EP0924335B1 - Verfahren zum Bedrucken von textilen Fasermaterialien nach dem Tintenstrahldruck-Verfahren - Google Patents
Verfahren zum Bedrucken von textilen Fasermaterialien nach dem Tintenstrahldruck-Verfahren Download PDFInfo
- Publication number
- EP0924335B1 EP0924335B1 EP98811210A EP98811210A EP0924335B1 EP 0924335 B1 EP0924335 B1 EP 0924335B1 EP 98811210 A EP98811210 A EP 98811210A EP 98811210 A EP98811210 A EP 98811210A EP 0924335 B1 EP0924335 B1 EP 0924335B1
- Authority
- EP
- European Patent Office
- Prior art keywords
- acid
- hydrogen
- ink
- weight
- alkyl
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
Links
- 238000000034 method Methods 0.000 title claims description 44
- 238000007639 printing Methods 0.000 title claims description 16
- 238000007641 inkjet printing Methods 0.000 title claims description 12
- 239000004753 textile Substances 0.000 title claims description 9
- 239000000463 material Substances 0.000 title claims description 5
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims description 41
- 229920001577 copolymer Polymers 0.000 claims description 29
- 239000002270 dispersing agent Substances 0.000 claims description 28
- 239000000986 disperse dye Substances 0.000 claims description 25
- 229910052739 hydrogen Inorganic materials 0.000 claims description 23
- 239000001257 hydrogen Substances 0.000 claims description 23
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims description 19
- 229920000642 polymer Polymers 0.000 claims description 18
- -1 cyano, acetoxy Chemical group 0.000 claims description 17
- 150000002431 hydrogen Chemical group 0.000 claims description 14
- 229910052736 halogen Inorganic materials 0.000 claims description 13
- 150000002367 halogens Chemical group 0.000 claims description 13
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 11
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims description 10
- HRSYWPMGIIAQIW-UHFFFAOYSA-N 5-bromo-2,3-dihydro-1,4-benzodioxine-7-carbaldehyde Chemical compound O1CCOC2=C1C=C(C=O)C=C2Br HRSYWPMGIIAQIW-UHFFFAOYSA-N 0.000 claims description 10
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 10
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 10
- 239000002253 acid Substances 0.000 claims description 9
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims description 8
- 125000002947 alkylene group Chemical group 0.000 claims description 8
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 8
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 claims description 7
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims description 7
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 6
- 229920001732 Lignosulfonate Polymers 0.000 claims description 6
- 239000000835 fiber Substances 0.000 claims description 6
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 claims description 6
- 239000011976 maleic acid Substances 0.000 claims description 6
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 6
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 claims description 6
- 150000002148 esters Chemical class 0.000 claims description 5
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 claims description 4
- VVJKKWFAADXIJK-UHFFFAOYSA-N Allylamine Chemical compound NCC=C VVJKKWFAADXIJK-UHFFFAOYSA-N 0.000 claims description 4
- 125000000129 anionic group Chemical group 0.000 claims description 4
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 4
- 125000004432 carbon atom Chemical group C* 0.000 claims description 4
- 235000014113 dietary fatty acids Nutrition 0.000 claims description 4
- 239000000194 fatty acid Substances 0.000 claims description 4
- 229930195729 fatty acid Natural products 0.000 claims description 4
- 150000004665 fatty acids Chemical class 0.000 claims description 4
- 229910052760 oxygen Inorganic materials 0.000 claims description 4
- 239000001301 oxygen Substances 0.000 claims description 4
- 125000000020 sulfo group Chemical group O=S(=O)([*])O[H] 0.000 claims description 4
- 229920003171 Poly (ethylene oxide) Polymers 0.000 claims description 3
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 claims description 3
- 230000002378 acidificating effect Effects 0.000 claims description 3
- 229910052783 alkali metal Inorganic materials 0.000 claims description 3
- 150000002191 fatty alcohols Chemical class 0.000 claims description 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 3
- PSZYNBSKGUBXEH-UHFFFAOYSA-N naphthalene-1-sulfonic acid Chemical class C1=CC=C2C(S(=O)(=O)O)=CC=CC2=C1 PSZYNBSKGUBXEH-UHFFFAOYSA-N 0.000 claims description 3
- 229920001451 polypropylene glycol Polymers 0.000 claims description 3
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 claims description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 claims description 2
- VOPWNXZWBYDODV-UHFFFAOYSA-N Chlorodifluoromethane Chemical compound FC(F)Cl VOPWNXZWBYDODV-UHFFFAOYSA-N 0.000 claims description 2
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims description 2
- GYCMBHHDWRMZGG-UHFFFAOYSA-N Methylacrylonitrile Chemical compound CC(=C)C#N GYCMBHHDWRMZGG-UHFFFAOYSA-N 0.000 claims description 2
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 claims description 2
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 claims description 2
- 125000004442 acylamino group Chemical group 0.000 claims description 2
- 150000001340 alkali metals Chemical class 0.000 claims description 2
- 229910052784 alkaline earth metal Inorganic materials 0.000 claims description 2
- 150000001342 alkaline earth metals Chemical class 0.000 claims description 2
- 150000001412 amines Chemical class 0.000 claims description 2
- 150000001491 aromatic compounds Chemical class 0.000 claims description 2
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 2
- 125000003118 aryl group Chemical group 0.000 claims description 2
- 229910052799 carbon Inorganic materials 0.000 claims description 2
- 150000001721 carbon Chemical group 0.000 claims description 2
- 150000001768 cations Chemical class 0.000 claims description 2
- USIUVYZYUHIAEV-UHFFFAOYSA-N diphenyl ether Chemical class C=1C=CC=CC=1OC1=CC=CC=C1 USIUVYZYUHIAEV-UHFFFAOYSA-N 0.000 claims description 2
- UIWXSTHGICQLQT-UHFFFAOYSA-N ethenyl propanoate Chemical compound CCC(=O)OC=C UIWXSTHGICQLQT-UHFFFAOYSA-N 0.000 claims description 2
- 150000002193 fatty amides Chemical class 0.000 claims description 2
- FQPSGWSUVKBHSU-UHFFFAOYSA-N methacrylamide Chemical compound CC(=C)C(N)=O FQPSGWSUVKBHSU-UHFFFAOYSA-N 0.000 claims description 2
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 claims description 2
- 239000000178 monomer Substances 0.000 claims description 2
