JP7228343B2 - Composition and curable composition - Google Patents

Description

The present invention relates to compositions and curable compositions.

Curable compositions containing cationic polymerization initiators are used in fields such as inks, paints, various coating agents, adhesives, and optical members.

Patent Document 1 below discloses a cationic photopolymerization method using a carbazole compound as a photosensitizer, and Patent Document 2 below discloses a composition containing an acid generator and a hindered amine as essential components. Patent Document 3 below discloses a method for producing a photocured product containing a radical initiator that generates radicals by actinic rays and an acid generator that generates acids by radicals.

JP-A-2000-239648 JP 2016-089085 A Japanese Patent No. 5844416

An object of the present invention is to provide a composition which is excellent in the performance of curing a cationically polymerizable organic substance and which can be cured with an LED light source.

The present invention has been made based on the above findings, and has achieved the above objects by providing a composition containing a cationic polymerization initiator (A) and a donor compound (B).
The present invention also provides a curable composition containing the above composition and a cationically polymerizable organic substance (C).

The composition of the present invention is excellent in the ability to cure cationically polymerizable organic substances. Moreover, the curable composition of the present invention has a high curing rate, and is therefore useful for various applications such as resists.

The composition and curable composition of the present invention are described in detail below.

The composition of the present invention contains a cationic polymerization initiator (A) and a donor compound (B) capable of donating unpaired electrons or charges to the cationic polymerization initiator (A).

The cationic polymerization initiator (A) may be any compound capable of generating a cationic species or a Lewis acid by light irradiation or heating, and releases a Lewis acid by irradiation with ultraviolet rays. Double salts of onium salts or derivatives thereof, or oxime sulfonate compounds, halogen-containing compounds, diazoketone compounds, sulfone compounds, sulfonic acid compounds, diazomethane compounds, nitrobenzyl compounds, benzoin tosylate compounds, iron-arene complexes, acetophenone derivative compounds, etc. can be used, and these can be used alone or in combination of two or more.

Typical onium salts include salts of cations and anions represented by the following general formula [A] ^m+ [B] ^m- . Here, the cation [A] ^m+ is preferably onium, and its structure can be represented, for example, by the following general formula, [(R ³ ) _a Q] ^m+ .

Further, R ³ is an organic group having 1 to 60 carbon atoms and optionally containing any number of atoms other than carbon atoms. a is an integer from 1 to 5; Each a R ³ is independent and may be the same or different. Moreover, at least one is preferably an organic group having an aromatic ring as described above. Q is an atom or atomic group selected from the group consisting of S, N, Se, Te, P, As, Sb, Bi, O, I, Br, Cl, F and N=N. Further, when the valence of Q in the cation [A] ^m+ is q, it is necessary that the relationship m=a−q holds true (however, N=N is treated as valence 0).

Further, the anion [B] ^m- is preferably a halide complex, and its structure can be represented, for example, by the following general formula [LX _b ] ^m- .

Furthermore, here, L is a metal or semimetal (Metalloid) that is the central atom of the halide complex, and B, P, As, Sb, Fe, Sn, Bi, Al, Ca, In, Ti, Zn, Sc, V, Cr, Mn, Co and the like. X is a halogen atom. b is an integer from 3 to 7; Further, when the valence of L in the anion [B] ^m− is p, it is necessary that the relationship m=bp holds true.

Specific examples of the anion [LX _b ] ^m− in the above general formula include halogen ion, perchlorate ion (ClO ₄ ) ⁻ , tetrafluoroborate ion (BF ₄ ) ⁻ , hexafluorophosphate ion (PF ₆ ). ⁻ , hexafluoroantimonate (SbF ₆ ) ⁻ , hexafluoroarsenate (AsF ₆ ) ⁻ , hexachloroantimonate (SbCl ₆ ) ⁻ ; trifluoromethanesulfonate ion, methanesulfonate ion, butanesulfonate ion , fluorosulfonate ion (FSO ₃ ) ⁻ , benzenesulfonate anion, toluenesulfonate ion, trinitrobenzenesulfonate ion, camphorsulfonate ion, nonafluorobutanesulfonate ion, hexadecafluorooctane sulfonate ion, etc. Ions; borate ions such as tetraarylborate ions and tetrakis(pentafluorophenyl)borate ions; methanecarboxylate ions, ethanecarboxylate ions, propanecarboxylate ions, butanecarboxylate ions, octanecarboxylate ions, trifluoromethanecarboxylate ions , benzenecarboxylate ion ^, p _- toluenecarboxylate ion ^, and _{the like ;} tris(trifluoromethanesulfonyl)methide ion, (CF ₃ CF ₂ ) ₃ PF ₃ ⁻ , ((CF ₃ ) ₂ C ₆ H ₃ ) ₄ B ⁻ , (C ₆ F ₅ ) ₄ Ga ⁻ , ((CF ₃ ) ₂ In addition to C ₆ H ₃ ) ₄ ^Ga- , those selected from the following group can be mentioned.

Further, as the anion [B] ^m- , an anion having a structure represented by the following general formula [LX _b-1 (OH)] ^m- can also be preferably used. L, X and b are the same as above.

In the present invention, among such onium salts, it is particularly effective to use the following aromatic onium salts (a) to (c). Among these, one of them can be used alone, or two or more of them can be used in combination.

(a) Aromatic diazonium salts such as phenyldiazonium hexafluorophosphate, 4-methoxyphenyldiazonium hexafluoroantimonate, and 4-methylphenyldiazonium hexafluorophosphate

(b) Aromas such as diphenyliodonium hexafluoroantimonate, di(4-methylphenyl)iodonium hexafluorophosphate, di(4-tert-butylphenyl)iodonium hexafluorophosphate, tolylcumyliodonium tetrakis(pentafluorophenyl)borate, etc. group iodonium salts

(C) Aromatic sulfonium salts such as sulfonium cations represented by Group I or Group II below and hexafluoroantimony ions and tetrakis(pentafluorophenyl)borate ions

Other preferred examples include (η ⁵ -2,4-cyclopentadien-1-yl)[(1,2,3,4,5,6-η)-(1-methylethyl)benzene]-iron - Iron-arene complexes such as hexafluorophosphate, aluminum complexes such as tris(acetylacetonato)aluminum, tris(ethylacetonatoacetato)aluminum, tris(salicylaldehyde)aluminum, and silanols such as triphenylsilanol can also be used.

Among these, aromatic iodonium salts, aromatic sulfonium salts, and iron-arene complexes are preferably used from the viewpoint of practical use and photosensitivity. Aromatic iodonium salts represented by formula (XX) are more preferable from the viewpoint of sensitivity. The aromatic iodonium salt means an iodonium salt containing one or more aromatic rings in the cation structure, and the aromatic sulfonium salt means a sulfonium salt containing one or more aromatic rings in the cation structure. do.

（式中、Ｒ^１、Ｒ^２、Ｒ^３、Ｒ^４、Ｒ^５、Ｒ^６、Ｒ^７、Ｒ^８、Ｒ^９、Ｒ^１０、Ｒ^１９、Ｒ^２０、Ｒ^２１、Ｒ^２２及びＲ^２３は、それぞれ独立に、水素原子、ハロゲン原子、炭素原子数１～１０のアルキル基、炭素原子数１～１０のアルコキシ基又は炭素原子数２～１０のエステル基を表し、Ｒ^１１、Ｒ^１２、Ｒ^１３、Ｒ^１４、Ｒ^１５、Ｒ^１６、Ｒ^１７及びＲ^１８は、それぞれ独立に、水素原子、ハロゲン原子又は炭素原子数１～１０のアルキル基を表し、Ｘ_１ ^－は１価の陰イオンを表す。）

(Wherein, R ¹ , R ² , R ³ , R ^{4 ,} R ⁵ , R ⁶ , R ⁷ , R ⁸ , R ⁹ , R ¹⁰ , R ¹⁹ , R 20 , R ²¹ , R ²² and R ²³ are Each independently represents a hydrogen atom, a halogen atom, an alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms or an ester group having 2 to 10 carbon atoms, and R ¹¹ , R ¹² and R ¹³ , R ¹⁴ , R ¹⁵ , R ¹⁶ , R ¹⁷ and R ¹⁸ each independently represent a hydrogen atom, a halogen atom or an alkyl group having 1 to 10 carbon atoms, and X ₁ ^- represents a monovalent anion. .)

In the compound represented by the general formula (I), R ¹ , R ² , R ³ , R ⁴ , R ⁵ , R ⁶ , R ⁷ , R 8 , R ⁹ , R ¹⁰ , R ¹¹ , R ¹² , ^R Halogen atoms represented by ¹³ , R ¹⁴ , R ¹⁵ , R ¹⁶ , R ¹⁷ , R ¹⁸ , R ¹⁹ , R ²⁰ , R ²¹ , R ²² and R ²³ include fluorine, chlorine, bromine and iodine. Atoms are mentioned,
R1 ^{, R2 ,} R3, ^{R4 , R5} , R6, ^R7 , ^R8 , ^R9 , ^R10 , R11, ^{R12 , R13} , ^R14 , ^R15 , ^R16 , ^R17 , R ¹⁸ , R ¹⁹ , R ²⁰ , R ²¹ , R ²² and R ²³ are methyl, ethyl, propyl, isopropyl, butyl, s-butyl, t- Butyl, isobutyl, amyl, isoamyl, t-amyl, hexyl, cyclohexyl, heptyl, octyl, nonyl, ethyloctyl, 2-methoxyethyl, 3-methoxypropyl, 4-methoxybutyl, 2-butoxyethyl, methoxyethoxyethyl, methoxy ethoxyethoxyethyl, 3-methoxybutyl, 2-methylthioethyl, fluoromethyl, difluoromethyl, trifluoromethyl, chloromethyl, dichloromethyl, trichloromethyl, bromomethyl, dibromomethyl, tribromomethyl, difluoroethyl, trichloroethyl, dichlorodifluoro ethyl, pentafluoroethyl, heptafluoropropyl, nonafluorobutyl, decafluoropentyl, tridecafluorohexyl, pentadecafluoroheptyl, heptadecafluorooctyl, methoxymethyl, 1,2-epoxyethyl, methoxyethyl, methoxyethoxymethyl, methylthiomethyl, ethoxyethyl, butoxymethyl, t-butylthiomethyl, 4-pentenyloxymethyl, trichloroethoxymethyl, bis(2-chloroethoxy)methyl, methoxycyclohexyl, 1-(2-chloroethoxy)ethyl, 1-methyl -1-methoxyethyl, ethyldithioethyl, trimethylsilylethyl, t-butyldimethylsilyloxymethyl, 2-(trimethylsilyl)ethoxymethyl, t-butoxycarbonylmethyl, ethyloxycarbonylmethyl, ethylcarbonylmethyl, t-butoxycarbonylmethyl, Acryloyloxyethyl, methacryloyloxyethyl, 2-methyl-2-adamantyloxycarbonylmethyl, acetylethyl, 2-methoxy-1-propenyl, hydroxymethyl, 2-hydroxyethyl, 1-hydroxyethyl, 2-hydroxypropyl, 3- groups such as hydroxypropyl, 3-hydroxybutyl, 4-hydroxybutyl, 1,2-dihydroxyethyl, etc.;
carbon atoms represented by R ¹ , R ² , R ³ , R ⁴ , R ⁵ , R ⁶ , R ⁷ , R ⁸ , R ⁹ , R ¹⁰ , R ¹⁹ , R ²⁰ , R ²¹ , R ²² and R ²³ Alkoxy groups of numbers 1 to 10 include methoxy, ethoxy, propyloxy, isopropyloxy, butyloxy, s-butyloxy, t-butyloxy, isobutyloxy, pentyloxy, isoamyloxy, t-amyloxy, hexyloxy, cyclohexyloxy, cyclohexyl methyloxy, tetrahydrofuranyloxy, tetrahydropyranyloxy, 2-methoxyethyloxy, 3-methoxypropyloxy, 4-methoxybutyloxy, 2-butoxyethyloxy, methoxyethoxyethyloxy, methoxyethoxyethoxyethyloxy, 3-methoxy groups such as butyloxy, 2-methylthioethyloxy, trifluoromethyloxy,
carbon atoms represented by R ¹ , R ² , R ³ , R ⁴ , R ⁵ , R ⁶ , R ⁷ , R ⁸ , R ⁹ , R ¹⁰ , R ¹⁹ , R ²⁰ , R ²¹ , R ²² and R ²³ Ester groups of numbers 2 to 10 include methoxycarbonyl, ethoxycarbonyl, isopropyloxycarbonyl, phenoxycarbonyl, acetoxy, propionyloxy, butyryloxy, chloroacetyloxy, dichloroacetyloxy, trichloroacetyloxy, trifluoroacetyloxy, t-butyl Groups such as carbonyloxy, methoxyacetyloxy, and benzoyloxy can be mentioned.

Among the compounds represented by the general formula (I), any one of R ¹ , R ² , R ³ , R ⁴ and R ⁵ is a halogen atom, or R ⁶ , R ⁷ , R ⁸ , R ⁹ and R ¹⁰ is preferably a halogen atom from the viewpoint of solubility in solvents and optimization of the absorption wavelength range, and any one of R ¹ , R ² , R ³ , R ⁴ and R ⁵ is a halogen atom and any one of R ⁶ , R ⁷ , R ⁸ , R ⁹ and R ¹⁰ is a halogen atom.

（式中、Ｒ²⁰¹、Ｒ²⁰²、Ｒ²⁰³、Ｒ²⁰⁴、Ｒ²⁰⁵、Ｒ²⁰⁶、Ｒ²⁰⁷及びＲ²⁰⁸は、それぞれ独立に、水素原子、ハロゲン原子、炭素原子数１～１０のアルキル基、炭素原子数１～１０のアルコキシ基又は炭素原子数２～１０のエステル基を表し、Ｙは、酸素原子、－ＮＲ²⁰⁹－、＞ＣＲ²¹⁰Ｒ²¹¹又は結合なしを表し、Ｒ²⁰⁹、Ｒ²¹⁰及びＲ²¹¹は、それぞれ独立に、水素原子、炭素原子数１～１０のアルキル基又は炭素原子数６～２０のアリール基を表し、Ｘ_２ ^－は１価の陰イオンを表す。）

(wherein R ²⁰¹ , R ²⁰² , R ²⁰³ , R ²⁰⁴ , R ²⁰⁵ , R ²⁰⁶ , R ²⁰⁷ and R ²⁰⁸ are each independently a hydrogen atom, a halogen atom, an alkyl group having 1 to 10 carbon atoms, a carbon represents an alkoxy group having 1 to 10 atoms or an ester group having 2 to 10 carbon atoms, Y represents an oxygen atom, -NR ²⁰⁹ -, >CR ²¹⁰ R ²¹¹ or no bond, R ²⁰⁹ , R ²¹⁰ and R ²¹¹ each independently represents a hydrogen atom, an alkyl group having 1 to 10 carbon atoms or an aryl group having 6 to 20 carbon atoms, and X ₂ ^- represents a monovalent anion.)

In the compound represented by the general formula (XX), the halogen atoms represented by R ²⁰¹ , R ²⁰² , R ²⁰³ , R 204 , R ²⁰⁵ , R ²⁰⁶ , R ²⁰⁷ and R ²⁰⁸ , R ²⁰¹ , ^{R 202 and} R an alkyl group having 1 to 10 carbon atoms represented by ²⁰³ , ^R204 , ^R205 , R206, ^R207 , ^R208 , ^R209 , ^R210 and ^R211 , ^R201 , ^{R202 , R203} and ^R204 , ^an alkoxy group having 1 ^{to 10} carbon atoms ^{represented by R 205 ,} R ²⁰⁶ , R ^{207 and R 208 ;} Examples of the represented ester group having 2 to 10 carbon atoms include those exemplified in the above general formula (I). Aryl groups having 6 to 20 carbon atoms represented by R ²⁰⁹ , R ²¹⁰ and R ²¹¹ are halogen atoms, nitro groups, cyano groups, alkyl groups, alkoxy groups, alkenyl groups, alkenyloxy groups, alkoxyalkyl groups, alkanoyl groups. It may be substituted with an oxy group or an alkoxycarbonyl group. Examples of these aryl groups include phenyl, tolyl, 3,4,5-trimethoxyphenyl, 4-tert-butylphenyl, biphenyl, naphthyl, methylnaphthyl, anthracenyl and phenanthryl groups. mentioned.

