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

Preparation of pyrogallic acid with pyridine as decarboxylation catalyst of 3,4,5-trihydroxybenzoic acid

A technology of pyrogallic acid and gallic acid, which is applied in chemical instruments and methods, preparation of organic compounds, organic chemistry, etc., can solve the problems of poor product quality, low yield, unreported and other problems, and achieves good product quality and high yield. The effect of high rate and improving purity

Inactive Publication Date: 2005-10-12
INST OF CHEM IND OF FOREST PROD CHINESE ACAD OF FORESTRY
View PDF1 Cites 7 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Benefits of technology

This patented method allows for better control over producing pure or enriched carbons that have specific properties such as alkali metal content, density, crystal structure, etc., while still maintaining their desired qualities like heat conductivity and electrical insulation property.

Problems solved by technology

Technological Problem addressed in this patented text describes various techniques described during chemical industry's discovery phase called semisynthesis. These include different types of reaction processes like thermal decomposition, partial ester formation with carbonyl hydride, nitro compounds reduction reactions, organocatalysed depolarizations, and enzymatic hydrolyzations. However, these conventional methods suffer drawbacks including production yields being too low due to side products produced while producing pyrocitric acid, impurity issues involved when isolating pure pyritiirconium dioxaphosphorus complex salt, difficulty controllably attaching specific functional groups on pyranosilane molecules, and limitations associated with current technologies involving multiple steps.

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
  • Preparation of pyrogallic acid with pyridine as decarboxylation catalyst of 3,4,5-trihydroxybenzoic acid
  • Preparation of pyrogallic acid with pyridine as decarboxylation catalyst of 3,4,5-trihydroxybenzoic acid

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0028] A method for preparing pyrogallic acid with pyridine as a gallic acid decarboxylation catalyst, comprising the following steps:

[0029] In the first step, anhydrous gallic acid and pyridine are stirred and mixed at a molar ratio of 1: (0.1-0.4), and reflux reaction is performed at 130-160°C. The material becomes a melt and a large amount of CO 2 Bubbles escape, keep warm until no bubbles are generated in the reaction product,

[0030] Wherein, the ratio of the amount of substances of anhydrous gallic acid and pyridine can be 1: 0.15, 1: 0.18, 1: 0.22, 1: 0.27, 1: 0.33, 1: 0.36, 1: 0.38, and the temperature of the reflux reaction can be 135°C, 146°C, 153°C, 158°C; the holding temperature is the same as the reflux reaction temperature, which is 130-160°C;

[0031] In the second step, keeping the temperature of the reaction product at 130 to 160° C., and gradually reducing the pressure of the atmosphere of the above reaction product to below 2 kPa from 1 standard atmosph...

Embodiment 2

[0038] Weigh 30g of anhydrous gallic acid and place it in a flask with a stirring and condenser tube, add 5ml of pyridine, and heat to 155°C under reflux for reaction under stirring. The material becomes a melt, and there is a large amount of CO at the same time 2 Bubbles escape. Incubate the reaction until no bubbles are formed. At normal pressure first, then depressurized to 2kPa, pyridine was distilled at 155°C. Continue vacuuming until the pressure is below 2kPa, and slowly raise the temperature to 175°C, and the product begins to sublimate. Keep the temperature and vacuum constant until no sublimation products escape. Take out the product and grind it, put it into a washing container, add 70ml of chloroform, stir and wash thoroughly. After filtering, rinse with a small amount of chloroform. After filtering and drying, the residual chloroform was removed in a vacuum oven at 55°C to obtain 18 g of the product. The yield is 81%. The product yield refers to the ratio of...

Embodiment 3

[0040] Weigh 100 g of anhydrous gallic acid and place it in a flask with a stirring and condenser tube, add 10 ml of pyridine, and heat to 135° C. for reflux reaction under stirring. The material becomes a melt, and there is a large amount of CO at the same time 2Bubbles escape. Incubate the reaction until no bubbles are formed. At normal pressure first, then depressurized to 2kPa, pyridine was distilled off at 150°C. Continue vacuuming until the pressure is below 2kPa, and slowly raise the temperature to 160°C, and the product starts to sublimate. Keep the temperature and vacuum constant until no sublimation products escape. Take out the product and grind it, put it into a washing container, add 180ml of chloroform, stir and wash thoroughly. After filtering, rinse with a small amount of chloroform. After filtering and drying, the residual chloroform was removed in a vacuum drying oven at 60°C to obtain 59 g of the product. The yield was 81%.

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

PropertyMeasurementUnit
Melting pointaaaaaaaaaa
Login to View More

Abstract

Production of pyrogallic acid with pyridine as gallic acid decarboxylation catalyst is carried out by agitating and mixing anhydrous gallic acid with pyridine, refluxing reacting, material forming melt, CO2 bubbles escaping, keeping temperature until bubble not escaping from reacting product, keeping temperature of reacting product, releasing pressure of the atmosphere, distilling out pyridine of reacting product, raising temperature for the reacting product, collecting escaped sublimed product until sublimed product non escaping, grinding the sublimed product, adding chloroform, agitating and washing, dissolving the residual pyridine into chloroform, filtering, drip washing by chloroform, filtering, drying, removing residual chloroform, and obtaining pyrogallic acid. It achieves low boiling point, suitable alkalinity and easy separation.

Description

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

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
Owner INST OF CHEM IND OF FOREST PROD CHINESE ACAD OF FORESTRY
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