CN110922870B - UV-curable powder coating and preparation method thereof - Google Patents
UV-curable powder coating and preparation method thereof Download PDFInfo
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- CN110922870B CN110922870B CN201911274883.4A CN201911274883A CN110922870B CN 110922870 B CN110922870 B CN 110922870B CN 201911274883 A CN201911274883 A CN 201911274883A CN 110922870 B CN110922870 B CN 110922870B
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- 238000000576 coating method Methods 0.000 title claims abstract description 72
- 239000011248 coating agent Substances 0.000 title claims abstract description 69
- 239000000843 powder Substances 0.000 title claims abstract description 60
- 238000002360 preparation method Methods 0.000 title claims abstract description 40
- 229950011260 betanaphthol Drugs 0.000 claims abstract description 33
- 238000003848 UV Light-Curing Methods 0.000 claims abstract description 31
- -1 6-chloropurine nucleoside Chemical class 0.000 claims abstract description 30
- 239000002777 nucleoside Substances 0.000 claims abstract description 30
- 239000011347 resin Substances 0.000 claims abstract description 23
- 229920005989 resin Polymers 0.000 claims abstract description 23
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 20
- 239000000049 pigment Substances 0.000 claims abstract description 11
- 239000011256 inorganic filler Substances 0.000 claims abstract description 10
- 229910003475 inorganic filler Inorganic materials 0.000 claims abstract description 10
- BOCZYIUKFAQNLG-DSJWGCTQSA-N methyl (e,3s,5r)-7-[3-(4-fluorophenyl)-1-propan-2-ylindol-2-yl]-3,5-dihydroxyhept-6-enoate Chemical compound C12=CC=CC=C2N(C(C)C)C(/C=C/[C@H](O)C[C@H](O)CC(=O)OC)=C1C1=CC=C(F)C=C1 BOCZYIUKFAQNLG-DSJWGCTQSA-N 0.000 claims abstract description 10
- VTAJIXDZFCRWBR-UHFFFAOYSA-N Licoricesaponin B2 Natural products C1C(C2C(C3(CCC4(C)CCC(C)(CC4C3=CC2)C(O)=O)C)(C)CC2)(C)C2C(C)(C)CC1OC1OC(C(O)=O)C(O)C(O)C1OC1OC(C(O)=O)C(O)C(O)C1O VTAJIXDZFCRWBR-UHFFFAOYSA-N 0.000 claims abstract description 9
- LPLVUJXQOOQHMX-UHFFFAOYSA-N glycyrrhetinic acid glycoside Natural products C1CC(C2C(C3(CCC4(C)CCC(C)(CC4C3=CC2=O)C(O)=O)C)(C)CC2)(C)C2C(C)(C)C1OC1OC(C(O)=O)C(O)C(O)C1OC1OC(C(O)=O)C(O)C(O)C1O LPLVUJXQOOQHMX-UHFFFAOYSA-N 0.000 claims abstract description 9
- 239000001685 glycyrrhizic acid Substances 0.000 claims abstract description 9
- 229960004949 glycyrrhizic acid Drugs 0.000 claims abstract description 9
- UYRUBYNTXSDKQT-UHFFFAOYSA-N glycyrrhizic acid Natural products CC1(C)C(CCC2(C)C1CCC3(C)C2C(=O)C=C4C5CC(C)(CCC5(C)CCC34C)C(=O)O)OC6OC(C(O)C(O)C6OC7OC(O)C(O)C(O)C7C(=O)O)C(=O)O UYRUBYNTXSDKQT-UHFFFAOYSA-N 0.000 claims abstract description 9
- 235000019410 glycyrrhizin Nutrition 0.000 claims abstract description 9
- LPLVUJXQOOQHMX-QWBHMCJMSA-N glycyrrhizinic acid Chemical compound O([C@@H]1[C@@H](O)[C@H](O)[C@H](O[C@@H]1O[C@@H]1C([C@H]2[C@]([C@@H]3[C@@]([C@@]4(CC[C@@]5(C)CC[C@@](C)(C[C@H]5C4=CC3=O)C(O)=O)C)(C)CC2)(C)CC1)(C)C)C(O)=O)[C@@H]1O[C@H](C(O)=O)[C@@H](O)[C@H](O)[C@H]1O LPLVUJXQOOQHMX-QWBHMCJMSA-N 0.000 claims abstract description 9
- 229920013636 polyphenyl ether polymer Polymers 0.000 claims abstract description 8
- 239000002270 dispersing agent Substances 0.000 claims abstract description 7
- 238000000034 method Methods 0.000 claims abstract description 5
- 230000008569 process Effects 0.000 claims abstract description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims description 48
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims description 43
- 238000006243 chemical reaction Methods 0.000 claims description 42
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 42
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 claims description 32
- GFFGJBXGBJISGV-UHFFFAOYSA-N Adenine Chemical class NC1=NC=NC2=C1N=CN2 GFFGJBXGBJISGV-UHFFFAOYSA-N 0.000 claims description 30
- 238000001816 cooling Methods 0.000 claims description 21
- 239000002245 particle Substances 0.000 claims description 21
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 claims description 20
- RIOQSEWOXXDEQQ-UHFFFAOYSA-N triphenylphosphine Chemical compound C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 RIOQSEWOXXDEQQ-UHFFFAOYSA-N 0.000 claims description 17
- ISAOCJYIOMOJEB-UHFFFAOYSA-N benzoin Chemical compound C=1C=CC=CC=1C(O)C(=O)C1=CC=CC=C1 ISAOCJYIOMOJEB-UHFFFAOYSA-N 0.000 claims description 16
- 238000002156 mixing Methods 0.000 claims description 16
- 238000003756 stirring Methods 0.000 claims description 16
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 claims description 16
- 239000000203 mixture Substances 0.000 claims description 15
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 14
- 239000002243 precursor Substances 0.000 claims description 14
- 238000007873 sieving Methods 0.000 claims description 14
- 239000004721 Polyphenylene oxide Substances 0.000 claims description 13
- 229920006380 polyphenylene oxide Polymers 0.000 claims description 12
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 10
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 claims description 10
- 229910000019 calcium carbonate Inorganic materials 0.000 claims description 10
- 229920000642 polymer Polymers 0.000 claims description 10
- 229920001296 polysiloxane Polymers 0.000 claims description 10
- 239000002904 solvent Substances 0.000 claims description 10
- 229930024421 Adenine Natural products 0.000 claims description 9
- KEAYESYHFKHZAL-UHFFFAOYSA-N Sodium Chemical compound [Na] KEAYESYHFKHZAL-UHFFFAOYSA-N 0.000 claims description 9
- 229960000643 adenine Drugs 0.000 claims description 9
- KGBXLFKZBHKPEV-UHFFFAOYSA-N boric acid Chemical compound OB(O)O KGBXLFKZBHKPEV-UHFFFAOYSA-N 0.000 claims description 9
- 239000004327 boric acid Substances 0.000 claims description 9
- YHWCPXVTRSHPNY-UHFFFAOYSA-N butan-1-olate;titanium(4+) Chemical compound [Ti+4].CCCC[O-].CCCC[O-].CCCC[O-].CCCC[O-] YHWCPXVTRSHPNY-UHFFFAOYSA-N 0.000 claims description 9
- VGBWDOLBWVJTRZ-UHFFFAOYSA-K cerium(3+);triacetate Chemical compound [Ce+3].CC([O-])=O.CC([O-])=O.CC([O-])=O VGBWDOLBWVJTRZ-UHFFFAOYSA-K 0.000 claims description 9
- RGLYKWWBQGJZGM-ISLYRVAYSA-N diethylstilbestrol Chemical compound C=1C=C(O)C=CC=1C(/CC)=C(\CC)C1=CC=C(O)C=C1 RGLYKWWBQGJZGM-ISLYRVAYSA-N 0.000 claims description 9
- 229960000452 diethylstilbestrol Drugs 0.000 claims description 9
- 238000001035 drying Methods 0.000 claims description 9
- FAMRKDQNMBBFBR-UHFFFAOYSA-N ethyl n-ethoxycarbonyliminocarbamate Chemical compound CCOC(=O)N=NC(=O)OCC FAMRKDQNMBBFBR-UHFFFAOYSA-N 0.000 claims description 9
- 238000001125 extrusion Methods 0.000 claims description 9
- NWVVVBRKAWDGAB-UHFFFAOYSA-N p-methoxyphenol Chemical compound COC1=CC=C(O)C=C1 NWVVVBRKAWDGAB-UHFFFAOYSA-N 0.000 claims description 9
