TY - JOUR
T1 - Charge transfer dye in various polymers with different polarity
T2 - Synthesis, photophysical properties, and unusual aggregation-induced fluorescence changes
AU - Kwak, Giseop
AU - Kim, Hyeryun
AU - Kang, In Kyu
AU - Kim, Sung Hoon
PY - 2009/3/10
Y1 - 2009/3/10
N2 - 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.
AB - 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.
UR - http://www.scopus.com/inward/record.url?scp=66549120693&partnerID=8YFLogxK
U2 - 10.1021/ma802532b
DO - 10.1021/ma802532b
M3 - Article
AN - SCOPUS:66549120693
SN - 0024-9297
VL - 42
SP - 1733
EP - 1738
JO - Macromolecules
JF - Macromolecules
IS - 5
ER -