Amphoteric surfactants having multiple hydrophobic and hydrophilic groups
AssigneeRhodia Inc.
InventorsJi Li, Manilal Dahanayake, Robert Lee Reierson, David James Tracy
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Abstract
According to the invention, an improved class of amphoteric surfactant having improved surfactant properties characterized as mild and environmentally safe has been provided comprising compounds of the formula: ##STR1## The amphoteric surfactant of the subject invention have at least two hydrophobic moieties and at least two hydrophilic groups per molecule and are useful as emulsifiers, detergents, dispersants and solubilizing agents.
Claims19
A cleaning composition comprising an aqueous solution having a cleaningly effective amount of two or more surfactants dissolved therein wherein one of said surfactants comprises compounds of the formula:
- ##STR11## wherein R.sub.1 can independently be C.sub.5 to about C.sub.22 alkyl or hydroxy-substituted or perfluorinated derivatives thereof, R.sub.2 can independently be C.sub.1 to about C.sub.12 alkylene or hydroxy-substituted alkylene;
- B is an amide group of the formula (--C(O)N(R.sub.5)-- or --N(R.sub.5)C(O)!)--R.sub.1 --C(O) N(R.sub.5)--R.sub.2 --, or a polyether group of the formula (--(O(R.sub.6 --O).sub.x --)), R.sub.5 independently represents (a lower alkyl or hydroxy substituted alkyl of 1 to 4 carbons or) hydrogen;
- (and R.sub.6 independently represents about C.sub.2 to about C.sub.4 alkyl with x being a number between 1 and 20);
- R.sub.3 can independently be C.sub.1 to about C.sub.10 alkylene and the hydroxy-substituted derivatives thereof (or R.sub.7 --D--R.sub.7 or a polyether group (--(O(R.sub.6 --O).sub.x)) wherein R.sub.6 is as defined hereinbefore and R.sub.7 can independently be C.sub.1 to about C.sub.6 alkylene and the hydroxy substituted derivatives thereof and D represents --O--, --S-- or --N(R.sub.8)-- wherein R.sub.8 independently represents C.sub.1 to about C.sub.12 alkyl and the hydroxy-substituted derivatives thereof or hydrogen);
- R.sub.4 can independently be alkylene or alkylaryl of 1 to about 10 carbon atoms and the hydroxy-substituted derivatives thereof (or R.sub.9 --D.sub.1 --R.sub.9 wherein R.sub.9 can independently be alkylene of from 1 to about 6 carbon atoms and the hydroxy-substituted derivatives thereof or aryl, and D.sub.1 represents --O--, --S--, --SO.sub.2 --, a carbonyl group, a polyether group (--O(R.sub.7 --O).sub.x --), --(R.sub.10).sub.y N(R.sub.10)!.sub.z -- or aryl wherein R.sub.10 represents alkyl of from 1 to about 12 carbon atoms and the hydroxy-substituted derivatives thereof or hydrogen, R.sub.7 being as defined hereinbefore with x being a number between 1 and 20 and y and z are independently numbers from 1 to about 4);
- and Y independently represents --SO.sub.3 H, --OSO.sub.3 H, --OP(O)(OH).sub.2, --P(O)(OH).sub.2, --COOH, --CO.sub.2 --C.sub.6 H.sub.4 --SO.sub.3 H and the salts thereof (.) selected from the group consisting of sodium, potassium, ammonium, monoethanolamine, diethanolamine, triethanolamine, triethylamine, trimethylamine, N-hydroxyethyl, morpholine, and mixtures thereof.
