CN1025630C - Method for the preparation of ester-exchanged oil or fat - Google Patents

Method for the preparation of ester-exchanged oil or fat Download PDF

Info

Publication number
CN1025630C
CN1025630C CN 87107927 CN87107927A CN1025630C CN 1025630 C CN1025630 C CN 1025630C CN 87107927 CN87107927 CN 87107927 CN 87107927 A CN87107927 A CN 87107927A CN 1025630 C CN1025630 C CN 1025630C
Authority
CN
China
Prior art keywords
fat
oil
ester
lipid acid
thin film
Prior art date
Legal status (The legal status 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 status listed.)
Expired - Fee Related
Application number
CN 87107927
Other languages
Chinese (zh)
Other versions
CN1033191A (en
Inventor
田所洋三
渡边寿
北村启三
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Nisshin Oil Mills Ltd
Original Assignee
Nisshin Oil Mills Ltd
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.)
Filing date
Publication date
Priority claimed from JP61118339A external-priority patent/JPH0783718B2/en
Application filed by Nisshin Oil Mills Ltd filed Critical Nisshin Oil Mills Ltd
Priority to CN 87107927 priority Critical patent/CN1025630C/en
Publication of CN1033191A publication Critical patent/CN1033191A/en
Application granted granted Critical
Publication of CN1025630C publication Critical patent/CN1025630C/en
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

Links

Images

Abstract

The present invention relates to a method of producing ester exchanged oil or fat with high purity and good quality at high yield, which comprises the steps of ester exchange reaction and thin film evaporation then. The present invention is particularly suitable for removing free fatty acid from edible oil or fat with a high taste requirement (for example, the fat with a cocoa oil substituent); a molecular distillation method is used for effectively removing both the free fatty acid and diglyceride.

