Branched Diester Solvent Mixture for Low-Temperature Stability

Resolve Bottlenecks,
Find Innovative Solutions
Generate Solutions

Solution Overview

Problem

There is a need for novel oxygenated solvents with solvating properties, toxicological profiles, and environmental impact similar or improved to existing diesters of adipic acid, glutaric acid, and succinic acid, which are biodegradable and less damaging to the environment, but with enhanced stability and reduced volatility.

Innovation Solution

A composition comprising a mixture of diesters of ethylsuccinic acid, methylglutaric acid, and optionally adipic acid, derived from branched dinitrile compounds produced during the double hydrocyanation of butadiene, which are converted using processes such as the Pinner reaction or enzymatic hydrolysis, and purified to achieve specific physical and solvent properties.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Object-affected harmful factors

If conventional diesters of adipic acid, glutaric acid and succinic acid are used as oxygenated solvents, then biodegradability and environmental friendliness are improved, but stability and volatility resistance need enhancement

Engineering Contradiction:
Improveenvironmental damageVSAvoidstability
Core Design Contradiction:
Object-affected harmful factorsVSReliability

Solution Approach 1:

The patent uses a composite mixture of three different diesters (methyl glutarate diester, ethyl succinate diester, and adipate diester) rather than a single compound. This composite approach combines the environmental benefits of biodegradable diesters with improved stability through synergistic interactions between the different components, resolving the contradiction between environmental friendliness and reliability.

Inventive Principle:
Principle #40Composite materials

2Adaptability or versatility

If existing oxygenated solvents are used, then solvating power is maintained, but volatility and hydrolysis resistance need improvement

Engineering Contradiction:
Improvesolvating powerVSAvoidhydrolysis resistance
Core Design Contradiction:
Adaptability or versatilityVSStability of the object's composition

Solution Approach 1:

The patent assigns different functional roles to each diester component in the mixture. Methyl glutarate diester provides solvating power, ethyl succinate diester contributes to volatility reduction, and adipate diester enhances hydrolysis resistance. This local quality differentiation allows the composite solvent to achieve multiple performance targets simultaneously.

Inventive Principle:
Principle #3Local quality

3Adaptability or versatility

If branched dinitrile compounds from butadiene hydrocyanation are utilized, then novel solvent composition is created, but production complexity increases

Engineering Contradiction:
Improvesolvent composition noveltyVSAvoidproduction process complexity
Core Design Contradiction:
Adaptability or versatilityVSDevice complexity

Solution Approach 1:

The patent converts the previously unwanted byproduct (branched dinitrile compounds) from the butadiene hydrocyanation process into a valuable resource for producing novel diester solvents. This transforms a waste stream that requires disposal into a feedstock that creates product differentiation and performance advantages, resolving the contradiction between novelty and production complexity.

Inventive Principle:
Principle #22Blessing in disguise (Convert harm into benefit)

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 solvent exhibits a crystallization temperature of less than −50°C, low viscosity, and low water solubility, offering a broad temperature range usability and improved resistance to hydrolysis, while maintaining or exceeding the solvating power of existing solvents like RPDE.

Implementation Method 1

The reaction for the hydrocyanation of butadiene results predominantly in the formation of linear dinitriles but also in the formation of branched dinitriles

Methodology Applied
Scientific EffectHydrolysis: Hydrolysis

Implementation Method 2

The resulting solvent exhibits a crystallization temperature of less than −50°C

Methodology Applied
Scientific EffectCrystallization: Crystallisation

Data Source

PatentUS9267015B2Solvent media comprising branched carboxylic acid diesters
Publication Date: 2016.02.23 SPECIALTY OPERATIONS FRANCE

AI summary

Compositions containing particular branched carboxylic acid diesters obtained from a mixture of branched dinitriles exhibit especially advantageous solvating properties and thus are useful substitutes for conventional solvents, in particular halogenated solvents.