Sains Malaysiana 45(5)(2016): 825–831

Synthesis, Characterization and Electrical Properties of N-([4-(aminophenylethynyl)toluene]-N'-(cinnamoyl)thiourea (AECT) as Single Molecular Conductive Film

(Sintesis, Pencirian dan Sifat Elektrik bagi N-([4-(aminofenilethynyl) toluena]-N'-(cinnamoyl) tiourea (AECT) sebagai Filem Konduktif Molekul Tunggal)

WAN M. KHAIRUL1*, NIZAMUDDIN TUKIMIN¹ & RAFIZAH RAHAMATHULLAH^{1 2}

¹School of Fundamental Science, Universiti Malaysia Terengganu,21030 Kuala Terengganu, Terengganu, Malaysia

²Faculty of Engineering Technology, Universiti Malaysia Perlis, 02100 Padang Besar, Perlis

Malaysia

Received: 26 October 2015/Accepted: 25 November 2015

ABSTRACT

The exploitation of mixed moieties of conjugated acetylide and thiourea system as molecular wire candidates surprisingly unexplored in this distinctive area although the well-known rigid π-systems enhance the electronic field at some extend. Therefore, in the present research, interest has been focused on the design, synthesis, fabrication and evaluation of the performance of a new acetylide-thiourea, N-([4-(aminophenylethynyl)toluene]-N'-(cinnamoyl)thiourea (AECT) based on Donor (D)-π-Acceptor (A) system as an active layer in conductive film. The compounds were successfully characterized via infrared spectroscopy (IR), UV-visible absorption spectroscopy (UV-Vis), CHNS elemental analysis, 1H and 13C nuclear magnetic resonance spectroscopy (NMR), thermogravimetric analysis (TGA) as well as cyclic voltammetry (CV) analysis. The investigation of its potential as dopant system in conductive film was fabricated on ITO substrate prior to the evaluation of its conductivity properties which was carried out by Four Point Probe. The findings from the conductivity analysis showed that the prepared film, AECT/ITO performed better and exhibited increasing conductivity up to 0.2044 Scm-1 under maximum light intensity of 150 Wm^-2. This proposed molecular framework gives an ideal indication to act as conductive film and has opened wide potential for application in organic electronic devices.

Keywords: Acetylide; conductive film; conductivity; thiourea

ABSTRAK

Eksploitasi moiti tercampur sistem molekul asetilida dan tiourea terkonjugat sebagai calon wayar molekul masih belum diterokai sepenuhnya dalam bidang ini walaupun sistem-π utuh yang dikenali ramai dapat meningkatkan perkembangan dalam bidang elektronik pada tahap tertentu. Oleh yang demikian, dalam kajian ini, perhatian difokuskan kepada reka bentuk, sintesis, fabrikasi dan penilaian prestasi bagi terbitan asetilida-tiourea yang baru, N-([4-(aminofenilethynyl)toluena]-N'-(cinnamoyl)tiourea (AECT) menggunakan sistem penderma (D)-π-penerima (A) sebagai lapisan aktif dalam filem konduktif. Setiap sebatian telah berjaya dicirikan melalui sinar inframerah (IR), analisis ultra-lembayung sinar nampak (UV-Vis), analisis unsur CHNS, 1H dan 13C multi resonan magnetik nukleus (NMR), analisis termogravimetri (TGA) dan juga analisis voltametri kitaran (CV). Penyelidikan tentang keupayaannya sebagai sistem dopan pada filem konduktif telah dilakukan dengan sebatian ini telah difabrikasikan pada substrat ITO sebelum ciri-ciri kekonduksian dinilai menggunakan Penduga Empat Titik. Daripada kajian kekonduksian, ia menunjukkan lapisan filem nipis, AECT/ITO memberikan prestasi lebih baik dengan peningkatan nilai kekonduksian, 0.2044 Scm-1 di bawah keamatan cahaya maksimum iaitu 150 Wm^-2. Kerangka molekul yang dicadangkan ini dapat memberikan petunjuk yang ideal untuk bertindak sebagai filem konduktif dan membuka ruang yang luas untuk diaplikasikan sebagai peranti elektronik organik.

Kata kunci: Asetilida; filem konduktif; kekonduksian; tiourea

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*Corresponding author; email: wmkhairul@umt.edu.my