Enhancement of External Quantum Efficiency of Red Phosphorescent Organic Light-Emitting Devices with Facially Encumbered and Bulky PtII Porphyrin Complexes

An enhancement in the external quantum efficiency (QE) of red phosphorescent organic light‐emitting devices (OLEDs) by using facially encumbered and bulky meso‐aryl substituted PtII porphyrin complexes is demonstrated. The maximum external QEs of phosphorescent OLEDs doped with the facially non‐encu...

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Published in:Advanced functional materials 2006-03, Vol.16 (4), p.515-519
Main Authors: Ikai, M., Ishikawa, F., Aratani, N., Osuka, A., Kawabata, S., Kajioka, T., Takeuchi, H., Fujikawa, H., Taga, Y.
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Language:English
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Light-emitting diodes
Light‐emitting diodes, organic
Metal complexes
organic
Phosphorescence
Porphyrins
Red-light emitters
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container_issue 4
container_start_page 515
container_title Advanced functional materials
container_volume 16
creator Ikai, M.
Ishikawa, F.
Aratani, N.
Osuka, A.
Kawabata, S.
Kajioka, T.
Takeuchi, H.
Fujikawa, H.
Taga, Y.
description An enhancement in the external quantum efficiency (QE) of red phosphorescent organic light‐emitting devices (OLEDs) by using facially encumbered and bulky meso‐aryl substituted PtII porphyrin complexes is demonstrated. The maximum external QEs of phosphorescent OLEDs doped with the facially non‐encumbered PtII porphyrin complex 1 [5,15‐bis[4‐(4,4‐dimethyl‐2,6‐dioxacyclohexyl)phenyl]‐2,8,12,18‐tetrahexyl‐3,7,13,17‐tetramethylporphyrin platinum(II)], the facially encumbered PtII porphyrin complex 2 [5,15‐bis(2,6‐dimethoxyphenyl)‐2,8,12,18‐tetrahexyl‐3,7,13,17‐tetramethylporphyrinato platinum(II)], the PtII porphyrin complex 3 that bears bulkier 3,5‐di‐tert‐butylphenyl substituents [5,15‐bis(3,5‐di‐t‐butylphenyl)‐2,8,12,18‐tetrahexyl‐3,7,13,17‐tetramethylporphyrin platinum(II)], and the “doubly‐decamethylene‐strapped” PtII porphyrin complex 4 were 1, 4.2, 7.3, and 8.2 %, respectively. The trend of increasing QE values in the order of 1 
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The maximum external QEs of phosphorescent OLEDs doped with the facially non‐encumbered PtII porphyrin complex 1 [5,15‐bis[4‐(4,4‐dimethyl‐2,6‐dioxacyclohexyl)phenyl]‐2,8,12,18‐tetrahexyl‐3,7,13,17‐tetramethylporphyrin platinum(II)], the facially encumbered PtII porphyrin complex 2 [5,15‐bis(2,6‐dimethoxyphenyl)‐2,8,12,18‐tetrahexyl‐3,7,13,17‐tetramethylporphyrinato platinum(II)], the PtII porphyrin complex 3 that bears bulkier 3,5‐di‐tert‐butylphenyl substituents [5,15‐bis(3,5‐di‐t‐butylphenyl)‐2,8,12,18‐tetrahexyl‐3,7,13,17‐tetramethylporphyrin platinum(II)], and the “doubly‐decamethylene‐strapped” PtII porphyrin complex 4 were 1, 4.2, 7.3, and 8.2 %, respectively. The trend of increasing QE values in the order of 1 &lt; 2 &lt; 3 &lt; 4 may be related to facial encumbrance and steric bulkiness of meso‐aryl substituted PtII porphyrin complexes. Especially, in the case of the PtII porphyrin 4, it is considered that the “double straps” play an important role in restricting rotational freedom of the meso‐aryl substituents. The triplet excited‐state lifetimes for PtII porphyrins 1–4 in OLEDs at an injection current density of 0.55 mA cm–2 were 80, 103, 140, and 152 μs, respectively. We believe that the trend of increasing triplet lifetime in going from 1 to 4 is correlated with suppressing non‐radiative decay. Facially encumbered and bulky meso‐aryl substituted PtII porphyrins (see Figure) improve the external quantum efficiency of red phosphorescent organic light‐emitting devices. “Double decamethylene straps” between the meso‐substituted aryl groups impose a more effective facial encumbrance, and severely restrict the rotational freedom of the meso‐aryl groups.</description><identifier>ISSN: 1616-301X</identifier><identifier>EISSN: 1616-3028</identifier><identifier>DOI: 10.1002/adfm.200500492</identifier><language>eng</language><publisher>Weinheim: WILEY-VCH Verlag</publisher><subject>Light-emitting diodes ; Light‐emitting diodes, organic ; Metal complexes ; organic ; Phosphorescence ; Porphyrins ; Red-light emitters</subject><ispartof>Advanced functional materials, 2006-03, Vol.16 (4), p.515-519</ispartof><rights>Copyright © 2006 WILEY‐VCH Verlag GmbH &amp; Co. 