Tocopherol Co-Catalyst Ring Opening Polymerisation Polysiloxanes

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Solution Overview

Problem

The existing methods for ring opening polymerization of cyclic siloxanes require large amounts of catalysts, leading to cross-linking of polymers during storage, and lack a suitable co-catalyst to control the release rate of drugs in medical applications, especially for hydrophilic drugs where polydimethylsiloxane is hydrophobic.

Innovation Solution

The use of tocopherol as a co-catalyst in the ring opening polymerization of cyclic siloxanes, reducing the amount of catalyst needed and minimizing cross-linking, while allowing for the production of hydrophilic polysiloxanes that can be easily cross-linked to form a drug delivery system with controlled release rates.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Productivity

If a large amount of phosphazene base catalyst is used in ring opening polymerisation of cyclic siloxanes, then the polymerisation reaction proceeds efficiently, but cross-linking of the polymers occurs during storage

Engineering Contradiction:
Improvepolymerisation reaction efficiencyVSAvoidcross-linking of polymers during storage
Core Design Contradiction:
ProductivityVSObject-generated harmful factors

Solution Approach 1:

Tocopherol acts as an intermediary substance between the phosphazene base catalyst and the cyclic siloxane monomer. It forms a complex with the catalyst that moderates the catalyst's activity, allowing efficient polymerisation while preventing excessive reactivity that would cause cross-linking during storage.

Inventive Principle:
Principle #24Intermediary (Mediator)

Solution Approach 2:

The invention changes the chemical state and reactivity parameters of the catalyst system by introducing tocopherol. This modification allows the catalyst to maintain high polymerisation efficiency while reducing the harmful side effects of cross-linking during storage.

Inventive Principle:
Principle #35Parameter changes

2Stability of the object's composition

If polydimethylsiloxane is used as a membrane material, then the membrane is stable and temperature resistant, but it cannot be used for hydrophilic drugs due to hydrophobicity

Engineering Contradiction:
Improvestability and temperature resistanceVSAvoidcompatibility with hydrophilic drugs
Core Design Contradiction:
Stability of the object's compositionVSAdaptability or versatility

Solution Approach 1:

The invention creates a composite membrane material by combining polydimethylsiloxane with hydrophilic polymers or hydrophilic modifying agents. This composite structure maintains the thermal stability and mechanical strength of PDMS while introducing hydrophilic characteristics that enable compatibility with hydrophilic drugs.

Inventive Principle:
Principle #40Composite materials

Solution Approach 2:

The invention modifies specific local regions of the PDMS membrane by incorporating hydrophilic groups or phases at controlled locations. This allows the membrane to maintain its overall stability and temperature resistance while creating localized hydrophilic pathways for drug release.

Inventive Principle:
Principle #3Local quality

3Shape

If the dimensions of the delivery device cannot be modified, then the device structure remains fixed, but the release rate of the drug cannot be significantly changed

Engineering Contradiction:
Improvedevice dimensionsVSAvoiddrug release rate
Core Design Contradiction:
ShapeVSProductivity

Solution Approach 1:

The invention changes the chemical composition parameters of the membrane material to control drug release rate. By adjusting the ratio of hydrophilic to hydrophobic components, the diffusion properties of the membrane are modified, enabling significant changes in release rate without altering device dimensions.

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

This approach results in polysiloxane polymers that are free from undesired cross-linking, enabling precise control of drug release rates and maintaining mechanical properties, with the ability to form platinum-free elastomers suitable for medical applications.

Implementation Method 1

The present invention thus relates to the use of tocopherol as a co-catalyst in the ring opening polymerisation of cyclic siloxanes

Methodology Applied
Scientific EffectCatalysis: Catalysis

Implementation Method 2

wherein a hydrido-containing cyclic siloxane is reacted with a hydrophilic molecule comprising a carbon-carbon double bond

Methodology Applied
Scientific EffectChemical reaction: Chemical Bonding

Implementation Method 3

and polymerising said monomer in the presence of a second catalyst and tocopherol as a co-catalyst

Methodology Applied
Scientific EffectPolymerisation: Photopolymerisation

Implementation Method 4

comprising cross-linking a polysiloxane in the presence of a cross-linking catalyst

Methodology Applied
Scientific EffectCross-linking: Chemical Bonding

Data Source

PatentEP2118174B8Use of tocopherol
Publication Date: 2013.01.02 BAYER OY

AI summary

The present invention relates to the use of tocopherol as a co-catalyst in the ring opening polymerisation of cyclic siloxanes. The present invention further relates to a method for manufacturing hydrophilic polysiloxanes, wherein a hydrido- containing cyclic siloxane is reacted with a hydrophilic molecule comprising a carbon-carbon double bond, having the general formula (I) H2C=CH-(CHR)n-O- (CHR1CR2R3)mR4 or (II) H2C=CH-(CHR)n-R5, wherein n is an integer from 0 to 4, m is an integer from 0 to 5, R, R1, R2, R3 and R4 are each independently hydrogen or a C1 to C6 alkyl, R5 is a saturated cyclic hydrocarbon containing carbonyl group, in the presence of a first catalyst to obtain a monomer, and polymerising said monomer in the presence of a second catalyst and tocopherol as a co-catalyst.