SU1761748A1 - S-metallyl-n,n-diethyldithiocarbamate as an antiscoring addition for lubricant oils - Google Patents

Abstract

Use: as an anti-lubricant additive for lubricating oils. SUMMARY OF THE INVENTION: -S-Methyl-S, M-diethyldithiocarbamate. CHA aCH3) CH2SC (S) N (C2H5) 2 BF. CgHi7NS2 d 4 1.5700, no 1.0385, oily liquid slightly yellow. Synthesis conditions: reagent 1 — sodium diethyldithiocarbamate; reagent 2 - metal (chloride). Reagent 1 is taken as an aqueous solution, the reaction is exothermic, yield 95-97%. 1 tab

Description

The invention relates to a new chemical compound, 3-metal-M, M-diethyldithiocarbamate of the formula:

СН2 С-СН25С-М (С2Н5) 2 (L

CH3 S

which is recommended for use as an anti-seize lubricant additive.

Known compound from the number of esters of dithiocarbamic acids, S-cinnamyl-N.N-diethyldithiocarbamate formula

C6H5CH CHCH2SCN (C2H5) 2 (2)

S

which has sufficiently high anti-seize properties 1. However, the disadvantage of this compound as an additive is its limited solubility in mineral oils, due to the presence of an aromatic ring in the molecule.

The alkyl ester of diethyldithiocarbamic acid (additives of IHP-14 ((2) of formula

R-S-CN (C2H5} 2 (3)

S

and S-allyl ester is N.N-diethyldithiocarbamic acid (the closest structural analogue-3).

However, said allyl ether does not have a high anti-seize efficiency.

The purpose of the invention is to expand the arsenal of lubricant additives, which have higher anti-seize efficiency and are obtained by simple technology from available raw materials.

The goal is achieved by the synthesis of 5-metal-M, M-diethyldithiocarbamate and its use as an anti-seize lubricant additive.

fe

Xi o

Xi

fe

5-metal-M, M-diethyldithiocarbamate is obtained by reacting sodium diethyl dithi-carbamate with metal chloride: IC2H5) 2NC-NCH-CH2 C-CH2C1

SСН3

- (C2H5) 2NCSCH2-C CH2

S

NaCl

I

sn.

Example 1. 105.9 g of 94% purity metal chloride are fed to a strongly stirred 1006 g 17% diethyldithiocarbamate at 40-45 ° C. As a result of the exothermic reaction, the temperature of the mixture rises to 55-60 ° C. Next, the temperature is raised to 65 ° C and the reaction is continued at this temperature for 1.5-2 hours. The organic layer is washed with water, the excess methyl chloride is distilled off and the product is dried under vacuum. 193 g (95%) of the substance are obtained. B.F. CgHi7NS2.

Example 2. To a stirred mixture of 225.3 g (1 mol) of sodium diethyldithiocarbamate crystalline hydrate and 263 g of water at 20-25 ° C, 101.1 g of methyl chloride (1.05 mol) are fed. Then continue as in example 1 and get 197 g (97%) of 5-metal-M, 1-diethyldithiocarbamate.

Characterization of the resulting ester: according to 20 1.5700, d420 - 1.0385. Content,%, Mnayd. - 6.72. No. - 6.89, Know. - 31.27, Zvych.-31,53.

The structure of 5-metal-S, Gx-diethyl dithi- ocarbamate is confirmed by PC-spectroscopy data. Characteristic of the terminal double bond, the absorption band lies in the region of the 1650 Doublet with maxima at 1016 and 990 and the intense absorption bands in the region of 1270 and 1218 correspond to the thioamide moiety N-C-Sii

S

3-Methyl-1, M-diethyldithiocarbamate is a labyrin-colored oily liquid, readily soluble in ether, benzene and petroleum products.

The effectiveness of 5-metal-M, M-diethyldithiocarbamate was established by testing it in a mixture with MC-20 oil. The study of lubricating properties was performed on a four-ball friction machine

(ChSM) according to GOST 9490-75 on balls ShH-15 with a diameter of 12.7 mm at a sliding speed of 1420 rpm. Estimated indicators were: critical load of sticking of balls (Pk), load of welding (Pc) H and scoring index (Of).

The test results of various concentrations, 5-metal-M, M-diethyldithiocarbamate are given in the table. The results of tests of 5% solutions are also given there for comparison. S-cinnamyl and 5-allyl-M, N-diethyldithiocarbamate, additives IHP-14 and L3-23k, taken as the comparison base.

From the comparison of the table data it follows

Claims (1)

that 5-metal-M, M-diethyldithiocarbamate in anti-seizure efficiency significantly exceeds the known additives IHP-14 and L3-23k. This compound is also somewhat superior to the loading of welding (Pc) and the bully index (Of) S-cinnamyl-diethyldithicarbamate and causes less wear than the M-M-diethyldithiocarbamic acid S-allyl ester. Invention Formula 5-Methyl-S, M-diethyldithiocarbamate of the formula CH2 C-CH2SCN (C2H5) 2 CH3 S as an anti-seize lubricant additive. The results of comparative tests of 3-metal-M, N-diethyldithiocarbamate and known additives and .. No. - diZtildithiocar