A process for preparing compounds of the formula:
- ##STR12## wherein R.sub.1 can independently be C.sub.5 to about C.sub.22 alkyl or hydroxy-substituted or perfluorinated derivatives thereof, R.sub.2 represents C.sub.2 alkylene or hydroxy-substituted alkylene;
- B represents an amide group of the formula (--C(O)N(R.sub.5)), wherein R.sub.5 independently represents hydrogen and R.sub.3 can independently be C.sub.1 to about C.sub.10 alkylene and the hydroxy-substituted derivatives thereof;
- R.sub.4 can independently be alkylene of 1 to about 10 carbon atoms and the hydroxy-substituted derivatives thereof or R.sub.9 --D.sub.1 --R.sub.9 wherein R.sub.9 can independently be alkylene of from 1 to about 6 carbon atoms and the hydroxy-substituted derivatives thereof as well as aryl, and D.sub.1 represents --(R.sub.10).sub.y (N(R.sub.10)).sub.z -- or aryl wherein R.sub.10 represents alkyl of from 1 to about 12 carbon atoms and the hydroxy substituted derivatives thereof or hydrogen, and y and z are independently numbers from 1 to about 4;
- and Y independently represents --SO.sub.3 H, --OSO.sub.3 H, --OP(O)(OH).sub.2, --P(O)(OH).sub.2, --COOH, --CO.sub.2 --C.sub.6 H.sub.4 --SO.sub.3 H and salts thereof, which comprises:
- a. reacting a polyamine of the formula
- VII. H.sub.2 NCH.sub.2 CH.sub.2 NH--R.sub.4 --NHCH.sub.2 CH.sub.2 NH.sub.2
- wherein R.sub.4 is alkyl or aminoalkyl with a fatty acid or ester or triglyceride thereof to form a bisimidazoline of the formula ##STR13## b. hydrolyzing the bisimidazoline to form a bisamidoamine of the formula
- XI. R.sub.1 C(O)HNCH.sub.2 CH.sub.2 NH--R.sub.4 --NHCH.sub.2 CH.sub.2 NH(O)CR.sub.1, and
- c. alkylating the bisamidoamine to form the compound identified above.
A cleaning composition comprising an aqueous solution having a cleaningly effective amount of a surfactant composition dissolved therein wherein said surfactant comprises compounds of the formula:
- wherein R.sub.1 can independently be C.sub.1 to about C.sub.22 alkyl or hydroxy-substituted or perfluorinated derivatives thereof, R.sub.2 can independently be C.sub.1 to about C.sub.12 alkylene or hydroxy-substituted alkylene;
- B is an amide group of formula R.sub.1 --C(O)N(R.sub.5)--R.sub.2 --, or a polyether group of the formula (--(O(R.sub.6 --O).sub.x --), R.sub.5 independently represents a lower alkyl or hydroxy-substituted alkyl of 1 to 4 carbons or hydrogen;
- and R.sub.6 independently represents about C.sub.2 to about C.sub.4 alkyl with x being a number between 1 and 20;
- R.sub.3 can independently be C.sub.1 to about C.sub.10 alkylene and the hydroxy-substituted derivatives thereof or R.sub.7 --D--R.sub.7 or a polyether group (--(O(R.sub.6 --O).sub.x) wherein R.sub.6 is as defined hereinbefore and R.sub.7 can independently be C.sub.1 to about C.sub.6 alkylene and the hydroxy-substituted derivatives thereof and D represents --O--, --S-- or --N(R.sub.9)-- wherein R.sub.8 independently represents C.sub.1 to about C.sub.12 alkyl and the hydroxy-substituted derivatives thereof or hydrogen;
- R.sub.4 can independently be alkylene or alkylaryl of 1 to about 10 carbon atoms and the hydroxy-substituted derivatives thereof or R.sub.9 --D.sub.1 --R.sub.9 wherein R.sub.9 can independently be alkylene of from 1 to about 6 carbon atoms and the hydroxy-substituled derivatives thereof or aryl, and D.sub.1 represents --O--, --S--, --SO.sub.2 --, a carbonyl group, a polyether group (--O(R.sub.7 --O).sub.x --), --(R.sub.10).sub.y N(R.sub.10)!.sub.z -- or aryl wherein R.sub.10 represents alkyl of from 1 to about 12 carbon atoms and the hydroxy-substituted derivatives thereof or hydrogen, R.sub.7 being as defined hereinbefore with x being a number between 1 and 20 and y and z are independently numbers from 1 to about 4;
- and Y independently represents --SO.sub.3 h, --OSO.sub.3 H, --OP(O)(OH).sub.2, --P(O)(OH).sub.2, --COOH, --CO.sub.2 --C.sub.6 H.sub.4 --SO.sub.3 H and salts thereof together with an auxiliary additive.
Dependencies are inferred from the claim text.