3,3′-Bicarbazole-based compounds as bipolar hosts for green and red phosphorescent organic light-emitting devices
[Display omitted] •3,3‘-bicarbazoles with triphenylsilyl and toluenesulfonyl moieties were synthesized.•They have high triplet energies of 2.9 eV for efficient triplet exciton harvesting.•Triphenylsilyl-based compound has superior hole-injecting properties and bipolar charge-transporting properties....
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creator | Bezvikonnyi, Oleksandr Grybauskaite-Kaminskiene, Gintare Volyniuk, Dmytro Simokaitiene, Jurate Danyliv, Yan Durgaryan, Ranush Bucinskas, Audrius Jatautienė, Egle Hladka, Iryna Scholz, Johannes Starykov, Hryhorii Grazulevicius, Juozas V. |
description | [Display omitted]
•3,3‘-bicarbazoles with triphenylsilyl and toluenesulfonyl moieties were synthesized.•They have high triplet energies of 2.9 eV for efficient triplet exciton harvesting.•Triphenylsilyl-based compound has superior hole-injecting properties and bipolar charge-transporting properties.•Triphenylsilyl-based compound is an effective host for green and red organic light emitting diodes.
Two 3,3‘-bicarbazole derivatives, with triphenylsilyl and toluenesulfonyl moieties attached to 9,9‘-positions were synthesized and their properties were studied. The compounds exhibited high triplet energies of 2.9 eV which made them useful for efficient triplet exciton harvesting. The compound containing triphenylsilyl moieties was found to have bipolar charge-transporting properties which makes it a good candidate for employment as a host in phosphorescent organic light emitting diodes. A series of green and red devices with the newly synthesized host and phosphorescent emitters were fabricated and the performance of the hist was compared with that of 1,3-bis(N-carbazolyl)benzene (mCP). Triphenylsilyl-substituted 3,3‘-bicarbazole was found to be competitive host with the widely used host mCP. Green and red phosphorescent organic light emitting diodes containing this host showed maximum external quantum efficiencies of 13.8 and 7.7%, respectively. |
doi_str_mv | 10.1016/j.mseb.2020.114662 |
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•3,3‘-bicarbazoles with triphenylsilyl and toluenesulfonyl moieties were synthesized.•They have high triplet energies of 2.9 eV for efficient triplet exciton harvesting.•Triphenylsilyl-based compound has superior hole-injecting properties and bipolar charge-transporting properties.•Triphenylsilyl-based compound is an effective host for green and red organic light emitting diodes.
Two 3,3‘-bicarbazole derivatives, with triphenylsilyl and toluenesulfonyl moieties attached to 9,9‘-positions were synthesized and their properties were studied. The compounds exhibited high triplet energies of 2.9 eV which made them useful for efficient triplet exciton harvesting. The compound containing triphenylsilyl moieties was found to have bipolar charge-transporting properties which makes it a good candidate for employment as a host in phosphorescent organic light emitting diodes. A series of green and red devices with the newly synthesized host and phosphorescent emitters were fabricated and the performance of the hist was compared with that of 1,3-bis(N-carbazolyl)benzene (mCP). Triphenylsilyl-substituted 3,3‘-bicarbazole was found to be competitive host with the widely used host mCP. Green and red phosphorescent organic light emitting diodes containing this host showed maximum external quantum efficiencies of 13.8 and 7.7%, respectively.