Synthesis and rheological properties of hydrogels based on amphiphilic alginate-amide derivatives.
New amphiphilic derivatives of sodium alginate were prepared by covalent attachment of dodecylamine onto the polysaccharide via amide linkages at different substitution ratios, using 2-chloro-1-methylpyridinium iodide (CMPI) as coupling reagent. The aim was to limit the progressive loss of associative behaviour which occurs in the case of previously described dodecyl ester alginate derivatives due to hydrolysis of ester bonds. A series of hydrogels was obtained which differed by the amount of attached dodecyl tails. The stability and viscoelastic properties were evaluated and compared to those of hydrogels obtained with alginate esters. The observed differences were discussed in relation to the synthesis procedures. The advantages of amide links are underlined, especially with regard to long-term stability of hydrogels.
Vallée
Frédéric
F
Laboratoire de Chimie Physique Macromoléculaire, UMR 7568 CNRS-Université de Nancy1, rue Grandville, B.P. 20451, F-54001 Nancy, France.
Müller
Christophe
C
Durand
Alain
A
Schimchowitsch
Sarah
S
Dellacherie
Edith
E
Kelche
Christian
C
Cassel
Jean Christophe
JC
Leonard
Michèle
M
D000464:Alginates / Q000737:chemistry*; D000577:Amides / Q000737:chemistry*; D020723:Glucuronic Acid / Q000737:chemistry; D006603:Hexuronic Acids / Q000737:chemistry; D020100:Hydrogels / Q000138:chemical synthesis* / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D011134:Polysaccharides / Q000737:chemistry
D000464:Alginates; D000577:Amides; D006603:Hexuronic Acids; D020100:Hydrogels; D011134:Polysaccharides; D020723:Glucuronic Acid