Diphenyl sulfone based multicolored cathodically coloring electrochromic materials with high contrast

A series of multicolored cathodically coloring electrochromic (EC) materials based on diphenyl sulfone (DPS) moiety were synthesized and characterized. Herein two electron donors, N1,N1,N3,N3-tetraphenylbenzene-1,3-diamine (TPA) and 1,3-di (9H-carbazol-9-yl)benzene (MCP), were employed to construct...

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Veröffentlicht in:Organic electronics 2020-08, Vol.83, p.105741, Article 105741
Hauptverfasser: Jiang, Mingjie, Sun, Yue, Ning, Jiaoyi, Chen, Youquan, Wu, Yuting, Hu, Zhao, Shuja, Ahmed, Meng, Hong
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container_issue
container_start_page 105741
container_title Organic electronics
container_volume 83
creator Jiang, Mingjie
Sun, Yue
Ning, Jiaoyi
Chen, Youquan
Wu, Yuting
Hu, Zhao
Shuja, Ahmed
Meng, Hong
description A series of multicolored cathodically coloring electrochromic (EC) materials based on diphenyl sulfone (DPS) moiety were synthesized and characterized. Herein two electron donors, N1,N1,N3,N3-tetraphenylbenzene-1,3-diamine (TPA) and 1,3-di (9H-carbazol-9-yl)benzene (MCP), were employed to construct donor-acceptor (D-A) or donor-acceptor-donor (D-A-D) small molecules with DPS as the acceptor. These small molecules can achieve excellent EC properties, including multicolored electrochromism, high optical contrast over 90%, high coloration efficiency and good cyclic stability. Remarkably, the color of MCP-DPS could be switched from colorless to three primary colors gradually, containing green, magenta and yellow driven by the 3-step reversible reduction, meeting the requirements of full-color EC display. [Display omitted] •Diphenyl sulfone was first employed as the acceptor moiety to construct D-A or D-A-D electrochromic small molecules.•The diphenyl sulfone derivatives exhibit multicolored electrochromism with optical contrast over 90%.•Through slight modification of chemical structure, the electrochromic properties can be changed to a large extent.•Coloration efficiency can be improved by enhancing the intramolecular charge transfer interactions.
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Herein two electron donors, N1,N1,N3,N3-tetraphenylbenzene-1,3-diamine (TPA) and 1,3-di (9H-carbazol-9-yl)benzene (MCP), were employed to construct donor-acceptor (D-A) or donor-acceptor-donor (D-A-D) small molecules with DPS as the acceptor. These small molecules can achieve excellent EC properties, including multicolored electrochromism, high optical contrast over 90%, high coloration efficiency and good cyclic stability. Remarkably, the color of MCP-DPS could be switched from colorless to three primary colors gradually, containing green, magenta and yellow driven by the 3-step reversible reduction, meeting the requirements of full-color EC display. [Display omitted] •Diphenyl sulfone was first employed as the acceptor moiety to construct D-A or D-A-D electrochromic small molecules.•The diphenyl sulfone derivatives exhibit multicolored electrochromism with optical contrast over 90%.•Through slight modification of chemical structure, the electrochromic properties can be changed to a large extent.•Coloration efficiency can be improved by enhancing the intramolecular charge transfer interactions.</description><identifier>ISSN: 1566-1199</identifier><identifier>EISSN: 1878-5530</identifier><identifier>DOI: 10.1016/j.orgel.2020.105741</identifier><language>eng</language><publisher>AMSTERDAM: Elsevier B.V</publisher><subject>Cathodically coloring ; Diphenyl sulfone ; Donor-acceptor structure ; High optical contrast ; Materials Science ; Materials Science, Multidisciplinary ; Multicolored electrochromism ; Physical Sciences ; Physics ; Physics, Applied ; Science &amp; Technology ; Small molecules ; Technology</subject><ispartof>Organic electronics, 2020-08, Vol.83, p.105741, Article 105741</ispartof><rights>2020 Elsevier B.V.