Alkyl Ester Refining via Dimethyl Carbonate and Metal Oxide Catalysts

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Solution Overview

Problem

Existing methods for producing alkyl ester compositions often result in unacceptably high concentrations of free fatty acids, which can exceed ASTM guidelines for biodiesel fuel, leading to engine corrosion issues, particularly when using lipid feedstocks high in free fatty acids.

Innovation Solution

A method involving the use of a first metal oxide catalyst at elevated temperatures and pressures to form an unrefined fatty acid alkyl ester composition, followed by combining it with dimethyl carbonate and a second metal oxide catalyst to reduce the acid number to acceptable levels, utilizing a system with metal oxide media and dimethyl carbonate to refine the alkyl ester compositions.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Productivity

If conventional methods are used to produce alkyl ester compositions from high FFA lipid feedstocks, then production can proceed, but the resulting composition has unacceptably high free fatty acid concentration that exceeds ASTM guidelines

Engineering Contradiction:
Improveproduction capabilityVSAvoidfree fatty acid concentration control
Core Design Contradiction:
ProductivityVSManufacturing precision

Solution Approach 1:

The patent divides the refining process into multiple sequential stages: (1) transesterification of FFA to alkyl ester using first metal oxide catalyst at elevated temperature and pressure, (2) esterification of remaining FFA using dimethyl carbonate and second metal oxide catalyst at elevated temperature, and (3) neutralization of residual acids. This segmentation allows each stage to address specific FFA removal challenges, achieving cumulative reduction to meet ASTM guidelines while maintaining production capability.

Inventive Principle:
Principle #1Segmentation

Solution Approach 2:

The patent employs significant parameter changes to achieve effective FFA removal: operating temperatures of 200-300°C for transesterification and 100-200°C for esterification, pressures of 500-1000 psi, and specific metal oxide catalysts (Al2O3, SiO2, TiO2, ZrO2). These parameter changes enable the chemical reactions to proceed at rates that achieve ASTM compliance while maintaining economic production.

Inventive Principle:
Principle #35Parameter changes

2Manufacturing precision

If high temperature and pressure conditions are used in the refining process, then free fatty acid removal efficiency improves, but energy consumption increases

Engineering Contradiction:
Improvefree fatty acid removal efficiencyVSAvoidenergy consumption
Core Design Contradiction:
Manufacturing precisionVSUse of energy by moving object

Solution Approach 1:

The patent optimizes the temperature-pressure parameter combination to achieve effective FFA removal with reasonable energy input. Transesterification operates at 200-300°C and 500-1000 psi, while esterification uses 100-200°C. These parameter settings provide sufficient reaction rates for ASTM compliance without requiring excessive energy consumption, balancing efficiency and energy use.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

Dimethyl carbonate serves as an intermediary reagent that enables FFA removal at lower temperatures compared to direct transesterification. By using dimethyl carbonate in the second stage, the process can achieve additional FFA removal at 100-200°C rather than requiring proportionally higher temperatures, thereby reducing overall energy consumption while maintaining removal efficiency.

Inventive Principle:
Principle #24Intermediary (Mediator)

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

Effectively reduces the acid number of alkyl ester compositions to meet ASTM specifications for biodiesel fuel, thereby preventing engine corrosion and ensuring compliance with biodiesel standards.

Implementation Method 1

contacting a fatty acid feedstock and an alcohol with a first metal oxide catalyst at a temperature of greater than 200 degrees Celsius and a pressure of greater than 500 psi to form an unrefined fatty acid alkyl ester composition

Methodology Applied
Scientific EffectCatalysis: Catalysis

Implementation Method 2

contacting the refining mixture with a second metal oxide catalyst at a temperature of greater than 100 degrees Celsius to form a refined fatty acid alkyl ester composition

Methodology Applied
Scientific EffectCatalysis: Catalysis

Data Source

PatentUS8445709B2Systems and methods for refining alkyl ester compositions
Publication Date: 2013.05.21 MCNEFF RES CONSULTANTS
  • US8445709B2 patent drawing
  • US8445709B2 patent drawing
  • US8445709B2 patent drawing

AI summary

The present invention relates to systems and methods for producing and/or refining alkyl ester compositions. In an embodiment the invention includes a method of producing a refined fatty acid alkyl ester composition. The method can include contacting a fatty acid feedstock and an alcohol with a first metal oxide catalyst at a temperature of greater than 200 degrees Celsius and a pressure of greater than 500 psi to form an unrefined fatty acid alkyl ester composition. The method can further include combining the unrefined fatty acid alkyl ester composition with dimethyl carbonate to form a refining mixture. The method can also include contacting the refining mixture with a second metal oxide catalyst at a temperature of greater than 100 degrees Celsius to form a refined fatty acid alkyl ester composition. Other embodiments are also described herein.