JP6689049B2 - Oil and fat composition for cooking and method for producing the same, and method for suppressing deterioration of oil and fat for cooking by heating - Google Patents
Oil and fat composition for cooking and method for producing the same, and method for suppressing deterioration of oil and fat for cooking by heating Download PDFInfo
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- JP6689049B2 JP6689049B2 JP2015178642A JP2015178642A JP6689049B2 JP 6689049 B2 JP6689049 B2 JP 6689049B2 JP 2015178642 A JP2015178642 A JP 2015178642A JP 2015178642 A JP2015178642 A JP 2015178642A JP 6689049 B2 JP6689049 B2 JP 6689049B2
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- Prior art keywords
- oil
- cooking
- organic acid
- alkali metal
- heating
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- 238000010438 heat treatment Methods 0.000 title claims description 63
- 238000010411 cooking Methods 0.000 title claims description 51
- 239000000203 mixture Substances 0.000 title claims description 42
- 230000006866 deterioration Effects 0.000 title claims description 23
- 238000004519 manufacturing process Methods 0.000 title claims description 19
- 238000000034 method Methods 0.000 title claims description 17
- 239000003921 oil Substances 0.000 claims description 118
- 239000003925 fat Substances 0.000 claims description 104
- 235000019197 fats Nutrition 0.000 claims description 98
- 150000007524 organic acids Chemical class 0.000 claims description 73
- LDVVTQMJQSCDMK-UHFFFAOYSA-N 1,3-dihydroxypropan-2-yl formate Chemical compound OCC(CO)OC=O LDVVTQMJQSCDMK-UHFFFAOYSA-N 0.000 claims description 68
- 229910052783 alkali metal Inorganic materials 0.000 claims description 68
- 150000001340 alkali metals Chemical class 0.000 claims description 66
- -1 organic acid monoglycerides Chemical class 0.000 claims description 26
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 claims description 25
- KDYFGRWQOYBRFD-UHFFFAOYSA-N succinic acid Chemical compound OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 claims description 21
- 239000001384 succinic acid Substances 0.000 claims description 10
- 238000007670 refining Methods 0.000 claims description 3
- 235000014541 cooking fats Nutrition 0.000 claims description 2
- 235000019198 oils Nutrition 0.000 description 106
- 239000002253 acid Substances 0.000 description 28
- 238000004040 coloring Methods 0.000 description 23
- 229920000642 polymer Polymers 0.000 description 18
- 235000014113 dietary fatty acids Nutrition 0.000 description 16
- 239000000194 fatty acid Substances 0.000 description 16
- 229930195729 fatty acid Natural products 0.000 description 16
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 15
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 12
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- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid group Chemical group C(CCCCCCC\C=C/CCCCCCCC)(=O)O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 6
- 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 5
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 5
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- 150000003904 phospholipids Chemical class 0.000 description 5
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- 239000011591 potassium Substances 0.000 description 5
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- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 4
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 4
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- 238000005187 foaming Methods 0.000 description 4
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- 239000005720 sucrose Substances 0.000 description 4
- RZRNAYUHWVFMIP-KTKRTIGZSA-N 1-oleoylglycerol Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OCC(O)CO RZRNAYUHWVFMIP-KTKRTIGZSA-N 0.000 description 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- 208000005156 Dehydration Diseases 0.000 description 3
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- 241001465754 Metazoa Species 0.000 description 3
- NHQAPENQNCXBTD-UHFFFAOYSA-N OCC(O)CO.C(CCCCCCCC=C/CCCCCCCC)(=O)O.C(CCC(=O)O)(=O)O Chemical compound OCC(O)CO.C(CCCCCCCC=C/CCCCCCCC)(=O)O.C(CCC(=O)O)(=O)O NHQAPENQNCXBTD-UHFFFAOYSA-N 0.000 description 3
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- 239000002778 food additive Substances 0.000 description 3
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- 230000007062 hydrolysis Effects 0.000 description 3
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- 239000003549 soybean oil Substances 0.000 description 3
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- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
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- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 2
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 2
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- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 2
- 235000019482 Palm oil Nutrition 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- BCKXLBQYZLBQEK-KVVVOXFISA-M Sodium oleate Chemical compound [Na+].CCCCCCCC\C=C/CCCCCCCC([O-])=O BCKXLBQYZLBQEK-KVVVOXFISA-M 0.000 description 2
- 235000019486 Sunflower oil Nutrition 0.000 description 2
- 238000004458 analytical method Methods 0.000 description 2
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- 239000003963 antioxidant agent Substances 0.000 description 2
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- 239000010779 crude oil Substances 0.000 description 2
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- 238000011156 evaluation Methods 0.000 description 2
- 125000005313 fatty acid group Chemical group 0.000 description 2
- 235000011187 glycerol Nutrition 0.000 description 2
- QBKSWRVVCFFDOT-UHFFFAOYSA-N gossypol Chemical compound CC(C)C1=C(O)C(O)=C(C=O)C2=C(O)C(C=3C(O)=C4C(C=O)=C(O)C(O)=C(C4=CC=3C)C(C)C)=C(C)C=C21 QBKSWRVVCFFDOT-UHFFFAOYSA-N 0.000 description 2
- IPCSVZSSVZVIGE-UHFFFAOYSA-N hexadecanoic acid Chemical compound CCCCCCCCCCCCCCCC(O)=O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 2
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 239000003607 modifier Substances 0.000 description 2
- DNIAPMSPPWPWGF-UHFFFAOYSA-N monopropylene glycol Natural products CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 2
- 230000003647 oxidation Effects 0.000 description 2
- 238000007254 oxidation reaction Methods 0.000 description 2
- 239000002540 palm oil Substances 0.000 description 2
- 229920000223 polyglycerol Polymers 0.000 description 2
- XAEFZNCEHLXOMS-UHFFFAOYSA-M potassium benzoate Chemical compound [K+].[O-]C(=O)C1=CC=CC=C1 XAEFZNCEHLXOMS-UHFFFAOYSA-M 0.000 description 2
- 239000011736 potassium bicarbonate Substances 0.000 description 2
- 229910000028 potassium bicarbonate Inorganic materials 0.000 description 2
- 235000015497 potassium bicarbonate Nutrition 0.000 description 2
