CN111472200B - Method for in-situ construction of anti-fouling gel coating on surface of cellulose test paper - Google Patents
Method for in-situ construction of anti-fouling gel coating on surface of cellulose test paper Download PDFInfo
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- CN111472200B CN111472200B CN202010423775.5A CN202010423775A CN111472200B CN 111472200 B CN111472200 B CN 111472200B CN 202010423775 A CN202010423775 A CN 202010423775A CN 111472200 B CN111472200 B CN 111472200B
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- D—TEXTILES; PAPER
- D21—PAPER-MAKING; PRODUCTION OF CELLULOSE
- D21H—PULP COMPOSITIONS; PREPARATION THEREOF NOT COVERED BY SUBCLASSES D21C OR D21D; IMPREGNATING OR COATING OF PAPER; TREATMENT OF FINISHED PAPER NOT COVERED BY CLASS B31 OR SUBCLASS D21G; PAPER NOT OTHERWISE PROVIDED FOR
- D21H21/00—Non-fibrous material added to the pulp, characterised by its function, form or properties; Paper-impregnating or coating material, characterised by its function, form or properties
- D21H21/14—Non-fibrous material added to the pulp, characterised by its function, form or properties; Paper-impregnating or coating material, characterised by its function, form or properties characterised by function or properties in or on the paper
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F226/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a single or double bond to nitrogen or by a heterocyclic ring containing nitrogen
- C08F226/06—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a single or double bond to nitrogen or by a heterocyclic ring containing nitrogen by a heterocyclic ring containing nitrogen
- C08F226/10—N-Vinyl-pyrrolidone
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- D21—PAPER-MAKING; PRODUCTION OF CELLULOSE
- D21H—PULP COMPOSITIONS; PREPARATION THEREOF NOT COVERED BY SUBCLASSES D21C OR D21D; IMPREGNATING OR COATING OF PAPER; TREATMENT OF FINISHED PAPER NOT COVERED BY CLASS B31 OR SUBCLASS D21G; PAPER NOT OTHERWISE PROVIDED FOR
- D21H17/00—Non-fibrous material added to the pulp, characterised by its constitution; Paper-impregnating material characterised by its constitution
- D21H17/20—Macromolecular organic compounds
- D21H17/33—Synthetic macromolecular compounds
- D21H17/34—Synthetic macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
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- D—TEXTILES; PAPER
- D21—PAPER-MAKING; PRODUCTION OF CELLULOSE
- D21H—PULP COMPOSITIONS; PREPARATION THEREOF NOT COVERED BY SUBCLASSES D21C OR D21D; IMPREGNATING OR COATING OF PAPER; TREATMENT OF FINISHED PAPER NOT COVERED BY CLASS B31 OR SUBCLASS D21G; PAPER NOT OTHERWISE PROVIDED FOR
- D21H17/00—Non-fibrous material added to the pulp, characterised by its constitution; Paper-impregnating material characterised by its constitution
- D21H17/63—Inorganic compounds
- D21H17/65—Acid compounds
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- D—TEXTILES; PAPER
- D21—PAPER-MAKING; PRODUCTION OF CELLULOSE
- D21H—PULP COMPOSITIONS; PREPARATION THEREOF NOT COVERED BY SUBCLASSES D21C OR D21D; IMPREGNATING OR COATING OF PAPER; TREATMENT OF FINISHED PAPER NOT COVERED BY CLASS B31 OR SUBCLASS D21G; PAPER NOT OTHERWISE PROVIDED FOR
- D21H19/00—Coated paper; Coating material
- D21H19/10—Coatings without pigments
- D21H19/14—Coatings without pigments applied in a form other than the aqueous solution defined in group D21H19/12
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- D—TEXTILES; PAPER
- D21—PAPER-MAKING; PRODUCTION OF CELLULOSE
- D21H—PULP COMPOSITIONS; PREPARATION THEREOF NOT COVERED BY SUBCLASSES D21C OR D21D; IMPREGNATING OR COATING OF PAPER; TREATMENT OF FINISHED PAPER NOT COVERED BY CLASS B31 OR SUBCLASS D21G; PAPER NOT OTHERWISE PROVIDED FOR
- D21H19/00—Coated paper; Coating material
- D21H19/10—Coatings without pigments
- D21H19/14—Coatings without pigments applied in a form other than the aqueous solution defined in group D21H19/12
- D21H19/20—Coatings without pigments applied in a form other than the aqueous solution defined in group D21H19/12 comprising macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
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Abstract
The invention relates to a method for constructing an anti-fouling gel coating on the surface of cellulose detection test paper in situ, belonging to the field of medical materials or in-vitro diagnosis. The invention mainly uses the interaction between host and object between cucurbituril [8] and the anti-fouling copolymer to quickly obtain the anti-fouling gel in room temperature water solution, and further uses the gel sol transformation and the bonding effect of tannic acid to realize the loading and firm combination of the anti-fouling gel on the surface of the cellulose test paper. The preparation method of the gel coating provided by the invention is simple and mild, a catalyst is not required, side reactions are avoided, and the constructed gel coating has an excellent anti-fouling effect and does not influence the appearance of the bulk fiber. By virtue of excellent anti-fouling performance and capillary diffusion capacity, the obtained modified cellulose test paper has a broad application prospect in the field of test paper detection.
