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EP-3753997-B1 - LATENT ADDITIVE AND COMPOSITION CONTAINING LATENT ADDITIVE

EP3753997B1EP 3753997 B1EP3753997 B1EP 3753997B1EP-3753997-B1

Inventors

  • OKADA, MITSUHIRO
  • ARIYOSHI, TOMOYUKI

Dates

Publication Date
20260506
Application Date
20130621

Claims (8)

  1. A compound represented by general formula (6): wherein A represents a 5- or 6-membered aromatic or heterocyclic ring; R 301 represents a C2-C20 heterocyclic ring-containing group; R 302 independently represents a hydrogen atom, a halogen atom, a cyano group, a hydroxyl group, a nitro group, a carboxyl group, an optionally substituted C1-C40 alkyl group, a C6-C20 aryl group, a C7-C20 arylalkyl group, or a C2-C20 heterocyclic ring-containing group; d represents an integer of 1 to 3; k represents an integer of 1 to 3; R 304 represents a C1-C20 alkyl group, a C2-C20 alkenyl group, a C6-C20 aryl group, a C7-C20 arylalkyl group, a C2-C20 heterocyclic ring-containing group, or a trialkylsilyl group; the methylene moiety of the alkyl or arylalkyl group represented by R 301 , R 302 , and R 304 may be replaced by a combination of one or more groups selected from a carbon-carbon double bond, -O-, -S-, -CO-, -O-CO-, -CO-O-, -O-CO-O-, -O-CO-O-, -S-CO-, - CO-S-, -O-CO-S-, -S-CO-O-, -CO-NH-, -NH-CO-, -NH-CO-O-, -NR'-, >P=O, -S-S-, - SO 2 -, and a nitrogen atom; R' represents a hydrogen atom or a C1-C8 alkyl group; a plurality of R 302 's may be taken together to form a benzene ring or a naphthalene ring; a plurality of R 302 's may be the same or different; a plurality of R 304 's may be the same or different; and X 3 represents a substituent represented by general formula (7); X 3 may optionally be taken together with A to form a ring; and the aromatic or heterocyclic ring may be fused to one or more additional rings; wherein Y 11 represents a trivalent C3-C35 aliphatic hydrocarbon group, a trivalent C3-C35 alicyclic hydrocarbon group, a trivalent C6-C35 aromatic ring-containing hydrocarbon group, or a trivalent C2-C35 heterocyclic ring-containing group; Z 1 , Z 2 , and Z 3 each independently represent a single bond, -O-, -S-, >CO, -CO-O-, -O-CO-, -SO 2 -, -SS-, -SO-, >NR 32 , >PR 32 , an optionally substituted C1-C35 aliphatic hydrocarbon group, an optionally substituted C6-C35 aromatic ring-containing hydrocarbon group, or an optionally substituted C2-C35 heterocyclic ring-containing group; and R 32 represents a hydrogen atom, an optionally substituted C1-C35 aliphatic hydrocarbon group, an optionally substituted C6-C35 aromatic ring-containing hydrocarbon group, or an optionally substituted C2-C35 heterocyclic ring-containing group, the aliphatic hydrocarbon group being optionally substituted by a combination of one or more groups selected from a carbon-carbon double bond, -O-, -S-, -CO-, -O-CO-, -CO-O-, and -SO 2 -.
  2. A compound represented by general formula (1): wherein A represents a 5- or 6-membered aromatic or heterocyclic ring; R 1 represents a C2-C20 heterocyclic ring-containing group; R 2 independently represents a hydrogen atom, a halogen atom, a cyano group, a hydroxyl group, a nitro group, a carboxyl group, an optionally substituted C1-C40 alkyl group, a C6-C20 aryl group, a C7-C20 arylalkyl group, or a C2-C20 heterocyclic ring-containing group; R 4 represents a C1-C20 alkyl group, a C2-C20 alkenyl group, a C6-C20 aryl group, a C7-C20 arylalkyl group, a C2-C20 heterocyclic ring-containing group, or a trialkylsilyl group; the methylene moiety of the alkyl or arylalkyl group represented by R 1 , R 2 , and R 4 may be replaced by a combination of one or more groups selected from a carbon-carbon double bond, -O-, -S-, -CO-, -O-CO-, -CO-O-, -O-CO-O-, -O-CO-O-, -S-CO-, - CO-S-, -S-CO-O-, -O-CO-S-, -CO-NH-, -NH-CO-, -NH-CO-O-, -NR'-, >P=O, -S-S-, and -SO 2 -; R' represents a hydrogen atom or a C1-C8 alkyl group; a plurality of R 2 's may be taken together to form a benzene ring or a naphthalene ring; a plurality of R 2 's may be the same or different; a plurality of R 4 's may be the same or different; n represents an integer of 2; d represents an integer of 1 to 3; k represents an integer of 1 to 3; and X represents a single bond, an oxygen atom, a sulfur atom, >P=O, >C=O, >NR 10 , >PR 10 , a C1-C120 aliphatic hydrocarbon group, a C6-C35 aromatic ring-containing hydrocarbon group, or a C2-C35 heterocyclic ring-containing group, the aliphatic hydrocarbon group, aromatic ring-containing hydrocarbon group, and heterocyclic ring-containing group having as many valences as n and optionally having a substituent; R 10 represents a hydrogen atom, an optionally substituted C1-C35 aliphatic hydrocarbon group, an optionally substituted C6-C35 aromatic ring-containing hydrocarbon group, or an optionally substituted C2-C35 heterocyclic ring-containing group, the aliphatic hydrocarbon group, aromatic ring-containing group, and heterocyclic ring-containing group being optionally substituted by a combination of one or more groups selected from a carbon-carbon double bond, -O-, -S-, -CO-, -O-CO-, -CO-O-, -O-CO-O-, -O-CO-O-, - S-CO-, -CO-S-, -S-CO-O-, -O-CO-S-, -CO-NH-, -NH-CO-, -NH-CO-O-, -NR'-, >P=O, - S-S-, -SO 2 -, and a nitrogen atom; the aromatic or heterocyclic ring may be fused to one or more additional rings; when X is an oxygen atom or a sulfur atom, n is 2; when X is >C=O, -NH-CO-, -CO-NH-, >NR 10 , or >PR 10 , n is 2; and X may be taken together with A to form a ring.
  3. A compound represented by formula (a) or (b):
  4. The compound according to claim 2, wherein A in general formula (1) is a benzene ring.
  5. The compound according to claim 2 or 4, wherein R 4 in general formula (1) is a C2-C9 alkoxycarbonyl group.
  6. A composition comprising the compound according to any one of claims 2, 4 and 5.
  7. A cured product made from a colored photosensitive composition comprising the composition according to claim 6 and a colorant.
  8. A color filter comprising the cured product according to claim 7.

