CN107137354A - A kind of preparation method of ultrasound stimulation response polyamide vesica - Google Patents
A kind of preparation method of ultrasound stimulation response polyamide vesica Download PDFInfo
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- CN107137354A CN107137354A CN201710283894.3A CN201710283894A CN107137354A CN 107137354 A CN107137354 A CN 107137354A CN 201710283894 A CN201710283894 A CN 201710283894A CN 107137354 A CN107137354 A CN 107137354A
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/0002—Galenical forms characterised by the drug release technique; Application systems commanded by energy
- A61K9/0009—Galenical forms characterised by the drug release technique; Application systems commanded by energy involving or responsive to electricity, magnetism or acoustic waves; Galenical aspects of sonophoresis, iontophoresis, electroporation or electroosmosis
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
- A61K47/30—Macromolecular organic or inorganic compounds, e.g. inorganic polyphosphates
- A61K47/34—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds, e.g. polyesters, polyamino acids, polysiloxanes, polyphosphazines, copolymers of polyalkylene glycol or poloxamers
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/10—Dispersions; Emulsions
- A61K9/127—Liposomes
- A61K9/1271—Non-conventional liposomes, e.g. PEGylated liposomes, liposomes coated with polymers
- A61K9/1273—Polymersomes; Liposomes with polymerisable or polymerised bilayer-forming substances
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/10—Dispersions; Emulsions
- A61K9/127—Liposomes
- A61K9/1277—Processes for preparing; Proliposomes
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G69/00—Macromolecular compounds obtained by reactions forming a carboxylic amide link in the main chain of the macromolecule
- C08G69/02—Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids
- C08G69/26—Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids derived from polyamines and polycarboxylic acids
- C08G69/28—Preparatory processes
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G69/00—Macromolecular compounds obtained by reactions forming a carboxylic amide link in the main chain of the macromolecule
- C08G69/42—Polyamides containing atoms other than carbon, hydrogen, oxygen, and nitrogen
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G81/00—Macromolecular compounds obtained by interreacting polymers in the absence of monomers, e.g. block polymers
Abstract
The invention discloses a kind of preparation method of ultrasound stimulation response polyamide vesica, it is characterised in that specifically includes：The step of preparing hydrophilic polyamide block, prepare hydrophobic polyamide segment, hydrophilic polyamide block and hydrophobic polyamide segment are mixed to prepare ultrasound stimulation response polyamide vesica.Polyamide vesica prepared by the present invention has ultrasonic response, and vesica can rupture in the presence of ultrasound.Preparation method involved in the present invention is simple, and vesica performance is stable.
Description
Technical field
The present invention relates to polymeric material field, and in particular to a kind of preparation side of ultrasound stimulation response polyamide vesica
Method.
Background technology
Vesica is the structure being widely present in life system, has in the fields such as genomic medicine transport and widely should very much
With, thus caused the great research interest of researcher.In general, vesica can be by liposome molecule, surface
Activating agent, the self assembly of block copolymer are obtained.Wherein, certainly, polymer vesicle be located at nanosecond science and technology revolution most before
Edge, this is due to polymer vesicle in the field such as drug pack, medicament transport, nano-reactor and micron or nano material template
Possess unlimited possible application potential.Ultrasound is a kind of harmless physical signalling, therefore ultrasound stimulation response polymerize
Medicament transport and sustained release have very big prospect to thing vesica in vivo.However, most of polymer vesicle is all at present
By diblock copolymer, what the self assembly of triblock copolymer, dendritic and dissaving polymer was obtained, and on profit
It is difficult then to prepare vesica with the condensation polymer of many blocks, and polymer vesicle is difficult to possess ultrasonic response performance at present.
The content of the invention
To solve above-mentioned problems of the prior art, the present invention provides a kind of ultrasound stimulation response polyamide vesica
Preparation method.
