Lactone Composition Tuning for High-Selectivity Adipic Acid

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Solution Overview

Problem

Existing methods for producing adipic acid using 3-hydroxyadipic acid-3,6-lactone or α-hydromuconic acid as raw materials suffer from insufficient adipic acid selectivity and the production of by-products.

Innovation Solution

A 3-hydroxyadipic acid-3,6-lactone composition containing a specific amount of α-hydromuconic acid as an accessory component is used, with a method involving hydrogenation in the presence of a hydrogenation catalyst to enhance adipic acid selectivity.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Manufacturing precision

If pure 3-hydroxyadipic acid-3,6-lactone or pure α-hydromuconic acid is used as raw material for adipic acid production, then the hydrogenation process can be simplified, but adipic acid selectivity is insufficient and by-products are produced

Engineering Contradiction:
Improveadipic acid selectivityVSAvoidraw material composition complexity
Core Design Contradiction:
Manufacturing precisionVSDevice complexity

Solution Approach 1:

The invention changes the compositional parameter of the raw material from pure 3-hydroxyadipic acid-3,6-lactone or pure α-hydromuconic acid to a specific mixture ratio (3-30 parts by weight of α-hydromuconic acid per 100 parts by weight of 3-hydroxyadipic acid-3,6-lactone). This parameter optimization resolves the contradiction by improving adipic acid selectivity through the synergistic effect of the mixture while maintaining manageable compositional complexity.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The invention creates a composite raw material system combining 3-hydroxyadipic acid-3,6-lactone and α-hydromuconic acid in specific proportions. This composite approach leverages the complementary properties of both compounds to enhance adipic acid selectivity during hydrogenation, transforming the contradiction into an advantage by utilizing the synergistic interaction between the two components.

Inventive Principle:
Principle #40Composite materials

2Manufacturing precision

If 3-hydroxyadipic acid-3,6-lactone is used as raw material for adipic acid production, then the process avoids dinitrogen monoxide by-product, but adipic acid selectivity remains insufficient

Engineering Contradiction:
Improveadipic acid selectivityVSAvoidby-product formation
Core Design Contradiction:
Manufacturing precisionVSObject-generated harmful factors

Solution Approach 1:

The invention introduces α-hydromuconic acid as an intermediary component in the raw material mixture. This intermediary substance facilitates the hydrogenation process and enhances adipic acid selectivity while maintaining the advantage of avoiding dinitrogen monoxide by-products. The intermediary α-hydromuconic acid works synergistically with 3-hydroxyadipic acid-3,6-lactone to resolve the selectivity issue without compromising the environmental benefit.

Inventive Principle:
Principle #24Intermediary (Mediator)

3Manufacturing precision

If a mixture of 3-hydroxyadipic acid-3,6-lactone and α-hydromuconic acid is used as raw material, then adipic acid selectivity can be improved, but the composition ratio control becomes more difficult

Engineering Contradiction:
Improveadipic acid selectivityVSAvoidcomposition ratio control
Core Design Contradiction:
Manufacturing precisionVSEase of manufacture

Solution Approach 1:

The invention optimizes the compositional parameter by defining a specific range (3-30 parts by weight of α-hydromuconic acid per 100 parts by weight of 3-hydroxyadipic acid-3,6-lactone). This parameter specification resolves the contradiction by providing clear manufacturing guidelines that balance adipic acid selectivity enhancement with practical composition control, making the mixture ratio manageable for industrial production.

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

The composition increases adipic acid selectivity and reduces the production of by-products such as n-valeric acid, improving the efficiency of adipic acid production.

Implementation Method 1

reacting 3-hydroxyadipic acid-3,6-lactone with hydrogen in the presence of a hydrogenation catalyst to produce adipic acid

Methodology Applied
Scientific EffectHydrogenation: Hydrogenation

Data Source

PatentEP4306515B13-hydroxyadipic acid 3,6-lactone composition
Publication Date: 2026.02.04 TORAY INDUSTRIES INC
  • EP4306515B1 patent drawing
  • EP4306515B1 patent drawing
  • EP4306515B1 patent drawing

AI summary

The present invention makes it possible to produce adipic acid at a high selectivity without emitting dinitrogen monoxide by using a 3-hydroxyadipic acid 3,6-lactone composition as a starting material, the composition containing 3 to 30 parts by weight of α-hydromuconic acid per 100 parts by weight of 3-hydroxyadipic acid 3,6-lactone. The resulting adipic acid can be used as a polyamide starting material or a polyester starting material.