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US3673178A
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Process for preparing 2-{8 2-(arylamino)-vinyl{9 -1-(lower alkyl)-3-h-indolium salt dyes
Assignee: Honeywell International Inc
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Filing: 1969-11-14
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Granted: 1972-06-27
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Expires: 1989-11-14
Abstract
Abstract Production of water-soluble cationic dyes by reaction of 1-lower alkyl- Delta 2, -indolineacetaldehydes, primary and secondary aromatic amines and orthophosphoric acid in an inert watermiscible organic solvent. This improved process provides a substantially quantitative product yield while avoiding addition of dye-precipitating agent to the reaction mass.
Inventors
- 👤 Floyd L Tewksbury Jr
- 👤 Walter R Demler
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-07 20:50
CPC Classifications
C; C09; C09B; C09B23/00; C09B23/16; C09B23/162; C09B23/164
Claims Analysis
Total Claims: 15
Claim 1
Independent Claim
24 words
The process as defined in claim 1 wherein the water-miscible organic solvent is selected from lower aliphatic and cycloaliphatic ketones, ethers, and monohydric alcohols.
Claim 2
Dependent Claim
19 words
The process as defined in claim 2 wherein said 1-lower alkyl-Delta 2, -indolineacetaldehyde is 1,3,3-tris(lower alkyl) Delta 2, -indolineacetaldehyde.
Claim 3
Dependent Claim
19 words
The process as defined in claim 2 wherein said 1,3,3-tris(lower alkyl)- Delta 2, -indolineacetaldehyde is 1,3,3-trimethyl- Delta 2, -indolineacetaldehyde.
Claim 4
Dependent Claim
16 words
The process as defined in claim 2 wherein said aromatic amine is a primary aromatic amine.
Claim 5
Dependent Claim
16 words
The process as defined in claim 2 wherein said aromatic amine is of the benzene series.
Claim 6
Dependent Claim
18 words
The process as defined in claim 2 wherein said reaction solvent is miscible with water in all proportions.
Claim 7
Dependent Claim
23 words
The process as defined in claim 7 wherein said reaction solvent is a lower aliphatic monohydric alcohol of one to three carbon atoms.
Claim 8
Dependent Claim
22 words
The process as defined in claim 2 wherein the weight ratio of said reaction solvent to reactants is at least about 1:1.
Claim 9
Dependent Claim
17 words
The process as defined in claim 9 wherein said weight ratio is from about 1.2:1 to 2.5:1.
Claim 10
Dependent Claim
33 words
The process as defined in claim 4 wherein the aromatic amine is p-anisidine,, the reaction solvent is ethanol, and the weight ratio of said ethanol to the reactants is at least about 1:1.
Claim 11
Dependent Claim
34 words
The process as defined in claim 4 wherein said aromatic amine is 2,4 dimethoxyaniline, the reaction solvent is ethanol and the weight ratio of said ethanol to the reactants is at least about 1:1.
Claim 12
Dependent Claim
33 words
The process as defined in claim 4 wherein said aromatic amine is p-chloroaniline, the reaction solvent is ethanol, and the weight ratio of said ethanol to the reactants is at least about 1:1.
Claim 13
Dependent Claim
33 words
The process as defined in claim 4 wherein said aromatic amine is 2,3-dihydroindole, the reaction solvent is anhydrous ethanol, and the weight ratio of ethanol to the reactants is at least about 1:1.
Claim 14
Dependent Claim
32 words
The process as defined in claim 4 wherein said aromatic amine is 1,2,3,4-tetrahydroquinoline, the reaction solvent is isopropanol, and the weight ratio of isopropanol to the reactants is at least about 1:1.
Claim 15
Dependent Claim
19 words
The process as defined in claim 2 in which the orthophosphoric acid is aqueous 85 weight percent orthophosphoric acid.
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) | 1975-06-27 | 1975-12-27 | 1976-06-27 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1979-06-27 | 1979-12-27 | 1980-06-27 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1983-06-27 | 1983-12-27 | 1984-06-27 | $7700.00 | Window Closed / Lapsed |