- 229910000027 potassium carbonate Inorganic materials 0.000 description 2
- 235000011181 potassium carbonates Nutrition 0.000 description 2
- TYJJADVDDVDEDZ-UHFFFAOYSA-M potassium hydrogencarbonate Chemical compound [K+].OC([O-])=O TYJJADVDDVDEDZ-UHFFFAOYSA-M 0.000 description 2
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- 159000000000 sodium salts Chemical class 0.000 description 2
- 239000002600 sunflower oil Substances 0.000 description 2
- 238000010998 test method Methods 0.000 description 2
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- 235000019871 vegetable fat Nutrition 0.000 description 2
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- PFTAWBLQPZVEMU-DZGCQCFKSA-N (+)-catechin Chemical compound C1([C@H]2OC3=CC(O)=CC(O)=C3C[C@@H]2O)=CC=C(O)C(O)=C1 PFTAWBLQPZVEMU-DZGCQCFKSA-N 0.000 description 1
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- CHHHXKFHOYLYRE-UHFFFAOYSA-M 2,4-Hexadienoic acid, potassium salt (1:1), (2E,4E)- Chemical compound [K+].CC=CC=CC([O-])=O CHHHXKFHOYLYRE-UHFFFAOYSA-M 0.000 description 1
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- 229940080237 sodium caseinate Drugs 0.000 description 1
- 239000001509 sodium citrate Substances 0.000 description 1
- NLJMYIDDQXHKNR-UHFFFAOYSA-K sodium citrate Chemical compound O.O.[Na+].[Na+].[Na+].[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O NLJMYIDDQXHKNR-UHFFFAOYSA-K 0.000 description 1
- 229960001790 sodium citrate Drugs 0.000 description 1
- 235000011083 sodium citrates Nutrition 0.000 description 1
- 235000010352 sodium erythorbate Nutrition 0.000 description 1
- 239000004320 sodium erythorbate Substances 0.000 description 1
- 239000001394 sodium malate Substances 0.000 description 1
- ODFAPIRLUPAQCQ-UHFFFAOYSA-M sodium stearoyl lactylate Chemical compound [Na+].CCCCCCCCCCCCCCCCCC(=O)OC(C)C(=O)OC(C)C([O-])=O ODFAPIRLUPAQCQ-UHFFFAOYSA-M 0.000 description 1
- 229940080352 sodium stearoyl lactylate Drugs 0.000 description 1
- 229940074404 sodium succinate Drugs 0.000 description 1
- ZDQYSKICYIVCPN-UHFFFAOYSA-L sodium succinate (anhydrous) Chemical compound [Na+].[Na+].[O-]C(=O)CCC([O-])=O ZDQYSKICYIVCPN-UHFFFAOYSA-L 0.000 description 1
- RBWSWDPRDBEWCR-RKJRWTFHSA-N sodium;(2r)-2-[(2r)-3,4-dihydroxy-5-oxo-2h-furan-2-yl]-2-hydroxyethanolate Chemical compound [Na+].[O-]C[C@@H](O)[C@H]1OC(=O)C(O)=C1O RBWSWDPRDBEWCR-RKJRWTFHSA-N 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000002798 spectrophotometry method Methods 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 235000003702 sterols Nutrition 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 230000001629 suppression Effects 0.000 description 1
- 239000003760 tallow Substances 0.000 description 1
- 239000011975 tartaric acid Substances 0.000 description 1
- 235000002906 tartaric acid Nutrition 0.000 description 1
- 150000003505 terpenes Chemical class 0.000 description 1
- 235000007586 terpenes Nutrition 0.000 description 1
- 229930003799 tocopherol Natural products 0.000 description 1
- 239000011732 tocopherol Substances 0.000 description 1
- 125000002640 tocopherol group Chemical class 0.000 description 1
- 235000019149 tocopherols Nutrition 0.000 description 1
- 239000001993 wax Substances 0.000 description 1
Landscapes
- Edible Oils And Fats (AREA)
- Fats And Perfumes (AREA)
Description
本発明は、加熱調理用油脂組成物およびその製造方法、ならびに加熱調理用油脂の加熱による劣化を抑制する方法に関する。 TECHNICAL FIELD The present invention relates to an oil and fat composition for cooking, a method for producing the same, and a method for suppressing deterioration of the oil and fat for heating by heating.
近年、食品の品質に対する関心がますます向上しつつあり、揚げ物等の加工食品に活用されている食用油脂についても例外ではない。食用油脂は、一般的に熱と光により劣化する。この時、水分の存在により加水分解劣化が、また、酸素の存在により酸化劣化が起こり、風味や色調も劣化する。特に、フライ、天ぷら、から揚げ等のフライ調理では水分を多く含むため、180℃前後の油で加熱調理を行う場合には、加水分解劣化を抑えることが重要となる。また、スーパー、飲食店、レストラン等で使用される業務用の加熱調理用油脂は、長時間にわたって大量のフライ調理品を高温で加熱調理することが多いため、劣化が早く進行し、フライ調理品の風味や外観にも悪影響を及ぼす。このため短期間で廃棄・交換しなければならないが、経済面、環境面でも負担が大きいため、加熱調理用油脂の劣化抑制技術が必要とされている。 In recent years, interest in food quality has been increasing, and edible oils and fats used in processed foods such as fried foods are no exception. Edible oils and fats are generally deteriorated by heat and light. At this time, the presence of water causes hydrolysis deterioration, and the presence of oxygen causes oxidative deterioration, resulting in deterioration of flavor and color tone. In particular, fried foods such as fried foods, tempura, and fried foods contain a large amount of water. Therefore, when cooking with oil at about 180 ° C., it is important to suppress hydrolysis deterioration. In addition, since the fats and oils for commercial cooking used in supermarkets, restaurants, restaurants, etc. often heat a large amount of fried foods at high temperatures for a long time, the deterioration progresses quickly and It also adversely affects the flavor and appearance. For this reason, they must be discarded or replaced in a short period of time, but since the economic and environmental burdens are heavy, there is a need for technology for suppressing the deterioration of fats and oils for cooking.
加熱調理用油脂の加熱による劣化の指標としては、油脂の加水分解や酸化などによって生成した遊離脂肪酸量を間接的に示す「酸価」が代表的に用いられており、加熱による酸価上昇を抑制することが検討されてきた。例えば、特許文献1では、ナトリウム、カリウムから選ばれる1以上の成分を油脂中に0.1〜1μmol/g含有させることによって、加熱による油脂の酸価上昇を抑制する発明が開示されている。 As an index of deterioration due to heating of fats and oils for cooking, "acid value" that indirectly indicates the amount of free fatty acids generated by hydrolysis and oxidation of fats and oils is typically used, and the increase in acid value due to heating is shown. It has been considered to suppress it. For example, Patent Document 1 discloses an invention that suppresses an increase in the acid value of fats and oils due to heating by containing one or more components selected from sodium and potassium in the fats and oils in an amount of 0.1 to 1 μmol / g.
ところで、加熱調理用油脂の加熱による劣化の指標として、酸価上昇の他に、着色、泡立ちなども劣化の指標とされている。着色は、揚げダネなどの調理対象物から溶出した物質の加熱や、油脂の加熱により生じる共役ジエン量やカルボニル、ヒドロキシ、エポキシ基などが共働的に関与していると考えられ、フライ製品への着色を引き起こす原因にもなる。泡立ちは、主として、油脂の加熱により生成する油脂重合物や、揚げ種から溶出するリン脂質等によって引き起こされると考えられており、フライ時の作業性、安全性の低下を引き起こす。
なお、特許文献2には、アルカリ金属を含むリン脂質と有機酸モノグリセリドを配合した炒め油が開示され、リン脂質配合油の欠点として高温加熱による着色、泡立ち、異臭等が挙げられているが、改善されているのは泡立ちと風味のみであり、より長時間高温加熱にさらされるフライ油には適さない。
By the way, as an index of deterioration due to heating of fats and oils for cooking, coloring, foaming, etc. are also used as an index of deterioration in addition to increase in acid value. Coloring is considered to involve synergistically the amount of conjugated diene, carbonyl, hydroxy, epoxy groups, etc. generated by heating substances eluted from cooked items such as fried seeds, and heating of fats and oils. It also causes the coloring of. Foaming is considered to be caused mainly by a polymer of fats and oils produced by heating of fats and oils, phospholipids eluted from fried seeds, etc., and causes deterioration in workability and safety during frying.
