GB684977A - Improvements in orthophosphoric ester and production thereof - Google Patents
Improvements in orthophosphoric ester and production thereofInfo
- Publication number
- GB684977A GB684977A GB13331/50A GB1333150A GB684977A GB 684977 A GB684977 A GB 684977A GB 13331/50 A GB13331/50 A GB 13331/50A GB 1333150 A GB1333150 A GB 1333150A GB 684977 A GB684977 A GB 684977A
- Authority
- GB
- United Kingdom
- Prior art keywords
- orthophosphate
- salts
- mono
- compounds
- reacted
- 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 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 abstract 6
- 150000003839 salts Chemical class 0.000 abstract 5
- 150000001875 compounds Chemical class 0.000 abstract 4
- -1 heterocyclic radical Chemical class 0.000 abstract 3
- 235000011007 phosphoric acid Nutrition 0.000 abstract 3
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 abstract 2
- 239000002253 acid Substances 0.000 abstract 2
- 229910052784 alkaline earth metal Inorganic materials 0.000 abstract 2
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- 229910052788 barium Inorganic materials 0.000 abstract 2
- DSAJWYNOEDNPEQ-UHFFFAOYSA-N barium atom Chemical compound [Ba] DSAJWYNOEDNPEQ-UHFFFAOYSA-N 0.000 abstract 2
- 229910052791 calcium Inorganic materials 0.000 abstract 2
- 239000011575 calcium Substances 0.000 abstract 2
- YWEUIGNSBFLMFL-UHFFFAOYSA-N diphosphonate Chemical compound O=P(=O)OP(=O)=O YWEUIGNSBFLMFL-UHFFFAOYSA-N 0.000 abstract 2
- 230000007935 neutral effect Effects 0.000 abstract 2
- DLYUQMMRRRQYAE-UHFFFAOYSA-N phosphorus pentoxide Inorganic materials O1P(O2)(=O)OP3(=O)OP1(=O)OP2(=O)O3 DLYUQMMRRRQYAE-UHFFFAOYSA-N 0.000 abstract 2
- RYFMWSXOAZQYPI-UHFFFAOYSA-K trisodium phosphate Chemical compound [Na+].[Na+].[Na+].[O-]P([O-])([O-])=O RYFMWSXOAZQYPI-UHFFFAOYSA-K 0.000 abstract 2
- ZJWDEMJHVZBLFG-UHFFFAOYSA-N 1,2-dichloro-n,n-diethylethanamine Chemical compound CCN(CC)C(Cl)CCl ZJWDEMJHVZBLFG-UHFFFAOYSA-N 0.000 abstract 1
- XFQXNCWPENNOBZ-UHFFFAOYSA-N 1-amino-2-ethylbutan-1-ol Chemical compound CCC(CC)C(N)O XFQXNCWPENNOBZ-UHFFFAOYSA-N 0.000 abstract 1
- CWYNVVGOOAEACU-UHFFFAOYSA-N Fe2+ Chemical compound [Fe+2] CWYNVVGOOAEACU-UHFFFAOYSA-N 0.000 abstract 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 abstract 1
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 abstract 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 abstract 1
- 239000012736 aqueous medium Substances 0.000 abstract 1
- 238000010533 azeotropic distillation Methods 0.000 abstract 1
- 229910052797 bismuth Inorganic materials 0.000 abstract 1
- JCXGWMGPZLAOME-UHFFFAOYSA-N bismuth atom Chemical compound [Bi] JCXGWMGPZLAOME-UHFFFAOYSA-N 0.000 abstract 1
- 159000000007 calcium salts Chemical class 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- 150000001879 copper Chemical class 0.000 abstract 1
- ARUVKPQLZAKDPS-UHFFFAOYSA-L copper(II) sulfate Chemical compound [Cu+2].[O-][S+2]([O-])([O-])[O-] ARUVKPQLZAKDPS-UHFFFAOYSA-L 0.000 abstract 1
- 235000003891 ferrous sulphate Nutrition 0.000 abstract 1
- 239000011790 ferrous sulphate Substances 0.000 abstract 1
- INQOMBQAUSQDDS-UHFFFAOYSA-N iodomethane Chemical class IC INQOMBQAUSQDDS-UHFFFAOYSA-N 0.000 abstract 1
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 abstract 1
- 229910052753 mercury Inorganic materials 0.000 abstract 1
- 229910052751 metal Inorganic materials 0.000 abstract 1
- 239000002184 metal Substances 0.000 abstract 1
- 229910052757 nitrogen Inorganic materials 0.000 abstract 1
- 125000004433 nitrogen atom Chemical group N* 0.000 abstract 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 abstract 1
- 229920000137 polyphosphoric acid Polymers 0.000 abstract 1
- 229910052709 silver Inorganic materials 0.000 abstract 1
- 239000004332 silver Substances 0.000 abstract 1
- 239000001488 sodium phosphate Substances 0.000 abstract 1
- 229910000406 trisodium phosphate Inorganic materials 0.000 abstract 1
