BR0100818A - Produção de uma hidroxipropionitrila - Google Patents
Produção de uma hidroxipropionitrilaInfo
- Publication number
- BR0100818A BR0100818A BR0100818-8A BR0100818A BR0100818A BR 0100818 A BR0100818 A BR 0100818A BR 0100818 A BR0100818 A BR 0100818A BR 0100818 A BR0100818 A BR 0100818A
- Authority
- BR
- Brazil
- Prior art keywords
- hydroxypropionitrile
- mixture
- acrylonitrile
- alkali metal
- phase
- Prior art date
Links
- 238000004519 manufacturing process Methods 0.000 title abstract 4
- WOFDVDFSGLBFAC-UHFFFAOYSA-N lactonitrile Chemical compound CC(O)C#N WOFDVDFSGLBFAC-UHFFFAOYSA-N 0.000 title 1
- 239000000203 mixture Substances 0.000 abstract 7
- WSGYTJNNHPZFKR-UHFFFAOYSA-N 3-hydroxypropanenitrile Chemical compound OCCC#N WSGYTJNNHPZFKR-UHFFFAOYSA-N 0.000 abstract 6
- 239000002585 base Substances 0.000 abstract 6
- 238000000034 method Methods 0.000 abstract 6
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 abstract 4
- 229910052783 alkali metal Inorganic materials 0.000 abstract 4
- 239000008346 aqueous phase Substances 0.000 abstract 3
- 239000003054 catalyst Substances 0.000 abstract 3
- 238000006243 chemical reaction Methods 0.000 abstract 3
- BCGCCTGNWPKXJL-UHFFFAOYSA-N 3-(2-cyanoethoxy)propanenitrile Chemical compound N#CCCOCCC#N BCGCCTGNWPKXJL-UHFFFAOYSA-N 0.000 abstract 2
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 abstract 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 abstract 2
- -1 alkali metal acetates Chemical class 0.000 abstract 2
- 150000001340 alkali metals Chemical class 0.000 abstract 2
- 229910052791 calcium Inorganic materials 0.000 abstract 2
- 239000011575 calcium Substances 0.000 abstract 2
- 239000012074 organic phase Substances 0.000 abstract 2
- 239000012071 phase Substances 0.000 abstract 2
- PUZPDOWCWNUUKD-UHFFFAOYSA-M sodium fluoride Chemical compound [F-].[Na+] PUZPDOWCWNUUKD-UHFFFAOYSA-M 0.000 abstract 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 2
- JJLJMEJHUUYSSY-UHFFFAOYSA-L Copper hydroxide Chemical class [OH-].[OH-].[Cu+2] JJLJMEJHUUYSSY-UHFFFAOYSA-L 0.000 abstract 1
- SNPLKNRPJHDVJA-ZETCQYMHSA-N D-panthenol Chemical compound OCC(C)(C)[C@@H](O)C(=O)NCCCO SNPLKNRPJHDVJA-ZETCQYMHSA-N 0.000 abstract 1
- 201000004624 Dermatitis Diseases 0.000 abstract 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 abstract 1
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 abstract 1
- 239000004115 Sodium Silicate Substances 0.000 abstract 1
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 abstract 1
- 208000025865 Ulcer Diseases 0.000 abstract 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 239000000654 additive Substances 0.000 abstract 1
- 230000000996 additive effect Effects 0.000 abstract 1
- 239000007864 aqueous solution Substances 0.000 abstract 1
- AYJRCSIUFZENHW-UHFFFAOYSA-L barium carbonate Chemical class [Ba+2].[O-]C([O-])=O AYJRCSIUFZENHW-UHFFFAOYSA-L 0.000 abstract 1
- 238000009835 boiling Methods 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- 238000001816 cooling Methods 0.000 abstract 1
- 229910001956 copper hydroxide Inorganic materials 0.000 abstract 1
- 239000002537 cosmetic Substances 0.000 abstract 1
- 238000004821 distillation Methods 0.000 abstract 1
- 238000004508 fractional distillation Methods 0.000 abstract 1
- 208000015181 infectious disease Diseases 0.000 abstract 1
- 230000002458 infectious effect Effects 0.000 abstract 1
- 229910052742 iron Inorganic materials 0.000 abstract 1
- 229910052749 magnesium Inorganic materials 0.000 abstract 1
- 239000011777 magnesium Substances 0.000 abstract 1
- 238000006386 neutralization reaction Methods 0.000 abstract 1
- 229940101267 panthenol Drugs 0.000 abstract 1
- 235000020957 pantothenol Nutrition 0.000 abstract 1
- 239000011619 pantothenol Substances 0.000 abstract 1
- 238000000197 pyrolysis Methods 0.000 abstract 1
- 239000002453 shampoo Substances 0.000 abstract 1
- 229910052708 sodium Inorganic materials 0.000 abstract 1
- 239000011734 sodium Substances 0.000 abstract 1
- 235000013024 sodium fluoride Nutrition 0.000 abstract 1
- 239000011775 sodium fluoride Substances 0.000 abstract 1
- NTHWMYGWWRZVTN-UHFFFAOYSA-N sodium silicate Chemical compound [Na+].[Na+].[O-][Si]([O-])=O NTHWMYGWWRZVTN-UHFFFAOYSA-N 0.000 abstract 1
