WO2015105359A1 - 참기름 및 이의 제조 방법 - Google Patents
참기름 및 이의 제조 방법 Download PDFInfo
- Publication number
- WO2015105359A1 WO2015105359A1 PCT/KR2015/000207 KR2015000207W WO2015105359A1 WO 2015105359 A1 WO2015105359 A1 WO 2015105359A1 KR 2015000207 W KR2015000207 W KR 2015000207W WO 2015105359 A1 WO2015105359 A1 WO 2015105359A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- sesame oil
- sesame
- lignan
- extraction
- ppm
- Prior art date
Links
Images
Classifications
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11B—PRODUCING, e.g. BY PRESSING RAW MATERIALS OR BY EXTRACTION FROM WASTE MATERIALS, REFINING OR PRESERVING FATS, FATTY SUBSTANCES, e.g. LANOLIN, FATTY OILS OR WAXES; ESSENTIAL OILS; PERFUMES
- C11B3/00—Refining fats or fatty oils
- C11B3/006—Refining fats or fatty oils by extraction
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11B—PRODUCING, e.g. BY PRESSING RAW MATERIALS OR BY EXTRACTION FROM WASTE MATERIALS, REFINING OR PRESERVING FATS, FATTY SUBSTANCES, e.g. LANOLIN, FATTY OILS OR WAXES; ESSENTIAL OILS; PERFUMES
- C11B1/00—Production of fats or fatty oils from raw materials
- C11B1/10—Production of fats or fatty oils from raw materials by extracting
- C11B1/104—Production of fats or fatty oils from raw materials by extracting using super critical gases or vapours
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/54—Improvements relating to the production of bulk chemicals using solvents, e.g. supercritical solvents or ionic liquids
Definitions
- the present invention relates to sesame oil and a preparation method thereof.
- Lignan which is an important component of sesame or sesame oil, has antioxidant effects in vitro / in vivo, and in addition, it has an effect of lowering blood pressure, lowering blood lipids, inhibiting lipid peroxidation, and improving alcohol degradation.
- sesame oil As a general manufacturing method of sesame oil, which is still widely used in the diet, it is known to squeeze and squeeze it in the state of sesame or sesame powder after proper roasting treatment and extract it using supercritical carbon dioxide.
- the compression method is commonly used.
- this method there is a disadvantage in that a high temperature is applied during extraction to improve the yield, and thus, there is a possibility of a change in organoleptic properties or harmful substances such as benzopyrene in this process.
- Supercritical fluid extraction is a technology that utilizes the advantages of supercritical fluids, which satisfies the liquid dissolving power and the gas penetrating power at the same time, and thus the extraction efficiency is high and the diffusion coefficient is high. Its high speed and extraction at relatively low temperature avoids the damage of nutrients due to heat, and the difference in density between the sample and the supercritical fluid and the low viscosity of the supercritical fluid make it easy to separate the extraction residue and the solvent. Has many advantages.
- water is used as a supercritical extraction co-solvent in order to solve the problem of deterioration of extraction efficiency at reduced pressure.
- water is present in the final extract, which lowers the quality of sesame oil, and has a disadvantage in that water is removed through a stationary or centrifugal process for several days.
- the free fatty acids of sesame seeds increase when the raw material storage condition is bad or the storage period is long, but there are differences depending on the crop condition and variety of the producing area. It is preferable not to use the raw material when the acid value is increased due to poor storage condition of the raw material, but even in the case of raw material that does not have a problem in the general crimping method, the free fatty acid is concentrated in the manufacturing process of lignan concentrated sesame oil. There is no choice but to limit the use of acid value raw materials. Raw material of low acid value is formed at high price, and supply and demand may not be available depending on the season, which makes raw material competitiveness less.
- the lignan can be concentrated to a higher content through the supercritical fractionation process, it is necessary to mix the fraction section having a low lignan content due to the high content of free fatty acids, and thus it is impossible to produce sesame oil having a high lignan content.
- the problem to be solved by the present invention is to provide a high content of lignan and tocopherol, and low free fatty acid sesame oil and a method for preparing the same which does not reduce the quality of sesame oil while improving the extraction efficiency.
- the present invention is to provide a more efficient lignan and tocopherol-containing sesame oil and a method for preparing the same by obtaining a fraction according to the flow rate of the fluid in the supercritical fluid extraction process without changing the additional process or process conditions, such as water removal. .
- the present invention obtains a fraction according to the flow rate of the fluid in the supercritical fluid extraction process, and treated with magnesium silicate, magnesium oxide or sodium hydroxide for the deoxidation process more efficient lignan and tocopherol-containing and low free fatty acid sesame oil And to provide a method of manufacturing the same.
- a lignan-containing sesame oil having a lignan content of at least 7,800 ppm and a tocopherol content of 300 ppm to 700 ppm.
- a lignan high content and low free fatty acid sesame oil having a lignan content of 7,800 ppm or more and a free fatty acid content of 1.0 to 3.0% by weight are provided.
- the step of extracting the sesame extract from sesame seeds using a supercritical fluid Separating the supercritical fluid from the mixture of the supercritical fluid and the sesame extract; And fractionating the separated mixture to obtain a first sesame oil and a second sesame oil.
- the step of extracting the sesame extract from sesame seeds using a supercritical fluid Separating the supercritical fluid from the mixture of the supercritical fluid and the sesame extract; And removing free fatty acids by adding at least one free fatty acid remover selected from magnesium silicate, magnesium oxide and sodium hydroxide to the sesame extract obtained.
- extracting the sesame extract from sesame seeds using a supercritical fluid comprising the step of removing the free fatty acid by adding at least one free fatty acid remover selected from magnesium silicate, magnesium oxide and sodium hydroxide to the obtained first sesame oil.
- sesame oil for mixing the first sesame oil and the second sesame oil obtained above.
- a fat or oil comprising a lignan and tocopherol-containing sesame oil according to one aspect of the present invention.
- a fat or oil comprising high lignan content and low free fatty acid sesame oil according to an aspect of the present invention.
- Sesame oil according to one aspect of the present invention is produced by the production of sesame oil containing a large amount of lignan using the difference in solubility of the supercritical fluid of each material in the extraction process, thereby improving the extraction efficiency and quality of sesame oil Sesame oil and a method for preparing the same can be provided.
