CN102093782A - Ultraviolet-cured digital painting ink and preparation method thereof - Google Patents
Ultraviolet-cured digital painting ink and preparation method thereof Download PDFInfo
- Publication number
- CN102093782A CN102093782A CN2011100780758A CN201110078075A CN102093782A CN 102093782 A CN102093782 A CN 102093782A CN 2011100780758 A CN2011100780758 A CN 2011100780758A CN 201110078075 A CN201110078075 A CN 201110078075A CN 102093782 A CN102093782 A CN 102093782A
- Authority
- CN
- China
- Prior art keywords
- printing ink
- digital painting
- ultraviolet
- acrylate
- mixed solution
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
- 238000010422 painting Methods 0.000 title claims abstract description 29
- 238000002360 preparation method Methods 0.000 title claims abstract description 14
- 238000007639 printing Methods 0.000 claims abstract description 48
- -1 polyethylene terephthalate Polymers 0.000 claims abstract description 42
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims abstract description 9
- 239000006185 dispersion Substances 0.000 claims abstract description 9
- 239000003381 stabilizer Substances 0.000 claims abstract description 8
- 238000006116 polymerization reaction Methods 0.000 claims description 27
- 239000000047 product Substances 0.000 claims description 20
- 238000002156 mixing Methods 0.000 claims description 18
- 230000002194 synthesizing effect Effects 0.000 claims description 16
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 claims description 15
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 claims description 14
- MNCGMVDMOKPCSQ-UHFFFAOYSA-M sodium;2-phenylethenesulfonate Chemical compound [Na+].[O-]S(=O)(=O)C=CC1=CC=CC=C1 MNCGMVDMOKPCSQ-UHFFFAOYSA-M 0.000 claims description 14
- 239000011259 mixed solution Substances 0.000 claims description 12
- NIXOWILDQLNWCW-UHFFFAOYSA-N Acrylic acid Chemical compound OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 11
- 238000003756 stirring Methods 0.000 claims description 11
- 239000007859 condensation product Substances 0.000 claims description 8
- 238000005352 clarification Methods 0.000 claims description 6
- 239000013530 defoamer Substances 0.000 claims description 6
- 230000032050 esterification Effects 0.000 claims description 6
- 238000005886 esterification reaction Methods 0.000 claims description 6
- 150000002148 esters Chemical class 0.000 claims description 6
- VOZRXNHHFUQHIL-UHFFFAOYSA-N glycidyl methacrylate Chemical compound CC(=C)C(=O)OCC1CO1 VOZRXNHHFUQHIL-UHFFFAOYSA-N 0.000 claims description 6
- DAKWPKUUDNSNPN-UHFFFAOYSA-N Trimethylolpropane triacrylate Chemical compound C=CC(=O)OCC(CC)(COC(=O)C=C)COC(=O)C=C DAKWPKUUDNSNPN-UHFFFAOYSA-N 0.000 claims description 5
- ZDQNWDNMNKSMHI-UHFFFAOYSA-N 1-[2-(2-prop-2-enoyloxypropoxy)propoxy]propan-2-yl prop-2-enoate Chemical compound C=CC(=O)OC(C)COC(C)COCC(C)OC(=O)C=C ZDQNWDNMNKSMHI-UHFFFAOYSA-N 0.000 claims description 4
- POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical compound CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 claims description 4
- 229920000570 polyether Polymers 0.000 claims description 4
- 230000000630 rising effect Effects 0.000 claims description 4
- PSGCQDPCAWOCSH-UHFFFAOYSA-N (4,7,7-trimethyl-3-bicyclo[2.2.1]heptanyl) prop-2-enoate Chemical compound C1CC2(C)C(OC(=O)C=C)CC1C2(C)C PSGCQDPCAWOCSH-UHFFFAOYSA-N 0.000 claims description 3
- 239000004721 Polyphenylene oxide Substances 0.000 claims description 3
- 238000006482 condensation reaction Methods 0.000 claims description 3
- 238000004090 dissolution Methods 0.000 claims description 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 3
- JHPBZFOKBAGZBL-UHFFFAOYSA-N (3-hydroxy-2,2,4-trimethylpentyl) 2-methylprop-2-enoate Chemical compound CC(C)C(O)C(C)(C)COC(=O)C(C)=C JHPBZFOKBAGZBL-UHFFFAOYSA-N 0.000 claims description 2
- GZBSIABKXVPBFY-UHFFFAOYSA-N 2,2-bis(hydroxymethyl)propane-1,3-diol;prop-2-enoic acid Chemical compound OC(=O)C=C.OC(=O)C=C.OC(=O)C=C.OC(=O)C=C.OCC(CO)(CO)CO GZBSIABKXVPBFY-UHFFFAOYSA-N 0.000 claims description 2
- FIHBHSQYSYVZQE-UHFFFAOYSA-N 6-prop-2-enoyloxyhexyl prop-2-enoate Chemical compound C=CC(=O)OCCCCCCOC(=O)C=C FIHBHSQYSYVZQE-UHFFFAOYSA-N 0.000 claims description 2
- 239000004925 Acrylic resin Substances 0.000 claims description 2
- 229920000178 Acrylic resin Polymers 0.000 claims description 2
- 239000005639 Lauric acid Substances 0.000 claims description 2
- HVVWZTWDBSEWIH-UHFFFAOYSA-N [2-(hydroxymethyl)-3-prop-2-enoyloxy-2-(prop-2-enoyloxymethyl)propyl] prop-2-enoate Chemical compound C=CC(=O)OCC(CO)(COC(=O)C=C)COC(=O)C=C HVVWZTWDBSEWIH-UHFFFAOYSA-N 0.000 claims description 2
- 239000002253 acid Substances 0.000 claims description 2
- UHESRSKEBRADOO-UHFFFAOYSA-N ethyl carbamate;prop-2-enoic acid Chemical compound OC(=O)C=C.CCOC(N)=O UHESRSKEBRADOO-UHFFFAOYSA-N 0.000 claims description 2
- 229920000728 polyester Polymers 0.000 claims 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 claims description 2
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 claims description 2
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 claims description 2
- 239000000463 material Substances 0.000 abstract description 4
- 229920000139 polyethylene terephthalate Polymers 0.000 abstract description 4
- 239000011521 glass Substances 0.000 abstract description 3
- 239000004033 plastic Substances 0.000 abstract description 3
- 229920003023 plastic Polymers 0.000 abstract description 3
- 239000007779 soft material Substances 0.000 abstract description 3
- 239000004417 polycarbonate Substances 0.000 abstract 2
- 239000005020 polyethylene terephthalate Substances 0.000 abstract 2
- 239000004800 polyvinyl chloride Substances 0.000 abstract 2
- 229920000915 polyvinyl chloride Polymers 0.000 abstract 2
- 239000000853 adhesive Substances 0.000 abstract 1
- 230000001070 adhesive effect Effects 0.000 abstract 1
- 239000002518 antifoaming agent Substances 0.000 abstract 1
- 239000000919 ceramic Substances 0.000 abstract 1
- 239000002131 composite material Substances 0.000 abstract 1
- 239000003085 diluting agent Substances 0.000 abstract 1
- 230000002349 favourable effect Effects 0.000 abstract 1
- 229920000515 polycarbonate Polymers 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 description 29
