{"title":"Interactions and Click Functionalization of a Poly(Thiophenyl-Tetrazine-Co-Fluorene) Conjugated Polymer with Single-Walled Carbon Nanotubes","authors":"Shagana Kukendran, Sara Salimi, Alex Adronov","doi":"10.1002/hlca.202400146","DOIUrl":null,"url":null,"abstract":"<p>A highly soluble thiophene-based poly(tetrazine) polymer was prepared that can undergo inverse-electron-demand Diels-Alder (IEDDA) click reactions efficiently with different types of <i>trans</i>-cyclooctene (TCO) derivatives resulting in post-polymerization functionalization. The resulting pyridazines post-oxidation exhibited strong interactions with single-walled carbon nanotubes (SWNTs) and showed selectivity toward metallic SWNTs. The resulting dispersions were used to prepare thin films, whose sheet resistivity was measured. It was found that α-amino-ω-methoxy triethylene glycol (TEG) functionalized pyridazine dispersion film resulted in a lower sheet resistance by several orders of magnitude compared to the non-clicked tetrazine dispersion indicating better conductivity post-IEDDA. Furthermore, modification of the polymer backbone while bound to the SWNT was performed successfully, preserving the properties of the nanotubes.</p>","PeriodicalId":12842,"journal":{"name":"Helvetica Chimica Acta","volume":"108 2","pages":""},"PeriodicalIF":1.5000,"publicationDate":"2024-12-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://onlinelibrary.wiley.com/doi/epdf/10.1002/hlca.202400146","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Helvetica Chimica Acta","FirstCategoryId":"92","ListUrlMain":"https://onlinelibrary.wiley.com/doi/10.1002/hlca.202400146","RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q3","JCRName":"CHEMISTRY, MULTIDISCIPLINARY","Score":null,"Total":0}
引用次数: 0
Abstract
A highly soluble thiophene-based poly(tetrazine) polymer was prepared that can undergo inverse-electron-demand Diels-Alder (IEDDA) click reactions efficiently with different types of trans-cyclooctene (TCO) derivatives resulting in post-polymerization functionalization. The resulting pyridazines post-oxidation exhibited strong interactions with single-walled carbon nanotubes (SWNTs) and showed selectivity toward metallic SWNTs. The resulting dispersions were used to prepare thin films, whose sheet resistivity was measured. It was found that α-amino-ω-methoxy triethylene glycol (TEG) functionalized pyridazine dispersion film resulted in a lower sheet resistance by several orders of magnitude compared to the non-clicked tetrazine dispersion indicating better conductivity post-IEDDA. Furthermore, modification of the polymer backbone while bound to the SWNT was performed successfully, preserving the properties of the nanotubes.
期刊介绍：
Helvetica Chimica Acta, founded by the Swiss Chemical Society in 1917, is a monthly multidisciplinary journal dedicated to the dissemination of knowledge in all disciplines of chemistry (organic, inorganic, physical, technical, theoretical and analytical chemistry) as well as research at the interface with other sciences, where molecular aspects are key to the findings. Helvetica Chimica Acta is committed to the publication of original, high quality papers at the frontier of scientific research. All contributions will be peer reviewed with the highest possible standards and published within 3 months of receipt, with no restriction on the length of the papers and in full color.
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