• Title/Summary/Keyword: Lignin model compound

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Basic Studies on the Pyrolysis of Lignin Compounds (리그닌 화합물의 열분해에 관한 기초 연구)

  • ;John R. Obst
    • Journal of Korea Foresty Energy
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    • v.20 no.1
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    • pp.35-41
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    • 2001
  • Lignin model compounds I-lV were pyrolyzed at 315$^{\circ}C$. The mixture compounds pyrolized were analyzed by GC-MS spectrometry. The results were summarized as follows : 1. From the pyrolysis of lignin model compound I and II, 0.45mo1 of guaiacol, 0.5mol of dimethoxyphenol(DMP), and 0.12 and 0.23mo1 of dimethoxyacetonphenone(DMAP) were produced respectively. 2. In the pyrolysis of lignin model compound III and IV, 0.26mol of guaiacol, 0.30mo1 of DMP, and 0.09 and 0.15mo1 of trimethoxyaretonphenone(TMAP) were produced respectively 3. Pyrolysis mechanism of lignin model compounds are dehydrated at first, and $\beta$-04 linkage cleavaged, and then guaiacol, DMP, DMAP and TMAP were produced. The above results show that lignin model compound I and II produce more aromatic compounds than lignin model compound III and IV. This is reason that veratryl unit structures may pyrolize easier than trimethoxyphenol unit structures. The closer research is proceeding.

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Synthesis of Dimeric Lignin Model Compounds - Veratrylglycerol-β-vanillylalcohol ether compounds - (리그닌 이양체(二量體) 모델화합물(化合物)의 합성(合成) - Veratrylglycerol-β-vanillylalcohol ether 화합물(化合物) -)

  • Zhao, Julan;Hwang, Byung-Ho
    • Journal of Forest and Environmental Science
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    • v.12 no.1
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    • pp.37-44
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    • 1996
  • Two dilignols composed of ${\beta}$-O-4 structure, a important substructure compound in lignin, was synthesized in high yield in a series of the synthetic studies of lignin model compounds. The dimers were identified with $^1H$ and $^{13}C$-NMR and Mass spectroscopy. The important compound of among them, the final synthetic compound [IV].is called 1-(3,4-dimethoxyphenyl)-2-(2'-methoxy-4'-hydroxymethylphenoxy)-propanediol-l,3. This dimeric lignin model compounds should be usefull for the studies of lignin reactions such as pulping, bleaching, pyrolysis, hydrogenolysis, oxidation, reduction, biodegradation, and chemical utilization.

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Biotechnological Approaches on Pulp and Papermaking Technology - Effect of New Mediator with Fungal Laccase on Degradation of Non-Phenolic Lignin Model Compound -

  • Cho, Nam-Seok
    • Proceedings of the Korea Technical Association of the Pulp and Paper Industry Conference
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    • 2010.04a
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    • pp.79-92
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    • 2010
  • In the presence of laccase, generation of monomeric aromatic acids from nonphenolic lignin model dimer veratrylglycerol-$\beta$-vanillate ether (VVE) was observed. The addition of acetovanillone (AV) or acetosyringone (AS) intensified this process, i.e. transformation was more extensive than in the experiments omitting mediators. Among the products isovanillic (IA) and vanillic (VA) acids were identified.

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On Possible Application of Microorganism for Chemical Pulping (화학(化學)펄프 제조(製造)에 미생물(微生物)의 응용(應用) 가능성(可能性))

  • Lee, Seon-Ho;Yoon, Byong-Ho;Lee, Won-Yong
    • Journal of Forest and Environmental Science
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    • v.13 no.1
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    • pp.143-152
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    • 1997
  • The decayed wood by Fomes pini (Thore) Lloyd required a smaller H factor than the sound wood for pulping to permanganate number 20. The H factors for the decayed wood pulping by the kraft and soda processes were reduced by 15% and 17%, respectively, in the presence of 1% anthraquinone. The wood components degraded by fungi are normally more readily solubilized in alkali than the corresponding components in sound wood. The nonphenolic ${\beta}$-O-4 type lignin model compound, veratrylglycerol-${\beta}$-guaiacyl ether(I), and phenolic model compound, syringylglycerol-${\beta}$-syringyl ether(III), were degraded by the white-rot fungi to yield ${\alpha}$-guaiacoxy-${\beta}$-hydroxypropioveratrone(II) from the former and ${\alpha}$-syringyloxy-${\beta}$-hydroxypropiosyringone(IV) from the latter. Structures of the degradation products indicated that C ${\alpha}$-oxidation could occur with white-rot fungi. It has been shown that the alkaline cleavage of ${\beta}$-aryl ether bonds in the lignin units is accelerated by the presence of ${\alpha}$-carbonyl groups.

