Effect of different catalysts on the oxyalkylation of eucalyptus Lignoboost® kraft lignin

Holzforschung ◽  
2020 ◽  
Vol 74 (6) ◽  
pp. 567-576 ◽  
Author(s):  
Fernanda R. Vieira ◽  
Ana Barros-Timmons ◽  
Dmitry V. Evtuguin ◽  
Paula C. R. Pinto
Keyword(s):  
High Performance ◽  
Black Liquor ◽  
Kraft Lignin ◽  
Degree Of Polymerization ◽  
Kraft Pulping ◽  
Size Exclusion ◽  
Safe Procedure ◽  
Oh Groups ◽  
Exclusion Chromatography ◽  
A Minor

AbstractLignin obtained by Lignoboost® procedure from black liquor after kraft pulping of Eucalyptus globulus wood was characterized and converted into liquid polyols via an innovative and safe procedure using base catalyzed oxyalkylation with propylene carbonate (PC). The effect of four catalysts, Potassium carbonate (K2CO3), 1,8-diazabicyclo [5.4.0] undec-7-ene (DBU), dicyanodiamide (DICY), and 1,4-diazabicyclo [2.2.2] octane (DABCO) was evaluated in terms of lignin polyol yield and weight gain. The ensuing polyols were also characterized by fourier transform infrared (FTIR), 1H NMR, 13C NMR, and size exclusion chromatography (SEC) to determine the degree of the substitution (DS), degree of polymerization (DP), and the molecular weight, respectively. Only a minor proportion of PC (ca. 3–15%) was converted to propylene glycol/homooligomers as revealed by high performance liquid chromatography (HPLC). All catalysts promoted preferential derivatization of lignin phenolic OH groups by oxypropyl moieties. The maximum average DP of propylene oxide chains in oxyalkylated Lignoboost® kraft lignin (oKL) was 1.85 per one phenylpropane unit (PPU) using DBU. Conversely, the DP of oKL using DICY was very low (0.27/PPU). DICY’s catalytic activity seems to be jeopardized due to the formation of unreactive adducts with lignin. The oKL obtained using DBU, DABCO, and K2CO3 have potential to be used as polyols in the production of polyurethanes as the corresponding hydroxyl number (IOH) is in the range of 198–410 mg KOH g−1.

scholarly journals CHARACTERIZATION OF INULIN FROM BLACK SALSIFY (SCORZONERA HISPANICA L.) FOR FOOD AND PHARMACEUTICAL PURPOSES

2018 ◽  
Vol 11 (12) ◽  
pp. 221 ◽  
Author(s):  
Nadezhda Petkova
Keyword(s):  
High Performance ◽  
Chemical Characterization ◽  
Degree Of Polymerization ◽  
Size Exclusion ◽  
Future Application ◽  
Coating Agent ◽  
Swelling Capacity ◽  
Exclusion Chromatography ◽  
Water Holding

Objective: The aim of the current study was to evaluate the black salsify (Scorzonera hispanica L.) as a potential source of inulin and to characterize the physicochemical properties of isolated polysaccharide.Methods: The carbohydrate content in its roots and leaves was analyzed by high-performance liquid chromatography with refractive index detection (HPLC-RID) method. Microwave-assisted extraction was performed for isolation of inulin from black salsify roots. The obtained polysaccharide was characterized by HPLC-RID method, HPLC size-exclusion chromatography, and Fourier transformed-infrared spectroscopy. Functional properties as swelling capacity, solubility, and water-holding and oil-holding capacities (OHCs) were also evaluated.Results: Black salsify (S. hispanica L.) roots were evaluated as a rich source of inulin (22% dw) and 1-kestose (6.25 g/100 g dw). The isolated inulin (yield 20%) was characterized with average degree of polymerization 17, with polydispersity index (1.04) that was near to medium-chained inulin. This polysaccharide showed better OHC than water-holding capacity, and it was characterized with swelling capacity 0.5 ml/g sample.Conclusion: For the first time, inulin was isolated from black salsify roots. The chemical characterization of inulin reveals the potential of this plant to be used as a valuable source of this polysaccharide for future application in food technology and pharmaceutical industry for dietary fibers, stabilizer, and coating agent.

