Patent US4301044A successfully refreshed from Google Patents.
US4301044A
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Biodegradable zwitterionic surfactant compounds
Assignee: Procter and Gamble Co
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Filing: 1980-01-22
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Granted: 1981-11-17
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Expires: 2000-01-22
Abstract
Abstract Zwitterionic surfactant compounds are made readily biodegradable in the environment by the inclusion of a biochemically and/or hydrolytically labile chemical linkage located between the cationic and anionic charge centers of the compounds and anywhere from the second to the tenth atom distant from the cationic charge center. The biodegradable linkage is preferably an ester or amide. The alkoxylated zwitterionic surfactants herein exhibit outstanding particulate soil removal performance and are also effective in removing oily soils from fabrics, in addition to being readily biodegradable. Also described are detergent compositions containing the zwitterionic surfactants, and, optionally containing cosurfactants and detergent builders.
Inventors
- 👤 George E. Wentler
- 👤 Joseph McGrady
- 👤 Eugene P. Gosselink
- 👤 William A. Cilley
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-25 04:21
CPC Classifications
C; C11; C11D; C11D1/00; C11D1/88; C11D1/90; C11D1/92
Claims Analysis
Total Claims: 20
Claim 1
Independent Claim
273 words
A compound of the formula ##STR44## wherein R 1 is selected from the group consisting of straight chain, branched chain or cyclic C 1 -C 30 alkyl, hydroxyalkyl, alkenyl and hydroxyalkenyl moieties and alkaryl moieties in which the alkyl group has 6-24 carbon atoms; R 2 and R 3 are each selected from the group consisting of straight chain, branched chain or cyclic C 1 -C 30 alkyl, hydroxyalkyl, alkenyl and hydroxyalkenyl moieties, alkaryl moieties in which the alkyl group has 6-24 carbon atoms, and C 2 -C 4 alkylene oxide having from 1 to 5 alkyleneoxy units; R 4 is an alkylene, hydroxyalkylene, alkylene oxide, alkenylene, arylene, or alkarylene group, provided that A is no more than 10 atoms from M; each A is the cationic charge center ##STR45## m is 1 or 2, but can only be 2 when an additional R 5 group separates the A structures; R 5 is a C 1 -C 10 alkylene, hydroxyalkylene, alkenylene, arylene, or alkarylene group; each n is independently 0 or 1; R 6 is selected from the group consisting of straight chain, branched chain or cyclic C 1 -C 30 alkyl, hydroxyalkyl, alkenyl and hydroxyalkenyl moieties and alkaryl moieties in which the alkyl group has 6-24 carbon atoms; R 7 is a C 2 -C 4 alkylene group or mixtures thereof; y is from 3 to 100; and X is sulfate, sulfonate or carboxylate; provided that the above groups are selected such that R 1 , R 2 , R 3 and R 6 , together, contain from 12 to 50 carbon atoms and no peroxy linkages are present in the compound.
Claim 2
Dependent Claim
273 words
A compound of the formula ##STR44## wherein R 1 is selected from the group consisting of straight chain, branched chain or cyclic C 1 -C 30 alkyl, hydroxyalkyl, alkenyl and hydroxyalkenyl moieties and alkaryl moieties in which the alkyl group has 6-24 carbon atoms; R 2 and R 3 are each selected from the group consisting of straight chain, branched chain or cyclic C 1 -C 30 alkyl, hydroxyalkyl, alkenyl and hydroxyalkenyl moieties, alkaryl moieties in which the alkyl group has 6-24 carbon atoms, and C 2 -C 4 alkylene oxide having from 1 to 5 alkyleneoxy units; R 4 is an alkylene, hydroxyalkylene, alkylene oxide, alkenylene, arylene, or alkarylene group, provided that A is no more than 10 atoms from M; each A is the cationic charge center ##STR45## m is 1 or 2, but can only be 2 when an additional R 5 group separates the A structures; R 5 is a C 1 -C 10 alkylene, hydroxyalkylene, alkenylene, arylene, or alkarylene group; each n is independently 0 or 1; R 6 is selected from the group consisting of straight chain, branched chain or cyclic C 1 -C 30 alkyl, hydroxyalkyl, alkenyl and hydroxyalkenyl moieties and alkaryl moieties in which the alkyl group has 6-24 carbon atoms; R 7 is a C 2 -C 4 alkylene group or mixtures thereof; y is from 3 to 100; and X is sulfate, sulfonate or carboxylate; provided that the above groups are selected such that R 1 , R 2 , R 3 and R 6 , together, contain from 12 to 50 carbon atoms and no peroxy linkages are present in the compound.