</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>true</woscitedreferencessubscribed><woscitedreferencescount>15</woscitedreferencescount><woscitedreferencesoriginalsourcerecordid>wos000540949900019</woscitedreferencesoriginalsourcerecordid><citedby>FETCH-LOGICAL-c303t-730c2982a8114c3e33f86d0ab24db79598153d0a0346be1826e373afe9e167583</citedby><cites>FETCH-LOGICAL-c303t-730c2982a8114c3e33f86d0ab24db79598153d0a0346be1826e373afe9e167583</cites><orcidid>0000-0002-4829-6520 ; 0000-0002-7550-3804</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://dx.doi.org/10.1016/j.orgel.2020.105741$$EHTML$$P50$$Gelsevier$$H</linktohtml><link.rule.ids>315,782,786,3554,27933,27934,28257,46004</link.rule.ids></links><search><creatorcontrib>Jiang, Mingjie</creatorcontrib><creatorcontrib>Sun, Yue</creatorcontrib><creatorcontrib>Ning, Jiaoyi</creatorcontrib><creatorcontrib>Chen, Youquan</creatorcontrib><creatorcontrib>Wu, Yuting</creatorcontrib><creatorcontrib>Hu, Zhao</creatorcontrib><creatorcontrib>Shuja, Ahmed</creatorcontrib><creatorcontrib>Meng, Hong</creatorcontrib><title>Diphenyl sulfone based multicolored cathodically coloring electrochromic materials with high contrast</title><title>Organic electronics</title><addtitle>ORG ELECTRON</addtitle><description>A series of multicolored cathodically coloring electrochromic (EC) materials based on diphenyl sulfone (DPS) moiety were synthesized and characterized. Herein two electron donors, N1,N1,N3,N3-tetraphenylbenzene-1,3-diamine (TPA) and 1,3-di (9H-carbazol-9-yl)benzene (MCP), were employed to construct donor-acceptor (D-A) or donor-acceptor-donor (D-A-D) small molecules with DPS as the acceptor. These small molecules can achieve excellent EC properties, including multicolored electrochromism, high optical contrast over 90%, high coloration efficiency and good cyclic stability. Remarkably, the color of MCP-DPS could be switched from colorless to three primary colors gradually, containing green, magenta and yellow driven by the 3-step reversible reduction, meeting the requirements of full-color EC display. [Display omitted] •Diphenyl sulfone was first employed as the acceptor moiety to construct D-A or D-A-D electrochromic small molecules.•The diphenyl sulfone derivatives exhibit multicolored electrochromism with optical contrast over 90%.•Through slight modification of chemical structure, the electrochromic properties can be changed to a large extent.•Coloration efficiency can be improved by enhancing the intramolecular charge transfer interactions.</description><subject>Cathodically coloring</subject><subject>Diphenyl sulfone</subject><subject>Donor-acceptor structure</subject><subject>High optical contrast</subject><subject>Materials Science</subject><subject>Materials Science, Multidisciplinary</subject><subject>Multicolored electrochromism</subject><subject>Physical Sciences</subject><subject>Physics</subject><subject>Physics, Applied</subject><subject>Science &amp; Technology</subject><subject>Small molecules</subject><subject>Technology</subject><issn>1566-1199</issn><issn>1878-5530</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2020</creationdate><recordtype>article</recordtype><sourceid>AOWDO</sourceid><recordid>eNqNkLtOwzAUhi0EEqXwBCzZUYod52IPDChcpUosMFuOc9K4cuLKdqn69rhNxYiYzu3_LOtD6JbgBcGkvF8vrFuBWWQ4O2yKKidnaEZYxdKioPg89kVZpoRwfomuvF_jSOUkmyF40psexr1J_NZ0doSkkR7aZNiaoJU11sVBydDbVitpzD45LvW4SsCACs6q3tlBq2SQAZyWxic7Hfqk16s-ZsfgpA_X6KKLF7g51Tn6enn-rN_S5cfre_24TBXFNKQVxSrjLJOMkFxRoLRjZYtlk-VtU_GCM1LQOGOalw0QlpVAKyo74EDKqmB0juj0rnLWewed2Dg9SLcXBIuDKbEWR1PiYEpMpiJ1N1E7aGznlYZRwS-JMS5yzHPOY0d4TLP_p2sdZNB2rO12DBF9mFCIDr41OHHCW-2iS9Fa_edHfwCa-ZWD</recordid><startdate>202008</startdate><enddate>202008</enddate><creator>Jiang, Mingjie</creator><creator>Sun, Yue</creator><creator>Ning, Jiaoyi</creator><creator>Chen, Youquan</creator><creator>Wu, Yuting</creator><creator>Hu, Zhao</creator><creator>Shuja, Ahmed</creator><creator>Meng, Hong</creator><general>Elsevier B.V</general><general>Elsevier</general><scope>AOWDO</scope><scope>BLEPL</scope><scope>DTL</scope><scope>AAYXX</scope><scope>CITATION</scope><orcidid>https://orcid.org/0000-0002-4829-6520</orcidid><orcidid>https://orcid.org/0000-0002-7550-3804</orcidid></search><sort><creationdate>202008</creationdate><title>Diphenyl