US2850455A - Lubricating oil compositions and additives for lubricating oils - Google Patents
Lubricating oil compositions and additives for lubricating oils Download PDFInfo
- Publication number
- US2850455A US2850455A US441664A US44166454A US2850455A US 2850455 A US2850455 A US 2850455A US 441664 A US441664 A US 441664A US 44166454 A US44166454 A US 44166454A US 2850455 A US2850455 A US 2850455A
- Authority
- US
- United States
- Prior art keywords
- oil
- carbon atoms
- lubricating
- acid
- oils
- 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 - Lifetime
Links
- 239000010687 lubricating oil Substances 0.000 title claims description 23
- 239000000203 mixture Substances 0.000 title description 23
- 239000000654 additive Substances 0.000 title description 16
- 239000003921 oil Substances 0.000 claims description 38
- 229920001515 polyalkylene glycol Polymers 0.000 claims description 25
- 229930195733 hydrocarbon Natural products 0.000 claims description 20
- 150000002430 hydrocarbons Chemical class 0.000 claims description 19
- BDHFUVZGWQCTTF-UHFFFAOYSA-N sulfonic acid Chemical compound OS(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-N 0.000 claims description 18
- 150000003839 salts Chemical class 0.000 claims description 15
- 239000004215 Carbon black (E152) Substances 0.000 claims description 14
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical class OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 9
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 8
- 229910052799 carbon Inorganic materials 0.000 claims description 7
- 229920005989 resin Polymers 0.000 claims description 6
- 239000011347 resin Substances 0.000 claims description 6
- 230000008021 deposition Effects 0.000 claims description 5
- HNNQYHFROJDYHQ-UHFFFAOYSA-N 3-(4-ethylcyclohexyl)propanoic acid 3-(3-ethylcyclopentyl)propanoic acid Chemical compound CCC1CCC(CCC(O)=O)C1.CCC1CCC(CCC(O)=O)CC1 HNNQYHFROJDYHQ-UHFFFAOYSA-N 0.000 claims description 4
- 125000004432 carbon atom Chemical group C* 0.000 description 35
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 30
- 238000009835 boiling Methods 0.000 description 29
- 238000012360 testing method Methods 0.000 description 25
- 150000002334 glycols Chemical class 0.000 description 21
- 239000002253 acid Substances 0.000 description 17
- -1 ethylhexyl- Chemical group 0.000 description 16
- 150000002170 ethers Chemical class 0.000 description 15
- 239000000047 product Substances 0.000 description 11
- 238000007792 addition Methods 0.000 description 10
- 230000000996 additive effect Effects 0.000 description 10
- 125000001273 sulfonato group Chemical group [O-]S(*)(=O)=O 0.000 description 10
- 230000001050 lubricating effect Effects 0.000 description 9
- 125000003710 aryl alkyl group Chemical group 0.000 description 8
- 239000010705 motor oil Substances 0.000 description 8
- 125000002877 alkyl aryl group Chemical group 0.000 description 7
- 125000003118 aryl group Chemical group 0.000 description 7
- 239000001257 hydrogen Substances 0.000 description 7
- 229910052739 hydrogen Inorganic materials 0.000 description 7
- 150000003460 sulfonic acids Chemical class 0.000 description 7
- 150000001298 alcohols Chemical class 0.000 description 6
- 125000000217 alkyl group Chemical group 0.000 description 6
- 235000014113 dietary fatty acids Nutrition 0.000 description 6
- 239000000194 fatty acid Substances 0.000 description 6
- 229930195729 fatty acid Natural products 0.000 description 6
- 150000004665 fatty acids Chemical class 0.000 description 6
- 125000004435 hydrogen atom Chemical class [H]* 0.000 description 6
- 125000005608 naphthenic acid group Chemical class 0.000 description 6
- 150000007513 acids Chemical class 0.000 description 5
- 159000000007 calcium salts Chemical class 0.000 description 5
- 150000001875 compounds Chemical class 0.000 description 5
- 229910052751 metal Inorganic materials 0.000 description 5
- 239000002184 metal Substances 0.000 description 5
- 239000012188 paraffin wax Substances 0.000 description 5
- MHDVGSVTJDSBDK-UHFFFAOYSA-N dibenzyl ether Chemical compound C=1C=CC=CC=1COCC1=CC=CC=C1 MHDVGSVTJDSBDK-UHFFFAOYSA-N 0.000 description 4
- 150000002191 fatty alcohols Chemical class 0.000 description 4
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- 125000004429 atom Chemical group 0.000 description 3
- 238000004939 coking Methods 0.000 description 3
- 238000002485 combustion reaction Methods 0.000 description 3
- 238000004090 dissolution Methods 0.000 description 3
- 150000002148 esters Chemical class 0.000 description 3
- 229940117927 ethylene oxide Drugs 0.000 description 3
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- 125000005609 naphthenate group Chemical group 0.000 description 3
- 230000009183 running Effects 0.000 description 3
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 2
- QWQNFXDYOCUEER-UHFFFAOYSA-N 2,3-ditert-butyl-4-methylphenol Chemical compound CC1=CC=C(O)C(C(C)(C)C)=C1C(C)(C)C QWQNFXDYOCUEER-UHFFFAOYSA-N 0.000 description 2
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 2
- IAIDZNVXRRXCHU-UHFFFAOYSA-N 3-ethyl-2-hexylphenol Chemical compound CCCCCCC1=C(O)C=CC=C1CC IAIDZNVXRRXCHU-UHFFFAOYSA-N 0.000 description 2
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 2
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 2
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 2
- 239000005642 Oleic acid Substances 0.000 description 2
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 2
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 239000005864 Sulphur Substances 0.000 description 2
- 241000779819 Syncarpia glomulifera Species 0.000 description 2
- 125000002723 alicyclic group Chemical group 0.000 description 2
- JXLHNMVSKXFWAO-UHFFFAOYSA-N azane;7-fluoro-2,1,3-benzoxadiazole-4-sulfonic acid Chemical compound N.OS(=O)(=O)C1=CC=C(F)C2=NON=C12 JXLHNMVSKXFWAO-UHFFFAOYSA-N 0.000 description 2
- 229910052788 barium Inorganic materials 0.000 description 2
- DSAJWYNOEDNPEQ-UHFFFAOYSA-N barium atom Chemical compound [Ba] DSAJWYNOEDNPEQ-UHFFFAOYSA-N 0.000 description 2
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 2
- 239000007795 chemical reaction product Substances 0.000 description 2
- 239000000470 constituent Substances 0.000 description 2
- MWKFXSUHUHTGQN-UHFFFAOYSA-N decan-1-ol Chemical compound CCCCCCCCCCO MWKFXSUHUHTGQN-UHFFFAOYSA-N 0.000 description 2
- GHVNFZFCNZKVNT-UHFFFAOYSA-N decanoic acid Chemical compound CCCCCCCCCC(O)=O GHVNFZFCNZKVNT-UHFFFAOYSA-N 0.000 description 2
- LQZZUXJYWNFBMV-UHFFFAOYSA-N dodecan-1-ol Chemical compound CCCCCCCCCCCCO LQZZUXJYWNFBMV-UHFFFAOYSA-N 0.000 description 2
- 239000000446 fuel Substances 0.000 description 2
- 238000005984 hydrogenation reaction Methods 0.000 description 2
- 239000003112 inhibitor Substances 0.000 description 2
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 239000002480 mineral oil Substances 0.000 description 2
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 2
- 230000003647 oxidation Effects 0.000 description 2
- 238000007254 oxidation reaction Methods 0.000 description 2
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 2
- 239000001739 pinus spp. Substances 0.000 description 2
- 230000009467 reduction Effects 0.000 description 2
- 238000006722 reduction reaction Methods 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 239000001117 sulphuric acid Substances 0.000 description 2
- 235000011149 sulphuric acid Nutrition 0.000 description 2
- 229940036248 turpentine Drugs 0.000 description 2
- NKJOXAZJBOMXID-UHFFFAOYSA-N 1,1'-Oxybisoctane Chemical compound CCCCCCCCOCCCCCCCC NKJOXAZJBOMXID-UHFFFAOYSA-N 0.000 description 1
- BCNBKYACFICSFV-UHFFFAOYSA-N 1-(2-methylpropoxy)dodecane Chemical compound CCCCCCCCCCCCOCC(C)C BCNBKYACFICSFV-UHFFFAOYSA-N 0.000 description 1
- IXOWPYIRMULWFS-UHFFFAOYSA-N 1-[1-[1-(1-hydroxypropan-2-yloxy)propan-2-yloxy]propan-2-yloxy]-3-(4-octylphenyl)propan-2-ol Chemical compound C(CCCCCCC)C1=CC=C(C=C1)CC(COC(C)COC(C)COC(C)CO)O IXOWPYIRMULWFS-UHFFFAOYSA-N 0.000 description 1
- RWNUSVWFHDHRCJ-UHFFFAOYSA-N 1-butoxypropan-2-ol Chemical compound CCCCOCC(C)O RWNUSVWFHDHRCJ-UHFFFAOYSA-N 0.000 description 1
- WWFOGFJWKZTUAQ-UHFFFAOYSA-N 1-hexoxyhexadecane Chemical compound CCCCCCCCCCCCCCCCOCCCCCC WWFOGFJWKZTUAQ-UHFFFAOYSA-N 0.000 description 1
- BPIUIOXAFBGMNB-UHFFFAOYSA-N 1-hexoxyhexane Chemical compound CCCCCCOCCCCCC BPIUIOXAFBGMNB-UHFFFAOYSA-N 0.000 description 1
- IOTBOFPVBMFAET-UHFFFAOYSA-N 1-hexoxytetradecane Chemical compound CCCCCCCCCCCCCCOCCCCCC IOTBOFPVBMFAET-UHFFFAOYSA-N 0.000 description 1
