CA2023164A1 - Process for the preparation of tris-(2,4-ditert-butylphenyl)phosphite - Google Patents
Process for the preparation of tris-(2,4-ditert-butylphenyl)phosphiteInfo
- Publication number
- CA2023164A1 CA2023164A1 CA2023164A CA2023164A CA2023164A1 CA 2023164 A1 CA2023164 A1 CA 2023164A1 CA 2023164 A CA2023164 A CA 2023164A CA 2023164 A CA2023164 A CA 2023164A CA 2023164 A1 CA2023164 A1 CA 2023164A1
- Authority
- CA
- Canada
- Prior art keywords
- ditert
- stage
- butylphenyl
- tris
- reaction
- 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
- 238000000034 method Methods 0.000 title abstract 4
- JKIJEFPNVSHHEI-UHFFFAOYSA-N Phenol, 2,4-bis(1,1-dimethylethyl)-, phosphite (3:1) Chemical compound CC(C)(C)C1=CC(C(C)(C)C)=CC=C1OP(OC=1C(=CC(=CC=1)C(C)(C)C)C(C)(C)C)OC1=CC=C(C(C)(C)C)C=C1C(C)(C)C JKIJEFPNVSHHEI-UHFFFAOYSA-N 0.000 title 1
- 239000003054 catalyst Substances 0.000 abstract 3
- 239000011541 reaction mixture Substances 0.000 abstract 3
- ICKWICRCANNIBI-UHFFFAOYSA-N 2,4-di-tert-butylphenol Chemical compound CC(C)(C)C1=CC=C(O)C(C(C)(C)C)=C1 ICKWICRCANNIBI-UHFFFAOYSA-N 0.000 abstract 2
- FAIAAWCVCHQXDN-UHFFFAOYSA-N phosphorus trichloride Chemical compound ClP(Cl)Cl FAIAAWCVCHQXDN-UHFFFAOYSA-N 0.000 abstract 2
- AZSKHRTUXHLAHS-UHFFFAOYSA-N tris(2,4-di-tert-butylphenyl) phosphate Chemical compound CC(C)(C)C1=CC(C(C)(C)C)=CC=C1OP(=O)(OC=1C(=CC(=CC=1)C(C)(C)C)C(C)(C)C)OC1=CC=C(C(C)(C)C)C=C1C(C)(C)C AZSKHRTUXHLAHS-UHFFFAOYSA-N 0.000 abstract 2
- 239000002904 solvent Substances 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/06—Phosphorus compounds without P—C bonds
- C07F9/08—Esters of oxyacids of phosphorus
- C07F9/141—Esters of phosphorous acids
- C07F9/145—Esters of phosphorous acids with hydroxyaryl compounds
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
A process far the preparation of tris-(2,4-ditert-butylphenyl) phosphate from 2,4-ditert-butylphenol and phosphorus trichloride in the presence of catalysts, which comprises carrying out the reaction in an at least three-stage process in which the 2,4-ditert-butylphenol and 40 - 100 % of the catalyst are combined in a preliminary stage and are brought together with the phosphorus trichloride in a first stage, these being allowed to react under normal pressure and at temperatures of 55 to 70°C for a dwell time of 15 to 40 minutes, the reaction mixture is then reacted in a second stage under normal pressure and at temperatures of over 140°C, remaining amounts of catalyst being added to the first and/or second reaction stage, the reaction mixture is then kept under reduced pressure at temperatures of at least 186°C in a third reaction stage, and the tris-(2,4-ditert-butylphenyl) phosphate is then isolated from the reaction mixture, the process being carried out in the absence of solvents.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH2975/89-2 | 1989-08-15 | ||
| CH297589 | 1989-08-15 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CA2023164A1 true CA2023164A1 (en) | 1991-02-16 |
| CA2023164C CA2023164C (en) | 2000-06-20 |
Family
ID=4245844
