CN110066500A - Degradable injection class polylactic acid filler of one kind and preparation method thereof - Google Patents
Degradable injection class polylactic acid filler of one kind and preparation method thereof Download PDFInfo
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- CN110066500A CN110066500A CN201910291250.8A CN201910291250A CN110066500A CN 110066500 A CN110066500 A CN 110066500A CN 201910291250 A CN201910291250 A CN 201910291250A CN 110066500 A CN110066500 A CN 110066500A
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- lactic acid
- polylactic acid
- filler
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L1/00—Compositions of cellulose, modified cellulose or cellulose derivatives
- C08L1/08—Cellulose derivatives
- C08L1/26—Cellulose ethers
- C08L1/28—Alkyl ethers
- C08L1/286—Alkyl ethers substituted with acid radicals, e.g. carboxymethyl cellulose [CMC]
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L67/00—Compositions of polyesters obtained by reactions forming a carboxylic ester link in the main chain; Compositions of derivatives of such polymers
- C08L67/04—Polyesters derived from hydroxycarboxylic acids, e.g. lactones
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2201/00—Properties
- C08L2201/06—Biodegradable
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2205/00—Polymer mixtures characterised by other features
- C08L2205/02—Polymer mixtures characterised by other features containing two or more polymers of the same C08L -group
- C08L2205/025—Polymer mixtures characterised by other features containing two or more polymers of the same C08L -group containing two or more polymers of the same hierarchy C08L, and differing only in parameters such as density, comonomer content, molecular weight, structure
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2205/00—Polymer mixtures characterised by other features
- C08L2205/03—Polymer mixtures characterised by other features containing three or more polymers in a blend
- C08L2205/035—Polymer mixtures characterised by other features containing three or more polymers in a blend containing four or more polymers in a blend
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- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
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- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Medicinal Preparation (AREA)
Abstract
The invention belongs to biomedicine technical fields, and in particular to degradable injection class polylactic acid filler of one kind and preparation method thereof, including 30~65% l-lactic acid microballoons, 5~40% sodium carboxymethylcelluloses and 5~30% mannitol.The present invention creatively combines the polylactic acid microsphere of different molecular weight, it is reasonably combined with mannitol, sodium carboxymethylcellulose, manufactured filler has the function of that collagenous fibres is promoted to grow significantly, and the effect time is maintained to can reach 30 months, the effect that smoothes away wrinkles is obvious, have no adverse reaction event, achieves significant progress compared with prior art.
Description
Technical field
The invention belongs to biomedicine technical fields, and in particular to the degradable injection class polylactic acid filler of one kind and its system
Preparation Method.
Background technique
With the fast development of social and economic level and medical technology, it is orthopedic treatment be increasingly intended to it is minimally invasive and
It is hidden.Under this overall situation, injection micro-shaping is arisen spontaneously, and suddenly becomes the focal point of shaping and beauty instantly.Micro-shaping is injected,
Natural or artificial synthesized material filler is used, human body skin corium or subcutaneous is injected, to reach face sculpture and face rejuvenation
Purpose.
Polylactic acid be a new generation for rapidly developing in recent years can degradable high molecular material, be with microbial fermentation product cream
Acid is monomer, the thermoplastic aliphatic resin that the method for being chemically synthesized is polymerized.Polylactic acid is as beauty injectable materials
It is different from traditional filler with its unique distinction, the generation of subcutaneous collagen albumen can be stimulated, during this, is gathered
Lactic acid polymerization state and molecular structure are decomposed destruction, are slowly degraded to lactic acid by nonenzymic hydrolysis, are finally degraded to CO2With
H2O.In degradation process, these lactic acid can stimulate collagen to be formed, and intradermal fibroplasia is caused to generate desired beauty effect
Fruit thickens skin corium as time increases, and filling position is replaced by newborn autologous tissue completely, obtains " permanent beauty
The effect of appearance ".
