Piperazine Absorbent for Selective H2S Removal

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Solution Overview

Problem

Existing processes for removing acid gases like CO2 and H2S from fluid streams, particularly in natural gas, face challenges in achieving selective removal of H2S while maintaining stability and low volatility of absorbents, as well as high acid gas loading capacity.

Innovation Solution

A process involving an absorbent comprising a compound of the general formula (I) with a piperazine ring structure and specific alkylene moieties, which provides kinetic selectivity for H2S removal, high stability, and low volatility, is used to treat fluid streams, allowing for selective absorption of H2S over CO2.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Productivity

If conventional absorbents like MDEA or TBAEE are used for selective H2S removal, then kinetic selectivity for H2S over CO2 is achieved, but stability and low volatility are compromised

Engineering Contradiction:
Improveselective H2S removal efficiencyVSAvoidabsorbent stability and volatility
Core Design Contradiction:
ProductivityVSReliability

Solution Approach 1:

The invention modifies the molecular structure of conventional absorbents by introducing a piperazine ring core with specific alkyl substituents (R1-C(=O)-NR2R3 where R1 is C1-C6 alkyl and R2/R3 are C1-C6 alkyl groups). This structural parameter change enhances kinetic selectivity for H2S while simultaneously improving stability and reducing volatility compared to conventional absorbents like MDEA or TBAEE

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The absorbent comprises a composite molecular structure combining the piperazine ring system with tuned alkyl groups and carbonyl-amino substituents. This composite structure integrates the kinetic selectivity benefits of hindered amines with the stability characteristics of cyclic amine structures, achieving both high H2S selectivity and improved reliability

Inventive Principle:
Principle #40Composite materials

2Quantity of substance

If absorbents with high acid gas loading capacity are used, then more acid gases can be removed, but selectivity for H2S over CO2 may be reduced

Engineering Contradiction:
Improveacid gas loading capacityVSAvoidselectivity for H2S removal
Core Design Contradiction:
Quantity of substanceVSProductivity

Solution Approach 1:

The piperazine ring structure provides localized reactive sites with distinct basicity characteristics. The substituted amino groups (R1-C(=O)-NR2R3) create regions of enhanced nucleophilicity that preferentially interact with H2S, while the overall molecular structure maintains high loading capacity through multiple reactive nitrogen centers

Inventive Principle:
Principle #3Local quality

Solution Approach 2:

The absorbent exhibits dynamic selectivity where the piperazine ring's nitrogen atoms can reversibly bind acid gases. The substituted amino groups provide fast reaction kinetics for H2S at lower loadings, while CO2 binding increases at higher loadings, enabling high overall capacity while maintaining H2S selectivity in the critical removal range

Inventive Principle:
Principle #15Dynamics

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 described process achieves high acid gas loading capacity, stability, and low volatility, enabling efficient selective removal of H2S from gas mixtures while minimizing CO2 removal, thus addressing the limitations of existing technologies.

Implementation Method 1

exhibits kinetic selectivity for H2S over CO2. Such amines are therefore suitable for the selective removal of H2S over CO2 from gas mixtures comprising CO2 and H2S

Methodology Applied
Scientific EffectKinetic selectivity:

Implementation Method 2

When acid gases are dissolved in the absorbent, ions form with the bases. The absorbent can be regenerated by decompression to a lower pressure and/or by stripping, whereby the ionic species react in reverse and the acid gases are released

Methodology Applied
Scientific EffectChemical absorption: Absorption (physical)

Data Source

PatentUS12138583B2Process for removal of acid gases from a fluid stream with a liquid absorbent comprising a piperazine ring
Publication Date: 2024.11.12 BASF SE
  • US12138583B2 patent drawing
  • US12138583B2 patent drawing
  • US12138583B2 patent drawing

AI summary

A process for removal of acid gases from fluid stream, wherein the fluid stream is brought into contact with an absorbent to obtain a treated fluid stream and a laden absorbent, the absorbent comprising a diluent and a compound of the general formula (I) wherein R1 is selected from C1-C8-alkyl and C2-C8-hydroxyalkyl; R2 is selected from hydrogen and C1-C8-alkyl; R3 is selected from hydrogen and C1-C8-alkyl; R4 is selected from hydrogen and C1-C8-alkyl; R5 is C1-C8-alkyl; with the proviso that at least one of the following conditions (i) and (ii) is met: (i) R5 is C3-C8-alkyl bound to the nitrogen atom via a secondary or tertiary carbon atom; (ii) when R4 is hydrogen, R3 is C1-C8-alkyl; or when R4 is C1-C8-alkyl, at least one of R2 and R3 is C1-C8-alkyl; and n is an integer from 0 to 6. Further provided is an absorbent for the absorption of acid gases from a fluid stream, comprising a diluent and a compound of the general formula (I) as defined above, as well as the use of a compound of the general formula (I) as defined above for removal of acid gases from a fluid stream. The absorbents are useful for the selective removal of hydrogen sulfide from fluid streams and have high acid gas loading capacity, high stability, and low volatility.