• Title/Summary/Keyword: monomeric phenols

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Selective Production of Monomeric Phenols from Lignin via Two-step Catalytic Cracking Process (2단계 촉매 분해공정을 이용한 리그닌 유래 선택적 페놀화합물 생산)

  • Kim, Jae-Young;Heo, Sujung;Park, Shin Young;Choi, In-Gyu;Choi, Joon Weon
    • Journal of the Korean Wood Science and Technology
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    • v.45 no.3
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    • pp.278-287
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    • 2017
  • In this study, lignin was efficiently degraded via two-step catalytic cracking process and lignin-oil, char, and gas was produced as lignin degraded products. Three kinds of catalysts (MgO, CaO, and Pt/C) were used in first catalytic cracking step and the highest lignin-oil yield (76.2 wt%) was obtained in Pt/C catalyst with the smallest char formation (4.1 wt%). GC-MS/FID analysis revealed that 18 kinds of monomeric phenols existed in lignin-oil and sum of them was the highest in Pt/C condition (97.8 mg/g lignin). Meanwhile, relatively lower yield of monomeric phenols was produced in MgO and CaO condition because of their absorption on catalysts. Lignin-oil produced over Pt/C was introduced to second catalytic cracking process with porous Pd/activated carbon aerogel catalyst. From this process, four kinds of monomeric phenols such as 4-ethylguaiacol, 4-propylguaiacol, 4-ethylsyringol, 4-propylsyringol were selectively produced at 0.89 - 1.82 wt% level.

A Study for the Effect of Solvent and Temperature on the Retention Behavior of Phenols in Reversed-Phase Liquid Chromatography (역상 액체 크로마토그래피에서 페놀류의 머무름거동에 미치는 용매와 온도의 영향에 관한 연구)

  • Lee Dai Woon;Lee Hoo Keun;Yook Keun Sung;Lee, In Ho;Cho Byung Yun
    • Journal of the Korean Chemical Society
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    • v.37 no.5
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    • pp.503-512
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    • 1993
  • The purpose of this study was to investigate the retention behavior of phenols and to predict their retention in RPLC. The retention data of twenty-five phenols were measured on a $\mu-{Bondapak}\;C_{18}$ and a polymeric $C_{18}$ columns with methanol-water and acetonitrile-water as a mobile phase. From the observation of enthalpy-entropy compensation phenomenon, the following conclusions are drawn with regard to the retention mechanism: 1) the retention mechanism of nitrophenols in different from that of metheyl-and chlorophenols in both mobile phase; 2) in methanol-water mobile phase, the retention mechanism of methyl-and chlorophenols is consistent in the range of methanol-water composition; 3) on the other hand, in the case of acetonitrile-water mobile phase, the retention mechanism depends on the volume fraction of acetonitrile. It means that the retention mechanism can not be explained only by a simple interaction. Based on retention data as compared with two columns, it may be said that the hydrophobic interaction of phenols with polymeric $C_{18}$ column was greater than that with monomeric $C_{18}$ column. The equations for predicting the retention of phenols were derived by using hydrophobic substituent constant $(\pi)$ and the sum of Hammett's constant $(\sigma)$ and Taft's steric constant $(E_s)$.

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Hydrocarbon Synthesis of Waste Lignocellulosics by Liquefaction Reaction of Thermochemical Deoxyhydrogenolysis Method(I) (목질폐재(木質廢材)의 열(熱)-화학적(化學的) 탈(脫)산소-수소첨가반응(환원반응)에 의한 액화(液化)탄화수소의 합성(I))

  • Lee, Byung-Guen
    • Journal of the Korean Wood Science and Technology
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    • v.18 no.4
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    • pp.79-85
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    • 1990
  • Many kinds of acetosolv lignin including ricestraw and spruce lignin were pyrolyzed. and liquefied in the autoclave reactor using 50% tetralin and m-cresol solution respectively as soluble solvent and Co-Mo as catalyst. In order to promote deoxyhydrogenolysis reaction $H_2$ gas was supplied into the reactor. The ratio between lignin and the soluble solvent are lg and 10cc. The reaction conditions are $200^{\circ}-700^{\circ}C$ of reaction temperature, 10-50 atms of reaction pressure and 100-500rpm of the reactor stirrer. By the deoxyhydrogenolysis liquefaction reaction, the main chemical structures of lignin which are aryl-alkyl-${\beta}$-0-4 ether, phenylcoumaran and biphenyl etc. are easily destroyed into liqufied aromatic compounds and aliphatic compunds linked with aromatic compounds. The percent yield of monomeric phenols on the weight bvase of lignin reacted reached to 12-14% by the chemical analytic GC-MS etc.

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Rapid Screening Method of Peroxidase by Colorimetric Assay and Screening of 2, 4-DCP Degradable Strains (발색법에 의한 Peroxidase의 신속한 스크리닝법과 2, 4-DCP 분해균주의 스크리닝)

  • Ryu, Kang;Lee, Eun-Kyu
    • KSBB Journal
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    • v.23 no.6
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    • pp.484-488
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    • 2008
  • Chlorinated phenols are widely used by the chemical industry as intermediate products in synthesis and previously were frequently applied to various industry fields. Peroxidases catalyze the peroxide-dependent oxidation of a range of inorganic and organic compounds. Peroxidase was shown to mineralize a variety of recalcitrant aromatic compounds and to oxidize a number of polycyclic aromatic and phenolic compounds. Among monomeric phenolic and nonphenolic compounds, peroxidase is known to oxidize its compounds. In this study, a colorimetric assay was developed to quantitatively evaluate the peroxidase activity for rapid screening. Color products of different intensity were developed proportionally to the peroxidase activity on agar plate and 96-well plate. This method correlates well with the RP-HPLC result. Using this screening method, 12 colonies of strain was screened which survived at high concentration of 2,4-DCP (1000 ppm) and with peroxidase activity for the $7^{th}$ round screening step on agar plate. These strains were utilized 2,4-DCP as a sole carbon source and produced peroxidase. After the screening test, four of the bacteria have significant better effect of COD removal on dye waste-water. COD removal of these was from 44% to 61%, respectively.

