Journal
CARBOHYDRATE RESEARCH
Volume 338, Issue 10, Pages 1115-1119Publisher
ELSEVIER SCI LTD
DOI: 10.1016/S0008-6215(03)00093-4
Keywords
stereoregular polyamides; regioregular polyamides; D-mannaric acid, protected; galactaric acid, protected; carbohydrate-based monomers; polycondensation
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2.3.4 5 -Tetra-O-methyl-D-mannaric and galactaric acids and their bis(pentachlorophenyl) esters have been prepared as crystalline compounds, in good yields, from D-mannitol and galactitol, respectively. A new stereoregular polyamide, analogous to Nylon 66, has been prepared by polycondensation of bis(pentachlorophenyl) 2,3,4,5-tetra-O-methyl-D-mannarate with 1,6-diamino-1,6-dideoxy-2,3,4,5-tetra-O-methyl -D-mannitol dihydrochloride. The polymer has a M-w of 31,100 with a polydispersity of 1.5 (GPC). It was highly hygroscopic and soluble in ethanol, acetone, dimethyl sulfoxide, N,N-dimethylformamide and chloroform, but only slightly soluble in water. (C) 2003 Elsevier Science Ltd. All rights reserved.
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