Sinapic Acid Extraction from Rapeseed Press Cake

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Solution Overview

Problem

Current methods for obtaining sinapinic acid and/or its salts from rapeseed extracts face challenges in efficiently separating valuable materials while denaturing proteins and depleting soluble extractants, leading to suboptimal yields and purity.

Innovation Solution

A method involving the use of fresh rapeseed press cake with a residual oil content of 20% or more, where the mixture is crushed, dispersed in water, adjusted to an alkaline pH, and treated with a diluted alcohol solution to separate shells from the endosperm, followed by centrifugal separation and subsequent pH adjustment for protein and polyphenol extraction, allowing for the isolation of sinapinic acid using an extractant like ethyl acetate.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Productivity

If large dilutions are used to extract sinapine, then extraction efficiency improves, but protein denaturation occurs and process complexity increases

Engineering Contradiction:
Improveextraction efficiencyVSAvoidprotein denaturation
Core Design Contradiction:
ProductivityVSObject-generated harmful factors

Solution Approach 1:

The patent applies parameter changes by adjusting pH to alkaline conditions (pH > 9.5) and controlling alcohol concentration (20-15% v/v) to enable effective sinapine extraction without protein denaturation. This resolves the contradiction by finding optimal parameter values that achieve high extraction efficiency while preserving protein integrity.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent uses preliminary action by pre-adjusting the pH to alkaline conditions before extraction and using freshly prepared material (processed within 31 days, preferably within 3 days) to ensure proteins are in a state that resists denaturation during extraction, thereby enabling efficient sinapine recovery without harmful protein changes.

Inventive Principle:
Principle #10Preliminary action

2Loss of substance

If heavy deoiling is performed to remove residual oil, then oil content decreases, but soluble extractants are depleted and yield decreases

Engineering Contradiction:
Improveresidual oil contentVSAvoidsinapine yield
Core Design Contradiction:
Loss of substanceVSProductivity

Solution Approach 1:

The patent applies parameter changes by setting specific pH (>9.5) and alcohol concentration (20-15% v/v) conditions that enable selective extraction of sinapine from materials with high residual oil content (20% or more), achieving both oil tolerance and high sinapine yield simultaneously without requiring heavy deoiling pretreatment.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent converts the previously harmful high residual oil content into a beneficial feature by demonstrating that the extraction method works effectively with 20% or more residual oil, eliminating the need for heavy deoiling that would deplete soluble extractants and reduce sinapine yield.

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

3Ease of manufacture

If enzymatic breakdown of cellulose is used to separate fibers, then fiber separation improves, but process complexity and solvent usage increase

Engineering Contradiction:
Improvefiber separationVSAvoidprocess complexity
Core Design Contradiction:
Ease of manufactureVSDevice complexity

Solution Approach 1:

The patent applies the extraction principle by using diluted alcohol (20-15% v/v) to selectively extract sinapine from the alkaline slurry, separating it from proteins and fibers without requiring enzymatic breakdown of cellulose. This simplifies the process while achieving effective separation of all components.

Inventive Principle:
Principle #2Taking out (Extraction)

Solution Approach 2:

The patent uses parameter changes (pH > 9.5, alcohol concentration 20-15% v/v) to achieve selective extraction and separation of sinapine from the native material mixture, eliminating the need for enzymatic cellulose breakdown and reducing process complexity while maintaining effective fiber and protein separation.

Inventive Principle:
Principle #35Parameter changes

4Manufacturing precision

If multiple extraction steps are used to increase purity, then sinapine purity improves, but solvent waste and process complexity increase

Engineering Contradiction:
Improvesinapine purityVSAvoidsolvent waste
Core Design Contradiction:
Manufacturing precisionVSLoss of substance

Solution Approach 1:

The patent applies extraction by using a single step with diluted alcohol (20-15% v/v) at controlled pH (>9.5) to selectively extract sinapine from the alkaline slurry, achieving high purity in one step without requiring multiple extraction operations, thereby minimizing solvent waste and process complexity.

Inventive Principle:
Principle #2Taking out (Extraction)

Solution Approach 2:

The patent uses optimized parameter changes (specific pH range and alcohol concentration) to achieve high sinapine purity in a single extraction step, eliminating the need for multiple extraction steps and reducing both solvent waste and process complexity while maintaining manufacturing precision.

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 method achieves high yields and purity of protein and polyphenol phases, with up to 75% protein yield and 22-24% albumin content, while minimizing dilutions and solvent waste, and results in a native protein phase with improved quality and reduced residual oil content.

Implementation Method 1

the pH value of the slurry (I) from step C) is adjusted to an alkaline range pH > 9.5

Methodology Applied
Scientific EffectAlkaline treatment:

Implementation Method 2

at least one water-soluble organic solvent, preferably alcohol, in particular in a form diluted with water, is added

Methodology Applied
Scientific EffectSolubility change:

Implementation Method 3

a solid phase, which comprises the majority of the shells, is separated from the slurry, preferably in a centrifuge in the centrifugal field

Methodology Applied
Scientific EffectCentrifugal separation: Centrifugal Separation

Implementation Method 4

the dissolved protein portion is precipitated from the shell-free porridge, which together with the undissolved or partially dissolved protein portion forms a fraction, the quark

Methodology Applied
Scientific EffectProtein precipitation: Precipitation

Implementation Method 5

isolating sinapinic acid or the sinapines from the shell-free slurry of step F) or - and this is particularly preferred - from the polyphenol-albumin liquid phase of step H) directly or after going through further intermediate steps, by an extraction with an extractant

Methodology Applied
Scientific EffectLiquid-liquid extraction: Liquid-Liquid Extraction

Data Source

PatentEP3154375B1Method for obtaining sinapic acid from a native material mixture
Publication Date: 2018.07.18 GEA MECHANICAL EQUIP GMBH
  • EP3154375B1 patent drawingFigure 1a~1b
  • EP3154375B1 patent drawingFigure 2

AI summary

Disclosed is the obtaining of one or more products of value, at least one of which is sinapic acid and/or a salt of sinapic acid, from a native material mixture.