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Phosphonium Tetraphenylborate: A Photocatalyst for Visible-Light-Induced, Nucleophile-Initiated Thiol-Michael Addition Photopolymerization
ACS Macro Letters ( IF 5.1 ) Pub Date : 2020-12-18 , DOI: 10.1021/acsmacrolett.0c00809
Xinpeng Zhang 1 , Xiance Wang 1 , Shunsuke Chatani 1 , Christopher N Bowman 1
Affiliation  

A photoinitiation system that utilizes phosphonium tetraphenylborate as the key component was developed for the visible light-triggered nucleophile-catalyzed thiol-Michael addition reaction. This highly reactive catalyst was composed of a photocaged phosphine (methyldiphenylphosphonium tetraphenylborate, MDPP·HBPh4), a photosensitizer (isopropylthioxanthone, ITX), and a radical scavenger (TEMPO). Unlike the prevailing photobase catalysts, this photoactivatable phosphine system triggers the thiol-Michael addition polymerization by a nucleophile-catalyzed mechanism and provides a controlled stoichiometric reaction between the thiol and the vinyl precursors. This approach enables the formation of homogeneous polymer networks upon low-energy visible light exposure and, thus, broadens its potential applications in bulk polymer materials synthesis and UV-sensitive bioscaffold formation.

中文翻译:

四苯基硼酸鏻:用于可见光诱导、亲核试剂引发的硫醇-迈克尔加成光聚合的光催化剂

为可见光触发的亲核试剂催化的硫醇-迈克尔加成反应开发了一种以四苯基硼酸鏻为关键组分的光引发体系。这种高活性催化剂由光笼化的膦(甲基二苯基鏻四苯基硼酸盐,MDPP·HBPh 4)、光敏剂(异丙基噻吨酮,ITX)和自由基清除剂(TEMPO)。与流行的光碱催化剂不同,这种可光活化的膦体系通过亲核试剂催化机制触发硫醇-迈克尔加成聚合,并在硫醇和乙烯基前体之间提供受控的化学计量反应。这种方法能够在低能量可见光照射下形成均匀的聚合物网络,从而拓宽了其在本体聚合物材料合成和紫外敏感生物支架形成中的潜在应用。
更新日期:2021-01-19
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