Facile preparation of water-soluble N-acetylated chitosan and molecular weight dependence of its water-solubility

被引:113
作者
Kubota, N
Eguchi, Y
机构
[1] Department of Applied Chemistry, Faculty of Engineering, Oita University, Dannoharu
关键词
chitin; N-acetylated chitosan; water-solubility; molecular weight; gel permeation chromatography; degree of N-acetylation; H-1 nuclear magnetic resonance spectroscopy;
D O I
10.1295/polymj.29.123
中图分类号
O63 [高分子化学(高聚物)];
学科分类号
070305 ; 080501 ; 081704 ;
摘要
A simple procedure to prepare water-soluble chitosan (partially N-acetylated chitosan) was developed, and the water-solubility of N-acetylated chitosan was investigated in detail, preparing a series of chitosan samples with various molecular weights. To reduce the molecular weight, chitosan was treated with NaBO3 under a homogeneous condition where chitosan was previously dissolved in an aqueous acetic acid. Weight-average molecular weights of chitosan samples obtained were determined by means of GPC equipped with a low angle laser light scattering photometer. Then each chitosan sample was N-acetylated with acetic anhydride under a homogeneous condition where chitosan was dissolved in a simple aqueous acetic acid. The degree of N-acetylation was estimated by H-1 NMR spectroscopy. As a result, the water-solubility of N-acetylated chitosan with about 50% substitution increased as the molecular weight decreased. The sequence of N-acetylglucosamine and glucosamine residues was also determined by H-1 NMR spectroscopy.
引用
收藏
页码:123 / 127
页数:5
相关论文
共 16 条
[2]   C-13 AND H-1-NMR SPECTROSCOPY OF CHITOSAN AND N-TRIMETHYL CHLORIDE DERIVATIVES [J].
DOMARD, A ;
GEY, C ;
RINAUDO, M ;
TERRASSIN, C .
INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES, 1987, 9 (04) :233-237
[3]   DETERMINATION OF DEGREE OF DEACETYLATION OF CHITOSAN BY H-1-NMR SPECTROSCOPY [J].
HIRAI, A ;
ODANI, H ;
NAKAJIMA, A .
POLYMER BULLETIN, 1991, 26 (01) :87-94
[4]  
KAWAMURA Y, 1986, Patent No. 6140337
[5]   SOLID-PHASE MODIFICATION OF CHITOSAN HYDROGEL MEMBRANES AND PERMEABILITY PROPERTIES OF MODIFIED CHITOSAN MEMBRANES [J].
KUBOTA, N ;
KIKUCHI, Y ;
MIZUHARA, Y ;
ISHIHARA, T ;
TAKITA, Y .
JOURNAL OF APPLIED POLYMER SCIENCE, 1993, 50 (09) :1665-1670
[6]   MOLECULAR-WEIGHT DEPENDENCE OF THE PROPERTIES OF CHITOSAN AND CHITOSAN HYDROGEL FOR USE IN SUSTAINED-RELEASE DRUG [J].
KUBOTA, N .
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1993, 66 (06) :1807-1812
[7]  
Kubota Naoji, 1996, Membrane, V21, P386
[8]   STUDIES ON CHITIN .14. N-ACETYLATION BEHAVIOR OF CHITOSAN WITH ACETYL-CHLORIDE AND ACETIC-ANHYDRIDE IN A HIGHLY SWELLED STATE [J].
KURITA, K ;
CHIKAOKA, S ;
KAMIYA, M ;
KOYAMA, Y .
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1988, 61 (03) :927-930
[9]   FACILE PREPARATION OF WATER-SOLUBLE CHITIN FROM CHITOSAN [J].
KURITA, K ;
KOYAMA, Y ;
NISHIMURA, S ;
KAMIYA, M .
CHEMISTRY LETTERS, 1989, (09) :1597-1598
[10]  
KURITA K, 1977, MAKROMOL CHEM, V178, P3197