EP0088996A1 - Verfahren zur Herstellung von Ätzreservedrucken auf hydrophoben Textilmaterialien - Google Patents
Verfahren zur Herstellung von Ätzreservedrucken auf hydrophoben Textilmaterialien Download PDFInfo
- Publication number
- EP0088996A1 EP0088996A1 EP83102290A EP83102290A EP0088996A1 EP 0088996 A1 EP0088996 A1 EP 0088996A1 EP 83102290 A EP83102290 A EP 83102290A EP 83102290 A EP83102290 A EP 83102290A EP 0088996 A1 EP0088996 A1 EP 0088996A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- acid
- printing paste
- etching
- etching reserve
- parts
- 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.)
- Ceased
Links
- 238000000034 method Methods 0.000 title claims abstract description 35
- 239000004753 textile Substances 0.000 title claims abstract description 31
- 239000000463 material Substances 0.000 title claims abstract description 29
- 230000008569 process Effects 0.000 title claims abstract description 17
- 230000002209 hydrophobic effect Effects 0.000 title claims abstract description 15
- 238000004519 manufacturing process Methods 0.000 title claims description 6
- 238000005530 etching Methods 0.000 claims abstract description 96
- 238000007639 printing Methods 0.000 claims abstract description 94
- 239000000975 dye Substances 0.000 claims abstract description 53
- 239000000986 disperse dye Substances 0.000 claims abstract description 26
- 239000000835 fiber Substances 0.000 claims abstract description 21
- 238000010438 heat treatment Methods 0.000 claims abstract description 16
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 21
- 238000001035 drying Methods 0.000 claims description 19
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims description 18
- JIAARYAFYJHUJI-UHFFFAOYSA-L zinc dichloride Chemical compound [Cl-].[Cl-].[Zn+2] JIAARYAFYJHUJI-UHFFFAOYSA-L 0.000 claims description 10
- 229920000151 polyglycol Polymers 0.000 claims description 9
- 239000010695 polyglycol Substances 0.000 claims description 9
- VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 claims description 8
- 235000011187 glycerol Nutrition 0.000 claims description 8
- 229910052757 nitrogen Inorganic materials 0.000 claims description 5
- 239000011592 zinc chloride Substances 0.000 claims description 5
- 235000005074 zinc chloride Nutrition 0.000 claims description 5
- DIZPMCHEQGEION-UHFFFAOYSA-H aluminium sulfate (anhydrous) Chemical compound [Al+3].[Al+3].[O-]S([O-])(=O)=O.[O-]S([O-])(=O)=O.[O-]S([O-])(=O)=O DIZPMCHEQGEION-UHFFFAOYSA-H 0.000 claims description 4
- WBHQBSYUUJJSRZ-UHFFFAOYSA-M sodium bisulfate Chemical compound [Na+].OS([O-])(=O)=O WBHQBSYUUJJSRZ-UHFFFAOYSA-M 0.000 claims description 3
- 229910000342 sodium bisulfate Inorganic materials 0.000 claims description 3
- 239000002202 Polyethylene glycol Substances 0.000 claims description 2
- 125000005521 carbonamide group Chemical group 0.000 claims description 2
- 239000003599 detergent Substances 0.000 claims description 2
- IFDAYERULSQJSP-UHFFFAOYSA-N n-(2,2-dicyanoethyl)formamide Chemical compound O=CNCC(C#N)C#N IFDAYERULSQJSP-UHFFFAOYSA-N 0.000 claims description 2
- 229920001223 polyethylene glycol Polymers 0.000 claims description 2
- 229920001451 polypropylene glycol Polymers 0.000 claims description 2
- 239000002904 solvent Substances 0.000 claims description 2
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 claims 1
- 239000002253 acid Substances 0.000 description 46
- -1 aromatic sulfonic Chemical class 0.000 description 44
- 125000004432 carbon atom Chemical group C* 0.000 description 30
- 150000007513 acids Chemical class 0.000 description 26
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 15
- 229920000728 polyester Polymers 0.000 description 13
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 12
- 239000003795 chemical substances by application Substances 0.000 description 12
- 239000004744 fabric Substances 0.000 description 12
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 10
- 239000007788 liquid Substances 0.000 description 10
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 8
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 8
- 239000006185 dispersion Substances 0.000 description 7
- 150000003460 sulfonic acids Chemical class 0.000 description 7
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 7
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- 125000001931 aliphatic group Chemical group 0.000 description 6
- 150000001735 carboxylic acids Chemical class 0.000 description 6
- 150000001875 compounds Chemical class 0.000 description 6
- 150000003455 sulfinic acids Chemical class 0.000 description 6
- 239000002562 thickening agent Substances 0.000 description 6
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 5
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 5
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 5
- 125000003545 alkoxy group Chemical group 0.000 description 5
- 125000004453 alkoxycarbonyl group Chemical group 0.000 description 5
- 125000000217 alkyl group Chemical group 0.000 description 5
- 125000004644 alkyl sulfinyl group Chemical group 0.000 description 5
- 125000004390 alkyl sulfonyl group Chemical group 0.000 description 5
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 5
- 229910052794 bromium Inorganic materials 0.000 description 5
- 239000000460 chlorine Substances 0.000 description 5
- 229910052801 chlorine Inorganic materials 0.000 description 5
- 229910052500 inorganic mineral Inorganic materials 0.000 description 5
- 239000011707 mineral Substances 0.000 description 5
- 235000010755 mineral Nutrition 0.000 description 5
- 125000003170 phenylsulfonyl group Chemical group C1(=CC=CC=C1)S(=O)(=O)* 0.000 description 5
- HLYLNDDPVBJRRG-UHFFFAOYSA-N 2-ethoxyethanesulfonic acid Chemical compound CCOCCS(O)(=O)=O HLYLNDDPVBJRRG-UHFFFAOYSA-N 0.000 description 4
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 4
- AFVFQIVMOAPDHO-UHFFFAOYSA-N Methanesulfonic acid Chemical compound CS(O)(=O)=O AFVFQIVMOAPDHO-UHFFFAOYSA-N 0.000 description 4
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N acetic acid Substances CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 4
- 125000003342 alkenyl group Chemical group 0.000 description 4
