Curable composition, cured film, display panel, and method for producing cured product

Patent metadata

Field	Value
Publication number	US-10640607-B2
Application number	US-201815974036-A
Country	US
Kind code	B2
Filing date	May 8, 2018
Priority date	May 17, 2017
Publication date	May 5, 2020
Grant date	May 5, 2020

Abstract

A curable composition having satisfactory curability, capable of forming a cured product having satisfactory heat resistance and adhesion to a base material, a cured film made of a cured product of the curable composition, a display panel provided with the cured film, and a method for producing a cured product using the above-mentioned curable composition. The curable composition includes a curable compound and a thermal cationic polymerization initiator, the curable compound contains a cationic polymerizable compound containing, as a main skeleton, a fused ring in which three or more rings including an aromatic ring are fused, and the thermal cationic polymerization initiator contains a quaternary ammonium salt-type compound having a specific structure.

First claim

What is claimed is:

1. A curable composition comprising: (A) a curable compound and (B) a thermal cationic polymerization initiator, wherein the curable compound (A) comprises a compound represented by the following formula (a1), and the thermal cationic polymerization initiator (B) comprises a compound comprising the cation moiety and the anion moiety, wherein the cation moiety is a cation represented by the following formula (b1):

wherein, in the formula (a1), W 1 and W 2 each independently represents a group represented by the following formula (a2):

wherein, in the formula (a2), a ring Z represents an aromatic hydrocarbon ring, X represents a single bond or a group represented by —S—, R 1 represents a single bond, an alkylene group having 1 or more and 4 or less carbon atoms, or an alkyleneoxy group having 1 or more and 4 or less carbon atoms, and when R 1 is an alkyleneoxy group, the oxygen atom in the alkyleneoxy group is bonded with a ring Z, R 2 represents a monovalent hydrocarbon group, a hydroxyl group, a group represented by —OR 4a , a group represented by —SR 4b , an acyl group, an alkoxycarbonyl group, a halogen atom, a nitro group, a cyano group, a mercapto group, a carboxy group, an amino group, a carbamoyl group, a group represented by —NHR 4c , a group represented by —N(R 4d ) 2 , a sulfo group, or, a monovalent hydrocarbon group, a group represented by —OR 4a , a group represented by —SR 4b , an acyl group, an alkoxycarbonyl group, a group represented by —NHR 4 c, or a group represented by —N(R 4d ) 2 in which group at least a part of the hydrogen atoms bonded to the carbon atom included therein is/are substituted with a monovalent hydrocarbon group, a hydroxyl group, a group represented by —OR 4a , a group represented by —SR 4b , an acyl group, an alkoxycarbonyl group, a halogen atom, a nitro group, a cyano group, a mercapto group, a carboxyl group, an amino group, a carbamoyl group, a group represented by —NHR 4c , a group represented by —N(R 4d ) 2 , a mesyloxy group, or a sulfo group, R 4a to R 4d independently represent a monovalent hydrocarbon group, m represents an integer of 0 or more, and R 3 represents a hydrogen atom, a vinyl group, a thiiran-2-ylmethyl group, or a glycidyl group,
both W 1 and W 2 do not have a hydrogen atom as R 3 ,

a ring Y 1 and a ring Y 2 represent the same or different aromatic hydrocarbon rings, R represents a single bond, an optionally substituted methylene group, an ethylene group which is optionally substituted and contain a heteroatom between two carbon atoms, a group represented by —O—, a group represented by —NH—, or a group represented by —S—, R 3a and R 3b independently represent a cyano group, a halogen atom, or a monovalent hydrocarbon group, and n1 and n2 independently represent an integer of 0 or more and 4 or less:

wherein, in the formula (b1), R b1 , R b2 , and R b3 each independently is an alkyl group having 1 or more and 6 or less carbon atoms.