The preparation method of the ultrasound stimulation response polyamide vesica of the present invention, comprises the following steps：
（1）Drier, solvent are added into reaction pin, 40-70 DEG C is slowly heated to, stirring is allowed to be completely dissolved, then again
Added into solution and contain sulfonic aromatic binary carboxylic acid and stabilizer, after it is completely dissolved, add slightly excessive two
First amine, is then turned off temperature controller, after after solution cooling, then pump drainage three times, the air gone out with inert gas replacement in system, is protecting
Hold under inert atmosphere, reacted, obtain hydrophilic polyamide block；Replace containing sulfonic aromatic series with aliphatic dicarboxylic acid
Dicarboxylic acids, obtains hydrophobic polyamide segment in the same way；
（2）Rapid is 1 by mass ratio:4-3:5 hydrophilic polyamide segment and hydrophobic polyamide segment are mixed to join reaction sphere
In bottle, while adding the loss that drier compensates whole reaction system, under an inert atmosphere, continue to react, obtain copolyamide
Solution, it is precipitated with methanol, after standing, filtering, washing, multiblock acid amides is collected into, further at 90-105 DEG C
Vacuum drying；The vacuum drying time is 20-30 hours, preferably 24 hours.
（3）Multiblock acid amides is dissolved in deionized water multiblock amide solution is made, added at 40-60 DEG C
Thermal agitation, obtains ultrasound stimulation response polyamide vesica；The heating stirring preferably 12 hours.
According to preparation method as described above, in step（1）And step（2）In, the drier is calcium chloride, sulfuric acid
One or more in calcium, copper sulphate.
According to preparation method as described above, in step（1）And step（2）In, the condition of the reaction is heat temperature raising
To 95 DEG C -110 DEG C, reaction 2-20 hours.Wherein, reaction temperature is more highly preferred to 95 DEG C, 100 DEG C, 105 DEG C or 110 DEG C, during reaction
Between be more highly preferred to 2 hours, 3 hours, 4 hours, 5 hours, 6 hours, 7 hours, 10 hours or 20 hours.
In addition, in step（3）In, the mass ratio of hydrophilic polyamide segment and hydrophobic polyamide segment is 1:4-3:5, the matter
Amount is than also preferable 1:4、2:5 or 3:5.
According to preparation method as described above, in step（1）And step（2）In, the solvent is 1-METHYLPYRROLIDONE
With the mixed solution of pyridine, the wherein volume ratio of 1-METHYLPYRROLIDONE and pyridine is 5-9:1-4, wherein being more highly preferred to such as 5:
1、6:2、7:1、8:3 or 9:4.
According to preparation method as described above, in step（1）And step（2）In, the stabilizer is triphenyl phosphate, phosphorus
One or more in sour trimethyl or phosphite ester.
According to preparation method as described above, in step（1）And step（2）In, the diamine is ethylenediamine, fourth two
One or more in amine, hexamethylene diamine or certain herbaceous plants with big flowers diamines.
According to preparation method as described above, in step（1）In, it is described to be at least containing sulfonic aromatic binary carboxylic acid
One or more in 5-sodium sulfo isophthalate, terephthalic acid (TPA) -5- sodium sulfonates
According to preparation method as described above, in step（1）In, described aliphatic dibasic acid is succinic acid, adipic acid, nonyl two
One or more in acid or decanedioic acid.
Described preparation method, step（1）The mass ratio of each Ingredient Amount is 60- in prepared by middle hydrophilic polyamide segment
100 parts of mixed solvents：20-30 parts contain sulfonic aromatic binary carboxylic acid：6-18 parts of diamines：60-100 parts of stabilizers：1-6
Part drier；Step（1）In hydrophobic polyamide segment prepare in the mass ratio of each Ingredient Amount be 60-100 parts of mixed solvents:
12-20 parts of aliphatic dibasic acids：6-18 parts of diamines：60-100 parts of stabilizers：1-6 parts of drier；
According to preparation method as described above, in step（3）In, the reaction time of the reaction is 24-96 hours, reaction temperature
For 100-130 DEG C, the wherein reaction time is preferably 24 hours, 48 hours, 72 hours or 96 hours；Preferably 100 DEG C of reaction temperature,
105 DEG C, 120 DEG C or 130 DEG C.
In addition, in step（3）In, vacuum drying temperature is 90-105 DEG C, wherein it is preferred that 90 DEG C, 95 DEG C, 100 DEG C or 105
℃。
According to preparation method as described above, in step（4）In, the concentration of multiblock amide solution is 0.5mg/
ml-10mg/ml.Wherein, preferably 0.5mg/ml, 1mg/ml or 2mg/ml.
