TY - JOUR
T1 - Naphthalenedicarboximide- vs perylenedicarboximide-based copolymers. synthesis and semiconducting properties in bottom-gate N-channel organic transistors
AU - Chen, Zhihua
AU - Zheng, Yan
AU - Yan, He
AU - Facchetti, Antonio
PY - 2009/1/14
Y1 - 2009/1/14
N2 - Two new n-channel polymeric semiconductors for organic thin-film transistors (TFTs) based on electron-depleted perylene- (PDI) and naphthalene-dicarboxyimide (NDI) polymerized with dithiophene are reported: poly{[N,N'-bis(2-octyldodecyl)-1,4,5,8-naphthalene dicarboximide-2,6-diyl]-alt- 5,5'-(2,2'-bithiophene)}, P(NDI2OD-T2), and poly{[N,N'-bis(2-octyldodecyl)-3,4, 9,10-perylenedicarboximide-(1,7ε1,6)-diyl]-alt-5,5'-(2,2'-bithiophene)}, P(PDI2OD-T2). Polymer regioregularity and electronic structure strongly depend on the rylene co-monomer. The use of NDI enables a regioregular and high-molecular-weight polymer with greatly stabilized electron transport in ambient. Unoptimized P(NDI2OD-T2)-based TFTs exhibit good electron mobilities [μe ≈ 0.04 (0.01) cm 2/V·s in vacuum (ambient after 16 weeks) vs μe ≈ 0.003 (2 × 10 -4) cm 2/V·s in vacuum (ambient after 1.5 week) for P(PDI2OD-T2)] and on-off current modulation [I on:I off > 10 6].
AB - Two new n-channel polymeric semiconductors for organic thin-film transistors (TFTs) based on electron-depleted perylene- (PDI) and naphthalene-dicarboxyimide (NDI) polymerized with dithiophene are reported: poly{[N,N'-bis(2-octyldodecyl)-1,4,5,8-naphthalene dicarboximide-2,6-diyl]-alt- 5,5'-(2,2'-bithiophene)}, P(NDI2OD-T2), and poly{[N,N'-bis(2-octyldodecyl)-3,4, 9,10-perylenedicarboximide-(1,7ε1,6)-diyl]-alt-5,5'-(2,2'-bithiophene)}, P(PDI2OD-T2). Polymer regioregularity and electronic structure strongly depend on the rylene co-monomer. The use of NDI enables a regioregular and high-molecular-weight polymer with greatly stabilized electron transport in ambient. Unoptimized P(NDI2OD-T2)-based TFTs exhibit good electron mobilities [μe ≈ 0.04 (0.01) cm 2/V·s in vacuum (ambient after 16 weeks) vs μe ≈ 0.003 (2 × 10 -4) cm 2/V·s in vacuum (ambient after 1.5 week) for P(PDI2OD-T2)] and on-off current modulation [I on:I off > 10 6].
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U2 - 10.1021/ja805407g
DO - 10.1021/ja805407g
M3 - Article
C2 - 19090656
AN - SCOPUS:67749108292
SN - 0002-7863
VL - 131
SP - 8
EP - 9
JO - Journal of the American Chemical Society
JF - Journal of the American Chemical Society
IS - 1
ER -