compound

Abstract

An object of the present invention is to provide a compound having excellent selective absorbency. 【Solution means】A compound containing a cation having a partial structure represented by formula (1). TIFF2026078921000076.tif2790 [In formula (1), Ring W 1 , Ring W 2 , Ring W 3 each independently represents a ring having at least one double bond as a constituent element of the ring, and Ring W 1 , Ring W 2 , Ring W 3 each independently may have a substituent. R 1 , R 2 each independently represents a hydrogen atom or a monovalent substituent. E represents an electron-withdrawing group.]

Description

[Technical Field]

[0001] This invention relates to compounds. [Background technology]

[0002] Dye compounds that absorb visible light are used in a wide range of applications, including textiles, inks, paints, containers, packaging, printed materials, optical articles, eyeglasses, and display devices, for purposes such as coloring objects and transmitting or absorbing light of specific wavelengths. Important properties of dye compounds include selective absorption and durability. Among dye compounds, cyanine dyes have been widely used because the wavelengths at which they exhibit maximum absorption can be controlled across a wide range, from the ultraviolet region below 380 nm to the near-infrared region above 780 nm, by controlling the number of methine carbon atoms in the polymethine skeleton, and because many cyanine dyes exhibit relatively high selective absorption.

[0003] As an example of such a dye compound, Patent Document 1 describes a compound represented by the following formula (x). [ka] [Prior art documents] [Patent Documents]

[0004] [Patent Document 1] International Publication No. 2022 / 168754 [Overview of the project] [Problems that the invention aims to solve]

[0005] The dye compounds described in Patent Document 1 are disclosed to have good selective absorption and good lightfastness. However, there have been cases where further improvement in selective absorption was desired for the dye compounds. This invention has been made in view of the circumstances described above, and aims to provide a compound with excellent selective absorption properties. [Means for Solving the Problem]

[0006] The gist of the present invention is as follows. [1] A compound containing a cation having a partial structure represented by formula (1). [Chemical Formula] [In formula (1), ring W 1 , ring W 2 , ring W 3 each independently represents a ring having at least one double bond as a ring constituent element, and ring W 1 , ring W 2 , ring W 3 each independently may have a substituent. R 1 , R 2 each independently represents a hydrogen atom or a monovalent substituent. E represents an electron-withdrawing group.] [2] The compound according to [1], wherein the cation having a partial structure represented by formula (1) is a cation represented by formula (2-A) or formula (2-B). [Chemical Formula] [In formula (2-A), ring W 1A , ring W 2A , ring W 3A each independently represents a ring having at least one double bond as a ring constituent element, and ring W 1A , ring W 2A , ring W 3A each independently may have a substituent. R 1A ~R 6A each independently represents a hydrogen atom or a monovalent substituent. E A represents an electron-withdrawing group. R 3A and R 4A may be connected to each other to form a ring, R 5A and R 6A These may be connected to each other to form a ring. [ka] [In formula (2-B), Ring W 1B , Tamaki W 2B , Tamaki W 3B Each of these independently represents a ring having at least one double bond as a constituent element of the ring, and ring W 1B , Tamaki W 2B , Tamaki W 3B Each of these may independently have substituents. R 1B ~R 5B Each of these independently represents a hydrogen atom or a monovalent substituent. E B This represents an electron-withdrawing group. n represents an integer between 2 and 4. R X When n is 2, it represents a single bond or a divalent linking group; when n is 3, it represents a trivalent linking group; and when n is 4, it represents a tetravalent linking group. R 3B and R 4B These elements may be connected to each other to form a ring. Multiple rings W exist. 1B , Tamaki W 2B , Tamaki W 3B , R 1B ~R 5B , E B These may be the same or they may be different. [3] E (that is, if the cation having the substructure represented by formula (1) is the cation represented by formula (2-A), then E A If it is a cation represented by formula (2-B), then E B The compound according to [1] or [2], wherein the ) is a cyano group. [4] A compound according to any one of [1] to [3] having a maximum absorption wavelength between 400 nm and 600 nm. [5] A compound according to any of [1] to [4], wherein the Gram extinction coefficient at the maximum absorption wavelength is 190 L / (g·cm) or greater. [6] A compound described in any of [1] to [5] that satisfies the following formula (a). ε(λ max ) / ε(λ max (a) (+30nm)≧10 [In formula (a), ε(λ max ) is the maximum absorption wavelength (λ max This represents the Gram extinction coefficient in ). ε(λ max +30nm) is the maximum absorption wavelength (λ max This represents the Gram extinction coefficient at a wavelength of +30 nm. The unit of the gram extinction coefficient is L / (g·cm). A composition comprising any of the compounds described in [7] [1] to [6]. [8] [7] A molded article comprising the composition described above. A display device including the molded product described in [9] [8]. A solid-state image sensor, including the molded product described in

[10] [8].

[11] A method for producing a compound containing a cation represented by formula (2-A) as described in [2], comprising the step of reacting a compound represented by formula (M-5A) with a compound represented by formula (M-6A). [ka] [In the formula, ring W 1A , Tamaki W 2A , Tamaki W 3A , R 1A ~R 6A , E A These terms express the same meaning as described above.

[12] A method for producing a compound represented by formula (M-5A) and a compound represented by formula (M-6A) in which a methylating agent is further reacted, wherein the methylating agent is Me + An - Represented by, the Me + The methyl group is the An -represents an anion; the manufacturing method described in

[11] .

[13] A compound represented by formula (M-5A). [ka] [In formula (M-5A), Ring W 1A , Tamaki W 2A , Tamaki W 3A Each of these independently represents a ring having at least one double bond as a constituent element of the ring, and ring W 1A , Tamaki W 2A , Tamaki W 3A Each of these may independently have substituents. R 1A , R 2A , R 5A , R 6A Each of these independently represents a hydrogen atom or a monovalent substituent. E A This represents an electron-withdrawing group. R 5A and R 6A These may be connected to each other to form a ring.

[14] A method for producing a compound containing a cation represented by formula (2-B) as described in [2], comprising the step of reacting a compound represented by formula (M-5B) with a compound represented by formula (M-6B). [ka] [In the formula, ring W 1B , Tamaki W 2B , Tamaki W 3B , R 1B ~R 5B , E B , n, R X These terms express the same meaning as described above.

[15] A method for producing a compound represented by formula (M-5B) and a compound represented by formula (M-6B) in which a methylating agent is further reacted, wherein the methylating agent is Me + An - Represented by, the Me + The methyl group is the An -The production method described in

[14] , which represents an anion.

[16] A compound represented by formula (M-5B).

Chemical formula

[0010] <Cation> A cation having the substructure represented by formula (1) also includes resonance structures as shown below. [ka]

[0011] Ring W 1 , Tamaki W 2 , Tamaki W 3 This represents a ring structure having at least one double bond as a constituent requirement of the ring. Ring W 1 , Tamaki W 2 , Tamaki W 3 The ring W has one or more double bonds as a constituent element of the ring, 1 , Tamaki W 2 , Tamaki W 3 The number of double bonds contained in each is usually 1 to 4, preferably 1 to 3, more preferably 1 or 2, and even more preferably 1. Ring W 1 , Tamaki W 2 , Tamaki W 3 The ring can be monoring or polyring. 1 , Tamaki W 2 , Tamaki W 3This ring may be an aromatic ring or a non-aromatic ring (aliphatic ring), but a non-aromatic ring is preferable. A non-aromatic ring can further enhance selective absorption. Ring W 1 , Tamaki W 2 , Tamaki W 3 The ring W may be a heterocycle containing heteroatoms (e.g., nitrogen, oxygen, sulfur, etc.) or a ring composed of hydrocarbons. 1 , Tamaki W 2 , Tamaki W 3 Preferably, it is a ring made of hydrocarbons. Ring W 1 , Tamaki W 2 , Tamaki W 3 Each of these rings is preferably a ring structure of 3 to 20 members, more preferably a ring structure of 3 to 12 members, even more preferably a ring structure of 4 to 6 members, and even more preferably a ring structure of 6 members.

[0012] Ring W 1 , Tamaki W 2 , and ring W 3 It forms a fused ring. Ring W 1 , Tamaki W 2 , and ring W 3 The condensed ring formed is preferably a condensed ring of an aliphatic hydrocarbon. The number of carbon atoms in the aliphatic hydrocarbon condensed ring is preferably 9 to 60, more preferably 11 to 40, and even more preferably 12 to 32. Ring W 1 , Tamaki W 2 , and ring W 3 Examples of condensed rings formed include rings represented by the following formulas (W-1) to (W-19), with rings represented by formulas (W-1) to (W-6) being preferred, rings represented by formulas (W-1) to (W-4) being more preferred, and rings represented by formula (W-1) being even more preferred. Note that ring W 1 , Tamaki W 2 , and ring W 3 The condensed rings formed include the resonance structures described above.

[0013]

change

[0014] Ring W 1 , Ring W 2 , Ring W 3Each of these may independently have substituents. These substituents may include halogen atoms such as fluorine, chlorine, bromine, and iodine; and aliphatic hydrocarbon groups having 1 to 25 carbon atoms (preferably alkyl groups having 1 to 12 carbon atoms) such as methyl, ethyl, propyl, n-butyl, isobutyl, tert-butyl, sec-butyl, pentyl, hexyl, heptyl, octyl, nonyl, decyl, 2-ethylhexyl, 4-butyloctyl, ethenyl, propenyl, butenyl, pentenyl, ethynyl, propynyl, allyl, cyclohexenyl, and butadienyl groups. C1-C25 halogenated alkyl groups such as fluoromethyl group, difluoromethyl group, trifluoromethyl group, 2-fluoroethyl group, 2,2-difluoroethyl group, 2,2,2-trifluoroethyl group, 1,1,2,2-tetrafluoroethyl group, 1,1,2,2,2-pentafluoroethyl group, nonafluorobutyl group; C1-C25 halogenated alkyl groups such as methoxy group, ethoxy group, propoxy group, isopropoxy group, butoxy group, tert-butoxy group, pentyloxy group, hexyloxy group, 2-ethylhexyloxy group, 4-butyloctyloxy group, etc. Alkoxy groups; alkylthio groups with 1 to 12 carbon atoms, such as methylthio, ethylthio, propylthio, butylthio, pentylthio, and hexylthio; fluorinated alkoxy groups with 1 to 12 carbon atoms, such as monofluoromethoxy, difluoromethoxy, trifluoromethoxy, 2-fluoroethoxy, 1,1,2,2,2-pentafluoroethoxy, and hexafluoroisopropoxy; fluorinated thioalkoxy groups with 1 to 12 carbon atoms, such as trifluoromethanethioalkoxy; amino groups, methylamino, ethylamino, and dimethylamino groups. Amino groups which may be substituted with one or two C1-C25 hydrocarbon groups such as diethylamino group, diphenylamino group, piperidino group, pyrrolidino group, and methylethylamino group; carbamoyl groups which may have an alkyl group with C1-C6 at the N-position such as carbamoyl group, N-methylcarbamoyl group, and N,N-dimethylcarbamoyl group; alkylcarbonyloxy groups with C2-C12 such as methylcarbonyloxy group and ethylcarbonyloxy group; alkylsulfonyl groups with C1-C12 such as methylsulfonyl group and ethylsulfonyl group;Aromatic hydrocarbon groups having 6 to 25 carbon atoms, such as phenyl groups, naphthyl groups, biphenyl groups, and anthracenyl groups (preferably aryl groups having 6 to 18 hydrocarbon atoms); aryl sulfonyl groups having 6 to 12 carbon atoms, such as phenyl sulfonyl groups; alkoxy sulfonyl groups having 1 to 12 carbon atoms, such as methoxy sulfonyl groups and ethoxy sulfonyl groups; fluoroalkyl sulfonyl groups having 1 to 12 carbon atoms, such as trifluoromethyl sulfonyl groups, pentafluoroethyl sulfonyl groups, and trifluoroethyl sulfonyl groups. Examples include: acyl groups with 2 to 12 carbon atoms, such as acetyl groups and ethyl carbonyl groups; aldehyde groups; alkoxycarbonyl groups with 2 to 12 carbon atoms, such as methoxycarbonyl groups, ethoxycarbonyl groups, propoxycarbonyl groups, and butyloxycarbonyl groups; alkoxythiocarbonyl groups with 2 to 12 carbon atoms, such as methoxythiocarbonyl groups and ethoxythiocarbonyl groups; cyano groups; nitro groups; hydroxyl groups; thiol groups; sulfo groups; carbamoyl groups; carboxyl groups; -SF3; -SF5, etc. Ring W 1 , Tamaki W 2 , and ring W 3 The fused ring formed from may also have substituents, and such substituents may be ring W 1 , Tamaki W 2 , or ring W 3 Examples of substituents similar to those that may be present in [the original text] include those similar to those that may be present in [the original text].

[0015] R 1 , R 2 The monovalent substituents represented by are not limited to, but include, for example, monovalent aliphatic hydrocarbon groups, monovalent aromatic hydrocarbon groups, electron-withdrawing groups, electron-donating groups, heterocyclic groups, and groups having polyoxyalkylene groups.

[0016] R 1 , R 2Examples of monovalent aliphatic hydrocarbon groups represented by include methyl group, ethyl group, n-propyl group, isopropyl group, n-butyl group, tert-butyl group, sec-butyl group, n-pentyl group, isopentyl group, n-hexyl group, isohexyl group, n-octyl group, isooctyl group, n-nonyl group, isononyl group, n-decyl group, isodecyl group, n-dodecyl group, isododecyl group, undecyl group, lauryl group, myristyl group, cetyl group, stearyl group, 2-ethylhexyl group, 4-butyloctyl group, etc., with 1 to 1 carbon atoms. Examples include: 25 linear or branched alkyl groups; cycloalkyl groups with 3 to 25 carbon atoms such as cyclopropyl, cyclobutyl, cyclopentyl, and cyclohexyl groups; cycloalkylalkyl groups with 4 to 25 carbon atoms such as cyclohexylmethyl; alkylcycloalkyl groups with 4 to 25 carbon atoms such as isobolonyl groups; and unsaturated aliphatic hydrocarbon groups with 2 to 25 carbon atoms such as ethenyl, propenyl, butenyl, pentenyl, ethynyl, propynyl, allyl, cyclohexenyl, and butadienyl groups. 1 , R 2 The monovalent aliphatic hydrocarbon group represented is preferably a linear or branched alkyl group having 1 to 12 carbon atoms.

[0017] R 1 , R 2 Examples of monovalent aromatic hydrocarbon groups represented by include aryl groups having 6 to 18 carbon atoms, such as phenyl, naphthyl, anthracenyl, tetracerenyl, pentaceryl, phenanthryl, chrysenyl, triphenylenyl, tetraphenyl, pyrenyl, perilenyl, coronenyl, and biphenyl groups; aralkyl groups having 7 to 18 carbon atoms, such as benzyl, phenylethyl, and naphthylmethyl groups; and aryl alkoxy groups such as phenoxyethyl, phenoxydiethylene glycol, and phenoxypolyalkylene glycol groups. It is preferable that the group is an aryl group having 6 to 18 carbon atoms, and more preferably a phenyl or benzyl group.

