JP2913506B2 - 潤滑性をもつオレフィン系オリゴマー類および該オリゴマー類の製造法 - Google Patents
潤滑性をもつオレフィン系オリゴマー類および該オリゴマー類の製造法Info
- Publication number
- JP2913506B2 JP2913506B2 JP1505943A JP50594389A JP2913506B2 JP 2913506 B2 JP2913506 B2 JP 2913506B2 JP 1505943 A JP1505943 A JP 1505943A JP 50594389 A JP50594389 A JP 50594389A JP 2913506 B2 JP2913506 B2 JP 2913506B2
- Authority
- JP
- Japan
- Prior art keywords
- lubricant
- catalyst
- oligomers
- molecular weight
- viscosity
- 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 - Fee Related
Links
- 238000000034 method Methods 0.000 title claims description 25
- 230000008569 process Effects 0.000 title claims description 9
- 239000003054 catalyst Substances 0.000 claims description 70
- AFFLGGQVNFXPEV-UHFFFAOYSA-N 1-decene Chemical compound CCCCCCCCC=C AFFLGGQVNFXPEV-UHFFFAOYSA-N 0.000 claims description 58
- 239000000314 lubricant Substances 0.000 claims description 45
- 239000000203 mixture Substances 0.000 claims description 33
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims description 27
- 239000011651 chromium Substances 0.000 claims description 25
- 239000010687 lubricating oil Substances 0.000 claims description 25
- 239000000047 product Substances 0.000 claims description 25
- 238000006384 oligomerization reaction Methods 0.000 claims description 24
- 150000001336 alkenes Chemical class 0.000 claims description 21
- 238000006243 chemical reaction Methods 0.000 claims description 19
- 239000013638 trimer Substances 0.000 claims description 17
- 229930195733 hydrocarbon Natural products 0.000 claims description 12
- 229910052804 chromium Inorganic materials 0.000 claims description 11
- 150000002430 hydrocarbons Chemical class 0.000 claims description 11
- 239000000377 silicon dioxide Substances 0.000 claims description 11
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 claims description 10
- 239000004215 Carbon black (E152) Substances 0.000 claims description 8
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 claims description 8
- 238000009826 distribution Methods 0.000 claims description 8
- 239000007788 liquid Substances 0.000 claims description 7
- KWKAKUADMBZCLK-UHFFFAOYSA-N 1-octene Chemical compound CCCCCCC=C KWKAKUADMBZCLK-UHFFFAOYSA-N 0.000 claims description 6
- HFDVRLIODXPAHB-UHFFFAOYSA-N 1-tetradecene Chemical compound CCCCCCCCCCCCC=C HFDVRLIODXPAHB-UHFFFAOYSA-N 0.000 claims description 6
- TXIGBDWGZSSUHZ-UHFFFAOYSA-N 11-octyldocosane Chemical compound CCCCCCCCCCCC(CCCCCCCC)CCCCCCCCCC TXIGBDWGZSSUHZ-UHFFFAOYSA-N 0.000 claims description 5
- 239000002994 raw material Substances 0.000 claims description 5
- CRSBERNSMYQZNG-UHFFFAOYSA-N 1-dodecene Chemical compound CCCCCCCCCCC=C CRSBERNSMYQZNG-UHFFFAOYSA-N 0.000 claims description 4
- 150000001335 aliphatic alkanes Chemical class 0.000 claims description 4
- 125000004432 carbon atom Chemical group C* 0.000 claims description 3
- 239000003638 chemical reducing agent Substances 0.000 claims description 3
- TVMXDCGIABBOFY-UHFFFAOYSA-N n-Octanol Natural products CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 claims description 3
- HCEOZSKAUGJNGO-UHFFFAOYSA-N 11-octylhenicosane Chemical compound CCCCCCCCCCC(CCCCCCCC)CCCCCCCCCC HCEOZSKAUGJNGO-UHFFFAOYSA-N 0.000 claims description 2
- 229940069096 dodecene Drugs 0.000 claims description 2
- 230000001590 oxidative effect Effects 0.000 claims description 2
- 239000012263 liquid product Substances 0.000 claims 1
- 229920013639 polyalphaolefin Polymers 0.000 description 28
- 239000004711 α-olefin Substances 0.000 description 22
