CN106622054A - Method for preparing polyamide double-layer microcapsule - Google Patents
Method for preparing polyamide double-layer microcapsule Download PDFInfo
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Abstract
The invention relates to a method for preparing a polyamide double-layer microcapsule. The method comprises the following steps: firstly, preparing a polyamide single-layer microcapsule through a micro-channel; utilizing the higher specific surface area and permeability of a microcapsule film to introduce water into the microcapsule; forming an oil-in-water structure in the microcapsule; and adding a certain amount of amine into water and triggering the polymerization reaction on an oil water interface in the microcapsule, thereby acquiring the polyamide double-layer microcapsule. The scale of the microcapsule can be adjusted by adjusting the flow rate of continuous phase and dispersion phase. The morphological feature of the microcapsule is utilized to prepare a multi-chamber microcapsule; the method for coupling with the micro-channel is more convenient in operation and lower in production cost; the method is suitable for different polymer microcapsules having interfacial polymerization reaction; and the slow release performances of the prepared double-layer microcapsule and the single-layer microcapsule are in huge difference.
Description
Technical field
The present invention relates to slow release method field, complicated soft capsule field and microfluidic art；One kind especially set out is not
The method for depending on complicated micro-fluid chip to prepare double-decker microcapsules.
Background technology
Microcapsules refer to by natural or artificial synthesized macromolecular material develop with the miniature of polymeric shell wall
Container or packing material.Its size is needed by microscope in several microns to hundreds of micrometer range (diameter is typically at 5-200 μm)
Just it is observed that.Microcapsules technology be it is a kind of using filmogen (often from thermoplastic macromolecule material) as shell matter, with solid
The method that body, liquid or gas are overmolding to the capsule of core-shell morphology structure for core material, the thickness of shell is 0.2-1.0 μm.It is this
Core-shell structure makes microcapsules have protection, barrier, makes both to be invaded by external environment by the core material of shell protection
Affect, while and with the barrier property that will not outwardly escape.
Microcapsules are widely used, and are commonly applied to medicine, cosmetics, food, printing, coating, microreactor
Deng field, because its application surface is quite varied, for the temperature of microcapsules research remains high always, in recent years, with grinding
That what is studied carefully gos deep into, and various new microcapsules arise at the historic moment, and the microcapsules of such as bio-compatibility are applied to produce man-made organ
In, there are the microcapsules of reactivity be used to prepare in the material with self-healing capability for some.Current single-chamber room microcapsules
Technology of preparing it is highly developed, more researchs are concentrated in the preparation of multi-chamber microcapsules
Using the main purpose of microcapsules technology：1. nuclear matter and extraneous medium are intercepted, is reduced between nuclear matter and medium
Transmission is acted on.2. change nuclear matter dispersity in media as well, overcome the thermodynamics incompatibility of medium and nuclear matter.3. it is real
The sustained release of existing nuclear matter or positioning release.And the function and property of microcapsules are heavily dependent on its structure, size and film
Constituent.For example, the monodispersity and homogeneity of microcapsules ensure that the quantitative parcel of nuclear matter and homogeneous release, this
It is also the important guarantee for realizing microcapsules in field of medicaments application, therefore, the preparation of the microcapsules with multi-chamber structure becomes
Present study hotspot.
The preparation method of common multi-chamber microcapsules is with complicated emulsion as template, then by further interfacial polymerization
Obtain, and the preparation of double emulsion will often depend on the coupling technique of micromodule, by wrapping up layer by layer, prepare different structure
Multi-chamber microcapsules.Weitz seminars have prepared a kind of biological compatible multi-cavity using the coupling of two cocurrent micromodules
Room microcapsules, by the release of rupture successively for controlling multi-chamber microcapsules, it is to avoid the cross pollution of different wrappages；
Lecommandoux seminars utilize same device, multi-chamber microcapsules to carry out structure and the reaction of analog cell and organelle.
