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A catalyst for one-pot preparation of 1-phenyl-1,2-ethylene glycol from styrene, preparation method and application thereof

A catalyst, styrene technology, applied in organic chemistry methods, compounds containing elements of Group 8/9/10/18 of the periodic table, chemical instruments and methods, etc. The effect of large conjugated system, good catalytic activity and high stability

Active Publication Date: 2020-01-31
江苏昂格生物科技有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, this reaction requires the use of organic acids to realize the recycling of the catalyst, and the catalyst used is an organic enzyme, which is greatly affected by temperature and easily loses its activity.

Method used

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  • A catalyst for one-pot preparation of 1-phenyl-1,2-ethylene glycol from styrene, preparation method and application thereof
  • A catalyst for one-pot preparation of 1-phenyl-1,2-ethylene glycol from styrene, preparation method and application thereof
  • A catalyst for one-pot preparation of 1-phenyl-1,2-ethylene glycol from styrene, preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0029] 1. Synthesis of Co(II) crystalline heterogeneous catalysts

[0030] (1) Weighing according to the molar ratio of 2,4,6-tris(4-pyridyl)-1,3,5-triazine (tpt) to 5-aminoisophthalic acid is 1:1, and after mixing, it becomes a mixture Ligand;

[0031] (2) According to Co(NO 3 ) 2 .6H 2 Weigh Co(NO 3 ) 2 .6H 2 O;

[0032] (3) Mix and dissolve the reagents weighed in (1) and (2) in 8 ml of isopropanol / water (2:2 by volume) solvent under stirring to prepare a precursor solution;

[0033] (4) Transfer the precursor solution obtained in (3) into a hydrothermal kettle, perform solvothermal reaction at 100° C. for 48 hours, suction filter, wash, and dry to obtain a three-dimensional structure Co(II) crystalline heterogeneous catalyst.

[0034] Use the Bruker APEX II diffractometer to collect single crystal diffraction intensity data to obtain the microscopic coordination structure of the catalyst material, such as figure 1 It is a three-dimensional structure diagram of the...

Embodiment 2

[0039] 1. Synthesis of Co(II) crystalline heterogeneous catalysts

[0040] (1) Weighing according to the molar ratio of 2,4,6-tris(4-pyridyl)-1,3,5-triazine (tpt) to 5-aminoisophthalic acid is 1:1, and after mixing, it becomes a mixture Ligand;

[0041] (2) According to Co(NO 3 ) 2 .6H 2 Weigh Co(NO 3 ) 2 .6H 2 O;

[0042] (3) Mix and dissolve the reagents weighed in (1) and (2) in 8 ml of isopropanol / water (2:2 by volume) solvent under stirring to prepare a precursor solution;

[0043] (4) Transfer the precursor solution obtained in (3) into a hydrothermal kettle, perform solvothermal reaction at 120° C. for 72 hours, suction filter, wash, and dry to obtain a three-dimensional structure Co(II) crystalline heterogeneous catalyst.

[0044] The single crystal diffraction intensity data was collected on the Bruker APEX II diffractometer to obtain the microscopic coordination structure of the catalyst material, in which the metal-centered Co(II) ion was bridged by two carb...

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Abstract

The invention discloses a catalyst for preparing 1-phenyl-1,2-ethylene glycol from styrene in a one-pot process, a preparation method and its application. In the present invention, a mixed ligand is first composed of 2,4,6-tris(4-pyridyl)-1,3,5-triazine (tpt) and 5-aminoisophthalic acid, and then the mixed ligand and Co( NO 3 ) 2 .6H 2 O is mixed and dispersed in a mixed solvent composed of isopropyl alcohol and water to prepare a precursor solution of Co(II)-tpt; finally, the precursor solution is subjected to a solvothermal reaction, suction filtration, washing, and drying to separate and obtain the catalyst. The catalyst of the present invention has a large specific surface area and a large conjugated system, and has high catalytic activity and excellent selectivity for the epoxidation of styrene and the ring-opening reaction to prepare 1-phenyl glycol. At the same time it can be recycled.

Description

technical field [0001] The invention belongs to the technical field of organic chemical industry, and specifically relates to a catalyst for preparing 1-phenyl-1,2-ethylene glycol from styrene in a one-pot method, a preparation method and an application thereof. Background technique [0002] 1‐Phenyl‐1,2‐ethylene glycol is an important spice, which can be used to make orange, lily, clove, hyacinth and other fragrance types, used in cosmetics, and also an important organic synthesis intermediate. Especially chiral 1‐phenyl‐1,2‐ethylene glycol is an important chiral intermediate for the preparation of optically active pharmaceuticals and functional materials. However, the current industrial production method of 1-phenyl-1,2-ethylene glycol is to produce 1,2-dibromophenylethane through addition reaction of styrene and liquid bromine, and then hydrolyze to prepare 1-benzene -1,2-Ethylene Glycol. Although this method is a mature process, the steps are complicated, the reaction ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): B01J31/22B01J35/10C07D301/06C07D303/04C07C29/10C07C33/26C07F15/06
CPCC07C29/106C07D301/06C07D303/04C07F15/065B01J31/1691B01J31/2217C07B2200/13B01J35/60C07C33/26
Inventor 张建勇邓维史军霞崔鹏辉徐淼婷张玉
Owner 江苏昂格生物科技有限公司
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