CN100577753C - Ultraviolet light cured printing ink - Google Patents
Ultraviolet light cured printing ink Download PDFInfo
- Publication number
- CN100577753C CN100577753C CN 200510027125 CN200510027125A CN100577753C CN 100577753 C CN100577753 C CN 100577753C CN 200510027125 CN200510027125 CN 200510027125 CN 200510027125 A CN200510027125 A CN 200510027125A CN 100577753 C CN100577753 C CN 100577753C
- Authority
- CN
- China
- Prior art keywords
- printing ink
- pigment
- ultraviolet light
- acrylate
- light cured
- 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.)
- Expired - Fee Related
Links
- 238000007639 printing Methods 0.000 title claims abstract description 43
- 239000003960 organic solvent Substances 0.000 claims abstract description 4
- -1 acrylic ester Chemical class 0.000 claims description 32
- 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 24
- 239000000049 pigment Substances 0.000 claims description 23
- 239000004593 Epoxy Substances 0.000 claims description 16
- 239000000203 mixture Substances 0.000 claims description 16
- PSGCQDPCAWOCSH-UHFFFAOYSA-N (4,7,7-trimethyl-3-bicyclo[2.2.1]heptanyl) prop-2-enoate Chemical group C1CC2(C)C(OC(=O)C=C)CC1C2(C)C PSGCQDPCAWOCSH-UHFFFAOYSA-N 0.000 claims description 14
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical class C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 claims description 13
- 150000001875 compounds Chemical class 0.000 claims description 10
- UHESRSKEBRADOO-UHFFFAOYSA-N ethyl carbamate;prop-2-enoic acid Chemical class OC(=O)C=C.CCOC(N)=O UHESRSKEBRADOO-UHFFFAOYSA-N 0.000 claims description 9
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims description 8
- 125000004386 diacrylate group Chemical group 0.000 claims description 8
- 239000000178 monomer Substances 0.000 claims description 8
- LWRBVKNFOYUCNP-UHFFFAOYSA-N 2-methyl-1-(4-methylsulfanylphenyl)-2-morpholin-4-ylpropan-1-one Chemical compound C1=CC(SC)=CC=C1C(=O)C(C)(C)N1CCOCC1 LWRBVKNFOYUCNP-UHFFFAOYSA-N 0.000 claims description 6
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-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 6
- 229960005274 benzocaine Drugs 0.000 claims description 6
- 239000004258 Ethoxyquin Substances 0.000 claims description 5
- 239000006096 absorbing agent Substances 0.000 claims description 5
- 125000005396 acrylic acid ester group Chemical group 0.000 claims description 5
- 150000001412 amines Chemical class 0.000 claims description 5
- 239000003795 chemical substances by application Substances 0.000 claims description 5
- XCJYREBRNVKWGJ-UHFFFAOYSA-N copper(II) phthalocyanine Chemical compound [Cu+2].C12=CC=CC=C2C(N=C2[N-]C(C3=CC=CC=C32)=N2)=NC1=NC([C]1C=CC=CC1=1)=NC=1N=C1[C]3C=CC=CC3=C2[N-]1 XCJYREBRNVKWGJ-UHFFFAOYSA-N 0.000 claims description 5
- 235000014113 dietary fatty acids Nutrition 0.000 claims description 5
- DECIPOUIJURFOJ-UHFFFAOYSA-N ethoxyquin Chemical compound N1C(C)(C)C=C(C)C2=CC(OCC)=CC=C21 DECIPOUIJURFOJ-UHFFFAOYSA-N 0.000 claims description 5
- 229940093500 ethoxyquin Drugs 0.000 claims description 5
- 235000019285 ethoxyquin Nutrition 0.000 claims description 5
- 239000000194 fatty acid Substances 0.000 claims description 5
- 229930195729 fatty acid Natural products 0.000 claims description 5
- 239000000463 material Substances 0.000 claims description 5
- 239000003504 photosensitizing agent Substances 0.000 claims description 5
- 239000013008 thixotropic agent Substances 0.000 claims description 5
- AZQWKYJCGOJGHM-UHFFFAOYSA-N 1,4-benzoquinone Chemical compound O=C1C=CC(=O)C=C1 AZQWKYJCGOJGHM-UHFFFAOYSA-N 0.000 claims description 4
- 239000000654 additive Substances 0.000 claims description 4
- 239000013530 defoamer Substances 0.000 claims description 4
- 229920000642 polymer Polymers 0.000 claims description 4
- GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 claims description 4
- UHFFVFAKEGKNAQ-UHFFFAOYSA-N 2-benzyl-2-(dimethylamino)-1-(4-morpholin-4-ylphenyl)butan-1-one Chemical compound C=1C=C(N2CCOCC2)C=CC=1C(=O)C(CC)(N(C)C)CC1=CC=CC=C1 UHFFVFAKEGKNAQ-UHFFFAOYSA-N 0.000 claims description 3
- RIWRBSMFKVOJMN-UHFFFAOYSA-N 2-methyl-1-phenylpropan-2-ol Chemical group CC(C)(O)CC1=CC=CC=C1 RIWRBSMFKVOJMN-UHFFFAOYSA-N 0.000 claims description 3