- DKZRLCHWDNEKRH-UHFFFAOYSA-N 1-nonoxynonane Chemical compound CCCCCCCCCOCCCCCCCCC DKZRLCHWDNEKRH-UHFFFAOYSA-N 0.000 description 1
- RVQJSSWNKLFVNW-UHFFFAOYSA-N 2-cyclohexyl-1-[2-[2-[2-[2-[2-[2-(2-hydroxyethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]propan-2-ol Chemical compound CC(COCCOCCOCCOCCOCCOCCOCCO)(C1CCCCC1)O RVQJSSWNKLFVNW-UHFFFAOYSA-N 0.000 description 1
- MKJHXLKVZNDNDB-UHFFFAOYSA-N 2-phenyloctadecanoic acid Chemical compound CCCCCCCCCCCCCCCCC(C(O)=O)C1=CC=CC=C1 MKJHXLKVZNDNDB-UHFFFAOYSA-N 0.000 description 1
- YHCCCMIWRBJYHG-UHFFFAOYSA-N 3-(2-ethylhexoxymethyl)heptane Chemical compound CCCCC(CC)COCC(CC)CCCC YHCCCMIWRBJYHG-UHFFFAOYSA-N 0.000 description 1
- RHOKFDLLIXNSAK-UHFFFAOYSA-N 4-ethyl-1-[2-[2-[2-(2-hydroxyethoxy)ethoxy]ethoxy]ethoxy]octan-2-ol Chemical compound C(C)C(CC(COCCOCCOCCOCCO)O)CCCC RHOKFDLLIXNSAK-UHFFFAOYSA-N 0.000 description 1
- VWVZXBREWMMWBP-UHFFFAOYSA-N 4-methyl-1-(4-methyl-1-nonylcyclohexyl)oxy-1-nonylcyclohexane Chemical compound C(CCCCCCCC)C1(CCC(CC1)C)OC1(CCC(CC1)C)CCCCCCCCC VWVZXBREWMMWBP-UHFFFAOYSA-N 0.000 description 1
- IRWLJTIYQKODRK-UHFFFAOYSA-N 5-ethyl-6-(5-ethyloctadecan-6-yloxy)octadecane Chemical compound C(CCCCCCCCCCC)C(C(CCCC)CC)OC(C(CCCC)CC)CCCCCCCCCCCC IRWLJTIYQKODRK-UHFFFAOYSA-N 0.000 description 1
- 239000005711 Benzoic acid Substances 0.000 description 1
- 238000006820 Bouveault-Blanc reduction reaction Methods 0.000 description 1
- 240000002791 Brassica napus Species 0.000 description 1
- 235000004977 Brassica sinapistrum Nutrition 0.000 description 1
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
- UXVMQQNJUSDDNG-UHFFFAOYSA-L Calcium chloride Chemical compound [Cl-].[Cl-].[Ca+2] UXVMQQNJUSDDNG-UHFFFAOYSA-L 0.000 description 1
- UGFAIRIUMAVXCW-UHFFFAOYSA-N Carbon monoxide Chemical compound [O+]#[C-] UGFAIRIUMAVXCW-UHFFFAOYSA-N 0.000 description 1
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 description 1
- 244000060011 Cocos nucifera Species 0.000 description 1
- 235000013162 Cocos nucifera Nutrition 0.000 description 1
- 241000518994 Conta Species 0.000 description 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- 239000004902 Softening Agent Substances 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 1
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 description 1
- 241000112708 Vates Species 0.000 description 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
- 230000009471 action Effects 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 150000001447 alkali salts Chemical class 0.000 description 1
- 125000002947 alkylene group Chemical group 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 150000003863 ammonium salts Chemical class 0.000 description 1
- 159000000009 barium salts Chemical class 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- 239000002199 base oil Substances 0.000 description 1
- 230000008901 benefit Effects 0.000 description 1
- 235000010233 benzoic acid Nutrition 0.000 description 1
- 229910052793 cadmium Inorganic materials 0.000 description 1
- BDOSMKKIYDKNTQ-UHFFFAOYSA-N cadmium atom Chemical compound [Cd] BDOSMKKIYDKNTQ-UHFFFAOYSA-N 0.000 description 1
- 229910052791 calcium Inorganic materials 0.000 description 1
- 239000011575 calcium Substances 0.000 description 1
- 239000001110 calcium chloride Substances 0.000 description 1
- 229910001628 calcium chloride Inorganic materials 0.000 description 1
- 229910002091 carbon monoxide Inorganic materials 0.000 description 1
- 150000004653 carbonic acids Chemical class 0.000 description 1
- 239000004359 castor oil Substances 0.000 description 1
- 235000019438 castor oil Nutrition 0.000 description 1
- 150000001768 cations Chemical class 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 229910052804 chromium Inorganic materials 0.000 description 1
- 239000011651 chromium Substances 0.000 description 1
- 239000000571 coke Substances 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 239000000498 cooling water Substances 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 239000010949 copper Substances 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 239000003599 detergent Substances 0.000 description 1
- 230000001236 detergent effect Effects 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- CRBREIOFEDVXGE-UHFFFAOYSA-N dodecoxybenzene Chemical compound CCCCCCCCCCCCOC1=CC=CC=C1 CRBREIOFEDVXGE-UHFFFAOYSA-N 0.000 description 1
- OKNCPTWACAGXHI-UHFFFAOYSA-N dodecoxycyclohexane Chemical compound CCCCCCCCCCCCOC1CCCCC1 OKNCPTWACAGXHI-UHFFFAOYSA-N 0.000 description 1
- 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 description 1
- 238000001035 drying Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 239000003502 gasoline Substances 0.000 description 1
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 description 1
- 230000005484 gravity Effects 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 1
- BHEPBYXIRTUNPN-UHFFFAOYSA-N hydridophosphorus(.) (triplet) Chemical compound [PH] BHEPBYXIRTUNPN-UHFFFAOYSA-N 0.000 description 1
- VLHZUYUOEGBBJB-UHFFFAOYSA-N hydroxy stearic acid Natural products OCCCCCCCCCCCCCCCCCC(O)=O VLHZUYUOEGBBJB-UHFFFAOYSA-N 0.000 description 1
- 238000010348 incorporation Methods 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 150000004780 naphthols Chemical class 0.000 description 1
- 125000001624 naphthyl group Chemical group 0.000 description 1
- 230000003472 neutralizing effect Effects 0.000 description 1
- 229910052759 nickel Inorganic materials 0.000 description 1
- ZOTZDOHZKCYLFS-UHFFFAOYSA-N nonoxymethylbenzene Chemical compound CCCCCCCCCOCC1=CC=CC=C1 ZOTZDOHZKCYLFS-UHFFFAOYSA-N 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- 125000004430 oxygen atom Chemical group O* 0.000 description 1
- 239000003209 petroleum derivative Substances 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 229920000151 polyglycol Polymers 0.000 description 1
- 239000010695 polyglycol Substances 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 230000008569 process Effects 0.000 description 1
- 238000007670 refining Methods 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 239000010802 sludge Substances 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 229910021653 sulphate ion Inorganic materials 0.000 description 1
- 230000001502 supplementing effect Effects 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 229910052718 tin Inorganic materials 0.000 description 1
- 239000011135 tin Substances 0.000 description 1
- 238000003466 welding Methods 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011701 zinc Substances 0.000 description 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
- 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
-
- 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
- C10M2207/02—Hydroxy compounds
- C10M2207/021—Hydroxy compounds having hydroxy groups bound to acyclic or cycloaliphatic carbon atoms
-
- 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
- C10M2207/02—Hydroxy compounds
- C10M2207/023—Hydroxy compounds having hydroxy groups bound to carbon atoms of six-membered aromatic rings
-
- 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
- C10M2207/02—Hydroxy compounds
- C10M2207/023—Hydroxy compounds having hydroxy groups bound to carbon atoms of six-membered aromatic rings
- C10M2207/026—Hydroxy compounds having hydroxy groups bound to carbon atoms of six-membered aromatic rings with tertiary alkyl groups
-
- 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
- C10M2207/04—Ethers; Acetals; Ortho-esters; Ortho-carbonates
-
- 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
- C10M2207/04—Ethers; Acetals; Ortho-esters; Ortho-carbonates
- C10M2207/046—Hydroxy ethers
-
- 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
- C10M2207/10—Carboxylix acids; Neutral salts thereof
- C10M2207/16—Naphthenic acids
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
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- 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
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- C10M2209/103—Polyethers, i.e. containing di- or higher polyoxyalkylene groups
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- C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant Compositions
- C10M2215/02—Amines, e.g. polyalkylene polyamines; Quaternary amines
- C10M2215/06—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to carbon atoms of six-membered aromatic rings
