Synthesis and tribological properties of a sulfur nitrogen-containing heterocyclic borate ester

doi:10.16085/j.issn.1000-6613.2016.07.035

Chemical Industry and Engineering Progree ›› 2016, Vol. 35 ›› Issue (07): 2179-2185.DOI: 10.16085/j.issn.1000-6613.2016.07.035

• Fine chemicals • Previous Articles Next Articles

Synthesis and tribological properties of a sulfur nitrogen-containing heterocyclic borate ester

ZHU Miao^1,2,3, WANG Jian¹, TANG Haiyan^2,3, SUN Randi^2,3, XU Hongbin^2,3, ZHANG Yi^2,3

1. School of Chemistry and Chemical Engineering, Northeastern Petroleum University, Daqing 163318, Heilongjiang, China;
2. National Engineering Laboratory for Hydrometallurgical Cleaner Production Technology, Institute of Process Engineering, Chinese Academy of Sciences, Beijing 100190, China;
3. Key Laboratory of Green Process and Engineering, Chinese Academy of Sciences, Beijing 100190, China

Received:2015-11-18 Revised:2016-01-05 Online:2016-07-05 Published:2016-07-05

一种含氮硫杂环硼酸酯的制备及摩擦学性能

朱苗^1,2,3, 王鉴¹, 唐海燕^2,3, 孙苒荻^2,3, 徐红彬^2,3, 张懿^2,3

1. 东北石油大学化学化工学院, 石油与天然气化工省重点实验室, 黑龙江大庆 163318;
2. 中国科学院过程工程研究所, 湿法冶金清洁生产技术国家工程实验室, 北京 100190;
3. 中国科学院, 绿色过程与工程重点实验室, 北京 100190

通讯作者: 王鉴,博士,教授,主要从事轻烃加工利用方面的研究。E-mail:mrwj163@163.com;唐海燕,博士,主要从事金属有机物与精细化工产品合成。E-mail:hytang@ipe.ac.cn。
作者简介:朱苗(1989-)女,硕士研究生。
基金资助:
国家自然科学基金项目(21406233)。

Abstract

Abstract: 2- (2-benzothiazolylthio) ethanol (BTE) was synthesized using 2-mercapto benzothiazole as raw material and then a sulfur nitrogen-containing heterocyclic borate ester (SNHB) lubricant additive was synthesized using BTE as raw material. The structures of BTE and SNHB were characterized by FTIR and elemental analysis. The solubility of BTE and SNHB in rapeseed oil were tested and the thermal stabilities of them were studied by thermal analysis. The hydrolytic stabilities of SNHB were also determined. The friction reducing, anti-wear and load-carrying capacities of BTE and SNHB were investigated by four-ball test. The surface morphology and the elemental composition of the tribofilms were investigated using scanning electron microscopy (SEM) and energy dispersive X-ray spectroscopy (EDS), respectively. The results revealed that the synthesized products were the target compounds of BTE and SNHB, and they completely dissolved in the rapeseed oil and thus had good oil soluble properties. The decomposition temperature of SNHB and BTE ranged from 270.50℃ to 396.01℃, and from 253.04℃ to 326.83℃, respectively. Both SNHB and BTE had good thermal stability, and SNHB was better. SNHB was not hydrolyzed over 7 days, while triisopropyl borate (a commercially available borate product) was hydrolyzed completely within 10 min, so SNHB had better hydrolytic stability under the same experimental conditions. SNHB exhibited superior tribological performances to BTE under different test loads and additive concentrations.

Key words: borate ester, additive, synthesis, tribological properties

摘要： 以2-[2-苯并噻唑基]为原料合成了2-[2-苯并噻唑基]硫代乙醇(BTE),再以该BTE合成了一种含氮硫杂环硼酸酯(SNHB)添加剂,并采用FTIR、元素分析对其结构进行了表征。考察了BTE、SNHB的油溶性、热稳定性以及SHNB的水解稳定性。采用四球摩擦磨损试验研究了BTE及SNHB在菜籽油中的减摩、抗磨以及极压性能。采用SEM、EDS观察和分析了钢球磨斑表面形貌及元素。研究结果表明,合成的产物为目标产物BTE和SNHB;在相同的试验条件下,SNHB和BTE在菜籽油中完全溶解,具有较好的油溶性;SNHB和BTE的分解温度范围分别是从270.50~396.01℃、253.04~326.83℃,两者均具有良好的热稳定性,且SNHB的热稳定性优于BTE;SNHB的水解时间超过7天,而市售的硼酸三异丙酯仅为10 min,SNHB有较好的水解稳定性;在不同载荷、添加比例等条件下SNHB的摩擦学性能明显优于BTE。

关键词: 硼酸酯, 添加剂, 合成, 摩擦学性能

CLC Number:

U473.6

ZHU Miao, WANG Jian, TANG Haiyan, SUN Randi, XU Hongbin, ZHANG Yi. Synthesis and tribological properties of a sulfur nitrogen-containing heterocyclic borate ester[J]. Chemical Industry and Engineering Progree, 2016, 35(07): 2179-2185.

朱苗, 王鉴, 唐海燕, 孙苒荻, 徐红彬, 张懿. 一种含氮硫杂环硼酸酯的制备及摩擦学性能[J]. 化工进展, 2016, 35(07): 2179-2185.

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Synthesis and tribological properties of a sulfur nitrogen-containing heterocyclic borate ester

一种含氮硫杂环硼酸酯的制备及摩擦学性能

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