Anthradithiophene-thiophene copolymers with broad UV-vis absorption for organic solar cells and field-effect transistors
New semiconducting copolymers, poly((TIPS‐ADT)‐(4,4′‐didodecyl‐2,2′‐bithiophene)) (PTADT2) and poly((TIPS‐ADT)‐(2,2′‐(4,4′‐didodecyl‐2,2′‐bithiophene)dithiophene)) (PTADT4), produced by incorporating 5,11‐bis(triisopropylsilylethynyl) anthra[2,3‐b:7,6‐b']dithiophene (TIPS‐ADT) and alkyl‐thiophe...
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| Veröffentlicht in: | Journal of polymer science. Part A, Polymer chemistry Polymer chemistry, 2012-10, Vol.50 (19), p.4119-4126 |
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| creator | Kong, Hoyoul Heum Park, Sung Cho, Nam Sung Cho, Shinuk Shim, Hong-Ku |
| description | New semiconducting copolymers, poly((TIPS‐ADT)‐(4,4′‐didodecyl‐2,2′‐bithiophene)) (PTADT2) and poly((TIPS‐ADT)‐(2,2′‐(4,4′‐didodecyl‐2,2′‐bithiophene)dithiophene)) (PTADT4), produced by incorporating 5,11‐bis(triisopropylsilylethynyl) anthra[2,3‐b:7,6‐b']dithiophene (TIPS‐ADT) and alkyl‐thiophene derivatives were synthesized via Stille coupling polymerization. The optical, electrochemical, structural, field‐effect transistor, and solar cell properties of the polymers were investigated. The polymers showed good solubility at room temperature in common organic solvents due to their abundant side groups including TIPS and dodecyl side chains. Both polymers showed very broad UV absorption spectra covering the spectral range from 300 to 750 nm as a result of the combination of the different absorption ranges of the TIPS‐ADT unit (short wavelength region) and thiophene derivatives (long wavelength region). The FET device fabricated using PTADT4 containing additional unsubstituted thiophene rings as a spacer between TIPS‐ADT and thiophene derivatives showed a higher hole mobility (5.7 × 10−4 cm2/V s) than the PTADT2 device (2.8 × 10−5 cm2/V s), due to the improved intermolecular ordering caused by the reduced steric hindrance between bulky side chain groups. In addition, the PTADT4:(6,6)‐phenyl‐C70‐butyric acid methyl ester (PC70BM) device showed an enhanced power conversion efficiency (PCE) of 1.30% compared with the PTADT2:PC70BM device (PCE of 0.55%) under AM 1.5G irradiation (100 mW/cm2). © 2012 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem, 2012
New thiophene‐based copolymers containing TIPS‐anthra[2,3‐b:7,6‐b′']dithiophene (TIPS‐ADT) showed very broad UV absorption spectra covering the spectral range from 300 to 750 nm. The devices fabricated using TIPS‐ADT and thiophene copolymers demonstrated a promising field‐effect hole mobility of 5.7 × 10−4 cm2/V s and a power conversion efficiency of 1.30%. |
| doi_str_mv | 10.1002/pola.26217 |
| format | Article |
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New thiophene‐based copolymers containing TIPS‐anthra[2,3‐b:7,6‐b′']dithiophene (TIPS‐ADT) showed very broad UV absorption spectra covering the spectral range from 300 to 750 nm. The devices fabricated using TIPS‐ADT and thiophene copolymers demonstrated a promising field‐effect hole mobility of 5.7 × 10−4 cm2/V s and a power conversion efficiency of 1.30%.