US4110358A
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Ampholytic quaternary ammonium compounds and methods for their preparation
Assignee: CAPITAL CITY PRODUCTS COMPANY (A WHOLLY OWNED SUBSIDIARY OF STOKELY-VAN CAMP INC)
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Filing: 1976-05-24
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Granted: 1978-08-29
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Expires: 1996-05-24
Abstract
Abstract Ampholytic quaternary ammonium compounds according to the formula: <IMAGE> where R, R1 and R2 each is an alkyl group containing a carbon chain of from 1 to 22 carbon atoms, R3 is H, CH3 or CH3 CH2, R4 is H or CH3, and X is COOH, CN, CHO, or COOCH3 and methods for preparing such compounds wherein a tertiary amine is reacted with an alpha , beta unsaturated compound to produce an intermediate reaction product and this intermediate reaction product is reacted with an alkylene oxide to produce the ampholytic quaternary ammonium compound.
Inventors
- 👤 John B. Braunwarth
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-24 03:34
CPC Classifications
A; A61; A61K; A61K8/00; A61K8/18; A61K8/30; A61K8/40; A61K8/44; A61Q; A61Q19/00; A61Q19/10; A61Q9/00; A61Q9/02
Claims Analysis
Total Claims: 24
Claim 1
Independent Claim
62 words
An ampholytic quaternary ammonium compound having the structure: ##STR7## where R, R 1 and R 2 each is an alkyl group containing a carbon chain of from 1 to 22 carbon atoms, R 3 is H, CH 3 or CH 3 CH 2 , R 4 is H or CH 3 , and X is COOH, CN, CHO, or COOCH 3 .
Claim 2
Dependent Claim
62 words
An ampholytic quaternary ammonium compound having the structure: ##STR7## where R, R 1 and R 2 each is an alkyl group containing a carbon chain of from 1 to 22 carbon atoms, R 3 is H, CH 3 or CH 3 CH 2 , R 4 is H or CH 3 , and X is COOH, CN, CHO, or COOCH 3 .
Claim 3
Dependent Claim
29 words
A compound as set forth in claim 1 where R is an alkyl group derived from coconut oil and R 1 and R 2 are each CH 3 .
Claim 4
Dependent Claim
27 words
A compound as set forth in claim 1 where R is CH 3 and R 1 and R 2 are each an alkyl group derived from tallow.
Claim 5
Dependent Claim
13 words
A compound as set forth in claim 1 where R 3 is H.
Claim 6
Dependent Claim
13 words
A compound as set forth in claim 1 where R 4 is H.
Claim 7
Dependent Claim
12 words
A compound as set forth in claim 1 where X is COOH.
Claim 8
Dependent Claim
12 words
A compound as set forth in claim 1 where X is CN.
Claim 9
Dependent Claim
15 words
A compound as set forth in claim 1 where X is COO CH 3 .
Claim 10
Dependent Claim
65 words
A process for preparing an ampholytic compound comprising mixing a tertiary amine having the formula ##STR8## where R, R 1 and R 2 each is alkyl and has from 1-22 carbon atoms, with an α, β unsaturated compound which has a conjugated system to produce an intermediate reaction product, and mixing with said intermediate product an alkaline oxide to produce an ampholytic quaternary ammonium compound.
Claim 11
Dependent Claim
65 words
A process for preparing an ampholytic compound comprising mixing a tertiary amine having the formula ##STR8## where R, R 1 and R 2 each is alkyl and has from 1-22 carbon atoms, with an α, β unsaturated compound which has a conjugated system to produce an intermediate reaction product, and mixing with said intermediate product an alkaline oxide to produce an ampholytic quaternary ammonium compound.
Claim 12
Dependent Claim
17 words
A process as set forth in claim 9 in which said α,β unsaturated compound is acrylic acid.
Claim 13
Dependent Claim
17 words
A process as set forth in claim 9 in which said α,β unsaturated compound is crotonic acid.
Claim 14
Dependent Claim
17 words
A process as set forth in claim 9 in which said α,β unsaturated compound is maleic acid.
Claim 15
Dependent Claim
35 words
A process as set forth in claim 9 in which one of the alkyl groups attached to the nitrogen atom of said amine has a carbon chain length of from 10 to 14 carbon atoms.
Claim 16
Dependent Claim
16 words
A process as set forth in claim 9 in which said alkylene oxide is ethylene oxide.
Claim 17
Dependent Claim
16 words
A process as set forth in claim 9 in which said alkylene oxide is propylene oxide.
Claim 18
Dependent Claim
32 words
A process as set forth in claim 9 in which said amine, said α,β unsaturated compound and said alkylene oxide are in the molar proportions of about one to one to one.
Claim 19
Dependent Claim
16 words
A process as set forth in claim 9 in which said α,β unsaturated compound is acrylonitrile.
Claim 20
Dependent Claim
30 words
A process as set forth in claim 9 in which said alkylene oxide is stirred with said intermediate reaction product at a temperature of about 140° F to 230° F.
Claim 21
Dependent Claim
25 words
A process as set forth in claim 9 in which a solvent is present when said alkylene oxide is mixed with said intermediate reaction product.
Claim 22
Dependent Claim
14 words
A process as set forth in claim 19 in which said solvent is water.
Claim 23
Dependent Claim
58 words
An ampholytic quaternary ammonium compound having the structure: ##STR9## where R 3 is H, CH 3 or CH 3 CH 2 , R 4 is H or CH 3 , X is COOH, CN, CHO or COOCH 3 , and J is an alkyl group having a chain of 1-22 carbon atoms and is derived from coconut oil.
Claim 24
Dependent Claim
58 words
An ampholytic quaternary ammonium compound having the structure: ##STR9## where R 3 is H, CH 3 or CH 3 CH 2 , R 4 is H or CH 3 , X is COOH, CN, CHO or COOCH 3 , and J is an alkyl group having a chain of 1-22 carbon atoms and is derived from coconut oil.
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) | 1981-08-28 | 1982-02-27 | 1982-08-29 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1985-08-28 | 1986-02-27 | 1986-08-29 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1989-08-28 | 1990-02-27 | 1990-08-29 | $7700.00 | Window Closed / Lapsed |