CN109692548A - A kind of selective desulfurization compound - Google Patents
A kind of selective desulfurization compound Download PDFInfo
- Publication number
- CN109692548A CN109692548A CN201811487473.3A CN201811487473A CN109692548A CN 109692548 A CN109692548 A CN 109692548A CN 201811487473 A CN201811487473 A CN 201811487473A CN 109692548 A CN109692548 A CN 109692548A
- Authority
- CN
- China
- Prior art keywords
- compound
- selective desulfurization
- desulfurization
- methyl
- selective
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
Classifications
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D53/00—Separation of gases or vapours; Recovering vapours of volatile solvents from gases; Chemical or biological purification of waste gases, e.g. engine exhaust gases, smoke, fumes, flue gases, aerosols
- B01D53/14—Separation of gases or vapours; Recovering vapours of volatile solvents from gases; Chemical or biological purification of waste gases, e.g. engine exhaust gases, smoke, fumes, flue gases, aerosols by absorption
- B01D53/1456—Removing acid components
- B01D53/1475—Removing carbon dioxide
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D53/00—Separation of gases or vapours; Recovering vapours of volatile solvents from gases; Chemical or biological purification of waste gases, e.g. engine exhaust gases, smoke, fumes, flue gases, aerosols
- B01D53/14—Separation of gases or vapours; Recovering vapours of volatile solvents from gases; Chemical or biological purification of waste gases, e.g. engine exhaust gases, smoke, fumes, flue gases, aerosols by absorption
- B01D53/1456—Removing acid components
- B01D53/1468—Removing hydrogen sulfide
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D53/00—Separation of gases or vapours; Recovering vapours of volatile solvents from gases; Chemical or biological purification of waste gases, e.g. engine exhaust gases, smoke, fumes, flue gases, aerosols
- B01D53/14—Separation of gases or vapours; Recovering vapours of volatile solvents from gases; Chemical or biological purification of waste gases, e.g. engine exhaust gases, smoke, fumes, flue gases, aerosols by absorption
- B01D53/1493—Selection of liquid materials for use as absorbents
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10L—FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
- C10L3/00—Gaseous fuels; Natural gas; Synthetic natural gas obtained by processes not covered by subclass C10G, C10K; Liquefied petroleum gas
- C10L3/06—Natural gas; Synthetic natural gas obtained by processes not covered by C10G, C10K3/02 or C10K3/04
- C10L3/10—Working-up natural gas or synthetic natural gas
- C10L3/101—Removal of contaminants
- C10L3/102—Removal of contaminants of acid contaminants
- C10L3/103—Sulfur containing contaminants
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10L—FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
- C10L3/00—Gaseous fuels; Natural gas; Synthetic natural gas obtained by processes not covered by subclass C10G, C10K; Liquefied petroleum gas
- C10L3/06—Natural gas; Synthetic natural gas obtained by processes not covered by C10G, C10K3/02 or C10K3/04
- C10L3/10—Working-up natural gas or synthetic natural gas
- C10L3/101—Removal of contaminants
- C10L3/102—Removal of contaminants of acid contaminants
- C10L3/104—Carbon dioxide
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D2252/00—Absorbents, i.e. solvents and liquid materials for gas absorption
- B01D2252/20—Organic absorbents
- B01D2252/204—Amines
- B01D2252/20478—Alkanolamines
- B01D2252/20484—Alkanolamines with one hydroxyl group
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10L—FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
- C10L2290/00—Fuel preparation or upgrading, processes or apparatus therefore, comprising specific process steps or apparatus units
- C10L2290/54—Specific separation steps for separating fractions, components or impurities during preparation or upgrading of a fuel
- C10L2290/541—Absorption of impurities during preparation or upgrading of a fuel
Landscapes
- Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- General Chemical & Material Sciences (AREA)
- Analytical Chemistry (AREA)
- Organic Chemistry (AREA)
- Treating Waste Gases (AREA)
- Gas Separation By Absorption (AREA)
Abstract
A kind of selective desulfurization compound, it is characterised in that the selective desulfurization compound is formula (I) compound represented,(I) a kind of the features such as selective desulfurization compound of the invention, alkalinity is strong, boiling point is high, good water solubility and steric hindrance are big, it is highly suitable for the desulfurizing and purifying of natural gas and petrochemical industry gas；Low in cost, low VOC has preferable environmental suitability；Can be in normal pressure or operation with high pressure, solvent reclamation performance is good, can be recycled, economical good feature.
