Novel high band gap pendant-borylated carbazole polymers with deep HOMO levels through direct +N=B- interaction for organic photovoltaics

Rasmus G. Brandt, Steffen G. Sveegaard, Manjun Xiao, Wei Yue, Zhengkun Du, Meng Qiu, Dechan Angmo, Thomas Rieks Andersen, Frederik C Krebs, Renqiang Yang, Donghong Yu

Research output: Contribution to journalJournal articleResearchpeer-review

Abstract

In this communication, we investigate the direct and still conjugated intramolecular +N=B- interactions in novel high band gap borylated carbazole containing polymers, namely, poly(3,6-(N-di(2,4,6-trimethyl)-phenylboryl-carbazole)-alt- 4,8-di(5-(2-ethylhexyl)thiophene-2-yl)benzo[1,2-b: 4,5-b'] dithiophene) (P(3,6-BCBDT)) and poly(3,6-(N-di(2,4,6-trimethyl)phenylboryl-carbazole)-alt-3,3 '''- didodecyl-2,2': 5',2 '': 5 '',2 '''-quaterthiophene) (P(3,6-BCQT)), which result in ambipolarity, high electron affinity, and deep HOMO levels. The quasi-donor-acceptor nature of the two polymers was confirmed by UV-Vis absorption, electro-chemical property studies, and computer modelling. Band gaps of 2.07 eV for P(3,6-BCBDT) and 2.23 eV for P(3,6-BCQT) were obtained. P(3,6-BCQT) afforded a power conversion efficiency of 1.44%, with a Jsc of 4.82 mA cm-2, a Voc of 0.79 V and a FF of 37%, and P(3,6-BCBDT) performed better with an efficiency of 3.82%, with a Jsc of 8.31 mA cm-2, a V-oc of 1.0 V based on its low lying HOMO level, and a FF of 45%.
Original languageEnglish
JournalJournal of Materials Chemistry C
Volume4
Issue number20
Pages (from-to)4393-4401
Number of pages9
ISSN2050-7526
DOIs
Publication statusPublished - 2016

Cite this

Brandt, Rasmus G. ; Sveegaard, Steffen G. ; Xiao, Manjun ; Yue, Wei ; Du, Zhengkun ; Qiu, Meng ; Angmo, Dechan ; Andersen, Thomas Rieks ; Krebs, Frederik C ; Yang, Renqiang ; Yu, Donghong. / Novel high band gap pendant-borylated carbazole polymers with deep HOMO levels through direct +N=B- interaction for organic photovoltaics. In: Journal of Materials Chemistry C. 2016 ; Vol. 4, No. 20. pp. 4393-4401.
@article{1e4b53800889428887ba1aface6ba82f,
title = "Novel high band gap pendant-borylated carbazole polymers with deep HOMO levels through direct +N=B- interaction for organic photovoltaics",
abstract = "In this communication, we investigate the direct and still conjugated intramolecular +N=B- interactions in novel high band gap borylated carbazole containing polymers, namely, poly(3,6-(N-di(2,4,6-trimethyl)-phenylboryl-carbazole)-alt- 4,8-di(5-(2-ethylhexyl)thiophene-2-yl)benzo[1,2-b: 4,5-b'] dithiophene) (P(3,6-BCBDT)) and poly(3,6-(N-di(2,4,6-trimethyl)phenylboryl-carbazole)-alt-3,3 '''- didodecyl-2,2': 5',2 '': 5 '',2 '''-quaterthiophene) (P(3,6-BCQT)), which result in ambipolarity, high electron affinity, and deep HOMO levels. The quasi-donor-acceptor nature of the two polymers was confirmed by UV-Vis absorption, electro-chemical property studies, and computer modelling. Band gaps of 2.07 eV for P(3,6-BCBDT) and 2.23 eV for P(3,6-BCQT) were obtained. P(3,6-BCQT) afforded a power conversion efficiency of 1.44{\%}, with a Jsc of 4.82 mA cm-2, a Voc of 0.79 V and a FF of 37{\%}, and P(3,6-BCBDT) performed better with an efficiency of 3.82{\%}, with a Jsc of 8.31 mA cm-2, a V-oc of 1.0 V based on its low lying HOMO level, and a FF of 45{\%}.",
author = "Brandt, {Rasmus G.} and Sveegaard, {Steffen G.} and Manjun Xiao and Wei Yue and Zhengkun Du and Meng Qiu and Dechan Angmo and Andersen, {Thomas Rieks} and Krebs, {Frederik C} and Renqiang Yang and Donghong Yu",
year = "2016",
doi = "10.1039/c6tc01208f",
language = "English",
volume = "4",
pages = "4393--4401",
journal = "Journal of Materials Chemistry C",
issn = "2050-7526",
publisher = "R S C Publications",
number = "20",

