Abstract: Phthalonitrile resin is a thermosetting resin that exhibits exceptional thermal stability, chemical corrosion resistance, flame retardancy, and low dielectric constant due to its aromatic heterocyclic network structure formed after curing. The resin holds significant potential in various industries such as aerospace, shipbuilding, and electronic packaging. Therefore, there are many opportunities and challenges in the process improvement, performance enhancements, and functional development of phthalonitrile resin. However, the rigorous molding process of phthalonitrile resin poses challenges for its development and application. This paper provides a comprehensive review of recent research reports on molecular structure regulation and the design of high-performance curing agents for phthalonitrile resin, both domestically and internationally. The influence of the molecular structure on the processability, heat resistance, and dielectric properties of phthalonitrile resin was discussed. Moreover, this review summarizes the current research progress and future development trends of phthalonitrile resin.
1 Satya B, Sastri T M K. Journal of Polymer Science Part A:Polymer Che-mistry, 1998, 36(11), 1885. 2 Keller T M. Journal ofPolymer Science Part A:Polymer Chemistry, 1988, 26(12), 3199. 3 Griffith T M K A. Journal of Fluorine Chemistry, 1979, 13(4), 315. 4 Dominguez D D, Keller T M. High Performance Polymers, 2006, 18(3), 283. 5 Laskoski M, Neal A, Schear M B, et al. Journal of Polymer Science Part A:Polymer Chemistry, 2015, 53(18), 2186. 6 Keller T M. US patent, US8921510, 2015. 7 Bulgakov B A, Babkin A V, Dzhevakov P B, et al. European Polymer Journal, 2016, 84, 205. 8 Babkin A V, Zodbinov E B, Bulgakov B A, et al. Polymer Science Series B, 2016, 58(3), 298. 9 Babkin A V, Zodbinov E B, Bulgakov B A, et al. European Polymer Journal, 2015, 66, 452. 10 Dzhevakov P B, Korotkov R F, Bulgakov B A, et al. Mendeleev Communications, 2016, 26(6), 527. 11 Terekhov V E, Bogolyubov A A, Morozov O S, et al. Mendeleev Communications, 2020, 30(6), 796. 12 Belsky K S, Sulimov A V, Bulgakov B A, et al. Data in Brief, 2017, 13, 10. 13 Bulgakov B A, Sulimov A V, Babkin A V, et al. Mendeleev Communications, 2017, 27(3), 257. 14 Yakovlev M V, Morozov O S, Afanaseva E S, et al. Reactive and Functional Polymers, 2020, 146, 104409. 15 Han Y, Tang D H, Wang G X, et al. European Polymer Journal, 2019, 111, 104. 16 Sheng H T, Peng X G, Guo H, et al. Thermochimica Acta, 2014, 577, 17. 17 Zhao F H. Preparation and properties of polyphthalonitrile resin and its composites. Master's Thesis, Hebei University of Technology, China, 2015 (in Chinese). 赵凤华. 聚苯腈树脂及其复合材料的制备与性能研究. 硕士学位论文, 河北工业大学, 2015. 18 Wang J, Chen C, Chen X G, et al. High Performance Polymers, 2018, 30(9), 1114. 19 Tang L, Zhang J L, Tang Y S, et al. Journal of Materials Science & Technology, 2021, 75, 225. 20 Xie G Y, Ma C P, Quan D P, et al. Insulating Material, 2021, 54(9), 15 (in Chinese). 谢高艺, 马春平, 全大萍, 等. 绝缘材料, 2021, 54(9), 15. 21 Laskoski M, Schear M B, Neal A, et al. Polymer, 2015, 67, 185. 22 Zong L S, Liu C, Zhang S H, et al. RSC Advances, 2013, 5(94), 77027. 23 Zong L S, Liu C, Zhang S H, et al. Polymer, 2015, 77, 177. 24 Zong L S, Liu C, Liu R, et al. Polymer Bulletin, 2014, 71(10), 2641. 25 Zong L S. Synthesis and properties of heat-resistant resins bearing phenyl-s-triazine moieties in backbones. Ph. D. Thesis, Dalian University of Technology, China, 2015 (in Chinese). 