- LIKMAJRDDDTEIG-UHFFFAOYSA-N 1-hexene Chemical compound CCCCC=C LIKMAJRDDDTEIG-UHFFFAOYSA-N 0.000 description 18
- 238000001644 13C nuclear magnetic resonance spectroscopy Methods 0.000 description 14
- 238000004519 manufacturing process Methods 0.000 description 13
- 238000006317 isomerization reaction Methods 0.000 description 10
- 229910044991 metal oxide Inorganic materials 0.000 description 10
- 238000006116 polymerization reaction Methods 0.000 description 10
- 239000000539 dimer Substances 0.000 description 9
- 150000004706 metal oxides Chemical class 0.000 description 9
- 238000001228 spectrum Methods 0.000 description 9
- 229920000642 polymer Polymers 0.000 description 8
- 239000000126 substance Substances 0.000 description 8
- 230000015572 biosynthetic process Effects 0.000 description 7
- 229910052751 metal Inorganic materials 0.000 description 7
- -1 1-decene Chemical class 0.000 description 6
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 6
- 239000007789 gas Substances 0.000 description 6
- 238000005984 hydrogenation reaction Methods 0.000 description 6
- 239000002184 metal Substances 0.000 description 6
- 239000007858 starting material Substances 0.000 description 6
- 238000003786 synthesis reaction Methods 0.000 description 6
- 238000005481 NMR spectroscopy Methods 0.000 description 5
- WYYQVWLEPYFFLP-UHFFFAOYSA-K chromium(3+);triacetate Chemical compound [Cr+3].CC([O-])=O.CC([O-])=O.CC([O-])=O WYYQVWLEPYFFLP-UHFFFAOYSA-K 0.000 description 5
- 239000012530 fluid Substances 0.000 description 5
- 239000000463 material Substances 0.000 description 5
- 239000012299 nitrogen atmosphere Substances 0.000 description 5
- 230000003647 oxidation Effects 0.000 description 5
- 238000007254 oxidation reaction Methods 0.000 description 5
- 239000011148 porous material Substances 0.000 description 5
- VXNZUUAINFGPBY-UHFFFAOYSA-N 1-Butene Chemical compound CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 description 4
- 125000000217 alkyl group Chemical group 0.000 description 4
- 238000004458 analytical method Methods 0.000 description 4
- 238000009835 boiling Methods 0.000 description 4
- 238000010538 cationic polymerization reaction Methods 0.000 description 4
- 238000005336 cracking Methods 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- 229910052739 hydrogen Inorganic materials 0.000 description 4
- 239000002480 mineral oil Substances 0.000 description 4
- 230000000737 periodic effect Effects 0.000 description 4
- 238000011160 research Methods 0.000 description 4
- 239000002904 solvent Substances 0.000 description 4
- 239000000758 substrate Substances 0.000 description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 229910004298 SiO 2 Inorganic materials 0.000 description 3
- 229910052799 carbon Inorganic materials 0.000 description 3
- 230000003197 catalytic effect Effects 0.000 description 3
- 150000001875 compounds Chemical class 0.000 description 3
- 238000010586 diagram Methods 0.000 description 3
- 238000004821 distillation Methods 0.000 description 3
- 239000012467 final product Substances 0.000 description 3
- 230000007246 mechanism Effects 0.000 description 3
- 235000010446 mineral oil Nutrition 0.000 description 3
- 210000003097 mucus Anatomy 0.000 description 3
- 230000008707 rearrangement Effects 0.000 description 3
- 238000007086 side reaction Methods 0.000 description 3
- 229910002027 silica gel Inorganic materials 0.000 description 3
- 239000000741 silica gel Substances 0.000 description 3
- 239000002002 slurry Substances 0.000 description 3
- 239000007787 solid Substances 0.000 description 3
