BRPI0415176A - processo melhorado para a sìntese de álcoois insaturados - Google Patents
processo melhorado para a sìntese de álcoois insaturadosInfo
- Publication number
- BRPI0415176A BRPI0415176A BRPI0415176-3A BRPI0415176A BRPI0415176A BR PI0415176 A BRPI0415176 A BR PI0415176A BR PI0415176 A BRPI0415176 A BR PI0415176A BR PI0415176 A BRPI0415176 A BR PI0415176A
- Authority
- BR
- Brazil
- Prior art keywords
- unsaturated
- fatty acid
- homoalyl
- ester
- hydroxy protected
- Prior art date
Links
- 150000001298 alcohols Chemical class 0.000 title abstract 2
- 230000015572 biosynthetic process Effects 0.000 title abstract 2
- 238000000034 method Methods 0.000 title abstract 2
- 238000003786 synthesis reaction Methods 0.000 title abstract 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 5
- -1 methyl ricinoleate Chemical class 0.000 abstract 4
- 235000021122 unsaturated fatty acids Nutrition 0.000 abstract 3
- XKGDWZQXVZSXAO-ADYSOMBNSA-N Ricinoleic Acid methyl ester Chemical compound CCCCCC[C@@H](O)C\C=C/CCCCCCCC(=O)OC XKGDWZQXVZSXAO-ADYSOMBNSA-N 0.000 abstract 2
- XKGDWZQXVZSXAO-SFHVURJKSA-N Ricinolsaeure-methylester Natural products CCCCCC[C@H](O)CC=CCCCCCCCC(=O)OC XKGDWZQXVZSXAO-SFHVURJKSA-N 0.000 abstract 2
- ACIAHEMYLLBZOI-ZZXKWVIFSA-N Unsaturated alcohol Chemical compound CC\C(CO)=C/C ACIAHEMYLLBZOI-ZZXKWVIFSA-N 0.000 abstract 2
- 235000014113 dietary fatty acids Nutrition 0.000 abstract 2
- 150000002148 esters Chemical class 0.000 abstract 2
- 229930195729 fatty acid Natural products 0.000 abstract 2
- 239000000194 fatty acid Substances 0.000 abstract 2
- 238000005649 metathesis reaction Methods 0.000 abstract 2
- 229920005862 polyol Polymers 0.000 abstract 2
- 150000003077 polyols Chemical class 0.000 abstract 2
- XKGDWZQXVZSXAO-UHFFFAOYSA-N ricinoleic acid methyl ester Natural products CCCCCCC(O)CC=CCCCCCCCC(=O)OC XKGDWZQXVZSXAO-UHFFFAOYSA-N 0.000 abstract 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 1
- 150000001336 alkenes Chemical class 0.000 abstract 1
- 238000005686 cross metathesis reaction Methods 0.000 abstract 1
- MWQWJUDADIEXCM-UHFFFAOYSA-N dec-1-en-4-ol Chemical compound CCCCCCC(O)CC=C MWQWJUDADIEXCM-UHFFFAOYSA-N 0.000 abstract 1
- 238000004519 manufacturing process Methods 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- ZACSKTMQNNMPQE-UHFFFAOYSA-N octadec-9-ene-7,12-diol Chemical compound CCCCCCC(O)CC=CCC(O)CCCCCC ZACSKTMQNNMPQE-UHFFFAOYSA-N 0.000 abstract 1
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 abstract 1
- 150000004670 unsaturated fatty acids Chemical class 0.000 abstract 1
- 235000015112 vegetable and seed oil Nutrition 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
- C07C29/09—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by hydrolysis
- C07C29/095—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by hydrolysis of esters of organic acids
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/28—Preparation of carboxylic acid esters by modifying the hydroxylic moiety of the ester, such modification not being an introduction of an ester group
- C07C67/293—Preparation of carboxylic acid esters by modifying the hydroxylic moiety of the ester, such modification not being an introduction of an ester group by isomerisation; by change of size of the carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/30—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group
- C07C67/333—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group by isomerisation; by change of size of the carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/475—Preparation of carboxylic acid esters by splitting of carbon-to-carbon bonds and redistribution, e.g. disproportionation or migration of groups between different molecules
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Catalysts (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
"PROCESSO MELHORADO PARA A SìNTESE DE áLCOOIS INSATURADOS". A presente invenção refere-se a um processo de preparação de um álcool insaturado (álcool olefínico), tal como, um monoálcool homoalílico ou poliol homoalílico, que envolve a proteção de um ácido graxo ou éster de ácido graxo insaturado substituído por hidróxi, tal como ricinoleato de metila, derivado de um óleo de sementes, para formar um ácido graxo ou éster de ácido graxo insaturado protegido por hidróxi; homometatessizar ou metatessização cruzada do ácido graxo ou éster de ácido graxo insaturado protegido por hidróxi para produzir uma mistura de produto contendo um produto de metátese insaturado protegido por hidróxi; e desproteger o produto de metátese insaturado protegido por hidróxi sob condições suficientes para preparar o álcool insaturado. Preferivelmente, o ricinoleato de metila é convertido por metátese cruzada ou homometátese no monoálcool mono-alílico 1-deceno-4-ol ou o poliol homoalílico 9-octadeceno-7,12-diol, respectivamente.
