CN106893381A - A kind of methacrylate modified reactive resin - Google Patents
A kind of methacrylate modified reactive resin Download PDFInfo
- Publication number
- CN106893381A CN106893381A CN201710206895.8A CN201710206895A CN106893381A CN 106893381 A CN106893381 A CN 106893381A CN 201710206895 A CN201710206895 A CN 201710206895A CN 106893381 A CN106893381 A CN 106893381A
- Authority
- CN
- China
- Prior art keywords
- methacrylate
- acrylic ester
- acrylate
- methyl
- resin
- 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
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- 239000011347 resin Substances 0.000 title claims abstract description 57
- 229920005989 resin Polymers 0.000 title claims abstract description 57
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 title claims abstract description 33
- -1 acrylic ester Chemical class 0.000 claims abstract description 51
- 239000000178 monomer Substances 0.000 claims abstract description 37
- 238000006243 chemical reaction Methods 0.000 claims abstract description 7
- 239000003431 cross linking reagent Substances 0.000 claims abstract description 7
- 239000000203 mixture Substances 0.000 claims abstract description 7
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims abstract description 7
- 238000007334 copolymerization reaction Methods 0.000 claims abstract description 6
- 239000003381 stabilizer Substances 0.000 claims abstract description 6
- 239000012752 auxiliary agent Substances 0.000 claims abstract description 5
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 claims description 13
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims description 10
- 239000003795 chemical substances by application Substances 0.000 claims description 9
- 239000000049 pigment Substances 0.000 claims description 9
- 239000004925 Acrylic resin Substances 0.000 claims description 7
- 239000003112 inhibitor Substances 0.000 claims description 7
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 claims description 6
- 239000000463 material Substances 0.000 claims description 6
- 239000004014 plasticizer Substances 0.000 claims description 6
- 229920000642 polymer Polymers 0.000 claims description 6
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims description 5
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 5
- 229920000728 polyester Polymers 0.000 claims description 5
- 150000001875 compounds Chemical class 0.000 claims description 4
- 150000002734 metacrylic acid derivatives Chemical class 0.000 claims description 4
- 229920000058 polyacrylate Polymers 0.000 claims description 4
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims description 3
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 3
- 239000002253 acid Substances 0.000 claims description 3
- 210000003746 feather Anatomy 0.000 claims description 3
- 244000144992 flock Species 0.000 claims description 3
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 claims description 3
- NJVOHKFLBKQLIZ-UHFFFAOYSA-N (2-ethenylphenyl) prop-2-enoate Chemical compound C=CC(=O)OC1=CC=CC=C1C=C NJVOHKFLBKQLIZ-UHFFFAOYSA-N 0.000 claims description 2
- PSGCQDPCAWOCSH-UHFFFAOYSA-N (4,7,7-trimethyl-3-bicyclo[2.2.1]heptanyl) prop-2-enoate Chemical compound C1CC2(C)C(OC(=O)C=C)CC1C2(C)C PSGCQDPCAWOCSH-UHFFFAOYSA-N 0.000 claims description 2
- 229920002818 (Hydroxyethyl)methacrylate Polymers 0.000 claims description 2
- YOIZTLBZAMFVPK-UHFFFAOYSA-N 2-(3-ethoxy-4-hydroxyphenyl)-2-hydroxyacetic acid Chemical compound CCOC1=CC(C(O)C(O)=O)=CC=C1O YOIZTLBZAMFVPK-UHFFFAOYSA-N 0.000 claims description 2
- OMIGHNLMNHATMP-UHFFFAOYSA-N 2-hydroxyethyl prop-2-enoate Chemical compound OCCOC(=O)C=C OMIGHNLMNHATMP-UHFFFAOYSA-N 0.000 claims description 2
