US4456586A
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Non-ionic surface-active agents derived from glucose, process for their preparation and compositions containing them
Assignee: L'Oréal SA
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Filing: 1981-10-23
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Granted: 1984-06-26
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Expires: 2001-10-23
Abstract
Abstract Non-ionic surface-active agents of the formula are disclosed: ##STR1## in which a=0 or 1, R denotes a C 8 -C 30 aliphatic or alicyclic radical, x+y totals a number from 1 to 10 and, in each unit, one of Z 1 and Z 2 denotes hydrogen and the other denotes the radical ##STR2## in which R 1 denotes methyl or ethyl. These products can be prepared simply and are suitable for use in cosmetic or pharmaceutical compositions and in particular in cosmetic compositions for treating the hair or skin.
Inventors
- 👤 Guy Vanlerberghe
- 👤 Henri Sebag
- 👤 Rene Pierre
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-05 23:52
CPC Classifications
C; C07; C07J; C07J17/00; A; A61; A61K; A61K47/00; A61K47/06; A61K47/26; A61K8/00; A61K8/02; A61K8/04; A61K8/06; A61K8/068; A61K8/18; A61K8/30; A61K8/60; A61K8/602; A61K8/63; A61K9/00; A61K9/0012; A61K9/0014; A61Q; A61Q19/00; A61Q5/00; C07D; C07D305/00; C07D305/02; C07D305/04; C07D305/08; C07D493/00; C07D493/02; C07D493/04; Y; Y10; Y10S; Y10S424/00; Y10S424/01; Y10S424/02; Y10S424/04
Claims Analysis
Total Claims: 37
Claim 1
Independent Claim
93 words
A non-ionic surface-active product of the formula: ##STR12## in which: a denotes zero or 1, R denotes a saturated or unsaturated, linear or branched aliphatic radical or an alicyclic radical containing 8 to 30 carbon atoms, x and y each denote zero or a positive number such that (x+y) denotes an integral or non-integral number from 1 to 10, and in each unit --CHZ 1 --CHZ 2 --O-- one of Z 1 and Z 2 denotes a hydrogen atom and the other the radical: ##STR13## in which R 1 denotes methyl or ethyl.
Claim 2
Dependent Claim
93 words
A non-ionic surface-active product of the formula: ##STR12## in which: a denotes zero or 1, R denotes a saturated or unsaturated, linear or branched aliphatic radical or an alicyclic radical containing 8 to 30 carbon atoms, x and y each denote zero or a positive number such that (x+y) denotes an integral or non-integral number from 1 to 10, and in each unit --CHZ 1 --CHZ 2 --O-- one of Z 1 and Z 2 denotes a hydrogen atom and the other the radical: ##STR13## in which R 1 denotes methyl or ethyl.
Claim 3
Dependent Claim
56 words
A product according to claim 1, in which a denotes zero and R denotes a linear or branched alkyl or alkenyl radical having from 8 to 18 carbon atoms, an alkylphenyl radical, the alkyl part of which contains 8 to 12 carbon atoms, or a radical derived from a sterol having up to 30 carbon atoms.
Claim 4
Dependent Claim
25 words
A product according to claim 1, in which a denotes 1, and R denotes a linear alkyl radical having from 8 to 18 carbon atoms.
Claim 5
Dependent Claim
50 words
A product according to claim 1 or 2, in which a denotes zero and R denotes an octyl, decyl, dodecyl, tetradecyl, hexadecyl, octadecyl, eicosyl, 2-methyldodecyl, 2-methyltridecyl, 2-methyltetradecyl, 2-methylpentadecyl, 2-ethylhexyl, 2-butyloctyl, 2-hexyldecyl, 2-octyldodecyl, oleyl, cholesterol or beta-sitosterol radical, a radical of a lanolin alcohol or a dodecylbenzyl, octylphenyl or nonylphenyl radical.
