GB1562047A - Process for dyeing and printing sheets or sheet-like structures - Google Patents
Process for dyeing and printing sheets or sheet-like structures Download PDFInfo
- Publication number
- GB1562047A GB1562047A GB54297/77A GB5429777A GB1562047A GB 1562047 A GB1562047 A GB 1562047A GB 54297/77 A GB54297/77 A GB 54297/77A GB 5429777 A GB5429777 A GB 5429777A GB 1562047 A GB1562047 A GB 1562047A
- Authority
- GB
- United Kingdom
- Prior art keywords
- process according
- denotes
- radical
- alkyl
- sheet
- 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
Links
- 238000000034 method Methods 0.000 title claims description 45
- 238000007639 printing Methods 0.000 title claims description 19
- 238000004043 dyeing Methods 0.000 title claims description 15
- -1 aralkyl radical Chemical class 0.000 claims description 38
- 150000001875 compounds Chemical class 0.000 claims description 32
- 239000004753 textile Substances 0.000 claims description 25
- 150000003254 radicals Chemical class 0.000 claims description 23
- 125000000217 alkyl group Chemical group 0.000 claims description 14
- 239000000975 dye Substances 0.000 claims description 12
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 12
- 229920000728 polyester Polymers 0.000 claims description 12
- 125000003342 alkenyl group Chemical group 0.000 claims description 11
- 125000003118 aryl group Chemical group 0.000 claims description 10
- 239000003795 chemical substances by application Substances 0.000 claims description 10
- 125000000547 substituted alkyl group Chemical group 0.000 claims description 9
- 230000008961 swelling Effects 0.000 claims description 9
- 238000010438 heat treatment Methods 0.000 claims description 8
- 229920002678 cellulose Polymers 0.000 claims description 7
- 239000000460 chlorine Substances 0.000 claims description 7
- 229910052801 chlorine Inorganic materials 0.000 claims description 7
- 239000003431 cross linking reagent Substances 0.000 claims description 7
- 239000001257 hydrogen Substances 0.000 claims description 7
- 229910052739 hydrogen Inorganic materials 0.000 claims description 7
- 229910052794 bromium Chemical group 0.000 claims description 6
- 125000004432 carbon atom Chemical group C* 0.000 claims description 6
- 239000001913 cellulose Substances 0.000 claims description 6
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 5
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 5
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 5
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Chemical group BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 5
- 239000002904 solvent Substances 0.000 claims description 5
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical group OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 claims description 4
- 150000001768 cations Chemical class 0.000 claims description 4
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 4
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 4
- SLRMQYXOBQWXCR-UHFFFAOYSA-N 2154-56-5 Chemical compound [CH2]C1=CC=CC=C1 SLRMQYXOBQWXCR-UHFFFAOYSA-N 0.000 claims description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 3
- 150000007513 acids Chemical class 0.000 claims description 3
- 125000001931 aliphatic group Chemical group 0.000 claims description 3
- 125000001309 chloro group Chemical group Cl* 0.000 claims description 3
- 238000006482 condensation reaction Methods 0.000 claims description 3
- 230000000694 effects Effects 0.000 claims description 3
- 239000012948 isocyanate Substances 0.000 claims description 3
- 150000002513 isocyanates Chemical class 0.000 claims description 3
- 125000000843 phenylene group Chemical group C1(=C(C=CC=C1)*)* 0.000 claims description 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 2
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 2
- 229910052740 iodine Inorganic materials 0.000 claims description 2
- 150000004668 long chain fatty acids Chemical class 0.000 claims description 2
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 2
- 239000000376 reactant Substances 0.000 claims description 2
- 229920005989 resin Polymers 0.000 claims description 2
- 239000011347 resin Substances 0.000 claims description 2
- JOYRKODLDBILNP-UHFFFAOYSA-N urethane group Chemical group NC(=O)OCC JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 claims description 2
- 125000002947 alkylene group Chemical group 0.000 claims 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 20
- 239000000463 material Substances 0.000 description 19
- 239000000203 mixture Substances 0.000 description 15
- 239000004744 fabric Substances 0.000 description 12
- 239000000126 substance Substances 0.000 description 11
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonia chloride Chemical compound [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 10
- 229920000742 Cotton Polymers 0.000 description 9
- 239000003054 catalyst Substances 0.000 description 7
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 6
- 239000000835 fiber Substances 0.000 description 6
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical class O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 5
- 235000019270 ammonium chloride Nutrition 0.000 description 5
- HFQQZARZPUDIFP-UHFFFAOYSA-M sodium;2-dodecylbenzenesulfonate Chemical compound [Na+].CCCCCCCCCCCCC1=CC=CC=C1S([O-])(=O)=O HFQQZARZPUDIFP-UHFFFAOYSA-M 0.000 description 5
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 description 4
- 239000002253 acid Substances 0.000 description 4
- 229940028356 diethylene glycol monobutyl ether Drugs 0.000 description 4
- 229920000609 methyl cellulose Polymers 0.000 description 4
- 239000001923 methylcellulose Substances 0.000 description 4
- 235000010981 methylcellulose Nutrition 0.000 description 4
- JCGNDDUYTRNOFT-UHFFFAOYSA-N oxolane-2,4-dione Chemical compound O=C1COC(=O)C1 JCGNDDUYTRNOFT-UHFFFAOYSA-N 0.000 description 4
- 238000010020 roller printing Methods 0.000 description 4
- ALSTYHKOOCGGFT-KTKRTIGZSA-N (9Z)-octadecen-1-ol Chemical compound CCCCCCCC\C=C/CCCCCCCCO ALSTYHKOOCGGFT-KTKRTIGZSA-N 0.000 description 3
