Sains Malaysiana 40(7)(2011): 765–770

Synthesis and Characterization of a New Heterocyclic Azo Pigment

(Sintesis dan Pencirian Pigmen Azo Heterosiklik Baru)

M. Asniza, A.M. Issam* & H.P.S. Abdul Khalil

School of Industrial Technology, Universiti Sains Malaysia, 11800 Penang, Malaysia

Received: 23 October 2009 / Accepted: 28 September 2010

ABSTRACT

A new heterocyclic coupling agent has been produced from the reaction of maleic anhydride and p-aminophenol, namely N-(4-hydroxylpheneyl)maleimide. The coupling agent underwent azo coupling reaction with aromatic amine, which is p-aminophenol to produce a new heterocyclic azo pigment. The pigment was then subjected to solubility, hiding power and light fastness test. Fourier Transform Infrared Spectroscopy (FTIR), Ultraviolet/Visible (UV/Vis) Spectroscopy, and Nuclear Magnetic Resonance Spectroscopy (1H-NMR, 13C-NMR) were used to obtain the characteristics and structural features of the pigment.

Keywords: Aromatic amine; heterocyclic azo pigment; N-(4-hydroxylpheneyl)maleimide

ABSTRAK

Satu agen gandingan heterosiklik baru iaitu, N-(4-hydroxylpheneyl)maleimide telah dihasilkan melalui tindak balas antara malik anhidrida dan p-aminofenol. Agen gandingan tersebut kemudian melalui tindak balas gandingan azo dengan amina aromatik, iaitu p-aminofenol untuk menghasilkan pigmen azo heterosiklik baru. Ujian keterlarutan, keupayaan menutupi warna substrak dan ujian tahan luntur cahaya dilakukan terhadap pigmen. Spektroskopi Inframerah (FTIR), Spektroskopi Ultraungu/Nampak (UV/Vis), dan Spektroskopi Resonans Magnetik Nuklear (1H-NMR, 13C-NMR) digunakan untuk mengenalpasti struktur dan ciri-ciri pigmen.

Kata kunci: Amina aromatik; N-(4-hydroxylpheneyl)maleimide; pigmen azo heterosiklik

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*Corresponding author; email: issam@usm.my