CN107814973B - Preparation method of automatic continuous expansion-contraction porous hydrogel spheres - Google Patents
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Abstract
The invention provides a preparation method of a porous hydrogel sphere capable of automatically and continuously expanding and contracting, which comprises the steps of polymerizing and crosslinking an acryloyl-beta-cyclodextrin monomer and an N-isopropylacrylamide monomer to obtain the porous hydrogel sphere, soaking the porous hydrogel sphere in an 8-anilino-1-naphthalenesulfonic acid aqueous solution, and keeping the temperature of the aqueous solution constant at a determined temperature value within the range of 'the low critical solution temperature of the porous hydrogel sphere' and 'the low critical solution temperature when the beta-cyclodextrin in the porous hydrogel sphere is saturated in inclusion of 8-anilino-1-naphthalenesulfonic acid molecules', wherein the porous hydrogel sphere in the aqueous solution can automatically and continuously expand and contract. The temperature-responsive porous hydrogel solid capable of automatically and continuously expanding-contracting at a fixed temperature is prepared for the first time, the preparation method is simple, special equipment is not needed, the whole reaction process is simple and easy to control, the cost is low, and the popularization is easy.
Description
Technical Field
The invention relates to the technical field of polymer hydrogel, in particular to a preparation method of a porous hydrogel sphere capable of automatically and continuously expanding and contracting.
Background
Cyclodextrins (CD for short) are a general term for a series of cyclic oligosaccharides produced by amylose under the action of cyclodextrin glucosyltransferase produced by bacillus, and generally contain 6-12D-glucopyranose units, wherein more researches are carried out and molecules containing 6, 7 and 8 glucose units are of great practical significance and are respectively called as alpha-, beta-and gamma-Cyclodextrins. The cyclodextrin molecule presents a conical cylindrical structure, the inner side of a molecular cavity is hydrophobic, the outer side of the molecular cavity is hydrophilic, the cavity can contain various ions, organic small molecules and polymers, and therefore special inclusion complexation force is formed, and therefore the cyclodextrin can be used as a molecular building module with an ordered high-grade structure.
The Hydrogel (Hydrogel) is a gel taking water as a dispersion medium, and the intelligent Hydrogel is a Hydrogel which can generate reversible volume phase transition or gel-sol phase transition by sensing small change of an external environment. In many smart hydrogels, poly (N-isopropylacrylamide) has a reversible, discontinuous volume phase transition near its low critical solution temperature, and when the ambient temperature is slightly above the low critical solution temperature, the volume shrinks suddenly and dramatically, and when the ambient temperature drops below the low critical solution temperature, the hydrogel re-swells. Therefore, the prior art often needs to realize the expansion-contraction process of the hydrogel through the change of the environmental temperature of the solution, but cannot realize the automatic continuous expansion-contraction of the temperature-responsive hydrogel at a fixed temperature.
Disclosure of Invention
The invention forms a porous hydrogel sphere by polymerizing and crosslinking an acryloyl-beta-cyclodextrin monomer and an N-isopropylacrylamide monomer, soaks the porous hydrogel sphere in an aqueous solution containing 8-anilino-1-naphthalenesulfonic acid, and can realize automatic and continuous expansion and contraction of the porous hydrogel sphere in the aqueous solution when the temperature of the aqueous solution is kept constant at a determined temperature value within a range of 'a low critical solution temperature of the porous hydrogel sphere itself' and 'a low critical solution temperature when the beta-cyclodextrin in the porous hydrogel sphere is saturated in inclusion of the 8-anilino-1-naphthalenesulfonic acid molecule'.
Aiming at the purposes, the technical scheme of the invention is as follows:
a preparation method of a porous hydrogel sphere capable of automatically and continuously expanding and contracting is characterized by comprising the following steps:
(1) adding an acryloyl-beta-cyclodextrin monomer and an N-isopropyl acrylamide monomer into a certain amount of deionized water, and uniformly stirring to obtain a monomer solution;
(2) adding a cross-linking agent into the monomer solution, uniformly stirring, then adding a pore-forming agent calcium carbonate, and uniformly stirring to obtain a reaction solution;
(3) deoxidizing the reaction liquid in the step (2), adding an initiator, and then filling the reaction liquid added with the initiator into a spherical mold and sealing;
(4) placing the spherical mold in the step (3) in an environment with the temperature of 15-25 ℃ for reacting for 20-30 h to obtain spherical hydrogel;
(5) soaking the obtained spherical hydrogel in a hydrochloric acid solution, dissolving the pore-forming agent calcium carbonate in the hydrogel, namely forming pores at the positions of the original calcium carbonate to obtain porous hydrogel spheres;
(6) preparing an 8-anilino-1-naphthalenesulfonic acid aqueous solution, soaking the porous hydrogel spheres obtained in the step (5) in the 8-anilino-1-naphthalenesulfonic acid aqueous solution, controlling the temperature of the aqueous solution, and when the temperature is kept unchanged at a certain temperature, the porous hydrogel spheres in the 8-anilino-1-naphthalenesulfonic acid aqueous solution can realize automatic continuous expansion-contraction, so that the automatic continuous expansion-contraction porous hydrogel spheres are obtained.
