Cyclobutanediol BIS-MCA Polyester Toughness Weatherability

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Solution Overview

Problem

There is a need for improved polymeric materials with enhanced properties such as toughness, weatherability, hydrolytic stability, and dispersibility, particularly in polyester compositions, to meet the requirements of various end-use applications like coatings and composites.

Innovation Solution

Incorporating cyclobutanediol into polyesters containing 2,2-bis(hydroxymethyl)alkylcarboxylic acid (BIS-MCA) to improve synthetic versatility, dispersibility, and mechanical properties, while enhancing weathering resistance.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Adaptability or versatility

If 2,2-bis(hydroxymethyl)alkylcarboxylic acid (BIS-MCA) is used in polyester synthesis, then synthetic versatility is improved, but dispersibility and hydrolytic stability deteriorate

Engineering Contradiction:
Improvesynthetic versatilityVSAvoidhydrolytic stability
Core Design Contradiction:
Adaptability or versatilityVSReliability

Solution Approach 1:

Cyclobutanediol acts as an intermediary component in the polyester synthesis, mediating between the BIS-MCA units. The cyclobutanediol residues provide structural separation and steric protection that enhances hydrolytic stability while preserving the synthetic versatility provided by BIS-MCA's branched structure and multiple hydroxyl groups.

Inventive Principle:
Principle #24Intermediary (Mediator)

Solution Approach 2:

The patent creates a composite polyester structure combining BIS-MCA residues with cyclobutanediol residues. This composite approach integrates the synthetic versatility of BIS-MCA with the hydrolytic stability and dispersibility enhancements provided by the cyclobutanediol component, achieving a balanced material with multiple improved properties.

Inventive Principle:
Principle #40Composite materials

2Adaptability or versatility

If BIS-MCA is used in polyester synthesis, then synthetic versatility is improved, but dispersibility deteriorates

Engineering Contradiction:
Improvesynthetic versatilityVSAvoiddispersibility
Core Design Contradiction:
Adaptability or versatilityVSEase of operation

Solution Approach 1:

Cyclobutanediol serves as a structural intermediary that modifies the polyester chain architecture. The cyclobutanediol residues introduce rigid cyclic structures that affect chain packing and intermolecular interactions, thereby improving water dispersibility while allowing BIS-MCA to maintain synthetic versatility through its multifunctional chemistry.

Inventive Principle:
Principle #24Intermediary (Mediator)

Solution Approach 2:

The patent changes the structural parameters of the polyester by incorporating cyclobutanediol units with specific ring strain and steric characteristics. This parameter change in molecular structure translates to improved macroscopic dispersibility properties while preserving the synthetic flexibility provided by BIS-MCA's functional groups.

Inventive Principle:
Principle #35Parameter changes

3Ease of manufacture

If conventional polyester compositions are used, then manufacturing simplicity is maintained, but toughness and weatherability deteriorate

Engineering Contradiction:
Improvemanufacturing simplicityVSAvoidtoughness
Core Design Contradiction:
Ease of manufactureVSStrength

Solution Approach 1:

The patent modifies the compositional parameters of conventional polyesters by incorporating specific ratios of cyclobutanediol and BIS-MCA residues. This parameter change in composition achieves enhanced toughness and weatherability while maintaining compatibility with existing polyester manufacturing processes, thus preserving ease of manufacture.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The invention creates a composite polyester system combining conventional polyester components with cyclobutanediol and BIS-MCA residues. This composite structure provides improved mechanical properties and weatherability while maintaining the simplicity of conventional polyester processing and manufacturing techniques.

Inventive Principle:
Principle #40Composite materials

4Ease of manufacture

If conventional polyester compositions are used, then manufacturing simplicity is maintained, but weatherability deteriorates

Engineering Contradiction:
Improvemanufacturing simplicityVSAvoidweatherability
Core Design Contradiction:
Ease of manufactureVSObject-affected harmful factors

Solution Approach 1:

The patent changes the chemical composition parameters by incorporating cyclobutanediol residues that provide enhanced resistance to environmental degradation. The cyclobutanediol structure offers improved UV stability and oxidation resistance, enhancing weatherability while maintaining compatibility with standard polyester manufacturing processes.

Inventive Principle:
Principle #35Parameter changes

Data Source

PatentEP3353228B1Polymers containing cyclobutanediol and 2,2-BIS(hydroxymethyl)alkylcarboxylic acid
Publication Date: 2022.09.14 EASTMAN CHEM CO
  • EP3353228B1 patent drawing
  • EP3353228B1 patent drawing
  • EP3353228B1 patent drawing

AI summary

Disclosed is a polyester composition comprising a polyester further comprising residues of (a) at least one cyclobutanediol; (b) at least one 2,2- bis(hydroxymethyl)alkylcarboxylic acid and/or a derivative thereof; and (c) at least one polycarboxylic acid and/or a derivative thereof. This polyester composition can be useful in several areas including but not limited to thermoplastic polyesters, curable polyesters, inks, paints, composites, coating compositions, for example, waterborne coatings, water-dispersible coatings, solvent-borne coatings, and powder coatings.