fluorine atom, a naphthyl group which may be substituted with a fluorine atom, a phenanthryl group which may be substituted with a fluorine atom, a pyridyl group which may be substituted with a fluorine atom, a carbazolyl group which may be substituted with a fluorine atom, a dibenzothienyl group which may be substituted with a fluorine atom, a dibenzofuranyl group which may be substituted with a fluorine atom, and a structure represented by formula (001). A hydrocarbon having 1 to 10 carbon atoms substituted with at least one fluorine atom, a hydrocarbon ring having 6 to 26 carbon atoms substituted with at least one fluorine atom, or a heterocycle having 3 to 26 carbon atoms substituted with at least one fluorine atom, represented by B, (v'') a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, a fluorenyl group, a spirobifluorenyl group, a 9,9-dimethylfluorenyl group, a 9,9-diphenylfluorenyl group, a phenanthryl group, a fluoranthenyl group, an anthryl group, a pyrenyl group, a benzochrysenyl group, a pyridyl group, a pyrimidyl group, a pyrazyl group, a triazyl group, a carbazolyl group, a furanyl group, a thienyl group, a benzofuranyl group, a benzothienyl group, a dibenzofuranyl group, a dibenzothienyl group, a thianthryl group, an acridyl group, a dihydroacridyl group, a phenoxazyl group, a phenothiazyl group, a benzothiazolyl group, an adamantyl group, a diamantyl group, a norbornyl group, a cyclohexyl group, or a Rf 111 ,or, (vi″v) It is even more preferable that the group represented by (v″) is a group substituted with one or more groups selected from the group consisting of a methyl group, an ethyl group, a methoxy group, an ethoxy group, a trifluoromethyl group, a trifluoromethoxy group, a perfluoroalkyl group having 2 to 10 carbon atoms, a perfluoroalkoxy group having 2 to 10 carbon atoms, a deuterium atom, a fluorine atom, a phenyl group which may be substituted with a fluorine atom, a biphenylyl group which may be substituted with a fluorine atom, a naphthyl group which may be substituted with a fluorine atom, a phenanthryl group which may be substituted with a fluorine atom, a pyridyl group which may be substituted with a fluorine atom, a carbazolyl group which may be substituted with a fluorine atom, and a structure represented by formula (001). A hydrocarbon having 1 to 10 carbon atoms substituted with at least one fluorine atom, a hydrocarbon ring having 6 to 26 carbon atoms substituted with at least one fluorine atom, or a heterocycle having 3 to 26 carbon atoms substituted with at least one fluorine atom, represented by B, (v''') a phenyl group, a biphenyl group, a naphthyl group, a fluorenyl group, a phenanthryl group, a triphenylyl group, a pyridyl group, a pyrimidyl group, a pyrazyl group, a triazyl group, a carbazolyl group, a dibenzofuranyl group, a dibenzothienyl group, a thiazolyl group, an adamantyl group, a diamantyl group, a cyclohexyl group, or (vi''') It is particularly preferable that the group represented by (v''') is a group substituted with one or more groups selected from the group consisting of a trifluoromethyl group, a trifluoromethoxy group, a perfluoroalkyl group having 2 to 10 carbon atoms, a perfluoroalkoxy group having 2 to 10 carbon atoms, a fluorine atom, a phenyl group which may be substituted with a fluorine atom, a biphenylyl group which may be substituted with a fluorine atom, a naphthyl group which may be substituted with a fluorine atom, a pyridyl group which may be substituted with a fluorine atom, and a structure represented by formula (001). <Eについて> A substituted hydrocarbon having 1 to 10 carbon atoms, a substituted hydrocarbon ring having 6 to 26 carbon atoms, a substituted aromatic hydrocarbon ring having 6 to 26 carbon atoms, or a substituted heterocycle having 3 to 26 carbon atoms, represented by E, (vii) A phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, a fluorenyl group, a spirobifluorenyl group, a 9,9-dimethylfluorenyl group, a 9,9-diphenylfluorenyl group, a benzofluorenyl group, a phenanthryl group, a fluoranthenyl group, a triphenylyl group, an anthryl group, a pyrenyl group, a chrysenyl group, a perylenyl group, a benzochrysenyl group, a dibenzochrysenyl group, a triptycenyl group, a corannulenyl group, a pyridyl group, a pyrimidyl group, a pyrazyl group, a triazyl group, a carbazolyl group, a furanyl group, a thienyl group, a benzofuranyl group, a benzothienyl group, a dibenzofuranyl group, a nyl group, dibenzothienyl group, thiazolyl group, thiadiazolyl group, thianthryl group, acridyl group, dihydroacridyl group, phenoxazyl group, phenothiazyl group, benzothiazolyl group, adamantyl group, diamantyl group, norbornyl group, cyclohexyl group, methyl group, ethyl group, propyl group, isopropyl group, butyl group, isobutyl group, heptyl group, octyl group, nonyl group, decyl group, undecyl group, dodecyl group, tridecyl group, tetradecyl group, pentadecyl group, hexadecyl group, heptadecyl group, octadecyl group, nonadecyl group, eicodecyl group, carbazolyl group, or (viii) The group represented by (vii) is preferably a group substituted with one or more groups selected from the group consisting of structures represented by 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 methoxy group, an ethoxy group, an alkoxy group having 3 to 10 carbon atoms, a cyano group, a deuterium atom, a phenyl group, a biphenylyl group, a naphthyl group, a phenanthryl group, a carbazolyl group, a dibenzothienyl group, and a dibenzofuranyl group.
[0042] A substituted hydrocarbon having 1 to 10 carbon atoms, a substituted hydrocarbon ring having 6 to 26 carbon atoms, a substituted aromatic hydrocarbon ring having 6 to 26 carbon atoms, or a substituted heterocycle having 3 to 26 carbon atoms, represented by E, (vii') A phenyl group, a biphenyl group, a naphthyl group, a fluorenyl group, a 9,9-dimethylfluorenyl group, a 9,9-diphenylfluorenyl group, a phenanthryl group, a triphenylyl group, an anthryl group, a pyrenyl group, a dibenzochrysenyl group, a pyridyl group, a pyrimidyl group, a pyrazyl group, a triazyl group, a carbazolyl group, a furanyl group, a benzofuranyl group, a benzothienyl group, a dibenzofuranyl group, a dibenzothienyl group, a thiazolyl group, a thiadiazolyl group, a thianthry ... a phenyl group, a phenoxazyl group, a phenothiazyl group, a benzothiazolyl group, an adamantyl group, a diamantyl group, a norbornyl group, a cyclohexyl group, 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, or (viii') It is more preferable that the group represented by (vii') is a group substituted with one or more groups selected from the group consisting of structures represented by 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 methoxy group, an ethoxy group, an alkoxy group having 3 to 10 carbon atoms, a phenyl group, a biphenylyl group, a naphthyl group, a phenanthryl group, a carbazolyl group, a dibenzothienyl group, and a dibenzofuranyl group.
[0043] A substituted hydrocarbon having 1 to 10 carbon atoms, a substituted hydrocarbon ring having 6 to 26 carbon atoms, a substituted aromatic hydrocarbon ring having 6 to 26 carbon atoms, or a substituted heterocycle having 3 to 26 carbon atoms, represented by E, (vii'') a phenyl group, a biphenyl group, a naphthyl group, a fluorenyl group, a 9,9-dimethylfluorenyl group, a triphenylyl group, a pyridyl group, a pyrimidyl group, a pyrazyl group, a triazyl group, a carbazolyl group, a furanyl group, a benzofuranyl group, a benzothienyl group, a dibenzofuranyl group, a phenoxazyl group, a phenothiazyl group, an adamantyl group, a diamantyl group, a norbornyl group, a cyclohexyl group, 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, a carbazolyl group, or (viii'') It is further preferable that the group represented by (vii'') is a group substituted with one or more groups selected from the group consisting of structures represented by 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 dodecyl group, a methoxy group, an ethoxy group, an alkoxy group having 3 to 10 carbon atoms, a phenyl group, a biphenylyl group, a naphthyl group, a phenanthryl group, a carbazolyl group, a dibenzothienyl group, and a dibenzofuranyl group. <CおよびDについて> C and D each independently represent a fluorine atom or a group represented by the following formula (111):
[0044] [ka]
[0045] L 111 are each independently an optionally substituted monocyclic, linked or fused ring divalent aromatic hydrocarbon group having 6 to 26 carbon atoms; an optionally substituted monocyclic, linked or fused ring divalent heteroaromatic group having 3 to 26 carbon atoms; an optionally substituted linear, branched or cyclic divalent aliphatic hydrocarbon group having 1 to 18 carbon atoms; Represents O or S; Rf 111 are each independently represents a fluoroalkyl structure having one or more carbon atoms and containing one or more fluorine atoms; R 111 are each independently an optionally substituted monocyclic, linked or fused ring aromatic hydrocarbon group having 6 to 26 carbon atoms; an optionally substituted monocyclic, linked or fused ring heteroaromatic group having 3 to 26 carbon atoms; An optionally substituted linear, branched, or cyclic aliphatic hydrocarbon group having 1 to 18 carbon atoms, or Rf 111 Represents; Each b111 independently represents an integer of 0 to 12.
[0046] Each c111 independently represents an integer of 1 to 6.
[0047] In formula (111), * represents a bond bonded to the partial structure. <L 111 About > L 111 The monocyclic, linked, or condensed divalent aromatic hydrocarbon group represented by the following formula (I) is preferably a phenylene group or a structure in which a plurality of benzene rings are linked or condensed.
[0048] L 111 The monocyclic, linked or condensed divalent heteroaromatic group represented by the following formula (I) is preferably a 5-membered or 6-membered ring or a structure in which these are condensed, and has a heteroatom of N, O or S.
[0049] L 111 a monocyclic, linked ring, or fused ring divalent aromatic hydrocarbon group represented by the formula: (iii) a phenylene group, a biphenylene group, a terphenylene group, a naphthylene group, a fluorenediyl group, a spirobifluorenediyl group, a 9,9-dimethylfluorenediyl group, a 9,9-diphenylfluorenediyl group, a benzofluorenediyl group, a phenanthrene diyl group, a fluoranthene diyl group, a triphenylenediyl group, an anthracene diyl group, a pyrene diyl group, a chrysene diyl group, a perylene diyl group, a benzochrysene diyl group, a dibenzochrysene diyl group, a triptycenediyl group, a corannulenediyl group, a pyridinediyl group, a pyrimidinediyl group, or a pyrazinediyl group , triazinediyl group, carbazolediyl group, furandiyl group, thiophenediyl group, benzofurandiyl group, benzothiophenediyl group, dibenzofurandiyl group, dibenzothiophene group, thiazolediyl group, thiadiazolediyl group, thianthenediyl group, acridinediyl group, dihydroacridinediyl group, phenoxazinediyl group, phenothiazinediyl group, benzothiazolediyl group, methylene group, ethylene group, propylene group, adamantanediyl group, diamantanediyl group, norbornenediyl group, cyclohexanediyl group, O, S, N or NE 201 ,or, (iv) The group represented by (iii) is preferably a group substituted with one or more groups selected from the group consisting of a methyl group, an ethyl group, a methoxy group, an ethoxy group, a trifluoromethyl group, a trifluoromethoxy group, a perfluoroalkyl group having 2 to 10 carbon atoms, a perfluoroalkoxy group having 2 to 10 carbon atoms, a cyano group, a deuterium atom, a fluorine atom, a phenyl group which may be substituted with a fluorine atom, a biphenylyl group which may be substituted with a fluorine atom, a naphthyl group which may be substituted with a fluorine atom, a phenanthryl group which may be substituted with a fluorine atom, a pyridyl group which may be substituted with a fluorine atom, a carbazolyl group which may be substituted with a fluorine atom, a dibenzothienyl group which may be substituted with a fluorine atom, a dibenzofuranyl group which may be substituted with a fluorine atom, and a structure represented by formula (001).
[0050] L 111is a substituted divalent aromatic hydrocarbon group, a substituted divalent heteroaromatic group, or a substituted divalent cyclic aliphatic hydrocarbon group, the substituents on these groups are each independently A linear, branched, or cyclic aliphatic hydrocarbon group having 1 to 18 carbon atoms; A linear, branched, or cyclic alkoxy group having 1 to 18 carbon atoms, an aromatic hydrocarbon group having 6 to 20 carbon atoms; a heteroaromatic group having 3 to 20 carbon atoms; Fluorine atom, deuterium atom, A structure represented by the formula (001) described below, and a combination of these groups. <Rf 111 About > Rf 111 The fluoroalkyl structure having one or more carbon atoms and containing one or more fluorine atoms as the above is preferably represented by the following formula (001).
[0051] [ka]
[0052] During the ceremony, Rf 001 are each independently represents a linear, branched or cyclic aliphatic hydrocarbon group having 1 to 18 carbon atoms which may be substituted with a fluorine atom; L 001 are each independently a linear, branched or cyclic divalent aliphatic hydrocarbon group having 1 to 18 carbon atoms which may be substituted with O, S, N or a fluorine atom, or represents a vinylene group which may be substituted with a fluorine atom; a001 each independently represents an integer from 0 to 4; a002 each independently represents an integer from 1 to 4; Rf 001can suppress the formation of a metal film on the film surface, and therefore, independently, the proportion of carbon atoms directly bonded to fluorine atoms among the carbon atoms forming the fluoroalkyl structure is preferably 30% or more, more preferably 50% or more, even more preferably 60% or more, even more preferably 70% or more, and particularly preferably 80% or more.
[0053] Rf 001 are each independently substituted with at least one fluorine atom, since they can suppress the formation of a metal film on the film surface. More preferred are methyl, ethyl, n-propyl, n-butyl, n-pentyl, n-hexyl, n-heptyl, n-octyl, and alkyl groups that are structurally isomeric with these alkyl groups, as well as cyclopropyl, cyclobutyl, cyclopentyl, 1-methylcyclopentyl, cyclopentylmethyl, cyclohexyl, and adamantyl groups.
[0054] L 001 can suppress the formation of a metal film on the film surface, and therefore, O, S, N or may be substituted with a fluorine atom, Methyl group, ethyl group, n-propyl group, n-butyl group, n-pentyl group, n-hexyl group, n-heptyl group, n-octyl group, and alkyl groups which are structurally isomeric with these alkyl groups, as well as cyclopropyl group, cyclobutyl group, cyclopentyl group, 1-methylcyclopentyl group, cyclopentylmethyl group, cyclohexyl group, and adamantyl group, or A vinylene group is more preferred.
[0055] Each a001 independently is preferably 0 to 3, and more preferably 0 to 2.
[0056] Each a002 independently is preferably 1 to 3, and more preferably 1 or 2.
[0057] The number of carbon atoms in the fluoroalkyl structure is preferably 1 or more and 36 or less, more preferably 1 or more and 34 or less, and even more preferably 1 or more and 32 or less. [Specific examples of fluoroalkyl structures] The fluoroalkyl structure may be, for example, any of the structures shown in (AAA1) to (AAA126) below.
[0058] In addition, the mark "*" used in the following structures indicates a binding site.
[0059] [ka]
[0060] [ka]
[0061] [ka]
[0062] [ka]
[0063] [ka]
[0064] [ka]
[0065] [ka]
[0066] The molecular weight of the above-mentioned metal patterning material is 600 or more, preferably from 600 to 8,000, more preferably from 600 to 6,000, and particularly preferably from 600 to 5,000. ≪Compound≫ The compound of this embodiment is represented by the following formula (501).
