CN108047861A - A kind of preparation method with temperature and pH dual responsiveness surface coating products - Google Patents
A kind of preparation method with temperature and pH dual responsiveness surface coating products Download PDFInfo
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- CN108047861A CN108047861A CN201711298821.8A CN201711298821A CN108047861A CN 108047861 A CN108047861 A CN 108047861A CN 201711298821 A CN201711298821 A CN 201711298821A CN 108047861 A CN108047861 A CN 108047861A
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D133/00—Coating compositions based on homopolymers or 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 only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Coating compositions based on derivatives of such polymers
- C09D133/04—Homopolymers or copolymers of esters
- C09D133/14—Homopolymers or copolymers of esters of esters containing halogen, nitrogen, sulfur or oxygen atoms in addition to the carboxy oxygen
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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
- C08F120/00—Homopolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride, ester, amide, imide or nitrile thereof
- C08F120/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F120/10—Esters
- C08F120/34—Esters containing nitrogen, e.g. N,N-dimethylaminoethyl (meth)acrylate
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G73/00—Macromolecular compounds obtained by reactions forming a linkage containing nitrogen with or without oxygen or carbon in the main chain of the macromolecule, not provided for in groups C08G12/00 - C08G71/00
- C08G73/06—Polycondensates having nitrogen-containing heterocyclic rings in the main chain of the macromolecule
- C08G73/0666—Polycondensates containing five-membered rings, condensed with other rings, with nitrogen atoms as the only ring hetero atoms
- C08G73/0672—Polycondensates containing five-membered rings, condensed with other rings, with nitrogen atoms as the only ring hetero atoms with only one nitrogen atom in the ring
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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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- 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
- D21H19/24—Coatings without pigments applied in a form other than the aqueous solution defined in group D21H19/12 comprising macromolecular compounds obtained otherwise than 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
- D21H19/00—Coated paper; Coating material
- D21H19/36—Coatings with pigments
- D21H19/44—Coatings with pigments characterised by the other ingredients, e.g. the binder or dispersing agent
- D21H19/56—Macromolecular organic compounds or oligomers thereof obtained by reactions only involving carbon-to-carbon unsaturated bonds
- D21H19/58—Polymers or oligomers of diolefins, aromatic vinyl monomers or unsaturated acids or derivatives thereof
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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
- D21H19/36—Coatings with pigments
- D21H19/44—Coatings with pigments characterised by the other ingredients, e.g. the binder or dispersing agent
- D21H19/62—Macromolecular organic compounds or oligomers thereof obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2312/00—Crosslinking
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Abstract
The invention discloses a kind of preparation methods with temperature and pH dual responsiveness surface coating products, it is at room temperature, Dopamine hydrochloride, dimethylaminoethyl methacrylate, crosslinking agent and oxidant are dissolved in successively in Tris buffer solutions, it stirs evenly, form mixed solution, then by substrate surface dipping wherein, 10 60min of ultrasonic disperse takes out, and is cleaned with deionized water, is obtained after drying at room temperature.The method of the present invention is easy to be quick and from the limitation of type of substrate, and coating stability is good, and applicability is wide, has a extensive future.
Description
Technical field
The present invention relates to a kind of preparation methods with temperature and pH dual responsiveness surface coating products, belong to composite wood
Expect preparing technical field.
Background technology
It can assign host surface new function and property by surface modification, common having of surface modifying method
Learn grafting, physics is compound and physical chemistry Graft Method etc..Chemical graft process passes through modifying agent and the chemistry of host material main body
It reacts and realizes compound, reduce the intrinsic performance of host material to a certain extent, influence the mechanical strength and chemistry of base material
Stability;Premised on non-covalently bonded of the physics composite algorithm between host material and surface reforming layer is made a concerted effort, therebetween
Weaker with reference to power, the functionalization surface layer of modified product is easily destroyed, and stability is poor, and service life is short.
Poly-dopamine modified lithium is to be adhered to the new and effective surface modification technology for inspiring and growing up by Mussels in recent years,
By small molecule dopamine and its derivative in the oxidation autohemagglutination on inert material surface, provided newly to prepare high-performance composite materials
Approach.From 2007 for the first time report since, poly-dopamine surface be modified the fields such as biology, medicine, catalysis, water process by
To extensive concern.Dopaminergic realizes polymerization by the oxidation of itself, will not destroy the structure of host material, and can preferably tie
The advantages of closing multiple material;Dopamine can infiltrate most of inert materials, have good adaptability as modified monomer.This
Outside, poly-dopamine modified lithium coating contains a large amount of active groups, can carry out secondary surface modification.But poly-dopamine surface is modified and also deposits
Poor, the limitation in limitation, such as poly-dopamine modified lithium reaction time length, the stability in organic solvent or acid-base environment
The use scope of poly-dopamine coating is, it is necessary to be further improved.
