CN107201070A - A kind of preparation method of polyaniline padding for epoxy coating - Google Patents
A kind of preparation method of polyaniline padding for epoxy coating Download PDFInfo
- Publication number
- CN107201070A CN107201070A CN201710485015.5A CN201710485015A CN107201070A CN 107201070 A CN107201070 A CN 107201070A CN 201710485015 A CN201710485015 A CN 201710485015A CN 107201070 A CN107201070 A CN 107201070A
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- Prior art keywords
- polyaniline
- epoxy resin
- parts
- padding
- epoxy
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Classifications
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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
- C09D5/00—Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes
- C09D5/08—Anti-corrosive paints
-
- 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
- C09D163/00—Coating compositions based on epoxy resins; Coating compositions based on derivatives of epoxy resins
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2205/00—Polymer mixtures characterised by other features
- C08L2205/02—Polymer mixtures characterised by other features containing two or more polymers of the same C08L -group
- C08L2205/025—Polymer mixtures characterised by other features containing two or more polymers of the same C08L -group containing two or more polymers of the same hierarchy C08L, and differing only in parameters such as density, comonomer content, molecular weight, structure
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2205/00—Polymer mixtures characterised by other features
- C08L2205/03—Polymer mixtures characterised by other features containing three or more polymers in a blend
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- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Organic Chemistry (AREA)
- Polyurethanes Or Polyureas (AREA)
- Paints Or Removers (AREA)
Abstract
The invention discloses a kind of preparation method of the polyaniline padding for epoxy coating, isocyanate epoxy resin, polyaniline, solvent are placed in reaction vessel, stir 12 hours, discharged after being milled to fineness less than 60 microns with paint mill, obtain the polyaniline padding for epoxy coating.The present invention reacted by polyaniline and isocyanate epoxy resin, successfully the epoxy-functional in polyaniline chemical grafting treated.Gained polyaniline padding surface has epoxy-functional, good with epoxy resin compatibility, the problem of solving interface poor compatibility between anticorrosive paint epoxy resin and polyaniline padding, so as to improve the corrosion resistance and service life of corrosion-inhibiting coating.
Description
Technical field
The invention belongs to material surface modifying technology field, and in particular to a kind of polyaniline padding for epoxy coating
Preparation method.
Background technology
Polyaniline (PANI) is added in epoxy coating as anticorrosive packing and turned into the corrosion resistance for improving epoxy coating
One study hotspot in ocean heavy antisepsis field, receives the concern of many scientists.But dispersing polyaniline is in epoxy resin
Middle to there is serious consistency problem, the coating of preparation is there is also boundary defect problem after film forming solidification, and these limit poly-
Application of the aniline in anticorrosive paint.According to relevant report, polyaniline can be with various kinds of resin formation co-mixing system, such as polyphenyl
Amine/epoxy co-mixing system, polyaniline/polyurethane co-mixing system, polyaniline/polyimides co-mixing system, polyaniline/styrene third
Olefin(e) acid copolymer (SAA) co-mixing system and polyaniline/poly- butyl isobutyrate co-mixing system etc., these blends can be used for each
The surface protection of occasion is planted, but in actual use, all in the presence of the consistency problem between certain resin and filler, film forming
Coating Presence of an interface defect after solidification, is easily caused corrosive medium along resin and the contacting permeation of filler, so as to reduce coating
Antiseptic effect.
The domestic patent of Application No. 201410113758.6 discloses a kind of polyaniline anti-corrosive paint, employ phosphoric acid-
Phosphate doped polyaniline, improves its dispersiveness in coating, improves the performance of coating.Application No.
201210109355.5 domestic patent disclose the preparation method of polyaniline-modified mesopore molecular sieve anticorrosive paint, by polyaniline
Outer surface of the in-situ polymerization in the duct of the mesopore molecular sieve filler with pore passage structure with mesopore molecular sieve particle, is gathered
The inorganic filler of aniline coating modification, then mixed with aqueous epoxy resin, polyaniline anti-corrosive paint is obtained after solidification.Pass through
Polyaniline is formed in situ in mesopore molecular sieve particle exterior surface.The polyaniline of in-situ polymerization is extended in mesopore molecular sieve duct
Stronger interfacial interaction is produced with epoxy resin-base at mesoporous aperture, increases both compatibilities and prevents nano-particle
Reunion in resin matrix, while also increasing the crosslink density of the coating, along with the antiseptic property of polyaniline, is improved
The antiseptic property of coating；Although above patent is carried by the use of phosphoric acid-phosphate doping way or by the use of mesopore molecular sieve as carrier
The compatibility of high polyaniline and epoxy resin, but the compatibility of polyaniline itself and epoxy resin is very poor, doping way is
Dispersiveness is improved, is to improve interface interaction power using mesopore molecular sieve, the compatible of the two is not solved fundamentally
Sex chromosome mosaicism.