- CVEPFOUZABPRMK-UHFFFAOYSA-N 2-methylprop-2-enoic acid;styrene Chemical class CC(=C)C(O)=O.C=CC1=CC=CC=C1 CVEPFOUZABPRMK-UHFFFAOYSA-N 0.000 claims description 2
- RUMACXVDVNRZJZ-UHFFFAOYSA-N 2-methylpropyl 2-methylprop-2-enoate Chemical compound CC(C)COC(=O)C(C)=C RUMACXVDVNRZJZ-UHFFFAOYSA-N 0.000 claims description 2
- GNSFRPWPOGYVLO-UHFFFAOYSA-N 3-hydroxypropyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCCO GNSFRPWPOGYVLO-UHFFFAOYSA-N 0.000 claims description 2
- DXPPIEDUBFUSEZ-UHFFFAOYSA-N 6-methylheptyl prop-2-enoate Chemical group CC(C)CCCCCOC(=O)C=C DXPPIEDUBFUSEZ-UHFFFAOYSA-N 0.000 claims description 2
- 229920000178 Acrylic resin Polymers 0.000 claims description 2
- BBJZIVDFAGBWHH-UHFFFAOYSA-N C=CC.N#CC#N Chemical compound C=CC.N#CC#N BBJZIVDFAGBWHH-UHFFFAOYSA-N 0.000 claims description 2
- 239000004593 Epoxy Substances 0.000 claims description 2
- WOBHKFSMXKNTIM-UHFFFAOYSA-N Hydroxyethyl methacrylate Chemical compound CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 0.000 claims description 2
- 239000004698 Polyethylene Substances 0.000 claims description 2
- LCXXNKZQVOXMEH-UHFFFAOYSA-N Tetrahydrofurfuryl methacrylate Chemical compound CC(=C)C(=O)OCC1CCCO1 LCXXNKZQVOXMEH-UHFFFAOYSA-N 0.000 claims description 2
- 229920006222 acrylic ester polymer Polymers 0.000 claims description 2
- 125000003118 aryl group Chemical group 0.000 claims description 2
- KBLWLMPSVYBVDK-UHFFFAOYSA-N cyclohexyl prop-2-enoate Chemical compound C=CC(=O)OC1CCCCC1 KBLWLMPSVYBVDK-UHFFFAOYSA-N 0.000 claims description 2
- 150000002148 esters Chemical class 0.000 claims description 2
- RZBXSLICNMYVAJ-UHFFFAOYSA-N ethenyl acetate;2-methylprop-2-enoic acid Chemical compound CC(=O)OC=C.CC(=C)C(O)=O RZBXSLICNMYVAJ-UHFFFAOYSA-N 0.000 claims description 2
- UHESRSKEBRADOO-UHFFFAOYSA-N ethyl carbamate;prop-2-enoic acid Chemical compound OC(=O)C=C.CCOC(N)=O UHESRSKEBRADOO-UHFFFAOYSA-N 0.000 claims description 2
- PBOSTUDLECTMNL-UHFFFAOYSA-N lauryl acrylate Chemical compound CCCCCCCCCCCCOC(=O)C=C PBOSTUDLECTMNL-UHFFFAOYSA-N 0.000 claims description 2
- FSQQTNAZHBEJLS-UPHRSURJSA-N maleamic acid Chemical class NC(=O)\C=C/C(O)=O FSQQTNAZHBEJLS-UPHRSURJSA-N 0.000 claims description 2
- 125000005395 methacrylic acid group Chemical group 0.000 claims description 2
- 229920000573 polyethylene Polymers 0.000 claims description 2
- 238000006467 substitution reaction Methods 0.000 claims description 2
- 239000000725 suspension Substances 0.000 claims description 2
- 150000003512 tertiary amines Chemical class 0.000 claims description 2
- 238000006116 polymerization reaction Methods 0.000 claims 2
- 125000000022 2-aminoethyl group Chemical group [H]C([*])([H])C([H])([H])N([H])[H] 0.000 claims 1
- QZPSOSOOLFHYRR-UHFFFAOYSA-N 3-hydroxypropyl prop-2-enoate Chemical compound OCCCOC(=O)C=C QZPSOSOOLFHYRR-UHFFFAOYSA-N 0.000 claims 1
- OIWOHHBRDFKZNC-UHFFFAOYSA-N cyclohexyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OC1CCCCC1 OIWOHHBRDFKZNC-UHFFFAOYSA-N 0.000 claims 1
- GMSCBRSQMRDRCD-UHFFFAOYSA-N dodecyl 2-methylprop-2-enoate Chemical compound CCCCCCCCCCCCOC(=O)C(C)=C GMSCBRSQMRDRCD-UHFFFAOYSA-N 0.000 claims 1
- CYKDLUMZOVATFT-UHFFFAOYSA-N ethenyl acetate;prop-2-enoic acid Chemical class OC(=O)C=C.CC(=O)OC=C CYKDLUMZOVATFT-UHFFFAOYSA-N 0.000 claims 1
- FBCQUCJYYPMKRO-UHFFFAOYSA-N prop-2-enyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCC=C FBCQUCJYYPMKRO-UHFFFAOYSA-N 0.000 claims 1
- 238000000576 coating method Methods 0.000 abstract description 42
- 239000011248 coating agent Substances 0.000 abstract description 38
- 239000003973 paint Substances 0.000 abstract description 10
- 238000005260 corrosion Methods 0.000 abstract description 9
- 230000007797 corrosion Effects 0.000 abstract description 9