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- C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
- C10M2219/04—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions containing sulfur-to-oxygen bonds, i.e. sulfones, sulfoxides
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- C10M2219/04—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions containing sulfur-to-oxygen bonds, i.e. sulfones, sulfoxides
- C10M2219/044—Sulfonic acids, Derivatives thereof, e.g. neutral salts
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- C10M2219/08—Thiols; Sulfides; Polysulfides; Mercaptals
- C10M2219/082—Thiols; Sulfides; Polysulfides; Mercaptals containing sulfur atoms bound to acyclic or cycloaliphatic carbon atoms
- C10M2219/086—Thiols; Sulfides; Polysulfides; Mercaptals containing sulfur atoms bound to acyclic or cycloaliphatic carbon atoms containing sulfur atoms bound to carbon atoms of six-membered aromatic rings
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- C10M2219/10—Heterocyclic compounds containing sulfur, selenium or tellurium compounds in the ring
- C10M2219/104—Heterocyclic compounds containing sulfur, selenium or tellurium compounds in the ring containing sulfur and carbon with nitrogen or oxygen in the ring
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- C10M2223/00—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
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- C10M2223/02—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having no phosphorus-to-carbon bonds
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- C10M2223/02—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having no phosphorus-to-carbon bonds
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- C10M2223/045—Metal containing thio derivatives
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- C10M2223/047—Thioderivatives not containing metallic elements
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- C10M2223/00—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
- C10M2223/12—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions obtained by phosphorisation of organic compounds, e.g. with PxSy, PxSyHal or PxOy
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- C10M2225/00—Organic macromolecular compounds containing phosphorus as ingredients in lubricant compositions
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- C10N2040/25—Internal-combustion engines
- C10N2040/252—Diesel engines
- C10N2040/253—Small diesel engines
Definitions
- the present invention relates to new compositions products suitable for lubricating purposes as well as compositions suitable as additives for lubricating oils.
- Oil-soluble salts of sulphonic acids have been added to mineral oils, especially to motor lubricating oils, in order to keep in dispersion the resinous, asphaltic-, and cokelike products formed during the operation of the motor, and thus to prevent the precipitations from causing trouble in the motor.
- Numerous sulphonates are either soluble with difficulty or even immiscible in hydrocarbon oils, while others are readily soluble. Finally, there are those which only swell to a certain degree. In View of these different physical properties, only a small part of the numerous sulphonates may be added to the hydrocarbon oils in the desired amount.
- a further object of the present invention consists in improving the properties of the sulphonates desired in motor oils by supplementing their dispersing action by an improved detergent effect.
- sulphonates are more easily dissolved and mixed with lubricating oils if polyalk 'leneglycol derivatives as well as higher boiling monc-ethers are being added thereto. Furthermore it has been found that the properties of the lubricating oils obtained by such additions comply with the highest requirements of oils for internal combustion engines insofar as their lubricating qualities as well as their chemical and physical stability is concerned. Therefore, the incorporation of sai compounds in lubricating oils as prescribed by the invention is also advantageous in those cases in which the dissolv ng culties described above exist only in a ext .t, or not at all. This underlines the expediency of incorporating s-'.1l phonates in motor lubricating in general in combination with polyallzyleneglycol derivatives and higher boiling ethers.
- sulphonates refers to any salts of surface active sulphonic aci s, and p ticularly polyvalent metal salts of such sulohonic acids, Examples of such salts are so donates of line earths, such as calcium, barium, stron um, l'llflgllicllllfi, as well as sulphonates of lead, zinc, aluminum, chromium, nickel, copper, tin, and cadmium. Also alkali and ammonium salts may be used.
- chic acids suitable for this purpose Sulphonic acids wh .h are obtained by refining petroleum distillate with sulphuric acid, such as Fatented Sept. 2, 1958 ice in which R represents an alkylene radical having 2 or 3 carbon atoms, 11 represents a whole number up to 20.
- one of the groups X and Y is selected from the class consisting of hydrogen, alkyl-, aryl-, aralkyl-, alkaryl-, alicyclic and acyl-radicals, while the other is selected from the class consisting of allryl-, aryl-, aralkyl, alkaryl-, alicyclic and acyl-radicals having more than 6 and preferably more than 8 carbon atoms.
- hydrocarbon radicals with more than 6 carbon atoms are the following: 2 ethylhexyl-, n-octyl-, dodecyl-, tetradecycl-, octadecyl-, and octadecenyl-radical; further alkyl-radicals of those alcohols which are obtained by hydrogenation of natural or synthetic fatty acids which are produced by reduction of carbon monoxide under normal or increased pressure by the oxosynthesis or by the oxidation of paraffin Wax; furthermore, the phenyl-, dibntylphenyl-, dodecylphenyb, naphthyl-, heptylnaphthyl-, hexadecylnaphthyl-, benzyl-, phenylethyl-, phenyloctadecyl-radical, etc; also the methylcyclohexyl-, butylcyclo
- acylradicals the acid groups of the following carbonic acids will be applicable: Capronic acid, caprinic acid, laurinic acid, myristinic acid, oleic acid, rapeseed fatty acid, castor oil fatty acid, oxystearic acid, fatty acids obtained by the oxidation of paraffin wax, benzoic acid, benzylbenzcic acid, alkylbenzoic acid, phthalic acid, naphthenic acid, phenyl-stearic acid, oxyphenylstearic acid, etc.
- the viscosity-reducing eflec: oi polyalkyleneglycol derivatives upon solutions of sulphonates in hydrocarbon oils may be demonstrated by a model using turpentine substitute.
- the following experiment was carried parts by weight-of barium salt of apetroleumsulphonic acid could only be dissolved with difficulty in 100 parts by weight of a technical test gasoline (turpentine substitute) having'a flas'h point-higher than-21 C. and with 18% of aromatics.
- the solution had a viscosity'of 90.65 cat. at 50 C.
- the same ingredients were easily dissolved" in the presence 'of 4 parts of a reaction product of 1 mol. of oleinalco'hol with l'5 inol.
- the invention further 'includ'es the use of higher boiling ethers comprising at least one radical with more than 6 -carb'on atoms.
- higher boiling ethers comprising at least one radical with more than 6 -carb'on atoms.
- the presence of such ethers in the mixtures improves their storage'sta'bility.
- Theseethers are also good solvents and softening agents for resinification and other decomposition products or the liquidhydrocarbon :oils formed during the combustion process.
- the high boiling'ethers dealt with in the last paragraphs are distinctly different in so far as they contain only one, and no more than two, "oxygen atoms which have ether-like linkages within the molecule, and thus are free of polyalkylene-glycol groups.
- the high boiling ethers may be either of symmetrical or unsymmetrical structure, and they may be used either singly or in a mixture of two or more.
- Ethers from paraffin fatty alcohols or their first runnings, as well as the oxoor naphthentic alcohols are particularly suitable. derstood as meaning the first distillate of a mixture 'of'alcohols obtained from high pressure hydrogenation of paraffin fatty acids wherein the alcohols of the mixture have a chain length of 6-9 carbon atoms.
- Naphthenic acids as obtainable by raffination of mineral oils may be transformed into the corresponding naphthenic alcohols by high pressure reduction or by the process of Bouveault-Blanc. These alcohols may be easily reacted to form ethers, as, for instance, dinaphthenylether, naphthenyl-benzyland -2-ethylhexylether.
