CN106893381B - A kind of methacrylate modified reactive resin - Google Patents
A kind of methacrylate modified reactive resin Download PDFInfo
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- CN106893381B CN106893381B CN201710206895.8A CN201710206895A CN106893381B CN 106893381 B CN106893381 B CN 106893381B CN 201710206895 A CN201710206895 A CN 201710206895A CN 106893381 B CN106893381 B CN 106893381B
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- Prior art keywords
- methacrylate
- resin
- acrylic ester
- acrylic
- methyl
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- 239000011347 resin Substances 0.000 title claims abstract description 51
- 229920005989 resin Polymers 0.000 title claims abstract description 51
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 title claims abstract description 25
- -1 acrylic ester Chemical class 0.000 claims abstract description 48
- 239000000178 monomer Substances 0.000 claims abstract description 37
- 238000005260 corrosion Methods 0.000 claims abstract description 16
- 230000007797 corrosion Effects 0.000 claims abstract description 16
- 239000000126 substance Substances 0.000 claims abstract description 10
- 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
- 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 11
- 239000003795 chemical substances by application Substances 0.000 claims description 9
- 239000000049 pigment Substances 0.000 claims description 9
- 229920000642 polymer Polymers 0.000 claims description 9
- 239000004925 Acrylic resin Substances 0.000 claims description 7
- 239000003112 inhibitor Substances 0.000 claims description 7
- 229920000058 polyacrylate Polymers 0.000 claims description 7
- 239000002253 acid Substances 0.000 claims description 6
- 150000002734 metacrylic acid derivatives Chemical class 0.000 claims description 6
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 6
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 claims description 6
- 239000004014 plasticizer Substances 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
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 claims description 5
- 150000002148 esters Chemical class 0.000 claims description 5
- 229920000728 polyester Polymers 0.000 claims description 5
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 4
- 150000001336 alkenes Chemical class 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
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-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
- 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
- AINQXPMNCZNRLQ-UHFFFAOYSA-N 6-hydroxyhexyl 3-methylbut-2-enoate Chemical compound CC(=CC(=O)OCCCCCCO)C AINQXPMNCZNRLQ-UHFFFAOYSA-N 0.000 claims description 2
- NQSLZEHVGKWKAY-UHFFFAOYSA-N 6-methylheptyl 2-methylprop-2-enoate Chemical compound CC(C)CCCCCOC(=O)C(C)=C NQSLZEHVGKWKAY-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
- SOGAXMICEFXMKE-UHFFFAOYSA-N Butylmethacrylate Chemical compound CCCCOC(=O)C(C)=C SOGAXMICEFXMKE-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
- 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 claims description 2
- 229920006222 acrylic ester polymer Polymers 0.000 claims description 2
- XYLMUPLGERFSHI-UHFFFAOYSA-N alpha-Methylstyrene Chemical compound CC(=C)C1=CC=CC=C1 XYLMUPLGERFSHI-UHFFFAOYSA-N 0.000 claims description 2
- 125000003118 aryl group Chemical group 0.000 claims description 2
- 238000012662 bulk polymerization Methods 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
- 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
- 229940119545 isobornyl methacrylate Drugs 0.000 claims description 2
- PBOSTUDLECTMNL-UHFFFAOYSA-N lauryl acrylate Chemical compound CCCCCCCCCCCCOC(=O)C=C PBOSTUDLECTMNL-UHFFFAOYSA-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
- 239000000725 suspension Substances 0.000 claims description 2
- 150000003512 tertiary amines Chemical class 0.000 claims description 2
- IKYOPEFFRGULSE-UHFFFAOYSA-N 12-hydroxydodecyl 3-methylbut-2-enoate Chemical compound CC(=CC(=O)OCCCCCCCCCCCCO)C IKYOPEFFRGULSE-UHFFFAOYSA-N 0.000 claims 1
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 claims 1
- PYGXUPRQBBNETH-UHFFFAOYSA-N acetic acid;2-hydroxypropyl prop-2-enoate Chemical compound CC(O)=O.CC(O)COC(=O)C=C PYGXUPRQBBNETH-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
- 125000004494 ethyl ester group Chemical group 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
- 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 5
- 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 7
- 238000000034 method Methods 0.000 description 7
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 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
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 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
- 239000000758 substrate Substances 0.000 description 4
- ICBJBNAUJWZPBY-UHFFFAOYSA-N 2-hydroxyethyl 3-methylbut-2-enoate Chemical compound CC(=CC(=O)OCCO)C ICBJBNAUJWZPBY-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
- 239000006185 dispersion Substances 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
- ZFOZVQLOBQUTQQ-UHFFFAOYSA-N Tributyl citrate Chemical compound CCCCOC(=O)CC(O)(C(=O)OCCCC)CC(=O)OCCCC ZFOZVQLOBQUTQQ-UHFFFAOYSA-N 0.000 description 2