Environment-responsive surface refers to by generating response to the variation of outside environmental elements, and makes the physics of material surface
The surface of reversible change occurs for chemical property.Environment-responsive surface is in drug controlled release, cell capture release, intelligent switch
The fields such as film, sensing detection, tissue cultures, enzyme fixation all have broad application prospects, nevertheless, environment-responsive surface
Preparation still suffer from challenging, be primarily limited to the complexity of preparation method and the limitation of applicable base materials.Polymethyl
Sour dimethylaminoethyl (PDMAEMA) is used as a kind of temperature and pH dual responsiveness high molecular materials, prepares generally use table
The method that face is grafted PDMAEMA polymer brushes or PDMAEMA nanogel biocatalytic particles are fixed on surface.Surface grafting PDMAEMA high scores
The dual responsiveness surface that is acted on by chemical covalent bonds of son brush is with good stability and uniformity, but to base material
It is required that stringent, it is necessary to carry out activation modification to substrate surface, must also strictly control reaction condition, and chemical modification process it is cumbersome,
Manufacturing cycle is longer.Surface modification PDMAEMA nanogel biocatalytic particles will by Van der Waals force, hydrogen bond action or charge effect
PDMAEMA nanogel biocatalytic particles are fixed on substrate surface with the effect of physics non-covalent bond, simple compared with chemical graft process, quick,
But it needs in advance to carry out PDMAEMA nanogel biocatalytic particles and base material the modification of charge or active group, makes being applicable in for base material
Scope is limited, and the PDMAEMA nanogel biocatalytic particles and combination power of base material is weak, the stability on dual responsiveness surface is poor, unfavorable
In long-time service.Therefore, the simplification of the stability of chemical action and physical action is combined, develops a kind of letter
Just, quickly, stablize and from the preparation method with temperature and pH dual responsiveness surface coating products of base material limitation, to temperature
The exploitation and popularization and application of degree and pH dual responsiveness coating materials are of great significance.
The content of the invention
In view of the deficiencies of the prior art, the problem to be solved in the present invention is to provide a kind of with temperature and pH dual responsiveness
The preparation method of surface coating products.
Preparation method of the present invention with temperature and pH dual responsiveness surface coating products, step are:
(1) at room temperature, by Dopamine hydrochloride, dimethylaminoethyl methacrylate, crosslinking agent and oxidant in molar ratio
For 1:10~100:1~10:1~10 ratio is dissolved in the Tris buffer solutions of pH=8.5, stirs evenly successively, is formed mixed
Close solution;
(2) substrate surface is impregnated in mixed solution made from step (1), 10~60min of ultrasonic disperse takes out, and spends
Ionized water cleaning, drying at room temperature are to get to temperature and pH dual responsiveness surface coating products.
In the above-mentioned preparation method with temperature and pH dual responsiveness surface coating products, the Dopamine hydrochloride, first
The molar ratio of base dimethylaminoethyl acrylate, crosslinking agent and oxidant preferably 1:15~70:1~7:1~7.
Wherein, the molar ratio of the Dopamine hydrochloride, dimethylaminoethyl methacrylate, crosslinking agent and oxidant is optimal
Select 1:15~40:3~6:3~6.
In the above-mentioned preparation method with temperature and pH dual responsiveness surface coating products, the crosslinking agent is two
Amine, polyamine or glutaraldehyde or its several arbitrary mol ratio combination.
Wherein, the preferred diamines of the crosslinking agent or glutaraldehyde.
In the above-mentioned preparation method with temperature and pH dual responsiveness surface coating products, the oxidant is over cure
Hydrochlorate, perchlorate, periodate or hydrogen peroxide.
Wherein, the preferred potassium peroxydisulfate of the oxidant or ammonium persulfate.
In the above-mentioned preparation method with temperature and pH dual responsiveness surface coating products, the base material is filter paper,
Sponge, glass or metallic sieve.
Compared with prior art, the invention has the advantages that:
(1) method is easy to operate, it is only necessary to which poly-dopamine and PDMAEMA can be realized in substrate surface in step solution dipping
Fixation, and from the limitation of type of substrate, effectively overcome the problems such as existing method is complicated for operation, surface stability is poor,
Efficient, quick preparation method is provided for Thermo-sensitive surface.
(2) for dopamine while auto polymerization is aoxidized, activity functional groups can trigger dimethylaminoethyl
The polymerization of ethyl ester, the presence of oxidant accelerate the polymerization speed of the two.Pass through the active function in crosslinking agent and poly-dopamine
The oligomeric dopamine of soluble small molecule is cross-linked into 3 D stereo network structure, improves poly-dopamine, PDMAEMA point by group's reaction
Bond strength between son and between poly-dopamine, PDMAEMA molecules and host material.
