JPH0314536A - Production of fatty acid calcium salt - Google Patents
Production of fatty acid calcium saltInfo
- Publication number
- JPH0314536A JPH0314536A JP14816189A JP14816189A JPH0314536A JP H0314536 A JPH0314536 A JP H0314536A JP 14816189 A JP14816189 A JP 14816189A JP 14816189 A JP14816189 A JP 14816189A JP H0314536 A JPH0314536 A JP H0314536A
- Authority
- JP
- Japan
- Prior art keywords
- fatty acid
- calcium
- salts
- oil
- production
- 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.)
- Pending
Links
- 235000014113 dietary fatty acids Nutrition 0.000 title claims abstract description 32
- 239000000194 fatty acid Substances 0.000 title claims abstract description 32
- 229930195729 fatty acid Natural products 0.000 title claims abstract description 32
- -1 fatty acid calcium salt Chemical class 0.000 title claims abstract description 14
- 238000004519 manufacturing process Methods 0.000 title claims abstract description 13
- 150000004665 fatty acids Chemical class 0.000 claims abstract description 18
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims abstract description 15
- UXVMQQNJUSDDNG-UHFFFAOYSA-L Calcium chloride Chemical compound [Cl-].[Cl-].[Ca+2] UXVMQQNJUSDDNG-UHFFFAOYSA-L 0.000 claims abstract description 10
- 235000021588 free fatty acids Nutrition 0.000 claims abstract description 8
- 239000007864 aqueous solution Substances 0.000 claims abstract description 7
- 239000001110 calcium chloride Substances 0.000 claims abstract description 7
- 229910001628 calcium chloride Inorganic materials 0.000 claims abstract description 7
- AXCZMVOFGPJBDE-UHFFFAOYSA-L calcium dihydroxide Chemical compound [OH-].[OH-].[Ca+2] AXCZMVOFGPJBDE-UHFFFAOYSA-L 0.000 claims abstract 3
- 239000000920 calcium hydroxide Substances 0.000 claims abstract 3
- 229910001861 calcium hydroxide Inorganic materials 0.000 claims abstract 3
- 239000003921 oil Substances 0.000 claims description 16
- 239000003925 fat Substances 0.000 claims description 12
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 claims description 11
- 239000011575 calcium Substances 0.000 claims description 11
- 229910052791 calcium Inorganic materials 0.000 claims description 11
- XAEFZNCEHLXOMS-UHFFFAOYSA-M potassium benzoate Chemical compound [K+].[O-]C(=O)C1=CC=CC=C1 XAEFZNCEHLXOMS-UHFFFAOYSA-M 0.000 claims 1
- 238000000034 method Methods 0.000 abstract description 14
- 239000002253 acid Substances 0.000 abstract description 5
- 150000003839 salts Chemical class 0.000 abstract description 3
- 150000001875 compounds Chemical class 0.000 abstract description 2
- 238000005265 energy consumption Methods 0.000 abstract description 2
- 238000000746 purification Methods 0.000 abstract description 2
- 159000000007 calcium salts Chemical class 0.000 abstract 3
- 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 abstract 1
- 150000007513 acids Chemical class 0.000 abstract 1
- 239000011734 sodium Substances 0.000 abstract 1
- 229910052708 sodium Inorganic materials 0.000 abstract 1
- 235000019198 oils Nutrition 0.000 description 15
- 235000019197 fats Nutrition 0.000 description 11
- 125000004432 carbon atom Chemical group C* 0.000 description 6
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 4
- 238000006243 chemical reaction Methods 0.000 description 4
- 238000007796 conventional method Methods 0.000 description 3
- 235000015277 pork Nutrition 0.000 description 3
- 239000002994 raw material Substances 0.000 description 3
- 235000003441 saturated fatty acids Nutrition 0.000 description 3
- 150000004671 saturated fatty acids Chemical class 0.000 description 3
- 150000004670 unsaturated fatty acids Chemical class 0.000 description 3
- 235000021122 unsaturated fatty acids Nutrition 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- 235000021355 Stearic acid Nutrition 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- 235000011187 glycerol Nutrition 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 2