</description><identifier>ISSN: 0921-5107</identifier><identifier>EISSN: 1873-4944</identifier><identifier>DOI: 10.1016/j.mseb.2020.114662</identifier><language>eng</language><publisher>AMSTERDAM: Elsevier B.V</publisher><subject>3,3′-bicarbazole ; Arylsilane ; Benzene ; Devices ; Emitters ; Excitons ; Host ; Materials Science ; Materials Science, Multidisciplinary ; Organic light emitting diodes ; Phosphorescence ; Phosphorescent OLED ; Physical Sciences ; Physics ; Physics, Condensed Matter ; Science & Technology ; Synthesis ; Technology ; Toluenesulfonyl</subject><ispartof>Materials science & engineering. B, Solid-state materials for advanced technology, 2020-11, Vol.261, p.114662, Article 114662</ispartof><rights>2020</rights><rights>Copyright Elsevier BV Nov 2020</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>true</woscitedreferencessubscribed><woscitedreferencescount>7</woscitedreferencescount><woscitedreferencesoriginalsourcerecordid>wos000617031800005</woscitedreferencesoriginalsourcerecordid><citedby>FETCH-LOGICAL-c328t-8fb5e0b3a847a27594d6c9f83647ef0ea56f5f5c612817c667e25359090f687e3</citedby><cites>FETCH-LOGICAL-c328t-8fb5e0b3a847a27594d6c9f83647ef0ea56f5f5c612817c667e25359090f687e3</cites><orcidid>0000-0003-3526-2679 ; 0000-0001-5052-3852</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://dx.doi.org/10.1016/j.mseb.2020.114662$$EHTML$$P50$$Gelsevier$$H</linktohtml><link.rule.ids>315,782,786,3552,27931,27932,28255,46002</link.rule.ids></links><search><creatorcontrib>Bezvikonnyi, Oleksandr</creatorcontrib><creatorcontrib>Grybauskaite-Kaminskiene, Gintare</creatorcontrib><creatorcontrib>Volyniuk, Dmytro</creatorcontrib><creatorcontrib>Simokaitiene, Jurate</creatorcontrib><creatorcontrib>Danyliv, Yan</creatorcontrib><creatorcontrib>Durgaryan, Ranush</creatorcontrib><creatorcontrib>Bucinskas, Audrius</creatorcontrib><creatorcontrib>Jatautienė, Egle</creatorcontrib><creatorcontrib>Hladka, Iryna</creatorcontrib><creatorcontrib>Scholz, Johannes</creatorcontrib><creatorcontrib>Starykov, Hryhorii</creatorcontrib><creatorcontrib>Grazulevicius, Juozas V.</creatorcontrib><title>3,3′-Bicarbazole-based compounds as bipolar hosts for green and red phosphorescent organic light-emitting devices</title><title>Materials science & engineering. B, Solid-state materials for advanced technology</title><addtitle>MATER SCI ENG B-ADV</addtitle><description>[Display omitted]
•3,3‘-bicarbazoles with triphenylsilyl and toluenesulfonyl moieties were synthesized.•They have high triplet energies of 2.9 eV for efficient triplet exciton harvesting.•Triphenylsilyl-based compound has superior hole-injecting properties and bipolar charge-transporting properties.•Triphenylsilyl-based compound is an effective host for green and red organic light emitting diodes.
Two 3,3‘-bicarbazole derivatives, with triphenylsilyl and toluenesulfonyl moieties attached to 9,9‘-positions were synthesized and their properties were studied. The compounds exhibited high triplet energies of 2.9 eV which made them useful for efficient triplet exciton harvesting. The compound containing triphenylsilyl moieties was found to have bipolar charge-transporting properties which makes it a good candidate for employment as a host in phosphorescent organic light emitting diodes. A series of green and red devices with the newly synthesized host and phosphorescent emitters were fabricated and the performance of the hist was compared with that of 1,3-bis(N-carbazolyl)benzene (mCP). Triphenylsilyl-substituted 3,3‘-bicarbazole was found to be competitive host with the widely used host mCP. Green and red phosphorescent organic light emitting diodes containing this host showed maximum external quantum efficiencies of 13.8 and 7.7%, respectively.