Description
Technical Field
The invention relates to a method for constructing an anti-fouling gel coating on the surface of cellulose detection test paper in situ, belonging to the field of medical materials or in-vitro diagnosis.
Background
The in vitro detection based on the test paper such as cellulose and the like as a solid phase carrier is a novel detection method which is sensitive, quick, simple and convenient, has low price and can be carried out at any time according to needs, is a good supplement to the detection of the traditional large instrument, and shows great development prospect in the early prevention, treatment and rehabilitation of diseases. However, when the unmodified cellulose test paper is contacted with an actual blood sample to be detected, under the electrostatic attraction and hydrophobic interaction, a large amount of biomolecules such as plasma protein and platelet can be strongly adsorbed on the surface of the test paper, and the non-specific adsorption can occupy recognition sites and increase background signals, so that the detection sensitivity and accuracy are reduced, and even false positive detection results occur. Therefore, the establishment of an anti-fouling coating on the surface of the test paper to inhibit non-specific adsorption has become a critical problem to be solved urgently in the development of a novel in-vitro diagnostic method based on test paper analysis.
International researchers have successively proposed that hydrophilic polymer molecular chains with an anti-fouling function are introduced on the surface of test paper by a 'graft-to' method and a 'graft-from' method, so that an anti-fouling coating is formed to inhibit non-specific adsorption of plasma proteins and the like. However, this method involves introduction of active functional groups, or loading of an initiator, and the surface polymerization reaction, and has the disadvantages of complicated steps, severe conditions, and poor mechanical strength of the test paper, which makes the method difficult to implement. Recently, researchers load anti-fouling polymers containing different active functional groups (such as aldehyde groups and amino groups) on the surface of cellulose in sequence, and prepare gel coatings by in-situ crosslinking through chemical reactions among the functional groups. The results show that the gel coating constructed can impair subsequent protein adsorption. However, since the surface contains active functional groups, it is still necessary to further block unreacted sites with inert substances in order to prevent the surface chemical bonding of proteins. And the design and synthesis of polymer molecules containing active functional groups are very complicated.
Disclosure of Invention
The invention aims to prepare gel by in-situ complexing of a copolymer containing an anti-fouling monomer N-vinyl pyrrolidone, an object molecule and vinyl imidazole by utilizing the host-object recognition function of cucurbituril [8], construct an anti-fouling gel coating on the surface of cellulose test paper, and realize firm combination of the gel coating through multiple hydrogen bond actions among tannic acid, the cellulose surface and the polymer.
