JP2017513992A5 - - Google Patents
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- Publication number
- JP2017513992A5 JP2017513992A5 JP2016563946A JP2016563946A JP2017513992A5 JP 2017513992 A5 JP2017513992 A5 JP 2017513992A5 JP 2016563946 A JP2016563946 A JP 2016563946A JP 2016563946 A JP2016563946 A JP 2016563946A JP 2017513992 A5 JP2017513992 A5 JP 2017513992A5
- Authority
- JP
- Japan
- Prior art keywords
- residue
- mixture
- limonene
- polyalkylsiloxane
- carbon atoms
- 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.)
- Granted
Links
- 239000000203 mixture Substances 0.000 claims description 40
- 150000004291 polyenes Chemical class 0.000 claims description 29
- 125000004432 carbon atom Chemical group C* 0.000 claims description 27
- 125000000217 alkyl group Chemical group 0.000 claims description 23
- 238000006459 hydrosilylation reaction Methods 0.000 claims description 23
- 150000003505 terpenes Chemical class 0.000 claims description 17
- XMGQYMWWDOXHJM-JTQLQIEISA-N (+)-α-limonene Chemical compound CC(=C)[C@@H]1CCC(C)=CC1 XMGQYMWWDOXHJM-JTQLQIEISA-N 0.000 claims description 15
- XMGQYMWWDOXHJM-SNVBAGLBSA-N (-)-α-limonene Chemical compound CC(=C)[C@H]1CCC(C)=CC1 XMGQYMWWDOXHJM-SNVBAGLBSA-N 0.000 claims description 13
- 235000007586 terpenes Nutrition 0.000 claims description 12
- 125000003342 alkenyl group Chemical group 0.000 claims description 11
- 150000001336 alkenes Chemical class 0.000 claims description 10
- CRSBERNSMYQZNG-UHFFFAOYSA-N 1-dodecene Chemical compound CCCCCCCCCCC=C CRSBERNSMYQZNG-UHFFFAOYSA-N 0.000 claims description 8
- 239000003054 catalyst Substances 0.000 claims description 8
- XMGQYMWWDOXHJM-UHFFFAOYSA-N limonene Chemical compound CC(=C)C1CCC(C)=CC1 XMGQYMWWDOXHJM-UHFFFAOYSA-N 0.000 claims description 8
- 125000004122 cyclic group Chemical group 0.000 claims description 6
- 229910052739 hydrogen Inorganic materials 0.000 claims description 6
- 239000001257 hydrogen Substances 0.000 claims description 6
- 238000005266 casting Methods 0.000 claims description 5
- 239000003921 oil Substances 0.000 claims description 5
- 229940069096 dodecene Drugs 0.000 claims description 4
- 235000001510 limonene Nutrition 0.000 claims description 4
- 229940087305 limonene Drugs 0.000 claims description 4
- 238000000034 method Methods 0.000 claims description 4
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 3
- 150000002431 hydrogen Chemical class 0.000 claims description 3
- 238000005058 metal casting Methods 0.000 claims description 3
- 239000006082 mold release agent Substances 0.000 claims description 3
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 claims description 3
- 238000006467 substitution reaction Methods 0.000 claims description 3
- 229920001843 polymethylhydrosiloxane Polymers 0.000 claims description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 3
- 239000002736 nonionic surfactant Substances 0.000 claims 2
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical group [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 claims 2
- XFRVVPUIAFSTFO-UHFFFAOYSA-N 1-Tridecanol Chemical compound CCCCCCCCCCCCCO XFRVVPUIAFSTFO-UHFFFAOYSA-N 0.000 claims 1
- 229920002651 Polysorbate 85 Polymers 0.000 claims 1
- 125000005376 alkyl siloxane group Chemical group 0.000 claims 1
- 239000003795 chemical substances by application Substances 0.000 claims 1
- 125000006165 cyclic alkyl group Chemical group 0.000 claims 1
- 125000000396 limonene group Chemical group 0.000 claims 1
- 239000007788 liquid Substances 0.000 claims 1