[0018] R 1 , R 2Examples of electron-donating groups represented by include hydroxyl groups; alkoxy groups having 1 to 25 carbon atoms such as methoxy, ethoxy, propoxy, butoxy, pentyloxy, hexyloxy, heptyloxy, octyloxy, 2-ethylhexyloxy, and 4-butyloctyloxy; alkylthio groups having 1 to 12 carbon atoms such as methylthio, ethylthio, propylthio, butylthio, pentylthio, and hexylthio; and amino groups which may be substituted with one or two alkyl groups having 1 to 6 carbon atoms, such as amino groups, monomethylamino, monoethylamino, dimethylamino, diethylamino, and methylethylamino.

[0019] R 1 , R 2 Examples of heterocyclic groups represented by this symbol include aliphatic heterocyclic groups having 4 to 20 carbon atoms, such as pyrrolidine rings, piperidine rings, pyrroline rings, imidazolidine rings, imidazoline rings, oxazoline rings, thiazoline rings, piperidine rings, morpholine rings, piperazine rings, indole rings, isoindole rings, quinoline rings, thiophene rings, pyrrole rings, thiazoline rings, furan rings, and tetrahydrofuran rings, or aromatic heterocyclic groups having 3 to 20 carbon atoms.

[0020] R 1 , R 2 The group having a polyoxyalkylene group represented by -(X 11 O) m -R 11 The base (X) represented by 11 R represents an alkylene group with 1 to 6 carbon atoms. 11 Examples include (where m represents an alkyl group having 1 to 6 carbon atoms that may have a hydroxyl group, and m represents an integer from 1 to 6).

[0021] R 1 , R 2Examples of electron-withdrawing groups represented by E include halogen atoms, nitro groups, cyano groups, carboxyl groups, alkyl halides, aryl halides, -OCF3, -SCF3, -SF5, -SF3, -SO3H, -SO2H, and groups represented by formula (z-1).

[0022] [ka] [In formula (z-1), R 222 This represents a group having a hydrogen atom, a halogen atom, a hydrocarbon group which may have substituents, or a polyoxyalkylene group. X 1 -CO-, -COO-, -OCO-, -CS-, -CSS-, -COS-, -CSO-, -SO-, -SO2-, -NR 223 CO- or -CONR 224 - represents R 223 and R 224 Each of these independently represents a hydrogen atom, an alkyl group having 1 to 6 carbon atoms, or a phenyl group. * represents a bonding operation.

[0023] Examples of halogen atoms include fluorine, chlorine, bromine, and iodine. Examples of halogenated alkyl groups include halogenated alkyl groups having 1 to 25 carbon atoms, such as trifluoromethyl group, perfluoroethyl group, perfluoropropyl group, perfluoroisopropyl group, perfluorobutyl group, perfluorosec-butyl group, perfluorotert-butyl group, perfluoropentyl group, perfluorohexyl group, dichloromethyl group, bromomethyl group, and iodomethyl group. Preferably, halogenated alkyl groups having 1 to 12 carbon atoms are preferred, more preferably fluoroalkyl groups having 1 to 12 carbon atoms are preferred, and even more preferably perfluoroalkyl groups having 1 to 12 carbon atoms are preferred. Examples of aryl halides include aryl halides having 6 to 18 carbon atoms, such as fluorophenyl, chlorophenyl, and bromophenyl groups. A fluoroaryl group having 6 to 18 carbon atoms is preferred, a perfluoroaryl group having 6 to 12 carbon atoms is more preferred, and a pentafluorophenyl group is even more preferred.

[0024] X 1 Preferably, the residue is -CO-, -COO-, or -SO2-. R 222 Examples of halogen atoms represented by this formula include fluorine, chlorine, bromine, and iodine atoms. R 222 Examples of hydrocarbon groups represented by this symbol include aliphatic hydrocarbon groups having 1 to 25 carbon atoms and aromatic hydrocarbon groups having 6 to 18 carbon atoms. R 222 Examples of C1-C25 aliphatic hydrocarbon groups represented by include linear, branched, and cyclic C1-C25 alkyl groups such as methyl, ethyl, n-propyl, isopropyl, n-butyl, tert-butyl, sec-butyl, n-pentyl, n-hexyl, 1-methylbutyl, 3-methylbutyl, n-octyl, n-decyl, 2-hexyloctyl, 4-butyloctyl, and cyclohexyl groups; and C2-C25 unsaturated aliphatic hydrocarbon groups such as ethenyl, propenyl, butenyl, pentenyl, ethynyl, propynyl, allyl, cyclohexenyl, and butadienyl groups; with C1-C25 alkyl groups being preferred. R 222 Examples of aromatic hydrocarbon groups having 6 to 18 carbon atoms represented by this formula include aryl groups having 6 to 18 carbon atoms such as phenyl, naphthyl, anthracenyl, and biphenyl groups; and aralkyl groups having 7 to 18 carbon atoms such as benzyl, phenylethyl, and naphthylmethyl groups. R 222 Examples of substituents that the hydrocarbon group represented by may have include halogen atoms, hydroxyl groups, alkoxy groups, alkylthio groups, and dialkylamino groups. R 222A group having a polyoxyalkylene group represented by R is: 1 , R 2 Examples of groups similar to the group having a polyoxyalkylene group represented by [the symbol] include [the symbol].

[0025] R 223 and R 224 Examples of C1-C6 alkyl groups represented by include linear or branched C1-C6 alkyl groups such as methyl group, ethyl group, n-propyl group, isopropyl group, n-butyl group, tert-butyl group, sec-butyl group, n-pentyl group, n-hexyl group, and 1-methylbutyl group.

[0026] The group represented by formula (z-1) is -CO-R 1z , -CO-OR 2z , -CO-NR 3z1 R 3z2 , -CO-SR 4z ,-CS-R 5z , -CS-OR 6z -CS-SR 7z , -SO-R 8z , -SO2-R 9z (R 1z , R 2z , R 3z1 , R 3z2 , R 4z , R 5z , R 6z , R 7z , R 8z and R 9z (Each of these preferably independently represents a hydrocarbon group or halogen atom which may have substituents), and -CO-R 1z , -CO-OR 2z , -SO2-R 9z It is more preferable that it be -SO2-R 9z It is even more preferable that -SO2-R 10z (R 10z (where represents an aromatic hydrocarbon group having 6 to 18 carbon atoms, which may have substituents), -SO2CF3, -SO2CHF2, and -SO2CH2F are more preferably.

[0027] R1 , R 2 These are preferably, independently, a hydrogen atom, a linear or branched alkyl group having 1 to 12 carbon atoms, or an aryl group having 6 to 18 carbon atoms, more preferably a hydrogen atom or a linear or branched alkyl group having 1 to 12 carbon atoms, and even more preferably a hydrogen atom.

[0028] E can be a cyano group, nitro group, alkyl halide, aryl halide, -SCF3, -SF5, -SF3, -SO3H, -SO2H, -CO-R 1z , -CO-OR 2z , -CO-NR 3z1 R 3z2 , -CO-SR 4z ,-CS-R 5z , -CS-OR 6z -CS-SR 7z , -SO-R 8z , -SO2-R 9z (R 1z , R 2z , R 3z1 , R 3z2 , R 4z , R 5z , R 6z , R 7z , R 8z and R 9z (Each of these independently represents a hydrocarbon group or halogen atom which may have substituents), -OCF3 or -SCF3, preferably a cyano group, nitro group, -OCF3, -SCF3, -SF5, -SF3, -SO3H, -SO2H, -CO-R 1z , -CO-OR 2z , -SO2-R 9z It is more preferable that the group be a cyano group, nitro group, -OCF3, -SCF3, -SF5, -SO2CF3 or -SO2-R 10z (R 10z It is more preferably a C6-C18 aromatic hydrocarbon group (which may have substituents), even more preferably a cyano group or a nitro group, and even more preferably a cyano group.

[0029] The cation having the substructure represented by formula (1) is preferably the cation represented by formula (2-A) or formula (2-B) from the viewpoint of selective absorption and / or durability (specifically, light resistance, bleed resistance, etc.). The cation represented by formula (2-A) or formula (2-B) also includes the resonance structures described above.

[0030] [ka] [In formula (2-A), Ring W 1A , Tamaki W 2A , Tamaki W 3A Each of these independently represents a ring having at least one double bond as a constituent element of the ring, and ring W 1A , Tamaki W 2A , Tamaki W 3A Each of these may independently have substituents. R 1A ~R 6A Each of these independently represents a hydrogen atom or a monovalent substituent. E A This represents an electron-withdrawing group. R 3A and R 4A These may be connected to each other to form a ring. R 5A and R 6A These may be connected to each other to form a ring.

[0031] [ka] [In formula (2-B), Ring W 1B , Tamaki W 2B , Tamaki W 3B Each of these independently represents a ring having at least one double bond as a constituent element of the ring, and ring W 1B , Tamaki W 2B , Tamaki W 3B Each of these may independently have substituents. R 1B ~R 5BEach independently represents a hydrogen atom or a monovalent substituent. E B represents an electron-withdrawing group. n represents an integer from 2 to 4. R X When n is 2, it represents a single bond or a divalent linking group; when n is 3, it represents a trivalent linking group; when n is 4, it represents a tetravalent linking group. R 3B and R 4B and may be linked to each other to form a ring. A plurality of rings W 1B the ring W 2B the ring W 3B the ring W 1B ~R 5B E B may each be the same or different.

[0032] The ring W 1A the ring W 2A the ring W 3A the ring W 1B the ring W 2B the ring W 3B represents a ring structure having at least one double bond as a ring constituent. The ring W 1A the ring W 2A the ring W 3A the ring W 1B the ring W 2B the ring W 3B has one or more double bonds as a ring constituent, but the number of double bonds contained in the ring W 1A the ring W 2A [[ID=6,2]]the ring W 3A the ring W 1B the ring W 2B the ring W 3B is each independently usually 1 to 4, preferably 1 to 3, more preferably 1 or 2, and even more preferably 1. The ring W 1A the ring W 2A the ring W 3A the ring W 1B the ring W 2B the ring W 3B may be a monocyclic ring or a polycyclic ring. Also, the ring W 1A the ring W2A and ring W 3A and ring W 1B and ring W 2B and ring W 3B Ring W may be an aromatic ring or a non - aromatic ring (aliphatic ring), but is preferably a non - aromatic ring. If it is a non - aromatic ring, the selective absorption property can be enhanced more effectively. Ring W 1A and ring W 2A and ring W 3A and ring W 1B and ring W 2B and ring W 3B Ring W may be a heterocyclic ring containing heteroatoms (e.g., nitrogen atom, oxygen atom, sulfur atom, etc.) or a ring composed of hydrocarbons. Ring W 1A and ring W 2A and ring W 3A and ring W 1B and ring W 2B and ring W 3B Ring W is preferably a ring composed of hydrocarbons. Ring W 1A and ring W 2A and ring W 3A and ring W 1B and ring W 2B and ring W 3B Ring W is preferably each independently a ring structure having 3 - 20 membered rings, more preferably 3 - 12 membered rings, still more preferably 4 - 6 membered rings, and even more preferably a 6 - membered ring.

[0033] Ring W 1A and ring W 2A and ring W 3A form a condensed ring, and the condensed ring formed by ring W 1A and ring W 2A and ring W 3A Examples of the condensed ring formed by ring W 1 and ring W 2 and ring W 3 include the same condensed rings as those formed by ring W Ring W 1B and ring W 2B and ring W 3B form a condensed ring, and the condensed ring formed by ring W 1B and ring W2B , and ring W 3B The condensed ring formed is ring W. 1 , Tamaki W 2 , and ring W 3 Examples of condensed rings similar to those formed in the above are also included, and preferred embodiments thereof are also similar.

[0034] Ring W 1A , Tamaki W 2A , Tamaki W 3A , Tamaki W 1B , Tamaki W 2B , Tamaki W 3B Each of these may independently have substituents. The substituents may include ring W. 1 , Tamaki W 2 , or ring W 3 Examples of substituents similar to those that may be present in [the original text] include those similar to those that may be present in [the original text]. Ring W 1A , Tamaki W 2A , and ring W 3A A condensed ring, ring W, is formed from this. 1B , Tamaki W 2B , and ring W 3B The fused ring formed from may also have substituents, and such substituents may be ring W 1 , Tamaki W 2 , or ring W 3 Examples of substituents similar to those that may be present in [the original text] include those similar to those that may be present in [the original text].

[0035] R 1A ~R 6A , R 1B ~R 5B The monovalent substituent represented by is not particularly limited, for example, R 1 or R 2 Examples of substituents similar to the monovalent substituent represented by include monovalent aliphatic hydrocarbon groups, monovalent aromatic hydrocarbon groups, electron-withdrawing groups, electron-donating groups, heterocyclic groups, and groups having polyoxyalkylene groups.

[0036] R 1A , R 2A , R 1B , R 2BEach of these is preferably, independently, a hydrogen atom, a linear or branched alkyl group having 1 to 12 carbon atoms, or an aryl group having 6 to 18 carbon atoms; more preferably, a hydrogen atom or a linear or branched alkyl group having 1 to 12 carbon atoms; even more preferably, a hydrogen atom or a linear or branched alkyl group having 1 to 6 carbon atoms; even more preferably, a hydrogen atom or a linear or branched alkyl group having 1 to 3 carbon atoms; and most preferably, a hydrogen atom.

[0037] R 3A and R 4A These may be connected to each other to form a ring. 3A and R 4A The ring formed by the linkage of these elements may be a single ring or a fused ring, but it is preferable that it be a single ring. 3A and R 4A The ring formed by the linkage of these elements may be saturated or unsaturated, but it is preferable that it be saturated. 3A and R 4A The ring formed when these two are joined together is R 3A and R 4A The ring contains a nitrogen atom to which it is bonded as a component of the ring, and the ring may also contain heteroatoms other than the nitrogen atom (such as nitrogen atoms, oxygen atoms, sulfur atoms, etc.). R 3A and R 4A The ring formed by the bonding of these elements is preferably a 3-membered to 12-membered ring, more preferably a 4-membered to 8-membered ring, and even more preferably a 5-membered or 6-membered ring. R 3A and R 4AExamples of rings formed by the bonding of these rings include, for example, aziridine rings, azirine rings, azetidine rings, azeto rings, pyrrolidine rings, pyrroline rings, pyrrole rings, piperidine rings, tetrahydropyridine rings, pyridine rings, azepane rings, azocane rings, azanorbornane rings, azaadamantane rings, tropane rings, quinuclidine rings, oxazolidine rings, thiazolidine rings, morpholine rings, thiomorpholine rings, pyrazolidine rings, imidazolidine rings, pyrazoline rings, imidazoline rings, pyrazole rings, imidazole rings, triazole rings, tetrazole rings, pyrazine rings, and tri Examples include azine rings, indoline rings, indole rings, isoindole rings, pyrimidine rings, indoridine rings, benzimidazole rings, azaindole rings, azaindazole rings, purine rings, tetrahydroquinoline rings, tetrahydroisoquinoline rings, decahydroquinoline rings, decahydroisoquinoline rings, quinoline rings, isoquinoline rings, quinoxaline rings, phthalazine rings, quinazoline rings, sinnoline rings, and carbazole rings. Pyrrolidine rings, pyrroline rings, piperidine rings, and tetrahydropyridine rings are preferred, with pyrrolidine rings and piperidine rings being more preferred.

[0038] R 3A , R 4A Preferably, each is an independent hydrogen atom or a linear or branched alkyl group having 1 to 12 carbon atoms, or they are linked together to form a ring; more preferably, each is an independent linear or branched alkyl group having 1 to 12 carbon atoms, or they are linked together to form a ring; even more preferably, each is an independent linear or branched alkyl group having 1 to 6 carbon atoms, or they are linked together to form a ring; and even more preferably, they are linked together to form a ring.

