Synthesis and characterization of soluble polyimides based on a new fluorinated diamine: 4-Phenyl-2,6-bis[3-(4′-amino-2′-trifluoromethyl-phenoxy) phenyl] pyridine
Synthesis and characterization of soluble polyimides based on a new fluorinated diamine: 4-Phenyl-2,6-bis[3-(4′-amino-2′-trifluoromethyl-phenoxy) phenyl] pyridine
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DOI：
10.1016/j.jfluchem.2010.03.008
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发表时间：
2010-06-01
影响因子：
1.9
通讯作者：
Zhao, Jiujiang
中科院分区：
文献类型：
--
作者：
Ma, Tao;Zhang, Shujiang;Zhao, Jiujiang
以3-（4 '-硝基-2'-三氟甲基苯氧基）苯乙酮和苯甲醛为原料，通过改进的Chichibabin反应，经催化还原，合成了一种新型含吡啶芳香二胺单体4-苯基-2，6-双[3-（4 '-氨基-2'-三氟甲基苯氧基）苯基]吡啶（m-PAFP）。以二胺单体和不同的芳香族二酐为原料，通过两步热酰亚胺化或化学酰亚胺化方法，合成了一系列含氟吡啶桥连芳香族聚醚酰亚胺。这些聚酰亚胺的特性粘度值在0.56-1.02 dL/g的范围内，并且它们可以被浇铸和热转化成透明的、柔性的和坚韧的聚酰亚胺膜。聚酰亚胺在极性溶剂如NMP、DMSO和间甲酚中表现出较高的溶解性。聚酰亚胺具有良好的热稳定性，玻璃化转变温度（T-g）为187-211 ℃，5%重量损失温度为511-532 ℃，并且在空气中在800 ℃下的残留物高于50%。这些膜在10 MHz下的介电常数为2.64-2.74，吸水率为0.53- 0.66%。广角X-射线衍射测量表明，这些聚酰亚胺主要是无定形的。此外，这些新型聚酰亚胺的聚合物膜显示出优异的机械性能，拉伸强度为90.1- 96.6MPa，断裂伸长率为8.9-10.7%，拉伸模量为1.65- 1.98GPa。(C)2010 Elsevier BV保留所有权利。
A new kind of pyridine-containing aromatic diamine monomer, 4-phenyl-2,6-bis[3-(4'-amino-2'-trifluoromethyl-phenoxy) phenyl] pyridine (m-PAFP), was successfully synthesized by a modified Chichibabin reaction of 3-(4'-nitro-2'-trifluoro-methyl-phenoxy)-acetophenone with 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 thermal or chemical imidization method. The inherent viscosities values of these polyimides were in the range of 0.56-1.02 dL/g, and they could be cast and thermally converted into transparent, flexible, and tough polyimide films. The polyimides displayed higher solubility in polar solvents such as NMP, DMSO and m-cresol. The polyimides had good thermal stability, with the glass transition temperatures (T-g) of 187-211 degrees C, the temperatures at 5% weight loss of 511-532 degrees C, and the residue at 800 degrees C in air was higher than 50%. These films also had dielectric constants of 2.64-2.74 at 10 MHz and low water uptake 0.53-0.66%. Wide-angle X-ray diffraction measurements revealed that these polyimides were predominantly amorphous. Moreover, the polymer films of these novel polyimides showed outstanding mechanical properties with the tensile strengths of 90.1-96.6 MPa, elongations at breakage of 8.9-10.7% and tensile modulus of 1.65-1.98 GPa. (C) 2010 Elsevier B.V. All rights reserved.