- 239000012312 sodium hydride Substances 0.000 claims description 9
- 229910000104 sodium hydride Inorganic materials 0.000 claims description 9
- IEXRMSFAVATTJX-UHFFFAOYSA-N tetrachlorogermane Chemical compound Cl[Ge](Cl)(Cl)Cl IEXRMSFAVATTJX-UHFFFAOYSA-N 0.000 claims description 9
- 238000005406 washing Methods 0.000 claims description 9
- LCGLNKUTAGEVQW-UHFFFAOYSA-N Dimethyl ether Chemical compound COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 claims description 8
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 claims description 8
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 claims description 8
- 244000028419 Styrax benzoin Species 0.000 claims description 8
- 235000000126 Styrax benzoin Nutrition 0.000 claims description 8
- 235000008411 Sumatra benzointree Nutrition 0.000 claims description 8
- 229960002130 benzoin Drugs 0.000 claims description 8
- 239000003054 catalyst Substances 0.000 claims description 8
- FAMRKDQNMBBFBR-BQYQJAHWSA-N diethyl azodicarboxylate Substances CCOC(=O)\N=N\C(=O)OCC FAMRKDQNMBBFBR-BQYQJAHWSA-N 0.000 claims description 8
- 235000019382 gum benzoic Nutrition 0.000 claims description 8
- 239000003112 inhibitor Substances 0.000 claims description 8
- 238000006116 polymerization reaction Methods 0.000 claims description 8
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 claims description 8
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims description 8
- CNHDIAIOKMXOLK-UHFFFAOYSA-N toluquinol Chemical compound CC1=CC(O)=CC=C1O CNHDIAIOKMXOLK-UHFFFAOYSA-N 0.000 claims description 8
- 238000009835 boiling Methods 0.000 claims description 7
- 238000001354 calcination Methods 0.000 claims description 7
- 238000001914 filtration Methods 0.000 claims description 7
- 238000000227 grinding Methods 0.000 claims description 7
- 238000001694 spray drying Methods 0.000 claims description 7
- 238000001291 vacuum drying Methods 0.000 claims description 7
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 claims description 6
- JZZIHCLFHIXETF-UHFFFAOYSA-N dimethylsilicon Chemical compound C[Si]C JZZIHCLFHIXETF-UHFFFAOYSA-N 0.000 claims description 6
- 229910052757 nitrogen Inorganic materials 0.000 claims description 6
- FJDQFPXHSGXQBY-UHFFFAOYSA-L caesium carbonate Chemical compound [Cs+].[Cs+].[O-]C([O-])=O FJDQFPXHSGXQBY-UHFFFAOYSA-L 0.000 claims description 5
- 229910000024 caesium carbonate Inorganic materials 0.000 claims description 5
- FPAFDBFIGPHWGO-UHFFFAOYSA-N dioxosilane;oxomagnesium;hydrate Chemical compound O.[Mg]=O.[Mg]=O.[Mg]=O.O=[Si]=O.O=[Si]=O.O=[Si]=O.O=[Si]=O FPAFDBFIGPHWGO-UHFFFAOYSA-N 0.000 claims description 5
- 239000012860 organic pigment Substances 0.000 claims description 5
- GCLGEJMYGQKIIW-UHFFFAOYSA-H sodium hexametaphosphate Chemical group [Na]OP1(=O)OP(=O)(O[Na])OP(=O)(O[Na])OP(=O)(O[Na])OP(=O)(O[Na])OP(=O)(O[Na])O1 GCLGEJMYGQKIIW-UHFFFAOYSA-H 0.000 claims description 5
- 235000019982 sodium hexametaphosphate Nutrition 0.000 claims description 5
- 239000001577 tetrasodium phosphonato phosphate Substances 0.000 claims description 5
- 239000004408 titanium dioxide Substances 0.000 claims description 5
- DZZAHLOABNWIFA-UHFFFAOYSA-N 2-butoxy-1,2-diphenylethanone Chemical compound C=1C=CC=CC=1C(OCCCC)C(=O)C1=CC=CC=C1 DZZAHLOABNWIFA-UHFFFAOYSA-N 0.000 claims description 4
- KMNCBSZOIQAUFX-UHFFFAOYSA-N 2-ethoxy-1,2-diphenylethanone Chemical compound C=1C=CC=CC=1C(OCC)C(=O)C1=CC=CC=C1 KMNCBSZOIQAUFX-UHFFFAOYSA-N 0.000 claims description 4
- FXHOOIRPVKKKFG-UHFFFAOYSA-N N,N-Dimethylacetamide Chemical compound CN(C)C(C)=O FXHOOIRPVKKKFG-UHFFFAOYSA-N 0.000 claims description 4
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 claims description 4
- 229920000142 Sodium polycarboxylate Polymers 0.000 claims description 4
- 229920006217 cellulose acetate butyrate Polymers 0.000 claims description 4
- 239000000919 ceramic Substances 0.000 claims description 4
- 239000011261 inert gas Substances 0.000 claims description 4
- 239000001023 inorganic pigment Substances 0.000 claims description 4
- LKPFBGKZCCBZDK-UHFFFAOYSA-N n-hydroxypiperidine Chemical compound ON1CCCCC1 LKPFBGKZCCBZDK-UHFFFAOYSA-N 0.000 claims description 4
- 229920002037 poly(vinyl butyral) polymer Polymers 0.000 claims description 4
- 229920000058 polyacrylate Polymers 0.000 claims description 4
- 229910000027 potassium carbonate Inorganic materials 0.000 claims description 4
- 229910000029 sodium carbonate Inorganic materials 0.000 claims description 4
- MSAHTMIQULFMRG-UHFFFAOYSA-N 1,2-diphenyl-2-propan-2-yloxyethanone Chemical compound C=1C=CC=CC=1C(OC(C)C)C(=O)C1=CC=CC=C1 MSAHTMIQULFMRG-UHFFFAOYSA-N 0.000 claims description 3
- AVXURJPOCDRRFD-UHFFFAOYSA-N Hydroxylamine Chemical class ON AVXURJPOCDRRFD-UHFFFAOYSA-N 0.000 claims description 3
- 229910052786 argon Inorganic materials 0.000 claims description 3
- 239000001307 helium Substances 0.000 claims description 3
- 229910052734 helium Inorganic materials 0.000 claims description 3
- SWQJXJOGLNCZEY-UHFFFAOYSA-N helium atom Chemical compound [He] SWQJXJOGLNCZEY-UHFFFAOYSA-N 0.000 claims description 3
- 239000001035 lead pigment Substances 0.000 claims description 3
- 229910052754 neon Inorganic materials 0.000 claims description 3
- GKAOGPIIYCISHV-UHFFFAOYSA-N neon atom Chemical compound [Ne] GKAOGPIIYCISHV-UHFFFAOYSA-N 0.000 claims description 3
- 150000003254 radicals Chemical class 0.000 claims description 3
- 238000001704 evaporation Methods 0.000 claims description 2
- 238000010438 heat treatment Methods 0.000 claims description 2
- 230000001376 precipitating effect Effects 0.000 claims description 2
- 230000032683 aging Effects 0.000 abstract description 8
- 238000001723 curing Methods 0.000 abstract description 4
- 238000004519 manufacturing process Methods 0.000 abstract description 4
- 238000003860 storage Methods 0.000 abstract description 4
- 238000005201 scrubbing Methods 0.000 abstract description 2
- 230000000052 comparative effect Effects 0.000 description 9
- LMQFCJZJCONEIA-UHFFFAOYSA-N diphenylmethanone;silicon Chemical compound [Si].C=1C=CC=CC=1C(=O)C1=CC=CC=C1 LMQFCJZJCONEIA-UHFFFAOYSA-N 0.000 description 7
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 6
- ZKBQDFAWXLTYKS-UHFFFAOYSA-N 6-Chloro-1H-purine Chemical compound ClC1=NC=NC2=C1NC=N2 ZKBQDFAWXLTYKS-UHFFFAOYSA-N 0.000 description 5
- 239000000463 material Substances 0.000 description 5
- 238000010992 reflux Methods 0.000 description 5
- 238000002390 rotary evaporation Methods 0.000 description 5
- 238000009472 formulation Methods 0.000 description 4
- 230000004048 modification Effects 0.000 description 4
- 238000012986 modification Methods 0.000 description 4
- 230000007547 defect Effects 0.000 description 3
- 230000007613 environmental effect Effects 0.000 description 3
