Lignin oxidation with an organic peroxide and subsequent aromatic ring opening

Mónica R.C. Fernandes; Xiaoming Huang; Hendrikus C.L. Abbenhuis; Emiel J.M. Hensen

doi:10.1016/j.ijbiomac.2018.11.105

Lignin oxidation with an organic peroxide and subsequent aromatic ring opening

Mónica R.C. Fernandes, Xiaoming Huang, Hendrikus C.L. Abbenhuis, Emiel J.M. Hensen

Inorganic Materials & Catalysis

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Abstract

The oxidation of an organosolv lignin with tert-butylhydroperoxide, initiated by titanium grafted into the lignin structure, was investigated. Titanation of reactive groups on lignin is responsible for the cross-linking of the lignin structure. IR and MAS ¹³C NMR spectroscopy spectra confirmed the oxidation of the lignin structure and other pronounced structural changes. A study with guaiacol as a model compound helped to recognise that aromatic ring opening occurs under the given conditions and is catalysed by the grafted titanium. The structure of the oxidised lignin becomes less robust and therefore potentially more susceptible to be depolymerised and converted into monomeric units.

Original language	English
Pages (from-to)	1044-1051
Number of pages	8
Journal	International Journal of Biological Macromolecules
Volume	123
DOIs	https://doi.org/10.1016/j.ijbiomac.2018.11.105
Publication status	Published - 15 Feb 2019

Funding

This work was supported by the European Union (Marie Curie ITN ‘SuBiCat’ PITN-GA-2013-607044 ). Appendix A

Keywords

Aromatic ring opening
Biomass
Lignin
Oxidation
Models, Theoretical
Hydrocarbons, Aromatic/chemistry
Oxidation-Reduction
Proton Magnetic Resonance Spectroscopy
Carbon-13 Magnetic Resonance Spectroscopy
Peroxides/chemistry
Guaiacol/chemistry
Lignin/chemistry

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10.1016/j.ijbiomac.2018.11.105

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title = "Lignin oxidation with an organic peroxide and subsequent aromatic ring opening",

abstract = "The oxidation of an organosolv lignin with tert-butylhydroperoxide, initiated by titanium grafted into the lignin structure, was investigated. Titanation of reactive groups on lignin is responsible for the cross-linking of the lignin structure. IR and MAS 13C NMR spectroscopy spectra confirmed the oxidation of the lignin structure and other pronounced structural changes. A study with guaiacol as a model compound helped to recognise that aromatic ring opening occurs under the given conditions and is catalysed by the grafted titanium. The structure of the oxidised lignin becomes less robust and therefore potentially more susceptible to be depolymerised and converted into monomeric units.",

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AU - Hensen, Emiel J.M.

PY - 2019/2/15

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KW - Biomass

KW - Lignin

KW - Oxidation

KW - Models, Theoretical

KW - Hydrocarbons, Aromatic/chemistry

KW - Oxidation-Reduction

KW - Proton Magnetic Resonance Spectroscopy

KW - Carbon-13 Magnetic Resonance Spectroscopy

KW - Peroxides/chemistry

KW - Guaiacol/chemistry

KW - Lignin/chemistry

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ER -

Lignin oxidation with an organic peroxide and subsequent aromatic ring opening

Abstract

Funding

Keywords

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