[0067] [ka]
[0068] During the ceremony, X 501 represents N or O; Z 501 teeth, represents a group represented by an optionally substituted aliphatic hydrocarbon having 1 to 10 carbon atoms, an optionally substituted aliphatic hydrocarbon ring having 6 to 26 carbon atoms, or an optionally substituted heterocycle having 3 to 26 carbon atoms; Z 502 teeth, an optionally substituted hydrocarbon having 6 to 26 carbon atoms, an optionally substituted hydrocarbon ring having 6 to 26 carbon atoms, or represents an optionally substituted heterocycle having 3 to 26 carbon atoms; R 501 , R 502 are each independently Fluorine atom, or represents a fluoroalkyl structure having one or more carbon atoms and containing one or more fluorine atoms; R 502 N and X 501 a substituent at any position of at least one of two fused benzene rings located on the left and right of a six-membered ring containing M 501 N and X 501 a substituent at any position of at least one of two fused benzene rings located on the left and right of a six-membered ring containing M 501 represents a group represented by the following formula (501-M);
[0069] [ka]
[0070] L 501 are each independently an optionally substituted monocyclic, linked or fused ring divalent aromatic hydrocarbon group having 6 to 26 carbon atoms; an optionally substituted monocyclic, linked or fused ring divalent heteroaromatic group having 3 to 26 carbon atoms; a linear, branched or cyclic divalent aliphatic hydrocarbon having 1 to 18 carbon atoms which may be substituted; O, S or NE 501 Represents; Y 501 are each independently an optionally substituted monocyclic, linked or fused ring, monovalent to tetravalent aromatic hydrocarbon group having 6 to 26 carbon atoms; an optionally substituted monocyclic, linked, or fused ring monovalent to tetravalent heteroaromatic group having 3 to 26 carbon atoms; or represents a cyclic mono- to tetravalent aliphatic hydrocarbon group having 1 to 18 carbon atoms which may be substituted; Lcy 501 are each independently an optionally substituted monocyclic, linked or fused ring divalent aromatic hydrocarbon group having 6 to 26 carbon atoms; an optionally substituted monocyclic, linked or fused ring divalent heteroaromatic group having 3 to 26 carbon atoms; a cyclic divalent aliphatic hydrocarbon group having 3 to 18 carbon atoms which may be substituted; or represents a single bond; E 501 are each independently a fluoroalkyl structure having one or more carbon atoms and containing one or more fluorine atoms; Or, it represents a group represented by the following formula (511):
[0071] [ka]
[0072] L 511 are each independently an optionally substituted monocyclic, linked or fused ring divalent aromatic hydrocarbon group having 6 to 26 carbon atoms; an optionally substituted monocyclic, linked or fused ring divalent heteroaromatic group having 3 to 26 carbon atoms; a cyclic divalent aliphatic hydrocarbon having 3 to 18 carbon atoms which may be substituted; or represents a single bond; Rf 511 are each independently an optionally substituted monocyclic, linked or fused ring aromatic hydrocarbon group having 6 to 26 carbon atoms; an optionally substituted monocyclic, linked or fused ring heteroaromatic group having 3 to 26 carbon atoms; or an optionally substituted cyclic aliphatic hydrocarbon having 3 to 18 carbon atoms; * indicates the bond position.
[0073] Each a501 independently represents an integer from 1 to 8; Each a502 independently represents an integer from 0 to 8; Each b501 independently represents an integer from 0 to 3; c501 and d501 each independently represent an integer from 0 to 3; Each e501 independently represents an integer from 1 to 4; a511 each independently represents an integer from 0 to 4; b511 each independently represents an integer from 1 to 4; However, R 501 each independently represents a fluorine atom or formula (601).
[0074] The compound represented by the above formula (501) is a compound having a six-membered ring structure containing a nitrogen atom and R 501 By combining this compound with a fluoroalkyl structure represented by the following formula (1), the metal patterning material containing this compound can highly inhibit the formation of a metal thin film on the film surface. Therefore, this compound can be suitably used as a metal patterning material. <X501について> X 501 each independently represents N or O. <R 501 , R 502 and Rf 501 About > R 501 , R 502 and Rf 501 The fluoroalkyl structure having one or more carbon atoms and containing one or more fluorine atoms as the above is preferably represented by the following formula (601).
[0075] [ka]
[0076] During the ceremony, Rf 601 are each independently represents a linear, branched or cyclic aliphatic hydrocarbon group having 1 to 18 carbon atoms which may be substituted with a fluorine atom; L 601 are each independently A linear, branched or cyclic divalent aliphatic hydrocarbon group having 1 to 18 carbon atoms which may be substituted with O, S, SO2 or a fluorine atom, or represents a vinylene group which may be substituted with a fluorine atom; Each a601 independently represents an integer of 1 to 4; b601 each independently represents an integer from 0 to 4; Rf 601 can suppress the formation of a metal film on the film surface, and therefore, independently, the proportion of carbon atoms directly bonded to fluorine atoms among the carbon atoms forming the fluoroalkyl structure is preferably 30% or more, more preferably 50% or more, even more preferably 60% or more, even more preferably 70% or more, and particularly preferably 80% or more.
[0077] Rf 601are each independently substituted with at least one fluorine atom, and are therefore more preferably a methyl group, an ethyl group, an n-propyl group, an n-butyl group, an n-pentyl group, an n-hexyl group, an n-heptyl group, an n-octyl group, an alkyl group that is structurally isomeric with these alkyl groups, and a cyclopropyl group, a cyclobutyl group, a cyclopentyl group, a 1-methylcyclopentyl group, a cyclopentylmethyl group, a cyclohexyl group, and an adamantyl group, because they can suppress the formation of a metal film on the film surface.
[0078] L 601 can suppress the formation of a metal film on the film surface, and therefore, O, S, or may be substituted with a fluorine atom, More preferred are a methyl group, an ethyl group, an n-propyl group, an n-butyl group, an n-pentyl group, an n-hexyl group, an n-heptyl group, an n-octyl group, and alkyl groups which are structurally isomeric with these alkyl groups, as well as a cyclopropyl group, a cyclobutyl group, a cyclopentyl group, a 1-methylcyclopentyl group, a cyclopentylmethyl group, a cyclohexyl group, and an adamantyl group, or a vinylene group.
[0079] Each a601 is independently preferably 1 to 3, and more preferably 1 to 2.
[0080] Each b601 independently is preferably 0 to 3, and more preferably 0 to 2.
[0081] The number of carbon atoms in the fluoroalkyl structure is preferably 1 or more and 36 or less, more preferably 1 or more and 34 or less, and even more preferably 1 or more and 32 or less. [Specific examples of fluoroalkyl structures] The fluoroalkyl structure may be, for example, any of the structures shown in (AAA1) to (AAA126) above. <L 501 About > L 501The monocyclic, linked or condensed divalent aromatic hydrocarbon group represented by the following formula (I) is preferably a phenylene group or a structure in which a plurality of benzene rings are linked or condensed.
[0082] L 501 The monocyclic, linked or condensed divalent heteroaromatic group represented by the following formula (I) is preferably a 5-membered ring, a 6-membered ring or a structure in which these are condensed, and has a heteroatom of N, O or S.
[0083] L 501 a monocyclic, linked or fused ring divalent aromatic hydrocarbon group represented by: (ix) a phenylene group, a biphenylene group, a terphenylene group, a naphthylene group, a fluorenediyl group, a spirobifluorenediyl group, a 9,9-dimethylfluorenediyl group, a 9,9-diphenylfluorenediyl group, a benzofluorenediyl group, a phenanthrene diyl group, a fluoranthene diyl group, a triphenylenediyl group, an anthracene diyl group, a pyrene diyl group, a chrysene diyl group, a perylene diyl group, a benzochrysene diyl group, a dibenzochrysene diyl group, a triptycenediyl group, a corannulenediyl group, a pyridinediyl group, a pyrimidinediyl group, or a pyrazinediyl group group, triazinediyl group, carbazolediyl group, furandiyl group, thiophenediyl group, benzofurandiyl group, benzothiophenediyl group, dibenzofurandiyl group, dibenzothiophene group, thiazolediyl group, thiadiazolediyl group, thianthenediyl group, acridinediyl group, dihydroacridinediyl group, phenoxazinediyl group, phenothiazinediyl group, benzothiazolediyl group, methylene group, ethylene group, propylene group, adamantanediyl group, diamantanediyl group, norbornenediyl group, cyclohexanediyl group, O, S, or NE 501 ,or, (x) The group represented by (xi) is preferably a group substituted with one or more groups selected from the group consisting of a methyl group, an ethyl group, a methoxy group, an ethoxy group, a trifluoromethyl group, a trifluoromethoxy group, a perfluoroalkyl group having 2 to 10 carbon atoms, a perfluoroalkoxy group having 2 to 10 carbon atoms, a cyano group, a deuterium atom, a fluorine atom, a phenyl group which may be substituted with a fluorine atom, a biphenylyl group which may be substituted with a fluorine atom, a naphthyl group which may be substituted with a fluorine atom, a phenanthryl group which may be substituted with a fluorine atom, a pyridyl group which may be substituted with a fluorine atom, a carbazolyl group which may be substituted with a fluorine atom, a dibenzothienyl group which may be substituted with a fluorine atom, a dibenzofuranyl group which may be substituted with a fluorine atom, and a structure represented by formula (601).
[0084] L 501 a monocyclic, linked or fused ring divalent aromatic hydrocarbon group represented by: (xiii) a phenylene group, a biphenylene group, a terphenylene group, a naphthylene group, a fluorenediyl group, a spirobifluorenediyl group, a 9,9-dimethylfluorenediyl group, a 9,9-diphenylfluorenediyl group, a phenanthrenediyl group, a triphenylenediyl group, an anthracenediyl group, a pyrenediyl group, a chrysenediyl group, a benzochrysenediyl group, a dibenzochrysenediyl group, a triptycenediyl group, a corannulenediyl group, a pyridinediyl group, a pyrimidinediyl group, a pyrazinediyl group, a triphenylenedi ... Dindiyl group, carbazolediyl group, furandiyl group, thiophenediyl group, dibenzofurandiyl group, dibenzothiophene group, thiazolediyl group, thiadiazolediyl group, thianthenediyl group, acridinediyl group, dihydroacridinediyl group, phenoxazinediyl group, phenothiazinediyl group, benzothiazolediyl group, methylene group, ethylene group, propylene group, adamantanediyl group, diamantanediyl group, norbornenediyl group, cyclohexanediyl group, O, S, N or NE 501 ,or, (xiv) The group represented by (xiii) is more preferably a group substituted with one or more groups selected from the group consisting of a methyl group, an ethyl group, a methoxy group, an ethoxy group, a trifluoromethyl group, a trifluoromethoxy group, a perfluoroalkyl group having 2 to 10 carbon atoms, a perfluoroalkoxy group having 2 to 10 carbon atoms, a deuterium atom, a fluorine atom, a phenyl group which may be substituted with a fluorine atom, a biphenylyl group which may be substituted with a fluorine atom, a naphthyl group which may be substituted with a fluorine atom, a phenanthryl group which may be substituted with a fluorine atom, a pyridyl group which may be substituted with a fluorine atom, a carbazolyl group which may be substituted with a fluorine atom, a dibenzothienyl group which may be substituted with a fluorine atom, a dibenzofuranyl group which may be substituted with a fluorine atom, and a structure represented by formula (601).
[0085] L 501 a monocyclic, linked or fused ring divalent aromatic hydrocarbon group represented by: (xiii') a phenylene group, a biphenylene group, a terphenylene group, a naphthylene group, a fluorenediyl group, a spirobifluorenediyl group, a 9,9-dimethylfluorenediyl group, a 9,9-diphenylfluorenediyl group, a phenanthrenediyl group, a triphenylenediyl group, an anthracenediyl group, a benzochrysenediyl group, a dibenzochrysenediyl group, a triptycenediyl group, a pyridinediyl group, a pyrimidinediyl group, a pyrazinediyl group, a triazinediyl group, a carbazolediyl group, a furandiyl group, a thiophenediyl group, a dibenzofurandiyl group, a dibenzothiophene group, a thiazolediyl group, a thiadiazolediyl group, a thianthenediyl group, a phenoxazinediyl group, a phenothiazinediyl group, a benzothiazolediyl group, a methylene group, an ethylene group, an adamantanediyl group, a diamantanediyl group, a cyclohexanediyl group, O, S, N or NE 501 ,or, (xiv') It is more preferable that the group represented by (xiii') is a group substituted with one or more groups selected from the group consisting of a methyl group, an ethyl group, a methoxy group, an ethoxy group, a trifluoromethyl group, a trifluoromethoxy group, a perfluoroalkyl group having 2 to 10 carbon atoms, a perfluoroalkoxy group having 2 to 10 carbon atoms, a deuterium atom, a fluorine atom, a phenyl group which may be substituted with a fluorine atom, a biphenylyl group which may be substituted with a fluorine atom, a naphthyl group which may be substituted with a fluorine atom, a phenanthryl group which may be substituted with a fluorine atom, a pyridyl group which may be substituted with a fluorine atom, a carbazolyl group which may be substituted with a fluorine atom, a dibenzothienyl group which may be substituted with a fluorine atom, and a structure represented by formula (601).
[0086] L 501 a monocyclic, linked or fused ring divalent aromatic hydrocarbon group represented by: (xiii'') a phenylene group, a biphenylene group, a terphenylene group, a naphthylene group, a fluorenediyl group, a spirobifluorenediyl group, a 9,9-dimethylfluorenediyl group, a 9,9-diphenylfluorenediyl group, a phenanthrenediyl group, a triphenylenediyl group, an anthracenediyl group, a benzochrysenediyl group, a dibenzochrysenediyl group, a triptycenediyl group, a pyridinediyl group, a pyrimidinediyl group, a pyrazinediyl group, a triazinediyl group, a carbazolediyl group, a dibenzofurandiyl group, a dibenzothiophene group, a thiazolediyl group, a phenoxazinediyl group, a phenothiazinediyl group, a benzothiazolediyl group, a methylene group, an ethylene group, an adamantanediyl group, a cyclohexanediyl group, O, S, N or NE 501 ,or, (xiv'') It is even more preferable that the group represented by (xiii'') is a group substituted with one or more groups selected from the group consisting of a methyl group, an ethyl group, a methoxy group, an ethoxy group, a trifluoromethyl group, a trifluoromethoxy group, a perfluoroalkyl group having 2 to 10 carbon atoms, a perfluoroalkoxy group having 2 to 10 carbon atoms, a deuterium atom, a fluorine atom, a phenyl group which may be substituted with a fluorine atom, a biphenylyl group which may be substituted with a fluorine atom, a naphthyl group which may be substituted with a fluorine atom, a phenanthryl group which may be substituted with a fluorine atom, a pyridyl group which may be substituted with a fluorine atom, a carbazolyl group which may be substituted with a fluorine atom, and a structure represented by formula (601).
[0087] L 501 a monocyclic, linked or fused ring divalent aromatic hydrocarbon group represented by: (xiii''') a phenylene group, a biphenylene group, a terphenylene group, a naphthylene group, a fluorenediyl group, a spirobifluorenediyl group, a 9,9-dimethylfluorenediyl group, a 9,9-diphenylfluorenediyl group, a phenanthrenediyl group, a triphenylenediyl group, anthracenediyl group, a benzochrysenediyl group, a dibenzochrysenediyl group, a triptycenediyl group, a pyridinediyl group, a pyrimidinediyl group, a pyrazinediyl group, a triazinediyl group, a carbazolediyl group, a dibenzofurandiyl group, a dibenzothiophene group, a phenoxazinediyl group, a methylene group, an ethylene group, an adamantanediyl group, a cyclohexanediyl group, an O group, an S group, an N group, or an NE group. 501 ,or, (xiv''') It is particularly preferable that the group represented by (xiii''') is a group substituted with one or more groups selected from the group consisting of a methyl group, an ethyl group, a methoxy group, an ethoxy group, a trifluoromethyl group, a trifluoromethoxy group, a perfluoroalkyl group having 2 to 10 carbon atoms, a perfluoroalkoxy group having 2 to 10 carbon atoms, a deuterium atom, a fluorine atom, a phenyl group which may be substituted with a fluorine atom, a biphenylyl group which may be substituted with a fluorine atom, a naphthyl group which may be substituted with a fluorine atom, a phenanthryl group which may be substituted with a fluorine atom, a pyridyl group which may be substituted with a fluorine atom, and a structure represented by formula (601).
[0088] L 501 is a substituted divalent aromatic hydrocarbon group, a substituted divalent heteroaromatic group, or a substituted divalent aliphatic hydrocarbon group, the substituents on these groups are each independently A linear, branched, or cyclic aliphatic hydrocarbon group having 1 to 18 carbon atoms; A linear, branched, or cyclic alkoxy group having 1 to 18 carbon atoms, an aromatic hydrocarbon group having 6 to 20 carbon atoms; a heteroaromatic group having 3 to 20 carbon atoms; Fluorine atom, deuterium atom, A structure represented by formula (601): and a combination of these groups.
[0089] L 501 is a substituted divalent aromatic hydrocarbon group, a substituted divalent heteroaromatic group, or a substituted divalent aliphatic hydrocarbon group, the substituents on these groups are each independently A linear, branched, or cyclic aliphatic hydrocarbon group having 1 to 10 carbon atoms; A linear, branched, or cyclic alkoxy group having 1 to 18 carbon atoms, an aromatic hydrocarbon group having 6 to 20 carbon atoms; a heteroaromatic group having 3 to 20 carbon atoms; fluorine atom, A structure represented by formula (601): and a combination of these groups. <Y 501 About > Y 501 a monocyclic, linked or fused ring, mono- to tetravalent aromatic hydrocarbon group represented by the formula: (xv) a group derived from benzene, biphenyl, terphenyl, naphthalene, fluorene, spirobifluorene, 9,9-dimethylfluorene, 9,9-diphenylfluorene, benzofluorene, phenanthrene, fluoranthene, triphenylene, anthracene, pyrene, chrysene, perylene, benzochrysene, dibenzochrysene, triptycene, corannulene, pyridine, pyrimidine, pyrazine, triazine, carbazole, furan, thiophene, benzofuran, benzothiophene, dibenzofuran, dibenzothiophene, thiazole, thiadiazole, thianthrene, acridine, dihydroacridine, phenoxazine, phenothiazine, dibenzo-1,4-dioxine, benzothiazole, adamantane, diamantane, norbornene, or cyclohexane, or (xvi) The group represented by (xv) is preferably a group substituted with one or more groups selected from the group consisting of a methyl group, an ethyl group, a methoxy group, an ethoxy group, a trifluoromethyl group, a trifluoromethoxy group, a perfluoroalkyl group having 2 to 10 carbon atoms, a perfluoroalkoxy group having 2 to 10 carbon atoms, a cyano group, a deuterium atom, a fluorine atom, a phenyl group which may be substituted with a fluorine atom, a biphenylyl group which may be substituted with a fluorine atom, a naphthyl group which may be substituted with a fluorine atom, a phenanthryl group which may be substituted with a fluorine atom, a pyridyl group which may be substituted with a fluorine atom, a carbazolyl group which may be substituted with a fluorine atom, a dibenzothienyl group which may be substituted with a fluorine atom, a dibenzofuranyl group which may be substituted with a fluorine atom, and a structure represented by formula (601).