- Solutions of sulphonic acid salts in hydrocarbons according to the invention may be produced in any desired order of succession, and may thus be adapted to the requirements in each particular case.
- a mixture of sulphonate with one or more of the inventive additions may be added to a hydrocarbon or a hydro-carbon 'oil.
- first running is to be un- Also, it is possible to incorporate the inventive additions to a solution, a gel, or a suspension of sulphonates in hydrocarbons.
- the sulphonic acid salt may also be added to a solution of the inventive additions in hydrocarbons in thesame manner as mixtures of sulphonates withhydrocarbons, on the one hand, and of the inventive additions with hydrocarbons, on the other hand, may be dissolved within each other. "Often it is recommendable to carryout the mixing at higher temperatures of,.for example, 50 to 250 C., and preferably between and 200 C.
- both the polyalkyleneglycol derivatives, as well as the higher boiling ethers, both of which have been previously mentioned are to be included, either individually or combined.
- the lubricating oils compounded-as above described may, according to Ean'othcr feature of the invention, be further improved by the addition of naphthenates.
- the difficultics in 'dissolv'ingthem'do not occur in mixtures of the polyalkyleneglycol derivatives and higher boiling ethers.
- These naphthenates, and especially the basic alkaline earth naphthenates also contributein themixture according to the invention to an improved detergent, dispersing, and neutralizing effect.
- polyalkenyleneglycol 'derivatives may vary within wide limits, for example, from one percent by weight relative to sulphonate to "equal parts by weight or more.
- the particular amount --to 'be added depends upon the 'kind of sulp'honate applied, the kind of hydrocarbons used, and the desired viscosity of the solution or the degree of the desiredimpr'ovement of a motor oil..
- motor oils will be improved sufficiently by an addition of 2 to 7% of an additive consisting of the inventive combination of the mentioned additions. Very often an addition of 1% will be found to 'suflice, whereas in certain special cases up to 25% or more of such an additive will be of advantage.
- EXAMPLE 1 From the watery solution of the sodium salt of a pctroleum sulphoacid with the average molecular weight of 325 to which calcium chloride was added, the corresponding calcium salt was produced. After drying the same, an attempt was made to dissolve 10 parts of this calcium salt at a temperature of 100 to C. in 200 parts by weight of a lubricating oil of a specific gravity at 20 C. of 0.882, a viscosity index of 81, a coking number according to Conradson of 0.11, and-without any gasoline-insoluble constituents. After cooling, however, a partial separation of the calcium salt again occurred.
- EXAMPLE 2 The calcium salt was formed of a Twitchell sulphonic acid which had been obtained in a known manner by a sulphonizing condensation of 1 mol. of oleic acid, 1 mol. of naphthalene, and 6 mol. of fuming sulphuric acid. 30 parts of such calcium salt, which otherwise is practically oil-insoluble, were stirred at 90 C. into a mixture of 650 parts of a parafiin base motor oil having a viscosity of 61 est. 50 C., viscosity index of 100, 30 parts of octadecenylhexapropyleneglycolether and five parts of di-tert.-butyl-p-cresol as an inhibitor. A motor oil was thus formed of high lubricating quality which strongly suppresses the normal wear and tear of the engine as compared with analogous oils. Furthermore, when such compounded oil was in use, it had a strong dispersing effect upon residues of combustion.
- EXAMPLE 4 5% of an additive consisting of was dissolved in the oil described in detail in Example 3 and subjected to a practical test in a passenger car of the Volkswagen type, wherein the test conditions and oil change periods were the same as mentioned in Example l. Also in this case, all piston rings were found to be freely movable after the test. However, as compared with Example 3, the ring grooves were practically spotless, whereas parts of the piston skirt and the inside of the piston looked darker.
- Viscosity at 20 C 460 cst. Viscosity at 98.9 C 10 est. Viscosity ndex 1 44. Solidifying point 19 C. Flash point 237 C., and
- barium saltfofla 20 parts of barium saltfofla; monoalkylbenzolsulphouic acid (moleculanweight approx; 360-) 30 parts of bariurndinaphtlienate;
- R is an' alkylne radical having a minimum of 2 and a maximumof'3 carbonatoms
- n is a' w'hole number betweenil and 20
- Y is an alkyl radical having at least 12 carbon atoms
- a high boiling-mono ether having a total of at least 12 carbon atoms and at least one of the radicalsof whichhas more than 6' carbon atoms
- said polyalkylene glycol derivative being present in. anv amount of 1% to equal the weight of said sulfonic acid-salt and said polyalkylne glycol derivative and said high boiling other being present-in an amount suffi cient to cause dissolution of said'sulfonic acid salt in a lubricating oil.
- A- new product consisting essentially'ofahydro carbon lubricating oillhaving dissolvedthere'in atleast one metal salt of a-surfaceactive sulphonic acid of at least 8 carbon atoms -in an amount sufficientto prevent deposition of resins, asphaltsand carbon in the oil, at least-onep'olyalkylene glycol derivative having the following'general formula:
- aralkyl, alkaryl and acyl radicals having at least 6 carbon atoms in an amount of 1% to equal the weight of said sulphonic acid salt, and at least 1 high boiling mono ether having a total of at least 12 carbon atoms and at least one of the radicals of which has at least 6 carbon atoms, said sulfonic acid salt, said polyalkylene glycol derivative and said high boiling ether being present in an amount of 27% of said product and in an amount suflicient of said polyalkylene glycol derivative and said high boiling ether to form a solution of said sulphonic acid salt in said lubricating oil, said polyaikylene glycol derivative and said high boiling ether being present in an amount of 1-25 of said product.
- a new product consisting essentially of a hydrocarbon lubricating oil having dissolved therein at least one metal salt of a surface active sulphonic acid of at least 8 carbon atoms and at least one salt of a naphthenic acid in an amount suflicient to prevent deposition of resins, asphalts and carbon in the oil, at least one polyalkylene glycol derivative having the following general formula:
- R is an alkylene radical having a minimum of 2 and a maximum of 3 carbon atoms, 11 is a whole number between 1 and 20, and wherein one of the groups X and Y is hydrogen and the other of said groups X and Y is selected from the class consisting of alkyl, aryl, aralkyl, alkaryl and acyl radicals having at least 6 carbon atoms, and at least 1 high boiling mono ether having a total of at least 12 carbon atoms and at least one of the radicals of which has at least 6 carbon atoms, said polyalkylene glycol derivative and said high boiling ether being present in an amount sufficient to form a solution of said sulphonic acid salt and said naphthenic acid salt in said lubricating oil and to maintain said sulphonic acid and naphthenic acid salts in solution, thereby increasing the dispersing power for resins, asphalts and carbon of said sulphonic acid and naphthenic acid salts.
- a new product consisting essentially of a hydrocarbon lubricating oil having dissolved therein at least one alkaline earth salt of a surface active sulphonic acid of at least 8 carbon atoms in an amount sufi'icient to prevent deposition of resins, asphalts and carbon in the oil, at least one polyalkylene glycol derivative having the following general formula:
- R is an alkylene radical having a minimum of 2 and a maximum of 3 carbon atoms, 11 is a whole number between 1 and 20, and wherein one of the groups X and Y is hydrogen and the other of said groups X and Y is selected from the class consisting of alkyl, aryl, aralkyl, alkaryl and acyl radicals having at least 6 carbon atoms, and at least 1 high boiling mono ether having a total of at least 12 carbon atoms and at least one of the radicals of which has at least 6 carbon atoms, said polyalkylene glycol derivative being present in an amount of 1% to equal the weight of said sulfonic acid salt and said sulfonic acid salt, said polyalkylene glycol derivative and high boiling ether being present in an amount of 125% of said product and in an amount sufficient of said polyalkylene glycol derivative and said high boiling ether to form a solution of said sulphonic acid salt in said lubricating oil.
- composition of matter suitable as an additive for hydrocarbon lubricating oils consisting essentially of at least one metal salt of a surface active sulphonic acid of at least 8 carbon atoms, at least one polyalkylene glycol derivative having the following general formula:
- R is an alkylene radical having a minimum of 2 and a maximum of 3 carbon atoms
- n is a whole number between 1 and 20
- one of the groups X and Y is hydrogen and the other of said groups X and Y is selected from the class consisting of alkyl, aryl, aralkyl, alkaryl and acyl radicals having at least 6 carbon atoms, and at least 1 high boiling monoether having a total of at least 12 carbon atoms and at least one of the radicals of which has at least 6 carbon atoms
- said polyalkylene glycol derivative being present in an amount of 1% to equal the weight of said sulfonic acid salt and said polyalkylene glycol derivative and high boiling ether being present in an amount sufiicient to cause dissolution of said sulphonic acid salt in a hydrocarbon lubricating oil.