- 125000004448 alkyl carbonyl group Chemical group 0.000 description 4
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 4
- 125000003118 aryl group Chemical group 0.000 description 4
- 239000000987 azo dye Substances 0.000 description 4
- 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 description 4
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 description 4
- 125000004356 hydroxy functional group Chemical group O* 0.000 description 4
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 4
- 239000000203 mixture Substances 0.000 description 4
- 125000006678 phenoxycarbonyl group Chemical group 0.000 description 4
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- ZLCUIOWQYBYEBG-UHFFFAOYSA-N 1-Amino-2-methylanthraquinone Chemical compound C1=CC=C2C(=O)C3=C(N)C(C)=CC=C3C(=O)C2=C1 ZLCUIOWQYBYEBG-UHFFFAOYSA-N 0.000 description 3
- VGKYEIFFSOPYEW-UHFFFAOYSA-N 2-methyl-4-[(4-phenyldiazenylphenyl)diazenyl]phenol Chemical compound Cc1cc(ccc1O)N=Nc1ccc(cc1)N=Nc1ccccc1 VGKYEIFFSOPYEW-UHFFFAOYSA-N 0.000 description 3
- JSFUMBWFPQSADC-UHFFFAOYSA-N Disperse Blue 1 Chemical compound O=C1C2=C(N)C=CC(N)=C2C(=O)C2=C1C(N)=CC=C2N JSFUMBWFPQSADC-UHFFFAOYSA-N 0.000 description 3
- 230000002378 acidificating effect Effects 0.000 description 3
- 150000001335 aliphatic alkanes Chemical class 0.000 description 3
- 150000001336 alkenes Chemical class 0.000 description 3
- 125000004397 aminosulfonyl group Chemical group NS(=O)(=O)* 0.000 description 3
- XJHABGPPCLHLLV-UHFFFAOYSA-N benzo[de]isoquinoline-1,3-dione Chemical compound C1=CC(C(=O)NC2=O)=C3C2=CC=CC3=C1 XJHABGPPCLHLLV-UHFFFAOYSA-N 0.000 description 3
- 238000004040 coloring Methods 0.000 description 3
- 230000006378 damage Effects 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- ORTFAQDWJHRMNX-UHFFFAOYSA-N hydroxidooxidocarbon(.) Chemical group O[C]=O ORTFAQDWJHRMNX-UHFFFAOYSA-N 0.000 description 3
- 150000002484 inorganic compounds Chemical class 0.000 description 3
- 229910010272 inorganic material Inorganic materials 0.000 description 3
- SUMDYPCJJOFFON-UHFFFAOYSA-N isethionic acid Chemical compound OCCS(O)(=O)=O SUMDYPCJJOFFON-UHFFFAOYSA-N 0.000 description 3
- NNPPMTNAJDCUHE-UHFFFAOYSA-N isobutane Chemical compound CC(C)C NNPPMTNAJDCUHE-UHFFFAOYSA-N 0.000 description 3
- 235000012054 meals Nutrition 0.000 description 3
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 3
- JVJQPDTXIALXOG-UHFFFAOYSA-N nitryl fluoride Chemical compound [O-][N+](F)=O JVJQPDTXIALXOG-UHFFFAOYSA-N 0.000 description 3
- 235000006408 oxalic acid Nutrition 0.000 description 3
- LDMOEFOXLIZJOW-UHFFFAOYSA-N 1-dodecanesulfonic acid Chemical compound CCCCCCCCCCCCS(O)(=O)=O LDMOEFOXLIZJOW-UHFFFAOYSA-N 0.000 description 2
- SPXOTSHWBDUUMT-UHFFFAOYSA-N 138-42-1 Chemical compound OS(=O)(=O)C1=CC=C([N+]([O-])=O)C=C1 SPXOTSHWBDUUMT-UHFFFAOYSA-N 0.000 description 2
- CDPPYCZVWYZBJH-UHFFFAOYSA-N 2,2,3,3-tetramethylbutanedioic acid Chemical compound OC(=O)C(C)(C)C(C)(C)C(O)=O CDPPYCZVWYZBJH-UHFFFAOYSA-N 0.000 description 2
- PAAHIGPPWFSBDJ-UHFFFAOYSA-N 2,2,3-triethylbutanedioic acid Chemical compound CCC(C(O)=O)C(CC)(CC)C(O)=O PAAHIGPPWFSBDJ-UHFFFAOYSA-N 0.000 description 2
- VHYBUUMUUNCHCK-UHFFFAOYSA-N 2,4,6-tribromo-1,3,5-triazine Chemical compound BrC1=NC(Br)=NC(Br)=N1 VHYBUUMUUNCHCK-UHFFFAOYSA-N 0.000 description 2
- KFHPDUJFQBXXQY-UHFFFAOYSA-N 2,4-dinitrotoluene-6-sulfonic acid Chemical compound CC1=C([N+]([O-])=O)C=C([N+]([O-])=O)C=C1S(O)(=O)=O KFHPDUJFQBXXQY-UHFFFAOYSA-N 0.000 description 2
- SWBCSBNHMVLMKP-UHFFFAOYSA-N 2,6-dinitrotoluene-4-sulfonic acid Chemical compound CC1=C([N+]([O-])=O)C=C(S(O)(=O)=O)C=C1[N+]([O-])=O SWBCSBNHMVLMKP-UHFFFAOYSA-N 0.000 description 2
- NNDWXLRSQALFKC-UHFFFAOYSA-N 2-(4-chloro-3-nitrophenoxy)acetic acid Chemical compound OC(=O)COC1=CC=C(Cl)C([N+]([O-])=O)=C1 NNDWXLRSQALFKC-UHFFFAOYSA-N 0.000 description 2
- HXXLWTPFYWMBSC-UHFFFAOYSA-N 2-[3-chloro-4-[(2,6-dichloro-4-nitrophenyl)diazenyl]-n-(2-hydroxyethyl)anilino]ethanol Chemical compound ClC1=CC(N(CCO)CCO)=CC=C1N=NC1=C(Cl)C=C([N+]([O-])=O)C=C1Cl HXXLWTPFYWMBSC-UHFFFAOYSA-N 0.000 description 2
- KWNBOCMNFKJJCK-UHFFFAOYSA-N 2-bromo-6-nitrobenzoic acid Chemical compound OC(=O)C1=C(Br)C=CC=C1[N+]([O-])=O KWNBOCMNFKJJCK-UHFFFAOYSA-N 0.000 description 2
- IKCLCGXPQILATA-UHFFFAOYSA-N 2-chlorobenzoic acid Chemical compound OC(=O)C1=CC=CC=C1Cl IKCLCGXPQILATA-UHFFFAOYSA-N 0.000 description 2
- FXKMTSIKHBYZSZ-UHFFFAOYSA-N 2-chloroethanesulfonic acid Chemical compound OS(=O)(=O)CCCl FXKMTSIKHBYZSZ-UHFFFAOYSA-N 0.000 description 2
- BBJJJPPTYKZIJP-UHFFFAOYSA-N 2-ethenoxybenzenesulfonic acid Chemical compound OS(=O)(=O)C1=CC=CC=C1OC=C BBJJJPPTYKZIJP-UHFFFAOYSA-N 0.000 description 2
- GDYPOKOVVJLYCE-UHFFFAOYSA-N 2-ethyl-2-propylpropanedioic acid Chemical compound CCCC(CC)(C(O)=O)C(O)=O GDYPOKOVVJLYCE-UHFFFAOYSA-N 0.000 description 2
- XXXOBNJIIZQSPT-UHFFFAOYSA-N 2-methyl-4-nitrobenzoic acid Chemical compound CC1=CC([N+]([O-])=O)=CC=C1C(O)=O XXXOBNJIIZQSPT-UHFFFAOYSA-N 0.000 description 2
- SLAMLWHELXOEJZ-UHFFFAOYSA-N 2-nitrobenzoic acid Chemical compound OC(=O)C1=CC=CC=C1[N+]([O-])=O SLAMLWHELXOEJZ-UHFFFAOYSA-N 0.000 description 2
- GJYYWZTYFNSZRP-UHFFFAOYSA-N 2-nitrotoluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1[N+]([O-])=O GJYYWZTYFNSZRP-UHFFFAOYSA-N 0.000 description 2
- CJAJEZSCULAKCB-UHFFFAOYSA-N 2-sulfohexadecanoic acid Chemical compound CCCCCCCCCCCCCCC(C(O)=O)S(O)(=O)=O CJAJEZSCULAKCB-UHFFFAOYSA-N 0.000 description 2
- BMYNFMYTOJXKLE-UHFFFAOYSA-N 3-azaniumyl-2-hydroxypropanoate Chemical compound NCC(O)C(O)=O BMYNFMYTOJXKLE-UHFFFAOYSA-N 0.000 description 2
- DDLBHIIDBLGOTE-UHFFFAOYSA-N 3-chloro-2-hydroxypropane-1-sulfonic acid Chemical compound ClCC(O)CS(O)(=O)=O DDLBHIIDBLGOTE-UHFFFAOYSA-N 0.000 description 2
- UPMIEBBZKWZYEZ-UHFFFAOYSA-N 3-chloro-4-methylbenzenesulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1Cl UPMIEBBZKWZYEZ-UHFFFAOYSA-N 0.000 description 2
- QEYMMOKECZBKAC-UHFFFAOYSA-N 3-chloropropanoic acid Chemical compound OC(=O)CCCl QEYMMOKECZBKAC-UHFFFAOYSA-N 0.000 description 2
- PXACTUVBBMDKRW-UHFFFAOYSA-N 4-bromobenzenesulfonic acid Chemical compound OS(=O)(=O)C1=CC=C(Br)C=C1 PXACTUVBBMDKRW-UHFFFAOYSA-N 0.000 description 2
