o-Carborane functionalized pentacenes: synthesis, molecular packing and ambipolar organic thin-film transistors
New 6,13-bis[1'-(C≡C)-2'-R-1',2'-C2B10H10]pentacenes (R = H, Me, Et, n-Bu) are synthesized and fully characterized. The results show that the alkyl substituents on the second cage carbon have a significant impact on the molecular packing, and the incorporation of the o-carboranyl...
Gespeichert in:
Veröffentlicht in: | Chemical communications (Cambridge, England) England), 2015-08, Vol.51 (60), p.12004-12007 |
---|---|
Hauptverfasser: | , , , , , |
Format: | Artikel |
Sprache: | eng |
Schlagworte: | |
Online-Zugang: | Volltext |
Tags: |
Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
|
container_end_page | 12007 |
---|---|
container_issue | 60 |
container_start_page | 12004 |
container_title | Chemical communications (Cambridge, England) |
container_volume | 51 |
creator | Guo, Jixi Liu, Danqing Zhang, Jiahui Zhang, Jiji Miao, Qian Xie, Zuowei |
description | New 6,13-bis[1'-(C≡C)-2'-R-1',2'-C2B10H10]pentacenes (R = H, Me, Et, n-Bu) are synthesized and fully characterized. The results show that the alkyl substituents on the second cage carbon have a significant impact on the molecular packing, and the incorporation of the o-carboranyl moiety into a π conjugated system can lower both LUMO and HOMO energy levels, converting a typical p-type semiconductor into an ambipolar one. |
doi_str_mv | 10.1039/c5cc03608a |
format | Article |
fullrecord | <record><control><sourceid>proquest_cross</sourceid><recordid>TN_cdi_proquest_miscellaneous_1718930829</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>1696682528</sourcerecordid><originalsourceid>FETCH-LOGICAL-c386t-4e8a01b818083f0d6486d7bfe032278e0c91f4174d1d822c8e7e74faa05369043</originalsourceid><addsrcrecordid>eNqFkU1LxDAQhoMoun5c_AGSo4jVfDVNvS3FL1jwouCtpOl0jbZJTdrD-uvtuqtX5zLD8MwL77wInVJyRQnPr01qDOGSKL2DZpRLkaRCve6u5zRPMi7SA3QY4zuZiqZqHx0wSRmVXMyQ90mhQ-WDdoCb0ZnBeqdb-wU17sEN2oCDeIPjyg1vEG28xJ1vwYytDrjX5sO6JdauxrqrbO_XWx-W2lmDhzfrksa2HR4m9el08CEeo71GtxFOtv0IvdzdPhcPyeLp_rGYLxLDlRwSAUoTWimqiOINqaVQss6qBghnLFNATE4bQTNR01oxZhRkkIlGa5JymRPBj9D5RrcP_nOEOJSdjQbadvLpx1jSjKqcE8Xy_1GZS6lYytSEXmxQE3yMAZqyD7bTYVVSUq6zKIu0KH6ymE_w2VZ3rDqo_9Df5_NvgXOFPA</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>1696682528</pqid></control><display><type>article</type><title>o-Carborane functionalized pentacenes: synthesis, molecular packing and ambipolar organic thin-film transistors</title><source>Royal Society Of Chemistry Journals 2008-</source><source>Alma/SFX Local Collection</source><creator>Guo, Jixi ; Liu, Danqing ; Zhang, Jiahui ; Zhang, Jiji ; Miao, Qian ; Xie, Zuowei</creator><creatorcontrib>Guo, Jixi ; Liu, Danqing ; Zhang, Jiahui ; Zhang, Jiji ; Miao, Qian ; Xie, Zuowei</creatorcontrib><description>New 6,13-bis[1'-(C≡C)-2'-R-1',2'-C2B10H10]pentacenes (R = H, Me, Et, n-Bu) are synthesized and fully characterized. The results show that the alkyl substituents on the second cage carbon have a significant impact on the molecular packing, and the incorporation of the o-carboranyl moiety into a π conjugated system can lower both LUMO and HOMO energy levels, converting a typical p-type semiconductor into an ambipolar one.