sulfone based multicolored cathodically coloring electrochromic materials with high contrast</title><author>Jiang, Mingjie ; Sun, Yue ; Ning, Jiaoyi ; Chen, Youquan ; Wu, Yuting ; Hu, Zhao ; Shuja, Ahmed ; Meng, Hong</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c303t-730c2982a8114c3e33f86d0ab24db79598153d0a0346be1826e373afe9e167583</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2020</creationdate><topic>Cathodically coloring</topic><topic>Diphenyl sulfone</topic><topic>Donor-acceptor structure</topic><topic>High optical contrast</topic><topic>Materials Science</topic><topic>Materials Science, Multidisciplinary</topic><topic>Multicolored electrochromism</topic><topic>Physical Sciences</topic><topic>Physics</topic><topic>Physics, Applied</topic><topic>Science &amp; Technology</topic><topic>Small molecules</topic><topic>Technology</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Jiang, Mingjie</creatorcontrib><creatorcontrib>Sun, Yue</creatorcontrib><creatorcontrib>Ning, Jiaoyi</creatorcontrib><creatorcontrib>Chen, Youquan</creatorcontrib><creatorcontrib>Wu, Yuting</creatorcontrib><creatorcontrib>Hu, Zhao</creatorcontrib><creatorcontrib>Shuja, Ahmed</creatorcontrib><creatorcontrib>Meng, Hong</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><jtitle>Organic electronics</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Jiang, Mingjie</au><au>Sun, Yue</au><au>Ning, Jiaoyi</au><au>Chen, Youquan</au><au>Wu, Yuting</au><au>Hu, Zhao</au><au>Shuja, Ahmed</au><au>Meng, Hong</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Diphenyl sulfone based multicolored cathodically coloring electrochromic materials with high contrast</atitle><jtitle>Organic electronics</jtitle><stitle>ORG ELECTRON</stitle><date>2020-08</date><risdate>2020</risdate><volume>83</volume><spage>105741</spage><pages>105741-</pages><artnum>105741</artnum><issn>1566-1199</issn><eissn>1878-5530</eissn><abstract>A series of multicolored cathodically coloring electrochromic (EC) materials based on diphenyl sulfone (DPS) moiety were synthesized and characterized. Herein two electron donors, N1,N1,N3,N3-tetraphenylbenzene-1,3-diamine (TPA) and 1,3-di (9H-carbazol-9-yl)benzene (MCP), were employed to construct donor-acceptor (D-A) or donor-acceptor-donor (D-A-D) small molecules with DPS as the acceptor. These small molecules can achieve excellent EC properties, including multicolored electrochromism, high optical contrast over 90%, high coloration efficiency and good cyclic stability. Remarkably, the color of MCP-DPS could be switched from colorless to three primary colors gradually, containing green, magenta and yellow driven by the 3-step reversible reduction, meeting the requirements of full-color EC display. [Display omitted] •Diphenyl sulfone was first employed as the acceptor moiety to construct D-A or D-A-D electrochromic small molecules.•The diphenyl sulfone derivatives exhibit multicolored electrochromism with optical contrast over 90%.•Through slight modification of chemical structure, the electrochromic properties can be changed to a large extent.•Coloration efficiency can be improved by enhancing the intramolecular charge transfer interactions.</abstract><cop>AMSTERDAM</cop><pub>Elsevier B.V</pub><doi>10.1016/j.orgel.2020.105741</doi><tpages>9</tpages><orcidid>https://orcid.org/0000-0002-4829-6520</orcidid><orcidid>https://orcid.org/0000-0002-7550-3804</orcidid></addata></record>
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subjects Cathodically coloring
Diphenyl sulfone
Donor-acceptor structure
High optical contrast
Materials Science
Materials Science, Multidisciplinary
Multicolored electrochromism
Physical Sciences
Physics
Physics, Applied
Science & Technology
Small molecules
Technology
title Diphenyl sulfone based multicolored cathodically coloring electrochromic materials with high contrast
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