GB573790A - Process for increasing the wash fastness of dyed textiles or flexible organic sheet materials - Google Patents
Process for increasing the wash fastness of dyed textiles or flexible organic sheet materialsInfo
- Publication number
- GB573790A GB573790A GB14743/43A GB1474343A GB573790A GB 573790 A GB573790 A GB 573790A GB 14743/43 A GB14743/43 A GB 14743/43A GB 1474343 A GB1474343 A GB 1474343A GB 573790 A GB573790 A GB 573790A
- Authority
- GB
- United Kingdom
- Prior art keywords
- acid
- bis
- methoxymethyl
- dyed
- melamine
- 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
- 239000000463 material Substances 0.000 title abstract 7
- 238000000034 method Methods 0.000 title abstract 3
- 239000004753 textile Substances 0.000 title abstract 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 abstract 24
- 229920000742 Cotton Polymers 0.000 abstract 9
- 239000007864 aqueous solution Substances 0.000 abstract 8
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 abstract 7
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 abstract 6
- 239000002253 acid Substances 0.000 abstract 6
- BPHHNXJPFPEJOF-UHFFFAOYSA-J chembl296966 Chemical compound [Na+].[Na+].[Na+].[Na+].[O-]S(=O)(=O)C1=CC(S([O-])(=O)=O)=C(N)C2=C(O)C(N=NC3=CC=C(C=C3OC)C=3C=C(C(=CC=3)N=NC=3C(=C4C(N)=C(C=C(C4=CC=3)S([O-])(=O)=O)S([O-])(=O)=O)O)OC)=CC=C21 BPHHNXJPFPEJOF-UHFFFAOYSA-J 0.000 abstract 6
- 229920000877 Melamine resin Polymers 0.000 abstract 5
- 239000007983 Tris buffer Substances 0.000 abstract 5
- 238000004043 dyeing Methods 0.000 abstract 5
- 239000004744 fabric Substances 0.000 abstract 5
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonia chloride Chemical compound [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 abstract 4
- JDSHMPZPIAZGSV-UHFFFAOYSA-N melamine Chemical compound NC1=NC(N)=NC(N)=N1 JDSHMPZPIAZGSV-UHFFFAOYSA-N 0.000 abstract 4
- 125000004184 methoxymethyl group Chemical group [H]C([H])([H])OC([H])([H])* 0.000 abstract 4
- 239000000243 solution Substances 0.000 abstract 4
- CBCKQZAAMUWICA-UHFFFAOYSA-N 1,4-phenylenediamine Chemical compound NC1=CC=C(N)C=C1 CBCKQZAAMUWICA-UHFFFAOYSA-N 0.000 abstract 3
- GVNWZKBFMFUVNX-UHFFFAOYSA-N Adipamide Chemical compound NC(=O)CCCCC(N)=O GVNWZKBFMFUVNX-UHFFFAOYSA-N 0.000 abstract 3
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 abstract 3
- 230000002378 acidificating effect Effects 0.000 abstract 3
- 235000013877 carbamide Nutrition 0.000 abstract 3
- 239000003795 chemical substances by application Substances 0.000 abstract 3
- 150000001875 compounds Chemical class 0.000 abstract 3
- -1 cyclic amidines Chemical class 0.000 abstract 3
- 238000010438 heat treatment Methods 0.000 abstract 3
- XONNZQRHMVHLNV-UHFFFAOYSA-N 7-[(3-aminobenzoyl)amino]-4-hydroxynaphthalene-2-sulfonic acid Chemical compound NC1=CC=CC(C(=O)NC=2C=C3C=C(C=C(O)C3=CC=2)S(O)(=O)=O)=C1 XONNZQRHMVHLNV-UHFFFAOYSA-N 0.000 abstract 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 abstract 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 abstract 2
- 229920000297 Rayon Polymers 0.000 abstract 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 abstract 2
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Natural products CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 abstract 2
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 abstract 2
- 230000001476 alcoholic effect Effects 0.000 abstract 2
- 235000019270 ammonium chloride Nutrition 0.000 abstract 2
- 239000004202 carbamide Substances 0.000 abstract 2
- 125000004432 carbon atom Chemical group C* 0.000 abstract 2
- 239000003054 catalyst Substances 0.000 abstract 2
