CN102887811A - Method for removing hydrogen halide from fluorochlorohydrocarbon compound - Google Patents
Method for removing hydrogen halide from fluorochlorohydrocarbon compound Download PDFInfo
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- CN102887811A CN102887811A CN2012103809998A CN201210380999A CN102887811A CN 102887811 A CN102887811 A CN 102887811A CN 2012103809998 A CN2012103809998 A CN 2012103809998A CN 201210380999 A CN201210380999 A CN 201210380999A CN 102887811 A CN102887811 A CN 102887811A
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Abstract
The invention relates to a method for removing hydrogen halide from a fluorochlorohydrocarbon compound. In the method, nitrogen-containing basic resin is used to adsorb and remove hydrogen halide in a fluorochlorohydrocarbon compound. The method has a high hydrogen halide removal rate; the hydrogen halide content of the product obtained by the method is lower than 0.05% and can optimally reach 5 ppm or below; no waste water is generated in the method; and after hydrogen halide is removed, no drying treatment is needed. In addition, the resin used as the adsorbent can be reutilized. The method provided by the invention is especially suitable for large-scale industrial production.
Description
Technical field
The present invention relates to a kind of method of from the fluorochlorohydrocarbon compounds, removing hydrogen halide.
Background technology
Organic fluorine industry is the history in existing more than 50 year so far, has all formed abroad or at home at present the comparison rounded system.Along with developing rapidly of industrial production and science and technology, organic fluorine range of product and output grow with each passing day.
Most organic fluorine products all obtain through methodology of organic synthesis take the fluorochlorohydrocarbon compounds as raw material usually.In the preparation process of fluorochlorohydrocarbon compounds, can produce a large amount of hydrogen fluoride and hydrogenchloride.When the fluorochlorohydrocarbon compounds is used as end product, require the hydrogen fluoride in the fluorochlorohydrocarbon compounds and/or hydrogenchloride are separated removal.Yet, can not from fluorochlorohydrocarbon class material, remove fully after gained hydrogen fluoride and the distillation of hydrogenchloride process or the rectification step, what remove the common employing of remaining this part hydrogen fluoride and hydrogenchloride is the methods such as washing or alkali cleaning.For example: disclose a kind of production technique from methylene fluoride among the Chinese patent CN200610166227, it makes hydrogen fluoride and methylene dichloride reaction generate methylene fluoride, after gained methylene fluoride crude product passes through reflux tower and condensing tower separates, remove the hydrogenchloride of generation through falling-film absorber, again through washing, alkali cleaning, degassed, rectifying obtains the sterling methylene fluoride.There is following defective in this method: the one, and the hydrogen fluoride gas that removes finally enters waste water and forms low-quality waste acid water, has both caused the waste of raw material, also is unfavorable for subsequent wastewater treatment; On the other hand, scale is washed technique can increase moisture content in the fluorochlorohydrocarbon, has strengthened the manpower and materials consumption of follow-up dehydration.
Summary of the invention
Technical problem to be solved by this invention is to overcome the deficiencies in the prior art, and a kind of novel method of removing hydrogen halide from the fluorochlorohydrocarbon compounds is provided.
For solving above technical problem, the present invention takes following technical scheme:
A kind of method of removing hydrogen halide from the fluorochlorohydrocarbon compounds, it utilizes nitrogenous alkaline resin absorption to remove hydrogen halide in the fluorochlorohydrocarbon compounds.
Further, described nitrogenous basic resin can be for being selected from one or more the combination in amides resin, amine resins, Piperidine resin, imidazoles resin, the Pyridine Resin.More specifically with preferred nitrogenous basic resin such as polyacrylamide resin, polyvinyl imide resin, Piperidine resin, polybenzimidazole resin and polyvinylpyridine resin etc. arranged.
Particularly, the method of removing hydrogen halide in the flourohalocarbon compounds is implemented as follows: the flourohalocarbon compounds that will contain hydrogen halide is adsorbent bed by described nitrogenous basic resin, obtains hydrogen fluoride and hydrogenchloride all less than the 0.05%(molar content) flourohalocarbon class material.Flourohalocarbon class material can be liquid or gas form.
Preferably, the described flourohalocarbon class material that contains hydrogen halide is-30 ~ 150 ℃ by described temperature when adsorbent bed, and pressure is-0.1MPa ~ 20MPa.
