CS227255B1 - Application of boron trifluoride diethyletherate as catalyst - Google Patents

Application of boron trifluoride diethyletherate as catalyst Download PDF

Info

Publication number
CS227255B1
CS227255B1 CS685082A CS685082A CS227255B1 CS 227255 B1 CS227255 B1 CS 227255B1 CS 685082 A CS685082 A CS 685082A CS 685082 A CS685082 A CS 685082A CS 227255 B1 CS227255 B1 CS 227255B1
Authority
CS
Czechoslovakia
Prior art keywords
transesterification
catalyst
boron trifluoride
application
weight
Prior art date
Application number
CS685082A
Other languages
Czech (cs)
Slovak (sk)
Inventor
Vaclav Doc Ing Csc Koman
Jarmila Ing Hojerova
Original Assignee
Vaclav Doc Ing Csc Koman
Jarmila Ing Hojerova
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
Application filed by Vaclav Doc Ing Csc Koman, Jarmila Ing Hojerova filed Critical Vaclav Doc Ing Csc Koman
Priority to CS685082A priority Critical patent/CS227255B1/en
Publication of CS227255B1 publication Critical patent/CS227255B1/en

Links

Landscapes

  • Fats And Perfumes (AREA)
  • Edible Oils And Fats (AREA)

Description

(54) Použitie dietyleterátu fluoridu boritého ako katalyzátora(54) Use of boron trifluoride diethyl etherate as a catalyst

Vynález sa týká použitia diethyleterátu fluoridu boritého ako katalyzátora pre preesterifikáciu triacylglycerolových tukov a olejov.The invention relates to the use of boron trifluoride diethyl etherate as a catalyst for the transesterification of triacylglycerol fats and oils.

Pri príprave tukových násad pre výrobu plastických emulgovaných tukov a špeciálnych tukov pre pečivárenský a čokoládovnícky priemysel, sa ako náhrada doteraz používaného sposobu hydrogenácie používá preesterifikácia a popísaný je aj kombinovaný proces hydrogenácie a preesterifikáci0 Sergejevom v autorskom osvedčeniu ZSSR č. 179 566, ktorým sa získajú produkty s konečným obsahom transizomérov nenasýtených mastných kyselin v produkte 35 až 45 % hmotnostných s teplotou topenia 32 + 1 °C. Pri medzimolekulovej preesterifikácii tukov a olejov sa používá ako katalyzátor metanolát sodný. Ak je teplota topenia povodnej tukovej zmesi vyššia ako teplota topenia produktu dajú sa s výhodou využit doteraz známe preeserifikačné katalyzátory. Ak sa připravuje produkt s poměrně vysokou teplotou topenia a vysokým obsahom biologicky významných esenciálnych mastných kyselin doteraz známe preesterifikačné katalyzátory nevyhovujú. Cietom preesterifikácle je příprava produktov s obsahom najmenej 30 % hmotnostných kyseliny linolenovej, najviac 30 % hmotnostných mast2 ných kyselin s teplotou topenia 32 + 1 °C.In the preparation of fat handles for the production of plasticized emulsified fats and specialty fats for the baking and chocolate industry, the transesterification is used as a replacement for the hydrogenation method used so far and the combined process of hydrogenation and transesterification0 by Sergei in USSR Author Certificate No. No. 179,566 to obtain products having a final content of unsaturated fatty acid transomers in a product of 35-45% by weight, m.p. 32 + 1 ° C. Sodium methoxide is used as a catalyst in the intermolecular transesterification of fats and oils. If the melting point of the original fat blend is higher than the melting point of the product, the previously known pre-esterification catalysts can be advantageously used. If a product with a relatively high melting point and a high content of biologically important essential fatty acids is prepared, the previously known transesterification catalysts are not suitable. The purpose of the transesterification is the preparation of products containing at least 30% by weight of linolenic acid, at most 30% by weight of fatty acids with a melting point of 32 + 1 ° C.

Uvedené parametre sa získajú pri použití diethyleterátu fluoridu boritého ako katalyzátora podl'a vynálezu, ktorého podstatou je, že diethyleterát fluoridu boritého sa používá ako katalyzátor pre preesterifikáciu triacylglycerolových tukov a olejov.Said parameters are obtained using boron trifluoride diethyl etherate as a catalyst according to the invention, which is characterized in that boron trifluoride diethyl etherate is used as a catalyst for the transesterification of triacylglycerol fats and oils.

