Facile synthesis and polymerization of dibromo-bis-EDOT and its side-chain decorated dimer: an effective approach from dimer species
In the present work, we demonstrate an efficient bromine-catalyzed polymerization for PBis-EDOT [poly(3,4-ethylenedioxythiophene) derived from dimer unit] and its soluble derivative PBis-EDOT-C 6 [hexyl-derivatized poly(3,4-ethylenedioxythiophene) derived from dimer unit] by using dibrominated dimer...
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Veröffentlicht in: | Journal of polymer research 2023-02, Vol.30 (2), Article 53 |
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creator | Bhardwaj, Dinesh Gupta, Sonal Mishra, Anamika Singhal, Sanchita Shahjad Balkhandia, Manisha Sharma, Richa Patra, Asit |
description | In the present work, we demonstrate an efficient bromine-catalyzed polymerization for PBis-EDOT [poly(3,4-ethylenedioxythiophene) derived from dimer unit] and its soluble derivative PBis-EDOT-C
6
[hexyl-derivatized poly(3,4-ethylenedioxythiophene) derived from dimer unit] by using dibrominated dimer unit Bis-EDOT and its side chain decorated derivative Bis-EDOT-C
6
, respectively at room temperature. Here, we also present an efficient and simple synthesis of dimer units DBBis-EDOT and DBBis-EDOT-C
6
. The selective synthesis of hexyl-substituted symmetric dimer species DBBis-EDOT-C
6
allows soluble polymer. The synthesized molecules are well characterized and finally confirmed by a single X-ray crystal structure. The resulting polymers are conducting and characterized by NMR, FT-IR, GPC, and Raman spectroscopy. The optical and electrical properties of these polymers were found to be nicely correlated with previously reported. DFT calculation was also performed on these dimers, monomer, and polymers to understand the structure and energy levels. |
doi_str_mv | 10.1007/s10965-022-03426-3 |
format | Article |
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6
[hexyl-derivatized poly(3,4-ethylenedioxythiophene) derived from dimer unit] by using dibrominated dimer unit Bis-EDOT and its side chain decorated derivative Bis-EDOT-C
6
, respectively at room temperature. Here, we also present an efficient and simple synthesis of dimer units DBBis-EDOT and DBBis-EDOT-C
6
. The selective synthesis of hexyl-substituted symmetric dimer species DBBis-EDOT-C
6
allows soluble polymer. The synthesized molecules are well characterized and finally confirmed by a single X-ray crystal structure. The resulting polymers are conducting and characterized by NMR, FT-IR, GPC, and Raman spectroscopy. The optical and electrical properties of these polymers were found to be nicely correlated with previously reported. DFT calculation was also performed on these dimers, monomer, and polymers to understand the structure and energy levels.</description><identifier>ISSN: 1022-9760</identifier><identifier>EISSN: 1572-8935</identifier><identifier>DOI: 10.1007/s10965-022-03426-3</identifier><language>eng</language><publisher>Dordrecht: Springer Netherlands</publisher><subject>Bromine ; Characterization and Evaluation of Materials ; Chemical synthesis ; Chemistry ; Chemistry and Materials Science ; Crystal structure ; Crystals ; Dimers ; Electric properties ; Electrical properties ; Energy levels ; Industrial Chemistry/Chemical Engineering ; NMR ; Nuclear magnetic resonance ; Optical properties ; Origina Lpaper ; Polymer Sciences ; Polymerization ; Polymers ; Raman spectroscopy ; Room temperature ; Structure</subject><ispartof>Journal of polymer research, 2023-02, Vol.30 (2), Article 53</ispartof><rights>The Polymer Society, Taipei 2023. Springer Nature or its licensor (e.g. a society or other partner) holds exclusive rights to this article under a publishing agreement with the author(s) or other rightsholder(s); author self-archiving of the accepted manuscript version of this article is solely governed by the terms of such publishing agreement and applicable law.