GB916517A - Preparation of salts of bis(1-alkyl-1-carboxy-1-hydroxymethyl)phosphinic acids - Google Patents
Preparation of salts of bis(1-alkyl-1-carboxy-1-hydroxymethyl)phosphinic acidsInfo
- Publication number
- GB916517A GB916517A GB26863/60A GB2686360A GB916517A GB 916517 A GB916517 A GB 916517A GB 26863/60 A GB26863/60 A GB 26863/60A GB 2686360 A GB2686360 A GB 2686360A GB 916517 A GB916517 A GB 916517A
- Authority
- GB
- United Kingdom
- Prior art keywords
- ammonium
- bis
- carboxy
- hydroxymethyl
- alkyl
- 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
- 150000003839 salts Chemical class 0.000 title abstract 5
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 abstract 7
- 150000003863 ammonium salts Chemical class 0.000 abstract 4
- 229910021645 metal ion Chemical class 0.000 abstract 3
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 abstract 2
- 239000007983 Tris buffer Substances 0.000 abstract 2
- 239000002253 acid Substances 0.000 abstract 2
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- 229910052739 hydrogen Inorganic materials 0.000 abstract 2
- 239000001257 hydrogen Substances 0.000 abstract 2
- 125000004435 hydrogen atom Chemical class [H]* 0.000 abstract 2
- 239000002184 metal Substances 0.000 abstract 2
- 229910052751 metal Inorganic materials 0.000 abstract 2
- ACVYVLVWPXVTIT-UHFFFAOYSA-N phosphinic acid Chemical compound O[PH2]=O ACVYVLVWPXVTIT-UHFFFAOYSA-N 0.000 abstract 2
- RBMHUYBJIYNRLY-UHFFFAOYSA-N 2-[(1-carboxy-1-hydroxyethyl)-hydroxyphosphoryl]-2-hydroxypropanoic acid Chemical class OC(=O)C(O)(C)P(O)(=O)C(C)(O)C(O)=O RBMHUYBJIYNRLY-UHFFFAOYSA-N 0.000 abstract 1
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical class [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 abstract 1
- QXNVGIXVLWOKEQ-UHFFFAOYSA-N Disodium Chemical class [Na][Na] QXNVGIXVLWOKEQ-UHFFFAOYSA-N 0.000 abstract 1
- BAVYZALUXZFZLV-UHFFFAOYSA-O Methylammonium ion Chemical compound [NH3+]C BAVYZALUXZFZLV-UHFFFAOYSA-O 0.000 abstract 1
- KEAYESYHFKHZAL-UHFFFAOYSA-N Sodium Chemical class [Na] KEAYESYHFKHZAL-UHFFFAOYSA-N 0.000 abstract 1
- BDOSMKKIYDKNTQ-UHFFFAOYSA-N cadmium atom Chemical class [Cd] BDOSMKKIYDKNTQ-UHFFFAOYSA-N 0.000 abstract 1
- 239000002738 chelating agent Substances 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- PAFZNILMFXTMIY-UHFFFAOYSA-O cyclohexylammonium Chemical compound [NH3+]C1CCCCC1 PAFZNILMFXTMIY-UHFFFAOYSA-O 0.000 abstract 1
- 208000006278 hypochromic anemia Diseases 0.000 abstract 1
- 229910052500 inorganic mineral Inorganic materials 0.000 abstract 1
- 229910052742 iron Inorganic materials 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- 239000011707 mineral Substances 0.000 abstract 1
- 230000004048 modification Effects 0.000 abstract 1
- 238000012986 modification Methods 0.000 abstract 1
- IGEIPFLJVCPEKU-UHFFFAOYSA-N pentan-2-amine Chemical compound CCCC(C)N IGEIPFLJVCPEKU-UHFFFAOYSA-N 0.000 abstract 1
- 239000000376 reactant Substances 0.000 abstract 1
- AYBRCHANFVLWGV-UHFFFAOYSA-M sodium bis(1-carboxy-1-hydroxybutyl)phosphinate Chemical compound C(CC)C(O)(C(=O)O)P([O-])(=O)C(CCC)(C(=O)O)O.[Na+] AYBRCHANFVLWGV-UHFFFAOYSA-M 0.000 abstract 1
- JWJNCCNFQDVYIS-UHFFFAOYSA-M sodium bis(1-carboxy-1-hydroxyundecyl)phosphinate Chemical compound C(CCCCCCCCC)C(O)(C(=O)O)P([O-])(=O)C(CCCCCCCCCC)(C(=O)O)O.[Na+] JWJNCCNFQDVYIS-UHFFFAOYSA-M 0.000 abstract 1
- 239000002689 soil Substances 0.000 abstract 1
- SOBHUZYZLFQYFK-UHFFFAOYSA-K trisodium;hydroxy-[[phosphonatomethyl(phosphonomethyl)amino]methyl]phosphinate Chemical class [Na+].[Na+].[Na+].OP(O)(=O)CN(CP(O)([O-])=O)CP([O-])([O-])=O SOBHUZYZLFQYFK-UHFFFAOYSA-K 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
- C07F9/30—Phosphinic acids [R2P(=O)(OH)]; Thiophosphinic acids ; [R2P(=X1)(X2H) (X1, X2 are each independently O, S or Se)]
- C07F9/301—Acyclic saturated acids which can have further substituents on alkyl
-
- C—CHEMISTRY; METALLURGY
- C22—METALLURGY; FERROUS OR NON-FERROUS ALLOYS; TREATMENT OF ALLOYS OR NON-FERROUS METALS
- C22B—PRODUCTION AND REFINING OF METALS; PRETREATMENT OF RAW MATERIALS
- C22B3/00—Extraction of metal compounds from ores or concentrates by wet processes
- C22B3/20—Treatment or purification of solutions, e.g. obtained by leaching
- C22B3/26—Treatment or purification of solutions, e.g. obtained by leaching by liquid-liquid extraction using organic compounds
- C22B3/38—Treatment or purification of solutions, e.g. obtained by leaching by liquid-liquid extraction using organic compounds containing phosphorus
