GB1517865A - Production of organic phosphorus compounds containing carboxylic groups - Google Patents
Production of organic phosphorus compounds containing carboxylic groupsInfo
- Publication number
- GB1517865A GB1517865A GB35553/76A GB3555376A GB1517865A GB 1517865 A GB1517865 A GB 1517865A GB 35553/76 A GB35553/76 A GB 35553/76A GB 3555376 A GB3555376 A GB 3555376A GB 1517865 A GB1517865 A GB 1517865A
- Authority
- GB
- United Kingdom
- Prior art keywords
- organic phosphorus
- phosphorus compounds
- general formula
- stage
- production
- 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.)
- Expired
Links
- 150000002903 organophosphorus compounds Chemical class 0.000 title abstract 2
- 238000000034 method Methods 0.000 abstract 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 abstract 2
- 238000006243 chemical reaction Methods 0.000 abstract 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 abstract 1
- 239000007795 chemical reaction product Substances 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 239000000543 intermediate Substances 0.000 abstract 1
- 238000002955 isolation Methods 0.000 abstract 1
- 239000007800 oxidant agent Substances 0.000 abstract 1
- 230000003647 oxidation Effects 0.000 abstract 1
- 238000007254 oxidation reaction Methods 0.000 abstract 1
- REJGOFYVRVIODZ-UHFFFAOYSA-N phosphanium;chloride Chemical class P.Cl REJGOFYVRVIODZ-UHFFFAOYSA-N 0.000 abstract 1
- 150000003003 phosphines Chemical class 0.000 abstract 1
- 239000000047 product Substances 0.000 abstract 1
- 239000007858 starting material Substances 0.000 abstract 1
- 125000001424 substituent group Chemical group 0.000 abstract 1
- 150000007934 α,β-unsaturated carboxylic acids Chemical class 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
- C07F9/28—Phosphorus compounds with one or more P—C bonds
- C07F9/50—Organo-phosphines
- C07F9/53—Organo-phosphine oxides; Organo-phosphine thioxides
- C07F9/5304—Acyclic saturated phosphine oxides or thioxides
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)
Abstract
Carboxyl-containing organic phosphorus compounds of the general formula I <IMAGE> where the substituents are as defined in Claim 1, are obtained by reacting in a first stage phosphines with alpha , beta -unsaturated carboxylic acid in the presence of aqueous hydrochloric acid, admixing in a second stage the resulting phosphonium chlorides without interim isolation with an oxidising agent, and isolating the resulting compounds of the general formula I from the oxidation product. The main advantages of the process of the invention over the known processes are for example that relatively readily obtainable starting materials can be used, that the reaction involved is a 1-pot reaction where there is no need to isolate intermediates, and that the process leads in a simple manner and good yield to readily isolable and uniform end products of high purity.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE2540283A DE2540283C3 (en) | 1975-09-10 | 1975-09-10 | Process for the preparation of carboxyl-containing organic phosphorus compounds |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1517865A true GB1517865A (en) | 1978-07-12 |
Family
ID=5956081
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB35553/76A Expired GB1517865A (en) | 1975-09-10 | 1976-08-26 | Production of organic phosphorus compounds containing carboxylic groups |
Country Status (16)
| Country | Link |
|---|---|
| JP (1) | JPS5233628A (en) |
| AT (1) | AT341542B (en) |
| BE (1) | BE845987A (en) |
| CA (1) | CA1066715A (en) |
| CH (1) | CH626627A5 (en) |
| DD (1) | DD126885A5 (en) |
| DE (1) | DE2540283C3 (en) |
| DK (1) | DK406976A (en) |
| FR (1) | FR2323695A1 (en) |
| GB (1) | GB1517865A (en) |
| IE (1) | IE43625B1 (en) |
| IT (1) | IT1076807B (en) |
| NL (1) | NL7609964A (en) |
| SE (1) | SE422802B (en) |
| SU (1) | SU618047A3 (en) |
| ZA (1) | ZA765384B (en) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5773533A (en) * | 1996-04-01 | 1998-06-30 | Hoechst Aktiengesellschaft | Epoxy resin reacted with carboxy-functional phosphinic or phosphonic acid and hardener |