In addition, in step（4）In, whipping temp is 40-60 DEG C, is preferably 40 DEG C, 50 DEG C or 60 DEG C.
There is ultrasonic response as the polyamide vesica prepared by the present invention, vesica can be broken in the presence of ultrasound
Split.Preparation method involved in the present invention is simple, and vesica performance is stable.
From water insoluble Nile red molecule as model drug molecule, for the vesica aqueous solution, if be wrapped in
Nile red molecule in the hydrophobic wall of vesica is released in the aqueous solution, because Nile red molecule is water insoluble, under meeting aggregate and precipitate
Come, so that cause the reduction of Nile red dye fluorescence intensity in the vesica aqueous solution, therefore can be by detecting the vesica aqueous solution
Fluorescence spectrum, to determine the insoluble drug release ability of MBCPA vesicas, and can pass through the release with HBPO-star-PEO vesicas
It is compared to verify the uniqueness of ultrasound response of the invention.
By contrast at room temperature, 50 DEG C, the fluorescence emission spectrum of vesica verifies capsule in the present invention under 50 DEG C of ultrasonications
The stability of bubble.
Brief description of the drawings
Fig. 1 is the nuclear magnetic spectrum of MBCPA made from embodiment 1.
Fig. 2 is the transmission electron microscope picture of vesica made from embodiment 1.
Fig. 3 be in embodiment 1 after the different ultrasonication times in vesicle solution Nile red UV absorption intensity survey
Test result.
Fig. 4 is vesicle solution figure after ultrasonication.
Fig. 5 is that vesica or HBPO-star- made from the embodiment 1 of Nile red dye molecule are enclosed with ultrasonication
The fluorescence emission spectrum normalized curve of the PEO vesica aqueous solution.
Fig. 6 be vesica made from embodiment 1 at room temperature, 50 DEG C, under 50 DEG C of ultrasonications vesica fluorescence emission spectrum
Normalized curve.
Embodiment
The present invention is described in detail with reference to embodiment, but the present invention is not limited to these embodiments.
Experimental method used in following embodiments unless otherwise specified, routine known to those skilled in the art
Method.Material, reagent used etc. in following embodiments, it is unless otherwise specified, commercially conventional to obtain.
First, the preparation of ultrasound stimulation response polyamide vesica
Embodiment 1
1）The pyrrole of 0.1 g anhydrous calcium chloride, 5.0mL 1-METHYLPYRROLIDONE and 1mL is added in 50mL reaction pin
The mixed solution of pyridine, is slowly heated to 70 DEG C, stirring is allowed to be completely dissolved.2.68g isophthalic diformazans are then added into solution again
Acid -5- sodium sulfonates（5-SSIPA）With 5.2mL triphenyl phosphites, after it is completely dissolved, add slightly excessive 1.2g oneself two
Amine.Temperature controller is then turned off, after after solution cooling, then pump drainage three times, the air gone out with nitrogen displacement in system.In the system of holding
Under inert atmosphere, begin to warm up and be warming up to 100 DEG C, reaction can obtain hydrophilic PA6SIP blocks in 2 hours.Using identical method
With adipic acid（1.2g）Instead of the PA66 segments of 5-sodium sulfo isophthalate hydrophobic synthetic.
2）Then, by PA6SIP:PA66 mass ratioes 1:4 rapidly mix PA6SIP blocks solution with PA66 block solution
It is transferred in reaction pin.The loss that anhydrous calcium chloride compensates whole reaction system is added simultaneously.Under an inert atmosphere, reaction exists
100 DEG C are continued to react 24 hours.The copolyamide solution 250mL methanol extractions finally obtained.After standing overnight, filtering can be with
Obtain fiber dust shape product, and with methanol washed product three times.The ultrasonic response multiblock acid amides being collected into is 90
At DEG C, it is dried in vacuo 24 hours.For convenience's sake, the multiblock acid amides of preparation is designated as MBCPA.Fig. 1 is embodiment 1
Obtained MBCPA nuclear magnetic spectrum, the collection of illustrative plates shows successfully synthesis MBCPA polyamide.
