CN111228126B - Food-grade polyglycerol monolaurate dilutable microemulsion and preparation method thereof - Google Patents

Food-grade polyglycerol monolaurate dilutable microemulsion and preparation method thereof Download PDF

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CN111228126B
CN111228126B CN202010095937.7A CN202010095937A CN111228126B CN 111228126 B CN111228126 B CN 111228126B CN 202010095937 A CN202010095937 A CN 202010095937A CN 111228126 B CN111228126 B CN 111228126B
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microemulsion
monolaurate
food
preparation
surfactant
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CN111228126A (en
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陈海华
王雨生
赵敬松
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Qingdao Agricultural University
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Qingdao Agricultural University
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    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/02Cosmetics or similar toiletry preparations characterised by special physical form
    • A61K8/04Dispersions; Emulsions
    • A61K8/06Emulsions
    • A61K8/068Microemulsions
    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23LFOODS, 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
    • A23L33/00Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof
    • A23L33/10Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof using additives
    • A23L33/115Fatty acids or derivatives thereof; Fats or oils
    • A23L33/12Fatty acids or derivatives thereof
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/35Ketones, e.g. benzophenone
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/39Derivatives containing from 2 to 10 oxyalkylene groups
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00Preparations for care of the skin
    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23VINDEXING SCHEME RELATING TO FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES AND LACTIC OR PROPIONIC ACID BACTERIA USED IN FOODSTUFFS OR FOOD PREPARATION
    • A23V2002/00Food compositions, function of food ingredients or processes for food or foodstuffs
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/20Chemical, physico-chemical or functional or structural properties of the composition as a whole
    • A61K2800/26Optical properties
    • A61K2800/262Transparent; Translucent
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/40Chemical, physico-chemical or functional or structural properties of particular ingredients
    • A61K2800/41Particular ingredients further characterized by their size
    • A61K2800/413Nanosized, i.e. having sizes below 100 nm
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/40Chemical, physico-chemical or functional or structural properties of particular ingredients
    • A61K2800/52Stabilizers
    • A61K2800/524Preservatives
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/40Chemical, physico-chemical or functional or structural properties of particular ingredients
    • A61K2800/59Mixtures
    • A61K2800/596Mixtures of surface active compounds

Abstract

The invention discloses a food-grade dilutable polyglycerol monolaurate microemulsion and a preparation method thereof, aiming at overcoming the defects of the prior microemulsion technology and providing a microemulsion preparation formula which can be widely applied to the fields of food and medicines. The method is characterized in that stable dilutable microemulsion is obtained by controlling the proportion of surfactant (hexa-polyglycerol monolaurate, deca-polyglycerol monolaurate), cosurfactant (ethanol) and oil (oleic acid). By adjusting different dilution degrees, microemulsions of different structures (W/O or O/W type) can be obtained. The prepared microemulsion has the advantages of no toxicity, no harm, biodegradability, good biocompatibility and the like. Can be loaded with bioactive components, food nutrients or food pigments, and has improved bioavailability and improved solubility. The used surfactant is safe and stable, low in price and great in application potential. Meanwhile, the production process is simple, energy-saving and environment-friendly, and complex production equipment is not needed.

