Cyclic Peroxide Modification of Biodegradable Polymers

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Solution Overview

Problem

Biodegradable polymers face challenges in melt processing due to poor melt strength, often resulting in gel formation and 'fish eyes' in transparent films or coatings, which hinders their commercialization.

Innovation Solution

Contacting the polymers with cyclic organic peroxides under specific conditions to achieve high branching without gel formation, improving melt strength and allowing for food-contact applications by avoiding toxic decomposition products.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Ease of manufacture

If linear organic peroxides are used to modify biodegradable polymers, then the polymers can be processed, but gel formation occurs resulting in fish eyes in transparent films or coatings

Engineering Contradiction:
Improvemelt processing capabilityVSAvoidtransparency and uniformity
Core Design Contradiction:
Ease of manufactureVSManufacturing precision

Solution Approach 1:

The patent changes the chemical structure parameter of the peroxide from linear to cyclic, which fundamentally alters the decomposition behavior and branching mechanism. This parameter change enables achieving high branching degrees without gel formation, resolving the contradiction between processability and transparency.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent creates a composite effect by combining cyclic peroxide with the biodegradable polymer, where the cyclic peroxide acts as a modifying agent that introduces branching without causing cross-linking gel formation. This composite approach maintains polymer processability while preventing defects.

Inventive Principle:
Principle #40Composite materials

2Strength

If high branching is achieved in modified polymers, then melt strength improves, but gel formation occurs reducing product quality

Engineering Contradiction:
Improvemelt strengthVSAvoidabsence of gel formation
Core Design Contradiction:
StrengthVSReliability

Solution Approach 1:

The patent changes the peroxide structure from linear to cyclic, which modifies the decomposition kinetics and radical generation pattern. This parameter change allows achieving high branching degrees that improve melt strength while avoiding the gel formation that would compromise product reliability.

Inventive Principle:
Principle #35Parameter changes

3Ease of manufacture

If linear peroxides are used for polymer modification, then processing is simplified, but toxic decomposition products are formed limiting food contact applications

Engineering Contradiction:
Improveprocessing simplicityVSAvoidtoxicity of decomposition products
Core Design Contradiction:
Ease of manufactureVSObject-affected harmful factors

Solution Approach 1:

The patent changes the peroxide chemical structure from linear to cyclic, which fundamentally alters the decomposition pathway and products. The cyclic structure decomposes without forming toxic t-butanol, enabling food contact applications while maintaining processing simplicity.

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 enhances the melt processing properties of biodegradable polymers, preventing gel formation and increasing molecular weight distribution, thus enabling their use in various applications like extrusion coating and injection molding without toxic by-products.

Implementation Method 1

contacting the (co)polymer with a cyclic organic peroxide under conditions whereby at least some of said peroxide is decomposed

Methodology Applied
Scientific EffectPeroxide decomposition: Decomposition (biological)

Data Source

PatentUS8334348B2Process for the modification of biodegradable polymers
Publication Date: 2012.12.18 AKZO NOBEL CHEMICALS INTERNATIONAL BV
  • US8334348B2 patent drawing
  • US8334348B2 patent drawing
  • US8334348B2 patent drawing

AI summary

Process for the modification of a polymer or copolymer having the following general structure for one or more of the repeating units: (1) wherein n is an integer, m is an integer in the range 0 to 6, and R is selected from hydrogen, substituted or unsubstituted C1-C20 alkyl, C3-C20 cycloalkyl, C6-C20 aryl, C7-C20 aralkyl, and C7-C20 alkaryl, which groups may include linear or branched alkyl moieties; the optional one or more substituents being selected from the group consisting of hydroxy, alkoxy, linear or branched alk(en)yl, aryloxy, halogen, carboxylic acid, ester, carboxy, nitrile, and amido groups, which process involves contacting the polymer or copolymer with a cyclic organic peroxide under conditions whereby at least some of said peroxide is decomposed. This process results in a (co)polymer with a high degree of branching but free of gel formation.