CN101508759A - Method of preparing epoxy modified acrylic resin emulsion - Google Patents
Method of preparing epoxy modified acrylic resin emulsion Download PDFInfo
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- CN101508759A CN101508759A CNA2009100474863A CN200910047486A CN101508759A CN 101508759 A CN101508759 A CN 101508759A CN A2009100474863 A CNA2009100474863 A CN A2009100474863A CN 200910047486 A CN200910047486 A CN 200910047486A CN 101508759 A CN101508759 A CN 101508759A
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Abstract
The invention relates to an epoxy modified acrylic resin emulsion and a preparation method thereof. Raw materials of the emulsion are proportioned as follows: 40-100 parts by weight of acrylic ester monomer; 80-100 parts by weight of methacrylate monomer; 1-10 parts by weight of acrylic hydroxy ester monomer; 2-80 parts by weight of epoxy resin; 2-10 parts by weight of a nonionic surfactant; 2-10 parts by weight of an anionic surfactant; 0.2-1 part by weight of an initiator; 0.2-1 part by weight of a reducing agent; and 200 parts by weight of water. The epoxy modified acrylic resin emulsion has good adhesive strength to BOPP, PET, VMPET, PE, CPP and aluminum foil, and no solvent is needed during the adhesion process. The epoxy modified acrylic resin emulsion is safe and environmentally friendly as a good adhesive resin emulsion for plastic-plastic composites and paper-plastic composites.
Description
Technical field
The present invention relates to a kind of acrylic ester emulsion and preparation method, particularly be used for the epoxy modified acrylic resin emulsion and the preparation method of various substrate bondings.
Background technology
Pure acrylic resin is to polyolefine, and polyester film does not have cohesive force, and its application is restricted, general organosilicon carries out modification by urethane, and the trial of adopting epoxy resin modification is also arranged, but comprise organic solvent, the shortcoming of this modification is that viscosity is big, uses inconvenience and dissolvent residual; And these organic solvents generally are ethyl acetate, benzene, and toluene, ethanol or butanols use these solvents to cause damage to the person and environment.
Therefore, provide the simple Emulsion acrylic resin of a kind of environmental protection, superior performance and preparation technology just to become the technical barrier that this technical field is badly in need of solution.
Summary of the invention
One of purpose of the present invention provides the simple Emulsion acrylic resin of a kind of environmental protection, superior performance and preparation technology.
Above-mentioned purpose of the present invention reaches by the following technical programs:
A kind of epoxy modified acrylic resin emulsion, its raw material composition and proportioning are as follows:
Acrylate monomer 40-100 weight part;
Methacrylate monomer 80-100 weight part;
Acrylic hydroxy ester monomer 1-10 weight part;
Resins, epoxy 2-80 weight part;
Nonionogenic tenside 2-10 weight part;
Anion surfactant 2-10 weight part;
Initiator 0.2-1 weight part;
Reductive agent 0.2-1 weight part;
Water 200 weight parts.
A kind of optimal technical scheme is characterized in that: described acrylate monomer is a methyl acrylate, ethyl propenoate, butyl acrylate, Isooctyl acrylate monomer.
A kind of optimal technical scheme is characterized in that: described methacrylate monomer is a methyl methacrylate, Jia Jibingxisuanyizhi, butyl methacrylate.
A kind of optimal technical scheme is characterized in that: described acrylic hydroxy ester monomer is acrylamide and derivative thereof, Hydroxyethyl acrylate, Propylene glycol monoacrylate, vinylformic acid hydroxy butyl ester or n-methylolacrylamide.
A kind of optimal technical scheme is characterized in that: described Resins, epoxy is bisphenol A epoxide resin, novolac epoxy, and bisphenol F epoxy resin etc., as E-12, E-20, E-42, E-44, E-51, F-44, F-51,6458,6420.
A kind of optimal technical scheme is characterized in that: described nonionogenic tenside is pure ethers, and phenolic ether class nonionogenic tenside is as fatty alcohol-polyoxyethylene ether or polyoxyethylene octylphenol ether.
A kind of optimal technical scheme is characterized in that: described anion surfactant is a Sulfonates, and the Sulfates anion surfactant is as fatty alcohol-polyoxyethylene ether sodium sulfonate or sodium lauryl sulphate.
