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Synthesis, characterization and self-promoted cure behaviors of a new phthalonitrile derivative 4-(4-(3, 5-diaminobenzoyl) phenoxy) phthalonitrile

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Abstract

A new amino-containing phthalonitrile derivative 4-(4-(3, 5-diaminobenzoyl) phenoxy) phthalonitrile (DAPN) was successfully synthesized. Its structure was identified by FT-IR and 1H-NMR. DAPN can be thermally polymerized by duration at 230 °C for various times under a nitrogen atmosphere, even in the absence of curing additives. The thermal properties of the cured products were characterized by TGA and DSC. The 5 and 10% weight loss temperatures ranged from 442 to 446 and 504 to 505 °C, respectively. Char yields (800 °C) were in the range of 72.7–72.9%. DSC data showed that the melting peak of the cured products disappeared due to their thermal polymerization. The insolubility in concentrated sulfuric acid and FT-IR of the cured products indicated the formation of cross-linked networks.

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Acknowledgments

The authors would like to express their special appreciation to Sichuan Santai Gurui Enterprise Co. Ltd. (China) for the provision of FT-IR, DSC and TGA facilities and are also grateful to Mr. Zhifu Huang (Sichuan Santai Gurui Enterprise Co. Ltd., China) for his helpful assistance in FT-IR, DSC and TGA tests.

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Correspondence to Gang Yang.

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Zhou, S., Hong, H., Zeng, K. et al. Synthesis, characterization and self-promoted cure behaviors of a new phthalonitrile derivative 4-(4-(3, 5-diaminobenzoyl) phenoxy) phthalonitrile. Polym. Bull. 62, 581–591 (2009). https://doi.org/10.1007/s00289-009-0041-3

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  • DOI: https://doi.org/10.1007/s00289-009-0041-3

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