CN105885065B - A kind of preparation method of electro photoluminescence-near-infrared double-response high intensity hydrogel - Google Patents
A kind of preparation method of electro photoluminescence-near-infrared double-response high intensity hydrogel Download PDFInfo
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Abstract
The invention discloses a kind of preparation methods of electro photoluminescence near-infrared double-response high intensity hydrogel.First using temperature sensing polymer monomer as primary raw material, natural polymer is mixed, the temperature sensitive deformable hydrogel with half interpenetrating network structure is prepared;Followed by swelling action adsorption and oxidation agent, the pyrrole monomer successively of hydrogel, pyrrole monomer is made to be fully infiltrated into hydrogel network and by oxidizing formation polypyrrole.Due to the introducing of polypyrrole, the method prepare hydrogel is conductive and near-infrared response.When the hydrogel is in energized state or when being shone by near infrared light, its temperature increases, and causes the temperature sensing polymer network in hydrogel structure to shrink, to generate volume and change in shape, realize the double stimuli responsives of light, electricity, while its stimuli responsive behavior has good sensitivity.Hydrogel prepared by the present invention also has good mechanical performance and biocompatibility, and it is multi-field to can be applied to controlled drug delivery system, memory cell switch etc..
Description
Technical field
The present invention relates to the preparations of functional material, especially electro photoluminescence-near-infrared double-response high intensity hydrogel.
Background technology
For stimuli responsive hydrogel due to having a certain proportion of hydrophilic and hydrophobic grouping in its structure, environmental stimuli can be with shadow
The hydrogen bond action between the parent/hydrophobic effect or macromolecular chain of these groups is rung, to change the network structure of hydrogel, generates body
The variation of product and shape.Therefore, have in fields such as controlled drug delivery system, memory cell switch, artificial muscle, chemical separatings
Extensive potential value, wherein temperature-responsive hydrogel are one of hydrogels of greatest concern.
However the variation of traditional temperature-responsive hydrogel temperature is limited by external environment, stimuli responsive mode it is single and
Stimuli responsive sensitivity is bad, and bad mechanical property, constrains the application of hydrogel to a certain extent.It is traditional to overcome
The shortcomings that temperature-responsive hydrogel, we have proposed a kind of new approaches:By introducing stimuli responsive into temperature-responsive hydrogel
The substance of heat, with different stimulated source from its temperature change of hydrogel internal control, to realize the temperature-responsive of hydrogel.
Polypyrrole is conductive and near-infrared response, it is combined with temperature-responsive hydrogel, can assign hydrogel electric conductivity
With near infrared absorption effect, it can effectively expand the application range of hydrogel.
Invention content
The object of the present invention is to provide a kind of preparation methods of electro photoluminescence-near-infrared double-response high intensity hydrogel, should
Hydrogel prepared by method has the dual responsiveness of electro photoluminescence/near-infrared, its body can be efficiently controlled by bio-sensing
The variation of product and shape.Secondly, which has good mechanical performance and biocompatibility.
The present invention is to realize its goal of the invention, the technical scheme adopted is that a kind of electro photoluminescence-dual sound of near-infrared effect
The preparation method for answering high intensity hydrogel, is as follows:
A, the preparation of hydrogel:
Temperature sensing polymer monomer and natural polymer monomer are dissolved in deionized water, the two concentration range is respectively 5
~30wt.% and 1~20wt.%, is sufficiently stirred to form mixed solution.Then crosslinking agent is sequentially added into mixed solution and is helped
Agent, the amount ranges of crosslinking agent are 0.1~9.0wt.% of total monomer amount, and the amount ranges of auxiliary agent are 0.1~3.0wt.%.To
It is passed through inert gas in solution, to remove the oxygen in solution, then rapidly joins initiator, the amount ranges of initiator are total lists
1.0~10.0wt.% of the scale of construction causes to polymerize under conditions of room temperature obtaining the hydrogel with half interpenetrating network structure.
B, the absorption of oxidant:
Prepared hydrogel is placed in 10~30h of immersion in oxidizing agent solution during A is walked, and has been adsorbed the water of oxidant
Gel.Wherein, the quality of oxidant and the mass ratio of pyrrole monomer in chromium solution in C steps are 0.5 in oxidizing agent solution:1
~3:1.