- YXFVVABEGXRONW-UHFFFAOYSA-N toluene Substances CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 13
- 238000010792 warming Methods 0.000 description 10
- 239000007810 chemical reaction solvent Substances 0.000 description 9
- 238000002329 infrared spectrum Methods 0.000 description 8
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical group CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 6
- 238000009826 distribution Methods 0.000 description 5
- 239000000178 monomer Substances 0.000 description 5
- 239000002904 solvent Substances 0.000 description 5
- 239000000126 substance Substances 0.000 description 5
- 229920001897 terpolymer Polymers 0.000 description 5
- 238000005406 washing Methods 0.000 description 5
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- GHVHDYYKJYXFGU-UHFFFAOYSA-N Beta-Orcinol Chemical compound CC1=CC(O)=C(C)C(O)=C1 GHVHDYYKJYXFGU-UHFFFAOYSA-N 0.000 description 4
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 4
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 4
- 239000012965 benzophenone Substances 0.000 description 4
- 230000001680 brushing effect Effects 0.000 description 4
- 239000007795 chemical reaction product Substances 0.000 description 4
- 239000003999 initiator Substances 0.000 description 4
- 229910052757 nitrogen Inorganic materials 0.000 description 4
- 239000000049 pigment Substances 0.000 description 4
- 229920000642 polymer Polymers 0.000 description 4
- 239000000376 reactant Substances 0.000 description 4
- GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 description 4
- 239000000243 solution Substances 0.000 description 4
- LRRQSCPPOIUNGX-UHFFFAOYSA-N 2-hydroxy-1,2-bis(4-methoxyphenyl)ethanone Chemical compound C1=CC(OC)=CC=C1C(O)C(=O)C1=CC=C(OC)C=C1 LRRQSCPPOIUNGX-UHFFFAOYSA-N 0.000 description 3
- DKPFZGUDAPQIHT-UHFFFAOYSA-N Butyl acetate Natural products CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical group CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
- 238000010521 absorption reaction Methods 0.000 description 3
- RWCCWEUUXYIKHB-UHFFFAOYSA-N benzophenone Chemical compound C=1C=CC=CC=1C(=O)C1=CC=CC=C1 RWCCWEUUXYIKHB-UHFFFAOYSA-N 0.000 description 3
- 229940043232 butyl acetate Drugs 0.000 description 3
- 238000005119 centrifugation Methods 0.000 description 3
- 238000005516 engineering process Methods 0.000 description 3
- 238000005227 gel permeation chromatography Methods 0.000 description 3
- FUZZWVXGSFPDMH-UHFFFAOYSA-M hexanoate Chemical compound CCCCCC([O-])=O FUZZWVXGSFPDMH-UHFFFAOYSA-M 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- 239000002245 particle Substances 0.000 description 3
- 238000003860 storage Methods 0.000 description 3
- 238000012360 testing method Methods 0.000 description 3
- DSSYKIVIOFKYAU-XCBNKYQSSA-N (R)-camphor Chemical compound C1C[C@@]2(C)C(=O)C[C@@H]1C2(C)C DSSYKIVIOFKYAU-XCBNKYQSSA-N 0.000 description 2
- SKDGWNHUETZZCS-UHFFFAOYSA-N 2,3-ditert-butylphenol Chemical compound CC(C)(C)C1=CC=CC(O)=C1C(C)(C)C SKDGWNHUETZZCS-UHFFFAOYSA-N 0.000 description 2
- 241000723346 Cinnamomum camphora Species 0.000 description 2
- ZAFNJMIOTHYJRJ-UHFFFAOYSA-N Diisopropyl ether Chemical compound CC(C)OC(C)C ZAFNJMIOTHYJRJ-UHFFFAOYSA-N 0.000 description 2
- CMEWLCATCRTSGF-UHFFFAOYSA-N N,N-dimethyl-4-nitrosoaniline Chemical compound CN(C)C1=CC=C(N=O)C=C1 CMEWLCATCRTSGF-UHFFFAOYSA-N 0.000 description 2
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 2
- 244000028419 Styrax benzoin Species 0.000 description 2
- 235000000126 Styrax benzoin Nutrition 0.000 description 2
- 235000008411 Sumatra benzointree Nutrition 0.000 description 2
- 125000005250 alkyl acrylate group Chemical group 0.000 description 2
- 229960002130 benzoin Drugs 0.000 description 2
- 229960000846 camphor Drugs 0.000 description 2
- 229930008380 camphor Natural products 0.000 description 2
- 238000004140 cleaning Methods 0.000 description 2
- ISAOCJYIOMOJEB-UHFFFAOYSA-N desyl alcohol Natural products C=1C=CC=CC=1C(O)C(=O)C1=CC=CC=C1 ISAOCJYIOMOJEB-UHFFFAOYSA-N 0.000 description 2
- 239000004205 dimethyl polysiloxane Substances 0.000 description 2
- 235000013870 dimethyl polysiloxane Nutrition 0.000 description 2
- 230000008034 disappearance Effects 0.000 description 2
- 238000005265 energy consumption Methods 0.000 description 2
- 125000004185 ester group Chemical group 0.000 description 2
- LHGVFZTZFXWLCP-UHFFFAOYSA-N guaiacol Chemical group COC1=CC=CC=C1O LHGVFZTZFXWLCP-UHFFFAOYSA-N 0.000 description 2
- 235000019382 gum benzoic Nutrition 0.000 description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 229920000620 organic polymer Polymers 0.000 description 2
- JMANVNJQNLATNU-UHFFFAOYSA-N oxalonitrile Chemical compound N#CC#N JMANVNJQNLATNU-UHFFFAOYSA-N 0.000 description 2
- 229920002120 photoresistant polymer Polymers 0.000 description 2
- VVWRJUBEIPHGQF-UHFFFAOYSA-N propan-2-yl n-propan-2-yloxycarbonyliminocarbamate Chemical compound CC(C)OC(=O)N=NC(=O)OC(C)C VVWRJUBEIPHGQF-UHFFFAOYSA-N 0.000 description 2
- 239000001327 prunus amygdalus amara l. extract Substances 0.000 description 2
- 239000002994 raw material Substances 0.000 description 2
- 229920005989 resin Polymers 0.000 description 2
- 239000011347 resin Substances 0.000 description 2
- 229920002050 silicone resin Polymers 0.000 description 2
- 238000001228 spectrum Methods 0.000 description 2
- 230000003068 static effect Effects 0.000 description 2
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 2
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical group CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 2
- MXAQFFRKZYDOLU-UHFFFAOYSA-N 1-(6,6-diethoxycyclohexa-2,4-dien-1-yl)ethanone Chemical compound CCOC1(OCC)C=CC=CC1C(C)=O MXAQFFRKZYDOLU-UHFFFAOYSA-N 0.000 description 1
- 239000012956 1-hydroxycyclohexylphenyl-ketone Substances 0.000 description 1
- YIKSHDNOAYSSPX-UHFFFAOYSA-N 1-propan-2-ylthioxanthen-9-one Chemical compound S1C2=CC=CC=C2C(=O)C2=C1C=CC=C2C(C)C YIKSHDNOAYSSPX-UHFFFAOYSA-N 0.000 description 1
- KWVGIHKZDCUPEU-UHFFFAOYSA-N 2,2-dimethoxy-2-phenylacetophenone Chemical compound C=1C=CC=CC=1C(OC)(OC)C(=O)C1=CC=CC=C1 KWVGIHKZDCUPEU-UHFFFAOYSA-N 0.000 description 1
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 1