- HVHSOHIAMACROZ-UHFFFAOYSA-N 4-chloro-2,5-dimethylbenzenesulfonic acid Chemical compound CC1=CC(S(O)(=O)=O)=C(C)C=C1Cl HVHSOHIAMACROZ-UHFFFAOYSA-N 0.000 description 2
- ALVPDCHBQRCKRQ-UHFFFAOYSA-N 4-chloro-3,5-dinitrobenzenesulfonic acid Chemical compound OS(=O)(=O)C1=CC([N+]([O-])=O)=C(Cl)C([N+]([O-])=O)=C1 ALVPDCHBQRCKRQ-UHFFFAOYSA-N 0.000 description 2
- RJWBTWIBUIGANW-UHFFFAOYSA-N 4-chlorobenzenesulfonic acid Chemical compound OS(=O)(=O)C1=CC=C(Cl)C=C1 RJWBTWIBUIGANW-UHFFFAOYSA-N 0.000 description 2
- WVSYONICNIDYBE-UHFFFAOYSA-N 4-fluorobenzenesulfonic acid Chemical compound OS(=O)(=O)C1=CC=C(F)C=C1 WVSYONICNIDYBE-UHFFFAOYSA-N 0.000 description 2
- YEGPVWSPNYPPIK-UHFFFAOYSA-N 4-hydroxybutane-1-sulfonic acid Chemical compound OCCCCS(O)(=O)=O YEGPVWSPNYPPIK-UHFFFAOYSA-N 0.000 description 2
- AVDLFIONKHGQAP-UHFFFAOYSA-N 4-nitrophenoxyacetic acid Chemical compound OC(=O)COC1=CC=C([N+]([O-])=O)C=C1 AVDLFIONKHGQAP-UHFFFAOYSA-N 0.000 description 2
- TWPMSSIQWXDNSZ-UHFFFAOYSA-N 4-propoxybenzenesulfonic acid Chemical compound CCCOC1=CC=C(S(O)(=O)=O)C=C1 TWPMSSIQWXDNSZ-UHFFFAOYSA-N 0.000 description 2
- OXBAQLNVPPDLQX-UHFFFAOYSA-N 5-chloro-2,4-dimethylbenzenesulfonic acid Chemical compound CC1=CC(C)=C(S(O)(=O)=O)C=C1Cl OXBAQLNVPPDLQX-UHFFFAOYSA-N 0.000 description 2
- OTIVVZBPDZOCBM-UHFFFAOYSA-N 5-chloro-2-methylbenzenesulfonic acid Chemical compound CC1=CC=C(Cl)C=C1S(O)(=O)=O OTIVVZBPDZOCBM-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- 229920002284 Cellulose triacetate Polymers 0.000 description 2
- 244000303965 Cyamopsis psoralioides Species 0.000 description 2
- OTMSDBZUPAUEDD-UHFFFAOYSA-N Ethane Chemical compound CC OTMSDBZUPAUEDD-UHFFFAOYSA-N 0.000 description 2
- CPELXLSAUQHCOX-UHFFFAOYSA-N Hydrogen bromide Chemical compound Br CPELXLSAUQHCOX-UHFFFAOYSA-N 0.000 description 2
- 229920000161 Locust bean gum Polymers 0.000 description 2
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 2
- 229910019142 PO4 Inorganic materials 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- LCTONWCANYUPML-UHFFFAOYSA-N Pyruvic acid Chemical compound CC(=O)C(O)=O LCTONWCANYUPML-UHFFFAOYSA-N 0.000 description 2
- 229920002472 Starch Polymers 0.000 description 2
- DTQVDTLACAAQTR-UHFFFAOYSA-N Trifluoroacetic acid Chemical compound OC(=O)C(F)(F)F DTQVDTLACAAQTR-UHFFFAOYSA-N 0.000 description 2
- NNLVGZFZQQXQNW-ADJNRHBOSA-N [(2r,3r,4s,5r,6s)-4,5-diacetyloxy-3-[(2s,3r,4s,5r,6r)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxy-6-[(2r,3r,4s,5r,6s)-4,5,6-triacetyloxy-2-(acetyloxymethyl)oxan-3-yl]oxyoxan-2-yl]methyl acetate Chemical compound O([C@@H]1O[C@@H]([C@H]([C@H](OC(C)=O)[C@H]1OC(C)=O)O[C@H]1[C@@H]([C@@H](OC(C)=O)[C@H](OC(C)=O)[C@@H](COC(C)=O)O1)OC(C)=O)COC(=O)C)[C@@H]1[C@@H](COC(C)=O)O[C@@H](OC(C)=O)[C@H](OC(C)=O)[C@H]1OC(C)=O NNLVGZFZQQXQNW-ADJNRHBOSA-N 0.000 description 2
- 238000010521 absorption reaction Methods 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- 150000003863 ammonium salts Chemical class 0.000 description 2
- 150000001448 anilines Chemical class 0.000 description 2
- 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 2
- 239000001000 anthraquinone dye Substances 0.000 description 2
- 150000004056 anthraquinones Chemical class 0.000 description 2
- 230000002238 attenuated effect Effects 0.000 description 2
- 239000002585 base Substances 0.000 description 2
- QMKYBPDZANOJGF-UHFFFAOYSA-N benzene-1,3,5-tricarboxylic acid Chemical compound OC(=O)C1=CC(C(O)=O)=CC(C(O)=O)=C1 QMKYBPDZANOJGF-UHFFFAOYSA-N 0.000 description 2
- SRSXLGNVWSONIS-UHFFFAOYSA-N benzenesulfonic acid Chemical compound OS(=O)(=O)C1=CC=CC=C1 SRSXLGNVWSONIS-UHFFFAOYSA-N 0.000 description 2
- QDHFHIQKOVNCNC-UHFFFAOYSA-N butane-1-sulfonic acid Chemical compound CCCCS(O)(=O)=O QDHFHIQKOVNCNC-UHFFFAOYSA-N 0.000 description 2
- HJMZMZRCABDKKV-UHFFFAOYSA-N carbonocyanidic acid Chemical compound OC(=O)C#N HJMZMZRCABDKKV-UHFFFAOYSA-N 0.000 description 2
- 239000003638 chemical reducing agent Substances 0.000 description 2
- NEHMKBQYUWJMIP-UHFFFAOYSA-N chloromethane Chemical compound ClC NEHMKBQYUWJMIP-UHFFFAOYSA-N 0.000 description 2
- HMPHJJBZKIZRHG-UHFFFAOYSA-N chloromethanesulfonic acid Chemical compound OS(=O)(=O)CCl HMPHJJBZKIZRHG-UHFFFAOYSA-N 0.000 description 2
- 230000008878 coupling Effects 0.000 description 2
- 238000010168 coupling process Methods 0.000 description 2
- 238000005859 coupling reaction Methods 0.000 description 2
- 125000004093 cyano group Chemical group *C#N 0.000 description 2
- MLIREBYILWEBDM-UHFFFAOYSA-N cyanoacetic acid Chemical compound OC(=O)CC#N MLIREBYILWEBDM-UHFFFAOYSA-N 0.000 description 2
- ZHGASCUQXLPSDT-UHFFFAOYSA-N cyclohexanesulfonic acid Chemical compound OS(=O)(=O)C1CCCCC1 ZHGASCUQXLPSDT-UHFFFAOYSA-N 0.000 description 2
- SIEILFNCEFEENQ-UHFFFAOYSA-N dibromoacetic acid Chemical compound OC(=O)C(Br)Br SIEILFNCEFEENQ-UHFFFAOYSA-N 0.000 description 2
- 235000014113 dietary fatty acids Nutrition 0.000 description 2
- OREAFAJWWJHCOT-UHFFFAOYSA-N dimethylmalonic acid Chemical compound OC(=O)C(C)(C)C(O)=O OREAFAJWWJHCOT-UHFFFAOYSA-N 0.000 description 2
- 239000002270 dispersing agent Substances 0.000 description 2
- GRWZHXKQBITJKP-UHFFFAOYSA-L dithionite(2-) Chemical compound [O-]S(=O)S([O-])=O GRWZHXKQBITJKP-UHFFFAOYSA-L 0.000 description 2
- 238000004043 dyeing Methods 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- 239000000194 fatty acid Substances 0.000 description 2
- 229930195729 fatty acid Natural products 0.000 description 2
- 150000004665 fatty acids Chemical class 0.000 description 2
- 125000002485 formyl group Chemical group [H]C(*)=O 0.000 description 2
- 125000000623 heterocyclic group Chemical group 0.000 description 2
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- 239000011976 maleic acid Substances 0.000 description 1
- NYGZLYXAPMMJTE-UHFFFAOYSA-M metanil yellow Chemical group [Na+].[O-]S(=O)(=O)C1=CC=CC(N=NC=2C=CC(NC=3C=CC=CC=3)=CC=2)=C1 NYGZLYXAPMMJTE-UHFFFAOYSA-M 0.000 description 1
- 125000001434 methanylylidene group Chemical group [H]C#[*] 0.000 description 1
- HAPIXNBOBZHNCA-UHFFFAOYSA-N methyl 4-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate Chemical compound COC(=O)C1=CC=C(C)C(B2OC(C)(C)C(C)(C)O2)=C1 HAPIXNBOBZHNCA-UHFFFAOYSA-N 0.000 description 1
