NL8901332A - Smeermiddel-preparaten. - Google Patents
Smeermiddel-preparaten. Download PDFInfo
- Publication number
- NL8901332A NL8901332A NL8901332A NL8901332A NL8901332A NL 8901332 A NL8901332 A NL 8901332A NL 8901332 A NL8901332 A NL 8901332A NL 8901332 A NL8901332 A NL 8901332A NL 8901332 A NL8901332 A NL 8901332A
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- NL
- Netherlands
- Prior art keywords
- mixture
- groups
- group
- oil
- parts
- Prior art date
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- 239000000314 lubricant Substances 0.000 title claims description 64
- 238000002360 preparation method Methods 0.000 title claims description 62
- 239000000203 mixture Substances 0.000 claims abstract description 327
- 239000003921 oil Substances 0.000 claims abstract description 154
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 140
- -1 amine compound Chemical class 0.000 claims abstract description 115
- 229910052751 metal Inorganic materials 0.000 claims abstract description 79
- 239000002184 metal Substances 0.000 claims abstract description 79
- 150000003839 salts Chemical class 0.000 claims abstract description 68
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 59
- 125000001424 substituent group Chemical group 0.000 claims abstract description 57
- 229920000098 polyolefin Polymers 0.000 claims abstract description 50
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims abstract description 37
- NAGJZTKCGNOGPW-UHFFFAOYSA-N dithiophosphoric acid Chemical class OP(O)(S)=S NAGJZTKCGNOGPW-UHFFFAOYSA-N 0.000 claims abstract description 33
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims abstract description 27
- 150000001733 carboxylic acid esters Chemical class 0.000 claims abstract description 23
- 230000002378 acidificating effect Effects 0.000 claims abstract description 18
- 229910052784 alkaline earth metal Inorganic materials 0.000 claims abstract description 18
- 230000007935 neutral effect Effects 0.000 claims abstract description 16
- 238000009472 formulation Methods 0.000 claims abstract description 15
- 238000002485 combustion reaction Methods 0.000 claims abstract description 8
- 150000002894 organic compounds Chemical class 0.000 claims abstract description 8
- 229920001281 polyalkylene Polymers 0.000 claims abstract description 7
- 229920000768 polyamine Polymers 0.000 claims description 82
- 150000001412 amines Chemical class 0.000 claims description 74
- 239000002253 acid Substances 0.000 claims description 71
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims description 63
- 239000011572 manganese Substances 0.000 claims description 48
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims description 45
- 150000002430 hydrocarbons Chemical class 0.000 claims description 44
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 41
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims description 36
- 150000007513 acids Chemical class 0.000 claims description 36
- 229930195733 hydrocarbon Natural products 0.000 claims description 33
- 239000004215 Carbon black (E152) Substances 0.000 claims description 31
- 229920001577 copolymer Polymers 0.000 claims description 28
- 150000002148 esters Chemical class 0.000 claims description 28
- 125000002730 succinyl group Chemical group C(CCC(=O)*)(=O)* 0.000 claims description 27
- 150000001298 alcohols Chemical class 0.000 claims description 26
- 150000001336 alkenes Chemical group 0.000 claims description 23
- 239000011701 zinc Substances 0.000 claims description 23
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 21
- 125000002947 alkylene group Chemical group 0.000 claims description 20
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 20
- 125000001931 aliphatic group Chemical group 0.000 claims description 17
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 claims description 16
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 16
