CN101302275A - Method for preparing copolymer aquagel having cyclodextrin structure by electron beam radiation - Google Patents
Method for preparing copolymer aquagel having cyclodextrin structure by electron beam radiation Download PDFInfo
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- CN101302275A CN101302275A CNA200810040023XA CN200810040023A CN101302275A CN 101302275 A CN101302275 A CN 101302275A CN A200810040023X A CNA200810040023X A CN A200810040023XA CN 200810040023 A CN200810040023 A CN 200810040023A CN 101302275 A CN101302275 A CN 101302275A
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Abstract
The invention relates to a method for making copolymer hydrogel containing cyclodextrin structure by means of electron beam irradiation. The method comprises the following concrete steps that: firstly, maleic anhydride is used to carry out the modification of beta-cyclodextrin; then, the obtained MAH-beta-CD and acrylic acid (AAc) are dissolved in deionized water so as to be made into an MAH-beta-CD/ AAc mixed solution which undergoes electron beam irradiation with the irradiation dose of between 80 and 300 KGy; the irradiated sample is dipped in deionized water for 24 hours, and the water is changed for a plurality of times during the irradiation so as to remove unreacted monomer and homopolymer; finally, detergent sample undergoes vacuum drying till the sample reaches to a constant weight, and the obtained dried gel is the copolymer hydrogel containing cyclodextrin structure by means of electron beam irradiation. The product made by the method has both molecular inclusion capacity and environmental responsivity, and is a more ideal carrier material of inclusion anticarcinogen and drug controlled release.
Description
Technical field
The present invention relates to a kind of method of preparing copolymer aquagel having cyclodextrin structure by electron beam radiation, belong to radiation chemistry and biological medical polymer material technical field.
Background technology
In recent years, in the biological medical polymer material research field, the exploitation of medicine sustained release polymer carrier has become one of the research focus in this field with research, and it also is a frontier of biomedical engineering development simultaneously.It is the pharmaceutical activity molecule to be combined (compound or bag carries) with polymer carrier that controlled delivery of pharmaceutical agents discharges, and affacts in the biologically active bodies, by the mode of diffusion, infiltration, the pharmaceutical activity molecule is discharged with the time that continues.The characteristics of medicine controlled releasing are by the effective control to drug medical dosage, reduce its toxic side effect, reduce the human body resistance, improve stability of drug and effective rate of utilization.Medicine sustained release polymer carrier can comprise the development of target administration formulation to the newtype drug formulation, and is big in toxicity especially, plays an important role in the exploitation of the strong cancer therapy drug formulation of human body side effect and the development.Therefore to the research of polymer drug sustained release material, from pharmacology theory or actual medical, all has crucial meaning.And cyclodextrin polymer and environment-responsive macromolecular material are because its unique medicine inclusion and directed delivery function are subjected to people's favor just day by day.
(β-CD) is by α-1, the cyclic oligosaccharide that the 4-glycosidic link is formed by connecting by 7 glucose units to beta-cyclodextrin.β-CD is with its specific molecular structure, be hydrophobic in the chamber, hydrophilic amphipathic characteristics outside the chamber, not only has the ability that forms super molecule inclusion compound with multiple guest compound, and also have excellent biological compatibility and hypotoxicity, thereby can not cause that in the humans and animals body immune response is widely used cyclodextrin in fields such as medicine food, organic synthesis, analytical chemistry.
The environment-responsive hydrogel is a class hydrophilic high molecular polymer, has better biocompatibility, can make response to the change of environmental factorss such as pH value, temperature, electric field, make shape that the reversible change of continuous or discontinuity be taken place, it is volume phase transition, and have the intelligent Application characteristic, in fields such as biomedical and pharmacy, have wide practical use.Therefore, it is a kind of multifunctional novel hydrogel that the environment-responsive hydrogel that contains the supramolecular structure of β-CD is expected, and will have more wide application prospect in medicine controlled releasing and regenerative medicine.
Along with the development of radiotechnology, increasing people attempts preparing macromolecule hydrogel with irradiation method.For chemical method, superiority such as that radiation law has is easy and simple to handle, products therefrom is pure, controllability is good.
At present, to have the β-CD structural unit of molecule envelope ability and environmental sensitivity monomer both at home and abroad, to combine the report of the copolymer aquagel that preparation makes new advances few, and the method for preparing copolymer aquagel having cyclodextrin structure by electron beam radiation has not yet to see relevant report.
Summary of the invention
The purpose of this invention is to provide a kind of method that contains the cyclodextrin structure copolymer aquagel with prepared by EB irradiation.
