CN108783373A - A kind of citral pickering emulsion and preparation method thereof - Google Patents
A kind of citral pickering emulsion and preparation method thereof Download PDFInfo
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- CN108783373A CN108783373A CN201810289671.2A CN201810289671A CN108783373A CN 108783373 A CN108783373 A CN 108783373A CN 201810289671 A CN201810289671 A CN 201810289671A CN 108783373 A CN108783373 A CN 108783373A
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- chitosan
- citral
- tripolyphosphate
- solution
- sodium
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- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
- A23L27/00—Spices; Flavouring agents or condiments; Artificial sweetening agents; Table salts; Dietetic salt substitutes; Preparation or treatment thereof
- A23L27/80—Emulsions
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
- A23L27/00—Spices; Flavouring agents or condiments; Artificial sweetening agents; Table salts; Dietetic salt substitutes; Preparation or treatment thereof
- A23L27/20—Synthetic spices, flavouring agents or condiments
- A23L27/29—Fruit flavours
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J3/00—Processes of treating or compounding macromolecular substances
- C08J3/24—Crosslinking, e.g. vulcanising, of macromolecules
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J2305/00—Characterised by the use of polysaccharides or of their derivatives not provided for in groups C08J2301/00 or C08J2303/00
- C08J2305/08—Chitin; Chondroitin sulfate; Hyaluronic acid; Derivatives thereof
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K3/00—Use of inorganic substances as compounding ingredients
- C08K3/32—Phosphorus-containing compounds
- C08K2003/321—Phosphates
- C08K2003/322—Ammonium phosphate
- C08K2003/323—Ammonium polyphosphate
Abstract
The present invention provides a kind of citral pickering emulsions, it is the chitosan-sodium tripolyphosphate that is cross-linked to form using the acetum of chitosan and tripolyphosphate sodium water solution as Solid particle emulsifying agents, the oil phase that citral and medium chain triglyceride composition is then added is formed by lotion.The present invention also provides the preparation methods of above-mentioned emulsion, first pass through ionomer and chitosan-sodium tripolyphosphate particle is obtained by the reaction, and dilute hydrochloric acid is added and adjusts pH value；Under high speed homogenization, citral and medium chain triglyceride are added dropwise in chitosan-sodium tripolyphosphate solution, that is, citral pickering emulsion is made.The method of the present invention is simple and practicable, and obtained citral pickering emulsion stability is good, and the degradation of citral under acid condition can be effectively relieved.
Description
Technical field
The invention belongs to field of food chemical industry, are related to a kind of emulsifier, specifically a kind of citral pickering emulsion
And preparation method thereof.
Background technology
Citral is a kind of fat-soluble, volatile open chain monoterpenes compound, is primarily present in litsea citrate oil and citronella
In oil, natural lemon aldehyde has two kinds of isomers of neral and geranial.Citral has strong citris aromas, is weight
The flavor component wanted is widely used in the modulation of various lemons and the savory essence of citrus, such as：Lemon, sweet orange, grape and other water
The modulation of fruit taste is also used for the seasoning and soap of food and drink, the fixation of floral water and detergent.In addition, citral also has
There is certain bacteriostasis property.
Citral is unstable, is vulnerable to the influence of the factors such as extraneous oxygen, pH, light, temperature, and it is anti-that a series of chemistry occur
It answers, discoloration is spoiled, loses its original aromatic odor and function.Especially in acid condition, citral is easy to happen acid catalysis
Reaction and oxidation reaction, ultimately generate the smell substance that p-cymene, paracresol and melilotal etc. make us not pleasant,
And the pH of most of fruit drinks is acid, so this property of citral restricts it in beverage and fragrance industry significantly
Using.