</description><subject>3,3′-bicarbazole</subject><subject>Arylsilane</subject><subject>Benzene</subject><subject>Devices</subject><subject>Emitters</subject><subject>Excitons</subject><subject>Host</subject><subject>Materials Science</subject><subject>Materials Science, Multidisciplinary</subject><subject>Organic light emitting diodes</subject><subject>Phosphorescence</subject><subject>Phosphorescent OLED</subject><subject>Physical Sciences</subject><subject>Physics</subject><subject>Physics, Condensed Matter</subject><subject>Science & Technology</subject><subject>Synthesis</subject><subject>Technology</subject><subject>Toluenesulfonyl</subject><issn>0921-5107</issn><issn>1873-4944</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2020</creationdate><recordtype>article</recordtype><sourceid>AOWDO</sourceid><recordid>eNqNkMtuVCEYgEmjScfqC3RF0qWekcvhchI3duItaeJG14TD-ZkymYEjMDV25TP5SD6JTE7TpemCQOD7gHwIXVKypoTKt7v1ocC4ZoS1DdpLyc7QimrFu37o-2doRQZGO0GJOkcvStkRQihjbIUKf8P__v7TXQdn82jv0x660RaYsEuHOR3jVLAteAxz2tuMb1OpBfuU8TYDRGzjhHOD53bQRobiIFac8tbG4PA-bG9rB4dQa4hbPMFdcFBeoufe7gu8epgv0PePH75tPnc3Xz992by_6RxnunbajwLIyK3ulWVKDP0k3eA1l70CT8AK6YUXTlKmqXJSKmCCi4EMxEutgF-gq-XeOacfRyjV7NIxx_akYb0eOOV8kI1iC-VyKiWDN3MOB5t_GUrMKa7ZmVNcc4prlrhN0ov0E8bkiwsQHTyKra6kinCq24qITai2hhQ3LWdt6uunq41-t9DQQt0FyObBmEIGV82Uwv_--Q87RaSv</recordid><startdate>202011</startdate><enddate>202011</enddate><creator>Bezvikonnyi, Oleksandr</creator><creator>Grybauskaite-Kaminskiene, Gintare</creator><creator>Volyniuk, Dmytro</creator><creator>Simokaitiene, Jurate</creator><creator>Danyliv, Yan</creator><creator>Durgaryan, Ranush</creator><creator>Bucinskas, Audrius</creator><creator>Jatautienė, Egle</creator><creator>Hladka, Iryna</creator><creator>Scholz, Johannes</creator><creator>Starykov, Hryhorii</creator><creator>Grazulevicius, Juozas V.</creator><general>Elsevier B.V</general><general>Elsevier</general><general>Elsevier BV</general><scope>AOWDO</scope><scope>BLEPL</scope><scope>DTL</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7SR</scope><scope>7U5</scope><scope>8BQ</scope><scope>8FD</scope><scope>JG9</scope><scope>L7M</scope><orcidid>https://orcid.org/0000-0003-3526-2679</orcidid><orcidid>https://orcid.org/0000-0001-5052-3852</orcidid></search><sort><creationdate>202011</creationdate><title>3,3′-Bicarbazole-based compounds as bipolar hosts for green and red phosphorescent organic light-emitting devices</title><author>Bezvikonnyi, Oleksandr ; Grybauskaite-Kaminskiene, Gintare ; Volyniuk, Dmytro ; Simokaitiene, Jurate ; Danyliv, Yan ; Durgaryan, Ranush ; Bucinskas, Audrius ; Jatautienė, Egle ; Hladka, Iryna ; Scholz, Johannes ; Starykov, Hryhorii ; Grazulevicius, Juozas V.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c328t-8fb5e0b3a847a27594d6c9f83647ef0ea56f5f5c612817c667e25359090f687e3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2020</creationdate><topic>3,3′-bicarbazole</topic><topic>Arylsilane</topic><topic>Benzene</topic><topic>Devices</topic><topic>Emitters</topic><topic>Excitons</topic><topic>Host</topic><topic>Materials Science</topic><topic>Materials Science, Multidisciplinary</topic><topic>Organic light emitting diodes</topic><topic>Phosphorescence</topic><topic>Phosphorescent OLED</topic><topic>Physical Sciences</topic><topic>Physics</topic><topic>Physics, Condensed Matter</topic><topic>Science & Technology</topic><topic>Synthesis</topic><topic>Technology</topic><topic>Toluenesulfonyl</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Bezvikonnyi, Oleksandr</creatorcontrib><creatorcontrib>Grybauskaite-Kaminskiene, Gintare</creatorcontrib><creatorcontrib>Volyniuk, Dmytro</creatorcontrib><creatorcontrib>Simokaitiene, Jurate</creatorcontrib><creatorcontrib>Danyliv, Yan</creatorcontrib><creatorcontrib>Durgaryan, Ranush</creatorcontrib><creatorcontrib>Bucinskas, Audrius</creatorcontrib><creatorcontrib>Jatautienė, Egle</creatorcontrib><creatorcontrib>Hladka, Iryna</creatorcontrib><creatorcontrib>Scholz, Johannes</creatorcontrib><creatorcontrib>Starykov, Hryhorii</creatorcontrib><creatorcontrib>Grazulevicius, Juozas V.