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Branched polyglycerol-modified silicone

A technology of branched polyglycerol and polysiloxane, which is applied in the field of cosmetics and fiber treatment agents, and can solve the problems of unfavorable thermodynamics, thickening, non-reproducibility, etc.

Inactive Publication Date: 2005-07-20
KAO CORP
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Although the linearly linked polyglycerol gene contains hydroxyl groups, it has higher hydrophilicity than the above-mentioned polyoxyethylene groups, but since the polyalkylene chains used as the backbone are highly flexible and easy to slip, In terms of adsorption performance with the substrate, it is a thermodynamically extremely unfavorable molecular structure
Therefore, it is not possible to improve handling convenience by making it dispersible / dissolvable in a hydrophilic solvent, and adsorption, drying / residue, coating, or film formation on the surface of various substrates. satisfactory performance
[0005] Moreover, the production methods of the above-mentioned linear polyglycerol-modified polysiloxanes are all suitable for the hydroallylation reaction of hydrogenated siloxane and linear polyglycerol derivatives with allyl groups introduced in advance, but the implementation However, this method cannot avoid the side reaction between the highly active hydrogen atoms in the hydrogenated siloxane and the hydroxyl groups present in a large number in the polyglyceryl group. And generate a large amount of gel-like insoluble matter and other shortcomings

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0161] Embodiment 1: branched polyglycerol modified polysiloxane A (linking group has -CH 2 CH 2 CH 2 -O-CH 2 CH 2 O-)

[0162] Take 187g of GE-Toshiba Silicon Co., Ltd. methanol-modified polysiloxane XF42-B0970 (modified at both ends, hydroxyl equivalent = 60mg-KOH / g (equivalent to average molecular weight = 1870)) into a flask, add 42.1 g of potassium methylate (30% methanol solution) was heated to 60° C. under reduced pressure while stirring, and the methanol was distilled off to obtain potassium methylate-modified polysiloxane as yellow oil. The temperature was raised to 95° C., and 74.1 g (5 equivalents) of glycerol was added within 5 hours using a quantitative infusion pump under an argon flow while vigorously stirring. Heating and stirring for another 20 minutes, then naturally cooling to room temperature, and adding 600 mL of ethanol to form a light yellow solution. Then add 34.6g of citric acid and stir, and filter the precipitated salt. The filtrate was concen...

Embodiment 2

[0171] Embodiment 2: branched polyglycerol modified polysiloxane B (linking group has -CH 2 CH 2 CH 2 -O-CH 2 CH 2 O-)

[0172] Take 181g of Shin-Etsu Chemical Co., Ltd.'s methanol-modified polysiloxane KF-6001 (modified at both ends, hydroxyl equivalent = 62mg-KOH / g (equivalent to average molecular weight = 1810)) into a flask, add 46.7g Potassium methoxide (30% methanol solution), heated to 60° C. under reduced pressure while stirring, and methanol was distilled off to obtain modified polysiloxane modified with potassium methoxide as slightly yellow oil. The temperature was raised to 95° C., and 177.8 g (12 equivalents) of glycerol was added within 8 hours using a quantitative infusion pump under an argon stream while vigorously stirring. Heating and stirring for another 20 minutes, and then naturally cooling to room temperature to obtain an opalescent paste composition, then adding 800mL of ethanol, removing potassium through a cation exchange resin and then concentrat...

Embodiment 3

[0173] Embodiment 3: branched polyglycerol modified polysiloxane C (linking group has -CH 2 CH 2 CH 2 -O-CH 2 CH 2 O-)

[0174] Take 200 g of methanol-modified polysiloxane KF-6003 (modified at both ends, hydroxyl equivalent = 22 mg-KOH / g (equivalent to average molecular weight = 5100)) produced by Shin-Etsu Chemical Co., Ltd. After the replacement, 2.45 g of potassium cut into small pieces was added, and stirred at 60° C. until the potassium disappeared to obtain an oily modified polysiloxane modified with potassium methylate. The temperature was raised to 95° C., and 29.1 g (5 equivalents) of glycerol were added within 5 hours under argon flow with vigorous stirring. Heating and stirring for 10 minutes, then naturally cooling to 30° C., adding 800 mL of ethanol, removing potassium through a cation exchange resin, and then concentrating to obtain branched polyglycerol-modified polysiloxane C as a light yellow viscous oil. Yield 88%. after analysis 13 C-NMR spectrum ca...

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Abstract

The invention relates to a novel hydrophilic silicone compound which is low irritating and low yellowing and to its manufacturing method. It exhibits excellent wetting properties and adsorbing properties to various substrates while satisfying both advantages inherent in silicones and high hydrophilicity, and has a very wide range of applications. The invention also relates to a branched polyglycerol-modified silicone. The branched polyglycerol-modified silicone comprises, bonded to a silicon atom thereof via a linking group, at least one branched polyglycerol chain bearing at least one branched glycerol group represented by structural formula (1), wherein a glycerol group or a glycidol group represented by a structural formula (1), (2), (3) or (4), the same or different, is bonded to two oxygen atoms. The manufacturing method thereof and a cosmetic containing the branched polyglycerol-modified silicone are also provided.

Description

technical field [0001] The present invention relates to a branched polyglycerol-modified polysiloxane useful in the fields of cosmetics and fiber treatment agents, a method for producing the same, and cosmetics containing the branched polyglycerol-modified polysiloxane. Background technique [0002] Polysiloxane is a general-purpose material with various advantages such as low intermolecular interaction, low activity, harmlessness, low irritation, low coefficient of friction, high lubricity, low viscosity, high ductility, and high insulation , can be used in various aspects of the industry. However, due to their high hydrophobicity, it is difficult to apply to aqueous solvents, and they have significant disadvantages such as a significant lack of wetting performance or adsorption performance on highly polar inorganic compounds and substrates such as hair, skin, and fibers, or on the surface of substrates. On the contrary, although the introduction of polyoxyethylene chains ...

Claims

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Application Information

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IPC IPC(8): A61K8/894A61K8/896A61K8/898A61Q5/00A61Q5/12A61Q19/00A61Q19/10
CPCA61Q19/00C08G77/16A61K8/894A61Q19/10A61Q5/00C08G77/46
Inventor 宫永清一
Owner KAO CORP
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