Comparing random and regular diketopyrrolopyrrole-bithiophene-thienopyrrolodione terpolymers for organic photovoltaics

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Abstract

Isomeric random and regular alternating p-conjugated terpolymers comprising diketopyrrolopyrrole (DPP), thienopyrrolodione (TPD), and bithiophene (2T) were synthesized to study the effect of the sequential distribution of monomeric units on the semiconducting properties. The optical and electrochemical properties and the performance in photovoltaic cells of the random and regular terpolymers are found to be significantly different. DPP2T-rich sections in the random terpolymer cause higher HOMO and deeper LUMO energy levels and a smaller optical band gap compared to the regular terpolymer. The randomization of DPP and TPD units along the chain has a negative effect on the photovoltaic performance, resulting in power conversion efficiencies of merely 1.0% for the random terpolymer while a more favorable efficiency of 5.3% is obtained for the regular terpolymer when combined with a fullerene acceptor.
Original languageEnglish
Pages (from-to)17899-17905
Number of pages6
JournalJournal of Materials Chemistry A
Volume2
DOIs
Publication statusPublished - 2014

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Terpolymers
Fullerenes
Photovoltaic cells
Optical band gaps
Electrochemical properties
Electron energy levels
Conversion efficiency
Optical properties

Cite this

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title = "Comparing random and regular diketopyrrolopyrrole-bithiophene-thienopyrrolodione terpolymers for organic photovoltaics",
abstract = "Isomeric random and regular alternating p-conjugated terpolymers comprising diketopyrrolopyrrole (DPP), thienopyrrolodione (TPD), and bithiophene (2T) were synthesized to study the effect of the sequential distribution of monomeric units on the semiconducting properties. The optical and electrochemical properties and the performance in photovoltaic cells of the random and regular terpolymers are found to be significantly different. DPP2T-rich sections in the random terpolymer cause higher HOMO and deeper LUMO energy levels and a smaller optical band gap compared to the regular terpolymer. The randomization of DPP and TPD units along the chain has a negative effect on the photovoltaic performance, resulting in power conversion efficiencies of merely 1.0{\%} for the random terpolymer while a more favorable efficiency of 5.3{\%} is obtained for the regular terpolymer when combined with a fullerene acceptor.",
author = "K.H. Hendriks and G.H.L. Heintges and M.M. Wienk and R.A.J. Janssen",
year = "2014",
doi = "10.1039/C4TA04118F",
language = "English",
volume = "2",
pages = "17899--17905",
journal = "Journal of Materials Chemistry A",
issn = "2050-7488",
publisher = "Royal Society of Chemistry",

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Comparing random and regular diketopyrrolopyrrole-bithiophene-thienopyrrolodione terpolymers for organic photovoltaics. / Hendriks, K.H.; Heintges, G.H.L.; Wienk, M.M.; Janssen, R.A.J.

In: Journal of Materials Chemistry A, Vol. 2, 2014, p. 17899-17905.

Research output: Contribution to journalArticleAcademicpeer-review

TY - JOUR

T1 - Comparing random and regular diketopyrrolopyrrole-bithiophene-thienopyrrolodione terpolymers for organic photovoltaics

AU - Hendriks, K.H.

AU - Heintges, G.H.L.

AU - Wienk, M.M.

AU - Janssen, R.A.J.

PY - 2014

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N2 - Isomeric random and regular alternating p-conjugated terpolymers comprising diketopyrrolopyrrole (DPP), thienopyrrolodione (TPD), and bithiophene (2T) were synthesized to study the effect of the sequential distribution of monomeric units on the semiconducting properties. The optical and electrochemical properties and the performance in photovoltaic cells of the random and regular terpolymers are found to be significantly different. DPP2T-rich sections in the random terpolymer cause higher HOMO and deeper LUMO energy levels and a smaller optical band gap compared to the regular terpolymer. The randomization of DPP and TPD units along the chain has a negative effect on the photovoltaic performance, resulting in power conversion efficiencies of merely 1.0% for the random terpolymer while a more favorable efficiency of 5.3% is obtained for the regular terpolymer when combined with a fullerene acceptor.

AB - Isomeric random and regular alternating p-conjugated terpolymers comprising diketopyrrolopyrrole (DPP), thienopyrrolodione (TPD), and bithiophene (2T) were synthesized to study the effect of the sequential distribution of monomeric units on the semiconducting properties. The optical and electrochemical properties and the performance in photovoltaic cells of the random and regular terpolymers are found to be significantly different. DPP2T-rich sections in the random terpolymer cause higher HOMO and deeper LUMO energy levels and a smaller optical band gap compared to the regular terpolymer. The randomization of DPP and TPD units along the chain has a negative effect on the photovoltaic performance, resulting in power conversion efficiencies of merely 1.0% for the random terpolymer while a more favorable efficiency of 5.3% is obtained for the regular terpolymer when combined with a fullerene acceptor.

U2 - 10.1039/C4TA04118F

DO - 10.1039/C4TA04118F

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SN - 2050-7488

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