Ethylenically Unsaturated Silane Compounds for Optical-Fiber Coating Adhesion

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Solution Overview

Problem

Existing adhesion promoters for radiation-curable optical fiber coatings, particularly those containing silane groups, face synthesis challenges such as fast and uncontrolled reactions with isocyanate-functional compounds, sluggish reactions with thiol-functional silanes, and environmental concerns with tin catalysts, leading to inefficient and undesirable color changes.

Innovation Solution

Development of ethylenically unsaturated compounds with specific structural moieties that include silane groups, designed to be inert towards isocyanate groups at low temperatures, allowing for controlled reactions and improved adhesion, suitable for optical fiber coatings.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Productivity

If amino-functional silane is reacted with isocyanate-functional compound, then adhesion promoter is formed, but the reaction is extremely fast and difficult to control

Engineering Contradiction:
Improvereaction speedVSAvoidreaction control
Core Design Contradiction:
ProductivityVSEase of manufacture

Solution Approach 1:

The patent introduces an organobismuth catalyst as an intermediary substance to mediate the reaction between amino-functional silane and isocyanate-functional compound. This catalyst provides controlled catalysis, transforming the uncontrolled extremely fast reaction into a manageable process with appropriate reaction rate and minimal color change.

Inventive Principle:
Principle #24Intermediary (Mediator)

Solution Approach 2:

The patent changes the reaction parameters by using organobismuth catalysts instead of traditional tin catalysts. This parameter change (catalyst type) fundamentally alters the reaction characteristics, achieving both acceptable reaction speed and minimal color change while maintaining environmental friendliness.

Inventive Principle:
Principle #35Parameter changes

2Ease of manufacture

If thiol-functional silane is reacted with isocyanate-functional compound, then adhesion promoter is formed, but the reaction is sluggish and requires significant catalyzation

Engineering Contradiction:
Improvereaction controlVSAvoidreaction speed
Core Design Contradiction:
Ease of manufactureVSProductivity

Solution Approach 1:

The patent changes the catalyst parameter from traditional tin catalysts to organobismuth catalysts. This parameter change optimizes the reaction rate for thiol-functional silane reactions, providing sufficient catalysis to overcome the sluggish reaction while maintaining environmental friendliness and minimizing color change.

Inventive Principle:
Principle #35Parameter changes

3Productivity

If tin catalysts are used for silane reaction, then reaction catalysis is provided, but environmental concerns and undesirable color changes occur

Engineering Contradiction:
Improvereaction catalysisVSAvoidenvironmental impact and color change
Core Design Contradiction:
ProductivityVSObject-affected harmful factors

Solution Approach 1:

The patent replaces persistent tin catalysts with organobismuth catalysts that are more environmentally friendly. Although organobismuth catalysts may have different stability characteristics, they provide the necessary catalysis while reducing environmental impact and minimizing undesirable color changes in the final product.

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

Solution Approach 2:

The patent converts the potential harm of using catalysts (environmental pollution and color change) into a benefit by selecting organobismuth catalysts that provide effective catalysis while being environmentally friendly and producing minimal color change. The harmful effects of traditional catalysts are transformed into advantages through careful catalyst selection.

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

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 new compounds enable efficient synthesis and enhanced adhesion performance, overcoming the drawbacks of existing adhesion promoters by providing stable and environmentally friendly adhesion in optical fiber coatings.

Implementation Method 1

the adhesion promoter may contain reactive groups that allow it to be covalently bonded to the polymer matrix of the coating. In an optical fiber primary coating formulation, for example, the reactive urethane oligomer may itself contain hydrolysable silane groups

Methodology Applied
Scientific EffectHydrolysis: Hydrolysis

Implementation Method 2

the adhesion promoter provides a link between the polymer primary coating and the surface of the optical glass fiber

Methodology Applied
Scientific EffectCondensation: Condensation

Implementation Method 3

radiation curable optical fiber coatings are the cured product of a composition containing a mixture of one or more components possessing one or more ethylenically unsaturated bonds which, under the influence of irradiation, undergo crosslinking by free-radical polymerization

Methodology Applied
Scientific EffectPhotopolymerisation: Photopolymerisation

Data Source

PatentUS12428514B2Ethylenically unsaturated compounds, methods for their preparation, and the use thereof in coating compositions
Publication Date: 2025.09.30 COVESTRO LLC
  • US12428514B2 patent drawing
  • US12428514B2 patent drawing
  • US12428514B2 patent drawing

AI summary

Compounds that contain an ethylenically unsaturated group, a silane group, and an aspartate and/or hydantoin group are described. Also disclosed are methods for producing and using such compounds, such as their use in coating compositions, such as coating compositions suitable for application to optical glass fiber substrates.