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 2
- 239000008117 stearic acid Substances 0.000 description 2
- OYHQOLUKZRVURQ-NTGFUMLPSA-N (9Z,12Z)-9,10,12,13-tetratritiooctadeca-9,12-dienoic acid Chemical group C(CCCCCCC\C(=C(/C\C(=C(/CCCCC)\[3H])\[3H])\[3H])\[3H])(=O)O OYHQOLUKZRVURQ-NTGFUMLPSA-N 0.000 description 1
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-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
- 235000019737 Animal fat Nutrition 0.000 description 1
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 1
- 239000005642 Oleic acid Substances 0.000 description 1
- 235000019482 Palm oil Nutrition 0.000 description 1
- 241000282806 Rhinoceros Species 0.000 description 1
- 241001125046 Sardina pilchardus Species 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 235000015278 beef Nutrition 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 229940043430 calcium compound Drugs 0.000 description 1
- 150000001674 calcium compounds Chemical class 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 230000003301 hydrolyzing effect Effects 0.000 description 1
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 239000012452 mother liquor Substances 0.000 description 1
- 235000014593 oils and fats Nutrition 0.000 description 1
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
- 239000002540 palm oil Substances 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 235000019512 sardine Nutrition 0.000 description 1
- 238000004062 sedimentation Methods 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000003760 tallow Substances 0.000 description 1
- UFTFJSFQGQCHQW-UHFFFAOYSA-N triformin Chemical compound O=COCC(OC=O)COC=O UFTFJSFQGQCHQW-UHFFFAOYSA-N 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Description
【発明の詳細な説明】
（産業上の利用分野）
本発明は油脂中に分離して混在している遊離脂肪酸の新
規な処理方法に関するものである。DETAILED DESCRIPTION OF THE INVENTION (Industrial Application Field) The present invention relates to a novel method for treating free fatty acids separated and mixed in fats and oils.
尚、本発明に於ける油脂中の遊離脂肪酸とは、天然の油
脂は一分子当たり４個以上の炭素原子を有している飽和
脂肪酸及び１個ないし６個の２重結合を有している不飽
和脂肪酸とグリセリンとの混戊トリグリセリドであるが
、このグリセリンとの結合が加水分解反応により分離し
て生成した脂肪酸を意味している。In addition, free fatty acids in fats and oils in the present invention refer to natural fats and oils having saturated fatty acids having 4 or more carbon atoms and 1 to 6 double bonds per molecule. It is a mixed triglyceride consisting of an unsaturated fatty acid and glycerin, and refers to a fatty acid produced when the bond with glycerin is separated by a hydrolysis reaction.
天然の油脂例えば動物油脂である豚脂は、１分子の炭素
数が１２個からｌ８個の混戊脂肪酸トリグリセリドで有
って、内飽和脂肪酸は約４１％不飽和脂肪酸は約５９％
から戒っているとされている。Natural oils and fats, such as pork fat, which is an animal fat, are mixed fatty acid triglycerides with 12 to 18 carbon atoms per molecule, of which about 41% is saturated fatty acids and about 59% is unsaturated fatty acids.
It is said that he has been admonished since.
飽和脂肪酸は炭素数１６個のバルミチン酸と炭素数１８
個のステアリン酸が主或分であり、不飽和脂肪酸は炭素
数１８個で二重結合が１個有るオレイン酸と炭素数１８
個で２重結合が２個有るリノール酸が主成分である。Saturated fatty acids include valmitic acid, which has 16 carbon atoms, and valmitic acid, which has 18 carbon atoms.
The main unsaturated fatty acids are stearic acid, which has 18 carbon atoms and one double bond, and oleic acid, which has 18 carbon atoms and one double bond.
The main component is linoleic acid, which has two double bonds.
豚脂中の遊離脂肪酸もその脂肪酸組或は同様である。The free fatty acids in pork fat also have the same fatty acid composition.
（従来の技術）
脂肪酸カルシュウムの製造方法に関しては従来より商業
生産されている技術としては■脂肪酸とカルシュウム化
合物を直接反応させる方法
■脂肪酸を水酸化ナトリュウムと反応させて水溶性塩と
し、これにカルシュウム化合物を反応させる方法
とがある。(Prior art) As for the production method of fatty acid calcium, the techniques that have been commercially produced so far include: - A method of directly reacting a fatty acid with a calcium compound. - A method of reacting a fatty acid with sodium hydroxide to form a water-soluble salt, and adding calcium to this. There is a method of reacting compounds.
