CN105418821A - Functional protecting surface material with good adhesive performance and preparation method for function protecting surface material - Google Patents

Functional protecting surface material with good adhesive performance and preparation method for function protecting surface material Download PDF

Info

Publication number
CN105418821A
CN105418821A CN201510969491.5A CN201510969491A CN105418821A CN 105418821 A CN105418821 A CN 105418821A CN 201510969491 A CN201510969491 A CN 201510969491A CN 105418821 A CN105418821 A CN 105418821A
Authority
CN
China
Prior art keywords
ethyl
dihydroxy phenyl
methyl acrylamide
acrylamide copolymer
copolymer
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Granted
Application number
CN201510969491.5A
Other languages
Chinese (zh)
Other versions
CN105418821B (en
Inventor
吕平
万菲
黄微波
冯超
马衍轩
马明亮
卢桂霞
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Qingdao University of Technology
Original Assignee
Qingdao University of Technology
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Qingdao University of Technology filed Critical Qingdao University of Technology
Priority to CN201510969491.5A priority Critical patent/CN105418821B/en
Publication of CN105418821A publication Critical patent/CN105418821A/en
Application granted granted Critical
Publication of CN105418821B publication Critical patent/CN105418821B/en
Active legal-status Critical Current
Anticipated expiration legal-status Critical

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08FMACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F212/00Copolymers 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 an aromatic carbocyclic ring
    • C08F212/02Monomers containing only one unsaturated aliphatic radical
    • C08F212/04Monomers containing only one unsaturated aliphatic radical containing one ring
    • C08F212/14Monomers containing only one unsaturated aliphatic radical containing one ring substituted by heteroatoms or groups containing heteroatoms
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08FMACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F220/00Copolymers 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
    • C08F220/02Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
    • C08F220/52Amides or imides
    • C08F220/54Amides, e.g. N,N-dimethylacrylamide or N-isopropylacrylamide
    • C08F220/58Amides, e.g. N,N-dimethylacrylamide or N-isopropylacrylamide containing oxygen in addition to the carbonamido oxygen, e.g. N-methylolacrylamide, N-(meth)acryloylmorpholine

Landscapes

  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)

Abstract

The invention discloses a N-(3,4-dihydroxyl phenyl)ethyl-methacrylamide copolymer and a preparation method therefor. By taking dopamine and a fluorine-containing compound as raw materials, the dopamine is modified by using the fluorine-containing compound by virtue of a copolymerization method so as to prepare the copolymer containing a fluorine-containing compound side chain and a pyrocatechol-anchored radical side chain. The copolymer, on the one hand, has a pyrocatechol-anchored radical of dopamine to provide a good adhesive performance; one the other hand, the coplymer has the fluorine-containing compound radical, so that the copolymer has oil resistance, corrosion resistance and a hydrophobic and oleophobic property, and the protective performance of a functional protecting coating is extremely improved. The invention further discloses a functional protecting surface material with a good adhesive performance. The material is obtained by self-assembling the N-(3,4-dihydroxyl phenyl)ethyl-methacrylamide copolymer on the surface of the material by soaking. The material has a good protecting performance, a super-hydrophobic property, an antifouling capability and a adhesive performance; is wide in application range of a base; and is non-toxic and free of pollution.

