Novel 9,9′-(1,3-phenylene)bis-9H-carbazole-containing copolymers as hole-transporting and host materials for blue phosphorescent polymer light-emitting diodes

Seung Hee Yoon, Jicheol Shin, Hyun Ah Um, Tae Wan Lee, Min Ju Cho, Yong Jae Kim, Young Hoon Son, Joong Hwan Yang, Geesung Chae, Jang Hyuk Kwon, Dong Hoon Choi

Research output: Contribution to journalArticle

4 Citations (Scopus)

Abstract

Novel photo-crosslinkable hole-transport and host materials incorporated into multilayer blue phosphorescent polymer light-emitting diodes (Ph-PLEDs) were demonstrated in this study. The oxetane-containing copolymers, which function as hole-transport layers (HTL), could be cured by UV irradiation in the presence of a cationic photoinitiator. The composition of the two monomers was varied to yield three different hole-transporting copolymers, [Poly(9,9′-(5-(((4-(7-(4-(((3-methyloxetan-3-yl)methoxy)methyl)phenyl) octan-3-yl)benzyl)oxy)methyl)-1,3-phenylene)bis(9H-carbazole)) (P(mCP-Ox)-I, -II, and -III)]. In addition, monomer 1 was copolymerized with styrene to produce copolymer P(mCP-Ph) as a host material for bis[2-(4,6-difluorophenyl) pyridinato-C2,N](picolinato)iridium(III) (FIrpic), a blue-emitting dopant. All mCP-based copolymers displayed high glass transition temperatures (Tg) of up to 130-140 °C and triplet energies of up to 3.00 eV. The blue Ph-PLEDs exhibited a maximum external quantum efficiency of 2.55%, in addition to a luminous efficiency of 8.75 cd A-1 when using the device configuration of indium tin oxide/poly(3,4-ethylenedioxythiophene): poly(styrene sulfonate)/P(mCP-OX)-III/P(mCP-Ph):FIrpic(15 wt %)/3,3′-[5′-[3-(3-pyridinyl)phenyl][1,1′:3′, 1′′-terphenyl]-3,3′′-diyl]bispyridine/LiF/Al. The device bearing P(mCP-Ox)-III HTL, containing the highest composition of mCP unit, exhibited better performance than the other devices, which is attributed to induction of more balanced charge carriers and carrier recombination in the emissive layer.

Original languageEnglish
Pages (from-to)707-718
Number of pages12
JournalJournal of Polymer Science, Part A: Polymer Chemistry
Volume52
Issue number5
DOIs
Publication statusPublished - 2014 Mar 1

Fingerprint

Iridium
Light emitting diodes
Polymers
Copolymers
Styrene
Bearings (structural)
Monomers
Tin oxides
Charge carriers
Chemical analysis
Quantum efficiency
Indium
Multilayers
Doping (additives)
Irradiation
carbazole

Keywords

  • blue
  • copolymerization
  • crosslinking
  • curing of polymers
  • light-emitting diodes
  • luminescence
  • oxetane
  • phosphorescence
  • photo-crosslinking
  • polymer light-emitting diode
  • solution process
  • synthesis

ASJC Scopus subject areas

  • Materials Chemistry
  • Polymers and Plastics
  • Organic Chemistry

Cite this

Novel 9,9′-(1,3-phenylene)bis-9H-carbazole-containing copolymers as hole-transporting and host materials for blue phosphorescent polymer light-emitting diodes. / Yoon, Seung Hee; Shin, Jicheol; Um, Hyun Ah; Lee, Tae Wan; Cho, Min Ju; Kim, Yong Jae; Son, Young Hoon; Yang, Joong Hwan; Chae, Geesung; Kwon, Jang Hyuk; Choi, Dong Hoon.

In: Journal of Polymer Science, Part A: Polymer Chemistry, Vol. 52, No. 5, 01.03.2014, p. 707-718.