</description><identifier>ISSN: 0887-624X</identifier><identifier>EISSN: 1099-0518</identifier><identifier>DOI: 10.1002/pola.26217</identifier><identifier>CODEN: JPLCAT</identifier><language>eng</language><publisher>Hoboken: Wiley Subscription Services, Inc., A Wiley Company</publisher><subject>anthradithiophene ; Applied sciences ; conjugated polymers ; Electronics ; Energy ; Exact sciences and technology ; field-effect transistors ; Natural energy ; organic electronics ; organic photovoltaic cells ; Organic polymers ; photophysics ; Photovoltaic conversion ; Physicochemistry of polymers ; Polymers with particular properties ; Preparation, kinetics, thermodynamics, mechanism and catalysts ; semiconducting polymers ; Semiconductor electronics. Microelectronics. Optoelectronics. Solid state devices ; Solar cells. Photoelectrochemical cells ; Solar energy ; thin films ; Transistors</subject><ispartof>Journal of polymer science. Part A, Polymer chemistry, 2012-10, Vol.50 (19), p.4119-4126</ispartof><rights>Copyright © 2012 Wiley Periodicals, Inc.</rights><rights>2015 INIST-CNRS</rights><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c3827-5fb410c774e0404e6142621ff3459e8ace822dc06c88ff2dcd89ff2a1b5a38673</citedby><cites>FETCH-LOGICAL-c3827-5fb410c774e0404e6142621ff3459e8ace822dc06c88ff2dcd89ff2a1b5a38673</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://onlinelibrary.wiley.com/doi/pdf/10.1002%2Fpola.26217$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1002%2Fpola.26217$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>314,780,784,1417,27924,27925,45574,45575</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=26313182$$DView record in Pascal Francis$$Hfree_for_read</backlink></links><search><creatorcontrib>Kong, Hoyoul</creatorcontrib><creatorcontrib>Heum Park, Sung</creatorcontrib><creatorcontrib>Cho, Nam Sung</creatorcontrib><creatorcontrib>Cho, Shinuk</creatorcontrib><creatorcontrib>Shim, Hong-Ku</creatorcontrib><title>Anthradithiophene-thiophene copolymers with broad UV-vis absorption for organic solar cells and field-effect transistors</title><title>Journal of polymer science. Part A, Polymer chemistry</title><addtitle>J. Polym. Sci. A Polym. Chem</addtitle><description>New semiconducting copolymers, poly((TIPS‐ADT)‐(4,4′‐didodecyl‐2,2′‐bithiophene)) (PTADT2) and poly((TIPS‐ADT)‐(2,2′‐(4,4′‐didodecyl‐2,2′‐bithiophene)dithiophene)) (PTADT4), produced by incorporating 5,11‐bis(triisopropylsilylethynyl) anthra[2,3‐b:7,6‐b']dithiophene (TIPS‐ADT) and alkyl‐thiophene derivatives were synthesized via Stille coupling polymerization. The optical, electrochemical, structural, field‐effect transistor, and solar cell properties of the polymers were investigated. The polymers showed good solubility at room temperature in common organic solvents due to their abundant side groups including TIPS and dodecyl side chains. Both polymers showed very broad UV absorption spectra covering the spectral range from 300 to 750 nm as a result of the combination of the different absorption ranges of the TIPS‐ADT unit (short wavelength region) and thiophene derivatives (long wavelength region). The FET device fabricated using PTADT4 containing additional unsubstituted thiophene rings as a spacer between TIPS‐ADT and thiophene derivatives showed a higher hole mobility (5.7 × 10−4 cm2/V s) than the PTADT2 device (2.8 × 10−5 cm2/V s), due to the improved intermolecular ordering caused by the reduced steric hindrance between bulky side chain groups. In addition, the PTADT4:(6,6)‐phenyl‐C70‐butyric acid methyl ester (PC70BM) device showed an enhanced power conversion efficiency (PCE) of 1.30% compared with the PTADT2:PC70BM device (PCE of 0.55%) under AM 1.5G irradiation (100 mW/cm2). © 2012 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem, 2012
