NL8902182A - Werkwijze voor het opwerken van vetzuren en hieruit bereide esters met een laag stolpunt. - Google Patents
Werkwijze voor het opwerken van vetzuren en hieruit bereide esters met een laag stolpunt. Download PDFInfo
- Publication number
- NL8902182A NL8902182A NL8902182A NL8902182A NL8902182A NL 8902182 A NL8902182 A NL 8902182A NL 8902182 A NL8902182 A NL 8902182A NL 8902182 A NL8902182 A NL 8902182A NL 8902182 A NL8902182 A NL 8902182A
- Authority
- NL
- Netherlands
- Prior art keywords
- urea
- isostearic acid
- filtrate
- acid
- fatty acids
- Prior art date
Links
- 235000014113 dietary fatty acids Nutrition 0.000 title claims abstract description 28
- 229930195729 fatty acid Natural products 0.000 title claims abstract description 28
- 239000000194 fatty acid Substances 0.000 title claims abstract description 28
- 150000004665 fatty acids Chemical class 0.000 title claims abstract description 27
- 150000002148 esters Chemical class 0.000 title claims abstract description 12
- 238000000034 method Methods 0.000 title claims description 26
- 238000012958 reprocessing Methods 0.000 title description 2
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims abstract description 66
- XDOFQFKRPWOURC-UHFFFAOYSA-N 16-methylheptadecanoic acid Chemical compound CC(C)CCCCCCCCCCCCCCC(O)=O XDOFQFKRPWOURC-UHFFFAOYSA-N 0.000 claims abstract description 61
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims abstract description 48
- 239000004202 carbamide Substances 0.000 claims abstract description 35
- 238000007710 freezing Methods 0.000 claims abstract description 22
- 230000008014 freezing Effects 0.000 claims abstract description 22
- 238000002156 mixing Methods 0.000 claims abstract description 7
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 6
- 238000001914 filtration Methods 0.000 claims abstract description 3
- 238000004519 manufacturing process Methods 0.000 claims abstract description 3
- 239000000706 filtrate Substances 0.000 claims description 20
- 150000001875 compounds Chemical class 0.000 claims description 19
- 239000007858 starting material Substances 0.000 claims description 13
- 239000000061 acid fraction Substances 0.000 claims description 4
- 238000010626 work up procedure Methods 0.000 claims description 3
- 238000001704 evaporation Methods 0.000 claims description 2
- 230000008020 evaporation Effects 0.000 claims description 2
- 239000002904 solvent Substances 0.000 claims description 2
- 238000004090 dissolution Methods 0.000 claims 1
- 239000000203 mixture Substances 0.000 abstract description 22
- 125000004432 carbon atom Chemical group C* 0.000 abstract description 11
- 239000000314 lubricant Substances 0.000 abstract description 5
- -1 methanol Chemical compound 0.000 abstract description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 14
- 239000000047 product Substances 0.000 description 13
- 238000003756 stirring Methods 0.000 description 7
- 238000002844 melting Methods 0.000 description 6
- 230000008018 melting Effects 0.000 description 6
- 239000006229 carbon black Substances 0.000 description 5
- 238000002360 preparation method Methods 0.000 description 5
- 239000007788 liquid Substances 0.000 description 4
- BDJRBEYXGGNYIS-UHFFFAOYSA-N nonanedioic acid Chemical compound OC(=O)CCCCCCCC(O)=O BDJRBEYXGGNYIS-UHFFFAOYSA-N 0.000 description 4
- 239000000243 solution Substances 0.000 description 4
- 239000013078 crystal Substances 0.000 description 3
- 239000000344 soap Substances 0.000 description 3
- 238000005406 washing Methods 0.000 description 3
- FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Chemical compound CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- WWZKQHOCKIZLMA-UHFFFAOYSA-N octanoic acid Chemical compound CCCCCCCC(O)=O WWZKQHOCKIZLMA-UHFFFAOYSA-N 0.000 description 2
- 235000020777 polyunsaturated fatty acids Nutrition 0.000 description 2
- 229920006395 saturated elastomer Polymers 0.000 description 2
- UMGDCJDMYOKAJW-UHFFFAOYSA-N thiourea Chemical compound NC(N)=S UMGDCJDMYOKAJW-UHFFFAOYSA-N 0.000 description 2
- 235000021122 unsaturated fatty acids Nutrition 0.000 description 2
- 150000004670 unsaturated fatty acids Chemical class 0.000 description 2
- XYHKNCXZYYTLRG-UHFFFAOYSA-N 1h-imidazole-2-carbaldehyde Chemical compound O=CC1=NC=CN1 XYHKNCXZYYTLRG-UHFFFAOYSA-N 0.000 description 1
- GWYFCOCPABKNJV-UHFFFAOYSA-M 3-Methylbutanoic acid Natural products CC(C)CC([O-])=O GWYFCOCPABKNJV-UHFFFAOYSA-M 0.000 description 1
- MTJGVAJYTOXFJH-UHFFFAOYSA-N 3-aminonaphthalene-1,5-disulfonic acid Chemical compound C1=CC=C(S(O)(=O)=O)C2=CC(N)=CC(S(O)(=O)=O)=C21 MTJGVAJYTOXFJH-UHFFFAOYSA-N 0.000 description 1
- 239000005635 Caprylic acid (CAS 124-07-2) Substances 0.000 description 1
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 1
- 241000282849 Ruminantia Species 0.000 description 1
- NHPSEMMYKFZYGA-UHFFFAOYSA-N [C].CCCCCCCCCCCCCCCCCC(O)=O Chemical compound [C].CCCCCCCCCCCCCCCCCC(O)=O NHPSEMMYKFZYGA-UHFFFAOYSA-N 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- DTOSIQBPPRVQHS-PDBXOOCHSA-N alpha-linolenic acid Chemical compound CC\C=C/C\C=C/C\C=C/CCCCCCCC(O)=O DTOSIQBPPRVQHS-PDBXOOCHSA-N 0.000 description 1
- 235000020661 alpha-linolenic acid Nutrition 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- GWYFCOCPABKNJV-UHFFFAOYSA-N beta-methyl-butyric acid Natural products CC(C)CC(O)=O GWYFCOCPABKNJV-UHFFFAOYSA-N 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 239000002537 cosmetic Substances 0.000 description 1
- 239000003599 detergent Substances 0.000 description 1
- 150000001991 dicarboxylic acids Chemical class 0.000 description 1
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- TVIDDXQYHWJXFK-UHFFFAOYSA-N dodecanedioic acid Chemical compound OC(=O)CCCCCCCCCCC(O)=O TVIDDXQYHWJXFK-UHFFFAOYSA-N 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000012467 final product Substances 0.000 description 1
- 235000021323 fish oil Nutrition 0.000 description 1
- 235000013305 food Nutrition 0.000 description 1
- 239000000446 fuel Substances 0.000 description 1
- 238000004817 gas chromatography Methods 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 238000011835 investigation Methods 0.000 description 1
- 229960004488 linolenic acid Drugs 0.000 description 1
- KQQKGWQCNNTQJW-UHFFFAOYSA-N linolenic acid Natural products CC=CCCC=CCC=CCCCCCCCC(O)=O KQQKGWQCNNTQJW-UHFFFAOYSA-N 0.000 description 1
- 230000001050 lubricating effect Effects 0.000 description 1
- 239000010687 lubricating oil Substances 0.000 description 1
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 1
- 229910052753 mercury Inorganic materials 0.000 description 1
- 150000004702 methyl esters Chemical class 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 125000000896 monocarboxylic acid group Chemical group 0.000 description 1
- SYSQUGFVNFXIIT-UHFFFAOYSA-N n-[4-(1,3-benzoxazol-2-yl)phenyl]-4-nitrobenzenesulfonamide Chemical class C1=CC([N+](=O)[O-])=CC=C1S(=O)(=O)NC1=CC=C(C=2OC3=CC=CC=C3N=2)C=C1 SYSQUGFVNFXIIT-UHFFFAOYSA-N 0.000 description 1
- 229960002446 octanoic acid Drugs 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 239000012264 purified product Substances 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 235000003441 saturated fatty acids Nutrition 0.000 description 1