- 239000000126 substance Substances 0.000 abstract description 8
- 239000000853 adhesive Substances 0.000 abstract description 7
- 230000001070 adhesive effect Effects 0.000 abstract description 7
- 238000005516 engineering process Methods 0.000 abstract description 6
- 239000003513 alkali Substances 0.000 abstract description 2
- 230000007812 deficiency Effects 0.000 abstract description 2
- 239000000113 methacrylic resin Substances 0.000 abstract description 2
- 238000010276 construction Methods 0.000 description 6
- 238000000034 method Methods 0.000 description 6
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 5
- 239000002585 base Substances 0.000 description 5
- 238000005507 spraying Methods 0.000 description 5
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 4
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 4
- 229920001577 copolymer Polymers 0.000 description 4
- 150000005208 1,4-dihydroxybenzenes Chemical class 0.000 description 3
- ICBJBNAUJWZPBY-UHFFFAOYSA-N 2-hydroxyethyl 3-methylbut-2-enoate Chemical compound CC(=CC(=O)OCCO)C ICBJBNAUJWZPBY-UHFFFAOYSA-N 0.000 description 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- JLTDJTHDQAWBAV-UHFFFAOYSA-N N,N-dimethylaniline Chemical compound CN(C)C1=CC=CC=C1 JLTDJTHDQAWBAV-UHFFFAOYSA-N 0.000 description 3
- BAPJBEWLBFYGME-UHFFFAOYSA-N acrylic acid methyl ester Natural products COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- 239000004342 Benzoyl peroxide Substances 0.000 description 2
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 description 2
- PESZCXUNMKAYME-UHFFFAOYSA-N Citroflex A-4 Chemical compound CCCCOC(=O)CC(O)(C(=O)OCCCC)C(C(C)=O)C(=O)OCCCC PESZCXUNMKAYME-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 description 2
- 150000001336 alkenes Chemical class 0.000 description 2
- 235000019400 benzoyl peroxide Nutrition 0.000 description 2
- 229910000019 calcium carbonate Inorganic materials 0.000 description 2
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 description 2
- 239000002270 dispersing agent Substances 0.000 description 2
- 239000000945 filler Substances 0.000 description 2
- LNTHITQWFMADLM-UHFFFAOYSA-N gallic acid Chemical compound OC(=O)C1=CC(O)=C(O)C(O)=C1 LNTHITQWFMADLM-UHFFFAOYSA-N 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 231100000252 nontoxic Toxicity 0.000 description 2
- 230000003000 nontoxic effect Effects 0.000 description 2
- 229940065472 octyl acrylate Drugs 0.000 description 2
- 238000007665 sagging Methods 0.000 description 2
- 229920005573 silicon-containing polymer Polymers 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 239000004408 titanium dioxide Substances 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- KUDUQBURMYMBIJ-UHFFFAOYSA-N 2-prop-2-enoyloxyethyl prop-2-enoate Chemical compound C=CC(=O)OCCOC(=O)C=C KUDUQBURMYMBIJ-UHFFFAOYSA-N 0.000 description 1
- AMULJSVDIHMAOX-UHFFFAOYSA-N 3-hydroxypropyl prop-2-enoate;prop-2-enoic acid Chemical compound OC(=O)C=C.OCCCOC(=O)C=C AMULJSVDIHMAOX-UHFFFAOYSA-N 0.000 description 1
- UZOUSCNWZQRQNP-UHFFFAOYSA-N 3-methylbut-2-enoic acid propane-1,2,3-triol Chemical compound CC(=CC(=O)O)C.OCC(O)CO UZOUSCNWZQRQNP-UHFFFAOYSA-N 0.000 description 1
- GHUXAYLZEGLXDA-UHFFFAOYSA-N 8-azido-5-ethyl-6-phenylphenanthridin-5-ium-3-amine;bromide Chemical compound [Br-].C12=CC(N=[N+]=[N-])=CC=C2C2=CC=C(N)C=C2[N+](CC)=C1C1=CC=CC=C1 GHUXAYLZEGLXDA-UHFFFAOYSA-N 0.000 description 1
- QZCLKYGREBVARF-UHFFFAOYSA-N Acetyl tributyl citrate Chemical compound CCCCOC(=O)CC(C(=O)OCCCC)(OC(C)=O)CC(=O)OCCCC QZCLKYGREBVARF-UHFFFAOYSA-N 0.000 description 1
- SOGAXMICEFXMKE-UHFFFAOYSA-N Butylmethacrylate Chemical compound CCCCOC(=O)C(C)=C SOGAXMICEFXMKE-UHFFFAOYSA-N 0.000 description 1
