Triacylglycerol Eutectic Systems for Biodiesel Cold Flow

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Solution Overview

Problem

Biodiesel fuels face poor cold flow properties due to crystallization of saturated fatty compounds at low temperatures, leading to issues like wax crystallization, gelling, and filter plugging, which existing additives often fail to address effectively, especially in colder climates.

Innovation Solution

The use of specific triacylglycerols, such as 1,3-dioleoyl-2-palmitoyl glycerol (OPO), which form eutectic and peritectic systems with fatty acid methyl esters like methyl palmitate and stearate, suppressing crystallization by disrupting lamellar packing and promoting steric hindrance, thereby reducing the onset temperature of crystallization and crystal size.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Use of energy by moving object

If saturated fatty compounds are present in biodiesel fuel, then energy density is improved, but crystallization occurs at low temperatures causing poor cold flow properties

Engineering Contradiction:
Improveenergy densityVSAvoidcold flow properties
Core Design Contradiction:
Use of energy by moving objectVSEase of operation

Solution Approach 1:

The patent introduces triacylglycerols as intermediary substances that interact with saturated fatty acid methyl esters to suppress crystallization. These TAGs act as mediators between the saturated FAMEs and the bulk fuel, forming eutectic systems with lower crystallization temperatures and preventing the formation of large crystal networks that cause filter plugging and poor cold flow properties.

Inventive Principle:
Principle #24Intermediary (Mediator)

Solution Approach 2:

The patent creates composite fuel systems by combining saturated FAMEs with specific triacylglycerols (such as 1,3-dioleoyl-2-palmitoyl glycerol, 1,3-dioleoyl-2-stearoyl glycerol, or 1,3-diolenoyl-2-arachidonyl glycerol). This composite approach maintains the energy density benefits of saturated FAMEs while the TAG components suppress their crystallization, achieving both high energy density and improved cold flow properties.

Inventive Principle:
Principle #40Composite materials

2Ease of operation

If crystallization depressant additives are used to lower onset temperature of crystallization, then cold flow properties are improved, but crystal size may increase causing filter plugging

Engineering Contradiction:
Improvecold flow propertiesVSAvoidfilter plugging
Core Design Contradiction:
Ease of operationVSObject-affected harmful factors

Solution Approach 1:

The patent changes the chemical composition parameters of the fuel system by introducing specific triacylglycerols that form eutectic systems with saturated FAMEs. This parameter change results in a eutectic point with a lower crystallization temperature than either pure component, suppressing both crystallization onset temperature and crystal growth, thereby preventing filter plugging while maintaining improved cold flow properties.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The triacylglycerols serve as intermediary substances that interfere with the crystallization process of saturated FAMEs. They insert themselves into the crystal lattice formation process, creating steric hindrance and preventing the formation of large, filter-plugging crystals while still allowing the fuel to flow properly at low temperatures.

Inventive Principle:
Principle #24Intermediary (Mediator)

3Ease of operation

If unsaturated content of biodiesel is increased to improve cold flow properties, then crystallization is suppressed, but oxidative stability deteriorates

Engineering Contradiction:
Improvecold flow propertiesVSAvoidoxidative stability
Core Design Contradiction:
Ease of operationVSReliability

Solution Approach 1:

The patent changes the compositional parameters by using specific triacylglycerols with defined saturation levels and chain lengths. These TAGs provide crystallization suppression through eutectic formation without requiring high levels of unsaturated FAMEs, thereby maintaining oxidative stability while achieving improved cold flow properties through the specific molecular structure and packing characteristics of the TAG-FAME eutectic system.

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 effectively delays crystallization and reduces crystal size, improving the cold flow properties of biodiesel by altering the microstructure and polymorphism of the fuel, allowing it to remain fluid at lower temperatures and preventing filter plugging.

Implementation Method 1

FAMEs, such as MeS and MeP, and TAGs, such as 1,3-dioleoyl-2-palmitoyl glycerol (OPO) and 1,3-dioleoyl-2-stearoyl glycerol (OSO), form eutectic as well as peritectic systems through more or less loosely bound stoichiometric compounds.

Methodology Applied
Scientific EffectEutectic system formation:

Implementation Method 2

when subjected to low temperatures, these fuels often undergo wax crystallization, gelling and/or viscosity increase

Methodology Applied
Scientific EffectCrystallization: Crystallisation

Implementation Method 3

its two kinked unsaturated oleic acid chains effectively halts additional saturated FAMEs from participating in the packing due to steric hindrances

Methodology Applied
Scientific EffectSteric hindrance:

Data Source

PatentUS9637697B2Polymorphism and microstructure of certain triacylglycerols and fatty acid methyl esters
Publication Date: 2017.05.02 TRENT UNIVERSITY
  • US9637697B2 patent drawing
  • US9637697B2 patent drawing
  • US9637697B2 patent drawing

AI summary

This application relates to the polymorphism and microstructure of certain triacylglycerols and fatty acid methyl esters, and how the properties of these individual components in a biodiesel fuel, as well as their combined mixtures, helps understand the fundamental mechanisms of their crystallization so as to design biodiesel fuels with improved low temperature characteristics.