- GORGQKRVQGXVEB-UHFFFAOYSA-N n-ethenyl-n-ethylacetamide Chemical compound CCN(C=C)C(C)=O GORGQKRVQGXVEB-UHFFFAOYSA-N 0.000 claims description 2
- PNLUGRYDUHRLOF-UHFFFAOYSA-N n-ethenyl-n-methylacetamide Chemical compound C=CN(C)C(C)=O PNLUGRYDUHRLOF-UHFFFAOYSA-N 0.000 claims description 2
- OFESGEKAXKKFQT-UHFFFAOYSA-N n-ethenyl-n-methylformamide Chemical compound C=CN(C)C=O OFESGEKAXKKFQT-UHFFFAOYSA-N 0.000 claims description 2
- RQAKESSLMFZVMC-UHFFFAOYSA-N n-ethenylacetamide Chemical compound CC(=O)NC=C RQAKESSLMFZVMC-UHFFFAOYSA-N 0.000 claims description 2
- ZQXSMRAEXCEDJD-UHFFFAOYSA-N n-ethenylformamide Chemical compound C=CNC=O ZQXSMRAEXCEDJD-UHFFFAOYSA-N 0.000 claims description 2
- DYUWTXWIYMHBQS-UHFFFAOYSA-N n-prop-2-enylprop-2-en-1-amine Chemical class C=CCNCC=C DYUWTXWIYMHBQS-UHFFFAOYSA-N 0.000 claims description 2
- 150000007524 organic acids Chemical class 0.000 claims description 2
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 claims description 2
- 229920001467 poly(styrenesulfonates) Polymers 0.000 claims description 2
- 150000007519 polyprotic acids Polymers 0.000 claims description 2
- 239000011970 polystyrene sulfonate Substances 0.000 claims description 2
- 125000002924 primary amino group Chemical class [H]N([H])* 0.000 claims description 2
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 claims description 2
- 150000003839 salts Chemical class 0.000 claims description 2
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims 3
- 125000000229 (C1-C4)alkoxy group Chemical group 0.000 claims 2
- MALIONKMKPITBV-UHFFFAOYSA-N 2-(3-chloro-4-hydroxyphenyl)-n-[2-(4-sulfamoylphenyl)ethyl]acetamide Chemical compound C1=CC(S(=O)(=O)N)=CC=C1CCNC(=O)CC1=CC=C(O)C(Cl)=C1 MALIONKMKPITBV-UHFFFAOYSA-N 0.000 claims 1
- RFEBDZANCVHDLP-UHFFFAOYSA-N 3-[(4-cyanophenyl)methylamino]-6-(trifluoromethyl)quinoxaline-2-carboxylic acid Chemical class OC(=O)C1=NC2=CC=C(C(F)(F)F)C=C2N=C1NCC1=CC=C(C#N)C=C1 RFEBDZANCVHDLP-UHFFFAOYSA-N 0.000 claims 1
- APJAEXGNDLFGPD-AWCRTANDSA-N 3-amino-n-{4-[2-(2,6-dimethyl-phenoxy)-acetylamino]-3-hydroxy-1-isobutyl-5-phenyl-pentyl}-benzamide Chemical compound C([C@@H]([C@@H](O)C[C@H](CC(C)C)NC(=O)C=1C=CC(N)=CC=1)NC(=O)COC=1C(=CC=CC=1C)C)C1=CC=CC=C1 APJAEXGNDLFGPD-AWCRTANDSA-N 0.000 claims 1
- NFGODEMQGQNUKK-UHFFFAOYSA-M [6-(diethylamino)-9-(2-octadecoxycarbonylphenyl)xanthen-3-ylidene]-diethylazanium;chloride Chemical group [Cl-].CCCCCCCCCCCCCCCCCCOC(=O)C1=CC=CC=C1C1=C2C=CC(=[N+](CC)CC)C=C2OC2=CC(N(CC)CC)=CC=C21 NFGODEMQGQNUKK-UHFFFAOYSA-M 0.000 claims 1
- KCNKJCHARANTIP-SNAWJCMRSA-N allyl-{4-[3-(4-bromo-phenyl)-benzofuran-6-yloxy]-but-2-enyl}-methyl-amine Chemical group C=1OC2=CC(OC/C=C/CN(CC=C)C)=CC=C2C=1C1=CC=C(Br)C=C1 KCNKJCHARANTIP-SNAWJCMRSA-N 0.000 claims 1
- JYNZIOFUHBJABQ-UHFFFAOYSA-N allyl-{6-[3-(4-bromo-phenyl)-benzofuran-6-yloxy]-hexyl-}-methyl-amin Chemical group C=1OC2=CC(OCCCCCCN(C)CC=C)=CC=C2C=1C1=CC=C(Br)C=C1 JYNZIOFUHBJABQ-UHFFFAOYSA-N 0.000 claims 1
- 150000003871 sulfonates Chemical class 0.000 claims 1
- 239000000976 ink Substances 0.000 description 50
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 23
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 20
- 239000007859 condensation product Substances 0.000 description 20
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 20
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 16
- 229920000728 polyester Polymers 0.000 description 15
- 239000000975 dye Substances 0.000 description 12
- 239000000203 mixture Substances 0.000 description 12
- TXNSZCSYBXHETP-UHFFFAOYSA-N 2-chloro-n-(hydroxymethyl)acetamide Chemical compound OCNC(=O)CCl TXNSZCSYBXHETP-UHFFFAOYSA-N 0.000 description 10
- 239000002657 fibrous material Substances 0.000 description 10
- 238000007792 addition Methods 0.000 description 8
- 239000004744 fabric Substances 0.000 description 8
- 239000002245 particle Substances 0.000 description 8
- 238000003756 stirring Methods 0.000 description 7
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 6
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 6
- 239000003795 chemical substances by application Substances 0.000 description 6
- 238000005516 engineering process Methods 0.000 description 6
- 150000003254 radicals Chemical class 0.000 description 6
- 229920002472 Starch Polymers 0.000 description 5
- KWIUHFFTVRNATP-UHFFFAOYSA-N glycine betaine Chemical compound C[N+](C)(C)CC([O-])=O KWIUHFFTVRNATP-UHFFFAOYSA-N 0.000 description 5
- 239000008107 starch Substances 0.000 description 5
- 235000019698 starch Nutrition 0.000 description 5
- RVGRUAULSDPKGF-UHFFFAOYSA-N Poloxamer Chemical compound C1CO1.CC1CO1 RVGRUAULSDPKGF-UHFFFAOYSA-N 0.000 description 4
- 229910021538 borax Inorganic materials 0.000 description 4
- 150000001875 compounds Chemical class 0.000 description 4
- 239000003906 humectant Substances 0.000 description 4
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 description 4
- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 description 4
- 239000003755 preservative agent Substances 0.000 description 4
- 235000010339 sodium tetraborate Nutrition 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
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- 239000002562 thickening agent Substances 0.000 description 4
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- 238000009835 boiling Methods 0.000 description 3
- 229910052500 inorganic mineral Inorganic materials 0.000 description 3
- 239000011707 mineral Substances 0.000 description 3
- 239000003352 sequestering agent Substances 0.000 description 3
- 239000004328 sodium tetraborate Substances 0.000 description 3
- KWVPFECTOKLOBL-KTKRTIGZSA-N 2-[(z)-octadec-9-enoxy]ethanol Chemical compound CCCCCCCC\C=C/CCCCCCCCOCCO KWVPFECTOKLOBL-KTKRTIGZSA-N 0.000 description 2
- YEJRWHAVMIAJKC-UHFFFAOYSA-N 4-Butyrolactone Chemical compound O=C1CCCO1 YEJRWHAVMIAJKC-UHFFFAOYSA-N 0.000 description 2
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- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 2
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- 239000004743 Polypropylene Substances 0.000 description 2
- SMWDFEZZVXVKRB-UHFFFAOYSA-N Quinoline Chemical compound N1=CC=CC2=CC=CC=C21 SMWDFEZZVXVKRB-UHFFFAOYSA-N 0.000 description 2
- DWAQJAXMDSEUJJ-UHFFFAOYSA-M Sodium bisulfite Chemical compound [Na+].OS([O-])=O DWAQJAXMDSEUJJ-UHFFFAOYSA-M 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
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- ZYGHJZDHTFUPRJ-UHFFFAOYSA-N coumarin Chemical compound C1=CC=C2OC(=O)C=CC2=C1 ZYGHJZDHTFUPRJ-UHFFFAOYSA-N 0.000 description 2
- DMBHHRLKUKUOEG-UHFFFAOYSA-N diphenylamine Chemical compound C=1C=CC=CC=1NC1=CC=CC=C1 DMBHHRLKUKUOEG-UHFFFAOYSA-N 0.000 description 2
