Low Band Gap Donor⁻Acceptor Type Polymers Containing 2,3-Bis(4-(decyloxy)phenyl)pyrido[4,3-b]pyrazine as Acceptor and Different Thiophene Derivatives as Donors.

Abstract

Four donor–acceptor type conducting polymers, namely poly(2,3-bis(4-decyloxy)phenyl)-5,8-bis(4-thiophen-2-yl)pyrido[4,3-b]pyrazine) (P1), poly(2,3-bis(4-decyloxy)phenyl)-5,8-bis(4-butylthiophen-2-yl)pyrido[4,3-b]pyrazine) (P2), poly(2,3-bis(4-(decyloxy)phenyl)-5,8-bis(4-hexyloxythiophen-2-yl)pyrido[4,3-b]pyrazine) (P3) and poly(2,3-bis(4-(decyloxy)phenyl)-5,8-bis(2,3-dihydrothieno[3,4-b][1,4]dioxin-7-yl)pyrido[4,3-b]pyrazine) (P4), containing thiophene or its derivative as the donor and pyrido[4,3-b]pyrazine as the acceptor were prepared and characterized by cyclic voltammetry, scanning electron microscopy, and UV-Vis spectroscopy to detect the influence of the donor units’ strength on the electrochromic performances. The results demonstrated that all of the polymers could be reversibly reduced and oxidized by p-type doping and n-type doping, and showed near-infrared activities and different color changes in p-type doping process. Especially, P3 and P4 showed lower optical band gap than P1 and P2 due to the strong electron-donating hexyloxythiophen group of P3 and ethylenedioxythiophene group of P4. Besides, P3 and P4 displayed the saturated green color at the neutral state and the desirable transparency at the oxidized state. All the polymers displayed desirable optical contrasts, satisfactory coloration efficiency, excellent stability and short switching time, which made the polymers fascinating candidates in the electrochromic device applications.