PL411433A1 - Sposób wytwarzania 5-alkilosalicylaldoksymów i zastosowanie - Google Patents
Sposób wytwarzania 5-alkilosalicylaldoksymów i zastosowanieInfo
- Publication number
- PL411433A1 PL411433A1 PL411433A PL41143315A PL411433A1 PL 411433 A1 PL411433 A1 PL 411433A1 PL 411433 A PL411433 A PL 411433A PL 41143315 A PL41143315 A PL 41143315A PL 411433 A1 PL411433 A1 PL 411433A1
- Authority
- PL
- Poland
- Prior art keywords
- chloroform
- alkylsalicylaldoximes
- producing
- hydroxylamine
- stoichiometric
- Prior art date
Links
- 238000004519 manufacturing process Methods 0.000 title abstract 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 abstract 6
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 abstract 6
- 239000002904 solvent Substances 0.000 abstract 3
- AVXURJPOCDRRFD-UHFFFAOYSA-N Hydroxylamine Chemical compound ON AVXURJPOCDRRFD-UHFFFAOYSA-N 0.000 abstract 2
- 239000004215 Carbon black (E152) Substances 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 239000008346 aqueous phase Substances 0.000 abstract 1
- 229930195733 hydrocarbon Natural products 0.000 abstract 1
- 150000002430 hydrocarbons Chemical class 0.000 abstract 1
- 239000012074 organic phase Substances 0.000 abstract 1
- 239000011541 reaction mixture Substances 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
- C07C249/00—Preparation of compounds containing nitrogen atoms doubly-bound to a carbon skeleton
- C07C249/04—Preparation of compounds containing nitrogen atoms doubly-bound to a carbon skeleton of oximes
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C249/00—Preparation of compounds containing nitrogen atoms doubly-bound to a carbon skeleton
- C07C249/04—Preparation of compounds containing nitrogen atoms doubly-bound to a carbon skeleton of oximes
- C07C249/08—Preparation of compounds containing nitrogen atoms doubly-bound to a carbon skeleton of oximes by reaction of hydroxylamines with carbonyl compounds
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/16—Nitrogen-containing compounds
- C08K5/32—Compounds containing nitrogen bound to oxygen
- C08K5/33—Oximes
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D5/00—Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes
- C09D5/08—Anti-corrosive paints
- C09D5/082—Anti-corrosive paints characterised by the anti-corrosive pigment
- C09D5/086—Organic or non-macromolecular compounds
-
- C—CHEMISTRY; METALLURGY
- C23—COATING METALLIC MATERIAL; COATING MATERIAL WITH METALLIC MATERIAL; CHEMICAL SURFACE TREATMENT; DIFFUSION TREATMENT OF METALLIC MATERIAL; COATING BY VACUUM EVAPORATION, BY SPUTTERING, BY ION IMPLANTATION OR BY CHEMICAL VAPOUR DEPOSITION, IN GENERAL; INHIBITING CORROSION OF METALLIC MATERIAL OR INCRUSTATION IN GENERAL
- C23F—NON-MECHANICAL REMOVAL OF METALLIC MATERIAL FROM SURFACE; INHIBITING CORROSION OF METALLIC MATERIAL OR INCRUSTATION IN GENERAL; MULTI-STEP PROCESSES FOR SURFACE TREATMENT OF METALLIC MATERIAL INVOLVING AT LEAST ONE PROCESS PROVIDED FOR IN CLASS C23 AND AT LEAST ONE PROCESS COVERED BY SUBCLASS C21D OR C22F OR CLASS C25
- C23F11/00—Inhibiting corrosion of metallic material by applying inhibitors to the surface in danger of corrosion or adding them to the corrosive agent
- C23F11/08—Inhibiting corrosion of metallic material by applying inhibitors to the surface in danger of corrosion or adding them to the corrosive agent in other liquids
- C23F11/10—Inhibiting corrosion of metallic material by applying inhibitors to the surface in danger of corrosion or adding them to the corrosive agent in other liquids using organic inhibitors
- C23F11/14—Nitrogen-containing compounds