- XISFOXBYRQWDNK-UHFFFAOYSA-N 2-(2-methylphenyl)propan-2-amine;hydrochloride Chemical compound [Cl-].CC1=CC=CC=C1C(C)(C)[NH3+] XISFOXBYRQWDNK-UHFFFAOYSA-N 0.000 description 1
- XMNIXWIUMCBBBL-UHFFFAOYSA-N 2-(2-phenylpropan-2-ylperoxy)propan-2-ylbenzene Chemical compound C=1C=CC=CC=1C(C)(C)OOC(C)(C)C1=CC=CC=C1 XMNIXWIUMCBBBL-UHFFFAOYSA-N 0.000 description 1
- WYGWHHGCAGTUCH-UHFFFAOYSA-N 2-[(2-cyano-4-methylpentan-2-yl)diazenyl]-2,4-dimethylpentanenitrile Chemical compound CC(C)CC(C)(C#N)N=NC(C)(C#N)CC(C)C WYGWHHGCAGTUCH-UHFFFAOYSA-N 0.000 description 1
- XMLYCEVDHLAQEL-UHFFFAOYSA-N 2-hydroxy-2-methyl-1-phenylpropan-1-one Chemical compound CC(C)(O)C(=O)C1=CC=CC=C1 XMLYCEVDHLAQEL-UHFFFAOYSA-N 0.000 description 1
- BQZJOQXSCSZQPS-UHFFFAOYSA-N 2-methoxy-1,2-diphenylethanone Chemical compound C=1C=CC=CC=1C(OC)C(=O)C1=CC=CC=C1 BQZJOQXSCSZQPS-UHFFFAOYSA-N 0.000 description 1
- KWOLFJPFCHCOCG-UHFFFAOYSA-N Acetophenone Chemical class CC(=O)C1=CC=CC=C1 KWOLFJPFCHCOCG-UHFFFAOYSA-N 0.000 description 1
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 description 1
- KDDLLBWMMRVVRK-UHFFFAOYSA-N C1(=CC=CC=C1)[Cr](C1=CC=CC=C1)C1=CC=CC=C1.[Sb] Chemical compound C1(=CC=CC=C1)[Cr](C1=CC=CC=C1)C1=CC=CC=C1.[Sb] KDDLLBWMMRVVRK-UHFFFAOYSA-N 0.000 description 1
- LCGLNKUTAGEVQW-UHFFFAOYSA-N Dimethyl ether Chemical compound COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 description 1
- YIVJZNGAASQVEM-UHFFFAOYSA-N Lauroyl peroxide Chemical compound CCCCCCCCCCCC(=O)OOC(=O)CCCCCCCCCCC YIVJZNGAASQVEM-UHFFFAOYSA-N 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 1
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical group O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- 239000012670 alkaline solution Substances 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 1
- 150000008366 benzophenones Chemical class 0.000 description 1
- 235000019400 benzoyl peroxide Nutrition 0.000 description 1
- WGQKYBSKWIADBV-UHFFFAOYSA-N benzylamine Chemical compound NCC1=CC=CC=C1 WGQKYBSKWIADBV-UHFFFAOYSA-N 0.000 description 1
- MQDJYUACMFCOFT-UHFFFAOYSA-N bis[2-(1-hydroxycyclohexyl)phenyl]methanone Chemical compound C=1C=CC=C(C(=O)C=2C(=CC=CC=2)C2(O)CCCCC2)C=1C1(O)CCCCC1 MQDJYUACMFCOFT-UHFFFAOYSA-N 0.000 description 1
- 229920001400 block copolymer Polymers 0.000 description 1
- DKVNPHBNOWQYFE-UHFFFAOYSA-N carbamodithioic acid Chemical compound NC(S)=S DKVNPHBNOWQYFE-UHFFFAOYSA-N 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- 125000004122 cyclic group Chemical group 0.000 description 1
- 125000000118 dimethyl group Polymers [H]C([H])([H])* 0.000 description 1
- XXBDWLFCJWSEKW-UHFFFAOYSA-N dimethylbenzylamine Chemical compound CN(C)CC1=CC=CC=C1 XXBDWLFCJWSEKW-UHFFFAOYSA-N 0.000 description 1
- 239000012990 dithiocarbamate Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 230000002708 enhancing effect Effects 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 239000012467 final product Substances 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 239000008187 granular material Substances 0.000 description 1
- XXMIOPMDWAUFGU-UHFFFAOYSA-N hexane-1,6-diol Chemical compound OCCCCCCO XXMIOPMDWAUFGU-UHFFFAOYSA-N 0.000 description 1
- 230000008676 import Effects 0.000 description 1
- 230000007774 longterm Effects 0.000 description 1
- DMKSVUSAATWOCU-HROMYWEYSA-N loteprednol etabonate Chemical compound C1CC2=CC(=O)C=C[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@@](C(=O)OCCl)(OC(=O)OCC)[C@@]1(C)C[C@@H]2O DMKSVUSAATWOCU-HROMYWEYSA-N 0.000 description 1
- 239000011159 matrix material Substances 0.000 description 1
- 239000002480 mineral oil Substances 0.000 description 1
- 235000010446 mineral oil Nutrition 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- 238000011056 performance test Methods 0.000 description 1
- 238000005502 peroxidation Methods 0.000 description 1
- 125000000864 peroxy group Chemical group O(O*)* 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- DCKVNWZUADLDEH-UHFFFAOYSA-N sec-butyl acetate Chemical compound CCC(C)OC(C)=O DCKVNWZUADLDEH-UHFFFAOYSA-N 0.000 description 1
- 238000004062 sedimentation Methods 0.000 description 1
- 150000003384 small molecules Chemical class 0.000 description 1
- 239000000344 soap Substances 0.000 description 1
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
- 235000017557 sodium bicarbonate Nutrition 0.000 description 1
- 238000013112 stability test Methods 0.000 description 1
- FNBCCUYSUFQRIB-UHFFFAOYSA-N sulfo carbamate Chemical compound NC(=O)OS(O)(=O)=O FNBCCUYSUFQRIB-UHFFFAOYSA-N 0.000 description 1
- YBBRCQOCSYXUOC-UHFFFAOYSA-N sulfuryl dichloride Chemical class ClS(Cl)(=O)=O YBBRCQOCSYXUOC-UHFFFAOYSA-N 0.000 description 1
- HWCKGOZZJDHMNC-UHFFFAOYSA-M tetraethylammonium bromide Chemical compound [Br-].CC[N+](CC)(CC)CC HWCKGOZZJDHMNC-UHFFFAOYSA-M 0.000 description 1
- 125000003944 tolyl group Chemical group 0.000 description 1
- STCOOQWBFONSKY-UHFFFAOYSA-N tributyl phosphate Chemical compound CCCCOP(=O)(OCCCC)OCCCC STCOOQWBFONSKY-UHFFFAOYSA-N 0.000 description 1
- RIOQSEWOXXDEQQ-UHFFFAOYSA-N triphenylphosphine Chemical compound C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 RIOQSEWOXXDEQQ-UHFFFAOYSA-N 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 238000009736 wetting Methods 0.000 description 1
Images
Landscapes
- Inks, Pencil-Leads, Or Crayons (AREA)
Abstract
The invention discloses an ultraviolet-cured digital painting ink and a preparation method thereof. The ultraviolet-cured digital painting ink comprises an active diluent, oligomers, synthetic acrylate, nano color paste, a photoinitiator, a dispersion stabilizer and a defoaming agent. Under the ultraviolet irradiation, the ultraviolet-cured digital painting ink can be immediately cured, thereby satisfying the requirement for high-speed printing. The ultraviolet-cured digital painting ink has favorable adhesive force and high curing speed when being printed on hard materials, such as glass, ceramics, aluminum-plastic composite panels and the like, and soft materials, such as PET (polyethylene terephthalate), PC (polycarbonate), PVC (polyvinyl chloride) and the like.
Description
Technical field
The present invention relates to a kind of ultraviolet light polymerization digital painting printing ink and preparation method thereof.
