Alkyl side chain driven tunable red–yellow–green emission: Investigation on the new π‐conjugated polymers comprising of 2,7‐carbazole unit and 2,1,3‐benzo‐thiadiazole units with different side chains
Identifieur interne : 002B15 ( Main/Exploration ); précédent : 002B14; suivant : 002B16Alkyl side chain driven tunable red–yellow–green emission: Investigation on the new π‐conjugated polymers comprising of 2,7‐carbazole unit and 2,1,3‐benzo‐thiadiazole units with different side chains
Auteurs : Junping Du [République populaire de Chine] ; Erjian Xu [République populaire de Chine] ; Hongliang Zhong [République populaire de Chine] ; Feng Yu [République populaire de Chine] ; Chang Liu [République populaire de Chine] ; Huanrong Wu [République populaire de Chine] ; Danli Zeng [République populaire de Chine] ; Shijie Ren [République populaire de Chine] ; Jing Sun [République populaire de Chine] ; Yingchun Liu [République populaire de Chine] ; Amin Cao [République populaire de Chine] ; Qiang Fang [République populaire de Chine]Source :
- Journal of Polymer Science Part A: Polymer Chemistry [ 0887-624X ] ; 2008-02-15.
Abstract
Four new soluble polymers containing a 2,7‐carbazole unit and a 2,1,3‐benzothiadiazole unit in the main chain were synthesized by Suzuki polycondensation. Variation of the substituent groups (R) at 5‐position of 2,1,3‐benzothiadiazole unit resulted in different color emission of the copolymers. Thus, when R was CH3 (or H), the polymer showed yellow–green (or red) emission; whereas the polymers showed the emission from green to yellow–green, when R was CH2(CH2)5CH3 or CH2OCH(CH3)2. To investigate the nature of the color change, a Gaussian 03 program was used for estimation of the dihedral angles between a 5‐R‐2,1,3‐benzothiadiazole unit and a 2,7‐carbazole unit. The results showed that the different substituents at 5‐position of 2,1,3‐benzothiadiazole brought about different the dihedral angles, which gave the different conjugation levels to the polymers. Hence, the tunablity of emission color may be attributed to the different conjugation levels between 2,7‐carbazole units and 5‐R‐2,1,3‐benzothiadiazole units induced by simply changing substituent groups at 5‐position of benzothiadiazole unit. Electrochemically, the copolymers exhibited a higher oxidation potential as well as the reversible reduction behavior bearing from 2,1,3‐benzothiadiazole unit. To investigate the electroluminescent properties of the polymers, the nonoptimized devices were fabricated and the results showed that the electroluminescent emission wavelength was basically similar to that of the photoluminescent. All polymers showed good thermal stability with 5 wt % loss temperature of more than 296 °C. © 2008 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 46: 1376–1387, 2008
The polymers comprised of a 2,7‐carbazole unit and a 2,1,3‐benzothiadiazole showed PL emission in the solid state from green to red only by variation of the size of the substituent groups at 5‐position of benzothiadiazole unit; such obvious change of emission color exhibited that the tunablity of color for conjugated polymers could be facilely realized.
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DOI: 10.1002/pola.22478
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sortKey="Du, Junping" sort="Du, Junping" uniqKey="Du J" first="Junping" last="Du">Junping Du</name><affiliation wicri:level="1"><country xml:lang="fr">République populaire de Chine</country><wicri:regionArea>Laboratory for Polymer Materials, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai 200032</wicri:regionArea><wicri:noRegion>Shanghai 200032</wicri:noRegion></affiliation></author><author><name sortKey="Xu, Erjian" sort="Xu, Erjian" uniqKey="Xu E" first="Erjian" last="Xu">Erjian Xu</name><affiliation wicri:level="1"><country xml:lang="fr">République populaire de Chine</country><wicri:regionArea>Laboratory for Polymer Materials, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai 200032</wicri:regionArea><wicri:noRegion>Shanghai 200032</wicri:noRegion></affiliation></author><author><name sortKey="Zhong, Hongliang" sort="Zhong, Hongliang" uniqKey="Zhong H" first="Hongliang" last="Zhong">Hongliang Zhong</name><affiliation wicri:level="1"><country xml:lang="fr">République populaire de Chine</country><wicri:regionArea>Laboratory for Polymer Materials, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai 200032</wicri:regionArea><wicri:noRegion>Shanghai 200032</wicri:noRegion></affiliation></author><author><name sortKey="Yu, Feng" sort="Yu, Feng" uniqKey="Yu F" first="Feng" last="Yu">Feng Yu</name><affiliation wicri:level="1"><country xml:lang="fr">République populaire de Chine</country><wicri:regionArea>R&D Center for Flat Panel Display Technology, SVA Company, Shanghai 200081</wicri:regionArea><wicri:noRegion>Shanghai 200081</wicri:noRegion></affiliation></author><author><name sortKey="Liu, Chang" sort="Liu, Chang" uniqKey="Liu C" first="Chang" last="Liu">Chang Liu</name><affiliation wicri:level="1"><country xml:lang="fr">République populaire de Chine</country><wicri:regionArea>R&D Center for Flat Panel Display Technology, SVA Company, Shanghai 200081</wicri:regionArea><wicri:noRegion>Shanghai 200081</wicri:noRegion></affiliation></author><author><name sortKey="Wu, Huanrong" sort="Wu, Huanrong" uniqKey="Wu H" first="Huanrong" last="Wu">Huanrong Wu</name><affiliation wicri:level="1"><country xml:lang="fr">République populaire de Chine</country><wicri:regionArea>R&D Center for Flat Panel Display Technology, SVA Company, Shanghai 200081</wicri:regionArea><wicri:noRegion>Shanghai 200081</wicri:noRegion></affiliation></author><author><name sortKey="Zeng, Danli" sort="Zeng, Danli" uniqKey="Zeng D" first="Danli" last="Zeng">Danli Zeng</name><affiliation wicri:level="1"><country xml:lang="fr">République populaire de Chine</country><wicri:regionArea>Laboratory for Polymer Materials, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai 200032</wicri:regionArea><wicri:noRegion>Shanghai 200032</wicri:noRegion></affiliation></author><author><name sortKey="Ren, Shijie" sort="Ren, Shijie" uniqKey="Ren S" first="Shijie" last="Ren">Shijie Ren</name><affiliation wicri:level="1"><country xml:lang="fr">République populaire de Chine</country><wicri:regionArea>Laboratory for Polymer Materials, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai 200032</wicri:regionArea><wicri:noRegion>Shanghai 200032</wicri:noRegion></affiliation></author><author><name sortKey="Sun, Jing" sort="Sun, Jing" uniqKey="Sun J" first="Jing" last="Sun">Jing Sun</name><affiliation wicri:level="1"><country xml:lang="fr">République populaire de Chine</country><wicri:regionArea>Laboratory for Polymer Materials, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai 200032</wicri:regionArea><wicri:noRegion>Shanghai 200032</wicri:noRegion></affiliation></author><author><name sortKey="Liu, Yingchun" sort="Liu, Yingchun" uniqKey="Liu Y" first="Yingchun" last="Liu">Yingchun Liu</name><affiliation wicri:level="1"><country xml:lang="fr">République populaire de Chine</country><wicri:regionArea>Laboratory for Polymer Materials, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai 200032</wicri:regionArea><wicri:noRegion>Shanghai 200032</wicri:noRegion></affiliation></author><author><name sortKey="Cao, Amin" sort="Cao, Amin" uniqKey="Cao A" first="Amin" last="Cao">Amin Cao</name><affiliation wicri:level="1"><country xml:lang="fr">République populaire de Chine</country><wicri:regionArea>Laboratory for Polymer Materials, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai 200032</wicri:regionArea><wicri:noRegion>Shanghai 200032</wicri:noRegion></affiliation></author><author><name sortKey="Fang, Qiang" sort="Fang, Qiang" uniqKey="Fang Q" first="Qiang" last="Fang">Qiang Fang</name><affiliation wicri:level="1"><country xml:lang="fr">République populaire de Chine</country><wicri:regionArea>Laboratory for Polymer Materials, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai 200032</wicri:regionArea><wicri:noRegion>Shanghai 200032</wicri:noRegion></affiliation><affiliation wicri:level="1"><country wicri:rule="url">République populaire de Chine</country></affiliation><affiliation wicri:level="1"><country xml:lang="fr">République populaire de Chine</country><wicri:regionArea>Correspondence address: Laboratory for Polymer Materials, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai 200032</wicri:regionArea><wicri:noRegion>Shanghai 200032</wicri:noRegion></affiliation></author></analytic><monogr></monogr><series><title level="j" type="main">Journal of Polymer Science Part A: Polymer Chemistry</title><title level="j" type="alt">JOURNAL OF POLYMER SCIENCE PART A: POLYMER CHEMISTRY</title><idno type="ISSN">0887-624X</idno><idno type="eISSN">1099-0518</idno><imprint><biblScope unit="vol">46</biblScope><biblScope