- 239000007859 condensation product Substances 0.000 abstract 2
- 150000002170 ethers Chemical class 0.000 abstract 2
- 125000005745 ethoxymethyl group Chemical group [H]C([H])([H])C([H])([H])OC([H])([H])* 0.000 abstract 2
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 abstract 2
- CHMBIJAOCISYEW-UHFFFAOYSA-N n-(4-aminophenyl)acetamide Chemical compound CC(=O)NC1=CC=C(N)C=C1 CHMBIJAOCISYEW-UHFFFAOYSA-N 0.000 abstract 2
- 229920001778 nylon Polymers 0.000 abstract 2
- IWDCLRJOBJJRNH-UHFFFAOYSA-N p-cresol Chemical compound CC1=CC=C(O)C=C1 IWDCLRJOBJJRNH-UHFFFAOYSA-N 0.000 abstract 2
- 235000018102 proteins Nutrition 0.000 abstract 2
- 102000004169 proteins and genes Human genes 0.000 abstract 2
- 108090000623 proteins and genes Proteins 0.000 abstract 2
- 210000002268 wool Anatomy 0.000 abstract 2
- RYJATPLJVSILLB-UHFFFAOYSA-N 1-nitro-2-(2-phenylethenyl)benzene Chemical compound [O-][N+](=O)C1=CC=CC=C1C=CC1=CC=CC=C1 RYJATPLJVSILLB-UHFFFAOYSA-N 0.000 abstract 1
- XPJZBBZXCSKUDN-UHFFFAOYSA-N 2,2-bis(hydroxymethyl)hexanediamide Chemical compound C(O)C(C(=O)N)(CCCC(=O)N)CO XPJZBBZXCSKUDN-UHFFFAOYSA-N 0.000 abstract 1
- LCYJOUXSUHOSCW-UHFFFAOYSA-N 2-(3-aminophenyl)-5-methyl-4h-pyrazol-3-one Chemical compound O=C1CC(C)=NN1C1=CC=CC(N)=C1 LCYJOUXSUHOSCW-UHFFFAOYSA-N 0.000 abstract 1
- KFVIYKFKUYBKTP-UHFFFAOYSA-N 2-n-(methoxymethyl)-1,3,5-triazine-2,4,6-triamine Chemical compound COCNC1=NC(N)=NC(N)=N1 KFVIYKFKUYBKTP-UHFFFAOYSA-N 0.000 abstract 1
- JBIJLHTVPXGSAM-UHFFFAOYSA-N 2-naphthylamine Chemical compound C1=CC=CC2=CC(N)=CC=C21 JBIJLHTVPXGSAM-UHFFFAOYSA-N 0.000 abstract 1
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 abstract 1
- BCHZICNRHXRCHY-UHFFFAOYSA-N 2h-oxazine Chemical compound N1OC=CC=C1 BCHZICNRHXRCHY-UHFFFAOYSA-N 0.000 abstract 1
- JRBJSXQPQWSCCF-UHFFFAOYSA-N 3,3'-Dimethoxybenzidine Chemical compound C1=C(N)C(OC)=CC(C=2C=C(OC)C(N)=CC=2)=C1 JRBJSXQPQWSCCF-UHFFFAOYSA-N 0.000 abstract 1
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 abstract 1
- YCSQADLXNHJXCN-UHFFFAOYSA-N 4-amino-n-(4-amino-2-methylphenyl)benzamide Chemical compound CC1=CC(N)=CC=C1NC(=O)C1=CC=C(N)C=C1 YCSQADLXNHJXCN-UHFFFAOYSA-N 0.000 abstract 1
- TYMLOMAKGOJONV-UHFFFAOYSA-N 4-nitroaniline Chemical compound NC1=CC=C([N+]([O-])=O)C=C1 TYMLOMAKGOJONV-UHFFFAOYSA-N 0.000 abstract 1
- SFXHAXFOYDHNBI-UHFFFAOYSA-N 8-amino-5-(4-methylanilino)-9,10-dioxoanthracene-1,7-disulfonic acid Chemical compound NC1=C(C=C(C=2C(C3=CC=CC(=C3C(C12)=O)S(=O)(=O)O)=O)NC1=CC=C(C=C1)C)S(=O)(=O)O SFXHAXFOYDHNBI-UHFFFAOYSA-N 0.000 abstract 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 abstract 1
- 239000005695 Ammonium acetate Substances 0.000 abstract 1
- 240000008564 Boehmeria nivea Species 0.000 abstract 1
- 244000025254 Cannabis sativa Species 0.000 abstract 1
- 235000012766 Cannabis sativa ssp. sativa var. sativa Nutrition 0.000 abstract 1
- 235000012765 Cannabis sativa ssp. sativa var. spontanea Nutrition 0.000 abstract 1
- 240000000491 Corchorus aestuans Species 0.000 abstract 1
- 235000011777 Corchorus aestuans Nutrition 0.000 abstract 1
- 235000010862 Corchorus capsularis Nutrition 0.000 abstract 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 1
- 244000068988 Glycine max Species 0.000 abstract 1
- 235000010469 Glycine max Nutrition 0.000 abstract 1
- 235000000177 Indigofera tinctoria Nutrition 0.000 abstract 1
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 abstract 1
- 239000004677 Nylon Substances 0.000 abstract 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 abstract 1
- 229920001131 Pulp (paper) Polymers 0.000 abstract 1
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 abstract 1
