Synthesis, tribological and hydrolysis stability study of novel benzotriazole borate derivative
Benzotriazole and borate derivatives have long been used as multifunctional additives to lubricants. A novel, environmentally friendly additive borate ester (NHB), which contains boron, ethanolamine, and benzotriazole groups in one molecule, was synthesized by a multi-step reaction, and its tribolog...
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| description | Benzotriazole and borate derivatives have long been used as multifunctional additives to lubricants. A novel, environmentally friendly additive borate ester (NHB), which contains boron, ethanolamine, and benzotriazole groups in one molecule, was synthesized by a multi-step reaction, and its tribological properties in rapeseed oil (RSO) were investigated by a four-ball tribometer. The hydrolysis stability of the additive was investigated by half-time and open observation methods, and the mechanism of hydrolysis stability was discussed through Gaussian calculation. The novel compound NHB showed excellent performance under extreme pressure, against wearing, and in reducing friction, and its hydrolysis time is more than 1,220 times, which is better than that of triethyl borate. The mass ratio of NHB is bigger than that of the mixed liquid of triethyl borate and ethanolamine. The lone electron of amino N atoms forms a coordination effect with the B atom to compensate for the shortage of electrons in the B atom and to improve the hydrolysis stability of NHB. The surface morphology and the traces of different elements in the tribofilms formed with 1.0 wt.% NHB in were detected with scanning electron microscopy(SEM), energy dispersive X-ray spectroscopy (EDX)and X-ray photoelectron spectroscopy(XPS). The results shown that the additive caused a tribochemical reaction with the steel ball surface during the lubricating process. A mixed boundary lubrication film that contains organic nitrogen and inorganic salts, such as BN, B2O3, FeOx, Fe-O-B, and FeB, was also formed, and the formation of the lubricating film improved the tribological properties of the base oil. |
| doi_str_mv | 10.1371/journal.pone.0083501 |
| format | Article |
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A novel, environmentally friendly additive borate ester (NHB), which contains boron, ethanolamine, and benzotriazole groups in one molecule, was synthesized by a multi-step reaction, and its tribological properties in rapeseed oil (RSO) were investigated by a four-ball tribometer. The hydrolysis stability of the additive was investigated by half-time and open observation methods, and the mechanism of hydrolysis stability was discussed through Gaussian calculation. The novel compound NHB showed excellent performance under extreme pressure, against wearing, and in reducing friction, and its hydrolysis time is more than 1,220 times, which is better than that of triethyl borate. The mass ratio of NHB is bigger than that of the mixed liquid of triethyl borate and ethanolamine. The lone electron of amino N atoms forms a coordination effect with the B atom to compensate for the shortage of electrons in the B atom and to improve the hydrolysis stability of NHB. The surface morphology and the traces of different elements in the tribofilms formed with 1.0 wt.% NHB in were detected with scanning electron microscopy(SEM), energy dispersive X-ray spectroscopy (EDX)and X-ray photoelectron spectroscopy(XPS). The results shown that the additive caused a tribochemical reaction with the steel ball surface during the lubricating process. A mixed boundary lubrication film that contains organic nitrogen and inorganic salts, such as BN, B2O3, FeOx, Fe-O-B, and FeB, was also formed, and the formation of the lubricating film improved the tribological properties of the base oil.