- PQIOSYKVBBWRRI-UHFFFAOYSA-N methylphosphonyl difluoride Chemical group CP(F)(F)=O PQIOSYKVBBWRRI-UHFFFAOYSA-N 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 235000019426 modified starch Nutrition 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- PJCSOZFBCYKWOP-UHFFFAOYSA-N n,n-dicyanopropanamide Chemical compound CCC(=O)N(C#N)C#N PJCSOZFBCYKWOP-UHFFFAOYSA-N 0.000 description 1
- KXUWURXDUDHQLE-UHFFFAOYSA-N n-(benzenesulfonyl)-2-chloroacetamide Chemical compound ClCC(=O)NS(=O)(=O)C1=CC=CC=C1 KXUWURXDUDHQLE-UHFFFAOYSA-N 0.000 description 1
- IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical compound CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 description 1
- 150000004780 naphthols Chemical class 0.000 description 1
- 229910017604 nitric acid Inorganic materials 0.000 description 1
- 125000004433 nitrogen atom Chemical group N* 0.000 description 1
- 239000004745 nonwoven fabric Substances 0.000 description 1
- 230000003606 oligomerizing effect Effects 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- 238000010979 pH adjustment Methods 0.000 description 1
- FJKROLUGYXJWQN-UHFFFAOYSA-N papa-hydroxy-benzoic acid Natural products OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 description 1
- 230000035515 penetration Effects 0.000 description 1
- YPJUNDFVDDCYIH-UHFFFAOYSA-N perfluorobutyric acid Chemical compound OC(=O)C(F)(F)C(F)(F)C(F)(F)F YPJUNDFVDDCYIH-UHFFFAOYSA-N 0.000 description 1
- YFSUTJLHUFNCNZ-UHFFFAOYSA-N perfluorooctane-1-sulfonic acid Chemical compound OS(=O)(=O)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)F YFSUTJLHUFNCNZ-UHFFFAOYSA-N 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- ACVYVLVWPXVTIT-UHFFFAOYSA-N phosphinic acid Chemical compound O[PH2]=O ACVYVLVWPXVTIT-UHFFFAOYSA-N 0.000 description 1
- 150000003009 phosphonic acids Chemical class 0.000 description 1
- 125000001476 phosphono group Chemical group [H]OP(*)(=O)O[H] 0.000 description 1
- 229920002239 polyacrylonitrile Polymers 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 229920001707 polybutylene terephthalate Polymers 0.000 description 1
- 229920000139 polyethylene terephthalate Polymers 0.000 description 1
- 239000005020 polyethylene terephthalate Substances 0.000 description 1
- 230000000379 polymerizing effect Effects 0.000 description 1
- 239000001205 polyphosphate Substances 0.000 description 1
- 235000011176 polyphosphates Nutrition 0.000 description 1
- 229920001155 polypropylene Polymers 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- UIIIBRHUICCMAI-UHFFFAOYSA-N prop-2-ene-1-sulfonic acid Chemical compound OS(=O)(=O)CC=C UIIIBRHUICCMAI-UHFFFAOYSA-N 0.000 description 1
- 239000001294 propane Substances 0.000 description 1
- 229940005657 pyrophosphoric acid Drugs 0.000 description 1
- 229940107700 pyruvic acid Drugs 0.000 description 1
- 229960004889 salicylic acid Drugs 0.000 description 1
- 238000007127 saponification reaction Methods 0.000 description 1
- 239000000344 soap Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 239000002689 soil Substances 0.000 description 1
- 239000002425 soil liming agent Substances 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 238000010025 steaming Methods 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- IIACRCGMVDHOTQ-UHFFFAOYSA-N sulfamic acid Chemical compound NS(O)(=O)=O IIACRCGMVDHOTQ-UHFFFAOYSA-N 0.000 description 1
- AGGIJOLULBJGTQ-UHFFFAOYSA-N sulfoacetic acid Chemical compound OC(=O)CS(O)(=O)=O AGGIJOLULBJGTQ-UHFFFAOYSA-N 0.000 description 1
- 125000000565 sulfonamide group Chemical group 0.000 description 1
- 230000008961 swelling Effects 0.000 description 1
- 229920002994 synthetic fiber Polymers 0.000 description 1
- 239000012209 synthetic fiber Substances 0.000 description 1
- ISIJQEHRDSCQIU-UHFFFAOYSA-N tert-butyl 2,7-diazaspiro[4.5]decane-7-carboxylate Chemical compound C1N(C(=O)OC(C)(C)C)CCCC11CNCC1 ISIJQEHRDSCQIU-UHFFFAOYSA-N 0.000 description 1
- 235000010487 tragacanth Nutrition 0.000 description 1
- 239000000196 tragacanth Substances 0.000 description 1
- 229940116362 tragacanth Drugs 0.000 description 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
- 150000003628 tricarboxylic acids Chemical class 0.000 description 1
- YNJBWRMUSHSURL-UHFFFAOYSA-N trichloroacetic acid Chemical compound OC(=O)C(Cl)(Cl)Cl YNJBWRMUSHSURL-UHFFFAOYSA-N 0.000 description 1
- VYGSFTVYZHNGBU-UHFFFAOYSA-N trichloromethanesulfonic acid Chemical compound OS(=O)(=O)C(Cl)(Cl)Cl VYGSFTVYZHNGBU-UHFFFAOYSA-N 0.000 description 1
- NWEPJDPAVFDLBY-UHFFFAOYSA-N trichloromethylphosphonic acid Chemical compound OP(O)(=O)C(Cl)(Cl)Cl NWEPJDPAVFDLBY-UHFFFAOYSA-N 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 238000009736 wetting Methods 0.000 description 1
- 239000000080 wetting agent Substances 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
- D06P5/12—Reserving parts of the material before dyeing or printing ; Locally decreasing dye affinity by chemical means
-
- 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
- D06P5/15—Locally discharging the dyes
- D06P5/151—Locally discharging the dyes with acids or bases
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S8/00—Bleaching and dyeing; fluid treatment and chemical modification of textiles and fibers
- Y10S8/92—Synthetic fiber dyeing
- Y10S8/921—Cellulose ester or ether
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S8/00—Bleaching and dyeing; fluid treatment and chemical modification of textiles and fibers
- Y10S8/92—Synthetic fiber dyeing
- Y10S8/922—Polyester fiber
Definitions
- the present invention relates to a process for the production of etching reserve prints on textile materials which consist of hydrophobic fibers or contain predominantly hydrophobic fibers, wherein one or more white-etchable disperse dyes and optionally one or more etch-resistant disperse dyes in the form of a liquor or printing paste are applied to the textile material and then carefully dried or dried and then an etching reserve printing paste is printed in the desired pattern, which may optionally also contain one or more etching-resistant disperse dyes, the order in which the etching reserve printing paste and the printing paste are also reversed and, if a printing paste is used, drying or intermediate drying can also be omitted, and subsequent heat treatment at 100 to 230 0 C.
