• Title/Summary/Keyword: 5-Hydroxymethylfurfural

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Phytochemical Constituents from the Fruits of Acanthopanax sessiliflorus

  • Lee, Sanghyun;Kim, Bak-Kwang;Cho, Seon-Haeng;Shin, Kuk-Hyun
    • Archives of Pharmacal Research
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    • v.25 no.3
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    • pp.280-284
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    • 2002
  • Six compounds were isolated from the fruits of Acanthopanax sessiliflorus. Their structures were elucidated as (-)-sesamin, scoparone, protocatechuic acid, ursolic acid, hyperin and 5-hydroxymethylfurfural by physicochemical and spectroscopic analysis. Among them, scoparone, ursolic acid and 5-hydroxymethylfurfural were isolated for the first time from Acanthopanax species.

Conversion of Fructose to 5-HMF(5-hydroxymethylfurfural) in DMSO(dimethylsulfoxide) solvent (DMSO(dimethylsulfoxide) 용매에서 과당의 5-HMF(5-hydroxymethylfurfural) 전환)

  • Sung, Yong Joo;Park, Chong-Jin;Kim, Byung-Ro;Shin, Soo-Jeong
    • Journal of Korea Technical Association of The Pulp and Paper Industry
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    • v.45 no.2
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    • pp.21-26
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    • 2013
  • Conversion of fructose to 5-hydroxymethylfurfural (5-HMF) was investigated in dimethylsulfoxide (DMSO) solvent with increasing reaction temperatures and impact of residual water from dehydration reaction byproduct. To convert fructose to 5-HMF, increasing reaction temperature led more conversion to 5-HMF than lower temperature at the range of $120-150^{\circ}C$ in DMSO solvent. DMSO engaged in the acid-catalyzed dehydration and rearrangement reaction as acid and solvent. Increasing temperature led to more furanose structure than pyranose at the range of $30-80^{\circ}C$. Formed 5-HMF could be degraded to levulinic and formic acid at the presence of acid and water. Removal of water in reaction medium could prevent 5-HMF degradation.

Separation of Acetic Acid from Simulated Biomass Hydrolysates Containing Furans by Emulsion Liquid Membranes with an Organophosphorous Extractant (유기인산계 추출제를 이용한 에멀젼형 액막법에 의해 푸란유도체를 함유하는 모사 바이오매스 가수분해액으로부터 초산의 분리)

  • Lee, Sang Cheol
    • Korean Chemical Engineering Research
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    • v.56 no.5
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    • pp.687-693
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    • 2018
  • The selective removal and recovery of fermentation inhibitors during purification of sugars from biomass hydrolysates can increase the economic efficiency of the entire process to produce bioalcohol from lignocellulosic biomass. This study investigated the effect of furans in phenols-free biomass hydrolysate on acetic acid extraction in an emulsion liquid membrane system. Under specific operating conditions, more than 99% of acetic acid could be extracted within 5 minutes, and the degrees of extraction of furfural and 5-hydroxymethylfurfural were about 10% and 4%, respectively. The extraction rate of acetic acid was also lower at a higher initial concentration of furfural in the feed phase, which was greater for furfural than 5-hydroxymethylfurfural. Thus, if furfural is first removed from the hydrolysate prior to acetic acid extraction, emulsion liquid membrane would be a more economically efficient way of removing acetic acid.

Removal of 5-hydroxymethylfurfural and Furfural in Sugar Hydrolysate by Wood Charcoal Treatment (목탄 처리에 의한 당화액 내 5-hydroxymethylfurfural 및 푸르푸랄 제거)

  • Jeong, Hanseob;Kim, Yong Sik;Lee, Jaejung;Chea, Kwang-Seok;Ahn, Byoung Jun;Lee, Soo Min
    • Journal of the Korean Wood Science and Technology
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    • v.44 no.5
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    • pp.705-715
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    • 2016
  • The main aim of this study was to investigate the potential of wood charcoal on removing furan compounds (5-hydroxymethylfurfural (5-HMF), furfural) known as fermentation inhibitors in sugar hydrolysates obtained from supercritical water treatment of lignocellulosic biomass. For this aim, model hydrolysate was prepared, and removal rates of sugars or furan compounds depending on wood charcoal concentration and treatment time were calculated and analyzed in comparison with the case of activated carbon. 0.5, 1, 2, 4, 8, or 12% (w/v) of wood charcoal or activated carbon was loaded into the model hydrolysate, containing glucose, xylose, 5-HMF, and furfural, and treatment was conducted for 1, 3, 6, 12, or 24 h. After treatment, removal rates of 5-HMF and furfural gradually increased as wood charcoal concentration or treatment time increased, and over 95% of 5-HMF and furfural were removed at 8% of wood charcoal concentration and 3 h of treatment time, while the loss of sugars (< 2%) was hardly observed. On the other hand, in the case of activated carbon treatment, removal rates of 5-HMF and furfural were over 95% at mild condition (activated carbon concentration: 8%, treatment time: 1 h), but over 10% of glucose and xylose were removed. Therefore, considering sugar production and further process applied sugar, the wood charcoal treatment of sugar hydrolysate was more effective for removing furan compounds and maintaining the sugar yield.