- 229910052725 zinc Inorganic materials 0.000 claims description 16
- VQTUBCCKSQIDNK-UHFFFAOYSA-N Isobutene Chemical compound CC(C)=C VQTUBCCKSQIDNK-UHFFFAOYSA-N 0.000 claims description 15
- CYQAYERJWZKYML-UHFFFAOYSA-N phosphorus pentasulfide Chemical compound S1P(S2)(=S)SP3(=S)SP1(=S)SP2(=S)S3 CYQAYERJWZKYML-UHFFFAOYSA-N 0.000 claims description 15
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims description 12
- 125000003118 aryl group Chemical group 0.000 claims description 10
- 239000010705 motor oil Substances 0.000 claims description 10
- 239000011133 lead Substances 0.000 claims description 9
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 claims description 8
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 8
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 claims description 8
- 239000010949 copper Substances 0.000 claims description 7
- 229920001083 polybutene Polymers 0.000 claims description 7
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 claims description 6
- 125000004429 atom Chemical group 0.000 claims description 6
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 claims description 5
- 229910052799 carbon Inorganic materials 0.000 claims description 5
- 229910052802 copper Inorganic materials 0.000 claims description 5
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 5
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 claims description 5
- GGQQNYXPYWCUHG-RMTFUQJTSA-N (3e,6e)-deca-3,6-diene Chemical group CCC\C=C\C\C=C\CC GGQQNYXPYWCUHG-RMTFUQJTSA-N 0.000 claims description 4
- DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 claims description 4
- FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 claims description 4
- FBPFZTCFMRRESA-JGWLITMVSA-N D-glucitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-JGWLITMVSA-N 0.000 claims description 4
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 claims description 4
- 239000004743 Polypropylene Substances 0.000 claims description 4
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 claims description 4
- 229920001155 polypropylene Polymers 0.000 claims description 4
- 239000000600 sorbitol Substances 0.000 claims description 4
- 239000011135 tin Substances 0.000 claims description 4
- 229910052718 tin Inorganic materials 0.000 claims description 4
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 3
- ZOKXTWBITQBERF-UHFFFAOYSA-N Molybdenum Chemical compound [Mo] ZOKXTWBITQBERF-UHFFFAOYSA-N 0.000 claims description 3
- 229910052782 aluminium Inorganic materials 0.000 claims description 3
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 claims description 3
- 229910017052 cobalt Inorganic materials 0.000 claims description 3
- 239000010941 cobalt Substances 0.000 claims description 3
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 claims description 3
- WPBNNNQJVZRUHP-UHFFFAOYSA-L manganese(2+);methyl n-[[2-(methoxycarbonylcarbamothioylamino)phenyl]carbamothioyl]carbamate;n-[2-(sulfidocarbothioylamino)ethyl]carbamodithioate Chemical compound [Mn+2].[S-]C(=S)NCCNC([S-])=S.COC(=O)NC(=S)NC1=CC=CC=C1NC(=S)NC(=O)OC WPBNNNQJVZRUHP-UHFFFAOYSA-L 0.000 claims description 3
- 229910052750 molybdenum Inorganic materials 0.000 claims description 3
- 239000011733 molybdenum Substances 0.000 claims description 3
- SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 claims description 3
- 229910052759 nickel Inorganic materials 0.000 claims description 3
- 229910052742 iron Inorganic materials 0.000 claims description 2
- 125000000962 organic group Chemical group 0.000 claims description 2
- 239000010687 lubricating oil Substances 0.000 abstract description 34
- 125000001183 hydrocarbyl group Chemical group 0.000 abstract description 29
- 239000000654 additive Substances 0.000 abstract description 12
- 238000005461 lubrication Methods 0.000 abstract description 4
- 230000001050 lubricating effect Effects 0.000 abstract description 2
