US4135944A
Expired / Lapsed
US
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Pigment composition
Assignee: BASF Corp
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Filing: 1977-09-20
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Granted: 1979-01-23
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Expires: 1997-09-20
Abstract
Abstract A single stage process for the production of copper phthalocyanine pigment compositions having x-ray diffraction spectra corresponding to the form of pure, or substantially pure ε-crystal modification of copper phthalocyanine comprising reacting, at an elevated temperature and in an organic solvent, an organic compound capable of forming the phthalocyanine ring system, a copper compound capable of providing the copper atom of the phthalocyanine molecule, a reaction catalyst, and a nitrogen source, in the presence of, as crystal form modifier, a compound of the formula: ##STR1## where Pc represents a copper phthalocyanine residue, R 1 , R 2 , R 3 , R 4 , R 5 and R 6 are the same or different and each is a hydrogen atom, an alkyl group, a cycloalkyl group, an aryl, aralkyl, alkaryl, cycloalkaryl or dehydroabietyl group, the alkyl and cycloalkyl groups being optionally unsaturated and/or interrupted by heteroatoms, M represents hydrogen or an alkali metal atom and x, y and z are each in the range of from 0 to 4 with the proviso that the sum of x, y and z is within the range of from 1 to 4. Very red shade copper phthalocyanine pigment compositions of the advantageous ε-modification can be produced in a single stage without the use of high shear forces.
Inventors
- 👤 Ian R. Wheeler
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-29 00:24
CPC Classifications
C; C09; C09B; C09B47/00; C09B47/04; C09B47/06; C09B67/00; C09B67/0025; C09B67/0026; C09B67/0033; C09B67/0034; C09B67/0035
Claims Analysis
Total Claims: 14
Claim 1
Independent Claim
188 words
A single stage process for the production of copper phthalocyanine pigment compositions having x-ray diffraction spectra corresponding to the form of pure, or substantially pure ε-crystal modification of copper phthalocyanine comprising reacting, at an elevated temperature and in an organic solvent, an organic compound capable of forming the phthalocyanine ring system, a copper compound capable of providing the copper atom of the phthalocyanine molecule, a reaction catalyst, and a nitrogen source, in the presence of, as crystal form modifier, a compound of the formula ##STR16## wherein Pc represents a copper residue, R 1 , R 2 , R 3 , R 4 and R 5 and R 6 are the same or different and each is a hydrogen atom, an alkyl group, a cycloalkyl group, an aryl, aralkyl, alkaryl, cycloalkaryl or dehydroabietyl group, the alkyl and cycloalkyl groups being optionally unsaturated and/or interrupted by heteroatoms, M represents hydrogen or an alkali metal atom and x, y and z are each in the range of from 0 to 4 with the proviso that the sum of x, y and z is within the range of from 1 to 4.
Claim 2
Dependent Claim
188 words
A single stage process for the production of copper phthalocyanine pigment compositions having x-ray diffraction spectra corresponding to the form of pure, or substantially pure ε-crystal modification of copper phthalocyanine comprising reacting, at an elevated temperature and in an organic solvent, an organic compound capable of forming the phthalocyanine ring system, a copper compound capable of providing the copper atom of the phthalocyanine molecule, a reaction catalyst, and a nitrogen source, in the presence of, as crystal form modifier, a compound of the formula ##STR16## wherein Pc represents a copper residue, R 1 , R 2 , R 3 , R 4 and R 5 and R 6 are the same or different and each is a hydrogen atom, an alkyl group, a cycloalkyl group, an aryl, aralkyl, alkaryl, cycloalkaryl or dehydroabietyl group, the alkyl and cycloalkyl groups being optionally unsaturated and/or interrupted by heteroatoms, M represents hydrogen or an alkali metal atom and x, y and z are each in the range of from 0 to 4 with the proviso that the sum of x, y and z is within the range of from 1 to 4.
