JP2010538140A5 - - Google Patents

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JP2010538140A5
JP2010538140A5 JP2010523549A JP2010523549A JP2010538140A5 JP 2010538140 A5 JP2010538140 A5 JP 2010538140A5 JP 2010523549 A JP2010523549 A JP 2010523549A JP 2010523549 A JP2010523549 A JP 2010523549A JP 2010538140 A5 JP2010538140 A5 JP 2010538140A5
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fatty acid
phase
mixture
alcohol
monohydric alcohol
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JP2010523549A
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Japanese (ja)
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JP5620818B2 (en
JP2010538140A (en
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Priority claimed from FI20075619A external-priority patent/FI20075619L/en
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Claims (16)

アルコールと石鹸含有する出発原料から脂肪酸、脂肪酸エステル又はこれらの混合物を製造する方法であって、下記の工程(i)〜(iii)を含む該方法:
(i)金属イオン生成剤を該出発原料へ添加することによって、不溶性相と液相を含む混合物を生成させ、
(ii)該不溶性相を該液相から分離させ、
(iii)a)酸を該不溶性相へ添加して脂肪酸を生成させるか、又は、一価アルコールと酸性触媒を該不溶性相へ添加して脂肪酸エステルを生成させ、これによって水性相と有機相から成る2相を生成させるか、あるいは、b)最初に酸を該不溶性相へ添加し、次いで、生成する脂肪酸の少なくとも一部へ一価アルコールと酸性触媒を添加して該脂肪酸をエステル化する。
A method for producing a fatty acid, a fatty acid ester or a mixture thereof from a starting material containing alcohol and soap , the method comprising the following steps (i) to (iii):
(I) adding a metal ion generator to the starting material to produce a mixture comprising an insoluble phase and a liquid phase;
(Ii) separating the insoluble phase from the liquid phase;
(Iii) a) adding an acid to the insoluble phase to form a fatty acid, or adding a monohydric alcohol and an acidic catalyst to the insoluble phase to form a fatty acid ester, thereby producing an aqueous phase and an organic phase Or b) first adding an acid to the insoluble phase and then adding a monohydric alcohol and an acidic catalyst to at least a portion of the resulting fatty acid to esterify the fatty acid.
出発原料が、石鹸のほかに、アルコール、好ましくは一価アルコール(最も適切にはメタノール、エタノール、1−プロパノール)若しくは多価アルコール(最も適切にはグリセロール)又は数種類のアルコールの混合物を含有する請求項1記載の方法。   In addition to soap, the starting material contains an alcohol, preferably a monohydric alcohol (most suitably methanol, ethanol, 1-propanol) or a polyhydric alcohol (most suitably glycerol) or a mixture of several alcohols. Item 2. The method according to Item 1. 出発原料が、脂質のエステル交換反応の結果として生成されるフラクションである請求項1記載の方法。   The process according to claim 1, wherein the starting material is a fraction produced as a result of a transesterification reaction of lipids. 金属イオン生成剤が塩化カルシウム又は塩化マグネシウム、好ましくは塩化カルシウムである請求項1記載の方法。   2. A process according to claim 1, wherein the metal ion generator is calcium chloride or magnesium chloride, preferably calcium chloride. 金属イオン生成剤を固体又は液体として(好ましくは固体として)添加する請求項1から4いずれかに記載の方法。   The method according to any one of claims 1 to 4, wherein the metal ion generating agent is added as a solid or liquid (preferably as a solid). 出発原料中の石鹸の少なくとも40モル%を沈殿させる量の金属イオン生成剤、好ましくは、石鹸の量に対して化学量論的な量の金属イオンを生成する量、最も好ましくは、化学量論的に10モル%過剰量の金属イオン生成剤を添加する請求項1から5いずれかに記載の方法。   An amount of metal ion generator that precipitates at least 40 mole percent of the soap in the starting material, preferably an amount that produces a stoichiometric amount of metal ions relative to the amount of soap, most preferably stoichiometric. The process according to claim 1, wherein a 10 mol% excess of metal ion generator is added. 不溶性相が石鹸を含有する請求項1から6いずれかに記載の方法。   The method according to any one of claims 1 to 6, wherein the insoluble phase contains soap. 液相が多価アルコール若しくは一価アルコール又は数種類のアルコールの混合物を含有する請求項1から7いずれかに記載の方法。   The method according to any one of claims 1 to 7, wherein the liquid phase contains a polyhydric alcohol or a monohydric alcohol or a mixture of several kinds of alcohols. 不溶性相中へ酸、好ましくは塩酸又は硫酸を添加して脂肪酸又は脂肪酸混合物を生成させる請求項1から8いずれかに記載の方法。   9. A process according to any of claims 1 to 8, wherein an acid, preferably hydrochloric acid or sulfuric acid, is added into the insoluble phase to produce a fatty acid or fatty acid mixture. 不溶性相へ一価アルコールと酸性触媒(好ましくは塩酸又は硫酸)を添加して脂肪酸エステルを生成させる請求項1から9いずれかに記載の方法。   The method according to any one of claims 1 to 9, wherein a fatty acid ester is produced by adding a monohydric alcohol and an acidic catalyst (preferably hydrochloric acid or sulfuric acid) to the insoluble phase. 最初に不溶性相へ酸を添加して脂肪酸を生成させ、次いで、生成した脂肪酸の少なくとも一部へ一価アルコールと酸性触媒を添加して脂肪酸をエステル化する請求項1から9いずれかに記載の方法。   10. The fatty acid is produced by first adding an acid to the insoluble phase, and then esterifying the fatty acid by adding a monohydric alcohol and an acidic catalyst to at least a part of the produced fatty acid. Method. 有機物のモル量に対する一価アルコールのモル量が少なくとも40%(好ましくは当量)である請求項10又は11記載の方法。   The method according to claim 10 or 11, wherein the molar amount of the monohydric alcohol relative to the molar amount of the organic substance is at least 40% (preferably equivalent). 有機相が脂肪酸エステル又は脂肪酸エステル混合物を含有し、水性相が水と無機塩を含有することによって特徴付けられる請求項1から12いずれかに記載の方法。   13. A process according to any of claims 1 to 12, characterized in that the organic phase contains a fatty acid ester or a mixture of fatty acid esters and the aqueous phase contains water and an inorganic salt. 有機相と水性相を相互に分離させた後、これらを捕集する請求項1から13いずれかに記載の方法。   The method according to claim 1, wherein the organic phase and the aqueous phase are separated from each other and then collected. 請求項1から14いずれかに記載の方法によって製造される脂肪酸、脂肪酸エステル又は脂肪酸と脂肪酸エステルとの混合物の(i)脂肪酸のエステル化又は(ii)脂質の水素処理における供給原料としての使用。   Use of a fatty acid, a fatty acid ester or a mixture of a fatty acid and a fatty acid ester produced by the method according to any one of claims 1 to 14 as a feedstock in (i) fatty acid esterification or (ii) lipid hydrotreatment. バイオディーゼル燃料の製造において生成されるアルコール混合物の使用であって、請求項1から14いずれかに記載の方法によって脂肪酸、脂肪酸エステル又はこれらの混合物を製造するための該使用。   Use of an alcohol mixture produced in the production of biodiesel fuel, the production of fatty acids, fatty acid esters or mixtures thereof by the process according to any of claims 1-14.
JP2010523549A 2007-09-07 2008-09-05 Process for producing fatty acids and fatty acid esters Expired - Fee Related JP5620818B2 (en)