The invention is realized by adopting the following technical scheme:
a method for in-situ constructing an anti-fouling gel coating on the surface of cellulose test paper comprises the following steps:
(1) preparation of N-vinylpyrrolidone anti-fouling polymers containing a guest molecule 1-benzyl-3-vinylimidazole
Firstly, measuring a certain volume of benzyl bromide, dropwise adding the benzyl bromide into an acetonitrile solution dissolved with vinyl imidazole under an ice bath condition, reacting for a certain time at room temperature, and separating and purifying to obtain a product 1-benzyl-3-vinyl imidazole; then, copolymerizing an anti-fouling monomer N-vinyl pyrrolidone and 1-benzyl-3-vinyl imidazole in a molar ratio of 5: 1-20: 1 by using a free radical reaction polymerization method to finally obtain an anti-fouling copolymer p (NVP-co-BVIZ)；
(2) Antifouling gel prepared by combining cucurbituril [8] host and guest
Firstly preparing cucurbituril [8] with the concentration of 25mg/mL]The water solution is evenly mixed by ultrasonic, and then p (NVP-co-BVIZ) antifouling copolymer, wherein the antifouling copolymer mass is cucurbituril [ 8%]Standing by ultrasonic waves for 2-4 times, and fully gelatinizing;
(3) loading of anti-fouling gel coating on test paper surface
Firstly, adding sufficient water into the gel prepared in the step (2), and then destroying a gel network through ultrasonic action to form a sol solution; then, the sol solution is taken and dripped on the surface of the cellulose test paper, and the cellulose test paper is immediately frozen for 12 hours at the temperature of minus 20 ℃; and (3) drying the fully frozen cellulose test paper at-45 ℃ for 5h in vacuum, and then dropwise adding a phosphoric acid buffer solution with the same volume as the sol solution onto the cellulose test paper to convert the sol on the cellulose surface into gel again, thereby finally obtaining the required anti-fouling gel coating.
In order to form a gel coating on the surface of the test paper without blocking the pore channels among fibers and ensure that the test paper has good capillary action, a gel network is firstly destroyed by the ultrasonic action after a large amount of water is added into the gel prepared in the step (2) to form a sol solution. Then, the sol solution is taken and dripped on the surface of the cellulose test paper, and the cellulose test paper is immediately frozen. And (3) carrying out freeze drying treatment on the fully frozen cellulose test paper, and then dropwise adding a phosphoric acid buffer solution to convert the cellulose surface sol into gel again, thereby finally obtaining the required anti-fouling gel coating.
The dosage of each process and raw materials in the step (1) ensures that the anti-fouling copolymer p (NVP-coBVIZ) and the properties of the product are advantageous for the implementation of the subsequent steps. The step (2) can ensure that the gel meeting the requirements of the subsequent steps is obtained. And (3) utilizing the gel sol transformation and the bonding effect of the tannic acid to realize the loading and firm combination of the anti-fouling gel on the surface of the cellulose test paper. The freezing treatment and the freezing drying step play an important role in obtaining the final anti-fouling coating and have an anti-fouling effect.
Further, in the step (3), the cellulose test paper is soaked in a tannin water solution and is used for loading the gel coating after being cleaned; the concentration of the aqueous solution of the tannic acid is 50mg/mL, and the soaking time is 10 h.
The invention provides an anti-fouling polymer, which can be combined with cucurbituril [8] in water to form gel, the gel can be dissociated into sol solution in a large amount of water, and the sol can be formed into gel again in phosphoric acid buffer solution with a certain concentration after being frozen and dried. And the obtained gel can stably exist in serum (test paper is used for detecting most common biological samples). The invention successfully constructs the gel coating on the cellulose test paper in situ and firmly bonds the gel coating by utilizing the gel sol transformation property and the combination effect of the tannic acid. The preparation method of the gel coating provided by the invention is simple and mild, a catalyst is not needed, and each component in the coating is inert to reaction, cannot be chemically combined with subsequent protein, and is not needed to be further sealed. The finally constructed gel coating not only has excellent anti-fouling effect, but also does not influence the appearance of the body fiber. By virtue of excellent anti-fouling performance and capillary diffusion capacity, the obtained modified cellulose test paper has a broad application prospect in the field of test paper detection.
Drawings
FIG. 1 shows the anti-fouling gel prepared by the present invention and its sol-gel transformation process. (a) CB [8] and copolymers with different proportions of p (NVP-co-BVIZ) form a gel diagram, wherein the molar ratio of NVP to BVIZ is 5, 10 and 20 from left to right; (b) soaking the obtained gel in water for ultrasonic treatment to obtain a sol solution; (c) graph of the sample after freeze-drying; (d) adding phosphate buffer solution, gelling again, and stably storing; (e) the obtained gel is stable in serum.
