Novel benzoxazine monomer containing diacetylene linkage: An approach to benzoxazine thermosets with low polymerization temperature without added initiators or catalysts

被引:83
作者
Chernykh, Andrey [1 ]
Agag, Tarek [1 ]
Ishida, Hatsuo [1 ]
机构
[1] Case Western Reserve Univ, Dept Macromol Sci & Engn, Cleveland, OH 44106 USA
关键词
Polybenzoxazine; Diacetylene; Oxidative coupling; SOLID-STATE POLYMERIZATION; RING-OPENING POLYMERIZATION; IN-SITU PHOTOPOLYMERIZATION; THERMAL CHARACTERIZATION; PHENOLIC RESINS; POLYBENZOXAZINE; MALEIMIDE; KINETICS; BLENDS; MATRIX;
D O I
10.1016/j.polymer.2009.04.061
中图分类号
O63 [高分子化学(高聚物)];
学科分类号
070305 ; 080501 ; 081704 ;
摘要
A novel benzoxazine monomer containing diacetylene linkage has been synthesized by applying an oxidative coupling approach. The structure is confirmed by H-1 and C-13 nuclear magnetic resonance (NMR) spectroscopy, and Fourier transform infrared (FTIR) spectroscopy. Differential scanning calorimetry (DSC) is used to study crosslinking behavior of synthesized material. The benzoxazine monomer exhibits unexpectedly low exothermic peak with the onset around 140 degrees C, which is significantly lower than conventional benzoxazines or benzoxazines containing additional crosslinking sites. Benzoxazine polymerization at this low temperature is also confirmed by FTIR. The initial model studies are made in order to understand this phenomenon and preliminary explanation is given. High thermal stability of the crosslinked thermoset was confirmed by thermogravimetric analysis (TGA). (C) 2009 Elsevier Ltd. All rights reserved.
引用
收藏
页码:3153 / 3157
页数:5
相关论文
共 63 条
[1]   Synthesis and characterization of novel benzoxazine monomers containing allyl groups and their high performance thermosets [J].
Agag, T ;
Takeichi, T .
MACROMOLECULES, 2003, 36 (16) :6010-6017
[2]   Effect of hydroxyphenylmaleimide on the curing behaviour and thermomechanical properties of rubber-modified polybenzoxazine [J].
Agag, T ;
Takeichi, T .
HIGH PERFORMANCE POLYMERS, 2001, 13 (02) :S327-S342
[3]   Novel benzoxazine monomers containing p-phenyl propargyl ether:: Polymerization of monomers and properties of polybenzoxazines [J].
Agag, T ;
Takeichi, T .
MACROMOLECULES, 2001, 34 (21) :7257-7263
[4]   Reinforcement of polybenzoxazine matrix with organically modified mica [J].
Agag, Tarek ;
Taepaisitphongse, Varun ;
Takeichi, Tsutomu .
POLYMER COMPOSITES, 2007, 28 (05) :680-687
[5]   Carboxylic acid-containing benzoxazines as efficient catalysts in the thermal polymerization of benzoxazines [J].
Andreu, R. ;
Reina, J. A. ;
Ronda, J. C. .
JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, 2008, 46 (18) :6091-6101
[6]   Synthesis of novel benzoxazines containing glycidyl groups:: A study of the crosslinking behavior [J].
Andreu, R ;
Espinosa, MA ;
Galià, M ;
Cádiz, V ;
Ronda, JC ;
Reina, JA .
JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, 2006, 44 (04) :1529-1540
[7]   SOLID-STATE POLYMERIZATION OF DIACETYLENES [J].
BAUGHMAN, RH .
JOURNAL OF APPLIED PHYSICS, 1972, 43 (11) :4362-&
[8]   RAMAN-SPECTROSCOPIC STUDIES OF THE SOLID-STATE POLYMERIZATION OF DIACETYLENES .1. THERMAL POLYMERIZATION OF 1,6-DI-P-TOLUENESULFONYLOXY-2,4-HEXADIYNE [J].
BLOOR, D ;
KENNEDY, RJ ;
BATCHELDER, DN .
JOURNAL OF POLYMER SCIENCE PART B-POLYMER PHYSICS, 1979, 17 (08) :1355-1366
[9]  
BROER DJ, 1989, MAKROMOL CHEM, V190, P19
[10]  
BROER DJ, 1989, MAKROMOL CHEM, V190, P2255