SU314759A1 - METHOD OF OBTAINING TRIORGANOSYLIL DERIVATIVES OF p-CYANETHYLPHOSPHONE ACID - Google Patents

Description

The invention relates to the synthesis of new organophosphorus compounds of the general formula

(RO) (R3SiO) 2-nP (0) CH2CH2CN, where R is alkyl, 1, which can be used to synthesize monomeric polymeric phosphorus and organosilicon compounds used in the processing of fabrics to impart fire resistance and other properties.

It is known that compounds containing the group P (O) H are easily attached to unsaturated compounds, including acrylonitrile in the presence of metal alkoxides.

The proposed method is based on this reaction and consists in that alkyl- (trialkylsilyl) -phosphites or bis- (trialkylsilyl) -phosphites are treated with acrylonitrile in the presence of hydroquinone with heating, preferably at 120-200 ° C. The desired product is isolated by known methods.

In contrast to the known method, the proposed reaction does not proceed in the presence of metal alcoholates due to the latter cleavage of the R-O-Si group. The process is carried out in the presence of hydroquinone, which is both a stabilizer of acrylonitrile and a reaction catalyst.

Example 1. O-ethyl-O-triethylsilyl-p-cyanethylphosphonate.

A mixture of 3.2 g (0.06 mol) of acrylonitrile,

13.5 g (0.06 mol) ethyl triethylsilyl phosphite

and 0.2 g of hydroquinone is heated in a glass

a.pule for 30 hours at a temperature

130 ° C. After fractionated vacuum

distillations get 2.5 g (15%) of O-ethyl-Otrieethylsilyl-p-cyanoethylphosphonate, t. Kip.

141 -144 ° C / 1.5 mm Hg. Art., 1.4470; df 1.0241.

Found, o / o: Si 10.59; 10.42; R 11.41; 11.29;

MIA 72.4.

Calculated,%: Si 10,11; R 11.1; MDO 72.1.

Example 2. Bis- (trimethylsilyl) -p-cyanoethylphosphonate.

A mixture of 11.3 g (0.05 mol) of bis- (trimethylsilyl) phosphite, 2.8 g (0.05 mol) of acrylonitrile and 0.2 g of hydroquinone is heated in a glass ampoule at a temperature of 140 ° C for 15 hours . As a result of fractionated vacuum distillation, 4.9 g (35.3 o / o) of bis- (trimethylsilyl) -p-cyanoethylphosphonate were isolated, i.e. 127-29 ° C / 1.5 mmHg v .; ng 1.4330; df 1,0150. 3: . The subject matter of the invention is 1. A method for obtaining triorganosilyl derivatives of p-cyanoethylphosphonic acid, characterized in that alkaline L- (trialkylsyl-5-lyl) phosphites or bis- (trialkylsilyl) -phos "... ..4. ., fits are treated with acrylonitrile in the presence of hydroquinone and heating with the following release of the desired product by known methods. 2. Siozob but also. , characterized in that the process is conducted by the nrn 120-200 C.