- 235000019198 oils Nutrition 0.000 description 144
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 89
- 238000012360 testing method Methods 0.000 description 76
- 239000002480 mineral oil Substances 0.000 description 57
- 235000010446 mineral oil Nutrition 0.000 description 57
- 239000000243 solution Substances 0.000 description 57
- 239000000047 product Substances 0.000 description 51
- 229910052757 nitrogen Inorganic materials 0.000 description 49
- 238000006243 chemical reaction Methods 0.000 description 46
- 239000000706 filtrate Substances 0.000 description 41
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 39
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 34
- 239000005977 Ethylene Substances 0.000 description 34
- 238000000034 method Methods 0.000 description 32
- 229960004592 isopropanol Drugs 0.000 description 30
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 27
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 27
- 239000011541 reaction mixture Substances 0.000 description 27
- 239000000126 substance Substances 0.000 description 24
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 23
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 23
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 22
- 125000000217 alkyl group Chemical group 0.000 description 22
- 239000011574 phosphorus Substances 0.000 description 22
- 229910052698 phosphorus Inorganic materials 0.000 description 22
- 239000011593 sulfur Substances 0.000 description 22
- 229910052717 sulfur Inorganic materials 0.000 description 22
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 21
- 239000003153 chemical reaction reagent Substances 0.000 description 21
- 239000007858 starting material Substances 0.000 description 21
- 150000003460 sulfonic acids Chemical class 0.000 description 20
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 18
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 18
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 18
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 17
- 239000004034 viscosity adjusting agent Substances 0.000 description 17
- 150000001875 compounds Chemical class 0.000 description 15
- 150000002989 phenols Chemical class 0.000 description 15
- 229920000642 polymer Polymers 0.000 description 15
- 235000011044 succinic acid Nutrition 0.000 description 15
- BWDBEAQIHAEVLV-UHFFFAOYSA-N 6-methylheptan-1-ol Chemical compound CC(C)CCCCCO BWDBEAQIHAEVLV-UHFFFAOYSA-N 0.000 description 14
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 description 14
- 229920002367 Polyisobutene Polymers 0.000 description 14
- 239000002270 dispersing agent Substances 0.000 description 14
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 14
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 13
- 239000011787 zinc oxide Substances 0.000 description 13
- FALRKNHUBBKYCC-UHFFFAOYSA-N 2-(chloromethyl)pyridine-3-carbonitrile Chemical compound ClCC1=NC=CC=C1C#N FALRKNHUBBKYCC-UHFFFAOYSA-N 0.000 description 12
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 12
- KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 12
- ZSIAUFGUXNUGDI-UHFFFAOYSA-N hexan-1-ol Chemical compound CCCCCCO ZSIAUFGUXNUGDI-UHFFFAOYSA-N 0.000 description 12
- 239000003973 paint Substances 0.000 description 12
- 238000007127 saponification reaction Methods 0.000 description 12
- 229940014800 succinic anhydride Drugs 0.000 description 12
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 11
- 229910052783 alkali metal Inorganic materials 0.000 description 11
- 239000001569 carbon dioxide Substances 0.000 description 11
- 229910002092 carbon dioxide Inorganic materials 0.000 description 11
- 239000000460 chlorine Substances 0.000 description 11
- 238000003756 stirring Methods 0.000 description 11
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 10
- RYYWUUFWQRZTIU-UHFFFAOYSA-N Thiophosphoric acid Chemical compound OP(O)(S)=O RYYWUUFWQRZTIU-UHFFFAOYSA-N 0.000 description 10
