CN110327967A - The peaceful production. art of the isopropanol of catalyst and preparation method and application catalyst - Google Patents

The peaceful production. art of the isopropanol of catalyst and preparation method and application catalyst Download PDF

Info

Publication number
CN110327967A
CN110327967A CN201910681986.6A CN201910681986A CN110327967A CN 110327967 A CN110327967 A CN 110327967A CN 201910681986 A CN201910681986 A CN 201910681986A CN 110327967 A CN110327967 A CN 110327967A
Authority
CN
China
Prior art keywords
catalyst
isopropanol
ammonia
propylene oxide
pacified
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
Application number
CN201910681986.6A
Other languages
Chinese (zh)
Inventor
于如军
陈国华
郭文杰
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Shandong Damin Chemical Co Ltd
Original Assignee
Shandong Damin Chemical Co Ltd
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Shandong Damin Chemical Co Ltd filed Critical Shandong Damin Chemical Co Ltd
Priority to CN201910681986.6A priority Critical patent/CN110327967A/en
Publication of CN110327967A publication Critical patent/CN110327967A/en
Pending legal-status Critical Current

Links

Classifications

    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J29/00Catalysts comprising molecular sieves
    • B01J29/04Catalysts comprising molecular sieves having base-exchange properties, e.g. crystalline zeolites
    • B01J29/06Crystalline aluminosilicate zeolites; Isomorphous compounds thereof
    • B01J29/40Crystalline aluminosilicate zeolites; Isomorphous compounds thereof of the pentasil type, e.g. types ZSM-5, ZSM-8 or ZSM-11, as exemplified by patent documents US3702886, GB1334243 and US3709979, respectively
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C213/00Preparation of compounds containing amino and hydroxy, amino and etherified hydroxy or amino and esterified hydroxy groups bound to the same carbon skeleton
    • C07C213/04Preparation of compounds containing amino and hydroxy, amino and etherified hydroxy or amino and esterified hydroxy groups bound to the same carbon skeleton by reaction of ammonia or amines with olefin oxides or halohydrins

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Crystallography & Structural Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

The invention discloses a kind of peaceful production. arts of the isopropanol of catalyst and preparation method and application the catalyst, it is related to isopropanol peace production technical field, manufactured catalyst is packed into reactor, it replaces to oxygen content through nitrogen lower than 0.1%, lead to condition needed for ammonia is warming up to reaction again, the reaction is carried out in gas phase, using continous way process;Propylene oxide is squeezed into carbureter and is reacted with fixed bed reactors are entered after ammonia gas mixture preheating vaporization, reacting rear material is cooled to 15-20 DEG C of progress gas-liquid separation through condenser, and liquid product obtains isopropanolamine series mix products after rectification under vacuum.

