Multibranched Ester Production Without Catalyst

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Solution Overview

Problem

Conventional methods for producing higher aliphatic esters result in colored products due to the use of acid catalysts and solvents, which cannot be fully removed by distillation, making it challenging to achieve high transparency, especially in applications like cosmetics where low coloration is desired.

Innovation Solution

A method involving the reaction of multibranched aliphatic alcohols and carboxylic acids without a catalyst or solvent, followed by distillation, to produce esters with a low Hazen color number, utilizing specific C10-30 compounds with tertiary or quaternary carbon atoms for enhanced thermal stability and solubility, thereby achieving high transparency.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Productivity

If acid catalyst and solvent are used in the esterification reaction, then the reaction proceeds efficiently, but the product becomes colored and transparency is reduced

Engineering Contradiction:
Improvereaction efficiencyVSAvoidcoloration of product
Core Design Contradiction:
ProductivityVSObject-affected harmful factors

Solution Approach 1:

The invention extracts and removes the harmful elements (acid catalyst and solvent) from the esterification reaction system. By conducting the reaction without these additives, the source of coloration is eliminated while the reaction still proceeds to completion through optimized reactant ratios and prolonged reaction time

Inventive Principle:
Principle #2Taking out (Extraction)

Solution Approach 2:

The invention changes the reaction parameters by using specific molar ratios of reactants (excess carboxylic acid or alcohol) and extending reaction time. These parameter adjustments compensate for the absence of catalyst and solvent, maintaining reaction efficiency while avoiding product coloration

Inventive Principle:
Principle #35Parameter changes

2Manufacturing precision

If distillation is performed to remove coloration, then some coloration is reduced, but the coloration cannot be fully removed and transparency is still insufficient

Engineering Contradiction:
Improvetransparency of productVSAvoidenergy consumption of distillation
Core Design Contradiction:
Manufacturing precisionVSLoss of energy

Solution Approach 1:

The invention performs preliminary action by preventing coloration formation during the esterification reaction itself, rather than attempting to remove it afterward. By conducting the reaction without acid catalyst and solvent, the product remains colorless from the start, making distillation unnecessary for color removal and eliminating the associated energy consumption

Inventive Principle:
Principle #10Preliminary action

3Speed

If conventional esterification method is used with catalyst and solvent, then the reaction proceeds quickly, but the process complexity increases and product purification becomes difficult

Engineering Contradiction:
Improvereaction speedVSAvoidprocess complexity
Core Design Contradiction:
SpeedVSDevice complexity

Solution Approach 1:

The invention extracts and eliminates the need for acid catalyst and solvent from the reaction system. This simplifies the overall process by removing the steps required for catalyst addition, solvent recovery, and complex purification procedures, while the reaction still achieves completion through optimized reactant ratios and extended reaction time

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 method effectively produces esters with a significantly lower Hazen color number, ensuring high transparency and suitability for applications where colored esters are undesirable, such as cosmetics and lubricants, by leveraging the thermal stability and solubility of the selected raw materials.

Implementation Method 1

reacting a multibranched aliphatic alcohol with a multibranched aliphatic carboxylic acid in the absence of a solvent without a catalyst to obtain a multibranched aliphatic ester

Methodology Applied
Scientific EffectEsterification reaction: Chemical Bonding

Implementation Method 2

distilling the multibranched aliphatic ester to obtain a purified multibranched aliphatic ester

Methodology Applied
Scientific EffectDistillation: Distillation

Data Source

PatentUS10173958B2Method for producing multibranched aliphatic ester
Publication Date: 2019.01.08 NISSAN CHEM CORP
  • US10173958B2 patent drawing
  • US10173958B2 patent drawing
  • US10173958B2 patent drawing

AI summary

A method for producing a multibranched aliphatic ester including reacting a multibranched aliphatic alcohol with a multibranched aliphatic carboxylic acid in the absence of a solvent without a catalyst to obtain a multibranched aliphatic ester, and distilling the multibranched aliphatic ester to obtain a purified multibranched aliphatic ester, wherein at least one of the alcohol and the carboxylic acid is a C10-30 compound, and the obtained ester has a Hazen color number (APHA) of 1 to 30. Each of the multibranched aliphatic alcohol and the multibranched carboxylic acid has a tertiary carbon atom and/or a quaternary carbon atom in the molecule and in which the total number of the tertiary carbon atom and/or the quaternary carbon atom in the molecule is 2 or more. The method wherein the reaction is caused at 180 to 300° C. The method wherein a monohydric alcohol and a monovalent carboxylic acid are used.