More preferably, the described flourohalocarbon class material that contains hydrogen halide is 0 ~ 80 ℃ by described temperature when adsorbent bed, and pressure is 0.1MPa ~ 2MPa.
Among the present invention, described hydrogen halide can be one or more in hydrogen fluoride, hydrogenchloride, hydrogen bromide and the hydrogen iodide.
Among the present invention, described flourohalocarbon compounds refers to by fluorine and optionally is selected from the hydrocarbons that one or more halogens in chlorine, bromine, the iodine replace.
Because the enforcement of above technical scheme, the present invention compared with prior art has following advantage:
It is high that method of the present invention is removed the hydrogen halide clearance, and hydrogen halide content all is lower than 0.05% in the method products obtained therefrom, below the eukodal 5ppm, and the method do not produce waste water, except behind the hydrogen halide, need not drying treatment.In addition, the resin as sorbent material can reuse.Therefore, the inventive method is to be particularly suitable for adopting in large-scale industrial production.
Embodiment
The present invention will be further described in detail below in conjunction with specific embodiment, but the present invention is not limited to following examples.Employed raw material is the standard chemicals in following examples when not specifying, can be by commercially available.The implementation condition that adopts among the embodiment can require according to the difference of concrete use to do further adjustment, and not marked implementation condition is the condition in the normal experiment.
Embodiment 1
Steel pipe with Φ 25*1100mm is made adsorption tower, in-built polyacrylamide resin (Nylon-MXD6 of Mitsubishi) 700g, (mole consists of: HFC125 85%, hydrogenchloride 1%, hydrogen fluoride 14% to the logical HFC125 product of adsorption tower with the flow velocity of 60L/h under 50 ℃ of 1.0MPa; Take from the middleization granary HFC125 of environmental protective chemical industry company limited catalyst test apparatus, production process is that zellon and hydrogen fluoride react under the effect of catalyzer before the sampling spot, and reacting rear material is removed most of hydrogenchloride through the hydroperoxide rectifying tower).
Be the 453ppm(molar content by hydrogen fluoride concentration in the HFC125 product behind the adsorption tower), hydrogen cloride concentration is the 500ppm(molar content), hydrogen fluoride clearance 99.7%, hydrogenchloride clearance 95.0%, ventilation finishes rear 180 ℃ of desorbs 1 hour, gained desorb material returns the step of preparation HFC125, and desorb finishes the gained resin and applies mechanically experiment for embodiment 7 resins.
Embodiment 2
Adopt 410 Piperidine resin 700g(Beijing Inst. of Chemical Metallurgy, Ministry of Nuclear Industry) be that sorbent material removes the HFC125(pentafluoride ethane, production process and material form with embodiment 1) hydrogen fluoride, hydrogenchloride (device is with embodiment 1) in the material, pressure 0.6MPa, 100 ℃ of temperature, flow velocity 60L/h, obtain hydrogen fluoride clearance 99.7%, hydrogenchloride clearance 95.1%, hydrogen fluoride content 486ppm(molar content in the product), hydrogen chloride content 495ppm(molar content), 180 ℃ of desorbs 1 hour, gained desorb material returned the step of producing HFC125 after ventilation finished.
Embodiment 3
Adopting polyacrylamide resin (Nylon-MXD6 of Mitsubishi) 700g is that sorbent material is removed the R245fa(pentafluoropropane, and mole consists of HFC245fa 87%, hydrogenchloride 1%, hydrogen fluoride 12%, takes from
The middleization granary R245fa of environmental protective chemical industry company limited catalyst test apparatus; production process is that pentachloropropane and hydrogen fluoride react under the effect of catalyzer before the sampling spot; reacting rear material is removed most of hydrogenchloride through the hydroperoxide rectifying tower) hydrogen fluoride, hydrogenchloride in the material; using appts is with embodiment 1; temperature under the normal pressure-30 ℃; flow velocity 60L/h; obtain hydrogen fluoride clearance 99.5%; hydrogenchloride clearance 95%; hydrogen fluoride content 499ppm(molar content in the product), hydrogen chloride content 498ppm(molar content).