Description

The peaceful production. art of the isopropanol of catalyst and preparation method and application catalyst
Technical field
The present invention relates to isopropanolamine production technical fields more particularly to a kind of catalyst and preparation method and application should The peaceful production. art of the isopropanol of catalyst.
Background technique
Isopropanolamine can be used as the raw material and fiber industry refining agent, antistatic agent, dyeing assistant and fibre of surfactant Tie up lubricant, it may also be used for synthetic detergent, cosmetics, lubricating oil, the synthesis for cutting oil, plasticizer, emulsifier;Diisopropanol Amine is for removing hydrogen sulfide and carbon dioxide in natural gas and refinery gas, for textile auxiliary agent, tanning extracts, insecticide, cutting oil Deng and relatively broad one of the emulsifier used;Triisopropanolamine is used as medical material, soup solvent.Artificial fibre Make the solvent of paraffin oil in dimension industry.Since the salt that triisopropanolamine and long chain fatty acids generate has good retention of color, Therefore the emulsifier particularly useful as cosmetics.
Currently, in the preparation method of isopropanolamine, using propylene oxide and liquefied ammonia as raw material, using water as catalyst.Due to adopting With high temperature, the reaction condition of High-pressure supercritical, there are very high risk, while because of the presence of water aggravation equipment corrosion, and And water has also been catalyzed propylene oxide etherificate and has aggregated into high-boiling components, generates solid waste and pollutes environment, feed stock conversion and monoisopropanolamine Yield is relatively low, in addition, the defects of separating-purifying process need to be dehydrated again and lead to high energy consumption.
Summary of the invention
The invention proposes a kind of peaceful production. arts of the isopropanol of catalyst and preparation method and application the catalyst.
To achieve the goals above, present invention employs following technical solutions:
A kind of catalyst, the component comprising following parts by weight: HZSM-5:96.0%-97.0%, sulfuric acid: 3.0%- 4.0%.
A kind of preparation method of catalyst includes the following steps: to impregnate in the strip HZSM-5 molecular sieve that diameter is 1-3mm 0.5-2 hours in ammonium sulfate, 2-5h is toasted after draining at 100-150 DEG C, finally uses the mixture after baking 400-600 DEG C of high-temperature roasting 5-8h, is made catalyst.
A kind of production technology of isopropanol peace, includes the following steps:
Step 1: manufactured catalyst is packed into reactor, is replaced to oxygen content through nitrogen lower than 0.1%, then logical ammonia Condition needed for gas lift pressure is warming up to reaction, which carries out in gas phase, using continous way process;
Step 2: squeezing into carbureter for propylene oxide and enters fixed bed reaction after vaporizing with ammonia gas mixture preheating Device reaction, reacting rear material are cooled to 15-20 DEG C of progress gas-liquid separation through condenser, and liquid product obtains after rectification under vacuum Isopropanolamine series mix products.
Further, the reaction condition in the step 1 is specially pressure: 0.05~0.3Mpa, reaction temperature: 80~160 DEG C, propylene oxide liquid hourly space velocity: 0.1~1h-1, ammonia and propylene oxide molar ratio: 5.0~50.
Further, in the step 2, the vapor phase ammonia after gas-liquid separation pressurizes through recycle compressor returns to preheating vaporization Device recycles, and liquid phase samples the pressurized laggard promoting the circulation of qi analysis of hplc of rectifying deamination, obtains mix products.
Further, the mix products in the step 2 include principal product monoisopropanolamine;By-product diisopropyl Hydramine and triisopropanolamine.
Further, propylene oxide is quantitatively squeezed into carbureter by metering pump in the step 2
Further, the reactor size that the catalyst is packed into is internal diameter 50mm, long 1700mm.
Usefulness: this method uses low pressure reaction, mild condition, and uses the gas-solid under complete anhydrous condition opposite It answers, not only avoiding leads to that equipment is corroded and separating-purifying process be dehydrated a large amount of energy consumptions of generation again because adding water to be catalyzed, It avoids propylene oxide etherificate polymerization caused by existing because of water and generates solid waste pollution environment, a small amount of unreacted propylene oxide can be de- It is thoroughly reacted in ammonia tower, because reducing energy consumption without separating-purifying reuse.And reaction process raw material conversion per pass is high, Product selectivity is good, and monoisopropanolamine yield is up to 90% or more.
Specific embodiment
The following is a clear and complete description of the technical scheme in the embodiments of the invention, it is clear that described embodiment Only a part of the embodiment of the present invention, instead of all the embodiments.
Embodiment 1:
91g ammonium sulfate is dissolved in 700ml deionized water, 11.5% ammonium sulfate is made, by 1800g diameter The strip HZSM-5 molecular sieve of 2mm takes out after impregnating one hour, dries 4 hours through 120 DEG C, and 500 DEG C of muffle furnace roast 6 hours, Modified catalyst, H is made2SO4Content 3.0%, heap density are 0.67g/ml.Catalyst number is A-1.
Embodiment 2:
According to method described in embodiment 1, ammonium sulfate 152g, water 700ml, HZSM-5 molecular sieve 1800g are taken, is made and is modified Catalyst.Catalyst number is A-2.
Embodiment 3:
Ammonium sulfate 30g, water 700ml, HZSM-5 molecular sieve 1800g are taken according to method described in embodiment 1, obtained modification is urged Agent., catalyst number is A-3.
Embodiment 4:
Using the catalyst A-1 in embodiment 1, a kind of production technology of isopropanol peace includes the following steps:
Step 1: the catalyst of manufactured 2732ml is packed into internal diameter 50mm, in the reactor of long 1700mm, is set through nitrogen Oxygen content is shifted to lower than 0.1%, then logical ammonia is warming up to the required condition of reaction, pressure: 0.15Mpa, reaction temperature: 80 DEG C, propylene oxide liquid hourly space velocity: 0.3h-1, ammonia and propylene oxide molar ratio: 25, which carries out in gas phase, using continous way mistake Journey;
Step 2: propylene oxide is quantitatively squeezed into carbureter by metering pump and is vaporized with ammonia gas mixture preheating laggard Enter fixed bed reactors reaction, reacting rear material is cooled to 15-20 DEG C of progress gas-liquid separation through condenser, the gas after gas-liquid separation Phase ammonia returns to carbureter through recycle compressor pressurization and recycles, and liquid phase samples the pressurized laggard promoting the circulation of qi phase color of rectifying deamination Spectrum analysis obtains mix products, including principal product monoisopropanolamine;By-product diisopropanolamine (DIPA) and triisopropanolamine.
Embodiment 5:
Using device and method are described in embodiment 4, difference is: concrete operations condition is pressure: 0.15Mpa, instead Answer temperature: 90 DEG C, propylene oxide liquid hourly space velocity: 0.3h-1, ammonia and propylene oxide molar ratio: 25, catalyst amount: 2732ML.
Embodiment 6:
Using device and method are described in embodiment 4, difference is: concrete operations condition is pressure: 0.15Mpa, instead Answer temperature: 100 DEG C, propylene oxide liquid hourly space velocity: 0.3h-1, ammonia and propylene oxide molar ratio: 25, catalyst amount: 2732ML.
Embodiment 7:
Using device and method are described in embodiment 4, difference is: concrete operations condition is pressure: 0.15Mpa, instead Answer temperature: 110 DEG C, propylene oxide liquid hourly space velocity: 0.3h-1, ammonia and propylene oxide molar ratio: 25, catalyst amount: 2732ML.
Embodiment 8:
Using device and method are described in embodiment 4, difference is: concrete operations condition is pressure: 0.15Mpa, instead Answer temperature: 120 DEG C, propylene oxide liquid hourly space velocity: 0.3h-1, ammonia and propylene oxide molar ratio: 25, catalyst amount: 2732ML.
Embodiment 9:
Using device and method are described in embodiment 4, difference is: concrete operations condition is pressure: 0.15Mpa, instead Answer temperature: 130 DEG C, propylene oxide liquid hourly space velocity: 0.3h-1, ammonia and propylene oxide molar ratio: 25, catalyst amount: 2732ML.
Embodiment 10:
Using device and method are described in embodiment 4, difference is: concrete operations condition is pressure: 0.05Mpa, instead Answer temperature: 130 DEG C, propylene oxide liquid hourly space velocity: 0.3h-1, ammonia and propylene oxide molar ratio: 25, catalyst amount: 2732ML.
Embodiment 11:
Using device and method are described in embodiment 4, difference is: concrete operations condition is pressure: 0.30Mpa, instead Answer temperature: 130 DEG C, propylene oxide liquid hourly space velocity: 0.3h-1, ammonia and propylene oxide molar ratio: 25, catalyst amount: 2732ML.
Embodiment 12:
Using device and method are described in embodiment 4, difference is: concrete operations condition is pressure: 0.15Mpa, instead Answer temperature: 130 DEG C, propylene oxide liquid hourly space velocity: 0.3h-1, ammonia and propylene oxide molar ratio: 5, catalyst amount: 2732ML.
Embodiment 13:
Using device and method are described in embodiment 4, difference is: concrete operations condition is pressure: 0.15Mpa, instead Answer temperature: 130 DEG C, propylene oxide liquid hourly space velocity: 0.3h-1, ammonia and propylene oxide molar ratio: 50, catalyst amount: 2732ML.
Embodiment 14:
Using device and method are described in embodiment 4, difference is: using catalyst A- prepared in embodiment 2 2, and concrete operations condition be pressure: 0.15Mpa, reaction temperature: 130 DEG C, propylene oxide liquid hourly space velocity: 0.3h-1, ammonia and epoxy Propane molar ratio: 25, catalyst amount: 2732ML.
Embodiment 15:
Using device and method are described in embodiment 4, difference is: using catalyst A- prepared in embodiment 3 3, and concrete operations condition be pressure: 0.15Mpa, reaction temperature: 130 DEG C, propylene oxide liquid hourly space velocity: 0.3h-1, ammonia and epoxy Propane molar ratio: 25, catalyst amount: 2732ML.
Embodiment 16:
Using device and method are described in embodiment 4, difference is: concrete operations condition is pressure: 0.15Mpa, instead Answer temperature: 140 DEG C, propylene oxide liquid hourly space velocity: 0.3h-1, ammonia and propylene oxide molar ratio: 25, catalyst amount: 2732ML.
Embodiment 17:
Using device and method are described in embodiment 4, difference is: concrete operations condition is pressure: 0.15Mpa, instead Answer temperature: 150 DEG C, propylene oxide liquid hourly space velocity: 0.3h-1, ammonia and propylene oxide molar ratio: 25, catalyst amount: 2732ML.
Embodiment 18:
Using device and method are described in embodiment 4, difference is: concrete operations condition is pressure: 0.15Mpa, instead Answer temperature: 160 DEG C, propylene oxide liquid hourly space velocity: 0.3h-1, ammonia and propylene oxide molar ratio: 25, catalyst amount: 2732ML.
The specific reaction condition and result of embodiment 4-18 is listed in table 1.
The reaction condition and result of 1. embodiment 4-18 of table
Embodiment 19:
240 hours stability field investigations are carried out using device and method are described in embodiment 9.With gas chromatographic analysis group At specific reaction condition and result are listed in table 2.
2. 240 hours stability field investigations of table
From the data in table 2, it can be seen that for the high conversion rate of reaction in 99%, selectivity is higher than 93%, shows to urge under the process conditions Agent has good stability.
The foregoing is only a preferred embodiment of the present invention, but scope of protection of the present invention is not limited thereto, Anyone skilled in the art in the technical scope disclosed by the present invention, according to the technique and scheme of the present invention and its Inventive concept is subject to equivalent substitution or change, should be covered by the protection scope of the present invention.