Commercially available products can also be used as the onium salt, for example, Cyracure UVI-6970, Cyracure UVI-6974, Cyracure UVI-6990, Cyracure UVI-950 (manufactured by Union Carbide, USA), Irgacure 261, CG-24-61. (manufactured by BASF), DAICATII (manufactured by Daicel), UVAC1591 (manufactured by Daicel Allnex), CI-2481, CI-2734, CI-2823, CI-2758 (manufactured by Nippon Soda Co., Ltd.), FFC509 (3M Company), BBI-102, BBI-101, BBI-103, MPI-103, TPS-103, MDS-103, DTS-103, NAT-103, NDS-103 (manufactured by Midori Chemical Co., Ltd.), etc. be done.

As the oxime sulfonate compound, conventionally known compounds can be used, but, for example, compounds represented by the following general formula (II) are preferable from the viewpoint of practical use and photosensitivity.

（式中、Ｒ^５１は、炭素数１～１８の脂肪族炭化水素基、炭素数６～２０のアリール基、炭素数７～２０のアリールアルキル基、アシル基で置換された炭素数７～２０のアリール基、炭素数３～１２の脂環式炭化水素基又は１０－カンファーイル基を表し、当該脂肪族炭化水素基、アリール基、アリールアルキル基、脂環式炭化水素基は、置換基を有しないか、ハロゲン原子、炭素原子数１～４のハロゲン化アルキル基、炭素原子数１～１８のアルコキシ基および炭素数１～１８のアルキルチオ基から選ばれる基で置換される。Ｒ^５２及びＲ^５３は、シアノ基、カルボキシル基、置換基を有していてもよい炭素原子数１～４０のアルキル基、炭素原子数６～２０のアリール基、炭素原子数７～２０のアリールアルキル基又は炭素原子数２～２０の複素環含有基を表し、Ｒ^５２及びＲ^５３は、互いに連結して五員環の複素環を形成していてもよい。）

(wherein R ⁵¹ is an aliphatic hydrocarbon group having 1 to 18 carbon atoms, an aryl group having 6 to 20 carbon atoms, an arylalkyl group having 7 to 20 carbon atoms, an acyl group-substituted 7 to 20 represents an aryl group, an alicyclic hydrocarbon group having 3 to 12 carbon atoms or a 10-camphoryl group, and the aliphatic hydrocarbon group, aryl group, arylalkyl group, alicyclic hydrocarbon group is a substituent not having or substituted with a group selected from a halogen atom, a halogenated alkyl group having 1 to ⁴ carbon atoms, an alkoxy group having 1 to 18 carbon atoms and an alkylthio group having 1 to 18 carbon atoms. ⁵³ is a cyano group, a carboxyl group, an optionally substituted alkyl group having 1 to 40 carbon atoms, an aryl group having 6 to 20 carbon atoms, an arylalkyl group having 7 to 20 carbon atoms, or carbon represents a heterocyclic ring-containing group having 2 to 20 atoms, and R ⁵² and R ⁵³ may be linked together to form a five-membered heterocyclic ring.)

Examples of the halogen-containing compound include haloalkyl group-containing hydrocarbon compounds and haloalkyl group-containing heterocyclic compounds. Specific examples of halogen-containing compounds include (trichloromethyl )-s-triazine derivatives and 1,1-bis(4-chlorophenyl)-2,2,2-trichloroethane.

Examples of the diazoketone compound include 1,3-diketo-2-diazo compounds, diazobenzoquinone compounds, and diazonaphthoquinone compounds. Specific examples of diazoketones include 1,2-naphthoquinonediazide-4-sulfonyl chloride, 1,2-naphthoquinonediazide-5-sulfonyl chloride, and 1,2-naphthoquinonediazide of 2,3,4,4′-tetrahydroxybenzophenone. -4-sulfonic acid ester or 1,2-naphthoquinonediazide-5-sulfonic acid ester, 1,2-naphthoquinonediazide-4-sulfonic acid ester of 1,1,1-tris(4-hydroxyphenyl)ethane or 1, 2-naphthoquinonediazide-5-sulfonic acid ester and the like can be mentioned.

Examples of the sulfone compounds include β-ketosulfone, β-sulfonylsulfone, and α-diazo compounds of these compounds. Specific examples of sulfone compounds include 4-trisphenacylsulfone, mesitylphenacylsulfone, bis(phenylsulfonyl)methane, and the like. Sulfonic acid compound: Examples of sulfonic acid compounds include alkylsulfonic acid esters, alkylsulfonic acid imides, haloalkylsulfonic acid esters, arylsulfonic acid esters, and iminosulfonates. Specific examples of sulfonic acid compounds include benzoin tosylate, pyrogallol tris(trifluoromethanesulfonate), nitrobenzyl-9,10-diethoxyanthracene-2-sulfonate, trifluoromethanesulfonylbicyclo[2.2.1]hept- 5-ene-2,3-dicarbodiimide, nonafluoro-n-butanesulfonylbicyclo[2.2.1]hept-5-ene-2,3-dicarbodiimide, perfluoro-n-octanesulfonylbicyclo[2.2 .1] hept-5-ene-2,3-dicarbodiimide, N-hydroxysuccinimide trifluoromethanesulfonate, N-hydroxysuccinimide nonafluoro-n-butanesulfonate, N-hydroxysuccinimide perfluoro-n -octane sulfonate, 1,8-naphthalenedicarboxylic imide trifluoromethanesulfonate, 1,8-naphthalenedicarboxylic imide nonafluoro-n-butanesulfonate, 1,8-naphthalenedicarboxylic imide perfluoro-n-octanesulfonate, and the like. be able to.

Examples of the diazomethane compounds include bis(ethylsulfonyl)diazomethane, bis(1-methylpropylsulfonyl)diazomethane, bis(2-methylpropylsulfonyl)diazomethane, bis(1,1-dimethylethylsulfonyl)diazomethane, and bis(cyclohexylsulfonyl). diazomethane, bis(perfluoroisopropylsulfonyl)diazomethane, bis(phenylsulfonyl)diazomethane, bis(4-methylphenylsulfonyl)diazomethane, bis(2,4-dimethylphenylsulfonyl)diazomethane, bis(2-naphthylsulfonyl)diazomethane, 4 -methylphenylsulfonylbenzoyldiazomethane, tert-butylcarbonyl-4-methylphenylsulfonyldiazomethane, 2-naphthylsulfonylbenzoyldiazomethane, 4-methylphenylsulfonyl-2-naphthoyldiazomethane, methylsulfonylbenzoyldiazomethane, tert-butoxycarbonyl-4- bissulfonyldiazomethane such as methylphenylsulfonyldiazomethane; sulfonylcarbonyldiazomethane and the like.

The nitrobenzyl compounds include 2,4-dinitrobenzylsulfonate, 2-nitrobenzylsulfonate and 2,6-dinitrobenzylsulfonate.

When the composition of the present invention is used as a curable composition, the proportion of the cationic polymerization initiator (A) in the solid matter of the curable composition is 0.1% by mass or more and 10% by mass or less. and the physical properties of the cured film, it is particularly preferably 0.3% by mass or more and 8% by mass or less, and most preferably 0.5% by mass or more and 8% by mass or less. For the same reason, the proportion of the cationic polymerization initiator (A) in the total amount of the (A) component, (B) component and (C) component of the curable composition is 0.1% by mass or more. The content is preferably 10 mass % or less, particularly preferably 0.3 mass % or more and 8 mass % or less, and most preferably 0.5 mass % or more and 8 mass % or less.

The donor compound (B) used in the present invention is a compound capable of imparting an unpaired electron or charge to the cationic polymerization initiator (A), and is not particularly limited. Examples include sensitizers, conventionally known radical polymerization initiators, transition metal compounds, amine compounds, phosphorus compounds, heterocyclic compounds, condensed ring-containing compounds, and benzene substituted with an alkoxy group.

From the viewpoint of enhancing the performance of curing the cationically polymerizable organic substance (C) by the composition of the present invention, the donor compound (B) preferably has an electron-donating group. It preferably has one or more rings. Examples of electron-donating groups include alkyl groups, alkoxy groups, hydroxyl groups, amino groups, and alkylamino groups. The number of carbon atoms in the alkyl group here is preferably 1-10, more preferably 1-8. The alkoxy group here preferably has 1 to 10 carbon atoms, more preferably 1 to 6 carbon atoms.
As the electron-donating group, an alkyl group or an alkoxy group is desirable from the viewpoint of the stability of the compound, the stability of the composition, and the like.

The donor compound (B) preferably has a polymerizable functional group from the viewpoint of the heat resistance and solvent resistance of the cured product. Examples of the polymerizable functional group include a glycidyl group, an alkenyl group having 2 to 10 carbon atoms, a styryl group, a vinyl ether group, an oxetane group and the like. Examples of the alkenyl group having 2 to 10 carbon atoms include vinyl group, allyl group, propenyl group and butenyl group.

As the sensitizer, a compound that exhibits a maximum absorption at a wavelength longer than the maximum absorption wavelength exhibited by the cationic polymerization initiator (A) and promotes the polymerization initiation reaction by the cationic polymerization initiator (A) can be used. As the auxiliary sensitization agent, a compound that further promotes the action of the sensitizer can be used.

Examples of the above sensitizers and sensitization aids include anthracene compounds, naphthalene compounds, benzoin derivatives, benzophenone derivatives, thioxanthone derivatives, α,α-diethoxyacetophenone, benzyl, fluorenone, xanthone, uranyl compounds, and halogen compounds. These can be used alone or in combination of two or more.
In the present specification, the term "derivative" includes original compounds that are not derived. For example, the term "benzoin derivative" may include "benzoin" itself.

Examples of anthracene-based compounds include those represented by the following formula (IIIa).

（式中、Ｒ²⁹及びＲ³⁰は、各々独立に炭素原子数１～６のアルキル基又は炭素原子数２～１２のアルコキシアルキル基を表し、Ｒ³¹は水素原子又は炭素原子数１～６のアルキル基を表す。）

(In the formula, R ²⁹ and R ³⁰ each independently represent an alkyl group having 1 to 6 carbon atoms or an alkoxyalkyl group having 2 to 12 carbon atoms, and R ³¹ is a hydrogen atom or a represents an alkyl group.)

Specific examples of the anthracene-based compound represented by the above formula (IIIa) include the following compounds.

9,10-dimethoxyanthracene,
9,10-diethoxyanthracene,
9,10-dipropoxyanthracene,
9,10-diisopropoxyanthracene,
9,10-dibutoxyanthracene,
9,10-dipentyloxyanthracene,
9,10-dihexyloxyanthracene,
9,10-bis(2-methoxyethoxy)anthracene,
9,10-bis(2-ethoxyethoxy)anthracene,
9,10-bis(2-butoxyethoxy)anthracene,
9,10-bis(3-butoxypropoxy)anthracene,
2-methyl- or 2-ethyl-9,10-dimethoxyanthracene,
2-methyl- or 2-ethyl-9,10-diethoxyanthracene,
2-methyl- or 2-ethyl-9,10-dipropoxyanthracene,
2-methyl- or 2-ethyl-9,10-diisopropoxyanthracene,
2-methyl- or 2-ethyl-9,10-dibutoxyanthracene,
2-methyl- or 2-ethyl-9,10-dipentyloxyanthracene,
2-methyl- or 2-ethyl-9,10-dihexyloxyanthracene and the like.

Examples of naphthalene-based compounds include those represented by the following formula (IIIb).

（式中、Ｒ³²及びＲ³³は各々独立に炭素原子数１～６のアルキル基を表す）

(wherein R ³² and R ³³ each independently represent an alkyl group having 1 to 6 carbon atoms)

Specific examples of the naphthalene-based compound represented by the above formula (IIIb) include the following compounds.

4-methoxy-1-naphthol,
4-ethoxy-1-naphthol,
4-propoxy-1-naphthol,
4-butoxy-1-naphthol,
4-hexyloxy-1-naphthol,
1,4-dimethoxynaphthalene,
1-ethoxy-4-methoxynaphthalene,
1,4-diethoxynaphthalene,
1,4-dipropoxynaphthalene,
1,4-dibutoxynaphthalene, etc.

Benzoin derivatives include benzoin methyl ether, benzoin isopropyl ether, α,α-dimethoxy-α-phenylacetophenone, and the like.
Examples of the benzophenone derivative include benzophenone, 2,4-dichlorobenzophenone, methyl o-benzoylbenzoate, 4,4'-bis(dimethylamino)benzophenone, 4,4'-bis(diethylamino)benzophenone and the like.
Examples of the thioxanthone derivatives include 2-chlorothioxanthone and 2-isopropylthioxanthone.

Examples of the radical polymerization initiator include photoradical polymerization initiators and thermal radical polymerization initiators.

Preferred examples of the radical photopolymerization initiator include acetophenone compounds, benzyl compounds, benzophenone compounds, thioxanthone compounds, bisimidazole compounds, acridine compounds, acylphosphine compounds, oxime ester compounds, and the like. can be done.

Examples of the acetophenone compounds include diethoxyacetophenone, 2-hydroxy-2-methyl-1-phenylpropan-1-one, 4'-isopropyl-2-hydroxy-2-methylpropiophenone, 2-hydroxymethyl -2-methylpropiophenone, 2,2-dimethoxy-1,2-diphenylethan-1-one, p-dimethylaminoacetophenone, p-tertiarybutyldichloroacetophenone, p-tertiarybutyltrichloroacetophenone, p-azide Benzalacetophenone, 1-hydroxycyclohexylphenyl ketone, 2-methyl-1-[4-(methylthio)phenyl]-2-morpholinopropanone-1,2-benzyl-2-dimethylamino-1-(4-morpholino phenyl)-butanone-1, benzoin, benzoin methyl ether, benzoin ethyl ether, benzoin isopropyl ether, benzoin-n-butyl ether, benzoin isobutyl ether, 1-[4-(2-hydroxyethoxy)-phenyl]-2-hydroxy- 2-methyl-1-propan-1-one and the like.

Benzyl etc. are mentioned as said benzyl type compound.

Examples of the benzophenone compounds include benzophenone, methyl o-benzoylbenzoate, Michler's ketone, 4,4'-bisdiethylaminobenzophenone, 4,4'-dichlorobenzophenone, 4-benzoyl-4'-methyldiphenylsulfide, and the like. be done.

Examples of the thioxanthone compounds include thioxanthone, 2-methylthioxanthone, 2-ethylthioxanthone, 2-chlorothioxanthone, 2-isopropylthioxanthone, and 2,4-diethylthioxanthone.

