Synthesis and electrochromic properties of epoxy materials containing triphenylamine units

Abstract

A series of novel aromatic epoxy resins are prepared from the epichlorohydrin (ECH) and di(4-hydroxybenzylideneamino) triphenylamine (DHB-TPA) monomers, which are synthesized from different triphenylamine (TPA)-containing diamines and phydroxybenzaldehyde. FT-IR, 1 H NMR and UV-Vis absorption spectra are employed to characterize the chemical structures of the polymers. All the polymers are amorphous, soluble in a variety of common organic solvents. The thermal properties of the polymers are investigated by thermogravimetric analysis (TGA) indicating good thermal stabilities compared with conventional epoxy resins on behalf of the introduction of aromatic TPA groups. All the polymers exhibit excellent reversibility of electrochromic characteristics by continuous cyclic scans between 0 and 2.0 V with the color changing from green to blue. The polymers also display photoelectrical response. The above properties prove that the series of polymers exhibit high thermal stability, excellent reversibility of electrochromic characteristics and photoelectric behaviours, which can be prospective candidates as electrochromic materials and photoelectrical conversion materials.

A Heat‐Resistant Polymer Based on the Reversible Change in Polymer Skeleton Structure for Self‐Anticounterfeiting

“…[ 36 ] EP1: The novel aromatic epoxy resin was prepared from epichlorohydrin and di(4‐hydroxybenzylideneamino) triphenylamine. [ 37 ] DBA‐VQphV‐TCFph: 2‐(3‐Cyano‐4‐((E)−2‐(6‐((E)−4‐(dibutylamino)styryl)−3‐phenylquinoxalin‐2‐yl)vinyl)−5‐methyl‐5‐phenylfuran‐2(5H)‐ylidene)malononitrile. [ 38 ] c) DSC curves of PIK.…”

“…At the same time, comparing the T 5% of PIK with other organic stimuli-chromic materials reported in the literature, we can see that the PIK has high thermal stability (Figure 2b). [21,34,[36][37][38] The DSC curve of PIK shows an obvious endothermic step, and the glass transition temperature (T g ) is 238 °C (Figure 2c). Compared with other stimuli-chromic polymers, PIK can obviously serve at higher ambient temperatures for a long time (Figure 2d).…”

Color combination of polysiloxane polymer by introducing two different triphenylamine based pendent groups for electrochromism

“…Liou and Hsiao realized that introducing electron donor group at the para‐position of phenyl group of the TPA unit could stabilize TPA cationic radicals, improve the electrochemical and electrochromic stability, and decrease the oxidation potential. Our group also obtained TPA‐containing polymers such as polyimides, polyurethanes, polyazomethines, and epoxy resins, etc . The relationship between the polymer structures and the photoelectron, electrochemical, and electrochromic properties was studied thoroughly.…”