By independently depositing three kinds of different enzymes in different sub- capsules, and realize that three kinds of enzymes react across the tandem type of sub- capsule, success
The gate for opening biochemical reaction in analog cell.The technology of this micromodule coupling is for line size and space knot
Structure requirement is exactly accurate, and not only manufacturing cost is expensive, and extremely easily blocks in preparation process, operates extremely inconvenient.
For Polyamide Microcapsules, its modal preparation method be by interfacial polymerization techniques, but for boundary
The mechanism of face polymerization still suffers from arguement now, but at present widely accepted theory is the theory of Morgan, and he thinks that interface is gathered
Close reaction to occur in the organic phase side at interface, be based primarily upon two aspects, aqueous phase monomers first easily dissolve in organic phase, and
Solubility of the oil phase monomer in water is minimum；Secondly acid chloride is easily hydrolyzed in oil phase.Due to the unique reaction of interfacial reaction
Mechanism, its film is different with the part degree of roughness near organic phase near water, and the side near organic phase is more coarse；Together
When solvent selection be also an important influence factor.So, it is impossible to it is prepared by the technology for enough being coupled using traditional micromodule
Bilayered microcapsule, therefore, for polyamide-based, the microcapsules for preparing complex internal structure are still a challenge.
The content of the invention
It is to provide a kind of new and easy method for preparing polyamide multi-chamber microcapsules that the purpose of the present invention is, solution
The harsh problem of the high cost of the multi-chamber microcapsule preparation method for having determined traditional, cumbersome, condition.Meanwhile, this invention
Restriction of the solvent for PA membrane is overcome, under conditions of solvent is not changed, is prepared for by simple operations polyamide-based
Multi-chamber microcapsules.
First polyamide Single-layer microcapsules are prepared by microchannel, recycle microcapsule membrane that there is larger specific surface area
Property and permeability, direct water into inside microcapsules, and oil-in-water structure is formed in microcapsules, while adding in water
A certain amount of amine so that the oil-water interfaces of capsule occur polymerisation, so as to obtain the bilayered microcapsule of polyamide.And
And, we can pass through the flow velocity for adjusting continuous phase and dispersion phase, adjust the yardstick of microcapsules.
Technical scheme is as follows：
A kind of method for preparing polyamide bilayered microcapsule；Using Polyamide Microcapsules film surface morphology feature and
Permeability, the microcapsules with large specific surface area are placed in distilled water, and by osmosis double-decker is formed；It is re-introduced into
Polymerized monomer diamine, prepares bilayered microcapsule.
The method and step for preparing polyamide bilayered microcapsule of the present invention is as follows：
(1) Single-layer microcapsules for preparing are taken out, flow water washing, and in being subsequently placed in distilled water, water penetration enters glue in a subtle way
In cyst membrane so that just tunic and separation of oil, in microcapsules oil-in-water structure is internally formed；
(2) diamine is added in distilled water, diamine is soluble in water to be penetrated in film, the water-oil interface in film
On, there is interface polymerization reaction with the excessive binary acyl chlorides of oil phase, the second tunic is formed, so as to obtain the microcapsules of bilayer.
Change the specific surface of Single-layer microcapsules in the step (1) by adjusting the concentration and aqueous viscosity of reaction monomers
Product.
The step (2) using microcapsule membrane there is large specific surface area characteristic and permeability to form double-decker.
The step (2) passes through to change the type that diamine is added in water, prepares double with two kinds of different type films
Microcapsule.
Single-layer microcapsules are prepared using aliphatic or aromatic diamine, by washing and being immersed in Single-layer microcapsules
Portion forms oil-in-water structure, then adds aromatic series or aliphatic diamine, aromatic series or aliphatic diamine to be dissolved in water in water
In penetrate in film, in the water-oil interface in film, there is interface polymerization reaction in the binary acyl chlorides excessive with oil phase, form the
Two tunics, that is, form the bilayered microcapsule with two kinds of different type PA membranes.