- 235000019801 trisodium phosphate Nutrition 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 1
- 239000008096 xylene Substances 0.000 abstract 1
- 229910052725 zinc Inorganic materials 0.000 abstract 1
- 239000011701 zinc 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
- C07F9/09—Esters of phosphoric acids
- C07F9/091—Esters of phosphoric acids with hydroxyalkyl compounds with 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)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The Specification comprises compounds of the general formula <FORM:0684977/IV (b)/1> where n is an integer not greater than 4 and R1 and R2 are identical or different alkyl groups containing not more than 4 carbon atoms or form a heterocyclic radical with the nitrogen atom, compounds of that general formula wherein the (CH2)n group bears one or more additional hydroxy substituents, and the salts and methyliodides and camphomethylates of such compounds. Compounds of that formula are prepared by reacting substantially equimolecular proportions of anhydrous orthophosphoric acid and the appropriate tertiaryamino-alcohol, preferably in the presence of phosphorus pentoxide or with azeotropic distillation of water using an entrainer, e.g. xylene. Alternatively a water-soluble tri-metal orthophosphate, e.g. trisodium orthophosphate, is reacted in aqueous medium with the appropriate tertiary amino alkyl halide or a hydrohalide thereof. In place of orthophosphoric acid may be used the polyphosphoric acids described in Helvetica Chimica Acta 1946, 29, 2006. In examples: (1) orthophosphoric acid and b -diethylaminoethanol are reacted in presence of phosphorus pentoxide to give b -diethylaminoethyl mono-orthophosphate which is converted to its calcium and barium neutral salts and the calcium acid salt; (2) b -diethylaminoethyl chloride and tri-sodium phosphate are reacted to give b -diethylamino-ethyl mono-orthophosphate. Ferrous and copper salts are prepared by reacting the barium or calcium salt with ferrous sulphate and copper sulphate. Alkali-or alkaline earth metal salts and salts with mercury, bismuth, silver, and zinc are also mentioned. Similarly obtained are (3) b -N-morpholyl-ethyl mono-orthophosphate; (4) b -N-piperidyl-ethyl mono-orthophosphate; and (5) g -diethylamino-b -hydroxy-propyl mono-orthophosphate and their neutral and acid salts.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR684977X | 1949-05-30 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB684977A true GB684977A (en) | 1952-12-31 |
Family
ID=9024755
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB13331/50A Expired GB684977A (en) | 1949-05-30 | 1950-05-26 | Improvements in orthophosphoric ester and production thereof |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB684977A (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2917533A (en) * | 1954-05-12 | 1959-12-15 | Virginia Carolina Chem Corp | Dialkylaminoalkyl esters of phosphonic acid and method of preparing same |
| US2924615A (en) * | 1954-01-13 | 1960-02-09 | Searle & Co | Aminoalkyl esters of aryl- and aralkyl-substituted phosphinic acids and their salts |
| US3016399A (en) * | 1959-05-27 | 1962-01-09 | Fr De Rech S Biochimiques H Be | Cholinphosphoric acid salts and production thereof |
-
1950
- 1950-05-26 GB GB13331/50A patent/GB684977A/en not_active Expired
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2924615A (en) * | 1954-01-13 | 1960-02-09 | Searle & Co | Aminoalkyl esters of aryl- and aralkyl-substituted phosphinic acids and their salts |
| US2917533A (en) * | 1954-05-12 | 1959-12-15 | Virginia Carolina Chem Corp | Dialkylaminoalkyl esters of phosphonic acid and method of preparing same |
| US3016399A (en) * | 1959-05-27 | 1962-01-09 | Fr De Rech S Biochimiques H Be | Cholinphosphoric acid salts and production thereof |
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