A kind of optimal technical scheme is characterized in that: described initiator is ammonium persulphate or Potassium Persulphate.
A kind of optimal technical scheme is characterized in that: described reductive agent is sodium bisulfite, S-WAT or ferrous sulfate.
Another object of the present invention provides a kind of preparation method of above-mentioned epoxy modified acrylic resin emulsion.
Above-mentioned purpose of the present invention reaches by the following technical programs:
A kind of preparation method of epoxy modified acrylic resin emulsion, its step is as follows:
(1) the first step is synthetic
Water is joined in the reactor, start and stir, add the nonionogenic tenside of 1-5 weight part successively, the anion surfactant of 1-5 weight part, 0.5-5 parts by weight of acrylic hydroxy ester monomer, 75-100 parts by weight of acrylic ester monomer, 2-80 parts by weight of epoxy resin; Drip the initiator and the 0.1-0.5 weight part reductive agent of 0.1-0.5 weight part when heating to 65-70 ℃ synchronously, joining day 5-20 minute, finish, continue heat temperature raising to 70-80 ℃, be incubated 30 minutes, must examine solution;
Synthesizing of (2) second steps
Earlier with the 30-50 parts by weight of acrylic ester monomer, 40-50 weight part methacrylate monomer, 0.5-5 parts by weight of acrylic hydroxy ester monomer, the nonionogenic tenside of 1-5 weight part, the anion surfactant of 1-5 weight part joins in the reactor successively at normal temperatures and mixes, and makes the pre-emulsion of shell;
(3) examine the pre-emulsion that drips step (2) gained shell in the solution to step (1) gained, the reductive agent of the initiator of 0.1-0.5 weight part and 0.05-0.25 weight part, the time is 3-4 hour, temperature 70-80 ℃; Insulation was 1 hour after adding was finished, and dripped the reductive agent of 0.05-0.25 weight part in 30 minutes, was incubated 1 hour, and cooling discharge gets emulsion.
Acrylate monomer in the raw material of the present invention is a methyl acrylate, ethyl propenoate, butyl acrylate, Isooctyl acrylate monomer etc.Acrylate monomer also can use vinyl acetate monomer to substitute, and vinyl acetate monomer is a vinyl acetate, vinylbenzene etc.
Described methacrylate monomer is a methyl methacrylate, Jia Jibingxisuanyizhi, butyl methacrylate etc.
Described acrylic hydroxy ester monomer is acrylamide and derivative thereof, Hydroxyethyl acrylate, Propylene glycol monoacrylate, vinylformic acid hydroxy butyl ester, n-methylolacrylamide etc.
Described Resins, epoxy is bisphenol A epoxide resin, novolac epoxy, and bisphenol F epoxy resin etc., as E-12, E-20, E-42, E-44, E-51, F-44, F-51,6458,6420.
Described nonionogenic tenside is pure ethers, phenolic ether class nonionogenic tenside, and as fatty alcohol-polyoxyethylene ether, polyoxyethylene octylphenol ether etc.
Described anion surfactant is a Sulfonates, and the Sulfates anion surfactant is as fatty alcohol-polyoxyethylene ether sodium sulfonate, sodium lauryl sulphate etc.
Described initiator is for having ammonium persulphate, Potassium Persulphate.
Described reductive agent is a sodium bisulfite, S-WAT, ferrous sulfate.
The synthetic redox system of using of emulsion can make the reduction temperature of reaction, and it is few to reduce gel.Cut down the consumption of energy.Can reduce the reaction times when at high temperature reacting, improve production efficiency of equipment.
In emulsion process, for keeping emulsion-stabilizing, even particle distribution adopts anion surfactant and the compound use of nonionogenic tenside, and consumption is respectively the 2-10% of amount of monomer, and emulsifying agent is less than at 1% o'clock, and jello is many; Emulsifying agent surpasses 10%, and the bubble desert is many, and the throughput of unit equipment reduces, and must make things convenient for.
Epoxy modified acrylic resin emulsion of the present invention can be used as composite adhesive for soft wrapper, can comprise PP by adherent base material, PE, OPP, PET, PVDC, PA, and paper, aluminium foil.