- 238000012360 testing method Methods 0.000 description 3
- 229910052721 tungsten Inorganic materials 0.000 description 3
- ZGEGCLOFRBLKSE-UHFFFAOYSA-N 1-Heptene Chemical compound CCCCCC=C ZGEGCLOFRBLKSE-UHFFFAOYSA-N 0.000 description 2
- GQEZCXVZFLOKMC-UHFFFAOYSA-N 1-hexadecene Chemical compound CCCCCCCCCCCCCCC=C GQEZCXVZFLOKMC-UHFFFAOYSA-N 0.000 description 2
- CPLXHLVBOLITMK-UHFFFAOYSA-N Magnesium oxide Chemical compound [Mg]=O CPLXHLVBOLITMK-UHFFFAOYSA-N 0.000 description 2
- ZOKXTWBITQBERF-UHFFFAOYSA-N Molybdenum Chemical compound [Mo] ZOKXTWBITQBERF-UHFFFAOYSA-N 0.000 description 2
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 2
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 2
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 2
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 2
- 229910002091 carbon monoxide Inorganic materials 0.000 description 2
- HOWGUJZVBDQJKV-UHFFFAOYSA-N docosane Chemical compound CCCCCCCCCCCCCCCCCCCCCC HOWGUJZVBDQJKV-UHFFFAOYSA-N 0.000 description 2
- 125000002573 ethenylidene group Chemical group [*]=C=C([H])[H] 0.000 description 2
- FNAZRRHPUDJQCJ-UHFFFAOYSA-N henicosane Chemical compound CCCCCCCCCCCCCCCCCCCCC FNAZRRHPUDJQCJ-UHFFFAOYSA-N 0.000 description 2
- 229920006158 high molecular weight polymer Polymers 0.000 description 2
- 239000001257 hydrogen Substances 0.000 description 2
- 125000004435 hydrogen atom Chemical class [H]* 0.000 description 2
- 230000014759 maintenance of location Effects 0.000 description 2
- 238000005259 measurement Methods 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- 229910052750 molybdenum Inorganic materials 0.000 description 2
- 239000011733 molybdenum Substances 0.000 description 2
- 239000000178 monomer Substances 0.000 description 2
- SYSQUGFVNFXIIT-UHFFFAOYSA-N n-[4-(1,3-benzoxazol-2-yl)phenyl]-4-nitrobenzenesulfonamide Chemical class C1=CC([N+](=O)[O-])=CC=C1S(=O)(=O)NC1=CC=C(C=2OC3=CC=CC=C3N=2)C=C1 SYSQUGFVNFXIIT-UHFFFAOYSA-N 0.000 description 2
- 239000003921 oil Substances 0.000 description 2
- 230000003606 oligomerizing effect Effects 0.000 description 2
- 239000003960 organic solvent Substances 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 238000012545 processing Methods 0.000 description 2
- 239000011541 reaction mixture Substances 0.000 description 2
- 229910002029 synthetic silica gel Inorganic materials 0.000 description 2
- WFKWXMTUELFFGS-UHFFFAOYSA-N tungsten Chemical compound [W] WFKWXMTUELFFGS-UHFFFAOYSA-N 0.000 description 2
- 239000010937 tungsten Substances 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- UVLKUUBSZXVVDZ-HTXNQAPBSA-N (e)-icos-9-ene Chemical compound CCCCCCCCCC\C=C\CCCCCCCC UVLKUUBSZXVVDZ-HTXNQAPBSA-N 0.000 description 1
- NEAFLGWVOVUKRO-UHFFFAOYSA-N 9-methylidenenonadecane Chemical compound CCCCCCCCCCC(=C)CCCCCCCC NEAFLGWVOVUKRO-UHFFFAOYSA-N 0.000 description 1
- OLTHARGIAFTREU-UHFFFAOYSA-N 9-methylnonacosane Chemical compound CCCCCCCCCCCCCCCCCCCCC(C)CCCCCCCC OLTHARGIAFTREU-UHFFFAOYSA-N 0.000 description 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- 238000005727 Friedel-Crafts reaction Methods 0.000 description 1
- 230000005526 G1 to G0 transition Effects 0.000 description 1
- 238000004566 IR spectroscopy Methods 0.000 description 1
- 239000002841 Lewis acid Substances 0.000 description 1
- 229910002651 NO3 Inorganic materials 0.000 description 1
- NHNBFGGVMKEFGY-UHFFFAOYSA-N Nitrate Chemical compound [O-][N+]([O-])=O NHNBFGGVMKEFGY-UHFFFAOYSA-N 0.000 description 1
- WGLPBDUCMAPZCE-UHFFFAOYSA-N Trioxochromium Chemical compound O=[Cr](=O)=O WGLPBDUCMAPZCE-UHFFFAOYSA-N 0.000 description 1