- sesame oil of a plurality of fractions according to the desired physical properties, by adjusting the extraction time of each fraction or the content ratio between the fractions by adjusting the free fatty acid content by only a single extraction process to lower the acid value, more suitable for food standards Sesame oil and improved flavor can be provided.
- the extraction process by adjusting the time of extraction of each fraction or the content ratio between the fractions, and the content of lignan and tocopherol by using magnesium silicate, magnesium oxide or sodium hydroxide
- magnesium silicate, magnesium oxide or sodium hydroxide By adjusting the high and free fatty acid content to lower the acid value, it is possible to provide a sesame oil and a manufacturing method thereof that is more suitable for food standards and improved flavor.
- 1 is a schematic diagram showing a method for producing lignan high content of sesame oil according to an embodiment of the present invention.
- Figure 2 is a schematic diagram showing a method for producing a high lignan-containing and low free fatty acid sesame oil according to an embodiment of the present invention.
- FIG. 3 is a graph showing a sesame oil extraction rate (%) according to the S / F magnification according to an embodiment of the present invention.
- Figure 4 shows a graph regarding the lignan content (ppm) according to the S / F magnification according to an embodiment of the present invention.
- FIG. 5 is a graph illustrating an acid value according to S / F magnification according to an embodiment of the present invention.
- One aspect of the present invention provides sesame oil containing abundant lignans.
- the lignan is a generic term for low molecular weight natural products having a structure in which p-Hydroxyphenylpropane (P-Hydroxyphenylpropane) compound, non-limiting examples, sesamin, episamine, sesamolin, sesamol, sesamolinol, sesame Knoll, episceminol, etc. are mentioned.
- P-Hydroxyphenylpropane p-Hydroxyphenylpropane
- Sesame oil according to the present invention may have a lignan content of at least 7,800 ppm, specifically 10,000 to 20,000 ppm, more specifically lignan content may be 14,000 ppm to 16,000 ppm.
- the sesame oil of the present embodiment may have a tocopherol content of 300 ppm to 700 ppm, specifically 500 ppm to 700 ppm, and more specifically, 600 ppm to 700 ppm.
- the tocopherol is one of the fat-soluble vitamins of vitamin E, and tocopherol ( ⁇ , ⁇ , ⁇ , ⁇ ) and four types of tocotrienols ( ⁇ , ⁇ , ⁇ , ⁇ ) and the like.
- the tocopherol contained in the sesame oil of this embodiment may be, for example, ⁇ -tocopherol, which may exhibit an antioxidant effect and synergize with sesamol, which is a kind of lignans contained in sesame seeds.
- the sesame oil of the present embodiment may have a free fatty acid content of 1.0 to 3.0% by weight, specifically 1.0 to 2.0% by weight, and more specifically 1.0 to 1.5% by weight.
- the sesame oil of the present embodiment may have an acid value of 0 to 4.0, specifically 3.5 or less, more specifically 0.6 to 3.5, for example 1.5 to 3.5, may be 2.0 to 3.0.
- the term "acid value” is the number of mg of KOH required to neutralize the free fatty acid contained in 1 g of fat, which is used to measure the rancidity of fat, and the smaller the value, the more suitable for food.
- the method of producing sesame oil of the present embodiment can provide a more efficient method for producing lignan-containing sesame oil by utilizing various advantages of the fluid in the supercritical state.
- the term "supercritical fluid” is a fluid that is in a state above a critical temperature and a critical pressure, and is also referred to as a "concentrated gas” in the sense of emphasizing the dissolving power of the fluid.
- a substance has three phases, solid, liquid, and gas, depending on the change in temperature and pressure.However, above the critical temperature and the critical pressure at which the two states of liquid and gas cannot be distinguished from each other, This leads to a fourth state, which is no longer changed into a solid, liquid, or gas, that is, a supercritical state.
- SFE Supercritical Fluid Extraction
- Supercritical fluid extraction has several advantages because it is a complex technology in which the principles of distillation and extraction are applied together.
- the supercritical fluid can set any condition of high density to low density by manipulating the pressure temperature, it is excellent in selectivity such as fractionation and separation, so that a high purity product can be obtained, and the extraction solvent is almost completely lost. It can be recovered and a purified product free of residual solvent can be obtained.
- the supercritical fluid has a low viscosity, so it penetrates into the sample, and the extraction efficiency is high.
- the diffusion coefficient is high, so the extraction speed is high.
- the density difference between the supercritical fluid is large and the viscosity of the supercritical fluid is low, it has many advantages, such as an easy separation of the extraction residue and the solvent.
- carbon dioxide may be used.
- the carbon dioxide has a critical pressure of 73.8 bar and a critical temperature of 31 ° C., which is relatively low compared to other fluids, making it easy to create supercritical conditions, and having no toxicity and economic advantages.
- Supercritical carbon dioxide is used as a nonpolar solvent in various extraction of low polar substances such as fats and oils.
- low polar substances such as fats and oils.
- the fractionation time can be adjusted to control the free fatty acid content and the lignan content.
- a fraction section having a low free fatty acid content or a high neutral lipid content can be obtained. There is a way to mix and give up lignan enrichment.
- the content of the constituents varies depending on the extraction conditions and the time of fractionation, because the solubility of each substance varies according to the supercritical conditions.
- materials with similar solubility are extracted with similar tendency according to the change of extraction condition or fractionation time, but it is difficult to separate completely although it varies depending on the condition or fraction.
- Neutral lipids, lignans and free fatty acids affect the quality of sesame oil.
- Neutral lipids are the basic substance of fats and oils, and lignans are antioxidants.
- free fatty acids are managed by setting the content standard for each oil type as a measure of fat loss.
- the present invention is characterized by producing a functional sesame oil in accordance with food standards by maximizing the lignan content and lowering the content of free fatty acids.
- Neutral lipids, lignans and free fatty acids are all dissolved in supercritical fluid, and the dissolving powers of neutral lipids, lignans and free fatty acids are different according to the supercritical conditions. .
- the supercritical condition is set to a low density condition, lignans and free fatty acids are relatively extracted in a high proportion of the extract, which decreases the overall extraction efficiency and is not preferable in the extraction efficiency.
- oil is obtained by separating the first part and the second part of the extraction condition, the first part of the extraction is concentrated lignans and free fatty acids. By adjusting the fractionation time, it is possible to prepare sesame oil with lignans that meet the food standards.