- the color of the textile material on the printed areas is destroyed by the color at the same time as the background color is destroyed disturbable dye made.
- Colored prints on a dark background can also be obtained if the dark background is made with a mixture of an etchable and a differently colored, non-etchable dye.
- the known etching printing process is therefore modified in such a way that the textile material is first padded with a dye liquor containing disperse dye and then carefully dried or dried so that no fixation yet of the dye, ie The dye is dissolved in the hydrophobic fiber.
- the desired pattern is then printed on the dried or dried-on padded fabric with the etching printing paste and the fabric treated in this way is then subjected to a heat treatment, with the base dye immigrating into the polyester at the unprinted areas, i.e. is fixed, and the dye is destroyed at the areas printed with etching printing paste, i.e. no coloring takes place.
- This process is also known as etching reserve pressure.
- etching reserve printing which is simple in itself, involves a number of technical difficulties which often make its use more difficult. It is usually not easy to completely destroy the base dye with the etchant. If this does not succeed, it remains a colored residue on the etched areas, the shade of which can fluctuate between yellow-brown and dull violet or reddish gray tones and which soils the white background at the etched areas. This leads to white etch which appears to be unclean or, in the event that a colored etch is to be produced, to a falsification of the shade of the etchant-resistant dye.
- etching printing pastes which contain relatively strong reducing or oxidizing agents, e.g. Alkali formaldehyde sulfoxylates, or even heavy metal salts, such as tin-2-chloride.
- relatively strong reducing or oxidizing agents e.g. Alkali formaldehyde sulfoxylates, or even heavy metal salts, such as tin-2-chloride.
- disperse dyes are required for the background coloring, which can be etched with pure white agents.
- Dyes which can be etched by aqueous alkalis are known from German Offenlegungsschriften 26 12 740, 26 12 741, 26 12 742, 26 12 790, 26 12.791, 26 12 792, 28 36 391, 30 21 269 and 30 35 912. whereby either their chromophore is destroyed or their carbonic ester or sulfonamide groups are converted into a salt-like structure, as a result of which the dyes lose their affinity for the fiber.
- the use of such dyes by the processes described leads to fiber damage due to saponification, which is particularly intolerable in the case of very light, thin qualities.
- such dyes can generally only be prepared using special, complex processes and from preliminary products produced specifically for this type of dye. They also show defects in the application. So they show a certain affinity after the etching hydrophilic accompanying fabrics and soiling them, or they tend to thermomigration, or they have poor drawing power and thus have only a low color yield on the fiber. Their special structure also usually has a negative impact on the fastness to use, such as light fastness and heat-set fastness.
- etching reserve printing pastes which either already have the pH values indicated above at room temperature or in which the specified pH values are formed under the application conditions by splitting off acids or acid-reacting substances.
- acids or acid-reacting substances with a correspondingly low pKa value or also compounds are suitable which only release acids or acidic reacting substances in the etching reserve printing pastes under the application conditions.
- Suitable for pH adjustment are, for example, aliphatic or aromatic sulfonic or sulfinic acids, aliphatic or aromatic carboxylic acids, aliphatic or aromatic phosphoric or phosphinic acids or phosphonic acid monoesters, mineral acids, aliphatic, aromatic or aliphatic / aromatic disulfimides, N-acylsulfonamides or N-acylamido sulfonic acid esters.
- Ammonium salts of sulfonic acids, alkali metal salts of sulfonic acids in combination with mineral acids or organic or inorganic compounds which release one of the abovementioned acids under thermal or hydrolytic action during the process according to the invention.
- the above-mentioned sulfonic acids can expediently also be used in a mixture with sulfuric acid to adjust the pH of the etching reserve printing paste.
- the alkali salts in particular the sodium, potassium or ammonium salts of the sulfonic acids, can also be used in a mixture with strong acids, in particular strong mineral acids, preferably sulfuric acid.
- Carboxylic acids suitable for setting the pH in the etching reserve printing pastes are, for example: arene, alkane, alkene, alkyne, cycloalkane, cycloalkene mono-, di-, tri- and poly-carboxylic acids, and N-, 0- or S-containing five- or six-ring heterocyclic carboxylic acids.
- the alkane monocarboxylic acids can, for example, 1 to 8 carbon atoms
- the alkane di-carboxylic acids for example 2 to 8 carbon atoms
- the alkyne carboxylic acids 3 to 5 Possess carbon atoms.
- the carboxylic acids can also be, for example, alkyl or alkoxy having 1 to 8 carbon atoms, alkenyl having 3 to 5 carbon atoms, alkylcarbonyl having a total of up to 8 carbon atoms, optionally substituted phenylcarbonyl, optionally substituted aminocarbonyl, alkoxycarbonyl having a total of up to 9 C-atoms, phenoxycarbonyl, cyan, nitro, fluorine, chlorine, bromine, sulfo, aminosulfonyl, alkylsulfonyl with up to 8 C-atoms, optionally substituted phenylsulfonyl, alkylsulfinyl with up to 8 C-atoms, optionally substituted phenylsulfinyl, phenyl, hydroxy or Acetamino, thiocyano can be substituted one or more times, for example up to three times, independently of one another.
- Suitable phosphonic and phosphinic acids for adjusting the pH in the etching reserve printing pastes are e.g. Arenic and alkane-phosphonic acids, arene and alkane-phosphinic acids as well as arene and alkane-phosphonic acid mono-alkyl or aryl esters, the acids optionally being in the aryl or alkyl radical and the esters optionally in the acid and / or ester radical.
- Suitable phosphonic acids are: methane, ethane, n-propane, i-propane, n-butane, i-butane, tert-butane, neopentane, n-hexane-phosphonic acid, monochloromethane, dichloromethane -, trichloromethane-phosphonic acid, monobromomethane-phosphonic acid, oxymethane ; Aminomethane, 2-aminomethane, benzene, o-, m- and p-toluene-phosphonic acid, o-, m- and_p - chlorobenzene-phosphonic acid, o-, mund p-bromobenzene-phosphonic acid, phenol-3-phosphonic acid, p-nitrobenzene-phosphonic acid, m- or p-methylaminobenzene-phosphonic acid, 2-bromo-p-toluene-phosphonic acid
- Suitable phosphinic acids are: methane, ethane, n-propane, benzene, p-bromobenzene, p-methoxybenzene and p-nitrobenzene-phosphinic acid.
- Suitable mineral acids are e.g. hypophosphorous acid, phosphorous acid, phosphoric acid, pyrophosphoric acid, nitrous acid, nitric acid, sulfurous acid, sulfuric acid, amidosulfonic acid, hydrochloric acid, hydrobromic acid, perchloric acid.
- Suitable disulfimides, N-acylsulfimides or N-acylamido sulfonic acid esters are, for example, bis- (4-methylphenylsulfonyl) imide, bis-methanesulfonylimide, N-methylsulfonyl-4-methylphenylsulfonamide, N-acetyl-naphthalenesulfonamide-2, N- (2-chloroacetyl benzenesulfonamide, 3,4-dihydro-6-methyl-1,2.3-oxathiazinon-4.
- Organic compounds which split off acids under the conditions of the process according to the invention, which can be used to adjust the pH are, for example, aliphatic compounds which can give off hydrogen chloride, hydrogen bromide or sulfuric acid by splitting off 1.2, furthermore aliphatic or aromatic carboxylic acid halides, in particular Chlorides or bromides, furthermore alkanes and alkenes which are substituted two or three times in the 1.1- or 1.1.1-position by chlorine and / or bromine, the compounds mentioned advantageously being by formyl, acyl, aroyl, hydroxycarbonyl, alkoxycarbonyl, aryloxycarbonyl , Cyano, nitro, halogen, alkylsulfonyl, optionally substituted phenylsulfonyl, alkylsulfinyl, optionally substituted phenylsulfinyl, sulfo, phenyl, phosphono, alkyl- or arylphosphono, mono-
- five-ring or six-ring heterocycles containing 1 to 3 nitrogen atoms which contain 1 to 3 chlorine atoms in the 2-position relative to nitrogen, and also monoalkyl phosphates, dialkyl phosphates, sulfuric acid alkyl half-esters, sulfuric acid aryl half-esters.
