Preparation, properties, and antibacterial behavior of a novel cellulose derivative containing lactam groups

Fanny Joubert, Gary J. Sharples, Osama M. Musa, David R. W. Hodgson, Neil R. Cameron

Research output: Contribution to journalArticleResearchpeer-review

2 Citations (Scopus)

Abstract

Lactam groups were introduced onto the backbone of hydroxyethyl cellulose (HEC) to modify properties, such as solubility in organic solvents and solution viscosity and to introduce possible antibacterial activity. Functionalization was achieved using 1-(hydroxymethyl)-2-pyrrolidinone (HMP), and the functionalization reactions were investigated using NMR spectroscopy. The covalent attachment between HEC and HMP was confirmed using 1H-13C correlated NMR experiments. Degrees of functionalization were calculated using integrated 13C NMR spectra, with values of up to 0.9 being demonstrated on the primary alcohol functionality of HEC. The functionalized HECs showed markedly different properties to unfunctionalized HEC, including the ability to swell considerably in water. Functionalized HEC displayed increased thermal stability and reduced solution viscosity compared with unfunctionalized HEC. Moreover, functionalization altered the bacterial adhesion characteristics compared with unfunctionalized HEC.

Original languageEnglish
Pages (from-to)68-78
Number of pages11
JournalJournal of Polymer Science, Part A: Polymer Chemistry
Volume53
Issue number1
DOIs
Publication statusPublished - 1 Jan 2015
Externally publishedYes

Keywords

  • Biopolymers
  • Modification
  • Polysaccharides
  • Synthesis

Cite this

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title = "Preparation, properties, and antibacterial behavior of a novel cellulose derivative containing lactam groups",
abstract = "Lactam groups were introduced onto the backbone of hydroxyethyl cellulose (HEC) to modify properties, such as solubility in organic solvents and solution viscosity and to introduce possible antibacterial activity. Functionalization was achieved using 1-(hydroxymethyl)-2-pyrrolidinone (HMP), and the functionalization reactions were investigated using NMR spectroscopy. The covalent attachment between HEC and HMP was confirmed using 1H-13C correlated NMR experiments. Degrees of functionalization were calculated using integrated 13C NMR spectra, with values of up to 0.9 being demonstrated on the primary alcohol functionality of HEC. The functionalized HECs showed markedly different properties to unfunctionalized HEC, including the ability to swell considerably in water. Functionalized HEC displayed increased thermal stability and reduced solution viscosity compared with unfunctionalized HEC. Moreover, functionalization altered the bacterial adhesion characteristics compared with unfunctionalized HEC.",
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Preparation, properties, and antibacterial behavior of a novel cellulose derivative containing lactam groups. / Joubert, Fanny; Sharples, Gary J.; Musa, Osama M.; Hodgson, David R. W.; Cameron, Neil R.

In: Journal of Polymer Science, Part A: Polymer Chemistry, Vol. 53, No. 1, 01.01.2015, p. 68-78.

Research output: Contribution to journalArticleResearchpeer-review

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T1 - Preparation, properties, and antibacterial behavior of a novel cellulose derivative containing lactam groups

AU - Joubert, Fanny

AU - Sharples, Gary J.

AU - Musa, Osama M.

AU - Hodgson, David R. W.

AU - Cameron, Neil R.

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AB - Lactam groups were introduced onto the backbone of hydroxyethyl cellulose (HEC) to modify properties, such as solubility in organic solvents and solution viscosity and to introduce possible antibacterial activity. Functionalization was achieved using 1-(hydroxymethyl)-2-pyrrolidinone (HMP), and the functionalization reactions were investigated using NMR spectroscopy. The covalent attachment between HEC and HMP was confirmed using 1H-13C correlated NMR experiments. Degrees of functionalization were calculated using integrated 13C NMR spectra, with values of up to 0.9 being demonstrated on the primary alcohol functionality of HEC. The functionalized HECs showed markedly different properties to unfunctionalized HEC, including the ability to swell considerably in water. Functionalized HEC displayed increased thermal stability and reduced solution viscosity compared with unfunctionalized HEC. Moreover, functionalization altered the bacterial adhesion characteristics compared with unfunctionalized HEC.

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