C5 Sugar Isolation via Boronic Ester Precipitation

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Solution Overview

Problem

Current methods for isolating C5 sugars from biomass hydrolyzates result in low sugar concentrations, which are often degraded and toxic, limiting their utility in biofuel and biochemical conversion processes.

Innovation Solution

A process involving the formation of boronic esters of C5 sugars, followed by precipitation using a boron capture agent, to isolate the sugars in a dry form suitable for subsequent synthetic transformations.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Quantity of substance

If conventional hydrolyzate concentration methods are used, then sugar concentration increases, but sugar degradation occurs and toxic compounds are formed

Engineering Contradiction:
Improvesugar concentrationVSAvoidsugar degradation and toxic compounds
Core Design Contradiction:
Quantity of substanceVSObject-affected harmful factors

Solution Approach 1:

The patent extracts C5 sugars from the hydrolyzate matrix using selective precipitation with boron capture agents. This removes sugars before concentration steps, allowing the remaining hydrolyzate to be concentrated without degrading the target sugars, thus resolving the contradiction between concentration and sugar preservation

Inventive Principle:
Principle #2Taking out (Extraction)

Solution Approach 2:

The patent performs preliminary sugar isolation and precipitation before any concentration or downstream processing steps. By removing sugars first through selective precipitation with boron agents, subsequent concentration operations can proceed without causing sugar degradation, thereby preventing harmful effects before they occur

Inventive Principle:
Principle #10Preliminary action

2Productivity

If sugars are extracted into organic phase using lipophilic boronic acids, then sugar extraction efficiency improves, but the extracted sugars are limited to aqueous form which is incompatible with many biofuel conversion schemes

Engineering Contradiction:
Improvesugar extraction efficiencyVSAvoidcompatibility with biofuel conversion schemes
Core Design Contradiction:
ProductivityVSAdaptability or versatility

Solution Approach 1:

The patent changes the physical state parameter of extracted sugars from aqueous to dry solid form through precipitation with boron capture agents. This parameter change makes the sugars compatible with biofuel conversion schemes that require dry feedstock, while maintaining high extraction efficiency through the selective boron-based precipitation mechanism

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent uses boron capture agents as intermediary substances that temporarily bind to C5 sugars, enabling their selective precipitation and isolation in dry form. This intermediary mechanism allows efficient extraction while delivering sugars in a form suitable for downstream biofuel conversion, bridging the gap between extraction and application requirements

Inventive Principle:
Principle #24Intermediary (Mediator)

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 effectively isolates C5 sugars in a dry form, preventing further degradation and enhancing their availability for conversion into biofuels and biochemicals, thereby improving the efficiency and economic viability of biofuel production.

Implementation Method 1

one hydrolyzate treatment approach relies upon lipophilic boronic acids to form boronate complexes with cis-diol moieties of sugars

Methodology Applied
Scientific EffectComplexation:

Implementation Method 2

which are extracted into an organic phase by ion pairing with lipophilic quaternary ammonium cations

Methodology Applied
Scientific EffectIon pairing:

Implementation Method 3

The resulting salts are then hydrolyzed in a clean, aqueous acidic solution to regenerate the sugars

Methodology Applied
Scientific EffectHydrolysis: Hydrolysis

Data Source

PatentUS10407453B2Process for isolating C5 sugars from biomass hydrolyzate
Publication Date: 2019.09.10 UNIVERSITY OF LOUISVILLE RESEARCH FOUNDATION INC
  • US10407453B2 patent drawing
  • US10407453B2 patent drawing
  • US10407453B2 patent drawing

AI summary

Provided are processes for isolating hemicellulose-based sugar from a biomass. The process includes providing a biomass hydrolyzate including a C5 sugar, forming a boronic ester or diester of the C5 sugar, extracting the boronic ester of diester of the C5 sugar, precipitating the C5 sugar using a boron capture agent, and isolating the C5 sugar from the precipitate. The isolated C5 sugar is provided in dry form.