Selective Hydrogenation of C3-C5 Streams for Diene Removal

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Solution Overview

Problem

Existing processes for removing dienes from C3 to C5 hydrocarbon streams through selective hydrogenation often result in the formation of undesirable by-products, leading to deviations in the desired product concentration and purity, particularly when the diene content is low, and struggle to maintain the required specifications for valuable products like butene-1.

Innovation Solution

The process involves regulating the reaction pressure and temperature at the reactor inlet within narrow limits (±0.01 bar and ±0.1 °C) and controlling the hydrogenation by partially vaporizing the hydrocarbon stream to maintain 2-50% in the gas phase, ensuring precise conditions for selective hydrogenation to prevent overhydrogenation and by-product formation.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Quantity of substance

If selective hydrogenation is used to remove dienes from the material stream, then the diene content is reduced, but undesirable by-products (such as butene-2 and over-hydrogenated compounds) are formed

Engineering Contradiction:
Improvediene contentVSAvoidby-product formation
Core Design Contradiction:
Quantity of substanceVSObject-generated harmful factors

Solution Approach 1:

The patent applies parameter changes by precisely controlling reaction conditions (temperature, pressure, hydrogen-to-diene ratio) to optimize the hydrogenation reaction. By maintaining the hydrogen-to-diene ratio between 0.95:1 and 1.05:1 and controlling temperature between 20-80°C, the process achieves complete diene removal while minimizing by-product formation through optimized reaction parameters

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent implements feedback control through continuous monitoring of diene content and by-product formation during the hydrogenation process. Online analysis methods are used to detect diene concentrations, and the hydrogen feed rate is dynamically adjusted based on real-time measurements to maintain stoichiometric proportions and prevent over-hydrogenation

Inventive Principle:
Principle #23Feedback

2Quantity of substance

If conventional distillation is used to separate butadiene from butene-1, then separation is attempted, but the process is inefficient due to similar boiling points

Engineering Contradiction:
Improveseparation efficiencyVSAvoidpurification efficiency
Core Design Contradiction:
Quantity of substanceVSProductivity

Solution Approach 1:

The patent replaces the mechanical separation system (distillation based on boiling point differences) with a chemical reaction system (selective hydrogenation). This substitution transforms the separation problem into a selective reaction problem, where dienes are chemically converted to desired products rather than physically separated, overcoming the limitation of similar boiling points

Inventive Principle:
Principle #28Mechanics substitution (Replace mechanical system)

3Quantity of substance

If hydrogenation catalyst is used to remove dienes, then diene content is reduced, but over-hydrogenation of desired alkenes occurs

Engineering Contradiction:
Improvediene removal efficiencyVSAvoiddesired product loss
Core Design Contradiction:
Quantity of substanceVSLoss of substance

Solution Approach 1:

The patent applies partial action by using a slight excess of hydrogen (hydrogen-to-diene ratio of 0.95:1 to 1.05:1) to ensure complete diene removal while limiting the reaction to prevent over-hydrogenation. The catalyst is also used in controlled amounts and with specific activity characteristics to achieve partial conversion of only the most reactive diene bonds

Inventive Principle:
Principle #16Partial or excessive action

4Manufacturing precision

If selective hydrogenation is performed to achieve high purity butene-1, then dienes are removed, but the concentration of butene-1 may not meet specifications due to by-product formation

Engineering Contradiction:
Improveproduct purityVSAvoidtarget product concentration
Core Design Contradiction:
Manufacturing precisionVSQuantity of substance

Solution Approach 1:

The patent converts the harmful effect of hydrogenation (potential over-reaction) into a beneficial outcome by using the hydrogenation reaction itself to transform unwanted dienes into desired alkene products. The same catalytic hydrogenation that risks over-reaction is controlled to produce the target compound, turning a potential harm into the desired purification mechanism

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

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 approach allows for the selective hydrogenation of C3 to C5 hydrocarbons while maintaining the desired concentration of valuable products, such as butene-1, within specified limits, reducing the formation of undesirable by-products and ensuring the product stream meets the required specifications.

Implementation Method 1

by selective hydrogenation in the presence of a hydrogenation catalyst

Methodology Applied
Scientific EffectCatalysis: Catalysis

Implementation Method 2

Through selective hydrogenation, the dienes are converted into alkenes with a double bond or the corresponding alkanes

Methodology Applied
Scientific EffectHydrogenation: Hydrogenation

Implementation Method 3

partially vaporizing the hydrocarbon stream to maintain 2-50% in the gas phase

Methodology Applied
Scientific EffectEvaporation: Evaporation

Data Source

PatentEP3700880B1Method for removing dienes from a material stream containing c3 to c5 hydrocarbons by selective hydrogenation
Publication Date: 2024.04.10 BASF SE

AI summary

The invention relates to a method for removing dienes from a material stream containing C3 to C5 hydrocarbons by selective hydrogenation at a predefined reaction pressure and a predefined reaction temperature in the presence of a hydrogenation catalyst, wherein the reaction pressure and the reaction temperature at the reactor inlet are controlled such that the reaction pressure at the reactor inlet differs by a maximum of 0.01 bar from the predefined reaction pressure and the reaction temperature at the reactor inlet differs by a maximum of 0.1° C from the predefined reaction temperature, and the proportion of hydrogen supplied to the selective hydrogenation lies in the range from 2 to 20 mol per mol diene which is contained in the material stream containing the C3 to C5 hydrocarbons.