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Synthesis and characterization of a new photosensitive and electroactive polyamide/LDH nanocomposite containing azo groups

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Abstract

A new photosensitive and electroactive polyamide containing azobenzene in the side chain and triphenylamine unit in the main chain was prepared by reaction of 5-((4-(dimethylamino)phenyl)diazenyl)isophthalic acid (1) and 4-N-(4-aminophenyl)-4-N-phenyl benzene-1,4-diamine (2). A novel ternary (Mg–Zn–Al–) layered double hydroxide modified with calcon indicator (LDH-calcon) was prepared by a co-precipitation method. The solution intercalation technique was used to prepare nanocomposites from the polyamide and LDH-calcon in a solution of N,N-dimethylformamide. The LDH-calcon in polyamide 3 and 6 wt% was prepared. The photoisomerization of samples was monitored by 1H-NMR and UV–Vis spectroscopy. The absorption maxima (λmax) peak of 316 nm due to π–π∗ transition of trans-azobenzene chromophores modified to 254 nm UV irradiation. Cyclic voltammograms of the polyamide films on glassy carbon illustrated reversible redox around 0.6–0.86 V were enhanced by the addition of LDH-calcon. The thermal analysis exhibited enhanced T5 and T10 of polyamide with 3% LDH-calcon by about 76 °C and 174 °C, respectively, for nanocomposite containing 3 mass% of LDH-calcon and by about 26 °C and 15 °C for 6 mass%, respectively. Moreover, the char residues of nanocomposite increase as compared to neat polyamide.

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Authors and Affiliations

  1. Department of Chemistry, Faculty of Science, Lorestan University, Khorramabad, Iran

    Nematollah Basaki & Ali Kakanejadifard

  2. Department of Chemistry and Polymer, Faculty of Chemistry and Petrochemical Engineering, Standard Research Institute (SRI), P.O. Box 31745-139, Karaj, Iran

    Meisam Shabanian

  3. Department of Chemistry, Faculty of Science, Arak University, Arak, 38156-8-8349, Iran

    Khalil Faghihi

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  1. Nematollah Basaki
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  2. Ali Kakanejadifard
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  3. Meisam Shabanian
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  4. Khalil Faghihi
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Correspondence to Ali Kakanejadifard.

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Basaki, N., Kakanejadifard, A., Shabanian, M. et al. Synthesis and characterization of a new photosensitive and electroactive polyamide/LDH nanocomposite containing azo groups. Polym. Bull. 77, 6433–6448 (2020). https://doi.org/10.1007/s00289-019-03048-8

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  • DOI: https://doi.org/10.1007/s00289-019-03048-8

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