The Malaysian Journal of Analytical Sciences Vol 14 No 2 (2010): 88 – 99

 

 

 

SYNTHESIS AND CHARACTERIZATION OF SEVERAL LAURYL CHITOSAN DERIVATIVES

 

Nadhratun Naiim Mobarak, Md.Pauzi Abdullah*

 

School of Chemical Sciences and Food Technology,

Faculty of Science and Technology, Universiti Kebangsaan Malaysia,

43600 UKM Bangi, Selangor Darul Ehsan, Malaysia

 

*Corresponding author: mpauzi@ukm.my

 

Abstract

Three derivatives of chitosan namely lauryl chitosan, lauryl succinyl chitosan and lauryl carboxymethyl chitosan had been synthesized in this study. The synthesis of lauryl carboxymethyl chitosan and lauryl succinyl chitosan require two steps of reaction whereas for lauryl chitosan only one  step was required. Lauryl carboxymethyl chitosan was prepared by reacting chitosan with monochloroacetic acid to form carboxymethyl chitosan. The synthesis of lauryl succinyl chitosan involved the reaction between chitosan with succinic anhydride to form succinyl chitosan. After that, the carboxymethyl chitosan and succinyl chitosan were reacted with dodecanal to form lauryl carboxymethyl chitosan and lauryl succinyl chitosan, respectively. The addition of lauryl group onto the derivative aim at producing chitosan derivatives having both hydrophobic and hydrophillic properties. The chemical structures of the derivatives were characterized by Fourier Transform Infrared (FTIR), 1H Nuclear Magnetic Resonance (1H NMR) and Elemental Analysis (CHNS). In the IR spectrum of carboxymethyl chitosan and succinyl chitosan, peaks at 1645-1630 cm-1, representing C=O were clearly seen. After the substitution of lauryl group on the derivatives, the presence of peaks at 2930-2860 cm-1 indicates the C-H stretching of lauryl group. The presence of lauryl group was further supported by the presence of peaks at about 0.8-1.7 ppm in the 1H NMR spectra that assigned for hydrogen that attached to lauryl group. Elemental analysis was used to compare the derivatives prepared with the theoretical values.

 

Keywords: Hydrophilic, Hydrophobic and Chitosan.

 

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