JPH021163B2 - - Google Patents
Info
- Publication number
- JPH021163B2 JPH021163B2 JP260381A JP260381A JPH021163B2 JP H021163 B2 JPH021163 B2 JP H021163B2 JP 260381 A JP260381 A JP 260381A JP 260381 A JP260381 A JP 260381A JP H021163 B2 JPH021163 B2 JP H021163B2
- Authority
- JP
- Japan
- Prior art keywords
- concentration
- molecular weight
- ethylene
- hour
- copolymer
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
- 238000006116 polymerization reaction Methods 0.000 claims description 43
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims description 38
- 239000005977 Ethylene Substances 0.000 claims description 38
- 229920001577 copolymer Polymers 0.000 claims description 29
- 238000000034 method Methods 0.000 claims description 24
- 150000003682 vanadium compounds Chemical class 0.000 claims description 24
- 239000001257 hydrogen Substances 0.000 claims description 23
- 229910052739 hydrogen Inorganic materials 0.000 claims description 23
- 239000004711 α-olefin Substances 0.000 claims description 13
- 150000001875 compounds Chemical class 0.000 claims description 7
- 238000007334 copolymerization reaction Methods 0.000 claims description 7
- 239000007791 liquid phase Substances 0.000 claims description 7
- 238000004519 manufacturing process Methods 0.000 claims description 7
- 239000003054 catalyst Substances 0.000 claims description 6
- 125000004432 carbon atom Chemical group C* 0.000 claims description 5
- 125000001931 aliphatic group Chemical group 0.000 claims description 4
- 125000005843 halogen group Chemical group 0.000 claims description 3
- 238000007865 diluting Methods 0.000 claims 1
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims 1
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 78
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 20
- 239000010687 lubricating oil Substances 0.000 description 14
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 13
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 13
- 125000005287 vanadyl group Chemical group 0.000 description 13
- 230000000052 comparative effect Effects 0.000 description 11
- 239000003921 oil Substances 0.000 description 11
- 229920000642 polymer Polymers 0.000 description 11
- LIKMAJRDDDTEIG-UHFFFAOYSA-N 1-hexene Chemical compound CCCCC=C LIKMAJRDDDTEIG-UHFFFAOYSA-N 0.000 description 9
- 239000002904 solvent Substances 0.000 description 8
- CMAOLVNGLTWICC-UHFFFAOYSA-N 2-fluoro-5-methylbenzonitrile Chemical compound CC1=CC=C(F)C(C#N)=C1 CMAOLVNGLTWICC-UHFFFAOYSA-N 0.000 description 7
- -1 aluminum compound Chemical class 0.000 description 7
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- 238000006243 chemical reaction Methods 0.000 description 6
- AFFLGGQVNFXPEV-UHFFFAOYSA-N 1-decene Chemical compound CCCCCCCCC=C AFFLGGQVNFXPEV-UHFFFAOYSA-N 0.000 description 5
- 239000003747 fuel oil additive Substances 0.000 description 5
- 239000012442 inert solvent Substances 0.000 description 5
- VXNZUUAINFGPBY-UHFFFAOYSA-N 1-Butene Chemical compound CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 description 4
- CRSBERNSMYQZNG-UHFFFAOYSA-N 1-dodecene Chemical compound CCCCCCCCCCC=C CRSBERNSMYQZNG-UHFFFAOYSA-N 0.000 description 4
- KWKAKUADMBZCLK-UHFFFAOYSA-N 1-octene Chemical compound CCCCCCC=C KWKAKUADMBZCLK-UHFFFAOYSA-N 0.000 description 4
- 239000000654 additive Substances 0.000 description 4
- 239000012295 chemical reaction liquid Substances 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 230000000996 additive effect Effects 0.000 description 3
- 229910052782 aluminium Inorganic materials 0.000 description 3
- 239000002199 base oil Substances 0.000 description 3