scholarly journals Gallic Acid-Dextran Conjugate: Green Synthesis of a Novel Antioxidant Molecule

Antioxidants ◽  
2019 ◽  
Vol 8 (10) ◽  
pp. 478
Author(s):  
Moacir Fernandes Queiroz ◽  
Diego Araujo Sabry ◽  
Guilherme Lanzi Sassaki ◽  
Hugo Alexandre Oliveira Rocha ◽  
Leandro Silva Costa
Keyword(s):  
Gallic Acid ◽  
High Performance ◽  
Superoxide Radical ◽  
Radical Scavenging ◽  
Reducing Power ◽  
Size Exclusion ◽  
Exclusion Chromatography ◽  
Total Antioxidant ◽  
Potential Applications ◽  
A Minor

A novel derivative of dextran, dextran–gallic acid (Dex–Gal), obtained from simple conjugation with gallic acid, was synthesized by an efficient free radical-mediated method. To verify the synthesis of Dex–Gal, 1H-nuclear magnetic resonance (1H-NMR), Fourier transform infrared (FTIR) spectrometry, and high-performance size-exclusion chromatography (HPSEC) were employed. The results revealed the conjugation of gallic acid with the 15.5 kDa dextran from Leuconostoc mesenteroides. Dex–Gal had a molecular weight of 11.2 kDa, indicating that the conjugation reaction was accompanied by a minor degradation of Dex–Gal. In addition, Dex–Gal contained 36.8 ± 1.4 mg gallic acid per gram dextran. These molecules were also evaluated as antioxidants using total antioxidant capacity (TAC), reducing power, ferric chelation, and superoxide radical-scavenging assays. Both polysaccharides had no ferric chelation activity. In addition, Dex–Gal was more efficient as an antioxidant agent in TAC (13 times) and was more efficient than dextran in superoxide radical-scavenging (60 times) and reducing power (90 times) assays. These data demonstrate that Dex–Gal is a natural-compound-based antioxidant with potential applications in the pharmaceutical, cosmetic, and food industries.

scholarly journals Periplasmic synthesis and purification of the human prolactin antagonist Δ1-11-G129R-hPRL

AMB Express ◽  
2021 ◽  
Vol 11 (1) ◽  
Author(s):  
Miriam F. Suzuki ◽  
Larissa A. Almeida ◽  
Stephanie A. Pomin ◽  
Felipe D. Silva ◽  
Renan P. Freire ◽  
...  
Keyword(s):  
Size Exclusion Chromatography ◽  
High Performance ◽  
Signal Sequence ◽  
Osmotic Shock ◽  
Size Exclusion ◽  
Specific Expression ◽  
E Coli ◽  
Human Prolactin ◽  
Exclusion Chromatography

AbstractThe human prolactin antagonist Δ1-11-G129R-hPRL is a 21.9 kDa recombinant protein with 188 amino acids that downregulates the proliferation of a variety of cells expressing prolactin receptors. Periplasmic expression of recombinant proteins in E. coli has been considered an option for obtaining a soluble and correctly folded protein, as an alternative to cytoplasmic production. The aim of this work was, therefore, to synthesize for the first time, the Δ1-11-G129R-hPRL antagonist, testing different activation temperatures and purifying it by classical chromatographic techniques. E. coli BL21(DE3) strain was transformed with a plasmid based on the pET25b( +) vector, DsbA signal sequence and the antagonist cDNA sequence. Different doses of IPTG were added, activating under different temperatures, and extracting the periplasmic fluid via osmotic shock. The best conditions were achieved by activating at 35 °C for 5 h using 0.4 mM IPTG, which gave a specific expression of 0.157 ± 0.015 μg/mL/A600 at a final optical density of 3.43 ± 0.13 A600. Purification was carried out by nickel-affinity chromatography followed by size-exclusion chromatography, quantification being performed via high-performance size-exclusion chromatography (HPSEC). The prolactin antagonist was characterized by SDS-PAGE, Western blotting, reversed-phase high-performance liquid chromatography (RP-HPLC) and MALDI-TOF–MS. The final product presented > 95% purity and its antagonistic effects were evaluated in vitro in view of potential clinical applications, including inhibition of the proliferation of cancer cells overexpressing the prolactin receptor and specific antidiabetic properties, taking also advantage of the fact that this antagonist was obtained in a soluble and correctly folded form and without an initial methionine.

