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Interaction of cellulose with amine oxide solvents
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UNSPECIFIED (2000) Interaction of cellulose with amine oxide solvents. CELLULOSE, 7 (1). pp. 21-33. ISSN 0969-0239.
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Abstract
Cellulose I, mainly as ramie or as Avicel microcrystalline cellulose, has been monitored by optical microscopy and by C-13 CPMAS NMR, over the course of its dissolution in hot N-methylmorpholine N-oxide solvent. Its interaction with the near-solvent N-ethylmorpholine N-oxide and related non-solvents has also been investigated. NMR shows that N-methylmorpholine N-oxide partly converts crystalline cellulose I into amorphous solid cellulose. The changes in chemical shift imply increased flexibility at the glycosidic bonds. In contrast, N-ethylmorpholine N-oxide converts cellulose I to cellulose IIII, without dissolution. Microscopy shows that the ramie fibres swell laterally, and at least some also shorten longitudinally, during dissolution. Model studies using methyl-beta-d-glucopyranose show no evidence from C-13 chemical shifts for different modes of binding with different solvents. However, N-methylmorpholine N-oxide binds more strongly to methyl-beta-d-glucopyranose in DMSO than does N-ethylmorpholine N-oxide, whereas N-ethylmorpholine N-oxide binds better to H2O. Also, C-13 T-1 values for aqueous cellobioside show increasing rotational freedom of the -CH2OH sidechains as N-methylmorpholine N-oxide is added. Together, these observations imply the initial penetration of solvents and near-solvents between the molecular cellulose sheets. Subsequently, N-methylmorpholine N-oxide breaks H-bonds, particularly to O-6, just sufficiently to loosen individual chains and then dissolve the sheets.
Item Type: | Journal Article | ||||
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Subjects: | T Technology > TS Manufactures Q Science > QD Chemistry |
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Journal or Publication Title: | CELLULOSE | ||||
Publisher: | KLUWER ACADEMIC PUBL | ||||
ISSN: | 0969-0239 | ||||
Official Date: | March 2000 | ||||
Dates: |
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Volume: | 7 | ||||
Number: | 1 | ||||
Number of Pages: | 13 | ||||
Page Range: | pp. 21-33 | ||||
Publication Status: | Published |
Data sourced from Thomson Reuters' Web of Knowledge
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