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(Meth)acrylic acid silicone graft polymer, its production method, and cosmetic

A technology of acrylic silicone and its manufacturing method, which is applied in cosmetics, cosmetic preparations, pharmaceutical formulations, etc., can solve problems such as makeup film adhesion, and achieve the effects of excellent heat resistance, good makeup retention, and high purity

Active Publication Date: 2022-07-05
SHIN ETSU CHEM IND CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Furthermore, the (meth)acrylic silicone graft polymer using the conventional polymerization method using a radical initiator is cross-linked by the hydrogen abstraction in the polymer chain caused by the initiator, and there is Adhesion and other problems

Method used

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  • (Meth)acrylic acid silicone graft polymer, its production method, and cosmetic
  • (Meth)acrylic acid silicone graft polymer, its production method, and cosmetic
  • (Meth)acrylic acid silicone graft polymer, its production method, and cosmetic

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0203] 19.9 mg of tetrabutylammonium m-chlorobenzoate dried under reduced pressure was put into a three-necked flask, and 25 mL of tetrahydrofuran (THF) was added to dissolve it. Under a nitrogen atmosphere, 436 mg of dimethylketene methyltrimethylsilyl acetal was added, and 10 g of a monomer mixture (methyl methacrylate (MMA)) was added dropwise over 30 minutes, and a monomer represented by the following formula was added dropwise. Body (a) 10 g). After further stirring at room temperature for 30 minutes, 4 mL of methanol was added to terminate the reaction. The copolymer was obtained by distillation under reduced pressure at 150°C for 1 hour. The obtained copolymer was dissolved in deuterated chloroform and measured 1 H-NMR. according to 1 The H-NMR spectrum confirmed the copolymer represented by the following formula (7). Will 1 The H-NMR map is shown in figure 1 and figure 2 middle. figure 1 Yes 1 The overall picture of the H-NMR chart, figure 2 will 1 In the...

Embodiment 2

[0213] 19.9 mg of tetrabutylammonium m-chlorobenzoate dried under reduced pressure was put into a three-necked flask, and 25 mL of THF was added to dissolve it. Under a nitrogen atmosphere, 436 mg of dimethylketene methyltrimethylsilyl acetal was added, and a monomer mixture (15 g of methyl methacrylate, 15 g of the monomer (a)) was added dropwise over 30 minutes. After further stirring at room temperature for 30 minutes, 4 mL of methanol was added to terminate the reaction. The copolymer was obtained by distillation under reduced pressure at 150°C for 1 hour. The obtained copolymer was dissolved in deuterated chloroform and measured 1 H-NMR. according to 1 The H-NMR spectrum confirmed the copolymer represented by the above formula (7). Moreover, the number average molecular weight and polydispersity (Mw / Mn) (polystyrene conversion) were calculated|required by GPC. Furthermore, the residual monomer was quantified by GC-MS. The results are as follows.

[0214] Number ave...

Embodiment 3

[0217] 19.9 mg of tetrabutylammonium m-chlorobenzoate dried under reduced pressure was put into a three-necked flask, and 25 mL of THF was added to dissolve it. Under a nitrogen atmosphere, 436 mg of dimethylketene methyltrimethylsilyl acetal was added, and a monomer mixture (20 g of methyl methacrylate, 20 g of the monomer (a)) was added dropwise over 30 minutes. After further stirring at room temperature for 30 minutes, 4 mL of methanol was added to terminate the reaction. The copolymer was obtained by distillation under reduced pressure at 150°C for 1 hour. The obtained copolymer was dissolved in deuterated chloroform and measured 1 H-NMR. according to 1 The H-NMR spectrum confirmed the copolymer represented by the above formula (7). Moreover, the number average molecular weight and polydispersity (Mw / Mn) (polystyrene conversion) were calculated|required by GPC. Furthermore, the residual monomer was quantified by GC-MS. The results are as follows.

[0218] Number ave...

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Abstract

The present invention provides a (meth)acrylic silicone graft polymer, a method for producing the same, and a cosmetic, the object of which is to provide a (meth)acrylic silicone graft polymer with high heat resistance, low monomer content and high purity A branch polymer having the repeating unit represented by the following (I), the (meth)acrylic silicone graft polymer having a structure represented by the following (III) at one end, and The terminal has the structure represented by the following (IV).

Description

technical field [0001] The present invention relates to a (meth)acrylic silicone graft polymer, a method for producing the (meth)acrylic silicone graft polymer, and a cosmetic containing the (meth)acrylic silicone graft polymer. Background technique [0002] The (meth)acrylic silicone graft polymer forms a film having water repellency, flexibility, and high adhesiveness, and thus can be widely used as a material constituting a cosmetic. Patent Documents 1 to 4 disclose (meth)acrylic silicone graft polymers. [0003] It is known that monomers (methyl methacrylate, etc.) used in the synthesis of (meth)acrylic silicone graft polymers are irritating to the skin or eyes. Lift or wash. However, the (meth)acrylic-based polymer synthesized using conventional radical polymerization initiators such as peroxides and azo-based polymers includes a structure at the polymer terminal that forms a double bond, and therefore thermally decomposes from around 150°C , through the reverse reac...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08F220/14C08F220/18C08F220/54C08F230/08C08F283/12C08F220/28A61K8/81A61K8/91A61Q19/00
CPCA61K8/8152A61K8/91A61Q19/00C08F220/14C08F230/08C08F283/124C08F220/54A61K2800/10C08F220/281C08F220/1812C08F220/1806C08F220/1804C08F220/1808C08F220/1818A61K8/893C08F290/068C08F275/00C08F265/02C08F2438/01A61K8/895C08L51/085C08F2/38
Inventor 秦龙之介
Owner SHIN ETSU CHEM IND CO LTD