Functionalized perylenes: origin of the enhanced electrical performances

C. Piliego; F. Cordella; D. Jarzab; S. Lu; Z Chen; A. Facchetti; M.A. Loi

doi:10.1007/s00339-008-5024-y

Functionalized perylenes: origin of the enhanced electrical performances

C. Piliego
, F. Cordella
, D. Jarzab
, S. Lu
, Z Chen
, A. Facchetti
, M.A. Loi

Research output: Contribution to journal › Article › Academic › peer-review

29 Citations (Scopus)

Abstract

In this letter we compare the transistor performances of two solution-processed perylene derivatives: N,N'-bis (n-octyl)- dicyanoperylene-3,4:9,10-bis(dicarboximide) (PDI8-CN(2)) and N,N'-1H,1H-perfluorobutyl dicyanoperylenediimide (PDIF-CN(2)). Perylenediimide nitrogen functionalization with perfluoroalkyl vs. alkyl chains improves the electron mobility of solution-processed organic field effect transistors (OFETs) by one order of magnitude. Time resolved spectroscopy allows attributing this increment to a higher degree of co-facial arrangement of the fluorinated molecules. This supramolecular arrangement enhances the pi-pi overlap leading to more efficient electron transport.

Original language	English
Pages (from-to)	303-308
Number of pages	6
Journal	APPLIED PHYSICS A-MATERIALS SCIENCE \& PROCESSING
Volume	95
Issue number	1
DOIs	https://doi.org/10.1007/s00339-008-5024-y
Publication status	Published - Apr-2009

Keywords

FIELD-EFFECT TRANSISTORS
THIN-FILM TRANSISTORS
CHANNEL ORGANIC SEMICONDUCTORS
LIGHT-EMITTING TRANSISTORS
HIGH-MOBILITY
COMPLEMENTARY CIRCUITS
AMBIPOLAR TRANSPORT
DIIMIDE DERIVATIVES
OLIGOMERS
ELECTRONICS

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title = "Functionalized perylenes: origin of the enhanced electrical performances",

abstract = "In this letter we compare the transistor performances of two solution-processed perylene derivatives: N,N'-bis (n-octyl)- dicyanoperylene-3,4:9,10-bis(dicarboximide) (PDI8-CN(2)) and N,N'-1H,1H-perfluorobutyl dicyanoperylenediimide (PDIF-CN(2)). Perylenediimide nitrogen functionalization with perfluoroalkyl vs. alkyl chains improves the electron mobility of solution-processed organic field effect transistors (OFETs) by one order of magnitude. Time resolved spectroscopy allows attributing this increment to a higher degree of co-facial arrangement of the fluorinated molecules. This supramolecular arrangement enhances the pi-pi overlap leading to more efficient electron transport.",

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author = "C. Piliego and F. Cordella and D. Jarzab and S. Lu and Z Chen and A. Facchetti and M.A. Loi",

note = "Relation: http://www.rug.nl/zernike/ Rights: University of Groningen, Zernike Institute for Advanced Materials",

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doi = "10.1007/s00339-008-5024-y",

language = "English",

volume = "95",

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T1 - Functionalized perylenes

T2 - origin of the enhanced electrical performances

AU - Piliego, C.

AU - Cordella, F.

AU - Jarzab, D.

AU - Lu, S.

AU - Chen, Z

AU - Facchetti, A.

AU - Loi, M.A.

N1 - Relation: http://www.rug.nl/zernike/ Rights: University of Groningen, Zernike Institute for Advanced Materials

PY - 2009/4

Y1 - 2009/4

N2 - In this letter we compare the transistor performances of two solution-processed perylene derivatives: N,N'-bis (n-octyl)- dicyanoperylene-3,4:9,10-bis(dicarboximide) (PDI8-CN(2)) and N,N'-1H,1H-perfluorobutyl dicyanoperylenediimide (PDIF-CN(2)). Perylenediimide nitrogen functionalization with perfluoroalkyl vs. alkyl chains improves the electron mobility of solution-processed organic field effect transistors (OFETs) by one order of magnitude. Time resolved spectroscopy allows attributing this increment to a higher degree of co-facial arrangement of the fluorinated molecules. This supramolecular arrangement enhances the pi-pi overlap leading to more efficient electron transport.

AB - In this letter we compare the transistor performances of two solution-processed perylene derivatives: N,N'-bis (n-octyl)- dicyanoperylene-3,4:9,10-bis(dicarboximide) (PDI8-CN(2)) and N,N'-1H,1H-perfluorobutyl dicyanoperylenediimide (PDIF-CN(2)). Perylenediimide nitrogen functionalization with perfluoroalkyl vs. alkyl chains improves the electron mobility of solution-processed organic field effect transistors (OFETs) by one order of magnitude. Time resolved spectroscopy allows attributing this increment to a higher degree of co-facial arrangement of the fluorinated molecules. This supramolecular arrangement enhances the pi-pi overlap leading to more efficient electron transport.

KW - FIELD-EFFECT TRANSISTORS

KW - THIN-FILM TRANSISTORS

KW - CHANNEL ORGANIC SEMICONDUCTORS

KW - LIGHT-EMITTING TRANSISTORS

KW - HIGH-MOBILITY

KW - COMPLEMENTARY CIRCUITS

KW - AMBIPOLAR TRANSPORT

KW - DIIMIDE DERIVATIVES

KW - OLIGOMERS

KW - ELECTRONICS

U2 - 10.1007/s00339-008-5024-y

DO - 10.1007/s00339-008-5024-y

M3 - Article

SN - 0947-8396

VL - 95

SP - 303

EP - 308

JO - APPLIED PHYSICS A-MATERIALS SCIENCE \& PROCESSING

JF - APPLIED PHYSICS A-MATERIALS SCIENCE \& PROCESSING

IS - 1

ER -

Functionalized perylenes: origin of the enhanced electrical performances

Abstract

Keywords

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