DOE PAGES title logo U.S. Department of Energy
Office of Scientific and Technical Information

Title: Highly Contrasting Static Charging and Bias Stress Effects in Pentacene Transistors with Polystyrene Heterostructures Incorporating Oxidizable N , N '-Bis(4-methoxyphenyl)aniline Side Chains as Gate Dielectrics

Abstract

Charge storage and trapping properties of polymer dielectrics govern the charge densities of adjacent semiconductors and greatly influence the on-off switching voltage (threshold voltage, Vth) of organic field-effect transistors (OFETs) when the polymers are used as gate insulators. Intentional charging of polymer dielectrics in OFETs can change Vth and affect the bias stress. We describe a chemical design and fabrication protocol to construct multilayer-stack dielectrics for pentacene-based OFETs using different polystyrene (PS)-based polymers in each layer, with oxidizable N,N-bis(4-methoxyphenyl)anilino (TPAOMe)-substituted styrene copolymers in arbitrary vertical positions in the stacks. Thermal, byproduct-free crosslinking of benzocyclobutene subunits provides integrity to the multilayer structure by preventing dissolution of the previous deposited layer. Neutron reflectivity data verified the multilayer morphology. We compared the Vth shift before and after charging the stacks by application of ±100V across 0.5-1 µm total film thicknesses. Bias stress was the dominant effect in bilayer devices with a TPAOMe layer in contact with the pentacene, indicated by the direction of Vth shift associated with either polarity of external electric field. In structures with no TPAOMe subunit in contact with the pentacene, when charging with -100V on top of the source and drain electrodes, electron injection from pentacene to dielectric wasmore » the major charging mechanism, again consistent with the bias stress direction. When charging with +100V, bilayer devices without TPAOMe showed little change in Vth, suggesting there was no bias stress effect or charge injection in these devices for this charging polarity. For the bilayer devices with the TPAOMe layer in the bottom, and the trilayer devices with TPOMe in the middle, when +100V was applied, the Vth shifts were opposite those expected from bias stress. Dipole formation or partial ionization of chargeable groups at the interface between the dielectric layers are likely polarization mechanisms in these cases. A simple analytical model supports the plausibility of these mechanisms. This work provides examples of both stabilization and shifting of Vth, and therefore controlling charge carrier density, in semiconductors overlying the dielectric multilayers.« less

Authors:
 [1];  [1];  [1];  [1];  [2];  [1]; ORCiD logo [1]
  1. Johns Hopkins Univ., Baltimore, MD (United States)
  2. National Inst. of Standards and Technology, Gaithersburg, MD (United States). Center for Neutron Research
Publication Date:
Research Org.:
Johns Hopkins Univ., Baltimore, MD (United States)
Sponsoring Org.:
USDOE Office of Science (SC), Basic Energy Sciences (BES)
Contributing Org.:
NIST
OSTI Identifier:
1593846
Grant/Contract Number:  
FG02-07ER46465
Resource Type:
Accepted Manuscript
Journal Name:
Macromolecules
Additional Journal Information:
Journal Volume: 51; Journal Issue: 15; Journal ID: ISSN 0024-9297
Publisher:
American Chemical Society
Country of Publication:
United States
Language:
English
Subject:
37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY; Hydrocarbons; Layers; Aromatic compounds; Insulators; Polymers

