Polyglycerol Ether Synthesis via Direct Condensation

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Solution Overview

Problem

Current processes for producing polyglycerol ethers, such as those using chlorohydrin or glycidol, result in products with undesired chlorine compounds, safety concerns, high costs, and complexity, making them unsuitable for cosmetics, food, and detergents due to the presence of carcinogenic and mutagenic by-products.

Innovation Solution

A direct method involving the reaction of glycerin and/or polyglycerol with fatty alcohols in the presence of a distillable co-solvent, emulsifier, and a catalyst, allowing for the production of alkyl mono and polyglycerides that are free from hazardous CMRs and exhibit improved yield and surface activity.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Ease of manufacture

If chlorohydrin or glycidol-based processes are used to produce polyglycerol ethers, then the production process can be established, but the product contains undesired chlorine compounds and carcinogenic by-products that make it unsafe for cosmetics and food applications

Engineering Contradiction:
Improveestablishability of production processVSAvoidpresence of chlorine compounds and carcinogenic by-products
Core Design Contradiction:
Ease of manufactureVSObject-affected harmful factors

Solution Approach 1:

The invention extracts and eliminates the harmful chlorine-containing intermediates (epichlorohydrin, chlorohydrin) and carcinogenic compounds (glycidol) from the synthesis pathway. By using a direct condensation reaction between glycerol and fatty alcohols, the process removes the need for these hazardous substances while maintaining product formation capability.

Inventive Principle:
Principle #2Taking out (Extraction)

Solution Approach 2:

The invention introduces a safe intermediary reaction system using glycerol, fatty alcohols, and catalysts that mediates the formation of polyglycerol ethers without requiring hazardous chlorohydrin or glycidol intermediates. This intermediary pathway produces the same end product through a chemically safe route.

Inventive Principle:
Principle #24Intermediary (Mediator)

2Quantity of substance

If conventional processes are used to produce high degree of polymerization, then polyglycerol ethers can be obtained, but the process becomes complicated and costs increase

Engineering Contradiction:
Improvedegree of polymerizationVSAvoidcomplication of reaction steps
Core Design Contradiction:
Quantity of substanceVSDevice complexity

Solution Approach 1:

The invention merges multiple separate reaction steps into a single direct condensation process. Instead of requiring separate protection, reaction, and deprotection steps, the process combines glycerol and fatty alcohol in one reaction vessel with a catalyst to achieve polymerization directly, simplifying the overall procedure while maintaining high degree of polymerization.

Inventive Principle:
Principle #5Merging (Combining)

Solution Approach 2:

The invention enables continuous polymerization through a single reaction step that proceeds from monomers to high polymerization degrees without interruption. The direct condensation reaction maintains continuous useful action by allowing the system to progress through polymerization stages in one continuous process rather than requiring discrete stepped reactions.

Inventive Principle:
Principle #20Continuity of useful action

3Productivity

If phenolic compounds with high reactivity are used, then reaction proceeds efficiently, but safety concerns arise due to carcinogenic properties and handling requirements

Engineering Contradiction:
Improvereaction efficiencyVSAvoidcarcinogenic properties and safety hazards
Core Design Contradiction:
ProductivityVSObject-affected harmful factors

Solution Approach 1:

The invention replaces expensive and hazardous phenolic compounds with readily available, safe, and inexpensive glycerol and fatty alcohols. These substitute reactants provide sufficient reactivity for efficient polymerization without the carcinogenic properties and special handling requirements of phenolic compounds, making the process both economically and safety-wise superior.

Inventive Principle:
Principle #27Cheap short-living objects (Disposable)

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

The method yields high-quality polyglycerol ethers that are cost-effective, safe, and suitable for various industrial applications, replacing linear and branched alkylphenol ethoxylates, with improved resistance to hydrolysis and water-solubility, while avoiding the use of hazardous chemicals.

Implementation Method 1

the reaction of glycerin and/or polyglycerol and one or more fatty alcohols in the presence of a distillable co-solvent, emulsifier, and a catalyst

Methodology Applied
Scientific EffectCatalysis: Catalysis

Implementation Method 2

in the presence of a distillable co-solvent, emulsifier, and a catalyst

Methodology Applied
Scientific EffectSolvation: Solvation

Implementation Method 3

in the presence of a distillable co-solvent, emulsifier, and a catalyst

Methodology Applied
Scientific EffectEmulsion: Emulsion

Data Source

PatentEP2651867B1Process for making polyglycerol ethers of fatty alcohols
Publication Date: 2017.02.01 RHODIA OPERATIONS SAS
  • EP2651867B1 patent drawing
  • EP2651867B1 patent drawing
  • EP2651867B1 patent drawing

AI summary

Disclosed are processes relating to the production of polyglycerol ethers of fatty alcohols, in particular, one step process using fatty alcohol and glycerine to synthesize polyglycerides of fatty alcohols will provide a 100 % renewable surfactant that is cost effective efficient and CMR free. The synthetic methods mentioned in prior art uses hazardous chemicals as glycidyl ethers, epichlorohydrin that are listed as CMR and known carcinogens and hazardous to handle.