CN109497060A - Application of the carvacrol analog in mosquito repellent product - Google Patents
Application of the carvacrol analog in mosquito repellent product Download PDFInfo
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- CN109497060A CN109497060A CN201811441888.7A CN201811441888A CN109497060A CN 109497060 A CN109497060 A CN 109497060A CN 201811441888 A CN201811441888 A CN 201811441888A CN 109497060 A CN109497060 A CN 109497060A
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- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N31/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic oxygen or sulfur compounds
- A01N31/08—Oxygen or sulfur directly attached to an aromatic ring system
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- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N31/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic oxygen or sulfur compounds
- A01N31/06—Oxygen or sulfur directly attached to a cycloaliphatic ring system
-
- A—HUMAN NECESSITIES
- 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
- A61K8/34—Alcohols
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- A—HUMAN NECESSITIES
- 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
- A61K8/34—Alcohols
- A61K8/347—Phenols
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q17/00—Barrier preparations; Preparations brought into direct contact with the skin for affording protection against external influences, e.g. sunlight, X-rays or other harmful rays, corrosive materials, bacteria or insect stings
- A61Q17/02—Barrier preparations; Preparations brought into direct contact with the skin for affording protection against external influences, e.g. sunlight, X-rays or other harmful rays, corrosive materials, bacteria or insect stings containing insect repellants
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- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Plant Pathology (AREA)
- Pest Control & Pesticides (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Agronomy & Crop Science (AREA)
- Dentistry (AREA)
- Engineering & Computer Science (AREA)
- Emergency Medicine (AREA)
- Birds (AREA)
- Epidemiology (AREA)
- Dermatology (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
The present invention relates to field of daily chemicals, in particular to mosquito repellent product and cosmetic field, and in particular to application of the carvacrol analog in mosquito repellent product.
Description
Technical field
The present invention relates to field of daily chemicals, in particular to mosquito repellent product and cosmetic field, and in particular to carvacrol
Application of the analog in mosquito repellent product.
Background technique
Menla adenosma indianum (Adenosma buchneroides Bonati) is the plant of Scrophulariaceae Adenosma annual herb
Object is Yunnan Province of China endemic species.The plant has special fragrance, is Xishuangbanna Mengla County we Obscure people (for Hani
One offspring) a kind of civil medicinal plant used, due to its special purposes and implied meaning, locals is also referred to as love
Grass, flea grass.Love Buddhist nun women is delithted with the fragrance of this grass, and often this grass is through on the ear of oneself, can smell fragrance at any time
And there are also expelling parasites, the effect of mosquito repellent;This grass is put into quilt, can also be used to prevent and treat flea under single pad.Although Menla adenosma indianum
Occupy important position in the life of we Obscure people, but correlative study is considerably less, it is only perhaps brave et al. to report it as a kind of new
The Preliminary Results of spice berry.At present to also not understanding and the development and utilization well of Menla adenosma indianum.
Cauline leaf, the inflorescence of Menla adenosma indianum are fragrant and are rich in essential oil.Essential oil is also known as volatile oil, aromatic oil, is fragrant plant
The one kind contained has volatility and fat-soluble oily mater.Chemical Composition of The Essential Oil is more complicated, can be divided into terpene by structure
Compound, aromatic compound, aliphatic compound, sulfur-bearing nitrogen-containing heterocycle compound, the special chemical combination for having huge ring lactone structure
Object etc..Essential oil has a variety of physiological activity, including antibacterial, anti-inflammatory, antiviral, analgesia, antitumor, mosquito dispersing, rush infiltration, antioxygen
Change etc..Menla adenosma indianum is rich in essential oil, is the important secondary metabolite of one kind contained by it, also lack at present relevant research with
Development and utilization.
Summary of the invention
Present inventor has found that 5 kinds of carvacrol analogs shown in following structural formula have and positive control mosquito repellent amine
DEET (N, N- diethyl -3- methyl benzamide) is quite or preferably repelling effect.Therefore, in one aspect, the application mentions
5 kinds of carvacrol analogs shown in following structural formula have been supplied to be used for the purposes of mosquito repellent:
In certain embodiments, the mosquito is yellow-fever mosquito, such as aedes albopictus.
On the other hand, this application provides one kind with any one or more (such as 2,3,4 or 5 kind) structural formula institute as above
Composition for mosquito repellent of the compound shown as effective component.