Pickering（Pik woods）Lotion refers to the lotion stablized by Nano/micron grade solid particle, solid particle close-packed arrays
Physical barriers are formed at oil/water interface, to prevent the aggregation between emulsion droplet, compared with traditional surfactant,
Pickering lotions have many advantages, such as, such as safety is good, stability is strong and anti-Ostwald ripening.[bibliography（Li Haiming,
Yang Sheng, Wei Hewen wait progress [J] Food Sciences of food-grade Pickering lotions, 2015,36 (19):
265-270）]
In the food industry, emulsion system is very common, it is promoted to the Improving flavor of food, nutritional quality and the texture of food
Formed etc. has extensive and important application.Citral is embedded so mostly using emulsion method at present, is improved acid
Under the conditions of citral stability and utilization rate.Used emulsion types include mainly oil-in-water emulsion, nanoemulsions, multilayer
Lotion etc..But phenomena such as these lotions are dynamic stabilization system, and long term storage is easy to happen aggregation and layering.
Pickering lotions have that particle emulsifying agents dosage is few, safe, stability is good and the advantages such as at low cost and receive favor.
In addition, Pickering lotions have huge potential using value in the food industry, it can be used for enhancing the oxidation-stabilized of lotion
Property, it can also be used to steady load functional activity substance etc..By high speed homogenization method, using chitosan-sodium tripolyphosphate as solid
Grain emulsifier prepares citral Pickering lotions, has the characteristics that mild condition, preparation process are simple and stability is good, energy
Effectively delay the degradation of citral under acid condition.At present using chitosan-sodium tripolyphosphate particle as Solid particle emulsifying agents, system
The correlative study of standby citral Pickering lotions has not been reported.
Invention content
For above-mentioned technical problem in the prior art, the present invention provides a kind of citral Pickering lotions and its
Preparation method, it is easy that described this citral Pickering lotions and preparation method thereof will solve citral in the prior art
Degradation, the bad technical problem of stability.
It is the acetum and sodium tripolyphosphate with chitosan the present invention provides a kind of citral Pickering lotions
The chitosan-sodium tripolyphosphate that aqueous solution is cross-linked to form is Solid particle emulsifying agents, and citral and medium chain triglyceride three is then added
The oil phase of ester composition is formed by lotion.
The present invention also provides a kind of preparation methods of above-mentioned citral Pickering lotions, include the following steps：
1) it adds chitosan into the dilute acetic acid solution that mass fraction is 0.5%, chitosan is made until fully dissolving in stirring
Acetum, in the chitosan-acetic acid solution, a concentration of 1 ~ 10mg/mL of the chitosan；
2) sodium tripolyphosphate is soluble in water, tripolyphosphate sodium water solution, gained sodium tripolyphosphate is made to abundant dissolving in stirring
A concentration of 1 ~ 10mg/mL of aqueous solution；
3) under 500 ~ 1000r/min magnetic agitations, by step 2）Step 1 is added dropwise in obtained tripolyphosphate sodium water solution）
In obtained chitosan-acetic acid solution, the volume ratio of tripolyphosphate sodium water solution and chitosan-acetic acid solution is 1：1, mixing time
For 0.5 ~ 2h, chitosan-sodium tripolyphosphate solution is made, is subsequently added into the hydrochloric acid solution of 1 mol/L by chitosan-tripolyphosphate
Sodium solution pH is adjusted to 3；
4) under 10000 ~ 19000rpm high speed homogenizations, step 3 is added in citral and medium chain triglyceride）Obtained shell is poly-
In sugar-sodium tripolyphosphate solution, in the chitosan-sodium tripolyphosphate solution, the mass fraction of the citral is
0.1% ~ 2%, the mass fraction of the medium chain triglyceride is 0.1% ~ 2%, and the high speed homogenization time is 1 ~ 5min, that is, lemon is made
Aldehyde Pickering lotions.
Citral Pickering lotions prepared by the present invention, stability height and even droplet distribution, chitosan-trimerization phosphorus
Sour sodium particle is arranged closely in oil-water interfaces, and citral is prevented to be contacted with the acidic environment in continuous phase.By the lotion 40oC
Under the conditions of stand 14 days and still maintain good stability, do not have to assemble with creaming phenomenon, and citral retention rate is
35-51% effectively increases the stability of citral under acid condition.
