Pyridine Carboxylic Acid Production via Vanadia Catalyst Oxidation

Resolve Bottlenecks,
Find Innovative Solutions
Generate Solutions

Solution Overview

Problem

Current processes for producing pyridine carboxylic acids are capital intensive, generate high salt and wastewater, have low yield and selectivity, and are not suitable for large-scale industrial production due to high temperature and pressure conditions, as well as complex multi-step processing.

Innovation Solution

An industrial process involving the oxidation of alkyl pyridine with oxygen in the presence of a vanadia-based catalyst and metalloid additives, using multi-layered catalyst packing and a specific mole ratio of vanadium to titanium to metalloid, with isolation through scrubbing and recycling of raw materials and solvents, performed at mild temperatures and pressures.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Productivity

If liquid phase oxidation using nitric acid and sulphuric acid is used, then pyridine carboxylic acid can be produced, but high salt production and large streams of waste water are generated

Engineering Contradiction:
Improveproduction of pyridine carboxylic acidVSAvoidsalt production and wastewater
Core Design Contradiction:
ProductivityVSObject-generated harmful factors

Solution Approach 1:

The invention changes the oxidation parameters by using air or oxygen instead of nitric acid, and employs a catalyst system (cobalt acetate, manganese acetate, and hydrogen bromide) with controlled temperature (200-250°C) and pressure (50-150 atm) conditions. This parameter change eliminates the formation of nitrogen oxides and reduces salt waste while maintaining high productivity.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The invention extracts and removes the harmful nitric acid from the oxidation process, replacing it with a cleaner oxidation system using air or oxygen. This extraction of the harmful substance eliminates the generation of nitrogen-containing waste products and salts.

Inventive Principle:
Principle #2Taking out (Extraction)

2Productivity

If vapor phase oxidation using nitric acid with B2O3 and SeO2 catalysts is used, then pyridine carboxylic acid can be produced, but high temperature and pressure conditions are required

Engineering Contradiction:
Improveproduction of pyridine carboxylic acidVSAvoidreaction temperature
Core Design Contradiction:
ProductivityVSTemperature

Solution Approach 1:

The invention changes the temperature parameter by employing a more efficient catalyst system (cobalt acetate, manganese acetate, hydrogen bromide) that enables oxidation at 200-250°C, which is milder than conventional vapor phase processes. The use of acetic acid as solvent and controlled pressure (50-150 atm) further optimizes the temperature conditions.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The invention uses a composite catalyst system combining cobalt acetate, manganese acetate, and hydrogen bromide, along with acetic acid as solvent. This composite system provides synergistic effects that lower the required temperature compared to single-catalyst vapor phase processes.

Inventive Principle:
Principle #40Composite materials

3Productivity

If processes involving bromides are used, then oxidation can proceed, but further purification for removing bromine is required which complicates the process

Engineering Contradiction:
Improveoxidation efficiencyVSAvoidpurification steps
Core Design Contradiction:
ProductivityVSDevice complexity

Solution Approach 1:

The invention uses bromide in catalytic amounts (0.1-5% based on substrate) where it is not consumed but regenerated. The bromide catalyst is recovered and reused in the reaction cycle, eliminating the need for extensive purification steps while maintaining high oxidation efficiency.

Inventive Principle:
Principle #34Discarding and recovering

Solution Approach 2:

The bromide catalyst system is self-regenerating during the reaction cycle, automatically maintaining its catalytic activity without requiring external intervention or complex purification systems. The catalyst performs multiple cycles of oxidation and regeneration.

Inventive Principle:
Principle #25Self-service

4Productivity

If high temperature and pressure conditions are used, then oxidation reaction can proceed, but capital intensive equipment is required

Engineering Contradiction:
Improveoxidation reaction rateVSAvoidcapital investment
Core Design Contradiction:
ProductivityVSEase of manufacture

Solution Approach 1:

The invention optimizes the pressure parameter to a moderate range (50-150 atm) and temperature (200-250°C) that balances reaction rate with equipment cost. The use of a highly active catalyst system allows operation at these milder conditions, reducing capital investment compared to conventional high-pressure processes while maintaining acceptable productivity.

Inventive Principle:
Principle #35Parameter changes

5Manufacturing precision

If multi step processing is used, then product purification can be achieved, but manufacturing cost increases

Engineering Contradiction:
Improveproduct purityVSAvoidmanufacturing cost
Core Design Contradiction:
Manufacturing precisionVSEase of manufacture

Solution Approach 1:

The invention merges the oxidation reaction and catalyst regeneration steps into a single continuous process. The bromide catalyst is regenerated in-situ during the reaction, eliminating separate purification and regeneration steps, thereby reducing manufacturing costs while maintaining high product purity.

Inventive Principle:
Principle #5Merging (Combining)

Solution Approach 2:

The catalytic system operates continuously with the bromide catalyst being regenerated and reused throughout the reaction process. This continuous operation eliminates batch-wise purification steps and reduces overall manufacturing costs while maintaining consistent product quality.

Inventive Principle:
Principle #20Continuity of useful 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 process achieves high purity and yield of pyridine carboxylic acids with reduced effluent generation, fewer processing steps, and safer operation, making it commercially viable for large-scale production while avoiding hot spots and non-uniform temperature profiles.

Implementation Method 1

oxidizing alkyl pyridine with oxygen or a source of oxygen in presence of water and a vanadia based catalyst

Methodology Applied
Scientific EffectCatalysis: Catalysis

Implementation Method 2

oxidizing alkyl pyridine with oxygen or a source of oxygen

Methodology Applied
Scientific EffectOxidation: Oxidation

Implementation Method 3

multi layered packing of said catalyst is employed and isolating the pyridine carboxylic acid... avoiding hot spots and non-uniform temperature profiles

Methodology Applied
Scientific EffectThermal conduction: Conduction (thermal)

Implementation Method 4

isolating the pyridine carboxylic acid... scrubbing and recycling of raw materials and solvents

Methodology Applied
Scientific EffectAbsorption: Absorption (physical)

Data Source

PatentEP2428505B1Process for producing pyridine carboxylic acids
Publication Date: 2016.08.10 JUBILANT LIFE SCI
  • EP2428505B1 patent drawing

AI summary

Disclosed is a cost effective and ecofriendly large scale process for producing pyridine carboxylic acid with high purity and yield at industrial scale.