Process for producing copper phthalocyanine pigment
AssigneeSumitomo Chemical Company, Limited
InventorsTaira Fujita, Toshiaki Kishimoto, Hiroshi Okayasu
Life of this patent
Estimating the term…
Abstract
Copper phthalocyanine pigment which is a coloring material for ink or paint is prepared by allowing, for example, phthalate, urea, and cuprous chloride to react in a hydrophilic solvent in the presence of a catalyst and at least one element selected from the group consisting of aliphatic tetracarboxylic acids, benzophenone 3,3',4,4'-tetracarboxylic acid or anhydride thereof, pyromellitic acid or anhydride thereof, copper phthalocyanine sulfonic acids, copper phthalocyanine carbonyl imide, tetrahydrophthalic acid or derivative thereof, pyromellitic imide or derivative thereof, sulfophthalic acid, derivative thereof or the salt thereof and benzene carboxylic acid.
Claims8
A process for producing copper phthalocyanine pigment, which comprises:
- conducting the reaction of (a) phthalic anhydride or derivatives thereof, (b) urea and (c) copper or compounds thereof in a hydrophilic solvent in the presence of catalysts and at least one compound selected from the group consisting of:
- (1) aliphatic tetracarboxylic acids or an anhydride thereof,
- (2) benzophenone-3,3',4,4'-tetracarboxylic acid or an anydride thereof,
- (3) pyromellitic acid or an anhydride thereof,
- (4) copper phthalocyanine sulfonic acid,
- (5) a compound represented by the formula (I):
- ##STR33## (6) a compound represented by the formula (II):
- ##STR34## wherein X represents O, >NH, >NCH.sub.2 OH, >N--R in which R represents an alkyl group, allyl group or aralkyl group or a group NCH.sub.2 Y in which Y represents a phenyl group or derivatives thereof, a naphthalene ring or derivatives thereof or a phthalocyanine ring or derivatives thereof,
- (7) a compound represented by the formula (III):
- ##STR35## wherein A and B, which may be the same or different with each other, each represents a hydrogen atom, an alkyl group, hydroxyalkyl group, alkoxyalkyl group, cycloalkyl group, allyl group, aralkyl group or a group --CH.sub.2 Y in which Y represents a phenyl group or derivatives thereof, a naphthalene ring or a derivatives thereof or a phthalocyanine ring or derivatives thereof,
- (8) a compound represented by the formula (IV):
- ##STR36## wherein M represents a hydrogen or an alkali metal, A and B, which may be same or different with each other, each represents a carboxyl group or a group derived from a carboxyl group and further, A and B may combine together to form an imide or an acid anhydride, and
- (9) a compound represented by the formula (V):
- ##STR37## wherein R.sub.1 -R.sub.3 each represents a hydrogen atom, a carboxyl group or a group derived from a carboxyl group and, R.sub.1 -R.sub.2 or R.sub.2 -R.sub.3 may combine together to form an imide or an acid anhydride ring, X, Y and Z, which may be the same or different from each other wherein each represents a carboxyl group, a group derived from the carboxyl group or a nitrile group, and further X-Y or Y-Z may combine together to form an imide or an acid anhydride.
A process for producing fine copper phthalocyanine particles comprising:
- conducting the reaction of (a) phthalic acid or a derivative thereof, (b) copper or compounds thereof, and (c) urea in a hydrophilic solvent in the presence of catalysts and 3 to 10% by weight of an aliphatic tetracarboxylic acid or an anhydride thereof, wherein the aliphatic tetracarboxylic acid is
- (a) represented by the following formula (VI):
- ##STR42## wherein X represents --O-- or (--OH).times.2, n represents a number from 2 to 4 and a connecting group A represents a direct connecting or an aliphatic hydrocarbon or aromatic hydrocarbon residue;
- (b) represented by the following formula (VII):
- ##STR43## wherein X represents --O-- or (--OH).times.2, and b represents an aliphaticycl rendue having from 4 th 10 carbon atoms;
- or
- (c) represented by the following formula (VIII):
- ##STR44## wherein X represents --O-- or (--OH).times.2, n represents a number from 2 to 4 and K represents a non-substituted, substituted or ring-condensed cycloalphatic residue having 4 to 10 carbon atoms,
- whereby the average surface area of the thus obtained copper phthalocyanine particles is greater than about 70 m.sup.2 /gram.
Dependencies are inferred from the claim text.