CS226986B1 - Method of preparing organo-silicon esters - Google Patents

Description

The invention relates to a process for the preparation of organosilicon esters from halophenyltrichlorosilanes, glycols, polyglycols and monovalent alcohols. The new esters are suitable for use in lubrication technology and could furthermore find application in the plastics industry as plasticizers.

Typically, organosilicon esters are prepared using solvents and hydrogen chloride acceptors. For new types of esters, however, a new process has been developed at the same time to eliminate the above mentioned favorable conditions in the synthesis.

The esters obtained are very thermo-oxidative and hydrolytically stable and have excellent lubricity. They can be used over a very wide temperature range and are miscible with siloxane, diester, polyolester and mineral oils. They dissolve additives perfectly and can therefore be used for the preparation of oils, hydraulic fluids, greases etc.

Their action on ^one butadiene rubber at 120 ° C, 70 Hz 'botnatelnosti terms of volume and weight and hardness comparable to conventional engine oils minarálnimi.

Process for the preparation of organosilicon esters of the theoretical formula I

L. 6 5— ^{Q 11 c} 6 ^H 5 -n * n R-10 ^ 1-0-A- - or ₂ M WH X

i ^H 5-n ^X n _c i-0R

5R.

(AND),

226 986

226 986 wherein R @ 1 to R @ 2 represents a C 8 to C 16 alkyl scopine and x and y have a value of 0.1 to 10 x s cl, Br

Wherein z has a value of 1 to 4, by reacting halophenyltrichlorosilanes of formula II ^C 6 ^H 5 ^X for ^SiCl 3 (II), wherein X = Cl, Br n is as defined above, and ethylene glycol, polyethylene glycol ethers, propylene glycol or polypropylene glycol ethers or mixtures thereof; according to the invention furthermore, according to the invention, reacts with halogenated phenyl alcohols having a number of atoms of 8 to 16 with said alcohols at a temperature of 15 to 160 ° C, after completion of the reaction the hydrogen chloride content is reduced by displacement with a nitrogen stream. alcohol and distilled off the volatile fractions.

The example below illustrates an embodiment of the invention.

Example 1

A 6 liter Keller four-necked flask equipped with a stirrer, thermometer, reflux condenser, admission funnel, heating bath, and drain pipe with a pressure gauge was provided with:

150 g of triethylene glycol ether, 200 g of tripropylene glycol ether, 640 g of a mixture of alcohols containing 85% decanol and 25% dodecanol, 260 g of 2-ethylhexanol and 984 g of chlorophenyltrichlorosilane, followed by 525 g of 2-ethylhexanol . The admission was controlled according to the pressure of the escape hydrogen chloride and the temperature was raised to rise to 100-120 ° C in the flask at the end of the admission.

Nitrogen was then introduced into the bottom of the flask and the acid content of the flask was reduced to an acid value of 0.08 mg KOH / g by stirring with nitrogen for 30 to 60 minutes while stirring and heating the flask to 110-120 ° C. The calculated amount of saturated sodium hydroxide solution in 2-ethylhexanol was then added to the flask with stirring. The contents of the flask were then transferred to a vacuum distillation apparatus and the volatiles were distilled off at 1500 Pa to a boiling point of 160 ° C. After cooling, the distillation residue was filtered through paper to obtain 1748 g of a clear, yellow ester having an acidity of 0.03 µg KOH / g, η ^ 25 = 1.4837, a flash point of 247 ° C, a combustion temperature of above 260 ° C, pour point -51 ° C, a viscosity at 100 ° mnč.s 10.49 0 "" ¹ at 50 ° C 41.56 mm ² .s ^_1, at -20 ° C, 3950 of Mn ^ .s ^"1, - 40 ° C 55658 BrnAs “ ¹ , viscosity index 163 ·

Claims (1)

Object of the invention i Process for the preparation of organosilicon esters of the theoretical formula 1 R ^ ^C 6 ^H 5 -A I ^C 6Wn ^c 6 ^H 5 -A | 1 Si-O-A- | and Si-O-B- AND l -Sí-ORe- r * (AND), _or ₂ X 1 STEED, y l 0R ₄ wherein R 11 to R 6 denotes an alkyl group having 8 to 16 carbons and x and y having a value of 0.1 to 10 X = Cl, Br wherein z has a value of 1 to 4, by reaction of halophenyltrichlorosilanes of formula II ^C 6 ^H 5 -n ^X n ^{SiCl 1} wherein X = Cl, Br n is as defined above, with ethylene glycol, polyethylene glycol ethers, peopylene glycol or polypropylene glycol ethers or mixtures thereof and with monohydric alcohols having a carbon number of 8 to 16, characterized in that the halophenyltrichlorosilanes are reacted with said alcohols at a temperature of 15 to 160 ° C, after completion of the reaction the hydrogen chloride content is reduced by displacement with a nitrogen stream. alcohol, and the volatiles are distilled off.