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Synthesis and Acid-Responsiveness of an Insulated ?-Conjugated Polymer Containing Spiropyrans in Its Backbone.

ABSTRACT: A ?-conjugated polymer containing spiropyrans (SPs), which could be almost completely converted to protonated merocyanines (MCH?) and back to the SP form by adding an acid and a base, respectively, was developed. The insulation of the ?-conjugated polymer, referred to as insulated spiropyran-containing poly(p-phenylene ethynylene) (ins-SP-PPE), using permethylated ?-cyclodextrins (PM ?-CD) suppressed the ?-? interaction between the polymer chains containing MCH?, and the installation of PM ?-CD improved the switching ability of SPs. The polymer exhibited repeatable acidochromism with almost complete conversion between the SP and MCH? forms. Photoluminescence measurements were conducted and the acid-induced luminescence quenching of the polymer in the solution was observed, which stemmed from energy transfer from the PPE to MCH? moieties. In the solid state, the quantum yield of ins-SP-PPE was more than twice that of the uninsulated polymer, which derived from the insulation effects. The acid-induced luminescence quenching was also observed in the solid state.

SUBMITTER: Miyagishi HV 

PROVIDER: S-EPMC6480293 | biostudies-literature | 2019 Apr

REPOSITORIES: biostudies-literature

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Synthesis and Acid-Responsiveness of an Insulated π-Conjugated Polymer Containing Spiropyrans in Its Backbone.

Miyagishi Hiromichi V HV   Tamaki Takashi T   Masai Hiroshi H   Terao Jun J  

Molecules (Basel, Switzerland) 20190403 7

A π-conjugated polymer containing spiropyrans (SPs), which could be almost completely converted to protonated merocyanines (MCH⁺) and back to the SP form by adding an acid and a base, respectively, was developed. The insulation of the π-conjugated polymer, referred to as insulated spiropyran-containing poly(<i>p</i>-phenylene ethynylene) (<i>ins</i>-SP-PPE), using permethylated α-cyclodextrins (PM α-CD) suppressed the π-π interaction between the polymer chains containing MCH⁺, and the installati  ...[more]

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