Since there is chitosan-sodium tripolyphosphate particle hydrophily and hydrophobicity, the particle to have in water-oil phase certain
Wetability on particle energy quick adsorption to oil-water interfaces, reduce total free energy of system, be formed simultaneously by outer force effect
One stratum boundary facial mask, this interfacial film can prevent the aggregation between emulsion droplet, slow down creaming of emulsion.And adjacent chitosan particle
Between there are electrostatic repulsions so that certain distance can be kept between oil droplet, so that whole system is able to maintain that power
Equilibrium state is learned, the stronger stability of Pickering lotions is assigned.Therefore the citral Pickering lotions that prepared by the present invention
It is of low cost, preparation process is simple and stability is good, have a good application prospect.
The present invention first passes through ionomer and chitosan-sodium tripolyphosphate particle is obtained by the reaction, and dilute hydrochloric acid is added and adjusts pH value；
Under high speed homogenization, citral and medium chain triglyceride are added dropwise in chitosan-sodium tripolyphosphate solution, that is, lemon is made
Lemon aldehyde Pickering lotions.The lotion is 40oAfter C is stored 14 days, citral retention rate is 32-51% in lotion, same
Under condition of storage, citral retention rate is 0.95% in blank control.Illustrate that Pickering lotions substantially increase citral and exist
Stability under acid condition.The method of the present invention is simple and practicable, obtained citral Pickering good emulsion stabilities, energy
The degradation of citral under acid condition is effectively relieved.
The present invention is compared with prior art, and technological progress is significant.The present invention provides one kind passing through ionomer
Chitosan-sodium tripolyphosphate particle prepared by method is Solid particle emulsifying agents, and medium chain triglyceride is oil phase, and citral is core material
Pickering lotions preparation method.Citral Pickering lotions prepared by the present invention, can effectively prevent citral with
The contact of acidic environment in continuous phase delays citral degradation, improves the stability of citral under acid condition.
Description of the drawings
Fig. 1 is the chitosan Pickering emulsion appearance figures prepared by the embodiment of the present invention 4.
Fig. 2 is chitosan Pickering lotions prepared by the embodiment of the present invention 4 40oC place 14 days after lotion
Outside drawing.
Specific implementation mode
The invention will now be described in further detail by way of examples and with reference to the accompanying drawings, but is not intended to limit the present invention.
Embodiment 1
（1）0.4g chitosans are dissolved in the dilute acetic acid solution of 100mL0.5%, stirring obtains chitosan acetic acid until fully dissolving
Solution；
（2）0.4g sodium tripolyphosphates are dissolved in 100mL deionized waters, tripolyphosphate sodium water solution is obtained；
（3）By step（2）Tripolyphosphate sodium water solution be added dropwise to step（1）Chitosan dilute acetic acid solution in, 500
0.5h is stirred under the conditions of r/min, and chitosan-sodium tripolyphosphate solution is made by ionomer reaction, adjusts pH to 3；
（4）1g citrals and 0.5g medium chain triglycerides are added to step（3）The chitosan-sodium tripolyphosphate particle breast of gained
In agent, disperse 2min in the speed down cut of 10000rpm to get citral Pickering lotions.
By the citral Pickering lotions of above-mentioned gained 40oC is placed 14 days, passes through gas chromatograph（6890GC,
Agilent Science and Technology Ltd.s of the U.S.）Its citral retention rate is measured, is 32.18%.
Embodiment 2
（1）0.6g chitosans are dissolved in the dilute acetic acid solution of 100mL0.5%, stirring obtains chitosan mass until fully dissolving
The chitosan-acetic acid solution that score is 0.6%；
（2）0.6g sodium tripolyphosphates are dissolved in 100mL deionized waters, tripolyphosphate sodium water solution is obtained；
（3）By step（2）Tripolyphosphate sodium water solution be added dropwise to step（1）Chitosan dilute acetic acid solution in, 600
1.5h is stirred under the conditions of r/min, and chitosan-sodium tripolyphosphate solution is made by ionomer reaction, adjusts pH to 3；
（4）1.5g citrals and 1g medium chain triglycerides are added to step（3）The chitosan-sodium tripolyphosphate particle breast of gained
In agent, disperse 3min in 13000rpm speed down cuts to get citral Pickering lotions.