これらの製造方法は、いずれの方法も油脂を加水分解し
て製造する商業生産物である脂肪酸（例えばステアリン
酸）を原料にしている。All of these production methods use fatty acids (eg, stearic acid), which are commercial products produced by hydrolyzing fats and oils, as raw materials.
これらの製造方法による脂肪酸カルシュウムは現在まで
その需要面で品質的には充分に対応しているが、市場の
要求の価格面では原料費用及び製造方法の制約からの限
界がある。To date, fatty acid calcium produced by these production methods has sufficiently met the demand in terms of quality, but there is a limit in terms of price required by the market due to raw material costs and constraints on the production method.
（発明が解決しようとする問題点）
本発明の目的は油脂中の遊離脂肪酸の処理方法に関連し
て脂肪酸カルシュウムを効率良く安価に製造する方法を
提供することにある。(Problems to be Solved by the Invention) An object of the present invention is to provide a method for efficiently producing fatty acid calcium at low cost in connection with a method for treating free fatty acids in fats and oils.
（問題点を解決する手段）
本発明者等は、脂肪酸カルシュウムを安価に製造する方
法について検討するなかで、従来の方法を熟知してゆく
うちに油脂の製造で遊離脂肪酸を除去する脱酸精製工程
があり、この工程により発生し分離している生成物が脂
肪酸ナトリュウム塩そのものであることを知った。(Means for Solving the Problems) While studying methods for producing fatty acid calcium at low cost, the present inventors became familiar with conventional methods and discovered that deacidification purification, which removes free fatty acids in the production of fats and oils, I learned that there is a process, and that the product generated and separated by this process is the fatty acid sodium salt itself.
従来よりこの生戊物は油宰と呼ばれている物で、価値有
る物としてみることは無かったのであるが、発明者等は
この油宰を脂肪酸カルシュウムに転換することによって
、従来の技術による脂肪酸カルシュウムの製造費用を大
幅に軽減することが出来る事を実現した。Traditionally, this raw material was called yakuzai, and it was not considered to be a valuable product, but the inventors converted this yakuzai into fatty acid calcium, and by using conventional technology. It has been realized that the manufacturing cost of fatty acid calcium can be significantly reduced.
（実施例）
１．油脂（豚脂又は牛脂およびパーム油）の酸価を調整
するために脱酸処理を行う場合アルカリ剤として水酸化
ナトリュウムの１〜２０％の水溶液を、酸価に見合った
アルカリ量を添加して充分に反応させて遊離脂肪酸をナ
トリュウム塩として生成させる。(Example) 1. When performing deacidification treatment to adjust the acid value of fats and oils (pork or beef tallow and palm oil), add a 1-20% aqueous solution of sodium hydroxide as an alkaline agent and an amount of alkali commensurate with the acid value. Allow sufficient reaction to generate free fatty acids as sodium salts.
この生戊物（以後油サイと呼ぶ）は油脂に溶解しないの
で沈降もしくは機械的に分離する。This raw sardine (hereinafter referred to as oil sai) does not dissolve in fats and oils, so it is separated by sedimentation or mechanical separation.
油サイは処理した油脂の脂肪酸組成によって水に溶解し
た状態を保つ溶解温度が必要である。Oil rhinoceros requires a melting temperature to remain dissolved in water depending on the fatty acid composition of the processed oil.
その温度を保ちつつ同温度以上に加温した１〜３０％濃
度の塩化カルシュウムの水溶液を十分に撹拌しながら添
加して脂肪酸ナトリュウム塩を脂肪酸カルシュウム塩に
転換反応させると脂肪酸カルシュウム塩は水に不溶解性
であるから直ちに水中から分離してくる。Adding an aqueous solution of calcium chloride with a concentration of 1 to 30%, heated above the same temperature while maintaining the same temperature, with sufficient stirring to cause a conversion reaction of fatty acid sodium salts to fatty acid calcium salts, the fatty acid calcium salts become insoluble in water. Since it is soluble, it immediately separates from the water.
