PtI2 Catalyst Hydroformylation Yield for Dicidal

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Solution Overview

Problem

Existing hydroformylation processes for cyclic olefins, such as those using Rh catalysts, face limitations in yield and efficiency.

Innovation Solution

A novel hydroformylation process involving the sequential or combined addition of dicyclopentadiene, a compound of formula (I) with specific alkyl and phenyl groups, a Pt compound, an iodine compound, CO, and H2, under controlled heating and pressure conditions, to produce dicidal with enhanced yield.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Productivity

If Rh catalyst is used for hydroformylation of cyclic olefins, then the process is established, but the yield is insufficient

Engineering Contradiction:
ImproveyieldVSAvoidcatalyst performance
Core Design Contradiction:
ProductivityVSReliability

Solution Approach 1:

The patent changes the catalyst system from Rh-based to Pt-based, specifically using Pt(II)I2 as the catalyst. This parameter change in catalyst type and composition results in significantly improved yield (89.5% conversion vs <5% with Rh catalyst), directly resolving the contradiction between established process reliability and insufficient productivity

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent employs a composite catalyst system comprising Pt(II)I2 combined with specific ligands (compounds of formula I with alkyl and phenyl groups). This composite catalyst approach enhances the catalytic performance and selectivity, achieving high yield while maintaining process reliability through the synergistic effect of multiple components

Inventive Principle:
Principle #40Composite materials

2Productivity

If traditional hydroformylation process is used, then the basic conversion is achieved, but the efficiency is low

Engineering Contradiction:
ImproveefficiencyVSAvoidreaction time
Core Design Contradiction:
ProductivityVSLoss of time

Solution Approach 1:

The patent optimizes reaction parameters including temperature (25-150°C), pressure (1-6 MPa CO/H2), and catalyst concentration (0.1-5 mol % PtI2) to achieve efficient conversion. These parameter changes enable the reaction to proceed with high efficiency while controlling reaction time, resolving the contradiction between basic conversion achievement and low efficiency

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent employs continuous feeding of CO and H2 gases throughout the reaction process, maintaining optimal reactant concentration and ensuring continuous productive action. This continuous action approach prevents reaction stagnation and maintains high efficiency throughout the reaction period

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

The process significantly increases the yield of dicidal compared to traditional methods, as demonstrated by the use of PtI2 achieving 89.5% conversion versus <5% with Rh(acac)(CO)2, and further converts dicidal to dicidol with high efficiency.

Implementation Method 1

adding a Pt compound capable of forming a complex; adding an iodine compound; feeding in CO and H2; heating the reaction mixture to convert the dicyclopentadiene to dicidal

Methodology Applied
Scientific EffectCatalysis: Catalysis

Implementation Method 2

The present invention relates to a process for the preparation of dicidal... adding a compound of formula (I)... adding a Pt compound capable of forming a complex; adding an iodine compound; feeding in CO and H2; heating the reaction mixture to convert the dicyclopentadiene to dicidal

Methodology Applied
Scientific EffectHydroformylation: Chemical Bonding

Implementation Method 3

heating the reaction mixture from steps a) to e), to convert the dicyclopentadiene to dicidal

Methodology Applied
Scientific EffectHeating: Heating

Data Source

PatentUS20240010587A1Process for the preparation of dicidal
Publication Date: 2024.01.11 EVONIK OXENO GMBH & CO KG
  • US20240010587A1 patent drawing
  • US20240010587A1 patent drawing
  • US20240010587A1 patent drawing

AI summary

Process for the preparation of dicidal.