- HIXDQWDOVZUNNA-UHFFFAOYSA-N 2-(3,4-dimethoxyphenyl)-5-hydroxy-7-methoxychromen-4-one Chemical compound C=1C(OC)=CC(O)=C(C(C=2)=O)C=1OC=2C1=CC=C(OC)C(OC)=C1 HIXDQWDOVZUNNA-UHFFFAOYSA-N 0.000 description 3
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 3
- 239000004952 Polyamide Substances 0.000 description 3
- 239000003995 emulsifying agent Substances 0.000 description 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 3
- 229940055577 oleyl alcohol Drugs 0.000 description 3
- XMLQWXUVTXCDDL-UHFFFAOYSA-N oleyl alcohol Natural products CCCCCCC=CCCCCCCCCCCO XMLQWXUVTXCDDL-UHFFFAOYSA-N 0.000 description 3
- 229920002647 polyamide Polymers 0.000 description 3
- 229920000151 polyglycol Polymers 0.000 description 3
- 239000010695 polyglycol Substances 0.000 description 3
- 125000001424 substituent group Chemical group 0.000 description 3
- 125000000229 (C1-C4)alkoxy group Chemical group 0.000 description 2
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 description 2
- 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 2
- BNCADMBVWNPPIZ-UHFFFAOYSA-N 2-n,2-n,4-n,4-n,6-n,6-n-hexakis(methoxymethyl)-1,3,5-triazine-2,4,6-triamine Chemical compound COCN(COC)C1=NC(N(COC)COC)=NC(N(COC)COC)=N1 BNCADMBVWNPPIZ-UHFFFAOYSA-N 0.000 description 2
- IUQLVHINRWUEGT-UHFFFAOYSA-N 3-(hydroxymethyl)azepan-2-one Chemical compound OCC1CCCCNC1=O IUQLVHINRWUEGT-UHFFFAOYSA-N 0.000 description 2
- KXDAEFPNCMNJSK-UHFFFAOYSA-N Benzamide Chemical compound NC(=O)C1=CC=CC=C1 KXDAEFPNCMNJSK-UHFFFAOYSA-N 0.000 description 2
- 239000004215 Carbon black (E152) Substances 0.000 description 2
- 229920000297 Rayon Polymers 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 2
- 239000001164 aluminium sulphate Substances 0.000 description 2
- 235000011128 aluminium sulphate Nutrition 0.000 description 2
- CDQSJQSWAWPGKG-UHFFFAOYSA-N butane-1,1-diol Chemical compound CCCC(O)O CDQSJQSWAWPGKG-UHFFFAOYSA-N 0.000 description 2
- 235000013877 carbamide Nutrition 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 2
- BUACSMWVFUNQET-UHFFFAOYSA-H dialuminum;trisulfate;hydrate Chemical compound O.[Al+3].[Al+3].[O-]S([O-])(=O)=O.[O-]S([O-])(=O)=O.[O-]S([O-])(=O)=O BUACSMWVFUNQET-UHFFFAOYSA-H 0.000 description 2
- SZXQTJUDPRGNJN-UHFFFAOYSA-N dipropylene glycol Chemical compound OCCCOCCCO SZXQTJUDPRGNJN-UHFFFAOYSA-N 0.000 description 2
- JBKVHLHDHHXQEQ-UHFFFAOYSA-N epsilon-caprolactam Chemical compound O=C1CCCCCN1 JBKVHLHDHHXQEQ-UHFFFAOYSA-N 0.000 description 2
- LEQAOMBKQFMDFZ-UHFFFAOYSA-N glyoxal Chemical compound O=CC=O LEQAOMBKQFMDFZ-UHFFFAOYSA-N 0.000 description 2
- 229930195733 hydrocarbon Natural products 0.000 description 2
- 229910000403 monosodium phosphate Inorganic materials 0.000 description 2
- 235000019799 monosodium phosphate Nutrition 0.000 description 2
- SNQQPOLDUKLAAF-UHFFFAOYSA-N nonylphenol Chemical class CCCCCCCCCC1=CC=CC=C1O SNQQPOLDUKLAAF-UHFFFAOYSA-N 0.000 description 2
- 239000002964 rayon Substances 0.000 description 2
- 238000007650 screen-printing Methods 0.000 description 2
- 239000000661 sodium alginate Substances 0.000 description 2
- 235000010413 sodium alginate Nutrition 0.000 description 2
- 229940005550 sodium alginate Drugs 0.000 description 2
- AJPJDKMHJJGVTQ-UHFFFAOYSA-M sodium dihydrogen phosphate Chemical compound [Na+].OP(O)([O-])=O AJPJDKMHJJGVTQ-UHFFFAOYSA-M 0.000 description 2
- 239000000758 substrate Substances 0.000 description 2
- 239000002562 thickening agent Substances 0.000 description 2
- PJANXHGTPQOBST-VAWYXSNFSA-N trans-stilbene Chemical group C=1C=CC=CC=1/C=C/C1=CC=CC=C1 PJANXHGTPQOBST-VAWYXSNFSA-N 0.000 description 2
- 125000004209 (C1-C8) alkyl group Chemical group 0.000 description 1
- UYVWNPAMKCDKRB-UHFFFAOYSA-N 1,2,4,5-tetraoxane Chemical compound C1OOCOO1 UYVWNPAMKCDKRB-UHFFFAOYSA-N 0.000 description 1
- IQDKUTQPYBHPJK-UHFFFAOYSA-N 1,3-bis(hydroxymethyl)-1,3-diazinan-2-one Chemical compound OCN1CCCN(CO)C1=O IQDKUTQPYBHPJK-UHFFFAOYSA-N 0.000 description 1
- OAYXUHPQHDHDDZ-UHFFFAOYSA-N 2-(2-butoxyethoxy)ethanol Chemical compound CCCCOCCOCCO OAYXUHPQHDHDDZ-UHFFFAOYSA-N 0.000 description 1
- SBASXUCJHJRPEV-UHFFFAOYSA-N 2-(2-methoxyethoxy)ethanol Chemical compound COCCOCCO SBASXUCJHJRPEV-UHFFFAOYSA-N 0.000 description 1
- XNWFRZJHXBZDAG-UHFFFAOYSA-N 2-METHOXYETHANOL Chemical compound COCCO XNWFRZJHXBZDAG-UHFFFAOYSA-N 0.000 description 1
- LBLYYCQCTBFVLH-UHFFFAOYSA-N 2-Methylbenzenesulfonic acid Chemical compound CC1=CC=CC=C1S(O)(=O)=O LBLYYCQCTBFVLH-UHFFFAOYSA-N 0.000 description 1
- RBGDLYUEXLWQBZ-UHFFFAOYSA-N 2-chlorobenzamide Chemical compound NC(=O)C1=CC=CC=C1Cl RBGDLYUEXLWQBZ-UHFFFAOYSA-N 0.000 description 1
- HXDLWJWIAHWIKI-UHFFFAOYSA-N 2-hydroxyethyl acetate Chemical class CC(=O)OCCO HXDLWJWIAHWIKI-UHFFFAOYSA-N 0.000 description 1
- AOSPVUKRNAQARI-UHFFFAOYSA-N 2-n-(trimethoxymethyl)-1,3,5-triazine-2,4,6-triamine Chemical compound COC(OC)(OC)NC1=NC(N)=NC(N)=N1 AOSPVUKRNAQARI-UHFFFAOYSA-N 0.000 description 1
- ZEYUSQVGRCPBPG-UHFFFAOYSA-N 4,5-dihydroxy-1,3-bis(hydroxymethyl)imidazolidin-2-one Chemical compound OCN1C(O)C(O)N(CO)C1=O ZEYUSQVGRCPBPG-UHFFFAOYSA-N 0.000 description 1
- MEOFBWPFVVBHJF-UHFFFAOYSA-N 6-(2-hydroxyethyl)-1,4-bis(hydroxymethyl)-1,3,5-triazin-2-one Chemical compound OCCC1=NC(CO)=NC(=O)N1CO MEOFBWPFVVBHJF-UHFFFAOYSA-N 0.000 description 1
- 239000004254 Ammonium phosphate Substances 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-M Bicarbonate Chemical class OC([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-M 0.000 description 1
- 101100294102 Caenorhabditis elegans nhr-2 gene Proteins 0.000 description 1
- 244000025254 Cannabis sativa Species 0.000 description 1
- 235000012766 Cannabis sativa ssp. sativa var. sativa Nutrition 0.000 description 1
- 235000012765 Cannabis sativa ssp. sativa var. spontanea Nutrition 0.000 description 1
- 229920003043 Cellulose fiber Polymers 0.000 description 1
- 240000000491 Corchorus aestuans Species 0.000 description 1
- 235000011777 Corchorus aestuans Nutrition 0.000 description 1
- 235000010862 Corchorus capsularis Nutrition 0.000 description 1
- FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 description 1
- FBPFZTCFMRRESA-JGWLITMVSA-N D-glucitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-JGWLITMVSA-N 0.000 description 1
- JYFHYPJRHGVZDY-UHFFFAOYSA-N Dibutyl phosphate Chemical compound CCCCOP(O)(=O)OCCCC JYFHYPJRHGVZDY-UHFFFAOYSA-N 0.000 description 1
- BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical compound ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 description 1
- SXRSQZLOMIGNAQ-UHFFFAOYSA-N Glutaraldehyde Chemical compound O=CCCCC=O SXRSQZLOMIGNAQ-UHFFFAOYSA-N 0.000 description 1
- 238000005684 Liebig rearrangement reaction Methods 0.000 description 1
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 1
- 229920000877 Melamine resin Polymers 0.000 description 1
- CNCOEDDPFOAUMB-UHFFFAOYSA-N N-Methylolacrylamide Chemical compound OCNC(=O)C=C CNCOEDDPFOAUMB-UHFFFAOYSA-N 0.000 description 1
- CYTYCFOTNPOANT-UHFFFAOYSA-N Perchloroethylene Chemical group ClC(Cl)=C(Cl)Cl CYTYCFOTNPOANT-UHFFFAOYSA-N 0.000 description 1
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 1
- SKZKKFZAGNVIMN-UHFFFAOYSA-N Salicilamide Chemical compound NC(=O)C1=CC=CC=C1O SKZKKFZAGNVIMN-UHFFFAOYSA-N 0.000 description 1
- 229920002472 Starch Polymers 0.000 description 1
- 229920001807 Urea-formaldehyde Polymers 0.000 description 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
- RHNVNLODVKICOC-UHFFFAOYSA-N [2,3-dihydroxy-2-(hydroxymethyl)propyl]carbamic acid Chemical compound C(C(CO)(CO)O)NC(=O)O RHNVNLODVKICOC-UHFFFAOYSA-N 0.000 description 1
- USDJGQLNFPZEON-UHFFFAOYSA-N [[4,6-bis(hydroxymethylamino)-1,3,5-triazin-2-yl]amino]methanol Chemical compound OCNC1=NC(NCO)=NC(NCO)=N1 USDJGQLNFPZEON-UHFFFAOYSA-N 0.000 description 1
- XYAUIVRRMJYYHR-UHFFFAOYSA-N acetic acid;propane-1,2,3-triol Chemical class CC(O)=O.OCC(O)CO XYAUIVRRMJYYHR-UHFFFAOYSA-N 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 150000008044 alkali metal hydroxides Chemical class 0.000 description 1
- 125000002877 alkyl aryl group Chemical group 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- 125000003277 amino group Chemical group 0.000 description 1
- 229910000148 ammonium phosphate Inorganic materials 0.000 description 1
- 235000019289 ammonium phosphates Nutrition 0.000 description 1
- BFNBIHQBYMNNAN-UHFFFAOYSA-N ammonium sulfate Chemical compound N.N.OS(O)(=O)=O BFNBIHQBYMNNAN-UHFFFAOYSA-N 0.000 description 1
- 229910052921 ammonium sulfate Inorganic materials 0.000 description 1
- 239000001166 ammonium sulphate Substances 0.000 description 1
- 235000011130 ammonium sulphate Nutrition 0.000 description 1
- 125000000129 anionic group Chemical group 0.000 description 1
- 239000012736 aqueous medium Substances 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 239000002152 aqueous-organic solution Substances 0.000 description 1
- POJOORKDYOPQLS-UHFFFAOYSA-L barium(2+) 5-chloro-2-[(2-hydroxynaphthalen-1-yl)diazenyl]-4-methylbenzenesulfonate Chemical compound [Ba+2].C1=C(Cl)C(C)=CC(N=NC=2C3=CC=CC=C3C=CC=2O)=C1S([O-])(=O)=O.C1=C(Cl)C(C)=CC(N=NC=2C3=CC=CC=C3C=CC=2O)=C1S([O-])(=O)=O POJOORKDYOPQLS-UHFFFAOYSA-L 0.000 description 1
- 150000001555 benzenes Chemical class 0.000 description 1
- 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- OWBTYPJTUOEWEK-UHFFFAOYSA-N butane-2,3-diol Chemical compound CC(O)C(C)O OWBTYPJTUOEWEK-UHFFFAOYSA-N 0.000 description 1
- 235000009120 camo Nutrition 0.000 description 1
- 239000004202 carbamide Substances 0.000 description 1
- 229910002091 carbon monoxide Inorganic materials 0.000 description 1
- 150000004649 carbonic acid derivatives Chemical class 0.000 description 1
- 125000002091 cationic group Chemical group 0.000 description 1
- 235000005607 chanvre indien Nutrition 0.000 description 1
- RNFNDJAIBTYOQL-UHFFFAOYSA-N chloral hydrate Chemical compound OC(O)C(Cl)(Cl)Cl RNFNDJAIBTYOQL-UHFFFAOYSA-N 0.000 description 1
- 229960002327 chloral hydrate Drugs 0.000 description 1
- 150000001805 chlorine compounds Chemical class 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 125000004122 cyclic group Chemical group 0.000 description 1
- 125000004956 cyclohexylene group Chemical group 0.000 description 1
- 239000003599 detergent Substances 0.000 description 1
- MNNHAPBLZZVQHP-UHFFFAOYSA-N diammonium hydrogen phosphate Chemical compound [NH4+].[NH4+].OP([O-])([O-])=O MNNHAPBLZZVQHP-UHFFFAOYSA-N 0.000 description 1
- WVJOGYWFVNTSAU-UHFFFAOYSA-N dimethylol ethylene urea Chemical compound OCN1CCN(CO)C1=O WVJOGYWFVNTSAU-UHFFFAOYSA-N 0.000 description 1
- 238000007598 dipping method Methods 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- 230000008030 elimination Effects 0.000 description 1
- 238000003379 elimination reaction Methods 0.000 description 1
- 230000001804 emulsifying effect Effects 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 230000032050 esterification Effects 0.000 description 1
- 238000005886 esterification reaction Methods 0.000 description 1
- 238000006266 etherification reaction Methods 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- ZQRKKRPGMWJFCH-UHFFFAOYSA-N ethyl n-octadecylcarbamate Chemical class CCCCCCCCCCCCCCCCCCNC(=O)OCC ZQRKKRPGMWJFCH-UHFFFAOYSA-N 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- 229940015043 glyoxal Drugs 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- 239000011487 hemp Substances 0.000 description 1
- 125000005842 heteroatom Chemical group 0.000 description 1
- ACCCMOQWYVYDOT-UHFFFAOYSA-N hexane-1,1-diol Chemical compound CCCCCC(O)O ACCCMOQWYVYDOT-UHFFFAOYSA-N 0.000 description 1
- 230000002209 hydrophobic effect Effects 0.000 description 1
- 230000001771 impaired effect Effects 0.000 description 1
- 239000010985 leather Substances 0.000 description 1
- 239000011777 magnesium Substances 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- 235000001055 magnesium Nutrition 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- OKKJLVBELUTLKV-UHFFFAOYSA-N methanol Natural products OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 1
