Synergistic surfactant blends

Patent metadata

Field	Value
Publication number	US-10982174-B2
Application number	US-201916601726-A
Country	US
Kind code	B2
Filing date	Oct 15, 2019
Priority date	Apr 24, 2012
Publication date	Apr 20, 2021
Grant date	Apr 20, 2021

Abstract

Synergistic surfactant blends are disclosed. In one aspect, the blend comprises an anionic surfactant and a metathesis-based cationic surfactant comprising a quaternized derivative. The quaternized derivative is a quaternized fatty amine, quaternized fatty amidoamine, imidazoline quat, or esteramine quat made from a metathesis-derived C10-C17 monounsaturated acid or its ester derivative. Also disclosed are synergistic surfactant blends comprising a cationic surfactant and a metathesis-based anionic surfactant comprising a sulfonated derivative. The sulfonated derivative is a fatty ester sulfonate, fatty acid sulfonate, sulfoestolide, fatty amide sulfonate, sulfonated fatty ester alkoxylate, imidazoline quat sulfonate, sulfonated amidoamine oxide, or sulfonated amidoamine betaine. The synergistic blends have a negative β value or a reduced interfacial tension (IFT) when compared with an expected IFT value calculated from the individual surfactant components. Blends of the invention also exhibit surprisingly favorable solubility profiles. The surfactant blends are useful for laundry detergents, dish detergents, household or industrial cleaners, personal care products, agricultural products, building materials, oil recovery compositions, emulsion polymers, and other practical applications.

First claim

We claim:

1. A surfactant blend comprising:
(a) a cationic surfactant; and
(b) an anionic surfactant comprising a sulfonated derivative selected from the group consisting of:
(i) sulfoestolides having the structure:
XO 3 S—[C n H 2n-1 CO 2 R]-OCOR 1

wherein X is H, an alkali metal, ammonium, or alkylammonium cation; R is X or C 1 -C 10 alkyl or aryl; n=9-16; R 1 is a C 8 to C 18 saturated or monounsaturated group and the S atom and the —OCOR 1 group are bonded to vicinal carbons on the C n H 2n-1 chain; and
(ii) fatty amide sulfonates produced by sulfonation of a fatty amide having the formula:
R 1 CO—NR 2 R 3

where R 1 is R 4 —C 9 H 16 — or R 5 O 2 C—C 16 H 30 —; R 4 is hydrogen or C 1 -C 7 alkyl; R 5 is substituted or unsubstituted alkyl, aryl, alkenyl, oxyalkylene, polyoxyalkylene, glyceryl ester, or a mono- or divalent cation; and each of R 2 and R 3 is independently H, C 1 -C 6 alkyl, or —CH 2 CH 2 OR 6 where R 6 is H or C 1 -C 6 alkyl.

2. The blend of claim 1 wherein the cationic surfactant is a quaternized fatty amine or a quaternized fatty amidoamine.

3. The blend of claim 1 wherein the cationic surfactant is cetrimonium chloride or a mixture of an alkyl dimethyl benzyl ammonium chloride and an alkyl dimethyl ethylbenzyl ammonium chloride.

4. The blend of claim 1 wherein the anionic surfactant is a sulfoestolide having a structure selected from the group consisting of:

5. The blend of claim 1 wherein the anionic surfactant is a fatty amide sulfonate made by sulfonating a fatty amide having a structure selected from the group consisting of:

6. The blend of claim 1 wherein the anionic surfactant is a fatty amide sulfonate having a structure selected from the group consisting of:

7. The blend of claim 1 comprising from 0.2 to 5 moles of the anionic surfactant per mole of the cationic surfactant.

8. A surfactant blend comprising:
(a) a cationic surfactant; and
(b) an anionic surfactant made by sulfonating an imidazoline quat, wherein the imidazoline quat is selected from the group consisting of:

9. The blend of claim 8 wherein the anionic surfactant is an imidazoline quat sulfonate having a structure selected from the group consisting of:

10. The blend of claim 8 wherein the cationic surfactant is a quaternized fatty amine or a quaternized fatty amidoamine.

11. The blend of claim 8 wherein the cationic surfactant is cetrimonium chloride or a mixture of an alkyl dimethyl benzyl ammonium chloride and an alkyl dimethyl ethylbenzyl ammonium chloride.

12. The blend of claim 8 comprising from 0.2 to 5 moles of the anionic surfactant per mole of the cationic surfactant.

13. A surfactant blend comprising:
(a) a cationic surfactant; and
(b) an anionic surfactant selected from the group consisting of:
(i) sulfonated fatty ester alkoxylates made by sulfonating an alkoxylated fatty ester having the formula:
R 2 —CO—O-(AO) n —R 1

wherein
R 1 is C 1 -C 4 alkyl; AO is C 2 -C 4 oxyalkylene; R 2 is R 3 —C 9 H 16 — or R 1 (AO) n O—CO—C 16 H 30 —; R 3 is hydrogen or C 1 -C 7 alkyl; and n, which is the average number of oxyalkylene units, has a value within the range of 1 to 100;
(ii) sulfonated amidoamine oxides made by sulfonating an amidoamine oxide of the formula:

(iii) sulfonated amidoamine oxides having the structure:

(iv) sulfonated amidoamine betaines made by sulfonating an amidoamine betaine having the formula:
R 4 (R 3 )(R 2 )N + (CH 2 ) n NH(CO)R 1

wherein:
R 1 is —C 9 H 16 —R 5 or —C 16 H 30 —(CO)NH(CH 2 ) n N + (R 2 )(R 3 )R 4 ; each of R 2 and R 3 is independently substituted or unsubstituted alkyl, aryl, alkenyl, oxyalkylene, or polyoxyalkylene; R 4 is C 2 -C 4 alkylene carboxylate; R 5 is hydrogen or C 1 -C 7 alkyl; and n=2 to 8; and
(v) a sulfonated fatty amidoamine quat having the formula:

14. The surfactant blend of claim 13 wherein the alkoxylated fatty ester used to make the sulfonated fatty ester alkoxylate has a formula selected from the group consisting of:

where n has a value from 1 to 100.

15. The surfactant blend of claim 13 wherein the sulfonated fatty ester alkoxylate has a formula selected from the group consisting of:

where n has a value from 1 to 100.

16. The surfactant blend of claim 13 wherein the amidoamine betaine used to make the sulfonated amidoamine betaine has a formula selected from the group consisting of:

17. The surfactant blend of claim 13 wherein the sulfonated amidoamine betaine has a formula selected from the group consisting of:

18. The blend of claim 13 wherein the cationic surfactant is a quaternized fatty amine or a quaternized fatty amidoamine.

19. The blend of claim 13 wherein the cationic surfactant is cetrimonium chloride or a mixture of an alkyl dimethyl benzyl ammonium chloride and an alkyl dimethyl ethylbenzyl ammonium chloride.

20. The blend of claim 13 comprising from 0.2 to 5 moles of the anionic surfactant per mole of the cationic surfactant.

Assignees

• Stepan Co

Inventors

• Bernhardt Randal J
• Dong Xue Min

Classifications

• C11D1/65 Primary

  Mixtures of anionic with cationic compounds · CPC title

• A61K2800/596

  Mixtures of surface active compounds · CPC title

• C09K8/584

  characterised by the use of specific surfactants · CPC title

• A61K8/4946

  Imidazoles or their condensed derivatives, e.g. benzimidazoles · CPC title

• C11D1/62

  Quaternary ammonium compounds · CPC title