FIG. 2 shows the scanning electron microscope image of the surface of the cellulose test paper loaded with the gel coating. The right side of the figure is a partial enlarged view of the left side.
FIG. 3 shows fluorescence micrographs of protein adsorption before and after loading gel on the surface of cellulose test paper.
Detailed Description
The present invention will now be described in further detail with reference to the drawings and the following examples, but it should be understood that these examples are illustrative only and should not be construed as limiting the practice of the present invention.
In the step (1), the molar ratio of the benzyl bromide to the vinyl imidazole is controlled to be the same.
Preferably, the anti-fouling monomer N-vinylpyrrolidone is copolymerized with 1-benzyl-3-vinylimidazole in a molar ratio of 5:1 or 10:1 or 20: 1.
Sufficient water in step (3) means that the volume of water is ten times or more the volume of the gel; phosphate buffer PH =7.0, molarity 0.01-0.1M.
In the embodiment, the step of constructing the anti-fouling gel coating on the surface of the cellulose test paper in situ by using cucurbituril [8] comprises the following steps:
(1) preparation of N-vinylpyrrolidone (NVP) antifouling polymers containing a guest molecule 1-benzyl-3-vinylimidazole (BVIZ)
First, 50mL of acetonitrile was measured in a measuring cylinder, 2.264mL of vinylimidazole was mixed in a 125mL conical flask, and the conical flask was placed in an ice bath and stirred to mix well. After 10min, dropwise adding 2.969mL of benzyl bromide into the conical flask by using a constant-pressure funnel, slowly and fully reacting, after all dropwise adding is finished, placing the conical flask in an ice bath for gradually cooling, and after the conical flask is fully cooled, removing the ice bath, and continuously stirring the system at room temperature for reacting for 24 h. After the reaction is finished, performing rotary evaporation to volatilize the solvent to obtain viscous yellow liquid, adding cooled ether into the viscous yellow liquid to separate out white precipitate, and performing suction filtration and cleaning to obtain a final product: 1-benzyl-3-vinylimidazole.
0.478g of BVIZ, 1mL or 2mL or 4mL of NVP, 0.05g of 4,4' -azobis (4-cyanovaleric acid) and 18mL of water are weighed into a three-neck flask, nitrogen is bubbled to remove oxygen in the solvent, then the system is vacuumized, nitrogen is filled for 3 times, the system is sealed, and the reaction is carried out in an oil bath kettle at 65 ℃ for 10 hours. After the reaction is finished, putting the polymer solution into a dialysis bag with the molecular weight of 3000Da, dialyzing in water for 3 days, and then freeze-drying to finally obtain the anti-fouling copolymer p (NVP-co-BVIZ)。
(2) Antifouling gel prepared by combining cucurbituril [8] host and guest
Firstly preparing 25mg/mL cucurbituril [8]]The water solution is fully and evenly mixed, and then p (NVP-co-BVIZ) copolymer to a concentration of 50-100mg/mL, sonicated for 2min, observed upside down, non-flowing, gelatinous (fig. 1 a). And ten times the volume of water is added into the solution and the solution is subjected to ultrasonic treatment, and then the gel is dissolved to obtain a sol solution. And then, carrying out freeze drying treatment on the sol solution to obtain the flocculent network polymer. After adding phosphate buffer (PH =7.0, 0.01M), the gel was formed again and was able to remain stable in the phosphate buffer described above. In addition, when the anti-fouling gel coating is soaked in 100% serum, the gel can be stably present, and the property enables the constructed anti-fouling gel coating to be used for detecting an actual blood sample.
(3) Loading of anti-fouling gel coating on test paper surface
The cellulose test paper is soaked in 10mg/mL aqueous solution of tannic acid for 1h, and then is cleaned for gel coating loading, and firm bonding is ensured.
