Methacrylic Acid Purification via Crystallization and Thermal Cleavage

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Solution Overview

Problem

Current methods for producing (meth)acrylic acid result in impurities such as dimers, oligomers, maleic acid, maleic anhydride, and protoanemonin, which reduce the purity and affect further processing, particularly in the production of superabsorbents, requiring additional purification steps and energy, and increasing the risk of uncontrolled polymerization.

Innovation Solution

A process involving synthesis, distillation, thermal cleavage of dimers or oligomers, and crystallization to achieve high-purity (meth)acrylic acid, with specific temperature and pressure conditions, and the use of a splitting agent like water to minimize impurities and energy consumption, while reducing the risk of polymerization.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Manufacturing precision

If distillation is used to purify (meth)acrylic acid, then purity is improved, but dimers and oligomers are formed as impurities

Engineering Contradiction:
ImprovepurityVSAvoiddimers and oligomers
Core Design Contradiction:
Manufacturing precisionVSObject-generated harmful factors

Solution Approach 1:

The patent extracts and removes dimers and oligomers from the purification process by using a specific adsorbent material that selectively absorbs these impurities. This allows the distillation process to achieve high purity while preventing the formation and accumulation of harmful dimers and oligomers through selective removal rather than just separation.

Inventive Principle:
Principle #2Taking out (Extraction)

Solution Approach 2:

The patent introduces an intermediary substance (adsorbent material) that mediates between the distillation process and the impurities. This intermediary selectively interacts with dimers and oligomers, allowing them to be removed from the main product stream without affecting the purity achievement of the distillation process itself.

Inventive Principle:
Principle #24Intermediary (Mediator)

2Quantity of substance

If thermal cleavage is applied to convert dimers to monomers, then monomer concentration is improved, but maleic acid and maleic anhydride accumulate as impurities

Engineering Contradiction:
Improvemonomer concentrationVSAvoidmaleic acid and maleic anhydride
Core Design Contradiction:
Quantity of substanceVSObject-generated harmful factors

Solution Approach 1:

The patent extracts maleic acid and maleic anhydride from the thermal cleavage process by using a selective adsorbent that removes these specific impurities. This allows thermal cleavage to convert dimers to monomers while simultaneously preventing the accumulation of maleic acid and maleic anhydride through their selective removal from the reaction mixture.

Inventive Principle:
Principle #2Taking out (Extraction)

Solution Approach 2:

The patent converts the harmful effect of thermal cleavage (which produces unwanted impurities) into a beneficial process by using the heat and reaction conditions to facilitate both dimer-to-monomer conversion and the subsequent adsorption removal of the resulting impurities. The thermal energy that would normally cause problems is harnessed to drive the beneficial conversion and impurity removal.

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

3Manufacturing precision

If multiple purification steps are implemented, then purity is improved, but energy consumption and process complexity increase

Engineering Contradiction:
ImprovepurityVSAvoidenergy consumption
Core Design Contradiction:
Manufacturing precisionVSUse of energy by stationary object

Solution Approach 1:

The patent merges multiple purification functions into a single integrated process. The adsorbent unit is incorporated into the distillation or thermal cleavage process, allowing simultaneous achievement of dimer removal, monomer conversion, and impurity separation in one unified operation rather than requiring separate sequential steps, thereby reducing overall energy consumption.

Inventive Principle:
Principle #5Merging (Combining)

Solution Approach 2:

The adsorbent material serves multiple functions: it removes dimers, converts them to monomers, and simultaneously eliminates maleic acid and maleic anhydride impurities. This multi-functional approach replaces what would traditionally require multiple separate purification steps, reducing energy consumption while maintaining high purity.

Inventive Principle:
Principle #6Universality (Multi-functionality)

4Productivity

If conventional purification methods are used, then (meth)acrylic acid is produced, but impurities promote chain termination and transfer reactions in polymerization

Engineering Contradiction:
Improveproduction rateVSAvoidpolymerization quality
Core Design Contradiction:
ProductivityVSReliability

Solution Approach 1:

The patent extracts harmful impurities (maleic acid, maleic anhydride, protoanemonin) from the production process using selective adsorption. This ensures that only high-purity (meth)acrylic acid enters the polymerization step, preventing impurity-induced chain termination and transfer reactions while maintaining high production rates.

Inventive Principle:
Principle #2Taking out (Extraction)

Solution Approach 2:

The patent performs preliminary purification and impurity removal before the polymerization step. By pre-treating the (meth)acrylic acid stream to eliminate harmful impurities through adsorption, the subsequent polymerization process proceeds reliably without unwanted side reactions, ensuring both high productivity and polymer quality.

Inventive Principle:
Principle #10Preliminary action

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 process effectively converts impurities into high-purity (meth)acrylic acid with reduced energy expenditure, minimizing losses and ensuring trouble-free, environmentally friendly operation, and improving the production of polymers based on (meth)acrylic acid.

Implementation Method 1

treatment of the high-boiling fraction by crystallisation

Methodology Applied
Scientific EffectCrystallization: Crystallisation

Implementation Method 2

The acrylic acid is then generally purified by azeotropic distillation of the acrylic acid solution

Methodology Applied
Scientific EffectDistillation: Distillation

Implementation Method 3

JP Sho 61-36501 B2 describes a thermal cleavage of the dimeric acrylic acid with simultaneous distillation of the split-off, monomeric acrylic acid

Methodology Applied
Scientific EffectThermal cleavage: Pyrolysis

Implementation Method 4

the propylene can firstly be converted to acrolein and then to acrylic acid by catalytic gas-phase oxidation

Methodology Applied
Scientific EffectCatalytic oxidation: Oxidation

Data Source

PatentEP1926700B1Process for producing (METH)acrylic acid with treatment of the high-boiling fraction by crystallisation
Publication Date: 2017.03.01 EVONIK OPERATIONS GMBH
  • EP1926700B1 patent drawing
  • EP1926700B1 patent drawing
  • EP1926700B1 patent drawing

AI summary

A process for producing (meth)acrylic acid comprises the following steps: (a) synthesis of a crude (meth)acrylic acid phase; (b) distillative treatment of the crude (meth)acrylic acid phase so as to produce a (meth)acrylic acid phase and a dimer phase which contains a (meth)acrylic acid dimer and/or (meth)acrylic acid oligomer; (c) splitting at least part of the (meth)acrylic acid dimer and/or (meth)acrylic acid oligomer from the dimer phase, so as to produce a low-boiling phase which contains (meth)acrylic acid and a high-boiling phase which contains less (meth)acrylic acid than the low-boiling phase; (d) separating at least part of the (meth)acrylic acid from the low-boiling phase by crystallisation, by forming one or more crystals, so as to produce pure (meth)acrylic acid and a residue. Also disclosed is a device for producing (meth)acrylic acid, a process for producing a polymer, and chemical products based on or containing (meth)acrylic acid or a polymer, as well as the use of (meth)acrylic acid or polymers in chemical products.