GB2018266A - Silylalkyl-phosphonates and compositions and uses thereof - Google Patents
Silylalkyl-phosphonates and compositions and uses thereofInfo
- Publication number
- GB2018266A GB2018266A GB7911243A GB7911243A GB2018266A GB 2018266 A GB2018266 A GB 2018266A GB 7911243 A GB7911243 A GB 7911243A GB 7911243 A GB7911243 A GB 7911243A GB 2018266 A GB2018266 A GB 2018266A
- Authority
- GB
- United Kingdom
- Prior art keywords
- phosphonates
- compositions
- radical
- silylalkyl
- iii
- 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.)
- Granted
Links
- 239000000203 mixture Substances 0.000 title abstract 4
- 230000007797 corrosion Effects 0.000 abstract 4
- 238000005260 corrosion Methods 0.000 abstract 4
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 abstract 3
- -1 Silylalkyl phosphonates Chemical class 0.000 abstract 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 abstract 2
- 239000012736 aqueous medium Substances 0.000 abstract 2
- 125000004432 carbon atom Chemical group C* 0.000 abstract 2
- 230000002401 inhibitory effect Effects 0.000 abstract 2
- 229910052751 metal Inorganic materials 0.000 abstract 2
- 239000002184 metal Substances 0.000 abstract 2
- SLRMQYXOBQWXCR-UHFFFAOYSA-N 2154-56-5 Chemical compound [CH2]C1=CC=CC=C1 SLRMQYXOBQWXCR-UHFFFAOYSA-N 0.000 abstract 1
- 239000004215 Carbon black (E152) Substances 0.000 abstract 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 abstract 1
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 abstract 1
- ABLZXFCXXLZCGV-UHFFFAOYSA-N Phosphorous acid Chemical class OP(O)=O ABLZXFCXXLZCGV-UHFFFAOYSA-N 0.000 abstract 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 abstract 1
- 230000002528 anti-freeze Effects 0.000 abstract 1
- 150000001768 cations Chemical class 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 229930195733 hydrocarbon Natural products 0.000 abstract 1
- 150000002430 hydrocarbons Chemical group 0.000 abstract 1
- 229910052744 lithium Inorganic materials 0.000 abstract 1
- 229910052700 potassium Inorganic materials 0.000 abstract 1
- 239000011591 potassium Substances 0.000 abstract 1
- 229910052701 rubidium Inorganic materials 0.000 abstract 1
- IGLNJRXAVVLDKE-UHFFFAOYSA-N rubidium atom Chemical compound [Rb] IGLNJRXAVVLDKE-UHFFFAOYSA-N 0.000 abstract 1
- 150000004760 silicates Chemical class 0.000 abstract 1
- 239000000377 silicon dioxide Substances 0.000 abstract 1
- 229910052708 sodium Inorganic materials 0.000 abstract 1
- 239000011734 sodium 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
-
- 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
- C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
- C07F7/02—Silicon compounds
- C07F7/08—Compounds having one or more C—Si linkages
-
- 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
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K15/00—Anti-oxidant compositions; Compositions inhibiting chemical change
- C09K15/04—Anti-oxidant compositions; Compositions inhibiting chemical change containing organic compounds
- C09K15/32—Anti-oxidant compositions; Compositions inhibiting chemical change containing organic compounds containing two or more of boron, silicon, phosphorus, selenium, tellurium or a metal
-
- C—CHEMISTRY; METALLURGY
- C23—COATING METALLIC MATERIAL; COATING MATERIAL WITH METALLIC MATERIAL; CHEMICAL SURFACE TREATMENT; DIFFUSION TREATMENT OF METALLIC MATERIAL; COATING BY VACUUM EVAPORATION, BY SPUTTERING, BY ION IMPLANTATION OR BY CHEMICAL VAPOUR DEPOSITION, IN GENERAL; INHIBITING CORROSION OF METALLIC MATERIAL OR INCRUSTATION IN GENERAL