[0039] R 5A and R 6A These may be connected to each other to form a ring. 5A and R 6A The ring formed by the linkage of these elements may be a single ring or a fused ring, but it is preferable that it be a single ring. 5A and R 6AThe ring formed by the linkage of these elements may be saturated or unsaturated, but it is preferable that it be saturated. 5A and R 6A The ring formed when these two are joined together is R 5A and R 6A The ring contains a nitrogen atom to which it is bonded as a component of the ring, and the ring may also contain heteroatoms other than the nitrogen atom (such as nitrogen atoms, oxygen atoms, sulfur atoms, etc.). R 5A and R 6A The ring formed by the bonding of these elements is preferably a 3-membered to 12-membered ring, more preferably a 4-membered to 8-membered ring, and even more preferably a 5-membered or 6-membered ring. R 5A and R 6A The ring formed by the bonding of these elements is R 3A and R 4A Examples include rings similar to those formed by the bonding of these elements, and preferred embodiments thereof are also similar.

[0040] R 5A , R 6A Preferably, each is an independent hydrogen atom or a linear or branched alkyl group having 1 to 12 carbon atoms, or they are linked together to form a ring; more preferably, each is an independent linear or branched alkyl group having 1 to 12 carbon atoms, or they are linked together to form a ring; even more preferably, each is an independent linear or branched alkyl group having 1 to 6 carbon atoms, or they are linked together to form a ring; and even more preferably, they are linked together to form a ring.

[0041] R 3B and R 4B These may be connected to each other to form a ring. 3B and R 4B The ring formed by the linkage of these elements may be a single ring or a fused ring, but it is preferable that it be a single ring. 3B and R 4B The ring formed by the linkage of these elements may be saturated or unsaturated, but it is preferable that it be saturated. 3B and R4B The ring formed when these two are joined together is R 3B and R 4B The ring contains a nitrogen atom to which it is bonded as a component of the ring, and the ring may also contain heteroatoms other than the nitrogen atom (such as nitrogen atoms, oxygen atoms, sulfur atoms, etc.). R 3B and R 4B The ring formed by the bonding of these elements is preferably a 3-membered to 12-membered ring, more preferably a 4-membered to 8-membered ring, and even more preferably a 5-membered or 6-membered ring. R 3B and R 4B The ring formed by the bonding of these elements is R 3A and R 4A Examples include rings similar to those formed by the bonding of these elements, and preferred embodiments thereof are also similar.

[0042] R 3B , R 4B Preferably, each is an independent hydrogen atom or a linear or branched alkyl group having 1 to 12 carbon atoms, or they are linked together to form a ring; more preferably, each is an independent linear or branched alkyl group having 1 to 12 carbon atoms, or they are linked together to form a ring; even more preferably, each is an independent linear or branched alkyl group having 1 to 6 carbon atoms, or they are linked together to form a ring; and even more preferably, they are linked together to form a ring.

[0043] E A , E B Examples of electron-withdrawing groups represented by R 1 , R 2 Examples include electron-withdrawing groups similar to electron-withdrawing groups represented by E. Specifically, examples include halogen atoms, nitro groups, cyano groups, carboxyl groups, alkyl halides, aryl halides, -OCF3, -SCF3, -SF5, -SF3, -SO3H, -SO2H, and the group represented by the above formula (z-1). E A , E BExamples include cyano groups, nitro groups, alkyl halides, aryl halides, -SCF3, -SF5, -SF3, -SO3H, -SO2H, -CO-R 1z , -CO-OR 2z , -CO-NR 3z1 R 3z2 , -CO-SR 4z ,-CS-R 5z , -CS-OR 6z -CS-SR 7z , -SO-R 8z , -SO2-R 9z (R 1z , R 2z , R 3z1 , R 3z2 , R 4z , R 5z , R 6z , R 7z , R 8z and R 9z (Each of these independently represents a hydrocarbon group or halogen atom which may have substituents), -OCF3 or -SCF3, preferably a cyano group, nitro group, -OCF3, -SCF3, -SF5, -SF3, -SO3H, -SO2H, -CO-R 1z , -CO-OR 2z , -SO2-R 9z It is more preferable that the group be a cyano group, nitro group, -OCF3, -SCF3, -SF5, -SO2CF3 or -SO2-R 10z (R 10z It is more preferably a C6-C18 aromatic hydrocarbon group (which may have substituents), even more preferably a cyano group or a nitro group, and even more preferably a cyano group.

[0044] R X Examples of divalent linking groups represented by include divalent aliphatic hydrocarbon groups having 1 to 18 carbon atoms, which may have substituents, or divalent aromatic hydrocarbon groups having 6 to 18 carbon atoms, which may have substituents. The -CH2- contained in the aforementioned divalent aliphatic hydrocarbon group and divalent aromatic hydrocarbon group are -O-, -S-, and -NR. 1X -(R 1X(which represents a hydrogen atom or an alkyl group having 1 to 6 carbon atoms), -CO-, -CS-, -SO2-, -SO-, -PO3- may be substituted. Examples of the substituents that the divalent aliphatic hydrocarbon group may have include a halogen atom, a hydroxyl group, a carboxy group, an amino group, an aryl group having 6 to 16 carbon atoms, etc. Examples of the substituents that the divalent aromatic hydrocarbon group may have include a halogen atom, a hydroxyl group, a carboxy group, an amino group, an aldehyde group, etc.

[0045] R X Specific examples of the divalent linking group represented by include the linking groups described below. In the formula, * represents a bond.

[0046]

Chemical formula

[0047]

Chemical formula

[0048]

Chemical formula

[0049]

Chemical formula

[0050]

Chemical formula

[0051]

Chemical formula

[0052] R XThe divalent linking group represented is preferably a divalent aliphatic hydrocarbon group having 1 to 12 carbon atoms, which may have substituents, or a divalent aromatic hydrocarbon group having 6 to 12 carbon atoms, which may have substituents (the -CH2- contained in the divalent aliphatic hydrocarbon group and the divalent aromatic hydrocarbon group are -O-, -S-, -NR 1X It is more preferable that the linking group is one of the following (which may be substituted with -, -CO-, -CS-, or -SO2-). In the formula, * represents a bond.

[0053] [ka]

[0054] R X Examples of trivalent linking groups represented by include trivalent aliphatic hydrocarbon groups having 1 to 18 carbon atoms, which may have substituents, or trivalent aromatic hydrocarbon groups having 6 to 18 carbon atoms, which may have substituents. The -CH2- contained in the trivalent aliphatic hydrocarbon group and the trivalent aromatic hydrocarbon group are -O-, -S-, -CS-, -CO-, -SO-, -SO2-, -NR 11X -(R 11X (wherein represents a hydrogen atom or an alkyl group having 1 to 6 carbon atoms) Substituents that the trivalent aliphatic hydrocarbon group and the trivalent aromatic hydrocarbon group may have include halogen atoms, hydroxyl groups, carboxyl groups, amino groups, etc. R X The trivalent linking group represented by is preferably a trivalent aliphatic hydrocarbon group having 1 to 18 carbon atoms (the -CH2- contained in the trivalent aliphatic hydrocarbon group may be replaced with -O-, -CO-, or -SO2-) or a trivalent aromatic hydrocarbon group having 6 to 18 carbon atoms (the -CH2- contained in the trivalent aromatic hydrocarbon group may be replaced with -O-, -CO-, or -SO2-). R X Specific examples of trivalent linking groups represented by the formula are listed below.

[0055] [ka]

[0056] [ka]

[0057] [ka]

[0058] R X Examples of tetravalent linking groups represented by include tetravalent aliphatic hydrocarbon groups having 1 to 18 carbon atoms, which may have substituents, or tetravalent aromatic hydrocarbon groups having 6 to 18 carbon atoms, which may have substituents. The -CH2- contained in the tetravalent aliphatic hydrocarbon group and the tetravalent aromatic hydrocarbon group are -O-, -S-, -CS-, -CO-, -SO-, -SO2-, -NR 21X -(R 21X (wherein represents a hydrogen atom or an alkyl group having 1 to 6 carbon atoms). Examples of substituents that the tetravalent aliphatic hydrocarbon group and the tetravalent aromatic hydrocarbon group may have include halogen atoms, hydroxyl groups, carboxyl groups, amino groups, etc. R X The tetravalent linking group represented by is preferably a tetravalent aliphatic hydrocarbon group having 1 to 18 carbon atoms (the -CH2- contained in the tetravalent aliphatic hydrocarbon group may be replaced with -O-, -CO-, or -SO2-) or a tetravalent aromatic hydrocarbon group having 6 to 18 carbon atoms (the -CH2- contained in the tetravalent aromatic hydrocarbon group may be replaced with -O-, -CO-, or -SO2-). R X Specific examples of tetravalent linking groups represented by the formula are listed below.

[0059] [ka]

[0060] [ka]

[0061] As a cation having a substructure represented by formula (1), the cation represented by formula (2-A) is preferred. As for the cation represented by formula (2-A), in terms of selective absorption and / or durability (specifically, light resistance, bleed resistance, etc.), R 1A , R 2A However, each is preferably independently a hydrogen atom, a linear or branched alkyl group having 1 to 12 carbon atoms, or an aryl group having 6 to 18 carbon atoms; more preferably a hydrogen atom or a linear or branched alkyl group having 1 to 12 carbon atoms; even more preferably a hydrogen atom or a linear or branched alkyl group having 1 to 6 carbon atoms; even more preferably a hydrogen atom or a linear or branched alkyl group having 1 to 3 carbon atoms; and even more preferably a hydrogen atom. R 3A , R 4A However, each is independently a hydrogen atom or a linear or branched alkyl group having 1 to 12 carbon atoms, or linked together to form a ring (specifically, R 3A and R 4A It is preferable that they form a ring containing a nitrogen atom to which they are bonded as a component, and it is more preferable that each is independently a linear or branched alkyl group having 1 to 12 carbon atoms, or that they are linked to each other to form a ring, it is even more preferable that each is independently a linear or branched alkyl group having 1 to 6 carbon atoms, or that they are linked to each other to form a ring, it is even more preferable that they are linked to each other to form a ring, it is even more preferable that they are linked to each other to form a ring selected from the group consisting of a pyrrolidine ring, a pyrroline ring, a piperidine ring, and a tetrahydropyridine ring, and it is even more preferable that they are linked to each other to form a pyrrolidine ring or a piperidine ring. R 5A , R 6A However, each is independently a hydrogen atom or a linear or branched alkyl group having 1 to 12 carbon atoms, or linked together to form a ring (specifically, R 5A and R 6AIt is preferable that they form a ring containing a nitrogen atom to which they are bonded as a component, and it is more preferable that each is independently a linear or branched alkyl group having 1 to 12 carbon atoms, or that they are linked to each other to form a ring, it is even more preferable that each is independently a linear or branched alkyl group having 1 to 6 carbon atoms, or that they are linked to each other to form a ring, it is even more preferable that they are linked to each other to form a ring, it is even more preferable that they are linked to each other to form a ring selected from the group consisting of a pyrrolidine ring, a pyrroline ring, a piperidine ring, and a tetrahydropyridine ring, and it is even more preferable that they are linked to each other to form a pyrrolidine ring or a piperidine ring. E A However, cyano group, nitro group, -OCF3, -SCF3, -SF5, -SF3, -SO3H, -SO2H, -CO-R 1z , -CO-OR 2z , -SO2-R 9z (R 1z , R 2z , R 9z (Each of these terms independently represents a hydrocarbon group or halogen atom which may have substituents), preferably a cyano group, nitro group, -OCF3, -SCF3, -SF5, -SO2CF3, or -SO2-R 10z (R 10z (where represents an aromatic hydrocarbon group having 6 to 18 carbon atoms, which may have substituents), more preferably a cyano group or a nitro group, and even more preferably a cyano group. Ring W 1A , Tamaki W 2A , and ring W 3A The condensed ring formed by the above formula (W-1) to formula (W-6) is preferably one of the rings represented by formula (W-1) to formula (W-4), and even more preferably one of the rings represented by formula (W-1), and ring W 1A , Tamaki W 2A , and ring W 3A It is preferable that the condensed ring formed in this process does not have substituents.

[0062] Examples of cations represented by formula (2-A) include, for example, the cations represented by the following formulas (2A-1) to (2A-9) (hereinafter also referred to as "cation (2A-1)" to "cation (2A-9)").

[0063] [ka]

