JP2005171260A5 - - Google Patents
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- Publication number
- JP2005171260A5 JP2005171260A5 JP2004358637A JP2004358637A JP2005171260A5 JP 2005171260 A5 JP2005171260 A5 JP 2005171260A5 JP 2004358637 A JP2004358637 A JP 2004358637A JP 2004358637 A JP2004358637 A JP 2004358637A JP 2005171260 A5 JP2005171260 A5 JP 2005171260A5
- Authority
- JP
- Japan
- Prior art keywords
- monomer
- alkyl group
- chain length
- ester
- individual chain
- 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
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- 239000000178 monomer Substances 0.000 claims description 18
- 125000000217 alkyl group Chemical group 0.000 claims description 14
- 239000000203 mixture Substances 0.000 claims description 13
- 125000004185 ester group Chemical group 0.000 claims description 8
- 229920001577 copolymer Polymers 0.000 claims description 7
- 239000000295 fuel oil Substances 0.000 claims description 6
- 229920000642 polymer Polymers 0.000 claims description 6
- 239000000654 additive Substances 0.000 claims description 4
- 239000005977 Ethylene Substances 0.000 claims description 3
- VGGSQFUCUMXWEO-UHFFFAOYSA-N ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims description 3
- -1 acrylic ester Chemical class 0.000 claims description 2
- 229910052500 inorganic mineral Inorganic materials 0.000 claims description 2
- 239000011707 mineral Substances 0.000 claims description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 2
- 125000006702 (C1-C18) alkyl group Chemical group 0.000 claims 1
- 229920001567 Vinyl ester Polymers 0.000 claims 1
- 150000001336 alkenes Chemical class 0.000 claims 1
- 150000001990 dicarboxylic acid derivatives Chemical class 0.000 claims 1
- 239000002904 solvent Substances 0.000 description 7
- 150000002148 esters Chemical class 0.000 description 5
- 238000006116 polymerization reaction Methods 0.000 description 5
- UHOVQNZJYSORNB-UHFFFAOYSA-N benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 4
- 150000002430 hydrocarbons Chemical class 0.000 description 4
- YXFVVABEGXRONW-UHFFFAOYSA-N toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 4
- 239000000194 fatty acid Substances 0.000 description 3
- VZCYOOQTPOCHFL-OWOJBTEDSA-N (E)-but-2-enedioate;hydron Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 2
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 2
- UKMSUNONTOPOIO-UHFFFAOYSA-N Behenic acid Chemical compound CCCCCCCCCCCCCCCCCCCCCC(O)=O UKMSUNONTOPOIO-UHFFFAOYSA-N 0.000 description 2
- 239000004215 Carbon black (E152) Substances 0.000 description 2
- QIQXTHQIDYTFRH-UHFFFAOYSA-N Stearic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- 150000001298 alcohols Chemical class 0.000 description 2
- 125000001931 aliphatic group Chemical group 0.000 description 2
- 125000003118 aryl group Chemical group 0.000 description 2
- 239000002551 biofuel Substances 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- 125000004432 carbon atoms Chemical group C* 0.000 description 2
- 235000014113 dietary fatty acids Nutrition 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- 150000004665 fatty acids Chemical class 0.000 description 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N n-butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
- 239000003921 oil Substances 0.000 description 2
- 239000012188 paraffin wax Substances 0.000 description 2
