Bisphosphites with a 2-phenylphenol outer unit

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Solution Overview

Problem

Existing hydroformylation processes face challenges in achieving high n-selectivity for olefin conversion to aldehydes.

Innovation Solution

Development of bisphosphite compounds with specific alkyl or alkoxyalkyl substituents at the 2-phenylphenol outer unit, used in conjunction with rhodium catalysts, to enhance n-selectivity in the hydroformylation reaction.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Manufacturing precision

If conventional bisphosphite compounds are used in hydroformylation, then the reaction can proceed, but n-selectivity is insufficient

Engineering Contradiction:
Improven-selectivityVSAvoidsubstrate range
Core Design Contradiction:
Manufacturing precisionVSAdaptability or versatility

Solution Approach 1:

The patent applies local quality by introducing specific substituents (alkyl or alkoxyalkyl groups) at particular positions (R1 and R2) of the bisphosphite molecule's phenol outer unit. This localized modification of molecular structure enables the compound to achieve high n-selectivity in hydroformylation reactions while maintaining broader substrate compatibility, directly resolving the contradiction between selectivity and versatility.

Inventive Principle:
Principle #3Local quality

2Manufacturing precision

If bisphosphite compounds with specific substituents are synthesized, then n-selectivity improves, but synthesis complexity increases

Engineering Contradiction:
Improven-selectivityVSAvoidsynthesis procedure
Core Design Contradiction:
Manufacturing precisionVSDevice complexity

Solution Approach 1:

The synthesis procedure is segmented into distinct modular steps: (1) formation of the phenol outer unit with specific substituents, (2) coupling with the phosphite core, and (3) purification. This segmentation allows for systematic optimization of each step and simplifies the overall synthesis process while maintaining the desired n-selectivity property.

Inventive Principle:
Principle #1Segmentation

Solution Approach 2:

The patent employs parameter changes by systematically varying substituent types (alkyl vs. alkoxyalkyl) and their positions (R1 vs. R2) in the bisphosphite structure. This parameter variation approach enables optimization of n-selectivity while providing guidance on synthesis complexity through established chemical transformations for each substituent type.

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 bisphosphite compounds demonstrate improved n-selectivity in hydroformylation reactions, achieving selectivity rates up to 91% under optimized conditions.

Implementation Method 1

hydroformylation of olefins to give the corresponding aldehydes with high n-selectivity

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

PatentUS20250382313A1Bisphosphites with a 2-phenylphenol outer unit
Publication Date: 2025.12.18 EVONIK OXENO GMBH & CO KG
  • US20250382313A1 patent drawing
  • US20250382313A1 patent drawing
  • US20250382313A1 patent drawing

AI summary

Bisphosphites with a 2-phenylphenol outer unit and the use thereof in hydroformylation.