By the citral Pickering lotions of above-mentioned gained 40oC is placed 14 days, passes through gas chromatograph（6890GC,
Agilent Science and Technology Ltd.s of the U.S.）Its citral retention rate is measured, is 39.36%.
Embodiment 3
（1）0.8g chitosans are dissolved in the dilute acetic acid solution of 100mL 0.5%, stirring obtains chitosan mass until fully dissolving
The chitosan-acetic acid solution that score is 0.8%；
（2）0.8g sodium tripolyphosphates are dissolved in 100mL deionized waters, tripolyphosphate sodium water solution is obtained；
（3）By step（2）Tripolyphosphate sodium water solution be added dropwise to step（1）Chitosan dilute acetic acid solution in, 700
1h is stirred under the conditions of r/min, and chitosan-sodium tripolyphosphate solution is made by ionomer reaction, adjusts pH to 3；
（4）2g citrals and 1.5g medium chain triglycerides are added to step（3）The chitosan-sodium tripolyphosphate particle breast of gained
In agent, disperse 4min in 16000rpm speed down cuts to get citral Pickering lotions.
By the citral Pickering lotions of above-mentioned gained 40oC is placed 14 days, passes through gas chromatograph（6890GC,
Agilent Science and Technology Ltd.s of the U.S.）Its citral retention rate is measured, is 45.76%.
Embodiment 4
（1）1 chitosan is dissolved in the dilute acetic acid solution of 100mL 0.5%, stirring obtains chitosan mass point until fully dissolving
The chitosan-acetic acid solution that number is 1%；
（2）1g sodium tripolyphosphates are dissolved in 100mL deionized waters, tripolyphosphate sodium water solution is obtained；
（3）By step（2）Tripolyphosphate sodium water solution be added dropwise to step（1）Chitosan dilute acetic acid solution in, 900
2h is stirred under the conditions of r/min, and chitosan-sodium tripolyphosphate solution is made by ionomer reaction, adjusts pH to 3；
（4）2.5g citrals and 2g medium chain triglycerides are added to step（3）The chitosan-sodium tripolyphosphate particle breast of gained
In agent, disperse 5min in 19000rpm speed down cuts to get citral Pickering lotions.
By the citral Pickering lotions of above-mentioned gained 40oC is placed 14 days, passes through gas chromatograph（6890GC,
Agilent Science and Technology Ltd.s of the U.S.）Its citral retention rate is measured, is 50.78%.
Comparative example 1
1g citrals and 0.5g medium chain triglycerides are added in the 200mL deionized waters that pH is 3, under 10000rpm speed
2min is to get citral solution for shearing dispersion（Blank control）.
By the blank control of above-mentioned gained 40oC is placed 14 days, passes through gas chromatograph（6890GC, U.S. Agilent
Science and Technology Ltd.）Its citral retention rate is measured, is 0.95%.
As shown in Figure 1, 2, the present embodiment is in order to compare citral Pickering lotions with blank control, more
The effective effect for illustrating the present invention.The lotion of the present invention is 40oAfter C is stored 14 days, citral retention rate is 32- in lotion
51%, under same condition of storage, citral retention rate is 0.95% in blank control.Illustrate that Pickering lotions carry significantly
The high stability of citral in acid condition.
Above said content is only the basic explanation under present inventive concept, and is appointed made by technical solution according to the present invention
What equivalent transformation, is within the scope of protection of the invention.
Claims (2)
1. a kind of citral pickering emulsion, it is characterised in that：It is with the acetum of chitosan and tripolyphosphate sodium water solution
The chitosan-sodium tripolyphosphate being cross-linked to form is Solid particle emulsifying agents, and citral and medium chain triglyceride composition is then added
Oil phase be formed by lotion.
