Active Ruthenium Catalyst Solution for Transvinylation

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Solution Overview

Problem

Current methods for preparing active ruthenium catalyst solutions for transvinylation of carboxylic acids often result in low Ru concentrations and yields, lacking efficient processes for producing concentrated, active catalysts from industrially available ruthenium halides.

Innovation Solution

A process involving the reaction of ruthenium(III) halides with inorganic or organic bases and educt vinyl esters and carboxylic acids at specific temperature and molar ratios to achieve a Ru concentration greater than 0.5% by weight, forming an active ruthenium catalyst solution that catalyzes transvinylation without additional formation steps.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Quantity of substance

If conventional methods are used to prepare active ruthenium catalyst solutions, then the catalyst can be obtained, but the Ru concentration and yield are low

Engineering Contradiction:
ImproveRu concentrationVSAvoidRu yield
Core Design Contradiction:
Quantity of substanceVSProductivity

Solution Approach 1:

The patent applies parameter changes by optimizing the molar ratio of starting materials (vinyl ester to carboxylic acid between 1:1.8 and 1.8:1), temperature range (70-170°C), and ruthenium halide concentration (≥0.5 wt%) to transform low-concentration catalyst preparations into high-concentration active catalyst solutions with Ru concentration >0.5% and yield exceeding 80%

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent implements preliminary action by pre-forming the active ruthenium catalyst species through reaction of ruthenium(III) halide with base, vinyl ester, and carboxylic acid before the actual transvinylation reaction, creating a concentrated active catalyst solution that eliminates the need for in-situ catalyst formation during the reaction process

Inventive Principle:
Principle #10Preliminary action

2Ease of manufacture

If ruthenium halides are used as catalyst precursors, then the catalyst can be formed in situ, but additional formation steps are required and efficiency is reduced

Engineering Contradiction:
Improvecatalyst preparation simplicityVSAvoidcatalyst formation time
Core Design Contradiction:
Ease of manufactureVSLoss of time

Solution Approach 1:

The patent performs preliminary action by completing all catalyst formation steps beforehand, converting ruthenium halide into the active catalyst species in a separate pre-reaction step. This creates a ready-to-use concentrated catalyst solution that eliminates time-consuming in-situ formation during the actual transvinylation reaction

Inventive Principle:
Principle #10Preliminary action

Solution Approach 2:

The patent applies segmentation by separating the catalyst preparation process from the transvinylation reaction process. The catalyst solution is prepared independently with optimized conditions, then used directly in the reaction, allowing each process to be optimized separately and eliminating interference between catalyst formation and reaction kinetics

Inventive Principle:
Principle #1Segmentation

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 enables the production of highly concentrated, active ruthenium catalyst solutions with over 80% of ruthenium converted into a soluble and active form, significantly improving Ru yield and catalyst activity.

Implementation Method 1

a) at least one ruthenium(III) halide is reacted with at least one inorganic or organic base, with at least one starting vinyl ester and with at least one starting carboxylic acid at a temperature of 70°C to 170°C... forming an active ruthenium catalyst solution that catalyzes transvinylation

Methodology Applied
Scientific EffectCatalysis: Catalysis

Data Source

PatentEP3129137B1Method for providing an active ruthenium catalyst solution for the transvinylation of carboxylic acids
Publication Date: 2020.01.22 WACKER CHEMIE AG
  • EP3129137B1 patent drawing

AI summary

The invention relates to a method for providing a ruthenium catalyst solution which is active during the transvinylation of a surfactant vinyl ester with a surfactant carboxylic acid, comprising an Ru metal concentration of more than 0.5 wt.% based on the total weight of the ruthenium catalyst solution. The invention is characterized in that a) at least one ruthenium (III) halogenide with at least one inorganic or organic base, at least one surfactant vinyl ester, and at least one surfactant carboxylic acid is reacted at a temperature of 70 °C to 170 °C; b) the molar ratio of surfactant vinyl ester to surfactant carboxylic acid is 1 : 1.8 to 1.8 : 1; and c) the ruthenium (III) halogenide is used in a quantity of > 0.5 wt.% of Ru metal based on the total weight of the surfactant vinyl ester and surfactant carboxylic acid.