Synthesis and characterization of hydroxyl-terminated butadiene-end-capped polyisobutylene and its use as a diol for polyurethane preparation
Hydroxyl-terminated telechelic polyisobutylene (PIB) was prepared through living cationic polymerization. A living PIB chain was formed using the t -Bu- m -DiCuOMe/TiCl 4 initiating system and then capped with 1,3-butadiene (BD) to prepare chlorine-terminated telechelic PIB. The chlorine-terminated...
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Veröffentlicht in: | RSC advances 2020-03, Vol.1 (16), p.961-969 |
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creator | Wu, Kangda Wu, Yibo Huang, Shan Chen, Zhifei Wang, Hao Shang, Yuwei Li, Shuxin |
description | Hydroxyl-terminated telechelic polyisobutylene (PIB) was prepared through living cationic polymerization. A living PIB chain was formed using the
t
-Bu-
m
-DiCuOMe/TiCl
4
initiating system and then capped with 1,3-butadiene (BD) to prepare chlorine-terminated telechelic PIB. The chlorine-terminated telechelic PIB was then hydrolysed with tetrabutylammonium hydroxide to form hydroxyl-terminated PIB. Nuclear magnetic resonance spectroscopy confirmed hydrolysis completion. The hydroxyl-terminated PIB was subsequently used as a diol to react with 4,4-methylenebis(phenylisocyanate) (MDI) and produce a PIB-based polyurethane, which showed stronger acid resistance, hydrolysis stability and thermal oxidation stability than a commercial polyurethane.
We synthesised hydroxyl-terminated PIB through living cationic polymerisation. Then the hydroxyl-terminated PIB was subsequently used as a diol to produce a PIB-based polyurethane. |
doi_str_mv | 10.1039/d0ra00132e |
format | Article |
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t
-Bu-
m
-DiCuOMe/TiCl
4
initiating system and then capped with 1,3-butadiene (BD) to prepare chlorine-terminated telechelic PIB. The chlorine-terminated telechelic PIB was then hydrolysed with tetrabutylammonium hydroxide to form hydroxyl-terminated PIB. Nuclear magnetic resonance spectroscopy confirmed hydrolysis completion. The hydroxyl-terminated PIB was subsequently used as a diol to react with 4,4-methylenebis(phenylisocyanate) (MDI) and produce a PIB-based polyurethane, which showed stronger acid resistance, hydrolysis stability and thermal oxidation stability than a commercial polyurethane.
We synthesised hydroxyl-terminated PIB through living cationic polymerisation. Then the hydroxyl-terminated PIB was subsequently used as a diol to produce a PIB-based polyurethane.</description><identifier>ISSN: 2046-2069</identifier><identifier>EISSN: 2046-2069</identifier><identifier>DOI: 10.1039/d0ra00132e</identifier><identifier>PMID: 35497236</identifier><language>eng</language><publisher>England: Royal Society of Chemistry</publisher><subject>Acid resistance ; Butadiene ; Cationic polymerization ; Chemistry ; Chlorine ; Hydrolysis ; NMR ; Nuclear magnetic resonance ; Oxidation resistance ; Polyisobutylene ; Polyurethane resins ; Stability ; Thermal resistance</subject><ispartof>RSC advances, 2020-03, Vol.1 (16), p.961-969</ispartof><rights>This journal is © The Royal Society of Chemistry.</rights><rights>Copyright Royal Society of Chemistry 2020</rights><rights>This journal is © The Royal Society of Chemistry 2020 The Royal Society of