Synthesis and Optoelectronic Characterizations of Conjugated Polymers Based on Diketopyrrolopyrrole and 2,2'-(thieno[3,2-b]thiophene-2,5-diyl)diacetonitrile Via Knoevenagel Condensation
Conjugated polymers have attracted extensive attention as semiconducting materials in wearable and flexible electronics. In this study, we utilize atom-economical Knoevenagel reaction to construct two conjugated polymers, PTDPP-CNTT and PFDPP-CNTT, based on dialdehyde-thiophene/furan-flanked diketop...
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| creator | Wu, Kunlan Chen, Pinyu Cui, Tianqiang Zhang, Baoxin Sun, Chun-Lin Wang, Jianguo Shao, Xiangfeng Chen, Liangliang Chen, Yu Liu, Zitong |
| description | Conjugated polymers have attracted extensive attention as semiconducting materials in wearable and flexible electronics. In this study, we utilize atom-economical Knoevenagel reaction to construct two conjugated polymers, PTDPP-CNTT and PFDPP-CNTT, based on dialdehyde-thiophene/furan-flanked diketopyrrolopyrrole (DPP) and 2,2'-(thieno[3,2-b]thiophene-2,5-diyl)diacetonitrile (CNTT). The resulting polymers exhibited suitable highest occupied molecular orbital/lowest unoccupied molecular orbital (HOMO/LUMO) energy levels, small bandgaps, and broad UV-vis-NIR absorptions (≈400-1000 nm), endowing them with photothermal and balanced ambipolar semiconducting properties with hole and electron mobilities over 10
cm
V
s
. Additionally, PTDPP-CNTT-based organic field-effect transistors (OFETs) devices show photo-responsive characteristics at 808 and 980 nm in the hole transport channel with the photo-responsivenesses of 9.0 × 10
A/W and 0.4 A/W, respectively, suggesting potential application in organic NIR-phototransistors. |
| doi_str_mv | 10.1002/marc.202401055 |
| format | Article |
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cm
V
s
. Additionally, PTDPP-CNTT-based organic field-effect transistors (OFETs) devices show photo-responsive characteristics at 808 and 980 nm in the hole transport channel with the photo-responsivenesses of 9.0 × 10
A/W and 0.4 A/W, respectively, suggesting potential application in organic NIR-phototransistors.</description><identifier>ISSN: 1022-1336</identifier><identifier>ISSN: 1521-3927</identifier><identifier>EISSN: 1521-3927</identifier><identifier>DOI: 10.1002/marc.202401055</identifier><identifier>PMID: 39803813</identifier><language>eng</language><publisher>Germany</publisher><ispartof>Macromolecular rapid communications., 2025-01, p.e2401055</ispartof><rights>2025 Wiley‐VCH GmbH.</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><cites>FETCH-LOGICAL-c180t-c5d052a5166cc8d6bb8cae5a86f0bd409df813ae2c1140852af6ad50f5b71bf93</cites><orcidid>0000-0003-1185-9219</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,776,780,27901,27902</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/39803813$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Wu, Kunlan</creatorcontrib><creatorcontrib>Chen, Pinyu</creatorcontrib><creatorcontrib>Cui, Tianqiang</creatorcontrib><creatorcontrib>Zhang, Baoxin</creatorcontrib><creatorcontrib>Sun, Chun-Lin</creatorcontrib><creatorcontrib>Wang, Jianguo</creatorcontrib><creatorcontrib>Shao, Xiangfeng</creatorcontrib><creatorcontrib>Chen, Liangliang</creatorcontrib><creatorcontrib>Chen, Yu</creatorcontrib><creatorcontrib>Liu, Zitong</creatorcontrib><title>Synthesis and Optoelectronic Characterizations of Conjugated Polymers Based on Diketopyrrolopyrrole and 2,2'-(thieno[3,2-b]thiophene-2,5-diyl)diacetonitrile Via Knoevenagel Condensation</title><title>Macromolecular rapid communications.</title><addtitle>Macromol Rapid Commun</addtitle><description>Conjugated polymers have attracted extensive attention as semiconducting materials in wearable and flexible electronics. In this study, we utilize atom-economical Knoevenagel reaction to construct two conjugated polymers, PTDPP-CNTT and PFDPP-CNTT, based on dialdehyde-thiophene/furan-flanked diketopyrrolopyrrole (DPP) and 2,2'-(thieno[3,2-b]thiophene-2,5-diyl)diacetonitrile (CNTT). The resulting polymers exhibited suitable highest occupied molecular orbital/lowest unoccupied molecular orbital (HOMO/LUMO) energy levels, small bandgaps, and broad UV-vis-NIR absorptions (≈400-1000 nm), endowing them with photothermal and balanced ambipolar semiconducting properties with hole and electron mobilities over 10
cm
V
s
. Additionally, PTDPP-CNTT-based organic field-effect transistors (OFETs) devices show photo-responsive characteristics at 808 and 980 nm in the hole transport channel with the photo-responsivenesses of 9.0 × 10
