CN117642294A - Inkjet ink composition - Google Patents
Inkjet ink composition Download PDFInfo
- Publication number
- CN117642294A CN117642294A CN202280048996.6A CN202280048996A CN117642294A CN 117642294 A CN117642294 A CN 117642294A CN 202280048996 A CN202280048996 A CN 202280048996A CN 117642294 A CN117642294 A CN 117642294A
- Authority
- CN
- China
- Prior art keywords
- ink composition
- inkjet ink
- ketone
- resins
- ink
- 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.)
- Pending
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- 239000000203 mixture Substances 0.000 title claims abstract description 263
- 150000002576 ketones Chemical class 0.000 claims abstract description 55
- 239000011877 solvent mixture Substances 0.000 claims abstract description 35
- 125000006273 (C1-C3) alkyl group Chemical group 0.000 claims abstract description 24
- 150000002148 esters Chemical class 0.000 claims abstract description 21
- 238000007641 inkjet printing Methods 0.000 claims abstract description 18
- 125000005233 alkylalcohol group Chemical group 0.000 claims abstract description 17
- 150000001735 carboxylic acids Chemical class 0.000 claims abstract description 11
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 claims description 183
- 239000002904 solvent Substances 0.000 claims description 103
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 84
- 229920005989 resin Polymers 0.000 claims description 84
- 239000011347 resin Substances 0.000 claims description 84
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 claims description 83
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 57
- XNLICIUVMPYHGG-UHFFFAOYSA-N pentan-2-one Chemical compound CCCC(C)=O XNLICIUVMPYHGG-UHFFFAOYSA-N 0.000 claims description 56
- 238000001704 evaporation Methods 0.000 claims description 54
- 230000008020 evaporation Effects 0.000 claims description 54
- SYBYTAAJFKOIEJ-UHFFFAOYSA-N 3-Methylbutan-2-one Chemical compound CC(C)C(C)=O SYBYTAAJFKOIEJ-UHFFFAOYSA-N 0.000 claims description 50
- FDPIMTJIUBPUKL-UHFFFAOYSA-N pentan-3-one Chemical compound CCC(=O)CC FDPIMTJIUBPUKL-UHFFFAOYSA-N 0.000 claims description 44
- 235000019439 ethyl acetate Nutrition 0.000 claims description 32
- 239000003086 colorant Substances 0.000 claims description 31
- 239000011230 binding agent Substances 0.000 claims description 28
- 238000001035 drying Methods 0.000 claims description 28
- CATSNJVOTSVZJV-UHFFFAOYSA-N heptan-2-one Chemical compound CCCCCC(C)=O CATSNJVOTSVZJV-UHFFFAOYSA-N 0.000 claims description 26
- YKYONYBAUNKHLG-UHFFFAOYSA-N propyl acetate Chemical compound CCCOC(C)=O YKYONYBAUNKHLG-UHFFFAOYSA-N 0.000 claims description 26
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims description 23
- 239000000975 dye Substances 0.000 claims description 23
- JMMWKPVZQRWMSS-UHFFFAOYSA-N isopropanol acetate Natural products CC(C)OC(C)=O JMMWKPVZQRWMSS-UHFFFAOYSA-N 0.000 claims description 23
- 229940011051 isopropyl acetate Drugs 0.000 claims description 23
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims description 22
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 claims description 22
- DKPFZGUDAPQIHT-UHFFFAOYSA-N butyl acetate Chemical compound CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 claims description 18
- FFWSICBKRCICMR-UHFFFAOYSA-N 5-methyl-2-hexanone Chemical compound CC(C)CCC(C)=O FFWSICBKRCICMR-UHFFFAOYSA-N 0.000 claims description 16
- KXKVLQRXCPHEJC-UHFFFAOYSA-N acetic acid trimethyl ester Natural products COC(C)=O KXKVLQRXCPHEJC-UHFFFAOYSA-N 0.000 claims description 15
- NTIZESTWPVYFNL-UHFFFAOYSA-N Methyl isobutyl ketone Chemical compound CC(C)CC(C)=O NTIZESTWPVYFNL-UHFFFAOYSA-N 0.000 claims description 13
- UIHCLUNTQKBZGK-UHFFFAOYSA-N Methyl isobutyl ketone Natural products CCC(C)C(C)=O UIHCLUNTQKBZGK-UHFFFAOYSA-N 0.000 claims description 13
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 claims description 13
- BGTOWKSIORTVQH-UHFFFAOYSA-N cyclopentanone Chemical compound O=C1CCCC1 BGTOWKSIORTVQH-UHFFFAOYSA-N 0.000 claims description 12
- 239000005011 phenolic resin Substances 0.000 claims description 12
- 229920001568 phenolic resin Polymers 0.000 claims description 12
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 12
- 125000005907 alkyl ester group Chemical group 0.000 claims description 11
- 239000000020 Nitrocellulose Substances 0.000 claims description 9
- 229920001220 nitrocellulos Polymers 0.000 claims description 9
- 229920005792 styrene-acrylic resin Polymers 0.000 claims description 9
- XBDQKXXYIPTUBI-UHFFFAOYSA-M Propionate Chemical compound CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 claims description 8
- 229920000728 polyester Polymers 0.000 claims description 8
- 229920005749 polyurethane resin Polymers 0.000 claims description 8
- 229920002050 silicone resin Polymers 0.000 claims description 8
- RSWGJHLUYNHPMX-UHFFFAOYSA-N Abietic-Saeure Natural products C12CCC(C(C)C)=CC2=CCC2C1(C)CCCC2(C)C(O)=O RSWGJHLUYNHPMX-UHFFFAOYSA-N 0.000 claims description 7
- KHPCPRHQVVSZAH-HUOMCSJISA-N Rosin Natural products O(C/C=C/c1ccccc1)[C@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@@H](CO)O1 KHPCPRHQVVSZAH-HUOMCSJISA-N 0.000 claims description 7
- 229920002678 cellulose Polymers 0.000 claims description 7
- KHPCPRHQVVSZAH-UHFFFAOYSA-N trans-cinnamyl beta-D-glucopyranoside Natural products OC1C(O)C(O)C(CO)OC1OCC=CC1=CC=CC=C1 KHPCPRHQVVSZAH-UHFFFAOYSA-N 0.000 claims description 7
- XLLXMBCBJGATSP-UHFFFAOYSA-N 2-phenylethenol Chemical compound OC=CC1=CC=CC=C1 XLLXMBCBJGATSP-UHFFFAOYSA-N 0.000 claims description 6
- 239000004925 Acrylic resin Substances 0.000 claims description 6
- 229920000178 Acrylic resin Polymers 0.000 claims description 6
- 239000013032 Hydrocarbon resin Substances 0.000 claims description 6
- 239000004952 Polyamide Substances 0.000 claims description 6
- 150000001299 aldehydes Chemical class 0.000 claims description 6
- 229920003086 cellulose ether Polymers 0.000 claims description 6
- 239000003822 epoxy resin Substances 0.000 claims description 6
- LNEPOXFFQSENCJ-UHFFFAOYSA-N haloperidol Chemical compound C1CC(O)(C=2C=CC(Cl)=CC=2)CCN1CCCC(=O)C1=CC=C(F)C=C1 LNEPOXFFQSENCJ-UHFFFAOYSA-N 0.000 claims description 6
- 229920006270 hydrocarbon resin Polymers 0.000 claims description 6
- JESXATFQYMPTNL-UHFFFAOYSA-N mono-hydroxyphenyl-ethylene Natural products OC1=CC=CC=C1C=C JESXATFQYMPTNL-UHFFFAOYSA-N 0.000 claims description 6
- 229920002647 polyamide Polymers 0.000 claims description 6
- 229920000647 polyepoxide Polymers 0.000 claims description 6
- WXNYILVTTOXAFR-UHFFFAOYSA-N prop-2-en-1-ol;styrene Chemical compound OCC=C.C=CC1=CC=CC=C1 WXNYILVTTOXAFR-UHFFFAOYSA-N 0.000 claims description 6
- 150000003505 terpenes Chemical class 0.000 claims description 6
- 235000007586 terpenes Nutrition 0.000 claims description 6
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims description 6
- 229920002554 vinyl polymer Polymers 0.000 claims description 6
- 239000011148 porous material Substances 0.000 claims description 5
- GWYFCOCPABKNJV-UHFFFAOYSA-N isovaleric acid Chemical compound CC(C)CC(O)=O GWYFCOCPABKNJV-UHFFFAOYSA-N 0.000 claims 4
- 150000001298 alcohols Chemical class 0.000 abstract description 11
- 239000000976 ink Substances 0.000 description 347
- 238000012360 testing method Methods 0.000 description 21
- -1 cycloalkyl ketone Chemical class 0.000 description 20
- GWYFCOCPABKNJV-UHFFFAOYSA-M isovalerate Chemical compound CC(C)CC([O-])=O GWYFCOCPABKNJV-UHFFFAOYSA-M 0.000 description 18
- 239000000758 substrate Substances 0.000 description 16
- 239000000463 material Substances 0.000 description 15
- 238000000034 method Methods 0.000 description 15
- 230000000052 comparative effect Effects 0.000 description 14
- 238000009472 formulation Methods 0.000 description 13
- 238000007639 printing Methods 0.000 description 13
- 239000006258 conductive agent Substances 0.000 description 12
- 239000011521 glass Substances 0.000 description 12
- 239000000126 substance Substances 0.000 description 9
- HXHCOXPZCUFAJI-UHFFFAOYSA-N prop-2-enoic acid;styrene Chemical compound OC(=O)C=C.C=CC1=CC=CC=C1 HXHCOXPZCUFAJI-UHFFFAOYSA-N 0.000 description 8
- 230000001105 regulatory effect Effects 0.000 description 8
- 239000004014 plasticizer Substances 0.000 description 7
- 239000004094 surface-active agent Substances 0.000 description 7
- 210000003813 thumb Anatomy 0.000 description 7
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- 229920006217 cellulose acetate butyrate Polymers 0.000 description 6
- 238000012546 transfer Methods 0.000 description 6
- 239000000047 product Substances 0.000 description 5
- 239000007787 solid Substances 0.000 description 5
- 239000013589 supplement Substances 0.000 description 5
- ZPUCINDJVBIVPJ-LJISPDSOSA-N cocaine Chemical compound O([C@H]1C[C@@H]2CC[C@@H](N2C)[C@H]1C(=O)OC)C(=O)C1=CC=CC=C1 ZPUCINDJVBIVPJ-LJISPDSOSA-N 0.000 description 4
- 239000003759 ester based solvent Substances 0.000 description 4
- 239000012530 fluid Substances 0.000 description 4
- 239000007788 liquid Substances 0.000 description 4
- 229920003023 plastic Polymers 0.000 description 4
- 239000004033 plastic Substances 0.000 description 4
- 150000003839 salts Chemical class 0.000 description 4
- 229910019142 PO4 Inorganic materials 0.000 description 3
- 238000010521 absorption reaction Methods 0.000 description 3
- 230000032683 aging Effects 0.000 description 3
- 125000000217 alkyl group Chemical group 0.000 description 3
- 229910052782 aluminium Inorganic materials 0.000 description 3
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 3
- 150000001412 amines Chemical class 0.000 description 3
- 150000001450 anions Chemical class 0.000 description 3