- C23F—NON-MECHANICAL REMOVAL OF METALLIC MATERIAL FROM SURFACE; INHIBITING CORROSION OF METALLIC MATERIAL OR INCRUSTATION IN GENERAL; MULTI-STEP PROCESSES FOR SURFACE TREATMENT OF METALLIC MATERIAL INVOLVING AT LEAST ONE PROCESS PROVIDED FOR IN CLASS C23 AND AT LEAST ONE PROCESS COVERED BY SUBCLASS C21D OR C22F OR CLASS C25
- C23F11/00—Inhibiting corrosion of metallic material by applying inhibitors to the surface in danger of corrosion or adding them to the corrosive agent
- C23F11/08—Inhibiting corrosion of metallic material by applying inhibitors to the surface in danger of corrosion or adding them to the corrosive agent in other liquids
-
- C—CHEMISTRY; METALLURGY
- C23—COATING METALLIC MATERIAL; COATING MATERIAL WITH METALLIC MATERIAL; CHEMICAL SURFACE TREATMENT; DIFFUSION TREATMENT OF METALLIC MATERIAL; COATING BY VACUUM EVAPORATION, BY SPUTTERING, BY ION IMPLANTATION OR BY CHEMICAL VAPOUR DEPOSITION, IN GENERAL; INHIBITING CORROSION OF METALLIC MATERIAL OR INCRUSTATION IN GENERAL
- C23F—NON-MECHANICAL REMOVAL OF METALLIC MATERIAL FROM SURFACE; INHIBITING CORROSION OF METALLIC MATERIAL OR INCRUSTATION IN GENERAL; MULTI-STEP PROCESSES FOR SURFACE TREATMENT OF METALLIC MATERIAL INVOLVING AT LEAST ONE PROCESS PROVIDED FOR IN CLASS C23 AND AT LEAST ONE PROCESS COVERED BY SUBCLASS C21D OR C22F OR CLASS C25
- C23F11/00—Inhibiting corrosion of metallic material by applying inhibitors to the surface in danger of corrosion or adding them to the corrosive agent
- C23F11/08—Inhibiting corrosion of metallic material by applying inhibitors to the surface in danger of corrosion or adding them to the corrosive agent in other liquids
- C23F11/10—Inhibiting corrosion of metallic material by applying inhibitors to the surface in danger of corrosion or adding them to the corrosive agent in other liquids using organic inhibitors
- C23F11/167—Phosphorus-containing compounds
- C23F11/1673—Esters of phosphoric or thiophosphoric acids
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- General Health & Medical Sciences (AREA)
- Materials Engineering (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- Engineering & Computer Science (AREA)
- Molecular Biology (AREA)
- Mechanical Engineering (AREA)
- Metallurgy (AREA)
- Preventing Corrosion Or Incrustation Of Metals (AREA)
- Silicates, Zeolites, And Molecular Sieves (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Detergent Compositions (AREA)
Abstract
Silylalkyl phosphonates have the general unit formula (I> <IMAGE> wherein each M is selected from a sodium, potassium, lithium, rubidium or tetraorganoammonium cation, R is a divalent aliphatic hydrocarbon radical having from 1 to 3 carbon atoms or a benzyl radical, and R' is a hydrocarbon or halohydrocarbon radical having from 1 to 7 carbon atoms. The phosphonates may be used to inhibit metal corrosion in aqueous media and also to stabilise silica sols and soluble silicates, especially those having the general unit formula (III> <IMAGE> wherein M is as defined above, and a has a value of from 1 to 3. Compositions comprising compounds (I) and (III) may also be used to inhibit metal corrosion in aqueous media. In addition, when such compositions are added to an alcohol such as ethylene glycol in a corrosion inhibiting amount a corrosion inhibiting alcohol composition is formed which may be used, for example, as an antifreeze.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US89158478A | 1978-03-30 | 1978-03-30 |