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US50990803P | 2003-10-09 | 2003-10-09 | |
US60/509,908 | 2003-10-09 | ||
PCT/US2004/030020 WO2005040077A2 (en) | 2003-10-09 | 2004-09-14 | An improved process for the synthesis of unsaturated alcohols |
Publications (2)
Publication Number | Publication Date |
---|---|
BRPI0415176A true BRPI0415176A (pt) | 2006-11-28 |
BRPI0415176B1 BRPI0415176B1 (pt) | 2014-04-15 |
Family
ID=34520015
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
BRPI0415176-3A BRPI0415176B1 (pt) | 2003-10-09 | 2004-09-14 | Processo de preparação de um álcool insaturado e composição |
Country Status (10)
Country | Link |
---|---|
US (1) | US7176336B2 (pt) |
EP (1) | EP1673328B1 (pt) |
JP (1) | JP4779121B2 (pt) |
CN (1) | CN100588638C (pt) |
AR (1) | AR046097A1 (pt) |
AT (1) | ATE400542T1 (pt) |
BR (1) | BRPI0415176B1 (pt) |
CA (1) | CA2541263A1 (pt) |
DE (1) | DE602004014958D1 (pt) |
WO (1) | WO2005040077A2 (pt) |
Families Citing this family (48)
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MXPA03008323A (es) * | 2001-03-26 | 2003-12-11 | Dow Global Technologies Inc | Metatesis de esteres de acidos grasos insaturados o de acidos grasos insaturados con olefinas inferiores. |
EP1603857A4 (en) * | 2003-01-13 | 2006-05-17 | Cargill Inc | PROCESS FOR PRODUCING INDUSTRIAL CHEMICALS |
BRPI0606718A2 (pt) | 2005-01-10 | 2009-07-14 | Cargill Inc | vela e cera para vela contendo produtos de metátese e semelhantes a metátese |
BRPI0613242A2 (pt) * | 2005-06-06 | 2010-12-28 | Dow Global Technologies Inc | processo para preparar uma olefina com funcionalidade em (alfa), (omega) e uma (alfa)-olefina co-produto |
WO2007081987A2 (en) | 2006-01-10 | 2007-07-19 | Elevance Renewable Sciences, Inc. | Method of making hydrogenated metathesis products |
MX2008011524A (es) | 2006-03-07 | 2009-02-03 | Elevance Renewable Sciences | Composiciones que comprenden esteres de poliol insaturados metatesizados. |
US8888908B2 (en) * | 2006-03-07 | 2014-11-18 | Elevance Renewable Sciences, Inc. | Colorant compositions comprising metathesized unsaturated polyol esters |
JP5361715B2 (ja) * | 2006-07-12 | 2013-12-04 | エレバンス リニューアブル サイエンシーズ, インク. | 環状オレフィンと種子油および類似物との開環交差メタセシス反応 |
US8344052B2 (en) * | 2006-07-12 | 2013-01-01 | Elevance Renewable Sciences, Inc. | Hot melt adhesive compositions comprising metathesized unsaturated polyol ester wax |
WO2008010961A2 (en) | 2006-07-13 | 2008-01-24 | Elevance Renewable Sciences, Inc. | Synthesis of terminal alkenes from internal alkenes and ethylene via olefin metathesis |
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US9175231B2 (en) | 2009-10-12 | 2015-11-03 | Elevance Renewable Sciences, Inc. | Methods of refining natural oils and methods of producing fuel compositions |
US9365487B2 (en) | 2009-10-12 | 2016-06-14 | Elevance Renewable Sciences, Inc. | Methods of refining and producing dibasic esters and acids from natural oil feedstocks |
US9000246B2 (en) | 2009-10-12 | 2015-04-07 | Elevance Renewable Sciences, Inc. | Methods of refining and producing dibasic esters and acids from natural oil feedstocks |
US9051519B2 (en) | 2009-10-12 | 2015-06-09 | Elevance Renewable Sciences, Inc. | Diene-selective hydrogenation of metathesis derived olefins and unsaturated esters |
US9169447B2 (en) | 2009-10-12 | 2015-10-27 | Elevance Renewable Sciences, Inc. | Methods of refining natural oils, and methods of producing fuel compositions |
US9222056B2 (en) | 2009-10-12 | 2015-12-29 | Elevance Renewable Sciences, Inc. | Methods of refining natural oils, and methods of producing fuel compositions |
PL2488474T3 (pl) | 2009-10-12 | 2017-07-31 | Elevance Renewable Sciences, Inc. | Sposoby rafinacji i wytwarzania paliw z surowców na bazie olejów naturalnych |
