Acetic Acid Purification via Crotonaldehyde Concentration Control

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Solution Overview

Problem

Current methods for producing acetic acid through methanol carbonylation face challenges in achieving high-quality acetic acid with good potassium permanganate test results due to the presence of by-products like acetaldehyde, crotonaldehyde, and 2-ethylcrotonaldehyde, which require expensive facilities and high energy consumption for separation and treatment.

Innovation Solution

Control the crotonaldehyde concentration in the acetic acid stream to a specific level or lower and operate the light ends column with a higher reflux ratio to concentrate crotonaldehyde, allowing it to react and form less harmful by-products, thereby improving the quality of acetic acid without the need for large-scale ozone treatment or expensive facilities.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If conventional techniques (acetaldehyde separation facilities or ozone treatment) are employed to decrease acetaldehyde and crotonaldehyde, then the potassium permanganate test result is improved, but the installation cost and facility expense increase significantly

Engineering Contradiction:
Improvepotassium permanganate test resultVSAvoidinstallation cost
Core Design Contradiction:
ReliabilityVSDevice complexity

Solution Approach 1:

The invention extracts and removes crotonaldehyde specifically from the acetic acid product through a dedicated removal step, separating this harmful by-product from the main product stream. This targeted extraction approach eliminates the need for complex ozone treatment facilities or expensive acetaldehyde separation systems, thereby improving the potassium permanganate test result while avoiding significant installation costs

Inventive Principle:
Principle #2Taking out (Extraction)

Solution Approach 2:

The invention changes the operational parameters of the existing light ends column by adjusting the reflux ratio to a specific range (0.05 to 0.50) to optimize crotonaldehyde concentration in the overhead stream. This parameter adjustment enables effective crotonaldehyde removal through subsequent simple distillation or extraction steps, rather than requiring complex treatment facilities, thus improving product quality while minimizing capital investment

Inventive Principle:
Principle #35Parameter changes

2Quantity of substance

If aqueous phase is subjected to distillation in acetaldehyde-removing column to remove acetaldehyde, then acetaldehyde concentration is decreased, but the treatment energy increases due to high latent heat of vaporization of water

Engineering Contradiction:
Improveacetaldehyde concentrationVSAvoidtreatment energy
Core Design Contradiction:
Quantity of substanceVSUse of energy by moving object

Solution Approach 1:

Instead of distilling the aqueous phase to remove acetaldehyde, the invention extracts acetaldehyde from the overhead stream using water or other solvents. This liquid-liquid extraction method removes acetaldehyde without requiring vaporization of large amounts of water, thereby achieving the same purification goal with significantly lower treatment energy consumption

Inventive Principle:
Principle #2Taking out (Extraction)

Solution Approach 2:

The invention introduces water or other solvents as intermediary substances to facilitate acetaldehyde removal through liquid-liquid extraction. These intermediaries selectively dissolve acetaldehyde from the overhead stream, enabling efficient separation without the need for energy-intensive distillation of the aqueous phase, thus reducing treatment energy while maintaining effective acetaldehyde concentration control

Inventive Principle:
Principle #24Intermediary (Mediator)

3Quantity of substance

If light ends column operates with higher reflux ratio to concentrate crotonaldehyde, then crotonaldehyde concentration in overhead stream increases, but the energy consumption for distillation increases

Engineering Contradiction:
Improvecrotonaldehyde concentrationVSAvoiddistillation energy
Core Design Contradiction:
Quantity of substanceVSUse of energy by moving object

Solution Approach 1:

The invention optimizes the reflux ratio parameter within a specific range (0.05 to 0.50) to achieve the desired crotonaldehyde concentration in the overhead stream. By operating within this optimized parameter range, the system achieves effective crotonaldehyde concentration and subsequent removal with minimized distillation energy consumption, avoiding both excessive energy use and insufficient separation

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 approach enables the efficient production of high-quality acetic acid with improved potassium permanganate test results while reducing energy costs and eliminating the need for costly ozone treatment facilities, by effectively managing by-product concentrations and recycling processes.

Implementation Method 1

A methanol carbonylation process is known as a process for industrially producing acetic acid. According to this process, for example, methanol is allowed to react with carbon monoxide in the presence of a catalyst in a reactor to form acetic acid

Methodology Applied
Scientific EffectCarbonylation: Chemical Transport Reactions

Implementation Method 2

the resulting reaction mixture is separated, using an evaporator, into a vapor phase including acetic acid and light ends, and a residual liquid phase (residue phase) including acetic acid and the catalyst, the vapor phase is subjected to distillation in a distillation column (light ends column)

Methodology Applied
Scientific EffectDistillation: Distillation

Implementation Method 3

The acetaldehyde is converted into crotonaldehyde by aldol condensation

Methodology Applied
Scientific EffectAldol condensation: Chemical Bonding

Implementation Method 4

the resulting reaction mixture is separated, using an evaporator, into a vapor phase including acetic acid and light ends, and a residual liquid phase

Methodology Applied
Scientific EffectEvaporation: Evaporation

Data Source

PatentUS11485698B2Method for producing acetic acid
Publication Date: 2022.11.01 DAICEL CORP
  • US11485698B2 patent drawing
  • US11485698B2 patent drawing
  • US11485698B2 patent drawing

AI summary

Provided is a method capable of industrially efficiently producing acetic acid yielding a good potassium permanganate test result, without costing much. In the acetic acid production method, (1) by-produced acetaldehyde is industrially advantageously removed from a process stream, and (2) a crotonaldehyde concentration in an acetic acid stream from a light ends column is controlled to a specific level or lower, and/or a reflux ratio at a second distillation column is controlled to 0.1 or more. In addition, (3) the method includes the step of subjecting at least one of an aqueous phase and an organic phase of a light ends column overhead condensate to distillation in a crotonaldehyde-removing column; the light ends column is operated at a reflux ratio of 2 or more (when the aqueous phase is refluxed); and the crotonaldehyde-removing column is operated so as to meet a specific condition(s).