- 239000002994 raw material Substances 0.000 description 3
- 239000000853 adhesive Substances 0.000 description 2
- 230000001070 adhesive effect Effects 0.000 description 2
- 238000004887 air purification Methods 0.000 description 2
- 238000005452 bending Methods 0.000 description 2
- 230000009286 beneficial effect Effects 0.000 description 2
- 238000005034 decoration Methods 0.000 description 2
- 238000011031 large-scale manufacturing process Methods 0.000 description 2
- 239000010410 layer Substances 0.000 description 2
- 230000004298 light response Effects 0.000 description 2
- 229920000728 polyester Polymers 0.000 description 2
- 238000000746 purification Methods 0.000 description 2
- 238000012360 testing method Methods 0.000 description 2
- RNFJDJUURJAICM-UHFFFAOYSA-N 2,2,4,4,6,6-hexaphenoxy-1,3,5-triaza-2$l^{5},4$l^{5},6$l^{5}-triphosphacyclohexa-1,3,5-triene Chemical compound N=1P(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP=1(OC=1C=CC=CC=1)OC1=CC=CC=C1 RNFJDJUURJAICM-UHFFFAOYSA-N 0.000 description 1
- UVWQZXWKLVBKAO-UHFFFAOYSA-N 3,6-bis[[tert-butyl(dimethyl)silyl]oxy]-2,7-dichloroxanthen-9-one Chemical compound O1C2=CC(O[Si](C)(C)C(C)(C)C)=C(Cl)C=C2C(=O)C2=C1C=C(O[Si](C)(C)C(C)(C)C)C(Cl)=C2 UVWQZXWKLVBKAO-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- YLFIGGHWWPSIEG-UHFFFAOYSA-N aminoxyl Chemical compound [O]N YLFIGGHWWPSIEG-UHFFFAOYSA-N 0.000 description 1
- 239000012752 auxiliary agent Substances 0.000 description 1
- RWCCWEUUXYIKHB-UHFFFAOYSA-N benzophenone Chemical group C=1C=CC=CC=1C(=O)C1=CC=CC=C1 RWCCWEUUXYIKHB-UHFFFAOYSA-N 0.000 description 1
- 239000012965 benzophenone Substances 0.000 description 1
- 239000004566 building material Substances 0.000 description 1
- 150000001768 cations Chemical group 0.000 description 1
- 229920002301 cellulose acetate Polymers 0.000 description 1
- 238000007385 chemical modification Methods 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 238000001514 detection method Methods 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 230000018109 developmental process Effects 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 150000002081 enamines Chemical class 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 239000003063 flame retardant Substances 0.000 description 1
- NBVXSUQYWXRMNV-UHFFFAOYSA-N fluoromethane Chemical compound FC NBVXSUQYWXRMNV-UHFFFAOYSA-N 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 230000006872 improvement Effects 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- 238000000465 moulding Methods 0.000 description 1
- 239000003973 paint Substances 0.000 description 1
- 238000011056 performance test Methods 0.000 description 1
- 230000001699 photocatalysis Effects 0.000 description 1
- 238000012643 polycondensation polymerization Methods 0.000 description 1
- 229920001225 polyester resin Polymers 0.000 description 1
- 239000004645 polyester resin Substances 0.000 description 1
- 229920000570 polyether Chemical group 0.000 description 1
- 230000002035 prolonged effect Effects 0.000 description 1
- 230000001737 promoting effect Effects 0.000 description 1
- 125000000561 purinyl group Chemical group N1=C(N=C2N=CNC2=C1)* 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 239000002356 single layer Substances 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic 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
- C09D171/00—Coating compositions based on polyethers obtained by reactions forming an ether link in the main chain; Coating compositions based on derivatives of such polymers
- C09D171/08—Polyethers derived from hydroxy compounds or from their metallic derivatives
- C09D171/10—Polyethers derived from hydroxy compounds or from their metallic derivatives from phenols
- C09D171/12—Polyphenylene oxides
-
- 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
- C09D5/03—Powdery paints
- C09D5/033—Powdery paints characterised by the additives
Landscapes
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Paints Or Removers (AREA)
Abstract
The invention discloses a UV curing powder coating which is characterized by comprising the following components in parts by weight: 35-45 parts of silicone-phenyl ketone-based polyphenyl ether resin, 5-8 parts of fluvastatin methyl ester, 5-8 parts of 6-chloropurine nucleoside ionized modified eneadenine, 0.3-0.6 part of photoinitiator, (R) -3,3 '-di-9-anthryl-1, 1' -di-2-naphthol modified Ti-Ge-Ce-O-B3-5 parts, 0.3-0.5 part of glycyrrhizic acid, 20-30 parts of inorganic filler, 1-5 parts of pigment, 0.3-0.7 part of flatting agent and 0.2-0.5 part of dispersing agent. The invention also discloses a preparation method of the UV curing powder coating. The UV curing powder coating disclosed by the invention has the advantages of excellent comprehensive performance, high curing speed, good storage stability, good weather resistance and aging resistance, high film hardness, scrubbing resistance, good performance stability, long service life, and safe and environment-friendly production and use processes.
Description
Technical Field
The invention relates to the technical field of coatings, in particular to a UV curing powder coating and a preparation method thereof.
Background
With the continuous and stable growth of economy in China and the continuous improvement of the living standard of people, the demands for improving the living environment and improving the physical quality of the people are more and more urgent, and the performance requirements for the decoration material are higher and higher. As a common coating, the powder coating is widely applied to industries such as building materials, electric appliances, home decoration, automobiles and the like because of high production efficiency, excellent coating performance, good ecological environmental protection property and low production cost.
The powder coating is a novel solvent-free 100% solid powder coating, is completely different from common coatings in form, exists in a state of fine powder, has the characteristics of no solvent, no pollution, recoverability, environmental protection, energy and resource saving, labor intensity reduction, high mechanical strength of a coating film and the like due to no use of a solvent, and is a good substitute with low VOC and low cost for the traditional liquid coating and paint. However, the traditional powder coating has the technical defects that the ageing resistance is poor, cracks are easy to appear on an ageing layer, the material is embrittled, the mechanical property is reduced, the impact resistance of a coating is reduced, the adhesion force is poor, the bending property is poor, the weather resistance is insufficient, and the service life of the coating is shortened.