- 239000000155 melt Substances 0.000 claims 1
- 239000002480 mineral oil Substances 0.000 claims 1
- 235000010446 mineral oil Nutrition 0.000 claims 1
- 239000007764 o/w emulsion Substances 0.000 claims 1
- 239000004033 plastic Substances 0.000 claims 1
- 229910052697 platinum Inorganic materials 0.000 claims 1
- 229940113171 polysorbate 85 Drugs 0.000 claims 1
- 239000011541 reaction mixture Substances 0.000 claims 1
- 239000002904 solvent Substances 0.000 claims 1
- 229940087291 tridecyl alcohol Drugs 0.000 claims 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims 1
- 239000004711 α-olefin Substances 0.000 claims 1
- 229920002545 silicone oil Polymers 0.000 description 9
- 238000004132 cross linking Methods 0.000 description 4
- 230000001590 oxidative effect Effects 0.000 description 3
- XWJBRBSPAODJER-UHFFFAOYSA-N 1,7-octadiene Chemical compound C=CCCCCC=C XWJBRBSPAODJER-UHFFFAOYSA-N 0.000 description 2
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 2
- 239000005977 Ethylene Substances 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 238000001723 curing Methods 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- 239000010409 thin film Substances 0.000 description 2
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 1
- 239000005062 Polybutadiene Substances 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 230000008878 coupling Effects 0.000 description 1
- 238000010168 coupling process Methods 0.000 description 1
- 238000005859 coupling reaction Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000013035 low temperature curing Methods 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- 239000011777 magnesium Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 229920002857 polybutadiene Polymers 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- -1 polysiloxane chains Polymers 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB1407247.4A GB2525420A (en) | 2014-04-24 | 2014-04-24 | New modified silicone oil for low temperature cure die casting lubricants |
| GB1407247.4 | 2014-04-24 | ||
| PCT/EP2015/058649 WO2015162149A1 (en) | 2014-04-24 | 2015-04-22 | New modified silicon oil for low temperature cure die casting lubricants |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2017513992A JP2017513992A (ja) | 2017-06-01 |
| JP2017513992A5 true JP2017513992A5 (enExample) | 2018-04-26 |
| JP6650883B2 JP6650883B2 (ja) | 2020-02-19 |
Family
ID=50971831
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2016563946A Expired - Fee Related JP6650883B2 (ja) | 2014-04-24 | 2015-04-22 | 低温硬化ダイカスト潤滑剤用の新規改質シリコーン油 |
Country Status (11)
| Country | Link |
|---|---|
| US (1) | US10316147B2 (enExample) |
| EP (1) | EP3134460B1 (enExample) |
| JP (1) | JP6650883B2 (enExample) |
| KR (1) | KR102273489B1 (enExample) |
| CN (1) | CN106459417B (enExample) |
| BR (1) | BR112016023603A2 (enExample) |
| CA (1) | CA2946070C (enExample) |
| GB (1) | GB2525420A (enExample) |
| MX (1) | MX385625B (enExample) |
| TW (1) | TWI672328B (enExample) |
| WO (1) | WO2015162149A1 (enExample) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN109265683B (zh) * | 2018-09-26 | 2021-05-11 | 黄山市强力化工有限公司 | 高粘指、耐高温性好的高支化度硅油、制备方法及应用 |
| JP2022520062A (ja) * | 2019-02-08 | 2022-03-28 | シェブロン・オロナイト・カンパニー・エルエルシー | 直接噴射火花点火エンジンにおける低速プレイグニッションを防止または低減するための組成物及び方法 |
| CN111303428A (zh) * | 2020-02-24 | 2020-06-19 | 武汉高环新材料科技有限公司 | 一种高温稳定的硅基基础油及其制备方法 |
| CN111979032B (zh) * | 2020-09-28 | 2022-08-12 | 宁波德曜新材料有限公司 | 水性铝压铸脱模剂及其制备方法 |
