CN115381094A - Low-odor water-soluble copper chlorophyll and preparation method and application thereof - Google Patents

Low-odor water-soluble copper chlorophyll and preparation method and application thereof Download PDF

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CN115381094A
CN115381094A CN202210995058.9A CN202210995058A CN115381094A CN 115381094 A CN115381094 A CN 115381094A CN 202210995058 A CN202210995058 A CN 202210995058A CN 115381094 A CN115381094 A CN 115381094A
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odor
low
copper chlorophyll
water
soluble copper
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CN115381094B (en
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李宏龙
徐小松
金子恒
李林正
郭玉莲
章文晋
於春峰
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HENAN ZHONGDA BIOLOGICAL ENGINEERING CO LTD
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HENAN ZHONGDA BIOLOGICAL ENGINEERING CO LTD
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    • A23L33/00—Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof
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    • A23L5/00—Preparation or treatment of foods or foodstuffs, in general; Food or foodstuffs obtained thereby; Materials therefor
    • A23L5/20—Removal of unwanted matter, e.g. deodorisation or detoxification
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    • A61K31/409—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with one nitrogen as the only ring hetero atom, e.g. sulpiride, succinimide, tolmetin, buflomedil having four such rings, e.g. porphine derivatives, bilirubin, biliverdine
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Abstract

The invention belongs to the technical field of natural product preparation, and particularly relates to low-odor water-soluble copper chlorophyll, and a preparation method and application thereof. The invention adopts paste-shaped copper chlorophyll as a raw material, and carries out deodorization treatment, colloidal solution emulsification treatment and secondary microcapsule embedding drying treatment respectively, and strong alkali saponification or sodium treatment operation is not adopted, so that the process route is safer and simpler, the obtained low-odor water-soluble copper chlorophyll has good water solubility, is not easy to precipitate in a solution with the pH value of 2-4.0, has good stability and low odor, and is not easy to bleed when being applied to jelly and jam products.

Description

Low-odor water-soluble copper chlorophyll and preparation method and application thereof
Technical Field
The invention belongs to the technical field of natural product preparation, and particularly relates to low-odor water-soluble copper chlorophyll, and a preparation method and application thereof.
Background
Copper chlorophyll, as a metalloporphyrin, has higher stability than chlorophyll. Meanwhile, based on the special structure of the copper chlorophyll and the chelated nutrient elements in the derivatives thereof, the copper chlorophyll has high application value in foods, medicines and cosmetics. The copper chlorophyllin and the sodium salt thereof serving as a food colorant can be widely applied to foods such as cream, candies, baking, beverages, fruit wine, jelly, cans and the like, and are mainly used for coloring or improving the natural green of the foods and improving the product value. Researches prove that the copper chlorophyllin and the sodium salt thereof have good health effects of eliminating inflammation, protecting liver and the like, so that the copper chlorophyllin and the sodium salt thereof also have application in daily chemical products such as toothpaste, facial cleanser, shower gel and the like. In addition, copper chlorophyll and its sodium salt are also used in the field of medicine as an important raw material for the treatment of hepatitis, stomach diseases and duodenal ulcer.
At present, silkworm excrement is mostly used as a raw material for copper chlorophyll and sodium salt thereof in the market, and the obtained product inevitably contains components such as protein, fat and degradation products thereof in silkworm excrement, so that obvious bad odor or peculiar smell exists, and the application of the copper chlorophyll and the sodium salt thereof in terminal products is seriously influenced. In the existing production process, sodium hydroxide is basically added for saponification or sodium treatment to realize the water solubility of copper chlorophyll, and the obtained product has good water solubility, but is easy to generate precipitation in a solution with the pH value of less than 4.0, poor in light and heat stability and easy to cause the problem of color bleeding when applied to jelly and jam. And the sodium hydroxide used in the process is strong alkali, so that the production process has safety risk, and the subsequent purification and other operations have the problems of long process route, high cost and the like.
Disclosure of Invention
In order to overcome the defects of long process route, high cost, poor light and heat stability of products, odor or peculiar smell and the like in the prior art, the invention mainly aims to provide the preparation method of the low-odor water-soluble copper chlorophyll.