Chemistry</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c454t-dfdaec272ce30dfa2856faca3b27409a492a82944eb2f11e96bc981345048b743</citedby><cites>FETCH-LOGICAL-c454t-dfdaec272ce30dfa2856faca3b27409a492a82944eb2f11e96bc981345048b743</cites><orcidid>0000-0002-3739-4643</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://www.ncbi.nlm.nih.gov/pmc/articles/PMC9050137/pdf/$$EPDF$$P50$$Gpubmedcentral$$Hfree_for_read</linktopdf><linktohtml>$$Uhttps://www.ncbi.nlm.nih.gov/pmc/articles/PMC9050137/$$EHTML$$P50$$Gpubmedcentral$$Hfree_for_read</linktohtml><link.rule.ids>230,314,723,776,780,860,881,27901,27902,53766,53768</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/35497236$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Wu, Kangda</creatorcontrib><creatorcontrib>Wu, Yibo</creatorcontrib><creatorcontrib>Huang, Shan</creatorcontrib><creatorcontrib>Chen, Zhifei</creatorcontrib><creatorcontrib>Wang, Hao</creatorcontrib><creatorcontrib>Shang, Yuwei</creatorcontrib><creatorcontrib>Li, Shuxin</creatorcontrib><title>Synthesis and characterization of hydroxyl-terminated butadiene-end-capped polyisobutylene and its use as a diol for polyurethane preparation</title><title>RSC advances</title><addtitle>RSC Adv</addtitle><description>Hydroxyl-terminated telechelic polyisobutylene (PIB) was prepared through living cationic polymerization. A living PIB chain was formed using the
t
-Bu-
m
-DiCuOMe/TiCl
4
initiating system and then capped with 1,3-butadiene (BD) to prepare chlorine-terminated telechelic PIB. The chlorine-terminated telechelic PIB was then hydrolysed with tetrabutylammonium hydroxide to form hydroxyl-terminated PIB. Nuclear magnetic resonance spectroscopy confirmed hydrolysis completion. The hydroxyl-terminated PIB was subsequently used as a diol to react with 4,4-methylenebis(phenylisocyanate) (MDI) and produce a PIB-based polyurethane, which showed stronger acid resistance, hydrolysis stability and thermal oxidation stability than a commercial polyurethane.
We synthesised hydroxyl-terminated PIB through living cationic polymerisation. Then the hydroxyl-terminated PIB was subsequently used as a diol to produce a PIB-based polyurethane.</description><subject>Acid resistance</subject><subject>Butadiene</subject><subject>Cationic polymerization</subject><subject>Chemistry</subject><subject>Chlorine</subject><subject>Hydrolysis</subject><subject>NMR</subject><subject>Nuclear magnetic resonance</subject><subject>Oxidation resistance</subject><subject>Polyisobutylene</subject><subject>Polyurethane resins</subject><subject>Stability</subject><subject>Thermal resistance</subject><issn>2046-2069</issn><issn>2046-2069</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2020</creationdate><recordtype>article</recordtype><recordid>eNp9kstu1TAQhiMEolXphj0oiA1CCvgWJ95Uqkq5SJWQuKytiT0hrnLiYDuI8A68Mz7nlENhgTcezf_pnxmPi-IhJS8o4eqlJQEIoZzhneKYESErRqS6eys-Kk5jvCb5yJoySe8XR7wWqmFcHhc_P65TGjC6WMJkSzNAAJMwuB-QnJ9K35fDaoP_vo5VTm_cBAlt2S0JrMMJK5xsZWCec3L24-qiz9o6Zmln6FIsl5jj7F9a58ey92FHLgHTABmbA8656rbcg-JeD2PE05v7pPj8-vLTxdvq6v2bdxfnV5URtUiV7S2gYQ0zyIntgbW17MEA71gjiAKhGLRMCYEd6ylFJTujWspFTUTbNYKfFGd733npNmgNTinAqOfgNhBW7cHpv5XJDfqL_6YVqfNbN9ng2Y1B8F8XjElvXDQ4jnkgv0TNZN1KIRXf1nr6D3rtlzDl8TTjTS0EpS3P1PM9ZYKPMWB_aIYSvV20fkU-nO8WfZnhx7fbP6C_15qBR3sgRHNQ__yUrD_5n65n2_Nf23S8rQ</recordid><startdate>20200305</startdate><enddate>20200305</enddate><creator>Wu, Kangda</creator><creator>Wu, Yibo</creator><creator>Huang, Shan</creator><creator>Chen, Zhifei</creator><creator>Wang, Hao</creator><creator>Shang, Yuwei</creator><creator>Li, Shuxin</creator><general>Royal Society of Chemistry</general><general>The Royal Society of Chemistry</general><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7SR</scope><scope>8BQ</scope><scope>8FD</scope><scope>JG9</scope><scope>7X8</scope><scope>5PM</scope><orcidid>https://orcid.org/0000-0002-3739-4643</orcidid></search><sort><creationdate>20200305</creationdate><title>Synthesis and characterization of hydroxyl-terminated butadiene-end-capped polyisobutylene and its use as a diol for polyurethane preparation</title><author>Wu, Kangda ; Wu, Yibo ; Huang, Shan ; Chen, Zhifei ; Wang, Hao ; Shang, Yuwei ; Li, Shuxin</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c454t-dfdaec272ce30dfa2856faca3b27409a492a82944eb2f11e96bc981345048b743</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2020</creationdate><topic>Acid resistance</topic><topic>Butadiene</topic><topic>Cationic polymerization</topic><topic>Chemistry</topic><topic>Chlorine</topic><topic>Hydrolysis</topic><topic>NMR</topic><topic>Nuclear magnetic resonance</topic><topic>Oxidation resistance</topic><topic>Polyisobutylene</topic><topic>Polyurethane resins</topic><topic>Stability</topic><topic>Thermal resistance</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Wu, Kangda</creatorcontrib><creatorcontrib>Wu, Yibo</creatorcontrib><creatorcontrib>Huang, Shan</creatorcontrib><creatorcontrib>Chen, Zhifei</creatorcontrib><creatorcontrib>Wang, Hao</creatorcontrib><creatorcontrib>Shang, Yuwei</creatorcontrib><creatorcontrib>Li, Shuxin</creatorcontrib><collection>PubMed</collection><collection>CrossRef</collection><collection>Engineered Materials Abstracts</collection><collection>METADEX</collection><collection>Technology Research Database</collection><collection>Materials Research Database</collection><collection>MEDLINE - Academic</collection><collection>PubMed Central (Full Participant titles)</collection><jtitle>RSC advances</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Wu, Kangda</au><au>Wu, Yibo</au><au>Huang, Shan</au><au>Chen, Zhifei</au><au>Wang, Hao</au><au>Shang, Yuwei</au><au>Li, Shuxin</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Synthesis and characterization of hydroxyl-terminated butadiene-end-capped polyisobutylene and its use as a diol for polyurethane preparation</atitle><jtitle>RSC advances</jtitle><addtitle>RSC Adv</addtitle><date>2020-03-05</date><risdate>2020</risdate><volume>1</volume><issue>16</issue><spage>961</spage><epage>969</epage><pages>961-969</pages><issn>2046-2069</issn><eissn>2046-2069</eissn><abstract>Hydroxyl-terminated telechelic polyisobutylene (PIB) was prepared through living cationic polymerization. A living PIB chain was formed using the
t
-Bu-
m
-DiCuOMe/TiCl
4
initiating system and then capped with 1,3-butadiene (BD) to prepare chlorine-terminated telechelic PIB. The chlorine-terminated telechelic PIB was then hydrolysed with tetrabutylammonium hydroxide to form hydroxyl-terminated PIB. Nuclear magnetic resonance spectroscopy confirmed hydrolysis completion. The hydroxyl-terminated PIB was subsequently used as a diol to react with 4,4-methylenebis(phenylisocyanate) (MDI) and produce a PIB-based polyurethane, which showed stronger acid resistance, hydrolysis stability and thermal oxidation stability than a commercial polyurethane.
We synthesised hydroxyl-terminated PIB through living cationic polymerisation. Then the hydroxyl-terminated PIB was subsequently used as a diol to produce a PIB-based polyurethane.</abstract><cop>England</cop><pub>Royal Society of Chemistry</pub><pmid>35497236</pmid><doi>10.1039/d0ra00132e</doi><tpages>9</tpages><orcidid>https://orcid.org/0000-0002-3739-4643</orcidid><oa>free_for_read</oa></addata></record> |
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source | DOAJ Directory of Open Access Journals; Elektronische Zeitschriftenbibliothek - Frei zugängliche E-Journals; PubMed Central; PubMed Central Open Access |
subjects | Acid resistance Butadiene Cationic polymerization Chemistry Chlorine Hydrolysis NMR Nuclear magnetic resonance Oxidation resistance Polyisobutylene Polyurethane resins Stability Thermal resistance |
title | Synthesis and characterization of hydroxyl-terminated butadiene-end-capped polyisobutylene and its use as a diol for polyurethane preparation |
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