A Novel Electrochromic Polymer Synthesized through Electropolymerization of a New Donor−Acceptor Bipolar System
We have synthesized a novel 9,9‘-spirobifluorene-cored donor−acceptor (D−A) bichromophore system in which the electron-donating (D) moieties are triphenylamine (TPA) and carbazole (CBZ) groups and the electron-withdrawing (A) moieties are 1,3,4-oxadiazole (OXD) groups. The electron-deficient OXD gro...
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| Veröffentlicht in: | Macromolecules 2007-06, Vol.40 (13), p.4456-4463 |
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| container_issue | 13 |
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| container_title | Macromolecules |
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| creator | Natera, Jose Otero, Luis Sereno, Leonides Fungo, Fernando Wang, Nung-Sen Tsai, Yeun-Min Hwu, Tsyr-Yuan Wong, Ken-Tsung |
| description | We have synthesized a novel 9,9‘-spirobifluorene-cored donor−acceptor (D−A) bichromophore system in which the electron-donating (D) moieties are triphenylamine (TPA) and carbazole (CBZ) groups and the electron-withdrawing (A) moieties are 1,3,4-oxadiazole (OXD) groups. The electron-deficient OXD groups efficiently blocked the radical cations delocalization between the two terminal TPA groups, rendering the electropolymerization of the TPA groups feasible. The resulting polymer could be cross-linked further at higher oxidation potentials through electrodimerization occurring at the C3 and C6 positions of the CBZ group. The polymer film obtained exhibited reversible electrochemical oxidation, accompanied by strong color changes with high coloration efficiency and contrast ratio, which could be switched through potential modulation. |
| doi_str_mv | 10.1021/ma070055m |
| format | Article |
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The electron-deficient OXD groups efficiently blocked the radical cations delocalization between the two terminal TPA groups, rendering the electropolymerization of the TPA groups feasible. The resulting polymer could be cross-linked further at higher oxidation potentials through electrodimerization occurring at the C3 and C6 positions of the CBZ group. The polymer film obtained exhibited reversible electrochemical oxidation, accompanied by strong color changes with high coloration efficiency and contrast ratio, which could be switched through potential modulation.</description><identifier>ISSN: 0024-9297</identifier><identifier>EISSN: 1520-5835</identifier><identifier>DOI: 10.1021/ma070055m</identifier><identifier>CODEN: MAMOBX</identifier><language>eng</language><publisher>Washington, DC: American Chemical Society</publisher><subject>Applied sciences ; Exact sciences and technology ; Physicochemistry of polymers ; Polymerization ; Polymers and radiations</subject><ispartof>Macromolecules, 2007-06, Vol.40 (13), p.4456-4463</ispartof><rights>Copyright © 2007 American Chemical Society</rights><rights>2007 INIST-CNRS</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-a390t-a61d96993a18e3371b7f0b6821e7d818f9ecc9b9851d09c38a8d0e9ec82f7ce03</citedby><cites>FETCH-LOGICAL-a390t-a61d96993a18e3371b7f0b6821e7d818f9ecc9b9851d09c38a8d0e9ec82f7ce03</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://pubs.acs.org/doi/pdf/10.1021/ma070055m$$EPDF$$P50$$Gacs$$H</linktopdf><linktohtml>$$Uhttps://pubs.acs.org/doi/10.1021/ma070055m$$EHTML$$P50$$Gacs$$H</linktohtml><link.rule.ids>314,776,780,2752,27055,27903,27904,56716,56766</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=18901920$$DView record in Pascal Francis$$Hfree_for_read</backlink></links><search><creatorcontrib>Natera, Jose</creatorcontrib><creatorcontrib>Otero, Luis</creatorcontrib><creatorcontrib>Sereno, Leonides</creatorcontrib><creatorcontrib>Fungo, Fernando</creatorcontrib><creatorcontrib>Wang, Nung-Sen</creatorcontrib><creatorcontrib>Tsai, Yeun-Min</creatorcontrib><creatorcontrib>Hwu, Tsyr-Yuan</creatorcontrib><creatorcontrib>Wong, Ken-Tsung</creatorcontrib><title>A Novel Electrochromic Polymer Synthesized through Electropolymerization of a New Donor−Acceptor Bipolar System</title><title>Macromolecules</title><addtitle>Macromolecules</addtitle><description>We have synthesized a novel 9,9‘-spirobifluorene-cored donor−acceptor (D−A) bichromophore system in which the electron-donating (D) moieties are triphenylamine (TPA) and carbazole (CBZ) groups and the electron-withdrawing (A) moieties are 1,3,4-oxadiazole (OXD) groups. The electron-deficient OXD groups efficiently blocked the radical cations delocalization between the two terminal TPA groups, rendering the electropolymerization of the TPA groups feasible. The resulting polymer could be cross-linked further at higher oxidation potentials through electrodimerization occurring at the C3 and C6 positions of the CBZ group. The polymer film obtained exhibited reversible electrochemical oxidation, accompanied by strong color changes with high coloration efficiency and contrast ratio, which could be switched through potential modulation.