CN106498626A - A kind of preparation method of cross linked ciclodextrines nano fibrous membrane - Google Patents
A kind of preparation method of cross linked ciclodextrines nano fibrous membrane Download PDFInfo
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- CN106498626A CN106498626A CN201610939732.6A CN201610939732A CN106498626A CN 106498626 A CN106498626 A CN 106498626A CN 201610939732 A CN201610939732 A CN 201610939732A CN 106498626 A CN106498626 A CN 106498626A
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- cyclodextrin
- preparation
- fibrous membrane
- nano fibrous
- cross linked
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- D—TEXTILES; PAPER
- D04—BRAIDING; LACE-MAKING; KNITTING; TRIMMINGS; NON-WOVEN FABRICS
- D04H—MAKING TEXTILE FABRICS, e.g. FROM FIBRES OR FILAMENTARY MATERIAL; FABRICS MADE BY SUCH PROCESSES OR APPARATUS, e.g. FELTS, NON-WOVEN FABRICS; COTTON-WOOL; WADDING ; NON-WOVEN FABRICS FROM STAPLE FIBRES, FILAMENTS OR YARNS, BONDED WITH AT LEAST ONE WEB-LIKE MATERIAL DURING THEIR CONSOLIDATION
- D04H1/00—Non-woven fabrics formed wholly or mainly of staple fibres or like relatively short fibres
- D04H1/70—Non-woven fabrics formed wholly or mainly of staple fibres or like relatively short fibres characterised by the method of forming fleeces or layers, e.g. reorientation of fibres
- D04H1/72—Non-woven fabrics formed wholly or mainly of staple fibres or like relatively short fibres characterised by the method of forming fleeces or layers, e.g. reorientation of fibres the fibres being randomly arranged
- D04H1/728—Non-woven fabrics formed wholly or mainly of staple fibres or like relatively short fibres characterised by the method of forming fleeces or layers, e.g. reorientation of fibres the fibres being randomly arranged by electro-spinning
-
- D—TEXTILES; PAPER
- D01—NATURAL OR MAN-MADE THREADS OR FIBRES; SPINNING
- D01D—MECHANICAL METHODS OR APPARATUS IN THE MANUFACTURE OF ARTIFICIAL FILAMENTS, THREADS, FIBRES, BRISTLES OR RIBBONS
- D01D5/00—Formation of filaments, threads, or the like
- D01D5/0007—Electro-spinning
- D01D5/0015—Electro-spinning characterised by the initial state of the material
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- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Mechanical Engineering (AREA)
- Separation Using Semi-Permeable Membranes (AREA)
- Medicinal Preparation (AREA)
- Artificial Filaments (AREA)
Abstract
The invention provides a kind of preparation method of cross linked ciclodextrines nano fibrous membrane.Comprise the following steps:(1) α cyclodextrin, beta cyclodextrin, γ cyclodextrin and polyvinylpyrrolidone are configured to certain density mixed solution respectively;(2) the mixing nanofiber of cyclodextrin/polyvinylpyrrolidone is prepared by the method for electrostatic spinning;(3) with 1,6 two isocyanato hexanes are cross-linking agent, by in-situ cross-linked method, prepare the mixing nanofiber of the cyclodextrin/polyvinylpyrrolidone after crosslinking;(4) cross linked ciclodextrines nanofiber is obtained by washing most of polyvinylpyrrolidone in removing nanofiber.Cyclodextrin nano fibrous membrane cyclodextrin solid content due to obtaining is high, and specific surface area is big, so as to have good absorbability, can be used for the fields such as sewage disposal, purification of air, spice slow-releasing and medicine controlled releasing.
Description
Technical field
The invention belongs to field of nano material preparation, and in particular to a kind of preparation side of cross linked ciclodextrines nano fibrous membrane
Method.
Background technology
Cyclodextrin is that a class is hydrophilic with the hollow cylinder three-dimensional ring structure and inner chamber hydrophilic exterior for tapering slightly
Molecule, have the advantages that being easy to chemical modification, good biocompatibility, low production cost.Which is widely used in medicine and pesticide
The field such as solubilising and controlled release, the separation of chipal compounds, printing and dyeing, cosmetics and food additive.Cyclodextrin is by chemistry at present
The existing number of ways of method immobilization, but presence is relatively low by the method resulting materials cyclodextrin solid content of surface modification, and straight
Connected prepare in the solution cross linked ciclodextrines exist again specific surface area little the shortcomings of.Therefore develop one kind to prepare while having
The universal method of the big cyclodextrin nano functional material of higher solids content and specific surface area, is conducive to improving cyclodextrin function
Using value of the material in the fields such as the controlled release of medicine or spice, adsorbing separation.