- FIHBHSQYSYVZQE-UHFFFAOYSA-N 6-prop-2-enoyloxyhexyl prop-2-enoate Chemical group C=CC(=O)OCCCCCCOC(=O)C=C FIHBHSQYSYVZQE-UHFFFAOYSA-N 0.000 claims description 3
- 230000000996 additive effect Effects 0.000 claims description 3
- 239000006229 carbon black Substances 0.000 claims description 3
- PODOEQVNFJSWIK-UHFFFAOYSA-N diphenylphosphoryl-(2,4,6-trimethoxyphenyl)methanone Chemical compound COC1=CC(OC)=CC(OC)=C1C(=O)P(=O)(C=1C=CC=CC=1)C1=CC=CC=C1 PODOEQVNFJSWIK-UHFFFAOYSA-N 0.000 claims description 3
- 239000004408 titanium dioxide Substances 0.000 claims description 3
- QNODIIQQMGDSEF-UHFFFAOYSA-N (1-hydroxycyclohexyl)-phenylmethanone Chemical compound C=1C=CC=CC=1C(=O)C1(O)CCCCC1 QNODIIQQMGDSEF-UHFFFAOYSA-N 0.000 claims description 2
- VFZKVQVQOMDJEG-UHFFFAOYSA-N 2-prop-2-enoyloxypropyl prop-2-enoate Chemical class C=CC(=O)OC(C)COC(=O)C=C VFZKVQVQOMDJEG-UHFFFAOYSA-N 0.000 claims description 2
- JIGUICYYOYEXFS-UHFFFAOYSA-N 3-tert-butylbenzene-1,2-diol Chemical compound CC(C)(C)C1=CC=CC(O)=C1O JIGUICYYOYEXFS-UHFFFAOYSA-N 0.000 claims description 2
- IAXXETNIOYFMLW-COPLHBTASA-N [(1s,3s,4s)-4,7,7-trimethyl-3-bicyclo[2.2.1]heptanyl] 2-methylprop-2-enoate Chemical compound C1C[C@]2(C)[C@@H](OC(=O)C(=C)C)C[C@H]1C2(C)C IAXXETNIOYFMLW-COPLHBTASA-N 0.000 claims description 2
- 229920006222 acrylic ester polymer Polymers 0.000 claims description 2
- QRUDEWIWKLJBPS-UHFFFAOYSA-N benzotriazole Chemical compound C1=CC=C2N[N][N]C2=C1 QRUDEWIWKLJBPS-UHFFFAOYSA-N 0.000 claims description 2
- 239000012964 benzotriazole Substances 0.000 claims description 2
- 229940125898 compound 5 Drugs 0.000 claims description 2
- VPWFPZBFBFHIIL-UHFFFAOYSA-L disodium 4-[(4-methyl-2-sulfophenyl)diazenyl]-3-oxidonaphthalene-2-carboxylate Chemical compound [Na+].[Na+].[O-]S(=O)(=O)C1=CC(C)=CC=C1N=NC1=C(O)C(C([O-])=O)=CC2=CC=CC=C12 VPWFPZBFBFHIIL-UHFFFAOYSA-L 0.000 claims description 2
- GMSCBRSQMRDRCD-UHFFFAOYSA-N dodecyl 2-methylprop-2-enoate Chemical compound CCCCCCCCCCCCOC(=O)C(C)=C GMSCBRSQMRDRCD-UHFFFAOYSA-N 0.000 claims description 2
- 229940119545 isobornyl methacrylate Drugs 0.000 claims description 2
- PBOSTUDLECTMNL-UHFFFAOYSA-N lauryl acrylate Chemical compound CCCCCCCCCCCCOC(=O)C=C PBOSTUDLECTMNL-UHFFFAOYSA-N 0.000 claims description 2
- NWVVVBRKAWDGAB-UHFFFAOYSA-N p-methoxyphenol Chemical group COC1=CC=C(O)C=C1 NWVVVBRKAWDGAB-UHFFFAOYSA-N 0.000 claims description 2
- 238000006253 efflorescence Methods 0.000 abstract description 3
- 206010037844 rash Diseases 0.000 abstract description 3
- 238000005336 cracking Methods 0.000 abstract description 2
- 238000002845 discoloration Methods 0.000 abstract 1
- 238000010790 dilution Methods 0.000 description 21
- 239000012895 dilution Substances 0.000 description 21
- 125000001931 aliphatic group Chemical group 0.000 description 13
- 239000004925 Acrylic resin Substances 0.000 description 12
- 229920000178 Acrylic resin Polymers 0.000 description 12
- 150000002148 esters Chemical class 0.000 description 11
- 239000000126 substance Substances 0.000 description 11
- 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 10
- GTCAXTIRRLKXRU-UHFFFAOYSA-N methyl carbamate Chemical compound COC(N)=O GTCAXTIRRLKXRU-UHFFFAOYSA-N 0.000 description 10
- 239000003973 paint Substances 0.000 description 10
- 229910004298 SiO 2 Inorganic materials 0.000 description 9
- JZMPIUODFXBXSC-UHFFFAOYSA-N ethyl carbamate;prop-2-enoic acid Chemical compound OC(=O)C=C.OC(=O)C=C.CCOC(N)=O JZMPIUODFXBXSC-UHFFFAOYSA-N 0.000 description 8
- KCTAWXVAICEBSD-UHFFFAOYSA-N prop-2-enoyloxy prop-2-eneperoxoate Chemical compound C=CC(=O)OOOC(=O)C=C KCTAWXVAICEBSD-UHFFFAOYSA-N 0.000 description 8
- CSCPPACGZOOCGX-UHFFFAOYSA-N acetone Substances CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 7
- 238000001723 curing Methods 0.000 description 7
- 238000007650 screen-printing Methods 0.000 description 7
- SITYOOWCYAYOKL-UHFFFAOYSA-N 2-[4,6-bis(2,4-dimethylphenyl)-1,3,5-triazin-2-yl]-5-(3-dodecoxy-2-hydroxypropoxy)phenol Chemical compound OC1=CC(OCC(O)COCCCCCCCCCCCC)=CC=C1C1=NC(C=2C(=CC(C)=CC=2)C)=NC(C=2C(=CC(C)=CC=2)C)=N1 SITYOOWCYAYOKL-UHFFFAOYSA-N 0.000 description 6
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 6
- QOSMNYMQXIVWKY-UHFFFAOYSA-N Propyl levulinate Chemical compound CCCOC(=O)CCC(C)=O QOSMNYMQXIVWKY-UHFFFAOYSA-N 0.000 description 6
