GB1040896A - Dithiophosphates - Google Patents
DithiophosphatesInfo
- Publication number
- GB1040896A GB1040896A GB37700/64A GB3770064A GB1040896A GB 1040896 A GB1040896 A GB 1040896A GB 37700/64 A GB37700/64 A GB 37700/64A GB 3770064 A GB3770064 A GB 3770064A GB 1040896 A GB1040896 A GB 1040896A
- Authority
- GB
- United Kingdom
- Prior art keywords
- contain
- carbon atoms
- inhibitors
- detergents
- dodecylphenyl
- 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
- -1 polyethylene Polymers 0.000 abstract 13
- 239000004698 Polyethylene Substances 0.000 abstract 6
- 229920000768 polyamine Polymers 0.000 abstract 6
- 229920000573 polyethylene Polymers 0.000 abstract 6
- 239000000203 mixture Substances 0.000 abstract 5
- 239000002253 acid Substances 0.000 abstract 4
- 125000004432 carbon atom Chemical group C* 0.000 abstract 4
- 239000003599 detergent Substances 0.000 abstract 4
- 239000000446 fuel Substances 0.000 abstract 4
- 239000003112 inhibitor Substances 0.000 abstract 4
- 239000004215 Carbon black (E152) Substances 0.000 abstract 3
- 150000007513 acids Chemical class 0.000 abstract 3
- 125000000217 alkyl group Chemical group 0.000 abstract 3
- 229930195733 hydrocarbon Natural products 0.000 abstract 3
- 150000002430 hydrocarbons Chemical class 0.000 abstract 3
- 239000010687 lubricating oil Substances 0.000 abstract 3
- NSMYDJMLGRUEIS-UHFFFAOYSA-N (2,3-didodecylphenyl)sulfanyl-dihydroxy-sulfanylidene-$l^{5}-phosphane Chemical class CCCCCCCCCCCCC1=CC=CC(SP(O)(O)=S)=C1CCCCCCCCCCCC NSMYDJMLGRUEIS-UHFFFAOYSA-N 0.000 abstract 2
- VILCJCGEZXAXTO-UHFFFAOYSA-N 2,2,2-tetramine Chemical compound NCCNCCNCCN VILCJCGEZXAXTO-UHFFFAOYSA-N 0.000 abstract 2
- UYMKPFRHYYNDTL-UHFFFAOYSA-N ethenamine Chemical group NC=C UYMKPFRHYYNDTL-UHFFFAOYSA-N 0.000 abstract 2
- 239000000314 lubricant Substances 0.000 abstract 2
- 239000003921 oil Substances 0.000 abstract 2
- 230000003647 oxidation Effects 0.000 abstract 2
- 238000007254 oxidation reaction Methods 0.000 abstract 2
- 229920000642 polymer Polymers 0.000 abstract 2
- 150000003839 salts Chemical class 0.000 abstract 2
- FAGUFWYHJQFNRV-UHFFFAOYSA-N tetraethylenepentamine Chemical compound NCCNCCNCCNCCN FAGUFWYHJQFNRV-UHFFFAOYSA-N 0.000 abstract 2
- 229960001124 trientine Drugs 0.000 abstract 2
- YAXXOCZAXKLLCV-UHFFFAOYSA-N 3-dodecyloxolane-2,5-dione Chemical class CCCCCCCCCCCCC1CC(=O)OC1=O YAXXOCZAXKLLCV-UHFFFAOYSA-N 0.000 abstract 1
- RPNUMPOLZDHAAY-UHFFFAOYSA-N Diethylenetriamine Chemical compound NCCNCCN RPNUMPOLZDHAAY-UHFFFAOYSA-N 0.000 abstract 1
- 239000004129 EU approved improving agent Substances 0.000 abstract 1
- VKCLPVFDVVKEKU-UHFFFAOYSA-N S=[P] Chemical class S=[P] VKCLPVFDVVKEKU-UHFFFAOYSA-N 0.000 abstract 1
- 239000000654 additive Substances 0.000 abstract 1
- 125000003342 alkenyl group Chemical group 0.000 abstract 1
- IMUDHTPIFIBORV-UHFFFAOYSA-N aminoethylpiperazine Chemical compound NCCN1CCNCC1 IMUDHTPIFIBORV-UHFFFAOYSA-N 0.000 abstract 1
- 239000006079 antiknock agent Substances 0.000 abstract 1
- 239000002199 base oil Substances 0.000 abstract 1
- 238000010923 batch production Methods 0.000 abstract 1
- LJSOTQNQVWNYBI-UHFFFAOYSA-N bis(2-octadecylphenoxy)-sulfanyl-sulfanylidene-lambda5-phosphane Chemical class C(CCCCCCCCCCCCCCCCC)C1=C(C=CC=C1)OP(S)(OC1=C(C=CC=C1)CCCCCCCCCCCCCCCCCC)=S LJSOTQNQVWNYBI-UHFFFAOYSA-N 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- 229920001577 copolymer Polymers 0.000 abstract 1
- 238000005260 corrosion Methods 0.000 abstract 1
- 230000007797 corrosion Effects 0.000 abstract 1
- CQJXEKPVUKTVBG-UHFFFAOYSA-N dihydroxy-phenylsulfanyl-sulfanylidene-$l^{5}-phosphane Chemical class OP(O)(=S)SC1=CC=CC=C1 CQJXEKPVUKTVBG-UHFFFAOYSA-N 0.000 abstract 1
