Synthesis of N-oleyl O-sulfate chitosan from methyl oleate with O-sulfate chitosan as edible film material

1st International Conference on Tropical Studies and Its Application

Daniel^1 ; Sihaloho, O.^1 ; Saleh, C.^1 ; Magdaleni, A.R.^2

Department of Chemistry, Faculty of Mathematics and Natural Sciences, Mulawarman University, East Kalimantan, Samarinda, Indonesia^1

Faculty of Medicine, Mulawarman University, East Kalimantan, Samarinda, Indonesia^2

关键词: Amidation reaction;    Ammonium Sulfate;    Carbonyl groups;    Chemically modified;    FTIR analysis;    Hydrophilic-lipophilic balance;    Toxicity test;    Water vapor transmission rate;   

Others  :  https://iopscience.iop.org/article/10.1088/1755-1315/144/1/012038/pdf
DOI  :  10.1088/1755-1315/144/1/012038

来源: IOP

【 摘 要 】

The research on the synthesis of N-oleyl O-sulfate chitosan through sulfonation reaction on chitosan with ammonium sulfate and followed by amidation reaction using methyl oleate has been done. In this study, chitosan was chemically modified into N-oleyl O-sulfatechitosan as an edible film making material. N-oleyl O-sulfate chitosan was synthesized by reaction between methyl oleate and O-sulfate chitosan. Wherein the depleted chitosan of O-sulfate chitosan into O-sulfate chitosan was obtained by reaction of sulfonation between ammonium sulfate and chitosan aldimine. While chitosan aldimine was obtained through reaction between chitosan with acetaldehyde. The structure of N-oleyl O-sulfate chitosan was characterized by FT-IR analysis which showed vibration uptake of C-H sp3group, S=O group, and carbonyl group C=O of the ester. The resulting of N-oleyl O-sulfate chitosan yielded a percentage of 93.52%. Hydrophilic-Lipophilic Balance (HLB) test results gave a value of 6.68. In the toxicity test results of N-oleyl O-sulfate chitosan obtained LC50value of 3738.4732 ppm. In WVTR (Water Vapor Transmission Rate) test results for chitosan film was 407.625 gram/m2/24 hours and N-oleylO-sulfate chitosan film was 201.125 gram/m2/24 hours.