Description

Food-grade polyglycerol monolaurate dilutable microemulsion and preparation method thereof
Technical Field
The invention relates to a food-grade dilutable microemulsion, in particular to a preparation method of polyglycerol monolaurate microemulsion, belonging to the field of production, preparation and application of microemulsion.
Background
The microemulsion is an isotropic, transparent or semitransparent thermodynamic stable system formed by an oil phase, a water phase, a surfactant and a cosurfactant spontaneously at a certain proportion, and has smaller particle size (1 to 100nm) and stability compared with a common emulsion. Because of its excellent stability and good solubilizing power for water and oil, it is widely used as a carrier of functional ingredients of foods. However, compared with the industrial application of the microemulsion, the food system is more complex, the safety requirement is higher, the surfactant and the cosurfactant used for preparing the microemulsion are not only required to be non-toxic and harmless, but also the use amount is required to be within the limit range of relevant regulations, so that the preparation of the microemulsion by utilizing some safe and non-toxic edible surfactants or compounding the conventional surfactants has important significance.
The polyglycerol monolaurate is an ester formed by polyglycerol and monolaurate, is used as a novel nonionic surfactant, has strong emulsifying property, good acid resistance and heat resistance, is safe and nontoxic, and is widely applied to the food industry. Lauric acid is one of the most inactive fatty acids, and glyceride of the lauric acid is widely applied to the fields of food and cosmetics and has good antibacterial and antiseptic effects. However, the polyglycerol monolaurate has poor fluidity and is not easy to dissolve in water, and the polyglycerol monolaurate with different polymerization degrees can be compounded into a surfactant to prepare the microemulsion, so that the stability of the microemulsion can be enhanced, the safety of the microemulsion can be improved, the defects of the polyglycerol monolaurate can be overcome, and the application of the polyglycerol monolaurate is further expanded.
The preparation of microemulsions has severe requirements on the components and their proportions, and the selection and design of the microemulsion composition is complicated, time-consuming and unpredictable. In the prior patents and literature, different types (W/O or O/W) of microemulsion usually need different formulations, and there are no formulations and proportions which can be generally applied. Meanwhile, a large amount of surfactant is usually required for preparing a dilutable microemulsion, and how to prepare a microemulsion with a lower surfactant content is also an urgent problem to be solved.
Disclosure of Invention
In order to solve the problems of poor dilutability, high surfactant content, poor safety and the like in the prior microemulsion technology, the invention provides a polyglycerol monolaurate microemulsion with a convertible structure (W/O or O/W type) and a preparation method thereof.
In order to realize the technical effects, the method comprises the following steps:
(1) According to the mass ratio of 2:1 weighing a certain amount of hexaglycerol monolaurate and decaglycerol monolaurate, mixing at room temperature, and stirring to obtain a compound surfactant;
(2) Adding oleic acid with the mass of 1/7.33-1/9 of the compound surfactant into the compound surfactant obtained in the step (1), mixing and stirring;
(3) Adding 1~3 times of ethanol into the mixture obtained in the step (2), stirring at 200-500r/min, and mixing;
(4) Stirring at 200-500r/min, and slowly dropwise adding a certain amount of distilled water into the sample obtained in the step (3) to obtain uniform and transparent microemulsion.
(5) When the water addition amount is less than 45%, the microemulsion is in a W/O structure; when the water addition amount is 45-65%, the microemulsion is in a bicontinuous structure; when the water addition amount is more than 65 percent, the microemulsion is of an O/W structure.
(6) For preparing the curcumin-loaded microemulsion, adding a certain mass of curcumin into the mixture obtained in the step (3), stirring for 12 hours at 200-500r/min under a dark condition until the curcumin is completely dissolved, and preparing the curcumin-loaded microemulsion according to the steps (4) and (5).
The invention has the beneficial effects that:
compared with the existing microemulsion, the microemulsion prepared by the invention can achieve the following technical effects:
1. is safe and nontoxic, eliminates unsafe components in the prior art, and can be eaten.
2. The preparation technology is simple, the formula can be widely applied, and the microemulsion with different structures (W/O or O/W type) can be obtained only by adjusting different dilution degrees.