- lignan concentration and free fatty acid removal need to be operated separately. This requires a post-treatment process that removes free fatty acid but has no lignan loss and does not affect the organoleptic properties.
- a method of removing free fatty acids using at least one free fatty acid remover selected from magnesium oxide and sodium hydroxide is preferred, and at least one free fatty acid remover selected from magnesium silicate, which provides better sesame oil sensory effects, and magnesium oxide More preferably.
- the deoxidation process using sodium hydroxide requires several washing processes to remove the remaining sodium hydroxide after reacting with the saponified reacted sodium hydroxide.
- the content of magnesium silicate and magnesium oxide in the free fatty acid remover is preferably 0.5 wt% to 4.0 wt%, more preferably 1.0 wt% to 4.0 wt%, based on the weight of sesame oil or sesame extract, and the hydroxide in the free fatty acid remover.
- the content of sodium is preferably 0.1% to 0.4% by weight relative to the weight of sesame oil or sesame extract, more preferably 0.2% to 0.3% by weight, which means that the free fatty acid content of most of the raw materials is 1.5 to 1.5 after the lignan concentration process.
- 2.3 wt% of free fatty acid is removed by mixing magnesium silicate and magnesium oxide at about twice the ratio of free fatty acid content of fats and oils, and sodium hydroxide is sufficient to use about 0.25 multiples.
- Treatment of more magnesium silicate, magnesium oxide, or sodium hydroxide has a negative effect on the product, such as loss of sesame oil and sesame oil color that are mixed with magnesium silicate, magnesium oxide or sodium hydroxide.
- the mixing ratio of the magnesium silicate, magnesium oxide and sodium hydroxide is not particularly limited.
- One or more free fatty acid scavengers selected from magnesium silicate and magnesium oxide were mixed to remove free fatty acids by filtration, and the free fatty acids were removed without loss of lignan content. Food acid value specifications were met without loss of organoleptic and lignan content.
- FIG. 1 The figure shown is a schematic diagram which shows an example of the extraction process, Comprising: The invention of this aspect is not restrict
- Sesame is filled in the extractor 1, and the supercritical fluid is supplied to the lower end of the extractor 1 using the pump 6 through the heat exchanger 7.
- the pump 6 may adjust the pressure in the extractor by supplying the supercritical fluid supplied to the extractor 1, and using the heat exchanger 7.
- the state of the fluid in the extractor 1 can be changed and / or maintained in a supercritical state.
- the supercritical fluid supplied to the extractor 1 extracts the sesame extract from the sesame in contact with the filled sesame, rises with the sesame extract and is released out of the extractor 1, and the mixture of the supercritical fluid and sesame extract is It may be transferred to the separator (3) while decompressing via the pressure regulator (2).
- the extracted sesame extract and the fluid are separated, and the separated fluid is liquefied through the cooler (4) and stored in the reservoir (5) for reuse, and the circulation in the reservoir (5) of fluid such as carbon dioxide
- fluid such as carbon dioxide
- homogeneous or heterogeneous fluid may be supplemented from the outside to compensate for the loss of the fluid generated in the entire process.
- the fluid stored in the reservoir 5 may be pressurized through the pump 6 to be changed into a supercritical state and supplied to the extractor 1 through the heat exchanger 7 to be circulated again.
- Sesame extract separated in the separator (3) can be fractionated as necessary to be commercialized.
- two or more fraction reservoirs 8 and 9 can be installed, and valves A and B are respectively installed at the inlets through which the extract is introduced into the fraction reservoirs 8 and 9, thereby opening and closing the valves according to various conditions.
- By controlling the sesame oil of various physical properties can be obtained at the same time.
- the further process is sent to the aging tank 10 for the aging process in the fraction reservoir (8, 9) with reference to Figure 2, the aging oil is finished to send to the mixer (11) to remove the wax magnesium oxide or silicic acid It is mixed with a filter aid 12 such as magnesium and filtered by the filter 13 to transfer the refined oil to the refining tank 14 to be stored.
- a filter aid 12 such as magnesium and filtered by the filter 13 to transfer the refined oil to the refining tank 14 to be stored.
- an appropriate amount of magnesium oxide, magnesium silicate, sodium hydroxide, etc. may be mixed according to the acid value of the mature oil to produce sesame oil suitable for food standards (acid value 0 to less than 4.0).
- the process can be carried out continuously until sesame oil extraction from the sesame oil to the desired properties, the number of each device and valves can be adjusted as needed.
- the sesame oil manufacturing method of the present embodiment comprises the steps of extracting the sesame extract from sesame seeds using a supercritical fluid; And separating the supercritical fluid from the mixture of the supercritical fluid and the extract, and fractionating the sesame extract to obtain a first sesame oil and a second sesame oil.
- Sesame oil production method of the present embodiment comprises the steps of extracting the sesame extract from sesame seeds using a supercritical fluid; And separating the supercritical fluid from the mixture of the supercritical fluid and the extract, and fractionating the sesame extract to obtain a first sesame oil and a second sesame oil. And removing free fatty acids by adding at least one free fatty acid remover selected from magnesium silicate, magnesium oxide and sodium hydroxide to the obtained first sesame oil.
- the sesame oil production method of the present embodiment comprises the steps of extracting the sesame extract from sesame seeds using a supercritical fluid; And separating the supercritical fluid from the mixture of the supercritical fluid and the extract, and fractionating the sesame extract to obtain a first sesame oil and a second sesame oil. Adding at least one free fatty acid remover selected from magnesium silicate, magnesium oxide and sodium hydroxide to the first sesame oil thus obtained to remove free fatty acids;
- the pretreatment step of the sesame seeds is performed to remove harmful substances such as microorganisms, residual pesticides and preservatives on the surface of the sesame seeds, to increase the contact area of the supercritical fluid, Treatment to increase the sensuality of the edible oil and fat, and the like.
- sesame pretreatment method of this embodiment is not specifically limited, One or more of ultraviolet irradiation, heat processing, peeling, grinding, and roasting can be used.
- Sesame (or pre-treated sesame) may then be charged to the extractor and the sesame extract may be extracted from the sesame by feeding a supercritical fluid to the extractor filled with sesame seeds.