| US5854361A (en) * | 1996-04-01 | 1998-12-29 | Hoechst Aktiengesellschaft | Process for preparing phosphorus-modified epoxy resins |
| US6278012B1 (en) | 1999-05-25 | 2001-08-21 | Clariant Gmbh | Process for preparing phosphinate esters |
| US6855757B2 (en) | 2001-11-02 | 2005-02-15 | Clariant Gmbh | Preparation of glycol carboxyethylmethylphosphinate |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4537993A (en) * | 1984-03-19 | 1985-08-27 | American Cyanamid Company | Bis(β-carboxyethyl)isobutyl, sec. butyl and t-butyl phosphine oxide and polyamides containing the same |
| DE19828863C1 (en) * | 1998-06-29 | 1999-09-02 | Clariant Gmbh | Production of phosphinate esters, useful as reactive fire retardants for thermoplastics and thermosetting resins and also as synthetic intermediates |
| DE19828861C1 (en) * | 1998-06-29 | 1999-12-02 | Clariant Gmbh | Preparation of alkylphosphonite esters useful as reactive flame retardant for polymer and in synthesis |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2957931A (en) * | 1949-07-28 | 1960-10-25 | Socony Mobil Oil Co Inc | Synthesis of compounds having a carbonphosphorus linkage |
| US3029272A (en) * | 1958-10-17 | 1962-04-10 | Commercial Solvents Corp | Alkylation of phosphonates |
| DE2100779A1 (en) * | 1971-01-08 | 1972-07-20 | Farbwerke Hoechst AG vormals Meister Lucius & Brüning, 6000 Frankfurt | Process for the preparation of dialkylphosphinic acid esters |
-
1975
- 1975-09-10 DE DE2540283A patent/DE2540283C3/en not_active Expired
-
1976
- 1976-08-18 CH CH1053176A patent/CH626627A5/en not_active IP Right Cessation
- 1976-08-23 CA CA259,647A patent/CA1066715A/en not_active Expired
- 1976-08-26 GB GB35553/76A patent/GB1517865A/en not_active Expired
- 1976-08-30 SU SU762391504A patent/SU618047A3/en active
- 1976-08-30 SE SE7609574A patent/SE422802B/en unknown
- 1976-09-08 AT AT665176A patent/AT341542B/en not_active IP Right Cessation
- 1976-09-08 IT IT51168/76A patent/IT1076807B/en active
- 1976-09-08 NL NL7609964A patent/NL7609964A/en not_active Application Discontinuation
- 1976-09-08 DD DD194694A patent/DD126885A5/xx unknown
- 1976-09-09 JP JP51108399A patent/JPS5233628A/en active Pending
- 1976-09-09 DK DK406976A patent/DK406976A/en unknown
- 1976-09-09 BE BE170461A patent/BE845987A/en not_active IP Right Cessation
- 1976-09-09 ZA ZA765384A patent/ZA765384B/en unknown
- 1976-09-09 IE IE2019/76A patent/IE43625B1/en unknown
- 1976-09-10 FR FR7627378A patent/FR2323695A1/en active Granted
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5773533A (en) * | 1996-04-01 | 1998-06-30 | Hoechst Aktiengesellschaft | Epoxy resin reacted with carboxy-functional phosphinic or phosphonic acid and hardener |
| US5854361A (en) * | 1996-04-01 | 1998-12-29 | Hoechst Aktiengesellschaft | Process for preparing phosphorus-modified epoxy resins |
| US6278012B1 (en) | 1999-05-25 | 2001-08-21 | Clariant Gmbh | Process for preparing phosphinate esters |
| US6855757B2 (en) | 2001-11-02 | 2005-02-15 | Clariant Gmbh | Preparation of glycol carboxyethylmethylphosphinate |
Also Published As
| Publication number | Publication date |
|---|---|
| FR2323695B1 (en) | 1980-05-23 |
| JPS5233628A (en) | 1977-03-14 |
| FR2323695A1 (en) | 1977-04-08 |
| SE422802B (en) | 1982-03-29 |
| DE2540283B2 (en) | 1980-07-10 |
| SU618047A3 (en) | 1978-07-30 |
| DE2540283A1 (en) | 1977-03-17 |
| CA1066715A (en) | 1979-11-20 |
| IT1076807B (en) | 1985-04-27 |
| DK406976A (en) | 1977-03-11 |
| AT341542B (en) | 1978-02-10 |
| IE43625L (en) | 1977-03-10 |
| ATA665176A (en) | 1977-06-15 |
| BE845987A (en) | 1977-03-09 |
| DD126885A5 (en) | 1977-08-17 |
| IE43625B1 (en) | 1981-04-22 |
| ZA765384B (en) | 1977-09-28 |
| SE7609574L (en) | 1977-03-11 |
| CH626627A5 (en) | 1981-11-30 |
| DE2540283C3 (en) | 1981-10-01 |
| NL7609964A (en) | 1977-03-14 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed [section 19, patents act 1949] | ||
| PCNP | Patent ceased through non-payment of renewal fee |