As the bisimidazole-based compound, hexaarylbisimidazole (HABI, a dimer of triaryl-imidazole) can be used. Specifically, for example, 2,2′-bis(2-chlorophenyl)-4 , 4′,5,5′-tetrakis(4-ethoxycarbonylphenyl)-1,2′-biimidazole, 2,2′-bis(2-bromophenyl)-4,4′,5,5′-tetrakis (4-ethoxycarbonylphenyl)-1,2'-biimidazole, 2,2'-bis(2-chlorophenyl)-4,4',5,5'-tetraphenyl-1,2'-biimidazole, 2 ,2'-bis(2,4-dichlorophenyl)-4,4',5,5'-tetraphenyl-1,2'-biimidazole, 2,2'-bis(2,4,6-trichlorophenyl) -4,4',5,5'-tetraphenyl-1,2'-biimidazole, 2,2'-bis(2-bromophenyl)-4,4',5,5'-tetraphenyl-1, 2′-biimidazole, 2,2′-bis(2,4-dibromophenyl)-4,4′,5,5′-tetraphenyl-1,2′-biimidazole, 2,2′-bis(2 ,4,6-tribromophenyl)-4,4′,5,5′-tetraphenyl-1,2′-biimidazole, 2,4,5,2′ ,4′ ,5′-hexaphenylbisimidazole , 2,2'-bis(2-chlorophenyl)-4,5,4',5'-tetraphenylbisimidazole, 2,2'-bis(2-bromophenyl)-4,5,4',5' -tetraphenylbisimidazole, 2,2'-bis(2,4-dichlorophenyl)-4,5,4',5'-tetraphenylbisimidazole, 2,2'-bis(2-chlorophenyl)-4,5 ,4′ ,5′-tetrakis(3-methoxyphenyl)bisimidazole, 2,2′-bis(2-chlorophenyl)-4,5,4′ ,5′-tetrakis(3,4,5-trimethoxyphenyl )-bisimidazole, 2,5,2′,5′-tetrakis(2-chlorophenyl)-4,4′-bis(3,4-dimethoxyphenyl)bisimidazole, 2,2′-bis(2,6- dichlorophenyl)-4,5,4',5'-tetraphenylbisimidazole, 2,2'-bis(2-nitrophenyl)-4,5,4',5'-tetraphenylbisimidazole, 2,2' -di-o-tolyl-4,5, 4',5'-tetraphenylbisimidazole, 2,2'-bis(2-ethoxyphenyl)-4,5,4',5'-tetraphenylbisimidazole and 2,2'-bis(2,6- difluorophenyl)-4,5,4′ ,5′-tetraphenylbisimidazole, 5′-tetra(p-iodophenyl)biimidazole, 2,2′-bis(o-chlorophenyl-4,4′,5, 5'-tetra(m-methoxyphenyl)biimidazole), 2,2'-bis(p-methylthiophenyl)-4,5,4',5'-diphenyl-1,1'-biimidazole, bis(2 ,4,5-triphenyl)-1,1'-biimidazole, 5,5'-tetra(p-chloronaphthyl)biimidazole, etc. and 1,2'- , 1,4′- and 2,4′-covalently bonded tautomers, compounds described in WO00/52529, and the like.

Examples of the acridine compounds include acridine, 9-phenylacridine, 9-(p-methylphenyl)acridine, 9-(p-ethylphenyl)acridine, 9-(p-iso-propylphenyl)acridine, 9-(p -n-butylphenyl)acridine, 9-(p-tert-butylphenyl)acridine, 9-(p-methoxyphenyl)acridine, 9-(p-ethoxyphenyl)acridine, 9-(p-acetylphenyl)acridine , 9-(p-dimethylaminophenyl)acridine, 9-(p-cyanophenylphenyl)acridine, 9-(p-chlorophenyl)acridine, 9-(p-bromophenyl)acridine, 9-(m-methyl Phenyl)acridine, 9-(mn-propylphenyl)acridine, 9-(m-iso-propylphenyl)acridine, 9-(mn-butylphenyl)acridine, 9-(m-tert-butylphenyl) Acridine, 9-(m-methoxyphenyl)acridine, 9-(m-ethoxyphenyl)acridine, 9-(m-acetylphenyl)acridine, 9-(m-dimethylaminophenyl)acridine, 9-(m-diethylamino) Phenyl)acridine, 9-(cyanophenyl)acridine, 9-(m-chlorophenyl)acridine, 9-(m-bromophenyl)acridine, 9-methylacridine, 9-ethylacridine, 9-n-propylacridine, 9 -iso-propylacridine, 9-cyanoethylacridine, 9-hydroxyethylacridine, 9-chloroethylacridine, 9-bromoacridine, 9-hydroxyacridine, 9-nitroacridine, 9-aminoacridine, 9-methoxyacridine, 9- Ethoxyacridine, 9-n-propoxyacridine, 9-iso-propoxyacridine, 9-chloroethoxyacridine, 4,6-bis(dimethylamino)acridine, 10-acridine acetate, 10-methylacetateacridine, 3,6-dimethyl acridine, 7,13-dimethylacridine, 7,13-bis(dimethylamino)acridine, 3,6-dimethyl-10-acetic acridine, 3,5-dimethyl-10-methylacetate acridine, 7,13-dimethyl-10 - acridine acetate, 7,13-dimethyl-10-methylacetate acridine, 1,7-bis(9-acridinyl)heptane, 1,5-bis(9- acridinyl)pentane, 1,3-bis(9-acridinyl)propane, 2,7-dibenzoyl-9-phenylacridine, 2,7-bis(α-hydroxybenzyl)-9-phenylacridine, 2,7-bis( α-acetoxybenzyl)-9-phenylacridine, 2,7-dimethyl-9-(4-methylphenyl)acridine, 2,7-dimethyl-9-phenylacridine, 2,7-bis(3,4-dimethyl- benzoyl)-9-(3,4-dimethylphenyl)acridine, 2,7-bis(α-acetoxy-4-tert-butylbenzyl)-9-(4-tert-butylphenyl)acridine, 2,7-dimethyl -9-(3,4-dichlorophenyl)acridine, 2,7-dimethyl-9-(4-benzoylphenyl)acridine, 2,7-bis(2-chlorobenzoyl)-9-(2-chlorophenyl)acridine, 2 -(α-hydroxy-3-bromobenzyl)-6-methyl-9-(3-bromophenyl)acridine, 2,5-bis(4-tert-butylbenzoyl)-9-(4-tert-butylphenyl) Acridine, 1,4-bis(2,7-dimethyl-9-acridinyl)benzene, 2,7-bis(α-phenylaminocarbonyloxy-3,4-dimethylbenzyl)-9-(3,4-dimethylphenyl) ) acridine and 2,7-bis(3,5-dimethyl-4-hydroxy-4′-fluorodiphenylmethyl)-9-(4-fluorophenyl)acridine, 9,10-dihydroacridine, 1-methylacridine, 4 -methylacridine, 2,3-dimethylacridine, 1-phenylacridine, 4-phenylacridine, 1-benzylacridine, 4-benzylacridine, 1-chloroacridine, 2,3-dichloroacridine, 10-butyl-2-chloro Acridine-9(10H)-one, 10-propyl-2-chloroacridin-9(10H)-one, 10-butyl-2-chloroacridin-9(10H)-one 1,2-bis(9-acridinyl) ethane, 1,3-bis(9-acridinyl)propane, 1,4-bis(9-acridinyl)butane, 1,6-bis(9-acridinyl)hexane, 1,7-bis(9-acridinyl)heptane, 1,8-bis(9-acridinyl)octane, 1,9-bis(9-acridinyl)nonane, 1,10-bis(9-acridinyl)decane, 1,11-bis(9-acridinyl) cridinyl)undecane, 1,12-bis(9-acridinyl)dodecane, 1,14-bis(9-acridinyl)tetradecane, 1,16-bis(9-acridinyl)hexadecane, 1,18-bis(9-acridinyl) Octadecane, 1,20-bis(9-acridinyl)eicosane, 1,3-bis(9-acridinyl)-2-thiapropane, 1,5-bis(9-acridinyl)-3-thiapentane 7-methyl-benzo[c ] acridine, 7-ethyl-benzo[c]acridine, 7-propyl-benzo[c]acridine, 7-butyl-benzo[c]acridine, 7-pentyl-benzo[c]acridine, 7-hexyl-benzo[c ] acridine, 7-heptyl-benzo[c]acridine, 7-octyl-benzo[c]acridine, 7-nonyl-benzo[c]acridine, 7-decyl-benzo[c]acridine, 7-undecyl-benzo[c ] acridine, 7-dodecyl-benzo[c]acridine, 7-tridecyl-benzo[c]acridine, 7-tetradecyl-benzo[c]acridine, 7-pentadecyl-benzo[c]acridine, 7-hexadecyl-benzo[c ] acridine, 7-heptadecyl-benzo[c]acridine, 7-octadecyl-benzo[c]acridine, 7-nonadecyl-benzo[c]acridine, 1,1-bis(7-benzo[c]acridinyl)methane, 1,2-bis(7-benzo[c]acridinyl)ethane, 1,3-bis(7-benzo[c]acridinyl)propane, 1,4-bis(7-benzo[c]acridinyl)butane, 1, 5-bis(7-benzo[c]acridinyl)pentane, 1,6-bis(7-benzo[c]acridinyl)hexane, 1,7-bis(7-benzo[c]acridinyl)heptane, 1,8- Bis(7-benzo[c]acridinyl) octane, 1,9-bis(7-benzo[c]acridinyl)nonane, 1,10-bis(7-benzo[c]acridinyl)decane, 1,11-bis( 7-benzo[c]acridinyl)undecane, 1,12-bis(7-benzo[c]acridinyl)dodecane, 1,13-bis(7-benzo[c]acridinyl)tridecane, 1,14-bis(7- benzo[c]acridinyl)tetradecane, 1,15-bis(7-benzo[c]acridinyl)pentadecane, 1,16-bis(7-benzo[c]acridinyl)hexadecane, 1,17- bis(7-benzo[c]acridinyl)heptadecane, 1,18-bis(7-benzo[c]acridinyl)octadecane, 1,19-bis(7-benzo[c]acridinyl)nonadecane, 1,20-bis( 7-benzo[c]acridinyl)eicosane, 7-phenyl-benzo[c]acridine, 7-(2-chlorophenyl)-benzo[c]acridine, 7-(4-methylphenyl)-benzo[c]acridine, 7-(4-nitrophenyl)-benzo[c]acridine, 1,3-bis(7-benzo[c]acridinyl)benzene, 1,4-bis(7-benzo[c]acridinyl)benzene, 7-[ 1-propen-3-yl (benzo[c]acridine)], 7-[1-ethylpentyl-(benzo[c]acridine)], 7-[8-heptadecenyl-(benzo[c]acridine)], 7 ,8-diphenyl-1,14-bis(7-benzo[c]acridinyl)tetradecane, 1,2-bis(7-benzo[c]acridinyl)ethylene, 1-methyl-1,2-bis(7-benzo [c]acridinyl)ethylene, 7-styryl-benzo[c]acridine, 7-(1-propenyl)-benzo[c]acridine, 7-(1-pentenyl)-benzo[c]acridine, 9-(2- pyridyl)acridine, 9-(3-pyridyl)acridine, 9-(4-pyridyl)acridine, 9-(4-pyrimidinyl)acridine, 9-(2-pyrazinyl)acridine, 9(5-methyl-2-pyrazinyl) acridine, 9-(2-quinolinyl)acridine, 9-(2-pyridyl)-2-methyl-acridine, 9-(2-pyridyl)-2-ethylacridine, 9-(3-pyridyl)-2-methyl- Acridine, 9-(3-pyridyl)-2,4-diethyl-acridine, 3,6-diamino-acridinesulfonate, 3,6-bis-(dimethylamino)-acridinesulfonate, 3,6-diamino -10-methyl-acridinium chloride, 9-acridinecarboxylic acid and the like.

Examples of the acylphosphine compounds include 2,4,6-trimethylbenzoyldiphenylphosphine oxide (Lucirin TPO; manufactured by BASF), isobutyryl-methylphosphinate methyl ester, isobutyryl-phenylphosphinate methyl ester, pivaloyl-phenylphosphinate methyl ester. esters, 2-ethylhexanoyl-phenylphosphinic acid methyl ester, pivaloyl-phenylphosphinic acid isopropyl ester, p-toluyl-phenylphosphinic acid methyl ester, o-toluyl-phenylphosphinic acid methyl ester, 2,4-dimethylbenzoyl-phenyl phosphinic acid methyl ester, p-tertiary-butylbenzoyl-phenylphosphinic acid isopropyl ester, acryloyl-phenylphosphinic acid methyl ester, isobutyryl-diphenylphosphine oxide, 2-ethylhexanoyl-diphenylphosphine oxide, o-toluyl-diphenylphosphine oxide, p-tertiary butylbenzoyl-diphenylphosphine oxide, 3-pyridylcarbonyl-diphenylphosphine oxide, acryloyl-diphenylphosphine oxide, benzoyl-diphenylphosphine oxide, pivaloyl-phenylphosphinic acid vinyl ester, adipoyl-bis-diphenylphosphine oxide, pivaloyl- diphenylphosphine oxide, p-toluyl-diphenylphosphine oxide, 4-(tertiary-butyl)-benzoyl-diphenylphosphine oxide, 2-methylbenzoyl-diphenylphosphine oxide, 2-methyl-2-ethylhexanoyl-diphenylphosphine oxide, 1 -methyl-cyclohexanoyl-diphenylphosphine oxide, pivaloyl-phenylphosphinic acid methyl ester and pivaloyl-phenylphosphinic acid isopropyl ester, 4-octylphenylphosphine oxide, terephthaloyl-bis-diphenylphosphine oxide, 1-methyl-cyclohexylcarbonyldiphenylphosphine oxide, versatoyl-diphenylphosphine oxide, bis(2,4,6-trimethylbenzoyl)-2,4-diisobutoxyphenylphosphine oxide, bis(2,4,6-trimethylbenzoyl) phenylphosphine oxide (Irgacure 819; manufactured by BASF) ),Screw (2,4,6-trimethylbenzoyl)-2,5-dimethylphenylphosphine oxide, bis(2,6-dichloro-3,4,5-trimethoxybenzoyl)-2,5-dimethylphenylphosphine oxide, bis( 2,6-dichloro-3,4,5-trimethoxybenzoyl)-4-ethoxyphenylphosphine oxide, bis(2-methyl-1-naphthoyl)-2,5-dimethylphenylphosphine oxide, bis(2-methyl- 1-naphthoyl)-4-ethoxyphenylphosphine oxide, bis(2-methyl-1-naphthoyl)-2-naphthylphosphine oxide, bis(2-methyl-1-naphthoyl)-4-propylphenylphosphine oxide, bis(2 -methyl-1-naphthoyl)-2,5-dimethylphenylphosphine oxide, bis(2-methoxy-1-naphthoyl)-4-ethoxyphenylphosphine oxide, bis(2-chloro-1-naphthoyl)-2,5- dimethylphenylphosphine oxide, bis(2,6-dimethoxybenzoyl)-2,4,4-trimethylpentylphosphine oxide, bis(2,4,6-trimethylbenzoyl)-2,4-dioctyloxyphenylphosphine oxide, bis( 2,4,6-trimethylbenzoyl)-2,4-diisopropoxyphenylphosphine oxide, bis(2,4,6-trimethylbenzoyl)-2,4-dihexyloxyphenylphosphine oxide, bis(2,4,6 -trimethylbenzoyl)-2-propoxy-4-methylphenylphosphine oxide, bis(2,4,6-trimethylbenzoyl)-2,4-diisopentyloxyphenylphosphine oxide, bis(2,6-dichlorobenzoyl)phenyl Phosphine oxide, bis(2,6-dichlorobenzoyl)-2,5-dimethylphenylphosphine oxide, bis(2,6-dichlorobenzoyl)-phenylphosphine oxide, bis(2,6-dichlorobenzoyl)-4-biphenylphosphine oxide Rylphosphine oxide, bis(2,6-dichlorobenzoyl)-4-propylphenylphosphine oxide, bis(2,6-dichlorobenzoyl)-2-naphthylphosphine oxide, bis(2,6-dichlorobenzoyl)-1-naphthyl Phosphine oxide, bis(2,6-dimethoxybenzoyl)-2,4,4-trimethyl -pentylphosphine oxide (CGI403), 6-trimethylbenzoyl-ethyl-phenyl-phosphinate (SPEEDCURE TPO-L; manufactured by Lambson) and the like.