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 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
- 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
- 238000007711 solidification Methods 0.000 description 2
- 230000008023 solidification Effects 0.000 description 2
- 239000007921 spray Substances 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
- 150000005208 1,4-dihydroxybenzenes Chemical class 0.000 description 1
- VSDZUDQPXOUABS-UHFFFAOYSA-N 2,3-dihydroxypropyl 3-methylbut-2-enoate Chemical compound CC(=CC(=O)OCC(O)CO)C VSDZUDQPXOUABS-UHFFFAOYSA-N 0.000 description 1
- CVEPFOUZABPRMK-UHFFFAOYSA-N 2-methylprop-2-enoic acid;styrene Chemical compound CC(=C)C(O)=O.C=CC1=CC=CC=C1 CVEPFOUZABPRMK-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
- BBJZIVDFAGBWHH-UHFFFAOYSA-N C=CC.N#CC#N Chemical compound C=CC.N#CC#N BBJZIVDFAGBWHH-UHFFFAOYSA-N 0.000 description 1
- AKSFWDNJWGSQMY-UHFFFAOYSA-N CC(=CC(=O)OCCCCO)C Chemical compound CC(=CC(=O)OCCCCO)C AKSFWDNJWGSQMY-UHFFFAOYSA-N 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 230000032683 aging Effects 0.000 description 1
- 239000012298 atmosphere Substances 0.000 description 1
- 239000002585 base Substances 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
- 238000007334 copolymerization reaction 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
- 235000013870 dimethyl polysiloxane Nutrition 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
- SUPCQIBBMFXVTL-UHFFFAOYSA-N ethyl 2-methylprop-2-enoate Chemical compound CCOC(=O)C(C)=C SUPCQIBBMFXVTL-UHFFFAOYSA-N 0.000 description 1
- 229940074391 gallic acid Drugs 0.000 description 1
- 235000004515 gallic acid Nutrition 0.000 description 1
- JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 description 1
- FSQQTNAZHBEJLS-UPHRSURJSA-N maleamic acid Chemical compound NC(=O)\C=C/C(O)=O FSQQTNAZHBEJLS-UPHRSURJSA-N 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000000463 material Substances 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
- 238000006467 substitution reaction Methods 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 for adjusting resin realizes that produced coating has environmental-protecting performance again and the purpose of corrosion resistance of coating and adhesive force can be improved.Basic recipe is formed as follows by quality share percentage: 0.1-15% crosslinking agent 35-60% methacrylate-based monomer or the mixture 0-40% being made of methacrylate-based monomer and acrylic ester monomer can have other class monomeric substance 10-50% prepolymer 0.5-2% reaction stabilizer N- tert-butyl-a- phenyinitrones of corrosion resistance with what methyl acrylic ester or acrylic ester monomer were copolymerized.The sum of the modified oligomer 0-5% promotor of 1-20% methyl acrylic ester and other auxiliary agent each component quality shares are 100%.Floor coating is made, is superior to " Chinese pavement marking paint standard " index in physical and chemical performances such as water-fast burn into alkali corrosion resistance, wearability, adhesive force, impact resistances.
Description
Technical field
The present invention relates to the methacrylate-based resins for producing roadmarking or floor coatings.
Background technique
Currently, China can mainly be divided to two classes for roadmarking or floor coatings, one kind is traditional oil paint, another
Class is water paint.A large amount of organic gaseous contamination environment can be released 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, corrosion resistance is far away from oiliness
Coating reduces the use functional quality of coating.How technology pass that coating i.e. environmental protection again kept or improve functional quality is solved
Key is to solve to constitute, produce the basic material i.e. performance of resin of coating.
In order to improve resin property, it has been developed that there is no-solvent type the methacrylate of chemical reactivity to change
The resin of property.It is chemically reacted in construction film forming procedure using coating made of the resin, by all substances in coating
It is combined together, organic solvent zero-emission has been accomplished to atmosphere.If German Ying Chuan company is to methacrylate reactive resin
Once patent DE1769792 discloses, it uses 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 compatibility of coating poor, it is poor to the dispersibility of special pigment such as carbon black,
Affect the quality of forming film of coating.For another example in another patent CN101501085B of Ying Chuan company, Germany, corrosion resistant is not added
It loses, the monomeric substance of solvent resistant class, so the corrosion resistance of coating made of the resin is poor；In addition it is added in the patent
The methyl methacrylate of 30% or more quality share, it is demonstrated experimentally that resin share occupied by methyl methacrylate is more than
Though 30% or more will increase the rigidity of coating, the toughness and impact resistance after significantly reducing coating film forming, therefore the hair
Ming tree rouge does not protrude substrate adhesion performance.