Claims (8)

1. a kind of catalyst, it is characterised in that: the component comprising following parts by weight: HZSM-5:96.0%-97.0%, sulfuric acid: 3.0%-4.0%.
2. a kind of preparation method of catalyst described in claim 1, characterized by the following steps: by diameter be 1- The strip HZSM-5 molecular sieve of 3mm is soaked in ammonium sulfate 0.5-2 hours, toasts 2-5h at 100-150 DEG C after draining, Catalyst finally is made with 400-600 DEG C of high-temperature roasting 5-8h in the mixture after baking.
3. a kind of production technology that the isopropanol using catalyst described in any one in claim 1-2 is pacified, feature exist In: the following steps are included:
Step 1: manufactured catalyst is packed into reactor, is replaced to oxygen content through nitrogen lower than 0.1%, then logical ammonia liter Condition needed for pressure is warming up to reaction, which carries out in gas phase, using continous way process;
Step 2: squeezing into carbureter for propylene oxide and it is anti-to enter fixed bed reactors after vaporizing with ammonia gas mixture preheating It answers, reacting rear material is cooled to 15-20 DEG C of progress gas-liquid separation through condenser, and liquid product obtains isopropyl after rectification under vacuum Hydramine series mix products.
4. the production technology that the isopropanol of catalyst according to claim 3 is pacified, it is characterised in that: in the step 1 The reaction condition is specially pressure: 0.05~0.3Mpa, reaction temperature: 80~160 DEG C, propylene oxide liquid hourly space velocity: 0.1~ 1h-1, ammonia and propylene oxide molar ratio: 5.0~50.
5. the production technology that the isopropanol of catalyst according to claim 3 is pacified, it is characterised in that: in the step 2, Vapor phase ammonia after gas-liquid separation returns to carbureter through recycle compressor pressurization and recycles, and it is de- that liquid phase samples pressurized rectifying The laggard promoting the circulation of qi analysis of hplc of ammonia, obtains mix products.
6. the production technology that the isopropanol of catalyst according to claim 3 is pacified, it is characterised in that: in the step 2 The mix products include principal product monoisopropanolamine;By-product diisopropanolamine (DIPA) and triisopropanolamine.
7. the production technology that the isopropanol of catalyst according to claim 3 is pacified, it is characterised in that: will in the step 2 Propylene oxide quantitatively squeezes into carbureter by metering pump.
8. the production technology that the isopropanol of catalyst according to claim 3 is pacified, it is characterised in that: the catalyst is packed into Reactor size be internal diameter 50mm, long 1700mm.
CN201910681986.6A 2019-07-26 2019-07-26 The peaceful production. art of the isopropanol of catalyst and preparation method and application catalyst Pending CN110327967A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
CN201910681986.6A CN110327967A (en) 2019-07-26 2019-07-26 The peaceful production. art of the isopropanol of catalyst and preparation method and application catalyst