Examples of the oxime ester compounds include ethanone-1-[9-ethyl-6-(2-methylbenzoyl-9H-carbazol-3-yl]-1-(O-acetyloxime), 1-[9-ethyl -6-benzoyl-9H-carbazol-3-yl-octan-1-one oxime-O-acetate, 1-[9-ethyl-6-(2-methylbenzoyl)-9H-carbazol-3-yl]-ethane- 1-one oxime-O-benzoate, 1-[9-n-butyl-6-(2-ethylbenzoyl)-9H-carbazol-3-yl]-ethan-1-one oxime-O-benzoate, ethanone-1-[ 9-ethyl-6-(2-methyl-4-tetrahydrofuranylbenzoyl)-9H-carbazol-3-yl]-1-(O-acetyloxime), ethanone-1-[9-ethyl-6-( 2- Methyl-4-tetrahydropyranylbenzoyl)-9H-carbazol-3-yl]-1-(O-acetyloxime), ethanone-1-[9-ethyl-6-(2-methyl-5-tetrahydrofuranylbenzoyl) -9H-carbazol-3-yl]-1-(O-acetyloxime), ethanone-1-[9-ethyl-6-{2-methyl-4-(2,2-dimethyl-1,3-dioxolanyl) Methoxybenzoyl}-9H-carbazol-3-yl]-1-(O-acetyloxime), ethanone-1-[9-ethyl-6-(2-methyl-4-tetrahydrofuranylmethoxybenzoyl)-9H-carbazole- 3-yl]-1-(O-acetyloxime) and the like.

Examples of the thermal radical polymerization initiator include 2,2'-azobisisobutyronitrile, 2,2'-azobis(methyl isobutyrate), 2,2'-azobis-2,4-dimethylvaleronitrile, 1, Azo initiators such as 1′-azobis(1-acetoxy-1-phenylethane); benzoyl peroxide, di-t-butylbenzoyl peroxide, t-butyl peroxypivalate, di(4-t-butylcyclohexyl ) peroxide initiators such as peroxydicarbonate, and persulfates such as ammonium persulfate, sodium persulfate and potassium persulfate. These can be used singly or in combination of two or more.

The transition metal compound is a compound containing a transition metal, and examples of the transition metal include Fe, Co, Ni, Cu, Cr, Ag, and the like.

As the amine compound, primary amines such as aliphatic amines, alicyclic amines and aromatic amines, secondary amines and tertiary amines can be used.
Examples of the primary amines include ethylamine, propylamine, isopropylamine, butylamine, isobutylamine, pentylamine, neopentylamine, hexylamine, octylamine, nonylamine, 2-ethylhexylamine, cyclohexylamine, ethanolamine, aniline, p- and methylaniline.
Examples of the secondary amine include diethylamine, dipropylamine, dibutylamine, dipentylamine, dihexylamine, methylaniline, ethylaniline and dihydroxyethylamine.
Examples of the tertiary amines include trimethylamine, triethylamine, N,N-dimethylbenzylamine, triphenylamine, tributylamine, trioctylamine, tridodecylamine, dibutylbenzylamine, trinaphthylamine, N-ethyl-N-methylaniline, N,N-diethylaniline, N-phenyl-N-methylaniline, N,N-dimethyl-p-toluidine, N,N-dimethyl-4-bromoaniline, N,N-dimethyl-4-methoxyaniline, N- Phenylpiperidine, N-(4-methoxyphenyl)piperidine, N-phenyl-1,2,3,4-tetrahydroisoquinoline, 6-benzyloxy-N-phenyl-7-methoxy-1,2,3,4-tetrahydro isoquinoline, N,N'-dimethylpiperazine, N,N-dimethylcyclohexylamine, 2-dimethylaminomethylphenol, 2,4,6-tris(dimethylaminomethyl)phenol, tris(2-methoxymethoxyethyl)amine, tris {2-(2-methoxyethoxy)ethyl}amine, tris{2-(2-methoxyethoxymethoxy)ethyl}amine, tris{2-(1-methoxyethoxy)ethyl}amine, tris{2-(1-ethoxy) ethoxy)ethyl}amine, tris{2-(1-ethoxypropoxy)ethyl}amine, tris[2-{2-(2-hydroxyethoxy)ethoxy}ethyl]amine, triethanolamine triacetate and the like. Phenylamine derivatives are preferred.

Triphenylamine derivatives include those represented by the following general formula (V).

（式中、Ｒ^１０１、Ｒ^１０２、Ｒ^１０３、Ｒ^１０４、Ｒ^１０５、Ｒ^１０６、Ｒ^１０７、Ｒ^１０８、Ｒ^１０９、Ｒ^１１０、Ｒ^１１１、Ｒ^１１２、Ｒ^１１３、Ｒ^１１４及びＲ^１１５は、それぞれ独立に、水素原子、ハロゲン原子、炭素原子数１～１０のアルキル基、芳香族炭化水素基、シアノ基、水酸基、カルボキシル基、または-COOC-、-CO-による置換基を表す。）
Ｒ^１０１、Ｒ^１０２、Ｒ^１０３、Ｒ^１０４、Ｒ^１０５、Ｒ^１０６、Ｒ^１０７、Ｒ^１０８、Ｒ^１０９、Ｒ^１１０、Ｒ^１１１、Ｒ^１１２、Ｒ^１１３、Ｒ^１１４及びＲ^１１５で表される炭素原子数１～１０のアルキル基の例としては、上記一般式（Ｉ）の説明において例示したものが挙げられる。

(Wherein, R ¹⁰¹ , R ¹⁰² , R ¹⁰³ , R ¹⁰⁴ , R ^{105 , R 106} , R ¹⁰⁷ , R ¹⁰⁸ , R ¹⁰⁹ , R ¹¹⁰ , R ¹¹¹ , R ¹¹² , ^{R 113 ,} R ¹¹⁴ and R ¹¹⁵ are Each independently represents a hydrogen atom, a halogen atom, an alkyl group having 1 to 10 carbon atoms, an aromatic hydrocarbon group, a cyano group, a hydroxyl group, a carboxyl group, or a -COOC- or -CO- substituent.)
carbon atoms represented by ^R101 , ^R102 , ^R103 , R104, R105, ^R106 , ^R107 , ^R108 , ^R109 , ^R110 , ^R111 , ^{R112 , R113 , R114 and R115} Examples of the alkyl group of numbers 1 to 10 include those exemplified in the explanation of the general formula (I) above.

From the viewpoint of curability, one of the three benzene rings in formula (V) preferably has a halogen atom, and all three benzene rings have a halogen atom, particularly preferably. , R ¹⁰³ , R ¹⁰⁸ and R ¹¹³ are halogen atoms.

Examples of the phosphorus compounds include phosphine oxide, phosphine, phosphoric acid, phosphorous acid, phosphonic acid, phosphonous acid, phosphinic acid, phosphinic acid, phosphate, and phosphite.

The heterocyclic ring in the above heterocyclic compound may be either a monocyclic ring or a condensed ring. Heterocyclic compounds include carbazole derivatives, benzocarbazole derivatives, dibenzocarbazole derivatives, indole derivatives, pyrrolidone derivatives, pyrrole derivatives, phenanthridine derivatives, phenoxazine derivatives, phenazine derivatives, thiazole derivatives, benzothiazole derivatives, oxazole derivatives, benzoxazole. derivatives, isoxazole derivatives, benzoisoxazole derivatives, furan derivatives, benzofuran derivatives, thiophene derivatives, phenothiazine derivatives, pyridine derivatives, pyrimidine derivatives, pyridazine derivatives, piperidine derivatives, pyran derivatives, pyrazoline derivatives, triazine derivatives, quinoline derivatives, isoquinoline derivatives, imidazole derivatives, indole derivatives, pyrrolidine derivatives, piperidone derivatives, dioxane derivatives, dibenzodioxin derivatives and the like.
Among the above heterocyclic compounds, condensed ring-containing compounds containing a nitrogen atom or an oxygen atom are preferred, and carbazole derivatives, benzocarbazole derivatives, dibenzocarbazole derivatives or dibenzodioxin derivatives are particularly preferred from the standpoint of availability and the like. A benzocarbazole derivative or a dibenzocarbazole derivative is preferable from the viewpoint of the properties.

Examples of carbazole derivatives include those represented by the following general formula (VI).

（式中、Ｒ^１１６は水素原子、炭素原子数１～１０のアルキル基、炭素原子数２～１０のアルケニル基、グリシジル基又は芳香族炭化水素基を表す。Ｒ^１１６で表される基中のメチレン基は、酸素原子で置換される場合がある。Ｒ^１１７、Ｒ^１１８、Ｒ^１１９、Ｒ^１２０、Ｒ^１２１、Ｒ^１２２、Ｒ^１２３及びＲ^１２４は、それぞれ独立に、水素原子、ハロゲン原子、炭素原子数１～１０のアルキル基、炭素原子数１～１０のアルコキシ基、芳香族炭化水素基、シアノ基、水酸基又はカルボキシル基を表す。）
Ｒ^１１６、Ｒ^１１７、Ｒ^１１８、Ｒ^１１９、Ｒ^１２０、Ｒ^１２１、Ｒ^１２２、Ｒ^１２３及びＲ^１２４で表される炭素原子数１～１０のアルキル基の例としては、上記一般式（Ｉ）の説明において例示したものが挙げられる。Ｒ^１１６、Ｒ^１１７、Ｒ^１１８、Ｒ^１１９、Ｒ^１２０、Ｒ^１２１、Ｒ^１２２、Ｒ^１２３及びＲ^１２４で表される炭素原子数１～１０のアルコキシ基の例としては、上記一般式（Ｉ）の説明において例示したものが挙げられる。
Ｒ^１１６で表される炭素原子数２～１０のアルケニル基としては、ビニル基、アリル基、プロペニル基、ブテニル基が挙げられる。
Ｒ^１１６、Ｒ^１１７、Ｒ^１１８、Ｒ^１１９、Ｒ^１２０、Ｒ^１２１、Ｒ^１２２、Ｒ^１２３及びＲ^１２４で表される芳香族炭化水素基の例としては、前記一般式（XX）における炭素原子数６～２０のアリール基の例として挙げたものと同様のものが挙げられる。
式（VI）で表されるカルバゾール誘導体の中でも、Ｒ^１１６が炭素原子数１～１０のアルキル基であるものが、溶媒等への溶解性、吸収波長域の最適化の点で好ましい。
また、Ｒ^１１８、Ｒ^１１９、Ｒ^１２０及びＲ^１２１の何れか１以上が電子供与性基であるか、Ｒ^１１７、Ｒ^１２２、Ｒ^１２３及びＲ^１２４の何れか１以上が電子供与性基であるものが、反応性が高く硬化性の高い硬化性組成物が得られる点で好ましく、Ｒ^１１８、Ｒ^１１９、Ｒ^１２０及びＲ^１２１の何れか１以上が電子供与性基であり、且つ、Ｒ^１１７、Ｒ^１２２、Ｒ^１２３及びＲ^１２４の何れか１以上が電子供与性基であるものが、特に好ましい。

(In the formula, R ¹¹⁶ represents a hydrogen atom, an alkyl group having 1 to 10 carbon atoms, ^an alkenyl group having 2 to 10 carbon atoms, a glycidyl group or an aromatic hydrocarbon group. The methylene group may be substituted with an oxygen atom, and ^{R 117} , R ¹¹⁸ , R ¹¹⁹ , R ¹²⁰ , R ¹²¹ , R ¹²² , R ¹²³ and R ¹²⁴ each independently represent a hydrogen atom, a halogen atom, a carbon represents an alkyl group having 1 to 10 atoms, an alkoxy group having 1 to 10 carbon atoms, an aromatic hydrocarbon group, a cyano group, a hydroxyl group or a carboxyl group.)
Examples of alkyl groups having 1 to 10 carbon atoms represented by R ¹¹⁶ , R ¹¹⁷ , R ¹¹⁸ , R ¹¹⁹ , R ¹²⁰ , R ¹²¹ , R ¹²² , R ¹²³ and R ¹²⁴ are those represented by the general formula (I) Examples are given in the description of. Examples of the alkoxy group having 1 to 10 carbon atoms represented by R ¹¹⁶ , R ¹¹⁷ , R ¹¹⁸ , R ¹¹⁹ , R ¹²⁰ , R ¹²¹ , R ¹²² , R ¹²³ and R ¹²⁴ include the above general formula (I) Examples are given in the description of.
Examples of the alkenyl group having 2 to 10 carbon atoms represented by R ¹¹⁶ include vinyl group, allyl group, propenyl group and butenyl group.
Examples of aromatic hydrocarbon groups represented by R ¹¹⁶ , R ¹¹⁷ , R ¹¹⁸ , R ¹¹⁹ , R ¹²⁰ , R ¹²¹ , R ¹²² , R ¹²³ and R ¹²⁴ include the number of carbon atoms in the general formula (XX) Examples of 6-20 aryl groups include the same as those mentioned above.
Among the carbazole derivatives represented by the formula (VI), those in which R ¹¹⁶ is an alkyl group having 1 to 10 carbon atoms are preferred from the viewpoint of solubility in solvents and optimization of the absorption wavelength range.
Further, any one or more of R ¹¹⁸ , R ¹¹⁹ , R ¹²⁰ and R ¹²¹ is an electron donating group, or any one or more of R ¹¹⁷ , R ¹²² , R ¹²³ and R ¹²⁴ is an electron donating group. is preferable in that a curable composition having high reactivity and high curability can be obtained, at least one of R ¹¹⁸ , R ¹¹⁹ , R ¹²⁰ and R ¹²¹ is an electron donating group, and R ¹¹⁷ , R ¹²² , R ¹²³ and R ¹²⁴ are electron donating groups.

For example, benzocarbazole derivatives include those represented by any of the following general formulas (VII-1) to (VII-3).

（式中、Ｒ^１２５は水素原子、炭素原子数１～１０のアルキル基、炭素原子数２～１０のアルケニル基、グリシジル基又は芳香族炭化水素基を表す。Ｒ^１２５で表される基中のメチレン基は、酸素原子で置換される場合がある。Ｒ^１２６、Ｒ^１２７、Ｒ^１２８、Ｒ^１２９、Ｒ^１３０、Ｒ^１３１、Ｒ^１３２、Ｒ^１３３、Ｒ^１３４及びＲ^１３５は、それぞれ独立に、水素原子、ハロゲン原子、炭素原子数１～１０のアルキル基、炭素原子数１～１０のアルコキシ基、芳香族炭化水素基、シアノ基、水酸基、カルボキシル基を表す。）

(In the formula, R ¹²⁵ represents a hydrogen atom, an alkyl group having 1 to 10 carbon atoms, an alkenyl group ^having 2 to 10 carbon atoms, a glycidyl group or an aromatic hydrocarbon group. The methylene group may be substituted with an oxygen atom, R ¹²⁶ , R ¹²⁷ , R ¹²⁸ , R ¹²⁹ , R ¹³⁰ , R ¹³¹ , R ¹³² , R ¹³³ , R ¹³⁴ and R ¹³⁵ are each independently hydrogen atom, halogen atom, alkyl group having 1 to 10 carbon atoms, alkoxy group having 1 to 10 carbon atoms, aromatic hydrocarbon group, cyano group, hydroxyl group and carboxyl group.)

（式中、Ｒ^２２５は水素原子、炭素原子数１～１０のアルキル基、炭素原子数２～１０のアルケニル基、グリシジル基又は芳香族炭化水素基を表す。Ｒ^２２５で表される基中のメチレン基は、酸素原子で置換される場合がある。Ｒ^２２６、Ｒ^２２７、Ｒ^２２８、Ｒ^２２９、Ｒ^２３０、Ｒ^２３１、Ｒ^２３２、Ｒ^２３３、Ｒ^２３４及びＲ^２３５は、それぞれ独立に、水素原子、ハロゲン原子、炭素原子数１～１０のアルキル基、炭素原子数１～１０のアルコキシ基、芳香族炭化水素基、シアノ基、水酸基又はカルボキシル基を表す。）

(In the formula, R ²²⁵ represents a hydrogen atom, an alkyl group having 1 to 10 carbon atoms, an alkenyl group having 2 to 10 carbon atoms, ^a glycidyl group or an aromatic hydrocarbon group. The methylene group may be substituted with an oxygen atom.R226, ^R227 , ^R228 , R229, ^R230 , ^{R231 , R232} , ^R233 , ^R234 and ^R235 are ^each independently hydrogen atom, halogen atom, alkyl group having 1 to 10 carbon atoms, alkoxy group having 1 to 10 carbon atoms, aromatic hydrocarbon group, cyano group, hydroxyl group or carboxyl group.)

