Fatty acids, soaps, surfactant systems, and consumer products based thereon

• US 20030100469A1
• Filed: 05/10/2002
• Published: 05/29/2003
• Est. Priority Date: 10/23/1997
• Status: Active Grant

• Current Assignee: Burckett-St. Laurent, James Charles Theophile Roger, Daniel Stedman Connor, Deborah Jean Back, Errol Hoffman Wahl, Gayle Marie Frankenbach, Hugo Jean Marie Demeyere, Jeffrey John Scheibel, Marc Johan Declercq, Mark Robert Sivik, Phillip Kyle Vinson, Roland George Severson, Thomas Anthony Cripe, Toan Trinh
• Original Assignee: Burckett-St. Laurent, James Charles Theophile Roger, Daniel Stedman Connor, Deborah Jean Back, Errol Hoffman Wahl, Gayle Marie Frankenbach, Hugo Jean Marie Demeyere, Jeffrey John Scheibel, Marc Johan Declercq, Mark Robert Sivik, Phillip Kyle Vinson, Roland George Severson, Thomas Anthony Cripe, Toan Trinh
• Inventors: Scheibel, Jeffrey John, Vinson, Phillip Kyle, Frankenbach, Gayle Marie, Sivik, Mark Robert, Burckett-St. Laurent, James Charles Theophile Roger, Back, Deborah Jean, Declercq, Marc Johan, Demeyere, Hugo Jean Marie, Trinh, Toan, Wahl, Errol Hoffman, Connor, Daniel Stedman, Cripe, Thomas Anthony, Severson, Roland George
• Granted Patent: US 6,602,845 B2
• Time in Patent Office: Days
• US Class Current: 510/421
• CPC Class Codes: A61K 8/361 Carboxylic acids having more than seven carbon atoms in an unbroken chain; Salts or anhydrides thereof
• CPC Class Codes: A61Q 19/00 Preparations for care of the skin
• CPC Class Codes: C11D 1/04 Carboxylic acids or salts thereof soap C11D9/00
• CPC Class Codes: C11D 1/62 Quaternary ammonium compounds
• CPC Class Codes: C11D 1/65 Mixtures of anionic with cationic compounds
• CPC Class Codes: C11D 10/04 based on mixtures of surface-active non-soap compounds and soap
• CPC Class Codes: C11D 3/0015 liquid
• CPC Class Codes: C11D 3/2079 Monocarboxylic acids-salts thereof
• CPC Class Codes: C11D 3/2093 Esters; Carbonates
• CPC Class Codes: C11D 3/43 Solvents
• CPC Class Codes: C11D 9/005 Synthetic soaps
• CPC Class Codes: C11D 9/007 Soaps or soap mixtures with well defined chain length
• CPC Class Codes: Y02P 20/582 Recycling of unreacted starting or intermediate materials

Abstract

Novel fatty acids and derivatives thereof such as salts, new surfactant systems comprising one or more of these compounds, consumer products such as laundry products, personal care products, pharmaceutical compositions, industrial cleaners, and the like comprising said compounds or surfactant systems.

Claims

1. A composition of matter comprising the acid, lower alkyl esters, stereoisomers, or salts thereof, of at least one branched carboxylic acid selected from the group consisting of:

(a) 2,3-, 2,7-, 2,8-, 2,9-, 2,11-, 2,12-, 2,13-, 2,15- and 2,16-dimethylheptadecanoic acid; and

mixtures thereof;

(b) 3,4-, 3,5-, 3,6-, 3,7-, 3,8-, 3,10-, 3,12-, 3,13-, 3,14-, 3,15-, 3,16-, 4,5-, 4,7-, 4,9-, 4,11-, 4,13-, 4,15-, 4,16-, 5,6-, 5,7-, 5,8-, 5,10-, 5,11-, 5,12-, 5,13-, 5,14-, 5,15-, 5,16-, 6,7-, 6,8-, 6,9-, 6,10-, 6,11-, 6,12-, 6,13-, 6,15-, 6,16-, 7,8-, 7,9-, 7,10-, 7,11-, 7,12-, 7,13-, 7,14-, 7,15-, 7,16-, 8,9-, 8,11-, 8,12-, 8,13-, 8,15-, 8,16-, 9,10-, 9,11-, 9,12-, 9,13-, 9,14-, 9,15-, 9,16-, 10,11-, 10,12-, 10,13-, 10,15-, 10,16-, 11,12-, 11,13-, 11,14-, 11,15-, 11,16-, 12,13-, 12,14-, 12,15-, 13,14-, 13,15-, 13,16-, 14,15-, 14,16-, 15,16-, dimethylheptadecanoic acid; and

mixtures thereof;