Further, the mass of the acryloyl-beta-cyclodextrin monomer in the step (1) is 5-10% of that of the deionized water in the step (1), and the mass of the N-isopropyl acrylamide monomer is 8-20% of that of the deionized water in the step (1).
Further, the crosslinking agent is a chemical crosslinking agent.
Further, the chemical crosslinking agent is N, N' -methylene bisacrylamide.
Furthermore, the addition amount of the chemical cross-linking agent N, N' -methylene bisacrylamide is 0.01-0.5% of the total molar concentration of all the monomers.
Further, the adding amount of the calcium carbonate in the step (2) is 1-10% of the mass of the deionized water in the step (1).
Further, the initiator added in the step (3) is potassium persulfate or ammonium persulfate, and the addition amount of the potassium persulfate or the ammonium persulfate is 0.3-3.0% of the total mass of all the monomers.
Further, in the step (4), the spherical mold is placed in an environment at 20 ℃ for reaction for 24 hours, so that the spherical hydrogel is obtained.
Further, the concentration of the 8-anilino-1-naphthalenesulfonic acid aqueous solution in the step (6) is 0.4 mM-10 mM.
Further, the certain temperature in the step (6) is a temperature value determined in any one of a range of "low critical solution temperature of the porous hydrogel sphere itself" and "low critical solution temperature when the inclusion of the 8-anilino-1-naphthalenesulfonic acid molecule by the β -cyclodextrin in the porous hydrogel sphere is saturated".
Compared with the prior art, the invention has the beneficial effects that:
(1) the invention realizes that the porous hydrogel ball capable of automatically and continuously expanding and contracting can be obtained at a fixed ambient temperature for the first time.
(2) The preparation method is simple, does not need special equipment, and is simple, easy to control, low in cost and easy to popularize in the whole reaction process.
(3) The porous hydrogel sphere prepared by the invention can automatically and continuously expand and contract, can perform bionics, and can be used as a drug-carrying material for drug slow release.
Detailed Description
Example 1:
(1) adding an acryloyl-beta-cyclodextrin monomer and an N-isopropylacrylamide monomer into a certain amount of deionized water, wherein the mass of the acryloyl-beta-cyclodextrin monomer is 5% of that of the deionized water, the mass of the NIPAm monomer is 8% of that of the deionized water, and uniformly stirring to obtain a monomer solution; (2) adding N, N '-methylene bisacrylamide serving as a cross-linking agent into the monomer solution, wherein the addition amount of the N, N' -methylene bisacrylamide is 0.01 percent of the total molar concentration of all the monomers, uniformly stirring, then adding calcium carbonate with the mass being 1 percent of the mass of the deionized water in the step (1) serving as a pore-forming agent, and uniformly stirring to obtain a reaction solution; (3) after deoxidizing the reaction liquid, adding potassium persulfate which accounts for 0.3 percent of the total mass of all monomers as an initiator, and then filling the reaction liquid into a spherical mold and sealing; (4) placing the spherical mold in an environment at 15 ℃ for reaction for 20h to obtain spherical hydrogel; (5) soaking the obtained spherical hydrogel in a hydrochloric acid solution to dissolve calcium carbonate in the hydrogel, namely forming pores at the positions of the original calcium carbonate to obtain porous hydrogel spheres; (6) preparing 0.4mM 8-anilino-1-naphthalenesulfonic acid aqueous solution, soaking the obtained porous hydrogel spheres in the 8-anilino-1-naphthalenesulfonic acid aqueous solution, controlling the temperature of the aqueous solution, and when the temperature of the aqueous solution is kept to be within any determined temperature value within the range of 35.4-30.5 ℃, the porous hydrogel spheres in the 8-anilino-1-naphthalenesulfonic acid aqueous solution can realize automatic continuous expansion-contraction, so that the automatic continuous expansion-contraction porous hydrogel spheres are obtained.
