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New strategy for synthesis of hydroxyl-terminated poly(3-hexylthiophene) and its block copolymer using an η3-π-allyl hydroxyl-functionalized Ni(i) initiator

A novel hydroxyl-terminated π-allyl nickel initiator [η3-Ni(CH2CHCHCH2OCOCH3)][BPhF4] is synthesized for the first time. 1H-NMR analysis confirms that the Ni initiator possesses a typical π-allyl structure with a protected hydroxyl group. The Ni initiator is applied to synthesize hydroxyl-terminated...

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Published in:RSC advances 2020-11, Vol.10 (65), p.39814-39821
Main Authors: Min, Xin, Zhan, Changchao, Yan, Ping, Ye, Zhigang
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creator Min, Xin
Zhan, Changchao
Yan, Ping
Ye, Zhigang
description A novel hydroxyl-terminated π-allyl nickel initiator [η3-Ni(CH2CHCHCH2OCOCH3)][BPhF4] is synthesized for the first time. 1H-NMR analysis confirms that the Ni initiator possesses a typical π-allyl structure with a protected hydroxyl group. The Ni initiator is applied to synthesize hydroxyl-terminated poly(3-hexylthiophene). It successfully initiates the homopolymerization of thiophene, and yields narrow molecular weight distribution, hydroxyl-terminated poly(3-hexylthiophene). Moreover, it is found that [η3-Ni(CH2CHCHCH2OCOCH3)][BPhF4] has high initiating activity in the polymerization of styrene and butadiene. A hydroxyl-terminated polybutadiene-b-poly(3-hexylthiophene) block copolymer is synthesized by using [η3-Ni(CH2CHCHCH2OCOCH3)][BPhF4] to improve the workability and brittleness of poly(3-hexylthiophene).
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The Ni initiator is applied to synthesize hydroxyl-terminated poly(3-hexylthiophene). It successfully initiates the homopolymerization of thiophene, and yields narrow molecular weight distribution, hydroxyl-terminated poly(3-hexylthiophene). Moreover, it is found that [η3-Ni(CH2CHCHCH2OCOCH3)][BPhF4] has high initiating activity in the polymerization of styrene and butadiene. A hydroxyl-terminated polybutadiene-b-poly(3-hexylthiophene) block copolymer is synthesized by using [η3-Ni(CH2CHCHCH2OCOCH3)][BPhF4] to improve the workability and brittleness of poly(3-hexylthiophene).</description><identifier>EISSN: 2046-2069</identifier><identifier>DOI: 10.1039/d0ra07773a</identifier><identifier>PMID: 35515373</identifier><language>eng</language><publisher>Cambridge: Royal Society of Chemistry</publisher><subject>Block copolymers ; Butadiene ; Chemistry ; Hydroxyl groups ; Initiators ; Molecular weight distribution ; Nickel ; NMR ; Nuclear magnetic resonance ; Workability</subject><ispartof>RSC advances, 2020-11, Vol.10 (65), p.39814-39821</ispartof><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></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://www.ncbi.nlm.nih.gov/pmc/articles/PMC9057512/pdf/$$EPDF$$P50$$Gpubmedcentral$$Hfree_for_read</linktopdf><linktohtml>$$Uhttps://www.ncbi.nlm.nih.gov/pmc/articles/PMC9057512/$$EHTML$$P50$$Gpubmedcentral$$Hfree_for_read</linktohtml><link.rule.ids>230,314,724,777,781,882,27905,27906,53772,53774</link.rule.ids></links><search><creatorcontrib>Min, Xin</creatorcontrib><creatorcontrib>Zhan, Changchao</creatorcontrib><creatorcontrib>Yan, Ping</creatorcontrib><creatorcontrib>Ye, Zhigang</creatorcontrib><title>New strategy for synthesis of hydroxyl-terminated poly(3-hexylthiophene) and its block copolymer using an η3-π-allyl hydroxyl-functionalized Ni(i) initiator</title><title>RSC advances</title><description>A novel hydroxyl-terminated π-allyl nickel initiator [η3-Ni(CH2CHCHCH2OCOCH3)][BPhF4] is synthesized for the first time. 1H-NMR analysis confirms that the Ni initiator possesses a typical π-allyl structure with a protected hydroxyl group. The Ni initiator is applied to synthesize hydroxyl-terminated poly(3-hexylthiophene). It successfully initiates the homopolymerization of thiophene, and yields narrow molecular weight distribution, hydroxyl-terminated poly(3-hexylthiophene). Moreover, it is found that [η3-Ni(CH2CHCHCH2OCOCH3)][BPhF4] has high initiating activity in the polymerization of styrene and butadiene. A hydroxyl-terminated polybutadiene-b-poly(3-hexylthiophene) block copolymer is synthesized by using [η3-Ni(CH2CHCHCH2OCOCH3)][BPhF4] to improve the workability and brittleness of poly(3-hexylthiophene).