Novel acylalkylisethionate esters and applications in consumer products
AssigneeHuntsman Petrochemical Corporation
InventorsPrakasa R. Anantaneni, John Gray, Marty J. Renner, George A. Smith, David C. Lewis, Donald H. Champion, Christopher J. Whewell
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Abstract
Acylalkylisethionate esters are produced by reacting one or more carboxylic acids with one or more alkyl-substituted hydroxyalkyl sulfonates under esterification reaction conditions. The alkyl-substituted hydroxyalkyl sulfonates used as a raw material in producing the esters are prepared by reacting bisulfate with one or more alkylene oxides. The acylalkylisethionate esters may be used in consumer products.
Claims20
A process useful for forming an aqueous composition of matter having a mixture of alkyl-substituted hydroxyethane sulfonates comprising the steps of:
- a) providing an alkylene oxide having between 3 and 8 carbon atoms per molecule;
- b) providing an aqueous solution comprising bi-sulfite anions;
- c) contacting the aqueous solution with the alkylene oxide while maintaining the pH at a range between about 6.0 and about 10.0,
- wherein the mixture of alkyl-substituted hydroxyethane sulfonates comprises:
- (i) a first anion having the structure:
- wherein R1 is a straight chain or branched C1 to C6 alkyl group and R2 is hydrogen;
- and
- (ii) a second anion having the structure:
- wherein R4 is a straight chain or branched C1 to C6 alkyl group and R3 is hydrogen.
A process for forming a powder comprising a mixture of sodium alkyl-substituted hydroxyethane sulfonates comprising the steps of:
- a) providing an alkylene oxide having between 3 and 8 carbon atoms per molecule;
- b) providing an aqueous solution of sodium bi-sulfite;
- c) contacting the aqueous solution of sodium bi-sulfite with the alkylene oxide, while maintaining the pH at a range of between about 6.0 and 10.0 for about 1 to about 6 hours to form a product mixture;
- and
- d) drying the product mixture to the powder,
- wherein the mixture of sodium alkyl-substituted hydroxyethane sulfonates comprises:
- (i) a first sodium alkyl-substituted hydroxyethane sulfonate having the structure:
- and (ii) a second sodium alkyl-substituted hydroxyethane sulfonate having the structure:
- wherein R1 is independently selected from the group consisting of:
- methyl and ethyl;
- R2 is hydrogen;
- R3 is hydrogen;
- and R4 is independently selected from the group consisting of:
- methyl and ethyl.
A process for producing a surfactant material useful as a component of a personal care cleansing composition which comprises:
- a) providing a mixture of isethionate anions which comprises a first anion having the structure:
- in which R1 is straight chain or branched C1 to C6 alkyl group and R2 is hydrogen;
- and
- (ii) a second anion having the structure:
- in which R3 is hydrogen and R4 is an straight chain or branched C1 to C6 alkyl group;
- b) contacting the mixture of isethionate anions with one or more carboxylic acids of the formula:
- in which R is any hydrocarbon group having between about 4 and abut 25 carbon atoms, including straight-chain, branched, saturated and unsaturated hydrocarbon groups so as to form a reactive mixture;
- and
- c) heating the reactive mixture at any temperature in the range of between 90° C. and 240° C. to produce an acyl alkylisethionate mixture containing at least two different anions which are isethionate esters of a carboxylic acid.
Dependencies are inferred from the claim text.