[0064] As for the cation represented by formula (2-B), in terms of selective absorption and / or durability (specifically, light resistance, bleed resistance, etc.), R 1B , R 2B However, each is preferably independently a hydrogen atom, a linear or branched alkyl group having 1 to 12 carbon atoms, or an aryl group having 6 to 18 carbon atoms; more preferably a hydrogen atom or a linear or branched alkyl group having 1 to 12 carbon atoms; even more preferably a hydrogen atom or a linear or branched alkyl group having 1 to 6 carbon atoms; even more preferably a hydrogen atom or a linear or branched alkyl group having 1 to 3 carbon atoms; and even more preferably a hydrogen atom. R 3B , R 4B However, each is independently a hydrogen atom or a linear or branched alkyl group having 1 to 12 carbon atoms, or linked together to form a ring (specifically, R 3B and R 4B It is preferable that they form a ring containing a nitrogen atom to which they are bonded as a component, and it is more preferable that each is independently a linear or branched alkyl group having 1 to 12 carbon atoms, or that they are linked to each other to form a ring, it is even more preferable that each is independently a linear or branched alkyl group having 1 to 6 carbon atoms, or that they are linked to each other to form a ring, it is even more preferable that they are linked to each other to form a ring, it is even more preferable that they are linked to each other to form a ring selected from the group consisting of a pyrrolidine ring, a pyrroline ring, a piperidine ring, and a tetrahydropyridine ring, and it is even more preferable that they are linked to each other to form a pyrrolidine ring or a piperidine ring. R 5BHowever, it is preferably a hydrogen atom, a linear or branched alkyl group having 1 to 12 carbon atoms, or an aryl group having 6 to 18 carbon atoms; more preferably a hydrogen atom, or a linear or branched alkyl group having 1 to 12 carbon atoms; and even more preferably a hydrogen atom, or a linear or branched alkyl group having 1 to 6 carbon atoms. E B However, cyano group, nitro group, -OCF3, -SCF3, -SF5, -SF3, -SO3H, -SO2H, -CO-R 1z , -CO-OR 2z , -SO2-R 9z (R 1z , R 2z , R 9z (Each of these terms independently represents a hydrocarbon group or halogen atom which may have substituents), preferably a cyano group, nitro group, -OCF3, -SCF3, -SF5, -SO2CF3, or -SO2-R 10z (R 10z (where represents an aromatic hydrocarbon group having 6 to 18 carbon atoms, which may have substituents), more preferably a cyano group or a nitro group, and even more preferably a cyano group. Ring W 1B , Tamaki W 2B , and ring W 3B The condensed ring formed by the above formula (W-1) to formula (W-6) is preferably one of the rings represented by formula (W-1) to formula (W-4), and even more preferably one of the rings represented by formula (W-1), and ring W 1B , Tamaki W 2B , and ring W 3B It is preferable that the condensed ring formed in this way does not have substituents. n is preferably 2 or 4, and more preferably 2. If n is 2, then R x However, a single bond, a divalent aliphatic hydrocarbon group having 1 to 12 carbon atoms which may have substituents, or a divalent aromatic hydrocarbon group having 6 to 12 carbon atoms which may have substituents (the -CH2- contained in the divalent aliphatic hydrocarbon group and the divalent aromatic hydrocarbon group are -O-, -S-, -NR)1X -(R 1X It is preferably a divalent aliphatic hydrocarbon group having 1 to 12 carbon atoms (where -CH2- represents a hydrogen atom or an alkyl group having 1 to 6 carbon atoms), which may be substituted with -CO-, -CS-, or -SO2-, and may be a single bond or a substituted group (where -CH2- in the divalent aliphatic hydrocarbon group is -O-, -S-, or -NR 1X -(R 1X It is more preferably a divalent aliphatic hydrocarbon group having 4 to 12 carbon atoms (where -CH2- represents a hydrogen atom or an alkyl group having 1 to 6 carbon atoms), which may be substituted with -CO-, -CS-, or -SO2-, and which may have substituents (where -CH2- in the divalent aliphatic hydrocarbon group is -O-, -S-, or -NR 1X -(R 1X It is more preferably a divalent aliphatic hydrocarbon group having 4 to 12 carbon atoms (where -CH2- is substituted with -O-, -S-, -NR), and the -CH2- contained in the divalent aliphatic hydrocarbon group is -O-, -S-, -NR 1X -(R 1X It is more preferably a divalent aliphatic hydrocarbon group having 4 to 12 carbon atoms (where -CH2- is substituted with -O-, -CS-, -NR), and more preferably a divalent aliphatic hydrocarbon group having 4 to 12 carbon atoms (where -CH2- is substituted with -O-, -NR). 1X -(R 1X It is more preferably that (wherein represents a hydrogen atom or an alkyl group having 1 to 3 carbon atoms), and may be substituted with -CO- or -SO2- (wherein the number of carbon atoms is the number of carbon atoms before substitution with -CH2-), and it is even more preferably that it is a divalent linking group represented by any of the following formulas (BII-1) to (BII-6) (wherein * represents a bond), If n is 3, then R xHowever, it is preferable that the trivalent aliphatic hydrocarbon group having 1 to 18 carbon atoms may have substituents or a trivalent aromatic hydrocarbon group having 6 to 18 carbon atoms may have substituents (the -CH2- contained in the trivalent aliphatic hydrocarbon group and the trivalent aromatic hydrocarbon group may be substituted with -O-, -CO-, or -SO2-), and more preferably that the trivalent aliphatic hydrocarbon group having 1 to 18 carbon atoms may have substituents (the -CH2- contained in the trivalent aliphatic hydrocarbon group may be substituted with -O-, -CO-, or -SO2-), and the trivalent aliphatic hydrocarbon group having 6 to 18 carbon atoms may have substituents It is more preferably a trivalent aliphatic hydrocarbon group (the -CH2- contained in the trivalent aliphatic hydrocarbon group may be substituted with -O-, -CO-, or -SO2-), and even more preferably a trivalent aliphatic hydrocarbon group having 6 to 18 carbon atoms (the -CH2- contained in the trivalent aliphatic hydrocarbon group may be substituted with -O-, -CO-, or -SO2-) (wherein the carbon number is the carbon number before the -CH2- substitution), and even more preferably a trivalent linking group represented by any of the following formulas (BIII-1) to (BIII-4) (wherein * represents a bond), If n is 4, then R xHowever, it is preferable that the group is a tetravalent aliphatic hydrocarbon group having 1 to 18 carbon atoms that may have substituents, or a tetravalent aromatic hydrocarbon group having 6 to 18 carbon atoms that may have substituents (the -CH2- contained in the tetravalent aliphatic hydrocarbon group and the tetravalent aromatic hydrocarbon group may be substituted with -O-, -CO-, or -SO2-), and more preferably a tetravalent aliphatic hydrocarbon group having 1 to 18 carbon atoms that may have substituents (the -CH2- contained in the tetravalent aliphatic hydrocarbon group may be substituted with -O-, -CO-, or -SO2-), and preferably a tetravalent aliphatic hydrocarbon group having 4 to 18 carbon atoms that may have substituents. It is more preferably a tetravalent aliphatic hydrocarbon group (the -CH2- contained in the tetravalent aliphatic hydrocarbon group may be substituted with -O-, -CO-, or -SO2-), and even more preferably a tetravalent aliphatic hydrocarbon group having 4 to 18 carbon atoms (the -CH2- contained in the tetravalent aliphatic hydrocarbon group may be substituted with -O-, -CO-, or -SO2-) (wherein the carbon number is the carbon number before the -CH2- substitution), and even more preferably a tetravalent linking group represented by any of the following formulas (BIV-1) to (BIV-4) (wherein * represents a bond), Multiple rings W exist in equation (2-B). 1B , Tamaki W 2B , Tamaki W 3B , R 1B ~R 5B , E B However, it is preferable that each of them be identical.

[0065] [ka]

[0066] Examples of cations represented by formula (2-B) include the cations represented by formulas (2B-1) to (2B-6) below (hereinafter also referred to as "cation (2B-1)" to "cation (2B-6)").

[0067] [ka]

[0068] [ka]

[0069] <Anion> Compound (1) of the present invention is composed of a cation having a substructure represented by formula (1) (preferably a cation represented by formula (2-A) or formula (2-B)) and an anion paired with the cation. The combination of the cation having a substructure represented by formula (1) (preferably a cation represented by formula (2-A) or formula (2-B)) and the anion in Compound (1) of the present invention is not particularly limited. Examples of anions include well-known anions, which may be organic or inorganic. Examples of anions include halide ions such as fluoride ions, chloride ions, bromide ions, and iodide ions; fluorine-containing anions; boron-containing anions; aluminum-containing anions; and anions containing at least one element selected from the group consisting of tungsten, molybdenum, silicon, and phosphorus, along with oxygen as essential elements. Halide ions and fluorine-containing anions are preferred in terms of compatibility with resins and solubility in solvents. Examples of fluorine-containing anions include the anions represented by the following formulas (5) to (9).

[0070] [ka] [In formula (5), F 1 ~F 4 Each of these independently represents either a fluorine atom or an aryl fluoride group having 6 to 12 carbon atoms. In formula (6), F 5 and F 6 Each of these independently represents a fluorine atom or a fluorinated alkyl group having 1 to 4 carbon atoms, or F 3 and F 4 Together, these represent an alkanediyl fluoride group with 1 to 4 carbon atoms. In formula (7), F 7 ~F9 Each of these independently represents either a fluorine atom or a fluorinated alkyl group having 1 to 4 carbon atoms. In formula (8), Y 1 This represents an alkanediyl fluoride group with 1 to 4 carbon atoms. In formula (9), Y 2 This represents an alkyl fluoride with 1 to 4 carbon atoms.

[0071] In formula (5), the aryl fluoride group having 6 to 12 carbon atoms refers to a group in which some or all of the hydrogen atoms of the aryl group are substituted with at least one selected from the group consisting of fluorine atoms and trifluoromethyl groups. The aryl group is preferably a phenyl group, and the aryl fluoride group is preferably a fluoroaryl group.

[0072] In formulas (6), (7), and (9), perfluoroalkyl groups are preferred as the fluoride alkyl groups having 1 to 4 carbon atoms. Examples of such perfluoroalkyl groups include -CF3, -CF2CF3, -CF2CF2CF3, -CF(CF3)2, -CF2CF2CF2CF3, -CF2CF(CF3)2, and -C(CF3)3.

[0073] In formulas (6) and (8), perfluoroalkanediyl groups are preferred as fluoride alkanediyl groups having 1 to 4 carbon atoms. Examples of perfluoroalkanediyl groups include -CF2-, -CF2CF2-, -CF2CF2CF2-, -C(CF3)2-, and -CF2CF2CF2CF2-.

[0074] Examples of anions represented by formula (5) (hereinafter also referred to as "anion (5)") include tetrakis(pentafluorophenyl)borate, tetrakis[(trifluoromethyl)phenyl]borate, difluorobis(pentafluorophenyl)borate, trifluoro(pentafluorophenyl)borate, tetrafluoroborate anion, and tetrakis(difluorophenyl)borate. F 1 ~F 4Each of these groups is preferably an aryl fluoride group having 6 to 12 carbon atoms, more preferably a phenyl fluoride group, and even more preferably a fluorophenyl group. As the anion (5), tetrakis(pentafluorophenyl)borate is particularly preferred.

[0075] Anions represented by formula (6) (hereinafter also referred to as "anion (6)") include, for example, the anions represented by the following formulas (6-1) to (6-6) (hereinafter also referred to as "anion (6-1)" to "anion (6-6)").

[0076] [ka] As for anion (6), anions (6-1) to anions (6-5) are preferred, anions (6-1) to anions (6-3) are more preferred, and anions (6-1) and anions (6-2) are even more preferred.

[0077] An example of anion represented by formula (7) (hereinafter also referred to as "anion (7)") is the anion represented by the following formula (7-1) (hereinafter also referred to as anion (7-1)).

[0078] [ka]

[0079] Anions represented by formula (8) (hereinafter also referred to as "anion (8)") include, for example, the anions represented by the following formulas (8-1) to (8-4) (hereinafter also referred to as "anion (8-1)" to "anion (8-4)").

[0080] [ka]

[0081] Anions represented by formula (9) (hereinafter also referred to as "anion (9)") include, for example, the anions represented by the following formulas (9-1) to (9-4) (hereinafter also referred to as "anion (9-1)" to "anion (9-4)").

[0082] [ka] As for anion (9), anion (9-1) and anion (9-2) are preferred, with anion (9-1) being more preferred.

[0083] As for the anion in compound (1), chloride ions and fluorine-containing anions are preferred from the viewpoint of compatibility with the resin, solubility in the solvent, and film-forming properties, chloride ions, anion (5), anion (6), anion (7), and anion (9) are more preferred, anion (5), anion (6), anion (7), and anion (9) are even more preferred, anion (5), anion (6), and anion (7) are even more preferred, anion (5) and anion (7) are even more preferred, and anion (5) is even more preferred. Furthermore, as anions in compound (1), from the viewpoint of selective absorption, chloride ions and fluorine-containing anions are preferred, chloride ions, anions (5), anions (6), anions (7), and anions (9) are more preferred, anions (5), anions (6), anions (7), and anions (9) are even more preferred, anions (5), anions (6), and anions (7) are even more preferred, anions (5) and anions (6) are even more preferred, and anions (5) are even more preferred. In compound (1), chloride ions, tetrakis(pentafluorophenyl)borate (hereinafter also referred to as "anion (5-1)"), anion (6-1), anion (6-2), anion (7-1), and anion (9-1) are particularly preferred as anions.

[0084] More specifically, compound (1) includes, for example, compounds (1-1) to (1-90) shown in Tables 1 to 3. In Tables 1 to 3, "cation (2A-1)" to "cation (2A-9)" refer to the cations represented by formulas (2A-1) to (2A-9), respectively, and "cation (2B-1)" to "cation (2B-6)" refer to the cations represented by formulas (2B-1) to (2B-6), respectively. - " represents the chloride ion, "anion (5-1)" represents tetrakis(pentafluorophenyl)borate, and "anion (6-1)", "anion (6-2)", "anion (7-1)", and "anion (9-1)" represent the anions represented by the above formulas (6-1), (6-2), (7-1), and (9-1), respectively.

[0085] [Table 1]

[0086] [Table 2]

[0087] [Table 3]

[0088] Among the compounds (1), compounds (1-1) to (1-54) are preferred, compounds (1-1) to (1-36) are more preferred, compounds (1-1) to (1-18) are even more preferred, compounds (1-1) to (1-6) are even more preferred, compounds (1-2) to (1-6) are even more preferred, and compounds (1-2) to (1-5) are even more preferred.

[0089] <Method for producing compound (1)> The method for producing compound (1) is not particularly limited, and it can be produced by appropriately combining known organic synthesis reactions depending on the structure of compound (1). For example, it can be produced by the following methods such as production method (A) and production method (B).

[0090] <Manufacturing method (A)> Compound (1) (hereinafter also referred to as "compound (1-A)") containing a cation represented by formula (2-A) is, for example, produced by reacting a compound represented by formula (M-1A) (hereinafter also referred to as "compound (M-1A)") with a compound represented by formula (M-2A) (hereinafter also referred to as "compound (M-2A)") to produce a compound represented by formula (M-3A) (hereinafter also referred to as "compound (M-3A)"), and then reacting the aforementioned compound (M-3A) with a compound represented by formula (M-4A) (hereinafter also referred to as "compound (M-4A)") to produce a compound represented by formula (M-5A) (hereinafter also referred to as "compound (M-5A)"), and preferably reacting the aforementioned compound (M-5A) with a compound represented by formula (M-6A) (hereinafter also referred to as "compound (M-6A)") with a methylating agent (Me + An - It can be manufactured by reacting it with ).

[0091] [ka] [In the formula, Ring W 1A , Tamaki W 2A , Tamaki W 3A , R 1A ~R 6A , E A This expresses the same meaning as above. R M1 This represents a hydrogen atom, a halogen atom, or an alkyl group having 1 to 4 carbon atoms. E M This represents a leaving group. Me + An - It is a methylating agent, Me + The methyl group is, An - This represents an anion.

[0092] Ring W 1A , Tamaki W 2A , Tamaki W 3A , R 1A ~R 6A , E A Examples include the same rings or groups as described above, and the preferred embodiments are also the same.

[0093] R M1 Preferably, the group is a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, more preferably an alkyl group having 1 to 4 carbon atoms, even more preferably a methyl group or an ethyl group, and even more preferably a methyl group.

[0094] E M Examples of leaving groups represented by include halogen atoms, succinimide groups, maleimide groups, o-sulfobenziimide groups, methylsulfonyl groups, p-methoxybenzenesulfonyl groups, p-toluenesulfonyl groups, trifluoromethylsulfonyl groups, and nonafluorobutanesulfonyl groups, with p-methoxybenzenesulfonyl groups, p-toluenesulfonyl groups, trifluoromethylsulfonyl groups, and nonafluorobutanesulfonyl groups being preferred, and p-toluenesulfonyl groups being more preferred.

[0095] An - Examples of anions represented by include monovalent anions from the above list, preferably halide ions or anion (9), more preferably anion (9), even more preferably anion (9-1) or anion (9-2), and even more preferably anion (9-1).

[0096] Me + An - Examples include iodomethane, methyl methanesulfonate, methyl fluorosulfonate, methyl p-toluenesulfonate, methyl trifluoromethanesulfonate, and trimethyloxonium tetrafluoroborate, with methyl trifluoromethanesulfonate being preferred.

[0097] The reaction between compound (M-1A) and compound (M-2A) is carried out by mixing compound (M-1A) and compound (M-2A). The amount of compound (M-2A) used is typically 0.1 to 20 moles per mole of compound (M-1A), with 0.5 to 10 moles being preferred.

