US4740367A
Expired / Lapsed
US
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Vegetable oil adducts as emollients in skin and hair care products
Assignee: WestRock MWV LLC
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Filing: 1986-06-23
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Granted: 1988-04-26
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Expires: 2006-06-23
Abstract
Abstract Certain vegetable oil lipid adducts, either alone or in combination with disproportionated vegetable oils, are disclosed which provide persistent softening effects upon incorporation in skin and hair care preparations. The emollients of the invention include both the water-soluble and water-insoluble salts of the vegetable oil adducts. The certain vegetable oil adducts of the invention are the adducts prepared from vegetable oils containing nonconjugated polyunsaturated fatty acid esters which are conjugated and then modified via Diels-Alder addition with acrylic acid, fumaric acid, or maleic anhydride.
Inventors
- 👤 Carlton G. Force
- 👤 Fredricke S. Starr
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-01 11:29
CPC Classifications
A; A61; A61Q; A61Q19/00; A61K; A61K8/00; A61K8/18; A61K8/92; A61K8/922; A61Q1/00; A61Q1/02; A61Q17/00; A61Q19/10; A61Q5/00; A61Q5/006; A61Q5/12
Claims Analysis
Total Claims: 29
Claim 1
Independent Claim
60 words
An improved skin care formulation including, as an emollient therefor, vegetable oil adducts, wherein the improvement comprises enhanced persistency of softening provided by adducts prepared from vegetable oils containing non-conjugated polyunsaturated fatty acid esters which are conjugated and elaidinized and then modified via Diels-Alder addition with a member of the group consisting of acrylic acid, fumaric acid or maleic anhydride.
Claim 2
Dependent Claim
60 words
An improved skin care formulation including, as an emollient therefor, vegetable oil adducts, wherein the improvement comprises enhanced persistency of softening provided by adducts prepared from vegetable oils containing non-conjugated polyunsaturated fatty acid esters which are conjugated and elaidinized and then modified via Diels-Alder addition with a member of the group consisting of acrylic acid, fumaric acid or maleic anhydride.
Claim 3
Dependent Claim
15 words
The improved skin care formulation of claim 1 wherein the vegetable oil is soybean oil.
Claim 4
Dependent Claim
54 words
The improved skin care formulation of claim 1 which also includes as an emollient a member of the group selected from a vegetable oil, a modified vegetable oil produced by disproportionating the vegetable oil to conjugate the double bonds in the linoleic and linolenic acid groups present in the oil, and a mixture thereof.
Claim 5
Dependent Claim
22 words
The improved skin care formulation of claim 1 wherein the Diels-Alder modification reaction occurs by reacting the vegetable oil with fumaric acid.
Claim 6
Dependent Claim
59 words
The improved skin care formulation of claim 1 wherein the vegetable oil adduct has the general formula ##STR2## wherein x and y are integers from 3 to 9, x and y together equal 12, at least one Z is a carboxylic acid group, and any remaining Z is hydrogen, and R 1 and R 2 are saturated/unsaturated hydrocarbon radicals.
Claim 7
Dependent Claim
31 words
The improved skin care formulation of claim 5 wherein each Z is a carboxylic acid group in which all or part of the carboxyl groups may be in the anhydride form.
Claim 8
Dependent Claim
43 words
The improved skin care formulation of claim 1 wherein the vegetable oil adducts are subsequently converted into their soap forms selected from the group consisting of the soluble alkali metal and amine soaps and the insoluble alkaline earth and higher valent metal soaps.
Claim 9
Dependent Claim
39 words
The improved skin care formulation of claim 1 comprised of soybean oil-fumaric acid Diels-Alder adduct 16.00%, mineral oil 4.00%, cetyl alcohol 2.00%, ethoxylated stearyl alcohol and stearyl alcohol blend 4.00%, glycerin 5.00%, methylparaben 0.18%, and purified water, USP 68.82%.
Claim 10
Dependent Claim
39 words
The improved skin care formulation of claim 1 as follows: soybean oil-fumaric acid Diels-Alder adduct 16.00%, mineral oil 4.00%, cetyl alcohol 4.00%, ethoxylated stearyl alcohol and stearyl alcohol blend 6.00%, glycerin 5.00%, methylparaben 0.15%, and purified water, USP 64.85%.
Claim 11
Dependent Claim
108 words
The improved skin care formulation of claim 1 comprising an oil phase, "A," and a water phase, "B," as follows: A is a soybean oil-fumaric acid Diels-Alder adduct 5.0%, cetyl alcohol is 5.0%, mineral oil is 4.0%, isopropyl myristate 5.0%, propylparaben 0.1%; B is glycerin 8.0%, triethanolamine 3.0%, methylparaben 0.2%; and fragrance 0.05%, purified water, USP qs wherein A and B are heated separately to about 70°-80° C., A is then added to B with mild agitation and the combined materials are cooled to about 40° C. at which time the fragrance and water are added and mixing is continued until the product temperature reaches about 35° C.
