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ThDione: A Powerful Electron-Withdrawing Moiety for Push-Pull Molecules

The result's identifiers

  • Result code in IS VaVaI

    <a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00216275%3A25310%2F20%3A39916358" target="_blank" >RIV/00216275:25310/20:39916358 - isvavai.cz</a>

  • Result on the web

    <a href="https://chemistry-europe.onlinelibrary.wiley.com/doi/full/10.1002/cplu.202000395" target="_blank" >https://chemistry-europe.onlinelibrary.wiley.com/doi/full/10.1002/cplu.202000395</a>

  • DOI - Digital Object Identifier

    <a href="http://dx.doi.org/10.1002/cplu.202000395" target="_blank" >10.1002/cplu.202000395</a>

Alternative languages

  • Result language

    angličtina

  • Original language name

    ThDione: A Powerful Electron-Withdrawing Moiety for Push-Pull Molecules

  • Original language description

    A series of new push-pull chromophores based on a combined cyclopenta[c]thiophene-4,6-dione (ThDione) acceptor,N,N-dimethylaniline,N-piperidinylthiophene or ferrocene donors, and ethylene or buta-1,3-dienylene pi-linkers has been designed and synthesized. Utilizing one or two ThDione acceptors afforded linear or branched push-pull molecules. Experimental and theoretical study of their fundamental properties revealed thermal robustness up to 260 degrees C, a electrochemical/optical HOMO-LUMO gap that is tunable within the range of 1.47-2.19/1.99-2.39 eV, and thorough elucidation of structure-property relationships. Compared to currently available portfolio of heterocyclic electron-withdrawing units, ThDione proved to be a powerful and versatile acceptor unit. It imparts significant intramolecular charge transfer and polarizes the pi-system, which results in enhanced (non)linear optical response.

  • Czech name

  • Czech description

Classification

  • Type

    J<sub>imp</sub> - Article in a specialist periodical, which is included in the Web of Science database

  • CEP classification

  • OECD FORD branch

    10401 - Organic chemistry

Result continuities

  • Project

    <a href="/en/project/LTAIN19101" target="_blank" >LTAIN19101: Carbon-Conjugated 2D-Covalent Organic Frameworks Based on Alternative D-A-D/A-D-A Systems with Exceptional Optoelectronic Properties</a><br>

  • Continuities

    P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)<br>I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace

Others

  • Publication year

    2020

  • Confidentiality

    S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

Data specific for result type

  • Name of the periodical

    ChemPlusChem

  • ISSN

    2192-6506

  • e-ISSN

  • Volume of the periodical

    85

  • Issue of the periodical within the volume

    7

  • Country of publishing house

    DE - GERMANY

  • Number of pages

    10

  • Pages from-to

    1549-1558

  • UT code for WoS article

    000555737600022

  • EID of the result in the Scopus database

    2-s2.0-85088509504