Polycarbosiloxane Monomers for Oxygen-Permeable Silicone Hydrogels

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Solution Overview

Problem

There is a need for new monomers that can produce silicone hydrogels for soft contact lenses with high oxygen permeability, suitable water content, sufficient elasticity, and comfort, as existing monomers do not fully meet the desired modulus and biocompatibility requirements.

Innovation Solution

The development of mono ethylenically unsaturated polymerizable group containing polycarbosiloxane monomers, which can be polymerized to form polymeric compositions with desirable physical characteristics, such as low modulus of elasticity and improved hydrolytic stability, by incorporating specific monomers like those described in formulas I to XVI, and their use in monomer mixes with hydrophilic and hydrophobic monomers for ophthalmic devices.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If conventional silicone macromers and cross-linkers are used to form hydrogels, then oxygen permeability is improved, but the modulus of elasticity remains too high for soft contact lenses

Engineering Contradiction:
Improveoxygen permeabilityVSAvoidmodulus of elasticity
Core Design Contradiction:
ReliabilityVSStrength

Solution Approach 1:

The patent changes the chemical parameters of the cross-linking monomers by using polycarbosiloxane backbones with specific structures ( formulas I-XVI) instead of conventional polysiloxane cross-linkers. This parameter change in molecular structure enables lower cross-linking density and reduced modulus while preserving oxygen permeability through the silicone-containing hydrophobic domains.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent creates composite hydrogel structures combining hydrophilic polymer networks with hydrophobic silicone-containing polycarbosiloxane domains. This composite approach allows the hydrophobic regions to maintain oxygen permeability while the hydrophilic matrix provides softness and flexibility, resolving the contradiction between oxygen transport and mechanical softness.

Inventive Principle:
Principle #40Composite materials

2Strength

If cross-linking density is increased to improve elasticity, then mechanical strength is improved, but hydrolytic stability decreases

Engineering Contradiction:
ImproveelasticityVSAvoidhydrolytic stability
Core Design Contradiction:
StrengthVSStability of the object's composition

Solution Approach 1:

The patent modifies the chemical parameters of the cross-linker molecules by introducing polycarbosiloxane structures with specific carborane or heteroatom-containing groups (formulas I-XVI). These structural parameter changes enhance hydrolytic resistance through the inherent stability of the carbosiloxane backbone while maintaining appropriate elasticity through controlled cross-linking density.

Inventive Principle:
Principle #35Parameter changes

3Ease of operation

If soft and flexible materials are used for comfort, then biocompatibility is improved, but sufficient elasticity and structural integrity are compromised

Engineering Contradiction:
ImprovecomfortVSAvoidelasticity
Core Design Contradiction:
Ease of operationVSStrength

Solution Approach 1:

The patent employs composite hydrogel materials combining soft hydrophilic polymer matrices with reinforced hydrophobic polycarbosiloxane cross-linker domains. The soft hydrophilic matrix provides comfort and biocompatibility, while the structured polycarbosiloxane cross-linkers maintain elasticity and structural integrity, resolving the contradiction between softness and mechanical strength.

Inventive Principle:
Principle #40Composite materials

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 silicone hydrogel contact lenses exhibit improved oxygen permeability, comfort, and biocompatibility, with the ability to maintain these properties for extended wear without irritation, and can be used in various medical devices requiring soft and flexible materials.

Implementation Method 1

mono ethylenically unsaturated polymerizable group containing polycarbosiloxane monomers capable of polymerization to form polymeric compositions

Methodology Applied
Scientific EffectPolymerization: Photopolymerisation

Data Source

PatentEP2452212B1Mono ethylenically unsaturated polymerizable group containing polycarbosiloxane monomers
Publication Date: 2015.03.25 BAUSCH & LOMB INC
  • EP2452212B1 patent drawing
  • EP2452212B1 patent drawing
  • EP2452212B1 patent drawing

AI summary

Polymeric compositions useful in the manufacture of biocompatible medical devices. More particularly, it relates to certain monoethylenically unsaturated polymerizable group containing polycarbosiloxane monomers capable of polymerization to form polymeric compositions having desirable physical characteristics useful in the manufacture of ophthalmic devices.