- 150000004996 alkyl benzenes Chemical class 0.000 description 6
- 238000000034 method Methods 0.000 description 6
- 239000002480 mineral oil Substances 0.000 description 6
- 235000010446 mineral oil Nutrition 0.000 description 6
- 239000003607 modifier Substances 0.000 description 6
- 239000002904 solvent Substances 0.000 description 6
- CTJNIFYNYXUFFE-UHFFFAOYSA-N 6-prop-2-enoyloxyhexyl prop-2-enoate Chemical compound C(C=C)(=O)OCCCCCCOC(C=C)=O.C(C=C)(=O)OCCCCCCOC(C=C)=O CTJNIFYNYXUFFE-UHFFFAOYSA-N 0.000 description 5
- HUFIRBOBXZUFPV-UHFFFAOYSA-N benzene-1,3-diol Chemical compound OC1=CC=CC(O)=C1.OC1=CC=CC(O)=C1 HUFIRBOBXZUFPV-UHFFFAOYSA-N 0.000 description 5
- RSOILICUEWXSLA-UHFFFAOYSA-N bis(1,2,2,6,6-pentamethylpiperidin-4-yl) decanedioate Chemical compound C1C(C)(C)N(C)C(C)(C)CC1OC(=O)CCCCCCCCC(=O)OC1CC(C)(C)N(C)C(C)(C)C1 RSOILICUEWXSLA-UHFFFAOYSA-N 0.000 description 5
- 230000004048 modification Effects 0.000 description 5
- 238000012986 modification Methods 0.000 description 5
- FZUGPQWGEGAKET-UHFFFAOYSA-N parbenate Chemical compound CCOC(=O)C1=CC=C(N(C)C)C=C1 FZUGPQWGEGAKET-UHFFFAOYSA-N 0.000 description 5
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 4
- 239000011248 coating agent Substances 0.000 description 4
- 238000000576 coating method Methods 0.000 description 4
- 230000005855 radiation Effects 0.000 description 4
- 239000002966 varnish Substances 0.000 description 4
- 239000012752 auxiliary agent Substances 0.000 description 3
- SOGAXMICEFXMKE-UHFFFAOYSA-N Butylmethacrylate Chemical compound CCCCOC(=O)C(C)=C SOGAXMICEFXMKE-UHFFFAOYSA-N 0.000 description 2
- 230000032683 aging Effects 0.000 description 2
- 238000003556 assay Methods 0.000 description 2
- VFHVQBAGLAREND-UHFFFAOYSA-N diphenylphosphoryl-(2,4,6-trimethylphenyl)methanone Chemical compound CC1=CC(C)=CC(C)=C1C(=O)P(=O)(C=1C=CC=CC=1)C1=CC=CC=C1 VFHVQBAGLAREND-UHFFFAOYSA-N 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 238000000227 grinding Methods 0.000 description 2
- 230000003647 oxidation Effects 0.000 description 2
- 238000007254 oxidation reaction Methods 0.000 description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 2
- 238000006116 polymerization reaction Methods 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- 229910052724 xenon Inorganic materials 0.000 description 2
- FHNFHKCVQCLJFQ-UHFFFAOYSA-N xenon atom Chemical compound [Xe] FHNFHKCVQCLJFQ-UHFFFAOYSA-N 0.000 description 2
- 229920005479 Lucite® Polymers 0.000 description 1
- 229920001730 Moisture cure polyurethane Polymers 0.000 description 1
- 206010034972 Photosensitivity reaction Diseases 0.000 description 1
- 229910010413 TiO 2 Inorganic materials 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
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 239000002131 composite material Substances 0.000 description 1
- 230000002950 deficient Effects 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- YMCOIFVFCYKISC-UHFFFAOYSA-N ethoxy-[2-(2,4,6-trimethylbenzoyl)phenyl]phosphinic acid Chemical compound CCOP(O)(=O)c1ccccc1C(=O)c1c(C)cc(C)cc1C YMCOIFVFCYKISC-UHFFFAOYSA-N 0.000 description 1
- 238000001125 extrusion Methods 0.000 description 1
- 238000005562 fading Methods 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 239000012467 final product Substances 0.000 description 1
- 238000007647 flexography Methods 0.000 description 1
- 239000010977 jade Substances 0.000 description 1
- 239000004922 lacquer Substances 0.000 description 1
- 239000004816 latex Substances 0.000 description 1
- 229920000126 latex Polymers 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- UJRDRFZCRQNLJM-UHFFFAOYSA-N methyl 3-[3-(benzotriazol-2-yl)-5-tert-butyl-4-hydroxyphenyl]propanoate Chemical compound CC(C)(C)C1=CC(CCC(=O)OC)=CC(N2N=C3C=CC=CC3=N2)=C1O UJRDRFZCRQNLJM-UHFFFAOYSA-N 0.000 description 1
- ZDHCZVWCTKTBRY-UHFFFAOYSA-N omega-Hydroxydodecanoic acid Natural products OCCCCCCCCCCCC(O)=O ZDHCZVWCTKTBRY-UHFFFAOYSA-N 0.000 description 1
- WKGDNXBDNLZSKC-UHFFFAOYSA-N oxido(phenyl)phosphanium Chemical compound O=[PH2]c1ccccc1 WKGDNXBDNLZSKC-UHFFFAOYSA-N 0.000 description 1
- 238000000016 photochemical curing Methods 0.000 description 1