- 239000003995 emulsifying agent Substances 0.000 description 2
- 150000002170 ethers Chemical class 0.000 description 2
- 238000009998 heat setting Methods 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 239000007800 oxidant agent Substances 0.000 description 2
- 229920002545 silicone oil Polymers 0.000 description 2
- 239000011734 sodium Substances 0.000 description 2
- 239000003799 water insoluble solvent Substances 0.000 description 2
- ALSTYHKOOCGGFT-KTKRTIGZSA-N (9Z)-octadecen-1-ol Chemical compound CCCCCCCC\C=C/CCCCCCCCO ALSTYHKOOCGGFT-KTKRTIGZSA-N 0.000 description 1
- BGJSXRVXTHVRSN-UHFFFAOYSA-N 1,3,5-trioxane Chemical compound C1OCOCO1 BGJSXRVXTHVRSN-UHFFFAOYSA-N 0.000 description 1
- MWQBXOFZQBEAQV-UHFFFAOYSA-N 1,3-diamino-1,3-dinitrourea Chemical compound [N+](=O)([O-])N(N)C(=O)N([N+](=O)[O-])N MWQBXOFZQBEAQV-UHFFFAOYSA-N 0.000 description 1
- IXPNQXFRVYWDDI-UHFFFAOYSA-N 1-methyl-2,4-dioxo-1,3-diazinane-5-carboximidamide Chemical compound CN1CC(C(N)=N)C(=O)NC1=O IXPNQXFRVYWDDI-UHFFFAOYSA-N 0.000 description 1
- HYZJCKYKOHLVJF-UHFFFAOYSA-N 1H-benzimidazole Chemical compound C1=CC=C2NC=NC2=C1 HYZJCKYKOHLVJF-UHFFFAOYSA-N 0.000 description 1
- KHJWSKNOMFJTDN-UHFFFAOYSA-N 2-[2-[bis(carboxymethyl)amino]ethyl-(carboxymethyl)amino]acetic acid;sodium Chemical compound [Na].OC(=O)CN(CC(O)=O)CCN(CC(O)=O)CC(O)=O KHJWSKNOMFJTDN-UHFFFAOYSA-N 0.000 description 1
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- QTWJRLJHJPIABL-UHFFFAOYSA-N 2-methylphenol;3-methylphenol;4-methylphenol Chemical compound CC1=CC=C(O)C=C1.CC1=CC=CC(O)=C1.CC1=CC=CC=C1O QTWJRLJHJPIABL-UHFFFAOYSA-N 0.000 description 1
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- BCHZICNRHXRCHY-UHFFFAOYSA-N 2h-oxazine Chemical compound N1OC=CC=C1 BCHZICNRHXRCHY-UHFFFAOYSA-N 0.000 description 1
- JYCQQPHGFMYQCF-UHFFFAOYSA-N 4-tert-Octylphenol monoethoxylate Chemical class CC(C)(C)CC(C)(C)C1=CC=C(OCCO)C=C1 JYCQQPHGFMYQCF-UHFFFAOYSA-N 0.000 description 1
- FHVDTGUDJYJELY-UHFFFAOYSA-N 6-{[2-carboxy-4,5-dihydroxy-6-(phosphanyloxy)oxan-3-yl]oxy}-4,5-dihydroxy-3-phosphanyloxane-2-carboxylic acid Chemical compound O1C(C(O)=O)C(P)C(O)C(O)C1OC1C(C(O)=O)OC(OP)C(O)C1O FHVDTGUDJYJELY-UHFFFAOYSA-N 0.000 description 1
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- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 1
- MNLAVFKVRUQAKW-UHFFFAOYSA-N VR nerve agent Chemical compound CCN(CC)CCSP(C)(=O)OCC(C)C MNLAVFKVRUQAKW-UHFFFAOYSA-N 0.000 description 1
- VJMAITQRABEEKP-UHFFFAOYSA-N [6-(phenylmethoxymethyl)-1,4-dioxan-2-yl]methyl acetate Chemical compound O1C(COC(=O)C)COCC1COCC1=CC=CC=C1 VJMAITQRABEEKP-UHFFFAOYSA-N 0.000 description 1
- IGYDATSTHMRMFF-UHFFFAOYSA-N [O-][N+](c(ccc(O)c1C(c2c3c(O)ccc2NCc2ccccc2)=O)c1C3=O)=O Chemical compound [O-][N+](c(ccc(O)c1C(c2c3c(O)ccc2NCc2ccccc2)=O)c1C3=O)=O IGYDATSTHMRMFF-UHFFFAOYSA-N 0.000 description 1
- 150000003926 acrylamides Chemical class 0.000 description 1
- 238000007259 addition reaction Methods 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 229940072056 alginate Drugs 0.000 description 1
- 235000010443 alginic acid Nutrition 0.000 description 1
- 229920000615 alginic acid Polymers 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 239000003945 anionic surfactant Substances 0.000 description 1
- PYKYMHQGRFAEBM-UHFFFAOYSA-N anthraquinone Natural products CCC(=O)c1c(O)c2C(=O)C3C(C=CC=C3O)C(=O)c2cc1CC(=O)OC PYKYMHQGRFAEBM-UHFFFAOYSA-N 0.000 description 1
- 239000001000 anthraquinone dye Substances 0.000 description 1
- 150000004056 anthraquinones Chemical class 0.000 description 1
- 239000002518 antifoaming agent Substances 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 239000007900 aqueous suspension Substances 0.000 description 1
- 239000004760 aramid Substances 0.000 description 1
- 229920003235 aromatic polyamide Polymers 0.000 description 1
- 239000000987 azo dye Substances 0.000 description 1
- 230000001580 bacterial effect Effects 0.000 description 1
- 125000006267 biphenyl group Chemical group 0.000 description 1
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 1
- 239000006172 buffering agent Substances 0.000 description 1
- 229930188620 butyrolactone Natural products 0.000 description 1
- 239000004202 carbamide Substances 0.000 description 1
- 239000001768 carboxy methyl cellulose Substances 0.000 description 1
- 235000010948 carboxy methyl cellulose Nutrition 0.000 description 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
- 239000008112 carboxymethyl-cellulose Substances 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 238000006482 condensation reaction Methods 0.000 description 1
- 238000007334 copolymerization reaction Methods 0.000 description 1
- 229960000956 coumarin Drugs 0.000 description 1
- 235000001671 coumarin Nutrition 0.000 description 1
- 230000008878 coupling Effects 0.000 description 1
- 238000005859 coupling reaction Methods 0.000 description 1
- 229930003836 cresol Natural products 0.000 description 1
- 150000001896 cresols Chemical class 0.000 description 1
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 description 1
- 238000006193 diazotization reaction Methods 0.000 description 1
- BNIILDVGGAEEIG-UHFFFAOYSA-L disodium hydrogen phosphate Chemical compound [Na+].[Na+].OP([O-])([O-])=O BNIILDVGGAEEIG-UHFFFAOYSA-L 0.000 description 1
- 229910000397 disodium phosphate Inorganic materials 0.000 description 1
- 235000019800 disodium phosphate Nutrition 0.000 description 1
- UQGFMSUEHSUPRD-UHFFFAOYSA-N disodium;3,7-dioxido-2,4,6,8,9-pentaoxa-1,3,5,7-tetraborabicyclo[3.3.1]nonane Chemical compound [Na+].[Na+].O1B([O-])OB2OB([O-])OB1O2 UQGFMSUEHSUPRD-UHFFFAOYSA-N 0.000 description 1
- 235000013312 flour Nutrition 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 230000002538 fungal effect Effects 0.000 description 1
- 125000004029 hydroxymethyl group Chemical group [H]OC([H])([H])* 0.000 description 1
- 230000002401 inhibitory effect Effects 0.000 description 1
- 238000010409 ironing Methods 0.000 description 1
- QDLAGTHXVHQKRE-UHFFFAOYSA-N lichenxanthone Natural products COC1=CC(O)=C2C(=O)C3=C(C)C=C(OC)C=C3OC2=C1 QDLAGTHXVHQKRE-UHFFFAOYSA-N 0.000 description 1
- 125000001434 methanylylidene group Chemical group [H]C#[*] 0.000 description 1
- 238000003801 milling Methods 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- AAAUMZZBNYAFHL-UHFFFAOYSA-N nitro nitroformate Chemical compound [O-][N+](=O)OC(=O)[N+]([O-])=O AAAUMZZBNYAFHL-UHFFFAOYSA-N 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 239000002736 nonionic surfactant Substances 0.000 description 1
