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Synthesis of ω‐pyrenyl‐functionalized poly(1,3‐cyclohexadiene)

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Abstractω‐Pyrenyl‐functionalized poly(1,3‐cyclohexadiene) (PCHD) was successfully synthesized by the postpolymerization reaction of poly(1,3‐cyclohexadienyl)lithium (PCHDLi) with 1‐chloromethylpyrene (ClMe‐PY). This postpolymerization reaction consisted of two competitive reactions: the addition reaction of the pyrenyl group, and a hydrogen abstraction reaction (lithiation) as a side reaction. The degree of nucleophilicity of PCHDLi was a very important factor for suppression of the side reaction, and the PCHDLi/amine system, which has high nucleophilicity, produced high ω‐pyrenyl‐functionalization for PCHD. The UV/vis and fluorescence spectra for ω‐pyrenyl‐functionalized PCHD were bathochromically shifted, relative to that of pyrene. © 2008 Wiley Periodicals, Inc. J Appl Polym Sci, 2009
Title: Synthesis of ω‐pyrenyl‐functionalized poly(1,3‐cyclohexadiene)
Description:
Abstractω‐Pyrenyl‐functionalized poly(1,3‐cyclohexadiene) (PCHD) was successfully synthesized by the postpolymerization reaction of poly(1,3‐cyclohexadienyl)lithium (PCHDLi) with 1‐chloromethylpyrene (ClMe‐PY).
This postpolymerization reaction consisted of two competitive reactions: the addition reaction of the pyrenyl group, and a hydrogen abstraction reaction (lithiation) as a side reaction.
The degree of nucleophilicity of PCHDLi was a very important factor for suppression of the side reaction, and the PCHDLi/amine system, which has high nucleophilicity, produced high ω‐pyrenyl‐functionalization for PCHD.
The UV/vis and fluorescence spectra for ω‐pyrenyl‐functionalized PCHD were bathochromically shifted, relative to that of pyrene.
© 2008 Wiley Periodicals, Inc.
J Appl Polym Sci, 2009.

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