（式中、Ｒ^３２５は水素原子、炭素原子数1～10のアルキル基、炭素原子数２～１０のアルケニル基、グリシジル基又は芳香族炭化水素基を表す。Ｒ^３２５で表される基中のメチレン基は、酸素原子で置換される場合がある。Ｒ^３２６、Ｒ^３２７、Ｒ^３２８、Ｒ^３２９、Ｒ^３３０、Ｒ^３３１、Ｒ^３３２、Ｒ^３３３、Ｒ^３３４及びＲ^３３５は、それぞれ独立に、水素原子、ハロゲン原子、炭素原子数１～１０のアルキル基、炭素原子数１～１０のアルコキシ基、芳香族炭化水素基、シアノ基、水酸基、カルボキシル基を表す。）

(In the formula, R ³²⁵ represents a hydrogen atom, an alkyl group having 1 to 10 carbon atoms, an alkenyl group having 2 to 10 carbon atoms, ^a glycidyl group or an aromatic hydrocarbon group. The methylene group may be substituted with an oxygen atom.R ³²⁶ , R ³²⁷ , R ³²⁸ , R ³²⁹ , R ³³⁰ , R ³³¹ , R ³³² , R ³³³ , R ³³⁴ and R ³³⁵ are each independently hydrogen atom, halogen atom, alkyl group having 1 to 10 carbon atoms, alkoxy group having 1 to 10 carbon atoms, aromatic hydrocarbon group, cyano group, hydroxyl group, carboxyl group.)

In formulas (VII-1) to (VII-3), R ¹²⁵ , R ¹²⁶ , R ¹²⁷ , R 128 , R ¹²⁹ , R ¹³⁰ , R ¹³¹ , R ¹³² , R ¹³³ , R ¹³⁴ , ^{R 135 ,} R ²²⁵ , ^{R226 , R227 , R228 , R229} , R230, ^R231 , R232, R233, ^{R234, R235 , R325} , ^R326 , ^R327 , ^R328 , ^R329 , ^R330 , ^R331 , R ³³² , R ³³³ , R ³³⁴ and R ³³⁵ include those exemplified in the explanation of general formula (I) above.
^R126 , ^R127 , ^R128 , ^R129 , R130, ^{R131 ,} R132, R133, ^R134 , ^R135 , ^{R226 , R227 , R228 , R229} , ^R230 , ^R231 , ^R232 , R ²³³ , R ²³⁴ and R ²³⁵ , R ³²⁶ , R ³²⁷ , R ³²⁸ , R ³²⁹ , R ³³⁰ , R ³³¹ , R ³³² , R ³³³ , R ³³⁴ and R ³³⁵ and having 1 to 10 carbon atoms Examples of the alkoxy group include those exemplified in the explanation of the general formula (I) above.
^R125 , ^{R126 , R127 , R128} , R129 ^, R130, R131, ^R132 , ^{R133, R134 , R135} , ^R225 , ^R226 , ^R227 , ^R228 , ^R229 , ^R230 , ^R231 , ^R232 , ^R233 , R234, R235, ^R325 , ^R326 , ^{R327 , R328 , R329 , R330 , R331} , ^R332 and ^R333 , ^R334 and ^R335 Examples of the aromatic hydrocarbon group include those listed as examples of the aryl group having 6 to 20 carbon atoms in the general formula (XX).
Examples of alkenyl groups having 2 to 10 carbon atoms represented by R ¹²⁵ , R ²²⁵ and R ³²⁵ include the alkenyl groups described in formula (VI).
Among the benzocarbazole derivatives represented by formulas (VII-1) to (VII-3), an alkyl group having 1 to 10 carbon atoms on the nitrogen atom of the benzocarbazole ring, particularly a branched alkyl group having 3 to 10 carbon atoms is preferred in terms of solubility in solvents and optimization of the absorption wavelength range, and among them, those represented by formula (VII-1) in which R ¹²⁵ is an alkyl group having 1 to 10 carbon atoms is preferable from the viewpoint of absorption wavelength range and solubility, and the most preferable one is represented by formula (VII-1) in which R ¹²⁵ is a branched alkyl group having 3 to 10 carbon atoms.

For example, as dibenzocarbazole derivatives, any of the following general formulas (VII-1α) to (VII-1γ), (VII-2α) to (VII-2γ) and (VII-3α) to (VII-3γ) Those represented by are mentioned.

（式中、Ｒ^４０１は水素原子、炭素原子数1～１０のアルキル基、炭素原子数２～１０のアルケニル基、グリシジル基又は芳香族炭化水素基を表す。Ｒ^４０１で表される基中のメチレン基は、酸素原子で置換される場合がある。Ｒ^４０２、Ｒ^４０３、Ｒ^４０４、Ｒ^４０５、Ｒ^４０６、Ｒ^４０７、Ｒ^４０８、Ｒ^４０９、Ｒ^４１０、Ｒ^４１１、Ｒ^４１２及びＲ^４１３（以下「Ｒ^４０２～Ｒ^４１３」ともいう）は、それぞれ独立に、水素原子、ハロゲン原子、炭素原子数１～１０のアルキル基、炭素原子数１～１０のアルコキシ基、芳香族炭化水素基、シアノ基、水酸基、カルボキシル基を表す。）

(In the formula, R ⁴⁰¹ represents a hydrogen atom, an alkyl group having 1 to 10 carbon atoms, an alkenyl group ^having 2 to 10 carbon atoms, a glycidyl group or an aromatic hydrocarbon group. The methylene groups may be substituted with oxygen atoms: ^R402 , ^R403 , ^R404 , R405, ^R406 , ^R407 , ^R408 , ^{R409 , R410 , R411} , ^R412 and ^R413 ( Hereinafter also referred to as “R ⁴⁰² to R ⁴¹³ ”) are each independently a hydrogen atom, a halogen atom, an alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, an aromatic hydrocarbon group, a cyano group, hydroxyl group, and carboxyl group.)

（式中、Ｒ^４２１は水素原子、炭素原子数1～１０のアルキル基、炭素原子数２～１０のアルケニル基、グリシジル基又は芳香族炭化水素基を表す。Ｒ^４２１で表される基中のメチレン基は、酸素原子で置換される場合がある。Ｒ^４２２、Ｒ^４２３、Ｒ^４２４、Ｒ^４２５、Ｒ^４２６、Ｒ^４２７、Ｒ^４２８、Ｒ^４２９、Ｒ^４３０、Ｒ^４３１、Ｒ^４３２及びＲ^４３３（以下「Ｒ^４２２～Ｒ^４３３」ともいう）は、それぞれ独立に、水素原子、ハロゲン原子、炭素原子数１～１０のアルキル基、炭素原子数１～１０のアルコキシ基、芳香族炭化水素基、シアノ基、水酸基、カルボキシル基を表す。）

(In the formula, R ⁴²¹ represents a hydrogen atom, an alkyl group having 1 to 10 carbon atoms, an alkenyl group ^having 2 to 10 carbon atoms, a glycidyl group or an aromatic hydrocarbon group. The methylene groups may be substituted with oxygen atoms: ^R422 , ^R423 , ^R424 , ^R425 , R426, ^R427 , ^R428 , ^{R429 , R430 , R431} , ^R432 and ^R433 ( Hereinafter also referred to as “R ⁴²² to R ⁴³³ ”) are each independently a hydrogen atom, a halogen atom, an alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, an aromatic hydrocarbon group, a cyano group, hydroxyl group, and carboxyl group.)

（式中、Ｒ^４４１は水素原子、炭素原子数1～１０のアルキル基、炭素原子数２～１０のアルケニル基、グリシジル基又は芳香族炭化水素基を表す。Ｒ^４４１で表される基中のメチレン基は、酸素原子で置換される場合がある。Ｒ^４４２、Ｒ^４４３、Ｒ^４４４、Ｒ^４４５、Ｒ^４４６、Ｒ^４４７、Ｒ^４４８、Ｒ^４４９、Ｒ^４５０、Ｒ^４５１、Ｒ^４５２及びＲ^４５３（以下「Ｒ^４４２～Ｒ^４５３」ともいう）は、それぞれ独立に、水素原子、ハロゲン原子、炭素原子数１～１０のアルキル基、炭素原子数１～１０のアルコキシ基、芳香族炭化水素基、シアノ基、水酸基、カルボキシル基を表す。）

(In the formula, R ⁴⁴¹ represents a hydrogen atom, an alkyl group having 1 to 10 carbon atoms, ^an alkenyl group having 2 to 10 carbon atoms, a glycidyl group or an aromatic hydrocarbon group. The methylene groups may be substituted with oxygen atoms: ^R442 , ^R443 , ^R444 , ^R445 , R446, ^R447 , ^R448 , ^R449 , ^{R450 , R451 , R452} and ^R453 ( hereinafter also referred to as “R ⁴⁴² to R ⁴⁵³ ”) are each independently a hydrogen atom, a halogen atom, an alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, an aromatic hydrocarbon group, a cyano group, hydroxyl group, and carboxyl group.)

（式中、Ｒ^４６１は水素原子、炭素原子数1～１０のアルキル基、炭素原子数２～１０のアルケニル基、グリシジル基又は芳香族炭化水素基を表す。Ｒ^４６１で表される基中のメチレン基は、酸素原子で置換される場合がある。Ｒ^４６２、Ｒ^４６３、Ｒ^４６４、Ｒ^４６５、Ｒ^４６６、Ｒ^４６７、Ｒ^４６８、Ｒ^４６９、Ｒ^４７０、Ｒ^４７１、Ｒ^４７２及びＲ^４７３（以下「Ｒ^４６２～Ｒ^４７３」ともいう）は、それぞれ独立に、水素原子、ハロゲン原子、炭素原子数１～１０のアルキル基、炭素原子数１～１０のアルコキシ基、芳香族炭化水素基、シアノ基、水酸基、カルボキシル基を表す。）

(In the formula, R ⁴⁶¹ represents a hydrogen atom, an alkyl group having 1 to 10 carbon atoms, ^an alkenyl group having 2 to 10 carbon atoms, a glycidyl group or an aromatic hydrocarbon group. The methylene groups may be substituted with oxygen atoms: ^R462 , ^R463 , ^R464 , R465, ^R466 , ^R467 , ^R468 , ^R469 , ^R470 , ^R471 , ^{R472 and R473} ( Hereinafter also referred to as “R ⁴⁶² to R ⁴⁷³ ”) are each independently a hydrogen atom, a halogen atom, an alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, an aromatic hydrocarbon group, a cyano group, hydroxyl group, and carboxyl group.)

（式中、Ｒ^４８１は水素原子、炭素原子数1～１０のアルキル基、炭素原子数２～１０のアルケニル基、グリシジル基又は芳香族炭化水素基を表す。Ｒ^４８１で表される基中のメチレン基は、酸素原子で置換される場合がある。Ｒ^４８２、Ｒ^４８３、Ｒ^４８４、Ｒ^４８５、Ｒ^４８６、Ｒ^４８７、Ｒ^４８８、Ｒ^４８９、Ｒ^４９０、Ｒ^４９１、Ｒ^４９２及びＲ^４９３（以下「Ｒ^４８２～Ｒ^４９３」ともいう）は、それぞれ独立に、水素原子、ハロゲン原子、炭素原子数１～１０のアルキル基、炭素原子数１～１０のアルコキシ基、芳香族炭化水素基、シアノ基、水酸基、カルボキシル基を表す。）

(In the formula, R ⁴⁸¹ represents a hydrogen atom, an alkyl group having 1 to 10 carbon atoms, ^an alkenyl group having 2 to 10 carbon atoms, a glycidyl group or an aromatic hydrocarbon group. Methylene groups may be substituted with oxygen atoms: ^R482 , ^R483 , ^R484 , R485, ^{R486, R487 , R488 , R489} , ^R490 , ^R491 , ^R492 and ^R493 ( Hereinafter also referred to as “R ⁴⁸² to R ⁴⁹³ ”) are each independently a hydrogen atom, a halogen atom, an alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, an aromatic hydrocarbon group, a cyano group, hydroxyl group, and carboxyl group.)

（式中、Ｒ^５０１は水素原子、炭素原子数1～１０のアルキル基、炭素原子数２～１０のアルケニル基、グリシジル基又は芳香族炭化水素基を表す。Ｒ^５０１で表される基中のメチレン基は、酸素原子で置換される場合がある。Ｒ^５０２、Ｒ^５０３、Ｒ^５０４、Ｒ^５０５、Ｒ^５０６、Ｒ^５０７、Ｒ^５０８、Ｒ^５０９、Ｒ^５１０、Ｒ^５１１、Ｒ^５１２及びＲ^５１３（以下「Ｒ^５０２～Ｒ^５１３」ともいう）は、それぞれ独立に、水素原子、ハロゲン原子、炭素原子数１～１０のアルキル基、炭素原子数１～１０のアルコキシ基、芳香族炭化水素基、シアノ基、水酸基、カルボキシル基を表す。）

(In the formula, ^{R 501} represents a hydrogen atom, an alkyl group having 1 to 10 carbon atoms, an alkenyl group having 2 to 10 carbon atoms, a glycidyl group or an aromatic hydrocarbon group. The methylene groups may be substituted with oxygen atoms: ^R502 , ^R503 , ^R504 , R505, ^R506 , ^R507 , ^R508 , ^R509 , ^R510 , ^R511 , ^{R512 and R513} ( Hereinafter also referred to as “R ⁵⁰² to R ⁵¹³ ”) are each independently a hydrogen atom, a halogen atom, an alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, an aromatic hydrocarbon group, a cyano group, hydroxyl group, and carboxyl group.)

（式中、Ｒ^５２１は水素原子、炭素原子数1～１０のアルキル基、炭素原子数２～１０のアルケニル基、グリシジル基又は芳香族炭化水素基を表す。Ｒ^５２１で表される基中のメチレン基は、酸素原子で置換される場合がある。Ｒ^５２２、Ｒ^５２３、Ｒ^５２４、Ｒ^５２５、Ｒ^５２６、Ｒ^５２７、Ｒ^５２８、Ｒ^５２９、Ｒ^５３０、Ｒ^５３１、Ｒ^５３２及びＲ^５３３（以下「Ｒ^５２２～Ｒ^５３３」ともいう）は、それぞれ独立に、水素原子、ハロゲン原子、炭素原子数１～１０のアルキル基、炭素原子数１～１０のアルコキシ基、芳香族炭化水素基、シアノ基、水酸基、カルボキシル基を表す。）

(In the formula, R ⁵²¹ represents a hydrogen atom, an alkyl group having 1 to 10 carbon atoms, ^an alkenyl group having 2 to 10 carbon atoms, a glycidyl group or an aromatic hydrocarbon group. The methylene groups may be substituted with oxygen atoms: ^R522 , ^R523 , ^R524 , ^R525 , R526, ^R527 , ^R528 , ^R529 , ^R530 , ^R531 , ^{R532 and R533} ( Hereinafter also referred to as “R ⁵²² to R ⁵³³ ”) are each independently a hydrogen atom, a halogen atom, an alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, an aromatic hydrocarbon group, a cyano group, hydroxyl group, and carboxyl group.)