But current polylactic acid injection has the following problems: 1. degradation time is short, generally 10~13 months, in addition
The autologous filler effect that polylactic acid degradation stimulation collagen is secreted, whole cosmetic time are no more than 20 months；2. poly- cream
Sour filler is difficult to ensure the uniformity of injection.Therefore, there are still improved spaces for current polylactic acid injection fillers agent.
Summary of the invention
The present invention is intended to provide a kind of degradable injection class polylactic acid filler and preparation method thereof, after injecting the filler
Whole cosmetic time can reach 30 months, have the apparent effect of dispelling to wrinkle.
In order to achieve the above object, the invention adopts the following technical scheme: a kind of degradable injection class polylactic acid filler,
Including 30~65% l-lactic acid microballoons, 5~40% sodium carboxymethylcelluloses and 5~30% mannitol.
Preferably, the l-lactic acid microballoon can be unimodal molecular weight or have the mixing of different molecular weight
Body.
Preferably, when the l-lactic acid microballoon is unimodal molecular weight, molecular weight is 10,000-7 ten thousand.
It preferably, is 70,000,5 by molecular weight when the l-lactic acid microballoon is the mixture with different molecular weight
Ten thousand, 30,000 and 0.8 ten thousand l-lactic acid microballoon presses 1:(0.5~1): (0.5~1): the mass ratio composition of (0.1~0.5).
Preferably, the l-lactic acid microballoon that the mixture middle-molecular-weihydroxyethyl is 70,000,50,000,30,000,0.8 ten thousand is according to 1:
The mass ratio of 0.5:0.5:0.3 forms.
Preferably, the average grain diameter of the l-lactic acid microballoon is 1~100 μm.
The present invention also provides a kind of preparation methods of degradable injection class polylactic acid filler, comprising the following steps:
A) the preparation of l-lactic acid microballoon: including S1~S4 step:
S1, l-lactic acid and methylene chloride are weighed, stirs, obtains 5~8% PLLA/DCM solution；
S2, polyvinyl alcohol is weighed, pure water is added, stirring is allowed to sufficiently dissolve, and stands cooling, obtains 0.1~1% PVA/
Pure water solution；
S3, it is passed through helium toward the above-mentioned PVA/ pure water solution being prepared, after keeping helium atmosphere, seals, stirs, setting
Revolving speed is 300~600r/min；PLLA/DCM solution is added dropwise toward above-mentioned PVA/ pure water solution, rate of addition is set as 90ml/h,
Sufficiently 1~3h of reaction keeps bath temperature in dropwise addition process and reaction process to be no more than 20 DEG C；Wherein, PVA/ pure water solution with
The volume ratio of PLLA/DCM solution is 1:(1~2)；
S4, it after reaction was completed, is stirred overnight；Upper strata aqueous phase is discarded after standing, is washed repeatedly 1~3 time with pure water, is taken lower layer
Product, natural air drying, grinding, successively cross 200 mesh, 400 meshes, collect sample to get；
B) sodium carboxymethylcellulose, mannitol and the above-mentioned polylactic acid microsphere being prepared are mixed in proportion, stirring is equal
It is even to get.
Another object of the present invention is to provide a kind of wrinkle dispelling preparation, fill comprising above-mentioned degradable injection class polylactic acid
Object.
The invention has the following advantages that
Inventor's discovery is combined using the polylactic acid microsphere of specified molecular weight, reasonable with mannitol, sodium carboxymethylcellulose
Collocation, manufactured filler has the function of that collagenous fibres is promoted to grow significantly, and it was unexpectedly observed that small-molecular-weight 0.8 ten thousand
The addition of polylactic acid microsphere collagenous fibres can be made to grow more uniform, be clinically used for wrinkle reduction test discovery, maintain
Effect can reach 30 months, and the effect that smoothes away wrinkles is obvious, achieve significant progress compared with prior art.
Detailed description of the invention
Fig. 1 is 1 histotomy result of 7 groups of embodiment and comparative example.