</description><identifier>ISSN: 1932-6203</identifier><identifier>EISSN: 1932-6203</identifier><identifier>DOI: 10.1371/journal.pone.0083501</identifier><identifier>PMID: 24465382</identifier><language>eng</language><publisher>United States: Public Library of Science</publisher><subject>Acids ; Additives ; Antiwear additives ; Benzotriazole ; Borates - chemistry ; Boron ; Boron oxides ; Boundary lubrication ; Brassica napus ; Canola Oil ; Chemical industry ; Chemical synthesis ; Chemistry ; Electron microscopy ; Esters ; Ethanol ; Ethanolamine ; Ethanolamine - chemistry ; Ethanolamines ; Fatty Acids, Monounsaturated ; Friction ; Hydrolysis ; Inorganic salts ; Lubricants ; Lubricants & lubrication ; Lubricants - chemical synthesis ; Lubricants - chemistry ; Lubricants industry ; Lubricating oils ; Lubrication ; Materials Science ; Microscopy, Electron, Scanning ; Models, Chemical ; Molecular Structure ; Nitrogen ; Observation methods ; Organic nitrogen ; Photoelectron Spectroscopy ; Photoelectrons ; Plant Oils - chemistry ; Rapeseed ; Rapeseed oil ; Salts ; Scanning electron microscopy ; Science ; Spectrometry, X-Ray Emission ; Spectroscopy ; Spectrum analysis ; Steel ; Studies ; Surface stability ; Triazoles - chemistry ; Tribology ; Vacuum distillation ; X ray photoelectron spectroscopy ; X ray spectroscopy</subject><ispartof>PloS one, 2014-01, Vol.9 (1), p.e83501-e83501</ispartof><rights>COPYRIGHT 2014 Public Library of Science</rights><rights>2014 Xiong et al. This is an open-access article distributed under the terms of the Creative Commons Attribution License: http://creativecommons.org/licenses/by/4.0/ (the “License”), which permits unrestricted use, distribution, and reproduction in any medium, provided the original author and source are credited. Notwithstanding the ProQuest Terms and Conditions, you may use this content in accordance with the terms of the License.</rights><rights>2014 Xiong et al 2014 Xiong et al</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c692t-85aaa19ca4820d8dae13bc6dd4b16c763921c71cd0b70a9304ec74d9bb9102513</citedby><cites>FETCH-LOGICAL-c692t-85aaa19ca4820d8dae13bc6dd4b16c763921c71cd0b70a9304ec74d9bb9102513</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://www.ncbi.nlm.nih.gov/pmc/articles/PMC3898952/pdf/$$EPDF$$P50$$Gpubmedcentral$$Hfree_for_read</linktopdf><linktohtml>$$Uhttps://www.ncbi.nlm.nih.gov/pmc/articles/PMC3898952/$$EHTML$$P50$$Gpubmedcentral$$Hfree_for_read</linktohtml><link.rule.ids>230,314,723,776,780,860,881,2096,2915,23845,27901,27902,53766,53768,79342,79343</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/24465382$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Liping, Xiong</creatorcontrib><creatorcontrib>Zhongyi, He</creatorcontrib><creatorcontrib>Liang, Qian</creatorcontrib><creatorcontrib>Lin, Mu</creatorcontrib><creatorcontrib>Aixi, Chen</creatorcontrib><creatorcontrib>Sheng, Han</creatorcontrib><creatorcontrib>Jianwei, Qiu</creatorcontrib><creatorcontrib>Xisheng, Fu</creatorcontrib><title>Synthesis, tribological and hydrolysis stability study of novel benzotriazole borate derivative</title><title>PloS one</title><addtitle>PLoS One</addtitle><description>Benzotriazole and borate derivatives have long been used as multifunctional additives to lubricants. A novel, environmentally friendly additive borate ester (NHB), which contains boron, ethanolamine, and benzotriazole groups in one molecule, was synthesized by a multi-step reaction, and its tribological properties in rapeseed oil (RSO) were investigated by a four-ball tribometer. The hydrolysis stability of the additive was investigated by half-time and open observation methods, and the mechanism of hydrolysis stability was discussed through Gaussian calculation. The novel compound NHB showed excellent performance under extreme pressure, against wearing, and in reducing friction, and its hydrolysis time is more than 1,220 times, which is better than that of triethyl borate. The mass ratio of NHB is bigger than that of the mixed liquid of triethyl borate and ethanolamine. The lone electron of amino N atoms forms a coordination effect with the B atom to compensate for the shortage of electrons in the B atom and to improve the hydrolysis stability of NHB. The surface morphology and the traces of different elements in the tribofilms formed with 1.0 wt.