Embodiment 4
Adopt polyacrylamide resin (Nylon-MXD6 of Mitsubishi) 700g to remove HFC-1234yf(2-fluorine trifluoro propene for removing agent; mole consists of HFC-1234yf 87%; hydrogenchloride 1%; hydrogen fluoride 12%; take from the middleization granary HFC-1234yf of environmental protective chemical industry company limited catalyst test apparatus; production process is that 2-chlorine tri chloropropene and hydrogen fluoride react under the effect of catalyzer before the sampling spot; reacting rear material is removed most of hydrogenchloride through the hydroperoxide rectifying tower) hydrogen fluoride in the material; hydrogenchloride; using appts is with embodiment 1; temperature is 150 ℃ under the-0.1MPa; flow velocity 60L/h; obtain hydrogen fluoride clearance 99.5%; hydrogenchloride clearance 95%; hydrogen fluoride content 497ppm(molar content in the product), hydrogen chloride content 499ppm(molar content).
Embodiment 5
Make the adsorption test tower with the steel pipe of Φ 25*1100mm; in-built polyvinylpyridine resin 700g(Vertellus Reilex HP) removes R134a(1 for removing agent; 1; 1; the 2-Tetrafluoroethane; take from middleization granary environmental protective chemical industry R134a catalyst test apparatus; production process is that trieline and hydrogen fluoride react under the effect of catalyzer before the sampling spot; reacting rear material is removed most of hydrogenchloride through the hydroperoxide rectifying tower; the gained material forms R134a 85.7%; HCl 1.1%; the fluid of HF 12.2%) hydrogen fluoride in; hydrogenchloride; 20MPa; 50 ℃; the flow velocity of 60L/h; obtain hydrogen fluoride clearance 99.99%; hydrogenchloride clearance 99.99%, hydrogen fluoride content 4ppm(molar content in the product), hydrogen chloride content 1ppm(molar content).
Embodiment 6 (embodiment 5 resins are applied mechanically experiment)
Adopt among the embodiment 5 and continue to apply mechanically for removing agent removal R134a(production process and component concentration with embodiment 5 with the polyvinylpyridine resin (Vertellus Reilex HP) of crossing) hydrogen fluoride, hydrogenchloride in the material, obtain hydrogen fluoride clearance 99.99%, hydrogenchloride clearance 99.99%, hydrogen fluoride content 5ppm(molar content in the product), hydrogen chloride content 3ppm(molar content).
Embodiment 7(embodiment 1 resin is applied mechanically experiment)
Adopt among the embodiment 1 and continue to apply mechanically for removing hydrogen fluoride in the agent removal R125 material, hydrogenchloride (device, material are originated and formed with embodiment 1) with polyacrylamide (Nylon-MXD6 of the Mitsubishi) resin of crossing, pressure 1.0MPa, temperature 50 degree, obtain hydrogen fluoride clearance 99.7%, hydrogenchloride clearance 95.2%, hydrogen fluoride content 478ppm(molar content in the product), hydrogen chloride content 483ppm(molar content), 180 ℃ of desorbs 1 hour, gained desorb material returned the step of producing HFC125 after ventilation finished.
Embodiment 8
Adopt upward seapeak crane chemical industry company limited of polyvinyl imide resin 700g() be that sorbent material is removed the HFC23(trifluoromethane; take from the middleization granary HFC23 of environmental protective chemical industry company limited catalyst test apparatus; production process is that trichloromethane and hydrogen fluoride react under the effect of catalyzer before the sampling spot; reacting rear material is removed most of hydrogenchloride through the hydroperoxide rectifying tower; material consists of trifluoromethane 89%; hydrogenchloride 1%; hydrogen fluoride 10%) hydrogen fluoride in the material; hydrogenchloride (device is with embodiment 1); pressure 1.5MPa; 20 ℃ of temperature; obtain hydrogen fluoride clearance 99.6%; hydrogenchloride clearance 98.4%, hydrogen fluoride content 368ppm(molar content in the product), hydrogen chloride content 159ppm(molar content); 180 ℃ of desorbs 1 hour, gained desorb material returned the step of producing HFC125 after ventilation finished.
Embodiment 9
Adopt upward seapeak crane chemical industry company limited of polyvinyl imide resin 700g() be that sorbent material is removed the HFC23(trifluoromethane; take from the middleization granary HFC23 of environmental protective chemical industry company limited catalyst test apparatus; production process is that trichloromethane and hydrogen fluoride react under the effect of catalyzer before the sampling spot; reacting rear material is removed most of hydrogenchloride through the hydroperoxide rectifying tower; material consists of trifluoromethane 89%; hydrogenchloride 1%; hydrogen fluoride 10%) hydrogen fluoride in the material; hydrogenchloride (device is with embodiment 1); pressure 1.5MPa; 20 ℃ of temperature; obtain hydrogen fluoride clearance 99.6%; hydrogenchloride clearance 98.4%, hydrogen fluoride content 368ppm(molar content in the product), hydrogen chloride content 159ppm(molar content); 180 ℃ of desorbs 1 hour, gained desorb material returned the step of producing HFC23 after ventilation finished.