It is described as follows：
(1) polyethylene glycol is weighed, it is soluble in water as water phase 1, re-dissolved in the polyglycol solution of identical mass fraction
Reaction monomers diamine (aliphatic diamine：Ethylenediamine, 1,6- hexamethylene diamines, 1, carbon diamines of 10- ten etc. or aromatic dicarboxylic
Amine：P-phenylenediamine etc.) as water phase 2；Binary acyl chlorides (such as paraphthaloyl chloride, m-phthaloyl chloride) is dissolved into hexamethylene and chlorine
As oil phase in imitative mixed solvent, 2% tween is added in oil phase as surfactant；According to annotating oil phase in Fig. 1
Communicate with water in microchannel, prepare Single-layer microcapsules；
(2) Single-layer microcapsules for preparing are taken out, flow water washing, and in being subsequently placed in distilled water, water penetration enters glue in a subtle way
In cyst membrane so that just tunic and separation of oil, in microcapsules oil-in-water structure is internally formed；
(3) diamine is added in distilled water and (prepares Single-layer microcapsules in diamine used herein and the first step
Amine can be with identical, it is also possible to different), diamine is soluble in water to be penetrated in film, in the water-oil interface in film, with oil phase mistake
There is interface polymerization reaction in the binary acyl chlorides of amount, form the second tunic, so as to obtain the microcapsules of bilayer.
Change the ratio of Single-layer microcapsules in described method and step (2) by adjusting the concentration and aqueous viscosity of reaction monomers
Surface area.With the increase of viscosity, when film is formed, suffered resistance is bigger, therefore, prepared Single-layer microcapsules have
More folds, accordingly with larger specific surface area.
In described method and step (3), using microcapsule membrane there is large specific surface area characteristic and permeability to form bilayer
Structure.The film of microcapsules has larger permeability, and amine can be with entrance film soluble in water, when the microcapsules of individual layer are formed in water
After double-decker, diamine is added, then diamine can be entered in film with water, occurred with binary acyl chlorides excessive in interior oil core
Reaction, so as to form second layer PA membrane in film.
In described method and step (3), by the type that diamine is added in change water, prepare with two kinds of inhomogeneities
The bilayered microcapsule of type film.Single-layer microcapsules are prepared using aliphatic (or aromatic series) diamine, by washing and being immersed in
Single-layer microcapsules are internally formed oil-in-water structure, then aromatic series (or aliphatic) diamine is added in water, aromatic series (or fat
Race) diamine is soluble in water penetrates in film, in the water-oil interface in film, interface occurs with oil phase excessive binary acyl chlorides
Polymerisation, forms the second tunic, you can form the bilayered microcapsule with two kinds of different type PA membranes.
It is an advantage of the current invention that：
(1) microcapsules of multi-chamber are prepared for using the morphological feature of microcapsules, the method coupled with microchannel is more square
Convenient to operate, production cost is also lower.
(2) this preparation method has versatility, is applicable to the different types of polymer with interface polymerization reaction
Microcapsules.
(3) specific surface area of Single-layer microcapsules can be changed by changing reaction condition, various different structures can be prepared
Microcapsules.
(4) bilayered microcapsule that this method is prepared has very big difference with Single-layer microcapsules on sustained release performance.
Description of the drawings
Fig. 1 is the preparation flow figure of polyamide multi-chamber microcapsules.
Fig. 2 is its corresponding double-deck optical microscope of the Single-layer microcapsules of the preparation of embodiment 1.Yardstick bar is
500μm。
Fig. 3 is bilayered microcapsule and its corresponding microcapsules optics destroyed after outer layer softgel shell prepared by embodiment 2
Microscope figure.Yardstick bar is 500 μm.
Fig. 4 is the SEM figure and double-deck light microscope corresponding thereto of microcapsule membrane prepared by embodiment 3
Figure.Yardstick bar is 500 μm.
