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US4152171A
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Preparation of α- β- and γ-copper phthalocyanine pigments
Assignee: BASF Corp
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Filing: 1978-01-25
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Granted: 1979-05-01
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Expires: 1998-01-25
Abstract
Abstract A process for the production of alpha-, beta-, and gamma-copper phthalocyanine pigments by reacting an aromatic or aromatic heterocyclic ortho-dinitrile compound and copper or a copper compound capable of providing the centrol metal atom of a phthalocyanine pigment at a temperature below 100° C. in the presence of a alkaline substance in a hydrophilic aliphatic organic solvent containing one or more hydroxy groups and adding as catalyst or crystal form controller or both from the beginning of the reaction: (a) for alpha-, beta- or gamma pigments, a copper phthalocyanine in conventional pigmentary form or (b) for alpha pigments, a copper phthalocyanine derivative with a limited degree of substitution.
Inventors
- 👤 Ronald Barraclough
- 👤 Robert Langley
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-05 09:35
CPC Classifications
C; C09; C09B; C09B47/00; C09B47/04; C09B47/06; C09B47/067; C09B67/00; C09B67/0033; C09B67/0034; C09B67/0035
Claims Analysis
Total Claims: 10
Claim 1
Independent Claim
195 words
In a process for the production of alpha-copper phthalocyanine pigments which comprises reacting an orthodinitrilo compound of the general formula ##STR8## in which A forms an aryl or aromatic heterocyclic radical, X is a hydrogen or halogen atom or a nitro, amino, sulphonic acid, carboxylic acid, alkyl or alkoxy group and n is an integer from 1 to 4; and copper or a copper compound capable of providing the central metal atom of a phthalocyanine pigment at a temperature below 100° C. in the presence of an alkaline substance which is a hydroxide, oxide, peroxide, alkoxide or carbonate of an alkali metal or of an alkaline earth metal in a hydrophilic aliphatic organic solvent containing one or more hyroxy groups wherein the improvement whereby high quality pigments are obtained without need for acid-pasting or mechanical pulverization comprises adding as crystal form controller from the beginning of the reaction (a) 0.5% to 40% of an alpha-phase copper phthalocyanine pigment by weight based on the weight of pigment synthesized, or (b) 0.5% to 10% of a copper phthalocyanine derivative selected from the group consisting of chlorinated copper phthalocyanine, copper phthalocyanine sulfonic acid, 1,2,4-trichloro-3-phenoxy copper phthalocyanine or ##STR9##
Claim 2
Dependent Claim
195 words
In a process for the production of alpha-copper phthalocyanine pigments which comprises reacting an orthodinitrilo compound of the general formula ##STR8## in which A forms an aryl or aromatic heterocyclic radical, X is a hydrogen or halogen atom or a nitro, amino, sulphonic acid, carboxylic acid, alkyl or alkoxy group and n is an integer from 1 to 4; and copper or a copper compound capable of providing the central metal atom of a phthalocyanine pigment at a temperature below 100° C. in the presence of an alkaline substance which is a hydroxide, oxide, peroxide, alkoxide or carbonate of an alkali metal or of an alkaline earth metal in a hydrophilic aliphatic organic solvent containing one or more hyroxy groups wherein the improvement whereby high quality pigments are obtained without need for acid-pasting or mechanical pulverization comprises adding as crystal form controller from the beginning of the reaction (a) 0.5% to 40% of an alpha-phase copper phthalocyanine pigment by weight based on the weight of pigment synthesized, or (b) 0.5% to 10% of a copper phthalocyanine derivative selected from the group consisting of chlorinated copper phthalocyanine, copper phthalocyanine sulfonic acid, 1,2,4-trichloro-3-phenoxy copper phthalocyanine or ##STR9##
Claim 3
Dependent Claim
166 words
In a process for the production of beta-copper phthalocyanine pigments which comprises reacting an orthodinitrile compound of the general formula ##STR10## in which A forms an aryl or aromatic heterocyclic radical, X is a hydrogen or halogen atom or a nitro, amino, sulphonic acid, carboxylic acid, alkyl or alkoxy group and n is an integer from 1 to 4; and copper or a copper compound capable of providing the central metal atom of a phthalocyanine pigment at a temperature below 100° C. in the presence of an alkaline substance which is a hydroxide, oxide, peroxide, alkoxide or carbonate of an alkali metal or of an alkaline earth metal in a hydrophilic aliphatic organic solvent containing one or more hydroxy groups wherein the improvement whereby high quality pigments are obtained without need for acid-pasting or mechanical pulverization comprises adding as crystal form controller from the beginning of the reaction 40% to 150% of a beta-phase copper phthalocyanine pigment by weight based on the weight of pigment synthesized.
