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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|---|---|---|---|---|
| EP1377537B1 (en) * | 2001-03-26 | 2009-04-22 | Dow Global Technologies Inc. | Metathesis of unsaturated fatty acid esters or unsaturated fatty acids with lower olefins |
| EP1603857A4 (en) * | 2003-01-13 | 2006-05-17 | Cargill Inc | PROCESS FOR PRODUCING INDUSTRIAL CHEMICALS |
| WO2006076364A2 (en) | 2005-01-10 | 2006-07-20 | Cargill, Incorporated | Candle and candle wax containing metathesis and metathesis-like products |
| JP5437628B2 (ja) * | 2005-06-06 | 2014-03-12 | ダウ グローバル テクノロジーズ エルエルシー | α,ω−官能基を有するオレフィンを調製する複分解法 |
| WO2007081987A2 (en) | 2006-01-10 | 2007-07-19 | Elevance Renewable Sciences, Inc. | Method of making hydrogenated metathesis products |
| US8815257B2 (en) | 2006-03-07 | 2014-08-26 | Elevance Renewable Sciences, Inc. | Compositions comprising metathesized unsaturated polyol esters |
| WO2007103460A2 (en) * | 2006-03-07 | 2007-09-13 | Elevance Renewable Sciences, Inc. | Colorant compositions comprising metathesized unsaturated polyol esters |
| CN101563434B (zh) * | 2006-07-12 | 2012-01-25 | 埃莱文斯可更新科学公司 | 包含复分解不饱和多元醇酯蜡的热熔性胶粘剂组合物 |
| EP2046719B1 (en) * | 2006-07-12 | 2013-09-04 | Elevance Renewable Sciences, Inc. | Ring opening cross-metathesis reaction of cyclic olefins with seed oils and the like |
| US8067610B2 (en) | 2006-07-13 | 2011-11-29 | Yann Schrodi | Synthesis of terminal alkenes from internal alkenes and ethylene via olefin metathesis |
| WO2008046106A2 (en) * | 2006-10-13 | 2008-04-17 | Elevance Renewable Sciences, Inc. | Synthesis of terminal alkenes from internal alkenes via olefin metathesis |
| US8614344B2 (en) * | 2006-10-13 | 2013-12-24 | Elevance Renewable Sciences, Inc. | Metathesis methods involving hydrogenation and compositions relating to same |
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| US8436110B2 (en) | 2008-10-31 | 2013-05-07 | Dow Global Technologies Llc | Olefin metathesis process employing bimetallic ruthenium complex with bridging hydrido ligands |
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| MY156576A (en) * | 2008-11-26 | 2016-03-15 | Elevance Renewable Sciences | Methods of producing jet fuel from natural oil feedstocks through metathesis reactions |
| FR2939331B1 (fr) | 2008-12-10 | 2012-08-10 | Inst Francais Du Petrole | Composition catalytique et procede de metathese de corps gras insature |
| US9051519B2 (en) | 2009-10-12 | 2015-06-09 | Elevance Renewable Sciences, Inc. | Diene-selective hydrogenation of metathesis derived olefins and unsaturated esters |
| PL2488474T3 (pl) | 2009-10-12 | 2017-07-31 | Elevance Renewable Sciences, Inc. | Sposoby rafinacji i wytwarzania paliw z surowców na bazie olejów naturalnych |
| US9175231B2 (en) | 2009-10-12 | 2015-11-03 | Elevance Renewable Sciences, Inc. | Methods of refining natural oils and methods of producing fuel compositions |
| 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 |
| US9222056B2 (en) | 2009-10-12 | 2015-12-29 | 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 |
| 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 |
| US8735640B2 (en) | 2009-10-12 | 2014-05-27 | Elevance Renewable Sciences, Inc. | Methods of refining and producing fuel and specialty chemicals from natural oil feedstocks |
| US9169447B2 (en) | 2009-10-12 | 2015-10-27 | Elevance Renewable Sciences, Inc. | Methods of refining natural oils, and methods of producing fuel compositions |
| US9480977B2 (en) | 2011-09-20 | 2016-11-01 | Dow Corning Corporation | Ruthenium containing hydrosilylation catalysts and compositions containing the catalysts |
| US9133416B2 (en) | 2011-12-22 | 2015-09-15 | Elevance Renewable Sciences, Inc. | Methods for suppressing isomerization of olefin metathesis products |