- 150000001768 cations Chemical group 0.000 description 3
- 231100001244 hazardous air pollutant Toxicity 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- 239000000434 metal complex dye Substances 0.000 description 3
- 235000021317 phosphate Nutrition 0.000 description 3
- 229920001296 polysiloxane Polymers 0.000 description 3
- 238000000935 solvent evaporation Methods 0.000 description 3
- 239000012855 volatile organic compound Substances 0.000 description 3
- 229920008347 Cellulose acetate propionate Polymers 0.000 description 2
- PYGXAGIECVVIOZ-UHFFFAOYSA-N Dibutyl decanedioate Chemical compound CCCCOC(=O)CCCCCCCCC(=O)OCCCC PYGXAGIECVVIOZ-UHFFFAOYSA-N 0.000 description 2
- NIQCNGHVCWTJSM-UHFFFAOYSA-N Dimethyl phthalate Chemical compound COC(=O)C1=CC=CC=C1C(=O)OC NIQCNGHVCWTJSM-UHFFFAOYSA-N 0.000 description 2
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 2
- ZFOZVQLOBQUTQQ-UHFFFAOYSA-N Tributyl citrate Chemical compound CCCCOC(=O)CC(O)(C(=O)OCCCC)CC(=O)OCCCC ZFOZVQLOBQUTQQ-UHFFFAOYSA-N 0.000 description 2
- 229940008309 acetone / ethanol Drugs 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- 125000003118 aryl group Chemical group 0.000 description 2
- 239000002585 base Substances 0.000 description 2
- 229960003920 cocaine Drugs 0.000 description 2
- DOIRQSBPFJWKBE-UHFFFAOYSA-N dibutyl phthalate Chemical compound CCCCOC(=O)C1=CC=CC=C1C(=O)OCCCC DOIRQSBPFJWKBE-UHFFFAOYSA-N 0.000 description 2
- FLKPEMZONWLCSK-UHFFFAOYSA-N diethyl phthalate Chemical compound CCOC(=O)C1=CC=CC=C1C(=O)OCC FLKPEMZONWLCSK-UHFFFAOYSA-N 0.000 description 2
- MGWAVDBGNNKXQV-UHFFFAOYSA-N diisobutyl phthalate Chemical compound CC(C)COC(=O)C1=CC=CC=C1C(=O)OCC(C)C MGWAVDBGNNKXQV-UHFFFAOYSA-N 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 230000001747 exhibiting effect Effects 0.000 description 2
- 239000004615 ingredient Substances 0.000 description 2
- 239000005453 ketone based solvent Substances 0.000 description 2
- 238000005259 measurement Methods 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
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- 239000010702 perfluoropolyether Substances 0.000 description 2
- 230000010363 phase shift Effects 0.000 description 2
- 239000010452 phosphate Substances 0.000 description 2
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- 239000002243 precursor Substances 0.000 description 2
- 241000894007 species Species 0.000 description 2
- 230000004580 weight loss Effects 0.000 description 2
- DYJIIMFHSZKBDY-UHFFFAOYSA-N (3-benzoyloxy-2,2-dimethylpropyl) benzoate Chemical compound C=1C=CC=CC=1C(=O)OCC(C)(C)COC(=O)C1=CC=CC=C1 DYJIIMFHSZKBDY-UHFFFAOYSA-N 0.000 description 1
- HZNVUJQVZSTENZ-UHFFFAOYSA-N 2,3-dichloro-5,6-dicyano-1,4-benzoquinone Chemical compound ClC1=C(Cl)C(=O)C(C#N)=C(C#N)C1=O HZNVUJQVZSTENZ-UHFFFAOYSA-N 0.000 description 1
- JKNCOURZONDCGV-UHFFFAOYSA-N 2-(dimethylamino)ethyl 2-methylprop-2-enoate Chemical compound CN(C)CCOC(=O)C(C)=C JKNCOURZONDCGV-UHFFFAOYSA-N 0.000 description 1
- XFDQLDNQZFOAFK-UHFFFAOYSA-N 2-benzoyloxyethyl benzoate Chemical compound C=1C=CC=CC=1C(=O)OCCOC(=O)C1=CC=CC=C1 XFDQLDNQZFOAFK-UHFFFAOYSA-N 0.000 description 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
- QZCLKYGREBVARF-UHFFFAOYSA-N Acetyl tributyl citrate Chemical compound CCCCOC(=O)CC(C(=O)OCCCC)(OC(C)=O)CC(=O)OCCCC QZCLKYGREBVARF-UHFFFAOYSA-N 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 1
- MQIUGAXCHLFZKX-UHFFFAOYSA-N Di-n-octyl phthalate Natural products CCCCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCCC MQIUGAXCHLFZKX-UHFFFAOYSA-N 0.000 description 1
- JYFHYPJRHGVZDY-UHFFFAOYSA-N Dibutyl phosphate Chemical compound CCCCOP(O)(=O)OCCCC JYFHYPJRHGVZDY-UHFFFAOYSA-N 0.000 description 1
- VOWAEIGWURALJQ-UHFFFAOYSA-N Dicyclohexyl phthalate Chemical compound C=1C=CC=C(C(=O)OC2CCCCC2)C=1C(=O)OC1CCCCC1 VOWAEIGWURALJQ-UHFFFAOYSA-N 0.000 description 1
- RDOFJDLLWVCMRU-UHFFFAOYSA-N Diisobutyl adipate Chemical compound CC(C)COC(=O)CCCCC(=O)OCC(C)C RDOFJDLLWVCMRU-UHFFFAOYSA-N 0.000 description 1
- HIZCTWCPHWUPFU-UHFFFAOYSA-N Glycerol tribenzoate Chemical compound C=1C=CC=CC=1C(=O)OCC(OC(=O)C=1C=CC=CC=1)COC(=O)C1=CC=CC=C1 HIZCTWCPHWUPFU-UHFFFAOYSA-N 0.000 description 1
- 229910021135 KPF6 Inorganic materials 0.000 description 1
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 description 1
- 229910002651 NO3 Inorganic materials 0.000 description 1
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- YCUVUDODLRLVIC-UHFFFAOYSA-N Sudan black B Chemical compound C1=CC(=C23)NC(C)(C)NC2=CC=CC3=C1N=NC(C1=CC=CC=C11)=CC=C1N=NC1=CC=CC=C1 YCUVUDODLRLVIC-UHFFFAOYSA-N 0.000 description 1
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- ZMZDMBWJUHKJPS-UHFFFAOYSA-M Thiocyanate anion Chemical compound [S-]C#N ZMZDMBWJUHKJPS-UHFFFAOYSA-M 0.000 description 1
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- SAOKZLXYCUGLFA-UHFFFAOYSA-N bis(2-ethylhexyl) adipate Chemical compound CCCCC(CC)COC(=O)CCCCC(=O)OCC(CC)CCCC SAOKZLXYCUGLFA-UHFFFAOYSA-N 0.000 description 1
- BJQHLKABXJIVAM-UHFFFAOYSA-N bis(2-ethylhexyl) phthalate Chemical compound CCCCC(CC)COC(=O)C1=CC=CC=C1C(=O)OCC(CC)CCCC BJQHLKABXJIVAM-UHFFFAOYSA-N 0.000 description 1
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- JBSLOWBPDRZSMB-FPLPWBNLSA-N dibutyl (z)-but-2-enedioate Chemical compound CCCCOC(=O)\C=C/C(=O)OCCCC JBSLOWBPDRZSMB-FPLPWBNLSA-N 0.000 description 1
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- VNGOYPQMJFJDLV-UHFFFAOYSA-N dimethyl benzene-1,3-dicarboxylate Chemical compound COC(=O)C1=CC=CC(C(=O)OC)=C1 VNGOYPQMJFJDLV-UHFFFAOYSA-N 0.000 description 1
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- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
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- 239000010985 leather Substances 0.000 description 1
- 239000000944 linseed oil Substances 0.000 description 1
- 235000021388 linseed oil Nutrition 0.000 description 1
- 229910001092 metal group alloy Inorganic materials 0.000 description 1
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Natural products C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 1
- IRIAEXORFWYRCZ-UHFFFAOYSA-N n-butyl benzyl phthalate Natural products CCCCOC(=O)C1=CC=CC=C1C(=O)OCC1=CC=CC=C1 IRIAEXORFWYRCZ-UHFFFAOYSA-N 0.000 description 1
- 229920000847 nonoxynol Polymers 0.000 description 1
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- 235000019198 oils Nutrition 0.000 description 1
- 238000004806 packaging method and process Methods 0.000 description 1
- 125000005010 perfluoroalkyl group Chemical group 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
- UEZVMMHDMIWARA-UHFFFAOYSA-M phosphonate Chemical compound [O-]P(=O)=O UEZVMMHDMIWARA-UHFFFAOYSA-M 0.000 description 1
- 150000003013 phosphoric acid derivatives Chemical class 0.000 description 1
- XNGIFLGASWRNHJ-UHFFFAOYSA-L phthalate(2-) Chemical compound [O-]C(=O)C1=CC=CC=C1C([O-])=O XNGIFLGASWRNHJ-UHFFFAOYSA-L 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
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- YGSFNCRAZOCNDJ-UHFFFAOYSA-N propan-2-one Chemical compound CC(C)=O.CC(C)=O YGSFNCRAZOCNDJ-UHFFFAOYSA-N 0.000 description 1
- 229940090181 propyl acetate Drugs 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
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- 238000000926 separation method Methods 0.000 description 1
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- SCPYDCQAZCOKTP-UHFFFAOYSA-N silanol Chemical compound [SiH3]O SCPYDCQAZCOKTP-UHFFFAOYSA-N 0.000 description 1
- 150000004819 silanols Chemical class 0.000 description 1
- 239000000992 solvent dye Substances 0.000 description 1
- 239000003549 soybean oil Substances 0.000 description 1
- 235000012424 soybean oil Nutrition 0.000 description 1
- SYDJVRWZOWPNNO-UHFFFAOYSA-N sucrose-benzoate Natural products OCC1OC(OC2(COC(=O)c3ccccc3)OC(CO)C(O)C2O)C(O)C(O)C1O SYDJVRWZOWPNNO-UHFFFAOYSA-N 0.000 description 1
- 229940124530 sulfonamide Drugs 0.000 description 1
- 150000003456 sulfonamides Chemical class 0.000 description 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 1
- 230000000153 supplemental effect Effects 0.000 description 1
- 229920003002 synthetic resin Polymers 0.000 description 1
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 1
- 239000001069 triethyl citrate Substances 0.000 description 1
- VMYFZRTXGLUXMZ-UHFFFAOYSA-N triethyl citrate Natural products CCOC(=O)C(O)(C(=O)OCC)C(=O)OCC VMYFZRTXGLUXMZ-UHFFFAOYSA-N 0.000 description 1
- 235000013769 triethyl citrate Nutrition 0.000 description 1
- ITMCEJHCFYSIIV-UHFFFAOYSA-M triflate Chemical compound [O-]S(=O)(=O)C(F)(F)F ITMCEJHCFYSIIV-UHFFFAOYSA-M 0.000 description 1
- MXHBQKVKHGQWRB-UHFFFAOYSA-N trihexyl benzene-1,2,4-tricarboxylate Chemical compound CCCCCCOC(=O)C1=CC=C(C(=O)OCCCCCC)C(C(=O)OCCCCCC)=C1 MXHBQKVKHGQWRB-UHFFFAOYSA-N 0.000 description 1
- MDCWDBMBZLORER-UHFFFAOYSA-N triphenyl borate Chemical compound C=1C=CC=CC=1OB(OC=1C=CC=CC=1)OC1=CC=CC=C1 MDCWDBMBZLORER-UHFFFAOYSA-N 0.000 description 1
- NQPDZGIKBAWPEJ-UHFFFAOYSA-N valeric acid Chemical compound CCCCC(O)=O NQPDZGIKBAWPEJ-UHFFFAOYSA-N 0.000 description 1
- 239000011345 viscous material Substances 0.000 description 1
- 239000002023 wood Substances 0.000 description 1
Landscapes
- Inks, Pencil-Leads, Or Crayons (AREA)
Abstract
The present invention relates to ink jet ink compositions utilizing solvent mixtures containing esters, ketones, and optionally alcohols to provide ink compositions having qualities suitable for ink jet printing. Preferred ink compositions include C1-C3 alkyl esters of C1-C3 carboxylic acids, C3-C7 ketones, and optionally C2-C3 alkyl alcohols.
