scholarly journals Production of Aromatic Compounds by Catalytic Depolymerization of Technical and Downstream Biorefinery Lignins

Biomolecules ◽  
2020 ◽  
Vol 10 (9) ◽  
pp. 1338 ◽  
Author(s):  
Alfonso Cornejo ◽  
Fernando Bimbela ◽  
Rui Moreira ◽  
Karina Hablich ◽  
Íñigo García-Yoldi ◽  
...  

Lignocellulosic materials are promising alternatives to non-renewable fossil sources when producing aromatic compounds. Lignins from Populus salicaceae. Pinus radiata and Pinus pinaster from industrial wastes and biorefinery effluents were isolated and characterized. Lignin was depolymerized using homogenous (NaOH) and heterogeneous (Ni-, Cu- or Ni-Cu-hydrotalcites) base catalysis and catalytic hydrogenolysis using Ru/C. When homogeneous base catalyzed depolymerization (BCD) and Ru/C hydrogenolysis were combined on poplar lignin, the aromatics amount was ca. 11 wt.%. Monomer distributions changed depending on the feedstock and the reaction conditions. Aqueous NaOH produced cleavage of the alkyl side chain that was preserved when using modified hydrotalcite catalysts or Ru/C-catalyzed hydrogenolysis in ethanol. Depolymerization using hydrotalcite catalysts in ethanol produced monomers bearing carbonyl groups on the alkyl side chain. The analysis of the reaction mixtures was done by size exclusion chromatography (SEC) and diffusion ordered nuclear magnetic resonance spectroscopy (DOSY NMR). 31P NMR and heteronuclear single quantum coherence spectroscopy (HSQC) were also used in this study. The content in poly-(hydroxy)-aromatic ethers in the reaction mixtures decreased upon thermal treatments in ethanol. It was concluded that thermo-solvolysis is key in lignin depolymerization, and that the synergistic effect of Ni and Cu provided monomers with oxidized alkyl side chains.

2020 ◽  
Author(s):  
M Wee ◽  
M Mastrangelo ◽  
Susan Carnachan ◽  
Ian Sims ◽  
K Goh

A shear-thickening water-soluble polysaccharide was purified from mucilage extracted from the fronds of the New Zealand black tree fern (Cyathea medullaris or 'mamaku' in Māori) and its structure characterised. Constituent sugar analysis by three complementary methods, combined with linkage analysis (of carboxyl reduced samples) and 1H and 13C nuclear magnetic resonance spectroscopy (NMR) revealed a glucuronomannan comprising a backbone of 4-linked methylesterified glucopyranosyl uronic acid and 2-linked mannopyranosyl residues, branched at O-3 of 45% and at both O-3 and O-4 of 53% of the mannopyranosyl residues with side chains likely comprising terminal xylopyranosyl, terminal galactopyranosyl, non-methylesterified terminal glucopyranosyl uronic acid and 3-linked glucopyranosyl uronic acid residues. The weight-average molecular weight of the purified polysaccharide was ~1.9×106Da as determined by size-exclusion chromatography coupled with multi-angle laser light scattering (SEC-MALLS). The distinctive rheological properties of this polysaccharide are discussed in relation to its structure. © 2014 Elsevier B.V.


2021 ◽  
Vol 1657 ◽  
pp. 462510
Author(s):  
Saroj K. Panda ◽  
Abdullah A. Al-Zahrani ◽  
Dominic J. Kearney ◽  
Enas S. Altarooti ◽  
Thunayyan A. Al-Qunaysi

Author(s):  
Ken-ji Yokoi ◽  
Sosyu Tsutsui ◽  
Gen-ya Arakawa ◽  
Masakazu Takaba ◽  
Koichi Fujii ◽  
...  

Abstract Information about the inulosucrase of non-lactic acid bacteria is scarce. We found a gene encoding inulosucrase (inuBK) in the genome of the gram-positive bacterium Alkalihalobacillus krulwichiae JCM 11691. The inuBK open reading frame encoded a protein comprising 456 amino acids. We expressed His-tagged InuBK in culture medium using a Brevibacillus system. The optimal pH and temperature of purified InuBK were 7.0–9.0 and 50 °C–55 °C, respectively. The findings of high-performance anion-exchange chromatography, nuclear magnetic resonance spectroscopy, and high-performance size-exclusion chromatography with multi-angle laser light scattering showed that the polysaccharide produced by InuBK was an inulin with a molecular weight of 3,806, a polydispersity index (PI) of 1.047, and fructosyl chain lengths with 3–27 degrees of polymerization. The size of InuBK was smaller than commercial inulins, and the PI of the inulin that it produced was lower.