（式中、Ｒ^５４１は水素原子、炭素原子数1～１０のアルキル基、炭素原子数２～１０のアルケニル基、グリシジル基又は芳香族炭化水素基を表す。Ｒ^５４１で表される基中のメチレン基は、酸素原子で置換される場合がある。Ｒ^５４２、Ｒ^５４３、Ｒ^５４４、Ｒ^５４５、Ｒ^５４６、Ｒ^５４７、Ｒ^５４８、Ｒ^５４９、Ｒ^５５０、Ｒ^５５１、Ｒ^５５２及びＲ^５５３（以下「Ｒ^５４２～Ｒ^５５３」ともいう）は、それぞれ独立に、水素原子、ハロゲン原子、炭素原子数１～１０のアルキル基、炭素原子数１～１０のアルコキシ基、芳香族炭化水素基、シアノ基、水酸基、カルボキシル基を表す。）

(In the formula, R ⁵⁴¹ represents a hydrogen atom, an alkyl group having 1 to 10 carbon atoms, ^an alkenyl group having 2 to 10 carbon atoms, a glycidyl group or an aromatic hydrocarbon group. The methylene groups may be substituted with oxygen atoms: ^R542 , ^R543 , ^R544 , ^R545 , R546, ^R547 , ^R548 , ^R549 , ^{R550 , R551 , R552} and ^R553 ( Hereinafter also referred to as “R ⁵⁴² to R ⁵⁵³ ”) are each independently a hydrogen atom, a halogen atom, an alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, an aromatic hydrocarbon group, a cyano group, hydroxyl group, and carboxyl group.)

（式中、Ｒ^５６１は水素原子、炭素原子数1～１０のアルキル基、炭素原子数２～１０のアルケニル基、グリシジル基又は芳香族炭化水素基を表す。Ｒ^５６１で表される基中のメチレン基は、酸素原子で置換される場合がある。Ｒ^５６２、Ｒ^５６３、Ｒ^５６４、Ｒ^５６５、Ｒ^５６６、Ｒ^５６７、Ｒ^５６８、Ｒ^５６９、Ｒ^５７０、Ｒ^５７１、Ｒ^５７２及びＲ^５７３（以下「Ｒ^５６２～Ｒ^５７３」ともいう）は、それぞれ独立に、水素原子、ハロゲン原子、炭素原子数１～１０のアルキル基、炭素原子数１～１０のアルコキシ基、芳香族炭化水素基、シアノ基、水酸基、カルボキシル基を表す。）

(In the formula, R ⁵⁶¹ represents a hydrogen atom, an alkyl group having 1 to 10 carbon atoms, ^an alkenyl group having 2 to 10 carbon atoms, a glycidyl group or an aromatic hydrocarbon group. The methylene groups may be substituted with oxygen atoms: ^R562 , ^R563 , ^R564 , ^R565 , R566, ^R567 , ^R568 , ^R569 , ^{R570 , R571 , R572} and ^R573 ( hereinafter also referred to as “R ⁵⁶² to R ⁵⁷³ ”) are each independently a hydrogen atom, a halogen atom, an alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, an aromatic hydrocarbon group, a cyano group, hydroxyl group, and carboxyl group.)

In formulas (VII-1α) to (VII-1γ), (VII-2α) to (VII-2γ) and (VII-3α) to (VII-3γ),
R ⁴⁰¹ , R ⁴⁰² to R ⁴¹³ , R ⁴²¹ , R ⁴²² to R ⁴³³ , R ⁴⁴¹ , R ⁴⁴² to R ⁴⁵³ , R ⁴⁶¹ , R ⁴⁶² to R ⁴⁷³ , R ⁴⁸¹ , R ⁴⁸² to R ⁴⁹³ , R ⁵⁰¹ , R ⁵⁰² Examples of alkyl groups having 1 to 10 carbon atoms represented by R ⁵¹³ , R ⁵²¹ , R ⁵²² to R ⁵³³ , R ⁵⁴¹ , R ⁵⁴² to R ⁵⁵³ , R ⁵⁶¹ and R ⁵⁶² to R ⁵⁷³ include the above general Examples include those exemplified in the description of formula (I).
R ⁴⁰² to R ⁴¹³ , R ⁴²² to R ⁴³³ , R ⁴⁴² to R ⁴⁵³ , R ⁴⁶² to R ⁴⁷³ , R ⁴⁸² to R ⁴⁹³ , R ⁵⁰² to R ⁵¹³ , R ⁵²² to R ⁵³³ , R ⁵⁴² to R ⁵⁵³ , R ⁵⁶² Examples of the alkoxy group having 1 to 10 carbon atoms represented by to R ⁵⁷³ include those exemplified in the explanation of the general formula (I) above.
R ⁴⁰¹ , R ⁴⁰² to R ⁴¹³ , R ⁴²¹ , R ⁴²² to R ⁴³³ , R ⁴⁴¹ , R ⁴⁴² to R ⁴⁵³ , R ⁴⁶¹ , R ⁴⁶² to R ⁴⁷³ , R ⁴⁸¹ , R ⁴⁸² to R ⁴⁹³ , R ⁵⁰¹ , R ⁵⁰² Examples of the aromatic hydrocarbon groups represented by R ⁵¹³ , R ⁵²¹ , R ⁵²² -R ⁵³³ , R ⁵⁴¹ , R ⁵⁴² -R ⁵⁵³ , R ⁵⁶¹ and R ⁵⁶² -R ⁵⁷³ include the above general formula (XX) Examples of the aryl group having 6 to 20 carbon atoms in are the same as those mentioned above.
The alkenyl group having 2 to 10 carbon atoms represented by R ⁴⁰¹ , R ⁴²¹ , R ⁴⁴¹ , R ⁴⁶¹ , R ⁴⁸¹ , R ⁵⁰¹ , R ⁵²¹ , R ⁵⁴¹ and R ⁵⁶¹ includes alkenyl Examples of groups include:

Specific examples of carbazole derivatives, benzocarbazole derivatives and dibenzocarbazole derivatives include the following groups.

For example, dibenzodioxin derivatives include those represented by the following general formula (VIII).

（式中、Ｒ^１３７、Ｒ^１３８、Ｒ^１３９、Ｒ^１４０、Ｒ^１４１、Ｒ^１４２、Ｒ^１４３及びＲ^１４４は、それぞれ独立に、水素原子、ハロゲン原子、炭素原子数１～１０のアルキル基を表す。）
Ｒ^１３７、Ｒ^１３８、Ｒ^１３９、Ｒ^１４０、Ｒ^１４１、Ｒ^１４２及びＲ^１４３及びＲ^１４４で表される炭素原子数１～１０のアルキル基の例としては、上記一般式（Ｉ）の説明において例示したものが挙げられる。

(wherein R ¹³⁷ , R ¹³⁸ , R ¹³⁹ , R ¹⁴⁰ , R ¹⁴¹ , R ¹⁴² , R ¹⁴³ and R ¹⁴⁴ each independently represent a hydrogen atom, a halogen atom or an alkyl group having 1 to 10 carbon atoms .)
Examples of the alkyl group having 1 to 10 carbon atoms represented by R ¹³⁷ , R ¹³⁸ , R ¹³⁹ , R ¹⁴⁰ , R ¹⁴¹ , R ¹⁴² , R ¹⁴³ and R ¹⁴⁴ are the Examples are given.

As the condensed ring-containing compounds, in addition to the condensed ring-containing compounds exemplified as the heterocyclic compounds, fluorene derivatives, chrysene derivatives, phenanthrene derivatives, pyrene derivatives, anthraquinone derivatives, perylene derivatives, benzanthracene derivatives, naphthacene derivatives, triphenylene derivatives, coumarin derivatives and the like. Among the condensed ring-containing compounds, the condensed ring-containing compounds having a nitrogen atom or an oxygen atom are preferable as described above, and the perylene derivatives are preferable in terms of absorption wavelength range.

Perylene derivatives include those represented by the following general formula (IX).

（式中、Ｒ^１４６、Ｒ^１４７、Ｒ^１４８、Ｒ^１４９、Ｒ^１５０、Ｒ^１５１、Ｒ^１５３、Ｒ^１５４、Ｒ^１５５、Ｒ^１５６、Ｒ^１５7及びＲ^１５８は、それぞれ独立に、水素原子、ハロゲン原子、炭素原子数１～１０のアルキル基を表す。）
Ｒ^１４６、Ｒ^１４７、Ｒ^１４８、Ｒ^１４９、Ｒ^１５０、Ｒ^１５１、Ｒ^１５３、Ｒ^１５４、Ｒ^１５５、Ｒ^１５６、Ｒ^１５7及びＲ^１５８で表される炭素原子数１～１０のアルキル基の例としては、上記一般式（Ｉ）の説明において例示したものが挙げられる。

(Wherein, R ¹⁴⁶ , R ¹⁴⁷ , R ¹⁴⁸ , R ¹⁴⁹ , R ¹⁵⁰ , R ¹⁵¹ , R ¹⁵³ , R ¹⁵⁴ , R ¹⁵⁵ , R ¹⁵⁶ , R ¹⁵⁷ and R ¹⁵⁸ are each independently a hydrogen atom, a halogen atom , represents an alkyl group having 1 to 10 carbon atoms.)
Examples of alkyl groups having 1 to 10 carbon atoms represented by R ¹⁴⁶ , R ¹⁴⁷ , R ¹⁴⁸ , R ¹⁴⁹ , R ¹⁵⁰ , R ¹⁵¹ , R ¹⁵³ , R ¹⁵⁴ , R ¹⁵⁵ , R ¹⁵⁶ , R ¹⁵⁷ and R ¹⁵⁸ Examples thereof include those exemplified in the explanation of the general formula (I).

The use ratio of the donor compound (B) to the cationic polymerization initiator (A) is not particularly limited, and may be used in a generally normal use ratio within a range that does not hinder the object of the present invention. From the viewpoint of improving the curability, the amount of the donor compound (B) is preferably 0.1 to 3 mol per 1 mol of the initiator (A).

A curable composition can be obtained by further adding a cationic polymerizable organic substance to the composition of the present invention. The cationically polymerizable organic substance is a compound that undergoes polymerization or cross-linking reaction by a cationic polymerization initiator activated by irradiation with an active energy ray (hereinafter also simply referred to as “energy ray”) or heating, and is an alicyclic Examples include epoxy compounds, aliphatic epoxy compounds, aromatic epoxy compounds, oxetane compounds, and vinyl ether compounds.

Specific examples of the alicyclic epoxy compounds include polyglycidyl etherified products of polyhydric alcohols having at least one alicyclic ring, or cyclohexene oxides obtained by epoxidizing cyclohexene or cyclopentene ring-containing compounds with an oxidizing agent. and cyclopentene oxide-containing compounds. For example, 3,4-epoxycyclohexylmethyl-3,4-epoxycyclohexanecarboxylate, 3,4-epoxy-1-methylcyclohexyl-3,4-epoxy-1-methylhexanecarboxylate, 6-methyl-3,4 -epoxycyclohexylmethyl-6-methyl-3,4-epoxycyclohexanecarboxylate, 3,4-epoxy-3-methylcyclohexylmethyl-3,4-epoxy-3-methylcyclohexanecarboxylate, 3,4-epoxy-5 -methylcyclohexylmethyl-3,4-epoxy-5-methylcyclohexanecarboxylate, bis(3,4-epoxycyclohexylmethyl)adipate, 3,4-epoxy-6-methylcyclohexanecarboxylate, methylenebis(3,4-epoxy cyclohexane), propane-2,2-diyl-bis(3,4-epoxycyclohexane), 2,2-bis(3,4-epoxycyclohexyl)propane, dicyclopentadiene diepoxide, ethylenebis(3,4-epoxy cyclohexanecarboxylate), dioctyl epoxyhexahydrophthalate, di-2-ethylhexyl epoxyhexahydrophthalate, 1-epoxyethyl-3,4-epoxycyclohexane, 1,2-epoxy-2-epoxyethylcyclohexane, 7-oxa Bicyclo[4.1.0]heptane, poly[oxy-(1-oxo-1,6-hexanediyl)] derivative, bis[(7-oxabicyclo[4.1.0]heptane-3 hexanedioate) -yl) methyl], α-pinene oxide, limonene dioxide, and the like.
Alicyclic epoxy compounds include hydrogenated bisphenol A diglycidyl ether, 3,4-epoxycyclohexylmethyl-3,4-epoxycyclohexane carboxylate or 3,4-epoxy-1-methylcyclohexyl-3,4-epoxy- 1-Methylhexane carboxylate is preferred from the viewpoint of improving adhesion.

As the alicyclic epoxy compound, commercially available products can be used, for example, Celoxide 2021P, Celoxide 2081, Celoxide 2000, Celoxide 3000, Cychromer M100 (manufactured by Daicel); CYRACURE UVR-6128 (Dow Chemical) company) and the like.

The above-mentioned aliphatic epoxy compound refers to an epoxy compound that is not classified as the above-mentioned alicyclic epoxy compound or an aromatic epoxy compound described later. Examples include monofunctional epoxy compounds such as acid glycidyl esters, polyglycidyl etherified products of aliphatic polyhydric alcohols or alkylene oxide adducts thereof, and polyfunctional epoxy compounds such as polyglycidyl esters of aliphatic long-chain polybasic acids. Representative compounds include allyl glycidyl ether, butyl glycidyl ether, 2-ethylhexyl glycidyl ether, C12-13 mixed alkyl glycidyl ether, 1,4-butanediol diglycidyl ether, 1,6-hexanediol diglycidyl ether, hydrogenation Diglycidyl ether of bisphenol A, triglycidyl ether of glycerin, triglycidyl ether of trimethylolpropane, tetraglycidyl ether of sorbitol, hexaglycidyl ether of dipentaerythritol, diglycidyl ether of polyethylene glycol, and diglycidyl ether of polypropylene glycol. glycidyl ethers of polyether polyols obtained by adding one or more alkylene oxides to aliphatic polyhydric alcohols such as propylene glycol, trimethylolpropane and glycerin; Diglycidyl esters of stranded dibasic acids can be mentioned. Further examples include monoglycidyl ethers of higher aliphatic alcohols, glycidyl esters of higher fatty acids, epoxidized soybean oil, octyl epoxystearate, butyl epoxystearate, epoxidized soybean oil, and epoxidized polybutadiene.
As the aliphatic epoxy compound, a glycidyl-etherified product of an aliphatic alcohol or a polyglycidyl-etherified product of an aliphatic polyhydric alcohol or an alkylene oxide adduct thereof is preferable because it improves viscosity, coatability and reactivity. Glycol diglycidyl ether, propylene glycol diglycidyl ether, 1,4-butanediol diglycidyl ether, neopentyl glycol diglycidyl ether or 1,6-hexanediol diglycidyl ether are preferred.

Commercially available products can be used as the above-mentioned aliphatic epoxy compounds. Denacol EX-314, Denacol EX-321, Denacol EX-411, Denacol EX-421, Denacol EX-512, Denacol EX-521, Denacol EX-611, Denacol EX-612, Denacol EX-614, Denacol EX-622, Denacol EX-810, Denacol EX-811, Denacol EX-850, Denacol EX-851, Denacol EX-821, Denacol EX-830, Denacol EX-832, Denacol EX-841, Denacol EX-861, Denacol EX-911, Denacol EX-941, Denacol EX-920, Denacol EX-931 (manufactured by Nagase ChemteX Corporation); Epolite M-1230, Epolite 40E, Epolite 100E, Epolite 200E, Epolite 400E, Epolite 70P, Epolite 200P, Epolite 400P, Epolite 1500NP , Epolite 1600, Epolite 80MF, Epolite 100MF (manufactured by Kyoeisha Chemical Co., Ltd.), ADEKA GLYCIROL ED-503, ADEKA GLYCIROL ED-503G, ADEKA GLYCIROL ED-506, ADEKA GLYCIROL ED-523T, ADEKA RESIN EP-4088S (ADEKA company) and the like.