Citation Formats

Zhang, Qingyang, Kale, Tejaswini S., Plunkett, Evan, Shi, Wei, Kirby, B. J., Reich, Daniel H., and Katz, Howard E. Highly Contrasting Static Charging and Bias Stress Effects in Pentacene Transistors with Polystyrene Heterostructures Incorporating Oxidizable N , N '-Bis(4-methoxyphenyl)aniline Side Chains as Gate Dielectrics. United States: N. p., 2018. Web. doi:10.1021/acs.macromol.8b00596.
Zhang, Qingyang, Kale, Tejaswini S., Plunkett, Evan, Shi, Wei, Kirby, B. J., Reich, Daniel H., & Katz, Howard E. Highly Contrasting Static Charging and Bias Stress Effects in Pentacene Transistors with Polystyrene Heterostructures Incorporating Oxidizable N , N '-Bis(4-methoxyphenyl)aniline Side Chains as Gate Dielectrics. United States. https://doi.org/10.1021/acs.macromol.8b00596
Zhang, Qingyang, Kale, Tejaswini S., Plunkett, Evan, Shi, Wei, Kirby, B. J., Reich, Daniel H., and Katz, Howard E. Wed . "Highly Contrasting Static Charging and Bias Stress Effects in Pentacene Transistors with Polystyrene Heterostructures Incorporating Oxidizable N , N '-Bis(4-methoxyphenyl)aniline Side Chains as Gate Dielectrics". United States. https://doi.org/10.1021/acs.macromol.8b00596. https://www.osti.gov/servlets/purl/1593846.
@article{osti_1593846,
title = {Highly Contrasting Static Charging and Bias Stress Effects in Pentacene Transistors with Polystyrene Heterostructures Incorporating Oxidizable N , N '-Bis(4-methoxyphenyl)aniline Side Chains as Gate Dielectrics},
author = {Zhang, Qingyang and Kale, Tejaswini S. and Plunkett, Evan and Shi, Wei and Kirby, B. J. and Reich, Daniel H. and Katz, Howard E.},
abstractNote = {Charge storage and trapping properties of polymer dielectrics govern the charge densities of adjacent semiconductors and greatly influence the on-off switching voltage (threshold voltage, Vth) of organic field-effect transistors (OFETs) when the polymers are used as gate insulators. Intentional charging of polymer dielectrics in OFETs can change Vth and affect the bias stress. We describe a chemical design and fabrication protocol to construct multilayer-stack dielectrics for pentacene-based OFETs using different polystyrene (PS)-based polymers in each layer, with oxidizable N,N-bis(4-methoxyphenyl)anilino (TPAOMe)-substituted styrene copolymers in arbitrary vertical positions in the stacks. Thermal, byproduct-free crosslinking of benzocyclobutene subunits provides integrity to the multilayer structure by preventing dissolution of the previous deposited layer. Neutron reflectivity data verified the multilayer morphology. We compared the Vth shift before and after charging the stacks by application of ±100V across 0.5-1 µm total film thicknesses. Bias stress was the dominant effect in bilayer devices with a TPAOMe layer in contact with the pentacene, indicated by the direction of Vth shift associated with either polarity of external electric field. In structures with no TPAOMe subunit in contact with the pentacene, when charging with -100V on top of the source and drain electrodes, electron injection from pentacene to dielectric was the major charging mechanism, again consistent with the bias stress direction. When charging with +100V, bilayer devices without TPAOMe showed little change in Vth, suggesting there was no bias stress effect or charge injection in these devices for this charging polarity. For the bilayer devices with the TPAOMe layer in the bottom, and the trilayer devices with TPOMe in the middle, when +100V was applied, the Vth shifts were opposite those expected from bias stress. Dipole formation or partial ionization of chargeable groups at the interface between the dielectric layers are likely polarization mechanisms in these cases. A simple analytical model supports the plausibility of these mechanisms. This work provides examples of both stabilization and shifting of Vth, and therefore controlling charge carrier density, in semiconductors overlying the dielectric multilayers.},
doi = {10.1021/acs.macromol.8b00596},
journal = {Macromolecules},
number = 15,
volume = 51,
place = {United States},
year = {Wed Aug 01 00:00:00 EDT 2018},
month = {Wed Aug 01 00:00:00 EDT 2018}
}

Journal Article:
Free Publicly Available Full Text
Publisher's Version of Record

Citation Metrics:
Cited by: 7 works
Citation information provided by
Web of Science

Save / Share:

Works referenced in this record:

Toward Printed Integrated Circuits based on Unipolar or Ambipolar Polymer Semiconductors
journal, June 2013

  • Baeg, Kang-Jun; Caironi, Mario; Noh, Yong-Young
  • Advanced Materials, Vol. 25, Issue 31
  • DOI: 10.1002/adma.201205361

Stretchable Organic Semiconductor Devices
journal, August 2016


Polymer and Organic Nonvolatile Memory Devices
journal, February 2011

  • Heremans, Paul; Gelinck, Gerwin H.; Müller, Robert
  • Chemistry of Materials, Vol. 23, Issue 3
  • DOI: 10.1021/cm102006v

Towards printable organic thin film transistor based flash memory devices
journal, January 2011

  • Leong, Wei Lin; Mathews, Nripan; Tan, Bertha
  • Journal of Materials Chemistry, Vol. 21, Issue 14
  • DOI: 10.1039/c0jm03974h

Towards the Development of Flexible Non-Volatile Memories
journal, August 2013


Functional Organic Field-Effect Transistors
journal, September 2010


Highly Reliable Top-Gated Thin-Film Transistor Memory with Semiconducting, Tunneling, Charge-Trapping, and Blocking Layers All of Flexible Polymers
journal, May 2015