The invention also aims to provide the low-odor water-soluble copper chlorophyll prepared by the preparation method, which has good water solubility, good stability, low odor (peculiar smell) and difficult color bleeding in application, and is not easy to precipitate in an acid solution with the pH value of 2.0-4.0.
Still another object of the present invention is to provide the use of the above low-odor water-soluble copper chlorophyll.
The purpose of the invention is realized by the following technical scheme:
a preparation method of low-odor water-soluble copper chlorophyll comprises the following steps:
(1) Deodorizing: cleaning paste-like copper chlorophyll by using alcohol solution containing phosphate or disodium ethylene diamine tetraacetate under stirring, and performing solid-liquid separation to obtain alcohol solution and precipitate;
(2) And (3) concentrating: evaporating and removing residual alcohols in the precipitate prepared in the step (1) in a vacuum state to obtain a low-odor refined copper chlorophyll ointment;
(3) Diluting: adding vegetable oil to dilute the low-odor refined copper chlorophyll ointment prepared in the step (2) to obtain a low-odor copper chlorophyll raw material which is good in flowability;
(4) Emulsification and homogenization: mixing the low-odor copper chlorophyll raw material prepared in the step (3) as a core material with a wall material colloidal solution, and then performing vacuum high-speed emulsification and ultrahigh-pressure homogenization to obtain a low-odor water-soluble copper chlorophyll emulsion;
(5) Secondary microencapsulation: carrying out spray granulation on the low-odor water-soluble copper chlorophyll emulsion prepared in the step (4), and simultaneously spraying a coating material for secondary embedding in the spray granulation process; finally drying to obtain the low-odor water-soluble copper chlorophyll;
the paste-like copper chlorophyll in the step (1) is prepared by taking silkworm excrement as a raw material, and the color value of the paste-like copper chlorophyll is preferably E70-80;
the phosphate in the step (1) is preferably at least one of sodium hexametaphosphate, sodium polyphosphate, sodium pyrophosphate and sodium tripolyphosphate;
the mass percentage of the phosphate or the disodium ethylene diamine tetraacetate in the alcohol solution in the step (1) is preferably 0.01-5%;
the mass percentage of the phosphate or the ethylene diamine tetraacetic acid in the alcohol solution in the step (1) is further preferably 0.15 to 0.3 percent;
the alcohol solution in the step (1) is preferably at least one of ethanol, isopropanol and n-butanol;
the volume percentage of the alcohols in the alcohol solution in the step (1) is preferably 75-100%, and more preferably 90-95%;
the washing conditions in the step (1) are preferably as follows: stirring at 30-50 deg.c for 15-90 min; the cleaning times are 1 to 5 times;
the specific steps of the cleaning in the step (1) are as follows:
heating paste-like copper chlorophyll in water bath at 30-50 deg.c for 30-60 min, and adding alcohol solution while maintaining the temperature; adding phosphate or disodium ethylene diamine tetraacetate, and stirring for 15-90 min under the condition of heat preservation;
the mass ratio of the alcohol solution to the paste-like copper chlorophyll in the step (1) is preferably (2-6): 1;
the solid-liquid separation mode in the step (1) can be centrifugation or filtration;
the centrifugation can adopt one of a butterfly centrifuge, a three-leg centrifuge, a horizontal screw centrifuge and a tubular centrifuge;
the alcohol liquid after solid-liquid separation in the step (1) can be further decompressed and concentrated for recycling;
the conditions for the evaporation described in step (2) are preferably: the vacuum evaporation temperature is 50-90 ℃, and the vacuum degree is-0.08 MPa to-0.1 MPa;
the vegetable oil in the step (3) is preferably at least one of soybean salad oil, sunflower seed oil, corn oil, safflower seed oil, tea seed oil and cottonseed oil;
the mass ratio of the vegetable oil in the step (3) to the paste-like copper chlorophyll in the step (1) is preferably (0.1-10): 1;
the mass ratio of the vegetable oil in the step (3) to the paste-like copper chlorophyll in the step (1) is more preferably (0.1 to 1): 1;
the wall material colloid in the step (4) is preferably at least one of octenyl succinic acid starch sodium, hydroxypropyl starch, acetate starch, carboxymethyl starch, phosphate starch, microporous starch, resistant dextrin, acacia gum, gum wakame, xanthan gum, pullulan, fucoidan, trehalose and lactose;