US9382502B2 (en) | 2009-10-12 | 2016-07-05 | Elevance Renewable Sciences, Inc. | Methods of refining and producing isomerized fatty acid esters and fatty acids from natural oil feedstocks |
EP2758414B1 (en) | 2011-09-20 | 2018-11-21 | Dow Silicones Corporation | Ruthenium containing hydrosilylation catalysts and compositions containing the catalysts |
US9169174B2 (en) | 2011-12-22 | 2015-10-27 | Elevance Renewable Sciences, Inc. | Methods for suppressing isomerization of olefin metathesis products |
US9133416B2 (en) | 2011-12-22 | 2015-09-15 | Elevance Renewable Sciences, Inc. | Methods for suppressing isomerization of olefin metathesis products |
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EP2804936B1 (en) | 2012-01-10 | 2016-03-23 | Elevance Renewable Sciences, Inc. | Renewable fatty acid waxes and methods of making |
KR102093707B1 (ko) | 2012-06-20 | 2020-03-26 | 엘레반스 리뉴어블 사이언시즈, 인코포레이티드 | 천연 오일 복분해 조성물 |
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WO2014159704A1 (en) | 2013-03-14 | 2014-10-02 | Georgia-Pacific Chemicals Llc | Binder compositions and methods for making and using same |
US9587077B2 (en) | 2013-03-14 | 2017-03-07 | Georgia-Pacific Chemicals Llc | Methods for making composite products containing lignocellulose substrates |
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CN104058919B (zh) * | 2013-03-20 | 2016-03-30 | 中国石油化工股份有限公司 | 一种制备1-庚烯的方法 |
CN104447162B (zh) * | 2013-09-24 | 2016-05-25 | 中国石油化工股份有限公司 | 一种十二碳烯的制备方法 |
US9617427B2 (en) | 2014-04-02 | 2017-04-11 | Georgia-Pacific Chemicals Llc | Methods for making lignocellulose composite products with oxidative binders and encapsulated catalyst |
EP3126401A4 (en) | 2014-04-02 | 2017-02-15 | Georgia-Pacific Chemicals LLC | Methods for making lignocellulose composite products with oxidative binders and complexed metal catalyst |
CA2944619C (en) | 2014-04-02 | 2021-10-12 | Georgia-Pacific Chemicals Llc | Methods for making lignocellulose composite products |
KR102608769B1 (ko) | 2016-09-14 | 2023-12-04 | 게노마티카 인코포레이티드 | 1,3-지방 디올 화합물 및 그 유도체 |
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CA2413852C (en) * | 2000-06-23 | 2012-06-05 | California Institute Of Technology | Synthesis of functionalized and unfunctionalized olefins via cross and ring-closing metathesis |
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-
2004
- 2004-09-14 US US10/940,403 patent/US7176336B2/en active Active
- 2004-09-14 JP JP2006533917A patent/JP4779121B2/ja not_active Expired - Fee Related
- 2004-09-14 DE DE602004014958T patent/DE602004014958D1/de active Active
- 2004-09-14 CN CN200480029357.7A patent/CN100588638C/zh not_active Expired - Fee Related
- 2004-09-14 AT AT04788745T patent/ATE400542T1/de not_active IP Right Cessation
- 2004-09-14 CA CA002541263A patent/CA2541263A1/en not_active Abandoned
- 2004-09-14 BR BRPI0415176-3A patent/BRPI0415176B1/pt not_active IP Right Cessation
- 2004-09-14 EP EP04788745A patent/EP1673328B1/en not_active Not-in-force
- 2004-09-14 WO PCT/US2004/030020 patent/WO2005040077A2/en active Application Filing
- 2004-10-08 AR ARP040103668A patent/AR046097A1/es not_active Application Discontinuation
Also Published As
Publication number | Publication date |
---|---|
EP1673328B1 (en) | 2008-07-09 |
AR046097A1 (es) | 2005-11-23 |
ATE400542T1 (de) | 2008-07-15 |
WO2005040077A3 (en) | 2005-08-04 |
CN100588638C (zh) | 2010-02-10 |
CA2541263A1 (en) | 2005-05-06 |
CN1863754A (zh) | 2006-11-15 |
JP4779121B2 (ja) | 2011-09-28 |
EP1673328A2 (en) | 2006-06-28 |
US20050080301A1 (en) | 2005-04-14 |
JP2007508300A (ja) | 2007-04-05 |
WO2005040077A2 (en) | 2005-05-06 |
US7176336B2 (en) | 2007-02-13 |
BRPI0415176B1 (pt) | 2014-04-15 |
DE602004014958D1 (de) | 2008-08-21 |
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