Description

Technical Field This invention relates to a latent additive that is inactive at room temperature and activated on heating to a predetermined temperature to perform its function, and relates to a composition containing the latent additive. It also relates to an energy ray-polymerizable, colored photosensitive composition containing the composition and a color filter obtained using the colored photosensitive composition. Background Art It is known to stabilize a resin composition by the addition of a UV absorber or an antioxidant thereby to improve the weatherability or heat resistance of the resin composition (Patent Literatures 1 to 4 below). The problem generally associated with a phenol antioxidant, in particular, is that, because it has a trapping action on radicals that are largely influential on the deterioration of polymers, it acts as a polymerization inhibitor when added to a polymerization system to cause hindrance to cure (Patent Literature 5). Citation List Patent Literature Patent Literature 1: JP 6-179798APatent Literature 2: JP 7-109380APatent Literature 3: JP 11-071355APatent Literature 4: JP 2002-097224APatent Literature 5: US 5279896A Summary of Invention Technical Problem An object of the invention is to provide a latent additive that is inactive at room temperature and activated upon being heated to a predetermined temperature to perform its function. Another object of the invention is to provide a composition containing the latent additive. Still another object of the invention is to provide a colored photosensitive composition comprising the composition and a colorant, especially a colored photosensitive composition suited to make a color filter. Solution to Problem As a result of extensive investigations, the inventors have found that a compound having a specific protective group functions effectively as a latent additive and that a composition containing the compound suffers from no hindrance to curing and acquires excellent heat resistance. They have also found that a colored photosensitive composition obtained by adding a colorant to the above composition is suitable to make an optical filter, especially a color filter for image displays, such as liquid crystal display panels, without causing a reduction in luminance of the color filter. The present invention has been reached based on these findings. The invention has been completed based on the above findings and provides a compound represented by general formula (6): wherein A represents a 5- or 6-membered aromatic or heterocyclic ring;R301 represents a C2-C20 heterocyclic ring-containing group;R302 independently represents a hydrogen atom, a halogen atom, a cyano group, a hydroxyl group, a nitro group, a carboxyl group, an optionally substituted C1-C40 alkyl group, a C6-C20 aryl group, a C7-C20 arylalkyl group, or a C2-C20 heterocyclic ring-containing group;d represents an integer of 1 to 3;k represents an integer of 1 to 3;R304 represents a C1-C20 alkyl group, a C2-C20 alkenyl group, a C6-C20 aryl group, a C7-C20 arylalkyl group, a C2-C20 heterocyclic ring-containing group, or a trialkylsilyl group;the methylene moiety of the alkyl or arylalkyl group represented by R301, R302, and R304 may be replaced by a combination of one or more groups selected from a carbon-carbon double bond, -O-, -S-, -CO-, -O-CO-, -CO-O-, -O-CO-O-, -O-CO-O-, -S-CO-, -CO-S-, -O-CO-S-, -S-CO-O-, -CO-NH-, -NH-CO-, -NH-CO-O-, -NR'-, >P=O, -S-S-, -SO2-, and a nitrogen atom; R' represents a hydrogen atom or a C1-C8 alkyl group;a plurality of R302's may be taken together to form a benzene ring or a naphthalene ring;a plurality of R302's may be the same or different; a plurality of R304's may be the same or different; andX3 represents a substituent represented by general formula (7);X3 may optionally be taken together with A to form a ring; and the aromatic or heterocyclic ring may be fused to one or more additional rings; wherein Y11 represents a trivalent C3-C35 aliphatic hydrocarbon group, a trivalent C3-C35 alicyclic hydrocarbon group, a trivalent C6-C35 aromatic ring-containing hydrocarbon group, or a trivalent C2-C35 heterocyclic ring-containing group; Z1, Z2, and Z3 each independently represent a single bond, -O-, -S-, >CO, -CO-O-, -O-CO-, -SO2-, -SS-, -SO-, >NR32, >PR32, an optionally substituted C1-C35 aliphatic hydrocarbon group, an optionally substituted C6-C35 aromatic ring-containing hydrocarbon group, or an optionally substituted C2-C35 heterocyclic ring-containing group; and R32 represents a hydrogen atom, an optionally substituted C1-C35 aliphatic hydrocarbon group, an optionally substituted C6-C35 aromatic ring-containing hydrocarbon group, or an optionally substituted C2-C35 heterocyclic ring-containing group, the aliphatic hydrocarbon group being optionally substituted by a combination of one or more groups selected from a carbon-carbon double bond, -O-, -S-, -CO-, -O-CO-, -CO-O-, and -SO2-. The present invention further provides a compound r