Electrostatic spinning is that one kind can continuously prepare the technology of (micro-) rice fiber received.By preparing certain density macromolecule
Solution or molten mass, in addition high-voltage electrostatic field, makes the power suffered by macromolecule drop overcome its surface tension, injection to be formed thin
Stream, further under electric field action stretches and cleaves, finally formed on receiver board and receive (micro-) rice fibrous membrane.The system of such material
Standby process is simple, highly versatile, and can with by multiple macromolecular materials and small molecule by mode systems such as blending, Dispersion relations
Standby nano fibrous membrane.Preparation-obtained nano fibrous membrane has three dimensional structure, it may have larger specific surface area, in biological doctor
The field such as medicine and bio-medical material, electron-optical nano-device, high efficiency filter and absorption is all widely used.Using electrostatic
Spining technology prepares cyclodextrin nano fiber film material, and preparation process is simple, controllable, and obtained nano fibrous membrane has soft light
Thin, high length-diameter ratio, high-specific surface area and nanometer level microporous product feature.
The micro/nano fibrous membrane material containing cyclodextrin is prepared by electrostatic spinning in the present invention, then passes through in-situ cross-linked-water
Wash away cross linked ciclodextrines micro/nano fibrous membrane material is prepared except the method for chelating polymer template.The method highly versatile, prepared material
Material can still keep the basic pattern of nano fibrous membrane, and as the material cyclodextrin solid content is high, specific surface area is big, select
The fields such as property adsorbing separation, medicine and spice controlled release have potential using value.
Content of the invention
The present invention relates to a kind of method of new cross linked ciclodextrines nano fibrous membrane, the technical scheme of employing includes cyclodextrin
With water soluble polymer mixing electrostatic spinning, then it is crosslinked in acetone soln situ, removes finally by simple washing water-soluble
The method of property chelating polymer template prepares cross linked ciclodextrines micro/nano fibrous membrane material.
A kind of method of cross linked ciclodextrines nano fibrous membrane, comprises the following steps:
(1) preparation of cyclodextrin (CD)/polyvinylpyrrolidonenanometer nanometer fiber membrane:
The aqueous povidone solution of 10% (w/v) is prepared, appropriate alpha-cyclodextrin stirring and dissolving is added.Solution is put
In carry 7#In the 10mL syringes of (internal diameter is 0.7mm) tack syringe needle.Using constant current syringe pump with 0.2mL h-1Flow velocity defeated
Send mixture solution.Using aluminium foil as receiving screen, the reception distance between syringe needle and aluminium foil is set to 20cm, and voltage is set to
16kV.The preparation of all of nano fibrous membrane at 25 DEG C, relative humidity be 40% environment in prepare.Containing gamma-cyclodextrin
Nano fibrous membrane the same alpha-cyclodextrin of preparation method.Due to beta-schardinger dextrin-, in water, dissolubility is relatively low, containing beta-schardinger dextrin-
The preparation of polyvinylpyrrolidonenanometer nanometer fiber membrane uses DMF instead for solvent, and its spinning condition is ibid.
(2) preparation of cross linked ciclodextrines/polyvinylpyrrolidonenanometer nanometer fiber membrane:
Respectively by the nano fibrous membrane immersion anhydrous propanone of three kinds of solution preparations in (1), then Deca is appropriate thereto
1,6- bis- isocyanato hexane (HDI) simultaneously shakes up, and sealing under room temperature condition is placed 15 days.Take the film out and cleaned with anhydrous propanone
Three times, vacuum dried after both cross linked ciclodextrines/polyvinylpyrrolidonenanometer nanometer fiber membrane.
(3) preparation of cross linked ciclodextrines nano fibrous membrane:
The three kinds of cross linked ciclodextrines/polyvinylpyrrolidonenanometer nanometer fiber membranes prepared in (2) are immersed respectively and is equipped with
In the conical flask of distilled water, vibrate 12 hours, wash away the polyvinylpyrrolidone in nano fibrous membrane.Repeated washing three times, warp
Vacuum drying had both obtained cross linked ciclodextrines nano fibrous membrane.
Wherein added by step (1), polyvinylpyrrolidone is template macromolecule, and itself and cyclodextrin mass ratio are 1: 0.3~2;
Cyclodextrin includes alpha-cyclodextrin, beta-schardinger dextrin-, gamma-cyclodextrin and replacement ring that other contain carboxyl, hydroxyl or amidine functional group
Dextrin.
