FR2400501A1 - Procede adiabatique continu de mononitration du benzene - Google Patents
Procede adiabatique continu de mononitration du benzeneInfo
- Publication number
- FR2400501A1 FR2400501A1 FR7815318A FR7815318A FR2400501A1 FR 2400501 A1 FR2400501 A1 FR 2400501A1 FR 7815318 A FR7815318 A FR 7815318A FR 7815318 A FR7815318 A FR 7815318A FR 2400501 A1 FR2400501 A1 FR 2400501A1
- Authority
- FR
- France
- Prior art keywords
- benzene
- mononitration
- mononitrobenzene
- continuous adiabatic
- adiabatic process
- 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.)
- Granted
Links
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 title abstract 9
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 abstract 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 abstract 2
- 239000000203 mixture Substances 0.000 abstract 2
- 229910017604 nitric acid Inorganic materials 0.000 abstract 2
- LQNUZADURLCDLV-UHFFFAOYSA-N nitrobenzene Chemical compound [O-][N+](=O)C1=CC=CC=C1 LQNUZADURLCDLV-UHFFFAOYSA-N 0.000 abstract 2
- 238000003756 stirring Methods 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C201/00—Preparation of esters of nitric or nitrous acid or of compounds containing nitro or nitroso groups bound to a carbon skeleton
- C07C201/06—Preparation of nitro compounds
- C07C201/08—Preparation of nitro compounds by substitution of hydrogen atoms by nitro groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Pour effectuer la mononitration du benzène selon l'invention, on met en contact un excès de benzène et un mélange d'acide nitrique, d'acide sulfurique et d'eau de composition déterminée entre environ 80 et 120 degrés C sous pression et en agitant énergiquement pendant une durée suffisante pour transformer pratiquement tout l'acide nitrique en mononitrobenzène. L'invention permet en particulier d'obtenir par réaction adiabatique continue du mononitrobenzène très pur avec une vitesse de réaction accrue et un rendement très élevé.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US05/826,208 US4091042A (en) | 1977-08-19 | 1977-08-19 | Continuous adiabatic process for the mononitration of benzene |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| FR2400501A1 true FR2400501A1 (fr) | 1979-03-16 |
| FR2400501B1 FR2400501B1 (fr) | 1984-01-27 |
Family
ID=25245976
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| FR7815318A Granted FR2400501A1 (fr) | 1977-08-19 | 1978-05-23 | Procede adiabatique continu de mononitration du benzene |
Country Status (21)
| Country | Link |
|---|---|
| US (1) | US4091042A (fr) |
| JP (1) | JPS5432424A (fr) |
| AT (1) | AT357140B (fr) |
| AU (1) | AU518647B2 (fr) |
| BE (1) | BE867355A (fr) |
| BR (1) | BR7803249A (fr) |
| CA (1) | CA1083608A (fr) |
| CH (1) | CH639936A5 (fr) |
| CS (1) | CS207645B2 (fr) |
| DD (1) | DD136960A5 (fr) |
| DE (1) | DE2821571A1 (fr) |
| EG (1) | EG13569A (fr) |
| FR (1) | FR2400501A1 (fr) |
| GB (1) | GB1597433A (fr) |
| IN (1) | IN147796B (fr) |
| IT (1) | IT1103488B (fr) |
| MX (1) | MX148692A (fr) |
| NL (1) | NL189757C (fr) |
| PL (1) | PL113312B1 (fr) |
| PT (1) | PT68105A (fr) |
| TR (1) | TR19875A (fr) |
