Suzuki Polymerization Molecular Weight Control

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Solution Overview

Problem

Existing methods for forming intrinsically conductive polymers (ICPs) lack control over polymer molecular weight and often activate reactive substituents during polymerization, which can lead to undesirable crosslinking.

Innovation Solution

A method involving the polymerization of specific monomers in the presence of a preformed palladium catalyst, allowing for control of molecular weight over a wide range and performing polymerization at low temperatures to prevent activation of reactive substituents, such as crosslinking groups.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Manufacturing precision

If conventional polymerization methods are used, then polymerization can proceed, but molecular weight control is poor and reactive substituents may be activated

Engineering Contradiction:
Improvemolecular weight controlVSAvoidactivation of reactive substituents
Core Design Contradiction:
Manufacturing precisionVSReliability

Solution Approach 1:

The patent employs Suzuki polymerization which operates under different reaction parameters compared to conventional methods. The use of boronic acid/ester groups as coupling partners with halogenated monomers in the presence of palladium catalyst and base creates a reaction system that proceeds at lower temperatures and with different kinetics, enabling both molecular weight control and prevention of premature substituent activation

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent introduces a pre-formed polymer chain with controlled end groups as an intermediary. By using monomers with specific reactive groups (halogen and boronic acid/ester) that couple through Suzuki mechanism, the polymerization proceeds through controlled coupling reactions rather than uncontrolled conventional polymerization, enabling molecular weight control while protecting reactive substituents

Inventive Principle:
Principle #24Intermediary (Mediator)

2Productivity

If polymerization temperature is increased to accelerate reaction, then polymerization speed increases, but reactive substituents such as crosslinking groups are activated

Engineering Contradiction:
Improvepolymerization speedVSAvoidcrosslinking of reactive substituents
Core Design Contradiction:
ProductivityVSObject-generated harmful factors

Solution Approach 1:

The patent changes the reaction parameters by using Suzuki polymerization conditions (palladium catalyst, base, specific solvent system) that enable polymerization to proceed efficiently at lower temperatures. This parameter change allows the reaction to maintain acceptable speed while avoiding the temperature-induced activation of crosslinking groups that would occur in conventional high-temperature polymerization

Inventive Principle:
Principle #35Parameter changes

3Quantity of substance

If conventional catalysts are used, then polymerization can occur, but molecular weight remains low and control is limited

Engineering Contradiction:
Improvepolymer molecular weightVSAvoidmolecular weight control
Core Design Contradiction:
Quantity of substanceVSManufacturing precision

Solution Approach 1:

The patent uses pre-formed polymer chains with controlled end groups as intermediaries that direct the polymerization process. The Suzuki coupling mechanism with halogenated and boronic acid/ester monomers creates well-defined coupling reactions that build polymer chains with controlled molecular weights, rather than the uncontrolled growth seen with conventional catalysts

Inventive Principle:
Principle #24Intermediary (Mediator)

Solution Approach 2:

The patent employs Suzuki polymerization conditions with palladium catalyst and base that fundamentally change the reaction mechanism compared to conventional polymerization. This mechanism enables controlled coupling reactions that produce high molecular weight polymers with narrow molecular weight distributions, achieving both increased quantity and improved precision

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 method enables the formation of high molecular weight ICPs with controlled molecular weight and prevents premature activation of reactive substituents, allowing for their use in various applications like organic electronic devices without crosslinking issues.

Implementation Method 1

During Suzuki polymerisation, which takes place in the presence of a palladium catalyst, carbon-carbon bonds form between aromatic carbon atoms of monomers

Methodology Applied
Scientific EffectCatalysis: Catalysis

Data Source

PatentUS10323123B2Method of forming polymers
Publication Date: 2019.06.18 CAMBRIDGE DISPLAY TECH LTD
  • US10323123B2 patent drawing
  • US10323123B2 patent drawing
  • US10323123B2 patent drawing

AI summary

Methods of metal-catalysed polymerisation are described using a metal catalyst of formula (III):wherein R3 in each occurrence is independently selected from C1-10 alkyl and aryl that may be unsubstituted or substituted with one or more substituents; y is 0 or 2; and Z−is an anion. Methods described include Buchwald-type and Suzuki-type polymerisation.