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 3
- 239000002480 mineral oil Substances 0.000 description 3
- 235000010446 mineral oil Nutrition 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- OFBQJSOFQDEBGM-UHFFFAOYSA-N n-pentane Natural products CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 3
- 230000007935 neutral effect Effects 0.000 description 3
- TVMXDCGIABBOFY-UHFFFAOYSA-N octane Chemical compound CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- HFDVRLIODXPAHB-UHFFFAOYSA-N 1-tetradecene Chemical compound CCCCCCCCCCCCC=C HFDVRLIODXPAHB-UHFFFAOYSA-N 0.000 description 2
- WSSSPWUEQFSQQG-UHFFFAOYSA-N 4-methyl-1-pentene Chemical compound CC(C)CC=C WSSSPWUEQFSQQG-UHFFFAOYSA-N 0.000 description 2
- RGSFGYAAUTVSQA-UHFFFAOYSA-N Cyclopentane Chemical compound C1CCCC1 RGSFGYAAUTVSQA-UHFFFAOYSA-N 0.000 description 2
- YNQLUTRBYVCPMQ-UHFFFAOYSA-N Ethylbenzene Chemical compound CCC1=CC=CC=C1 YNQLUTRBYVCPMQ-UHFFFAOYSA-N 0.000 description 2
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 2
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 description 2
- 125000005234 alkyl aluminium group Chemical group 0.000 description 2
- DIOQZVSQGTUSAI-UHFFFAOYSA-N decane Chemical compound CCCCCCCCCC DIOQZVSQGTUSAI-UHFFFAOYSA-N 0.000 description 2
- SNRUBQQJIBEYMU-UHFFFAOYSA-N dodecane Chemical compound CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 2
- 229940069096 dodecene Drugs 0.000 description 2
- 229920001038 ethylene copolymer Polymers 0.000 description 2
- 239000007789 gas Substances 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- 229910052736 halogen Inorganic materials 0.000 description 2
- 150000002431 hydrogen Chemical class 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- UAEPNZWRGJTJPN-UHFFFAOYSA-N methylcyclohexane Chemical compound CC1CCCCC1 UAEPNZWRGJTJPN-UHFFFAOYSA-N 0.000 description 2
- GDOPTJXRTPNYNR-UHFFFAOYSA-N methylcyclopentane Chemical compound CC1CCCC1 GDOPTJXRTPNYNR-UHFFFAOYSA-N 0.000 description 2
- VAMFXQBUQXONLZ-UHFFFAOYSA-N n-alpha-eicosene Natural products CCCCCCCCCCCCCCCCCCC=C VAMFXQBUQXONLZ-UHFFFAOYSA-N 0.000 description 2
- CCCMONHAUSKTEQ-UHFFFAOYSA-N octadec-1-ene Chemical compound CCCCCCCCCCCCCCCCC=C CCCMONHAUSKTEQ-UHFFFAOYSA-N 0.000 description 2
- YWAKXRMUMFPDSH-UHFFFAOYSA-N pentene Chemical compound CCCC=C YWAKXRMUMFPDSH-UHFFFAOYSA-N 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 229940106006 1-eicosene Drugs 0.000 description 1
- FIKTURVKRGQNQD-UHFFFAOYSA-N 1-eicosene Natural products CCCCCCCCCCCCCCCCCC=CC(O)=O FIKTURVKRGQNQD-UHFFFAOYSA-N 0.000 description 1
- 238000001644 13C nuclear magnetic resonance spectroscopy Methods 0.000 description 1
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- 229910021552 Vanadium(IV) chloride Inorganic materials 0.000 description 1
- 150000001336 alkenes Chemical class 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
- 239000001273 butane Substances 0.000 description 1
- 239000000306 component Substances 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- ZTHNOZQGTXKVNZ-UHFFFAOYSA-L dichloroaluminum Chemical compound Cl[Al]Cl ZTHNOZQGTXKVNZ-UHFFFAOYSA-L 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 239000002816 fuel additive Substances 0.000 description 1
- 239000004519 grease Substances 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- DMEGYFMYUHOHGS-UHFFFAOYSA-N heptamethylene Natural products C1CCCCCC1 DMEGYFMYUHOHGS-UHFFFAOYSA-N 0.000 description 1
- 239000005457 ice water Substances 0.000 description 1
- 239000003350 kerosene Substances 0.000 description 1