% NHB in were detected with scanning electron microscopy(SEM), energy dispersive X-ray spectroscopy (EDX)and X-ray photoelectron spectroscopy(XPS). The results shown that the additive caused a tribochemical reaction with the steel ball surface during the lubricating process. A mixed boundary lubrication film that contains organic nitrogen and inorganic salts, such as BN, B2O3, FeOx, Fe-O-B, and FeB, was also formed, and the formation of the lubricating film improved the tribological properties of the base oil.</description><subject>Acids</subject><subject>Additives</subject><subject>Antiwear additives</subject><subject>Benzotriazole</subject><subject>Borates - chemistry</subject><subject>Boron</subject><subject>Boron oxides</subject><subject>Boundary lubrication</subject><subject>Brassica napus</subject><subject>Canola Oil</subject><subject>Chemical industry</subject><subject>Chemical synthesis</subject><subject>Chemistry</subject><subject>Electron microscopy</subject><subject>Esters</subject><subject>Ethanol</subject><subject>Ethanolamine</subject><subject>Ethanolamine - chemistry</subject><subject>Ethanolamines</subject><subject>Fatty Acids, Monounsaturated</subject><subject>Friction</subject><subject>Hydrolysis</subject><subject>Inorganic salts</subject><subject>Lubricants</subject><subject>Lubricants & lubrication</subject><subject>Lubricants - chemical synthesis</subject><subject>Lubricants - chemistry</subject><subject>Lubricants industry</subject><subject>Lubricating oils</subject><subject>Lubrication</subject><subject>Materials Science</subject><subject>Microscopy, Electron, Scanning</subject><subject>Models, Chemical</subject><subject>Molecular Structure</subject><subject>Nitrogen</subject><subject>Observation methods</subject><subject>Organic nitrogen</subject><subject>Photoelectron Spectroscopy</subject><subject>Photoelectrons</subject><subject>Plant Oils - chemistry</subject><subject>Rapeseed</subject><subject>Rapeseed oil</subject><subject>Salts</subject><subject>Scanning electron microscopy</subject><subject>Science</subject><subject>Spectrometry, X-Ray Emission</subject><subject>Spectroscopy</subject><subject>Spectrum analysis</subject><subject>Steel</subject><subject>Studies</subject><subject>Surface stability</subject><subject>Triazoles - chemistry</subject><subject>Tribology</subject><subject>Vacuum distillation</subject><subject>X ray photoelectron spectroscopy</subject><subject>X ray spectroscopy</subject><issn>1932-6203</issn><issn>1932-6203</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2014</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><sourceid>BENPR</sourceid><sourceid>DOA</sourceid><recordid>eNqNk11rFDEUhgdRbK3-A9EBQRTcNR8zk8yNUIofC4WCVW_DmSSzmyU7WZPM4vTXm-1Oy470QnKRQ87zvklOcrLsJUZzTBn-uHa978DOt67Tc4Q4LRF-lJ3impJZRRB9fBSfZM9CWCNUUl5VT7MTUhRVislpJq6HLq50MOFDHr1pnHVLI8Hm0Kl8NSjv7JCSeYjQGGvikKJeDblr887ttM0b3d24pIQbZ3XeOA9R50p7s4Nodvp59qQFG_SLcT7Lfn75_OPi2-zy6uvi4vxyJquaxBkvAQDXEgpOkOIKNKaNrJQqGlxJVtGaYMmwVKhhCGqKCi1ZoeqmqTEiJaZn2euD79a6IMbaBIGLGmNck4InYnEglIO12HqzAT8IB0bcLji_FOCjkVYLiaFFihDFNE6FYhxXumxbQFiXLKWS16dxt77ZaCV1Fz3Yiek005mVWLqdoLzmdUmSwbvRwLvfvQ5RbEyQ2lrotOtvz00qzhmjCX3zD_rw7UZqCekCpmvTm4Dcm4rzgnFeFhVniZo_QKWh9MbI9JFak9YngvcTQWKi_hOX0IcgFtff_5-9-jVl3x6xKw02roKzfTSuC1OwOIDSuxC8bu-LjJHY98FdNcS-D8TYB0n26viB7kV3H5_-BaM1BKU</recordid><startdate>20140122</startdate><enddate>20140122</enddate><creator>Liping, Xiong</creator><creator>Zhongyi, He</creator><creator>Liang, Qian</creator><creator>Lin, Mu</creator><creator>Aixi, Chen</creator><creator>Sheng, Han</creator><creator>Jianwei, Qiu</creator><creator>Xisheng, Fu</creator><general>Public Library of Science</general><general>Public Library of Science (PLoS)</general><scope>CGR</scope><scope>CUY</scope><scope>CVF</scope><scope>ECM</scope><scope>EIF</scope><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>IOV</scope><scope>ISR</scope><scope>3V.