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 abstract 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 abstract 1
- 239000005864 Sulphur Substances 0.000 abstract 1
- 229920002494 Zein Polymers 0.000 abstract 1
- USDJGQLNFPZEON-UHFFFAOYSA-N [[4,6-bis(hydroxymethylamino)-1,3,5-triazin-2-yl]amino]methanol Chemical class OCNC1=NC(NCO)=NC(NCO)=N1 USDJGQLNFPZEON-UHFFFAOYSA-N 0.000 abstract 1
- 150000001298 alcohols Chemical class 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- 150000001408 amides Chemical class 0.000 abstract 1
- 150000001409 amidines Chemical class 0.000 abstract 1
- 229940043376 ammonium acetate Drugs 0.000 abstract 1
- 235000019257 ammonium acetate Nutrition 0.000 abstract 1
- PYKYMHQGRFAEBM-UHFFFAOYSA-N anthraquinone Natural products CCC(=O)c1c(O)c2C(=O)C3C(C=CC=C3O)C(=O)c2cc1CC(=O)OC PYKYMHQGRFAEBM-UHFFFAOYSA-N 0.000 abstract 1
- 150000004056 anthraquinones Chemical class 0.000 abstract 1
- HFACYLZERDEVSX-UHFFFAOYSA-N benzidine Chemical compound C1=CC(N)=CC=C1C1=CC=C(N)C=C1 HFACYLZERDEVSX-UHFFFAOYSA-N 0.000 abstract 1
- 235000009120 camo Nutrition 0.000 abstract 1
- 125000005521 carbonamide group Chemical group 0.000 abstract 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical compound OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 abstract 1
- 239000005018 casein Substances 0.000 abstract 1
- BECPQYXYKAMYBN-UHFFFAOYSA-N casein, tech. Chemical compound NCCCCC(C(O)=O)N=C(O)C(CC(O)=O)N=C(O)C(CCC(O)=N)N=C(O)C(CC(C)C)N=C(O)C(CCC(O)=O)N=C(O)C(CC(O)=O)N=C(O)C(CCC(O)=O)N=C(O)C(C(C)O)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=O)N=C(O)C(CCC(O)=O)N=C(O)C(COP(O)(O)=O)N=C(O)C(CCC(O)=N)N=C(O)C(N)CC1=CC=CC=C1 BECPQYXYKAMYBN-UHFFFAOYSA-N 0.000 abstract 1
- 235000021240 caseins Nutrition 0.000 abstract 1
- 229920002678 cellulose Polymers 0.000 abstract 1
- 229920002301 cellulose acetate Polymers 0.000 abstract 1
- 229920003086 cellulose ether Polymers 0.000 abstract 1
- 235000005607 chanvre indien Nutrition 0.000 abstract 1
- 239000003086 colorant Substances 0.000 abstract 1
- 238000006482 condensation reaction Methods 0.000 abstract 1
- 230000008878 coupling Effects 0.000 abstract 1
- 238000010168 coupling process Methods 0.000 abstract 1
- 238000005859 coupling reaction Methods 0.000 abstract 1
- 150000003950 cyclic amides Chemical class 0.000 abstract 1
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 abstract 1
- WVJOGYWFVNTSAU-UHFFFAOYSA-N dimethylol ethylene urea Chemical compound OCN1CCN(CO)C1=O WVJOGYWFVNTSAU-UHFFFAOYSA-N 0.000 abstract 1
- 239000000975 dye Substances 0.000 abstract 1
- IVJISJACKSSFGE-UHFFFAOYSA-N formaldehyde;1,3,5-triazine-2,4,6-triamine Chemical compound O=C.NC1=NC(N)=NC(N)=N1 IVJISJACKSSFGE-UHFFFAOYSA-N 0.000 abstract 1
- 235000019253 formic acid Nutrition 0.000 abstract 1
- 229960004198 guanidine Drugs 0.000 abstract 1
- 150000002357 guanidines Chemical class 0.000 abstract 1
- 210000004209 hair Anatomy 0.000 abstract 1
- RBTKNAXYKSUFRK-UHFFFAOYSA-N heliogen blue Chemical class [Cu].[N-]1C2=C(C=CC=C3)C3=C1N=C([N-]1)C3=CC=CC=C3C1=NC([N-]1)=C(C=CC=C3)C3=C1N=C([N-]1)C3=CC=CC=C3C1=N2 RBTKNAXYKSUFRK-UHFFFAOYSA-N 0.000 abstract 1
- 239000011487 hemp Substances 0.000 abstract 1
- 238000005470 impregnation Methods 0.000 abstract 1
- 238000010348 incorporation Methods 0.000 abstract 1
- 229940097275 indigo Drugs 0.000 abstract 1
- COHYTHOBJLSHDF-UHFFFAOYSA-N indigo powder Natural products N1C2=CC=CC=C2C(=O)C1=C1C(=O)C2=CC=CC=C2N1 COHYTHOBJLSHDF-UHFFFAOYSA-N 0.000 abstract 1
- 238000007689 inspection Methods 0.000 abstract 1
- 239000000543 intermediate Substances 0.000 abstract 1
