Exploration of Thiazolo[5,4-d]thiazole Linkages in Conjugated Porous Organic Polymers for Chemoselective Molecular Sieving

被引:44
作者
Biswal, Bishnu P. [1 ]
Becker, Daniel [1 ]
Chandrasekhar, Naisa [1 ]
Seenath, Jensheer Shamsudeen [1 ]
Paasch, Silvia [2 ]
Machill, Susanne [2 ]
Hennersdorf, Felix [3 ]
Brunner, Eike [2 ]
Weigand, Jan J. [3 ]
Berger, Reinhard [1 ]
Feng, Xinliang [1 ]
机构
[1] Tech Univ Dresden, Fac Chem & Food Chem, Ctr Adv Elect Dresden, D-01062 Dresden, Germany
[2] Tech Univ Dresden, Chair Bioanalyt Chem, D-01062 Dresden, Germany
[3] Tech Univ Dresden, Chair Inorgan Mol Chem, D-01062 Dresden, Germany
基金
欧盟地平线“2020”;
关键词
microporous materials; molecular sieves; porous organic polymers; thiazolo[5,4-d]thiazole; water treatment; MICROPOROUS POLYMERS; AROMATIC FRAMEWORKS; BUILDING-BLOCKS; CRYSTALLINE; ADSORPTION; 2D; DYES; ELECTROCATALYSTS; CONSTRUCTION; SEPARATION;
D O I
10.1002/chem.201802631
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Porous organic polymers (POPs) have attracted significant attention towards molecular adsorption in recent years due to their high porosity, diverse functionality and excellent chemical stability. In this work, we present a systematic case study on the formation of thiazolo[5,4-d]thiazole (TzTz) linkages through model compounds and its integration to synthesize a set of three novel, thermo-chemically stable TzTz-linked POPs, namely TzTz-POP-3, TzTz-POP-4, and TzTz-POP-5 with triphenylbenzene, tetraphenylpyrene and tetra(hydroxyphenyl)methane cores, respectively. Interestingly, the integrated TzTz moiety of the represented TzTz-POP-3 renders chemoselective removal of organic dye fluorescein (FL) from a mixture with parafuchsine (FU) in aqueous solution. The TzTz-POP-3 offered excellent chemoselectivity of approximate to 1:7 (FL:FU), compared to alike porous materials demonstrated for similar applications due to the presence of multiple active anchoring sites coupled with permanent porosity and appropriate pore window.
引用
收藏
页码:10868 / 10875
页数:8
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