Summary of the invention
The present invention be directed to the deficiencies of existing known technology, improve to methacrylic resin, adjust matching for resin
Fang Zucheng realizes that i.e. have environmental-protecting performance again can be improved the purpose of corrosion resistance of coating and adhesive force to produced coating.
The technical scheme is to design a kind of basic recipes of the modified reactive resin of methyl acrylic ester, press
Quality share percentage composition is as follows:
0.1-15% crosslinking agent
35-60% methacrylate-based monomer is made of methacrylate-based monomer and acrylic ester monomer
Mixture
0-40% can have other classes of corrosion resistance with what methyl acrylic ester or acrylic ester monomer were copolymerized
Monomeric substance
10-50% prepolymer
0.5-2% reaction stabilizer N- tert-butyl-a- phenyinitrone
The modified oligomer of 1-20% methyl acrylic ester
0-5% promotor and other auxiliary agents
The sum of each component quality share is 100%.
Wherein, used crosslinking agent is selected from one or more polyfunctional group methacrylates, including methacrylic acid
Allyl ester, ethylene glycol-dimethylacrylate, polyethylene glycol-dimethylacrylate, 1,3-BDO-dimethacrylate
Ester, 1,4-butanediol-dimethylacrylate, 1,6- hexylene glycol-dimethylacrylate, 1,12- dodecanediol-dimethyl
Acrylate, glycerol-dimethylacrylate, trimethylolpropane-trimethyl acrylic ester.
The 35-60% methacrylate-based monomer or by methacrylate-based monomer and acrylic ester monomer
Include in the mixture of composition: 15.5-29.5% can increase the methyl methacrylate of resin hardness, 5-30% can increase resin
The metering system that the flexible methacrylate class or acrylic ester monomer of toughness, 1-20% can promote resin and pigment to disperse
Esters of gallic acid or acrylic ester monomer.
The present invention, which limits addition 15.5-29.5%, can increase the methyl methacrylate of resin hardness.In general, this field skill
For art personnel according to customary means, adding methyl methacrylate can be such that resin hardness significantly improves 30% or more, but due to first
Ester methyl acrylate is more than that 30% can lose flexibility, 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 range additive amount reach 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
It include: ethyl methacrylate, n-BMA, Isobutyl methacrylate, isooctyl methacrylate, 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 methacrylic or acrylic ester monomer that the 1-20% mass share can promote resin and pigment to disperse
It include: methacrylic acid, hydroxyethyl methacrylate, hydroxy propyl methacrylate, methacrylic acid diamino ethyl ester, methyl-prop
Olefin(e) acid cyclohexyl, isobornyl methacrylate, tetrahydrofurfuryl methacrylate, acrylic acid, hydroxy-ethyl acrylate, acrylic acid
Hydroxypropyl acrylate, acrylic acid diamino ethyl ester, cyclohexyl acrylate, isobornyl acrylate, acrylic acid tetrahydrofuran ester.It is preferred that polarity
Height is conducive to the methacrylic acid of dispersion.
What the addition 0-40% mass share can be copolymerized with (methyl) acrylic ester monomer has corrosion resistance
Other class monomeric substances include: styrene, a- methyl styrene, propylene cyanogen, N- substitution maleic amide.Such monomer, which has, to be increased
The corrosion resistance of coating.Add the strongest styrene of the preferred corrosion resistance of monomer.
The 10-50% mass share prepolymer, including selected from being obtained by bulk polymerization, suspension polymerisation or polymerisation in solution
Methacrylate based polymers, acrylic polymer, methyl acrylic ester and acrylic polymer, styrene
Methacrylate based polymers, styrene-acrylate quasi polymer, vinyl acetate methacrylate based polymers, acetic acid
Ethylene acrylic esters polymer.
The reaction stabilizer of the 0.5-2% mass share is N- tert-butyl-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 variation of temperature
Change, the impact resistance after eventually leading to film forming is unstable, and adhesive force is good or bad.It is surprisingly found that addition N- tert-butyl-
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 substrate.
