Polysiloxane block copolymers

Inactive Publication Date: 2008-08-21
BASF SE +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Benefits of technology

[0100]The amphiphilic block copolymer of the invention will typically be combined with a detersive surfactant when used in a shampoo. One of the chief advantages of the amphiphilic block copolymer of the invention is its compatibility with multiple surfactants.

Problems solved by technology

However, prior means of achieving both the cleansing and the conditioning of hair in one step are problematic.
This solution, however, is not entirely adequate and there is still much room for improvement in conditioning shampoos.
For example, many cationic polymers tend to build up on the hair and to result in an undesirable, “unclean” coated feel.
This, however, can limit the overall conditioning benefits that are obtained.
Furthermore, the use of two separate ingredients (cationic polymer and silicone) has a high adverse impact on cost of the shampoo formulation; the levels of hair conditioning wet lubricity are not comparable to those obtained from a rinse off conditioner and frequently the silicone / cationic polymers complex in the shampoo giving an opaque formulation.

Method used

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  • Polysiloxane block copolymers
  • Polysiloxane block copolymers
  • Polysiloxane block copolymers

Examples

Experimental program
Comparison scheme
Effect test

example 1

Conversion of Vinyl End-Functional Polysiloxane into Thiol

[0157]20 g vinyl end-functional polydimethylsiloxane (Silmer VIN 100, Siltech) is dissolved in 20 mL toluene. To this is added 550 mg azobisisobutyronitrile and 0.8 mL thioacetic acid. The mixture is sparged with nitrogen for 30 min, then heated at 80° C. for 6 h. It is cooled in ice / water and rinsed with methanol three times. The residual solvent is removed under vacuum.

[0158]15 g of the product is dissolved in 20 mL toluene, and 2 mL 10% methanolic sodium hydroxide is added. The mixture is sparged with nitrogen and stirred for 8 h. It is rinsed with methanol 3 times. The residual solvent is removed under vacuum.

example 2

[0159]To a solution of 25 g vinyl end-functional polydimethylsiloxane (Silmer VIN 200, Siltech) in 20 mL toluene is added 413 mg azobisisobutyronitrile and 0.6 mL thioacetic acid. The mixture is sparged with nitrogen for 30 min, then heated at 80° C. for 7 h. It is allowed to cool and rinsed with methanol three times. The residual solvent is removed under vacuum. To a solution of 2.0 g of this product in 2 ml ether that had been kept on lithium aluminum hydride (LAH) is added 50 mg LAH, and the mixture is stirred at room temperature for 48 h. The mixture is then filtered, and the solvent is removed under vacuum.

example 3

Conversion of Hydroxyl End-Functional Polydimethylsiloxane into Thiol

[0160]20 g hydroxyl end-functional polydimethylsiloxane (Silmer OH100, Siltech) is dissolved in 50 mL dichloromethane. To this is added 2 mL pyridine and 4.0 g p-toluenesulfonyl chloride. The mixture is stirred at room temperature for 24 h. The product is rinsed with methanol 3 times, and the residual solvent is removed under vacuum.

[0161]5 g of the product is dissolved in 15 mL toluene and a solution of 0.45 g potassium thioacetate in 1.5 mL methanol is added. The mixture is sparged with nitrogen for 30 min., then stirred at 105° C. for 24 h. The mixture is allowed to cool, then rinsed with methanol 3 times, and the residual solvent is removed under vacuum. The product is dissolved in 10 mL toluene, and 1 mL 10% methanolic potassium hydroxide is added. The mixture is sparged for 30 min, then refluxed for 1 h. It is cooled in an ice bath, then rinsed with methanol 3 times, and the residual solvent is removed under ...

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Abstract

This invention encompasses novel amphiphilic block copolymers comprising polysiloxane blocks and polycationic blocks. The polycationic blocks are formed from diallyldialkylammonium derivatives. The formed block copolymers are particularly useful for treating or conditioning keratinous substances such as hair or skin.

Description

[0001]This application takes the benefit of U.S. Provisional Application Nos. 60 / 899,675, filed Feb. 6, 2007, herein incorporated entirely by reference.FIELD OF THE INVENTION[0002]This invention relates to novel amphiphilic block copolymers comprising polysiloxane blocks and polycationic blocks. The polycationic blocks are formed from diallyldialkylammonium derivatives. The formed block copolymers are particularly useful for treating or conditioning keratinous substances such as hair or skin.BACKGROUND OF THE INVENTION[0003]Conditioning shampoos both clean and condition the hair in one step. However, prior means of achieving both the cleansing and the conditioning of hair in one step are problematic. Normally the conditioning agent, frequently a siloxane, will wash out with the rinse water because of the detersive action of surfactants also incorporated into the shampoo. In order to solve this problem, deposition agents such as cationic polymers may be combined with the conditioning...

Claims

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Application Information

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IPC IPC(8): A61K8/90C08G77/452A61Q5/12
CPCA61K8/898A61Q5/12A61Q5/02
InventorKOROSKENYI, BALINTGAMEZ-GARCIA, MANUELMAO, JIANWEN
OwnerBASF SE