[0098] The reaction between compound (M-1A) and compound (M-2A) may be carried out in the presence of a base other than compound (M-2A), but it is not necessary to add any further bases to the reaction system. The base can be any compound different from the compound used in the reaction (M-2A), such as: metal alkoxides such as sodium methoxide, potassium methoxide, lithium methoxide, sodium ethoxide, potassium ethoxide, lithium ethoxide, sodium isopropoxide, sodium tert-leabutoxide, potassium tert-leabutoxide; metal hydroxides such as lithium hydroxide, sodium hydroxide, potassium hydroxide; metal hydrides such as sodium hydride, potassium hydride, lithium aluminum hydride, sodium borohydride; metal carbonates such as sodium carbonate, sodium bicarbonate, potassium carbonate, potassium bicarbonate, lithium carbonate, lithium bicarbonate, cesium carbonate; organolithium compounds such as methyllithium, n-butyllithium, sec-butyllithium, tert-butyllithium, phenyllithium; Examples include alkyl metal halides such as butylmagnesium bromide, isopropylmagnesium bromide, n-butylmagnesium bromide, and isopropylmagnesium chloride; metal amide compounds such as lithium diisopropylamide, lithium 2,2,6,6-tetramethylpiperidide, lithium (bistrimethylsilyl)amide, and lithium tetramethylpiperidide; amine compounds such as pyridine, 2,6-dimethylpyridine, 2,6-di-tert-butylpyridine, triethylamine, diisopropylethylamine, triisopropylamine, 2,2,6,6-tetramethylpiperidine, piperidine, pyrrolidine, proline, aniline, N,N-dimethylaniline, and ethylenediamine; metal carboxylate salts such as sodium acetate, potassium acetate, and sodium formate; and ammonium carboxylate salts such as ammonium acetate.

[0099] The reaction between compound (M-1A) and compound (M-2A) may be carried out in the presence of a solvent. Solvents include nitrile solvents such as acetonitrile and benzonitrile; aromatic hydrocarbon solvents such as benzene, toluene, xylene, and anisole; aliphatic hydrocarbon solvents such as n-hexane, n-heptane, cyclohexane, and methylcyclohexane; halogenated solvents such as chlorobenzene, orthodichlorobenzene, metadichlorobenzene, paradichlorobenzene, dichloromethane, dichloroethane, tetrachloroethane, tetrachloroethylene, and chloroform; ester solvents such as methyl acetate, ethyl acetate, butyl acetate, isobutyl acetate, and n-propyl acetate; methanol, ethanol, isopropanol, hexafluoroisopropanol, n-butanol, and isopropyl acetate. Examples of solvents include alcohol solvents such as tanol and tert-butanol; ketone solvents such as acetone, methyl ethyl ketone, methyl isobutyl ketone, diisobutyl ketone, and cyclohexanone; ether solvents such as tetrahydrofuran, 2-methyltetrahydrofuran, cyclopentyl methyl ether, 4-methyltetrahydropyran, dioxane, diethyl ether, tert-butyl methyl ether, diisopropyl ether, dimethoxyethane, and diethoxymethane; amide solvents such as N,N-dimethylacetamide and N,N-dimethylformamide; dimethyl sulfoxide; 1,3-dimethyl-2-imidazolidinone; hexamethyl phosphate triamide; and water. Preferred solvents for the reaction between compound (M-1A) and compound (M-2A) are nitrile solvents, alcohol solvents, ether solvents, ketone solvents, and aromatic hydrocarbon solvents, with aromatic hydrocarbon solvents being more preferred, and toluene being even more preferred. The amount of solvent used in the reaction between compound (M-1A) and compound (M-2A) is usually 0.1 to 1000 parts by mass, preferably 0.5 to 100 parts by mass, per 1 part by mass of compound (M-1A).

[0100] The reaction time between compound (M-1A) and compound (M-2A) is typically 0.01 hours to 200 hours, preferably 0.5 hours to 100 hours, and more preferably 1.0 hour to 50 hours. The reaction temperature between compound (M-1A) and compound (M-2A) is typically -100°C to 200°C, preferably -10°C to 180°C, and more preferably 20°C to 150°C.

[0101] Examples of compounds (M-1A) include the compounds listed below.

[0102] [ka]

[0103] Examples of the compound (M-2A) include methylamine, ethylamine, dimethylamine, diethylamine, pyrrolidine, pyrroline, piperidine, and tetrahydropyridine, with pyrrolidine, pyrroline, piperidine, and tetrahydropyridine being preferred, and pyrrolidine and piperidine being more preferred.

[0104] Examples of compounds (M-3A) obtained by the reaction of compound (M-1A) and compound (M-2A) include the compounds listed below.

[0105] [ka]

[0106] The reaction between compound (M-3A) and compound (M-4A) is carried out by mixing compound (M-3A) and compound (M-4A). The amount of compound (M-4A) used is usually 0.1 to 20 moles per mole of compound (M-3A), preferably 0.3 to 10 moles, and more preferably 0.5 to 5 moles.

[0107] The reaction between compound (M-3A) and compound (M-4A) may be carried out in the presence of a base, but it is not necessary to add a base to the reaction system.

[0108] The reaction between compound (M-3A) and compound (M-4A) may be carried out in the presence of a solvent. Suitable solvents include those similar to those used in the reaction between compound (M-1A) and compound (M-2A). For the reaction between compound (M-3A) and compound (M-4A), halogenated solvents and alcoholic solvents are preferred, chlorous acid solvents and C1-C4 alcoholic solvents are more preferred, and dichloromethane and ethanol are even more preferred. The amount of solvent used in the reaction between compound (M-3A) and compound (M-4A) is usually 0.1 to 1000 parts by mass, preferably 0.5 to 100 parts by mass, per 1 part by mass of compound (M-3A).

[0109] The reaction time between compound (M-3A) and compound (M-4A) is typically 0.01 hours to 200 hours, preferably 0.5 hours to 100 hours, and more preferably 1.0 hour to 50 hours. The reaction temperature between compound (M-3A) and compound (M-4A) is typically -100°C to 200°C, preferably -50°C to 100°C, and more preferably -10°C to 70°C.

[0110] As compound (M-4A), commercially available products may be used. For example, chlorocyanide, bromocyanide, p-toluenesulfonyl cyanide, trifluoromethanesulfonyl cyanide, benzyl thiocyanate, tert-butyl isocyanide, copper(I) cyanide, potassium cyanide, 1-cyano-4-(dimethylamino)pyridinium tetrafluoroborate, p-toluenesulfonylmethyl isocyanide, 1-chloromethyl-4-fluoro-1,4-diazoniabicyclo[2.2.2]octane Bis(tetrafluoroborate), benzoyl(phenyliodonio)(trifluoromethanesulfonyl)methanide, 2,8-difluoro-5-(trifluoromethyl)-5H-dibenzo[b,d]thiophene-5-iumtrifluoromethanesulfonate, 1-fluoro-3,3-dimethyl-1,2-benzoiodoxol, N-bromosuccinimide, N-chlorosuccinimide, N-iodosuccinimide, tetramethylammonium tribromide, fluorine (F2), bromine (Br2), chlorine (Cl2), iodine (I2), N-bromophthalimide, N-chlorophthalimide, N-iodophthalimide, N-bromosaccharin, N-(trifluoromethylthio)saccharin Examples include N-(trifluoromethylthio)saccharin, N-(trifluoromethylthio)aniline, N-methyl-N-[(trifluoromethyl)thio]-p-toluenesulfonamide, 1-trifluoromethyl-3,3-dimethyl-1,2-benzoiodoxol, 1-trifluoromethyl-1,2-benzoiodoxol-3(1H)-one, nitric acid, iodomethane, dimethyl sulfate, methyl triflate, ethyl triflate, n-butyl triflate, acetyl chloride, etc. P-toluenesulfonyl cyanide, trifluoromethanesulfonyl cyanide, and p-toluenesulfonylmethyl isocyanide are preferred, and p-toluenesulfonyl cyanide is more preferred.

[0111] Examples of compounds (M-5A) obtained by the reaction of compound (M-3A) and compound (M-4A) include the compounds listed below.

[0112] [ka]

[0113] The reaction between compound (M-5A), compound (M-6A), and the methylating agent is carried out by mixing compound (M-5A), compound (M-6A), and the methylating agent. By reacting compound (M-5A), compound (M-6A), and a methylating agent, compound (1-A) can be obtained, which has an anion derived from the methylating agent and a cation represented by formula (2-A). The mixture of compound (M-5A), compound (M-6A), and methylating agent is not particularly limited, but it is preferable to add compound (M-6A) to the mixture of compound (M-5A) and methylating agent. The amount of compound (M-6A) used is typically 0.1 to 20 moles per mole of compound (M-5A), with 0.5 to 10 moles being preferred. The amount of methylating agent used is typically 0.1 to 20 moles per mole of compound (M-5A), with 0.5 to 10 moles being preferred.

[0114] The reaction between compound (M-5A), compound (M-6A), and the methylating agent may be carried out in the presence of a base other than compound (M-6A), but it is not necessary to add any further bases to the reaction system.

[0115] The reaction between compound (M-5A), compound (M-6A), and the methylating agent may be carried out in the presence of a solvent. Suitable solvents include those similar to those used in the reaction between compound (M-1A) and compound (M-2A). For the reaction between compound (M-5A) and compound (M-6A) and the methylating agent, halogenated solvents and alcoholic solvents are preferred, chlorous acid solvents and C1-C4 alcoholic solvents are more preferred, and dichloromethane and ethanol are even more preferred. The amount of solvent used in the reaction between compound (M-5A), compound (M-6A), and the methylating agent is usually 0.1 to 1000 parts by mass, preferably 0.5 to 500 parts by mass, per 1 part by mass of compound (M-5A).

[0116] The reaction time between compound (M-5A), compound (M-6A), and the methylating agent is typically 0.01 to 200 hours, preferably 0.5 to 100 hours, and more preferably 1.0 to 50 hours. The reaction temperature between compound (M-5A), compound (M-6A), and the methylating agent is typically -100°C to 200°C, preferably -50°C to 100°C, and more preferably -10°C to 70°C.

[0117] Examples of compound (M-6A) include methylamine, ethylamine, dimethylamine, diethylamine, pyrrolidine, pyrroline, piperidine, and tetrahydropyridine, with pyrrolidine, pyrroline, piperidine, and tetrahydropyridine being preferred, and pyrrolidine and piperidine being more preferred.

[0118] Examples of compounds (1-A) obtained by the reaction of compound (M-5A), compound (M-6A), and a methylating agent include the compounds listed below.

[0119] [ka]

[0120] To exchange the anion of compound (1-A) for a desired anion, ion exchange can be performed by mixing compound (1-A) with a salt having the desired anion. This ion exchange may be carried out in the presence of a solvent. Examples of salts having the desired anion include: a salt consisting of the desired anion and an alkali metal cation such as lithium cation, potassium cation, sodium cation, or cesium cation; a salt consisting of the desired anion and an alkaline earth metal cation such as magnesium cation or calcium cation; and a salt consisting of the desired anion and an ammonium cation (NH4 + Examples include salts consisting of ) and ; salts consisting of a desired anion and an alkali metal cation, and salts consisting of a desired anion and an ammonium cation are preferred. Compound (1-A) having a divalent or greater anion can be obtained by first obtaining compound (1-A) having a monovalent anion and then performing ion exchange.

[0121] After each of the above reactions is complete, the method for extracting the target compound is not particularly limited and can be extracted by various known methods. After extraction, the obtained residue may be purified by column chromatography or recrystallization. The chemical structure of the obtained compound can be analyzed by known analytical methods and conditions. Such analytical methods are not particularly limited, but examples include mass spectrometry (LC), NMR analysis, and elemental analysis.

[0122] <Manufacturing method (B)> Compound (1) (hereinafter also referred to as "compound (1-B)") containing a cation represented by formula (2-B) is, for example, produced by reacting a compound represented by formula (M-1B) (hereinafter also referred to as "compound (M-1B)") with a compound represented by formula (M-2B) (hereinafter also referred to as "compound (M-2B)") to produce a compound represented by formula (M-3B) (hereinafter also referred to as "compound (M-3B)"), and then reacting the aforementioned compound (M-3B) with a compound represented by formula (M-4B) (hereinafter also referred to as "compound (M-4B)") to produce a compound represented by formula (M-5B) (hereinafter also referred to as "compound (M-5B)"), and preferably reacting the aforementioned compound (M-5B) with a compound represented by formula (M-6B) (hereinafter also referred to as "compound (M-6B)") with a methylating agent (Me + An - It can be manufactured by reacting it with ).

[0123] [ka] [In the formula, ring W 1B , Tamaki W 2B , Tamaki W 3B , R 1B ~R 5B , E B , n, R X , R M1 , E M Me+ An - This expresses the same meaning as above.

[0124] Ring W 1B , Tamaki W 2B , Tamaki W 3B , R 1B ~R 5B , E B , n, R X , R M1 , E M Me + An - Examples of these include the same rings, groups, or compounds as described above, and the preferred embodiments are also the same.

[0125] The reaction between compound (M-1B) and compound (M-2B) is carried out by mixing compound (M-1B) and compound (M-2B). The amount of compound (M-2B) used is typically 0.1 to 20 moles per mole of compound (M-1B) when n is 2, preferably 0.3 to 8 moles, typically 0.05 to 15 moles per mole of compound (M-1B) when n is 3, preferably 0.1 to 5 moles, and typically 0.01 to 12 moles per mole of compound (M-1B) when n is 4, preferably 0.05 to 3 moles.

[0126] The reaction between compound (M-1B) and compound (M-2B) may be carried out in the presence of a base other than compound (M-2B), but it is not necessary to add any further bases to the reaction system. The base can be any base different from the compound (M-2B) used in the reaction; for example, it can be the same base that may be used in the reaction between compound (M-1A) and compound (M-2A).

[0127] The reaction between compound (M-1B) and compound (M-2B) may be carried out in the presence of a solvent. Examples of solvents include those similar to those used in the reaction between compound (M-1A) and compound (M-2A), and the preferred embodiments thereof are also the same. The amount of solvent used in the reaction between compound (M-1B) and compound (M-2B) is usually 0.1 to 1000 parts by mass, preferably 0.5 to 400 parts by mass, per 1 part by mass of compound (M-1B).

[0128] The reaction time between compound (M-1B) and compound (M-2B) is typically 0.01 hours to 200 hours, preferably 0.5 hours to 100 hours, and more preferably 1.0 hour to 50 hours. The reaction temperature between compound (M-1B) and compound (M-2B) is typically -100°C to 200°C, preferably -10°C to 180°C, and more preferably 20°C to 150°C.

[0129] Examples of compound (M-1B) include the compounds listed below.

[0130] [ka]

[0131] Examples of compounds (M-2B) include the compounds listed below.

[0132] [ka]

[0133] Examples of compounds (M-3B) obtained by the reaction of compound (M-1B) and compound (M-2B) include the compounds listed below.

[0134] [ka]

[0135] [ka]

[0136] The reaction between compound (M-3B) and compound (M-4B) is carried out by mixing compound (M-3B) and compound (M-4B). The amount of compound (M-4B) used is usually 0.2 to 30 moles per mole of compound (M-3B) when n is 2, preferably 0.5 to 15 moles when n is 3, usually 0.3 to 40 moles per mole of compound (M-3B), preferably 0.8 to 20 moles when n is 3, and usually 0.5 to 50 moles per mole of compound (M-3B), preferably 1.0 to 25 moles when n is 4.

[0137] The reaction between compound (M-3B) and compound (M-4B) may be carried out in the presence of a base, but it is not necessary to add any further bases to the reaction system.

