Looking for breakthrough ideas for innovation challenges? Try Patsnap Eureka!

Zinc pyrrolidonecarboxylate dihydrate and method of producing the same

A technology for dihydrate zinc pyrrolidone carboxylate and pyrrolidone carboxylate, which is applied in pharmaceutical formulations, organic chemistry and other directions to achieve the effects of high optical purity and good water solubility

Inactive Publication Date: 2005-12-07
AJINOMOTO CO INC
View PDF4 Cites 3 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0007] In summary, a convenient and high-yield method for the industrially versatile production of zinc pyrrolidonecarboxylate dihydrate with high optical purity and better water solubility has not been reported so far

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
  • Zinc pyrrolidonecarboxylate dihydrate and method of producing the same

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0114] Preparation of zinc pyrrolidone carboxylate dihydrate from L-sodium glutamate

[0115] (Add nitric acid to adjust the pH value to 3.7 before separating the crystals)

[0116] In an autoclave, an aqueous solution of L-sodium glutamate monohydrate (61.1 g) was heated at 180° C. for 2 hours to obtain a 50% by mass aqueous solution of sodium pyrrolidone carboxylate. Add 2.7 grams of nitric acid (purity 60wt%) to 100.0 grams of 50% mass percent sodium pyrrolidone carboxylate aqueous solution (0.33 moles, pH7.7, optical purity 84%, L / D ratio=92 / 8), and adjust the pH value to 5.2 . 47.6 g (0.17 mol) of zinc sulfate heptahydrate was dissolved in 34.2 g of water, and the resulting aqueous solution was added to an aqueous sodium pyrrolidone carboxylate solution (pH 4.1). Stir at room temperature for 30 minutes (pH 3.7) to obtain crystals, then filter. The obtained crystals were washed with water (21.9 g) to obtain 32.0 g of zinc pyrrolidonecarboxylate dihydrate (0.09 mol, yiel...

Embodiment 2

[0118] Formation of zinc pyrrolidone carboxylate dihydrate from L-sodium glutamate

[0119] (Add nitric acid to adjust the pH value to 2.8 before separating the crystals)

[0120] In an autoclave, 61.1 g of an aqueous solution of L-sodium glutamate monohydrate was heated at 180° C. for 2 hours to obtain a 50% by mass aqueous solution of sodium pyrrolidone carboxylate. In 100.0 grams of 50% mass percent pyrrolidone carboxylic acid sodium salt aqueous solution (0.33 moles, pH7.7, optical purity 84%, L / D ratio=92 / 8), add 11.5 grams of nitric acid (purity 60wt%), adjust the pH to 4.0. 47.6 g (0.17 mol) of zinc sulfate heptahydrate was dissolved in 34.2 g of water, and the resulting aqueous solution was added to an aqueous sodium pyrrolidone carboxylate solution (pH 3.1). Stir at room temperature for 30 minutes (pH 2.8) to give crystals, then filter. The obtained crystals were washed with water (21.9 g) to obtain 25.1 g of zinc pyrrolidonecarboxylate dihydrate (0.07 mol, yield 4...

Embodiment 3

[0122] Formation of zinc pyrrolidone carboxylate dihydrate from L-sodium glutamate

[0123] (Adding nitric acid to adjust the pH value to 3.8 before the separation and crystallization, PCANa: optical purity 72%, L / D=86:14)

[0124] In 78.0 grams of 50% mass percent sodium pyrrolidone carboxylate aqueous solution (0.25 moles, pH7.7, optical purity 72%, L / D ratio=86 / 14), add 2.7 grams of nitric acid (purity 60wt%) to adjust the pH to 5.2 . 47.6 g (0.17 mol) of zinc sulfate heptahydrate was dissolved in 34.2 g of water, and the resulting aqueous solution was added to an aqueous sodium pyrrolidone carboxylate solution (pH 4.1). Stir at room temperature for 30 minutes (pH 3.8) to obtain crystals, then filter. The obtained crystals were washed with water (21.9 g) to obtain 32.0 g of zinc pyrrolidonecarboxylate dihydrate (0.09 mol, yield 50%). Optical purity 99.8% (L / D ratio 99.9 / 0.1)

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
wavelengthaaaaaaaaaa
optical purityaaaaaaaaaa
optical purityaaaaaaaaaa
Login to View More

Abstract

The present invention aims at providing a convenient method of producing zinc pyrrolidonecarboxylate dihydrate, which is an industrially useful compound, with high optical purity, a higher yield, and better dissolution property. The present invention also provides a convenient method of producing zinc pyrrolidonecarboxylate dihydrate with higher optical purity, a higher yield, and better solution property by adding a zinc salt to an aqueous medium containing a salt of pyrrolidonecarboxylic acid as a starting material and separating a crystal from the aqueous medium at a specific pH.

Description

technical field [0001] The present invention relates to a zinc pyrrolidonecarboxylate dihydrate having significantly improved solubility properties and high optical purity, a process for its preparation (one-spoon method) and a process for its evaluation. Background technique [0002] Pyrrolidone carboxylic acid is a major component of a water-soluble substance in the stratum corneum called natural moisturizing factor (NMF). It is well known that pyrrolidone carboxylic acid is usually maintained in the form of a salt in the stratum corneum and thus plays an important role in moisturizing. Many different salts of pyrrolidone carboxylic acid and its derivatives have been studied earlier, and they have been widely used in the fields of medicine, food, industry, cosmetics, toilet products, etc., or as intermediates in the production of materials used in the above fields body. [0003] Among many salts, pyrrolidone carboxylic acid zinc salt is a very useful compound with a wide...

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): C07D207/28
CPCC07D207/28
Inventor 金谷荣三弓冈良辅真田晋悟川端泰
Owner AJINOMOTO CO INC
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Patsnap Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Patsnap Eureka Blog
Learn More
PatSnap group products

Browse by: Latest US Patents, China's latest patents, Technical Efficacy Thesaurus, Application Domain, Technology Topic, Popular Technical Reports.

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap|About US| Contact US: help@patsnap.com