- 238000007664 blowing Methods 0.000 description 10
- 150000001735 carboxylic acids Chemical class 0.000 description 10
- 238000010438 heat treatment Methods 0.000 description 10
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 9
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 9
- 150000001299 aldehydes Chemical class 0.000 description 9
- 150000008064 anhydrides Chemical class 0.000 description 9
- 230000015572 biosynthetic process Effects 0.000 description 9
- 239000003599 detergent Substances 0.000 description 9
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 9
- 239000007788 liquid Substances 0.000 description 9
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- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 9
- LJKQIQSBHFNMDV-UHFFFAOYSA-N 7-thiabicyclo[4.1.0]hepta-2,4-dien-6-ol Chemical class C1=CC=CC2(O)C1S2 LJKQIQSBHFNMDV-UHFFFAOYSA-N 0.000 description 8
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 8
- RPNUMPOLZDHAAY-UHFFFAOYSA-N Diethylenetriamine Chemical compound NCCNCCN RPNUMPOLZDHAAY-UHFFFAOYSA-N 0.000 description 8
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 8
- 150000001447 alkali salts Chemical class 0.000 description 8
- QVQLCTNNEUAWMS-UHFFFAOYSA-N barium oxide Chemical compound [Ba]=O QVQLCTNNEUAWMS-UHFFFAOYSA-N 0.000 description 8
- 229910052801 chlorine Inorganic materials 0.000 description 8
- LQZZUXJYWNFBMV-UHFFFAOYSA-N dodecan-1-ol Chemical compound CCCCCCCCCCCCO LQZZUXJYWNFBMV-UHFFFAOYSA-N 0.000 description 8
- 239000000446 fuel Substances 0.000 description 8
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 8
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- 235000019271 petrolatum Nutrition 0.000 description 8
- 150000003138 primary alcohols Chemical class 0.000 description 8
- 239000010802 sludge Substances 0.000 description 8
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 7
- 239000002585 base Substances 0.000 description 7
- 239000007795 chemical reaction product Substances 0.000 description 7
- 238000000354 decomposition reaction Methods 0.000 description 7
- 230000032050 esterification Effects 0.000 description 7
- 238000005886 esterification reaction Methods 0.000 description 7
- 239000003607 modifier Substances 0.000 description 7
- 229940059574 pentaerithrityl Drugs 0.000 description 7
- 238000010926 purge Methods 0.000 description 7
- 150000003444 succinic acids Chemical class 0.000 description 7
- 230000035322 succinylation Effects 0.000 description 7
- 238000010613 succinylation reaction Methods 0.000 description 7
- YIWUKEYIRIRTPP-UHFFFAOYSA-N 2-ethylhexan-1-ol Chemical compound CCCCC(CC)CO YIWUKEYIRIRTPP-UHFFFAOYSA-N 0.000 description 6
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 6
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 6
- WMFOQBRAJBCJND-UHFFFAOYSA-M Lithium hydroxide Chemical compound [Li+].[OH-] WMFOQBRAJBCJND-UHFFFAOYSA-M 0.000 description 6
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- 238000009835 boiling Methods 0.000 description 6
- BTANRVKWQNVYAZ-UHFFFAOYSA-N butan-2-ol Chemical compound CCC(C)O BTANRVKWQNVYAZ-UHFFFAOYSA-N 0.000 description 6
- 239000000470 constituent Substances 0.000 description 6
- 239000002826 coolant Substances 0.000 description 6
- 150000001993 dienes Chemical class 0.000 description 6
- 235000014113 dietary fatty acids Nutrition 0.000 description 6
- 239000003085 diluting agent Substances 0.000 description 6
- 238000004821 distillation Methods 0.000 description 6
- UYMKPFRHYYNDTL-UHFFFAOYSA-N ethenamine Chemical compound NC=C UYMKPFRHYYNDTL-UHFFFAOYSA-N 0.000 description 6
- 239000000194 fatty acid Substances 0.000 description 6
- 229930195729 fatty acid Natural products 0.000 description 6
- 239000001530 fumaric acid Substances 0.000 description 6
- 235000011087 fumaric acid Nutrition 0.000 description 6