[0138] The reaction between compound (M-3B) and compound (M-4B) may be carried out in the presence of a solvent, which may be the same solvent as the one used in the reaction between compound (M-3A) and compound (M-4A), and the preferred embodiment is also the same. The amount of solvent used in the reaction between compound (M-3B) and compound (M-4B) is usually 0.1 to 1000 parts by mass, preferably 0.5 to 500 parts by mass, per 1 part by mass of compound (M-3B).

[0139] The reaction time between compound (M-3B) and compound (M-4B) is typically 0.01 hours to 200 hours, preferably 0.5 hours to 100 hours, and more preferably 1.0 hour to 50 hours. The reaction temperature between compound (M-3B) and compound (M-4B) is typically -100°C to 200°C, preferably -50°C to 100°C, and more preferably -10°C to 70°C.

[0140] Examples of compound (M-4B) include compounds similar to those of compound (M-4A), and their preferred embodiments are also similar.

[0141] Examples of compounds (M-5B) obtained by the reaction of compound (M-3B) and compound (M-4B) include the compounds listed below.

[0142] [ka] [ka]

[0143] The reaction between compound (M-5B), compound (M-6B), and the methylating agent is carried out by mixing compound (M-5B), compound (M-6B), and the methylating agent. By reacting compound (M-5B), compound (M-6B), and a methylating agent, compound (1-B) can be obtained, which has an anion derived from the methylating agent and a cation represented by formula (2-B). The mixture of compound (M-5B), compound (M-6B), and methylating agent is not particularly limited, but it is preferable to add compound (M-6B) to the mixture of compound (M-5B) and methylating agent. The amount of compound (M-6B) used is typically 0.2 to 30 moles per mole of compound (M-5B) when n is 2, preferably 0.5 to 15 moles when n is 3, typically 0.3 to 40 moles per mole of compound (M-5B), preferably 0.8 to 20 moles when n is 3, and typically 0.5 to 50 moles per mole of compound (M-5B), preferably 1.0 to 25 moles when n is 4. The amount of methylating agent used is typically 0.2 to 30 moles per mole of compound (M-5B) when n is 2, preferably 0.5 to 15 moles when n is 3, typically 0.3 to 40 moles per mole of compound (M-5B), preferably 0.8 to 20 moles when n is 3, and typically 0.5 to 50 moles per mole of compound (M-5B), preferably 1.0 to 25 moles when n is 4.

[0144] The reaction between compound (M-5B), compound (M-6B), and the methylating agent may be carried out in the presence of a base other than compound (M-6B), but it is not necessary to add any further bases to the reaction system.

[0145] The reaction between compound (M-5B), compound (M-6B), and the methylating agent may be carried out in the presence of a solvent, and the solvent may be the same as the solvent used in the reaction between compound (M-5A), compound (M-6A), and the methylating agent, and the preferred embodiment is the same. The amount of solvent used in the reaction between compound (M-5B), compound (M-6B), and the methylating agent is usually 0.1 to 1000 parts by mass, preferably 0.5 to 800 parts by mass, per 1 part by mass of compound (M-5B).

[0146] The reaction time between compound (M-5B), compound (M-6B), and the methylating agent is typically 0.01 to 200 hours, preferably 0.5 to 100 hours, and more preferably 1.0 to 50 hours. The reaction temperature between compound (M-5B), compound (M-6B), and the methylating agent is typically -100°C to 200°C, preferably -50°C to 100°C, and more preferably -10°C to 70°C.

[0147] Examples of compound (M-6B) include compounds similar to those of compound (M-6A), and their preferred embodiments are also similar.

[0148] Examples of compounds (1-B) obtained by the reaction of compound (M-5B), compound (M-6B), and a methylating agent include the compounds listed below.

[0149] [ka]

[0150] [ka]

[0151] To exchange the anion of compound (1-B) for a desired anion, ion exchange can be performed by mixing compound (1-B) with a salt having the desired anion. This ion exchange may be carried out in the presence of a solvent. Examples of salts having the desired anion include: a salt consisting of the desired anion and an alkali metal cation such as lithium cation, potassium cation, sodium cation, or cesium cation; a salt consisting of the desired anion and an alkaline earth metal cation such as magnesium cation or calcium cation; and a salt consisting of the desired anion and an ammonium cation (NH4 + Examples include salts consisting of ) and ; salts consisting of a desired anion and an alkali metal cation, and salts consisting of a desired anion and an ammonium cation are preferred.

[0152] After each of the above reactions is complete, the method for extracting the target compound is not particularly limited and can be extracted by various known methods. After extraction, the obtained residue may be purified by column chromatography or recrystallization. The chemical structure of the obtained compound can be analyzed using known analytical techniques and conditions.

[0153] <Compound (M-5A), Compound (M-5B)> Compounds (M-5A) and (M-5B) are novel compounds represented by the following formulas, and are useful compounds (synthetic intermediates) for producing compound (1) with excellent selective absorption properties. [ka] [In the formula, ring W 1A , Tamaki W 2A , Tamaki W 3A , R 1A ~R 6A , E A , Tamaki W 1B , Tamaki W 2B , Tamaki W 3B , R 1B ~R 5B , E B ,n, expresses the same meaning as above.

[0154] The method for producing compound (M-5A) is not particularly limited, and it can be produced by appropriately combining known organic synthesis reactions depending on the structure of compound (M-5A). For example, it can be produced by reacting compound (M-3A) and compound (M-4A) as described above. Examples of compounds (M-5A) include the compounds exemplified above.

[0155] The method for producing compound (M-5B) is not particularly limited, and it can be produced by appropriately combining known organic synthesis reactions depending on the structure of compound (M-5B). For example, it can be produced by reacting compound (M-3B) and compound (M-4B) as described above. Examples of compounds (M-5B) include those exemplified above.

[0156] The molecular weight of compound (1) is preferably 3000 or less, more preferably 2500 or less, and even more preferably 2000 or less. It is also preferably 100 or more, more preferably 200 or more, and even more preferably 300 or more.

[0157] Compound (1) preferably has a maximum absorption wavelength between 400 nm and 600 nm. Maximum absorption wavelength of compound (1) (λ max The wavelength is more preferably between 450 nm and 580 nm, and even more preferably between 480 nm and 560 nm. The maximum absorption wavelength can be measured by the method described in the examples.

[0158] Compound (1) has a maximum absorption wavelength (λ max The Gram extinction coefficient ε at ) is preferably 190 L / (g·cm) or higher, more preferably 200 L / (g·cm) or higher, even more preferably 210 L / (g·cm) or higher, even more preferably 215 L / (g·cm) or higher, and even more preferably 250 L / (g·cm) or higher. There is no particular upper limit, but it is generally 100,000 L / (g·cm) or lower. λ maxA Gram extinction coefficient ε of 190 L / (g·cm) or higher is preferable because it allows for more efficient and selective absorption of light near the maximum absorption wavelength (i.e., good selective absorption). The Gram extinction coefficient can be measured by the method described in the examples. Furthermore, compound (1) preferably satisfies the following formula (a). ε(λ max ) / ε(λ max (a) (+30nm)≧10 [In formula (a), ε(λ max ) is the maximum absorption wavelength (λ max This represents the Gram extinction coefficient in ). ε(λ max +30nm) is the maximum absorption wavelength (λ max This represents the Gram extinction coefficient at a wavelength of +30 nm. The unit of the gram extinction coefficient is L / (g·cm). Compound (1) is ε(λ max ) / ε(λ max The value of ε(λ) is preferably 10 or greater, more preferably 15 or greater, even more preferably 30 or greater, even more preferably 45 or greater, and even more preferably 60 or greater. There is no particular upper limit, but it is generally 1000 or less. max ) / ε(λ max A larger value of +30nm (for example, 15 or more) is preferable because it allows for more efficient and selective absorption of light near the maximum absorption wavelength.

[0159] The full width at half maximum (FMAX) of compound (1) is preferably 45 nm or less, more preferably 40 nm or less, even more preferably 35 nm or less, even more preferably 30 nm or less, and even more preferably 25 nm or less, from the viewpoint of selective absorption. The full width at half maximum can be measured by the method described in the examples.

[0160] <Composition containing compound (1)> The present invention also includes compositions containing compound (1). A molded article obtained by molding a composition containing compound (1) preferably has a transmittance of 50% or less, more preferably 30% or less, even more preferably 15% or less, and particularly preferably 10% or less at the maximum absorption wavelength of the compound (1) contained therein. The composition containing compound (1) is preferably a resin composition containing compound (1) and a resin (hereinafter also referred to as "resin composition") or a composition containing compound (1) and a polymerizable monomer (hereinafter also referred to as "composition (I)").

[0161] Compositions containing compound (1) can be used in a variety of applications, but are particularly suitable for applications that may be exposed to sunlight or light including ultraviolet rays. Specific examples include: glass substitutes and their surface coatings; coatings for window glass, daylighting glass, and light source protection glass in residences, facilities, and transportation equipment; window films in residences, facilities, and transportation equipment; interior and exterior materials, interior and exterior paints, and coatings formed by said paints in residences, facilities, and transportation equipment; alkyd resin lacquer paints and coatings formed by said paints; acrylic lacquer paints and coatings formed by said paints; components for light sources that emit ultraviolet rays, such as fluorescent lamps and mercury lamps; shielding materials for electromagnetic waves generated from precision machinery, electronic and electrical equipment, and various displays; containers or packaging materials for food, chemicals, pharmaceuticals, etc.; bottles, boxes, blisters, cups, special packaging, compact disc coatings, agricultural and industrial sheets or film materials; anti-fading agents for printed materials, dyes, dyes, pigments, etc.; polymer supports (for example) Examples of applications include protective films for plastic parts such as machinery and automobile parts; overcoats for printed materials; inkjet media coatings; matte laminates; optical light films; intermediate layers for safety glass / windshields; electrochromic / photochromic applications; overlaminate films; solar heat control films; cosmetics such as sunscreens, shampoos, conditioners, and hair styling products; textile products and fibers for clothing such as sportswear, stockings, and hats; interior furnishings for homes such as curtains, carpets, and wallpaper; medical devices such as plastic lenses, contact lenses, and artificial eyes; optical products such as optical filters, backlight display films, prisms, mirrors, and photographic materials; stationery such as mold films, transfer stickers, anti-graffiti films, tapes, and inks; and signboards, indicators, and their surface coating materials.

[0162] The shape of the molded product formed from the composition of the present invention may be any of the following: flat film, powder, spherical particles, crushed particles, continuous mass, fibrous, tubular, hollow fiber, granular, plate-like, porous, etc.

[0163] Examples of resins used in the above resin composition include thermoplastic resins and thermosetting resins that have been conventionally used in the manufacture of various known molded articles, sheets, films, etc. Examples of thermoplastic resins include olefin resins such as polyethylene resin, polypropylene resin, and polycycloolefin resin; poly(meth)acrylic acid ester resins; polystyrene resins; styrene-acrylonitrile resins; acrylonitrile-butadiene-styrene resins; polyvinyl chloride resins; polyvinylidene chloride resins; polyvinyl acetate resins; polyvinyl butyral resins; ethylene-vinyl acetate copolymers; ethylene-vinyl alcohol resins; polyethylene terephthalate resins; polybutylene terephthalate resins; polyester resins such as liquid crystal polyester resins; polyacetal resins; polyamide resins; polycarbonate resins; polyurethane resins; and polyphenylene sulfide resins. These resins may be used as a polymer blend or polymer alloy of one or more types.

[0164] Examples of thermosetting resins include epoxy resins, melamine resins, unsaturated polyester resins, phenolic resins, urea resins, alkyd resins, and thermosetting polyimide resins.

[0165] When the above resin composition is used as an ultraviolet absorbing filter or ultraviolet absorbing film, the resin is preferably a transparent resin.

[0166] The above resin composition can be obtained by mixing compound (1) and a resin. Compound (1) may be present in an amount necessary to impart the desired performance, for example, 0.00001 to 99 parts by mass per 100 parts by mass of resin. The resin composition may optionally contain other additives such as solvents, crosslinking catalysts, tackifiers, plasticizers, softeners, dyes, pigments, and inorganic fillers.

[0167] The polymerizable monomer used in the above composition (I) is not particularly limited, but is preferably a radical polymerizable monomer, more preferably a photoradical polymerizable monomer, and even more preferably a (meth)acrylate. Examples of (meth)acrylates include monofunctional (meth)acrylate monomers having one (meth)acryloyloxy group in the molecule, difunctional (meth)acrylate monomers having two (meth)acryloyloxy groups in the molecule, and polyfunctional (meth)acrylate monomers having three or more (meth)acryloyloxy groups in the molecule. Composition (I) preferably further contains a polymerization initiator. If the polymerizable monomer is a radical polymerizable monomer, the polymerization initiator is preferably a radical polymerization initiator, and more preferably a photopolymerization initiator. Composition (I) can be obtained by mixing compound (1) and a polymerizable monomer. Compound (1) may be present in an amount necessary to impart the desired performance, for example, in an amount of 0.01 to 20 parts by mass per 100 parts by mass of polymerizable monomer. Composition (I) may optionally contain other additives such as solvents, crosslinking catalysts, tackifiers, plasticizers, softeners, dyes, pigments, and inorganic fillers.

[0168] When the composition of the present invention is used in optical products such as optical films, it can be applied to, for example, image display devices and solid-state image sensors. When the composition of the present invention is applied to an image display device, the optical layer formed from the composition of the present invention may be a film layer, an adhesive layer, a coating layer, etc., and is preferably an adhesive layer or a coating layer. When the composition of the present invention is used in optical products, it may consist only of an optical layer formed from the composition of the present invention, or it may be an optical laminate in which an optical layer formed from the composition of the present invention and other layers are laminated together. Examples of other layers include polarizing films, phase difference films, thermoplastic resin films, etc. If the optical laminate is a laminate in which the optical layer of the present invention, an adhesive layer, and a polarizing film are laminated in that order, then it is preferable that the optical layer of the present invention is an optical layer (optical film) formed from the composition of the present invention. If the optical laminate is a laminate in which the optical layer of the present invention, a thermoplastic resin film, an adhesive layer, and a polarizing film are laminated in that order, then it is preferable that the optical layer of the present invention is an optical layer (coating layer) formed from the composition of the present invention. If the optical laminate is a laminate in which the phase difference film, the optical layer of the present invention, and a phase difference film are laminated in that order, then it is preferable that the optical layer of the present invention is an optical layer (adhesive layer) formed from the composition of the present invention.

[0169] <Adhesive composition> When the layer formed from the composition of the present invention is an adhesive layer, it is formed from an adhesive composition (hereinafter also referred to as "adhesive composition (i)") comprising a resin (A), a compound (1), a crosslinking agent (B), and a silane compound (C). Adhesive composition (i) may further contain a radical curable component (D), an initiator (E), a light-absorbing compound (F) other than compound (1) (hereinafter also referred to as "photoselective absorption compound (F)"), an antistatic agent, etc., and preferably contains at least one selected from the group consisting of a radical curable component (D), an initiator (E), and a photoselective absorption compound (F).

[0170] The resin (A) is not particularly limited as long as it is a resin used in the adhesive composition. Preferably, the resin (A) does not exhibit maximum absorption in the wavelength range of 300 nm to 780 nm. The resin (A) is preferably a resin having a glass transition temperature (Tg) of 40°C or lower. More preferably, the glass transition temperature (Tg) of resin (A) is 20°C or lower, even more preferably 10°C or lower, and even more preferably 0°C or lower. The glass transition temperature of resin (A) is usually -80°C or higher, preferably -70°C or higher, more preferably -60°C or higher, even more preferably -55°C or higher, and even more preferably -50°C or higher. A glass transition temperature of resin (A) of 40°C or lower is advantageous for improving the adhesion of the adhesive layer formed from the adhesive composition (i) to the adherend. Furthermore, a glass transition temperature of resin (A) of -80°C or higher is advantageous for improving the durability of the adhesive layer formed from the adhesive composition (i). The glass transition temperature can be measured by differential scanning calorimeter (DSC).

