US4265810A
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US
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Process for recovering zwitterionic diazonium salts by aggregation
Assignee: EIDP Inc
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Filing: 1980-06-06
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Granted: 1981-05-05
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Expires: 2000-06-06
Abstract
Abstract Zwitterionic diazonium salts, derived from aromatic amines, are aggregated by: (a) diazotizing said amine to a zwitterionic diazonium salt in the presence of a cationic surfactant or (b) diazotizing said amine and thereafter treating the resulting zwitterionic diazonium salt with a cationic surfactant, so as to give particles of the diazonium salts which are readily separable from the liquid mass in which they are formed.
Inventors
- 👤 Donald L. Bauman
- 👤 Masuo Toji
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-08 17:36
CPC Classifications
C; C07; C07D; C07D233/00; C07D233/54; C07D233/56; C07D233/60
Claims Analysis
Total Claims: 23
Claim 1
Independent Claim
196 words
A process for recovering solid zwitterionic diazonium salts derived from diazotizable aromatic amines capable of forming zwitterionic diazonium salts which consists essentially in: (a) diazotizing said amine to a zwitterionic diazonium salt in the presence of a cationic surfactant or (b) diazotizing said amine and thereafter treating the resulting zwitterionic diazonium salt with a cationic surfactant, said cationic surfactant being (1) an ammonium compound of the formula: ##STR8## wherein R 1 -R 4 are alkyl containing 1-18 carbons, alkenyl containing 8-18 carbons, or benzyl; at least one of R 1 -R 4 is a C 10 -C 18 alkyl or alkenyl; provided that no more than one of R 1 -R 4 is benzyl; R 5 -R 9 are hydrogen or R 10 CO--, at least two thereof being R 10 CO--; R 10 is alkyl or alkenyl containing 11-17 carbons; R 11 and R 12 are C 1 -C 4 alkyl; R 13 is a bivalent alkylene having 2 to 6 carbons; m is 0 to 2; n is 0 or 1; and X.sup.⊖ an anion; or (2) imidazolium compounds of the formula: ##STR9## wherein R 14 is a C 15 -C 17 aliphatic hydrocarbon.
Claim 2
Dependent Claim
196 words
A process for recovering solid zwitterionic diazonium salts derived from diazotizable aromatic amines capable of forming zwitterionic diazonium salts which consists essentially in: (a) diazotizing said amine to a zwitterionic diazonium salt in the presence of a cationic surfactant or (b) diazotizing said amine and thereafter treating the resulting zwitterionic diazonium salt with a cationic surfactant, said cationic surfactant being (1) an ammonium compound of the formula: ##STR8## wherein R 1 -R 4 are alkyl containing 1-18 carbons, alkenyl containing 8-18 carbons, or benzyl; at least one of R 1 -R 4 is a C 10 -C 18 alkyl or alkenyl; provided that no more than one of R 1 -R 4 is benzyl; R 5 -R 9 are hydrogen or R 10 CO--, at least two thereof being R 10 CO--; R 10 is alkyl or alkenyl containing 11-17 carbons; R 11 and R 12 are C 1 -C 4 alkyl; R 13 is a bivalent alkylene having 2 to 6 carbons; m is 0 to 2; n is 0 or 1; and X.sup.⊖ an anion; or (2) imidazolium compounds of the formula: ##STR9## wherein R 14 is a C 15 -C 17 aliphatic hydrocarbon.
Claim 3
Dependent Claim
12 words
The process of claim 1 wherein said amine is dehydrothio-p-toluidine sulfonic acid.
Claim 4
Dependent Claim
11 words
The process of claim 1 wherein said amine is 2-aminobenzothiazole-6-sulfonic acid.
Claim 5
Dependent Claim
11 words
The process of claim 1 wherein said amine is 4-aminoazobenzene-4'-sulfonic acid.
Claim 6
Dependent Claim
12 words
The process of claim 1 wherein said amine is 2,5-dichloroaniline sulfonic acid.
Claim 7
Dependent Claim
11 words
The process of claim 1 wherein said amine is 3-methoxy-4-aminoazobenzene-3'-sulfonic acid.
Claim 8
Dependent Claim
24 words
The process of claim 1, 2, 3, 4, 5 or 6 wherein said diazotization is carried out in the presence of said cationic surfactant.
Claim 9
Dependent Claim
24 words
The process of claim 1, 2, 3, 4, 5 or 6 wherein said amine is first diazotized and thereafter treated with said cationic surfactant.
Claim 10
Dependent Claim
20 words
The process of claim 1 wherein two of R 1 -R 4 are C 16 -C 18 alkyl or alkenyl.
Claim 11
Dependent Claim
12 words
The process of claim 9 wherein said amine is dehydrothio-p-toluidine sulfonic acid.
Claim 12
Dependent Claim
11 words
The process of claim 9 wherein said amine is 2-aminobenzothiazole-6-sulfonic acid.
Claim 13
Dependent Claim
11 words
The process of claim 9 wherein said amine is 4-aminoazobenzene-4'-sulfonic acid.
Claim 14
Dependent Claim
12 words
The process of claim 9 wherein said amine is 2,5-dichloroaniline sulfonic acid.
Claim 15
Dependent Claim
11 words
The process of claim 9 wherein said amine is 3-methoxy-4-aminoazobenzene-3'-sulfonic acid.
Claim 16
Dependent Claim
24 words
The process of claim 9, 10, 11, 12, 13 or 14 wherein said diazotization is carried out in the presence of said cationic surfactant.
Claim 17
Dependent Claim
24 words
The process of claim 9, 10, 11, 12, 13 or 14 wherein said amine is first diazotized and thereafter treated with said cationic surfactant.
Claim 18
Dependent Claim
46 words
The process of claim 1, 2, 3, 4, 5 or 6 wherein said surfactant is a quaternary ammonium compound represented by the formula: [CH.sub.3 CH(OR)CH.sub.2 ].sub.2 NCH.sub.2 CH.sub.2 N[CH.sub.2 CH(OR)CH.sub.3 ].sub.2 wherein about two of the R groups are hydrogen and about two thereof are oleyl.
Claim 19
Dependent Claim
19 words
The process of claim 1, 2, 3, 4, 5 or 6 wherein said surfactant is di(hydrogenated tallow)dimethyl ammonium chloride.
Claim 20
Dependent Claim
24 words
The process of claim 1, 2, 3, 4, 5 or 6 wherein said surfactant is dimethylalkyl (C 10 -C 18 ) benzyl ammonium chloride.
Claim 21
Dependent Claim
24 words
The process of claim 1, 2, 3, 4, 5 or 6 wherein said surfactant is methyl (1) soya amidoethyl (2) soya imidazolium methyl sulfate.
Claim 22
Dependent Claim
23 words
The process of claim 1, 2, 3, 4, 5 or 6 wherein said surfactant is methyl (1) oleylamidoethyl (2) oleyl imidazolium methyl sulfate.
Claim 23
Dependent Claim
35 words
The process of claim 1, 2, 3, 4, 5 or 6 wherein said surfactant is a compound represented by the formula: ##STR10## wherein about two of R are hydrogen and the remainder thereof are stearyl.
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) | 1984-05-04 | 1984-11-03 | 1985-05-05 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1988-05-04 | 1988-11-03 | 1989-05-05 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1992-05-04 | 1992-11-03 | 1993-05-05 | $7700.00 | Window Closed / Lapsed |