The above-mentioned aromatic epoxy compound refers to an epoxy compound having a plurality of epoxy groups and containing an aromatic ring. Specific examples of the polyfunctional aromatic epoxy compound include phenol, cresol, butylphenol, etc., and at least one aromatic ring. or a mono/polyglycidyl-etherified product of an alkylene oxide adduct thereof, such as bisphenol A, bisphenol F, or a glycidyl-etherified compound obtained by further adding an alkylene oxide thereto, or a phenol novolak-type epoxy compound; resorcinol or glycidyl ethers of aromatic compounds having two or more phenolic hydroxyl groups such as hydroquinone and catechol; polyglycidyl etherates of aromatic compounds having two or more alcoholic hydroxyl groups such as benzenedimethanol, benzenediethanol, and benzenedibutanol; Polyglycidyl esters of polybasic aromatic compounds having two or more carboxylic acids such as phthalic acid, terephthalic acid and trimellitic acid, polyglycidyl esters of benzoic acid, benzoic acids such as toluic acid and naphthoic acid, polyglycidyl esters of benzoic acid Glycidyl esters, styrene oxide, divinylbenzene epoxidized products, and the like can be mentioned. Among them, polyglycidyl ethers of phenols, polyglycidyl ethers of aromatic compounds having two or more alcoholic hydroxyl groups, polyglycidyl ethers of polyhydric phenols, polyglycidyl esters of benzoic acids, polyglycidyl esters of polybasic acids From the viewpoint of lowering the viscosity of the curable composition, it is preferable to contain at least one selected from the group of
As the aromatic epoxy compound, a bisphenol A-type epoxy compound, a bisphenol F-type epoxy compound, a bisphenol E-type epoxy compound, and a phenol novolak-type epoxy compound are preferable because of their excellent curability.

Commercially available aromatic epoxy compounds can be used, for example, Denacol EX-121, Denacol EX-145, Denacol EX-146, Denacol EX-147, Denacol EX-201, Denacol EX-203, Denacol EX-711, Denacol EX-721, On-Court EX-1020, On-Court EX-1030, On-Court EX-1040, On-Court EX-1050, On-Court EX-1051, On-Court EX-1010, On-Court EX- 1011, Oncoat 1012 (manufactured by Nagase ChemteX Corporation); Ogsol PG-100, Ogsol EG-200, Ogsol EG-210, Ogsol EG-250 (manufactured by Osaka Gas Chemicals); HP4032, HP4032D, HP4700 (manufactured by DIC) ESN-475V (manufactured by Nippon Steel & Sumikin Chemical Co., Ltd.); Epikote YX8800 (manufactured by Mitsubishi Chemical Corporation); Marproof G-0105SA, Marproof G-0130SP (manufactured by NOF Corporation); Epiclon N-665, Epiclon HP-7200 (DIC company); EOCN-1020, EOCN-102S, EOCN-103S, EOCN-104S, XD-1000, NC-3000, EPPN-501H, EPPN-501HY, EPPN-502H, NC-7000L (manufactured by Nippon Kayaku) ADEKA RESIN EP-4000, ADEKA RESIN EP-4005, ADEKA RESIN EP-4100, ADEKA RESIN EP-4901, ADEKA RESIN EP-3300E, ADEKA RESIN EP-3950S (manufactured by ADEKA); TECHMORE VG-3101L (manufactured by PRINTEC), etc. .

Examples of the oxetane compounds include 3,7-bis(3-oxetanyl)-5-oxa-nonane, 1,4-bis[(3-ethyl-3-oxetanylmethoxy)methyl]benzene, 1,2-bis[( 3-ethyl-3-oxetanylmethoxy)methyl]ethane, 1,3-bis[(3-ethyl-3-oxetanylmethoxy)methyl]propane, ethylene glycol bis(3-ethyl-3-oxetanylmethyl)ether, triethylene glycol bis(3-ethyl-3-oxetanylmethyl) ether, tetraethylene glycol bis(3-ethyl-3-oxetanylmethyl) ether, 1,4-bis(3-ethyl-3-oxetanylmethoxy)butane, 1,6 Bifunctional oxetane compounds such as bis(3-ethyl-3-oxetanylmethoxy)hexane, 3-ethyl-3-(3-ethyl-3-oxetanylmethyloxymethyl)oxetane, xylylenebisoxetane, 3-ethyl-3 -[(phenoxy)methyl]oxetane, 3-ethyl-3-(hexyloxymethyl)oxetane, 3-ethyl-3-(2-ethylhexyloxymethyl)oxetane, 3-ethyl-3-(hydroxymethyl)oxetane, Examples thereof include monofunctional oxetane compounds such as 3-ethyl-3-(chloromethyl)oxetane, and monofunctional aliphatic oxetane compounds are preferred from the viewpoint of viscosity and reactivity. These can be used singly or in combination of two or more.

As the oxetane compound, commercially available products containing a cationic polymerizable monomer as a main component can be used. Aron oxetane OXT-121, OXT-221, EXOH, POX, OXA, OXT-101, OXT-211, OXT-212 (manufactured by Toagosei Co., Ltd.), ethanecol OXBP, OXTP (manufactured by Ube Industries, Ltd.) and the like.

Examples of the vinyl ether compound include diethylene glycol monovinyl ether, triethylene glycol divinyl ether, n-dodecyl vinyl ether, cyclohexyl vinyl ether, 2-ethylhexyl vinyl ether, 2-chloroethyl vinyl ether, ethyl vinyl ether, isobutyl vinyl ether, triethylene glycol vinyl ether, 2-hydroxy ethyl vinyl ether, 4-hydroxybutyl vinyl ether, 1,6-cyclohexanedimethanol monovinyl ether, ethylene glycol divinyl ether, 1,4-butanediol divinyl ether, 1,6-cyclohexanedimethanol divinyl ether and the like.

In the curable composition of the present invention, containing 10 parts by mass or more and 300 parts by mass or less of a cationically polymerizable organic substance with respect to 1 part by mass of the cationic polymerization initiator (A) improves curability and cured film physical properties. It is particularly preferable to contain 20 to 200 parts by mass, most preferably 20 to 100 parts by mass.

A silane coupling agent can be further used in the curable composition of the present invention. As silane coupling agents, for example, epoxy-functional alkoxysilanes can be used, such as γ-glycidyloxypropyltrimethoxysilane, γ-glycidyloxypropyltriethoxysilane, γ-glycidyloxypropylmethyldimethoxysilane, γ-glycidyl oxypropylmethyldiethoxysilane, β-(3,4-epoxycyclohexyl)ethyltrimethoxysilane, and the like.

Commercially available products can also be used as the silane coupling agent having a glycidyl epoxy group. 402, KBE-403 (manufactured by Shin-Etsu Silicone Co., Ltd.) and the like.

The properties of the cured product can be improved by using a thermoplastic organic polymer in the curable composition of the present invention, if necessary. Examples of the thermoplastic organic polymer include polystyrene, polymethyl methacrylate, methyl methacrylate-ethyl acrylate copolymer, poly(meth)acrylic acid, styrene-(meth)acrylic acid copolymer, (meth)acrylic acid- Examples include methyl methacrylate copolymer, glycidyl (meth) acrylate-polymethyl (meth) acrylate copolymer, polyvinyl butyral, cellulose ester, polyacrylamide, saturated polyester and the like.

In the composition and curable composition of the present invention, any commonly used solvent capable of dissolving or dispersing each of the above components (A) and (B) can be used without particular limitation, such as methyl ethyl ketone, methyl amyl Ketones such as ketone, diethyl ketone, acetone, methyl isopropyl ketone, methyl isobutyl ketone, cyclohexanone, 2-heptanone; ethyl ether, dioxane, tetrahydrofuran, 1,2-dimethoxyethane, 1,2-diethoxyethane, propylene glycol monomethyl Ether solvents such as ether and dipropylene glycol dimethyl ether; Ester solvents such as methyl acetate, ethyl acetate, n-propyl acetate, isopropyl acetate, n-butyl acetate, cyclohexyl acetate, ethyl lactate, dimethyl succinate and texanol; ethylene cellosolve solvents such as glycol monomethyl ether and ethylene glycol monoethyl ether; alcohol solvents such as methanol, ethanol, iso- or n-propanol, iso- or n-butanol and amyl alcohol; ethylene glycol monomethyl acetate and ethylene glycol monoethyl Ether ester solvents such as acetate, propylene glycol-1-monomethyl ether-2-acetate (PGMEA), dipropylene glycol monomethyl ether acetate, 3-methoxybutyl acetate, ethoxyethyl propionate; BTX such as benzene, toluene and xylene Aliphatic hydrocarbon solvents such as hexane, heptane, octane, and cyclohexane; Terpene hydrocarbon oils such as turpentine oil, D-limonene, and pinene; Mineral spirit, Swasol #310 (Cosmo Matsuyama Oil Co., Ltd.) Solvesso #100 (Exxon Chemical Co., Ltd.) and other paraffin solvents; carbon tetrachloride, chloroform, trichlorethylene, methylene chloride, 1,2-dichloroethane and other halogenated aliphatic hydrocarbon solvents; chlorobenzene and other halogenated aromatic solvents Hydrocarbon solvent; propylene carbonate, carbitol solvent, aniline, triethylamine, pyridine, acetic acid, acetonitrile, carbon disulfide, N,N-dimethylformamide, N,N-dimethylacetamide, N-methylpyrrolidone, dimethylsulfoxide, water etc., and these solvents can be used singly or as a mixed solvent of two or more.

The curable composition of the present invention is applied onto a supporting substrate by known means such as roll coater, curtain coater, various types of printing and dipping. In addition, once applied onto a supporting substrate such as a film, it can be transferred onto another supporting substrate, and there are no restrictions on the method of application.

The material of the support substrate is not particularly limited and any commonly used material can be used. Examples include inorganic materials such as glass; diacetyl cellulose, triacetyl cellulose (TAC), propionyl cellulose, butyryl cellulose, acetyl propionyl. Cellulose esters such as cellulose and nitrocellulose; Polyamide; Polyimide; Polyurethane; Epoxy resin; Polycarbonate; polyesters such as ethane-4,4'-dicarboxylate and polybutylene terephthalate; polystyrene; polyolefins such as polyethylene, polypropylene and polymethylpentene; vinyl compounds such as polyvinyl acetate, polyvinyl chloride and polyvinyl fluoride; , acrylic resins such as polyacrylates; polycarbonates; polysulfones; polyethersulfones; polyetherketones; polyetherimides;
The support substrate may be subjected to surface activation treatment such as corona discharge treatment, flame treatment, ultraviolet treatment, high frequency treatment, glow discharge treatment, active plasma treatment, laser treatment, and the like.

In addition, as long as the effects of the present invention are not impaired, other monomers, other energy ray-sensitive polymerization initiators, inorganic fillers, organic fillers, pigments, colorants such as dyes, antifoaming agents, thickeners, Surfactants, leveling agents, flame retardants, thixotropic agents, diluents, plasticizers, stabilizers, polymerization inhibitors, UV absorbers, antioxidants, antistatic agents, flow control agents, adhesion promoters, etc. Various resin additives and the like can be added.

When the curable composition of the present invention is cured by irradiation with energy rays, examples of the energy rays include ultraviolet rays, electron rays, X-rays, radiation, and high frequency rays, and ultraviolet rays are economically most preferable. Ultraviolet light sources include ultraviolet lasers, mercury lamps, xenon lasers, and metal halide lamps.
Moreover, the curable composition of the present invention can be cured by irradiation with an LED light source. Energy rays from the LED light source include ultraviolet rays. Wavelengths of energy rays from the LED light source include 350 to 405 nm.

The conditions for curing the curable composition of the present invention by heating are 70 to 250° C. for 1 to 100 minutes. After pre-baking (PAB; Pre applied bake), pressure may be applied and post-baking (PEB; Post exposure bake) may be performed, or baking may be performed at several different temperatures.
The heating conditions vary depending on the type and mixing ratio of each component, but are, for example, 70 to 180° C. for 5 to 15 minutes in an oven and 1 to 5 minutes in a hot plate. Thereafter, in order to cure the coating film, a cured film can be obtained by heat treatment at 180 to 250° C., preferably 200 to 250° C., for 30 to 90 minutes in an oven or for 5 to 30 minutes in a hot plate.

Specific uses of the curable composition of the present invention include optical materials such as optical films, adhesives, spectacles, imaging lenses, paints, coating agents, lining agents, inks, high refractive materials, and water-soluble materials. , semiconductors, displays, MEMS, medical device resists, liquid resists, printing plates, insulating varnishes, insulating sheets, laminates, printed circuit boards, semiconductor devices, LED packages, liquid crystal inlets, organic ELs, optical elements・Sealants, molding materials, putty, glass fiber impregnating agents, fillers, passivation films for semiconductors and solar cells, interlayer insulation films, protective films, etc. Protective film for color filters, spacers, DNA separation chips, microreactors, nano-biodevices, recording materials for hard disks, solid-state imaging devices, light-emitting diodes, organic light-emitting devices, luminescent films, fluorescent films, actuators, holograms, plasmon devices, polarizing plates , polarizing films, retardation films, prism lens sheets used in the backlight of liquid crystal display devices, Fresnel lens sheets used in screens such as projection televisions, lens parts of lens sheets such as lenticular lens sheets, or such Examples include backlights using sheets, optical lenses such as microlenses, optical elements, optical connectors, optical waveguides, casting agents for optical modeling, and the like.

For example, when applying as an optical film, metal, wood, rubber, plastic, glass, ceramic products, etc. are used as the substrate, and the curable composition of the present invention is applied to the substrate by the above-described means. It is cured by light irradiation or heating by means. A typical structure of the optical film includes a transparent support provided with layers such as an undercoat layer, an antireflection layer, a hard coat layer, a gas barrier layer, a lubricating layer, and an adhesive layer, if necessary. .

In addition, as the support substrate, an inorganic material is used as the substrate, and a film coated by the above method, or a vacuum deposition method, an ion plating method, a plasma CVD method, an ion assist method, a reactive sputtering method, a chemical vapor deposition method, or a A laminate of films produced by various vapor deposition methods such as a growth method can also be used.
When a film is laminated by a vapor deposition method, it is preferable to use glass as the base material, and the film thickness varies depending on the type of inorganic material used, and is, for example, 5 to 300 nm. The deposited film may be formed only on one side of the substrate, or may be formed on both sides of the substrate.
Examples of the inorganic material include silicon (Si), aluminum (Al), magnesium (Mg), calcium (Ca), potassium (K), tin (Sn), indium (In), sodium (Na), boron ( B), oxides such as titanium (Ti), lead (Pb), zirconium (Zr), yttrium (Y), antimony (Sb), indium-tin composite oxide (abbreviated as ITO), antimony-tin composite Composite oxides such as oxides (abbreviated as ATO) can be used.

EXAMPLES The present invention will be described in more detail below with reference to Examples, etc., but the present invention is not limited to these Examples.

The composition of the present invention, the curable composition, and the cured product obtained by curing the curable composition will now be described in detail with reference to Examples, Evaluation Examples, and Comparative Examples. In addition, a part means a mass part in an Example and a comparative example.

[Examples 1 to 33 and Comparative Examples 1 to 11] Measurement of reaction rate 100 parts of glycidyl phenyl ether (manufactured by Tokyo Chemical Industry Co., Ltd.) and 0 part of SH-29PA (manufactured by Dow Corning Toray Co., Ltd.) as a leveling agent were placed in a brown screw tube. .01 parts were mixed. Furthermore, a composition was prepared by adding 1 part of a cationic polymerization initiator (A) shown below and stirring. Various donor compounds (B) are added to this composition in an amount of 1 to 2 times the molar amount of the cationic polymerization initiator (A), and the mixture is stirred for 30 minutes using a shaker for evaluation. A composition was formulated.

