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Deep-blue electroluminescence from nondoped and doped organic light-emitting diodes (OLEDs) based on a new monoaza[6]helicene
A new organic electroluminescent material, monoaza[6]helicene ( 1 ), was successfully prepared via an effective photochemical reaction in about 10 minutes with high productivity. The thermal, photophysical, electrochemical properties, quantum chemical and X-ray structural studies as well as characte...
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Published in: | RSC advances 2015-01, Vol.5 (1), p.75-84 |
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container_start_page | 75 |
container_title | RSC advances |
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creator | Hua, Wanming Liu, Zhi Duan, Lian Dong, Guifang Qiu, Yong Zhang, Baojie Cui, Deliang Tao, Xutang Cheng, Na Liu, Yongjun |
description | A new organic electroluminescent material, monoaza[6]helicene (
1
), was successfully prepared
via
an effective photochemical reaction in about 10 minutes with high productivity. The thermal, photophysical, electrochemical properties, quantum chemical and X-ray structural studies as well as characteristics of organic light-emitting diodes were fully investigated.
1
exhibited excellent solubility and high thermal stability. The first singlet excitation energy of
1
was measured to be around 2.92 eV with a HOMO level of −5.19 eV and a LUMO level of −2.27 eV. Helical molecular geometry of
1
effectively blocked the π-conjugation and decreased the close-packing of molecules. Both the nondoped and doped OLEDs emitted deep-blue light at 444 and 462 nm with CIE coordinates of (0.15, 0.09) and (0.15, 0.10). The doped OLED based on
1
was the first example of helicenes as light emitters that exhibited a brightness of more than 3000 cd m
−2
with high color purity and excellent efficiency stability. |
doi_str_mv | 10.1039/C4RA13486A |
format | article |
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1
), was successfully prepared
via
an effective photochemical reaction in about 10 minutes with high productivity. The thermal, photophysical, electrochemical properties, quantum chemical and X-ray structural studies as well as characteristics of organic light-emitting diodes were fully investigated.
1
exhibited excellent solubility and high thermal stability. The first singlet excitation energy of
1
was measured to be around 2.92 eV with a HOMO level of −5.19 eV and a LUMO level of −2.27 eV. Helical molecular geometry of
1
effectively blocked the π-conjugation and decreased the close-packing of molecules. Both the nondoped and doped OLEDs emitted deep-blue light at 444 and 462 nm with CIE coordinates of (0.15, 0.09) and (0.15, 0.10). The doped OLED based on
1
was the first example of helicenes as light emitters that exhibited a brightness of more than 3000 cd m
−2
with high color purity and excellent efficiency stability.</description><identifier>ISSN: 2046-2069</identifier><identifier>EISSN: 2046-2069</identifier><identifier>DOI: 10.1039/C4RA13486A</identifier><language>eng</language><subject>Brightness ; Efficiency ; Electroluminescence ; Emitters ; Energy measurement ; Molecular orbitals ; Organic light emitting diodes</subject><ispartof>RSC advances, 2015-01, Vol.5 (1), p.75-84</ispartof><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c330t-3d3547730e44255785dc1a5b286472c4f551caea580ba2fa2df11ee5528b8ba63</citedby><cites>FETCH-LOGICAL-c330t-3d3547730e44255785dc1a5b286472c4f551caea580ba2fa2df11ee5528b8ba63</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784,27924,27925</link.rule.ids></links><search><creatorcontrib>Hua, Wanming</creatorcontrib><creatorcontrib>Liu, Zhi</creatorcontrib><creatorcontrib>Duan, Lian</creatorcontrib><creatorcontrib>Dong, Guifang</creatorcontrib><creatorcontrib>Qiu, Yong</creatorcontrib><creatorcontrib>Zhang, Baojie</creatorcontrib><creatorcontrib>Cui, Deliang</creatorcontrib><creatorcontrib>Tao, Xutang</creatorcontrib><creatorcontrib>Cheng, Na</creatorcontrib><creatorcontrib>Liu, Yongjun</creatorcontrib><title>Deep-blue electroluminescence from nondoped and doped organic light-emitting diodes (OLEDs) based on a new monoaza[6]helicene</title><title>RSC advances</title><description>A new organic electroluminescent material, monoaza[6]helicene (
1
), was successfully prepared
via
an effective photochemical reaction in about 10 minutes with high productivity. The thermal, photophysical, electrochemical properties, quantum chemical and X-ray structural studies as well as characteristics of organic light-emitting diodes were fully investigated.