Example 2:
(1) adding an acryloyl-beta-cyclodextrin monomer and an N-isopropylacrylamide monomer into a certain amount of deionized water, wherein the mass of the acryloyl-beta-cyclodextrin monomer is 10% of that of the deionized water, the mass of the NIPAm monomer is 20% of that of the deionized water, and uniformly stirring to obtain a monomer solution; (2) adding N, N '-methylene bisacrylamide serving as a cross-linking agent into the monomer solution, wherein the addition amount of the N, N' -methylene bisacrylamide is 0.5 percent of the total molar concentration of all the monomers, uniformly stirring, then adding calcium carbonate serving as a pore-forming agent with the mass being 10 percent of the mass of the deionized water in the step (1), and uniformly stirring to obtain a reaction solution; (3) deoxidizing the reaction liquid, adding ammonium persulfate accounting for 3.0 percent of the total mass of all monomers as an initiator, and then filling the reaction liquid into a spherical mold and sealing; (4) placing the spherical mold in an environment at 25 ℃ for reaction for 30h to obtain spherical hydrogel; (5) soaking the obtained spherical hydrogel in a hydrochloric acid solution to dissolve calcium carbonate in the hydrogel, namely forming pores at the positions of the original calcium carbonate to obtain porous hydrogel spheres; (6) preparing 10mM 8-anilino-1-naphthalenesulfonic acid aqueous solution, soaking the obtained porous hydrogel spheres in the 8-anilino-1-naphthalenesulfonic acid aqueous solution, controlling the temperature of the aqueous solution, and when the temperature of the aqueous solution is kept constant at any determined temperature value within the range of 38.2-32.7 ℃, the porous hydrogel spheres in the 8-anilino-1-naphthalenesulfonic acid aqueous solution can realize automatic and continuous expansion-contraction, so that the automatic and continuous expansion-contraction porous hydrogel spheres are obtained.
Example 3:
(1) adding an acryloyl-beta-cyclodextrin monomer and an N-isopropylacrylamide monomer into a certain amount of deionized water, wherein the mass of the acryloyl-beta-cyclodextrin monomer is 8% of the mass of the deionized water, the mass of the NIPAm monomer is 15% of the mass of the deionized water, and uniformly stirring to obtain a monomer solution; (2) adding N, N '-methylene bisacrylamide serving as a cross-linking agent into the monomer solution, wherein the addition amount of the N, N' -methylene bisacrylamide is 0.3% of the total molar concentration of all the monomers, uniformly stirring, then adding calcium carbonate with the mass being 6% of the mass of the deionized water in the step (1) serving as a pore-forming agent, and uniformly stirring to obtain a reaction solution; (3) after deoxidizing the reaction liquid, adding potassium persulfate with the mass being 1.5% of the total mass of all monomers as an initiator, and then filling the reaction liquid into a spherical mold and sealing; (4) placing the spherical mold in an environment with the temperature of 20 ℃ for reaction for 24 hours to obtain spherical hydrogel; (5) soaking the obtained spherical hydrogel in a hydrochloric acid solution to dissolve calcium carbonate in the hydrogel, namely forming pores at the positions of the original calcium carbonate to obtain porous hydrogel spheres; (6) preparing 5.5mM 8-anilino-1-naphthalenesulfonic acid aqueous solution, soaking the obtained porous hydrogel spheres in the 8-anilino-1-naphthalenesulfonic acid aqueous solution, controlling the temperature of the aqueous solution, and when the temperature of the aqueous solution is kept to be constant at any determined temperature value within the range of 36.8-31.4 ℃, the porous hydrogel spheres in the 8-anilino-1-naphthalenesulfonic acid aqueous solution can realize automatic continuous expansion-contraction, so that the automatic continuous expansion-contraction porous hydrogel spheres are obtained.
The foregoing is directed to the preferred embodiment of the present invention and is not intended to limit the invention to the specific embodiment described. It will be apparent to those skilled in the art that various modifications, equivalents, improvements and the like can be made without departing from the spirit of the invention, and these are intended to be included within the scope of the invention.
