Long Chain Amino Acid Purification via Carboxylic Acid Recrystallization

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Solution Overview

Problem

Existing methods for purifying long chain amino acids through recrystallization are energy-intensive and economically inefficient due to the need for large amounts of solvent and multiple steps to achieve high-purity products suitable for polymerization.

Innovation Solution

The process involves recrystallization from an aqueous solution of acetic acid or sulfuric acid, which significantly increases the solubility of long chain amino acids, allowing for high-concentration purification at reduced energy costs and without forming acid salts, thus enabling simple and economical industrial-scale production.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Manufacturing precision

If recrystallization is performed in water or aqueous ethanol solution, then long chain amino acids can be purified to suitable grade for polymerization, but large amounts of solvent are required making the process energy-intensive and economically inefficient

Engineering Contradiction:
Improvepurity of long chain amino acidVSAvoidenergy consumption
Core Design Contradiction:
Manufacturing precisionVSUse of energy by moving object

Solution Approach 1:

The invention changes the chemical composition parameter of the recrystallization solvent by adding carboxylic acid (acetic, propionic, butyric, or valeric acid) to the aqueous solution. This parameter change dramatically increases the solubility of long chain amino acids, allowing recrystallization to proceed with much smaller solvent volumes (e.g., 5-10 times the weight of amino acid versus 122 times in water alone), thereby reducing energy consumption for solvent removal while maintaining high purity

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

Carboxylic acid acts as an intermediary substance that mediates between the long chain amino acid and water. The carboxylic acid forms a mixed solvent system that provides optimal solubility characteristics, enabling the amino acid to dissolve at lower temperatures and in smaller volumes, thus resolving the contradiction between achieving high purity and reducing energy input

Inventive Principle:
Principle #24Intermediary (Mediator)

2Manufacturing precision

If recrystallization is performed in water, then long chain amino acids can be purified, but the process requires very large amounts of water (122 times the weight of amino acid) making it economically inefficient

Engineering Contradiction:
Improvepurity of long chain amino acidVSAvoidamount of solvent
Core Design Contradiction:
Manufacturing precisionVSQuantity of substance

Solution Approach 1:

The invention modifies the solvent composition by introducing carboxylic acid components, which fundamentally changes the solubility parameters of the system. This allows the same purification effect to be achieved with dramatically reduced solvent quantities - the patent specifies using only 5-10 times the weight of amino acid in carboxylic acid-containing solutions versus 122 times in pure water

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The invention uses a composite solvent system combining water and carboxylic acid (acetic, propionic, butyric, or valeric acid). This composite solvent leverages the polar properties of water and the organic solubility-enhancing properties of carboxylic acid to achieve superior dissolution efficiency with reduced total solvent volume, directly addressing the economic inefficiency of using large water quantities

Inventive Principle:
Principle #40Composite materials

3Manufacturing precision

If multiple recrystallization steps are performed to achieve high-purity product, then suitable grade for polymerization is obtained, but the process complexity and time increase

Engineering Contradiction:
Improvepurity of long chain amino acidVSAvoidprocess complexity
Core Design Contradiction:
Manufacturing precisionVSDevice complexity

Solution Approach 1:

By changing the solvent composition parameter to include carboxylic acid, the invention achieves high purification efficiency in a single recrystallization step. The carboxylic acid-modified solvent system provides such effective solubility differentiation that one well-controlled recrystallization yields polymerization-grade purity, eliminating the need for multiple sequential recrystallization steps and their associated complexity

Inventive Principle:
Principle #35Parameter changes

Applied Scientific Principles

This section explains which scientific principles are used to turn an abstract innovation direction into a practical engineering solution.

Function Achieved in This Case

This method achieves high-purity long chain amino acids with reduced energy consumption and solvent requirements, facilitating efficient industrial-scale production while maintaining the physical properties essential for producing nylons.

Implementation Method 1

dissolving the crude long chain amino acid in an aqueous solution of carboxylic acid

Methodology Applied
Scientific EffectSolvation: Solvation

Implementation Method 2

crystallizing the long chain amino acid from the solution by cooling

Methodology Applied
Scientific EffectCrystallization: Crystallisation

Data Source

PatentUS10239823B2Process for purifying long chain amino acids
Publication Date: 2019.03.26 SHANGHAI NATURAMIDE NEW MATERIALS CO LTD
  • US10239823B2 patent drawing
  • US10239823B2 patent drawing
  • US10239823B2 patent drawing

AI summary

There is disclosed a process for the purification of long chain amino acids by recrystallization in an aqueous solution of organic carboxylic acid in the absence or presence of solvent, comprising: (1) dissolving a long chain amino acid in an aqueous solution of organic carboxylic acid by heating; (2) cooling the solution of step (1) to crystallize the long chain amino acid; and (3) recovering the long chain amino acid of step (2) by means of solid-liquid separation.