GB407956A - Improvements in organic lubricants especially with regard to the lowering of the setting point of lubricating oils - Google Patents
Improvements in organic lubricants especially with regard to the lowering of the setting point of lubricating oilsInfo
- Publication number
- GB407956A GB407956A GB23092/32A GB2309232A GB407956A GB 407956 A GB407956 A GB 407956A GB 23092/32 A GB23092/32 A GB 23092/32A GB 2309232 A GB2309232 A GB 2309232A GB 407956 A GB407956 A GB 407956A
- Authority
- GB
- United Kingdom
- Prior art keywords
- chloride
- added
- acid
- chlorides
- naphthalene
- 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
- 239000000314 lubricant Substances 0.000 title abstract 3
- 239000010687 lubricating oil Substances 0.000 title 1
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 abstract 8
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 abstract 8
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 abstract 8
- 150000001805 chlorine compounds Chemical class 0.000 abstract 8
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 abstract 6
- 239000002253 acid Substances 0.000 abstract 6
- 239000000126 substance Substances 0.000 abstract 6
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 abstract 4
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 abstract 4
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 abstract 4
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 abstract 4
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 abstract 4
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 abstract 4
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 abstract 4
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 abstract 4
- 239000004411 aluminium Substances 0.000 abstract 4
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 abstract 4
- 229910052782 aluminium Inorganic materials 0.000 abstract 4
- VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 abstract 4
- MWPLVEDNUUSJAV-UHFFFAOYSA-N anthracene Chemical compound C1=CC=CC2=CC3=CC=CC=C3C=C21 MWPLVEDNUUSJAV-UHFFFAOYSA-N 0.000 abstract 4
- 238000004061 bleaching Methods 0.000 abstract 4
- 239000003795 chemical substances by application Substances 0.000 abstract 4
- 230000005494 condensation Effects 0.000 abstract 4
- 238000009833 condensation Methods 0.000 abstract 4
- -1 cyclic terpenes Chemical class 0.000 abstract 4
- 239000003350 kerosene Substances 0.000 abstract 4
- 239000003921 oil Substances 0.000 abstract 4
- XHXFXVLFKHQFAL-UHFFFAOYSA-N phosphoryl trichloride Chemical compound ClP(Cl)(Cl)=O XHXFXVLFKHQFAL-UHFFFAOYSA-N 0.000 abstract 4
- 239000000377 silicon dioxide Substances 0.000 abstract 4
- 239000001117 sulphuric acid Substances 0.000 abstract 4
- 235000011149 sulphuric acid Nutrition 0.000 abstract 4
- DLYUQMMRRRQYAE-UHFFFAOYSA-N tetraphosphorus decaoxide Chemical compound O1P(O2)(=O)OP3(=O)OP1(=O)OP2(=O)O3 DLYUQMMRRRQYAE-UHFFFAOYSA-N 0.000 abstract 4
- FYSNRJHAOHDILO-UHFFFAOYSA-N thionyl chloride Chemical compound ClS(Cl)=O FYSNRJHAOHDILO-UHFFFAOYSA-N 0.000 abstract 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 4
- ZMXIYERNXPIYFR-UHFFFAOYSA-N 1-ethylnaphthalene Chemical compound C1=CC=C2C(CC)=CC=CC2=C1 ZMXIYERNXPIYFR-UHFFFAOYSA-N 0.000 abstract 2
- RUFPHBVGCFYCNW-UHFFFAOYSA-N 1-naphthylamine Chemical compound C1=CC=C2C(N)=CC=CC2=C1 RUFPHBVGCFYCNW-UHFFFAOYSA-N 0.000 abstract 2
- NGNBDVOYPDDBFK-UHFFFAOYSA-N 2-[2,4-di(pentan-2-yl)phenoxy]acetyl chloride Chemical compound CCCC(C)C1=CC=C(OCC(Cl)=O)C(C(C)CCC)=C1 NGNBDVOYPDDBFK-UHFFFAOYSA-N 0.000 abstract 2
- 229910015900 BF3 Inorganic materials 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
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 abstract 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 abstract 2
- 235000021355 Stearic acid Nutrition 0.000 abstract 2
- 150000007513 acids Chemical class 0.000 abstract 2
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 abstract 2
- 239000003513 alkali Substances 0.000 abstract 2
- 229910021529 ammonia Inorganic materials 0.000 abstract 2
- RJTJVVYSTUQWNI-UHFFFAOYSA-N beta-ethyl naphthalene Natural products C1=CC=CC2=CC(CC)=CC=C21 RJTJVVYSTUQWNI-UHFFFAOYSA-N 0.000 abstract 2
- WTEOIRVLGSZEPR-UHFFFAOYSA-N boron trifluoride Chemical compound FB(F)F WTEOIRVLGSZEPR-UHFFFAOYSA-N 0.000 abstract 2
- 229910000019 calcium carbonate Inorganic materials 0.000 abstract 2
- BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical class OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 abstract 2
- 239000011280 coal tar Substances 0.000 abstract 2
- 238000005336 cracking Methods 0.000 abstract 2
- 238000006356 dehydrogenation reaction Methods 0.000 abstract 2
- 230000001066 destructive effect Effects 0.000 abstract 2
- 239000007789 gas Substances 0.000 abstract 2
- 239000012208 gear oil Substances 0.000 abstract 2
- 229910052736 halogen Inorganic materials 0.000 abstract 2
- 150000002367 halogens Chemical class 0.000 abstract 2
- 238000005984 hydrogenation reaction Methods 0.000 abstract 2
- 229910052742 iron Inorganic materials 0.000 abstract 2
- 239000007788 liquid Substances 0.000 abstract 2
