Check patentability & draft patents in minutes with Patsnap Eureka AI!

Catalyst for synthesis of vanillin and preparation method of catalyst

A catalyst and vanillin technology, applied in the field of vanillin synthesis catalyst and its preparation, can solve the problems of reduced reaction time, low yield of vanillin, over-oxidation, etc., to improve production efficiency and yield, The process is simple and the effect of improving the yield

Active Publication Date: 2021-06-08
WANHUA CHEM GRP CO LTD
View PDF10 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The glyoxylic acid method has the following problems: 1. The selectivity of the condensation reaction is low, and a large number of ortho by-products and di-condensation by-products are generated, and the condensation by-products are difficult to recover, resulting in high COD of wastewater; 2. The mainstream oxidation process is still Using copper oxide as an oxidant, although it has a high yield, the reaction rate is slow, and a large amount of copper oxide needs to be added to participate in the reaction, and a large amount of cuprous oxide is produced by-product, which brings great harm to the filtration and regeneration of the oxidant in the later stage. many inconveniences
This process route is simple, directly oxidize after recovering guaiacol under acidic conditions, which not only reduces the consumption of lye, but also can obtain vanillin in one step of oxidation, but the biggest disadvantage is that vanillin is unstable Further reaction under the conditions, resulting in lower yield of vanillin
Chinese patent CN102260150A discloses a high-efficiency oxidation method for mandelic acid aqueous solution. A self-priming reactor is used to feed oxygen, which effectively reduces the reaction time and realizes catalyst recycling. However, it is difficult to control the reaction end point and prone to insufficient oxidation or excessive oxidation. The problem

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • Catalyst for synthesis of vanillin and preparation method of catalyst
  • Catalyst for synthesis of vanillin and preparation method of catalyst

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0030] Catalyst preparation:

[0031] Pour pyridine and tetrahydrofuran solvents into a water-free and oxygen-free airtight three-neck flask, and slowly add butyllithium solution dropwise to the reaction system at -100°C. Quickly add trimethyltin chloride solution to the mixture, raise the temperature to 80°C for 6 hours, separate and purify to obtain the product 1. The added molar ratio of pyridine, trimethyltin chloride, and butyllithium is 1:1:1.

[0032] The product 1 was dissolved in toluene solution, 2-bromo-4sulfonic acid pyridine was added thereto, heated to 60°C and refluxed for 12 hours, and the product 2 was obtained by separation and purification. The added molar ratio of the 2-bromo-4sulfonic acid pyridine to the product 1 is 2:1. Product 2 is carried out proton nuclear magnetic resonance spectrum analysis, and the results are as follows: 1 H NMR (600MHz, CDCl 3 ): δ2.0(2H), 7.79(2H), 7.82(1H), 8.69(2H), 9.04(2H), 9.17(2H).

[0033] Mix product 2 and ferrous ...

Embodiment 2

[0035] Catalyst preparation:

[0036] Inject 4-picoline and tetrahydrofuran solvent into a water-free and oxygen-free airtight three-neck flask, slowly add butyllithium solution dropwise to the reaction system at -80°C, after the dropwise addition, raise to room temperature and continue the reaction for 3h , quickly added trimethyltin chloride solution to the reaction bottle, raised the temperature to 50°C for 8 hours, and separated and purified to obtain product 1. The molar ratio of 4-picoline, trimethyltin chloride and butyllithium is 1:1:2

[0037] The product 1 was dissolved in toluene solution, 2-bromo-3-methyl-4-sulfonic acid pyridine was added thereto, heated to 200° C. for reflux reaction for 12 hours, and the product 2 was obtained by separation and purification. The added molar ratio of the 2-bromo-3-methyl-4sulfonic acid pyridine to the product 1 is 5:1. Product 2 is carried out proton nuclear magnetic resonance spectrum analysis, and the results are as follows: ...

Embodiment 3

[0040] Catalyst preparation:

[0041]Inject 4-ethylpyridine and tetrahydrofuran solvent into a water-free and oxygen-free airtight three-neck flask, slowly add butyllithium solution dropwise to the reaction system at -50°C, after the dropwise addition, raise to room temperature and continue the reaction for 3h , quickly added trimethyltin chloride solution to the reaction flask, raised the temperature to 30°C for 12 hours, and separated and purified to obtain product 1. The added molar ratio of 4-ethylpyridine, trimethyltin chloride, and butyllithium is 1:2:2

[0042] The product 1 was dissolved in toluene solution, 2-bromo-4sulfonic acid-5-picoline was added thereto, heated to 80° C. and refluxed for 12 hours, and the product 2 was obtained by separation and purification. The added molar ratio of the 2-bromo-4sulfonic acid-5-picoline to the product 1 is 2.5:1. Product 2 is carried out proton nuclear magnetic resonance spectrum analysis, and the results are as follows: 1 H ...

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

PUM

No PUM Login to View More

Abstract

The invention provides a catalyst for synthesis of vanillin and preparation method of the catalyst. The catalyst is a coordination compound and has structural expression as described in the specification. The preparation method of the catalyst comprises the following steps: 1) dropwise adding butyl lithium into alkylpyridine, then adding trimethyltin chloride, and conducting reacting to obtain a product 1; 2) mixing the product 1, a 2-bromo-4-sulfonyl pyridine compound and a catalyst, and conducting reacting to obtain a product 2; and 3) mixing and stirring a ferrous compound and the product 2 in a solvent to prepare the catalyst. By synthesizing the iron ligand catalyst and applying the iron ligand catalyst to a glyoxylic acid-process synthesis method for vanillin, the yield of an oxidation reaction and a condensation reaction can be greatly improved, so the production efficiency and yield of vanillin are improved; and the method has the advantages of simple process and no extra introduction of redundant impurities, and is suitable for wide industrial application.

Description

technical field [0001] The invention relates to a preparation method, in particular to a vanillin synthesis catalyst and a preparation method thereof, belonging to the technical field of catalysts. Background technique [0002] Vanillin, commonly known as vanillin, chemically named 3-methoxy-4-hydroxybenzaldehyde, has the unique aroma of vanilla, usually white or light yellow crystalline powder, and is the largest synthetic fragrance in the world. The global annual production capacity is about 30,000 tons. At present, more than 80% of vanillin is synthesized by glyoxylic acid route, which includes the steps of glyoxylic acid condensation, mandelic acid oxidation and acidification decarboxylation. The glyoxylic acid method has the following problems: 1. The selectivity of the condensation reaction is low, and a large number of ortho by-products and di-condensation by-products are generated, and the condensation by-products are difficult to recover, resulting in high COD of w...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

Application Information

Patent Timeline
no application Login to View More
Patent Type & Authority Applications(China)
IPC IPC(8): B01J31/22C07D213/71C07C51/367C07C65/21C07C45/67C07C47/58
CPCC07C51/367C07C45/676B01J31/1815C07D213/71B01J2531/842B01J2531/0241B01J2231/4205B01J2231/70C07C65/21C07C47/58
Inventor 丁大康付松林建东冯民昌王锐李俊平黎源
Owner WANHUA CHEM GRP CO LTD
Features
  • R&D
  • Intellectual Property
  • Life Sciences
  • Materials
  • Tech Scout
Why Patsnap Eureka
  • Unparalleled Data Quality
  • Higher Quality Content
  • 60% Fewer Hallucinations
Social media
Patsnap Eureka Blog
Learn More