Polymer-Supported Photosensitizers for Oxidative Organic Transformations in Flow and under Visible Light Irradiation
Polymer-Supported Photosensitizers for Oxidative Organic Transformations in Flow and under Visible Light Irradiation
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DOI：
10.1021/acscatal.7b00888
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发表时间：
2017-07-01
期刊：
影响因子：
12.9
通讯作者：
Vilela, Filipe
中科院分区：
文献类型：
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作者：
Tobin, John M.;McCabe, Timothy J. D.;Vilela, Filipe
合成了一种基于2，1，3-苯并噻二唑(BTZ)的乙烯基交联剂，并与大量过剩的苯乙烯进行了自由基聚合，以凝胶、珠状和单体三种不同的物理形式制备了多相三重态光敏剂。这些光敏剂被用于生产单线态氧(O-1(2))和通过超氧阴离子(O-2(中心点-))进行芳基硼酸的有氧羟基化反应，从而显示出良好的化学稳定性和光稳定性。含有BTZ的珠子和整体作为光敏剂在商业流动反应器中被开发出来，O-1(2)的生产转化率与420的转化率相当，使用直接太阳光照射，并使用nm LED模块作为光子源。
A 2,1,3-benzothiadiazole (BTZ)-based vinyl cross-linker was synthesized and copolymerized with large excesses of styrene using free radical polymerization to deliver heterogeneous triplet photosensitizers in three distinct physical formats: gels, beads, and monoliths. These photosensitizers were employed for the production of singlet oxygen (O-1(2)) and for the aerobic hydroxylation of arylboronic acids via superoxide radical anion (O-2(center dot-)), whereby the materials demonstrated good chemical and light stability. BTZ-containing beads and monoliths were exploited as photo-sensitizers in a commercial flow reactor, and O-1(2) production conversion rate comparable to the rates achieved when a 420 was also demonstrated using direct sunlight irradiation, with a nm LED module is used as the source of photons.