- 239000010721 machine oil Substances 0.000 abstract 2
- 150000004780 naphthols Chemical class 0.000 abstract 2
- UTOPWMOLSKOLTQ-UHFFFAOYSA-N octacosanoic acid Chemical class CCCCCCCCCCCCCCCCCCCCCCCCCCCC(O)=O UTOPWMOLSKOLTQ-UHFFFAOYSA-N 0.000 abstract 2
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 abstract 2
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 abstract 2
- WTBAHSZERDXKKZ-UHFFFAOYSA-N octadecanoyl chloride Chemical compound CCCCCCCCCCCCCCCCCC(Cl)=O WTBAHSZERDXKKZ-UHFFFAOYSA-N 0.000 abstract 2
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid group Chemical group C(CCCCCCC\C=C/CCCCCCCC)(=O)O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 abstract 2
- 230000001590 oxidative effect Effects 0.000 abstract 2
- IPCSVZSSVZVIGE-UHFFFAOYSA-N palmitic acid group Chemical group C(CCCCCCCCCCCCCCC)(=O)O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 abstract 2
- 239000012188 paraffin wax Substances 0.000 abstract 2
- 150000002989 phenols Chemical class 0.000 abstract 2
- 239000003340 retarding agent Substances 0.000 abstract 2
- 239000011734 sodium Substances 0.000 abstract 2
- 229910052708 sodium Inorganic materials 0.000 abstract 2
- 239000008117 stearic acid Substances 0.000 abstract 2
- 239000011269 tar Substances 0.000 abstract 2
- 235000007586 terpenes Nutrition 0.000 abstract 2
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 abstract 2
- 239000001993 wax Substances 0.000 abstract 2
- 239000008096 xylene Substances 0.000 abstract 2
- 239000011701 zinc Substances 0.000 abstract 2
- 229910052725 zinc Inorganic materials 0.000 abstract 2
- 239000011787 zinc oxide Substances 0.000 abstract 2
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
- C10M159/00—Lubricating compositions characterised by the additive being of unknown or incompletely defined constitution
- C10M159/12—Reaction products
- C10M159/14—Reaction products obtained by Friedel-Crafts condensation
-
- 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
-
- 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
- C10M2207/06—Peroxides; Ozonides
-
- 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
- C10M2207/08—Aldehydes; Ketones
-
- 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
- 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
-
- 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
- C10M2215/08—Amides
-
- 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
- C10M2215/08—Amides
- C10M2215/082—Amides containing hydroxyl groups; Alkoxylated 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
- C10M2215/28—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
- C10M2217/00—Organic macromolecular compounds containing nitrogen as ingredients in lubricant compositions
- C10M2217/04—Macromolecular compounds from nitrogen-containing monomers obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- C10M2217/042—Macromolecular compounds from nitrogen-containing monomers obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds between the nitrogen-containing monomer and an aldehyde or ketone
-
- 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
- C10M2217/00—Organic macromolecular compounds containing nitrogen as ingredients in lubricant compositions
- C10M2217/04—Macromolecular compounds from nitrogen-containing monomers obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- C10M2217/043—Mannich bases
-
- 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
- C10M2290/00—Mixtures of base materials or thickeners or additives
- C10M2290/02—Mineral base oils; Mixtures of fractions
-
- C—CHEMISTRY; METALLURGY
- 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
- C10N2040/00—Specified use or application for which the lubricating composition is intended
- C10N2040/02—Bearings
-
- C—CHEMISTRY; METALLURGY
- 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
- C10N2040/00—Specified use or application for which the lubricating composition is intended
- C10N2040/04—Oil-bath; Gear-boxes; Automatic transmissions; Traction drives
-
- C—CHEMISTRY; METALLURGY
- 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
- C10N2040/00—Specified use or application for which the lubricating composition is intended
- C10N2040/04—Oil-bath; Gear-boxes; Automatic transmissions; Traction drives
- C10N2040/042—Oil-bath; Gear-boxes; Automatic transmissions; Traction drives for automatic transmissions
-
- C—CHEMISTRY; METALLURGY
- 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
- C10N2040/00—Specified use or application for which the lubricating composition is intended
- C10N2040/04—Oil-bath; Gear-boxes; Automatic transmissions; Traction drives
- C10N2040/044—Oil-bath; Gear-boxes; Automatic transmissions; Traction drives for manual transmissions
-
- C—CHEMISTRY; METALLURGY
- 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
- C10N2040/00—Specified use or application for which the lubricating composition is intended
- C10N2040/04—Oil-bath; Gear-boxes; Automatic transmissions; Traction drives
- C10N2040/046—Oil-bath; Gear-boxes; Automatic transmissions; Traction drives for traction drives
-
- C—CHEMISTRY; METALLURGY
- 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