[0090] Y501 is a substituted mono- to tetravalent aromatic hydrocarbon group, a substituted mono- to tetravalent heteroaromatic group, or a substituted mono- to tetravalent cyclic aliphatic hydrocarbon group, the substituents on these groups each independently represent A linear, branched, or cyclic aliphatic hydrocarbon group having 1 to 18 carbon atoms; A linear, branched, or cyclic alkoxy group having 1 to 18 carbon atoms, an aromatic hydrocarbon group having 6 to 20 carbon atoms; a heteroaromatic group having 3 to 20 carbon atoms; Fluorine atom, deuterium atom, A structure represented by formula (601): and a combination of these groups. <Lcy 501 About > Lcy 501 a monocyclic, linked or fused ring divalent aromatic hydrocarbon group represented by the formula: (xvii) A phenylene group, a biphenylene group, a terphenylene group, a naphthylene group, a fluorenediyl group, a spirobifluorenediyl group, a 9,9-dimethylfluorenediyl group, a 9,9-diphenylfluorenediyl group, a benzofluorenediyl group, a phenanthrene diyl group, a fluoranthene diyl group, a triphenylenediyl group, an anthracene diyl group, a pyrene diyl group, a chrysene diyl group, a perylene diyl group, a benzochrysene diyl group, a dibenzochrysene diyl group, a triptycenediyl group, a corannulenediyl group, a pyridinediyl group, a pyrimidin ... a pyrazinediyl group, a triazinediyl group, a carbazolediyl group, a furandiyl group, a thiophenediyl group, a benzofurandiyl group, a benzothiophenediyl group, a dibenzofurandiyl group, a dibenzothiophene group, a thiazolediyl group, a thiadiazolediyl group, a thianthenediyl group, an acridinediyl group, a dihydroacridinediyl group, a phenoxazinediyl group, a phenothiazinediyl group, a benzothiazolediyl group, an adamantanediyl group, a diamantanediyl group, a norbornenediyl group, or a cyclohexanediyl group, (xviii) the group represented by (xvii) is a group substituted with one or more groups selected from the group consisting of a methyl group, an ethyl group, a methoxy group, an ethoxy group, a trifluoromethyl group, a trifluoromethoxy group, a perfluoroalkyl group having 2 to 10 carbon atoms, a perfluoroalkoxy group having 2 to 10 carbon atoms, a cyano group, a deuterium atom, a fluorine atom, a phenyl group which may be substituted with a fluorine atom, a biphenylyl group which may be substituted with a fluorine atom, a naphthyl group which may be substituted with a fluorine atom, a phenanthryl group which may be substituted with a fluorine atom, a pyridyl group which may be substituted with a fluorine atom, a carbazolyl group which may be substituted with a fluorine atom, a dibenzothienyl group which may be substituted with a fluorine atom, a dibenzofuranyl group which may be substituted with a fluorine atom, and a structure represented by formula (601), or (xix) A single bond is preferred.
[0091] Lcy 501 is a substituted divalent aromatic hydrocarbon group, a substituted divalent heteroaromatic group, or a substituted divalent cyclic aliphatic hydrocarbon group, the substituents on these groups are each independently A linear, branched, or cyclic aliphatic hydrocarbon group having 1 to 18 carbon atoms; A linear, branched, or cyclic alkoxy group having 1 to 18 carbon atoms, an aromatic hydrocarbon group having 6 to 20 carbon atoms; a heteroaromatic group having 3 to 20 carbon atoms; Fluorine atom, deuterium atom, A structure represented by formula (601): and a combination of these groups. <L 511 About > L 511 a monocyclic, linked or fused ring divalent aromatic hydrocarbon group represented by the formula: (xx) a phenylene group, a biphenylene group, a terphenylene group, a naphthylene group, a fluorenediyl group, a spirobifluorenediyl group, a 9,9-dimethylfluorenediyl group, a 9,9-diphenylfluorenediyl group, a benzofluorenediyl group, a phenanthrene diyl group, a fluoranthene diyl group, a triphenylenediyl group, an anthracene diyl group, a pyrene diyl group, a chrysene diyl group, a perylene diyl group, a benzochrysene diyl group, a dibenzochrysene diyl group, a triptycenediyl group, a corannulenediyl group, a pyridine diyl group, a pyrimidine diyl group, pyrazinediyl group, triazinediyl group, carbazolediyl group, furandiyl group, thiophenediyl group, benzofurandiyl group, benzothiophenediyl group, dibenzofurandiyl group, dibenzothiophene group, thiazolediyl group, thiadiazolediyl group, thianthenediyl group, acridinediyl group, dihydroacridinediyl group, phenoxazinediyl group, phenothiazinediyl group, benzothiazolediyl group, adamantanediyl group, diamantanediyl group, norbornenediyl group, or cyclohexanediyl group, (xxi) the group represented by (xx) is a group substituted with one or more groups selected from the group consisting of a methyl group, an ethyl group, a methoxy group, an ethoxy group, a trifluoromethyl group, a trifluoromethoxy group, a perfluoroalkyl group having 2 to 10 carbon atoms, a perfluoroalkoxy group having 2 to 10 carbon atoms, a cyano group, a deuterium atom, a fluorine atom, a phenyl group which may be substituted with a fluorine atom, a biphenylyl group which may be substituted with a fluorine atom, a naphthyl group which may be substituted with a fluorine atom, a phenanthryl group which may be substituted with a fluorine atom, a pyridyl group which may be substituted with a fluorine atom, a carbazolyl group which may be substituted with a fluorine atom, a dibenzothienyl group which may be substituted with a fluorine atom, a dibenzofuranyl group which may be substituted with a fluorine atom, and a structure represented by formula (601), or (xxii) a single bond It is preferred.
[0092] L 511is a substituted divalent aromatic hydrocarbon group, a substituted divalent heteroaromatic group, or a substituted divalent cyclic aliphatic hydrocarbon group, the substituents on these groups are each independently A linear, branched, or cyclic aliphatic hydrocarbon group having 1 to 18 carbon atoms; A linear, branched, or cyclic alkoxy group having 1 to 18 carbon atoms, an aromatic hydrocarbon group having 6 to 20 carbon atoms; a heteroaromatic group having 3 to 20 carbon atoms; Fluorine atom, deuterium atom, A structure represented by formula (601): and a combination of these groups. <Rf 511 About > Rf 511 a monocyclic, linked or fused ring aromatic hydrocarbon group represented by the following formula: (xxiii) a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, a fluorenyl group, a spirobifluorenyl group, a 9,9-dimethylfluorenyl group, a 9,9-diphenylfluorenyl group, a benzofluorenyl group, a phenanthryl group, a fluoranthenyl group, a triphenylyl group, an anthryl group, a pyrenyl group, a chrysenyl group, a perylenyl group, a benzochrysenyl group, a dibenzochrysenyl group, a triptycenyl group, a corannulenyl group, a pyridyl group, a pyrimidinyl group a pyrazyl group, a triazyl group, a carbazolyl group, a furanyl group, a thienyl group, a benzofuranyl group, a benzothienyl group, a dibenzofuranyl group, a dibenzothienyl group, a thiazolyl group, a thiadiazolyl group, a thianthryl group, an acridyl group, a dihydroacridyl group, a phenoxazyl group, a phenothiazyl group, a dibenzo-1,4-dioxinyl group, a benzothiazolyl group, an adamantyl group, a diamantyl group, a norbornyl group, or a cyclohexyl group, or (xxiv) The group represented by (xxiii) is preferably a group substituted with one or more groups selected from the group consisting of a methyl group, an ethyl group, a methoxy group, an ethoxy group, a trifluoromethyl group, a trifluoromethoxy group, a perfluoroalkyl group having 2 to 10 carbon atoms, a perfluoroalkoxy group having 2 to 10 carbon atoms, a cyano group, a deuterium atom, a fluorine atom, a phenyl group which may be substituted with a fluorine atom, a biphenylyl group which may be substituted with a fluorine atom, a naphthyl group which may be substituted with a fluorine atom, a phenanthryl group which may be substituted with a fluorine atom, a pyridyl group which may be substituted with a fluorine atom, a carbazolyl group which may be substituted with a fluorine atom, a dibenzothienyl group which may be substituted with a fluorine atom, a dibenzofuranyl group which may be substituted with a fluorine atom, and a structure represented by formula (601).
[0093] Rf 511 is a substituted aromatic hydrocarbon group, a substituted heteroaromatic group, or a substituted cyclic aliphatic hydrocarbon group, the substituents on these groups are each independently A linear, branched, or cyclic aliphatic hydrocarbon group having 1 to 18 carbon atoms; A linear, branched, or cyclic alkoxy group having 1 to 18 carbon atoms, an aromatic hydrocarbon group having 6 to 20 carbon atoms; a heteroaromatic group having 3 to 20 carbon atoms; Fluorine atom, deuterium atom, A structure represented by formula (601): and a combination of these groups. <E 501 About > E 501 The fluoroalkyl structure having one or more carbon atoms and containing one or more fluorine atoms represented by R 501 , and Rf 501 This is the same as the above-mentioned fluoroalkyl structure in <Z 501 About > Z 501 Represented by a group represented by an optionally substituted aliphatic hydrocarbon having 1 to 10 carbon atoms, an optionally substituted aliphatic hydrocarbon ring having 6 to 26 carbon atoms, or an optionally substituted heterocycle having 3 to 26 carbon atoms, (ix) a pyridinediyl group, a pyrimidinediyl group, a pyrazinediyl group, a triazinediyl group, a carbazolediyl group, a furandiyl group, a thiophenediyl group, a benzofurandiyl group, a benzothiophenediyl group, a dibenzofurandiyl group, a dibenzothiophene group, a thiazolediyl group, a thiadiazolediyl group, a thianthenediyl group, an acridinediyl group, a dihydroacridinediyl group, a phenoxazinediyl group, a phenothiazinediyl group, a benzothiazolediyl group, a methylene group, an ethylene group, a propylene group, an adamantanediyl group, a diamantanediyl group, a norbornenediyl group, a cyclohexanediyl group, or (x) The group represented by (ix) is preferably a group substituted with one or more groups selected from the group consisting of a methyl group, an ethyl group, a methoxy group, an ethoxy group, a trifluoromethyl group, a trifluoromethoxy group, a perfluoroalkyl group having 2 to 10 carbon atoms, a perfluoroalkoxy group having 2 to 10 carbon atoms, a cyano group, a deuterium atom, a fluorine atom, a phenyl group which may be substituted with a fluorine atom, a biphenylyl group which may be substituted with a fluorine atom, a naphthyl group which may be substituted with a fluorine atom, a phenanthryl group which may be substituted with a fluorine atom, a pyridyl group which may be substituted with a fluorine atom, a carbazolyl group which may be substituted with a fluorine atom, a dibenzothienyl group which may be substituted with a fluorine atom, a dibenzofuranyl group which may be substituted with a fluorine atom, and a structure represented by formula (001). Z 501 Represented by a group represented by an optionally substituted aliphatic hydrocarbon having 1 to 10 carbon atoms, an optionally substituted aliphatic hydrocarbon ring having 6 to 26 carbon atoms, or an optionally substituted heterocycle having 3 to 26 carbon atoms, (ix') a pyridinediyl group, a pyrimidinediyl group, a pyrazinediyl group, a triazinediyl group, a carbazolediyl group, a furandiyl group, a benzofurandiyl group, a benzothiophenediyl group, a dibenzofurandiyl group, a dibenzothiophene group, a thiazolediyl group, an acridinediyl group, a dihydroacridinediyl group, a phenoxazinediyl group, a phenothiazinediyl group, a benzothiazolediyl group, a methylene group, an ethylene group, a propylene group, an adamantanediyl group, a diamantanediyl group, a norbornenediyl group, a cyclohexanediyl group, or (x') It is more preferable that the group represented by (ix') is a group substituted with one or more groups selected from the group consisting of a methyl group, an ethyl group, a methoxy group, a trifluoromethyl group, a trifluoromethoxy group, a perfluoroalkyl group having 2 to 10 carbon atoms, a perfluoroalkoxy group having 2 to 10 carbon atoms, a cyano group, a deuterium atom, a fluorine atom, a phenyl group which may be substituted with a fluorine atom, a biphenylyl group which may be substituted with a fluorine atom, a naphthyl group which may be substituted with a fluorine atom, a phenanthryl group which may be substituted with a fluorine atom, a pyridyl group which may be substituted with a fluorine atom, a carbazolyl group which may be substituted with a fluorine atom, a dibenzothienyl group which may be substituted with a fluorine atom, and a structure represented by formula (001). Z 501 Represented by a group represented by an optionally substituted aliphatic hydrocarbon having 1 to 10 carbon atoms, an optionally substituted aliphatic hydrocarbon ring having 6 to 26 carbon atoms, or an optionally substituted heterocycle having 3 to 26 carbon atoms, (ix'') a pyridinediyl group, a pyrimidinediyl group, a pyrazinediyl group, a triazinediyl group, a carbazolediyl group, a furandiyl group, a benzofurandiyl group, a benzothiophenediyl group, a dibenzofurandiyl group, a dibenzothiophene group, a thiazolediyl group, an acridinediyl group, a dihydroacridinediyl group, a phenoxazinediyl group, a phenothiazinediyl group, a benzothiazolediyl group, a methylene group, an ethylene group, a propylene group, an adamantanediyl group, a cyclohexanediyl group, or (x'') It is more preferable that the group represented by (ix'') is a group substituted with one or more groups selected from the group consisting of a methyl group, an ethyl group, a methoxy group, a trifluoromethyl group, a trifluoromethoxy group, a perfluoroalkyl group having 2 to 10 carbon atoms, a perfluoroalkoxy group having 2 to 10 carbon atoms, a cyano group, a deuterium atom, a fluorine atom, a phenyl group which may be substituted with a fluorine atom, a biphenylyl group which may be substituted with a fluorine atom, a naphthyl group which may be substituted with a fluorine atom, a phenanthryl group which may be substituted with a fluorine atom, a pyridyl group which may be substituted with a fluorine atom, a carbazolyl group which may be substituted with a fluorine atom, and a structure represented by formula (001). Z 501 Represented by a group represented by an optionally substituted aliphatic hydrocarbon having 1 to 10 carbon atoms, an optionally substituted aliphatic hydrocarbon ring having 6 to 26 carbon atoms, or an optionally substituted heterocycle having 3 to 26 carbon atoms, (ix''') a pyridinediyl group, a pyrimidinediyl group, a pyrazinediyl group, a triazinediyl group, a carbazolediyl group, a furandiyl group, a benzofurandiyl group, a dibenzofurandiyl group, a dibenzothiophene group, an acridinediyl group, a phenoxazinediyl group, a phenothiazinediyl group, a benzothiazolediyl group, a methylene group, an ethylene group, a propylene group, an adamantanediyl group, a diamantanediyl group, a norbornenediyl group, a cyclohexanediyl group, or (x''') It is even more preferable that the group represented by (ix''') is a group substituted with one or more groups selected from the group consisting of a methyl group, an ethyl group, a methoxy group, a trifluoromethyl group, a trifluoromethoxy group, a perfluoroalkyl group having 2 to 10 carbon atoms, a perfluoroalkoxy group having 2 to 10 carbon atoms, a cyano group, a deuterium atom, a fluorine atom, a phenyl group which may be substituted with a fluorine atom, a biphenylyl group which may be substituted with a fluorine atom, a naphthyl group which may be substituted with a fluorine atom, a phenanthryl group which may be substituted with a fluorine atom, a pyridyl group which may be substituted with a fluorine atom, a carbazolyl group which may be substituted with a fluorine atom, and a structure represented by formula (001). Z 501 Represented by a group represented by an optionally substituted aliphatic hydrocarbon having 1 to 10 carbon atoms, an optionally substituted aliphatic hydrocarbon ring having 6 to 26 carbon atoms, or an optionally substituted heterocycle having 3 to 26 carbon atoms, (ix'''') a pyridinediyl group, a pyrimidinediyl group, a pyrazinediyl group, a triazinediyl group, a carbazolediyl group, a furandiyl group, a benzofurandiyl group, a dibenzofurandiyl group, a dibenzothiophene group, an acridinediyl group, a phenothiazinediyl group, a methylene group, an ethylene group, a propylene group, an adamantanediyl group, a diamantanediyl group, a cyclohexanediyl group, or (x'''') It is particularly preferable that the group represented by (ix'''') is a group substituted with one or more groups selected from the group consisting of a methyl group, an ethyl group, a methoxy group, a trifluoromethyl group, a trifluoromethoxy group, a perfluoroalkyl group having 2 to 10 carbon atoms, a perfluoroalkoxy group having 2 to 10 carbon atoms, a deuterium atom, a fluorine atom, a phenyl group which may be substituted with a fluorine atom, a naphthyl group which may be substituted with a fluorine atom, a phenanthryl group which may be substituted with a fluorine atom, a pyridyl group which may be substituted with a fluorine atom, a carbazolyl group which may be substituted with a fluorine atom, and a structure represented by formula (001). <Z 502 About > Z 502 The optionally substituted hydrocarbon having 6 to 26 carbon atoms, the optionally substituted hydrocarbon ring having 6 to 26 