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Hydrogen bonds in regioselectively substituted cellulose derivatives

1994; Wiley; Volume: 32; Issue: 7 Linguagem: Inglês

10.1002/polb.1994.090320710

1099-0488

Tetsuo Kondo,

Material Properties and Processing

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/MAS 13 C‐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 intra molecular 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.