(3) preparation process condition is mild, can carry out at normal temperatures, be easy to industrialization.
Specific embodiment
Below by the specific embodiment provided, the present invention is further explained, but following embodiments are served only for understanding the present invention
It is not limiting the scope of the present invention.
Embodiment 1:
(1) at room temperature, by Dopamine hydrochloride (38mg, 0.2mmol), dimethylaminoethyl methacrylate (0.628g,
4mmol), ethylenediamine (0.12g, 2mmol) and ammonium persulfate (0.54g, 2mmol) be dissolved in successively Tris buffer solutions (20mL,
50mM, pH=8.5) in, it stirs evenly, forms mixed solution;
(2) ordinary filter paper is impregnated in the mixed solution that step (1) obtains, ultrasonic disperse 30min takes out, and uses deionization
Water cleaning, drying at room temperature are modified filter paper to get to temperature and pH dual responsiveness surface.
Embodiment 2:
The present embodiment only exists according to the identical mode preparation temperature of embodiment 1 and pH dual responsiveness face coats, difference
Ordinary filter paper is substituted with thin layer sponge in step (2), obtains temperature and pH dual responsiveness surface modified sponge.
Embodiment 3:
The present embodiment only exists according to the identical mode preparation temperature of embodiment 1 and pH dual responsiveness face coats, difference
Ordinary filter paper is substituted with sheet glass in step (2), obtains temperature and pH dual responsiveness surface modified glass pieces.
Embodiment 4:
The present embodiment only exists according to the identical mode preparation temperature of embodiment 1 and pH dual responsiveness face coats, difference
Ordinary filter paper is substituted with stainless steel mesh in step (2), obtains temperature and pH dual responsiveness surface modified stainless steel sieves.
Embodiment 5:
(1) at room temperature, by Dopamine hydrochloride (38mg, 0.2mmol), dimethylaminoethyl methacrylate (0.628g,
4mmol), glutaraldehyde (0.10g, 1mmol) and potassium peroxydisulfate (0.27g, 1mmol) be dissolved in successively Tris buffer solutions (20mL,
50mM, pH=8.5) in, it stirs evenly, forms mixed solution;
(2) ordinary filter paper is impregnated in the mixed solution that step (1) obtains, ultrasonic disperse 45min takes out, and uses deionization
Water cleaning, drying at room temperature are modified filter paper to get to Thermo-sensitive surface.
Embodiment 6:
The present embodiment only exists according to the identical mode preparation temperature of embodiment 5 and pH dual responsiveness face coats, difference
Ordinary filter paper is substituted with thin layer sponge in step (2), obtains temperature and pH dual responsiveness surface modified sponge.
Embodiment 7:
The present embodiment only exists according to the identical mode preparation temperature of embodiment 5 and pH dual responsiveness face coats, difference
Ordinary filter paper is substituted with sheet glass in step (2), obtains temperature and pH dual responsiveness surface modified glass pieces.
Embodiment 8:
The present embodiment only exists according to the identical mode preparation temperature of embodiment 5 and pH dual responsiveness face coats, difference
Ordinary filter paper is substituted with stainless steel mesh in step (2), obtains temperature and pH dual responsiveness surface modified stainless steel sieves.
Embodiment 9:
(1) at room temperature, by Dopamine hydrochloride (57mg, 0.3mmol), dimethylaminoethyl methacrylate (0.706g, 4.
5mmol), glutaraldehyde (0.15g, 1.5mmol) and potassium peroxydisulfate (0.41g, 1.5mmol) are dissolved in Tris buffer solutions successively
It in (20mL, 50mM, pH=8.5), stirs evenly, forms mixed solution;
(2) ordinary filter paper is impregnated in the mixed solution that step (1) obtains, ultrasonic disperse 30min takes out, and uses deionization
Water cleaning, drying at room temperature are modified filter paper to get to temperature and pH dual responsiveness surface.
Embodiment 10:
The present embodiment only exists according to the identical mode preparation temperature of embodiment 9 and pH dual responsiveness face coats, difference
Ordinary filter paper is substituted with thin layer sponge in step (2), obtains temperature and pH dual responsiveness surface modified sponge.
Embodiment 11:
The present embodiment only exists according to the identical mode preparation temperature of embodiment 9 and pH dual responsiveness face coats, difference
Ordinary filter paper is substituted with sheet glass in step (2), obtains temperature and pH dual responsiveness surface modified glass pieces.
Embodiment 12:
The present embodiment only exists according to the identical mode preparation temperature of embodiment 9 and pH dual responsiveness face coats, difference
Ordinary filter paper is substituted with stainless steel mesh in step (2), obtains temperature and pH dual responsiveness surface modified stainless steel sieves.