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CN201910681986.6A CN110327967A (en) 2019-07-26 2019-07-26 The peaceful production. art of the isopropanol of catalyst and preparation method and application catalyst

Publications (1)

Publication Number Publication Date
CN110327967A true CN110327967A (en) 2019-10-15

Family

ID=68147586

Family Applications (1)

Application Number Title Priority Date Filing Date
CN201910681986.6A Pending CN110327967A (en) 2019-07-26 2019-07-26 The peaceful production. art of the isopropanol of catalyst and preparation method and application catalyst

Country Status (1)

Country Link
CN (1) CN110327967A (en)

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN110981738A (en) * 2019-12-30 2020-04-10 杭州新本立医药有限公司 Synthesis method of 2-aminopropanol
WO2021099456A1 (en) * 2019-11-20 2021-05-27 Basf Se Zeolite catalyzed process for the amination of propylene oxide
CN114247470A (en) * 2021-12-31 2022-03-29 南京红宝丽醇胺化学有限公司 Preparation method of catalyst and synthesis method of monoisopropanolamine
CN114315612A (en) * 2021-12-27 2022-04-12 万华化学集团股份有限公司 Process for continuously producing isopropanolamine

Citations (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1998000415A1 (en) * 1996-07-01 1998-01-08 The Dow Chemical Company Process for the direct oxidation of olefins to olefin oxides
CN1170633A (en) * 1997-07-24 1998-01-21 厦门大学 Catalyst for nonoxidation catalytic dehydrogenation aromatization of methane
CN1483713A (en) * 2003-07-24 2004-03-24 上海交通大学 Method for synthesizing beta-ionone
CN1623662A (en) * 2004-10-18 2005-06-08 中国科学院山西煤炭化学研究所 Mixed molecular sieve catalyst and its preparation process
CN101347739A (en) * 2007-07-16 2009-01-21 湖南大学 Solid acid catalyst and reaction technique for synthesis of allantoin
CN101786957A (en) * 2010-03-24 2010-07-28 山东东大一诺威新材料有限公司 Isopropanolamine producing method
CN103418235A (en) * 2013-08-31 2013-12-04 雷学军 Device and method for trapping carbon resources in atmosphere
CN103936602A (en) * 2014-04-02 2014-07-23 四川鑫统领建材科技有限公司 Method for joint production of isopropanolamine
CN104974021A (en) * 2015-06-29 2015-10-14 南京林业大学 Method using sulfuric acid modified nano-level HSZM-5 catalyst to prepare bis(low-carbon alkyloxy)methane
CN106631836A (en) * 2016-11-17 2017-05-10 北京德博莱化工产品销售有限公司 Preparation method of novel isopropanolamine
WO2018060185A1 (en) * 2016-09-27 2018-04-05 Basf Se Method for producing an oxidic composition supported on a carrier material
CN109748805A (en) * 2017-11-01 2019-05-14 中国石油化工股份有限公司 The method of liquid ammonia process for caustic soda purification production isopropanolamine

