CN106726690A - A kind of water-soluble salicylic acid microballoon and preparation method thereof - Google Patents
A kind of water-soluble salicylic acid microballoon and preparation method thereof Download PDFInfo
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- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/36—Carboxylic acids; Salts or anhydrides thereof
- A61K8/368—Carboxylic acids; Salts or anhydrides thereof with carboxyl groups directly bound to carbon atoms of aromatic rings
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- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
- A61K8/0241—Containing particulates characterized by their shape and/or structure
- A61K8/025—Explicitly spheroidal or spherical shape
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- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/73—Polysaccharides
- A61K8/732—Starch; Amylose; Amylopectin; Derivatives thereof
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- A—HUMAN NECESSITIES
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- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
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- A—HUMAN NECESSITIES
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- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
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- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
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Abstract
The invention discloses a kind of water-soluble salicylic acid microballoon and preparation method thereof.It is 1 by cyclodextrin and salicylic acid mass ratio:1.5 2.5 are added in the water of 80 100 times of cyclodextrin quality, and ultrasonic disperse is fully dissolved then at 40 100 DEG C, obtain salicylic acid cyclodextrin inclusion compound solution；Maltodextrin and amylopectin are added in salicylic acid cyclodextrin inclusion compound solution with the amount that 0.5 1.0g maltodextrins and 1.0 2.0g amylopectin are added in every 100g water respectively, fully dissolving is carried out then at 60 100 DEG C and obtains salicylic acid solution, then add 0.2 0.5g shitosans and the amount of 0.5 1.0g Arabic gums that shitosan and Arabic gum are added into salicylic acid solution by every 100g water respectively again, fully dissolved in 60 100 DEG C, thus whole solution is obtained, whole solution is spray-dried again, is obtained water-soluble salicylic acid microballoon.It not only effectively plays the effect of salicylic whitening anti-acne, moreover, it is also possible to increase dissolubility of the salicylic acid in water, reduces salicylic acid excitant in use, and stability is strong.
Description
Technical field：
The invention belongs to skin-protection product technical field, and in particular to a kind of water-soluble salicylic acid microballoon and preparation method thereof.
Background technology：
Early stage, salicylic acid (SA) is to be extracted from willow bark and produced, and its molecular structural formula is C7H6O3.Swash as a class
Element, SA has important physiological action in most plant, such as：Promote the biosynthesis of ethene suppressing, enter plant life
Root, the after-ripening and aging that postpone fruit, the photoperiod of regulation plant, regulation germination, induced flowering, stomata are closed and improved
Disease resistance etc..Salicylic acid is because that with outstanding exfoliating, unclogging ability, can desalinate pigmented spots, reduce pore, removal carefully
Small wrinkle and improve aging, anti-acne that Exposure to Sunlight causes and other effects, the favorite as skin care products.Additionally, SA is used as in cosmetics
Preservative, is used primarily in resident class product and drip washing class skin-protection product and hair product.(version in 2007)《Cosmetics health is advised
Model》In, the amount of limiting the use of of SA is 2.0% in resident class product；The amount of limiting the use of of SA in drip washing class skin-protection product and hair product
It is 3.0%.
Salicylic acid can dissolve the structure formative substance (cement) between cutin, produce cuticula and come off, so can remove
The blocked up cuticula of accumulation, enhances metabolism.It recovers skin smooth careful in exfoliating；Pore is reduced, improves pore resistance
The situation of plug；Prevention whelk, plays the role of very strong in the abnormal obscission of reduction follicular wall and skin whitening.
However, simple salicylic acid easily stimulates skin, mucous membrane, can be reacted with the protein in body tissue, and,
Its dissolubility is poor, and its widely using in cosmetics is limited using the problems such as being difficult to addition.The present invention is mixed using compound
The methods such as miscellaneous, electrostatic graft modification prepare salicylic acid microballoon, it is had good water solubility and low irritant in the application, right
Expanding its range of application has important meaning.