-
- C—CHEMISTRY; METALLURGY
- C23—COATING METALLIC MATERIAL; COATING MATERIAL WITH METALLIC MATERIAL; CHEMICAL SURFACE TREATMENT; DIFFUSION TREATMENT OF METALLIC MATERIAL; COATING BY VACUUM EVAPORATION, BY SPUTTERING, BY ION IMPLANTATION OR BY CHEMICAL VAPOUR DEPOSITION, IN GENERAL; INHIBITING CORROSION OF METALLIC MATERIAL OR INCRUSTATION IN GENERAL
- C23F—NON-MECHANICAL REMOVAL OF METALLIC MATERIAL FROM SURFACE; INHIBITING CORROSION OF METALLIC MATERIAL OR INCRUSTATION IN GENERAL; MULTI-STEP PROCESSES FOR SURFACE TREATMENT OF METALLIC MATERIAL INVOLVING AT LEAST ONE PROCESS PROVIDED FOR IN CLASS C23 AND AT LEAST ONE PROCESS COVERED BY SUBCLASS C21D OR C22F OR CLASS C25
- C23F11/00—Inhibiting corrosion of metallic material by applying inhibitors to the surface in danger of corrosion or adding them to the corrosive agent
- C23F11/08—Inhibiting corrosion of metallic material by applying inhibitors to the surface in danger of corrosion or adding them to the corrosive agent in other liquids
- C23F11/10—Inhibiting corrosion of metallic material by applying inhibitors to the surface in danger of corrosion or adding them to the corrosive agent in other liquids using organic inhibitors
- C23F11/14—Nitrogen-containing compounds
- C23F11/147—Nitrogen-containing compounds containing a nitrogen-to-oxygen bond
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Mechanical Engineering (AREA)
- Metallurgy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Wood Science & Technology (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Paints Or Removers (AREA)
Abstract
Sposób wytwarzania 5-alkilosalicylaldoksymów o wzorze 1, w którym R oznacza grupę alkilową C6-C16, polega na tym, że do układu rozpuszczalników woda - alkohol wprowadza się p-alkilofenol, wodorotlenek sodu, chloroform i hydroksylaminę, przy czym w odniesieniu do użytego alkilofenolu, stosuje się wodorotlenek sodu i chloroform w ilości od stechiometrycznej do 100% nadmiaru oraz hydroksyloaminę w ilości od stechiometrycznej do 60% nadmiaru i prowadzi się reakcję w temperaturze 60 - 75°C przez 1,5 - 4 h. Następnie w temperaturze 20 - 30°C, mieszaninę poreakcyjną zakwasza się do uzyskania pH fazy wodnej ? 7.0 oddestylowuje się azeotrop alkohol-woda z domieszką nieprzereagowanego chloroformu. Pozostałość miesza się z obojętnym rozpuszczalnikiem węglowodorowym C5-C10, rozdziela się warstwy i z fazy organicznej oddestylowuje rozpuszczalnik.
Priority Applications (9)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PL411433A PL227238B1 (pl) | 2015-03-02 | 2015-03-02 | Sposób wytwarzania 5-alkilosalicylaldoksymów i zastosowanie |
| CA2974915A CA2974915C (en) | 2015-03-02 | 2016-03-01 | Method for preparation of 5-alkylsalicylaldoximes and application thereof |
| PCT/PL2016/000021 WO2016140587A1 (en) | 2015-03-02 | 2016-03-01 | Method for preparation of 5-alkylsalicylaldoximes and application thereof |
| EP16714043.3A EP3265441B1 (en) | 2015-03-02 | 2016-03-01 | Method for preparation of 5-alkylsalicylaldoximes and application thereof |
| RU2017127041A RU2721407C2 (ru) | 2015-03-02 | 2016-03-01 | Способ получения 5-алкилсалицилалдоксимов и их применение |
| JP2017541266A JP6474909B2 (ja) | 2015-03-02 | 2016-03-01 | ５−アルキルサリチルアルドキシム類の調製方法及びその利用 |
| UAA201707872A UA121564C2 (uk) | 2015-03-02 | 2016-03-01 | Спосіб одержання 5-алкілсаліцилальдоксимів і їх застосування |
| US15/694,032 US10059658B2 (en) | 2015-03-02 | 2017-09-01 | Method for preparation of 5-alkylsalicylaldoximes and application thereof |