- 239000003879 lubricant additive Substances 0.000 description 1
- GYNNXHKOJHMOHS-UHFFFAOYSA-N methyl-cycloheptane Natural products CC1CCCCCC1 GYNNXHKOJHMOHS-UHFFFAOYSA-N 0.000 description 1
- IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical compound CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 description 1
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 1
- 239000012071 phase Substances 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 239000012429 reaction media Substances 0.000 description 1
- 239000010689 synthetic lubricating oil Substances 0.000 description 1
- JTJFQBNJBPPZRI-UHFFFAOYSA-J vanadium tetrachloride Chemical compound Cl[V](Cl)(Cl)Cl JTJFQBNJBPPZRI-UHFFFAOYSA-J 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
Landscapes
- Production Of Liquid Hydrocarbon Mixture For Refining Petroleum (AREA)
- Polymerisation Methods In General (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Transition And Organic Metals Composition Catalysts For Addition Polymerization (AREA)
Priority Applications (7)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP260381A JPS57123205A (en) | 1981-01-13 | 1981-01-13 | Production of low-molecular weight copolymer |
DE8282300109T DE3270823D1 (en) | 1981-01-13 | 1982-01-08 | Novel ethylene/alpha-olefin copolymer |
EP82300109A EP0060609B2 (en) | 1981-01-13 | 1982-01-08 | Process for producing an ethylene/alpha-olefin copolymer |
CA000393987A CA1169102A (en) | 1981-01-13 | 1982-01-12 | Ethylene/alpha-olefin copolymer |
US08/091,733 US6153807A (en) | 1981-01-13 | 1993-07-14 | Process for producing ethylene/alpha-olefin copolymer |
US08/098,236 US5955639A (en) | 1981-01-13 | 1993-07-29 | Ethylene/alpha-olefin copolymer |
US08/449,282 US5767331A (en) | 1981-01-13 | 1995-05-24 | Ethylene/alpha-olefin copolymer |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP260381A JPS57123205A (en) | 1981-01-13 | 1981-01-13 | Production of low-molecular weight copolymer |
Publications (2)
Publication Number | Publication Date |
---|---|
JPS57123205A JPS57123205A (en) | 1982-07-31 |
JPH021163B2 true JPH021163B2 (xx) | 1990-01-10 |
Family
ID=11533958
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP260381A Granted JPS57123205A (en) | 1981-01-13 | 1981-01-13 | Production of low-molecular weight copolymer |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPS57123205A (xx) |
Cited By (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US7795194B2 (en) | 2004-11-26 | 2010-09-14 | Mitsui Chemicals, Inc. | Synthetic lubricating oil and lubricating oil composition |
WO2018131543A1 (ja) | 2017-01-16 | 2018-07-19 | 三井化学株式会社 | 自動車ギア用潤滑油組成物 |
US10040884B2 (en) | 2014-03-28 | 2018-08-07 | Mitsui Chemicals, Inc. | Ethylene/α-olefin copolymers and lubricating oils |
US10227543B2 (en) | 2014-09-10 | 2019-03-12 | Mitsui Chemicals, Inc. | Lubricant compositions |
WO2022154126A1 (ja) | 2021-01-18 | 2022-07-21 | 三井化学株式会社 | 水分散体組成物、当該水分散体組成物の製造方法およびエチレン・α-オレフィン共重合体酸変性物 |
WO2022186053A1 (ja) | 2021-03-05 | 2022-09-09 | 三井化学株式会社 | 熱可塑性エラストマー組成物 |
US11767404B2 (en) | 2018-03-07 | 2023-09-26 | Mitsui Chemicals, Inc. | Resin composition for masterbatch |
Families Citing this family (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4540753A (en) * | 1983-06-15 | 1985-09-10 | Exxon Research & Engineering Co. | Narrow MWD alpha-olefin copolymers |
US4668834B1 (en) * | 1985-10-16 | 1996-05-07 | Uniroyal Chem Co Inc | Low molecular weight ethylene-alphaolefin copolymer intermediates |
JPS63196690A (ja) * | 1987-02-12 | 1988-08-15 | Mitsui Petrochem Ind Ltd | 潤滑油組成物 |
JPS63210198A (ja) * | 1987-02-27 | 1988-08-31 | Idemitsu Kosan Co Ltd | マルチグレ−ドエンジン油組成物 |