Cyclodextrin be by 6,7,8 D- glucopyranose units with a-1, the low cyclic oligosaccharides of a class of 4 bondings, by
It is high in its yield, it is cheap, it is widely used.And cyclodextrin has the hydrophobic cavity of certain size because of it, can selectively wrap
Various organic guest molecules are closed, simultaneously because there is the hydrophily of polyhydroxy outside cyclodextrin, there is inclusion compound good water-soluble
Property, so as to reach the effect to insoluble drug solubilising.
Shitosan be chitin by products therefrom after deacetylated processing, be cationic high molecular polymers few in number
Natural polysaccharide, it all has unique function in many fields.Shitosan has excellent biocompatibility and film forming, wet
The advantages of lubricant nature, moisture retention, antistatic property, hair be soft and protective effect, and non-stimulated to skin nontoxic, is making up
Product field is widely used.At present, shell is largely used in many large-scale cosmetics companies such as Japan, Germany, France
Glycan also has the cosmetics with shitosan as raw material to enter market as exploitation raw material, the country.Shitosan and other macromolecules
Material is compound to prepare the skin-protection products such as facial mask, due to its good hydrophily and amphiphilic protein, to skin without allergy, it is nontoxic,
Nonirritant reaction, and be that product contacts that sense is substantially soft with skin in film forming procedure, the compatibility to skin substantially increases.
According to 2012 editions cosmetics health specification requirements, salicylic acid maximum allowable consumption in skin-protection product is 2% (main
For removing acne product).So, product should be able to meet the dissolubility requirement of pure salicylic acid 2%.
The content of the invention：
The technical problem and the defect of application existed based on prior art, the present invention are asked for present in prior art
Topic, there is provided a kind of new water-soluble salicylic acid microballoon and preparation method thereof, it is made up of several active ingredients, various composition
Synergy is played each other, the effect of salicylic whitening anti-acne is not only effectively played, moreover, it is also possible to increase salicylic acid in water
In dissolubility, reduce salicylic acid excitant in use, stability is strong.
Dissolubility of the present invention using amylopectin, modified starch and cyclodextrin enhancing salicylic acid in water, makes salicylic acid
Solubility is up to more than 2% in water；Salicylic acid stimulation in the application is not only reduced using natural polymer shitosan
Property, and, also increase its delaying senility, modify the effect of beauty.
New type water-solubility salicylic acid microballoon of the invention, it is prepared by the following method
It is 1 by cyclodextrin and salicylic acid mass ratio:1.5-2.5 is added in the water of 80-100 times of cyclodextrin quality,
Ultrasonic disperse, is fully dissolved then at 40-100 DEG C, obtains salicylic acid-cyclodextrin inclusion compound solution；
Respectively adding the amount of 0.5-1.0g maltodextrins and 1.0-2.0g amylopectin in every 100g water by maltodextrin
It is added in salicylic acid-cyclodextrin inclusion compound solution with amylopectin, fully dissolving is carried out then at 60-100 DEG C and obtains salicylic acid
Solution, then again respectively by add per 100g water the amount of 0.2-0.5g shitosans and 0.5-1.0g Arabic gums by shitosan and Ah
Draw primary glue to be added to salicylic acid solution, fully dissolved in 60-100 DEG C, thus obtain whole solution, then whole solution is sprayed
Mist is dried, and obtains water-soluble salicylic acid microballoon.
It is preferred that, it is 1 by cyclodextrin and salicylic acid mass ratio:1.5-2.5 is added to 80-100 times of cyclodextrin quality
In water, ultrasonic disperse, then at 40-100 DEG C, 300-500rpm is stirred 1-2 hours, obtains salicylic acid-cyclodextrin inclusion compound solution；
Respectively adding the amount of 0.5-1.0g maltodextrins and 1.0-2.0g amylopectin in every 100g water by maltodextrin
It is added in salicylic acid-cyclodextrin inclusion compound solution with amylopectin, then at 60-100 DEG C, 300-500rpm stirrings 0.5-1.0
Hour salicylic acid solution is obtained, then again respectively by adding per 100g water 0.2-0.5g shitosans and 0.5-1.0g Arabic gums
Shitosan and Arabic gum are added to salicylic acid solution by amount, are stirred 0.5-1.0 hours in 60-100 DEG C, 300-500rpm, by
This obtains whole solution, then whole solution is spray-dried, and obtains water-soluble salicylic acid microballoon.
