Ionic Liquid Catalyst for Waste Oil Transacylation

Resolve Bottlenecks,
Find Innovative Solutions
Generate Solutions

Solution Overview

Problem

Current methods for processing waste edible oil into biodiesel face challenges such as product stratification, waste acid treatment, and equipment corrosion, while also requiring stringent feedstock qualities and generating waste water, which hinder the effective utilization of waste edible oil and glycerol produced during transesterification.

Innovation Solution

A method using a water-based acidic ionic liquid (IL) as a catalyst for transacylation and addition acetoxylation of oil, where an organic nitrogen-containing compound reacts with an alkyl sultone to form a zwitterionic compound, which is then mixed with a Bronsted strong acid to create a clear viscous IL, facilitating the conversion of waste edible oil into stabilized acetoxy fatty acid (AFFA) and glycerol triacetate (GTA) under controlled temperature and time conditions, allowing for recycling of the IL and acetic acid.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Productivity

If liquid acidic catalysts (sulfuric acid, hydrofluoric acid, p-toluenesulfonic acid, trifluoromethane sulfonic acid, heteropoly acid) are used for transacylation and addition acetoxylation, then the reaction efficiency is improved, but waste acid treatment and equipment corrosion problems occur

Engineering Contradiction:
Improvereaction efficiencyVSAvoidwaste acid treatment and equipment corrosion
Core Design Contradiction:
ProductivityVSObject-generated harmful factors

Solution Approach 1:

The patent uses an ionic liquid as an intermediary catalyst that mediates the transacylation and addition acetoxylation reactions. The ionic liquid serves as a green alternative to traditional liquid acidic catalysts, maintaining high reaction efficiency while eliminating waste acid treatment and equipment corrosion issues. The ionic liquid's unique properties allow it to function as a stable, non-corrosive catalyst that can be easily separated from the reaction mixture.

Inventive Principle:
Principle #24Intermediary (Mediator)

Solution Approach 2:

The patent changes the physical and chemical parameters of the catalyst from traditional liquid acids to ionic liquids. This parameter change involves altering the catalyst's molecular structure, physical state, and chemical properties to achieve both high reaction efficiency and environmental compatibility. The ionic liquid's specific physical properties (viscosity, density, thermal stability) are optimized to maintain catalytic activity while eliminating harmful effects.

Inventive Principle:
Principle #35Parameter changes

2Productivity

If traditional transesterification process is used to convert waste edible oil into biodiesel, then the production of FAME is achieved, but product stratification and precipitation of ASG and SG occur

Engineering Contradiction:
Improvebiodiesel productionVSAvoidproduct stratification and precipitation
Core Design Contradiction:
ProductivityVSStability of the object's composition

Solution Approach 1:

The patent extracts and removes the problematic components (ASG and SG) from the reaction system by using selective catalysis. The ionic liquid catalyst promotes transacylation that converts ASG and SG into soluble forms, effectively removing the precipitation issue. The catalyst selectively acts on the problematic compounds to transform them into stable, soluble products that remain in the biodiesel phase.

Inventive Principle:
Principle #2Taking out (Extraction)

Solution Approach 2:

The patent changes the reaction parameters by using ionic liquid catalysis instead of traditional base catalysis. This parameter change alters the reaction mechanism and product distribution, preventing the formation of insoluble ASG and SG while maintaining high FAME production efficiency. The ionic liquid's unique catalytic properties modify the reaction pathway to eliminate stratification and precipitation issues.

Inventive Principle:
Principle #35Parameter changes

3Productivity

If liquid-phase alkali catalysts are used for transesterification, then FAME production is efficient, but stringent feedstock quality requirements and waste water generation occur

Engineering Contradiction:
ImproveFAME production efficiencyVSAvoidfeedstock quality requirements and waste water treatment
Core Design Contradiction:
ProductivityVSEase of manufacture

Solution Approach 1:

The patent uses an ionic liquid as an intermediary catalyst that mediates the transesterification reaction. This green catalyst alternative maintains high FAME production efficiency while eliminating the need for stringent feedstock quality control and waste water treatment. The ionic liquid's unique properties allow it to work with broader feedstock ranges and produce no harmful waste water.

Inventive Principle:
Principle #24Intermediary (Mediator)

Solution Approach 2:

The patent converts the harmful effects of traditional alkali catalysis (waste water generation, feedstock sensitivity) into beneficial aspects of ionic liquid catalysis. The ionic liquid system eliminates waste water production entirely and provides tolerance for varied feedstock qualities, turning the previous disadvantages into advantages through the unique chemical properties of ionic liquids.

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

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 improves the yield and selectivity of AFFA and GTA, reduces waste acid treatment, and prevents equipment corrosion, enabling the effective conversion of waste edible oil into high-value, environmentally friendly non-toxic biomass ester products, while also addressing issues of product stratification and feedstock quality.

Implementation Method 1

reacting an organic nitrogen-containing compound with an alkyl sultone to obtain a white solid of a zwitterionic compound

Methodology Applied
Scientific EffectChemical Bonding: Chemical Bonding

Implementation Method 2

reacted with a Bronsted strong acid in HOAc to obtain a clear viscous water-based acidic IL

Methodology Applied
Scientific EffectProton transfer:

Implementation Method 3

using the oil and HOAc as a reactant feedstock and the IL as a catalyst to process transacylation

Methodology Applied
Scientific EffectCatalysis: Catalysis

Implementation Method 4

addition acetoxylation of unsaturated fatty acid for generating stabilized fatty acids

Methodology Applied
Scientific EffectCatalysis: Catalysis

Implementation Method 5

recycling HOAc through vacuuming by heating under a reduced pressure

Methodology Applied
Scientific EffectVacuum distillation: Vacuum Distillation

Implementation Method 6

stratifying a product and the IL by staying still; taking out the product at upper layer and leaving the IL at lower layer

Methodology Applied
Scientific EffectStratification:

Data Source

PatentUS9586886B1Method of fabricating fatty acids through transacylation
Publication Date: 2017.03.07 CPC CORPORATION
  • US9586886B1 patent drawing
  • US9586886B1 patent drawing
  • US9586886B1 patent drawing

AI summary

Fatty acids are produced through transacylation. An organic nitrogen-containing compound is reacted with alkyl sultone to generate a white solid of a zwitterionic compound. After being purified and dried, the white solid is powdered to be reacted with a Bronsted strong acid for obtaining a clear viscous water-based acidic ionic liquid (IL) as a catalyst used used to effectively process transacylation between oil and acetic acid (HOAc) for fabricating fatty acid (FFA) and glycerol triacetate (GTA). Therein, unsaturated fatty acid is simultaneously processed through addition acetoxylation to obtain stabilized acetoxy fatty acid (AFFA). After, HOAc is recycled through vacuuming. Then, the product and the IL are stratified. The product at upper layer is taken out. The IL at lower layer can be recycled for processing transacylation and addition acetoxylation repeatedly. Therein, fatty acids including the stabilized AFFA are obtained from the product after taking out GTA through vacuum distillation.