反応の終結は時々反応内容物を少量とり別に塩化カルシ
ュウム溶液を加えたとき脂肪酸カルシュウム塩の生成に
よる白濁が見られなくなったら終点に達したとして良い
。The end of the reaction can be determined when a small amount of the reaction contents is removed and a calcium chloride solution is added to the reaction mixture, and no cloudiness due to the formation of fatty acid calcium salts is observed.
この生成した脂肪酸カルシュウム塩を常法により濾過分
解して乾燥し脂肪酸カルシュウムとする。The produced fatty acid calcium salt is filtered and decomposed by a conventional method and dried to obtain fatty acid calcium.
２ｏ実施例ｌ．に示した油サイを４０〜７０゜Ｃに加温
してから１〜３０％の塩化カルシュウム水溶液を添加し
て反応させる。2o Example l. After heating the oil shown above to 40-70°C, a 1-30% calcium chloride aqueous solution is added and reacted.
この場合は塩化カルシュウム水溶液を加温しなくても良
い効果がある。In this case, there is an advantage that the calcium chloride aqueous solution does not need to be heated.
３．実施例１．および実施例２．において油サイに塩化
カルシュウム水溶液を添加しつつ反応内溶液の温度を最
終的に８０〜９００Ｃに加温する。3. Example 1. and Example 2. While adding an aqueous calcium chloride solution to the oil, the temperature of the solution in the reaction is finally heated to 80 to 900C.
この場合は油サイも塩化カルシュウム水溶液も特定の温
度に保つ必要がなくて、また生戊してくる塩化カルシュ
ウム塩は母液と分離しやすい良い効果がある。In this case, it is not necessary to maintain either the oil sac or the calcium chloride aqueous solution at a specific temperature, and the calcium chloride salt that is produced has the advantage of being easy to separate from the mother liquor.
（発明の効果）
本発明による脂肪酸カルシュウムの製造方法は油脂から
直接に脂肪酸カルシュウムを製造するに類した技術であ
るから、従来法に較べて工程損失が殆ど無くまた製造エ
ネルギー消費が少なくてすむ特徴があって、より安価に
目的物を製造出来る。(Effects of the Invention) The method for producing fatty acid calcium according to the present invention is a technology similar to producing fatty acid calcium directly from fats and oils, so compared to conventional methods, there is almost no process loss and production energy consumption is low. Therefore, the target product can be manufactured at a lower cost.
Claims (1)
ウムおよび水酸化カルシュウムの希釈水溶液で抽出分離
して、その脂肪酸ナトリュウム塩および脂肪酸カリュウ
ム塩に塩化カルシュウムを用いて脂肪酸カルシュウム塩
を生成させることを特徴とする脂肪酸カルシュウムの製
造方法。(1) Free fatty acids mixed in fats and oils are extracted and separated with a dilute aqueous solution of sodium hydroxide and calcium hydroxide, and calcium chloride is added to the fatty acid sodium salt and fatty acid potassium salt to produce fatty acid calcium salts. Characteristic method for producing fatty acid calcium.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP14816189A JPH0314536A (en) | 1989-06-09 | 1989-06-09 | Production of fatty acid calcium salt |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP14816189A JPH0314536A (en) | 1989-06-09 | 1989-06-09 | Production of fatty acid calcium salt |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPH0314536A true JPH0314536A (en) | 1991-01-23 |
Family
ID=15446618
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP14816189A Pending JPH0314536A (en) | 1989-06-09 | 1989-06-09 | Production of fatty acid calcium salt |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH0314536A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6024994A (en) * | 1997-11-06 | 2000-02-15 | Nestec S.A. | Calcium complexes for fortification of foods and process of making |
| EP1137342A4 (en) * | 1998-12-10 | 2005-10-19 | Aziz Chafic Awad | Methods to reduce free fatty acids and cholesterol in anhydrous animal fat |
-
1989
- 1989-06-09 JP JP14816189A patent/JPH0314536A/en active Pending
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6024994A (en) * | 1997-11-06 | 2000-02-15 | Nestec S.A. | Calcium complexes for fortification of foods and process of making |
| EP1137342A4 (en) * | 1998-12-10 | 2005-10-19 | Aziz Chafic Awad | Methods to reduce free fatty acids and cholesterol in anhydrous animal fat |
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