CN107880701A - Self-cleaning anti-fouling coating for papermaking and preparation method thereof - Google Patents
Self-cleaning anti-fouling coating for papermaking and preparation method thereof Download PDFInfo
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- CN107880701A CN107880701A CN201711307366.3A CN201711307366A CN107880701A CN 107880701 A CN107880701 A CN 107880701A CN 201711307366 A CN201711307366 A CN 201711307366A CN 107880701 A CN107880701 A CN 107880701A
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- Prior art keywords
- self
- parts
- emulsion
- stock
- acrylate
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- 238000004140 cleaning Methods 0.000 title claims abstract description 29
- 238000002360 preparation method Methods 0.000 title claims description 10
- 239000011248 coating agent Substances 0.000 title abstract description 5
- 238000000576 coating method Methods 0.000 title abstract description 5
- 230000003373 anti-fouling effect Effects 0.000 title abstract description 4
- 239000000839 emulsion Substances 0.000 claims abstract description 30
- 239000000178 monomer Substances 0.000 claims abstract description 27
- -1 3, 4-epoxy cyclohexyl Chemical group 0.000 claims abstract description 21
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 18
- CUXYLFPMQMFGPL-UHFFFAOYSA-N (9Z,11E,13E)-9,11,13-Octadecatrienoic acid Natural products CCCCC=CC=CC=CCCCCCCCC(O)=O CUXYLFPMQMFGPL-UHFFFAOYSA-N 0.000 claims abstract description 12
- CUXYLFPMQMFGPL-SUTYWZMXSA-N all-trans-octadeca-9,11,13-trienoic acid Chemical compound CCCC\C=C\C=C\C=C\CCCCCCCC(O)=O CUXYLFPMQMFGPL-SUTYWZMXSA-N 0.000 claims abstract description 12
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims abstract description 11
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims abstract description 11
- 239000008367 deionised water Substances 0.000 claims abstract description 11
- 229910021641 deionized water Inorganic materials 0.000 claims abstract description 11
- 238000000034 method Methods 0.000 claims abstract description 11
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims abstract description 10
- 238000004132 cross linking Methods 0.000 claims abstract description 10
- 239000003054 catalyst Substances 0.000 claims abstract description 9
- 239000003999 initiator Substances 0.000 claims abstract description 8
- 230000008569 process Effects 0.000 claims abstract description 8
- 239000003995 emulsifying agent Substances 0.000 claims abstract description 6
- NWVVVBRKAWDGAB-UHFFFAOYSA-N p-methoxyphenol Chemical compound COC1=CC=C(O)C=C1 NWVVVBRKAWDGAB-UHFFFAOYSA-N 0.000 claims abstract description 5
- 238000001035 drying Methods 0.000 claims abstract description 4
- 238000006243 chemical reaction Methods 0.000 claims description 22
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 18
- 239000007788 liquid Substances 0.000 claims description 18
- 239000003973 paint Substances 0.000 claims description 18
- JRMUNVKIHCOMHV-UHFFFAOYSA-M tetrabutylammonium bromide Chemical compound [Br-].CCCC[N+](CCCC)(CCCC)CCCC JRMUNVKIHCOMHV-UHFFFAOYSA-M 0.000 claims description 12
- 238000010792 warming Methods 0.000 claims description 12
- 239000004744 fabric Substances 0.000 claims description 11
- 235000019394 potassium persulphate Nutrition 0.000 claims description 11
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 claims description 10
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 claims description 10
- USHAGKDGDHPEEY-UHFFFAOYSA-L potassium persulfate Chemical compound [K+].[K+].[O-]S(=O)(=O)OOS([O-])(=O)=O USHAGKDGDHPEEY-UHFFFAOYSA-L 0.000 claims description 10
- UUORTJUPDJJXST-UHFFFAOYSA-N n-(2-hydroxyethyl)prop-2-enamide Chemical class OCCNC(=O)C=C UUORTJUPDJJXST-UHFFFAOYSA-N 0.000 claims description 9
- SJMYWORNLPSJQO-UHFFFAOYSA-N tert-butyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OC(C)(C)C SJMYWORNLPSJQO-UHFFFAOYSA-N 0.000 claims description 9
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 claims description 8
- 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 8
- 125000005233 alkylalcohol group Chemical group 0.000 claims description 8
- 150000003863 ammonium salts Chemical class 0.000 claims description 8
- 229940119545 isobornyl methacrylate Drugs 0.000 claims description 8
- 229910000077 silane Inorganic materials 0.000 claims description 8
- 229910052708 sodium Inorganic materials 0.000 claims description 8
- 239000011734 sodium Substances 0.000 claims description 8
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 claims description 6
- OKKRPWIIYQTPQF-UHFFFAOYSA-N Trimethylolpropane trimethacrylate Chemical compound CC(=C)C(=O)OCC(CC)(COC(=O)C(C)=C)COC(=O)C(C)=C OKKRPWIIYQTPQF-UHFFFAOYSA-N 0.000 claims description 6
