JP2005537376A - インク配合物およびそれらの使用 - Google Patents
インク配合物およびそれらの使用 Download PDFInfo
- Publication number
- JP2005537376A JP2005537376A JP2004533449A JP2004533449A JP2005537376A JP 2005537376 A JP2005537376 A JP 2005537376A JP 2004533449 A JP2004533449 A JP 2004533449A JP 2004533449 A JP2004533449 A JP 2004533449A JP 2005537376 A JP2005537376 A JP 2005537376A
- Authority
- JP
- Japan
- Prior art keywords
- ink
- lens
- water
- polyvinyl alcohol
- group
- 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
- 239000000203 mixture Substances 0.000 title claims description 27
- 238000009472 formulation Methods 0.000 title description 10
- 229920002451 polyvinyl alcohol Polymers 0.000 claims abstract description 39
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 38
- 239000003086 colorant Substances 0.000 claims abstract description 36
- -1 poly(vinyl alcohol) Polymers 0.000 claims abstract description 17
- 238000007649 pad printing Methods 0.000 claims abstract description 12
- 239000000976 ink Substances 0.000 claims description 107
- 239000004372 Polyvinyl alcohol Substances 0.000 claims description 38
- 239000000049 pigment Substances 0.000 claims description 33
- 125000004432 carbon atom Chemical group C* 0.000 claims description 31
- 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 23
- 125000002947 alkylene group Chemical group 0.000 claims description 17
- 238000012360 testing method Methods 0.000 claims description 17
- 229920000642 polymer Polymers 0.000 claims description 16
- 239000000975 dye Substances 0.000 claims description 15
- 238000004519 manufacturing process Methods 0.000 claims description 10
- 125000000217 alkyl group Chemical group 0.000 claims description 9
- 229910052739 hydrogen Inorganic materials 0.000 claims description 8
- 239000001257 hydrogen Substances 0.000 claims description 8
- 150000001875 compounds Chemical class 0.000 claims description 7
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 6
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 6
- 229910052799 carbon Inorganic materials 0.000 claims description 6
- 125000000732 arylene group Chemical group 0.000 claims description 5
- 229920006395 saturated elastomer Polymers 0.000 claims description 5
- QDOXWKRWXJOMAK-UHFFFAOYSA-N dichromium trioxide Chemical compound O=[Cr]O[Cr]=O QDOXWKRWXJOMAK-UHFFFAOYSA-N 0.000 claims description 4
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 4
- 125000002723 alicyclic group Chemical group 0.000 claims description 3
- 229910017052 cobalt Inorganic materials 0.000 claims description 3
- 239000010941 cobalt Substances 0.000 claims description 3
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 claims description 3
- IEQIEDJGQAUEQZ-UHFFFAOYSA-N phthalocyanine Chemical compound N1C(N=C2C3=CC=CC=C3C(N=C3C4=CC=CC=C4C(=N4)N3)=N2)=C(C=CC=C2)C2=C1N=C1C2=CC=CC=C2C4=N1 IEQIEDJGQAUEQZ-UHFFFAOYSA-N 0.000 claims description 3
- 125000001302 tertiary amino group Chemical group 0.000 claims description 3
