Tribological study of a highly hydrolytically stable phenylboronic acid ester containing benzothiazolyl in mineral oil

Zhipeng Li, Xiufeng Li, Yawen Zhang, T. Ren, Yidong Zhao, Xiangqiong Zeng, Emile van der Heide

Research output: Contribution to journalArticleAcademicpeer-review

31 Citations (Scopus)

Abstract

A novel long chain alkyl phenylboronic acid ester containing heterocyclic compound, bis (1-(benzothiazol-2-ylthio) propan-2-yl)-4-dodecylphenylboronic acid ester (DBBMT), was synthesized and characterized. The hydrolytic stability of the DBBMT was evaluated and the results show that DBBMT is of outstanding hydrolytic stability compared with normal borate esters, which indicates that the designed molecular structure, by introducing benzene ring to conjugate with the electron-deficient boron and the benzothiazole as a hinder group, is effective on obtaining a hydrolytically stable long chain alkyl phenylboronic acid ester. The tribological properties of DBBMT and ZDDP in mineral base oil were evaluated using a four-ball tribometer, which suggests that the DBBMT possesses comprehensive tribological properties and could be a potential candidate for the replacement of ZDDP. Furthermore, in order to understand the tribological behaviors, the worn surface was analyzed by X-ray photoelectron spectroscopy (XPS) and X-ray absorption near edge structure (XANES) spectroscopy. The results indicate that the elements S, B, O and Fe perform complicated tribochemical reactions to form the compact tribological film composed of B2O3, FeS, Fe3O4 and FeSO4.
Original languageEnglish
Pages (from-to)91-99
JournalApplied surface science
Volume308
DOIs
Publication statusPublished - 2014

Keywords

  • METIS-303462
  • IR-92564

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