Low-Pressure Hydrogenation of Aromatic Esters Using Supported Catalysts

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Solution Overview

Problem

Current hydrogenation processes for aromatic carboxylic acid esters require high hydrogen pressures, leading to equipment challenges and compromised processing behavior of resulting plasticizers, which affects their industrial applicability and compatibility with polymers like PVC.

Innovation Solution

A semi-continuous catalytic liquid phase hydrogenation process at lower pressures (≤15 barg) using supported catalysts with active metals like ruthenium, palladium, and osmium, which improves the hydrogenation efficiency and processing behavior of plasticizers, specifically 1,2,4-trialkyl cyclohexane carboxylates, enhancing their incorporation times and compatibility with PVC.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Productivity

If high hydrogen pressures are used in hydrogenation processes, then hydrogenation efficiency is improved, but equipment complexity and processing behavior of plasticizers deteriorate

Engineering Contradiction:
Improvehydrogenation efficiencyVSAvoidequipment complexity
Core Design Contradiction:
ProductivityVSDevice complexity

Solution Approach 1:

The patent changes the pressure parameter from high (conventional) to low (≤15 barg), and compensates by optimizing temperature parameters (100-200°C) and catalyst composition (0.1-10% active metal from groups VIII, IX, or X), thereby maintaining hydrogenation efficiency while avoiding high-pressure equipment complexity

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent introduces locally optimized catalyst properties with specific active metals (0.1-10% by weight) and supports tailored for the reaction, enabling efficient hydrogenation at low pressures without requiring complex high-pressure equipment

Inventive Principle:
Principle #3Local quality

2Productivity

If high hydrogen pressures are used in hydrogenation processes, then hydrogenation efficiency is improved, but processing behavior of plasticizers deteriorates

Engineering Contradiction:
Improvehydrogenation efficiencyVSAvoidprocessing behavior of plasticizers
Core Design Contradiction:
ProductivityVSEase of operation

Solution Approach 1:

The patent changes the pressure parameter from high to low (≤15 barg) and compensates by optimizing temperature (100-200°C) and catalyst properties, thereby maintaining hydrogenation efficiency while improving processing behavior and compatibility of resulting plasticizers

Inventive Principle:
Principle #35Parameter changes

3Quantity of substance

If high hydrogen pressures are used in hydrogenation processes, then conversion of aromatic esters is improved, but incorporation times of plasticizers deteriorates

Engineering Contradiction:
Improveconversion of aromatic estersVSAvoidincorporation times of plasticizers
Core Design Contradiction:
Quantity of substanceVSLoss of time

Solution Approach 1:

The patent optimizes temperature parameters (100-200°C) and catalyst composition (0.1-10% active metal with specific supports) to achieve high conversion at low pressures with reduced processing times, thereby improving both conversion and incorporation times simultaneously

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

The process achieves high yields and reduced processing times, improving the industrial applicability and compatibility of hydrogenated plasticizers with PVC, offering better processing behavior and efficiency compared to traditional methods.

Implementation Method 1

a supported catalyst comprising between 0.1 and 10% by weight, relative to the total weight of the catalyst, of an active metal of the group consisting of ruthenium, rhodium, palladium, osmium, iridium, platinum, gold or mixtures thereof

Methodology Applied
Scientific EffectCatalysis: Catalysis

Data Source

PatentUS9556104B2Process for hydrogenation of esters of aromatic carboxylic acids to yield saturated homologues thereof
Publication Date: 2017.01.31 POLYNT

AI summary

A process for the hydrogenation of substituted aromatic compounds, with particular reference to esters of aromatic carboxylic acids, for example of aromatic esters used commonly as plasticizers in polymers having wide commercial application (see, in particular, esters of phthalic acid and trimellitic acid).