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims description 2
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims description 2
- CGLVZFOCZLHKOH-UHFFFAOYSA-N 8,18-dichloro-5,15-diethyl-5,15-dihydrodiindolo(3,2-b:3',2'-m)triphenodioxazine Chemical compound CCN1C2=CC=CC=C2C2=C1C=C1OC3=C(Cl)C4=NC(C=C5C6=CC=CC=C6N(C5=C5)CC)=C5OC4=C(Cl)C3=NC1=C2 CGLVZFOCZLHKOH-UHFFFAOYSA-N 0.000 claims description 2
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 claims description 2
- 239000004135 Bone phosphate Substances 0.000 claims description 2
- 125000001931 aliphatic group Chemical group 0.000 claims description 2
- 125000003277 amino group Chemical group 0.000 claims description 2
- 239000011248 coating agent Substances 0.000 claims description 2
- 238000000576 coating method Methods 0.000 claims description 2
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 2
- 150000002431 hydrogen Chemical class 0.000 claims description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 2
- 150000002500 ions Chemical class 0.000 claims description 2
- 125000000467 secondary amino group Chemical group [H]N([*:1])[*:2] 0.000 claims description 2
- 239000003795 chemical substances by application Substances 0.000 claims 1
- 125000006575 electron-withdrawing group Chemical group 0.000 claims 1
- 239000001034 iron oxide pigment Substances 0.000 claims 1
- 239000011159 matrix material Substances 0.000 claims 1
- 230000005855 radiation Effects 0.000 claims 1
- 238000000034 method Methods 0.000 abstract description 21
- 238000007639 printing Methods 0.000 abstract description 10
- 239000000126 substance Substances 0.000 abstract description 5
- 239000004594 Masterbatch (MB) Substances 0.000 description 20
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 18
- 239000002245 particle Substances 0.000 description 18
- 239000000463 material Substances 0.000 description 13
- 238000003801 milling Methods 0.000 description 12
- OZAIFHULBGXAKX-UHFFFAOYSA-N 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile Chemical compound N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 description 9
- 125000000843 phenylene group Chemical group C1(=C(C=CC=C1)*)* 0.000 description 9
- 239000000243 solution Substances 0.000 description 9
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 8
- 238000004806 packaging method and process Methods 0.000 description 8
- 238000004132 cross linking Methods 0.000 description 7
- 239000002904 solvent Substances 0.000 description 7
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 6
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 6
- 239000008280 blood Substances 0.000 description 6
- 210000004369 blood Anatomy 0.000 description 6
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 6
- 239000003999 initiator Substances 0.000 description 6
- 239000004094 surface-active agent Substances 0.000 description 6
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 5
- 230000032798 delamination Effects 0.000 description 5
