Narrow Range Alcohol Ethoxylates via Cryptand Catalyst

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Solution Overview

Problem

Existing surfactant technologies produce alcohol alkoxylates with broad distributions of ethylene oxide adducts, leading to undesirable side products and inefficiencies in surfactant applications, particularly in detergents, where a narrow range of ethylene oxide molecules is desired for optimal solubility and surface tension reduction.

Innovation Solution

A composition of alcohol ethoxylates with a narrow distribution of ethylene oxide molecules, specifically between 4-14 moles, where greater than 90% of the molecules are within 0-15 moles, and between 35-75% are specifically at 8-10 moles, minimizing side products and enhancing surfactant performance.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Object-generated harmful factors

If base catalysts (e.g., KOH) are used for alkoxylation, then by-product formation is minimized, but the distribution of ethylene oxide adducts becomes broad

Engineering Contradiction:
Improveby-product formationVSAvoiddistribution of ethylene oxide adducts
Core Design Contradiction:
Object-generated harmful factorsVSManufacturing precision

Solution Approach 1:

The patent applies parameter changes by modifying the catalyst system from traditional base catalysts alone to a combination of base catalyst (KOH) with specific additives (cryptand and crown ether). This chemical parameter modification enables the reaction to produce narrow distribution alkoxylates without increasing by-product formation, resolving the contradiction between additive purity and molecular weight distribution control

Inventive Principle:
Principle #35Parameter changes

2Manufacturing precision

If acid catalysts (e.g., BF3) are used for alkoxylation, then narrow distribution of ethylene oxide adducts is achieved, but undesirable side products are produced requiring separation

Engineering Contradiction:
Improvedistribution of ethylene oxide adductsVSAvoidundesirable side products
Core Design Contradiction:
Manufacturing precisionVSObject-generated harmful factors

Solution Approach 1:

The patent transforms the catalyst system parameters from acid catalysts (which provide narrow distribution but create harmful by-products) to a modified base catalyst system with cryptand and crown ether additives. This parameter change maintains the narrow distribution benefit while eliminating the harmful side product formation that characterizes acid-catalyzed reactions

Inventive Principle:
Principle #35Parameter changes

3Ease of manufacture

If a broad distribution of ethylene oxide adducts is produced, then catalyst simplicity is maintained, but surfactant performance deteriorates due to poor solubility and reduced surface tension reduction

Engineering Contradiction:
Improvecatalyst simplicityVSAvoidsurfactant performance
Core Design Contradiction:
Ease of manufactureVSReliability

Solution Approach 1:

The patent modifies the catalyst system parameters by adding cryptand and crown ether to the base catalyst, creating a enhanced catalytic system that produces narrow distribution alkoxylates. This parameter modification improves surfactant performance (solubility and surface tension reduction) while maintaining relative manufacturing simplicity compared to acid catalyst systems

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

The narrow range alcohol ethoxylates exhibit improved stain cleaning abilities and optimal lipophilic-hydrophilic balance, leading to enhanced cleaning performance in detergents without the need for additional separation of side products.

Implementation Method 1

an alkoxylation reaction involving a compound having an active hydrogen, e.g., alcohol, is conducted by the condensation of an alkylene oxide using a suitable catalyst

Methodology Applied
Scientific EffectCondensation reaction:

Implementation Method 2

Both basic, e.g., KOH, and acidic catalysts, e.g., BF3, are known for use in alkoxylating alcohols

Methodology Applied
Scientific EffectCatalysis: Catalysis

Implementation Method 3

an adduct with too many ethylene oxide molecules may likewise be undesirable because surface tension reduction per unit mass decreases drastically with increasing molecular weight

Methodology Applied
Scientific EffectSurface tension reduction: Surface Tension

Data Source

PatentUS11795131B2Narrow range alcohol alkoxylates and derivatives thereof
Publication Date: 2023.10.24 PROCTER & GAMBLE CO
  • US11795131B2 patent drawing
  • US11795131B2 patent drawing
  • US11795131B2 patent drawing

AI summary

The present invention relates generally to narrow range alcohol alkoxylates and derivatives thereof, such as alkyl ether sulfates.