- the extraction step of the sesame extract of the present embodiment may be carried out at the conditions of 120 to 700 bar, 40 to 90 °C, specifically 300 bar or more, more specifically in the pressure conditions of 400 to 500 bar, 50 to 90 Can be carried out at a temperature condition of 60 to 70 °C, S / F ratio of the supercritical fluid (S / F ratio: refers to the kg of the supercritical fluid used per kg of raw material for the extraction) May be greater than 0 to 30, specifically, greater than 0 to 20.
- the mixture of supercritical fluid and sesame extract may then be separated, which may be carried out at 40 to 70 bar, 20 to 50 ° C. conditions, specifically at 50 to 60 bar, 30 to 40 ° C.
- the separated mixture can be obtained in the form of a number of fractions with extraction time using the difference in solubility of the components in sesame oil in the supercritical fluid depending on the properties of the sesame oil.
- the first sesame oil first fractionated at an S / F ratio greater than 0 to 10 or less and the second fractionated second sesame oil at an S / F ratio greater than 10 to 30 or less can be obtained from the separated sesame extract of the present embodiment.
- the S / F ratio may be performed at greater than 0 to 30, the sesame oil obtained at greater than 0 to 30 may have a lignan content of at least 7,800 ppm, and the content of tocopherol may be 300 ppm to 700 ppm.
- the first sesame oil may be fractionated at an S / F magnification of more than 0 to 10
- the second sesame oil may be fractionated at an S / F magnification of more than 10 to 30.
- the first sesame oil of this embodiment may contain 15,000 ppm or more of lignan, specifically 15,000 to 21,000 ppm, may contain 15,000 to 18,000 ppm, and tocopherol may contain 300 ppm or more, specifically, It may contain 600 to 700 ppm, and may contain 650 to 700 ppm.
- Sesame oil of this embodiment is to extract the sesame oil containing lignan and tocopherol, sesame oil containing lignan and tocopherol through the fraction according to the content of the component according to the solubility of the fluid without chemical process such as using an HPLC column. It can be prepared, the first sesame oil of the present embodiment is an advantage that can be applied to foods that are suitable for strong taste, such as lignan, tocopherol and the like.
- the acid value of the first sesame oil of this aspect may exceed 4.0.
- an additional process may be performed to remove the free fatty acid causing the acid value, and the additional process for removing the free fatty acid may include sesame oil of at least one free fatty acid remover selected from magnesium silicate and magnesium oxide.
- sesame oil of at least one free fatty acid remover selected from magnesium silicate and magnesium oxide.
- 0.5 to 4.0% by weight relative to the sesame extract weight, or 0.1 to 0.4% by weight of sodium hydroxide relative to the sesame oil or sesame extract weight and filtered to remove the free fatty acid has the advantage of reducing the acid value.
- the second sesame oil of this embodiment may contain 3,000 ppm or less of lignan, an acid value may be 4.0 or less, and specifically, the acid value may be 2.0 or less, and may be 1.0 or less.
- the sesame oil manufacturing method of this embodiment can produce sesame oil having a low acid value and clean taste, and has a strong taste, so that it can be applied to salads, which were difficult to apply as sesame oil, and simmering and frying, which were difficult to apply before refining.
- sesame oil production method of the present embodiment there is an advantage that can be produced at the same time two kinds of sesame oil in a single extraction conditions and processes as described above.
- a fat or oil can be provided, which includes high lignan content and high tocopherol sesame oil according to aspects of the present invention.
- a fat or oil can be provided, which includes high lignan content and low free fatty acid sesame oil according to one aspect of the present invention.
- the first sesame oil of the present embodiment may be used in combination with the second sesame oil of the present embodiment for acid value adjustment and flavor control, and the first sesame oil or the second sesame oil may be general compressed sesame oil, general supercritical extraction depending on the purpose It can be mixed with sesame oil and other fats and oils and applied to various fields.
- general supercritical extraction sesame oil refers to sesame oil extracted from the S / F magnification of more than 0 to 30 by using a supercritical fluid extraction method, which means sesame oil that is not separately fractionated after sesame extract separation. .
- Extraction equipment Natex 5 liter SFE pilot equipment
- 2 kg of roasted sesame powder use of sesame seeds made in India, roasted at a temperature of 190 ° C, ground and manufactured directly
- extraction pressure 450 bar extraction temperature 65
- Extraction was carried out at 30 ° C. up to S / F magnification 30.
- the extracted sesame oil was separated at a temperature of 35 ° C. and a pressure of 55 bar, then aged at room temperature for one week, and then a sample was prepared by removing the lower precipitate.
- Extraction equipment Natex 5 liter SFE pilot equipment
- 2 kg of roasted sesame powder Myanmar, First Top
- the extraction pressure was 450 bar and the extraction temperature was 65 ° C.
- Section fractions were separated and extracted until.
- the extracted sesame oil was separated at a temperature of 35 ° C. and a pressure of 55 bar, then aged at room temperature for one week, and then a sample was prepared by removing the lower precipitate.
- Extraction equipment Natex 5 liter SFE pilot equipment
- 2 kg of roasted sesame powder Myanmar, First Top
- the extraction pressure was 450 bar and the extraction temperature was 65 ° C. Extracted until.
- the extracted sesame oil was separated at a temperature of 35 ° C. and a pressure of 55 bar, then aged at room temperature for one week, and then a sample was prepared by removing the lower precipitate.
- Example 2 Using the same raw material used in Example 1 was put into a pressurizer pre-heated to 180 °C (Sikseon Food Machine, SSC100) equipment to obtain milking milk, and left at room temperature for a week to remove the lower precipitate to prepare a sample.
- 180 °C Sikseon Food Machine, SSC100
- the lignan content of sesame oil through the compression method was less than 6,000 ppm
- the lignan content of sesame oil through the supercritical fluid extraction was confirmed to be 78,000 ppm or more, in the case of using a supercritical fluid extraction,
- the lignan content was about 35% higher.
- the extraction amount of sesame oil is the same in all the repeated experiments according to the flow rate (Fig. 2), and by analyzing the lignan content for the fraction by fluid flow rate in the process of extracting sesame oil through supercritical fluid extraction The trend of extraction of reproducible lignans was identified. Most of the lignan components were extracted at the beginning of the extraction and then drastically decreased, resulting in a decrease in the lignan content toward the latter stages.
- benzopyrene which is a legal control condition for sesame oil, it is contained at the raw material level without any change from the beginning to the end of the extraction without any tendency to extract it.