- 239000002253 acid Substances 0.000 claims description 6
- SUPCQIBBMFXVTL-UHFFFAOYSA-N ethyl 2-methylprop-2-enoate Chemical compound CCOC(=O)C(C)=C SUPCQIBBMFXVTL-UHFFFAOYSA-N 0.000 claims description 6
- 150000001875 compounds Chemical class 0.000 claims description 5
- PZJJKWKADRNWSW-UHFFFAOYSA-N trimethoxysilicon Chemical compound CO[Si](OC)OC PZJJKWKADRNWSW-UHFFFAOYSA-N 0.000 claims description 5
- OXQXGKNECHBVMO-UHFFFAOYSA-N 7-oxabicyclo[4.1.0]heptane-4-carboxylic acid Chemical compound C1C(C(=O)O)CCC2OC21 OXQXGKNECHBVMO-UHFFFAOYSA-N 0.000 claims description 4
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims description 4
- ROOXNKNUYICQNP-UHFFFAOYSA-N ammonium persulfate Chemical group [NH4+].[NH4+].[O-]S(=O)(=O)OOS([O-])(=O)=O ROOXNKNUYICQNP-UHFFFAOYSA-N 0.000 claims description 4
- 238000001816 cooling Methods 0.000 claims description 4
- 238000009413 insulation Methods 0.000 claims description 4
- 230000004044 response Effects 0.000 claims description 4
- 239000013589 supplement Substances 0.000 claims description 4
- 125000003709 fluoroalkyl group Chemical group 0.000 claims description 3
- 238000010438 heat treatment Methods 0.000 claims description 3
- QTKPMCIBUROOGY-UHFFFAOYSA-N 2,2,2-trifluoroethyl 2-methylprop-2-enoate Chemical group CC(=C)C(=O)OCC(F)(F)F QTKPMCIBUROOGY-UHFFFAOYSA-N 0.000 claims description 2
- YJKHMSPWWGBKTN-UHFFFAOYSA-N 2,2,3,3,4,4,5,5,6,6,7,7-dodecafluoroheptyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCC(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)F YJKHMSPWWGBKTN-UHFFFAOYSA-N 0.000 claims description 2
- UEEJHVSXFDXPFK-UHFFFAOYSA-N N-dimethylaminoethanol Chemical compound CN(C)CCO UEEJHVSXFDXPFK-UHFFFAOYSA-N 0.000 claims description 2
- 125000005396 acrylic acid ester group Chemical group 0.000 claims description 2
- 150000001412 amines Chemical class 0.000 claims description 2
- 229910021529 ammonia Inorganic materials 0.000 claims description 2
- 229910001870 ammonium persulfate Inorganic materials 0.000 claims description 2
- 239000003795 chemical substances by application Substances 0.000 claims description 2
- OIWOHHBRDFKZNC-UHFFFAOYSA-N cyclohexyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OC1CCCCC1 OIWOHHBRDFKZNC-UHFFFAOYSA-N 0.000 claims description 2
- 150000007529 inorganic bases Chemical class 0.000 claims description 2
- 239000012528 membrane Substances 0.000 claims description 2
- 238000012545 processing Methods 0.000 claims description 2
- 238000001291 vacuum drying Methods 0.000 claims description 2
- DEQJNIVTRAWAMD-UHFFFAOYSA-N 1,1,2,4,4,4-hexafluorobutyl prop-2-enoate Chemical compound FC(F)(F)CC(F)C(F)(F)OC(=O)C=C DEQJNIVTRAWAMD-UHFFFAOYSA-N 0.000 claims 1
- XSCRXCDDATUDLB-UHFFFAOYSA-N 2-(2-methylpropoxymethyl)prop-2-enamide Chemical compound CC(C)COCC(=C)C(N)=O XSCRXCDDATUDLB-UHFFFAOYSA-N 0.000 claims 1
- WQPMYSHJKXVTME-UHFFFAOYSA-N 3-hydroxypropane-1-sulfonic acid Chemical class OCCCS(O)(=O)=O WQPMYSHJKXVTME-UHFFFAOYSA-N 0.000 claims 1
- XDLMVUHYZWKMMD-UHFFFAOYSA-N 3-trimethoxysilylpropyl 2-methylprop-2-enoate Chemical compound CO[Si](OC)(OC)CCCOC(=O)C(C)=C XDLMVUHYZWKMMD-UHFFFAOYSA-N 0.000 claims 1
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 claims 1
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical class COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 claims 1
- XOALFFJGWSCQEO-UHFFFAOYSA-N tridecyl prop-2-enoate Chemical compound CCCCCCCCCCCCCOC(=O)C=C XOALFFJGWSCQEO-UHFFFAOYSA-N 0.000 claims 1
- 229910052731 fluorine Inorganic materials 0.000 abstract description 8
- 239000011737 fluorine Substances 0.000 abstract description 8
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 abstract description 7
- 239000004593 Epoxy Substances 0.000 abstract description 2
- 239000002131 composite material Substances 0.000 abstract description 2
- 230000002209 hydrophobic effect Effects 0.000 abstract description 2
- KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical class [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 abstract 2
- 239000006087 Silane Coupling Agent Substances 0.000 abstract 1
- 125000005250 alkyl acrylate group Chemical group 0.000 abstract 1
- 125000004210 cyclohexylmethyl group Chemical group [H]C([H])(*)C1([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C1([H])[H] 0.000 abstract 1
- 238000004945 emulsification Methods 0.000 abstract 1
- 230000007062 hydrolysis Effects 0.000 abstract 1
- 238000006460 hydrolysis reaction Methods 0.000 abstract 1
- RDOXTESZEPMUJZ-UHFFFAOYSA-N anisole Chemical compound COC1=CC=CC=C1 RDOXTESZEPMUJZ-UHFFFAOYSA-N 0.000 description 10
- 150000002148 esters Chemical class 0.000 description 10
