精细化工2024,Vol.41Issue(3) :607-612,622.DOI:10.13550/j.jxhg.20230385

含酚酞结构可溶性共聚型聚酰亚胺的合成与性能

Synthesis and properties of soluble polyimides containing phenolphthalein structures

蔡华娟 耿凯 汪称意 李坚 任强
精细化工2024,Vol.41Issue(3) :607-612,622.DOI:10.13550/j.jxhg.20230385

含酚酞结构可溶性共聚型聚酰亚胺的合成与性能

Synthesis and properties of soluble polyimides containing phenolphthalein structures

蔡华娟 1耿凯 1汪称意 1李坚 1任强1
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作者信息

  • 1. 常州大学 材料科学与工程学院,江苏 常州 213164
  • 折叠

摘要

以邻甲酚酞与 2-氯-5-硝基三氟甲苯为起始原料,通过芳香亲核取代和氧化还原反应得到芳香二胺单体4,4'-(2,2'-三氟甲基)-二氨基苯氧基-3,3'-二甲基酚酞(Ⅱ).然后,将Ⅱ和2,6-二氨基甲苯与3,3',4,4'-二苯醚四甲酸二酐通过不同投料比以一步法高温缩聚得到同时含酚酞、三氟甲基和甲基结构的系列共聚型聚酰亚胺,并对其结构和性能进行了测试.结果表明,该系列共聚型聚酰亚胺具有优异的溶解性,在室温下不仅可溶于常见的高沸点溶剂 N-甲基吡咯烷酮,N,N-二甲基乙酰胺、N,N-二甲基甲酰胺和二甲基亚砜,还可以溶解在低沸点溶剂氯仿、二氯甲烷和四氢呋喃中,可便利地通过其溶液浇铸制备得到系列高性能聚酰亚胺膜材料.该类膜材料玻璃化转变温度在275~314℃之间,其在N2和O2 氛围中热失重10%时的温度分别为477~507 和470~490℃.该类膜材料具有低的介电常数和良好的力学性能:其在 1 MHz下相对介电常数在 2.69~2.92 之间;拉伸强度、弹性模量和断裂伸长率分别在80~92 MPa、1.2~1.8 GPa和9.2%~13.5%之间.

Abstract

Aromatic diamine monomer 4,4'-(2,2'-trifluoromethyl)-diaminophenoxy-3,3'-dimethylphenolphthalein(Ⅱ)was prepared by aromatic nucleophilic substitution and oxidation-reduction reaction between o-cresolphthalein and 2-chloro-5-nitrotrifluorotoluene.Then,a series of copolymerized polyimides containing phenolphthalein trifluoromethyl and methyl structures were prepared from one-step polycondensation of Ⅱ and 2,6-diaminotoluene with 3,3',4,4'-diphenyl ether tetracarboxylic acid dianhydride with different feeding ratios,and further evaluated for structure and performance.The results showed that this series of copolymerized polyimides had excellent solubility,dissolving in high boiling point solvents,such as N-methylpyrrolidone,N,N-dimethylacetamide,N,N-dimethylformamide and dimethyl sulfoxide,as well as low boiling point solvents,such as chloroform,dichloromethane and tetrahydrofuran at room temperature.A series of high performance polyimide membrane materials could be conveniently prepared from solution casting of these copolymerized polyimides,with glass transition temperatures between 275~314℃,and temperatures at 10%mass loss in the range of 477~507 and 470~490℃in N2 and O2,respectively.Meanwhile,these polyimide membrane materials exhibited low dielectric constants and good thermal properties,with relative dielectric constants ranging from 2.69 to 2.92 at 1 MHz,and the tensile strength,elastic modulus as well as elongation at break of copolyimides ranging from 80 MPa to 92 MPa,1.2 GPa to 1.8 GPa,and 9.2%to 13.5%,respectively.

关键词

聚酰亚胺/酚酞/三氟甲基/溶解性/介电性能/功能材料

Key words

polyimides/phenolphthalein/trifluoromethyl/solubility/dielectric property/functional materials

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基金项目

江苏省重点研发计划项目(BE2022102)

江苏省高校基础科学研究重大项目(22KJA430002)

出版年

2024
精细化工
大连化工研究院设计院 中国化工学会精细化工专业委员会 辽宁省化工研究院

精细化工

CSTPCDCSCD北大核心
影响因子:0.557
ISSN:1003-5214
参考文献量21
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