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第 35 卷第 11 期 精 细 化 工 Vol.35, No.11
2018 年 11 月 FINE CHEMICALS Nov. 2018

油田化学品与油品添加剂
硫氮型苯硼酸酯的制备及摩擦学性能

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张冠军 ，衣守志 ，张晨曦 ，肖早早 ，郜 鹏
（1. 天津科技大学 化工与材料学院，天津 300457；2. 天津舜能润滑科技股份有限公司，天津 300384）
摘要：以二正辛胺、二硫化碳和环氧丙烷为原料，合成了二辛基二硫代氨基甲酸-2-羟基丙酯（CNS），CNS 再
与苯硼酸反应合成二（2-羟丙基-二辛基二硫代氨基甲基）苯硼酸酯（SNBA），通过 FTIR 和元素分析对合成的
化合物进行了表征。对产物 SNBA 的水解稳定性和在全合成基础油聚α烯烃（PAO）中的油溶性进行了测试。
采用四球摩擦磨损试验机考察了 SNBA 在 PAO 基础油中的极压性、抗磨性和减摩性能。采用扫描电镜（SEM）
和能谱仪（EDS）分析了摩擦面的特性。结果表明：SNBA 水解时间超过 180 h，具有良好的水解稳定性；其添
加量（以 PAO 基础油质量计，下同）不大于 2.5%时，在 PAO 中完全溶解。SNBA 添加量为 2.5%时，最大无卡
咬负荷（P B ）达 1100 N，比基础油增加了 181%；磨斑直径（WSD）最小，达到 0.48 mm，比基础油下降了 30.4%；
平均摩擦系数 0.087，比基础油下降了 21.6%。说明硫氮型苯硼酸酯在 PAO 中表现出良好的极压性能、抗磨性
能和一定的减摩性能。摩擦面磨损显著下降，摩擦面形成了含 S、N、B 的复合保护层。
关键词：硼酸酯；极压抗磨剂；摩擦学性能；水解稳定性；全合成基础油；油田化学品与油品添加剂
中图分类号：U473.6 文献标识码：A 文章编号：1003-5214 (2018) 11-1956-05

Preparation and Tribological Properties of Phenyl Borate Ester

Containing Sulphur and Nitrogen

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ZHANG Guan-jun , YI Shou-zhi , ZHANG Chen-xi , XIAO Zao-zao , GAO Peng
（1. College of Chemical Engineering and Materials Science, Tianjin University of Science & Technology, Tianjin
300457, China; 2. Tianjin Sure Energy Lubrication Technology Co., Ltd., Tianjin 300384, China）
Abstract: 2-Hydroxypropyl dioctylcarbamodithioate (CNS) was synthesized by using dioctylamine,
disulfide carbon and epoxypropane as raw materials. Then, it was reacted with benzene boric acid to
produce a new type lubricant containing sulphur and nitrogen, bis[1-(dioctylcarbamothioylthio)propan-2-yl]
phenylboronic acid (SNBA). These compounds were characterized by FTIR and elemental analysis. The
hydrolytic stability and oil solubility of SNBA in poly-alpha-olifin (PAO) base oil were tested. The
tribological properties of extreme pressure, wear and friction of SNBA were test by four-ball friction and
wear testing machine. The friction surface of steel ball after test was investigated by scanning electron
microscope (SEM) and energy spectrometer (EDS). The results showed that SNBA had excellent hydrolytic
stability, and the time of hydrolysis was more than 180 h. Moreover, when the added amount of SNBA was
no more than 2.5% (based on the mass of PAO base oil, as the below), SNBA could completely dissolved in
PAO base oil. When the added amount of SNBA was 2.5%, the maximum non-seizer load (P B) was 1100 N,
increased by 181% compared with that of PAO base oil. Compared with those of PAO base oil, the wear
scar diameter (WSD) and average friction coefficient were 0.48 mm and 0.087, which fell by 30.4% and 21.6%,
respectively. This synthetic S-N type SNBA exhibited good anti-extreme pressure and anti-wear properties,
and certain anti-friction property. It was found that the wearing of the friction surface significantly
decreased because a composite coating containing S, N and B was formed on the friction surface.
Key words: borate ester; anti-wear agent; tribological performance; hydrolytic stability; fully synthetic base
oil; oil field chemicals and petroleum additives
Foundation item: National Training Program of Innovation and Entrepreneurship for Undergraduates
(201510057031)

收稿日期：2017-10-13; 定用日期：2018-02-11; DOI: 10.13550/j.jxhg.20170825
基金项目：国家级大学生创新创业训练计划项目（201510057031）
作者简介：张冠军（1983—），男，博士生，E-mail：champion927@163.com。