Families Citing this family (74)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4241229A (en) * | 1979-08-08 | 1980-12-23 | American Cyanamid Company | Recovery of nitrated aromatic compounds from nitration wash liquors |
| JPS5785332A (en) * | 1980-11-17 | 1982-05-28 | Mitsui Toatsu Chem Inc | Ortho-alkylation of phenolic compound |
| DE3409717C2 (de) * | 1984-03-16 | 1994-03-31 | Bayer Ag | Verfahren zur Herstellung von Nitrobenzol |
| DE3409719A1 (de) * | 1984-03-16 | 1985-09-19 | Bayer Ag, 5090 Leverkusen | Verfahren zur herstellung von dinitrotoluol |
| US4973770A (en) * | 1988-12-15 | 1990-11-27 | C-I-L, Inc. | Manufacture of organic nitro compounds |
| US5313009A (en) * | 1990-01-04 | 1994-05-17 | Nrm International Technologies C.V. | Nitration process |
| TW236610B (en) * | 1992-11-13 | 1994-12-21 | Bayer Ag | Preparation of dinitrotoluene |
| DE4309140C2 (de) * | 1993-03-22 | 2001-09-20 | Bayer Ag | Verfahren zur Herstellung von Dinitrotoluol |
| DE4410417A1 (de) * | 1994-02-14 | 1995-08-17 | Bayer Ag | Verfahren zur adiabatischen Herstellung von Mononitrotoluolen |
| DE4411064A1 (de) * | 1994-03-30 | 1995-10-05 | Bayer Ag | Verfahren zur adiabatischen Herstellung von Mononitrohalogenbenzolen |
| DE4428462A1 (de) * | 1994-08-11 | 1996-02-15 | Bayer Ag | Verfahren zur Herstellung von Dinitrotoluol |
| DE4428459A1 (de) * | 1994-08-11 | 1996-02-15 | Bayer Ag | Verfahren zur Herstellung von Dinitrotoluol |
| DE4437047A1 (de) | 1994-10-17 | 1996-04-18 | Bayer Ag | Verfahren zur Dinitrierung von aromatischen Verbindungen |
| US5763687A (en) | 1995-12-15 | 1998-06-09 | Mitsui Chemicals, Inc. | Preparation process for aromatic mononitro compounds |
| PT1272268E (pt) | 2000-03-02 | 2012-07-24 | Dow Global Technologies Llc | Reator tubular, processo de realização de reações multifásicas líquido/ líquido num reator tubular, e um processo de nitração cíclica de compostos aromáticos num reator tubular |
| GB0307403D0 (en) | 2003-03-31 | 2003-05-07 | Medical Res Council | Selection by compartmentalised screening |
| US20060078893A1 (en) | 2004-10-12 | 2006-04-13 | Medical Research Council | Compartmentalised combinatorial chemistry by microfluidic control |
| GB0307428D0 (en) | 2003-03-31 | 2003-05-07 | Medical Res Council | Compartmentalised combinatorial chemistry |
| US20050221339A1 (en) | 2004-03-31 | 2005-10-06 | Medical Research Council Harvard University | Compartmentalised screening by microfluidic control |
| US7968287B2 (en) | 2004-10-08 | 2011-06-28 | Medical Research Council Harvard University | In vitro evolution in microfluidic systems |
| DE102005057555B3 (de) * | 2005-11-21 | 2007-05-16 | Meissner Gmbh & Co Kg Josef | Verfahren zur Herstellung von Salpetersäureestern einwertiger Alkohole |
| WO2007081385A2 (fr) | 2006-01-11 | 2007-07-19 | Raindance Technologies, Inc. | Dispositifs microfluidiques et leurs procédés d'utilisation dans la formation et le contrôle de nanoréacteurs |
| DE102006021857A1 (de) | 2006-05-09 | 2007-11-15 | Otto Bock Healthcare Ip Gmbh & Co. Kg | Verfahren zum Gießen eines Prothesenschaftes |
| US9562837B2 (en) | 2006-05-11 | 2017-02-07 | Raindance Technologies, Inc. | Systems for handling microfludic droplets |