- 229920002113 octoxynol Polymers 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 229940055577 oleyl alcohol Drugs 0.000 description 1
- XMLQWXUVTXCDDL-UHFFFAOYSA-N oleyl alcohol Natural products CCCCCCC=CCCCCCCCCCCO XMLQWXUVTXCDDL-UHFFFAOYSA-N 0.000 description 1
- 229920002866 paraformaldehyde Polymers 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- 239000001739 pinus spp. Substances 0.000 description 1
- 229920002239 polyacrylonitrile Polymers 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 229920002959 polymer blend Polymers 0.000 description 1
- 230000000379 polymerizing effect Effects 0.000 description 1
- 229920001155 polypropylene Polymers 0.000 description 1
- 229920002635 polyurethane Polymers 0.000 description 1
- 239000004814 polyurethane Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 230000002335 preservative effect Effects 0.000 description 1
- 229930195734 saturated hydrocarbon Natural products 0.000 description 1
- 239000013535 sea water Substances 0.000 description 1
- 239000000661 sodium alginate Substances 0.000 description 1
- 235000010413 sodium alginate Nutrition 0.000 description 1
- 229940005550 sodium alginate Drugs 0.000 description 1
- 239000001509 sodium citrate Substances 0.000 description 1
- NLJMYIDDQXHKNR-UHFFFAOYSA-K sodium citrate Chemical compound O.O.[Na+].[Na+].[Na+].[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O NLJMYIDDQXHKNR-UHFFFAOYSA-K 0.000 description 1
- 235000011083 sodium citrates Nutrition 0.000 description 1
- GCLGEJMYGQKIIW-UHFFFAOYSA-H sodium hexametaphosphate Chemical compound [Na]OP1(=O)OP(=O)(O[Na])OP(=O)(O[Na])OP(=O)(O[Na])OP(=O)(O[Na])OP(=O)(O[Na])O1 GCLGEJMYGQKIIW-UHFFFAOYSA-H 0.000 description 1
- 235000019982 sodium hexametaphosphate Nutrition 0.000 description 1
- 235000010267 sodium hydrogen sulphite Nutrition 0.000 description 1
- DZCAZXAJPZCSCU-UHFFFAOYSA-K sodium nitrilotriacetate Chemical compound [Na+].[Na+].[Na+].[O-]C(=O)CN(CC([O-])=O)CC([O-])=O DZCAZXAJPZCSCU-UHFFFAOYSA-K 0.000 description 1
- 229940045919 sodium polymetaphosphate Drugs 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 235000015096 spirit Nutrition 0.000 description 1
- 238000004544 sputter deposition Methods 0.000 description 1
- 238000010561 standard procedure Methods 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 238000006277 sulfonation reaction Methods 0.000 description 1
- 125000001273 sulfonato group Chemical class [O-]S(*)(=O)=O 0.000 description 1
- 235000007586 terpenes Nutrition 0.000 description 1
- 239000001577 tetrasodium phosphonato phosphate Substances 0.000 description 1
- 229920006304 triacetate fiber Polymers 0.000 description 1
- BSVBQGMMJUBVOD-UHFFFAOYSA-N trisodium borate Chemical compound [Na+].[Na+].[Na+].[O-]B([O-])[O-] BSVBQGMMJUBVOD-UHFFFAOYSA-N 0.000 description 1
- 229940036248 turpentine Drugs 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 210000002268 wool Anatomy 0.000 description 1
Classifications
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P5/00—Other features in dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form
- D06P5/30—Ink jet printing
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P1/00—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
- D06P1/16—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using dispersed, e.g. acetate, dyestuffs
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P1/00—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
- D06P1/16—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using dispersed, e.g. acetate, dyestuffs
- D06P1/18—Azo dyes
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P1/00—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
- D06P1/16—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using dispersed, e.g. acetate, dyestuffs
- D06P1/19—Nitro dyes
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P1/00—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
- D06P1/16—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using dispersed, e.g. acetate, dyestuffs
- D06P1/20—Anthraquinone dyes
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P1/00—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
- D06P1/44—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders
- D06P1/52—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders using compositions containing synthetic macromolecular substances
- D06P1/5207—Macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P1/00—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
- D06P1/44—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders
- D06P1/52—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders using compositions containing synthetic macromolecular substances
- D06P1/5207—Macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
- D06P1/5214—Polymers of unsaturated compounds containing no COOH groups or functional derivatives thereof
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P1/00—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
- D06P1/44—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders
- D06P1/52—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders using compositions containing synthetic macromolecular substances
- D06P1/5207—Macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
- D06P1/5214—Polymers of unsaturated compounds containing no COOH groups or functional derivatives thereof
- D06P1/5228—Polyalkenyl alcohols, e.g. PVA
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P1/00—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
- D06P1/44—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders
- D06P1/52—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders using compositions containing synthetic macromolecular substances
- D06P1/5207—Macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
- D06P1/5214—Polymers of unsaturated compounds containing no COOH groups or functional derivatives thereof
- D06P1/5242—Polymers of unsaturated N-containing compounds
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P1/00—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
- D06P1/44—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders
- D06P1/52—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders using compositions containing synthetic macromolecular substances
- D06P1/5207—Macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
- D06P1/525—Polymers of unsaturated carboxylic acids or functional derivatives thereof
- D06P1/5257—(Meth)acrylic acid
Definitions
- the present invention relates to a process for printing textile fiber materials with disperse dyes by the inkjet printing process (jet and ink jet processes) and corresponding printing inks.