- 150000004671 saturated fatty acids Chemical class 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000011343 solid material Substances 0.000 description 1
- 150000003672 ureas Chemical class 0.000 description 1
- 239000003039 volatile agent Substances 0.000 description 1
- 238000004018 waxing Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/42—Separation; Purification; Stabilisation; Use of additives
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/42—Separation; Purification; Stabilisation; Use of additives
- C07C51/487—Separation; Purification; Stabilisation; Use of additives by treatment giving rise to chemical modification
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Fats And Perfumes (AREA)
Priority Applications (8)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| NL8902182A NL8902182A (nl) | 1989-08-29 | 1989-08-29 | Werkwijze voor het opwerken van vetzuren en hieruit bereide esters met een laag stolpunt. |
| CA002025345A CA2025345A1 (en) | 1989-08-29 | 1990-08-22 | Process for treating fatty acids |
| AU61346/90A AU637627B2 (en) | 1989-08-29 | 1990-08-27 | Process for treating fatty acids |
| DD90343662A DD297396A5 (de) | 1989-08-29 | 1990-08-27 | Verfahren zur behandlung von fettsaeuren |
| EP90309375A EP0415697B1 (de) | 1989-08-29 | 1990-08-28 | Verfahren zur Behandlung von Fettsäuren |
| DE69011242T DE69011242T2 (de) | 1989-08-29 | 1990-08-28 | Verfahren zur Behandlung von Fettsäuren. |
| AT90309375T ATE109449T1 (de) | 1989-08-29 | 1990-08-28 | Verfahren zur behandlung von fettsäuren. |
| US08/013,535 US5347023A (en) | 1989-08-29 | 1993-01-28 | Process for treating fatty acids |
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| NL8902182 | 1989-08-29 | ||
| NL8902182A NL8902182A (nl) | 1989-08-29 | 1989-08-29 | Werkwijze voor het opwerken van vetzuren en hieruit bereide esters met een laag stolpunt. |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| NL8902182A true NL8902182A (nl) | 1991-03-18 |
Family
ID=19855238
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NL8902182A NL8902182A (nl) | 1989-08-29 | 1989-08-29 | Werkwijze voor het opwerken van vetzuren en hieruit bereide esters met een laag stolpunt. |
Country Status (8)
| Country | Link |
|---|---|
| US (1) | US5347023A (de) |
| EP (1) | EP0415697B1 (de) |
| AT (1) | ATE109449T1 (de) |
| AU (1) | AU637627B2 (de) |
| CA (1) | CA2025345A1 (de) |
| DD (1) | DD297396A5 (de) |
| DE (1) | DE69011242T2 (de) |
| NL (1) | NL8902182A (de) |
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE4123084A1 (de) * | 1991-07-12 | 1993-01-14 | Hoechst Ag | Verfahren zur abtrennung aliphatischer geradkettiger verbindungen mit endstaendigen funktionellen gruppen |
| SE9303446D0 (sv) * | 1993-10-20 | 1993-10-20 | Trikonex Ab | A novel urea fractionation process |
| KR20010008387A (ko) * | 2000-11-30 | 2001-02-05 | 이성권 | 결정화방법을 이용한 고순도 불포화지방산의 분리 정제 방법 |
| US7514576B2 (en) | 2003-09-25 | 2009-04-07 | Unichema Chemie B.V. | Process for the separation of alkyl branched fatty acids from a fatty acid mixture |
| GB0910781D0 (en) | 2009-06-23 | 2009-08-05 | Croda Int Plc | Slip and antiblocking agent |
| EP2496546B1 (de) | 2009-11-05 | 2016-01-27 | Purdue Research Foundation | Verfahren zur senkung des trübungspunktes von fettsäurestern |
| WO2012146909A1 (en) | 2011-04-28 | 2012-11-01 | Croda International Plc | Process for producing monobranched fatty acids or alkyl esters |
| WO2025250482A1 (en) | 2024-05-30 | 2025-12-04 | Cargill, Incorporated | Alkyl branched fatty acid separation |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3842106A (en) * | 1973-06-05 | 1974-10-15 | Gulf Research Development Co | Composition containing higher fatty acids |