</scope><scope>7QG</scope><scope>7QL</scope><scope>7QO</scope><scope>7RV</scope><scope>7SN</scope><scope>7SS</scope><scope>7T5</scope><scope>7TG</scope><scope>7TM</scope><scope>7U9</scope><scope>7X2</scope><scope>7X7</scope><scope>7XB</scope><scope>88E</scope><scope>8AO</scope><scope>8C1</scope><scope>8FD</scope><scope>8FE</scope><scope>8FG</scope><scope>8FH</scope><scope>8FI</scope><scope>8FJ</scope><scope>8FK</scope><scope>ABJCF</scope><scope>ABUWG</scope><scope>AEUYN</scope><scope>AFKRA</scope><scope>ARAPS</scope><scope>ATCPS</scope><scope>AZQEC</scope><scope>BBNVY</scope><scope>BENPR</scope><scope>BGLVJ</scope><scope>BHPHI</scope><scope>C1K</scope><scope>CCPQU</scope><scope>D1I</scope><scope>DWQXO</scope><scope>FR3</scope><scope>FYUFA</scope><scope>GHDGH</scope><scope>GNUQQ</scope><scope>H94</scope><scope>HCIFZ</scope><scope>K9.</scope><scope>KB.</scope><scope>KB0</scope><scope>KL.</scope><scope>L6V</scope><scope>LK8</scope><scope>M0K</scope><scope>M0S</scope><scope>M1P</scope><scope>M7N</scope><scope>M7P</scope><scope>M7S</scope><scope>NAPCQ</scope><scope>P5Z</scope><scope>P62</scope><scope>P64</scope><scope>PATMY</scope><scope>PDBOC</scope><scope>PIMPY</scope><scope>PQEST</scope><scope>PQQKQ</scope><scope>PQUKI</scope><scope>PRINS</scope><scope>PTHSS</scope><scope>PYCSY</scope><scope>RC3</scope><scope>7X8</scope><scope>5PM</scope><scope>DOA</scope></search><sort><creationdate>20140122</creationdate><title>Synthesis, tribological and hydrolysis stability study of novel benzotriazole borate derivative</title><author>Liping, Xiong ; Zhongyi, He ; Liang, Qian ; Lin, Mu ; Aixi, Chen ; Sheng, Han ; Jianwei, Qiu ; Xisheng, Fu</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c692t-85aaa19ca4820d8dae13bc6dd4b16c763921c71cd0b70a9304ec74d9bb9102513</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2014</creationdate><topic>Acids</topic><topic>Additives</topic><topic>Antiwear additives</topic><topic>Benzotriazole</topic><topic>Borates - chemistry</topic><topic>Boron</topic><topic>Boron oxides</topic><topic>Boundary lubrication</topic><topic>Brassica napus</topic><topic>Canola Oil</topic><topic>Chemical industry</topic><topic>Chemical synthesis</topic><topic>Chemistry</topic><topic>Electron microscopy</topic><topic>Esters</topic><topic>Ethanol</topic><topic>Ethanolamine</topic><topic>Ethanolamine - chemistry</topic><topic>Ethanolamines</topic><topic>Fatty Acids, Monounsaturated</topic><topic>Friction</topic><topic>Hydrolysis</topic><topic>Inorganic salts</topic><topic>Lubricants</topic><topic>Lubricants & lubrication</topic><topic>Lubricants - chemical synthesis</topic><topic>Lubricants - chemistry</topic><topic>Lubricants industry</topic><topic>Lubricating oils</topic><topic>Lubrication</topic><topic>Materials Science</topic><topic>Microscopy, Electron, Scanning</topic><topic>Models, Chemical</topic><topic>Molecular Structure</topic><topic>Nitrogen</topic><topic>Observation methods</topic><topic>Organic nitrogen</topic><topic>Photoelectron Spectroscopy</topic><topic>Photoelectrons</topic><topic>Plant Oils - 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Academic</collection><collection>PubMed Central (Full Participant titles)</collection><collection>DOAJ Directory of Open Access Journals</collection><jtitle>PloS one</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Liping, Xiong</au><au>Zhongyi, He</au><au>Liang, Qian</au><au>Lin, Mu</au><au>Aixi, Chen</au><au>Sheng, Han</au><au>Jianwei, Qiu</au><au>Xisheng, Fu</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Synthesis, tribological and hydrolysis stability study of novel benzotriazole borate derivative</atitle><jtitle>PloS one</jtitle><addtitle>PLoS One</addtitle><date>2014-01-22</date><risdate>2014</risdate><volume>9</volume><issue>1</issue><spage>e83501</spage><epage>e83501</epage><pages>e83501-e83501</pages><issn>1932-6203</issn><eissn>1932-6203</eissn><abstract>Benzotriazole and borate derivatives have long been used as multifunctional additives to lubricants. A novel, environmentally friendly additive borate ester (NHB), which contains boron, ethanolamine, and