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 10
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical group COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 8
- 239000010408 film Substances 0.000 description 6
- QCDWFXQBSFUVSP-UHFFFAOYSA-N 2-phenoxyethanol Chemical class OCCOC1=CC=CC=C1 QCDWFXQBSFUVSP-UHFFFAOYSA-N 0.000 description 5
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 5
- 235000019253 formic acid Nutrition 0.000 description 5
- UZKWTJUDCOPSNM-UHFFFAOYSA-N methoxybenzene Substances CCCCOC=C UZKWTJUDCOPSNM-UHFFFAOYSA-N 0.000 description 5
- KEROTHRUZYBWCY-UHFFFAOYSA-N tridecyl 2-methylprop-2-enoate Chemical compound CCCCCCCCCCCCCOC(=O)C(C)=C KEROTHRUZYBWCY-UHFFFAOYSA-N 0.000 description 5
- 229910052760 oxygen Inorganic materials 0.000 description 4
- 239000001301 oxygen Substances 0.000 description 4
- 229920000642 polymer Polymers 0.000 description 4
- 239000004925 Acrylic resin Substances 0.000 description 3
- RPYVRVXDCMBJPE-UHFFFAOYSA-N CCCCCCCCCCCCC.CC(C(=O)O)=C Chemical compound CCCCCCCCCCCCC.CC(C(=O)O)=C RPYVRVXDCMBJPE-UHFFFAOYSA-N 0.000 description 3
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 3
- 239000012535 impurity Substances 0.000 description 3
- 239000010410 layer Substances 0.000 description 3
- 229920000178 Acrylic resin Polymers 0.000 description 2
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 2
- 125000002723 alicyclic group Chemical group 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 238000007334 copolymerization reaction Methods 0.000 description 2
- 230000007613 environmental effect Effects 0.000 description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- KCTAWXVAICEBSD-UHFFFAOYSA-N prop-2-enoyloxy prop-2-eneperoxoate Chemical compound C=CC(=O)OOOC(=O)C=C KCTAWXVAICEBSD-UHFFFAOYSA-N 0.000 description 2
- 239000011347 resin Substances 0.000 description 2
- 229920005989 resin Polymers 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 239000002699 waste material Substances 0.000 description 2
- GNEPLYVYORHREW-UHFFFAOYSA-N 1,1,3,3,6-pentamethyl-7-nitro-2h-inden-5-amine Chemical compound CC1=C(N)C=C2C(C)(C)CC(C)(C)C2=C1[N+]([O-])=O GNEPLYVYORHREW-UHFFFAOYSA-N 0.000 description 1
- CCJAYIGMMRQRAO-UHFFFAOYSA-N 2-[4-[(2-hydroxyphenyl)methylideneamino]butyliminomethyl]phenol Chemical group OC1=CC=CC=C1C=NCCCCN=CC1=CC=CC=C1O CCJAYIGMMRQRAO-UHFFFAOYSA-N 0.000 description 1
- BEQGRRJLJLVQAQ-UHFFFAOYSA-N 3-methylpent-2-ene Chemical group CCC(C)=CC BEQGRRJLJLVQAQ-UHFFFAOYSA-N 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- QKQSDLXVVTUQOB-UHFFFAOYSA-N OC(O)(O)CCC(=O)OC(C(=C)C)=O Chemical compound OC(O)(O)CCC(=O)OC(C(=C)C)=O QKQSDLXVVTUQOB-UHFFFAOYSA-N 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 230000003712 anti-aging effect Effects 0.000 description 1
- SRSXLGNVWSONIS-UHFFFAOYSA-N benzenesulfonic acid Chemical compound OS(=O)(=O)C1=CC=CC=C1 SRSXLGNVWSONIS-UHFFFAOYSA-N 0.000 description 1
- 229940092714 benzenesulfonic acid Drugs 0.000 description 1
- 238000005202 decontamination Methods 0.000 description 1
- 230000003588 decontaminative effect Effects 0.000 description 1
- 230000007812 deficiency Effects 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 230000001804 emulsifying effect Effects 0.000 description 1
- 238000007720 emulsion polymerization reaction Methods 0.000 description 1
- 150000002118 epoxides Chemical class 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- ZYMKZMDQUPCXRP-UHFFFAOYSA-N fluoro prop-2-enoate Chemical compound FOC(=O)C=C ZYMKZMDQUPCXRP-UHFFFAOYSA-N 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- FQPSGWSUVKBHSU-UHFFFAOYSA-N methacrylamide Chemical compound CC(=C)C(N)=O FQPSGWSUVKBHSU-UHFFFAOYSA-N 0.000 description 1
- 125000005397 methacrylic acid ester group Chemical group 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- FATBGEAMYMYZAF-KTKRTIGZSA-N oleamide Chemical class CCCCCCCC\C=C/CCCCCCCC(N)=O FATBGEAMYMYZAF-KTKRTIGZSA-N 0.000 description 1
- 150000004968 peroxymonosulfuric acids Chemical class 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 239000001294 propane Substances 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 230000002940 repellent Effects 0.000 description 1
- 239000005871 repellent Substances 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 238000005096 rolling process Methods 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N silicon dioxide Inorganic materials O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 239000002689 soil Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 230000003075 superhydrophobic effect Effects 0.000 description 1
- 239000002344 surface layer Substances 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- 239000010409 thin film Substances 0.000 description 1