2010 ◽  
Vol 65 (3-4) ◽  
pp. 174-179 ◽  
Author(s):  
Peter Lorenz ◽  
Matthias Knödler ◽  
Julia Bertrams ◽  
Melanie Berger ◽  
Ulrich Meyer ◽  
...  

Investigation of the dichloromethane extracts from herbal and root parts of Mercurialis perennis L. afforded a mixture of 11 homologous n-alkylresorcinols (ARs) with saturated odd-numbered alkyl side chains (C15:0-C27:0). In addition to three predominant ARs (C19:0, C21:0 and C23:0), a number of minor ARs were identified by use of LC-MS/MS and GC-MS techniques. Among the compounds detected, four uncommon ARs with evennumbered alkyl side chain lengths were also determined. The overall AR concentration in herbal parts was 7 to 9 times higher compared to that of the roots. The results presented may open a new view on the phytochemistry and pharmacognosy of M. perennis and other members of the Euphorbiaceae family.


1999 ◽  
Vol 561 ◽  
Author(s):  
F. Sahlén ◽  
T. Geisler ◽  
S. Hvilsted ◽  
N. C. R. Holme ◽  
P. S. Ramanujam ◽  
...  

ABSTRACTNew combined main- and side-chain azobenzene polyesters, which exhibit an intensity dependent refractive index, have been prepared in order to optically fabricate nonlinear waveguides. Novel sulfone azobenzenes, a diester, (4-[[5-(ethoxycarbonyl)pentyl]sulfonyl]-4'-[[5-(ethoxycarbonyl)pentyl]methylamino] azobenzene, and a diol, 4-[[(8-hydroxy-7-methylhydroxy)-octyl]sulfonyl]-4'-N, N-dimethylamino azobenzene, have been used to prepare new polyesters by transesterification in the molten state. The polyesters have been characterized by UV-visible spectroscopy, differential scanning calorimetry (DSC), size exclusion chromatography (SEC), third harmonic generation (THG) and optical anisotropy measurements. The molar masses of the polyesters were in the range of 5000-10000 g mol−1, which was sufficient in order to spin coat thin films. From THG measurements the polymers are shown to possess an offresonance electronic X(3) of the order 10−12 esu corresponding to a nonlinear refractive index of 2.3×10−14 cm2/W.


2016 ◽  
Vol 4 (30) ◽  
pp. 11747-11753 ◽  
Author(s):  
J. Zhang ◽  
X. W. Zhu ◽  
C. He ◽  
H. J. Bin ◽  
L. W. Xue ◽  
...  

Two new compounds with alkyl side chains at different positions have a similar structure, but exhibit different photovoltaic properties.


e-Polymers ◽  
2003 ◽  
Vol 3 (1) ◽  
Author(s):  
Sven M. Graef ◽  
Robert Brüll ◽  
Harald Pasch ◽  
Udo M. Wahner

Abstract Copolymers of ethylene with 1-decene, 1-tetradecene and 1-octadecene were prepared using the catalyst system racEt[Ind]2ZrCl2/MAO and were analysed with regard to chemical heterogeneity using crystallisation analysis fractionation (CRYSTAF), differential scanning calorimetry (DSC) and size exclusion chromatography coupled to FTIR (SEC-FTIR). The melting and crystallisation temperatures from DSC decrease linearly with increasing amount of comonomer, independently of the nature thereof. The decrease in crystallisation temperature from CRYSTAF of copolymers with higher 1-olefin content indicates a small dependence on the length of the side chain. The chemical heterogeneity of the copolymers as analysed by DSC and CRYSTAF broadens with increasing comonomer concentration.


2020 ◽  
Author(s):  
M Wee ◽  
M Mastrangelo ◽  
Susan Carnachan ◽  
Ian Sims ◽  
K Goh

A shear-thickening water-soluble polysaccharide was purified from mucilage extracted from the fronds of the New Zealand black tree fern (Cyathea medullaris or 'mamaku' in Māori) and its structure characterised. Constituent sugar analysis by three complementary methods, combined with linkage analysis (of carboxyl reduced samples) and 1H and 13C nuclear magnetic resonance spectroscopy (NMR) revealed a glucuronomannan comprising a backbone of 4-linked methylesterified glucopyranosyl uronic acid and 2-linked mannopyranosyl residues, branched at O-3 of 45% and at both O-3 and O-4 of 53% of the mannopyranosyl residues with side chains likely comprising terminal xylopyranosyl, terminal galactopyranosyl, non-methylesterified terminal glucopyranosyl uronic acid and 3-linked glucopyranosyl uronic acid residues. The weight-average molecular weight of the purified polysaccharide was ~1.9×106Da as determined by size-exclusion chromatography coupled with multi-angle laser light scattering (SEC-MALLS). The distinctive rheological properties of this polysaccharide are discussed in relation to its structure. © 2014 Elsevier B.V.


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