Alkaline-Stable Soil Release Polymers with Aromatic Terephthalate Units

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Solution Overview

Problem

Soil release polymers used in alkaline liquid detergents are susceptible to hydrolysis, leading to reduced stability and performance when exposed to alkaline pH conditions, especially in the presence of triethanolamine, which catalyzes the cleavage of ester bonds, resulting in unsatisfactory wash performance.

Innovation Solution

A linear soil release polymer with a specific formula, X-[(EO)q-block-(PO)p]-[(A-R1-A-R2)n-A-R1-A-(PO)p-block-(EO)q]-X, where the PO blocks are adjacent to end ester moieties, hindering hydrolytic attack and enhancing stability, is developed, allowing for incorporation in alkaline detergent liquids with triethanolamine without significant degradation.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If conventional soil release polymers are used in alkaline liquid detergents, then excellent soil release performance is achieved, but the polymers undergo hydrolysis and lose stability during storage

Engineering Contradiction:
Improvestability of soil release polymerVSAvoidresistance to hydrolysis
Core Design Contradiction:
ReliabilityVSStability of the object's composition

Solution Approach 1:

The patent changes the chemical parameters of the soil release polymer by incorporating aromatic rings (such as terephthalate units) into the polymer backbone. This structural modification increases the polymer's resistance to alkaline hydrolysis while maintaining its soil release performance, resolving the contradiction between reliability and compositional stability.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent creates a composite polymer structure combining aliphatic and aromatic ester units within the same polymer chain. The aromatic segments provide hydrolytic stability while the aliphatic segments maintain soil release functionality, achieving both stability and performance simultaneously.

Inventive Principle:
Principle #40Composite materials

2Productivity

If triethanolamine is added to boost surfactant performance, then washing performance is improved, but hydrolysis of the soil release polymer is catalyzed

Engineering Contradiction:
Improvewashing performanceVSAvoidcatalysis of ester bond cleavage
Core Design Contradiction:
ProductivityVSObject-affected harmful factors

Solution Approach 1:

The patent applies preliminary anti-action by pre-modifying the soil release polymer with aromatic units before exposure to triethanolamine. This structural preparation creates resistance against the catalytic effect of triethanolamine, preventing hydrolysis while allowing the buffer to maintain its performance-boosting function.

Inventive Principle:
Principle #9Preliminary anti-action

3Reliability

If low molecular weight polymers are used, then performance in powder compositions is excellent, but susceptibility to alkaline hydrolysis increases

Engineering Contradiction:
Improveperformance in powder compositionsVSAvoidsusceptibility to hydrolysis
Core Design Contradiction:
ReliabilityVSObject-affected harmful factors

Solution Approach 1:

The patent changes the chemical composition parameters rather than relying solely on molecular weight. By incorporating aromatic terephthalate units into the polymer structure, the patent achieves hydrolytic stability even at low molecular weights, maintaining both powder composition performance and liquid detergent stability.

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 polymer maintains excellent soil release performance and stability in alkaline conditions, even when stored with triethanolamine, ensuring robust commercial detergent performance by protecting ester bonds from hydrolysis and maintaining fabric substantivity.

Implementation Method 1

the resistance of the SRP to hydrolysis on storage in the detergent liquid at pH from 7.5 to 9.0

Methodology Applied
Scientific EffectHydrolysis: Hydrolysis

Implementation Method 2

The inclusion of Triethanolamine (TEA) in the composition makes matters worse as it appears to catalyse the cleavage of ester bonds present in the SRP

Methodology Applied
Scientific EffectCatalysis: Catalysis

Data Source

PatentEP2670787B1Soil release polymers
Publication Date: 2015.08.05 UNILEVER PLC
  • EP2670787B1 patent drawing
  • EP2670787B1 patent drawing
  • EP2670787B1 patent drawing

AI summary

A linear soil release polymer with the formula (I): X-[(EO)q-block-(PO)p]-[(A-R1-A-R2)n]-A-R1-A-[(PO)p-block-(EO)q] -X (I) where the linking moieties A are esters, where the R1 moieties are 1,4 - phenylene moities, where the R2 moieties are substituted ethylene moieties having C1-4 alkyl substituents and the R2 moieties comprise substituted ethylene moieties derived from the condensation of 2,3 butane diol, where the EO blocks are 100% ethylene oxide (CH2CH2O), where the PO blocks are 100% propylene oxide (CH2CH(CH3)O), where p is a number from 2 to 50, preferably from 5 to 45, more preferably from 6 to 40, yet more preferably from 7 to 40 and most preferably from 8 to 40, even from 1 1 to 35; where q is a number from 6 to 120, preferably 18 to 80, most preferably 40 to 70, provided that q is greater than p and preferably q is at least 1.5 times as large as p; where X is a suitable capping moiety, preferably selected from C1-4 alkyl, branched and unbranched; where n is a number from 2 to 16.