SG173459A1 - Process for production of glyceride compositions useful as substitutes for fuel oil c - Google Patents

Process for production of glyceride compositions useful as substitutes for fuel oil c Download PDF

Info

Publication number: SG173459A1
Authority: SG; Singapore
Prior art keywords: fatty acid; reaction; fuel oil; raw material; glyceride composition
Prior art date: 2009-02-26

Application number

SG2011054202A

Other languages

English (en)

Inventor

Hideaki Naekura

Koji Matsumura

Hisaki Ishida

Original Assignee

Kansai Electric Power Co

Priority date (The priority date 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 date listed.)

2009-02-26

Filing date

2009-02-26

Publication date

2011-09-29

2009-02-26 Application filed by Kansai Electric Power Co filed Critical Kansai Electric Power Co

2011-09-29 Publication of SG173459A1 publication Critical patent/SG173459A1/en

Links

239000000203 mixture Substances 0.000 title claims abstract description 58
238000000034 method Methods 0.000 title claims abstract description 45
125000005456 glyceride group Chemical group 0.000 title claims abstract description 42
239000000295 fuel oil Substances 0.000 title claims abstract description 26
238000004519 manufacturing process Methods 0.000 title description 11
238000006243 chemical reaction Methods 0.000 claims abstract description 51
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 35
239000002994 raw material Substances 0.000 claims abstract description 27
235000021588 free fatty acids Nutrition 0.000 claims abstract description 24
238000005886 esterification reaction Methods 0.000 claims abstract description 23
230000003197 catalytic effect Effects 0.000 claims abstract description 10
PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims description 33
235000014113 dietary fatty acids Nutrition 0.000 claims description 24
229930195729 fatty acid Natural products 0.000 claims description 24
239000000194 fatty acid Substances 0.000 claims description 24
150000004665 fatty acids Chemical class 0.000 claims description 21
238000010438 heat treatment Methods 0.000 claims description 14
239000011261 inert gas Substances 0.000 claims description 6
239000000446 fuel Substances 0.000 abstract description 12
238000010248 power generation Methods 0.000 abstract description 8
239000002253 acid Substances 0.000 description 17
238000005260 corrosion Methods 0.000 description 13
230000007797 corrosion Effects 0.000 description 13
235000011187 glycerol Nutrition 0.000 description 11
238000012360 testing method Methods 0.000 description 11
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 10
230000000052 comparative effect Effects 0.000 description 7
239000003921 oil Substances 0.000 description 7
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 6
230000003628 erosive effect Effects 0.000 description 6
238000001704 evaporation Methods 0.000 description 6
230000008020 evaporation Effects 0.000 description 6
238000007654 immersion Methods 0.000 description 6
235000019198 oils Nutrition 0.000 description 6
CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 4
229910000975 Carbon steel Inorganic materials 0.000 description 4
239000010962 carbon steel Substances 0.000 description 4
239000010779 crude oil Substances 0.000 description 4
239000007789 gas Substances 0.000 description 4
239000011541 reaction mixture Substances 0.000 description 4
LDVVTQMJQSCDMK-UHFFFAOYSA-N 1,3-dihydroxypropan-2-yl formate Chemical compound OCC(CO)OC=O LDVVTQMJQSCDMK-UHFFFAOYSA-N 0.000 description 3
239000002028 Biomass Substances 0.000 description 3
OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 3
102000004190 Enzymes Human genes 0.000 description 3
108090000790 Enzymes Proteins 0.000 description 3
235000019482 Palm oil Nutrition 0.000 description 3
229910052799 carbon Inorganic materials 0.000 description 3
239000003054 catalyst Substances 0.000 description 3
239000002540 palm oil Substances 0.000 description 3
230000035484 reaction time Effects 0.000 description 3
238000007670 refining Methods 0.000 description 3
