GB1209432A - Ethane-phosphonic acid esters - Google Patents
Ethane-phosphonic acid estersInfo
- Publication number
- GB1209432A GB1209432A GB166969A GB166969A GB1209432A GB 1209432 A GB1209432 A GB 1209432A GB 166969 A GB166969 A GB 166969A GB 166969 A GB166969 A GB 166969A GB 1209432 A GB1209432 A GB 1209432A
- Authority
- GB
- United Kingdom
- Prior art keywords
- phosphonic acid
- carbon atoms
- ethane
- ester
- acid esters
- 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
- GATNOFPXSDHULC-UHFFFAOYSA-N ethylphosphonic acid Chemical class CCP(O)(O)=O GATNOFPXSDHULC-UHFFFAOYSA-N 0.000 title abstract 3
- 125000004432 carbon atom Chemical group C* 0.000 abstract 4
- 125000000217 alkyl group Chemical group 0.000 abstract 3
- 150000001875 compounds Chemical class 0.000 abstract 3
- 150000002148 esters Chemical class 0.000 abstract 3
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 abstract 2
- DPYVWKMOCKXKFP-UHFFFAOYSA-N P(O)(O)=O.CCC#N Chemical compound P(O)(O)=O.CCC#N DPYVWKMOCKXKFP-UHFFFAOYSA-N 0.000 abstract 2
- 229910052783 alkali metal Inorganic materials 0.000 abstract 2
- 150000001340 alkali metals Chemical class 0.000 abstract 2
- -1 ester salts Chemical class 0.000 abstract 2
- 230000003301 hydrolyzing effect Effects 0.000 abstract 2
- KNIUHBNRWZGIQQ-UHFFFAOYSA-N 7-diethoxyphosphinothioyloxy-4-methylchromen-2-one Chemical compound CC1=CC(=O)OC2=CC(OP(=S)(OCC)OCC)=CC=C21 KNIUHBNRWZGIQQ-UHFFFAOYSA-N 0.000 abstract 1
- 239000004215 Carbon black (E152) Substances 0.000 abstract 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 abstract 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 abstract 1
- 239000005864 Sulphur Chemical group 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 239000003513 alkali Substances 0.000 abstract 1
- 150000001412 amines Chemical class 0.000 abstract 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 abstract 1
- 125000003917 carbamoyl group Chemical class [H]N([H])C(*)=O 0.000 abstract 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- 239000003599 detergent Substances 0.000 abstract 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 abstract 1
- 125000005842 heteroatom Chemical group 0.000 abstract 1
- 229930195733 hydrocarbon Natural products 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 125000004435 hydrogen atom Chemical class [H]* 0.000 abstract 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 1
- 230000003472 neutralizing effect Effects 0.000 abstract 1
- 239000003960 organic solvent Substances 0.000 abstract 1
- 229910052760 oxygen Inorganic materials 0.000 abstract 1
- 239000001301 oxygen Substances 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/02—Anionic compounds
- C11D1/34—Derivatives of acids of phosphorus
- C11D1/342—Phosphonates; Phosphinates or phosphonites
-
- 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)
- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
Abstract
1,209,432. Ethane-phosphonic acid esters. FARBENFABRIKEN BAYER A.G. 10 Jan., 1969 [10 Jan., 1968], No. 1669/69. Heading C2C. [Also in Division C5] Novel ethane-phosphonic acid esters and ester salts of the general formula where R is a hydrocarbon radical of at least 8 carbon atoms which may be interrupted by one or more heteroatoms and which may be substituted by hydroxyl, carboxyl, carbalkoxy or carboxamide, R 1 is hydrogen, alkali metal, an ammonium ion, or alkyl containing up to 8 carbon atoms, R 2 is an alkyl group containing up to 8 carbon atoms, X is oxygen or sulphur, n is 1, 2 or 3, are prepared (a) when R 1 is H, alkali metal or ammonium, by reacting a 2-cyano-ethane phosphonic acid dialkyl ester containing at least one methyl or ethyl group with a compound of formula R(-XH) n and with anhydrous hydrogen chloride at - 20‹ to 40‹ C., hydrolysing the resulting imido-acid ester hydrochloride to produce the desired monoalkyl ester, and, if required, neutralizing with an amine or aqueous alkali; or (b) when R 1 is an alkyl radical, by reacting a 2-cyanoethane phosphonic acid dialkyl ester, where the alkyl groups have from 3 to 8 carbon atoms, with a compound of formula R(-XH) n as described above and hydrolysing to obtain the desired compound. The reactions may be carried out in an inert organic solvent. The products have surface-active properties and may be used as detergents.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEF0054514 | 1968-01-10 | ||
| DE19681668073 DE1668073A1 (en) | 1968-01-10 | 1968-01-10 | Athanephosphonic acid ester |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1209432A true GB1209432A (en) | 1970-10-21 |
Family
ID=25754326
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB166969A Expired GB1209432A (en) | 1968-01-10 | 1969-01-10 | Ethane-phosphonic acid esters |
Country Status (6)
| Country | Link |
|---|---|
| BE (1) | BE726727A (en) |
| CH (1) | CH507992A (en) |
| DE (1) | DE1668073A1 (en) |
| FR (1) | FR2000125A1 (en) |
| GB (1) | GB1209432A (en) |
| NL (1) | NL6900237A (en) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BE814388A (en) * | 1973-05-05 | 1974-10-30 | PHOSPHONOCARBOXYLIC ACID ESTERS | |
| FR2767829B1 (en) * | 1997-09-01 | 1999-12-03 | Georges Sturtz | ACRYLIC OR METHACRYLIC PHOSPHONATE OR GEM-BISPHOSPHONATE COMPOUNDS |
-
1968
- 1968-01-10 DE DE19681668073 patent/DE1668073A1/en active Pending
-
1969
- 1969-01-07 NL NL6900237A patent/NL6900237A/xx unknown
- 1969-01-09 CH CH22869A patent/CH507992A/en not_active IP Right Cessation
- 1969-01-10 FR FR6900291A patent/FR2000125A1/fr not_active Withdrawn
- 1969-01-10 BE BE726727D patent/BE726727A/xx unknown
- 1969-01-10 GB GB166969A patent/GB1209432A/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| NL6900237A (en) | 1969-07-14 |
| DE1668073A1 (en) | 1971-06-03 |
| FR2000125A1 (en) | 1969-08-29 |
| CH507992A (en) | 1971-05-31 |
| BE726727A (en) | 1969-06-16 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed | ||
| PLNP | Patent lapsed through nonpayment of renewal fees |