Description
Technical field
The present invention relates to a kind of selective desulfurization compounds, in particular to one kind to be suitable for natural gas and petrochemical industry gas
The selective desulfurization compound of desulfurizing and purifying.
Background technique
The impurity such as hydrogen sulfide and organic sulfur in natural gas and part petrochemical industry gas containing certain content.Due to vulcanization
Hydrogen and organic sulfur can not only corrode equipment and transport line, can bring air pollution as fuel, endanger health of people, are used as and change
It will lead to catalyst poisoning when work raw material.Therefore, in order to ensure that cleaning, keeping the safety in production and meet subsequent product processing request, it is necessary into
Row desulfurizing and purifying.
The most widely used technology of gas desulfurization and purification is hydramine method at present, and the solvent type that hydramine method uses is more, often
Mainly there are monoethanolamine (MEA), diisopropanolamine (DIPA) (DIPA), N methyldiethanol amine (MDEA) and tert-butylamine base oxethyl
Ethyl alcohol (TBEE) and double solvents etc..Patent US4405811 discloses one group of compound MTBEE (N- methyl tert-butylamine base second
Ethoxy-ethanol), IMPE (2- (N-methylisopropylamine base) allyloxyethanol) and TBDEA (N- tertiarybutyldiethanolamine) and measure
The performance of three kinds of compound selective absorbing hydrogen sulfide.Amine for selective desulfurization to be provided simultaneously with higher boiling, strong basicity,
Good water solubility and the big feature of steric hindrance.Common hydramine mostly can absorbing carbon dioxide can also absorb hydrogen sulfide simultaneously,
The industrial common tertiary alkanolamine MDEA property of can choose absorbs hydrogen sulfide, but slower with vulcanization hydroformylation reaction rate, and sour gas load is lower；
TBEE and MTBEE can highly selective absorption hydrogen sulfide, but its manufacturing process is complicated, and expensive, economy is not high.
Summary of the invention
It is a kind of de- suitable for the selectivity of natural gas and petrochemical industry gas desulfurization and purification it is an object of the invention to propose
Sulphur compound should have the characteristics that alkaline strong, boiling point height, good water solubility and steric hindrance are big, while meet desulfuration efficiency
High, economic, environmental protection and the characteristics of can be recycled.
The technical scheme is that a kind of selective desulfurization compound, it is characterised in that the selective desulfurization is
Formula (I) compound represented,
(I)
Above-mentioned R1、R2、 R3And R4It is one of following A, B, C composition:
A: above-mentioned R1And R2It is H, C1-C6Alkyl, CH2One of (OH), R3And R4It is H, C1-C3One of alkyl；
B: above-mentioned R1It is H, C1-C6Alkyl, CH2One of (OH), R2、R3And R4It is H, C1-C3One of alkyl；
C: above-mentioned R1It is CH2(OH), R2、R3And R4It is H, C1-C2One of alkyl.
Further, above-mentioned formula (I) compound represented is 2- dimethylamino -1,3-PD, 2- lignocaine -1,3-
Propylene glycol, 2- dipropyl amino -1,3- propylene glycol, 2- dimethylamino -2- methyl-1,3-propanediol, 2- lignocaine -2- methyl -
1,3- propylene glycol, 2- dipropyl amino-2-methyl -1,3- propylene glycol, 2- dimethylamino -2- ethyl -1,3- propylene glycol, 2- diethylamino
Base-2- ethyl-1- propyl alcohol, 2- dipropyl amino-2- ethyl-1- propyl alcohol, 2- dimethylamino-2- methyl-1-propyl alcohol, 2- diethylamino
One of base-2- methyl-1-propyl alcohol and 2- dipropyl amino-2-methyl-1- propyl alcohol.