the mass percentage of the wall material colloid in the wall material colloid solution in the step (4) is 5-75%;
the wall material colloid solution in the step (4) preferably further comprises at least one of a filling agent and a natural antioxidant;
the filler is at least one of maltodextrin, microcrystalline cellulose, corn syrup, white sugar, lactitol, erythritol, maltitol, sorbitol, alpha-cyclodextrin, beta-cyclodextrin and gamma-cyclodextrin;
the mass percent of the filler in the wall material colloidal solution is 5-75%;
the natural antioxidant is at least one of Vitamin C (VC), sodium isoascorbate (sodium isoVC), tea polyphenols, quercetin, enzymolysis isoquercitrin, rutin, epigallocatechin gallate (EGCG) and Vitamin E (VE);
the mass percentage of the natural antioxidant in the wall material colloid solution is 0.01-1%;
the mass ratio of the solute to the core material in the wall material colloidal solution in the step (4) is preferably (1;
the conditions of the vacuum high-speed emulsification in the step (4) are preferably as follows: the pressure is-0.05 to-0.1 Mpa, and the temperature is 10 to 70 ℃; wherein, the temperature is more preferably 25 to 50 ℃;
the ultrahigh-pressure homogenizing pressure in the step (4) is preferably 60-200 Mpa, and more preferably 70-180 Mpa;
the coating material in the step (5) is preferably at least one of starch and maltodextrin;
the DE value of the maltodextrin is preferably 5-20;
the coating material in the step (5) accounts for 10-30% of the mass of the final product;
the conditions for the spray granulation in the step (5) are preferably: the air inlet temperature is 160-200 ℃, the air outlet temperature is 70-100 ℃, and the bottom air temperature is 70-90 ℃;
a low odor water soluble copper chlorophyll is prepared by the above preparation method;
the low-odor water-soluble copper chlorophyll is applied to food, cosmetics and medicines;
the principle of the invention is as follows:
according to the invention, alcohol substances such as ethanol and isopropanol dissolve peculiar smell components (mainly some small molecular substances such as fatty acid degradation products and protein degradation products) in paste-like copper chlorophyll, and phosphate or disodium ethylene diamine tetraacetate is used as a chelating agent to fix the copper chlorophyll, so that the process loss in the deodorization process is reduced. And finally, coating starch, maltodextrin and the like in a spray granulation process to obtain the low-odor water-soluble copper chlorophyll microcapsule product with good water solubility.
Compared with the prior art, the invention has the following beneficial effects:
(1) The invention takes pasty copper chlorophyll as a raw material, adopts colloidal solution for emulsification and homogenization after deodorization and purification, and then adopts maltodextrin, starch and the like as coating materials for secondary embedding.
(2) The invention adopts alcohol solution containing phosphate or disodium ethylene diamine tetraacetate for refining, can effectively remove micromolecular degradation products such as fatty acid degradation products, protein degradation products and the like in the copper chlorophyll raw material, and obviously reduces bad odor and peculiar smell in the final product, thereby obviously improving the application effect of the copper chlorophyll in the final product.
(3) According to the invention, the colloid solution is adopted to emulsify the copper chlorophyll, and coating materials such as starch, maltodextrin and the like are used for secondary embedding and drying, so that the obtained product has good water solubility, can obviously improve the light and heat stability of the product, has good stability in an acid solution with the pH value of 2.0-4.0, and is not easy to precipitate.
(4) When the low-odor water-soluble copper chlorophyll product prepared by the invention is applied to jelly and jam products, the stability is far higher than that of products in the prior art, and the problems of color bleeding and the like are not easy to occur.
Drawings
FIG. 1 is a color bleed display for the application of the low odor water soluble copper chlorophyll and commercially available sodium copper chlorophyll jelly made in example 1.
Detailed Description
The present invention will be described in further detail with reference to examples and drawings, but the present invention is not limited thereto.
The raw material paste of copper chlorophyll in the examples is commercially available, and the paste of copper chlorophyll is prepared from silkworm excrement.
