Bisphosphite Ligand for Hydroformylation Selectivity
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Solution Overview
Problem
In hydroformylation reactions using bisphosphite compounds, achieving a high reaction rate while maintaining selectivity for linear aldehydes is challenging, as either high reaction rates or high selectivity are typically insufficient.
Innovation Solution
A novel bisphosphite compound derived from a dihydroxybiphenyl compound is used as a ligand in combination with a metal catalyst, optimizing the reaction conditions to achieve both high reactivity and selectivity for aldehyde production.
Engineering Contradictions & Design Principles
Engineering Contradiction Analysis
1Productivity
If conventional bisphosphite compounds are used to achieve high reaction rate, then productivity is improved, but selectivity for linear aldehyde deteriorates
Solution Approach 1:
The patent applies local quality by introducing specific substituent groups (electron-donating or electron-withdrawing groups) at particular positions (ortho, meta, or para positions) on the aromatic rings of the bisphosphite ligand. These localized chemical modifications at specific positions of the ligand structure enable differential electronic effects that simultaneously optimize both reaction rate and selectivity, resolving the contradiction between productivity and manufacturing precision
Solution Approach 2:
The patent employs parameter changes by systematically varying the electronic properties of the ligand through selection of different substituent groups with varying electron-donating or electron-withdrawing characteristics. By changing the electronic parameters of the ligand structure, the catalyst's activity and selectivity are simultaneously optimized, allowing high reaction rates while maintaining high selectivity for linear aldehyde products
2Manufacturing precision
If conventional bisphosphite compounds are used to achieve high selectivity for linear aldehyde, then manufacturing precision is improved, but reaction rate deteriorates
Solution Approach 1:
The patent applies local quality by introducing specific substituent groups (electron-donating or electron-withdrawing groups) at particular positions (ortho, meta, or para positions) on the aromatic rings of the bisphosphite ligand. These localized chemical modifications at specific positions of the ligand structure enable differential electronic effects that simultaneously optimize both reaction rate and selectivity, resolving the contradiction between productivity and manufacturing precision
Solution Approach 2:
The patent employs parameter changes by systematically varying the electronic properties of the ligand through selection of different substituent groups with varying electron-donating or electron-withdrawing characteristics. By changing the electronic parameters of the ligand structure, the catalyst's activity and selectivity are simultaneously optimized, allowing high reaction rates while maintaining high selectivity for linear aldehyde products
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 novel bisphosphite compound enables high reactivity and very high selectivity for aldehyde isomers, making the hydroformylation process industrially advantageous by balancing reaction rate and selectivity.
Implementation Method 1
reacting an olefinic compound with synthesis gas (mixed gas of CO and H2) in the presence of a catalyst is well-known as a hydroformylation process (reaction)
Implementation Method 2
A method for producing aldehydes or alcohols as hydrogenated products thereof by reacting an olefinic compound with synthesis gas (mixed gas of CO and H2) in the presence of a catalyst is well-known as a hydroformylation process (reaction)
Data Source
AI summary
The present invention addresses the problem of providing a bisphosphite compound that achieves higher target product selectivity while maintaining a high reaction rate. The present invention relates to a dihydroxybiphenyl compound represented by general formula (1) and a bisphosphite compound represented by general formula (2). (In formulae (1) and (2), R1 to R4, R11 to R14 and Z1 to Z4 are defined in the same way as in the description.)