Description
Background
1. Technical field
The present invention relates to the field of ink compositions suitable for inkjet printing. Preferably, the composition is suitable for continuous inkjet printing. These compositions contain a solvent mixture or blend of three or more solvents, wherein the preferred solvent mixture is free of the usual solvent Methyl Ethyl Ketone (MEK).
2. Background art
In inkjet printing, printing is accomplished without contact between the printing device and the substrate on which the printed characters are deposited. Briefly, inkjet printing involves projecting a stream of ink droplets onto a surface and controlling the direction of the stream, for example electronically, so as to cause the droplets to form a desired printed image on the surface. Such non-contact printing techniques are well suited for applying characters to a variety of surfaces including porous and non-porous surfaces.
In general, inkjet ink compositions should meet certain requirements for use in inkjet printing operations. These relate to the viscosity, resistivity, solubility, compatibility and wettability of the components with respect to the substrate. Furthermore, the ink should be quick-drying and smear resistant, should be able to pass through the inkjet nozzle without clogging, and should allow for quick cleaning of the machine components with minimal effort. In addition, the inkjet composition should provide a printed image that adheres well to the substrate (particularly a non-porous substrate).
In many Continuous Inkjet (CIJ) ink products, methyl Ethyl Ketone (MEK) is used as the primary or sole solvent. MEK has many desirable properties when used as the primary solvent in continuous inkjet inks. For example, MEK has the following advantages: exhibits high evaporation rates for rapid ink drying, good solubility for binder resins and colorants commonly used in inks, stability in printing presses, low cost, availability worldwide, and good conductivity in the presence of conductive agents. However, MEK is increasingly regulated as a "precursor". In many countries MEK is included on the list of chemicals that can be used to make illicit drugs, for example, due to its potential role in extracting cocaine from cocaine base/paste. With so classified, any ink that uses precursor chemicals is automatically subject to increased regulatory and potential monetary burden. In addition, MEK and methanol are on the japanese ISHL Class 2Organic Solvent List, and are not allowed to be higher than 5 wt% in japan. Accordingly, attempts have been made to develop inks based on solvents other than MEK due to their health and safety issues, regulations such as VOC (volatile organic compounds) and HAP (hazardous air pollutants), and the like. MEK is regulated in the united states in accordance with VOC regulations. Methanol is regulated as HAP. Thus, if any regulatory restrictions are imposed on MEK, the manufacture of such MEK-containing ink compositions can present a potential risk.
Some MEK-free inks have been produced, including, for example, videojet TM Products V469 (acetone/ethanol), V460 (ethanol), V461 (ethyl acetate/ethanol), V462 (isopropyl acetate/ethanol), V463 (MIPK), and V457 (MIPK). However, inks with a significant percentage of ethanol suffer from printer reliability problems due to water absorption in the ink, and in many applications air dryers are required. Furthermore, ethanol and ester solvents such as ethyl acetate and propyl acetate/isopropyl acetate are not particularly good solvents for many resins and dyes used in continuous inkjet ink formulations. Ethanol and ester solvents also make it difficult to prepare inks with the conductivity necessary for continuous inkjet inks from the conductive metal complex dyes commonly used in CIJ formulations. Acetone suffers from extremely high volatility, making inks containing large amounts of acetone less reliable in a hot environment. Solvents such as MIPK and MPK have the disadvantage of being relatively costly.
Thus, there is a need in the art for good quality inkjet ink compositions that use less MEK or avoid its use altogether.
Summary of the invention
Thus, the present specification now discloses ink compositions for continuous inkjet printing having good properties, however, which do not use MEK as the primary solvent. The present invention relates to an inkjet ink composition suitable for inkjet printing, preferably for continuous inkjet printing, and which contains a solvent mixture having properties similar to those of a MEK-based composition. The ester/alcohol/ketone ternary mixtures described herein are preferred because they allow a balance to be struck between the factors described above and overcome many of the disadvantages of previous non-MEK inks.
Accordingly, the present invention provides embodiments comprising an inkjet ink composition comprising (a) a binder resin; (b) a colorant; and (C) a solvent mixture comprising (1) a C1-C3 alkyl ester of a C1-C3 carboxylic acid; (2) C3-C7 ketones; and (3) optionally a C2-C3 alkyl alcohol. In a preferred embodiment, the inkjet ink composition does not contain methyl ethyl ketone. In embodiments, the C1-C3 alkyl ester of a C1-C3 carboxylic acid is a C1-C3 alkyl ester of a C2-C3 carboxylic acid, or a C2-C3 alkyl ester of a C1-C3 carboxylic acid.
Certain preferred embodiments include inkjet ink compositions wherein the C1-C3 alkyl esters of C1-C3 carboxylic acids are from about 10% to about 65% by weight of the ink composition, preferably from about 10% to about 60% by weight of the ink composition.
In a preferred embodiment, the C2-C3 alkyl alcohol, if present, is from about 1% to about 60% by weight of the ink composition, more preferably from about 1% to about 40% by weight of the ink composition, the C3-C7 ketone is from about 5% to about 60% by weight of the ink composition, more preferably from about 5% to about 50% by weight of the ink composition, and the C1-C3 alkyl ester of the C1-C3 carboxylic acid is selected from methyl acetate (MeOAc), ethyl acetate (EtOAc), isopropyl acetate (iPrOAc), and n-propyl acetate (nPrOAc). In a further preferred embodiment, the C2-C3 alkyl alcohol, if present, is from about 10% to about 60% by weight of the ink composition, more preferably from about 10% to about 40% by weight of the ink composition.
In a preferred embodiment, the C1-C3 alkyl esters of C1-C3 carboxylic acids are selected from EtOAc and iPrOAc, the C2-C3 alkyl alcohols are selected from ethanol (EtOH), n-propanol (nPrOH) and isopropanol (iPrOH), and the C3-C7 ketones are selected from acetone, methyl Ethyl Ketone (MEK), diethyl ketone (DEK), methyl isopropyl ketone (MIPK), methyl n-propyl ketone (MPK), methyl isobutyl ketone (MIBK), methyl n-amyl ketone (MAK), methyl isoamyl ketone (MIAK), cyclopentanone and cyclohexanone. More preferably, the C3-C7 ketone is selected from the group consisting of acetone, DEK, MIPK and MPK.
In certain preferred embodiments, if water is present in the composition, it is present at less than 5% by weight of the ink composition.
In some embodiments, the binder resin is present in the inkjet ink composition from about 1% to about 25% by weight of the ink composition. Preferably, the binder resin is selected from the group consisting of acrylic resins, styrene acrylic resins, silicone resins, polyesters, polyurethane resins, polyamides, styrene-allyl alcohol resins, vinyl resins, nitrocellulose, cellulose esters, cellulose ethers, aldehyde resins, ketone resins, epoxy resins, rosin esters, hydrocarbon resins, phenolic resins, poly (hydroxystyrene) resins, terpene phenolic resins.
In some embodiments, the colorant is present in the inkjet ink composition from about 1% to about 15% by weight of the ink composition. In some embodiments, the colorant is a conductive solvent-soluble dye, or a mixture of conductive solvent-soluble dyes. In some embodiments, the colorant is selected from the group consisting of C.I.solvent Black 29, C.I.solvent Black 27, C.I.solvent Red 122, and combinations thereof.
In some embodiments, the calculated evaporation rate of the solvent mixture used in the inkjet ink composition is between about 2.0 and 4.0 based on an empirical value relative to n-butyl acetate alone. In some embodiments, the printed indicia on the non-porous material has a drying time of less than 5 seconds.