Description

Method for the preparation of ester-exchanged oil or fat
The present invention has narrated the method for preparing ester-exchanged oil or fat, and in the method, oil or fat and lipid acid carry out having removed the lipid acid that is present in the reaction system effectively after the transesterify, thereby reclaim high-quality ester-exchanged oil or fat.
Transesterification reaction is to improve oil or fatty method, and by with oil or fat and a kind of specific fatty acid response, it can change liquid oils into solid fat, or changes solid fat into liquid oils.With solid fat and fatty acid response, can obtain having the another kind of fat of different qualities in addition,, also obtain above-mentioned similar product liquid oils and fatty acid response.
Oil or fat and fatty acid response can adopt following method, promptly with having 1,3-position specificity lipase.Oily or the fatty and palmitinic acid or the stearic acid that will be rich in oleic acid (on two of triglyceride level) carry out transesterify, obtain the theobroma oil surrogate, in the method, palmitinic acid or stearic usage quantity at least should with oil or fatty equivalent, promptly every mole of oil or fat are 2 moles at least, are preferably 3 to 4 moles.Through reaction, the lipid acid that this lipid acid is contained in oil or the fat (triglyceride level) replaces, and remaining is unreacted lipid acid.
Therefore, after this reaction finishes, should remove above-mentioned lipid acid, so that reclaim required oil or fatty.
For the reaction of other oil or fat and other lipid acid, also the same with above-mentioned situation.With regard to extensive employing remove or separate and the method for the lipid acid of oil or fat coexistence with regard to, have a kind of in so-called vapor distillation method.In this method, oil or fat and the mixture of lipid acid packed into to have in the container of certain throughput, is blown into steam then under high temperature and high vacuum, distills and removes lipid acid.Wherein fatty acid distillation starting point retention time to terminal should be 60 minutes at least.If under such condition, need from product of transesterification reaction, to remove lipid acid, transesterify and/or intramolecular transfer can take place between oil or fat (triglyceride level) and the lipid acid, the output of required oil or fat (triglyceride level) is reduced.Along with the rising of temperature or the prolongation of retention time, this tendency is very obvious.It also is worthless in addition lipid acid being placed the overlong time under the high temperature, because can cause decolouring like this.
Therefore, main purpose of the present invention provides and does not a kind ofly adopt conventional vapor distillation and can received method, and wherein lipid acid is separated continuously and removes effectively at short notice, and does not have pyrolytic damage, obtains high-quality ester-exchanged oil thus.
We find that after deliberation adopting thin film evaporation or molecular distillation to remove lipid acid can achieve the above object.
Based on above-mentioned discovery, now realized the present invention.Specifically, the invention provides a kind of method for preparing ester-exchanged oil or fat, this method comprises carries out transesterify with oil or fatty and lipid acid, removes the lipid acid that is present in the reaction system by thin film evaporation or molecular distillation then.
What accompanying drawing showed is for realizing the thin film evaporation unit of the present invention's use.
Can adopt known method (such as the method with lipase and base catalyst) to carry out ester exchange reaction. If but need to be with the fat of cupu oil substituent, suggestion is used has 1,3-position specificity lipase, because need 1-position or 3-position (this ester is rich in oleic acid in the 2-position) that palmitic acid and/or stearic acid are selectively introduced triglycerides here.
Thin film evaporation in this specification refers to so a kind of process, and wherein the mixture of triglycerides and aliphatic acid forms thin film at heated evaporating surface under high vacuum, and keeps per unit amount mixture that the disengagement area of non-constant width is arranged. This evaporation is very effectively and rapidly.
The device that is used for thin film evaporation of the present invention can be fixedly impeller class centrifugal film evaporator of taper, Horizontal cylinder shape is impeller class centrifugal film evaporator fixedly, vertical type cylinder shape is impeller class centrifugal film evaporator fixedly, vertical type cylinder shape scraping class centrifugal film evaporator, scraping centrifugal film evaporator and taper centrifugal film evaporator with condenser, wherein be preferably fixedly impeller class centrifugal film evaporator of vertical type cylinder shape, this thin film evaporator is grasped preferably As condition be: 200~260 ℃ of temperature, decompression 0.1~5mmHg, retention time 1~10 second.
In addition, the molecular distillation method is to carry out under the vacuum tightness higher than thin film evaporation, for example downflow system and centrifugal method.
Operational condition is as follows preferably: 260~280 ℃ of temperature, pressure 0.02~0.1mmHg, 20 minutes to the 2 hours residence time.
Shown in following example 2, the molecular distillation method can not only be removed lipid acid, formed triglyceride in the time of also removing transesterification reaction.
General deglycerizin diester is the comparison difficulty, but adopts aforesaid method deglycerizin diester effectively.
The present invention describes in detail with reference to following example.
Embodiment 1
To contain a weight rich oil acid Trisun Oil R 80 and the stearic mixture of a weight 70 ℃ of fusings down, and to the water that wherein adds 0.2~0.3%, restir it.Make this mixture by the fixedly lipase layer of temperature maintenance, make it carry out transesterification reaction at 68~69 ℃.With vertical type cylinder shape fixedly impeller class centrifugal film evaporator 1(provide by Kansai Kagaku Kikai Seisaku) reaction product is separated into oil or fat and lipid acid.Specifically, make reactor product enter column type vaporizer 1 from import 2, reaction product is landed with form of film along the inwall 3 of cylinder, the underpressure distillation reaction product, and separated component is discharged from vapour outlet 4 and liquid exit 5.Being connected rotary blade 7(is installed on the turning axle 6) on the inwall of brushing tool 8 these cylinders of shaving.
For relatively, this lipid acid is separated with conventional vapor distillation method.
The results are shown in Table 1.(table is seen the literary composition back)
Retention time because of separation of fatty acids in the inventive method is very short, even the more steam distilled method of temperature is high 20~50 ℃, do not cause the pyrolytic damage of oil or fat yet, that is to say, not at the unwanted transesterify or the intramolecular transfer of conventional vapor distillation method generation, therefore increased the output of required ester-exchanged oil fully.In addition, can decolour because of heating hardly.
In addition, because the thermo-efficiency height of thin-film evaporator has also been saved a large amount of heat energy.
Embodiment 2
To send into the centrifugal molecular distillating device by the ester-exchanged oil that example 1 same method is prepared, service temperature is 275 ℃, pressure 0.08mmHg, retention time 100 minutes.
Fatty acid content is 0.1% in the oil that obtains thus, and diglyceride content is to be 7.4% before 2.0%(handles), the stearic acid content on 2 of triglyceride level is 2.5%.
Table 1
The inventive method vapor distillation method
230 ℃ 200 ℃ of temperature
Decompression 1~2mmHg 1~2mmHg
Retention time 5~6 seconds 90 minutes
Steam blowing does not have to be had
Fatty acid content
Before the deacidification 50% 50%
After the deacidification 1% 3%
On triglyceride level 2-position
Stearic acid content
Before the deacidification 2.3% 2.3%
After the deacidification 2.8% 6.4%

Claims (6)