carbon atoms, or the optionally substituted heterocycle having 3 to 26 carbon atoms, represented by (xi) a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, a fluorenyl group, a spirobifluorenyl group, a 9,9-dimethylfluorenyl group, a 9,9-diphenylfluorenyl group, a benzofluorenyl group, a phenanthryl group, a fluoranthenyl group, a triphenylyl group, an anthryl group, a pyrenyl group, a chrysenyl group, a perylenyl group, a benzochrysenyl group, a dibenzochrysenyl group, a triptycenyl group, a corannulenyl group, a pyridyl group, a pyrimidyl group, a pyrazyl group, a triazyl group, a carbazolyl group, a furanyl group, a thienyl group, a benzofuranyl group, a benzothienyl group, a dibenzofuranyl group, a a dibenzothienyl group, a thiazolyl group, a thiadiazolyl group, a thianthryl group, an acridyl group, a dihydroacridyl group, a phenoxazyl group, a phenothiazyl group, a benzothiazolyl group, an adamantyl group, a diamantyl group, a norbornyl group, a cyclohexyl group, 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, or (xii) The group represented by (xi) is preferably a group substituted with one or more groups selected from the group consisting of structures represented by 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 methoxy group, an ethoxy group, an alkoxy group having 3 to 10 carbon atoms, a cyano group, a deuterium atom, a phenyl group, a biphenylyl group, a naphthyl group, a phenanthryl group, a carbazolyl group, a dibenzothienyl group, and a dibenzofuranyl group. Z 502 The optionally substituted hydrocarbon having 6 to 26 carbon atoms, the optionally substituted hydrocarbon ring having 6 to 26 carbon atoms, or the optionally substituted heterocycle having 3 to 26 carbon atoms, represented by (xi') a phenyl group, a biphenyl group, a naphthyl group, a fluorenyl group, a 9,9-dimethylfluorenyl group, a 9,9-diphenylfluorenyl group, a phenanthryl group, a triphenylyl group, an anthryl group, a pyrenyl group, a dibenzochrysenyl group, a pyridyl group, a pyrimidyl group, a pyrazyl group, a triazyl group, a carbazolyl group, a furanyl group, a benzofuranyl group, a benzothienyl group, a dibenzofuranyl group, a dibenzothienyl group, a thiazolyl group, a thiadiazolyl group, and a thianthryl group group, phenoxazyl group, phenothiazyl group, benzothiazolyl group, adamantyl group, diamantyl group, norbornyl group, cyclohexyl group, methyl group, ethyl group, propyl group, isopropyl group, butyl group, isobutyl group, heptyl group, octyl group, nonyl group, decyl group, undecyl group, dodecyl group, tridecyl group, tetradecyl group, pentadecyl group, hexadecyl group, heptadecyl group, octadecyl group, nonadecyl group, eicodecyl group, carbazolyl group, or (xii') It is more preferable that the group represented by (xi') is a group substituted with one or more groups selected from the group consisting of structures represented by 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 methoxy group, an ethoxy group, an alkoxy group having 3 to 10 carbon atoms, a phenyl group, a biphenylyl group, a naphthyl group, a phenanthryl group, a carbazolyl group, a dibenzothienyl group, and a dibenzofuranyl group. Z 502 The optionally substituted hydrocarbon having 6 to 26 carbon atoms, the optionally substituted hydrocarbon ring having 6 to 26 carbon atoms, or the optionally substituted heterocycle having 3 to 26 carbon atoms, represented by (xi'') a phenyl group, a biphenyl group, a naphthyl group, a fluorenyl group, a 9,9-dimethylfluorenyl group, a triphenylyl group, a pyridyl group, a pyrimidyl group, a pyrazyl group, a triazyl group, a carbazolyl group, a furanyl group, a benzofuranyl group, a benzothienyl group, a dibenzofuranyl group, a phenoxazyl group, a phenothiazyl group, an adamantyl group, a diamantyl group, a norbornyl group, a cyclohexyl group, 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, a carbazolyl group, or (xii'') It is further preferable that the group represented by (xi'') is a group substituted with one or more groups selected from the group consisting of structures represented by 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 dodecyl group, a methoxy group, an ethoxy group, an alkoxy group having 3 to 10 carbon atoms, a phenyl group, a biphenylyl group, a naphthyl group, a phenanthryl group, a carbazolyl group, a dibenzothienyl group, and a dibenzofuranyl group. Z 502 The optionally substituted hydrocarbon having 6 to 26 carbon atoms, the optionally substituted hydrocarbon ring having 6 to 26 carbon atoms, or the optionally substituted heterocycle having 3 to 26 carbon atoms, represented by (xi'') a phenyl group, a biphenyl group, a naphthyl group, a fluorenyl group, a 9,9-dimethylfluorenyl group, a pyridyl group, a pyrimidyl group, a pyrazyl group, a triazyl group, a carbazolyl group, a dibenzofuranyl group, a phenoxazyl group, a phenothiazyl group, an adamantyl group, a cyclohexyl group, 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, a carbazolyl group, or (xii'') It is even more preferable that the group represented by (xi'') is a group substituted with one or more groups selected from the group consisting of structures represented by 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 dodecyl group, a methoxy group, an ethoxy group, an alkoxy group having 3 to 10 carbon atoms, a phenyl group, a biphenylyl group, a naphthyl group, a phenanthryl group, and a carbazolyl group.
[0094] The molecular weight of the compound represented by formula (501) is preferably 600 or more and 8,000 or less, more preferably 600 or more and 6,000 or less, even more preferably 600 or more and 5,000 or less, and particularly preferably 600 or more and 4,500 or less. [Specific examples of metal patterning materials and compounds] As examples of materials and compounds for metal patterning according to one embodiment of the present disclosure, compounds (A0001) to (A0130) are shown below, but the present disclosure is not limited to these compounds.
[0095] [ka]
[0096] [ka]
[0097] [ka]
[0098] [ka]
[0099] [ka]
[0100] [ka]
[0101] [ka]
[0102] [ka]
[0103] [ka]
[0104] [ka]
[0105] [ka]
[0106] <Thin film for metal patterning> The thin film for metal patterning of this embodiment contains the above-mentioned material for metal patterning, and is capable of patterning a metal film or a metal laminate film.
[0107] The metal patterning material contained in the metal patterning thin film is the same as the above-mentioned metal patterning material.
[0108] It is even 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.
[0109] The organic electroluminescence element of the present embodiment is an organic electroluminescence element including a cathode, The cathode is Contains at least one selected from the group consisting of ytterbium, magnesium, silver, aluminum, lithium fluoride, and an alloy of magnesium and silver, The metal patterning material is patterned, The metal patterning material includes the compounds described above under the heading "Compounds." <Method of forming metal pattern> The method for forming a metal pattern according to the present embodiment includes the steps of: forming an organic material pattern containing the aforementioned metal patterning material or the aforementioned 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.
[0110] The metal patterning material (compound) is used by forming a film in the area where it is desired to suppress adhesion of the metal. Here, the area where it is desired to suppress adhesion of the metal material corresponds to the area where the organic material pattern is to be formed. Areas other than the area where it is desired to suppress adhesion of the metal material correspond to the area where the organic material pattern is not to be formed. The area where the organic material pattern is not to be formed is the area where adhesion of the metal material is promoted, and is the area where it is desired to form the metal pattern.
[0111] 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, offset, spray coating, inkjet, screen, offset, flexography, gravure, and microcontact can be applied. After film formation, the film may be annealed in a temperature environment higher than room temperature. There is also no particular limit to the film thickness of the organic material pattern.
[0112] Furthermore, other organic molecular materials, polymers, etc. may be added to the metal patterning material as long as the formation of a metal film on the film surface can be suppressed.
[0113] The base on which the organic material pattern is formed may be either metallic or non-metallic, and examples of the base include organic films, metallic films, oxide films, inorganic films, etc. There are no particular limitations on the material of the substrate, and glass, plastic, metal, ceramic, and any other material can be used.
[0114] 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 examples thereof include 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, and chromium, as well as alloys containing one or more of these metals. Examples of alloys include magnesium-silver alloy, magnesium-indium alloy, magnesium-aluminum alloy, indium-silver alloy, lithium-aluminum alloy, lithium-magnesium alloy, lithium-indium alloy, calcium-aluminum alloy, etc.
[0115] The method for forming the metal pattern is not particularly limited, and examples thereof include dry processes such as vacuum deposition and sputtering, and inkjet methods using metal nanoink, etc. Furthermore, there is no particular limit to the film thickness of the metal pattern.
[0116] 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 instantaneously formed in both regions. However, 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.
[0117] More specific examples of the method for forming the metal pattern include the following methods 1) and 2). 1) The above-mentioned metal patterning material is evaporated into a desired pattern using a metal mask or the like. 2) Then, metal is evaporated to form electrodes only on the areas where the metal patterning material is not deposited, i.e., negative metal electrodes are formed with respect to the deposition pattern of the metal patterning material.
[0118] 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.
[0119] According to the metal patterning material, compound, and method for forming a metal pattern of the present embodiment, it is possible to pattern metal electrodes of solar cells, photosensors, image sensors, organic electroluminescence (EL) elements, organic solar cells, organic sensors, organic transistors, and the like, and to form metal wiring on a circuit board. ≪Electronic equipment≫ The electronic device of the present embodiment includes the above-mentioned metal patterning material or the above-mentioned compound. As described above, when forming the metal pattern, an organic material pattern including the metal patterning material or the compound is formed, so that the organic material pattern is formed together with the metal pattern. Therefore, the electronic device of the present embodiment includes the organic material pattern including the metal patterning material or the compound together with the metal pattern.
[0120] Examples of electronic devices include solar cells, photosensors, image sensors, organic EL elements, organic solar cells, organic sensors, and organic transistors. These electronic devices include patterned metal electrodes or metal wiring on a circuit board. In other words, if the electronic device includes patterned metal electrodes or metal wiring on a circuit board, the electronic device according to this embodiment can be obtained by using the above-mentioned method for forming a metal pattern. Such electronic devices have a highly accurate metal pattern. EXAMPLES
[0121] The present invention will be described in more detail below based on examples, but the present invention should not be construed as being limited to these examples in any way. [Synthesis of compound (A0009) and evaluation of metal adhesion] Example 1-1 Synthesis of intermediate (AA-101)
[0122] [ka]
[0123] Acetic anhydride (3.3 mmol) was added to 4-bromo-2-hydroxyaniline (3.0 mmol) under nitrogen atmosphere and stirred at room temperature for 4 hours. Water (300 mL) was added and stirred at room temperature for 30 minutes. The precipitated solid was filtered and washed with methanol. After drying at 50°C, the target intermediate (AA-101) was obtained (yield 90%).
[0124] The compounds were identified by FDMS measurement.
[0125] FDMS: 228.97 Example 1-2 Synthesis of intermediate (AA-102)
[0126] [ka]
[0127] Under a nitrogen atmosphere, intermediate (AA-101) (3.0 mmol) was dissolved in dimethyl sulfoxide, tripotassium phosphate (7.0 mmol) and perfluorobenzene (7.0 mmol) were added, and the mixture was stirred at 80°C for 8 hours. The precipitated solid was filtered and washed with methanol. After drying at 50°C, the desired intermediate (AA-102) was obtained (yield 70%). The compound was identified by FDMS measurement.
[0128] FDMS: 374.95 Example 1-3 Synthesis of intermediate (AA-103)
[0129] [ka]
[0130] Under a nitrogen atmosphere, intermediate (AA-102) (11.0 mmol) was suspended in concentrated hydrochloric acid (50 ml) and stirred at 100°C for 12 hours. After cooling to room temperature, saturated sodium bicarbonate water (500 ml) was added to the reaction solution and stirred at room temperature for 30 minutes. The precipitated solid was filtered and washed with methanol (200 ml) to obtain intermediate (AA-103) (yield 80%).
[0131] The compounds were identified by FDMS measurement.
[0132] FDMS: 332.94 Example 1-3 Synthesis of intermediate (AA-104)
[0133] [ka]
[0134] Under a nitrogen atmosphere, intermediate (AA-103) (5.0 mmol), tripotassium phosphate, and 3,3,4,4,5,5,6,6,6-nonafluorohexyl 1,1,1-trifluoromethanesulfonate (40 mmol) were suspended in THF (50 mL) and stirred at 50°C for 12 hours. After cooling to room temperature, water (200 mL) was added to the reaction solution and stirred at room temperature for 30 minutes. The precipitated solid was filtered, washed with hexane (200 mL), and purified by sublimation to obtain the target compound (AA-104) as a white solid (yield 70%).
[0135] The compounds were identified by FDMS measurement.
[0136] FDMS: 594.98 Example 1-4 Synthesis of A0009
[0137] [ka]
[0138] Under a nitrogen atmosphere, intermediate (AA-104) (5.0 mmol), tripotassium phosphate, water, THF, tetrakis(triphenylphosphine)palladium (40 mmol), and 2,8-bis(4,4,5,5-tetramethyl-1,3,2-dioxyboran-2-yl)-N-methylcarbazole were suspended in THF (50 mL) and stirred at 50°C for 12 hours. After cooling to room temperature, water (200 ml) was added to the reaction solution and stirred at room temperature for 30 minutes. The precipitated solid was filtered, washed with hexane (200 ml), and purified by sublimation to obtain the target compound (A0009) as a white solid (yield 70%).
[0139] The compounds were identified by FDMS measurement.
[0140] FDMS:1179.14 Example 1-4' (Evaluation of metal adhesion of compound (A0009)) The glass substrate was washed by boiling with isopropyl alcohol, and then washed with ultraviolet light and ozone. After that, it was placed in a vacuum deposition apparatus and 1.0 × 10 -4 The pressure was evacuated using a vacuum pump until the pressure was below 1 Pa. A film of compound (A0009) was formed at a deposition rate of 0.2 nm / sec to a thickness of 100 nm 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 at a deposition rate of 0.01 nm / sec to a thickness of 2 nm, followed by silver being deposited at a deposition rate of 0.1 nm / sec to a thickness of 20 nm. No films of ytterbium or silver were formed in the area on which compound (A0009) had been deposited, and a transparent area of 20 mm x 10 mm was formed. [Synthesis of compound (A0019) and evaluation of metal adhesion] Example 2-1 Synthesis of intermediate (AA-201)
[0141] [ka]
[0142] Acetic anhydride (3.0 mmol) was added to N,N'-dimethyl-[1,1'-biphenyl]-3,3'-4,4'-tetraamine (3.0 mmol) under nitrogen atmosphere, and the mixture was stirred at 80°C for 4 hours. After cooling to room temperature, water (300 mL) was added and the mixture was stirred at room temperature for 30 minutes. The precipitated solid was filtered and washed with methanol. After drying at 50°C, the target intermediate (AA-201) was obtained (yield 80%).
[0143] The compounds were identified by FDMS measurement.
[0144] FDMS:326 Example 2-2 Synthesis of intermediate (AA-202)
[0145] [ka]
[0146] Under a nitrogen atmosphere, intermediate (AA-201) (3.0 mmol) was dissolved in dimethyl sulfoxide, tripotassium phosphate (7.0 mmol) and perfluorobenzene (7.0 mmol) were added, and the mixture was stirred at 80°C for 8 hours. The precipitated solid was filtered and washed with methanol. After drying at 50°C, the desired intermediate (AA-202) was obtained (yield 50%). The compound was identified by FDMS measurement.
[0147] FDMS:618 Example 2-3 Synthesis of intermediate (AA-203)
[0148] [ka]
[0149] Under a nitrogen atmosphere, intermediate (AA-202) (11.0 mmol) was suspended in concentrated hydrochloric acid (50 ml) and stirred at 100°C for 12 hours. After cooling to room temperature, saturated sodium bicarbonate water (500 ml) was added to the reaction solution and stirred at room temperature for 30 minutes. The precipitated solid was filtered and washed with methanol (200 ml) to obtain intermediate (AA-203) (yield 80%).