A Complete, Reductive Depolymerization of Concentrated Sulfuric Acid Hydrolysis Lignin into a High Calorific Bio-oil using Supercritical Ethanol

  • Riaz, Asim;Kim, Jaehoon
    • KEPCO Journal on Electric Power and Energy
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    • v.2 no.3
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    • pp.447-452
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    • 2016
  • It is imperative to develop an effective pathway to depolymerize lignin into liquid fuel that can be used as a bioheavy oil. Lignin can be converted into liquid products either by a solvent-free thermal cracking in the absence air, or thermo-chemical degradation in the presence of suitable solvents and chemicals. Here we show that the solvent-assisted liquefaction has produced promising results in the presence of metal-based catalysts. The supercritical ethanol is an efficient liquefaction solvent, which not only provides better solubility to lignin, but also scavenges the intermediate species. The concentrated sulfuric acid hydrolysis lignin (CSAHL) was completely liquefied in the presence of solid catalysts (Ni, Pd and Ru) with no char formation. The effective deoxy-liquefaction nature associated with scEtOH with aid hydrodeoxygenation catalysts, resulted in significant reduction in oxygen-to-carbon (O/C) molar ratio up to 61%. The decrease in oxygen content and increase in carbon and hydrogen contents increased the calorific value bio-oil, with higher heating value (HHV) of $34.6MJ{\cdot}Kg^{-1}$. The overall process is energetically efficient with 129.8% energy recovery (ER) and 70.8% energy efficiency (EE). The GC-TOF/MS analysis of bio-oil shows that the bio-oil mainly consists of monomeric species such as phenols, esters, furans, alcohols, and traces of aliphatic hydrocarbons. The bio-oil produced has better flow properties, low molecular weight, and high aromaticity.

Degradation of Plant Lignin with The Supercritical Ethanol and Ru/C Catalyst Combination for Lignin-oil (초임계 에탄올과 루테늄 촉매에 의한 초본 리그닌의 오일화 반응)

  • Park, Jeesu;Kim, Jae-Young;Choi, Joon Weon
    • Journal of the Korean Wood Science and Technology
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    • v.43 no.3
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    • pp.355-363
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    • 2015
  • Asian lignin was efficiently depolymerized with supercritical ethanol and Ru/C catalyst at various reaction temperature (250, 300, and $350^{\circ}C$). Lignin-oil was subjected to several physicochemical analyses such as GC/MS, GPC, and elemental analysis. With increasing reaction temperature, the yield of lignin-oil decreased from 89.5 wt% to 32.1 wt%. The average molecular weight (Mw) and polydispersity index (Mw/Mn) of lignin-oil obtained from $350^{\circ}C$ (547Da, 1.49) dramatically decreased compare to those of original asian lignin (3698Da, 2.68). This is a clear evidence of lignin depolymerization. GC/MS analysis revealed that the yield of monomeric phenols involving guaiacol, 4-ethyl-phenol, 4-methylguaiacol, syringol, and 4-methysyringol increased with increasing reaction temperature, and these were mostly produced with applying hydrogen gas and Ru/C catalyst (76.1 mg/g of lignin). Meanwhile, the carbon content of lignin-oil increased whereas the oxygen content decreased with increasing reaction temperature, suggesting that hydrodeoxygenation was significantly enhanced at higher temperature.

Purification and Characterization of a Laccase from the Edible Wild Mushroom Tricholoma mongolicum

  • Li, Miao;Zhang, Guoqing;Wang, Hexiang;Ng, Tzibun
    • Journal of Microbiology and Biotechnology
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    • v.20 no.7
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    • pp.1069-1076
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    • 2010
  • A novel laccase from Tricholoma mongolicum was purified by using a procedure that entailed ion-exchange chromatographies on DEAE-cellulose, CM-cellulose, and Q-Sepharose, and FPLC-gel filtration on Superdex 75. The purified enzyme was obtained with a specific activity of 1,480 U/mg-protein and a final yield of 15%. It was found to be a monomeric protein with a molecular mass of 66 kDa as estimated by sodium dodecyl sulfate-polyacrylamide gel electrophoresis. Its N-terminal amino acid sequence was GIGPVADLYVGNRIL, similar to some but also different to other mushroom laccases. The optimum pH and temperature for the purified enzyme were pH 2 to pH 3 and $30^{\circ}C$, respectively. It displayed a low $K_m$ toward 2,7-azinobis (3-ethylbenzothiazolone-6-sulfonic acid) diammonium salt (ABTS) and high $k_{cat}/K_m$ values. The purified laccase oxidized a wide range of lignin-related phenols, but exerted maximal activity on ABTS. It was significantly inhibited by $Hg^{2+}$ ions, and remarkably stimulated by $Cu^{2+}$ ions. It inhibited HIV-1 reverse transcriptase and proliferation of hepatoma HepG2 cells and breast cancer MCF7 cells with an $IC_{50}$ of 0.65 ${\mu}M$, 1.4 ${\mu}M$, and 4.2 ${\mu}M$, respectively, indicating that it is also an antipathogenic protein.