benzotriazole groups in one molecule, was synthesized by a multi-step reaction, and its tribological properties in rapeseed oil (RSO) were investigated by a four-ball tribometer. The hydrolysis stability of the additive was investigated by half-time and open observation methods, and the mechanism of hydrolysis stability was discussed through Gaussian calculation. The novel compound NHB showed excellent performance under extreme pressure, against wearing, and in reducing friction, and its hydrolysis time is more than 1,220 times, which is better than that of triethyl borate. The mass ratio of NHB is bigger than that of the mixed liquid of triethyl borate and ethanolamine. The lone electron of amino N atoms forms a coordination effect with the B atom to compensate for the shortage of electrons in the B atom and to improve the hydrolysis stability of NHB. The surface morphology and the traces of different elements in the tribofilms formed with 1.0 wt.% NHB in were detected with scanning electron microscopy(SEM), energy dispersive X-ray spectroscopy (EDX)and X-ray photoelectron spectroscopy(XPS). The results shown that the additive caused a tribochemical reaction with the steel ball surface during the lubricating process. A mixed boundary lubrication film that contains organic nitrogen and inorganic salts, such as BN, B2O3, FeOx, Fe-O-B, and FeB, was also formed, and the formation of the lubricating film improved the tribological properties of the base oil.</abstract><cop>United States</cop><pub>Public Library of Science</pub><pmid>24465382</pmid><doi>10.1371/journal.pone.0083501</doi><tpages>e83501</tpages><oa>free_for_read</oa></addata></record> |
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| identifier | ISSN: 1932-6203 |
| ispartof | PloS one, 2014-01, Vol.9 (1), p.e83501-e83501 |
| issn | 1932-6203 1932-6203 |
| language | eng |
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| source | MEDLINE; DOAJ Directory of Open Access Journals; Elektronische Zeitschriftenbibliothek - Frei zugängliche E-Journals; PubMed Central; Free Full-Text Journals in Chemistry; Public Library of Science (PLoS) |
| subjects | Acids Additives Antiwear additives Benzotriazole Borates - chemistry Boron Boron oxides Boundary lubrication Brassica napus Canola Oil Chemical industry Chemical synthesis Chemistry Electron microscopy Esters Ethanol Ethanolamine Ethanolamine - chemistry Ethanolamines Fatty Acids, Monounsaturated Friction Hydrolysis Inorganic salts Lubricants Lubricants & lubrication Lubricants - chemical synthesis Lubricants - chemistry Lubricants industry Lubricating oils Lubrication Materials Science Microscopy, Electron, Scanning Models, Chemical Molecular Structure Nitrogen Observation methods Organic nitrogen Photoelectron Spectroscopy Photoelectrons Plant Oils - chemistry Rapeseed Rapeseed oil Salts Scanning electron microscopy Science Spectrometry, X-Ray Emission Spectroscopy Spectrum analysis Steel Studies Surface stability Triazoles - chemistry Tribology Vacuum distillation X ray photoelectron spectroscopy X ray spectroscopy |
| title | Synthesis, tribological and hydrolysis stability study of novel benzotriazole borate derivative |
| url | https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-02-05T08%3A47%3A56IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-gale_plos_&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=Synthesis,%20tribological%20and%20hydrolysis%20stability%20study%20of%20novel%20benzotriazole%20borate%20derivative&rft.jtitle=PloS%20one&rft.au=Liping,%20Xiong&rft.date=2014-01-22&rft.volume=9&rft.issue=1&rft.spage=e83501&rft.epage=e83501&rft.pages=e83501-e83501&rft.issn=1932-6203&rft.eissn=1932-6203&rft_id=info:doi/10.1371/journal.pone.0083501&rft_dat=%3Cgale_plos_%3EA478854687%3C/gale_plos_%3E%3Curl%3E%3C/url%3E&disable_directlink=true&sfx.directlink=off&sfx.report_link=0&rft_id=info:oai/&rft_pqid=1491119248&rft_id=info:pmid/24465382&rft_galeid=A478854687&rft_doaj_id=oai_doaj_org_article_c1af0d22d7e14657816e5ffa01e57af0&rfr_iscdi=true |