US5473064A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Hydroxygallium phthalocyanine imaging members and processes
Assignee: Xerox Corp
•
Filing: 1993-12-20
•
Granted: 1995-12-05
•
Expires: 2013-12-20
Abstract
Abstract A process for the preparation of hydroxygallium phthalocyanine which comprises hydrolysis of halogallium phthalocyanine precursor to a hydroxygallium phthalocyanine, and conversion of said resulting hydroxygallium phthalocyanine to Type V hydroxygallium phthalocyanine by contacting said resulting hydroxygallium phthalocyanine with an organic solvent; and wherein said precursor halogallium phthalocyanine is obtained by the reaction of gallium halide with diiminoisoindolene in an organic solvent.
Inventors
- 👤 James D. Mayo
- 👤 James M. Duff
- 👤 Cheng K. Hsiao
- 👤 Sandra J. Gardner
- 👤 Barkev Keoshkerian
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-09 05:51
CPC Classifications
C; C09; C09B; C09B67/00; C09B67/0001; C09B67/0014; C09B67/0016; C09B67/0025; C09B67/0026
Claims Analysis
Total Claims: 30
Claim 1
Independent Claim
93 words
A process for the preparation of hydroxygallium phthalocyanine consisting essentially of the hydrolysis of halogallium phthalocyanine precursor to a hydroxygallium phthalocyanine, and conversion of said resulting hydroxygallium phthalocyanine to Type V hydroxygallium phthalocyanine by contacting said resulting hydroxygallium phthalocyanine with the organic solvent N,N-dimethylformamide, pyridine, dimethylsulfoxide, quinoline, 1-chloronaphthalene, N-methylpyrrolidone, or mixtures thereof, and wherein said hydroxygallium phthalocyanine Type V contains halide in an amount of from about 0.001 percent to about 0.1 percent; and wherein said precursor halogallium phthalocyanine is obtained by the reaction of gallium halide with diiminoisoindolene in an organic solvent.
Claim 2
Dependent Claim
93 words
A process for the preparation of hydroxygallium phthalocyanine consisting essentially of the hydrolysis of halogallium phthalocyanine precursor to a hydroxygallium phthalocyanine, and conversion of said resulting hydroxygallium phthalocyanine to Type V hydroxygallium phthalocyanine by contacting said resulting hydroxygallium phthalocyanine with the organic solvent N,N-dimethylformamide, pyridine, dimethylsulfoxide, quinoline, 1-chloronaphthalene, N-methylpyrrolidone, or mixtures thereof, and wherein said hydroxygallium phthalocyanine Type V contains halide in an amount of from about 0.001 percent to about 0.1 percent; and wherein said precursor halogallium phthalocyanine is obtained by the reaction of gallium halide with diiminoisoindolene in an organic solvent.
Claim 3
Dependent Claim
19 words
A process in accordance with claim 1 wherein the phthalocyanine obtained subsequent to hydroylsis is Type I hydroxygallium phthalocyanine.
Claim 4
Dependent Claim
20 words
A process in accordance with claim 1 wherein the halogallium phthalocyanine is chlorogallium phthalocyanine Type I, and halide is chloride.
Claim 5
Dependent Claim
33 words
A process in accordance with claim 1 wherein the hydrolysis is accomplished by dissolution of the halogallium phthalocyanine in concentrated sulfuric acid, followed by reprecipitation of the resulting dissolved pigment in aqueous ammonia.
Claim 6
Dependent Claim
31 words
A process in accordance with claim 1 wherein the conversion is accomplished by heating at a temperature of from about 0° C. to about 100° C. and preferably about 25° C.
Claim 7
Dependent Claim
16 words
A process in accordance with claim 1 wherein the organic solvent is a polar aprotic solvent
Claim 8
Dependent Claim
51 words
A process in accordance with claim 1 wherein there is obtained hydroxygallium phthalocyanine Type V with a chlorine content of from about 0.001 to about 0.1 percent, and with major peaks at 7.4, 9.8, 12.4, 16.2, 17.6, 18.4, 21.9, 23.9, 25.0, 28.1 and with the highest peak at 7.4 degrees 2Θ.
Claim 9
Dependent Claim
34 words
A process in accordance with claim 8 wherein there results hydroxygallium phthalocyanine Type V with chlorine levels of from about 0.001 percent to about 0.1 percent of the total weight of said Type V.
Claim 10
Dependent Claim
50 words
A process in accordance with claim 1 wherein 1,3-diiminoisoindolene (DI 3 ) is selected as a reactant and is present in an amount of from about 1 part to about 10 parts, and preferably about 4 parts for each part of gallium halide selected, and wherein said halide is chloride.
Claim 11
Dependent Claim
12 words
A process in accordance with claim 9 wherein the solvent is N-methylpyrrolidone.
