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Polythiophene-cellulose composites: synthesis, optical properties and homogeneous oxidative co-polymerization

  • Keita Sakakibara and Thomas Rosenau EMAIL logo
Published/Copyright: August 31, 2011
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Holzforschung
From the journal Volume 66 Issue 1

Abstract

Composites of cellulose and conjugated polymers based on oligo- and polythiophene are reported, inspired by the assembly of cellulose and lignin in wood as a composite that survives harsh environmental conditions and meets most complex demands. The regioselectively oligothiophene-substituted cellulose derivatives were synthesized according to a protecting group strategy and used to prepare the polythiophene-cellulose composites through a FeCl3-initiated oxidative co-polymerization with thiophene co-monomers. The optical property of the cellulose derivatives with mono-, bi- and terthiophene moieties at the C-6 position was investigated with ultraviolet-visible (UV-Vis) and circular dichroism (CD) spectroscopy. The UV-Vis absorption spectra exhibited a broad band reflecting the intense π-π* transition within the conjugated oligothiophene side chains, which were greater than those of the corresponding reference monomers owing to their intermolecular π-electron interactions, even in solution. This was also supported by the negative CD band, indicative of cellulosic supramolecular stacking structures in solution. The soluble polythiophene-cellulose composites were prepared by the oxidative co-polymerization of the oligothiophene substituted celluloses with excess 3-hexylthiophene in the presence of FeCl3 as the oxidative initiator. The supplied amount of thiophene co-monomer was crucial for producing large π-conjugated structures and a cross-linked network structure. The soluble composites, with properties, such as electric conductivity, semiconductivity, or photoelectroactivity, were applied for the preparation of thin films which will have to be optimized for the respective application.


Corresponding author. University of Natural Resources and Applied Life Sciences (BOKU), Department of Chemistry, Muthgasse 18, A-1190 Vienna, Austria Fax: +43-1-36006 6059

Received: 2011-4-27
Accepted: 2011-7-11
Published Online: 2011-08-31
Published in Print: 2012-01-01

©2012 by Walter de Gruyter Berlin Boston

Articles in the same Issue

  1. Original Papers
  2. Novel paper sizing agents based on renewables. Part 5: characterization of maleated oleates by ozonolysis
  3. Polythiophene-cellulose composites: synthesis, optical properties and homogeneous oxidative co-polymerization
  4. The influence of extended mercerization on some properties of carboxymethyl cellulose (CMC)
  5. Minimizing the effect of undesirable reactions in ECF bleaching
  6. A rheological description of the water vapour sorption kinetics behaviour of wood invoking a model using a canonical assembly of Kelvin-Voigt elements and a possible link with sorption hysteresis
  7. Changes in chemistry, color, dimensional stability and fungal resistance of Pinus radiata D. Don wood with oil heat-treatment
  8. Improvement of dimensional stability of wood via combination treatment: swelling with maleic anhydride and grafting with glycidyl methacrylate and methyl methacrylate
  9. Synthesis and properties of resol-type phenol-formaldehyde resins prepared from H2SO4- and HCl-catalyzed phenol-liquefied Cryptomeria japonica wood
  10. Tack and shear strength of hybrid adhesive systems made of phenol-formaldehyde, dextrin and fish glue, and acrylic pressure-sensitive adhesive
  11. Properties of thermally modified medium-density fibreboards
  12. Carbonaceous structural changes of wood induced by microwave irradiation
  13. Development of DNA-based methods to identify CITES-protected timber species: a case study in the Meliaceae family
  14. Fungal biodegradation of genetically modified and lignin-altered quaking aspen (Populus tremuloides Michx.)
  15. The effect of fiber dimensions on fiber network activation and tensile strength
  16. Preparation of chitosan oligomers and characterization: their antifungal activities and decay resistance
  17. Cellular and topochemical characteristics of secondary changes in bark tissues of beech (Fagus sylvatica)
  18. Short Notes
  19. A study by X-ray photoelectron spectroscopy (XPS) of the chemistry of the surface of Scots pine (Pinus sylvestris L.) modified by friction
  20. Comparative termite resistance of 12 Malaysian timber species in laboratory tests
  21. Meetings
  22. 10.1515/HF.2011.185
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