Chelator-Mediated Fenton Process for Lignosulfonate Depolymerization

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Solution Overview

Problem

Current methods for depolymerizing lignin face challenges such as low yields, repolymerization of breakdown products, and economic inefficiencies, particularly when dealing with condensed lignins resulting from carbohydrate-first pretreatment processes, limiting the economic viability of lignocellulosic biorefineries.

Innovation Solution

A method involving sulfonation of lignin followed by a chelator-mediated Fenton reaction, which breaks C—C bonds in lignosulfonate, reducing molecular weight and minimizing repolymerization, allowing for efficient depolymerization suitable for biological conversion into useful chemicals and intermediates.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Quantity of substance

If catalytic approaches are performed at high temperature and high pressure to cleave C—C bonds, then monomer yield increases, but economic challenges and energy consumption increase

Engineering Contradiction:
Improvemonomer yieldVSAvoidenergy consumption
Core Design Contradiction:
Quantity of substanceVSUse of energy by moving object

Solution Approach 1:

The invention changes the reaction parameters from high temperature and high pressure conditions to ambient temperature and pressure conditions by using a chelator-mediated Fenton reaction system. This allows C—C bond cleavage to occur under mild conditions while maintaining effective depolymerization of condensed lignins, thereby reducing energy consumption without sacrificing monomer yield

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The invention introduces a chelator as an intermediary substance that mediates the Fenton reaction between iron catalyst and hydrogen peroxide. The chelator forms a complex with iron, enhancing its catalytic activity for C—C bond cleavage under ambient conditions, thus enabling effective depolymerization without requiring high energy input

Inventive Principle:
Principle #24Intermediary (Mediator)

2Adaptability or versatility

If enzymes are used for lignin depolymerization, then the process is biocompatible, but monomer yields remain very low and repolymerization occurs

Engineering Contradiction:
ImprovebiocompatibilityVSAvoidmonomer yield
Core Design Contradiction:
Adaptability or versatilityVSQuantity of substance

Solution Approach 1:

The invention merges the advantages of both enzymatic and catalytic approaches by using a chelator-mediated Fenton reaction that operates under mild, biocompatible conditions while achieving superior monomer yields. The system combines the gentle reaction conditions suitable for biological systems with the high depolymerization efficiency of chemical catalysis, preventing repolymerization through controlled reaction conditions

Inventive Principle:
Principle #5Merging (Combining)

Solution Approach 2:

The invention changes the operational parameters from enzymatic conditions (which give low yields) to chelator-mediated Fenton conditions that achieve high monomer yields while maintaining ambient temperature and pH levels compatible with biological systems. This parameter optimization resolves the contradiction between biocompatibility and monomer yield

Inventive Principle:
Principle #35Parameter changes

3Quantity of substance

If aggressive Fenton reaction conditions are used, then depolymerization occurs, but polymerization of lignosulfonate results

Engineering Contradiction:
Improvedepolymerization efficiencyVSAvoidpolymer stability
Core Design Contradiction:
Quantity of substanceVSStability of the object's composition

Solution Approach 1:

The invention applies partial action by using controlled, moderate concentrations of hydrogen peroxide and iron catalyst in the presence of a chelator. This prevents excessive oxidation that would lead to polymerization while maintaining sufficient depolymerization activity. The chelator moderates the reaction intensity, allowing effective C—C bond cleavage without causing uncontrolled polymerization

Inventive Principle:
Principle #16Partial or excessive 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 approach achieves significant molecular weight reduction of lignosulfonate, producing breakdown products rich in acid, aldehyde, and ether functionalities, enhancing bioavailability and potentially improving the economic viability of lignocellulosic biorefineries by facilitating biological conversion.

Implementation Method 1

contacting a chelator/Fe complex or a Fe(II) cation with a lignosulfonate to produce a reaction mixture, incubating the reaction mixture for a suitable period of time wherein at least one C—C bond in a lignosulfonate is broken

Methodology Applied
Scientific EffectFenton reaction: Oxidation

Data Source

PatentUS20240059723A1Chelator-mediated fenton (CMF) process to break a c-c bond in lignosulfonate
Publication Date: 2024.02.22 NATIONAL TECHNOLOGY & ENGINEERING SOLUTIONS OF SANDIA LLC
  • US20240059723A1 patent drawing
  • US20240059723A1 patent drawing
  • US20240059723A1 patent drawing

AI summary

The present invention provides for a method to break a C—C bond in lignosulfonate, the method comprising: (a) optionally sulfonating a lignin to produce a lignosulfonate, (b) contacting a chelator/Fe complex or a Fe(II) cation with a lignosulfonate to produce a reaction mixture, (c) incubating the reaction mixture for a suitable period of time wherein at least one C—C bond in a lignosulfonate is broken, (d) optionally introducing an oxidizing agent to the reaction mixture, and (e) optionally separating two separate molecules formed from breaking the C—C bond of lignosulfonate.