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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Bibliographic Details
Published in:RSC advances 2020-11, Vol.10 (65), p.39814-39821
Main Authors: Min, Xin, Zhan, Changchao, Yan, Ping, Ye, Zhigang
Format: Article
Language:English
Subjects:
Block copolymers
Butadiene
Chemistry
Hydroxyl groups
Initiators
Molecular weight distribution
Nickel
NMR
Nuclear magnetic resonance
Workability
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Summary: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).
ISSN:2046-2069
DOI:10.1039/d0ra07773a