JP2546795B2 (ja) * | 1987-02-27 | 1996-10-23 | 出光興産株式会社 | 潤滑油組成物 |
JPS63227697A (ja) * | 1987-03-17 | 1988-09-21 | Shin Etsu Chem Co Ltd | 粘着性グリ−ス組成物 |
JP3102890B2 (ja) * | 1994-10-24 | 2000-10-23 | 旭化成工業株式会社 | ポリオキシメチレン樹脂組成物 |
US20230365733A1 (en) | 2020-10-15 | 2023-11-16 | Mitsui Chemicals, Inc. | Organosilicon compound graft copolymer and rubber composition for tire including the copolymer |
-
1981
- 1981-01-13 JP JP260381A patent/JPS57123205A/ja active Granted
Cited By (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US7795194B2 (en) | 2004-11-26 | 2010-09-14 | Mitsui Chemicals, Inc. | Synthetic lubricating oil and lubricating oil composition |
US10040884B2 (en) | 2014-03-28 | 2018-08-07 | Mitsui Chemicals, Inc. | Ethylene/α-olefin copolymers and lubricating oils |
US10329366B2 (en) | 2014-03-28 | 2019-06-25 | Mitsui Chemicals, Inc. | Ethylene/α-olefin copolymers and lubricating oils |
US10227543B2 (en) | 2014-09-10 | 2019-03-12 | Mitsui Chemicals, Inc. | Lubricant compositions |
WO2018131543A1 (ja) | 2017-01-16 | 2018-07-19 | 三井化学株式会社 | 自動車ギア用潤滑油組成物 |
US11155768B2 (en) | 2017-01-16 | 2021-10-26 | Mitsui Chemicals, Inc. | Lubricant oil compositions for automotive gears |
US11767404B2 (en) | 2018-03-07 | 2023-09-26 | Mitsui Chemicals, Inc. | Resin composition for masterbatch |
WO2022154126A1 (ja) | 2021-01-18 | 2022-07-21 | 三井化学株式会社 | 水分散体組成物、当該水分散体組成物の製造方法およびエチレン・α-オレフィン共重合体酸変性物 |
WO2022186053A1 (ja) | 2021-03-05 | 2022-09-09 | 三井化学株式会社 | 熱可塑性エラストマー組成物 |
Also Published As
Publication number | Publication date |
---|---|
JPS57123205A (en) | 1982-07-31 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
US6153807A (en) | Process for producing ethylene/alpha-olefin copolymer | |
US6642169B2 (en) | Polymerisation catalysts | |
US5420372A (en) | Alpha-olefin oligomers useful as base stocks and viscosity index improvers, and lubricating oils containing same and method of making the oligomers | |
JPH021163B2 (xx) | ||
US7820607B2 (en) | Viscosity modifier for lubricating oils, additive composition for lubricating oils, and lubricating oil compositions | |
US7129306B2 (en) | Process for the oligomerization of α-olefins having low unsaturation | |
US5315053A (en) | Normally liquid alpha-olefin oligomers useful as base stocks and viscosity index improvers, and lubricating oils containing same | |
US4613712A (en) | Alpha-olefin polymers as lubricant viscosity properties improvers | |
CA2292387A1 (en) | Process for producing olefin polymer with long chain branching | |
US3113167A (en) | High viscosity synthetic lubricants from alpha-olefins | |
EP0998500B1 (en) | Polymerisation catalysts | |
NO822831L (no) | Fremgangsmaate for fremstilling av alfa-olefinkopolymerer | |
JPH027998B2 (xx) | ||
JPS61221207A (ja) | 液状α−オレフイン共重合体の製法 | |
EP1464655A1 (en) | PROCESS FOR PRODUCING LOW POLYMER OF a-OLEFIN | |
RU2185390C2 (ru) | Способ получения этилен-пропиленовых и этилен-пропилен-диеновых сополимеров | |
US4469910A (en) | Method for the oligomerization of alpha-olefins | |
US4642410A (en) | Catalytic poly alpha-olefin process | |
EP0139343B1 (en) | Method for the oligomerization of alpha-olefins | |
US2965691A (en) | Preparation of viscous polymers | |
CA2152492A1 (en) | A method to oligomerize c4 olefins together with linear alpha olefins | |
US20190308158A1 (en) | Method of Inhibiting Reactor Fouling and Oligomerisation of Olefin Using the Same | |
US4532061A (en) | Grafted polyalphaolefin polymers, method for its production and oils containing it | |
JPS6043393B2 (ja) | 合成潤滑油 | |
KR102275019B1 (ko) | 적은 단쇄분지를 갖는 알파올레핀 올리고머 및 이의 제조방법 |