CA2888668C - Viscosity index improver, method for producing same, and oil composition - Google Patents
Viscosity index improver, method for producing same, and oil composition Download PDFInfo
- Publication number
- CA2888668C CA2888668C CA2888668A CA2888668A CA2888668C CA 2888668 C CA2888668 C CA 2888668C CA 2888668 A CA2888668 A CA 2888668A CA 2888668 A CA2888668 A CA 2888668A CA 2888668 C CA2888668 C CA 2888668C
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- Canada
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- derived
- constitutional unit
- viscosity index
- mass
- conjugated diene
- Prior art date
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- 239000000203 mixture Substances 0.000 title claims description 54
- 238000004519 manufacturing process Methods 0.000 title description 6
- JSNRRGGBADWTMC-UHFFFAOYSA-N (6E)-7,11-dimethyl-3-methylene-1,6,10-dodecatriene Chemical compound CC(C)=CCCC(C)=CCCC(=C)C=C JSNRRGGBADWTMC-UHFFFAOYSA-N 0.000 claims abstract description 86
- 239000003921 oil Substances 0.000 claims abstract description 74
- 150000001993 dienes Chemical class 0.000 claims abstract description 63
- 229920001577 copolymer Polymers 0.000 claims abstract description 44
- CXENHBSYCFFKJS-UHFFFAOYSA-N (3E,6E)-3,7,11-Trimethyl-1,3,6,10-dodecatetraene Natural products CC(C)=CCCC(C)=CCC=C(C)C=C CXENHBSYCFFKJS-UHFFFAOYSA-N 0.000 claims abstract description 43
- 229930009668 farnesene Natural products 0.000 claims abstract description 43
- -1 aromatic vinyl compound Chemical class 0.000 claims abstract description 32
- 229920002554 vinyl polymer Polymers 0.000 claims abstract description 29
- 239000011203 carbon fibre reinforced carbon Substances 0.000 claims abstract description 14
- 229920001400 block copolymer Polymers 0.000 claims description 105
- 229920000642 polymer Polymers 0.000 claims description 55
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims description 40
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 claims description 26
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 claims description 26
- 239000002199 base oil Substances 0.000 claims description 20
- 150000001875 compounds Chemical class 0.000 claims description 15
- 238000009826 distribution Methods 0.000 claims description 7
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- 230000000694 effects Effects 0.000 abstract description 10
- 238000006243 chemical reaction Methods 0.000 description 52
- 238000000034 method Methods 0.000 description 49
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- 229920002223 polystyrene Polymers 0.000 description 18
- 238000010539 anionic addition polymerization reaction Methods 0.000 description 17
- 230000000379 polymerizing effect Effects 0.000 description 15
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 14
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- 230000000052 comparative effect Effects 0.000 description 12
- 239000003054 catalyst Substances 0.000 description 11
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- 239000003505 polymerization initiator Substances 0.000 description 11
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- 238000005259 measurement Methods 0.000 description 9
- 239000000178 monomer Substances 0.000 description 9
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- 239000003153 chemical reaction reagent Substances 0.000 description 8
- 229910052763 palladium Inorganic materials 0.000 description 8
- 229910052739 hydrogen Inorganic materials 0.000 description 7
- 239000001257 hydrogen Substances 0.000 description 7
- 229910052757 nitrogen Inorganic materials 0.000 description 7
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
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- 239000002879 Lewis base Substances 0.000 description 5
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- MZRVEZGGRBJDDB-UHFFFAOYSA-N N-Butyllithium Chemical compound [Li]CCCC MZRVEZGGRBJDDB-UHFFFAOYSA-N 0.000 description 4
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- 150000001340 alkali metals Chemical class 0.000 description 4
- 125000000524 functional group Chemical group 0.000 description 4
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- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 3
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 3
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- 125000003118 aryl group Chemical group 0.000 description 3