- 238000005299 abrasion Methods 0.000 description 1
- 230000003213 activating effect Effects 0.000 description 1
- 230000004913 activation Effects 0.000 description 1
- 239000002998 adhesive polymer Substances 0.000 description 1
- 125000003545 alkoxy group Chemical group 0.000 description 1
- 238000005899 aromatization reaction Methods 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 239000012298 atmosphere Substances 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 150000001721 carbon Chemical group 0.000 description 1
- 239000012159 carrier gas Substances 0.000 description 1
- 238000006555 catalytic reaction Methods 0.000 description 1
- 238000010531 catalytic reduction reaction Methods 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 238000004587 chromatography analysis Methods 0.000 description 1
- 150000001844 chromium Chemical class 0.000 description 1
- 229910000423 chromium oxide Inorganic materials 0.000 description 1
- UOUJSJZBMCDAEU-UHFFFAOYSA-N chromium(3+);oxygen(2-) Chemical class [O-2].[O-2].[O-2].[Cr+3].[Cr+3] UOUJSJZBMCDAEU-UHFFFAOYSA-N 0.000 description 1
- 238000004581 coalescence Methods 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 238000012790 confirmation Methods 0.000 description 1
- 239000012967 coordination catalyst Substances 0.000 description 1
- 238000006356 dehydrogenation reaction Methods 0.000 description 1
- 238000001514 detection method Methods 0.000 description 1
- QDOXWKRWXJOMAK-UHFFFAOYSA-N dichromium trioxide Chemical compound O=[Cr]O[Cr]=O QDOXWKRWXJOMAK-UHFFFAOYSA-N 0.000 description 1
- SNRUBQQJIBEYMU-UHFFFAOYSA-N dodecane Chemical compound CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 238000004817 gas chromatography Methods 0.000 description 1
- 239000000499 gel Substances 0.000 description 1
- 238000004128 high performance liquid chromatography Methods 0.000 description 1
- VAMFXQBUQXONLZ-UHFFFAOYSA-N icos-1-ene Chemical compound CCCCCCCCCCCCCCCCCCC=C VAMFXQBUQXONLZ-UHFFFAOYSA-N 0.000 description 1
- GHYZNGUAPGNBKZ-UHFFFAOYSA-N icos-8-ene Chemical compound CCCCCCCCCCCC=CCCCCCCC GHYZNGUAPGNBKZ-UHFFFAOYSA-N 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- 150000007517 lewis acids Chemical class 0.000 description 1
- 230000001050 lubricating effect Effects 0.000 description 1
- 238000005461 lubrication Methods 0.000 description 1
- 239000000395 magnesium oxide Substances 0.000 description 1
- 150000002736 metal compounds Chemical class 0.000 description 1
- 229910001507 metal halide Inorganic materials 0.000 description 1
- 150000005309 metal halides Chemical class 0.000 description 1
- 238000005649 metathesis reaction Methods 0.000 description 1
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 description 1
- 150000005673 monoalkenes Chemical class 0.000 description 1
- 229940094933 n-dodecane Drugs 0.000 description 1
- NHLUYCJZUXOUBX-UHFFFAOYSA-N nonadec-1-ene Chemical compound CCCCCCCCCCCCCCCCCC=C NHLUYCJZUXOUBX-UHFFFAOYSA-N 0.000 description 1
- UVMYOBBALQKLKK-UHFFFAOYSA-N nonadecene Natural products CCCCCCCCCCCC=CCCCCCC UVMYOBBALQKLKK-UHFFFAOYSA-N 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 239000002243 precursor Substances 0.000 description 1
- 239000001294 propane Substances 0.000 description 1
- 238000012827 research and development Methods 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 239000011949 solid catalyst Substances 0.000 description 1
- 238000007711 solidification Methods 0.000 description 1