- 239000007788 liquid Substances 0.000 description 5
- 239000000725 suspension Substances 0.000 description 5
- 238000010023 transfer printing Methods 0.000 description 5
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 4
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 4
- 125000003545 alkoxy group Chemical group 0.000 description 4
- 210000004204 blood vessel Anatomy 0.000 description 4
- 239000002270 dispersing agent Substances 0.000 description 4
- 239000000178 monomer Substances 0.000 description 4
- 230000003287 optical effect Effects 0.000 description 4
- 210000001747 pupil Anatomy 0.000 description 4
- 238000012546 transfer Methods 0.000 description 4
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
- ZNQVEEAIQZEUHB-UHFFFAOYSA-N 2-ethoxyethanol Chemical compound CCOCCO ZNQVEEAIQZEUHB-UHFFFAOYSA-N 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- UQSXHKLRYXJYBZ-UHFFFAOYSA-N Iron oxide Chemical compound [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 description 3
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 150000001298 alcohols Chemical class 0.000 description 3
- 125000003342 alkenyl group Chemical group 0.000 description 3
- 230000000844 anti-bacterial effect Effects 0.000 description 3
- 230000008901 benefit Effects 0.000 description 3
- 239000011230 binding agent Substances 0.000 description 3
- 239000002537 cosmetic Substances 0.000 description 3
- 239000003431 cross linking reagent Substances 0.000 description 3
- 125000004956 cyclohexylene group Chemical group 0.000 description 3
- 238000013461 design Methods 0.000 description 3
- 238000009826 distribution Methods 0.000 description 3
- 238000002474 experimental method Methods 0.000 description 3
- 238000000227 grinding Methods 0.000 description 3
- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 description 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 3
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 description 3
- 238000002156 mixing Methods 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- 238000003921 particle size analysis Methods 0.000 description 3
- 238000010951 particle size reduction Methods 0.000 description 3
- 229920001296 polysiloxane Polymers 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- 238000000527 sonication Methods 0.000 description 3
- 230000001954 sterilising effect Effects 0.000 description 3
- 238000004659 sterilization and disinfection Methods 0.000 description 3
- RFFLAFLAYFXFSW-UHFFFAOYSA-N 1,2-dichlorobenzene Chemical compound ClC1=CC=CC=C1Cl RFFLAFLAYFXFSW-UHFFFAOYSA-N 0.000 description 2
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 2
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 2
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 2
- YEJRWHAVMIAJKC-UHFFFAOYSA-N 4-Butyrolactone Chemical compound O=C1CCCO1 YEJRWHAVMIAJKC-UHFFFAOYSA-N 0.000 description 2
- KWOLFJPFCHCOCG-UHFFFAOYSA-N Acetophenone Chemical compound CC(=O)C1=CC=CC=C1 KWOLFJPFCHCOCG-UHFFFAOYSA-N 0.000 description 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- 239000004971 Cross linker Substances 0.000 description 2