</description><identifier>ISSN: 1359-7345</identifier><identifier>EISSN: 1364-548X</identifier><identifier>DOI: 10.1039/c5cc03608a</identifier><identifier>PMID: 26121634</identifier><language>eng</language><publisher>England</publisher><subject>Cage ; Carbon ; Converting ; Energy levels ; Molecular orbitals ; P-type semiconductors ; Semiconductor devices ; Synthesis ; Thin films</subject><ispartof>Chemical communications (Cambridge, England), 2015-08, Vol.51 (60), p.12004-12007</ispartof><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c386t-4e8a01b818083f0d6486d7bfe032278e0c91f4174d1d822c8e7e74faa05369043</citedby><cites>FETCH-LOGICAL-c386t-4e8a01b818083f0d6486d7bfe032278e0c91f4174d1d822c8e7e74faa05369043</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784,27924,27925</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/26121634$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Guo, Jixi</creatorcontrib><creatorcontrib>Liu, Danqing</creatorcontrib><creatorcontrib>Zhang, Jiahui</creatorcontrib><creatorcontrib>Zhang, Jiji</creatorcontrib><creatorcontrib>Miao, Qian</creatorcontrib><creatorcontrib>Xie, Zuowei</creatorcontrib><title>o-Carborane functionalized pentacenes: synthesis, molecular packing and ambipolar organic thin-film transistors</title><title>Chemical communications (Cambridge, England)</title><addtitle>Chem Commun (Camb)</addtitle><description>New 6,13-bis[1'-(C≡C)-2'-R-1',2'-C2B10H10]pentacenes (R = H, Me, Et, n-Bu) are synthesized and fully characterized. The results show that the alkyl substituents on the second cage carbon have a significant impact on the molecular packing, and the incorporation of the o-carboranyl moiety into a π conjugated system can lower both LUMO and HOMO energy levels, converting a typical p-type semiconductor into an ambipolar one.</description><subject>Cage</subject><subject>Carbon</subject><subject>Converting</subject><subject>Energy levels</subject><subject>Molecular orbitals</subject><subject>P-type semiconductors</subject><subject>Semiconductor devices</subject><subject>Synthesis</subject><subject>Thin films</subject><issn>1359-7345</issn><issn>1364-548X</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2015</creationdate><recordtype>article</recordtype><recordid>eNqFkU1LxDAQhoMoun5c_AGSo4jVfDVNvS3FL1jwouCtpOl0jbZJTdrD-uvtuqtX5zLD8MwL77wInVJyRQnPr01qDOGSKL2DZpRLkaRCve6u5zRPMi7SA3QY4zuZiqZqHx0wSRmVXMyQ90mhQ-WDdoCb0ZnBeqdb-wU17sEN2oCDeIPjyg1vEG28xJ1vwYytDrjX5sO6JdauxrqrbO_XWx-W2lmDhzfrksa2HR4m9el08CEeo71GtxFOtv0IvdzdPhcPyeLp_rGYLxLDlRwSAUoTWimqiOINqaVQss6qBghnLFNATE4bQTNR01oxZhRkkIlGa5JymRPBj9D5RrcP_nOEOJSdjQbadvLpx1jSjKqcE8Xy_1GZS6lYytSEXmxQE3yMAZqyD7bTYVVSUq6zKIu0KH6ymE_w2VZ3rDqo_9Df5_NvgXOFPA</recordid><startdate>20150804</startdate><enddate>20150804</enddate><creator>Guo, Jixi</creator><creator>Liu, Danqing</creator><creator>Zhang, Jiahui</creator><creator>Zhang, Jiji</creator><creator>Miao, Qian</creator><creator>Xie, Zuowei</creator><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7X8</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>20150804</creationdate><title>o-Carborane functionalized pentacenes: synthesis, molecular packing and ambipolar organic thin-film transistors</title><author>Guo, Jixi ; Liu, Danqing ; Zhang, Jiahui ; Zhang, Jiji ; Miao, Qian ; Xie, Zuowei</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c386t-4e8a01b818083f0d6486d7bfe032278e0c91f4174d1d822c8e7e74faa05369043</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2015</creationdate><topic>Cage</topic><topic>Carbon</topic><topic>Converting</topic><topic>Energy