- each extract was fractionated at an S / F magnification as shown in Table 5 below.
- the lignan and tocopherol content analysis for each fraction was quantitated by HPLC in the same manner as in Experimental Example 1, 20 g of the sample was settled in a 100ml flask, filled with n-hexane to 100ml, mixed and used as an analytical sample.
- Extraction Ratio (%) (Amount of Extraction / Total Extraction of a Fraction) ⁇ 100
- Normal supercritical sesame oil is based on sesame oil extracted from S / F ratio 0 ⁇ 30.
- Flavor component analysis was performed using GC-mass under the conditions of Table 7 by collecting the fragrance by the method of Table 4 by the SPME (solid phase microextraction) method, the results of the difference in the flavor component of the fractions are shown in Table 8.
- the lignan content is sharply dropped in the fractions extracted, so that the lignan content is diluted, but the free fatty acid content causing the acid value is also sharply dropped, thereby producing sesame oil meeting the specifications.
- the lignan content is 16,711 ppm, which shows 1.87 times the lignan content compared with the general supercritical extraction method, and the acid value is 3.51, which meets the food standards, and the extraction rate is 49.2%. It was confirmed that the production increased by increasing the level.
- the food standard acid value was satisfied at the S / F magnification of 9.5, and the raw material acid value was 2.40 at the S / F magnification ratio 14.3, and the acid value 3.29 was used at the flow rate of 19.1.
- the acid value of sesame oil is 4.0, and all raw materials used in the test are raw materials without any problem in the quality of the acid value when extracted by pressing.
- Example 9 To the sesame oil obtained in Example 2, 0.5% by weight of magnesium silicate (Dalsorb TM , Dallasorb TM ), 1% by weight (Example 7), 2% by weight (Example 8), 3% by weight of sesame oil After each addition to the content of (Example 9), the mixture was stirred, filtered with Whatman 5C filter paper and magnesium silicate was removed to prepare a sample, and the acid value change and lignan content of the obtained sample were confirmed and shown in Table 12 below. . The temperature was proceeded at room temperature in consideration of field workability and loss of flavor of sesame oil, and the treatment time was fixed at 2 hours after which the stirring time was not effective in reducing acid value.
- magnesium silicate Dalsorb TM , Dallasorb TM
- Example 2 To the sesame oil obtained in Example 2, 0.3% by weight of sodium hydroxide relative to the weight of sesame oil was dissolved by adding water 5 times the weight of sodium hydroxide, and added as an aqueous solution. After stirring, the saponified product was filtered through Whatman 5C filter paper. The resulting solution was separated, and the filtered oil was separated into layers to remove the lower aqueous solution, and the mixture was added and mixed with hot water having the same mass as sesame oil. To prepare, and to determine the acid value change and lignan content of the obtained sample is shown in Table 12 below.
- the highest level of lignan solubility during the supercritical extraction was 8.33 magnification.
- the lignan content or acid value is advantageous to produce a product of the desired quality by adjusting the mixing ratio of each fraction according to the purpose.
- sesame oil obtained in Example 9 (samples obtained by mixing and filtering magnesium silicate 3% in sesame oil obtained in Example 2) to sesame oil obtained in Example 3 (high concentration lignan extraction method by supercritical extraction) 35
- the result of palatability evaluation of mixed sesame oil in% and 70% ratio was shown.
- Extractor Section where sesame oil is extracted by filling sesame powder and contacting supercritical carbon dioxide
- Cooler A place where liquefied by cooling vaporized separated carbon dioxide
- Aging tank A tank that is held at a constant temperature for supercritical extraction oil for waxing and aging.
- Filtration aid Add a suitable amount of diatomaceous earth and magnesium silicate and stir for a certain time
- Filter press process to filter out free fatty acid and wax and filter aid
Landscapes
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
- Organic Chemistry (AREA)
- Microbiology (AREA)
- Edible Oils And Fats (AREA)
Abstract
Description
디텍터(detector) | PDA 디텍터 290nm | (애질런트(agilent)사) | |
컬럼 | 루나 실리카 4.6mm * 150mm, 3㎛, 페노메넥스 | ||
이동상 | A : 헥산 : 에틸아세테이트 = 9 : 1 | ||
B : 헥산 : 에틸아세테이트 = 5 : 5 | |||
Time(min) | A | B | |
0 | 100 | 0 | |
4 | 100 | 0 | |
