Skip to Content
Merck

Preparation of amidated derivatives of carboxymethylcellulose.

International journal of biological macromolecules (2014-08-12)
Tomáš Taubner, Andriy Synytsya, Jana Čopíková
ABSTRACT

Carboxymethylcellulose (CMC) was selected as substrate for amidation based on previous results described for monocarboxy cellulose (MCC) with the aim to prepare highly substituted products. In comparison with MCC containing uronic carboxyl groups at C-6 position, O-carboxymethyl groups in CMC should be more accessible for reagents because they are more distant from the polysaccharide chain. Two-step way of amidation was based on the esterification of CMC carboxyls by reaction with methanol and further amino-de-alkoxylation (aminolysis) of the obtained methyl ester with amidation reagents (n-alkylamines, hydrazine and hydroxylamine). Purity and substitution degree of the products were monitored by the vibration spectroscopic methods (FTIR and Raman) and organic elemental analysis. Analytical methods confirmed the preparation of highly or moderately substituted N-alkylamides, hydrazide and hydroxamic acid of CMC.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
Hydrazine monohydrochloride, 97%
Sigma-Aldrich
Butylamine, ≥99%
Sigma-Aldrich
Acetone, suitable for HPLC, ≥99.9%
Sigma-Aldrich
Butylamine, 99.5%
Supelco
Ethanol solution, certified reference material, 2000 μg/mL in methanol
Sigma-Aldrich
Octadecylamine, technical grade, 90%
Sigma-Aldrich
Potassium bromide, anhydrous, powder, 99.95% trace metals basis
Sigma-Aldrich
Potassium bromide, anhydrous, powder, 99.999% trace metals basis
Sigma-Aldrich
Octadecylamine, ≥99.0% (GC)
Sigma-Aldrich
Dodecylamine, puriss., ≥99.5% (GC)
Sigma-Aldrich
Dodecylamine, 98%
Sigma-Aldrich
Octadecylamine, ≥99% (GC)
Sigma-Aldrich
Dodecylamine, ≥99%
Sigma-Aldrich
Acetone, ≥99%, meets FCC analytical specifications
Sigma-Aldrich
Potassium bromide, BioXtra, ≥99.0%
Sigma-Aldrich
Potassium bromide, BioUltra, ≥99.5% (AT)
Supelco
Acetone, analytical standard
Sigma-Aldrich
Ethanol, puriss. p.a., absolute, ≥99.8% (GC)
Supelco
Butylamine, analytical standard
USP
Acetone, United States Pharmacopeia (USP) Reference Standard
Supelco
Acetone, Pharmaceutical Secondary Standard; Certified Reference Material
Sigma-Aldrich
Acetone, natural, ≥97%
USP
Dehydrated Alcohol, United States Pharmacopeia (USP) Reference Standard
Sigma-Aldrich
Acetone, histological grade, ≥99.5%
Sigma-Aldrich
Potassium bromide, ACS reagent, ≥99.0%
Sigma-Aldrich
Acetone, HPLC Plus, for HPLC, GC, and residue analysis, ≥99.9%
Sigma-Aldrich
Acetone, suitable for HPLC, ≥99.9%
Sigma-Aldrich
Potassium bromide, ReagentPlus®, ≥99.0%
Sigma-Aldrich
Acetone, ACS reagent, ≥99.5%
Sigma-Aldrich
Acetone, Laboratory Reagent, ≥99.5%