Functionalized Oligomers via ROMP Chain Transfer Control

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Solution Overview

Problem

There is a demand for low-molecular weight, high-glass transition temperature resins for applications such as adhesives and tire additives, which require tailored properties to enhance filler interactions and optimize tire performance, but existing methods lack flexibility in preparing these materials with desired properties.

Innovation Solution

The method involves ring opening metathesis polymerization (ROMP) of sterically encumbered cyclic monomers, using variable amounts of olefinic chain transfer agents to control chain length and functionalize the resulting oligomers, allowing for the preparation of functionalized oligomers with specific properties suitable for tire additives and reactive adhesives.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Adaptability or versatility

If conventional polymerization methods are used to prepare low-molecular weight resins, then production is possible, but the methods lack flexibility in preparing materials with desired properties such as controlled molecular weight and glass transition temperature

Engineering Contradiction:
Improveflexibility in preparing materials with desired propertiesVSAvoidcontrol over molecular weight and glass transition temperature
Core Design Contradiction:
Adaptability or versatilityVSManufacturing precision

Solution Approach 1:

The patent applies parameter changes by systematically varying the chain transfer agent to monomer ratio, catalyst type, and reaction conditions to precisely control oligomer molecular weight and glass transition temperature. This enables flexible preparation of materials with tailored properties for specific applications while maintaining manufacturing precision through controlled parameter adjustment.

Inventive Principle:
Principle #35Parameter changes

2Adaptability or versatility

If existing polymerization methods are used, then resins can be produced, but they cannot provide tailored properties to enhance filler interactions and optimize tire performance

Engineering Contradiction:
Improvetailored properties for filler interactionsVSAvoidperformance consistency in tire applications
Core Design Contradiction:
Adaptability or versatilityVSReliability

Solution Approach 1:

The patent applies local quality by introducing functional groups at specific locations within the oligomer structure through selective chain transfer agents and comonomers. This creates localized functional regions that enhance filler interactions while maintaining overall oligomer stability, providing tailored properties for specific performance requirements in tire applications.

Inventive Principle:
Principle #3Local quality

3Ease of manufacture

If low molecular weight oligomers are prepared without functionalization, then production is simpler, but functionalized versions are particularly desired for reactive adhesives and specialized applications

Engineering Contradiction:
Improvesimplicity of production processVSAvoidfunctionalization for reactive adhesives
Core Design Contradiction:
Ease of manufactureVSAdaptability or versatility

Solution Approach 1:

The patent applies preliminary action by incorporating functional groups during the oligomerization reaction itself through functionalized chain transfer agents and comonomers, rather than requiring subsequent separate functionalization steps. This integrates functionality into the base production process, maintaining ease of manufacture while achieving the desired adaptability for reactive adhesives and specialized applications.

Inventive Principle:
Principle #10Preliminary action

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

This approach enables the production of functionalized oligomers with controlled molecular weights and glass transition temperatures, improving filler interactions and tire performance, while providing a versatile platform for tailoring resin properties.

Implementation Method 1

ring opening metathesis polymerization (ROMP) of sterically encumbered cyclic monomers

Methodology Applied
Scientific EffectRing opening metathesis polymerization: Chemical Bonding

Data Source

PatentUS11926696B2Functionalized low molecular weight sterically encumbered oligomers
Publication Date: 2024.03.12 EXXONMOBIL CHEMICAL PATENTS INC
  • US11926696B2 patent drawing
  • US11926696B2 patent drawing
  • US11926696B2 patent drawing

AI summary

Low molecular weight, high Tg resins, with applications including tire additives and adhesives. An oligomer is obtained by ring opening metathesis polymerization (ROMP) of a sterically encumbered cyclic monomer with an olefinic chain transfer agent. The sterically encumbered cyclic monomer and the olefinic chain transfer agent are present in the polymerization at a molar ratio of from 2:1 to about 40:1. Also, methods for making the oligomer by ROMP.