[0150] The compounds were identified by FDMS measurement.
[0151] FDMS:534 Example 2-4 Synthesis of compound (A0019)
[0152] [ka]
[0153] Under a nitrogen atmosphere, intermediate (AA-103) (5.0 mmol), tripotassium phosphate, and 3,3,4,4,5,5,6,6,6-Nonafluorohexyl 1,1,1-trifluoromethanesulfonate (40 mmol) was suspended in THF (50 mL) and stirred at 50°C for 24 hours. After cooling to room temperature, water (200 mL) was added to the reaction solution and stirred at room temperature for 30 minutes. The precipitated solid was filtered, washed with hexane (200 mL), and purified by sublimation to obtain the target compound (A0019) as a white solid (yield 40%).
[0154] The compounds were identified by FDMS measurement.
[0155] FDMS:1026.13 Example 2-4' (Evaluation of metal adhesion of compound (A0019)) The glass substrate was washed by boiling with isopropyl alcohol, and then washed with ultraviolet light and ozone. After that, it was placed in a vacuum deposition apparatus and 1.0 × 10 -4 The pressure was evacuated using a vacuum pump until the pressure was below 1 Pa. A film of compound (A0019) was formed 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, 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 being deposited at a deposition rate of 0.1 nm / sec to a thickness of 20 nm. No films of ytterbium or silver were formed in the area on which compound (A0019) had been deposited, and a transparent area of 20 mm x 10 mm was formed. [Synthesis of compound (A0020) and evaluation of metal adhesion] Example 3-1 Synthesis of intermediate (AA-301)
[0156] [ka]
[0157] Under a nitrogen atmosphere, intermediate (AA-103) (5.0 mmol), tripotassium phosphate, and nonafluoro-1-butanesulfonyl fluoride (40 mmol) were suspended in THF (50 mL) and stirred at 50°C for 12 hours. After cooling to room temperature, water (200 ml) was added to the reaction solution and stirred at room temperature for 30 minutes. The precipitated solid was filtered, washed with hexane (200 ml), and purified by sublimation to obtain the target compound (AA-301) as a white solid (yield 70%).
[0158] The compounds were identified by FDMS measurement.
[0159] FDMS:614.88 Example 3-2 Synthesis of compound (A0020)
[0160] [ka]
[0161] Under a nitrogen atmosphere, intermediate (AA-301) (5.0 mmol), tripotassium phosphate, and nonafluoro-1-butanesulfonyl fluoride (40 mmol) were suspended in THF (50 mL) and stirred at 50°C for 12 hours. After cooling to room temperature, water (200 ml) was added to the reaction solution and stirred at room temperature for 30 minutes. The precipitated solid was filtered, washed with hexane (200 ml), and purified by sublimation to obtain the target compound (A0020) as a white solid (yield 60%).
[0162] The compounds were identified by FDMS measurement.
[0163] FDMS:1098 Example 3-2' (Evaluation of metal adhesion of compound (A0020)) The glass substrate was washed by boiling with isopropyl alcohol, and then washed with ultraviolet light and ozone. After that, it was placed in a vacuum deposition apparatus and 1.0 × 10 -4 The chamber was evacuated using a vacuum pump until the pressure in the chamber was reduced to 1 Pa or less. A 100 nm film of compound (A0020) was formed 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 2 nm of ytterbium was deposited at a deposition rate of 0.01 nm / sec, followed by 20 nm of silver at a deposition rate of 0.1 nm / sec. No films of ytterbium or silver were formed in the area where compound (A0020) had been deposited, forming a 20 mm x 10 mm transparent area. [Synthesis of compound (A0024) and evaluation of metal adhesion] Example 4-1 Synthesis of A0024
[0164] [ka]
[0165] Under a nitrogen atmosphere, intermediate (AA-301) (5.0 mmol), tripotassium phosphate, water, THF, tetrakis(triphenylphosphine)palladium (40 mmol), and 2,8-bis(4,4,5,5-tetramethyl-1,3,2-dioxyboran-2-yl)dibenzofuran were suspended in THF (50 mL) and stirred at 50°C for 12 hours. After cooling to room temperature, water (200 ml) was added to the reaction solution and stirred at room temperature for 30 minutes. The precipitated solid was filtered, washed with hexane (200 ml), and purified by sublimation to obtain the target compound (A0024) as a white solid (yield 70%).
[0166] The compounds were identified by FDMS measurement.
[0167] FDMS: 1237.97 Example 4-1' (Evaluation of metal adhesion of compound (A0024)) The glass substrate was washed by boiling with isopropyl alcohol, and then washed with ultraviolet light and ozone. After that, it was placed in a vacuum deposition apparatus and 1.0 × 10 -4 The chamber was evacuated using a vacuum pump until the pressure in the chamber was reduced to 1 Pa or less. A 100 nm film of compound (A0024) was formed 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 2 nm of ytterbium was deposited at a deposition rate of 0.01 nm / sec, followed by 20 nm of silver at a deposition rate of 0.1 nm / sec. No films of ytterbium or silver were formed in the area where compound (A0024) had been deposited, forming a 20 mm x 10 mm transparent area. [Synthesis of compound (A0030) and evaluation of metal adhesion] Example 5-1 Synthesis of intermediate (AA-501)
[0168] [ka]
[0169] Acetic anhydride (9.0 mmol) was added to 3,3'-dihydroxybenzidine (3.0 mmol) under nitrogen atmosphere and stirred at room temperature for 4 hours. Water (300 mL) was added and stirred at room temperature for 30 minutes. The precipitated solid was filtered and washed with methanol. After drying at 50°C, the target intermediate (AA-501) was obtained (yield 90%).
[0170] The compounds were identified by FDMS measurement.
[0171] FDMS:300 Example 5-2 Synthesis of intermediate (AA-502)
[0172] [ka]
[0173] Under a nitrogen atmosphere, the intermediate (AA-501) (3.0 mmol) was dissolved in dimethyl sulfoxide, and tripotassium phosphate (7.0 mmol) and perfluorobenzene (7.0 mmol) were added, followed by stirring at 80°C for 8 hours. The precipitated solid was filtered and washed with methanol. After drying at 50°C, the desired intermediate (AA-202) was obtained (yield 70%). The compound was identified by FDMS measurement.
[0174] FDMS:592 Example 5-3 Synthesis of intermediate (AA-503)
[0175] [ka]
[0176] Under a nitrogen atmosphere, intermediate (AA-502) (11.0 mmol) was suspended in concentrated hydrochloric acid (50 ml) and stirred at 100°C for 12 hours. After cooling to room temperature, saturated sodium bicarbonate water (500 ml) was added to the reaction solution and stirred at room temperature for 30 minutes. The precipitated solid was filtered and washed with methanol (200 ml) to obtain intermediate (AA-503) (yield 80%).
[0177] The compounds were identified by FDMS measurement.
[0178] FDMS:508 Example 5-4 Synthesis of compound (A0030)
[0179] [ka]
[0180] Under a nitrogen atmosphere, intermediate (AA-503) (5.0 mmol), tripotassium phosphate, and nonafluoro-1-butanesulfonyl fluoride (40 mmol) were suspended in THF (50 mL) and stirred at 50°C for 12 hours. After cooling to room temperature, water (200 ml) was added to the reaction solution and stirred at room temperature for 30 minutes. The precipitated solid was filtered, washed with hexane (200 ml), and purified by sublimation to obtain the target compound (A0030) as a white solid (yield 70%).
[0181] The compounds were identified by FDMS measurement.
[0182] FDMS:1072 Example 5-4' (Evaluation of metal adhesion of compound (A0030)) The glass substrate was washed by boiling with isopropyl alcohol, and then washed with ultraviolet light and ozone. After that, it was placed in a vacuum deposition apparatus and 1.0 × 10 -4 The chamber was evacuated using a vacuum pump until the pressure in the chamber was reduced to 1 Pa or less. A 100 nm film of compound (A0030) was formed 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 at a deposition rate of 0.01 nm / sec to a thickness of 2 nm, followed by silver being deposited at a deposition rate of 0.1 nm / sec to a thickness of 20 nm. No ytterbium or silver was deposited on the area on which compound (A0030) had been deposited, forming a 20 mm x 10 mm transparent area. [Synthesis of compound (A0040) and evaluation of metal adhesion] Example 6-1 Synthesis of intermediate (AA-601)
[0183] [ka]
[0184] Under a nitrogen atmosphere, sodium hydride (6.0 mmol) was suspended in tetrahydrofuran (20 ml) and stirred at 0°C, and intermediate (AA-203) (5.0 mmol) was added dropwise to the suspension over 20 minutes. After the dropwise addition, the mixture was returned to room temperature and stirred for 2 hours. Furthermore, a tetrahydrofuran solution (20 ml) of cyanuric chloride (12.0 mmol) was added dropwise to the suspension over 20 minutes at 0°C. After the dropwise addition, the mixture was stirred at 60°C for 5 hours. After cooling to room temperature, the mixture was separated using pure water and chloroform, and the organic layer was washed with a saturated aqueous sodium chloride solution. The organic layer was dried over anhydrous magnesium sulfate and then concentrated to dryness to obtain the desired intermediate (AA-601) as a white solid (yield 67%). The compounds were identified by FDMS measurement. FDMS:828 Example 6-2 Synthesis of compound (A0040)
[0185] [ka]
[0186] Under a nitrogen atmosphere, sodium hydride (6.0 mmol) was suspended in tetrahydrofuran (20 ml) and stirred at 0°C. 1H,1H-nonafluoro-1-pentanol (5.0 mmol) was added dropwise to the suspension over 20 minutes. After the dropwise addition, the mixture was returned to room temperature and stirred for 2 hours. Furthermore, a tetrahydrofuran solution (10 ml) of intermediate (AA-601) (6.0 mmol) was added dropwise to the suspension over 20 minutes at 0°C. After the dropwise addition, the mixture was stirred at 60°C for 5 hours. After cooling to room temperature, the mixture was separated using pure water and chloroform, and the organic layer was washed with a saturated aqueous sodium chloride solution. The organic layer was dried over anhydrous magnesium sulfate and purified by silica gel column chromatography to obtain the target compound (A0040) as a white solid (yield 85%). The compounds were identified by FDMS measurement. FDMS:1684 Example 6-2' (Evaluation of metal adhesion of compound (A0040)) The glass substrate was washed by boiling with isopropyl alcohol, and then washed with ultraviolet light and ozone. After that, it was placed in a vacuum deposition apparatus and 1.0 × 10 -4 The chamber was evacuated using a vacuum pump until the pressure in the chamber was reduced to 1 Pa or less. A 100 nm film of compound (A0040) was formed 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 2 nm of ytterbium was deposited at a deposition rate of 0.01 nm / sec, followed by 20 nm of silver at a deposition rate of 0.1 nm / sec. No films of ytterbium or silver were formed in the area where compound (A0040) had been deposited, forming a 20 mm x 10 mm transparent area. [Synthesis of compound (A0043) and evaluation of metal adhesion] Example 7-1 Synthesis of intermediate (AA-701)
[0187] [ka]
[0188] Under a nitrogen atmosphere, sodium hydride (6.0 mmol) was suspended in tetrahydrofuran (20 ml) and stirred at 0°C, and intermediate (AA-103) (5.0 mmol) was added dropwise to the suspension over 20 minutes. After the dropwise addition, the mixture was returned to room temperature and stirred for 2 hours. Furthermore, a solution of cyanuric chloride (12.0 mmol) in tetrahydrofuran (20 ml) was added dropwise to the suspension over 20 minutes at 0°C. After the dropwise addition, the mixture was stirred at 60°C for 5 hours. After cooling to room temperature, the mixture was separated using pure water and chloroform, and the organic layer was washed with a saturated aqueous sodium chloride solution. The organic layer was dried over anhydrous magnesium sulfate and then concentrated to dryness to obtain the desired intermediate (AA-701) as a white solid (yield 90%). The compounds were identified by FDMS measurement. FDMS: 479.88 Example 7-2 Synthesis of intermediate (AA-702)
[0189] [ka]
[0190] Under a nitrogen atmosphere, sodium hydride (6.0 mmol) was suspended in tetrahydrofuran (20 ml) and stirred at 0°C, and 1H,1H-nonafluoro-1-pentanol (5.0 mmol) was added dropwise to the suspension over 20 minutes. After the dropwise addition, the mixture was returned to room temperature and stirred for 2 hours. Furthermore, a tetrahydrofuran solution (10 ml) of intermediate (AA-701) (6.0 mmol) was added dropwise to the suspension over 20 minutes at 0°C. After the dropwise addition, the mixture was stirred at 60°C for 5 hours. After cooling to room temperature, the mixture was separated using pure water and chloroform, and the organic layer was washed with a saturated aqueous sodium chloride solution. The organic layer was dried over anhydrous magnesium sulfate and purified by silica gel column chromatography to obtain intermediate (AA-702) as a white solid (yield 72%). The compounds were identified by FDMS measurement. FDM S: 935.97 Example 7-3 Synthesis of intermediate (AA-703)
[0191] [ka]
[0192] Under a nitrogen atmosphere, magnesium (10.0 mmol) was suspended in tetrahydrofuran (20 ml) and stirred at 70°C, and a THF solution (100 mL) of intermediate (AA-702) (7.0 mmol) was added dropwise to the suspension over 20 minutes. A tetrahydrofuran solution (10 ml) of cyanuric chloride (3.0 mmol) was then added dropwise to the suspension over 20 minutes at 0°C. After the addition was completed, the mixture was stirred at 60°C for 5 hours. After cooling to room temperature, the mixture was separated using pure water and chloroform, and the organic layer was washed with a saturated aqueous sodium chloride solution. The organic layer was dried over anhydrous magnesium sulfate and purified by silica gel column chromatography to obtain intermediate (AA-703) as a white solid (yield 40%). The compounds were identified by FDMS measurement. FDMS:1771.01 Example 7-4 Synthesis of Compound A0043
[0193] [ka]
[0194] Under a nitrogen atmosphere, sodium hydride (6.0 mmol) was suspended in tetrahydrofuran (20 ml) and stirred at 0°C, and a THF solution (100 mL) of bis(trifluoroethyl)amine (6.0 mmol) was added dropwise to the suspension over 20 minutes. Furthermore, a tetrahydrofuran solution (10 ml) of intermediate (AA-703) (5.0 mmol) was added dropwise to the suspension over 20 minutes at 0°C. After the addition was completed, the mixture was stirred at 60°C for 5 hours. After cooling to room temperature, the mixture was separated using pure water and chloroform, and the organic layer was washed with a saturated aqueous sodium chloride solution. The organic layer was dried over anhydrous magnesium sulfate and purified by silica gel column chromatography to obtain compound A0043 as a white solid (yield 72%). The compounds were identified by FDMS measurement. FDMS:1916.07 Example 7-4' (Evaluation of metal adhesion of compound (A0043)) The glass substrate was washed by boiling with isopropyl alcohol, and then washed with ultraviolet light and ozone. After that, it was placed in a vacuum deposition apparatus and 1.0 × 10 -4 The chamber was evacuated using a vacuum pump until the pressure in the chamber was reduced to 1 Pa or less. A 100 nm film of compound (A0043) was formed 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 2 nm of ytterbium was deposited at a deposition rate of 0.01 nm / sec, followed by 20 nm of silver at a deposition rate of 0.1 nm / sec. No films of ytterbium or silver were formed in the area where compound (A0043) had been deposited, forming a 20 mm x 10 mm transparent area. [Synthesis of compound (A0050) and evaluation of metal adhesion] Example 8-1 Synthesis of compound (AA-0050)
[0195] [ka]
[0196] Under a nitrogen atmosphere, the intermediate (AA-203) (3.0 mmol) was dissolved in dimethyl sulfoxide, tripotassium phosphate (7.0 mmol) and perfluorotoluene (20 mmol) were added, and the mixture was stirred at 100°C for 8 hours. 200 ml of water was added, and the precipitated solid was filtered and washed with methanol. After drying at 50°C, the target compound (A0050) was obtained (yield 87%). The compound was identified by FDMS measurement.
[0197] FDM S: 966.07 Example 8-1' (Evaluation of metal adhesion of compound (A0050)) The glass substrate was washed by boiling with isopropyl alcohol, and then washed with ultraviolet light and ozone. After that, it was placed in a vacuum deposition apparatus and 1.0 × 10 -4 The chamber was evacuated using a vacuum pump until the pressure in the chamber was reduced to 1 Pa or less. A 100 nm film of compound (A0050) was formed 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 2 nm of ytterbium was deposited at a deposition rate of 0.01 nm / sec, followed by 20 nm of silver at a deposition rate of 0.1 nm / sec. No films of ytterbium or silver were formed in the area where compound (A0050) had been deposited, forming a 20 mm x 10 mm transparent area. [Synthesis of compound (A0061) and evaluation of metal adhesion] Example 9-1 Synthesis of compound (AA-0061)
[0198] [ka]
[0199] Under a nitrogen atmosphere, the intermediate (AA-503) (3.0 mmol) was dissolved in dimethyl sulfoxide, and tripotassium phosphate (7.0 mmol) and perfluorotoluene (20 mmol) were added, followed by stirring at 120°C for 8 hours. The precipitated solid was filtered and washed with methanol. After drying at 50°C, the target compound (AA-0061) was obtained (yield 70%). The compound was identified by FDMS measurement.
