Citation

BibTex format

@article{Heeney:2021:10.1002/anie.202013625,
author = {Heeney, M and Kafourou, P and Park, B and Luke, J and Luxi, T and Panidi, J and Glöcklhofer, F and Kim, J and Anthopoulos, TD and Kim, J-S and Lee, K and Kwon, S},
doi = {10.1002/anie.202013625},
journal = {Angewandte Chemie International Edition},
pages = {5970--5977},
title = {One-step six-fold cyanation of benzothiadiazole acceptor Units for air-stable high-performance n-type organic field-effect transistors},
url = {http://dx.doi.org/10.1002/anie.202013625},
volume = {60},
year = {2021}
}

RIS format (EndNote, RefMan)

TY  - JOUR
AB - We report a new high electron affinity acceptor end group for organic semiconductors, 2,1,3-benzothiadiazole-4,5,6-tricarbonitrile (TCNBT). An n-type organic semiconductor with an indacenodithiophene (IDT) core and TCNBT end groups was synthesized by a six-fold nucleophilic substitution with cyanides on a fluorinated precursor, itself prepared by a direct arylation approach. This one-step chemical modification was found to significantly impact the molecular properties: the fluorinated precursor, TFBT IDT, a poor ambipolar semiconductor, was converted into TCNBT IDT, a good n-type semiconductor. The highly electron-deficient end group TCNBT dramatically decreased the energy of the highest occupied and lowest unoccupied molecular orbitals (HOMO/LUMO) compared to the fluorinated analogue and improved the molecular orientation when utilized in n-type organic field-effect transistors (OFETs). Solution-processed OFETs based on TCNBT IDT exhibited a charge carrier mobility of up to µ e ≈ 0.15 cm 2 V -1 s -1 with excellent ambient stability for 100 hours, highlighting the benefits of the cyanated end group and the synthetic approach.
AU - Heeney,M
AU - Kafourou,P
AU - Park,B
AU - Luke,J
AU - Luxi,T
AU - Panidi,J
AU - Glöcklhofer,F
AU - Kim,J
AU - Anthopoulos,TD
AU - Kim,J-S
AU - Lee,K
AU - Kwon,S
DO - 10.1002/anie.202013625
EP - 5977
PY - 2021///
SN - 1433-7851
SP - 5970
TI - One-step six-fold cyanation of benzothiadiazole acceptor Units for air-stable high-performance n-type organic field-effect transistors
T2 - Angewandte Chemie International Edition
UR - http://dx.doi.org/10.1002/anie.202013625
UR - https://www.ncbi.nlm.nih.gov/pubmed/33315288
UR - https://onlinelibrary.wiley.com/doi/10.1002/anie.202013625
UR - http://hdl.handle.net/10044/1/85031
VL - 60
ER -