Claims (4)
1. A preparation method of a porous hydrogel sphere capable of automatically and continuously expanding and contracting is characterized by comprising the following steps:
(1) adding an acryloyl-beta-cyclodextrin monomer and an N-isopropyl acrylamide monomer into a certain amount of deionized water, and uniformly stirring to obtain a monomer solution;
(2) adding a cross-linking agent into the monomer solution, uniformly stirring, then adding a pore-forming agent calcium carbonate, and uniformly stirring to obtain a reaction solution;
(3) deoxidizing the reaction liquid in the step (2), adding an initiator, and then filling the reaction liquid added with the initiator into a spherical mold and sealing;
(4) placing the spherical mold in the step (3) in an environment with the temperature of 15-25 ℃ for reacting for 20-30 h to obtain spherical hydrogel;
(5) soaking the obtained spherical hydrogel in a hydrochloric acid solution, dissolving the pore-forming agent calcium carbonate in the hydrogel, namely forming pores at the positions of the original calcium carbonate to obtain porous hydrogel spheres;
(6) preparing an 8-anilino-1-naphthalenesulfonic acid aqueous solution, soaking the porous hydrogel spheres obtained in the step (5) in the 8-anilino-1-naphthalenesulfonic acid aqueous solution, controlling the temperature of the aqueous solution, and when the temperature is kept unchanged at a certain temperature, automatically and continuously expanding and contracting the porous hydrogel spheres in the 8-anilino-1-naphthalenesulfonic acid aqueous solution to obtain the automatically and continuously expanded and contracted porous hydrogel spheres;
the mass of the acryloyl-beta-cyclodextrin monomer in the step (1) is 5-10% of that of the deionized water in the step (1), and the mass of the N-isopropylacrylamide monomer is 8-20% of that of the deionized water in the step (1);
the adding amount of the calcium carbonate in the step (2) is 1-10% of the mass of the deionized water in the step (1);
the initiator added in the step (3) is potassium persulfate or ammonium persulfate, and the addition amount of the potassium persulfate or the ammonium persulfate is 0.3-3.0% of the total mass of all the monomers;
placing the spherical mold in the step (3) at the temperature of 20 ℃ for reaction for 24 hours to obtain spherical hydrogel;
the concentration of the 8-anilino-1-naphthalenesulfonic acid aqueous solution in the step (6) is 0.4 mM-10 mM;
the certain temperature in the step (6) is a temperature value determined in any one of the ranges of the low critical solution temperature of the porous hydrogel sphere and the low critical solution temperature when the beta-cyclodextrin in the porous hydrogel sphere is saturated with the 8-anilino-1-naphthalenesulfonic acid molecule inclusion.
2. The method for preparing porous hydrogel spheres capable of automatic continuous expansion-contraction according to claim 1, wherein the method comprises the following steps: the crosslinking agent is a chemical crosslinking agent.
3. The method for preparing porous hydrogel spheres capable of automatic continuous expansion-contraction according to claim 2, wherein: the chemical cross-linking agent is N, N' -methylene bisacrylamide.
4. The method for preparing porous hydrogel spheres capable of automatic continuous expansion-contraction according to claim 3, wherein the method comprises the following steps: the addition amount of the chemical cross-linking agent N, N' -methylene bisacrylamide is 0.01-0.5% of the total molar concentration of all the monomers.
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| CN101293939A (en) * | 2007-04-26 | 2008-10-29 | 重庆融海超声医学工程研究中心有限公司 | Isopropyl acrylamide polyalcohol hydrogel and synthesizing method |
| CN104292475A (en) * | 2014-09-30 | 2015-01-21 | 华东师范大学 | Temperature-sensitive and photosensitive dual-response polypeptide based host-guest composite intelligent hydrogel as well as preparation method and application thereof |
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| CN101293939A (en) * | 2007-04-26 | 2008-10-29 | 重庆融海超声医学工程研究中心有限公司 | Isopropyl acrylamide polyalcohol hydrogel and synthesizing method |
| CN104292475A (en) * | 2014-09-30 | 2015-01-21 | 华东师范大学 | Temperature-sensitive and photosensitive dual-response polypeptide based host-guest composite intelligent hydrogel as well as preparation method and application thereof |
Non-Patent Citations (3)
| Title |
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| "Preparation and Characterization of Novel Temperature Sensitive Poly(N-isopropylacrylamide-co-acryloyl beta-cyclodextrin) Hydrogels with Fast Shrinking Kinetics";Jian-Tao Zhang et al.;《Macromolecular Chemistry and Physics》;20040102;第205卷(第1期);第107-113页 * |
| "星状聚(N-异丙基丙烯酰胺)的合成及性能研究";钟瑶冰等;《材料导报B:研究篇》;20110228;第25卷(第2期);第33-36页 * |
| "温度响应与分子识别型智能核孔膜的制备与性能研究";谢锐;《中国优秀博硕士学位论文全文数据库 工程科技Ⅰ辑》;20080315(第3期);第B020-48页 * |
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