Preferably, the inkjet ink composition according to an embodiment of the present invention is formulated for continuous inkjet printing.
In some embodiments, the inkjet ink composition has a resistivity of 1800Ohm-cm or less at 25 ℃. In some embodiments, the ink composition has an evaporation rate of no more than 30 mg/min.
In a preferred embodiment, the present invention provides an inkjet ink composition comprising (a) a binder resin; (b) a colorant; and (c) a solvent mixture containing (1) EtOAc or iPrOAc; (2) Acetone, DEK, MIPK, or MPK, and (3) optionally EtOH, nPrOH, or iPrOH, wherein the ink composition does not contain detectable MEK.
Drawings
Figure 1 shows the empirical evaporation rate of MEK-based inks.
Figure 2 shows the difference between calculated and measured evaporation rates as a function of the fraction of highly volatile solvents in the solvent blend (methyl acetate, figure 2A; acetone, figure 2B).
Detailed Description
1. Definition of the definition
Unless defined otherwise, all technical and scientific terms used herein have the same meaning as commonly understood by one of ordinary skill in the art. Although various methods and materials similar or equivalent to those described herein can be used in the practice or testing of the present invention, suitable methods and materials are described below. However, those skilled in the art will appreciate that the methods and materials used and described are examples and may not be the only methods and materials suitable for use in the present invention. Furthermore, any temperature, weight, volume, time interval, pH, salinity, molar concentration or molarity, range, concentration, and any other measurement, quantity, or numerical expression given herein are intended to be approximate, not exact or critical numbers, unless explicitly stated to the contrary, as the measurements have inherent variability.
As used herein, the term "about" refers to ±20% of the value as used herein, such that, for example, "about 0.125" refers to 0.125±0.025, and "about 1.0" refers to 1.0±0.2.
As used herein, the term "ink" refers to a fluid or viscous substance used for writing or printing. Inks useful in the present invention are those suitable for use in continuous inkjet printing or other printing methods.
As used herein, the terms "ink jet" and "ink jet" refer to ink jet printing, i.e., the type of printing that produces an image by propelling small droplets of ink onto a substrate, such as paper, plastic, metal, glass, or the like. "continuous inkjet" or "CIJ" methods are used, for example, in marking and coding of products and packaging. In this method, a pump directs a liquid ink composition from a reservoir to a nozzle to produce a stream of continuous ink droplets. An electrode is placed in the path of the jet where the droplet separates from the jet. A voltage is applied to a charging electrode that induces an opposite electrostatic charge to the surface of the conductive ink droplet as the droplet separates. The voltage from the electrodes is controlled and variable to impart a controlled and variable amount of charge to the droplets. The charged droplets are deflected into position by passing through an electrostatic field to print a desired pattern on a substrate, or are recycled back to the reservoir for future use.
As used herein, the term "solvent" refers to an organic liquid or other component whose primary function is to dissolve and carry the other components of the ink composition. "solvent mixture" or "solvent blend" refers to a combination of different solvents.
As used herein, the term "resin" as used herein generally refers to a substance that helps to adhere an ink composition to a substrate to which it is applied during printing. In most cases, the resin is a polymeric material that holds other materials together to form a coherent whole or to impart adhesive properties, especially on non-porous or semi-porous substrates.
As used herein, the term "colorant" as used herein refers to a dye, pigment, or other substance that imparts a color or alters another shade, and may refer to any such substance. Colorants include black dyes, as well as other colors, and may be food grade, cosmetic grade, or pharmacopeia grade colorants in some embodiments.
As used herein, the term "surfactant" refers to a substance that reduces the surface tension of a liquid in which it is dissolved.
As used herein, the term "conductive agent" refers to an agent that enables the ink composition to exhibit conductivity suitable for continuous inkjet printing, including ionic species, such as organic and inorganic salts, and in some cases, colorants used in the ink.
As used herein, the term "substrate" refers to a substance on which indicia are printed. The substrate may include, but is not limited to, plastic, glass, metal and metal alloys, wood, paper, leather, and the like.
As used herein, "resistivity" refers to the specific resistivity in Ohms-cm. The resistivity (R) is the inverse of the conductivity (C). The conductivity of the ink may be expressed as Siemen/cm, in which case the relationship is r×c=1, or more typically in microSiemen (μs)/cm. Resistivity versus conductivity has a relationship of r×c=1,000,000 when expressed in μs/cm.
As used herein, the term "volatile" describes the ease with which a substance evaporates (becomes a gas or vapor). Thus, volatile materials are materials that readily evaporate at conventional temperatures.
As used herein, the term "relative evaporation rate" refers to the rate at which a material will evaporate (evaporate, changing from a liquid to a vapor) as compared to the rate at which a particular known material (typically n-butyl acetate) evaporates under the same conditions. "calculated evaporation rate" refers to the evaporation rate of a solvent or solvent mixture based on the known evaporation rates of the individual components of the mixture and their concentrations in the mixture. The term "empirical evaporation rate" refers to an evaporation rate that has been experimentally measured. See methods below.
2. Embodiments of the invention
Inkjet ink compositions have been produced and described herein that contain a solvent or combination of solvents that reduces the need to rely on MEK as the solvent. Solvents useful in ink jet ink compositions should have a fast drying time, good solubility for other ink components, and provide sufficient conductivity to the ink composition in the presence of a suitable conductive agent, such as a metal complex dye.
Widely available solvents with rapid drying times include alkyl esters. For example, ethyl acetate has an evaporation rate comparable to MEK and is a good solvent for many types of polymer resins. However, ethyl acetate has not been widely used as the primary solvent for continuous inkjet inks, mainly due to its poor solubility to common dyes and low conductivity of the resulting ink composition when conductive dyes or salts are used. Cosolvents such as alcohols and ketones significantly improve the solubility of the dye and conductive agent when mixed with the esters and the conductivity of the final ink composition. However, the alcohol alone may have a negative impact on the solubility of the primary binder resin, ink adhesion, and drying time of the ink. Furthermore, alcohols are well known to be hygroscopic and can lead to even worse solubility and ink instability in the printer due to the absorption of water from the air. Therefore, there is also a need to minimize the presence of alcohols in ink solvent mixtures.
In embodiments of the present invention, the solvent system comprises an ester, a ketone, and optionally an alcohol, which when used in an ink, exhibits good solubility for a wide range of resin classes and dyes and conductive agents. The resulting ink compositions have similar evaporation rates, drying times, print windows, and functional properties relative to their MEK counterparts.
The inks of the present invention preferably use a lower alcohol in an amount of from about 1% to about 60% by weight of the total ink composition, more preferably from about 1% to about 40% by weight of the total ink composition, and even more preferably from about 1% to about 35% by weight of the total ink composition. Alternatively, the inks of the present invention preferably use a lower alcohol in an amount of from about 10% to about 60% by weight of the total ink composition, more preferably from about 10% to about 40% by weight of the total ink composition, or even more preferably from about 15% to about 55% by weight of the total ink composition. The lower limit of alcohols suitable for use in solvent blends is generally affected by the conductivity of the ink. In the absence of alcohol, the ink may not provide sufficient conductivity. Due to their hygroscopic nature and the presence of water in the solvent, in particular the alcohol, the conductivity will in most cases be further improved by the presence of a small amount of water in the alcohol solvent. However, water dries slowly and is a non-solvent for ingredients such as resin binders and colorants. The upper limit of the water content will be determined by the relative evaporation rate and solubility of the dye and resin in the solvent blend. The solubility may be the initial solubility or the solubility observed after aging of the ink for a period of time. It is also generally preferred to limit the alcohol content to minimize water absorption during operation in CIJ printers.
Lower alcohols suitable for use in the present invention are C2-C3 alkyl alcohols. Preferred alcohols include ethanol (EtOH), n-propanol (nPrOH) and isopropanol (iPrOH).
The inks according to embodiments of the present invention also preferably use ketones to improve the overall solubility and conductivity of the ink components. The lower limit of ketone in the solvent mixture depends on the solubility of the ink components in the solvent mixture and the stability of the ink over its useful life. The upper limit of use of the ketone in the solvent mixture depends on the impact of using the ketone based on its relative cost, general availability for use in manufacture, and the overall drying rate of the resulting composition. In a preferred embodiment, the ketone is used at about 5% to about 50% by weight of the ink composition, more preferably about 10% to about 45% by weight. In other preferred embodiments, the ketone is used at about 5% to about 60% by weight of the ink composition, more preferably about 10% to about 50% by weight of the ink composition.
Ketones suitable for use in the solvent mixtures of embodiments of the present invention include ketones having from 3 to 7 carbon atoms, including ketone carbons (C3-C7 ketones). The ketone may be an alkyl or cycloalkyl ketone. Preferably, suitable ketone solvents have a relative evaporation rate (relative to n-butyl acetate) of at least about 0.2. Specific ketones for use in the present invention include acetone, diethyl ketone (DEK), methyl isopropyl ketone (MIPK), methyl n-propyl ketone (MPK), methyl isobutyl ketone (MIBK), methyl n-amyl ketone (MAK), methyl isoamyl ketone (mia), cyclopentanone, cyclohexanone, and the like. Most preferred ketones are acetone, DEK, MIPK and MPK. Methyl Ethyl Ketone (MEK) may also optionally be used as part of the solvent mixture in an amount of 0% to about 50%, but is preferably present in an amount of about 10% to about 25% by weight of the ink composition. More preferably, the ink composition according to an embodiment of the invention does not contain detectable MEK.
For reliable operation in CIJ printers, the ink must have minimum initial conductivity or maximum solution resistivity. For example, the resistivity of the available ink typically needs to be below the practical upper limit imposed by the charge control circuitry of the printer due to natural variations in raw materials, drop in ink temperature during use, and conductivity during ink life. For reliable operation, the ink should exhibit a maximum resistivity of about 2000Ohm-cm, and more preferably less than about 1800Ohm-cm, due to the practical limitations mentioned. Even more preferably, the resistivity range is less than about 1500Ohm-cm.
In the case where the alcohol and ketone have a greater effect on the conductivity of the solution than the ester, the sum of the alcohol plus ketone in the solvent mixture is from about 15% to about 85% by weight of the ink composition, more preferably from about 20% to about 80% by weight of the ink composition. With sufficient conductivity to translate into a wide time window that allows the application of drop charge pulses at the moment of drop separation. Inks with sufficient conductivity exhibit a wide time frame to apply drop charge pulses responsible for detecting drop position and velocity, which are better known as "phasing" or "phase timing" control. The ink may be subjected to a "phase window" test to determine that the ink has an appropriate phase window.
