New Triarylamine-Containing Polymers as Hole Transport Materials in Organic Light-Emitting Diodes: Effect of Polymer Structure and Cross-Linking on Device Characteristics

Erika Bellmann, Sean E. Shaheen, S. Thayumanavan, Stephen Barlow, Robert H. Grubbs, Seth R. Marder, Bernard Kippelen, Nasser N Peyghambarian

Research output: Contribution to journalArticle

203 Citations (Scopus)

Abstract

A series of poly(norbornenes) with pendant triarylamine (TPA) groups has been synthesized by ring-opening metathesis polymerization and investigated as hole transport materials in organic two-layer light-emitting diodes (LEDs). Efficient device fabrication through spin casting of the hole transport layer (HTL) was possible, since the polymers exhibited excellent film formation properties. LEDs of the form ITO/poly(norbornene)-TPA/Alq3/Mg (ITO = indium tin oxide, Alq3 = tris(8-quinolinato)aluminum) showed bright green emission with external quantum efficiencies of up to 0.77% (1.30 lm/W) for 20 nm thick HTL films. The length and polarity of the linker between the triarylamine functionality and the polymer backbone were varied systematically. The device performance was found to depend strongly on these structural differences. Substitution of ester groups by less polar ether functionalities greatly enhances external quantum efficiencies, lowers the operating voltage, and improves the stability of the device. Further improvement of the device characteristics is achieved by reducing the length of the alkyl linker. The HTL can be conveniently cross-linked by UV irradiation. Cross-linking was found to decrease device performance. A maximum external quantum efficiency of 0.37% was achieved for an Alq3-LED with cross-linked HTL.

Original languageEnglish (US)
Pages (from-to)1668-1676
Number of pages9
JournalChemistry of Materials
Volume10
Issue number6
StatePublished - Jun 1998

Fingerprint

Organic light emitting diodes (OLED)
Quantum efficiency
Light emitting diodes
Polymers
Ring opening polymerization
Tin oxides
Aluminum
Ether
Indium
Ethers
Esters
Casting
Substitution reactions
Irradiation
Fabrication
Electric potential

ASJC Scopus subject areas

  • Materials Science(all)
  • Materials Chemistry

Cite this

New Triarylamine-Containing Polymers as Hole Transport Materials in Organic Light-Emitting Diodes : Effect of Polymer Structure and Cross-Linking on Device Characteristics. / Bellmann, Erika; Shaheen, Sean E.; Thayumanavan, S.; Barlow, Stephen; Grubbs, Robert H.; Marder, Seth R.; Kippelen, Bernard; Peyghambarian, Nasser N.

In: Chemistry of Materials, Vol. 10, No. 6, 06.1998, p. 1668-1676.

Research output: Contribution to journalArticle

Bellmann, Erika ; Shaheen, Sean E. ; Thayumanavan, S. ; Barlow, Stephen ; Grubbs, Robert H. ; Marder, Seth R. ; Kippelen, Bernard ; Peyghambarian, Nasser N. / New Triarylamine-Containing Polymers as Hole Transport Materials in Organic Light-Emitting Diodes : Effect of Polymer Structure and Cross-Linking on Device Characteristics. In: Chemistry of Materials. 1998 ; Vol. 10, No. 6. pp. 1668-1676.
@article{4749e58c26664bb09641a9fc613ca24e,
title = "New Triarylamine-Containing Polymers as Hole Transport Materials in Organic Light-Emitting Diodes: Effect of Polymer Structure and Cross-Linking on Device Characteristics",
abstract = "A series of poly(norbornenes) with pendant triarylamine (TPA) groups has been synthesized by ring-opening metathesis polymerization and investigated as hole transport materials in organic two-layer light-emitting diodes (LEDs). Efficient device fabrication through spin casting of the hole transport layer (HTL) was possible, since the polymers exhibited excellent film formation properties. LEDs of the form ITO/poly(norbornene)-TPA/Alq3/Mg (ITO = indium tin oxide, Alq3 = tris(8-quinolinato)aluminum) showed bright green emission with external quantum efficiencies of up to 0.77{\%} (1.30 lm/W) for 20 nm thick HTL films. The length and polarity of the linker between the triarylamine functionality and the polymer backbone were varied systematically. The device performance was found to depend strongly on these structural differences. Substitution of ester groups by less polar ether functionalities greatly enhances external quantum efficiencies, lowers the operating voltage, and improves the stability of the device. Further improvement of the device characteristics is achieved by reducing the length of the alkyl linker. The HTL can be conveniently cross-linked by UV irradiation. Cross-linking was found to decrease device performance. A maximum external quantum efficiency of 0.37{\%} was achieved for an Alq3-LED with cross-linked HTL.",
author = "Erika Bellmann and Shaheen, {Sean E.} and S. Thayumanavan and Stephen Barlow and Grubbs, {Robert H.} and Marder, {Seth R.} and Bernard Kippelen and Peyghambarian, {Nasser N}",
year = "1998",
month = "6",
language = "English (US)",
volume = "10",
pages = "1668--1676",
journal = "Chemistry of Materials",
issn = "0897-4756",
publisher = "American Chemical Society",
number = "6",