C, the absorption and oxidation of pyrrole monomer:
The hydrogel that oxidant has been adsorbed during B is walked is immersed in chromium solution, and the quality of pyrrole monomer is that hydrogel is total
1~20wt.% of amount of monomer quality, 10~30h of avoid light place, makes pyrrole monomer be fully infiltrated into hydrogel network under condition of ice bath
In network and it is oxidized to form polypyrrole, to obtain object electro photoluminescence-near-infrared double-response high intensity hydrogel.
Compared with prior art, the beneficial effects of the invention are as follows:
One, in hydrogel prepared by the present invention, due to the introducing of polypyrrole, electric conductivity and near-infrared response are made it have
Property, i.e., when in energized state or when being shone by near infrared light, hydrogel temperature raising causes the Thermo-sensitive in system
Polymer network is shunk, and generates volume and change in shape, realizes the double stimuli responsives of light, electricity.Attached drawing 1 is obtained by the embodiment of the present invention
Form comparison before and after product near infrared light 30s, hydrogel generate significant volume contraction and change in shape, and water-setting
The contour line of glue is obviously by dizzy dye, this illustrates to have released liquid in hydrogel, and (middle part dark parts are hydrogel;External light-colored
Part is the hydrogel contour line drawn with red water-color paintbrush).
Two, natural polymer and temperature sensing polymer network form semi-intercrossing network in a manner of intermeshing in A steps
Structure, the metal ion in active group and oxidant in B steps in natural polymer generates complexing, this Semi-IPN
The synergistic effect of network structure and complexing makes hydrogel have good mechanical performance.
Three, in hydrogel prepared by the present invention, half interpenetrating network structure increases the porosity of hydrogel, is conducive to oxygen
The absorption of agent and pyrrole monomer, and the hydrogen bond action that is generated with polypyrrole of the amino of natural polymer and hydroxyl is by polypyrrole
Be fixed in gel network, thus in hydrogel the stably dispersing of polypyrrole and uniformly, to make hydrogel have good thorn
Swash response sensitivity.
Description of the drawings
Body shape changes comparison diagram of Fig. 1 target products of the present invention after near infrared light 30s;(a) it is pre-irradiation;(b)
After irradiation.
Specific implementation mode
Embodiment 1
A, the preparation of hydrogel:
By the n-isopropyl acrylamide (NIPAM) that concentration range is 0.226g and the soluble shell that concentration range is 0.1g
Glycan is dissolved in 2ml deionized waters, is sufficiently stirred.Then 2mg crosslinking agents N, N- di-2-ethylhexylphosphine oxide third is sequentially added into mixed solution
Acrylamide (Bis), 10 μ l TMEDA.It is passed through nitrogen into solution, to remove the oxygen in solution, then rapidly joins 10mg over cures
Sour ammonium (APS), polymerize 10h, obtains the hydrogel with half interpenetrating network structure at ambient temperature.
B, adsorption and oxidation agent:
Prepared hydrogel, which is placed in three ferrous solution of chlorination of a concentration of 0.06g/ml of 5ml, during A is walked impregnates 10h, obtains
To the hydrogel for having adsorbed oxidant.
C, the absorption and oxidation of pyrrole monomer:
The hydrogel that oxidant has been adsorbed during B is walked is immersed in the chromium solution that 4ml mass fractions are 1%, in ice bath
Under the conditions of avoid light place for 24 hours, so that pyrrole monomer is fully infiltrated into hydrogel network and be oxidized to form polypyrrole, to be had
There is the hydrogel of electro photoluminescence-near-infrared double-response.
Embodiment 2
A, the preparation of hydrogel:
300ml methacrylic acids-N, N- dimethylaminoethyl (DMAEMA) and 0.1g sodium alginates are dissolved in 2ml deionizations
Water is sufficiently stirred.Then 2mg crosslinking agents N, N- methylene-bisacrylamide (Bis), 10 μ l are sequentially added into mixed solution
TMEDA.It is passed through nitrogen into solution, to remove the oxygen in solution, then rapidly joins 20mg ammonium persulfates (APS) and the Asias 10mg
Sodium sulphate polymerize 10h at ambient temperature, obtains the hydrogel with half interpenetrating network structure.
B, adsorption and oxidation agent:
Prepared hydrogel, which is placed in the potassium persulfate solution of a concentration of 0.06g/ml of 5ml, during A is walked impregnates 10h, obtains
To the hydrogel for having adsorbed oxidant.