</rights><rights>COPYRIGHT 2023 Springer</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c358t-89d0719d78b50a912c7c7fd0e3384c22a1f76dbdaef46204768002b0dd053be33</citedby><cites>FETCH-LOGICAL-c358t-89d0719d78b50a912c7c7fd0e3384c22a1f76dbdaef46204768002b0dd053be33</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://link.springer.com/content/pdf/10.1007/s10965-022-03426-3$$EPDF$$P50$$Gspringer$$H</linktopdf><linktohtml>$$Uhttps://link.springer.com/10.1007/s10965-022-03426-3$$EHTML$$P50$$Gspringer$$H</linktohtml><link.rule.ids>314,780,784,27923,27924,41487,42556,51318</link.rule.ids></links><search><creatorcontrib>Bhardwaj, Dinesh</creatorcontrib><creatorcontrib>Gupta, Sonal</creatorcontrib><creatorcontrib>Mishra, Anamika</creatorcontrib><creatorcontrib>Singhal, Sanchita</creatorcontrib><creatorcontrib>Shahjad</creatorcontrib><creatorcontrib>Balkhandia, Manisha</creatorcontrib><creatorcontrib>Sharma, Richa</creatorcontrib><creatorcontrib>Patra, Asit</creatorcontrib><title>Facile synthesis and polymerization of dibromo-bis-EDOT and its side-chain decorated dimer: an effective approach from dimer species</title><title>Journal of polymer research</title><addtitle>J Polym Res</addtitle><description>In the present work, we demonstrate an efficient bromine-catalyzed polymerization for PBis-EDOT [poly(3,4-ethylenedioxythiophene) derived from dimer unit] and its soluble derivative PBis-EDOT-C
6
[hexyl-derivatized poly(3,4-ethylenedioxythiophene) derived from dimer unit] by using dibrominated dimer unit Bis-EDOT and its side chain decorated derivative Bis-EDOT-C
6
, respectively at room temperature. Here, we also present an efficient and simple synthesis of dimer units DBBis-EDOT and DBBis-EDOT-C
6
. The selective synthesis of hexyl-substituted symmetric dimer species DBBis-EDOT-C
6
allows soluble polymer. The synthesized molecules are well characterized and finally confirmed by a single X-ray crystal structure. The resulting polymers are conducting and characterized by NMR, FT-IR, GPC, and Raman spectroscopy. The optical and electrical properties of these polymers were found to be nicely correlated with previously reported. DFT calculation was also performed on these dimers, monomer, and polymers to understand the structure and energy levels.</description><subject>Bromine</subject><subject>Characterization and Evaluation of Materials</subject><subject>Chemical synthesis</subject><subject>Chemistry</subject><subject>Chemistry and Materials Science</subject><subject>Crystal structure</subject><subject>Crystals</subject><subject>Dimers</subject><subject>Electric properties</subject><subject>Electrical properties</subject><subject>Energy levels</subject><subject>Industrial Chemistry/Chemical Engineering</subject><subject>NMR</subject><subject>Nuclear magnetic resonance</subject><subject>Optical properties</subject><subject>Origina Lpaper</subject><subject>Polymer Sciences</subject><subject>Polymerization</subject><subject>Polymers</subject><subject>Raman spectroscopy</subject><subject>Room temperature</subject><subject>Structure</subject><issn>1022-9760</issn><issn>1572-8935</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2023</creationdate><recordtype>article</recordtype><recordid>eNp9kU1PxCAQhhujiZ9_wBOJZ3SApbTejN-JiRc9EwrDLma3VKgm69kfLrs18WY4DAnPO7wzb1WdMjhnAOoiM2hrSYFzCmLGayp2qgMmFadNK-RuuW-eWlXDfnWY8xuAlKpuDqrvO2PDEkle9-MCc8jE9I4McbleYQpfZgyxJ9ETF7oUV5F2IdPbm-eXLRbGTHJwSO3ChJ44tDGZEV2hi_qyMAS9RzuGTyRmGFI0dkF8aTQRJA9oA-bjas-bZcaT33pUvd7dvlw_0Kfn-8frqydqhWzGMooDxVqnmk6CaRm3yirvAIVoZpZzw7yqXecM-lnNYVYGBOAdOAdSdIU6qs6mvsXJ-wfmUb_Fj9SXLzVXNVMgGqkKdT5Rc7NEHXofx2RsOQ5XwcYefVmYvlKCy7ZVLRQBnwQ2xZwTej2ksDJprRnoTTx6ikeXDPQ2Hr3xIiZRLnA_x_Tn5R_VD1fck4w</recordid><startdate>20230201</startdate><enddate>20230201</enddate><creator>Bhardwaj, Dinesh</creator><creator>Gupta, Sonal</creator><creator>Mishra, Anamika</creator><creator>Singhal, Sanchita</creator><creator>Shahjad</creator><creator>Balkhandia, Manisha</creator><creator>Sharma, Richa</creator><creator>Patra, Asit</creator><general>Springer Netherlands</general><general>Springer</general><general>Springer Nature B.V</general><scope>AAYXX</scope><scope>CITATION</scope><scope>7SR</scope><scope>8FD</scope><scope>JG9</scope></search><sort><creationdate>20230201</creationdate><title>Facile synthesis and polymerization of dibromo-bis-EDOT and its side-chain decorated dimer: an effective approach from