Description

Function protecting surfacing with well attached performance and preparation method thereof
Technical field
The invention belongs to Material Field, be specifically related to a kind of function protecting surfacing, particularly relate to a kind of function protecting surfacing with well attached performance and preparation method thereof.
Background technology
Along with the process developing rapidly, utilize ocean space of marine economy is accelerated, ocean structure engineering is as more and more extensive in application such as breakwater, harbour, off-shore airport, subbottom tunnel and bridge spanning the seas.Meanwhile, due to the impact of seawater long period of soaking, erosion, stormy waves and tide, the etching problem of ocean structure engineering is also increasingly outstanding, and security and the weather resistance of ocean structure engineering in serious harm.Therefore, the corrosion prevention problem of ocean structure more and more comes into one's own.At present, to the safe service demand of a century that ocean structure engineering proposes, need to ensure the weather resistance of ocean structure in the whole service life phase, this has proposed severe challenge to the guard technology of ocean structure engineering.
Coating technology is the important and effective means of ocean structure protection.Ocean structure protective coating had continued to use metal protection material in the past, generally adopted the coating such as chlorinated rubber, urethane, chlorosulfonated polyethylene and epoxy.But the over-all properties of these coating can't meet the requirement of harsh ocean environment to a certain extent.At present, ocean structure protective coating still has many theory and technology problems not having to solve, and wherein the most key problem how to improve the sticking power of coating and the different substrate materials such as metal, concrete.To be exposed to the sun in hot and humid, open air and under the complex environment influence factor such as salt fog, it is modal protection failure mode that coating interface comes off, on the barrier propterty impact of coating greatly.Therefore, research has well attached performance and the wide function protecting surfacing of substrate suitability, to instructing engineering practice, delays base material corrosion speed, ensures engineering structure service life, improves engineering structure security, reduces the coating protection caused because of adhesion problem and lost efficacy and have great importance.
The protective effect of organic coating shows the shielding effect that coating has, the wet aspect such as tack and corrosion inhibition.Protection inefficacy has many reasons: the chemical erosion (degraded) of medium, the physical dissolution of medium and swelling, the local failure that medium diffusion in the coating and holiday cause; These all will cause the reduction of coating corrosion resistance energy.Wherein, coating aging degraded and corrosive medium are the major causes of coating failure in the diffusion of coat inside.(1) being exposed to protective coating in harsh ocean environment due to what be subject to the environmental factorss such as illumination, humidity and temperature affects generation degradation with aging, causes protective coating to lose efficacy; (2) Na +, Cl -, SO 4 2-plasma then carries out diffusion by coating, makes base material corrosion failure, causes coating failure.For these reasons, if coating has hydrophobicity, then greatly can improve anti-Ionic diffusion and the perviousness of coating.
The catechol group with strong adhesion is a side chain of Dopamine HCL, and it is extensively present in the adhesion protein in mussel.Because it has great effect in distinct faces anchoring molecule, the polymers exhibit with this structure goes out all has good interfacial adhesion intensity to a series of differing materials surface (comprising moistening surface).Therefore, the method for Dopamine HCL film preparation anti-corrosion film on metal surface is adopted to have been reported.This Dopamine HCL film possesses the advantage that adhesion property is good, treatment process is easy, and shows certain antiseptic property.Application for a patent for invention CN200910019178.X provides " a kind of preparation method of anti-corrosion film on metal surface "; Dopamine HCL is dissolved in three (methylol) aminomethane hydrochlorides or the phosphatic aqueous solution by the method, stirs, and immerses metal, and contact 12 ~ 90h takes out, with deionized water rinsing; Put into the solution containing alkanethiol after nitrogen drying, take out after water-bath 24 ~ 48h at 20 ~ 30 DEG C, with the above-mentioned solvent washing containing alkanethiol solution; After nitrogen drying, anti-corrosion film can be formed on the metal surface.The method can be easy to form stable anticorrosion film on the metallic substrate, and cohesive force is strong, and do not need the longer reaction times, do not need to etch metal, the Corrosion Protection of prepared anti-corrosion film on metal surface is good, and protective efficacy is up to 99%.But Dopamine HCL films of preparation only have good Corrosion Protection in these reports, not there is super-hydrophobicity, other barrier propterty such as antifouling.In the ocean environment of complexity, metal and concrete surface are also faced with multiple corrosion, have had further requirement to the multifunction of protective coating.