Chinese patent CN200910184341.8 'A powder coating with super-weatherability, its preparation method and application' discloses that a super-weatherability powder coating is prepared by adopting conventional weatherability polyester resin and FEVE fluorocarbon resin in an extrusion blending mode, but the mixed system prepared by adopting the extrusion mode has the defects of low glossiness, poor impact property and the like due to poor compatibility, and is not beneficial to market popularization.
The Chinese invention patent CN106317389B discloses a preparation method of UV curing powder coating, which is characterized in that a condensation polymerization method and a chemical modification method are combined to prepare UV curing resin, and then the resin, filler, auxiliary agent and the like are melted, extruded and crushed to prepare the UV curing powder coating. The advantages are that: the coating can be used for preparing various powder coatings with transparency, light color, dark color and the like, can be quickly UV-cured at low temperature after being coated in a single-layer thickness manner, and has the advantages of good leveling property, high hardness, high glossiness, good weather resistance, good storage stability and wide application. However, the base material is still polyester, the weakness of polyester powder coating is not changed, the aging resistance and high temperature resistance are further improved, and the air purification function is not provided.
Therefore, the powder coating with excellent comprehensive performance, good environmental protection performance, good storage stability and long service life is developed to meet the market demand, has higher market value and better application prospect, and has very important significance for promoting the development of the powder coating industry.
Disclosure of Invention
The invention aims to solve the problems and provides the UV curing powder coating and the preparation method thereof, and the preparation method is simple and easy to implement, has easily obtained raw materials and low price, is suitable for large-scale production, and has higher popularization and use values; the prepared UV curing powder coating has the advantages of excellent comprehensive performance, high curing speed, good storage stability, good weather resistance and aging resistance, high film hardness, scrubbing resistance, good performance stability, long service life, and safe and environment-friendly production and use processes.
In order to achieve the purpose, the invention adopts the technical scheme that:
the UV curing powder coating is prepared from the following components in parts by weight: 35-45 parts of silicone-phenyl ketone-based polyphenyl ether resin, 5-8 parts of fluvastatin methyl ester, 5-8 parts of 6-chloropurine nucleoside ionized modified eneadenine, 0.3-0.6 part of photoinitiator, (R) -3,3 '-di-9-anthryl-1, 1' -di-2-naphthol modified Ti-Ge-Ce-O-B3-5 parts, 0.3-0.5 part of glycyrrhizic acid, 20-30 parts of inorganic filler, 1-5 parts of pigment, 0.3-0.7 part of flatting agent and 0.2-0.5 part of dispersing agent.
Further, the photoinitiator is at least one of benzoin, benzoin dimethyl ether, benzoin ethyl ether, benzoin isopropyl ether and benzoin butyl ether.
Further, the inorganic filler is one or more of heavy calcium carbonate, talcum powder, light calcium carbonate powder or titanium dioxide; the dispersing agent is sodium hexametaphosphate and/or sodium polycarboxylate; the leveling agent is preferably one or more of a polyacrylate leveling agent, a cellulose acetate butyrate leveling agent and a polyvinyl butyral leveling agent.
Preferably, the particle size of the inorganic filler is 900-1100 meshes.
Further, the pigment is at least one of common inorganic pigment, inorganic ceramic pigment, organic pigment or lead pigment.
Further, the preparation method of the silicone-based polyphenylene oxide resin comprises the following steps: diethylstilbestrol, 2, 7-dichloro-3, 6-bis [ (1, 1-dimethylethyl) dimethylsilyl ] oxy ] -9H-xanthen-9-one, an alkaline catalyst and a polymerization inhibitor are added into a three-mouth bottle connected with a water separator, then adding high boiling point solvent and toluene, heating the reaction system to 95-105 ℃, stirring and reacting for 1-3 hours under the protection of nitrogen or inert gas, removing water and toluene generated in the reaction process through a water separator, slowly raising the reaction temperature to 140-, precipitating in water, washing the precipitated polymer with ethanol for 3-5 times, and drying in vacuum drying oven at 80-90 deg.C to constant weight.
Preferably, the mass ratio of the diethylstilbestrol to the 2, 7-dichloro-3, 6-bis [ [ (1, 1-dimethylethyl) dimethylsilyl ] oxy ] -9H-xanthen-9-one to the basic catalyst to the polymerization inhibitor to the high-boiling-point solvent to the toluene is 1:1.96 (0.3-0.8) to (0.1-0.2) to (10-15) 5.
Preferably, the basic catalyst is selected from at least one of sodium carbonate, potassium carbonate and cesium carbonate.
Preferably, the polymerization inhibitor is at least one selected from p-hydroxyanisole, methyl hydroquinone and nitroxide radical piperidinol.
Preferably, the high boiling point solvent is selected from at least one of N, N-dimethylformamide, N-methylpyrrolidone, N-dimethylacetamide, and dimethylsulfoxide.
Preferably, the inert gas is selected from one of helium, neon and argon.
Further, the preparation method of the 6-chloropurine nucleoside ionized modified adenine comprises the following steps: adding 6-chloropurine nucleoside and adenine into tetrahydrofuran, adding sodium hydride, stirring at 30-50 deg.C for 4-6 hr, filtering, and rotary evaporating to remove tetrahydrofuran to obtain 6-chloropurine nucleoside ionized modified adenine.
Preferably, the mass ratio of the 6-chloropurine nucleoside to the adenine, the tetrahydrofuran and the sodium hydride is 1.41:1 (8-12): 0.1.
Further, the preparation method of the (R) -3,3 '-di-9-anthryl-1, 1' -di-2-naphthol modified Ti-Ge-Ce-O-B comprises the following steps:
step S1: adding tetrabutyl titanate, germanium chloride, cerium acetate and boric acid into water to form a solution, and then carrying out spray drying on the solution to obtain precursor particles which are uniformly mixed on a molecular level; presintering the precursor particles in a muffle furnace at 550 ℃ under 500-550 ℃ for 1-2h at constant temperature, cooling to room temperature, grinding the product, calcining in the muffle furnace at 850 ℃ under 750-850 ℃ for 10-12h, cooling to room temperature, and sieving with a 300-mesh sieve under 100-cake temperature to obtain Ti-Ge-Ce-O-B;
step S2: dispersing the Ti-Ge-Ce-O-B prepared in the step S1 in N, N-dimethylformamide, adding (R) -3,3 '-di-9-anthryl-1, 1' -di-2-naphthol, triphenylphosphine and diethyl azodicarboxylate into the N, N-dimethylformamide, stirring and reacting for 3-5 hours at 30-40 ℃, and then centrifuging, washing and drying the mixture to obtain the (R) -3,3 '-di-9-anthryl-1, 1' -di-2-naphthol modified Ti-Ge-O-B.
Preferably, the mass ratio of the tetrabutyl titanate, the germanium chloride, the cerium acetate, the boric acid and the water in the step S1 is 1:0.1:0.05 (0.03-0.05) to (30-50).
Preferably, the mass ratio of the Ti-Ge-Ce-O-B, N, N-dimethylformamide to the (R) -3,3 '-di-9-anthryl-1, 1' -di-2-naphthol to the triphenyl phosphorus to the diethyl azodicarboxylate is 1 (3-5) to 0.1-0.2 to 0.2.
Further, the preparation method of the UV-curable powder coating comprises the following steps: the UV curing powder coating is prepared by fully mixing the components in parts by weight, then performing melt extrusion through a double-screw extruder, and crushing, crushing and sieving after cooling.
