Living Anionic Polymerization of 5-Substituted 2-Vinylthiophenes,Macromolecules

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Living Anionic Polymerization of 5-Substituted 2-Vinylthiophenes
Macromolecules ( IF 5.1 ) Pub Date : 2024-08-23 , DOI: 10.1021/acs.macromol.4c00924
Yuki Kurishiba ₁ , Ayaka Oguri ₁ , Daisuke Yamamoto ₁ , Chihiro Homma ₁ , Raita Goseki ₂ , Takashi Ishizone ₁

Affiliation

The anionic polymerization of 2-vinylthiophene (1) and four 2-vinylthiophene derivatives (2VTs) possessing various functional groups at the 5-position, 2-methyl-5-vinylthiophene (2), 2-(1-adamantyl)-5-vinylthiophene (3), 2-phenyl-5-vinylthiophene (4), and 2-cyano-5-vinylthiophene (5), was investigated in THF using various initiators. In each case, the resulting polymers had well-defined structures with a controlled molecular weight based on the molar ratio between the monomer and initiator and a narrow molecular weight distribution (MWD, M_w/M_n < 1.2). The stability of the propagating carbanions derived from 3–5 was demonstrated by postpolymerization, whereas partial deactivation of the active species of poly(1) and poly(2) was observed after or during polymerization. The reactivity of 2VTs was significantly affected by the substituents at the 5-position, and the observed substituent effect was similar to that of the corresponding styrene derivatives.

中文翻译：

5-取代 2-乙烯基噻吩的活性阴离子聚合

2-乙烯基噻吩 ( 1 ) 和 4 个在 5 位具有不同官能团的 2-乙烯基噻吩衍生物 (2VT) 的阴离子聚合，2-甲基-5-乙烯基噻吩 ( 2 ), 2-(1-金刚烷基)-5-使用各种引发剂在 THF 中研究了乙烯基噻吩 ( 3 )、2-苯基-5-乙烯基噻吩 ( 4 ) 和 2-氰基-5-乙烯基噻吩 ( 5 )。在每种情况下，所得聚合物都具有明确的结构，具有基于单体和引发剂之间的摩尔比_的受控分子量以及窄分子量分布（MWD， M _w / Mn < 1.2）。通过后聚合证明了源自3 – 5的增长碳负离子的稳定性，而在聚合之后或聚合过程中观察到聚（ 1 ）和聚（ 2 ）活性物质的部分失活。 2VTs的反应活性受到5位取代基的显着影响，观察到的取代基效应与相应的苯乙烯衍生物相似。

更新日期：2024-08-23

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