TY - JOUR
T1 - Functionalized tetrapodal diazatriptycenes for electrostatic dipole engineering in n-type organic thin film transistors
AU - Rohnacher, Valentina
AU - Benneckendorf, Frank S.
AU - Münch, Maybritt
AU - Sauter, Eric
AU - Asyuda, Andika
AU - Barf, Marc-Michael
AU - Tisserant, Jean-Nicolas
AU - Hillebrandt, Sabina
AU - Rominger, Frank
AU - Jänsch, Daniel
AU - Freudenberg, Jan
AU - Kowalsky, Wolfgang
AU - Jaegermann, Wolfram
AU - Bunz, Uwe H. F.
AU - Pucci, Annemarie
AU - Zharnikov, Michael
AU - Müllen, Klaus
N1 - V.R., F.S.B., S.H., M.M., M.-M.B., S.H., J.F., W.K., W.J., A.K., A.P., U.H.F.B., and K.M. acknowledge the German Federal Ministry of Education and Research (BMBF) for
financial support within the INTERPHASE project (nos. 13N13656, 13N13657, 13N13658, 13N13659). V.R. thanks the German Research Foundation for financial support within the SFB1249 project and the Heidelberg Graduate School of Fundamental research.The authors also appreciate financial support by the German Research Foundation (grant ZH 63/39-1) and by the DAAD-ACEH Scholarship of
Excellence (A.A.).
PY - 2020/6/8
Y1 - 2020/6/8
N2 - A diazatriptycene‐based tetrapodal scaffold with thiol anchors enforces a
nearly upright orientation of functional groups, introduced to its
quinoxaline subunit, with respect to the substrate upon formation of
self‐assembled monolayers (SAMs). Substitution with electron‐withdrawing
fluorine and cyano as well as electron‐rich dimethylamino substituents
allows tuning of the molecular dipole and, consequently, of the work
function of gold over a range of 1.0 eV (from 3.9 to 4.9 eV). The
properties of the SAMs are comprehensively investigated by infrared
reflection absorption spectroscopy, near edge X‐ray absorption fine
structure spectroscopy, and X‐ray photoelectron spectroscopy. As
prototypical examples for the high potential of the presented SAMs in
devices, organic thin‐film transistors are fabricated.
AB - A diazatriptycene‐based tetrapodal scaffold with thiol anchors enforces a
nearly upright orientation of functional groups, introduced to its
quinoxaline subunit, with respect to the substrate upon formation of
self‐assembled monolayers (SAMs). Substitution with electron‐withdrawing
fluorine and cyano as well as electron‐rich dimethylamino substituents
allows tuning of the molecular dipole and, consequently, of the work
function of gold over a range of 1.0 eV (from 3.9 to 4.9 eV). The
properties of the SAMs are comprehensively investigated by infrared
reflection absorption spectroscopy, near edge X‐ray absorption fine
structure spectroscopy, and X‐ray photoelectron spectroscopy. As
prototypical examples for the high potential of the presented SAMs in
devices, organic thin‐film transistors are fabricated.
KW - organic field-effect transistors
KW - self-assembled monolayers
KW - tetrapods
KW - triptycenes
KW - work function
U2 - 10.1002/admt.202000300
DO - 10.1002/admt.202000300
M3 - Article
SN - 2365-709X
VL - Early View
JO - Advanced Materials Technologies
JF - Advanced Materials Technologies
M1 - 2000300
ER -