2. a kind of preparation method of citral pickering emulsion described in claim 1, it is characterised in that include the following steps：
1）It adds chitosan into the dilute acetic acid solution that mass fraction is 0.5%, chitosan is made until fully dissolving in stirring
Acetum, in the chitosan-acetic acid solution, a concentration of 1 ~ 10mg/mL of the chitosan；
2）Sodium tripolyphosphate is soluble in water, and tripolyphosphate sodium water solution, gained sodium tripolyphosphate is made to abundant dissolving in stirring
A concentration of 1 ~ 10mg/mL of aqueous solution；
3）Under 500 ~ 1000r/min magnetic agitations, by step 2）Step 1 is added dropwise in obtained tripolyphosphate sodium water solution）
In obtained chitosan-acetic acid solution, the volume ratio of tripolyphosphate sodium water solution and chitosan-acetic acid solution is 1：1, mixing time
For 0.5 ~ 2h, chitosan-sodium tripolyphosphate solution is made, is subsequently added into the hydrochloric acid solution of 1 mol/L by chitosan-tripolyphosphate
Sodium solution pH is adjusted to 3；
4）Under 10000 ~ 19000rpm high speed homogenizations, step 3 is added in citral and medium chain triglyceride）Obtained shell is poly-
In sugar-sodium tripolyphosphate solution, in the chitosan-sodium tripolyphosphate solution, the mass fraction of the citral is
0.1% ~ 2%, the mass fraction of the medium chain triglyceride is 0.1% ~ 2%, and the high speed homogenization time is 1 ~ 5min, that is, lemon is made
Aldehyde pickering emulsion.
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Cited By (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN109603765A (en) * | 2018-12-14 | 2019-04-12 | 陕西师范大学 | A kind of chitosan oligomer magnetic bead, preparation method and applications |
| CN111165820A (en) * | 2020-03-19 | 2020-05-19 | 道中道(山东)生物科技工程有限公司 | Selenium-rich garlic pickering emulsion and preparation method thereof |
| CN113243421A (en) * | 2021-06-18 | 2021-08-13 | 浙江省农业科学院 | Pickering emulsion and preparation method thereof |
| CN113480744A (en) * | 2021-06-04 | 2021-10-08 | 上海应用技术大学 | Multifunctional Pickering emulsion and preparation method thereof |
| CN113747880A (en) * | 2019-12-13 | 2021-12-03 | 弗门尼舍有限公司 | Hybrid microcapsules |
| CN115624528A (en) * | 2022-10-31 | 2023-01-20 | 中国药科大学 | Gambogic acid freeze-dried emulsion and preparation method and application thereof |
| CN116210764A (en) * | 2023-01-03 | 2023-06-06 | 东北农业大学 | Egg white protein-based slow-release antibacterial coating for fruit preservation and preparation method thereof |
| CN117481327A (en) * | 2023-10-30 | 2024-02-02 | 无锡市锡梅食品科技有限公司 | Lemon-flavored liquid essence and preparation method thereof |
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| CN113747880A (en) * | 2019-12-13 | 2021-12-03 | 弗门尼舍有限公司 | Hybrid microcapsules |
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| CN113243421A (en) * | 2021-06-18 | 2021-08-13 | 浙江省农业科学院 | Pickering emulsion and preparation method thereof |
| CN115624528A (en) * | 2022-10-31 | 2023-01-20 | 中国药科大学 | Gambogic acid freeze-dried emulsion and preparation method and application thereof |
| CN116210764A (en) * | 2023-01-03 | 2023-06-06 | 东北农业大学 | Egg white protein-based slow-release antibacterial coating for fruit preservation and preparation method thereof |
| CN117481327A (en) * | 2023-10-30 | 2024-02-02 | 无锡市锡梅食品科技有限公司 | Lemon-flavored liquid essence and preparation method thereof |
| CN117481327B (en) * | 2023-10-30 | 2024-04-12 | 无锡市锡梅食品科技有限公司 | Lemon-flavored liquid essence and preparation method thereof |
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