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Hexakis-addition [60] fullerene derivative and application thereof in lubrication field

A technology of fullerene derivatives and hexaaddition, which is applied in the direction of lubricating compositions, preparation of organic compounds, additives, etc., can solve problems such as difficulty in dispersing lubricating oil, complex polymerization reaction system, and difficulty in achieving anti-wear and anti-friction , to improve the solubility, improve the dispersion problem, and improve the effect of lubricating performance

Active Publication Date: 2016-04-27
NEUFTECH BIOTECH HEFEI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, [60] fullerene is only soluble in a few non-polar solvents such as carbon disulfide, toluene, and benzene, so it is difficult to stably disperse in lubricating oil, and it is difficult to achieve the ideal effect of anti-wear and anti-friction
Guan Wenchao and others used free radical polymerization to prepare a series of water-soluble fullerene-organic molecular polymers, but the polymerization reaction system is complex, and the introduction of carboxyl groups will cause certain corrosion on the metal surface [Guan Wenchao, Shen Chunying, 2001,29,8; Lei Hong, Guan Wenchao, Luo Jianbin, Journal of Tsinghua University (Natural Science Edition), 2002,42, S1:S76-79]

Method used

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  • Hexakis-addition [60] fullerene derivative and application thereof in lubrication field
  • Hexakis-addition [60] fullerene derivative and application thereof in lubrication field
  • Hexakis-addition [60] fullerene derivative and application thereof in lubrication field

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Embodiment 1

[0015] The hexa-addition [60]fullerene derivatives of the present invention can all be prepared by Bingel reaction, reference can be made to literature [Iehl, J.etal, Chem.Commun., 2008, 2450-2452]. Its preparation route is as follows figure 1 As shown, the following steps are included in sequence:

[0016] Step i: reaction between malonyl chloride and alcohol in anhydrous dichloromethane under the catalysis of pyridine to prepare compound 1. Malonyl chloride, HOR 1 、HOR 2 The molar ratio with pyridine is 0.8~1.2:0.8~1.2:0.8~1.2:2~3, the reaction temperature is 0~25°C, and the reaction time is 10~36 hours;

[0017] Step ii: Compound 1 and C 60 Under the catalysis of carbon tetrabromide and DBU, react in o-dichlorobenzene to prepare the target compound P. Compound C 60 , Compound 1, the molar ratio of carbon tetrabromide to DBU is 0.8-1.2:8-12:80-120:16-24, the reaction temperature is 25-40°C, and the reaction time is 36-108 hours.

[0018] In this example, a hexaadditio...

example 1

[0024] Example 1 (hexaaddition [60]fullerene molecule P2):

[0025] In the general formula, R 1 , R 2 Both are -CH 2 CH 2 CH 3 ;

example 2

[0026] Example 2 (hexaaddition [60]fullerene molecule P3):

[0027] In the general formula, R 1 , R 2 Both are -CH 2 CH 2 CH 2 CH 3 ;

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Abstract

The invention discloses a hexakis-addition [60] fullerene derivative and an application thereof in the lubrication field; the hexakis-addition [60] fullerene derivative has the structural formula defined in the specification; addition positions of the hexakis-addition [60] fullerene derivative are all generated on [6,6] double bonds on an equator. Through introduction of 12 flexible ester chains onto hard C60, the solubleness is greatly increased, and the dispersion problem of [60] fullerene in lubricating oil is improved; through symmetric introduction of six long-chain ester groups to the periphery of a C60 sphere, the compound is endowed with viscoelasticity and toughness, and existence of the ester groups ensures the adsorbability of the compound on friction surfaces; with the introduction of long-chain alkyl, the oiliness of the compound can be increased, so as to better hinder direct contact between two friction pair surfaces and improve the lubricating performance of the lubricating oil. The hexakis-addition [60] fullerene derivative can be used as an anti-wear lubricating additive in the lubrication field.

Description

technical field [0001] The invention relates to a class of hexaaddition [60] fullerene derivatives and the application of the compound in the field of lubrication, which belongs to the field of organic synthesis and lubrication. Background technique [0002] About one-third of the metal materials in the world are consumed by oxidation corrosion and mechanical wear every year, and the loss in this area in my country is as high as hundreds of billions of yuan every year. Therefore, it is very important to prevent metal corrosion and improve lubrication and anti-wear properties. Antiwear additives commonly used in lubricating oils include sulfur antiwear agents, phosphorus antiwear agents, sulfur phosphorus antiwear agents, halogen antiwear agents, organometallic antiwear agents and boron antiwear agents. Because these additives are limited by environmental protection, energy saving, and existing processing technology conditions, it is urgent to research and develop new additi...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C67/343C07C69/608C10M129/95C10N30/06
CPCC07C67/14C07C67/343C10M129/95C10M2207/34C10N2030/06C07C69/38C07C69/608
Inventor 王楷程庆华陆静
Owner NEUFTECH BIOTECH HEFEI
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