- IAXXETNIOYFMLW-COPLHBTASA-N [(1s,3s,4s)-4,7,7-trimethyl-3-bicyclo[2.2.1]heptanyl] 2-methylprop-2-enoate Chemical compound C1C[C@]2(C)[C@@H](OC(=O)C(=C)C)C[C@H]1C2(C)C IAXXETNIOYFMLW-COPLHBTASA-N 0.000 description 1
- 230000032683 aging Effects 0.000 description 1
- 239000006229 carbon black Substances 0.000 description 1
- 239000011247 coating layer Substances 0.000 description 1
- 238000011109 contamination Methods 0.000 description 1
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 1
- 238000009792 diffusion process Methods 0.000 description 1
- 239000004205 dimethyl polysiloxane Substances 0.000 description 1
- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 230000003628 erosive effect Effects 0.000 description 1
- 229940074391 gallic acid Drugs 0.000 description 1
- 235000004515 gallic acid Nutrition 0.000 description 1
- 229940119545 isobornyl methacrylate Drugs 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 238000011056 performance test Methods 0.000 description 1
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 238000007348 radical reaction Methods 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 238000006479 redox reaction Methods 0.000 description 1
- 238000007711 solidification Methods 0.000 description 1
- 230000008023 solidification Effects 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 230000009967 tasteless effect Effects 0.000 description 1
Classifications
-
- 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
- C09D4/00—Coating compositions, e.g. paints, varnishes or lacquers, based on organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond ; Coating compositions, based on monomers of macromolecular compounds of groups C09D183/00 - C09D183/16
- C09D4/06—Organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond in combination with a macromolecular compound other than an unsaturated polymer of groups C09D159/00 - C09D187/00
-
- 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
- C09D7/00—Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
- C09D7/40—Additives
- C09D7/47—Levelling agents
-
- 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
- C09D7/00—Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
- C09D7/40—Additives
- C09D7/60—Additives non-macromolecular
- C09D7/63—Additives non-macromolecular organic
Landscapes
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Organic Chemistry (AREA)
- Paints Or Removers (AREA)
Abstract
A kind of methacrylate modified reactive resin, is related to the methacrylate-based resin for producing roadmarking or floor coatings.For the deficiency of existing known technology, methacrylic resin is improved, the formula composition of adjustment resin realizes that producing coating can improve the purpose of corrosion resistance of coating and adhesive force again with environmental-protecting performance.Basic recipe constitutes as follows by quality share percentage：The methacrylate-based monomer of 0.1 15% crosslinking agent 35 60% or the mixture 0 40% that is made up of methacrylate-based monomer and acrylic ester monomer can be with methyl acrylic ester or acrylic ester monomer copolymerization with other reaction stabilizer N tert-butyl group a phenyinitrones of 10 50% prepolymer of class monomeric substance 0.5 2% of decay resistance.The modified accelerator of oligomer 0 5% of 1 20% methyl acrylic ester and other auxiliary agent each component quality share sums are 100%.Floor coating is obtained, " Chinese pavement marking paint standard " index is superior in physical and chemical performances such as water-fast burn into alkali corrosion resistance, wearability, adhesive force, impact resistances.
Description
Technical field
Methacrylate-based resin the present invention relates to be used to produce roadmarking or floor coatings.