It should be noted that Patent Document 2 discloses a stir-fry oil in which a phospholipid containing an alkali metal and an organic acid monoglyceride are blended, and as a drawback of the phospholipid-blended oil, coloring by high temperature heating, foaming, offensive odor, etc. are mentioned. Only the froth and flavor are improved, and it is not suitable for frying oil that is exposed to high temperature heating for a longer time.
酸価上昇、着色、泡立ちなどの劣化の各指標は、それぞれ評価対象が異なるため、1の指標だけでなく、酸価上昇、着色および重合物生成の全てをバランスよく抑制することができ、フライ時の作業性や安全性をも向上させることができる手段が必要とされている。 Each index of deterioration such as acid value increase, coloring, and foaming has a different evaluation target, so that not only the index of 1, but all of increase in acid value, coloring, and polymer formation can be suppressed in a balanced manner. There is a need for means that can improve the workability and safety of time.
そこで、本発明は、加熱による酸価上昇、着色および重合物生成をバランスよく抑制することができる加熱調理用油脂組成物およびその製造方法、ならびに加熱調理用油脂の加熱による劣化を抑制する方法を提供することを目的とする。 Therefore, the present invention provides an oil and fat composition for cooking and a method for producing the same, which can suppress acid value increase due to heating, coloring, and polymer formation in a balanced manner, and a method for suppressing deterioration of the oil and fat for heating by heating. The purpose is to provide.
本発明の加熱調理用油脂組成物は、油脂と、有機酸モノグリセリドと、アルカリ金属とを含有し、加熱調理用油脂組成物中の、該有機酸モノグリセリドの含有量が0.01〜0.31質量%であり、該アルカリ金属の含有量が0.1〜1.5質量ppmであることを特徴とする。 The oil and fat composition for cooking according to the present invention contains oil and fat, an organic acid monoglyceride, and an alkali metal, and the content of the organic acid monoglyceride in the oil and fat composition for heating cooking is 0.01 to 0.31. % By mass, and the content of the alkali metal is 0.1 to 1.5 mass ppm.
本発明の加熱調理用油脂組成物では、前記有機酸モノグリセリドの有機酸が、コハク酸およびクエン酸からなる群より選択される少なくとも1つ以上である。 The heating cooking oil or fat composition of the present invention, the organic acid of the organic acid monoglyceride, Ru der least one or more selected from the group consisting of succinic acid and citric acid.
本発明の加熱調理用油脂組成物は、フライ用であることが好ましい。 Heating cooking oil or fat composition of the present invention, it is favorable preferable is for frying.
本発明の加熱調理用油脂組成物では、前記有機酸モノグリセリドと前記アルカリ金属が、アルカリ金属を含む有機酸モノグリセリドであることがより好ましい。 The heating cooking oil or fat composition of the present invention, the alkali metal and the organic acid monoglyceride, it is good RiYoshimi preferable is an organic acid monoglyceride containing an alkali metal.
本発明の加熱調理用油脂組成物の製造方法は、油脂の精製工程の後に、精製油脂に、有機酸モノグリセリドと、アルカリ金属を含有する成分を、加熱調理用油脂組成物中の、該有機酸モノグリセリドの含有量が0.01〜0.31質量%、該アルカリ金属の含有量が0.1〜1.5質量ppmとなるように添加することを特徴とする。 The method for producing an oil / fat composition for cooking according to the present invention comprises, after the step of refining the oil / fat, a refined oil / fat, a component containing an organic acid monoglyceride and an alkali metal, in the oil / fat composition for cooking, the organic acid. The content of the monoglyceride is 0.01 to 0.31 % by mass, and the content of the alkali metal is 0.1 to 1.5 % by mass.
本発明の加熱調理用油脂組成物の製造方法では、前記有機酸モノグリセリドの有機酸が、コハク酸およびクエン酸からなる群より選択される少なくとも1つ以上である。 In the manufacturing method of the heating for cooking oil or fat composition of the present invention, the organic acid of the organic acid monoglyceride, Ru der least one or more selected from the group consisting of succinic acid and citric acid.
本発明の加熱調理用油脂の加熱による劣化を抑制する方法は、加熱調理用油脂に、有機酸モノグリセリドおよび/又はアルカリ金属を含有する成分を、加熱調理用油脂中の、該有機酸モノグリセリドの含有量が0.01〜0.31質量%、該アルカリ金属の含有量が0.1〜1.5質量ppmとなるように添加することを含むことを特徴とする。 The method for suppressing deterioration of the heating oil and fat according to the present invention by heating is a heating oil and fat containing a component containing an organic acid monoglyceride and / or an alkali metal, in the heating oil and fat, containing the organic acid monoglyceride. The content of the alkali metal is 0.01 to 0.31 mass% and the content of the alkali metal is 0.1 to 1.5 mass ppm.
本発明の加熱調理用油脂の加熱による劣化を抑制する方法では、前記有機酸モノグリセリドの有機酸が、コハク酸およびクエン酸からなる群より選択される少なくとも1つ以上である。 The method of suppressing the deterioration due to heating of the cooking fats of the present invention, the organic acid of the organic acid monoglyceride, Ru der least one or more selected from the group consisting of succinic acid and citric acid.
本発明によれば、加熱による酸価上昇、着色および重合物生成をバランスよく抑制あるいは低減することができる加熱調理用油脂組成物及びその製造方法を提供することができる。また、加熱による酸価上昇、着色および重合物生成をバランスよく抑制あるいは低減することができる、加熱調理用油脂の加熱による劣化を抑制する方法を提供することができる。 ADVANTAGE OF THE INVENTION According to this invention, the oil-fat composition for heating cooking which can suppress or reduce the acid value increase, coloring, and polymer production by heating in a balanced manner, and its manufacturing method can be provided. Further, it is possible to provide a method capable of suppressing or reducing the increase in acid value, coloring, and polymer formation due to heating in a well-balanced manner, and suppressing the deterioration of heating oil by heating.
本発明者らは、油脂に有機酸モノグリセリドとアルカリ金属とを含有させることによって、業務用のフライ調理用油脂のような高温且つ長時間の過酷な使用条件下においても、加熱による酸価上昇、着色および重合物生成をバランスよく抑制あるいは低減することができることを見出した。この知見に基づき、本願発明の加熱調理用油脂組成物およびその製造方法、ならびに加熱調理用油脂の加熱による劣化を抑制する方法を完成するに至った。 The present inventors, by containing an organic acid monoglyceride and an alkali metal in fats and oils, even under severe use conditions of high temperature and long time such as fats and oils for commercial frying cooking, increase in acid value by heating, It has been found that coloring and polymer formation can be suppressed or reduced in a balanced manner. Based on this finding, the present inventors have completed the oil and fat composition for cooking and the method for producing the same, and the method for suppressing the deterioration of the oil and fat for heating by heating.
<加熱調理用油脂組成物>
以下、本発明の加熱調理用油脂組成物について、その含有成分ごとに詳説する。
<Fat composition for heating and cooking>
Hereinafter, the oil and fat composition for heating and cooking according to the present invention will be described in detail for each contained component.