</description><subject>Block copolymers</subject><subject>Butadiene</subject><subject>Chemistry</subject><subject>Hydroxyl groups</subject><subject>Initiators</subject><subject>Molecular weight distribution</subject><subject>Nickel</subject><subject>NMR</subject><subject>Nuclear magnetic resonance</subject><subject>Workability</subject><issn>2046-2069</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2020</creationdate><recordtype>article</recordtype><recordid>eNpdkMFqFTEUhoMgttRufIKAm9vF6EkySW42ghStQmk3uh4ymcyd1EwyJhnrdOWT-Bq-hb6SEQtFz-aH8398ix-hZwReEGDq5QBJg5SS6UfomEIrGgpCHaHTnG-gnuCECvIEHTHOCWeSHaPvV_YW55J0sYcNjzHhvIUy2ewyjiOetiHFr5tvik2zC5Ua8BL9tmPNZOu_TC4ukw32DOswYFcy7n00n7CJf7DZJrxmFw61xT9_sObXt0Z7v_kH8bgGU1wM2ru7Kr9yO3eGXXDF6RLTU_R41D7b0_s8QR_fvvlw_q65vL54f_76slkIp7rhoiUUmGFWwh5I3xowhPJhHFpJBVOUMKm5AQWqZT0dhRxpb43qCeMAfctO0Ku_3mXtZzsYG-okvluSm3Xauqhd928T3NQd4pdOAZd11SrY3QtS_LzaXLrZZWO918HGNXdUCAJ7oqSo6PP_0Ju4pjpApVou9pQrodhvY0qTtg</recordid><startdate>20201101</startdate><enddate>20201101</enddate><creator>Min, Xin</creator><creator>Zhan, Changchao</creator><creator>Yan, Ping</creator><creator>Ye, Zhigang</creator><general>Royal Society of Chemistry</general><general>The Royal Society of Chemistry</general><scope>7SR</scope><scope>8BQ</scope><scope>8FD</scope><scope>JG9</scope><scope>7X8</scope><scope>5PM</scope></search><sort><creationdate>20201101</creationdate><title>New strategy for synthesis of hydroxyl-terminated poly(3-hexylthiophene) and its block copolymer using an η3-π-allyl hydroxyl-functionalized Ni(i) initiator</title><author>Min, Xin ; Zhan, Changchao ; Yan, Ping ; Ye, Zhigang</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-p152a-5641203c3e70801b4c0c125dfd4726392137a5c090943b2f67f2bec9b13500b43</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2020</creationdate><topic>Block copolymers</topic><topic>Butadiene</topic><topic>Chemistry</topic><topic>Hydroxyl groups</topic><topic>Initiators</topic><topic>Molecular weight distribution</topic><topic>Nickel</topic><topic>NMR</topic><topic>Nuclear magnetic resonance</topic><topic>Workability</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Min, Xin</creatorcontrib><creatorcontrib>Zhan, Changchao</creatorcontrib><creatorcontrib>Yan, Ping</creatorcontrib><creatorcontrib>Ye, Zhigang</creatorcontrib><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>Min, Xin</au><au>Zhan, Changchao</au><au>Yan, Ping</au><au>Ye, Zhigang</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>New strategy for synthesis of hydroxyl-terminated poly(3-hexylthiophene) and its block copolymer using an η3-π-allyl hydroxyl-functionalized Ni(i) initiator</atitle><jtitle>RSC advances</jtitle><date>2020-11-01</date><risdate>2020</risdate><volume>10</volume><issue>65</issue><spage>39814</spage><epage>39821</epage><pages>39814-39821</pages><eissn>2046-2069</eissn><abstract>A novel hydroxyl-terminated π-allyl nickel initiator [η3-Ni(CH2CHCHCH2OCOCH3)][BPhF4] is synthesized for the first time. 1H-NMR analysis confirms that the Ni initiator possesses a typical π-allyl structure with a protected hydroxyl group. The Ni initiator is applied to synthesize hydroxyl-terminated poly(3-hexylthiophene). It successfully initiates the homopolymerization of thiophene, and yields narrow molecular weight distribution, hydroxyl-terminated poly(3-hexylthiophene). Moreover, it is found that [η3-Ni(CH2CHCHCH2OCOCH3)][BPhF4] has high initiating activity in the polymerization of styrene and butadiene. A hydroxyl-terminated polybutadiene-b-poly(3-hexylthiophene) block copolymer is synthesized by using [η3-Ni(CH2CHCHCH2OCOCH3)][BPhF4] to improve the workability and brittleness of poly(3-hexylthiophene).</abstract><cop>Cambridge</cop><pub>Royal Society of Chemistry</pub><pmid>35515373</pmid><doi>10.1039/d0ra07773a</doi><tpages>8</tpages><oa>free_for_read</oa></addata></record>
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subjects Block copolymers
Butadiene
Chemistry
Hydroxyl groups
Initiators
Molecular weight distribution
Nickel
NMR
Nuclear magnetic resonance
Workability
title New strategy for synthesis of hydroxyl-terminated poly(3-hexylthiophene) and its block copolymer using an η3-π-allyl hydroxyl-functionalized Ni(i) initiator
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