Hydrolyzed Nitrilotriacetonitrile Cyanide Removal

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Solution Overview

Problem

Existing methods for preparing hydrolyzed nitrilotriacetonitrile compositions are inefficient and result in inconsistent products with high cyanide levels, posing toxicity and environmental concerns.

Innovation Solution

A one-shot addition of nitrilotriacetonitrile to an acid solution, followed by pH adjustment and treatment with an oxidizing agent, reduces free cyanide to low or undetectable levels, achieving a more efficient and reproducible hydrolysis process without external heating.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Loss of time

If traditional hydrolysis methods are used, then hydrolyzed nitrilotriacetonitrile compositions can be produced, but the reaction time exceeds 3 hours and requires external heating

Engineering Contradiction:
Improvereaction timeVSAvoidenergy consumption
Core Design Contradiction:
Loss of timeVSUse of energy by moving object

Solution Approach 1:

The patent changes the reaction parameters by using a one-shot addition method where nitrilotriacetonitrile is added rapidly to a heated acid solution, completing the reaction in minutes rather than hours. The rapid addition creates a high initial concentration that drives the hydrolysis reaction forward quickly, eliminating the need for prolonged heating and reducing overall energy consumption.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent applies the rushing through principle by using rapid one-shot addition of the substrate to the catalyst solution. This rapid addition allows the reaction to proceed through the hydrolysis step quickly without requiring slow, prolonged heating, thereby reducing reaction time and energy consumption while maintaining complete conversion.

Inventive Principle:
Principle #21Skipping (Rushing through)

2Manufacturing precision

If traditional hydrolysis methods are used, then hydrolyzed products are obtained, but the products have inconsistent hue and composition

Engineering Contradiction:
Improveproduct consistencyVSAvoidproduct quality
Core Design Contradiction:
Manufacturing precisionVSReliability

Solution Approach 1:

The patent applies preliminary action by pre-heating the acid solution to the desired temperature before adding the nitrilotriacetonitrile. This ensures that the reaction conditions are already optimized when the substrate is introduced, leading to consistent reaction outcomes and uniform product composition without the variability associated with gradual addition methods.

Inventive Principle:
Principle #10Preliminary action

Solution Approach 2:

The patent segments the addition process into a single rapid one-shot addition rather than gradual addition over time. This segmentation creates a distinct, controlled reaction event that ensures consistent mixing and reaction conditions, thereby improving product homogeneity and eliminating the inconsistent hue and composition observed in traditional methods.

Inventive Principle:
Principle #1Segmentation

3Object-affected harmful factors

If traditional hydrolysis methods are used, then hydrolyzed products are obtained, but free cyanide is present at high levels

Engineering Contradiction:
Improvecyanide toxicityVSAvoidfree cyanide concentration
Core Design Contradiction:
Object-affected harmful factorsVSObject-generated harmful factors

Solution Approach 1:

The patent converts the harmful effect of free cyanide into a beneficial process step by adding an oxidizing agent to the reaction mixture. The oxidizing agent reacts with free cyanide to form cyanate, which is less toxic and more stable. This transforms the harmful cyanide present during hydrolysis into a safer compound, eliminating the toxicity issue while maintaining the hydrolysis reaction's effectiveness.

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

Solution Approach 2:

The patent uses strong oxidizing agents (such as hydrogen peroxide, sodium hypochlorite, or potassium permanganate) to rapidly oxidize and eliminate free cyanide from the reaction mixture. These strong oxidants quickly convert cyanide into cyanate or other oxidized forms, effectively reducing cyanide toxicity levels without interfering with the hydrolysis reaction or requiring additional time.

Inventive Principle:
Principle #38Strong oxidants (Accelerated oxidation)

4Stability of the object's composition

If traditional hydrolysis methods are used, then hydrolyzed products are obtained, but insoluble crystals form reducing solution integrity

Engineering Contradiction:
Improvesolution integrityVSAvoidproduct solubility
Core Design Contradiction:
Stability of the object's compositionVSEase of manufacture

Solution Approach 1:

The patent changes the pH parameter by adjusting the reaction mixture to basic conditions (pH 8-10) after hydrolysis. This pH adjustment prevents crystal formation and maintains solution integrity. The basic conditions keep the hydrolyzed nitrilotriacetonitrile in solution form rather than allowing precipitation, thereby improving both solution stability and ease of manufacturing.

Inventive Principle:
Principle #35Parameter changes

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 significantly reduces reaction time, labor, and energy costs while ensuring the hydrolyzed nitrilotriacetonitrile compositions meet stringent environmental regulations by minimizing cyanide levels to below detection limits.

Implementation Method 1

treated with an oxidizing agent to reduce, minimize, eliminate, and/or destroy residual free cyanide

Methodology Applied
Scientific EffectOxidation: Oxidation

Implementation Method 2

an amount of NTAN is hydrolyzed in the presence of an acid catalyst for a period of time

Methodology Applied
Scientific EffectHydrolysis: Hydrolysis

Data Source

PatentUS8362298B2Hydrolyzed nitrilotriacetonitrile compositions, nitrilotriacetonitrile hydrolysis formulations and methods for making and using same
Publication Date: 2013.01.29 THE LUBRIZOL CORP
  • US8362298B2 patent drawing
  • US8362298B2 patent drawing
  • US8362298B2 patent drawing

AI summary

Hydrolyzed nitrilotriacetonitrile compositions are disclosed prepared by a method characterized by a one-shot addition of an amount of nitrilotriacetonitrile to a solution containing an acid catalyst, where the reaction is complete in a time period of less than an hour. The method is also characterized by adjusting the pH of the reaction mixture to a pH of at least 8. The method is also characterized by oxidatively removing free cyanide to a desired low level through the addition of an oxidizing agent the produces environmentally benign by-products to the crude hydrolyzed NTAN to form hydrolyzed NTAN compositions having minimized, negligible, or substantially no free cyanide levels.