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 2
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 2
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 2
- 239000005977 Ethylene Substances 0.000 description 2
- ZHNUHDYFZUAESO-UHFFFAOYSA-N Formamide Chemical compound NC=O ZHNUHDYFZUAESO-UHFFFAOYSA-N 0.000 description 2
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 2
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 2
- 102000015728 Mucins Human genes 0.000 description 2
- 108010063954 Mucins Proteins 0.000 description 2
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 2
- RVGRUAULSDPKGF-UHFFFAOYSA-N Poloxamer Chemical compound C1CO1.CC1CO1 RVGRUAULSDPKGF-UHFFFAOYSA-N 0.000 description 2
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- 239000004809 Teflon Substances 0.000 description 2
- 229920006362 Teflon® Polymers 0.000 description 2
- MCMNRKCIXSYSNV-UHFFFAOYSA-N Zirconium dioxide Chemical compound O=[Zr]=O MCMNRKCIXSYSNV-UHFFFAOYSA-N 0.000 description 2
- 125000002252 acyl group Chemical group 0.000 description 2
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 2
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- 229940088710 antibiotic agent Drugs 0.000 description 2
- 239000011324 bead Substances 0.000 description 2
- ISAOCJYIOMOJEB-UHFFFAOYSA-N benzoin Chemical compound C=1C=CC=CC=1C(O)C(=O)C1=CC=CC=C1 ISAOCJYIOMOJEB-UHFFFAOYSA-N 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
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- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 2
- 238000004040 coloring Methods 0.000 description 2
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 2
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- 150000002148 esters Chemical class 0.000 description 2
- 150000002170 ethers Chemical class 0.000 description 2
- LZCLXQDLBQLTDK-UHFFFAOYSA-N ethyl 2-hydroxypropanoate Chemical compound CCOC(=O)C(C)O LZCLXQDLBQLTDK-UHFFFAOYSA-N 0.000 description 2
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- 235000013980 iron oxide Nutrition 0.000 description 2
- HJOVHMDZYOCNQW-UHFFFAOYSA-N isophorone Chemical compound CC1=CC(=O)CC(C)(C)C1 HJOVHMDZYOCNQW-UHFFFAOYSA-N 0.000 description 2
- 150000002576 ketones Chemical class 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- 239000003960 organic solvent Substances 0.000 description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 2
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 2
- WLJVNTCWHIRURA-UHFFFAOYSA-N pimelic acid Chemical compound OC(=O)CCCCCC(O)=O WLJVNTCWHIRURA-UHFFFAOYSA-N 0.000 description 2
- 238000006116 polymerization reaction Methods 0.000 description 2
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- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 2
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- 239000004408 titanium dioxide Substances 0.000 description 2