- 229940113165 trimethylolpropane Drugs 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
- C09D135/00—Coating compositions based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a carboxyl radical, and containing at least another carboxyl radical in the molecule, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Coating compositions based on derivatives of such polymers
- C09D135/02—Homopolymers or copolymers of esters
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/10—Esters
- C08F220/12—Esters of monohydric alcohols or phenols
- C08F220/14—Methyl esters, e.g. methyl (meth)acrylate
-
- 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
- C09D5/16—Antifouling paints; Underwater paints
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Paper (AREA)
Abstract
The invention discloses a self-cleaning antifouling coating for papermaking, which comprises the following components in parts by weight: 5-12 parts of 3, 4-epoxy cyclohexyl formic acid-3 ',4' -epoxy cyclohexyl methyl ester, 4.5-18 parts of fluorine-containing alkyl acrylate monomer, 4-12 parts of silane coupling agent, 45-60 parts of acrylate monomer, 0.5-3 parts of crosslinking monomer, 0.2-1.6 parts of initiator, 0.01-0.5 part of catalyst, 2-5 parts of composite emulsifier, 1-6 parts of acrylic acid, 4-12 parts of eleostearic acid, 0.01-0.5 part of p-hydroxyanisole and 60-120 parts of deionized water. According to the invention, graft modified siloxane and fluorine-containing acrylate monomer are copolymerized, and the siloxane hydrolysis can be reduced by matching with a seed emulsion method, and meanwhile, a bluish light emulsion with good stability is obtained. The obtained emulsion is subjected to after-treatment on a papermaking forming net through processes such as padding-drying and the like, so that a layer of hydrophobic film can be formed on the surface of the papermaking forming net, and the emulsion has good self-cleaning and anti-fouling functions.
Description
Technical field
The invention belongs to water-based fluorine Si acrylate resin art, more particularly to a kind of wire-cloth with self-cleaning anti-pollution paint and
Its preparation method.
Background technology
Water-based fluorine silica acrylic acid ester polymer has compared with low-surface-energy, high-fire resistance, heat endurance, resistance to ag(e)ing and guarantor
The characteristics such as light weatherability, therefore pursued.Fluorine silication acrylic resin is widely used in resin with low surface energy field, wherein making
Standby paper making forming net is more active with the research of water repellent antifouling paint.Because wire-cloth is sheet forming and is dehydrated mostly important
Medium, belong to easy consumption equipment in paper industry, uniformly a considerable amount of products need paper industry at home every year
Ask, in order to reduce production cost and for the higher requirement of paper quality, therefore papermaking company for develop it is repeatable utilize, it is high
Imitate the cry more and more higher of self-cleaning wire-cloth coating.
The essence that automatically cleaning, decontamination arrange is to coat layer of substance in papermaking net surface, makes the reduction of its surface energy, will prepare
Fluorine silication acrylic acid ester emulsion by certain technique to paper making forming net carry out final finishing, can be in paper making forming network fiber table
Face forms one layer of super-hydrophobic film, and water has non-wettable property on the thin film, when caused sicker in paper-making process, filler and
The impurity that remaining resin etc. easily adheres to, it can be taken away by the water with dampening in the rolling of film surface so that paper making forming net is protected
Hold cleaning.Such as：Chinese patent CN105130852A introduces a kind of clean-preserving agent of oleamide class benzene sulfonic acid felt, passes through
Separation layer is formed on wire-cloth, can be good at clearing up impurity residual caused by paper-making process, but can be to paper
Quality has influenceed, while produces some waste liquids and be difficult to handle.Compared to traditional wire-cloth clean method, applied on the net in paper making forming
Self-cleaning anti-pollution coating is applied, clean operation is simple, effect is good, is not easy to produce waste liquid, while paper machine will not influence because shutting down cleaning
Papermaking efficiency, improve paper quality, also cause wire-cloth it is wear-resistant, anti-aging, Drainage efficiency is high etc., and function is improved,
Extend the service life of wire-cloth, improve production efficiency.
