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US3715324A
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Insoluble polymeric diazonium salt chromogen
Assignee: Individual
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Filing: 1971-10-18
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Granted: 1973-02-06
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Expires: 1991-10-18
Abstract
Abstract A novel insoluble polymeric diazonium salt chromogen consisting of a diazotized aromatic polyamine bound by an amide linkage to a cation exchange resin can be prepared by reacting a cation exchange resin containing carboxylic acid groups or salts of such carboxylic acid groups with a halogenating agent to convert some of the resin carboxylic acid groups or salts of such acid groups to acyl halide groups, reacting the resulting acyl halide groups with an aromatic polyamine to form a resin containing amide linkages and free aromatic amino groups, and then diazotizing the free aromatic amino groups. The resulting insoluble chromogen can be used to detect coupling compounds by forming colored reaction products with such coupling compounds. This chromogen can also be used to detect enzyme activity wherein the enzyme catalyzes a reaction with a suitable substrate to release a coupling compound which will form a colored reaction product with the insoluble chromogen.
Inventors
- 👤 M Krall
- 👤 B Hynes
- 👤 G Krall
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-05 17:04
CPC Classifications
C; C11; C11D; C11D3/00; C11D3/16; C11D3/37; C11D3/3703; C11D3/373; C11D1/00; C11D1/02; C11D1/34; C11D1/345; C11D1/66; C11D1/72; C11D3/0005; C11D3/0057; C11D3/02; C11D3/04; C11D3/06; C11D3/26; C11D3/30
Claims Analysis
Total Claims: 7
Claim 1
Independent Claim
120 words
An insoluble polymeric diazonium salt chromogen having a coupling power from 4.25 to about 350 milligrams of naphthol per gram of chromogen as measured by Method A or Method B of the above specification consisting essentially of an insoluble cation exchange polymeric resin having reactive groups selected from the class consisting of carboxylic acid groups, potassium salts of such acid groups, and sodium salts of such acid groups attached to the resin and wherein a sufficient amount of the reactive groups are each individually bonded through an acyl-amide linkage to the diazotized form of a carbocyclic aromatic diamine moiety derived from a compound selected from the class consisting of benzidine, o-tolidine, 0-dianisidine, phenylenediamine and 2-chloro-1,4-diaminobenzene to achieve such coupling power.
Claim 2
Dependent Claim
120 words
An insoluble polymeric diazonium salt chromogen having a coupling power from 4.25 to about 350 milligrams of naphthol per gram of chromogen as measured by Method A or Method B of the above specification consisting essentially of an insoluble cation exchange polymeric resin having reactive groups selected from the class consisting of carboxylic acid groups, potassium salts of such acid groups, and sodium salts of such acid groups attached to the resin and wherein a sufficient amount of the reactive groups are each individually bonded through an acyl-amide linkage to the diazotized form of a carbocyclic aromatic diamine moiety derived from a compound selected from the class consisting of benzidine, o-tolidine, 0-dianisidine, phenylenediamine and 2-chloro-1,4-diaminobenzene to achieve such coupling power.
Claim 3
Dependent Claim
15 words
A chromogen according to claim 1 wherein the cation exchange resin contains carboxylic acid groups.
Claim 4
Dependent Claim
18 words
A chromogen according to claim 1 wherein the cation exchange resin contains sodium salts of carboxylic acid groups.
Claim 5
Dependent Claim
36 words
A chromogen according to claim 1 having a coupling power, as measured by Method A or Method B of the above specification, of from about 25 to about 45 milligrams of naphthol per gram of chromogen.
Claim 6
Dependent Claim
36 words
A chromogen according to claim 1 having a coupling power, as measured by Method A or Method B of the above specification, of from about 190 to about 350 milligrams of naphthol per gram of chromogen.
Claim 7
Dependent Claim
201 words
A process for the preparation of an insoluble polymeric diazonium salt chromogen according to claim 1 which comprises reacting An insoluble cation exchange resin having reactive groups selected from the class consisting of carboxylic acid groups, potassium salts of such acid groups, and sodium salts of such acid groups attached to the resin with a halogenating agent to form acyl halide groups containing from 0.2 to 2.37 milliequivalents of acyl halide per gram of resin, reacting the resulting acyl halide groups with a carbocyclic aromatic diamine selected from the class consisting of benzidine, o-tolidine, o-dianisidine, phenylenediamine, and 2-chloro-1,4-diaminobenzene to form a resin having a sufficient amount of the reactive groups attached thereto each individually bonded through an acyl-amide linkage to a carbocyclic aromatic diamine moiety derived from a compound selected from the class consisting of benzidine, o-tolidine, o-dianisidine, phenylenediamine, and 2-chloro-1,4-diaminobenzene, said moiety having a free amino group, to subsequently achieve a coupling power from 4.25 to about 350 milligrams of naphthol per gram of chromogen as measured by Method A or Method B of the above specification, and diazotizing the free amino group of each said moiety to produce the insoluble polymeric diazonium salt chromogen having the above coupling power.
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) | 1976-02-06 | 1976-08-07 | 1977-02-06 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1980-02-06 | 1980-08-07 | 1981-02-06 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1984-02-06 | 1984-08-07 | 1985-02-06 | $7700.00 | Window Closed / Lapsed |