- C10N2050/00—Form in which the lubricant is applied to the material being lubricated
- C10N2050/10—Semi-solids; greasy
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Chemistry (AREA)
- Lubricants (AREA)
- Production Of Liquid Hydrocarbon Mixture For Refining Petroleum (AREA)
Abstract
Lubricants are improved, especially as to pour point, by addition of 0.1--40.0 per cent of a substance obtained by condensing an acid chloride of m.w. above 200 and derived from an aliphatic hydrocarbon. Wax may also be added to improve the viscosity index. The chloride may be condensed alone or with other substances, e.g. liquid olefines, tars, benzol, toluol, xylene, naphthalene, ethyl-naphthalene, phenols, naphthols, aniline, naphthylamine, nitrated-aromatics, cyclic terpenes, coal tar fractions, e.g. crude benzene, middle oil, anthracene oil, aromatics obtained by destructive hydrogenation or by dehydrogenation, and cracking gases containing ethylene, propylene, and butylene. Acid chlorides specified are those of stearic, palmitic, oleic, erucic, elaidic, linoleic, behenolic, stearolic, and montanic acids and of the acids obtained by oxidizing paraffin wax by air. The chlorides may be first halogenated and then condensed, or this halogen may be removed to render the chlorides unsaturated prior to condensation. The condensation is preferably carried out at 30--120 DEG C. in presence of condensing agents such as chloride of aluminium, zinc, or iron, boron fluoride, phosphorus oxychloride, active aluminium, sodium, zinc dust, active silica, and bleaching earths. Substances splitting off water, e.g. phosphorus pentoxide, sulphuric acid, may be used when acid chlorides of hydroxy-carboxylic acids are treated. When strong condensing agents are used retarding agents, e.g. zinc oxide, soda, calcium carbonate, or ammonia may be present. The chloride may be treated, dissolved, e.g. in kerosene or heavy naphtha, and the condensed product may be treated with active silica or bleaching earths, and may be purified by water, alkali, or diluted sulphuric acid. The product may be distilled with steam or in vacuo to remove lighter inactive fractions. Products of m.w. 600--2000 are specified. In one example, 100 lb. of stearic acid chloride obtained by acting on stearic acid with thionyl chloride at 80 DEG C. is dissolved in 100 lb. of kerosene, 20 lb. of naphthalene and 7 lb. of aluminium chloride are added, and the whole is kept at 30 DEG C. for 24 hours, then at 90 DEG C. for 1--2 hours. The product is centrifuged and distilled in vacuo. 0.5 lb. of the waxy residue is added to 100 lb. of machine oil and reduces the pour points 25 DEG C., and 5 lb. is added to 95 lb. of gear oil.ALSO:Lubricants are improved, especially as to pour-point, by addition of 0.1--40.0 per cent of a substance obtained by condensing an acid chloride of m.w. above 200 and derived from an aliphatic hydrocarbon. Wax may also be added to improve the viscosity index. The chloride may be condensed alone or with other substances, e.g. liquid olefines, tars, benzol, toluol, xylene, naphthalene, ethyl-naphthalene, phenols, naphthols, aniline, naphthylamine, nitrated aromatics, cyclic terpenes, coal-tar fractions, e.g. crude benzene, middle oil, anthracene oil, aromatics obtained by destructive hydrogenation or by dehydrogenation, and cracking gases containing ethylene, propylene, and butylene. Acid chlorides specified are those of stearic, palmitic, oleic, erucic, elaidic, linoleic, behenolic, stearolic, and montanic acids and of the acids obtained by oxidizing paraffin wax by air. The chlorides may be first halogenated and then condensed, or this halogen may be removed to render the chlorides unsaturated prior to condensation. The condensation is preferably carried out at 30--120 DEG C. in presence of condensing agents such as chloride of aluminium, zinc, or iron, boron fluoride, phosphorus oxychloride, active aluminium, sodium, zinc dust, active silica, and bleaching earths. Substances splitting off water, e.g. phosphorus pentoxide, sulphuric acid, may be used when acid chlorides of hydroxy-carboxylic acids are treated. When strong condensing agents are used retarding agents, e.g. zinc oxide, soda, calcium carbonate, or ammonia may be present. The chloride may be treated dissolved, e.g. in kerosene or heavy naphtha, and the condensed product may be treated with active silica or bleaching earths, and may be purified by water, alkali, or diluted sulphuric acid. The product may be distilled with steam or in vacuo to remove lighter inactive fractions. Products of m.w. 600-2000 are specified. In one example, 100 lb. of stearic acid chloride obtained by acting on stearic acid with thionyl chloride at 80 DEG C. is dissolved in 100 lb. of kerosene, 20 lb. of naphthalene and 7 lb. of aluminium chloride are added, and the whole is kept at 30 DEG C. for 24 hours, then at 90 DEG C. for 1--2 hours. The product is centrifuged and distilled in vacuo. 0.5 lb. of the waxy residue is added to 100 lb. of machine oil and reduces the pour-point 25 DEG C., and 5 lb. is added to 95 lb. of gear oil.