- 150000002440 hydroxy compounds Chemical class 0.000 description 6
- 150000003949 imides Chemical class 0.000 description 6
- ZXEKIIBDNHEJCQ-UHFFFAOYSA-N isobutanol Chemical compound CC(C)CO ZXEKIIBDNHEJCQ-UHFFFAOYSA-N 0.000 description 6
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 6
- 229910052753 mercury Inorganic materials 0.000 description 6
- 238000002156 mixing Methods 0.000 description 6
- 239000000178 monomer Substances 0.000 description 6
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 6
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- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 6
- CXMXRPHRNRROMY-UHFFFAOYSA-N sebacic acid Chemical compound OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 description 6
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 5
- 150000001342 alkaline earth metals Chemical class 0.000 description 5
- OBETXYAYXDNJHR-UHFFFAOYSA-N alpha-ethylcaproic acid Natural products CCCCC(CC)C(O)=O OBETXYAYXDNJHR-UHFFFAOYSA-N 0.000 description 5
- DTOSIQBPPRVQHS-PDBXOOCHSA-N alpha-linolenic acid Chemical class CC\C=C/C\C=C/C\C=C/CCCCCCCC(O)=O DTOSIQBPPRVQHS-PDBXOOCHSA-N 0.000 description 5
- 150000001408 amides Chemical class 0.000 description 5
- 230000003542 behavioural effect Effects 0.000 description 5
- 239000011575 calcium Substances 0.000 description 5
- 239000012141 concentrate Substances 0.000 description 5
- 239000007859 condensation product Substances 0.000 description 5
- 238000007796 conventional method Methods 0.000 description 5
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- 238000005260 corrosion Methods 0.000 description 5
- 230000007797 corrosion Effects 0.000 description 5
- POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical compound CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 description 5
- 238000001914 filtration Methods 0.000 description 5
- 238000005227 gel permeation chromatography Methods 0.000 description 5
- 239000000543 intermediate Substances 0.000 description 5
- 150000002924 oxiranes Chemical class 0.000 description 5
- 239000005077 polysulfide Substances 0.000 description 5
- 229920001021 polysulfide Polymers 0.000 description 5
- 150000008117 polysulfides Polymers 0.000 description 5
- 229920006395 saturated elastomer Polymers 0.000 description 5
- 150000003333 secondary alcohols Chemical class 0.000 description 5
- 239000011734 sodium Substances 0.000 description 5
- 229910052708 sodium Inorganic materials 0.000 description 5
- 239000001384 succinic acid Substances 0.000 description 5
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 5
- 150000003871 sulfonates Chemical class 0.000 description 5
- 239000000725 suspension Substances 0.000 description 5
- 150000003751 zinc Chemical class 0.000 description 5
- OBETXYAYXDNJHR-SSDOTTSWSA-M (2r)-2-ethylhexanoate Chemical compound CCCC[C@@H](CC)C([O-])=O OBETXYAYXDNJHR-SSDOTTSWSA-M 0.000 description 4
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 4
- KJCVRFUGPWSIIH-UHFFFAOYSA-N 1-naphthol Chemical compound C1=CC=C2C(O)=CC=CC2=C1 KJCVRFUGPWSIIH-UHFFFAOYSA-N 0.000 description 4
- VILCJCGEZXAXTO-UHFFFAOYSA-N 2,2,2-tetramine Chemical compound NCCNCCNCCN VILCJCGEZXAXTO-UHFFFAOYSA-N 0.000 description 4
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 4
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- MQHSFMJHURNQIE-UHFFFAOYSA-N tetrakis(2-ethylhexyl) silicate Chemical compound CCCCC(CC)CO[Si](OCC(CC)CCCC)(OCC(CC)CCCC)OCC(CC)CCCC MQHSFMJHURNQIE-UHFFFAOYSA-N 0.000 description 1
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 description 1
- ZUEKXCXHTXJYAR-UHFFFAOYSA-N tetrapropan-2-yl silicate Chemical compound CC(C)O[Si](OC(C)C)(OC(C)C)OC(C)C ZUEKXCXHTXJYAR-UHFFFAOYSA-N 0.000 description 1
- 150000003558 thiocarbamic acid derivatives Chemical class 0.000 description 1
- KHPCPRHQVVSZAH-UHFFFAOYSA-N trans-cinnamyl beta-D-glucopyranoside Chemical class OC1C(O)C(O)C(CO)OC1OCC=CC1=CC=CC=C1 KHPCPRHQVVSZAH-UHFFFAOYSA-N 0.000 description 1
