Catalytic HMTBA Production via Weak Acid and Solid Catalyst

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Solution Overview

Problem

Existing methods for producing 2-hydroxy-4-methylthiobutyric acid (HMTBA) require excessive sulfuric acid, leading to co-product formation and long residence times, and yield insufficient ammonium salt, making them unsuitable for industrial-scale application.

Innovation Solution

A single catalyzed stage method combining hydration and hydrolysis, using a weak acid and catalysts like alumina, titanium dioxide, or zirconia to convert 2-hydroxy-4-methylthiobutyronitrile directly into 2-hydroxy-4-methylthiobutyric acid, eliminating sulfuric acid consumption and co-product formation.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Quantity of substance

If sulfuric acid is used in excess for hydrolysis, then the hydrolysis reaction proceeds completely, but large amounts of co-products such as ammonium bisulfate are formed which are difficult to separate and recycle

Engineering Contradiction:
Improvehydrolysis completenessVSAvoidco-product formation
Core Design Contradiction:
Quantity of substanceVSObject-generated harmful factors

Solution Approach 1:

The patent extracts and eliminates the harmful sulfuric acid from the reaction system by replacing it with a catalytic amount of mineral acid combined with a solid acid catalyst. This removes the source of harmful co-products while maintaining hydrolysis effectiveness.

Inventive Principle:
Principle #2Taking out (Extraction)

Solution Approach 2:

The patent changes the reaction parameters by using a catalytic amount of acid (0.01-1 equivalent) instead of excess acid, and introduces a solid acid catalyst to maintain high hydrolysis completeness without forming harmful co-products.

Inventive Principle:
Principle #35Parameter changes

2Quantity of substance

If sulfuric acid is used in excess for hydrolysis, then the hydrolysis reaction proceeds completely, but the process requires long residence times in the range of a few hours

Engineering Contradiction:
Improvehydrolysis completenessVSAvoidresidence time
Core Design Contradiction:
Quantity of substanceVSLoss of time

Solution Approach 1:

The patent changes the reaction conditions by using a solid acid catalyst with high surface area and specific acidity, which accelerates the hydrolysis reaction and reduces residence time from several hours to a shorter duration while maintaining complete conversion.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent replaces the conventional liquid acid hydrolysis system with a solid acid catalyst system, which provides more active sites for reaction and significantly reduces the time required for complete hydrolysis.

Inventive Principle:
Principle #28Mechanics substitution (Replace mechanical system)

3Device complexity

If a titanium-based catalyst is used for single-step conversion, then the synthesis is simplified, but the ammonium salt yields of HMTBA are only in the range of 1% which is too insufficient for industrial scale

Engineering Contradiction:
Improvesynthesis stepsVSAvoidHMTBA yield
Core Design Contradiction:
Device complexityVSQuantity of substance

Solution Approach 1:

The patent uses a composite catalyst system combining a mineral acid with a solid acid catalyst (such as zeolite, sulfated oxide, or carbon-based acid). This composite approach synergistically enhances the catalytic activity and selectivity, achieving high HMTBA yields (80-95%) in a single step.

Inventive Principle:
Principle #40Composite materials

Solution Approach 2:

The patent optimizes the catalyst properties including surface area, acidity strength, and acid site density to maximize the conversion efficiency and selectivity toward HMTBA, transforming a low-yield process into a high-yield industrial process.

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 exceptionally high yields of HMTBA in a short time, enabling industrial production with significant economic gains by avoiding heavy separation steps and reducing waste.

Implementation Method 1

a catalyst comprising at least one of alumina, titanium dioxide and zirconia

Methodology Applied
Scientific EffectCatalysis: Catalysis

Implementation Method 2

the HMTBN is hydrolyzed into 2-hydroxy-4-methylthiobutyramide (HMTBM)

Methodology Applied
Scientific EffectHydrolysis: Hydrolysis

Data Source

PatentUS20240034716A1Process for the catalytic production of an analogue of methionine
Publication Date: 2024.02.01 ADISSEO FRANCE SAS
  • US20240034716A1 patent drawing
  • US20240034716A1 patent drawing
  • US20240034716A1 patent drawing

AI summary

A method for preparing 2-hydroxy-4-methylthiobutyric acid (HMTBA) or 2-hydroxy-4-methylselenobutyric acid (HMSeBA) by catalytic conversion of 2-hydroxy-4-methylthiobutyronitrile or 2-hydroxy-4-methylselenobutyronitrile, respectively, where said conversion is carried out in the presence of water and at least one weak acid and one catalyst comprising at least one of alumina, titanium dioxide and zirconia.