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Analysis of degradation products in rayon spinning baths

  • Eva Liftinger , Thomas Zweckmair EMAIL logo , Gabriele Schild , Gottfried Eilenberger , Stefan Böhmdorfer , Thomas Rosenau and Antje Potthast EMAIL logo
Published/Copyright: February 26, 2015
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Abstract

An analytical method for the determination and quantification of the main organic degradation products of viscose spinning baths was outlined herein and successfully applied. Samples were ethoximated and silylated for GC-MS analysis. The main challenge in the analysis was the quantification of the degradation products because standard compounds are often not commercially available. Analyte recovery was optimized with regard to pH and lyophilization conditions. Given that the spinning bath analytes showed a very broad range of volatility, internal standardization by the degradation product of uniformly 13C-labeled glucose in alkaline media was used. This approach allowed for the first time for the accounting of a major part of the organic components in the viscose spinning baths. On average, 57% of total organic carbon was characterized by quantifying 21 individual substances. The methodology opens new perspectives of keeping track of the formation and origin of organic degradation products. It is a prerequisite to all further efforts to avoid contamination of the spinning bath and achieve a higher product quality and a better closure of process cycles. Furthermore, it can be easily applied to other highly complex industrial process streams involving polysaccharide degradation products as they are emerging, for instance, in biorefineries.


Corresponding authors: Thomas Zweckmair and Antje Potthast, Division of Chemistry of Renewable Resources, University of Natural Resources and Life Sciences, Konrad-Lorenz-Straße 24, A-3430 Tulln, Austria, e-mail: ,

Acknowledgments

Financial support was provided by the Austrian government, the provinces of Lower Austria, Upper Austria and Carinthia, as well as by the Lenzing AG. We also express our gratitude to the Johannes Kepler University, Linz, the University of Natural Resources and Life Sciences Vienna (BOKU), and the Lenzing AG for their in-kind contributions.

References

Andrews, M.A. (1989) Capillary gas-chromatographic analysis of monosaccharides: improvements and comparisons using trifluoroacetylation and trimethylsilylation of sugar O-benzyl- and O-methyl-oximes. Carbohydr. Res. 194:1–19.10.1016/0008-6215(89)85001-3Search in Google Scholar

Aspinall, G.O., Greenwood, C.T., Sturgeon, R.J. (1961) The degradation of xylans by alkali. J. Chem. Soc. 712:3667–3674.10.1039/jr9610003667Search in Google Scholar

Becker, M., Liebner, F., Rosenau, T., Potthast, A. (2013a) Ethoximation-silylation approach for mono- and disaccharide analysis and characterization of their identification parameters by GC/MS. Talanta 115:642–651.10.1016/j.talanta.2013.05.052Search in Google Scholar

Becker, M., Zweckmair, T., Forneck, A., Rosenau, T., Potthast, A., Liebner, F. (2013b) Evaluation of different derivatisation approaches for gas chromatographic-mass spectrometric analysis of carbohydrates in complex matrices of biological and synthetic origin. J. Chromatogr. A 1281:115–126.10.1016/j.chroma.2013.01.053Search in Google Scholar

Bogolitsyna, A., Becker, M., Borgards, A., Liebner, F., Rosenau, T., Potthast, A. (2012) Degradation products of lignocellulosics in pulp mill effluents: comparison and evaluation of different gas chromatographic techniques for a comprehensive analysis. Holzforschung 66:917–925.10.1515/hf-2012-0008Search in Google Scholar

Coleman, J.E., Ricciuti, C., Swern, D. (1956) Improved preparation of 9(10),10(9)-ketohydroxystearic acids by oxidation of oleic acid with potassium permanganate in neutral solution. J. Am. Chem. Soc. 78:5342–5345.10.1021/ja01601a050Search in Google Scholar

DIN-32645. Chemische Analytik – Nachweis-, Erfassungs- und Bestimmungsgrenze unter Wiederholbedingungen DIN 32645, 2011.Search in Google Scholar

Knill, C.J., Kennedy, J.F. (2003) Determination of the degradation products present in a cellulose alkaline hydrolysate. Cell. Chem. Technol. 37:19–33.Search in Google Scholar

Matsunaga, S., Kawamura, K. (2000) Determination of alpha- and beta-hydroxycarbonyls and dicarbonyls in snow and rain samples by GC/FID and GC/MS employing benzyl hydroxyl oxime derivatization. Anal. Chem. 72:4742–4746.10.1021/ac000267gSearch in Google Scholar

Mizuno, T., Weiss, A.H. (1974) Synthesis and utilization of formose sugars. In: Advances in Carbohydrate Chemistry and Biochemistry. Eds. Tipson, R.S., Horton, D. Academic Press, New York. pp. 173–227.10.1016/S0065-2318(08)60250-4Search in Google Scholar

Mozdyniewicz, D.J., Schild, G., Sixta, H. (2014) Alkaline steeping of dissolving pulp. Part II: soluble compounds in the press lye. Cellulose 21:2889–2900.10.1007/s10570-014-0291-6Search in Google Scholar

Niemelä, K. (1988) Gas-liquid chromatography-mass spectrometry studies on pine kraft black liquors. III. The liberation of carboxylic acids in the initial phase of pulping. J. Chromatogr. A 446:247–252.10.1016/S0021-9673(00)94439-XSearch in Google Scholar

Niemelä, K. (1990) Conversion of xylan, starch, and chitin into carboxylic acids by treatment with alkali. Carbohydr. Res. 204:37–49.10.1016/0008-6215(90)84019-QSearch in Google Scholar

Niemelä, K., Sjöström, E. (1986) The conversion of cellulose into carboxylic cids by drastic alkali treatment. Biomass 11:215–221.10.1016/0144-4565(86)90068-5Search in Google Scholar

Novotny, O., Cejpek, K., Velisek, J. (2008) Formation of carboxylic acids during degradation of monosaccharides. Czech J. Food Sci. 26:117–131.10.17221/2465-CJFSSearch in Google Scholar

Richards, G.N., Sephton, H.H. (1957) The alkaline degradation of polysaccharides. Part I. Soluble products of the action of sodium hydroxide on cellulose. J. Chem. Soc. 4492–4499.10.1039/jr9570004492Search in Google Scholar

Shaw, P.B., Robinson, G.F., Rice, C.R., Humphreys, P.N., Laws, A.P. (2012) A robust method for the synthesis and isolation of β-gluco-isosaccharinic acid ((2R,4S)-2,4,5-trihydroxy-2-(hydroxymethyl)pentanoic acid) from cellulose and measurement of its aqueous pKa. Carbohydr. Res. 349:6–11.10.1016/j.carres.2011.11.022Search in Google Scholar

Yaylayan, V.A., Huyghues-Despointes, A. (1996) Identification of per-O-(trimethylsilyl) derivatives of aldoses generated from thermal decomposition of N-(1-deoxy-D-fructopyrano s-1-yl)proline: reversibility of the Amadori rearrangement. Carbohydr. Res. 286:179–187.10.1016/0008-6215(96)00046-8Search in Google Scholar

Received: 2014-9-30
Accepted: 2015-1-16
Published Online: 2015-2-26
Published in Print: 2015-8-1

©2015 by De Gruyter

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