Adopt the produced beneficial effect of above-mentioned technical scheme to lie in:
(1) the UV curing powder coating provided by the invention has the advantages of simple and feasible preparation method, easily available raw materials, low price, suitability for large-scale production and higher popularization and use values.
(2) The UV curing powder coating provided by the invention overcomes the technical defects that the traditional powder coating has poor aging resistance, an aging layer is easy to crack, the material is embrittled, the mechanical property is reduced, the impact resistance of the coating is reduced, the adhesion force is poor, the bending property is poor, the weather resistance is insufficient, and the service life is shortened.
(3) The UV curing powder coating provided by the invention is characterized in that the silicone-based polyphenyl ether resin is prepared, unsaturated double bonds are contained on the silicone-based polyphenyl ether resin, and the unsaturated double bonds and monomers such as fluvastatin methyl ester and 6-chloropurine nucleoside ionized modified eneadenine form a copolymer during later ultraviolet curing molding, so that the whole coating structure forms a three-dimensional network structure, and the comprehensive performance of the coating is improved; the silicon benzophenone-based polyphenylene oxide resin combines the excellent performances of benzophenone, silicone and polyether structures, so that the weather resistance and high temperature resistance of the silicon benzophenone-based polyphenylene oxide resin are good, the ultraviolet aging resistance and the mechanical property of the silicon benzophenone-based polyphenylene oxide resin are excellent, unsaturated bonds are introduced into a molecular main chain, reaction sites are provided for subsequent ultraviolet curing, the flexibility of a coating can be endowed, and the comprehensive performance of the coating is further improved; 6-chloropurine nucleoside ionized modified adenine has strong bonding force with a base material and excellent flame retardant property by introducing a purine structure because of containing more nitrogen, and provides a reaction site for subsequent ionic crosslinking of glycyrrhizic acid by introducing a cation structure through ionized modification; secondly, a polyhydroxy structure is introduced through modification, so that the coating adhesive force is improved, and the service life of the coating is prolonged.
(4) According to the UV curing powder coating provided by the invention, the (R) -3,3 '-di-9-anthryl-1, 1' -di-2-naphthol modified Ti-Ge-Ce-O-B is added, so that the hardness and mechanical properties of the coating can be improved, and the coating has visible light response, can play a role in photocatalytic decomposition of toxic and harmful organic matters, can purify air, improves the visible light response range through surface modification and heterogeneous doping, and further improves the air purification capability.
Detailed Description
In order to make the technical solutions of the present invention better understood and make the above features, objects, and advantages of the present invention more comprehensible, the present invention is further described with reference to the following examples. The examples are intended to illustrate the invention only and are not intended to limit the scope of the invention.
Wherein, the raw materials related in the examples are all purchased commercially.
Example 1
The UV curing powder coating is prepared from the following components in parts by weight: 35 parts of silicon benzophenone-based polyphenyl ether resin, 5 parts of fluvastatin methyl ester, 5 parts of 6-chloropurine nucleoside ionized modified adenine, 0.3 part of benzoin, (R) -3,3 '-di-9-anthryl-1, 1' -di-2-naphthol modified Ti-Ge-Ce-O-B3 parts, 0.3 part of glycyrrhizic acid, 20 parts of heavy calcium carbonate, 1 part of common inorganic pigment, 0.3 part of polyacrylate flatting agent and 0.2 part of sodium hexametaphosphate.
The particle size of the heavy calcium carbonate is 900 meshes.
The preparation method of the silicone-based polyphenylene oxide resin comprises the following steps: 1kg of diethylstilbestrol, 1.96kg of 2, 7-dichloro-3, 6-bis [ [ (1, 1-dimethylethyl) dimethyl silicon ] oxy ] -9H-xanthen-9-one, 0.3kg of sodium carbonate and 0.1kg of p-hydroxyanisole are added into a three-neck flask connected with a water separator, 10kg of N, N-dimethylformamide and 5kg of toluene are added, the reaction system is heated to 95 ℃, stirred and reacted for 1 hour under the protection of nitrogen, water and toluene generated in the reaction process are removed through the water separator, the reaction temperature is slowly raised to 140 ℃ after water is removed, reflux stirring and reaction are continued for 18 hours, the reaction system is cooled to room temperature after the reaction is finished, the reaction system is separated out in water, the separated polymer is washed for 3 times by ethanol, and then the polymer is dried to constant weight at 80 ℃ in a vacuum drying oven.
The preparation method of the 6-chloropurine nucleoside ionized modified adenine comprises the following steps: 1.41kg of 6-chloropurine nucleoside and 1kg of adenine were added to 8kg of tetrahydrofuran, 0.1kg of sodium hydride was added thereto, and the mixture was stirred at 30 ℃ for 4 to hours, followed by filtration and removal of tetrahydrofuran by rotary evaporation to obtain 6-chloropurine nucleoside-ionized modified adenine.
The preparation method of the (R) -3,3 '-di-9-anthryl-1, 1' -di-2-naphthol modified Ti-Ge-Ce-O-B comprises the following steps:
step S1: adding 1kg of tetrabutyl titanate, 0.1kg of germanium chloride, 0.05kg of cerium acetate and 0.03kg of boric acid into 30kg of water to form a solution, and then carrying out spray drying on the solution to obtain precursor particles which are uniformly mixed at a molecular level; presintering the precursor particles in a muffle furnace at 500 ℃ for 1h at constant temperature, cooling to room temperature, grinding the product, calcining in the muffle furnace at 750 ℃ for 10h, cooling to room temperature, and sieving with a 100-mesh sieve to obtain Ti-Ge-Ce-O-B;
step S2: dispersing 1kg of Ti-Ge-Ce-O-B prepared in the step S1 in 3kg of N, N-dimethylformamide, adding 0.1kg of (R) -3,3 '-di-9-anthryl-1, 1' -di-2-naphthol, 0.2kg of triphenylphosphine and 0.2kg of diethyl azodicarboxylate, stirring and reacting for 3 hours at 30 ℃, and then centrifuging, washing and drying sequentially to obtain (R) -3,3 '-di-9-anthryl-1, 1' -di-2-naphthol modified Ti-Ge-Ce-O-B.
The preparation method of the UV curing powder coating comprises the following steps: the UV curing powder coating is prepared by fully mixing the components in parts by weight, then performing melt extrusion through a double-screw extruder, and crushing, crushing and sieving after cooling.
Example 2
The UV curing powder coating is prepared from the following components in parts by weight: 37 parts of silicone-phenyl ketone-based polyphenyl ether resin, 6 parts of fluvastatin methyl ester, 6 parts of 6-chloropurine nucleoside ionized modified adenine, 0.4 part of benzoin dimethyl ether, (R) -3,3 '-di-9-anthryl-1, 1' -di-2-naphthol modified Ti-Ge-Ce-O-B3.5 parts, 0.35 part of glycyrrhizic acid, 23 parts of talcum powder, 2 parts of inorganic ceramic pigment, 0.4 part of cellulose acetate leveling agent and 0.3 part of sodium polycarboxylate.
The particle size of the talcum powder is 950 meshes.
The preparation method of the silicone-based polyphenylene oxide resin comprises the following steps: 1kg of diethylstilbestrol, 1.96kg of 2, 7-dichloro-3, 6-bis [ [ (1, 1-dimethylethyl) dimethyl silicon ] oxy ] -9H-xanthen-9-one, 0.4kg of potassium carbonate and 0.13kg of methyl hydroquinone are added into a three-neck flask connected with a water separator, 12kg of N-methyl pyrrolidone and 5kg of toluene are added, the reaction system is heated to 97 ℃, stirred and reacted for 1.5 hours under the protection of helium, water and toluene generated in the reaction process are removed through the water separator, the reaction temperature is slowly raised to 145 ℃ after water is removed, reflux stirring and reaction are continued for 19 hours, the reaction system is cooled to room temperature after the reaction is finished, the reaction system is separated out in water, the separated polymer is washed for 4 times by ethanol, and then the polymer is dried to constant weight at 83 ℃ in a vacuum drying oven.
