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Synthesis of Conjugated Rod–Coil Block Copolymers by RuPhos Pd-Catalyzed Suzuki–Miyaura Catalyst-Transfer Polycondensation: Initiation from Coil-Type Polymers
Macromolecules ( IF 5.5 ) Pub Date : 2020-06-29 , DOI: 10.1021/acs.macromol.0c00949
Hae-Nam Choi , Hee-Seong Yang , Ju-Hyung Chae , Tae-Lim Choi 1 , In-Hwan Lee
Affiliation  

A novel coil-first/grafting-from approach was developed for the synthesis of conjugated rod–coil block copolymers using RuPhos Pd-catalyzed Suzuki–Miyaura catalyst-transfer polycondensation (SCTP). First, aryl iodide end-functionalized polystyrene (PS) was prepared as a macroinitiator for SCTP via atom transfer radical polymerization (ATRP) followed by sequential end-group modifications, azidation, and click reactions. Then, RuPhos Pd-catalyzed SCTP using the PS macroinitiator was carried out in the presence of N-methyliminodiacetic acid boronate-containing 3-hexylthiophene monomer (M1), and this afforded well-defined PS-block-poly(3-hexylthiophene) with excellent control and high yield. The scope of this method was successfully expanded to include poly(methyl acrylate)-, poly(methyl methacrylate)-, and poly(ethylene oxide)-block-poly(3-hexylthiophene) with controlled molecular weight and low dispersity. Further, the combination of the conventional rod-first and newly developed coil-first approaches facilitated the straightforward synthesis of a unique ABC-type rod–coil–rod triblock copolymer that was limitedly accessible by other methods. We believe that this efficient and readily accessible synthetic platform would be highly useful for the preparation of novel conjugated rod–coil block copolymers that can be applied in optoelectronics, battery engineering, and chemical sensing.

中文翻译:

RuPhos Pd催化的Suzuki-Miyaura催化剂转移缩聚反应合成棒状-嵌段共聚物共轭共聚物:线圈型聚合物的引发

开发了一种新颖的先从线圈接枝的方法,用于使用RuPhos Pd催化的Suzuki-Miyaura催化剂转移缩聚(SCTP)合成共轭的棒-线圈嵌段共聚物。首先,通过原子转移自由基聚合(ATRP),随后依次进行端基修饰,叠氮化和点击反应,制备了碘代芳基末端官能化聚苯乙烯(PS)作为SCTP的大分子引发剂。然后,在含N-甲基亚氨基二乙酸硼酸酯的3-己基噻吩单体(M1)的存在下,使用PS大分子引发剂进行RuPhos Pd催化的SCTP ,从而得到了明确的PS嵌段-聚(3-己基噻吩),具有优异的控制效果和高收率。这种方法的范围的成功扩展到包括聚(丙烯酸甲酯) -聚(甲基丙烯酸甲酯) - ,和聚(环氧乙烷) -嵌段-聚(3-己基噻吩)具有受控的分子量和低分散性。此外,传统的杆先方法和新开发的线圈先方法的结合促进了独特的ABC型杆-卷-杆三嵌段共聚物的直接合成,而该方法只能通过其他方法获得。我们认为,这种高效且易于使用的合成平台对于制备可用于光电,电池工程和化学传感领域的新型共轭棒-线圈嵌段共聚物将非常有用。
更新日期:2020-07-14
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