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Synthesis and characterization of novel highly soluble and optical transparent polyimides containing tert-butyl and morpholinyl moieties

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Abstract

A series of novel organo-soluble and optical transparent polyimides were synthesized via conventional one-step polycondensation from a novel diamine, 3,3′-diterbutyl-4,4′-diaminodiphenyl-4″-morpholinophenylmethane (TAMPM) and various commercial aromatic dianhydrides. The structures of monomer and polymers were confirmed by FT-IR and NMR. The solubility, thermal stability, optical transparency, dielectric and hydrophobic properties of polyimides were investigated. The results showed polymers presented excellent solubility in common organic solvents, such as N,N-dimethylformamide (DMF), N,N-dimethyl acetamide (DMAc), dimethyl sulfoxide (DMSO), N-methyl-2-pyrrolidone (NMP), chloroform (CHCl3), tetrahydrofuran (THF) and dichloromethane (CH2Cl2). The polymers exhibited prominent thermal stability and high optical transparency with the glass transition temperature (T g) in the range of 311–355 °C, and the cutoff wavelengths in the range of 287–344 nm. Furthermore, all of the polymers also presented low dielectric constants in the range of 2.85–3.16 at 1 MHz, and outstanding hydrophobic properties with the contact angle in the rang of 85.1–94.2 o.

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Abbreviations

TAMPM:

3,3′-diterbutyl-4,4′-diaminodiphenyl-4″-morpholinophenylmethane

PMDA:

Pyromellitic dianhydride

BPDA:

3,3′,4,4′-biphenyltetracarboxylic dianhydride

ODPA:

4,4′-oxydiphthalic anhydride

BTDA:

3,3,4,4′-benzophenone tetracarboxylic dianhydride

6FDA:

(4,4-hexafluoroisopropylidene)-diphthalic anhydride

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Acknowledgments

This work was financially supported by the National Natural Science Foundation of China (Nos. 51163003 and 21264005), the fund of Guangxi Natural Science Foundation (Nos. 2014GXNSFAA118040 and 2013GXNSFDA019008), Guangxi Ministry-Province Jointly-Constructed Cultivation Base for State Key Laboratory of Processing for Non-ferrous Metal and Featured Materials (13KF-3), and Guangxi Funds for Specially-appointed Expert.

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Authors and Affiliations

  1. Key Laboratory of New Processing Technology for Nonferrous Metal & Materials, Ministry of Education, and School of Material Science and Engineering, Guilin University of Technology, Guilin, 541004, People’s Republic of China

    Xiaohua Huang, Mei Mei, Chanjuan Liu, Xianglin Pei & Chun Wei

  2. Ministry of Education Key Laboratory for the Chemistry and Molecular Engineering of Medicinal Resources, School of Chemistry and Pharmaceutical Science, Guangxi Normal University, Guilin, 541004, People’s Republic of China

    Chanjuan Liu

Authors
  1. Xiaohua Huang
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  2. Mei Mei
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  3. Chanjuan Liu
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  4. Xianglin Pei
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  5. Chun Wei
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Correspondence to Xiaohua Huang.

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Huang, X., Mei, M., Liu, C. et al. Synthesis and characterization of novel highly soluble and optical transparent polyimides containing tert-butyl and morpholinyl moieties. J Polym Res 22, 169 (2015). https://doi.org/10.1007/s10965-015-0820-5

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  • DOI: https://doi.org/10.1007/s10965-015-0820-5

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