By consulting pertinent literature, learn that fluorine silicone acrylic resin mainly has emulsion-type and solution-type, with environmental consciousness
Strengthen, aqueous, environmental protective emulsion is got the favour of people.
The content of the invention
It is an object of the invention to overcome the deficiencies in the prior art, is applied the invention provides a kind of wire-cloth with self-cleaning anti-soil
Material and preparation method thereof, wire-cloth self-cleaning anti-pollution aqueous dispersion type emulsion, cost are prepared for by acrylate monomer copolymerization
It is relatively low, hydrophobicity is good.
The present invention is achieved by the following technical solutions：
The self-cleaning anti-pollution paint of described paper grade (stock), includes following parts by weight of component：3,4- epoxycyclohexyl formic acid -3', 4'-
Epoxycyclohexanecarboxylate 5-12,4.5-18 containing fluoroalkyl acrylate monomer, silane coupler 4-12, acrylate monomer 45-
60th, cross-linking monomer 0.5-3, initiator 0.2-1.6, catalyst 0.01-0.5, compound emulsifying agent 2-5, acrylic acid 1-6, eleostearic acid
4-12, MEHQ 0.01-0.5, deionized water 60-120.
The fluoroalkyl acrylate monomer that contains is trifluoroethyl methacrylate, 2- (perfluoro capryl) ethyl-methyl propylene
At least one of acid esters, dodecafluoroheptyl methacrylate, Hexafluorobutyl mathacrylate.
Further, described containing fluoroalkyl acrylate monomer is 2- (perfluoro capryl) ethylmethyl acrylate
(HDFDMA)。
The acrylate monomer is methyl methacrylate, isobornyl methacrylate, 2- benzene oxygen ethyl-methyls
Acrylate, Tert-butyl Methacrylate, Tridecyl methacrylate base ester, butyl acrylate, cyclohexyl methacrylate, three
At least one of methacrylic acid trihydroxymethylpropanyl ester.
Further, the acrylate monomer includes methyl methacrylate (MMA), isobornyl methacrylate
(IBOMA), Tert-butyl Methacrylate (TBA), Tridecyl methacrylate base ester (TDMA), butyl acrylate (BA), three hydroxyls
Trimethacrylate (TMPTMA).
The cross-linking monomer is N hydroxymethyl acrylamide, DAAM, N- hydroxyethyl acrylamides and isobutyl
At least one of epoxide Methacrylamide.
Further, the cross-linking monomer is N- hydroxyethyl acrylamides (HEAA).
The initiator refers to ammonium persulfate or potassium peroxydisulfate；Further, potassium peroxydisulfate (KPS) is chosen.
The silane coupler is β-(3,4- epoxycyclohexyls) trimethoxy silane (ZN-53) or γ-methacryl
Epoxide propyl trimethoxy silicane (KH-560)；Further, β-(3,4- epoxycyclohexyl) trimethoxy silane is chosen.
The catalyst is ammonia, amine or inorganic base；Choose in triethylamine, TBAB and N, N- dimethylethanolamine
At least one；Further, TBAB (TBAB) is chosen.
The compound emulsifying agent includes 1- allyl ethers -3- hydroxypropanesulfonic acids sodium and branched alkyl alcohol ether phosphatide ammonium salt,
Both mass ratioes are 1:0.3-1.5.
A kind of preparation method of the described self-cleaning anti-pollution paint of paper grade (stock), comprises the following steps：
(1) part by weight, 3,4- epoxycyclohexyl formic acid -3', 4'- epoxycyclohexanecarboxylate are put into reaction vessel
In, 90-100 DEG C is warming up to, acrylic acid solution of the metering containing catalyst and MEHQ is slow added into, reacts 1-
2.5h, stop reaction when system acid number is not more than 5mgKOH/g, obtain yellowish transparency liquid A, it is stand-by；
(2) part by weight, eleostearic acid, silane coupler, catalyst are put into another reaction vessel successively, are warming up to
78-83 DEG C, isothermal reaction 1-2h, brown color thick liquid B is obtained after cooling；
(3) composite emulsifying is contained by aforesaid liquid A, liquid B, containing fluoroalkyl and acrylate monomer addition
Agent, initiator, the mixed liquor of deionized water, 30-45min is stirred with 500-800rpm rotating speed at room temperature, pre-emulsion is made；
The pre-emulsion of 1/5 dosage is added into reaction flask as seed emulsion, stirred with 400-500rpm rotating speed, gradually
75-80 DEG C is warming up to, question response system shows blueing light, and insulation cures 42-46min, while the dropwise addition of remaining emulsion is fast
Degree is maintained at 2d/s, and whole process drips off in 2-3h, adds cross-linking monomer, and supplement metering initiator continues to react 28-
35min, reaction system is warming up to 75-85 DEG C, 1.5-2h is incubated, is cooled to room temperature, finally gives blueing light emulsion；
(4) film
The wire-cloth of 20cm × 20cm sizes is inserted to the emulsion made, by padding processing, is subsequently placed in aeration-drying
Locate 10-15min, be then placed in vacuum drying chamber at 45-55 DEG C, untill after glued membrane is completely dried.