Example 1
(1) Deodorizing: weighing 2000g of paste-like copper chlorophyll with the color value of E70, adding the paste-like copper chlorophyll into a reaction kettle with a stirrer, introducing warm water with the temperature of 45-50 ℃ into an interlayer of the reaction kettle, circularly heating for 45min, adding 8000g of ethanol with the volume percentage of 95% when the material is in a better flowing state, and uniformly stirring; slowly adding 200g of sodium hexametaphosphate solution with the mass percent of 10 percent, and continuously stirring for 40min under the condition of heat preservation; separating the supernatant and precipitate with a sedimentation type three-leg centrifuge (rotating speed 1500rpm, centrifuging for 25 min), and completing the first cleaning; adding the collected precipitate into a reaction kettle, continuously adding 8000g of 95 volume percent ethanol, uniformly stirring, slowly adding 200g of 10 mass percent sodium hexametaphosphate solution, continuously keeping the temperature and stirring for 40min, separating the supernatant and the precipitate by using a sedimentation type three-leg centrifuge (rotating speed 1500rpm, centrifuging for 20 min), and finishing the second cleaning; cleaning for 4 times repeatedly according to the above operation;
(2) Concentration: concentrating the supernatant (ethanol) collected in the step (1) under reduced pressure, and storing separately for recycling; collecting precipitate, evaporating at 80 + -5 deg.C and vacuum degree of-0.09 PMa to remove residual ethanol until residual ethanol content is not more than 200ppm, and obtaining 1250g of low odor refined copper chlorophyll ointment with color value of E126.2;
(3) Diluting: weighing 750g of non-transgenic soybean salad oil, heating to 70-75 ℃, adding the non-transgenic soybean salad oil into the low-odor refined copper chlorophyll ointment prepared in the step (2), and uniformly stirring to obtain 2000g of low-odor copper chlorophyll raw material with good fluidity, wherein the color value is E71;
(4) Emulsification and homogenization: weighing 110g of Arabic gum, 25g of hydroxypropyl starch, 40g of maltodextrin (DE 18), 23g of white sugar and 2g of tea polyphenol, and dissolving in 200g of deionized water to prepare a water-soluble wall material colloidal solution with the wall material colloid mass percentage of 33.75%; weighing 200g of the low-odor chlorophyll copper raw material prepared in the step (3), mixing the raw material with the water-soluble wall material colloidal solution, and emulsifying at high speed in vacuum for 25min under the conditions of the pressure of-0.08 MPa and the temperature of 45-50 ℃ until the emulsified material liquid is uniformly dispersed; homogenizing the emulsified feed liquid under ultrahigh pressure at 135MPa for 2 times to obtain stable low-odor water-soluble chlorophyll copper emulsion with a particle size D50 of less than or equal to 500nm;
(5) Secondary microencapsulation: and (3) carrying out spray granulation on the low-odor water-soluble copper chlorophyll emulsion prepared in the step (4), and simultaneously spraying starch for secondary embedding in the spray granulation process, wherein the spray granulation conditions are as follows: the drying air inlet temperature is 160-190 ℃, the air outlet temperature is 70-90 ℃, the bottom air temperature is 70-85 ℃, and the starch dosage is 24 percent of the quality of the final product, so that the low-odor water-soluble copper chlorophyll is obtained.