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 2
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- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 2
- DSTUKHPLWATFCG-UHFFFAOYSA-N (2-benzoylphenyl) prop-2-enoate Chemical compound C=CC(=O)OC1=CC=CC=C1C(=O)C1=CC=CC=C1 DSTUKHPLWATFCG-UHFFFAOYSA-N 0.000 description 1
- WSLDOOZREJYCGB-UHFFFAOYSA-N 1,2-Dichloroethane Chemical compound ClCCCl WSLDOOZREJYCGB-UHFFFAOYSA-N 0.000 description 1
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- DKEGCUDAFWNSSO-UHFFFAOYSA-N 1,8-dibromooctane Chemical compound BrCCCCCCCCBr DKEGCUDAFWNSSO-UHFFFAOYSA-N 0.000 description 1
- CDDDRVNOHLVEED-UHFFFAOYSA-N 1-cyclohexyl-3-[1-[[1-(cyclohexylcarbamoylamino)cyclohexyl]diazenyl]cyclohexyl]urea Chemical compound C1CCCCC1(N=NC1(CCCCC1)NC(=O)NC1CCCCC1)NC(=O)NC1CCCCC1 CDDDRVNOHLVEED-UHFFFAOYSA-N 0.000 description 1
- 239000012956 1-hydroxycyclohexylphenyl-ketone Substances 0.000 description 1
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- LXOFYPKXCSULTL-UHFFFAOYSA-N 2,4,7,9-tetramethyldec-5-yne-4,7-diol Chemical compound CC(C)CC(C)(O)C#CC(C)(O)CC(C)C LXOFYPKXCSULTL-UHFFFAOYSA-N 0.000 description 1
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- AVTLBBWTUPQRAY-UHFFFAOYSA-N 2-(2-cyanobutan-2-yldiazenyl)-2-methylbutanenitrile Chemical compound CCC(C)(C#N)N=NC(C)(CC)C#N AVTLBBWTUPQRAY-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
- JAHNSTQSQJOJLO-UHFFFAOYSA-N 2-(3-fluorophenyl)-1h-imidazole Chemical compound FC1=CC=CC(C=2NC=CN=2)=C1 JAHNSTQSQJOJLO-UHFFFAOYSA-N 0.000 description 1
- XNWFRZJHXBZDAG-UHFFFAOYSA-N 2-METHOXYETHANOL Chemical compound COCCO XNWFRZJHXBZDAG-UHFFFAOYSA-N 0.000 description 1
- WAEVWDZKMBQDEJ-UHFFFAOYSA-N 2-[2-(2-methoxypropoxy)propoxy]propan-1-ol Chemical compound COC(C)COC(C)COC(C)CO WAEVWDZKMBQDEJ-UHFFFAOYSA-N 0.000 description 1
- 125000004974 2-butenyl group Chemical group C(C=CC)* 0.000 description 1
- DZZAHLOABNWIFA-UHFFFAOYSA-N 2-butoxy-1,2-diphenylethanone Chemical compound C=1C=CC=CC=1C(OCCCC)C(=O)C1=CC=CC=C1 DZZAHLOABNWIFA-UHFFFAOYSA-N 0.000 description 1
- POAOYUHQDCAZBD-UHFFFAOYSA-N 2-butoxyethanol Chemical compound CCCCOCCO POAOYUHQDCAZBD-UHFFFAOYSA-N 0.000 description 1
- ZCDADJXRUCOCJE-UHFFFAOYSA-N 2-chlorothioxanthen-9-one Chemical compound C1=CC=C2C(=O)C3=CC(Cl)=CC=C3SC2=C1 ZCDADJXRUCOCJE-UHFFFAOYSA-N 0.000 description 1
- KMNCBSZOIQAUFX-UHFFFAOYSA-N 2-ethoxy-1,2-diphenylethanone Chemical compound C=1C=CC=CC=1C(OCC)C(=O)C1=CC=CC=C1 KMNCBSZOIQAUFX-UHFFFAOYSA-N 0.000 description 1
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- 125000000623 heterocyclic group Chemical group 0.000 description 1
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- MCSAJNNLRCFZED-UHFFFAOYSA-N nitroethane Chemical compound CC[N+]([O-])=O MCSAJNNLRCFZED-UHFFFAOYSA-N 0.000 description 1
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- 229920001223 polyethylene glycol Polymers 0.000 description 1
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- 230000004083 survival effect Effects 0.000 description 1
