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Organocatalyzed Photoredox Polymerization from Aromatic Sulfonyl Halides: Facilitating Graft from Aromatic C–H Bonds

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Aromatic sulfonyl halides are readily accessible from many sources. With newly synthesized N-arylphenothiazine catalysts, organocatalyzed photoredox polymerization has been developed with arylsulfonyl halides initiators using white or purple LEDs light… Click to show full abstract

Aromatic sulfonyl halides are readily accessible from many sources. With newly synthesized N-arylphenothiazine catalysts, organocatalyzed photoredox polymerization has been developed with arylsulfonyl halides initiators using white or purple LEDs light sources. This method allows the preparation of poly(meth)acrylates and poly(meth)acrylamides possessing a broad scope of (hetero)aryl chain ends without metal-contamination concern. Investigations such as MALDI-TOF analysis, chain extension, and “ON/OFF” control experiments confirmed the fidelity of the polymer structure and reliability of this method. Moreover, this method facilitates the two-step preparation of brush polymers from polystyrene through an electrophilic aromatic substitution/organocatalyzed photopolymerization sequence.

Keywords: aromatic sulfonyl; photoredox polymerization; organocatalyzed photoredox; sulfonyl halides

Journal Title: Macromolecules
Year Published: 2018

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