Example 2
(1) Deodorizing: weighing 2500g of paste-like copper chlorophyll with the color value of E82, adding the paste-like copper chlorophyll into a reaction kettle with a stirrer, introducing warm water with the temperature of 45-50 ℃ into an interlayer of the reaction kettle, circularly heating for 60min, adding 8700g of ethanol with the volume percentage of 95% when the materials are in a better flowing state, and uniformly stirring; slowly adding 230g of disodium ethylene diamine tetraacetate solution with the mass percent of 10%, and continuously stirring for 50min under the condition of heat preservation; separating the supernatant and precipitate with a decanter centrifuge (rotating at 1500r.pm for 25 min) to complete the first cleaning; adding the collected precipitate into a reaction kettle, continuously adding 8700g of 95% ethanol by volume and uniformly stirring, slowly adding 230g of 10% disodium ethylene diamine tetraacetate solution by mass, continuously keeping the temperature and stirring for 40min, separating supernatant and precipitate by using a sedimentation type three-legged centrifuge (rotating speed of 1500rpm, centrifuging for 20 min), and finishing secondary cleaning; repeating the cleaning for 3 times according to the operation;
(2) Concentration: concentrating the supernatant (ethanol) collected in the step (1) under reduced pressure, and storing separately for recycling; collecting precipitate, evaporating at 80 + -5 deg.C and vacuum degree of-0.09 PMa to remove residual ethanol until residual ethanol content is not more than 200ppm, to obtain 1370g of low odor refined copper chlorophyll ointment with color value of E152.6;
(3) Diluting: weighing 1000g of sunflower seed oil, heating to 75-80 ℃, adding the sunflower seed oil into the low-odor refined copper chlorophyll ointment prepared in the step (2), and uniformly stirring to obtain 2370g of a low-odor copper chlorophyll raw material with good fluidity, wherein the color value is E86;
(4) Emulsification and homogenization: weighing 135g of hydroxypropyl starch, 5g of pullulan, 70g of maltodextrin (DE 20), 25g of white sugar and 2g of tea polyphenol, dissolving in 200g of deionized water, and preparing into a water-soluble wall material colloidal solution with the wall material weight percentage of 32.03%; weighing 200g of the low-odor chlorophyll copper raw material prepared in the step (3), mixing the raw material with the water-soluble wall material colloidal solution, and performing vacuum emulsification for 35min under the conditions that the pressure is-0.08 MPa and the temperature is 45-50 ℃ until the emulsified material liquid is uniformly dispersed; homogenizing the emulsified feed liquid under ultrahigh pressure of 145Mpa for 2 times to obtain stable low-odor water-soluble chlorophyll copper emulsion with a particle size D50 of less than or equal to 500nm.
(5) Secondary microencapsulation: and (3) carrying out spray granulation on the low-odor water-soluble copper chlorophyll emulsion prepared in the step (4), and simultaneously spraying starch for secondary embedding in the spray granulation process, wherein the spray granulation conditions are as follows: the drying air inlet temperature is 160-190 ℃, the air outlet temperature is 70-90 ℃, the bottom air temperature is 70-85 ℃, and the starch dosage is 20% of the final product quality, so that the low-odor water-soluble copper chlorophyll is obtained.
Example 3
(1) Deodorizing: weighing 1500g of paste copper chlorophyll with color value of E78, adding into a reaction kettle with a stirrer, introducing warm water of 35-40 ℃ into an interlayer of the reaction kettle, circularly heating for 45min, adding 6000g of n-butanol when the material is in a better flowing state, and uniformly stirring; slowly adding 170g of sodium pyrophosphate solution with the mass percent of 7%, and continuously stirring for 25min under the condition of heat preservation; separating the supernatant and the precipitate by using a tubular centrifuge (rotating speed of 13000rpm, centrifuging for 15 min) to finish the first cleaning; adding the collected precipitate into a reaction kettle, continuously adding 6000g of n-butanol, uniformly stirring, slowly adding 170g of 7% sodium pyrophosphate solution, continuously keeping the temperature and stirring for 25min, separating supernate and precipitate by using a tubular centrifuge (rotating speed of 13000r.pm, centrifuging for 15 min) again, and finishing secondary cleaning; repeating the cleaning for 3 times according to the operation;
(2) Concentration: concentrating the supernatant (n-butanol) collected in the step (1) under reduced pressure, and storing separately for recycling; collecting precipitate, and evaporating at 87.5 + -2.5 deg.C and vacuum degree of-0.09 PMa to remove residual n-butanol until n-butanol residue is less than or equal to 300ppm to obtain 876g of low odor refined copper chlorophyll ointment with color value of E136.1;
