Polyhydroxy Ketal Ester Adducts from Biomass Polyols

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Solution Overview

Problem

Current chemical products such as surfactants, plasticizers, and polymers rely on non-renewable petroleum-derived feedstocks, leading to high raw material costs and supply uncertainties, necessitating the development of alternatives from inexpensive, renewable biomass-derived sources.

Innovation Solution

The method involves manufacturing polyketal adducts using biosourced polyols and oxocarboxylic acids like pyruvic, acetoacetic, and levulinic acid, which are esterified and ketalized to produce polyhydroxy ketal ester adducts suitable for use in polymer formulations, coatings, and other applications.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If petroleum-derived feedstocks are used to manufacture chemical products, then production reliability is maintained, but raw material costs increase and supply uncertainty worsens

Engineering Contradiction:
Improvesupply reliabilityVSAvoidraw material cost
Core Design Contradiction:
ReliabilityVSQuantity of substance

Solution Approach 1:

The patent changes the fundamental parameter of feedstock origin from petroleum-based to biomass-based materials. This substitution maintains supply reliability through diversified renewable sources while addressing cost concerns through the use of abundant agricultural residues and waste materials as feedstocks for producing platform chemicals like lactic acid and succinic acid.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent employs platform chemicals derived from biomass that can serve multiple functions and be converted into various end products. These intermediate chemicals from renewable feedstocks can be processed into surfactants, plasticizers, solvents, and polymers, providing universal applicability while reducing dependence on petroleum sources.

Inventive Principle:
Principle #6Universality (Multi-functionality)

2Ease of manufacture

If renewable biomass-derived feedstocks are used, then sustainability is improved and costs are reduced, but manufacturing complexity increases

Engineering Contradiction:
Improvemanufacturing costVSAvoidprocess complexity
Core Design Contradiction:
Ease of manufactureVSDevice complexity

Solution Approach 1:

The patent segments the manufacturing process into distinct stages: feedstock preparation, fermentation to produce platform chemicals, purification, and final product synthesis. This segmentation allows each stage to be optimized independently, managing overall process complexity while enabling cost-effective production through specialized equipment and controlled conditions at each step.

Inventive Principle:
Principle #1Segmentation

Solution Approach 2:

The patent uses platform chemicals as intermediary substances that bridge renewable biomass feedstocks and final chemical products. These intermediates (such as lactic acid, succinic acid, and other fermentation products) simplify the overall transformation by providing stable, well-characterized intermediate stages that can be handled and processed using conventional chemical engineering techniques.

Inventive Principle:
Principle #24Intermediary (Mediator)

3Productivity

If conventional esterification and ketalization methods are used, then production efficiency is maintained, but product purity decreases due to metal catalyst residues

Engineering Contradiction:
Improveproduction efficiencyVSAvoidproduct purity
Core Design Contradiction:
ProductivityVSManufacturing precision

Solution Approach 1:

The patent extracts and removes metal catalyst residues from the reaction system by employing alternative catalysis methods.通过使用酶催化剂或有机催化剂代替传统金属催化剂,从根本上消除了金属残留问题,同时通过优化反应条件和纯化步骤进一步确保产品纯度,满足高端应用要求。

Inventive Principle:
Principle #2Taking out (Extraction)

Solution Approach 2:

The patent employs disposable or easily removable catalyst systems that do not leave persistent residues. By using enzyme catalysts or organic-based catalysts that can be completely degraded or removed, the method achieves high product purity without requiring complex removal steps, maintaining production efficiency while ensuring product quality.

Inventive Principle:
Principle #27Cheap short-living objects (Disposable)

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 approach enables the production of cost-effective, renewable chemical products with high purity, suitable for industrial and consumer use, reducing dependence on non-renewable resources and offering scalable, sustainable solutions.

Implementation Method 1

esterifying a polyol II with a ketocarboxy compound III to form a ketocarboxylic ester IV

Methodology Applied
Scientific EffectEsterification: Chemical Bonding

Implementation Method 2

ketalizing ketocarboxvlic ester IV with an excess of polyol V in the presence of a ketalization catalyst to provide the ketal adduct I

Methodology Applied
Scientific EffectKetalization: Chemical Bonding

Data Source

PatentUS9840607B2Polyhydroxy ketal ester adducts, methods of manufacture and uses thereof
Publication Date: 2017.12.12 GFBIOCHEM
  • US9840607B2 patent drawing
  • US9840607B2 patent drawing
  • US9840607B2 patent drawing

AI summary

Disclosed herein is a polyhydroxy ketal adduct obtained by the esterification of a hydrocarbon polyol by at least 1.5 equivalents of a ketocarboxy to produce an intermediate ketocarboxylic ester. The intermediate polyketocarboxylic ester is then ketalized to produce the polyhydroxyketal adduct, which can be used to provide a polymeric composition.