Synthesis and Properties of Conjugated Polymers Containing Ethylenedioxythiophene Substituted Acenaphthenequinoxaline
|Course||Chemical Engineering and Technology|
|Keywords||Conjugated polymers 3,4 - ethylenedioxy thiophene Naphthyl quinoxaline forest Electrochromic Electrochemical Properties|
Quinoxaline compounds are an important class of heterocyclic benzo pyrazine electron deficient type compounds, and a wide range of physiological activity in the organic light-emitting, photovoltaic cells and other fields have a certain application. Quinoxaline ring containing polymers and their electrochromic research is a recent research focus. Although polymers containing quinoxaline ring research has continued without interruption, but the side chain is a planar structure quinoxaline monomer with other electron-rich polymer rings research is still rarely reported. Thiophene compound is a typical electron-rich unit, the electronic unit can communicate with other components lack of charge transfer structure. Compared with thiophene, thiophene ethylenedioxythiophene (EDOT) thiophene rings 3 and 4-positions is substituted, the polymerization is prevented α-β thiophene ring and allow the polymer chains are more regular and orderly. Based on the above ideas, the charge mobility synthesized and conjugated molecules (5,8 - bis (3,4 - ethylenedioxythiophene thiazolyl yl) - naphthyl quinoxaline). The main contents as follows: 1 Synthesis of a lower oxidation potential, the narrow band gap of the new charge mobility conjugated molecules -5,8 - bis (3,4 - ethylenedioxythiophene thiazolyl yl) - naphthalene quinoxaline. By UV-visible spectroscopy, fluorescence spectroscopy, 1H NMR testing methods were characterized. By electrochemical polymerization of poly (5,8 - bis (3,4 - ethylenedioxythiophene thiazolyl yl) - quinoxaline naphthyl) film. This polymer film at -2.0 ~ 1.5 V with electrochromic properties, film color from dark green transparent pale blue (oxidation state), turn red (reduced state). The electrochromic its faster response time is expected to use in the electrochromic material. 2 with FeCl3 as an oxidant and the solid-phase polymerization by the solution preparation of poly (5,8 - bis (3,4 - ethylenedioxythiophene thiazolyl yl) - naphthyl quinoxaline). By comparing the two methods conductivity of the polymer synthesized, the electrode acts to determine the optimum amount of oxidant and polymerization method. The results showed that: the number of moles of oxidant to monomer is 2:1 to solid phase polymerization synthetic polymers having a high specific capacitance and excellent cycle stability in acidic electrolytes current density of 1 mA.cm-2, the first discharge capacitor reaches 114 F. g-1, after 1000 charge-discharge capacity retention rate after 94%. In order to improve the conductivity of the polymer, in the solid-phase polymerization under optimum conditions sulfonic acid as a dopant selected several doped polymer was synthesized, the results show that when the naphthalene-sulfonic acid doped to Improve its conductivity orders of magnitude, but has little effect on its electrochemical behavior. 4 Sonogashira coupling reaction by 5,8 - bis (3,4 - ethylenedioxythiophene thiazolyl yl) - naphthyl quinoxaline and long-chain alkoxy group with a different terephthalic alternating copolymerization acetylene obtained two species has good thermal stability and electrochemical activity of the soluble polymer.