Wherein in step (1) electrospinning conditions be ambient temperature range at 5~60 DEG C, envionmental humidity≤70%,
The spinning liquid for preparing is added in the syringe with the metal needle for having polished, syringe needle connects positive source, with
Used as receiving device, it is 10~40cm that negative pole of connecting with the mains receives distance to aluminium foil, and voltage is 10~25kV, and spinning liquid injects speed
0.1~2mL/h.Wherein in step (2), agents useful for same should carry out Non-aqueous processing in advance, cross-linking agent be 1,6-, bis- isocyanatos oneself
Alkane, also can select other diisocyanates cross-linking agent, and sealing crosslinking time is 1~45 day, crosslinking temperature scope 20~
56.53℃.
Wherein step (2), employ the method that in-situ cross-linked-washing removes chelating polymer template in (3);Step is received in (3)
Rice fibrous membrane distilled water is washed more than once clearly.
In sum, compared to the preparation method of prior art, what the present invention had is characterized in that:
(1) present invention using the cyclodextrin/polyvinylpyrrolidonenanometer nanometer fiber membrane prepared by electrostatic spinning technique, paste by ring
Smart solid content is adjustable, spinning process is continuous, preparation process is controllable, operating procedure is simple and can prepare on a large scale.
(2) present invention is adopted nano fibrous membrane is in-situ cross-linked-the washing method of removing removing template, material easily obtains, and prepares
Technique is simpler, and technological parameter is relatively easy to control, and can keep the basic pattern of its nano fibrous membrane after being crosslinked and washing.
(3) the method gained cross linked ciclodextrines fibrous material has the advantages that cyclodextrin solid content height, specific surface area are big.
Description of the drawings
Fig. 1 is preparation flow figure of the present invention
Fig. 2 is to remove removing template and absorption schematic diagram after nano fibrous membrane of the present invention is crosslinked
Fig. 3 is the scanning electron microscope (SEM) photograph of the cross linked ciclodextrines micro/nano fibrous membrane material prepared by the embodiment of the present invention
Specific embodiment
The present invention is described below by way of instantiation.However, the present invention does not receive any restriction of lifted instantiation.This
Art personnel understand, can make change to the present invention or adjust in the case of without departing from spirit and scope of the present invention,
These changes or adjustment are also included in protection scope of the present invention.
Embodiment:
(1) preparation of cyclodextrin (CD)/polyvinylpyrrolidonenanometer nanometer fiber membrane:
The aqueous povidone solution of 10% (w/v) is prepared, appropriate alpha-cyclodextrin stirring and dissolving is added.Solution is put
In carry 7#In the 10mL syringes of (internal diameter is 0.7mm) tack syringe needle.Using constant current syringe pump with 0.2mL h-1Flow velocity defeated
Send mixture solution.Using aluminium foil as receiving screen, the reception distance between syringe needle and aluminium foil is set to 20cm, and voltage is set to
16kV.The preparation of all of nano fibrous membrane at 25 DEG C, relative humidity be 40% environment in prepare.Containing gamma-cyclodextrin
Nano fibrous membrane the same alpha-cyclodextrin of preparation method.Due to beta-schardinger dextrin-, in water, dissolubility is relatively low, containing beta-schardinger dextrin-
The preparation of polyvinylpyrrolidonenanometer nanometer fiber membrane uses DMF instead for solvent, and its spinning condition is ibid.
(2) preparation of cross linked ciclodextrines/polyvinylpyrrolidonenanometer nanometer fiber membrane:
Respectively by the nano fibrous membrane immersion anhydrous propanone of three kinds of solution preparations in (1), then Deca is appropriate thereto
1,6- bis- isocyanato hexane (HDI) simultaneously shakes up, and sealing under room temperature condition is placed 15 days.Take the film out and cleaned with anhydrous propanone
Three times, vacuum dried after both cross linked ciclodextrines/polyvinylpyrrolidonenanometer nanometer fiber membrane.
(3) preparation of cross linked ciclodextrines nano fibrous membrane:
The three kinds of cross linked ciclodextrines/polyvinylpyrrolidonenanometer nanometer fiber membranes prepared in (2) are immersed respectively and is equipped with
In the conical flask of distilled water, vibrate 12 hours, wash away the polyvinylpyrrolidone in nano fibrous membrane.Repeated washing three times, warp
Vacuum drying had both obtained cross linked ciclodextrines nano fibrous membrane.
Claims (5)
1. a kind of preparation method of cross linked ciclodextrines nano fibrous membrane, its feature are comprised the following steps:
(1) preparation of cyclodextrin (CD)/polyvinylpyrrolidonenanometer nanometer fiber membrane:
The aqueous povidone solution of 10% (w/v) is prepared, appropriate alpha-cyclodextrin stirring and dissolving is added.Solution is placed in band
Have 7#In the 10mL syringes of (internal diameter is 0.7mm) tack syringe needle.Using constant current syringe pump with 0.2mL h-1Flow velocity conveying mixed
Polymer solution.Using aluminium foil as receiving screen, the reception distance between syringe needle and aluminium foil is set to 20cm, and voltage is set to 16kV.