}

Brandt, RG, Sveegaard, SG, Xiao, M, Yue, W, Du, Z, Qiu, M, Angmo, D, Andersen, TR, Krebs, FC, Yang, R & Yu, D 2016, 'Novel high band gap pendant-borylated carbazole polymers with deep HOMO levels through direct +N=B- interaction for organic photovoltaics', Journal of Materials Chemistry C, vol. 4, no. 20, pp. 4393-4401. https://doi.org/10.1039/c6tc01208f

Novel high band gap pendant-borylated carbazole polymers with deep HOMO levels through direct +N=B- interaction for organic photovoltaics. / Brandt, Rasmus G.; Sveegaard, Steffen G.; Xiao, Manjun; Yue, Wei; Du, Zhengkun; Qiu, Meng; Angmo, Dechan; Andersen, Thomas Rieks; Krebs, Frederik C; Yang, Renqiang; Yu, Donghong.

In: Journal of Materials Chemistry C, Vol. 4, No. 20, 2016, p. 4393-4401.

Research output: Contribution to journalJournal articleResearchpeer-review

TY - JOUR

T1 - Novel high band gap pendant-borylated carbazole polymers with deep HOMO levels through direct +N=B- interaction for organic photovoltaics

AU - Brandt, Rasmus G.

AU - Sveegaard, Steffen G.

AU - Xiao, Manjun

AU - Yue, Wei

AU - Du, Zhengkun

AU - Qiu, Meng

AU - Angmo, Dechan

AU - Andersen, Thomas Rieks

AU - Krebs, Frederik C

AU - Yang, Renqiang

AU - Yu, Donghong

PY - 2016

Y1 - 2016

N2 - In this communication, we investigate the direct and still conjugated intramolecular +N=B- interactions in novel high band gap borylated carbazole containing polymers, namely, poly(3,6-(N-di(2,4,6-trimethyl)-phenylboryl-carbazole)-alt- 4,8-di(5-(2-ethylhexyl)thiophene-2-yl)benzo[1,2-b: 4,5-b'] dithiophene) (P(3,6-BCBDT)) and poly(3,6-(N-di(2,4,6-trimethyl)phenylboryl-carbazole)-alt-3,3 '''- didodecyl-2,2': 5',2 '': 5 '',2 '''-quaterthiophene) (P(3,6-BCQT)), which result in ambipolarity, high electron affinity, and deep HOMO levels. The quasi-donor-acceptor nature of the two polymers was confirmed by UV-Vis absorption, electro-chemical property studies, and computer modelling. Band gaps of 2.07 eV for P(3,6-BCBDT) and 2.23 eV for P(3,6-BCQT) were obtained. P(3,6-BCQT) afforded a power conversion efficiency of 1.44%, with a Jsc of 4.82 mA cm-2, a Voc of 0.79 V and a FF of 37%, and P(3,6-BCBDT) performed better with an efficiency of 3.82%, with a Jsc of 8.31 mA cm-2, a V-oc of 1.0 V based on its low lying HOMO level, and a FF of 45%.

AB - In this communication, we investigate the direct and still conjugated intramolecular +N=B- interactions in novel high band gap borylated carbazole containing polymers, namely, poly(3,6-(N-di(2,4,6-trimethyl)-phenylboryl-carbazole)-alt- 4,8-di(5-(2-ethylhexyl)thiophene-2-yl)benzo[1,2-b: 4,5-b'] dithiophene) (P(3,6-BCBDT)) and poly(3,6-(N-di(2,4,6-trimethyl)phenylboryl-carbazole)-alt-3,3 '''- didodecyl-2,2': 5',2 '': 5 '',2 '''-quaterthiophene) (P(3,6-BCQT)), which result in ambipolarity, high electron affinity, and deep HOMO levels. The quasi-donor-acceptor nature of the two polymers was confirmed by UV-Vis absorption, electro-chemical property studies, and computer modelling. Band gaps of 2.07 eV for P(3,6-BCBDT) and 2.23 eV for P(3,6-BCQT) were obtained. P(3,6-BCQT) afforded a power conversion efficiency of 1.44%, with a Jsc of 4.82 mA cm-2, a Voc of 0.79 V and a FF of 37%, and P(3,6-BCBDT) performed better with an efficiency of 3.82%, with a Jsc of 8.31 mA cm-2, a V-oc of 1.0 V based on its low lying HOMO level, and a FF of 45%.

U2 - 10.1039/c6tc01208f

DO - 10.1039/c6tc01208f

M3 - Journal article

VL - 4

SP - 4393

EP - 4401

JO - Journal of Materials Chemistry C

JF - Journal of Materials Chemistry C

SN - 2050-7526

IS - 20

ER -