Background technology
At present, China is used for roadmarking or floor coatings can mainly be divided to two classes, and a class is traditional oil paint, another
Class is water paint.Substantial amounts of organic gaseous contamination environment can be discharged in oil paint construction film forming procedure, is now made by limitation
With.Though water paint largely reduces the release of organic gas, its ageing-resistant performance, decay resistance is far away from oiliness
Coating, reduces the use function quality of coating.How to solve coating i.e. environmental protection keeps or improves the technology of function quality to close again
Key is the basic material i.e. performance of resin for solving to constitute, produce coating.
In order to improve resin property, it has been developed that the methacrylate that no-solvent type has chemical reactivity changes
The resin of property.The coating being made using the resin is chemically reacted in film forming procedure of constructing, by all substances in coating
It is combined together, organic solvent zero-emission has been accomplished to air.If Ying Chuan companies of Germany are to methacrylate reactive resin
Once there is patent DE1769792 to disclose, it used the methyl methacrylate of about 30~70% mass shares, about 10~25% matter
Measure the vinyl chloride of share and the copolymerization product of ethyl acetate.It is demonstrated experimentally that the patent selects vinyl chloride and ethyl acetate copolymer
Rather than the copolymer of methyl acrylic ester can make the compatible poor of coating, to the dispersed poor of special pigment such as carbon black,
Have impact on the quality of forming film of coating.And for example in another patent CN101501085B of Ying Chuan companies of Germany, without addition corrosion resistant
Erosion, the monomeric substance of solvent resistant class, so poor with the corrosion resistance of coating that the resin is made；Be with the addition of in the other patent
The methyl methacrylate of more than 30% quality share, it is demonstrated experimentally that resin share exceedes shared by methyl methacrylate
Though more than 30% rigidity that can increase coating, significantly reduces toughness and impact resistance after coating film forming, therefore the hair
Ming tree fat is not protruded base material adhesion performance.
The content of the invention
The present invention be directed to the deficiency of existing known technology, methacrylic resin is improved, adjusts matching somebody with somebody for resin
Fang Zucheng realizes that producing coating can improve the purpose of corrosion resistance of coating and adhesive force again with environmental-protecting performance.
The technical scheme is that designing a kind of basic recipe of the modified reactive resin of methyl acrylic ester, press
Quality share percentage composition is as follows：
0.1-15% crosslinking agents
35-60% methacrylate-based monomers are made up of methacrylate-based monomer and acrylic ester monomer
Mixture
0-40% can be with methyl acrylic ester or acrylic ester monomer copolymerization with other classes of decay resistance
Monomeric substance
10-50% prepolymers
The 0.5-2% reaction stabilizer N- tert-butyl group-a- phenyinitrones
The modified oligomer of 1-20% methyl acrylic esters
0-5% accelerator and other auxiliary agents
Each component quality share sum is 100%.
Wherein, the crosslinking agent for being used is selected from one or more polyfunctional group methacrylate, including methacrylic acid
Allyl ester, ethylene glycol-dimethylacrylate, polyethylene glycol-dimethylacrylate, 1,3-BDO-dimethacrylate
Ester, BDO-dimethylacrylate, 1,6- hexylene glycols-dimethylacrylate, 1,12- dodecanediols-dimethyl
Acrylate, glycerine-dimethylacrylate, trimethylolpropane-trimethyl acrylic ester.
35-60% methacrylate-based monomers or by methacrylate-based monomer and acrylic ester monomer
Included in the mixture of composition：15.5-29.5% can increase the methyl methacrylate of resin hardness, 5-30% and can increase resin
The flexible methacrylate class or acrylic ester monomer of toughness, 1-20% can promote resin and the scattered metering system of pigment
Esters of gallic acid or acrylic ester monomer.
The present invention limits addition 15.5-29.5% can increase the methyl methacrylate of resin hardness.Generally, this area skill
Art personnel according to customary means, addition methyl methacrylate more than 30% resin hardness can significantly improve, but due to first
Ester methyl acrylate can lose pliability more than 30%, and this point is often ignored by those skilled in the art, therefore the present invention limits first
Base methyl acrylate must be between 15.5-29.5%.Wondrous discovery, the scope addition reaches the mechanical strength of resin
To optimal balance point.
The 5-30% mass share can increase the flexible methacrylate class or acrylic ester monomer of resin toughness
Including：EMA, n-BMA, Isobutyl methacrylate, EHMA, methyl-prop
Olefin(e) acid lauryl, methacrylic acid octadecane ester, butyl acrylate, Isooctyl acrylate monomer, lauryl acrylate.Preferred properties are steady
Fixed butyl acrylate.