- 230000036211 photosensitivity Effects 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 229920005906 polyester polyol Polymers 0.000 description 1
- 239000004926 polymethyl methacrylate Substances 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 230000001105 regulatory effect Effects 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 230000008719 thickening Effects 0.000 description 1
- 238000009281 ultraviolet germicidal irradiation Methods 0.000 description 1
- 150000003673 urethanes Chemical class 0.000 description 1
Landscapes
- Inks, Pencil-Leads, Or Crayons (AREA)
Abstract
The invention discloses the ultra-violet light solidified printing ink. The ultra-violet light solidified printing ink hasn't volatile organic solvent, avoiding the pollution and improving the durability and flexible. The invention uses the national standard GB/T 1731-93 to test, and the baseboard uses soft PVC film. The invention uses national standard GB/T 1766-95 to test durability, and uses GB/T 1865-97 to test printing ink. The flexible is 1mm, the discoloration is 2 grade, the efflorescence is 0 grade, and the cracking is 0 grade.
Description
Technical field
The present invention relates to a kind of printing-ink, relate in particular to a kind of by ultraviolet light polymerization mode exsiccant screen printing ink.
Background technology
Ultraviolet light polymerization printing screen printing ink is that the mode by silk screen printing prints on the base material, and finishes curing reaction by the ultraviolet curing mode, forms final product.Compare with the traditional volatile dry or the printing-ink of oxidation drying, ultraviolet light cured printing ink does not contain volatile organic solvent (VOC), has therefore avoided the pollution to water and air.
UV curable ink not only has the advantage of environmental protection, and has the fast characteristics of curing speed, can increase substantially production efficiency, has adapted to the requirement of Modern High-Speed printing.
Silk screen printing is from by the sdueegee fashion of extrusion printing ink being transferred to a kind of mode of printing on the stock from the printing forme hole.Forme is constituted with softish silk screen and photosensitivity latex, and printing equipment mostly is the urethanes scraper plate.Silk screen printing not only can be used for planographic, and can be used for flexography, therefore at plastic containers, also can print above the glasswork etc.Silk screen printing is widely used in various artworks as a kind of mode of printing flexibly, pottery, fields such as woodwork, electronics, machinery.
But also there are some shortcomings in UV curable ink itself, and is relatively poor as the weather resistance of resin, also brings problems such as snappiness is relatively poor in the time of high curing rate.Patent CN1387555A discloses a kind of ultraviolet cured paint composition and has made and methods for using them, has the outward appearance and the use properties of improvement, but weather resistance is not had clear and definite improving one's methods.Patent CN1092458C discloses a kind of ultraviolet-curing paint of not flavescence, and this coating is mainly used in Lacquer finish and uses, and does not propose clear and definite solution at fading of pigment.Because printing-ink is compared with coating, painted requirement and use properties are required bigger difference, so these methods can not solve the endurance issues of ultraviolet light cured printing ink fully.
Summary of the invention
The technical issues that need to address of the present invention are to disclose a kind of ultraviolet light cured printing ink, to overcome the above-mentioned defective that prior art exists.
The component of ultraviolet light cured printing ink of the present invention and the degree of weight comprise:
Epoxy acrylic ester compound 5%～20%
Urethane acrylate class prepolymer 10%～40%
Pure acrylic acid ester prepolymer 2%～20%.
Light trigger 1～10%
Photosensitizers 0.25～1%
Tinting material 1～5%
Simple function and/or multifunctional acrylate functional monomer 1～30%
Uv-absorbing agent 0.5～3%
Photostabilizer 0.5～3%.
Modified additive 1～10%
Thixotropic agent 5～15nm SiO
20.5～1%
Stopper 0.1～1%.
