Fluorinated Polyether Surfactant for Dental Silicone

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Solution Overview

Problem

Current dental impression materials, particularly those based on polyorganosiloxane components, face challenges in achieving optimal hydrophilicity and storage stability, with some surfactants compromising biocompatibility and storage stability, and existing F-containing surfactants not fully meeting toxicity and compatibility requirements.

Innovation Solution

A dental composition comprising a curable silicone polymer, a crosslinker compound, a hydrosilation catalyst, a surfactant, and an F-containing compound with a specific formula, which enhances hydrophilicity and storage stability by interacting with the surfactant to improve wetting behavior and stability, even in the uncured state.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If surfactants are incorporated to improve hydrophilicity, then water contact angle decreases and wetting behavior improves, but storage stability and biocompatibility are compromised

Engineering Contradiction:
ImprovehydrophilicityVSAvoidstorage stability
Core Design Contradiction:
ReliabilityVSStability of the object's composition

Solution Approach 1:

The patent changes the chemical parameters of the surfactant by using a specific fluorinated polyether structure with controlled chain lengths and fluorine content. This parameter optimization allows achieving low water contact angles (high hydrophilicity) while maintaining storage stability, resolving the contradiction between improved wetting behavior and composition stability.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent creates a composite surfactant system combining fluorinated polyether groups with siloxane structures. This composite approach integrates the hydrophilic properties of fluorinated compounds with the stability of siloxane backbones, achieving both improved hydrophilicity and maintained storage stability.

Inventive Principle:
Principle #40Composite materials

2Reliability

If conventional F-containing surfactants are used to enhance hydrophilicity, then wetting behavior improves, but toxicity and compatibility requirements are not fully met

Engineering Contradiction:
ImprovehydrophilicityVSAvoidtoxicity
Core Design Contradiction:
ReliabilityVSObject-affected harmful factors

Solution Approach 1:

The patent applies local quality by introducing fluorine atoms at specific positions within the polyether chain rather than complete perfluorination. This localized fluorination provides sufficient hydrophilic enhancement while reducing overall fluorine content, thereby lowering toxicity and improving biocompatibility.

Inventive Principle:
Principle #3Local quality

Solution Approach 2:

The patent optimizes the fluorine content parameter within the surfactant structure, using partially fluorinated polyether chains instead of fully fluorinated structures. This parameter adjustment maintains effective hydrophilicity while reducing the harmful fluorinated compounds, meeting stricter toxicity and compatibility requirements.

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 composition exhibits improved hydrophilicity and storage stability, with a synergistic effect between the F-containing compound and surfactant, providing better wetting properties and stability compared to previous formulations, while being environmentally friendly and less toxic.

Implementation Method 1

the incorporation of surfactants has been proposed... The water contact angle measurement has been conducted on the cured material... values of 42° have been measured

Methodology Applied
Scientific EffectHydrophilicity enhancement: Hydrophile

Implementation Method 2

a dental composition comprising a curable silicone polymer, a crosslinker compound, a hydrosilation catalyst, a surfactant, and an F-containing compound

Methodology Applied
Scientific EffectSurfactant action: Surfactant

Implementation Method 3

the materials are provided in two components to be mixed prior to use and cure by a crosslinking-reaction

Methodology Applied
Scientific EffectCrosslinking reaction: Chemical Bonding

Implementation Method 4

One widely used class of impression materials is based on addition- or condensation crosslinking-reactions of polyorganosiloxane containing components

Methodology Applied
Scientific EffectAddition crosslinking: Chemical Bonding

Data Source

PatentEP2072029B1Dental Composition containing a Surfactant and an F-containing compound, Process of Production and Use thereof
Publication Date: 2012.10.24 3M INNOVATIVE PROPERTIES CO
  • EP2072029B1 patent drawingFigure 1
  • EP2072029B1 patent drawing
  • EP2072029B1 patent drawing

AI summary

The invention relates to a curable silicone polymer as component (A), the silicone polymer containing at least two functional groups capable of reacting with a SiH group in the presence of a hydrosilation catalyst, a crosslinker compound containing at least two SiH groups as component (B), a catalyst capable of catalyzing a hydrosilation reaction as component (C), a surfactant as component (D), an F-containing compound as component (E), wherein the F-containing compound has the following formula T1-X-[(O-CF2-CF2)u-(O-CF2)v-(O-CF(CF3)-CF2)w-(O-CF2CF2CF2)x-O]-X-T2 with u = 0 to 8, v = 0 to 8, w = 0 to 8 and x =0 to 8 and u+v+w+x = 1, wherein T1 and T2 can be equal or different and are independently selected from -COOR, -CH2OH, -CF2OR, -CHFOH, -CHFOR, -CH2OR or-F with R being a linear or branched alkyl rest (C1 to C9), aryl rest (C1 to C9) or alkylaryl rest (C1 to C9), and wherein X is selected from -(CF2)1-6-, -CF(CF--3)- and -CHF-CF2-. The invention also relates to method or producing this composition and its use, especially as impression material or for the production of crown and bridges.