Fyzikálno-chemické parametre katalyzátora sú následovně:The physico-chemical parameters of the catalyst are as follows:

index lomu 1,384 měrná hmotnost 1,125 (25 °) teplota tuhnutia —60,4 °C teplota varu 125 až 126 °C.refractive index 1.384 specific gravity 1.125 (25 °) freezing point -60.4 ° C boiling point 125-126 ° C.

Výhodou použitia diethyleterátu fluoridu boritého ako katalyzátora pre preesterifikáciu triacylglycerolových tukov a olejov je, že vyhovujúco a kontrolovatelné upravuje vlastnosti tukov a olejov. Umožňuje efektivnejšie využitie rastlinných olejov tak, že sa čiastočné nahradia rastlinné oleje podielom živočišných tukov. Přitom sa súčasne zvýši nutricita produktu a anuluje sa obsah transizomerov nenasýtených mastných kyselin za použitia jednostupňového procesu medzi molekulovej preesterifikácie.The advantage of using boron trifluoride diethyl etherate as a catalyst for the transesterification of triacylglycerol fats and oils is that it modifies the properties of fats and oils suitably and controllable. It allows for a more efficient use of vegetable oils by partially replacing vegetable oils with the proportion of animal fats. At the same time, the nutritional nature of the product is increased and the content of unsaturated fatty acid transisomers is canceled using a one-step process between molecular pre-esterifications.

Predmet vynálezu je demonštrovaný v příklade prevedenia.The object of the invention is demonstrated in an exemplary embodiment.

PřikladExample

Ilovádzí loj, s teplotou topenia 42,6 °C, číslom kyslosti 1,7. 10-3 g KOH a jódovým číslom 0,499 g Jz sa zmieša s polorafinovaným slnečnicovým olejom s číslom kyslosti 0,8.10-3 g KOH a jódovým číslom 1,303 g J2·Melt tallow, melting point 42.6 ° C, acid number 1.7. 10 -3 g KOH and iodine number 0,499 g Jz are mixed with semi-refined sunflower oil with an acid number of 0,8.10-3 g KOH and iodine number 1,303 g J2 ·

Na 1 hmotnostný diel hovadzieho loga sa pridajú 2 hmotnostně diely slnečnicového oleja, za vzniku zmesi s teplotou topenia2 parts by weight of sunflower oil are added per 1 part by weight of the bovine logo to form a melting point mixture.

31,7 °C, číslom kyslosti 1.10~3 g KOH a jódovým číslom 1,056 g Jz a nasledovným zložením mastných kyselin : kyselina linolová 49,0 % hmotnostných, kyselina olejová a iné mononenasýtené mastné kyseliny 28,3 percenta hmotnostných a nenasýtené mastné kyseliny 22,8 % hmotnostných.31.7 ° C, an acid number of 1.10 ~ 3 g KOH and an iodine number of 1.066 g Jz and the following fatty acid composition: linoleic acid 49.0% by weight, oleic acid and other monounsaturated fatty acids 28.3% by weight and unsaturated fatty acids 22 , 8% by weight.

Trojhrdlá banka sa naplní 400 g bezvodej tukovej zmesi, do banky sa zavedie dusík, ktorý okrem zaručenia inertnej atmosféry sa používá aj na miešanie a za vákua 1,067 . . 103 Pa a reakčná zmes sa v olejovom kúpeli vyhriala na teplotu 140 °C. Potom sa přidá katalyzátor diethyleterát bórtrifluoridu v kvapalnej formě v množstve 0,5 % hmotnostných aktívneho katalyzátora na množstvo tuku a preesterifikácia sa pri reakčnej teplote 140 °C udržovala 6 hodin.A three-necked flask was charged with 400 g of an anhydrous fat blend, nitrogen was introduced into the flask, which was used for stirring and under a vacuum of 1.067 in addition to guaranteeing an inert atmosphere. . 10 3 Pa, and the reaction mixture was warmed in an oil bath at 140 ° C. The boron trifluoride diethyl etherate catalyst in liquid form is then added in an amount of 0.5% by weight of the active catalyst per amount of fat and the transesterification is maintained at the reaction temperature of 140 ° C for 6 hours.

