GB786902A - Quaternary phosphonium polyphosphates - Google Patents
Quaternary phosphonium polyphosphatesInfo
- Publication number
- GB786902A GB786902A GB11384/55A GB1138455A GB786902A GB 786902 A GB786902 A GB 786902A GB 11384/55 A GB11384/55 A GB 11384/55A GB 1138455 A GB1138455 A GB 1138455A GB 786902 A GB786902 A GB 786902A
- Authority
- GB
- United Kingdom
- Prior art keywords
- polyphosphate
- potassium
- quaternary phosphonium
- salt
- solution
- 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
- 229920000388 Polyphosphate Polymers 0.000 title abstract 14
- 239000001205 polyphosphate Substances 0.000 title abstract 14
- 235000011176 polyphosphates Nutrition 0.000 title abstract 14
- 125000005496 phosphonium group Chemical group 0.000 title abstract 7
- OQZCJRJRGMMSGK-UHFFFAOYSA-M potassium metaphosphate Chemical compound [K+].[O-]P(=O)=O OQZCJRJRGMMSGK-UHFFFAOYSA-M 0.000 abstract 12
- 235000019828 potassium polyphosphate Nutrition 0.000 abstract 12
- -1 phosphonium cations Chemical class 0.000 abstract 9
- 239000000243 solution Substances 0.000 abstract 9
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 abstract 8
- 150000001768 cations Chemical class 0.000 abstract 7
- 150000001875 compounds Chemical class 0.000 abstract 6
- 150000003839 salts Chemical class 0.000 abstract 5
- 159000000000 sodium salts Chemical class 0.000 abstract 5
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 abstract 4
- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 abstract 4
- 239000000314 lubricant Substances 0.000 abstract 4
- 238000000034 method Methods 0.000 abstract 4
- 239000000203 mixture Substances 0.000 abstract 4
- 125000000913 palmityl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 abstract 4
- 150000004714 phosphonium salts Chemical group 0.000 abstract 4
- NWUYHJFMYQTDRP-UHFFFAOYSA-N 1,2-bis(ethenyl)benzene;1-ethenyl-2-ethylbenzene;styrene Chemical compound C=CC1=CC=CC=C1.CCC1=CC=CC=C1C=C.C=CC1=CC=CC=C1C=C NWUYHJFMYQTDRP-UHFFFAOYSA-N 0.000 abstract 3
- 239000003729 cation exchange resin Substances 0.000 abstract 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 3
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 abstract 2
- SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Natural products CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 abstract 2
- 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 2
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 abstract 2
- 125000002723 alicyclic group Chemical group 0.000 abstract 2
- 239000003513 alkali Substances 0.000 abstract 2
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- 150000003863 ammonium salts Chemical class 0.000 abstract 2
- 239000007864 aqueous solution Substances 0.000 abstract 2
- 150000004945 aromatic hydrocarbons Chemical class 0.000 abstract 2
- 125000003710 aryl alkyl group Chemical group 0.000 abstract 2
- 125000003118 aryl group Chemical group 0.000 abstract 2
- 125000004432 carbon atom Chemical group C* 0.000 abstract 2
- 125000002704 decyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 abstract 2
- 239000011521 glass Substances 0.000 abstract 2
- 238000010438 heat treatment Methods 0.000 abstract 2
- NIHVNKYHRZLDMR-UHFFFAOYSA-N hexadecyl(tripropyl)phosphanium Chemical compound CCCCCCCCCCCCCCCC[P+](CCC)(CCC)CCC NIHVNKYHRZLDMR-UHFFFAOYSA-N 0.000 abstract 2
- 239000002480 mineral oil Substances 0.000 abstract 2
- 125000001421 myristyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 abstract 2
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 abstract 2
- CBFCDTFDPHXCNY-UHFFFAOYSA-N octyldodecane Natural products CCCCCCCCCCCCCCCCCCCC CBFCDTFDPHXCNY-UHFFFAOYSA-N 0.000 abstract 2
- 239000011574 phosphorus Substances 0.000 abstract 2
- 229910052698 phosphorus Inorganic materials 0.000 abstract 2
- 229920001921 poly-methyl-phenyl-siloxane Polymers 0.000 abstract 2
- 229920001515 polyalkylene glycol Polymers 0.000 abstract 2
- 239000011591 potassium Substances 0.000 abstract 2
- 229910052700 potassium Inorganic materials 0.000 abstract 2