Taking the gel prepared in (2) above with a molar ratio of NVP to BVIZ of 10 as an example, a sol solution was formed by adding a large amount of water (1: 10 gel volume) to the gel followed by continuous sonication to break the gel network (fig. 1 b). Then 0.2mL of sol is taken to dissolveThe solution was added dropwise to (10X 1 cm)2) The surface of the cellulose test paper is frozen immediately. And (3) carrying out freeze drying treatment on the fully frozen cellulose test paper, and then dropwise adding a phosphoric acid buffer solution to convert the cellulose surface sol into gel again, thereby finally obtaining the required anti-fouling gel coating. It can be seen from fig. 2 that compared with the surface of the pure cellulose test paper, after the gel coating is loaded, polymer layers are uniformly covered on the fibers, and the polymer layers do not block the pores between the fibers, the morphology of the surface cellulose test paper is hardly changed, and the good capillary diffusion effect can still be used for detecting the test paper.
Soaking the gel coating-loaded cellulose test paper and pure cellulose test paper in a phosphate buffer solution for 1h, then placing the test paper in a 200 mu g/mL FITC-labeled bovine serum albumin solution, adsorbing the test paper for 2h at 37 ℃ in the dark, then washing the test paper three times by using the phosphate buffer solution to remove the protein which is not adsorbed on the surface, observing the test paper by using a laser confocal microscope under the condition of excitation wavelength of 488nm after the sample is fully dried, scanning the protein adsorption condition on the surface of the sample, collecting a fluorescence picture, and calculating the fluorescence intensity of the fluorescence picture. As can be seen from fig. 3, compared with the surface of the bright pure cellulose test paper, the surface of the cellulose loaded with the anti-fouling gel coating is very dark, which indicates that compared with a large amount of protein adsorbed on the surface of the pure cellulose, the adsorption of the protein on the surface of the modified cellulose is obviously inhibited, indicating that the constructed gel coating exhibits a good anti-fouling effect.
In a word, the anti-fouling gel is constructed by utilizing the cucurbituril [8] subject-object recognition principle, the method is rapid, mild and free of side reaction, the characteristic of sol-gel transformation can be further utilized, the loading of the anti-fouling gel on the surface of the cellulose test paper is realized through freeze-thaw cycle, the appearance of fibers is not changed while the surface is endowed with an excellent anti-fouling effect, the excellent anti-fouling performance and the capillary diffusion capability are finally combined, and the prepared modified cellulose test paper has a wide application prospect in the detection field.
The above-mentioned preferred embodiments are only for illustrating the present invention, but this is not a limitation of the present invention, and those skilled in the art can make corresponding adjustments and modifications without departing from the scope of the present invention, so that all the technical solutions formed by equivalent alternatives or equivalent modifications belong to the protection scope of the present invention.
Claims (4)
1. A method for constructing an anti-fouling gel coating on the surface of cellulose test paper in situ is characterized by comprising the following steps:
(1) preparation of N-vinylpyrrolidone anti-fouling polymers containing a guest molecule 1-benzyl-3-vinylimidazole
Firstly, measuring a certain volume of benzyl bromide, dropwise adding the benzyl bromide into an acetonitrile solution dissolved with vinyl imidazole under an ice bath condition, reacting for a certain time at room temperature, and separating and purifying to obtain a product 1-benzyl-3-vinyl imidazole; then weighing 0.478g of BVIZ, 1-4 mL of NVP, 0.05g of 4,4' -azobis (4-cyanovaleric acid) and 18mL of water in a three-neck flask by using a free radical reaction polymerization method, bubbling nitrogen to remove oxygen in a solvent, vacuumizing the system, filling nitrogen for 3 times, sealing the system, and reacting for 10 hours at 65 ℃ in an oil bath kettle; after the reaction is finished, putting the polymer solution into a dialysis bag with the molecular weight of 3000Da, dialyzing in water for 3 days, and then freeze-drying to finally obtain the anti-fouling copolymer p (NVP-co-BVIZ)；
(2) Antifouling gel prepared by combining cucurbituril [8] host and guest
Firstly preparing cucurbituril [8] with the concentration of 25mg/mL]The water solution is evenly mixed by ultrasonic, and then p (NVP-co-BVIZ) antifouling copolymer, wherein the antifouling copolymer mass is cucurbituril [ 8%]Standing by ultrasonic waves for 2-4 times, and fully gelatinizing;
(3) loading of anti-fouling gel coating on test paper surface
Firstly, adding sufficient water into the gel prepared in the step (2), and then destroying a gel network through ultrasonic action to form a sol solution; then, the sol solution is taken and dripped on the surface of the cellulose test paper, and the cellulose test paper is immediately frozen for 12 hours at the temperature of minus 20 ℃; and (3) drying the fully frozen cellulose test paper at-45 ℃ for 5h in vacuum, and then dropwise adding a phosphoric acid buffer solution with the same volume as the sol solution onto the cellulose test paper to convert the sol on the cellulose surface into gel again, thereby finally obtaining the required anti-fouling gel coating.