Fluorochemicals has good weathering resistance and chemical resistance, and its surface energy is lower, has hydro-oleophobicity, is highly suitable for preparing protective material.At present, the preparation of fluorinated copolymer and the existing a large amount of report of performance study.But due to the polarizability that fluorine atom is lower, strong electronegativity, the C-F bond energy that less van der Waals radius is very strong, so the solvability of fluorinated copolymer is relatively poor, the multipolymer of fluorochemicals and Dopamine HCL is very easily insoluble to any solvent, makes it not be modified at material surface by copolymer solution infusion method.Therefore, for the preparation of this fluorochemicals and Dopamine HCL multipolymer, its deliquescent control is most important.At present, also do not have investigator to carry out disclosed report at this point.
Summary of the invention
The present invention is with Dopamine HCL and fluorochemicals for raw material, and adopt the method fluorochemicals of copolymerization to carry out modification to Dopamine HCL, preparation comprises the multipolymer of fluorine cpd side chain and pyrocatechol anchoring group side chain.Described multipolymer has the pyrocatechol anchoring group of Dopamine HCL on the one hand, can provide good adhesion property; Possess functional fluoropolymer group on the other hand, there is weathering resistance, antiseptic property and hydrophobic oleophobic performance, greatly can improve the barrier propterty of function protecting coating.
Technical scheme of the present invention: N-(3,4-dihydroxy phenyl) Ethyl-Methyl acrylamide copolymer, the structural formula of described multipolymer is:
Described N-(3,4-dihydroxy phenyl) Ethyl-Methyl acrylamide copolymer, prepared by following method: 1. take appropriate 3-(trifluoromethyl) vinylbenzene, N-(3,4-dihydroxy phenyl) Ethyl-Methyl acrylamide, cuprous chloride, 2,2 '-dipyridyl and bromotoluene; 2. by step 1. ready material add in toluene, stirring reaction 1-8h under atmosphere of inert gases protection, the temperature condition of 50 DEG C-70 DEG C; 3. to step 2. reacted solution carry out evaporation process, washing is removed the solvent being attached to precipitation surface and is obtained product; Described step reaction equation is 2. as shown in Eq.1.
Wherein, count by weight, described 3-(trifluoromethyl) vinylbenzene is 3 ~ 6 parts, described N-(3,4-dihydroxy phenyl) Ethyl-Methyl acrylamide is 0.1 ~ 0.4 part, described cuprous chloride is 0.01-0.06 part, described 2,2 '-dipyridyl is 0.1 ~ 0.4 part, and described bromotoluene is 0.03 ~ 0.06 part.
Wherein, the method for step 3. described washing is cleaned 2-4 time respectively for adopting methyl alcohol and acetone.
The reaction mechanism preparing N-(3,4-dihydroxy phenyl) Ethyl-Methyl acrylamide copolymer in the present invention is: with cuprous chloride and 2, and 2 '-dipyridyl is catalyzer, the atom transition free radical polymerization reaction that bromotoluene causes.The present invention has selected containing special construction (phenyl ring) and the fluorochemical monomer of molecular weight, the method of free radical controllable polymerization is adopted accurately to control its molecular weight, make prepare fluorinated copolymer in toluene, there is good solubility, can by infusion method by its self-assembly at material surface.Using fluorochemicals as monomer, after carrying out copolymerization with Dopamine HCL, the barrier propterty of Dopamine HCL film can be promoted further, make Dopamine HCL film on preservative property basis, add hydro-oleophobicity and antifouling property.
There is the function protecting surfacing of well attached performance, by the material that N-(3,4-dihydroxy phenyl) Ethyl-Methyl acrylamide copolymer obtains at material surface by soaking self-assembly.
There is the preparation method of the function protecting surfacing of well attached performance, comprise the following steps: 1. take appropriate N-(3,4-dihydroxy phenyl) Ethyl-Methyl acrylamide copolymer, be mixed with the toluene solution that concentration is 0.02 ~ 0.12g/mL; 2. pending material is put into the solution that 1. step is prepared, soak 10 ~ 30h, namely obtain the function protecting surfacing with well attached performance.
Wherein, described pending material is aluminium, iron, steel, pottery or concrete.
Beneficial effect of the present invention:
(1) multipolymer synthesized by the present invention be suitable for substrate extensively, environmental protection, there is good barrier propterty; And with substrate surface, there is firmly chemical bonding, be therefore widely used prospect;
(2) present invention process is simple, only need by simply soaking the rear function protecting surfacing that just can obtain having well attached performance.
