Self-Assembled Amino Acid Polymer Purification via Extraction

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Solution Overview

Problem

The existing methods for preparing N-lauroyl-L-alanine surfactants result in products with low detergent power due to high lauric acid content, leading to impurities and poor purity, making them unsuitable for industrial use.

Innovation Solution

A method involving the use of a solvent, L-alanine, and a catalyst to agitate and purify the crude N-lauroyl-L-alanine product, removing lauric acid undetectable by HPLC and GC, forming a self-assembled amino acid supramolecular polymer through hydrogen bonding, with a weight average molecular weight between 2000 and 5,000,000.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Manufacturing precision

If Schotten-Baumann condensation reaction is used to prepare N-lauroyl-L-alanine, then the surfactant can be produced, but the detergent power is insufficient due to high lauric acid content

Engineering Contradiction:
Improvepurity of N-lauroyl-L-alanineVSAvoidcomplexity of purification process
Core Design Contradiction:
Manufacturing precisionVSEase of manufacture

Solution Approach 1:

The patent applies extraction by adding a water-insoluble organic solvent to the reaction mixture, causing lauric acid to be extracted into the organic phase while N-lauroyl-L-alanine remains in the aqueous phase. This separates the impurity (lauric acid) from the product, achieving high purity without complex chromatography procedures.

Inventive Principle:
Principle #2Taking out (Extraction)

Solution Approach 2:

The patent changes the physical state and solubility parameters by introducing a water-insoluble organic solvent, which alters the phase distribution of components. Lauric acid transfers from the aqueous phase to the organic phase, while N-lauroyl-L-alanine remains dissolved in water, enabling simple phase separation for purification.

Inventive Principle:
Principle #35Parameter changes

2Manufacturing precision

If chromatography is added to remove lauric acid impurities, then product purity is improved, but the operation becomes cumbersome and costly

Engineering Contradiction:
Improvepurity of N-lauroyl-L-alanineVSAvoidcomplexity of purification equipment
Core Design Contradiction:
Manufacturing precisionVSDevice complexity

Solution Approach 1:

The patent replaces complex chromatography equipment with a simple liquid-liquid extraction process using a water-insoluble organic solvent. The impurity is removed through phase separation, which requires only basic mixing and decantation equipment, dramatically reducing device complexity while maintaining high purity.

Inventive Principle:
Principle #2Taking out (Extraction)

Solution Approach 2:

The patent uses a disposable water-insoluble organic solvent for extraction that can be easily separated and discarded after use. This simple, single-use extraction approach replaces expensive, complex chromatography systems with an inexpensive, easily implementable purification method.

Inventive Principle:
Principle #27Cheap short-living objects (Disposable)

3Reliability

If lauric acid is present in the product, then the self-assembled polymer formation is prevented, but the detergent power is reduced

Engineering Contradiction:
Improveformation of self-assembled polymerVSAvoidlow detergent power
Core Design Contradiction:
ReliabilityVSObject-generated harmful factors

Solution Approach 1:

The patent removes lauric acid impurity through liquid-liquid extraction with a water-insoluble organic solvent before the N-lauroyl-L-alanine can self-assemble into polymers. This ensures complete removal of the substance that would prevent proper polymer formation, guaranteeing both reliability of polymer formation and high detergent power.

Inventive Principle:
Principle #2Taking out (Extraction)

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

The resulting self-assembled amino acid supramolecular polymer has enhanced detergent power, biodegradability, and stability, suitable for industrial applications, with improved purity and reduced lauric acid content, facilitating its use in daily chemicals, agriculture, and pharmaceuticals.

Implementation Method 1

N-lauroyl-L-alanine as a basic unit which self-assembles into a supramolecular polymer through hydrogen bonds

Methodology Applied
Scientific EffectHydrogen bonding: Chemical Bonding

Data Source

PatentUS11566110B2Self-assembled amino acid supramolecular polymer, preparation therefor, and application thereof
Publication Date: 2023.01.31 SUZHOU OULIT BIOPHARM CO LTD
  • US11566110B2 patent drawing
  • US11566110B2 patent drawing
  • US11566110B2 patent drawing

AI summary

Provided are a self-assembled amino acid supramolecular polymer and a preparation method therefor. Further provided is an application of the self-assembled amino acid supramolecular polymer in the fields of daily chemical, agricultural, and pharmaceutical industries. The provided self-assembled amino acid supramolecular polymer has good performance, and has obvious effects in aspects such as bacteriostasis, pesticide removal, and odor elimination. The provided self-assembled amino acid supramolecular polymer is applicable to toothpastes, skin care compositions, laundry detergents, soaps, washing powders, detergents, masks, etc.