The 1-20% mass share can promote resin and the scattered methacrylic of pigment or acrylic ester monomer
Including：Methacrylic acid, hydroxyethyl methacrylate, hydroxy propyl methacrylate, methacrylic acid diaminourea ethyl ester, methyl-prop
Olefin(e) acid cyclohexyl, isobornyl methacrylate, THFMA, acrylic acid, hydroxy-ethyl acrylate, acrylic acid
Hydroxypropyl acrylate, acrylic acid diaminourea ethyl ester, cyclohexyl acrylate, isobornyl acrylate, acrylic acid tetrahydrofuran ester.It is preferred that polarity
Height, is conducive to scattered methacrylic acid.
The addition 0-40% mass share can be with (methyl) acrylic ester monomer copolymerization with decay resistance
Other class monomeric substances include：Styrene, a- methyl styrenes, propylene cyanogen, N- substitution maleic amides.Such monomer has to be increased
The decay resistance of coating.The most strong styrene of the addition preferred corrosion resistance of monomer.
The 10-50% mass share prepolymer, including selected from being obtained by polymerisation in bulk, suspension polymerisation or polymerisation in solution
Methacrylate based polymers, acrylic polymer, methyl acrylic ester and acrylic polymer, styrene
Methacrylate based polymers, styrene-acrylate are birdsed of the same feather flock together compound, vinyl acetate methacrylate based polymers, acetic acid
Ethylene-acrylate is birdsed of the same feather flock together compound.
The reaction stabilizer of the 0.5-2% mass share is the N- tert-butyl groups-α-phenyinitrone.It significantly improves resin
Impact resistance.When outdoor construction environment temperature is too high or too low, the speed of coating film forming can become because of the change of temperature
Change, it is unstable to ultimately result in the impact resistance after film forming, bad when good during adhesive force.It is surprisingly found that the addition N- tert-butyl groups-
α-phenyinitrone can balance film forming speed, compensate the stability of film forming process, allow coating to keep outstanding impact resistance, improve
Adhesive force of the resin to base material.
The modified oligomer of described 1-20% mass shares methyl acrylic ester includes：Polyester acrylate resin is oligomeric
Thing, epoxy acrylic resin oligomer and urethane acrylate oligomer.The addition of oligomer makes after resin film forming to base material
Adhesive force be significantly improved, especially polyester acrylate resin oligomer can significantly improve resin to concrete
Base material adhesive force.
The accelerator is the tertiary amine replaced through aromatic series, the N being preferably easy to get the most, N dimethyl aniline.
Other auxiliary agents added in resin of the present invention include：Plasticizer, levelling agent, inhibitor.Wherein plasticizer is excellent
Select nontoxic plasticizer ATBC；Inhibitor preferably uses hydroquinones；Levelling agent preferably uses polydimethylsiloxane.
By test：The floor coating as obtained in the present invention, in water-fast burn into alkali corrosion resistance, wearability, attachment
The physical and chemical performances such as power, impact resistance are significantly better than that the corresponding index of " Chinese pavement marking paint standard " JT-T280-2004.
And coating be made with organic solvent-free gas diffusion during spraying application, it is nontoxic, tasteless, pollution-free, breach at present
The key problem in technology that known pavement marking paint is faced, it is easy to popularization and application.
Specific embodiment
Resin of the present invention is made roadmarking coating, road paint is carried out using the equipment of conventional two component spray
Construction.I.e. using known：" packet cooperation, respectively spraying-air mix-ground reaction, film-forming " construction technology is formed
Roadmarking coating.
By it is of the present invention be that resin formula is divided into A, B two and assembles conjunction, two groups of resins of A, B are made two groups of coating of A, B, its
Middle A groups resin and the coating being made include accelerator, and B groups coating adds curing agent benzoyl peroxide, stirring before spraying is faced
Uniform dual-component coating of implementing at once is sprayed simultaneously, and the accelerator in component A coating is mixed in the air with the curing agent in B component coating
There is redox reaction after conjunction on the ground, make the methacrylate resin in whole coating that radical reaction to occur and solidify
Film forming.
