First example of polystyrene end-functionalized with excited state intramolecular proton transfer (ESIPT) fluorophore by ATRP method

e-Polymers ◽  
2008 ◽  
Vol 8 (1) ◽  
Author(s):  
Jianmei Lu ◽  
Liang Zhang ◽  
Qingfeng Xu ◽  
Najun Li ◽  
Feng Yan ◽  
...  

AbstractA novel initiator, 2-benzothiazol-2-yl-5-bromomethyl-phenol (BYBP) containing excited state intramolecular proton transfer (ESIPT) fluorophore was synthesized. Atom transfer radical polymerization (ATRP) of styrene was conducted successfully using BYBP as initiator, cuprous bromide (CuBr)/N,N,N’,N”,N’-pentamethyldiethylenetriamine (PMDETA) as catalyst, and cyclohexanone/DMF (mcyclohexanone: mDMF = 1: 1) as solvent. Factors such as the reaction temperature and molar ratio of catalyst to initiator, which could affect the ATRP system, were discussed in the paper. Chain extension was conducted using polymer as the macro-initiator which was characterized via 1H NMR. The optical property of initiator was well preserved in the obtained polystyrene, and the endfunctionalized polystyrene exhibited obvious fluorescent emission at about 530 nm.

e-Polymers ◽  
2004 ◽  
Vol 4 (1) ◽  
Author(s):  
Wei Zhang ◽  
Xiulin Zhu ◽  
Jian Zhu

Abstract Heterogeneous atom transfer radical polymerization of styrene initiated by N-bromosuccinimide in bulk was successfully carried out with CuBr/2,2’-bipyridine as the catalyst. The kinetics follow first order in monomer and molecular weights (polydispersities Mw/Mn = 1.23 - 1.66) increase linearly with monomer conversion, indicating the ‘living’/controlled nature of the polymerization. However, the number-average molecular weights were usually higher than the theoretical ones. That demonstrates the relatively low efficiency of the initiator, the causes of which are discussed. The obtained polystyrenes functionalized with α-α-pyrrolidine- 2,5-dionyl and ω-Br as the end groups were characterized by 1H NMR spectroscopy. They can be used as macroinitiators for chain extension reaction. A polymerization mechanism for this novel initiation system is proposed.


e-Polymers ◽  
2005 ◽  
Vol 5 (1) ◽  
Author(s):  
Gang Wang ◽  
Xiulin Zhu ◽  
Cheng Zhengping ◽  
Jian Zhu

AbstractHeterogeneous atom transfer radical polymerization (ATRP) of styrene initiated by 2-bromo-2-nitropropane in bulk was carried out with CuCl/2,2′-bipyridine as the catalyst. The kinetics was first order in monomer and the numberaverage molecular weight of the polymer increased linearly with monomer conversion, indicating the ‘living’/controlled nature of the polymerization. However, the number-average molecular weight was usually higher than the theoretical one. The nitro group might react with the Cu complex, resulting in insufficient initiation. The amount of catalyst has no effect on the controllability of this catalyst system for the ATRP of styrene. The presence of a halide end group in the obtained polymer was confirmed by both 1H NMR and chain-extension reaction.


2021 ◽  
Vol 154 (18) ◽  
pp. 184107
Author(s):  
Michele Nottoli ◽  
Mattia Bondanza ◽  
Filippo Lipparini ◽  
Benedetta Mennucci

2016 ◽  
Vol 4 (16) ◽  
pp. 3599-3606 ◽  
Author(s):  
Toshiki Mutai ◽  
Tatsuya Ohkawa ◽  
Hideaki Shono ◽  
Koji Araki

The color of ESIPT luminescence of HPIP is tuned in a wide range by the introduction of aryl group(s), and thus a series of PIPs showing blue to red emission is realized.


1983 ◽  
Vol 14 (28) ◽  
Author(s):  
K. DING ◽  
S. J. COURTNEY ◽  
A. J. G. STRANDJORD ◽  
S. FLOM ◽  
D. M. FRIEDRICH ◽  
...  

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