Malaysian Journal of Analytical
Sciences, Vol 26
No 5 (2022): 924 - 935
SYNTHESIS, ELECTROCHEMICAL ANALYSIS
AND DFT CALCULATION OF NEW ALKOXYLATED-CHALCONE AS SEMICONDUCTOR MATERIAL
(Sintesis, Analisis Elektrokimia dan Pengiraan DFT bagi
Alkoksi-Kalkon
Sebagai Bahan Semikonduktor)
Syaharil
Saidin1, Wan M. Khairul1*, Rafizah Rahamathullah2
1Faculty of Science and Marine
Environment,
Universiti Malaysia Terengganu,
21030, Kuala Nerus, Terengganu, Malaysia
2Faculty of Engineering Technology,
Universiti Malaysia Perlis,
Level 1, Block S2, UniCITI Alam
Kampus, Sungai Chuchuh, Padang Besar, 02100 Perlis, Malaysia
*Corresponding
author: wmkhairul@umt.edu.my
Received: 13 March 2022; Accepted: 18
May 2022; Published: 30 October 2022
Abstract
A new alkoxylated-chalcone derivative displaying donor(D)-p-acceptor(A) system was successfully synthesized via
Claisen-Schmidt condensation to be integrated as organic semiconductor
material. The correlation between electronic, optical properties,
electrochemical and DFT calculation of the designated system were assessed in
thorough. This alkoxylated-chalcone (OCT-CHAL) reveals an absorption band at lmax 312 nm with molar coefficient of ca. 105
L mol-1 cm-1 which corresponding to p-p* transition. The optical band
gap gives the value of 3.40 eV which shows good agreement with the value of
energy level between HOMO and LUMO for theoretical calculation. Meanwhile, this
derivative also reveals good thermal stability up to 200 ℃ with total mass loss at 97 %.
In turn, the electrochemical behaviour of OCT-CHAL
was investigated and exhibited redox potential with the values of 2.40 V
for oxidation potential while the reduction potential exhibited at value of
-1.72 V as quasi-reversible reduction. From the outcome, the existence of
conjugation effect on chalcone moiety with ideal relation between the
experimental and theoretical approach provides good support of being a
potential candidate in organic semiconductor material for advance material
application.
Keywords:
alkoxy,
chalcone, bandgap, DFT, electrochemistry
Abstrak
Terbitan alkoksi-kalkon
baharu yang memaparkan sistem penderma(D)-p-penerima(D) telah berjaya disintesis melalui kaedah
kondensasi Claisen-Schmidt untuk diintegrasikan sebagai bahan organik
semikonduktor. Perkaitan antara elektronik, sifat optik, elektrokimia dan
pengiraan DFT bagi sistem yang direkabentuk telah dinilai secara menyeluruh. Alkoksi-kalkon (OCT-CHAL) ini menunjukkan jalur serapan pada lmak 312 nm dengan
pekali molar 105 L mol-1 cm-1 yang selari
dengan peralihan p-p*. Nilai
jurang jalur optik memberikan nilai 3.40 eV yang mana keputusannya menunjukkan
nilai yang selari dengan nilai aras tenaga antara HOMO dan LUMO bagi pengiraan
teori. Sementara
itu, terbitan ini juga menunjukkan kestabilan terma yang baik sehingga 200
˚C dengan jumlah jisim yang hilang sebanyak 97 %. Selanjutnya sifat
elektrokimia bagi OCT-CHAL telah dikaji dan menunjukkan keupayaan redoks
dengan nilai 2.40 V untuk potensi pengoksidaan manakala potensi penurunan
adalah pada nilai -1.72 V sebagai penurunan kuasi-terbalik. Daripada keputusan
yang diperolehi, kehadiran kesan konjugasi pada moiti kalkon dengan hubungan
yang baik antara kaedah eksperimen dan teori memberikan sokongan yang baik
untuk menjadi calon berpotensi dalam bahan organik semikonduktor bagi aplikasi
bahan termaju.
Kata kunci: alkoksi, kalkon, jurang jalur, DFT,
Elektrokimia
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