- C22B3/384—Pentavalent phosphorus oxyacids, esters thereof
- C22B3/3842—Phosphinic acid, e.g. H2P(O)(OH)
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P10/00—Technologies related to metal processing
- Y02P10/20—Recycling
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- General Life Sciences & Earth Sciences (AREA)
- Molecular Biology (AREA)
- General Health & Medical Sciences (AREA)
- Environmental & Geological Engineering (AREA)
- Health & Medical Sciences (AREA)
- Geochemistry & Mineralogy (AREA)
- Geology (AREA)
- Biochemistry (AREA)
- Manufacturing & Machinery (AREA)
- Materials Engineering (AREA)
- Mechanical Engineering (AREA)
- Metallurgy (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
Salts of bis(1-alkyl-1-carboxy-1-hydroxymethyl)phosphinic acid are prepared by a modification of the process of the parent Specification in which one or both of the a -ketoalkanoic acid and the hypophosphorous acid are reacted in the form of a metal, ammonium or substituted ammonium salt. A pH of 1 to 9 is preferred when both reactants are metal salts; the pH may be controlled by means of mineral acid. Temperatures of 20-100 DEG C. are mentioned. The invention also comprises compounds of formula <FORM:0916517/IV (b)/1> where Y and Y1 are hydrogen, ammonium ion, substituted ammonium ion or metal ion, with the proviso that at least one of Y and Y1 is ammonium or substituted ammonium, and R is C1-17 alkyl. Examples describe the preparation of the following salts of bis-(1-methyl - 1 - carboxy - 1 - hydroxymethyl)phosphinic acid; monosodium; disodium; trisodium; monocalcium; monocadmium; ammonium; diammonium; tris(methylammonium); bis(1-methylbutylammonium) and tris(cyclohexylammonium) and of monosodium bis(1-decyl - 1-carboxy-1-hydroxymethyl)phosphinate and monosodium bis(1-propyl-1-carboxy-1-hydroxymethyl)phosphinate.ALSO:Salts of bis (1-alkyl-1-carboxy-1-hydroxy-methyl)-phosphinic acid of formula <FORM:0916517/I/1> where Y and Y1 are hydrogen, ammonium, substituted ammonium or metal ions, with the proviso that at least one of Y and Y1 is ammonium or substituted ammonium, and R is C1-17 alkyl (for preparation see Group IV (b)) are stated to be used as chelating agents for metal ions and in particular for treating iron chlorosis in soils.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US83106259A | 1959-08-03 | 1959-08-03 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB916517A true GB916517A (en) | 1963-01-23 |
Family
ID=25258206
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB20347/58A Expired GB867883A (en) | 1959-08-03 | 1958-06-25 | Bis (1-alkyl-1-carboxy-1-hydroxymethyl) phosphinic acids and method of producing same |
| GB26863/60A Expired GB916517A (en) | 1959-08-03 | 1960-08-03 | Preparation of salts of bis(1-alkyl-1-carboxy-1-hydroxymethyl)phosphinic acids |
Family Applications Before (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB20347/58A Expired GB867883A (en) | 1959-08-03 | 1958-06-25 | Bis (1-alkyl-1-carboxy-1-hydroxymethyl) phosphinic acids and method of producing same |
Country Status (4)
| Country | Link |
|---|---|
| BE (1) | BE593597A (en) |
| ES (1) | ES260056A2 (en) |
| FR (2) | FR1224043A (en) |
| GB (2) | GB867883A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102050835A (en) * | 2010-12-30 | 2011-05-11 | 金发科技股份有限公司 | Preparation method of dialkyl hypophosphite |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| MA19257A1 (en) * | 1980-08-28 | 1982-04-01 | Canada Cyanamid | NEW PROCESS FOR SELECTIVE SEPARATION OF COBALT FROM AQUEOUS SOLUTIONS. |
-
0
- BE BE593597D patent/BE593597A/xx unknown
-
1958
- 1958-06-25 GB GB20347/58A patent/GB867883A/en not_active Expired
- 1958-06-27 FR FR768946A patent/FR1224043A/en not_active Expired
-
1960
- 1960-07-23 FR FR833831A patent/FR78138E/en not_active Expired
- 1960-08-01 ES ES0260056A patent/ES260056A2/en not_active Expired
- 1960-08-03 GB GB26863/60A patent/GB916517A/en not_active Expired
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102050835A (en) * | 2010-12-30 | 2011-05-11 | 金发科技股份有限公司 | Preparation method of dialkyl hypophosphite |
| CN102050835B (en) * | 2010-12-30 | 2013-02-20 | 金发科技股份有限公司 | Preparation method of dialkyl hypophosphite |
Also Published As
| Publication number | Publication date |
|---|---|
| BE593597A (en) | 1900-01-01 |
| GB867883A (en) | 1961-05-10 |
| ES260056A2 (en) | 1960-12-16 |
| FR78138E (en) | 1962-06-08 |
| FR1224043A (en) | 1960-06-21 |
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