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Mechanisms of Lignin Biodegradation by Ligninase, Phanerochaete Chrysosporium Burds

  • Hwang, Byung-Ho
    • Journal of Forest and Environmental Science
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    • v.6 no.1
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    • pp.45-60
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    • 1989
  • 리그닌 생분해의 분해경로 및 매카니즘에 관한 연구가 최근 Kirk와 Higuchi 등에 의하여 활발히 연구되고 있다. 특히, Phanerochaete chrysosporium이 생산해내는 Lignlnase를 이용하여 매우 가치있는 연구 결과를 얻고 있다. 본 총설에서는 Kirk와 Higuchi의 허가를 얻어서 그들의 논문을 중심으로 리그닌의 중요한 결합 양식 별로 즉, ${\beta}$-O-4, ${\beta}$-5, ${\beta}$-1, ${\beta}$-6, 5-5 등의 결합 모델 화합물들의 분해경로 및 매카니즘에 관하여 조사 정리하였다.

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Study on Pulp Bleaching - Synthesis of Model Lignin Compounds and their Chlorination (펄프의 표백(漂白)에 관(關)한 연구(硏究) - 모델리그닌의 합성(合成)과 염소화(鹽素化) 처리(處理) -)

  • Yoon, Byung-Ho;Lee, Myoung-Ku;Hwang, Byung-Ho
    • Journal of the Korean Wood Science and Technology
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    • v.12 no.2
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    • pp.27-34
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    • 1984
  • In order to investigate the acidic chlorinated compounds in pulp bleaching spent liquor, the lignin model compounds, coniferyl alcohol(mp $74^{\circ}C$), ${\omega}$-(2-methoxyphenoxy)-acetoguaiacone(mp $93^{\circ}C$) and dehydrodiisoeugenol(mp $133^{\circ}C$), were synthesized and chlorinated by chlorine in glacial acetic acid. From the chlorinated products, the following chlorine-containing aromatic compounds were identified by TLC. In coniferyl alcohol the chlorine-substituted compounds at 4-, 5-and 4,5-position of aromatic nucleus were identified and in ${\beta}$-0-4 type the compounds substituted chlorine for alkyl group and/or hydrogen at land 1,4-position of aromatic nucleus expected to be formed by electrophilic displacement from ${\omega}$-(2-methoxyphenoxy)-acetoguaiacone were not identified but the chlorine-substituted compounds at 4-, 5-, 6- and 5,6-position of aromatic nucleus were identified.

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Synthesis of Lignin Model Compounds -β-O-4 Linkage Compounds (리그닌 모델 화합물(化合物)의 합성(合成) -β-O-4 결합(結合) 화합물(化合物) -)

  • Lee, Hyun-Jong;Hwang, Byung-Ho
    • Journal of the Korean Wood Science and Technology
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    • v.17 no.3
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    • pp.28-44
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    • 1989
  • This experiment was carried out to contribute to the synthetic methods of ligin model compounds. The ligin model compounds of arylglycerol-${\beta}$-arylether structure were synthesized in high yield through three or four reaction steps. The starting compound was commercial 3, 4, 5-trimethoxyace tophenone and the final compounds were 1-(2-methoxyphenoxy)-2 - (3, 4, 5 - trimethoxyphenyl)-ethanol(IV), 1-(3, 4, 5-trimethoxyphenyl)-2-(2-methoxy-phenoxy)-propandiol-1,3 (VI), 1-(2, 6-dimethoxyphenoxy)-2-(3, 4, 5-trimethoxyphenyl)-ethanol (VIII), and 1-(3, 4, 5-trimethoxyphenyl)-2-(2, 6-dimethoxyphenoxy)-propandiol-1, 3 (X). The structures of synthetic compounds were identified by IR, $^1H$-NMR spectroscopy and Mass spectrometry.