3）3mg multiblock acid amides is dissolved in 6mL deionized water, at 60 DEG C, heating stirring 12 hours, finally
Obtain ultrasound stimulation response polyamide vesicle solution.Fig. 2 is the transmission electron microscope picture of vesica made from embodiment 1.
Embodiment 2
1）0.2g anhydrous cupric sulfate, 7.0mL 1-METHYLPYRROLIDONE and 1mL pyridine are added in 50mL reaction pin
Mixture solution, be slowly heated to 60 DEG C, stirring is allowed to be completely dissolved.2.0g terephthaldehydes are then added into solution again
Acid -5- sodium sulfonates and 8.2mL triphenyl phosphites, after it is completely dissolved, add slightly excessive 1.4g butanediamine.Then close
Temperature controller is closed, after after solution cooling, then pump drainage three times, the air gone out with nitrogen displacement in system.Keeping system inert atmosphere
Under, begin to warm up and be warming up to 95 DEG C, reaction can obtain hydrophilic PA6SIP blocks in 10 hours.Using identical method adipic acid
（2.0g）Instead of terephthalic acid (TPA) -5- sodium sulfonate hydrophobic synthetic segments.
2）Then, by hydrophilic segment:Hydrophobic segment mass ratio 2:5 are rapidly mixed into reaction sphere hydrophilic and hydrophobic segment
In bottle.The loss that 0.05g anhydrous cupric sulfates compensate whole reaction system is added simultaneously.Under an inert atmosphere, reaction 120 DEG C after
Continuous reaction 48 hours.The copolyamide solution 250mL methanol extractions finally obtained.After standing overnight, filtering can obtain fibre
Tie up powdery product, and with methanol washed product three times.The ultrasonic response multiblock acid amides being collected into is at 95 DEG C, very
Sky is dried 24 hours.
3）6mg multiblock acid amides is dissolved in 6mL deionized water, at 40 DEG C, heating stirring 12 hours, finally
Obtain ultrasound stimulation response polyamide vesicle solution.
Embodiment 3
1）0.4g dead plaster, 8.0mL 1-METHYLPYRROLIDONE and 3mL pyridine are added in 50mL reaction pin
Mixed solution, be slowly heated to 40 DEG C, stirring is allowed to be completely dissolved.Then add again into solution 3.0g M-phthalic acids-
5- sodium sulfonates（5-SSIPA）With 6.6mL triphenyl phosphates, after it is completely dissolved, slightly excessive 0.6g hexamethylene diamines are added.With
After close temperature controller, after after solution cooling, then pump drainage three times, the air gone out with nitrogen displacement in system.Keeping system inertia
Under atmosphere, begin to warm up and be warming up to 95 DEG C, reaction can obtain hydrophilic polyamide block in 20 hours.Identical method is used, fourth is used
Diacid（1.5g）Instead of 5-sodium sulfo isophthalate（5-SSIPA）Hydrophobic synthetic polyamide segment.
2）Then, by hydrophilic segment:Hydrophobic segment mass ratio 3:5 are rapidly mixed into hydrophilic segment and hydrophobic segment instead
Answer in pin.The loss that 0.05g dead plasters compensate whole reaction system is added simultaneously.Under an inert atmosphere, reaction is 110
DEG C continue react 72 hours.The copolyamide solution 250mL methanol extractions finally obtained.After standing overnight, filtering can be obtained
To fiber dust shape product, and with methanol washed product three times.The ultrasonic response multiblock acid amides being collected into is at 105 DEG C
Under, it is dried in vacuo 24 hours.
3）60mg multiblock acid amides is dissolved in 6mL deionized water, at 50 DEG C, heating stirring 12 hours, most
After obtain ultrasound stimulation response polyamide vesicle solution.