The invention has the advantages that：
The present invention is modified by eleostearic acid and siloxanes open loop and participates in alicyclic epoxy acrylate, containing perfluoroalkyl acrylic
The emulsion polymerization of ester monomer, on the one hand fluorine-containing groupses, organosilicon and chain alkyl are introduced into polymer, it is enriched in film table
Face makes it have low-surface-energy, is finally reached the hydrophobic effect for refusing oil, excellent water-wash resistance；Another aspect aliphatic epoxy tree
Open loop occur for fat and active hydrogen produce double bond to participate in polymerizeing, and can make polymer that there is good dimensional stability, protrusion to stick
Property, a kind of while environment-friendly type cross-linking monomer used, can self-crosslinking at ambient temperature, strengthen polymer tensile strength, no
Produce formaldehyde.
Water-based point is prepared by the copolymerization of the siloxanes of graft modification, alicyclic epoxy acrylate and fluoro-acrylate monomer
Emulsion is dissipated, gained emulsion is subjected to final finishing by the technique such as padding-drying to paper making forming net, can be in paper making forming net surface
Layer protecting film is formed, makes it have good hydrophobicity, wearability and heat endurance, can be close with papermaking net surface
It is combined into one, when caused impurity residual Yi Suishui is taken away by the water in film surface scrolls in paper-making process, plays well
Automatically cleaning functions, cleaning efficiency is high, durable and papermaking efficiency high.
Embodiment
Embodiment 1
A kind of self-cleaning anti-pollution paint of paper grade (stock), including following parts by weight of component：3,4- epoxycyclohexyl formic acid -3', 4'- rings
Oxygen cyclohexylmethyl 6.5, β-(3,4- epoxycyclohexyls) trimethoxy silane 5.0, methyl methacrylate 29, metering system
Sour isobornyl thiocyanoacetate 3.5, Tert-butyl Methacrylate 1.0, Tridecyl methacrylate base ester 2.0, butyl acrylate 18, three hydroxyl first
Base propane trimethyl acrylic ester 1.5, N- hydroxyethyl acrylamides 0.6, potassium peroxydisulfate 0.3, TBAB 0.05,1- alkene
Propyl ether -3- hydroxypropanesulfonic acids sodium 2.5, branched alkyl alcohol ether phosphatide ammonium salt 1.2, acrylic acid 1.8, eleostearic acid 5.6, methylol
Methyl phenyl ethers anisole 0.01, deionized water 100.
Preparation method is as follows：
3,4- epoxycyclohexyl formic acid -3', 4'- epoxycyclohexanecarboxylate are put into reaction vessel, are warming up to 95 DEG C, then
It is slowly added to measure the acrylic acid solution containing TBAB and methylol methyl phenyl ethers anisole, reaction 2h is carried out, when system acid number
Stop reaction during no more than 5mgKOH/g, it is stand-by to obtain yellowish transparency liquid A；
Eleostearic acid, silane coupler, TBAB are put into another reaction vessel successively, are warming up to 80 DEG C of constant temperature
1.5h is reacted, brown color thick liquid B is obtained after cooling；
By aforesaid liquid A, liquid B and methyl methacrylate, isobornyl methacrylate, the tertiary fourth of methacrylic acid
Ester, Tridecyl methacrylate base ester, butyl acrylate, trimethylol-propane trimethacrylate, which add, contains 1- pi-allyls
Ether -3- hydroxypropanesulfonic acids sodium, branched alkyl alcohol ether phosphatide ammonium salt, potassium peroxydisulfate, the mixed liquor of deionized water, at room temperature with
600rpm rotating speed stirring 40min, system arrive pre-emulsion；
The pre-emulsion of 1/5 dosage is added into reaction flask as seed emulsion, stirred with 500rpm rotating speed, gradually heating
To 80 DEG C, question response system shows blueing light, insulation curing 45min, while the rate of addition of remaining emulsion is maintained at into 2d/
S, whole process drip off in 3h, add N- hydroxyethyl acrylamides, and supplement metering potassium peroxydisulfate continues to react 30min, will be anti-
Answer system to be warming up to 80 DEG C, be incubated 2h, be cooled to room temperature, finally give blueing light emulsion.