A kind of selective desulfurization compound of the invention has the advantages that
(1) formula (I) selective desulfurization compound has the characteristics that alkaline strong, boiling point height, good water solubility and steric hindrance are big, very
Suitable for desulfurizing and purifying in natural gas and petrochemical industry gas.
(2) formula (I) selective desulfurization compound is low in cost, low VOC, has preferable environmental suitability.
(3) formula (I) selective desulfurization compound can be in normal pressure or operation with high pressure, and solvent reclamation performance is good, recyclable to make
With better economy.
Detailed description of the invention
Fig. 1 is sulfur removal technology device to test schematic diagram.
Fig. 2 is the test result figure of embodiment 1.
Fig. 3 is the test result figure of embodiment 2.
Fig. 4 is the test result figure of embodiment 3.
Fig. 5 is the comparison of above three embodiments test result.
Specific embodiment
As shown in Figure 1, the evaluation method that a kind of selective desulfurization compound of the present invention uses: according to shown in FIG. 1 natural
Desulfurization process unit test schematic diagram passes through the simulation gas containing nitrogen 90%, carbon dioxide 9%, hydrogen sulfide 1% from gas cylinder 1
Pressure gauge 2 is measured through flowmeter 3, sets 2 cubes ms/h of flow.Gas after metering enters desulfurizing tower 5, and desulfurizing tower 5 is straight
Diameter 100mm, high 1500mm.Gas distributor 4 is housed below desulfurizing tower 5, the gas containing hydrogen sulfide can be evenly distributed laggard
Enter the doctor solution above desulfurizing tower with tower top spray to come into full contact with, hydrogen sulfide is desulfurized liquid absorption, and purified gas is through valve
14 enter gas buffer tank 16, remove the doctor solution of entrainment under the action of demister 15, enter gas through valve 17 and receive
After tank 18, analyzed into gas chromatograph 19.The doctor solution of 5 bottom of desulfurizing tower enters desulfurization liquid storage tank 9, desulfurization through pump 6
The gas carried secretly in liquid is escaped through demister 8, imports gas buffer tank 16 through valve 13, doctor solution is kept constant by heater 7
Temperature is recycled between desulfurization liquid storage tank 9 and desulfurizing tower 5 by pump 11, absorbs hydrogen sulfide gas.Desulfurization is produced from valve 10
Liquid tests carbon dioxide with silver nitrate titration method test hydrogen sulfide absorption amount, the de- rear sodium hydroxide titration of hydrochloric acid blowback respectively
Uptake.
Embodiment 1
2- dimethylamino -2- ethyl -1,3- propylene glycol (DMAEPD), N methyldiethanol amine (MDEA) He Shuding amino ethoxy
Ethyl alcohol (TBEE) desulfurization performance compares.
3mol/L DMAEPD aqueous solution, 3mol/L MDEA aqueous solution and 3mol/L MTBEE aqueous solution are configured, gas is simulated
Flow velocity 2m3/ h, absorption pressure 0.2MPa under the conditions of absorbing 40 DEG C of temperature, use 3mol/L DMAEPD aqueous solution, 3mol/L respectively
MDEA aqueous solution and 3mol/L TBEE aqueous solution carry out desulfurization, and experimental result is as shown in Figure 2.DMAEPD selective desulfurization
Performance is slightly better than TBEE, is better than MDEA.
Embodiment 2
2- dimethylamino -2- methyl-1,3-propanediol (DMAMPD), N methyldiethanol amine (MDEA) He Shuding amino ethoxy
Ethyl alcohol (TBEE) desulfurization performance compares.
