Synthesis and characterization of new polyamides based on diphenylaminoisosorbide

被引:58
作者
Caouthar, AA
Loupy, A
Bortolussi, M
Blais, JC
Dubreucq, L
Meddour, A
机构
[1] Univ Paris 11, CNRS, UMR 8615, ICMMO,Lab React Select Supports, F-91405 Orsay, France
[2] Univ Paris 06, CNRS, UMR 7613, F-75252 Paris, France
[3] Univ Paris 06, CNRS, UMR 7610, Lab Chim Macromol, F-75252 Paris, France
[4] Univ Paris 11, CNRS, ICMMO, Lab RMN Milieu Oriente,UMR 8074, F-91405 Orsay, France
关键词
aromatic nucleophilic substitution; aromatic polyamides; inherent viscosity; isosorbide; MALDI; mass spectrometry; microwave irradiation; polycondensation; salt effects; solvent-free reactions;
D O I
10.1002/pola.21116
中图分类号
O63 [高分子化学(高聚物)];
学科分类号
070305 ; 080501 ; 081704 ;
摘要
New aromatic polyamides were synthesized by the microwave-assisted poly-condensation of an optically active isosorbide-derived diamine with different diacyl chlorides in the presence of a small amount of N-methylpyrrolidinone. Polymers with inherent viscosities between 0.22 and 0.73 dL/g were obtained corresponding to molecular weights up to 140,000 g/mol. With interfacial polymerization or the Higashi method, lower molecular weight polymers were obtained with inherent viscosities in the range of 0.04-0.36 dL/g. Differential scanning calorimetry measurements clearly demonstrated the high thermal stability of these polymers (mp = 180-300 degrees C) and the absence of decomposition. (c) 2005 Wiley Periodicals, Inc.
引用
收藏
页码:6480 / 6491
页数:12
相关论文
共 45 条
[11]  
2-M
[12]   NEW POLYURETHANES BASED ON DIPHENYLMETHANE DIISOCYANATE AND 1,4/3,6-DIANHYDROSORBITOL .1. MODEL KINETIC-STUDIES AND CHARACTERIZATION OF THE HARD SEGMENT [J].
COGNETGEORJON, E ;
MECHIN, F ;
PASCAULT, JP .
MACROMOLECULAR CHEMISTRY AND PHYSICS, 1995, 196 (11) :3733-3751
[13]   Microwave activation in phase transfer catalysis [J].
Deshayes, S ;
Liagre, M ;
Loupy, A ;
Luche, JL ;
Petit, A .
TETRAHEDRON, 1999, 55 (36) :10851-10870
[14]   ISOSORBIDE - PREPARATION, PROPERTIES AND CHEMISTRY [J].
FLECHE, G ;
HUCHETTE, M .
STARCH-STARKE, 1986, 38 (01) :26-30
[15]   HYDRAZINE AS A REDUCING AGENT FOR ORGANIC COMPOUNDS ( CATALYTIC HYDRAZINE REDUCTIONS . [J].
FURST, A ;
BERLO, RC ;
HOOTON, S .
CHEMICAL REVIEWS, 1965, 65 (01) :51-&
[16]   A new facile and rapid synthesis of aliphatic polyamides by microwave-assisted polycondensation of omega-amino acids and nylon salts [J].
Imai, Y ;
Nemoto, H ;
Watanabe, S ;
Kakimoto, M .
POLYMER JOURNAL, 1996, 28 (03) :256-260
[17]  
Imai Y, 1996, J POLYM SCI POL CHEM, V34, P701, DOI 10.1002/(SICI)1099-0518(199603)34:4<701::AID-POLA18>3.0.CO
[18]  
2-S
[19]   CHAIN STIFFNESS AND EXCLUDED-VOLUME EFFECTS IN DILUTE POLYMER-SOLUTIONS - POLY(ISOPHTHALOYL-TRANS-2,5-DIMETHYLPIPERAZINE) [J].
KITAGAWA, T ;
SADANOBU, J ;
NORISUYE, T .
MACROMOLECULES, 1990, 23 (02) :602-607
[20]  
Kricheldorf H. R., 1995, HIGH PERFORM POLYM, V7, P471