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A method for preparing 1,6-hexanediol by catalytic hydrogenolysis of 1,2,6-hexanetriol

A technology for catalyzing hydrogen and catalytic hydrogenolysis of hexanetriol, applied in chemical instruments and methods, reduction preparation of oxygen-containing functional groups, physical/chemical process catalysts, etc. Low-level problems, to achieve the effect of short reaction time, high yield and high conversion rate

Active Publication Date: 2020-09-11
DALIAN UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, in the above methods, there are disadvantages such as non-renewable raw materials, low product yield, many by-products and difficult separation.

Method used

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  • A method for preparing 1,6-hexanediol by catalytic hydrogenolysis of 1,2,6-hexanetriol
  • A method for preparing 1,6-hexanediol by catalytic hydrogenolysis of 1,2,6-hexanetriol
  • A method for preparing 1,6-hexanediol by catalytic hydrogenolysis of 1,2,6-hexanetriol

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Experimental program
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Effect test

Embodiment 1

[0018] Catalyst preparation and catalytic hydrogenolysis experiment

[0019] The catalyst is prepared by the impregnation method, the carrier is nano-zirconium dioxide, the aqueous solution of metal salt is impregnated in equal volume, and the impregnation is dried at 110°C for 12h, then roasted in 350°C air atmosphere for 3h, and finally reduced in 300°C hydrogen atmosphere for 2h. When activated carbon is the carrier, the air atmosphere is changed to high-purity nitrogen, and the other conditions are the same as before. Then take a certain amount of 1,2,6-hexanetriol, reaction solvent, catalyst and solid acid in a 25mL stainless steel reaction kettle, and pass hydrogen at a certain pressure to repeatedly replace the air in the kettle. Warm up to the specified temperature and react for a certain time. After the completion of the reaction, the reaction kettle was cooled to room temperature, and finally suction filtered and the reaction liquid was subjected to chromatographic ana...

Embodiment 2

[0021] Table 1 Results of catalytic hydrogenolysis of 1,2,6-hexanetriol to 1,6-hexanediol on different active metal catalysts (160℃, 1MPa H 2 , The solvent is 2mL water, the amount of 1,2,6-hexanetriol is 5mmol, the loading amount of active component is 5wt%, the co-catalyst: active component=1, the amount of catalyst is 5wt%, the amount of phosphotungstic acid is 5wt %, the reaction time is 2h)

[0022]

[0023]

[0024] It can be seen from Table 1 that the best active component is Ru and the best cocatalyst is Re. Take Ru-ReOx / ZrO 2 When it is a catalyst, the substrate is completely converted, and the yield of 1,6-hexanediol is 97. Followed by Ru / ZrO 2 When it is a catalyst, the substrate is completely converted, and the yield of 1,6-hexanediol is 95%. Considering economic issues, the catalyst used in the following experiment is Ru / ZrO 2 .

Embodiment 3

[0026] Table 2 Results of catalytic hydrogenolysis of 1,2,6-hexanetriol to 1,6-hexanediol on different catalyst supports (160℃, 1MPaH 2 , The solvent is 2mL water, the amount of 1,2,6-hexanetriol is 5mmol, the amount of Ru loading is 5wt%, the amount of catalyst is 5wt%, the amount of phosphotungstic acid is 5wt%, and the reaction time is 2h)

[0027]

[0028] It can be seen from Table 2 that the best carrier for the active component under the same reaction conditions is ZrO 2 At this time, 1,2,6-hexanetriol is completely converted, and the selective yield of 1,6-hexanediol is 98%.

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Abstract

The invention provides a method for preparing 1,6-hexanediol by catalytic hydrogenolysis of 1,2,6-hexanetriol. According to the method, 1,2,6-hexanetriol is taken as a raw material and undergoes a one-step catalytic hydrogenolysis process in the presence of a catalyst and solid acid to realize high conversion rate and high yield of 1,2,6-hexanetriol to prepare 1,6-hexanediol. The technical route provided by the method has the characteristics of short reaction time, high conversion rate of raw materials and high yield of 1,6-hexanediol, and the raw materials can be obtained from renewable biomass resources, so that the method has the advantage of not relying on fossil resources.

Description

Technical field [0001] The invention belongs to the field of biomass conversion and utilization and the preparation of fine chemicals, and specifically is a method for preparing 1,6-hexanediol by catalytic hydrogenolysis of 1,2,6-hexanetriol derived from biomass. Background technique [0002] 1,6-Hexanediol is an important fine chemical material and has important applications in polyester, coil coatings, light curing agents and other fields. [0003] At present, the more mature production method of 1,6-hexanediol uses 1,6-hexanedioic acid as the raw material, and esterification reaction with methanol to produce dimethyl adipate, which is then hydrogenated to obtain 1,6-hexanedioic acid. alcohol. For example, US Patent No. 3,268,588 discloses esterification of a mixture of carboxylic acids such as glutaric acid, adipic acid, 6-hydroxycaproic acid, etc., followed by hydrogenation to obtain 1,6-hexanediol, which is then separated by distillation. Chinese patent CN1594252A discloses ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C29/132C07C31/20B01J23/46B01J23/42B01J23/44B01J23/656B01J23/652
Inventor 陈宏博李幸霏杜中田肖楚红鞠永伟
Owner DALIAN UNIV OF TECH
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