Absorption technique parameter with embodiment 1, configure 3mol/L DMAMPD aqueous solution, 3mol/L MDEA aqueous solution and
3mol/L TBEE aqueous solution carries out desulfurization, and experimental result is as shown in Figure 3.DMAMPD selective desulfurization performance and TBEE phase
Closely, it is better than MDEA.
Embodiment 3
2- dimethylamino-2- methyl-1-propyl alcohol (DMAMP), N methyldiethanol amine (MDEA) He Shuding aminoethoxyethanol
(TBEE) desulfurization performance compares.
Absorption technique parameter configures 3mol/L DMAMP aqueous solution, 3mol/L MDEA aqueous solution and 3mol/ with embodiment 1
L TBEE aqueous solution, carries out desulfurization, and experimental result is as shown in Figure 4.DMAMP selective desulfurization performance is slightly better than TBEE, excellent
In MDEA.
Three kinds of compound selective desulfurization liquid selective desulfurization performances compare as shown in Figure 5, are compared by Fig. 5 it can be concluded that selectivity
Desulfurization performance DMAEPD > DMAMPD > DMAMP.
Claims (2)
1. a kind of selective desulfurization compound, it is characterised in that the selective desulfurization compound is chemical combination shown in formula (I)
Object,
(I)
Above-mentioned R1、R2、 R3And R4It is one of following A, B, C composition:
A: above-mentioned R1And R2It is H, C1-C6Alkyl, CH2One of (OH), R3And R4It is H, C1-C3One of alkyl；
B: above-mentioned R1It is H, C1-C6Alkyl, CH2One of (OH), R2、R3And R4It is H, C1-C3One of alkyl；
C: above-mentioned R1It is CH2(OH), R2、R3And R4It is H, C1-C2One of alkyl.
2. a kind of selective desulfurization compound according to claim 1, it is characterised in that formula (I) compound represented is 2-
Dimethylamino -1,3- propylene glycol, 2- lignocaine -1,3- propylene glycol, 2- dipropyl amino -1,3- propylene glycol, 2- dimethylamino -2-
Methyl-1,3-propanediol, 2- lignocaine -2- methyl-1,3-propanediol, 2- dipropyl amino-2-methyl -1,3- propylene glycol, 2-
Dimethylamino -2- ethyl -1,3- propylene glycol, 2- lignocaine -2- ethyl -1- propyl alcohol, 2- dipropyl amino -2- ethyl -1- propyl alcohol,
In 2- dimethylamino-2- methyl-1-propyl alcohol, 2- lignocaine-2- methyl-1-propyl alcohol and 2- dipropyl amino-2-methyl-1- propyl alcohol
One kind.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201811487473.3A CN109692548A (en) | 2018-12-06 | 2018-12-06 | A kind of selective desulfurization compound |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201811487473.3A CN109692548A (en) | 2018-12-06 | 2018-12-06 | A kind of selective desulfurization compound |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN109692548A true CN109692548A (en) | 2019-04-30 |
Family
ID=66230383
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201811487473.3A Pending CN109692548A (en) | 2018-12-06 | 2018-12-06 | A kind of selective desulfurization compound |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN109692548A (en) |
Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1125158A (en) * | 1994-03-18 | 1996-06-26 | 关西电力株式会社 | Method for the removal of hydrogen sulfide present in gases |
| WO2012044508A1 (en) * | 2010-09-27 | 2012-04-05 | Angus Chemical Company | Process for making tertiary aminoalcohol compounds |
| CN103357261A (en) * | 2013-06-24 | 2013-10-23 | 宜兴汉光高新石化有限公司 | Compound desulfurizer and preparation method thereof |
| CN107019996A (en) * | 2017-06-13 | 2017-08-08 | 中国石油集团工程设计有限责任公司 | The absorbent of cyclic absorption natural gas sulfur dioxide in tail gas gas and its application |
| CN107488118A (en) * | 2017-08-22 | 2017-12-19 | 嘉兴润博化工科技有限公司 | A kind of method that one kettle way prepares tertiary amino alcoholic compound |
