Odorless Alkyl-Modified Polydimethylsiloxane via Hydrogenation

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Solution Overview

Problem

Alkyl-modified polydimethylsiloxanes used in cosmetics often have an unpleasant odor due to residual α-olefin from the synthesis process, which persists over time, limiting their application in cosmetic products.

Innovation Solution

A method involving a hydrosilylation reaction between hydrosilyl-containing polydimethylsiloxane and α-olefin followed by a hydrogenation reaction to remove odor-causing impurities, resulting in a purified, odorless liquid medium-chain alkyl-modified polydimethylsiloxane for use in cosmetics.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Ease of operation

If a hydrosilylation reaction is used to synthesize liquid medium-chain alkyl-modified polydimethylsiloxane, then the product exhibits excellent lubricity, emulsifiability, and handling properties, but the product develops an unpleasant odor due to residual α-olefin

Engineering Contradiction:
Improvehandling propertiesVSAvoidunpleasant odor
Core Design Contradiction:
Ease of operationVSObject-generated harmful factors

Solution Approach 1:

The patent applies hydrogenation reaction to convert the harmful residual α-olefin (which causes unpleasant odor) into beneficial saturated hydrocarbon components. The hydrogenation process transforms the odor-causing unsaturated impurities into odorless saturated compounds, thereby converting a harmful factor into a benefit while preserving the excellent handling properties of the alkyl-modified polydimethylsiloxane

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

2Manufacturing precision

If vacuum heating is used to remove residual α-olefin, then the α-olefin content is reduced below detection limit, but an unpleasant odor persists and increases over time

Engineering Contradiction:
Improveα-olefin removal efficiencyVSAvoidunpleasant odor persistence
Core Design Contradiction:
Manufacturing precisionVSObject-generated harmful factors

Solution Approach 1:

The patent changes the chemical parameter of the residual α-olefin by applying hydrogenation reaction. Instead of merely physically removing the α-olefin through vacuum heating, the hydrogenation process chemically transforms it into saturated hydrocarbons with different properties (odorless and stable over time). This parameter change from unsaturated to saturated state effectively eliminates the persistent unpleasant odor problem

Inventive Principle:
Principle #35Parameter changes

3Productivity

If excess α-olefin is used during synthesis to ensure complete reaction, then the hydrosilylation reaction proceeds efficiently, but more residual α-olefin remains in the crude product causing stronger odor

Engineering Contradiction:
Improvehydrosilylation reaction efficiencyVSAvoidodor intensity
Core Design Contradiction:
ProductivityVSObject-generated harmful factors

Solution Approach 1:

The patent applies preliminary hydrogenation treatment to the crude product before final purification. By performing hydrogenation reaction on the crude product containing residual α-olefin, the harmful odor-causing components are converted into beneficial saturated compounds in advance, allowing the product to achieve both high synthesis efficiency and low odor intensity

Inventive Principle:
Principle #10Preliminary action

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 method effectively eliminates the unpleasant odor, ensuring the cosmetic products remain odorless over time and are suitable for various applications, enhancing their quality and usability.

Implementation Method 1

subjecting a crude product of the liquid medium-chain alkyl-modified polydimethylsiloxane obtained in preceding step [A] to odor-removing treatment by conducting a hydrogenation reaction that is carried out in the presence of a hydrogenation catalyst

Methodology Applied
Scientific EffectHydrogenation: Hydrogenation

Implementation Method 2

synthesizing a liquid medium-chain alkyl-modified polydimethylsiloxane represented by general formula (2), given below, by carrying out a hydrosilylation reaction between a hydrosilyl-containing polydimethylsiloxane and an α-olefin with 4 to 18 carbon atoms

Methodology Applied
Scientific EffectHydrosilylation: Chemical Bonding

Data Source

PatentUS7943720B2Method of manufacturing purified products of liquid medium-chain alkyl-modified polydimethysiloxane and cosmetics prepared therefrom
Publication Date: 2011.05.17 DOW TORAY CO LTD
  • US7943720B2 patent drawing
  • US7943720B2 patent drawing
  • US7943720B2 patent drawing

AI summary

A method of manufacturing a purified product of a liquid medium-chain alkyl-modified polydimethylsiloxane that is free of a specific (unpleasant) odor and is practically odorless, the method comprising the steps of: [A] synthesizing a liquid medium-chain alkyl-modified polydimethylsiloxane by carrying out a hydrosilylation reaction between a hydrosilyl-containing polydimethylsiloxane and an α-olefin with 4 to 18 carbon atoms; and [B] subjecting a crude product of the liquid medium-chain alkyl-modified polydimethylsiloxane obtained in preceding step [A] to an odor-removing treatment by conducting a hydrogenation reaction which is carried out in the presence of a hydrogenation catalyst.