| WO2007133710A2 (fr) | 2006-05-11 | 2007-11-22 | Raindance Technologies, Inc. | Dispositifs microfluidiques et leurs procédés d'utilisation |
| US9012390B2 (en) | 2006-08-07 | 2015-04-21 | Raindance Technologies, Inc. | Fluorocarbon emulsion stabilizing surfactants |
| WO2008097559A2 (fr) | 2007-02-06 | 2008-08-14 | Brandeis University | Manipulation de fluides et de réactions dans des systèmes microfluidiques |
| WO2008130623A1 (fr) | 2007-04-19 | 2008-10-30 | Brandeis University | Manipulation de fluides, composants fluidiques et réactions dans des systèmes microfluidiques |
| DE102007059513A1 (de) | 2007-12-11 | 2009-06-18 | Bayer Materialscience Ag | Verfahren zur Herstellung von Nitrobenzol durch adiabate Nitrierung |
| EP4047367A1 (fr) | 2008-07-18 | 2022-08-24 | Bio-Rad Laboratories, Inc. | Procedé de détection d'analytes cibles au moyens des bibliothèques de gouttelettes |
| US12038438B2 (en) | 2008-07-18 | 2024-07-16 | Bio-Rad Laboratories, Inc. | Enzyme quantification |
| DE102008048713A1 (de) * | 2008-09-24 | 2010-03-25 | Bayer Materialscience Ag | Verfahren zur kontinuierlichen Herstellung von Nitrobenzol |
| PT2352717T (pt) | 2008-11-10 | 2017-10-31 | Noram International Ltd | Resumo |
| EP2352718B1 (fr) * | 2008-11-14 | 2016-04-13 | Noram International Limited | Méthode de réduction de la formation de sous-produit dinitrobenzène dans la production de mononitrobenzène |
| CN101759568A (zh) * | 2008-12-25 | 2010-06-30 | 南化集团研究院 | 硝基苯的绝热生产方法 |
| DE102009005324B4 (de) | 2009-01-16 | 2014-04-03 | Plinke Gmbh | Verfahren zur adiabatischen Nitrierung von Benzol |
| JP2012518674A (ja) * | 2009-02-26 | 2012-08-16 | ビーエーエスエフ ソシエタス・ヨーロピア | ニトロ化芳香族化合物及びそれらの混合物の製造方法 |
| WO2010111231A1 (fr) | 2009-03-23 | 2010-09-30 | Raindance Technologies, Inc. | Manipulation de gouttelettes microfluidiques |
| US10520500B2 (en) | 2009-10-09 | 2019-12-31 | Abdeslam El Harrak | Labelled silica-based nanomaterial with enhanced properties and uses thereof |
| EP2517025B1 (fr) | 2009-12-23 | 2019-11-27 | Bio-Rad Laboratories, Inc. | Procédés pour réduire l'échange de molécules entre des gouttelettes |
| DE102010006984A1 (de) * | 2010-02-05 | 2011-08-11 | Bayer MaterialScience AG, 51373 | Verfahren zur kontinuierlichen Herstellung von Nitrobenzol |
| US9366632B2 (en) | 2010-02-12 | 2016-06-14 | Raindance Technologies, Inc. | Digital analyte analysis |
| EP4435111A1 (fr) | 2010-02-12 | 2024-09-25 | Bio-Rad Laboratories, Inc. | Analyse numérique d'analyte |
| US9399797B2 (en) | 2010-02-12 | 2016-07-26 | Raindance Technologies, Inc. | Digital analyte analysis |
| US10351905B2 (en) | 2010-02-12 | 2019-07-16 | Bio-Rad Laboratories, Inc. | Digital analyte analysis |
| DE102010038519A1 (de) | 2010-07-28 | 2012-02-02 | Bayer Materialscience Ag | Verfahren zur Herstellung von Nitrobenzol durch adiabate Nitrierung |
| WO2012045012A2 (fr) | 2010-09-30 | 2012-04-05 | Raindance Technologies, Inc. | Dosages sandwich dans des gouttelettes |
| EP3859011A1 (fr) | 2011-02-11 | 2021-08-04 | Bio-Rad Laboratories, Inc. | Procédés permettant de former des gouttelettes mélangées |
| WO2012112804A1 (fr) | 2011-02-18 | 2012-08-23 | Raindance Technoligies, Inc. | Compositions et méthodes de marquage moléculaire |