The method and step that the cooperation and coating for illustrating resin of the present invention with reference to embodiments make：
The cooperation of 1.A resins
Coordinate by mass percentage as follows：
5% ethylene glycol-dimethylacrylate (crosslinking agent)；
25% methyl methacrylate (can increase the methyl methacrylate of resin hardness)
18% butyl acrylate (can increase the acrylic ester monomer of resin toughness)
2% methacrylic acid (can promote the scattered methacrylate-based monomer of pigment)
5% styrene (has the other monomers of corrosion resistance characteristic)
30% methyl methacrylate and octyl acrylate copolymer (Polymers are prepolymer)
The 2%N- tert-butyl group-a- phenyinitrones (reaction stabilizer)
10% weight average molecular weight is 10000 polyester acrylate resin (the modified oligomer of methyl acrylic ester)
1.5%N, N dimethyl aniline (accelerator)
1% tributyl 2-acetylcitrate (plasticizer)
0.1% hydroquinones (inhibitor)
0.4% dimethyl silicone polymer (levelling agent)
The cooperation of 2.B resins
Coordinate by mass percentage as follows：
5% ethylene glycol-dimethylacrylate (crosslinking agent)；
25% methyl methacrylate (can increase the methyl methacrylate of resin hardness)
18% butyl acrylate (can increase the acrylic ester monomer of resin toughness)
2% methacrylic acid (can promote the scattered methacrylate-based monomer of pigment)
5% styrene (has the other monomers of corrosion resistance characteristic)
31.5% methyl methacrylate and octyl acrylate copolymer (Polymers are prepolymer)
The 2%N- tert-butyl group-a- phenyinitrones (reaction stabilizer)
10% grade average molecular weight is 10000 polyester acrylate resin (the modified oligomer of methyl acrylic ester)
1% tributyl 2-acetylcitrate (plasticizer)
0.1% hydroquinones (inhibitor)
0.4% dimethyl silicone polymer (levelling agent)
3.A coating is prepared,
Coordinate by mass percentage as follows：
36.5%A resins
10% titanium dioxide (pigment)
50% calcium carbonate (filler)
1% methyl anyl alcohol (dispersant)
It is standby after 2.5% organobentonite (sagging inhibitor) blending.
The cooperation of 4.B coating, preparation
Coordinate by mass percentage as follows：
36.5%B resins
10% titanium dioxide (pigment)
50% calcium carbonate (filler)
1% methyl anyl alcohol (dispersant)
It is standby after 2.5% organobentonite (sagging inhibitor) blending.
5. spraying application
Before construction, rapid stirring in the curing agent benzoyl peroxide addition B coating of the mass share of B coating 4% will be accounted for equal
Even, the construction spraying in A coating and B coating to be respectively charged into two charging baskets of spraying car controls coating layer thickness for 1 millimeter, warp
Floor coatings solidification in 20 minutes.
Performance test methods after film forming are according to " Chinese pavement marking paint standard " JT-T280-2004
Result is as follows
Impact resistance determination method GB/T 1732-93 according to paint film test the impact resistance of the embodiment of the present invention and contrast
The solvent-based two-component coating that in the market has been sold
Claims (10)
1. a kind of methacrylate modified reactive resin, it is characterized in that its basic recipe is constituted by quality share percentage
It is as follows：
0.1-15% crosslinking agents；
35-60% methacrylate-based monomers or by methacrylate-based monomer and acrylic ester monomer constitute it is mixed
Compound；
0-40% can be with methyl acrylic ester or acrylic ester monomer copolymerization with other class monomers of decay resistance
Matter；
10-50% prepolymers；
The 0.5-2% reaction stabilizer N- tert-butyl group-a- phenyinitrones；
The modified oligomer of 1-20% methyl acrylic esters；
0-5% accelerator and other auxiliary agents；
Each component quality share sum is 100%.
2. a kind of methacrylate modified reactive resin according to claim 1, it is characterised in that used
Crosslinking agent is selected from one or more polyfunctional group methacrylate, including allyl methacrylate, ethylene glycol-dimethyl propylene
Olefin(e) acid ester, polyethylene glycol-dimethylacrylate, 1,3- butanediols-dimethylacrylate, Isosorbide-5-Nitrae-butanediol-dimethyl
Acrylate, 1,6- hexylene glycols-dimethylacrylate, 1,12- dodecanediols-dimethylacrylate, glycerine-dimethyl
Acrylate, trimethylolpropane-trimethyl acrylic ester.
