"Click" Synthesis of a Bipolar Dendrimer as a Host Material for Electrophosphorescent Devices
A new solution‐processable bipolar dendrimer with carbazole units as hole‐transporting units and oxadiazole units as electron‐transporting units was efficiently synthesized based on a convergent approach by alternation of a Cu‐catalyzed azide/alkyne cycloaddition reaction and Williamson ether synthe...
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| Veröffentlicht in: | Macromolecular chemistry and physics 2010-09, Vol.211 (18), p.1969-1976 |
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| container_end_page | 1976 |
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| container_issue | 18 |
| container_start_page | 1969 |
| container_title | Macromolecular chemistry and physics |
| container_volume | 211 |
| creator | Yang, Jun Ye, Tengling Zhang, Qing Ma, Dongge |
| description | A new solution‐processable bipolar dendrimer with carbazole units as hole‐transporting units and oxadiazole units as electron‐transporting units was efficiently synthesized based on a convergent approach by alternation of a Cu‐catalyzed azide/alkyne cycloaddition reaction and Williamson ether synthesis. The orthogonal chemistry completely avoided protection and activation of the focal points in the process of dendrimer synthesis. The dendrimer showed a wide bandgap and good thermal stability. Electrophosphorescent devices with the configuration ITO/PEDOT:PSS/bipolar dendrimer:Ir(ppy)3/TPBI/LiF/Al were fabricated. The devices showed a maximum current efficiency of 16.8 cd · A−1, a maximum power efficiency of 4.22 lm · W−1 and an external quantum efficiency of 5.7%.
A new bipolar dendrimer 4CZ–(CH2)6–4OXZ is synthesized by combining the CuAAC “click” reaction with Williamson ether synthesis. The convergent strategy and orthogonal coupling method are shown to be highly efficient. The first electrophosphorescent device based on a bipolar dendrimer with 1,2,3‐triazoles as linkers is described. |
| doi_str_mv | 10.1002/macp.201000197 |
| format | Article |
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A new bipolar dendrimer 4CZ–(CH2)6–4OXZ is synthesized by combining the CuAAC “click” reaction with Williamson ether synthesis. The convergent strategy and orthogonal coupling method are shown to be highly efficient. The first electrophosphorescent device based on a bipolar dendrimer with 1,2,3‐triazoles as linkers is described.</description><identifier>ISSN: 1022-1352</identifier><identifier>ISSN: 1521-3935</identifier><identifier>EISSN: 1521-3935</identifier><identifier>DOI: 10.1002/macp.201000197</identifier><language>eng</language><publisher>Weinheim: WILEY-VCH Verlag</publisher><subject>Alternations ; Aluminum ; click chemistry ; convergent orthogonal strategy ; Current efficiency ; Dendrimers ; Devices ; electrophosphorescence ; Ethers ; light-emitting diodes ; Oxadiazoles ; Synthesis</subject><ispartof>Macromolecular chemistry and physics, 2010-09, Vol.211 (18), p.1969-1976</ispartof><rights>Copyright © 2010 WILEY‐VCH Verlag GmbH & Co. KGaA, Weinheim</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c3597-377bc930f809f5dec79ff14ff0784906b396bd4f92586168e3976e72459f53623</citedby><cites>FETCH-LOGICAL-c3597-377bc930f809f5dec79ff14ff0784906b396bd4f92586168e3976e72459f53623</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://onlinelibrary.wiley.com/doi/pdf/10.1002%2Fmacp.201000197$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1002%2Fmacp.201000197$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>314,776,780,1411,27901,27902,45550,45551</link.rule.ids></links><search><creatorcontrib>Yang, Jun</creatorcontrib><creatorcontrib>Ye, Tengling</creatorcontrib><creatorcontrib>Zhang, Qing</creatorcontrib><creatorcontrib>Ma, Dongge</creatorcontrib><title>"Click" Synthesis of a Bipolar Dendrimer as a Host Material for Electrophosphorescent Devices</title><title>Macromolecular chemistry and physics</title><addtitle>Macromol. Chem. Phys</addtitle><description>A new solution‐processable bipolar dendrimer with carbazole units as hole‐transporting units and oxadiazole units as electron‐transporting units was efficiently synthesized based on a convergent approach by alternation of a Cu‐catalyzed azide/alkyne cycloaddition reaction and Williamson ether synthesis. The orthogonal chemistry completely avoided protection and activation of the focal points in the process of dendrimer synthesis. The dendrimer showed a wide bandgap and good thermal stability. Electrophosphorescent devices with the configuration ITO/PEDOT:PSS/bipolar dendrimer:Ir(ppy)3/TPBI/LiF/Al were fabricated. The devices showed a maximum current efficiency of 16.8 cd · A−1, a maximum power efficiency of 4.22 lm · W−1 and an external quantum efficiency of 5.7%.
