Novel triphenylamine polyazomethines bearing carbazole and trifluoromethyl substituents: Preparation and electrochromic behavior
| Autor: | Yu Liu, Wen-Ze Li, Lifei Pang, Tingjun Liu, Jiuyang Wang, Jinyu Guo |
|---|---|
| Rok vydání: | 2020 |
| Předmět: |
Thermogravimetric analysis
Materials science Carbazole Process Chemistry and Technology General Chemical Engineering 02 engineering and technology 010402 general chemistry 021001 nanoscience & nanotechnology Triphenylamine 01 natural sciences 0104 chemical sciences chemistry.chemical_compound Differential scanning calorimetry chemistry Electrochromism Diamine Polymer chemistry Cyclic voltammetry 0210 nano-technology HOMO/LUMO |
| Zdroj: | Dyes and Pigments. 173:107921 |
| ISSN: | 0143-7208 |
| DOI: | 10.1016/j.dyepig.2019.107921 |
| Popis: | A series of novel polyazomethines (PAMs) were successfully synthesised as reported herein. In particular, a new electroactive diamine 3″-trifluoromethyl-4, 4′-diamino-4″-N-carbazolyl triphenylamine (IV) underwent direct polycondensation reactions with various dialdehydes, such as terephthalaldehyde (Va), 1, 3-isophthalaldehyde (Vb), o-phthalaldehyde (Vc) and 4, 4′-diformyltriphenylamine (Vd) to yield a sequence of novel PAMs: VIa-VId. These polymers were tested via differential scanning calorimetry (DSC) to have very high glass transition temperatures (Tgs, 237–271 °C). Meanwhile, thermogravimetric analysis (TGA) indicated that all of the PAMs in these series were stable with a 5% weight loss in nitrogen atmosphere (444–483 °C). These PAMs films were tested via cyclic voltammetry (CV) and calculated to have HOMO levels between −5.09 and −5.29 eV, LUMO levels between −2.47 and −3.18 eV (relative to vacuum levels). The color of the PAMs films can be changed from yellow in the initial neutral state to red via electrooxidation during the period of 0.0–1.3 V, and then becomes purple as the voltage rises to 1.5 V. A variety of pH- and chemical doping-responsive color changes were also observed. Taking into account the sensitive properties of PAMs, this PAMs will have broad application prospects, such as chemical sensors, OLEDs and solar cells. |
| Databáze: | OpenAIRE |
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