The relationship between intramolecular hydrogen bonds and certain physical properties of regioselectively substituted cellulose derivatives

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Abstract

This article tries to provide some direct evidence about the relationship between the intramolecular hydrogen bonds in cellulose and their corresponding effect on physical properties. The formation of intramolecular hydrogen bonds has been proved to contribute directly to certain physical properties of cellulose, such as its solubility in solvents having different polarities, the relative reactivities of the hydroxyls in a repeating unit and its crystallinity, using a 6-O-methylcellulose (6MC) film that was known1 to have intramolecular hydrogen bonds. The excellent solubility of 6MC when compared with other cellulose derivatives indicated a lack of interchain hydrogen bonds. A comparison of the relative reactivities between the C-2 and C-3 position hydroxyls in 6MC also indicates that intramolecular hydrogen bonds once formed in 6MC films are possibly maintained even after dissolution in solvents. In addition, the poor crystallinity exhibited by 6MC supports the idea that crystallization in cellulosics may be dependent more upon preferencial interchain hydrogen bonding at the C-6 position hydroxyls than upon a uniform structure such as that found in 6MC, where every structural unit is completely and regioselectively substituted, distinguishing it from other synthetic polymers such as polyolefins and polyesters.

Original languageEnglish
Pages (from-to)717-723
Number of pages7
JournalJournal of Polymer Science, Part B: Polymer Physics
Volume35
Issue number4
DOIs
Publication statusPublished - Mar 1997

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Cellulose derivatives
Methylcellulose
cellulose
Hydrogen bonds
Physical properties
physical properties
hydrogen bonds
Hydroxyl Radical
crystallinity
Cellulose
solubility
reactivity
Solubility
polyesters
Polyesters
Polyolefins
Crystallization
polarity
dissolving
crystallization

All Science Journal Classification (ASJC) codes

  • Condensed Matter Physics
  • Physical and Theoretical Chemistry
  • Polymers and Plastics
  • Materials Chemistry

Cite this

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