- 238000007056 transamidation reaction Methods 0.000 description 1
- 238000005809 transesterification reaction Methods 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- 125000002889 tridecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 description 1
- 125000002948 undecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 229930195735 unsaturated hydrocarbon Natural products 0.000 description 1
- 229940005605 valeric acid Drugs 0.000 description 1
- 239000002966 varnish Substances 0.000 description 1
- 235000015112 vegetable and seed oil Nutrition 0.000 description 1
- 239000008158 vegetable oil Substances 0.000 description 1
- 229920001567 vinyl ester resin Polymers 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 239000002023 wood Substances 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
- 239000004246 zinc acetate Substances 0.000 description 1
- UGZADUVQMDAIAO-UHFFFAOYSA-L zinc hydroxide Chemical compound [OH-].[OH-].[Zn+2] UGZADUVQMDAIAO-UHFFFAOYSA-L 0.000 description 1
- 229910021511 zinc hydroxide Inorganic materials 0.000 description 1
- 229940007718 zinc hydroxide Drugs 0.000 description 1
- OFCLICZRRNTIOR-UHFFFAOYSA-L zinc;dioctoxy-sulfanylidene-sulfido-$l^{5}-phosphane Chemical compound [Zn+2].CCCCCCCCOP([S-])(=S)OCCCCCCCC.CCCCCCCCOP([S-])(=S)OCCCCCCCC OFCLICZRRNTIOR-UHFFFAOYSA-L 0.000 description 1
Classifications
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- C—CHEMISTRY; METALLURGY
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- F—MECHANICAL ENGINEERING; LIGHTING; HEATING; WEAPONS; BLASTING
- F02—COMBUSTION ENGINES; HOT-GAS OR COMBUSTION-PRODUCT ENGINE PLANTS
- F02B—INTERNAL-COMBUSTION PISTON ENGINES; COMBUSTION ENGINES IN GENERAL
- F02B1/00—Engines characterised by fuel-air mixture compression
- F02B1/02—Engines characterised by fuel-air mixture compression with positive ignition
- F02B1/04—Engines characterised by fuel-air mixture compression with positive ignition with fuel-air mixture admission into cylinder
-
- F—MECHANICAL ENGINEERING; LIGHTING; HEATING; WEAPONS; BLASTING
- F02—COMBUSTION ENGINES; HOT-GAS OR COMBUSTION-PRODUCT ENGINE PLANTS
- F02B—INTERNAL-COMBUSTION PISTON ENGINES; COMBUSTION ENGINES IN GENERAL
- F02B75/00—Other engines
- F02B75/12—Other methods of operation
- F02B2075/125—Direct injection in the combustion chamber for spark ignition engines, i.e. not in pre-combustion chamber
-
- F—MECHANICAL ENGINEERING; LIGHTING; HEATING; WEAPONS; BLASTING
- F02—COMBUSTION ENGINES; HOT-GAS OR COMBUSTION-PRODUCT ENGINE PLANTS
- F02F—CYLINDERS, PISTONS OR CASINGS, FOR COMBUSTION ENGINES; ARRANGEMENTS OF SEALINGS IN COMBUSTION ENGINES
- F02F7/00—Casings, e.g. crankcases or frames
- F02F7/006—Camshaft or pushrod housings
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Chemistry (AREA)
- Lubricants (AREA)
- Photoreceptors In Electrophotography (AREA)
- Steroid Compounds (AREA)
- Medicines Containing Antibodies Or Antigens For Use As Internal Diagnostic Agents (AREA)
- Seal Device For Vehicle (AREA)
- Noodles (AREA)
- Window Of Vehicle (AREA)
- Medicines Containing Plant Substances (AREA)
Applications Claiming Priority (4)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US20611388 | 1988-06-13 | ||
US07/206,113 US4981602A (en) | 1988-06-13 | 1988-06-13 | Lubricating oil compositions and concentrates |
US24203888 | 1988-09-08 | ||
US07/242,038 US4904401A (en) | 1988-06-13 | 1988-09-08 | Lubricating oil compositions |
Publications (1)
Publication Number | Publication Date |
---|---|
NL8901332A true NL8901332A (nl) | 1989-12-01 |
Family
ID=26901046
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
NL8901332A NL8901332A (nl) | 1988-06-13 | 1989-05-26 | Smeermiddel-preparaten. |
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US (1) | US4904401A (ro) |
EP (1) | EP0379566B1 (ro) |
AT (1) | ATE113981T1 (ro) |
AU (1) | AU609990B2 (ro) |
CA (1) | CA1333483C (ro) |
