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Issue 31, 2019
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Benzyne–azide polycycloaddition: a facile route toward functional polybenzotriazoles

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Abstract

Benzyne, a highly reactive intermediate, has been used to synthesize various complex and diverse chemical entities, while benzyne-based polymerization has been rarely reported. In this work, three dibenzyne monomers, which were generated in situ from their precursors in the presence of CsF, were used to polymerize with diazides via a Huisgen 1,3-dipolar polycycloaddition, and soluble polybenzotriazoles with weight-average molecular weights (Mw) up to 13 000 were produced in moderate yields (up to 75%). All the resultant polymers show high thermal stability and good light refractivity. The tetraphenylethene-containing polybenzotriazoles exhibit the aggregation-induced emission or aggregation-enhanced emission characteristics. This benzyne–azide polycycloaddition will be a powerful tool for the preparation of functional polybenzotriazoles and be potentially applicable in materials and biological fields.

Graphical abstract: Benzyne–azide polycycloaddition: a facile route toward functional polybenzotriazoles

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Publication details

The article was received on 30 Apr 2019, accepted on 20 Jun 2019 and first published on 20 Jun 2019


Article type: Paper
DOI: 10.1039/C9PY00632J
Polym. Chem., 2019,10, 4271-4278

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    Benzyne–azide polycycloaddition: a facile route toward functional polybenzotriazoles

    D. Xin, A. Qin and B. Z. Tang, Polym. Chem., 2019, 10, 4271
    DOI: 10.1039/C9PY00632J

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