- GNSKLFRGEWLPPA-UHFFFAOYSA-M potassium dihydrogen phosphate Chemical compound [K+].OP(O)([O-])=O GNSKLFRGEWLPPA-UHFFFAOYSA-M 0.000 abstract 2
- 239000005871 repellent Substances 0.000 abstract 2
- 239000011734 sodium Substances 0.000 abstract 2
- 229910052708 sodium Inorganic materials 0.000 abstract 2
- 239000011780 sodium chloride Substances 0.000 abstract 2
- DAUOXRUBCACRRL-UHFFFAOYSA-N tetradecylphosphane Chemical compound CCCCCCCCCCCCCCP DAUOXRUBCACRRL-UHFFFAOYSA-N 0.000 abstract 2
- KXGFMDJXCMQABM-UHFFFAOYSA-N 2-methoxy-6-methylphenol Chemical class [CH]OC1=CC=CC([CH])=C1O KXGFMDJXCMQABM-UHFFFAOYSA-N 0.000 abstract 1
- 239000004793 Polystyrene Substances 0.000 abstract 1
- RVRPRYDBPBDPAM-UHFFFAOYSA-N dioctan-3-yl decanedioate Chemical compound CCCCCC(CC)OC(=O)CCCCCCCCC(=O)OC(CC)CCCCC RVRPRYDBPBDPAM-UHFFFAOYSA-N 0.000 abstract 1
- 150000002148 esters Chemical class 0.000 abstract 1
- 229910052500 inorganic mineral Inorganic materials 0.000 abstract 1
- 239000002917 insecticide Substances 0.000 abstract 1
- 239000007788 liquid Substances 0.000 abstract 1
- 238000004519 manufacturing process Methods 0.000 abstract 1
- 229910052751 metal Inorganic materials 0.000 abstract 1
- 239000002184 metal Substances 0.000 abstract 1
- 235000010446 mineral oil Nutrition 0.000 abstract 1
- 238000002156 mixing Methods 0.000 abstract 1
- 235000019271 petrolatum Nutrition 0.000 abstract 1
- PMOIAJVKYNVHQE-UHFFFAOYSA-N phosphanium;bromide Chemical group [PH4+].[Br-] PMOIAJVKYNVHQE-UHFFFAOYSA-N 0.000 abstract 1
- 229920002223 polystyrene Polymers 0.000 abstract 1
- BITYAPCSNKJESK-UHFFFAOYSA-N potassiosodium Chemical compound [Na].[K] BITYAPCSNKJESK-UHFFFAOYSA-N 0.000 abstract 1
- FQLQNUZHYYPPBT-UHFFFAOYSA-N potassium;azane Chemical compound N.[K+] FQLQNUZHYYPPBT-UHFFFAOYSA-N 0.000 abstract 1
- 238000001556 precipitation Methods 0.000 abstract 1
- 238000002360 preparation method Methods 0.000 abstract 1
- 150000004023 quaternary phosphonium compounds Chemical class 0.000 abstract 1
- 230000002940 repellent Effects 0.000 abstract 1
- 239000012266 salt solution Substances 0.000 abstract 1
- 239000007787 solid Substances 0.000 abstract 1
- 230000003381 solubilizing effect Effects 0.000 abstract 1
- 238000003756 stirring Methods 0.000 abstract 1
- 238000006467 substitution reaction Methods 0.000 abstract 1
- 239000004753 textile Substances 0.000 abstract 1
- 235000015112 vegetable and seed oil Nutrition 0.000 abstract 1
- 239000008158 vegetable oil Substances 0.000 abstract 1
Classifications
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M1/00—Liquid compositions essentially based on mineral lubricating oils or fatty oils; Their use as lubricants
- C10M1/08—Liquid compositions essentially based on mineral lubricating oils or fatty oils; Their use as lubricants with additives
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J47/00—Ion-exchange processes in general; Apparatus therefor
- B01J47/016—Modification or after-treatment of ion-exchangers
-
- 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
- C07F9/54—Quaternary phosphonium compounds
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2203/00—Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions
- C10M2203/10—Petroleum or coal fractions, e.g. tars, solvents, bitumen
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- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/28—Esters
- C10M2207/282—Esters of (cyclo)aliphatic oolycarboxylic acids
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/28—Esters
- C10M2207/34—Esters having a hydrocarbon substituent of thirty or more carbon atoms, e.g. substituted succinic acid derivatives
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/40—Fatty vegetable or animal oils
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/40—Fatty vegetable or animal oils
- C10M2207/404—Fatty vegetable or animal oils obtained from genetically modified species
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- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2209/00—Organic macromolecular compounds containing oxygen as ingredients in lubricant compositions