A new bipolar dendrimer 4CZ–(CH2)6–4OXZ is synthesized by combining the CuAAC “click” reaction with Williamson ether synthesis. The convergent strategy and orthogonal coupling method are shown to be highly efficient. The first electrophosphorescent device based on a bipolar dendrimer with 1,2,3‐triazoles as linkers is described.</description><subject>Alternations</subject><subject>Aluminum</subject><subject>click chemistry</subject><subject>convergent orthogonal strategy</subject><subject>Current efficiency</subject><subject>Dendrimers</subject><subject>Devices</subject><subject>electrophosphorescence</subject><subject>Ethers</subject><subject>light-emitting diodes</subject><subject>Oxadiazoles</subject><subject>Synthesis</subject><issn>1022-1352</issn><issn>1521-3935</issn><issn>1521-3935</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2010</creationdate><recordtype>article</recordtype><recordid>eNqFkE1LAzEQhhdRsFavnkMvnrbmo0mao67aCrUKKoogIU0nGN02a7J-9N8bqYg3D8MM4XmGyVsU-wT3Ccb0cGFs06c4z5gouVF0CKekZIrxzTxjSkvCON0udlJ6zswQK9kpHntV7e1LD12vlu0TJJ9QcMigY9-E2kR0Ast59AuIyKT8PA6pRRemhehNjVyI6LQG28bQPIWUK0KysGyz9u4tpN1iy5k6wd5P7xa3Z6c31bicXI7Oq6NJaRlXsmRSzqxi2OWbHJ-Dlco5MnAOy-FAYTFjSszmA6coHwoihsCUFCDpgGecCcq6xcF6bxPD6xukVi98PqSuzRLCW9IKEyHzJp7J_pq0MaQUwekmf8_ElSZYf8eov2PUvzFmQa2FD1_D6h9aXxxVV3_dcu361MLnr2viixaSSa7vpiN9L04e5PSm0lP2BUNlhOY</recordid><startdate>20100915</startdate><enddate>20100915</enddate><creator>Yang, Jun</creator><creator>Ye, Tengling</creator><creator>Zhang, Qing</creator><creator>Ma, Dongge</creator><general>WILEY-VCH Verlag</general><general>WILEY‐VCH Verlag</general><scope>BSCLL</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7QF</scope><scope>7SR</scope><scope>7U5</scope><scope>8FD</scope><scope>JG9</scope><scope>L7M</scope></search><sort><creationdate>20100915</creationdate><title>"Click" Synthesis of a Bipolar Dendrimer as a Host Material for Electrophosphorescent Devices</title><author>Yang, Jun ; Ye, Tengling ; Zhang, Qing ; Ma, Dongge</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c3597-377bc930f809f5dec79ff14ff0784906b396bd4f92586168e3976e72459f53623</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2010</creationdate><topic>Alternations</topic><topic>Aluminum</topic><topic>click chemistry</topic><topic>convergent orthogonal strategy</topic><topic>Current efficiency</topic><topic>Dendrimers</topic><topic>Devices</topic><topic>electrophosphorescence</topic><topic>Ethers</topic><topic>light-emitting diodes</topic><topic>Oxadiazoles</topic><topic>Synthesis</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Yang, Jun</creatorcontrib><creatorcontrib>Ye, Tengling</creatorcontrib><creatorcontrib>Zhang, Qing</creatorcontrib><creatorcontrib>Ma, Dongge</creatorcontrib><collection>Istex</collection><collection>CrossRef</collection><collection>Aluminium Industry Abstracts</collection><collection>Engineered Materials Abstracts</collection><collection>Solid State and Superconductivity Abstracts</collection><collection>Technology Research Database</collection><collection>Materials Research Database</collection><collection>Advanced Technologies Database with Aerospace</collection><jtitle>Macromolecular chemistry and physics</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Yang, Jun</au><au>Ye, Tengling</au><au>Zhang, Qing</au><au>Ma, Dongge</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>"Click" Synthesis of a Bipolar Dendrimer as a Host Material for Electrophosphorescent Devices</atitle><jtitle>Macromolecular chemistry and physics</jtitle><addtitle>Macromol. Chem. Phys</addtitle><date>2010-09-15</date><risdate>2010</risdate><volume>211</volume><issue>18</issue><spage>1969</spage><epage>1976</epage><pages>1969-1976</pages><issn>1022-1352</issn><issn>1521-3935</issn><eissn>1521-3935</eissn><abstract>A new solution‐processable bipolar dendrimer with carbazole units as hole‐transporting units and oxadiazole units as electron‐transporting units was efficiently synthesized based on a convergent approach by alternation of a Cu‐catalyzed azide/alkyne cycloaddition reaction and Williamson ether synthesis. The orthogonal chemistry completely avoided protection and activation of the focal points in the process of dendrimer synthesis. The dendrimer showed a wide bandgap and good thermal stability. Electrophosphorescent devices with the configuration ITO/PEDOT:PSS/bipolar dendrimer:Ir(ppy)3/TPBI/LiF/Al were fabricated. The devices showed a maximum current efficiency of 16.8 cd · A−1, a maximum power efficiency of 4.22 lm · W−1 and an external quantum efficiency of 5.7%.
A new bipolar dendrimer 4CZ–(CH2)6–4OXZ is synthesized by combining the CuAAC “click” reaction with Williamson ether synthesis. The convergent strategy and orthogonal coupling method are shown to be highly efficient. The first electrophosphorescent device based on a bipolar dendrimer with 1,2,3‐triazoles as linkers is described.</abstract><cop>Weinheim</cop><pub>WILEY-VCH Verlag</pub><doi>10.1002/macp.201000197</doi><tpages>8</tpages></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 1022-1352 |
| ispartof | Macromolecular chemistry and physics, 2010-09, Vol.211 (18), p.1969-1976 |
| issn | 1022-1352 1521-3935 1521-3935 |
| language | eng |
| recordid | cdi_proquest_miscellaneous_901674905 |
| source | Wiley Online Library Journals Frontfile Complete |
| subjects | Alternations Aluminum click chemistry convergent orthogonal strategy Current efficiency Dendrimers Devices electrophosphorescence Ethers light-emitting diodes Oxadiazoles Synthesis |
| title | "Click" Synthesis of a Bipolar Dendrimer as a Host Material for Electrophosphorescent Devices |
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