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Synthesis and properties of a novel autocatalytic phthalonitrile monomer and its copolymerization with multi-functional fluorene-based benzoxazine monomers
Journal of Applied Polymer Science ( IF 2.7 ) Pub Date : 2022-01-28 , DOI: 10.1002/app.52193 Ting Wang 1 , Zi‐long Wang 1, 2 , Abdul Qadeer Dayo 3 , Cheng‐yu Shi 1 , Hui‐bo Liu 1 , Zhong‐cheng Pan 1 , Athar Ali Khan Gorar 1, 4 , Jun Wang 1 , Heng Zhou 2 , Wen‐bin Liu 1
Journal of Applied Polymer Science ( IF 2.7 ) Pub Date : 2022-01-28 , DOI: 10.1002/app.52193 Ting Wang 1 , Zi‐long Wang 1, 2 , Abdul Qadeer Dayo 3 , Cheng‐yu Shi 1 , Hui‐bo Liu 1 , Zhong‐cheng Pan 1 , Athar Ali Khan Gorar 1, 4 , Jun Wang 1 , Heng Zhou 2 , Wen‐bin Liu 1
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A novel autocatalytic phthalonitrile monomer [4,4′-(((((oxy-bis [4,1-phenylene]) bis (azanediyl)) bis (methylene)) bis (2-methoxy-4,1-phenylene)) bis (oxy)) diphthalonitrile, OPD] is obtained by nucleophilic substitution of 4-nitro-phthalonitrile and bisphenol compound [4,4′-(((oxy bis [4,1-phenylene]) bis (azanylylidene)) bis (methanylylidene)) bis (2-methoxyphenol)]. Bisphenol compound is a reductant with secondary amine groups of Schiff base derived from the reaction of vanillin and 4,4′-diaminodiphenylether. The OPD monomer has a self-catalytic polymerizing reaction. OPD monomer has good processability, and the processing window was 130°C. Moreover, OPD polymer [poly(OPD)] shows higher glass-transition temperature (345°C). The 5% and 10% thermal decomposition temperatures of poly(OPD) and char yield at 800°C are 407, 451°C, and 69%, respectively. To further improve the properties of poly(OPD), the OPD monomer was modified by multi-functional fluorene-based benzoxazine monomers (MFFB) due to their excellent reaction activities. The results showed that OPD/MFFB systems had high reaction activities. The similar thermal stabilities between OPD and MFFB can give stable and excellent thermal stability to the poly(OPD/MFFB). Compared with poly(OPD), the Tg values of poly(OPD/MFFB) were significantly increased, and their stiffness values were reduced. The tensile, flexural, and impact properties for poly(OPD/MFFB) were improved significantly.
中文翻译：
新型自催化邻苯二甲腈单体的合成、性能及其与多功能芴基苯并恶嗪单体的共聚
一种新型自催化邻苯二甲腈单体 [4,4'-((((((oxy-bis [4,1-phenylene]) bis (azanediyl)) bis (methylene)) bis (2-methoxy-4,1-phenylene)) bis (oxy)) diphthalonitrile, OPD] 由 4-硝基-邻苯二甲腈和双酚化合物 [4,4'-(((oxy bis [4,1-phenylene]) bis (azanylylidene)) bis (methanylylidene) 亲核取代而得)) 双(2-甲氧基苯酚)]。双酚类化合物是由香草醛与4,4'-二氨基二苯醚反应得到的具有席夫碱的仲胺基团的还原剂。OPD单体具有自催化聚合反应。OPD单体具有良好的加工性能，加工窗口为130℃。此外，OPD 聚合物 [poly(OPD)] 显示出更高的玻璃化转变温度 (345°C)。聚 (OPD) 的 5% 和 10% 热分解温度和 800°C 的炭产率分别为 407、451°C 和 69%，分别。为了进一步提高聚 (OPD) 的性能，由于其优异的反应活性，OPD 单体采用多功能芴基苯并恶嗪单体 (MFFB) 进行改性。结果表明，OPD/MFFB体系具有较高的反应活性。OPD和MFFB之间相似的热稳定性可以使聚（OPD / MFFB）具有稳定和优异的热稳定性。与 poly(OPD) 相比，poly(OPD/ MFFB)的Tg值显着增加，刚度值降低。聚 (OPD/MFFB) 的拉伸、弯曲和冲击性能显着提高。
更新日期：2022-01-28
中文翻译：
新型自催化邻苯二甲腈单体的合成、性能及其与多功能芴基苯并恶嗪单体的共聚
一种新型自催化邻苯二甲腈单体 [4,4'-((((((oxy-bis [4,1-phenylene]) bis (azanediyl)) bis (methylene)) bis (2-methoxy-4,1-phenylene)) bis (oxy)) diphthalonitrile, OPD] 由 4-硝基-邻苯二甲腈和双酚化合物 [4,4'-(((oxy bis [4,1-phenylene]) bis (azanylylidene)) bis (methanylylidene) 亲核取代而得)) 双(2-甲氧基苯酚)]。双酚类化合物是由香草醛与4,4'-二氨基二苯醚反应得到的具有席夫碱的仲胺基团的还原剂。OPD单体具有自催化聚合反应。OPD单体具有良好的加工性能，加工窗口为130℃。此外，OPD 聚合物 [poly(OPD)] 显示出更高的玻璃化转变温度 (345°C)。聚 (OPD) 的 5% 和 10% 热分解温度和 800°C 的炭产率分别为 407、451°C 和 69%，分别。为了进一步提高聚 (OPD) 的性能，由于其优异的反应活性，OPD 单体采用多功能芴基苯并恶嗪单体 (MFFB) 进行改性。结果表明，OPD/MFFB体系具有较高的反应活性。OPD和MFFB之间相似的热稳定性可以使聚（OPD / MFFB）具有稳定和优异的热稳定性。与 poly(OPD) 相比，poly(OPD/ MFFB)的Tg值显着增加，刚度值降低。聚 (OPD/MFFB) 的拉伸、弯曲和冲击性能显着提高。
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