Fig. 5 is the optical microscope of single, double microcapsule prepared by embodiment 4.Yardstick bar is 500 μm.
Fig. 6 is the single, double microcapsule releasing curve diagram of embodiment 5.
Specific embodiment
Below in conjunction with the accompanying drawings the present invention is described in further detail with specific embodiment：
1st, polyethylene glycol is weighed, it is soluble in water as water phase 1, it is poly- containing identical mass fraction with water phase 1 in water phase 2
Diethanol, while being dissolved with reaction monomers diamine (present invention is illustrated by taking 1,6- hexamethylene diamines and p-phenylenediamine as an example)；Two
First acyl chlorides (present invention is illustrated by taking paraphthaloyl chloride as an example) is dissolved in the mixed solvent of hexamethylene and chloroform as oil
Phase, adds 2% tween as surfactant in oil phase, adjusts the mol ratio of diamine and binary acyl chlorides so that binary acyl
Chlorine excess.Water phase 1 and water phase 2 enter device by PVC pipeline, and oil phase is passed through the four fluorine tube for being connected with a plastic pin.Water phase first
It is passed through according to Fig. 1 in microchannel with oil phase, first water phase 1 is contacted with oil phase, oil phase is dispersed into into drop, and with water phase 1
Downstream is reached, is converged with water phase 2.The reaction monomers binary of dissolving in the reaction monomers binary acyl chlorides and the water phase 2 that dissolve in drop
There is interface polymerization reaction in amine, prepare Single-layer microcapsules.
2nd, the Single-layer microcapsules for preparing are taken out, flowing water washing repeatedly, in being subsequently placed in distilled water, enter in a subtle way by water penetration
In capsule membrane so that just tunic and separation of oil, in microcapsules oil-in-water structure is internally formed.
3rd, diamine is added in distilled water, diamine is soluble in water to be penetrated in film, the water-oil interface in film
On, there is interface polymerization reaction with binary acyl chlorides excessive in oil phase, the second tunic is formed, so as to obtain the microcapsules of bilayer.
Embodiment 1
5% polyglycol solution is prepared as water phase 1, water phase 2 be by 1, that 6- hexamethylene diamines are dissolved in 5% polyethylene glycol is molten
In liquid, 1, the concentration of 6- hexamethylene diamines be 0.05mol/L；Paraphthaloyl chloride is dissolved in mixed solution of the hexamethylene with chloroform
Used as oil phase, the concentration ratio for controlling 1,6- hexamethylene diamines and paraphthaloyl chloride is 1:2, the concentration of paraphthaloyl chloride is
0.10mol/L, the Tween 80 of addition 1% is used as surfactant in oil phase；The flow velocity for adjusting water phase 1 and water phase 2 is
0.5mL/Min, Oil phase flow rate is 10 μ L/Min；Three-phase fluid is passed through in microfluidic device simultaneously, through polymerisation, is prepared
Single-layer microcapsules.
The Single-layer microcapsules for preparing are taken out, circulating water is washed twice, is then placed in distilled water, made by permeating
With water is entered in microcapsule membrane, then 1,6- hexamethylene diamines are added in water, 1,6- hexamethylene diamines and paraphenylene terephthalamide excessive in oily core
Chlorine reacts, and forms the microcapsules of duplicature.Fig. 2 is its corresponding double-deck light of the Single-layer microcapsules of the preparation of embodiment 1
Microscope figure is learned, it will be seen that Single-layer microcapsules surface is very coarse from figure, full of fold, such as Fig. 2 a.By the condition
The microcapsules of lower preparation are placed in water, in the short period of time, you can form oil-in-water structure in capsule, and this explanation should
Under the conditions of Single-layer microcapsules there is larger specific surface area.After 1,6- hexamethylene diamines are added in water again, you can form double-deck
Microcapsules.
