Mid-chain branched surfactants

• US 6,020,303 A
• Filed: 10/13/1998
• Issued: 02/01/2000
• Est. Priority Date: 04/16/1996
• Status: Expired due to Term

• Current Assignee: The Procter & Gamble Company
• Original Assignee: The Procter & Gamble Company
• Inventors: Scheibel, Jeffrey John, Stidham, Robert Emerson, Vinson, Phillip Kyle, Burckett-St. Laurent, James Charles Theophile Roger, Dupont, Jeffrey Scott, Connor, Daniel Stedman, Cripe, Thomas Anthony, Willman, Kenneth William
• Primary Examiner(s): Gupta, Yogendra
• Assistant Examiner(s): Webb, Gregory E.
• Application Number:
  US09/170,167
• Time in Patent Office: 476 Days
• Field of Search: 568/454, 568/882, 560/76, 510/506, 510/226, 510/321, 510/325, 510/304, 510/503, 510/235, 510/427, 510/492
• US Class Current: 510/503
• CPC Class Codes: A61K 8/463 containing sulfuric acid derivatives, e.g. sodium lauryl sulfate
• CPC Class Codes: A61Q 11/00 Preparations for care of the teeth, of the oral cavity or of dentures; Dentifrices, e.g. toothpastes; Mouth rinses
• CPC Class Codes: A61Q 19/10 Washing or bathing preparations
• CPC Class Codes: A61Q 5/02 Preparations for cleaning the hair
• CPC Class Codes: C07C 303/24 of esters of sulfuric acids
• CPC Class Codes: C07C 305/06 Hydrogenosulfates
• CPC Class Codes: C07C 305/10 being further substituted by singly-bound oxygen atoms
• CPC Class Codes: C11D 1/02 Anionic compounds C11D1/002, C11D1/004, C11D1/008 take precedence
• CPC Class Codes: C11D 1/04 Carboxylic acids or salts thereof soap C11D9/00
• CPC Class Codes: C11D 1/12 Sulfonic acids or sulfuric acid esters; Salts thereof
• CPC Class Codes: C11D 1/123 derived from carboxylic acids, e.g. sulfosuccinates
• CPC Class Codes: C11D 1/126 Acylisethionates
• CPC Class Codes: C11D 1/146 Sulfuric acid esters
• CPC Class Codes: C11D 1/29 Sulfates of polyoxyalkylene ethers
• CPC Class Codes: C11D 1/34 Derivatives of acids of phosphorus
• CPC Class Codes: C11D 1/38 Cationic compounds C11D1/002, C11D1/004, C11D1/008 take precedence
• CPC Class Codes: C11D 1/521 Carboxylic amides (R1-CO-NR2R3), where R1, R2 and R3 are alkyl or alkenyl groups
• 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 1/66 Non-ionic compounds C11D1/002, C11D1/004, C11D1/008 take precedence
• CPC Class Codes: C11D 1/72 : Ethers of polyoxyalkylene glycols
• CPC Class Codes: C11D 1/75 : Amino oxides
• CPC Class Codes: C11D 1/88 : Ampholytes; Electroneutral compounds C11D1/002, C11D1/004, C11D1/008 take precedence
• CPC Class Codes: C11D 3/08 : Silicates
• CPC Class Codes: C11D 3/128 : Aluminium silicates, e.g. zeolites C11D3/1253 takes precedence
• CPC Class Codes: C11D 3/18 : Hydrocarbons C11D3/164 takes precedence

Abstract

Mid-chain branched surfactants derived from mid-chain branched primary alkyl hydrophobic groups and hydrophilic groups. The present invention also relates to mixtures of mid-chain branched surfactants useful in laundry and cleaning compositions, especially granular and liquid detergent compositions.

Claims

1. A detergent surfactant composition comprising at least about 5% by weight of longer alkyl chain, mid-chain branched surfactant compounds of the formula:

space="preserve" listing-type="equation">A.sup.b --X--B

wherein;

(a) A^b is a hydrophobic C9 to C22, total carbons in the moiety, mid-chain branched alkyl moiety having;

(1) a longest linear carbon chain attached to the --X--B moiety in the range of from 8 to 21 carbon atoms;

(2) one or more C₁ -C₃ alkyl moieties branching from this longest linear carbon chain;

(3) at least one of the branching alkyl moieties attached directly to a carbon of the longest linear carbon chain at a position within the range of position 2 carbon, counting from carbon #1 which is attached to the --X--B moiety, to position ω

-2 carbon, the terminal carbon minus 2 carbons; and

(4) the surfactant composition has an average total number of carbon atoms in the A^b --X moiety in the above formula within the range of greater than 14.5 to about 17.5;