- IUNMPGNGSSIWFP-UHFFFAOYSA-N dimethylaminopropylamine Chemical compound CN(C)CCCN IUNMPGNGSSIWFP-UHFFFAOYSA-N 0.000 abstract 1
- 150000002148 esters Chemical class 0.000 abstract 1
- UPCIBFUJJLCOQG-UHFFFAOYSA-L ethyl-[2-[2-[ethyl(dimethyl)azaniumyl]ethyl-methylamino]ethyl]-dimethylazanium;dibromide Chemical compound [Br-].[Br-].CC[N+](C)(C)CCN(C)CC[N+](C)(C)CC UPCIBFUJJLCOQG-UHFFFAOYSA-L 0.000 abstract 1
- 239000000295 fuel oil Substances 0.000 abstract 1
- JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- LSHROXHEILXKHM-UHFFFAOYSA-N n'-[2-[2-[2-(2-aminoethylamino)ethylamino]ethylamino]ethyl]ethane-1,2-diamine Chemical compound NCCNCCNCCNCCNCCN LSHROXHEILXKHM-UHFFFAOYSA-N 0.000 abstract 1
- 238000006386 neutralization reaction Methods 0.000 abstract 1
- 230000003472 neutralizing effect Effects 0.000 abstract 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 abstract 1
- 239000010695 polyglycol Substances 0.000 abstract 1
- 229920000151 polyglycol Polymers 0.000 abstract 1
- 229920001155 polypropylene Polymers 0.000 abstract 1
- 239000000376 reactant Substances 0.000 abstract 1
Classifications
-
- 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
- C10M137/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing phosphorus
- C10M137/02—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing phosphorus having no phosphorus-to-carbon bond
- C10M137/04—Phosphate esters
- C10M137/10—Thio derivatives
- C10M137/105—Thio derivatives not containing metal
-
- 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
- C07F9/16—Esters of thiophosphoric acids or thiophosphorous acids
- C07F9/165—Esters of thiophosphoric acids
- C07F9/18—Esters of thiophosphoric acids with hydroxyaryl compounds
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10L—FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
- C10L1/00—Liquid carbonaceous fuels
- C10L1/10—Liquid carbonaceous fuels containing additives
- C10L1/14—Organic compounds
- C10L1/26—Organic compounds containing phosphorus
- C10L1/2633—Organic compounds containing phosphorus phosphorus bond to oxygen (no P. C. bond)
- C10L1/2658—Organic compounds containing phosphorus phosphorus bond to oxygen (no P. C. bond) amine salts
-
- 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
- C10M2207/282—Esters of (cyclo)aliphatic oolycarboxylic acids
-
- 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
-
- 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
- C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
- C10M2215/086—Imides
-
- 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
- C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
- C10M2215/28—Amides; Imides
-
- 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
- C10M2223/02—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having no phosphorus-to-carbon bonds
- C10M2223/04—Phosphate esters
- C10M2223/047—Thioderivatives not containing metallic elements
-
- 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
- C10M2227/00—Organic non-macromolecular compounds containing atoms of elements not provided for in groups C10M2203/00, C10M2207/00, C10M2211/00, C10M2215/00, C10M2219/00 or C10M2223/00 as ingredients in lubricant compositions
- C10M2227/02—Esters of silicic acids
-
- 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
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/582—Recycling of unreacted starting or intermediate materials
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- Lubricants (AREA)
Abstract