- Inkjet printing processes have been used in the textile industry for several years now. These methods make it possible to dispense with the usual production of a printing stencil, so that significant cost and time savings can be achieved. In particular, in the production of templates can be responded to changing needs within a much shorter time.
- the present invention is a process for printing textile fiber materials by the ink jet printing process, which is characterized in that the fiber materials are printed with an aqueous ink containing at least one disperse dye, an anionic copolymer based on acrylic acid, methacrylic acid or maleic acid and contains a betaine monohydrate.
- Suitable disperse dyes for the process according to the invention are those dyes which are described in the Color Index, 3rd edition (3rd revision 1987 including Additions and Amendments to No. 85) under "Disperse Dyes". They are, for example, carboxylic acid and / or sulfonic acid group-free nitro, amino, aminoketone, ketoninim, methine, polymethine, diphenylamine, quinoline, benzimidazole, xanthene, oxazine or coumarin dyes and in particular anthraquinone and azo dyes, such as mono- or disazo dyes.
- Disperse dyes of the formulas are preferred in the process according to the invention wherein R 16 halogen, nitro or cyano, R 17 is hydrogen, halogen, nitro or cyano, R 18 halogen or cyano, R 19 is hydrogen, halogen, C 1 -C 4 -alkyl or C 1 -C 4 -alkoxy, R 20 is hydrogen, halogen or acylamino, and R 21 and R 22 independently of one another are hydrogen, C 1 -C 4 -alkyl which is unsubstituted or substituted by hydroxyl, cyano, acetoxy or phenoxy, wherein R 23 is hydrogen, phenyl or phenylsulfoxy, where the benzene ring in phenyl and phenylsulfoxy is optionally substituted by C 1 -C 4 -alkyl, sulfo or C 1 -C 4 -alkylsulfo, R 25 is unsubstituted or C
- the disperse dyes of the formulas (1) to (23) are known or can be prepared in analogy to known compounds by known standard methods, for example by conventional diazotization, coupling, addition and condensation reactions.
- the inks generally contain a total content of disperse dyes of the above formulas (1) to (23) of 1 to 35 wt .-%, in particular 1 to 20 wt .-%, especially 1 to 10 wt .-%, based on the total weight of the ink.
- the disperse dyes are advantageously present in the inventive inks, in a finely dispersed form.
- the disperse dyes are ground, so that their particle size on average between 0.1 and 10 microns, preferably between 1 and 5 microns, more preferably between 0.5 and 2 microns.
- the milling can be carried out in the presence of dispersants.
- the dried disperse dye is ground with a dispersant or kneaded in paste form with a dispersant and optionally dried in a vacuum or by sputtering.
- the inks according to the invention can be prepared after the addition of water and optionally further auxiliaries.
- Suitable anionic copolymers for the process according to the invention are copolymers based on acrylic acid, methacrylic acid or maleic acid. Preferred among these are those obtained by polymerizing acrylic and / or methacrylic acid and one or more copolymerizable monomers selected from the group consisting of maleic acid, N-vinylformamide, N-vinylacetamide, allylamine or diallylamine derivatives, N-vinylpyrrolidone, N-vinyl N-methyl-formamide, N-vinyl-N-methyl-acetamide, N-vinyl-N-ethyl-acetamide, vinyl acetate, vinyl propionate, acrylonitrile, styrene, methacrylonitrile, acrylamide, methacrylamide and N-mono / N, N-di C 1 -C 10 alkyl (meth) acrylamide are available.
- anionic copolymers which are obtainable by copolymerization of acrylic or methacrylic acid and styrene.
- the ink in the process according to claim 1 may also be a nonionic block polymer and / or dispersants.
- Suitable nonionic block polymers for the process according to the invention are, in particular, alkylene oxide condensation products such as ethylene oxide adducts of polypropylene oxide (so-called EO-PO block polymers) and propylene oxide adducts of polyethylene oxide (so-called reversed EO-PO block polymers), and block polymers which adhere by addition of styrene Polypropylene and / or polyethylene oxide are available.
- ethylene-propylene oxide block polymers having molecular weights of between 2,000 and 20,000, especially between 8,000 and 16,000, and an ethylene oxide content in the total molecule of from 30 to 80%, in particular from 60 to 80%.
- Suitable dispersants are, in particular, anionic dispersants from the group of (ba) acid esters or their salts of alkylene oxide adducts of the formula wherein X is the acid radical of an inorganic, oxygen-containing acid, such as sulfuric acid or, preferably, phosphoric acid, or else the radical of an organic acid, and Y is C 1 -C 12 -alkyl, aryl or aralkyl, "alkylene” is the ethylene radical or propylene radical, and m is 1 to 4, and n is 4 to 50, (bb) polystyrenesulfonates, (bc) fatty acid taurides, (bd) alkylated diphenyloxide mono- or di-sulphonates, (be) sulfonates of polycarboxylic esters, (bf) with an organic dicarboxylic acid, or an inorganic polybasic acid adduct of from 1 to 60, preferably from 2 to 30, moles of
- the lignosulfonates (bg) used are above all those lignosulfonates or their alkali metal salts whose content of sulfo groups does not exceed 25% by weight.
- Preferred are lignosulfonates having a content of 5 to 15 wt .-% of sulfo groups.
- condensation products of formaldehyde condensation products (bi) are condensation products of formaldehyde and aromatic sulfonic acids, such as condensation products of ditolyl ether sulfonates and formaldehyde, condensation products of naphthalenesulfonic acid with formaldehyde and / or naphtholaminosulfonic acids with formaldehyde, condensation products of phenolsulfonic acids and / or sulfonated dihydroxydiphenylsulfone and phenols or cresols with formaldehyde and / or urea and condensation products of diphenyloxide-disulfonic acid derivatives with formaldehyde into consideration.