Embodiment 4
1）0.6 g anhydrous calcium chloride, 9.0mL 1-METHYLPYRROLIDONE and 4mL pyrrole are added in 50mL reaction pin
Pyridine, is slowly heated to 50 DEG C, stirring is allowed to be completely dissolved.2.42g terephthalic acid (TPA) -5- sodium sulfonates are then added into solution again
With 6.5mL trimethyl phosphates, after it is completely dissolved, slightly excessive 1.8g certain herbaceous plants with big flowers diamines is added.Temperature controller is then turned off, treats molten
After liquid cooling, then pump drainage three times, the air gone out with nitrogen displacement in system.In the case where keeping system inert atmosphere, liter is begun to warm up
Temperature is to 105 DEG C, and reaction can obtain hydrophilic segment section for 20 hours.Identical method is used, with azelaic acid（1.3g）Instead of to benzene two
Formic acid -5- sodium sulfonate hydrophobic synthetic polyamide segments.
2）Then, by hydrophilic segment:Hydrophobic segment mass ratio 1:4 are rapidly mixed into hydrophilic segment and hydrophobic segment instead
Answer in pin.The loss that 0.05g anhydrous calcium chlorides compensate whole reaction system is added simultaneously.Under an inert atmosphere, reaction is 130
DEG C continue react 96 hours.The copolyamide solution 250mL methanol extractions finally obtained.After standing overnight, filtering can be obtained
To fiber dust shape product, and with methanol washed product three times.The ultrasonic response multiblock acid amides being collected into is at 100 DEG C
Under, it is dried in vacuo 24 hours.
3）12mg multiblock acid amides is dissolved in 6mL deionized water, at 60 DEG C, heating stirring 12 hours, most
After obtain ultrasound stimulation response polyamide vesicle solution.
2nd, the insoluble drug release aptitude tests of the vesica described in embodiment 1-4
From ultrasonic response characteristic of the water insoluble Nile red molecule as vesica prepared by model drug molecular testing, to capsule
For soaked solution, if the Nile red molecule being wrapped in the hydrophobic wall of vesica is released in the aqueous solution, due to Nile red point
Son is water insoluble, can assemble and precipitate, so that cause the reduction of Nile red dye fluorescence intensity in the vesica aqueous solution, therefore can
With the fluorescence spectrum by detecting the vesica aqueous solution, to determine the insoluble drug release ability of MBCPA vesicas.
Fig. 3 be in embodiment 1 after the different ultrasonication times in vesicle solution Nile red UV absorption intensity survey
Test result.Fig. 4 is vesicle solution figure after ultrasonication.It can clearly be seen that vesica can be sent out under the stimulation of ultrasound by Fig. 3 and Fig. 4
Raw rupture.
Table 1 is that embodiment 1-4 vesicle solutions Nile red UV absorption intensity under ultrasonication declines the time used in 50%.
Table 1
Fig. 5 is that vesica and HBPO-star-PEO made from the embodiment 1 of Nile red dye molecule are enclosed with ultrasonication
The fluorescence emission spectrum of the vesica aqueous solution；The normalization obtained according to the fluorescence emission spectrum for the vesica for being enclosed with Nile red dye
Curve.Common HBPO-star-PEO vesicas do not discharge Nile red under ultrasonication as seen from the figure, i.e., rung without ultrasound
Ying Xing, and obtained vesica has ultrasound response unique in the present invention.
Fig. 6 be vesica made from embodiment 1 at room temperature, 50 DEG C, under 50 DEG C of ultrasonications vesica fluorescence emission spectrum
Normalized curve.It can find that vesica of the present invention does not also rupture at a temperature of far above the 50 of body temperature DEG C by Fig. 6, illustrate this hair
The bright vesica performance is stable.
Described above is only the preferred embodiment of the present invention, it is noted that for the ordinary skill people of the art
For member, under the premise without departing from the principles of the invention, some improvements and modifications can also be made, these improvements and modifications also should
It is considered as protection scope of the present invention.