| JP5818287B2 (ja) | 2011-05-19 | 2015-11-18 | ヨーゼフ マイスナー ゲーエムベーハー ウント コー カーゲー | ニトロ化生成物を精製する方法及び装置 |
| US8841071B2 (en) | 2011-06-02 | 2014-09-23 | Raindance Technologies, Inc. | Sample multiplexing |
| EP2714970B1 (fr) | 2011-06-02 | 2017-04-19 | Raindance Technologies, Inc. | Quantification d'enzyme |
| CN102311347B (zh) * | 2011-06-28 | 2013-08-14 | 江苏科圣化工装备工程有限公司 | 由焦化苯连续生产混二硝基苯的装置及方法 |
| US8658430B2 (en) | 2011-07-20 | 2014-02-25 | Raindance Technologies, Inc. | Manipulating droplet size |
| WO2013054181A1 (fr) | 2011-10-14 | 2013-04-18 | Council Of Scientific & Industrial Research | Synthèse en flux continu à deux étapes de m-aminoacétophénone |
| CN102516082B (zh) * | 2011-11-28 | 2013-11-06 | 万华化学集团股份有限公司 | 由苯与混酸反应制备硝基苯以及洗涤粗硝基苯产物的方法 |
| KR20140117474A (ko) * | 2012-01-31 | 2014-10-07 | 바이엘 인텔렉쳐 프로퍼티 게엠베하 | 니트로벤젠을 제조하기 위한 방법 및 시스템 |
| US8907144B2 (en) | 2012-03-22 | 2014-12-09 | Noram International Limited | Process for adiabatic production of mononitrotoluene |
| KR102067307B1 (ko) | 2012-07-27 | 2020-01-16 | 코베스트로 도이칠란드 아게 | 단열 니트로화에 의한 니트로벤젠의 제조방법 |
| KR102066764B1 (ko) * | 2012-07-27 | 2020-01-15 | 코베스트로 도이칠란드 아게 | 단열 니트로화에 의한 니트로벤젠의 제조방법 |
| EP2877442B1 (fr) | 2012-07-27 | 2016-11-16 | Covestro Deutschland AG | Procédé de preparation de nitrobenzène par nitrification adiabatique |
| EP2991966B1 (fr) * | 2013-04-29 | 2017-07-12 | Covestro Deutschland AG | Procede destine à la fabrication de benzol nitrique par nitrification d'adiabate |
| US11901041B2 (en) | 2013-10-04 | 2024-02-13 | Bio-Rad Laboratories, Inc. | Digital analysis of nucleic acid modification |
| US9944977B2 (en) | 2013-12-12 | 2018-04-17 | Raindance Technologies, Inc. | Distinguishing rare variations in a nucleic acid sequence from a sample |
| WO2015103367A1 (fr) | 2013-12-31 | 2015-07-09 | Raindance Technologies, Inc. | Système et procédé de détection d'une espèce d'arn |
| US10647981B1 (en) | 2015-09-08 | 2020-05-12 | Bio-Rad Laboratories, Inc. | Nucleic acid library generation methods and compositions |
| DE102017110084C5 (de) | 2017-02-03 | 2026-02-26 | Josef Meissner Gmbh & Co. Kg | Verwendungen von Nitroaromaten in der adiabatischen Nitrierung von Aromaten |
| PT3592727T (pt) * | 2017-03-07 | 2024-06-26 | Covestro Deutschland Ag | Método para fabrico de nitrobenzeno |
| WO2020011817A1 (fr) | 2018-07-12 | 2020-01-16 | Covestro Deutschland Ag | Procédé de production de nitrobenzène par nitrification adiabatique de benzène |
| DE102018217955B4 (de) * | 2018-10-19 | 2020-06-04 | Plinke Gmbh | Verfahren zur Aufarbeitung von Mischsäure und Abwasser aus der Nitrierung von Aromaten sowie Vorrichtung zur Durchführung des Verfahrens |
| CN111393299A (zh) * | 2020-05-06 | 2020-07-10 | 沈阳感光化工研究院有限公司 | 一种使用微通道连续流反应器对硝基苯进行硝化的方法 |
| KR20250026349A (ko) | 2022-06-28 | 2025-02-25 | 바스프 에스이 | 니트로벤젠의 제조 방법 |
| EP4766477A1 (fr) | 2023-08-25 | 2026-07-01 | Covestro Deutschland AG | Réacteur servant à la nitration de composés aromatiques, installation de production comprenant ledit réacteur et procédé de nitration utilisant ledit réacteur |