- 229920005862 polyol Polymers 0.000 description 2
- 150000003077 polyols Chemical class 0.000 description 2
- ZTQSAGDEMFDKMZ-UHFFFAOYSA-N 1-butanal Chemical compound CCCC=O ZTQSAGDEMFDKMZ-UHFFFAOYSA-N 0.000 description 1
- LFSAPCRASZRSKS-UHFFFAOYSA-N 2-methylcyclohexan-1-one Chemical compound CC1CCCCC1=O LFSAPCRASZRSKS-UHFFFAOYSA-N 0.000 description 1
- 235000021357 Behenic acid Nutrition 0.000 description 1
- 229920000089 Cyclic olefin copolymer Polymers 0.000 description 1
- FPYJFEHAWHCUMM-UHFFFAOYSA-N Maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 1
- NTIZESTWPVYFNL-UHFFFAOYSA-N Methyl isobutyl ketone Chemical compound CC(C)CC(C)=O NTIZESTWPVYFNL-UHFFFAOYSA-N 0.000 description 1
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 1
- 229920002582 Polyethylene Glycol 600 Polymers 0.000 description 1
- 235000021355 Stearic acid Nutrition 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid Chemical compound OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- 230000000996 additive Effects 0.000 description 1
- 150000001299 aldehydes Chemical class 0.000 description 1
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 description 1
- 125000005907 alkyl ester group Chemical group 0.000 description 1
- 125000002947 alkylene group Chemical group 0.000 description 1
- 239000010775 animal oil Substances 0.000 description 1
- 239000000010 aprotic solvent Substances 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
- 229940116226 behenic acid Drugs 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- 229950008690 docosanoic acid Drugs 0.000 description 1
- WRZXKWFJEFFURH-UHFFFAOYSA-N dodecaethylene glycol Chemical compound OCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCO WRZXKWFJEFFURH-UHFFFAOYSA-N 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000005886 esterification reaction Methods 0.000 description 1
- YMBNBZFZTXCWDV-UHFFFAOYSA-N ethane-1,2-diol;propane-1,2,3-triol Chemical compound OCCO.OCC(O)CO YMBNBZFZTXCWDV-UHFFFAOYSA-N 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- 238000010528 free radical solution polymerization reaction Methods 0.000 description 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N fumaric acid Chemical compound OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
- 239000001530 fumaric acid Substances 0.000 description 1
- 239000003966 growth inhibitor Substances 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 125000004435 hydrogen atoms Chemical class [H]* 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- 230000002401 inhibitory effect Effects 0.000 description 1
- 239000003999 initiator Substances 0.000 description 1
- AMIMRNSIRUDHCM-UHFFFAOYSA-N isopropylaldehyde Chemical compound CC(C)C=O AMIMRNSIRUDHCM-UHFFFAOYSA-N 0.000 description 1
- LVHBHZANLOWSRM-UHFFFAOYSA-L itaconate(2-) Chemical compound [O-]C(=O)CC(=C)C([O-])=O LVHBHZANLOWSRM-UHFFFAOYSA-L 0.000 description 1
- 239000003350 kerosene Substances 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-N methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 239000002480 mineral oil Substances 0.000 description 1
- 235000010446 mineral oil Nutrition 0.000 description 1
- 239000003607 modifier Substances 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N o-xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- 125000001477 organic nitrogen group Chemical group 0.000 description 1
