Synthesis of optically active aromatic poly(ether ketone)s containing 2,2′-bis (4-benzoylphenoxy)-1,1′-binaphthyl-6,6′-ene backbones

被引:22
作者
Maeyama, K [1 ]
Maeda, S
Ogino, K
Saito, H
Yonezawa, N
机构
[1] Tokyo Univ Agr & Technol, Grad Sch, Dept Organ & Polymer Mat Chem, Koganei, Tokyo 1848588, Japan
[2] Tokyo Univ Agr & Technol, Grad Sch BioApplicat & Syst Engn, Koganei, Tokyo 1848588, Japan
关键词
2,2 '-bis(4-berizoylphenoxy)-1,1 '-binaphthyl; 4,4 '-oxybiphenol; nucleophilic aromatic substitution polymerization; optically active; thermal resistance;
D O I
10.1016/j.reactfunctpolym.2005.06.006
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
P2O5-MsOH mediated direct condensation of 2,2'-bis(4-benzoylphenoxy)-1,1'-binaphthyl (9) with 4-fluorobenzoic acid (10a) yielded the diaroylated monomer (11) in a moderate yield with the aid Of P2O5-MsOH. The resulting monomer (11) was allowed to react with aromatic diols 2a-c, giving the corresponding optically active aromatic polyketones (6a-c). The resulting polyketones (6a-c) have high thermal resistance and excellent solubility to organic solvents. (c) 2005 Elsevier B.V. All rights reserved.
引用
收藏
页码:229 / 237
页数:9
相关论文
共 23 条
[11]   2,2′-bis(4-benzoylphenoxy)biphenyl:: A novel efficient acyl-acceptant monomer yielding wholly aromatic polyketones via Friedel-Crafts type polymerization with arenedicarbonyl chloride [J].
Maeyama, K ;
Tagata, Y ;
Yonezawa, N .
POLYMER JOURNAL, 2004, 36 (02) :146-150
[12]  
MAEYAMA K, IN PRESS POLYM J
[13]  
Staniland PA., 1989, COMPREHENSIVE POLYM, P483
[14]   Optically active poly(aryl carbonates) consisting of axially chiral units. Chiral binaphthyl group induced helical polymer [J].
Takata, T ;
Furusho, Y ;
Murakawa, K ;
Endo, T ;
Matsuoka, H ;
Hirasa, T ;
Matsuo, J ;
Sisido, M .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1998, 120 (18) :4530-4531
[15]  
TERAGUCHI M, 2004, POLYM PREPR JPN, V53, P2928
[16]   SYNTHESIS OF AROMATIC POLY(ETHER KETONES) [J].
UEDA, M ;
SATO, M .
MACROMOLECULES, 1987, 20 (11) :2675-2678
[17]   SYNTHESIS OF AROMATIC POLY(ETHER KETONE)S IN PHOSPHORUS PENTOXIDE METHANESULFONIC-ACID [J].
UEDA, M ;
ODA, M .
POLYMER JOURNAL, 1989, 21 (09) :673-679
[18]   SYNTHESIS OF WHOLLY AROMATIC POLYKETONES USING 2,2'-DIMETHOXYBIPHENYL AS THE ACYL-ACCEPTANT MONOMER [J].
YONEZAWA, N ;
MIYATA, S ;
NAKAMURA, T ;
MORI, S ;
UEHA, Y ;
KATAKAI, R .
MACROMOLECULES, 1993, 26 (19) :5262-5263
[19]   RECENT ADVANCES IN THE SYNTHESES OF AROMATIC POLYKETONES [J].
YONEZAWA, N .
JOURNAL OF SYNTHETIC ORGANIC CHEMISTRY JAPAN, 1995, 53 (03) :172-185
[20]   Synthesis of aromatic polyketones by using biphenylene monomers [J].
Yonezawa, N ;
Namie, T ;
Ikezaki, T ;
Hino, T ;
Nakamura, H ;
Tokita, Y ;
Katakai, R .
REACTIVE & FUNCTIONAL POLYMERS, 1996, 30 (1-3) :261-268