Phytosterol Recovery from Biodiesel Distillation Residue

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Solution Overview

Problem

Existing processes for recovering and purifying phytosterols and tocopherols from distillation residues of vegetable oil methyl ester production for biodiesel applications face challenges such as low yields, impurities, high operating costs, and complexity, particularly due to the need for high temperatures, long reaction times, and excessive use of solvents and catalysts.

Innovation Solution

A two-stage base-catalyzed transesterification process with intermediate glycerol phase separation, followed by the addition of water to create a multiphase system for simultaneous separation of sterol, glycerol, and tocopherol phases, without the need for methanol or catalyst removal by flashing, distillation, or washing.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Manufacturing precision

If a two-stage base-catalyzed transesterification process with intermediate glycerol phase separation is used, then the purity and yield of phytosterols and tocopherols are improved, but the process complexity and operating costs increase due to multiple reaction stages and separation steps

Engineering Contradiction:
Improvepurity of phytosterols and tocopherolsVSAvoidprocess complexity
Core Design Contradiction:
Manufacturing precisionVSDevice complexity

Solution Approach 1:

The transesterification process is divided into two stages: first stage converts triglycerides to diglycerides and monoglycerides with glycerol separation, second stage completes conversion to fatty acid methyl esters. This segmentation allows selective removal of glycerol intermediates to prevent re-esterification and improve sterol recovery efficiency

Inventive Principle:
Principle #1Segmentation

Solution Approach 2:

Glycerol phase is extracted and separated after the first transesterification stage to remove it from the reaction system. This prevents glycerol from interfering with subsequent sterol crystallization and purification steps, directly improving product purity

Inventive Principle:
Principle #2Taking out (Extraction)

2Productivity

If high temperatures and long reaction times are used in transesterification, then the conversion of sterol esters is improved, but the operating costs and energy consumption increase

Engineering Contradiction:
Improveconversion of sterol estersVSAvoidenergy consumption
Core Design Contradiction:
ProductivityVSUse of energy by moving object

Solution Approach 1:

The process uses moderate temperatures (60-90°C in first stage, 115-145°C in second stage) rather than extreme conditions. The two-stage approach with intermediate glycerol removal optimizes reaction kinetics at lower temperatures, reducing energy consumption while maintaining high conversion efficiency

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The second transesterification stage operates under more stringent conditions (higher temperature and catalyst concentration) to complete the conversion of remaining sterol esters. This continuous progression through optimized conditions ensures high conversion without excessive energy input at any single stage

Inventive Principle:
Principle #20Continuity of useful action

3Manufacturing precision

If acidification and water washing steps are added to neutralize catalyst and remove glycerol, then the purity of the ester phase is improved, but the process time and operational complexity increase

Engineering Contradiction:
Improvepurity of ester phaseVSAvoidprocess time
Core Design Contradiction:
Manufacturing precisionVSLoss of time

Solution Approach 1:

Glycerol and catalyst are extracted into the aqueous phase during water washing steps. The first wash removes excess catalyst and glycerol, while the second wash removes alkali soaps. This extraction approach efficiently purifies the ester phase without requiring time-consuming distillation or neutralization steps

Inventive Principle:
Principle #2Taking out (Extraction)

Solution Approach 2:

Water acts as an intermediary solvent to separate and remove polar impurities (glycerol, catalyst, soaps) from the non-polar ester phase. This intermediary washing step provides efficient purification while maintaining simple operation and reasonable process time

Inventive Principle:
Principle #24Intermediary (Mediator)

4Quantity of substance

If distillation is used to separate alkyl esters from sterol- and tocopherol-containing phase, then the concentration of sterols is improved, but the energy consumption and process complexity increase

Engineering Contradiction:
Improveconcentration of sterolsVSAvoidenergy consumption
Core Design Contradiction:
Quantity of substanceVSUse of energy by moving object

Solution Approach 1:

The process exploits phase separation based on density differences and solubility characteristics. Sterols and tocopherols remain in the ester phase while glycerol and catalyst separate into the aqueous phase. This phase transition approach concentrates sterols without requiring energy-intensive distillation

Inventive Principle:
Principle #36Phase transitions

Solution Approach 2:

Alkyl esters are extracted by distillation to separate them from the sterol- and tocopherol-containing phase. This extraction concentrates the sterols in the remaining ester phase while removing the bulk of the alkyl ester solvent, achieving concentration without full distillation of the entire mixture

Inventive Principle:
Principle #2Taking out (Extraction)

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 achieves high purity (>95%) and yield (>80%) of phytosterols and tocopherols, while reducing operating costs and simplifying the process by eliminating the need for complex steps like neutralization, distillation, and solvent washing.

Implementation Method 1

a two-stage, base-catalyzed transesterification with short-chain alcohols, preferably methanol

Methodology Applied
Scientific EffectTransesterification: Chemical Bonding

Implementation Method 2

the phases of the multiphase system are separated simultaneously or sequentially into a substantially sterol-containing phase; a substantially glycerol- and methanol-containing aqueous phase; and a tocopherol-containing methyl ester phase

Methodology Applied
Scientific EffectPhase separation: Density Gradient

Implementation Method 3

the free sterols are crystallized by cooling the mixture to approximately 20°C

Methodology Applied
Scientific EffectCrystallization: Crystallisation

Data Source

PatentEP2635592B2Method for obtaining phytosterols and/or tocopherols from residue of a distillation of the esters of vegetable oils, preferably from distillation residue from a transesterification of vegetable oils
Publication Date: 2025.05.21 VERBIO SE

AI summary

The invention relates to a method for obtaining and purifying phytosterols and/or tocopherols from distillation residue from a transesterification of vegetable oils, in particular from the vegetable oil-based fatty acid methyl ester production for the field of use of biodiesel (FAME), comprising a first transesterification stage for converting partial glycerides contained in the distillation residue; separating the glycerin phase from a reaction mixture resulting from the first transesterification stage; a second transesterification stage for converting sterol esters contained in the reaction mixture; adding water to the reaction mixture after the second transesterification stage in order to generate a multiphase system; simultaneously or sequentially separating the phases of the multiphase system into a substantially sterol-containing phase; a substantially glycerin- and methanol-containing aqueous phase; and a tocopherol-containing methyl ester phase; and obtaining phytosterols from the sterol-containing phase; and optionally obtaining tocopherols from the tocopherol-containing methyl ester phase. The invention further relates to a method for purifying a phytosterol phase and/or phytosterols.