- 229910052911 sodium silicate Inorganic materials 0.000 abstract 1
- 235000019794 sodium silicate Nutrition 0.000 abstract 1
- 229910052712 strontium Inorganic materials 0.000 abstract 1
- CIOAGBVUUVVLOB-UHFFFAOYSA-N strontium atom Chemical compound [Sr] CIOAGBVUUVVLOB-UHFFFAOYSA-N 0.000 abstract 1
- 229910052719 titanium Inorganic materials 0.000 abstract 1
- 239000010936 titanium Substances 0.000 abstract 1
- 125000005270 trialkylamine group Chemical group 0.000 abstract 1
- 239000001226 triphosphate Substances 0.000 abstract 1
- 235000011178 triphosphate Nutrition 0.000 abstract 1
- 125000002264 triphosphate group Chemical class [H]OP(=O)(O[H])OP(=O)(O[H])OP(=O)(O[H])O* 0.000 abstract 1
- 231100000397 ulcer Toxicity 0.000 abstract 1
- 239000011701 zinc Substances 0.000 abstract 1
- 229910052725 zinc Inorganic materials 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C253/00—Preparation of carboxylic acid nitriles
- C07C253/32—Separation; Purification; Stabilisation; Use of additives
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C253/00—Preparation of carboxylic acid nitriles
- C07C253/30—Preparation of carboxylic acid nitriles by reactions not involving the formation of cyano groups
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
- A61P1/04—Drugs for disorders of the alimentary tract or the digestive system for ulcers, gastritis or reflux esophagitis, e.g. antacids, inhibitors of acid secretion, mucosal protectants
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P17/00—Drugs for dermatological disorders
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/582—Recycling of unreacted starting or intermediate materials
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- General Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmacology & Pharmacy (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Dermatology (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Abstract
Patente de Invenção: <B>"PRODUçãO DE UMA HIDROXIPROPIONITRILA"<D>. Processo para a produção de 3-hidroxipropionitrila que compreende (a) a reação de acrilonitrila com água em uma razão molar de cerca de 1:0,5 a cerca de 1:20 na presença de uma base fraca sob temperatura e condições de pressão específicas até que uma conversão na faixa de cerca de 40% a cerca de 80% tenha sido alcançada de modo a se obter uma mistura aquosa orgânica de duas fases, cuja fase orgânica consiste predominantemente em bis(cianoetil)éter e 3-hidroxipropionitrila bem como de uma quantidade relativamente pequena de acrilonitrila não-reagida e cuja fase aquosa consiste predominantemente em uma solução aquosa da base fraca; (b) o resfriamento posterior da mistura obtida em (a) separando-se sua fase aquosa; (c) a destilação da acrilonitrila da fase orgânica remanescente após (b) de modo a se obter uma mistura consistindo predominantemente em bis(cianoetil)éter e 3-hidroxipropionitrila; (d) a sujeição da mistura obtida em (c) a uma pirólise sob temperatura e pressão específicas na presença de um catalisador básico selecionado do grupo que consiste em óxidos de cálcio, magnésio, estróncio, titânio, ferro e zinco, acetatos de metal alcalino, formatos de metal alcalino, carbonatos de metal alcalino e de bário, bicarbonatos de metal alcalino, hidróxidos de cálcio e de cobre, di e trifosfatos de sódio, fluoreto de sódio, silicato de sódio e trialquilaminas de alta ebulição de modo a se obter uma mistura consistindo predominantemente em 3-hidroxipropionitrila e acrilonitrila; e(e) o isolamento da 3-hidroxipropionitrila desejado por destilação fracionada da mistura obtida em (d). Este processo, que tem reciclagem da fase aquosa básica bem como da crilonitrila que é destilada, representa uma modalidade preferida. Um outro aspecto da presente invenção consiste em que, após a conversão de cerca de 40% a 80% ter sido alcançada na etapa (a) do processo, a base fraca é neutralizada pela adição de um ácido fraco de modo a ser obter também neste caso uma mistura aquosa orgânica de duas fases que, ao invés da base fraca original, contenha base formada, dentre outras, por neutralização; esta base representa o catalisador básico já usado na última etapa (d) do processo, de modo que uma adição especial de um catalisador básico para a etapa (d) do processo é evitada. A 3-hidroxipropionitrila assim produzida é um intermediário importante em um processo para a produção de pantenol que, por sua vez, especialmente na forma de seu isómero d(+), é um valioso agente para o tratamento de dermatites, queimaduras e úlceras infecciosas bem como um valioso aditivo em xampus e outros cosméticos.