</creatorcontrib><collection>Web of Science - Science Citation Index Expanded - 2020</collection><collection>Web of Science Core Collection</collection><collection>Science Citation Index Expanded</collection><collection>CrossRef</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>Materials science & engineering. B, Solid-state materials for advanced technology</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Bezvikonnyi, Oleksandr</au><au>Grybauskaite-Kaminskiene, Gintare</au><au>Volyniuk, Dmytro</au><au>Simokaitiene, Jurate</au><au>Danyliv, Yan</au><au>Durgaryan, Ranush</au><au>Bucinskas, Audrius</au><au>Jatautienė, Egle</au><au>Hladka, Iryna</au><au>Scholz, Johannes</au><au>Starykov, Hryhorii</au><au>Grazulevicius, Juozas V.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>3,3′-Bicarbazole-based compounds as bipolar hosts for green and red phosphorescent organic light-emitting devices</atitle><jtitle>Materials science & engineering. B, Solid-state materials for advanced technology</jtitle><stitle>MATER SCI ENG B-ADV</stitle><date>2020-11</date><risdate>2020</risdate><volume>261</volume><spage>114662</spage><pages>114662-</pages><artnum>114662</artnum><issn>0921-5107</issn><eissn>1873-4944</eissn><abstract>[Display omitted]
•3,3‘-bicarbazoles with triphenylsilyl and toluenesulfonyl moieties were synthesized.•They have high triplet energies of 2.9 eV for efficient triplet exciton harvesting.•Triphenylsilyl-based compound has superior hole-injecting properties and bipolar charge-transporting properties.•Triphenylsilyl-based compound is an effective host for green and red organic light emitting diodes.
Two 3,3‘-bicarbazole derivatives, with triphenylsilyl and toluenesulfonyl moieties attached to 9,9‘-positions were synthesized and their properties were studied. The compounds exhibited high triplet energies of 2.9 eV which made them useful for efficient triplet exciton harvesting. The compound containing triphenylsilyl moieties was found to have bipolar charge-transporting properties which makes it a good candidate for employment as a host in phosphorescent organic light emitting diodes. A series of green and red devices with the newly synthesized host and phosphorescent emitters were fabricated and the performance of the hist was compared with that of 1,3-bis(N-carbazolyl)benzene (mCP). Triphenylsilyl-substituted 3,3‘-bicarbazole was found to be competitive host with the widely used host mCP. Green and red phosphorescent organic light emitting diodes containing this host showed maximum external quantum efficiencies of 13.8 and 7.7%, respectively.</abstract><cop>AMSTERDAM</cop><pub>Elsevier B.V</pub><doi>10.1016/j.mseb.2020.114662</doi><tpages>8</tpages><orcidid>https://orcid.org/0000-0003-3526-2679</orcidid><orcidid>https://orcid.org/0000-0001-5052-3852</orcidid></addata></record> |
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subjects | 3,3′-bicarbazole Arylsilane Benzene Devices Emitters Excitons Host Materials Science Materials Science, Multidisciplinary Organic light emitting diodes Phosphorescence Phosphorescent OLED Physical Sciences Physics Physics, Condensed Matter Science & Technology Synthesis Technology Toluenesulfonyl |
title | 3,3′-Bicarbazole-based compounds as bipolar hosts for green and red phosphorescent organic light-emitting devices |
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