  • Wang, Wei; Hwang, Sun Kak; Kim, Kang Lib
  • ACS Applied Materials & Interfaces, Vol. 7, Issue 20
  • DOI: 10.1021/acsami.5b02213

Polarity Effects of Polymer Gate Electrets on Non-Volatile Organic Field-Effect Transistor Memory
journal, November 2008

  • Baeg, Kang-Jun; Noh, Yong-Young; Ghim, Jieun
  • Advanced Functional Materials, Vol. 18, Issue 22
  • DOI: 10.1002/adfm.200800378

Polymeric charge storage electrets for non-volatile organic field effect transistor memory devices
journal, January 2015

  • Chou, Ying-Hsuan; Chang, Hsuan-Chun; Liu, Cheng-Liang
  • Polymer Chemistry, Vol. 6, Issue 3
  • DOI: 10.1039/C4PY01213E

Through Thick and Thin: Tuning the Threshold Voltage in Organic Field-Effect Transistors
journal, February 2014

  • Martínez Hardigree, Josué F.; Katz, Howard E.
  • Accounts of Chemical Research, Vol. 47, Issue 4
  • DOI: 10.1021/ar5000049

Threshold voltage shifting for memory and tuning in printed transistor circuits
journal, May 2011

  • Dhar, Bal Mukund; Özgün, Recep; Dawidczyk, Tom
  • Materials Science and Engineering: R: Reports, Vol. 72, Issue 4
  • DOI: 10.1016/j.mser.2010.11.001

The Concept of “Threshold Voltage” in Organic Field-Effect Transistors
journal, August 1998


Current versus gate voltage hysteresis in organic field effect transistors
journal, April 2009

  • Egginger, Martin; Bauer, Siegfried; Schwödiauer, Reinhard
  • Monatshefte für Chemie - Chemical Monthly, Vol. 140, Issue 7
  • DOI: 10.1007/s00706-009-0149-z

Organic electrical bistable devices and rewritable memory cells
journal, April 2002

  • Ma, L. P.; Liu, J.; Yang, Y.
  • Applied Physics Letters, Vol. 80, Issue 16
  • DOI: 10.1063/1.1473234

Flexible n-type thermoelectric materials by organic intercalation of layered transition metal dichalcogenide TiS2
journal, April 2015

  • Wan, Chunlei; Gu, Xiaokun; Dang, Feng
  • Nature Materials, Vol. 14, Issue 6
  • DOI: 10.1038/nmat4251

Floating-gate memory based on an organic metal-insulator-semiconductor capacitor
journal, August 2009

  • William, S.; Mabrook, M. F.; Taylor, D. M.
  • Applied Physics Letters, Vol. 95, Issue 9
  • DOI: 10.1063/1.3223606

A flexible organic pentacene nonvolatile memory based on high-κ dielectric layers
journal, December 2008

  • Chang, Ming-Feng; Lee, Po-Tsung; McAlister, S. P.
  • Applied Physics Letters, Vol. 93, Issue 23
  • DOI: 10.1063/1.3046115

High-Performance Top-Gated Organic Field-Effect Transistor Memory using Electrets for Monolithic Printed Flexible NAND Flash Memory
journal, April 2012

  • Baeg, Kang-Jun; Khim, Dongyoon; Kim, Juhwan
  • Advanced Functional Materials, Vol. 22, Issue 14
  • DOI: 10.1002/adfm.201200290

Hybrid dual gate ferroelectric memory for multilevel information storage
journal, January 2015


Bias Stress Effects in Organic Thin Film Transistors
conference, April 2007

  • Ng, Tse Nga; Chabinyc, Michael L.; Street, Robert A.
  • 2007 IEEE International Reliability Physics Symposium Proceedings. 45th Annual
  • DOI: 10.1109/RELPHY.2007.369899

Gate bias stress in pentacene field-effect-transistors: Charge trapping in the dielectric or semiconductor
journal, August 2011

  • Häusermann, R.; Batlogg, B.
  • Applied Physics Letters, Vol. 99, Issue 8
  • DOI: 10.1063/1.3628297

Bias-Stress Effect in Pentacene Organic Thin-Film Transistors
journal, May 2010

  • Ryu, Kevin Kyungbum; Nausieda, Ivan; He, David Da
  • IEEE Transactions on Electron Devices, Vol. 57, Issue 5
  • DOI: 10.1109/TED.2010.2044282