- Examples of the aforementioned compounds are: 3-chloroacetonitrile, 2-chloroethyl-triethylsilane, 3-chloroacrylic aldehyde, sulfuric acid (2-phenylsulfonyl) ethyl ester, sulfuric acid (2-chloroethyl) ester, phenylacetyl chloride, benzoyl chloride, benzoyl bromide, cyanuric bromide or cyanuric bromide or , 3,6-dichloropyridazine, benzal bromide, trichloromethylbenzene.
- Inorganic compounds which split off hydrochloric acid, hydrobromic acid or sulfuric acid under the action of heat or under hydrolysis conditions are e.g. Aluminum chloride or bromide, aluminum sulfate, sodium hydrogen sulfate, zinc chloride.
- Non-volatile acids in particular aliphatic or aromatic sulfonic acids, are preferred for adjusting the pH in the etching reserve printing pastes.
- Particularly preferred are 1 to 3-fold substituted benzene or naphthalenesulfonic acids, optionally with 1 to 3 alkyl groups with 1 to 3 carbon atoms, cyclohexyl, 1 to 2 chlorine and / or bromine atoms or a nitro group, furthermore optionally with hydroxy, Chlorine, bromine or alkoxy with 1 to 4 carbon atoms substituted alkanesulfonic acids with 1 to 4 carbon atoms or alkanesulfonic acids with 3 to 5 carbon atoms.
- carboxylic acids are di- and tricarboxylic acids, such as oxalic acid and citric acid.
- mineral acids sulfuric acid is preferred.
- the preferred inorganic compounds are: aluminum sulfate, zinc chloride, aluminum chloride, in particular sodium hydrogen sulfate.
- Suitable etching reserve printing pastes are all preparations which allow the abovementioned etching agents to be applied to the tissue and which, under the application conditions, ensure that the printing paste is dispensed as evenly as possible to the tissue and deliver a pressure that is as sharp as possible.
- the etching agents are expediently added from the starting components during the production of the printing pastes. In order to achieve the specified pH values, acids with correspondingly low pKa values and in correspondingly large amounts must be added.
- concentrations of the etchant in the etching reserve printing pastes of 5 to 250 g / kg, preferably 20 to 130 g / kg, are required in order to set the specified pH value and to ensure that in the application quantities of the etching reserve printing paste that are usually used, that the substrates to be printed the necessary for the etching Amount of etchant is present. This amount depends on the depth of color of the coloring, the etchability of the dyes used and the activity of the etchant.
- the etchant is used for the usual application quantities of the etching printing paste and for the specified concentrations in a molar ratio of etchant: caustic dyes of 1: (1 to 10000).
- the etching reserve printing pastes contain, in addition to the etching agents, water, thickening agents and auxiliaries (e.g. swelling agents, dispersing agents, fixing accelerators) and, if appropriate, etching-resistant dyes.
- Suitable thickeners for etching reserve printing pastes to be used according to the invention are, for example: starch degradation products, such as dextrin; nonionic starch derivatives such as British gum; Gums such as gum arabic; Locust bean gum, in particular seed gum ether, tragacanth; Guar derivatives, especially guar ethers, cellulose ether carboxylic acids.
- the etching reserve printing pastes can also contain other conventional auxiliaries and additives, such as hydrotropic substances, as well as additives that promote wetting, penetration and dye absorption.
- nonionic detergents or solubilizers which are expediently contained in the etching reserve printing pastes, such as e.g. Glycerin and / or polyglycols, such as polyethylene glycol with an average molecular weight of 300 to 500, and / or polypropylene glycols, as described e.g. are described in DE-OS 29 51 312, or products based on N, N-dialkyl-substituted lower carbonamides, such as e.g. N, N-Di-cyanoethyl formamide.
- etching-resistant dispersion dyes can also be incorporated in the etching reversing printing pastes.
- the etching reserve printing pastes used according to the invention contain no reducing or oxidizing agents.
- All disper Sion dyes are etched, the chromophore of which is destroyed by the acid-reacting etching reserve printing pastes with a pH ⁇ 3, preferably ⁇ 2 and very particularly preferably ⁇ 0.8, and / or which are converted into a form by these etching reserve printing pastes, which are then transferred to the hydrophobic ones Fibers no longer pulls up.
- dyes which can be etched by the method according to the invention are azo dyes which are wholly or predominantly in the azo form, naphthalimide dyes and certain anthraquinone dyes.
- Monoazo dyes which can be etched by the method according to the invention are e.g. those with carbocyclic or heterocyclic diazo and / or coupling components from the series of the anilines, naphthylamines, phenols, naphthols, 5- or 6-ring heterocycles, which may optionally be gas-condensed.
- Suitable disazo dyes are e.g. those whose central component is derived from anilines, naphthylamines or 5- or 6-ring heterocyclic amines.
- Examples of etchable azo dyes are: C.I. Disperse Yellow 7, 23 and 68; C.I.
- Disperse Violet 12 13, 24, 48, 58, 63 and 33; C.I Disoerse Blue79, 85, 94, 122, 125, 130, 139 148, 149, 165, 165/1, 165/2, 171, 183, 284, 287, 290, 295 and 330; C.I. Disperse Brown 1, 4/1 and 19; C.I. Disperse Green 9.
- the dye of the formula is an example of naphthalimide dyes which can be etched by the method according to the invention called.
- Anthraquinone dyes which can be etched by the method according to the invention are e.g. those having one or more carboxylic ester groups, e.g. the dye C.I. Disperse Blue 288.
- azo dyes which are wholly or predominantly in the azo form are preferably used as the etchable dyes.
- the method according to the invention is suitable for textile materials which consist of hydrophobic fibers, for example polypropylene, polyacrylonitrile, polyamide, cellulose triacetate, but in particular of polyester fibers.
- Suitable polyester fibers are, for example, those based on polybutylene terephthalate, poly-1,4-cyclohexylene-dimethylene terephthalate, but especially polyethylene terephthalate, these polyesters, e.g. with a view to easier dyeability, can also be modified, for example by cocondensation of other components, e.g. other dicarboxylic acids and / or other diols.
- the method according to the invention is also suitable for textile materials which predominantly use hydrophobic fibers alongside other fibers, such as e.g. Cell or cotton.
- those textile materials come into consideration that still provide a uniform appearance when dyeing or printing with disperse dyes.
- the textile material can e.g. in the form of tangled nonwovens, felt, carpets, woven, knitted or knitted sheets or pieces.
- the process according to the invention is carried out by applying the white-etchable disperse dyes to the textile material in the form of liquors or printing pastes.
- the textile material is impregnated, for example, in a manner known per se, for example padded or padded.
- the liquors or printing pastes can be one or more of the. mentioned white-etchable disperse dyes in addition to known customary dyeing or printing aids, such as, for example, dispersants, wetting agents, foam suppressants and padding aids.
- the impregnated textile material is squeezed to a liquor absorption of 50 to 120%.
- the textile materials treated in this way are then dried so carefully that no dye fixation takes place in the fiber.
- the textile materials prepared in this way are then printed in the desired pattern using one of the abovementioned etching reserve printing pastes.
- the impregnated and printed textile materials are then subjected to a heat treatment between 100 and 230 ° C. In the lower temperature range up to approx. 130 ° C, the heat is preferably supplied by compressed steam. For heat treatments that are carried out between 160 and 230 ° C., superheated steam or hot air is preferably used as the heat carrier.
- etchants which only form an acid-reacting compound during the heat treatment, the presence of small amounts of water is necessary during the heat treatment.
