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Method for producing organosilicon compounds which have amino groups

An aminoalkyl, organosiloxane technology, applied in organic chemistry, chemical instruments and methods, compounds of elements of Group 4/14 of the periodic table, etc., can solve problems such as poor physical properties, visual transparency, etc.

Active Publication Date: 2014-12-17
WACKER CHEM GMBH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

It is also unsuitable due to eg - high salt content obtained for the target product leads to poor physical properties - like rheology and visual clarity

Method used

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  • Method for producing organosilicon compounds which have amino groups
  • Method for producing organosilicon compounds which have amino groups
  • Method for producing organosilicon compounds which have amino groups

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0089] 330g pass 1 H NMR spectroscopy has 2320g / mol of M n Α,ω-dihydroxy-terminated polydimethylsiloxane (corresponding to 284mmol of Si-OH group) and 250ppm (corresponding to 4.6mmol) determined by Karl Fischer titration The water content is mixed with 6 mg of ammonium chloride and heated to 108-112°C. At this temperature and pressure of about 100mbar, 46.01g (based on Si-OH, 305mmol, corresponding to 1.07 equivalent) of 97.5% 3-aminopropyldimethylmethoxysilane 1 was added within 18min, and received after cooling The methanol formed as a distillate is collected in the vessel. After a total reaction time of 2 hours, the α,ω-diaminopropyl terminated polydimethylsiloxane reaction product was analyzed by NMR spectroscopy. All are based on the molar amount of aminopropyl end groups, with 0.2% Si-OH end groups, 0.06% Si-OMe groups, 2.3% methanol and 3.7% silane 1 detected.

[0090] The product obtained was 10.1 g of a distillate consisting of 97.6% methanol and a mixture of Silane 1...

Embodiment 2

[0093] Example 1 was repeated using 3 mg of ammonium chloride and 46.1 g (306 mmol, 1.08 equivalents) of 97.6% silane 1. The total reaction time is 3 hours.

[0094] At the end of the reaction, based on the molar amount of aminopropyl end groups, the reaction product includes 0.2% Si-OH end groups, 2.2% methanol and 3.2% silane 1. No Si-OMe end groups were detected (the detection limit is about 0.1%).

[0095] The product obtained was 9.8 g of a distillate consisting of 98% methanol and a mixture of silane 1 and 2.0% (0.20 g) cyclic siloxane.

[0096] The pressure was reduced to about 1 mbar to remove excess Silane 1 and methanol from the product.

Embodiment 3

[0098] 330g pass 1 H NMR spectroscopy has 2320g / mol of M n Α,ω-dihydroxy-terminated polydimethylsiloxane (corresponding to 284mmol of Si-OH group) and a water content of 250ppm (corresponding to 4.6mmol) determined by Karl Fischer titration, 6mg of Ammonium chloride and 46.01 g (based on Si-OH, 305 mmol, corresponding to 1.07 equivalents) of 97.5% 31 were mixed at room temperature and heated to 110° C. with stirring at about 110 mbar, while methanol was distilled to a cooled receiver. The heating time is 22 minutes, and the total reaction time is 2 hours.

[0099] At the end of the reaction, based on the molar amount of aminopropyl end groups, the reaction product includes 0.6% Si-OH end groups, 2.3% methanol and 3.6% silane 1. No Si-OMe end groups were detected (the detection limit is about 0.1%).

[0100] The product obtained was 10.0 g of a distillate consisting of 98% methanol and a mixture of Silane 1 and 2.0% (0.20 g) cyclic siloxane.

[0101] The pressure was reduced to abou...

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Abstract

The invention relates to a method for producing amino-functional polyorganosiloxanes, wherein (A) organosiloxanes which contain Si-OH groups are reacted with (B) at least stoichiometric quantities of mono-alkoxy (amino-alkyl) silanes, with respect to the Si-OH groups, (C) in the presence of at least one acid as a catalyst.

Description

Technical field [0001] The present invention relates to a method for preparing an amino-containing organosilicon compound having a minimum ratio of Si-OH and Si-OR moiety by using (aminoalkyl)alkoxysilane in the presence of a catalyst. Background technique [0002] Aminoalkyl polysiloxanes are widely used in industry. For example, a block copolymer can be obtained by addition polymerization by using isocyanate. Therefore, by combining different polymer blocks, a variety of products with customized properties can be obtained. Purity is very important for aminoalkyl polysiloxanes used for building block copolymers. For block copolymers, chain ends that must be highly amino functionalized or high molecular weight cannot be obtained. [0003] A method for preparing aminoalkyl polysiloxane is known. US-A-5461134 describes an equilibrium method involving the use of 1,3-bis(3-aminopropyl)tetramethyldisiloxane, cyclic siloxane and tetramethylammonium hydroxide as a catalyst. This meth...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G77/26
CPCC08G77/26C07F7/1804
Inventor 埃尔克·弗里茨-朗哈尔斯
Owner WACKER CHEM GMBH
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