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA002023164A Expired - Fee Related CA2023164C (en) | 1989-08-15 | 1990-08-13 | Process for the preparation of tris-(2,4-ditert-butylphenyl)phosphite |
Country Status (10)
| Country | Link |
|---|---|
| EP (1) | EP0413661B1 (en) |
| JP (1) | JP2984849B2 (en) |
| KR (1) | KR0147837B1 (en) |
| BR (1) | BR9004018A (en) |
| CA (1) | CA2023164C (en) |
| CZ (1) | CZ284446B6 (en) |
| DE (1) | DE59009231D1 (en) |
| ES (1) | ES2073556T3 (en) |
| RU (1) | RU1831485C (en) |
| SK (1) | SK279179B6 (en) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| PL3630363T3 (en) | 2017-05-24 | 2022-02-28 | Basf Se | Alkylated triphenyl phosphorothionates as selective metal sulphide collectors |
| CN115651012B (en) * | 2022-11-16 | 2023-04-21 | 江苏极易新材料有限公司 | Synthesis method of low acid value tri (2, 4-di-tert-butylphenyl) phosphite |
| CN115819451A (en) * | 2022-12-30 | 2023-03-21 | 浙江万盛股份有限公司 | Method for continuously synthesizing antioxidant 168 |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2007070C3 (en) * | 1970-02-17 | 1979-02-22 | Ciba-Geigy Ag, Basel (Schweiz) | Process and apparatus for the production of triaryl phosphites |
| EP0000757B1 (en) * | 1977-08-08 | 1981-08-05 | Ciba-Geigy Ag | Process for the preparation of triarylphosphites |
| NL7908053A (en) * | 1978-11-02 | 1980-05-07 | Gen Electric | PHOSPHERE COMPOUND AND STABILIZED THERMO-PLASTIC MATERIAL. |
| DE2940620A1 (en) * | 1979-10-06 | 1981-04-16 | Hoechst Ag, 6000 Frankfurt | Tri:aryl phosphite prodn. from phosphorus tri:halide - and aromatic hydroxy cpd. in presence of nitrogen heterocycle as catalyst |
-
1990
- 1990-08-07 DE DE59009231T patent/DE59009231D1/en not_active Expired - Lifetime
- 1990-08-07 EP EP90810596A patent/EP0413661B1/en not_active Expired - Lifetime
- 1990-08-07 ES ES90810596T patent/ES2073556T3/en not_active Expired - Lifetime
- 1990-08-13 CA CA002023164A patent/CA2023164C/en not_active Expired - Fee Related
- 1990-08-14 SK SK3990-90A patent/SK279179B6/en unknown
- 1990-08-14 KR KR1019900012590A patent/KR0147837B1/en not_active Expired - Lifetime
- 1990-08-14 CZ CS903990A patent/CZ284446B6/en not_active IP Right Cessation
- 1990-08-14 BR BR909004018A patent/BR9004018A/en not_active IP Right Cessation
- 1990-08-14 RU SU904830976A patent/RU1831485C/en active
- 1990-08-15 JP JP2215674A patent/JP2984849B2/en not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| CZ284446B6 (en) | 1998-11-11 |
| SK399090A3 (en) | 1998-07-08 |
| EP0413661B1 (en) | 1995-06-14 |
| SK279179B6 (en) | 1998-07-08 |
| CZ399090A3 (en) | 1998-09-16 |
| JP2984849B2 (en) | 1999-11-29 |
| RU1831485C (en) | 1993-07-30 |
| BR9004018A (en) | 1991-09-03 |
| KR0147837B1 (en) | 1998-08-17 |
| EP0413661A3 (en) | 1991-09-25 |
| DE59009231D1 (en) | 1995-07-20 |
| EP0413661A2 (en) | 1991-02-20 |
| KR910004640A (en) | 1991-03-29 |
| ES2073556T3 (en) | 1995-08-16 |
| JPH03118387A (en) | 1991-05-20 |
| CA2023164C (en) | 2000-06-20 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| EEER | Examination request | ||
| MKLA | Lapsed |