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH1442000 | 2000-01-25 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| BR0100818A true BR0100818A (pt) | 2001-09-11 |
Family
ID=4400682
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| BR0100818-8A BR0100818A (pt) | 2000-01-25 | 2001-01-25 | Produção de uma hidroxipropionitrila |
Country Status (10)
| Country | Link |
|---|---|
| US (1) | US6462219B2 (pt) |
| EP (1) | EP1120404B1 (pt) |
| JP (1) | JP4703012B2 (pt) |
| KR (1) | KR100664826B1 (pt) |
| CN (1) | CN1189449C (pt) |
| AT (1) | ATE292617T1 (pt) |
| BR (1) | BR0100818A (pt) |
| CA (1) | CA2332155A1 (pt) |
| DE (1) | DE50105797D1 (pt) |
| ES (1) | ES2239071T3 (pt) |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AU2003239799A1 (en) * | 2002-04-18 | 2003-10-27 | Dsm Ip Assets B.V. | Continuous process for the manufacture of 3-hydroxy propionitrile |
| EP2468712A1 (de) * | 2010-12-14 | 2012-06-27 | Basf Se | Verfahren zur Herstellung und Aufreinigung von 3-Aminopropanol |
| FR2983195B1 (fr) * | 2011-11-30 | 2014-01-10 | IFP Energies Nouvelles | Procede ameliore de synthese de bis[3-(n,n-dialkylamino)propyl)ethers |
| CN110950776A (zh) * | 2019-10-31 | 2020-04-03 | 兄弟科技股份有限公司 | 有机碱催化丙烯腈水合制备3-羟基丙腈的方法 |
| CN111100035B (zh) * | 2019-11-29 | 2021-03-16 | 山东新和成精化科技有限公司 | 一种3-羟基丙腈的制备方法 |
| CN114085164A (zh) * | 2021-11-30 | 2022-02-25 | 上海应用技术大学 | 一种采用强碱性离子交换树脂催化丙烯腈制备羟丙腈的方法 |
| CN116162043A (zh) * | 2022-12-23 | 2023-05-26 | 大连理工大学 | 一种3-羟基丙腈的连续化制备方法 |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1189975B (de) * | 1962-10-12 | 1965-04-01 | Lentia Gmbh | Verfahren zur Herstellung von beta, beta'-Dicyandiaethylaether |
| DE2655794C2 (de) | 1976-12-09 | 1985-02-28 | Basf Ag, 6700 Ludwigshafen | Verfahren zur Herstellung von Äthylencyanhydrin |
| JPS58185550A (ja) | 1982-04-23 | 1983-10-29 | Daicel Chem Ind Ltd | エチレンシアノヒドリンの製造法 |
| JPS6490160A (en) | 1987-09-30 | 1989-04-06 | Mitsui Toatsu Chemicals | Production of ethylene cyanohydrin |
| JPH0791253B2 (ja) | 1987-12-17 | 1995-10-04 | 三井東圧化学株式会社 | エチレンシアンヒドリンの製造方法 |
-
2001
- 2001-01-17 US US09/764,549 patent/US6462219B2/en not_active Expired - Lifetime
- 2001-01-18 EP EP01101050A patent/EP1120404B1/de not_active Expired - Lifetime
- 2001-01-18 DE DE50105797T patent/DE50105797D1/de not_active Expired - Lifetime
- 2001-01-18 AT AT01101050T patent/ATE292617T1/de not_active IP Right Cessation
- 2001-01-18 ES ES01101050T patent/ES2239071T3/es not_active Expired - Lifetime
- 2001-01-22 KR KR1020010003526A patent/KR100664826B1/ko active IP Right Grant
- 2001-01-23 CN CNB011017368A patent/CN1189449C/zh not_active Expired - Fee Related
- 2001-01-24 CA CA002332155A patent/CA2332155A1/en not_active Abandoned
- 2001-01-25 JP JP2001016566A patent/JP4703012B2/ja not_active Expired - Fee Related
- 2001-01-25 BR BR0100818-8A patent/BR0100818A/pt not_active Application Discontinuation
Also Published As
| Publication number | Publication date |
|---|---|
| KR100664826B1 (ko) | 2007-01-04 |
| EP1120404A2 (de) | 2001-08-01 |
| CA2332155A1 (en) | 2001-07-25 |
| US20020040163A1 (en) | 2002-04-04 |
| CN1324791A (zh) | 2001-12-05 |
| ATE292617T1 (de) | 2005-04-15 |
| EP1120404B1 (de) | 2005-04-06 |
| JP2001233844A (ja) | 2001-08-28 |
| KR20010074521A (ko) | 2001-08-04 |
| JP4703012B2 (ja) | 2011-06-15 |
| CN1189449C (zh) | 2005-02-16 |
| EP1120404A3 (de) | 2003-05-14 |
| US6462219B2 (en) | 2002-10-08 |
| DE50105797D1 (de) | 2005-05-12 |
| ES2239071T3 (es) | 2005-09-16 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| B11A | Dismissal acc. art.33 of ipl - examination not requested within 36 months of filing | ||
| B11Y | Definitive dismissal - extension of time limit for request of examination expired [chapter 11.1.1 patent gazette] |