The inks of the present invention preferably employ between 10% and 65%, preferably between 10% and 60%, more preferably about 15 to 55% of the ester of the ink composition. The upper limit is defined by the relative solubilities of the ink components and the conductivity of the ink. The lower limit, along with the specific ketone used, is defined by the overall observed evaporation rate, which can be related to the drying rate of the printed code and the loss of solvent observed during operation in the CIJ inkjet printer. Ideally, in a typical CIJ application, the ink exhibits a sufficiently fast ink drying rate for the printed code, while exhibiting a sufficiently low evaporation rate that the printer does not consume an excessive amount of "make-up" solvent compared to MEK-based inks currently used by customers.
The esters can be of any kind, but are preferably those having an appropriate evaporation rate to improve the bulk ink evaporation rate relative to the lower alcohol used. Preferred esters for use in the present invention are C1-C3 alkyl esters of C1-C3 carboxylic acids, for example C1-C3 alkyl esters of C2-C3 carboxylic acids or C2-C3 alkyl esters of C1-C3 carboxylic acids. Specific alkyl esters useful in the present invention include methyl acetate (MeOAc), ethyl acetate (EtOAc), isopropyl acetate (iPrOAc), and n-propyl acetate (nPrOAc). The most preferred ester solvents are ethyl acetate and isopropyl acetate.
The initial evaporation rate of the solvent mixture useful in the present invention is typically very relevant to the make-up solvent used in CIJ printers and can be measured by simply observing the mass loss over time on a precision balance. The supplemental solvent is a solvent or solvent mixture used in the ink composition that is added to the ink in a controlled manner during operation of the printer to compensate for solvent losses in order to maintain ink viscosity and correct solvent balance in the ink composition. For inks using mixtures of different solvents, the solvent balance in the supplement is typically different from the solvent balance in the ink due to the difference between the relative evaporation rates of the solvents. For example, an ink using acetone/ethanol as the primary ink solvent would require a much higher acetone to ethanol ratio in the supplement than in the ink, as acetone is much more volatile than ethanol. For example, empirically derived evaporation rates for MEK-based inks (> 60% MEK content in the ink composition) are shown in fig. 1. The consumption of the supplement in the printing machine can be estimated based on the solvent balance in the ink, as long as the supplement has an appropriate balance to keep the solvent composition of the ink in the printing machine constant.
As seen in fig. 1, the loss of MEK over time is nearly linear and the evaporation rate is constant as long as the surface area of the MEK remains constant. Typical MEK-based inks evaporate at a rate of about 20 mg/min at about 20 c, depending on the other components in the ink composition. The testing of this property can be used to compare the rate of solvent loss or replenishment consumption of different inks in a printer, as described below, so long as the comparison test is accomplished in the same environment using the same volume of ink over the same surface area. About 5 grams of ink were placed in a 5.1cm diameter aluminum pan, which was then placed on an analytical balance with a housing, such as model Sartorius a 200S. The weight loss was recorded every two minutes over a20 minute time span and the weight loss values were plotted against time to calculate the evaporation rate. The test was performed at about 20 ℃.
Because make-up fluid can be expensive for the end user, it is generally preferred that the actual evaporation rate of the ink does not exceed based on the above-described testsAbout 30 mg/minTo minimize the impact of operating costs relative to MEK-based inks.
The initial relative evaporation Rate (REA) of the solvent blend can be predicted by using the solvent ratio and the empirical evaporation rate of the pure solvent relative to n-butyl acetate, shown in table 1. For example, the initial relative evaporation of a solvent blend of 25% acetone (rea=6.3), 55% iproac (rea=3.0), and 20% etoh (rea=1.7) can be estimated by the following calculations: (0.25) ×6.3) + (0.55) ×3.0) + (0.20) ×1.7) =3.6. This type of calculation can be used to estimate the relative ink drying time to guide the ink formulation (see table 2 below), however, the evaporation rate of the solvent mixture in the ink composition may not be constant. Because both the solvent equilibrium shift and the ink viscosity increase due to evaporation, the evaporation rate of the mixture will likely change. In addition, how the solvent(s) interact with the resin and other components in the ink composition can also affect solvent evaporation. As a result, the actual ink drying rate as measured will likely deviate significantly from calculations based on the relative solvent evaporation rates reported in the literature.
Table 1. Evaporation rates reported for pure solvent relative to n-butyl acetate.
| Solvent(s) | Solvent type | Relative evaporation rate |
| Acetone (acetone) | Ketone compounds | 6.3 |
| MEK | Ketone compounds | 3.8 |
| MIPK | Ketone compounds | 2.9 |
| MPK | Ketone compounds | 2.3 |
| DEK | Ketone compounds | 2.3 |
| MIBK | Ketone compounds | 1.6 |
| MIAK | Ketone compounds | 0.5 |
| MAK | Ketone compounds | 0.4 |
| Cyclohexanone | Ketone compounds | 0.3 |
| MeOAc | Esters of | 6.0 |
| EtOAc | Esters of | 4.1 |
| iPrOAC | Esters of | 3.0 |
| nPrOAc | Esters of | 2.3 |
| EtOH | Alcohols | 1.7 |
| iPrOH | Alcohols | 1.7 |
| nPrOH | Alcohols | 1.0 |
Data sources for solvent evaporation rate: eastman TM Solvent selection table.
Table 2. Calculated relative evaporation rates of solvent mixtures.
Advantages of inks according to embodiments of the present invention include avoiding reliance on high amounts of MEK or avoiding MEK altogether as a solvent for use in inkjet ink compositions. The use of MED in inkjet inks will become a greater problem when the anticipated regulatory regulations regarding MEK are on the premises or the regional restrictions on importation of MEK-containing products are strengthened. The use of a combination of non-MEK solvents effectively alleviates these risks. Furthermore, from a general regulatory perspective, mixtures of solvents in inkjet products have advantages over single solvents. A single solvent type in CIJ inks would require a corresponding make-up fluid that contains the same solvent in its almost pure form, which can be easily regulatory inspected if the solvent is limited in any way.
The inkjet ink according to the present invention also contains a binder resin. Such binder resins are known in the art and any such resin as understood by those skilled in the art may be used. Examples of suitable resins include those selected from the group consisting of acrylic resins, styrene acrylic resins, silicone resins, polyesters, polyurethane resins, polyamides, styrene-allyl alcohol resins, vinyl resins, nitrocellulose, cellulose esters, cellulose ethers, aldehyde resins, ketone resins, epoxy resins, rosin esters, hydrocarbon resins, phenolic resins, poly (hydroxystyrene) resins, terpene phenolic resins, and mixtures thereof. Preferred binder resins for use in the present invention include cellulose esters such as cellulose acetate butyrate and cellulose acetate propionate, nitrocellulose resins, styrene acrylic resins, silicone resins, rosin esters, and polyurethane resins. Most preferred binder resins include nitrocellulose resins; cellulose acetate butyrate resin CAB-551-0.01, CAB-553-0.4, cellulose acetate propionate resin CAP-482-0.5, all from Eastman Chemical TM The method comprises the steps of carrying out a first treatment on the surface of the Styrene acrylic resins, such as Joncryl-611, joncryl-586, from BASF.
Colorants useful in the ink compositions of the present invention include any colorant known to those skilled in the art. In particular, solvent-soluble dyes such as azo-metal complex dyes and azo dyes are suitable for use in the disclosed inks. The most preferred colorants are solvent black29, solvent black 27, and solvent black 3. The most preferred colorants are solvent dyes that also provide conductivity, such as C.I.solvent black29, C.I.solvent black 27, and C.I.solvent red 122. Examples of the solution Black29 are Valifast Black 3808, orasol Black X-55. Examples of the I.solution Black 27 are Valifast Black 3830 and Orasol Black 3820.Valifast Red 3306 is an example of c.i. solvent Red 122.
The ink composition used in the continuous ink jet process should exhibit a solution conductivity of greater than 200 μ Siemens, and more preferably greater than 500 μ Siemens, and thus optionally include a conductive agent (an ionic species added to the ink composition to impart a measurable conductivity). The preferred conductive agent is a cation/anion pair (salt). Preferably, the cation is an alkaline earth metal, an alkali metal (i.e., li + 、Na + 、K + ) Ammonium, alkyl/aryl ammonium (NR 4) + R=h, alkyl, aryl) and alkyl/aryl phosphonium (PR 4) + R=h, alkyl, aryl), and the like. Typical anions for cation/anion pairs are halide, halophosphate (e.g., hexafluorophosphate), tetrafluoroborate, haloantimonate, haloborate, phenylborate, nitrate, phosphate, sulfate, phosphonate, sulfonate, carbonate, carboxylate, thiocyanate, acetate, triflate, tosylate, and the like. Only the conductive agent is typically added to impart just enough conductivity to the ink composition to be used in inkjet printing. In a typical such ink composition, the conductive agent is provided in an amount of 0.1 to 2.5 wt.%. In some formulations, the colorant may function as a conductive agent.
The ink composition may optionally further comprise one or more additives such as plasticizers, surfactants, defoamers, humectants, adhesion promoters, corrosion inhibitors, and the like, or combinations thereof. Suitable plasticizers may be polymers and may be added in addition to the binder resin. Plasticizers generally have a molecular weight of less than 5,000 g/mol. Examples of suitable plasticizers include phthalate plasticizers such as alkyl benzyl phthalate, butyl benzyl phthalate, dioctyl phthalate, diisobutyl phthalate, dicyclohexyl phthalate, diethyl phthalate, dimethyl isophthalate, dibutyl phthalate and dimethyl phthalate, esters such as adipic acid-bis- (2-ethylhexyl) -ester, diisobutyl adipate, glyceryl tribenzoate, sucrose benzoate, dibutyl sebacate, dibutyl maleate, polypropylene glycol dibenzoate, neopentyl glycol dibenzoate, dibutyl sebacate and tri-n-hexyl trimellitate, phosphates such as tricresyl phosphate, dibutyl phosphate, triethyl citrate, tributyl citrate, acetyl tri-n-butyl citrate, polyurethanes, acrylic polymers, lactic acid esters, oxidized oils such as epoxidized soybean oil, oxidized linseed oil, and sulfonamide-based plasticizers such as plastics sizer 8.