- 230000008023 solidification Effects 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 230000003595 spectral effect Effects 0.000 description 1
- 229910001220 stainless steel Inorganic materials 0.000 description 1
- 239000010935 stainless steel Substances 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 238000001308 synthesis method Methods 0.000 description 1
- 230000026676 system process Effects 0.000 description 1
- 230000008685 targeting Effects 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- 238000006276 transfer reaction Methods 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 229920002554 vinyl polymer Polymers 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
- C10M107/00—Lubricating compositions characterised by the base-material being a macromolecular compound
- C10M107/02—Hydrocarbon polymers; Hydrocarbon polymers modified by oxidation
- C10M107/10—Hydrocarbon polymers; Hydrocarbon polymers modified by oxidation containing aliphatic monomer having more than 4 carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10G—CRACKING HYDROCARBON OILS; PRODUCTION OF LIQUID HYDROCARBON MIXTURES, e.g. BY DESTRUCTIVE HYDROGENATION, OLIGOMERISATION, POLYMERISATION; RECOVERY OF HYDROCARBON OILS FROM OIL-SHALE, OIL-SAND, OR GASES; REFINING MIXTURES MAINLY CONSISTING OF HYDROCARBONS; REFORMING OF NAPHTHA; MINERAL WAXES
- C10G50/00—Production of liquid hydrocarbon mixtures from lower carbon number hydrocarbons, e.g. by oligomerisation
- C10G50/02—Production of liquid hydrocarbon mixtures from lower carbon number hydrocarbons, e.g. by oligomerisation of hydrocarbon oils for lubricating purposes
-
- 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
- C10M2205/00—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2205/00—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions
- C10M2205/02—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions containing acyclic monomers
- C10M2205/028—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions containing acyclic monomers containing aliphatic monomers having more than four carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2020/00—Specified physical or chemical properties or characteristics, i.e. function, of component of lubricating compositions
- C10N2020/01—Physico-chemical properties
Landscapes
- Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Lubricants (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Transition And Organic Metals Composition Catalysts For Addition Polymerization (AREA)
- Production Of Liquid Hydrocarbon Mixture For Refining Petroleum (AREA)
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US07/210,434 US4827073A (en) | 1988-01-22 | 1988-06-23 | Process for manufacturing olefinic oligomers having lubricating properties |
| US210,434 | 1988-06-23 | ||
| US07/210,435 US4827064A (en) | 1986-12-24 | 1988-06-23 | High viscosity index synthetic lubricant compositions |
| US210,435 | 1988-06-23 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH03505887A JPH03505887A (ja) | 1991-12-19 |
| JP2913506B2 true JP2913506B2 (ja) | 1999-06-28 |
Family
ID=26905149
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP1505943A Expired - Fee Related JP2913506B2 (ja) | 1988-06-23 | 1989-04-28 | 潤滑性をもつオレフィン系オリゴマー類および該オリゴマー類の製造法 |
Country Status (11)
| Country | Link |
|---|---|
| EP (1) | EP0422019B1 (es) |
| JP (1) | JP2913506B2 (es) |
| AU (1) | AU637974B2 (es) |
| CA (1) | CA1325020C (es) |
| CZ (1) | CZ277758B6 (es) |
| DE (1) | DE68911142T2 (es) |
| ES (2) | ES2059829T3 (es) |
| FI (1) | FI96775C (es) |
| MY (1) | MY105050A (es) |
| SK (1) | SK277757B6 (es) |