- composition of matter suitable as an additive for hydrocarbon lubricating oils consisting essentially of at least one metal salt of a surface active sulphonic acid of at least 8 carbon atoms, at least one salt of a naphthenic acid, at least one polyalkylene glycol derivative having the following general formula:
- R is an alkylene radical having a minimum of 2 and a maximum of 3 carbon atoms
- n is a whole number between 1 and 20
- one of the groups X and Y is hydrogen and the other of said groups X and Y is selected from the class consisting of alkyl, aryl, aralkyl, alkaryl and acyl radicals having at least 6 carbon atoms, and at least 1 high boiling monoether having a total of at least 12 carbon atoms and at least one of the radicals of which has at least 6 carbon atoms
- said polyalkylene glycol derivative being present in an amount of 1% to equal the weight of said sulfonic acid salt and said polyalkylene glycol derivative and high boiling ether being present in an amount sufficient to cause dissolution of said sulphonic acid salt and said naphthenic acid salt in a hydrocarbon lubricating oil.
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Description
LUBRECATING E QG l /EPQSHEQNS AND ADDI- TlVlES FQR LUEEICATWG 8H5 Rudolf Kern, Neustadt (Haardt), and Hans Scheurer,
Schlierbaeh (Neekar), Germany, assignors to Rhein- Chemie G. m. b. El, Mannheim-Rheinaa, Germany, a corporation of Germany No Drawing. Application .luly 6, 1954. Serial No. 441,664
Claims priority, application Germany July 7, 1953 '7 Claims. (Cl. 252-333) The present invention relates to new compositions products suitable for lubricating purposes as well as compositions suitable as additives for lubricating oils.
Oil-soluble salts of sulphonic acids have been added to mineral oils, especially to motor lubricating oils, in order to keep in dispersion the resinous, asphaltic-, and cokelike products formed during the operation of the motor, and thus to prevent the precipitations from causing trouble in the motor. Numerous sulphonates are either soluble with difficulty or even immiscible in hydrocarbon oils, while others are readily soluble. Finally, there are those which only swell to a certain degree. In View of these different physical properties, only a small part of the numerous sulphonates may be added to the hydrocarbon oils in the desired amount.
Whereas the copending application, Serial No. 346,784, relates to a method of forming liquid hydrocarbon oil solutions of naphthenic acid salts, the present inven ion relates to similar methods where surface-active s phonates of various kinds may be added to hydrocarbons even in a higher form of concentration without impairing the desired properties of the mixtures.
A further object of the present invention consists in improving the properties of the sulphonates desired in motor oils by supplementing their dispersing action by an improved detergent effect.
It is another object of the present invention to produce highly qualified motor oil additives which are easily soluble and form very stable solutions without any special apparatus or other means being required therefor.
According to the invention it has been found that sulphonates are more easily dissolved and mixed with lubricating oils if polyalk 'leneglycol derivatives as well as higher boiling monc-ethers are being added thereto. Furthermore it has been found that the properties of the lubricating oils obtained by such additions comply with the highest requirements of oils for internal combustion engines insofar as their lubricating qualities as well as their chemical and physical stability is concerned. Therefore, the incorporation of sai compounds in lubricating oils as prescribed by the invention is also advantageous in those cases in which the dissolv ng culties described above exist only in a ext .t, or not at all. This underlines the expediency of incorporating s-'.1l phonates in motor lubricating in general in combination with polyallzyleneglycol derivatives and higher boiling ethers.
The term sulphonates as it is being used herein refers to any salts of surface active sulphonic aci s, and p ticularly polyvalent metal salts of such sulohonic acids, Examples of such salts are so donates of line earths, such as calcium, barium, stron um, l'llflgllicllllfi, as well as sulphonates of lead, zinc, aluminum, chromium, nickel, copper, tin, and cadmium. Also alkali and ammonium salts may be used.
The following are examples of chic acids suitable for this purpose: Sulphonic acids wh .h are obtained by refining petroleum distillate with sulphuric acid, such as Fatented Sept. 2, 1958 ice in which R represents an alkylene radical having 2 or 3 carbon atoms, 11 represents a whole number up to 20. preferably from 2 to 7, one of the groups X and Y is selected from the class consisting of hydrogen, alkyl-, aryl-, aralkyl-, alkaryl-, alicyclic and acyl-radicals, while the other is selected from the class consisting of allryl-, aryl-, aralkyl, alkaryl-, alicyclic and acyl-radicals having more than 6 and preferably more than 8 carbon atoms.
Examples for hydrocarbon radicals with more than 6 carbon atoms are the following: 2 ethylhexyl-, n-octyl-, dodecyl-, tetradecycl-, octadecyl-, and octadecenyl-radical; further alkyl-radicals of those alcohols which are obtained by hydrogenation of natural or synthetic fatty acids which are produced by reduction of carbon monoxide under normal or increased pressure by the oxosynthesis or by the oxidation of paraffin Wax; furthermore, the phenyl-, dibntylphenyl-, dodecylphenyb, naphthyl-, heptylnaphthyl-, hexadecylnaphthyl-, benzyl-, phenylethyl-, phenyloctadecyl-radical, etc; also the methylcyclohexyl-, butylcyclohexyl-, naphthenyl-radical, etc.; as well as perhydrogenated derivatives of monoor polysubsti tuted alkylor aralkylphenols or naphthols. Among acylradicals, the acid groups of the following carbonic acids will be applicable: Capronic acid, caprinic acid, laurinic acid, myristinic acid, oleic acid, rapeseed fatty acid, castor oil fatty acid, oxystearic acid, fatty acids obtained by the oxidation of paraffin wax, benzoic acid, benzylbenzcic acid, alkylbenzoic acid, phthalic acid, naphthenic acid, phenyl-stearic acid, oxyphenylstearic acid, etc.
The following compounds are examples for those corresponding to the general formula stated above, and are mentioned only for the purpose of illustration, and therefore are not to be regarded as a limitation as to the compounds which may be used:
Dodecylphentaethylene glycol, octadecenyl-hexaethylene glycol, 2-ethylhexyl-pentaethylene glycol, nonylbeptaethylene glycol, phenyl-ethyl-pentaethylene glycol, methyl-cyclohexyl-octaethylene glycol, p-octylphenyltetrapropylene glycol, dodecylcyclohexapropylene glycol, hexylnaphthyltetra-ethylene or propylene glycol; furthermore, dodecylor lanryl-pentaethyleneglycohnethyl ether (the erm lauryl is to be understood as designating the radical from fatty alcohol produced from coconut fatty acids), p-methyl-cyclohexyl-tetraethyleneglyccl-octyl-ether, p-octylphenyl-tetraethylene-glycol-isopropylether, octadecenyl-hexaethylene-glycol-phenylethyl--etber, octadecyldiolpentaethylene-glycol-isopropylether, 2 ethylhexyl-heptaethylenegl; colether, etc; dodecylbenzyl-pentapropyleneglycol-oleate, benzoylpentaethyleneglycol-oleate, benzoyl-heptaethyleneor propylene-glycol-butylether, pentaethyleneglycol-monoste it is understood that in lieu of 21 vates, mixtures thereof may also be used.
The viscosity-reducing eflec: oi polyalkyleneglycol derivatives upon solutions of sulphonates in hydrocarbon oils may be demonstrated by a model using turpentine substitute. The following experiment was carried parts by weight-of barium salt of apetroleumsulphonic acid could only be dissolved with difficulty in 100 parts by weight of a technical test gasoline (turpentine substitute) having'a flas'h point-higher than-21 C. and with 18% of aromatics. The solution had a viscosity'of 90.65 cat. at 50 C. However, the same ingredients were easily dissolved" in the presence 'of 4 parts of a reaction product of 1 mol. of oleinalco'hol with l'5 inol. of ethyleneoxide. The solution thus formed 'had-a viscosity of 1.33 -cst. at 50 C. A'correspondingreduction in viscosity was obtained with a reaction-product of 1 mol. of decylalcohol with 2.2 molJofethyleneoxide.
In addition to the polyalkyleneglycolderivatives, the invention further 'includ'es the use of higher boiling ethers comprising at least one radical with more than 6 -carb'on atoms. The presence of such ethers in the mixtures improves their storage'sta'bility. Theseethers are also good solvents and softening agents for resinification and other decomposition products or the liquidhydrocarbon :oils formed during the combustion process.