(油脂)
本発明の加熱調理用油脂組成物は、通常の加熱調理用油脂を主成分として含む。通常の加熱調理用油脂は、一般に加熱調理用として使用される動植物油脂及びその水素添加油、分別油、エステル交換油などを単独あるいは組み合わせて用いることができる。動植物油脂としては、例えば、大豆油、なたね油、ハイオレイックなたね油、ひまわり油、ハイオレイックひまわり油、オリーブ油、サフラワー油、ハイオレイックサフラワー油、コーン油、綿実油、米油、牛脂、乳脂、魚油、ヤシ油、パーム油、パーム核油などが挙げられる。室温で固形化するものは、使用時に加熱により溶解させる必要があるので、20℃で液状の態様のものが好ましい。原料油脂そのものが20℃で固体であっても、他の原料油脂と併用して用いることによって、油脂全体として液状であれば好適に使用できる。特に、融点の低い液状油でありながら、酸化安定性も良好であるという利点を有することから、なたね油、なたね油と大豆油との混合物などを好適に使用することができる。
本発明の加熱調理用油脂組成物において、上記通常の加熱調理用油脂は、有機酸モノグリセリド、アルカリ金属および必要に応じて添加される他の添加剤を除く残部を構成するのが好ましい。
(Oil and fat)
The oil and fat composition for cooking according to the present invention contains a normal oil and fat for cooking as a main component. As the normal cooking oil and fat, animal and vegetable oils and fats generally used for cooking and hydrogenated oils, fractionated oils, transesterified oils and the like thereof can be used alone or in combination. Examples of animal and vegetable oils and fats are soybean oil, rapeseed oil, high oleic rapeseed oil, sunflower oil, high oleic sunflower oil, olive oil, safflower oil, high oleic safflower oil, corn oil, cottonseed oil, rice oil, beef tallow, milk fat, fish oil, palm. Oil, palm oil, palm kernel oil and the like can be mentioned. Since those which solidify at room temperature need to be dissolved by heating at the time of use, those which are liquid at 20 ° C. are preferable. Even if the raw material oil / fat itself is solid at 20 ° C., it can be suitably used as long as it is liquid as a whole by using it in combination with other raw material oil / fat. In particular, rapeseed oil, a mixture of rapeseed oil and soybean oil, and the like can be preferably used because they have the advantage that they are liquid oils having a low melting point but also have good oxidation stability.
In the oil and fat composition for cooking according to the present invention, it is preferable that the above-mentioned oil and fat for ordinary cooking constitutes the balance excluding organic acid monoglyceride, alkali metal and other additives which are added as necessary.
(有機酸モノグリセリド)
本発明の加熱調理用油脂組成物は、有機酸モノグリセリドを含有する。有機酸モノグリセリドは、グリセリン脂肪酸エステル(モノグリセリド)の水酸基に有機酸が結合した構造を有する。有機酸モノグリセリドを構成する有機酸としては、特に限定されないが、例えば、コハク酸、クエン酸、酢酸、乳酸、酒石酸、等が挙げられる。中でも、コハク酸およびクエン酸からなる群より選択される少なくとも1つ以上であるのが好ましい。
(Organic acid monoglyceride)
The oil and fat composition for cooking according to the present invention contains an organic acid monoglyceride. Organic acid monoglyceride has a structure in which an organic acid is bonded to a hydroxyl group of glycerin fatty acid ester (monoglyceride). The organic acid constituting the organic acid monoglyceride is not particularly limited, and examples thereof include succinic acid, citric acid, acetic acid, lactic acid, tartaric acid, and the like. Among them, at least one selected from the group consisting of succinic acid and citric acid is preferable.
有機酸モノグリセリドを構成する脂肪酸残基としては、特に限定されないが、例えば、オレイン酸、エルカ酸、ステアリン酸、パルミチン酸、これら脂肪酸の混合脂肪酸、あるいはパーム油、菜種油、サフラワー油、大豆油等由来の混合脂肪酸の脂肪酸残基とすることができる。 The fatty acid residue constituting the organic acid monoglyceride is not particularly limited, and examples thereof include oleic acid, erucic acid, stearic acid, palmitic acid, mixed fatty acids of these fatty acids, palm oil, rapeseed oil, safflower oil, soybean oil, etc. It can be a fatty acid residue of the derived mixed fatty acid.
本発明で使用できる有機酸モノグリセリドの例としては、コハク酸モノオレイン酸グリセリン、クエン酸モノオレイン酸グリセリン、コハク酸モノステアリン酸グリセリン、クエン酸モノステアリン酸グリセリン、ジアセチル酒石酸モノステアリン酸グリセリン、ジアセチル酒石酸モノオレイン酸グリセリン、乳酸モノオレイン酸グリセリン、乳酸モノステアリン酸グリセリンなどが挙げられる。これら有機酸モノグリセリドは、食品添加用の乳化剤として市販されているものを使用することができる。例えば、コハク酸モノオレイン酸グリセリンとして、「サンソフトNo.683CB」(太陽化学株式会社製)を、クエン酸モノオレイン酸グリセリンとして、「サンソフトプラスF」(太陽化学株式会社製)等を使用することができる。
なお、これらの有機酸モノグリセリドは、通常、無触媒で製造されるが、本発明では、水酸化ナトリウム、炭酸ナトリウム、炭酸水素ナトリウム、水酸化カリウム、炭酸カリウム、炭酸水素カリウム等をアルカリ触媒として用いて製造し、アルカリ触媒由来のアルカリ金属がカルボン酸塩として残存している有機酸モノグリセリドを用いてもよい。本発明では、「アルカリ金属を含む有機酸モノグリセリド」の例として、当該アルカリ触媒由来のアルカリ金属が残存している有機酸モノグリセリドを挙げることができる。
Examples of organic acid monoglycerides that can be used in the present invention include glycerin succinate monooleate, glyceryl citrate monooleate, glyceryl succinate monostearate, glyceryl monostearate citrate, glyceryl diacetyltartrate monostearate, diacetyltartaric acid. Glycerin monooleate, lactic acid glyceryl monooleate, lactic acid monostearate glycerin and the like can be mentioned. As these organic acid monoglycerides, those commercially available as emulsifiers for food additives can be used. For example, "Sunsoft No. 683CB" (manufactured by Taiyo Kagaku Co., Ltd.) is used as glycerin succinate monooleate, and "Sunsoft Plus F" (manufactured by Taiyo Kagaku Co., Ltd.) is used as glyceryl monooleate citrate. can do.
These organic acid monoglycerides are usually produced without a catalyst, but in the present invention, sodium hydroxide, sodium carbonate, sodium hydrogen carbonate, potassium hydroxide, potassium carbonate, potassium hydrogen carbonate or the like is used as an alkali catalyst. It is also possible to use an organic acid monoglyceride produced by the above method and in which an alkali metal derived from an alkali catalyst remains as a carboxylic acid salt. In the present invention, examples of the “organic acid monoglyceride containing an alkali metal” include organic acid monoglycerides in which the alkali metal derived from the alkali catalyst remains.