Embodiment 2
A kind of self-cleaning anti-pollution paint of paper grade (stock), including following parts by weight of component：3,4- epoxycyclohexyl formic acid -3', 4'- rings
Oxygen cyclohexylmethyl 6.5,2- (perfluoro capryl) ethylmethyl acrylate 4.5, β-(3,4- epoxycyclohexyls) trimethoxy silicon
Alkane 6.2, methyl methacrylate 29, isobornyl methacrylate 3.5, Tert-butyl Methacrylate 1.0, methacrylic acid
Tridecane base ester 2.0, butyl acrylate 18, trimethylol-propane trimethacrylate 1.5, N- hydroxyethyl acrylamides 0.6,
Potassium peroxydisulfate 0.3, TBAB 0.05,1- allyl ether -3- hydroxypropanesulfonic acids sodium 2.7, branched alkyl alcohol ether phosphatide
Ammonium salt 1.3, acrylic acid 1.8, eleostearic acid 7.0, methylol methyl phenyl ethers anisole 0.01, deionized water 106.
Preparation method is as follows：
3,4- epoxycyclohexyl formic acid -3', 4'- epoxycyclohexanecarboxylate are put into reaction vessel, are warming up to 95 DEG C, then
It is slowly added to measure the acrylic acid solution containing TBAB, reaction 2h is carried out, when system acid number is not more than 5mgKOH/g
When stop reaction, it is stand-by to obtain yellowish transparency liquid A；
Eleostearic acid, silane coupler, TBAB are put into another reaction vessel successively, are warming up to 80 DEG C of constant temperature
1.5h is reacted, brown color thick liquid B is obtained after cooling；
By aforesaid liquid A, liquid B and 2- (perfluoro capryl) ethylmethyl acrylate, methyl methacrylate, methyl
Isobornyl acrylate, Tert-butyl Methacrylate, Tridecyl methacrylate base ester, butyl acrylate, trimethylolpropane
Trimethyl acrylic ester is added containing 1- allyl ether -3- hydroxypropanesulfonic acids sodium, branched alkyl alcohol ether phosphatide ammonium salt, persulfuric acid
The mixed liquor of potassium, deionized water, stirs 40min with 600rpm rotating speed at room temperature, and system arrives pre-emulsion；
The pre-emulsion of 1/5 dosage is added into reaction flask as seed emulsion, stirred with 500rpm rotating speed, gradually heating
To 80 DEG C, question response system shows blueing light, insulation curing 45min, while the rate of addition of remaining emulsion is maintained at into 2d/
S, whole process drip off in 3h, add N- hydroxyethyl acrylamides, and supplement metering potassium peroxydisulfate continues to react 30min, will be anti-
Answer system to be warming up to 80 DEG C, be incubated 2h, be cooled to room temperature, finally give blueing light emulsion.
Embodiment 3
A kind of self-cleaning anti-pollution paint of paper grade (stock), including following parts by weight of component：3,4- epoxycyclohexyl formic acid -3', 4'- rings
Oxygen cyclohexylmethyl 6.5,2- (perfluoro capryl) ethylmethyl acrylate 10.0, β-(3,4- epoxycyclohexyls) trimethoxy silicon
Alkane 5.0, methyl methacrylate 29, isobornyl methacrylate 3.5, Tert-butyl Methacrylate 1.0, methacrylic acid
Tridecane base ester 2.0, butyl acrylate 18, trimethylol-propane trimethacrylate 1.5, N- hydroxyethyl acrylamides 0.6,
Potassium peroxydisulfate 0.35, TBAB 0.05,1- allyl ether -3- hydroxypropanesulfonic acids sodium 2.7, branched alkyl alcohol ether phosphatide
Ammonium salt 1.3, acrylic acid 1.8, eleostearic acid 7.4, methylol methyl phenyl ethers anisole 0.01, deionized water 110.
Preparation method is the same as embodiment 2.
Embodiment 4
A kind of self-cleaning anti-pollution paint of paper grade (stock), including following parts by weight of component：3,4- epoxycyclohexyl formic acid -3', 4'- rings
Oxygen cyclohexylmethyl 6.5,2- (perfluoro capryl) ethylmethyl acrylate 15.0, β-(3,4- epoxycyclohexyls) trimethoxy silicon
Alkane 5.0, methyl methacrylate 29, isobornyl methacrylate 3.5, Tert-butyl Methacrylate 1.0, methacrylic acid
Tridecane base ester 2.0, butyl acrylate 18, trimethylol-propane trimethacrylate 1.5, N- hydroxyethyl acrylamides 0.6,
Potassium peroxydisulfate 0.4, TBAB 0.05,1- allyl ether -3- hydroxypropanesulfonic acids sodium 2.8, branched alkyl alcohol ether phosphatide
Ammonium salt 1.4, acrylic acid 1.8, eleostearic acid 11.0, methylol methyl phenyl ethers anisole 0.01, deionized water 115.
Preparation method is the same as embodiment 2.