- UAOMVDZJSHZZME-UHFFFAOYSA-N diisopropylamine Chemical compound CC(C)NC(C)C UAOMVDZJSHZZME-UHFFFAOYSA-N 0.000 description 3
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- CXENHBSYCFFKJS-VDQVFBMKSA-N (E,E)-alpha-farnesene Chemical compound CC(C)=CCC\C(C)=C\C\C=C(/C)C=C CXENHBSYCFFKJS-VDQVFBMKSA-N 0.000 description 2
- MYRTYDVEIRVNKP-UHFFFAOYSA-N 1,2-Divinylbenzene Chemical compound C=CC1=CC=CC=C1C=C MYRTYDVEIRVNKP-UHFFFAOYSA-N 0.000 description 2
- VXNZUUAINFGPBY-UHFFFAOYSA-N 1-Butene Chemical compound CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 description 2
- VQOXUMQBYILCKR-UHFFFAOYSA-N 1-Tridecene Chemical compound CCCCCCCCCCCC=C VQOXUMQBYILCKR-UHFFFAOYSA-N 0.000 description 2
- VDNSZPNSUQRUMS-UHFFFAOYSA-N 1-cyclohexyl-4-ethenylbenzene Chemical compound C1=CC(C=C)=CC=C1C1CCCCC1 VDNSZPNSUQRUMS-UHFFFAOYSA-N 0.000 description 2
- AFFLGGQVNFXPEV-UHFFFAOYSA-N 1-decene Chemical compound CCCCCCCCC=C AFFLGGQVNFXPEV-UHFFFAOYSA-N 0.000 description 2
- CRSBERNSMYQZNG-UHFFFAOYSA-N 1-dodecene Chemical compound CCCCCCCCCCC=C CRSBERNSMYQZNG-UHFFFAOYSA-N 0.000 description 2
- WJNKJKGZKFOLOJ-UHFFFAOYSA-N 1-dodecyl-4-ethenylbenzene Chemical compound CCCCCCCCCCCCC1=CC=C(C=C)C=C1 WJNKJKGZKFOLOJ-UHFFFAOYSA-N 0.000 description 2
- NVZWEEGUWXZOKI-UHFFFAOYSA-N 1-ethenyl-2-methylbenzene Chemical compound CC1=CC=CC=C1C=C NVZWEEGUWXZOKI-UHFFFAOYSA-N 0.000 description 2
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- LFQCEHFDDXELDD-UHFFFAOYSA-N tetramethyl orthosilicate Chemical compound CO[Si](OC)(OC)OC LFQCEHFDDXELDD-UHFFFAOYSA-N 0.000 description 1
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- HPGGPRDJHPYFRM-UHFFFAOYSA-J tin(iv) chloride Chemical compound Cl[Sn](Cl)(Cl)Cl HPGGPRDJHPYFRM-UHFFFAOYSA-J 0.000 description 1
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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
- C10M143/00—Lubricating compositions characterised by the additive being a macromolecular hydrocarbon or such hydrocarbon modified by oxidation
- C10M143/12—Lubricating compositions characterised by the additive being a macromolecular hydrocarbon or such hydrocarbon modified by oxidation containing conjugated diene
-
- 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
- C10M143/00—Lubricating compositions characterised by the additive being a macromolecular hydrocarbon or such hydrocarbon modified by oxidation
-
- 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
- C10M2205/04—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions containing aromatic monomers, e.g. styrene
-
- 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
- C10N2030/00—Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
- C10N2030/02—Pour-point; Viscosity index
-
- 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
- C10N2030/00—Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
- C10N2030/68—Shear stability
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2040/00—Specified use or application for which the lubricating composition is intended
- C10N2040/04—Oil-bath; Gear-boxes; Automatic transmissions; Traction drives
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2040/00—Specified use or application for which the lubricating composition is intended
- C10N2040/04—Oil-bath; Gear-boxes; Automatic transmissions; Traction drives
- C10N2040/042—Oil-bath; Gear-boxes; Automatic transmissions; Traction drives for automatic transmissions
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2040/00—Specified use or application for which the lubricating composition is intended
- C10N2040/08—Hydraulic fluids, e.g. brake-fluids
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2040/00—Specified use or application for which the lubricating composition is intended
- C10N2040/25—Internal-combustion engines
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- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Chemistry (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Lubricants (AREA)
- Graft Or Block Polymers (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2013-048290 | 2013-03-11 | ||
| JP2013048290 | 2013-03-11 | ||
| PCT/JP2014/055800 WO2014142001A1 (ja) | 2013-03-11 | 2014-03-06 | 粘度指数向上剤、その製造方法及び油組成物 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CA2888668A1 CA2888668A1 (en) | 2014-09-18 |
| CA2888668C true CA2888668C (en) | 2016-10-18 |