(3) the function protecting surfacing that prepared by the present invention has good barrier propterty, ultra-hydrophobicity, antifouling property and adhesion property; Substrate is applied widely; Nontoxic pollution-free, can not impact physical environment.
Figure of description
Fig. 1 is the microphotograph that microalgae cell attaches to material surface.
Embodiment
Below in conjunction with embodiment, the present invention is described further.
Embodiment 1:
N-(3,4-dihydroxy phenyl) Ethyl-Methyl acrylamide copolymer, the structural formula of described multipolymer is:
N-(3,4-dihydroxy phenyl) Ethyl-Methyl acrylamide copolymer, prepared by following method: 1. count by weight, take 3 parts of 3-(trifluoromethyl) vinylbenzene, 0.2 part of N-(3,4-dihydroxy phenyl) Ethyl-Methyl acrylamide, 0.03 part of cuprous chloride, 0.4 part 2,2 '-dipyridyl, 0.03 part of bromotoluene; 2. get the toluene of prior drying treatment, argon gas 15min is passed into it; By step 1. ready material add in described toluene, stirring reaction 6h under argon shield, under the temperature condition of 50 DEG C; Reaction equation is as shown in Eq.1.3. to step 2. reacted solution carry out evaporation process, then adopt methyl alcohol and acetone to clean 4 times respectively, remove the solvent being attached to precipitation surface and obtain product.Every parts by weight are 10g.
The reaction mechanism preparing N-(3,4-dihydroxy phenyl) Ethyl-Methyl acrylamide copolymer in the present invention is: with cuprous chloride and 2, and 2 '-dipyridyl is catalyzer, the atom transition free radical polymerization reaction that bromotoluene causes.The present invention has selected containing special construction (phenyl ring) and the fluorochemical monomer of molecular weight, the method of free radical controllable polymerization is adopted accurately to control its molecular weight, make prepare fluorinated copolymer in toluene, there is good solubility, can by infusion method by its self-assembly at material surface.Using fluorochemicals as monomer, after carrying out copolymerization with Dopamine HCL, the barrier propterty of Dopamine HCL film can be promoted further, make Dopamine HCL film on preservative property basis, add hydro-oleophobicity and antifouling property.
There is the function protecting surfacing of well attached performance, by the material that N-(3,4-dihydroxy phenyl) Ethyl-Methyl acrylamide copolymer obtains at material surface by soaking self-assembly.Its preparation method, comprises the following steps: 1. take appropriate N-(3,4-dihydroxy phenyl) Ethyl-Methyl acrylamide copolymer, be mixed with the toluene solution that concentration is 0.02g/mL; 2. pending concrete is put into the solution that 1. step is prepared, soak 30h, namely obtain the function protecting surfacing with well attached performance.
Embodiment 2:
As different from Example 1, N-(3,4-dihydroxy phenyl) Ethyl-Methyl acrylamide copolymer, prepared by following method: 1. count by weight, take 4 parts of 3-(trifluoromethyl) vinylbenzene, 0.3 part of N-(3,4-dihydroxy phenyl) Ethyl-Methyl acrylamide, 0.06 part of cuprous chloride, 0.1 part 2,2 '-dipyridyl, 0.04 part of bromotoluene; 2. get the toluene of prior drying treatment, argon gas 5min is passed into it; By step 1. ready material add in toluene, stirring reaction 8h under atmosphere of inert gases protection, the temperature condition of 60 DEG C.3. to step 2. reacted solution carry out evaporation process, then adopt methyl alcohol and acetone to clean 2 times respectively, remove the solvent being attached to precipitation surface and obtain product.
There is the preparation method of the function protecting surfacing of well attached performance, comprise the following steps: 1. take appropriate N-(3,4-dihydroxy phenyl) Ethyl-Methyl acrylamide copolymer, be mixed with the toluene solution that concentration is 0.05g/mL; 2. pending stupalith is put into the solution that 1. step is prepared, soak 20h, namely obtain the function protecting surfacing with well attached performance.
Embodiment 3:
As different from Example 1, N-(3,4-dihydroxy phenyl) Ethyl-Methyl acrylamide copolymer, prepared by following method: 1. count by weight, take 5 parts of 3-(trifluoromethyl) vinylbenzene, 0.4 part of N-(3,4-dihydroxy phenyl) Ethyl-Methyl acrylamide, 0.01 part of cuprous chloride, 0.2 part 2,2 '-dipyridyl, 0.05 part of bromotoluene; 2. get the toluene of prior drying treatment, argon gas 10min is passed into it; By step 1. ready material add in toluene, stirring reaction 1h under atmosphere of inert gases protection, the temperature condition of 70 DEG C.3. to step 2. reacted solution carry out evaporation process, then adopt methyl alcohol and acetone to clean 3 times respectively, remove the solvent being attached to precipitation surface and obtain product.
There is the preparation method of the function protecting surfacing of well attached performance, comprise the following steps: 1. take appropriate N-(3,4-dihydroxy phenyl) Ethyl-Methyl acrylamide copolymer, be mixed with the toluene solution that concentration is 0.08g/mL; 2. pending steel is put into the solution that 1. step is prepared, soak 15h, namely obtain the function protecting surfacing with well attached performance.