Claims (8)
1. a kind of preparation method with temperature and pH dual responsiveness surface coating products, step are:
(1) at room temperature, it is 1 in molar ratio by Dopamine hydrochloride, dimethylaminoethyl methacrylate, crosslinking agent and oxidant:
10~100:1~10:1~10 ratio is dissolved in the Tris buffer solutions of pH=8.5, stirs evenly successively, and it is molten to form mixing
Liquid;
(2) substrate surface is impregnated in mixed solution made from step (1), 10~60min of ultrasonic disperse takes out, and uses deionization
Water cleaning, drying at room temperature are to get to temperature and pH dual responsiveness surface coating products.
2. having temperature and the preparation method of pH dual responsiveness surface coating products according to claim 1, feature exists
In the molar ratio of, the Dopamine hydrochloride, dimethylaminoethyl methacrylate, crosslinking agent and oxidant be 1:15~70:1~
7:1~7.
3. having temperature and the preparation method of pH dual responsiveness surface coating products according to claim 2, feature exists
In the molar ratio of, the Dopamine hydrochloride, dimethylaminoethyl methacrylate, crosslinking agent and oxidant be 1:15~40:3~
6:3~6.
4. having temperature and the preparation method of pH dual responsiveness surface coating products according to claim 1, feature exists
In the crosslinking agent is diamines, polyamine or glutaraldehyde or its several arbitrary mol ratio combination.
5. having temperature and the preparation method of pH dual responsiveness surface coating products according to claim 4, feature exists
In the crosslinking agent is diamines or glutaraldehyde.
6. having temperature and the preparation method of pH dual responsiveness surface coating products according to claim 1, feature exists
In the oxidant is persulfate, perchlorate, periodate or hydrogen peroxide.
7. having temperature and the preparation method of pH dual responsiveness surface coating products according to claim 6, feature exists
In the oxidant is potassium peroxydisulfate or ammonium persulfate.
8. having temperature and the preparation method of pH dual responsiveness surface coating products according to claim 1, feature exists
In the base material is filter paper, sponge, glass or metallic sieve.
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Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN110204659A (en) * | 2019-01-23 | 2019-09-06 | 首都师范大学 | It is a kind of can be to the photo-thermal nano material and preparation method that temperature responds |
CN111995749A (en) * | 2020-02-17 | 2020-11-27 | 江西师范大学 | Method for preparing polydopamine nanosphere by using organic base |
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WO2013180457A1 (en) * | 2012-05-29 | 2013-12-05 | 한국교통대학교 산학협력단 | Antimicrobial organic copolymer having adhesion properties, method for producing same, antimicrobial coating film coated with same, and method for coating the coating film |
CN103755870A (en) * | 2014-01-06 | 2014-04-30 | 苏州大学 | Dopamine-containing random copolymer, and fine preparation method and application thereof |
CN105801734A (en) * | 2016-03-20 | 2016-07-27 | 北京化工大学 | Preparation method of quaternary ammonium salt polymer antibacterial agent and silver-loaded compound antibacterial agent thereof on basis of ATRP method |
CN106750462A (en) * | 2016-12-19 | 2017-05-31 | 大连理工大学 | A kind of surface modifying method of dopamine and its derivative polymerization and crosslinking curing |
CN107345366A (en) * | 2017-07-14 | 2017-11-14 | 天津工业大学 | A kind of universal method of quick mussel bionic surface functional modification |
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WO2013180457A1 (en) * | 2012-05-29 | 2013-12-05 | 한국교통대학교 산학협력단 | Antimicrobial organic copolymer having adhesion properties, method for producing same, antimicrobial coating film coated with same, and method for coating the coating film |
CN103111096A (en) * | 2013-01-24 | 2013-05-22 | 清华大学 | Responsive oil and water separation net film with underwater super lipophobicity property and preparation method thereof |
CN103755870A (en) * | 2014-01-06 | 2014-04-30 | 苏州大学 | Dopamine-containing random copolymer, and fine preparation method and application thereof |
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Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
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CN110204659A (en) * | 2019-01-23 | 2019-09-06 | 首都师范大学 | It is a kind of can be to the photo-thermal nano material and preparation method that temperature responds |
CN110204659B (en) * | 2019-01-23 | 2022-02-18 | 首都师范大学 | Photo-thermal nano material capable of responding to temperature and preparation method thereof |
CN111995749A (en) * | 2020-02-17 | 2020-11-27 | 江西师范大学 | Method for preparing polydopamine nanosphere by using organic base |
CN111995749B (en) * | 2020-02-17 | 2022-08-26 | 江西师范大学 | Method for preparing polydopamine nanosphere by using organic base |
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