20 | 20 | 80 | |
25 | 100 | 0 | |
30 | 100 | 0 | |
주입용량 | 10 ㎕ | ||
유량 | 1.0 mL/min | ||
온도 | 30 ℃ | ||
실행 시간 | 30 min |
회차 | 초임계(실시예 1) | 압착(비교예 1) | 압착식 대비 |
1 | 7,939 | 5,823 | + 36% |
2 | 7,989 | 5,910 | + 35% |
3 | 7,945 | 5,849 | + 36% |
회차 | C02(S/F ratio) | 추출률(%) | 리그난(ppm) | 산가(mg KOH/g) | B(a)P(ppb) |
1 | 4.2 | 8.39% | 22010 | 4.70 | 0.94 |
8.5 | 8.64% | 19657 | 3.75 | 0.92 | |
12.7 | 8.39% | 5966 | 1.30 | 0.95 | |
18.6 | 11.53% | 1557 | 0.71 | 0.99 | |
27.1 | 10.85% | 1196 | 0.57 | 0.87 | |
2 | 4.2 | 7.80% | 21173 | 4.93 | 0.89 |
8.5 | 9.24% | 21121 | 4.26 | 0.87 | |
12.7 | 8.56% | 5694 | 1.48 | 0.83 | |
18.6 | 11.61% | 1785 | 0.79 | 0.88 | |
34.7 | 20.76% | 879 | 0.61 | 0.88 | |
3 | 4.2 | 8.14% | 22692 | 4.55 | 0.92 |
8.5 | 8.81% | 23074 | 4.37 | 0.89 | |
12.7 | 8.90% | 8064 | 1.79 | 0.88 | |
18.6 | 10.93% | 2367 | 0.87 | 0.94 | |
29.7 | 15.25% | 1135 | 0.67 | 0.96 |
구 분 | 기기조건 | |
HPLC | Column | ▶Supeclosil LC-NH2NP (250mm*4.6mm*5㎛)▶온도:30℃ |
Detector | ▶VWD:298nm | |
Solvent | ▶Hexane:IPA=98:2(v/v) | |
Flow Rate | ▶1.5ml/min | |
Injection Volume | ▶10㎕ |
CO2(S/F ratio) | 추출비(%) | 리그난(ppm) | γ-tocopherol(ppm) |
0.00 ~ 2.08 | 7.9% | 21,953 | 692 |
2.08 ~ 4.17 | 8.6% | 21,958 | 692 |
4.17 ~ 8.33 | 16.7% | 21,284 | 683 |
8.33 ~ 12.50 | 16.0% | 6,574 | 644 |
12.50 ~ 15.00 | 10.3% | 2,500 | 480 |
15.00 ~ 18.33 | 10.6% | 1,903 | 441 |
18.33 ~ 30.00 | 30.0% | 1,070 | 288 |
유량(S/F ratio) | 추출율(%) | 리그난 | 감마토코페롤 |
2.08 | 7.9% | 244% | 135% |
4.17 | 16.5% | 244% | 135% |
8.33 | 33.1% | 240% | 134% |
12.50 | 49.2% | 186% | 131% |
15.00 | 59.5% | 158% | 125% |
18.33 | 70.0% | 138% | 119% |
30.00 | 100.0% | 100% | 100% |
sample 실험량 | 20 mL |
Fiber | Carboxen-Polydimethylsiloxane (PDMS) fiber (Supelco) |
평형조건 | ambient temperature, 30min, 400rpm, 30°C |
흡착조건 | ambient temperature, 10min, 30°C |
탈착조건 | 250℃ (inlet temperature), 5min |
Column | DB-5MS (30m x 0.25m x 0.25μm, J&W Scientific) |
injection mode | splitless mode (purge flow split vent 8.0 mL/min 5min) |
inlettemperature | 250℃ |
oventemperature | 40℃, 6 min → 4℃/min →150℃→10℃/min→220℃, 10min(지표성분 모두 20분 이내에 검출되지만 컬럼 클리닝 고려 ) |
detectortemperature | 250℃ |
mass scan range | 35-550 m/z |
flow rate (He) | 0.8 mL/min (pressure 4.73 psi) |
fiber cleaning method | inlet temp. 280℃ 60℃, 1 min → 50℃/min →220℃, 10min |
search library | wiley7n.1 |
S/F ratio물질명 | 0 ~ 5 | 5 ~ 10 | 15 ~ 20 | 20 ~ 30 |
2-methyl pyrazine | 431% | 199% | 165% | 100% |
2,5-dimethyl-pyrazine | 1537% | 350% | 274% | 100% |
분획시점 | 추출률(%) | 리그난(ppm) | 산가(mg KOH/g) | |||
전 | 후 | 전 | 후 | 전 | 후 | |
2.08 | 7.9% | 92.1% | 21,953 | 7840 | 4.92 | 1.86 |
4.17 | 16.5% | 83.5% | 21,956 | 6380 | 4.82 | 1.56 |
8.33 | 33.1% | 66.9% | 21,618 | 2665 | 4.47 | 0.92 |
12.08 | 49.2% | 50.8% | 16,711 | 1432 | 3.51 | 0.73 |
15.00 | 59.5% | 40.5% | 14,238 | 1187 | 3.08 | 0.66 |
18.33 | 70.0% | 30.0% | 12,362 | 970 | 2.73 | 0.62 |
30.00 | 100.0% | 0.0% | 8,948 | - | 2.10 | - |
유량 | 추출량 | 산가(KOH mg/g) | 리그난(ppm) | ||||||
S/F배율 | 산가 2.11 | 산가 2.40 | 산가 3.29 | 산가 2.11 | 산가 2.40 | 산가 3.29 | 산가 2.11 | 산가 2.40 | 산가 3.29 |
2.4 | 14% | 14% | 13% | 6.05 | 7.09 | 9.59 | 25,270 | 23,059 | 22,798 |
4.8 | 25% | 24% | 23% | 5.11 | 6.22 | 8.60 | 25,577 | 23,844 | 23,220 |
7.1 | 37% | 35% | 34% | 4.12 | 5.19 | 7.19 | 21,682 | 20,805 | 20,334 |
9.5 | 49% | 45% | 44% | 3.42 | 4.31 | 6.06 | 18,072 | 17,324 | 17,167 |
14.3 | 70% | 66% | 64% | 2.65 | 3.23 | 4.62 | 13,528 | 12,634 | 12,648 |
19.1 | 88% | 85% | 83% | 2.28 | 2.66 | 3.75 | 11,225 | 10,015 | 10,077 |
23.8 | 94% | 95% | 94% | 2.19 | 2.46 | 3.42 | 10,601 | 9,071 | 9,045 |
33.3 | 100% | 100% | 100% | 2.11 | 2.40 | 3.29 | 10,181 | 8,748 | 8,628 |
무처리(실시예 1) | S/F 배율(실시예 4) | 고농축분획(실시예 5) | |
리그난 함량(ppm) | 8,459 | 16,711 | 21,618 |
리그난 잔량비(%) | 100.0% | 198% | 256% |
산가 | 2.1 | 3.5 | 4.47 |
구분 | 규산마그네슘처리량(참기름량 대비 %) | 산가(KOH mg/g) | 리그난(ppm) |
실시예 3 | 0.0% | 3.29 | 15,377 |
실시예 6 | 0.5% | 2.82 | 15,379 |
실시예 7 | 1.0% | 2.27 | 15,349 |
실시예 8 | 2.0% | 1.22 | 15,392 |
실시예 9 | 3.0% | 0.21 | 15,373 |
실시예 10 | 수산화나트륨처리량참기름량 대비 0.3% | 0.3 | 15,300 |
S/F ratio | 생산비율(%) | 리그난(ppm) | 산가(mg KOH/g) | |
전반부 | 0 ~ 10.0 | 33.10% | 21,618 | 4.47 |
후반부 | 10.1 ~ 30 | 66.90% | 2,665 | 0.92 |
전반부 | 후반부 | 리그난(ppm) | 산가 |
100% | 0% | 21618 | 4.47 |
90% | 10% | 19723 | 4.12 |
80% | 20% | 17828 | 3.76 |
70% | 30% | 15932 | 3.41 |
60% | 40% | 14037 | 3.05 |
50% | 50% | 12142 | 2.70 |
40% | 60% | 10246 | 2.34 |
30% | 70% | 8351 | 1.99 |
20% | 80% | 6456 | 1.63 |
10% | 90% | 4560 | 1.28 |
0% | 100% | 2665 | 0.92 |
탈산처리유 혼합비(전체 샘플 중 %) | 기호도 |
0% | 6.14 |
35% | 7.21 |
70% | 6.00 |
Claims (21)
- 리그난 함량이 7,800ppm 이상이고,토코페롤의 함량이 300 ppm 내지 700 ppm인, 참기름.