Patent Citations (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1998000415A1 (en) * 1996-07-01 1998-01-08 The Dow Chemical Company Process for the direct oxidation of olefins to olefin oxides
CN1170633A (en) * 1997-07-24 1998-01-21 厦门大学 Catalyst for nonoxidation catalytic dehydrogenation aromatization of methane
CN1483713A (en) * 2003-07-24 2004-03-24 上海交通大学 Method for synthesizing beta-ionone
CN1623662A (en) * 2004-10-18 2005-06-08 中国科学院山西煤炭化学研究所 Mixed molecular sieve catalyst and its preparation process
CN101347739A (en) * 2007-07-16 2009-01-21 湖南大学 Solid acid catalyst and reaction technique for synthesis of allantoin
CN101786957A (en) * 2010-03-24 2010-07-28 山东东大一诺威新材料有限公司 Isopropanolamine producing method
CN103418235A (en) * 2013-08-31 2013-12-04 雷学军 Device and method for trapping carbon resources in atmosphere
CN103936602A (en) * 2014-04-02 2014-07-23 四川鑫统领建材科技有限公司 Method for joint production of isopropanolamine
CN104974021A (en) * 2015-06-29 2015-10-14 南京林业大学 Method using sulfuric acid modified nano-level HSZM-5 catalyst to prepare bis(low-carbon alkyloxy)methane
WO2018060185A1 (en) * 2016-09-27 2018-04-05 Basf Se Method for producing an oxidic composition supported on a carrier material
CN106631836A (en) * 2016-11-17 2017-05-10 北京德博莱化工产品销售有限公司 Preparation method of novel isopropanolamine
CN109748805A (en) * 2017-11-01 2019-05-14 中国石油化工股份有限公司 The method of liquid ammonia process for caustic soda purification production isopropanolamine

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
郭玉娟: ""非均相催化合成异丙醇胺工艺研究"", 《中国优秀硕士学位论文全文数据库工程科技Ⅰ辑》 *

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2021099456A1 (en) * 2019-11-20 2021-05-27 Basf Se Zeolite catalyzed process for the amination of propylene oxide
CN110981738A (en) * 2019-12-30 2020-04-10 杭州新本立医药有限公司 Synthesis method of 2-aminopropanol
CN110981738B (en) * 2019-12-30 2022-09-20 杭州新本立医药有限公司 Synthesis method of 2-aminopropanol
CN114315612A (en) * 2021-12-27 2022-04-12 万华化学集团股份有限公司 Process for continuously producing isopropanolamine
CN114315612B (en) * 2021-12-27 2024-02-02 万华化学集团股份有限公司 Process for continuously producing isopropanolamine
CN114247470A (en) * 2021-12-31 2022-03-29 南京红宝丽醇胺化学有限公司 Preparation method of catalyst and synthesis method of monoisopropanolamine

Similar Documents

Publication Publication Date Title
CN110327967A (en) The peaceful production. art of the isopropanol of catalyst and preparation method and application catalyst
CN102933272B (en) Process for separating furfural from a liquid aqueous phase comprising furfural and one or more organic acids
CN106866589B (en) A kind of preparation method of gamma-valerolactone
CN105585501B (en) Ethylenediamine production method
CN103420972B (en) A kind of method for continuously preparing carbonic acid third (or second) enester
CN105622369A (en) Method for preparing cyclopropyl methyl ketone
CN103524478B (en) Device and method for shortening ketalation time in ibuprofen synthesis process
CN107459465A (en) A kind of method for synthesizing diisopropylamine
CN102304055B (en) Method for preparing ethanolamine hydrochlorides and coproduct ethanolamine
CN105585503B (en) The method that ethylenediamine is produced using monoethanolamine and liquefied ammonia as raw material
CH617260A5 (en)
EP2439175B1 (en) Method for waste lye oxidation under increased pressure
CN110193327A (en) The non-aqueous monoisopropanolamine that catalyzes and synthesizes is from separator and its technique
CN216756389U (en) System for use maleic anhydride as raw materials preparation NMP
CN106957284B (en) A kind of separating-purifying process for refining of tertiary carbonic acid glycidyl ester crude product
CN115433067A (en) Preparation method of beta-isophorone
CN105693468B (en) Isopropyl acetate hydrogenization method production ethanol and the post-processing approach of isopropanol
CN104447199A (en) Method for preparing isopropanol by salt-adopted extraction rectification-based separation of acetone hydrogenation reaction products
JPH0567633B2 (en)
CN104030316B (en) The novel process of anhydrous ammonia produced by a kind of raw gas
CN105294494B (en) A kind of method of synthesizing acetonitrile crude product ammonia separation
CN104478733B (en) The method reclaiming double DMAPA from DMAPA heavy constituent
CN115677497B (en) Production method of ethyl benzoate
CN103102233B (en) Method of preparing n-tetradecane or n-hexadecane from natural acid
CN106554805A (en) Solvent and method that a kind of producing ethylene with acetylene hydrogenation is adopted

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
RJ01 Rejection of invention patent application after publication
RJ01 Rejection of invention patent application after publication

Application publication date: 20191015