Hydrogen bonds in regioselectively substituted cellulose derivatives

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Abstract

Formation of hydrogen bonds in various cellulose derivatives, 2,3‐di‐O‐ and 6‐O‐substituted cellulose ethers, were characterized by FTIR and solid‐state CP/MAS13C‐NMR. The polymers were synthesized by regioselective substitution of hydroxyl groups and had a uniform structure. Since their three hydroxyl groups (OH) are selectively blocked, the cellulose derivatives appeared to form specific inter‐ and intramolecular hydrogen bonds. The characteristic OH stretching frequencies in IR spectra and the C‐1 chemical shift in CP/MAS spectra of 6‐O‐substituted cellulose derivatives indicated existence of two equivalent intramolecular hydrogen bonds between ether oxygen and OH groups at 3‐OH‐O5′ and O6‐HO‐2′ [Figure 3(C)]. Influence of the substituents at the C‐6 position on the formation was not significant except trityl group. Behavior of the hydrogen bonds in 6‐O‐tritylcellulose were also discussed. © 1994 John Wiley & Sons, Inc.

Original languageEnglish
Pages (from-to)1229-1236
Number of pages8
JournalJournal of Polymer Science Part B: Polymer Physics
Volume32
Issue number7
DOIs
Publication statusPublished - Jan 1 1994
Externally publishedYes

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Cellulose derivatives
cellulose
Hydrogen bonds
hydrogen bonds
Hydroxyl Radical
Ethers
ethers
Chemical shift
Cellulose
Ether
Stretching
chemical equilibrium
Polymers
Substitution reactions
substitutes
Oxygen
polymers
oxygen

All Science Journal Classification (ASJC) codes

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

Cite this

Hydrogen bonds in regioselectively substituted cellulose derivatives. / Kondo, Tetsuo.

In: Journal of Polymer Science Part B: Polymer Physics, Vol. 32, No. 7, 01.01.1994, p. 1229-1236.

Research output: Contribution to journalArticle

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