C, the oxidation of pyrroles and pyrroles are adsorbed:
The hydrogel that oxidant has been adsorbed during B is walked is immersed in the chromium solution that 4ml mass fractions are 1%, in ice bath
Under conditions of avoid light place for 24 hours, so that pyrrole monomer is fully infiltrated into hydrogel network and be oxidized to form polypyrrole, to obtain
With electro photoluminescence-near-infrared double-response water gel.
Embodiment 3
The operation of this example is substantially the same manner as Example 1, only changes the natural polymer monomer used in embodiment 1 into
Sodium alginate.
Embodiment 4
The operation of this example is substantially the same manner as Example 1, only changes the natural polymer monomer used in embodiment 1 into
Hyaluronic acid.
Embodiment 5
A, the preparation of hydrogel:
0.226g n-isopropyl acrylamide (NIPAM) and 0.2g water soluble chitosans are dissolved in 2ml deionized waters, filled
Divide stirring.Then 2ml PEGDMA, 10 μ l TMEDA are sequentially added into mixed solution.Nitrogen is passed through into solution, with removal
Oxygen in solution, then 40mg potassium peroxydisulfates (KPS) are rapidly joined, it polymerize 10h at ambient temperature, obtains that there is Semi-IPN net
The hydrogel of network structure.
B, adsorption and oxidation agent:
Prepared hydrogel, which is placed in the potassium persulfate solution of a concentration of 0.03g/ml of 10ml, during A is walked impregnates 10h, obtains
To the hydrogel for having adsorbed oxidant.
C, the oxidation of pyrroles and pyrroles are adsorbed:
The hydrogel that oxidant has been adsorbed during B is walked is immersed in the chromium solution that 4ml mass fractions are 2.5%, is being kept away
It is placed under the environment of light for 24 hours, pyrrole monomer is made to be fully infiltrated into hydrogel network and is oxidized to form polypyrrole, to be had
There is electro photoluminescence-near-infrared double-response water gel.
Embodiment 6
The operation of this example is substantially the same manner as Example 5, and initiator used in embodiment 5 is only changed to potassium peroxydisulfate
(KPS)。
Embodiment 7
The operation of this example is substantially the same manner as Example 5, and oxidant used in embodiment 5 is only changed to Potassiumiodate.
Embodiment 8
A, the preparation of hydrogel:
0.3g n-isopropyl acrylamide (NIPAM) and 0.2g gelatin are dissolved in 2ml deionizations
Water is sufficiently stirred.Then 4ml PEGDMA, 20 μ l TMEDA are sequentially added into mixed solution.Lead into solution
Enter nitrogen, to remove the oxygen in solution, then rapidly joins 40mg ammonium persulfates (APS), polymerize 10h at ambient temperature, obtain
To the hydrogel with half interpenetrating network structure.
B, adsorption and oxidation agent:
Prepared hydrogel is placed in three ferrous solution of the chlorination immersion 10h of a concentration of 0.048g/ml of 5ml during A is walked, and obtains
The hydrogel of oxidant is adsorbed.
C, the oxidation of pyrroles and pyrroles are adsorbed:
The hydrogel that oxidant has been adsorbed during B is walked is immersed in the chromium solution that 5ml mass fractions are 1.6%, is being kept away
It is placed under the environment of light for 24 hours, pyrrole monomer is made to be fully infiltrated into hydrogel network and is oxidized to form polypyrrole, to be had
There is electro photoluminescence-near-infrared double-response water gel.