New thiophene‐based copolymers containing TIPS‐anthra[2,3‐b:7,6‐b′']dithiophene (TIPS‐ADT) showed very broad UV absorption spectra covering the spectral range from 300 to 750 nm. The devices fabricated using TIPS‐ADT and thiophene copolymers demonstrated a promising field‐effect hole mobility of 5.7 × 10−4 cm2/V s and a power conversion efficiency of 1.30%.</description><subject>anthradithiophene</subject><subject>Applied sciences</subject><subject>conjugated polymers</subject><subject>Electronics</subject><subject>Energy</subject><subject>Exact sciences and technology</subject><subject>field-effect transistors</subject><subject>Natural energy</subject><subject>organic electronics</subject><subject>organic photovoltaic cells</subject><subject>Organic polymers</subject><subject>photophysics</subject><subject>Photovoltaic conversion</subject><subject>Physicochemistry of polymers</subject><subject>Polymers with particular properties</subject><subject>Preparation, kinetics, thermodynamics, mechanism and catalysts</subject><subject>semiconducting polymers</subject><subject>Semiconductor electronics. Microelectronics. Optoelectronics. Solid state devices</subject><subject>Solar cells. Photoelectrochemical cells</subject><subject>Solar energy</subject><subject>thin films</subject><subject>Transistors</subject><issn>0887-624X</issn><issn>1099-0518</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2012</creationdate><recordtype>article</recordtype><recordid>eNp9kM1OAyEUhYnRxFrd-ARs3JhQgfmBWTZVq6axNbHqjjAMWHQ6TGBi27eXWu3S1b3J_c7JuQeAc4IHBGN61bpaDmhOCTsAPYKLAuGM8EPQw5wzlNP07RichPCBcbxlvAfWw6ZbeFnZbmFdu9CNRvsNKhf9NkvtA1xFAJbeyQrOX9CXDVCWwfm2s66Bxnno_LtsrIIhJvBQ6bqOSFNBY3VdIW2MVh3svGyCDZ3z4RQcGVkHffY7-2B-e_M8ukOT6fh-NJwglXDKUGbKlGDFWKpxilOdk3T7njFJmhWaS6U5pZXCueLcmLhVvIhTkjKTCc9Z0geXO1_lXQheG9F6u5R-IwgW287EtjPx01mEL3ZwK4OStYlxlQ17Bc0TkhBOI0d23MrWevOPo5hNJ8M_b7TTxP_1eq-R_lPEmCwTr49jMbsm7CHHT2KcfAPXeI4O</recordid><startdate>20121001</startdate><enddate>20121001</enddate><creator>Kong, Hoyoul</creator><creator>Heum Park, Sung</creator><creator>Cho, Nam Sung</creator><creator>Cho, Shinuk</creator><creator>Shim, Hong-Ku</creator><general>Wiley Subscription Services, Inc., A Wiley Company</general><general>Wiley</general><scope>BSCLL</scope><scope>IQODW</scope><scope>AAYXX</scope><scope>CITATION</scope></search><sort><creationdate>20121001</creationdate><title>Anthradithiophene-thiophene copolymers with broad UV-vis absorption for organic solar cells and field-effect transistors</title><author>Kong, Hoyoul ; Heum Park, Sung ; Cho, Nam Sung ; Cho, Shinuk ; Shim, Hong-Ku</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c3827-5fb410c774e0404e6142621ff3459e8ace822dc06c88ff2dcd89ff2a1b5a38673</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2012</creationdate><topic>anthradithiophene</topic><topic>Applied sciences</topic><topic>conjugated polymers</topic><topic>Electronics</topic><topic>Energy</topic><topic>Exact sciences and technology</topic><topic>field-effect transistors</topic><topic>Natural energy</topic><topic>organic electronics</topic><topic>organic photovoltaic cells</topic><topic>Organic polymers</topic><topic>photophysics</topic><topic>Photovoltaic conversion</topic><topic>Physicochemistry of polymers</topic><topic>Polymers with particular properties</topic><topic>Preparation, kinetics, thermodynamics, mechanism and catalysts</topic><topic>semiconducting polymers</topic><topic>Semiconductor electronics. Microelectronics. Optoelectronics. Solid state devices</topic><topic>Solar cells. Photoelectrochemical cells</topic><topic>Solar energy</topic><topic>thin films</topic><topic>Transistors</topic><toplevel>online_resources</toplevel><creatorcontrib>Kong, Hoyoul</creatorcontrib><creatorcontrib>Heum Park, Sung</creatorcontrib><creatorcontrib>Cho, Nam Sung</creatorcontrib><creatorcontrib>Cho, Shinuk</creatorcontrib><creatorcontrib>Shim, Hong-Ku</creatorcontrib><collection>Istex</collection><collection>Pascal-Francis</collection><collection>CrossRef</collection><jtitle>Journal