2. The method for in-situ constructing the anti-fouling gel coat on the surface of the cellulose test paper according to claim 1, wherein in the step (3), the cellulose test paper is soaked in an aqueous solution of tannic acid and is used for loading the gel coat after being cleaned; the concentration of the aqueous solution of the tannic acid is 50mg/mL, and the soaking time is 10 h.
3. The method for in situ forming an anti-fouling gel coating on the surface of cellulose test paper according to claim 1 or 2, wherein the sufficient amount of water in step (3) means that the volume of water is ten times or more of the volume of gel; phosphate buffer PH =7.0, molarity 0.01-0.1M.
4. The method for in-situ forming an anti-fouling gel coating on the surface of cellulose test paper according to claim 1 or 2, wherein the molar ratio of benzyl bromide to vinyl imidazole is controlled to be the same in step (1).
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Citations (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103588933A (en) * | 2013-10-10 | 2014-02-19 | 西北大学 | Multi-bionic anti-biological pollution copolymer, and preparation method and application thereof |
| CN104350081A (en) * | 2012-03-09 | 2015-02-11 | 弗赖堡大学医院 | Synthesis and micro-/nanostructuring of surface-attached crosslinked antimicrobial and/or antibiofouling polymer networks |
| CN105061783A (en) * | 2015-08-06 | 2015-11-18 | 王永龙 | Preparation method of self-repairing super-hydrophobic gel |
| CN105517585A (en) * | 2013-04-26 | 2016-04-20 | 生物相互作用有限公司 | Bioactive coatings |
| CN107315086A (en) * | 2011-06-29 | 2017-11-03 | 中央研究院 | Using face coat is to the capture of biological substance, purifying and discharges |
| CN108342358A (en) * | 2018-03-06 | 2018-07-31 | 西北大学 | A kind of coating and construction method of capture cancer cell |
| CN108815586A (en) * | 2018-07-05 | 2018-11-16 | 四川大学 | A kind of biological anti-pollution layer and preparation method thereof with long-acting super-hydrophilic performance |
| CN110325218A (en) * | 2016-10-14 | 2019-10-11 | 奥伦·谢尔曼 | Cucurbituril-based hydrogels |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2016196633A1 (en) * | 2015-06-01 | 2016-12-08 | William Marsh Rice University | Surface coating method to improve implantable device biocompatibility |
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Patent Citations (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN107315086A (en) * | 2011-06-29 | 2017-11-03 | 中央研究院 | Using face coat is to the capture of biological substance, purifying and discharges |
| CN104350081A (en) * | 2012-03-09 | 2015-02-11 | 弗赖堡大学医院 | Synthesis and micro-/nanostructuring of surface-attached crosslinked antimicrobial and/or antibiofouling polymer networks |
| CN105517585A (en) * | 2013-04-26 | 2016-04-20 | 生物相互作用有限公司 | Bioactive coatings |
| CN103588933A (en) * | 2013-10-10 | 2014-02-19 | 西北大学 | Multi-bionic anti-biological pollution copolymer, and preparation method and application thereof |
| CN105061783A (en) * | 2015-08-06 | 2015-11-18 | 王永龙 | Preparation method of self-repairing super-hydrophobic gel |
| CN110325218A (en) * | 2016-10-14 | 2019-10-11 | 奥伦·谢尔曼 | Cucurbituril-based hydrogels |
| CN108342358A (en) * | 2018-03-06 | 2018-07-31 | 西北大学 | A kind of coating and construction method of capture cancer cell |
| CN108815586A (en) * | 2018-07-05 | 2018-11-16 | 四川大学 | A kind of biological anti-pollution layer and preparation method thereof with long-acting super-hydrophilic performance |
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