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Method for producing glucaric acid

A technology of glucaric acid and aldohexose is applied in the field of preparing glucaric acid and can solve the problems of low preparation rate and the like

Active Publication Date: 2016-07-20
HYUNDAI MOTOR CO LTD +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, existing studies on the preparation of glucaric acid by using D-glucose have the disadvantage of a very low production rate compared to the amount of injected glucose, because D-glucaric acid undergoes a chain reaction in Escherichia coli such as PPS (phosphate Enolpyruvate-dependent phosphotransferase system), inositol-1-phosphate synthase, phosphatase, inositol oxygenase, inositol oxygenase, etc. (<17.4%)

Method used

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  • Method for producing glucaric acid
  • Method for producing glucaric acid
  • Method for producing glucaric acid

Examples

Experimental program
Comparison scheme
Effect test

Embodiment approach 1

[0060] According to the ratio shown in Table 1, as starting material, glucose was added to the reactor at a concentration of 0.1 g / cc relative to the aqueous solvent, and then potassium hydroxide was added at a ratio of 1:3 mol relative to glucose. Then, a platinum catalyst supported on activated carbon was added at about 30% by weight relative to glucose. Then, the temperature of the reactor was maintained to 50° C., and reacted for 4 hours while oxygen was fed into the reactor and the pressure was maintained at the level of 1 bar.

[0061] At the end of the reaction, after separation of water from the reactants, the synthesis of glucaric acid was confirmed by performing NMR analysis (Bruker AVIII400 instrument) and FTIR instrument analysis (Agilent Technologies Cary600) (see figure 1 ). At this point, by dissolving the sample in DMS containing TMS (trimethylsilane) as internal standard 2 NMR spectra were carried out in O ( 1 H at 400MHz).

[0062] - 1 HNMRδ4.14 (d, J =...

Embodiment approach 2

[0068] According to the ratio shown in Table 1, as starting material, glucose was added to the reactor at a concentration of 0.1 g / cc relative to the aqueous solvent, and then potassium hydroxide was added at a ratio of 1:4 mol relative to glucose. Then, a platinum catalyst supported on activated carbon was added at about 50% by weight relative to glucose. Then, the temperature of the reactor was maintained to 50° C., and reacted for 4 hours while oxygen was fed into the reactor and the pressure was maintained at a level of 1.5 bar.

[0069] At the end of the reaction, after separation of water from the reactants, the synthesis of glucaric acid was confirmed by performing NMR analysis (Bruker AVIII400 instrument) and FTIR instrument analysis (Agilent Technologies Cary600) (see figure 2 and image 3 )( 1 H at 400MHz, 13 C at 100MHz).

[0070] - 1 HNMRδ4.14 (d, J = 3.2, 1H),

[0071] 4.09(d,J=4.4,1H),

[0072] 3.96(dd,J=3.2,2.0,1H),

[0073] 3.80 (apparently t,J=5.0). ...

Embodiment approach 3

[0077] According to the ratio shown in Table 1, as starting material, glucose was added to the reactor at a concentration of 0.1 g / cc relative to the aqueous solvent, and then potassium hydroxide was added at a ratio of 1:5 mol relative to glucose. Then, a platinum catalyst supported on activated carbon was added at about 40% by weight relative to glucose. Then, the temperature of the reactor was maintained to 50° C., and reacted for 4 hours while oxygen was fed into the reactor and the pressure was maintained at a level of 2 bar.

[0078] At the end of the reaction, after separation of water from the reactants, the synthesis of glucaric acid was confirmed by performing NMR analysis (Bruker AVIII400 instrument) and FTIR instrument analysis (Agilent Technologies Cary600) (see Figure 4 ).

[0079] - 1 HNMRδ4.14 (d, J = 3.2, 1H),

[0080] 4.09(d,J=4.4,1H),

[0081] 3.96(dd,J=3.2,2.0,1H),

[0082] 3.80 (apparently t,J=5.0).

[0083] -FT-IR (with ATR attachment) 3252, 1742cm...

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Abstract

The present invention relates to a method of producing glucaric acid. More particularly, provided is a method of producing glucaric acid, which comprises the steps of: (1) injecting aldohexose and potassium hydroxide to an aqueous solution; and (2) injecting a noble metal supported catalyst to the reactant in the presence of oxygen gas and inducing a catalytic oxidation reaction.

Description

[0001] Cross References to Related Applications [0002] This application is based on and claims priority from Korean Patent Application No. 10-2014-0107114 filed with the Korean Intellectual Property Office on Aug. 18, 2014, the disclosure of which is incorporated herein by reference in its entirety. technical field [0003] The present disclosure relates to a method for synthesizing glucaric acid from aldohexose obtained from plants or marine resources, wherein glucaric acid can be used as a raw material for adipic acid. Background technique [0004] Due to the continuous growth of population and the development of industry, petroleum resources are the most dependent resources of human beings, to the extent that they account for 95% of the chemicals produced today. However, the limitation of oil reserves and the inevitable environmental problems arising from the exploitation of such reserves, there is an urgent need to create alternatives. [0005] Therefore, recently, v...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C59/285C07C51/235
CPCC07C51/313C07C59/285C07C51/16C07C51/235C07C51/50C07C59/245
Inventor 洪采焕金时焕金荣奎申娜拉
Owner HYUNDAI MOTOR CO LTD
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