US4508650A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Process for the preparation of high purity phthalocyanine pigments
Assignee: Xerox Corp
•
Filing: 1983-07-27
•
Granted: 1985-04-02
•
Expires: 2003-07-27
Abstract
Abstract A process for the preparation of pigments of high purity which comprises reacting in the presence of an organic solvent an appropriate impure pigment with an organic acid of the formula R-X, or comprises reacting an appropriate impure pigment with an organic acid of the formula R-X, and subsequently adding an organic solvent to the resulting organic mixture, adding a precipitating agent to the resulting solution mixture, followed by separation of the desired pure pigment from the reaction mixture, wherein R is an alkyl group, containing from about 4 carbon atoms to about 22 carbon atoms, or an aryl group containing from about 6 carbon atoms to about 24 carbon atoms, and X is a group capable of yielding anions.
Inventors
- 👤 Emery G. Tokoli
- 👤 Anthony M. Horgan
- 👤 Kathleen M. Carmichael
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-07 20:16
CPC Classifications
C; C09; C09B; C09B67/00; C09B67/0001; C09B67/0017; C09B67/0096
Claims Analysis
Total Claims: 30
Claim 1
Independent Claim
116 words
A process for the preparation of pigments of high purity which comprises reacting in the presence of an organic solvent an appropriate impure pigment with an organic acid of the formula R-X, or comprises reacting an appropriate impure pigment with an organic acid of the formula R-X, and subsequently mixing an organic solvent with the resulting organic mixture, mixing a precipitating agent with the resulting solution mixture, followed by separation of the desired pure pigment from the reaction mixture, wherein R is an alkyl group, containing from about 4 carbon atoms to about 22 carbon atoms, or an aryl group containing from about 6 carbon atoms to about 24 carbon atoms, and X is an anion.
Claim 2
Dependent Claim
116 words
A process for the preparation of pigments of high purity which comprises reacting in the presence of an organic solvent an appropriate impure pigment with an organic acid of the formula R-X, or comprises reacting an appropriate impure pigment with an organic acid of the formula R-X, and subsequently mixing an organic solvent with the resulting organic mixture, mixing a precipitating agent with the resulting solution mixture, followed by separation of the desired pure pigment from the reaction mixture, wherein R is an alkyl group, containing from about 4 carbon atoms to about 22 carbon atoms, or an aryl group containing from about 6 carbon atoms to about 24 carbon atoms, and X is an anion.
Claim 3
Dependent Claim
13 words
A process in accordance with with claim 1 wherein R contains substituents thereon.
Claim 4
Dependent Claim
19 words
A process in accordance with claim 1 wherein an X is --SO 3 H, --OSO 3 H, or ##STR5##
Claim 5
Dependent Claim
19 words
A process in accordance with claim 1 wherein an R is butyl, octyl, decyl, pentadecyl, eicosyl, phenyl, or naphthyl.
Claim 6
Dependent Claim
26 words
A process in accordance with claim 1 wherein the organic acids are octyl phenolsulfonic acids, dodecyl phenolsulfonic acids, alkyl naphthalene sulfonic acids, or dodecylbenzene sulfonic acids.
Claim 7
Dependent Claim
13 words
A process in accordance with claim 1 wherein the pigments are photoconductive pigments.
Claim 8
Dependent Claim
12 words
A process in accordance with claim 1 wherein the pigments are phthalocyanines.
Claim 9
Dependent Claim
13 words
A process in accordance with claim 1 wherein the pigments are vanadyl phthalocyanines.
Claim 10
Dependent Claim
13 words
A process in accordance with claim 1 wherein the pigments are copper phthalocyanines.
Claim 11
Dependent Claim
13 words
A process in accordance with claim 1 wherein the pigments are squaraine compositions.
Claim 12
Dependent Claim
26 words
A process in accordance with claim 1 wherein the reaction is accomplished at a temperature of from about -20 degrees centigrade to about 100 degrees centigrade.
Claim 13
Dependent Claim
20 words
A process in accordance with claim 1 wherein the ratio of pigment to organic acid is 1 to about 1:10.
Claim 14
Dependent Claim
21 words
A process in accordance with claim 1 wherein the pigment is vanadyl phthalocyanine, and the organic acid is dodecylbenzene sulfonic acid.
Claim 15
Dependent Claim
21 words
A process in accordance with claim 1 wherein there is obtained vanadyl phthalocyanine in a purity of 99.95 percent, or greater.
