Anthracene Modified by Aldehyde Groups Exhibiting Aggregation-Induced Emission Properties
In order to get an easy way to achieve the transformation from aggregation-caused quenching luminophores （ACQphores） to aggregation-induced emission luminogens （AIEgens）, we took aldehyde groups as the modifying group to decorate anthracene. The fluorescence performances of 9-anthraldehyde （AnA） and...
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| Veröffentlicht in: | Chinese journal of chemistry 2016-11, Vol.34 (11), p.1071-1075 |
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| container_issue | 11 |
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| container_title | Chinese journal of chemistry |
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| creator | Peng, Zhe Wang, Zhi Tong, Bin Ji, Yingchun Shi, Jianbing Zhi, Junge Dong, Yuping |
| description | In order to get an easy way to achieve the transformation from aggregation-caused quenching luminophores （ACQphores） to aggregation-induced emission luminogens （AIEgens）, we took aldehyde groups as the modifying group to decorate anthracene. The fluorescence performances of 9-anthraldehyde （AnA） and 9,10-anthracenedicarboxaldehyde （AnDA） in solution and aggregated state were studied. We found out that the aldehyde group can transform anthracene with aggregation-caused quenching properties to AIEgen. The single-crystal structures analy- sis of AnA and AnDA showed that their structure characteristics are responsible for the AIE properties of AnA and AnDA. On one hand, the aldehyde group can cause steric effects to lower intermolecular n-π packing style in aggregated state. On the other hand, intermolecular H-bonding interactions can restrict the intramolecular rotation and suppress internal charge transfer. These results may supply a new simple method for the transformation from ACQphores to AIEgens on the point of the molecular design. |
| doi_str_mv | 10.1002/cjoc.201600357 |
| format | Article |
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The fluorescence performances of 9-anthraldehyde （AnA） and 9,10-anthracenedicarboxaldehyde （AnDA） in solution and aggregated state were studied. We found out that the aldehyde group can transform anthracene with aggregation-caused quenching properties to AIEgen. The single-crystal structures analy- sis of AnA and AnDA showed that their structure characteristics are responsible for the AIE properties of AnA and AnDA. On one hand, the aldehyde group can cause steric effects to lower intermolecular n-π packing style in aggregated state. On the other hand, intermolecular H-bonding interactions can restrict the intramolecular rotation and suppress internal charge transfer. These results may supply a new simple method for the transformation from ACQphores to AIEgens on the point of the molecular design.</description><identifier>ISSN: 1001-604X</identifier><identifier>EISSN: 1614-7065</identifier><identifier>DOI: 10.1002/cjoc.201600357</identifier><language>eng</language><publisher>Weinheim: WILEY-VCH Verlag</publisher><subject>aggregation-induced emission ; aldehyde group ; hydrogen-bonding ; mechanism ; organic luminescent materials ; 修饰 ; 发射特性 ; 基团 ; 空间位阻效应 ; 聚集状态 ; 蒽 ; 诱导 ; 醛基</subject><ispartof>Chinese journal of chemistry, 2016-11, Vol.34 (11), p.1071-1075</ispartof><rights>Copyright © 2016 SIOC, CAS, Shanghai & WILEY‐VCH Verlag GmbH & Co. KGaA, Weinheim</rights><rights>Copyright © 2016 SIOC, CAS, Shanghai & WILEY-VCH Verlag GmbH & Co. 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The fluorescence performances of 9-anthraldehyde （AnA） and 9,10-anthracenedicarboxaldehyde （AnDA） in solution and aggregated state were studied. We found out that the aldehyde group can transform anthracene with aggregation-caused quenching properties to AIEgen. The single-crystal structures analy- sis of AnA and AnDA showed that their structure characteristics are responsible for the AIE properties of AnA and AnDA. On one hand, the aldehyde group can cause steric effects to lower intermolecular n-π packing style in aggregated state. On the other hand, intermolecular H-bonding interactions can restrict the intramolecular rotation and suppress internal charge transfer. These results may supply a new simple method for the transformation from ACQphores to AIEgens on the point of the molecular design.