Organofunctional Silanes with Blocked Mercaptan for Low Viscosity

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Solution Overview

Problem

Existing organosilane derivatives face issues such as high viscosities, gellation, flammability risks, and volatile organic compound (VOC) emissions, which limit their effectiveness in elastomer manufacturing and tire production, particularly due to the formation of bridged or cyclic structures and the use of ether-based compounds.

Innovation Solution

The development of organofunctional silane compositions that include both mercaptan and blocked mercaptan functionalities, achieved through the transesterification of mercaptosilanes and blocked mercaptosilanes with polyhydroxy-containing compounds, which form bridged dialkoxysilane structures, reducing VOC emissions and improving coupling efficiency between inorganic fillers and organic polymers.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If glycol derivatives of organosilanes are used, then coupling efficiency is improved, but viscosity increases and gellation occurs

Engineering Contradiction:
Improvecoupling efficiencyVSAvoidviscosity and gellation
Core Design Contradiction:
ReliabilityVSEase of manufacture

Solution Approach 1:

The patent changes the molecular structure parameters of the silane derivative by using specific glycol spacers with controlled chain lengths and introducing blocked mercaptan groups, which modifies the physical properties to reduce viscosity and prevent gellation while maintaining coupling efficiency

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The invention creates a composite structure combining silane functional groups with glycol-based spacer molecules, forming a hybrid organic-inorganic coupling agent that balances reactivity with processability

Inventive Principle:
Principle #40Composite materials

2Reliability

If polyether-based monol derivatives of sulfur silanes are used, then coupling efficiency is improved, but flammability risk increases due to peroxide formation

Engineering Contradiction:
Improvecoupling efficiencyVSAvoidflammability risk
Core Design Contradiction:
ReliabilityVSObject-affected harmful factors

Solution Approach 1:

The patent removes the polyether component from the silane structure, extracting the harmful peroxide-forming ether linkages while retaining the essential coupling functionality through alternative glycol-based spacer design

Inventive Principle:
Principle #2Taking out (Extraction)

Solution Approach 2:

The invention converts the potential harm of ether peroxide formation into a benefit by deliberately avoiding ether linkages and using hydrocarbon-based glycol spacers that do not form peroxides, thereby eliminating flammability risks while maintaining coupling performance

Inventive Principle:
Principle #22Blessing in disguise (Convert harm into benefit)

3Productivity

If blocked mercaptosilanes with monofunctional alcohol-derived hydrolyzable groups are used, then manufacturing steps are reduced, but VOC emissions increase

Engineering Contradiction:
Improvemanufacturing stepsVSAvoidVOC emissions
Core Design Contradiction:
ProductivityVSObject-generated harmful factors

Solution Approach 1:

The patent changes the hydrolyzable group from simple monofunctional alcohol derivatives to glycol-derived multifunctional groups, which alters the emission profile by reducing VOC volatility while maintaining the simplified processing advantage

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The glycol-based spacer acts as an intermediary structure that connects the mercaptan functional group with the hydrolyzable alkoxy groups, mediating between the need for simple processing and the requirement to minimize harmful emissions

Inventive Principle:
Principle #24Intermediary (Mediator)

4Reliability

If high levels of mercaptosilane are used to improve coupling efficiency, then coupling performance is improved, but scorch time decreases

Engineering Contradiction:
Improvecoupling efficiencyVSAvoidscorch time
Core Design Contradiction:
ReliabilityVSLoss of time

Solution Approach 1:

The patent changes the chemical structure by introducing blocked mercaptan groups that can be progressively released, modifying the reactivity profile to extend scorch time while maintaining ultimate coupling efficiency through controlled deblocking during curing

Inventive Principle:
Principle #35Parameter changes

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

These compositions exhibit longer scorch times and improved performance in cured articles by reducing rolling resistance, heat build-up, and wear, while minimizing VOC emissions and processing viscosity, thus enhancing the manufacturing process and product properties.

Implementation Method 1

achieved through the transesterification of mercaptosilanes and blocked mercaptosilanes with polyhydroxy-containing compounds, which form bridged dialkoxysilane structures

Methodology Applied
Scientific EffectTransesterification: Chemical Bonding

Data Source

PatentEP2332945B9Organofunctional silanes and their mixtures
Publication Date: 2013.05.29 MOMENTIVE PERFORMANCE MATERIALS INC

AI summary

Organofunctional silanes, inclusive of dimers and oligomers, are provided in which individual silanes possess both free and blocked mercaptan functionality or particular mixtures of the organofunctional silanes possess both free and blocked mercaptan functionality. The organofunctional silanes and silane mixtures are useful, inter alia, as coupling agents for elastomeric compositions, e.g., rubber formulations employed in the manufacture of tires, where they exhibit a desirable balance of low scorch and good performance properties