- 239000010985 leather Substances 0.000 abstract 1
- KQVLODRFGIKJHZ-UHFFFAOYSA-N methylenediurea Chemical compound NC(=O)NCNC(N)=O KQVLODRFGIKJHZ-UHFFFAOYSA-N 0.000 abstract 1
- 150000007524 organic acids Chemical class 0.000 abstract 1
- 125000005541 phosphonamide group Chemical group 0.000 abstract 1
- 239000000049 pigment Substances 0.000 abstract 1
- 239000004627 regenerated cellulose Substances 0.000 abstract 1
- 239000001632 sodium acetate Substances 0.000 abstract 1
- 235000017281 sodium acetate Nutrition 0.000 abstract 1
- 239000011780 sodium chloride Substances 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
- 239000000126 substance Substances 0.000 abstract 1
- 150000003456 sulfonamides Chemical class 0.000 abstract 1
- 230000008961 swelling Effects 0.000 abstract 1
- 150000003556 thioamides Chemical class 0.000 abstract 1
- JOUDBUYBGJYFFP-FOCLMDBBSA-N thioindigo Chemical compound S\1C2=CC=CC=C2C(=O)C/1=C1/C(=O)C2=CC=CC=C2S1 JOUDBUYBGJYFFP-FOCLMDBBSA-N 0.000 abstract 1
- 238000011282 treatment Methods 0.000 abstract 1
- AAAQKTZKLRYKHR-UHFFFAOYSA-N triphenylmethane Chemical compound C1=CC=CC=C1C(C=1C=CC=CC=1)C1=CC=CC=C1 AAAQKTZKLRYKHR-UHFFFAOYSA-N 0.000 abstract 1
- 229940035893 uracil Drugs 0.000 abstract 1
- 229920002554 vinyl polymer Polymers 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 1
- 238000009736 wetting Methods 0.000 abstract 1
- 239000005019 zein Substances 0.000 abstract 1
- 229940093612 zein Drugs 0.000 abstract 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
- 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
- D06P1/64—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 low-molecular-weight organic compounds without sulfate or sulfonate groups
- D06P1/642—Compounds containing nitrogen
- D06P1/6426—Heterocyclic compounds
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B35/00—Disazo and polyazo dyes of the type A<-D->B prepared by diazotising and coupling
- C09B35/02—Disazo dyes
- C09B35/039—Disazo dyes characterised by the tetrazo component
- C09B35/22—Disazo dyes characterised by the tetrazo component the tetrazo component being a derivative of a diaryl ether
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B35/00—Disazo and polyazo dyes of the type A<-D->B prepared by diazotising and coupling
- C09B35/02—Disazo dyes
- C09B35/039—Disazo dyes characterised by the tetrazo component
- C09B35/28—Disazo dyes characterised by the tetrazo component the tetrazo component containing two aryl nuclei linked by at least one of the groups —CON<, —SO2N<, —SO2—, or —SO2—O—
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B35/00—Disazo and polyazo dyes of the type A<-D->B prepared by diazotising and coupling
- C09B35/50—Tetrazo dyes
- C09B35/56—Tetrazo dyes of the type
-
- 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
- D06P1/64—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 low-molecular-weight organic compounds without sulfate or sulfonate groups
- D06P1/642—Compounds containing nitrogen
- D06P1/649—Compounds containing carbonamide, thiocarbonamide or guanyl groups
- D06P1/6495—Compounds containing carbonamide -RCON= (R=H or hydrocarbons)
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Coloring (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
Abstract