- 제1항에 있어서, 산가가 4.0 이하인, 참기름.
- 제1항에 있어서, 상기 리그난은 세사민, 에피세사민, 세사몰린, 세사몰, 세사몰리놀, 세사미놀 및 에피세사미놀로부터 선택되는 1종 이상을 포함하는, 참기름.
- 제1항에 있어서, 상기 토코페롤은 감마 토코페롤인, 참기름.
- 초임계 유체를 이용하여 참깨로부터 참깨 추출물을 추출하는 단계; 및상기 초임계 유체 및 상기 참깨 추출물의 혼합물로부터 상기 초임계 유체를 분리하는 단계; 를 포함하며,상기 추출 단계는 S/F 배율 0 초과 내지 30에서 수행되는, 참기름의 제조방법.
- 초임계 유체를 이용하여 참깨로부터 참깨 추출물을 추출하는 단계;상기 초임계 유체 및 상기 참깨 추출물의 혼합물로부터 상기 초임계 유체를 분리하는 단계; 및상기 수득된 참깨 추출물에 규산마그네슘, 산화마그네슘 및 수산화나트륨으로부터 선택되는 1종 이상의 유리 지방산 제거제를 첨가하여 유리지방산을 제거하는 단계;를 포함하는, 참기름의 제조방법.
- 제6항에 있어서, 상기 유리 지방산 제거제가 규산마그네슘 및 산화마그네슘으로부터 선택되는 1종 이상인 것을 특징으로 하는 참기름의 제조방법.
- 제6항에 있어서, 상기 추출 단계는 S/F 배율 0 초과 내지 30에서 수행되는, 참기름의 제조방법.
- 제5항 또는 제6항에 있어서, 상기 추출 단계는 120 내지 700 bar, 40 내지 90 ℃의 조건에서 수행되는, 참기름의 제조방법.
- 제5항 또는 제6항에 있어서, 상기 분리 단계는 40 내지 70 bar, 20 내지 50 ℃의 조건에서 수행되는, 참기름의 제조방법.
- 제5항 또는 제6항에 있어서, 상기 초임계 유체는 이산화탄소인, 참기름의 제조방법.
- 제5항 또는 제6항의 방법으로 제조된 참기름의 리그난 함량이 7,800 ppm 이상이고, 토코페롤의 함량이 300 ppm 내지 700 ppm인, 참기름.
- 제5항에 있어서, 상기 분리된 참깨 추출물 혼합물을 S/F 배율 0 초과 내지 10 이하에서 제1 분획하여 제1 참기름을 수득하고,S/F 배율 10 초과 내지 30 이하에서 제2 분획하여 제2 참기름을 수득하는 단계;를 추가로 포함하는, 참기름의 제조방법.
- 제6항에 있어서, 상기 유리지방산 제거 단계 전, 상기 분리된 참깨 추출물 혼합물을 S/F 배율 0 초과 내지 10에서 제1 분획하여 제1 참기름을 수득하고, S/F 배율 10 초과 내지 30에서 제2 분획하여 제 2 참기름을 수득하고, 상기 제1 참기름에 대해 상기 유리 지방산 제거를 실시하는 것을 포함하는, 참기름의 제조방법.
- 제6항 또는 제14항에 있어서, 상기 규산마그네슘 또는 산화마그네슘의 함량은 참기름 또는 참깨 추출물 중량 대비 0.5 ~ 4.0 중량%로 첨가되는, 참기름의 제조방법.
- 제6항 또는 제14항에 있어서, 상기 수산화나트륨의 함량은 참기름 또는 참깨 추출물 중량 대비 0.1 ~ 0.4 중량%로 첨가되는, 참기름의 제조방법.
- 제13항 또는 제14항에 있어서, 상기 제1 참기름은 리그난을 15,000 ppm 이상 함유하고, 토코페롤을 300 ppm 내지 700 ppm 함유하는, 참기름의 제조방법.
- 제17항에 있어서, 유리 지방산을 1.0 ~ 3.0 중량% 함유하는, 참기름의 제조방법.
- 제13항 또는 제14항에 있어서, 상기 제2 참기름은 리그난을 3,000 ppm 이하 함유하고, 산가가 0 내지 1.0인, 참기름의 제조방법.
- 제5항, 제6항, 제13항 및 제14항 중 어느 한 항의 제조방법으로 제조된, 참기름.
- 제1항 내지 제4항 중 어느 한 항의 참기름을 포함하는, 유지류.