Claim 16
Dependent Claim
18 words
A process in accordance with claim 1 wherein a halogenated organic solvent, or organic aromatic solvent is selected.
Claim 17
Dependent Claim
17 words
A process in accordance with claim 15 wherein the solvent is methylene chloride, ethylene chloride, or toluene.
Claim 18
Dependent Claim
20 words
A process in accordance with claim 1 wherein the precipitating agent is an alcohol, a ketone, or an aromatic composition.
Claim 19
Dependent Claim
25 words
A process in accordance with claim 17 wherein the precipitating agent is methanol, ethanol, butanol, isopropanol, 1-propanol, ethyl ketone, methyl ketone, toluene, or mixtures thereof.
Claim 20
Dependent Claim
149 words
A process for the preparation of phthalocyanine pigments of high purity which consist essentially of reacting in the presence of a halogenated organic solvent, an impure composition selected from the group consisting of phthalocyanines and squaraines, with an organic acid of the formula R-X, or consisting essentially of reacting an impure pigment selected from the group consisting of phthalocyanines and squaraines with an organic acid of the formula R-X, and subsequently mixing a halogenated organic solvent with the resulting mixture; mixing a precipitating agent selected from the group consisting of aliphatic alcohols, alkyl ketones, and toluene, followed by the separation of the desired pure phthalocyanine or squarine composition from the reaction mixture, wherein R is an alkyl group of from about 4 carbon atoms to about 22 carbon atoms, or an aryl group of from about 6 carbon atoms to about 24 carbon atoms, and X is an anion.
Claim 21
Dependent Claim
149 words
A process for the preparation of phthalocyanine pigments of high purity which consist essentially of reacting in the presence of a halogenated organic solvent, an impure composition selected from the group consisting of phthalocyanines and squaraines, with an organic acid of the formula R-X, or consisting essentially of reacting an impure pigment selected from the group consisting of phthalocyanines and squaraines with an organic acid of the formula R-X, and subsequently mixing a halogenated organic solvent with the resulting mixture; mixing a precipitating agent selected from the group consisting of aliphatic alcohols, alkyl ketones, and toluene, followed by the separation of the desired pure phthalocyanine or squarine composition from the reaction mixture, wherein R is an alkyl group of from about 4 carbon atoms to about 22 carbon atoms, or an aryl group of from about 6 carbon atoms to about 24 carbon atoms, and X is an anion.
Claim 22
Dependent Claim
19 words
A process in accordance with claim 19 wherein the phthalocyanine is a metal phthalocyanine, or a metal free phthalocyanine.
Claim 23
Dependent Claim
13 words
A process in accordance with claim 19 wherein a hydroxy squaraine is purified.
Claim 24
Dependent Claim
17 words
A process in accordance with claim 19 wherein the organic solvent is methylene chloride, or ethylene chloride.
Claim 25
Dependent Claim
36 words
A process in accordance with claim 19 wherein the organic acid is selected from the group consisting of nonyl phenol sulfonic acids, octyl phenol sulfonic acids, dodecyl phenol sulfonic acids, alkylnaphthalene sulfonic acids, dodecylbenzene sulfonic acids.
Claim 26
Dependent Claim
16 words
A process in accordance with claim 19 wherein the precipitating agent is methanol, ethanol or butanol.
Claim 27
Dependent Claim
19 words
A process in accordance with claim 19 wherein the precipitating agent is methyl ketone, ethyl ketone, or dimethyl formamide.
Claim 28
Dependent Claim
25 words
A process in accordance with claim 19 wherein R is an alkyl group selected from the group consisting of butyl, pentyl, hexyl, octyl, and nonyl.
Claim 29
Dependent Claim
13 words
A process in accordance with claim 19 wherein the R group is phenyl.
Claim 30
Dependent Claim
19 words
A process in accordance with claim 19 wherein the R groups are substituted with halogen, hydroxy, ethers, or nitro.
References Cited (Backward Citations)
US2375120A
Cited
US2378283A
Cited
US2840568A
Cited
US2859219A
Cited
US2964531A
Cited
US2914537A
Cited
US3657272A
Cited
US4031109A
Cited
US3713857A
Cited
US3932180A
Cited
US3963743A
Cited
US4239549A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1988-04-01 | 1988-10-01 | 1989-04-02 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1992-04-01 | 1992-10-01 | 1993-04-02 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1996-04-01 | 1996-10-01 | 1997-04-02 | $7700.00 | Window Closed / Lapsed |