- C10M2209/10—Macromolecular compoundss obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- C10M2209/103—Polyethers, i.e. containing di- or higher polyoxyalkylene groups
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- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2211/00—Organic non-macromolecular compounds containing halogen as ingredients in lubricant compositions
- C10M2211/02—Organic non-macromolecular compounds containing halogen as ingredients in lubricant compositions containing carbon, hydrogen and halogen only
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- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2211/00—Organic non-macromolecular compounds containing halogen as ingredients in lubricant compositions
- C10M2211/02—Organic non-macromolecular compounds containing halogen as ingredients in lubricant compositions containing carbon, hydrogen and halogen only
- C10M2211/024—Organic non-macromolecular compounds containing halogen as ingredients in lubricant compositions containing carbon, hydrogen and halogen only aromatic
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- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2211/00—Organic non-macromolecular compounds containing halogen as ingredients in lubricant compositions
- C10M2211/06—Perfluorinated compounds
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- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2223/00—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
- C10M2223/06—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having phosphorus-to-carbon bonds
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2223/00—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
- C10M2223/06—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having phosphorus-to-carbon bonds
- C10M2223/061—Metal salts
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- C—CHEMISTRY; METALLURGY
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- C10M2229/00—Organic macromolecular compounds containing atoms of elements not provided for in groups C10M2205/00, C10M2209/00, C10M2213/00, C10M2217/00, C10M2221/00 or C10M2225/00 as ingredients in lubricant compositions
- C10M2229/04—Siloxanes with specific structure
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2229/00—Organic macromolecular compounds containing atoms of elements not provided for in groups C10M2205/00, C10M2209/00, C10M2213/00, C10M2217/00, C10M2221/00 or C10M2225/00 as ingredients in lubricant compositions
- C10M2229/04—Siloxanes with specific structure
- C10M2229/043—Siloxanes with specific structure containing carbon-to-carbon double bonds
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- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2229/00—Organic macromolecular compounds containing atoms of elements not provided for in groups C10M2205/00, C10M2209/00, C10M2213/00, C10M2217/00, C10M2221/00 or C10M2225/00 as ingredients in lubricant compositions
- C10M2229/04—Siloxanes with specific structure
- C10M2229/044—Siloxanes with specific structure containing silicon-to-hydrogen bonds
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- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2020/00—Specified physical or chemical properties or characteristics, i.e. function, of component of lubricating compositions
- C10N2020/01—Physico-chemical properties
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- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2050/00—Form in which the lubricant is applied to the material being lubricated
- C10N2050/10—Semi-solids; greasy
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- General Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- Lubricants (AREA)
Abstract