Research output: Contribution to journalArticle

Yoon, Seung Hee ; Shin, Jicheol ; Um, Hyun Ah ; Lee, Tae Wan ; Cho, Min Ju ; Kim, Yong Jae ; Son, Young Hoon ; Yang, Joong Hwan ; Chae, Geesung ; Kwon, Jang Hyuk ; Choi, Dong Hoon. / Novel 9,9′-(1,3-phenylene)bis-9H-carbazole-containing copolymers as hole-transporting and host materials for blue phosphorescent polymer light-emitting diodes. In: Journal of Polymer Science, Part A: Polymer Chemistry. 2014 ; Vol. 52, No. 5. pp. 707-718.
@article{63ea45e5902a4264839b483e699e2ddd,
title = "Novel 9,9′-(1,3-phenylene)bis-9H-carbazole-containing copolymers as hole-transporting and host materials for blue phosphorescent polymer light-emitting diodes",
abstract = "Novel photo-crosslinkable hole-transport and host materials incorporated into multilayer blue phosphorescent polymer light-emitting diodes (Ph-PLEDs) were demonstrated in this study. The oxetane-containing copolymers, which function as hole-transport layers (HTL), could be cured by UV irradiation in the presence of a cationic photoinitiator. The composition of the two monomers was varied to yield three different hole-transporting copolymers, [Poly(9,9′-(5-(((4-(7-(4-(((3-methyloxetan-3-yl)methoxy)methyl)phenyl) octan-3-yl)benzyl)oxy)methyl)-1,3-phenylene)bis(9H-carbazole)) (P(mCP-Ox)-I, -II, and -III)]. In addition, monomer 1 was copolymerized with styrene to produce copolymer P(mCP-Ph) as a host material for bis[2-(4,6-difluorophenyl) pyridinato-C2,N](picolinato)iridium(III) (FIrpic), a blue-emitting dopant. All mCP-based copolymers displayed high glass transition temperatures (Tg) of up to 130-140 °C and triplet energies of up to 3.00 eV. The blue Ph-PLEDs exhibited a maximum external quantum efficiency of 2.55{\%}, in addition to a luminous efficiency of 8.75 cd A-1 when using the device configuration of indium tin oxide/poly(3,4-ethylenedioxythiophene): poly(styrene sulfonate)/P(mCP-OX)-III/P(mCP-Ph):FIrpic(15 wt {\%})/3,3′-[5′-[3-(3-pyridinyl)phenyl][1,1′:3′, 1′′-terphenyl]-3,3′′-diyl]bispyridine/LiF/Al. The device bearing P(mCP-Ox)-III HTL, containing the highest composition of mCP unit, exhibited better performance than the other devices, which is attributed to induction of more balanced charge carriers and carrier recombination in the emissive layer.",
keywords = "blue, copolymerization, crosslinking, curing of polymers, light-emitting diodes, luminescence, oxetane, phosphorescence, photo-crosslinking, polymer light-emitting diode, solution process, synthesis",
author = "Yoon, {Seung Hee} and Jicheol Shin and Um, {Hyun Ah} and Lee, {Tae Wan} and Cho, {Min Ju} and Kim, {Yong Jae} and Son, {Young Hoon} and Yang, {Joong Hwan} and Geesung Chae and Kwon, {Jang Hyuk} and Choi, {Dong Hoon}",
year = "2014",
month = "3",
day = "1",
doi = "10.1002/pola.27054",
language = "English",
volume = "52",
pages = "707--718",
journal = "Journal of Polymer Science, Part A: Polymer Chemistry",
issn = "0887-624X",
publisher = "John Wiley and Sons Inc.",
number = "5",

}

TY - JOUR

T1 - Novel 9,9′-(1,3-phenylene)bis-9H-carbazole-containing copolymers as hole-transporting and host materials for blue phosphorescent polymer light-emitting diodes