scholarly journals Investigating Lignin-Derived Monomers and Oligomers in Low-Molecular-Weight Fractions Separated from Depolymerized Black Liquor Retentate by Membrane Filtration

Molecules ◽  
2021 ◽  
Vol 26 (10) ◽  
pp. 2887
Author(s):  
Kena Li ◽  
Jens Prothmann ◽  
Margareta Sandahl ◽  
Sara Blomberg ◽  
Charlotta Turner ◽  
...  
Keyword(s):  
Molecular Weight ◽  
High Performance ◽  
Membrane Filtration ◽  
Black Liquor ◽  
Complex Mixture ◽  
Value Added ◽  
Kraft Pulping ◽  
Classification Model ◽  
Low Molecular Weight ◽  
Chemical Complexity

Base-catalyzed depolymerization of black liquor retentate (BLR) from the kraft pulping process, followed by ultrafiltration, has been suggested as a means of obtaining low-molecular-weight (LMW) compounds. The chemical complexity of BLR, which consists of a mixture of softwood and hardwood lignin that has undergone several kinds of treatment, leads to a complex mixture of LMW compounds, making the separation of components for the formation of value-added chemicals more difficult. Identifying the phenolic compounds in the LMW fractions obtained under different depolymerization conditions is essential for the upgrading process. In this study, a state-of-the-art nontargeted analysis method using ultra-high-performance supercritical fluid chromatography coupled to high-resolution multiple-stage tandem mass spectrometry (UHPSFC/HRMSn) combined with a Kendrick mass defect-based classification model was applied to analyze the monomers and oligomers in the LMW fractions separated from BLR samples depolymerized at 170–210 °C. The most common phenolic compound types were dimers, followed by monomers. A second round of depolymerization yielded low amounts of monomers and dimers, while a high number of trimers were formed, thought to be the result of repolymerization.

Behavior of xylans from the Eucalyptus species. Part 2. Characterization of 4-O-methylglucuronoxylans isolated from black liquors of kraft pulping of Eucalyptus grandis and E. urophylla

Holzforschung ◽  
2013 ◽  
Vol 67 (2) ◽  
pp. 123-128
Author(s):  
Andréia S. Magaton ◽  
Teresa Cristina F. Silva ◽  
Jorge Luiz Colodette ◽  
Dorila Piló-Veloso ◽  
Flaviana Reis Milagres ◽  
...  
Keyword(s):  
Average Molecular Weight ◽  
Eucalyptus Grandis ◽  
Kraft Pulping ◽  
Raw Material ◽  
Size Exclusion ◽  
Eucalyptus Species ◽  
Exclusion Chromatography ◽  
Ft Ir ◽  
Black Liquors

Abstract 4-O-methylglucuronoxylans isolated from Eucalyptus grandis and Eucalyptus urophylla kraft black liquors (KBLs) were chemically characterized by Fourier transform infrared spectroscopy (FT-IR), size exclusion chromatography (SEC), and nuclear magnetic resonance (NMR) spectroscopy. Doses of alkali charge, expressed as active alkali (AA), were 16, 17, and 18% while the sulfidity was kept at 25%. Kappa numbers of 19.1, 17.5, and 16.1 for E. grandis and 20.4, 16.8, and 15.4 for E. urophylla were obtained. At higher alkali charges, the recovery of xylans from the KBLs was lower and the degree of substitution of xylans with uronic acids decreased. The average molecular weight (Mw) of the recovered xylans was greater under conditions of mild pulping, i.e., in the case of pulps with higher kappa numbers. Mw of xylans ranged from 16.1 to 19.1 kDa for E. grandis and from 15.4 to 20.4 kDa for E. urophylla. The xylans from KBL may be useful as pulp modifying agents or as a raw material for advanced applications.

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