(3) Diluting: weighing 624g of corn oil, heating to 65-70 ℃, adding the corn oil into the low-odor refined copper chlorophyll ointment prepared in the step (2), and uniformly stirring to obtain 1500g of low-odor copper chlorophyll raw material with good fluidity, wherein the color value is E78.8;
(4) Emulsification and homogenization: weighing 15g of gum arabic, 100g of arabic gum, 20g of gamma-cyclodextrin, 40g of maltodextrin (DE 10), 25g of trehalose and 2g of EGCG, and dissolving in 220g of deionized water to prepare a water-soluble wall material colloidal solution with the wall material colloid mass percent of 33.18%; weighing 200g of the low-odor copper chlorophyll raw material prepared in the step (3), mixing the raw material with a water-soluble wall material colloidal solution, and performing vacuum emulsification for 40min under the conditions of the pressure of-0.08 MPa and the temperature of 45-50 ℃ until the emulsified feed liquid is uniformly dispersed; homogenizing the emulsified feed liquid under 130Mpa for 2 times at ultrahigh pressure to obtain stable low-odor water-soluble chlorophyll copper emulsion with particle size D50 of not more than 500nm;
(5) Secondary microencapsulation: and (3) carrying out spray granulation on the low-odor water-soluble copper chlorophyll emulsion prepared in the step (4), and simultaneously spraying maltodextrin in the spray granulation process for secondary embedding, wherein the spray granulation conditions are as follows: the drying air inlet temperature is 160-190 ℃, the air outlet temperature is 70-90 ℃, the bottom air temperature is 70-85 ℃, and the amount of maltodextrin is 20% of the quality of the final product, so that the low-odor water-soluble copper chlorophyll is obtained.
Comparative example 1
The difference from example 1 is that: sodium hexametaphosphate was not added.
Comparative example 2
The difference from example 2 is that: disodium edetate is not added.
Comparative example 3
The difference from example 3 is that: no sodium pyrophosphate was added.
Effects of the embodiment
(1) Color value detection
(1) Precisely weighing about 0.1g (accurate to 0.0001 g) of a sample to be detected in a small clean beaker of 50ml, adding distilled water, carefully stirring by using a glass rod, draining by using the glass rod after completely dissolving, slowly transferring into a volumetric flask of 100ml (before transferring, the volumetric flask is washed clean by distilled water), repeatedly washing the beaker by using a small amount of distilled water until the beaker is clean, injecting washing liquor into the volumetric flask, then fixing the volume to the scale by using the distilled water, and shaking uniformly.
(2) Accurately sucking 1ml of the diluent by using a 1ml pipette, placing the diluent in a 100ml volumetric flask (the pipette is washed by the diluent repeatedly for at least 3 times, and the volumetric flask is washed by a phosphate buffer solution with the pH value of 7.5), fixing the volume to the scale by using the phosphate buffer solution with the pH value of 7.5, and shaking up, wherein the liquid is the test solution; wherein, the preparation of a phosphate buffer solution with pH7.5: 21 parts of 0.15M disodium hydrogen phosphate (GB 1263-77 analytically pure) and 4 parts of 0.15M potassium dihydrogen phosphate (GB 1274-77 analytically pure) are mixed.
(3) The absorbance A of the test solution was measured at 405nm in a spectrophotometer with a 1cm cuvette using a phosphate buffer solution of pH7.5 as a reference solution.
(4) And (3) calculating the color value:
Figure BDA0003805189930000081
wherein, E: color value, A: absorbance at 405nm, m: sample mass g,100: dilution factor.
(2) Particle size detection
(1) Taking a proper amount of sample to be measured by using a sampling spoon, and putting the sample into a measuring cup;
(2) dropping a proper amount of dispersant into the measuring cup, and stirring the suspension by a glass rod; after the sample is well mixed with the liquid, water is added, typically to a scale value of 50 ml.
(3) The measuring cup is put into an ultrasonic cleaning machine, the liquid level in the cleaning tank reaches about 1/2 of the total height of the measuring cup, a power supply is turned on, and the measuring cup is vibrated for about 2min (the vibration time can be long or short according to specific samples; for samples which are easy to sink, a glass rod is used for stirring the liquid in the measuring cup while vibrating).
(4) And (4) measuring, namely completing sample testing operation according to the prompting steps of a laser particle size analyzer (Zhuhai Europe American Ketosizer).