Revealing Buried Interfaces to Understand the Origins of Threshold Voltage Shifts in Organic Field-Effect Transistors
journal, September 2010

  • Mathijssen, Simon G. J.; Spijkman, Mark-Jan; Andringa, Anne-Marije
  • Advanced Materials, Vol. 22, Issue 45
  • DOI: 10.1002/adma.201001865

Branched Segments in Polymer Gate Dielectric as Intrinsic Charge Trap Sites in Organic Transistors
journal, March 2015

  • Lee, Junghwi; Choi, Hyun Ho; Park, Namwoo
  • The Journal of Physical Chemistry C, Vol. 119, Issue 14
  • DOI: 10.1021/acs.jpcc.5b01522

Bias-Stress-Induced Charge Trapping at Polymer Chain Ends of Polymer Gate-Dielectrics in Organic Transistors
journal, July 2012

  • Choi, Hyun Ho; Lee, Wi Hyoung; Cho, Kilwon
  • Advanced Functional Materials, Vol. 22, Issue 22
  • DOI: 10.1002/adfm.201201084

Realization of electrically stable organic field-effect transistors using simple polymer blended dielectrics
journal, June 2015


Bias stress effect in low-voltage organic thin-film transistors
journal, April 2009


Hole Transport in Triphenylamine Based OLED Devices: From Theoretical Modeling to Properties Prediction
journal, December 2011

  • Cias, Pawel; Slugovc, Christian; Gescheidt, Georg
  • The Journal of Physical Chemistry A, Vol. 115, Issue 50
  • DOI: 10.1021/jp207585j

Spontaneous Racemization and Epimerization Behavior in Solution of Chiral Nitroxides
journal, April 2005

  • Ikuma, Naohiko; Tsue, Hirohito; Tsue, Naoko
  • Organic Letters, Vol. 7, Issue 9
  • DOI: 10.1021/ol050401p

Neutron reflectivity and grazing angle diffraction
journal, January 1993

  • Ankner, J. F.; Majkrzak, C. F.; Satija, S. K.
  • Journal of Research of the National Institute of Standards and Technology, Vol. 98, Issue 1
  • DOI: 10.6028/jres.098.004

Phase-sensitive specular neutron reflectometry for imaging the nanometer scale composition depth profile of thin-film materials
journal, February 2012

  • Kirby, B. J.; Kienzle, P. A.; Maranville, B. B.
  • Current Opinion in Colloid & Interface Science, Vol. 17, Issue 1
  • DOI: 10.1016/j.cocis.2011.11.001

The degradation of p-MOSFETs under off-state stress
journal, July 2001


Analytic Model of Threshold Voltage Variation Induced by Plasma Charging Damage in High- k Metal–Oxide–Semiconductor Field-Effect Transistor
journal, October 2011

  • Eriguchi, Koji; Kamei, Masayuki; Takao, Yoshinori
  • Japanese Journal of Applied Physics, Vol. 50, Issue 10S
  • DOI: 10.7567/JJAP.50.10PG02

Mapping of performance limiting issues to analyze top and bottom contact organic thin film transistors
journal, January 2015

  • Mittal, Poornima; Negi, Yuvraj Singh; Singh, R. K.
  • Journal of Computational Electronics, Vol. 14, Issue 1
  • DOI: 10.1007/s10825-015-0663-7

Charge trapping related threshold voltage instabilities in high permittivity gate dielectric stacks
journal, June 2003

  • Zafar, Sufi; Callegari, Alessandro; Gusev, Evgeni
  • Journal of Applied Physics, Vol. 93, Issue 11
  • DOI: 10.1063/1.1570933

Tuning and stabilizing topological insulator Bi 2 Se 3 in the intrinsic regime by charge extraction with organic overlayers
journal, May 2016

  • Wu, Liang; Ireland, R. M.; Salehi, M.
  • Applied Physics Letters, Vol. 108, Issue 22
  • DOI: 10.1063/1.4952733

Nonvolatile Solid-State Charged-Polymer Gating of Topological Insulators into the Topological Insulating Regime
journal, April 2018


Works referencing / citing this record:

Pentafluorosulfanylated polymers as electrets in nonvolatile organic field-effect transistor memory devices
journal, January 2019

  • Zhang, Guoxian; Lee, Yu-Jung; Gautam, Prabhat
  • Journal of Materials Chemistry C, Vol. 7, Issue 26
  • DOI: 10.1039/c9tc00756c