Synthesis of triacetonediamine compounds by reductive amination proceeding from triacetonediamine and derivatives thereof
US-2016214937-A1 · Jul 28, 2016 · US
US11130094B2 · US · B2
| Field | Value |
|---|---|
| Publication number | US-11130094-B2 |
| Application number | US-201916594526-A |
| Country | US |
| Kind code | B2 |
| Filing date | Oct 7, 2019 |
| Priority date | Sep 29, 2015 |
| Publication date | Sep 28, 2021 |
| Grant date | Sep 28, 2021 |
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The use of an amine of the formula (I) in which the R 1 to R 5 radicals are each as defined in the description, and an absorbent and a process for removing acidic gases from a fluid stream, especially for selectively removing hydrogen sulfide over carbon dioxide. The invention also relates to particular amines suitable for selective removal of hydrogen sulfide. Absorbents based on amines of the formula (I) have high selectivity, high loading capacity and good regeneration capacity.
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The invention claimed is: 1. A process for selectively removing hydrogen sulfide from a fluid stream comprising carbon dioxide and hydrogen sulfide, the process comprising contacting the fluid stream with an absorbent comprising an amine of formula (I): wherein R 1 , R 2 , R 3 and R 4 are independently selected from C 1 -C 5 -alkyl and C 2 -C 5 -hydroxyalkyl; R 5 is NR 6 R 7 ; and R 6 is selected from hydrogen, C 1 -C 5 -alkyl and C 2 -C 5 -hydroxyalkyl and R 7 is selected from C 1 -C 5 -alkyl and C 2 -C 5 -hydroxyalkyl, with the proviso that, when R 6 is hydrogen, R 7 is C 3 -C 5 -alkyl bonded to the nitrogen atom via a secondary or tertiary carbon atom; to obtain a treated fluid stream and a laden absorbent, wherein the following expression is satisfied: (mol(H 2 S)/(mol(CO 2 ) in the liquid phase/(mol(H 2 S)/(mol(CO 2 )) in the gas phase≥1. 2. The process according to claim 1 , in which R 1 , R 2 , R 3 and R 4 are methyl. 3. The process according to claim 1 , wherein the absorbent is an aqueous solution. 4. The process according to claim 1 , wherein the absorbent comprises at least one organic solvent. 5. The process according to claim 1 , wherein the absorbent comprises an acid having a pK A of less than 6. 6. The process according to claim 1 , wherein the absorbent comprises a tertiary amine or highly sterically hindered amine. 7. The process according to claim 1 , wherein a residual carbon dioxide content in the treated fluid stream is at least 0.5% by volume. 8. The process according to claim 1 , wherein the laden absorbent is regenerated by at least one selected from the group consisting of heating, decompressing and stripping with an inert fluid. 9. The process according to claim 1 , wherein R 7 is C 2 -C 5 -hydroxyalkyl. 10. The process according to claim 1 , wherein R 5 is NR 6 R 7 ; R 6 is selected from hydrogen and C 1 -C 5 -alkyl and R 7 is C 1 -C 5 -alkyl, with the proviso that, when R 6 is hydrogen, R 7 is C 3 -C 5 -alkyl bonded to the nitrogen atom via a secondary or tertiary carbon atom. 11. The process according to claim 10 , wherein the amine of formula (I) is selected from the group consisting of: 4-(N,N-dimethylamino)-2,2,6,6-tetramethylpiperidine, 4-(N,N-diethylamino)-2,2,6,6-tetramethylpiperidine, 4-isopropylamino-2,2,6,6-tetramethylpiperidine, and 4-(tert-butylamino)-2,2,6,6-tetramethylpiperidine.
of acid contaminants · CPC title
containing a piperidine-ring · CPC title
Carbon dioxide · CPC title
Removing hydrogen sulfide · CPC title
Sulfur containing contaminants · CPC title
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