V jednohodinových intervaloch sa pre kontrolu odoherali vzorky. Konečný produkt, připravený preesterifikáciou s katalyzátorom podía vynálezu, spina odporučané hraničně parametre pokrmového tuku, určeného pre priamy konzum. Neobsahuje žiadne transizomery nenasýtených mastných kyselin a obsah kyseliny linolovej je 49 % hmotnostných, nenasýtených mastných kyselin je 23 % hmotnostných a teplota topenia produktu je 33,2 °C.Samples were taken at 1 hour intervals for control. The end product prepared by the transesterification with the catalyst according to the invention spina recommended limits of shortening for direct consumption. It contains no unsaturated fatty acid trans isomers and a linoleic acid content of 49% by weight, an unsaturated fatty acid content of 23% by weight and a melting point of the product of 33.2 ° C.

Ďalšie parametre konečného produktu a parametre rýchlodiskovej zmesi za použitia katalyzátora metanolátu sodného za tých istých podmienok. Teplota topenia získaného produktu bola o 7,5 °C nižšia ako teplota topenia produktu podía příkladu 1.Additional parameters of the final product and parameters of the high-speed mixture using sodium methanolate catalyst under the same conditions. The melting point of the product obtained was 7.5 ° C lower than the melting point of the product of Example 1.

co tn _ © '—'CO Ή 'ca ca •rH tico tn _ © '—'CO CO' ca ca • rH ti

CD tiCD ti

OABOUT

4-» ca cm4- »ca cm

2272S5 a2272S5 a

'ca ti'ca ti

Φ ř-4Φ ř-4

CDCD

4-»4 »

COWHAT

CDCD

CDCD

F-i ti ca oF-i ti ca o

QQ

CMCM

CO co tr?WHAT WHAT?

CM co co tr?CM whats tr?

cm cc?cm cc?

co cd co co co tr?what cd what what tr?

CMCM

CO lf?CO lf?

CM tnCM tn

CM >o ca t4CM> o ca t4

CDCD

4->4>

V)IN)

CDCD

CD t-i tiCD t-i ti

OABOUT

ΌΌ

OABOUT

ΌΌ

CM co coCM what what

CMCM

í>^ s> ^ IS IS rH rh rH rh rH rh CO WHAT CO WHAT CO WHAT

rQ ca orQ ca o

*ca* ca

F-iF-i

CD •MCD • M

COWHAT

CDCD

CD ř-i &CD-i &

O til oO til o

'cd o'cd o

'ca cd o'ca cd o

to ffi oto ffi o

Td φTd φ

S-i ti «rH ωS-i ti «rH ω

CDCD

SWITH

N a?On the?

>>

o tiabout you

4-J ca •H ti4-J ca • H ti

CD tiCD ti

O +->O + ->

£*»£ »

4—·4 ·

O i-I tiO i - Even you

CD ř-4CD-4

CDCD

4-»4 »

COWHAT

CDCD

CD t-i ti ti ti tiCD t-i ti ti ti ti

4->4>

4ti ti4ti ti

F-iF-i

QQ

CO,WHAT,

o.about.

>· 'ca; tS3;> · 'Ca ; tS3;

F-iF-i

CDCD

4-» co <D4- »co <D

CDCD

F-i tiF-i ti

NN

CDCD

COWHAT

Φ sΦ p

N lJ ca •i—I *3 o 'ca ca o Ό3 A)N lJ ca • i — I * 3 o 'ca ca o A 3 A)

T5 4-iT5 4-i

Ž! ÍC Ε ® o a>FROM! ÍC Ε ® o and>

cn _ cn 05 O 03 05 03 l·, fa fM &m &cn _ cn 05 O 03 05 03 l ·, fa fM & m &

ljlj

K.K.

hJhJ

ÍCIC

I ,I,

CDCD

O > O O ' O -4H ‘ti N ti Ό >O χβO> O O 'O -4 H ‘ti N ti Ό> O χβ

Sgsg

OT ΛOT Λ

O CM P CM P CM cn cn cn co íx >CM CM CM CM CM CM CM CM CM CM CM CM CM CM CM CM CM CM CM CM CM CM CM

O *-3 MÍCO * -3 MIX

Tabulka č. 2Table no. 2

Fyzikálně vlastnosti tukovej zmesi pře a po preesterifikáciiPhysical properties of fat mixture before and after pre-esterification