Applications Claiming Priority (5)

Application Number Priority Date Filing Date Title
US99301407P 2007-09-07 2007-09-07
FI20075619A FI20075619L (en) 2007-09-07 2007-09-07 Fatty acid and fatty acid ester production
FI20075619 2007-09-07
US60/993,014 2007-09-07
PCT/FI2008/050495 WO2009030820A1 (en) 2007-09-07 2008-09-05 Production of fatty acid and fatty acid ester

Publications (3)

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JP2010538140A JP2010538140A (en) 2010-12-09
JP2010538140A5 true JP2010538140A5 (en) 2011-08-25
JP5620818B2 JP5620818B2 (en) 2014-11-05

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Country Status (13)

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EP (1) EP2188356A1 (en)
JP (1) JP5620818B2 (en)
KR (1) KR101512375B1 (en)
CN (1) CN101896590B (en)
AP (1) AP2831A (en)
AU (1) AU2008294648B2 (en)
BR (1) BRPI0816733A2 (en)
CA (1) CA2698642A1 (en)
EA (1) EA020085B1 (en)
FI (1) FI20075619L (en)
MX (1) MX2010002615A (en)
MY (1) MY152941A (en)
WO (1) WO2009030820A1 (en)

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CN108138065B (en) * 2015-08-31 2021-01-12 弗劳恩霍夫应用研究促进协会 Lubricating mixture with glycerides
CN106866370B (en) * 2016-12-31 2020-10-30 衡阳市晨丰生物科技有限公司 Method for removing lipid in crude glycerol

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* Cited by examiner, † Cited by third party
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US2327569A (en) * 1941-03-29 1943-08-24 Refining Inc Process of refining
JP3028282B2 (en) * 1996-02-28 2000-04-04 有限会社染谷商店 Fuels for heavy oil burners for refining waste edible oil as raw material and method for recycling waste edible oil as raw material
US6129945A (en) * 1998-12-10 2000-10-10 Michael E. George Methods to reduce free fatty acids and cholesterol in anhydrous animal fat
US6855838B2 (en) * 2002-01-09 2005-02-15 The United States Of America, As Represented By The Secretary Of Agriculture Lipid rich compositions, production of lipid rich compositions, production of fatty acid alkyl esters from heterogeneous lipid mixtures
CA2436650A1 (en) * 2003-08-06 2005-02-06 Naturia Inc. Conjugated linolenic acid (clnatm) compositions: synthesis, purification and uses
ATE362506T1 (en) * 2004-09-21 2007-06-15 Linde Ag METHOD FOR OBTAINING TALL OIL OR TALL OIL FUEL
JP4649621B2 (en) * 2005-02-21 2011-03-16 国立大学法人 鹿児島大学 Purification method of biodiesel fuel
JP2007176973A (en) * 2005-12-27 2007-07-12 Lion Corp Method for producing fatty acid lower alkyl ester for gas oil substitute fuel

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