Cross-Linked HEPMA-GMA Copolymers for Active Agent Retention

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Solution Overview

Problem

Existing coating compositions face challenges with active agents being leached from substrates over time, leading to instability and reduced effectiveness in various applications.

Innovation Solution

A copolymer composition of hydroxyethylpyrrolidone methacrylate and glycidyl methacrylate covalently linked with one or more surface-active moieties, forming cross-linked copolymers that are resistant to leaching and can be used in a wide range of applications including adhesives, cosmetics, and pharmaceuticals.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If coating compositions are used to attach active agents to substrates, then the active agents can be applied to substrates, but the active agents are leached from the substrates over time

Engineering Contradiction:
Improveattachment stabilityVSAvoidactive agent leaching
Core Design Contradiction:
ReliabilityVSLoss of substance

Solution Approach 1:

The invention uses a composite polymer system comprising polyhydroxyethylpyrrolidone methacrylate and polyglycidyl methacrylate. The glycidyl methacrylate component provides crosslinking functionality that creates a more robust matrix for anchoring active agents, reducing leaching while the hydroxyethylpyrrolidone component maintains coating flexibility and adhesion properties.

Inventive Principle:
Principle #40Composite materials

Solution Approach 2:

The invention modifies the polymer composition parameters by incorporating specific ratios of hydroxyethylpyrrolidone methacrylate (5-95 wt%) and glycidyl methacrylate (5-95 wt%). This parameter optimization balances the crosslinking density and polymer flexibility, creating a coating matrix that effectively retains active agents while maintaining coating performance.

Inventive Principle:
Principle #35Parameter changes

2Reliability

If cross-linked copolymers are used to prevent leaching, then active agent retention is improved, but the complexity of the copolymer composition increases

Engineering Contradiction:
Improveleaching resistanceVSAvoidcopolymer composition complexity
Core Design Contradiction:
ReliabilityVSDevice complexity

Solution Approach 1:

The invention extracts and utilizes the specific crosslinking functionality of glycidyl methacrylate from complex polymer systems, isolating this key property to achieve leaching resistance. By focusing on this single crosslinking mechanism rather than using complex multi-component systems, the solution achieves reliability without excessive complexity.

Inventive Principle:
Principle #2Taking out (Extraction)

Solution Approach 2:

The invention optimizes the compositional parameters of the copolymer system, specifically controlling the weight percentages of hydroxyethylpyrrolidone methacrylate (5-95 wt%) and glycidyl methacrylate (5-95 wt%). This parameter optimization achieves effective crosslinking for leaching resistance while maintaining a relatively simple two-component system that is easier to manufacture and apply than more complex alternatives.

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 copolymer composition provides stable, long-lasting attachment of active agents to substrates, enhancing the durability and performance of coatings and formulations across multiple industries.

Implementation Method 1

the copolymer is covalently linked to the surface-active moiety

Methodology Applied
Scientific EffectCovalent bonding: Chemical Bonding

Implementation Method 2

forming cross-linked copolymers that are resistant to leaching

Methodology Applied
Scientific EffectCross-linking: Chemical Bonding

Data Source

PatentUS11912831B2Hydroxyethylpyrrolidone ethacrylate/glycidyl ethacrylate copolymers
Publication Date: 2024.02.27 ISP INVESTMENTS LLC
  • US11912831B2 patent drawing
  • US11912831B2 patent drawing
  • US11912831B2 patent drawing

AI summary

This application provides reactive, flexible, water-resistant hydroxyethylpyrrolidone methacrylate/glycidyl methacrylate copolymers having the structure:wherein a and b are integers, the sum of which less than 100, covalently linked to active agents that are useful in a wide variety of compositions. The present application also discloses hydroxyethylpyrrolidonemethacrylate/glycidyl methacrylate copolymer convently linked to one or more surface active moiety having a structure:wherein a, b, and c are integers, the sum of which equals 100, and M is a surface-active moiety.