Furoylation of cellulose

Chatterjee, Pronoy K.; Stanonis, David J.

doi:10.1002/pol.1966.150040215

Cited by 8 publications

(6 citation statements)

References 2 publications

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“…Consequently, the reaction of cellulose dissolved in the IL [C 4 mim] + Cl À with 2-furan carboxylic acid derivatives was investigated. Cellulose 2-furan carboxylic acid esters (furoates) are of particular interest because of their ability to form membranes (Cadotte et al 1970), which may be rot resistance (Singh et al 1970;Chatterjee and Stanonis 1966).…”

Section: Introductionmentioning

confidence: 99%

Efficient synthesis of cellulose furoates in 1-N-butyl-3-methylimidazolium chloride

Köhler

Heinze

2007

Cellulose

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The ionic liquid 1-N-butyl-3-methylimidazolium chloride ([C 4 mim] + Cl À ) was investigated as reaction media for the homogeneous acylation of cellulose with 2-furoyl chloride in the presence of pyridine. The preparation of cellulose furoate depending on the reaction conditions, the cellulose type and the pyridine content was studied. Cellulose furoates with a degree of substitution in the range from 0.46 to 3.0 were accessible, i.e., under mild conditions, with a low excess of reagent and in a short reaction time. The products were characterized by elemental analysis, perpropionylation, 1 H-and 13 C NMR spectroscopy and FTIR spectroscopy.

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Section: Introductionmentioning

confidence: 99%

Efficient synthesis of cellulose furoates in 1-N-butyl-3-methylimidazolium chloride

Köhler

Heinze

2007

Cellulose

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“…The approach to identify cellulose furoate uses dates back to the late 1960s. 7,8 A heterogeneous reaction was used to prepare cellulose furoate at that time. The purpose of the research was to evaluate the modified cellulose fiber for its rot-resistance property.…”

Section: Introductionmentioning

confidence: 99%

Cellulose furoate. I. Synthesis in homogeneous and heterogeneous systems

Hon¹,

Yan²

2001

J of Applied Polymer Sci

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Cellulose furoate was synthesized via heterogeneous and homogeneous reactions. Cotton cellulose and wood cellulose were used. Lithium chloride/dimethylacetamide solvent was used to dissolve the cellulose for the homogeneous reaction. The esterification reaction between cellulose and 2-furoyl chloride was systematically studied. It revealed that the activation of cellulose was important for its esterification reaction. Activation by solvent exchange decreased the crystallinity and increased the accessibility of cellulose. X-ray diffraction analysis showed no significant change in the spectrogram after activation of cellulose. The degree of substitution of cellulose furoate was influenced by the molecular weight of the cellulose, the stoichiometry of the reagents, the acid scavenger, and the reaction time.

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“…Furan groups were introduced by reacting the hydroxyl group on the C-6 position on the nanocellulose backbone with 2-furoyl chloride in the presence of pyridine, in a DMSO/H 2 O mixture, as shown in Scheme . This results in the covalent attachment of the furan-containing unit through the formation of an ester bond. , …”

Section: Results and Discussionmentioning

confidence: 99%

Multicolor Fluorescent Labeling of Cellulose Nanofibrils by Click Chemistry

et al. 2015

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We have chemically modified cellulose nanofibrils (CNF) with furan and maleimide groups, and selectively labeled the modified CNF with fluorescent probes; 7-mercapto-4-methylcoumarin and fluorescein diacetate 5-maleimide, through two specific click chemistry reactions: Diels-Alder cycloaddition and the thiol-Michael reaction. Characterization by solid-state (13)C NMR and infrared spectroscopy was used to follow the surface modification and estimate the substitution degrees. We demonstrate that the two luminescent dyes could be selectively labeled onto CNF, yielding a multicolor CNF that was characterized by UV/visible and fluorescence spectroscopies. It was demonstrated that the multicolor CNF could be imaged using a confocal laser scanning microscope.

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Furoylation of cellulose

Cited by 8 publications

References 2 publications

Efficient synthesis of cellulose furoates in 1-N-butyl-3-methylimidazolium chloride

Efficient synthesis of cellulose furoates in 1-N-butyl-3-methylimidazolium chloride

Cellulose furoate. I. Synthesis in homogeneous and heterogeneous systems

Multicolor Fluorescent Labeling of Cellulose Nanofibrils by Click Chemistry

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