Degradable Crosslinking Agent for Fast Oxidative Polymer Breakdown

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Solution Overview

Problem

Existing degradable polymers cross-linked with hydrazine derivatives exhibit insufficient degradation rates when reacted with low concentrations of oxidizing agents.

Innovation Solution

A hydrazine derivative with a highly water-soluble structure is used to enhance degradation rates, generating water-soluble degradation products with a solubility of 30 g/L or more when reacted with oxidizing agents.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Stability of the object's composition

If polymers are cross-linked with hydrazine derivatives to achieve stability in air, then degradation rate with low concentrations of oxidizing agents is insufficient

Engineering Contradiction:
Improvestability in airVSAvoiddegradation rate
Core Design Contradiction:
Stability of the object's compositionVSProductivity

Solution Approach 1:

The invention changes the chemical structure parameters of the hydrazine derivative by introducing water-soluble groups (such as carboxyl, hydroxyl, or amino groups) and adjusting the ratio of hydrophilic to hydrophobic portions. This structural modification enables the cross-linked polymer to maintain air stability while significantly improving degradation rate with low concentrations of oxidizing agents, as the water-soluble groups facilitate better contact and reaction with oxidizing agents in the environment

Inventive Principle:
Principle #35Parameter changes

2Productivity

If hydrazine derivative structure is modified to enhance degradation rate, then water solubility of degradation products must be 30 g/L or more

Engineering Contradiction:
Improvedegradation rateVSAvoidwater solubility of degradation products
Core Design Contradiction:
ProductivityVSQuantity of substance

Solution Approach 1:

The invention applies local quality by introducing specific water-soluble functional groups (carboxyl, hydroxyl, or amino groups) at specific positions within the hydrazine derivative structure. These localized hydrophilic modifications ensure that degradation products achieve sufficient water solubility (30 g/L or more) while maintaining the overall cross-linking functionality and degradation rate enhancement

Inventive Principle:
Principle #3Local quality

3Productivity

If cross-linking agent is designed for rapid degradation, then formability and durability of plastic products may be compromised

Engineering Contradiction:
Improvedegradation efficiencyVSAvoiddurability of plastic products
Core Design Contradiction:
ProductivityVSReliability

Solution Approach 1:

The invention creates a dynamic system where the cross-linked polymer maintains its stable structure under normal use conditions (resisting degradation) but transforms into a rapidly degradable state when exposed to oxidizing agents. The hydrazine derivative cross-links provide initial structural integrity and durability, while the incorporated water-soluble groups enable rapid degradation upon environmental trigger, achieving both durability and high degradation efficiency

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 degradable cross-linking agent achieves an improved degradation efficiency by producing predominantly water-soluble products, facilitating rapid and effective breakdown of cross-linked materials.

Implementation Method 1

These polymers have a diacyl hydrazine structure and are thus stable in the air, while they can be rapidly degraded when reacted with oxidizing agents such as sodium hypochlorite

Methodology Applied
Scientific EffectOxidation: Oxidation

Data Source

PatentEP4685194A1Degradable crosslinking agent
Publication Date: 2026.01.28 NAGASE CHEMTEX CORPORATION
  • EP4685194A1 patent drawing
  • EP4685194A1 patent drawing
  • EP4685194A1 patent drawing

AI summary

The present invention aims to provide a degradable cross-linking agent with an excellent degradation rate. The present invention relates to a degradable cross-linking agent including a compound represented by the following formula (1), the degradable cross-linking agent, when subjected to a reaction with an oxidizing agent after cross-linking, generating at least one water-soluble degradation product including a Z-containing carboxylic acid, a Z-containing alcohol, a Z-containing amine, or a Z-containing thiol and having a water solubility of 30 g/L or more. In formula (1), - n ≥ 1, k ≥ 0, m ≥ 0, p1 ≥ 1, p2 ≥ 1, and p3 ≥ 1; - R1, R2, and R3 each independently represent a single bond or a C1-C500 hydrocarbon group optionally containing a substituent or a heteroatom; - Q1, Q2, and Q3 each independently represent at least one reactive functional group selected from the group consisting of a hydroxy group, an amino group, a thiol group, a hydrazide group, a carboxylic acid group, an acid anhydride group, a vinyl group, an allyl group, an acrylate group, a methacrylate group, a crotonate group, an isoprenyl group, an acrylamide group, a methacrylamide group, a crotonamide group, an epoxy group, an oxetane group, an oxazoline group, an isocyanate group, a carbodiimide group, a methylol group, a silanol group, a hydroxysilyl group, and an alkoxysilyl group; - each A independently represents a carbonyl group or a single bond; and - each Z independently represents a divalent or higher-valent group containing a siloxane structure or a C1-C500 hydrocarbon group optionally containing a heteroatom.