TY - JOUR
T1 - Cyano substituted benzotriazole based polymers for use in organic solar cells
AU - Casey, Abby
AU - Green, Joshua P.
AU - Shakya Tuladhar, Pabitra
AU - Kirkus, Mindaugas
AU - Han, Yang
AU - Anthopoulos, Thomas D.
AU - Heeney, Martin
N1 - Generated from Scopus record by KAUST IRTS on 2023-02-14
PY - 2017/1/1
Y1 - 2017/1/1
N2 - A new synthetic route to the electron accepting di-cyano substituted benzo[d][1,2,3]triazole (BTz) monomer 2-(2-butyloctyl)-4,7-di(thiophen-2-yl)-2H-benzotriazole-5,6-dicarbonitrile (dTdCNBTz) is reported. The cyano substituents can be easily introduced to the BTz unit in one step via the nucleophilic aromatic substitution of the fluorine substituents of the fluorinated precursor 2-(2-butyloctyl)-4,7-di(thiophen-2-yl)-2H-benzotriazole-5,6-difluoro (dTdFBTz). Co-polymers were prepared with distannylated benzo[1,2-b:4,5-b′]dithiophene (BDT) monomers containing either 2-ethylhexylthienyl (T-EH) side chains or 2-butyloctylthienyl (T-BO) side chains via Stille coupling to yield the novel medium band gap polymers P1 and P2 respectively. Whilst the organic photovoltaic (OPV) performance of P1 was limited by a lack of solubility, the improved solubility of P2 resulted in promising device efficiencies of up to 6.9% in blends with PC61BM, with high open circuit voltages of 0.95 V.
AB - A new synthetic route to the electron accepting di-cyano substituted benzo[d][1,2,3]triazole (BTz) monomer 2-(2-butyloctyl)-4,7-di(thiophen-2-yl)-2H-benzotriazole-5,6-dicarbonitrile (dTdCNBTz) is reported. The cyano substituents can be easily introduced to the BTz unit in one step via the nucleophilic aromatic substitution of the fluorine substituents of the fluorinated precursor 2-(2-butyloctyl)-4,7-di(thiophen-2-yl)-2H-benzotriazole-5,6-difluoro (dTdFBTz). Co-polymers were prepared with distannylated benzo[1,2-b:4,5-b′]dithiophene (BDT) monomers containing either 2-ethylhexylthienyl (T-EH) side chains or 2-butyloctylthienyl (T-BO) side chains via Stille coupling to yield the novel medium band gap polymers P1 and P2 respectively. Whilst the organic photovoltaic (OPV) performance of P1 was limited by a lack of solubility, the improved solubility of P2 resulted in promising device efficiencies of up to 6.9% in blends with PC61BM, with high open circuit voltages of 0.95 V.
UR - http://xlink.rsc.org/?DOI=C7TA00835J
UR - http://www.scopus.com/inward/record.url?scp=85017185612&partnerID=8YFLogxK
U2 - 10.1039/C7TA00835J
DO - 10.1039/C7TA00835J
M3 - Article
SN - 2050-7488
VL - 5
SP - 6465
EP - 6470
JO - Journal of Materials Chemistry A
JF - Journal of Materials Chemistry A
IS - 14
ER -