- 230000008961 swelling Effects 0.000 description 1
- 125000004213 tert-butoxy group Chemical group [H]C([H])([H])C(O*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D11/00—Inks
- C09D11/02—Printing inks
- C09D11/10—Printing inks based on artificial resins
- C09D11/106—Printing inks based on artificial resins containing macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
-
- G—PHYSICS
- G02—OPTICS
- G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
- G02B1/00—Optical elements characterised by the material of which they are made; Optical coatings for optical elements
- G02B1/04—Optical elements characterised by the material of which they are made; Optical coatings for optical elements made of organic materials, e.g. plastics
- G02B1/041—Lenses
- G02B1/043—Contact lenses
Landscapes
- Chemical & Material Sciences (AREA)
- Physics & Mathematics (AREA)
- Engineering & Computer Science (AREA)
- Optics & Photonics (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Physics & Mathematics (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Organic Chemistry (AREA)
- Eyeglasses (AREA)
- Inks, Pencil-Leads, Or Crayons (AREA)
- Materials For Medical Uses (AREA)
- Medicinal Preparation (AREA)
- Macromonomer-Based Addition Polymer (AREA)
Abstract
Description
本発明のインクは、パッド印刷システムを用いて、ネルフィルコンコンタクトレンズ上に高品質のカラー画像を製造するのに好適である。
(a)レンズ型の少なくとも一方のレンズ形成表面の少なくとも一部に、50センチポアズより大きい粘度を有する、水、着色剤、および架橋性の水溶性ポリビニルアルコールを含むインクをコーティングし、
(b)カラーコートを所定の位置に保持しながら、レンズ形成組成物をレンズ型に添加し、次いで、
(c)レンズ形成組成物を硬化してコーティングされたレンズを形成する、
工程を含み、そのコンタクトレンズが指摩擦試験(finger-rubbing test)に合格するものである。
本発明は、水、着色剤、および架橋性基を有する水溶性のポリビニルアルコールを含むインクを提供する。そのようなインクは、50センチポアズより大きい粘度と医用デバイスへの良好な接着性を有することで特徴付けられる。そこで、本発明のインクは、医用デバイスへのカラー画像の印刷、好ましくは着色眼用レンズの製造、より好ましくは着色コンタクトレンズの製造に有用である。
−CO−NH−(R5−NH−CO−O)q−R6−O−CO−R4 (IV)
−[CO−NH−(R5−NH−CO−O)q−R6−O]p−CO−R4 (V)
(式中、pおよびqは、互いに独立に、0または1であり、R5およびR6は、互いに独立に、炭素数2〜8を有する低級アルキレン、炭素数6〜12を有するアリーレン、炭素数6〜10を有する飽和の二価脂環式基、炭素数7〜14を有するアリーレンアルキレンもしくはアルキレンアリーレンまたは炭素数13〜16を有するアリーレンアルキレンアリーレンであり、R4は、上記と同様である)
の基である。
この実施例は、本発明のインクのマスターバッチをいかに製造するかを説明する。
14種の水系シアンパッド印刷インク(2A〜2N)を、実施例1で調製されたPCNインクのマスターバッチ(PCNブルー11.8%、ネルフィルコン63.0%および水25.3%)から調製した。各々のシアンパッド印刷インクは、PCNマスターバッチ中の添加されたネルフィルコンと水を補償して、PCNインクのマスターバッチを水およびネルフィルコンで希釈することにより調製した。
実施例2A、2B、2I、2Jおよび2Nを、手動プリンターで標準的なパッド印刷を用いて、コンタクトレンズに適用した。具体的には、インクを典型的なクリシェパターンを通してインク滴を塗出することにより適用した。パターンをシリコンパッドでクリシェから持ち上げ、ポリプロピレンコンタクトレンズ型のオス側に転写した。
マゼンタインクのマスターバッチは、Sun Chemicalから得られたRed122(Fastogen Super Magenta)34.8g(12%)、ネルフィルコン26.1g(9%)および水229.1g(79%)を実施例1に記載のアトライター摩砕システムで約24時間摩砕することにより調製した。Red122を最初に、その後、ネルフィルコンと水を添加した。マスターバッチを、必要となるまで、室温でナルジーン瓶中に保存した。マスターバッチは、実験の間を通して、液体のままであった。
イエローインクのマスターバッチは、Sun ChemicalからのYellow154(Symuler Fast yellow)34.8g(12%)、ネルフィルコン26.1g(9%)および水229.1g(79%)を実施例1に記載のアトライター摩砕システムで約24時間摩砕することにより調製した。Yellow154を最初に、その後、ネルフィルコンと水を添加した。マスターバッチを、必要となるまで、室温でナルジーン瓶中に保存した。マスターバッチは、実験の間を通して、液体のままであった。
Claims (25)
- 水、着色剤、および架橋性で水溶性のポリビニルアルコールを含む医用デバイスのパッド印刷用のインクであって、50センチポアズより大きい粘度と医用デバイスへの良好な接着性を有するインク。