Claim 3
Dependent Claim
10 words
A compound according to claim 1 wherein m is 1.
Claim 4
Dependent Claim
13 words
A compound according to claim 1 wherein R 7 is an ethylene group.
Claim 5
Dependent Claim
13 words
A compound according to claim 3 wherein y is from 3 to 30.
Claim 6
Dependent Claim
13 words
A compound according to claim 4 wherein y is from 6 to 12.
Claim 7
Dependent Claim
27 words
A compound according to claim 1 wherein R 1 , R 2 , R 3 and R 6 , together, contain from 15 to 30 carbon atoms.
Claim 8
Dependent Claim
23 words
A compound according to claim 1 wherein A is located from the second to the sixth atom distant from the cationic charge center.
Claim 9
Dependent Claim
23 words
A compound according to claim 1 wherein m is 1, R 7 is an ethylene group and y is from 3 to 30.
Claim 10
Dependent Claim
75 words
A compound according to claim 8 wherein the n subscript for the (CHR 6 ) group is zero, R 1 is a straight chain or branched chain C 10 -C 30 alkyl or alkenyl moiety, or an alkaryl moiety having C 6 -C 24 alkyl group, and R 2 and R 3 are each independently selected from C 1 -C 4 alkyl or alkenyl moieties or hydroxy-substituted C 1 -C 4 alkyl or alkenyl moieties.
Claim 11
Dependent Claim
45 words
A compound according to claim 9 wherein R 1 is a C 14 -C 22 alkyl moiety or alkaryl moiety having a C 8 -C 16 alkyl group and R 2 and R 3 are each independently selected from C 1 -C 3 alkyl moieties.
Claim 12
Dependent Claim
38 words
A compound according to claim 10 having the formula ##STR46## wherein R 1 is a C 14 -C 20 alkyl group, x is 1 or an integer from 3 to 5 and y is from 6 to 12.
Claim 13
Dependent Claim
22 words
A compound according to claim 11 wherein R 1 is a C 16 alkyl group, x is 1 and y is 9.
Claim 14
Dependent Claim
71 words
A compound according to claim 8 wherein n subscript for the (CHR 6 ) group is 1, R 6 is straight chain or branched chain C 10 -C 30 alkyl or alkenyl moiety or an alkaryl moiety having a C 6 -C 25 alkyl group, and R 1 , R 2 and R 3 are each independently selected from C 1 -C 4 alkyl, alkenyl, or hydroxy-substituted alkyl or alkenyl moieties.
Claim 15
Dependent Claim
48 words
A compound according to claim 13 wherein R 6 is a C 14 -C 22 alkyl moiety or alkaryl moiety having a C 8 -C 16 alkyl group and R 1 , R 2 and R 3 are each independently selected from C 1 -C 3 alkyl moieties.
Claim 16
Dependent Claim
36 words
A compound according to claim 14 having the formula ##STR47## wherein R 6 is a C 14 -C 20 alkyl group, x is an integer from 2 to 5 and y is from 6 to 12.
Claim 17
Dependent Claim
22 words
A compound according to claim 15 wherein R 6 is a C 16 alkyl group, x is 2 and y is 9.
Claim 18
Dependent Claim
19 words
A detergent composition comprising from about 1% to about 99% by weight of a compound according to claim 1.
Claim 19
Dependent Claim
37 words
A detergent composition according to claim 17 further comprising from about 1% to about 99% by weight of an organic cosurfactant selected from the group consisting of anionic, nonionic, cationic, ampholytic, and zwitterionic surfactants, and mixtures thereof.
Claim 20
Dependent Claim
24 words
A detergent composition according to claim 17 or 18 further comprising from about 1% to about 75% by weight of a detergent builder material.
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1984-11-16 | 1985-05-18 | 1985-11-17 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1988-11-16 | 1989-05-18 | 1989-11-17 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1992-11-16 | 1993-05-18 | 1993-11-17 | $7700.00 | Window Closed / Lapsed |