The invention comprises a quaternary phosphonium polyphosphate salt having (PO3) units forming substantially linear groups, each (PO3) unit being associated with a cation, the major proportion of such cations being quaternary phosphonium cations in each of which the four valencies of the phosphorus ion are attached to organic radicals. The organic radicals in each quaternary phosphonium group may be all alike, or some or all may be different, and they may comprise alkyl, aryl, aralkyl, or alicyclic groups, or substituted derivatives thereof. There may also be a minor proportion of sodium, potassium, or other cations associated with the (PO3) units. These cations may be present as a result of their incomplete substitution in a polyphosphate salt by the quaternary phosphonium cations or they may be deliberately introduced during the preparation of the quaternary compounds. The preferred compounds which are stated to be effective as boundary lubricants of ferrous metals (see Group III) are those in which at least one of the organic radicals includes at least one alkyl radical having six or more carbon atoms, specified organic radicals of this type being octyl, decyl, dodecyl, tetradecyl, cetyl, lauryl, and beta-p-tert.-octyl phenoxyethyl. The preferred polyphosphate compounds are cetyl tripropyl-, didecyl dimethyl- and tetradecylphosphonium polyphosphates. The quaternary phosphonium products may be obtained by bringing a solution of solubilized potassium polyphosphate into contact in solution with an aqueous solution of a quaternary phosphonium salt, such as the bromide, for example by mixing with stirring. It is preferred to cool the phosphonium salt solution gradually and to stop when precipitation of the quaternary phosphonium compound is complete. The potassium polyphosphate may be obtained by first preparing potassium polyphosphate by heating potassium dihydrogen orthophosphate for about one hour at 650-700 DEG C. and may be solubilized by one of the following methods (see Group III): (a) adding powdered potassium polyphosphate to water and contacting with the sodium salt of a cation exchange resin when it goes into solution as sodium-potassium-polyphosphate; (b) as in (a) except that the ammonium salt is used to give a solution of ammonium-potassium-polyphosphate; (c) allowing powdered potassium polyphosphate to stand in contact with a solution of a sodium salt, e.g. sodium chloride; and (d) treating with hydrogen peroxide, e.g. by adding potassium polyphosphate to hydrogen peroxide which is first neutralized by adding a small amount of alkali. As an alternative to first solubilizing potassium polyphosphate, the products may be prepared by bringing powdered potassium polyphosphate into contact with an aqueous solution of a quaternary phosphonium salt, e.g. the bromide. Examples are given for the production of cetyl tripropyl phosphonium polyphosphate by reacting the corresponding quaternary phosphonium bromide salt with solubilized potassium polyphosphate prepared as in methods (b), (c) and (d) above respectively. The products may also be used as insecticides or to give water repellent finishes to glass or textiles.ALSO:A composition suitable for use as a boundary lubricant comprises at least one quaternary phosphonium polyphosphate salt (as defined below) dispersed in a liquid or solid vehicle which is preferably a lubricant. The quaternary phosphonium polyphosphate salt is one having (PO3)- units forming substantially linear groups, each (PO3)- unit being associated with a cation, the major proportion of such cations being quaternary phosphonium cations in each of which the four valencies of the phosphorus ion are attached to organic radicals (see Group IV (b)). The organic radicals may be the same or different and they may comprise alkyl, aryl, aralkyl, or alicyclic groups, or substituted derivatives thereof. There may also be a minor proportion of sodium, potassium, or other cation associated with the (PO3)- units. The preferred quaternary salts are those in which at least one of the organic radicals includes at least one alkyl radical having six or more carbon atoms, specified radicals of this type being octyl, decyl, dodecyl, tetradecyl, cetyl, lauryl and beta-p.