Priority Applications (4)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
EP15734814.5A EP3092904B1 (en) | 2014-01-08 | 2015-01-08 | Sesame oil and method for preparing same |
CN201580003919.9A CN105899083A (zh) | 2014-01-08 | 2015-01-08 | 芝麻油及其制备方法 |
JP2016545328A JP6552506B2 (ja) | 2014-01-08 | 2015-01-08 | ゴマ油及びその製造方法 |
US15/110,716 US20160338374A1 (en) | 2014-01-08 | 2015-01-08 | Sesame oil and method for preparing same |
Applications Claiming Priority (4)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
KR20140002390 | 2014-01-08 | ||
KR10-2014-0002390 | 2014-01-08 | ||
KR1020150002733A KR20150083046A (ko) | 2014-01-08 | 2015-01-08 | 참기름 및 이의 제조 방법 |
KR10-2015-0002733 | 2015-01-08 |
Publications (1)
Publication Number | Publication Date |
---|---|
WO2015105359A1 true WO2015105359A1 (ko) | 2015-07-16 |
Family
ID=53524131
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/KR2015/000207 WO2015105359A1 (ko) | 2014-01-08 | 2015-01-08 | 참기름 및 이의 제조 방법 |
Country Status (1)
Country | Link |
---|---|
WO (1) | WO2015105359A1 (ko) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2017112908A (ja) * | 2015-12-24 | 2017-06-29 | 日清オイリオグループ株式会社 | 焙煎油及びその製造方法、食用油脂組成物、並びに加熱調理品の製造方法 |
CN110923059A (zh) * | 2019-12-27 | 2020-03-27 | 贵州航天乌江机电设备有限责任公司 | 一种核桃油超临界二氧化碳提取方法 |
Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2000210018A (ja) * | 1998-11-19 | 2000-08-02 | Nisshin Oil Mills Ltd:The | 生体内抗酸化作用を有する食用油脂 |
JP2001335793A (ja) * | 2000-07-31 | 2001-12-04 | Hidetaka Sudo | 食用油の脱酸剤およびそれを用いた食用油の再生方法 |
KR100481648B1 (ko) | 2003-02-17 | 2005-04-14 | 주식회사 유맥스 | 세사몰 고함유 참기름 및 그 생산방법 |
KR100522206B1 (ko) * | 2004-01-19 | 2005-10-18 | (주)타렉스 | 초임계유체추출기술을 이용한 참기름의 추출방법 |
KR20070002911A (ko) * | 2005-06-30 | 2007-01-05 | 주식회사 유맥스 | 초임계 유체를 이용한 토코페롤 고함유 식용유지 및 그생산 방법 |
-
2015
- 2015-01-08 WO PCT/KR2015/000207 patent/WO2015105359A1/ko active Application Filing
Patent Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2000210018A (ja) * | 1998-11-19 | 2000-08-02 | Nisshin Oil Mills Ltd:The | 生体内抗酸化作用を有する食用油脂 |
JP2001335793A (ja) * | 2000-07-31 | 2001-12-04 | Hidetaka Sudo | 食用油の脱酸剤およびそれを用いた食用油の再生方法 |
KR100481648B1 (ko) | 2003-02-17 | 2005-04-14 | 주식회사 유맥스 | 세사몰 고함유 참기름 및 그 생산방법 |
KR100522206B1 (ko) * | 2004-01-19 | 2005-10-18 | (주)타렉스 | 초임계유체추출기술을 이용한 참기름의 추출방법 |
KR20070002911A (ko) * | 2005-06-30 | 2007-01-05 | 주식회사 유맥스 | 초임계 유체를 이용한 토코페롤 고함유 식용유지 및 그생산 방법 |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2017112908A (ja) * | 2015-12-24 | 2017-06-29 | 日清オイリオグループ株式会社 | 焙煎油及びその製造方法、食用油脂組成物、並びに加熱調理品の製造方法 |
CN110923059A (zh) * | 2019-12-27 | 2020-03-27 | 贵州航天乌江机电设备有限责任公司 | 一种核桃油超临界二氧化碳提取方法 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
Schmidt et al. | Potential application of oilseeds as sources of antioxidants for food lipids–a review | |
Hano et al. | The lignan (+)‐secoisolariciresinol extracted from flax hulls is an effective protectant of linseed oil and its emulsion against oxidative damage | |
KR20180098195A (ko) | 참기름 및 이의 제조 방법 | |
Dachtler et al. | On‐line LC‐NMR‐MS characterization of sesame oil extracts and assessment of their antioxidant activity | |
WO2013094981A1 (ko) | 배전 초임계 추출 콩기름의 제조 방법, 그에 의해 제조된 배전 초임계 추출 콩기름, 이를 이용한 고소한 풍미가 높은 콩기름 및 그의 제조 방법 | |
Van Hoed et al. | Influence of chemical refining on the major and minor components of rice brain oil | |
Solı́s-Fuentes et al. | Mango seed uses: thermal behaviour of mango seed almond fat and its mixtures with cocoa butter | |
Capellini et al. | Alcoholic extraction of sesame seed cake oil: Influence of the process conditions on the physicochemical characteristics of the oil and defatted meal proteins | |
WO2017018654A1 (ko) | 유지의 항산화용 조성물, 이의 제조방법, 이를 함유하는 식용유 및 상기 식용유의 제조 방법 | |
Gharby et al. | 2-methyloxolane as alternative solvent for lipid extraction and its effect on the cactus (Opuntia ficus-indica L.) seed oil fractions | |
WO2015105359A1 (ko) | 참기름 및 이의 제조 방법 | |
AU2002368067A1 (en) | Method of regenerating used oils by means of extraction with solvents | |
EP2242826B1 (en) | Process for producing a palm oil product | |
KR20020068399A (ko) | 클로로-1-부탄을 사용하여 식물유로부터 비사포닌화물질을 추출하는 방법, 상기 비사포닌화 물질을 포함하는조성물 | |
WO2019087894A1 (ja) | 飽和炭化水素の含量の低減方法及び精製パーム系油脂 | |
EP0641790A1 (en) | Tocopherols | |
US7842321B2 (en) | Method of concentrating minor ingredient contained in oily matter obtained from plant tissue | |
CA2728934A1 (en) | Method for the fractionation of knotwood extract and use of a liquid-liquid extraction for purification of knotwood extract | |
Eller et al. | Supercritical carbon dioxide extraction of cuphea seed oil | |
US5433949A (en) | Process for the production of natural antioxidants | |
Özcan et al. | Comparative of physico-chemical properties of wheat germ oil extracted with cold press and supercritical co2 extraction | |
WO2019132341A1 (ko) | 압력 조절 방식을 이용한 두유 및 두부의 제조 방법 | |
WO2010038964A2 (ko) | 크릴로부터 유용성분 추출분리방법 및 관련 제품 | |
WO2018021776A1 (ko) | 저온 냉장보관시의 응고 부유물 발생을 억제하는 저온처리 들기름 및 이의 제조방법 | |
Chong et al. | Minor components in edible oil |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
121 | Ep: the epo has been informed by wipo that ep was designated in this application |
Ref document number: 15734814 Country of ref document: EP Kind code of ref document: A1 |
|
ENP | Entry into the national phase |
Ref document number: 2016545328 Country of ref document: JP Kind code of ref document: A |
|
NENP | Non-entry into the national phase |
Ref country code: DE |
|
WWE | Wipo information: entry into national phase |
Ref document number: 15110716 Country of ref document: US |
|
REEP | Request for entry into the european phase |
Ref document number: 2015734814 Country of ref document: EP |
|
WWE | Wipo information: entry into national phase |
Ref document number: 2015734814 Country of ref document: EP |