SU1351924A1 - Oxidimethylenebis (trithiocarbonates) as extreme-pressure additive to lubricating oils - Google Patents

Abstract

The invention relates to xanthogenates. B: in particular, oxydimethylene bis (tritiocarbonates) of the formula (I) RSC (S) SCH20 CH.SC (S) SR, me R - butyl or amyl, which can be used as extreme pressure additives for lubricating oils. . Improvement of the extreme pressure properties of oils is achieved by using new compounds I. They are obtained by catalytic homocondensation of hydroxy methyl esters of alkyl triethio-carbonic acids in the presence of acid catalysts (HjS04 or dry HC1). Output 84-86%. New additives provide an improvement in all indicators of lubricating oil. So, in comparison with the known additive L3-23k or xanthol, at an additive concentration of .5-wt.%, An improvement in the properties of the oil is achieved by a generalized depreciation index by 17-18 points, by a tear index by 17-19 points, by the critical load 14 kg jam and welding load 53 kg. 1 tab. i (L 05 JV with tN3

Description

one

This invention relates to new chemical compounds oxydimethylene bis (triTiocarbonates) of the general formula

RSCSCH OCH SCSR SS

13

where R -, butyl or amyl, which can be used as extreme pressure additives for lubricating oils.

The aim of the invention is to reveal new additives to lubricating oils from the class of xanthogenic acids, which have improved anti-seize properties as compared with the known analogues in structure and purpose - ethylene bis (isopropyl xanthate) - additive L3-23k and oxide-ethylene bis (isopropyl - Xantrhenate) - additive Xantol ..

Example 1. Oxydimethylenebis (butyltriothiocarbonate).

A stream of dry hydrogen chloride was passed through under stirring, cooled to 98.2 g (0.5 mol) of methyl methyl trivolythioxylate acid. When the temperature reached 30 ° C due to the exothermic reaction, the feed was stopped chlo. hydrogen sulphate, and stirring was continued at this temperature for another 3 h. Then, the formed water was separated and the reaction was completed by removing the remaining water by azetropic distillation with benzene. The reaction fruit was washed with 2% sodium bicarbonate solution, then with water until neutral, and vacuum dried at 80-90 ° C / 3 mm. The residue in the amount of 79 g (84% of the theoretical) was oxymethylene bis (test results of methylene bis (tritiocarbonate), as well as known anti-wear additives

tyltriothiocarbonate) and had the following

characteristics.-p 1.6150; 1, 5 L3-23k, xantol is given in tabCo. MKsvych 110.9.

Found,%: C H8., 70; H 6.06; S 50.97.

C | 22 OS

Calculated,%: C 38.47-H 5.92; S 51.34,

Example 2. Oxydimethylenbis (amyltrityocarbonate).

To 105.2 g (0.5 mol) of oxymethyl ester of tri-triglycolic acid, at room temperature, 2 ml of concentrated sulfuric acid were fed in kan-l m. The temperature at the same time rose to. Content

50

55

face.

From the test results, it follows that Oxydimethylenebis (tritiocarbonates) in all indicators are superior to additive L3-23k, taken as a comparison, and also similar in structure to them the known additive xantol. Thus, at a 5% concentration, Oxydimethylenebis (butyltriothiocarbonate) exceeds the additive L3-23k by 18. points for the generalized wear indicator (GIP), by 19 points for the teaser index (Hj.), By 14 kg and by

3519242.

The flasks were stirred at this temperature for another 3 hours and then the reaction was continued as described in Example 1. 86 g (86% of theoretical) Oxydimethylenebis (amyltritiocarbonate) were obtained, which had the following characteristics: n | ° 1.6112 df 1.1433i Railway „„,. 121.08; MR ,, ,,,,. 10 120.14.

C 42.17, H 6.64;

Found%: S 47.21.

C ,, H ,, OS,

Calculated,%: C 41.75; H 6.51; 15 S 47.77.

Oxydimethylene bis (tritiocarbonates) are orange-colored liquids that are highly soluble in organic solvents: ether, 2Q acetone, hydrocarbons, and also mineral oils.

The data of IR spectra also confirm the structure of the compounds obtained. Thiocarbonyl group of the fragment - 25 -S

 - characterized by absorption

N /

-S

in the frequency range 1065-1055. Valence vibrations of the C – O – C bond occur in the range of 1165–1515. The anti-seize efficacy of oxidimethylenebis (trihyocarbonates) was established by testing them in a solution of TB-20 residual oil.

,, With Testing conducted on chetyrehshari-. friction machine Estimated indicators were critical load of sticking of balls (R.), load of welding of balls of (R ,.), index of teaser.

40 - the generalized indicator of wear (THEY),

The test results of metal omethylbis (tritiocarbonates), as well as known anti-wear additives

3-23k, xantol is tabulated

his.

From the test results, it follows that Oxydimethylenebis (tritiocarbonates) in all indicators are superior to additive L3-23k, taken as a comparison, and also similar in structure to them the known additive xantol. Thus, at a 5% concentration, Oxydimethylenebis (butyltriothiocarbonate) exceeds the additive L3-23k by 18. points for the generalized wear indicator (GIP), by 19 points for the teaser index (Hj.), By 14 kg and by

313519244

137N critical load sticking, 53 kg n 519N load

welds.

I

Claims (1)

Claim 5 where R is butyl or amyl, Oxymethimetrybis (tritiocarbonate) as extreme pressure additives general formula Lubricants. KSCSCHjOCH SCSR SS TB-20 + 1a + 16 + L3-23k + xan- . . 6.41 65 126 Editor E.Sligan Compiled by T.Vlasova Tehred L. Serdyukova Proofreader O. Kravtsova Order 5537/20 Circulation 372Subscription VNISh State Committee of the USSR for inventions and discoveries 113035, Moscow, Zh-35, Raushsk nab, 4/5 Production and printing company, Uzhgorod, st. Project, 4 KSCSCHjOCH SCSR SS 282 53 1235 2764