3. a kind of methacrylate modified reactive resin according to claim 1, it is characterised in that the 35-
60% methacrylate-based monomer or the mixture bag being made up of methacrylate-based monomer and acrylic ester monomer
Include：
15.5-29.5% can increase the methyl methacrylate of resin hardness；
5-30% can increase the flexible methacrylate class or acrylic ester monomer of resin toughness；
1-20% can promote resin and the scattered methyl acrylic ester of pigment or acrylic ester monomer.
4. a kind of methacrylate modified reactive resin according to claim 1, it is characterised in that the 0-
40% mass share can be with methyl acrylic ester or acrylic ester monomer copolymerization with other class lists of decay resistance
Body material includes：Styrene, a- methyl styrenes, propylene cyanogen, N- substitution maleic amides.
5. a kind of methacrylate modified reactive resin according to claim 1, it is characterised in that the 10-50%
Quality share prepolymer, including selected from the methyl acrylic ester polymerization obtained by polymerisation in bulk, suspension polymerisation or polymerisation in solution
Thing, acrylic polymer, methyl acrylic ester and acrylic polymer, styrene methacrylates Type of Collective
Thing, styrene-acrylate birds of the same feather flock together compound, vinyl acetate methacrylate based polymers, vinyl acetate acrylic acid esters polymerization
Thing.
6. a kind of methacrylate modified reactive resin according to claim 1, it is characterised in that described 1-
The modified oligomer of 20% mass share methyl acrylic ester includes：Polyester acrylate resin oligomer, epoxy acrylic resin
Oligomer and urethane acrylate oligomer.
7. a kind of methacrylate modified reactive resin according to claim 1, it is characterised in that the promotion
Agent is the tertiary amine replaced through aromatic series.
8. a kind of methacrylate modified reactive resin according to claim 1, it is characterised in that it is described other
Auxiliary agent includes plasticizer, inhibitor, levelling agent.
9. a kind of methacrylate modified reactive resin according to claim 1 or 3, it is characterised in that described
The flexible methacrylate class or acrylic ester monomer that 5-30% can increase resin toughness include：EMA, first
Base n-butyl acrylate, Isobutyl methacrylate, EHMA, lauryl methacrylate, methacrylic acid
Octadecane ester, butyl acrylate, Isooctyl acrylate monomer, lauryl acrylate.
10. a kind of methacrylate modified reactive resin according to claim 1 or 3, it is characterised in that the 1-
20% mass share can promote the resin to include with the scattered methacrylic of pigment or acrylic ester monomer：Methacrylic acid,
Hydroxyethyl methacrylate, hydroxy propyl methacrylate, methacrylic acid diaminourea ethyl ester, cyclohexyl methacrylate, methyl
Isobornyl acrylate, THFMA, acrylic acid, hydroxy-ethyl acrylate, hydroxypropyl acrylate, acrylic acid two
Amino ethyl ester, cyclohexyl acrylate, isobornyl acrylate, acrylic acid tetrahydrofuran ester.
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Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
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| CN110527015A (en) * | 2019-08-29 | 2019-12-03 | 苏州长业材料技术有限公司 | A kind of preparation method of modified poly ester and coating containing the modified poly ester |
| CN111073525A (en) * | 2019-12-31 | 2020-04-28 | 道生天合材料科技（上海）有限公司 | Low-modulus flexible acrylate adhesive and preparation method thereof |
| CN113666664A (en) * | 2020-05-14 | 2021-11-19 | 浙江卡莎罗新型装饰材料有限公司 | Preparation method of stirring-resistant rock slices |
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Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
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| CN110527015A (en) * | 2019-08-29 | 2019-12-03 | 苏州长业材料技术有限公司 | A kind of preparation method of modified poly ester and coating containing the modified poly ester |
| CN110527015B (en) * | 2019-08-29 | 2021-08-10 | 中瀚新材料科技有限公司 | Preparation method of modified polyester and coating containing modified polyester |
| CN111073525A (en) * | 2019-12-31 | 2020-04-28 | 道生天合材料科技（上海）有限公司 | Low-modulus flexible acrylate adhesive and preparation method thereof |
| CN113666664A (en) * | 2020-05-14 | 2021-11-19 | 浙江卡莎罗新型装饰材料有限公司 | Preparation method of stirring-resistant rock slices |
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|---|---|
| CN106893381B (en) | 2019-07-02 |
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