2. The curable composition according to claim 1 , wherein the anion moiety is (C 6 F 5 ) 4 B − .

3. The curable composition according to claim 1 , further comprising: (C) a photocationic polymerization initiator.

4. The curable composition according to claim 3 , wherein the photocationic polymerization initiator (C) comprises a sulfonium salt represented by the following formula (c1):

wherein, in the formula (c1), R c1 and R c2 independently represent an alkyl group optionally substituted with a halogen atom, or a group represented by the following formula (c2), R c1 and R c2 may be combined with each other to form a ring together with a sulfur atom in the formula, R c3 represents a group represented by the following formula (c3), or a group represented by the following formula (c4), A c1 represents S, O, or Se, and X— represents a monovalent anion, provided that R c1 and R c2 are not simultaneously alkyl groups optionally substituted with a halogen atom:

wherein, in the formula (c2), a ring Z c1 represents an aromatic hydrocarbon ring, R c4 represents an alkyl group optionally substituted with a halogen atom, a hydroxy group, an alkoxy group, an alkylcarbonyl group, an alkoxycarbonyl group, an acyloxy group, an alkylthio group, a thienyl group, a thienylcarbonyl group, a furanyl group, a furanylcarbonyl group, a selenophenyl group, a selenophenylcarbonyl group, a heterocyclic aliphatic hydrocarbon group, an alkylsulfinyl group, an alkylsulfonyl group, a hydroxy(poly)alkyleneoxy group, an optionally substituted amino group, a cyano group, a nitro group, or a halogen atom, and m1 represents an integer of 0 or more:

wherein, in the formula (c3), R c5 represents a group represented by the following formula (c5) or an alkylene group optionally substituted with a hydroxy group, an alkoxy group, an alkylcarbonyl group, an arylcarbonyl group, an alkoxycarbonyl group, an aryloxycarbonyl group, an arylthiocarbonyl group, an acyloxy group, arylthio group, an alkylthio group, an aryl group, a heterocyclic hydrocarbon group, an aryloxy group, an alkylsulfinyl group, an arylsulfinyl group, an alkylsulfonyl group, an arylsulfonyl group, a hydroxy(poly)alkyleneoxy group, an optionally substituted amino group, a cyano group, a nitro group, or a halogen atom, R c6 represents a hydroxy group, an alkoxy group, an alkylcarbonyl group, an arylcarbonyl group, an alkoxycarbonyl group, an aryloxycarbonyl group, an arylthiocarbonyl group, an acyloxy group, an arylthio group, an alkylthio group, an aryl group, a heterocyclic hydrocarbon group, an aryloxy group, an alkylsulfinyl group, an arylsulfinyl group, an alkylsulfonyl group, an arylsulfonyl group, a hydroxy(poly)alkyleneoxy group, an optionally substituted amino group, an alkyl group optionally substituted with a cyano group, a nitro group, or a halogen atom, or a group represented by the following formula (c6), A c2 represents a single bond, S, O, a sulfinyl group, or a carbonyl group, and m2 represents 0 or 1:

wherein, in the formula (c4), R c7 and R c8 independently represent a group represented by the following formula (c5), or, an alkylene group optionally substituted with a hydroxy group, an alkoxy group, an alkylcarbonyl group, an arylcarbonyl group, an alkoxycarbonyl group, an aryloxycarbonyl group, an arylthiocarbonyl group, an acyloxy group, an arylthio group, an alkylthio group, an aryl group, a heterocyclic hydrocarbon group, an aryloxy group, an alkylsulfinyl group, an arylsulfinyl group, an alkylsulfonyl group, an arylsulfonyl group, a hydroxy(poly)alkyleneoxy group, an optionally substituted amino group, a cyano group, a nitro group, or a halogen atom, R c9 and R c10 independently represent an alkyl group optionally substituted with a halogen atom or a group represented by the formula (c2), R c9 and R c10 may be combined with each other to form a ring together with a sulfur atom in the formula, A c3 represents a single bond, S, O, a sulfinyl group, or a carbonyl group, X— is as mentioned above, and m3 represents 0 or 1, provided that R c9 and R c10 are not simultaneously alkyl groups optionally substitut

Assignees

• Tokyo Ohka Kogyo Co Ltd

Inventors

• Someya Kazuya
• Chisaka Hiroki
• Matsumoto naozumi
• Misumi Koichi
• Shiota Dai

Classifications

• C09D163/00

  Coating compositions based on epoxy resins; Coating compositions based on derivatives of epoxy resins · CPC title

• C08G59/24

  carbocyclic · CPC title

• C08G59/245

  aromatic · CPC title

• C08G59/3236

  Heterocylic compounds · CPC title

• B05D3/0254

  After-treatment · CPC title