Method for preparing 1,3-cyclohexanedione

A technology of cyclohexanedione and resorcinol, which is applied in the field of preparing 1,3-cyclohexanedione with high product yield, can solve the problems of affecting product yield, increasing the total amount and difficulty of waste treatment, etc. Achieve the effect of reducing production cost, high catalytic activity and stability, and long life

Active Publication Date: 2017-11-17
JIANGSU QINGQUAN CHEM CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

And if the process of cooling crystallization is not complete, that is, the process of cooling crystallization is stopped earlier, so that the product that meets the purity requirements of the finished product can be directly obtained, but this will make the centr

Method used

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  • Method for preparing 1,3-cyclohexanedione
  • Method for preparing 1,3-cyclohexanedione
  • Method for preparing 1,3-cyclohexanedione

Examples

Experimental program
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preparation example Construction

[0024] Catalyst preparation

[0025] Catalyst 1: impregnated Pd

[0026] 0.1g PdCl 2 Dissolve in 10mL of water, add 2g of dry activated carbon, stir at 50°C until the water evaporates to dryness, dry in an oven at 80°C for 12h, and roast at 450°C for 5h under a nitrogen atmosphere to obtain a 3% Pd / C catalyst.

[0027] Catalyst 2: Co impregnated first and then Pd

[0028] 0.1g Co(NO 3 ) 2 ·6H 2 Dissolve O in 10 mL of water, add 2 g of dry activated carbon, stir at 50 °C until the water evaporates to dryness, dry in an oven at 80 °C for 12 h, and roast at 450 °C for 5 h under a nitrogen atmosphere to obtain a catalyst impregnated with Co, which is ready for use. 0.1gPdCl 2 Dissolve in 10 mL of water, add the catalyst impregnated with Co, stir at 50°C until the water evaporates to dryness, dry in an oven at 80°C for 12 hours, and bake at 450°C for 5 hours under a nitrogen atmosphere to obtain a 1% Co-modified Pd / C catalyst.

[0029] Catalyst 3: impregnating Pd first and t...

Embodiment 1

[0043] Add the resorcinol of 100.0g in the 1L autoclave, 29.0g sodium hydroxide, 113.0g water and 0.05gCo-Pd / C catalyst, after covering the still cover, N 2 and H 2 Each displacement three times and with 1.0Mpa of H 2 Test the leak under the atmosphere; if the leak test is qualified, turn on the stirring and adjust the speed to 600-700r / min, and inject H 2 When the pressure is 3.0Mpa, the temperature is raised to 50-60°C. When the reaction absorbs hydrogen, the temperature is controlled at about 60°C, and the H 2 The pressure was maintained at 4.0Mpa until the reaction stopped absorbing hydrogen for about 4 hours. After the reaction, filter out the catalyst, cool the hydrogenated solution to below 40°C, add 60g of 35% hydrochloric acid and freeze and crystallize at 0-5°C, centrifugally filter, and dry to obtain 91.8g of 1,3-cyclohexanedione finished product (the first product) and 208.0 g of centrifuged mother liquor; the yield of the first product 1,3-cyclohexanedione is ...

Embodiment 2

[0045] Other conditions are the same as in Example 1, but the amount of 0.05g Co-Pd / C catalyst is changed to 0.15g. The reaction yielded 94.4g of 1,3-cyclohexanedione finished product (the first product) and 205.5g of centrifuged mother liquor; the yield of the first product 1,3-cyclohexanedione was 92.7%. HPLC detection of the hydrogenation solution shows that the conversion rate of resorcinol is 99.9%, and the selectivity of 1,3-cyclohexanedione is 99.5%.

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Abstract

The invention provides a method for preparing 1,3-cyclohexanedione. The method comprises the following steps: carrying out catalytic hydrogenation on resorcinol, an aqueous sodium hydroxide solution and hydrogen at a reaction temperature of 60-100 DEG C under a pressure of 3-5 MPa in the presence of a Co-Pd/C catalyst to obtain a hydrogenation solution, separating and removing the solid catalyst, pickling the hydrogenation solution with hydrochloric acid, cooling and crystallizing the pickled hydrogenation solution, carrying out solid-liquid separation to obtain a solid and a liquid, drying the obtained solid to obtain a first finished product 1,3-cyclohexanedione, extracting the obtained liquid with a 2-methylfuran and dichloromethane mixed solvent, carrying out organic phase distillation to recover the mixed solvent, and drying the obtained substance to obtain a second finished product 1,3-cyclohexanedione. Catalytic hydrogenation using the Co-Pd/C catalyst and recovery of the 1,3-cyclohexanedione from a centrifugal mother liquid through using the 2-methylfuran and dichloromethane mixed solvent are carried out to improve the total yield of the 1,3-cyclohexanedione product and reduce the COD content of reaction process wastewater.

Description

technical field [0001] The invention relates to a method for preparing 1,3-cyclohexanedione with high product yield. Background technique [0002] L,3-cyclohexanedione (l,3-eyelohexanedione) is an important fine chemical product, which can be used in the synthesis of various organic compounds such as material monomers, curing agents, and solvents. 2,2-methylenebis(1,3-cyclohexanedione) synthesized from 1,3-cyclohexanedione is an excellent additive for degrading polymer materials; 1,3-cyclohexanedione can also Used in the production of dimethyl glutarate and 1,3-cyclohexanediamine, dimethyl glutarate is mainly used in resin synthesis and paint production industries, and can also be used as a biodegradable environmentally friendly paint solvent; 1,3 -Cyclohexanediamine is mainly used as curing agent for epoxy resin. [0003] At present, there are two main methods for synthesizing 1,3-cyclohexanedione. One uses sodium alkoxide as the condensing agent amide as the reaction med...

Claims

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Application Information

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IPC IPC(8): C07C45/00C07C49/403B01J23/89B01J37/02B01J37/08
CPCB01J23/8913B01J37/0201B01J37/0205B01J37/08C07C45/006C07C49/403
Inventor 刘桂林陈欣荣项礼军赵文龙王杰倪青浪
Owner JIANGSU QINGQUAN CHEM CO LTD
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