Advantage of the present invention is: the present invention adopts Resins, epoxy to Acrylic Acid Monomer, methacrylic acid monomer and other ethylenic unsaturation class polymer of monomers are carried out modification, it is low to have solved pure acrylic resin force of cohesion, and to polyolefine, polyester film does not have the problem of cohesive force, the emulsion force of cohesion height that forms, good adhesive power is arranged, not only can be used as the soft packaging tackiness agent, and can be used as coating, pressure sensitive adhesive, primary coat, transfer adhesive is used.
The present invention will be further described below by specific embodiment, but and do not mean that limiting the scope of the invention.
Embodiment
Example 1: emulsion adopts following composition:
The composition of the first step:
Ethyl propenoate 50 weight parts
Methyl methacrylate 45 weight parts
Hydroxymethyl acrylate ethyl ester 0.5 weight part
Resins, epoxy 6,458 2 weight parts
Fatty alcohol-polyoxyethylene ether 2 weight parts
Sodium lauryl sulphate 1 weight part
NH
4S
2O
30.2 weight part
NaHSO
30.2 weight part
Water 100 weight parts
The composition in second step:
Ethyl propenoate 50 weight parts
Methyl methacrylate 40 weight parts
Hydroxymethyl acrylate ethyl ester 0.5 weight part
Resins, epoxy 6,458 30 weight parts
Fatty alcohol-polyoxyethylene ether 2 weight parts
Sodium lauryl sulphate 2 weight parts
NH
4S
2O
30.2 weight part
NaHSO
30.1 weight part
Water 100 weight parts
Synthesizing of the first step
Water is joined in the reactor, start and stir, add emulsifying agent fatty alcohol-polyoxyethylene ether and sodium lauryl sulphate, add ethyl propenoate successively, methyl methacrylate, 6458 Resins, epoxy drip initiator (NH synchronously when heating to 65 ℃
4S
2O
3) and reductive agent (NaHSO
3) 15 minutes, finish, continue heat temperature raising to 80 ℃, be incubated 60 minutes; The seed preparation finishes.
Synthesizing of second step:
Earlier water is joined in the still.After starting stirring, add emulsifying agent fatty alcohol-polyoxyethylene ether and sodium lauryl sulphate, ethyl propenoate, methyl methacrylate, the hydroxymethyl acrylate ethyl ester, Resins, epoxy 6458 adds the back and continues to stir 60 minutes; The pre-emulsion preparation finishes.
In seed, drip the pre-emulsion and the initiator NH of shell synchronously
4S
2O
3With 1/2nd reductive agents, the time is 3.5 hours, 80 ℃ of temperature; Insulation was 1 hour after adding was finished, and dripped remaining 1/2nd reductive agent NaHSO
330 minutes, be incubated 1 hour, cooling discharge, emulsion preparation finishes.
Intensity detection:
Polyester film, polyethylene film, polypropylene screen and the aluminium plating film of used composite base material for crossing through corona treatment.
Testing method: be uniformly coated on the plastic film (as polyester film) with 12 millimeters scraping rods, with hair dryer moisture content is dried up, be compounded in its surface with another polyethylene film and become the PET/PE composite membrane, solidify in 60 degrees centigrade thermostatic drying chamber and took out in 24 hours, sampling and mensuration are pressed the regulation of GB/T8808 and are carried out.
See Table 1 with this emulsion compound film stripping strength.
Embodiment 2: emulsion adopts following composition:
The composition of the first step:
Butyl acrylate 30 weight parts
Methyl methacrylate 50 weight parts
Vinylformic acid hydroxy butyl ester 0.5 weight part
F-51 Resins, epoxy 2 weight parts
Polyoxyethylene octylphenol ether 2 weight parts
Fatty alcohol-polyoxyethylene ether sodium sulfonate 1.5 weight parts
K
2S
2O
30.2 weight part
NaHSO
30.2 weight part
Water 100 weight parts
The composition in second step:
Butyl acrylate 30 weight parts
Methyl methacrylate 50 weight parts
Vinylformic acid hydroxy butyl ester 0.5 weight part
F-51 Resins, epoxy 10 weight parts
Polyoxyethylene octylphenol ether 2 weight parts
Fatty alcohol-polyoxyethylene ether sodium sulfonate 2.5 weight parts
K
2S
2O
30.2 weight part
NaHSO
30.1 weight part
Water 100 weight parts
Synthesizing of the first step
Water is joined in the reactor, start and stir adding emulsifying agent polyoxyethylene octylphenol ether and fatty alcohol-polyoxyethylene ether sodium sulfonate, add butyl acrylate successively, behind the methyl methacrylate, add F-51 Resins, epoxy again, drip initiator and reductive agent NaHSO when heating to 65 ℃ synchronously
315 minutes, finish, continue heat temperature raising to 80 ℃, be incubated 60 minutes; The seed preparation finishes.