Embodiment 2
Used as water phase 1, water phase 2 is that p-phenylenediamine is dissolved in into 5% polyglycol solution to the polyglycol solution of preparation 5%
In, the concentration of p-phenylenediamine is 0.05mol/L；Paraphthaloyl chloride is dissolved in the mixed solution of hexamethylene and chloroform as
Oil phase, it is 1 to control p-phenylenediamine with the concentration ratio of paraphthaloyl chloride:2, the concentration of paraphthaloyl chloride is 0.10mol/L, to
The Tween 80 of addition 1% is used as surfactant in oil phase；The flow velocity of water phase 1 and water phase 2 is adjusted for 0.5mL/Min, oil phase stream
Speed is 10 μ L/Min；Three-phase fluid is passed through in microfluidic device simultaneously, through polymerisation, Single-layer microcapsules is prepared.
The Single-layer microcapsules for preparing are taken out, circulating water is washed twice, is then placed in distilled water, made by permeating
With water is entered in microcapsule membrane, then 1,6- hexamethylene diamines are added in water, 1,6- hexamethylene diamines and paraphenylene terephthalamide excessive in oily core
Chlorine reacts, and forms the microcapsules of the duplicature with two kinds of different type PA membranes.Fig. 3 is the double-deck micro- of the preparation of embodiment 2
Capsule and its corresponding microcapsules optical microscope for destroying outer layer softgel shell thickness.The outer shell of bilayered microcapsule is in figure
PPTA, inner layer case is poly- hexamethylene terephthalamide.
Embodiment 3
1% polyglycol solution is prepared as water phase 1, water phase 2 be by 1, that 6- hexamethylene diamines are dissolved in 1% polyethylene glycol is molten
In liquid, 1, the concentration of 6- hexamethylene diamines be respectively 0.01mol/L, 0.03mol/L, 0.05mol/L；Paraphthaloyl chloride is dissolved into
As oil phase in the mixed solution of hexamethylene and chloroform, the concentration ratio for controlling 1,6- hexamethylene diamines and paraphthaloyl chloride is 1:2, it is right
The concentration of the paraphthaloyl chloride answered is respectively 0.02mol/L, 0.06mol/L, 0.10mol/L, and addition 1% tells in oil phase
Temperature 80 is used as surfactant；The flow velocity for adjusting water phase 1 and water phase 2 is 0.5mL/Min, and Oil phase flow rate is 10 μ L/Min；By three
Phase fluid is passed through in microfluidic device simultaneously, through polymerisation, prepares the individual layer of the polyamide under three groups of different monomers concentration
Microcapsules.
The Single-layer microcapsules for preparing are taken out, circulating water is washed twice, is then placed in distilled water, made by permeating
With water is entered in microcapsule membrane, then 1,6- hexamethylene diamines are added in water, 1,6- hexamethylene diamines and paraphenylene terephthalamide excessive in oily core
Chlorine reacts, and forms the microcapsules of duplicature.Fig. 4 is the SEM figures of microcapsule membrane prepared by embodiment 3 and corresponding thereto double
The optical microscope of Rotating fields, wherein figure a and figure d is corresponding 1, the concentration (C of 6- hexamethylene diaminesHDMA) it is 0.01mol/L, to benzene
Dimethyl chloride (CTPC) concentration be 0.02mol/L；The figure b and corresponding C of figure eHDMA=0.03, CTPC=0.06；Figure c and f pair, figure
The C for answeringHDMA=0.05, CTPC=0.10.It will be seen that when monomer concentration is relatively low, surface of microcapsule is very thick from figure
It is rough, full of fold, such as Fig. 4 a, the microcapsules prepared under the conditions of this are placed in water, in the short period of time, you can form double-deck
Structure, this illustrates that the microcapsules under the conditions of this have larger extension elasticity and permeability；With the increase of polymeric monomer concentration,
Microcapsule membrane configuration of surface tends to flat smooth, such as Fig. 4 c, but corresponding extension elasticity is gradually lowered, when being placed in water identical
Between, it is impossible to it is enough to form double-deck structure, such as Fig. 4 f.