- SXVDZIOMWSPFCO-UHFFFAOYSA-N methyl n,n-bis(hydroxymethyl)carbamate Chemical compound COC(=O)N(CO)CO SXVDZIOMWSPFCO-UHFFFAOYSA-N 0.000 description 1
- 150000002823 nitrates Chemical class 0.000 description 1
- 239000004745 nonwoven fabric Substances 0.000 description 1
- GJNDMSSZEBNLPU-UHFFFAOYSA-N octadecylurea Chemical compound CCCCCCCCCCCCCCCCCCNC(N)=O GJNDMSSZEBNLPU-UHFFFAOYSA-N 0.000 description 1
- 150000002897 organic nitrogen compounds Chemical class 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 125000004430 oxygen atom Chemical group O* 0.000 description 1
- QUBQYFYWUJJAAK-UHFFFAOYSA-N oxymethurea Chemical compound OCNC(=O)NCO QUBQYFYWUJJAAK-UHFFFAOYSA-N 0.000 description 1
- 229950005308 oxymethurea Drugs 0.000 description 1
- JLFNLZLINWHATN-UHFFFAOYSA-N pentaethylene glycol Chemical compound OCCOCCOCCOCCOCCO JLFNLZLINWHATN-UHFFFAOYSA-N 0.000 description 1
- VLTRZXGMWDSKGL-UHFFFAOYSA-N perchloric acid Chemical class OCl(=O)(=O)=O VLTRZXGMWDSKGL-UHFFFAOYSA-N 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-N phosphoric acid Substances OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 1
- 229920002239 polyacrylonitrile Polymers 0.000 description 1
- 229920000570 polyether Polymers 0.000 description 1
- 229920001451 polypropylene glycol Polymers 0.000 description 1
- 229920002635 polyurethane Polymers 0.000 description 1
- 239000004814 polyurethane Substances 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- LVTJOONKWUXEFR-FZRMHRINSA-N protoneodioscin Natural products O(C[C@@H](CC[C@]1(O)[C@H](C)[C@@H]2[C@]3(C)[C@H]([C@H]4[C@@H]([C@]5(C)C(=CC4)C[C@@H](O[C@@H]4[C@H](O[C@H]6[C@@H](O)[C@@H](O)[C@@H](O)[C@H](C)O6)[C@@H](O)[C@H](O[C@H]6[C@@H](O)[C@@H](O)[C@@H](O)[C@H](C)O6)[C@H](CO)O4)CC5)CC3)C[C@@H]2O1)C)[C@H]1[C@H](O)[C@H](O)[C@H](O)[C@@H](CO)O1 LVTJOONKWUXEFR-FZRMHRINSA-N 0.000 description 1
- 229960000581 salicylamide Drugs 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 230000035939 shock Effects 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- JVBXVOWTABLYPX-UHFFFAOYSA-L sodium dithionite Chemical compound [Na+].[Na+].[O-]S(=O)S([O-])=O JVBXVOWTABLYPX-UHFFFAOYSA-L 0.000 description 1
- DAJSVUQLFFJUSX-UHFFFAOYSA-M sodium;dodecane-1-sulfonate Chemical compound [Na+].CCCCCCCCCCCCS([O-])(=O)=O DAJSVUQLFFJUSX-UHFFFAOYSA-M 0.000 description 1
- 239000000600 sorbitol Substances 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-N sulfonic acid Chemical compound OS(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-N 0.000 description 1
- 239000000979 synthetic dye Substances 0.000 description 1
- 238000010023 transfer printing Methods 0.000 description 1
- ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 description 1
- 150000003672 ureas Chemical class 0.000 description 1
- 150000003673 urethanes Chemical class 0.000 description 1
- 210000002268 wool Anatomy 0.000 description 1
- 239000002759 woven fabric Substances 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- 235000016804 zinc Nutrition 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
- D06P3/00—Special processes of dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form, classified according to the material treated
- D06P3/82—Textiles which contain different kinds of fibres
- D06P3/8204—Textiles which contain different kinds of fibres fibres of different chemical nature
- D06P3/8223—Textiles which contain different kinds of fibres fibres of different chemical nature mixtures of fibres containing hydroxyl and ester groups
- D06P3/8228—Textiles which contain different kinds of fibres fibres of different chemical nature mixtures of fibres containing hydroxyl and ester groups using one kind of dye
- D06P3/8233—Textiles which contain different kinds of fibres fibres of different chemical nature mixtures of fibres containing hydroxyl and ester groups using one kind of dye using dispersed 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
- D06P1/56—Condensation products or precondensation products prepared with aldehydes
- D06P1/58—Condensation products or precondensation products prepared with aldehydes together with other synthetic macromolecular substances
-
- 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
- D06P3/00—Special processes of dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form, classified according to the material treated
- D06P3/02—Material containing basic nitrogen
- D06P3/04—Material containing basic nitrogen containing amide groups
- D06P3/043—Material containing basic nitrogen containing amide groups using dispersed 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
- D06P3/00—Special processes of dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form, classified according to the material treated
- D06P3/58—Material containing hydroxyl groups
- D06P3/60—Natural or regenerated cellulose
- D06P3/6033—Natural or regenerated cellulose using dispersed dyes
Landscapes
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Chemical & Material Sciences (AREA)
- Dispersion Chemistry (AREA)
- Coloring (AREA)
Description
(54) PROCESS FOR DYEING AND PRINTING SHEETS OR
SHEET-LIKE STRUCTURES
(71) We, BAYER AKTIENGESELLSCHAFT, a body corporate organised under the laws of Germany, of Leverkusen, Germany, do hereby declare the invention, for which we pray that a patent may be granted to us, and the method by which it is to be performed, to be particularly described in and by the following statement:- The subject of the invention is a process for dyeing and printing, with disperse dyestuffs, textile sheets or sheet-like structures consisting wholly or partly of fibres containing OH or NH groups.
The process is characterised in that the sheet or sheet-like structure is impregnated or printed with a liquor or printing paste containing a) a fibre-reactive compound (as hereinafter defined) which is at the same time a
solvent for disperse dyestuffs, b) an acidic compound which catalyses the reaction and optionally a swelling
agent for fibres and optionally a crosslinking agent and c) disperse dyestuffs, and is dried, and the textile sheet or sheet-like structure is then subjected to a heat treatment.