| WO (1) | WO1989012662A1 (es) |
Families Citing this family (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4962249A (en) * | 1988-06-23 | 1990-10-09 | Mobil Oil Corporation | High VI lubricants from lower alkene oligomers |
| ATE113649T1 (de) * | 1989-04-25 | 1994-11-15 | Mobil Oil Corp | Schmiermitteladditive. |
| US4990709A (en) * | 1989-04-28 | 1991-02-05 | Mobil Oil Corporation | C2-C5 olefin oligomerization by reduced chromium catalysis |
| US4967032A (en) * | 1989-09-05 | 1990-10-30 | Mobil Oil Corporation | Process for improving thermal stability of synthetic lubes |
| US5902849A (en) * | 1991-11-07 | 1999-05-11 | Henkel Kommanditgesellschaft Auf Aktien | Filling compound |
| DE4136617C2 (de) | 1991-11-07 | 1997-08-14 | Henkel Kgaa | Füllmasse und deren Verwendung |
| EP0613873A3 (en) * | 1993-02-23 | 1995-02-01 | Shell Int Research | Oligomerization process. |
| US6090989A (en) * | 1997-10-20 | 2000-07-18 | Mobil Oil Corporation | Isoparaffinic lube basestock compositions |
| US6150574A (en) * | 1999-05-06 | 2000-11-21 | Mobil Oil Corporation | Trialkymethane mixtures as synthetic lubricants |
| US8399390B2 (en) * | 2005-06-29 | 2013-03-19 | Exxonmobil Chemical Patents Inc. | HVI-PAO in industrial lubricant and grease compositions |
| US7943807B2 (en) | 2008-02-06 | 2011-05-17 | Chemtura Corporation | Controlling branch level and viscosity of polyalphaolefins with propene addition |
| JP5357605B2 (ja) * | 2009-04-02 | 2013-12-04 | 出光興産株式会社 | α−オレフィン重合体の製造方法及び潤滑油 |
| AU2010260128B2 (en) | 2009-06-16 | 2015-09-10 | Chevron Phillips Chemical Company Lp | Oligomerization of alpha olefins using metallocene-SSA catalyst systems and use of the resultant polyalphaolefins to prepare lubricant blends |
| FR3021664B1 (fr) * | 2014-05-30 | 2020-12-04 | Total Marketing Services | Polyolefines lubrifiantes de basse viscosite |
Family Cites Families (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB961009A (en) * | 1964-07-14 | 1964-06-17 | Sun Oil Co | Preparation of synthetic lubricating oil |
| US4282392A (en) * | 1976-10-28 | 1981-08-04 | Gulf Research & Development Company | Alpha-olefin oligomer synthetic lubricant |
| DE2734909A1 (de) * | 1977-08-03 | 1979-02-15 | Basf Ag | Verfahren zum herstellen von polymerisaten des aethylens |
| US4299731A (en) * | 1980-02-06 | 1981-11-10 | Phillips Petroleum Company | Large pore volume olefin polymerization catalysts |
| US4362654A (en) * | 1981-05-14 | 1982-12-07 | The Dow Chemical Company | Chromium-containing catalysts for polymerizing olefins |
| US4587368A (en) * | 1983-12-27 | 1986-05-06 | Burmah-Castrol, Inc. | Process for producing lubricant material |
| DE3427319A1 (de) * | 1984-07-25 | 1986-01-30 | Hans-Ludwig Prof. Dipl.-Chem. Dr. 8600 Bamberg Krauss | Verfahren zur herstellung von ueberwiegend ataktischen polymeren aus olefinen |
| US4613712A (en) * | 1984-12-31 | 1986-09-23 | Mobil Oil Corporation | Alpha-olefin polymers as lubricant viscosity properties improvers |
-
1989
- 1989-04-28 EP EP89905983A patent/EP0422019B1/en not_active Expired - Lifetime
- 1989-04-28 JP JP1505943A patent/JP2913506B2/ja not_active Expired - Fee Related
- 1989-04-28 AU AU35632/89A patent/AU637974B2/en not_active Expired
- 1989-04-28 ES ES89905983T patent/ES2059829T3/es not_active Expired - Lifetime
- 1989-04-28 WO PCT/US1989/001843 patent/WO1989012662A1/en active IP Right Grant
- 1989-04-28 DE DE89905983T patent/DE68911142T2/de not_active Expired - Lifetime
- 1989-04-29 ES ES8901513A patent/ES2011734A6/es not_active Expired - Lifetime
- 1989-05-01 CA CA000598382A patent/CA1325020C/en not_active Expired - Lifetime