本発明の加熱調理用油脂組成物中の有機酸モノグリセリドの含有量は、0.01〜1.0質量%である。有機酸モノグリセリドの含有量が0.01〜1.0質量%であれば、アルカリ金属と組み合わせることにより、酸価上昇、着色および重合物生成の抑制又は低減の効果をバランスよく発揮することができるからである。有機酸モノグリセリドの含有量は、0.01〜0.1質量%であるのが好ましく、0.05〜0.1質量%であるのがより好ましい。 The content of the organic acid monoglyceride in the oil and fat composition for cooking according to the present invention is 0.01 to 1.0% by mass. When the content of the organic acid monoglyceride is 0.01 to 1.0% by mass, the effect of suppressing or reducing the acid value increase, coloration and polymer formation can be exhibited in a well-balanced manner by combining with the alkali metal. Because. The content of the organic acid monoglyceride is preferably 0.01 to 0.1% by mass, more preferably 0.05 to 0.1% by mass.
3.アルカリ金属
本発明の加熱調理用油脂組成物は、アルカリ金属を含有する。アルカリ金属としては、特に限定されないが、ナトリウムおよびカリウムからなる群より選択される少なくとも1つであることが好ましい。これらアルカリ金属は、アルカリ金属を含有する成分として添加することができる。アルカリ金属を含有する成分としては、例えば、前述のアルカリ触媒を用いて製造した、アルカリ金属を含む有機酸モノグリセリドや、他のアルカリ触媒を用いて製造した、アルカリ金属を含むポリグリセリン脂肪酸エステルやアルカリ金属を含むショ糖脂肪酸エステルなどを用いることができる。本発明の加熱調理用油脂組成物では、有機酸モノグリセリドと、アルカリ金属を含む成分が、アルカリ金属を含む有機酸モノグリセリドとして含まれることが好ましい。
3. Alkali Metal The oil and fat composition for cooking according to the present invention contains an alkali metal. The alkali metal is not particularly limited, but is preferably at least one selected from the group consisting of sodium and potassium. These alkali metals can be added as a component containing an alkali metal. As the component containing an alkali metal, for example, an organic acid monoglyceride containing an alkali metal produced using the above-mentioned alkali catalyst, or produced using another alkali catalyst, a polyglycerol fatty acid ester containing an alkali metal or an alkali A sucrose fatty acid ester containing a metal or the like can be used. In the oil and fat composition for cooking according to the present invention, it is preferable that the organic acid monoglyceride and the component containing an alkali metal are contained as the organic acid monoglyceride containing an alkali metal.
あるいは、アルカリ金属を含有する成分としては、食品添加物として使用可能な水溶性又は油溶性の塩、例えば、ナトリウム塩、カリウム塩などを用いることができる。ナトリウム塩およびカリウム塩としては、特に限定されないが、例えば、水酸化ナトリウム、水酸化カリウム、炭酸ナトリウム、炭酸カリウム、炭酸水素ナトリウム、炭酸水素カリウム、リンゴ酸ナトリウム、クエン酸ナトリウム、クエン酸カリウム、L−アスコルビン酸ナトリウム、エリソルビン酸ナトリウム、L−グルタミン酸ナトリウム、コハク酸ナトリウム、ソルビン酸カリウム、カゼインナトリウム、DL−酒石酸ナトリウム、ステアロイル乳酸ナトリウム、オレイン酸ナトリウムなどが挙げられる。 Alternatively, as the component containing an alkali metal, a water-soluble or oil-soluble salt that can be used as a food additive, such as sodium salt or potassium salt, can be used. The sodium salt and potassium salt are not particularly limited, and include, for example, sodium hydroxide, potassium hydroxide, sodium carbonate, potassium carbonate, sodium hydrogen carbonate, potassium hydrogen carbonate, sodium malate, sodium citrate, potassium citrate, L -Sodium ascorbate, sodium erythorbate, sodium L-glutamate, sodium succinate, potassium sorbate, sodium caseinate, sodium DL-tartrate, sodium stearoyl lactylate, sodium oleate and the like.
本発明の加熱調理用油脂組成物中のアルカリ金属の含有量は、0.1〜5.0質量ppmである。アルカリ金属の含有量が0.1〜5.0質量ppmであれば、上記有機酸モノグリセリドと組み合わせることにより、酸価上昇、着色および重合物生成の抑制又は低減の効果をバランスよく発揮することができるからである。アルカリ金属の含有量が0.1〜1.0質量ppmであるのが好ましく、0.1〜0.5質量ppmであるのがより好ましい。アルカリ金属の含有量は、上記アルカリ金属を含有する成分を加熱調理用油脂組成物に含有させた状態で、原子吸光光度法によって定量することができる。 The content of the alkali metal in the oil and fat composition for cooking according to the present invention is 0.1 to 5.0 mass ppm. When the content of the alkali metal is 0.1 to 5.0 mass ppm, by combining with the organic acid monoglyceride, the effect of suppressing or reducing acid value increase, coloring and polymer formation can be exhibited in a well-balanced manner. Because you can. The content of the alkali metal is preferably 0.1 to 1.0 mass ppm, more preferably 0.1 to 0.5 mass ppm. The content of the alkali metal can be quantified by an atomic absorption spectrophotometric method in a state where the component containing the alkali metal is contained in the oil and fat composition for cooking.
4.その他の成分
本発明の加熱調理用油脂組成物中には、本発明の効果を損ねない程度に、その他の成分を加えることができる。これらの成分とは、例えば、一般的な油脂に用いられる成分(食品添加物など)である。これらの成分としては、例えば、酸化防止剤、有機酸モノグリセリド以外の他の乳化剤、シリコーンオイル、結晶調整剤、食感改良剤等が挙げられ、脱臭後から充填前に添加されることが好ましい。また、リン脂質等の加熱により着色を引き起こす成分は、着色しない範囲で添加することが好ましく、例えば、リン脂質は0.01質量%未満の添加量、あるいは含有量であることが好ましい。
4. Other components Other components can be added to the oil and fat composition for cooking according to the present invention to the extent that the effects of the present invention are not impaired. These components are, for example, components (food additives, etc.) used for general fats and oils. Examples of these components include antioxidants, emulsifiers other than organic acid monoglycerides, silicone oils, crystal modifiers, texture modifiers, and the like, and they are preferably added after deodorization and before filling. Further, it is preferable to add a component such as phospholipid that causes coloring by heating within a range that does not cause coloring. For example, the addition amount or content of phospholipid is preferably less than 0.01% by mass.
酸化防止剤としては、例えば、トコフェロール類、アスコルビン酸類、フラボン誘導体、コウジ酸、没食子酸誘導体、カテキンおよびそのエステル、フキ酸、ゴシポール、セサモール、テルペン類等が挙げられる。有機酸モノグリセリド以外の他の乳化剤としては、ショ糖脂肪酸エステル、ソルビタン脂肪酸エステル、ポリソルベート、プロピレングリコール脂肪酸エステル、ポリグリセリン縮合リシノレート、ジアシルグリセロール、ワックス類、ステロールエステル類、リン脂質等から適宜選択される。 Examples of the antioxidant include tocopherols, ascorbic acids, flavone derivatives, kojic acid, gallic acid derivatives, catechin and its esters, fuky acid, gossypol, sesamol, terpenes and the like. Other emulsifiers other than organic acid monoglyceride are appropriately selected from sucrose fatty acid ester, sorbitan fatty acid ester, polysorbate, propylene glycol fatty acid ester, polyglycerin condensed ricinoleate, diacylglycerol, waxes, sterol esters, phospholipids and the like. .
