Fluorescent Covalently Cross-Linked Cellulose Networks via Light-Induced Ligation

Hufendiek, A., Carlmark, A., Meier, M. A. R., & Barner-Kowollik, C. (2016) Fluorescent Covalently Cross-Linked Cellulose Networks via Light-Induced Ligation. ACS Macro Letters, 5(1).

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Abstract

A facile light-induced procedure for the covalent cross-linking of cellulose at ambient conditions employing the nitrile imine mediated tetrazole-ene cycloaddition (NITEC) reaction is presented. Cellulose-tetrazoles with 2 degrees of substitution (0.14 and 0.23) were synthesized in a solution-based transesterification procedure in an ionic liquid. Two bismaleimides with either a trioxatridecane or a dithiodipropionyl backbone were used as cross-linkers to form fluorescent, covalently cross-linked cellulose networks and films, which were characterized by UV/vis spectroscopy, fluorescence spectroscopy, DSC, and TGA. The films showed a broad emission band from 500-700 nm and were thermally stable up to 200 °C. Using the bismaleimide with a disulfide moiety as the cross-linker, reductive degradation of the films can be induced. Finally, cellulose-tetrazole was cross-linked in a spatially resolved fashion, providing a strategy for the shaping of films based on renewable resources. © 2016 American Chemical Society.

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ID Code: 99465
Item Type: Journal Article
Refereed: Yes
Additional Information: Export Date: 5 September 2016
Correspondence Address: Meier, M.A.R.; Laboratory of Applied Chemistry, Institute of Organic Chemistry (IOC), Karlsruhe Institute of Technology (KIT), Fritz-Haber-Weg 6, Germany; email: m.a.r.meier@kit.edu
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DOI: 10.1021/acsmacrolett.5b00806
ISSN: 21611653
Divisions: Current > Schools > School of Chemistry, Physics & Mechanical Engineering
Current > Institutes > Institute for Future Environments
Current > QUT Faculties and Divisions > Science & Engineering Faculty
Deposited On: 22 Sep 2016 04:50
Last Modified: 23 Sep 2016 03:30

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