Silicon Compound for Radical Polymerization Grafting

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Solution Overview

Problem

Current methods for grafting polymers onto solid surfaces using radical polymerization initiators, such as silane coupling processes, face inefficiencies and challenges in interaction with polar surfaces like silica in rubber and plastic compositions, particularly in tire applications where high fuel efficiency and low heat generation are required.

Innovation Solution

Development of novel silicon compounds with a radical polymerization initiation group, such as the α-haloester group, which can be immobilized on surfaces and used to initiate living radical polymerization, improving polymer graft chain formation and interaction with silica particles.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Productivity

If silane coupling process is used for grafting polymer on solid substance surface, then polymer graft chain can be formed, but the reaction efficiency is only moderate and the method is not industrially useful

Engineering Contradiction:
Improvereaction efficiencyVSAvoidindustrial usability
Core Design Contradiction:
ProductivityVSEase of manufacture

Solution Approach 1:

The patent changes the chemical parameters of the silane coupling process by using specifically designed polymerization initiators with controlled radical generation capabilities. This allows the reaction to proceed with higher efficiency and controllability, making it suitable for industrial applications while maintaining the grafting function.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent replaces the conventional hydrosilylation reaction mechanism with a radical polymerization initiation mechanism. This substitution enables better control over the grafting process, improves reaction efficiency, and enhances industrial applicability through more predictable and controllable polymer chain formation.

Inventive Principle:
Principle #28Mechanics substitution (Replace mechanical system)

2Productivity

If hydrosilylation reaction is used to produce silicon compound, then reaction efficiency can be improved, but the catalysts are water prohibitive which complicates the process

Engineering Contradiction:
Improvereaction efficiencyVSAvoidprocess complexity
Core Design Contradiction:
ProductivityVSDevice complexity

Solution Approach 1:

The patent extracts and eliminates the water-prohibitive catalyst requirement from the reaction system. By using alternative polymerization initiation mechanisms that do not require sensitive catalysts, the process becomes less complex and more suitable for industrial applications while maintaining high reaction efficiency.

Inventive Principle:
Principle #2Taking out (Extraction)

Solution Approach 2:

The patent employs polymerization initiators that are consumed in the reaction without requiring recovery or special handling. These initiators are used in small amounts and their byproducts are easily managed, simplifying the overall process compared to catalyst systems that require careful management and recovery.

Inventive Principle:
Principle #27Cheap short-living objects (Disposable)

3Temperature

If silica is used as reinforcing agent in rubber composition, then low heat generation is achieved, but the interaction with matrix diene rubber is poor due to high polarity of silica particle surface

Engineering Contradiction:
Improveheat generationVSAvoidinteraction with rubber matrix
Core Design Contradiction:
TemperatureVSStrength

Solution Approach 1:

The patent applies local quality modification by grafting polymer chains specifically onto the silica particle surfaces. This creates a gradient structure where the silica core maintains its low heat generation property while the grafted polymer layer provides improved interaction with the rubber matrix, effectively resolving the contradiction between thermal performance and mechanical bonding.

Inventive Principle:
Principle #3Local quality

Solution Approach 2:

The patent creates a composite structure by combining silica particles with grafted polymer chains. This composite approach allows the silica to provide thermal stability while the polymer layer enhances interfacial adhesion with the rubber matrix, achieving both low heat generation and strong interaction simultaneously.

Inventive Principle:
Principle #40Composite materials

4Stability of the object's composition

If silica is coated with polymer through radical polymerization, then silica dispersibility is improved, but the method requires impregnation with vinyl monomer which adds process steps

Engineering Contradiction:
Improvesilica dispersibilityVSAvoidprocess steps
Core Design Contradiction:
Stability of the object's compositionVSDevice complexity

Solution Approach 1:

The patent merges the monomer impregnation step with the polymerization initiation step by using polymerization initiators that are already present on the silica surface. This combination eliminates the need for separate impregnation and polymerization steps, simplifying the process while achieving improved silica dispersibility through polymer grafting.

Inventive Principle:
Principle #5Merging (Combining)

Solution Approach 2:

The patent performs preliminary action by pre-installing polymerization initiators on the silica particle surfaces during manufacturing. This preliminary preparation eliminates the need for subsequent monomer impregnation steps, as the initiators are already in place to trigger polymerization when needed, thereby simplifying the overall process.

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

The silicon compounds enhance the fixability and dispersibility of polymers on solid surfaces and within matrices, leading to improved properties in rubber and plastic compositions, including enhanced reinforcement and reduced heat generation in tire applications.

Implementation Method 1

A-Z1—S—Z2—Si(OR1)n(R2)3-n where A is a group capable of initiating radical polymerization

Methodology Applied
Scientific EffectRadical polymerization:

Implementation Method 2

a polymerization initiator is immobilized on a particle surface of a solid substance

Methodology Applied
Scientific EffectChemical bonding: Chemical Bonding

Data Source

PatentUS9434794B2Silicon compound and method for producing same, and use thereof
Publication Date: 2016.09.06 TOYO TIRE CORP
  • US9434794B2 patent drawing
  • US9434794B2 patent drawing
  • US9434794B2 patent drawing

AI summary

A novel silicon compound capable of initiating radical polymerization is provided. The silicon compound is represented by the following general formula (1)A-Z1—S—Z2—Si(OR1)n(R2)3-n  (1)wherein A is a group capable of initiating radical polymerization, Z1 and Z2 are each independently a bivalent group that has at least a carbon atom, R1 and R2 are each independently an alkyl group having from 1 to 3 carbon atoms, and n is an integer of 1 to 3. A radical polymerization initiator comprising the silicon compound, and a polymer obtained by radical polymerization of a monomer with the radical polymerization initiator are also provided. Also provided is a complex having a polymer graft chain formed on a solid substance surface with the use of the silicon compound.