Dissertation > Excellent graduate degree dissertation topics show

Synthesis of Glucuronic Acid and Glucurolactone from Methyl Glucoside by Catalytic Oxidation Over Mn2+/H2O2 System

Author: XiongXiaoZuo
Tutor: YuanHua
School: Wuhan Institute of Technology
Course: Chemical Engineering
Keywords: Glucuronic acid Glucurolactone Mn2+/H2O2 system Hydroxyl radical Catalytic oxidation
CLC: TQ463
Type: Master's thesis
Year: 2010
Downloads: 28
Quote: 0
Read: Download Dissertation

Abstract


D-(+)-Glucofuranurono-6, 3-lactone is abbreviated as Glucurolactone. Glucurolactone is used as liver antidote usually and conditioning agent with immune function in medical field. On the other hand, glucurolactone is also used widely as the main additive in drinks,foods, diet pills, cosmetic, and so on.The main synthetic methods of glucuronolactone have bio-fermentation, hydrolysis and chemical oxidation. Among those ways, bio-fermentation and hydrolysis processes are more complex, low yield and high cost. Chemical oxidation is widely used in the preparation of glucuronic acid and its lactone. The present industrial route of producing glucurolactone is nitric acid oxidative method using starch as the precursor. This technology has a series of disadvantages such as its longer production time, the serious environmental pollution, the low yield, the difficulty of separating the product and the high energy consumption. The catalytic oxidation which use glycoside as raw materials and H2O2 as oxidant have a series of advantages such as resource-efficient, environment-friendly, low energy consumption. So it accords with the development requirements of green chemistry.The catalyst system was composed of the transition metal ions (Fe2+, Cu+, Mn2+, Co2+) and H2O2, which could produce hydroxyl radical in this system. The hydroxyl radical is the active components which could oxidate primary hydroxide of glycoside selectively. The glucuronic acid and its lactone were obtained through hydrolysis and esterification of the oxidative intermediate. Compared the catalytic ability of different metal ions, the Mn2+ system was found having the best catalytic effect. The oxidative mechanism of glycoside by Mn2+/H2O2 system was studied briefly. Glucuronic acid could be monitored by visible spectrophotography and high performance liquid chromatography (HPLC). Glucurolactone was obtained and purified by esterification and crystallization subsequently, and its purity was confirmed by melting point tester, infrared spectroscopy, and high performance liquid chromatography respectively.The conditions of catalytic oxidation, including the component of catalyst, reactant ratio, H2O2 concentration, pH and reaction time were discussed and the influences of temperature, reaction time and the kind of the acids on the hydrolysis reaction process were also discussed in the paper. Orthogonal experimental results show that the value of pH was the most important factor on yield, compared with the molar ratio of H2O2 and glycoside, the molar ratio of Mn2+ and glucoside, reaction time. The optimized conditions was as follows: the value of pH was 10, reaction time was 4h, the molar ratio of H2O2 and glycoside was 3:1, the molar ratio of Mn2+ and glucoside was 0.02:1. The optimal condition of hydrolysis reaction was as following: H2SO4 used as catalyst, pH value was 1, temprerature was 90℃and reaction time was 100min. Under these conditions the yield of glucuronic acid could reach 35.25%, the yield of glucurolactone could reach 23.5%, and the total yield could reach about 58.75%. In the meantime, no peak of impurity appeared from HPLC, this result showed that the Mn2+/H2O2 system had good catalytic activity and selectivity for the oxidation of primary hydroxyl.The catalytic oxidation of glycoside by Mn2+/H2O2 system had better activity and selectivity. This process adapted the demand of green chemistry by its mild reaction conditions, low energy consumption and environment-friendly, and it had a good prospect for industrial applications.

Related Dissertations

  1. The Study of NO Low-temperature Catalytic Oxidation Over MnFeO_x Catalyst,X701
  2. Study on Electrochemistry and Raman Spectrum of Picoline Electro-Oxidation Beavior in Non-aqueous System,O626.321
  3. Study on Gas Phase Oxidation-Liquid Phase Absorption Process for Removal of NO_x from Industrial Waste Gases,X701
  4. Synthesis and Catalytic Performance of Metal-Organic Framework Cu-MOF and ZIFs,O643.36
  5. Preparation of Catalyst with Modified Red Mud as Carrier and Its Catalytic Properties for CO Oxidation,O643.36
  6. The Origin and Generation Mechanism of GlcA during Alkaline Peroxide Bleaching of Aspen CTMP,TS745
  7. Investigation of Nanosized Composite Catalysts Transforming Gaseous Cyclohexane into Succinic Anhydride,O643.3
  8. Study on the Treatment of Molasses Alcohol Waste Water by Internal Electrolysis-Catalytic Oxidation Process,X792
  9. Degradation of Nitrobenzene by Ozone/Zeolite,X703
  10. Studies on m-Xylene Liquid-phase Oxidation and MX-PX Co-oxidation Technology,TQ245.1
  11. Treatment Study on the High Density and Difficulty Biodegradable Wastewater,X703
  12. The Experimental Study of Oxidative-Desulfurization in the O3 Multi-Pollutant Control Technology,X701.3
  13. The urban sewage Preparation direct drinking water,X703
  14. Advanced oxidation degradation of methylene blue dye wastewater,X703
  15. Study on Fluorescent Method for the Determination of Hydroxyl and Superoxide Anion Radicals,R341
  16. Study on Pretreatment of the Dye Wastewater by Low-Temperature Plasma Combined with Ozone,X703
  17. Study on the Oxidation of Cumene and Ethylbenzene Catalyzed by Biomimetic Oxygenase Systems,O643.3
  18. Synthesis and Catalytic Oxidation Activities of Polymeric Quasi-porphyrin-Crown Ether Binuclear Complexes,O643.36
  19. Study on Capillary Electrophoresis with Amperometric Detection in Bioanalytical Chemistry,O658.9
  20. Study on the Synthesis and Catalytic Oxidation Performance of Series of Molybdovanadophosphoric Heteropoly Compounds,O643.32

CLC: > Industrial Technology > Chemical Industry > Pharmaceutical chemical industry > Production of organic compounds in drug
© 2012 www.DissertationTopic.Net  Mobile