Hyperbranched Polymer Solubilization via Polyether Linker Ratios

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Solution Overview

Problem

Current hyperbranched polymers are inadequate for solubilizing sparingly soluble active ingredients, particularly in aqueous media, as they do not maximize solubilization capacity, stability, and are not readily preparable on an industrial scale.

Innovation Solution

A hyperbranched polymer comprising a hyperbranched polycondensate with hydroxyl and/or amino end groups connected to polyethylene glycol monomethyl ethers and poly(C2-C3)alkylene glycol mono-(C8-C22)-alkyl ethers, with a weight ratio of 9:1 to 1:9, enhancing solubility and stability while being water-soluble or water-dispersible.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Quantity of substance

If conventional hyperbranched polymers are used for solubilizing active ingredients, then some solubilization is achieved, but the solubilization capacity is not maximized and stability is insufficient

Engineering Contradiction:
Improvesolubilization capacityVSAvoidstability
Core Design Contradiction:
Quantity of substanceVSReliability

Solution Approach 1:

The patent uses a composite hyperbranched polymer structure combining polycondensate core with polyether side chains. This composite architecture provides both high solubilization capacity through the hydrophobic core and excellent stability through the hydrophilic shell, resolving the contradiction between quantity and reliability.

Inventive Principle:
Principle #40Composite materials

Solution Approach 2:

The polymer structure exhibits local quality differentiation: the core region provides hydrophobic interactions for active ingredient binding, while the peripheral polyether chains provide hydrophilic stability and water solubility. This spatial separation of functions simultaneously achieves high solubilization capacity and stability.

Inventive Principle:
Principle #3Local quality

2Reliability

If hyperbranched polymers with complex structures are synthesized, then solubilization performance improves, but industrial-scale preparation becomes difficult

Engineering Contradiction:
Improvesolubilization performanceVSAvoidindustrial scalability
Core Design Contradiction:
ReliabilityVSEase of manufacture

Solution Approach 1:

The polymer is segmented into modular components: a hyperbranched polycondensate core and separate polyether side chains. This segmentation allows independent optimization and simplifies the synthesis process, making it suitable for industrial-scale production while maintaining high solubilization performance.

Inventive Principle:
Principle #1Segmentation

Solution Approach 2:

The patent optimizes parameters such as the weight ratio of core to shell components and the degree of branching to achieve the desired balance between performance and manufacturability. These parameter adjustments enable industrial scalability while maintaining solubilization effectiveness.

Inventive Principle:
Principle #35Parameter changes

3Quantity of substance

If anionic groups are present in the polymer, then solubilization occurs, but interactions with formulation components cause instability

Engineering Contradiction:
ImprovesolubilizationVSAvoidformulation stability
Core Design Contradiction:
Quantity of substanceVSStability of the object's composition

Solution Approach 1:

The patent converts the potential harm of anionic group interactions into a benefit by using neutral polyether side chains that provide solubilization through hydrophilic interactions rather than ionic interactions. This eliminates unwanted formulation interactions while maintaining solubilization capacity.

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

Solution Approach 2:

The polyether side chains act as intermediary structures that mediate between the hydrophobic core and the aqueous environment, providing solubilization without direct ionic interactions with formulation components. This intermediary layer prevents instability while maintaining solubilization function.

Inventive Principle:
Principle #24Intermediary (Mediator)

4Ease of manufacture

If the polymer structure is simplified for easier manufacture, then industrial preparation becomes feasible, but polarity adjustment precision is reduced

Engineering Contradiction:
Improvemanufacturing simplicityVSAvoidpolarity adjustment precision
Core Design Contradiction:
Ease of manufactureVSManufacturing precision

Solution Approach 1:

The polymer structure incorporates dynamic adjustability through variable parameters such as the weight ratio of core to shell components and the molecular weight distribution of polyether chains. These dynamic parameters allow precise polarity adjustment while maintaining manufacturing simplicity through standard polymerization techniques.

Inventive Principle:
Principle #15Dynamics

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 achieves high active ingredient solubilization concentrations, simple industrial-scale preparation, and excellent storage stability without anionic groups, allowing for precise polarity adjustment and avoiding interactions with other formulation components.

Implementation Method 1

the polymer achieves high active ingredient solubilization concentrations

Methodology Applied
Scientific EffectHydrophobic interaction: Hydrophobe

Implementation Method 2

hyperbranched polymer comprising a hyperbranched polycondensate with hydroxyl and/or amino end groups connected to polyethylene glycol monomethyl ethers

Methodology Applied
Scientific EffectHydrogen bonding:

Implementation Method 3

polyethylene glycol monomethyl ethers and poly(C2-C3)alkylene glycol mono-(C8-C22)-alkyl ethers, with a weight ratio of 9:1 to 1:9, enhancing solubility and stability while being water-soluble or water-dispersible

Methodology Applied
Scientific EffectHydrophilic interaction: Hydrophile

Implementation Method 4

hyperbranched polymer comprising a hyperbranched polycondensate with hydroxyl and/or amino end groups connected to polyethylene glycol monomethyl ethers and poly(C2-C3)alkylene glycol mono-(C8-C22)-alkyl ethers

Methodology Applied
Scientific EffectSteric hindrance:

Data Source

PatentUS10316131B2Hyperbranched polymer modified with isocyanate linker and mix of short and long chain alkyl polyether
Publication Date: 2019.06.11 BASF SE
  • US10316131B2 patent drawing
  • US10316131B2 patent drawing
  • US10316131B2 patent drawing

AI summary

The invention relates to a hyperbranched polymer comprising:a) a hyperbranched polycondensate with hydroxyl end groups, amino end groups, or a combination thereof condensed tob) one or more linking groups connected toc1) one or more polyethylene glycol monomethyl ethers andc2) one or more poly(C2-C3)alkylene glycol mono-(C8-C22)-alkyl ethers, wherein the weight ratio of components c1):c2) is from 9:1 to 1:9. It further relates to a process for producing the polymer, to a composition comprising the polymer and an active ingredient, and to a method for controlling phytopathogenic fungi or undesired vegetation or insect or acarid infestations or for regulating the growth of plants.