The preparation of all of nano fibrous membrane at 25 DEG C, relative humidity be 40% environment in prepare.Nanometer containing gamma-cyclodextrin
The same alpha-cyclodextrin of the preparation method of fibrous membrane.Due to beta-schardinger dextrin-, in water, dissolubility is relatively low, the polyethylene containing beta-schardinger dextrin-
The preparation of ketopyrrolidine nano fibrous membrane uses DMF instead for solvent, and its spinning condition is ibid.
(2) preparation of cross linked ciclodextrines/polyvinylpyrrolidonenanometer nanometer fiber membrane:
In the nano fibrous membrane immersion anhydrous propanone for preparing three kinds of solution in (1) respectively, then Deca appropriate 1,6- thereto
Two isocyanato hexanes (HDI) simultaneously shake up, and sealing under room temperature condition is placed 15 days.Take the film out three are cleaned with anhydrous propanone
Secondary, vacuum dried after both cross linked ciclodextrines/polyvinylpyrrolidonenanometer nanometer fiber membrane.
(3) preparation of cross linked ciclodextrines nano fibrous membrane:
The three kinds of cross linked ciclodextrines/polyvinylpyrrolidonenanometer nanometer fiber membranes prepared in (2) are immersed respectively equipped with distillation
In the conical flask of water, vibrate 12 hours, wash away the polyvinylpyrrolidone in nano fibrous membrane.Repeated washing three times, through vacuum
Dry.
2. the preparation method of cyclodextrin nano fiber film material according to claim 1, it is characterised in that:In step (1)
Added polyvinylpyrrolidone is template macromolecule, and itself and cyclodextrin mass ratio are 1: 0.3~2;Cyclodextrin include alpha-cyclodextrin,
Beta-schardinger dextrin-, gamma-cyclodextrin, HP-β-CD, carboxylic group-beta-cyclodextrin and other contain carboxyl, hydroxyl or amido sense
The substituted cyclodextrin of group.
3. the preparation method of cyclodextrin nano fiber film material according to claim 1, it is characterised in that:In step (1)
Electrospinning conditions are 5~60 DEG C of ambient temperature, and envionmental humidity≤70% is added to the spinning liquid for preparing with
In the syringe of the metal needle for polishing, syringe needle connects positive source, and receiving device is flat board or cylinder, connects with the mains negative
It is 10~40cm that pole receives distance, and voltage is 10~25kV, and spinning liquid injects 0.1~2mL/h of speed.
4. the preparation method of cyclodextrin nano fiber film material according to claim 1, it is characterised in that:In step (2)
Agents useful for same should first carry out Non-aqueous processing, and cross-linking agent includes that toluene di-isocyanate(TDI), hexamethylene diisocyanate, methylcyclohexyl two are different
Cyanate, dicyclohexyl methyl hydride diisocyanate, methyl diphenylene diisocyanate, liquefaction methyl diphenylene diisocyanate,
Naphthalene diisocyanate, isophorone diisocyanate, not yellowing class diisocyanate, not yellowing class diisocyanate, 1,6- bis-
Isocyanato hexane, sealing crosslinking time is 1~45 day, and crosslinking temperature scope is at 20~56.53 DEG C.
5. the preparation method of cyclodextrin nano fiber film material according to claim 1, it is characterised in that:Step (2),
(3) method that in-situ cross-linked-washing removes chelating polymer template is employed in;In step (3), nano fibrous membrane is cleaned with distilled water
Once and more than.
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Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN113062003A (en) * | 2021-04-13 | 2021-07-02 | 浙江理工大学 | Method for preparing high latent heat nanometer intelligent fiber through crosslinking |
CN115887734A (en) * | 2022-10-11 | 2023-04-04 | 北京化工大学常州先进材料研究院 | Micro-nano fiber dressing |
CN116870231A (en) * | 2023-08-03 | 2023-10-13 | 北京化工大学常州先进材料研究院 | Nanofiber dressing |
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Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
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CN113062003A (en) * | 2021-04-13 | 2021-07-02 | 浙江理工大学 | Method for preparing high latent heat nanometer intelligent fiber through crosslinking |
CN115887734A (en) * | 2022-10-11 | 2023-04-04 | 北京化工大学常州先进材料研究院 | Micro-nano fiber dressing |
CN116870231A (en) * | 2023-08-03 | 2023-10-13 | 北京化工大学常州先进材料研究院 | Nanofiber dressing |
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