シリコーンオイルとしては、食品用途で市販されているものを用いることができ、特に限定されないが、例えば、ジメチルポリシロキサン構造を持ち、動粘度が25℃で800〜5000mm2/sのものが挙げられる。シリコーンオイルの動粘度は、特に800〜2000mm2/s、さらに900〜1100mm2/sであることが好ましい。ここで、「動粘度」とは、JIS K 2283(2000)に準拠して測定される値を指すものとする。シリコーンオイルは、シリコーンオイル以外に微粒子シリカを含んでいてもよい。 As the silicone oil, those commercially available for food use can be used and are not particularly limited, and examples thereof include those having a dimethylpolysiloxane structure and having a kinematic viscosity at 25 ° C. of 800 to 5000 mm 2 / s. . The kinematic viscosity of the silicone oil is particularly 800~2000mm 2 / s, preferably a further 900~1100mm 2 / s. Here, the “kinematic viscosity” refers to a value measured according to JIS K 2283 (2000). The silicone oil may contain fine particle silica in addition to the silicone oil.
<加熱調理用油脂組成物の用途>
本発明の加熱調理用油脂組成物は、あらゆる加熱調理用途に用いることができるが、加熱による酸価上昇、着色および重合物生成をバランスよく抑制あるいは低減することができ、加熱による劣化を効果的に抑制できるため、フライ用であること、すなわち、フライ用油脂として使用することが好ましい。フライ用油脂は、他の加熱調理用途よりも高温且つ長時間の加熱や反復使用等の過酷な条件下で使用されることが多く、加熱調理用油脂組成物の加熱による劣化の抑制が特に必要とされるからである。
<Use of the oil and fat composition for cooking>
The oil-and-fat composition for cooking according to the present invention can be used for any cooking applications, but it can suppress or reduce acid value increase by heating, coloring and polymer formation in a well-balanced manner, and effectively deteriorates due to heating. Since it can be suppressed to a low level, it is preferably used for frying, that is, it is preferably used as a frying fat. Frying oils and fats are often used under severe conditions such as high temperature and long time heating and repeated use compared to other heating and cooking applications, and it is particularly necessary to suppress deterioration of the heating and cooking oils and fats composition due to heating. Because it is said.
<加熱調理用油脂組成物の製造方法>
本発明の加熱調理用油脂組成物の製造方法に使用される油脂は、一般の油脂と同様、植物の種子若しくは果実、または動物性材料から搾油された粗油を出発原料として用い、順に、必要に応じて、脱ガム工程、脱酸工程、脱色工程を経て、さらに必要に応じて脱ろう工程を介した後、脱臭工程を経た精製により製造することができる。上記脱ガム工程、脱酸工程、および脱ろう工程は、採油される前の油糧原料に応じて変動し得る粗油の品質に応じて適宜選択される。
<Method for producing oil and fat composition for cooking>
The fats and oils used in the method for producing the fat and oil composition for cooking according to the present invention include, as with general fats and oils, seeds or fruits of plants, or a crude oil squeezed from animal material as a starting material, which is required in order. According to the method, a degumming step, a deoxidizing step, a decolorizing step, and optionally a dewaxing step, and then a deodorizing step may be performed for purification. The degumming step, the deoxidizing step, and the dewaxing step are appropriately selected according to the quality of the crude oil that can vary depending on the oil raw material before oil collection.
本発明の製造方法では、上記のような油脂の精製工程に加えて、精製油脂に、有機酸モノグリセリドと、アルカリ金属を含有する成分とを、加熱調理用油脂組成物中の、該有機酸モノグリセリドの含有量が0.01〜1.0質量%、該アルカリ金属の含有量が0.1〜5.0質量ppmとなるように添加する工程を含む。有機酸モノグリセリドは、精製工程後の油脂を加熱した後、添加、溶解することにより配合されることが好ましい。アルカリ金属を含有する成分は、上述するアルカリ金属を含む有機酸モノグリセリド、アルカリ金属を含むポリグリセリン脂肪酸エステルやアルカリ金属を含むショ糖脂肪酸エステルであってもよく、上述するアルカリ金属塩であってもよい。アルカリ金属塩の場合は、少量の溶媒(水や精製油脂)に溶解させてアルカリ金属塩溶液とし、必要に応じて有機酸モノグリセリド、ポリグリセリン脂肪酸エステル、ショ糖脂肪酸エステル、モノグリセリドなどの乳化剤と混合してから、大量の精製油脂に添加することもできる。「有機酸モノグリセリド」と「アルカリ金属を含有する成分」として、アルカリ金属を含む有機酸モノグリセリドを添加してもよい。 In the production method of the present invention, in addition to the above-mentioned oil and fat purification step, the refined oil and fat contains an organic acid monoglyceride and a component containing an alkali metal in the oil and fat composition for heating and cooking of the organic acid monoglyceride. Of 0.01 to 1.0 mass% and the content of the alkali metal is 0.1 to 5.0 mass ppm. The organic acid monoglyceride is preferably added by heating and heating the fats and oils after the purification step and then adding and dissolving them. The component containing an alkali metal may be an organic acid monoglyceride containing an alkali metal as described above, a polyglycerol fatty acid ester containing an alkali metal or a sucrose fatty acid ester containing an alkali metal, or an alkali metal salt described above. Good. In the case of alkali metal salts, dissolve in a small amount of solvent (water or refined fats and oils) to make an alkali metal salt solution, and mix with an emulsifier such as organic acid monoglyceride, polyglycerin fatty acid ester, sucrose fatty acid ester, or monoglyceride as necessary. After that, it can be added to a large amount of refined fats and oils. As the "organic acid monoglyceride" and the "component containing an alkali metal", an organic acid monoglyceride containing an alkali metal may be added.
有機酸モノグリセリドと、アルカリ金属を含有する成分とを添加後、攪拌などにより有機酸モノグリセリドおよびアルカリ金属を油脂中に均一に溶解又は分散させた後に、必要に応じて脱水処理を行う。なお、脱水は約70〜105℃で減圧にて行うことが好ましい。また、乳化剤と混合して、精製油脂に添加する場合は、乳化剤との混合・脱水後に精製油脂に添加してもよい。 After adding the organic acid monoglyceride and the component containing an alkali metal, the organic acid monoglyceride and the alkali metal are uniformly dissolved or dispersed in the fat or oil by stirring or the like, and then dehydration treatment is carried out if necessary. Dehydration is preferably performed under reduced pressure at about 70 to 105 ° C. When mixed with an emulsifier and added to the refined oil or fat, it may be added to the refined oil or fat after mixing with the emulsifier and dehydration.
本発明の製造方法は、必要に応じて、他の添加剤を添加する工程も含んでいてもよい。他の添加剤の添加工程は、油脂の精製工程後であるのが望ましく、その添加時の油脂温度等の条件は、添加剤の種類、目的によって適宜変更されるのが望ましい。 The production method of the present invention may include a step of adding other additives, if necessary. It is desirable that the step of adding other additives is performed after the step of refining fats and oils, and the conditions such as the temperature of fats and oils at the time of adding the fats and oils are appropriately changed depending on the kind of the additives and the purpose.