Embodiment 4:
As different from Example 1, N-(3,4-dihydroxy phenyl) Ethyl-Methyl acrylamide copolymer, prepared by following method: 1. count by weight, take 6 parts of 3-(trifluoromethyl) vinylbenzene, 0.1 part of N-(3,4-dihydroxy phenyl) Ethyl-Methyl acrylamide, 0.02 part of cuprous chloride, 0.3 part 2,2 '-dipyridyl, 0.06 part of bromotoluene; 2. get the toluene of prior drying treatment, argon gas 12min is passed into it; By step 1. ready material add in toluene, stirring reaction 5h under atmosphere of inert gases protection, the temperature condition of 55 DEG C.3. to step 2. reacted solution carry out evaporation process, then adopt methyl alcohol and acetone to clean 4 times respectively, remove the solvent being attached to precipitation surface and obtain product.
There is the preparation method of the function protecting surfacing of well attached performance, comprise the following steps: 1. take appropriate N-(3,4-dihydroxy phenyl) Ethyl-Methyl acrylamide copolymer, be mixed with the toluene solution that concentration is 0.010g/mL; 2. pending iron material is put into the solution that 1. step is prepared, soak 12h, namely obtain the function protecting surfacing with well attached performance.
Embodiment 5:
As different from Example 1, N-(3,4-dihydroxy phenyl) Ethyl-Methyl acrylamide copolymer, prepared by following method: 1. count by weight, take 3.5 parts of 3-(trifluoromethyl) vinylbenzene, 0.2 part of N-(3,4-dihydroxy phenyl) Ethyl-Methyl acrylamide, 0.04 part of cuprous chloride, 0.3 part 2,2 '-dipyridyl, 0.05 part of bromotoluene; 2. get the toluene of prior drying treatment, argon gas 8min is passed into it; By step 1. ready material add in toluene, stirring reaction 4h under atmosphere of inert gases protection, the temperature condition of 65 DEG C.3. to step 2. reacted solution carry out evaporation process, then adopt methyl alcohol and acetone to clean 2 times respectively, remove the solvent being attached to precipitation surface and obtain product.
There is the preparation method of the function protecting surfacing of well attached performance, comprise the following steps: 1. take appropriate N-(3,4-dihydroxy phenyl) Ethyl-Methyl acrylamide copolymer, be mixed with the toluene solution that concentration is 0.12g/mL; 2. pending aluminum is put into the solution that 1. step is prepared, soak 10h, namely obtain the function protecting surfacing with well attached performance.
Embodiment 6:
As different from Example 1, N-(3,4-dihydroxy phenyl) Ethyl-Methyl acrylamide copolymer, prepared by following method: 1. count by weight, take 4.5 parts of 3-(trifluoromethyl) vinylbenzene, 0.2 part of N-(3,4-dihydroxy phenyl) Ethyl-Methyl acrylamide, 0.05 part of cuprous chloride, 0.4 part 2,2 '-dipyridyl, 0.03 part of bromotoluene; 2. get the toluene of prior drying treatment, argon gas 15min is passed into it; By step 1. ready material add in toluene, stirring reaction 3h under atmosphere of inert gases protection, the temperature condition of 60 DEG C.3. to step 2. reacted solution carry out evaporation process, then adopt methyl alcohol and acetone to clean 3 times respectively, remove the solvent being attached to precipitation surface and obtain product.
There is the preparation method of the function protecting surfacing of well attached performance, comprise the following steps: 1. take appropriate N-(3,4-dihydroxy phenyl) Ethyl-Methyl acrylamide copolymer, be mixed with the toluene solution that concentration is 0.05g/mL; 2. pending concrete is put into the solution that 1. step is prepared, soak 25h, namely obtain the function protecting surfacing with well attached performance.
The contact angle of multipolymer prepared by table 1. embodiment 1-6 and function protecting material and sticking power
Embodiment 7:
Microscopic examination microalgae cell is adopted to attach to the situation of material surface.(A) after: glass, immersing algae liquid 1h; (B) after: multipolymer modifies slide glass, immersing algae liquid 1h; (C): multipolymer is modified and carried glass, after immersing algae liquid 5h; (D) after: multipolymer modifies glass, immersing algae liquid 10h.Wherein, the cell concn of algae liquid is about 2.1 × 10 6individual/mm 2.Then, the sample through above-mentioned process is put into respectively the glass weighing bottle loading 10mL nutrient solution, microphotograph in detail as shown in Figure 1.
According to Fig. 1, not modified glass is at immersion algae liquid, and after micro-algae is deposited in glass surface, in 1h, microalgae cell just ramp division, forms group's (as shown in Figure 1A).And the sheet glass that multipolymer is modified immerses algae liquid, after microalgae cell is deposited in glass surface, until after 10h, micro-algae there is no significantly growth and division, does not form group (as shown in Figure 1B, 1C, 1D).Prove thus, the multipolymer of glass surface effectively can suppress the growth of microalgae cell, has good antifouling property.