Claim 3
Dependent Claim
207 words
A process for the single stage production of copper phthalocyanine pigment compositions having x-ray diffraction spectra corresponding to the form of pure, or substantially pure ε-crystal modification of copper phthalocyanine, comprising reaction at an elevated temperature and in an organic solvent, an organic compound capable of forming the phthalocyanine ring system, a copper compound capable of providing the copper atom of the phthalocyanine molecule, a reaction catalyst and a nitrogen source, in the presence of, as crystal form modifier, a compound of the formula: ##STR17## wherein CuPc represents a copper phthalocyanine residue, R 1 ', R 2 ', R 3 ', R 4 ' and R 5 ' are the same or different and each represents a hydrogen atom, an acyclic alkyl group having from 1 to 22 carbon atoms or a cyclic alkyl group having from 5 to 22 carbon atoms, an aryl, aralkyl or dehydroabietyl group, M represents hydrogen or an alkali metal atom and x', Y' and z' can each be 0 or a value in the range of from 1 to 4, with the provisos that the sum of x', y' and z' is within the range of from 1 to 4 and that the sum of x' and y' is not zero.
Claim 4
Dependent Claim
207 words
A process for the single stage production of copper phthalocyanine pigment compositions having x-ray diffraction spectra corresponding to the form of pure, or substantially pure ε-crystal modification of copper phthalocyanine, comprising reaction at an elevated temperature and in an organic solvent, an organic compound capable of forming the phthalocyanine ring system, a copper compound capable of providing the copper atom of the phthalocyanine molecule, a reaction catalyst and a nitrogen source, in the presence of, as crystal form modifier, a compound of the formula: ##STR17## wherein CuPc represents a copper phthalocyanine residue, R 1 ', R 2 ', R 3 ', R 4 ' and R 5 ' are the same or different and each represents a hydrogen atom, an acyclic alkyl group having from 1 to 22 carbon atoms or a cyclic alkyl group having from 5 to 22 carbon atoms, an aryl, aralkyl or dehydroabietyl group, M represents hydrogen or an alkali metal atom and x', Y' and z' can each be 0 or a value in the range of from 1 to 4, with the provisos that the sum of x', y' and z' is within the range of from 1 to 4 and that the sum of x' and y' is not zero.
Claim 5
Dependent Claim
61 words
A process as claimed in claim 1 wherein the compound of formula I is such that x has a value in the range of from 0 to 2 and z and y each have a value in the range of 0 to 3, provided that the sum of x, y and z is within the range of from 1 to 4.
Claim 6
Dependent Claim
28 words
A process as claimed in claim 1 wherein the crystal modifying additive is a compound of formula ##STR18## wherein x = 0,5 and y + z = 2.
Claim 7
Dependent Claim
36 words
A process as claimed in claim 1 wherein the crystal modifying additive is a compound of formula ##STR19## wherein R 1 is a methyl group and R 2 and R 3 are each hydrogenated tallow residues.
Claim 8
Dependent Claim
18 words
A process as claimed in claim 1 wherein the crystal modifying additive is a compound of formula ##STR20##
Claim 9
Dependent Claim
14 words
A process as claimed in claim 1 wherein urea is the source of nitrogen.
Claim 10
Dependent Claim
15 words
A process as claimed in claim 1 wherein the catalyst is a compound of molybdenum.
Claim 11
Dependent Claim
17 words
A process as claimed in claim 1 wherein the solvent boils at a temperature above 150° C.
Claim 12
Dependent Claim
12 words
A process as claimed in claim 9, wherein the solvent is nitrobenzene.
Claim 13
Dependent Claim
44 words
A process as claimed in claim 1 wherein the ε-form copper phthalocyanine product is subjected to a short milling cycle in a solvent, to other solvent treatment or to the addition of rosin or an aliphatic amine having from 12 to 22 carbon atoms.
Claim 14
Dependent Claim
22 words
A composition comprising an organic material and a pigmenting proportion of a pigment composition produced according to the process of claim 1.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1982-01-22 | 1982-07-24 | 1983-01-23 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1986-01-22 | 1986-07-24 | 1987-01-23 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1990-01-22 | 1990-07-24 | 1991-01-23 | $7700.00 | Window Closed / Lapsed |