Bio-based Polyester Resin Synthesis via Abietic Acid Macromers

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Solution Overview

Problem

Current polyester-based toners derived from Bisphenol A pose environmental and health concerns due to its carcinogenic and endocrine-disrupting properties, and the industry seeks sustainable alternatives to reduce carbon footprint and reliance on fossil fuels.

Innovation Solution

A two-step process is developed to synthesize bio-based polyesters using pre-formed macromers from resin acids like abietic acid and bio-based polyols, such as glycerol, which are then polycondensed with diacids to produce binder polymers for emulsion-aggregation toners, offering greater control over polymerization and reducing the need for vacuum distillation.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If Bisphenol A monomer is used to produce polyester-based toners, then the toners achieve desired performance properties, but environmental and health concerns arise due to carcinogenic and endocrine-disrupting properties

Engineering Contradiction:
Improvetoner performanceVSAvoidenvironmental and health impacts
Core Design Contradiction:
ReliabilityVSObject-affected harmful factors

Solution Approach 1:

The patent extracts and removes the harmful Bisphenol A monomer from the polyester synthesis process, replacing it with alternative monomers that do not possess carcinogenic or endocrine-disrupting properties, thereby eliminating the harmful effects while maintaining toner performance

Inventive Principle:
Principle #2Taking out (Extraction)

Solution Approach 2:

The patent changes the chemical composition parameters of the polyester by using different monomer types and ratios, specifically avoiding Bisphenol A and using alternative monomers to achieve the desired toner properties without the harmful effects

Inventive Principle:
Principle #35Parameter changes

2Productivity

If conventional polyester synthesis methods are used, then production is achieved, but carbon footprint and reliance on fossil fuels increase

Engineering Contradiction:
Improveproduction capabilityVSAvoidcarbon footprint and fossil fuel dependence
Core Design Contradiction:
ProductivityVSObject-generated harmful factors

Solution Approach 1:

The patent changes the feedstock source from fossil-based to bio-based monomers, thereby reducing carbon footprint and fossil fuel dependence while maintaining production capability through sustainable renewable resources

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent converts the potential harm of using petroleum-derived monomers into benefit by utilizing bio-based alternatives, transforming the production process into one that reduces environmental impact while maintaining productivity

Inventive Principle:
Principle #22Blessing in disguise (Convert harm into benefit)

3Manufacturing precision

If pre-formed macromers are used in polycondensation, then control over polymerization is improved and vacuum distillation is reduced, but process complexity increases

Engineering Contradiction:
Improvepolymerization controlVSAvoidprocess complexity
Core Design Contradiction:
Manufacturing precisionVSDevice complexity

Solution Approach 1:

The patent applies preliminary action by pre-forming macromers before the polycondensation step, which allows better control over the final polymerization process and reduces the need for vacuum distillation, despite the additional initial step

Inventive Principle:
Principle #10Preliminary action

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 results in bio-based polyester resins with higher C/O ratios and improved molecular weights, providing toners with enhanced properties and a reduced environmental impact, while eliminating the use of Bisphenol A and minimizing reliance on fossil fuels.

Implementation Method 1

synthesized from pre-formed macromers... esterification between a resin acid, such as abietic acid and dehydroabietic acid, and a bio-based polyol such as glycerol

Methodology Applied
Scientific EffectEsterification: Chemical Bonding

Implementation Method 2

the macromer formed in first step is polycondensed with at least one diacid to form the final polyester product

Methodology Applied
Scientific EffectPolycondensation: Chemical Bonding

Implementation Method 3

The aggregated toner particles are heated to enable coalescence/fusing, thereby achieving aggregated, fused toner particles

Methodology Applied
Scientific EffectHeating: Heating

Data Source

PatentUS8835589B2Synthesis of abietic acid-based macromer for polyester resin process
Publication Date: 2014.09.16 XEROX CORP
  • US8835589B2 patent drawing
  • US8835589B2 patent drawing
  • US8835589B2 patent drawing

AI summary

An improved polycondensation method for bio-based polyesters synthesized from pre-formed macromers and the corresponding compositions, which are useful for producing binder polymers for imaging applications such as emulsion-aggregation (EA) toner.