- etchants are, for example, inorganic etchants, such as aluminum chloride, aluminum sulfate or zinc chloride.
- Heat treatment preferably carried out with superheated steam, preferably at 170 to 200 o C.
- the textile materials are aftertreated in the usual manner, hot and cold rinsed and dried.
- a special embodiment of the process according to the invention consists in that the dye liquor additionally contains, in addition to white-etchable dispersion dyes, one or more dispersion dyes which are acid-resistant and are therefore not destroyed by the acid-reactive etching reserve printing pastes to be used according to the invention. If one proceeds as above, then multicolored designs are obtained.
- the white-etchable disperse dyes can also be printed on the textile material in the form of printing pastes and then overprinted in the desired pattern with the etching reserve printing paste.
- a drying or intermediate drying is uckvor réellen r between the two D not absolutely necessary, so that wet-wet-in can be used.
- the textile prints are then fixed and completed as described above.
- etching reserve printing pastes of the type mentioned which in turn contain one or more acid-resistant dispersion dyes, are printed on the fund impregnated or printed with white-etchable dispersion dyes
- etching reserve printing pastes of the type mentioned which in turn contain one or more acid-resistant dispersion dyes
- white-etchable dispersion dyes are printed on the fund impregnated or printed with white-etchable dispersion dyes
- etching reserve printing paste which contains one or more etching agents of the type mentioned, in the desired pattern on the textile material and to print the textile material printed in this way after drying or intermediate drying or without drying or intermediate drying, that is to say "wet-on-wet "to overprint with a printing paste that contains one or more white-etchable dyes.
- the textile material treated in this way is subjected to the heat treatment already mentioned above in order to fix the dye to the areas occupied by light with etching reserve printing paste and to destroy the dye at the locations covered with etching reserve printing paste and, as already stated above, is completed.
- the etching reserve printing paste additionally contains one or more etching-resistant disperse dyes and / or the printing paste contains one or more acid-resistant and thus etchant-resistant disperse dyes in addition to one or more white-etchable disperse dyes.
- the dyes are present in the padding liquors, printing pastes or in the etching reserve printing pastes in finely dispersed form, as is customary and known for disperse dyes.
- the padding liquors or printing pastes which are to be used according to the invention are also prepared in a manner known per se by mixing the liquor or printing paste components with the necessary amount of water and liquid finely dispersed or solid redispersible formulations of the dyes.
- Acid-resistant and thus etch-resistant dispersion dyes which can be combined with the etchable dyes to produce multicolored designs, are, for example, anthraquinone and naphthalene imide, nitro, quinaphthalone or methine dyes or dyes produced by azo coupling which are predominantly in the hydrazone form, such as azo dyes with 2-hydroxypyridone-6 derivatives as coupling components.
- Suitable etching-resistant dyes are, for example, CI Disperse Yellow 63, 114, 180, 54 and 58; CI Disperse Orange 146 and 139; CI Disperse Red 60, 91, 92 and 132; CI Vat Red 41; CI Disperse Violet 35; CI Disperse Blue 56 and 87.
- parts by weight to parts by volume behave like kilograms to liters.
- a polyester fabric is padded with a fleet of 100 parts by weight of the liquid commercial form of CI Disperse Blue 290, 3 parts by weight of citric acid, 20 parts by weight of an anti-migration agent based on polyacrylamide and 877 parts by weight of water at 20 to 30 ° C with a squeezing effect of 70% 80 to 100 0 C carefully dried.
- Example 1 If a polyester fabric, as described in Example 1, is used with a liquor containing 20 parts by weight of the liquid commercial form of C.I. Disperse Brown 1 contains 1000 parts by volume, padded, dried and overprinted with the etching reserve printing paste from Example 1, but without an etch-resistant dye, and thermosolated for 30 seconds at 200 ° C. After-treatment, as in Example 1, white etching is obtained on a brown background with a sharp stand and very good coloristic fastness properties.
- a cellulose triacetate fabric is, as described in Example 1, with a liquor which contains 30 parts by weight of the liquid commercial form of C.I. Contains Disperse Orange 71 per 1000 parts by volume, padded and carefully dried. Then, with an etching reserve printing paste which contains 500 parts by weight of a 5% acid-resistant thickening based on locust bean gum ether, 80 parts by weight of glycerin, 80 parts by weight of polyglycol 400 and 50 parts by weight of methanesulfonic acid per 1000 parts by weight and has a pH of 0.3, is overprinted and dried . After fixing with superheated steam for 7 minutes at 175 ° C, the pressure is rinsed, neutralized, soaped and dried. The printed areas appear white on an orange background.
- a polyester fabric is, as described in Example 1, with a liquor containing 150 parts by weight of the liquid commercial form of the dye, which is approximately 70 percent C.I. Disperse Blue 333 and approx. 30 percent C.I. Disperse Orange 29 consists of 1000 parts by weight, padded and dried. Then, as in Example 1, with an etching reserve printing paste which has a pH of 0.6 and in which, however, p-toluenesulfonic acid is replaced by an alkylnaphthalenesulfonic acid which
- a polyester fabric is, as described in Example 1, padded with a liquor containing 80 parts by weight of the liquid commercial form of CI Disperse Blue 96, dried and printed with an etching reserve printing paste containing 500 parts by weight of a 5% St. John's wort flour ether thickener, 80 parts by weight of polyglycol 400, 80 Contains parts by weight of glycerin and 100 parts by weight of anhydrous zinc chloride per 1000 parts by weight. After drying, is attenuated for 7 minutes at 175 ° C, followed by reduction with 2 parts of hydrosulfite and 3 parts by volume of 50% sodium hydroxide solution for 15 minutes at 80 0 C after-treated, rinsed, soaped and dried. This gives a white pattern on a navy blue background.
- a polyester fabric is woven with a fleet of 20 parts by weight of the liquid commercial form of C.I. Disperse Orange 71, 3 parts by weight of citric acid, 20 parts by weight of an anti-migration agent based on polyacrylamide and 957 parts by weight of water at 20 to 30 ° C with a squeezing effect of 70% and carefully dried at 80 to 100 ° C. Then a pattern is overprinted with an etching reserve printing paste which contains 500 parts by weight of a 5% core meal ether thickener, 80 parts by weight of glycerol, 80 parts by weight of polyglycol 400 and 50 parts by weight of sulfuric acid per 1000 parts by weight and has a pH of 0.3. After hot air fixation for one minute at 200 ° C, the reductive aftertreatment, the rinsing, soaping and drying process, white etching is obtained on an orange background.
- Example 2 The procedure is as described in Example 1, but instead of 100 parts by weight of the liquid commercial form of C.I. Disperse Blue 290 only 70 parts by weight, instead of C.I. Dispersis Yellow 114 60 parts by weight C.I. Disperse Blue 56 and 80 parts by weight of N, N-dicyanethyl-formamide instead of polyglycol 400 are used to obtain a clear blue etching on a navy-blue background.
- a polyester fabric is, as described in Example 1, with a liquor containing 20 parts by weight of the liquid commercial form of C.I. Disperse Yellow 68 contains, padded, dried and printed with an etching reserve printing paste that contains 500 parts by weight of a 5% core meal ether thickener, 80 parts by weight of polyglycol 400, 80 parts by weight of glycerol, 2 parts by weight of a block aid based on fatty acid polyglycol ester and 100 parts by weight of oxalic acid in 1000 parts by weight and a pH Value of 0.7.
- steaming is carried out at 175 ° C. and superheated steam for 7 minutes, then rinsed, reductively aftertreated, rinsed, soaped at the boil and dried.
- the printed areas appear white on a yellow background.
- a polyester fabric is printed in film with an etching reserve printing paste with a pH of 0.6, which consists of 500 parts by weight of a 5% core meal thickening, 80 parts by weight of glycerin, 80 parts by weight of polyglycol 400, 100 parts by weight of p-toluenesulfonic acid, 20 parts by weight of a padding aid based Fatty acid polyglycol ester and 220 parts by weight of water.