Embodiment 4
Used as water phase 1, water phase 2 is that 1,6- hexamethylene diamines are dissolved in into difference to the polyglycol solution of preparation 1%, 5%, 10%
In the polyglycol solution of mass fraction, 1, the concentration of 6- hexamethylene diamines be respectively 0.05mol/L；Paraphthaloyl chloride is dissolved into
As oil phase in the mixed solution of hexamethylene and chloroform, the concentration ratio for controlling 1,6- hexamethylene diamines and paraphthaloyl chloride is 1:2, it is right
The concentration of the paraphthaloyl chloride answered is respectively 0.10mol/L, and the Tween 80 of addition 1% is used as surfactant in oil phase；
The flow velocity for adjusting water phase 1 and water phase 2 is 0.5mL/Min, and Oil phase flow rate is 10 μ L/Min；Three-phase fluid is passed through into microfluid simultaneously
In device, through polymerisation, the Single-layer microcapsules of the polyamide under three groups of different monomers concentration are prepared.
The Single-layer microcapsules for preparing are taken out, circulating water is washed twice, is then placed in distilled water, made by permeating
With water is entered in microcapsule membrane, then 1,6- hexamethylene diamines are added in water, 1,6- hexamethylene diamines and paraphenylene terephthalamide excessive in oily core
Chlorine reacts, and forms the microcapsules of duplicature.Fig. 5 is the optical microscope of microcapsules prepared by embodiment 4, and 5a and 5d is poly- second
The microcapsules that glycol mass fraction is prepared when being 1%；5b and 5e corresponding mass fraction 5%；5c and 5f corresponding mass fraction 10%.
The surface of microcapsules is more smooth from Fig. 5 a, b, c it will be seen that when aqueous viscosity is relatively low, with aqueous viscosity
Increase, surface of microcapsule fold increases, obvious deformation occur, this be due to the increase of viscosity, it is suffered when film is formed
The resistance for arriving is bigger, therefore, prepared Single-layer microcapsules have more folds, accordingly with larger specific surface area.
See from Fig. 5 d, e, f, when polyethylene glycol mass fraction is 1%, the specific surface area of microcapsules is not enough to form it into bilayer
Structure, distilled water can be entered in PA membrane, but is not enough to separate oil phase and film layer, only form little water droplet one by one, with
The continuation increase of viscosity, internal-and external diameter ratio is gradually reduced, and can prepare the bilayered microcapsule of different structure.But, with
The increase of viscosity, the deformation of microcapsules is also increasing, it will be seen that when the mass fraction of polyethylene glycol is from Fig. 5 f
When 10%, outer layer microcapsules are rendered as fusiform.
Embodiment 5
5% polyglycol solution is prepared as water phase 1, water phase 2 be by 1, that 6- hexamethylene diamines are dissolved in 5% polyethylene glycol is molten
In liquid, 1, the concentration of 6- hexamethylene diamines be 0.05mol/L；Paraphthaloyl chloride is dissolved in mixed solution of the hexamethylene with chloroform
Used as oil phase, while dissolving 0.05mol/L disperse blues, the concentration ratio for controlling 1,6- hexamethylene diamines and paraphthaloyl chloride is 1:2, it is right
The concentration of phthalyl chloride is 0.10mol/L, and the Tween 80 of addition 1% is used as surfactant in oil phase；Adjust the He of water phase 1
The flow velocity of water phase 2 is 0.5mL/Min, and Oil phase flow rate is 10 μ L/Min；Three-phase fluid is passed through in microfluidic device simultaneously, is passed through
Polymerisation, prepares Single-layer microcapsules.Take out partially dried continuing to employ.