"Fibre-reactive compounds" a) are substances which contain, on the one hand, at least one hydrophobic hydrocarbon radical and, on the other hand, at least one reactive group which enters into a chemical bond with the OH or NH groups of the fibre materials in the presence of the catalyst b) by a condensation reaction, that is to say splitting off, for example, water, alcohol or halogenohydrocarbon.
Suitable hydrocarbon radicals are those which have 6 to 22 C atoms. The radicals can be saturated or unsaturated, straight-chain, branched or cyclic and can be interrupted by hetero-atoms (for example 0 or S) and can also be substituted by substituents (for example C1-C4-alkoxy, phenoxy, phenyl, cyclohexyl, benzyl and halogen, provided that the solvent character of these radicals is not thereby substantially impaired. Suitable reactive groups are the customary groupings which are known from permanent finishing and the chemistry of reactive dyestuffs and which contain at least one radical which can be split off and which is capable of reacting, in the presence of suitable catalysts and optionally under the influence of heat, with the functional groups of the said types of fibre with the formation of a covalent bond.Such groupings are described in large numbers in the literature, for example in "The Chemistry of Synthetic Dyes", volume VI, chapter 1, edited by
Venkataraman, and in British Patent Specification 1,378,244, page 1, line 15 to page 3, line 60 (with the exception of the relative groups capable of adding on).
Preferred reactive compounds are formaldehyde derivatives of organic nitrogen compounds, especially those of the formula
wherein
R represents an optionally substituted alkyl, alkenyl, cycloalkyl, aryl or aralkyl
radical having 6 to 22 C atoms,
A represents a direct bond or a divalent bridge member,
R' represents hydrogen, an optionally substituted alkyl, alkenyl, aryl, aralkyl
or acyl radical or the radical
and
R2 represents hydrogen, an optionally substituted alkyl, alkenyl or aralkyl radical, the radical CH2OR' or the radical
wherein
B denotes a divalent, optionally substituted aliphatic, araliphatic, aromatic
carbocyclic or cycloaliphatic radical.
The alkyl radicals R can be interrupted by oxygen atoms and substituted by substituents, for example, C1-C18-alkoxy, phenoxy, phenyl, cyclohexyl, benzyl, chlorine, bromine or OH.
The alkenyl radicals R are preferably unsubstituted. Suitable cycloalkyl radicals are cyclohexyl radicals which can be substituted, for example, by C1-C4- alkyl or chlorine.
Suitable aryl and aralkyl radicals R and R' are phenyl and phenyl-C1-C4-alkyl radicals, which can be substituted in the benzene nucleus by C1-C4-alkyl, C1-C4- alkoxy, chlorine, bromine and others.
Suitable alkyl radicals R' and R2 are those which have 1-6 C atoms and which can be interzupted by oxygen bridges and substituted by substituents, for example,
OH, Cl, Br, CN,
C1-C4-alkoxy, C1-C4-alkoxycarbonyl or the radicals
wherein V represents H or a cation and Z represents V or C1-C4-alkyl or hydroxy C1-C4-alkyl.
Suitable alkenyl radicals R, and R2 contain 3 to 4 C atoms.
Suitable acyl radicals R1 are C1-C4-alkylcarbonyl, benzoyl or toluyl radicals and also the radical --CO -CH=CH--COOV. Possible cations are K, Na and ammonium ions.
Suitable radicals A are -0-, -NH-, -N(C1-C4-alkyl)- or -N(CH2OR1)-.
Suitable radicals B are C2-C10-alkylene, phenylene, toluylene, cyclohexylene and C1-C4-alkylene-phenylene-C1-C4-alkylene.
Further suitable reactive compounds a) correspond to the formula
wherein
R and R1 have the meaning mentioned above and
D represents CH or N,
E represents C1-C3-alkylene and
F represents a direct bond or CO, as well as those of the formula
wherein
R' has the meaning mentioned above and R3-R5 represent CH2OR', R2 or R, with the proviso that at least one radical R3-R5 represents R.
Reactive compounds which are particularly suitable for the process are those of the formulae
in which R6 represents a C11-C17-alkyl or alkenyl radical, or a phenyl or benzyl radical
which is optionally substituted by chlorine or bromine,
R7 represents a C12-C18-alkyl or alkenyl radical,
R8 represents hydrogen or C1-C4-alkyl,
X represents hydrogen, C1-C8-alkyl, C3-C4-alkenyl, benzyl, monohydroxy C1-C6-alkyl or polyhydroxy-C1-C6-alkyl, -(CH2CH2O\H,
U CH2CH-O)H, -(CH2CH2O)C1-C4-alkyl, RB--CC-NNH-CCH,-, CH3 O -CH2COOZ, C2-C4-alkylene-SO3V or C2C4-alkylene-P(OZ)2 Z and V having the abovementioned meaning, and
Y represents C2-C8-alkylene, phenylene or toluylene.
The following fibre-reactive compounds may be mentioned as examples: methylol compounds of stearylurea, stearylurethanes, stearylethyleneimineurea, benzamide, chlorobenzamide, salicylamide and methylolcaprolactam.
Particularly preferred are N-methylol derivatives of a long-chain fatty acid amide or of a carbamic acid ester of a long-chain alcohol.
Also suitable examples are compounds of the formulae:
n-C11H23 CONHCH2OCH3 n-C11H23 CONHCH2OC4H9
C11 H23CONH-CH2-O-CH2NHCO-C11 H23
n-C15H31CONHCH2OCH2C6H5
n-C15H31CONHCH2OCH2COOH n-C15H31CONHCH2OCH2CHOHCH2OH
C17H35COHNCH2-O-C4H9
n-C17H35CONHCH2OC2H4OH
C17H35CONHCH2OCH2CH2OCH2CH2OH
n-C17H35CONHCH2O(C2H4O)4H
The compounds described in the preceding text are, in part, known or are readily accessible by methods which are in themselves known.The formaldehyde derivatives which are to be used preferentially are obtained, for example, by reacting corresponding compounds containing amino groups (e.g. amides, ureas and urethanes) with formaldehyde in the presence of alkali and optionally by subsequent etherification or esterification, carried out in a customary manner.
Methods of this type are described, for example, in Org. Reactions 14 (1965), pages 52-269, Helv. Chim. Acta 24, (1941), pages 302 et seq., DT-OS (German
Published Specification) 2,313,554, U.S. Patent Specification 2,361,185 and 2,313,742.
Suitable catalysts b) are customary substances which split off acid under hot conditions. Suitable catalysts for the reactive compounds of the formula I which are to be employed preferentially are acid donors, such as ammonium chloride, ammonium sulphate, ammonium phosphate or the chlorides, nitrates and perchlorates of magnesium or zinc, aluminium sulphate and sodium dihydrogen phosphate.
Suitable catalysts for reactive compounds which react with the OH or NH groups of the fibres with the elimination of hydrogen halides, are customary alkaline compounds, such as alkali metal hydroxides, carbonates and bicarbonates.