unit="issue">4</biblScope><biblScope unit="page" from="1376">1376</biblScope><biblScope unit="page" to="1387">1387</biblScope><biblScope unit="page-count">12</biblScope><publisher>Wiley Subscription Services, Inc., A Wiley Company</publisher><pubPlace>Hoboken</pubPlace><date type="published" when="2008-02-15">2008-02-15</date></imprint><idno type="ISSN">0887-624X</idno></series></biblStruct></sourceDesc><seriesStmt><idno type="ISSN">0887-624X</idno></seriesStmt></fileDesc><profileDesc><textClass></textClass></profileDesc></teiHeader><front><div type="abstract" xml:lang="en">Four new soluble polymers containing a 2,7‐carbazole unit and a 2,1,3‐benzothiadiazole unit in the main chain were synthesized by Suzuki polycondensation. Variation of the substituent groups (R) at 5‐position of 2,1,3‐benzothiadiazole unit resulted in different color emission of the copolymers. Thus, when R was CH3 (or H), the polymer showed yellow–green (or red) emission; whereas the polymers showed the emission from green to yellow–green, when R was CH2(CH2)5CH3 or CH2OCH(CH3)2. To investigate the nature of the color change, a Gaussian 03 program was used for estimation of the dihedral angles between a 5‐R‐2,1,3‐benzothiadiazole unit and a 2,7‐carbazole unit. The results showed that the different substituents at 5‐position of 2,1,3‐benzothiadiazole brought about different the dihedral angles, which gave the different conjugation levels to the polymers. Hence, the tunablity of emission color may be attributed to the different conjugation levels between 2,7‐carbazole units and 5‐R‐2,1,3‐benzothiadiazole units induced by simply changing substituent groups at 5‐position of benzothiadiazole unit. Electrochemically, the copolymers exhibited a higher oxidation potential as well as the reversible reduction behavior bearing from 2,1,3‐benzothiadiazole unit. To investigate the electroluminescent properties of the polymers, the nonoptimized devices were fabricated and the results showed that the electroluminescent emission wavelength was basically similar to that of the photoluminescent. All polymers showed good thermal stability with 5 wt % loss temperature of more than 296 °C. © 2008 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 46: 1376–1387, 2008</div><div type="abstract" xml:lang="en">The polymers comprised of a 2,7‐carbazole unit and a 2,1,3‐benzothiadiazole showed PL emission in the solid state from green to red only by variation of the size of the substituent groups at 5‐position of benzothiadiazole unit; such obvious change of emission color exhibited that the tunablity of color for conjugated polymers could be facilely realized.</div></front></TEI><affiliations><list><country><li>République populaire de Chine</li></country></list><tree><country name="République populaire de Chine"><noRegion><name sortKey="Du, Junping" sort="Du, Junping" uniqKey="Du J" first="Junping" last="Du">Junping Du</name></noRegion><name sortKey="Cao, Amin" sort="Cao, Amin" uniqKey="Cao A" first="Amin" last="Cao">Amin Cao</name><name sortKey="Fang, Qiang" sort="Fang, Qiang" uniqKey="Fang Q" first="Qiang" last="Fang">Qiang Fang</name><name sortKey="Fang, Qiang" sort="Fang, Qiang" uniqKey="Fang Q" first="Qiang" last="Fang">Qiang Fang</name><name sortKey="Fang, Qiang" sort="Fang, Qiang" uniqKey="Fang Q" first="Qiang" last="Fang">Qiang Fang</name><name sortKey="Liu, Chang" sort="Liu, Chang" uniqKey="Liu C" first="Chang" last="Liu">Chang Liu</name><name sortKey="Liu, Yingchun" sort="Liu, Yingchun" uniqKey="Liu Y" first="Yingchun" last="Liu">Yingchun Liu</name><name sortKey="Ren, Shijie" sort="Ren, Shijie" uniqKey="Ren S" first="Shijie" last="Ren">Shijie Ren</name><name sortKey="Sun, Jing" sort="Sun, Jing" uniqKey="Sun J" first="Jing" last="Sun">Jing Sun</name><name sortKey="Wu, Huanrong" sort="Wu, Huanrong" uniqKey="Wu H" first="Huanrong" last="Wu">Huanrong Wu</name><name sortKey="Xu, Erjian" sort="Xu, Erjian" uniqKey="Xu E" first="Erjian" last="Xu">Erjian Xu</name><name sortKey="Yu, Feng" sort="Yu, Feng" uniqKey="Yu F" first="Feng" last="Yu">Feng Yu</name><name sortKey="Zeng, Danli" sort="Zeng, Danli" uniqKey="Zeng D" first="Danli" last="Zeng">Danli Zeng</name><name sortKey="Zhong, Hongliang" sort="Zhong, Hongliang" uniqKey="Zhong H" first="Hongliang" last="Zhong">Hongliang Zhong</name></country></tree></affiliations></record>Pour manipuler ce document sous Unix (Dilib)
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