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US4039346A Expired / Lapsed US ⏱️ 0.0 years remaining

Conversion of crude copper phthalocyanines into pigments

Assignee: BASF SE
•
Filing: 1976-02-05
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Granted: 1977-08-02
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Expires: 1996-02-05
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Abstract

Abstract A process for converting copper phthalocyanine into a pigmentary form, wherein finely divided crude copper phthalocyanine, which has crystallized irregularly and is heavily agglomerated, is finished in the presence of basic copper phthalocyanines of the formula ##STR1## WHERE CuPc is an n-valent copper phthalocyanine radical, R 1 is hydrogen or alkyl, A is alkylene of 2 to 6 carbon atoms, R 2 is alkyl, alkoxyalkyl or cycloalkyl and R 3 is hydrogen or alkyl, or the group ##STR2## is a saturated 5-membered, 6-membered or 7-membered heterocyclic ring and n is from 1 to 6, in from 50 to 75% strength by weight sulfuric acid at from room temperature to 100° C. The pigments obtained are of significantly greater tinctorial strength than the pigmentary forms obtained in the absence of basic copper phthalocyanines.

Inventors

  • 👤 Joachim Kranz

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-27 08:11
CPC Classifications
C; C09; C09B; C09B67/00; C09B67/0033; C09B67/0034; C09B67/0035; C09B67/0001; C09B67/0017; C09B67/0019

Claims Analysis

Total Claims: 11
Claim 1
Independent Claim 263 words
In a process for converting crude copper phthalocyanines into a pigmentary form by sulfuric acid treatment of finely particled copper phthalocyanines, which have crystallized irregularly and are heavily agglomerated, and which have a primary particle size of less than 0.1μ and are obtained by grinding crude copper phthalocyanines in a ball mill in th absence of grinding aids, the improvement wherein the ground material is introduced into sulfuric acid of from 50 to 75% strength by weight in the presence of from 0.5 to 7% by weight, based on the crude copper phthalocyanine, of one or more basic copper phthalocyanines of the formula ##STR21## or mixtures thereof, where CuPc is an n-valent copper phthalocyanine radical, R 1 is hydrogen or alkyl of 1 to 4 carbon atoms, A is saturated, linear or branched alkylene of 2 to 6 carbon atoms, R 2 is alkyl of 1 to 20 carbon atoms, alkoxyalkyl of a total of 3 to 12 carbon atoms or cycloalkyl of 6 to 8 carbon atoms, R 3 is hydrogen, alkyl of 1 to 4 carbon atoms or cycloalkyl of 6 to 8 carbon atoms or the group ##STR22## ##STR23## is a saturated heterocyclic 5-membered, 6-membered or 7-membered ring or a saturated 6-membered heterocyclic ring which may additionally contain an oxygen, sulfur or nitrogen atom as a ring member, ##STR24## is ##STR25## and n is from 1 to 6, and the mixture is kept at from room temperature to 100° C. until the pigment has acquired optimum tinctorial strength, and the pigment is then separated from the sulfuric acid and isolated.
Claim 2
Dependent Claim 263 words
In a process for converting crude copper phthalocyanines into a pigmentary form by sulfuric acid treatment of finely particled copper phthalocyanines, which have crystallized irregularly and are heavily agglomerated, and which have a primary particle size of less than 0.1μ and are obtained by grinding crude copper phthalocyanines in a ball mill in th absence of grinding aids, the improvement wherein the ground material is introduced into sulfuric acid of from 50 to 75% strength by weight in the presence of from 0.5 to 7% by weight, based on the crude copper phthalocyanine, of one or more basic copper phthalocyanines of the formula ##STR21## or mixtures thereof, where CuPc is an n-valent copper phthalocyanine radical, R 1 is hydrogen or alkyl of 1 to 4 carbon atoms, A is saturated, linear or branched alkylene of 2 to 6 carbon atoms, R 2 is alkyl of 1 to 20 carbon atoms, alkoxyalkyl of a total of 3 to 12 carbon atoms or cycloalkyl of 6 to 8 carbon atoms, R 3 is hydrogen, alkyl of 1 to 4 carbon atoms or cycloalkyl of 6 to 8 carbon atoms or the group ##STR22## ##STR23## is a saturated heterocyclic 5-membered, 6-membered or 7-membered ring or a saturated 6-membered heterocyclic ring which may additionally contain an oxygen, sulfur or nitrogen atom as a ring member, ##STR24## is ##STR25## and n is from 1 to 6, and the mixture is kept at from room temperature to 100° C. until the pigment has acquired optimum tinctorial strength, and the pigment is then separated from the sulfuric acid and isolated.
Claim 3
Dependent Claim 24 words
A process as claimed in claim 1, wherein from 1 to 5% by weight, based on copper phthalocyanine, of basic copper phthalocyanine is used.
Claim 4
Dependent Claim 83 words
A process is claimed in claim 1, wherein basic copper phthalocyanines are used, in which R 1 is hydrogen, R 2 is alkyl of 1 to 8 carbon atoms or cycloalkyl of 6 to 8 carbon atoms and R 3 is hydrogen or alkyl of 1 to 4 carbon atoms or the group ##STR26## is a N-piperidine, N-morpholine, N-(N'-methypiperazine), N-thiomorpholine or N-hexamethyleneimine group, A is ##STR27## or --CH 2 --CH 2 --CH 2 -- and n is a number from 2 to 4.
Claim 5
Dependent Claim 64 words
A process as claimed in claim 1, wherein basic copper phthalocyanines are used, in which R 1 is hydrogen, R 2 is methyl, ethyl, propyl, butyl, cyclohexyl or methylcyclohexyl and R 3 is hydrogen, methyl, ethyl, propyl, butyl or cyclohexyl or the group ##STR28## is N'-methyl-piperazinyl, A is ##STR29## or --CH 2 --CH 2 --CH 2 -- and n is 2, 3 or 4.
Claim 6
Dependent Claim 30 words
A process as claimed in claim 1, wherein basic copper phthalocyanines from the group consisting of ##STR30## where m is one of the numbers 2, 3 and 4, are used.
Claim 7
Dependent Claim 32 words
A process as claimed in claim 1, wherein mixtures of sulfuric acid with ethylene glycol, with water-soluble ethylene glycol ethers or with mixtures of these solvents are used as the treatment medium.
Claim 8
Dependent Claim 33 words
A process as claimed in claim 1, wherein the treatment of the ground material is carried out in from 50 to 54% strength by weight sulfuric acid at from 70° to 110° C.
Claim 9
Dependent Claim 33 words
A process as claimed in claim 1, wherein the treatment of the ground material is carried out in from 58 to 60% strength by weight sulfuric acid at from 30° to 60° C.
Claim 10
Dependent Claim 34 words
A process as claimed in claim 1, wherein the treatment of the ground material is carried out in from 75 to 62% strength by weight sulfuric acid at from room temperature to 50° C.
Claim 11
Dependent Claim 9 words
The product obtained by the process of claim 1.

References Cited (Backward Citations)

US2861005A Cited
US3288621A Cited
US3713857A Cited
US3920469A Cited
US3951678A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1980-08-01 1981-01-31 1981-08-02 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1984-08-01 1985-01-31 1985-08-02 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1988-08-01 1989-01-31 1989-08-02 $7700.00 Window Closed / Lapsed

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