-tert. octyl phenoxyethyl. The preferred compounds are cetyl tripropyl-, didecyl dimethyl- and tetradecylphosphonium polyphosphates. Specified vehicles in which the quaternary compounds may be dispersed are mineral or vegetable oils or greases, esters of aliphatic dicarboxylic acids, polyalkylene glycols, polymethyl-phenyl siloxanes, mixtures of substantially completely halogenated aromatic hydrocarbons and petroleum jelly, or any combination of these. A table is given to show the effectiveness as boundary lubricants of compositions comprising cetyl tripropyl phosphonium polyphosphate and a mineral oil, di (ethyl hexyl) sebacate, a polyalkylene glycol, a commercial mixture of substantially completely halogenated aromatic hydrocarbons and polymethyl-phenyl siloxane, respectively. The quaternary phosphonium polyphosphate compounds may also be used to give water-repellent finishes to glass. Potassium polyphosphate which may be used to prepare the quaternary phosphonium salts may be prepared by heating potassium dihydrogen orthophosphate, e.g. at 650 DEG to 700 DEG C., for about one hour and may be solubilized by one of the following methods: (a) adding to water and contacting with the sodium salt of a cation exchange resin, e.g. the sodium salt of a sulphonated polystyrene or of a sulphonated phenolic resin, when the polyphosphate goes into solution as a sodium-potassium polyphosphate; (b) as in (a) except that the ammonium salt of the cation exchange resin is used to form a solution of ammonium-potassium polyphosphate; (c) allowing powdered potassium polyphosphate to stand in contact with a solution of a sodium salt, e.g. sodium chloride, to give a viscous solution; and (d) treatment with hydrogen peroxide, e.g. by adding potassium polyphosphate to hydrogen peroxide, the latter being first neutralized by adding a small amount of alkali. Examples of methods (b), (c) and (d) are given.
Priority Applications (6)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| NL99057D NL99057C (en) | 1955-04-20 | ||
| NL206434D NL206434A (en) | 1955-04-20 | ||
| GB11384/55A GB786902A (en) | 1955-04-20 | 1955-04-20 | Quaternary phosphonium polyphosphates |
| US576758A US2931835A (en) | 1955-04-20 | 1956-04-09 | Quaternary phosphonium polyphosphates |
| DEI11577A DE1025550B (en) | 1955-04-20 | 1956-04-19 | Boundary lubricants |
| FR1149563D FR1149563A (en) | 1955-04-20 | 1956-04-20 | Quaternary phosphonium polyphosphate compounds |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB11384/55A GB786902A (en) | 1955-04-20 | 1955-04-20 | Quaternary phosphonium polyphosphates |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB786902A true GB786902A (en) | 1957-11-27 |
Family
ID=9985237
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB11384/55A Expired GB786902A (en) | 1955-04-20 | 1955-04-20 | Quaternary phosphonium polyphosphates |
Country Status (5)
| Country | Link |
|---|---|
| US (1) | US2931835A (en) |
| DE (1) | DE1025550B (en) |
| FR (1) | FR1149563A (en) |
| GB (1) | GB786902A (en) |
| NL (2) | NL206434A (en) |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2220851A (en) * | 1940-11-05 | Treatment of hydrocarbon oil | ||
| US2360623A (en) * | 1941-03-01 | 1944-10-17 | Standard Oil Dev Co | Lubricating oil composition |
| US2414263A (en) * | 1943-02-27 | 1947-01-14 | Texas Co | Phosphoric acid esters |
| US2446647A (en) * | 1946-03-27 | 1948-08-10 | Western Electric Co | Apparatus for detecting imperfections in filamentary materials |
| US2745877A (en) * | 1951-07-06 | 1956-05-15 | Geigy Ag J R | Quaternary phosphonium compounds |
| US2703814A (en) * | 1952-03-26 | 1955-03-08 | Monsanto Chemicals | Process of preparing organic phosphorus compounds |
-
0
- NL NL99057D patent/NL99057C/xx active
- NL NL206434D patent/NL206434A/xx unknown
-
1955
- 1955-04-20 GB GB11384/55A patent/GB786902A/en not_active Expired
-
1956
- 1956-04-09 US US576758A patent/US2931835A/en not_active Expired - Lifetime
- 1956-04-19 DE DEI11577A patent/DE1025550B/en active Pending
- 1956-04-20 FR FR1149563D patent/FR1149563A/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| NL206434A (en) | |
| NL99057C (en) | |
| FR1149563A (en) | 1957-12-27 |
| DE1025550B (en) | 1958-03-06 |
| US2931835A (en) | 1960-04-05 |
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