Synthesis of chitin cycloalkyl ester derivatives and their physical properties.
A series of acylated chitin derivatives was prepared by reacting chitin in a solution of trifluoroacetic anhydride and each of the cyclopropyl, cyclobutyl, cyclopentyl, and cyclohexyl carboxylic acids. The degree of O-acyl substitution was in a range of 1.1-1.4 depending upon the nature of the cyclic acid added, as determined by FT-IR analysis. The solubility of the products in the organic solvents of DMF and THF increased with an increase in the cyclic chain length of the carboxylic acid. Thermal gravimetric analysis indicated that the products were stable up to 220 degrees C for chitin cyclopropanoate and cyclobutanoate, and 250 degrees C for chitin cyclopentanoate and cyclohexanoate. The surface morphology of the products by scanning electron microscopic analysis revealed porous and globular surface for chitin cyclobutanoate, cyclopentanoate, and cyclohexanoate, contrast to the dense and smooth organization for the cyclopropanoate.
Bhatt
Lok Ranjan
LR
Department of Bionanochemistry, School of Natural Sciences, Wonkwang University, Iksan, Chonbuk 570-749, Republic of Korea.
Kim
Bo Mi
BM
An
Chai Young
CY
Lu
Chi chong
Cc
Chung
Yong Sik
YS
Soung
Min Gyu
MG
Park
Seok Hoon
SH
Chai
Kyu Yun
KY
D000215:Acylation; D002264:Carboxylic Acids / Q000737:chemistry; D002686:Chitin / Q000031:analogs & derivatives* / Q000138:chemical synthesis; D008855:Microscopy, Electron, Scanning; D019906:Nuclear Magnetic Resonance, Biomolecular; D017550:Spectroscopy, Fourier Transform Infrared
D002264:Carboxylic Acids; D002686:Chitin