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Cation association polyurethane and use thereof as thickener

A polyurethane, cationic technology, applied in the field of compositions for cosmetic or therapeutic purposes, can solve the problems of unsuitable rheological cosmetic properties of polymers, etc.

Inactive Publication Date: 2002-02-06
LOREAL SA
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the rheological and cosmetic properties of these polymers remain unsuitable

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0087] From the following reactants:

[0088] C 18 h 37 OH 2mol

[0089] Methylene dicyclohexyl diisocyanate 4mol

[0090] Polyethylene glycol 1mol

[0091] N-Methylethanolamine 2mol

[0092] Quaternizing agent (CH 3 ) 2 SO 4 2mol

[0093] The synthetic counter ion is CH 3 SO 4 - of the following polymers:

[0094] C 18 u 37 -O-CONHR 4 NHCO-O-(CH 2 ) 2 -N + (CH 3 )(CH 3 )-(CH 2 ) 2 -O-CONHR 2 NHCO-O(PEO)O-CONHR 2 NHCO-O-(CH 2 ) 2 -N + (CH 3 )(CH 3 )-(CH 2 ) 2 -O-CONHR 4 NHCO-OC 18 h 37

[0095] where R 4 = methylene dicyclohexyl

Embodiment 2

[0097] From the following reactants:

[0098] Methylene dicyclohexyl diisocyanate 2mol

[0099] Polyethylene glycol 1mol

[0100] N,N-Dimethylethanolamine 2mol

[0101] Quaternizing agent C 18 h 37 OH 2mol

[0102] The synthetic counterion is Cl - of the following polymers:

[0103] C 18 u 37 N + (CH 3 )(CH 3 )-(CH 2 ) 2 -O-CONHR 4 NHCO-O(PEO)O-CONHR 4 NHCO-O(CH 2 ) 2 -N + (CH 3 )(CH 3 )C 18 h 37

[0104] where R 4 = methylene dicyclohexyl

Embodiment 3

[0105] Embodiment 3: reactant:

[0106] Polyethylene oxide (PEG) (M n 10000) 0.010mol

[0107] Methylene dicyclohexyl diisocyanate 0.018mol

[0108] N,N-Dimethylethanolamine 0.020mol

[0109] Stearyl bromide 0.024mol

[0110] Tin octoate (catalyst) 0.2%

[0111] 0.010 mol (100 g) of polyethylene oxide (PEG) (number average molecular weight 10000) was dissolved in 105 g THF containing 0.2% tin octoate (catalyst), and then 0.018 mol (4.71 g) of methylene bicyclo was added dropwise Hexyl diisocyanate. The reaction medium is heated under reflux of THF for 15 hours, after 6 hours 100 ml of THF are added. During the reaction, it was observed by FTIR that the NCO band of the isocyanate partially disappeared and the CO and NH bands of the amide bond appeared. The medium is very viscous and transparent.

[0112]Subsequently, 0.020 mol (1.78 g) of N,N-dimethylethanolamine was added, and the reaction was carried out under THF reflux for 4 hours until the NCO and OH bands of the a...

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Abstract

Water-soluble or water-dispersible, amphiphilic, cationic, associative polyurethanes (I), containing at least one protonated or quaternized amino function and at least one hydrophobic group, are new. Water-soluble or water-dispersible, amphiphilic, cationic, associative polyurethanes of formula R-X-(Q)n-(L-(Y)m)r-L'-(Q')p-X'-R' (I) are new. R, R' = H or hydrophobic group; X, X' = L'' or group containing an amino function (optionally carrying a hydrophobic group); L, L', L'' = group derived from a diisocyanate; Q, Q' = group containing an amino function (optionally carrying a hydrophobic group); Y = hydrophilic group; r = 1-100 (preferably 1-50, especially 1-25); n, m, p = 0-1000; provided that (I) contains at least one protonated or quaternized amino function and at least one hydrophobic group.

Description

technical field [0001] The present invention relates to novel water-soluble or water-dispersible amphiphilic cationic associated polyurethanes and their use in compositions for topical application, especially cosmetic or therapeutic use. Background technique [0002] The term "water-soluble" in connection with the associative polyurethanes of the present invention means that the solubility of the polymer in water at room temperature is at least 1% by weight, that is to say that at this concentration there are no precipitates detectable by the naked eye and the solution is particularly clear , Uniform. [0003] The term "water-dispersible" polyurethane means that the polymer, suspended in water, spontaneously forms pellets having an average particle size, measured by light scattering by a Coulter-type apparatus, between 5 nm and 600 nm, especially between 5 nm and 500 nm. [0004] Thickening and / or colloid formation of aqueous media by polymers has long been an important res...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G18/06A61K8/04A61K8/72A61K8/85A61K8/86A61K8/87A61K8/88A61P17/00A61Q19/02C08G18/08C08G18/28C08G18/30C08G18/32C08G18/48C08G18/50C08G18/65C08G77/458C09D7/00C09K3/00
CPCC08L75/04C08G18/2825A61K8/87C08G18/0814A61Q19/00A61K2800/5426C08G18/4833C08G18/3275A61Q5/00A61K2800/48C09D7/002C09D7/43A61P17/00C08G18/06C08G77/458C08G18/65
Inventor 纳塔莉·穆然弗朗索瓦·科塔尔罗兰·德拉梅特里贝特朗·利翁埃莉泽·莫里
Owner LOREAL SA