- 1989-05-02 MY MYPI89000588A patent/MY105050A/en unknown
- 1989-05-22 CZ CS893069A patent/CZ277758B6/cs not_active IP Right Cessation
- 1989-05-22 SK SK3069-89A patent/SK277757B6/sk unknown
-
1990
- 1990-12-20 FI FI906317A patent/FI96775C/fi not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| AU637974B2 (en) | 1993-06-17 |
| AU3563289A (en) | 1990-01-12 |
| CZ277758B6 (en) | 1993-04-14 |
| CA1325020C (en) | 1993-12-07 |
| EP0422019A1 (en) | 1991-04-17 |
| DE68911142T2 (de) | 1994-03-31 |
| EP0422019A4 (en) | 1991-02-05 |
| ES2059829T3 (es) | 1994-11-16 |
| DE68911142D1 (de) | 1994-01-13 |
| SK277757B6 (en) | 1994-12-07 |
| JPH03505887A (ja) | 1991-12-19 |
| FI96775C (fi) | 1996-08-26 |
| WO1989012662A1 (en) | 1989-12-28 |
| FI906317A0 (fi) | 1990-12-20 |
| EP0422019B1 (en) | 1993-12-01 |
| FI96775B (fi) | 1996-05-15 |
| MY105050A (en) | 1994-07-30 |
| CS8903069A2 (en) | 1991-10-15 |
| ES2011734A6 (es) | 1990-02-01 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| US4827073A (en) | Process for manufacturing olefinic oligomers having lubricating properties | |
| US5264642A (en) | Molecular weight control of olefin oligomers | |
| US4827064A (en) | High viscosity index synthetic lubricant compositions | |
| EP0497018B1 (en) | C2-C5 Olefin Oligomerization by reduced chromium catalysis | |
| US4906799A (en) | Process for the production of reduced viscosity high VI hydrocarbon lubricant | |
| JP2913506B2 (ja) | 潤滑性をもつオレフィン系オリゴマー類および該オリゴマー類の製造法 | |
| US5136118A (en) | High VI synthetic lubricants from cracked refined wax | |
| EP0454798B1 (en) | Process for the production of liquid lubricants from alpha-olefin and styrene copolymers | |
| US5026948A (en) | Disproportionation of alpha-olefin dimer to liquid lubricant basestock | |
| EP0511756B1 (en) | Process for producing alkylaromatic lubricant fluids | |
| US4417082A (en) | Thermal treatment of olefin oligomers via a boron trifluoride process to increase their molecular weight | |
| US5068476A (en) | Lubricant oligomers of C2 -C5 olefins | |
| US4395578A (en) | Oligomerization of olefins over boron trifluoride in the presence of a transition metal cation-containing promoter | |
| US5105039A (en) | Process for producing lubricant fluids of improved stability | |
| JP2945134B2 (ja) | 新規合成潤滑剤組成物およびその製法 | |
| US5015795A (en) | Novel synthetic lube composition and process | |
| EP0432165B1 (en) | Sulfide adducts of high viscosity index polyalpha-olefins | |
| US5180863A (en) | Conversion of alpha-olefin dimer to liquid lubricant basestock | |
| EP0552527A1 (en) | Dimerization of long-chain olefins using a fluorocarbonsulfonic acid polymer on an inert support | |
| KR0178042B1 (ko) | 환원-크롬촉매를 이용한 c2-c5 올레핀의 올리고머화 | |
| JP3032806B2 (ja) | 還元クロム触媒によるｃ▲２▼−ｃ▲５▼オレフィンのオリゴマー化 | |
| Wu et al. | Lubricant oligomers of C 2-C 5 olefins | |
| CA2034687A1 (en) | C2-c5 olefin oligomerization by reduced chromium catalysis | |
| CS277629B6 (en) | Process for producing hydrocarbon means |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
| R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
| R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
| R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
| FPAY | Renewal fee payment (event date is renewal date of database) |
Free format text: PAYMENT UNTIL: 20080416 Year of fee payment: 9 |
|
| FPAY | Renewal fee payment (event date is renewal date of database) |
Free format text: PAYMENT UNTIL: 20090416 Year of fee payment: 10 |
|
| LAPS | Cancellation because of no payment of annual fees |