US4284774A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Sulfoarylated nigrosine dye and use in jet-printing inks
Assignee: Wyeth Holdings LLC
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Filing: 1979-11-07
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Granted: 1981-08-18
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Expires: 1999-11-07
Abstract
Abstract Nigrosine base is aryl sulfonated to produce a dye useful in jet-printing inks.
Inventors
- 👤 Bennett G. Buell
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-26 12:47
CPC Classifications
C; C09; C09D; C09D11/00; C09D11/30; C09D11/32; C09D11/328; C09B; C09B17/00; C09B17/02; C09B56/00; C09B59/00
Claims Analysis
Total Claims: 11
Claim 1
Independent Claim
36 words
Nigrosine base aryl monosulfonate containing at least about 0.5 aryl monosulfonate groups of the structure --Ar--SO 3 A wherein Ar is aryl and A is hydrogen or alkali metal per effective formula weight of nigrosine base.
Claim 2
Dependent Claim
36 words
Nigrosine base aryl monosulfonate containing at least about 0.5 aryl monosulfonate groups of the structure --Ar--SO 3 A wherein Ar is aryl and A is hydrogen or alkali metal per effective formula weight of nigrosine base.
Claim 3
Dependent Claim
11 words
The monosulfonate of claim 1 wherein the aryl group is phenyl.
Claim 4
Dependent Claim
13 words
The monosulfonate of claims 1 or 2 wherein A is an alkali metal.
Claim 5
Dependent Claim
22 words
The monosulfonate of claim 1 wherein about 0.55 to 1.0 aryl monosulfonate groups are present per effective formula weight of nigrosine base.
Claim 6
Dependent Claim
22 words
The monosulfonate of claim 1 wherein about 0.6 to 0.8 aryl monosulfonate groups are present per effective formula weight of nigrosine base.
Claim 7
Dependent Claim
16 words
The monosulfonate of claim 1 wherein the aryl monosulfonate group is a sodium phenyl sulfonate group.
Claim 8
Dependent Claim
129 words
A process for preparing the compound of claim 1 comprising adding about 0.5 to 2 relative molecular proportions of a diazonium compound of an aromatic amine of the formula H.sub.2 N--Ar--SO.sub.3 H wherein Ar is aryl to each effective formula weight of nigrosine base in the presence of a cyclic nitrogen-containing base at about 0° to 20° C. for about 1/2 to 3 hours, stirring the reaction solution at about 0° to 20° C. for an additional 1 to 10 hours, raising the pH to about 10 by adding an alkali base, removing the nitrogen-containing base, and either (a) acidifying to a pH of about 1 and recovering the resultant acid precipitate or (b) treating with an alkali metal salt to precipitate the product as an alkali metal salt.
Claim 9
Dependent Claim
26 words
The process of claim 7 wherein the aromatic amine is selected from the group consisting essentially of sulfanilic acid, metanilic acid, orthanilic acid, and mixtures thereof.
Claim 10
Dependent Claim
12 words
The process of claim 7 wherein the cyclic nitrogen-containing base is pyridine.
Claim 11
Dependent Claim
36 words
The process of claim 7 wherein the addition is at a temperature of about 8° to 15° C. for about 2 hours, the stirring is at a temperature of about 10° C. for about 1 hour.
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) | 1984-08-17 | 1985-02-16 | 1985-08-18 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1988-08-17 | 1989-02-16 | 1989-08-18 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1992-08-17 | 1993-02-16 | 1993-08-18 | $7700.00 | Window Closed / Lapsed |