The composition can be any suitable form, for example, the diversified forms such as liquid, solid, semisolid, gas.Institute
Solution, spraying can be made with acceptable carriers in usual non-toxic, pharmacy or daily chemical products and/or excipient by stating compound
Agent, aerosol, emulsion, suspension, ointment, gelling agent, patch and it is suitble to the other forms used.
The carrier and/or excipient include, for example, water, ethyl alcohol, propylene glycol, SIMMONDSIA CHINENSIS SEED OIL, gelatin, gum arabic,
Tween 80, tristerin, tricaprylin, cetanol, lanolin, urea, vaseline, stearyl alcohol, beeswax, polyoxy second
Alkene oleyl alcohol ether, further include be suitble to other carriers used in the preparation for preparing liquid, solid, semisolid, gas form etc. and/
Or excipient.In addition the composition can contain stabilizer, thickener, colorant and/or fragrance.
In the present invention, for mosquito repellent composition can as above structural formula compound represented as it is single effectively at
Point, it also may include other compounds with mosquito repellent effect.
The application further relates to a kind of mosquito repelling product, is as above tied with any one or more (such as 2,3,4 or 5 kind)
Structure formula compound represented is as mosquito repelling effective component.In certain embodiments, the mosquito repelling product is with as above
Single active ingredient of the structural formula compound represented as mosquito repelling.In certain embodiments, the mosquito repelling produces
Product may include other compounds with mosquito repellent effect.
Mosquito repelling product in the present invention can be liquid, ointment, pendant or convenient paste.Mosquito repelling in the present invention
Product can be cosmetics.In the present invention, cosmetics refer to interspersing among human body table to embrocate, spray or other similar method
Any position in face (such as skin, hair, nail, lip etc.) is to reach cleaning, eliminate bad smell, skin care, beauty and modification
Daily chemical industry product.Mosquito repelling product in the present invention can be resident class cosmetics or elution class cosmetics.
It is (such as oil type preparation, alcohol fundamental mode preparation, water base that mosquito repelling product in the present invention can be mosquito-repellent
Type preparation), it is also possible to mosquito expelling plaster, mosquito-dispelling cream, mosquito-repellent paste, mosquito repellent hair shampoo article, mosquito killing air freshener etc..
In composition or mosquito repelling product for mosquito repellent of the invention, the additive amount of carvacrol analog can be with
For 0.05-30% (such as 0.05-0.1%, 0.1%-1%, 1%-5%, 5%- of composition or product gross mass percentage
10%, 10%-20% or 20%-30%).
In certain embodiments, the mosquito repelling product is mosquito-repellent, and the mosquito-repellent is oil type
Preparation is aided with vegetable oil using carvacrol analog shown in any one or more structural formula as above as effective component;The perfume (or spice)
The additive amount of celery phenol analog is the 0.05%-30% of mosquito-repellent gross mass percentage.The mosquito-repellent is clarification
Colourless working fluid.
In certain embodiments, the mosquito repelling product is mosquito-repellent, and the mosquito-repellent is alcohol fundamental mode
Preparation is aided with second alcohol and water using carvacrol analog shown in any one or more structural formula as above as effective component, described
The additive amount of carvacrol analog is the 0.05%-30% of mosquito-repellent gross mass percentage.The mosquito-repellent is clear
Clear colourless working fluid.
In certain embodiments, the mosquito repelling product is mosquito-repellent, and the mosquito-repellent is aqua type
Preparation is aided with gelatin, Arabic tree using carvacrol analog shown in any one or more structural formula as above as effective component
Glue, deionized water, the additive amount of the carvacrol analog are the 0.05%-30% of mosquito-repellent gross mass percentage.Institute
Stating mosquito-repellent is clear colourless working fluid.
In certain embodiments, the mosquito repelling product is mosquito expelling plaster, and the mosquito expelling plaster is with any one or more
Carvacrol analog shown in structural formula as above is effective component, with high-molecular gel discrete phase ining conjunction with, using droplet cladding with
Mosquito expelling plaster is made in constant speed Controlled release technology, and the additive amount of the carvacrol analog is mosquito expelling plaster gross mass percentage
0.05%-30%.
A kind of method that the application further relates to mosquito repellent, including use it is a effective amount of it is one or more (such as 2,3,4 or
5 kinds) as above structural formula compound represented or the composition or mosquito repelling of the invention for mosquito repellent of the invention
Product.
In certain embodiments, the mosquito is yellow-fever mosquito, such as aedes albopictus.