</description><subject>aggregation-induced emission</subject><subject>aldehyde group</subject><subject>hydrogen-bonding</subject><subject>mechanism</subject><subject>organic luminescent materials</subject><subject>修饰</subject><subject>发射特性</subject><subject>基团</subject><subject>空间位阻效应</subject><subject>聚集状态</subject><subject>蒽</subject><subject>诱导</subject><subject>醛基</subject><issn>1001-604X</issn><issn>1614-7065</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2016</creationdate><recordtype>article</recordtype><recordid>eNqFkMtPAjEQhzdGE_Fx9bzR82Jf2-4eCUGE-Dr45NIs7XQp4hbaJcp_bw2GePM0k8n3zUx-SXKGURcjRC7V3KkuQZgjRHOxl3QwxywTiOf7sUcIZxyx18PkKIR55IUgvJO89Zp25isFDaS3TltjQafTTdpbaJhtNKRD79bLkA6-ZnZqW9vUaa-uPdRVa12TjRq9VtEYfNgQ4iB98G4JvrUQTpIDUy0CnP7W4-TpavDYv85u7oejfu8mUwyXIjOFKjEtKaK6NIIjwxU3U1YxBlqQQgBUxbQEYLkhOOfUEI20yHOEywKVhaLHycV279K71RpCK-du7Zt4UuKCMSF4QXmkultKeReCByOX3n5UfiMxkj_xyZ_45C6-KJRb4dMuYPMPLfvj-_5fN9u6NrTwtXMr_y65oCKXL3dDOXnGxePLmMhJ5M9_n5u5pl7FkHcOF5gSQjin32zcjrk</recordid><startdate>201611</startdate><enddate>201611</enddate><creator>Peng, Zhe</creator><creator>Wang, Zhi</creator><creator>Tong, Bin</creator><creator>Ji, Yingchun</creator><creator>Shi, Jianbing</creator><creator>Zhi, Junge</creator><creator>Dong, Yuping</creator><general>WILEY-VCH Verlag</general><general>WILEY‐VCH Verlag</general><general>Wiley Subscription Services, Inc</general><scope>2RA</scope><scope>92L</scope><scope>CQIGP</scope><scope>~WA</scope><scope>BSCLL</scope><scope>AAYXX</scope><scope>CITATION</scope></search><sort><creationdate>201611</creationdate><title>Anthracene Modified by Aldehyde Groups Exhibiting Aggregation-Induced Emission Properties</title><author>Peng, Zhe ; Wang, Zhi ; Tong, Bin ; Ji, Yingchun ; Shi, Jianbing ; Zhi, Junge ; Dong, Yuping</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c4197-f8c9139303d9f760f6c6fb4a44ed7287eea8b9ee45f21563f2d0d7550198098c3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2016</creationdate><topic>aggregation-induced emission</topic><topic>aldehyde group</topic><topic>hydrogen-bonding</topic><topic>mechanism</topic><topic>organic luminescent materials</topic><topic>修饰</topic><topic>发射特性</topic><topic>基团</topic><topic>空间位阻效应</topic><topic>聚集状态</topic><topic>蒽</topic><topic>诱导</topic><topic>醛基</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Peng, Zhe</creatorcontrib><creatorcontrib>Wang, Zhi</creatorcontrib><creatorcontrib>Tong, Bin</creatorcontrib><creatorcontrib>Ji, Yingchun</creatorcontrib><creatorcontrib>Shi, Jianbing</creatorcontrib><creatorcontrib>Zhi, Junge</creatorcontrib><creatorcontrib>Dong, Yuping</creatorcontrib><collection>中文科技期刊数据库</collection><collection>中文科技期刊数据库-CALIS站点</collection><collection>中文科技期刊数据库-7.0平台</collection><collection>中文科技期刊数据库- 镜像站点</collection><collection>Istex</collection><collection>CrossRef</collection><jtitle>Chinese journal of chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Peng, Zhe</au><au>Wang, Zhi</au><au>Tong, Bin</au><au>Ji, Yingchun</au><au>Shi, Jianbing</au><au>Zhi, Junge</au><au>Dong, Yuping</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Anthracene Modified by Aldehyde Groups Exhibiting Aggregation-Induced Emission Properties</atitle><jtitle>Chinese journal of chemistry</jtitle><addtitle>Chinese Journal of Chemistry</addtitle><date>2016-11</date><risdate>2016</risdate><volume>34</volume><issue>11</issue><spage>1071</spage><epage>1075</epage><pages>1071-1075</pages><issn>1001-604X</issn><eissn>1614-7065</eissn><abstract>In order to get an easy way to achieve the transformation from aggregation-caused quenching luminophores （ACQphores） to aggregation-induced emission luminogens （AIEgens）, we took aldehyde groups as the modifying group to decorate anthracene. 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| subjects | aggregation-induced emission aldehyde group hydrogen-bonding mechanism organic luminescent materials 修饰 发射特性 基团 空间位阻效应 聚集状态 蒽 诱导 醛基 |
| title | Anthracene Modified by Aldehyde Groups Exhibiting Aggregation-Induced Emission Properties |
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