US4299771A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Process for producing anthraquinone compounds
Assignee: Sumitomo Chemical Co Ltd
•
Filing: 1980-10-16
•
Granted: 1981-11-10
•
Expires: 2000-10-16
Abstract
Abstract In a process for producing an anthraquinone dye intermediate, 1,4-diamino-2,3-dicyanoanthraquinone, by reacting 1,4-diaminoanthraquinone-2-sulfonic acid, a salt thereof, 1,4-diaminoanthraquinone-2-cyanoanthraquinone, 1,4-diamino-2,3-disulfonic acid, or a salt thereof with a cyanogenating agent in an aqueous medium, the yield and quality of the product can be improved markedly by carrying out the reaction in the presence of a quaternary ammonium compound, and further, depending upon the starting material used, in the presence or absence of a dehydrogenating agent.
Inventors
- 👤 Akira Takeshita
- 👤 Kaneo Yokoyama
- 👤 Makoto Hattori
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-24 23:06
CPC Classifications
C; C07; C07C; C07C255/00; C07C255/49; C07C255/58
Claims Analysis
Total Claims: 16
Claim 1
Independent Claim
46 words
A process for producing 1,4-diamino-2,3-dicyanoanthraquinone, which comprises reacting 1,4-diaminoanthraquinone-2-sulfonic acid or a salt thereof, 1,4-diamino-2-cyanoanthraquinone, or 1,4-diaminoanthraquinone-2,3-disulfonic acid or a salt thereof with a cyanogenating agent in an aqueous medium, in the presence or absence of a dehydrogenating agent, with use of a quaternary ammonium compound.
Claim 2
Dependent Claim
46 words
A process for producing 1,4-diamino-2,3-dicyanoanthraquinone, which comprises reacting 1,4-diaminoanthraquinone-2-sulfonic acid or a salt thereof, 1,4-diamino-2-cyanoanthraquinone, or 1,4-diaminoanthraquinone-2,3-disulfonic acid or a salt thereof with a cyanogenating agent in an aqueous medium, in the presence or absence of a dehydrogenating agent, with use of a quaternary ammonium compound.
Claim 3
Dependent Claim
28 words
A process according to claim 1, wherein the reaction is carried out using 1,4-diaminoanthraquinone-2-sulfonic acid or a salt thereof, or 1,4-diamino-2-cyanoanthraquinone in the presence of a dehydrogenating agent.
Claim 4
Dependent Claim
26 words
A process according to claim 1, wherein the reaction is carried out using 1,4-diaminoanthraquinone-2,3-disulfonic acid or a salt thereof in the absence of a dehydrogenating agent.
Claim 5
Dependent Claim
39 words
A process according to claim 1, wherein the quaternary ammonium compound is at least one member selected from the group consisting of lower alkyl quaternary ammonium compounds, higher alkyl quaternary ammonium compounds, trialkylbenzylammonium compounds, N-alkylpyridinium compounds, and N-alkylpicolinium compounds.
Claim 6
Dependent Claim
17 words
A process according to claim 1, wherein the quaternary ammonium compound is at least one trialkylbenzylammonium compound.
Claim 7
Dependent Claim
32 words
A process according to claim 1, wherein the amount of said quaternary ammonium compound used is 2-90% by weight based on the total weight of the quaternary ammonium compound and aqueous medium.
Claim 8
Dependent Claim
33 words
A process according to claim 5, wherein the amount of said trialkylbenzylammonium compound used is from 2 to 80% by weight based on the total weight of quaternary ammonium compound and aqueous medium.
Claim 9
Dependent Claim
36 words
A process according to claim 4, wherein the amount of said lower alkyl quaternary ammonium compound used is from 30 to 80% by weight based on the total weight of quaternary ammonium compound and aqueous medium.
Claim 10
Dependent Claim
36 words
A process according to claim 4, wherein the amount of said higher alkyl quaternary ammonium compound used is from 10 to 90% by weight based on the total weight of quarternary ammonium compound and aqueous medium.
Claim 11
Dependent Claim
36 words
A process according to claim 4, wherein the amount of said N-alkylpyridinium compound or N-alkylpicolinium compound used is from 2 to 50% by weight based on the total weight of quaternary ammonium compound and aqueous medium.
Claim 12
Dependent Claim
24 words
A process according to claim 1, wherein the cyanogenating agent is sodium cyanide, potassium cyanide, ammonium cyanide, magnesium cyanide, calcium cyanide or acetone cyanohydrin.
Claim 13
Dependent Claim
19 words
A process according to claim 1, wherein the reaction is carried out at a temperature of about 40°-100° C.
Claim 14
Dependent Claim
18 words
A process according to claim 1, wherein the reaction is carried out within the pH range of 8-11.
Claim 15
Dependent Claim
24 words
A process according to claim 1, wherein the cyanogenating agent is used in an amount of 1.0 to 5.0 moles per mole of 1,4-diamino-2-cyanoanthraquinone.
Claim 16
Dependent Claim
28 words
A process according to claim 1, wherein the cyanogenating agent is used in an amount of 2.0 to 10 moles per mole of 1,4-diaminoanthraquinone-2-sulfonic acid or 1,4-diaminoanthraquinone-2,3-disulfonic acid.
References Cited (Backward Citations)
DE935669C
Cited
DE1108704B
Cited
SU148066A1
Cited
US3203751A
Cited
US4042605A
Cited
GB1541497A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1984-11-09 | 1985-05-11 | 1985-11-10 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1988-11-09 | 1989-05-11 | 1989-11-10 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1992-11-09 | 1993-05-11 | 1993-11-10 | $7700.00 | Window Closed / Lapsed |