The extraordinary chemical and physical resistance of the ether structure'rendersthe ethers much superior 'to esters, already proposed for'the same purpose.
It should be noted, thatit is important'to select such ethers, the volatility of which is' sufiicientlydoweven at higher temperatures and which, on the other'handgremain liquid at room temperature andeven at lower outside temperatures in wintertime.
In comparison with the above-mentioned polyalkylencglycol-alkyl-ethers, the high boiling'ethers dealt with in the last paragraphs are distinctly different in so far as they contain only one, and no more than two, "oxygen atoms which have ether-like linkages within the molecule, and thus are free of polyalkylene-glycol groups.
The high boiling ethers may be either of symmetrical or unsymmetrical structure, and they may be used either singly or in a mixture of two or more.
The following are examples of high boiling ethers according to the present invention. It is to be understood that these are illustrative onlyof the numerous compounds which may be used. Specific compounds to be mentioned are:
Di-n-hexylether, di-n-octylether, di-n-nonylether, di-2- ethyl-hexylether, lauryl-2-ethylhexylether, -octadecen-9- yl-l-isobutylether, butandiol-(1,3)-monoctylether, butandiol (1,4) isobutyldodecylether, lauryl-cyclohexylether, nonyl-4-methylcyclohexylether, nonylbenzylether, tetrahydro-naphthylrnethyl-2-ethylhexylether, 'dodecylphenylether, octyl-B-tetralolether, 4-octylphenyl-Z-ethylhexylether, etc.; octadecenyl-4-methylbenzylether, tetrahydronaphthylmethyl-phenylor 'benzyl-ether, dibenzylether, and butandiol-( 1,4) -dibenzylether.
Ethers from paraffin fatty alcohols or their first runnings, as well as the oxoor naphthentic alcohols are particularly suitable. derstood as meaning the first distillate of a mixture 'of'alcohols obtained from high pressure hydrogenation of paraffin fatty acids wherein the alcohols of the mixture have a chain length of 6-9 carbon atoms.
Naphthenic acids as obtainable by raffination of mineral oils may be transformed into the corresponding naphthenic alcohols by high pressure reduction or by the process of Bouveault-Blanc. These alcohols may be easily reacted to form ethers, as, for instance, dinaphthenylether, naphthenyl-benzyland -2-ethylhexylether.
Solutions of sulphonic acid salts in hydrocarbons according to the invention may be produced in any desired order of succession, and may thus be adapted to the requirements in each particular case. Thus, a mixture of sulphonate with one or more of the inventive additions may be added to a hydrocarbon or a hydro-carbon 'oil.
The term first running is to be un- Also, it is possible to incorporate the inventive additions to a solution, a gel, or a suspension of sulphonates in hydrocarbons. The sulphonic acid salt mayalso be added to a solution of the inventive additions in hydrocarbons in thesame manner as mixtures of sulphonates withhydrocarbons, on the one hand, and of the inventive additions with hydrocarbons, on the other hand, may be dissolved within each other. "Often it is recommendable to carryout the mixing at higher temperatures of,.for example, 50 to 250 C., and preferably between and 200 C. When speaking herein of'inventiv e addition, both the polyalkyleneglycol derivatives, as well as the higher boiling ethers, both of which have been previously mentioned, are to be included, either individually or combined.
The lubricating oils compounded-as above described may, according to Ean'othcr feature of the invention, be further improved by the addition of naphthenates. The difficultics in 'dissolv'ingthem'do not occur in mixtures of the polyalkyleneglycol derivatives and higher boiling ethers. These naphthenates, and especially the basic alkaline earth naphthenates, also contributein themixture according to the invention to an improved detergent, dispersing, and neutralizing effect.
Finally, in some cases it is advisable to'add inhibitors to theadditive or the lubricating oils in'a manner known as such.
For practical reasons it is most advisable-to'realize the invention by producing a mixture of "salts of the surface-active sulphonic acids, the-etherized and/or ester'ized polyalkleneglycol derivatives and the higher boiling ethers without the polyglycol group. Sucha mixture forms a so-called additive, a suitable amount of which should be added in each respective case to the particular motor oil in question. When usingsuch additives, it has been found that a content in the higher boiling ethers improves the miscibility of the" additive with the basic oil extraordinarily. Asutricient amount of polyalkyleneglycol derivatives and higher boiling ethers readily permits the additive which'conta'ins' normally oil-insoluble sulphonates, to dissolve ain 'a basic oil at room temperature without any stirring apparatus.
The required amount in polyalkenyleneglycol 'derivatives may vary within wide limits, for example, from one percent by weight relative to sulphonate to "equal parts by weight or more. The particular amount --to 'be added depends upon the 'kind of sulp'honate applied, the kind of hydrocarbons used, and the desired viscosity of the solution or the degree of the desiredimpr'ovement of a motor oil..
Generally speaking, motor oils will be improved sufficiently by an addition of 2 to 7% of an additive consisting of the inventive combination of the mentioned additions. Very often an addition of 1% will be found to 'suflice, whereas in certain special cases up to 25% or more of such an additive will be of advantage.
The following examples may further elucidate the invention without, however, limiting the scope thereof.
EXAMPLE 1 From the watery solution of the sodium salt of a pctroleum sulphoacid with the average molecular weight of 325 to which calcium chloride was added, the corresponding calcium salt was produced. After drying the same, an attempt was made to dissolve 10 parts of this calcium salt at a temperature of 100 to C. in 200 parts by weight of a lubricating oil of a specific gravity at 20 C. of 0.882, a viscosity index of 81, a coking number according to Conradson of 0.11, and-without any gasoline-insoluble constituents. After cooling, however, a partial separation of the calcium salt again occurred.
If, however, 10 parts of the calciumpetroleumsulphonate are being stirred up with 10 parts oleylheptapropyleneglycolether and 10 parts of hexadecylhexylether, such mixture could be easily dissolved in 200 parts of the lubricating oil. This solution when cooled remained absolutely clear.
EXAMPLE 2 The calcium salt was formed of a Twitchell sulphonic acid which had been obtained in a known manner by a sulphonizing condensation of 1 mol. of oleic acid, 1 mol. of naphthalene, and 6 mol. of fuming sulphuric acid. 30 parts of such calcium salt, which otherwise is practically oil-insoluble, were stirred at 90 C. into a mixture of 650 parts of a parafiin base motor oil having a viscosity of 61 est. 50 C., viscosity index of 100, 30 parts of octadecenylhexapropyleneglycolether and five parts of di-tert.-butyl-p-cresol as an inhibitor. A motor oil was thus formed of high lubricating quality which strongly suppresses the normal wear and tear of the engine as compared with analogous oils. Furthermore, when such compounded oil was in use, it had a strong dispersing effect upon residues of combustion.
EXAMPLE 3 In 20 parts of cocolaurylpentaglycolether and 27 parts of laurylethylhexylether were dissolved under stirring and heating up to 150 C.:
35 parts bariummononaphthenate and 15 parts bariumalkylbenzolsulphonate,
wherein the alkyl radical corresponded to a chain with 14 C-atoms. Thereafter,
3 parts of di-tert.-butyl-p-cresol were added.
parts of this mixture were added to 95 parts of a basic oil which had been produced by a suitable mixture of Brightstoclo, machine-, and spindle-oils and had the following characteristics:
Density at 20 C 0.905 Solidifying point C 37 Viscosity at 50 C cst 44.9 Viscosity ind x 73 Coke constituents according to Conradson percent 0.2;
This oil mixture was subjected to a practical test in a passenger car, a Mercedes-Benz Model 170 V. Before the test, the pistons were removed from the engine and completely cleaned. The test run extended over 5500 km. during which the oil was changed at 500, 1500 and 3500 km.
At the end of the test run, the pistons had a perfect metallic appearance, all rings moved freely, and only small sludge traces showed in the piston ring grooves.
EXAMPLE 4 5% of an additive consisting of was dissolved in the oil described in detail in Example 3 and subjected to a practical test in a passenger car of the Volkswagen type, wherein the test conditions and oil change periods were the same as mentioned in Example l. Also in this case, all piston rings were found to be freely movable after the test. However, as compared with Example 3, the ring grooves were practically spotless, whereas parts of the piston skirt and the inside of the piston looked darker.
s EXAMPLE 5 For comparing the stability in storage of compounded oils, the lubricating qualities of two oils were measured on an Almen-Wieland apparatus. This well-known testing apparatus substantially consists of two halves of a bearing bushing which embrace a revolving shaft under a gradually increasing pressure. This rather complicated machine is designed so that every feature or characteristic of the object to be tested is carefully considered. Thus, for example, a recorded measurement may be obtained of the load to which the bearings may be subjected until they are welded together with the shaft.