DE (2) | DE68919344T2 (ro) |
DK (1) | DK258089A (ro) |
FI (1) | FI892557A (ro) |
GB (1) | GB2222601B (ro) |
HK (1) | HK41492A (ro) |
HU (1) | HU209322B (ro) |
IL (1) | IL90405A (ro) |
MX (1) | MX163671B (ro) |
MY (1) | MY105206A (ro) |
NL (1) | NL8901332A (ro) |
NO (1) | NO175869C (ro) |
RO (1) | RO109861B1 (ro) |
SE (1) | SE8901898L (ro) |
SG (1) | SG16492G (ro) |
WO (1) | WO1989012668A1 (ro) |
Families Citing this family (85)
Publication number | Priority date | Publication date | Assignee | Title |
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GB8522052D0 (en) * | 1985-09-05 | 1985-10-09 | Ici Plc | Polymerisation process |
US4957649A (en) * | 1988-08-01 | 1990-09-18 | The Lubrizol Corporation | Lubricating oil compositions and concentrates |
US5232614A (en) * | 1989-02-23 | 1993-08-03 | Exxon Chemical Patents Inc. | Lubricating oil compositions and additives for use therein |
US5490945A (en) * | 1991-04-19 | 1996-02-13 | The Lubrizol Corporation | Lubricating compositions and concentrates |
CA2085614A1 (en) * | 1991-04-19 | 1992-10-20 | Mary F. Salomon | Lubricating compositions |
US5449470A (en) * | 1991-04-19 | 1995-09-12 | The Lubrizol Corporation | Overbased alkali salts and methods for making same |
US5614480A (en) * | 1991-04-19 | 1997-03-25 | The Lubrizol Corporation | Lubricating compositions and concentrates |
US5562864A (en) * | 1991-04-19 | 1996-10-08 | The Lubrizol Corporation | Lubricating compositions and concentrates |
US5300242A (en) * | 1992-03-05 | 1994-04-05 | The Lubrizol Corporation | Metal overbased and gelled natural oils |
GB9225337D0 (en) * | 1992-12-03 | 1993-01-27 | Exxon Chemical Patents Inc | Lubricating oil additives |
US6004910A (en) * | 1994-04-28 | 1999-12-21 | Exxon Chemical Patents Inc. | Crankcase lubricant for modern heavy duty diesel and gasoline fueled engines |
WO1995029976A1 (en) † | 1994-04-28 | 1995-11-09 | Exxon Chemical Patents Inc. | Crankcase lubricant for modern heavy duty diesel and gasoline fueled engines |
EP0684298A3 (en) | 1994-05-23 | 1996-04-03 | Lubrizol Corp | Compositions for increasing the shelf life of seals and the lubricants and functional fluids containing them. |
ES2137527T3 (es) * | 1994-06-16 | 1999-12-16 | Exxon Chemical Ltd | Composiciones lubricantes multigrado que no contienen modificador de la viscosidad. |
TW425425B (en) | 1994-08-03 | 2001-03-11 | Lubrizol Corp | Lubricating compositions, concentrates, and greases containing the combination of an organic polysulfide and an overbased composition or a phosphorus or boron compound |
US5719107A (en) * | 1996-08-09 | 1998-02-17 | Exxon Chemical Patents Inc | Crankcase lubricant for heavy duty diesel oil |
GB9813070D0 (en) * | 1998-06-17 | 1998-08-19 | Exxon Chemical Patents Inc | Lubricant compositions |
US6860241B2 (en) | 1999-06-16 | 2005-03-01 | Dober Chemical Corp. | Fuel filter including slow release additive |
US6407272B1 (en) | 1999-07-14 | 2002-06-18 | Arizona Chemical Company | Secondary alcohol esters of hydroxyacids and uses thereof |
DE60232225D1 (de) | 2001-02-07 | 2009-06-18 | Lubrizol Corp | Bor enthaltende schmierölzusammensetzung mit niedrigem schwefel- und phosphorgehalt |
EP1360264B1 (en) | 2001-02-07 | 2015-04-01 | The Lubrizol Corporation | Lubricating oil composition |
US20030122104A1 (en) * | 2001-02-12 | 2003-07-03 | Dober Chemical Corporation | Liquid replacement systems |
WO2002077133A2 (en) | 2001-03-22 | 2002-10-03 | The Lubrizol Corporation | Engine lubricant with a high sulfur content base stock comprising a molybdenum dithiocarbamate as an additional antioxidant |
GB2394431B (en) * | 2001-08-24 | 2006-02-22 | Dober Chemical Corp | Controlled release of additives in fluid systems |
WO2003019065A1 (en) * | 2001-08-24 | 2003-03-06 | Dober Chemical Corporation | Controlled release of additives in cooling system |
US7001531B2 (en) | 2001-08-24 | 2006-02-21 | Dober Chemical Corp. | Sustained release coolant additive composition |