Specific embodiment
The specific embodiment of form by the following examples makees further specifically above content of the invention
It is bright.But the range that this should not be interpreted as to the above-mentioned theme of the present invention is only limitted to following embodiment.
The preparation of embodiment 1, the polylactic acid microsphere PLLA1 that molecular weight is 70,000
S1, l-lactic acid and methylene chloride that molecular weight is 70,000 are taken, stirring obtains 8% PLLA/DCM solution；
S2, polyvinyl alcohol is weighed, pure water is added, stirring is allowed to sufficiently dissolve, and stands cooling, obtains 1% PVA/ pure water
Solution；
S3, it is passed through helium toward the above-mentioned PVA/ pure water solution being prepared, is sealed after keeping helium atmosphere, stirred, setting
Revolving speed is 600r/min；PLLA/DCM solution is added dropwise toward above-mentioned PVA/ pure water solution, rate of addition is set as 90ml/h, sufficiently anti-
3h is answered, bath temperature in dropwise addition process and reaction process is kept to be no more than 20 DEG C；Wherein, PVA/ pure water solution and PLLA/DCM are molten
The volume ratio of liquid is 1:2；
S4, it after reaction was completed, is stirred overnight；Upper strata aqueous phase is discarded after standing, is washed repeatedly 3 times with pure water, lower layer is taken to produce
Product, natural air drying, grinding, successively cross 200 mesh, 400 meshes, receive product to get.
The preparation reference implementation example 1 for the l-lactic acid microballoon that molecular weight is 50,000,30,000,10,000 and 0.8 ten thousand, is named respectively
For PLLA2, PLLA3, PLLA4 and PLLA5, the average grain diameter for the l-lactic acid microballoon being prepared is 45 μm.
Embodiment 2, a kind of degradable injection class polylactic acid filler
Preparation method:
In proportion by sodium carboxymethylcellulose, mannitol and l-lactic acid microballoon mix, stir evenly to get.
Test one, animal experiment
Injectable microsphere is can absorb as packing material using embodiment 7 and comparative example 1, and just step is done to the immunological safety of material
Card, then establishes soft tissue incremental model in rabbit face, by parallel control experiment, observes tissue increment effect and lapses to machine
System is using objective image analysis, test data as foundation.
1.1 testing program
Take 9 big ear rabbit, every facial 2 injection areas in rabbit selection left and right, the injection pair in selected injection areas
Test sample is answered, then the acquisition of 1 week time point, 3 weeks sample, histotomy analyze result after the transfer respectively.
1.2 test result
As can be seen that showing according to histotomy, there is collagenous fibres generation in 7 groups of embodiment and comparative example 1, still
The collagenous fibres growth pattern of 7 groups of embodiment (figure B) is more uniform.
Collagenous fibres are enabled to grow more from the above it can be seen that joined the absorbable injectable microsphere that molecular weight is 0.8 ten thousand
Uniformly.
Test two, clinical test
1 data and method
1.1 clinical data
From because of 70 people of facial soft tissue appearance defect and facial wrinkles person, age bracket is 27~48 years old, is randomly divided into 7 groups,
Every group of 10 people.
1.2 injecting method
5ml sterile saline, vibration is added in filler 367.5mg described in difference Example 2~7 and comparative example 1
It swings, forms homogenous suspension, suspension is injected with syringe and causes deep dermis layer or subcutaneous tissue, the dosage of injection point is by wrinkling
The degree that the range of line and the degree of the depth and facial subcutaneous fat, skin collagen are lost determines, before injection, with 75% second
Alcohol cleaning disinfection subject injection site.Start to massage 1 with finger 3 minutes massage injection areas every time 3 times a day after injection
Week allows medical fluid to be evenly distributed, and injects 4 times according to the method described above, per injection interval 3 weeks.
