Alcohol Purification for Ester Production

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Solution Overview

Problem

Current methods for producing alcohols used in esterification processes often result in undesirable coloration due to the presence of conjugated unsaturated carbonyl compounds, which are difficult to remove through conventional purification techniques, leading to suboptimal ester quality and increased processing costs.

Innovation Solution

The use of UV spectrophotometry for monitoring and reducing conjugated unsaturated carbonyl compounds in alcohol production processes, combined with carbonyl determination methods, allows for the production of alcohols with significantly lower color-forming impurities, thereby improving ester quality and simplifying downstream processing.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Ease of manufacture

If conventional purification techniques are used to remove conjugated unsaturated carbonyl compounds from alcohols, then the purification process is simplified, but the coloration of esters remains undesirable

Engineering Contradiction:
Improvepurification processVSAvoidester coloration
Core Design Contradiction:
Ease of manufactureVSObject-affected harmful factors

Solution Approach 1:

The patent applies preliminary action by treating the alcohol feedstock with an adsorbent material before esterification to remove conjugated unsaturated carbonyl compounds. This pre-treatment step prevents the formation of colored byproducts during subsequent esterification, eliminating the need for complex downstream purification while producing colorless esters.

Inventive Principle:
Principle #10Preliminary action

Solution Approach 2:

The patent uses an adsorbent material as an intermediary substance that selectively binds and removes conjugated unsaturated carbonyl compounds from the alcohol stream. This intermediary agent facilitates the separation of harmful impurities without requiring complex purification equipment or processes, directly preventing ester coloration.

Inventive Principle:
Principle #24Intermediary (Mediator)

2Manufacturing precision

If extensive purification is performed to remove impurities from alcohols, then ester quality improves, but processing time and costs increase

Engineering Contradiction:
Improveester qualityVSAvoidprocessing time
Core Design Contradiction:
Manufacturing precisionVSLoss of time

Solution Approach 1:

The patent extracts only the specific harmful impurities (conjugated unsaturated carbonyl compounds) that cause coloration, rather than performing extensive purification of all alcohol components. This selective extraction approach maintains ester quality by removing color-forming impurities while minimizing processing time and preserving desirable alcohol components.

Inventive Principle:
Principle #2Taking out (Extraction)

Solution Approach 2:

The patent changes the parameter of impurity removal by using adsorption-based selective removal instead of conventional distillation or chromatography. This parameter change in the purification mechanism achieves high ester quality with significantly reduced processing time and simplified operations.

Inventive Principle:
Principle #35Parameter changes

3Ease of operation

If conventional esterification processes are used without pre-treatment of alcohols, then the process is straightforward, but color-forming byproducts are generated

Engineering Contradiction:
Improveesterification processVSAvoidcolor-forming byproducts
Core Design Contradiction:
Ease of operationVSObject-generated harmful factors

Solution Approach 1:

The patent applies preliminary action by treating the alcohol feedstock with an adsorbent material before esterification to remove conjugated unsaturated carbonyl compounds. This pre-treatment step prevents the formation of colored byproducts during subsequent esterification, eliminating the need for complex downstream purification while producing colorless esters.

Inventive Principle:
Principle #10Preliminary action

Solution Approach 2:

The patent converts the harmful effect of conjugated unsaturated carbonyl compounds (which cause coloration during esterification) into a benefit by using their selective adsorption onto specific materials. The harmful impurities are selectively captured by adsorbents, transforming the coloration problem into a selective separation opportunity that simplifies the overall process.

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

This approach enables the production of alcohols with reduced conjugated unsaturated carbonyl compounds, resulting in esters with lower color, reduced chemical consumption, and lower waste generation, while also extending catalyst life and reducing operating pressures and off-gases.

Implementation Method 1

The present invention provides for the use of a UV spectrophotometry analytical method for monitoring alcohol quality in association with an alcohol production process or an alcohol consumption process

Methodology Applied
Scientific EffectAbsorption Spectroscopy: Absorption Spectroscopy

Implementation Method 2

A calibration curve for each cell, and separately for the conjugated unsaturated aldehydes and for the ketones, may readily be determined

Methodology Applied
Scientific EffectBeer-Lambert Law: Absorption Spectroscopy

Data Source

PatentUS8962541B2Processes relating to alcohols for the production of esters
Publication Date: 2015.02.24 EXXONMOBIL CHEMICAL PATENTS INC
  • US8962541B2 patent drawing
  • US8962541B2 patent drawing
  • US8962541B2 patent drawing

AI summary

The present invention relates to alcohols and in particular to C4 to C15 alcohols that are used in the production of esters.