Described spray drying is that salicylic acid solution is carried out into rapid draing using spray dryer, sets drying condition
For：Feeding temperature is 130-220 DEG C, and sample introduction flow velocity is 20mL/min, and air mass flow is air pressure 0.3Mpa, and drop temperature control exists
Between 60-100 DEG C.
Beneficial effects of the present invention are as follows：
1. the excitant of pair skin is extremely low, and does not influence the skin effect of its whitening anti-acne.
2. water-soluble strong, the solubility of water-soluble salicylic acid microballoon is up to 5%, wherein, salicylic solubility up to 2%,
And, its aqueous stability is strong.
3. simple production process of the invention, easy to use.
Brief description of the drawings：
Fig. 1 is standard curve.
Specific embodiment：
Following examples are further illustrated to of the invention, rather than limitation of the present invention.
Embodiment 1：
(1) preparation of water-soluble salicylic acid microballoon
It is 1 by cyclodextrin and salicylic acid mass ratio:2 are added in the deionized water of 90 times of cyclodextrin quality, room temperature
Ultrasonic disperse 5 minutes, then heating in 70 DEG C of water-baths is transferred them to, 400rpm is stirred 1.5 hours, obtains salicylic acid-ring paste
Inclusion compounds solution；
Maltodextrin and side chain are formed sediment with the amount that 0.8g maltodextrins and 1.5g amylopectin are added in every 100g water respectively
Powder is added in salicylic acid-cyclodextrin inclusion compound solution, and then at 80 DEG C, 400rpm stirrings obtain salicylic acid solution in 0.8 hour, make
Salicylic acid fully dissolves, then again respectively by adding per 100g water the amount of 0.35g shitosans and 0.75g Arabic gums by shitosan
Salicylic acid solution is added to Arabic gum, is stirred 0.75 hour in 80 DEG C, 400rpm, it is fully dissolved, thus obtain end
Solution, then whole solution is spray-dried, obtain water-soluble salicylic acid microballoon.
Described spray drying is that salicylic acid solution is carried out into rapid draing using spray dryer, sets drying condition
For：Feeding temperature is 130-220 DEG C, and sample introduction flow velocity is 20mL/min, and air mass flow is air pressure 0.3Mpa, and drop temperature control exists
Between 60-100 DEG C, collect uniformly, tiny white powder, as water-soluble salicylic acid microballoon.
(2) water-soluble bigcatkin willow acid solubility and its stability test
1. claim 5g water solubility salicylic acid microballoons to be dissolved in the deionized water of 100mL, stir to being completely dissolved, obtain bigcatkin willow
Sour microspheres solution.
2. by the clarification salicylic acid microspheres solution after dissolving be respectively placed in low temperature (<0 DEG C), room temperature (about 25 DEG C) and high temperature
Preserved in (55 DEG C).
3. the outward appearance of solution being observed week about, its variation phenomenon being recorded in time, it is 2 months to hold time.
4. salicylic acid microballoon aqueous solution storage stability (two months) result such as table 1：
Table 1：
5. from above experimental result, salicylic acid microballoon solubility in water is higher, has reached 5%, and, its bigcatkin willow
Sour microspheres solution has stiff stability respectively at low temperature, room temperature and high temperature, and this explanation salicylic acid is in skin-protection product practical application
There is the performance of water-soluble higher and stability.
(3) salicylic acid encapsulation ratio test in water-soluble compound
1. claim 10mg salicylic acids to be dissolved in 100mL ethanol, be configured to the salicylic acid ethanol standard liquid of 0.1g/L.