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Effect of Urea Addition on Soda Pulping of Oak Wood

  • Cho, Nam-Seok;Matsumoto, Yuji
    • Proceedings of the Korea Technical Association of the Pulp and Paper Industry Conference
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    • 2006.06b
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    • pp.285-290
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    • 2006
  • As an alternative method to solve air pollution problem and difficulty of pulp bleaching of kraft pulping process, NaOH-Urea pulping was applied. The properties of NaOH-Urea pulp were compared to those of NaOH and kraft pulps. Addition of urea in low alkali charges retarded delignification rate compared to NaOH pulping. But, in high alkali application, delignification was significantly enhanced not from the addition of urea but from the high alkalinity. It was disclosed that urea did not participate on delignification reaction by the experiment using lignin model compound. Compared to paper strengths at the same level of sheet density, NaOH-Urea pulp gave as almost same breaking length and tensile index as those of kraft pulp. Especially tensile energy absorption and burst index were higher than those of kraft pulp.

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Catalytic deoxygenation of vanillin over layered double hydroxide supported Pd catalyst

  • Liao, Chanjuan;Liu, Xixi;Ren, Yongshen;Gong, Daoxin;Zhang, Zehui
    • Journal of Industrial and Engineering Chemistry
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    • v.68
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    • pp.380-386
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    • 2018
  • A sustainable method was developed for the upgrade of biomass derived vanillin (a typical model compound of lignin) into the potential liquid biofuels over a layered double hydroxide supported Pd catalyst (abbreviated as CoAl-LDH/Pd). The CoAl-LDH/Pd catalyst showed high catalytic activity towards the hydrodeoxygenation of vanillin into 2-methoxy-4-methylphenol (MMP) under mild conditions in aqueous media. High MMP yield up to 86% was produced at $120^{\circ}C$ after 4 h. Kinetic studies revealed that the rate-determining step for the hydrodeoxygenation of vanillin was the hydrogenolysis of vanillyl alcohol. More importantly, the CoAl-LDH/Pd catalyst was highly stable without the loss of activity.

Study of new adsorption isotherm model and kinetics of dissolved organic carbon in synthetic wastewater by granular activated carbon (입상활성탄에 의한 합성폐수의 용존유기물질의 새로운 흡착등온 모델 및 운동학적 흡착 연구)

  • Kim, Seoung-Hyun;Shin, Sunghoon;Kim, Jinhyuk;Woo, Dalsik;Lee, Hosun
    • Journal of the Korea Academia-Industrial cooperation Society
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    • v.15 no.4
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    • pp.2029-2035
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    • 2014
  • In this study, we conducted the adsorption equilibrium and batch experiments of dissolved organic carbon (DOC) in the wastewater by granular activated carbon (GAC). The components of organic compound were Beef extract (1.8 mg/L), Peptone (2.7 mg/L), Humic acid (4.2 mg/L), Tannic acid (4.2 mg/L), Sodium lignin sulfonate (2.4 mg/L), Sodium lauryle sulfate (0.94 mg/L), Arabic gum powder (4.7 mg/L), Arabic acid (polysaccharide) (5.0 mg/L), $(NH_4)_2SO_4$ (7.1 mg/L), $K_2HPO_4$ (7.0 mg/L), $NH_4HCO_3$ (19.8 mg/L), $MgSO_4{\cdot}7H_2O$ (0.71 mg/L), The adsorption characteristics of DOC in synthetic wastewater was described using the mathematical model through a series of isotherm and batch experiments. It showed that there was linear adsorption region in the low DOC concentration (0~2.5 mg/L) and favorable adsorption region in high concentration (2.5~6 mg/L). The synthetic wastewater used was prepared using known quantities of organic and/or inorganic compounds. Adsorption modelling isotherms were predicted by the Freundlich, Langmuir, Sips and hybrid isotherm equations. Especially, hybrid isotherm of Linear and Sips equation was a good adsorption equilibrium in the region of the both the low concentration and high concentration. In applying carbon adsorption for treating water and wastewater, hybrid adsorption equation plus linear equation with Sips equation will be a good new adsorption equilibrium model. Linear driving force approximation (LDFA) kinetic equation with Hybrid (linear+Sips) adsorption isotherm model was successfully applied to predict the adsorption kinetics data in various GAC adsorbent amounts.