Claim 4
Dependent Claim
166 words
In a process for the production of beta-copper phthalocyanine pigments which comprises reacting an orthodinitrile compound of the general formula ##STR10## in which A forms an aryl or aromatic heterocyclic radical, X is a hydrogen or halogen atom or a nitro, amino, sulphonic acid, carboxylic acid, alkyl or alkoxy group and n is an integer from 1 to 4; and copper or a copper compound capable of providing the central metal atom of a phthalocyanine pigment at a temperature below 100° C. in the presence of an alkaline substance which is a hydroxide, oxide, peroxide, alkoxide or carbonate of an alkali metal or of an alkaline earth metal in a hydrophilic aliphatic organic solvent containing one or more hydroxy groups wherein the improvement whereby high quality pigments are obtained without need for acid-pasting or mechanical pulverization comprises adding as crystal form controller from the beginning of the reaction 40% to 150% of a beta-phase copper phthalocyanine pigment by weight based on the weight of pigment synthesized.
Claim 5
Dependent Claim
166 words
In a process for the production of gamma-copper phthalocyanine pigments which comprises reacting an orthodinitrilo compound of the general formula ##STR11## in which A forms an aryl or aromatic heterocyclic radical, X is a hydrogen or halogen atom or a nitro, amino, sulphonic acid, carboxylic acid, alkyl or alkoxy group and n is an integer from 1 to 4; and copper or a copper compound capable of providing the central metal atom of a phthalocyanine pigment at a temperature below 100° C. in the presence of an alkaline substance which is a hydroxide, oxide, peroxide, alkoxide or carbonate of an alkali metal or of an alkaline earth metal in a hydrophilic aliphatic organic solvent containing one or more hydroxy groups wherein the improvement whereby high quality pigments are obtained without need for acid-pasting or mechanical pulverization comprises adding as crystal form controller from the beginning of the reaction 0.5% to 40% of a gamma-phase copper phthalocyanine pigment by weight based on the weight of pigment synthesized.
Claim 6
Dependent Claim
166 words
In a process for the production of gamma-copper phthalocyanine pigments which comprises reacting an orthodinitrilo compound of the general formula ##STR11## in which A forms an aryl or aromatic heterocyclic radical, X is a hydrogen or halogen atom or a nitro, amino, sulphonic acid, carboxylic acid, alkyl or alkoxy group and n is an integer from 1 to 4; and copper or a copper compound capable of providing the central metal atom of a phthalocyanine pigment at a temperature below 100° C. in the presence of an alkaline substance which is a hydroxide, oxide, peroxide, alkoxide or carbonate of an alkali metal or of an alkaline earth metal in a hydrophilic aliphatic organic solvent containing one or more hydroxy groups wherein the improvement whereby high quality pigments are obtained without need for acid-pasting or mechanical pulverization comprises adding as crystal form controller from the beginning of the reaction 0.5% to 40% of a gamma-phase copper phthalocyanine pigment by weight based on the weight of pigment synthesized.
Claim 7
Dependent Claim
32 words
A process as claimed in claim 1 in which the alpha copper phthalocyanine is added in an amount of from 0.5% to 20% by weight based on the weight of pigment synthesised.
Claim 8
Dependent Claim
31 words
A process as claimed in claim 3 in which the gamma copper phthalocyanine is added in an amount from 20% to 40% by weight based on the weight of pigment synthesised.
Claim 9
Dependent Claim
31 words
A process as claimed in claim 2 in which the beta copper phthalocyanine is added in an amount from 100% to 150% by weight based on the weight of pigment synthesised.
Claim 10
Dependent Claim
33 words
A process as claimed in claim 1 in which the copper phthalocyanine derivative (b) is added in an amount from 1% to 7% by weight based on the weight of alpha pigment synthesised.
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1982-04-30 | 1982-10-30 | 1983-05-01 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1986-04-30 | 1986-10-30 | 1987-05-01 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1990-04-30 | 1990-10-30 | 1991-05-01 | $7700.00 | Window Closed / Lapsed |