Synthesis and characterization of N-propargyl cinnamamide polymers and copolymers

被引:6
作者
Deng, Jianping
Wang, Jianmin
Zhao, Weiguo
Zhang, Zhigang
Yang, Wantai [1 ]
机构
[1] Beijing Univ Chem Technol, State Key Lab Chem Resource Engn, Beijing 100029, Peoples R China
[2] Beijing Univ Chem Technol, Coll Mat Sci & Engn, Beijing 100029, Peoples R China
关键词
cinnamamide groups; conjugated polymers; helix; N-propargylamide; rhodium catalyst;
D O I
10.1002/macp.200600346
中图分类号
O63 [高分子化学(高聚物)];
学科分类号
070305 ; 080501 ; 081704 ;
摘要
This paper deals with synthesis and characterization of a novel poly(N-propargylamide) containing cinnarnamide groups (poly(1)) in its side chains. Monomer 1, CH equivalent to CCH2NHCOCH=CH(C6H5), was synthesized and polymerized with a rhodium catalyst, (nbd)Rh+B-(C6H5)(4) (nbd = 2,5-norbornadiene). Effects of some factors on polymerization of monomer 1 such as solvent, detail; polymers with moderate number-average molecular weights ((M) over bar (n)) and low index of polydispersity ((M) over bar (W)/(M) over bar (n)) were obtained. To improve the polymers' solubility and to elucidate whether poly(1) could form helical conformation, another N-propargylamide monomer 2, CH equivalent to CCH2NHCOCH(CH2CH3)(2), was employed to accomplish copolymerization with monomer 1. Copolymerization with monomer 2 improved obviously the solubility of the (co)polymers; the copolymers with certain monomer ratios could form helices under the examined conditions according to the related UV-vis spectra.
引用
收藏
页码:316 / 323
页数:8
相关论文
共 41 条
[1]   Helix-sense-selective polymerization of phenylacetylene having two hydroxy groups using a chiral catalytic system [J].
Aoki, T ;
Kaneko, T ;
Maruyama, N ;
Sumi, A ;
Takahashi, M ;
Sato, T ;
Teraguchi, M .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2003, 125 (21) :6346-6347
[2]   Variation of helical pitches driven by the composition of N-propargylamide copolymers [J].
Deng, JP ;
Tabei, J ;
Shiotsuki, M ;
Sanda, F ;
Masuda, T .
MACROMOLECULES, 2004, 37 (26) :9715-9721
[3]   Effects of steric repulsion on helical conformation of poly(N-propargylamides) with phenyl groups [J].
Deng, JP ;
Tabei, J ;
Shiotsuki, M ;
Sanda, F ;
Masuda, T .
MACROMOLECULES, 2004, 37 (19) :7156-7162
[4]   Dynamically stable helices of poly(N-propargylamides) with bulky aliphatic groups [J].
Deng, JP ;
Tabei, J ;
Shiotsuki, M ;
Sanda, F ;
Masuda, T .
MACROMOLECULES, 2004, 37 (14) :5149-5154
[5]   Conformational transition between random coil and helix of copolymers of N-propargylamides [J].
Deng, JP ;
Tabei, J ;
Shiotsuki, M ;
Sanda, F ;
Masuda, T .
MACROMOLECULAR CHEMISTRY AND PHYSICS, 2004, 205 (08) :1103-1107
[6]   Conformational transition between random coil and helix of poly(N-propargylamides) [J].
Deng, JP ;
Tabei, J ;
Shiotsuki, M ;
Sanda, F ;
Masuda, T .
MACROMOLECULES, 2004, 37 (05) :1891-1896
[7]   DNA hybridization detection with water-soluble conjugated polymers and chromophore-labeled single-stranded DNA [J].
Gaylord, BS ;
Heeger, AJ ;
Bazan, GC .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2003, 125 (04) :896-900
[8]   Synthesis of liquid crystalline poly(1-pentyne)s and fabrication of polyacetylene-perovskite hybrids [J].
Hua, Jianli ;
Lam, Jacky Wing Yip ;
Li, Zhen ;
Qin, Anjun ;
Sun, Jingzhi ;
Dong, Yongqiang ;
Dong, Yuping ;
Tang, Ben Zhong .
JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, 2006, 44 (11) :3538-3550
[9]   Synthesis, light emission, and photo-cross-linking of luminescent polyacetylenes containing acrylic pendant groups [J].
Hua, JL ;
Lam, JWY ;
Dong, HC ;
Wu, LJ ;
Wong, KS ;
Tang, BZ .
POLYMER, 2006, 47 (01) :18-22
[10]   Strong luminescence from poly(1-alkynes) [J].
Huang, YM ;
Lam, JWY ;
Cheuk, KKL ;
Ge, WK ;
Tang, BZ .
MACROMOLECULES, 1999, 32 (18) :5976-5978