N-Protected Hydantoin Functionalized Polymers for Tire Hysteresis
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Solution Overview
Problem
Current rubber vulcanizates used in tire manufacturing exhibit high cold flow and unpredictable hysteresis reduction due to their linear backbone structure, which complicates storage and processing, and existing functionalized polymers are not consistently effective in reducing hysteresis across different polymer types.
Innovation Solution
A method involving the polymerization of conjugated diene monomers using lanthanide-based catalyst systems to produce reactive cis-1,4-polydienes, which are then functionalized with N-protected hydantoin compounds to create polymers with improved cold flow resistance and reduced hysteresis.
Engineering Contradictions & Design Principles
Engineering Contradiction Analysis
1Reliability
If cis-1,4-polydienes are prepared with lanthanide-based catalysts to achieve better tensile properties, higher abrasion resistance, lower hysteresis, and better fatigue resistance, then the polymers exhibit high cold flow which causes problems during storage and transport and hinders the use of automatic feeding equipment
Solution Approach 1:
The patent applies parameter changes by modifying the chemical structure of the polymer through functionalization with N-protected hydantoin compounds. This changes the physical and chemical parameters of the polymer, specifically reducing cold flow while maintaining the beneficial mechanical properties achieved through lanthanide-based catalysis. The functionalization transforms the linear backbone structure into a more complex structure with improved storage stability.
Solution Approach 2:
The patent creates composite materials by combining cis-1,4-polydienes with N-protected hydantoin functional groups. This composite structure integrates the excellent mechanical properties of lanthanide-catalyzed polydienes with the cold flow resistance provided by the hydantoin functionalization, achieving a material that satisfies both performance and processing requirements.
2Loss of energy
If functionalized polymers are employed to reduce the hysteresis of rubber vulcanizates, then the functional group may reduce the number of free polymer chain ends via interaction with filler particles, but whether a particular functional group can reduce hysteresis is often unpredictable
Solution Approach 1:
The patent uses N-protected hydantoin compounds as intermediary functional groups that mediate between the polymer chain ends and filler particles. These functional groups specifically interact with filler particles to reduce free chain ends and thereby reduce hysteresis in a predictable and consistent manner across different polymer types.
Solution Approach 2:
The patent systematically changes the functional group parameter by selecting N-protected hydantoin compounds, which have been found to provide consistent and predictable hysteresis reduction. This parameter selection is based on the specific chemical properties of hydantoin groups that enable reliable interaction with filler particles.
3Ease of manufacture
If functionalized polymers are prepared by post-polymerization treatment of reactive polymers with certain functionalizing agents, then functionalization can be achieved, but whether a reactive polymer can be functionalized by treatment with a particular functionalizing agent can be unpredictable
Solution Approach 1:
The patent demonstrates universality by showing that N-protected hydantoin compounds can successfully functionalize multiple types of reactive polymers, including cis-1,4-polydienes and other polymers with reactive chain ends. This multi-functional capability makes the functionalization process predictable and reliable across different polymer systems.
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 resulting functionalized polymers demonstrate enhanced cold-flow resistance and low hysteresis, making them suitable for tire components with improved mechanical properties and processing ease.
Implementation Method 1
Lanthanide-based catalyst systems are known to be useful for polymerizing conjugated diene monomers to form polydienes having high cis-1,4 linkage contents
Implementation Method 2
reacting the reactive polymer with an N-protected hydantoin compound
Data Source
AI summary
A method for preparing a functionalized polymer, the method comprising the steps of (i) polymerizing monomer to form a reactive polymer; and (ii) reacting the reactive polymer with an N-protected hydantoin compound.