- 239000005076 polymer ester Substances 0.000 description 1
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 1
- 239000001294 propane Substances 0.000 description 1
- QQONPFPTGQHPMA-UHFFFAOYSA-N propene Chemical compound CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 1
- NBBJYMSMWIIQGU-UHFFFAOYSA-N propionic aldehyde Chemical compound CCC=O NBBJYMSMWIIQGU-UHFFFAOYSA-N 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 239000011877 solvent mixture Substances 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 239000008158 vegetable oil Substances 0.000 description 1
- 235000013311 vegetables Nutrition 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
- 239000004711 α-olefin Substances 0.000 description 1
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE10357877A DE10357877B4 (de) | 2003-12-11 | 2003-12-11 | Brennstofföle aus Mitteldestillaten und Ölen pflanzlichen oder tierischen Ursprungs mit verbesserten Kälteeigenschaften |
| DE10357877.3 | 2003-12-11 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2005171260A JP2005171260A (ja) | 2005-06-30 |
| JP2005171260A5 true JP2005171260A5 (fr) | 2008-01-31 |
| JP5025082B2 JP5025082B2 (ja) | 2012-09-12 |
Family
ID=34485304
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2004358637A Expired - Fee Related JP5025082B2 (ja) | 2003-12-11 | 2004-12-10 | 中間留分および植物または動物起源の油よりなる冷間流動性向上した燃料油 |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US20050126071A1 (fr) |
| EP (1) | EP1541664B1 (fr) |
| JP (1) | JP5025082B2 (fr) |
| KR (1) | KR101139277B1 (fr) |
| CA (1) | CA2489752C (fr) |
| DE (1) | DE10357877B4 (fr) |
Families Citing this family (30)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE10349850C5 (de) | 2003-10-25 | 2011-12-08 | Clariant Produkte (Deutschland) Gmbh | Kaltfließverbesserer für Brennstofföle pflanzlichen oder tierischen Ursprungs |
| DE10349851B4 (de) | 2003-10-25 | 2008-06-19 | Clariant Produkte (Deutschland) Gmbh | Kaltfließverbesserer für Brennstofföle pflanzlichen oder tierischen Ursprungs |
| DE10357878C5 (de) | 2003-12-11 | 2013-07-25 | Clariant Produkte (Deutschland) Gmbh | Brennstofföle aus Mitteldestillaten und Ölen pflanzlichen oder tierischen Ursprungs mit verbesserten Kälteeigenschaften |
| DE10357880B4 (de) * | 2003-12-11 | 2008-05-29 | Clariant Produkte (Deutschland) Gmbh | Brennstofföle aus Mitteldestillaten und Ölen pflanzlichen oder tierischen Ursprungs mit verbesserten Kälteeigenschaften |
| AU2004321204A1 (en) * | 2004-07-02 | 2006-01-12 | Monsanto S.A.S. | A new biofuel composition |
| EP1728846A1 (fr) * | 2005-05-30 | 2006-12-06 | Monsanto S.A.S. | Une nouvelle composition de biodiesel |
| EP1741770A1 (fr) * | 2005-07-04 | 2007-01-10 | Monsanto S.A.S. | Utilisation d'huile de colza dans biolubrifiants |
| EP1746146A1 (fr) * | 2005-07-22 | 2007-01-24 | Basf Aktiengesellschaft | Copolymères à base d'oléfines et d'esters d'acides carboxyliques éthylèniquement insaturés pour abaiser le point de trouble des combustibles et des lubrifiants |
| EP1746147B1 (fr) * | 2005-07-22 | 2016-02-24 | Basf Se | Copolymères à base d'oléfines et d'esters d'acides carboxyliques éthylèniquement insaturés pour abaiser le point de trouble des combustibles et des lubrifiants |
| EP1806398A1 (fr) | 2006-01-04 | 2007-07-11 | Monsanto S.A.S. | Mutants de FAD-2 et plantes à teneur élevée en acide oléique |