- the fabric is then overprinted "wet-on-wet" without intermediate drying using a printing ink containing 80 parts by weight of CIDisperse Blue 290, 3 00 parts by weight of a low-viscosity alginate thickener (10%), 200 parts by weight of a starch ether (10%), 5 parts by weight of an ent Liming agent based on polyphosphate, 3 parts by weight of citric acid in 1000 parts by weight.
- a printing ink containing 80 parts by weight of CIDisperse Blue 290, 3 00 parts by weight of a low-viscosity alginate thickener (10%), 200 parts by weight of a starch ether (10%), 5 parts by weight of an ent Liming agent based on polyphosphate, 3 parts by weight of citric acid in 1000 parts by weight.
- After drying is attenuated for 7 minutes at 175 0 C, then reductively post-treated with 2 parts by weight of hydrosulfite and 3 parts by volume of a 50% sodium hydroxide
Landscapes
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Coloring (AREA)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE3209327 | 1982-03-15 | ||
DE19823209327 DE3209327A1 (de) | 1982-03-15 | 1982-03-15 | Verfahren zur herstellung von aetzreservedrucken auf hydrophoben textilmaterialien |
Publications (1)
Publication Number | Publication Date |
---|---|
EP0088996A1 true EP0088996A1 (de) | 1983-09-21 |
Family
ID=6158263
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP83102290A Ceased EP0088996A1 (de) | 1982-03-15 | 1983-03-09 | Verfahren zur Herstellung von Ätzreservedrucken auf hydrophoben Textilmaterialien |
Country Status (5)
Country | Link |
---|---|
US (1) | US4421516A (ja) |
EP (1) | EP0088996A1 (ja) |
JP (1) | JPS58169582A (ja) |
BR (1) | BR8301247A (ja) |
DE (1) | DE3209327A1 (ja) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0831168A2 (de) * | 1996-09-20 | 1998-03-25 | Ciba SC Holding AG | Reserverdruck auf hydrophoben Fasermaterialien |
WO1999067459A1 (en) * | 1998-06-19 | 1999-12-29 | Ciba Specialty Chemicals Holding Inc. | Resist printing on hydrophobic fibre materials |
Families Citing this family (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE3339158A1 (de) * | 1983-10-28 | 1985-05-09 | Cassella Ag, 6000 Frankfurt | Verfahren zur herstellung von aetzreservedrucken auf hydrophoben textilmaterialien |
US4631067A (en) * | 1985-04-08 | 1986-12-23 | Burlington Industries, Inc. | Discharge print paste and method of using same for the discharge printing of synthetic textile materials |
US4836828A (en) * | 1987-11-24 | 1989-06-06 | Burlington Industries, Inc. | Continuous thermosol dyeing of high-modulus, high-tenacity, low-shrinkage polyamide fabrics with acid dyes |
US20050241077A1 (en) * | 2004-04-28 | 2005-11-03 | Soo Park H | Method of producing printed fabrics and the produced therefrom |
TWI592760B (zh) * | 2014-12-30 | 2017-07-21 | 羅門哈斯電子材料韓國有限公司 | 與經外塗佈之光致抗蝕劑一起使用之塗層組合物 |
Citations (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE1103289B (de) * | 1959-11-07 | 1961-03-30 | Hoechst Ag | Verfahren zur Herstellung von Buntaetzen auf Textilmaterial, das aus aromatischen Polyestern besteht oder diese enthaelt |
GB1073719A (en) * | 1963-07-18 | 1967-06-28 | Teijin Ltd | Resist printing method for hydrophobic fibres |
DE1619673A1 (de) * | 1967-03-09 | 1970-07-30 | Nino Gmbh & Co | Verfahren zur mustermaessigen Faerbung von Mischgarngeweben |
DE2027952A1 (ja) * | 1969-06-16 | 1970-12-23 | ||
EP0021055A1 (de) * | 1979-06-01 | 1981-01-07 | Hoechst Aktiengesellschaft | Verfahren zum örtlichen "Weissätzen" oder "Buntätzen" von Färbungen auf textilen Flächengebilden |
EP0044601A1 (en) * | 1980-07-18 | 1982-01-27 | Epec-Dinon | Process for discharge printing of polyester materials |
Family Cites Families (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2322322A (en) * | 1941-03-29 | 1943-06-22 | Celanese Corp | Discharge printing of textiles |
US2322323A (en) * | 1941-04-16 | 1943-06-22 | Celanese Corp | Discharge printing of textiles |
NL7403593A (ja) * | 1973-03-23 | 1974-09-25 | ||
DE3019739A1 (de) * | 1980-05-23 | 1981-12-03 | Cassella Ag, 6000 Frankfurt | Verfahren zum bedrucken von synthetischem hydrophobem fasermaterial |
US4313731A (en) * | 1980-09-12 | 1982-02-02 | Mitsubishi Chemical Industries Limited | Mono-azo compound, mono-azo dye and dyeing process for polyester fibers |
DE3041014A1 (de) * | 1980-10-31 | 1982-06-16 | Cassella Ag, 6000 Frankfurt | Verfahren zur herstellung von aetzreservedrucken von textilmaterialien |
-
1982
- 1982-03-15 DE DE19823209327 patent/DE3209327A1/de not_active Withdrawn
-
1983
- 1983-03-09 EP EP83102290A patent/EP0088996A1/de not_active Ceased
- 1983-03-10 US US06/473,783 patent/US4421516A/en not_active Expired - Fee Related
- 1983-03-14 BR BR8301247A patent/BR8301247A/pt unknown
- 1983-03-14 JP JP58040850A patent/JPS58169582A/ja active Pending
Patent Citations (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE1103289B (de) * | 1959-11-07 | 1961-03-30 | Hoechst Ag | Verfahren zur Herstellung von Buntaetzen auf Textilmaterial, das aus aromatischen Polyestern besteht oder diese enthaelt |
GB1073719A (en) * | 1963-07-18 | 1967-06-28 | Teijin Ltd | Resist printing method for hydrophobic fibres |
DE1619673A1 (de) * | 1967-03-09 | 1970-07-30 | Nino Gmbh & Co | Verfahren zur mustermaessigen Faerbung von Mischgarngeweben |
DE2027952A1 (ja) * | 1969-06-16 | 1970-12-23 | ||
EP0021055A1 (de) * | 1979-06-01 | 1981-01-07 | Hoechst Aktiengesellschaft | Verfahren zum örtlichen "Weissätzen" oder "Buntätzen" von Färbungen auf textilen Flächengebilden |
EP0044601A1 (en) * | 1980-07-18 | 1982-01-27 | Epec-Dinon | Process for discharge printing of polyester materials |
Non-Patent Citations (2)
Title |
---|
CHEMICAL ABSTRACTS, Band 94, Nr. 24, Juni 1981, Seite 66, Nr. 193578s, Columbus, Ohio, USA * |
L.W.C. MILES: "Textile printing", Abschnitt 6: C. BERRY et al.: "Discharge, resist and special styles", 1981, Seiten 196-231, H. Charlesworth & Co., Ltd., Huddersfield, GB. * |
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0831168A2 (de) * | 1996-09-20 | 1998-03-25 | Ciba SC Holding AG | Reserverdruck auf hydrophoben Fasermaterialien |
EP0831168A3 (de) * | 1996-09-20 | 1998-09-02 | Ciba SC Holding AG | Reserverdruck auf hydrophoben Fasermaterialien |
WO1999067459A1 (en) * | 1998-06-19 | 1999-12-29 | Ciba Specialty Chemicals Holding Inc. | Resist printing on hydrophobic fibre materials |
US6616711B1 (en) | 1998-06-19 | 2003-09-09 | Ciba Speciality Chemicals Corporation | Resist printing on hydrophobic fiber materials |
Also Published As
Publication number | Publication date |
---|---|
JPS58169582A (ja) | 1983-10-06 |
BR8301247A (pt) | 1983-11-22 |
US4421516A (en) | 1983-12-20 |
DE3209327A1 (de) | 1983-09-15 |
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