Synthesis and properties of novel fluorinated polynaphthalimides derived from 1,4,5,8-naphthalenetetracarboxylic dianhydride and trifluoromethyl-substituted aromatic bis(ether amine)s |
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Authors: | Chin-Ping Yang Wenjeng Guo |
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Affiliation: | a Department of Chemical Engineering, Tatung University, 40, Sec. 3, Chungshan North Road, Taipei 104, Taiwan, ROC b Department of Chemical Engineering and Biotechnology, National Taipei University of Technology, 1, Sec. 3, Chunghsiao East Road, Taipei 106, Taiwan, ROC |
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Abstract: | A series of novel fluorinated polynaphthalimides (PNIs) (2a-g) were synthesized from 1,4,5,8-naphthalenetetracarboxylic dianhydride (NTDA) and trifluoromethyl (CF3)-substituted aromatic bis(ether amine)s (1a-g) by high-temperature solution polycondensation in m-cresol using isoquinoline as catalyst. Almost all the PNIs were readily soluble in polar solvents such as N-methyl-2-pyrrolidone (NMP) and N,N-dimethylacetamide (DMAc) and could be solution-cast to transparent and tough films with high tensile strengths. The PNIs exhibited high thermal stability, with glass-transition temperatures of 262-383 °C, 10% weight loss temperatures above 528 °C in nitrogen or air, and char yields at 800 °C in nitrogen higher than 50%. In comparison with analogous PNIs without the -CF3 substituents, these fluorinated PNIs revealed an enhanced solubility and better film-forming capability. |
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Keywords: | Naphthalene dianhydride Polynaphthalimides Fluorinated polyimides Trifluoromethyl Bis(ether amine)s |
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