Fluorinated Monomer CF2=CFCF2OSF5 for Tailored Polymer Properties

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Solution Overview

Problem

The use of fluorinated unsaturated compounds with the —OSF5 moiety has not been described in the preparation of fluorinated polymers, limiting the development of polymers with specific properties.

Innovation Solution

The synthesis of pentafluorosulfanyl fluoroallylether (CF2═CFCF2OSF5) from readily available starting materials and its polymerization to form polymers with —OSF5 groups, using suitable fluoride catalysts and polymerization initiators, allowing for the creation of polymers with recurring units from CF2═CFCF2OSF5 and other ethylenically unsaturated monomers.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Adaptability or versatility

If fluorinated unsaturated compounds with —OSF5 moiety are used as monomers, then polymers with specific properties can be obtained, but the development is limited due to lack of described preparation methods

Engineering Contradiction:
Improvepolymer propertiesVSAvoidpreparation method availability
Core Design Contradiction:
Adaptability or versatilityVSEase of manufacture

Solution Approach 1:

The patent performs preliminary action by preparing the monomer CF2═CFCF2OSF5 in advance through a specific synthesis route involving fluoroallyl fluorosulfate and sulfur pentafluoride, enabling subsequent polymerization to produce polymers with specific —OSF5 group properties

Inventive Principle:
Principle #10Preliminary action

Solution Approach 2:

The patent applies parameter changes by modifying the monomer structure to include the —OSF5 moiety, which fundamentally changes the polymer properties including thermal stability and chemical resistance, allowing tailoring of polymer characteristics through compositional variation

Inventive Principle:
Principle #35Parameter changes

2Adaptability or versatility

If CF2═CFCF2OSF5 is polymerized with other ethylenically unsaturated monomers, then polymers with tailored properties can be obtained, but the synthesis process becomes more complex

Engineering Contradiction:
Improvemonomer composition flexibilityVSAvoidsynthesis process complexity
Core Design Contradiction:
Adaptability or versatilityVSDevice complexity

Solution Approach 1:

The patent applies universality by making CF2═CFCF2OSF5 a universal monomer that can copolymerize with various ethylenically unsaturated monomers including vinylidene fluoride, tetrafluoroethylene, and hexafluoropropylene, enabling a single monomer to serve multiple polymer formulation purposes

Inventive Principle:
Principle #6Universality (Multi-functionality)

Solution Approach 2:

The patent creates composite materials through copolymerization of CF2═CFCF2OSF5 with other ethylenically unsaturated monomers, combining the unique properties of —OSF5 groups with the characteristics of complementary monomers to achieve tailored polymer performance

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 polymers are stable and can be used in various applications, such as films, hoses, and coatings, with properties that can be tailored by varying the monomer composition, offering improved thermal stability and performance.

Implementation Method 1

Compound of formula (I) may be prepared by reaction of SOF4 with fluoroallyl fluorosulfate, CF2═CFCF2OSO2F, in the presence of a suitable fluoride catalyst

Methodology Applied
Scientific EffectCatalysis: Catalysis

Implementation Method 2

Compound of formula (I) has been found to readily polymerize in the presence of a suitable polymerization initiator

Methodology Applied
Scientific EffectPolymerization: Photopolymerisation

Data Source

PatentUS9540461B2Fluorinated unsaturated compound and polymers obtainable therefrom
Publication Date: 2017.01.10 SOLVAY SPECIALTY POLYMERS ITALY SPA
  • US9540461B2 patent drawing
  • US9540461B2 patent drawing
  • US9540461B2 patent drawing

AI summary

A compound of formula CF2═CFCF2OSF5 and polymers comprising recurring units deriving from CF2═CFCF2OSF5 are disclosed as well as processes for their preparation.