For achieving the above object, reaction mechanism of the present invention is:
According to above-mentioned mechanism, the present invention adopts following technical scheme:
A kind of method of preparing copolymer aquagel having cyclodextrin structure by electron beam radiation is characterized in that the concrete steps of this method are:
A) use the maleic anhydride modified beta-cyclodextrin;
B) step a gained maleic anhydride modified beta-cyclodextrin MAH-β-CD and vinylformic acid AAc are dissolved in are mixed with mixing solutions in the deionized water, wherein the weight ratio of MAH-β-CD and AAc is 1: 3～6;
C) mixing solutions that step b is prepared carries out electron beam irradiation, and its irradiation dose is 80～300KGy, must contain the cyclodextrin structure multipolymer;
D) step c gained is contained the cyclodextrin structure multipolymer and embathe, removing unreacted monomer and homopolymer, will contain the vacuum-drying of cyclodextrin structure multipolymer to constant weight after cleaning, promptly get and contain the cyclodextrin structure copolymer aquagel with deionized water.
The method of above-mentioned usefulness maleic anhydride modified beta-cyclodextrin is: with beta-cyclodextrin β-CD and MALEIC ANHYDRIDE MAH by certain molar ratio (1: 5-1: 10) be dissolved in the dry N that crosses, among the dinethylformamide DMF, and 80 ± 10 ℃ of following isothermal reactions 10 ± 2 hours; Be cooled to room temperature, be settled out product with trichloromethane, this product washs with acetone, drains, and gets maleic anhydride modified beta-cyclodextrin MAH-β-CD after the vacuum-drying.The characteristics of the inventive method are as follows:
1. at normal temperatures and pressures, prepare hydrogel by the high-energy electron beam irradiation monomer solution, have easy and simple to handle, products therefrom is pure, controllability good, superiority such as with short production cycle.
2. the mode by radiation polymerization will have the cyclodextrin structure unit of molecule inclusion ability and the molecular structure unit of environment-responsive is brought in the polymer molecular chain, synthesize a kind of new polymers.It is a kind of more satisfactory inclusion cancer therapy drug and the solid support material of medicine sustained release.
Description of drawings
Fig. 1 is the prepared infrared spectrogram that contains the cyclodextrin structure hydrogel among the present invention.
Embodiment
Below be preparing copolymer aquagel having cyclodextrin structure by electron beam radiation example of the present invention, have following technological process and step:
(1) at first (β-CD) (0.005mol) (0.05mol) is dissolved in the dry N of mistake of 30ml with 4.90g MALEIC ANHYDRIDE (MAH), in the dinethylformamide (DMF), and places 80 ℃ of following isothermal reactions 10 hours with the 5.68g beta-cyclodextrin.Question response finishes, and after reactant is cooled to room temperature, is settled out product with the 30ml trichloromethane, carries out thorough washing 3 times with acetone, drains, must maleic anhydride modified β-CD thing after 80 ℃ of dryings of vacuum (MAH-β-CD);
(2) obtained MAH-β-CD 2g and 6g vinylformic acid (AAc) are dissolved in the 50ml deionized water, are mixed with MAH-β-CD/AAc mixing solutions.
(3) the MAH-β-CD/AAc mixing solutions for preparing is carried out irradiation under the electron beam irradiation that rumbatron produced, its irradiation dose is 120KGy;
(4) sample behind the irradiation was soaked in deionized water 24 hours, changed 1 time water therebetween in per 3 hours, to remove unreacted monomer and homopolymer, to constant weight, the gained xerogel is a kind of prepared by EB irradiation and contains cyclodextrin structure MAH-β-CD/AAc copolymer aquagel with the sample vacuum-drying after cleaning.
Claims (2)
1. the method for a preparing copolymer aquagel having cyclodextrin structure by electron beam radiation is characterized in that the concrete steps of this method are:
A. use the maleic anhydride modified beta-cyclodextrin;
B. step a gained maleic anhydride modified beta-cyclodextrin MAH-β-CD and vinylformic acid AAc are dissolved in and are mixed with mixing solutions in the deionized water, wherein the weight ratio of MAH-β-CD and AAc is 1: 3～6;
C. the mixing solutions that step b is prepared carries out electron beam irradiation, and its irradiation dose is 80～300KGy, must contain the cyclodextrin structure multipolymer;
D. step c gained is contained the cyclodextrin structure multipolymer and embathe, removing unreacted monomer and homopolymer, will contain the vacuum-drying of cyclodextrin structure multipolymer to constant weight after cleaning, promptly get and contain the cyclodextrin structure copolymer aquagel with deionized water.
2. the method for preparing copolymer aquagel having cyclodextrin structure by electron beam radiation according to claim 1, it is characterized in that described method with the maleic anhydride modified beta-cyclodextrin is: with beta-cyclodextrin and MALEIC ANHYDRIDE MAH by certain molar ratio (1: 5-1: 10) be dissolved in the dry N that crosses, among the dinethylformamide DMF, and 80 ± 10 ℃ of following isothermal reactions 10 ± 2 hours; Be cooled to room temperature, be settled out product with trichloromethane, this product washs with acetone, drains, and gets maleic anhydride modified beta-cyclodextrin MAH-β-CD after the vacuum-drying.
