Phosphonic Acids for Interfacial Engineering of Transparent Conductive Oxides

Transparent conducting oxides (TCOs), such as indium tin oxide and zinc oxide, play an important role as electrode materials in organic-semiconductor devices. The properties of the inorganic–organic interfacethe offset between the TCO Fermi level and the relevant transport level, the extent to whic...

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Bibliographic Details
Published inChemical reviews Vol. 116; no. 12; pp. 7117 - 7158
Main Authors Paniagua, Sergio A, Giordano, Anthony J, Smith, O’Neil L, Barlow, Stephen, Li, Hong, Armstrong, Neal R, Pemberton, Jeanne E, Brédas, Jean-Luc, Ginger, David, Marder, Seth R
Format Journal Article
LanguageEnglish
Published United States American Chemical Society 22.06.2016
Subjects
Devices
Indium tin oxide
Indium tin oxides
Monolayers
Morphology
Organic light emitting diodes
Oxides
PAS
Phosphonic acids
Photovoltaic cells
Polymerization
Semiconductors
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Abstract Transparent conducting oxides (TCOs), such as indium tin oxide and zinc oxide, play an important role as electrode materials in organic-semiconductor devices. The properties of the inorganic–organic interfacethe offset between the TCO Fermi level and the relevant transport level, the extent to which the organic semiconductor can wet the oxide surface, and the influence of the surface on semiconductor morphologysignificantly affect device performance. This review surveys the literature on TCO modification with phosphonic acids (PAs), which has increasingly been used to engineer these interfacial properties. The first part outlines the relevance of TCO surface modification to organic electronics, surveys methods for the synthesis of PAs, discusses the modes by which they can bind to TCO surfaces, and compares PAs to alternative organic surface modifiers. The next section discusses methods of PA monolayer deposition, the kinetics of monolayer formation, and structural evidence regarding molecular orientation on TCOs. The next sections discuss TCO work-function modification using PAs, tuning of TCO surface energy using PAs, and initiation of polymerizations from TCO-tethered PAs. Finally, studies that examine the use of PA-modified TCOs in organic light-emitting diodes and organic photovoltaics are compared.
AbstractList Transparent conducting oxides (TCOs), such as indium tin oxide and zinc oxide, play an important role as electrode materials in organic-semiconductor devices. The properties of the inorganic-organic interface-the offset between the TCO Fermi level and the relevant transport level, the extent to which the organic semiconductor can wet the oxide surface, and the influence of the surface on semiconductor morphology-significantly affect device performance. This review surveys the literature on TCO modification with phosphonic acids (PAs), which has increasingly been used to engineer these interfacial properties. The first part outlines the relevance of TCO surface modification to organic electronics, surveys methods for the synthesis of PAs, discusses the modes by which they can bind to TCO surfaces, and compares PAs to alternative organic surface modifiers. The next section discusses methods of PA monolayer deposition, the kinetics of monolayer formation, and structural evidence regarding molecular orientation on TCOs. The next sections discuss TCO work-function modification using PAs, tuning of TCO surface energy using PAs, and initiation of polymerizations from TCO-tethered PAs. Finally, studies that examine the use of PA-modified TCOs in organic light-emitting diodes and organic photovoltaics are compared.
Transparent conducting oxides (TCOs), such as indium tin oxide and zinc oxide, play an important role as electrode materials in organic-semiconductor devices. The properties of the inorganic–organic interfacethe offset between the TCO Fermi level and the relevant transport level, the extent to which the organic semiconductor can wet the oxide surface, and the influence of the surface on semiconductor morphologysignificantly affect device performance. This review surveys the literature on TCO modification with phosphonic acids (PAs), which has increasingly been used to engineer these interfacial properties. The first part outlines the relevance of TCO surface modification to organic electronics, surveys methods for the synthesis of PAs, discusses the modes by which they can bind to TCO surfaces, and compares PAs to alternative organic surface modifiers. The next section discusses methods of PA monolayer deposition, the kinetics of monolayer formation, and structural evidence regarding molecular orientation on TCOs. The next sections discuss TCO work-function modification using PAs, tuning of TCO surface energy using PAs, and initiation of polymerizations from TCO-tethered PAs. Finally, studies that examine the use of PA-modified TCOs in organic light-emitting diodes and organic photovoltaics are compared.
Author Paniagua, Sergio A
Giordano, Anthony J
Li, Hong
Pemberton, Jeanne E
Barlow, Stephen
Smith, O’Neil L
Armstrong, Neal R
Brédas, Jean-Luc
Ginger, David
Marder, Seth R
AuthorAffiliation Department of Chemistry
King Abdullah University of Science and Technology, KAUST
Division of Physical Sciences and Engineering
School of Chemistry and Biochemistry and Center for Organic Photonics and Electronics
University of Washington
Department of Chemistry and Biochemistry
University of Arizona
Georgia Institute of Technology
AuthorAffiliation_xml – name: University of Arizona
– name: Division of Physical Sciences and Engineering
– name: Department of Chemistry
– name: King Abdullah University of Science and Technology, KAUST
– name: School of Chemistry and Biochemistry and Center for Organic Photonics and Electronics
– name: Georgia Institute of Technology
– name: Department of Chemistry and Biochemistry
– name: University of Washington
Author_xml – sequence: 1
  givenname: Sergio A
  surname: Paniagua
  fullname: Paniagua, Sergio A
– sequence: 2
  givenname: Anthony J
  surname: Giordano
  fullname: Giordano, Anthony J
– sequence: 3
  givenname: O’Neil L
  surname: Smith
  fullname: Smith, O’Neil L
– sequence: 4
  givenname: Stephen
  surname: Barlow
  fullname: Barlow, Stephen
– sequence: 5
  givenname: Hong
  surname: Li
  fullname: Li, Hong
– sequence: 6
  givenname: Neal R
  surname: Armstrong
  fullname: Armstrong, Neal R
– sequence: 7
  givenname: Jeanne E
  surname: Pemberton
  fullname: Pemberton, Jeanne E
– sequence: 8
  givenname: Jean-Luc
  surname: Brédas
  fullname: Brédas, Jean-Luc
– sequence: 9
  givenname: David
  surname: Ginger
  fullname: Ginger, David
– sequence: 10
  givenname: Seth R
  surname: Marder
  fullname: Marder, Seth R
  email: seth.marder@chemistry.gatech.edu
BackLink https://www.ncbi.nlm.nih.gov/pubmed/27227316$$D View this record in MEDLINE/PubMed
https://www.osti.gov/biblio/1369937$$D View this record in Osti.gov
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Snippet Transparent conducting oxides (TCOs), such as indium tin oxide and zinc oxide, play an important role as electrode materials in organic-semiconductor devices....
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SubjectTerms Devices
Indium tin oxide
Indium tin oxides
Monolayers
Morphology
Organic light emitting diodes
Oxides
PAS
Phosphonic acids
Photovoltaic cells
Polymerization
Semiconductors
Title Phosphonic Acids for Interfacial Engineering of Transparent Conductive Oxides
URI http://dx.doi.org/10.1021/acs.chemrev.6b00061
https://www.ncbi.nlm.nih.gov/pubmed/27227316
https://www.proquest.com/docview/1841370006
https://search.proquest.com/docview/1799206602
https://search.proquest.com/docview/1864564916
https://www.osti.gov/biblio/1369937
Volume 116
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