The preparation method of the 6-chloropurine nucleoside ionized modified adenine comprises the following steps: 1.41kg of 6-chloropurine nucleoside and 1kg of adenine were added to 9kg of tetrahydrofuran, 0.1kg of sodium hydride was added thereto, and the mixture was stirred at 35 ℃ for 4.5 hours, followed by filtration and removal of tetrahydrofuran by rotary evaporation to obtain 6-chloropurine nucleoside-ionized modified adenine.
The preparation method of the (R) -3,3 '-di-9-anthryl-1, 1' -di-2-naphthol modified Ti-Ge-Ce-O-B comprises the following steps:
step S1: adding 1kg of tetrabutyl titanate, 0.1kg of germanium chloride, 0.05kg of cerium acetate and 0.035kg of boric acid into 35kg of water to form a solution, and then carrying out spray drying on the solution to obtain precursor particles which are uniformly mixed on a molecular level; presintering the precursor particles in a muffle furnace at 510 ℃ for 1.2h at constant temperature, cooling to room temperature, grinding the product, calcining in the muffle furnace at 780 ℃ for 10.5h, cooling to room temperature, and sieving with a 150-mesh sieve to obtain Ti-Ge-Ce-O-B;
step S2: dispersing 1kg of Ti-Ge-Ce-O-B prepared in the step S1 in 3.5kg of N, N-dimethylformamide, adding 0.13kg of (R) -3,3 '-di-9-anthryl-1, 1' -di-2-naphthol, 0.2kg of triphenylphosphine and 0.2kg of diethyl azodicarboxylate, stirring and reacting for 3.5 hours at 33 ℃, and then centrifuging, washing and drying sequentially to obtain (R) -3,3 '-di-9-anthryl-1, 1' -di-2-naphthol modified Ti-Ge-Ce-O-B.
The preparation method of the UV curing powder coating comprises the following steps: the UV curing powder coating is prepared by fully mixing the components in parts by weight, then performing melt extrusion through a double-screw extruder, and crushing, crushing and sieving after cooling.
Example 3
The UV curing powder coating is prepared from the following components in parts by weight: 40 parts of silicon benzophenone-based polyphenylene oxide resin, 6.5 parts of fluvastatin methyl ester, 6.5 parts of 6-chloropurine nucleoside ionized modified adenine, 0.45 part of benzoin ethyl ether, (R) -3,3 '-di-9-anthryl-1, 1' -di-2-naphthol modified Ti-Ge-O-B4 parts, 0.4 part of glycyrrhizic acid, 25 parts of light calcium carbonate powder, 3 parts of organic pigment, 0.5 part of cellulose acetate butyrate leveling agent and 0.35 part of sodium hexametaphosphate.
The particle size of the light calcium carbonate powder is 1000 meshes.
The preparation method of the silicone-based polyphenylene oxide resin comprises the following steps: 1kg of diethylstilbestrol, 1.96kg of 2, 7-dichloro-3, 6-bis [ [ (1, 1-dimethylethyl) dimethyl silicon ] oxy ] -9H-xanthen-9-one, 0.6kg of cesium carbonate and 0.15kg of nitroxyl radical piperidinol are added into a three-neck flask connected with a water separator, 13kg of N, N-dimethylacetamide and 5kg of toluene are added, the reaction system is heated to 100 ℃, the reaction is stirred for 2 hours under the protection of neon gas, water and toluene generated in the reaction process are removed through the water separator, the reaction temperature is slowly raised to 150 ℃ after water is removed, the reflux stirring reaction is continued for 20 hours, the reaction system is cooled to room temperature after the reaction is finished, the separated polymer is separated out in water, washed for 4 times by ethanol, and then the mixture is placed in a vacuum drying oven at 85 ℃ and dried to constant weight.
The preparation method of the 6-chloropurine nucleoside ionized modified adenine comprises the following steps: 1.41kg of 6-chloropurine nucleoside and 1kg of adenine were added to 10kg of tetrahydrofuran, 0.1kg of sodium hydride was added thereto, and the mixture was stirred at 40 ℃ for 5 hours, followed by filtration and removal of tetrahydrofuran by rotary evaporation to obtain 6-chloropurine nucleoside-ionized modified adenine.
The preparation method of the (R) -3,3 '-di-9-anthryl-1, 1' -di-2-naphthol modified Ti-Ge-Ce-O-B comprises the following steps:
step S1: adding 1kg of tetrabutyl titanate, 0.1kg of germanium chloride, 0.05kg of cerium acetate and 0.04kg of boric acid into 40kg of water to form a solution, and then carrying out spray drying on the solution to obtain precursor particles which are uniformly mixed at a molecular level; presintering the precursor particles in a muffle furnace at 530 ℃ for 1.5h at constant temperature, cooling to room temperature, grinding the product, calcining in a muffle furnace at 800 ℃ for 11h, cooling to room temperature, and sieving with a 200-mesh sieve to obtain Ti-Ge-Ce-O-B;
step S2: dispersing 1kg of Ti-Ge-Ce-O-B prepared in the step S1 in 4kg of N, N-dimethylformamide, adding 0.15kg of (R) -3,3 '-di-9-anthryl-1, 1' -di-2-naphthol, 0.2kg of triphenylphosphine and 0.2kg of diethyl azodicarboxylate, stirring and reacting for 4 hours at 35 ℃, and then centrifuging, washing and drying sequentially to obtain (R) -3,3 '-di-9-anthryl-1, 1' -di-2-naphthol modified Ti-Ge-Ce-O-B.
The preparation method of the UV curing powder coating comprises the following steps: the UV curing powder coating is prepared by fully mixing the components in parts by weight, then performing melt extrusion through a double-screw extruder, and crushing, crushing and sieving after cooling.
Example 4
The UV curing powder coating is prepared from the following components in parts by weight: 43 parts of silicon benzophenone-based polyphenylene oxide resin, 7 parts of fluvastatin methyl ester, 7 parts of 6-chloropurine nucleoside ionized modified adenine, 0.5 part of photoinitiator, (R) -3,3 '-di-9-anthryl-1, 1' -di-2-naphthol modified Ti-Ge-Ce-O-B4.5 parts, 0.45 part of glycyrrhizic acid, 29 parts of inorganic filler, 4.5 parts of pigment, 0.65 part of flatting agent and 0.45 part of dispersing agent.
The photoinitiator is prepared by mixing benzoin, benzoin dimethyl ether, benzoin ethyl ether, benzoin isopropyl ether and benzoin butyl ether according to the mass ratio of 1:2:4:3: 2; the inorganic filler is formed by mixing heavy calcium carbonate, talcum powder, light calcium carbonate powder and titanium dioxide according to the mass ratio of 1:3:2: 3; the dispersing agent is formed by mixing sodium hexametaphosphate and sodium polycarboxylate according to the mass ratio of 3: 5; the flatting agent is formed by mixing a polyacrylate flatting agent, a cellulose acetate butyrate flatting agent and a polyvinyl butyral flatting agent according to a mass ratio of 1:1: 2; the pigment is formed by mixing common inorganic pigment, inorganic ceramic pigment, organic pigment and lead pigment according to the mass ratio of 1:1:2: 3.