UFTFJSFQGQCHQW-UHFFFAOYSA-N triformin Chemical compound O=COCC(OC=O)COC=O UFTFJSFQGQCHQW-UHFFFAOYSA-N 0.000 description 3
238000012795 verification Methods 0.000 description 3
XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 2
NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 2
238000004458 analytical method Methods 0.000 description 2
239000010775 animal oil Substances 0.000 description 2
239000003225 biodiesel Substances 0.000 description 2
239000006227 byproduct Substances 0.000 description 2
125000004432 carbon atom Chemical group C* 0.000 description 2
239000001569 carbon dioxide Substances 0.000 description 2
229910002092 carbon dioxide Inorganic materials 0.000 description 2
235000005687 corn oil Nutrition 0.000 description 2
239000002285 corn oil Substances 0.000 description 2
229910001873 dinitrogen Inorganic materials 0.000 description 2
230000032050 esterification Effects 0.000 description 2
238000011156 evaluation Methods 0.000 description 2
239000003925 fat Substances 0.000 description 2
235000019197 fats Nutrition 0.000 description 2
-1 fatty acid ester Chemical class 0.000 description 2
235000013305 food Nutrition 0.000 description 2
239000002803 fossil fuel Substances 0.000 description 2
IPCSVZSSVZVIGE-UHFFFAOYSA-N hexadecanoic acid Chemical compound CCCCCCCCCCCCCCCC(O)=O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 description 2
239000007788 liquid Substances 0.000 description 2
230000007774 longterm Effects 0.000 description 2
239000000463 material Substances 0.000 description 2
229910052757 nitrogen Inorganic materials 0.000 description 2
ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 2
SECPZKHBENQXJG-FPLPWBNLSA-N palmitoleic acid Chemical compound CCCCCC\C=C/CCCCCCCC(O)=O SECPZKHBENQXJG-FPLPWBNLSA-N 0.000 description 2
150000003839 salts Chemical class 0.000 description 2
239000013049 sediment Substances 0.000 description 2
229910052717 sulfur Inorganic materials 0.000 description 2
239000011593 sulfur Substances 0.000 description 2
229910052720 vanadium Inorganic materials 0.000 description 2
LEONUFNNVUYDNQ-UHFFFAOYSA-N vanadium atom Chemical compound [V] LEONUFNNVUYDNQ-UHFFFAOYSA-N 0.000 description 2
235000015112 vegetable and seed oil Nutrition 0.000 description 2
239000008158 vegetable oil Substances 0.000 description 2
239000002699 waste material Substances 0.000 description 2
WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 1
YAXKTBLXMTYWDQ-UHFFFAOYSA-N 1,2,3-butanetriol Chemical compound CC(O)C(O)CO YAXKTBLXMTYWDQ-UHFFFAOYSA-N 0.000 description 1
OOJRTGIXWIUBGG-UHFFFAOYSA-N 2-methylpropane-1,2,3-triol Chemical compound OCC(O)(C)CO OOJRTGIXWIUBGG-UHFFFAOYSA-N 0.000 description 1
LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 1
QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 1
244000068988 Glycine max Species 0.000 description 1
235000010469 Glycine max Nutrition 0.000 description 1
DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
239000005642 Oleic acid Substances 0.000 description 1
ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 1
235000021314 Palmitic acid Nutrition 0.000 description 1
235000021319 Palmitoleic acid Nutrition 0.000 description 1
235000019484 Rapeseed oil Nutrition 0.000 description 1
235000019485 Safflower oil Nutrition 0.000 description 1
244000000231 Sesamum indicum Species 0.000 description 1
235000003434 Sesamum indicum Nutrition 0.000 description 1
235000021355 Stearic acid Nutrition 0.000 description 1
235000019486 Sunflower oil Nutrition 0.000 description 1
ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 1
125000005907 alkyl ester group Chemical group 0.000 description 1
229910052786 argon Inorganic materials 0.000 description 1
235000015278 beef Nutrition 0.000 description 1
125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
SECPZKHBENQXJG-UHFFFAOYSA-N cis-palmitoleic acid Natural products CCCCCCC=CCCCCCCCC(O)=O SECPZKHBENQXJG-UHFFFAOYSA-N 0.000 description 1
239000003240 coconut oil Substances 0.000 description 1
235000019864 coconut oil Nutrition 0.000 description 1
