Ethylene Hydroformylation with Partial Purification for C3 Synthesis

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Solution Overview

Problem

The hydroformylation of ethylene using dilute ethylene mixtures is inefficient and costly due to the need for excessive CO and H2, impurities that poison catalysts, and the high cost of purifying ethylene from ethane-ethylene feedstocks, particularly in shale gas recovery where logistics and resource constraints are significant.

Innovation Solution

An integrated process that partially purifies ethylene mixtures containing 80-98% ethylene, allowing for efficient hydroformylation to produce C3 products like propionaldehyde and propylene, using ethane as a feedstock and deriving CO and H2 from renewable sources, thereby reducing the need for expensive ethane purification and increasing the utilization of reactants.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Quantity of substance

If dilute ethylene mixtures are used for hydroformylation, then feedstock cost is reduced, but reaction efficiency decreases and excessive CO and H2 are required

Engineering Contradiction:
Improveethylene concentrationVSAvoidhydroformylation efficiency
Core Design Contradiction:
Quantity of substanceVSProductivity

Solution Approach 1:

The patent changes the concentration parameter of ethylene in the feed mixture, accepting dilute mixtures (up to 75 wt% ethylene) instead of requiring high purity ethylene. This parameter change resolves the contradiction by allowing use of cheaper feedstocks while the process conditions are optimized to maintain acceptable reaction efficiency.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The hydroformylation process is made universal to handle various ethylene concentrations from different sources (natural gas liquids, shale gas, bio-ethylene) without requiring separate purification trains for each feedstock type, enabling efficient use of dilute mixtures while maintaining productivity.

Inventive Principle:
Principle #6Universality (Multi-functionality)

2Reliability

If ethylene is purified from ethane-ethylene feedstocks, then catalyst poisoning is reduced, but purification cost increases significantly

Engineering Contradiction:
Improvecatalyst activityVSAvoidpurification cost
Core Design Contradiction:
ReliabilityVSEase of manufacture

Solution Approach 1:

The patent employs relatively inexpensive, easily replaceable catalyst systems that can tolerate certain levels of impurities from dilute ethylene feedstocks, eliminating the need for costly purification infrastructure. The catalyst is designed to be replaced or regenerated rather than protected by expensive separation equipment.

Inventive Principle:
Principle #27Cheap short-living objects (Disposable)

Solution Approach 2:

The process converts the previously harmful presence of ethane and other impurities in dilute ethylene feeds into a benefit by designing a catalyst and reaction conditions that are tolerant of these components, eliminating the need for separation and allowing direct use of crude feeds.

Inventive Principle:
Principle #22Blessing in disguise (Convert harm into benefit)

3Adaptability or versatility

If dilute ethylene mixtures are used, then feedstock availability is improved, but excessive purge streams are generated

Engineering Contradiction:
Improvefeedstock flexibilityVSAvoidpurge stream volume
Core Design Contradiction:
Adaptability or versatilityVSLoss of substance

Solution Approach 1:

The patent implements a strategy where unreacted components in purge streams are recovered and recycled back to the reactor. This reduces net loss of valuable materials while maintaining the ability to process diverse dilute feedstocks, converting what would be waste into reusable feed material.

Inventive Principle:
Principle #34Discarding and recovering

Solution Approach 2:

The process incorporates feedback loops where composition analysis of feed and product streams informs adjustment of reaction conditions and purge/recycle rates, optimizing the balance between feedstock flexibility and minimizing material loss in purge streams.

Inventive Principle:
Principle #23Feedback

4Manufacturing precision

If high ethylene purity is required, then product quality is improved, but process cost increases

Engineering Contradiction:
Improveethylene purityVSAvoidprocess cost
Core Design Contradiction:
Manufacturing precisionVSEase of manufacture

Solution Approach 1:

Instead of achieving complete purification to 99.9% ethylene purity, the process applies partial purification or accepts moderate purity levels (up to 75% ethylene in feeds) that are sufficient for the hydroformylation reaction, eliminating excessive purification costs while maintaining adequate product quality.

Inventive Principle:
Principle #16Partial or excessive action

Solution Approach 2:

The patent changes the purity specification parameter from conventional high-purity requirements to moderate purity acceptance, aligning the feed specification with the actual needs of the hydroformylation process and eliminating unnecessary purification expenditures.

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

This process enhances the efficiency and productivity of C3 product synthesis, lowers production costs, and allows for the use of renewable resources, improving the economic viability and environmental sustainability of ethylene conversion.

Implementation Method 1

reacting ethylene-containing feed mixtures with gas mixtures containing CO and H2 using hydroformylation strategies in the presence of a catalyst

Methodology Applied
Scientific EffectCatalysis: Catalysis

Data Source

PatentUS10155710B1Processes for making C3 products from ethylene and syngas using hydroformylation strategies
Publication Date: 2018.12.18 DP&PL LLC SERIES B
  • US10155710B1 patent drawing
  • US10155710B1 patent drawing
  • US10155710B1 patent drawing

AI summary

The present invention relates to integrated processes for using hydroformylation reaction strategies to efficiently convert ethylene in ethylene feed mixtures into C3 products (i.e., products comprising 3 carbon atoms) such as propionaldehyde, 1-propanol, propylene, propanoic acid, and the like. An aspect of the present invention is to partially purify a feed comprising an ethane/ethylene mixture rather than to attempt more complete purification. In contrast to substantially complete purification of ethylene, partial purification is technically and economically feasible at lower cost and allows hydroformylation to be practiced at high productivity and with a lower hydrogen and CO requirement. The lower volumes of such syngas used in the hydroformylation reaction, as well as a more favorable profile of leftover reactants in following hydroformylation makes recycle strategies much easier to practice.