US4143159A
Expired / Lapsed
US
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Skin-care agents containing hydroxyalkyl carboxamides and process
Assignee: Henkel AG and Co KGaA
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Filing: 1977-07-08
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Granted: 1979-03-06
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Expires: 1997-07-08
Abstract
Abstract Skin-care, skin-protection, and skin-cleaning agent compositions containing at least one hydroxyalkyl carboxamide as a skin-moisturizing agent, as well as a process for protecting the skin utilizing this composition.
Inventors
- 👤 Hinrich Moller
- 👤 Rainer Osberghaus
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-04 18:10
CPC Classifications
A; A61; A61Q; A61Q19/00; A61K; A61K8/00; A61K8/02; A61K8/0212; A61K8/18; A61K8/30; A61K8/40; A61K8/42; A61Q17/00; A61Q17/04; A61Q19/005; A61Q19/10; A61Q9/00; A61Q9/02; C; C11; C11D; C11D3/00; C11D3/16; C11D3/26; C11D3/32
Claims Analysis
Total Claims: 27
Claim 1
Independent Claim
201 words
A process for maintaining or restoring hygroscopicity in the skin for the care and protection of the skin of warm-blooded animals comprising topically applying to the skin a safe but effective amount as a moisturizer of a cosmetic agent consisting essentially of from 1 to 20 percent by weight, relative to the total agent, of at least one hydroxyalkyl carboxylic acid amide of the formula ##STR3## wherein R 1 and R 2 are independently of each other a member selected from the group consisting of hydrogen and an alkyl radical having 1 to 4 carbon atoms, R 3 is a member selected from the group consisting of the direct bond and a straight-chain alkylene radical having 1 to 3 carbon atoms which is optionally substituted by one or more groups selected from the group consisting of alkyl having 1 to 4 carbon atoms and hydroxyalkyl having 1 to 4 carbon atoms, and R 4 and R 5 independently of one another are a member selected from the group consisting of hydrogen, an alkyl radical having 1 to 4 carbon atoms and an hydroxyalkyl radical having 2 to 6carbon atoms and 1 to 5 hydroxy groups, and the remainder conventional cosmetic excipients.
Claim 2
Dependent Claim
201 words
A process for maintaining or restoring hygroscopicity in the skin for the care and protection of the skin of warm-blooded animals comprising topically applying to the skin a safe but effective amount as a moisturizer of a cosmetic agent consisting essentially of from 1 to 20 percent by weight, relative to the total agent, of at least one hydroxyalkyl carboxylic acid amide of the formula ##STR3## wherein R 1 and R 2 are independently of each other a member selected from the group consisting of hydrogen and an alkyl radical having 1 to 4 carbon atoms, R 3 is a member selected from the group consisting of the direct bond and a straight-chain alkylene radical having 1 to 3 carbon atoms which is optionally substituted by one or more groups selected from the group consisting of alkyl having 1 to 4 carbon atoms and hydroxyalkyl having 1 to 4 carbon atoms, and R 4 and R 5 independently of one another are a member selected from the group consisting of hydrogen, an alkyl radical having 1 to 4 carbon atoms and an hydroxyalkyl radical having 2 to 6carbon atoms and 1 to 5 hydroxy groups, and the remainder conventional cosmetic excipients.
Claim 3
Dependent Claim
35 words
The process of claim 1 wherein the hydroxyalkyl carboxylic acid amide or mixture of hydroxyalkyl carboxylic acid amides is present in an amount of from 3 to 10% by weight relative to the total agent.
Claim 4
Dependent Claim
34 words
The process of claim 1 wherein said conventional cosmetic excipients are selected from the group consisting of emulsifiers, fatty substances, vegetable extracts, preservatives, perfumes, thickeners, solvents, surfactants and mixtures thereof, in the conventional quantities.
Claim 5
Dependent Claim
16 words
The process of claim 1 wherein the agent has a slightly acidic pH of about 6.
Claim 6
Dependent Claim
16 words
The process of claim 1 wherein the agent is a soap having a weakly alkaline pH.
Claim 7
Dependent Claim
21 words
The process of claim 1 wherein R 1 and R 2 are each hydrogen and R 3 is the direct bond.
Claim 8
Dependent Claim
36 words
The process of claim 6 wherein the hydroxyalkyl carboxylic acid amide is a member selected from the group consisting of glycolic acid amide, N-(2-hydroxyethyl)-glycolic acid amide, N-(2-hydroxypropyl)-glycolic acid amide, N-(tris-hydroxymethyl-methyl)-glycolic acid amide, and N,N-bis-(2-hydroxyethyl)-glycolic acid amide.