Publications (2)
Publication Number | Publication Date |
---|---|
GB2018266A true GB2018266A (en) | 1979-10-17 |
GB2018266B GB2018266B (en) | 1983-02-02 |
Family
ID=25398465
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB7911243A Expired GB2018266B (en) | 1978-03-30 | 1979-03-30 | Silylalkyl phosphonates |
Country Status (11)
Country | Link |
---|---|
JP (1) | JPS5942752B2 (en) |
AU (1) | AU523148B2 (en) |
BR (1) | BR7901923A (en) |
CA (1) | CA1143925A (en) |
CH (1) | CH648325A5 (en) |
DE (2) | DE2954388C2 (en) |
FR (1) | FR2421205A1 (en) |
GB (1) | GB2018266B (en) |
IT (1) | IT1114218B (en) |
NL (1) | NL178972C (en) |
SE (1) | SE448240B (en) |
Cited By (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4333843A (en) | 1980-05-27 | 1982-06-08 | The Dow Chemical Company | Glycol compositions containing a hydrolyzate of an organo phosphorus-silicon compound |
EP0061694A1 (en) * | 1981-04-01 | 1982-10-06 | Basf Wyandotte Corporation | Antifreeze concentrate and coolant for cooling systems of internal combustion engines, containing copolymers of an organo silicone sulfonate and a silicate |
US4367154A (en) | 1981-07-29 | 1983-01-04 | The Dow Chemical Company | Glycol compositions containing a phosphorous-modified silane |
EP0111013A1 (en) * | 1982-12-03 | 1984-06-20 | The Dow Chemical Company | Glycol compositions containing phosphorous-modified silane |
WO2001036327A1 (en) * | 1999-11-17 | 2001-05-25 | Akzo Nobel N.V. | A method for manufacturing of silica sols |
US6500870B1 (en) | 1999-11-17 | 2002-12-31 | Akzo Nobel N.V. | Method for manufacturing of silica sols |
Families Citing this family (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4344860A (en) * | 1981-03-30 | 1982-08-17 | Dow Corning Corporation | Stabilization of silicates using salts of substituted nitrogen or sulfur containing siliconates |
DE3440194A1 (en) * | 1984-11-03 | 1986-05-07 | Basf Ag, 6700 Ludwigshafen | ORGANOSILANE-SILICATE-COPOLYMERS, RADIATOR-ANTIFREEZE, CONTAINING THESE COMPOUNDS, THEIR USE AS CORROSION INHIBITORS, A METHOD FOR INHIBITING THE CORROSION OF ALUMINUM AND THE USE OF SILICONE - ORGANIZING PHILOSOPHYST |
US8591762B2 (en) * | 2011-10-21 | 2013-11-26 | Chevron U.S.A. Inc. | Coolant formulations |
JP7291512B2 (en) * | 2019-03-26 | 2023-06-15 | 株式会社デンソー | heat transfer system |
WO2020251772A1 (en) | 2019-06-11 | 2020-12-17 | Ecolab Usa Inc. | Corrosion inhibitor formulation for geothermal reinjection well |
Family Cites Families (12)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2835651A (en) * | 1954-02-19 | 1958-05-20 | Gen Electric | Organosilicon compositions containing phosphorus and their preparation |
US2889349A (en) * | 1955-11-07 | 1959-06-02 | Ici Ltd | Organosiloxy aryl phosphonates |
US2963503A (en) * | 1958-12-23 | 1960-12-06 | Union Carbide Corp | Process for producing phosphorus-containing organosilicon compounds |
FR1252655A (en) * | 1959-12-02 | 1961-02-03 | Union Carbide Corp | New anti-freeze compositions for internal combustion engines |
GB1003450A (en) * | 1961-04-26 | 1965-09-02 | Union Carbide Corp | Novel organosiloxane-silicate copolymers |
GB1014051A (en) * | 1961-08-11 | 1965-12-22 | Midland Silicones Ltd | Novel silanes and siloxanes |
