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Cellulose

, Volume 16, Issue 6, pp 1167–1178 | Cite as

Syntheses of 2,6-O-alkyl celluloses: influence of methyl and ethyl groups regioselectively introduced at O-2 and O-6 positions on their solubility

  • Hiroshi KamitakaharaEmail author
  • Toshihiro Funakoshi
  • Toshiyuki Takano
  • Fumiaki Nakatsubo
Article

Abstract

2,6-Di-O-ethyl (2E6E) (1), 2-O-ethyl-6-O-methyl (2E6M) (2), and 6-O-ethyl-2-O-methyl (6E2M) (3) celluloses were synthesized via ring-opening polymerization of glucose orthopivalate derivatives. 2,6-Di-O-methyl cellulose (2M6M) was insoluble in any common solvents, though it was not expected. On the other hand, cellulose derivative 1 (2E6E) was soluble in chloroform. Introduced positions of alkyl groups on cellulose affected solubilities of cellulose derivatives. Their solubility in chloroform decreased in the order: polymer 1 (2E6E) > polymer 2 (2E6M) > polymer 3 (6E2M) ≫ 2M6M.

Keywords

Glucose orthopivalate Ring-opening polymerization 2,6-O-alkyl cellulose Solubility 

Notes

Acknowledgments

This investigation was supported in part by a Grant-in-Aid for Scientific Research from the Ministry of Education, Science, and Culture of Japan (No. 18680009).

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Copyright information

© Springer Science+Business Media B.V. 2009

Authors and Affiliations

  • Hiroshi Kamitakahara
    • 1
    Email author
  • Toshihiro Funakoshi
    • 1
  • Toshiyuki Takano
    • 1
  • Fumiaki Nakatsubo
    • 1
  1. 1.Graduate School of AgricultureKyoto UniversitySakyo-kuJapan

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