Synthesizing of second step:
Butyl acrylate, methyl methacrylate monomer joins in the still earlier, starts to stir, earlier 65 parts of water and emulsifying agent mixed evenly after, join at leisure in the still, again with remaining 35 parts of washing mixing tanks, add F-51 Resins, epoxy, finish the continuation stirring and got final product in 60 minutes.
In seed, drip the pre-emulsion and the initiation solution K of shell synchronously
2S
2O
3With remaining 1/2nd reductive agent NaHSO of dropping
3Time is 3 hours, 85 ℃ of temperature; Insulation was 1 hour after adding was finished, and dripped remaining 1/2nd reductive agent NaHSO
330 minutes, be incubated 1 hour, cooling discharge, emulsion preparation finishes.
See Table 1 with this emulsion compound film stripping strength
Embodiment 3: emulsion adopts following composition:
The composition of the first step:
Vinyl acetate 49 weight parts
Jia Jibingxisuanyizhi 45 weight parts
Hydroxymethyl acrylate ethyl ester 0.5 weight part
E-44 Resins, epoxy 3 weight parts
Fatty alcohol-polyoxyethylene ether 2 weight parts
Sodium lauryl sulphate 1 weight part
NH
4S
2O
30.2 weight part
NaHSO
30.2 weight part
Water 100 weight parts
Second the step composed as follows:
Vinyl acetate 50 weight parts
Methyl methacrylate 40 weight parts
Hydroxymethyl acrylate ethyl ester 0.5 weight part
E-44 Resins, epoxy 80 weight parts
Fatty alcohol-polyoxyethylene ether 2 weight parts
Sodium lauryl sulphate 2 weight parts
NH
4S
2O
30.2 weight part
NaHSO
30.1 weight part
Water 100 weight parts
Synthesizing of the first step
Water is joined in the reactor, start and stir adding emulsifying agent fatty alcohol-polyoxyethylene ether and sodium lauryl sulphate, add vinyl acetate, behind the methyl methacrylate, add E-44 Resins, epoxy again, drip initiation solution and reductive agent NaHSO when heating to 65 ℃
315 minutes, finish, continue heat temperature raising to 85 ℃, be incubated 60 minutes; The seed preparation finishes.
Synthesizing of second step:
Earlier water and emulsifying agent fatty alcohol-polyoxyethylene ether and sodium lauryl sulphate are joined in the still.After starting stirring, add vinyl acetate successively, methyl methacrylate, the hydroxymethyl acrylate ethyl ester, E-44 Resins, epoxy finishes and continues to stir 60 minutes; The pre-emulsion preparation is finished.
In seed, drip the pre-emulsion and the initiation solution NH of shell synchronously
4S
2O
3With dropping 1/2nd reductive agent NaHSO
3Time is 3.5 hours, 80 ℃ of temperature; Insulation was 1 hour after adding was finished, and dripped remaining 1/2nd reductive agent NaHSO
330 minutes, be incubated 1 hour, cooling discharge, emulsion preparation finishes.
See Table 1 with this emulsion compound film stripping strength
Embodiment 4: embodiment 3: emulsion adopts following composition:
The composition of the first step:
Vinyl acetate 49 weight parts
Jia Jibingxisuanyizhi 45 weight parts
Hydroxymethyl acrylate ethyl ester 0.5 weight part
E-44 Resins, epoxy 3 weight parts
Fatty alcohol-polyoxyethylene ether 2 weight parts
Sodium lauryl sulphate 1 weight part
NH
4S
2O
30.2 weight part
NaHSO
30.2 weight part
Water 100 weight parts
Second the step composed as follows:
Vinyl acetate 50 weight parts
Methyl methacrylate 40 weight parts
Hydroxymethyl acrylate ethyl ester 0.5 weight part
E-44 Resins, epoxy 80 weight parts
Fatty alcohol-polyoxyethylene ether 2 weight parts
Sodium lauryl sulphate 2 weight parts
NH
4S
2O
30.2 weight part
NaHSO
30.1 weight part
Water 100 weight parts
Synthesizing of the first step
Water is joined in the reactor, start and stir adding emulsifying agent fatty alcohol-polyoxyethylene ether and sodium lauryl sulphate, add vinyl acetate, behind the methyl methacrylate, add E-44 Resins, epoxy again, drip initiation solution and reductive agent NaHSO when heating to 65 ℃
315 minutes, finish, continue heat temperature raising to 85 ℃, be incubated 60 minutes; The seed preparation finishes.