- aromatic sulfonic acids such as condensation products of ditolyl ether sulfonates and formaldehyde, condensation products of naphthalenesulfonic acid with formaldehyde and / or naphtholaminosulfonic acids with formaldehyde, condensation products of
- (bi) is the compound of the formula wherein X is the direct bond or oxygen, A is the radical of an aromatic compound which is bonded to the methylene group by means of a ring carbon atom, M is hydrogen or a salt-forming cation, for example an alkali metal, alkaline earth metal or ammonium and n and p independently of one another denote a number from 1 to 4.
- Very particularly preferred as (bi) is a compound based on a sulfonated condensation product of Chlormethyldiphenyl isomer mixture and naphthalene of the formula wherein (SO 3 Na) 1.4-1.6 means an average degree of sulfonation of 1.4 to 1.6.
- the total content of anionic copolymer, nonionic block polymer and dispersant in the ink of the present invention is 3 to 9% by weight based on the total weight of the ink.
- Ratio: anionic copolymer: nonionic block polymer: dispersant in the finished ink can vary widely, e.g. 1.5: 0.5: 1; 1: 0.5: 1.5; 1: 1: 1; 1: 0: 1; 1: 1: 0; 1: 0: 0; 0: 1: 1 or 0: 0: 1.
- Preferred for the process of claim 1 of the present invention are inks containing anionic copolymer and nonionic block polymer or anionic copolymer and dispersant.
- inks containing anionic copolymer, nonionic block polymer and dispersant are particularly preferred.
- the ink may conveniently contain thickening agents of natural or synthetic origin, such as commercial alginate thickeners, starch ethers or locust bean flour ethers, especially sodium alginate, alone or in the Mixture with modified cellulose, in particular with preferably 20 to 25 weight percent carboxymethylcellulose.
- thickening agents such as commercial alginate thickeners, starch ethers or locust bean flour ethers, especially sodium alginate, alone or in the Mixture with modified cellulose, in particular with preferably 20 to 25 weight percent carboxymethylcellulose.
- Synthetic thickeners are preferably used in the novel inks, such as those based on poly (meth) acrylic acids or poly (meth) acrylamides.
- Preferred inks for the process according to the invention are those inks which have a viscosity of 1 to 40 mPa.s (millipascal second), in particular 1 to 20 mPa.s, especially 1 to 10 mPa.s.
- inks which have a surface tension between 60 and 30 Newton / cm, in particular between 50 and 40 Newton / cm.
- inks which have a conductivity of from 0 to 3000 ⁇ S / cm, in particular from 100 to 700 ⁇ S / cm, based on a 10% strength aqueous suspension.
- the inks may contain buffering substances, such as e.g. Borax, borate or citrate.
- buffering substances such as e.g. Borax, borate or citrate.
- borax, sodium borate, sodium tetraborate and sodium citrate are used in amounts of from 0.1 to 3% by weight, especially from 0.1 to 1% by weight, based on the total weight of the ink, to obtain a pH of e.g. 4 to 10, preferably 5 to 8 set.
- the inks may contain surfactants, redispersants, and humectants.
- Suitable surfactants are the commercially available anionic or nonionic surfactants. Betaine monohydrate is to be mentioned as redispersant.
- the humectant used is preferably a mixture of Na lactate (advantageously in the form of a 50 to 60% aqueous solution) and glycerol and / or propylene glycol in amounts of preferably 7 to 20 percent by weight in the ink used according to the invention.
- the inks may also contain acid donors such as butyrolactone or sodium hydrogen phosphate, preservatives, fungal and / or bacterial growth inhibiting agents, antifoaming agents, sequestering agents, emulsifying agents, water-insoluble solvents, oxidizing agents or deaerating agents.
- Suitable preservatives are especially formaldehyde donating agents, such as paraformaldehyde and trioxane, especially aqueous, about 30 to 40 weight percent formaldehyde solutions, as sequestering agents such as sodium nitrilotriacetate, ethylenediaminetetraacetic acid sodium, especially sodium polymetaphosphate, especially sodium hexametaphosphate, as emulsifiers especially Adducts of an alkylene oxide and a fatty alcohol, in particular an adduct of oleyl alcohol and ethylene oxide, as water-insoluble Solvents high-boiling, saturated hydrocarbons, especially paraffins having a boiling range of about 160 to 210 ° C (so-called mineral spirits), as an oxidizing agent such as an aromatic nitro compound, especially an aromatic mono- or dinitrocarboxylic acid or sulfonic acid, which is optionally present as Alkylenoxidaddukt, in particular a nitrobenzenesulfonic acid
- the inks are e.g. prepared such that one or more disperse dyes of the formulas (1) to (23) are mixed with a dispersant / copolymer / block polymer mixture and then in a wet mill to a defined freeness of an average particle size between 0.2 to 1.0 microns be ground. Thereafter, the concentrated millbase, optionally using e.g. suitable thickening agents, dispersants, copolymers, surfactants, humectants, redispersing agents, sequestering agents and / or preservatives, and water, adjusted to the desired concentration. In order to remove any coarser components which may be present, it is advantageously possible to filter the finished ink through a microsieve of approximately 1 ⁇ m.
- the process according to the invention for printing textile fiber materials can be carried out with ink jet printers which are known per se and suitable for textile printing.
- the continuous ink-jet method In the case of the ink-jet printing method, individual drops of the ink are injected in a controlled manner from a nozzle onto the substrate.
- the continuous ink-jet method and the drop-on-demand method are predominantly used.
- the drops are generated continuously, wherein the non-pressure required for the drops are discharged into a collecting container and recycled as a rule.
- the drips are created as desired and printed, ie only drops are produced when required for printing.
- the generation of the drops can be carried out, for example, advantageously by means of a piezo-inkjet head or by means of thermal energy (so-called bubble jet).
- printing by the continuous ink-jet method or the drop-on-demand method is preferred.
- the fiber material is dried after printing at temperatures up to 150 ° C, preferably 80 ° to 120 ° C.
- the ink used according to the invention can be applied to various types of fiber materials, such as wool, silk, cellulose, polyvinyl, polyacrylonitrile, polyamide, aramid, polypropylene, polyester or polyurethane.
- fiber materials such as wool, silk, cellulose, polyvinyl, polyacrylonitrile, polyamide, aramid, polypropylene, polyester or polyurethane.
- polyester-containing fiber materials are those materials which consist wholly or partly of polyester.
- Suitable polyester-containing fiber materials are those materials which consist wholly or partly of polyester. Examples are Celluloseesterfasern such as cellulose-2 1/2 acetate and triacetate fibers, polyester fibers, and especially linear, optionally also acid-modified which, for example (by condensation of terephthalic acid with ethylene glycol or of isophthalic acid or terephthalic acid with 1,4-bis hydroxymethyl) cyclohexane, as well as fibers of copolymers of terephthalic and isophthalic acid with ethylene glycol.
- polyester-containing mixed fiber materials ie mixtures of polyester and other fibers.
- the present invention further provides an aqueous printing ink for the ink-jet printing process, which is characterized in that it contains 1 to 35 wt .-% of at least one disperse dye of the above formulas (1) to (23), an anionic copolymer and / or nonionic block polymer and / or a dispersant.