Claim 12
Dependent Claim
113 words
The improved skin care formulation of claim 1 comprising an oil phase, "A," and a water phase, "B," as follows: A is a soybean oil-fumaric acid Diels-Alder adduct 8.0%, cetyl alcohol 2.0%, propylene glycol 1.0%, petrolatum 2.0%, isopropyl myristate 4.0%, propylparaben 0.1%, dimethicone 0.5%; polyacrylate filler 0.2%; B is triethanolamine 3.2%, glycerin 5.0%, methylparaben 0.2%; and fragrance 0.05%, purified water, USP qs wherein A and B are heated separately to about 70°-80° C., A is then added to B with mild agitation and the combined materials are cooled to about 40° C. at which time the fragrance and water are added and mixing is continued until the product temperature reaches about 35° C.
Claim 13
Dependent Claim
112 words
The improved skin care formulation of claim 1 comprising an oil phase, "A," and a water phase, "B," as follows: A is a soybean oil-fumaric acid Diels-Alder adduct 12.0%, cetyl alcohol 2.5%, petrolatum 3.0%, isopropyl myristate 1.0%, acetylated lanolin alcohol 1.0%, glyceryl monostearate 5.0%, propylparaben 0.1%; B is glycerin 5.0%, methylparaben 0.2%, triethanolamine 2.5%; and fragrance 0.05%, purified water, USP qs wherein A and B are heated separately to about 70°-80° C., A is then added to B with mild agitation and the combined materials are cooled to about 40° C. at which time the fragrance and water are added and mixing is continued until the product temperature reaches about 35° C.
Claim 14
Dependent Claim
121 words
The improved skin care formulation of claim 1 comprising an oil phase, "A," and a water phase, "B," as follows: A is a soybean oil-fumaric acid Diels-Alder adduct 5.0%, cetyl alcohol 2.0%, ethoxylated stearyl alcohol and stearyl alcohol blend 2.0%, petrolatum 4.0%, lanolin oil 0.5%, acetylated lanolin alcohol 1.0%, propylene glycol 1.0%, propylparaben 0.1%; polyacrylate thickener 0.1%; B is triethanolamine 2.0%, methylparaben 0.2%; and fragrance 0.05%, purified water, USP qs wherein A and B are heated separately to about 70°-80° C., A is then added to B with mild agitation and the combined materials are cooled to about 40° C. at which time the fragrance and water are added and mixing is continued until the product temperature reaches about 35° C.
Claim 15
Dependent Claim
108 words
The improved skin care formulation of claim 1 comprising an oil phase, "A," and a water phase, "B," as follows: A is a soybean oil-fumaric acid Diels-Alder adduct 16.0%, cetyl alcohol 2.5%, petrolatum 4.0%, glyceryl monostearate 6.0%, dimethicone 5.0%, stearic acid 2.0%, propylparaben 0.1%; B is triethanolamine 2.0%, glycerin 5.0%, methylparaben 0.2%; and purified water, USP qs wherein A and B are heated separately to about 70°-80° C., A is then added to B with mild agitation and the combined materials are cooled to about 40° C. at which time the fragrance and water are added and mixing is continued until the product temperature reaches about 35° C.
Claim 16
Dependent Claim
113 words
The improved skin care formulation of claim 1 comprising an oil phase, "A," and water phase, "B," as follows: A is a soybean oil-fumaric acid Diels-Alder adduct 4.0%, mineral oil 4.5%, petrolatum 3.0%, stearyl alcohol 2.0%, lanolin oil 2.0%, glyceryl monostearate and PEG 100 stearate blend 15.0%, propylparaben 0.1%; B is glycerin 2.0%, methylparaben 0.2%; and fragrance 0.05%, purified water, USP qs wherein A and B are heated separately to about 70°-80° C., A is then added to B with mild agitation and the combined materials are cooled to about 40° C. at which time the fragrance and water are added and mixing is continued until the product temperature reaches about 35° C.
Claim 17
Dependent Claim
112 words
The improved skin care formulation of claim 1 comprising an oil phase, "A," and a water phase, "B," as follows: A is a soybean oil-fumaric acid Diels-Alder adduct 16.0%, petrolatum 13.0%, propylene glycol monostearate 4.0%, cetyl alcohol 2.0%, mineral oil 4.0%, stearic acid 3.0%, propylparaben 0.1%; B is methylparaben 0.2%, triethanolamine 3.0%, glycerin 6.0%; and fragrance 0.05%, purified water, USP qs wherein A and B are heated separately to about 70°-80° C., A is then added to B with mild agitation and the combined materials are cooled to about 40° C. at which time the fragrance and water are added and mixing is continued until the product temperature reaches about 35° C.