Two differently compounded oils were storedin vessels of larger size. At intervals of several days, specimens were simultaneously withdrawn from both oils from the top as well as from the bottom for determining the lubricating qualities.
A basic oil with the following characteristics:
20 0.923. Viscosity at 20 C 460 cst. Viscosity at 98.9 C 10 est. Viscosity ndex 1 44. Solidifying point 19 C. Flash point 237 C., and
Coking residue according to Conrads0n 0.60%.
was mixed with 5% of an additive containing, aside from unsaponifiable organic compounds containing phosphorous and sulphur, an oil-soluble bariumpetroleumsulphonate in which the molecular weight of the acid was approx. 300. The additive had 10.5% of ash, 12.1% of sulphate ash, Ba 5.6%, S 4.4%. The compounded oil showed the following lubricating values in accordance with the storage periods mentioned:
Oil from Oil from the top, the botkg. tom, kg.
2 days 750 1, 150 7 day 550 700 EXAMPLE 6 The quality of the motor oils as improved according to the invention was likewise determined on the test stand which consisted primarily of a one-cylinder, 12 H. P. diesel engine, Model KDW 415 E, made by the Motoren- Werke Mannheim, and which, for measuring the output, was coupled with an electric generator. For each test run, the engine was provided with new pistons and new cylinder liners. Before each test run, the engine was tuned up by running it for 6 hours with the particular oil in question. Before the actual test run, the oil was removed and the piston once more taken out and examined. The test run lasted hours and 60 hours, respectively, under full load. During this time, all necessary data was determined, such as the output, the fuel consumption, the temperatures of the oil which were held constant by means of a thermostat, the cooling water and the exhaust gases, etc. After the test run, the pistons, bearings, etc. were examined, and the difference in weight of the piston rings before and after each test run was de- 4 termined. Furthermore, the qualities of the oil were examined before, during, and" after the test run:
The examples described as-follows were-'carried-out with afuel from the Middle East having 0.96% sulphur, and a paraffin baseoil S. A. E. 30 with a Viscosity at 20C. of 330 cst.
Viscosity at 98.9" C. of 11 cstr Viscosity index of 91.
Density at 20 C. of 0.889.
solidifying point of 24 C.
Flash point of 242 C. 7 Ash,- acidity, and saponifi'cation degree-of Coking residue accordingtoConradson of- 0.04%.
To this oil'were added or eachof the following. additives:
parts of:oleinalcoholsulphuric acid ester,
parts of naphth'e'riic acid,
675 parts of-Ba( OH) .8H O,
parts of an oxeth'ylation product of 1 mol.' of technical" laurylalcohol with 90% dodecylal'coholfand' 10%1 of? higher boiling fatty alcohols plus smelf of ethyleneoxide,
25 parts of lauryletliylh'exylether, and
3 parts of ethylhexylphenol;
20 parts of barium saltfofla; monoalkylbenzolsulphouic acid (moleculanweight approx; 360-) 30 parts of bariurndinaphtlienate;
30 parts of an ox'ethylationproduct oil 11 mol... of tech'inical laurylalcohol wit-hit 90%: of: dodecylalcohol-L and: 10% of higher-boiling fatty alcohols plus 5 mol. of ethyleneoxide,
17"p'arts'of dodecylethylhexylether, and
3 parts of ethylhexylphenol.
The results attained from the additives (a) and (b-),-
respectively, were as follows: 7
Length of time of the actual 120.
test run. Average driving load 102%r -r 93%. Average fuel consumption' 185'g./H. Rm. .lir. QOOgJ/H. P-efljllh Average exhaust temperature 449 O; 452 C.
Piston ring wear:
First Ring Second Ring J 7 Third Ring Lulinlricating capacity of the Before the test run After the test run (Measured on the Almen-Wieland machine and stated in load in kg. up' to Welding together with test bear-- mg.
Viscosity of the compounded Lubricating Oil measured' at 989 Before the test run- After the test run Viscosity inde'x Before the test run. After the test run 11.05 'cst 12.80 est Movability ofthering sa; 10. 0 10,0 Deposit in the-ring grooves; 8. 1 9. 6 Depositin the grooves of the oil control ring 10.0 9. 9 Deposit'ln'th'e slots'of theoil control ring' 10; 0 10.0 Metallic appearance of the outside of the piston 94 9. 6 Metallic appearance of the inside of the piston 101 O 9. 8
wherein R is an' alkylne radical having a minimum of 2 and a maximumof'3 carbonatoms, n is a' w'hole number betweenil and 20 and Y is an alkyl radical having at least 12 carbon atoms, and a high boiling-mono ether having a total of at least 12 carbon atoms and at least one of the radicalsof whichhas more than 6' carbon atoms, said polyalkylene glycol derivative being present in. anv amount of 1% to equal the weight of said sulfonic acid-salt and said polyalkylne glycol derivative and said high boiling other being present-in an amount suffi cient to cause dissolution of said'sulfonic acid salt in a lubricating oil.
deposition of resins,-lasp'halts and carbon in'the'oil, at least one polyalkyleneglycol derivative having the following general formula:
whereitTRisan alkylene'radical having'a' minimum of 2'and' a maximum. of 3"carb'on atoms, n'is'a whole inum= ber'between land 20, and wherein one of the groups X andY is hydrogen and the other of said groups X and Y is"s'electedffon1" the class consisting of alkylnar'yl, aralkyl; alkaryha'ndacylradicals havingat least 6 carhon atoms, aH'd Hf lEE I St 1 high boiling mono etherhaving a total of at least 12 carbon atoms and at least one of the radicals of which has at least 6 carbon atoms, said polyalkylene glycol derivative being-present in an amount of 1% to equal the weight of saidsulfonic acid salt and said sulfonic acid salt, said polyalkylene glycol derivative and higlr boilingwether being present in an amount of 125% of said product and in an amount suflicient of said polyalkylene glycol derivative and said high boiling ether to form a'solution of said sulphonic acid salt in said lubricating. oil.
3; A- new product consisting essentially'ofahydro carbon lubricating oillhaving dissolvedthere'in atleast one metal salt of a-surfaceactive sulphonic acid of at least 8 carbon atoms -in an amount sufficientto prevent deposition of resins, asphaltsand carbon in the oil, at least-onep'olyalkylene glycol derivative having the following'general formula:
X and Yis hydrogen and the other of'said groups Xand' Y is selected from the classconsisting of alkyl, aryl,
aralkyl, alkaryl and acyl radicals having at least 6 carbon atoms in an amount of 1% to equal the weight of said sulphonic acid salt, and at least 1 high boiling mono ether having a total of at least 12 carbon atoms and at least one of the radicals of which has at least 6 carbon atoms, said sulfonic acid salt, said polyalkylene glycol derivative and said high boiling ether being present in an amount of 27% of said product and in an amount suflicient of said polyalkylene glycol derivative and said high boiling ether to form a solution of said sulphonic acid salt in said lubricating oil, said polyaikylene glycol derivative and said high boiling ether being present in an amount of 1-25 of said product.
4. A new product consisting essentially of a hydrocarbon lubricating oil having dissolved therein at least one metal salt of a surface active sulphonic acid of at least 8 carbon atoms and at least one salt of a naphthenic acid in an amount suflicient to prevent deposition of resins, asphalts and carbon in the oil, at least one polyalkylene glycol derivative having the following general formula:
wherein R is an alkylene radical having a minimum of 2 and a maximum of 3 carbon atoms, 11 is a whole number between 1 and 20, and wherein one of the groups X and Y is hydrogen and the other of said groups X and Y is selected from the class consisting of alkyl, aryl, aralkyl, alkaryl and acyl radicals having at least 6 carbon atoms, and at least 1 high boiling mono ether having a total of at least 12 carbon atoms and at least one of the radicals of which has at least 6 carbon atoms, said polyalkylene glycol derivative and said high boiling ether being present in an amount sufficient to form a solution of said sulphonic acid salt and said naphthenic acid salt in said lubricating oil and to maintain said sulphonic acid and naphthenic acid salts in solution, thereby increasing the dispersing power for resins, asphalts and carbon of said sulphonic acid and naphthenic acid salts.
