Silicone Composition with Reactive End-Groups and Polyether Pendant

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Solution Overview

Problem

There is a need for organosilicone compositions with two reactive end-groups other than amino groups and one or more pendant polyether groups on the siloxane chain, which can provide enhanced properties such as surface activity, friction reduction, lubricity, impact strength, hydrophilicity, and oleophilicity, and for methods to selectively prepare these compositions.

Innovation Solution

The development of silicone compositions with specific formulas (M1)a(D1)b(D2)c and (M2)h(D3)i(D4)j, where M1, D1, D2, D3, and D4 are defined by specific monovalent hydrocarbon radicals and poly(oxyalkyl) hydrocarbon radicals, and a method involving the reaction of a silicone with a cyclic hydrosiloxane and an unsaturated polyether to form the desired organosilicone hydride, which then reacts to form the final silicone composition.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Adaptability or versatility

If organosilicones with amino end-groups are used, then reactivity with aldehyde functional groups is achieved, but the desired combination of properties (surface activity, friction reduction, lubricity, impact strength, hydrophilicity, and oleophilicity) is not fully obtained

Engineering Contradiction:
Improvecombination of propertiesVSAvoidrobustness for demanding end-uses
Core Design Contradiction:
Adaptability or versatilityVSReliability

Solution Approach 1:

The patent changes the end-group parameter from amino groups to other reactive groups (hydroxyl, carboxyl, epoxy) to achieve the desired combination of properties while maintaining reactivity and robustness for demanding applications

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent creates composite organosilicone structures combining polyether pendant groups with reactive end-groups (other than amino) to achieve multiple desired properties simultaneously, including surface activity, friction reduction, lubricity, impact strength, hydrophilicity, and oleophilicity

Inventive Principle:
Principle #40Composite materials

2Adaptability or versatility

If conventional organosilicones are used, then basic functionality is achieved, but enhanced surface activity and hydrophilicity are not obtained

Engineering Contradiction:
Improvesurface activity and hydrophilicityVSAvoidmolecular structure complexity
Core Design Contradiction:
Adaptability or versatilityVSDevice complexity

Solution Approach 1:

The patent introduces polyether pendant groups at specific locations on the siloxane chain to locally enhance hydrophilicity and surface activity without requiring complete structural complexity throughout the entire molecule

Inventive Principle:
Principle #3Local quality

Solution Approach 2:

The patent pre-forms organosilicones with reactive end-groups and polyether pendant groups during synthesis, so that the enhanced surface activity and hydrophilicity are built-in from the beginning rather than requiring subsequent modifications

Inventive Principle:
Principle #10Preliminary action

3Manufacturing precision

If selective preparation methods are not used, then production simplicity is maintained, but the specific organosilicone composition with desired properties cannot be achieved

Engineering Contradiction:
Improveselectivity of organosilicone compositionVSAvoidcomplexity of preparation method
Core Design Contradiction:
Manufacturing precisionVSEase of manufacture

Solution Approach 1:

The patent segments the synthesis into distinct steps: first forming the organosilicone backbone with specific end-groups, then adding polyether pendant groups through controlled reactions, allowing precise compositional control while maintaining manufacturing feasibility

Inventive Principle:
Principle #1Segmentation

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 compositions exhibit improved hydrophilicity and other desired properties, making them suitable for various end-use applications, including personal care, home care, and textile treatments, by reducing the contact angle and enhancing surface activity and friction reduction.

Implementation Method 1

a method involving the reaction of a silicone with a cyclic hydrosiloxane and an unsaturated polyether to form the desired organosilicone hydride, which then reacts to form the final silicone composition

Methodology Applied
Scientific EffectChemical reaction: Chemical Bonding

Data Source

PatentUS8524934B2Silicone compositions and methods for preparing them
Publication Date: 2013.09.03 MOMENTIVE PERFORMANCE MATERIALS INC
  • US8524934B2 patent drawing
  • US8524934B2 patent drawing
  • US8524934B2 patent drawing

AI summary

A silicone composition comprising a formula: (M1)a(D1)b(D2)c wherein M1=R1R2R3SiO1/2; D1=R4R5SiO2/2; and D2=R6R7SiO2/2; wherein R1 is independently at each occurrence a monovalent hydrocarbon radical comprising a reactive end- group other than an amino group; R6 comprises a monovalent poly(oxyalkyl) hydrocarbon radical; and R2, R3, R4, R5, and R7 are independently monovalent hydrocarbon radicals; wherein a, b, and c are stoichiometric subscripts that are zero or positive subject to the following limitations: a is greater than or equal to 2; c is greater than or equal to 1; and when b=0, a+c is greater than or equal to 3 is disclosed.