[0200] FDMS:940 Example 9-1' (Evaluation of metal adhesion of compound (A0061)) The glass substrate was washed by boiling with isopropyl alcohol, and then washed with ultraviolet light and ozone. After that, it was placed in a vacuum deposition apparatus and 1.0 × 10 -4 The chamber was evacuated using a vacuum pump until the pressure in the chamber was reduced to less than 1 Pa. A 100 nm film of compound (A0061) was formed 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 at a deposition rate of 0.01 nm / sec to a thickness of 2 nm, followed by silver being deposited at a deposition rate of 0.1 nm / sec to a thickness of 20 nm. No films of ytterbium or silver were formed in the area on which compound (A0061) had been deposited, and a 20 mm x 10 mm transparent area was formed. [Synthesis of compound (A0062) and evaluation of metal adhesion] Example 10-1 Synthesis of compound (AA-0062)
[0201] [ka]
[0202] Under a nitrogen atmosphere, the intermediate (AA-503) (3.0 mmol) was dissolved in dimethyl sulfoxide, and tripotassium phosphate (7.0 mmol) and perfluorobenzene (20 mmol) were added, followed by stirring at 80°C for 8 hours. The precipitated solid was filtered and washed with methanol. After drying at 50°C, the target compound (AA-0062) was obtained (yield 67%). The compound was identified by FDMS measurement.
[0203] FDMS:840.01 Example 10-1' (Evaluation of metal adhesion of compound (A0062)) The glass substrate was washed by boiling with isopropyl alcohol, and then washed with ultraviolet light and ozone. After that, it was placed in a vacuum deposition apparatus and 1.0 × 10 -4 The chamber was evacuated using a vacuum pump until the pressure in the chamber was reduced to less than 1 Pa. A 100 nm film of compound (A0062) was formed 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 at a deposition rate of 0.01 nm / sec to a thickness of 2 nm, followed by silver being deposited at a deposition rate of 0.1 nm / sec to a thickness of 20 nm. No films of ytterbium or silver were formed in the area on which compound (A0062) had been deposited, and a 20 mm x 10 mm transparent area was formed. [Synthesis of compound (A0121) and evaluation of metal adhesion] Example 11-1 Synthesis of compound (AA-0121)
[0204] [ka]
[0205] Under a nitrogen atmosphere, the intermediate (AA-503) (3.0 mmol) was dissolved in dimethyl sulfoxide, tripotassium phosphate (7.0 mmol) and trichloropyrimidine (6.4 mmol) were added, and the mixture was stirred at 80°C for 8 hours. 1H,1H,9H-hexadecafluoro-1-nonanol (24 mmol) was then added, and the mixture was stirred at 80°C for another 8 hours. After the reaction was completed, water was added, and the precipitated solid was filtered and washed with methanol. After drying at 50°C, the target compound (AA-0062) was obtained (yield 67%). The compound was identified by FDMS measurement.
[0206] FDMS:2384.03 Example 11-1' (Evaluation of metal adhesion of compound (A0121)) The glass substrate was washed by boiling with isopropyl alcohol, and then washed with ultraviolet light and ozone. After that, it was placed in a vacuum deposition apparatus and 1.0 × 10-4 The chamber was evacuated using a vacuum pump until the pressure in the chamber was reduced to less than 1 Pa. A film of compound (A0121) was formed at a deposition rate of 0.2 nm / sec to a thickness of 100 nm 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 at a deposition rate of 0.01 nm / sec to a thickness of 2 nm, followed by silver being deposited at a deposition rate of 0.1 nm / sec to a thickness of 20 nm. No films of ytterbium or silver were formed in the area on which compound (A0121) had been deposited, and a transparent area of 20 mm x 10 mm was formed. Example 12-1 Synthesis of compound (A0131)
[0207] [ka]
[0208] Under a nitrogen atmosphere, intermediate (AA-503) (5.0 mmol), tripotassium phosphate, and perfluoropyridine (20 mmol) were suspended in THF (50 mL) and stirred at 70°C for 12 hours. After cooling to room temperature, water (200 ml) was added to the reaction solution and stirred at room temperature for 30 minutes. The precipitated solid was filtered, washed with hexane (200 ml), and purified by sublimation to obtain the target compound (A0131) as a white solid (yield 80%).
[0209] The compounds were identified by FDMS measurement.
[0210] FDMS:806.02 Example 12-1' (Evaluation of metal adhesion of compound (A0131)) The glass substrate was washed by boiling with isopropyl alcohol, and then washed with ultraviolet light and ozone. After that, it was placed in a vacuum deposition apparatus and 1.0 × 10 -4The chamber was evacuated using a vacuum pump until the pressure in the chamber was reduced to 1 Pa or less. A 100 nm film of compound (A0131) was formed 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 2 nm of ytterbium was deposited at a deposition rate of 0.01 nm / sec, followed by 20 nm of silver deposited at a deposition rate of 0.1 nm / sec. No films of ytterbium or silver were formed in the area where compound (A0131) had been deposited, forming a 20 mm x 10 mm transparent area. Example 13-1 Synthesis of compound (A0134)
[0211] [ka]
[0212] Under a nitrogen atmosphere, A0131 (5.0 mmol), tripotassium phosphate, and difluoroethanol (20 mmol) were suspended in THF (50 mL) and stirred at 70°C for 12 hours. After cooling to room temperature, water (200 ml) was added to the reaction solution and stirred at room temperature for 30 minutes. The precipitated solid was filtered, washed with ethanol (200 ml), and purified by sublimation to obtain the target compound (A0134) as a white solid (yield 90%).
[0213] The compounds were identified by FDMS measurement.
[0214] FDMS:1054.09 Example 13-1' (Evaluation of metal adhesion of compound (A0134)) The glass substrate was washed by boiling with isopropyl alcohol, and then washed with ultraviolet light and ozone. After that, it was placed in a vacuum deposition apparatus and 1.0 × 10 -4The chamber was evacuated using a vacuum pump until the pressure in the chamber was reduced to 1 Pa or less. A 100 nm film of compound (A0134) was formed 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 2 nm of ytterbium was deposited at a deposition rate of 0.01 nm / sec, followed by 20 nm of silver at a deposition rate of 0.1 nm / sec. No films of ytterbium or silver were formed in the area where compound (A0134) had been deposited, forming a 20 mm x 10 mm transparent area. Comparative Example 14-1' (Evaluation of metal adhesion of comparative compound (X0001))
[0215] [ka]
[0216] The adhesion of metal to the compound (X0001) was evaluated in the same manner as in Example 1-4'. Films of ytterbium and silver were also formed on the film of the compound (X001), and no transparent region was formed. Comparative Example 15-1' (Evaluation of metal adhesion of comparative compound (X0002))
[0217] [ka]
[0218] The adhesion of metal to the compound (X0002) was evaluated in the same manner as in Example 1-4'. Films of ytterbium and silver were also formed on the film of the compound (X0002), and no transparent region was formed. Comparative Example 16-1' (Evaluation of metal adhesion of comparative compound (X0003))
[0219] [ka]
[0220] The adhesion of metal to the compound (X0003) was evaluated in the same manner as in Example 1-4'. Films of ytterbium and silver were also formed on the film of the compound (X0003), and no transparent region was formed. Comparative Example 17-1' (Evaluation of metal adhesion of comparative compound (X0004))
[0221] [ka]
[0222] The adhesion of metal to the compound (X0004) was evaluated in the same manner as in Example 1-4'. Films of ytterbium and silver were also formed on the film of the compound (X0004), and no transparent region was formed. Comparative Example 18-1' (Evaluation of metal adhesion of comparative compound (X0005))
[0223] [ka]
[0224] The adhesion of metal to the compound (X0005) was evaluated in the same manner as in Example 1-4'. Films of ytterbium and silver were also formed on the film of the compound (X0005), and no transparent region was formed. ≪Transmittance measurement≫ Metal adhesion can be evaluated by measuring the transmittance, and the transmittance decreases as metal adheres to the surface. Also, the transmittance decreases in correlation with the amount of metal adhered to the surface. 1-1. Compound-containing metal patterning materials Example 1-4: Measurement of transmittance of compound (A0009) The glass substrate was washed by boiling with isopropyl alcohol, and then washed with ultraviolet light and ozone. After that, it was placed in a vacuum deposition apparatus and 1.0 × 10 -4The chamber was evacuated using a vacuum pump until the pressure in the chamber was reduced to below 1 Pa. A 20 nm film of compound (A0009), a metal patterning material, was formed on a glass substrate at a deposition rate of 0.1 nm / sec. The results of the transmittance measurement are shown in Figure 1A. Furthermore, 10 nm of silver and magnesium (1:1) was deposited on the thin film of compound (A0009) at a deposition rate of 0.1 nm / sec. The results of the transmittance measurement are shown in Figure 1B. In Figure 1B, the transmittance from 550 to 800 nm after metal deposition was "≧80%," indicating that the formation of a metal film was suppressed. Example 2-4: Measurement of transmittance of compound (A0019) The transmittance of the compound (A0019) was measured in the same manner as in Example 2-4". The results of the transmittance measurements before and after metal deposition are shown in FIG. 2A and FIG. 2B, respectively.
[0225] In FIG. 2B, the transmittance in the range of 550 to 800 nm after metal deposition was "≧90%," indicating that the formation of a metal film was suppressed. Example 3-2: Measurement of transmittance of compound (A0020) The transmittance of the compound (A0020) was measured in the same manner as in Example 1-3". The results of the transmittance measurements before and after metal deposition are shown in FIG. 3A and FIG. 3B, respectively.
[0226] In FIG. 3B, the transmittance in the range of 550 to 800 nm after metal deposition was "≧80%," indicating that the formation of a metal film was suppressed. Example 4-1: Measurement of transmittance of compound (A0024) The transmittance of the compound (A0024) was measured in the same manner as in Example 1-3". The results of the transmittance measurements before and after metal deposition are shown in FIG. 4A and FIG. 4B, respectively.
[0227] In FIG. 4B, the transmittance in the range of 550 to 800 nm after metal deposition was "≧90%," indicating that the formation of a metal film was suppressed. Example 5-4: Measurement of transmittance of compound (A0030) The transmittance of the compound (A0030) was measured in the same manner as in Example 1-3". The results of the transmittance measurements before and after metal deposition are shown in FIG. 5A and FIG. 5B, respectively.
[0228] In FIG. 5B, the transmittance in the range of 550 to 800 nm after metal deposition was "≧90%," indicating that the formation of a metal film was suppressed. Example 6-2: Measurement of transmittance of compound (A0040) The transmittance of the compound (A0060) was measured in the same manner as in Example 1-3". The results of the transmittance measurements before and after metal deposition are shown in FIG. 6A and FIG. 6B, respectively.
[0229] In FIG. 6B, the transmittance in the range of 550 to 800 nm after metal deposition was "≧60%," indicating that the formation of a metal film was suppressed. Example 7-4: Measurement of transmittance of compound (A0043) The transmittance of the compound (A0043) was measured in the same manner as in Example 1-3". The results of the transmittance measurements before and after metal deposition are shown in FIG. 7A and FIG. 7B, respectively.
[0230] In FIG. 7B, the transmittance in the range of 550 to 800 nm after metal deposition was "≧70%," indicating that the formation of a metal film was suppressed. Example 8-1: Measurement of transmittance of compound (A0050) The transmittance of the compound (A0050) was measured in the same manner as in Example 1-3". The results of the transmittance measurements before and after metal deposition are shown in FIG. 8A and FIG. 8B, respectively.
[0231] In FIG. 8B, the transmittance in the range of 550 to 800 nm after metal deposition was "≧70%," indicating that the formation of a metal film was suppressed. Example 9-1: Measurement of transmittance of compound (A0061) The transmittance of the compound (A0061) was measured in the same manner as in Example 1-3". The results of the transmittance measurements before and after metal deposition are shown in FIG. 9A and FIG. 9B, respectively.
[0232] In FIG. 9B, the transmittance in the range of 550 to 800 nm after metal deposition was "≧60%," indicating that the formation of a metal film was suppressed. Example 10-1: Measurement of transmittance of compound (A0062) The transmittance of the compound (A0062) was measured in the same manner as in Example 1-3". The results of the transmittance measurements before and after metal deposition are shown in FIG. 10A and FIG. 10B, respectively.
[0233] In FIG. 10B, the transmittance in the range of 550 to 800 nm after metal deposition was "≧70%," indicating that the formation of a metal film was suppressed. Example 11-1: Measurement of transmittance of compound (A0121) The transmittance of the compound (A0121) was measured in the same manner as in Example 1-3". The results of the transmittance measurements before and after metal deposition are shown in FIG. 11A and FIG. 11B, respectively.
[0234] In FIG. 11B, the transmittance in the range of 550 to 800 nm after metal deposition was "≧60%," indicating that the formation of a metal film was suppressed. Example 12-1: Measurement of transmittance of compound (A0131) The transmittance of the compound (A0131) was measured in the same manner as in Example 1-3". The results of the transmittance measurements before and after metal deposition are shown in FIG. 12A and FIG. 12B, respectively.
[0235] In FIG. 12B, the transmittance in the range of 550 to 800 nm after metal deposition was "≧80%," indicating that the formation of a metal film was suppressed. Example 13-1: Measurement of transmittance of compound (A0134) The transmittance of the compound (A0134) was measured in the same manner as in Example 1-3". The results of the transmittance measurements before and after metal deposition are shown in FIG. 13A and FIG. 13B, respectively.
[0236] In FIG. 13B, the transmittance in the range of 550 to 800 nm after metal deposition was "≧90%," indicating that the formation of a metal film was suppressed. Comparative Example 14-1" Transmittance measurement of compound (X0001) The transmittance of the compound (X0001) was measured in the same manner as in Example 1-3". The results of the transmittance measurements before and after metal deposition are shown in FIG. 14A and FIG. 14B, respectively.
[0237] In FIG. 14B, the transmittance in the range of 550 to 800 nm after metal deposition was "≧40%," and the formation of the metal film could not be suppressed. Comparative Example 15-1: Measurement of transmittance of compound (X0002) The transmittance of the compound (X0002) was measured in the same manner as in Example 1-3". The results of the transmittance measurements before and after metal deposition are shown in FIG. 15A and FIG. 15B, respectively.
[0238] In FIG. 15, the transmittance in the range of 550 to 800 nm after metal deposition was "≧30%," and the formation of the metal film could not be suppressed. Comparative Example 16-1: Measurement of transmittance of compound (X0003) The transmittance of the compound (X0003) was measured in the same manner as in Example 1-3". The results of the transmittance measurements before and after metal deposition are shown in FIG. 16A and FIG. 16B, respectively.
[0239] In FIG. 15, the transmittance in the range of 550 to 800 nm after metal deposition was "≧40%," and the formation of the metal film could not be suppressed. Comparative Example 17-1: Measurement of transmittance of compound (X0004) The transmittance of the compound (X0004) was measured in the same manner as in Example 1-3". The results of the transmittance measurements before and after metal deposition are shown in FIG. 17A and FIG. 17B, respectively.
[0240] In FIG. 15, the transmittance in the range of 550 to 800 nm after metal deposition was "≧40%," and the formation of the metal film could not be suppressed. Comparative Example 18-1: Measurement of transmittance of compound (X0005) The transmittance of the compound (X0005) was measured in the same manner as in Example 1-3". The results of the transmittance measurements before and after metal deposition are shown in FIG. 18A and FIG. 18B, respectively.
[0241] In FIG. 15, the transmittance in the range of 550 to 800 nm after metal deposition was "≧30%," and the formation of the metal film could not be suppressed.
[0242] The transmittance measurement results for each of the above compounds are summarized in Table 1-1 below.