Embodiment 10
Adopt polyvinylpyridine resin (Vertellus Reilex HP) to remove the HFC23(trifluoromethane for sorbent material; take from the middleization granary HFC23 of environmental protective chemical industry company limited catalyst test apparatus; production process is that methenyl bromide and hydrogen fluoride react under the effect of catalyzer before the sampling spot; reacting rear material is removed most of hydrogen bromide through the hydrogen bromide rectifying tower; material consists of trifluoromethane 89%; hydrogenchloride 1%; hydrogen fluoride 10%) hydrogen fluoride in the material; hydrogen bromide (device is with embodiment 1); pressure 1.5MPa; 20 ℃ of temperature; obtain hydrogen fluoride clearance 99.99%; hydrogen bromide clearance 99.9%, hydrogen fluoride content 5ppm(molar content in the product), hydrogen bromide content 5ppm(molar content); 180 ℃ of desorbs 1 hour, gained desorb material returned the step of producing HFC23 after ventilation finished.
Embodiment 11
Adopt polyvinylpyridine resin (Vertellus Reilex HP) to remove the HFC23(trifluoromethane for sorbent material; take from the middleization granary HFC23 of environmental protective chemical industry company limited catalyst test apparatus; production process is that triiodomethane and hydrogen fluoride react under the effect of catalyzer before the sampling spot; reacting rear material is removed most of hydrogen iodide through the hydrogen iodide rectifying tower; material consists of trifluoromethane 89%; hydrogen iodide 1%; hydrogen fluoride 10%) hydrogen fluoride in the material; hydrogen iodide (device is with embodiment 1); pressure 1.5MPa; 20 ℃ of temperature; obtain hydrogen fluoride clearance 99.99%; hydrogen iodide clearance 99.9%, hydrogen fluoride content 4ppm(molar content in the product), hydrogen iodide content 5ppm(molar content); 180 ℃ of desorbs 1 hour, gained desorb material returned the step of producing HFC23 after ventilation finished.
Embodiment 12
Adopt polybenzimidazole resin (self-control; the preparation method is with reference to " insulating material communication " the 5th phase in 2000 " the synthetic and application of polybenzimidazole resin " literary composition and reference thereof) be that sorbent material is removed the HFC23(trifluoromethane; take from the middleization granary HFC23 of environmental protective chemical industry company limited catalyst test apparatus; production process is that triiodomethane and hydrogen fluoride react under the effect of catalyzer before the sampling spot; reacting rear material is removed most of hydrogen iodide through the hydrogen iodide rectifying tower; material consists of trifluoromethane 89mol%; hydrogen iodide 1mol%; hydrogen fluoride 10mol%) hydrogen fluoride in the material; hydrogen iodide (device is with embodiment 1); pressure 10MPa; 20 ℃ of temperature; obtain hydrogen fluoride clearance 99.66%; hydrogen iodide clearance 98.0%; hydrogen fluoride content 340ppm(molar content in the product); hydrogen iodide content 205ppm(molar content), 180 ℃ of desorbs 1 hour, gained desorb material returned the step of producing HFC23 after ventilation finished.
More than the present invention has been done detailed description; its purpose is to allow the personage that is familiar with this art can understand content of the present invention and is implemented; can not limit protection scope of the present invention with this; the equivalence that all spirit according to the present invention are done changes or modifies, and all should be encompassed in protection scope of the present invention
Claims (8)
1. method of removing hydrogen halide from the fluorochlorohydrocarbon compounds is characterized in that: the method utilizes nitrogenous alkaline resin absorption to remove hydrogen halide in the fluorochlorohydrocarbon compounds.
2. method of removing hydrogen halide from the fluorochlorohydrocarbon compounds according to claim 1 is characterized in that: described nitrogenous basic resin is one or more the combination that is selected from amides resin, amine resins, Piperidine resin, imidazoles resin and the Pyridine Resin.
3. method of removing hydrogen halide from the fluorochlorohydrocarbon compounds according to claim 2 is characterized in that: described nitrogenous basic resin is one or more the combination that is selected from polyacrylamide resin, polyvinyl imide resin, Piperidine resin, polybenzimidazole resin and the polyvinylpyridine resin.