The application is related to following technical scheme simultaneously:
1,5 kinds of carvacrol analogs are had the following structural formula,
2. the composition with mosquito-repelling function, it includes carvacrol analog described in scheme 1 and daily chemical products are acceptable
Carrier.
3. carvacrol analog described in scheme 1 is preparing the application in mosquito repellent product.
4. application of the carvacrol analog described in scheme 1 in the chemical product that preparation has mosquito-repelling function.
5. the carvacrol analog according to scheme 3 or 4 is preparing mosquito repellent product or with the chemical product of mosquito-repelling function
In application, it is characterised in that the described application be with containing at least one of the 5 kinds of described carvacrol analogs be effectively at
Mosquito repellent product or the chemical product with mosquito-repelling function made of point, in the product, at least one of 5 kinds of carvacrol analogs
Additive amount be product gross mass percentage 0.05-30%, and its quality be clear colourless working fluid.
6. a kind of mosquito repellent product containing at least one of 5 kinds of carvacrol analogs described in scheme 1, it is characterised in that institute
The mosquito repellent product stated, for effective component, is aided with auxiliary material at least one of the 5 kinds of described carvacrol analogs, and described 5 kinds
The additive amount of at least one of carvacrol analog is the 0.05-30% of mosquito repellent product gross mass percentage, and its quality is
Clear colourless working fluid.
7. a kind of mosquito-repellent containing at least one of 5 kinds of carvacrol analogs described in scheme 1, it is characterised in that
It, for effective component, is aided with vegetable oil, 5 kinds of Sheep's-parsley phenols at least one of the 5 kinds of described carvacrol analogs
Additive amount like at least one of object is the 0.05-30% of culicifuge gross mass percentage, and its quality is clear colourless
Working fluid;The mosquito-repellent is oil type preparation or alcohol fundamental mode preparation.
8. a kind of mosquito-repellent containing at least one of 5 kinds of carvacrol analogs described in scheme 1, it is characterised in that
The mosquito-repellent is that aqua type preparation is equipped with at least one of the 5 kinds of described carvacrol analogs for effective component
Gelatin, gum arabic, deionized water, the additive amount of at least one of the 5 kinds of described carvacrol analogs are that culicifuge is total
The 0.05-30% of mass percent, and its quality is clear colourless working fluid.
9. a kind of mosquito expelling plaster containing at least one of 5 kinds of carvacrol analogs described in scheme 1, it is characterised in that described
Mosquito mosquito expelling plaster is convenient paste, at least one of the 5 kinds of described carvacrol analogs for effective component, with high-molecular gel
Discrete phase combines, and mosquito expelling plaster is made using droplet cladding and constant speed Controlled release technology, in 5 kinds of carvacrol analogs
At least one additive amount is the 0.05-30% of culicifuge gross mass percentage, and its quality is clear colourless working fluid.
10. a kind of mosquito repellent product containing at least one of 5 kinds of carvacrol analogs described in scheme 1, it is characterised in that
It is liquid, ointment, pendant or convenient paste, at least one of the 5 kinds of described carvacrol analogs or with the compound containing it
As mosquito repellent effective component.
Beneficial effect
5 kinds of carvacrol analogs used in the present invention can be isolated from fragrant plant, illustrates that they can be at
For natural source monomeric compound.Therefore the mosquito repellent product containing the compound has the characteristics that green, environmental protection.It is used herein
Compound do not have disgusting smell, therefore can be received by consumer using it as the product of effective component.Described 5
Kind of carvacrol analog has the characteristics that mosquito-proof significant effect, non-stimulated to skin, natural, environmentally friendly, safe for mosquito repellent product,
It may also be fabricated which the mosquito repellent products such as oil type, alcohol fundamental mode, aqua type repellant and mosquito expelling plaster.
Specific embodiment
Embodiment of the present invention is described in detail below in conjunction with embodiment, but those skilled in the art will
Understand, the following example is merely to illustrate the present invention, and should not be taken as limiting the scope of the invention.It is not specified in embodiment specific
Condition person carries out according to conventional conditions or manufacturer's recommended conditions.Reagents or instruments used without specified manufacturer is
It can be with conventional products that are commercially available.