The content of the invention
In order to overcome above the deficiencies in the prior art, the invention provides a kind of polyaniline padding for epoxy coating
Preparation method, the filler surface is successfully grafted with epoxy-functional, it is intended to improve the compatibility of polyaniline padding and epoxy resin,
Improve boundary defect, improve barrier propterty.
The technical solution adopted by the present invention is：
A kind of preparation method of polyaniline padding for epoxy coating, comprises the following steps：
Step 1, epoxy resin and diisocyanate are dissolved with solvent respectively, obtains epoxy resin solution and two isocyanic acids
Ester solution；
Step 2, under nitrogen protection, epoxy resin solution is added dropwise in diisocyanate solution while stirring, ultrasound
Scattered, 20-25 DEG C of reaction 1-2h then heats to 60-120 DEG C of reaction 1-8h, and vacuum distillation obtains isocyanates grafted epoxy
Resin；
Step 3, in terms of mass parts, by 20-50 parts of step 2 gained isocyanates Graft Epoxy Resin, polyaniline 80-200
Part, 10-200 parts of mixing of solvent, grinding are milled to fineness less than 60 μm, obtain the polyaniline padding for epoxy coating.
Further, it is by 0.1-0.5 parts of solvent dissolvings of 1 part of epoxy resin in terms of mass parts, with quality in step 1
0.2-3 part diisocyanate of part meter is dissolved with 0.1-0.5 parts of solvents.
Further, the solvent is toluene, acetone, 1-METHYLPYRROLIDONE, dimethylbenzene, styrene, n-butanol, isobutyl
One or more in alcohol, the tert-butyl alcohol, butanone, cyclohexanone, and solvent using preceding need carry out water removal purification.
Further, the epoxy resin is bisphenol A type epoxy resin, phenol aldehyde modified epoxy resin or bisphenol F type epoxy
One or both of resin, and molecular structure hydroxy functional groups.
Further, the diisocyanate is toluene di-isocyanate(TDI), hexamethylene-diisocyanate, isophorone two
In isocyanates, methyl diphenylene diisocyanate, dicyclohexyl methyl hydride diisocyanate or hexahydrotoluene diisocyanate
It is one or more of.
Further, rate of addition is 20-90 drops/min in step 2.
Beneficial effect：
1st, polyaniline chemical grafting treated of the present invention has epoxide group, good with epoxy resin compatibility, can improve polyaniline
The mixing homogeneity of component and coating resin, reduces the boundary defect of resin and filler in solidify coating, improves the protection of coating
Property.
2nd, raw material type of the present invention is more, wide material sources.
Embodiment
The present invention is described in further detail below by embodiment.But those skilled in the art will manage
Solution, the following example is merely to illustrate the present invention, and should not be taken as limiting the scope of the invention.Unreceipted specific skill in embodiment
Art or condition person, are carried out according to the technology or condition described by document in the art or according to product description.Examination used
Agent or the unreceipted production firm person of instrument, being can be by the conventional products of acquisition purchased in market.
The invention provides a kind of preparation method of the polyaniline padding for epoxy coating, pass through polyaniline and isocyanic acid
Ester epoxy resin is reacted, and successfully epoxy-functional is being grafted on polyaniline surface.
Specifically, epoxy resin and diisocyanate are dissolved using solvent respectively；Under stirring and nitrogen protection, by ring
Oxygen tree lipoprotein solution is added dropwise in diisocyanate solution, and ultrasonic disperse is uniform, 20-25 DEG C of reaction 1-2h, then raises temperature to 60-
120 DEG C are reacted 1-8 hours, and vacuum distillation removes unreacted diisocyanate, obtains isocyanates Graft Epoxy Resin；Will
Gained isocyanates Graft Epoxy Resin, polyaniline and solvent mixing, fineness is milled to less than 60 microns using paint mill
After discharge, obtain the polyaniline padding for epoxy coating.