[0243] [Table 1-1]
[0244]
Claims
1. A material for metal patterning, comprising a compound having a skeleton represented by the following formula (101) or the following formula (102) as a partial structure in the molecule, and having a molecular weight of 600 or more: 【Chemistry 1】 During the ceremony, X 101 , and X 102 each independently represents N, S or O; B represents a hydrocarbon having 1 to 10 carbon atoms substituted with at least one or more fluorine atoms, a hydrocarbon ring having 6 to 26 carbon atoms substituted with at least one or more fluorine atoms, a heterocycle having 3 to 26 carbon atoms substituted with at least one or more fluorine atoms, or a group represented by the following formula (111): C and D each independently represent a substituted hydrocarbon ring having 6 to 26 carbon atoms, a substituted heterocycle having 3 to 26 carbon atoms, or a group represented by the following formula (111), and at least one of them represents a fluorine atom or a group represented by the following formula (111); E represents a substituted aliphatic hydrocarbon having 1 to 10 carbon atoms, a substituted aliphatic hydrocarbon ring having 6 to 26 carbon atoms, a substituted aromatic hydrocarbon ring having 6 to 26 carbon atoms, a substituted heterocycle having 3 to 26 carbon atoms, or a group represented by the following formula (111): A 101 , and A 102 are each independently an optionally substituted hydrocarbon ring having 6 to 26 carbon atoms, or represents an optionally substituted heterocycle having 3 to 26 carbon atoms; C is A 101 is a substituent at any position of one or more of the rings represented by the formula: D is A 102 is a substituent at any position of one or more of the two rings represented by the formula: 【Chemistry 2】 L 111 are each independently an optionally substituted monocyclic, linked or condensed ring divalent aromatic hydrocarbon group having 6 to 26 carbon atoms; an optionally substituted monocyclic, linked, or fused divalent heteroaromatic group having 3 to 26 carbon atoms; an optionally substituted linear, branched or cyclic divalent aliphatic hydrocarbon group having 1 to 18 carbon atoms, O, S, or SO 2 Represents; Rf 111 are each independently represents a fluoroalkyl structure having one or more carbon atoms and containing one or more fluorine atoms; Each a101 independently represents an integer of 1 to 6. Each a102 independently represents an integer of 1 to 8. Each a103 independently represents an integer of 0 to 1. Each b111 independently represents an integer of 0 to 12. Each c111 independently represents an integer of 1 to 6. In formula (101), * represents one or more bonds, and each of the bonds independently represents one end of X 101 A six-membered ring containing 101 and is bonded to one or more of the rings represented by the formula: In formula (102), * represents one or more bonds, and each of the bonds independently represents one end of A 102 Of the two rings represented by the formula (I), one or more of the rings is bonded to the ring. In formula (111), * represents a bond bonded to the partial structure.
2. The metal patterning material according to claim 1, wherein the fluoroalkyl structure is represented by the following formula (001): 【Chemistry 3】 During the ceremony, Rf 001 are each independently represents a linear, branched or cyclic aliphatic hydrocarbon group having 1 to 18 carbon atoms which may be substituted with a fluorine atom; L 001 are each independently O, S, SO 2 or a linear, branched or cyclic divalent aliphatic hydrocarbon group having 1 to 18 carbon atoms which may be substituted with a fluorine atom; or represents a vinylene group optionally substituted with a fluorine atom; Each a001 independently represents an integer of 0 to 4; Each a002 independently represents an integer of 1 to 4;
3. A 101 , and A 102 When the ring is a substituted hydrocarbon ring or a substituted heterocycle, the substituents on these rings are each independently a linear, branched or cyclic aliphatic hydrocarbon group having 1 to 18 carbon atoms; a linear, branched, or cyclic alkoxy group having 1 to 18 carbon atoms, an aromatic hydrocarbon group having 6 to 20 carbon atoms, a heteroaromatic group having 3 to 20 carbon atoms, Fluorine atom, deuterium atom, A structure represented by formula (001), and combinations of these groups; L 111 is a substituted divalent aromatic hydrocarbon group, a substituted divalent heteroaromatic group, or a substituted divalent cyclic aliphatic hydrocarbon group, the substituents on these groups are each independently a linear, branched or cyclic aliphatic hydrocarbon group having 1 to 18 carbon atoms; a linear, branched, or cyclic alkoxy group having 1 to 18 carbon atoms, an aromatic hydrocarbon group having 6 to 20 carbon atoms, a heteroaromatic group having 3 to 20 carbon atoms, Fluorine atom, deuterium atom, A structure represented by formula (001), and combinations of these groups; Rf 111 represents a linear, branched or cyclic aliphatic hydrocarbon group having 1 to 18 carbon atoms which may be substituted with a fluorine atom; 3. The material for metal patterning according to claim 1, wherein the compound is one or more groups selected from the group consisting of:
4. A 101 , and A 102 However, each independently (i) a benzene ring, a naphthalene ring, a fluorene ring, a spirobifluorene ring, a phenanthrene ring, a fluoranthene ring, a triphenylene ring, a pyrene ring, an anthracene ring, a chrysene ring, a perylene ring, a cyclopentane ring, a cyclohexane ring, a norbornane ring, an adamantane ring, a pyridine ring, a pyrazine ring, a thiophene ring, a benzothiophene ring, a dibenzothiophene ring, a furan ring, a benzofuran ring, a dibenzofuran ring, a pyrrole ring, an indole ring, a carbazole ring, a piperidine ring, a piperazine ring, a dioxine ring, a benzodioxine ring, or a dibenzodioxine ring, or (ii) The metal patterning material according to claim 1 or 2, wherein the ring represented by (i) is a ring substituted with one or more groups selected from the group consisting of a methyl group, an ethyl group, a methoxy group, an ethoxy group, a trifluoromethyl group, a trifluoromethoxy group, a perfluoroalkyl group having 2 to 10 carbon atoms, a perfluoroalkoxy group having 2 to 10 carbon atoms, a cyano group, a deuterium atom, a fluorine atom, a phenyl group which may be substituted with a fluorine atom, a biphenylyl group which may be substituted with a fluorine atom, a naphthyl group which may be substituted with a fluorine atom, a phenanthryl group which may be substituted with a fluorine atom, a pyridyl group which may be substituted with a fluorine atom, a carbazolyl group which may be substituted with a fluorine atom, a dibenzothienyl group which may be substituted with a fluorine atom, a dibenzofuranyl group which may be substituted with a fluorine atom, and a structure represented by formula (001).
5. L 111 However, each independently, (iii) a phenylene group, a biphenylene group, a terphenylene group, a naphthylene group, a fluorenediyl group, a spirobifluorenediyl group, a 9,9-dimethylfluorenediyl group, a 9,9-diphenylfluorenediyl group, a benzofluorenediyl group, a phenanthrene diyl group, a fluoranthene diyl group, a triphenylenediyl group, an anthracene diyl group, a pyrene diyl group, a chrysene diyl group, a perylene diyl group, a benzochrysene diyl group, a dibenzochrysene diyl group, a triptycenediyl group, a corannulenediyl group, a pyridinediyl group, a pyrimidinediyl group, or a pyrazinediyl group, triazinediyl group, carbazolediyl group, furandiyl group, thiophenediyl group, benzofurandiyl group, benzothiophenediyl group, dibenzofurandiyl group, dibenzothiophene group, thiazolediyl group, thiadiazolediyl group, thianthenediyl group, acridinediyl group, dihydroacridinediyl group, phenoxazinediyl group, phenothiazinediyl group, benzothiazolediyl group, methylene group, ethylene group, propylene group, adamantanediyl group, diamantanediyl group, norbornenediyl group, cyclohexanediyl group, O, S, or N, or, (iv) The material for metal patterning according to claim 1 or 2, wherein the group represented by (iii) is a group substituted with one or more groups selected from the group consisting of a methyl group, an ethyl group, a methoxy group, an ethoxy group, a trifluoromethyl group, a trifluoromethoxy group, a perfluoroalkyl group having 2 to 10 carbon atoms, a perfluoroalkoxy group having 2 to 10 carbon atoms, a cyano group, a deuterium atom, a fluorine atom, a phenyl group which may be substituted with a fluorine atom, a biphenylyl group which may be substituted with a fluorine atom, a naphthyl group which may be substituted with a fluorine atom, a phenanthryl group which may be substituted with a fluorine atom, a pyridyl group which may be substituted with a fluorine atom, a carbazolyl group which may be substituted with a fluorine atom, a dibenzothienyl group which may be substituted with a fluorine atom, a dibenzofuranyl group which may be substituted with a fluorine atom, and a structure represented by formula (001).
6. B is independently (v) a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, a fluorenyl group, a spirobifluorenyl group, a 9,9-dimethylfluorenyl group, a 9,9-diphenylfluorenyl group, a benzofluorenyl group, a phenanthryl group, a fluoranthenyl group, a triphenylyl group, an anthryl group, a pyrenyl group, a chrysenyl group, a perylenyl group, a benzochrysenyl group, a di ... Lysenyl group, triptycenyl group, corannulenyl group, pyridyl group, pyrimidyl group, pyrazyl group, triazyl group, carbazolyl group, furanyl group, thienyl group, benzofuranyl group, benzothienyl group, dibenzofuranyl group, dibenzothienyl group, thiazolyl group, thiadiazolyl group, thianthryl group, acridyl group, dihydroacridyl group, phenoxazyl group, phenothiazyl group, benzothiazolyl group, adamantyl group, diamantyl group, norbornyl group, cyclohexyl group, or Rf 111 ,or, (vi) The material for metal patterning according to claim 1 or 2, wherein the group represented by (v) is a group substituted with one or more groups selected from the group consisting of a methyl group, an ethyl group, a methoxy group, an ethoxy group, a trifluoromethyl group, a trifluoromethoxy group, a perfluoroalkyl group having 2 to 10 carbon atoms, a perfluoroalkoxy group having 2 to 10 carbon atoms, a cyano group, a deuterium atom, a fluorine atom, a phenyl group which may be substituted with a fluorine atom, a biphenylyl group which may be substituted with a fluorine atom, a naphthyl group which may be substituted with a fluorine atom, a phenanthryl group which may be substituted with a fluorine atom, a pyridyl group which may be substituted with a fluorine atom, a carbazolyl group which may be substituted with a fluorine atom, a dibenzothienyl group which may be substituted with a fluorine atom, a dibenzofuranyl group which may be substituted with a fluorine atom, and a structure represented by formula (001).
7. Each E is independently (vii) a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, a fluorenyl group, a spirobifluorenyl group, a 9,9-dimethylfluorenyl group, a 9,9-diphenylfluorenyl group, a benzofluorenyl group, a phenanthryl group, a fluoranthenyl group, a triphenylyl group, an anthryl group, a pyrenyl group, a chrysenyl group, a perylenyl group, a benzochrysenyl group, a dibenzochrysenyl group, a triptycenyl group, a corannulenyl group, a pyridyl group, a pyrimidyl group, a pyrazyl group, a triazyl group, a carbazolyl group, a furanyl group, a thienyl group, a benzofuranyl group, a benzothienyl group, a dibenzofuranyl group, a dibenzothienyl group, a thiazolyl group, a thiadiazolyl group, a thianthryl group, an acridyl group, a dihydroacridyl group, a phenoxazyl group, a phenothiazyl group, a benzothiazolyl group, an adamantyl group, a diamantyl group, a norbornyl group, a cyclohexyl group, 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, or (viii) The group represented by (vii) may be substituted with a group selected from the group consisting of 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 methoxy group, an ethoxy group, an alkoxy group having 3 to 10 carbon atoms, a cyano group, a deuterium atom, a phenyl group, a biphenylyl group, a naphthyl group, a phenanthryl group, a carbazolyl group, a dibenzothienyl group, and a dibenzofuranyl group.
3. The metal patterning material according to claim 2.
8. A 101 , and A 102 However, each independently, (i') a benzene ring, a naphthalene ring, a fluorene ring, a phenanthrene ring, a cyclopentane ring, a cyclohexane ring, a norbornane ring, an adamantane ring, a pyridine ring, a pyrazine ring, a thiophene ring, a benzothiophene ring, a dibenzothiophene ring, a furan ring, a benzofuran ring, a dibenzofuran ring, a pyrrole ring, an indole ring, a carbazole ring, a dioxin ring, a benzodioxin ring, or a dibenzodioxin ring, or (ii') The material for metal patterning according to claim 1 or 2, wherein the ring represented by (i') is a ring substituted with one or more groups selected from the group consisting of a trifluoromethyl group, a trifluoromethoxy group, a perfluoroalkyl group having 2 to 10 carbon atoms, a perfluoroalkoxy group having 2 to 10 carbon atoms, a deuterium atom, a fluorine atom, a phenyl group which may be substituted with a fluorine atom, a naphthyl group which may be substituted with a fluorine atom, a carbazolyl group which may be substituted with a fluorine atom, and a structure represented by formula (001).
9. A 101 is an optionally substituted benzene ring, A 102 3. The material for metal patterning according to claim 1, wherein at least one of the groups is an optionally substituted benzene ring.
10. 9. The material for metal patterning according to claim 8, wherein each of B, C and D has at least one substituent selected from the group consisting of (Z): (Z) a fluorine atom, a difluoromethyl group, a trifluoromethyl group, or a structure represented by formula (001)
11. A compound represented by the following formula (501): 【Chemistry 4】 During the ceremony, X 501 represents N, S, or O; R 501 , R 502 are each independently Fluorine atom, or represents a fluoroalkyl structure having one or more carbon atoms and containing one or more fluorine atoms; Z 501 teeth, represents a group represented by an optionally substituted aliphatic hydrocarbon having 1 to 10 carbon atoms, an optionally substituted aliphatic hydrocarbon ring having 6 to 26 carbon atoms, or an optionally substituted heterocycle having 3 to 26 carbon atoms; Z 502 teeth, an optionally substituted hydrocarbon chain having 6 to 26 carbon atoms, an optionally substituted hydrocarbon ring having 6 to 26 carbon atoms, or represents an optionally substituted heterocycle having 3 to 26 carbon atoms; R 502 is N and X 501 a substituent at any position of one or more of two fused benzene rings located on the left and right of a six-membered ring containing M 501 is N and X 501 a substituent at any position of one or more of two fused benzene rings located on the left and right of a six-membered ring containing M 501 represents a group represented by the following formula (501-M): 【Chemistry 5】 L 501 are each independently an optionally substituted monocyclic, linked or condensed ring divalent aromatic hydrocarbon group having 6 to 26 carbon atoms; an optionally substituted monocyclic, linked, or fused divalent heteroaromatic group having 3 to 26 carbon atoms; a linear, branched or cyclic divalent aliphatic hydrocarbon having 1 to 18 carbon atoms which may be substituted; O, S or NE 501 Represents; Y 501 are each independently an optionally substituted monocyclic, linked or fused ring, mono- to tetravalent aromatic hydrocarbon group having 6 to 26 carbon atoms; an optionally substituted monocyclic, linked, or fused ring monovalent to tetravalent heteroaromatic group having 3 to 26 carbon atoms; or represents a cyclic mono- to tetravalent aliphatic hydrocarbon group having 1 to 18 carbon atoms which may be substituted; Lcy 501 are each independently an optionally substituted monocyclic, linked or condensed ring divalent aromatic hydrocarbon group having 6 to 26 carbon atoms; an optionally substituted monocyclic, linked, or fused divalent heteroaromatic group having 3 to 26 carbon atoms; a cyclic divalent aliphatic hydrocarbon group having 3 to 18 carbon atoms which may be substituted, Or represents a single bond; E 501 are each independently a fluoroalkyl structure having one or more carbon atoms and containing one or more fluorine atoms; Or a group represented by the following formula (511): 【Chemistry 6】 During the ceremony, Rf 511 are each independently represents a linear, branched or cyclic aliphatic hydrocarbon group having 1 to 18 carbon atoms which may be substituted with a fluorine atom; L 511 are each independently O, S, SO 2 or a linear, branched or cyclic divalent aliphatic hydrocarbon group having 1 to 18 carbon atoms which may be substituted with a fluorine atom; or represents a vinylene group optionally substituted with a fluorine atom; Each a501 independently represents an integer of 1 to 8. Each a502 independently represents an integer of 0 to 8. Each b501 independently represents an integer of 0 to 3. c501 and d501 each independently represent an integer of 0 to 3. Each e501 independently represents an integer of 1 to 4. Each a511 independently represents an integer of 0 to 4; b511 each independently represents an integer from 1 to 4;
12. The compound according to claim 11, wherein the fluoroalkyl structure is represented by the following formula (601): 【Chemistry 7】 During the ceremony, Rf 601 are each independently represents a linear, branched or cyclic aliphatic hydrocarbon group having 1 to 18 carbon atoms which may be substituted with a fluorine atom; L 601 are each independently O, S, SO 2 or a linear, branched or cyclic divalent aliphatic hydrocarbon group having 1 to 18 carbon atoms which may be substituted with a fluorine atom; or represents a vinylene group optionally substituted with a fluorine atom; Each a601 independently represents an integer of 1 to 4; b601 each independently represents an integer from 0 to 4;
13. L 501 When is a substituted divalent aromatic hydrocarbon group, a substituted divalent heteroaromatic group, or a substituted divalent aliphatic hydrocarbon group, the substituents on these groups are each independently a linear, branched or cyclic aliphatic hydrocarbon group having 1 to 18 carbon atoms; a linear, branched, or cyclic alkoxy group having 1 to 18 carbon atoms, an aromatic hydrocarbon group having 6 to 20 carbon atoms, a heteroaromatic group having 3 to 20 carbon atoms, Fluorine atom, deuterium atom, A structure represented by formula (601): and combinations of these groups; Y 501 is a substituted mono- to tetravalent aromatic hydrocarbon group, a substituted mono- to tetravalent heteroaromatic group, or a substituted mono- to tetravalent cyclic aliphatic hydrocarbon group, the substituents on these groups each independently represent a linear, branched or cyclic aliphatic hydrocarbon group having 1 to 18 carbon atoms; a linear, branched, or cyclic alkoxy group having 1 to 18 carbon atoms, an aromatic hydrocarbon group having 6 to 20 carbon atoms, a heteroaromatic group having 3 to 20 carbon atoms, Fluorine atom, deuterium atom, A structure represented by formula (601): and combinations of these groups; Lcy 501 is a substituted divalent aromatic hydrocarbon group, a substituted divalent heteroaromatic group, or a substituted divalent cyclic aliphatic hydrocarbon group, the substituents on these groups are each independently a linear, branched or cyclic aliphatic hydrocarbon group having 1 to 18 carbon atoms; a linear, branched, or cyclic alkoxy group having 1 to 18 carbon atoms, an aromatic hydrocarbon group having 6 to 20 carbon atoms, a heteroaromatic group having 3 to 20 carbon atoms, Fluorine atom, deuterium atom, A structure represented by formula (601): and combinations of these groups; L 511 is a substituted divalent aromatic hydrocarbon group, a substituted divalent heteroaromatic group, or a substituted divalent cyclic aliphatic hydrocarbon group, the substituents on these groups are each independently a linear, branched or cyclic aliphatic hydrocarbon group having 1 to 18 carbon atoms; a linear, branched, or cyclic alkoxy group having 1 to 18 carbon atoms, an aromatic hydrocarbon group having 6 to 20 carbon atoms, a heteroaromatic group having 3 to 20 carbon atoms, Fluorine atom, deuterium atom, A structure represented by formula (601): and combinations of these groups; Rf 511 is a substituted aromatic hydrocarbon group, a substituted heteroaromatic group, or a substituted cyclic aliphatic hydrocarbon group, the substituents on these groups are each independently a linear, branched or cyclic aliphatic hydrocarbon group having 1 to 18 carbon atoms; a linear, branched, or cyclic alkoxy group having 1 to 18 carbon atoms, an aromatic hydrocarbon group having 6 to 20 carbon atoms, a heteroaromatic group having 3 to 20 carbon atoms, Fluorine atom, deuterium atom, A structure represented by formula (601): and a combination of these groups.