| US9139493B2 (en) | 2011-12-22 | 2015-09-22 | Elevance Renewable Sciences, Inc. | Methods for suppressing isomerization of olefin metathesis products |
| US9169174B2 (en) | 2011-12-22 | 2015-10-27 | Elevance Renewable Sciences, Inc. | Methods for suppressing isomerization of olefin metathesis products |
| WO2014168602A2 (en) | 2011-12-28 | 2014-10-16 | Elevance Renewable Sciences, Inc. | Renewable fatty acid waxes and methods of making |
| CN104583369A (zh) | 2012-06-20 | 2015-04-29 | 埃莱万斯可再生能源科学股份有限公司 | 天然油易位组合物 |
| US9458298B2 (en) | 2012-10-01 | 2016-10-04 | Georgia-Pacific Chemicals Llc | Methods for making lignocellulose containing composite products |
| US9586338B2 (en) | 2012-10-01 | 2017-03-07 | Georgia-Pacific Chemicals Llc | Methods for making lignocellulose containing composite products |
| US9388098B2 (en) | 2012-10-09 | 2016-07-12 | Elevance Renewable Sciences, Inc. | Methods of making high-weight esters, acids, and derivatives thereof |
| US9587077B2 (en) | 2013-03-14 | 2017-03-07 | Georgia-Pacific Chemicals Llc | Methods for making composite products containing lignocellulose substrates |
| EP2970650A4 (en) | 2013-03-14 | 2016-11-09 | Georgia Pacific Chemicals Llc | BINDER COMPOSITIONS AND METHOD FOR THE PRODUCTION AND USE THEREOF |
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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 |
| 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 |
| EP3126429A4 (en) | 2014-04-02 | 2017-03-29 | Georgia-Pacific Chemicals LLC | Methods for making lignocellulose composite products |
| US9617427B2 (en) | 2014-04-02 | 2017-04-11 | Georgia-Pacific Chemicals Llc | Methods for making lignocellulose composite products with oxidative binders and encapsulated catalyst |
| JP7058659B2 (ja) | 2016-09-14 | 2022-04-22 | ジェノマティカ, インコーポレイテッド | 1,3-脂肪ジオール化合物およびそれらの誘導体 |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5677243A (en) | 1979-11-29 | 1981-06-25 | Takasago Corp | Production of 9-octadecenedioic acid diester |
| EP0328230A3 (en) | 1981-11-19 | 1990-03-21 | Fuji Oil Company, Limited | Method for the modification of fats and oils |
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-
2004
- 2004-09-14 US US10/940,403 patent/US7176336B2/en not_active Expired - Lifetime
- 2004-09-14 DE DE602004014958T patent/DE602004014958D1/de not_active Expired - Lifetime
- 2004-09-14 EP EP04788745A patent/EP1673328B1/en not_active Expired - Lifetime
- 2004-09-14 AT AT04788745T patent/ATE400542T1/de not_active IP Right Cessation
- 2004-09-14 CN CN200480029357.7A patent/CN100588638C/zh not_active Expired - Fee Related
- 2004-09-14 BR BRPI0415176-3A patent/BRPI0415176B1/pt not_active IP Right Cessation
- 2004-09-14 WO PCT/US2004/030020 patent/WO2005040077A2/en not_active Ceased
- 2004-09-14 JP JP2006533917A patent/JP4779121B2/ja not_active Expired - Fee Related
- 2004-09-14 CA CA002541263A patent/CA2541263A1/en not_active Abandoned
- 2004-10-08 AR ARP040103668A patent/AR046097A1/es not_active Application Discontinuation
Also Published As
| Publication number | Publication date |
|---|---|
| JP2007508300A (ja) | 2007-04-05 |
| BRPI0415176B1 (pt) | 2014-04-15 |
| US7176336B2 (en) | 2007-02-13 |
| ATE400542T1 (de) | 2008-07-15 |
| US20050080301A1 (en) | 2005-04-14 |
| EP1673328B1 (en) | 2008-07-09 |
| JP4779121B2 (ja) | 2011-09-28 |
| WO2005040077A3 (en) | 2005-08-04 |
| WO2005040077A2 (en) | 2005-05-06 |
| CN100588638C (zh) | 2010-02-10 |
| CN1863754A (zh) | 2006-11-15 |
| AR046097A1 (es) | 2005-11-23 |
| CA2541263A1 (en) | 2005-05-06 |
| DE602004014958D1 (de) | 2008-08-21 |
| EP1673328A2 (en) | 2006-06-28 |
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