Synthesis and thermal properties of polythioetherimides derived from 4,4'-[p-thiobis(phenylenesulfanyl)]diphthalic anhydride and various aromatic diamines

Synthesis and thermal properties of polythioetherimides derived from 4,4'-[p-thiobis(phenylenesulfanyl)]diphthalic anhydride and various aromatic diamines
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DOI:
10.1177/0954008307082508
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发表时间:
2008-04-01
影响因子:
2.1
通讯作者:
Ueda, Mitsuru
Ueda, Mitsuru
中科院分区:
化学4区
文献类型:
--
作者:
Liu, Jin-Gang;Shibasaki, Yuji;Ueda, Mitsuru

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合成了一种不对称芳族二氨酸,1-(4'-氨基苯氧基)-4-(4'-氨基苯基苯基磺烷基)苯(OSDA)。从硫纤维桥的芳族芳族硫化物4,4' - [p-硫代(苯基苯甲酰基)] diphthalic赤霉素(3sdea)(3sdea)和具有乙醚或硫乙烷之间通过苯基纤维之间的各种芳族糖尿病(3sdea)和苯基纤维连接之间的二硫代甲状腺素(苯基苯甲基)]制备了一系列聚噻烷酰亚胺(PTEI)。通过其可溶性聚(氨基酸)的阶跃聚敏程序(PAA)前体。在接近或高于1.0 dl g(-1)的固有粘度(-1)中获得了中等至高分子量的PAA,该粘度足够高,足以提供柔性且坚硬的PTEI膜,除了PI-2(3SDEA-134APB)和PI-6(3SDEA)(3SDEA) -M2SPDA)衍生自元取代的二聚体。与其他聚合物的无定形本质相比,PI-2和PI-6表现出一定程度的结晶度。除PI-3(3SDEA-133APB)外,PTEI膜对有机溶剂具有良好的抗性,该溶剂可在室温下溶于N-甲基-2-吡咯烷酮(NMP)和硫酸。 PTEI膜显示出良好的热稳定性,在氮气和空气中,5%的减肥温度都高于480摄氏度。 PTEI的玻璃过渡温度在155-191摄氏度的范围内,由于主要链中的复数硫醚连接,该温度低于商业聚醚酰亚胺的玻璃温度。
An asymmetrical aromatic diamine, 1-(4'-aminophenoxy)-4-(4'-aminophenylenesulfanyl) benzene (OSDA) was synthesized. A series of polythioetherimides (PTEIs) were prepared from a thioether-bridged aromatic dianhydride 4,4'-[p-thiobis(phenylenesulfanyl)]diphthalic anhydride (3SDEA) and various aromatic diamines having ether or thioether linkages between phenylene rings by a two-step poly-condensation procedure via their soluble poly(amic acid) (PAA) precursors. Medium to high molecular weight PAAs were obtained with inherent viscosities near or higher than 1.0 dL g(-1), which is high enough to afford flexible and tough PTEI films except for PI-2 (3SDEA-134APB) and PI-6 (3SDEA-m2SPDA) derived from meta-ether-substituted diamines. PI-2 and PI-6 showed some extent of crystallinity compared to the amorphous natures of the other polymers. The PTEI films exhibit good resistance to organic solvents except for PI-3 (3SDEA-133APB), which is soluble in N-methyl-2-pyrrolidinone (NMP) and sulfuric acid at room temperature. The PTEI films show good thermal stability with the 5% weight loss temperatures being above 480 degrees C both in nitrogen and in air. The glass transition temperatures of the PTEIs are in the range of 155 - 191 degrees C, which are lower than those of the commercial polyetherimides due to their plural thioether linkages in the main chains.