(b) B is a hydophilic moiety selected from sulfates, sulfonates, amine oxides, alkoxylated sulfates, polyhydroxy moieties, phosphate esters, glycerol sulfonates, polygluconates, polyphosphate esters, phosphonates, sulfosuccinates, sulfosuccaminates, polyalkoxylated carboxylates, glucamides, taurinates, sarcosinates, glycinates, isethionates, dialkanolamides, monoalkanolamides, monoalkanolamide sulfates, diglycolamides, diglycolamide sulfates, glycerol esters, glycerol ester sulfates, glycerol ethers, glycerol ether sulfates, polyglycerol ethers, polyglycerol ether sulfates, sorbitan esters, polyalkoxylated sorbitan esters, ammonioalkanesulfonates, amidopropyl betaines, allylated quats, alkyated/polyhydroxyalkylated quats, alkylated quats, alkylated/polyhydroxylated oxypropyl quats, imidazolines, 2-yl-succinates, sulfonated alkyl esters, and sulfonated fatty acids;

(c) X is selected from --CH₂ -- and --C(O)--; and

(d) wherein A^b is substantially free of geminally-substituted carbon atoms.

2. The detergent surfactant compositions according to claim 1 comprising longer alkyl chain, mid-chain branched surfactant compounds of the above formula wherein the A^b moiety is a branched primary alkyl moiety having the formula:

##STR41## wherein the total number of carbon atoms in the branched primary alkyl moiety of this formula, including the R, R¹, and R³ branching, is from 13 to 19;

R, R¹, and R² are each independently selected from hydrogen and C₁ -C₃ alkyl, provided R, R¹, and R² are not all hydrogen and, when z is 0, at least R or R¹ is not hydrogen;

w is an integer from 0 to 13;

x is an integer from 0 to 13;

y is an integer from 0 to 13;

z is an integer from 0 to 13; and

w+x+y+z is from 7 to 13.

3. The detergent surfactant composition according to claim 1 comprising longer alkyl chain, mid-chain branched surfactant compounds of the above formula wherein the A^b moiety is a branched primary alkyl moiety having the formula selected from:

##STR42## or mixtures thereof;

wherein a, b, d, and e are integers, a+b is from 10 to 16, d+e is from 8 to 14 and wherein further

when a+b=10, a is an integer from 2 to 9 and b is an integer from 1 to 8;

when a+b=11, a is an integer from 2 to 10 and b is an integer from 1 to 9;

when a+b=12, a is an integer from 2 to 11 and b is an integer from 1 to 10;

when a+b=13, a is an integer from 2 to 12 and b is an integer from 1 to 11;

when a+b=14, a is an integer from 2 to 13 and b is an integer from 1 to 12;

when a+b=15, a is an integer from 2 to 14 and b is an integer from 1 to 13;

when a+b=16, a is an integer from 2 to 15 and b is an integer from 1 to 14;

when d+e=8, d is an integer from 2 to 7 and e is an integer from 1 to 6;

when d+e=9, d is an integer from 2 to 8 and e is an integer from 1 to 7;

when d+e=10, d is an integer from 2 to 9 and e is an integer from 1 to 8;

when d+e=11, d is an integer from 2 to 10 and e is an integer from 1 to 9;

when d+e=12, d is an integer from 2 to 11 and e is an integer from 1 to 10;

when d+e=13, d is an integer from 2 to 12 and e is an integer from 1 to 11;

when d+e=14, d is an integer from 2 to 13 and e is an integer from 1 to 12.

4. Laundry detergent or other cleaning compositions comprising:

(a) from about 0.001% to about 99% of a detergent surfactant compositions comprising longer alkyl chain, mid-chain branched surfactant compounds according to any of claims 1-3; and

(b) from about 1% to about 99.999% of detergent composition adjuct ingredients selected from the group consisting of builders, enzymes, bleaches, detersive surfactants, and mixtures thereof.

5. A composition according to claim 1 wherein the hydrophilic moiety B is amine oxide.

6. A dishwashing composition comprising the amine oxide according to claim 5.

7. A dishwashing composition according claim 5 which additionally comprises a member selected from the group consisting of water-soluble calcium salts, water-soluble magnesium salts, and mixtures thereof.

8. A detergent surfactant composition according to claim 2 which is an amine oxide surfactant.

9. A dishwashing composition comprising the amine oxide surfactant according to claim 8.

10. A dishwashing composition according to claim 9 which additionally comprises a member selected from the group consisting of water-soluble calcium salts, water-soluble magnesium salts, and mixtures thereof.