of polymer science. Part A, Polymer chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Kong, Hoyoul</au><au>Heum Park, Sung</au><au>Cho, Nam Sung</au><au>Cho, Shinuk</au><au>Shim, Hong-Ku</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Anthradithiophene-thiophene copolymers with broad UV-vis absorption for organic solar cells and field-effect transistors</atitle><jtitle>Journal of polymer science. Part A, Polymer chemistry</jtitle><addtitle>J. Polym. Sci. A Polym. Chem</addtitle><date>2012-10-01</date><risdate>2012</risdate><volume>50</volume><issue>19</issue><spage>4119</spage><epage>4126</epage><pages>4119-4126</pages><issn>0887-624X</issn><eissn>1099-0518</eissn><coden>JPLCAT</coden><abstract>New semiconducting copolymers, poly((TIPS‐ADT)‐(4,4′‐didodecyl‐2,2′‐bithiophene)) (PTADT2) and poly((TIPS‐ADT)‐(2,2′‐(4,4′‐didodecyl‐2,2′‐bithiophene)dithiophene)) (PTADT4), produced by incorporating 5,11‐bis(triisopropylsilylethynyl) anthra[2,3‐b:7,6‐b']dithiophene (TIPS‐ADT) and alkyl‐thiophene derivatives were synthesized via Stille coupling polymerization. The optical, electrochemical, structural, field‐effect transistor, and solar cell properties of the polymers were investigated. The polymers showed good solubility at room temperature in common organic solvents due to their abundant side groups including TIPS and dodecyl side chains. Both polymers showed very broad UV absorption spectra covering the spectral range from 300 to 750 nm as a result of the combination of the different absorption ranges of the TIPS‐ADT unit (short wavelength region) and thiophene derivatives (long wavelength region). The FET device fabricated using PTADT4 containing additional unsubstituted thiophene rings as a spacer between TIPS‐ADT and thiophene derivatives showed a higher hole mobility (5.7 × 10−4 cm2/V s) than the PTADT2 device (2.8 × 10−5 cm2/V s), due to the improved intermolecular ordering caused by the reduced steric hindrance between bulky side chain groups. In addition, the PTADT4:(6,6)‐phenyl‐C70‐butyric acid methyl ester (PC70BM) device showed an enhanced power conversion efficiency (PCE) of 1.30% compared with the PTADT2:PC70BM device (PCE of 0.55%) under AM 1.5G irradiation (100 mW/cm2). © 2012 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem, 2012
New thiophene‐based copolymers containing TIPS‐anthra[2,3‐b:7,6‐b′']dithiophene (TIPS‐ADT) showed very broad UV absorption spectra covering the spectral range from 300 to 750 nm. The devices fabricated using TIPS‐ADT and thiophene copolymers demonstrated a promising field‐effect hole mobility of 5.7 × 10−4 cm2/V s and a power conversion efficiency of 1.30%.</abstract><cop>Hoboken</cop><pub>Wiley Subscription Services, Inc., A Wiley Company</pub><doi>10.1002/pola.26217</doi><tpages>8</tpages></addata></record> |
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| subjects | anthradithiophene Applied sciences conjugated polymers Electronics Energy Exact sciences and technology field-effect transistors Natural energy organic electronics organic photovoltaic cells Organic polymers photophysics Photovoltaic conversion Physicochemistry of polymers Polymers with particular properties Preparation, kinetics, thermodynamics, mechanism and catalysts semiconducting polymers Semiconductor electronics. Microelectronics. Optoelectronics. Solid state devices Solar cells. Photoelectrochemical cells Solar energy thin films Transistors |
| title | Anthradithiophene-thiophene copolymers with broad UV-vis absorption for organic solar cells and field-effect transistors |
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