2. it is 1,2,5,10 and 20mg/L by 0.1g/L salicylic acid solutions diluted concentration, and is utilized respectively uv-spectrophotometric
Meter determines its absorbance, and maximum absorption wavelength is set to 300nm, its absorbance such as table 2 is recorded respectively：
Table 2
3., by above experimental data linear analysis, standard curve such as Fig. 1 is：
4. claim 0.1g water solubility salicylic acid microballoons in 50mL ethanol, ultrasonic disperse 10 minutes obtains salicylic acid microballoon second
Alcohol mixed liquor.
5. salicylic acid microballoon alcohol mixeding liquid is transferred in constant temperature oscillator, is kept for 35 DEG C, 150 revs/min vibrate 8
More than hour.
6. salicylic acid microballoon alcohol mixeding liquid is taken out, with membrane filtration, collect filtrate.
7. after filtrate being diluted into 100 times, its absorbance is tested, and by salicylic concentration in standard curve calculating filtrate.
Wherein：Absorbance A=0.201
Salicylic concentration is in filtrate：0.201/0.0247=8.14mg/L
Salicylic encapsulation ratio is in salicylic acid microballoon：
8., from result above, salicylic encapsulation ratio is up to more than 40% in water-soluble salicylic acid microballoon, and this also says
Bright its can retain the skin-protecting functions such as whitening anti-acne in actual applications.
(4) water-soluble salicylic acid microballoon excitant test in the application
1. claim 5g water solubility salicylic acid microballoons to be dissolved in 100mL deionized waters, stirring makes it fully dissolve, and is configured to
5% salicylic acid microspheres solution.
2. after salicylic acid microspheres solution is cooled to room temperature, blank mask product is added, stand and place 10 minutes, make facial mask
Active ingredient in complex solution is fully absorbed, composite facial mask is obtained.
3. the people of random selection 10, left face is control with blank facial mask, and right face applies the facial mask (composite surface for absorbing compound
Film), kept for 15-20 minutes, each one use feeling is recorded, as a result such as table 3：
Table 3
Can be obtained by above experimental result, water-soluble salicylic acid microballoon is in beauty skin-care face mask application, and excitant is very low (only
10% experimenter feels microstimulation), the new water-soluble salicylic acid microballoon of this explanation efficiently solves pure salicylic acid in application
The too high problem of moderate stimulation, and significantly improve application value of the salicylic acid in skin-protection product.
Embodiment 2：
It is 1 by cyclodextrin and salicylic acid mass ratio:1.5 are added in the water of 80 times of cyclodextrin quality, ultrasonic disperse,
Then at 40 DEG C, 300rpm is stirred 1 hour, obtains salicylic acid-cyclodextrin inclusion compound solution；
Maltodextrin and side chain are formed sediment with the amount that 0.5g maltodextrins and 1.0g amylopectin are added in every 100g water respectively
Powder is added in salicylic acid-cyclodextrin inclusion compound solution, and then at 60 DEG C, 300rpm stirrings obtain salicylic acid solution in 0.5 hour, so
Add 0.2g shitosans and the amount of 0.5g Arabic gums that shitosan and Arabic gum are added into water by every 100g water respectively again afterwards
Poplar acid solution, is stirred 0.5 hour in 60 DEG C, 300rpm, thus obtains whole solution, then whole solution is spray-dried, and is obtained
Water-soluble salicylic acid microballoon.
Described spray drying is that salicylic acid solution is carried out into rapid draing using spray dryer, sets drying condition
For：Feeding temperature is 130-220 DEG C, and sample introduction flow velocity is 20mL/min, and air mass flow is air pressure 0.3Mpa, and drop temperature control exists
Between 60-100 DEG C.
The water-soluble salicylic acid microballoon of the present embodiment proves its water through solubility same as Example 1, stability test
Poplar acid microballoon solubility in water is higher, has reached 5%, and, its salicylic acid microspheres solution is respectively at low temperature, room temperature and high temperature
There is stiff stability, this explanation salicylic acid has the performance of water-soluble higher and stability in skin-protection product practical application.