| EP1837397A1 (fr) | 2006-03-21 | 2007-09-26 | Monsanto S.A.S. | Mutants de FAD-2 et plantes à teneur élevée en acide oléique |
| DE102006016588A1 (de) * | 2006-04-06 | 2007-10-18 | Rohmax Additives Gmbh | Kraftstoffzusammensetzungen umfassend nachwachsende Rohstoffe |
| DE102006022719B4 (de) * | 2006-05-16 | 2008-10-02 | Clariant International Limited | Kaltfließverbesserer für pflanzliche oder tierische Brennstofföle |
| DE102006022698B4 (de) * | 2006-05-16 | 2008-10-02 | Clariant International Limited | Zusammensetzung von Brennstoffölen |
| DE102006022718B4 (de) * | 2006-05-16 | 2008-10-02 | Clariant International Limited | Zusammensetzung von Brennstoffölen |
| DE102006033150B4 (de) * | 2006-07-18 | 2008-10-16 | Clariant International Limited | Additive zur Verbesserung der Kälteeigenschaften von Brennstoffölen |
| EP1944375A1 (fr) * | 2007-01-11 | 2008-07-16 | Monsanto S.A.S. | Mutants FAD2 et plantes riches en acide oléique |
| WO2009143566A1 (fr) * | 2008-05-26 | 2009-12-03 | Meat & Livestock Australia Limited | Additif pour biodiesel |
| CA2749344A1 (fr) | 2009-01-13 | 2010-07-22 | Evonik Rohmax Additives Gmbh | Compositions de carburant ayant un point de trouble ameliore et des proprietes ameliorees au stockage |
| JP2011122135A (ja) * | 2009-10-07 | 2011-06-23 | Adeka Corp | 脂肪酸メチルエステル用低温流動性向上剤 |
| US20110192076A1 (en) | 2010-02-05 | 2011-08-11 | Evonik Rohmax Additives Gmbh | Composition having improved filterability |
| JP5731238B2 (ja) * | 2010-03-04 | 2015-06-10 | 株式会社Adeka | バイオディーゼル燃料組成物 |
| JP5634302B2 (ja) * | 2011-02-28 | 2014-12-03 | 株式会社Adeka | 脂肪酸メチルエステル用低温流動性向上剤 |
| US8790424B2 (en) | 2011-03-30 | 2014-07-29 | Basf Se | Copolymer and use thereof for improving the cold flow properties of middle distillate fuels |
| CN103459357B (zh) * | 2011-03-30 | 2015-04-08 | 巴斯夫欧洲公司 | 共聚物及其在改进中间馏分燃料的冷流性能中的用途 |
| KR102243599B1 (ko) * | 2014-01-29 | 2021-04-22 | 바스프 에스이 | 연료 및 윤활제에 대한 폴리카르복실산-기재 첨가제 |
| KR102365225B1 (ko) | 2014-08-07 | 2022-02-22 | 클라리언트 인터내셔널 리미티드 | 저황 선박용 디젤용 첨가제 |
| CN104403706B (zh) * | 2014-11-20 | 2016-06-22 | 中国石油大学(北京) | 一种新型柴油蜡晶分散剂 |
| CN110088253B (zh) * | 2016-12-15 | 2022-03-18 | 巴斯夫欧洲公司 | 作为燃料添加剂的聚合物 |
| RU2684412C1 (ru) * | 2017-11-02 | 2019-04-09 | Публичное акционерное общество "Нефтяная компания "Роснефть" (ПАО "НК "Роснефть") | Депрессорно-диспергирующая присадка к дизельному топливу, способ ее получения и способ получения депрессорного и диспергирующего компонентов депрессорно-диспергирующей присадки |
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| US20030136046A1 (en) * | 2001-11-21 | 2003-07-24 | Graham Jackson | Fuel additive |
| JP4768956B2 (ja) * | 2002-07-09 | 2011-09-07 | クラリアント・プロドゥクテ・（ドイチュラント）・ゲゼルシャフト・ミト・ベシュレンクテル・ハフツング | 植物−または動物源の燃料油用の冷間流動性改善剤 |
| ATE552324T1 (de) * | 2003-06-23 | 2012-04-15 | Infineum Int Ltd | Ölzusammensetzungen |
-
2003
- 2003-12-11 DE DE10357877A patent/DE10357877B4/de not_active Expired - Fee Related
-
2004
- 2004-11-30 EP EP04028308.7A patent/EP1541664B1/fr not_active Expired - Lifetime
- 2004-12-10 JP JP2004358637A patent/JP5025082B2/ja not_active Expired - Fee Related
- 2004-12-10 CA CA2489752A patent/CA2489752C/fr not_active Expired - Fee Related
- 2004-12-10 KR KR1020040104261A patent/KR101139277B1/ko not_active IP Right Cessation
- 2004-12-10 US US11/009,870 patent/US20050126071A1/en not_active Abandoned
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