Epoxysilane Oligomer Stability via pH Control

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Solution Overview

Problem

Existing methods for producing epoxysilane oligomers face challenges such as limited stability, color issues, and high monomer content, which affect their toxicity and industrial applications, particularly in aqueous formulations and food-contact applications.

Innovation Solution

A process using a weakly alkaline catalyst for hydrolysis and condensation, followed by adjusting the pH to prevent ring opening of epoxy groups, results in stable, colorless oligomeric epoxysilanes with low monomer content, minimizing halogen and boron contamination.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If conventional catalysts (fluoride, strong acid, or strong base) are used for hydrolysis and condensation of epoxysilane, then the reaction proceeds, but the epoxy groups are opened and the product shows poor storage stability and discoloration

Engineering Contradiction:
Improvestorage stabilityVSAvoidepoxy group opening
Core Design Contradiction:
ReliabilityVSObject-generated harmful factors

Solution Approach 1:

The patent changes the pH parameter from extreme values (strong acid or base) to a narrow neutral range (pH 6.5-7.5), which prevents epoxy group opening while allowing hydrolysis and condensation to proceed. This parameter optimization resolves the contradiction by finding a condition where the reaction occurs without harmful side reactions.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent introduces neutral salts (ammonium chloride, ammonium sulfate, or ammonium fluorosulfonate) as intermediary catalysts that mediate the hydrolysis and condensation reactions without causing epoxy group opening. These neutral salt catalysts replace the harmful strong acids and bases, enabling the reaction to proceed while maintaining epoxy group integrity and product stability.

Inventive Principle:
Principle #24Intermediary (Mediator)

2Quantity of substance

If the oligomer is produced with complete hydrolysis and condensation, then the molecular weight increases, but the viscosity becomes too high and handling becomes difficult

Engineering Contradiction:
Improvemolecular weightVSAvoidviscosity
Core Design Contradiction:
Quantity of substanceVSEase of operation

Solution Approach 1:

The patent applies partial action by allowing the hydrolysis and condensation reactions to proceed to a controlled extent rather than complete conversion. The neutral salt catalyst and optimized reaction conditions enable the formation of oligomers with moderate molecular weights that balance the desired properties without excessive viscosity, making the product easy to handle while achieving sufficient polymerization.

Inventive Principle:
Principle #16Partial or excessive action

3Productivity

If the oligomer contains high monomer content, then the reactivity is high, but the toxicity increases and the product is unsuitable for food-contact applications

Engineering Contradiction:
ImprovereactivityVSAvoidtoxicity
Core Design Contradiction:
ProductivityVSObject-affected harmful factors

Solution Approach 1:

The patent changes the reaction parameters (pH, catalyst type, temperature, time) to optimize the degree of hydrolysis and condensation, achieving a monomer content of ≤5 mol% in the final oligomer product. This parameter optimization reduces toxicity while maintaining sufficient reactivity for industrial applications, making the product suitable for food-contact uses.

Inventive Principle:
Principle #35Parameter changes

4Productivity

If the oligomer is produced with yellow or orange color, then the reaction is complete, but the product is unsuitable for color-sensitive formulations and applications

Engineering Contradiction:
Improvereaction completionVSAvoidcolor
Core Design Contradiction:
ProductivityVSIllumination intensity

Solution Approach 1:

The patent optimizes reaction parameters including maintaining neutral pH (6.5-7.5), controlling temperature (20-40°C), and using neutral salt catalysts to produce colorless or lightly colored oligomers. These parameter changes prevent the formation of colored byproducts while ensuring complete reaction, yielding a product suitable for color-sensitive applications.

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

The process produces oligomeric epoxysilanes with improved storage stability, reduced toxicity, and enhanced industrial applicability, including better adhesion and corrosion resistance in coatings and adhesives.

Implementation Method 1

A process using a weakly alkaline catalyst for hydrolysis and condensation

Methodology Applied
Scientific EffectHydrolysis: Hydrolysis

Implementation Method 2

A process using a weakly alkaline catalyst for hydrolysis and condensation

Methodology Applied
Scientific EffectCondensation: Condensation

Data Source

PatentEP3628700B13-glycidyloxypropylalkoxysilane oligomer-containing composition, method for their preparation and their use
Publication Date: 2022.06.01 EVONIK OPERATIONS GMBH
  • EP3628700B1 patent drawing
  • EP3628700B1 patent drawing
  • EP3628700B1 patent drawing

AI summary

The present invention relates to a composition comprising a mixture of 3-glycidyloxypropylalkoxysilano oligomers with a proportion of ≥ 60 wt.%, based on the composition, which is stable for storage for at least 8 weeks at a storage temperature of 60 °C, has a color number of ≤ 20 mg Pt-Co/I, a pH of ≥ 3.5 to ≤ 6.5, and a monomer content of silane used in the preparation of the composition of ≤ 5 mol%, based on the molar content of Si in the composition, wherein the proportion of epoxy groups bound in Si compounds and present in the composition is ≥ 95 mol%, based on the molar content of Si in the composition. The invention further relates to a particular process for preparing a composition according to the invention and its use.