DE2260813C3 - Verfahren zur Herstellung von Diäthanolaminomethanphosphonsäureestern - Google Patents
Verfahren zur Herstellung von DiäthanolaminomethanphosphonsäureesternInfo
- Publication number
- DE2260813C3 DE2260813C3 DE19722260813 DE2260813A DE2260813C3 DE 2260813 C3 DE2260813 C3 DE 2260813C3 DE 19722260813 DE19722260813 DE 19722260813 DE 2260813 A DE2260813 A DE 2260813A DE 2260813 C3 DE2260813 C3 DE 2260813C3
- Authority
- DE
- Germany
- Prior art keywords
- reaction
- ester
- acid esters
- mol
- diethanolaminomethanephosphonic
- 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
- 150000002148 esters Chemical class 0.000 title claims description 17
- 238000000034 method Methods 0.000 title claims description 12
- 239000002253 acid Substances 0.000 title claims description 10
- 238000002360 preparation method Methods 0.000 title claims description 4
- 238000006243 chemical reaction Methods 0.000 description 22
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 21
- 239000011541 reaction mixture Substances 0.000 description 14
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 description 10
- 239000000047 product Substances 0.000 description 9
- -1 phosphorous acid diesters Chemical class 0.000 description 7
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 7
- 239000007795 chemical reaction product Substances 0.000 description 6
- OJMIONKXNSYLSR-UHFFFAOYSA-N phosphorous acid Chemical compound OP(O)O OJMIONKXNSYLSR-UHFFFAOYSA-N 0.000 description 6
- 238000001816 cooling Methods 0.000 description 5
- 239000008098 formaldehyde solution Substances 0.000 description 5
- 239000000203 mixture Substances 0.000 description 4
- 239000000243 solution Substances 0.000 description 4
- 125000001340 2-chloroethyl group Chemical group [H]C([H])(Cl)C([H])([H])* 0.000 description 3
- 229920005830 Polyurethane Foam Polymers 0.000 description 3
- 238000005903 acid hydrolysis reaction Methods 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- 239000011496 polyurethane foam Substances 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- ISIJQEHRDSCQIU-UHFFFAOYSA-N tert-butyl 2,7-diazaspiro[4.5]decane-7-carboxylate Chemical compound C1N(C(=O)OC(C)(C)C)CCCC11CNCC1 ISIJQEHRDSCQIU-UHFFFAOYSA-N 0.000 description 3
- 150000001412 amines Chemical class 0.000 description 2
- MTHSVFCYNBDYFN-UHFFFAOYSA-N anhydrous diethylene glycol Natural products OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 239000006227 byproduct Substances 0.000 description 2
- 125000004432 carbon atom Chemical group C* 0.000 description 2
- 238000010790 dilution Methods 0.000 description 2
- 239000012895 dilution Substances 0.000 description 2
- LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Natural products OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 2
- 125000002485 formyl group Chemical class [H]C(*)=O 0.000 description 2
- 230000007062 hydrolysis Effects 0.000 description 2
- 238000006460 hydrolysis reaction Methods 0.000 description 2
- 150000002917 oxazolidines Chemical class 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 125000004429 atom Chemical group 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 235000005911 diet Nutrition 0.000 description 1
- 230000000378 dietary effect Effects 0.000 description 1
- 239000006260 foam Substances 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 125000005843 halogen group Chemical group 0.000 description 1
- BHEPBYXIRTUNPN-UHFFFAOYSA-N hydridophosphorus(.) (triplet) Chemical compound [PH] BHEPBYXIRTUNPN-UHFFFAOYSA-N 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- XMYQHJDBLRZMLW-UHFFFAOYSA-N methanolamine Chemical class NCO XMYQHJDBLRZMLW-UHFFFAOYSA-N 0.000 description 1
- 230000000979 retarding effect Effects 0.000 description 1
