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Novel method for synthesizing mixed glucose derivative

A technology of glucose derivatives and synthesis methods, which is applied in the field of new synthesis of mixed glucose derivatives, can solve problems such as pollution, equipment corrosion and environment, achieve the elimination of environmental pollution, improve economic benefits, and prevent poisonous nitric oxide and nitrogen dioxide The effect of gas venting into the atmosphere

Inactive Publication Date: 2009-07-22
NANJING FORESTRY UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
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AI Technical Summary

Problems solved by technology

[0005] In order to fundamentally solve the problem of severe equipment corrosion and serious environmental pollution in the production process of glucaric acid and its monolactone and dilactone mixture, we use glucose, solvent, weak acid nitrate oxidant, catalyst, air (or oxygen) As raw materials, a new green synthesis process is used to replace the traditional synthesis process to synthesize mixed glucose derivatives, that is, a mixture of glucaric acid and its monolactone and dilactone

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0040] Anhydrous D-glucose: 200g

[0041] Deionized water: 600g

[0042] Ammonium nitrate: 190g

[0043] 0.05% platinum-activated carbon powder (≤50nm): 10g

[0044] Add 200g of anhydrous D-glucose, 600g of deionized water, 190g of ammonium nitrate and 10g of 0.05% platinum-activated carbon powder (≤50nm) into the reactor, heat up to 100°C under stirring, and add 60ml.min -1 Pass the dedusted and purified air into the reaction system at a high rate, and react for 8 hours to obtain a crude product; filter the crude product to obtain a primary filter cake and a primary mother liquor, and the primary filter cake is a catalyst, which is recycled after washing, filtering and drying; Add 5g of activated carbon to the primary mother liquor, heat to 80°C for decolorization reaction for 0.5h, filter to obtain the secondary filter cake (discarded) and the secondary mother liquor; at a frequency of 40KH Z 1. Under the ultrasonic dispersion with a power of 600W, add a saturated aqueous...

Embodiment 2

[0046] D-glucose monohydrate: 300g

[0047] Distilled water: 400g

[0048] Urea nitrate: 280g

[0049] 0.1% nickel-diatomaceous earth powder (≤50nm): 20g

[0050] Add 300g of D-glucose monohydrate, 400g of distilled water, 280g of urea nitrate and 20g of 0.1% nickel-diatomaceous earth powder (≤50nm) into the reactor, and heat up to 95°C under stirring. -1 Pass the dedusted and purified air into the reaction system at a high rate, and react for 10 hours to obtain a crude product; filter the crude product to obtain a primary filter cake and a primary mother liquor, and the primary filter cake is a catalyst, which is recycled after washing, filtering and drying; Add 4g of activated carbon to the primary mother liquor, heat to 70°C for decolorization reaction for 1h, filter to obtain the secondary filter cake (discard) and the secondary mother liquor; at a frequency of 40KH Z 1. Power is under the ultrasonic dispersion of 1KW, in the secondary mother liquor, drip calcium acetat...

Embodiment 3

[0052] Alpha-D-glucose monohydrate: 220g

[0053] Tap water: 565g

[0054] Monomethylammonium nitrate: 210g

[0055] 0.04% palladium-4A zeolite powder (≤50nm): 5g

[0056] Add 220g of α-D-glucose monohydrate, 565g of tap water, 210g of monomethylammonium nitrate and 5g of 0.04% palladium-4A zeolite powder (≤50nm) into the reactor, heat up to 90°C under stirring, and add 80ml. min -1 Pass oxygen into the reaction system at a rate of 11 hours to obtain a crude product; filter the crude product to obtain a primary filter cake and a primary mother liquor, and the primary filter cake is used as a catalyst, which is recycled after washing, filtering and drying; 6g activated carbon, heated to 90°C for 0.5h decolorization reaction, filtered to obtain secondary filter cake (discarded) and secondary mother liquor; at a frequency of 40KH Z 1. Under the ultrasonic dispersion with a power of 800W, add a saturated aqueous solution of calcium acetate dropwise to the secondary mother liqu...

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Abstract

The invention relates to a novel synthetic method of mixed glucose derivatives. According to the weight proportion of glucose, solvent, weak acidic nitrate oxidant and catalyst of 0.1 percent to 98 percent : 0.1 percent to 98 percent : 0.1 percent to 98 percent : 0.001 percent to 60 percent, the glucose, solvent, weak acidic nitrate oxidant and catalyst are mixed, stirred and heated until the temperature rises to 40 DEG C to 100 DEG C; air (or oxygen) is filled into the reaction system at a speed of 0.001 percent to 100 percent of reaction solution volume per minute, reaction lasts for 0.1h to 20h and crude products are obtained; and mixed glucose derivatives composed of glucaric acid, glucaric acid-1,4-lactone and glucaric acid -1,4:3,6 dilactone are obtained through the separation and purification of the crude products. The products can be applied to the synthesis of polyester, polyamide and other high polymer materials and also can be taken as a medical intermediate and used for medicament synthesis.

Description

technical field [0001] The invention relates to a novel synthesis method of mixed glucose derivatives, which belongs to the field of organic synthesis. Background technique [0002] With the acceleration of global industrialization and the deepening of resource crisis, oil crisis, environmental crisis and energy crisis, the development and utilization of renewable resources has become a research hotspot all over the world. Glucose is a hydrolyzate of starch and cellulose, a renewable resource. Therefore, using the hydrolyzate of glucose, a renewable resource, to synthesize its derivatives is undoubtedly of great significance to alleviate the resource crisis and environmental crisis. [0003] Glucaric acid and its monolactone and dilactone are important chemical raw materials and pharmaceutical intermediates. At present, at home and abroad, dilute nitric acid is generally used to oxidize glucose to synthesize glucaric acid, and then use glucaric acid to synthesize its monola...

Claims

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Application Information

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IPC IPC(8): C07C59/105C07C51/16C07D307/33C07D493/04
Inventor 刘福生卢南杨正刚杜欢刘忠祥李振
Owner NANJING FORESTRY UNIV
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