Synthesis and properties of new pyridine-bridged poly(ether-imide)s based on 4-(4-trifluoromethylphenyl)-2,6-bis[4-(4-aminophenoxy)phenyl]pyridine
Synthesis and properties of new pyridine-bridged poly(ether-imide)s based on 4-(4-trifluoromethylphenyl)-2,6-bis[4-(4-aminophenoxy)phenyl]pyridine
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4-(4-三氟甲基苯基)-2,6-双[4-(4-氨基苯氧基)苯基]吡啶新型吡啶桥聚醚酰亚胺的合成及性能
DOI：
10.1016/j.jfluchem.2007.08.014
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发表时间：
2008
期刊：
影响因子：
--
通讯作者：
Fengchun Yang
中科院分区：
文献类型：
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作者：
Xiaolong Wang;Yan;C. Gong;Tao Ma;Fengchun Yang
用4-三氟甲基苯甲醛催化还原4-(4-硝基苯氧基)-苯乙酮合成了4-(4-硝基苯氧基)-苯乙酮，合成了一种新型的含吡啶的芳香族二胺单体4-(4-trifluoromethylphenyl)-2，6-bis[4-(4-aminophenoxy)phenyl]pyridine。以二胺单体为原料，通过两步法合成了一系列含氟吡啶桥联芳香族聚醚酰亚胺S。所得聚酰亚胺在N，N-二甲基乙酰胺、N-甲基-2-吡咯烷酮、间甲酚等非质子酰胺类溶剂和间甲酚中具有良好的溶解性，其特性粘度为0.76~0.91dL/g。聚醚酰亚胺薄膜具有良好的热性能，其玻璃化转变温度为268~353℃，5%失重温度为547~595℃，700℃残留物在氮气中的残留量为65~74%。具有良好的力学性能，拉伸强度为87.6~104.2 Mpa，断裂伸长率为8.9~12.6%，光学透明性好，截止波长为357~380 nm，在1 MHz下的介电常数为2.49~3.04，吸水率为0.43~0.69%。此外，将合成的FAPP聚酰亚胺与非含氟类似物聚酰亚胺和不同位置含三氟甲基的含氟类似物聚酰亚胺进行了比较，并对取代基的影响进行了考察和讨论。
A novel pyridine-containing aromatic diamine monomer, 4-(4-trifluoromethylphenyl)-2,6-bis[4-(4-aminophenoxy)phenyl]pyridine (FAPP), was synthesized via the modified Chichibabin pyridine synthesis of 4-(4-nitrophenoxy)-acetophenone with 4-trifluoromethyl-benzaldehyde, followed by a catalytic reduction. A series of fluorinated pyridine-bridged aromatic poly(ether-imide)s were prepared from the resulting diamine monomer with various aromatic dianhydrides via a conventional two-step process. The resulting polyimides exhibited good solubility in aprotic amide solvents and m-cresol, such as N,N-dimethylacetamide, N-methyl-2-pyrrolidone, and m-cresol, etc., which possessed the inherent viscosities of 0.76–0.91dL/g. Strong and flexible poly(ether-imide) films were obtained, which showed excellent thermal properties with the glass transition temperatures of 268–353°C, the temperature at 5% weight loss of 547–595°C, and the residue at 700°C of 65–74% in nitrogen, good mechanical properties with the tensile strengths of 87.6–104.2MPa and elongations at breakage of 8.9–12.6%, and good optical transparency with the cut-off wavelengths of 357–380nm, as well as low dielectric constants in the range of 2.49–3.04 at 1MHz and low water uptake 0.43–0.69%. Furthermore, the resulted polyimides derived from FAPP were compared with non-fluorinated analogous polyimides and fluorinated analogous polyimides with trifluoromethyl groups in different positions, and the effects of substituents were also investigated and discussed.