<加熱調理用油脂の加熱による劣化を抑制する方法>
本発明の加熱調理用油脂の加熱による劣化を抑制する方法は、加熱調理用油脂に、有機酸モノグリセリドおよび/又はアルカリ金属を含有する成分を、該加熱調理用油脂中の、該有機酸モノグリセリドの含有量が0.01〜1.0質量%、該アルカリ金属の含有量が0.1〜5.0質量ppmとなるように添加することを含む。加熱調理用油脂としては、上述した通常の加熱調理用油脂を使用することができる。有機酸モノグリセリド、アルカリ金属を含有する成分、およびアルカリ金属は、それぞれ上述する通りである。
<Method of suppressing deterioration of oil for heating and cooking due to heating>
The method for suppressing deterioration of the heating oil and fat of the present invention by heating is a heating oil and fat containing a component containing an organic acid monoglyceride and / or an alkali metal, in the heating oil and fat, of the organic acid monoglyceride. The content of the alkali metal is 0.01 to 1.0 mass%, and the content of the alkali metal is 0.1 to 5.0 mass ppm. As the cooking oil and fat, the above-mentioned ordinary cooking oil and fat can be used. The organic acid monoglyceride, the component containing an alkali metal, and the alkali metal are as described above.
加熱調理用油脂に、有機酸モノグリセリドおよび/又はアルカリ金属を含有する成分を添加する手法としては、本発明の加熱調理用油脂組成物の製造方法において、有機酸モノグリセリドと、アルカリ金属を含有する成分を添加する工程について上述する手法を使用することができる。有機酸モノグリセリドおよび/又はアルカリ金属を含有する成分が添加される加熱調理用油脂は、上述する精製油脂でも、他の添加剤を含有する油脂でも、有機酸モノグリセリドおよび/又はアルカリ金属を予め含む油脂でもよく、未使用のものでも、調理に使用したものでもよい。また、「有機酸モノグリセリド」および「アルカリ金属を含有する成分」として、アルカリ金属を含む有機酸モノグリセリドを添加してもよい。 As a method of adding a component containing an organic acid monoglyceride and / or an alkali metal to the oil for heating and cooking, a component containing an organic acid monoglyceride and an alkali metal in the method for producing an oil and fat composition for heating and cooking of the present invention. The procedure described above for the step of adding can be used. The oil or fat for heating to which the component containing an organic acid monoglyceride and / or an alkali metal is added may be the above-mentioned refined oil or fat, an oil or fat containing other additives, or an oil or fat containing an organic acid monoglyceride and / or an alkali metal in advance. However, it may be unused or used for cooking. Further, as the “organic acid monoglyceride” and the “component containing an alkali metal”, an organic acid monoglyceride containing an alkali metal may be added.
以下、本発明について、実施例に基づき具体的に説明するが、本発明はこれら実施例に限定されるものではない。 Hereinafter, the present invention will be specifically described based on Examples, but the present invention is not limited to these Examples.
下記表1に示す配合で、実施例、参考例および比較例のサンプル油を調製し、加熱試験を行った後、酸価、色度および色値、重合物の量について評価を行った。サンプル油の調製の手順、加熱試験の手順、評価方法、結果を具体的に下記に示す。 Sample oils of Examples , Reference Examples and Comparative Examples were prepared with the formulations shown in Table 1 below , and subjected to a heating test, and then evaluated for acid value, chromaticity and color value, and amount of polymer. The procedure for preparing the sample oil, the procedure for the heating test, the evaluation method, and the results are specifically shown below.
<サンプル油の調製>
油脂として日清キャノーラ油(日清オイリオグループ(株)製)を使用した。
コハク酸モノグリセリドとしては、オレイン酸モノグリセリドとコハク酸を無触媒、水酸化ナトリウム触媒存在下、あるいは水酸化カリウム触媒存在下のそれぞれで、加熱混合して得た、酸価が110のコハク酸モノオレイン酸グリセリンを使用した。
クエン酸モノグリセリドとしては、クエン酸モノオレイン酸グリセリン(太陽化学株式会社製サンソフトプラスF、HLB7)を使用した。
有機酸モノグリセリド以外の他の乳化剤として、ポリグリセリン脂肪酸エステル(太陽化学株式会社製サンソフトQ−1710S、HLB3)を使用した。
<Preparation of sample oil>
Nisshin canola oil (manufactured by Nisshin Oillio Group Co., Ltd.) was used as the oil and fat.
As succinic acid monoglyceride, succinic acid monoolein having an acid value of 110 obtained by heating and mixing oleic acid monoglyceride and succinic acid with or without catalyst, in the presence of sodium hydroxide catalyst or in the presence of potassium hydroxide catalyst, respectively. Acid glycerin was used.
As the citric acid monoglyceride, glyceryl monooleate glycerin (Sunsoft Plus F, HLB7 manufactured by Taiyo Kagaku Co., Ltd.) was used.
Polyglycerin fatty acid ester (Sunsoft Q-1710S, HLB3 manufactured by Taiyo Kagaku Co., Ltd.) was used as an emulsifier other than the organic acid monoglyceride.
比較例1は、有機酸モノグリセリドもアルカリ金属もポリグリセリン脂肪酸エステルも含まない油脂のみとした。
実施例1、および参考例4、6では、水酸化ナトリウムを触媒に用いて得たコハク酸モノオレイン酸エステルを、油脂に均一に添加した。実施例3,5,および参考例7では、水酸化カリウムを触媒に用いたコハク酸モノオレイン酸エステルを、油脂に均一に混合した。このように調製した後、原子吸光光度計(日立社製Z2310)によって、アルカリ金属(ナトリウム、カリウム)含有量を測定した。
比較例2、4、5、7、8および9ならびに実施例2では、ナトリウム又はカリウムを、オレイン酸ナトリウム又はオレイン酸カリウム(オレイン酸石鹸)として添加した。得られた油脂のアルカリ金属(ナトリウム、カリウム)含有量を原子吸光光度計(日立社製Z2310)によって、測定した。
比較例3および7は、有機酸モノグリセリド(無触媒で製造したコハク酸モノオレイン酸グリセリン)のみを油脂に溶解した。
In Comparative Example 1, only fats and oils containing neither organic acid monoglyceride, alkali metal nor polyglycerin fatty acid ester were used.
In Example 1 and Reference Examples 4 and 6, succinic acid monooleate ester obtained by using sodium hydroxide as a catalyst was uniformly added to fats and oils. In Examples 3 , 5 and Reference Example 7, succinic acid monooleate ester using potassium hydroxide as a catalyst was uniformly mixed with fats and oils. After the preparation as described above, the content of alkali metals (sodium and potassium) was measured by an atomic absorption photometer (Z2310 manufactured by Hitachi, Ltd.).
In Comparative Examples 2, 4, 5, 7, 8 and 9 and Example 2, sodium or potassium was added as sodium oleate or potassium oleate (oleate soap). The content of alkali metals (sodium and potassium) in the obtained fat was measured with an atomic absorption spectrophotometer (Z2310 manufactured by Hitachi, Ltd.).
In Comparative Examples 3 and 7, only organic acid monoglyceride (glycerin succinate monooleate produced without a catalyst) was dissolved in fats and oils.