levels</topic><topic>Molecular orbitals</topic><topic>P-type semiconductors</topic><topic>Semiconductor devices</topic><topic>Synthesis</topic><topic>Thin films</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Guo, Jixi</creatorcontrib><creatorcontrib>Liu, Danqing</creatorcontrib><creatorcontrib>Zhang, Jiahui</creatorcontrib><creatorcontrib>Zhang, Jiji</creatorcontrib><creatorcontrib>Miao, Qian</creatorcontrib><creatorcontrib>Xie, Zuowei</creatorcontrib><collection>PubMed</collection><collection>CrossRef</collection><collection>MEDLINE - Academic</collection><collection>Electronics & 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>Chemical communications (Cambridge, England)</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Guo, Jixi</au><au>Liu, Danqing</au><au>Zhang, Jiahui</au><au>Zhang, Jiji</au><au>Miao, Qian</au><au>Xie, Zuowei</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>o-Carborane functionalized pentacenes: synthesis, molecular packing and ambipolar organic thin-film transistors</atitle><jtitle>Chemical communications (Cambridge, England)</jtitle><addtitle>Chem Commun (Camb)</addtitle><date>2015-08-04</date><risdate>2015</risdate><volume>51</volume><issue>60</issue><spage>12004</spage><epage>12007</epage><pages>12004-12007</pages><issn>1359-7345</issn><eissn>1364-548X</eissn><abstract>New 6,13-bis[1'-(C≡C)-2'-R-1',2'-C2B10H10]pentacenes (R = H, Me, Et, n-Bu) are synthesized and fully characterized. The results show that the alkyl substituents on the second cage carbon have a significant impact on the molecular packing, and the incorporation of the o-carboranyl moiety into a π conjugated system can lower both LUMO and HOMO energy levels, converting a typical p-type semiconductor into an ambipolar one.</abstract><cop>England</cop><pmid>26121634</pmid><doi>10.1039/c5cc03608a</doi><tpages>4</tpages></addata></record> |
fulltext | fulltext |
identifier | ISSN: 1359-7345 |
ispartof | Chemical communications (Cambridge, England), 2015-08, Vol.51 (60), p.12004-12007 |
issn | 1359-7345 1364-548X |
language | eng |
recordid | cdi_proquest_miscellaneous_1718930829 |
source | Royal Society Of Chemistry Journals 2008-; Alma/SFX Local Collection |
subjects | Cage Carbon Converting Energy levels Molecular orbitals P-type semiconductors Semiconductor devices Synthesis Thin films |
title | o-Carborane functionalized pentacenes: synthesis, molecular packing and ambipolar organic thin-film transistors |
url | https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-01-06T05%3A55%3A15IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-proquest_cross&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=o-Carborane%20functionalized%20pentacenes:%20synthesis,%20molecular%20packing%20and%20ambipolar%20organic%20thin-film%20transistors&rft.jtitle=Chemical%20communications%20(Cambridge,%20England)&rft.au=Guo,%20Jixi&rft.date=2015-08-04&rft.volume=51&rft.issue=60&rft.spage=12004&rft.epage=12007&rft.pages=12004-12007&rft.issn=1359-7345&rft.eissn=1364-548X&rft_id=info:doi/10.1039/c5cc03608a&rft_dat=%3Cproquest_cross%3E1696682528%3C/proquest_cross%3E%3Curl%3E%3C/url%3E&disable_directlink=true&sfx.directlink=off&sfx.report_link=0&rft_id=info:oai/&rft_pqid=1696682528&rft_id=info:pmid/26121634&rfr_iscdi=true |