Synthesis and characterization of cyclohexene oxide functional polystyrene macromonomers by ATRP and their use in photoinitiated cationic polymerization

被引:14
作者
Degirmenci, Mustafa [1 ]
Izgin, Oner [2 ]
Acikses, Aslisah [3 ]
Genli, Nasrettin [3 ]
机构
[1] Harran Univ, Fac Sci, Dept Chem, TR-63190 Sanliurfa, Turkey
[2] Mikrons Micronised Mineral Ind Trade Co Umraniye, TR-34776 Istanbul, Turkey
[3] Firat Univ, Fac Sci, Dept Chem, TR-23000 Elazig, Turkey
关键词
Atom transfer radical polymerization (ATRP); Functional polymer; Macromonomer; Free radical promoted cationic polymerization; Copolymerization; RADICAL POLYMERIZATION; BLOCK-COPOLYMERS; POLYMERS; MACROPHOTOINITIATORS; POLY(EPSILON-CAPROLACTONE); SYSTEMS;
D O I
10.1016/j.reactfunctpolym.2009.09.010
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
In this study, a novel well-defined macromonomer of epoxy end-functionalized polystyrene was synthesized by atom transfer radical polymerization (ATRP). The compound 3-cyclohexenylmethyl-2-bromopropanoate was synthesized by the condensation of 3-cyclohexene-1-methanol with 2-bromopropanoyl bromide. Subsequently, the epoxidation of the obtained 3-cyclohexenylmethyl-2-bromopropanoate using 3-chloroperoxybenzoic acid results in a new epoxy functional ATRP initiator. The ATRP of styrene (St) in bulk at 110 degrees C, by means of this initiator in conjunction with the cuprous complex Cu(I)Br/bipyridine, yields a well-defined macromonomer of polystyrene with an epoxy end group. GPC, IR, and H-1 NMR analyses revealed that a low-polydispersity polystyrene with the desired functionality at the end of the chain was obtained. The photoinduced cationic polymerization of this macromonomer yielded graft and block copolymers. (C) 2009 Elsevier Ltd. All rights reserved.
引用
收藏
页码:28 / 34
页数:7
相关论文
共 42 条
[1]   Janus combs with polystyrene and poly(methyl vinyl ether) branches: Design, characterization and properties [J].
Ariura, Fumi ;
Schappacher, Michel ;
Borsali, Redouane ;
Deffieux, Alain .
REACTIVE & FUNCTIONAL POLYMERS, 2009, 69 (07) :402-408
[2]   Synthesis and characterization of macro-monomer poly(glycidyl ester) with vinyl and hydroxyl end-group by anionic ring-opening polymerization [J].
Bao Chun-Lei ;
Wang Xue-Mei ;
Wang Lian-Shi .
JOURNAL OF POLYMER RESEARCH, 2009, 16 (03) :279-282
[3]   Controlled/living radical polymerization: Features, developments, and perspectives [J].
Braunecker, Wade A. ;
Matyjaszewski, Krzysztof .
PROGRESS IN POLYMER SCIENCE, 2007, 32 (01) :93-146
[4]   Structural effect of a series of block copolymers consisting of poly(N-isopropylacrylamide) and poly(N-hydroxyethylacrylamide) on thermoresponsive behavior [J].
Chen, Yougen ;
Sone, Masako ;
Fuchise, Keita ;
Sakai, Ryosuke ;
Kakuchi, Ryohei ;
Duan, Qian ;
Sun, Jingliang ;
Narumi, Atsushi ;
Satoh, Toshifumi ;
Kakuchi, Toyoji .
REACTIVE & FUNCTIONAL POLYMERS, 2009, 69 (07) :463-469
[5]   Functional polymers by atom transfer radical polymerization [J].
Coessens, V ;
Pintauer, T ;
Matyjaszewski, K .
PROGRESS IN POLYMER SCIENCE, 2001, 26 (03) :337-377
[6]  
Coessens V, 2000, MACROMOL RAPID COMM, V21, P103, DOI 10.1002/(SICI)1521-3927(20000201)21:2<103::AID-MARC103>3.0.CO
[7]  
2-H
[8]  
Davis KA, 2002, ADV POLYM SCI, V159, P1
[9]   Synthesis and characterization of novel well-defined end-functional macrophotoinitiator of poly(MMA) by ATRP [J].
Degirmenci, M .
JOURNAL OF MACROMOLECULAR SCIENCE-PURE AND APPLIED CHEMISTRY, 2005, A42 (01) :21-30
[10]   Synthesis of novel well-defined end-functional macrophotoinitiator of poly(ε-caprolactone) by ring-opening polymeirization [J].
Degirmenci, M .
POLYMER JOURNAL, 2004, 36 (07) :542-548