- 前記インクで医用デバイス上に印刷されたカラー画像が、オートクレーブ残存試験に合格するものである、請求項1記載のインク。
- 粘度が100〜1000cpsである、請求項1記載のインク。
- 粘度が250〜350cpsである、請求項3記載のインク。
- 着色剤が、水にほとんど溶けないか、または不溶性である顔料および染料よりなる群から選択されるものである、請求項1記載のインク。
- 約1重量%〜59重量%の量の水、約1重量%〜約75重量%の量の架橋性で水溶性のポリビニルアルコール、および約0.5重量%〜約8重量%の量の着色剤を含む、請求項5記載のインク。
- 約26重量%〜30重量%の量の水を含む、請求項6記載のインク。
- 約47重量%〜約71重量%の量の水溶性のポリビニルアルコールを含む、請求項6記載のインク。
- 約1重量%〜5重量%の量の着色剤を含む、請求項6記載のインク。
- 着色剤が、フタロシアニンブルー、コバルトブルー、フタロシアニングリーン、クロムセスキオキシド、酸化鉄顔料およびカルバゾールバイオレットよりなる群から選択される顔料を含む、請求項5記載のインク。
- 着色剤が、フタロシアニンブルーを含む、請求項10記載のインク。
- 約27重量%〜29重量%の量の水、約70重量%〜約72重量%の量の架橋性で水溶性のポリビニルアルコール、および約0.5重量%〜約1.5重量%の量のフタロシアニンブルーを含む、請求項11記載のインク。
- 約36重量%〜37重量%の量の水、約58重量%〜約60重量%の量の架橋性で水溶性のポリビニルアルコール、および約4重量%〜約5重量%の量のフタロシアニンブルーを含む、請求項11記載のインク。
- 医用デバイスが眼用レンズである、請求項1記載のインク。
- 眼用レンズがコンタクトレンズである、請求項14記載のインク。
- ポリビニルアルコールが複数の架橋性基を含み、且つ、複数の架橋性基が、硬化した場合に、高分子マトリックスが顔料を結合または捕捉して形成できるように、同種のまたは異種の他の架橋性基と分子内および分子間架橋を形成しうるものである、請求項1記載のインク。
- ポリビニルアルコールが、ポリビニルアルコールのヒドロキシル基の数に基づいて、式I、IとII、IとIII、またはIとIIとIII:
(式中、Rは、炭素数12までを有するアルキレンであり、R1は、水素または低級アルキルであり、R2は、オレフィン性不飽和の電子求引性の架橋性基であって、好ましくは炭素数25までを有する基であり、R3は、水素、C1〜C6アルキル基またはシクロアルキル基である)、
(式中、RとR3は上記と同様であり、R7は、第一級、第二級もしくは第三級アミノ基または式N+(R’)3X-の第四級アミノ基であり、ここで、各々のR’は互いに独立に、水素またはC1〜C4アルキル基であり、Xは対イオン、例えばHSO4 -、F-、Cl-、Br-、I-、CH3COO-、OH-、BF4 -またはH2PO4 -である)、
(式中、RとR3は上記と同様であり、R8は、一塩基性、二塩基性もしくは三塩基性の、飽和もしくは不飽和の、脂肪族もしくは芳香族有機酸またはスルホン酸である)
の単位を約0.5%〜約80%を含む、少なくとも約2000の分子量を有するポリビニルアルコールの誘導体であるポリヒドロキシ化合物に基づく架橋性ポリマーである、請求項1記載のインク。 - R2が、式IV、好ましくは式V:
−CO−NH−(R5−NH−CO−O)q−R6−O−CO−R4 (IV)
−[CO−NH−(R5−NH−CO−O)q−R6−O]p−CO−R4 (V)
(式中、pおよびqは、互いに独立に、0または1であり、R5およびR6は、互いに独立に、炭素数2〜8を有する低級アルキレン、炭素数6〜12を有するアリーレン、炭素数6〜10を有する飽和の二価脂環式基、炭素数7〜14を有するアリーレンアルキレンもしくはアルキレンアリーレン、または炭素数13〜16を有するアリーレンアルキレンアリーレンであり、R4は、炭素数2〜24、好ましくは炭素数2〜8、より好ましくは炭素数2〜4を有するオレフィン性不飽和の重合性基である)
の基である、請求項17記載のインク。 - ポリビニルアルコールがネルフィルコンである、請求項18記載のインク。
- インクが、コンタクトレンズを製造するための型からコンタクトレンズへの良好な転写性を有する、請求項1記載のインク。
- インクが、少なくとも4時間安定である、請求項1記載のインク。
- インクが、少なくとも24時間安定である、請求項21記載のインク。
- インクが、少なくとも3週間安定である、請求項22記載のインク。
- 架橋性ポリビニルアルコールがUV放射に曝すことにより架橋されるものである、請求項23記載のインク。
- (a)レンズ型の少なくとも一方のレンズ形成表面の少なくとも一部に、50センチポアズより大きい粘度を有する、水、着色剤、および架橋性の水溶性ポリビニルアルコールを含むインクをコーティングし、
(b)カラーコートを所定の位置に保持しながら、レンズ形成組成物をレンズ型に添加し、次いで、
(c)レンズ形成組成物を硬化してコーティングされたレンズを形成する、
工程を含む着色コンタクトレンズの製造方法であって、そのコンタクトレンズが指摩擦試験を合格するものである、方法。
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US60/408,056 | 2002-09-03 | ||
PCT/EP2003/009751 WO2004022659A1 (en) | 2002-09-03 | 2003-09-02 | Ink formulation and uses thereof |
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EP (1) | EP1543082B1 (ja) |
JP (1) | JP5244286B2 (ja) |
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CA (1) | CA2497415C (ja) |
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CA2497415A1 (en) | 2004-03-18 |
AU2003264249A1 (en) | 2004-03-29 |
US7329695B2 (en) | 2008-02-12 |
EP1543082B1 (en) | 2010-11-24 |
WO2004022659A1 (en) | 2004-03-18 |
DE60335122D1 (de) | 2011-01-05 |
ATE489438T1 (de) | 2010-12-15 |
US20040044099A1 (en) | 2004-03-04 |
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