- the anionic copolymers, the nonionic block polymers and the dispersants for the printing ink according to the invention and for the disperse dyes of the formulas (1) to (23) used in this ink, the anionic copolymers, the nonionic block polymers and the dispersants, the meanings and preferences given above apply.
- the prints obtainable by the process according to the invention have good fastness properties; they have e.g. a high fiber-dye binding stability in both the acidic and in the alkaline range, good light fastness, good wet fastness properties, such as water, washing, seawater, overdyeing and perspiration fastness, good chlorine fastness, rub fastness, ironing fastness and pleating fastness and sharp contours and a high color intensity.
- the printing inks used are characterized by good stability and good viscosity properties.
- the ink prepared according to Example 1 is printed on a polyester fabric with an inkjet printer with drop on demand piezo technology.
- the pressure is dried and fixed in superheated steam at 180 ° C for 8 minutes. This gives a brilliant yellow print with good fastness properties, in particular wet and light fastness.
- a brilliant yellow print having good fastness properties in particular wet fastnesses and light fastnesses, is obtained when the dried print is fixed for 1 minute with a hot air at 200 ° C.
- the ink prepared according to Example 3 is printed on a polyester fabric with an inkjet printer with drop on demand piezo technology.
- the pressure is dried and fixed in superheated steam at 180 ° C for 8 minutes. This gives a blue print with good fastness properties, especially wet and light fastness. It also gives a blue print with good fastness properties, especially wet and light fastness, if the dried pressure for 1 minute with a hot air of 200 ° C fixed.
- the ink prepared according to Example 5 is printed on a polyester fabric with an inkjet printer with drop on demand piezo technology.
- the pressure is dried and fixed in superheated steam at 180 ° C for 8 minutes. This gives a blue print with good fastness properties, especially wet and light fastness.
- the ink prepared according to Example 7 is printed on a polyester fabric with an inkjet printer with drop on demand piezo technology.
- the pressure is dried and fixed in superheated steam at 180 ° C for 8 minutes. This gives a pink-red print with good fastness properties, especially wet and light fastness.
- the ink prepared according to Example 9 is printed on a polyester fabric with an inkjet printer with drop on demand piezo technology.
- the pressure is dried and fixed in superheated steam at 180 ° C for 8 minutes. This gives a violet print with good fastness properties, especially wet and light fastness.
- the ink prepared according to Example 11 is printed on a polyester fabric with an inkjet printer with drop on demand piezo technology.
- the pressure is dried and fixed in superheated steam at 180 ° C for 8 minutes. This gives a blue print with good fastness properties, especially wet and light fastness.
Landscapes
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Dispersion Chemistry (AREA)
- Inks, Pencil-Leads, Or Crayons (AREA)
- Coloring (AREA)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP98811210A EP0924335B1 (de) | 1997-12-17 | 1998-12-08 | Verfahren zum Bedrucken von textilen Fasermaterialien nach dem Tintenstrahldruck-Verfahren |
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP97810995 | 1997-12-17 | ||
| EP97810995 | 1997-12-17 | ||
| EP98811210A EP0924335B1 (de) | 1997-12-17 | 1998-12-08 | Verfahren zum Bedrucken von textilen Fasermaterialien nach dem Tintenstrahldruck-Verfahren |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| EP0924335A1 EP0924335A1 (de) | 1999-06-23 |
| EP0924335B1 true EP0924335B1 (de) | 2007-03-28 |
Family
ID=8230529
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP98811210A Expired - Lifetime EP0924335B1 (de) | 1997-12-17 | 1998-12-08 | Verfahren zum Bedrucken von textilen Fasermaterialien nach dem Tintenstrahldruck-Verfahren |
Country Status (12)
| Country | Link |
|---|---|
| US (1) | US6284004B1 (enExample) |
| EP (1) | EP0924335B1 (enExample) |
| JP (1) | JPH11279958A (enExample) |
| KR (1) | KR100562793B1 (enExample) |
| BR (1) | BR9805359A (enExample) |
| DE (1) | DE59813956D1 (enExample) |
| ES (1) | ES2284196T3 (enExample) |
| ID (1) | ID22076A (enExample) |
| PT (1) | PT924335E (enExample) |
| SG (1) | SG79243A1 (enExample) |
| TR (1) | TR199802615A2 (enExample) |
| TW (1) | TW515859B (enExample) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US10442943B2 (en) | 2014-06-26 | 2019-10-15 | Markem-Imaje Holding | Ink composition for inkjet printing by the continuous deflected ink jet technique notably for safety markings |
Families Citing this family (26)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6147139A (en) * | 1998-08-31 | 2000-11-14 | Eastman Kodak Company | Inks containing heat fusible particles and method for use |
| KR20020008149A (ko) | 2000-02-10 | 2002-01-29 | 사토 아키오 | 안트라퀴논화합물 및 해당 화합물을 함유하는잉크젯기록용 수계 잉크 |
| DE10042900A1 (de) * | 2000-08-31 | 2002-03-14 | Basf Ag | Wässrige Farbmittelzubereitung für den Tintenstrahldruck |
| GB0102974D0 (en) * | 2001-02-07 | 2001-03-21 | Avecia Ltd | Dispersions |
| CN101407750B (zh) * | 2001-08-13 | 2011-03-23 | 宝洁公司 | 新型低聚的疏水的分散剂 |
| US6588879B2 (en) * | 2001-12-03 | 2003-07-08 | Supersample Corporation | Method for ink jet printing a digital image on a textile, the system and apparatus for practicing the method, and products produced by the system and apparatus using the method |
| JP3891571B2 (ja) * | 2002-06-14 | 2007-03-14 | キヤノン株式会社 | 機能性組成物、それを用いた画像形成方法及び画像形成装置 |
| CN100404751C (zh) * | 2002-08-12 | 2008-07-23 | 西巴特殊化学品控股有限公司 | 使用分散染料对含纤维素的纤维材料进行染色或印刷的方法 |
