Synthesis and Nonlinear Optical Properties of a Peripherally Functionalized Hyperbranched Polymer by DR1 Chromophores

被引:43
作者
Scarpaci, Annabelle [2 ]
Blart, Errol [2 ]
Montembault, Veronique [1 ]
Fontaine, Laurent [1 ]
Rodriguez, Vincent [3 ]
Odobel, Fabrice [2 ]
机构
[1] Univ Maine, CNRS, UMR 6011, UCO2M,LCOM Chim Polymeres, F-72085 Le Mans 9, France
[2] Univ Nantes, CNRS, Chim & Interdisciplinarite Synthese Anal Modelisa, UMR 6230, F-44322 Nantes 3, France
[3] Univ Bordeaux, Inst Mol Sci, CNRS, UMR 5255, F-33405 Talence, France
关键词
hyperbranched polymer; nonlinear optic; click chemistry; peripheral functionalization; disperse red one; second harmonic generation; HIGHLY EFFICIENT; CLICK CHEMISTRY; DENDRIMERS; SYSTEMS; STATE; DYE;
D O I
10.1021/am900319h
中图分类号
TB3 [工程材料学];
学科分类号
0805 ; 080502 ;
摘要
The first peripheral postfunctionalization of a hyperbranched polyimide by nonlinear optic chromophores (DR1 derivative) was achieved using two different routes. The first one consists in the esterification of the terminal carboxylic acid groups, whereas the second is based on copper-catalyzed Huisgen reaction of the terminal propargylic ester groups. The resulting polymers display good solubility in classical organic solvents and good filmability because thick films can be prepared (up to 2.7 mu m). The second-order nonlinear optical properties were measured by SHG at 1064 nm and we show that these hyperbranched polymers exhibit good poling efficiency and good thermal stability since the electro-optic activity remains stable up to 130 degrees C. These results illustrate the potential of hyperbranched polymers to host second-order nonlinear optical chromophores to replace dendrimers or classical linear polymers generally used in this area.
引用
收藏
页码:1799 / 1806
页数:8
相关论文
共 47 条
[1]   New approach to highly electrooptically active materials using cross-linkable, hyperbranched chromophore-containing oligomers as a macromolecular dopant [J].
Bai, YW ;
Song, NH ;
Gao, JP ;
Sun, X ;
Wang, XM ;
Yu, GM ;
Wang, ZY .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (07) :2060-2061
[2]   'Click' chemistry in polymer and materials science [J].
Binder, Wolfgang H. ;
Sachsenhofer, Robert .
MACROMOLECULAR RAPID COMMUNICATIONS, 2007, 28 (01) :15-54
[3]  
Bosc D, 1999, J APPL POLYM SCI, V74, P974, DOI 10.1002/(SICI)1097-4628(19991024)74:4<974::AID-APP24>3.3.CO
[4]  
2-R
[5]   Synthesis of novel dendrimeric systems containing NLO ligands [J].
Brouwer, AJ ;
Liskamp, RMJ .
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2005, 2005 (03) :487-495
[6]   2ND-ORDER NONLINEARITY IN POLED-POLYMER SYSTEMS [J].
BURLAND, DM ;
MILLER, RD ;
WALSH, CA .
CHEMICAL REVIEWS, 1994, 94 (01) :31-75
[7]   Second-order nonlinear optical hyperbranched polymers via facile ring-opening addition reaction of azetidine-2,4-dione [J].
Chang, Huey-Ling ;
Chao, Tsung-Yi ;
Yang, Chih-Chiang ;
Dai, Shenghong A. ;
Jeng, Ru-Jong .
EUROPEAN POLYMER JOURNAL, 2007, 43 (09) :3988-3996
[8]   Recent progress in second-order nonlinear optical polymers and dendrimers [J].
Cho, Min Ju ;
Choi, Dong Hoon ;
Sullivan, Philip A. ;
Akelaitis, Andrew J. P. ;
Dalton, Larry R. .
PROGRESS IN POLYMER SCIENCE, 2008, 33 (11) :1013-1058
[9]  
DALTON L, 2005, P SPIE, V5935
[10]   From molecules to opto-chips: organic electro-optic materials [J].
Dalton, LR ;
Steier, WH ;
Robinson, BH ;
Zhang, C ;
Ren, A ;
Garner, S ;
Chen, AT ;
Londergan, T ;
Irwin, L ;
Carlson, B ;
Fifield, L ;
Phelan, G ;
Kincaid, C ;
Amend, J ;
Jen, A .
JOURNAL OF MATERIALS CHEMISTRY, 1999, 9 (09) :1905-1920