Charge Transfer Dye in Various Polymers with Different Polarity: Synthesis, Photophysical Properties, and Unusual Aggregation-Induced Fluorescence Changes

作者: Giseop Kwak , Hyeryun Kim , In-Kyu Kang , Sung-Hoon Kim

DOI: 10.1021/MA802532B

关键词:

摘要: 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 different polarity, P(St-co-2), P(MMA-co-2), P(AN-co-2), respectively. IR UV−vis absorption spectra revealed that is incorporated into the copolymers. The in exhibited fluorescence properties which are completely from 2. All these showed significant blue shifts emission relative to Also, their λmax,abs λmax,em increased an increase dielectric constant (e) polymer matrix order PAN (e = 5.5) > PMMA (3.3) PSt (2.5). DMF along aggregation addition methanol while 1,4-dioxane a red shift. intensity P(St-co-2) P(MMA-co-2) decreased a...

参考文章(50)
Hongyu Zhen, Chan Luo, Wei Yang, Wuyuan Song, Bin Du, Jiaxing Jiang, Changyun Jiang, Yong Zhang, Yong Cao, Electrophosphorescent Chelating Copolymers Based on Linkage Isomers of Naphthylpyridine−Iridium Complexes with Fluorene Macromolecules. ,vol. 39, pp. 1693- 1700 ,(2006) , 10.1021/MA052057H
Fang-Iy Wu, Ping-I Shih, Ching-Fong Shu, Yung-Liang Tung, Yun Chi, Highly Efficient Light-Emitting Diodes Based on Fluorene Copolymer Consisting of Triarylamine Units in the Main Chain and Oxadiazole Pendent Groups Macromolecules. ,vol. 38, pp. 9028- 9036 ,(2005) , 10.1021/MA051842R
Yiqing Wang, Jong Seung Park, Jake Peter Leech, Shaobin Miao, Uwe HF Bunz, None, Poly(aryleneethynylene)s with Orange, Yellow, Green, and Blue Solid-State Fluorescence Macromolecules. ,vol. 40, pp. 1843- 1850 ,(2007) , 10.1021/MA062801D
Yoshio Suzuki, Kenji Yokoyama, Design and synthesis of intramolecular charge transfer-based fluorescent reagents for the highly-sensitive detection of proteins. Journal of the American Chemical Society. ,vol. 127, pp. 17799- 17802 ,(2005) , 10.1021/JA054739Q
Guoqing Zhang, Jianbin Chen, Sarah J. Payne, Steven E. Kooi, J. N. Demas, Cassandra L. Fraser, Multi-emissive difluoroboron dibenzoylmethane polylactide exhibiting intense fluorescence and oxygen-sensitive room-temperature phosphorescence. Journal of the American Chemical Society. ,vol. 129, pp. 8942- 8943 ,(2007) , 10.1021/JA0720255
Robert Deans, Jinsang Kim, Michelle R. Machacek, Timothy M. Swager, A Poly(p-phenyleneethynylene) with a Highly Emissive Aggregated Phase Journal of the American Chemical Society. ,vol. 122, pp. 8565- 8566 ,(2000) , 10.1021/JA0007298
Seiichi Uchiyama, Yuriko Matsumura, A. Prasanna de Silva, Kaoru Iwai, Modulation of the sensitive temperature range of fluorescent molecular thermometers based on thermoresponsive polymers. Analytical Chemistry. ,vol. 76, pp. 1793- 1798 ,(2004) , 10.1021/AC035248W
Seiichi Uchiyama, Kazuyuki Takehira, Toshitada Yoshihara, Seiji Tobita, Tomohiko Ohwada, Environment-sensitive fluorophore emitting in protic environments. Organic Letters. ,vol. 8, pp. 5869- 5872 ,(2006) , 10.1021/OL062490R
Cheol Hong Cheon, Sung-Hoon Joo, Kyungkon Kim, Jung-Il Jin, Hee-Won Shin, Yong-Rok Kim, Synthesis and Luminescent Properties of Fluorene Copolymers Bearing DCM Pendants Macromolecules. ,vol. 38, pp. 6336- 6345 ,(2005) , 10.1021/MA047947W
Kim T. Nielsen, Holger Spanggaard, Frederik C. Krebs, Synthesis, Light Harvesting, and Energy Transfer Properties of a Zinc Porphyrin Linked Poly(phenyleneethynylene) Macromolecules. ,vol. 38, pp. 1180- 1189 ,(2005) , 10.1021/MA048489U