Background technology
Along with the development of Chinese UV-light (UV) sheet-leveling machine and UV printing press, the application of ultraviolet light polymerization digital painting printing ink is very extensive, for example UV-light (UV) sheet-leveling machine and UV printing press.The ultraviolet light polymerization digital painting printing ink just can solidify in the moment from digit inkjet printer ejection, and curing speed is faster than solvent type ink, and did not discharge harmful organic gas, met environmental protection requirement, and energy consumption is also low; And, the ultraviolet light polymerization painting printing ink goes for nearly all soft material such as PC, PVC, PET etc., also be applicable to nearly all mechanically resistant material such as glass, pottery, aluminium-plastic panel, acrylic board etc., it has broader suitability than solvent type ink.
The consumption of ultraviolet light polymerization digital painting printing ink is increasing, and ultraviolet light polymerization digital painting printing ink technology is grasped in several national hand few in number such as the U.S., Japan, Britain mostly at present, domestic application is most to rely on import, so it is imperative to develop the ultraviolet light polymerization painting printing ink that has China's independent intellectual property right.
Summary of the invention
The object of the present invention is to provide a kind of ultraviolet light polymerization digital painting printing ink, by the mixing between the component, particularly contain specific acrylic ester synthesizing, this printing ink not only stability in storage is good, and curing speed is fast, has excellent adhesion property simultaneously.
Technical scheme of the present invention is as follows:
A kind of ultraviolet light polymerization digital painting printing ink, composed of the following components by weight percentage: reactive thinner 30～70%, oligopolymer 10～30%, acrylic ester synthesizing 5～10%, light trigger 4～12%, nano color paste 5～25%, dispersion stabilizer 2～10%, defoamer 0.01～0.5%.
The structural formula of described acrylic ester synthesizing is
Wherein, m is 10～20, and n is 1～3.
Above-mentioned acrylic ester synthesizing can divide for three steps carried out by following process preparation:
The first step, the ternary of Sodium styrene sulfonate, 3-(methacryloxypropyl) propyl trimethoxy silicane and maleic anhydride is free-radical polymerized.Be specially: under nitrogen protection, Sodium styrene sulfonate and 3-(methacryloxypropyl) propyl trimethoxy silicane are joined in the reaction vessel, add initiator and reaction solvent again, stir, treat that fully the dissolving back is in reacting 2～6 hours under 80～110 ℃ under condition of stirring, obtain lurid polymers soln, add a certain amount of maleic anhydride then, reacted again 30 minutes, reaction finishes, and promptly obtains the terpolymer of Sodium styrene sulfonate, maleic anhydride and 3-(methacryloxypropyl) propyl trimethoxy silicane again through centrifugation and washing;
Wherein, the ratio of the amount of substance of polymerization reaction monomer Sodium styrene sulfonate, 3-(methacryloxypropyl) propyl trimethoxy silicane and maleic anhydride is 1: 1: 0.15, initiator is organic peroxy class such as dibenzoyl peroxide, dicumyl peroxide, dilauroyl peroxide, the special butyl ester of peroxidation phenylformic acid, peroxy dicarbonate diethyl propyl diester or di-cyclohexylperoxy dicarbonate, perhaps azo class such as Diisopropyl azodicarboxylate or 2,2'-Azobis(2,4-dimethylvaleronitrile), its add-on is 0.1～8% of a total monomer quality; Reaction solvent is N-Methyl pyrrolidone or N, dinethylformamide, and its add-on is 5～20 times of monomer total mass; Stirring velocity in the reaction process is 150～300r/min; After reaction finished, cleaning solvent was selected from N-Methyl pyrrolidone or N, dinethylformamide.
Second step is by Sodium styrene sulfonate, 3-(methacryloxypropyl) propyl trimethoxy silicane and the multipolymer of maleic anhydride and the condensation reaction of glycidyl methacrylate of the first step.Be specially: the multipolymer of Sodium styrene sulfonate, maleic anhydride and 3-(methacryloxypropyl) propyl trimethoxy silicane that the first step is obtained places reaction vessel, add glycidyl methacrylate, reaction solvent, catalyzer and stopper again, after mixing reaction is warming up to 60 ℃, reacted 30 minutes, be warming up to 80 ℃ of reactions 30 minutes again, be warming up to 100 ℃ of reactions 3～5 hours then, be warming up to 110～120 ℃ of reactions 1～1.5 hour again, reaction finishes, be cooled to 40～60 ℃, centrifugation and washing promptly get condensation product;
Wherein, the add-on mass ratio of the multipolymer of Sodium styrene sulfonate, 3-(methacryloxypropyl) propyl trimethoxy silicane and maleic anhydride and glycidyl methacrylate is 2.5～6: 1; Reaction solvent is N-Methyl pyrrolidone or N, dinethylformamide, and its add-on is 50～100% of a reactant total mass; Catalyzer is triethylamine, N, accelerine, N, and N-dimethyl benzylamine, trimethyl benzyl ammonia chloride, triphenyl phosphorus, antimony triphenyl chromium acetylacetonate or tetraethylammonium bromide, its add-on is 0.1～3% of a reactant total mass; Stopper is methoxyphenol, Resorcinol, 2,5-dimethyl Resorcinol or 2, and the 6-toluene di-tert-butyl phenol, its add-on is 0.01～1% of a reactant total mass; After reaction finished, cleaning solvent was selected from N-Methyl pyrrolidone or N, dinethylformamide.
In the 3rd step, the condensation product and the vinylformic acid that are obtained by second step carry out esterification.Be specially: get second condensation product that make of step and place reaction vessel, add vinylformic acid, reaction solvent, catalyzer and stopper again, after mixing reaction is warming up to 80～110 ℃, back flow reaction 3～5 hours, reaction finishes, reaction product is washed repeatedly with weakly alkaline solution, and static layering promptly obtains described acrylic ester synthesizing;
Wherein, second condensation product that make of step and the mass ratio of acrylic acid add-on are 3～5: 1; Reaction solvent is a toluene, and add-on is 1～1.3 times of reaction monomers total mass; Catalyzer is a p-methyl benzenesulfonic acid, and add-on is 1～3% of a reaction raw materials total mass; Stopper is methoxyphenol, Resorcinol, 2,5-dimethyl Resorcinol or 2, and the 6-toluene di-tert-butyl phenol, add-on is 0.01～1% of a reactant total mass; The branch aqua of back flow reaction is a toluene.
Above-mentioned acrylic ester synthesizing has the silica group, has played to a certain extent and has reduced capillary effect, helps the wetting dispersion of pigment, can significantly improve simultaneously to solidify the adhesion property of back printing ink to matrix.
The present invention also provides the preparation method of above-mentioned ultraviolet light polymerization digital painting printing ink: earlier with light trigger and reactive thinner mixed dissolution, treat light trigger dissolve fully after again under the mixing speed of 1000r/min, add oligopolymer, acrylic ester synthesizing, dispersion stabilizer, defoamer successively, stir and obtain clarifying mixed solution; In another mixing tank, add mill base, under the mixing speed of 2000r/min, slowly join in the mill base the above-mentioned clarification mixed solution that obtains, the reinforced time of clarification mixed solution is 10～30min, after waiting to clarify mixed solution and adding fully, rising mixing speed to 3000～3500r/min continues to stir 30～60min.
Light trigger in the ultraviolet light polymerization digital painting printing ink can be selected ultraviolet initiator general on the market for use, comprises benzoin ethers, for example benzoin methyl ether and bitter almond oil camphor isopropyl ether; The benzoin ethers that replaces, for example anisoin methyl ether, anisoin ethyl ether and anisoin isopropyl ether; The acyloin ethers that replaces, for example alpha-hydroxymethyl bitter almond oil camphor ethyl ether; The phenyl methyl ketone class that replaces, for example 2,2-diethoxy phenyl methyl ketone and 2,2-dimethoxy-2-phenyl acetophenone; The Benzophenones of benzophenone and replacement, for example benzophenone; α-the ketols that replaces, for example 2-methyl-2-hydroxyl propionyl benzene and 1-hydroxycyclohexylphenylketone; Aromatics SULPHURYL CHLORIDE class and sulfo-and dithiocarbamate.