宗立率. 主链含三芳基均三嗪结构耐高温树脂的合成与性能. 博士学位论文, 大连理工大学, 2015. 26 Wu Z Q, Li N, Han J H, et al. Journal of Applied Polymer Science, 2018, 135(13), 45976. 27 Wang G, Han Y, Guo Y, et al. Industrial & Engineering Chemistry Research, 2019, 58(23), 9921. 28 Zu Y, Zong L S, Wang J Y, et al. Polymer, 2019, 172, 372. 29 Zu Y, Zhang F F, Chen D D, et al. Polymer, 2020, 198, 122490. 30 Zu Y, Zong L S, Wang J Y, et al. Polymer Testing, 2021, 96, 107062. 31 Wang T, Wang Z L, Dayo A Q, et al. Journal of Applied Polymer Science, 2022, 139(21), 52193. 32 Ren D X, Xu M Z, Chen S J, et al. European Polymer Journal, 2021, 159, 110715. 33 Yang J, Yang X L, Zhan Y Q, et al. Journal of Applied Polymer Science, 2013, 127(3), 1676. 34 Li J, Wu M J, Rong J X, et al. Chemistry Select, 2022, 7(4), e20210446. 35 Wu M J, Xu J, Bai S, et al. Soft Matter, 2020, 16(7), 1888. 36 Laskoski M, Carke J S, Neal A, et al. Chemistry Select, 2016, 1(13), 3423. 37 Chen M H, He X, Guo Y H, et al. Polymer Chemistry, 2021, 12(3), 408. 38 Peng W F, Yao F, Hu J H, et al. Royal Society of Chemistry, 2018, 20(22), 5158. 39 He X, Qi J Y, Chen M H, et al. Polymer, 2022, 253, 124973. 40 Han Y, Tang D H, Wang G X, et al. Chinese Journal of Polymer Science, 2020, 38(1), 72. 41 Wang A R, Dayo A Q, Zu L W, et al. Reactive and Functional Polymers, 2018, 127, 1. 42 Yang X L, Zhang J D, Lei Y J, et al. Journal of Applied Polymer Science, 2011, 121(4), 2331. 43 Hu Y. Design of high efficiency curing system of phthalonitrile resin and performance study. Master's Thesis, Dalian University of Technology, China, 2019 (in Chinese). 胡月. PN树脂高效固化体系设计及性能研究. 硕士学位论文, 大连理工大学, 2019. 44 Wu Z Q, Han J H, Li N, et al. Polymer International, 2017, 66(6), 876. 45 Weng Z L, Hu Y, Qi Y, et al. Polymers for Advanced Technologies, 2019, 31(2), 233. 46 Weng Z H, Fu J Y, Zong L S, et al. RSC Advances, 2015, 5(112), 92055. 47 Qi Y, Weng Z H, Song C, et al. High Performance Polymers, 2021, 33(5), 538. 48 Weng Z H, Qi Y, Zong L S, et al. Chinese Chemical Letters, 2017, 28(5), 1069. 49 Zeng K. Studies on self-promoted curing phthalonitrile. Master's Thesis, Sichuan University, China, 2006 (in Chinese). 曾科. 自催化交联酞菁树脂的研究. 硕士学位论文, 四川大学, 2006. 50 Zeng K, Zhou K, Zhou S H, et al. European Polymer Journal, 2009, 45(4), 1328. 51 Li Z, Guo Y, Wang G X, et al. Wiley Polymers Advanced Technologies, 2018, 29(12), 2936. 52 Zeng K, Li L, Xiang S R, et al. Polymer Bulletin, 2012, 68(7), 1879. 53 Zeng K, Zhou K, Tang W R, et al. Chinese Chemical Letters, 2007, 18(5), 523. 54 Zhang Z B, Li Z, Zhou H, et al. Journal of Applied Polymer Science, 2014, 131(20), 40919. 55 Guo X Y, Liang B, Chen M H, et al. Polymer Degradation and Stability, 2021, 188, 109569. 56 Hu J H, Liu Y C, Jiao Y, et al. RSC Advances, 2015, 5(21), 16199. 57 Wu D M, Zhao Y C, Zeng K, et al. Journal of Polymer Science Part A: Polymer Chemistry, 2012, 50(23), 4977. 58 Yang W J, Qi J Y, Tan W, et al. Polymer, 2022, 255, 125118. 59 Luo T F, Li H, Huang M Y, et al. China Plastics Industry, 2019, 47(4), 15(in Chinese). 罗廷福, 李罕, 黄梦瑶, 等. 塑料工业, 2019, 47(4), 15. 60 Chen L, Ren D X, Chen S J, et al. Polymer Testing, 2019, 74, 127. 61 Xu M Z, Jia K, Liu X B. High Performance Polymers, 2016, 28(10), 1161. 62 Ren D X, Li B, Chen S J, et al. Journal of Applied Polymer Science, 2021, 138(5), 49777. 63 Wang T, Dayo A Q, Wang Z L, et al. New Journal of Chemistry, 2022, 46(9), 4072.