Druh tuku Type of fat Typ preesterifikácie Type of transesterification Teplota topenia (°Gj temperature mp (° G i Teplota tuhnutia (°C) temperature Pour (° C) Difer. číslo (°C) Diff. number (° C) Teplota zákalu (;OCjTurbidity temperature ( ; SO : HL 9 » 1 SO: HL 9 »1 zmes bez preesterifikácie mixture without transesterification 31,7 31.7 25,2 25.2 6,5 6.5 26,3 26.3 SO : HL SO: HL preesterifikácia s re - esterification with 33,2 33.2 25,7 25.7 7,5 7.5 28,1 28.1 2 : 1 2 - 1 BF3O(CH2H5)2 BF3O (CH2H5) 2 SO : HL SO: HL preesterifikácia s CH30Na transesterification with CH30Na 25,7 25.7 17,2 17.2 8,5 8.5 18,3 18.3

: 1: 1

Vysvětlivky:Explanation:

SO — slnečnicový olej, HL — hovádzí loj.SO - sunflower oil, HL - beef tallow.

Tabulka č. 3Table no. 3

Konzistenčné hodnoty tukovej zmesi před a po preesterifikáciiConsistency values of fat blend before and after pre-esterification

Druh tuku Type of fat Typ preesterifikácie Type of transesterification Penetrácia kuželíkom (0,1 mm) pri 3 °C Taper penetration (0.1 mm) at 3 ° C Dtz — ti ti = —10 °CIe D - ti ti = 10 ° C Dilatácia (mm3/g), kde t2 = : (°G1Dilatation (mm 3 / g), where t2 =: (° G1 3° 3 ° 18° 18 ° 35° 35 ° 45° 45 ° SO : HL 9 · 1 SO: HL 9 · 1 zmes bez preesterifikácie mixture without transesterification 135 135 3,5 3.5 11,4 11.4 21,5 21.5 23,9 23.9 Z . 1 SO : HL FROM . 1 SO: HL preesterifikácia s re - esterification with 114 114 2,1 2.1 9,3 9.3 16,2 16.2 18,3 18.3 2 : 1 SO : HL 2 - 1 SO: HL BF3O(CH2H5]2 preesterifikácia s CH30Na BF3O (CH2H5] 2 transesterification with CH30Na 181 181 5,0 5.0 10,7 10.7 15,9 15.9 17,5 17.5

: 1: 1

Vysvětlivky:Explanation:

SO — slnečnicový olej,SO - sunflower oil,

HL — hovádzí loj.HL - beef tallow.

Tabulka č. 4Table no. 4

Obsah tuhého podielu tukovej zmesi určený výpočtom z dilatácie před a po preesterifikáciiSolids content of fat blend determined by calculation from dilation before and after pre-esterification

Druh tuku Type of fat Typ preesterifikácie Type of transesterification Obsah tuhého podielu pri teplote (°C) Solid content at temperature (° C) 3° 3 ° 18° 18 ° 35° 35 ° 45° 45 ° SO : HL 2 : 1 SO : HL SO: HL 2 - 1 SO: HL zmes bez preesterifikácie mixture without transesterification 17,1 17.1 9,2 9.2 0 0 0 0 preesterifikácia s re - esterification with 12,9 12.9 5,5 5.5 0 0 0 0 2 : 1 2 - 1 BF3O(CH2H5)2 BF3O (CH2H5) 2 SO : HL SO: HL preesterifikácia s CH3ONa transesterification with CH3ONa 8,0 8.0 2,5 2.5 0 0 0 0

: 1: 1

Vysvětlivky: ,Explanatory notes:,

SO — slnečnicový olej,SO - sunflower oil,

HL — hovadzí loj.HL - beef tallow.