US6827750B2 (en) | 2001-08-24 | 2004-12-07 | Dober Chemical Corp | Controlled release additives in fuel systems |
US7938277B2 (en) * | 2001-08-24 | 2011-05-10 | Dober Chemical Corporation | Controlled release of microbiocides |
US6835218B1 (en) | 2001-08-24 | 2004-12-28 | Dober Chemical Corp. | Fuel additive compositions |
US6583092B1 (en) | 2001-09-12 | 2003-06-24 | The Lubrizol Corporation | Lubricating oil composition |
US6730638B2 (en) * | 2002-01-31 | 2004-05-04 | Exxonmobil Research And Engineering Company | Low ash, low phosphorus and low sulfur engine oils for internal combustion engines |
US6573223B1 (en) | 2002-03-04 | 2003-06-03 | The Lubrizol Corporation | Lubricating compositions with good thermal stability and demulsibility properties |
US6689723B2 (en) | 2002-03-05 | 2004-02-10 | Exxonmobil Chemical Patents Inc. | Sulfide- and polysulfide-containing lubricating oil additive compositions and lubricating compositions containing the same |
KR100521599B1 (ko) * | 2002-07-29 | 2005-10-13 | 현대자동차주식회사 | 와이퍼 링케이지용 그리이스 조성물 |
US6767871B2 (en) | 2002-08-21 | 2004-07-27 | Ethyl Corporation | Diesel engine lubricants |
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- 1988-09-08 US US07/242,038 patent/US4904401A/en not_active Expired - Lifetime
-
1989
- 1989-05-24 CA CA000600573A patent/CA1333483C/en not_active Expired - Lifetime
- 1989-05-25 IL IL90405A patent/IL90405A/xx not_active IP Right Cessation
- 1989-05-25 FI FI892557A patent/FI892557A/fi not_active Application Discontinuation
- 1989-05-26 GB GB8912124A patent/GB2222601B/en not_active Expired - Lifetime
- 1989-05-26 HU HU894476A patent/HU209322B/hu not_active IP Right Cessation
- 1989-05-26 DE DE68919344T patent/DE68919344T2/de not_active Expired - Lifetime
- 1989-05-26 AT AT89908350T patent/ATE113981T1/de active
- 1989-05-26 WO PCT/US1989/002327 patent/WO1989012668A1/en active IP Right Grant
- 1989-05-26 DK DK258089A patent/DK258089A/da not_active Application Discontinuation
- 1989-05-26 EP EP89908350A patent/EP0379566B1/en not_active Expired - Lifetime
- 1989-05-26 MX MX16216A patent/MX163671B/es unknown
- 1989-05-26 SE SE8901898A patent/SE8901898L/xx not_active Application Discontinuation
- 1989-05-26 AU AU35187/89A patent/AU609990B2/en not_active Ceased
- 1989-05-26 RO RO144150A patent/RO109861B1/ro unknown
- 1989-05-26 NL NL8901332A patent/NL8901332A/nl not_active Application Discontinuation
- 1989-05-26 NO NO892131A patent/NO175869C/no unknown
- 1989-05-27 MY MYPI89000720A patent/MY105206A/en unknown
- 1989-05-29 DE DE3917422A patent/DE3917422A1/de not_active Withdrawn
-
1992
- 1992-02-19 SG SG164/92A patent/SG16492G/en unknown
- 1992-06-11 HK HK414/92A patent/HK41492A/xx unknown
Also Published As
Publication number | Publication date |
---|---|
DE68919344T2 (de) | 1995-07-06 |
SG16492G (en) | 1992-05-15 |
MX163671B (es) | 1992-06-11 |
DE3917422A1 (de) | 1989-12-14 |
FI892557A (fi) | 1989-12-14 |
HK41492A (en) | 1992-06-19 |
DE68919344D1 (de) | 1994-12-15 |
EP0379566A4 (en) | 1990-12-27 |
NO892131D0 (no) | 1989-05-26 |
DK258089A (da) | 1989-12-14 |
NO175869C (no) | 1994-12-21 |
GB2222601A (en) | 1990-03-14 |
IL90405A0 (en) | 1990-01-18 |
HUT57822A (en) | 1991-12-30 |
MY105206A (en) | 1994-08-30 |
NO892131L (no) | 1990-03-09 |
CA1333483C (en) | 1994-12-13 |
WO1989012668A1 (en) | 1989-12-28 |
EP0379566B1 (en) | 1994-11-09 |
US4904401A (en) | 1990-02-27 |
GB8912124D0 (en) | 1989-07-12 |
HU894476D0 (en) | 1991-11-28 |
EP0379566A1 (en) | 1990-08-01 |
SE8901898L (sv) | 1989-12-14 |
DK258089D0 (da) | 1989-05-26 |
NO175869B (ro) | 1994-09-12 |
FI892557A0 (fi) | 1989-05-25 |
AU609990B2 (en) | 1991-05-09 |
GB2222601B (en) | 1991-10-23 |
SE8901898D0 (sv) | 1989-05-26 |
HU209322B (en) | 1994-04-28 |
RO109861B1 (ro) | 1995-06-30 |
IL90405A (en) | 1992-07-15 |
ATE113981T1 (de) | 1994-11-15 |
AU3518789A (en) | 1990-03-15 |
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