Synthesis and properties of O-2-[2-(2-methoxyethoxy) ethoxy]acetyl cellulose

Citation
Q. Zhou et al., Synthesis and properties of O-2-[2-(2-methoxyethoxy) ethoxy]acetyl cellulose, J POL SC PC, 39(3), 2001, pp. 376-382
Citations number
24
Language
INGLESE
art.tipo
Article
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY
ISSN journal
0887-624X → ACNP
Volume
39
Issue
3
Year of publication
2001
Pages
376 - 382
Database
ISI
SICI code
0887-624X(20010201)39:3<376:SAPOOE>2.0.ZU;2-V
Abstract
In this article, a series of O-2-[2-(2-methoxyethoxy)ethoxy] acetyl cellulo ses with different degree of substitution (DS) values was synthesized by a homogeneous reaction of cellulose with 2-[2-(2-methoxyethoxy)ethoxy] acetyl chloride in a 10% (w/w) dimethylacetamide/lithium chloride solution, combi ned with pyridine as the acid acceptor. The total DS values of the derivati ves in anhydroglucose units was determined by H-1 and C-13 NMR spectra, and ranged from 0.4 to 3.0, depending on the amount of acid chloride in the re action. The effects of the total DS values and the O-2-[2-(2-methoxyethoxy) ethoxy]acetyl acetyl substituent distribution on the solubility of the deri vatives were investigated. The lowest limit of the DS value for water-solub le 0-2-[2-(2methoxyethoxy)ethoxy]acetyl cellulose was approximately 0.5, wh ich is lower than that of methylcellulose. The amphiphilic derivatives with higher DS values than 1.7 exhibited a good solubility in both water and or ganic solvents, such as dimethyl sulfoxide, tetrahydrofuran, and chloroform . Sol-gel transition in aqueous solution was observed for the amphiphilic d erivatives with a higher DS value than 1.7; the precipitation temperature ( T-p) decreased as the DS value increased, showing that the derivatives are highly temperature sensitive. The thermal properties of the fully substitut ed derivative were measured using polarized microscopy, DSC, and X-ray diff raction; and are dis cussed in terms of phase transition of the sample deri vatives. (C) 2000 John Wiley & Sons, Inc. J Polym Sci A: Polym Chem 39: 376 -382. 2001.