Heterogeneous photoredox catalysis using fluorescein polymer brush functionalized glass beads

被引:20
作者
Bell, Kirsten [1 ]
Freeburne, Sarah [1 ]
Fromel, Michele [1 ]
Oh, Hee Jeung [1 ]
Pester, Christian W. [2 ]
机构
[1] Penn State Univ, Dept Chem Engn, University Pk, PA 16802 USA
[2] Penn State Univ, Dept Mat Sci & Engn, Dept Chem, Dept Chem Engn, University Pk, PA 16802 USA
关键词
fluorescein; heterogeneous catalysis; photocatalysis; photoredox catalysis; polymer brushes; surface modification; RAFT POLYMERIZATION; HIGHLY EFFICIENT; ORGANIC-DYES; LIGHT; PHOTOCATALYSIS; NANOPARTICLES; FACILE; BENZIMIDAZOLES; IRIDIUM; DESIGN;
D O I
10.1002/pol.20210534
中图分类号
O63 [高分子化学(高聚物)];
学科分类号
070305 ; 080501 ; 081704 ;
摘要
Photocatalysis is a valuable and versatile method to perform a variety of chemical transformations under ambient temperatures and pressures using mild visible light. This work showcases an example of fluorescein-functionalized polymers grafted to micro-scale glass beads as heterogeneous photoredox catalysts. X-ray photoelectron spectroscopy and thermogravimetric analysis were used to analyze the resulting functional glass beads. Model reactions that are demonstrated include a cyclic condensation and a radical dehalogenation that can both be performed to high yields. Successful recyclability of the fluorescein polymer brush beads is demonstrated with detailed characterization confirming that photocatalytic polymer brushes remain tethered to the surface. As such, this allows for purification and reuse of the heterogeneous photocatalyst beads after simple filtration.
引用
收藏
页码:2844 / 2853
页数:10
相关论文
共 61 条
[11]   Continuous Interfacial Centrifugal Separation and Recovery of Silver Nanoparticles [J].
Deshpande, Jaydeep B. ;
Navale, Govinda R. ;
Dharne, Mahesh S. ;
Kulkarni, Amol A. .
CHEMICAL ENGINEERING & TECHNOLOGY, 2020, 43 (03) :582-592
[12]   Photoassisted bleaching of dyes utilizing TiO2 and visible light [J].
Epling, GA ;
Lin, C .
CHEMOSPHERE, 2002, 46 (04) :561-570
[13]  
Ferguson C. T., 2019, ANGEW CHEM, V131, P10677
[14]   Color-Coding Visible Light Polymerizations To Elucidate the Activation of Trithiocarbonates Using Eosin Y [J].
Figg, C. Adrian ;
Hickman, James D. ;
Scheutz, Georg M. ;
Shanmugam, Sivaprakash ;
Carmean, R. Nicholas ;
Tucker, Bryan S. ;
Boyer, Cyrille ;
Sumerlin, Brent S. .
MACROMOLECULES, 2018, 51 (04) :1370-1376
[15]   Advancements in the recycling of organocatalysts: From classical to alternative approaches [J].
Fulgheri, Tamara ;
Della Penna, Francesca ;
Baschieri, Andrea ;
Carlone, Armando .
CURRENT OPINION IN GREEN AND SUSTAINABLE CHEMISTRY, 2020, 25
[16]   Redox Active Polymer Brushes with Phenothiazine Moieties [J].
Golriz, Ali A. ;
Kaule, Tassilo ;
Untch, Maria B. ;
Kolman, Krzysztof ;
Berger, Ruediger ;
Gutmann, Jochen S. .
ACS APPLIED MATERIALS & INTERFACES, 2013, 5 (07) :2485-2494
[17]   Visible-light-activated nanoparticle photocatalyst of iodine-doped titanium dioxide [J].
Hong, XT ;
Wang, ZP ;
Cai, WM ;
Lu, F ;
Zhang, J ;
Yang, YZ ;
Ma, N ;
Liu, YJ .
CHEMISTRY OF MATERIALS, 2005, 17 (06) :1548-1552
[18]   Solubility of Iridium and Ruthenium Organometallic Photoredox Catalysts [J].
Jespersen, Daniel ;
Keen, Brockton ;
Day, Jon I. ;
Singh, Anuradha ;
Briles, Justin ;
Mullins, Duncan ;
Weaver, Jimmie D., III .
ORGANIC PROCESS RESEARCH & DEVELOPMENT, 2019, 23 (05) :1087-1095
[19]   Conjugated Microporous Polymers with Rose Bengal Dye for Highly Efficient Heterogeneous Organo-Photocatalysis [J].
Jiang, Jia-Xing ;
Li, Yanyun ;
Wu, Xiaofeng ;
Xiao, Jianliang ;
Adams, Dave J. ;
Cooper, Andrew I. .
MACROMOLECULES, 2013, 46 (22) :8779-8783
[20]   Enchained by visible light-mediated photoredox catalysis [J].
Kaerkaes, Markus D. ;
Matsuura, Bryan S. ;
Stephenson, Corey R. J. .
SCIENCE, 2015, 349 (6254) :1285-1286