| CN115786030A (zh) * | 2022-12-01 | 2023-03-14 | 南京科技职业学院 | 一种锻造脱模剂及其制备方法 |
| CN116814314A (zh) * | 2023-06-27 | 2023-09-29 | 平湖市浙江工业大学新材料研究院 | 一种改性含氢硅油作为润滑剂的应用 |
Family Cites Families (20)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1080906A (en) * | 1964-12-14 | 1967-08-31 | Mobil Oil Corp | Lubricating compositions containing modified siloxane polymers |
| US4609574A (en) | 1985-10-03 | 1986-09-02 | Dow Corning Corporation | Silicone release coatings containing higher alkenyl functional siloxanes |
| DE4407189A1 (de) * | 1994-03-04 | 1995-09-07 | Goldschmidt Ag Th | Polysiloxan-Polyoxyalkylen-Blockmischpolymerisate und ihre Verwendung als Zusatzmittel für Haarkosmetika |
| US5565194A (en) * | 1994-03-04 | 1996-10-15 | Th. Goldschmidt Ag. | Polysiloxane-polyoxyalkylene block copolymers and their use as additives for hair cosmetics |
| US5527936A (en) * | 1995-02-17 | 1996-06-18 | E. I. Du Pont De Nemours And Company | Hydrosilylation of unsaturated compounds |
| JPH10114841A (ja) * | 1995-08-31 | 1998-05-06 | Yokohama Rubber Co Ltd:The | ゴム組成物 |
| EP0761748B1 (en) * | 1995-08-31 | 2004-05-19 | The Yokohama Rubber Co., Ltd. | Polysiloxane-containing rubber composition |
| EP1003472B1 (fr) * | 1997-07-31 | 2003-06-04 | Rhodia Chimie | Composition parfumante utilisant des organopolysiloxanes |
| CA2298240C (en) * | 1999-02-24 | 2007-08-21 | Goldschmidt Ag | Synergistic catalyst system and process for carrying out hydrosilylation reactions |
| US6822066B2 (en) * | 2002-11-18 | 2004-11-23 | Dow Corning Corporation | Organosiloxane resin-polyene materials |
| JP4359823B2 (ja) | 2003-07-01 | 2009-11-11 | 株式会社大一商会 | 遊技機 |
| JP3945484B2 (ja) * | 2004-01-27 | 2007-07-18 | 松下電工株式会社 | 封止用エポキシ樹脂組成物と半導体装置 |
| JP4722542B2 (ja) * | 2005-04-28 | 2011-07-13 | モメンティブ・パフォーマンス・マテリアルズ・ジャパン合同会社 | シリコーンエマルジョン組成物 |
| JP4866691B2 (ja) * | 2006-09-13 | 2012-02-01 | 信越化学工業株式会社 | 水中油型シリコーンエマルジョン金型用離型剤 |
| DE102007030642A1 (de) * | 2007-07-02 | 2009-01-08 | Momentive Performance Materials Gmbh | Verfahren zur Herstellung von Polyorganosiloxanen mit (C6-C60)-Alkylmethylsiloxygruppen und Dimethylsiloxygruppen |
| CN101892115A (zh) * | 2009-05-22 | 2010-11-24 | 汉高（中国）投资有限公司 | 一种脱模剂及其应用 |
| CN102189627B (zh) * | 2010-03-04 | 2014-06-04 | 毕建光 | 脱模剂和制备方法及其在制备聚氨酯模制品中的用途 |
| US8653294B2 (en) * | 2011-02-17 | 2014-02-18 | Gelest Technologies, Inc. | Silicones derived from 2-propenyl functional cyclic terpenes and methods of preparation |
| JPWO2013121851A1 (ja) * | 2012-02-16 | 2015-05-11 | 東レ・ダウコーニング株式会社 | ダイカスト用離型剤エマルジョン組成物 |
| CN103331411B (zh) * | 2013-05-29 | 2015-05-20 | 上海星杜新材料科技有限公司 | 压铸用高效、无损、精密成型脱模添加剂及制备方法 |
-
2014
- 2014-04-24 GB GB1407247.4A patent/GB2525420A/en not_active Withdrawn
-
2015
- 2015-04-22 TW TW104112800A patent/TWI672328B/zh not_active IP Right Cessation
- 2015-04-22 CA CA2946070A patent/CA2946070C/en active Active
- 2015-04-22 KR KR1020167031360A patent/KR102273489B1/ko not_active Expired - Fee Related
- 2015-04-22 WO PCT/EP2015/058649 patent/WO2015162149A1/en not_active Ceased
- 2015-04-22 JP JP2016563946A patent/JP6650883B2/ja not_active Expired - Fee Related
- 2015-04-22 CN CN201580021390.3A patent/CN106459417B/zh active Active
- 2015-04-22 EP EP15719653.6A patent/EP3134460B1/en active Active
- 2015-04-22 BR BR112016023603A patent/BR112016023603A2/pt not_active Application Discontinuation
- 2015-04-22 MX MX2016013437A patent/MX385625B/es unknown
-
2016
- 2016-10-19 US US15/297,431 patent/US10316147B2/en active Active
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