Acrylic Acid Production via Lactide Pyrolysis

Solution Overview

Problem

Current production of technical grade acrylic acid is costly due to high capital and raw material expenses, and existing methods for producing acrylic acid via fermentation are inefficient, with low yields from lactic acid dehydration.

Innovation Solution

A process using a nickel catalyst system with lactide and methyl acetate to convert 2-acetoxypropionate, followed by pyrolysis and transesterification, achieving high yields of acrylic acid and methyl acrylate, with recycling of reactants to optimize production.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Productivity

If conventional two-stage air oxidation of propylene is used to produce acrylic acid, then production capacity is achieved, but capital cost and raw material cost are very high

Engineering Contradiction:
Core Design Contradiction:
ProductivityVSEase of manufacture

Solution Approach 1:

The invention changes the chemical pathway parameters by using fermentation-derived lactic acid as feedstock instead of propylene, and employs pyrolysis temperature and catalyst parameters to achieve high-yield acrylic acid production through a different chemical route that avoids the expensive oxidation catalysts and high-pressure equipment

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The invention uses inexpensive, readily available materials such as fermentation-derived lactic acid feedstock and simple pyrolysis catalysts (zeolites, alumina, silica) instead of expensive proprietary oxidation catalysts, replacing costly shell-and-tube reactors with simpler pyrolysis reactor designs

Inventive Principle:
Principle #27Cheap short-living objects (Disposable)

2Productivity

If lactic acid dehydration is used to produce acrylic acid via fermentation, then renewable resource utilization is achieved, but yield is low at approximately 55%

Engineering Contradiction:
Core Design Contradiction:
ProductivityVSLoss of substance

Solution Approach 1:

The invention changes the reaction parameters by using pyrolysis temperatures (typically 300-700°C) and catalyst properties instead of conventional dehydration conditions, transforming the reaction mechanism to proceed through radical pathways rather than carbocation intermediates, thereby achieving near-quantitative yields

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The invention substitutes the conventional acid-catalyzed dehydration mechanism with a thermal pyrolysis mechanism, replacing the need for acid catalysts and their associated side reactions with thermal energy-driven bond cleavage and reformation that proceeds through different intermediates and achieves higher selectivity

Inventive Principle:
Principle #28Mechanics substitution (Replace mechanical system)

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 process enhances the efficiency and cost-effectiveness of acrylic acid and methyl acrylate production by achieving high conversions and allowing for the recycling of reactants, thereby reducing production costs and improving yield.

Implementation Method 1

A process using a nickel catalyst system with lactide and methyl acetate to convert 2-acetoxypropionate

Methodology Applied
Scientific EffectCatalysis: Catalysis

Implementation Method 2

followed by pyrolysis and transesterification, achieving high yields of acrylic acid and methyl acrylate

Methodology Applied
Scientific EffectPyrolysis: Pyrolysis

Implementation Method 3

followed by pyrolysis and transesterification, achieving high yields of acrylic acid and methyl acrylate

Methodology Applied
Scientific EffectTransesterification: Chemical Bonding

Data Source

PatentUS9290430B2Acrylic acid from lactide and process
Publication Date: 2016.03.22
  • US9290430B2 patent drawing
  • US9290430B2 patent drawing
  • US9290430B2 patent drawing

AI summary

Technical grade acrylic acid derived from renewable resources utilizing a homogeneous nickel catalyst system by a process including reacting lactide with acetic acid to form 2-acetoxypropionic acid in the presence of a homogeneous nickel catalyst, pyrolyzing, with or without a catalyst, the 2-acetoxypropionic acid to acrylic acid and acetic acid, condensing and collecting the pyrolysis products in the presence of polymerization inhibitor(s) and purifying the acrylic acid by distillation in the presence of polymerization inhibitor(s). Acrylic acid and methyl acrylate are produced from methyl 2-acetoxypropionate which comes from fermentation derived lactic acid. The disclosed process will produce a “green” (i.e. renewable resources derived) acrylic acid and methyl acrylate ester.