1, a kind of method for preparing ester-exchanged oil or fat, this method comprise makes oil or fat and lipid acid carry out transesterify, and removes lipid acid in the reaction system through thin film evaporation or molecular distillation.
2, adopt lipase to carry out transesterification reaction according to the process of claim 1 wherein.
3, according to the process of claim 1 wherein use vertical type cylinder shape fixedly the impeller centrifugal film evaporator carry out thin film evaporation.
4, be a kind of theobroma oil surrogate according to ester-exchanged oil or the fat that the process of claim 1 wherein.
5, according to the method for claim 4, wherein be rich in oleic oil or fat have 1 by use, 3-position specificity lipase and stearic acid carry out transesterify.The lipid acid that is present in the reaction system is removed by thin film evaporation.
6, according to the method for claim 5, wherein being rich in oleic oil or fat is Trisun Oil R 80.
CN 87107927 1986-05-21 1987-11-20 Method for the preparation of ester-exchanged oil or fat Expired - Fee Related CN1025630C (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
CN 87107927 CN1025630C (en) 1986-05-21 1987-11-20 Method for the preparation of ester-exchanged oil or fat

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP61118339A JPH0783718B2 (en) 1986-05-21 1986-05-21 Process for producing 1,3-distearo-2-olein
CN 87107927 CN1025630C (en) 1986-05-21 1987-11-20 Method for the preparation of ester-exchanged oil or fat

Publications (2)

Publication Number Publication Date
CN1033191A CN1033191A (en) 1989-05-31
CN1025630C true CN1025630C (en) 1994-08-10

Family

ID=25742385

Family Applications (1)

Application Number Title Priority Date Filing Date
CN 87107927 Expired - Fee Related CN1025630C (en) 1986-05-21 1987-11-20 Method for the preparation of ester-exchanged oil or fat

Country Status (1)

Country Link
CN (1) CN1025630C (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2013075398A1 (en) * 2011-11-24 2013-05-30 Zhang Jianchen Anti-gravity liquid evaporator

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP3457862B1 (en) * 2016-08-17 2023-06-07 Frutarom Limited Oil blends and processes for their preparation

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2013075398A1 (en) * 2011-11-24 2013-05-30 Zhang Jianchen Anti-gravity liquid evaporator

Also Published As

Publication number Publication date
CN1033191A (en) 1989-05-31

Similar Documents

Publication Publication Date Title
US6147196A (en) Process for producing esters of fatty substances and the high purity esters produced
AU641016B2 (en) Method of producing eicosapentaenoic acid or the ester derivatives thereof
US7709667B2 (en) Process for producing fat or oil
CA1334207C (en) Process for preparing high-concentration mixtures of elcosapentaenoic acid and docosahexaenoic acid and of their esters from oils of animal and/or vegetable origin
US6518049B1 (en) Lipase-catalysed esterification of marine oil
JP2006506483A (en) Lipase catalyzed esterification of marine oil
US20090300972A1 (en) Physical Refining Process Using Adsorbent Particles for the Production of Biodiesel Fuel
US5532392A (en) Process for the preparation of methyl fatty acid esters starting from natural oil or fat, methyl esters obtained in this way and use thereof
JP2006506483A5 (en)
EP0527224A1 (en) Production of hydroxy fatty acids and estolide intermediates.
JP2000502740A (en) Mixture of polyunsaturated fatty acids and fatty acid esters without sterol and phosphorus compounds
US4595461A (en) Process for the non-degenerative distillation of fatty acids
CN1025630C (en) Method for the preparation of ester-exchanged oil or fat
US9085746B2 (en) Process for obtaining oleochemicals with reduced content of by-products
RU2005141141A (en) METHOD FOR PRODUCING FATTY ACIDS HAVING A LOW CONTENT OF TRANS-FATTY ACIDS
EP0449436B1 (en) Method of separating sesamin analogues
JP2004529211A (en) Process for producing starting material to obtain conjugated linoleic acid
CN113337551B (en) Preparation method of structural triglyceride
JPH0441457A (en) Production of eicosapentaenoic acid or its ester
EP1598414B1 (en) Process for obtaining fatty acids with improved odour, colour and heat stability
KR20110122284A (en) Method for extracting and purifying omega-3 fatty acid from portulaca oleracea
JP3773315B2 (en) Method for purifying omega-3 highly unsaturated fatty acid ester
KR20090096596A (en) Process for producing fatty acid esters and fuels comprising fatty acid esters
JP3005638B2 (en) Method for producing high concentration eicosapentaenoic acid or ester thereof
EP0269904B1 (en) Process for refining fat

Legal Events

Date Code Title Description
C06 Publication
PB01 Publication
C10 Entry into substantive examination
SE01 Entry into force of request for substantive examination
C14 Grant of patent or utility model
GR01 Patent grant
C15 Extension of patent right duration from 15 to 20 years for appl. with date before 31.12.1992 and still valid on 11.12.2001 (patent law change 1993)
OR01 Other related matters
C19 Lapse of patent right due to non-payment of the annual fee
CF01 Termination of patent right due to non-payment of annual fee