Charge transfer dye in various polymers with different polarity: Synthesis, photophysical properties, and unusual aggregation-induced fluorescence changes

Giseop Kwak, Hyeryun Kim, In Kyu Kang, Sung Hoon Kim

Research output: Contribution to journalArticlepeer-review

25 Scopus citations

Abstract

A new pyran-based CTD monomer, allyl 2-(2,6-bis((E)-4-(dimethylamino) styryl)-4H-pyran-4- ylidene)-2-cyanoacetate (2), was successfully synthesized by Knoevenagel reaction. Copolymerization of 2 with styrene (St), methyl methacrylate (MMA), and acrylonitrile (AN) afforded copolymers with different polarity, P (St-co-2), P(MMA-co-2), and P(AN-co-2), respectively. IR and UV - vis absorption spectra revealed that 2 is incorporated into the copolymers. The 2 in the copolymers exhibited absorption and fluorescence properties which are completely different from 2. All these copolymers showed significant blue shifts in emission relative to 2. Also, their γmax,abs and γmaxem increased with an increase in dielectric constant (e) of the polymer matrix in order PAN (e = 5.5) > PMMA (3.3) > PSt (2.5). The copolymers in DMF showed blue shifts in emission along with aggregation by addition of methanol while copolymers in 1,4-dioxane showed a red shift. The fluorescence intensity of P(St-co-2) and P(MMA-co-2) decreased by aggregation while that of P(AN-co-2) increased.

Original languageEnglish
Pages (from-to)1733-1738
Number of pages6
JournalMacromolecules
Volume42
Issue number5
DOIs
StatePublished - 10 Mar 2009

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