3. Compared with the existing dilutable microemulsion, the microemulsion has lower contents of the surfactant and the cosurfactant.
4. Has higher curcumin carrying capacity, and the solubility of curcumin in the microemulsion can reach 4.87mg/mL.
Drawings
FIG. 1 is a flow chart of the preparation of a microemulsion.
FIG. 2 is a quasi-ternary phase diagram of the microemulsion prepared by the surfactant with different compounding ratios.
HGM hexa-polyglycerol monolaurate, DGM deca-glycerol monolaurate; s is the area ratio of the micro-emulsion area; DR is the minimum dilutable ratio and N/A indicates absence.
Figure 3 particle size and state of microemulsions prepared with different surfactant to oil mass ratios.
The photographs are the state of different SORs for preparing the microemulsion, with the SORs decreasing sequentially from left to right.
Figure 4 microemulsion state and microemulsion solubilization effect.
The O/W type microemulsion, the curcumin-loaded microemulsion and the curcumin aqueous solution are sequentially arranged from left to right.
FIG. 5 shows the microemulsion state loaded with different pigments.
The specific implementation mode is as follows:
the present invention is further illustrated by the following examples, which should not be construed as limiting the scope of the invention.
Example 1
The preparation method of the W/O type polyglycerol monolaurate microemulsion comprises the following steps:
accurately weighing 4g of hexaglycerol monolaurate and 2g of decaglycerol monolaurate, uniformly mixing in a 100mL beaker, adding 0.75g of oleic acid into the beaker, uniformly stirring, then adding 12g of absolute ethyl alcohol, placing the absolute ethyl alcohol on a constant-temperature magnetic stirrer at 25 ℃, stirring, slowly dropwise adding 8g of distilled water into the beaker under the stirring state of 300r/min, and continuously stirring to obtain the uniform and transparent W/O type microemulsion.
Example 2
The preparation method of the bicontinuous polyglycerol monolaurate microemulsion comprises the following steps:
accurately weighing 4g of hexa-polyglycerol monolaurate and 2g of deca-polyglycerol monolaurate, uniformly mixing in a 100mL beaker, adding 0.75g of oleic acid into the beaker, uniformly stirring, then adding 12g of absolute ethyl alcohol, placing the mixture on a constant-temperature magnetic stirrer at 35 ℃, stirring, slowly dripping 20g of distilled water into the beaker under the stirring state of 300r/min, and continuously stirring to obtain the uniform and transparent bicontinuous micro-emulsion.
Example 3
The preparation method of the O/W type polyglycerol monolaurate microemulsion comprises the following steps:
accurately weighing 4g of hexaglycerol monolaurate and 2g of decaglycerol monolaurate, uniformly mixing in a 100mL beaker, adding 0.75g of oleic acid into the beaker, uniformly stirring, then adding 12g of absolute ethyl alcohol, placing the mixture on a constant-temperature magnetic stirrer at 25 ℃, stirring, slowly dropwise adding 35g0.2mol/LNaCl aqueous solution into the beaker under the stirring state of 300r/min, and continuously stirring to obtain uniform and transparent O/W microemulsion.
Example 4
The preparation method of the curcumin-loaded polyglycerol monolaurate microemulsion comprises the following steps:
accurately weighing 4g of hexaglycerol monolaurate and 2g of decaglycerol monolaurate, uniformly mixing in a 100mL beaker, adding 0.75g of oleic acid into the beaker, uniformly stirring, then adding 12g of absolute ethyl alcohol, placing the absolute ethyl alcohol on a constant-temperature magnetic stirrer at 25 ℃, stirring continuously, adding 2mg of curcumin into the beaker, stirring until the curcumin is completely dissolved, slowly dropwise adding 35g of distilled water into the beaker under the stirring state of 500r/min, and continuously stirring to obtain the uniform and transparent curcumin-loaded microemulsion.
Example 5
(1) Identifying the type of the microemulsion: taking microemulsions with different water contents in a beaker, and respectively measuring the conductivity of the microemulsions by using a conductivity meter, wherein if the conductivity rises along with the increase of the water content, the microemulsions are W/O type microemulsions; if the conductivity does not change obviously with the increase of water, the microemulsion is a bicontinuous microemulsion; if the conductivity decreases along with the increase of the water content, the microemulsion is an O/W type microemulsion.
(2) And (3) microemulsion particle size determination: a certain amount of the microemulsion is sucked by a pipette and placed in a sample cell, and then the particle size distribution is measured by a laser particle sizer. And (3) testing conditions are as follows: the temperature is 25 ℃, the balance time is 120s, each sample is tested repeatedly for 3 times, and the measured average grain diameter ranges from 20 to 80nm.