(c) 3-, 4-, 5-, 6-, 7-, 8-, 9-, 10-, 11-, 12-, 13- and 15- methyl-2-ethylhexadecanoic acid; and

mixtures thereof;

(d) 3-, 4-, 5-, 6-, 7-, 8-, 9-, 10-, 11-, 12-, 13- and 14-ethylheptadecanoic acid; and

mixtures thereof;

(e) 5-, 6-, 7-, 8-, 9-, 10-, 11-, 12- and 13- propylhexadecanoic acid; and

mixtures thereof;

(f) 3,4-, 3,5-, 3,6-, 3,7-, 3,8-, 3,9-, 3,10-, 3,11-, 3,12-, 3,13-, 4,5-, 4,6-, 4,7-, 4,9-, 4,10-, 4,11-, 4,12-, 4,13-, 5,6-, 5,7-, 5,8-, 5,9-, 5,10-, 5,11-, 5,12-, 5,13-, 6,7-, 6,9-, 6,11-, 6,12-, 6,13-, 7,8-, 7,9-, 7,10-, 7,11-, 7,12-, 7,13-, 8,9-, 8,10-, 8,11-, 8,12-, 8,13-, 9,10-, 9,11-, 9,12-, 9,13-, 10,11-, 10,12-, 10,13-, 11,12-, 11,13- and 12,13- dimethyl-2-ethylpentadecanoic acid; and

mixtures thereof;

(g) 3-, 4-, 5-, 6-, 7-, 8-, 9-, 10-, 11-, 12-, 13- and 14- methyl-2-propylpentadecanoic acid; and

mixtures thereof;

