Synthesis and characterization of a new photosensitive and electroactive polyamide/LDH nanocomposite containing azo grou
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Synthesis and characterization of a new photosensitive and electroactive polyamide/LDH nanocomposite containing azo groups Nematollah Basaki1 · Ali Kakanejadifard1 · Meisam Shabanian2 · Khalil Faghihi3 Received: 15 April 2019 / Revised: 22 October 2019 / Accepted: 4 December 2019 © Springer-Verlag GmbH Germany, part of Springer Nature 2019
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-(4aminophenyl)-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 T 5 and T 10 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. Keywords Layered double hydroxide (LDH) · Azopolyamide · Photosensitive · Electroactive · Nanocomposites
Electronic supplementary material The online version of this article (https://doi.org/10.1007/s0028 9-019-03048-8) contains supplementary material, which is available to authorized users. * Ali Kakanejadifard [email protected]; [email protected] 1
Department of Chemistry, Faculty of Science, Lorestan University, Khorramabad, Iran
2
Department of Chemistry and Polymer, Faculty of Chemistry and Petrochemical Engineering, Standard Research Institute (SRI), P.O. Box 31745‑139, Karaj, Iran
3
Department of Chemistry, Faculty of Science, Arak University, Arak 38156‑8‑8349, Iran
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Polymer Bulletin
Introduction In the last decade, some researchers have reported that polyamide including triphenylamine (TPA) has shown stability toward redox cycling and interesting electrochromic properties [1, 2]. Moreover, the incorporation of TPA in the structure of polyamide enhances solubility without sacrificing high thermal stability and makes them suitable for commercial applications [3, 4]. It was reported that electron-donating groups at the para-positions of TPA enhanced the stability of radical cations and electrochromic properties. On the other hand, incorporation of the azo group in polymer backbone has been used for their optical properties
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