Claim 12
Dependent Claim
36 words
A process in accordance with claim 9 wherein the solvent is present in an amount of from about 10 parts to about 100 parts, and preferably about 19 parts for each part of gallium chloride selected.
Claim 13
Dependent Claim
48 words
A process in accordance with claim 9 wherein the reactants are heated to a temperature of from about 100° C. to about 200° C., and preferably about 200° C. for a period of time of from about 1 hour to about 24 hours, and preferably about 4 hours.
Claim 14
Dependent Claim
16 words
A process in accordance with claim 9 wherein the chlorogallium phthalocyanine is washed with boiling dimethylformamide.
Claim 15
Dependent Claim
42 words
A process in accordance with claim 9 wherein hydroxygallium Type V with a chlorine content of from about 0.001 to about 0.1 percent can be obtained by selecting a mixture of DI 3 and phthalonitrile, in place of the DI 3 alone.
Claim 16
Dependent Claim
65 words
A process in accordance with claim 14 wherein the mixture contains from about 0.1 part to about 10 parts and preferably about 1 part of DI 3 , and from about 0.1 part to about 10 parts, and preferably about 3 parts of phthalonitrile; and wherein the total amount of the two reagents is optionally about 4 parts for each part of gallium halide selected.
Claim 17
Dependent Claim
46 words
A process in accordance with claim 2 wherein the organic solvent is N,N-dimethylformamide present in an amount of from about 10 volume parts to about 50 volume parts, and preferably about 15 volume parts for each weight part of hydroxygallium phthalocyanine Type I that is selected.
Claim 18
Dependent Claim
35 words
A process in accordance with claim 1 wherein the hydroxygallium Type V obtained is washed in a solvent of acetone, or an aliphatic alcohol, and wherein aliphatic contains from 1 to about 25 carbon atoms.
Claim 19
Dependent Claim
37 words
A process in accordance with claim 1 wherein the hydroxygallium Type V obtained is of a small particle size in average volume diameter of from about 0.01 micron to about 0.5 micron, and preferably about 0.03 micron.
Claim 20
Dependent Claim
13 words
A process in accordance with claim 1 wherein the precursor is chlorogallium phthalocyanine.
Claim 21
Dependent Claim
35 words
A process in accordance with claim 19 wherein there is obtained hydroxygallium Type V with a chlorine content of from about 0.001 percent to about 0.1 percent of the total weight of said Type V.
Claim 22
Dependent Claim
48 words
A process for the preparation of hydroxygallium phthalocyanine Type V which comprises the reaction of gallium chloride and 1,3-diiminoisoindolene in the presence of N-methyl pyrrolidone resulting in chlorogallium phthalocyanine Type I; hydrolyzing said chlorogallium phthalocyanine to hydroxy gallium phthalocyanine Type I; and contacting said Type I with N,N-dimethylformamide.
Claim 23
Dependent Claim
48 words
A process for the preparation of hydroxygallium phthalocyanine Type V which comprises the reaction of gallium chloride and 1,3-diiminoisoindolene in the presence of N-methyl pyrrolidone resulting in chlorogallium phthalocyanine Type I; hydrolyzing said chlorogallium phthalocyanine to hydroxy gallium phthalocyanine Type I; and contacting said Type I with N,N-dimethylformamide.
Claim 24
Dependent Claim
19 words
A process in accordance with claim 21 wherein the said Type V obtained contains about 0.03 percent of chlorine.
Claim 25
Dependent Claim
22 words
A process in accordance with claim 22 wherein the amount of chlorine is from about 0.001 to about 0.1 percent by weight.
Claim 26
Dependent Claim
21 words
A process in accordance with claim 1 wherein the precursor is formed in the presence of N-methylpyrrolidone in the organic solvent.
Claim 27
Dependent Claim
16 words
A process in accordance with claim 1 wherein a mixture of 1,3-diiminoisoindolene and o-phthalonitrile is selected.
Claim 28
Dependent Claim
30 words
A process in accordance with claim 1 wherein the organic solvent for preparation of the precursor is N-methylpyrrolidone and the organic solvent for the conversion to Type V is N,N-dimethylformamide.
Claim 29
Dependent Claim
15 words
A process in accordance with claim 8 wherein the chlorine level is about 0.03 percent.
Claim 30
Dependent Claim
12 words
A process in accordance with claim 6 wherein the solvent is N-methylpyrrolidone.
References Cited (Backward Citations)
JPH01221459A
Cited
US5166339A
Cited
US5189156A
Cited
US5189155A
Cited
GB2255980A
Cited
US5182382A
Cited
US5302710A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1998-12-04 | 1999-06-05 | 1999-12-05 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 2002-12-04 | 2003-06-05 | 2003-12-05 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2006-12-04 | 2007-06-05 | 2007-12-05 | $7700.00 | Window Closed / Lapsed |