(h) 2,3,5-, 2,3,6-, 2,3,7-, 2,3,8-, 2,3,9-, 2,3,10-, 2,3,11-, 2,3,12-, 2,3,13-, 2,3,14-, 2,3,15-, 2,4,5-, 2,4,6-, 2,4,7-, 2,4,9-, 2,4,10-, 2,4,11-, 2,4,12-, 2,4,13-, 2,4,14-, 2,4,15-, 2,5,6-, 2,5,7-, 2,5,8-, 2,5,9-, 2,5,10-, 2,5,11-, 2,5,12-, 2,5,13-, 2,5,14-, 2,5,15-, 2,6,7-, 2,6,9-, 2,6,11-, 2,6,12-, 2,6,13-, 2,6,14-, 2,6,15-, 2,7,8-, 2,7,9-, 2,7,10-, 2,7,11-, 2,7,12-, 2,7,13-, 2,7,14-, 2,7,15-, 2,8,9-, 2,8,11-, 2,8,12-, 2,8,13-, 2,8,14-, 2,8,15-, 2,9,10-, 2,9,11-, 2,9,12-, 2,9,13-, 2,9,14-, 2,9,15-, 2,10,11-, 2,10,13-, 2,10,14-, 2,10,15-, 2,11,12-, 2,11,13-, 2,11,14-, 2,11,15-, 2,12,13-, 2,12,14-, 2,12,15-, 2,13,14-, 2,13,15-, 2,14,15-, 3,4,5-, 3,4,6-, 3,4,7-, 3,4,8-, 3,4,9-, 3,4,10-, 3,4,11-, 3,4,12-, 3,4,13-, 3,4,14-, 3,4,15-, 3,5,6-, 3,5,7-, 3,5,8-, 3,5,9-, 3,5,10-, 3,5,11-, 3,5,12-, 3,5,13-, 3,5,14-, 3,5,15-, 3,6,7-, 3,6,8-, 3,6,9-,3,6,10-, 3,6,11-,3,6,12-, 3,6,13-,3,6,14-, 3,6,15-,3,7,8-, 3,7,9-,3,7,10-, 3,7,11-, 3,7,12-, 3,7,13-, 3,7,14-, 3,7,15-, 3,8,9-, 3,8,10-, 3,8,11-, 3,8,12-, 3,8,13-, 3,8,14-, 3,8,15-, 3,9,10-, 3,9,11-, 3,9,12-, 3,9,13-, 3,9,14-, 3,9,15-, 3,10,11-, 3,10,12-, 3,10,13-, 3,10,14-, 3,10,15-, 3,11,12-, 3,11,13-, 3,11,14-, 3,11,15-, 3,12,13-, 3,12,14-, 3,12,15-, 3,13,14-, 3,13,15-, 3,14,15-, 4,5,6-, 4,5,7-, 4,5,8-, 4,5,9-, 4,5,10-, 4,5,11-, 4,5,12-, 4,5,13-, 4,5,14-, 4,5,15-, 4,6,7-, 4,6,8-, 4,6,9-, 4,6,10-, 4,6,11-, 4,6,12-, 4,6,13-, 4,6,14-, 4,6,15-, 4,7,8-, 4,7,9-, 4,7,10-, 4,7,11-, 4,7,12-, 4,7,13-, 4,7,14-, 4,7,15-, 4,8,9-, 4,8,10-, 4,8,11-, 4,8,13-, 4,8,15-, 4,9,10-, 4,9,11-, 4,9,12-, 4,9,13-, 4,9,14-, 4,9,15-, 4,10,11-, 4,10,12-, 4,10,13-, 4,10,14-, 4,10,15-, 4,11,12-, 4,11,13-, 4,11,14-, 4,11,15-, 4,12,13-, 4,12,15-, 4,13,14-, 4,13,15-, 4,14,15-, 5,6,7-, 5,6,8-, 5,6,9-, 5,6,10-, 5,6,11-, 5,6,12-, 5,6,13-, 5,6,14-, 5,6,15-, 5,7,8-, 5,7,9-, 5,7,10-, 5,7,11-, 5,7,12-, 5,7,13-, 5,7,14-, 5,7,15-, 5,8,9- 5,8,10-, 5,8,11-, 5,8,12-, 5,8,13-, 5,8,14-, 5,8,15-, 5,9,10-, 5,9,11- 5,9,12-, 5,9,13-, 5,9,14-, 5,9,15-, 5,10,11-, 5,10,12-, 5,10,13-, 5,10,14-, 5,10,15-, 5,11,12-, 5,11,13-, 5,11,14-, 5,11,15-, 5,12,13-, 5,12,14-, 5,12,15-, 5,13,14-, 5,13,15-, 5,14,15-, 6,7,8-, 6,7,9-, 6,7,10-, 6,7,11-, 6,7,12-, 6,7,13-, 6,7,14-, 6,7,15-, 6,8,9- 6,8,10-, 6,8,11-, 6,8,12-, 6,8,13-,, 6,8,14-, 6,8,15-, 6,9,10-, 6,9,11-, 6,9,12-, 6,9,13-, 6,9,14-, 6,9,15-, 6,10,11-, 6,10,13-, 6,10,14-, 6,10,15-, 6,11,12-, 6,11,13-, 6,11,14-, 6,11,15-, 6,12,13-, 6,12,14-, 6,12,15-, 6,13,14-, 6,13,15-, 6,14,15-, 7,8,9-, 7,8,10-, 7,8,11-, 7,8,12-, 7,8,13-, 7,8,14-, 7,8,15-, 7,9,10-, 7,9,11-, 7,9,12-, 7,9,13-, 7,9,14-, 7,9,15-, 7,10,11-, 7,10,12-, 7,10,13-, 7,10,14-, 7,10,15-, 7,11,12-, 7,11,13-, 7,11,14-, 7,11,15-, 7,12,13-, 7,12,14-, 7,12,15-, 7,13,14-, 7,13,15-, 7,14,15-, 8,9,10-, 8,9,11-, 8,9,12-, 8,9,13-, 8,9,14-, 8,9,15-, 8,10,11-, 8,10,13-, 8,10,14-, 8,10,15-, 8,11,12-, 8,11,13-, 8,11,14-, 8,11,15-, 8,12,13-, 8,12,14-, 8,12,15-, 8,13,14-, 8,13,15-, 8,14,15-, 9,10,11-, 9,10,12-, 9,10,13-, 9,10,14-, 9,10,15-, 9,11,12-, 9,11,13-, 9,11,14-, 9,11,15-, 9,12,13-, 9,12,14-, 9,12,15-, 9,13,14-, 9,13,15-, 9,14,15-, 10,11,12-, 10,11,13-, 10,11,14-, 10,11,15-, 10,12,13-, 10,12,14-, 10,12,15-, 10,13,14-, 10,13,15-, 10,14,15-, 11,12,13-, 11,12,14-, 11,12,15-, 11,13,14-, 11,13,15-, 11,14,15-, 12,13,14-, 12,13,15-, 12,14,15- and 13, 14,15-trimethylhexadecanoic acid; and

mixtures thereof;

