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Synthesis of an Aliphatic Dianhydride Monomer and Its Colourless, Low Dielectric Constant Aliphatic Polyimides

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Abstract

An aliphatic dianhydride containing amide functionality (–NCOCH3), ethylenediamine-N,N '-disuccinic acid anhydride (EDSA) was synthesized via base catalyzed N-alkylation of aspartic acid with 1,2‑dibromoethane followed by dehydration of the N-alkylated product with Ac2O and pyridine. Four aliphatic polyimides (API) were prepared via two-step condensation polymerization of EDSA with four diamines (three straight chain aliphatic diamines and one alicyclic diamine). The polyimide film of EDSA with 4,4′-methylene bis(2-methyl cyclohexylamine) was almost colourless (cut of wavelength λ0 = 312 nm and transmittance > 90% in the range of 450–800 nm). T10 (temperature of 10% weight loss) of API were in the range of 417–457°C and Tg of 149–178°C. The API films exhibited low dielectric constants of 2.31–2.92 at 1 MHz.

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Funding

Support for this work is gratefully acknowledged from the Department of Science and Technology and Biotechnology (DSTBT), Government of West Bengal, India under Grant no. 218(Sanc.)/ST/P/S&T/15G-23/2017.

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  1. Department of Chemistry, Narasinha Dutt College, Affiliated to the University of Calcutta, West Bengal, India

    Pradip Kumar Tapaswi

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  1. Pradip Kumar Tapaswi
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Correspondence to Pradip Kumar Tapaswi.

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Pradip Kumar Tapaswi Synthesis of an Aliphatic Dianhydride Monomer and Its Colourless, Low Dielectric Constant Aliphatic Polyimides. Polym. Sci. Ser. B 65, 881–892 (2023). https://doi.org/10.1134/S1560090424701306

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  • DOI: https://doi.org/10.1134/S1560090424701306

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