In UV photocuring printing-ink, acrylic ester prepolymer is main moiety, and its total content is about 20%～60% of ink composite.Acrylic ester prepolymer commonly used is an epoxy acrylate.It is fast that epoxy acrylate class prepolymer has curing speed, the glossiness advantages of higher, but exist paint film flexibility poor, shortcomings such as poor durability, its content is 5%～20%.What the present invention was selected is the amine modified epoxy acrylic ester, fatty acid modified epoxy acrylate and modified bisphenol A epoxy diacrylate, preferred modified epoxy acrylic ester compounds is that the trade mark that Changxing Chemical Industry Co Ltd (Eternal) produces is 6215-100 (100% modified epoxy acrylic ester), 622A-80 (with the fatty acid modified epoxy diacrylate of 20% tripropylene glycol diacrylate dilution), 623-100 (100% modified bisphenol A epoxy diacrylate), 623A-80 (with the modified bisphenol A epoxy diacrylate of 20% tripropylene glycol diacrylate dilution), 6231A-80 (with the modified bisphenol A epoxy diacrylate of 20% tripropylene glycol diacrylate dilution), the trade mark that Ucb company produces is Ebecryl 3701 (bisphenol A epoxy acrylate of modification), Ebecryl 3702 (fatty acid modified epoxy acrylate), Ebecryl 3703 (bisphenol A epoxy acrylate of amine modification), the trade mark that Sartomer company produces is CN 2100 (epoxy acrylate of amine modification), CN2101 (fatty acid modified epoxy acrylate) can select a kind of or its mixture wherein for use;
Because the weather resistance of epoxy acrylate is relatively poor, in order to improve the weather resistance of paint film, need to add all urethane acrylate class prepolymers preferably of snappiness and weather resistance, its content is 10%～40%, preferred polyurethane prepolymers is an aliphatic urethane acrylate class prepolymer, alternative this compounds comprises that the trade mark that Changxing Chemical Industry Co Ltd (Eternal) produces is 611A-85 (with the aliphatic urethane diacrylate of 15% tripropylene glycol diacrylate dilution), 611B-85 is (with 15%1, the aliphatic urethane diacrylate of 6-hexanediyl ester dilution), 6132 (based on the aliphatic urethane acrylates of polyester polyol), 6142H-80 (with the aliphatic urethane acrylate of 20% ethoxyquin Viscoat 295 dilution), the trade mark that Ucb company produces is Ebecryl 230 (a high-molecular weight aliphatic urethane diacrylate), Ebecryl 270 (aliphatic urethane diacrylate), Ebecryl 280/15IB (with the aliphatic urethane diacrylate of 15% isobornyl acrylate dilution), Ebecryl 245 (with the aliphatic urethane diacrylate of 25% tripropylene glycol diacrylate dilution), the trade mark that Sartomer company produces is CN 959 (propenoic methyl carbamate), CN962 (propenoic methyl carbamate), CN965 (propenoic methyl carbamate), CN980 (propenoic methyl carbamate), BASF UA19T (with the aliphatic urethane acrylate of 35% tripropylene glycol diacrylate dilution), LR8987 is (with 30%1, the aliphatic urethane acrylate of 6-hexanediyl ester dilution), can select a kind of or its mixture wherein for use;
Angle from further raising weather resistance, ultraviolet light cured printing ink composition provided by the invention has also added the good pure acrylic acid ester prepolymer of weather resistance, the chemical name of said pure acrylic acid ester prepolymer is an acrylic ester polymer, alternative this compounds comprises that the trade mark that Changxing Chemical Industry Co Ltd produces is that (Eternal) 6530B-40 is (with 60%1, the pure acrylic resin of 6-hexanediyl ester dilution), the Ebecryl of Ucb company 745 is (with 25% tripropylene glycol diacrylate and 25%1, the pure acrylic resin of 6-hexanediyl ester dilution), Ebceryl 754 is (with 30%1, the pure acrylic resin of 6-hexanediyl ester dilution), the trade mark that fine jade color special international (Lucite International) is produced is Elvacite 4026 (multipolymer of methyl methacrylate and tripropylene glycol diacrylate), Elvacite 4036 (multipolymer of methyl methacrylate and n-BMA) can select a kind of or its mixture wherein for use;
Ultraviolet light cured printing ink provided by the invention mainly is applicable to silk screen printing, can add one or more coloured compositions according to print request.Selected coloured composition should have higher fast light rank, and its fast light rank should be more than or equal to 6.Alternative pigment comprises Pigment Yellow 73 74 (the with number pigment title of this section is international pigment index, Color Index Inernational), Pigment Yellow 73 110, pigment Yellow 12 8, pigment red 122, Pigment red 202, pigment Blue 15: 3, pigment Blue 15: 4, pigment Green 7, pigment violet 19, pigment orange 61, other pigment also comprise carbon black, titanium dioxide.Used coloured composition can be one or more of above listed raw material.