</description><subject>Applied sciences</subject><subject>Exact sciences and technology</subject><subject>Physicochemistry of polymers</subject><subject>Polymerization</subject><subject>Polymers and radiations</subject><issn>0024-9297</issn><issn>1520-5835</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2007</creationdate><recordtype>article</recordtype><recordid>eNptkE1OwzAQRi0EEqWw4AbesGARGMdNYy9LKT9SVZCAdeQ6Y-oqiYOdFrUnYM0ROQmpCnTDaqSZ9z1pPkJOGVwwiNllqSAFSJJyj3RYEkOUCJ7skw5A3ItkLNNDchTCHICxpMc75G1AJ26JBR0VqBvv9My70mr66IpViZ4-rapmhsGuMadNe1u8zn7ReovYtWqsq6gzVNEJvtNrVzn_9fE50Brrxnl6ZVtUbVyhwfKYHBhVBDz5mV3ycjN6Ht5F44fb--FgHCkuoYlUn-WyLyVXTCDnKZumBqZ9ETNMc8GEkai1nEqRsByk5kKJHLBditikGoF3yfnWq70LwaPJam9L5VcZg2zTVfbXVcuebdlaBa0K41WlbdgFhAQmY9hxSods7ha-aj_4x_cNoBJ4Pg</recordid><startdate>20070626</startdate><enddate>20070626</enddate><creator>Natera, Jose</creator><creator>Otero, Luis</creator><creator>Sereno, Leonides</creator><creator>Fungo, Fernando</creator><creator>Wang, Nung-Sen</creator><creator>Tsai, Yeun-Min</creator><creator>Hwu, Tsyr-Yuan</creator><creator>Wong, Ken-Tsung</creator><general>American Chemical Society</general><scope>IQODW</scope><scope>AAYXX</scope><scope>CITATION</scope></search><sort><creationdate>20070626</creationdate><title>A Novel Electrochromic Polymer Synthesized through Electropolymerization of a New Donor−Acceptor Bipolar System</title><author>Natera, Jose ; Otero, Luis ; Sereno, Leonides ; Fungo, Fernando ; Wang, Nung-Sen ; Tsai, Yeun-Min ; Hwu, Tsyr-Yuan ; Wong, Ken-Tsung</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-a390t-a61d96993a18e3371b7f0b6821e7d818f9ecc9b9851d09c38a8d0e9ec82f7ce03</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2007</creationdate><topic>Applied sciences</topic><topic>Exact sciences and technology</topic><topic>Physicochemistry of polymers</topic><topic>Polymerization</topic><topic>Polymers and radiations</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Natera, Jose</creatorcontrib><creatorcontrib>Otero, Luis</creatorcontrib><creatorcontrib>Sereno, Leonides</creatorcontrib><creatorcontrib>Fungo, Fernando</creatorcontrib><creatorcontrib>Wang, Nung-Sen</creatorcontrib><creatorcontrib>Tsai, Yeun-Min</creatorcontrib><creatorcontrib>Hwu, Tsyr-Yuan</creatorcontrib><creatorcontrib>Wong, Ken-Tsung</creatorcontrib><collection>Pascal-Francis</collection><collection>CrossRef</collection><jtitle>Macromolecules</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Natera, Jose</au><au>Otero, Luis</au><au>Sereno, Leonides</au><au>Fungo, Fernando</au><au>Wang, Nung-Sen</au><au>Tsai, Yeun-Min</au><au>Hwu, Tsyr-Yuan</au><au>Wong, Ken-Tsung</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>A Novel Electrochromic Polymer Synthesized through Electropolymerization of a New Donor−Acceptor Bipolar System</atitle><jtitle>Macromolecules</jtitle><addtitle>Macromolecules</addtitle><date>2007-06-26</date><risdate>2007</risdate><volume>40</volume><issue>13</issue><spage>4456</spage><epage>4463</epage><pages>4456-4463</pages><issn>0024-9297</issn><eissn>1520-5835</eissn><coden>MAMOBX</coden><abstract>We have synthesized a novel 9,9‘-spirobifluorene-cored donor−acceptor (D−A) bichromophore system in which the electron-donating (D) moieties are triphenylamine (TPA) and carbazole (CBZ) groups and the electron-withdrawing (A) moieties are 1,3,4-oxadiazole (OXD) groups. The electron-deficient OXD groups efficiently blocked the radical cations delocalization between the two terminal TPA groups, rendering the electropolymerization of the TPA groups feasible. The resulting polymer could be cross-linked further at higher oxidation potentials through electrodimerization occurring at the C3 and C6 positions of the CBZ group. The polymer film obtained exhibited reversible electrochemical oxidation, accompanied by strong color changes with high coloration efficiency and contrast ratio, which could be switched through potential modulation.</abstract><cop>Washington, DC</cop><pub>American Chemical Society</pub><doi>10.1021/ma070055m</doi><tpages>8</tpages><oa>free_for_read</oa></addata></record> |
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| source | ACS Publications |
| subjects | Applied sciences Exact sciences and technology Physicochemistry of polymers Polymerization Polymers and radiations |
| title | A Novel Electrochromic Polymer Synthesized through Electropolymerization of a New Donor−Acceptor Bipolar System |
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