239000008162 cooking oil Substances 0.000 description 1
239000002537 cosmetic Substances 0.000 description 1
230000006866 deterioration Effects 0.000 description 1
238000010586 diagram Methods 0.000 description 1
230000000694 effects Effects 0.000 description 1
235000021323 fish oil Nutrition 0.000 description 1
239000002828 fuel tank Substances 0.000 description 1
238000004817 gas chromatography Methods 0.000 description 1
239000004519 grease Substances 0.000 description 1
239000005431 greenhouse gas Substances 0.000 description 1
230000007062 hydrolysis Effects 0.000 description 1
238000006460 hydrolysis reaction Methods 0.000 description 1
230000003301 hydrolyzing effect Effects 0.000 description 1
125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 1
WQEPLUUGTLDZJY-UHFFFAOYSA-N n-Pentadecanoic acid Natural products CCCCCCCCCCCCCCC(O)=O WQEPLUUGTLDZJY-UHFFFAOYSA-N 0.000 description 1
229910052754 neon Inorganic materials 0.000 description 1
GKAOGPIIYCISHV-UHFFFAOYSA-N neon atom Chemical compound [Ne] GKAOGPIIYCISHV-UHFFFAOYSA-N 0.000 description 1
QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
239000003346 palm kernel oil Substances 0.000 description 1
235000019865 palm kernel oil Nutrition 0.000 description 1
230000000704 physical effect Effects 0.000 description 1
238000011160 research Methods 0.000 description 1
239000003813 safflower oil Substances 0.000 description 1
235000005713 safflower oil Nutrition 0.000 description 1
229920006395 saturated elastomer Polymers 0.000 description 1
150000004671 saturated fatty acids Chemical class 0.000 description 1
239000011734 sodium Substances 0.000 description 1
229910052708 sodium Inorganic materials 0.000 description 1
239000011949 solid catalyst Substances 0.000 description 1
239000008117 stearic acid Substances 0.000 description 1
238000003756 stirring Methods 0.000 description 1
239000000126 substance Substances 0.000 description 1
239000002600 sunflower oil Substances 0.000 description 1
239000003760 tallow Substances 0.000 description 1
238000010998 test method Methods 0.000 description 1
QXJQHYBHAIHNGG-UHFFFAOYSA-N trimethylolethane Chemical compound OCC(C)(CO)CO QXJQHYBHAIHNGG-UHFFFAOYSA-N 0.000 description 1
235000021122 unsaturated fatty acids Nutrition 0.000 description 1
150000004670 unsaturated fatty acids Chemical class 0.000 description 1
235000013311 vegetables Nutrition 0.000 description 1
238000010792 warming Methods 0.000 description 1
229910052724 xenon Inorganic materials 0.000 description 1
FHNFHKCVQCLJFQ-UHFFFAOYSA-N xenon atom Chemical compound [Xe] FHNFHKCVQCLJFQ-UHFFFAOYSA-N 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11C—FATTY ACIDS FROM FATS, OILS OR WAXES; CANDLES; FATS, OILS OR FATTY ACIDS BY CHEMICAL MODIFICATION OF FATS, OILS, OR FATTY ACIDS OBTAINED THEREFROM
- C11C3/00—Fats, oils, or fatty acids by chemical modification of fats, oils, or fatty acids obtained therefrom
- C11C3/02—Fats, oils, or fatty acids by chemical modification of fats, oils, or fatty acids obtained therefrom by esterification of fatty acids with glycerol
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10L—FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
- C10L1/00—Liquid carbonaceous fuels
- C10L1/02—Liquid carbonaceous fuels essentially based on components consisting of carbon, hydrogen, and oxygen only
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10G—CRACKING HYDROCARBON OILS; PRODUCTION OF LIQUID HYDROCARBON MIXTURES, e.g. BY DESTRUCTIVE HYDROGENATION, OLIGOMERISATION, POLYMERISATION; RECOVERY OF HYDROCARBON OILS FROM OIL-SHALE, OIL-SAND, OR GASES; REFINING MIXTURES MAINLY CONSISTING OF HYDROCARBONS; REFORMING OF NAPHTHA; MINERAL WAXES
- C10G2300/00—Aspects relating to hydrocarbon processing covered by groups C10G1/00 - C10G99/00
- C10G2300/10—Feedstock materials
- C10G2300/1011—Biomass
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P30/00—Technologies relating to oil refining and petrochemical industry
- Y02P30/20—Technologies relating to oil refining and petrochemical industry using bio-feedstock

