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Guiding the Design of Organic Photocatalyst for PET-RAFT Polymerization: Halogenated Xanthene Dyes.

ABSTRACT: By examining structurally similar halogenated xanthene dyes, this study establishes a guiding principle for resolving structure-property- performance relationships in the photocontrolled PET-RAFT polymerization system (PET-RAFT: photoinduced electron/energy transfer-reversible addition-fragmentation chain transfer). We investigated the effect of the halogen substituents on the photophysical and electrochemical properties of the xanthene dyes acting as photocatalysts and their resultant effect on the performance of PET-RAFT polymerization. Consideration of the structure- property-performance relationships allowed design of a new xanthene photocatalyst, where its photocatalytic activity (oxygen tolerance and polymerization rate) was successfully optimized for PET-RAFT polymerization. We expect that this study will serve as a theoretical framework in broadly guiding the design of high performance photocatalysts for organic photocatalysis.

SUBMITTER: Wu C

PROVIDER: S-EPMC6752221 | biostudies-literature | 2019 Jan

REPOSITORIES: biostudies-literature

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Guiding the Design of Organic Photocatalyst for PET-RAFT Polymerization: Halogenated Xanthene Dyes.

Wu Chenyu C Corrigan Nathaniel N Lim Chern-Hooi CH Jung Kenward K Zhu Jian J Miyake Garret G Xu Jiangtao J Boyer Cyrille C

Macromolecules 20181220 1

By examining structurally similar halogenated xanthene dyes, this study establishes a guiding principle for resolving structure-property- performance relationships in the photocontrolled PET-RAFT polymerization system (PET-RAFT: photoinduced electron/energy transfer-reversible addition-fragmentation chain transfer). We investigated the effect of the halogen substituents on the photophysical and electrochemical properties of the xanthene dyes acting as photocatalysts and their resultant effect on ...[more]

PMID: 31537947

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Project description:Luminescence-encoded microbeads are important tools for many applications in the life and material sciences that utilize luminescence detection as well as multiplexing and barcoding strategies. The preparation of such beads often involves the staining of premanufactured beads with molecular luminophores using simple swelling procedures or surface functionalization with layer-by-layer (LbL) techniques. Alternatively, these luminophores are sterically incorporated during the polymerization reaction yielding the polymer beads. The favorable optical properties of semiconductor quantum dots (QDs), which present broadly excitable, size-tunable, narrow emission bands and low photobleaching sensitivity, triggered the preparation of beads stained with QDs. However, the colloidal nature and the surface chemistry of these QDs, which largely controls their luminescence properties, introduce new challenges to bead encoding that have been barely systematically assessed. To establish a straightforward approach for the bead encoding with QDs with minimized loss in luminescence, we systematically assessed the incorporation of oleic acid/oleylamine-stabilized CdSe/CdS-core/shell-QDs into 0.5-2.5 µm-sized polystyrene (PS) microspheres by a simple dispersion polymerization synthesis that was first optimized with the organic dye Nile Red. Parameters addressed for the preparation of luminophore-encoded beads include the use of a polymer-compatible ligand such as benzyldimethyloctadecylammonium chloride (OBDAC) for the QDs, and crosslinking to prevent luminophore leakage. The physico-chemical and optical properties of the resulting beads were investigated with electron microscopy, dynamic light scattering, optical spectroscopy, and fluorescence microscopy. Particle size distribution, fluorescence quantum yield of the encapsulated QDs, and QD leaking stability were used as measures for bead quality. The derived optimized bead encoding procedure enables the reproducible preparation of bright PS microbeads encoded with organic dyes as well as with CdSe/CdS-QDs. Although these beads show a reduced photoluminescence quantum yield compared to the initially very strongly luminescent QDs, with values of about 35%, their photoluminescence quantum yield is nevertheless still moderate.

Dataset Information

Guiding the Design of Organic Photocatalyst for PET-RAFT Polymerization: Halogenated Xanthene Dyes.

Publications

Guiding the Design of Organic Photocatalyst for PET-RAFT Polymerization: Halogenated Xanthene Dyes.

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