A lubricating oil or hydrocarbon fuel composition comprises a major proportion of a lubricating oil or hydrocarbon fuel and a minor proportion, sufficient to inhibit oxidation of said oil of a dialkyl phenyldithiophosphate salt of a polyethylene polyamine, wherein the alkyl groups contain from 8 to 18 carbon atoms each and said polyethylene polyamines contain not more than 5 ethylene amine units (see Division C2). It may be used in combination with non-metallic ashless detergents such as copolymers containing polyglycol groups of the type described in Specification 917,923; nitrogen containing ashless detergents derived from alkenyl succinic anhydrides containing 30 or more carbon atoms in the alkenyl group and amine compounds such as tetrathylene pentamine, N-aminoethyl piperazine, and dimethyl amino-propylamine. The lubricant compositions may also contain detergents, viscosity improving agents, rust inhibitors, oiliness agents and other oxidation and corrosion inhibitors. The lubricating oils may be synthetic oils such as polymers of propylene, butylene, propylene oxide polymers, dicarboxylic esters and silicon esters. Fuel oils used as base oil include hydrocarbon base fuels which may also contain additives such as antiknock agents, ignition promoters, gum inhibitors and detergents.ALSO:The invention comprises dialkylphenyldithiophosphate salts of polyethylene polyamines, wherein the alkyl groups contain from 8 to 18 carbon atoms each and said polyethylene polyamines contain not more than 5 ethylene amine units. They may be obtained by neutralizing a dialkylphenyldithiophosphoric acid with the appropriate polyethylene polyamine. The neutralization may be carried out by either a batch process or continous process involving recycle of excess reactant. Specified dithiophosphoric acids are di(octylphenyl)-, octylphenyl dodecylphenyl-, di(nonylphenyl)-, nonylphenyl dodecylphenyl-, di(dodecylphenyl)-, di(hexadecylphenyl)- and di(octadecylphenyl)-dithiophosphoric acids. Specified polyethylene polyamines are diethylene triamine, triethylene tetramine, tetraethylene pentamine, pentaethylene hexamine and mixtures thereof. Examples are given for the preparation of mono-, di- and tri-salts of didodecyl-phenyl -dithiophosphoric acid and triethylene tetramine, and tri and penta salts of didodecylphenyldithiophosphoric acid and tetraethylene pentamine. They may be used as inhibitors for lubricant and fuel compositions (see Division C5). The dialkyl dithiophosphoric acids may be prepared by reaction of the appropriate alkyl phenols or their mixtures with phosphorus sulphides such as P2S5. Particularly suitable dialkylphenyl dithiophosphoric acids are those prepared from alkyl phenols in which the alkyl group has an average of 12 carbon atoms and is derived from a propylene polymer.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US30939363A | 1963-09-17 | 1963-09-17 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB1040896A true GB1040896A (en) | 1966-09-01 |
Family
ID=23198047
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB37700/64A Expired GB1040896A (en) | 1963-09-17 | 1964-09-15 | Dithiophosphates |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB1040896A (en) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0915097A1 (en) * | 1997-11-07 | 1999-05-12 | INDIAN OIL CORPORATION Ltd. | Multifunctional additives from cashew nut shell liquid |
WO2005033253A1 (en) * | 2003-10-07 | 2005-04-14 | Swiss E-Technic Ag | Low-sulfur oil and method for lowering the aggressiveness thereof |
-
1964
- 1964-09-15 GB GB37700/64A patent/GB1040896A/en not_active Expired
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0915097A1 (en) * | 1997-11-07 | 1999-05-12 | INDIAN OIL CORPORATION Ltd. | Multifunctional additives from cashew nut shell liquid |
WO2005033253A1 (en) * | 2003-10-07 | 2005-04-14 | Swiss E-Technic Ag | Low-sulfur oil and method for lowering the aggressiveness thereof |
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