Cyclic Diene Composition for Liquid-Phase Hydroformylation
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Solution Overview
Problem
Existing methods for producing alicyclic aldehydes face challenges such as increased production complexity, high investment and utility costs, and poor industrial handleability due to the presence of impurities in cyclic diene-containing compositions, which also affect hydroformylation reactions and result in solid, crystalline dicyclopentadiene at normal temperatures.
Innovation Solution
A cyclic diene-containing composition is developed with controlled contents of cyclic monoene, high-boiling-point byproducts, and cyclic diene, specifically within certain GC area % ranges, ensuring fluidity at normal temperatures and efficient hydroformylation to produce alicyclic aldehydes in a short reaction time and high yield.
Engineering Contradictions & Design Principles
Engineering Contradiction Analysis
1Reliability
If highly pure cyclic diene is produced by removing impurities, then hydroformylation reaction efficiency is improved, but production process complexity and costs increase
Solution Approach 1:
The invention changes the purity parameter from extremely high purity (99.5% or more) to a balanced range (95-99%), and introduces a new parameter - cyclic monoene content control (5-20%) - to resolve the contradiction between reaction efficiency and process complexity
Solution Approach 2:
The invention introduces cyclic monoene as an intermediary component that facilitates the hydroformylation reaction by forming reactive intermediates, thereby improving reaction efficiency without requiring extremely high purity
2Reliability
If highly pure cyclic diene is produced by removing impurities, then hydroformylation reaction efficiency is improved, but investment and utility costs increase
Solution Approach 1:
The invention optimizes the purity parameter to a cost-effective range (95-99%) and introduces cyclic monoene content (5-20%) as a new parameter that balances reaction efficiency with production cost
Solution Approach 2:
The invention converts the previously harmful impurity (cyclic monoene) into a beneficial component that enhances hydroformylation reaction efficiency by forming reactive intermediates, thereby reducing purification costs
3Reliability
If highly pure dicyclopentadiene is produced, then hydroformylation reaction efficiency is improved, but industrial handleability deteriorates due to solid crystalline form
Solution Approach 1:
The invention changes the physical state parameter from solid crystalline to liquid by controlling the composition range, thereby improving industrial handleability while maintaining reaction efficiency
Solution Approach 2:
The invention creates a composite liquid composition containing cyclic diene and cyclic monoene in specific ratios, which combines the reaction efficiency of pure dicyclopentadiene with the handleability of liquid mixtures
4Reliability
If impurities are removed from cyclic diene-containing composition, then hydroformylation reaction efficiency is improved, but reaction time increases
Solution Approach 1:
The invention introduces cyclic monoene as a reactive intermediary that forms intermediates with hydroformylation catalysts, accelerating the reaction and reducing reaction time without requiring extremely high purity
Solution Approach 2:
The invention optimizes the composition parameters (cyclic diene: 80-95%, cyclic monoene: 5-20%) to achieve the optimal balance between reaction efficiency and reaction time
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 composition allows for the efficient production of alicyclic aldehydes and alcohols by maintaining the cyclic diene in a liquid state, improving industrial handleability and reducing reaction time and costs.
Implementation Method 1
the produced cyclic diene-containing composition is subjected to a hydroformylation reaction to convert it into an alicyclic aldehyde corresponding to the cyclic diene
Implementation Method 2
alcohols such as alicyclic alcohols obtained by subjecting alicyclic aldehydes to hydrogenation reaction
Data Source
AI summary
A cyclic diene-containing composition having a content of a cyclic diene of 99.5 GC area % or less and a content of a cyclic monoene of 3.0 GC area % or less. A method for producing an aldehyde, the method including subjecting a cyclic diene in a cyclic diene-containing composition to a hydroformylation reaction to produce a corresponding aldehyde, wherein the method includes controlling a content of a cyclic monoene contained in the cyclic diene-containing composition to a predetermined threshold (1) or less. A method for producing a cyclic diene-containing composition, the method including performing distillation and purification of a hydrocarbon decomposition product obtained by thermal decomposition of a hydrocarbon-containing composition to produce a cyclic diene-containing composition containing a cyclic diene, wherein the method includes controlling a content of a cyclic monoene contained in the cyclic diene-containing composition to a predetermined threshold (1) or less.