Claim 9
Dependent Claim
24 words
The process of claim 6 wherein R 4 is hydroxyalkyl and R 5 is hydrogen or both R 4 and R 5 are hydroxyalkyl.
Claim 10
Dependent Claim
21 words
The process of claim 1 wherein R 1 is methyl, R 2 is hydrogen and R 3 is the direct bond.
Claim 11
Dependent Claim
45 words
The process of claim 9 wherein the hydroxyalkyl carboxylic acid amide is a member selected from the group consisting of lactic acid amide, N-(2-hydroxyethyl)lactic acid amide, N-(2-hydroxypropyl)lactic acid amide, N-(2-hydroxy-isobutyl)lactic acid amide, N-(1,3-di-hydroxy-2-methyl-2-propyl)lactic acid amide, N-(tris-hydroxy-methyl-methyl)lactic acid amide, N,N-bis-(2-hydroxyethyl)lactic acid amide, and N,N-bis-(2-hydroxypropyl)lactic acid amide.
Claim 12
Dependent Claim
24 words
The process of claim 9 wherein R 4 is hydroxyalkyl and R 5 is hydrogen or both R 4 and R 5 are hydroxyalkyl.
Claim 13
Dependent Claim
18 words
The process of claim 1 wherein the hydroxyalkyl carboxylic acid amide is an α-, β-, or γ- hydroxybutyramide.
Claim 14
Dependent Claim
14 words
The process of claim 12 wherein the hydroxyalkyl carboxylic acid amide is an γ-hydroxybutyramide.
Claim 15
Dependent Claim
25 words
The process of claim 13 wherein the γ-hydroxybutyramide is a member selected from the group consisting of N-(2-hydroxyethyl)-γ-hydroxybutyramide, N-(2-hydroxypropyl)-γ-hydroxybutyramide, N-(2-hydroxy-iso-butyl)-γ-hydroxybutyramide, N-(1,3-dihydroxy-2-methyl-2-propyl)-γ-hydroxybutyramide, N-(tris-hydroxy-methyl-methyl)-γ-hydroxybutyramide, N,N-bis-(2-hydroxyethyl)-γ-hydroxybutyramide, and N,N-bis-(2-hydroxypropyl)-γ-hydroxy-butyramide.
Claim 16
Dependent Claim
24 words
The process of claim 13 wherein R 4 is hydroxyalkyl and R 5 is hydrogen or both R 4 and R 5 are hydroxyalkyl.
Claim 17
Dependent Claim
16 words
The process of claim 1 wherein the hydroxyalkyl carboxylic acid amide is an α- or β-hydroxyisobutyramide.
Claim 18
Dependent Claim
14 words
The process of claim 16 wherein the hydroxyalkyl carboxylic acid amide is an α-hydroxyisobutyramide.
Claim 19
Dependent Claim
21 words
The process of claim 17 wherein the α-hydroxyisobutyramide is a member selected from the group consisting of N-(2-hydroxyethyl)-α-hydroxyisobutyramide, N-(2-hydroxypropyl)-α-hydroxyisobutyramide and N-(2-hydroxyisobutyl)-α-hydroxyisobutyramide.
Claim 20
Dependent Claim
24 words
The process of claim 17 wherein R 4 is hydroxyalkyl and R 5 is hydrogen or both R 4 and R 5 are hydroxyalkyl.
Claim 21
Dependent Claim
15 words
The process of claim 1 wherein the hydroxyalkyl carboxylic acid amide is an hydroxyalkyl propionamide.
Claim 22
Dependent Claim
21 words
The process of claim 20 wherein the hydroxyalkyl propionamide is a member selected from the group consisting of α,α-bis-hydroxymethyl-propionamide and N-(2-hydroxyethyl)-α,α-bis-hydroxymethylpropionamide.
Claim 23
Dependent Claim
24 words
The process of claim 20 wherein R 4 is hydroxyalkyl and R 5 is hydrogen or both R 4 and R 5 are hydroxyalkyl.