Suitable swelling agents to be employed in accordance with the process are, above all, customary cellulose swelling agents which are not volatile under the conditions of transfer printing or thermofixing.
The following may be mentioned as examples: caprolactam, ethylene glycol, diethylene glycol, dipropylene glycol, butanediol, hexanediol, glycerol, sorbitol, ethylene glycol monomethyl ether, diethylene glycol monomethyl ether, diethylene glycol monobutyl ether, triethylene glycol, pentaglycol, butanediol, ethylene glycol monoacetates, acetic acid glycerol esters, diethylene glycol monomethyl etheracetate, polyethylene oxides and polypropylene oxides having molecular weights of 200 to 1,000, oxyethylated nonylphenol or polyethers in accordance with British
Patent Specification 1,249,896 (DOS (German Published Specification) 1,811,796) of the general formula
wherein
n=0 or 1,
m=2 to 20,
R=H, alkyl, aralkyl, alkaryl, -COR2, SO2R2 or CO2R2,
R2=alkyl, cycloalkyl, aralkyl or aryl,
R1=OH, OR2, SR2, NHR2, OCOR2, OSO2R2 and NH-aryl,
x=the number of unsaturated valencies in A and
A=ROCH2CHORCH2, CH2-CHORCH2-(CH2)4C and CH2C(CH2OR)2.
The quantity to be employed depends on the substrate to be dyed, the nature of the dyestuff and so on, and must be determined in an individual case by simple preliminary tests.
Phosphoric acid alkyl esters, such as dibutyl phosphate, are also very suitable as swelling agents.
Suitable crosslinking agents for improving the creasing behaviour are reactant resins, melamine resins and also urea-formaldehyde resins, for example, the following substances: dimethylolurea, dimethylolethyleneurea, dimethylolpropyleneurea, dimethyloldihydroxyethyleneurea, trimethylolmelamine, trimethoxymethylmelamine, hexamethoxymethylmelamine, dimethylolhydroxyethyltriazone, dimethylolmethyl-carbamate, dimethylolethyl-carb amate, dimethylolhydroxyethyl-carbamate, N-methylolacrylamide, glyoxal, tetraoxane, chloral hydrate, glutaraldehyde and epichlorohydrin.
Water-soluble, masked isocyanates, especially bisulphite adducts of customary isocyanates, such as are described, for example, in Liebigs Annalen, volume 562.
page 205 et seq.: Anew. Chemie, volume 49, page 257 et seq. and German Patent Specification .859,156, are also suitable.
It is preferable to use the bisulphite adducts in the form of their aqueous or aqueous-organic solutions which are stable on storage and which contain, in accordance with DT-OS (German Published Specification) 2,414,470, 0.5 to 20 per cent by weight (relative to the bisulphite adduct) of an aromatic sulphonic acid (preferably toluenesulphonic acid).
Textile sheets or sheet-like structures such as woven fabrics, knitted fabrics, non-wovens, sheets and carpets, are suitable for the process according to the invention.
Preferred fibre materials are those consisting of cellulose fibres, for example, cotton, staple rayon, linen, jute and hemp, as well as natural polyamides, such as wool, silk and leather.
Synthetic polyamides are also suitable for the process according to the invention, as are mixed structures of the fibre materials previously mentioned with materials composed of cellulose esters, polyurethanes, polyamides, polyacrylonitrile and particularly aromatic polyesters.
The reactive substances according to the invention are applied in quantities of 1-10%, preferably in quantities of 26%, relative to the textile material.
The quantity of the catalysts to be employed can be 0.510%, preferably 58%, relative to the reactive substances.
The quantities of swelling agent added can vary, depending on the nature of the textile material. They amount to 15%, preferably 23%, relative to the textile material. The quantity of crosslinking agents added to improve the creasing behaviour can vary within wide limits depending on the effects desired. The quantities can be 214%, preferably 38%, relative to the substrate.
The substances previously mentioned are preferably applied to the textile material from an aqueous medium, whilst adding disperse dyestuffs, but they can also be applied from organic solvents, for example perchloroethylene.
Unless the fibre-reactive compounds possess groups which impart solubility, they are preferably employed, for the preparation of the aqueous liquors, together with 1--20 (relative to fibre-reactive compounds), especially with 510%, of a customary anionic, cationic, non-ionic and/or amphoteric emulsifying or dispersing agent. In addition, it is also possible to add further auxiliaries, such as solubilisers or thickening agents to the liquors.
Catalysts which split off acid under hot conditions, and disperse dyestuffs are also added to the liquors. The liquors can be applied to the textile material by dipping and squeezing out, by spraying or by slop-padding on one or both sides.
In carrying out the process in practice, the procedure followed is, for example, to apply the liquors according to the invention to the textile by means of a padder.
The textile is then dried at 80-130 C, preferably at 120-130 C, for example in a stenter frame, and subsequently heated at 140-220 C. For textiles which consist only of cellulose, the subsequent heating can be carried out for 4-5 minutes at 140-170 C, preferably et 160 C. For mixed fabrics consisting of fibres containing cellulose and synthetics, for example a textile material consisting of cotton and polyester fibres, the heat treatment is appropriately carried out for 30-45 seconds at 20W220 C, preferably at 2100C. For light-weight goods a so-called shock condensation is also possible. The textile which has been treated with the liquors according to the invention is subjected to a heat treatment at 210-220 C for 60-90 seconds.In the course thereof the textile material dries and the substances according to the invention and the disperse dyestuffs become fixed.
For the production of prints, the fibre-reactive substances are emulsified in water together with the emulsifiers previously mentioned. Thickening agents which are customary in printing, for example those based on methylcellulose, sodium alginate or commercially available starch ethers, are added to the emulsions.
Disperse dyestuffs as well as agents which split off acid and optionally further crosslinking agents can now be added to the resulting pastes.
The sheet-like structures are printed with the printing pastes according to the invention in a customary manner, for example by the silk-screen printing process, the roller printing process or the spray printing process.
The printed textile material is dried as described above and is then subjected to a heat treatment.
Dyestuffs which can be used for dyeing and printing are commercially available disperse dyestuffs, the dyestuffs which are suitable for the thermosol process being preferred for mixed fabrics, for example fabrics consisting of cotton and polyester fibres.
The process according to the invention, which has been described, makes it possible preferentially to dye and print polyester/cellulose mixed fabrics with only one category of dyestuffs, with high tinctorial strengths.
Excellent tone-in-tone dyeings or prints of good fastness properties to use are produced.
The sheets or sheet-like structures which have been printed or dyed by the process according to the invention have attractive characteristics of handle and good creasing behaviour.
Examples.
In the examples which follow, "parts" denote parts by weight.
Example 1.
A 50:50 polyester/cotton fabric is printed, by the roller printing process, with the following printing paste: 20 parts of the dyestuff of the formula
500 parts of 4% strength methylcellulose, 150 parts of the mixture of fibre-reactive substances described in the
following text,
10 parts of ammonium chloride and
320 parts of water
1,000
The printed textile material is dried at 1200C and heat-treated at 2000C for 30 seconds. It is then rinsed with cold water and then washed at 400C with a commercially available non-ionic detergent in quantities of 1 g per litre of water.