Reactive thinner can adopt reactive thinner general on the market, include but not limited to alkyl-acrylates, alkyl methacrylate, part at ester can comprise almost any alkyl, this group can be a straight chain, side chain or cyclic, the example of (methyl) alkyl-acrylates that is suitable for comprises (methyl) Hydroxyethyl acrylate, the different new ester of vinylformic acid, (methyl) isobornyl acrylate, the vinylformic acid phenoxy ethyl, lauric acid methacrylic ester (LMA), 1,6 hexanediol diacrylate (HDDA), tripropylene glycol diacrylate (TPGDA), Viscoat 295 (TMPTA), tetramethylol methane tetraacrylate (PETA) etc.
Oligopolymer is the photoresist that a class contains acryloxy or methacryloxy, the photoresist that preferred molecular weight is lower, comprise epoxy acrylate, urethane acrylate, polyester acrylate, the modified product of the acrylic resin of polyether acrylate or acroleic acid esterification and aforesaid propylene acid esters, the CN111 of Sartomer company for example, CN120, CN2201, CN501, CN2302, CN such as CN945A60 series acrylate, the EB600 of the special company of cyanogen, EB3600, EB810, EB such as EB230 series acrylate, perhaps Changxing company, proud son of heaven company, the light-cured acrylate product of three wooden companies etc.
Dispersion stabilizer is the resin that comprises close pigment group and close resin group, here mainly adopt the general polymkeric substance that contains the pigment affinity groups in market, for example high molecular weight block copolymer solution D isperbyk-168, Disperbyk-161, the Disperbyk-163 of Bi Ke company, or the Disprs 680UV of Di Gao company, Disprs 710 etc.
Defoamer adopts lower alcohol general on the market (as ethanol, propyl carbinol), polar organic compounds is (as tributyl phosphate, metallic soap), mineral oil, organic polymer (polyethers, polyacrylic ester), silicone resin (polydimethyl siloxane fluid, modified polyorganosiloxane) etc., preferably have organic polymer and silicone resin, the mixing solutions BYK-088 of the polysiloxane of Bi Ke company and polymkeric substance for example, polyether-modified dimethyl polysiloxane multipolymer BYK-020 etc., the polymers soln Airex 986 that contains the siloxanes end group of Di Gao company, polysiloxane-polyether copolymer Foamex 810 etc., and the like product of other company.
The nano color paste of using in the ultraviolet light polymerization digital painting printing ink can be existing known any classification nano color paste; Be preferably the red mill base of UV, the yellow mill base of UV, the blue mill base of UV, UV black color paste, provide by Changzhou Institute of Advanced Material, Beijing University of Chemical Technology.
The ultraviolet light polymerization digital painting printing ink that obtains by above-mentioned preparation method is a kind of photo curable nano level printing ink, and the granules of pigments particle diameter D50 that wherein contains is less than 500nm, and maximum particle diameter is less than 800nm.
Ultraviolet light polymerization digital painting printing ink stability in storage of the present invention is good, not stratified, the not sedimentation of long-term placement, adopt the equipment air brushing of Konica shower nozzle, Seiko shower nozzle, Spectra shower nozzle all comparatively smooth, color reducibility is better, air brushing all has sticking power and good curing speed preferably on soft materials such as mechanically resistant materials such as glass, pottery, aluminium-plastic panel and PET, PC, PVC, solidifying film layer is tack-free.And product of the present invention is in process of production to atmosphere and water nonpollution, and unharmful substance discharges, and the production process energy consumption is lower, and technological operation is simple and easy to control.
Brief Description Of Drawings
The infrared spectrum of the terpolymer of the Sodium styrene sulfonate that the first step makes among Fig. 1: the embodiment 1,3-(methacryloxypropyl) propyl trimethoxy silicane and maleic anhydride;
The infrared spectrum of the condensation product that second step made among Fig. 2: the embodiment 1;
The infrared spectrum of the acrylic ester synthesizing that the 3rd step made among Fig. 3: the embodiment 1;
The size distribution figure of the printing ink of Fig. 4: embodiment 2 preparations.
Embodiment
Embodiment 1
The preparation of acrylic ester synthesizing
The first step; under nitrogen protection; Sodium styrene sulfonate 20.62g and 3-(methacryloxypropyl) propyl trimethoxy silicane 24.84g are joined in the 1000ml there-necked flask; add initiator Diisopropyl azodicarboxylate 0.91 and reaction solvent N again; dinethylformamide 500g; stirring treats that fully the dissolving back is in reacting 3 hours under 100 ℃ under the 150r/min stirring velocity; obtain lurid polymers soln; the maleic anhydride that adds 1.48g then; reacted again 30 minutes; reaction finishes; product is used N again after centrifugation, dinethylformamide washing and the centrifugal Sodium styrene sulfonate that repeatedly promptly obtains; the terpolymer of 3-(methacryloxypropyl) propyl trimethoxy silicane and maleic anhydride.Fig. 1 is the infrared spectrogram (product is dissolved in the butylacetate) of this step product.
Second step, get the Sodium styrene sulfonate that the first step obtains, the multipolymer 30g of maleic anhydride and 3-(methacryloxypropyl) propyl trimethoxy silicane places the 100ml there-necked flask, add glycidyl methacrylate 10g again, reaction solvent N-Methyl pyrrolidone 30g, catalyst n, accelerine 0.8g and hydroquinone of polymerization retarder 0.04g, after mixing reaction is warming up to 60 ℃, reacted 30 minutes, be warming up to 80 ℃ of reactions 30 minutes again, be warming up to 100 ℃ of reactions 4 hours then, be warming up to 110 ℃ of reactions 1.5 hours again, reaction finishes, and is cooled to 50 ℃, and solution centrifugal is separated, and then it is centrifugal behind the adding solvent N-Methyl pyrrolidone washing copolymer, repeated washing and centrifugal three times, the second step product, its infrared spectrogram (product is dissolved in the butylacetate) is as shown in Figure 2.
The 3rd step, get the second condensation product 24g that make of step and place the 100ml there-necked flask, add vinylformic acid 6g, reaction solvent toluene 32g, catalyzer p-methyl benzenesulfonic acid 0.5g and hydroquinone of polymerization retarder 0.035g again, after mixing reaction is warming up to 105 ℃, with the branch aqua of toluene as esterification, back flow reaction 3 hours, reaction finishes, reaction product with mass concentration per-cent be 2% sodium hydrogen carbonate solution washed product repeatedly, static layering promptly obtains described acrylic ester synthesizing.Fig. 3 is the infrared spectrogram (product is dissolved in the butylacetate) of products therefrom.
