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The Preparation of d-α-Tocopheryl Polyethylene Glycol Succinate

Author: WangJingZuo
Tutor: YangYiWen
School: Zhejiang University
Course: Chemical Engineering
Keywords: d-α- tocopherol polyethylene glycol succinate HPLC Chemical structure characterization Simulated moving bed Column chromatography on silica gel
CLC: TQ316.33
Type: Master's thesis
Year: 2010
Downloads: 102
Quote: 0
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Abstract


d-α-tocopherol polyethylene glycol succinate (TPGS) as a tocopherol derivative, both the lipophilic group containing tocopherols, but also containing polyethylene glycol long chain hydrophilic group, is a kinds of non-ionic surfactant, is also an effective tocopherol supplements and absorption enhancers, has a wide range of applications in the food, pharmaceutical and health care products on the market prospects as a variety of accessories. Studied analytical methods and preparation process, d-α-tocopherol polyethylene glycol succinate for its product properties and separation processes at the same time made certain exploration. First, for the analysis of TPGS, using high performance liquid chromatography (HPLC), C18 column as the stationary phase analysis the TPGS and d-α-tocopherol succinate ester (TAS), while establishing a base-catalyzed hydrolysis method of accurate quantification of TPGS in α - tocopherol content. The established C30 column as the stationary phase high-performance liquid chromatography analysis of TPGS monoester, diester and TAS. For TPGS Synthesis, using high purity d-α-tocopherol succinate (content> 90%) and polyethylene glycol 1000 (PEG) to an esterification reaction to give TPGS crude through the choice of various reaction conditions The synthesis process is optimized. Optimize the process as follows: reaction temperature of 120 ° C, PEG / TAS approximately 3 (mol / mol), and the amount of catalyst was 0.7% (by weight), nitrogen bubbling and solvent-free synthesis process. Under the synthesis conditions, the conversion was more than 92% of d-alpha-tocopheryl succinate, TPGS odd and even ester ratio greater than 10. TPGS purification process to do a preliminary exploration, since products as raw materials laboratory, separation using simulated moving bed (SMB), C18 silica gel packed column as a separation medium, acetonitrile / isopropyl alcohol mixed solution as a solvent by SMB The pure of TPGS diester products (> 99%) can be obtained after the separation and purification. Additionally investigated by column chromatography on silica gel on the homemade reaction crude product of the separation effect, 100-200 mesh selected coarse silica gel, mobile phase dichloromethane / ethyl acetate / methanol mixed solvent gradient elution, and the sample concentration of 0.436 g / ml for the optimum condition, Adsorption by silica gel column can be purified by TPGS monoester to 100%, while the total recovery rate of more than 94%, has been better than the Eastman's TPGS products (monoester content about 90%). This paper the TPGS products homemade structure confirmation and characterization. By NMR and Fourier infrared spectroscopy analysis confirmed the product TPGS presence of monoester and diester structure. Matrix Assisted Laser Desorption / Ionization Mass Spectrometry Results of the ester obtained TPGS odd and even number-average molecular weight were 1551,2045, average degree of polymerization were 22.2,21.8 molecular weight information. Obtained by differential scanning calorimetry analysis of their melting temperature (crystallization temperature), as well as by thermogravimetric analysis of their thermal stability, the thermal degradation temperature, the TPGS between the odd and even esters exhibit different thermal degradation process.

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