Embodiment 1
1, reagent source
3 methyl 4 isopropyl phenol is bought from Yuan Ye Biotechnology Co., Ltd (Chinese Shanghai);4- methyl -2- isopropyl
Base phenol and 2- methyl -4- isopropyl-phenol are bought from lark prestige Science and Technology Ltd. (GuangZhou, China);4- methyl -3- isopropyl
Phenol purchase, which is regarded for oneself, opens up Chemical Co., Ltd. (China Shenzhen);P- Meng's alkane -2- alcohol is bought from FCH Group Reagents for
Synthesis (adds) in Latvia;Mosquito repellent amine DEET (N, N- diethyl -3- methyl benzamide) is bought from excellent rope subject
Skill Co., Ltd (Chinese Qingdao).
2, the mosquito repellent experiment of 5 kinds of carvacrol analogs.
To confirm the effect of carvacrol analog of the invention on mosquito repellent, the present invention is using mosquito repellent model (In- in cage
Cage mosquito repellent bioassay) mosquito repellent test, and and positive control have been carried out to 5 kinds of carvacrol analogs
Mosquito repellent amine DEET (n,N-Diethyl-3-methylbenzamide) is compared, and specific method and result (table 1) are as follows:
1. choosing about 500 (± 10%) to be placed in test mosquito cage (45cm × 37.5cm × 35cm) only for examination mosquito, adapt to
Start to test after 25 (± 2.5) min.2. precision weighs determinand 150mg and is placed in cillin bottle, dissolved with 2mL dehydrated alcohol.It fills
Divide after shaking up, takes half solution away and be placed in bottle, be put into 50cm2(5cm × 10cm) gauze makes its whole homogeneous immersion, becomes
1.5mg/cm2Initial concentration;Remaining 1mL adds dehydrated alcohol to be diluted to 2mL again, successively takes half infiltration, half dilution is stayed to be made into
It is 0.75,0.375,0.094,0.047,0.023,0.011mg/cm on gauze2Etc. a series of diluted concentrations.Bottle seal saves
In -4 DEG C of environment, when test, enables (usually < 48h) again.The gauze taken out in bottle is placed on ivory board, is put into drying box 3-
Then 5min can start to test.3. the gauntlet for first putting on one and arm on hand of volunteer, then puts on polythene material again
Plastic glove;The osculum that a 4 × 8cm is opened among wrist to ancon stops falling and bite behavior to evaluate mosquito, opens
The gas that mouth should allow skin surface to discharge can be attracted to mosquito.In test, the yarn of determinand processing is sticked in open area
Cloth.4. using intermediate concentration (e.g., 0.187mg/cm first2) gauze be attached to opening, if there is 0-4bites/min, then recognize
It is effective for the concentration, then then being tested with the lower gauze of concentration, until invalid;If there is >=5bites/min, then
Think invalid, then then being tested with the higher gauze of concentration, until effectively.Finally, effective concentration and concentration ineffective
Critical concentration is minimum effective dose MED.It is typically repeated test at least 3 times, calculates MED average and standard deviation.To prevent
It is tested mosquito to decline odor-sensitive degree due to exposing for a long time, per stage test only allows 10 follow-on tests, and centre has needed one
The convalescence of a 15min.5. 4 or more one group of two people of volunteer (men and women is fifty-fifty) alternating participations, every piece of gauze testing time are
1min.Same concentration gauze once uses more than 10min and cannot be used to test, in order to avoid because determinand volatilization leads to deviation.It should
Experiment is referring to (the 9th part of agriculture chemical registration hygienic insecticide indoor pharmacodynamic test and evaluation: repellent GB/T 17322.10-2009
Agent) testing standard, after volunteer's attack test passes, all subjects must sign informed consent form, and agreement is by Kunming
Municipal Disease Control and Prevention Center approval.
Minimum effective dose MED (mean ± sd mg/cm of 15 kinds of carvacrol analog repellent aedes albopictus of table2)
Compound | MED |
P- Meng's alkane -2- alcohol | 0.009 ± 0.03 (very strong) |
2- methyl -4- isopropyl-phenol | 0.039 ± 0.013 (strong) |
4- isopropyl phenol | 0.035 ± 0.013 (strong) |
3 methyl 4 isopropyl phenol | 0.002 ± 0.001 (very strong) |
4- methyl -3- isopropyl-phenol | 0.003 ± 0.002 (very strong) |
DEET | 0.031 ± 0.014 (strong) |
The experimental results showed that 2- methyl -4- isopropyl-phenol, 4- isopropyl phenol and positive control mosquito repellent amine
The MED of DEET is suitable, and p- Meng's alkane -2- alcohol, 3 methyl 4 isopropyl phenol, 4- methyl -3- isopropyl-phenol compare positive control
The low nearly an order of magnitude of the MED of mosquito repellent amine DEET.From mosquito repellent intensity, illustrate 2- methyl -4- isopropyl-phenol, 4- methyl -
2- isopropyl-phenol has a significant repelling effect as DEET, and p- Meng's alkane -2- alcohol, 3 methyl 4 isopropyl phenol,
4- methyl -3- isopropyl-phenol then has very significant repelling effect.