UV-light printing-ink disclosed by the invention contain simple function and (or) multifunctional acrylate functional monomer, to adjust the viscosity of printing-ink, promote the curing speed of printing-ink, selected acrylate functional monomer should have weather resistance and chemical stability preferably, simple function acrylate functional monomer is selected from isobornyl acrylate (IBOA), isobornyl methacrylate, vinylformic acid hydroxyl cyclohexyl, lauryl acrylate or lauryl methacrylate(LMA);
Multifunctional acrylate functional monomer is selected from 1,6-hexanediyl ester (HDDA), two propylene glycol diacrylates (DPGDA) that contract, tripropylene glycol diacrylate (TPGDA), ethoxyquin 1, the 6-hexanediyl ester, Viscoat 295 (TMPTA) or ethoxyquin Viscoat 295;
For ultraviolet light cured printing ink provided by the present invention can be solidified rapidly, need to add a certain amount of light trigger and photosensitizers usually under UV-irradiation.Light trigger is selected from the Darocur1173 of Ciba company (2-methyl-2-hydroxyl-1-phenyl-1-acetone), Irgacure184 (1-hydroxy-cyclohexyl phenyl ketone), Irgacure907 (2-methyl isophthalic acid-(4-methylthio group phenyl)-2-morpholine-1-acetone), Irgacure369 (2-dimethylin-1-[4-(4-morpholine) phenyl]-2-phenyl methyl-1-butanone), Irgacure819 (two (2,4, the 6-trimethylbenzoyl) phenyl phosphine oxide), the Lucirin TPO of BASF AG (2,4,6-trimethylbenzoyl-diphenyl phosphine oxide), Lucirin TPO-L (2,4,6-trimethylbenzoyl phenyl-phosphonic acid ethyl ester), the ITX (isopropyl thioxanthone) of first chemistry (First Chemical Corporation) etc.;
Preferred photosensitizers is 4-dimethyl ethyl aminobenzoate (EDAB).
For improving the weather resistance of printing-ink, ultraviolet light cured printing ink provided by the invention has added uv-absorbing agent and photostabilizer, and uv-absorbing agent is selected from the Tinuvin 400 (triaizine compounds) of Ciba company, Tinuvin1130 (benzotriazole cpd), photostabilizer is selected from Ciba company's T inuvin 292 (two-(1,2,2,6,6-pentamethyl--4-piperidyl)-and sebate), Tinuvin 123 is (two-(1-octyloxy-2,2,6,6-tetramethyl--4-piperidyl)-sebate).
For improving the printing performance and the storge quality of printing ink, ultraviolet light cured printing ink provided by the invention has added various modified additives, as flow agent, and defoamer and stablizer etc.Alternative defoamer comprises the high molecular polymer that contains siloxanes or do not contain siloxanes, the EFKA-2722 (is the organosilicon and the mineral oil modifier of solvent with acetate methoxyl group propyl ester/alkylbenzene) of preferred EFKA auxiliary agent company, alternative flow agent comprises the high molecular polymer that contains siloxanes or do not contain siloxanes, the EFKA-3777 (fluorine-carbon modified acrylic resin) of preferred EFKA auxiliary agent company.
Added auxiliary agent such as the thixotropic agent of regulating the ink printing performance in the ultraviolet light cured printing ink composition provided by the present invention, preferred thickening thixotropic agent is the SiO of 5～15nm
2
Also added the stopper that ink storage stability is provided in the ultraviolet light cured printing ink composition provided by the invention, stopper is selected from MEHQ, Resorcinol, compounds such as tert-butyl catechol or para benzoquinone;
Ultraviolet light cured printing ink provided by the present invention can adopt the three-roller abrasive method to produce, and the present invention does not specifically limit the mode of grinding, the addition sequence of material etc.To the ink product after grinding, its fineness should be less than 5 μ, preferably less than 3 μ.
Compare with the traditional volatile dry or the printing-ink of oxidation drying, ultraviolet light cured printing ink does not contain volatile organic solvent (VOC), has therefore avoided the pollution to water and air, has improved the weather resistance and the snappiness of printing ink simultaneously.
Adopt standard GB/T 1731-93 " the paint film flexibility assay method is to the snappiness of printing ink " to test, different is, and base plate adopts is soft pvc film.Film durability is to adopt standard GB/T 1766-95 " ranking method of paint and varnish coating aging ", GB/T 1865-97 " paint and varnish artificial weathering and man-made radiation expose (filterable xenon arc radiation) " detects printing ink of the present invention, the result shows, snappiness is 1mm, 2 grades of variable colors (light discolouration), 0 grade of efflorescence (no efflorescence), ftracture 0 grade (not having cracking).