[0171] Examples of resin (A) include (meth)acrylic resins, silicone resins, rubber resins, urethane resins, etc., with (meth)acrylic resin being preferred.

[0172] The (meth)acrylic resin is preferably a polymer whose main component is structural units derived from (meth)acrylic acid ester (preferably containing 50% by mass or more). The structural units derived from (meth)acrylic acid ester may also include structural units derived from one or more monomers other than (meth)acrylic acid ester (for example, structural units derived from monomers having polar functional groups such as hydroxyl groups, carboxyl groups, and amino groups).

[0173] The content of resin (A) is typically 50% to 99.9% by mass, preferably 60% to 95% by mass, and more preferably 70% to 90% by mass, based on 100% by mass of the solid content of the adhesive composition (i). The content of compound (1) is usually 0.01 to 20 parts by mass, preferably 0.1 to 20 parts by mass, more preferably 0.2 to 10 parts by mass, and particularly preferably 0.5 to 5 parts by mass, per 100 parts by mass of resin (A).

[0174] Examples of crosslinking agents (B) include isocyanate-based crosslinking agents, epoxy-based crosslinking agents, aziridine-based crosslinking agents, and metal chelate-based crosslinking agents. In particular, an isocyanate-based crosslinking agent is preferred from the viewpoint of the pot life of the adhesive composition, the durability of the adhesive layer, and the crosslinking rate. The content of the crosslinking agent (B) is usually 0.01 to 25 parts by mass, preferably 0.1 to 15 parts by mass, more preferably 0.15 to 7 parts by mass, even more preferably 0.2 to 5 parts by mass, and particularly preferably 0.25 to 2 parts by mass, per 100 parts by mass of resin (A).

[0175] Examples of silane compounds (C) include vinyltrimethoxysilane, vinyltriethoxysilane, vinyltris(2-methoxyethoxy)silane, 3-glycidoxypropyltrimethoxysilane, 3-glycidoxypropyltriethoxysilane, 3-glycidoxypropylmethyldimethoxysilane, 3-glycidoxypropylethoxydimethylsilane, 2-(3,4-epoxycyclohexyl)ethyltrimethoxysilane, 3-chloropropylmethyldimethoxysilane, 3-chloropropyltrimethoxysilane, 3-methacryloyloxypropyltrimethoxysilane, and 3-mercaptopropyltrimethoxysilane. The silane compound (C) may also be a silicone oligomer. The content of silane compound (C) is usually 0.01 to 20 parts by mass, preferably 0.1 to 10 parts by mass, more preferably 0.15 to 7 parts by mass, even more preferably 0.2 to 5 parts by mass, and particularly preferably 0.25 to 2 parts by mass, per 100 parts by mass of resin (A).

[0176] Examples of radical-curable components (D) include compounds or oligomers that harden through radical polymerization reactions. Examples of radical-curing components (D) include (meth)acrylate compounds, styrene compounds, vinyl compounds, and the like. The adhesive composition (i) may contain two or more radical curing components (D).

[0177] Examples of (meth)acrylate compounds include (meth)acrylate monomers and (meth)acrylamide monomers having at least one (meth)acryloyloxy group in the molecule; and (meth)acrylic oligomers having at least two (meth)acryloyl groups in the molecule; and other (meth)acryloyl group-containing compounds. The (meth)acrylic oligomer is preferably a (meth)acrylate oligomer having at least two (meth)acryloyloxy groups in the molecule. The (meth)acrylate compounds may be used individually or in combination of two or more.

[0178] Examples of (meth)acrylate monomers include monofunctional (meth)acrylate monomers having one (meth)acryloyloxy group in the molecule, difunctional (meth)acrylate monomers having two (meth)acryloyloxy groups in the molecule, and polyfunctional (meth)acrylate monomers having three or more (meth)acryloyloxy groups in the molecule. The radical-curing component (D) is preferably a (meth)acrylate compound, and more preferably a polyfunctional (meth)acrylate compound. The polyfunctional (meth)acrylate compound is preferably trifunctional or more.

[0179] The content of the radical curing component (D) is usually 0.5 to 100 parts by mass, preferably 1 to 70 parts by mass, more preferably 3 to 50 parts by mass, even more preferably 5 to 30 parts by mass, and particularly preferably 7.5 to 25 parts by mass, per 100 parts by mass of resin (A).

[0180] The initiator (E) may be either a compound that triggers a polymerization reaction by absorbing thermal energy (thermal polymerization initiator) or a compound that triggers a polymerization reaction by absorbing light energy (photopolymerization initiator). Preferably, the light is an active energy ray such as visible light, ultraviolet light, X-rays, or electron beams.

[0181] Examples of thermal polymerization initiators include compounds that generate radicals upon heating (thermal radical generators), compounds that generate acids upon heating (thermal acid generators), and compounds that generate bases upon heating (thermal base generators). Examples of photopolymerization initiators include compounds that generate radicals by absorbing light energy (photoradical generators), compounds that generate acids by absorbing light energy (photoacid generators), and compounds that generate bases by absorbing light energy (photobase generators).

[0182] The initiator (E) is preferably selected to be suitable for the polymerization reaction of the radical curable component (D) described above, preferably a radical polymerization initiator, and more preferably a photoradical polymerization initiator. Examples of radical polymerization initiators include alkylphenone compounds, benzoin compounds, benzophenone compounds, oxime ester compounds, and phosphine compounds. The radical polymerization initiator is preferably a photoradical polymerization initiator, and more preferably an oxime ester-based photoradical polymerization initiator from the viewpoint of polymerization reaction reactivity. Using an oxime ester-based photoradical polymerization initiator can increase the reaction rate of the radical curing component (D) even under curing conditions with low illuminance or light intensity.

[0183] The content of the initiator (E) is usually 0.01 to 20 parts by mass, preferably 0.3 to 10 parts by mass, more preferably 0.5 to 5 parts by mass, even more preferably 0.75 to 4 parts by mass, and particularly preferably 1 to 3 parts by mass, per 100 parts by mass of resin (A).

[0184] The light-selective absorbing compound (F) is a light-absorbing compound other than compound (1), such as a compound that absorbs light with wavelengths of 250 nm to 380 nm (preferably 250 nm or more and less than 360 nm) (ultraviolet absorber), a compound that absorbs light with wavelengths of 380 nm to 780 nm (dye), or a compound that absorbs light with wavelengths of 780 nm to 1500 nm (infrared absorber). The structure of the ultraviolet absorber is not particularly limited as long as it is a compound that absorbs light with a wavelength of 250 nm to 380 nm, but compounds such as benzotriazole compounds, benzophenone compounds, triazine compounds, salicylic acid compounds, cyanoacrylate compounds, and benzoxazine compounds are preferred. The content of the light-selective absorption compound (F) is usually 0.1 to 50 parts by mass, preferably 0.2 to 40 parts by mass, more preferably 0.5 to 30 parts by mass, even more preferably 1 to 25 parts by mass, and particularly preferably 2 to 20 parts by mass, per 100 parts by mass of resin (A).

[0185] The optical layer and the optical laminate containing the optical layer of the present invention can be suitably used in display devices (e.g., organic EL display devices, liquid crystal display devices, etc.), electronic paper, solid-state image sensors, etc. Specifically, the optical layer and the optical laminate containing the optical layer can be laminated onto display elements such as organic EL elements and liquid crystal cells to be used in image display devices (FPD: flat panel displays) such as organic EL display devices and liquid crystal display devices. [Examples]

[0186] The present invention will be described in more detail below with reference to examples, but the present invention is not limited to the following examples, and it is certainly possible to implement it with appropriate modifications within the scope that is consistent with the spirit described above and below, and all such modifications are included within the technical scope of the present invention. In the following, unless otherwise specified, "parts" means "parts by mass" and "%" means "percent mass".

[0187] The structure of the compound was confirmed by mass spectrometry (LC; Agilent 1200; MASS; Agilent LC / MSD6130) or magnetic resonance spectroscopy (JEOL ECZL400S 400MHz).

[0188] The weight-average molecular weight (Mw) and number-average molecular weight (Mn) of the resin, calculated on a polystyrene basis, were measured by GPC (gel permeation chromatography) under the following conditions. Equipment: HLC-8120GPC (manufactured by Tosoh Corporation) Column: TSK-GELG2000HXL Column temperature: 40℃ Solvent: Tetrahydrofuran Flow rate: 1.0mL / min Solid content concentration of the analytical sample: 0.001% by mass ~ 0.01% by mass Injection volume: 50μL Detector: RI Calibration standards: TSK STANDARD POLYSTYRENE F-40, F-4, F-288, A-2500, A-500 (manufactured by Tosoh Corporation) The ratio of the weight-average molecular weight to the number-average molecular weight (Mw / Mn) obtained above in polystyrene terms was defined as the degree of dispersion.

[0189] <Example 1> Synthesis of compounds represented by formula (1-6) A four-necked flask equipped with a Liebig condenser and thermometer was subjected to a nitrogen atmosphere. 200 parts of the compound represented by formula (i) below, 400 parts of methanol, 15 parts of p-toluenesulfonic acid, and 1600 parts of toluene were added, and the mixture was stirred at 25°C for 16 hours. The resulting reaction product was purified to obtain 193 parts of the compound represented by formula (ii) below.

[0190] [ka]

[0191] A four-necked flask equipped with a Liebig condenser and thermometer was placed under a nitrogen atmosphere. 2.4 parts of diisopropylamine and 10 parts of tetrahydrofuran were added, and the mixture was cooled to -78°C and stirred. 10 parts of 2M n-butyllithium-hexane solution were added dropwise, and the mixture was stirred at -45°C for 1 hour. Then, the mixture was cooled to -78°C, and a solution of 2 parts of the compound represented by formula (ii) and 10 parts of tetrahydrofuran was added dropwise. The mixture was then stirred at -78°C for 2 hours. The resulting reaction product was purified to obtain 1 part of the compound represented by the following formula (iii).

[0192] [ka]

[0193] A four-necked flask equipped with a Liebig condenser and thermometer was placed under a nitrogen atmosphere. 1.4 parts of lithium bis(trimethylsilyl)amide and 10 parts of tetrahydrofuran were added, and the mixture was cooled to -78°C and stirred. A solution of 1 part of the compound represented by formula (iii) and 5 parts of tetrahydrofuran was added dropwise, and the mixture was stirred at -48°C for 2 hours. The resulting reaction product was purified to obtain 0.5 parts of the compound represented by the following formula (iv).

[0194] [ka]

[0195] A four-necked flask equipped with a Liebig condenser and thermometer was subjected to a nitrogen atmosphere. Eleven parts of the compound represented by formula (iv), 100 parts of toluene, and 6.8 parts of pyrrolidine were added, and the mixture was stirred at 100°C for 16 hours. The resulting reaction product was purified to obtain 6.1 parts of the compound represented by the following formula (v).

[0196] [ka]

[0197] (Identification of the compound represented by formula (v)) 1 H-NMR(CDCl3)δ:5.75(1H), 5.66(1H), 5.11(1H), 3.34(4H), 2.41~2.57(6H), 1.91~2.05(7H), 1.24~1.75(3H) LC-MS:[M+H] + =270.3

[0198] A four-necked flask equipped with a Liebig condenser and thermometer was placed under a nitrogen atmosphere, and 8.5 parts of the compound represented by formula (v), 80 parts of dichloromethane, 80 parts of ethanol, and 6.9 parts of p-toluenesulfonyl cyanide were added and the mixture was stirred at 25°C for 16 hours. The resulting reaction product was purified to obtain 1.2 parts of the compound represented by the following formula (vi).

[0199] [ka]

[0200] (Identification of the compound represented by formula (vi)) 1 H-NMR(CDCl3)δ:6.12(1H), 5.68(1H), 2.41~2.61(3H), 1.92~2.08(10H), 1.55~1.76(5H), 1.27~1.30(2H) LC-MS:[M+H] + =295.3

[0201] A four-necked flask equipped with a Liebig condenser and thermometer was subjected to a nitrogen atmosphere, and 1.2 parts of the compound represented by formula (vi), 15 parts of dichloromethane, 1.7 parts of methyl triflate, 80 parts of ethanol, and 0.9 parts of pyrrolidine were added and the mixture was stirred at 25°C for 5 hours. The resulting reaction product was purified to obtain 1.1 parts of the compound represented by the following formula (1-6) (hereinafter also referred to as "compound (1-6)").

[0202] [ka]

[0203] (Identification of compounds (1-6)) 1 H-NMR(CDCl3)δ:5.98(2H), 3.61~3.75(8H), 2.65~2.81(6H), 2.05~2.19(10H), 1.20~1.67(4H) LC-MS:M + =348.3

[0204] <Example 2> Synthesis of the compound represented by formula (1-2) A four-necked flask equipped with a Liebig condenser and thermometer was placed under a nitrogen atmosphere. 1.0 part of compound (1-6) and 2000 parts of water were added, and the mixture was heated to 60°C and stirred until completely dissolved. 41.4 parts of NH4B(C6F5) and 67 parts of water were added, and the mixture was gradually cooled to 25°C while stirring. The reaction product was filtered and washed with water to obtain 1.9 parts of the compound represented by the following formula (1-2) (hereinafter also referred to as "compound (1-2)").

[0205] [ka]

[0206] <Example 3> Synthesis of the compound represented by formula (1-1) 0.2 parts of compound (1-6) were dissolved in 50 parts of acetonitrile, washed 10 times with 50 parts of saturated saline solution using a separatory funnel, and the organic layer was dehydrated and dried with magnesium sulfate, then concentrated to obtain 0.15 parts of the compound represented by the following formula (1-1) (hereinafter also referred to as "compound (1-1)").

[0207] [ka]

[0208] <Example 4> Synthesis of compounds represented by formula (1-4) A four-necked flask equipped with a Liebig condenser and thermometer was placed under a nitrogen atmosphere. 0.2 parts of compound (1-6) and 200 parts of water were added, and the mixture was heated to 60°C and stirred until completely dissolved. 0.13 parts of potassium bis(trifluoromethanesulfonyl)imide and 10 parts of water were added, and the mixture was gradually cooled to 25°C while stirring. The reaction product was filtered and washed with water to obtain 0.24 parts of the compound represented by the following formula (1-4) (hereinafter also referred to as "compound (1-4)").

[0209] [ka]

[0210] <Example 5> Synthesis of compounds represented by formula (1-3) A four-necked flask equipped with a Liebig condenser and thermometer was placed under a nitrogen atmosphere. 0.2 parts of compound (1-6) and 200 parts of water were added, and the mixture was heated to 60°C and stirred until completely dissolved. 0.13 parts of lithium bis(fluorosulfonyl)imide and 10 parts of water were added, and the mixture was gradually cooled to 25°C while stirring. The reaction product was filtered and washed with water to obtain 0.18 parts of the compound represented by the following formula (1-3) (hereinafter also referred to as "compound (1-3)").