1.3 Clinical evaluation
Preoperative photo of establishing achieves, postoperative to pay a return visit in the 16th week, 24 weeks, 48 weeks, 96 weeks and 120 weeks, compares each group
Therapeutic effect and whether there is or not complication, according to the comparison of patient's preoperative and postoperative wrinkle symptom, imitates treatment according to following standards of grading
Fruit scores, and calculates symptom integral slip, as a result as shown in table 1 below, all preoperative average scores of tested patients are 3
Point.
0 point: when facial muscles activity, also occurring without wrinkle；
1 point: when the position facial muscles activity, it is seen that thin shallow wrinkle, activity stop, and wrinkle also disappears therewith；
2 points: when the position static state, can see wrinkle, when pulling and stretching wrinkle two sides skin, wrinkle disappears；
3 points: when the position static state, wrinkle is slightly deep, when pulling two sides skin, does not also disappear.
Symptom integral slip=(being integrated after integral-treatment before treating)/integral * 100% before treating
The evaluation of 1.4 clinical performances
Recovery from illness: symptom and sign disappears, and symptom integral 0 is injection site skin Lightening, smooth, flexible, organizes full；
Effective: symptom and sign is clearly better, and not yet completely disappears, symptom integral slip >=66.7%, < 100%, note
The increase of area skin glossiness is penetrated, is organized full；
Improve: symptom and sign mitigates, and symptom integral reduces >=33%, < 66.7%, and injection site skin has certain light
Damp degree, but tissue is not full, still there is slight depression；
Invalid: symptom constitution is without improvement, and symptom integral reduces < 33.3%, and injection site skin is matt, skin histology
Recess is without improvement.
The observation of 1.5 Adverse Events
Any adverse events that all subjects occur during clinical test are conscientiously observed, record its clinical table in time
Existing, severity, time of origin, duration, processing method and prognosis etc..
2. result
2.1 therapeutic effect
The symptom integral of 1 different times of table
Note: under item, compared with Example 7,*P < 0.05,**P < 0.01.
By upper table 1 it is found that in each group, the longest of 7 groups of filler treatment wrinkles of embodiment maintains effect to can reach 30 months；
And when using the polylactic acid filler of unimodal molecular weight, hold time is substantially reduced compared with Example 7, wherein
It when the molecular weight of lactic acid microspheres is 0.8 ten thousand, holds time most short, is only capable of maintaining 12 months.
Result is observed in 2.2 adverse reactions
The postoperative blood of all patients, routine urinalysis and hepatic and renal function compare variation without exception with electrocardiogram with preoperative, without bad
Event occurs.
The above-described embodiments merely illustrate the principles and effects of the present invention, and is not intended to limit the present invention.It is any ripe
The personage for knowing this technology all without departing from the spirit and scope of the present invention, carries out modifications and changes to above-described embodiment.Cause
This, institute is complete without departing from the spirit and technical ideas disclosed in the present invention by those of ordinary skill in the art such as
At all equivalent modifications or change, should be covered by the claims of the present invention.
Claims (8)
1. a kind of degradable injection class polylactic acid filler, which is characterized in that including 30~65% l-lactic acid microballoons, 5~
40% sodium carboxymethylcellulose and 5~30% mannitol.
2. degradable injection class polylactic acid filler as described in claim 1, which is characterized in that the l-lactic acid microballoon
It can be unimodal molecular weight or there is the mixture of different molecular weight.
3. degradable injection class polylactic acid filler as claimed in claim 2, which is characterized in that when the l-lactic acid is micro-
When ball is unimodal molecular weight, molecular weight ranges are 10,000-7 ten thousand.
4. degradable injection class polylactic acid filler as claimed in claim 2, which is characterized in that when the l-lactic acid is micro-
When ball is the mixture of different molecular weight, preferably pressed by the l-lactic acid microballoon that molecular weight is 70,000,50,000,30,000 and 0.8 ten thousand
1:(0.5~1): (0.5~1): the mass ratio composition of (0.1~0.5).