The particle size of the inorganic filler is 1050 meshes.
The preparation method of the silicone-based polyphenylene oxide resin comprises the following steps: 1kg of diethylstilbestrol, 1.96kg of 2, 7-dichloro-3, 6-bis [ [ (1, 1-dimethylethyl) dimethyl silicon ] oxy ] -9H-xanthen-9-one, 0.75kg of basic catalyst and 0.18kg of polymerization inhibitor are added into a three-neck flask connected with a water separator, 14.5kg of high boiling point solvent and 5kg of toluene are added, the reaction system is heated to 103 ℃, the mixture is stirred and reacted for 2.5 hours under the protection of argon, water and toluene generated in the reaction process are removed through the water separator, the reaction temperature is slowly raised to 155 ℃ after water is removed, the reflux and stirring reaction are continued for 21 hours, the reaction system is cooled to room temperature after the reaction is finished, the reaction system is separated out in water, the separated polymer is washed for 5 times by ethanol, and then the polymer is dried to constant weight at 88 ℃ in a vacuum drying oven. The alkaline catalyst is formed by mixing sodium carbonate, potassium carbonate and cesium carbonate according to the mass ratio of 1:3: 2; the polymerization inhibitor is formed by mixing p-hydroxyanisole, methyl hydroquinone and nitroxide free radical piperidinol according to the mass ratio of 1:2: 2; the high boiling point solvent is formed by mixing N, N-dimethylformamide, N-methylpyrrolidone, N-dimethylacetamide and dimethyl sulfoxide according to a mass ratio of 1:1:2: 3.
The preparation method of the 6-chloropurine nucleoside ionized modified adenine comprises the following steps: 1.41kg of 6-chloropurine nucleoside and 1kg of adenine were added to 11kg of tetrahydrofuran, 0.1kg of sodium hydride was added thereto, and the mixture was stirred at 45 ℃ for 5.5 hours, followed by filtration and removal of tetrahydrofuran by rotary evaporation to obtain 6-chloropurine nucleoside-ionized modified adenine.
The preparation method of the (R) -3,3 '-di-9-anthryl-1, 1' -di-2-naphthol modified Ti-Ge-Ce-O-B comprises the following steps:
step S1: adding 1kg of tetrabutyl titanate, 0.1kg of germanium chloride, 0.05kg of cerium acetate and 0.045kg of boric acid into 45kg of water to form a solution, and then carrying out spray drying on the solution to obtain precursor particles uniformly mixed at a molecular level; presintering the precursor particles in a muffle furnace at 540 ℃ for 1.9h at constant temperature, cooling to room temperature, grinding the product, calcining in a muffle furnace at 830 ℃ for 11.5h, cooling to room temperature, and sieving with a 250-mesh sieve to obtain Ti-Ge-Ce-O-B;
step S2: dispersing 1kg of Ti-Ge-Ce-O-B prepared in the step S1 in 4.5kg of N, N-dimethylformamide, adding 0.18kg of (R) -3,3 '-di-9-anthryl-1, 1' -di-2-naphthol, 0.2kg of triphenylphosphine and 0.2kg of diethyl azodicarboxylate, stirring and reacting for 4.5 hours at 38 ℃, and then centrifuging, washing and drying sequentially to obtain (R) -3,3 '-di-9-anthryl-1, 1' -di-2-naphthol modified Ti-Ge-Ce-O-B.
The preparation method of the UV curing powder coating comprises the following steps: the UV curing powder coating is prepared by fully mixing the components in parts by weight, then performing melt extrusion through a double-screw extruder, and crushing, crushing and sieving after cooling.
Example 5
The UV curing powder coating is prepared from the following components in parts by weight: 45 parts of silicon benzophenone-based polyphenyl ether resin, 8 parts of fluvastatin methyl ester, 8 parts of 6-chloropurine nucleoside ionized modified adenine, 0.6 part of benzoin butyl ether, (R) -3,3 '-di-9-anthryl-1, 1' -di-2-naphthol modified Ti-Ge-Ce-O-B, 0.5 part of glycyrrhizic acid, 30 parts of titanium dioxide, 5 parts of organic pigment, 0.7 part of polyvinyl butyral flatting agent and 0.5 part of polycarboxylic acid sodium salt.
The particle size of the titanium dioxide is 1100 meshes.
The preparation method of the silicone-based polyphenylene oxide resin comprises the following steps: 1kg of diethylstilbestrol, 1.96kg of 2, 7-dichloro-3, 6-bis [ [ (1, 1-dimethylethyl) dimethyl silicon ] oxy ] -9H-xanthene-9-one, 0.8kg of cesium carbonate and 0.2kg of p-hydroxyanisole are added into a three-neck flask connected with a water separator, 15kg of dimethyl sulfoxide and 5kg of toluene are added, the reaction system is heated to 105 ℃, stirred and reacted for 3 hours under the protection of nitrogen, water and toluene generated in the reaction process are removed through the water separator, the reaction temperature is slowly raised to 160 ℃ after water is removed, the reflux stirring and reaction are continued for 22 hours, the reaction system is cooled to room temperature after the reaction is finished, the polymer separated out is separated out in water, washed for 5 times by ethanol, and then placed in a vacuum drying oven at 90 ℃ and dried to constant weight.
The preparation method of the 6-chloropurine nucleoside ionized modified adenine comprises the following steps: 1.41kg of 6-chloropurine nucleoside and 1kg of adenine were added to 12kg of tetrahydrofuran, 0.1kg of sodium hydride was added thereto, and the mixture was stirred at 50 ℃ for 6 hours, followed by filtration and removal of tetrahydrofuran by rotary evaporation to obtain 6-chloropurine nucleoside-ionized modified adenine.
The preparation method of the (R) -3,3 '-di-9-anthryl-1, 1' -di-2-naphthol modified Ti-Ge-Ce-O-B comprises the following steps:
step S1: adding 1kg of tetrabutyl titanate, 0.1kg of germanium chloride, 0.05kg of cerium acetate and 0.05kg of boric acid into 50kg of water to form a solution, and then carrying out spray drying on the solution to obtain precursor particles which are uniformly mixed at a molecular level; presintering the precursor particles in a muffle furnace at 550 ℃ for 2h at constant temperature, cooling to room temperature, grinding the product, calcining in a muffle furnace at 850 ℃ for 12h, cooling to room temperature, and sieving with a 300-mesh sieve to obtain Ti-Ge-Ce-O-B;
step S2: dispersing 1kg of Ti-Ge-Ce-O-B prepared in the step S1 in 5kg of N, N-dimethylformamide, adding 0.2kg of (R) -3,3 '-di-9-anthryl-1, 1' -di-2-naphthol, 02kg of triphenylphosphine and 0.2kg of diethyl azodicarboxylate, stirring and reacting for 5 hours at 40 ℃, and then centrifuging, washing and drying the mixture to obtain (R) -3,3 '-di-9-anthryl-1, 1' -di-2-naphthol modified Ti-Ge-O-B.
The preparation method of the UV curing powder coating comprises the following steps: the UV curing powder coating is prepared by fully mixing the components in parts by weight, then performing melt extrusion through a double-screw extruder, and crushing, crushing and sieving after cooling.
Comparative example 1
This example provides a UV curable powder coating having substantially the same formulation and preparation as in example 1 except that fluvastatin methyl ester was not added.
Comparative example 2
This example provides a UV curable powder coating having substantially the same formulation and preparation as in example 1 except that no 6-chloropurine nucleoside ionically modified adenine was added.
Comparative example 3
This example provides a UV curable powder coating having substantially the same formulation and preparation as in example 1, except that the 6-chloropurine nucleoside was ionized and modified with an enamine.
