CS228443B1 - Organo-silicous esters and method of preparing of the same - Google Patents

Description

(54) Organosilicon esters and process for their preparation

The present invention relates to orosilicate esters and processes for their preparation from dimethyldichlorosilane, polyethylene glycol ethers, polypropylene glycol ethers, phenyltrichlorosilane and monovalent alcohols.

The ever-increasing demands on the parameters of equipment, machines and engines, especially aerospace, also lead to increased requirements for lubricating oils. Many types of oils have been tried for the purpose of lubrication technology, from mineral to esters of organic alcohols with mono- or dicarboxylic acids to organosilicon compounds. The disadvantageous properties of the methylphenyl siloxanes themselves have been removed by the later unsubstituted lower alkyl alkoxysilanes. Said compounds are commonly prepared using solvents and hydrogen chloride acceptors. Amines such as pyridine, aniline, triethylemine and the like are generally used as acceptors. A large amount of a voluminous salt is formed in their use, so that a large amount of solvent is needed both to homogenize the reaction mixture and longer to isolate the esters from salts.

A large amount of the hydrochloride of the base used, which is a ballast, is formed. The procedure is therefore unacceptable for industrial practice. The preparation of said compounds is generally within the scope of the esterification processes of halosilanes. The conditions for the reactions of alcohols with chlorosilanes are the subject of numerous publications (Organosilicon compounds, Volume 1, Academia, Prague 1965, Ladenburg Ber, 6, (1983)). A review of various methods of esterification of halogensilanes is also given in Chem. Revs. 42, 97 (1947). However, only certain groups of these drugs are suitable for the purpose of the lubrication technique. Therefore, new and new fluids with better lubricating properties are being sought more and more. It has now been found that esters containing 8ryl, optionally haloaryl and alkoxy groups with a larger substituent can be synthesized.

This finding has been utilized in the preparation of the novel organosilicon esters of the present invention, for which a new manufacturing process has been developed which eliminates these disadvantageous conditions in the synthesis of these compounds using solvents and hydrogen chloride acceptors.

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

The present invention provides novel orosilicate esters of formula (I)

p ^H 5 Γ ^CH 3 ^C 6 ^H 5 R, 0 - Si -X- -Si -X- -Si -0R ₄ 1 0R ₂ - CH ₃ X 0R ₃ (AND) O (h ₂ • CH ₂ O -] _y or O (CH 1 CH ₂ P 1 -] _y 1 CH ₃ and is the same or different,

x are 1 to 3 and y is 1 to 5. These are prepared according to the invention by reacting dimethyldichlorosilane of formula II (ch ₃ ) _{2 with 2} (II) with polyethylene glycol ethers or polypropylene glycol ethers or their mixtures and further reacting with phenyltrichlorosilane of formula III c ₆ h ₅ sici ₃ (III) and monovalent alcohols having a carbon number of 8 to 14, gradually reacting dimethyldichlorosilane with polyalkyl glycol ethers, then phenyltrichlorosilane and monovalent alcohols at a temperature of 15 to 160 ° C, after completion of the reaction, a solution of sodium hydroxide in the alcohol used is added and the volatiles are distilled off.

The example below illustrates an embodiment of the invention.

Exemplary embodiment

Into a 6 L Keller flask equipped with a stirrer, thermometer, reflux condenser, admission funnel, heating bath and manometer drain, 384 g of tripropylene glycol ether was charged and 129 g of dimethyldichlorosilane, 320 g of a blend containing 85 g were allowed to stir in the flask with stirring. % decanol and 15% dodecanol, 423 g phenyltrichlorosilane and 286 g 2-ethylhexanol. The addition was controlled according to the hydrogen chloride escaping pressure and the temperature was raised to reach 100-120 ° C in the flask at the end of the addition. After all 2-ethylhexanol was admitted, a nitrogen stream was introduced into the bottom of the flask and from the stirring and heating of the flask to 10-120 ° C the nitrogen content of the flask was reduced to an acid number of 0.11 mg KOH over 30-60 minutes. G. A calculated amount of a saturated solution of sodium hydroxide 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 excess alcohol distilled off at 2000 Pa to a boiling point of 217 ° C. After cooling, the distillation residue was filtered through paper 25 to give 922 g of a clear, yellowish capsule having an acid number of 0.05 n -1, 47%. 0 has a flash point of 221 ° C, a combustion temperature of 247 ° C, a pour point of -50 ° G, a viscosity of 100 ° C of 15.46 mm ² . e ', at 50 ° C, 61.15 mm ² . s- ¹ , at -20 ° C 6 233 mm ² . with ^_1 viscosity index '185th

Claims (2)

SUBJECT OF THE INVENTION 1. Organosilicon esters of the general formula I C ₆ H ₅ Γ CH ^C 6 ^H 5 R, O-Si -X0R _o -Si AND CH, -X-Si OR-OR. (I) or a is the same or different, until R 6 is the same or different and denotes alkyl having 8 to 14 carbon atoms, denotes 1 to 3 ε y 1 to 5. 2. A process for preparing organosilane esters according to claim 1, characterized in that the dichlorosilane of formula II _{(CH3) 2} month of ₂ (II) is reacted with a polyethylene glycol or polypropylene glycol, or mixtures thereof, with longer fenyltrichlorsilanem III C ₈ H ₁₄ SiCl ₃ (III) and monohydric alcohols having carbon numbers of 8 to 14, gradually reacting dimethyldichlorosilene with polyalkyl glycol ethers, then phenyltrichlorosilane and monohydric alcohols at 15 to 160 ° C, after completion of the reaction reduce the hydrogen chloride content by displacement with nitrogen stream , a solution of sodium hydroxide in the alcohol used is added and the volatiles are distilled off.