Landscapes

Chemical & Material Sciences (AREA)
Oil, Petroleum & Natural Gas (AREA)
General Chemical & Material Sciences (AREA)
Engineering & Computer Science (AREA)
Chemical Kinetics & Catalysis (AREA)
Organic Chemistry (AREA)
Life Sciences & Earth Sciences (AREA)
Wood Science & Technology (AREA)
Fats And Perfumes (AREA)
Liquid Carbonaceous Fuels (AREA)

SG2011054202A 2009-02-26 2009-02-26 Process for production of glyceride compositions useful as substitutes for fuel oil c SG173459A1 (en)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
PCT/JP2009/053508 WO2010097920A1 (fr)	2009-02-26	2009-02-26	Procédé pour la production de compositions de glycérides utiles comme produits de remplacement pour le mazout c

Publications (1)

Publication Number	Publication Date
SG173459A1 true SG173459A1 (en)	2011-09-29

Family

ID=42665147

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
SG2011054202A SG173459A1 (en)	2009-02-26	2009-02-26	Process for production of glyceride compositions useful as substitutes for fuel oil c

Country Status (3)

Country	Link
JP (1)	JP5452582B2 (fr)
SG (1)	SG173459A1 (fr)
WO (1)	WO2010097920A1 (fr)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
JP5744696B2 (ja) *	2011-10-13	2015-07-08	バイオ燃料技研工業株式会社	液体燃料の製造方法、その製造方法により製造された液体燃料およびその液体燃料を含んでなるａ重油代替燃料組成物
BR112022014939A2 (pt) *	2020-01-31	2022-09-20	Sk Eco Prime Co Ltd	Método para preparar bio-óleo a partir de ácido graxo com alto valor de acidez
WO2021154004A1 (fr)	2020-01-31	2021-08-05	주식회사 한국발보린	Huile végétale synthétique, composition d'huile hydraulique ignifuge respectueuse de l'environnement la comprenant, et procédé de préparation associé

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US5142071A (en) *	1989-12-19	1992-08-25	The Procter & Gamble Company	Selective esterification of long chain fatty acid monoglycerides with medium chain fatty acids
DE102006019763B4 (de) *	2006-01-23	2009-04-09	Wulfenia Beteiligungs Gmbh	Verfahren zur Gewinnung von Brennstoffen aus pflanzlichen und tierischen Fettabfällen sowie Anlage zur Durchführung des Verfahrens

2009
- 2009-02-26 WO PCT/JP2009/053508 patent/WO2010097920A1/fr active Application Filing
- 2009-02-26 SG SG2011054202A patent/SG173459A1/en unknown
- 2009-02-26 JP JP2011501402A patent/JP5452582B2/ja not_active Expired - Fee Related

Also Published As

Publication number	Publication date
JPWO2010097920A1 (ja)	2012-08-30
WO2010097920A1 (fr)	2010-09-02
JP5452582B2 (ja)	2014-03-26

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