-
2018
- 2018-12-06 CN CN201811487473.3A patent/CN109692548A/en active Pending
Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1125158A (en) * | 1994-03-18 | 1996-06-26 | 关西电力株式会社 | Method for the removal of hydrogen sulfide present in gases |
| WO2012044508A1 (en) * | 2010-09-27 | 2012-04-05 | Angus Chemical Company | Process for making tertiary aminoalcohol compounds |
| CN103357261A (en) * | 2013-06-24 | 2013-10-23 | 宜兴汉光高新石化有限公司 | Compound desulfurizer and preparation method thereof |
| CN107019996A (en) * | 2017-06-13 | 2017-08-08 | 中国石油集团工程设计有限责任公司 | The absorbent of cyclic absorption natural gas sulfur dioxide in tail gas gas and its application |
| CN107488118A (en) * | 2017-08-22 | 2017-12-19 | 嘉兴润博化工科技有限公司 | A kind of method that one kettle way prepares tertiary amino alcoholic compound |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN101745289B (en) | Method for selectively removing H2S from gas mixture containing CO2 | |
| US7419646B2 (en) | Method of deacidizing a gas with a fractional regeneration absorbent solution | |
| AU781947B2 (en) | Method for removing COS from a stream of hydrocarbon fluid and wash liquid for use in a method of this type | |
| CN101143286B (en) | Method for removing COS from acid airflow | |
| CA2926966A1 (en) | Method for removing sox from gas with compound alcohol-amine solution | |
| AU2015309020B2 (en) | Diamine having tert-alkylamino group and primary amino group for use in gas scrubbing | |
| AU2015309015B2 (en) | Removal of hydrogen sulphide and carbon dioxide from a stream of fluid | |
| CN108472575B (en) | Method for increasing selectivity and capacity for capturing hydrogen sulfide from acid gas | |
| CN113289458B (en) | Application of amine compound in removing organic sulfide | |
| CN100584432C (en) | From acid gas stream, remove the absorbent and the method for mercaptan | |
| CN103349886B (en) | A kind of renewable polynary tertiary amine sulfur dioxide absorbent and preparation method thereof | |
| CN101455932A (en) | Absorbing agent capable of removing sulfide from acid gas flow and method thereof | |
| JP2018531146A (en) | Absorbent and method for selective removal of hydrogen sulfide | |
| JP2018531146A6 (en) | Absorbent and method for selective removal of hydrogen sulfide | |
| KR20180058723A (en) | Selective removal of hydrogen sulphide | |
| CN100525883C (en) | Process for purifying gases | |
| CN101676018A (en) | Method for selectively removing COS from acid gas flow | |
| JP7561744B2 (en) | Method for removing acid gases from fluid streams with liquid absorbents containing piperazine rings - Patents.com | |
| CN109692548A (en) | A kind of selective desulfurization compound | |
| CN108993133A (en) | COS, CS in a kind of promotion natural gas2The method of removing | |
| CN102343204A (en) | Method for removing sulfides from acidic gas flow | |
| CN111093803B (en) | Absorbent and process for selective removal of hydrogen sulfide | |
| CN109420409A (en) | It is selectively removed from air-flow containing H2S and CO2Sour gas absorbent and method | |
| Palmaa et al. | Study of the carbonyl sulphide hydrolysis reaction in liquid phase | |
| CN101422684B (en) | Solvent capable removing COS from acid gas flow |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PB01 | Publication | ||
| PB01 | Publication | ||
| SE01 | Entry into force of request for substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| WD01 | Invention patent application deemed withdrawn after publication |
Application publication date: 20190430 |
|
| WD01 | Invention patent application deemed withdrawn after publication |