5 kinds of carvacrol analogs can be isolated from fragrant plant, illustrates that they can become natural source singulation
Object is closed, has the characteristics that green, environmental protection compared to DEET.
Embodiment 2 prepares carvacrol analog mosquito-repellent.
By quality proportioning by (or the mixing of two or more compounds of one of 5 kinds of carvacrol analogs of the invention
Object) 20 parts be dissolved in 20 parts of dehydrated alcohol, add 60 parts distilled water and 0.5 part of Tween 80 solubilizer, be thoroughly mixed
Uniformly.
Embodiment 3 prepares carvacrol analog mosquito-repellent.
By quality proportioning by (or the mixing of two or more compounds of one of 5 kinds of carvacrol analogs of the invention
Object) 10 parts and 10 parts of oil of Cymbopogon winterianus, it is dissolved in 20 parts of dehydrated alcohol, adds 60 parts of distilled water and Tween 80 solubilizer 0.5
Part, it is thoroughly mixed uniformly.
4 carvacrol analog mosquito-dispelling cream of embodiment.
Be formulated it is as follows: tristerin 16%, tricaprylin 5.0%, cetanol 1.0%, lanolin 5.0%,
One of propylene glycol 5.0%, 5 kinds of carvacrol analogs of the invention (or mixture of two or more compounds) 5.0%,
Deionized water 62%.
5 carvacrol analog mosquito-repellent paste of embodiment.
It is formulated as follows: one of 5 kinds of carvacrol analogs of the invention (or mixture of two or more compounds)
5.0%, urea 20%, vaseline 40%, stearyl alcohol 4.5%, beeswax 20%, Brij92 0.5%, deionized water
10.5%.
Particular embodiments described above has carried out further in detail the purpose of the present invention, technical scheme and beneficial effects
Describe in detail it is bright, it should be understood that the above is only a specific embodiment of the present invention, the guarantor being not intended to limit the present invention
Range is protected, all within the spirits and principles of the present invention, any modification, equivalent substitution, improvement and etc. done should be included in this
Within the protection scope of invention.
Claims (9)
1. the purposes that following structural formula compound represented is used for mosquito repellent:
2. a kind of composition for mosquito repellent, with (such as 2,3,4 or 5 kinds) one or more shown in following structural formula change
Object is closed as effective component
3. the composition of claim 2, the composition includes carrier and/or excipient;
Preferably, the carrier and/or excipient are selected from water, ethyl alcohol, propylene glycol, SIMMONDSIA CHINENSIS SEED OIL, gelatin, gum arabic, spit
Warm 80, tristerin, tricaprylin, cetanol, lanolin, urea, vaseline, stearyl alcohol, beeswax, polyoxyethylene
Oleyl alcohol ether.
4. the composition of Claims 2 or 3, the composition contains stabilizer, thickener, colorant and/or fragrance.
5. the composition of any one of claim 2-4, wherein the additive amount of one or more compounds is the total matter of composition
The 0.05%-30% of amount.
6. a kind of mosquito repelling product, with (such as 2,3,4 or 5 kind) compounds one or more shown in following structural formula work
For mosquito repelling effective component
Preferably, the mosquito repelling product is liquid, ointment, pendant or convenient paste;
Preferably, the mosquito repelling product is cosmetics;
Preferably, the mosquito repelling product is mosquito-repellent (such as oil type preparation, alcohol fundamental mode preparation, aqua type system
Agent).
7. the mosquito repelling product of claim 6, the mosquito repelling product is selected from mosquito expelling plaster, mosquito-dispelling cream, mosquito-repellent paste, mosquito repellent and washes
Hair care product, mosquito killing air freshener.
8. the mosquito repelling product of claim 6 or 7, wherein one or more (such as 2,3,4 or 5 kind) compounds
Additive amount is the 0.05%-30% of the product gross mass.
9. a kind of method of mosquito repellent, including use a effective amount of one or more (such as 2,3,4 or 5 kind) following structural formulas
Any one of compound represented, claim 2-5 for the composition of mosquito repellent or the mosquito of any one of claim 6-8
Repellent product
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CN109497060B (en) | 2020-08-21 |
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