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Thiophosphonate compound as well as preparation method and application thereof

A technology of thiophosphonate and compounds, which is applied in the field of thiophosphonate compounds, can solve the problem of inconsistent development trends, lack of extreme pressure and anti-wear agent bearing capacity and anti-wear performance, and inability to measure anti-wear and anti-wear performance and carrying capacity etc.

Active Publication Date: 2020-04-24
CHINA PETROLEUM & CHEM CORP +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

CN 101724492B discloses a zinc thiophosphate type extreme pressure antiwear agent. Compared with T405, it has better load carrying capacity, anti-oxidation stability and antiwear performance. The load-bearing capacity and anti-wear performance of the extreme pressure anti-wear agent, so its real anti-wear and wear-reducing performance and load-bearing capacity cannot be measured. In addition, this invention is an organic metal salt, which is inconsistent with the development trend of ash-free lubricant additives

Method used

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  • Thiophosphonate compound as well as preparation method and application thereof
  • Thiophosphonate compound as well as preparation method and application thereof
  • Thiophosphonate compound as well as preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0050] The preparation of embodiment 1 pentadecylphenol

[0051] Put 100g of cardanol and 1.5g of palladium-carbon catalyst into a 200ml autoclave, seal the autoclave, feed hydrogen to 3.5MPa, start stirring, heating, and react at 200°C for 4.5 hours. After the reaction was completed, the temperature was lowered to 60°C, and the viscous reaction mixture was taken out, and distilled under reduced pressure at 100 Pa and 160°C for 1 h, and a milky white solid was obtained after cooling. Dissolve it with petroleum ether, and then crystallize and purify to obtain m-pentadecylphenol with a purity greater than 98%, and the reaction conversion rate is 83.6%.

Embodiment 2

[0052] Embodiment 2 Preparation of Dicardanol Phenylthiophosphonate

[0053] Add 20g of cardanol, 4g of triethylamine and 20g of toluene into the reaction flask, start heating and stirring, add 7.5g of phenylphosphonothioate dichloride, maintain the reaction temperature at 70°C, and react for 5 hours. After the reaction, the temperature was lowered to obtain a brown-red transparent liquid. The reaction product was washed with distilled water until neutral, and the organic phase was distilled under reduced pressure at 100 Pa and 150°C for 1 h to remove water and solvent to obtain a brownish yellow transparent liquid with a conversion rate of 96.6%.

Embodiment 3

[0054] The preparation of embodiment 3 phenylthiophosphonic acid two (3-pentadecylphenyl) phenol esters

[0055] Add 20 g of pentadecylphenol prepared in Example 1, 8 g of triethylamine and 50 g of toluene into the reaction flask, start heating and stirring, add 5 g of phenylphosphonothioate dichloride, and maintain the reaction temperature at 90 ° C. React for 4 hours. After the reaction, the temperature was lowered to obtain a brown-red transparent liquid. The reaction product was washed with distilled water until neutral, and the organic phase was distilled under reduced pressure at 100 Pa and 150° C. for 1 h to remove water and solvent to obtain a brownish-yellow transparent liquid with a conversion rate of 95.8%.

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Abstract

The invention provides a thiophosphonate compound as well as a preparation method and application thereof. The structure of the thiophosphonate compound is shown as a general formula (I), wherein thedefinition of each group is shown in the specification. The thiophosphonate compound can be used as an extreme pressure anti-wear agent and applied to lubricating oil and lubricating grease. The thiophosphonate compound provided by the invention has outstanding bearing capacity and excellent anti-wear and anti-attrition properties.

Description

technical field [0001] The present invention relates to a thiophosphonate compound, and more particularly to a thiophosphonate compound suitable for use as an antiwear agent. Background technique [0002] Lubrication is generally divided into fluid lubrication and boundary lubrication. In the state of boundary lubrication, the extreme pressure antiwear agent is an essential additive, which can be adsorbed on the metal surface or react with the metal surface to form an adsorption film or a reaction film to prevent the metal surface from Scratching or even welding, used to improve the lubricity and anti-wear properties of oil. Mainly include sulfur-containing extreme pressure anti-wear agents, chlorine-containing extreme-pressure anti-wear agents, phosphorus-containing extreme-pressure anti-wear agents, nitrogen-containing extreme-pressure anti-wear agents, metal salt extreme-pressure anti-wear agents, boron-containing extreme-pressure anti-wear agents, etc. Among them, the s...

Claims

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Application Information

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IPC IPC(8): C07F9/40C10M137/14C10N30/06C10N50/10
CPCC07F9/4021C07F9/4084C10M137/14
Inventor 陈晓伟魏克成王洋梁宇翔
Owner CHINA PETROLEUM & CHEM CORP