Family
ID=51536664
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA2888668A Active CA2888668C (en) | 2013-03-11 | 2014-03-06 | Viscosity index improver, method for producing same, and oil composition |
Country Status (8)
| Country | Link |
|---|---|
| US (1) | US20150284656A1 (de) |
| EP (1) | EP2899255B1 (de) |
| JP (1) | JP5671658B1 (de) |
| KR (1) | KR101552090B1 (de) |
| CN (1) | CN104704090A (de) |
| CA (1) | CA2888668C (de) |
| TW (1) | TWI526527B (de) |
| WO (1) | WO2014142001A1 (de) |
Families Citing this family (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US9752027B2 (en) | 2013-09-30 | 2017-09-05 | Kuraray Co., Ltd. | Thermoplastic elastomer composition and molded body |
| WO2015046544A1 (ja) * | 2013-09-30 | 2015-04-02 | 株式会社クラレ | ポリオレフィン系樹脂組成物及び成形体 |
| US9994669B2 (en) | 2016-01-06 | 2018-06-12 | Fina Technology, Inc. | Polyols derived from farnesene for polyurethanes |
| US10544241B2 (en) | 2016-09-15 | 2020-01-28 | Fina Technology, Inc. | Farnesene-based macromonomers and methods of making and using the same |
| US10370523B2 (en) | 2017-04-03 | 2019-08-06 | Fina Technology, Inc. | Insulating glass sealants based on polyurethanes and organically-modified nanoclays |
| JP7141027B2 (ja) * | 2018-07-05 | 2022-09-22 | 株式会社クラレ | 成形体 |
| CN109504495B (zh) * | 2019-01-25 | 2022-02-01 | 中沃能源(湖北)集团有限公司 | 一种润滑油用改进剂及其制备工艺 |
| US11466118B2 (en) | 2019-11-22 | 2022-10-11 | Fina Technology, Inc. | Chain end hydroxyl functionalized branched polyfarnesenes obtained by radical polymerization |
| JPWO2021215255A1 (de) * | 2020-04-20 | 2021-10-28 | ||
| WO2024047952A1 (ja) * | 2022-08-31 | 2024-03-07 | 三菱ケミカル株式会社 | 重合体、摩擦調整剤、潤滑油添加剤及びその製造方法、並びに潤滑油 |
Family Cites Families (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2777239B2 (ja) | 1989-12-18 | 1998-07-16 | 株式会社クラレ | 水添ブロック共重合体 |
| US5637783A (en) * | 1990-01-16 | 1997-06-10 | Mobil Oil Corporation | Dispersants and dispersant viscosity index improvers from selectively hydrogenated polymers |
| RU2439130C2 (ru) | 2006-03-10 | 2012-01-10 | КРЭЙТОН ПОЛИМЕРС Ю.Эс. ЭлЭлСи | Добавка, улучшающая индекс вязкости, для смазочных масел |
| RU2458108C2 (ru) * | 2006-05-03 | 2012-08-10 | Шелл Интернэшнл Рисерч Маатсхаппий Б.В. | Композиция смазочного масла |
| CA2735255C (en) * | 2008-09-04 | 2017-02-21 | Amyris Biotechnologies, Inc. | Adhesive compositions comprising a polyfarnesene |
| US8048976B2 (en) | 2008-09-04 | 2011-11-01 | Amyris, Inc. | Polyfarnesenes |
| JP5236417B2 (ja) | 2008-10-08 | 2013-07-17 | 旭化成ケミカルズ株式会社 | 水添ブロック共重合体組成物 |
| JP2011132298A (ja) | 2009-12-22 | 2011-07-07 | Sumitomo Rubber Ind Ltd | 変性共重合体、それを用いたゴム組成物および空気入りタイヤ |
| EP2363454B1 (de) * | 2010-02-23 | 2018-09-26 | Infineum International Limited | Verwendung einer schmierölzusammensetzung |
| US8999905B2 (en) * | 2010-10-25 | 2015-04-07 | Afton Chemical Corporation | Lubricant additive |
| JP6007240B2 (ja) * | 2012-03-06 | 2016-10-12 | 住友ゴム工業株式会社 | 水添分枝共役ジエン共重合体、ゴム組成物および空気入りタイヤ |
| ES2766848T3 (es) * | 2012-06-08 | 2020-06-15 | Kuraray Co | Copolímero de bloques hidrogenado y método para producirlo |
-
2014
- 2014-03-06 KR KR1020157009928A patent/KR101552090B1/ko active IP Right Grant
- 2014-03-06 CA CA2888668A patent/CA2888668C/en active Active
- 2014-03-06 US US14/436,700 patent/US20150284656A1/en not_active Abandoned
- 2014-03-06 WO PCT/JP2014/055800 patent/WO2014142001A1/ja active Application Filing
- 2014-03-06 EP EP14763262.4A patent/EP2899255B1/de active Active
- 2014-03-06 JP JP2014533732A patent/JP5671658B1/ja active Active
- 2014-03-06 CN CN201480002724.8A patent/CN104704090A/zh active Pending
- 2014-03-10 TW TW103108067A patent/TWI526527B/zh active
Also Published As
| Publication number | Publication date |
|---|---|
| TW201443209A (zh) | 2014-11-16 |
| EP2899255B1 (de) | 2017-08-02 |
| JPWO2014142001A1 (ja) | 2017-02-16 |
| WO2014142001A1 (ja) | 2014-09-18 |
| KR101552090B1 (ko) | 2015-09-09 |
| JP5671658B1 (ja) | 2015-02-18 |
| KR20150048902A (ko) | 2015-05-07 |
| US20150284656A1 (en) | 2015-10-08 |
| TWI526527B (zh) | 2016-03-21 |
| CA2888668A1 (en) | 2014-09-18 |
| EP2899255A4 (de) | 2015-10-28 |
| CN104704090A (zh) | 2015-06-10 |
| EP2899255A1 (de) | 2015-07-29 |
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| Date | Code | Title | Description |
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| EEER | Examination request |
Effective date: 20150417 |