Product analysis is confirmed: from infrared spectra Fig. 1 as can be seen, and 1604.3cm
-1, 1498.7cm
-1, 1457.8cm
-1The bands of a spectrum of wave number have proved the existence of phenyl ring; 1085.7cm
-1Be S=O symmetrical stretching vibration absorption peak in the sulfonic group, 1186.7cm
-1Be S=O asymmetrical stretching vibration absorption peak in the sulfonic group, these two key bands have proved sulfonic existence; 1855.2cm
-1, 1781.9cm
-1Existence proved the existence of anhydride bond, 1243.1cm
-1The absorption peak at place further specifies maleic anhydride and be pentacyclic structure, 1024.5cm in molecular chain
-1Be siloxane bond (characteristic peak Si-O-), 1243.1cm
-1, 806.1cm
-1Be-Si-CH
2-characteristic peak, as can be seen, this reaction product is the terpolymer of Sodium styrene sulfonate, 3-(methacryloxypropyl) propyl trimethoxy silicane and maleic anhydride from these characteristic peaks.Fig. 1 compares with infrared spectra, and from infrared spectra Fig. 2 as can be seen, it has had more 1630.4cm
-1, 812.7cm
-1, 3426.3cm
-1Characteristic peak, and 1630.4cm
-1, 812.7cm
-1The characteristic peak of two just keys, 3426.3cm
-1Be the characteristic peak of hydroxyl, the charateristic avsorption band 1722.1cm of while acrylate group
-1The enhancing of wave number proved increasing of ester group content, the disappearance of anhydride bond characteristic peak has illustrated that anhydride bond has participated in reaction, and these variations have proved that the reaction product in second step is exactly the terpolymer of the first step reaction gained and the condensation reaction of glycidyl methacrylate.Compare with 2 with infrared spectra Fig. 1, from infrared spectra Fig. 3 as can be seen, the existence of maximum and two keys of the disappearance of hydroxyl characteristic peak, ester group intensity has proved the final product product that to be exactly the condensation product that obtained in second step react with acroleic acid esterification.
Respectively above three products that obtain of step are dissolved in the tetrahydrofuran (THF), test the molecular weight of product respectively with gel permeation chromatography (GPC), the result shows: the GPC distribution plan of three products is unimodal distribution, and number-average molecular weight is respectively 6911,7177,7285.This explanation product is all cleaned, and has got rid of unreacted monomer small molecules, and products therefrom is polymer, has proved that simultaneously above-mentioned infrared data is in checking structural feasibility of polymerisate and reliability.
Embodiment 2
The preparation of nano level ultraviolet light polymerization digital painting printing ink
Earlier with light trigger isopropyl thioxanthone 3.5Kg, benzophenone 1.5Kg, N, N-mesitylenic acid ethyl ester 3.0Kg and reactive thinner 1,6-hexylene glycol double methacrylate 19Kg, isobornyl acrylate 9.0Kg, Viscoat 295 7.0Kg mixed dissolution, treat light trigger dissolve fully after again under the mixing speed of 1000r/min, add oligopolymer CN2201 17Kg successively, CN2302 6.5Kg, EB8101.5Kg, the acrylic ester synthesizing 9.4Kg of embodiment 1 preparation, dispersion stabilizer Disperbyk-1682.5Kg, defoamer Foamex 8100.1Kg, continue to stir 20min, obtain clarifying mixed solution; In another mixing tank, add the red mill base 20.0Kg of UV again, the rising rotating speed is to 2000r/min in the 2min, under the mixing speed situation of 2000r/min, slowly join in the mill base the above-mentioned clarification mixed solution that obtains then, the reinforced time of clarification mixed solution is 15min, after waiting to clarify mixed solution and adding fully, the rising mixing speed continues to stir 45min to 3000r/min, obtains nano level ultraviolet light polymerization digital painting printing ink.
Fig. 4 is the size distribution figure of above-mentioned preparation process gained printing ink.As can be seen, the maximum particle diameter of this nano level ultraviolet light polymerization digital painting printing ink is less than 600 nanometers from the size distribution figure.
Embodiment 3
Performance test
At first, under the situation of not adding the acrylic ester synthesizing that embodiment 1 makes, method and other proportion of raw materials with reference to embodiment 2, prepare another kind of ultraviolet light polymerization digital painting printing ink (hereinafter being designated as " printing ink B "), compare with nano level ultraviolet light polymerization digital painting printing ink (hereinafter being designated as " printing ink A "), thereby confirm the superiority of ink performance of the present invention vividerly with embodiment 2.
(1) stability test
Get each 100g of ink sample A and B respectively, place transparent vial, place 60 ℃ of constant temperature ovens to leave standstill 2 vials that ink sample is housed and deposit 6 days, take out vial after 6 days, observation can find that printing ink A does not have obvious demixing phenomenon, and the color of ink of printing ink top layer and bottom is identical, and printing ink B has slight demixing phenomenon, and the levels color is obviously different.
This presentation of results nano level ultraviolet light polymerization of the present invention digital painting printing ink stability in storage is better.
(2) applicability test
The figure series UV digit inkjet printer that flies that adopts that Shenyang HIKOUSEN company produces is gone up the machine air brushing to printing ink A and B respectively and is tested, and the readability of printing ink A is better as can be seen on the test strip of air brushing, and it is less to fly ink dot.
When adopting 4pass to solidify, the patterned surfaces that printing ink A prints is tack-free, and the pattern that printing ink B prints, when tangible finger mark occurring by the surface with light finger.
The above results illustrates that nano level ultraviolet light polymerization digital painting printing ink of the present invention has more superior surface tension and curing speed faster.
More than embodiments of the invention are had been described in detail, but described content only is preferred embodiment of the present invention, can not be considered to be used to limit practical range of the present invention.All equalizations according to the present patent application scope change and improve etc., all should belong within the scope of patent protection of the present invention.
Claims (7)
1. ultraviolet light polymerization digital painting printing ink, composed of the following components by weight percentage: reactive thinner 30～70%, oligopolymer 10～30%, acrylic ester synthesizing 5～10%, light trigger 4～12%, nano color paste 5～25%, dispersion stabilizer 2～10%, defoamer 0.01～0.5%;
The structural formula of described acrylic ester synthesizing is
Wherein, m is 10～20, and n is 1～3.
2. the described printing ink of claim 1 is characterized in that, the preparation of described acrylic ester synthesizing divided for three steps carried out: the first step, and the ternary of Sodium styrene sulfonate, 3-(methacryloxypropyl) propyl trimethoxy silicane and maleic anhydride is free-radical polymerized; Second step is by Sodium styrene sulfonate, 3-(methacryloxypropyl) propyl trimethoxy silicane and the multipolymer of maleic anhydride and the condensation reaction of glycidyl methacrylate of the first step; In the 3rd step, the condensation product and the vinylformic acid that are obtained by second step carry out esterification.
3. the described printing ink of claim 1, it is characterized in that, described reactive thinner is selected from (methyl) Hydroxyethyl acrylate, the different new ester of vinylformic acid, (methyl) isobornyl acrylate, vinylformic acid phenoxy ethyl, lauric acid methacrylic ester (LMA), 1,6 hexanediol diacrylate (HDDA), tripropylene glycol diacrylate (TPGDA), Viscoat 295 (TMPTA), tetramethylol methane tetraacrylate (PETA) and combination thereof.
4. the described printing ink of claim 1, it is characterized in that, described oligopolymer is selected from the acrylic resin of epoxy acrylate, urethane acrylate, polyester acrylate, polyether acrylate or acroleic acid esterification and the modified product of aforesaid propylene acid esters, and combination.
5. the described printing ink of claim 1 is characterized in that, described dispersion stabilizer is selected from Disperbyk-168, Disperbyk-161, Disperbyk-163, Disprs 680UV, Disprs 710 and combination thereof.
6. each described printing ink of claim 1-5 is characterized in that, described printing ink is nano level printing ink.