The raw materials used isocyanate epoxy resin of the present invention can be chemically bonded by isocyano and polyaniline, in polyphenyl
Amine surface success grafted epoxy group, so as to improve the compatibility of polyaniline padding and epoxy resin, improve polyaniline with
Boundary defect between epoxy resin.Due to being chemical bonding effect, its boundary defect and phase between polyaniline and epoxy resin
Capacitive problem has obtained good solution.Isocyanate epoxy resin is difficult to obtain commercially available prod, therefore, present invention simultaneously provides
The preparation method of isocyanate epoxy resin.A kind of polyaniline padding for epoxy coating that the present invention is provided is at home and abroad
Document report is yet there are no, prepared polyaniline padding can be used as coating functional stuffing, had with epoxy resin excellent
Compatibility.
Epoxy resin chemistry is grafted on polyaniline molecule by the present invention, and obtaining surface grafting has the polyphenyl of epoxy resin
Amine, to improve the compatibility of polyaniline and epoxy resin, reduces the interface cohesion defect of base-material and resin.It is treated through this method
Polyaniline it is good with epoxy resin compatibility, be firmly combined with, can as ocean heavy antisepsis epoxy coating polyaniline padding, improve
The antiseptic property and service life of epoxy resin.
Outer unless specifically stated otherwise in the embodiment of the present invention, involved ratio is mass ratio, and involved number is
Mass parts.
Embodiment 1
In four-hole boiling flask, 0.2 part of toluene di-isocyanate(TDI) (TDI) is dissolved with 0.2 part of dry toluene, nitrogen protection；
1 part of E44 epoxy resin is dissolved and moved into constant pressure funnel with 0.3 part of dry toluene, in the protection of room temperature, stirring and nitrogen
Under the conditions of, E44 epoxy resin solutions are added dropwise in TDI toluene solutions with the speed of 30 drops/minute, 20 points of ultrasonic disperse
Clock, then reacts 2 hours in room temperature DEG C, heats up 120 DEG C and reacts 5 hours, and vacuum distillation removes unreacted TDI, obtains TDI
Epoxy resin.
In parts by mass, by 20 parts of gained isocyanates Graft Epoxy Resin, 80 parts of polyaniline and 1-METHYLPYRROLIDONE
100 parts are placed in reaction vessel, stir 1 hour, discharge, obtain after being milled to fineness less than 60 microns by using paint mill
Obtain the polyaniline padding of the invention for epoxy coating.
Embodiment 2
In four-hole boiling flask, the anhydrous dimethyl benzene after purification is removed water in advance by 2.5 part of six isocyanic acid of methine two with 0.4 part
Ester (HDI) dissolves, nitrogen protection；Remove water in advance 1 part of E44 epoxy resin is dissolved with 0.5 part of anhydrous dimethyl benzene and perseverance is moved into
Press dropping funel in, under room temperature, stirring and nitrogen protective condition, with the speed of 50 drops/minute by E44 epoxy resin solutions by
It is added dropwise in HDI anhydrous dimethyl benzole solns, ultrasonic disperse 20 minutes, then in room temperature reaction 2 hours, the 100 DEG C of reactions 4 that heat up are small
When, vacuum distillation removes unreacted HDI, obtains HDI epoxy resin.
In parts by mass, by 30 parts of gained isocyanate epoxy resin, 200 parts of polyaniline and dry N-methylpyrrolidone
150 parts are placed in reaction vessel, stir 1.5 hours, discharge, obtain after fineness is milled in universal lacquer grinding mill less than 60 microns
Obtain the polyaniline that epoxy resin surface is modified.
Embodiment 3
Equipped with thermometer, in agitator, the four-hole boiling flask of condenser, with 0.5 part of dry isobutanol by 0.7 part of different Fo Er
Ketone diisocyanate (IPDI) dissolves, nitrogen protection；With 0.2 part of dry isobutanol by remove water in advance 1 part of E44 asphalt mixtures modified by epoxy resin liposoluble
Solve and move into constant pressure funnel, under room temperature, stirring and nitrogen protective condition, with the speed of 20 drops/minute by E44 epoxies
Resin solution is added in IPDI dry isobutanol solution, is then reacted 1.5 hours in room temperature DEG C, is heated up 120 DEG C and is reacted 3 hours,
Vacuum distillation, removes unreacted IPDI, obtains IPDI epoxy resin.
In parts by mass, by 50 parts of gained IPDI epoxy resin, 20 parts of 150 parts of polyaniline and 1-METHYLPYRROLIDONE are placed in
In reaction vessel, stir 2 hours, discharged after fineness is milled in universal lacquer grinding mill less than 60 microns, obtain epoxy resin
The polyaniline that surface is modified.