Embodiment
Embodiment 1
Ultraviolet light cured printing ink-redness
| Composition | Chemical name | Approximate quantity, weight % |
| Eternal 6215-100 | 100% modified epoxy acrylic ester | 8 |
| Eternal 611A-85 | Aliphatic urethane diacrylate with the dilution of 15% tripropylene glycol diacrylate | 38 |
| Elvacite 4026 | The multipolymer of methyl methacrylate and tripropylene glycol diacrylate | 5 |
| HDDA | 1,6 hexanediol diacrylate | 16 |
| IBOA | Isobornyl acrylate | 7 |
| TPGDA | The tripropylene glycol diacrylate | 5 |
| Irgacure 907 | 2-methyl isophthalic acid-(4-methylthio group phenyl)-2-morpholine-1-acetone | 5 |
| ITX | Isopropyl thioxanthone | 2 |
| EDAB | The 4-dimethyl ethyl aminobenzoate | 1.5 |
| Pigment red 122 | 3.5 | |
| SiO 2 | SiO 2 | 1 |
| EFKA-2722 | Acetate methoxyl group propyl ester/alkylbenzene is the organosilicon and the mineral oil modifier of solvent | 0.5 |
| EFKA-3777 | Fluorine-carbon modified acrylic resin | 0.5 |
| Tinuvin 400 | Triaizine compounds | 3 |
| Tinuvin 292 | Two-(1,2,2,6,6-pentamethyl--4-piperidyl)-sebate | 3 |
| Resorcinol | Resorcinol | 1 |
| Amount to | 100 |
Embodiment 2
Ultraviolet light cured printing ink-yellow
| Composition | Chemical name | Approximate quantity, weight % |
| Ebecryl 3701 | The bisphenol A epoxy acrylate of modification | 5 |
| Ebecryl 230 | The high-molecular weight aliphatic urethane diacrylate | 38 |
| Ebecryl 745 | With 25% tripropylene glycol diacrylate and 25%1, the pure acrylic resin of 6-hexanediyl ester dilution | 8 |
| HDDA | 1,6 hexanediol diacrylate | 13 |
| IBOA | Isobornyl acrylate | 8 |
| TPGDA | The tripropylene glycol diacrylate | 5 |
| Irgacure 907 | 2-methyl isophthalic acid-(4-methylthio group phenyl)-2-morpholine-1-acetone | 5 |
| ITX | Isopropyl thioxanthone | 2 |
| EDAB | The 4-dimethyl ethyl aminobenzoate | 1.5 |
| Pigment Yellow 73 110 | 6 | |
| SiO 2 | SiO 2 | 1 |
| EFKA-2722 | Acetate methoxyl group propyl ester/alkylbenzene is the organosilicon and the mineral oil modifier of solvent | 0.5 |
| EFKA-3777 | Fluorine-carbon modified acrylic resin | 0.5 |
| Tinuvin 400 | Triaizine compounds | 3 |
| Tinuvin 292 | Two-(1,2,2,6,6-pentamethyl--4-piperidyl)-sebate | 3 |
| Resorcinol | Resorcinol | 0.5 |
| Amount to | 100 |
Embodiment 3
Ultraviolet light cured printing ink-blueness
| Composition | Chemical name | Approximate quantity, weight % |
| CN2100 | The epoxy acrylate of amine modification | 5 |
| CN962 | Propenoic methyl carbamate | 34 |
| Elvacite 4036 | The multipolymer of methyl methacrylate and n-BMA | 5 |
| HDDA | 1,6 hexanediol diacrylate | 20 |
| IBOA | Isobornyl acrylate | 8 |
| TPGDA | The tripropylene glycol diacrylate | 5 |
| Irgacure 907 | 2-methyl isophthalic acid-(4-methylthio group phenyl)-2-morpholine-1-acetone | 8 |
| ITX | Isopropyl thioxanthone | 3 |
| EDAB | The 4-dimethyl ethyl aminobenzoate | 1.5 |
| Pigment Blue 15: 4 | 5 | |
| SiO 2 | SiO 2 | 1 |
| EFKA-2722 | Acetate methoxyl group propyl ester/alkylbenzene is the organosilicon and the mineral oil modifier of solvent | 0.5 |
| EFKA-3777 | Fluorine-carbon modified acrylic resin | 0.5 |
| Tinuvin 400 | Triaizine compounds | 1.5 |
| Tinuvin 292 | Two-(1,2,2,6,6-pentamethyl--4-piperidyl)-sebate | 1.5 |
| Resorcinol | Resorcinol | 0.5 |
| Amount to | 100 |
Embodiment 4
Ultraviolet light cured printing ink-black
| Composition | Chemical name | Approximate quantity, weight % |
| Eternal 623A-80 | Modified bisphenol A epoxy diacrylate with the dilution of 20% tripropylene glycol diacrylate | 7 |
| LR 8987 | With 30%1, the aliphatic urethane acrylate of 6-hexanediyl ester dilution | 31 |
| Ebecryl 754 | With 30%1, the pure acrylic resin of 6-hexanediyl ester dilution | 5 |
| HDDA | 1,6 hexanediol diacrylate | 20 |
| IBOA | Isobornyl acrylate | 8 |
| TPGDA | The tripropylene glycol diacrylate | 5 |
| Irgacure369 | 2-dimethylin-1-[4-(4-morpholine) phenyl]-2-phenyl methyl-1-butanone | 4 |
| Irgacure907 | 2-methyl isophthalic acid-(4-methylthio group phenyl)-2-morpholine-1-acetone | 6 |
| ITX | Isopropyl thioxanthone | 3 |
| EDAB | The 4-dimethyl ethyl aminobenzoate | 1.5 |
| Carbon black | C | 5 |
| SiO 2 | SiO 2 | 1 |
| EFKA-2722 | Acetate methoxyl group propyl ester/alkylbenzene is the organosilicon and the mineral oil modifier of solvent | 0.5 |
| EFKA-3777 | Fluorine-carbon modified acrylic resin | 0.5 |
| Tinuvin400 | Triaizine compounds | 1 |
| Tinuvin292 | Two-(1,2,2,6,6-pentamethyl--4-piperidyl)-sebate | 1 |
| Resorcinol | Resorcinol | 0.5 |
| Amount to | 100 |
Embodiment 5
Ultraviolet light cured printing ink-white
| Composition | Chemical name | Approximate quantity, weight % |