Wrapped rate test again, salicylic encapsulation ratio is up to more than 40% in water-soluble salicylic acid microballoon, and this also illustrates it in reality
The skin-protecting functions such as whitening anti-acne can be retained in.Tested through excitant again, water-soluble salicylic acid microballoon is in beauty skin-care face mask
In, excitant is very low (only 10% experimenter feels microstimulation), and the new water-soluble salicylic acid microballoon of this explanation is effectively
The pure salicylic acid too high problem of excitant in the application is solved, and significantly improves application valency of the salicylic acid in skin-protection product
Value.
Embodiment 3：
It is 1 by cyclodextrin and salicylic acid mass ratio:2.5 are added in the water of 100 times of cyclodextrin quality, ultrasound point
Dissipate, then at 100 DEG C, 500rpm is stirred 2 hours, obtains salicylic acid-cyclodextrin inclusion compound solution；
Maltodextrin and side chain are formed sediment with the amount that 1.0g maltodextrins and 2.0g amylopectin are added in every 100g water respectively
Powder is added in salicylic acid-cyclodextrin inclusion compound solution, and then at 100 DEG C, 500rpm stirrings obtain salicylic acid solution in 1.0 hours,
Then 0.5g shitosans and the amount of 1.0g Arabic gums is added to be added to shitosan and Arabic gum by every 100g water respectively again
Salicylic acid solution, is stirred 1.0 hours in 100 DEG C, 500rpm, thus obtains whole solution, then whole solution is spray-dried, and is obtained
To water-soluble salicylic acid microballoon.
Described spray drying is that salicylic acid solution is carried out into rapid draing using spray dryer, sets drying condition
For：Feeding temperature is 130-220 DEG C, and sample introduction flow velocity is 20mL/min, and air mass flow is air pressure 0.3Mpa, and drop temperature control exists
Between 60-100 DEG C.
The water-soluble salicylic acid microballoon of the present embodiment proves its water through solubility same as Example 1, stability test
Poplar acid microballoon solubility in water is higher, has reached 5%, and, its salicylic acid microspheres solution is respectively at low temperature, room temperature and high temperature
There is stiff stability, this explanation salicylic acid has the performance of water-soluble higher and stability in skin-protection product practical application.
Wrapped rate test again, salicylic encapsulation ratio is up to more than 40% in water-soluble salicylic acid microballoon, and this also illustrates it in reality
The skin-protecting functions such as whitening anti-acne can be retained in.Tested through excitant again, water-soluble salicylic acid microballoon is in beauty skin-care face mask
In, excitant is very low (only 10% experimenter feels microstimulation), and the new water-soluble salicylic acid microballoon of this explanation is effectively
The pure salicylic acid too high problem of excitant in the application is solved, and significantly improves application valency of the salicylic acid in skin-protection product
Value.
Comparative example 1：
In prepared by water-soluble salicylic acid microballoon the step of, the addition of amylopectin is reduced to 0.5-1.0% in water
In poplar acid-cyclodextrin inclusion compound solution, the addition of other preparation processes or raw material is same as Example 1.
After preparation is finished, salicylic encapsulation ratio is more than 45% in water-soluble salicylic acid microballoon, and its excitant is also weaker
(only 10% experimenter feels microstimulation), however, 5g water solubility salicylic acid microballoons are dissolved in 100mL deionized waters being configured to
After 5% aqueous solution, be positioned over low temperature (<0 DEG C) place one week after, it has a large amount of Precipitations, and low-temperature stability is poor.
Comparative example 2：
In prepared by water-soluble salicylic acid microballoon the step of, the addition of shitosan is reduced to more than or equal to 0.1%
Less than 0.2% in salicylic acid-cyclodextrin inclusion compound solution, the addition of other preparation processes or raw material is same as Example 1.
