TY - JOUR
T1 - Geometry and electronic coupling in perylenediimide stacks
T2 - Mapping structure - charge transport relationships
AU - Vura-Weis, Josh
AU - Ratner, Mark A.
AU - Wasielewski, Michael R.
PY - 2010/3/1
Y1 - 2010/3/1
N2 - (Chemical Equation Presented) The binding energy and electronic coupling of perylenediimide (PDI) Π-stacked dimers were calculated using M06-2X/6-31++G** as a function of stacking geometry. Due to shallow minima in the potential energy surface, electronic coupling can vary by over an order of magnitude among energetically accessible geometries. The coupling was then determined for 20 PDI derivatives with various substitutions at the imide region, and several were identified as the most promising candidates for organic thin film transistors (OTFTs). This strategy of side-by-side comparison of binding energy and electronic coupling may prove useful for other Π-stacked OTFTs such as pentacene and poly(thiophene) derivatives.
AB - (Chemical Equation Presented) The binding energy and electronic coupling of perylenediimide (PDI) Π-stacked dimers were calculated using M06-2X/6-31++G** as a function of stacking geometry. Due to shallow minima in the potential energy surface, electronic coupling can vary by over an order of magnitude among energetically accessible geometries. The coupling was then determined for 20 PDI derivatives with various substitutions at the imide region, and several were identified as the most promising candidates for organic thin film transistors (OTFTs). This strategy of side-by-side comparison of binding energy and electronic coupling may prove useful for other Π-stacked OTFTs such as pentacene and poly(thiophene) derivatives.
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U2 - 10.1021/ja907761e
DO - 10.1021/ja907761e
M3 - Article
C2 - 20095635
AN - SCOPUS:77249138299
VL - 132
SP - 1738
EP - 1739
JO - Journal of the American Chemical Society
JF - Journal of the American Chemical Society
SN - 0002-7863
IS - 6
ER -