The Single-layer microcapsules for preparing are taken out, circulating water is washed twice, is then placed in distilled water, made by permeating
With water is entered in microcapsule membrane, then 1,6- hexamethylene diamines are added in water, 1,6- hexamethylene diamines and paraphenylene terephthalamide excessive in oily core
Chlorine reacts, and forms the microcapsules of duplicature.The bilayered microcapsule for preparing is taken out, is dried, weigh the double-deck and single of phase homogenous quantities
Microcapsule, by extractant of acetone its sustained release performance is surveyed.Fig. 6 is the single, double microcapsule releasing curve diagram of embodiment 5.From figure
In we can see that the release of Single-layer microcapsules starts at the uniform velocity to discharge, go swiftly to transition stage, and reach balance
Stage；And double-deck micro- glue at the uniform velocity to discharge the stage longer than Single-layer microcapsules and also longer the time required to reaching equilibrium stage, so
Bilayered microcapsule has preferably performance in terms of sustained release.
Claims (6)
1. a kind of method for preparing polyamide bilayered microcapsule；It is characterized in that special using the surface morphology of Polyamide Microcapsules film
Levy and permeability, the microcapsules with large specific surface area are placed in distilled water, double-decker is formed by osmosis；
Polymerized monomer diamine is re-introduced into, bilayered microcapsule is prepared.
2. the method for claim 1, its characterization step is as follows：
(1) Single-layer microcapsules for preparing are taken out, flow water washing, and in being subsequently placed in distilled water, water penetration enters microcapsule membrane
It is interior so that just tunic and separation of oil, it is internally formed oil-in-water structure in microcapsules；
(2) diamine is added in distilled water, diamine is soluble in water to be penetrated in film, in the water-oil interface in film,
There is interface polymerization reaction with the excessive binary acyl chlorides of oil phase, form the second tunic, so as to obtain the microcapsules of bilayer.
3. method as claimed in claim 2, it is characterised in that in the step (1) by adjust reaction monomers concentration and
Aqueous viscosity changes the specific surface area of Single-layer microcapsules.
4. method as claimed in claim 2, it is characterised in that the step (2) has compared with Large ratio surface using microcapsule membrane
Product characteristic and permeability form double-decker.
5. method as claimed in claim 2, it is characterised in that the step (2) passes through to change the class that diamine is added in water
Type, prepares the bilayered microcapsule with two kinds of different type films.
6. method as claimed in claim 5, it is characterised in that prepare the micro- glue of individual layer using aliphatic or aromatic diamine
Capsule, oil-in-water structure is internally formed by washing with Single-layer microcapsules are immersed in, then aromatic series or aliphatic two are added in water
First amine, aromatic series or aliphatic diamine is soluble in water penetrates in film, in the water-oil interface in film, excessive with oil phase
There is interface polymerization reaction in binary acyl chlorides, form the second tunic, that is, formed and have the double-deck micro- of two kinds of different type PA membranes
Capsule.
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| CN108676549A (en) * | 2018-04-08 | 2018-10-19 | 天津大学 | The temperature controllable damping microcapsules and preparation method of containing water-soluble and oil-soluble phase-change material simultaneously |
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| CN111363522B (en) * | 2020-04-01 | 2021-06-01 | 迈科凯普(杭州)生物科技有限公司 | Multilayer heat-storage heat-preservation microcapsule applied to fabric and preparation method thereof |
| CN111363522A (en) * | 2020-04-01 | 2020-07-03 | 黄寅福 | Multilayer heat-storage heat-preservation microcapsule applied to fabric and preparation method thereof |
| CN113209314A (en) * | 2021-05-06 | 2021-08-06 | 杭州鹏敏医疗器械商行 | Preparation method of color developing oral capsule for detecting laryngopharyngeal reflux disease |
| FR3142105A1 (en) * | 2022-11-22 | 2024-05-24 | Ecole Centrale De Marseille | METHOD FOR MANUFACTURING MICROMETRIC POLYMERIC CAPSULES |
| WO2024110499A1 (en) * | 2022-11-22 | 2024-05-30 | Ecole Centrale De Marseille | Method for producing polymer microcapsules |
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