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Novel silicone polyether copolymers and process for preparation thereof

Inactive Publication Date: 2014-09-11
EVONIK DEGUSSA GMBH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Benefits of technology

The present invention provides a process for making silicone polyether copolymers that are storage-stable and free of harmful by-products. Compared to previous methods, this process avoids the use of chlorosilanes, reducing corrosive exhaust gases and organochlorine compounds. Additionally, purification of the silanes and siloxanes used as reactants can be dispensed with.

Problems solved by technology

This side reaction is undesired not only because it requires the use of excess polyether which is associated with a product dilution, but also the hydrolytic degradation of the propenyl polyethers leads to formation of propionaldehyde which, among other effects, imparts an unpleasant odour to the product.
The problem of odour affliction as a result of the hydrolytic release of propionaldehyde has thus not been solved.
As known to those skilled in the art, the storage of a propenyl-containing polyethersiloxane at room temperature already leads to increasing molar mass and odour development.
Further disadvantages in terms of process technology of the process disclosed in EP-A1-0 506 086 (U.S. Pat. No. 5,110,970) result from the outgassing of hydrogen chloride from an alcoholic solution.
The highly corrosive offgas has to be collected in scrubbers.

Method used

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  • Novel silicone polyether copolymers and process for preparation thereof
  • Novel silicone polyether copolymers and process for preparation thereof
  • Novel silicone polyether copolymers and process for preparation thereof

Examples

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Comparison scheme
Effect test

example 1

Inventive

[0155]A 250 ml four-neck flask equipped with a precision glass stirrer, an internal thermometer, a dropping funnel and a distillation apparatus is initially charged with 30 g of trimethylethoxysilane at room temperature, and 0.45 ml of trifluoroacetic acid is added with stirring. After heating to 60° C., a mixture of 37.2 g of silyl polyether SP-1 and 20.16 g of demineralized water is added dropwise over a period of one hour. After the metered addition has ended, the cloudy reaction mixture is stirred at 60° C. for 3 hours. 3 g of sodium hydrogencarbonate are added and the mixture is stirred for half an hour at room temperature. After filtering through a fluted filter, a clear solution is obtained. The ethanol formed from the reaction is distilled off at 70° C. and 5 to 15 mbar within 45 minutes. This gives a clear, homogeneous, low-viscosity (29Si NMR spectrum, no signals from the starting compounds are discernible any longer. The ratio of M units to T units is 2.9 to 1 (t...

example 2

Inventive

[0156]A 250 nil four-neck flask equipped with a precision glass stirrer, an internal thermometer, a dropping funnel and a distillation apparatus is initially charged with 31.8 g of trimethylethoxysilane at room temperature, and 0.42 ml of trifluoroacetic acid is added with stirring. After heating to 60° C., a mixture of 30.0 g of silyl polyether SP-2 and 21.4 g of demineralized water is added dropwise over a period of 1.5 hours. After the metered addition has ended, the cloudy reaction mixture is stirred at 60° C. for 3 hours. The ethanol formed during the reaction is distilled off at 60° C. and 50 mbar within one hour. 1.7 g of sodium hydrogencarbonate are added and the mixture is stirred at room temperature for half an hour. After filtering through a fluted filter, a clear, homogeneous, yellowish product with a viscosity of 204 mPa*s at 25° C. is obtained. In the 29Si NMR spectrum, no signals of the starting compounds are discernible any longer. The ratio of M units to T ...

example 3

Inventive

[0157]A 250 ml four-neck flask equipped with a precision glass stirrer, an internal thermometer, a dropping funnel and a distillation apparatus is initially charged with 21.8 g of hexamethyldisiloxane at room temperature, and 0.42 ml of trifluoroacetic acid is added with stirring. After stirring at 70° C. for 1 hour, a mixture of 30.0 g of silyl polyether SP-2 and 21.4 g of demineralized water is added dropwise over a period of one hour. After the metered addition has ended, the cloudy reaction mixture is stirred at 70° C. for 3 hours. The ethanol formed during the reaction is distilled off at 70° C. and 20 mbar within one hour. 1.7 g of sodium hydrogencarbonate are added and the mixture is stirred at room temperature for half an hour. After filtering through a fluted filter, a clear, homogeneous, yellowish product with a viscosity of 294.2 mPa*s at 25° C. is obtained.

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Abstract

Novel silicone polyether copolymers of inverse structure of the formula 1, characterized in that no unsaturated functional groups caused by side reactions or conversion products thereof are present in the copolymer, and a process for preparation thereof, in which a polyether modified terminally and / or laterally with alkoxysilyl groups is reacted with silanes and / or siloxanes which bear one or more hydrolysis-labile groups, in a hydrolysis and condensation reaction.

Description

[0001]The present application is a continuation of U.S. patent application Ser. No. 12 / 837,677 filed on Jul. 16, 2010, which claims priority from German Patent Application No. DE 10 2009 034607.4 filed on Jul. 24, 2009, the disclosures of which are incorporated herein by reference in their entirety.[0002]Any foregoing applications including German patent application DE 10 2009 034607.4, and all documents cited therein or during their prosecution (“application cited documents”) and all documents cited or referenced in the application cited documents, and all documents cited or referenced herein (“herein cited documents”), and all documents cited or referenced in herein cited documents, together with any manufacturer's instructions, descriptions, product specifications, and product sheets for any products mentioned herein or in any document incorporated by reference herein, are hereby incorporated herein by reference, and may be employed in the practice of the invention.1. FIELD OF TH...

Claims

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Application Information

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IPC IPC(8): C08G77/18
CPCC08G77/18C08G77/46C08G77/48C08G77/80C08L83/12C08G77/445
Inventor HENNING, FRAUKESCHUBERT, FRANKKNOTT, WILFRIEDDUDZIK, HORST
Owner EVONIK DEGUSSA GMBH
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