14. Z 501 However, each independently, (ix) a pyridinediyl group, a pyrimidinediyl group, a pyrazinediyl group, a triazinediyl group, a carbazolediyl group, a furandiyl group, a thiophenediyl group, a benzofurandiyl group, a benzothiophenediyl group, a dibenzofurandiyl group, a dibenzothiophene group, a thiazolediyl group, a thiadiazolediyl group, a thianthenediyl group, an acridinediyl group, a dihydroacridinediyl group, a phenoxazinediyl group, a phenothiazinediyl group, a benzothiazolediyl group, a methylene group, an ethylene group, a propylene group, an adamantanediyl group, a diamantanediyl group, a norbornenediyl group, a cyclohexanediyl group, or (x) The group represented by (ix) is a methyl group, an ethyl group, a methoxy group, an ethoxy group, a trifluoromethyl group, a trifluoromethoxy group, a perfluoroalkyl group having 2 to 10 carbon atoms, a perfluoroalkoxy group having 2 to 10 carbon atoms, a cyano group, a deuterium atom, a fluorine atom, a phenyl group which may be substituted with a fluorine atom, a biphenylyl group which may be substituted with a fluorine atom, a naphthyl group which may be substituted with a fluorine atom, a phenanthryl group which may be substituted with a fluorine atom, a pyridyl group which may be substituted with a fluorine atom, a carbazolyl group which may be substituted with a fluorine atom, a dibenzothienyl group which may be substituted with a fluorine atom, a dibenzofuranyl group which may be substituted with a fluorine atom, and a structure represented by formula (601). The compound according to claim 11 or 12, which is substituted with one or more groups selected from the group consisting of these.
15. Z 502 However, each independently, (xi) a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, a fluorenyl group, a spirobifluorenyl group, a 9,9-dimethylfluorenyl group, a 9,9-diphenylfluorenyl group, a benzofluorenyl group, a phenanthryl group, a fluoranthenyl group, a triphenylyl group, an anthryl group, a pyrenyl group, a chrysenyl group, a perylenyl group, a benzochrysenyl group, a dibenzochrysenyl group, a triptycenyl group, a corannulenyl group, a pyridyl group, a pyrimidyl group, a pyrazyl group, a triazyl group, a carbazolyl group, a furanyl group, a thienyl group, a benzofuranyl group, a benzothienyl group, a dibenzofuranyl group, a dibenzothienyl group, a thiazolyl group, a thiadiazolyl group, a thianthryl group, an acridyl group, a dihydroacridyl group, a phenoxazyl group, a phenothiazyl group, a benzothiazolyl group, an adamantyl group, a diamantyl group, a norbornyl group, a cyclohexyl group, 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, or (xii) The group represented by (xi) is 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 methoxy group, an ethoxy group, an alkoxy group having 3 to 10 carbon atoms, a cyano group, a deuterium atom, a phenyl group, a biphenylyl group, a naphthyl group, a phenanthryl group, a carbazolyl group, a dibenzothienyl group, a dibenzofuranyl group, O, S, N, or NE 501 The compound according to claim 11 or 12, which may be substituted with a group selected from the group consisting of structures represented by:
16. L 501 However, each independently, (xiii) a phenylene group, a biphenylene group, a terphenylene group, a naphthylene group, a fluorenediyl group, a spirobifluorenediyl group, a 9,9-dimethylfluorenediyl group, a 9,9-diphenylfluorenediyl group, a benzofluorenediyl group, a phenanthrenediyl group, a fluoranthene diyl group, a triphenylenediyl group, an anthracene diyl group, a pyrenediyl group, a chrysene diyl group, a perylene diyl group, a benzochrysene diyl group, a dibenzochrysene diyl group, a triptycenediyl group, a corannulenediyl group, a pyridinediyl group, a pyrimidinediyl group, or a pyrazinediyl group group, a triazinediyl group, a carbazolediyl group, a furandiyl group, a thiophenediyl group, a benzofurandiyl group, a benzothiophenediyl group, a dibenzofurandiyl group, a dibenzothiophene group, a thiazolediyl group, a thiadiazolediyl group, a thianthenediyl group, an acridinediyl group, a dihydroacridinediyl group, a phenoxazinediyl group, a phenothiazinediyl group, a benzothiazolediyl group, a methylene group, an ethylene group, a propylene group, an adamantanediyl group, a diamantanediyl group, a norbornenediyl group, a cyclohexanediyl group, O, S, N, or NE 501 ,or, (xiv) The group represented by (xiii) is a methyl group, an ethyl group, a methoxy group, an ethoxy group, a trifluoromethyl group, a trifluoromethoxy group, a perfluoroalkyl group having 2 to 10 carbon atoms, a perfluoroalkoxy group having 2 to 10 carbon atoms, a cyano group, a deuterium atom, a fluorine atom, a phenyl group which may be substituted with a fluorine atom, a biphenylyl group which may be substituted with a fluorine atom, a naphthyl group which may be substituted with a fluorine atom, a phenanthryl group which may be substituted with a fluorine atom, a pyridyl group which may be substituted with a fluorine atom, a carbazolyl group which may be substituted with a fluorine atom, a dibenzothienyl group which may be substituted with a fluorine atom, a dibenzofuranyl group which may be substituted with a fluorine atom, and a structure represented by formula (601). The compound according to claim 11 or 12, which is substituted with one or more groups selected from the group consisting of these.
17. Y 501 each independently represents a monovalent to tetravalent (xv) a group derived from benzene, biphenyl, terphenyl, naphthalene, fluorene, spirobifluorene, 9,9-dimethylfluorene, 9,9-diphenylfluorene, benzofluorene, phenanthrene, fluoranthene, triphenylene, anthracene, pyrene, chrysene, perylene, benzochrysene, dibenzochrysene, triptycene, corannulene, pyridine, pyrimidine, pyrazine, triazine, carbazole, furan, thiophene, benzofuran, benzothiophene, dibenzofuran, dibenzothiophene, thiazole, thiadiazole, thianthrene, acridine, dihydroacridine, phenoxazine, phenothiazine, dibenzo-1,4-dioxine, benzothiazole, adamantane, diamantane, norbornene, or cyclohexane, or (xvi) The group represented by (xv) is not particularly limited to a methyl group, an ethyl group, a methoxy group, an ethoxy group, a trifluoromethyl group, a trifluoromethoxy group, a perfluoroalkyl group having 2 to 10 carbon atoms, a perfluoroalkoxy group having 2 to 10 carbon atoms, a cyano group, a deuterium atom, a fluorine atom, a phenyl group which may be substituted with a fluorine atom, a biphenylyl group which may be substituted with a fluorine atom, a naphthyl group which may be substituted with a fluorine atom, a phenanthryl group which may be substituted with a fluorine atom, a pyridyl group which may be substituted with a fluorine atom, a carbazolyl group which may be substituted with a fluorine atom, a dibenzothienyl group which may be substituted with a fluorine atom, a dibenzofuranyl group which may be substituted with a fluorine atom, O, S, N or NE 501 The compound according to claim 11 or 12, wherein the compound is a group substituted with one or more groups selected from the group consisting of a structure represented by formula (601):
18. Lcy 501 However, each independently, (xvii) a phenylene group, a biphenylene group, a terphenylene group, a naphthylene group, a fluorenediyl group, a spirobifluorenediyl group, a 9,9-dimethylfluorenediyl group, a 9,9-diphenylfluorenediyl group, a benzofluorenediyl group, a phenanthrene diyl group, a fluoranthene diyl group, a triphenylenediyl group, an anthracene diyl group, a pyrene diyl group, a chrysene diyl group, a perylene diyl group, a benzochrysene diyl group, a dibenzochrysene diyl group, a triptycenediyl group, a corannulenediyl group, a pyridine diyl group, a pyrimidin diyl group, a pyrazinediyl group, a triazinediyl group, a carbazolediyl group, a furandiyl group, a thiophenediyl group, a benzofurandiyl group, a benzothiophenediyl group, a dibenzofurandiyl group, a dibenzothiophene group, a thiazolediyl group, a thiadiazolediyl group, a thianthenediyl group, an acridinediyl group, a dihydroacridinediyl group, a phenoxazinediyl group, a phenothiazinediyl group, a benzothiazolediyl group, an adamantanediyl group, a diamantanediyl group, a norbornenediyl group, or a cyclohexanediyl group, (xviii) The group represented by (xvii) is a group substituted with one or more groups selected from the group consisting of a methyl group, an ethyl group, a methoxy group, an ethoxy group, a trifluoromethyl group, a trifluoromethoxy group, a perfluoroalkyl group having 2 to 10 carbon atoms, a perfluoroalkoxy group having 2 to 10 carbon atoms, a cyano group, a deuterium atom, a fluorine atom, a phenyl group which may be substituted with a fluorine atom, a biphenylyl group which may be substituted with a fluorine atom, a naphthyl group which may be substituted with a fluorine atom, a phenanthryl group which may be substituted with a fluorine atom, a pyridyl group which may be substituted with a fluorine atom, a carbazolyl group which may be substituted with a fluorine atom, a dibenzothienyl group which may be substituted with a fluorine atom, a dibenzofuranyl group which may be substituted with a fluorine atom, and a structure represented by formula (601), or (xix) A compound according to claim 11 or 12, which is a single bond.
19. L 511 However, each independently, (xix) a phenylene group, a biphenylene group, a terphenylene group, a naphthylene group, a fluorenediyl group, a spirobifluorenediyl group, a 9,9-dimethylfluorenediyl group, a 9,9-diphenylfluorenediyl group, a benzofluorenediyl group, a phenanthrene diyl group, a fluoranthene diyl group, a triphenylenediyl group, an anthracene diyl group, a pyrene diyl group, a chrysene diyl group, a perylene diyl group, a benzochrysene diyl group, a dibenzochrysene diyl group, a triptycenediyl group, a corannulenediyl group, a pyridine diyl group, a pyrimidine diyl group, a pyrazinediyl group, a triazinediyl group, a carbazolediyl group, a furandiyl group, a thiophenediyl group, a benzofurandiyl group, a benzothiophenediyl group, a dibenzofurandiyl group, a dibenzothiophene group, a thiazolediyl group, a thiadiazolediyl group, a thianthenediyl group, an acridinediyl group, a dihydroacridinediyl group, a phenoxazinediyl group, a phenothiazinediyl group, a benzothiazolediyl group, an adamantanediyl group, a diamantanediyl group, a norbornenediyl group, or a cyclohexanediyl group, (xxi) The group represented by (xx) is a group substituted with one or more groups selected from the group consisting of a methyl group, an ethyl group, a methoxy group, an ethoxy group, a trifluoromethyl group, a trifluoromethoxy group, a perfluoroalkyl group having 2 to 10 carbon atoms, a perfluoroalkoxy group having 2 to 10 carbon atoms, a cyano group, a deuterium atom, a fluorine atom, a phenyl group which may be substituted with a fluorine atom, a biphenylyl group which may be substituted with a fluorine atom, a naphthyl group which may be substituted with a fluorine atom, a phenanthryl group which may be substituted with a fluorine atom, a pyridyl group which may be substituted with a fluorine atom, a carbazolyl group which may be substituted with a fluorine atom, a dibenzothienyl group which may be substituted with a fluorine atom, a dibenzofuranyl group which may be substituted with a fluorine atom, and a structure represented by formula (601), or (xxii) A compound according to claim 11 or 12, which is a single bond.
20. Rf 511 However, each independently, (xxiii) a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, a fluorenyl group, a spirobifluorenyl group, a 9,9-dimethylfluorenyl group, a 9,9-diphenylfluorenyl group, a benzofluorenyl group, a phenanthryl group, a fluoranthenyl group, a triphenylyl group, an anthryl group, a pyrenyl group, a chrysenyl group, a perylenyl group, a benzochrysenyl group, a dibenzochrysenyl group, a triptycenyl group, a corannulenyl group, a pyridyl group, a pyrimidinyl group, a pyrazyl group, a triazyl group, a carbazolyl group, a furanyl group, a thienyl group, a benzofuranyl group, a benzothienyl group, a dibenzofuranyl group, a dibenzothienyl group, a thiazolyl group, a thiadiazolyl group, a thianthryl group, an acridyl group, a dihydroacridyl group, a phenoxazyl group, a phenothiazyl group, a dibenzo-1,4-dioxinyl group, a benzothiazolyl group, an adamantyl group, a diamantyl group, a norbornyl group, or a cyclohexyl group, or (xxiv) The group represented by (xxiii) is a methyl group, an ethyl group, a methoxy group, an ethoxy group, a trifluoromethyl group, a trifluoromethoxy group, a perfluoroalkyl group having 2 to 10 carbon atoms, a perfluoroalkoxy group having 2 to 10 carbon atoms, a cyano group, a deuterium atom, a fluorine atom, a phenyl group which may be substituted with a fluorine atom, a biphenylyl group which may be substituted with a fluorine atom, a naphthyl group which may be substituted with a fluorine atom, a phenanthryl group which may be substituted with a fluorine atom, a pyridyl group which may be substituted with a fluorine atom, a carbazolyl group which may be substituted with a fluorine atom, a dibenzothienyl group which may be substituted with a fluorine atom, a dibenzofuranyl group which may be substituted with a fluorine atom, and a structure represented by formula (601). The compound according to claim 11 or 12, which is substituted with one or more groups selected from the group consisting of these.
21. X 501 The compound according to claim 11 or 12, wherein is N, O, or S.
22. R 501 and R 502 The compound according to claim 11 or 12, wherein is a fluorine atom or a group represented by formula (601).
23. A thin film for metal patterning, comprising the material for metal patterning according to claim 1 or 2, and capable of patterning a metal film or a metal laminate film.
24. The thin film for metal patterning according to claim 23, which has a water contact angle of 90° or more.
25. An organic electroluminescence element comprising a cathode, The cathode is Contains at least one selected from the group consisting of ytterbium, magnesium, silver, aluminum, and an alloy of magnesium and silver, The metal patterning material is patterned, An organic electroluminescence device, wherein the metal patterning material comprises the compound according to claim 11 or 12.
26. forming an organic material pattern containing the metal patterning material according to claim 1 or 2 or the compound according to claim 11 or 12; a metal material being applied to a region where the organic material pattern is to be formed and to a region where the organic material pattern is not to be formed, thereby forming a metal pattern in the region where the organic material pattern is not to be formed.
27. An electronic device comprising the metal patterning material according to claim 1 or 2, or the compound according to claim 11 or 12.
Citation Information
Patent Citations
Organic patterning layer, and metal patterning method using the same
JP2022014903A