A/W and 0.4 A/W, respectively, suggesting potential application in organic NIR-phototransistors.</description><issn>1022-1336</issn><issn>1521-3927</issn><issn>1521-3927</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2025</creationdate><recordtype>article</recordtype><recordid>eNo9kVtv1DAQhS0Eohd45RH5jSKtl7EdZ5PHspSLqFQkLi8IRY496bpk7WB7kcI_49_hbZc-zYx0zpnRfIQ847DkAOLVVkezFCAq4KDUA3LMleBMtmL1sPQgBONS1kfkJKUbAGgqEI_JkWwbkA2Xx-Tv59nnDSaXqPaWXk054Igmx-CdoeuNjtpkjO6Pzi74RMNA18Hf7K51Rks_hXHeYkz0tU5lDJ6-cT8xh2mOMYyHgrfJYiFesLO8cejDd7kQrP9RhjBt0CMTC8Wsm8eX1mlT_N7l6Irxm9P0ow_4G72-xnG_2qJPt7c8IY8GPSZ8eqin5Ovbiy_r9-zy6t2H9fklM7yBzIyyoIRWvK6NaWzd943RqHRTD9DbClo7lEdoFIbzCpoiHWptFQyqX_F-aOUpObvLnWL4tcOUu61LBsdRewy71EmuqqblKw5FuryTmhhSijh0U3SF0Nxx6Pa4uj2u7h5XMTw_ZO_6Ldp7-X8-8h819pUl</recordid><startdate>20250113</startdate><enddate>20250113</enddate><creator>Wu, Kunlan</creator><creator>Chen, Pinyu</creator><creator>Cui, Tianqiang</creator><creator>Zhang, Baoxin</creator><creator>Sun, Chun-Lin</creator><creator>Wang, Jianguo</creator><creator>Shao, Xiangfeng</creator><creator>Chen, Liangliang</creator><creator>Chen, Yu</creator><creator>Liu, Zitong</creator><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7X8</scope><orcidid>https://orcid.org/0000-0003-1185-9219</orcidid></search><sort><creationdate>20250113</creationdate><title>Synthesis and Optoelectronic Characterizations of Conjugated Polymers Based on Diketopyrrolopyrrole and 2,2'-(thieno[3,2-b]thiophene-2,5-diyl)diacetonitrile Via Knoevenagel Condensation</title><author>Wu, Kunlan ; Chen, Pinyu ; Cui, Tianqiang ; Zhang, Baoxin ; Sun, Chun-Lin ; Wang, Jianguo ; Shao, Xiangfeng ; Chen, Liangliang ; Chen, Yu ; Liu, Zitong</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c180t-c5d052a5166cc8d6bb8cae5a86f0bd409df813ae2c1140852af6ad50f5b71bf93</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2025</creationdate><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Wu, Kunlan</creatorcontrib><creatorcontrib>Chen, Pinyu</creatorcontrib><creatorcontrib>Cui, Tianqiang</creatorcontrib><creatorcontrib>Zhang, Baoxin</creatorcontrib><creatorcontrib>Sun, Chun-Lin</creatorcontrib><creatorcontrib>Wang, Jianguo</creatorcontrib><creatorcontrib>Shao, Xiangfeng</creatorcontrib><creatorcontrib>Chen, Liangliang</creatorcontrib><creatorcontrib>Chen, Yu</creatorcontrib><creatorcontrib>Liu, Zitong</creatorcontrib><collection>PubMed</collection><collection>CrossRef</collection><collection>MEDLINE - Academic</collection><jtitle>Macromolecular rapid communications.</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Wu, Kunlan</au><au>Chen, Pinyu</au><au>Cui, Tianqiang</au><au>Zhang, Baoxin</au><au>Sun, Chun-Lin</au><au>Wang, Jianguo</au><au>Shao, Xiangfeng</au><au>Chen, Liangliang</au><au>Chen, Yu</au><au>Liu, Zitong</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Synthesis and Optoelectronic Characterizations of Conjugated Polymers Based on Diketopyrrolopyrrole and 2,2'-(thieno[3,2-b]thiophene-2,5-diyl)diacetonitrile Via Knoevenagel Condensation</atitle><jtitle>Macromolecular rapid communications.</jtitle><addtitle>Macromol Rapid Commun</addtitle><date>2025-01-13</date><risdate>2025</risdate><spage>e2401055</spage><pages>e2401055-</pages><issn>1022-1336</issn><issn>1521-3927</issn><eissn>1521-3927</eissn><abstract>Conjugated polymers have attracted extensive attention as semiconducting materials in wearable and flexible electronics. In this study, we utilize atom-economical Knoevenagel reaction to construct two conjugated polymers, PTDPP-CNTT and PFDPP-CNTT, based on dialdehyde-thiophene/furan-flanked diketopyrrolopyrrole (DPP) and 2,2'-(thieno[3,2-b]thiophene-2,5-diyl)diacetonitrile (CNTT). The resulting polymers exhibited suitable highest occupied molecular orbital/lowest unoccupied molecular orbital (HOMO/LUMO) energy levels, small bandgaps, and broad UV-vis-NIR absorptions (≈400-1000 nm), endowing them with photothermal and balanced ambipolar semiconducting properties with hole and electron mobilities over 10
cm
V
s
. Additionally, PTDPP-CNTT-based organic field-effect transistors (OFETs) devices show photo-responsive characteristics at 808 and 980 nm in the hole transport channel with the photo-responsivenesses of 9.0 × 10
A/W and 0.4 A/W, respectively, suggesting potential application in organic NIR-phototransistors.</abstract><cop>Germany</cop><pmid>39803813</pmid><doi>10.1002/marc.202401055</doi><orcidid>https://orcid.org/0000-0003-1185-9219</orcidid></addata></record> |
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| title | Synthesis and Optoelectronic Characterizations of Conjugated Polymers Based on Diketopyrrolopyrrole and 2,2'-(thieno[3,2-b]thiophene-2,5-diyl)diacetonitrile Via Knoevenagel Condensation |
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