TABLE 1 color number and particle size of Low odor Water-soluble copper chlorophyll prepared in examples 1 to 3
Examples Color value Particle size (D50)
Example 1 E30.2 482nm
Example 2 E35.3 368nm
Example 3 E35.6 428nm
(3) Detection of precipitation effect of pH 3.0 solution
The low-odor water-soluble copper chlorophyllin prepared in examples 1 to 3 was prepared into a solution with a mass percentage of 0.2% and a pH of 3.0, and then the solution was left at room temperature to observe whether or not a precipitate was generated in the solution.
The results show that: the acidic solutions prepared from the low-odor water-soluble copper chlorophyllins prepared in examples 1 to 3 were allowed to stand at room temperature for 4 days without generating precipitates.
(4) The sodium copper chlorophyllin (GB 26406-2011) of different manufacturers produced by the prior art in the market is taken as a comparative example, the comparison of the precipitation effect of the solution with water solubility, odor and pH value of 3.0 and the 'bleeding' condition in the application of jelly is carried out, and the product quality conditions of different technologies are observed.
(1) Water solubility: the low-odor water-soluble copper chlorophyllins obtained in examples 1 to 3 and commercially available sodium copper chlorophyllins (control 1 and control 2) were each prepared as a 1% by mass solution, and the water solubility was observed.
(2) The odor of the low-odor water-soluble copper chlorophyll obtained in examples 1 to 3 and the odor of the commercially available sodium copper chlorophyllin (control 1 and control 2) were evaluated.
(3) precipitation effect of pH 3.0 solution: the concrete method is the same as (3);
(4) in the application of the jelly, the condition of color bleeding is as follows:
(a) Mixing white granulated sugar, citric acid, jelly powder and water in proportion, heating with slow fire while stirring, and decocting to obtain thick paste; adding pigment dissolved in advance (stirring while adding), stirring, stopping heating, pouring into a mold, cooling, and molding to obtain jelly; the jelly comprises the following components in percentage by mass or in percentage by weight: 15% of white granulated sugar, 0.18% of citric acid, 0.55% of jelly powder, 84.27% of water and 0.5% of pigment (the content of the pigment is the same compared with that of the low-odor water-soluble copper chlorophyll prepared in the comparative example and the examples 1-3);
(b) Preparing carbonated water (containing white sugar 10%, citric acid 1.3 ‰, and sodium citrate 0.35 ‰), boiling, maintaining for 2min, and cooling to room temperature to obtain saccharic water;
(c) Mixing the jelly formed by cooling in the step (a) and the saccharic acid water prepared in the step (b) according to the mass ratio of 1.
The results are shown in table 2, and compared with the control 1 and 2, the low-odor water-soluble copper chlorophyll prepared in the examples 1 to 3 has good water solubility and no odor, and the prepared acid solution has no precipitation after being placed at normal temperature for 4 days; the comparison 1 and the comparison 2 have good water solubility, but have obvious odor and peculiar smell, and the prepared acidic solution has obvious precipitation after being placed at normal temperature for 4 days.
In addition, the low-odor water-soluble copper chlorophyllin prepared in the examples 1 to 3 has high stability when applied to jelly products, and is not easy to cause problems of 'bleeding', and the like, while the control 1 and the control 2 have obvious 'bleeding' phenomenon when applied to jelly products. Wherein, figure 1 is a product display diagram of the application of example 1 and comparison 1 in jelly products, the "bleeding" phenomenon does not exist in example 1, and the obvious "bleeding" phenomenon exists in comparison 1.
TABLE 2 comparison of the quality of the low-odor water-soluble copper chlorophyllin prepared in examples 1 to 3 with that of commercial sodium copper chlorophyllin
Water solubility Odor of the solution precipitation effect of pH 3.0 solution (4 days) "bleeding" condition
Example 1 +++++ / / /
Example 2 +++++ / / /
Example 3 +++++ / / /
Control 1 (commercially available) +++++ ++++ ++++ ++++
Control 2 (commercially available) +++++ +++ +++ +++
Note: the expression "+" indicates the quality effect, and the more "+" indicates "the better water solubility", "the more noticeable the odor", "the larger the amount of precipitation", and "the more noticeable the bleeding effect", respectively.
(5) The color number of the low-odor refined copper chlorophyll ointment obtained in the step (2) of examples 1 to 3 and comparative examples 1 to 3 was measured, and the odor thereof was evaluated.