7. the preparation method of each described ultraviolet light polymerization digital painting printing ink of claim 1-6, comprise following steps: earlier with light trigger and reactive thinner mixed dissolution, treat light trigger dissolve fully after again under the mixing speed of 1000r/min, add oligopolymer, acrylic ester synthesizing, dispersion stabilizer, defoamer successively, stir and obtain clarifying mixed solution; In another mixing tank, add mill base, under the mixing speed of 2000r/min, slowly join in the mill base the above-mentioned clarification mixed solution that obtains, the reinforced time of clarification mixed solution is 10～30min, after waiting to clarify mixed solution and adding fully, rising mixing speed to 3000～3500r/min continues to stir 30～60min.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 201110078075 CN102093782B (en) | 2011-03-30 | 2011-03-30 | Ultraviolet-cured digital painting ink and preparation method thereof |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 201110078075 CN102093782B (en) | 2011-03-30 | 2011-03-30 | Ultraviolet-cured digital painting ink and preparation method thereof |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN102093782A true CN102093782A (en) | 2011-06-15 |
| CN102093782B CN102093782B (en) | 2013-01-23 |
Family
ID=44127054
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN 201110078075 Active CN102093782B (en) | 2011-03-30 | 2011-03-30 | Ultraviolet-cured digital painting ink and preparation method thereof |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN102093782B (en) |
Cited By (19)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102382514A (en) * | 2011-11-04 | 2012-03-21 | 江苏泰格油墨有限公司 | Ink for replacing aluminum foil lining paper and preparation method thereof |
| CN102382518A (en) * | 2011-11-23 | 2012-03-21 | 佛山市明朝科技开发有限公司 | Ceramic ink-jet ink with low viscosity and preparation method thereof |
| CN102558963A (en) * | 2012-01-04 | 2012-07-11 | 东莞劲胜精密组件股份有限公司 | Radiation curing printing ink capable of being directly jetted on surface of ultraviolet curing coating and preparation method thereof |
| CN103666028A (en) * | 2013-11-23 | 2014-03-26 | 铜陵方正塑业科技有限公司 | Ultraviolet curing glass printing ink for digital product and preparation method of ultraviolet curing glass printing ink |
| CN103666054A (en) * | 2013-11-25 | 2014-03-26 | 铜陵方正塑业科技有限公司 | UV-curable printing ink used for processing organic glass and preparation method thereof |
| CN103666030A (en) * | 2013-11-23 | 2014-03-26 | 铜陵方正塑业科技有限公司 | UV curing ink for printing of digital product touch screen glass and preparation method of UV curing ink |
| CN103666048A (en) * | 2013-11-25 | 2014-03-26 | 铜陵方正塑业科技有限公司 | Ultraviolet light cured printing ink with good adhesive attraction and folding strength and preparation method thereof |
| CN103666032A (en) * | 2013-11-23 | 2014-03-26 | 铜陵方正塑业科技有限公司 | Printing ink for ultraviolet light curing package printing and preparation method of printing ink |
| CN103666026A (en) * | 2013-11-25 | 2014-03-26 | 铜陵方正塑业科技有限公司 | UV (Ultraviolet) curing ink with excellent comprehensive property and preparation method thereof |
| CN104177918A (en) * | 2014-08-07 | 2014-12-03 | 深圳市顾康力化工有限公司 | Antibacterial mildewproof ink and preparation method thereof |
| CN104263063A (en) * | 2014-10-11 | 2015-01-07 | 武汉长盈通光电技术有限公司 | Optical fiber coloring ink with capacity of radiation curing |
| CN106497230A (en) * | 2016-11-03 | 2017-03-15 | 传美讯电子科技（珠海）有限公司 | A kind of digital printing UV inks using regulation and control resin |
| CN106590167A (en) * | 2016-11-03 | 2017-04-26 | 传美讯电子科技（珠海）有限公司 | UV crosslinked wide-color-gamut digital printing ink applicable to industrial piezoelectric nozzle and manufacturing method thereof |
| CN107177237A (en) * | 2017-06-08 | 2017-09-19 | 广州市恒广告有限公司 | A kind of UV jet inks and its production technology |
| CN108407484A (en) * | 2017-12-29 | 2018-08-17 | 东莞光群雷射科技有限公司 | A kind of UV transfer membranes and its production technology and application |
| CN108840977A (en) * | 2018-06-08 | 2018-11-20 | 常熟国和新材料有限公司 | A kind of ink resin |
| CN109440504A (en) * | 2018-12-03 | 2019-03-08 | 东莞长联新材料科技股份有限公司 | A kind of number PVA glue, preparation method and the PRINTED FABRIC containing it |
| CN110437792A (en) * | 2019-07-11 | 2019-11-12 | 广州慧谷工程材料有限公司 | Optical cement and preparation method thereof suitable for the fitting of curved surface polycarbonate plate |
| WO2022126586A1 (en) * | 2020-12-18 | 2022-06-23 | Dic Corporation | Ink |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5759967A (en) * | 1980-09-27 | 1982-04-10 | Dainippon Printing Co Ltd | Screen printing ink and screen printing method |
| CN1800275A (en) * | 2005-12-26 | 2006-07-12 | 中国印钞造币总公司 | Ultraviolet cured offset printing ink |
| JP2008189909A (en) * | 2007-01-11 | 2008-08-21 | Sumitomo Rubber Ind Ltd | Ink for reverse printing, method for reverse printing using the same ink, liquid crystal color filter and method for manufacturing liquid crystal color filter |
| CN101597352A (en) * | 2009-06-26 | 2009-12-09 | 北京化工大学 | Cross-linking type Sodium styrene sulfonate-maleic anhydride superpolymer and photopolymerization preparation method thereof |
-
2011
- 2011-03-30 CN CN 201110078075 patent/CN102093782B/en active Active
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5759967A (en) * | 1980-09-27 | 1982-04-10 | Dainippon Printing Co Ltd | Screen printing ink and screen printing method |
| CN1800275A (en) * | 2005-12-26 | 2006-07-12 | 中国印钞造币总公司 | Ultraviolet cured offset printing ink |
| JP2008189909A (en) * | 2007-01-11 | 2008-08-21 | Sumitomo Rubber Ind Ltd | Ink for reverse printing, method for reverse printing using the same ink, liquid crystal color filter and method for manufacturing liquid crystal color filter |
| CN101597352A (en) * | 2009-06-26 | 2009-12-09 | 北京化工大学 | Cross-linking type Sodium styrene sulfonate-maleic anhydride superpolymer and photopolymerization preparation method thereof |
Cited By (25)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102382514A (en) * | 2011-11-04 | 2012-03-21 | 江苏泰格油墨有限公司 | Ink for replacing aluminum foil lining paper and preparation method thereof |
| CN102382514B (en) * | 2011-11-04 | 2014-06-25 | 江苏泰格油墨有限公司 | Ink for replacing aluminum foil lining paper and preparation method thereof |
| CN102382518A (en) * | 2011-11-23 | 2012-03-21 | 佛山市明朝科技开发有限公司 | Ceramic ink-jet ink with low viscosity and preparation method thereof |
| CN102558963A (en) * | 2012-01-04 | 2012-07-11 | 东莞劲胜精密组件股份有限公司 | Radiation curing printing ink capable of being directly jetted on surface of ultraviolet curing coating and preparation method thereof |
| CN103666028B (en) * | 2013-11-23 | 2016-05-04 | 铜陵方正塑业科技有限公司 | A kind of ultraviolet curing glass printing ink for digital product and preparation method thereof |
| CN103666028A (en) * | 2013-11-23 | 2014-03-26 | 铜陵方正塑业科技有限公司 | Ultraviolet curing glass printing ink for digital product and preparation method of ultraviolet curing glass printing ink |
| CN103666030B (en) * | 2013-11-23 | 2016-05-04 | 铜陵方正塑业科技有限公司 | A kind of UV cured printing ink for digital product touch-screen glass printing and preparation method thereof |
| CN103666030A (en) * | 2013-11-23 | 2014-03-26 | 铜陵方正塑业科技有限公司 | UV curing ink for printing of digital product touch screen glass and preparation method of UV curing ink |