Synthesizing of second step:
Earlier water and emulsifying agent fatty alcohol-polyoxyethylene ether and sodium lauryl sulphate are joined in the still.After starting stirring, add vinyl acetate successively, methyl methacrylate, the hydroxymethyl acrylate ethyl ester, E-44 Resins, epoxy finishes and continues to stir 60 minutes; The pre-emulsion preparation is finished.
In seed, drip the pre-emulsion and the initiation solution NH of shell synchronously
4S
2O
3With dropping 1/2nd reductive agent NaHSO
3Time is 3.5 hours, 80 ℃ of temperature; Insulation was 1 hour after adding was finished, and dripped remaining 1/2nd reductive agent NaHSO
330 minutes, be incubated 1 hour, cooling discharge, emulsion preparation finishes.
See Table 1 with this emulsion compound film stripping strength
As can be seen from Table 1: embodiment 4 and embodiment 3 only reduce vinylformic acid hydroxy butyl ester consumption, and when its consumption was lower than 1, intensity obviously reduced.
Embodiment 5: emulsion adopts following composition:
The composition of the first step:
Butyl acrylate 30 weight parts
Methyl methacrylate 50 weight parts
Vinylformic acid hydroxy butyl ester 0.5 weight part
F-51 Resins, epoxy 2 weight parts
Polyoxyethylene octylphenol ether 1 weight part
Fatty alcohol-polyoxyethylene ether sodium sulfonate 1.5 weight parts
K
2S
2O
30.2 weight part
NaHSO
30.2 weight part
Water 100 weight parts
The composition in second step:
Butyl acrylate 30 weight parts
Methyl methacrylate 50 weight parts
Vinylformic acid hydroxy butyl ester 0.5 weight part
F-51 Resins, epoxy 10 weight parts
Polyoxyethylene octylphenol ether 1 weight part
Fatty alcohol-polyoxyethylene ether sodium sulfonate 2.5 weight parts
K
2S
2O
30.2 weight part
NaHSO
30.1 weight part
Water 100 weight parts
Synthetic method is with example 2
See Table 1 with this emulsion compound film stripping strength.
The result: content of epoxy resin is lower than 2 o'clock intensity obviously to be reduced
Table 1: stripping strength (N/15mm)
| BOPP/CPP | PET/PE | OPP/VMCPP | OPP/VMPET | The PET/ aluminium foil | The PET/ paper | |
| Embodiment 1 | 2.5 | 3.7 | 1.5 | 1.6 | Aluminium foil is torn | Paper tear |
| Embodiment 2 | 2.3 | 4 | 1.8 | 1.9 | Aluminium foil is torn | Paper tear |
| Embodiment 3 | 1.8 | 3.5 | 1.4 | 1.6 | Aluminium foil is torn | Paper tear |
| Embodiment 4 | 1.0 | 2 | 0.8 | 0.3 | 2.0 | 1.6 |
| Embodiment 5 | 0.5 | 0.8 | 0.6 | 0.5 | 1.6 | 0.8 |
Annotate:
BOPP: biaxially oriented polypropylene film, 19 micron thickness;
CPP: unilateral stretching polypropylene screen, 30 micron thickness;
PET: polyester film, 12 micron thickness;
VMCPP: the polypropylene film of aluminizing, 25 micron thickness;
VMPET: aluminized mylar, 12 micron thickness;
The result shows in the table 1, and Emulsion acrylic resin provided by the invention is to BOPP, PET, VMPET, PE, CPP, aluminium foil have good cohesive strength, need not add any solvent in the process, the product safety environmental protection, compound for moulding/moulding, paper is compound to provide a kind of good binder resin emulsion.
