Amphipathic cation association polymer, preparation process, use and composition thereof

A polymer and composition technology, applied to amphiphilic cationic associative polymers, can solve the problem that the rheological properties and cosmetic properties of polymers are not optimal, and achieve excellent thickening properties, improved structure, and easy-to-use feeling. Effect

Inactive Publication Date: 2003-08-06
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 are not optimal

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0076] The halide content (in meq / g) is given by: ( Vi - Vo ) × T × K m Wherein:-Vo: the volume addition (ml) of blank test-Vi: the volume addition (ml) of test-T: the titer (0.1N) of silver nitrate solution-k: the titration factor-m of silver nitrate solution: The mass (g) of the sample quaternization degree is equal to the ratio of the measured content to the theoretical content of 100% quaternization. Example 1: Polymers of the Invention

[0077] The reaction scheme is as follows:

[0078] In the first step, 1 mol of dimethylaminoethanol was quaternized with 1 mol of octadecane bromide (50% methyl ethyl ketone solution) after refluxing for 2 hours to prepare N-stearyl-N.N-dimethylethanolammonium bromide. The resulting product was diluted with acetone at 20-25 °C, filtered, washed with acetone and dri...

Embodiment 2

[0082] The degree of quaternization was 91% (0.06 meq / g; theory=0.066 meq / g). Example 2: Control polymer Reagent : Polyoxyethylene (PEG) (M n 10000): 0.010mol methylene dicyclohexyl diisocyanate: 0.018mol N,N-dimethylethanolamine: 0.020mol stearyl bromide: 0.024mol tin octoate (catalyst): 0.2%

[0083] 0.010 mol (100 g) of poly(oxyethylene) having a number average molecular weight of 10000 was dissolved in 105 g of THF containing 0.2% tin octoate (catalyst), and then 0.018 mol (4.71 g) of methylene dicyclohexyl diisocyanate was added dropwise. The reaction medium is heated for 15 hours at the reflux temperature of THF, after 6 hours 100 ml of THF are added. During the reaction, the incomplete disappearance of the NCO moiety of the isocyanate can be observed by FTIR, while the CO and NH moieties of the formed amide bond appear. The medium is viscous and transparent. Then add 0.020mol (1.78g) of N,N-dimethylethanolamine, and continue to react for 4 hours at the reflux temp...

Embodiment 3

[0084] The degree of quaternization is 30% (0.02 meq / g; theory=0.066 meq / g). Embodiment 3: Concentration determination

[0085] An aqueous solution containing 7% by weight polymer in deionized water was prepared using magnetic stirring for a minimum of 12 hours at room temperature. The solutions were stored at 27°C for a minimum of 12 hours before their rheological properties were determined.

[0086] Viscosity measurement was carried out at 27° C. using a Haake RS150 controlled stress rheometer equipped with a cone-plate with a diameter of 35 mm and a cone angle of 2°. The sample is subjected to a gradient of increasing shear force with a logarithmic distribution between 0.1-1000Pa. The ramp up time was 2 minutes and 30 seconds. Viscosity values ​​are determined in the first Newtonian region of the rheogram, where the viscosity η 0 (η 0 =τ / V c) (sometimes called rest viscosity) is constant independent of the applied stress (τ) or the measured shear rate (V c )Impact. ...

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Abstract

quaternarized amino-functional polymers (I) are new. Polymers of formula (I) are new: R, R' = H or hydrophobic groups; X, X' = groups comprising a tertiary or quaternary amine function optionally bearing a hydrophobic group; L, L' = groups derived from a diisocyanate; Y = a hydrophilic group; r = 1-100; m = 1-1000; The polymer contains at least one protonated or quaternarized amine function and at least one hydrophobic group and at least 85% of the amine functions are quaternarized. Independent claims are also included for: (1) production of (I) by reacting a quaternarized amine derivative with a diisocyanate prepolymer; (2) a composition comprising (I).

Description

technical field [0001] The present invention relates to novel water-soluble or water-dispersible amphiphilic cationic associative polymers and also to their use in topical compositions, especially cosmetic, especially cosmetic or therapeutic use. Background technique [0002] For the polymers of the present invention, the term "water-soluble" means that these polymers have a solubility in water at room temperature (25° C.) of at least 1% by weight, that is, above this concentration no precipitation occurs by visual inspection, and the solution Fully clarified and homogeneous. [0003] "Water dispersible" polymer means that when the polymer is suspended in water, it can form microspheres with uniform particle size, and its particle size is 5nm to 600nm, especially 5nm to 500nm as measured by light scattering with a Coulter particle size analyzer. [0004] The use of polymers for thickening and gelling of aqueous media, especially in the cosmetic and pharmaceutical fields, is...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): A61K8/00A61K8/84A61K8/87A61Q1/00A61Q1/02A61Q1/04A61Q1/06A61Q1/10A61Q1/12A61Q1/14A61Q3/00A61Q3/02A61Q5/00A61Q5/02A61Q5/04A61Q5/06A61Q5/10A61Q5/12A61Q13/00A61Q17/04A61Q19/00A61Q19/10C08G18/00C08G18/08C08G18/10C08G18/32C08G18/50
CPCA61Q19/00C08G18/0814C08G18/10A61K8/87C08G18/2875C08G18/70
Inventor S·贝纳德S·特罗伊勒M·阿诺-罗克斯
Owner LOREAL SA
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