The wash fastness of dyed textile or flexible organic sheet material is increased by heating said dyed materials with a monomeric poly-(N-alkoxymethyl)amide of a polybasic organic acid (including carbonic acid) or with a monomeric poly-(N-alkoxymethyl)melamine wherein the alkoxy groups comprise from 1 to 5 carbon atoms. In examples: (1) cotton fabric dyed with Pontamine blue, 1-(p-aminobenzoylamino)-2-methyl - 4 - aminobenzene \sQ m-aminobenzoyl-J-acid (2 mols), N.N1-bis(p-aminobenzoyl)-2-sulpho-p-phenylenediamine \sQ 1-(m-aminophenyl) - 3 - methyl - 5 - pyrazolone (2 mols) or 1.3 - di - (p - aminophenoxy)propane \sQ m - aminobenzoyl-J-acid (2 mols) is impregnated with an aqueous solution of N.N1-bis(methoxymethyl)adipamide, wrung out and heated to 125 DEG C.; by way of contrast the untreated dyeings and dyeings aftertreated with dimethyloladipamide are described; (2) viscose yarn which has been rendered basic by incorporation of a protein or albuminous material and dyed with 1 - amino - 4 - (p - toluidino) - anthraquinone-2.8-disulphonic acid is steeped in a solution of N.N1-bis(methoxymethyl) urea containing ammonium chloride and acetic acid, dried and baked at 160 DEG C.; an aqueous solution of N.N1-bis(methoxymethyl) adipamide containing acetic acid can be used similarly; (3) bleached cotton muslin dyed with Pontamine blue is impregnated with aqueous solutions of N.N1-bis(methoxymethyl)-succinamide, -fumaramide or -sebacamide containing sufficient acetic acid to give a pH of 2.5, dried and ironed; (4) cotton fabrics dyed with Pontamine blue are impregnated with aqueous solutions of N.N1. N11-tris (methoxymethyl) melamine adjusted to various pH values with acetic acid, dried and heated to various temperatures; by way of contrast dyeings aftertreated with di- and trimethylolmelamines are described; (5) bleached cotton muslin dyed with Pontamine blue is impregnated with aqueous alcoholic solutions of N.N1.N11-tris(ethoxymethyl) melamine adjusted to various pH values by acetic acid or sodium acetate, dried and ironed; (6) bleached cotton muslin dyed with Pontamine blue is treated at raised temperature in an aqueous solution containing N.N1.N11 - tris(methoxy - methyl) melamine, sodium chloride and formic acid and dried; analogous treatments with melamine-formaldehyde condensation products are referred to; (7) bleached cotton muslin dyed with dianisidine \sQ 1-amino-8-naph - thol-2.4-disulphonic acid (2 mols) (coppered), p-phenylenediamine (2 mols) \sQ di-J-acid, 3.31 - diaminoazoxybenzene \sQ J - acid (2 mols) or m-aminobenzoyl-p-toluylenediamine \sQ N-(m-aminobenzoyl)-J-acid (2 mols) is impregnated with an aqueous solution of N.N1.N11 - tris(methoxymethyl)melamine containing acetic acid, dried and baked at 164 DEG C.; (8) viscose fabric dyed with p-phenylenediamine --> 1-naphthylamine-6-sulphonic acid --> 2-amino-7-naphthol-3-sulphonic acid --> 1-naphthylamine-6-sulphonic acid or aniline --> urea-J-acid \sM p-aminoacetanilide are impregnated with an aqueous solution of N.N1.N11 - tris(methoxymethyl)melamine containing acetic acid, dried and baked at 165 DEG C.; (9) cellulose acetate or nylon fabric dyed with p-aminoacetanilide --> p-cresol or p-nitraniline --> aniline is treated as in (8); (10) woven wool or leather dyed with p-phenylenediamine --> 1.8-dihydroxynaphthalene-3.6-disulphonic acid or phenol \sM benzidine --> 2 - naphthylamine - 3.6 - disulphonic acid (p - toluene sulphonated) is treated as in (8). Additional aftertreatment agents specified are N.N1 - bis(butoxymethyl)adipamide, N.N1.N11-tris(methoxymethyl)tricarballylamide and N.N1-bis(isopropoxymethyl)urea. The process is applicable to all types of dyeings, those effected with acid, direct, basic, pigment, sulphur and vat dyestuffs being specified. These dyestuffs may be azo, anthraquinone, indigo, thioindigo, azine, oxazine, azomethine, nitro, stilbene or triphenylmethane dyestuffs. Specified materials