US4180663A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Methine dye synthesis
Assignee: BASF Corp
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Filing: 1979-03-12
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Granted: 1979-12-25
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Expires: 1999-03-12
Abstract
Abstract A process for the preparation of a disperse methine dye containing at least one dicyanomethylidene group comprising the steps of (A) preparing an anhydrous solution of an aldehyde formed by contacting an aromatic amine, 1,2,3,4-tetrahydroquinoline or benzomorpholine compound capable of undergoing the Vilsmeier-Haack reaction with POCl 3 and a N,N-di-alkylformamide wherein the alkyl moiety is 1-4 carbon atoms; (B) subsequently adding to said solution at least one equivalent of cyanoacetamide based on the equivalents of aldehyde formed in (A), thereby forming a reaction mixture of aldehyde and in situ generated malononitrile; and (C) adjusting the pH of the solution to a point sufficient for the condensation of the aldehyde and in situ generated malononitrile to occur thereby producing a disperse methine dye.
Inventors
- 👤 Mark D. Frishberg
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-04 00:32
CPC Classifications
C; C07; C07C; C07C255/00; C07D; C07D215/00; C07D215/02; C07D215/04; C07D265/00; C07D265/28; C07D265/34; C07D265/36; C09; C09B; C09B23/00; C09B23/14; C09B23/143; C09B23/145
Claims Analysis
Total Claims: 9
Claim 1
Independent Claim
129 words
Process for the preparation of a disperse methine dye containing at least one dicyanomethylidene group comprising the steps of (A) preparing an anhydrous solution of an aldehyde formed by contacting an aromatic amine, 1,2,3,4-tetrahydroquinoline or benzomorpholine compound capable of undergoing the Vilsmeier-Haack reaction with POCl 3 and a dialkylformamide wherein the alkyl moiety is 1-4 carbon atoms; (B) subsequently adding to said solution at about 15° C. to about 40° C., at least one equivalent of cyanoacetamide based on the equivalents of aldehyde formed in (A), thereby forming a reaction mixture of aldehyde and in situ generated malonitrile; and (C) adjusting the pH of the solution to a point sufficient for the condensation of the aldehyde and in situ generated malononitrile to occur thereby producing a disperse methine dye.
Claim 2
Dependent Claim
129 words
Process for the preparation of a disperse methine dye containing at least one dicyanomethylidene group comprising the steps of (A) preparing an anhydrous solution of an aldehyde formed by contacting an aromatic amine, 1,2,3,4-tetrahydroquinoline or benzomorpholine compound capable of undergoing the Vilsmeier-Haack reaction with POCl 3 and a dialkylformamide wherein the alkyl moiety is 1-4 carbon atoms; (B) subsequently adding to said solution at about 15° C. to about 40° C., at least one equivalent of cyanoacetamide based on the equivalents of aldehyde formed in (A), thereby forming a reaction mixture of aldehyde and in situ generated malonitrile; and (C) adjusting the pH of the solution to a point sufficient for the condensation of the aldehyde and in situ generated malononitrile to occur thereby producing a disperse methine dye.
Claim 3
Dependent Claim
13 words
Process of claim 1 wherein the aldehyde is formed from an aromatic amine.
Claim 4
Dependent Claim
13 words
Process of claim 1 wherein the aldehyde is formed from a 1,2,3,4-tetrahydroquinoline compound.
Claim 5
Dependent Claim
13 words
Process of claim 1 wherein the aldehyde is formed from a benzomorpholine compound.
Claim 6
Dependent Claim
9 words
Process of claim 1 wherein the dialkylformamide is dimethylformamide.
Claim 7
Dependent Claim
9 words
Process of claim 2 wherein the dialkylformamide is dimethylformamide.
Claim 8
Dependent Claim
9 words
Process of claim 3 wherein the dialkylformamide is dimethylformamide.
Claim 9
Dependent Claim
9 words
Process of claim 4 wherein the dialkylformamide is dimethylformamide.
References Cited (Backward Citations)
US3398152A
Cited
US3917604A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1982-12-24 | 1983-06-25 | 1983-12-25 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1986-12-24 | 1987-06-25 | 1987-12-25 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1990-12-24 | 1991-06-25 | 1991-12-25 | $7700.00 | Window Closed / Lapsed |