The Chemical Composition of Korean Honey (한국산 꿀의 화학적 조성)

  • Chang, Hak-Gil;Han, Myung-Kyoo;Kim, Jae-Gil
    • Korean Journal of Food Science and Technology
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    • v.20 no.5
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    • pp.631-636
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    • 1988
  • Quality of five kinds of honey, from acacia, bush clover, chestnut, rape and polyflower sources, were evaluated by physicochemical methods in respect to some chemical constituents. The average values for the tested honeys were: moisture, 19.5%; fructose, 33.74% , glucose. 35.03%; sucrose, 4.67%; hydroxymethylfurfural, 6.17mg,/kg; total nitrogen, 0.027%, proline, 23.67mg%; lactone, 4.09meq/kg; free acidity, 11.37meq /kg; and total acidity, 15.46meq/kg.

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Quantitative analysis of 5-HMF produced from fructose (과당에서 전환된 5-HMF(5-hydroxymethylfurfural)의 정량적 분석)

  • Sim, Jaehoon;Shin, Soo-Jeong
    • Journal of Korea Technical Association of The Pulp and Paper Industry
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    • v.45 no.1
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    • pp.27-34
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    • 2013
  • Quantitative analysis of 5-hydroxymethylfufural (5-HMF) conversion from fructose by dehydration and rearrangement was investigated by $^1H$-NMR spectroscopic method. Fructose was converted to 5-HMF in dimethylsulfoxide (DMSO)-$d^6$ or acidic deuterium hydroxide at controlled reaction temperature and time. With addition of internal standards (biphenyl for DMSO-$d^6$ solvent, and 2,5-dihydroxybenzoic acid for deuterium oxide solvent), conversion from fructose to 5-HMF was analyzed by $^1H$-NMR spectroscopy. Quantitative analysis was run by comparison with peak area integration between of 5-HMF and internal standard. In DMSO solvent, 5-HMF was stable end product but part of 5-HMF was converted to formic and levulinic acid at acidic aqueous medium.

Phytochemical Constituents of Acanthopanax senticosus (Rupr. & Maxim.) Harms Stem

  • Ryu, Ji-Young;Son, Dong-Wook;Kang, Jung-Il;Lee, Sang-Yun;Kim, Hyun-Su;Shin, Kuk-Hyun;Lee, Sang-Hyun
    • Korean Journal of Medicinal Crop Science
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    • v.11 no.4
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    • pp.306-310
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    • 2003
  • Five constituents were isolated from the stem of Acanthopanax senticosus. Their structures were elucidated as (-)-sesamin (1), iso-fraxidin (2), 5-hydroxymethylfurfural (3), syringin (4) and acanthoside D (5) by spectral analysis. Among these compounds, 5-hydroxymethylfurfural (3) was isolated for the first time from this plant.

Efficient Synthetic Routes of Biomass-derived Platform Chemicals (바이오매스 유래 플랫폼 케미컬들에 대한 효과적인 합성 방법들)

  • Irshad, Mobina;Lee, Seongwoo;Choi, Eunju;Kim, Jung Won
    • Applied Chemistry for Engineering
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    • v.30 no.3
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    • pp.280-289
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    • 2019
  • 5-hydroxymethylfurfural (HMF) and its derivatives, 2,5-furandicarboxylic acid (FDCA) or 2,5-diformylfuran (DFF), are regarded as the "sleeping giants" owing to their wide range of applications and a good alternative source for the production of significant chemicals in almost all kind of industries. This mini-review briefly covers the aspects related to the syntheses, transformation, and applications for the biomass-derived platform chemicals from past to most recent. Many scientific efforts have continuously been made to find out the environmental benign applicable ways in order to achieve the full advantage of these renewable materials because of not only to protect the globe but also shield the future of new generations. One of the best solutions could be the development and utilization of platform chemicals from the natural biomass.

Kinetic Study of Glucose Conversion to 5-hydroxymethylfurfural and Levulinic Acid Catalyzed by Sulfuric Acid (황산 촉매를 이용한 글루코오스로부터 5-HMF 및 레불린산 생산을 위한 동역학적 연구)

  • Han, Seokjun;Lee, Seung Min;Kim, Jun Seok
    • Korean Chemical Engineering Research
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    • v.60 no.2
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    • pp.193-201
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    • 2022
  • 5-HMF(5-Hydroxymethylfurfural) and LA(levulinic acid) derived from biomass are green platform chemicals, which have a wide of potential applications as biofules and biochemicals. In this study, the kinetics of LA formation from glucose decomposition with various concentration of sulfuric acid at different temperature was investigated. The experiments were performed in a broad temperature (140-200 ℃), using H2SO4 (1-3 wt%) as the catalyst. Glucose solution was made by dissolving 1 g of glucose in 10 ml of H2SO4 solution. The reactions rates increased with temperature and the activation energy showed a similar tendency to previous reported values. Reaction time for maximum concentration of 5-HMF decreased as the temperature increased. Furthermore, the decomposition of 5-HMF was fast as the acid concentration increased. Reaction time to reach maximum concentration of levulinic acid was reduced as the acid concentration increased. Continuing to raise the temperature decreased the maximum concentration of levulinic acid and increased the amount of humins. On the basis of results, kinetic parameters help to understand mechanism of LA and 5-HMF. In addition, this study provides useful information to achieve high concentration of LA and 5-HMF from biomass.