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Valorization of humin type byproducts from pyrolytic sugar conversions to biobased chemicals
Journal of Analytical and Applied Pyrolysis ( IF 6 ) Pub Date : 2020-11-01 , DOI: 10.1016/j.jaap.2020.104963
R.M. Abdilla-Santes , S. Agarwal , X. Xi , H. Heeres , P.J. Deuss , H.J. Heeres

Abstract The pyrolytic sugar fraction, obtained by an aqueous extraction of pyrolysis oil, is an attractive source for sugar-derived platform chemicals. However, solids (humin) formation occurs to a significant extent during hydrolysis and subsequent acid catalyzed conversion processes. In this study, we report investigations on possible conversion routes (pyrolysis, liquefaction) of such humin byproducts to biobased chemicals. Experiments were carried out with a model humin made from a representative technical pyrolytic sugar and the product was characterized by elemental analysis, GPC, TGA, HPLC, GC MS, FT-IR and NMR. The obtained humin sample is soluble in organic solvents (dimethyl sulfoxide (DMSO), tetrahydrofuran (THF), isopropanol (IPA)), in contrast to typical more condensed humins from glucose and fructose, allowing characterization using NMR and GPC. All analyses reveal that the humins are oligomer in nature (Mw of about 900 g/mol) and consist of sugar and furanic fragments linked with among others (substituted) aliphatic, ester units and, in addition, phenolic fragments with methoxy groups. The humins were used as a feed for catalytic pyrolysis and catalytic liquefaction experiments. Catalytic pyrolysis experiments (mg scale, programmable temperature vaporizer (PTV)-GC–MS, 550 °C) with HZSM-5−50 as the catalyst gave benzene-toluene-xylene-naphthalene-ethylbenzene mixtures (BTXNE) in 5.1 wt% yield based on humin intake. Liquefaction experiments (batch reactor, 350 °C, 4 h, isopropanol as both the solvent and hydrogen donor and Pt/CeO2 (4.43 wt% Pt) catalyst) resulted in 80 wt% conversion of the humin feed to a product oil with considerable amounts of phenolics and aromatics (ca. 24.7 % based on GC detectables in the humin oil). These findings imply that the techno-economic viability of pyrolysis oil biorefineries can be improved by converting humin type byproducts to high value, low molecular weight biobased chemicals.

中文翻译:

从热解糖转化为生物基化学品的腐殖质副产品的价值化

摘要 通过热解油的水萃取获得的热解糖馏分是糖衍生平台化学品的一个有吸引力的来源。然而,在水解和随后的酸催化转化过程中会在很大程度上形成固体(腐殖质)。在这项研究中,我们报告了对此类腐殖质副产品向生物基化学品的可能转化途径(热解、液化)的调查。使用由具有代表性的工业热解糖制成的模型胡敏进行了实验,并通过元素分析、GPC、TGA、HPLC、GC MS、FT-IR 和 NMR 对产品进行了表征。所获得的腐殖质样品可溶于有机溶剂(二甲亚砜 (DMSO)、四氢呋喃 (THF)、异丙醇 (IPA)),与典型的更浓缩的来自葡萄糖和果糖的腐殖质形成对比,允许使用 NMR 和 GPC 进行表征。所有分析表明腐殖质本质上是低聚物(Mw 约为 900 g/mol),由糖和呋喃片段组成,这些片段与其他(取代的)脂肪族、酯单元相连,此外,还有带有甲氧基的酚类片段。腐殖质用作催化热解和催化液化实验的进料。以 HZSM-5-50 作为催化剂的催化热解实验(mg 规模,可编程温度蒸发器 (PTV)-GC-MS,550 °C)以 5.1 wt% 的产率得到苯-甲苯-二甲苯-萘-乙苯混合物(BTXNE)根据人的摄入量。液化实验(间歇反应器,350 °C,4 小时,异丙醇作为溶剂和氢供体以及 Pt/CeO2 (4. 43 wt% Pt) 催化剂)导致 80 wt% 的腐殖质原料转化为含有大量酚类和芳烃的产品油(基于腐殖质油中的 GC 可检测量,约为 24.7%)。这些发现意味着热解油生物精炼厂的技术经济可行性可以通过将腐殖质类型的副产品转化为高价值、低分子量的生物基化学品来提高。
更新日期:2020-11-01
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