Claims (7)

1.N-(3,4-dihydroxy phenyl) Ethyl-Methyl acrylamide copolymer, is characterized in that: the structural formula of described multipolymer is:
2. N-(3 according to claim 1,4-dihydroxy phenyl) Ethyl-Methyl acrylamide copolymer, it is characterized in that: prepared by following method: 1. take appropriate 3-(trifluoromethyl) vinylbenzene, N-(3,4-dihydroxy phenyl) Ethyl-Methyl acrylamide, cuprous chloride, 2,2 '-dipyridyl and bromotoluene; 2. by step 1. ready material add in toluene solution, stirring reaction 1-8h under atmosphere of inert gases protection, the temperature condition of 50 DEG C-70 DEG C; 3. to step 2. reacted solution carry out evaporation process, obtain product after washing; Described step reaction equation is 2.:
3. N-(3 according to claim 2,4-dihydroxy phenyl) Ethyl-Methyl acrylamide copolymer, it is characterized in that: count by weight, described 3-(trifluoromethyl) vinylbenzene is 3 ~ 6 parts, and described N-(3,4-dihydroxy phenyl) Ethyl-Methyl acrylamide is 0.1 ~ 0.4 part, described cuprous chloride is 0.01-0.06 part, described 2,2 '-dipyridyl is 0.1 ~ 0.4 part, and described bromotoluene is 0.03 ~ 0.06 part.
4. N-according to claim 2 (3,4-dihydroxy phenyl) Ethyl-Methyl acrylamide copolymer, is characterized in that: the method for described washing is cleaned 2-4 time respectively for adopting methyl alcohol and acetone.
5. there is the function protecting surfacing of well attached performance, it is characterized in that: the material that N-(3,4-dihydroxy phenyl) Ethyl-Methyl acrylamide copolymer is obtained at material surface by soaking self-assembly.
6. the preparation method with the function protecting surfacing of well attached performance according to claim 5, it is characterized in that: comprise the following steps: 1. take appropriate N-(3,4-dihydroxy phenyl) Ethyl-Methyl acrylamide copolymer, be mixed with the toluene solution that concentration is 0.02 ~ 0.12g/mL; 2. pending material is put into the solution that 1. step is prepared, soak 10 ~ 30h, namely obtain the function protecting surfacing with well attached performance.
7. the preparation method with the function protecting surfacing of well attached performance according to claim 6, is characterized in that: described pending material is aluminium, iron, steel, pottery or concrete.
CN201510969491.5A 2015-12-21 2015-12-21 Function protecting surfacing with well attached performance and preparation method thereof Active CN105418821B (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
CN201510969491.5A CN105418821B (en) 2015-12-21 2015-12-21 Function protecting surfacing with well attached performance and preparation method thereof