Claims (10)
1. a kind of preparation method of ultrasound stimulation response polyamide vesica, it is characterised in that comprise the following steps：
（1）Drier, solvent are added into reaction pin, 40-70 DEG C is slowly heated to, stirring is allowed to be completely dissolved, then again
Added into solution and contain sulfonic aromatic binary carboxylic acid and stabilizer, after it is completely dissolved, add slightly excessive two
First amine, is then turned off temperature controller, after after solution cooling, then pump drainage three times, the air gone out with inert gas replacement in system, is protecting
Hold under inert atmosphere, reacted, obtain hydrophilic polyamide block；Replace containing sulfonic aromatic series with aliphatic dicarboxylic acid
Dicarboxylic acids, obtains hydrophobic polyamide segment in the same way；
（2）Rapid is 1 by mass ratio:4-3:5 hydrophilic polyamide block and hydrophobic polyamide segment are mixed to join reaction sphere
In bottle, while adding the loss that drier compensates whole reaction system, under an inert atmosphere, continue to react, obtain copolyamide
Solution, it is precipitated with methanol, after standing, filtering, washing, multiblock acid amides is collected into, further at 90-105 DEG C
Vacuum drying；
（3）Multiblock acid amides is dissolved in deionized water multiblock amide solution is made, heated and stir at 40-60 DEG C
Mix, obtain ultrasound stimulation response polyamide vesica.
2. preparation method according to claim 1, it is characterised in that in step（1）In, the drier be calcium chloride,
One or more in calcium sulfate, copper sulphate.
3. preparation method according to claim 1, it is characterised in that in step（1）In, the condition of the reaction is heating
It is warming up to 95 DEG C -110 DEG C, reacts 2-20 hours.
4. preparation method according to claim 1, its spy is really, in step（1）In, the solvent is N- methyl pyrroles
The volume ratio of the mixed solution of pyrrolidone and pyridine, wherein 1-METHYLPYRROLIDONE and pyridine is 5-9：1-4；In step（1）In,
In the preparation of hydrophilic polyamide segment, in terms of mass parts, each Ingredient Amount is：60-100 parts of solvent, containing sulfonic aromatic series
20-30 parts of dicarboxylic acids, 6-18 parts of diamine, 60-100 parts of stabilizer, 1-6 parts of drier；In step（1）In, hydrophobic poly-
In prepared by amide segment, in terms of mass parts, each Ingredient Amount is：60-100 parts of solvent, 12-20 parts of aliphatic dibasic acid, binary
6-18 parts of amine, 60-100 parts of stabilizer, 1-6 parts of drier.
5. preparation method according to claim 1, it is characterised in that in step（1）In, the stabilizer is phosphoric acid triphen
One or more in ester, trimethyl phosphate or phosphite ester.
6. preparation method according to claim 1, it is characterised in that in step（1）In, the diamine be ethylenediamine,
One or more in butanediamine, hexamethylene diamine or decamethylene diamine.
7. preparation method according to claim 1, it is characterised in that in step（1）In, it is described to contain sulfonic aromatic series
Dicarboxylic acids is at least one or both of 5-sodium sulfo isophthalate, terephthalic acid (TPA) -5- sodium sulfonates.
8. preparation method according to claim 1, it is characterised in that in step（1）In, described aliphatic dibasic acid is
One or more in succinic acid, adipic acid, azelaic acid or decanedioic acid.
9. preparation method according to claim 1, it is characterised in that in step（2）In, the reaction time of the reaction is
24-96 hours, reaction temperature be 100-130 DEG C.
10. preparation method according to claim 1, it is characterised in that in step（3）In, multiblock amide solution
Concentration be 0.5mg/ml-10mg/ml.
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| CN111073881A (en) * | 2018-10-02 | 2020-04-28 | 金贤锡 | Composition for hair regeneration comprising induced exosomes |
| CN111151137A (en) * | 2020-01-03 | 2020-05-15 | 浙江工业大学 | High-flux high-salt-rejection reverse osmosis composite membrane and preparation method thereof |
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Cited By (3)
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| CN111073881A (en) * | 2018-10-02 | 2020-04-28 | 金贤锡 | Composition for hair regeneration comprising induced exosomes |
| CN111151137A (en) * | 2020-01-03 | 2020-05-15 | 浙江工业大学 | High-flux high-salt-rejection reverse osmosis composite membrane and preparation method thereof |
| CN111151137B (en) * | 2020-01-03 | 2022-03-15 | 浙江工业大学 | High-flux high-salt-rejection reverse osmosis composite membrane and preparation method thereof |
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