After preparation is finished, salicylic encapsulation ratio is more than 45% in water-soluble salicylic acid microballoon, by 5g salicylic acid microballoons
Be dissolved in 100mL deionized waters after being configured to 5% aqueous solution, be positioned over high temperature, room temperature and low temperature (<0 DEG C) place two months
Afterwards, the aqueous solution keeps clarification, and without Precipitation, stability is strong.However, being detected through random stimulus experiment, more than 50%
Experimenter feels obvious stimulation, and the consumption for reducing shitosan makes its excitant significantly raised.
Comparative example 3：
In prepared by water-soluble salicylic acid microballoon the step of, the addition of cyclodextrin is reduced to 0.2-0.5% in bigcatkin willow
In acid-cyclodextrin inclusion compound solution, the addition of other preparation processes or raw material is same as Example 1.
In preparation process, maltodextrin and amylopectin are added to salicylic acid-cyclodextrin bag with by the consumption of embodiment 1
It is 60-80 DEG C by the temperature setting of water-bath in polymer solution, keeps 300-500rpm electric stirrings 0.5-1.0 hours, solid
Salicylic acid can not be completely dissolved, the compound doping system of this explanation can not make salicylic water solubility reach dissolving requirement it is (pure
Bigcatkin willow acid solubility >=2.0%), the consumption of cyclodextrin has important influence to salicylic water solubility.
Claims (4)
1. a kind of preparation method of water-soluble salicylic acid microballoon, it is characterised in that comprise the following steps：
It is 1 by cyclodextrin and salicylic acid mass ratio:1.5-2.5 is added in the water of 80-100 times of cyclodextrin quality, ultrasound
Dispersion, is fully dissolved then at 40-100 DEG C, obtains salicylic acid-cyclodextrin inclusion compound solution；
Respectively adding the amount of 0.5-1.0g maltodextrins and 1.0-2.0g amylopectin in every 100g water by maltodextrin and branch
Chain starch is added in salicylic acid-cyclodextrin inclusion compound solution, fully dissolving is carried out then at 60-100 DEG C and obtains salicylic acid solution,
Then again respectively by adding per 100g water the amount of 0.2-0.5g shitosans and 0.5-1.0g Arabic gums by shitosan and Arab
Glue is added to salicylic acid solution, is fully dissolved in 60-100 DEG C, thus obtains whole solution, then that whole solution is carried out into spraying is dry
It is dry, obtain water-soluble salicylic acid microballoon.
2. preparation method according to claim 1, it is characterised in that comprise the following steps：
It is 1 by cyclodextrin and salicylic acid mass ratio:1.5-2.5 is added in the water of 80-100 times of cyclodextrin quality, ultrasound
Dispersion, then at 40-100 DEG C, 300-500rpm is stirred 1-2 hours, obtains salicylic acid-cyclodextrin inclusion compound solution；
Respectively adding the amount of 0.5-1.0g maltodextrins and 1.0-2.0g amylopectin in every 100g water by maltodextrin and branch
Chain starch is added in salicylic acid-cyclodextrin inclusion compound solution, and then at 60-100 DEG C, 300-500rpm is stirred 0.5-1.0 hours
Salicylic acid solution is obtained, then again respectively will by the amount per 100g water addition 0.2-0.5g shitosans and 0.5-1.0g Arabic gums
Shitosan and Arabic gum are added to salicylic acid solution, are stirred 0.5-1.0 hours in 60-100 DEG C, 300-500rpm, thus obtain
To whole solution, then whole solution is spray-dried, is obtained water-soluble salicylic acid microballoon.
3. preparation method according to claim 1, it is characterised in that described spray drying is will using spray dryer
Salicylic acid solution carries out rapid draing, sets drying condition and is：Feeding temperature is 130-220 DEG C, and sample introduction flow velocity is 20mL/min,
Air mass flow is air pressure 0.3Mpa, and drop temperature is controlled between 60-100 DEG C.