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| CNA200810040023XA CN101302275A (en) | 2008-07-01 | 2008-07-01 | Method for preparing copolymer aquagel having cyclodextrin structure by electron beam radiation |
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Cited By (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101864034A (en) * | 2010-06-06 | 2010-10-20 | 西北大学 | Application of acrylic acid cyclodextrin polymer in dyeing industrial waste water treatment |
| CN103897120A (en) * | 2014-03-07 | 2014-07-02 | 浙江理工大学 | Synthesis method of cation cyclodextrin polymer and application in waster paper papermaking wet part |
| CN104327198A (en) * | 2014-05-15 | 2015-02-04 | 中国农业科学院原子能利用研究所 | Maleic acid [beta]-cyclodextrin ester and preparation method thereof |
| CN105686971A (en) * | 2016-01-20 | 2016-06-22 | 南京轩凯生物科技有限公司 | Polyamino acid gel and preparation method and application thereof |
| US9375510B2 (en) | 2010-07-21 | 2016-06-28 | 3M Innovative Properties Company | Transdermal adhesive compositions, devices and methods |
| CN106589241A (en) * | 2016-12-06 | 2017-04-26 | 兰州大学 | Terpolymer hydrogel and preparation method and purpose thereof |
| CN107715810A (en) * | 2017-09-05 | 2018-02-23 | 中国农业科学院兰州畜牧与兽药研究所 | A kind of preparation method of the red careless essential oil microcapsules of cyclopentadienyl |
| CN109722187A (en) * | 2018-12-26 | 2019-05-07 | 肖彬 | Automobile sun blind Aqueous Adhesives and its production technology |
| CN111494468A (en) * | 2020-04-23 | 2020-08-07 | 上海市农业科学院 | Method for preparing clove extract sustained release agent by electron beam irradiation |
| CN112079961A (en) * | 2020-09-22 | 2020-12-15 | 清华大学 | Crosslinked polymer, preparation method thereof, drug loading body and biomedical implant material |
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2008
- 2008-07-01 CN CNA200810040023XA patent/CN101302275A/en active Pending
Cited By (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101864034B (en) * | 2010-06-06 | 2012-04-18 | 西北大学 | Application of acrylic acid cyclodextrin polymer in dyeing industrial waste water treatment |
| CN101864034A (en) * | 2010-06-06 | 2010-10-20 | 西北大学 | Application of acrylic acid cyclodextrin polymer in dyeing industrial waste water treatment |
| US10034840B2 (en) | 2010-07-21 | 2018-07-31 | 3M Innovative Properties Company | Transdermal adhesive compositions, devices and methods |
| US10376473B2 (en) | 2010-07-21 | 2019-08-13 | 3M Innovative Properties Company | Transdermal adhesive compositions, devices, and methods |
| US9375510B2 (en) | 2010-07-21 | 2016-06-28 | 3M Innovative Properties Company | Transdermal adhesive compositions, devices and methods |
| CN103897120A (en) * | 2014-03-07 | 2014-07-02 | 浙江理工大学 | Synthesis method of cation cyclodextrin polymer and application in waster paper papermaking wet part |
| CN104327198A (en) * | 2014-05-15 | 2015-02-04 | 中国农业科学院原子能利用研究所 | Maleic acid [beta]-cyclodextrin ester and preparation method thereof |
| CN104327198B (en) * | 2014-05-15 | 2016-11-02 | 中国农业科学院原子能利用研究所 | Maleic acid beta-schardinger dextrin-ester and preparation method thereof |
| CN105686971A (en) * | 2016-01-20 | 2016-06-22 | 南京轩凯生物科技有限公司 | Polyamino acid gel and preparation method and application thereof |
| CN106589241A (en) * | 2016-12-06 | 2017-04-26 | 兰州大学 | Terpolymer hydrogel and preparation method and purpose thereof |
| CN106589241B (en) * | 2016-12-06 | 2018-08-17 | 兰州大学 | A kind of terpolymer hydrogel and its preparation method and application |
| CN107715810A (en) * | 2017-09-05 | 2018-02-23 | 中国农业科学院兰州畜牧与兽药研究所 | A kind of preparation method of the red careless essential oil microcapsules of cyclopentadienyl |
| CN109722187A (en) * | 2018-12-26 | 2019-05-07 | 肖彬 | Automobile sun blind Aqueous Adhesives and its production technology |
| CN111494468A (en) * | 2020-04-23 | 2020-08-07 | 上海市农业科学院 | Method for preparing clove extract sustained release agent by electron beam irradiation |
| CN112079961A (en) * | 2020-09-22 | 2020-12-15 | 清华大学 | Crosslinked polymer, preparation method thereof, drug loading body and biomedical implant material |
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