Claim 6
Dependent Claim
26 words
A product according to claim 1 or 3, in which a denotes 1 and R denotes an octyl, decyl, dodecyl, tetradecyl, hexadecyl, octadecyl or eicosyl radical.
Claim 7
Dependent Claim
50 words
A product of the formula ##STR14## in which R, a, x and y are as defined in claim 1 and one of Y 1 and Y 2 denotes, in each unit, a hydrogen atom and the other the radical of formula: ##STR15## in which R 1 denotes methyl or ethyl.
Claim 8
Dependent Claim
25 words
Process for the preparation of a product as defined in claim 1 which comprises hydrolysing in acid solution a product as defined in claim 6.
Claim 9
Dependent Claim
47 words
Process according to claim 7, in which the hydrolysis is carried out in the presence of an aqueous sulphuric acid, hydrochloric acid or acetic acid, at a temperature from 20° to 100° C., optionally in the presence of an alcohol having from 1 to 4 carbon atoms.
Claim 10
Dependent Claim
52 words
Process according to claim 7 in which the product as defined in claim 6 is prepared by the telomerisation of an epoxide of the formula: ##STR16## in which R 1 denotes methyl or ethyl, with a compound of the formula: ##STR17## in which R and a are as defined in claim 1.
Claim 11
Dependent Claim
28 words
Process according to claim 9 in which the telomerisation reaction is carried out in the presence of a Lewis acid catalyst at a temperature from 20° to 120°.
Claim 12
Dependent Claim
30 words
Process according to claim 10 in which the telomerisation reaction is carried out in the presence of BF 3 or SnCl 4 at a temperature from 40° to 80° C.
Claim 13
Dependent Claim
28 words
Process according to claim 9 in which the telomerisation reaction is carried out in the presence of a basic catalyst at a temperature from 120° to 160° C.
Claim 14
Dependent Claim
22 words
Process according to claim 12 in which the basic catalyst is sodium, potassium, sodium methylate or ethylate or potassium methylate or ethylate.
Claim 15
Dependent Claim
19 words
Process according to claim 9 in which the telomerisation is carried out in the presence of an inert solvent.
Claim 16
Dependent Claim
46 words
Process according to claim 14, in which the telomerisation is carried out in the presence of a Lewis acid catalyst and the solvent is hexane or heptane, or in the presence of a basic catalyst and the solvent is methyl ethyl ketone or methyl isobutyl ketone.
Claim 17
Dependent Claim
79 words
A non-ionic surface-active product of the formula: ##STR18## in which: a denotes zero, R denotes a saturated or unsaturated, linear or branched aliphatic radical or an alicyclic radical containing 8 to 30 carbon atoms, x denotes an integral or non-integral number from 1 to 10, and in each unit --CHZ 1 --CHZ 2 --O--, one of Z 1 and Z 2 denotes a hydrogen atom and the other the radical: ##STR19## in which R 1 denotes methyl or ethyl.
Claim 18
Dependent Claim
79 words
A non-ionic surface-active product of the formula: ##STR18## in which: a denotes zero, R denotes a saturated or unsaturated, linear or branched aliphatic radical or an alicyclic radical containing 8 to 30 carbon atoms, x denotes an integral or non-integral number from 1 to 10, and in each unit --CHZ 1 --CHZ 2 --O--, one of Z 1 and Z 2 denotes a hydrogen atom and the other the radical: ##STR19## in which R 1 denotes methyl or ethyl.
Claim 19
Dependent Claim
25 words
A product according to claim 16 in which R denotes a linear or branched alkyl or alkenyl radical having from 8 to 18 carbon atoms.
Claim 20
Dependent Claim
24 words
A product according to claim 16, in which R denotes an alkylphenyl radical, the alkyl part of which contains 8 to 12 carbon atoms.
Claim 21
Dependent Claim
22 words
A product according to claim 16, in which R denotes a radical derived from a sterol, having up to 30 carbon atoms.
Claim 22
Dependent Claim
15 words
A product according to claim 16, in which R denotes a radical derived from cholesterol.