Claims (1)
1. a kind of preparation method of electro photoluminescence-near-infrared double-response high intensity hydrogel, characterized in that steps are as follows:
The preparation of 1A, hydrogel:
The soluble chitosan that the n-isopropyl acrylamide NIPAM and concentration range of 0.226 g are 0.1 g is dissolved in 2 ml
Deionized water is sufficiently stirred;Then 2mg crosslinking agents N, N- methylene-bisacrylamide Bis is sequentially added into mixed solution, 10
μ l TMEDA, nitrogen is passed through into solution, to remove the oxygen in solution, then 10 mg ammonium persulfate APS is rapidly joined, in room
It polymerize 10 h under the conditions of temperature, obtains the hydrogel with half interpenetrating network structure;
1B, adsorption and oxidation agent:
Prepared hydrogel, which is placed in three ferrous solution of chlorination of a concentration of 0.06g/ml of 5ml, during 1A is walked impregnates 10 h, obtains
The hydrogel of oxidant is adsorbed;
The absorption and oxidation of 1C, pyrrole monomer:
The hydrogel that oxidant has been adsorbed during 1B is walked is immersed in the chromium solution that 4ml mass fractions are 1%, in condition of ice bath
Lower avoid light place for 24 hours, makes pyrrole monomer be fully infiltrated into hydrogel network and is oxidized to form polypyrrole, to obtain having electricity
The hydrogel of stimulation-near-infrared double-response;Alternatively,
The preparation of 2A, hydrogel:
300 ml methacrylic acids-N, N- dimethylaminoethyl DMAEMA and 0.1 g sodium alginates are dissolved in 2 ml deionized waters,
It is sufficiently stirred, 2 mg crosslinking agents N, N- methylene-bisacrylamide Bis, 10 μ l is then sequentially added into mixed solution
TMEDA is passed through nitrogen into solution, to remove the oxygen in solution, then rapidly joins the Asias 20 mg ammonium persulfates APS and 10 mg
Sodium sulphate polymerize 10 h at ambient temperature, obtains the hydrogel with half interpenetrating network structure;
2B, adsorption and oxidation agent:
Prepared hydrogel, which is placed in the potassium persulfate solution of a concentration of 0.06g/ml of 5ml, during 2A is walked impregnates 10 h, obtains
The hydrogel of oxidant is adsorbed;
The oxidation of 2C, absorption pyrroles and pyrroles:
The hydrogel that oxidant has been adsorbed during 2B is walked is immersed in the chromium solution that 4ml mass fractions are 1%, in the item of ice bath
24 h of avoid light place under part makes pyrrole monomer be fully infiltrated into hydrogel network and is oxidized to form polypyrrole, to be had
There is electro photoluminescence-near-infrared double-response water gel;Alternatively,
The preparation of 3A, hydrogel:
0.226 g n-isopropyl acrylamide NIPAM and 0.2 g water soluble chitosans are dissolved in 2 ml deionized waters, fully stirred
It mixes, 2 ml PEGDMA, 10 μ l TMEDA is then sequentially added into mixed solution and are passed through nitrogen into solution, it is molten to remove
Oxygen in liquid, then 40 mg potassium peroxydisulfate KPS are rapidly joined, it polymerize 10 h at ambient temperature, obtains with semi-intercrossing network
The hydrogel of structure;
3B, adsorption and oxidation agent:
Prepared hydrogel, which is placed in the potassium persulfate solution of a concentration of 0.03g/ml of 10ml, during 3A is walked impregnates 10 h, obtains
The hydrogel of oxidant is adsorbed;
The oxidation of 3C, absorption pyrroles and pyrroles:
The hydrogel that oxidant has been adsorbed during 3B is walked is immersed in the chromium solution that 4ml mass fractions are 2.5%, what is be protected from light
24 h are placed under environment, pyrrole monomer is made to be fully infiltrated into hydrogel network and are oxidized to form polypyrrole, to be had
Electro photoluminescence-near-infrared double-response water gel;Alternatively,
The preparation of 4A, hydrogel:
0.3 g n-isopropyl acrylamide NIPAM and 0.2 g gelatin are dissolved in 2 ml deionized waters, are sufficiently stirred;Then to
4 ml PEGDMA, 20 μ l TMEDA are sequentially added in mixed solution nitrogen is passed through into solution, to remove the oxygen in solution
Gas, then 40 mg ammonium persulfate APS are rapidly joined, it polymerize 10 h at ambient temperature, obtains the water with half interpenetrating network structure
Gel;
4B, adsorption and oxidation agent:
Prepared hydrogel is placed in three ferrous solution of chlorination, 10 h of immersion of a concentration of 0.048g/ml of 5ml during 4A is walked, and is inhaled
The attached hydrogel of oxidant;
The oxidation of 4C, absorption pyrroles and pyrroles:
The hydrogel that oxidant has been adsorbed during 4B is walked is immersed in the chromium solution that 5ml mass fractions are 1.6%, what is be protected from light
24 h are placed under environment, pyrrole monomer is made to be fully infiltrated into hydrogel network and are oxidized to form polypyrrole, to be had
Electro photoluminescence-near-infrared double-response water gel.
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