Claim 24
Dependent Claim
229 words
A process for maintaining or restoring hygroscopicity in the skin for the care and protection of the skin of warm-blooded animals comprising topically applying to the skin a safe but effective amount as a moisturizer of a cosmetic agent consisting essentially of an emulsion adjusted to a pH between 5 and 7 containing an emulsifier, from 1 to 20 percent by weight, relative to the total agent, of at least one hydroxyalkyl carboxylic acid amide of the formula ##STR4## wherein R 1 and R 2 are independently of each other a member selected from the group consisting of hydrogen and an alkyl radical having 1 to 4 carbon atoms, R 3 is a member selected from the group consisting of the direct bond and a straight-chain alkylene radical having 1 to 3 carbon atoms which is optionally substituted by one or more groups selected from the group consisting of alkyl having 1 to 4 carbon atoms and hydroxyalkyl having 1 to 4 carbon atoms, and R 4 and R 5 independently of one another are a member selected from the group consisting of hydrogen, an alkyl radical having 1 to 4 carbon atoms and an hydroxyalkyl radical having 2 to 6 carbon atoms and 1 to 5 hydroxy groups, and the remainder conventional cosmetic excipients, said emulsion being selected from the group consisting of oil-in-water emulsions and water-in-oil emulsions.
Claim 25
Dependent Claim
229 words
A process for maintaining or restoring hygroscopicity in the skin for the care and protection of the skin of warm-blooded animals comprising topically applying to the skin a safe but effective amount as a moisturizer of a cosmetic agent consisting essentially of an emulsion adjusted to a pH between 5 and 7 containing an emulsifier, from 1 to 20 percent by weight, relative to the total agent, of at least one hydroxyalkyl carboxylic acid amide of the formula ##STR4## wherein R 1 and R 2 are independently of each other a member selected from the group consisting of hydrogen and an alkyl radical having 1 to 4 carbon atoms, R 3 is a member selected from the group consisting of the direct bond and a straight-chain alkylene radical having 1 to 3 carbon atoms which is optionally substituted by one or more groups selected from the group consisting of alkyl having 1 to 4 carbon atoms and hydroxyalkyl having 1 to 4 carbon atoms, and R 4 and R 5 independently of one another are a member selected from the group consisting of hydrogen, an alkyl radical having 1 to 4 carbon atoms and an hydroxyalkyl radical having 2 to 6 carbon atoms and 1 to 5 hydroxy groups, and the remainder conventional cosmetic excipients, said emulsion being selected from the group consisting of oil-in-water emulsions and water-in-oil emulsions.
Claim 26
Dependent Claim
217 words
A process for maintaining or restoring hygroscopicity in the skin for the care and protection of the skin of warm-blooded animals comprising topically applying to the skin a safe but effective amount as a moisturizer of a cosmetic agent consisting essentially of a water and lower alcohol solution adjusted to a pH between 5 and 7 containing from 1 to 20 percent by weight, relative to the total agent, of at least one hydroxyalkyl carboxylic acid amide of the formula ##STR5## wherein R 1 and R 2 are independently of each other a member selected from the group consisting of hydrogen and an alkyl radical having 1 to 4 carbon atoms, R 3 is a member selected from the group consisting of the direct bond and a straight-chain alkylene radical having 1 to 3 carbon atoms which is optionally substituted by one or more groups selected from the group consisting of alkyl having 1 to 4 carbon atoms and hydroxyalkyl having 1 to 4 carbon atoms, and R 4 and R 5 independently of one another are a member selected from the group consisting of hydrogen, an alkyl radical having 1 to 4 carbon atoms and an hydroxyalkyl radical having 2 to 6 carbon atoms and 1 to 5 hydroxy groups, and the remainder conventional cosmetic excipients.
Claim 27
Dependent Claim
217 words
A process for maintaining or restoring hygroscopicity in the skin for the care and protection of the skin of warm-blooded animals comprising topically applying to the skin a safe but effective amount as a moisturizer of a cosmetic agent consisting essentially of a water and lower alcohol solution adjusted to a pH between 5 and 7 containing from 1 to 20 percent by weight, relative to the total agent, of at least one hydroxyalkyl carboxylic acid amide of the formula ##STR5## wherein R 1 and R 2 are independently of each other a member selected from the group consisting of hydrogen and an alkyl radical having 1 to 4 carbon atoms, R 3 is a member selected from the group consisting of the direct bond and a straight-chain alkylene radical having 1 to 3 carbon atoms which is optionally substituted by one or more groups selected from the group consisting of alkyl having 1 to 4 carbon atoms and hydroxyalkyl having 1 to 4 carbon atoms, and R 4 and R 5 independently of one another are a member selected from the group consisting of hydrogen, an alkyl radical having 1 to 4 carbon atoms and an hydroxyalkyl radical having 2 to 6 carbon atoms and 1 to 5 hydroxy groups, and the remainder conventional cosmetic excipients.
References Cited (Backward Citations)
US3970584A
Cited
US4064268A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1982-03-05 | 1982-09-04 | 1983-03-06 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1986-03-05 | 1986-09-04 | 1987-03-06 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1990-03-05 | 1990-09-04 | 1991-03-06 | $7700.00 | Window Closed / Lapsed |