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

Patent metadata

Field	Value
Publication number	US-11267932-B2
Application number	US-201816047508-A
Country	US
Kind code	B2
Filing date	Jul 27, 2018
Priority date	Jul 31, 2017
Publication date	Mar 8, 2022
Grant date	Mar 8, 2022

Abstract

A curable composition which is capable of forming a cured product having satisfactory heat resistance and adhesion to a base material, and has satisfactory curability, a cured film obtained from a cured product of the curable composition, a display panel or an OLED light provided with the cured film, and a method for producing a cured product using the curable composition. The composition includes a curable compound and a cationic polymerization initiator, and contains a cationic polymerizable compound having, as the main skeleton, a fused ring in which three or more rings including an aromatic ring are fused, and a salt including a gallium-containing anion as the cationic polymerization initiator.

First claim

What is claimed is:

1. A curable composition comprising a curable compound (A) and a cationic polymerization initiator (B),
wherein the curable compound (A) comprises a compound represented by the following formula (a1), with the provisos that the compound represented by the formula (a1) does not comprise a vinyl group, and the compound represented by the formula (a1) is not a compound in which one R 3 represents a thiiran-2-ylmethyl group and the other R 3 represents a hydrogen atom or in which each R 3 represents a thiiran-2-ylmethyl group, and
the cationic polymerization initiator (B) is a compound comprising a cation moiety and an anion moiety, the anion moiety being an anion represented by the following formula (b1):

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

wherein, in the formula (a2), a ring Z represents a fused polycyclic 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 group in which at least part of hydrogen atoms bonded to a carbon atom(s) included in 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 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 carboxy 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 is a hydrogen atom, 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 ring, R represents a single bond, an optionally substituted methylene group, an ethylene group which is optionally substituted and optionally comprises 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 a , R b , R c and R d are each independently an optionally substituted hydrocarbon group, and at least one of R a , R b , R c and R d is an optionally substituted aromatic hydrocarbon group.

2. The curable composition according to claim 1 , further comprising a cationic polymerization initiator (C).

3. The curable composition according to claim 2 , wherein the cationic polymerization initiator (B) and/or the cationic polymerization initiator (C) comprises a sulfonium salt, comprising a cation moiety and an anion moiety, wherein the cation moiety is 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 are optionally combined with each other to form a ring together with the 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, provided that R c1 and R c2 are not simultaneously an alkyl group 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 ml represents an integer of 0 or more:

wherein, in the formula (c3), R c5 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 alkylene group optionally substituted with a cyano group, a nitro group or a halogen atom, or a group represented by the following formula (c5), 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 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 alkylene group optionally substituted with a cyano group, a nitro group or a halogen atom, or a group represented by the following formula (c5), R c9 and R c10 independently represent an alkyl group optionally substituted with a halogen atom, or a group represente

Assignees

• Tokyo Ohka Kogyo Co Ltd

Inventors

• Someya Kazuya
• Suzuki Issei
• Misumi Koichi
• Shiota Dai

Classifications

• C08G59/245 Primary

  aromatic · CPC title

• H10K71/441

  in the presence of solvent vapors, e.g. solvent vapour annealing · CPC title

• H10K71/421

  using coherent electromagnetic radiation, e.g. laser annealing · CPC title

• H10K59/873

  Encapsulations · CPC title

• H10K59/12

  Active-matrix OLED [AMOLED] displays · CPC title