The following compounds A-1 to A-11 were used as the cationic polymerization initiator (A).
A-1: 50% by mass solution of 4-[4-(benzoyl)phenylthio]phenyl-di-(4-fluorophenyl)sulfonium hexafluorophosphate in propylene carbonate A-2: 4-[4-(benzoyl)phenylthio]phenyl-di- (4-fluorophenyl)sulfonium = 50% by mass solution of hexafluoroantimonate in propylene carbonate A-3: thiodi-p-phenylenebis(diphenylsulfonium) = bishexafluorophosphate and diphenyl[4-(phenylthio)phenyl]sulfonium = Propylene carbonate 50 mass% solution of a mixture of hexafluorophosphates A-4: 50 mass% propylene carbonate of thiobis(4,1-phenylene)bis(bis(4-(2-hydroxyethoxy)phenyl)sulfonium=bishexafluorophosphate Solution A-5: Diphenyl[4-(phenylthio)phenyl]sulfonium = hexafluorophosphate in propylene carbonate 50% solution A-6: Triphenylsulfonium = hexafluorophosphate in propylene carbonate 50% solution A-7: (4 -Methoxyphenyl)diphenylsulfonium=hexafluorophosphate in propylene carbonate 50% solution A-8: (4-Nitrophenyl)diphenylsulfonium=hexafluorophosphate in propylene carbonate 50% solution A-9: 1-(4,7 -dibutoxynaphthalen-1-yl (tetrahydro-1H-thiophen-1-nium hexafluoroantimonate in propylene carbonate 50 wt% solution A-10: 1-(4,7-dibutoxynaphthalen-1-yl (tetrahydro -1H-thiophene-1-nium = tetrakis(perfluorophenyl)borate in propylene carbonate 50 mass% solution A-11: 1-(4,7-dibutoxynaphthalen-1-yl (tetrahydro-1H-thiophene-1- Propylene carbonate 50% solution of nium = tris[(trifluoromethyl)sulfonyl]methanide

The following compounds B-1 to B-17 were used as the donor compound (B).
Compound B-1: dibenzodioxin compound B-2: p-dimethoxybenzene compound B-3: tris(4-bromophenyl)amine compound B-4: perylene
Compound B-5: 1,2,4-trimethoxybenzene compound B-6: 2,3,4,5-tetramethoxytoluene compound B-7: 9-H carbazole compound B-8: 9-vinylcarbazole compound B -9: 9-ethylcarbazole compound B-10: 9-(p-tolyl)carbazole compound B-11: 3,6-dibromo-9-ethylcarbazole compound B-12: 11-(2-ethylhexyl)benzo[a ] Carbazole compound B-13: 11-H benzo[a]carbazole compound B-14: 11-ethylbenzo[a]carbazole compound B-15: 9-(oxiran-2-ylmethyl)-9H-carbazole compound B-16: 7H-dibenzo[c,g]carbazole compound B-17: 9-(2-ethylhexyl)-3,6-dimethoxy-9H-carbazole

The composition prepared above was coated on a glass substrate using a wire bar coater so as to have a film thickness of about 30 μm. Exposure was performed using a UV irradiation device (high-pressure mercury lamp manufactured by Eye Graphics) through an i-line bandpass filter (exposure condition 1: integrated light intensity 50 mJ/cm ² , exposure condition 2: integrated light intensity 100 mJ/cm ² ) and 365 nm. was exposed using an LED light source having a bright line (exposure condition 3: integrated light intensity of 100 mJ/cm ² ). Exposure using an LED light source having a bright line at 385 nm was also performed (exposure condition 4: integrated light intensity of 100 mJ/cm ² ). The exposed composition was placed in a brown screw tube, sealed, and allowed to stand at room temperature for ²⁴ hours. The results are shown in Tables 1-5.

As shown in [Table 1] to [Table 5], the composition of the present invention contains a cationic polymerization initiator (A) in combination with a donor compound (B), resulting in a cationically polymerizable organic substance (C). It has improved performance for curing. In particular, it is clear that the performance is remarkably improved in the LED light source (385 nm).

[Examples 34 to 37 and Comparative Examples 12 to 13] Measurement of physical properties of cured film and curing rate A cationic polymerizable compound (C) and SH-29PA (manufactured by Dow Corning Toray Co., Ltd.) as a leveling agent were added to a brown screw tube at room temperature. A composition for evaluation was prepared by mixing by stirring with a shaker, adding a cationic polymerization initiator (A) as a cationic polymerization initiator, and further stirring and mixing. A composition was prepared by adding the donor compound (B) to this composition in an amount of 1 to 2 times the molar amount of the cationic polymerization initiator (A) and stirring.

The above compound A-1 was used as the cationic polymerization initiator (A).
The above compound B-12 was used as the donor compound (B).
The following compounds C-1 to C-3 were used as the cationic polymerizable compound (C).
Compound C-1: Neopentyl glycol diglycidyl ether compound C-2: ADEKA RESIN EP-4100L (bisphenol A type polyfunctional epoxy compound: manufactured by ADEKA)
Compound C-3: Celoxide 2021P (alicyclic epoxy compound: manufactured by Daicel Corporation)

(Curing method and cured film physical property evaluation method)
The prepared composition was coated on a release PET using a wire bar coater to a film thickness of about 30 μm, and exposed through an i-line bandpass filter using a UV irradiation device (high-pressure mercury lamp manufactured by Eye Graphics). (Exposure condition 5: integrated light intensity of 500 mJ/cm ² ). Thereafter, the single films obtained after heating in an oven at 40° C. for 48 hours were compared in terms of 5% weight loss temperature by TG/DTA (Seiko Instrument TG/DTA6200).

(Curing speed comparison method)
The prepared composition was coated on a release PET using a wire bar coater to a film thickness of about 30 μm, and exposed through an i-line bandpass filter using a UV irradiation device (high-pressure mercury lamp manufactured by Eye Graphics). (Exposure condition 6: integrated light amount 250 mJ/cm ² ). The curing time was defined as the time until the film became tack-free after exposure. The comparison between Examples 34 and 35 and Comparative Example 12 was performed while heating on a 40° C. hot plate, and the comparison between Examples 36 and 37 and Comparative Example 13 was performed at room temperature (25° C.). Table 6 shows the results.

From [Table 6], it is clear that the curable composition of the present invention has a high curing speed and a high heat resistance of the cured product.

Claims (8)

A composition containing a cationic polymerization initiator (A) and a donor compound (B) capable of donating unpaired electrons or charges to the cationic polymerization initiator (A) ,
The donor compound (B) is an alkoxy-substituted benzene, an amine compound, a dibenzodioxin derivative, a carbazole derivative represented by the following general formula (VI), or the following general formulas (VII-1) and (VII-2). Or a benzocarbazole derivative represented by (VII-3), or the following general formulas (VII-1α), (VII-1β), (VII-1γ), (VII-2α), (VII-2β), (VII -2γ), (VII-3α), (VII-3β), or a dibenzocarbazole derivative represented by (VII-3γ),
The composition, wherein the amount of the donor compound (B) is 0.1 to 3 mol per 1 mol of the cationic polymerization initiator (A).

(In the formula, R ¹¹⁶ represents a hydrogen atom, an alkyl group having 1 to 10 carbon atoms, an alkenyl group having 2 to 10 carbon atoms, a glycidyl group or an aromatic hydrocarbon group.
A methylene group in the group represented by R ¹¹⁶ may be substituted with an oxygen atom.
R ¹¹⁷ , R ¹¹⁸ , R ¹¹⁹ , R ¹²⁰ , R ¹²¹ , R ¹²² , R ¹²³ and R ¹²⁴ each independently represents a hydrogen atom, a halogen atom, an alkyl group having 1 to 10 carbon atoms, or 1 to 10 represents an alkoxy group, an aromatic hydrocarbon group, a cyano group, a hydroxyl group or a carboxyl group.
provided that at least one of R ¹¹⁸ , R ¹¹⁹ , R ¹²⁰ and R ¹²¹ is an electron donating group, or at least one of R ¹¹⁷ , R ¹²² , R ¹²³ and R ¹²⁴ is an electron donating group; ,
The electron donating group is an alkyl group, an alkoxy group or a hydroxyl group. )

(In the formula, R ¹²⁵ represents a hydrogen atom, an alkyl group having 1 to 10 carbon atoms, an alkenyl group having 2 to 10 carbon atoms, a glycidyl group or an aromatic hydrocarbon group ^. The methylene group may be substituted with an oxygen atom, R ¹²⁶ , R ¹²⁷ , R ¹²⁸ , R ¹²⁹ , R ¹³⁰ , R 131 ^, R ¹³² , R ¹³³ , R ¹³⁴ and R ¹³⁵ are each independently hydrogen atom, halogen atom, alkyl group having 1 to 10 carbon atoms, alkoxy group having 1 to 10 carbon atoms, aromatic hydrocarbon group, cyano group, hydroxyl group or carboxyl group.)

(In the formula, R ²²⁵ represents a hydrogen atom, an alkyl group having 1 to 10 carbon atoms, an alkenyl group having 2 to 10 carbon atoms, a glycidyl group or an aromatic hydrocarbon group ^. The methylene group may be substituted with an oxygen atom.R226 ^, R227 ^, R228 , R229, ^{R230 , R231} , R232 , ^R233 , R234 ^{and R235} are ^each independently ^hydrogen atom, halogen atom, alkyl group having 1 to 10 carbon atoms, alkoxy group having 1 to 10 carbon atoms, aromatic hydrocarbon group, cyano group, hydroxyl group or carboxyl group.)

(In the formula, R ³²⁵ represents a hydrogen atom, an alkyl group having 1 to 10 carbon atoms, an alkenyl group having 2 to 10 carbon atoms, a glycidyl group or an aromatic hydrocarbon group ^. The methylene group may be substituted with an oxygen atom.R ³²⁶ , R ³²⁷ , R ³²⁸ , R ³²⁹ , R ³³⁰ , R 331 ^, R ³³² , R ³³³ , R ³³⁴ and R ³³⁵ are each independently hydrogen atom, halogen atom, alkyl group having 1 to 10 carbon atoms, alkoxy group having 1 to 10 carbon atoms, aromatic hydrocarbon group, cyano group, hydroxyl group or carboxyl group.)

(In the formula, R ⁴⁰¹ represents a hydrogen atom, an alkyl group having 1 to 10 carbon atoms, an alkenyl group having 2 to 10 carbon atoms, a glycidyl group or an aromatic hydrocarbon group ^. The methylene group may be substituted with an oxygen atom.R ⁴⁰² , R ⁴⁰³ , R ⁴⁰⁴ , R 405 , R ⁴⁰⁶ , R 407 ^{, R 408} , ^R 409 ^, R ⁴¹⁰ , R ⁴¹¹ , R ⁴¹² and R ⁴¹³ are , each independently represents a hydrogen atom, a halogen atom, an alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, an aromatic hydrocarbon group, a cyano group, a hydroxyl group or a carboxyl group.)

(In the formula, R ⁴²¹ represents a hydrogen atom, an alkyl group having 1 to 10 carbon atoms, an alkenyl group having 2 to 10 carbon atoms, a glycidyl group or an aromatic hydrocarbon group ^. The methylene group may be substituted with an oxygen ^{atom.R422 ,} R423 ^, R424 ^{, R425} , R426 , ^R427 , ^R428 , R429 , ^R430 , ^R431 , ^R432 and ^{R433 are} , each independently represents a hydrogen atom, a halogen atom, an alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, an aromatic hydrocarbon group, a cyano group, a hydroxyl group or a carboxyl group.)

(In the formula, R ⁴⁴¹ represents a hydrogen atom, an alkyl group having 1 to 10 carbon atoms, an alkenyl group having 2 to 10 carbon atoms, a glycidyl group or an aromatic hydrocarbon group ^. The methylene group may be substituted with an oxygen ^{atom.R442 ,} R443 ^, R444 ^, R445 ^{, R446} , R447 , ^R448 , ^R449 , ^R450 , ^R451 , ^R452 and ^R453 are , each independently represents a hydrogen atom, a halogen atom, an alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, an aromatic hydrocarbon group, a cyano group, a hydroxyl group or a carboxyl group.)

(In the formula, R ⁴⁶¹ represents a hydrogen atom, an alkyl group having 1 to 10 carbon atoms, an alkenyl group having 2 to 10 carbon atoms, a glycidyl group or an aromatic hydrocarbon group ^. Methylene groups may be substituted with oxygen atoms ^{: R462 ,} R463 ^{, R464 ,} R465 , ^R466 , ^R467 , ^R468 , ^R469 , ^R470 , ^R471 , R472 and ^R473 each independently represents a hydrogen atom, a halogen atom, an alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, an aromatic hydrocarbon group, a cyano group, a hydroxyl group or a carboxyl group.)

(In the formula, R ⁴⁸¹ represents a hydrogen atom, an alkyl group having 1 to 10 carbon atoms, an alkenyl group having 2 to 10 carbon atoms, a glycidyl group or an aromatic hydrocarbon group ^. The methylene group may be substituted with an oxygen ^{atom.R482 ,} R483 , ^R484 , ^{R485 ,} R486 ^, R487 , ^R488 , R489 , ^R490 , ^R491 , ^R492 and ^{R493 are} , each independently represents a hydrogen atom, a halogen atom, an alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, an aromatic hydrocarbon group, a cyano group, a hydroxyl group or a carboxyl group.)

(In the formula, R ^{501 represents} a hydrogen atom, an alkyl group having 1 to 10 carbon atoms, an alkenyl group having 2 to 10 carbon atoms, a glycidyl group or an aromatic hydrocarbon group. The methylene group may be substituted with an ^{oxygen atom.R502} , R503 ^{, R504 ,} R505 , ^R506 , ^R507 , ^R508 , R509 , ^R510 , ^R511 , ^{R512 and} R513 are , each independently represents a hydrogen atom, a halogen atom, an alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, an aromatic hydrocarbon group, a cyano group, a hydroxyl group or a carboxyl group.)

(In the formula, R ⁵²¹ represents a hydrogen atom, an alkyl group having 1 to 10 carbon atoms, an alkenyl group having 2 to 10 carbon atoms, a glycidyl group or an aromatic hydrocarbon group ^. The methylene group may be substituted with an oxygen atom.R ⁵²² , R ⁵²³ , R ⁵²⁴ , R 525 , R ⁵²⁶ , R ⁵²⁷ , R 528 ^{, R 529} , ^R 530 ^, R ⁵³¹ , R ⁵³² and R ⁵³³ are , each independently represents a hydrogen atom, a halogen atom, an alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, an aromatic hydrocarbon group, a cyano group, a hydroxyl group or a carboxyl group.)

(In the formula, R ⁵⁴¹ represents a hydrogen atom, an alkyl group having 1 to 10 carbon atoms, an alkenyl group having 2 to 10 carbon atoms, a glycidyl group or an aromatic hydrocarbon group ^. The methylene group may be substituted with an oxygen atom.R ⁵⁴² , R ⁵⁴³ , R ⁵⁴⁴ , R 545 , R ⁵⁴⁶ , R ⁵⁴⁷ , R 548 ^{, R 549} , ^R 550 ^, R ⁵⁵¹ , R ⁵⁵² and R ⁵⁵³ are , each independently represents a hydrogen atom, a halogen atom, an alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, an aromatic hydrocarbon group, a cyano group, a hydroxyl group or a carboxyl group.)

(In the formula, R ⁵⁶¹ represents a hydrogen atom, an alkyl group having 1 to 10 carbon atoms, an alkenyl group having 2 to 10 carbon atoms, a glycidyl group or an aromatic hydrocarbon group ^. The methylene group may be substituted with an oxygen atom.R ⁵⁶² , R ⁵⁶³ , R ⁵⁶⁴ , R 565 , R ⁵⁶⁶ , R ⁵⁶⁷ , R 568 ^{, R 569} , ^R 570 ^, R ⁵⁷¹ , R ⁵⁷² and R ⁵⁷³ are , each independently represents a hydrogen atom, a halogen atom, an alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, an aromatic hydrocarbon group, a cyano group, a hydroxyl group or a carboxyl group.) 2. The composition according to claim 1, wherein the cationic polymerization initiator (A) is an aromatic sulfonium salt or an aromatic iodonium salt. 3. The composition according to claim 1 or 2 , wherein the donor compound (B) is a donor compound having an electron-donating group. The composition according to any one of claims 1 to 3 , wherein the donor compound (B) is a donor compound having a polymerizable functional group. A curable composition comprising the composition according to any one of claims 1 to 4 and a cationically polymerizable organic substance (C). A method for producing a cured product, which comprises a step of irradiating the curable composition according to claim 5 with an active energy ray or heating. 7. The method for producing a cured product according to claim 6 , wherein the light source for the active energy rays is an LED light source. A cured product of the curable composition according to claim 5 .