[0211] [ka]

[0212] <Example 6> Synthesis of compounds represented by formulas (1-5) A four-necked flask equipped with a Liebig condenser and thermometer was placed under a nitrogen atmosphere, and 0.2 parts of compound (1-6) and 200 parts of water were added. The mixture was heated to 60°C and stirred until completely dissolved. 0.13 parts of tris(trifluoromethanesulfonyl)methidopotassium and 10 parts of water were added, and the mixture was gradually cooled to 25°C while stirring. 100 parts of saturated saline solution were added to the reaction mixture and stirred at 25°C. The reaction mixture was filtered and washed with water to obtain 0.3 parts of the compound represented by the following formula (1-5) (hereinafter also referred to as "compound (1-5)").

[0213] [ka]

[0214] <Comparative Example 1> Synthesis of the compound represented by formula (x) In accordance with the description in Example 5 of International Publication No. 2022 / 168754, a compound represented by the following formula (x) (hereinafter also referred to as "compound (x)") was synthesized. [ka]

[0215] <Measurement of maximum absorption wavelength and Gram extinction coefficient of compounds> A chloroform solution (0.05 g / L) of the obtained compound (for example, compound (1-6) obtained in Example 1) was placed in a 1 cm quartz cell. The quartz cell was then set in a UV-2450 spectrophotometer (manufactured by Shimadzu Corporation), and the absorbance in the wavelength range of 300 to 800 nm was measured at 1 nm steps using the double-beam method. The Gram extinction coefficient ε for each wavelength was calculated from the obtained absorbance values, the concentration of the compound in the solution (for example, compound (1-6) obtained in Example 1), and the optical path length of the quartz cell using the following formula. ε(λ)=A(λ) / CL [In the formula, ε(λ) represents the Gram extinction coefficient of the compound at a wavelength of λnm (L / (g·cm)), A(λ) represents the absorbance at a wavelength of λnm, C represents the concentration of the compound (g / L), and L represents the optical path length of the quartz cell (cm).] Maximum absorption wavelength λ of compounds (1-1) to (1-6) and compound (x) max , Gram extinction coefficient ε(λ) at the maximum absorption wavelength max ), and the Gram extinction coefficient ε(λ) at the maximum absorption wavelength + 30 nm. max Table 4 shows the values ​​for +30nm.

[0216] <Measurement of the full width at half maximum of a compound> A chloroform solution (concentration: 0.05 g / L) of the obtained compound (for example, compound (1-6) obtained in Example 1) was placed in a 1 cm quartz cell. The quartz cell was then set in a UV-2450 spectrophotometer (manufactured by Shimadzu Corporation), and the absorbance in the wavelength range of 300-800 nm was measured in 1 nm steps using the double-beam method. Two wavelengths were identified where the absorbance was half the absorbance at the maximum absorption wavelength. Of the two wavelengths, the value of the shorter wavelength was subtracted from the value of the longer wavelength to obtain the full width at half maximum. Table 4 shows the full width at half maximum for compounds (1-1) to (1-6) and compound (x).

[0217] [Table 4]

[0218] <Synthesis Example 1> Preparation of Acrylic Resin (A1) A reaction vessel equipped with a condenser, nitrogen inlet tube, thermometer, and stirrer was charged with a mixed solution of 81.8 parts ethyl acetate, 96 parts butyl acrylate, 3 parts 2-hydroxyethylmethyl acrylate, and 1 part acrylic acid as the solvent. The internal temperature was raised to 55°C while replacing the air in the apparatus with nitrogen gas to eliminate oxygen. Subsequently, the entirety of a solution of 0.14 parts azobisisobutyronitrile (polymerization initiator) dissolved in 10 parts ethyl acetate was added. The temperature was maintained at this level for 1 hour after adding the polymerization initiator. Then, while maintaining the internal temperature at 54-56°C, ethyl acetate was continuously added to the reaction vessel at an addition rate of 17.3 parts / hr. When the concentration of the acrylic resin reached 35%, the addition of ethyl acetate was stopped, and the temperature was maintained at this level for another 12 hours from the start of ethyl acetate addition. Finally, ethyl acetate was added to adjust the concentration of the acrylic resin to 20%, and an ethyl acetate solution of acrylic resin was prepared. The obtained acrylic resin had a weight-average molecular weight (Mw) of 1.4 million and a polystyrene equivalent (Mw / Mn) of 5.5, as determined by GPC. This is designated as acrylic resin (A1).

[0219] <Example 7> Preparation of resin composition (1) To 100 parts of the solid content of an ethyl acetate solution of acrylic resin (A1) (resin concentration: 20%), 0.5 parts of a crosslinking agent (manufactured by Tosoh Corporation: trade name "Coronate L", isocyanate compound, solid content 75%), 0.28 parts of a silane compound (manufactured by Shin-Etsu Chemical Co., Ltd.: trade name "KBM3066"), and 0.5 parts of compound (1-6) were mixed. Further, 2-butanone was added to bring the solid content concentration to 14% to obtain resin composition (1) (adhesive composition). The amount of the crosslinking agent mentioned above is the mass parts as an active ingredient.

[0220] <Examples 8-18> Preparation of resin compositions (2) to (12) Resin compositions (2) to (12) were prepared in the same manner as in Example 7, except that the dye compound and its content were changed as shown in Table 5. Note that the amount of crosslinking agent is expressed in parts by mass as an active ingredient, and the amount of acrylic resin (A1) is expressed in parts by mass as solids.

[0221] [Table 5]

[0222] The abbreviations in Table 5 represent the following meanings. Acrylic resin (A1): Acrylic resin (A1) synthesized in synthesis example 1 Compounds (1-6): Compounds represented by formula (1-6) synthesized in Example 1. Compound (1-2): The compound represented by formula (1-2) synthesized in Example 2. Compound (1-1): The compound represented by formula (1-1) synthesized in Example 3. Compound (1-4): Compound represented by formula (1-4) synthesized in Example 4. Compound (1-3): Compound represented by formula (1-3) synthesized in Example 5. Compounds (1-5): Compounds represented by formula (1-5) synthesized in Example 6. Coronate L: Manufactured by Tosoh Corporation, Product name: Coronate L, Isocyanate-based crosslinking agent KBM3066: Manufactured by Shin-Etsu Chemical Co., Ltd., Product name: KBM3066, Silane coupling agent.

[0223] <Evaluation of molded articles of resin composition> <<Fabrication of resin molded products>> The obtained resin composition was applied using an applicator to the release-treated surface of a separator film made of polyethylene terephthalate film (product name "PLR-382190" obtained from Lintec Corporation), which had been subjected to a release treatment. The film was dried at 100°C for 1 minute to form a resin molded body (adhesive layer), and a resin molded body with a separator film was produced. The thickness of the obtained resin molded body was 20 μm.

[0224] <<Evaluation of Bleed Resistance of Resin Molded Products>> A double-sided adhesive layer with separator film was obtained by laminating another separator film onto one side of the resin molded body with separator film. The obtained double-sided adhesive layer with separator film was stored in air at 40°C for one month. After storage, the presence or absence of crystal precipitation of compounds within the surface of the double-sided adhesive layer with separator film was checked using a microscope. The results of this evaluation, performed using resin composition (3) and resin composition (4), showed that no crystal precipitation was observed in either resin composition, indicating good bleed resistance.

[0225] <<Evaluation of lightfastness of resin molded products>> A polarizing plate was prepared by laminating a 13 μm cycloolefin film to one side of an 8 μm thick polarizer using an adhesive layer. The polarizer side of the polarizing plate was bonded to the resin molded body side with the separator film using a laminator, and then cured for 7 days at a temperature of 23°C and a relative humidity of 65% to obtain a laminate having a layered structure of cycloolefin film / polarizer / resin molded body / separator film. The obtained laminate was cut to a size of 30 cm x 30 cm, the separator film was peeled off, and the resin molded body and alkali-free glass (product name "EAGLE XG" from Corning) were bonded together to obtain a laminate (Ia) having a layered structure of cycloolefin film / polarizer / resin molded body / glass. The absorbance of the obtained laminate (Ia) was measured in the same manner as above (specifically, the sample was set in a UV-2450 spectrophotometer (manufactured by Shimadzu Corporation), and the absorbance was measured in 5 nm steps in the wavelength range of 300 nm to 800 nm using the double-beam method). The obtained laminate (Ia) was placed in a sunshine weather meter (manufactured by Suga Test Instruments Co., Ltd.) for 75 hours under conditions of 63°C and 50% RH relative humidity to conduct a lightfastness test. The absorbance of the laminate (Ia) after the lightfastness test was measured using the same method as described above. Based on the absorbance measurements of the laminate (Ia) before the heat resistance test, the wavelength λα (nm) at which the absorbance closest to 1 on the longer wavelength slope was determined, and the absorbance retention rate (%) at λα (nm) was calculated from the absorbance of the laminate (Ia) before and after the light resistance test using the following formula. Absorbance retention rate (%) = ((A(λα) after lightfastness test / A(λα) before lightfastness test)) × 100 [In the formula, A(λα) represents the absorbance of the laminate (Ia) at λα (nm).] Table 6 shows the measurement results using resin compositions (1) to (12). The closer the absorbance retention rate is to 100%, the less degradation there is in the light-selective absorption function and the better the light resistance.

[0226] [Table 6]

[0227] Compound (1) of the present invention exhibits excellent selective absorption. Preferably, a resin composition containing compound (1) of the present invention has good durability (particularly light resistance and / or bleed resistance).

Claims

1. A compound comprising a cation having a substructure represented by formula (1). 【Chemistry 1】 [In formula (1), Ring W １ , Tamaki W ２ , Tamaki W ３ Each of these independently represents a ring having at least one double bond as a constituent element of the ring, and ring W １ , Tamaki W ２ , Tamaki W ３ Each of these may independently have substituents. R １ , R ２ Each of these independently represents a hydrogen atom or a monovalent substituent. E represents an electron-withdrawing group.

2. The compound according to claim 1, wherein the cation having a substructure represented by formula (1) is a cation represented by formula (2-A) or formula (2-B). 【Chemistry 2】 [In formula (2-A), Ring W １Ａ and Ring W ２Ａ and Ring W ３Ａ each independently represents a ring having at least one double bond as a ring constituent element, and Ring W １Ａ and Ring W ２Ａ and Ring W ３Ａ each independently may have a substituent. R １Ａ ~R ６Ａ Each of these independently represents a hydrogen atom or a monovalent substituent. E Ａ This represents an electron-withdrawing group. R ３Ａ and R ４Ａ These may be connected to each other to form a ring. R ５Ａ and R ６Ａ These may be connected to each other to form a ring. 【Transformation 3】 [In formula (2-B), Ring W １Ｂ , Tamaki W ２Ｂ , Tamaki W ３Ｂ Each of these independently represents a ring having at least one double bond as a constituent element of the ring, and ring W １Ｂ , Tamaki W ２Ｂ , Tamaki W ３Ｂ Each of these may independently have substituents. R １Ｂ ~R ５Ｂ Each of these independently represents a hydrogen atom or a monovalent substituent. E Ｂ This represents an electron-withdrawing group. n represents an integer between 2 and 4. R Ｘ When n is 2, it represents a single bond or a divalent linking group; when n is 3, it represents a trivalent linking group; and when n is 4, it represents a tetravalent linking group. R ３Ｂ and R ４Ｂ These elements may be connected to each other to form a ring. Multiple rings W exist. １Ｂ , Tamaki W ２Ｂ , Tamaki W ３Ｂ , R １Ｂ ~R ５Ｂ , E Ｂ These may each be the same or they may be different.

3. The compound according to claim 1, wherein E is a cyano group.

4. The compound according to claim 1, having a maximum absorption wavelength between 400 nm and 600 nm.

5. The compound according to claim 4, wherein the Gram extinction coefficient at the maximum absorption wavelength is 190 L / (g·cm) or more.

6. The compound according to claim 5, satisfying the following formula (a). e (l) ｍａｘ ) / e(l ｍａｘ +30nm)≧10 (a) [In formula (a), ε(λ) ｍａｘ ) is the maximum absorption wavelength (λ ｍａｘ This represents the Gram extinction coefficient in ). ε(λ) ｍａｘ +30 nm) is the maximum absorption wavelength (λ ｍａｘ This represents the Gram extinction coefficient at a wavelength of +30 nm. The unit of the gram extinction coefficient is L / (g·cm).

7. A composition comprising the compound described in claim 1.

8. A molded article comprising the composition described in claim 7.

9. A display device comprising the molded article described in claim 8.

10. A solid-state image sensor comprising the molded product described in claim 8.

11. A method for producing a compound containing a cation represented by formula (2-A) according to claim 2, comprising the step of reacting a compound represented by formula (M-5A) with a compound represented by formula (M-6A). 【Chemistry 4】 [In the formula, ring W １Ａ , Tamaki W ２Ａ , Tamaki W ３Ａ , R １Ａ ~R ６Ａ , E Ａ These terms express the same meaning as described above.

12. A method for producing a compound represented by formula (M-5A) and a compound represented by formula (M-6A), wherein a methylating agent is further reacted in the above reaction, the methylating agent being Me ＋ An － Represented by the above Me ＋ The methyl group is the An － The manufacturing method according to claim 11, wherein represents an anion.

13. A compound represented by formula (M-5A). 【Transformation 5】 [In formula (M-5A), Ring W １Ａ , Tamaki W ２Ａ , Tamaki W ３Ａ Each of these independently represents a ring having at least one double bond as a constituent element of the ring, and ring W １Ａ , Tamaki W ２Ａ , Tamaki W ３Ａ Each of these may independently have substituents. R １Ａ , R ２Ａ , R ５Ａ , R ６Ａ Each of these independently represents a hydrogen atom or a monovalent substituent. E Ａ This represents an electron-withdrawing group. R ５Ａ and R ６Ａ These may be connected to each other to form a ring.

14. A method for producing a compound containing a cation represented by formula (2-B) according to claim 2, comprising the step of reacting a compound represented by formula (M-5B) with a compound represented by formula (M-6B). 【Transformation 6】 [In the formula, ring W １Ｂ , Tamaki W ２Ｂ , Tamaki W ３Ｂ , R １Ｂ ~R ５Ｂ , E Ｂ , n, R Ｘ These terms express the same meaning as described above.

15. A method for producing a compound represented by formula (M-5B) and a compound represented by formula (M-6B) in which a methylating agent is further reacted, wherein the methylating agent is Me ＋ An － Represented by the above Me ＋ The methyl group is the An － The manufacturing method according to claim 14, wherein represents an anion.

16. A compound represented by formula (M-5B). 【Transformation 7】 [In formula (M-5B), Ring W １Ｂ , Tamaki W ２Ｂ , Tamaki W ３Ｂ Each of these independently represents a ring having at least one double bond as a constituent element of the ring, and ring W １Ｂ , Tamaki W ２Ｂ , Tamaki W ３Ｂ Each of these may independently have substituents. R １Ｂ , R ２Ｂ , R ５Ｂ Each of these independently represents a hydrogen atom or a monovalent substituent. E Ｂ This represents an electron-withdrawing group. n represents an integer between 2 and 4. R Ｘ represents a single bond or a divalent linking group when n is 2, a trivalent linking group when n is 3, and a tetravalent linking group when n is 4. A plurality of existing rings W １Ｂ The ring W ２Ｂ The ring W ３Ｂ R １Ｂ R ２Ｂ R ５Ｂ E Ｂ may each be the same or different.

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