DE1795565A1 (en) * | 1964-05-05 | 1972-01-27 | Tondeo Werk Noss A | Process for the preparation of linear polymeric polydiorganosiloxanes which carry organophosphorus side groups |
US3607757A (en) * | 1968-07-24 | 1971-09-21 | Stauffer Chemical Co | Corrosion resistant antifreeze compositions |
US3816184A (en) | 1970-10-12 | 1974-06-11 | Petrolite Corp | Corrosion inhibiting process using silicon-containing aminomethyl phosphonates |
BE790735A (en) * | 1971-11-03 | 1973-02-15 | Dynamit Nobel Ag | APPLICATION OF PHOSPHORO-ORGANOSILANES AS ADHESION PROMOTERS |
US3960576A (en) * | 1973-06-25 | 1976-06-01 | Betz Laboratories, Inc. | Silicate-based corrosion inhibitor |
US4093641A (en) * | 1977-09-26 | 1978-06-06 | Dow Corning Corporation | Preparation of silylalkyl esters of phosphorus |
-
1979
- 1979-02-12 CA CA000321287A patent/CA1143925A/en not_active Expired
- 1979-03-26 IT IT21277/79A patent/IT1114218B/en active
- 1979-03-29 DE DE2954388A patent/DE2954388C2/de not_active Expired
- 1979-03-29 DE DE19792912430 patent/DE2912430A1/en active Granted
- 1979-03-29 SE SE7902801A patent/SE448240B/en not_active IP Right Cessation
- 1979-03-29 JP JP54037670A patent/JPS5942752B2/en not_active Expired
- 1979-03-29 CH CH2934/79A patent/CH648325A5/en not_active IP Right Cessation
- 1979-03-29 AU AU45576/79A patent/AU523148B2/en not_active Expired
- 1979-03-29 BR BR7901923A patent/BR7901923A/en unknown
- 1979-03-29 FR FR7907914A patent/FR2421205A1/en active Granted
- 1979-03-30 NL NLAANVRAGE7902495,A patent/NL178972C/en not_active IP Right Cessation
- 1979-03-30 GB GB7911243A patent/GB2018266B/en not_active Expired
Cited By (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4333843A (en) | 1980-05-27 | 1982-06-08 | The Dow Chemical Company | Glycol compositions containing a hydrolyzate of an organo phosphorus-silicon compound |
EP0061694A1 (en) * | 1981-04-01 | 1982-10-06 | Basf Wyandotte Corporation | Antifreeze concentrate and coolant for cooling systems of internal combustion engines, containing copolymers of an organo silicone sulfonate and a silicate |
US4367154A (en) | 1981-07-29 | 1983-01-04 | The Dow Chemical Company | Glycol compositions containing a phosphorous-modified silane |
EP0111013A1 (en) * | 1982-12-03 | 1984-06-20 | The Dow Chemical Company | Glycol compositions containing phosphorous-modified silane |
WO2001036327A1 (en) * | 1999-11-17 | 2001-05-25 | Akzo Nobel N.V. | A method for manufacturing of silica sols |
US6500870B1 (en) | 1999-11-17 | 2002-12-31 | Akzo Nobel N.V. | Method for manufacturing of silica sols |
Also Published As
Publication number | Publication date |
---|---|
CH648325A5 (en) | 1985-03-15 |
CA1143925A (en) | 1983-04-05 |
JPS54133441A (en) | 1979-10-17 |
DE2954388A1 (en) | 1985-03-21 |
DE2912430A1 (en) | 1979-10-04 |
DE2954388C2 (en) | 1988-08-11 |
SE7902801L (en) | 1979-12-03 |
NL7902495A (en) | 1979-10-02 |
IT7921277A0 (en) | 1979-03-26 |
AU523148B2 (en) | 1982-07-15 |
NL178972C (en) | 1986-06-16 |
FR2421205B1 (en) | 1981-04-30 |
FR2421205A1 (en) | 1979-10-26 |
NL178972B (en) | 1986-01-16 |
SE448240B (en) | 1987-02-02 |
IT1114218B (en) | 1986-01-27 |
DE2912430C2 (en) | 1988-04-14 |
BR7901923A (en) | 1979-10-23 |
GB2018266B (en) | 1983-02-02 |
AU4557679A (en) | 1979-10-04 |
JPS5942752B2 (en) | 1984-10-17 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
PE20 | Patent expired after termination of 20 years |
Effective date: 19990329 |