AU - Yoon, Seung Hee

AU - Shin, Jicheol

AU - Um, Hyun Ah

AU - Lee, Tae Wan

AU - Cho, Min Ju

AU - Kim, Yong Jae

AU - Son, Young Hoon

AU - Yang, Joong Hwan

AU - Chae, Geesung

AU - Kwon, Jang Hyuk

AU - Choi, Dong Hoon

PY - 2014/3/1

Y1 - 2014/3/1

N2 - Novel photo-crosslinkable hole-transport and host materials incorporated into multilayer blue phosphorescent polymer light-emitting diodes (Ph-PLEDs) were demonstrated in this study. The oxetane-containing copolymers, which function as hole-transport layers (HTL), could be cured by UV irradiation in the presence of a cationic photoinitiator. The composition of the two monomers was varied to yield three different hole-transporting copolymers, [Poly(9,9′-(5-(((4-(7-(4-(((3-methyloxetan-3-yl)methoxy)methyl)phenyl) octan-3-yl)benzyl)oxy)methyl)-1,3-phenylene)bis(9H-carbazole)) (P(mCP-Ox)-I, -II, and -III)]. In addition, monomer 1 was copolymerized with styrene to produce copolymer P(mCP-Ph) as a host material for bis[2-(4,6-difluorophenyl) pyridinato-C2,N](picolinato)iridium(III) (FIrpic), a blue-emitting dopant. All mCP-based copolymers displayed high glass transition temperatures (Tg) of up to 130-140 °C and triplet energies of up to 3.00 eV. The blue Ph-PLEDs exhibited a maximum external quantum efficiency of 2.55%, in addition to a luminous efficiency of 8.75 cd A-1 when using the device configuration of indium tin oxide/poly(3,4-ethylenedioxythiophene): poly(styrene sulfonate)/P(mCP-OX)-III/P(mCP-Ph):FIrpic(15 wt %)/3,3′-[5′-[3-(3-pyridinyl)phenyl][1,1′:3′, 1′′-terphenyl]-3,3′′-diyl]bispyridine/LiF/Al. The device bearing P(mCP-Ox)-III HTL, containing the highest composition of mCP unit, exhibited better performance than the other devices, which is attributed to induction of more balanced charge carriers and carrier recombination in the emissive layer.

AB - Novel photo-crosslinkable hole-transport and host materials incorporated into multilayer blue phosphorescent polymer light-emitting diodes (Ph-PLEDs) were demonstrated in this study. The oxetane-containing copolymers, which function as hole-transport layers (HTL), could be cured by UV irradiation in the presence of a cationic photoinitiator. The composition of the two monomers was varied to yield three different hole-transporting copolymers, [Poly(9,9′-(5-(((4-(7-(4-(((3-methyloxetan-3-yl)methoxy)methyl)phenyl) octan-3-yl)benzyl)oxy)methyl)-1,3-phenylene)bis(9H-carbazole)) (P(mCP-Ox)-I, -II, and -III)]. In addition, monomer 1 was copolymerized with styrene to produce copolymer P(mCP-Ph) as a host material for bis[2-(4,6-difluorophenyl) pyridinato-C2,N](picolinato)iridium(III) (FIrpic), a blue-emitting dopant. All mCP-based copolymers displayed high glass transition temperatures (Tg) of up to 130-140 °C and triplet energies of up to 3.00 eV. The blue Ph-PLEDs exhibited a maximum external quantum efficiency of 2.55%, in addition to a luminous efficiency of 8.75 cd A-1 when using the device configuration of indium tin oxide/poly(3,4-ethylenedioxythiophene): poly(styrene sulfonate)/P(mCP-OX)-III/P(mCP-Ph):FIrpic(15 wt %)/3,3′-[5′-[3-(3-pyridinyl)phenyl][1,1′:3′, 1′′-terphenyl]-3,3′′-diyl]bispyridine/LiF/Al. The device bearing P(mCP-Ox)-III HTL, containing the highest composition of mCP unit, exhibited better performance than the other devices, which is attributed to induction of more balanced charge carriers and carrier recombination in the emissive layer.

KW - blue

KW - copolymerization

KW - crosslinking

KW - curing of polymers

KW - light-emitting diodes

KW - luminescence

KW - oxetane

KW - phosphorescence

KW - photo-crosslinking

KW - polymer light-emitting diode

KW - solution process

KW - synthesis

UR - http://www.scopus.com/inward/record.url?scp=84893657559&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=84893657559&partnerID=8YFLogxK

U2 - 10.1002/pola.27054

DO - 10.1002/pola.27054

M3 - Article

AN - SCOPUS:84893657559

VL - 52

SP - 707

EP - 718

JO - Journal of Polymer Science, Part A: Polymer Chemistry

JF - Journal of Polymer Science, Part A: Polymer Chemistry

SN - 0887-624X

IS - 5

ER -