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Mater</addtitle><description>An enhancement in the external quantum efficiency (QE) of red phosphorescent organic light‐emitting devices (OLEDs) by using facially encumbered and bulky meso‐aryl substituted PtII porphyrin complexes is demonstrated. The maximum external QEs of phosphorescent OLEDs doped with the facially non‐encumbered PtII porphyrin complex 1 [5,15‐bis[4‐(4,4‐dimethyl‐2,6‐dioxacyclohexyl)phenyl]‐2,8,12,18‐tetrahexyl‐3,7,13,17‐tetramethylporphyrin platinum(II)], the facially encumbered PtII porphyrin complex 2 [5,15‐bis(2,6‐dimethoxyphenyl)‐2,8,12,18‐tetrahexyl‐3,7,13,17‐tetramethylporphyrinato platinum(II)], the PtII porphyrin complex 3 that bears bulkier 3,5‐di‐tert‐butylphenyl substituents [5,15‐bis(3,5‐di‐t‐butylphenyl)‐2,8,12,18‐tetrahexyl‐3,7,13,17‐tetramethylporphyrin platinum(II)], and the “doubly‐decamethylene‐strapped” PtII porphyrin complex 4 were 1, 4.2, 7.3, and 8.2 %, respectively. The trend of increasing QE values in the order of 1 &lt; 2 &lt; 3 &lt; 4 may be related to facial encumbrance and steric bulkiness of meso‐aryl substituted PtII porphyrin complexes. Especially, in the case of the PtII porphyrin 4, it is considered that the “double straps” play an important role in restricting rotational freedom of the meso‐aryl substituents. The triplet excited‐state lifetimes for PtII porphyrins 1–4 in OLEDs at an injection current density of 0.55 mA cm–2 were 80, 103, 140, and 152 μs, respectively. We believe that the trend of increasing triplet lifetime in going from 1 to 4 is correlated with suppressing non‐radiative decay. Facially encumbered and bulky meso‐aryl substituted PtII porphyrins (see Figure) improve the external quantum efficiency of red phosphorescent organic light‐emitting devices. “Double decamethylene straps” between the meso‐substituted aryl groups impose a more effective facial encumbrance, and severely restrict the rotational freedom of the meso‐aryl groups.</description><subject>Light-emitting diodes</subject><subject>Light‐emitting diodes, organic</subject><subject>Metal complexes</subject><subject>organic</subject><subject>Phosphorescence</subject><subject>Porphyrins</subject><subject>Red-light emitters</subject><issn>1616-301X</issn><issn>1616-3028</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2006</creationdate><recordtype>article</recordtype><recordid>eNo9kcFu2zAQRIWiBZqmvfbMU29Kl6QkS8fEll0HbuMWSZobwVAriw1FKSTVWN_Sn40MFz7tLnbeAIOJos8ULigA-yqrur1gAClAUrA30RnNaBZzYPnb004f3kcfvP8DQGcznpxF_0rbSKuwRRtIV5NyH9BZacjPQdowtKSsa600WjUe3r-wItum833TOfTqAN24nbRakY3eNSEuWx2CtjuywL9aoScvOjRkKZWWxoyktGpoH9FNNtJW5GowTyPZhvWabDvXN6PTlsy7tje4R_8xeldL4_HT_3ke3S3L2_m3eHOzWs8vN7GmtGBxmj9CKnOWsJzXqcxooWrAhEGSK85qzrEoEqAZAw6VylhaUcazHJBDkeEEnUdfjr69654H9EG0espmjLTYDV6wCc8KgElYHIUv2uAoeqdb6UZBQRwKEIcCxKkAcblYfj9dExsfWe0D7k-sdE8im_FZKn7_WIn71cP1Ynl1LVb8FfDOjKY</recordid><startdate>200603</startdate><enddate>200603</enddate><creator>Ikai, M.</creator><creator>Ishikawa, F.</creator><creator>Aratani, N.</creator><creator>Osuka, A.</creator><creator>Kawabata, S.</creator><creator>Kajioka, T.</creator><creator>Takeuchi, H.</creator><creator>Fujikawa, H.</creator><creator>Taga, Y.</creator><general>WILEY-VCH Verlag</general><general>WILEY‐VCH Verlag</general><scope>BSCLL</scope><scope>7SP</scope><scope>7SR</scope><scope>7U5</scope><scope>8BQ</scope><scope>8FD</scope><scope>JG9</scope><scope>L7M</scope></search><sort><creationdate>200603</creationdate><title>Enhancement of External Quantum Efficiency of Red Phosphorescent Organic Light-Emitting Devices with Facially Encumbered and Bulky PtII Porphyrin Complexes</title><author>Ikai, M. ; Ishikawa, F. ; Aratani, N. ; Osuka, A. ; Kawabata, S. ; Kajioka, T. ; Takeuchi, H. ; Fujikawa, H. ; Taga, Y.