Phosphamide ester extreme pressure anti-wear additives and preparation and application thereof

Abstract

The invention provides a extreme pressure antiwear agent with structure of right general formula, wherein R, R' is same or different alkyl group with C1-C20 linear chain or branched chain, asphalt base, aromatic group or aralkyl, R'' is amino or alkyl group with C1-C18 linear chain or branched chain, aromatic group, aralkyl or asphalt base. The antiwear agent is reacted by phosphorus trichloride and C1-C20 alcohol, hydrazine hydrate or C4-C18 orgnic amine. The antiwear agent of the invention can be used in lubrication oil and lubricant grease with 0.1-3.0 w% of recommeding amount.

Description

technical field

[0001] The invention relates to an extreme-pressure anti-wear agent for lubricating oil and grease, a preparation method and an application method thereof. technical background

[0002] At present, the widely used anti-wear additives of lubricating oil (grease) mainly include di-n-butyl phosphite (T304), tricresyl phosphate (T306), sulfuric acid-formaldehyde-amine condensate (T305), sulfuric acid complex ester Amine salt (T307), etc., there are not many varieties, and each has its own shortcomings, such as di-n-butyl phosphite is too active, and the corrosion is serious during use; tricresyl phosphate oil film strength is not high; sulfuric acid-formaldehyde-amine condensate Phosphoric acid complex ester amine salt has a very bad smell and so on.

[0003] CN 1156482C synthesized a spirocyclic phosphoramidite for asymmetric catalytic hydrogenation reaction, the chemical formula is

[0004]

[0005] US 5919967 reports a method for synthesizing phosphoramid...

Examples

example 1

[0034] Take 0.3mol phosphorus trichloride and 200ml toluene, stir and add 0.3mol n-octanol at 0±10°C, stir and add 0.3mol lauryl alcohol and 0.6mol triethylamine after 3 hours, stir and add 0.33mol hydration after 3 hours Hydrazine, after 2 hours, heat up to 110±5°C and react for 1 hour, wash, dry, and purify. The obtained colorless transparent viscous liquid is the anti-wear additive n-octyl n-dodecyl phosphorohydrazide, code name for A1. Add A1 in N46 base oil by 0.50% (m / m), and carry out four-ball tester evaluation, the results are shown in Table 1; add A1 in N46 base oil by 1.0% (m / m), and carry out four-ball tester evaluation, the results See Table 2.

example 2

[0036] Take 0.3mol phosphorus trichloride and 200ml tetrahydrofuran, stir and add 0.3mol n-octanol at a temperature of 0±5°C, stir and add 0.3mol n-octanol and 0.6mol triethylamine after 3 hours, stir and add 0.33mol after another 3 hours Hydrazine hydrate, heated up to 110±5°C for 1 hour to react for 1 hour, washed, dried, purified, and the obtained colorless and transparent liquid was the anti-wear additive di-n-octylphosphorohydrazide, code-named A2. Add A2 in N46 base oil by 0.50% (m / m), and carry out four-ball tester evaluation, the results are shown in Table 1; add A2 in N46 base oil by 1.0% (m / m), and carry out four-ball tester evaluation, the results See Table 2.

example 3

[0038] Take 0.3mol phosphorus trichloride and 150ml ether, stir and add 0.3mol n-butanol at a temperature of 0±10°C, stir and add 0.3mol n-butanol and 0.4mol triethylamine after 3 hours, and separate after another 3 hours , Evaporate the solvent to obtain the intermediate phosphorous oxychloride. Put phosphorous oxychloride and 150ml of toluene into a three-necked flask, add 0.3mol of tertiary carbon primary amine (Primene 81-R), stir and add 0.3mol of triethylamine, after 2 hours, raise the temperature to 110±5°C and react for 1 hour. After washing, drying, and purification, the obtained yellow transparent liquid is the anti-wear additive di-n-butylphosphorous acid lauryl diamide, code-named A3. Add A3 in N46 base oil by 0.50% (m / m), and carry out four-ball testing machine evaluation, the results are shown in Table 1; by adding 1.0% (m / m) in N46 base oil, carry out four-ball testing machine evaluation, the results See Table 2.

technical field

[0001] The invention relates to an extreme-pressure anti-wear agent for lubricating oil and grease, a preparation method and an application method thereof. technical background

[0002] At present, the widely used anti-wear additives of lubricating oil (grease) mainly include di-n-butyl phosphite (T304), tricresyl phosphate (T306), sulfuric acid-formaldehyde-amine condensate (T305), sulfuric acid complex ester Amine salt (T307), etc., there are not many varieties, and each has its own shortcomings, such as di-n-butyl phosphite is too active, and the corrosion is serious during use; tricresyl phosphate oil film strength is not high; sulfuric acid-formaldehyde-amine condensate Phosphoric acid complex ester amine salt has a very bad smell and so on.

[0003] CN 1156482C synthesized a spirocyclic phosphoramidite for asymmetric catalytic hydrogenation reaction, the chemical formula is

[0004]

[0005] US 5919967 reports a method for synthesizing phosphoramid...

Examples

example 1

[0034] Take 0.3mol phosphorus trichloride and 200ml toluene, stir and add 0.3mol n-octanol at 0±10°C, stir and add 0.3mol lauryl alcohol and 0.6mol triethylamine after 3 hours, stir and add 0.33mol hydration after 3 hours Hydrazine, after 2 hours, heat up to 110±5°C and react for 1 hour, wash, dry, and purify. The obtained colorless transparent viscous liquid is the anti-wear additive n-octyl n-dodecyl phosphorohydrazide, code name for A1. Add A1 in N46 base oil by 0.50% (m / m), and carry out four-ball tester evaluation, the results are shown in Table 1; add A1 in N46 base oil by 1.0% (m / m), and carry out four-ball tester evaluation, the results See Table 2.

example 2

[0036] Take 0.3mol phosphorus trichloride and 200ml tetrahydrofuran, stir and add 0.3mol n-octanol at a temperature of 0±5°C, stir and add 0.3mol n-octanol and 0.6mol triethylamine after 3 hours, stir and add 0.33mol after another 3 hours Hydrazine hydrate, heated up to 110±5°C for 1 hour to react for 1 hour, washed, dried, purified, and the obtained colorless and transparent liquid was the anti-wear additive di-n-octylphosphorohydrazide, code-named A2. Add A2 in N46 base oil by 0.50% (m / m), and carry out four-ball tester evaluation, the results are shown in Table 1; add A2 in N46 base oil by 1.0% (m / m), and carry out four-ball tester evaluation, the results See Table 2.

example 3

[0038] Take 0.3mol phosphorus trichloride and 150ml ether, stir and add 0.3mol n-butanol at a temperature of 0±10°C, stir and add 0.3mol n-butanol and 0.4mol triethylamine after 3 hours, and separate after another 3 hours , Evaporate the solvent to obtain the intermediate phosphorous oxychloride. Put phosphorous oxychloride and 150ml of toluene into a three-necked flask, add 0.3mol of tertiary carbon primary amine (Primene 81-R), stir and add 0.3mol of triethylamine, after 2 hours, raise the temperature to 110±5°C and react for 1 hour. After washing, drying, and purification, the obtained yellow transparent liquid is the anti-wear additive di-n-butylphosphorous acid lauryl diamide, code-named A3. Add A3 in N46 base oil by 0.50% (m / m), and carry out four-ball testing machine evaluation, the results are shown in Table 1; by adding 1.0% (m / m) in N46 base oil, carry out four-ball testing machine evaluation, the results See Table 2.

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