Comparative example 4
This example provides a UV-curable powder coating having substantially the same formulation and preparation as in example 1, except that Ti-Ge-Ce-O-B is used in place of (R) -3,3 '-di-9-anthracenyl-1, 1' -di-2-naphthol modified Ti-Ge-Ce-O-B.
The samples obtained in examples 1 to 5 and comparative examples 1 to 4 were subjected to the relevant performance tests, and the test results are shown in Table 1.
As can be seen from Table 1, the UV-curable powder coating disclosed by the embodiment of the invention has better gloss, higher adhesive force and impact resistance and more excellent formaldehyde purification effect.
TABLE 1
Test items | Gloss of | Adhesion force | Purification rate of formaldehyde | Impact of |
Unit of | % | Stage | % | — |
Detection method | GB/T9754-1998 | GB/T9286-1998 | JC/T1074-2008 | GB/T1735 |
Example 1 | 92.9 | 1 | 97.2 | Positive and negative pass |
Example 2 | 93.2 | 1 | 97.5 | Positive and negative pass |
Example 3 | 93.3 | 0 | 98.0 | Positive and negative pass |
Example 4 | 93.5 | 0 | 98.3 | Positive and negative pass |
Example 5 | 93.8 | 0 | 98.5 | Positive and negative pass |
Comparative example 1 | 90.1 | 2 | 95.2 | Break and fall off |
Comparative example 2 | 89.8 | 2 | 94.9 | Break and fall off |
Comparative example 3 | 90.2 | 3 | 94.6 | Positive and negative pass |
Comparative example 4 | 90.4 | 2 | 90.0 | Positive and negative pass |
The foregoing shows and describes the general principles and broad features of the present invention and advantages thereof. It will be understood by those skilled in the art that the present invention is not limited to the embodiments described above, which are described in the specification and illustrated only to illustrate the principle of the present invention, but that various changes and modifications may be made therein without departing from the spirit and scope of the present invention, which fall within the scope of the invention as claimed. The scope of the invention is defined by the appended claims and equivalents thereof.
Claims (5)
1. The UV-curable powder coating is characterized by comprising the following components in parts by weight: 35-45 parts of silicone-phenyl ketone-based polyphenyl ether resin, 5-8 parts of fluvastatin methyl ester, 5-8 parts of 6-chloropurine nucleoside ionized modified eneadenine, 0.3-0.6 part of photoinitiator, (R) -3,3 '-di-9-anthryl-1, 1' -di-2-naphthol modified Ti-Ge-Ce-O-B3-5 parts, 0.3-0.5 part of glycyrrhizic acid, 20-30 parts of inorganic filler, 1-5 parts of pigment, 0.3-0.7 part of flatting agent and 0.2-0.5 part of dispersing agent;
the preparation method of the silicone-based polyphenylene oxide resin comprises the following steps: diethylstilbestrol, 2, 7-dichloro-3, 6-bis [ (1, 1-dimethylethyl) dimethylsilyl ] oxy ] -9H-xanthen-9-one, an alkaline catalyst and a polymerization inhibitor are added into a three-mouth bottle connected with a water separator, then adding high boiling point solvent and toluene, heating the reaction system to 95-105 ℃, stirring and reacting for 1-3 hours under the protection of nitrogen or inert gas, removing water and toluene generated in the reaction process through a water separator, slowly raising the reaction temperature to 140-, precipitating in water, washing the precipitated polymer with ethanol for 3-5 times, and drying in vacuum drying oven at 80-90 deg.C to constant weight; the mass ratio of the diethylstilbestrol to the 2, 7-dichloro-3, 6-bis [ [ (1, 1-dimethylethyl) dimethyl silicon ] oxy ] -9H-xanthene-9-ketone to the basic catalyst to the polymerization inhibitor to the high boiling point solvent to toluene is 1:1.96, (0.3-0.8), (0.1-0.2) to (10-15) 5;
the preparation method of the 6-chloropurine nucleoside ionized modified adenine comprises the following steps: adding 6-chloropurine nucleoside and adenine into tetrahydrofuran, adding sodium hydride, stirring at 30-50 deg.C for 4-6 hr, filtering, and rotary evaporating to remove tetrahydrofuran to obtain 6-chloropurine nucleoside ionized modified adenine; the mass ratio of the 6-chloropurine nucleoside to the adenine, the tetrahydrofuran and the sodium hydride is 1.41:1 (8-12) to 0.1;
the preparation method of the (R) -3,3 '-di-9-anthryl-1, 1' -di-2-naphthol modified Ti-Ge-Ce-O-B comprises the following steps:
step S1: adding tetrabutyl titanate, germanium chloride, cerium acetate and boric acid into water to form a solution, and then carrying out spray drying on the solution to obtain precursor particles which are uniformly mixed on a molecular level; presintering the precursor particles in a muffle furnace at 550 ℃ under 500-550 ℃ for 1-2h at constant temperature, cooling to room temperature, grinding the product, calcining in the muffle furnace at 850 ℃ under 750-850 ℃ for 10-12h, cooling to room temperature, and sieving with a 300-mesh sieve under 100-cake temperature to obtain Ti-Ge-Ce-O-B; the mass ratio of tetrabutyl titanate to germanium chloride to cerium acetate to boric acid to water is 1:0.1:0.05 (0.03-0.05) to 30-50;
step S2: dispersing the Ti-Ge-Ce-O-B prepared in the step S1 in N, N-dimethylformamide, adding (R) -3,3 '-di-9-anthryl-1, 1' -di-2-naphthol, triphenylphosphine and diethyl azodicarboxylate into the N, N-dimethylformamide, stirring the mixture at 30-40 ℃ for reacting for 3-5 hours, and then centrifuging, washing and drying the mixture to obtain (R) -3,3 '-di-9-anthryl-1, 1' -di-2-naphthol modified Ti-Ge-O-B; the mass ratio of the Ti-Ge-Ce-O-B, N, N-dimethylformamide to the (R) -3,3 '-di-9-anthryl-1, 1' -di-2-naphthol to the triphenylphosphine to the azodicarboxylic acid diethyl ester is 1 (3-5) to 0.1-0.2 to 0.2.
2. The UV-curable powder coating according to claim 1, wherein the photoinitiator is at least one of benzoin, benzoin dimethyl ether, benzoin ethyl ether, benzoin isopropyl ether, and benzoin butyl ether; the inorganic filler is one or more of heavy calcium carbonate, talcum powder, light calcium carbonate powder or titanium dioxide; the dispersing agent is sodium hexametaphosphate and/or sodium polycarboxylate; the flatting agent is one or more of a polyacrylate flatting agent, a cellulose acetate butyrate flatting agent and a polyvinyl butyral flatting agent; the pigment is at least one of common inorganic pigment, inorganic ceramic pigment, organic pigment or lead pigment.
3. The UV-curable powder coating according to claim 1, wherein the particle size of the inorganic filler is 900-1100 mesh.
4. The UV-curable powder coating according to claim 1, wherein the basic catalyst is at least one selected from the group consisting of sodium carbonate, potassium carbonate, cesium carbonate; the polymerization inhibitor is selected from at least one of p-hydroxyanisole, methyl hydroquinone and nitroxide radical piperidinol; the high boiling point solvent is at least one selected from N, N-dimethylformamide, N-methylpyrrolidone, N-dimethylacetamide and dimethyl sulfoxide; the inert gas is selected from helium, neon and argon.
5. UV-curable powder coating according to any one of claims 1 to 4, characterized in that it is prepared by a process comprising the steps of: the UV curing powder coating is prepared by fully mixing the components in parts by weight, then performing melt extrusion through a double-screw extruder, and crushing, crushing and sieving after cooling.
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