| CN118221528A (zh) * | 2024-02-04 | 2024-06-21 | 清华大学 | 采用硝硫混酸制备单硝基芳烃的方法 |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4021498A (en) * | 1975-12-09 | 1977-05-03 | American Cyanamid Company | Adiabatic process for nitration of nitratable aromatic compounds |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3087971A (en) * | 1953-12-07 | 1963-04-30 | Samuelsen Eirik | Method for trinitrotoluene manufacture |
| GB1081091A (en) * | 1964-01-08 | 1967-08-31 | Ici Ltd | Improvements in or relating to the preparation of dinitrotoluenes |
| US3928475A (en) * | 1974-08-09 | 1975-12-23 | Du Pont | Azeotropic nitration of benzene |
-
1977
- 1977-08-19 US US05/826,208 patent/US4091042A/en not_active Expired - Lifetime
-
1978
- 1978-04-15 IN IN418/CAL/78A patent/IN147796B/en unknown
- 1978-04-17 GB GB15064/78A patent/GB1597433A/en not_active Expired
- 1978-04-20 AU AU35299/78A patent/AU518647B2/en not_active Expired
- 1978-05-02 TR TR19875A patent/TR19875A/xx unknown
- 1978-05-08 MX MX173367A patent/MX148692A/es unknown
- 1978-05-08 CA CA302,819A patent/CA1083608A/fr not_active Expired
- 1978-05-12 IT IT49331/78A patent/IT1103488B/it active
- 1978-05-17 DE DE19782821571 patent/DE2821571A1/de not_active Ceased
- 1978-05-18 NL NLAANVRAGE7805409,A patent/NL189757C/xx not_active IP Right Cessation
- 1978-05-21 EG EG325/78A patent/EG13569A/xx active
- 1978-05-22 BR BR7803249A patent/BR7803249A/pt unknown
- 1978-05-22 AT AT369978A patent/AT357140B/de not_active IP Right Cessation
- 1978-05-23 PL PL1978207037A patent/PL113312B1/pl unknown
- 1978-05-23 CH CH562278A patent/CH639936A5/de not_active IP Right Cessation
- 1978-05-23 JP JP6153578A patent/JPS5432424A/ja active Pending
- 1978-05-23 BE BE187937A patent/BE867355A/fr not_active IP Right Cessation
- 1978-05-23 DD DD78205518A patent/DD136960A5/xx unknown
- 1978-05-23 FR FR7815318A patent/FR2400501A1/fr active Granted
- 1978-05-30 PT PT68105A patent/PT68105A/pt unknown
- 1978-08-04 CS CS785136A patent/CS207645B2/cs unknown
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4021498A (en) * | 1975-12-09 | 1977-05-03 | American Cyanamid Company | Adiabatic process for nitration of nitratable aromatic compounds |
Also Published As
| Publication number | Publication date |
|---|---|
| TR19875A (tr) | 1980-04-03 |
| NL7805409A (nl) | 1979-02-21 |
| IN147796B (fr) | 1980-06-28 |
| AU3529978A (en) | 1979-10-25 |
| AT357140B (de) | 1980-06-25 |
| BE867355A (fr) | 1978-11-23 |
| IT1103488B (it) | 1985-10-14 |
| PL113312B1 (en) | 1980-12-31 |
| PL207037A1 (pl) | 1979-05-07 |
| MX148692A (es) | 1983-06-02 |
| JPS5432424A (en) | 1979-03-09 |
| NL189757B (nl) | 1993-02-16 |
| US4091042A (en) | 1978-05-23 |
| EG13569A (en) | 1981-12-31 |
| AU518647B2 (en) | 1981-10-15 |
| DD136960A5 (de) | 1979-08-08 |
| IT7849331A0 (it) | 1978-05-12 |
| CS207645B2 (en) | 1981-08-31 |
| FR2400501B1 (fr) | 1984-01-27 |
| PT68105A (en) | 1978-06-01 |
| ATA369978A (de) | 1979-11-15 |
| GB1597433A (en) | 1981-09-09 |
| BR7803249A (pt) | 1979-03-27 |
| CH639936A5 (de) | 1983-12-15 |
| CA1083608A (fr) | 1980-08-12 |
| DE2821571A1 (de) | 1979-03-01 |
| NL189757C (nl) | 1993-07-16 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| ST | Notification of lapse | ||
| AR | Application made for restoration | ||
| BR | Restoration of rights |