Embodiment 4
Equipped with thermometer, in agitator, the four-hole boiling flask of condenser, with 0.3 part of anhydrous cyclohexanone by 1 part of diphenylmethyl
Alkane diisocyanate (MDI) dissolves, nitrogen protection；With 0.1 part of anhydrous cyclohexanone by remove water in advance 1 part of E21 asphalt mixtures modified by epoxy resin liposoluble
Solve and move into constant pressure funnel, under room temperature, stirring and nitrogen protective condition, with the speed of 70 drops/minute by E21 epoxies
Resin solution is added dropwise in the anhydrous cyclohexanone solutions of MDI, then in room temperature reaction 1.5 hours, is heated up 100 DEG C and is reacted 6 hours,
Vacuum distillation, removes unreacted MDI, obtains MDI epoxy resin.
In parts by mass, by 40 parts of gained MDI epoxy resin, 50 parts of 180 parts of polyaniline and 1-METHYLPYRROLIDONE are placed in
In reaction vessel, stir 2 hours, discharged after fineness is milled in universal lacquer grinding mill less than 60 microns, obtain epoxy resin
The polyaniline that surface is modified.
Embodiment 5
Equipped with thermometer, in agitator, the four-hole boiling flask of condenser, with 0.5 part of anhydrous styrene by 2 parts of dicyclohexyls
Methane diisocyanate (HMDI) dissolves, nitrogen protection；With 0.1 part of anhydrous styrene by remove water in advance 1 part of E21 epoxy resin
Dissolve and move into constant pressure funnel, under room temperature, stirring and nitrogen protective condition, with the speed of 90 drops/minute by E21's
Anhydrous styrene solution is added dropwise in HMDI anhydrous styrene solution, then in room temperature reaction 1 hour, heats up 100 DEG C instead
Answer 8 hours, vacuum distillation, remove unreacted HMDI, obtain HMDI epoxy resin.
In parts by mass, by 30 parts of gained HMDI epoxy resin, 200 parts of 120 parts of polyaniline and 1-METHYLPYRROLIDONE are put
In in reaction vessel, stir 2 hours, discharged after fineness is milled in universal lacquer grinding mill less than 60 microns, obtain asphalt mixtures modified by epoxy resin
The polyaniline that fat surface is modified.
Embodiment 6
In four-hole boiling flask, the anhydrous dimethyl benzene after purification is removed water in advance by 1.5 part of six isocyanic acid of methine two with 0.1 part
Ester (HDI) dissolves, nitrogen protection；Remove water in advance 1 part of E44 epoxy resin is dissolved with 0.5 part of anhydrous dimethyl benzene and perseverance is moved into
Press dropping funel in, under room temperature, stirring and nitrogen protective condition, with the speed of 60 drops/minute by E44 epoxy resin solutions by
It is added dropwise in HDI anhydrous dimethyl benzole solns, ultrasonic disperse 20 minutes, then in room temperature reaction 1 hour, the 110 DEG C of reactions 1 that heat up are small
When, vacuum distillation removes unreacted HDI, obtains HDI epoxy resin.
In parts by mass, by 35 parts of gained HDI epoxy resin, 80 parts of 160 parts of polyaniline and dry N-methylpyrrolidone
It is placed in reaction vessel, stirs 1 hour, is discharged after fineness is milled in universal lacquer grinding mill less than 60 microns, obtain epoxy
The polyaniline of surface modification of resin.
Embodiment 7
Equipped with thermometer, in agitator, the four-hole boiling flask of condenser, with 0.1 part of anhydrous cyclohexanone by 3 parts of diphenylmethyls
Alkane diisocyanate (MDI) dissolves, nitrogen protection；With 0.4 part of anhydrous cyclohexanone by remove water in advance 1 part of E21 asphalt mixtures modified by epoxy resin liposoluble
Solve and move into constant pressure funnel, under room temperature, stirring and nitrogen protective condition, with the speed of 45 drops/minute by E21 epoxies
Resin solution is added dropwise in the anhydrous cyclohexanone solutions of MDI, then in room temperature reaction 1.5 hours, is heated up 60 DEG C and is reacted 7 hours,
Vacuum distillation, removes unreacted MDI, obtains MDI epoxy resin.
In parts by mass, by 10 parts of gained MDI epoxy resin, 30 parts of 100 parts of polyaniline and 1-METHYLPYRROLIDONE are placed in
In reaction vessel, stir 2 hours, discharged after fineness is milled in universal lacquer grinding mill less than 60 microns, obtain epoxy resin
The polyaniline that surface is modified.
