Preparation of Tri‐<i>O</i>‐alkylcellulose by the use of a nonaqueous cellulose solvent and their physical characteristics

Isogai, Akira; Ishizu, Atsushi; Nakano, Junzo

doi:10.1002/app.1986.070310205

Cited by 67 publications

(35 citation statements)

References 13 publications

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“…Thus, of great interest is the application of cellulose as a precursor for chemical modification leading to various types of cellulose derivatives, such as the nitrate [1], ester [2][3][4], ether [5][6][7], and carbamate [8][9] of cellulose. In addition, carboxymethyl cellulose (CMC), the most important ionic cellulose ester, is widely used as building material additives, printing inks, coatings, pharmaceuticals, food, cosmetics, paper or textiles [10][11].…”

Section: Introductionmentioning

confidence: 99%

Synthesis and Photocrosslinking Reaction of N-Allylcarbamoylmethyl Cellulose Leading to Hydrogel

et al. 2005

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SummaryThe reaction of the carboxymethyl cellulose sodium salt (Na-CMC) (degrees of substitution (DS) = 1.2) with N-hydroxysuccinimide (Su-OH) in the presence of 1-hydroxybenzotriazole and 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide (EDC) was carried out in water to obtain the Su-OH ester of carboxymethyl cellulose, Su-CMC, with the DS values of 0.19 -1.04. N-Allylcarbamoylmethyl cellulose (Allyl-CMC), which was prepared from the reaction of Su-CMC with an excess amount of allylamine, was crosslinked by UV-irradiation. In addition, the photocrosslinked Allyl-CMC film was swollen with water to form a hydrogel having a relatively high water-swelling property, e.g., the degree of swelling (ds) was ca. 360 % for Allyl-CMC with the DS of 0.93.

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Section: Introductionmentioning

confidence: 99%

Synthesis and Photocrosslinking Reaction of N-Allylcarbamoylmethyl Cellulose Leading to Hydrogel

et al. 2005

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“…Trityl cellulose was alkylated according to a procedure similar to that described by Isogai et al (10). Approximately 7-10 g of hityl cellulose was added to 300 mL of dry DMSO and allowed to dissolve.…”

Section: Methodsmentioning

confidence: 99%

“…The polymers 6-0-trityl-2,3-0-butyl cellulose (TBuC), 6-0-trityl-2,3-0-pentyl cellulose (TPeC), and 6-0-trityl-2,3-0-hexyl cellulose (THeC) were synthesized from trityl cellulose using a procedure similar to that described by Isogai et al (10). These workers found that cellulosic hydroxyl groups can be alkylated by reacting cellulose, dissolved in a SO2-DEA-DMSO solvent system, with sodium hydroxide and an appropriate alkyl iodide.…”

Section: Synthesis and Characterizationmentioning

confidence: 99%

Left- and right-handed chiral nematic mesophase of (trityl)(alkyl)cellulose derivatives

Harkness¹,

Gray²

1990

Can. J. Chem.

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This paper is dedicated to Professor Arthur S. Perlin on the occasion of his 67th birthday BRIAN R. HARKNESS and DEREK G. GRAY. Can. J. Chem. 68, 1 135 (1990). A series of novel specifically substituted 6-0-trityl-2,3-0-alkyl cellulose derivatives have been prepared by the reaction of triphenylmethyl (trityl) cellulose in DMSO with powdered sodium hydroxide and an alkyl iodide (iodohexane, iodopentane, and iodobutane). These derivatives form lyotropic chiral nematic mesophases that exhibit both left-and right-handed twists. The dilute solution circular dichroism due to the phenyl chromophores along the chain does not correlate with the twist sense of the tertiary structures. However, a striking difference in the optical activity of the phenyl chromophores was observed in mesophases with the opposite twist sense. This may reflect some molecular factor responsible for the change in the macroscopic twist sense, or it may be due to the chirality of the helicoidal tertiary structure of the mesophase.Key words: cellulose, trityl, mesophase, cholesteric, chiroptical.BRIAN R. HARKNESS et DEREK G. GRAY. Can. J. Chem. 68, 1135 (1990). En faisant rCagir de la triphCnylmCthy1 (trityl) cellulose avec de l'hydroxyde de sodium et des iodures d'alkyles (iodohexane, iodopentane et iodobutane) en solution dans le DMSO, on a prepare une skrie de nouvelles 6-0-trityl-2,3-0-alkyl celluloses spCcIfiquernent substituCes. Ces dCrivCs foment des mesophases nematiques chirales lyotropes qui prCsentent des deviations vers la gauche ainsi que vers la droite. Des solutions diluees presentent un dichroi'sme circulaire qui est dii aux chromophores phCnyles de la chalne; il n'y a pas de correlation entre ces spectres et le sens de rotation des structures tertiaires. Toutefois, les mesophases de sens de rotation opposCs presentent des diffkrences remarquables dans I'activitC optique des chromophores phenyles. Cette diffkrence pourrait &tre le reflet de facteurs molCculaires responsables pour le changement dans le sens macroscopique de rotation ou bien elle pourrait &tre due a la chiralitk de la structure helicoidale tertiaire de la mesophase.

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“…Fig . 2 shows that crystallinities of cellulose I of GWP and TMP were decreased with the increase in the amount of S0 2-DEA added, but the complete All hydroxyl groups in cellulose react with S02 DEA to form a special complex between them when it is dissolved in the S02-DEA-DMSO system [16). Dur ing this reaction, all intra and inter-molecular hy drogen bonds in cellulose are completely cleaved.…”

Section: Analysesmentioning

confidence: 98%

Swelling behaviour of cellulose by chemical and mechanical treatments.

1992

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Chemical and mechanical pulps and pure celluloses were swollen by chemical and mechanical treatments, and these swelling mechanisms were studied. there seems to be a mechanism of beating in which hydroxyl groups in non-crystalline regions, which are originally inaccessible to water, become accessible to water by the mechanical treatments. The increase in accessibility of hydroxyl groups in non-crystalline regions may have an influence on swelling and flexibil ity of pulp fibers and physical properties of papersheets greater than that of fibrillation.

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Preparation of Tri‐O‐alkylcellulose by the use of a nonaqueous cellulose solvent and their physical characteristics

Cited by 67 publications

References 13 publications

Synthesis and Photocrosslinking Reaction of N-Allylcarbamoylmethyl Cellulose Leading to Hydrogel

Synthesis and Photocrosslinking Reaction of N-Allylcarbamoylmethyl Cellulose Leading to Hydrogel

Left- and right-handed chiral nematic mesophase of (trityl)(alkyl)cellulose derivatives

Swelling behaviour of cellulose by chemical and mechanical treatments.

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