Oxymethylene Polymerization Using Esters and Lewis Acids

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Solution Overview

Problem

Current processes for manufacturing oxymethylene polymers face challenges in achieving high conversion yields, stable endgroups, and avoiding the use of aromatic hydrocarbon solvents, which can impact the polymer's thermal and mechanical properties.

Innovation Solution

A process involving the polymerization of oxymethylene forming compounds in the presence of esters and Lewis acids, specifically using esters of the general formula R1-CO—O—R2 and Lewis acids like boron trifluoride, to produce oxymethylene polymers with stable endgroups and high conversion, while omitting aromatic hydrocarbon solvents.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Ease of manufacture

If aromatic hydrocarbon solvents are used in the polymerization process, then the reaction proceeds smoothly, but the polymer's thermal stability and mechanical properties deteriorate

Engineering Contradiction:
Improvepolymerization process smoothnessVSAvoidthermal stability
Core Design Contradiction:
Ease of manufactureVSStability of the object's composition

Solution Approach 1:

The patent removes aromatic hydrocarbon solvents from the polymerization system and replaces them with alternative catalysts and conditions that do not require aromatic solvents, thereby eliminating the source of thermal and mechanical property deterioration while maintaining processability

Inventive Principle:
Principle #2Taking out (Extraction)

Solution Approach 2:

The patent changes the catalyst system parameters by using specific Lewis acids in controlled amounts and adjusting reaction conditions to achieve high conversion without aromatic solvents, thus improving thermal stability while maintaining ease of manufacture

Inventive Principle:
Principle #35Parameter changes

2Device complexity

If conventional polymerization methods are used, then the process is simple, but conversion yields remain low

Engineering Contradiction:
Improveprocess simplicityVSAvoidconversion yield
Core Design Contradiction:
Device complexityVSProductivity

Solution Approach 1:

The patent optimizes reaction parameters including catalyst selection (Lewis acids), temperature control (50-150°C), and monomer-to-catalyst ratios to achieve high conversion yields (90-99%) while maintaining relatively simple process conditions and avoiding complex equipment requirements

Inventive Principle:
Principle #35Parameter changes

3Device complexity

If the polymerization is carried out without stabilizers, then the process is simpler, but the endgroups become unstable

Engineering Contradiction:
Improveprocess complexityVSAvoidendgroup stability
Core Design Contradiction:
Device complexityVSReliability

Solution Approach 1:

The patent uses esters as intermediary substances that interact with the Lewis acid catalyst to stabilize the polymerization process and produce stable endgroups, replacing the need for complex stabilizer systems while improving endgroup reliability

Inventive Principle:
Principle #24Intermediary (Mediator)

Solution Approach 2:

The patent changes the chemical environment by introducing specific esters that modify the reaction conditions, leading to stable endgroups without requiring additional stabilizer additives, thus maintaining process simplicity while improving reliability

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

The process results in oxymethylene polymers with improved thermal stability, mechanical properties, and high conversion yields, suitable for applications such as films, fibers, and shaped articles, with reduced odor and minimal use of aromatic solvents, enhancing their industrial and food contact applicability.

Implementation Method 1

oxymethylene polymers can be obtained via anionic polymerization of formaldehyde or cationic polymerization of its cyclic oligomers

Methodology Applied
Scientific EffectCationic polymerization: Chemical Bonding

Implementation Method 2

polymerizing one or more oxymethylene forming compounds in the presence of one or more esters and Lewis acids

Methodology Applied
Scientific EffectCatalysis: Catalysis

Implementation Method 3

Orthoesters of aliphatic, aromatic or heterocyclic acids, in particular the orthoesters of formic acid are disclosed as molecular weight regulator for the polymerization to give oxymethylene polymers

Methodology Applied
Scientific EffectMolecular weight regulation: Chemical Bonding

Data Source

PatentUS11787892B2Process for making an oxymethylene polymer
Publication Date: 2023.10.17 BASF SE
  • US11787892B2 patent drawing
  • US11787892B2 patent drawing
  • US11787892B2 patent drawing

AI summary

A process for making an oxymethylene polymer comprising polymerizing at least one compound capable of forming —CH2O— repeat units (monomer) in the presence of at least one ester of the general formula I (ester): R1—CO—O—R2 (I) wherein R1 can be hydrogen, wherein R1 and R2 are independently of each other linear or branched C1 to C10 alkyl C5 to C7 cycloalkyl —[R3-0-]nR4 wherein R3 is a linear or branched C2 to C5 alkylen and R4 is a linear of branched C1 to C5 alkyl and n is an integer of from 1 to 5. and in the presence of at least one Lewis acid.