SU1609789A1 - Bis-(0,0-di[para-tret-butylphenyl]dithiophosphopnyl-methylisopropionato)di(n-butylcarbonyloxymethylene)methane as antiwear additive to synthetic lubricant - Google Patents

Abstract

The invention relates to the chemistry of organophosphorus compounds, in particular bis - [(0,0-di (para-tert-butylphenyl) dithiophosphonylmethyl isopropionato)] di (n-butylcarbonyloxymethylene) methane, which exhibits the properties of an anti-wear additive to synthetic lubricating oil. The goal is to create more efficient compounds of the specified class. The synthesis of the additive is carried out by reacting the potassium salt of di-0,0- (para-tert-butylphenyl) dithiophosphoric acid with di (1-bromomethylisopropionato) di (n-butylcarbonyloxymethylene) methane in an acetone solution. Yield 80%, N ² ° = 1.5170, gross formula: C ₆₁ H ₈₆ O ₁₂ P ₂ S ₄ . Compared with the known additives - tricresyl phosphate and P-399 - in lubricating oils, the critical load increases to 80 kg (65 and 75 kg respectively from known additives) and the wear spot diameter decreases from 0.60 to 0.45 mm. 1 tab.

Description

The invention relates to the chemistry of organophosphorus compounds, namely to bis o, 0-di (para-tert-butylphenyl) diS CH,

/ -Lh (shret-C4H9 - () 2P-B-CH-SOOCH

thioxysophonylmethylisopropionate jdi (n-by-ylcarbonyloxymethylene) methane- formula

00

about

2С (СН200СС4Н9-Н) 2 (l)

which has the property of anti-wear additive to synthetic lubricating oil and can be used in industry and agriculture.

The aim of the invention is to increase the effectiveness of anti-wear saddles to synthetic lubricants.

as well as increasing their access. The goal is achieved by syn-1 using the new compound, formula (I),

The target product is obtained by the inter action of the potassium salt of 0,0-di (a pair of $ CH3

jjI

2 (t / 7gt-C4Ha -)) - o) 2P - BK4- (BC-CH-COOCH jg (SNHOOCS CH3-C4H9-n) 2 (/ 77ret-C4H9 @ to-o) 2 - $ - CH -СООСНг

g

C (SNUROS-C4Nd - N) 2-2KB: G

Synthesis of compounds of formula (I) ...

To a solution of 7.9 g (0.02 mol) of 0.0- -di (para-tert-butylphenyl) -dithiophosphoric acid in acetone was added 1.2 g (0.02 mol) of potassium hydroxide, etc. stirring, the temperature of the reaction mixture is raised to and maintained at 5 Fc. Then the temperature of the reaction mixture is reduced to 30 ° C and 5.7 g (0.01 mol) di (1-bromomethylisopropionate) di (n- butylcarbonyloxymethylene) methane, after which the mixture is stirred at 50-55 ° C for 10 hours. The precipitate is separated, the acetone is distilled off and. the residue is dissolved in 3 benzene. The benzene solution is washed with water, after the benzene is distilled off in vacuum, 9.6 g (80%) of the compound of formula (I) are obtained in a form that is an oily liquid of light yellow color.

P

20

e 1.5170.

Found,%: C 60, l4j H 6.78} P 4.81; S 9.88.

6)

Calculated,%: C 60.98; H 7.21;

P 5.16; S 10.67.

PMR spectrum, MD: 0.85 (CH); 1.4 (CH); 2.3-2.4 (CH, -cf); 4.1

(SNGO), IR spectrum, cm y., 550, R.5700, s.o1750, nd, 1610.

-t-butylphenyl) dithiophosphoric acid with di (1-bromo-methylisopropionato) di (n-bugylcarbonyloxymethylene) methane

five

0

five

0

The anti-wear properties of the additive were studied in comparison with tricresiphosphate (reference) and prototype (P-399) in accordance with GOST 9490-75 at four) an friction ball machine as part of synthetic oil (penta-erythritol ester).

The test results are shown in the table,

As follows from the data in the table, the new additive considerably exceeds the standard in all parameters, and in terms of the critical load (P) and the generalized wear indicator (OTD), the prototype.

Claims (1)

The presence of a new additive in the molecule of aromatic rings can also lead to an increase in its thermal stability, which is important in practice. Bis (O, 0-di fpapa-tert-butylphenyl-J- thiophosphenylmethyl-isopropionato) di (n-butylcarbenyloxymethylene) methane of the formula 45 . S, 1 V "i" n-) jP-S-® ° 0 ° tJ iC (CH, OOCC4H9-H) t 50, as antiwear additive to synthetic lubricating oil T PR. PC T I kg I kg Sample Pentaerythritol ether. (PAT without the addition of PE + 4% tricresyl phosphate PE + 4% P-399 PE + 4% of the compound of formula (I) OPI Diameter of spot I wear, mm 126 157,180 26 28 30 180 33 0.95 0.60 0.45 0.45