Priority Applications (4)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DEI44265D DE634623C (en) | 1932-04-21 | 1932-04-21 | Pour point depressant |
GB23092/32A GB407956A (en) | 1932-04-21 | 1932-08-17 | Improvements in organic lubricants especially with regard to the lowering of the setting point of lubricating oils |
NL64852A NL35238C (en) | 1932-04-21 | 1933-04-03 | |
FR754456D FR754456A (en) | 1932-04-21 | 1933-04-18 | Process for the preparation of improved oils for use as lubricants, and in particular low pour point oil |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DEI44265D DE634623C (en) | 1932-04-21 | 1932-04-21 | Pour point depressant |
GB23092/32A GB407956A (en) | 1932-04-21 | 1932-08-17 | Improvements in organic lubricants especially with regard to the lowering of the setting point of lubricating oils |
Publications (1)
Publication Number | Publication Date |
---|---|
GB407956A true GB407956A (en) | 1934-03-19 |
Family
ID=25981694
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB23092/32A Expired GB407956A (en) | 1932-04-21 | 1932-08-17 | Improvements in organic lubricants especially with regard to the lowering of the setting point of lubricating oils |
Country Status (4)
Country | Link |
---|---|
DE (1) | DE634623C (en) |
FR (1) | FR754456A (en) |
GB (1) | GB407956A (en) |
NL (1) | NL35238C (en) |
-
1932
- 1932-04-21 DE DEI44265D patent/DE634623C/en not_active Expired
- 1932-08-17 GB GB23092/32A patent/GB407956A/en not_active Expired
-
1933
- 1933-04-03 NL NL64852A patent/NL35238C/xx active
- 1933-04-18 FR FR754456D patent/FR754456A/en not_active Expired
Also Published As
Publication number | Publication date |
---|---|
FR754456A (en) | 1933-11-07 |
NL35238C (en) | 1935-04-15 |
DE634623C (en) | 1936-08-31 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
US2125305A (en) | Lubricating oil | |
GB407956A (en) | Improvements in organic lubricants especially with regard to the lowering of the setting point of lubricating oils | |
US2287901A (en) | Production of improved oils for lubricating purposes | |
US2169634A (en) | Lubricating oil compositions, inhibitors therefor, and methods of manufacturing the same | |
GB964184A (en) | Fuel oil compositions | |
US1974805A (en) | Treatment of hydrocarbon oils | |
US2726212A (en) | Pour-point depressor | |
US2147315A (en) | Lubricant composition and method of preparing the same | |
US2236811A (en) | Alkylation of phenols | |
US2201607A (en) | Lubricant preparation | |
US2125934A (en) | Lubricating oil | |
US2165732A (en) | Process for removing carbon disulphide from coke-oven light oil | |
US2086215A (en) | Processes for breaking petroleum emulsions | |
US2560479A (en) | Production of lubricating oils | |
GB745238A (en) | Fuel oil compositions | |
DE635338C (en) | Process for the production of lubricating oils | |
GB780642A (en) | Process for preparing basic polyvalent metal salts of organic acids | |
GB437864A (en) | Process of manufacturing refined hydrocarbons and hydrocarbon mixtures | |
GB677062A (en) | Improvements in lubricating oil compositions | |
Story et al. | Phenols in Petroleum Distillates1 | |
GB493557A (en) | Improvements in the manufacture and production of lubricants | |
GB717342A (en) | Improved insulating oil compositions | |
GB419372A (en) | Method of recovering organic compounds from the waste products of the sulphuric acid refining of mineral oil or wax | |
GB363205A (en) | Improvements in the recovery of sulphuric acid from waste acids produced in the refining of mineral or tar oils | |
GB434295A (en) | A process for improving lubricating oils |