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Korean Journal of Chemical Engineering, Vol.30, No.8, 1609-1613, 2013
Synthesis and characterization of acrylate copolymer containing fluorescein functional group
We report a novel method to fabricate fluorescent polymer (F-CPA) based on the esterification between acrylate copolymer (CPA) and fluorescein using N, N-dicyclohexylcarbodiimide (DCC)/4-dimethylaminopyridine (DMAP) as catalyst. The resulting copolymer was characterized by Fourier transform-infrared spectroscopy (FT-IR), gel permeation chromatography (GPC), differential scanning calorimetry (DSC), thermogravimetric analysis (TGA), ultravioletvisible
spectroscopy (UV-Vis) and fluorescence spectroscopy. In addition, the influences of concentration, solvents, pH and metal cations (Cu2+, Fe3+ and Zn2+) on the fluorescent behaviors of F-CPA are discussed in detail. All those observations suggest that the synthesized F-CPA is an excellent luminescent macromolecular material with simple synthesis method and excellent solubility. Moreover, its sensitive fluorescence response behaviors to solvents, pH and metal cations make it to become a polymer-based probe.
[References]
- Tsien RW, Randall, Chem. Eng. News., 72, 34, 1994
- Hou XL, Tong XF, Dong WJ, Dong C, Shuang SM, Spectrochim. Acta Part A: Mol. Biomole Spectro., 66, 552, 2007
- Guan Y, Zhou W, Yao XH, Zhao MP, Li YZ, Anal. Chim.Acta., 570, 21, 2006
- Nakamura Y, Miyatake R, Matsubara, Kiyota H, Ueda M, Tetrahedron., 62, 8805, 2006
- Tang YL, He F, Yu MH, Feng FD, An LL, Sun H, Wang S, Li YL, Zhu DB, Macromol. Rapid Commun., 27(6), 389, 2006
- Metivier R, Leeay L, Valeur B, Chem. Commun., 8, 996, 2003
- Fernandez-Sanchez JF, Segura-Carretero A, Cruces-Blanco C, Talanta., 60, 287, 2003
- Geddes CD, Douglas P, Moore CP, Wearc TJ, Egerton PL, Dyes and Pigments., 43, 59, 1999
- Niu CG, Guan AL, Zeng GM, Liu YG, Li ZW, Anal.Chim. Acta., 577, 264, 2006
- Wu ZQ, Meng LZ, Progress in Fluorescent Polymers., 19, 1381, 2007
- Disney MD, Zheng J, Swager TM, Seeberger PH, J. Am. Chem. Soc., 126(41), 13343, 2004
- Niu CG, Li ZZ, Anal. Bioanal. Chem., 372, 519, 2002
- Santra S, Zhang P, Wang K, Tapec R, Tan W, Anal. Chem., 73, 4988, 2001
- Desilva AP, Gunaratne HQ, Gunnlaugsson T, Huxley AJ, Mccoy CP, Rademacher JT, Rice TE, Chem. Rev., 97(5), 1515, 1997
- Hung HM, Wang KM, Tan WH, An DL, Yang XH, Angew. Chem. Int. Ed., 43, 5635, 2004
- Liu XQ, Du FS, Li ZC, Li FM, Gao QY, Yang GX, Zhang JX, J. Appl. Polym. Sci., 70(6), 1191, 1998
- Tao Y, Doat BA, Lam J, Thin Solid Films., 363, 298, 2003
- Campo LF, Rodembusch FS, Stefani V, J. Appl. Polym. Sci., 99(5), 2109, 2006
- Qaqish RB, Amiji MM, Carbohydr. Polym., 38, 99, 1999
- Tommerass K, Strand SP, Tian W, Kenne L, Varum KM, Carbohyder. Res.., 336, 291, 2001
- Guo X, Lu JM, Li H, Yao SH, Wang LH, J. Appl. Polym. Sci., 97(5), 2067, 2005
- Klok HA, Becker S, Schuch F, Pakula T, Mullen K, Macrom. Chem. Phys., 203, 1106, 2002
- Teranishi K, Nishiguchi T, Anal. Biochem., 325, 185, 2004
- Yang WC, Schmeer MJ, Yeung ES, Anal. Chem., 77, 4489, 2005
- Guan XL, Liu XY, Su ZX, J. Appl. Polym. Sci., 104(6), 3960, 2007
- Gao HF, Wang CC, Yang WL, J. Macrom. Sci. Part A., 41, 357, 2004
- Cho HK, Lone S, Kim DD, Choi JH, Choi SW, Cho JH, Kim JH, Cheong IW, Polymer, 50(11), 2357, 2009
- Nakayama-Ratchford N, Bangsaruntip S, Sun XM, Welsher K, Dai HJ, J. Am. Chem. Soc., 129(9), 2448, 2007
- Nese A, Lebedeva NV, Sherwood G, Averick S, Li YC, Gao HF, Peteanu L, Sheiko SS, Matyjaszewski K, Macromolecules, 44(15), 5905, 2011
- Yang B, Sun BB, Hebei Chemical Industry., 31, 7, 2008
- Rurack K, Spectrochem. Acta Part A., 57, 2161, 2001
- Grabchev I, Qian X, Xiao Y, Zhang R, New J. Chem., 26, 920, 2002
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