Synthesis and Characterization of Benzodithiophene (BDT) Quinoid Compounds as a Potential Compound for n-Type Organic Thin-Film Transistors (OTFT)

Mokhamat Ariefin; Vety Sri Harlinda Ayudha

doi:10.14710/jksa.23.7.261-266

DOI: https://doi.org/10.14710/jksa.23.7.261-266

Synthesis and Characterization of Benzodithiophene (BDT) Quinoid Compounds as a Potential Compound for n-Type Organic Thin-Film Transistors (OTFT)

Mokhamat Ariefin

, Vety Sri Harlinda Ayudha

National Central University, Taiwan

Received: 27 Dec 2019; Revised: 4 Jul 2020; Accepted: 17 Jul 2020; Published: 31 Jul 2020.

BibTex Citation Data :

@article{JKSA27572,
    author = {Mokhamat Ariefin and Vety Ayudha},
    title = {Synthesis and Characterization of Benzodithiophene (BDT) Quinoid Compounds as a Potential Compound for n-Type Organic Thin-Film Transistors (OTFT)},
    journal = {Jurnal Kimia Sains dan Aplikasi},
  volume = {23},
    number = {7},
    year = {2020},
    keywords = {benzodithiophene; quinoids; flat; LUMO; energy gap},
    abstract = {Two potential compounds as an  n -Type organic thin-film transistor (OTFT) from benzodithiophene (BDT) derivatives have been synthesized and characterized. BDT was chosen as the core because it has π-conjugated bonds, rigid structures, and planar. Quinoid structure with end-cap (terminal group) in the form of dicyanomethylene is used because it can lower the LUMO value of the compound, and side chains are selected in the form of alkoxy so that two BDT derivatives are obtained namely  BDTQ-6  (hexyloxy) and  BDTQ-10  (decyloxy). Based on the results of TGA,  BDTQ-6  and  BDTQ-10  have decomposition points of 183°C and 203°C, which indicate the compound has excellent thermal stability. From the UV-Vis measurement, the λ max  value of the two compounds is 599 nm with optical gap energy (E g ° pt ) of 1.7 eV. From the DPV measurement, the LUMO value for the two compounds is -4.3 eV, with an energy gap (E g ) of 1.69 eV ( BDTQ-6 ) and 1.70 eV ( BDTQ-10 ). Based on observations of the crystal structure through x-ray diffraction, it was found that the  BDTQ-10  crystal has a \"brick type\" layer arrangement with a distance between layers of 3.55 Å. With excellent thermal stability and suitable LUMO values and energy gaps, it is expected that  BDTQ-6  and  BDTQ-10  compounds have the potential to be  n -Type OTFT materials.},
   issn = {2597-9914},   pages = {261--266}  doi = {10.14710/jksa.23.7.261-266},
    url = {https://ejournal.undip.ac.id/index.php/ksa/article/view/27572}
}

Citation Format:

Abstract

Two potential compounds as an n-Type organic thin-film transistor (OTFT) from benzodithiophene (BDT) derivatives have been synthesized and characterized. BDT was chosen as the core because it has π-conjugated bonds, rigid structures, and planar. Quinoid structure with end-cap (terminal group) in the form of dicyanomethylene is used because it can lower the LUMO value of the compound, and side chains are selected in the form of alkoxy so that two BDT derivatives are obtained namely BDTQ-6 (hexyloxy) and BDTQ-10 (decyloxy). Based on the results of TGA, BDTQ-6 and BDTQ-10 have decomposition points of 183°C and 203°C, which indicate the compound has excellent thermal stability. From the UV-Vis measurement, the λ_max value of the two compounds is 599 nm with optical gap energy (E_g°^pt) of 1.7 eV. From the DPV measurement, the LUMO value for the two compounds is -4.3 eV, with an energy gap (E_g) of 1.69 eV (BDTQ-6) and 1.70 eV (BDTQ-10). Based on observations of the crystal structure through x-ray diffraction, it was found that the BDTQ-10 crystal has a "brick type" layer arrangement with a distance between layers of 3.55 Å. With excellent thermal stability and suitable LUMO values and energy gaps, it is expected that BDTQ-6 and BDTQ-10 compounds have the potential to be n-Type OTFT materials.

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Keywords: benzodithiophene; quinoids; flat; LUMO; energy gap

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Section: Research Articles

Language : EN

In Vol 23, No 7 (2020): Volume 23 Issue 7 Year 2020

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