| US16/024,088 US20180305301A1 (en) | 2015-03-02 | 2018-06-29 | Method for preparation of 5-alkylsalicylaldoximes and application thereof |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PL411433A PL227238B1 (pl) | 2015-03-02 | 2015-03-02 | Sposób wytwarzania 5-alkilosalicylaldoksymów i zastosowanie |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| PL411433A1 true PL411433A1 (pl) | 2016-09-12 |
| PL227238B1 PL227238B1 (pl) | 2017-11-30 |
Family
ID=55650641
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PL411433A PL227238B1 (pl) | 2015-03-02 | 2015-03-02 | Sposób wytwarzania 5-alkilosalicylaldoksymów i zastosowanie |
Country Status (8)
| Country | Link |
|---|---|
| US (2) | US10059658B2 (pl) |
| EP (1) | EP3265441B1 (pl) |
| JP (1) | JP6474909B2 (pl) |
| CA (1) | CA2974915C (pl) |
| PL (1) | PL227238B1 (pl) |
| RU (1) | RU2721407C2 (pl) |
| UA (1) | UA121564C2 (pl) |
| WO (1) | WO2016140587A1 (pl) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN108949013B (zh) * | 2018-06-11 | 2020-07-31 | 闽江学院 | 一种稀土掺杂有机硅改性腰果酚及其制备和应用 |
Family Cites Families (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2114029C3 (de) * | 1970-03-25 | 1973-11-22 | Toagosei Chemical Industry Co., Ltd., Tokio | Verfahren zur Herstellung von Oximen |
| PL117888B1 (en) | 1978-03-17 | 1981-08-31 | Politechnika Poznanska | Method of manufacture of alkyl oximes,derivatives of 2-hydroxybenzoic aldehydejjnogo al'degida |
| US4324922A (en) | 1979-06-28 | 1982-04-13 | The Dow Chemical Company | Reimer-Tiemann aldehyde synthesis process |
| GB8312211D0 (en) * | 1983-05-04 | 1983-06-08 | Ici Plc | Corrosion inhibition |
| ATE38859T1 (de) * | 1983-05-04 | 1988-12-15 | Ici Plc | Korrosionsinhibierung. |
| GB8426103D0 (en) | 1984-10-16 | 1984-11-21 | Ici Plc | Corrosion inhibition |
| GB9217723D0 (en) * | 1992-08-20 | 1992-09-30 | Ici Plc | Chemical process |
| EP0584988B1 (en) | 1992-08-20 | 1996-10-23 | Zeneca Limited | Process for the preparation of salicylaldoxine derivatives |
| GB9217724D0 (en) * | 1992-08-20 | 1992-09-30 | Ici Plc | Chemical process |
| US6673969B2 (en) * | 1998-02-27 | 2004-01-06 | Comselho Nacional De Desenvolvimento Cientifico E Tecnologico Cnpq | Process for preparation of oximes and resulting products |
| DE69920259T2 (de) * | 1998-12-04 | 2005-01-20 | Neurosearch A/S | Ionenkanal modulatoren |
| CN104356025A (zh) * | 2014-11-25 | 2015-02-18 | 泰兴市凌飞化工有限公司 | 一种5-壬基水杨醛肟的合成方法 |
-
2015
- 2015-03-02 PL PL411433A patent/PL227238B1/pl unknown
-
2016
- 2016-03-01 CA CA2974915A patent/CA2974915C/en active Active
- 2016-03-01 EP EP16714043.3A patent/EP3265441B1/en active Active
- 2016-03-01 RU RU2017127041A patent/RU2721407C2/ru active
- 2016-03-01 WO PCT/PL2016/000021 patent/WO2016140587A1/en not_active Ceased
- 2016-03-01 JP JP2017541266A patent/JP6474909B2/ja active Active
- 2016-03-01 UA UAA201707872A patent/UA121564C2/uk unknown
-
2017
- 2017-09-01 US US15/694,032 patent/US10059658B2/en active Active
-
2018
- 2018-06-29 US US16/024,088 patent/US20180305301A1/en not_active Abandoned
Also Published As
| Publication number | Publication date |
|---|---|
| RU2721407C2 (ru) | 2020-05-19 |
| WO2016140587A1 (en) | 2016-09-09 |
| PL227238B1 (pl) | 2017-11-30 |
| JP2018510846A (ja) | 2018-04-19 |
| UA121564C2 (uk) | 2020-06-25 |
| CA2974915C (en) | 2020-03-31 |
| EP3265441A1 (en) | 2018-01-10 |
| US20170362168A1 (en) | 2017-12-21 |
| EP3265441B1 (en) | 2022-09-21 |
| CA2974915A1 (en) | 2016-09-09 |
| US20180305301A1 (en) | 2018-10-25 |
| JP6474909B2 (ja) | 2019-02-27 |
| RU2017127041A (ru) | 2019-04-02 |
| US10059658B2 (en) | 2018-08-28 |
| RU2017127041A3 (pl) | 2019-06-17 |
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