When present, the plasticizer is preferably present in an amount of from about 0.01 wt% to about 5.0 wt%, preferably from about 0.1 wt% to about 2.5 wt%, and more preferably from about 0.25 wt% to about 1.0 wt% of the ink composition.
Examples of surfactants include silicones, silanols, polyoxyalkylene amines, propoxylated (poly (oxypropylene)) diamines, alkyl ether amines, nonylphenol ethoxylates, ethoxylated fatty amines, quaternized copolymers of vinylpyrrolidone and dimethylaminoethyl methacrylate, alkoxylated ethylenediamines, polyethylene oxides, polyoxyalkylene polyalkylenepolyamine amines, polyoxyalkylene polyalkyleneimines, alkyl phosphate ethoxylate mixtures, polyoxyalkylene derivatives of propylene glycol and polyoxyethylated fatty alcohols, fluorinated surfactants such as perfluoropolyethers, modified perfluoropolyethers, glycol-based perfluoroalkyl ethers, perfluoroalkyl substituted polyethers, and mixtures thereof. Specific examples of suitable polymeric surfactants are Silicsone Fluid SF-69, which is a blend of silanol and cyclic silicone. Specific examples of silicone polyalkylene oxide copolymer surfactants include SILWET TM L-7622. In any embodiment, the surfactant additive, when present, is preferably present in an amount of from about 0.001 wt% to about 2.0 wt%, and more preferably from about 0.005 wt% to about 0.5 wt% of the ink composition.
5. Examples
The invention is not limited to the particular methods, compositions, or methodologies described, as these may vary. The terminology used in the description is for the purpose of describing particular versions or embodiments only, and is not intended to limit the scope of the present invention which will be limited only by the appended claims. Although any methods and materials similar or equivalent to those described herein can be used in the practice or testing of embodiments of the present invention, the preferred methods, devices, and materials are now described. All publications mentioned herein are incorporated by reference in their entirety; nothing herein is to be construed as an admission that the invention is not entitled to antedate such disclosure by virtue of prior invention.
Example 1: correlation between evaporation rate estimate and measured value.
Ink formulations were prepared by combining solvent with CAB-553-0.4 resin in specific ratios to produce a viscosity of about 4cPs (CAB resin between 4.0 and 6.5%) and a solvent black dye of 7.5%, which also shows the measured evaporation rate and normalized percentages against the evaporation rate of each ink vs. pure MEK control, as shown in table 3 below.
The evaporation rate of each ink was measured and compared to calculated values. As an example, the results show that the measured evaporation rate vs. mek control is about 16 percent lower than calculated when MPK is used as the single solvent; when MPK was combined with SDA-3c ethanol at a ratio of 80/20, the difference was 1 percent. See table 3.
Table 3. Comparison of calculated and measured evaporation rates for ink formulations.
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These results demonstrate that while the evaporation rate of the pure solvent is based on empirical evidence and is commonly used by those skilled in the art to make a first approximation of the evaporation rate of the solvent mixture, estimates of the solvent blend have been found to deviate significantly from the calculations and can only be used as a starting point in determining the composition of the supplement or in estimating the ink drying time.
As shown in fig. 2, the actual evaporation rate of a given ink composition tends to be higher as the ratio of highly volatile solvents increases. Because of this deviation, in the case of solvents with high volatility, such as methyl acetate, ethyl acetate, and acetone, the amount of such solvents that can be used in the ink can be effectively reduced significantly to achieve the target ink drying rate. However, once adjusted, different kinds and ratios of ketones can be used: alcohol: the esters were formulated into various inks within acceptable evaporation ranges.
Example 2: and (5) selecting materials.
Different ternary solvent mixtures were formulated and their properties were measured: such as viscosity (cPs) at 25 ℃; resistivity (Ohm-cm) at 25 ℃; evaporation rate; and resolubility of the dried ink. The formulations used CAB-553-0.4 (ethanol soluble binder resin) and two classes of solvent Black dyes, valifast Black 3808 (VB 3808; solvent Black 29) and 3830 (VB 3830; solvent Black 27). Their composition and properties are presented in table 4 below. The KPF6 salt (potassium hexafluorophosphate) is used herein as a conductive agent.
TABLE 4 CAB-553-0.4 containing TM Ink compositions of resin and different Solvent Black dyes.
For ink composition Nos. 25 and 26, which contained Valifast Black 3808 (C.I.Index Solvent Black 29), high levels of ethyl acetate in the ink composition resulted in relatively high resistivity, but still within 2000Ohm-cm (i.e., below). Increasing the level of ethanol and/or MPK (see ink composition nos. 27 and 28) improves the ink resistivity. In the presence of Valifast Black 3830 (C.I.Index Solvent Black 27), as shown for ink composition Nos. 29 and 30, an additional 1% KPF was used 6 To reduce the resistivity to a minimum acceptable level. The resistivity was further lowered even without the conductive agent, as compared with the ternary blend (ink composition No. 31).
Table 5 provides the formulation and properties of inks containing CAB-551-0.01 (resins exhibiting limited or no solubility in pure alcohol).
Table 5. Ink compositions containing CAB-551-0.01 resin and different Solvent Black dyes.
For these ink compositions, the ternary Solvent blend provided better ink conductivity than the combination of the high ethyl acetate ink with Solvent Black 29 (see ink composition Nos. 33 and 34) or Solvent Black 27 (see ink composition Nos. 35 and 36).
The ink formulation using Joncryl611 is listed in Table 6, where Joncryl611 is a low acid value styrene acrylic resin that has low alcohol solubility.
Table 6. Ink compositions containing Joncryl611 resin and Valifast Black dye.
Joncryl611 is a useful base resin for CIJ formulations for achieving good adhesion on certain materials, such as glass surfaces, and for reliable printer operation due to its good dry ink resolubility. Because of its relatively low molecular weight, a high content of resin solids is used to obtain the desired ink viscosity. Joncryl611 has poor solubility in ethanol due to its low acid number. Thus, high levels of solubilising ester or ketone solvents are inherently required to simply dissolve the material. However, high ester content (see ink composition nos. 38 and 39) results in high resistivity of the ink. Ink resolubility was compared to measure the effect of combined high solids and high ester levels. The resolubility of the dried ink was evaluated by placing two drops of ink in an aluminum pan and allowing the ink to dry. Once dried, the solvent mixture used in the ink is pipetted one drop at a time onto the ink until the dried ink is completely redissolved. The number of drops required to resolubilize the ink is reported. Increasing the alcohol ratio (see ink composition number 40) adversely affects the resolubility of the ink, which is detrimental to printer performance. In contrast, increasing the ratio of ketones (see ink composition number 41) was found to significantly improve the resolubility of the dried ink while maintaining good ink resistivity.
Example 3: general adhesion and description of printer performance.
Several ink formulations, as shown in Table 7 below, were prepared by mixing all the ink components in the corresponding solvent mixtures, which contained CAB-553-0.4 TM Or CAB-551-0.01 as the primary binder resin, and the resulting ink was used for adhesion testing and print window evaluation.
TABLE 7 exemplary ink formulation Components with CAB resin
In the inks in Table 5, ternary was usedBoth CAB resins of the solvent blend are compatible. In ink A of the present invention, a relatively high ethyl acetate ratio was used, and the resulting ink composition exhibited an acceptable resistivity of 1756 Ohm-cm. In inks B and C of the present invention, a relatively high ratio of ethanol to ketone was used to test CAB-551-0.01 TM Solubility limit in the solvent blend. All ink components were found to be compatible and provided good ink properties relative to the MEK-based control, as shown in comparative example ink No. 1. However, in comparative example ink nos. 2, 3 and 4, the replacement of a portion of the ketone with ethanol or the complete removal of the ketone resulted in poor resolubility of the dried ink. These inks were subjected to further accelerated aging tests (known as shock test) by storing them in a 60 ℃ oven for 1 week and then in a-15 ℃ freezer for 1 day to examine the stability of the inks over time. Both inventive ink numbers 2 and 3 were more stable after aging than their counterparts (comparative ink numbers 2, 3 and 4 with lower ketone ratios), indicating the solubility advantage of the ketone.
The functional performance of inks A, B and C of the present invention relative to comparative ink number 1 was evaluated by testing their dry time and tape adhesion on various substrates. The drying time is defined as the time required for the ink code to dry to no tackiness after printing on a substrate and is measured by recording the time between printing the code and the moment when smearing of the code is not observed when rubbed gently. The drying times of the three inks of the present invention were found to be comparable to typical MEK-based inks. Ink a of the present invention having a high ethyl acetate ratio has a drying time of 1 second or less. Ink numbers B and C of the present invention, which have a high ethanol to ketone ratio, have a drying time of 1 to 2 seconds, depending on the substrate.
Applying 3MScotch over the entire printed code by using one solid (2-3 kg) friction TM Tape transfer testing was performed on a sheet of transfant Tape #600 (or equivalent). The tape was removed quickly at an angle of about 180 deg. and then the percentage of code transferred to the tape was checked. All three inks of the present invention showed good to excellent performance on all substrates testedIs used for the adhesive tape transfer property. (tape transfer test rating measure: excellent = code shows no change; good = code legible with less than 25% transfer; medium = code shows greater than 50% transfer but still legible; bad = code legible.) see table 8 below.
Table 8. Drying time and tape transfer test results.
To evaluate the basic printer performance of the ink, the ink was prepared at room temperatureA phase window test was performed on 1580 printer retrofit printer tooling using a 60 micron nozzle to print 34 high solid block images at each of 16 different phase shifts.
The printed image contained about 200 columns in the horizontal direction and 34 dots in the vertical direction in each column. The print quality of the image printed at each phase shift was then evaluated by examining the printed dots and rated based on the following metrics: good = no misplaced or missing points; barely = some slightly misplaced dots remain visible in the printed image; difference = missing point or wavy image. The results are shown in table 9 below. The inks of the present invention have 6 and 7 acceptable phases, including "good" and "marginal" phases. This property was similar to MEK control, comparative example ink No. 1, and comparative example ink No. 5 (see table 10 for ink composition).
Table 9. Phase window test results.
| Printing ink | Number of good phases | Number of marginal phases |
| Ink A of the invention | 5 | 1 |
| Ink B of the invention | 7 | 0 |
| Ink C of the invention | 7 | 0 |
| Comparative ink 1 | 7 | 0 |
| Comparative ink 4 | 3 | 4 |
| Comparative example ink 5 | 7 | 0 |
Example 4: specific application vs. description of MEK-based inks.
