3,4-Dialkylphenol Bisphosphites for Higher Aldehyde Hydroformylation Yield

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Solution Overview

Problem

Existing hydroformylation processes face challenges in achieving high yields of aldehydes from olefins, particularly with bisphosphite compounds.

Innovation Solution

Development of bisphosphite compounds with a 3,4-dialkylphenol outer unit, specifically compounds of formula (I), used in a process involving the steps of charging an olefin, adding a bisphosphite compound, Rh catalyst, and reacting with H2 and CO to convert olefins to aldehydes.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Productivity

If conventional bisphosphite compounds are used in hydroformylation, then the reaction can proceed, but the yield of aldehyde is insufficient

Engineering Contradiction:

Improvealdehyde yieldVSAvoidreaction efficiency

Core Design Contradiction:

ProductivityVSReliability

Solution Approach 1:

The patent modifies the chemical structure of bisphosphite compounds by changing parameters such as introducing a 3,4-dialkylphenol outer unit with specific alkyl groups (R1, R2 being C1-C4 alkyl), altering the molecular geometry and electronic properties to optimize catalytic performance and achieve higher aldehyde yields

Inventive Principle:

Principle #35Parameter changes

Solution Approach 2:

The invention creates composite molecular structures by combining specific phenolic units with phosphite groups in a bisphosphite framework, integrating multiple functional moieties (phenol, alkyl groups, phosphite) to achieve synergistic effects that enhance catalytic activity and product yield

Inventive Principle:

Principle #40Composite materials

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 proposed compounds and process achieve improved yields of aldehydes, demonstrated by experimental results showing yields of 39% for compound (IIa) compared to comparative compounds (1) and (2).

Implementation Method 1

hydroformylation of olefins to give high yields of aldehydes

Methodology Applied

Scientific EffectHydroformylation: Chemical Bonding

Implementation Method 2

use of the compounds and complexes in olefin hydroformylation

Methodology Applied

Scientific EffectCatalysis: Catalysis

Data Source

PatentUS20250382316A1Bisphosphites with a 3,4-dialkylphenol outer unit

Publication Date: 2025.12.18 EVONIK OXENO GMBH & CO KG

AI summary

Bisphosphites with a 3,4-dialkylphenol outer unit