CS225798B1 - The production of the organo-siliceous esters - Google Patents

Description

The invention relates to a process for the preparation of organosilicon esters of phenyltrichlorosilane, propylene glycol or polypropylene glycols and monovalent alcohols suitable for the lubrication technique.

Organosilicate esters are known for use in lubrication technology. It has now been found that the organosilicate esters according to the invention are a very suitable raw material for the preparation of oils with higher viscosities.

Process for the preparation of organosilicon esters of the general formula »γο ₆ η ₅ ^C 6 ^H 5

RjO

Si - OCH - CH ₂ O (CH - CH ₂ O)

O-Í

1-201

STEED,

CH,

OR wherein R R-Hj is an alkyl of 8 to 12 carbon atoms by reacting phenyltrichlorosilanes with propylene glycol or polypropylene glycol or polypropylene glycol ethers and 2-ethylhexanol or other monovalent alcohols according to the invention, characterized in that said substances are heated to 15 to 160 ° C, after completion of the reaction, nitrogen is bubbled through the reaction mixture at a temperature of 100 to 12 ° C, after completion of the bubbling, the esters are neutralized by solution.

sodium hydroxide in the alcohol used and the volatiles were distilled off.

The preparation of the esters according to the invention is based on the available raw materials, on a technological process without the use of solvents and hydrochloride acceptors. The process is practically waste-free, since the liberated dry hydrogen chloride can be returned to the production of silicones and the distilled front parts to the production of esters. The esters obtained combine the excellent properties of polyglycols and organosilicon single esters. Modern lubricants for lubrication technology are mostly mixtures of substances in order to achieve optimum properties. The esters obtained are useful over a wide temperature range, have excellent temperature dependence, are readily miscible with mineral, long-term, polyol ester, siloxane oils, and dissolve additives well. In the corrosive oxidation stability test at 175 ° C in the presence of metals (copper, steel, Al-alloy, Mg-alloy) and air bubbling for 72 h, they are characterized by virtually no deposit and corrosion. The action on rubber at 120 ° C in terms of bulk, weight and hardness swelling is comparable to that of petroleum engine oils for esters prepared with propylene glycol, and for oestras prepared with tripropylene glycol ether, the action on rubber is slightly weaker.

Moisture of these esters at 80% rel. humidity in 90 h did not exceed 0.20% wt. it was lower for esters prepared with propylene glycol and for esters prepared with di- and tripropylene glycol ethers.

The lubricity of these esters tested on a 4-ball machine at 1420 rpm at 20 and 200 ° C for 1 min was critical in N, ie the following load at which the abrasive pad increased sharply compared to polyol Ester oil of the same viscosity at 100 ° C.

These esters, for their excellent properties, can be used as lubricating oils or hydraulic fluids, or as components thereof, and for the preparation of greases.

The following examples illustrate the preparation process £

Example 1

1,200 g of 2-ethylhexsol and 237 g of propylene glycol were introduced into a 6-necked four-necked Keller flask equipped with a stirrer, thermometer, reflux condenser, admission funnel, heating bath, and manometer discharge piping, and 1,270 g were allowed to stir with stirring. g of phenyltrichlorosilane and finally 560 g of 2-ethylhexanol. The charge was controlled according to the pressure of the hydrogen chloride escaping and the heating was increased so that at the end of the charge the temperature in the flask rose to 100-120 ° C. After the addition of alcohol, a nitrogen stream was introduced to the bottom of the flask via a tube and the stirring and heating of the flask to 110-120 ° C was carried out with nitrogen to reduce the acidity of the flask to 1 to 120 ° C.

to an acid number of 0.12 mg KOE / g. After determining the acidity, a calculated amount of saturated sodium hydroxide in alcohol was added to the flask with stirring. The contents of the flask with an acid number of 0.01 mg KOH / g were transferred to a vacuum distillation apparatus and the volatiles were distilled off at 200 Pa to a boiling point of 240 ° C. The distillation residue (2065) g after filtering through the paper was pure, colorless, had an acid number of 0.01, a flash point of 197 ° C, a combustion temperature of 223 ° C, and a freezing point of -61 ° C. Viscosities at 100 ° C 4 »72 mm ^ s ¹ , at 50 ° C 15.62 mm ² s ¹ , at -40 ° C 8 816 mm ² s” ¹ .

Example 2

On the apparatus and procedure of Example 1, 1 - 200 g of 2-ethylhexanol and 420 g of a mixture containing 37% propylene glycol and 63% dipropylene glycol ether, admixed with <

270 g of phenyltrichlorosilane and finally 560 g of 2-ethylhexanol. After ester neutralization, the front portions were distilled off at a pressure of 3000 Pa to a boiling point of 245 ° C. Destilažní fi residue after filtration (2093 g) was a clear, colorless, had an acid number of 0.02, _η β ² 5 = 1.4723, a flash point of 180 ° C, flash point 213 ° C, a freezing temperature of -59 ° C . Viscosity at 100 ° C 4.04 mm ² s ^-1 , at 50 ° C 12.77 mm ² s ^-1 , at 40 ° 0 8 214 mm ² s ^-1 .

Example 3

On the apparatus and procedure of Example 1, 1,200 g of 2-ethylhexanol and 603 g of a mixture containing 20% dipropylene glycol ether and 80% tripropylene glycol ether were introduced, 1,270 g of phenyltrichlorosilane were added, and finally 560 g of 2-ethylhexanol. After ester neutralization, the front portions were distilled off at a pressure of 2600 Pa to a boiling point of 252 ° C. The distillation residue after filtration (2110 g) was slightly yellow-brown, had an acid number of 0.03, = 1.4762, a flash point of 204 ° C, a combustion temperature of 227 ° C, and a freezing point of -57 ° C. Viscosity at 100 ° G 6.99 mm ² s ¹ , at 50 ° C 24.02 mm ² s * ¹ , at 20 ° C 1850 mm ² s ¹ , at -40 ° C 25 512 mm ² s ”\ viscosity index 174.

Claims (1)

OBJECT OF THE INVENTION A process for the preparation of organosilicate esters of the formula ^c 6 ^H 5 ° 6 ^H 5 1 ^ 0 -Si-OCH-CH ₂ 0 (CH-CH ₂ 0) -Si-OR., 0-5 1-20 CH .. STEED. wherein R 'to R' is alkyl of 8 to 12 carbon atoms, by reaction of phenyltrichlorosilanes with propylene glycol or polypropylene glycol ethers and 2-ethylhexanol, or other monovalent. alcohols, characterized in that said substances are heated to 15 to 160 ° C, after completion of the reaction, nitrogen is bubbled through the reaction mixture at a temperature of 100 to 120 ° C, after completion of the bubbling the esters are neutralized with sodium hydroxide solution in the alcohol used and volatiles are distilled off.