Claims (8)

1. A preparation method of a food-grade polyglycerol monolaurate dilutable microemulsion is characterized by comprising the following steps:
(1) Mixing oleic acid and a surfactant according to the mass ratio of 1: 7.33 to 1: 9, adding ethanol which is 1~3 times of the mass of the surfactant, and stirring at the speed of 200 to 500r/min for 10min at room temperature to obtain a uniform mixed solution;
(2) Maintaining the stirring speed of 200 to 500r/min, and dropwise adding distilled water into the mixed solution to obtain uniform and transparent microemulsion;
the surfactant is a combination of hexaglycerol monolaurate and decaglycerol monolaurate, and the mass ratio of the hexaglycerol monolaurate to the decaglycerol monolaurate is 2:1.
2. the method of claim 1, wherein: the water added in the step (2) can also contain 0-0.6 mol/L NaCl, and the pH value is = 6.5-7.5.
3. The production method according to claim 1, characterized in that: the preparation temperature is 15 to 35 ℃, and uniform and transparent microemulsion can be obtained without homogenization treatment.
4. The production method according to claim 1, characterized in that: when the microemulsion is W/O type, the amount of the distilled water added in the step (2) is 1-45% of the total volume of the microemulsion.
5. The method of claim 1, wherein: when the microemulsion is bicontinuous, the amount of the distilled water added in the step (2) is 45-65% of the total volume of the microemulsion.
6. The method of claim 1, wherein: when the microemulsion is O/W type, the amount of the distilled water added in the step (2) is 65-99.9 percent of the total volume of the microemulsion.
7. The microemulsion of any one of claims 1~6 prepared wherein: the average particle size is 20 to 80nm.
8. The microemulsion of claim 7 wherein: has higher curcumin carrying capacity, and the solubility of curcumin in the microemulsion can reach 4.87mg/mL.
CN202010095937.7A 2020-02-17 2020-02-17 Food-grade polyglycerol monolaurate dilutable microemulsion and preparation method thereof Active CN111228126B (en)

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Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN101066075A (en) * 2007-06-08 2007-11-07 江苏省农业科学院 Production process of edible oil added with micro emulsion of grape seed protocyanidin
CN102132938A (en) * 2011-03-22 2011-07-27 宁波大学 Citric acid-lauric acid monoglyceryl ester microemulsion and preparation method thereof
CN104366508A (en) * 2014-11-13 2015-02-25 天津禹王生物医药科技有限公司 Lutein ester or lutein emulsion and preparation method of lutein ester or lutein emulsion
CN105053275A (en) * 2015-08-13 2015-11-18 烟台麦丰食品有限公司 Food-grade pumpkin seed oil microemulsion and preparation method thereof

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2001028519A1 (en) * 1999-10-20 2001-04-26 Vesifact Ag Microemulsion preconcentrates and microemulsions
CN101524330B (en) * 2009-04-20 2013-01-09 重庆莱美药业股份有限公司 Micro emulsion drug carrying system and manufacturing method thereof

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN101066075A (en) * 2007-06-08 2007-11-07 江苏省农业科学院 Production process of edible oil added with micro emulsion of grape seed protocyanidin
CN102132938A (en) * 2011-03-22 2011-07-27 宁波大学 Citric acid-lauric acid monoglyceryl ester microemulsion and preparation method thereof
CN104366508A (en) * 2014-11-13 2015-02-25 天津禹王生物医药科技有限公司 Lutein ester or lutein emulsion and preparation method of lutein ester or lutein emulsion
CN105053275A (en) * 2015-08-13 2015-11-18 烟台麦丰食品有限公司 Food-grade pumpkin seed oil microemulsion and preparation method thereof

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