Metal salt derivatives of cardanol and its derivatives phosphorothioate, preparation method and application thereof

A technology based on thiophosphoric acid and derivatives, which is applied in the field of material science, can solve the problems of not being found, the performance of substitutes that cannot meet the application requirements, and high cost, and achieve the effects of reducing the amount of addition, being easy to implement and control, and improving performance

Active Publication Date: 2019-01-29
NINGBO INST OF MATERIALS TECH & ENG CHINESE ACADEMY OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Although ZDDP has the problem of SAPS (sulfated ash, phosphorus and sulfur), no additives that can completely replace ZDDP have been found so far. The substitutes either fail to meet the application requirements, or the cost is too high. At present, ZDDP is still essential. One of the most important multifunctional lubricant additives

Method used

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  • Metal salt derivatives of cardanol and its derivatives phosphorothioate, preparation method and application thereof
  • Metal salt derivatives of cardanol and its derivatives phosphorothioate, preparation method and application thereof
  • Metal salt derivatives of cardanol and its derivatives phosphorothioate, preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0054] Synthesis of hydrogenated cardanol-based thiophosphoric acid: 22.23gP 2 S 5 Put 10.0g of 150N base oil into a reaction bottle, heat to 70°C and stir to disperse, then add 130g of hydrogenated cardanol dropwise into the mixture, and control the rate of addition so that the temperature does not exceed 105°C due to the exothermic reaction. After the dropwise addition was completed and the temperature was maintained at 105°C for 1 hour, the temperature was raised to 125°C. After maintaining for 1 hour, purging with nitrogen, the hydrogen sulfide gas in the system was tested negative with lead acetate test paper, and the reaction was completed. filter through 31 P-NMR test, the peak of 78.5-79.5ppm in the spectrogram has represented the chemical shift of the P of phosphorothioate, shows that the hydrogenated cardanol base phosphorothioate product that obtains has such as figure 1 The structure shown, and the content of phosphoric acid in the product is 88%, and P is 4.12%...

Embodiment 2

[0058] Synthesis of hydrogenated cardanol-based thiophosphoric acid: 8.5gP 2 S 5 Put 65.0g of xylene into the reaction bottle, heat to 95°C and stir to disperse, then mix 44.8g of hydrogenated cardanol with 31g of xylene and add it dropwise to the mixture. Because the reaction is exothermic, control the rate of addition to keep the temperature constant. over 105°C. After the dropwise addition was completed and the temperature was maintained at 105°C for 1 hour, the temperature was raised to 115°C. After maintaining for 1 hour, purging with nitrogen, the hydrogen sulfide gas in the system was tested negative with lead acetate test paper, and the reaction was completed. Filter and remove solvent under reduced pressure. 31 P-NMR test product, spectrogram (as figure 2 ) The peak at 78.5-79.5ppm represents the chemical shift of P of phosphorothioate, indicating that the obtained hydrogenated cardanol-based phosphorothioate product has a structure as shown in formula (I).

[0...

Embodiment 3

[0061] Synthesis of basic hydrogenated cardanol-based zinc thiophosphate basic salt: Add 15ml of tetrahydrofuran into 54ml of aqueous solution of 2.11g of sodium hydride, stir evenly in an ice-water bath at 0-5°C, then slowly add 18.4g of Example 2 hydrogenated cardanol-based thiophosphoric acid, after stirring for about 0.5h, add about 30ml of tetrahydrofuran. Then slowly add 36ml of aqueous solution of 2.53g of zinc chloride dropwise, after the dropwise addition, continue to react for 2h, and the whole reaction process is carried out at a temperature of 0-5°C. After post-processing to remove the solvent, the product is obtained. pass 31 P-NMR test, spectrogram (such as Figure 4 ), the peaks at 93.5-95.5ppm (accounting for 4.5%) and 105.0-106.0ppm (accounting for 90.1%) represent the chemical shifts of P in the neutral ZDDP and basic ZDDP of zinc thiophosphate, respectively, indicating that the obtained hydrogenated cardanol Phosphorothioate products mainly have the struc...

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Abstract

The invention discloses a metal salt derivative of thiophosphoric acid based on cardanol and derivatives thereof, as well as a preparation method and application thereof. The metal salt derivative of the thiophosphoric acid based on the cardanol and the derivatives thereof is mainly a metal salt of a compound with a structure shown in Formula (I), where R1 and R2 in Formula (I) are selected from a structure shown in a formula specified in the original document, R is selected from a hydrogen atom, (substituted) alkyl, (substituted) alkoxy, alkenyl, aralkyl, alkaryl, hydroxy, ether, a formyl group, a ketone group, carbonyl, nitryl, sulfonyl, thioether, thioester, borate or a sulfoxide functional group, n is at least any integer from 0 to 4, the metal salt is a metal salt including at least any metal atom or a combination of multiple metal atoms of zinc, barium, aluminum, sodium, calcium, lithium, lead, tin, copper, cadmium, cobalt, strontium, silver and nickel. The metal salt derivative of the thiophosphoric acid based on the cardanol and the derivatives thereof has multiple functions of oxidation resistance, wear resistance, extreme pressure, corrosion resistance and the like, and is a type of novel multifunctional lubricating oil additive.

Description

technical field [0001] The invention relates to a metal salt derivative of cardanol and its derivative thiophosphoric acid, a preparation method and application thereof, for example, as an additive in lubricating oil, grease and other compositions, and belongs to the field of material science. Background technique [0002] With the development of society and economy, the global energy crisis and environmental pollution are becoming more and more serious. Clean energy and low-carbon green economy are important ways to achieve sustainable development. The vast majority of lubricating oil is produced from non-renewable petroleum resources, and about 30% of used lubricating oil is directly exposed to the environment through various channels every year, which is not only difficult to biodegrade, but also has ecological toxicity, which is harmful to water and soil. cause serious pollution. Therefore, the research and development of renewable and environmentally friendly green lub...

Claims

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Application Information

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Patent Type & AuthorityPatents(China)
IPC IPC(8): C07F9/18C10M137/10C10N30/10C10N30/06C10N30/12
Inventor冯建湘夏骏远王志刚刘升高
OwnerNINGBO INST OF MATERIALS TECH & ENG CHINESE ACADEMY OF SCI