T a b u 1' k a č. 5 ' Zloženie mastných kyselin v tukovej zmesi před a po preesterifikáciiT a b u 1 'k a no. 5 'Composition of fatty acids in fat mixture before and after pre-esterification

Druh tuku Typ preesterifikácie Obsah mastných kyselin (%)Type of fat Transesterification type Fatty acid content (%)

c14 : 0 c 14: 0 c16 : 0 c 16: 0 c18 : 0 c 18: 0 c18: 1 c 18: 1 c18 : 2 c 18: 2 SO : HL SO: HL povodná zmes flood mixture 0,6 0.6 14,2 14.2 8,0 8.0 28,2 28.2 49,0 49.0 2 : 1 2 - 1 SO : HL SO: HL preesterifikácia s BF3 transesterification with BF3 1,5 1.5 13,9 13.9 7,5 7.5 28,2 28.2 48,9 48.9 2 : 1 2 - 1 SO : HL SO: HL preesterifikácia s CH3ONa transesterification with CH3ONa 1,7 1.7 14,1 14.1 7,0 7.0 29,1 29.1 48,1 48.1

: 1: 1

Claims (1)

Vysvětlivky:Explanation: SO — slnečnicový olej, HL — hovadzí loj.SO - sunflower oil, HL - beef tallow. PŘEDMĚT VYNÁLEZUSUBJECT OF THE INVENTION Použitie diethyleterátu fluoridu boritého ako katalyzátore pre preesterifikáciu tria cylglycerolových tukov a olejov.Use of boron trifluoride diethyl etherate as a catalyst for the transesterification of three cylglycerol fats and oils.
CS685082A 1982-09-24 1982-09-24 Application of boron trifluoride diethyletherate as catalyst CS227255B1 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
CS685082A CS227255B1 (en) 1982-09-24 1982-09-24 Application of boron trifluoride diethyletherate as catalyst

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CS685082A CS227255B1 (en) 1982-09-24 1982-09-24 Application of boron trifluoride diethyletherate as catalyst

Publications (1)

Publication Number Publication Date
CS227255B1 true CS227255B1 (en) 1984-04-16

Family

ID=5416466

Family Applications (1)

Application Number Title Priority Date Filing Date
CS685082A CS227255B1 (en) 1982-09-24 1982-09-24 Application of boron trifluoride diethyletherate as catalyst

Country Status (1)

Country Link
CS (1) CS227255B1 (en)

Similar Documents

Publication Publication Date Title
DE69403962T2 (en) METHOD FOR PRODUCING MOTHER&#39;S MILK FATTY SUBSTITUTES
JP5293221B2 (en) Fat and oil crystallization accelerator
US6271404B1 (en) Production of materials rich in conjugated isomers of long chain polyunsaturated fatty acid residues
DE69516154T2 (en) METHOD FOR PRODUCING A SYNTHETIC ESTER FROM VEGETABLE OIL
Ming et al. Strategies for decreasing the pour point and cloud point of palm oil products
JPH05345900A (en) Hard fat production method
EP0070050B1 (en) Margarine fat blend
JPS62228226A (en) Margarin fat and its production
IE904030A1 (en) Process for the production of fats from cruciferae oil
Xie et al. Heterogeneous interesterification of triacylglycerols catalyzed by using potassium-doped alumina as a solid catalyst
JPS6023150B2 (en) Hard butter manufacturing method
CS227255B1 (en) Application of boron trifluoride diethyletherate as catalyst
GB1143143A (en) Process for vacuum distilling randomly interesterified triglycerides to produce novel triglyceride fractions
JP6121739B2 (en) Oil solidifying agent
JP6593551B1 (en) Method for producing an oil-and-fat composition rich in palmitic acid at the second position
US2667418A (en) Hard butter composition
US2378005A (en) Process for treating fats and fatty oils
Grimaldi et al. Interactions in interesterified palm and palm kernel oils mixtures. I-Solid fat content and consistency
Zhang et al. Physicochemical and textural properties of natural cosmeceutical fats prepared from interesterified oil blends consisting of palm olein and palm kernel oil
DE2004098B2 (en) Non-brittle, partially ester-free suppository masses and processes for their preparation
Feuge et al. Cocoa butter‐like fats from domestic oils
US3271434A (en) Process for controlling the melting point of hard and brittle fats
JP7769674B2 (en) Development of interesterified fats using palm fractionated oil and chocolate using the same
Oltiev et al. Research of technology for tranesterification of oils and fats on efficient catalysts
AT219394B (en) Process for the production of a glyceride mixture to be used instead of cocoa butter