5. degradable injection class polylactic acid filler as claimed in claim 4, which is characterized in that the mixture middle-molecular-weihydroxyethyl
It is formed for 70,000,50,000,30,000,0.8 ten thousand l-lactic acid microballoon according to the mass ratio of 1:0.5:0.5:0.3.
6. degradable injection class polylactic acid filler as described in claim 1, which is characterized in that the l-lactic acid microballoon
Average grain diameter be 1~100 μm.
7. a kind of preparation method of degradable injection class polylactic acid filler, which comprises the following steps:
A) the preparation of l-lactic acid microballoon: including S1~S4 step:
S1, l-lactic acid and methylene chloride are weighed, stirs, obtains 5~8% PLLA/DCM solution；
S2, polyvinyl alcohol is weighed, pure water is added, stirring is allowed to sufficiently dissolve, and stands cooling, obtains 0.1~1% PVA/ pure water
Solution；
S3, it is passed through helium toward the above-mentioned PVA/ pure water solution being prepared, after keeping helium atmosphere, seals, revolving speed is arranged in stirring
For 300~600r/min；PLLA/DCM solution is added dropwise toward above-mentioned PVA/ pure water solution, rate of addition is set as 90ml/h, sufficiently
1~3h is reacted, bath temperature in dropwise addition process and reaction process is kept to be no more than 20 DEG C；Wherein, PVA/ pure water solution and PLLA/
The volume ratio of DCM solution is 1:(1~2)；
S4, it after reaction was completed, is stirred overnight；Upper strata aqueous phase is discarded after standing, is washed repeatedly 1~3 time with pure water, lower layer is taken to produce
Product, natural air drying, grinding, successively cross 200 mesh, 400 meshes, collect sample to get；
B) sodium carboxymethylcellulose, mannitol and the above-mentioned polylactic acid microsphere being prepared are mixed in proportion, stirred evenly, i.e.,
?.
8. a kind of wrinkle reduction preparation, which is characterized in that birds of the same feather flock together comprising the degradable injection as described in claim 1~6 is any
Lactic acid filler.
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| CN201910291250.8A CN110066500B (en) | 2019-04-11 | 2019-04-11 | Degradable injection polylactic acid filler and preparation method thereof |
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| CN201910291250.8A CN110066500B (en) | 2019-04-11 | 2019-04-11 | Degradable injection polylactic acid filler and preparation method thereof |
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Cited By (6)
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| CN113117142A (en) * | 2020-01-14 | 2021-07-16 | 北京四环制药有限公司 | Biodegradable injection filler, preparation method and application thereof |
| CN114712559A (en) * | 2022-05-05 | 2022-07-08 | 湖北翎美生物科技有限公司 | Injectable poly-L-lactic acid microsphere capable of promoting stable regeneration of collagen in vivo and preparation and application thereof |
| CN115920125A (en) * | 2022-11-30 | 2023-04-07 | 爱美客技术发展股份有限公司 | Composite gel and preparation method thereof |
| CN116036367A (en) * | 2022-10-17 | 2023-05-02 | 郑乃诚 | Catabolic filler wire and method of making the same |
| CN116077358A (en) * | 2021-11-05 | 2023-05-09 | 长春圣博玛生物材料有限公司 | Nutrient solution and preparation method and application thereof |
| CN116328046A (en) * | 2023-04-04 | 2023-06-27 | 厦门一先药业有限公司 | Porous poly-L-lactic acid microspheres and facial fillers containing NMN and preparation method thereof |
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| CN115920125A (en) * | 2022-11-30 | 2023-04-07 | 爱美客技术发展股份有限公司 | Composite gel and preparation method thereof |
| CN115920125B (en) * | 2022-11-30 | 2024-07-26 | 爱美客技术发展股份有限公司 | Composite gel and preparation method thereof |
| CN116328046A (en) * | 2023-04-04 | 2023-06-27 | 厦门一先药业有限公司 | Porous poly-L-lactic acid microspheres and facial fillers containing NMN and preparation method thereof |
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| CN110066500B (en) | 2021-04-20 |
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