- 150000003335 secondary amines Chemical class 0.000 description 1
- 239000007858 starting material Substances 0.000 description 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
- C07F9/38—Phosphonic acids [RP(=O)(OH)2]; Thiophosphonic acids ; [RP(=X1)(X2H)2(X1, X2 are each independently O, S or Se)]
- C07F9/40—Esters thereof
- C07F9/4003—Esters thereof the acid moiety containing a substituent or a structure which is considered as characteristic
- C07F9/4006—Esters of acyclic acids which can have further substituents on alkyl
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)
Priority Applications (7)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19722260813 DE2260813C3 (de) | 1972-12-13 | 1972-12-13 | Verfahren zur Herstellung von Diäthanolaminomethanphosphonsäureestern |
| NL7315250A NL7315250A (enrdf_load_html_response) | 1972-12-13 | 1973-11-07 | |
| GB5642573A GB1409939A (en) | 1972-12-13 | 1973-12-05 | Process for making diethanolaminomethane phosphonic acid esters |
| CH1720173A CH592682A5 (enrdf_load_html_response) | 1972-12-13 | 1973-12-07 | |
| IT5422773A IT1000288B (it) | 1972-12-13 | 1973-12-11 | Procedimento per produrre esteri di acido dietanolammino metanfosfo nico |
| BE138794A BE808554A (fr) | 1972-12-13 | 1973-12-12 | Procede de preparation d'esters d'acide diethanolaminomethane-phosphonique |
| FR7344604A FR2280641A1 (fr) | 1972-12-13 | 1973-12-13 | Procede de preparation d'esters d'acide diethanolaminomethane-phosphonique |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19722260813 DE2260813C3 (de) | 1972-12-13 | 1972-12-13 | Verfahren zur Herstellung von Diäthanolaminomethanphosphonsäureestern |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| DE2260813A1 DE2260813A1 (de) | 1974-06-20 |
| DE2260813B2 DE2260813B2 (de) | 1981-07-23 |
| DE2260813C3 true DE2260813C3 (de) | 1982-05-06 |
Family
ID=5864210
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19722260813 Expired DE2260813C3 (de) | 1972-12-13 | 1972-12-13 | Verfahren zur Herstellung von Diäthanolaminomethanphosphonsäureestern |
Country Status (7)
| Country | Link |
|---|---|
| BE (1) | BE808554A (enrdf_load_html_response) |
| CH (1) | CH592682A5 (enrdf_load_html_response) |
| DE (1) | DE2260813C3 (enrdf_load_html_response) |
| FR (1) | FR2280641A1 (enrdf_load_html_response) |
| GB (1) | GB1409939A (enrdf_load_html_response) |
| IT (1) | IT1000288B (enrdf_load_html_response) |
| NL (1) | NL7315250A (enrdf_load_html_response) |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1261613A (en) * | 1968-06-04 | 1972-01-26 | Stauffer Chemical Co | Improved method for preparing aminoalkylphosphonates |
-
1972
- 1972-12-13 DE DE19722260813 patent/DE2260813C3/de not_active Expired
-
1973
- 1973-11-07 NL NL7315250A patent/NL7315250A/xx not_active Application Discontinuation
- 1973-12-05 GB GB5642573A patent/GB1409939A/en not_active Expired
- 1973-12-07 CH CH1720173A patent/CH592682A5/xx not_active IP Right Cessation
- 1973-12-11 IT IT5422773A patent/IT1000288B/it active
- 1973-12-12 BE BE138794A patent/BE808554A/xx unknown
- 1973-12-13 FR FR7344604A patent/FR2280641A1/fr active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| BE808554A (fr) | 1974-06-12 |
| NL7315250A (enrdf_load_html_response) | 1974-06-17 |
| IT1000288B (it) | 1976-03-30 |
| GB1409939A (en) | 1975-10-15 |
| DE2260813A1 (de) | 1974-06-20 |
| DE2260813B2 (de) | 1981-07-23 |
| FR2280641B1 (enrdf_load_html_response) | 1978-11-10 |
| CH592682A5 (enrdf_load_html_response) | 1977-11-15 |
| FR2280641A1 (fr) | 1976-02-27 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| OD | Request for examination | ||
| C3 | Grant after two publication steps (3rd publication) | ||
| 8339 | Ceased/non-payment of the annual fee |