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Improved process for producing bis-(aminoalkyl)-polysiloxanes

A technology of aminoalkyl and polysiloxane, which is applied in chemical instruments and methods, compounds of group 4/14 elements of the periodic table, organic chemistry, etc., and can solve problems such as complex methods

Inactive Publication Date: 2010-03-10
MOMENTIVE PERFORMANCE MATERIALS INC
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

For the production of cyclic silazanes, the '615 patent refers to high pressure amination of chlorosilanes or disilazanes, which are very complex processes

Method used

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  • Improved process for producing bis-(aminoalkyl)-polysiloxanes
  • Improved process for producing bis-(aminoalkyl)-polysiloxanes
  • Improved process for producing bis-(aminoalkyl)-polysiloxanes

Examples

Experimental program
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Embodiment 1

[0059] This example illustrates an improvement of the invention.

[0060] A. Allylamine protection reaction

[0061] In a fume hood, place 433.32 g in a 2 L round bottom flask equipped with a magnetic stirrer, condenser finger distillation head, thermocouple connected to a temperature controller, nitrogen purge line, and ice water plus dry ice trap Allylamine, 300.25g hexamethyldisilazane and 1.76g trimethylchlorosilane catalyst. The reactor was heated slowly to 65-70°C while maintaining all reflux back into the reactor. The reaction was monitored by gas chromatography until product formation ceased. Typically, the reaction is complete in less than 4 hours. The contents of the flask were then extracted at atmospheric pressure to remove excess allylamine. By gas chromatographic analysis, the flask was found to contain 422.50 g of trimethylsilylallylamine in the crude product mixture. This indicated a reaction yield of 94.5% based on the net amount of hexamethyldisilazane. ...

Embodiment 2

[0069] This example illustrates the preparation of a low molecular weight bis(aminopropyl)polysiloxane using the bis(aminopropyl)tetramethyldisiloxane terminator from Practical Example 1. In a fume hood, place 27.66 g of 98.19 in a 250 ml round bottom flask equipped with a magnetic stirrer, condenser finger distillation head, thermocouple connected to a temperature controller, nitrogen purge line, and ice water plus dry ice trap % purity bis(aminopropyl)tetramethyldisiloxane, 81.12 g vacuum distilled and dehydrated octamethylcyclotetrasiloxane and 0.23 g anhydrous tetramethylammonium hydroxide. The mixture was heated to 130°C and maintained at this temperature for 22 hours. At this point, an additional 4.18 g of bis(aminopropyl)tetramethyldisiloxane and 0.14 g of anhydrous tetramethylammonium hydroxide were charged. The purpose of the second injection of terminator and catalyst is to force the equilibrium towards lower molecular weight. The mixture was then maintained at 130...

Embodiment 3

[0071] This example illustrates the preparation of high molecular weight bis(aminopropyl)polysiloxane using the 900 molecular weight bis(aminopropyl)siloxane of Practical Example 2. A 1 liter four-neck flask equipped with an air-driven stirrer utilizing Teflon blades, a cold water condenser / distillation head, a thermocouple connected to a temperature controller, and a nitrogen purge line was charged with 522.31 g of dehydrated and vacuum distilled octamethylcyclotetrasiloxane and 9.35 g of the bis(aminopropyl)trisiloxane. The mixture was heated to 105°C and catalyzed with 0.27 g of anhydrous tetramethylammonium hydroxide. The catalyzed mixture was held for 23 hours and a sample was taken for viscosity. Viscosity indicates that equilibrium polymerization is complete. The mixture was then heated to 170°C to decompose the catalyst and the vacuum was reduced to 18 mmHg and maintained at these conditions for 2 hours to distill residual cyclic siloxane from the material. The vacu...

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Abstract

Bis(aminoalkyl)siloxane dimers or oligomers are prepared by a process utilizing hydrosilation of an olefinic amine with tetraorganodisiloxane or with bis(dialkylhydrogen)siloxane oligomers to generatehigh purity bis(aminoalkyl)disiloxane or bis(aminoalkyl)siloxane oligomers at high conversion yield, which may then be subsequently equilibrated to higher molecular weight bis(aminoalkyl)polysiloxanes.

Description

[0001] Cross References to Related Applications [0002] This application claims the benefit of US Provisional Application No. 60 / 896,113, filed March 21, 2007. field of invention [0003] This invention relates to an improved process for the preparation of bis(aminoalkyl)siloxane dimers or oligomers and for the preparation of bis(aminoalkyl)polysiloxanes. Bis(aminoalkyl)polysiloxanes are useful diamine monomers for the production of block copolymers and are used as softening agents in hair care and textile formulations. Background of the invention [0004] The industrial utilization of bis(aminoalkyl)polysiloxanes is limited by their cost. Reported synthetic methods have low yields, require solvents, are complex, or require additional process steps to form cyclic siloxanes to obtain bis(aminoalkyl)polysiloxane products. [0005] One method of producing bis(aminoalkyl)polysiloxanes is the use of endcapping agents bis(aminoalkyl)disiloxane or other lower siloxane oligomers ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F7/18C08G77/10C08G77/26
Inventor 拉里·A·迪文斯迈克尔·鲍威尔泰比里厄·L·西曼丹
Owner MOMENTIVE PERFORMANCE MATERIALS INC
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