5. A new product consisting essentially of a hydrocarbon lubricating oil having dissolved therein at least one alkaline earth salt of a surface active sulphonic acid of at least 8 carbon atoms in an amount sufi'icient to prevent deposition of resins, asphalts and carbon in the oil, at least one polyalkylene glycol derivative having the following general formula:
wherein R is an alkylene radical having a minimum of 2 and a maximum of 3 carbon atoms, 11 is a whole number between 1 and 20, and wherein one of the groups X and Y is hydrogen and the other of said groups X and Y is selected from the class consisting of alkyl, aryl, aralkyl, alkaryl and acyl radicals having at least 6 carbon atoms, and at least 1 high boiling mono ether having a total of at least 12 carbon atoms and at least one of the radicals of which has at least 6 carbon atoms, said polyalkylene glycol derivative being present in an amount of 1% to equal the weight of said sulfonic acid salt and said sulfonic acid salt, said polyalkylene glycol derivative and high boiling ether being present in an amount of 125% of said product and in an amount sufficient of said polyalkylene glycol derivative and said high boiling ether to form a solution of said sulphonic acid salt in said lubricating oil.
6. A new composition of matter suitable as an additive for hydrocarbon lubricating oils, said composition consisting essentially of at least one metal salt of a surface active sulphonic acid of at least 8 carbon atoms, at least one polyalkylene glycol derivative having the following general formula:
wherein R is an alkylene radical having a minimum of 2 and a maximum of 3 carbon atoms, n is a whole number between 1 and 20, and wherein one of the groups X and Y is hydrogen and the other of said groups X and Y is selected from the class consisting of alkyl, aryl, aralkyl, alkaryl and acyl radicals having at least 6 carbon atoms, and at least 1 high boiling monoether having a total of at least 12 carbon atoms and at least one of the radicals of which has at least 6 carbon atoms, said polyalkylene glycol derivative being present in an amount of 1% to equal the weight of said sulfonic acid salt and said polyalkylene glycol derivative and high boiling ether being present in an amount sufiicient to cause dissolution of said sulphonic acid salt in a hydrocarbon lubricating oil.
7. A new composition of matter suitable as an additive for hydrocarbon lubricating oils, said composition consisting essentially of at least one metal salt of a surface active sulphonic acid of at least 8 carbon atoms, at least one salt of a naphthenic acid, at least one polyalkylene glycol derivative having the following general formula:
wherein R is an alkylene radical having a minimum of 2 and a maximum of 3 carbon atoms, n is a whole number between 1 and 20, and wherein one of the groups X and Y is hydrogen and the other of said groups X and Y is selected from the class consisting of alkyl, aryl, aralkyl, alkaryl and acyl radicals having at least 6 carbon atoms, and at least 1 high boiling monoether having a total of at least 12 carbon atoms and at least one of the radicals of which has at least 6 carbon atoms, said polyalkylene glycol derivative being present in an amount of 1% to equal the weight of said sulfonic acid salt and said polyalkylene glycol derivative and high boiling ether being present in an amount sufficient to cause dissolution of said sulphonic acid salt and said naphthenic acid salt in a hydrocarbon lubricating oil.
References Cited in the file of this patent UNITED STATES PATENTS 2,565,403 Sproule et a1 Aug. 21, 1951 FOREIGN PATENTS 676,625 Great Britain July 30, 1952
Claims (1)
- 4. A NEW PRODUCT CONSISTING ESSENTIALLY OF A HYDROCARBON LUBRICATING OIL HAVING DISSOLVED THEREIN AT LEAST ONE METAL SALT OF A SURFACE ACTIVE SULPHONIC ACID OF AT LEAST 8 CARBON ATOMS AND AT LEAST ONE SALT OF A NAPHTHENIC ACID IN AN AMOUNT SUFFICIENT TO PREVENT DEPOSITION OF RESINS, ASPHALTS AND CARBON IN THE OIL, AT LEAST ONE POLYALKYLENE GLYCOL DERIVATIVE HAVING THE FOLLOWING GENERAL FORMULA:
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DER19033A DE1013026B (en) | 1953-07-07 | 1953-07-07 | Additive mixture to hydrocarbon oils, especially lubricating and motor oils |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US2850455A true US2850455A (en) | 1958-09-02 |
Family
ID=7400334
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US441664A Expired - Lifetime US2850455A (en) | 1953-07-07 | 1954-07-06 | Lubricating oil compositions and additives for lubricating oils |
Country Status (4)
| Country | Link |
|---|---|
| US (1) | US2850455A (en) |
| CH (1) | CH330830A (en) |
| DE (1) | DE1013026B (en) |
| GB (1) | GB792703A (en) |
Cited By (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2977305A (en) * | 1958-03-31 | 1961-03-28 | California Research Corp | Lubricating oil composition |
| US3004917A (en) * | 1959-05-14 | 1961-10-17 | Exxon Research Engineering Co | Oil compositions containing rust inhibitors |
| US3121687A (en) * | 1958-06-30 | 1964-02-18 | Sinclair Research Inc | Lubricating oil compositions containing sulfonates |
| US3123570A (en) * | 1964-03-03 | Lubricating oil composition of improved | ||
| US3898168A (en) * | 1972-07-21 | 1975-08-05 | Standard Oil Co | Prevention of magnesium carbonate precipitation by water from crankcase oil containing high base magnesium sulfonate |
| US5249446A (en) * | 1991-07-19 | 1993-10-05 | Aluminum Company Of America | Process for making an aluminum alloy finstock lubricated by a water-microemulsifiable composition |
| WO2000052117A1 (en) * | 1999-03-04 | 2000-09-08 | Rohmax Additives Gmbh | Engine oil composition with reduced deposit-formation tendency |
| US20080241740A1 (en) * | 2007-03-29 | 2008-10-02 | Fujifilm Corporation | Lithographic printing plate precursor and method of preparing lithographic printing plate |
| WO2013028453A1 (en) * | 2011-08-24 | 2013-02-28 | Flowchem, Ltd. | Fuel additive and fuel composition |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NL104534C (en) * | 1957-11-26 |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2565403A (en) * | 1948-04-27 | 1951-08-21 | Standard Oil Dev Co | Textile oils |
| GB676625A (en) * | 1949-01-24 | 1952-07-30 | Standard Oil Dev Co | Lubricating oil additives |
-
1953
- 1953-07-07 DE DER19033A patent/DE1013026B/en active Pending
-
1954
- 1954-07-01 CH CH330830D patent/CH330830A/en unknown
- 1954-07-06 US US441664A patent/US2850455A/en not_active Expired - Lifetime
- 1954-07-07 GB GB19955/54A patent/GB792703A/en not_active Expired
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2565403A (en) * | 1948-04-27 | 1951-08-21 | Standard Oil Dev Co | Textile oils |
| GB676625A (en) * | 1949-01-24 | 1952-07-30 | Standard Oil Dev Co | Lubricating oil additives |
Cited By (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3123570A (en) * | 1964-03-03 | Lubricating oil composition of improved | ||
| US2977305A (en) * | 1958-03-31 | 1961-03-28 | California Research Corp | Lubricating oil composition |
| US3121687A (en) * | 1958-06-30 | 1964-02-18 | Sinclair Research Inc | Lubricating oil compositions containing sulfonates |
| US3004917A (en) * | 1959-05-14 | 1961-10-17 | Exxon Research Engineering Co | Oil compositions containing rust inhibitors |
| US3898168A (en) * | 1972-07-21 | 1975-08-05 | Standard Oil Co | Prevention of magnesium carbonate precipitation by water from crankcase oil containing high base magnesium sulfonate |
| US5249446A (en) * | 1991-07-19 | 1993-10-05 | Aluminum Company Of America | Process for making an aluminum alloy finstock lubricated by a water-microemulsifiable composition |
| WO2000052117A1 (en) * | 1999-03-04 | 2000-09-08 | Rohmax Additives Gmbh | Engine oil composition with reduced deposit-formation tendency |
| US6458750B1 (en) | 1999-03-04 | 2002-10-01 | Rohmax Additives Gmbh | Engine oil composition with reduced deposit-formation tendency |
| JP2002538266A (en) * | 1999-03-04 | 2002-11-12 | ローマックス アディティヴス ゲゼルシャフト ミット ベシュレンクテル ハフツング | Engine oil compositions having a low tendency to form deposits |
| US20080241740A1 (en) * | 2007-03-29 | 2008-10-02 | Fujifilm Corporation | Lithographic printing plate precursor and method of preparing lithographic printing plate |
| US8361700B2 (en) | 2007-03-29 | 2013-01-29 | Fujifilm Corporation | Lithographic printing plate precursor and method of preparing lithographic printing plate |
| WO2013028453A1 (en) * | 2011-08-24 | 2013-02-28 | Flowchem, Ltd. | Fuel additive and fuel composition |
Also Published As
| Publication number | Publication date |
|---|---|
| DE1013026B (en) | 1957-08-01 |
| GB792703A (en) | 1958-04-02 |
| CH330830A (en) | 1958-06-30 |
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