| US20040248492A1 (en) * | 2003-06-06 | 2004-12-09 | Reemay, Inc. | Nonwoven fabric printing medium and method of production |
| US20070058014A1 (en) * | 2003-10-15 | 2007-03-15 | Marc Burglin | Process for printing textile fibre materials in accordance with the ink-jet printing process |
| US20050155163A1 (en) * | 2004-01-21 | 2005-07-21 | Griffin Bruce O. | Dye mixtures |
| US20050182154A1 (en) * | 2004-01-21 | 2005-08-18 | Berge Charles T. | Inkjet inks containing crosslinked polyurethanes |
| DE102004013797A1 (de) * | 2004-03-20 | 2005-10-06 | Bayer Chemicals Ag | Feste Treibmittelpräparationen und Verfahren zu ihrer Herstellung |
| US8777390B2 (en) * | 2004-04-15 | 2014-07-15 | Hewlett-Packard Development Company, L.P. | Ink-jet printing system with reduced nozzle clogging |
| JP2006008871A (ja) * | 2004-06-25 | 2006-01-12 | Dystar Japan Ltd | ポリ乳酸系繊維用分散染料 |
| JP4690006B2 (ja) * | 2004-10-06 | 2011-06-01 | 理想科学工業株式会社 | 孔版印刷用水性インキおよび孔版印刷方法 |
| PT1879964E (pt) * | 2005-05-13 | 2011-09-05 | Huntsman Adv Mat Switzerland | Misturas de corantes |
| US7211130B1 (en) | 2005-11-16 | 2007-05-01 | E. I. Du Pont De Nemours And Company | Disperse dye black ink |
| EP2451648B1 (en) | 2009-07-10 | 2014-12-10 | Sawgrass Technologies, Inc. | High viscosity heat sensitive ink printing process |
| WO2014040810A1 (en) * | 2012-09-12 | 2014-03-20 | Huntsman Advanced Materials (Switzerland) Gmbh | Inks and a process for ink-jet printing textile fibre materials |
| JP2014173017A (ja) * | 2013-03-11 | 2014-09-22 | Seiko Epson Corp | 捺染用インクジェットインクおよびインクジェット捺染方法 |
| US9302468B1 (en) | 2014-11-14 | 2016-04-05 | Ming Xu | Digital customizer system and method |
| US10419644B2 (en) | 2014-11-14 | 2019-09-17 | Sawgrass Technologies, Inc. | Digital image processing network |
| US9781307B2 (en) | 2014-11-14 | 2017-10-03 | Sawgrass Technologies, Inc. | Networked digital imaging customization |
| US10827098B2 (en) | 2015-11-02 | 2020-11-03 | Sawgrass Technologies, Inc. | Custom product imaging method |
| US10827097B2 (en) | 2015-11-02 | 2020-11-03 | Sawgrass Technologies, Inc. | Product imaging |
Family Cites Families (19)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4202838A (en) | 1972-11-03 | 1980-05-13 | Ciba-Geigy Corporation | Sulphonated condensation products |
| CH627490A5 (de) | 1977-04-19 | 1982-01-15 | Ciba Geigy Ag | Waessrige farbstoffpraeparate. |
| US4648905A (en) * | 1983-01-31 | 1987-03-10 | Union Camp Corporation | Aqueous printing ink |
| JPS6211780A (ja) * | 1985-07-09 | 1987-01-20 | Mitsubishi Chem Ind Ltd | インクジエツト捺染用インク |
| DE59010009D1 (de) | 1989-10-27 | 1996-02-08 | Ciba Geigy Ag | Wässrige Farbstoff-Präparate |
| US5563644A (en) * | 1992-02-03 | 1996-10-08 | Xerox Corporation | Ink jet printing processes with microwave drying |
| JPH05255626A (ja) * | 1992-03-11 | 1993-10-05 | Kanebo Ltd | インクジェット捺染用インク |
| JPH06211780A (ja) * | 1993-01-19 | 1994-08-02 | Nippon Soda Co Ltd | ベンゾイルシアナイド誘導体、その製法及びそれを用いた反応 |
| JPH06240194A (ja) | 1993-02-19 | 1994-08-30 | Nippon Kayaku Co Ltd | インクジェットプリント用インク組成物 |
| DE69427068T2 (de) | 1993-11-30 | 2001-10-25 | Seiren Co. Ltd., Fukui | Tinte für Tintenstrahlfärbung und Verfahren zur Herstellung von Mischfarben |
| EP0665326A3 (de) * | 1994-01-26 | 1996-09-25 | Ciba Geigy Ag | Verfahren zum Bedrucken von Fasermaterial im Direktdruck. |
| JP3176223B2 (ja) * | 1994-07-21 | 2001-06-11 | キヤノン株式会社 | 捺染方法および捺染物 |
| JPH0867843A (ja) * | 1994-08-31 | 1996-03-12 | Kao Corp | インクジェット記録用水系インク |
| JP3761940B2 (ja) * | 1994-10-28 | 2006-03-29 | キヤノン株式会社 | インクジェット捺染用インク、インクジェット捺染方法、転写捺染方法、捺染物、記録ユニット、インクカートリッジ、インクジェット記録装置、及び加工品 |
| JP3542425B2 (ja) * | 1994-11-17 | 2004-07-14 | キヤノン株式会社 | インクジェット記録用水系分散インク、これを用いるインクジェット記録方法、インクカートリッジ、記録ユニットおよび記録装置 |
| JP3235401B2 (ja) * | 1995-04-21 | 2001-12-04 | 東レ株式会社 | インクジェット記録方法 |
| US5662734A (en) * | 1995-11-13 | 1997-09-02 | Graphic Utilities, Inc. | Ink compositions having improved optical density characteristics |
| JPH1018184A (ja) * | 1996-05-02 | 1998-01-20 | Canon Inc | インクジェット捺染方法及び捺染物 |
| JPH10279869A (ja) * | 1997-02-07 | 1998-10-20 | Citizen Watch Co Ltd | 記録液、及び記録液の評価方法 |
-
1998
- 1998-11-24 TW TW087119468A patent/TW515859B/zh not_active IP Right Cessation
- 1998-12-04 SG SG9805181A patent/SG79243A1/en unknown
- 1998-12-08 DE DE59813956T patent/DE59813956D1/de not_active Expired - Fee Related
- 1998-12-08 ES ES98811210T patent/ES2284196T3/es not_active Expired - Lifetime
- 1998-12-08 EP EP98811210A patent/EP0924335B1/de not_active Expired - Lifetime
- 1998-12-08 PT PT98811210T patent/PT924335E/pt unknown
- 1998-12-10 JP JP10351408A patent/JPH11279958A/ja not_active Withdrawn
- 1998-12-10 ID IDP981609A patent/ID22076A/id unknown
- 1998-12-15 TR TR1998/02615A patent/TR199802615A2/xx unknown
- 1998-12-16 KR KR1019980055219A patent/KR100562793B1/ko not_active Expired - Fee Related
- 1998-12-17 BR BR9805359-0A patent/BR9805359A/pt not_active Application Discontinuation
-
2000
- 2000-05-23 US US09/577,289 patent/US6284004B1/en not_active Expired - Fee Related
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US10442943B2 (en) | 2014-06-26 | 2019-10-15 | Markem-Imaje Holding | Ink composition for inkjet printing by the continuous deflected ink jet technique notably for safety markings |
Also Published As
| Publication number | Publication date |
|---|---|
| KR19990063087A (ko) | 1999-07-26 |
| PT924335E (pt) | 2007-06-29 |
| DE59813956D1 (de) | 2007-05-10 |
| US6284004B1 (en) | 2001-09-04 |
| ID22076A (id) | 1999-09-02 |
| JPH11279958A (ja) | 1999-10-12 |
| KR100562793B1 (ko) | 2007-04-25 |
| SG79243A1 (en) | 2001-03-20 |
| EP0924335A1 (de) | 1999-06-23 |
| ES2284196T3 (es) | 2007-11-01 |
| BR9805359A (pt) | 2000-01-11 |
| TR199802615A2 (xx) | 1999-10-21 |
| TW515859B (en) | 2003-01-01 |
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