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Chemo-selective high yield microwave assisted reaction turns cellulose to green chemicals
KTH, School of Chemical Science and Engineering (CHE), Fibre and Polymer Technology, Polymer Technology.
KTH, School of Chemical Science and Engineering (CHE), Fibre and Polymer Technology, Polymer Technology.
KTH, School of Chemical Science and Engineering (CHE), Fibre and Polymer Technology, Polymer Technology.ORCID iD: 0000-0002-7790-8987
2014 (English)In: Carbohydrate Polymers, ISSN 0144-8617, E-ISSN 1879-1344, Vol. 112, 448-457 p.Article in journal (Refereed) Published
Abstract [en]

Exceptionally high cellulose liquefaction yields, up to 87% as calculated from the amount of solid residue, were obtained under mild conditions by utilizing the synergistic effect of microwave radiation and acid catalysis. The effect of processing conditions on degradation products was fingerprinted by rapid laser desorption ionization-mass spectrometry (LDI-MS) method. The reaction was chemo-tunable, enabling production of glucose (Glc) or levulinic acid (LeA) at significantly high selectivity and yields, the relative molar yields being up to 50 and 69%, respectively. A turning point from pure depolymerization to glucose to further degradation to levulinic acid and formic acid was observed at approximately 50% liquefaction or above 140 degrees C. This was accompanied by the formation of small amounts of solid spherical carbonized residues. The reaction was monitored by multiple analytical techniques. The high yields were connected to the ability of the process to break the strong secondary interactions in cellulose. The developed method has great potential for future production of green platform chemicals.

Place, publisher, year, edition, pages
2014. Vol. 112, 448-457 p.
Keyword [en]
Cellulose, Liquefaction, Glucose, Levulinic acid, Hydrothermal degradation, Carbon sphere
National Category
Polymer Chemistry
Identifiers
URN: urn:nbn:se:kth:diva-152816DOI: 10.1016/j.carbpol.2014.06.011ISI: 000341464600059Scopus ID: 2-s2.0-84903555052OAI: oai:DiVA.org:kth-152816DiVA: diva2:751791
Note

QC 20141002

Available from: 2014-10-02 Created: 2014-10-02 Last updated: 2017-12-05Bibliographically approved
In thesis
1. LDI-MS strategies for analysis of polymer degradation products, additives and drugs
Open this publication in new window or tab >>LDI-MS strategies for analysis of polymer degradation products, additives and drugs
2014 (English)Doctoral thesis, comprehensive summary (Other academic)
Abstract [en]

The advancement of mass spectrometry (MS) has been and continues to be a prominent analytical technique for highly accurate determination of analytes. The goal of this thesis was to develop new laser desorption ionization-mass spectrometric (LDI-MS) methods for analysis of polymer degradation products, additives and drugs. Modifications in the sample preparation were evaluated in the presence and absence of surface assisting materials. Various nanoparticles were evaluated as effective absorbents for energy transfer in the LDI procedure of the small molecules.

In paper I and II, LDI-MS methods were developed for following the progression of chemical reactions. First, the procedure to optimize microwave assisted hydrothermal degradation products of cellulose were analyzed; second, the synthesis of glucose hexanoate ester plasticizers was monitored as a function of reaction time. The LDI-MS method provided rapid detection for the elucidation of the chemical products and their relative ratios. In contrast, the electrospray ionization-mass spectrometry (ESI-MS) analysis produced a noisy spectrum primarily containing peaks from salt clusters. A surface assisted laser desorption ionization-mass spectrometry (SALDI-MS) method was developed in paper III enabling the identification of poly(e-caprolactone) and its degradation products by using nanoparticles as the substrate. Similar analysis by matrix assisted laser desorption ionization-mass spectrometry (MALDI-MS) was not as successful due to convolution of the analyte peaks with clusters released from the matrix. ESI-MS analysis verified the SALDI-MS method as comparable degradation product patterns were observed. Furthermore, the possibility of using polylactide based nanocomposites as surfaces in the analysis of drugs was evaluated in paper IV. An advantage was the ease of handling compared to the use of free nanoparticles. Paper V introduces the potential of direct examination of oxygen plasma modified parylene C surfaces by a LDI-MS methodology. 

Place, publisher, year, edition, pages
Stockholm: KTH Royal Institute of Technology, 2014. 57 p.
Series
TRITA-CHE-Report, ISSN 1654-1081 ; 2014:33
Keyword
laser desorption ionization-mass spectrometry (LDI-MS), surface, polymer degradation products, additive, drugs, nanoparticles, nanocomposites
National Category
Polymer Technologies
Research subject
Chemistry
Identifiers
urn:nbn:se:kth:diva-152647 (URN)978-91-7595-233-8 (ISBN)
Public defence
2014-10-24, Kollegiesalen, Brinellvägen 8, KTH, Stockholm, 09:00 (English)
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Supervisors
Note

QC  20141002

Available from: 2014-10-02 Created: 2014-09-30 Last updated: 2014-10-02Bibliographically approved

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Hakkarainen, Minna

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