1
exhibited excellent solubility and high thermal stability. The first singlet excitation energy of
1
was measured to be around 2.92 eV with a HOMO level of −5.19 eV and a LUMO level of −2.27 eV. Helical molecular geometry of
1
effectively blocked the π-conjugation and decreased the close-packing of molecules. Both the nondoped and doped OLEDs emitted deep-blue light at 444 and 462 nm with CIE coordinates of (0.15, 0.09) and (0.15, 0.10). The doped OLED based on
1
was the first example of helicenes as light emitters that exhibited a brightness of more than 3000 cd m
−2
with high color purity and excellent efficiency stability.</description><subject>Brightness</subject><subject>Efficiency</subject><subject>Electroluminescence</subject><subject>Emitters</subject><subject>Energy measurement</subject><subject>Molecular orbitals</subject><subject>Organic light emitting diodes</subject><issn>2046-2069</issn><issn>2046-2069</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2015</creationdate><recordtype>article</recordtype><recordid>eNpNkEtLw0AUhYMoWGo3_oJZViE67yTL0vqCQkF0JRImMzftSDITZxJEwf9uSgW9m3MWH-dwT5KcE3xFMCuul_xxQRjP5eIomVDMZUqxLI7_-dNkFuMbHk8KQiWZJN8rgC6tmgEQNKD74JuhtQ6iBqcB1cG3yHlnfAcGKWfQwfmwVc5q1Njtrk-htX1v3RYZ6w1ENN-sb1bxAlUq7lmHFHLwgVrvvPpSL_J1B40dC-AsOalVE2H2q9Pk-fbmaXmfrjd3D8vFOtWM4T5lhgmeZQwD51SILBdGEyUqmkueUc1rIYhWoESOK0VrRU1NCIAQNK_ySkk2TeaH3C749wFiX7Z2_LBplAM_xJLkXGRFUchiRC8PqA4-xgB12QXbqvBZElzuZy7_ZmY_K5dv-A</recordid><startdate>20150101</startdate><enddate>20150101</enddate><creator>Hua, Wanming</creator><creator>Liu, Zhi</creator><creator>Duan, Lian</creator><creator>Dong, Guifang</creator><creator>Qiu, Yong</creator><creator>Zhang, Baojie</creator><creator>Cui, Deliang</creator><creator>Tao, Xutang</creator><creator>Cheng, Na</creator><creator>Liu, Yongjun</creator><scope>AAYXX</scope><scope>CITATION</scope><scope>7SR</scope><scope>8BQ</scope><scope>8FD</scope><scope>JG9</scope></search><sort><creationdate>20150101</creationdate><title>Deep-blue electroluminescence from nondoped and doped organic light-emitting diodes (OLEDs) based on a new monoaza[6]helicene</title><author>Hua, Wanming ; Liu, Zhi ; Duan, Lian ; Dong, Guifang ; Qiu, Yong ; Zhang, Baojie ; Cui, Deliang ; Tao, Xutang ; Cheng, Na ; Liu, Yongjun</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c330t-3d3547730e44255785dc1a5b286472c4f551caea580ba2fa2df11ee5528b8ba63</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2015</creationdate><topic>Brightness</topic><topic>Efficiency</topic><topic>Electroluminescence</topic><topic>Emitters</topic><topic>Energy measurement</topic><topic>Molecular orbitals</topic><topic>Organic light emitting diodes</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Hua, Wanming</creatorcontrib><creatorcontrib>Liu, Zhi</creatorcontrib><creatorcontrib>Duan, Lian</creatorcontrib><creatorcontrib>Dong, Guifang</creatorcontrib><creatorcontrib>Qiu, Yong</creatorcontrib><creatorcontrib>Zhang, Baojie</creatorcontrib><creatorcontrib>Cui, Deliang</creatorcontrib><creatorcontrib>Tao, Xutang</creatorcontrib><creatorcontrib>Cheng, Na</creatorcontrib><creatorcontrib>Liu, Yongjun</creatorcontrib><collection>CrossRef</collection><collection>Engineered Materials Abstracts</collection><collection>METADEX</collection><collection>Technology Research Database</collection><collection>Materials Research Database</collection><jtitle>RSC advances</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Hua, Wanming</au><au>Liu, Zhi</au><au>Duan, Lian</au><au>Dong, Guifang</au><au>Qiu, Yong</au><au>Zhang, Baojie</au><au>Cui, Deliang</au><au>Tao, Xutang</au><au>Cheng, Na</au><au>Liu, Yongjun</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Deep-blue electroluminescence from nondoped and doped organic light-emitting diodes (OLEDs) based on a new monoaza[6]helicene</atitle><jtitle>RSC advances</jtitle><date>2015-01-01</date><risdate>2015</risdate><volume>5</volume><issue>1</issue><spage>75</spage><epage>84</epage><pages>75-84</pages><issn>2046-2069</issn><eissn>2046-2069</eissn><abstract>A new organic electroluminescent material, monoaza[6]helicene (
1
), was successfully prepared
via
an effective photochemical reaction in about 10 minutes with high productivity. The thermal, photophysical, electrochemical properties, quantum chemical and X-ray structural studies as well as characteristics of organic light-emitting diodes were fully investigated.
1
exhibited excellent solubility and high thermal stability. The first singlet excitation energy of
1
was measured to be around 2.92 eV with a HOMO level of −5.19 eV and a LUMO level of −2.27 eV. Helical molecular geometry of
1
effectively blocked the π-conjugation and decreased the close-packing of molecules. Both the nondoped and doped OLEDs emitted deep-blue light at 444 and 462 nm with CIE coordinates of (0.15, 0.09) and (0.15, 0.10). The doped OLED based on
1
was the first example of helicenes as light emitters that exhibited a brightness of more than 3000 cd m
−2
with high color purity and excellent efficiency stability.</abstract><doi>10.1039/C4RA13486A</doi><tpages>10</tpages></addata></record> |
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source | Royal Society of Chemistry Journals |
subjects | Brightness Efficiency Electroluminescence Emitters Energy measurement Molecular orbitals Organic light emitting diodes |
title | Deep-blue electroluminescence from nondoped and doped organic light-emitting diodes (OLEDs) based on a new monoaza[6]helicene |
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