| Eternal 623A-80 | Modified bisphenol A epoxy diacrylate with the dilution of 20% tripropylene glycol diacrylate | 4 |
| LR 8987 | With 30%1, the aliphatic urethane acrylate of 6-hexanediyl ester dilution | 23 |
| Ebecryl 754 | With 30%1, the pure acrylic resin of 6-hexanediyl ester dilution | 4 |
| HDDA | 1,6 hexanediol diacrylate | 10 |
| IBOA | Isobornyl acrylate | 8 |
| Lucirin TPO | 2,4,6-trimethylbenzoyl-diphenyl phosphine oxide | 4 |
| Darocur 1173 | 2-methyl-2-hydroxyl-1-phenyl-1-acetone | 8 |
| Titanium dioxide | TiO 2 | 36 |
| EFKA-2722 | Acetate methoxyl group propyl ester/alkylbenzene is the organosilicon and the mineral oil modifier of solvent | 0.5 |
| EFKA-3777 | Fluorine-carbon modified acrylic resin | 0.5 |
| Tinuvin 400 | Triaizine compounds | 0.5 |
| Tinuvin 292 | Two-(1,2,2,6,6-pentamethyl--4-piperidyl)-sebate | 1 |
| Resorcinol | Resorcinol | 0.5 |
| Amount to | 100 |
Embodiment 6
Adopt standard GB/T 1731-93 " the paint film flexibility assay method is to the snappiness of printing ink " to test, different is, and base plate adopts is soft pvc film.Film durability is to adopt standard GB/T 1766-95 " ranking method of paint and varnish coating aging ", GB/T 1865-97 " paint and varnish artificial weathering and man-made radiation expose (filterable xenon arc radiation) " is accurate to be detected printing ink of the present invention, printing ink to embodiment 1～5 detects, and the result is as follows:
Claims (4)
1. a ultraviolet light cured printing ink is characterized in that, the degree of component and weight comprises:
Epoxy acrylic ester compound 5%～20%
Urethane acrylate class prepolymer 10%～40%
Pure acrylic acid ester prepolymer 2%～20%
Light trigger 1～10%
Photosensitizers 0.25～1%
Tinting material 1～5%
Simple function and/or multifunctional acrylate functional monomer 1～30%
Uv-absorbing agent 0.5～3%
Photostabilizer 0.5～3%
Modified additive 1～10%
Thixotropic agent 5～15nmSiO
20.5～1%
Stopper 0.1～1%;
The epoxy acrylic ester compound is selected from the amine modified epoxy acrylic ester, a kind of or its mixture in fatty acid modified epoxy acrylate and the modified bisphenol A epoxy diacrylate;
Urethane acrylate class prepolymer is selected from aliphatic urethane acrylate class prepolymer;
Pure acrylic acid ester prepolymer is selected from acrylic ester polymer;
Tinting material is selected Pigment Yellow 73 74 for use, Pigment Yellow 73 110, and pigment Yellow 12 8, pigment red 122, Pigment red 202, pigment Blue 15: 3, pigment Blue 15: 4, pigment Green 7, pigment violet 19, pigment orange 61, one or more in carbon black or the titanium dioxide;
Simple function acrylate functional monomer is selected from isobornyl acrylate, isobornyl methacrylate, vinylformic acid hydroxyl cyclohexyl, lauryl acrylate or lauryl methacrylate(LMA);
Multifunctional acrylate functional monomer is selected from 1,6 hexanediol diacrylate, two propylene glycol diacrylates that contract, the tripropylene glycol diacrylate, the ethoxyquin 1,6 hexanediol diacrylate, Viscoat 295 or ethoxyquin Viscoat 295;
Uv-absorbing agent is selected from triaizine compounds or benzotriazole cpd; Photostabilizer is selected from two-(1,2,2,6,6-pentamethyl--4-piperidyl)-sebate or two-(1-octyloxy-2,2,6,6-tetramethyl--4-piperidyl)-sebate.
2. ultraviolet light cured printing ink according to claim 1 is characterized in that, does not add volatile organic solvent in the component.
3. ultraviolet light cured printing ink according to claim 1, it is characterized in that, light trigger is selected from Darocur1173, Irgacure 184, Irgacure907, Irgacure369, Irgacure819, Lucirin TPO, LucirinTPO-L or ITX, photosensitizers are the 4-dimethyl ethyl aminobenzoate.
4. ultraviolet light cured printing ink according to claim 1 is characterized in that, described modified additive is more than one in flow agent or the defoamer; Flow agent is the high molecular polymer that contains siloxanes or do not contain siloxanes, and defoamer is the high molecular polymer that contains siloxanes or do not contain siloxanes;
Described thixotropic agent is the SiO of 5～15nm
2
Described stopper is selected from MEHQ, Resorcinol, tert-butyl catechol or para benzoquinone.
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| CN 200510027125 CN100577753C (en) | 2005-06-24 | 2005-06-24 | Ultraviolet light cured printing ink |
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 200510027125 CN100577753C (en) | 2005-06-24 | 2005-06-24 | Ultraviolet light cured printing ink |
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| CN100577753C true CN100577753C (en) | 2010-01-06 |
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