4. the water-soluble salicylic acid microballoon that a kind of preparation method according to described in claim 1,2 or 3 is prepared.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201611226654.1A CN106726690B (en) | 2016-12-27 | 2016-12-27 | Water-soluble salicylic acid microspheres and preparation method thereof |
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| Application Number | Priority Date | Filing Date | Title |
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| CN201611226654.1A CN106726690B (en) | 2016-12-27 | 2016-12-27 | Water-soluble salicylic acid microspheres and preparation method thereof |
Publications (2)
| Publication Number | Publication Date |
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| CN106726690A true CN106726690A (en) | 2017-05-31 |
| CN106726690B CN106726690B (en) | 2020-08-11 |
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Cited By (8)
| Publication number | Priority date | Publication date | Assignee | Title |
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| CN110227036A (en) * | 2019-05-21 | 2019-09-13 | 南京神奇科技开发有限公司 | A kind of raw material used for cosmetic and preparation method thereof |
| CN112386522A (en) * | 2019-08-13 | 2021-02-23 | 珀莱雅化妆品股份有限公司 | Salicylic acid supermolecule preparation and preparation method thereof |
| CN114392225A (en) * | 2022-01-27 | 2022-04-26 | 广州兰皙化妆品有限公司 | Acne removing essence and preparation method thereof |
| CN114795988A (en) * | 2022-03-07 | 2022-07-29 | 山东滨州智源生物科技有限公司 | Water-soluble salicylic acid and preparation method and application thereof |
| WO2022162620A3 (en) * | 2021-01-29 | 2022-10-06 | L'oreal | Cleansing composition providing enhanced deposition of salicylic acid for acne treatment |
| FR3122576A1 (en) * | 2021-05-04 | 2022-11-11 | L'oreal | CLEANSING COMPOSITION PROVIDING ENHANCED DEPOSIT OF SALICYLIC ACID FOR THE TREATMENT OF ACNE |
| CN115521200A (en) * | 2022-09-19 | 2022-12-27 | 云南勐牛生物技术有限公司 | High-content salicylic acid solution and preparation method thereof |
| CN116019220A (en) * | 2023-02-28 | 2023-04-28 | 劲牌持正堂药业有限公司 | Method for reducing bitterness of radix Puerariae extract and improving water solubility thereof |
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Cited By (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110227036A (en) * | 2019-05-21 | 2019-09-13 | 南京神奇科技开发有限公司 | A kind of raw material used for cosmetic and preparation method thereof |
| CN112386522A (en) * | 2019-08-13 | 2021-02-23 | 珀莱雅化妆品股份有限公司 | Salicylic acid supermolecule preparation and preparation method thereof |
| WO2022162620A3 (en) * | 2021-01-29 | 2022-10-06 | L'oreal | Cleansing composition providing enhanced deposition of salicylic acid for acne treatment |
| FR3122576A1 (en) * | 2021-05-04 | 2022-11-11 | L'oreal | CLEANSING COMPOSITION PROVIDING ENHANCED DEPOSIT OF SALICYLIC ACID FOR THE TREATMENT OF ACNE |
| CN114392225A (en) * | 2022-01-27 | 2022-04-26 | 广州兰皙化妆品有限公司 | Acne removing essence and preparation method thereof |
| CN114795988A (en) * | 2022-03-07 | 2022-07-29 | 山东滨州智源生物科技有限公司 | Water-soluble salicylic acid and preparation method and application thereof |
| CN115521200A (en) * | 2022-09-19 | 2022-12-27 | 云南勐牛生物技术有限公司 | High-content salicylic acid solution and preparation method thereof |
| CN116019220A (en) * | 2023-02-28 | 2023-04-28 | 劲牌持正堂药业有限公司 | Method for reducing bitterness of radix Puerariae extract and improving water solubility thereof |
| CN116019220B (en) * | 2023-02-28 | 2024-05-17 | 劲牌持正堂药业有限公司 | Method for reducing bitterness of radix Puerariae extract and improving water solubility thereof |
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