A brilliant, orange-coloured print of good fastness properties and excellent tone-in-tone dyeing is obtained.
The mixture mentioned previously contains:
100 parts of the compound
10 parts of the compound
435 parts of methylolcaprolactam
435 parts of hexamethylolmelamine hexamethyl ether
20 parts of an oleyl alcohol polyglycol ether as the emulsifier
1,000
Example 2.
A 50:50 polyester/cotton fabric is printed, by the silk-screen printing process, with the printing paste described in the following text:
40 parts of the dyestuff of the formula
500 parts of sodium alginate (an 8% strength aqueous mixture),
5 parts of sodium dihydrogen phosphate,
150 parts of the mixture of fibre-reactive substances described in Example 1 and
305 parts of water
1,000
The printed textile material was dried at 1200C after 3 minutes and was heattreated at 2100C for 40 seconds.
It was then rinsed with cold water and then washed at 400C with a wash liquor which contains, per litre of water, 1 g of sodium carbonate and 0.5 g of sodium dithionite.
A navy blue print of very good tone-in-tone dyeing and with good fastness properties is obtained.
Example 3.
A 70:30 polyester/cotton fabric was printed, by the roller printing process, with a printing paste which contains:
20 parts of the dyestuff of the formula
500 parts of methyl cellulose (4% strength aqueous mixture),
200 parts of the mixture described in the following text,
10 parts of ammonium chloride and
270 parts of water
1,000
The printed textile material was dried at 1200C for 2 minutes and was heattreated at 2100C for 30 seconds. It was then rinsed with cold water and then washed in accordance with Example 1.
A brilliant red print of very good tone-in-tone dyeing, with good fastness properties is obtained.
The mixture mentioned previously contains:
200 parts of the compound C,7H35CONHCH2OCH3
200 parts of butyl diglycol,
15 parts of sodium dodecylbenzenesulphonate and
585 parts of water
1,000
Instead of the reactive component described above, 200 parts of the compositions described in the following text can be used with equal success: a) 200 parts of the compound
200 parts of diethylene glycol monobutyl ether,
15 parts of sodium dodecylbenzenesulphonate and
585 parts of water 1,000 b) 250 parts of the compound
150 parts of butane-2.3-diol, 15 parts of sodium dodecylsulphonate and
585 parts of water 1,000 c) 266 parts of the compound
180 parts of diethylene glycol monobutyl ether,
15 parts of sodium dodecylbenzenesulphonate and
539 parts of water
1,000
Example 4.
A 50:50 polyester/cotton fabric was printed, by the roller printing process, with a printing paste which contains:
25 parts of the dyestuff of the formula
500 parts of methylcellulose (4% strength aqueous mixture).
200 parts of the mixture described in the following text,
10 parts of ammonium chloride and
265 parts of water
1,000
The printed textile material is dried at 1 100C and heat-treated at 2100C for 30 seconds.
A yellow print of very good tone-in-tone dyeing and with good fastness properties is obtained.
The mixture mentioned previously contains:
217 parts of C,7H35CONHCH2OCH3, 35 parts of
200 parts of dipropylene glycol,
24 parts of sodium dodecylbenzenesulphonate and
524 parts of water
1,000
The following reactive components can be used with equal success instead of the above mixture: a) 253 parts of the compound
67 parts of diethylene glycol monobutyl ether,
20 parts of sodium dodecylbenzenesulphonate, and
660 parts df water 1,000 b) 300 parts of the compound
20 parts of oxethylated nonylphenol, and
680 parts of water
1,000
Example 5.
A 67:33 polyester/staple rayon fabric was printed in accordance with Example 1. However, the printing paste contains:
20 g of the dyestuff of the formula
The further treatment was also carried out in accordance with Example 1.
A violet print with good fastness properties and excellent tone-in-tone dyeing is obtained.
Example 6.
A 50:50 polyester/cotton fabric was treated with a padding liquor which contains:
25 parts of Disperse Blue 56, C.I. 63,285,
2 parts of an oleyl alcohol polyglycol ether,
150 parts of the mixture quoted in Example 1,
5 parts of crystalline aluminium sulphate,
50 parts of urea and
768 parts of water
1,000
The textile material is dipped into the liquor according to the invention squeezed out to a 60% liquor pick-up and dried at 130"C for 2 minutes. It is then heat-treated at 2000C for I minute.
A blue, excellent tone-in-tone dyeing of the fibre components is obtained. The textile material has good fastness properties in use.
Example 7.
A 70:30 polyester/cotton fabric was treated with a padding liquor which contains:
30 parts of the dyestuff described in Example 4,
100 parts of the mixture described in Example 3,
10 parts of ammonium chloride,
2 parts of an oleyl alcohol polyglycol ether and
858 parts of water
1,000
The textile material is dipped into the liquor according to the invention squeezed out to a 65% liquor pick-up and dried at 130"C for 2 minutes. It is then heat-treated at 2000C for 1 minute.
A brilliant, excellent, yellow tone-in-tone dyeing of the fibre components with good fastness properties in use is obtained.
The reactive components a), b) and c) quoted in Example 3 can be used with equal success instead of the mixture mentioned.
WHAT WE CLAIM IS:
1. A process for dyeing or printing, with a disperse dyestuff, a textile sheet or sheet-like structure consisting wholly or partly of fibres containing OH or NH groups, in which the sheet or sheet-like structure is impregnated or printed with a liquor or printing paste containing: a) a fibre-reactive compound (as hereinbefore defined) which is at the same time a
solvent for disperse dyestuffs, b) an acidic compound which catalyses this condensation reaction, and c) disperse dyestuff, is dried and is subjected to a heat treatment to effect fixing.
2. A process according to claim 1, in which the reactive component a) is of the general formula
in which
R denotes an optionally substituted alkyl, alkenyl, cycloalkyl, aryl or aralkyl
radical having 6 to 22 carbon atoms,
A denotes a direct bond or a divalent bridge member,
R1 denotes a hydrogen atom, an optionally substituted alkyl, alkenyl, aryl,
aralkyl or acyl radical or a radical of the general formula
and
R2 denotes a hydrogen atom or an optionally substituted alkyl, alkenyl or aralkyl radical, a radical CH2OR' or a radical of the general formula
in which
B denotes a divalent, optionally substituted aliphatic, araliphatic, aromatic
carbocyclic or cycloaliphatic radical.