The modified oligomer of the 1-20% mass share methyl acrylic ester includes: that polyester acrylate resin is oligomeric
Object, epoxy acrylic resin oligomer and urethane acrylate oligomer.The addition of oligomer make resin form a film after to substrate
Adhesive force be significantly improved, especially polyester acrylate resin oligomer can significantly improve resin to concrete
Substrate adhesive force.
The promotor 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 tributyl citrate；It is preferable to use hydroquinones for inhibitor；It is preferable to use polydimethylsiloxanes for levelling agent.
By test: by floor coating produced by 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 organic solvent-free gas diffusion during coating is made with spraying application, it is nontoxic, tasteless, pollution-free, it breaches at present
The key problem in technology that known pavement marking paint is faced, application easy to spread.
Specific embodiment
Roadmarking coating is made in resin of the present invention, road paint is carried out using the equipment of common two component spray
Construction.I.e. using known: " grouping 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 two groups of cooperations of A, B, two groups of coating of A, B are made in two groups of resins of A, B,
Middle A group resin and manufactured coating include promotor, and B group coating adds curing agent benzoyl peroxide, stirring before facing spraying
Uniformly implement dual-component coating at once to spray simultaneously, the promotor in component A coating mixes in the air with the curing agent in B component coating
Redox reaction occurs after conjunction on the ground, makes the methacrylate resin in entire coating that radical reaction solidification occur
Film forming.
The method and step of cooperation and the coating production of resin of the present invention is illustrated with reference to embodiments:
1.A the cooperation of resin
Cooperate by mass percentage as follows:
5% ethylene glycol-dimethylacrylate (crosslinking agent)；
25% methyl methacrylate (methyl methacrylate that resin hardness can be increased)
18% butyl acrylate (acrylic ester monomer that resin toughness can be increased)
2% methacrylic acid (methacrylate-based monomer that can promote pigment dispersion)
5% styrene (other monomers with corrosion resistance characteristic)
30% methyl methacrylate and octyl acrylate copolymer (Polymers, that is, prepolymer)
2%N- tert-butyl-a- phenyinitrone (reaction stabilizer)
The polyester acrylate resin (the modified oligomer of methyl acrylic ester) that 10% weight average molecular weight is 10000
1.5%N, N dimethyl aniline (promotor)
1% tributyl 2-acetylcitrate (plasticizer)
0.1% hydroquinone (inhibitor)
0.4% dimethyl silicone polymer (levelling agent)
The cooperation of 2.B resin
Cooperate by mass percentage as follows:
5% ethylene glycol-dimethylacrylate (crosslinking agent)；
25% methyl methacrylate (methyl methacrylate that resin hardness can be increased)
18% butyl acrylate (acrylic ester monomer that resin toughness can be increased)
2% methacrylic acid (methacrylate-based monomer that can promote pigment dispersion)
5% styrene (other monomers with corrosion resistance characteristic)
31.5% methyl methacrylate and octyl acrylate copolymer (Polymers, that is, prepolymer)
2%N- tert-butyl-a- phenyinitrone (reaction stabilizer)
The polyester acrylate resin (the modified oligomer of methyl acrylic ester) that 10% equal average molecular weights are 10000
1% tributyl 2-acetylcitrate (plasticizer)
0.1% hydroquinone (inhibitor)
0.4% dimethyl silicone polymer (levelling agent)
3.A coating prepares,
Cooperate by mass percentage as follows:
36.5%A resin
10% titanium dioxide (pigment)
50% calcium carbonate (filler)
1% methyl anyl alcohol (dispersing agent)
2.5% organobentonite (sagging inhibitor) is spare after being blended.
Cooperation, the preparation of 4.B coating
Cooperate by mass percentage as follows:
36.5%B resin
10% titanium dioxide (pigment)
50% calcium carbonate (filler)
1% methyl anyl alcohol (dispersing agent)
2.5% organobentonite (sagging inhibitor) is spare after being blended.