| FR2226381A1 (en) * | 1973-06-15 | 1974-11-15 | Henkel & Cie Gmbh | Alpha alkyl aliphatic carboxylic acids - prepd. by dimerising alcohols then oxidative alkaline fusion |
| US4371469A (en) * | 1981-04-28 | 1983-02-01 | The United States Of America As Represented By The Secretary Of Agriculture | Process for the preparation of branched chain fatty acids and esters |
| US4735902A (en) * | 1984-10-23 | 1988-04-05 | Matti Siren | Stabilized composition containing inositoltriphosphate |
-
1989
- 1989-08-29 NL NL8902182A patent/NL8902182A/nl not_active Application Discontinuation
-
1990
- 1990-08-22 CA CA002025345A patent/CA2025345A1/en not_active Abandoned
- 1990-08-27 AU AU61346/90A patent/AU637627B2/en not_active Ceased
- 1990-08-27 DD DD90343662A patent/DD297396A5/de not_active IP Right Cessation
- 1990-08-28 EP EP90309375A patent/EP0415697B1/de not_active Expired - Lifetime
- 1990-08-28 AT AT90309375T patent/ATE109449T1/de not_active IP Right Cessation
- 1990-08-28 DE DE69011242T patent/DE69011242T2/de not_active Expired - Fee Related
-
1993
- 1993-01-28 US US08/013,535 patent/US5347023A/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| EP0415697B1 (de) | 1994-08-03 |
| EP0415697A3 (en) | 1992-02-26 |
| DE69011242T2 (de) | 1994-12-08 |
| AU637627B2 (en) | 1993-06-03 |
| AU6134690A (en) | 1991-03-07 |
| DD297396A5 (de) | 1992-01-09 |
| US5347023A (en) | 1994-09-13 |
| CA2025345A1 (en) | 1991-03-01 |
| EP0415697A2 (de) | 1991-03-06 |
| ATE109449T1 (de) | 1994-08-15 |
| DE69011242D1 (de) | 1994-09-08 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CA1303416C (en) | Refined fish oil concentrate and the production process for same | |
| US4377526A (en) | Method of purifying eicosapentaenoic acid and its esters | |
| DE60108184T2 (de) | Verfahren zur Herstellung von Fettsäureestern | |
| EP0347509A1 (de) | Verfahren zur Extraktion und Reinigung von polyungesättigten Fettsäuren aus Naturquellen | |
| CA2215393A1 (en) | Fractionation of triglyceride oils | |
| NL8902182A (nl) | Werkwijze voor het opwerken van vetzuren en hieruit bereide esters met een laag stolpunt. | |
| US5078920A (en) | Process for separating mixed fatty acids from deodorizer distillate using urea | |
| EP0724557B1 (de) | Ein verfahren zur trennung von lipophilen verbindungen | |
| EP0062565B1 (de) | Verfahren zur Herstellung von Zuckerestern und insbesondere von Saccharoseestern | |
| DE69512783T2 (de) | Verfahren zur entfernung von gelösten metallkatalysatoren aus esterreaktionsprodukten | |
| CA2050709C (en) | Method for purification of ibuprofen comprising mixtures | |
| US4006264A (en) | Preparation of confectioners' fats | |
| US3235578A (en) | Process for the solvent separation of fatty acids | |
| US3931258A (en) | Recovery of sugar cane wax | |
| US4839191A (en) | Fat fractions and mixtures thereof | |
| JPH07110956B2 (ja) | エイコサペンタエン酸またはそのエステルおよびドコサヘキサエン酸またはそのエステルの製造法 | |
| US4880658A (en) | Obtaining a fat fraction with azeotropic solvents | |
| US5811563A (en) | Process for the fractionation of wool wax acid mixtures | |
| EP0448996B1 (de) | Verfahren zur Entfernung von Seifen und Fettsäuren aus Rohrzuckerfettsäureestern | |
| JP3461378B2 (ja) | エイコサペンタエン酸又はそのエステルの精製方法 | |
| JPH05125389A (ja) | 油脂の分別剤 | |
| US5700509A (en) | Method of fractionating an edible oil containing 2-palmitoyl-1,3-dioleylglycerol | |
| US5644042A (en) | Process for production of aldobionic acid amide | |
| JPH09279179A (ja) | ワツクスエステルからの脂肪酸の製造法 | |
| JPH06212187A (ja) | ワックスの長鎖脂肪酸と高級アルコールとの分離方法 |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| BV | The patent application has lapsed |