Method of manufacturing purified products of liquid medium-chain alkyl-modified polydimethysiloxane and cosmetics prepared therefrom
View Patent ↗A method of manufacturing a purified product of a liquid medium-chain alkyl-modified polydimethylsiloxane that is free of a specific (unpleasant) odor and is practically odorless, the method comprising the steps of: [A] synthesizing a liquid medium-chain alkyl-modified polydimethylsiloxane by carrying out a hydrosilylation reaction between a hydrosilyl-containing polydimethylsiloxane and an α-olefin with 4 to 18 carbon atoms; and [B] subjecting a crude product of the liquid medium-chain alkyl-modified polydimethylsiloxane obtained in preceding step [A] to an odor-removing treatment by conducting a hydrogenation reaction which is carried out in the presence of a hydrogenation catalyst.
1. A method of manufacturing a purified product of a liquid medium-chain, alkyl-modified polydimethylsiloxane comprising the steps of:
[A] synthesizing a liquid medium-chain alkyl-modified polydimethylsiloxane represented by general formula (2) by carrying out a hydrosilylation reaction between a hydrosilyl-containing polydimethylsiloxane of general formula (1) and an α-olefin with 4 to 12 carbon atoms; and
[B] subjecting a crude product of the liquid medium-chain alkyl-modified polydimethylsiloxane obtained in preceding step [A] to an odor-removing treatment by conducting a hydrogenation reaction which is carried out in the presence of a hydrogenation catalyst:
where R 1 represents a hydrogen atom or a methyl group; “m” is an integer from 0 to 6; and “n” is an integer from 0 to 3; however, when “n” is 0, then at least one R 1 represents a hydrogen atom,
where R 2 represents an alkyl group with 4 to 12 carbon atoms; R 3 are groups represented by R 2 above or a methyl group; and “m” and “n” are the same numbers as defined above for general formula (1); however, when “n” is 0, at least one R 3 is the same group as defined for R 2 .
2. The method of manufacturing a purified product of a liquid medium-chain alkyl-modified polydimethylsiloxane according to claim 1 wherein in step [A] a liquid medium-chain alkyl-modified polydimethylsiloxane of general formula (3) is synthesized by conducting a hydrosilylation reaction between 1,1,1,3,5,5,5-heptamethyltrisiloxane and an α-olefin having 4 to 12 carbon atoms:
where R 2 is the same as defined above for general formula (2).
3. The method of manufacturing a purified product of a liquid medium-chain alkyl-modified polydimethylsiloxane according to claim 2 further comprising a step of stripping a crude product of the liquid medium-chain alkyl-modified polydimethylsiloxane and/or a product of hydrogenation from light substances prior to and/or after step [B] by bringing the crude product of the liquid medium-chain alkyl-modified polydimethylsiloxane and/or a product of hydrogenation in contact with gaseous nitrogen under conditions of reduced pressure.
4. A cosmetic material that contains a purified product of the liquid medium-chain alkyl-modified polydimethylsiloxane produced by the method according to claim 3 .
5. A cosmetic material prepared from a water-in-oil emulsion having an oiling agent in the form of a purified product of the liquid medium-chain alkyl-modified polydimethylsiloxane produced by the method according to claim 3 .
6. A cosmetic material prepared from a water-in-oil emulsion comprising: (a) 0.1 to 95 mass % of an oiling agent which is the liquid medium-chain alkyl-modified polydimethylsiloxane obtained by the method according to claim 3 ; (b) 0.1 to 25 mass % of a surface-active agent with the value of HLB equal to or below 7; and (c) 4.9 to 95 mass % of water.
7. A cosmetic material that contains a purified product of the liquid medium-chain alkyl-modified polydimethylsiloxane produced by the method according to claim 2 .
8. A cosmetic material prepared from a water-in-oil emulsion having an oiling agent in the form of a purified product of the liquid medium-chain alkyl-modified polydimethylsiloxane produced by the method according to claim 2 .
9. A cosmetic material prepared from a water-in-oil emulsion comprising: (a) 0.1 to 95 mass % of an oiling agent which is the liquid medium-chain alkyl-modified polydimethylsiloxane obtained by the method according to claims 2 ; (b) 0.1 to 25 mass % of a surface-active agent with the value of HLB equal to or below 7; and (c) 4.9 to 95 mass % of water.
10. The method of manufacturing a purified product of a liquid medium-chain alkyl-modified polydimethylsiloxane according to claim 1 further comprising a step of stripping a crude product of the liquid medium-chain alkyl-modified polydimethylsiloxane and/or a product of hydrogenation from light substances prior to and/or after step [B] by bringing the crude product of the liquid medium-chain alkyl-modified polydimethylsiloxane and/or a product of hydrogenation in contact with gaseous nitrogen under conditions of reduced pressure.
11. A cosmetic material that contains a purified product of the liquid medium-chain alkyl-modified polydimethylsiloxane produced by the method according to claim 10 .
12. A cosmetic material prepared from a water-in-oil emulsion having an oiling agent in the form of a purified product of the liquid medium-chain alkyl-modified polydimethylsiloxane produced by the method according to claim 10 .
13. A cosmetic material prepared from a water-in-oil emulsion comprising: (a) 0.1 to 95 mass % of an oiling agent which is the liquid medium-chain alkyl-modified polydimethylsiloxane obtained by the method according to claim 10 ; (b) 0.1 to 25 mass % of a surface-active agent with the value of HLB equal to or below 7; and (c) 4.9 to 95 mass % of water.
14. A cosmetic material that contains a purified product of the liquid medium-chain alkyl-modified polydimethylsiloxane produced by the method according to claim 1 .
15. A cosmetic material prepared from a water-in-oil emulsion having an oiling agent in the form of a purified product of the liquid medium-chain alkyl-modified polydimethylsiloxane produced by the method according to claim 1 .
16. A cosmetic material prepared from a water-in-oil emulsion comprising:
(a) 0.1 to 95 mass % of an oiling agent which is the liquid medium-chain alkyl-modified polydimethylsiloxane obtained by the method according to claims 1 ; (b) 0.1 to 25 mass % of a surface-active agent with the value of HLB equal to or below 7; and (c) 4.9 to 95 mass % of water.
17. A method of manufacturing a purified product of a liquid medium-chain alkyl-modified polydimethylsiloxane comprising the steps of:
[A] synthesizing a liquid medium-chain alkyl-modified polydimethylsiloxane represented by general formula (3) by carrying out a hydrosilylation reaction between 1,1,1,3,5,5,5-heptamethyltrisiloxane and an α-olefin with 6 to 12 carbon atoms; and
[B] subjecting a crude product of the liquid medium-chain alkyl-modified polydimethylsiloxane obtained in preceding step [A] to an odor-removing treatment by conducting a hydrogenation reaction which is carried out in the presence of a hydrogenation catalyst:
where R 2 represents an alkyl group with 6 to 12 carbon atoms.