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-i1192-58b05a824283f5a619cf0e42048c32f33e9940162030dc625d123680e3096e283</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2006</creationdate><topic>Light-emitting diodes</topic><topic>Light‐emitting diodes, organic</topic><topic>Metal complexes</topic><topic>organic</topic><topic>Phosphorescence</topic><topic>Porphyrins</topic><topic>Red-light emitters</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Ikai, M.</creatorcontrib><creatorcontrib>Ishikawa, F.</creatorcontrib><creatorcontrib>Aratani, N.</creatorcontrib><creatorcontrib>Osuka, A.</creatorcontrib><creatorcontrib>Kawabata, S.</creatorcontrib><creatorcontrib>Kajioka, T.</creatorcontrib><creatorcontrib>Takeuchi, H.</creatorcontrib><creatorcontrib>Fujikawa, H.</creatorcontrib><creatorcontrib>Taga, Y.</creatorcontrib><collection>Istex</collection><collection>Electronics &amp; Communications Abstracts</collection><collection>Engineered Materials Abstracts</collection><collection>Solid State and Superconductivity Abstracts</collection><collection>METADEX</collection><collection>Technology Research Database</collection><collection>Materials Research Database</collection><collection>Advanced Technologies Database with Aerospace</collection><jtitle>Advanced functional materials</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Ikai, M.</au><au>Ishikawa, F.</au><au>Aratani, N.</au><au>Osuka, A.</au><au>Kawabata, S.</au><au>Kajioka, T.</au><au>Takeuchi, H.</au><au>Fujikawa, H.</au><au>Taga, Y.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Enhancement of External Quantum Efficiency of Red Phosphorescent Organic Light-Emitting Devices with Facially Encumbered and Bulky PtII Porphyrin Complexes</atitle><jtitle>Advanced functional materials</jtitle><addtitle>Adv. Funct. Mater</addtitle><date>2006-03</date><risdate>2006</risdate><volume>16</volume><issue>4</issue><spage>515</spage><epage>519</epage><pages>515-519</pages><issn>1616-301X</issn><eissn>1616-3028</eissn><abstract>An enhancement in the external quantum efficiency (QE) of red phosphorescent organic light‐emitting devices (OLEDs) by using facially encumbered and bulky meso‐aryl substituted PtII porphyrin complexes is demonstrated. The maximum external QEs of phosphorescent OLEDs doped with the facially non‐encumbered PtII porphyrin complex 1 [5,15‐bis[4‐(4,4‐dimethyl‐2,6‐dioxacyclohexyl)phenyl]‐2,8,12,18‐tetrahexyl‐3,7,13,17‐tetramethylporphyrin platinum(II)], the facially encumbered PtII porphyrin complex 2 [5,15‐bis(2,6‐dimethoxyphenyl)‐2,8,12,18‐tetrahexyl‐3,7,13,17‐tetramethylporphyrinato platinum(II)], the PtII porphyrin complex 3 that bears bulkier 3,5‐di‐tert‐butylphenyl substituents [5,15‐bis(3,5‐di‐t‐butylphenyl)‐2,8,12,18‐tetrahexyl‐3,7,13,17‐tetramethylporphyrin platinum(II)], and the “doubly‐decamethylene‐strapped” PtII porphyrin complex 4 were 1, 4.2, 7.3, and 8.2 %, respectively. The trend of increasing QE values in the order of 1 &lt; 2 &lt; 3 &lt; 4 may be related to facial encumbrance and steric bulkiness of meso‐aryl substituted PtII porphyrin complexes. Especially, in the case of the PtII porphyrin 4, it is considered that the “double straps” play an important role in restricting rotational freedom of the meso‐aryl substituents. The triplet excited‐state lifetimes for PtII porphyrins 1–4 in OLEDs at an injection current density of 0.55 mA cm–2 were 80, 103, 140, and 152 μs, respectively. We believe that the trend of increasing triplet lifetime in going from 1 to 4 is correlated with suppressing non‐radiative decay. Facially encumbered and bulky meso‐aryl substituted PtII porphyrins (see Figure) improve the external quantum efficiency of red phosphorescent organic light‐emitting devices. “Double decamethylene straps” between the meso‐substituted aryl groups impose a more effective facial encumbrance, and severely restrict the rotational freedom of the meso‐aryl groups.</abstract><cop>Weinheim</cop><pub>WILEY-VCH Verlag</pub><doi>10.1002/adfm.200500492</doi><tpages>5</tpages></addata></record>
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subjects Light-emitting diodes
Light‐emitting diodes, organic
Metal complexes
organic
Phosphorescence
Porphyrins
Red-light emitters
title Enhancement of External Quantum Efficiency of Red Phosphorescent Organic Light-Emitting Devices with Facially Encumbered and Bulky PtII Porphyrin Complexes
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