dimer species</title><author>Bhardwaj, Dinesh ; Gupta, Sonal ; Mishra, Anamika ; Singhal, Sanchita ; Shahjad ; Balkhandia, Manisha ; Sharma, Richa ; Patra, Asit</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c358t-89d0719d78b50a912c7c7fd0e3384c22a1f76dbdaef46204768002b0dd053be33</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2023</creationdate><topic>Bromine</topic><topic>Characterization and Evaluation of Materials</topic><topic>Chemical synthesis</topic><topic>Chemistry</topic><topic>Chemistry and Materials Science</topic><topic>Crystal structure</topic><topic>Crystals</topic><topic>Dimers</topic><topic>Electric properties</topic><topic>Electrical properties</topic><topic>Energy levels</topic><topic>Industrial Chemistry/Chemical Engineering</topic><topic>NMR</topic><topic>Nuclear magnetic resonance</topic><topic>Optical properties</topic><topic>Origina Lpaper</topic><topic>Polymer Sciences</topic><topic>Polymerization</topic><topic>Polymers</topic><topic>Raman spectroscopy</topic><topic>Room temperature</topic><topic>Structure</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Bhardwaj, Dinesh</creatorcontrib><creatorcontrib>Gupta, Sonal</creatorcontrib><creatorcontrib>Mishra, Anamika</creatorcontrib><creatorcontrib>Singhal, Sanchita</creatorcontrib><creatorcontrib>Shahjad</creatorcontrib><creatorcontrib>Balkhandia, Manisha</creatorcontrib><creatorcontrib>Sharma, Richa</creatorcontrib><creatorcontrib>Patra, Asit</creatorcontrib><collection>CrossRef</collection><collection>Engineered Materials Abstracts</collection><collection>Technology Research Database</collection><collection>Materials Research Database</collection><jtitle>Journal of polymer research</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Bhardwaj, Dinesh</au><au>Gupta, Sonal</au><au>Mishra, Anamika</au><au>Singhal, Sanchita</au><au>Shahjad</au><au>Balkhandia, Manisha</au><au>Sharma, Richa</au><au>Patra, Asit</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Facile synthesis and polymerization of dibromo-bis-EDOT and its side-chain decorated dimer: an effective approach from dimer species</atitle><jtitle>Journal of polymer research</jtitle><stitle>J Polym Res</stitle><date>2023-02-01</date><risdate>2023</risdate><volume>30</volume><issue>2</issue><artnum>53</artnum><issn>1022-9760</issn><eissn>1572-8935</eissn><abstract>In the present work, we demonstrate an efficient bromine-catalyzed polymerization for PBis-EDOT [poly(3,4-ethylenedioxythiophene) derived from dimer unit] and its soluble derivative PBis-EDOT-C
6
[hexyl-derivatized poly(3,4-ethylenedioxythiophene) derived from dimer unit] by using dibrominated dimer unit Bis-EDOT and its side chain decorated derivative Bis-EDOT-C
6
, respectively at room temperature. Here, we also present an efficient and simple synthesis of dimer units DBBis-EDOT and DBBis-EDOT-C
6
. The selective synthesis of hexyl-substituted symmetric dimer species DBBis-EDOT-C
6
allows soluble polymer. The synthesized molecules are well characterized and finally confirmed by a single X-ray crystal structure. The resulting polymers are conducting and characterized by NMR, FT-IR, GPC, and Raman spectroscopy. The optical and electrical properties of these polymers were found to be nicely correlated with previously reported. DFT calculation was also performed on these dimers, monomer, and polymers to understand the structure and energy levels.</abstract><cop>Dordrecht</cop><pub>Springer Netherlands</pub><doi>10.1007/s10965-022-03426-3</doi></addata></record> |
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subjects | Bromine Characterization and Evaluation of Materials Chemical synthesis Chemistry Chemistry and Materials Science Crystal structure Crystals Dimers Electric properties Electrical properties Energy levels Industrial Chemistry/Chemical Engineering NMR Nuclear magnetic resonance Optical properties Origina Lpaper Polymer Sciences Polymerization Polymers Raman spectroscopy Room temperature Structure |
title | Facile synthesis and polymerization of dibromo-bis-EDOT and its side-chain decorated dimer: an effective approach from dimer species |
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