4. method of removing hydrogen halide from the fluorochlorohydrocarbon compounds according to claim 1 is characterized in that: described hydrogen halide is to be selected from hydrogen fluoride, hydrogenchloride, hydrogen bromide and the hydrogen iodide one or more.
5. method of removing hydrogen halide from the fluorochlorohydrocarbon compounds according to claim 1 is characterized in that: make the fluorochlorohydrocarbon compounds that the contains hydrogen halide adsorption bed by described nitrogenous basic resin to remove hydrogen halide.
6. from the fluorochlorohydrocarbon compounds, remove according to claim 1 or 5 the method for hydrogen halide, it is characterized in that: make described fluorochlorohydrocarbon compounds with liquid or gas form by described adsorption bed.
7. remove according to claim 1 or 5 the method for hydrogen halide from the fluorochlorohydrocarbon compounds, it is characterized in that: the temperature of described fluorochlorohydrocarbon compounds during by described adsorption bed is-30 ~ 150 ℃, and pressure is-0.1MPa ~ 20MPa.
8. method of removing hydrogen halide from the fluorochlorohydrocarbon compounds according to claim 7 is characterized in that: the temperature of described fluorochlorohydrocarbon compounds during by described adsorption bed is 0 ~ 80 ℃, and pressure is 0.1MPa ~ 2.0MPa.
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Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103553867A (en) * | 2013-11-14 | 2014-02-05 | 太仓中化环保化工有限公司 | Recycling method of hydrogen fluoride in ODS (Ozone Depleting Substance) substitute |
| CN103708993A (en) * | 2013-12-30 | 2014-04-09 | 江苏梅兰化工有限公司 | Alkali washing and dehydrating process for crude cracked gas in vinylidene fluoride production |
| CN104528650A (en) * | 2014-12-23 | 2015-04-22 | 河南省化工研究所有限责任公司 | Method for purifying tail gas hydrogen chloride in chlorocarbon-52 production |
| CN114042432A (en) * | 2021-11-05 | 2022-02-15 | 临海市利民化工有限公司 | Rectifying tower filler for dry separation of hydrogen chloride and preparation method thereof |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4640831A (en) * | 1984-12-18 | 1987-02-03 | The Dow Chemical Company | Method for recovering protic acids using reversible bases |
| US5766483A (en) * | 1996-05-10 | 1998-06-16 | Alliedsignal Inc. | Process for hydrogen fluoride separation |
-
2012
- 2012-10-10 CN CN201210380999.8A patent/CN102887811B/en active Active
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4640831A (en) * | 1984-12-18 | 1987-02-03 | The Dow Chemical Company | Method for recovering protic acids using reversible bases |
| US5766483A (en) * | 1996-05-10 | 1998-06-16 | Alliedsignal Inc. | Process for hydrogen fluoride separation |
Cited By (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103553867A (en) * | 2013-11-14 | 2014-02-05 | 太仓中化环保化工有限公司 | Recycling method of hydrogen fluoride in ODS (Ozone Depleting Substance) substitute |
| CN103553867B (en) * | 2013-11-14 | 2016-06-29 | 太仓中化环保化工有限公司 | Hydrofluoric recovery method in a kind of ODS succedaneum |
| CN103708993A (en) * | 2013-12-30 | 2014-04-09 | 江苏梅兰化工有限公司 | Alkali washing and dehydrating process for crude cracked gas in vinylidene fluoride production |
| CN103708993B (en) * | 2013-12-30 | 2016-06-29 | 江苏梅兰化工有限公司 | A kind of vinylidene is thick cracking gas alkali cleaning and dehydrating process in producing |
| CN104528650A (en) * | 2014-12-23 | 2015-04-22 | 河南省化工研究所有限责任公司 | Method for purifying tail gas hydrogen chloride in chlorocarbon-52 production |
| CN104528650B (en) * | 2014-12-23 | 2016-05-11 | 河南省化工研究所有限责任公司 | The purification method of tail gas hydrogen chloride during a kind of chlorocarbon-52 produce |
| CN114042432A (en) * | 2021-11-05 | 2022-02-15 | 临海市利民化工有限公司 | Rectifying tower filler for dry separation of hydrogen chloride and preparation method thereof |
| CN114042432B (en) * | 2021-11-05 | 2023-04-11 | 临海市利民化工有限公司 | Rectifying tower filler for dry separation of hydrogen chloride and preparation method thereof |
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