| CN103666032A (en) * | 2013-11-23 | 2014-03-26 | 铜陵方正塑业科技有限公司 | Printing ink for ultraviolet light curing package printing and preparation method of printing ink |
| CN103666032B (en) * | 2013-11-23 | 2016-05-04 | 铜陵方正塑业科技有限公司 | A kind of ultraviolet light polymerization packaging ink and preparation method thereof |
| CN103666048A (en) * | 2013-11-25 | 2014-03-26 | 铜陵方正塑业科技有限公司 | Ultraviolet light cured printing ink with good adhesive attraction and folding strength and preparation method thereof |
| CN103666026A (en) * | 2013-11-25 | 2014-03-26 | 铜陵方正塑业科技有限公司 | UV (Ultraviolet) curing ink with excellent comprehensive property and preparation method thereof |
| CN103666054A (en) * | 2013-11-25 | 2014-03-26 | 铜陵方正塑业科技有限公司 | UV-curable printing ink used for processing organic glass and preparation method thereof |
| CN104177918A (en) * | 2014-08-07 | 2014-12-03 | 深圳市顾康力化工有限公司 | Antibacterial mildewproof ink and preparation method thereof |
| CN104263063A (en) * | 2014-10-11 | 2015-01-07 | 武汉长盈通光电技术有限公司 | Optical fiber coloring ink with capacity of radiation curing |
| CN106590167B (en) * | 2016-11-03 | 2018-04-10 | 传美讯电子科技（珠海）有限公司 | Wide colour gamut digital printing ink of UV cross-linking types suitable for industrial piezoelectric type shower nozzle and preparation method thereof |
| CN106497230A (en) * | 2016-11-03 | 2017-03-15 | 传美讯电子科技（珠海）有限公司 | A kind of digital printing UV inks using regulation and control resin |
| CN106590167A (en) * | 2016-11-03 | 2017-04-26 | 传美讯电子科技（珠海）有限公司 | UV crosslinked wide-color-gamut digital printing ink applicable to industrial piezoelectric nozzle and manufacturing method thereof |
| CN107177237A (en) * | 2017-06-08 | 2017-09-19 | 广州市恒广告有限公司 | A kind of UV jet inks and its production technology |
| CN108407484A (en) * | 2017-12-29 | 2018-08-17 | 东莞光群雷射科技有限公司 | A kind of UV transfer membranes and its production technology and application |
| CN108840977A (en) * | 2018-06-08 | 2018-11-20 | 常熟国和新材料有限公司 | A kind of ink resin |
| CN109440504A (en) * | 2018-12-03 | 2019-03-08 | 东莞长联新材料科技股份有限公司 | A kind of number PVA glue, preparation method and the PRINTED FABRIC containing it |
| CN109440504B (en) * | 2018-12-03 | 2021-09-17 | 东莞长联新材料科技股份有限公司 | Digital white adhesive cement, preparation method thereof and printed fabric containing digital white adhesive cement |
| CN110437792A (en) * | 2019-07-11 | 2019-11-12 | 广州慧谷工程材料有限公司 | Optical cement and preparation method thereof suitable for the fitting of curved surface polycarbonate plate |
| WO2022126586A1 (en) * | 2020-12-18 | 2022-06-23 | Dic Corporation | Ink |
Also Published As
| Publication number | Publication date |
|---|---|
| CN102093782B (en) | 2013-01-23 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN102093782B (en) | Ultraviolet-cured digital painting ink and preparation method thereof | |
| CN101864204B (en) | Dedicated high-performance primer of ultraviolet-curing vacuum coating for reflector of automobile lamps | |
| CN102286230B (en) | Ultraviolet curable ink and preparation method thereof | |
| CN102649895B (en) | Ultraviolet light-heat dual-curing gloss oil, and preparation method and application thereof | |
| CN105176371B (en) | Ultraviolet-curing paint and preparation method and ultra-hydrophilic transparent antifogging coating and preparation method | |
| CN101356452B (en) | Resin composition for optical material, resin film for optical material, and optical waveguide | |
| CN102492330B (en) | Ultraviolet (UV) photocurable inkjet ink for glass substrate and preparation method for UV photocurable inkjet ink | |
| CN101809046A (en) | Photocurable composition, method for producing fine patterned body, and optical device | |
| CN100503757C (en) | Ultraviolet light solidifying paint containing POSS and its preparation method | |
| CN104910344A (en) | Preparation method of rapid UV-cured fluorine-containing hydrophobic polyurethane elastic coating layer | |
| CN102174283B (en) | Nanoscale ultraviolet curing ink jet drawing color paste and preparation method thereof | |
| CN102070984A (en) | Stain-resisting ultraviolet curing painting | |
| CN103614067B (en) | The preparation method of the anti-scratch colored coating of a kind of high rigidity, protective membrane and the anti-scratch colored protective membrane of high rigidity | |
| CN102206297B (en) | Low polymer for ultraviolet light cured coating and printing ink, and preparation method thereof | |
| CN106634761A (en) | Ultraviolet-light curing composition and master pattern preparation method | |
| CN107513309B (en) | Three-dimensionally shaped photocuring transparent ink composition and its preparation method and application | |
| CN104371508A (en) | Weather-resistant coating composite film | |
| CN109504164A (en) | A kind of LED light curing metal decorating ink and preparation method thereof | |
| WO2022267462A1 (en) | Ink, and preparation method and curing method therefor | |
| CN104829776A (en) | Resin for UV-cured strippable protection film, preparation method and applications thereof | |
| CN111117341A (en) | Preparation method of UV ink film | |
| CN106497438A (en) | A kind of attaching capacitive touch screens photo-thermal dual curable optical adhesive | |
| CN109988540B (en) | LED light-cured adhesive composition, transfer-printed curing adhesive and preparation method | |
| CN102265212B (en) | Display panels sealing Photocurable composition and display panels | |
| CN102558927A (en) | UV cured metallic paint for plastics |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C06 | Publication | ||
| PB01 | Publication | ||
| C10 | Entry into substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| C14 | Grant of patent or utility model | ||
| GR01 | Patent grant | ||
| ASS | Succession or assignment of patent right |
Owner name: JIANGSU JIFU NEW MATERIAL CO., LTD. Free format text: FORMER OWNER: BEIJING GOD ULTRAVIST COLOR INKJET MATERIAL TECHNOLOGY CO., LTD. Effective date: 20130608 |
|
| C41 | Transfer of patent application or patent right or utility model | ||
| C53 | Correction of patent of invention or patent application | ||
| CB03 | Change of inventor or designer information |
Inventor after: Ge Ya Inventor before: Liang Pengzong Inventor before: Meng Zhun |
|
| COR | Change of bibliographic data |
Free format text: CORRECT: ADDRESS; FROM: 100076 DAXING, BEIJING TO: 223700 SUQIAN, JIANGSU PROVINCE Free format text: CORRECT: INVENTOR; FROM: LIANG PENGZONG MENG ZHUN TO: GE YA |
|
| TR01 | Transfer of patent right |
Effective date of registration: 20130608 Address after: 223700 No. 15, Zhejiang Road, East Development Zone, Siyang County, Jiangsu Patentee after: Jiangsu Jifu New Material Co., Ltd. Address before: 100076, A building, room 12, Hongda North Road, Daxing District Economic Development Zone, Beijing, 806 Patentee before: Beijing God Ultravist color inkjet Material Technology Co., Ltd. |
|
| CP03 | Change of name, title or address |
Address after: 223700 Zhejiang Road, East Development Zone, Siyang County, Suqian City, Jiangsu 15 Patentee after: JIANGSU JOYFUL NEW MATERIAL CO., LTD. Address before: 223700 No. 15, Zhejiang Road, East Development Zone, Siyang County, Jiangsu Patentee before: Jiangsu Jifu New Material Co., Ltd. |
|
| CP03 | Change of name, title or address |