Alkynyl-functionalized benzoxazine containing phthalide side group: Synthesis, characterization and curing mechanism
作者： Xuhai Xiong , zhaopeng Zhang , Rong Ren , Xu Cui , Ping Chen
DOI: 10.1016/J.POLYMERTESTING.2018.10.019
关键词:
摘要: Abstract Alkynyl-functionalized benzoxazine (A-BZ) resin containing phthalide side group with excellent heat resistance has been successfully synthesized phenolphthalein, meta-aminophenylacetylene and formaldehyde solution as starting materials. Its chemical structure was characterized analyzed by Fourier transform infrared (FT-IR) spectroscopy hydrogen nuclear magnetic resonance (1H-NMR) spectroscopy. A-BZ can easily dissolve in the common organic solvents including ethanol, acetone et al. The gelation time under different temperature of measured dynamic mechanical analysis (DMA) according to intersection isothermal curves storage modulus loss modulus. activation energy determined Arrhenius formula (Ea = 48.51 kJ/mol). optimal curing procedure established combing non-isothermal differential scanning calorimetry (DSC) DMA. mechanism in-situ FT-IR method monitoring change characteristic peaks temperature. reaction temperatures ring-opening (170 °C) trimerization cyclization alkynyl groups (170–200 °C) were determined. glass transition (Tg) cured product tested DMA equals 382 °C, which is much larger than those counterparts (251–259 °C).
sci-hub.se 参考文章(35)
Hatsuo Ishida, Daniel P. Sanders, Regioselectivity and network structure of difunctional alkyl-substituted aromatic amine-based polybenzoxazines Macromolecules. ,vol. 33, pp. 8149- 8157 ,(2000) , 10.1021/MA991836T
H. E. Kissinger, Reaction Kinetics in Differential Thermal Analysis Analytical Chemistry. ,vol. 29, pp. 1702- 1706 ,(1957) , 10.1021/AC60131A045
Jianxiang Huang, Wei Du, Jian Zhang, Farong Huang, Lei Du, Study on the copolymers of silicon-containing arylacetylene resin and acetylene-functional benzoxazine Polymer Bulletin. ,vol. 62, pp. 127- 138 ,(2009) , 10.1007/S00289-008-0003-1
Jia Liu, Tarek Agag, Hatsuo Ishida, Main-chain benzoxazine oligomers: A new approach for resin transfer moldable neat benzoxazines for high performance applications Polymer. ,vol. 51, pp. 5688- 5694 ,(2010) , 10.1016/J.POLYMER.2010.08.059
G.P. Cao, W.J. Chen, X.B. Liu, Synthesis and thermal properties of the thermosetting resin based on cyano functionalized benzoxazine Polymer Degradation and Stability. ,vol. 93, pp. 739- 744 ,(2008) , 10.1016/J.POLYMDEGRADSTAB.2007.10.002
P. G. Babayevsky, J. K. Gillham, Epoxy thermosetting systems: Dynamic mechanical analysis of the reactions of aromatic diamines with the diglycidyl ether of bisphenol A Journal of Applied Polymer Science. ,vol. 17, pp. 2067- 2088 ,(1973) , 10.1002/APP.1973.070170709
H. Ishida, Y. Rodriguez, Curing kinetics of a new benzoxazine-based phenolic resin by differential scanning calorimetry Polymer. ,vol. 36, pp. 3151- 3158 ,(1995) , 10.1016/0032-3861(95)97878-J
Jun Wang, Hui Wang, Jun-ting Liu, Wen-bin Liu, Xian-de Shen, Synthesis, curing kinetics and thermal properties of novel difunctional chiral and achiral benzoxazines with double chiral centers Journal of Thermal Analysis and Calorimetry. ,vol. 114, pp. 1255- 1264 ,(2013) , 10.1007/S10973-013-3081-8
Hai Xiang, Hong Ling, Jin Wang, Lin Song, Yi Gu, A novel high performance RTM resin based on benzoxazine Polymer Composites. ,vol. 26, pp. 563- 571 ,(2005) , 10.1002/PC.20105
H.J. Kim, Z. Brunovska, H. Ishida, Synthesis and thermal characterization of polybenzoxazines based on acetylene-functional monomers Polymer. ,vol. 40, pp. 6565- 6573 ,(1999) , 10.1016/S0032-3861(99)00046-4