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CN201510969491.5A CN105418821B (en) 2015-12-21 2015-12-21 Function protecting surfacing with well attached performance and preparation method thereof

Publications (2)

Publication Number Publication Date
CN105418821A true CN105418821A (en) 2016-03-23
CN105418821B CN105418821B (en) 2018-02-06

Family

ID=55497398

Family Applications (1)

Application Number Title Priority Date Filing Date
CN201510969491.5A Active CN105418821B (en) 2015-12-21 2015-12-21 Function protecting surfacing with well attached performance and preparation method thereof

Country Status (1)

Country Link
CN (1) CN105418821B (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN107400435A (en) * 2016-05-19 2017-11-28 中国科学院大学 A kind of esters of acrylic acid corrosion-inhibiting coating liquid that can be repaired automatically in sodium-chloride water solution and its production and use
CN107446401A (en) * 2017-04-01 2017-12-08 华南理工大学 Using dopamine as high hydrophobicity anti-bacterial attachment surface of anchor molecule and preparation method thereof

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN112745738B (en) * 2020-12-28 2021-10-01 青岛理工大学 Deteriorated immune bionic protective coating for hydraulic engineering and preparation method thereof

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN101412780A (en) * 2008-11-28 2009-04-22 东华大学 Liquid crystal fluoroalkyl acrylic resin with suspended side chain, and preparation and use thereof
CN101658837A (en) * 2009-09-24 2010-03-03 中国海洋大学 Preparation method of anticorrosive film for metal surface
CN101781161A (en) * 2009-01-20 2010-07-21 上海开拓者化学研究管理有限公司 Method for preparing trifluoromethyl styrene compound
WO2011122391A1 (en) * 2010-03-31 2011-10-06 Dic株式会社 Curable fluorine-containing resin and active energy ray curable composition using same
CN104073114A (en) * 2013-03-29 2014-10-01 中国科学院兰州化学物理研究所 Method for preparing surface material with anti-marine biological pollution function

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN101412780A (en) * 2008-11-28 2009-04-22 东华大学 Liquid crystal fluoroalkyl acrylic resin with suspended side chain, and preparation and use thereof
CN101781161A (en) * 2009-01-20 2010-07-21 上海开拓者化学研究管理有限公司 Method for preparing trifluoromethyl styrene compound
CN101658837A (en) * 2009-09-24 2010-03-03 中国海洋大学 Preparation method of anticorrosive film for metal surface
WO2011122391A1 (en) * 2010-03-31 2011-10-06 Dic株式会社 Curable fluorine-containing resin and active energy ray curable composition using same
CN104073114A (en) * 2013-03-29 2014-10-01 中国科学院兰州化学物理研究所 Method for preparing surface material with anti-marine biological pollution function

Non-Patent Citations (2)

* Cited by examiner, † Cited by third party
Title
QIANHUI SUN ET AL.: "Mimetic marine antifouling films based on fluorine-containing polymethacrylates", 《APPLIED SURFACE SCIENCE》 *
孙千惠: "含氟甲基丙烯酸酯类防污聚合物的合成及性能研究", 《中国优秀硕士学位论文全文数据库 工程科技I辑》 *