It is described above, only it is the feasible embodiment of the present invention, it is impossible to limit to the interest field of the present invention with this, according to the present invention
Technical scheme and technical thought make other various corresponding changes and deformation, still belong to the protection domain covered of the present invention.
Claims (6)
1. a kind of preparation method of polyaniline padding for epoxy coating, it is characterised in that：Comprise the following steps：
Step 1, epoxy resin and diisocyanate are dissolved with solvent respectively, obtains epoxy resin solution and diisocyanate is molten
Liquid；
Step 2, under nitrogen protection, epoxy resin solution is added dropwise in diisocyanate solution while stirring, ultrasonic disperse,
20-25 DEG C of reaction 1-2 h, then heats to 60-120 DEG C of reaction 1-8 h, and vacuum distillation obtains isocyanates grafted epoxy
Resin；
Step 3, in terms of mass parts, by 20-50 parts of step 2 gained isocyanates Graft Epoxy Resin, 80-200 parts of polyaniline, molten
10-200 parts of mixing of agent, grinding is milled to fineness less than 60 μm, obtains the polyaniline padding for epoxy coating.
2. the preparation method of the polyaniline padding according to claim 1 for epoxy coating, it is characterised in that：Step 1
In be the isocyanic acid of 0.2-3 parts two in terms of mass parts by 0.1-0.5 parts of solvents of 1 part of epoxy resin dissolving in terms of mass parts
Ester is dissolved with 0.1-0.5 parts of solvents.
3. the preparation method of the polyaniline padding according to claim 1 for epoxy coating, it is characterised in that：It is described molten
Agent is in toluene, acetone, 1-METHYLPYRROLIDONE, dimethylbenzene, styrene, n-butanol, isobutanol, the tert-butyl alcohol, butanone, cyclohexanone
One or more, and solvent using preceding need carry out water removal purification.
4. the preparation method of the polyaniline padding according to claim 1 for epoxy coating, it is characterised in that：The ring
Oxygen tree fat is one or both of bisphenol A type epoxy resin, phenol aldehyde modified epoxy resin or bisphenol f type epoxy resin, and is divided
Minor structure hydroxy functional groups.
5. the preparation method of the polyaniline padding according to claim 1 for epoxy coating, it is characterised in that：Described two
Isocyanates is that toluene di-isocyanate(TDI), hexamethylene-diisocyanate, IPDI, diphenyl methane two are different
One or more in cyanate, dicyclohexyl methyl hydride diisocyanate or hexahydrotoluene diisocyanate.
6. the preparation method of the polyaniline padding according to claim 1 for epoxy coating, it is characterised in that：Step 2
Middle rate of addition is 20-90 drops/min.
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| CN201710485015.5A CN107201070A (en) | 2017-06-23 | 2017-06-23 | A kind of preparation method of polyaniline padding for epoxy coating |
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| Application Number | Priority Date | Filing Date | Title |
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| CN201710485015.5A CN107201070A (en) | 2017-06-23 | 2017-06-23 | A kind of preparation method of polyaniline padding for epoxy coating |
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Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102816496A (en) * | 2012-07-20 | 2012-12-12 | 常州光辉化工有限公司 | Polyaniline/attapulgite nano-material antirust primer and preparation method thereof |
| CN103113736A (en) * | 2013-03-01 | 2013-05-22 | 南京航空航天大学 | Method for preparing high-electric energy density high polymer composite film |
| CN103992721A (en) * | 2014-05-07 | 2014-08-20 | 河海大学 | Polyaniline modified multi-carboxyl epoxy resin base-material for metal surface treatment |
| CN104072784A (en) * | 2014-07-10 | 2014-10-01 | 南通河海大学海洋与近海工程研究院 | Surface treatment method for improving compatibility of polyaniline and epoxy resin |
-
2017
- 2017-06-23 CN CN201710485015.5A patent/CN107201070A/en active Pending
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102816496A (en) * | 2012-07-20 | 2012-12-12 | 常州光辉化工有限公司 | Polyaniline/attapulgite nano-material antirust primer and preparation method thereof |
| CN103113736A (en) * | 2013-03-01 | 2013-05-22 | 南京航空航天大学 | Method for preparing high-electric energy density high polymer composite film |
| CN103992721A (en) * | 2014-05-07 | 2014-08-20 | 河海大学 | Polyaniline modified multi-carboxyl epoxy resin base-material for metal surface treatment |
| CN104072784A (en) * | 2014-07-10 | 2014-10-01 | 南通河海大学海洋与近海工程研究院 | Surface treatment method for improving compatibility of polyaniline and epoxy resin |
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