5. spraying application
Before construction, stirring rapidly is added in B coating in the curing agent benzoyl peroxide for accounting for 4% mass share of B coating
Even, after construction spraying in two charging baskets that A coating and B coating are respectively charged into spraying vehicle, control coating layer thickness is 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
As a result as follows
Impact resistance and the comparison of the embodiment of the present invention are tested according to the impact resistance measuring method GB/T 1732-93 of paint film
The solvent-based two-component coating sold in the market
Claims (4)
1. a kind of methacrylate modified reactive resin, characterized in that its basic recipe presses quality share percentage group
At as follows:
0.1-15% crosslinking agent；
35-60% methacrylate-based monomer is made of mixed methacrylate-based monomer and acrylic ester monomer
Close object；
0-40% can have other class monomers of corrosion resistance with what methyl acrylic ester or acrylic ester monomer were copolymerized
Substance；
10-50% prepolymer；
0.5-2% reaction stabilizer N- tert-butyl-a- phenyinitrone；
The modified oligomer of 1-20% methyl acrylic ester；
0-5% promotor and other auxiliary agents；
The sum of each component quality share is 100%；
The 35-60% methacrylate-based monomer is made of methacrylate-based monomer and acrylic ester monomer
Mixture 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；
The methyl acrylic ester or acrylic ester monomer that 1-20% can promote resin and pigment to disperse；
The 0-40% mass share can have corrosion resistance with what methyl acrylic ester or acrylic ester monomer were copolymerized
Other class monomeric substances of energy include: styrene, a- methyl styrene；
The 10-50% mass share prepolymer, including selected from the methyl obtained by bulk polymerization, suspension polymerisation or polymerisation in solution
Acrylic polymer, acrylic polymer, methyl acrylic ester and acrylic polymer, styrene methyl
Acrylic polymer, styrene-acrylate quasi polymer, vinyl acetate methacrylate based polymers, vinyl acetate
Acrylic polymer；
The modified oligomer of the 1-20% mass share methyl acrylic ester include: polyester acrylate resin oligomer,
Epoxy acrylic resin oligomer and urethane acrylate oligomer；
The 5-30% can increase the flexible methacrylate class of resin toughness or acrylic ester monomer includes: methyl-prop
Olefin(e) acid ethyl ester, n-BMA, Isobutyl methacrylate, isooctyl methacrylate, lauryl methacrylate,
Methacrylic acid octadecane ester, butyl acrylate, Isooctyl acrylate monomer, lauryl acrylate；
The methacrylic or acrylic ester monomer that the 1-20% mass share can promote resin to disperse with pigment include:
Methacrylic acid, hydroxyethyl methacrylate, hydroxy propyl methacrylate, methacrylic acid diamino ethyl ester, methacrylic acid
Cyclohexyl, isobornyl methacrylate, tetrahydrofurfuryl methacrylate, acrylic acid, hydroxy-ethyl acrylate, acrylic acid hydroxypropyl
Ester, acrylic acid diamino ethyl ester, cyclohexyl acrylate, isobornyl acrylate, acrylic acid tetrahydrofuran ester.
2. the methacrylate modified reactive resin of one kind according to claim 1, which is characterized in that used
Crosslinking agent is selected from one or more polyfunctional group methacrylates, including allyl methacrylate, ethylene glycol-dimethyl propylene
Olefin(e) acid ester, polyethylene glycol-dimethylacrylate, 1,3-BDO-dimethylacrylate, 1,4-butanediol-dimethyl propylene
Olefin(e) acid ester, 1,6- hexylene glycol-dimethylacrylate, 1,12- dodecanediol-dimethylacrylate, glycerol-dimethyl propylene
Olefin(e) acid ester, trimethylolpropane-trimethyl acrylic ester.
3. the methacrylate modified reactive resin of one kind according to claim 1, which is characterized in that the promotion
Agent is the tertiary amine replaced through aromatic series.
4. the methacrylate modified reactive resin of one kind according to claim 1, which is characterized in that it is described other
Auxiliary agent includes plasticizer, inhibitor, levelling agent.
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| 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 |
| CN111073525B (en) * | 2019-12-31 | 2021-12-24 | 道生天合材料科技(上海)股份有限公司 | 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 |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101501085A (en) * | 2006-08-25 | 2009-08-05 | 赢创罗姆有限责任公司 | Methacrylate resins for producing road markings |
| CN101833241A (en) * | 2009-03-09 | 2010-09-15 | 村上精密制版（昆山）有限公司 | Photosensitive resin composition |
| CN103602201A (en) * | 2013-11-20 | 2014-02-26 | 湖州中辰建设有限公司 | Thermosetting type acrylic resin coating |
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2017
- 2017-03-31 CN CN201710206895.8A patent/CN106893381B/en active Active
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101501085A (en) * | 2006-08-25 | 2009-08-05 | 赢创罗姆有限责任公司 | Methacrylate resins for producing road markings |
| CN101833241A (en) * | 2009-03-09 | 2010-09-15 | 村上精密制版（昆山）有限公司 | Photosensitive resin composition |
| CN103602201A (en) * | 2013-11-20 | 2014-02-26 | 湖州中辰建设有限公司 | Thermosetting type acrylic resin coating |
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