Synthesis and Properties of Highly Cross-Linked Thermosetting Resins of Benzocyclobutene-Functionalized Benzoxazine

被引:74
作者
Cheng, Yuanrong [1 ]
Yang, Jun [1 ]
Jin, Yunxia [1 ]
Deng, Dunying [1 ]
Xiao, Fei [1 ]
机构
[1] Fudan Univ, Dept Mat Sci, Shanghai 200433, Peoples R China
关键词
POLYBENZOXAZINES; POLYMERIZATION; MALEIMIDE; MONOMERS;
D O I
10.1021/ma3004218
中图分类号
O63 [高分子化学(高聚物)];
学科分类号
070305 ; 080501 ; 081704 ;
摘要
Benzocyclobutene- (BCB-) functionalized benzoxazine (BOZ) monomers and resins have been successfully prepared. BCB-functionalized BOZ monomers were synthesized by the reaction of 4-aminobenzocyclobutene (AMBCB), phenol and paraformaldehyde or by the reaction of 4-hydroxylbenzocyclobutene (OHBCB), arylamine, and paraformaldehyde in toluene under reflux. Fourier transform infrared spectroscopy (FTIR), H-1 and C-13 nuclear magnetic resonance spectroscopy (NMR) are used to characterize the structure of the monomers. The monomers possess two kinds of ring-opening polymerizable functional groups of BCB and BOZ. So the monomers can be cured at proper temperature to prepare highly cross-linked resins. The polymerization behavior of the monomers is studied by differential scanning calorimetry (DSC) and FTIR DMA study demonstrates that these polymers show high storage moduli which can be maintained in a wide temperature range up to 300 degrees C and high T-g at ca. 350 degrees C. The TGA study shows that the cured resins possess good thermal stability.
引用
收藏
页码:4085 / 4091
页数:7
相关论文
共 25 条
[1]   Preparation, characterization, and polymerization of maleimidobenzoxazine monomers as a novel class of thermosetting resins [J].
Agag, T ;
Takeichi, T .
JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, 2006, 44 (04) :1424-1435
[2]   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
[3]   Effect of phenol substitution on the network structure and properties of linear aliphatic diamine-based benzoxazines [J].
Allen, Douglas J. ;
Ishida, Hatsuo .
POLYMER, 2009, 50 (02) :613-626
[4]  
Bruza KJ, 1993, US Patent, Patent No. 5274135
[5]   Polybenzoxazines - New high performance thermosetting resins: Synthesis and properties [J].
Ghosh, N. N. ;
Kiskan, B. ;
Yagci, Y. .
PROGRESS IN POLYMER SCIENCE, 2007, 32 (11) :1344-1391
[6]  
Ishida H, 2000, J POLYM SCI POL PHYS, V38, P3289, DOI 10.1002/1099-0488(20001215)38:24<3289::AID-POLB110>3.0.CO
[7]  
2-X
[8]   Synthesis and characterization of maleimide and norbornene functionalized benzoxazines [J].
Ishida, H ;
Ohba, S .
POLYMER, 2005, 46 (15) :5588-5595
[9]  
Ishida H., 1996, Process for preparation of benzoxazine compounds in solventless systems, Patent No. [5,543,516, 5543516]
[10]  
Kim HJ, 1999, J APPL POLYM SCI, V73, P857, DOI 10.1002/(SICI)1097-4628(19990808)73:6<857::AID-APP1>3.3.CO