}

TY - JOUR

T1 - New Triarylamine-Containing Polymers as Hole Transport Materials in Organic Light-Emitting Diodes

T2 - Effect of Polymer Structure and Cross-Linking on Device Characteristics

AU - Bellmann, Erika

AU - Shaheen, Sean E.

AU - Thayumanavan, S.

AU - Barlow, Stephen

AU - Grubbs, Robert H.

AU - Marder, Seth R.

AU - Kippelen, Bernard

AU - Peyghambarian, Nasser N

PY - 1998/6

Y1 - 1998/6

N2 - A series of poly(norbornenes) with pendant triarylamine (TPA) groups has been synthesized by ring-opening metathesis polymerization and investigated as hole transport materials in organic two-layer light-emitting diodes (LEDs). Efficient device fabrication through spin casting of the hole transport layer (HTL) was possible, since the polymers exhibited excellent film formation properties. LEDs of the form ITO/poly(norbornene)-TPA/Alq3/Mg (ITO = indium tin oxide, Alq3 = tris(8-quinolinato)aluminum) showed bright green emission with external quantum efficiencies of up to 0.77% (1.30 lm/W) for 20 nm thick HTL films. The length and polarity of the linker between the triarylamine functionality and the polymer backbone were varied systematically. The device performance was found to depend strongly on these structural differences. Substitution of ester groups by less polar ether functionalities greatly enhances external quantum efficiencies, lowers the operating voltage, and improves the stability of the device. Further improvement of the device characteristics is achieved by reducing the length of the alkyl linker. The HTL can be conveniently cross-linked by UV irradiation. Cross-linking was found to decrease device performance. A maximum external quantum efficiency of 0.37% was achieved for an Alq3-LED with cross-linked HTL.

AB - A series of poly(norbornenes) with pendant triarylamine (TPA) groups has been synthesized by ring-opening metathesis polymerization and investigated as hole transport materials in organic two-layer light-emitting diodes (LEDs). Efficient device fabrication through spin casting of the hole transport layer (HTL) was possible, since the polymers exhibited excellent film formation properties. LEDs of the form ITO/poly(norbornene)-TPA/Alq3/Mg (ITO = indium tin oxide, Alq3 = tris(8-quinolinato)aluminum) showed bright green emission with external quantum efficiencies of up to 0.77% (1.30 lm/W) for 20 nm thick HTL films. The length and polarity of the linker between the triarylamine functionality and the polymer backbone were varied systematically. The device performance was found to depend strongly on these structural differences. Substitution of ester groups by less polar ether functionalities greatly enhances external quantum efficiencies, lowers the operating voltage, and improves the stability of the device. Further improvement of the device characteristics is achieved by reducing the length of the alkyl linker. The HTL can be conveniently cross-linked by UV irradiation. Cross-linking was found to decrease device performance. A maximum external quantum efficiency of 0.37% was achieved for an Alq3-LED with cross-linked HTL.

UR - http://www.scopus.com/inward/record.url?scp=0001701673&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=0001701673&partnerID=8YFLogxK

M3 - Article

AN - SCOPUS:0001701673

VL - 10

SP - 1668

EP - 1676

JO - Chemistry of Materials

JF - Chemistry of Materials

SN - 0897-4756

IS - 6

ER -