Tall Oil Pitch Transesterification for Fatty Acid Recovery

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Solution Overview

Problem

Tall oil pitch, a by-product in the cellulose industry, is difficult to process due to its high viscosity and molecular weight, limiting the separation of its components, particularly fatty acids and sterols, which are more valuable than the pitch itself, and existing methods for recovering fatty acids from their esters are inefficient.

Innovation Solution

The method involves transesterification of sterol esters in tall oil pitch using a small-molecular organic acid, such as formic or acetic acid, to form carboxylic acid esters, facilitating the separation of free fatty acids and sterols at lower pressures through distillation, utilizing high shear forces and ultrasound to disperse and mix the pitch with the acid.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Ease of manufacture

If tall oil pitch is processed by conventional distillation, then separation of components is attempted, but the high viscosity and molecular weight prevent effective separation of fatty acids and sterols

Engineering Contradiction:
Improveseparation of componentsVSAvoidprocessing conditions
Core Design Contradiction:
Ease of manufactureVSDevice complexity

Solution Approach 1:

The patent applies parameter changes by modifying the chemical structure of the pitch components through transesterification. The high molecular weight sterol esters are converted into lower molecular weight compounds (free fatty acids and sterols) by changing the ester bonds, which fundamentally alters the separability of the components without requiring complex processing equipment

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent uses an intermediary chemical reaction (transesterification with methanol or other alcohols) as a mediator to transform the difficult-to-separate sterol esters into separable components. This intermediary step converts the problematic high-viscosity ester bonds into free fatty acids and sterols that can be easily separated by distillation

Inventive Principle:
Principle #24Intermediary (Mediator)

2Ease of manufacture

If high vacuum and high temperature distillation is used to separate pitch components, then separation is attempted, but the high molecular weight of esters prevents reasonable distillation

Engineering Contradiction:
Improvedistillation of pitchVSAvoiddistillation temperature
Core Design Contradiction:
Ease of manufactureVSTemperature

Solution Approach 1:

The patent applies preliminary action by performing transesterification before distillation. The sterol esters are pre-treated with alcohol to break them into free fatty acids and sterols, which have much lower molecular weights and can then be distilled at reasonable temperatures and pressures without requiring extreme conditions

Inventive Principle:
Principle #10Preliminary action

3Productivity

If fatty acids are recovered from tall oil pitch, then valuable components are obtained, but existing hydrolysis methods are inefficient for this application

Engineering Contradiction:
Improverecovery of fatty acidsVSAvoidefficiency of recovery method
Core Design Contradiction:
ProductivityVSEase of manufacture

Solution Approach 1:

The patent replaces the conventional hydrolysis method (which requires water and produces soap intermediates) with a transesterification process using alcohol. This substitution achieves more efficient fatty acid recovery by directly producing free fatty acids and sterol esters that can be easily separated, avoiding the inefficiencies of water-based hydrolysis

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

4Loss of energy

If tall oil pitch is used as fuel, then energy is obtained, but the value is only a fraction of the pure components contained in it

Engineering Contradiction:
Improvefuel value utilizationVSAvoideconomic value of pitch
Core Design Contradiction:
Loss of energyVSProductivity

Solution Approach 1:

The patent applies the extraction principle by separating and recovering the valuable pure components (fatty acids and sterols) from the pitch mixture. Instead of burning the entire pitch as low-value fuel, the process extracts the high-value fatty acids and sterols which can be sold separately, thereby capturing the full economic value of the components contained in the pitch

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 approach increases the yield of fatty acids and simplifies the separation of sterols from tall oil pitch, allowing for more efficient recovery and utilization of these valuable components at reduced processing costs and pressures.

Implementation Method 1

transesterification of sterol esters in tall oil pitch using a small-molecular organic acid, such as formic or acetic acid, to form carboxylic acid esters

Methodology Applied
Scientific EffectTransesterification: Chemical Bonding

Implementation Method 2

utilizing high shear forces and ultrasound to disperse and mix the pitch with the acid

Methodology Applied
Scientific EffectUltrasonic Vibration: Ultrasonic Vibration

Implementation Method 3

facilitating the separation of free fatty acids and sterols at lower pressures through distillation

Methodology Applied
Scientific EffectDistillation: Distillation

Data Source

PatentEP2553064B1Method of treating tall oil pitch
Publication Date: 2017.03.08 FORCHEM
  • EP2553064B1 patent drawing
  • EP2553064B1 patent drawing
  • EP2553064B1 patent drawing

AI summary

A method of treating tall oil pitch, which comprises sterol esters of fatty acids. According to the present invention, the esters of sterols and fatty acids are broken down, in which case especially formic acid esters or acetic acid esters of sterols are formed instead. The free fatty acids and sterol esters generated are distilled or separated in another way. Use of the present invention increases the yield of fatty acids and also facilitates the separation of sterols from tall oil pitch.