Modification Monomer for Modified Conjugated Diene-Based Polymer

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Solution Overview

Problem

Conventional rubber materials for tires face challenges in achieving a balance between low rolling resistance, wet skid resistance, and abrasion resistance due to high steric hindrance issues when introducing functional groups for improved silica affinity, leading to inefficient coupling reactions.

Innovation Solution

A modification monomer with small steric hindrance and multiple amine groups is introduced, which forms a modified conjugated diene-based polymer that enhances rolling resistance and coupling efficiency with modifiers, improving the polymer's viscosity and affinity with fillers.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If a functional monomer with cyclic amine group is introduced to improve silica affinity, then coupling efficiency with silica is improved, but steric hindrance increases and reaction efficiency decreases

Engineering Contradiction:
Improvecoupling efficiency with silicaVSAvoidsteric hindrance
Core Design Contradiction:
ReliabilityVSDevice complexity

Solution Approach 1:

The patent divides the functional group structure into segments: a small steric hindrance core (amine group) and separate affinity-enhancing groups (isocyanate or epoxide groups) positioned to minimize steric interference. This segmentation allows each functional group to perform its specific function without hindering others, resolving the contradiction between coupling efficiency and steric hindrance

Inventive Principle:
Principle #1Segmentation

Solution Approach 2:

The patent introduces intermediary functional groups (isocyanate or epoxide groups) that act as mediators between the rubber polymer and silica filler. These intermediary groups provide both affinity for silica and minimal steric hindrance, enabling efficient coupling without the structural complexity issues caused by direct cyclic amine group attachment

Inventive Principle:
Principle #24Intermediary (Mediator)

2Reliability

If multiple functional groups are introduced to enhance silica affinity, then coupling efficiency is improved, but steric hindrance increases leading to decreased reaction efficiency

Engineering Contradiction:
Improvecoupling efficiencyVSAvoidreaction efficiency
Core Design Contradiction:
ReliabilityVSProductivity

Solution Approach 1:

The patent applies local quality by placing different functional groups (amine, isocyanate, or epoxide) at specific local positions on the rubber polymer chain. This localized arrangement ensures that multiple functional groups can participate in coupling reactions with silica without creating excessive steric hindrance, maintaining both coupling efficiency and reaction efficiency

Inventive Principle:
Principle #3Local quality

Solution Approach 2:

The patent transitions from two-dimensional planar structures (cyclic amine groups) to three-dimensional spatial arrangements where functional groups are positioned in different spatial dimensions. This dimensional change allows multiple functional groups to access reaction sites without steric interference, improving both coupling efficiency and reaction efficiency

Inventive Principle:
Principle #17Another dimension (Dimensionality change)

3Device complexity

If conventional modification monomers are used, then polymer structure is simple, but coupling efficiency with modifiers is insufficient

Engineering Contradiction:
Improvepolymer structure complexityVSAvoidcoupling efficiency with modifiers
Core Design Contradiction:
Device complexityVSReliability

Solution Approach 1:

The patent creates composite functional groups by combining amine groups with isocyanate or epoxide groups in the same polymer chain. This composite structure provides multiple interaction mechanisms with modifiers and silica, significantly improving coupling efficiency while maintaining manageable polymer structure complexity through systematic molecular design

Inventive Principle:
Principle #40Composite materials

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 modified polymer exhibits improved rolling resistance, wet skid resistance, and abrasion resistance, along with increased coupling efficiency and viscosity, effectively addressing the limitations of conventional rubber materials.

Implementation Method 1

introducing a monomer having affinity with silica or introducing a functional group having affinity or reactivity with silica into the terminal of a rubber molecule

Methodology Applied
Scientific EffectChemical bonding: Chemical Bonding

Implementation Method 2

monomer having affinity with silica

Methodology Applied
Scientific EffectAffinity interaction: Adhesive

Implementation Method 3

anionic polymerization initiator

Methodology Applied
Scientific EffectPolymerization: Photopolymerisation

Implementation Method 4

use a separate silane coupling agent to improve the dispersibility or provide coupling between the silica and the rubber

Methodology Applied
Scientific EffectCoupling reaction: Chemical Bonding

Data Source

PatentUS10662143B2Modification monomer, modified conjugated diene-based polymer including the same and method for preparing the polymer
Publication Date: 2020.05.26 LG CHEM LTD
  • US10662143B2 patent drawing
  • US10662143B2 patent drawing
  • US10662143B2 patent drawing

AI summary

The present invention relates to a modification monomer and a modified conjugated diene-based polymer including the same, and more particularly, provides a modification monomer represented by Formula 1 and a modified conjugated diene-based polymer including a repeating unit derived therefrom.