The coating being prepared through embodiment is detected, specific testing result see the table below：
Claims (9)
1. a kind of self-cleaning anti-pollution paint of paper grade (stock), it is characterised in that include following parts by weight of component：3,4- epoxycyclohexyl first
Acid -3', 4'- epoxycyclohexanecarboxylate 5-12,4.5-18 containing fluoroalkyl acrylate monomer, silane coupler 4-12, acrylic acid
Ester monomer 45-60, cross-linking monomer 0.5-3, initiator 0.2-1.6, catalyst 0.01-0.5, compound emulsifying agent 2-5, acrylic acid 1-
6th, eleostearic acid 4-12, MEHQ 0.01-0.5, deionized water 60-120.
2. a kind of self-cleaning anti-pollution paint of paper grade (stock) as claimed in claim 1, it is characterised in that described to contain fluoroalkyl
Monomer is trifluoroethyl methacrylate, 2-（Perfluoro capryl）Ethylmethyl acrylate, dodecafluoroheptyl methacrylate, first
At least one of base hexafluorobutyl acrylate.
3. a kind of self-cleaning anti-pollution paint of paper grade (stock) as claimed in claim 1, it is characterised in that the acrylate monomer is first
Base acrylate methyl esters, isobornyl methacrylate, 2- benzene oxygen ethylmethyl acrylate, Tert-butyl Methacrylate, first
In base tridecyl acrylate, butyl acrylate, cyclohexyl methacrylate, trimethylol-propane trimethacrylate
It is at least one.
4. a kind of self-cleaning anti-pollution paint of paper grade (stock) as claimed in claim 1, it is characterised in that the cross-linking monomer is N- hydroxyl first
At least one of base acrylamide, DAAM, N- hydroxyethyl acrylamides and isobutoxymethyl acrylamide.
5. a kind of self-cleaning anti-pollution paint of paper grade (stock) as claimed in claim 1, it is characterised in that the initiator is ammonium persulfate
Or potassium peroxydisulfate.
A kind of 6. self-cleaning anti-pollution paint of paper grade (stock) as claimed in claim 1, it is characterised in that the silane coupler be β-
（3,4- epoxycyclohexyls）Trimethoxy silane or γ-methacryloxypropyl trimethoxy silane.
7. a kind of self-cleaning anti-pollution paint of paper grade (stock) as claimed in claim 1, it is characterised in that the catalyst includes ammonia, amine
Or inorganic base；Choose at least one of triethylamine, TBAB and N, N- dimethylethanolamine.
8. a kind of self-cleaning anti-pollution paint of paper grade (stock) as claimed in claim 1, it is characterised in that the compound emulsifying agent includes 1-
Allyl ether 3- hydroxypropanesulfonic acids sodium and branched alkyl alcohol ether phosphatide ammonium salt, both mass ratioes are 1:0.3-1.5.
A kind of 9. preparation method of self-cleaning anti-pollution paint of paper grade (stock) as described in claim 1-8 is any, it is characterised in that including
Following steps：
（1）Part by weight, 3,4- epoxycyclohexyl formic acid -3', 4'- epoxycyclohexanecarboxylate are put into reaction vessel, risen
Temperature is slow added into acrylic acid solution of the metering containing catalyst and MEHQ, reacts 1-2.5h to 90-100 DEG C, when
System acid number stops reaction when being not more than 5mgKOH/g, obtains yellowish transparency liquid A, stand-by；
（2）Part by weight, eleostearic acid, silane coupler, catalyst are put into another reaction vessel successively, are warming up to 78-
83 DEG C, isothermal reaction 1-2h, brown color thick liquid B is obtained after cooling；
（3）Add containing compound emulsifying agent, draw by aforesaid liquid A, liquid B, containing fluoroalkyl and acrylate monomer
Agent, the mixed liquor of deionized water are sent out, 30-45min is stirred with 500-800rpm rotating speed at room temperature, pre-emulsion is made；
The pre-emulsion of 1/5 dosage is added into reaction flask as seed emulsion, stirred with 400-500rpm rotating speed, gradually heating
To 75-80 DEG C, question response system shows blueing light, insulation curing 42-46min, while the rate of addition of remaining emulsion is protected
Hold and dripped off in 2d/s, whole process in 2-3h, add cross-linking monomer, supplement metering initiator continues to react 28-35min, will
Reaction system is warming up to 75-85 DEG C, is incubated 1.5-2h, is cooled to room temperature, finally gives blueing light emulsion；
（4）Film
The wire-cloth of 20cm × 20cm sizes is inserted to the emulsion made, by padding processing, is subsequently placed in 10- at aeration-drying
15min, it is then placed in vacuum drying chamber at 45-55 DEG C, untill after glued membrane is completely dried.
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
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| CN110922526A (en) * | 2019-11-27 | 2020-03-27 | 东莞东阳光科研发有限公司 | Fluorine-containing polymer and protective coating agent containing same |
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