All-cis poly(p-phenylene vinylene)s with high molar masses and fast photoisomerization rates obtained through stereoretentive ring-opening metathesis polymerization of [2,2]paracyclophane dienes with various aryl substituents
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AbstractPoly(pphenylene vinylene)s (PPVs) are some of the most widely studied conjugated polymers in academia and industry, but most production methods lack precise control over molar masses and alkene stereochemistry. These critical parameters have a large influence on processability, polymer morphology, and optical properties. Herein, we report the stereoretentive ringopening metathesis polymerization (ROMP) of [2.2]paracyclophane dienes bearing either a linear alkyl substituent or a branched alkoxy substituent to form allcis PPVs with great solubility in organic solvents. The introduction of 2ethylhexyloxy sidechains permits the preparation of PPV with uncharacteristically high molar masses (up to 108.8kg/mol) for a polymerization with living characteristics. Exposure to UV light (365nm) rapidly induces isomerization of allcis alkenes leading to the formation of alltrans PPV. This study proposes an attractive strategy to synthesize soluble allcis and alltrans PPVs with tunable, high molar masses through careful design of the ROMP monomer.