(i) 3-heptyl-4-propyl, 4-hexyl-5-propylnonanoic acid;

5,6-diethylnonanoic acid, 3-heptyl-4-ethyl, 4-hexyl-5-propyl, 3-heptyl-4-methyldecanoic acid;

3-heptyl-4-methyl, 4-hexyl-5-ethyl, 5-pentyl-6-propyl, 6-butyl-7-propylundecanoic acid, 7,8-dipropyldodecanoic acid;

7,8-dipropyl, 5 -pentyl-6-methyl, 8-ethyl-9-propyltridecanoic acid;

8-ethyl-9-propyl, 7-propyl-8-ethyl, 8,9-diethyltetradecanoic acid;

8,9-diethyl, 9-methyl-10-propyl, 7-propyl-8-methyl, 9-methyl-10-ethylpentadecanoic acid;

8-ethyl-9-methyl and 9-methyl-10-ethylhexadecanoic acid; and

mixtures thereof;

(j) mixtures of (a) to (i);

2. A composition according to claim 1, wherein said composition of mater comprises:

at least one of said branched carboxylic acid of (a);

at least one of said branched carboxylic acid of (b); and

at least one of said branched carboxylic acid of (h).

3. A composition according to claim 1, wherein said composition of matter comprises:

at least one of said branched carboxylic acid of (a);

at least one of said branched carboxylic acid of (c);

at least one of said branched carboxylic acid of (f); and

at least one of said branched carboxylic acid of (g).

4. A composition according to claim 1, wherein said composition of matter comprises:

at least one of said branched carboxylic acid of (a);

at least one of said branched carboxylic acid of (b);

at least one of said branched carboxylic acid of (c);

at least one of said branched carboxylic acid of (f); and

at least one of said branched carboxylic acid of (g).

5. A composition according to claim 1, wherein said composition of matter comprises:

at least one of said branched carboxylic acid of (a);

at least one of said branched carboxylic acid of (b);

at least one of said branched carboxylic acid of (c);

at least one of said branched carboxylic acid of (f);

at least one of said branched carboxylic acid of (g); and

at least one of said branched carboxylic acid of (h).

6. A composition according to claim 1 comprising a mixture of said branched carboxylic acid, said mixture being substantially free from quatemary-carbon containing branched carboxylic acid or their salts or derivatives.

7. A composition according to claim 1 comprising a mixture of said branched carboxylic acid wherein any alkyl substituent in any of said branched carboxylic acid is methyl.

8. A cleaning composition comprising:

(i) from about 0.05% to about 99.9%, by weight of a composition of matter according to claim 1;

and

(ii) from about 0.0001 to about 99.99%, by weight of conventional cleaning additive.

9. A skin care composition comprising:

(i) from about 0.05% to about 99.9%, by weight of a composition of matter according to claim 1;

and

(ii) from about 0.0001 to about 99.99%, by weight of a conventional skin care additive.

10. A personal cleansing composition comprising:

(i) from about 0.05% to about 99.9%, by weight of a composition of matter according to claim 1;

and

(ii) from about 0.0001 to about 99.99%, by weight of a conventional personal cleansing additive.

11. A paper article comprising at least about 0.0001% by weight of said composition of matter according to claim 1.

12. A composition according to claim 1 comprising no more than about 0.1% aldehyde impurity.

13. A composition according to claim 1 comprising no more than about 0.1% unsaturated impurity.

14. A composition according to claim 1 comprising at least six of said branched carboxylic acid.

15. A composition according to claim 1 comprising at least 20 of said branched carboxylic acid.

16. A composition comprising:

(i) from about 5% to about 99.9% of a composition of matter according to claim 1;

and

(ii) from about 5% to about 95% of at least one compound selected from the group consisting of;

2-, 3-, 4-, 5-, 6-, 7-, 8-, 9-, 10-, 11-, 12-, 13-, 14-, 15-, 16- and 17-methyloctadecanoic acid.