Claims (5)
1, a kind of epoxy modified acrylic resin emulsion, its raw material composition and proportioning are as follows:
Acrylate monomer 40-100 weight part;
Methacrylate monomer 80-100 weight part;
Acrylic hydroxy ester monomer 1-10 weight part;
Resins, epoxy 2-80 weight part;
Nonionogenic tenside 2-10 weight part;
Anion surfactant 2-10 weight part;
Initiator 0.2-1 weight part;
Reductive agent 0.2-1 weight part;
Water 200 weight parts.
2, epoxy modified acrylic resin emulsion according to claim 1 is characterized in that: described acrylate monomer is a methyl acrylate, ethyl propenoate, butyl acrylate, Isooctyl acrylate monomer; Described methacrylate monomer is a methyl methacrylate, Jia Jibingxisuanyizhi, butyl methacrylate; Described acrylic hydroxy ester monomer is acrylamide and derivative thereof, Hydroxyethyl acrylate, Propylene glycol monoacrylate, vinylformic acid hydroxy butyl ester or n-methylolacrylamide; Described Resins, epoxy is bisphenol A epoxide resin, novolac epoxy, bisphenol F epoxy resin; Described nonionogenic tenside is pure ethers, phenolic ether class nonionogenic tenside; Described anion surfactant is a Sulfonates, the Sulfates anion surfactant.
3, epoxy modified acrylic resin emulsion according to claim 2 is characterized in that: described initiator is ammonium persulphate or Potassium Persulphate; Described reductive agent is sodium bisulfite, S-WAT or ferrous sulfate.
4, a kind of preparation method of epoxy modified acrylic resin emulsion, its step is as follows:
(1) the first step is synthetic
Water is joined in the reactor, start and stir, add the nonionogenic tenside of 1-5 weight part successively, the anion surfactant of 1-5 weight part, 0.5-5 parts by weight of acrylic hydroxy ester monomer, 75-100 parts by weight of acrylic ester monomer, 2-80 parts by weight of epoxy resin; Drip the initiator and the 0.1-0.5 weight part reductive agent of 0.1-0.5 weight part when heating to 65-70 ℃ synchronously, joining day 5-20 minute, finish, continue heat temperature raising to 70-80 ℃, be incubated 30 minutes, must examine solution;
Synthesizing of (2) second steps
Earlier with the 30-50 parts by weight of acrylic ester monomer, 40-50 weight part methacrylate monomer, 0.5-5 parts by weight of acrylic hydroxy ester monomer, the nonionogenic tenside of 1-5 weight part, the anion surfactant of 1-5 weight part joins in the reactor successively at normal temperatures and mixes, and makes the pre-emulsion of shell;
(3) examine the pre-emulsion that drips step (2) gained shell in the solution to step (1) gained, the reductive agent of the initiator of 0.1-0.5 weight part and 0.05-0.25 weight part, the time is 3-4 hour, temperature 70-80 ℃; Insulation was 1 hour after adding was finished, and dripped the reductive agent of 0.05-0.25 weight part in 30 minutes, was incubated 1 hour, and cooling discharge gets emulsion.
5, the preparation method of epoxy modified acrylic resin emulsion according to claim 4 is characterized in that: described acrylate monomer is a methyl acrylate, ethyl propenoate, butyl acrylate, Isooctyl acrylate monomer; Described methacrylate monomer is a methyl methacrylate, Jia Jibingxisuanyizhi, butyl methacrylate; Described acrylic hydroxy ester monomer is acrylamide and derivative thereof, Hydroxyethyl acrylate, Propylene glycol monoacrylate, vinylformic acid hydroxy butyl ester, n-methylolacrylamide; Described Resins, epoxy is bisphenol A epoxide resin, novolac epoxy, bisphenol F epoxy resin; Described nonionogenic tenside is pure ethers, phenolic ether class nonionogenic tenside; Described anion surfactant is a Sulfonates, the Sulfates anion surfactant; Described initiator is an ammonium persulphate, Potassium Persulphate; Described reductive agent is a sodium bisulfite, S-WAT, ferrous sulfate.
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|---|---|---|---|
| CNA2009100474863A CN101508759A (en) | 2009-03-13 | 2009-03-13 | Method of preparing epoxy modified acrylic resin emulsion |
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|---|---|---|---|
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