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CC BY-NC-ND 4.0 · Organic Materials 2022; 4(04): 268-276
DOI: 10.1055/s-0042-1757979
Organic Materials in India
Original Article

Cyclopenta[c]thiophene- and Diketopyrrolopyrrole-Based Red-Green-Blue Electrochromic Polymers

Sashi Debnath 
a   Department of Chemical Sciences, Indian Institute of Science Education and Research Kolkata, Mohanpur, West Bengal, 741246, India
,
Ganesh Masilamani
b   Department of Chemistry, SRM Institute of Science and Technology, Kattankulathur, Tamil Nadu, 603203, India
,
Abhijeet Agrawal
a   Department of Chemical Sciences, Indian Institute of Science Education and Research Kolkata, Mohanpur, West Bengal, 741246, India
,
Neha Rani Kumar
a   Department of Chemical Sciences, Indian Institute of Science Education and Research Kolkata, Mohanpur, West Bengal, 741246, India
,
Chandan Kumar
a   Department of Chemical Sciences, Indian Institute of Science Education and Research Kolkata, Mohanpur, West Bengal, 741246, India
,
Sanjio S. Zade 
a   Department of Chemical Sciences, Indian Institute of Science Education and Research Kolkata, Mohanpur, West Bengal, 741246, India
,
Anjan Bedi 
b   Department of Chemistry, SRM Institute of Science and Technology, Kattankulathur, Tamil Nadu, 603203, India
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Abstract

Cyclopenta[c]thiophene (CPT)-based polymers are potential candidates in organic electronics. Here, we report the first solution-processable red homopolymer (P1) of a thiophene-capped derivative of CPT (DHTCPT), and a blue homopolymer (P2) of N-substituted thienodiketopyrrolopyrrole (DEHTDPP). Additionally, by alternatingly copolymerizing the DHTCPT and DEHTDPP units, we achieved the green copolymer P3, thus completing the red-green-blue color wheels. We have shown experimentally and computationally (time-dependent density functional theory and natural bond orbital calculations) that P1 and P2 have very different optoelectronic features. However, in a donor–acceptor (D–A) copolymer P3, the optoelectronic properties have been tuned significantly to keep it in an intermediate range of P1 and P2. P2 and P3 absorb throughout the whole UV-vis range of the solar spectrum. Furthermore, all polymers showed electrochromism to switch colors between neutral and polaronic states in solution. For P1, the maximum optical contrast (%ΔT) was observed for the SOMO→LUMO transition, whereas P3 displayed the maximum %ΔT at the HOMO→LUMO transition.

Key words

conducting polymers - solution-processable - donor–acceptor polymer - electrochromicity - optical contrast

Supporting Information



Publication History

Received: 03 September 2022

Accepted: 09 November 2022

Article published online:
13 December 2022

© 2022. The Author(s). This is an open access article published by Thieme under the terms of the Creative Commons Attribution-NonDerivative-NonCommercial License, permitting copying and reproduction so long as the original work is given appropriate credit. Contents may not be used for commercial purposes, or adapted, remixed, transformed or built upon. (https://creativecommons.org/licenses/by-nc-nd/4.0/)

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