3. A process according to claim I, in which the reactive compound a), is of the general formula
in which R6 denotes a C" to C17 alkyl or alkenyl radical, or a phenyl or benzyl radical
which is optionally substituted by chlorine or bromine,
R7 denotes a C,2 to C18 alkyl or alkenyl radical,
R8 denotes a hydrogen or Ct to C4 alkyl,
X denotes a hydrogen atom or a C, to C, alkyl, C3 to C4 alkenyl, benzyl, mono hydroxy-C to C8 alkyl or polyhydroxy-Ct to C6 alkyl, --(CH,CH,O)Fi-H,
o -(CH2CH)H, -(CH2CH2O)wC1 to C4 alkyl, R6-C-NHCH2-, CH3 O -CH2COOZ, C2 to C4 alkylene-SO3V or C2 to C4 alkylene-P(OZ)2 radical, in which V denotes a hydrogen atom or a cation,
**WARNING** end of DESC field may overlap start of CLMS **.
Claims (19)
1. A process for dyeing or printing, with a disperse dyestuff, a textile sheet or sheet-like structure consisting wholly or partly of fibres containing OH or NH groups, in which the sheet or sheet-like structure is impregnated or printed with a liquor or printing paste containing: a) a fibre-reactive compound (as hereinbefore defined) which is at the same time a
solvent for disperse dyestuffs, b) an acidic compound which catalyses this condensation reaction, and c) disperse dyestuff, is dried and is subjected to a heat treatment to effect fixing.
2. A process according to claim 1, in which the reactive component a) is of the general formula
in which
R denotes an optionally substituted alkyl, alkenyl, cycloalkyl, aryl or aralkyl
radical having 6 to 22 carbon atoms,
A denotes a direct bond or a divalent bridge member,
R1 denotes a hydrogen atom, an optionally substituted alkyl, alkenyl, aryl,
aralkyl or acyl radical or a radical of the general formula
and
R2 denotes a hydrogen atom or an optionally substituted alkyl, alkenyl or aralkyl radical, a radical CH2OR' or a radical of the general formula
in which
B denotes a divalent, optionally substituted aliphatic, araliphatic, aromatic
carbocyclic or cycloaliphatic radical.
3. A process according to claim I, in which the reactive compound a), is of the general formula
in which R6 denotes a C" to C17 alkyl or alkenyl radical, or a phenyl or benzyl radical
which is optionally substituted by chlorine or bromine,
R7 denotes a C,2 to C18 alkyl or alkenyl radical,
R8 denotes a hydrogen or Ct to C4 alkyl,
X denotes a hydrogen atom or a C, to C, alkyl, C3 to C4 alkenyl, benzyl, mono hydroxy-C to C8 alkyl or polyhydroxy-Ct to C6 alkyl, --(CH,CH,O)Fi-H,
o -(CH2CH)H, -(CH2CH2O)wC1 to C4 alkyl, R6-C-NHCH2-, CH3 O -CH2COOZ, C2 to C4 alkylene-SO3V or C2 to C4 alkylene-P(OZ)2 radical, in which V denotes a hydrogen atom or a cation,
Z denotes V or a Ct to C4 alkyl or hydroxy-Ct to C4 alkyl group, and
Y denotes a C2 to C8 alkylene. phenylene or tolylene radical.
4. A process according to claim 1, in which the reactive compound a) is of the general formula
in which
R and R' have the same meanings as in claim 2 and
D denotes CII or N;
E denotes a Ct to C3 alkylene radical and
F denotes a direct bond or CO.
5. A process according to claim 1, in which the reactive compound a) is of the general formula
in which R1 has the same meaning as in claim 2 and
R3, R4 and R5 denote -CH2OR1, R2 or R, in which R2 and R have the same
meanings as in claim 2, with the proviso that at least one radical R3, R4 and R5
denote R.
6. A process according to claim 1, in which the reactive compound a) is an Nmethylol derivative of a long-chain fatty acid amide.
7. A process according to claim 1 in which the reactive compound a) is an Nmethylol derivative of a carbamic acid ester of a long-chain alcohol.
8. A process according to claim 1, in which the reactive compound is of the formula
9. A process according to claim 1, in which the reactive compound a) is any of those hereinafter specifically mentioned, other than the compound mentioned in claim 9.
10. A process according to any of the foregoing claims, in which the liquor or printing paste contains a swelling agent for the fibres.
11. A process according to claim 10 in which the swelling agent is a cellulose swelling agent which is not volatile under the conditions of dyeing.
12. A process according to claim 10, in which the swelling agent is any of those hereinbefore specifically mentioned.
13. A process according to any of the foregoing claims, in which the liquor or printing paste contains a cross-linking agent for improving the creasing behaviour.
14. A process according to claim 13 in which the cross-linking agent is a bisulphite adduct of an isocyanate or a reactant resin.
15. A process according to claim 13, in which the cross-linking agent is any of those hereinbefore specifically mentioned.
16. A process according to any of the foregoing claims, in which the impregnated or printed sheet-like structure is dried at 80 to 1300C and are then subjected to a heat-treatment at 140 to 2200C.
17. A process according to any of the foregoing claims, in which the sheets or sheet-like structures consists of cellulose mixed with polyester fibres.
18. A process according to claim 1, when carried out substantially as described in any one of the Examples.
19. A textile sheet or sheet-like structure when dyed or printed by the process of any of the foregoing claims.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE19772700150 DE2700150A1 (en) | 1977-01-04 | 1977-01-04 | PROCESS FOR COLORING AND PRINTING AREAS |
Publications (1)
Publication Number | Publication Date |
---|---|
GB1562047A true GB1562047A (en) | 1980-03-05 |
Family
ID=5998110
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB54297/77A Expired GB1562047A (en) | 1977-01-04 | 1977-12-30 | Process for dyeing and printing sheets or sheet-like structures |
Country Status (4)
Country | Link |
---|---|
JP (1) | JPS5386881A (en) |
DE (1) | DE2700150A1 (en) |
GB (1) | GB1562047A (en) |
IT (1) | IT7819001A0 (en) |
Families Citing this family (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE2901823C2 (en) * | 1979-01-18 | 1983-12-08 | Basf Ag, 6700 Ludwigshafen | Process for printing textile materials |
PT71096A (en) * | 1979-04-25 | 1980-05-01 | Basf Ag | METHOD FOR COLORING OR PRINTING AND AT THE SAME TIME EXPRESSING TEXTILES |
DE3069984D1 (en) * | 1979-11-05 | 1985-02-28 | Ciba Geigy Ag | Process for the printing or pad-dyeing of textile materials of cellulosic fibres or mixtures thereof with synthetic fibres, as well as printing pastes or padding liquors for carrying out this process |
-
1977
- 1977-01-04 DE DE19772700150 patent/DE2700150A1/en not_active Withdrawn
- 1977-12-28 JP JP15750977A patent/JPS5386881A/en active Pending
- 1977-12-30 GB GB54297/77A patent/GB1562047A/en not_active Expired
-
1978
- 1978-01-02 IT IT7819001A patent/IT7819001A0/en unknown
Also Published As
Publication number | Publication date |
---|---|
JPS5386881A (en) | 1978-07-31 |
IT7819001A0 (en) | 1978-01-02 |
DE2700150A1 (en) | 1978-07-13 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
PS | Patent sealed [section 19, patents act 1949] | ||
PCNP | Patent ceased through non-payment of renewal fee |