Novel triphenylamine polyazomethines bearing carbazole and trifluoromethyl substituents: Preparation and electrochromic behavior
Novel triphenylamine polyazomethines bearing carbazole and trifluoromethyl substituents: Preparation and electrochromic behavior
复制标题
DOI：
10.1016/j.dyepig.2019.107921
复制
发表时间：
2020-02-01
影响因子：
4.5
通讯作者：
Li, Wenze
中科院分区：
文献类型：
--
作者：
Liu, Yu;Pang, Lifei;Li, Wenze
本文报道了一系列新型聚甲亚胺（PAM）的合成。特别地，新的电活性二胺3“-三氟甲基-4，4”-二氨基-4”-N-咔唑基三苯胺（N）与各种二醛（如苯甲醛（Va）、1，3-苯甲醛（Vb）、邻苯二甲醛（Vc）和4，4“-二甲酰基三苯胺（Vd））进行直接缩聚反应，得到一系列新的PAM：VIa-VId。通过差示扫描量热法（DSC）测试这些聚合物具有非常高的玻璃化转变温度（T（g）s，237-271 ℃）。同时，热重分析（TGA）表明，这些系列中的所有PAM都是稳定的，在氮气气氛（444-483 ℃）中具有5%的重量损失。通过循环伏安法（CV）测试这些PAM膜，并计算出HOMO能级在-5.09至-5.29eV之间，LUMO能级在-2.47至-3.18eV之间（相对于真空能级）。在0.0- 1.3V的电压范围内，PAMs膜的颜色由中性时的黄色变为红色，当电压升高到1.5V时，PAMs膜的颜色变为紫色。考虑到PAM的敏感特性，这类PAM将在化学传感器、OLED和太阳能电池等方面具有广阔的应用前景。
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 (N) 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 (T(g)s, 237-271 degrees 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 degrees 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.