Claim 23
Dependent Claim
52 words
A product according to claim 16, in which R denotes a linear or branched alkyl or alkenyl radical having from 8 to 18 carbon atoms, an alkylphenyl radical, the alkyl part of which contains 8 to 12 carbon atoms, or a radical derived from a sterol having up to 30 carbon atoms.
Claim 24
Dependent Claim
44 words
A product according to claim 16, in which R denotes an octyl, decyl, dodecyl, tetradecyl, hexadecyl, octadecyl, eicosyl, 2-methyldodecyl, 2-methyltridecyl, 2-methyltetradecyl, 2-methylpentadecyl, 2-ethylhexyl, 2-butyloctyl, 2-hexyldecyl, 2-octyldodecyl, oleyl, cholesterol or beta-sitosterol radical, a radical of a lanolin alcohol or a dodecylbenzyl, octylphenyl or nonylphenyl radical.
Claim 25
Dependent Claim
58 words
A product according to claim 16, in which R denotes the radical C 12 H 25 ; x denotes an average statistical value of 4 and in each unit --CHZ 1 --CHZ 2 --O--, one of Z 1 and Z 2 denotes a hydrogen atom and the other the radical: ##STR20## in which R, denotes methyl or ethyl.
Claim 26
Dependent Claim
12 words
A product according to claim 23, in which R 1 denotes methyl.
Claim 27
Dependent Claim
33 words
A product according to claim 16, wherein R denotes the radical C 16 H 33 , R 1 denotes the group CH 3 --, and x denotes an average statistical value of 1.5.
Claim 28
Dependent Claim
33 words
A product according to claim 16, wherein R denotes the radical C 16 H 33 , R 1 denotes the group CH 3 --, and x denotes an average statistical value of 4.
Claim 29
Dependent Claim
31 words
A product according to claim 16, wherein R denotes the hydrocarbon radical of cholesterol, R 1 denotes the group CH 3 --, and x denotes an average statistical value of 2.
Claim 30
Dependent Claim
31 words
A product according to claim 16, wherein R denotes the hydrocarbon radical of cholesterol, R 1 denotes the group CH 3 --, and x denotes an average statistical value of 4.
Claim 31
Dependent Claim
35 words
A product according to claim 16, wherein R denotes the radical C 12 H 25 , R 1 denotes the group C 2 H 5 --, an x denotes an average statistical value of 4.
Claim 32
Dependent Claim
29 words
A product according to claim 16, wherein R denotes the nonylphenyl radical, R 1 denotes the group CH 3 --, and x denotes an average statistical value of 6.
Claim 33
Dependent Claim
29 words
A composition for treating hair or skin comprising at least 0.2 to 20% by weight of at least one product as defined in claim 1 and a cosmetic carrier.
Claim 34
Dependent Claim
31 words
A composition according to claim 31, which is in the form of an aqueous solution, an aqueous-alcoholic solution, an emulsion, a powder, a wax, a microemulsion, a gel, or an oil.
Claim 35
Dependent Claim
48 words
A composition according to claim 31, which also contains at least one non-ionic, anionic, cationic or amphoteric surface-active agent, animal, mineral, vegetable or synthetic oil or wax, anionic, cationic, non-ionic or amphoteric cosmetic resin, thickener, opacifier, preservative, perfume, inorganic salt, natural or synthetic lipid, solvent, or pH modifier.
Claim 36
Dependent Claim
22 words
A composition according to claim 31 for the care of the hair which is in the form of a, a hair lotion.
Claim 37
Dependent Claim
22 words
Process for the cosmetic treatment of the hair or skin, which comprises applying thereto a cosmetic composition as defined in claim 31.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1987-06-26 | 1987-12-26 | 1988-06-26 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1991-06-26 | 1991-12-26 | 1992-06-26 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1995-06-26 | 1995-12-26 | 1996-06-26 | $7700.00 | Window Closed / Lapsed |