A Pyridazine-Containing Phthalonitrile Resin for Heat-Resistant and Flame-Retardant Polymer Materials

被引:7
作者
Wu, Minjie [1 ]
Yang, Kaixiong [1 ]
Li, Yuanyuan [1 ]
Rong, Jianxin [1 ]
Jia, Dianqiu [1 ]
Jia, Zhiyi [1 ]
Naito, Kimiyoshi [2 ]
Yu, Xiaoyan [1 ]
Zhang, Qingxin [1 ,3 ]
机构
[1] Hebei Univ Technol, Sch Chem Engn & Technol, Hebei Key Lab Funct Polymers, Tianjin 300401, Peoples R China
[2] Natl Inst Mat Sci NIMS, Polymer Matrix Hybrid Composite Mat Grp, 1-2-1 Sengen, Tsukuba, Ibaraki 3050047, Japan
[3] Hebei Univ Technol, Tianjin Key Lab Mat Laminating Fabricat & Interfa, Tianjin 300401, Peoples R China
基金
中国国家自然科学基金;
关键词
phthalonitrile; pyridazine ring; low melting point; high heat-resistant; flame-retardant; CURE KINETICS; OLIGOMERS; MONOMER; SULFONE;
D O I
10.3390/polym14194144
中图分类号
O63 [高分子化学(高聚物)];
学科分类号
070305 ; 080501 ; 081704 ;
摘要
In this study, a novel phthalonitrile monomer containing a pyridazine ring, 3,6-bis[3-(3,4-dicyanophenoxy)phenoxy]pyridazine (BCPD) with a low melting point (74 degrees C) and wide processing window (178 degrees C), was prepared by a nucleophilic substitution reaction. The molecular structure of the BCPD monomer was identified by Fourier transform infrared spectroscopy (FTIR), and nuclear magnetic resonance spectroscopy (NMR). Poly(BCPD) resins were derived from the formulations by curing at 350 and 370 degrees C. The thermoset that was post-cured at 370 degrees C demonstrated outstanding high heat-resistant (glass transition temperature (T-g) > 400 degrees C, 5% weight loss temperature (T-5%) = 501 degrees C, Y-c at 900 degrees C > 74%) and was flame-retardant (limiting oxygen index (LOI) = 48)). Further, the poly(BCPD) resin simultaneously exhibited a superior storage modulus, which could reach up to 3.8 Gpa at room temperature. Excellent processability and heat resistance were found for phthalonitrile thermosets containing the pyridazine ring, indicating poly(BCPD) resin could be potentially applied as high-temperature structural composite matrices.
引用
收藏
页数:12
相关论文
共 43 条
[1]   Low-melting siloxane-bridged phthalonitriles for heat-resistant matrices [J].
Babkin, Alexander V. ;
Zodbinov, Elvek B. ;
Bulgakov, Boris A. ;
Kepman, Alexey V. ;
Avdeev, Viktor V. .
EUROPEAN POLYMER JOURNAL, 2015, 66 :452-457
[2]   A new molecular design platform for high-performance polymers from versatile bio-based tyramine: a case study of tyramine-derived phthalonitrile resin [J].
Chen, Menghao ;
He, Xian ;
Guo, Yuhang ;
Hu, Jianghuai ;
Liang, Bo ;
Zeng, Ke ;
Yang, Gang .
POLYMER CHEMISTRY, 2021, 12 (03) :408-422
[3]   Synthesis of benzophenone-center bisphenol-A containing phthalonitrile monomer (BBaph) and its copolymerization with P-a benzoxazine [J].
Dayo, Abdul Qadeer ;
Cao, Xin-man ;
Cai, Wan-an ;
Song, Sha ;
Wang, Jun ;
Zegaoui, Abdeldjalil ;
Derradji, Mehdi ;
Xu, Yi-le ;
Wang, An-ran ;
Liu, Wen-bin ;
Gong, Lin-dan .
REACTIVE & FUNCTIONAL POLYMERS, 2018, 129 :46-52
[4]   Low-melting phthalonitrile oligomers: Preparation, polymerization and polymer properties [J].
Domiguez, DD ;
Keller, TM .
HIGH PERFORMANCE POLYMERS, 2006, 18 (03) :283-304
[5]   Properties of phthalonitrile monomer blends and thermosetting phthalonitrile copolymers [J].
Dominguez, Dawn D. ;
Keller, Teddy M. .
POLYMER, 2007, 48 (01) :91-97
[6]   Self-promoted curing phthalonitrile with high glass transition temperature for advanced composites [J].
Guo, Heng ;
Chen, Zhiran ;
Zhang, Jiandong ;
Yang, Xulin ;
Zhao, Rui ;
Liu, Xiaobo .
JOURNAL OF POLYMER RESEARCH, 2012, 19 (07)
[7]   Cure Kinetics, Phase Behaviors, and Fracture Properties of Bismaleimide Resin Toughened by Poly(phthalazinone ether ketone) [J].
Han, Yongjin ;
Liao, Gongxiong ;
Xu, Yajuan ;
Yu, Guipeng ;
Jian, Xigao .
POLYMER ENGINEERING AND SCIENCE, 2009, 49 (12) :2301-2308
[8]   Study on the phthalonitrile cured via bio-tyrosine cyclic peptide: Achieving good thermal properties under low post-curing temperature [J].
He, Xian ;
Liao, Shenjun ;
Chen, Menghao ;
Li, Renke ;
Liu, Yao ;
Liang, Bo ;
Hu, Jianghuai ;
Zeng, Ke ;
Yang, Gang .
POLYMER DEGRADATION AND STABILITY, 2020, 181
[9]   Bragg's Law diffraction simulations for electron backscatter diffraction analysis [J].
Kacher, Josh ;
Landon, Colin ;
Adams, Brent L. ;
Fullwood, David .
ULTRAMICROSCOPY, 2009, 109 (09) :1148-1156
[10]   Oligomeric Bisphenol A-Based PEEK-like Phthalonitrile-Cure and Polymer Properties [J].
Keller, Teddy M. ;
Dominguez, Dawn D. ;
Laskoski, Matthew .
JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, 2016, 54 (23) :3769-3777