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Separation of hydrogen sulfide from natural gas

A technology of hydrogen sulfide and separation method, which is applied in the direction of separation method, dispersed particle separation, gas fuel, etc., and can solve the problem of selectivity reduction

Inactive Publication Date: 2016-04-27
EXXON RES & ENG CO
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, due to the O-carbonation of hydroxyl groups it can be speculated that at high CO 2 H under pressure 2 S / CO 2 Significantly less selectivity:

Method used

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  • Separation of hydrogen sulfide from natural gas
  • Separation of hydrogen sulfide from natural gas
  • Separation of hydrogen sulfide from natural gas

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0140] The synthesis of embodiment 1,2-methoxyethyl-N-methyl-ethanolamine (MDEA-OMe)

[0141]

[0142]The secondary amine 2-N-methylaminoethanol (3.76g, 0.05mol), N,N-diisopropylethylamine (DIPEA) (6.46g, 0.075mol), 2-methoxyethyl bromide ( 7.30 g, 0.0525 mol) and 30 mL of acetonitrile were placed in a round bottom flask and stirred at room temperature under nitrogen. After completion of the reaction, (~6 h, monitored by HPLC) the reaction mixture was evaporated under reduced pressure in a rotary evaporator. The residue was dissolved in 50 mL of dichloromethane and washed with 50 mL of 50% aqueous sodium hydroxide. The aqueous layer was partially washed with 3 x 15 mL of dichloromethane. The collected organic fractions were dried over sodium sulfate, and then the solvent was removed under reduced pressure in a rotary evaporator at a low temperature of 0-5 °C to produce a crude product, which was finally purified by fractional vacuum distillation under sodium hydroxide. C...

Embodiment 2

[0144] Embodiment 2, two (2-methoxyethyl)-N-methylamine (MDEA-(OMe) 2 )Synthesis

[0145]

[0146] Bis(2-methoxyethyl)amine (35.45 g, 0.26 mol) was cooled to 0°C in a 2L round bottom flask containing a stirrer bar. After 88% aqueous formic acid (47 mL, 0.91 mol) was added dropwise, 37% aqueous formaldehyde (56 mL, 0.69 mol) was added. Rapid gas evolution started after controlled heating to 60°C. The reaction was allowed to proceed without further heating until gas evolution subsided (~6h) then heated to 80°C for 24h. The reaction mixture was cooled, acidified with 20% aqueous HCl, and partially extracted three times with 100 mL of diethyl ether. The aqueous layer was stirred in a salt ice bath and the pH was brought to 12 by the dropwise addition of 40% aqueous NaOH without letting the internal temperature exceed 25°C. After separation of the resulting amine / water layer, the aqueous layer was further partially extracted three times with 100 mL of diethyl ether. The com...

Embodiment 3

[0148] Example 3, 2-methyl-3-methoxy-2-propylamine (AP-OMe) and 2,2-dimethyl-3-methoxy-2-propylamine (AMP-OMe) synthetic general steps

[0149] This example demonstrates the synthesis of two alkoxypropylamine derivatives in a tertiary synthesis in which the initial propanolamine compound is first protected by p-methoxyphenyl protection (PMP protection) , to form a protected aminoalcohol, which is then methylated on the hydroxyl group, followed by removal of the protective PMP group to form the final methoxy-substituted amine.

[0150] Step 1 p-methoxyphenyl protection (PMP protection)

[0151]

[0152] A mixture of the selected aminoalcohol (1 equiv) and anisaldehyde (1.1 equiv) was heated at reflux in benzene during 24 hours while removing water azeotropically. The reaction was concentrated under reduced pressure. The desired product was recrystallized from hexane.

[0153] PMP-AP-OH was collected as white crystallites in 96% yield. 1 HNMR (300MHz, CDCl 3 )δ8.09(s, 1H...

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Abstract

A process for increasing the selectivity of an alkanolamine absorption process for selectively removing hydrogen sulfide (H2S) from a gas mixture which also contains carbon dioxide (C02) and possibly other acidic gases such as COS, HCN, CS2 and sulfur derivatives of C1 to C4 hydrocarbons, comprises contacting the gas mixture with a liquid absorbent which is a severely sterically hindered capped alkanolamine or more basic sterically hindered secondary and tertiary amine. The improvement in selectivity is achieved at the high(er) pressures, typically least about 10 bara at conditions nearing the H2S / C02 equilibrium at which C02 begins to displace absorbed hydrosulfide species from the absorbent solution.

Description

technical field [0001] The present invention relates to a process for removing acid gases from natural gas and other gas streams at high pressure. In particular, it relates to methods for the selective removal of hydrogen sulphide from these gas mixtures in the presence of carbon dioxide. Background technique [0002] A number of different technologies are available for the removal of acid gases such as carbon dioxide, hydrogen sulfide, carbonyl sulfide. These methods include, for example, chemical absorption (amines), physical absorption, cryogenic distillation (Ryan Holmes method) and membrane system separations. Among them, amine separation is a highly developed technology with several already existing competing methods using various amine sorbents such as monoethanolamine (MEA), diethanolamine (DEA), triethanolamine (TEA), formazan diethylene glycolamine (MDEA), diisopropylamine (DIPA), diglycolamine (DGA), 2-amino-2-methyl-1-propanol (AMP) and piperazine (PZ). Among ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): B01D53/14C10L3/10
CPCB01D53/1468B01D53/1493B01D2252/20426B01D2252/20431B01D2252/20478B01D2257/304C10L3/103C10L2290/06C10L2290/12C10L2290/46C10L2290/541Y02C20/40B01D53/1481B01D2252/204
Inventor 帕维尔·科尔图诺夫迈克尔·希什金罗伯特·B·费蒂克
Owner EXXON RES & ENG CO
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