Claim 18
Dependent Claim
116 words
The improved skin care formulation of claim 1 comprising an oil phase, "A," and a water phase, "B," as follows: A is a soybean oil-fumaric acid Diels-Alder adduct 12.0%, cetyl alcohol 3.5%, petrolatum 3.0%, isopropyl myristate 1.0%, acetylated lanolin alcohol 1.0%, triethanolamine 2.5%, glyceryl monostearate, SE 5.0%, propylparaben 0.1%; B is glycerin 5.0%, methylparaben 0.2%, disodium EDTA 0.1%; and fragrance 0.05%, purified water, USP qs wherein A and B are heated separately to about 70°-80° C., A is then added to B with mild agitation and the combined materials are cooled to about 40° C. at which time the fragrance and water are added and mixing is continued until the product temperature reaches about 35° C.
Claim 19
Dependent Claim
106 words
The improved skin care formulation of claim 1 comprising an oil phase, "A," and a water phase, "B," as follows: A is a soybean oil-fumaric acid Diels-Alder adduct 2.0%, cetyl alcohol 2.0%, stearyl alcohol 0.5%, isopropyl myristate 1.0%, propylparaben 0.1%; B is sodium lauryl sulfate 0.5%, methylparaben 0.2%; and fragrance 0.05%, purified water, USP qs wherein A and B are heated separately to about 70°-80° C., A is then added to B with mild agitation and the combined materials are cooled to about 40° C. at which time the fragrance and water are added and mixing is continued until the product temperature reaches about 35° C.
Claim 20
Dependent Claim
117 words
The improved skin care formulation of claim 1 comprising an oil phase, "A," and a water phase, "B," as follows: A is a soybean oil-fumaric acid Diels-Alder adduct 4.0%, mineral oil 4.5%, petrolatum 3.0%, stearyl alcohol 2.0%, cetyl alcohol 1.0%, lanolin oil 2.0%, glyceryl monostearate and PEG 100 stearate blend 15.0%, propylparaben 0.1%; B is glycerin 2.0%, methylparaben 0.2%; and fragrance 0.05%, purified water, USP qs wherein A and B are heated separately to about 70°-80° C., A is then added to B with mild agitation and the combined materials are cooled to about 40° C. at which time the fragrance and water are added and mixing is continued until the product temperature reaches about 35° C.
Claim 21
Dependent Claim
61 words
An improved hair care preparation including as an emollient therefor, vegetable oil adducts, wherein the improvement comprises enhanced softening of hair cuticle provided by adducts prepared from vegetable oils containing non-conjugated polyunsaturated fatty acid esters which are conjugated and elaidinized and then modified via Diels-Alder addition with a member of the group consisting of acrylic acid, fumaric acid or maleic anhydride.
Claim 22
Dependent Claim
61 words
An improved hair care preparation including as an emollient therefor, vegetable oil adducts, wherein the improvement comprises enhanced softening of hair cuticle provided by adducts prepared from vegetable oils containing non-conjugated polyunsaturated fatty acid esters which are conjugated and elaidinized and then modified via Diels-Alder addition with a member of the group consisting of acrylic acid, fumaric acid or maleic anhydride.
Claim 23
Dependent Claim
15 words
The improved hair care preparation of claim 20 wherein the vegetable oil is soybean oil.
Claim 24
Dependent Claim
53 words
The improved hair care preparation of claim 20 which also includes as an emollient a member of the group selected from a vegetable oil, a modified vegetable oil produced by disproportionating the oil to conjugate the double bonds in the linoleic and linolenic acid groups present in the oil, and a mixture thereof.
Claim 25
Dependent Claim
22 words
The improved hair care preparation of claim 20 wherein the Diels-Alder modification reaction occurs by reacting the vegetable oil with fumaric acid.
Claim 26
Dependent Claim
59 words
The improved hair care preparation of claim 20 wherein the vegetable oil adduct has the general formula ##STR3## wherein x and y are integers from 3 to 9, x and y together equal 12, at least one Z is a carboxylic acid group, and any remaining Z is hydrogen, and R 1 and R 2 are saturated/unsaturated hydrocarbon radicals.
Claim 27
Dependent Claim
43 words
The improved hair care preparation of claim 20 wherein the vegetable oil adducts are subsequently converted into their soap forms selected from the group consisting of the soluble alkali metal and amine soaps and the insoluble alkaline earth and higher valent metal soaps.
Claim 28
Dependent Claim
31 words
The improved hair care preparation of claim 24 wherein each Z is a carboxylic acid group in which all or part of the carboxyl groups may be in the anhydride form.
Claim 29
Dependent Claim
25 words
The improved hair care preparation of claim 20 as follows: denatured alcohol 4.0%, a soybean oil-fumaric acid Diels-Alder adduct 3.0%, dimethicone 5.0%, and isobutane 88.0%.
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1991-04-26 | 1991-10-26 | 1992-04-26 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1995-04-26 | 1995-10-26 | 1996-04-26 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1999-04-26 | 1999-10-26 | 2000-04-26 | $7700.00 | Window Closed / Lapsed |