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Method for the production of organosiloxanes modified by a phosponic acid ester

A technology of organosiloxane and phosphonate, applied in the field of organosilicon compounds, can solve the problems of slowness, decreased yield, long reaction time, etc.

Inactive Publication Date: 2006-12-06
WACKER CHEM GMBH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Unfortunately, the long reaction times and high temperatures required in this reaction lead to rearrangement reactions in the products leading to decreased yields and undesired by-products
[0004] The reaction of trialkylphosphites with chloromethyl-modified siloxanes proceeds significantly faster as described in US Patent No. 2,768,193 or by Gallagher et al., but has the disadvantage that, due to its high boiling point, the silicon so produced Distillation and purification of oxane is difficult
However, the reaction also proceeds slowly because the concentration of reactive groups is greatly reduced by dilution with non-reactive dimethylsiloxy units, thus enabling reaction times in the range of more hours

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0073] In a 500 ml three-necked flask with a dropping funnel and a reflux condenser, 26.1 grams of diethoxy-phosphite-methyl-dimethoxyl prepared according to the above "Silane A" was pre-charged under a nitrogen atmosphere. Methylsilane (0.10 mol, GC 98%). After adding 0.5% by weight of isopropyl phosphate as a catalyst and heating to 60°C, under vigorous stirring, within 10 minutes, 220 g of OH-terminated polydimethylsiloxane (M=1100 g / mol; 0.2 mol). The reaction mixture was then heated to 80° C. for a further 120 minutes. After removal of the alcohol formed in vacuo, 239 g of poly((diethoxy-phosphitemethyl)-methylsiloxane-co-dimethylsiloxane with an average molecular weight (number average) of 2500 g / mol were obtained base siloxane). It is a linear block copolymer in which 2 polydimethylsiloxane chains are joined by diethoxy-phosphite methyl-methylsiloxane units.

Embodiment 2

[0075] In a 250 ml three-necked flask with a dropping funnel and a reflux condenser, 48.9 g of diethoxy-phosphite methyl-dimethyl was pre-charged under a nitrogen atmosphere. Methoxysilane (0.20 mol, GC 98%). After adding 0.5% by weight of isopropyl phosphate as a catalyst and heating to 60°C, under vigorous stirring, within 10 minutes, 110 g of OH-terminated polydimethylsiloxane (M=1100 g / mol; 0.1 mol). The reaction mixture was then heated to 80° C. for a further 120 minutes. After removal of the alcohol formed in vacuo, 153 g of polydimethylsiloxane having diethoxy-phosphite methyl end groups having an average molecular weight (number average) of 1500 g / mol were obtained. It is a linear block copolymer in which individual diethoxy-phosphitemethyl-methicone units are bonded to both ends of the polydimethylsiloxane chain.

Embodiment 3

[0077]In a 500 ml three-necked flask with a dropping funnel and a reflux condenser, 48.9 g of diethoxy-phosphite methyl-dimethyl was pre-charged under a nitrogen atmosphere. Methoxysilane (0.20 mol, GC 98%). After adding 0.5% by weight of isopropyl phosphate as a catalyst and heating to 60°C, under vigorous stirring, within 10 minutes, 300 g of OH-terminated polydimethylsiloxane (M=3000 g / mol; 0.1 mol). The reaction mixture was subsequently heated to 80° C. for a further 240 minutes. After removal of the alcohol formed in vacuo, 343 g of polydimethylsiloxane having diethoxy-phosphite methyl end groups with an average molecular weight (GPC, number average) of 3600 g / mol were obtained. It is a linear block copolymer in which individual diethoxy-phosphitemethyl-methicone units are bonded to both ends of the polydimethylsiloxane chain.

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Abstract

The invention relates to a method for the producton of silicon organic compounds modified by a phosphonic acid ester by reacting at least one silane having formula [(R<3>O) fR<1>3-fSiCR<2>2P (O) (OR<4>) 2] (III) with at least one silicon compound having general formula (R2SiO2 / 2) p (R3SiO1 / 2) q [O1 / 2H] m (IV), wherein R<3> represents hydrogen or a C1-C20-hydrocarbon radical optionally substituted by -CN or a halogen atom, and m represents a whole number of 1 or 2, and R, R<1>, R<2>, R<3>, R<4>, m, p, q, f and s have the meaning cited in the description.

Description

technical field [0001] The present invention relates to a process for the production of phosphonate-modified organosilicon compounds by reacting silanes containing phosphonate groups with reactive silicon compounds. Background technique [0002] Polysiloxanes modified with phosphonates are of great economic interest in many fields. For example, it can be used as a lubricant on metals and textiles, a flame retardant additive, an adhesion aid, an additive for cosmetics or detergents, a defoamer, a release agent, a damping fluid, a heat transfer fluid, an antistatic agent or a polishing agent, and a coating . [0003] Phosphorus-modified siloxanes are usually prepared by reaction of trialkylphosphites with chloropropyl-modified siloxanes, as Gallagher et al., J.Polym.Sci.Part A, Vol.41 , 48-59 (2003). Unfortunately, the long reaction times and high temperatures required in this reaction lead to rearrangement reactions in the products, resulting in decreased yields and undesi...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G77/30C08G77/395
CPCC08G77/395C08G77/30
Inventor 奥利弗·舍费尔汉斯-约阿希姆·卢卡斯
Owner WACKER CHEM GMBH
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