<加熱試験>
直径22mm、長さ200mmの試験管に、調製したサンプル油を10.0g入れた。サンプル油を入れた試験管をオイルバス(185℃)に入れ、1日あたり8時間ずつ3日間、合計24時間にわたって加熱した。
<Heating test>
10.0 g of the prepared sample oil was put into a test tube having a diameter of 22 mm and a length of 200 mm. The test tube containing the sample oil was placed in an oil bath (185 ° C.) and heated for 8 hours per day for 3 days, for a total of 24 hours.
<酸価>
加熱したサンプル油の酸価を、基準油脂分析試験法「2.3.1−2013 酸価」(日本油脂化学会制定)に従って測定した。酸価は、油脂中に含まれる遊離脂肪酸の量を示すもので、サンプル油1gを中和するのに必要な水酸化カリウムのmg数で表わす。酸価の数値が小さいほど、遊離脂肪酸量が少なく、酸価の上昇が抑制されていることを意味する。
<色度及び色値>
加熱したサンプル油の着色度合いを、ロビボンド比色計(The Tintometer Limited社製Lovibond PFX995)で1/2インチセルを使用して、黄の色度(Y)、赤の色度(R)を測定した。色度の数値が小さい程、色が薄く、着色が抑制されていることを意味する。
また、見た目の着色度合いを反映する値として、色値(Y+10R)も算出して評価した。色値の数値が小さい程、見た目の着色度合いが薄く、着色が抑制されていることを意味する。
<重合物>
加熱したサンプル油に含まれる重合物の量を、基準油脂分析試験法「2.5.7−2013 油脂重合物(ゲル浸透クロマトグラフ法)」(日本油脂化学会制定)に従って測定した。数値が小さい程、重合物の生成が抑制されていることを意味する。
<Acid value>
The acid value of the heated sample oil was measured according to the standard oil and fat analysis test method "2.3.1-2013 acid value" (established by Japan Oil and Fat Chemistry Society). The acid value indicates the amount of free fatty acid contained in fats and oils, and is represented by mg of potassium hydroxide necessary to neutralize 1 g of sample oil. The smaller the acid value, the smaller the amount of free fatty acid and the more suppressed the increase in acid value.
<Chromaticity and color value>
The degree of coloring of the heated sample oil was measured for yellow chromaticity (Y) and red chromaticity (R) by using a 1/2 inch cell with a Lovibond colorimeter (Lovibond PFX995 manufactured by The Tintometer Limited). . The smaller the chromaticity value, the lighter the color and the more suppressed the coloring.
In addition, a color value (Y + 10R) was also calculated and evaluated as a value that reflects the degree of coloring in appearance. The smaller the numerical value of the color value, the lighter the degree of coloring is, which means that the coloring is suppressed.
<Polymer>
The amount of the polymer contained in the heated sample oil was measured according to the standard oil and fat analysis test method "2.5.7-2013 Oil and fat polymer (gel permeation chromatograph method)" (established by Japan Oil and Fat Chemistry Society). The smaller the value is, the more the production of the polymer is suppressed.
実施例のサンプル油では、油脂のみからなる比較例1と比べて、酸価上昇、着色、重合物生成といった劣化の指標全てについて、バランスよく抑制あるいは低減することができた。
アルカリ金属をオレイン酸石鹸として含み且つ有機酸モノグリセリドを含まない比較例2、5、6、8および9では、比較例1と比べて、酸価上昇および重合物生成は抑制されていたが、着色は促進されていた。
有機酸モノグリセリドのみを少量含む比較例3では、酸価上昇、着色および重合物生成に多少の抑制効果を示したが、有機酸モノグリセリドのみを増量して含む比較例7では、酸価上昇および着色をむしろ促進した。
実施例2の有機酸モノグリセリドに代えて別の乳化剤としてポリグリセリン脂肪酸エステルを含む比較例4では、比較例1と比べて、酸価上昇および重合物生成は抑制されていたが、着色は促進されていた。
The sample oils of Examples were able to suppress or reduce all the indicators of deterioration such as acid value increase, coloring, and polymer formation in a well-balanced manner, as compared with Comparative Example 1 consisting of oils and fats.
In Comparative Examples 2, 5, 6, 8 and 9 containing an alkali metal as an oleic acid soap and not containing an organic acid monoglyceride, the acid value increase and the polymer production were suppressed as compared with Comparative Example 1, but coloring Was being promoted.
Comparative Example 3, which contained only a small amount of organic acid monoglyceride, showed some suppression effect on acid value increase, coloration and polymer formation, but Comparative Example 7, which contained only increased amount of organic acid monoglyceride, increased acid value and coloring. Rather promoted.
In Comparative Example 4 containing a polyglycerin fatty acid ester as another emulsifier instead of the organic acid monoglyceride of Example 2, as compared with Comparative Example 1, the acid value increase and polymer formation were suppressed, but coloring was promoted. Was there.
本発明の加熱調理用油脂組成物は、食品製造の分野において、特にフライ調理品の製造に使用するフライ用油脂として利用することが可能である。また、その他の加熱調理用油脂を要する全ての食品の製造においても利用可能である。 INDUSTRIAL APPLICABILITY The oil-and-fat composition for cooking according to the present invention can be used in the field of food production, especially as an oil-and-fat for frying used in the production of fried food. It can also be used in the production of all foods that require other cooking oils and fats.
Claims (4)
加熱調理用油脂組成物中の、該有機酸モノグリセリドの含有量が0.01〜0.31質量%であり、該アルカリ金属の含有量が0.1〜1.5質量ppmである、加熱調理用油脂組成物。 And oil, an organic acid monoglyceride containing an alkali metal, an organic acid organic acid monoglyceride, containing a organic acid monoglyceride containing an alkali metal is at least one or more selected from the group consisting of succinic acid and citric acid An oil and fat composition for cooking, comprising:
Cooking in which the content of the organic acid monoglyceride is 0.01 to 0.31 mass% and the content of the alkali metal is 0.1 to 1.5 mass ppm in the oil and fat composition for cooking. Oil and fat composition.
加熱調理用油脂組成物中の、該有機酸モノグリセリドの含有量が0.01〜0.31質量%、該アルカリ金属の含有量が0.1〜1.5質量ppmとなるように添加する工程を含む、加熱調理用油脂組成物の製造方法。 After the step of refining fats and oils, in the refined fats and oils, an organic acid monoglyceride containing an alkali metal in which the organic acid of the organic acid monoglyceride is at least one or more selected from the group consisting of succinic acid and citric acid ,
A step of adding the organic acid monoglyceride in the oil composition for heating and cooking so that the content of the organic acid monoglyceride is 0.01 to 0.31 mass% and the content of the alkali metal is 0.1 to 1.5 mass ppm. A method for producing an oil and fat composition for cooking, comprising:
該加熱調理用油脂中の、該有機酸モノグリセリドの含有量が0.01〜0.31質量%、該アルカリ金属の含有量が0.1〜1.5質量ppmとなるように添加することを含む、加熱調理用油脂の加熱による劣化を抑制する方法。
The cooking fats, a organic acid monoglyceride containing an alkali metal, an organic acid organic acid monoglyceride, organic acid monoglycerides containing an alkali metal is at least one or more selected from the group consisting of succinic acid and citric acid To
It is added such that the content of the organic acid monoglyceride in the oil for heating and cooking is 0.01 to 0.31 mass% and the content of the alkali metal is 0.1 to 1.5 mass ppm. A method of suppressing deterioration of oil for heating and cooking including heating.
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