Comparative ink 5, which contains MEK, solvent black dye, joncryl 611, silicone and polyurethane resin, provided good adhesion to glass. As shown for ink D of the present invention, after optimizing the resin type and ink solids, the ink exhibited acceptable solution resistivity, and the ingredients were found to be compatible with the ternary solvent mixture. Ink D of the present invention and comparative ink 5 also exhibited similar evaporation rates. In contrast, when blended in a mixture of ethyl acetate and ethanol in the absence of MPK, the resin combinations were found to be incompatible and the ink components were insoluble, as comparative example ink 6 provided in table 10.
Table 10. Exemplary ink formulation components for glass adhesion.
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Ink D of the present invention and comparative ink 5 were printed on four different substrates (glass, aluminum, polyester and PVC) and tested for drying time. The results were comparable (see table 10). The adhesion of ink D of the present invention was tested on glass microscope slides using a dry thumb rub test (glass adhesion, dry) and a wet rub test (glass adhesion, wet). In these tests, the code was printed on glass slides using a Videojet 1000 production line printing harness. After a waiting time of 16 hours, the slide was subjected to 10 thumb rubs across the code under dry conditions with moderate pressure. In the wet rub test, the encoded glass slides were first aged in a humidity cabinet (30 ℃/50% rh) for about 4 hours and then immersed overnight in an ice-water bath. The wet glass slide was then subjected to 10 thumb rubs with moderate pressure across the code. The adhesion results were rated based on the following metrics: good = all codes remain completely readable after 10 thumb rubs; medium = part code was removed after 10 thumb rubs, but all codes remained completely readable after 5 thumb rubs; difference = code is not readable after 5 thumb rubs. The results of the adhesion of ink D of the present invention match the results of comparative example ink 5.
To achieve faster drying times, other examples of inks of the present invention were formulated as described in table 11. Three different types of plastic substrates, including polyester sheet, BOPP film, and polyethylene film, were selected to evaluate the dry time performance of these inks. It was found that reducing the amount of less volatile solvents such as alcohols reduces the drying time of the ink. The inks E, F and G of the present invention contain a nitrocellulose resin, a solvent black dye, or a mixture of solvent black and solvent red dye, in addition to ethyl acetate, and a combination of MPK and acetone. Both inks F and G of the present invention were able to achieve an average drying time of less than 1 second and good rub resistance on the tested plastic films. Furthermore, the ink resistivity of the three inks of the present invention is sufficiently low as demonstrated by their excellent phase window performance. Ink H of the present invention contained the CAB resin and the solvent black dye, without any alcohol present. The resulting ink also showed a drying time of less than one second and good adhesion to the tested plastic film. The inks E, F and G according to the invention show that satisfactory results can be achieved with the inks according to the invention which contain lower amounts of alcohol than the inks A to D according to the invention, and the ink H according to the invention shows that the alcohol can be omitted from the inks according to the invention and still satisfactory properties can be obtained.
Reference to the literature
All references listed below and throughout the specification are incorporated herein by reference in their entirety.
1. U.S. patent No. 8,110,031.
2. U.S. patent No. 5,466,287.
Clause of the invention
Clause 1. An inkjet ink composition comprising:
a) A binder resin;
b) A colorant; and
c) A solvent mixture comprising:
1) C1-C3 alkyl esters of C1-C3 carboxylic acids;
2) C3-C7 ketone, and
3) Optionally a C2-C3 alkyl alcohol.
Clause 2. The inkjet ink composition of clause 1, which is free of methyl ethyl ketone.
Clause 3 the inkjet ink composition of clause 1 or clause 2, wherein the C1-C3 alkyl ester of a C1-C3 carboxylic acid is a C1-C3 alkyl ester of a C2-C3 carboxylic acid or a C2-C3 alkyl ester of a C1-C3 carboxylic acid.
Clause 4 the inkjet ink composition of any of clauses 1 to 3, wherein the C1-C3 alkyl ester of the C1-C3 carboxylic acid is about 10 to about 65 weight percent of the ink composition.
Clause 5 the inkjet ink composition of any of clauses 1 to 4, wherein the C2-C3 alkyl alcohol, if present, is about 1 to about 40 weight percent of the ink composition.
Clause 6 the inkjet ink composition of any of clauses 1 to 5, wherein the C3-C7 ketone is about 5 to about 60 weight percent of the ink composition.
Clause 7 the inkjet ink composition of any of clauses 1 to 6, wherein the C1-C3 alkyl ester of a C1-C3 carboxylic acid is selected from the group consisting of methyl acetate (MeOAc), ethyl acetate (EtOAc), isopropyl acetate (iPrOAc), n-propyl acetate (nPrOAc), and mixtures thereof.
Clause 8 the inkjet ink composition of any of clauses 1 to 7, wherein the C1 to C3 alkyl esters of C1 to C3 carboxylic acids are selected from EtOAc, iPrOAc, and mixtures thereof.
Clause 9 the inkjet ink composition of any of clauses 1 to 8, wherein the C2-C3 alkyl alcohol, if present, is selected from the group consisting of ethanol (EtOH), n-propanol (nPrOH), isopropanol (iPrOH), and mixtures thereof.
Clause 10 the inkjet ink composition of any of clauses 1 to 9, wherein the C3-C7 ketone is selected from the group consisting of acetone, methyl Ethyl Ketone (MEK), diethyl ketone (DEK), methyl isopropyl ketone (MIPK), methyl n-propyl ketone (MPK), methyl isobutyl ketone (MIBK), methyl n-amyl ketone (MAK), methyl isoamyl ketone (mia), cyclopentanone, cyclohexanone, and mixtures thereof.
Clause 11 the inkjet ink composition of any of clauses 1 to 10, wherein the C3-C7 ketone is selected from the group consisting of acetone, DEK, MIPK, MPK, and mixtures thereof.
Clause 12 the inkjet ink composition of any of clauses 1 to 11, wherein if water is present, it is present at less than 5 weight percent of the ink composition.
Clause 13 the inkjet ink composition of any of clauses 1 to 12, wherein the binder resin is present in about 1 to about 25 weight percent of the ink composition.
The inkjet ink composition of any one of clauses 1-13, wherein the binder resin is selected from the group consisting of acrylic resins, styrene acrylic resins, silicone resins, polyesters, polyurethane resins, polyamides, styrene-allyl alcohol resins, vinyl resins, nitrocellulose, cellulose esters, cellulose ethers, aldehyde resins, ketone resins, epoxy resins, rosin esters, hydrocarbon resins, phenolic resins, poly (hydroxystyrene) resins, terpene phenolic resins, and mixtures thereof.
The inkjet ink composition of any one of clauses 1 to 14, wherein the colorant is present at about 1% to about 15% by weight of the ink composition.
The inkjet ink composition of any one of clauses 1 to 15, wherein the colorant is a conductive solvent soluble dye, or a mixture of conductive solvent soluble dyes.
Clause 17 the inkjet ink composition of any of clauses 1 to 16, wherein the colorant is selected from the group consisting of c.i. solvent Black 29, c.i. solvent Black 27, c.i. solvent Red 122, and combinations thereof.
Clause 18 the inkjet ink composition of any of clauses 1 to 17, wherein the calculated evaporation rate of the solvent mixture is between about 2.0 and 4.0 based on published empirical values with respect to n-butyl acetate alone.
Clause 19 the inkjet ink composition of any of clauses 1 to 18, wherein the drying time of the indicia printed on the non-porous material is less than 5 seconds.
The inkjet ink composition of any one of clauses 1 to 19, wherein the ink is formulated for continuous inkjet printing.
Clause 21 the inkjet ink composition of any of clauses 1-20, wherein the inkjet ink composition has a bulk ink resistivity of 1800Ohm-cm or less at 25 ℃.
The inkjet ink composition of any one of clauses 1 to 21, wherein the ink composition has an evaporation rate of not greater than 30 mg/min.
Clause 23, an inkjet ink composition comprising:
a) A binder resin;
b) A colorant; and
c) A solvent mixture comprising:
1) EtOAc or iPrOAc;
2) Acetone, DEK, MIPK or MPK, and
3) EtOH, nPrOH or iPrOH,
wherein the ink composition does not contain detectable MEK.
Clause 24, an inkjet ink composition comprising:
a) A binder resin;
b) A colorant; and
c) A solvent mixture comprising:
1) C2-C3 alkyl esters of C1-C3 carboxylic acids;
2) A C2-C3 alkyl alcohol; and
3) C3-C7 ketones.
Clause 25. The inkjet ink composition of clause 24, which does not contain methyl ethyl ketone.
Clause 26 the inkjet ink composition of clause 24, wherein the C2-C3 alkyl ester of the C1-C3 carboxylic acid is about 10 to about 60 weight percent of the ink composition.
Clause 27. The inkjet ink composition of clause 24, wherein the C2-C3 alkyl alcohol is about 10 to about 60 weight percent of the ink composition.
Clause 28 the inkjet ink composition of clause 24, wherein the C3-C7 ketone is about 5 to about 50 weight percent of the ink composition.
Clause 29. The inkjet ink composition of clause 26, wherein the C2-C3 alkyl ester of a C1-C3 carboxylic acid is selected from the group consisting of methyl acetate (MeOAc), ethyl acetate (EtOAc), isopropyl acetate (iPrOAc), and n-propyl acetate (nPrOAc).
Clause 30 the inkjet ink composition of clause 29, wherein the C2-C3 alkyl ester of a C1-C3 carboxylic acid is selected from EtOAc and iPrOAc.
Clause 31 the inkjet ink composition of clause 27, wherein the C2-C3 alkyl alcohol is selected from the group consisting of ethanol (EtOH), n-propanol (nPrOH), and isopropanol (iPrOH).
Clause 32 the inkjet ink composition of clause 28, wherein the C3-C7 ketone is selected from the group consisting of acetone, methyl Ethyl Ketone (MEK), diethyl ketone (DEK), methyl isopropyl ketone (MIPK), methyl n-propyl ketone (MPK), methyl isobutyl ketone (MIBK), methyl n-amyl ketone (MAK), methyl isoamyl ketone (mia), cyclopentanone, and cyclohexanone.
Clause 33. The inkjet ink composition of clause 32, wherein the C3-C7 ketone is selected from the group consisting of acetone, DEK, MIPK, and MPK.