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN107400435A (en) * 2016-05-19 2017-11-28 中国科学院大学 A kind of esters of acrylic acid corrosion-inhibiting coating liquid that can be repaired automatically in sodium-chloride water solution and its production and use
CN107400435B (en) * 2016-05-19 2019-08-16 中国科学院大学 A kind of esters of acrylic acid corrosion-inhibiting coating liquid and its preparation method and application that can be automatically repaired in sodium-chloride water solution
CN107446401A (en) * 2017-04-01 2017-12-08 华南理工大学 Using dopamine as high hydrophobicity anti-bacterial attachment surface of anchor molecule and preparation method thereof
CN107446401B (en) * 2017-04-01 2019-08-20 华南理工大学 Using dopamine as high hydrophobicity anti-bacterial attachment surface of anchor molecule and preparation method thereof

Also Published As

Publication number Publication date
CN105418821B (en) 2018-02-06

Similar Documents

Publication Publication Date Title
CN105418821A (en) Functional protecting surface material with good adhesive performance and preparation method for function protecting surface material
Aljeaban et al. Polymers decorated with functional motifs for mitigation of steel corrosion: an overview
MY146255A (en) Antifouling paint composition, antifouling coating film, substrate with coating film, antifouling substrate, forming method of coating film on the surface of the substrate and antifouling method of substrate
CN105669888B (en) Function protecting surfacing with well attached performance and preparation method thereof
CN101717942A (en) Metal surface anti-corrosion layer structure and coating method thereof
US11549033B2 (en) Coating agent, process of forming coating films, primer treatment process, process of repairing concretes, and process of constructing roads
CN101078124A (en) Coating and anti-corrosion method for steel products
CN102702422B (en) Preparation method of bipolar ionic type antifouling additive
WO2009144495A2 (en) Hydrophobic coating composition
CN111848959A (en) Benzoxazine modified organic silicon resin and preparation method and application thereof
JP2006283045A (en) Surface-treated steel
CN104005035B (en) Polymerization inhibiter and preparation method thereof
Chen et al. Construction of DOPA-SAM multilayers with corrosion resistance via controlled molecular self-assembly
CN112745731B (en) Hyperbranched polymer-containing waterborne antifouling composite coating and preparation method thereof
CN109797873A (en) A kind of Tidal zone concrete component is wrapped means of defence
CN111607271B (en) Preparation method and application of metal organogel-filled organosilicon composite material
CN117327284B (en) Preparation method of sulfur-containing onium ion organic silicon resin with marine antifouling function
JP2010260943A (en) Adhesion-preventive film against water-dwelling organism, and method for forming the same
CN111793411A (en) Antifouling anticorrosion conductive polymer material and preparation method thereof
Pehkonen et al. Conducting polymer coatings as effective barrier to corrosion
CN104710902A (en) Solvent-free epoxy coating
CN107630513A (en) Ocean engineering concrete anti-corrosion method
CN103952070B (en) Solvent-free polymeric type anticorrosive paint and preparation method thereof
CN114806478B (en) Anticorrosive monocomponent silane modified polyether sealant and preparation method thereof
CN107142010A (en) A kind of antifouling paint and preparation method thereof

Legal Events

Date Code Title Description
C06 Publication
PB01 Publication
C10 Entry into substantive examination
SE01 Entry into force of request for substantive examination
CB03 Change of inventor or designer information

Inventor after: Lv Ping

Inventor after: Wan Fei

Inventor after: Huang Haiqing

Inventor after: Huang Weibo

Inventor after: Feng Chao

Inventor after: Ma Yanxuan

Inventor after: Ma Mingliang

Inventor after: Lu Guixia

Inventor before: Lv Ping

Inventor before: Wan Fei

Inventor before: Huang Weibo

Inventor before: Feng Chao

Inventor before: Ma Yanxuan

Inventor before: Ma Mingliang

Inventor before: Lu Guixia

COR Change of bibliographic data
GR01 Patent grant
GR01 Patent grant