The results are shown in table 3, and the refined materials prepared in examples 1 to 3 have higher color values, which shows that the copper chlorophyll can be effectively fixed, meanwhile, micromolecular degradation products such as fatty acid degradation products and protein degradation products in the copper chlorophyll raw material can be effectively removed, the process loss in the deodorization process is reduced, and the bad odor and peculiar smell in the product are reduced by adopting phosphate or disodium ethylene diamine tetraacetate and the like as chelating agents.
TABLE 3 evaluation of color number and odor of the purified feeds obtained in examples 1 to 3 and comparative examples 1 to 3
Figure BDA0003805189930000101
Figure BDA0003805189930000111
The above embodiments are preferred embodiments of the present invention, but the present invention is not limited to the above embodiments, and any other changes, modifications, substitutions, combinations, and simplifications which do not depart from the spirit and principle of the present invention should be construed as equivalents thereof, and all such changes, modifications, substitutions, combinations, and simplifications are intended to be included in the scope of the present invention.

Claims (10)

1. A preparation method of low-odor water-soluble copper chlorophyll is characterized by comprising the following steps:
(1) Deodorizing: cleaning paste-like copper chlorophyll by using alcohol solution containing phosphate or disodium ethylene diamine tetraacetate under stirring, and performing solid-liquid separation to obtain alcohol solution and precipitate;
(2) Concentration: evaporating and removing residual alcohols in the precipitate prepared in the step (1) in a vacuum state to obtain a low-odor refined chlorophyll copper ointment;
(3) Diluting: adding vegetable oil to dilute the low-odor refined copper chlorophyll ointment prepared in the step (2) to obtain a low-odor copper chlorophyll raw material which is good in flowability;
(4) Emulsification and homogenization: mixing the low-odor copper chlorophyll raw material prepared in the step (3) as a core material with a wall material colloidal solution, and then performing vacuum high-speed emulsification and ultrahigh-pressure homogenization to obtain a low-odor water-soluble copper chlorophyll emulsion;
(5) Secondary microencapsulation: carrying out spray granulation on the low-odor water-soluble copper chlorophyll emulsion prepared in the step (4), and simultaneously spraying a coating material for secondary embedding in the spray granulation process; and finally drying to obtain the low-odor water-soluble copper chlorophyll.
2. The method for preparing low-odor water-soluble copper chlorophyll according to claim 1, wherein:
the phosphate in the step (1) is at least one of sodium hexametaphosphate, sodium polyphosphate, sodium pyrophosphate and sodium tripolyphosphate.
3. The method for preparing low-odor water-soluble copper chlorophyll according to claim 1, wherein:
the mass percentage of the phosphate or the disodium ethylene diamine tetraacetate in the alcohol solution in the step (1) is preferably 0.01-5%.
4. The method for preparing low-odor water-soluble copper chlorophyll according to claim 1, wherein:
the alcohol solution in the step (1) is at least one of ethanol, isopropanol and n-butanol.
5. The method for preparing low-odor water-soluble copper chlorophyll according to claim 1, wherein:
the cleaning conditions in the step (1) are as follows: stirring at 30-50 deg.c for 15-90 min; the cleaning times are 1 to 5.
6. The method of preparing low odor, water soluble copper chlorophyll according to claim 1, wherein:
the mass ratio of the alcohol solution to the paste-like copper chlorophyll in the step (1) is (2-6): 1.
7. the method for preparing low-odor water-soluble copper chlorophyll according to claim 1, wherein:
the wall material colloid in the step (4) is at least one of starch sodium octenylsuccinate, hydroxypropyl starch, acetate starch, carboxymethyl starch, phosphate starch, microporous starch, resistant dextrin, acacia gum, gum tama, xanthan gum, pullulan, fucoidan, trehalose and lactose.
8. The method for preparing low-odor water-soluble copper chlorophyll according to claim 1, wherein:
the coating material in the step (5) is at least one of starch and maltodextrin.
9. A low-odor water-soluble copper chlorophyll characterized by being produced by the production method according to any one of claims 1 to 8.
10. Use of the low-odor water-soluble copper chlorophyll according to claim 9 in foods, cosmetics, and pharmaceuticals.
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