Clause 34 the inkjet ink composition of clause 24, wherein if water is present, it is present at less than 5 weight percent of the ink composition.
Clause 35 the inkjet ink composition of clause 24, wherein the binder resin is present in about 1 to about 25 weight percent of the ink composition.
The inkjet ink composition of clause 36, wherein the binder resin is selected from the group consisting of acrylic resins, styrene acrylic resins, silicone resins, polyesters, polyurethane resins, polyamides, styrene-allyl alcohol resins, vinyl resins, nitrocellulose, cellulose esters, cellulose ethers, aldehyde resins, ketone resins, epoxy resins, rosin esters, hydrocarbon resins, phenolic resins, poly (hydroxystyrene) resins, terpene phenolic resins.
Clause 37 the inkjet ink composition of clause 24, wherein the colorant is present at about 1 to about 15 weight percent of the ink composition.
Clause 38. The inkjet ink composition of clause 24, wherein the calculated evaporation rate of the solvent mixture is between about 2.0 and 4.0 based on published empirical values with respect to n-butyl acetate alone.
Clause 39 the inkjet ink composition of clause 24, wherein the drying time of the indicia printed on the non-porous material is less than 5 seconds.
Clause 40. The inkjet ink composition of clause 24, wherein the ink is formulated for continuous inkjet printing.
Clause 41 the inkjet ink composition of clause 24, wherein the inkjet ink composition has a bulk ink resistivity of 1800Ohm-cm or less at 25 ℃.
Clause 42. The inkjet ink composition of clause 24, wherein the ink composition has an evaporation rate of not greater than 30 mg/min.
Clause 43, an inkjet ink composition comprising:
a) A binder resin;
b) A colorant; and
c) A solvent mixture comprising:
1) C1-C3 alkyl esters of C2-C3 carboxylic acids;
2) A C2-C3 alcohol; and
3) C3-C7 ketones.
Clause 44. The inkjet ink composition of clause 43, which does not contain methyl ethyl ketone.
Clause 45 the inkjet ink composition of clause 43, wherein the C1-C3 alkyl ester of the C2-C3 carboxylic acid is about 10 to about 60 weight percent of the ink composition.
Clause 46 the inkjet ink composition of clause 43, wherein the C2-C3 alkyl alcohol is about 10 to about 60 weight percent of the ink composition.
Clause 47 the inkjet ink composition of clause 43, wherein the C3-C7 ketone is about 5 to about 50 weight percent of the ink composition.
Clause 48 the inkjet ink composition of clause 45, wherein the C1-C3 alkyl ester of a C2-C3 carboxylic acid is selected from the group consisting of methyl acetate (MeOAc), ethyl acetate (EtOAc), isopropyl acetate (iPrOAc), and n-propyl acetate (nPrOAc).
Clause 49 the inkjet ink composition of clause 48, wherein the C1-C3 alkyl ester of a C2-C3 carboxylic acid is selected from EtOAc and iPrOAc.
Clause 50. The inkjet ink composition of clause 46, wherein the C2-C3 alkyl alcohol is selected from the group consisting of ethanol (EtOH), n-propanol (nPrOH), and isopropanol (iPrOH).
Clause 51 the inkjet ink composition of clause 47, wherein the C3-C7 ketone is selected from the group consisting of acetone, methyl Ethyl Ketone (MEK), diethyl ketone (DEK), methyl isopropyl ketone (MIPK), methyl n-propyl ketone (MPK), methyl isobutyl ketone (MIBK), methyl n-amyl ketone (MAK), methyl isoamyl ketone (mia), cyclopentanone, and cyclohexanone.
Clause 52 the inkjet ink composition of clause 51, wherein the C3-C7 ketone is selected from the group consisting of acetone, DEK, MIPK, and MPK.
Clause 53 the inkjet ink composition of clause 43, wherein if water is present, it is present at less than 5 weight percent of the ink composition.
Clause 54 the inkjet ink composition of clause 43, wherein the binder resin is present in about 1 to about 25 weight percent of the ink composition.
Clause 55 the inkjet ink composition of clause 54, wherein the binder resin is selected from the group consisting of acrylic resins, styrene acrylic resins, silicone resins, polyesters, polyurethane resins, polyamides, styrene-allyl alcohol resins, vinyl resins, nitrocellulose, cellulose esters, cellulose ethers, aldehyde resins, ketone resins, epoxy resins, rosin esters, hydrocarbon resins, phenolic resins, poly (hydroxystyrene) resins, terpene phenolic resins.
Clause 56 the inkjet ink composition of clause 43, wherein the colorant is present at about 1 to about 15 weight percent of the ink composition.
Clause 57. The inkjet ink composition of clause 43, wherein the calculated evaporation rate of the solvent mixture is between about 2.0 and 4.0 based on published empirical values with respect to n-butyl acetate alone.
Clause 58 the inkjet ink composition of clause 43, wherein the drying time of the indicia printed on the non-porous material is less than 5 seconds.
Clause 59 the inkjet ink composition of clause 43, wherein the ink is formulated for continuous inkjet printing.
Clause 60 the inkjet ink composition of clause 43, wherein the inkjet ink composition has a bulk ink resistivity of 1800Ohm-cm or less at 25 ℃.
Clause 61 the inkjet ink composition of clause 43, wherein the ink composition has an evaporation rate of not greater than 30 mg/min.
Claims (23)
1. An inkjet ink composition comprising:
a) A binder resin;
b) A colorant; and
c) A solvent mixture comprising:
1) C1-C3 alkyl esters of C1-C3 carboxylic acids;
2) C3-C7 ketones; and
3) Optionally a C2-C3 alkyl alcohol.
2. The inkjet ink composition of claim 1, which is free of methyl ethyl ketone.
3. The inkjet ink composition of claim 1, wherein the C1-C3 alkyl ester of a C1-C3 carboxylic acid is a C1-C3 alkyl ester of a C2-C3 carboxylic acid or a C2-C3 alkyl ester of a C1-C3 carboxylic acid.
4. The inkjet ink composition of claim 1, wherein the C1-C3 alkyl ester of a C1-C3 carboxylic acid is from about 10% to about 65% by weight of the ink composition.
5. The inkjet ink composition of claim 1, wherein the C2-C3 alkyl alcohol, if present, is from about 1 wt% to about 40 wt% of the ink composition.
6. The inkjet ink composition of claim 1, wherein the C3-C7 ketone is about 5 wt% to about 60 wt% of the ink composition.
7. The inkjet ink composition of claim 4, wherein the C1-C3 alkyl ester of a C1-C3 carboxylic acid is selected from the group consisting of methyl acetate (MeOAc), ethyl acetate (EtOAc), isopropyl acetate (iPrOAc), and n-propyl acetate (nPrOAc).
8. The inkjet ink composition of claim 7, wherein the C1-C3 alkyl ester of a C1-C3 carboxylic acid is selected from EtOAc and iPrOAc.
9. The inkjet ink composition of claim 5, wherein the C2-C3 alkyl alcohol is selected from the group consisting of ethanol (EtOH), n-propanol (nPrOH), and isopropanol (iPrOH).
10. The inkjet ink composition of claim 6, wherein the C3-C7 ketone is selected from the group consisting of acetone, methyl Ethyl Ketone (MEK), diethyl ketone (DEK), methyl isopropyl ketone (MIPK), methyl n-propyl ketone (MPK), methyl isobutyl ketone (MIBK), methyl n-amyl ketone (MAK), methyl isoamyl ketone (mia), cyclopentanone, and cyclohexanone.
11. The inkjet ink composition of claim 10, wherein the C3-C7 ketone is selected from the group consisting of acetone, DEK, MIPK, and MPK.
12. The inkjet ink composition of claim 1, wherein if water is present, it is present at less than 5 wt% of the ink composition.
13. The inkjet ink composition of claim 1, wherein the binder resin is present at about 1 wt% to about 25 wt% of the ink composition.
14. The inkjet ink composition of claim 13, wherein the binder resin is selected from the group consisting of acrylic resins, styrene acrylic resins, silicone resins, polyesters, polyurethane resins, polyamides, styrene-allyl alcohol resins, vinyl resins, nitrocellulose, cellulose esters, cellulose ethers, aldehyde resins, ketone resins, epoxy resins, rosin esters, hydrocarbon resins, phenolic resins, poly (hydroxystyrene) resins, terpene phenolic resins.
15. The inkjet ink composition of claim 1, wherein the colorant is present at about 1% to about 15% by weight of the ink composition.
16. The inkjet ink composition of claim 1, wherein the colorant is a conductive solvent-soluble dye, or a mixture of conductive solvent-soluble dyes.
17. The inkjet ink composition of claim 1, wherein the colorant is selected from the group consisting of c.i. solvent Black 29, c.i. solvent Black 27, c.i. solvent Red 122, and combinations thereof.
18. The inkjet ink composition of claim 1, wherein the calculated evaporation rate of the solvent mixture is between about 2.0 and 4.0 based on published empirical values relative to n-butyl acetate alone.
19. The inkjet ink composition of claim 1, wherein a drying time of a marking printed on the non-porous material is less than 5 seconds.
20. The inkjet ink composition of claim 1, wherein the ink is formulated for continuous inkjet printing.
21. The inkjet ink composition of claim 1, wherein the inkjet ink composition has a bulk ink resistivity of 1800Ohm-cm or less at 25 ℃.
22. The inkjet ink composition of claim 1, wherein the ink composition has an evaporation rate of no greater than 30 mg/min.
23. An inkjet ink composition comprising:
a) A binder resin;
b) A colorant; and
c) A solvent mixture comprising:
1) EtOAc or iPrOAc;
2) Acetone, DEK, MIPK or MPK, and
3) Optionally EtOH, nPrOH or iPrOH wherein the ink composition does not contain a detectable MEK.
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US63/188186 | 2021-05-13 | ||
| US202163243905P | 2021-09-14 | 2021-09-14 | |
| US63/243905 | 2021-09-14 | ||
| PCT/US2022/028302 WO2022240734A1 (en) | 2021-05-13 | 2022-05-09 | Inkjet ink compositions |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN117642294A true CN117642294A (en) | 2024-03-01 |
Family
ID=90032532
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN202280048996.6A Pending CN117642294A (en) | 2021-05-13 | 2022-05-09 | Inkjet ink composition |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN117642294A (en) |
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2022
- 2022-05-09 CN CN202280048996.6A patent/CN117642294A/en active Pending
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