which may be treated are wood pulp, cotton, linen, ramie, hemp, jute, wool, silk, hair and fibres derived from nylons, vinyl polymers, casein, zein, soya protein, cellulose esters and ethers and regenerated cellulose. Solvents useful for the aftertreatment agents are water and alkanols of one to four carbon atoms and their ethers. Wetting, softening and swelling agents may be added to the solutions. Acidic catalysts can be employed before, during or after the impregnation and may be applied as vapours. Substances which become acidic during the heating stage may be employed, e.g. ammonium chloride or acetate. Specifications 486,577, 503,168, 537,971, 557,932 and 567,063 are referred to. The Specification as open to inspection under Sect. 91 comprises also heating dyed materials with any monomeric ether of a poly-(N-methylol) compound. By way of contrast with example (5) above dyeings aftertreated with an alcoholic or dimethyformamide solution of a condensation product from melamine and formaldehyde in absolute ethanol in presence of hydrochloric acid, are described. In a further example, cotton cloth dyed with Pontamine blue is impregnated with an aqueous solution of N.N1-bis(methoxymethyl)uron, N.N1-bis(methoxymethyl)ethyleneurea (prepared from dimethylolethyleneurea and methanol), 1.3-bis-(methoxymethyl)-5-methyl-s-triazone or N.N1-bis(methoxymethyl) - 5.5 - dimethylhydantoin (prepared from 5.5-dimethylhydantoin, formaldehyde and methanol) containing acetic acid and baked at 125 DEG C. In example (7) above the cotton may be dyed with a sulphonated copper phthalocyanine. The poly-(N-methylol) compounds may be derived from carbonamides, oxoamides, thioamides, amidines, guanidines, cyclic amides, cyclic amidines, cyclic ureas, sulphonamides and phosphonamides. Further compounds specified are: N.N1-bis(phenoxymethyl)adipamide, N.N1 - bis(a - naphthoxy - methyl)urea, N.N1.N11 - tris(cyclohexyl - or allyl - oxymethyl) melamine, N.N1.N11.N111 - tetrakis(methoxymethyl)methylenediurea, N. N1 - bis(methoxymethyl) - biuret, - adipic di - hydrazide, p - dicyandiamide, - terephthalamide, - hydantion, -adipohydroxamic acid, -guani - dine, -diketopiperazine, - pyrrolidinedicarbon - amide or -dithioxamide, N.N1 - bis(benzyloxymethyl)urea, N.N1-bis(ethoxymethyl)-thiourea or -uracil and N.N1.N11-tris(methoxymethyl)-phenybiguanide or -cyanuric acid. These are prepared from the methylol compounds and alcohols in the presence of an acidic catalyst. Dyestuff intermediates, e.g. coupling components, diazotisation components and compound which form colours by condensation reactions, may also be fixed upon materials by the process. This subject-matter does not appear in the Specification as accepted.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
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US573790XA | 1942-09-09 | 1942-09-09 |
Publications (1)
Publication Number | Publication Date |
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GB573790A true GB573790A (en) | 1945-12-06 |
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Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
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GB14743/43A Expired GB573790A (en) | 1942-09-09 | 1943-09-08 | Process for increasing the wash fastness of dyed textiles or flexible organic sheet materials |
Country Status (1)
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GB (1) | GB573790A (en) |
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1943
- 1943-09-08 GB GB14743/43A patent/GB573790A/en not_active Expired
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