US2317965A - Process of coloring fibrous materials and the materials obtained thereby - Google Patents
Process of coloring fibrous materials and the materials obtained thereby Download PDFInfo
- Publication number
- US2317965A US2317965A US332015A US33201540A US2317965A US 2317965 A US2317965 A US 2317965A US 332015 A US332015 A US 332015A US 33201540 A US33201540 A US 33201540A US 2317965 A US2317965 A US 2317965A
- Authority
- US
- United States
- Prior art keywords
- dyeing
- dyed
- materials
- acid
- washing
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
Links
- 239000000463 material Substances 0.000 title description 21
- 239000002657 fibrous material Substances 0.000 title description 14
- 238000004040 coloring Methods 0.000 title description 7
- 238000000034 method Methods 0.000 title description 7
- 230000008569 process Effects 0.000 title description 7
- 238000004043 dyeing Methods 0.000 description 30
- 238000005406 washing Methods 0.000 description 16
- 229920000742 Cotton Polymers 0.000 description 12
- 239000000047 product Substances 0.000 description 12
- 150000001875 compounds Chemical class 0.000 description 11
- 239000004744 fabric Substances 0.000 description 11
- 239000002253 acid Substances 0.000 description 10
- 239000000835 fiber Substances 0.000 description 10
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 10
- 239000007795 chemical reaction product Substances 0.000 description 9
- 239000000243 solution Substances 0.000 description 8
- -1 cycloaliphatic Chemical group 0.000 description 7
- 239000000975 dye Substances 0.000 description 7
- 239000000049 pigment Substances 0.000 description 7
- 150000003672 ureas Chemical class 0.000 description 7
- 229920002955 Art silk Polymers 0.000 description 6
- NOWKCMXCCJGMRR-UHFFFAOYSA-N Aziridine Chemical compound C1CN1 NOWKCMXCCJGMRR-UHFFFAOYSA-N 0.000 description 6
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 6
- 239000007864 aqueous solution Substances 0.000 description 6
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 6
- 125000003118 aryl group Chemical group 0.000 description 5
- 238000006243 chemical reaction Methods 0.000 description 5
- 230000000694 effects Effects 0.000 description 5
- 125000004435 hydrogen atom Chemical class [H]* 0.000 description 5
- 125000001424 substituent group Chemical group 0.000 description 5
- 210000002268 wool Anatomy 0.000 description 5
- 229920002678 cellulose Polymers 0.000 description 4
- 239000004627 regenerated cellulose Substances 0.000 description 4
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 3
- 125000001931 aliphatic group Chemical group 0.000 description 3
- 125000000217 alkyl group Chemical group 0.000 description 3
- 125000002947 alkylene group Chemical group 0.000 description 3
- 229940037003 alum Drugs 0.000 description 3
- 239000001913 cellulose Substances 0.000 description 3
- 150000001844 chromium Chemical class 0.000 description 3
- 235000019253 formic acid Nutrition 0.000 description 3
- 238000010438 heat treatment Methods 0.000 description 3
- 239000001257 hydrogen Substances 0.000 description 3
- 229910052739 hydrogen Inorganic materials 0.000 description 3
- 150000003254 radicals Chemical class 0.000 description 3
- JWAZRIHNYRIHIV-UHFFFAOYSA-N 2-naphthol Chemical compound C1=CC=CC2=CC(O)=CC=C21 JWAZRIHNYRIHIV-UHFFFAOYSA-N 0.000 description 2
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 2
- 239000005057 Hexamethylene diisocyanate Substances 0.000 description 2
- UQSXHKLRYXJYBZ-UHFFFAOYSA-N Iron oxide Chemical compound [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 description 2
- 229920000297 Rayon Polymers 0.000 description 2
- FEWJPZIEWOKRBE-UHFFFAOYSA-N Tartaric acid Natural products [H+].[H+].[O-]C(=O)C(O)C(O)C([O-])=O FEWJPZIEWOKRBE-UHFFFAOYSA-N 0.000 description 2
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 2
- 238000010521 absorption reaction Methods 0.000 description 2
- 125000000732 arylene group Chemical group 0.000 description 2
- 239000010425 asbestos Substances 0.000 description 2
- 230000008901 benefit Effects 0.000 description 2
- 238000009833 condensation Methods 0.000 description 2
- 230000005494 condensation Effects 0.000 description 2
- 239000011491 glass wool Substances 0.000 description 2
- 125000005842 heteroatom Chemical group 0.000 description 2
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 description 2
- VKYKSIONXSXAKP-UHFFFAOYSA-N hexamethylenetetramine Chemical compound C1N(C2)CN3CN1CN2C3 VKYKSIONXSXAKP-UHFFFAOYSA-N 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 238000006116 polymerization reaction Methods 0.000 description 2
- 230000000379 polymerizing effect Effects 0.000 description 2
- 239000004800 polyvinyl chloride Substances 0.000 description 2
- 229920000915 polyvinyl chloride Polymers 0.000 description 2
- 229910052895 riebeckite Inorganic materials 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- OVBFMUAFNIIQAL-UHFFFAOYSA-N 1,4-diisocyanatobutane Chemical compound O=C=NCCCCN=C=O OVBFMUAFNIIQAL-UHFFFAOYSA-N 0.000 description 1
- QUPKOUOXSNGVLB-UHFFFAOYSA-N 1,8-diisocyanatooctane Chemical compound O=C=NCCCCCCCCN=C=O QUPKOUOXSNGVLB-UHFFFAOYSA-N 0.000 description 1
- RUFPHBVGCFYCNW-UHFFFAOYSA-N 1-naphthylamine Chemical compound C1=CC=C2C(N)=CC=CC2=C1 RUFPHBVGCFYCNW-UHFFFAOYSA-N 0.000 description 1
- RHPXYZMDLOJTFF-UHFFFAOYSA-N 3-amino-4-hydroxy-5-nitrobenzenesulfonic acid Chemical compound NC1=CC(S(O)(=O)=O)=CC([N+]([O-])=O)=C1O RHPXYZMDLOJTFF-UHFFFAOYSA-N 0.000 description 1
- UETHPMGVZHBAFB-OWOJBTEDSA-N 4,4'-dinitro-trans-stilbene-2,2'-disulfonic acid Chemical compound OS(=O)(=O)C1=CC([N+]([O-])=O)=CC=C1\C=C\C1=CC=C([N+]([O-])=O)C=C1S(O)(=O)=O UETHPMGVZHBAFB-OWOJBTEDSA-N 0.000 description 1
- AVPYQKSLYISFPO-UHFFFAOYSA-N 4-chlorobenzaldehyde Chemical compound ClC1=CC=C(C=O)C=C1 AVPYQKSLYISFPO-UHFFFAOYSA-N 0.000 description 1
- IMPPGHMHELILKG-UHFFFAOYSA-N 4-ethoxyaniline Chemical compound CCOC1=CC=C(N)C=C1 IMPPGHMHELILKG-UHFFFAOYSA-N 0.000 description 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical class [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
- 229920003043 Cellulose fiber Polymers 0.000 description 1
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 description 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- 208000006558 Dental Calculus Diseases 0.000 description 1
- 229930040373 Paraformaldehyde Natural products 0.000 description 1
- YGYAWVDWMABLBF-UHFFFAOYSA-N Phosgene Chemical compound ClC(Cl)=O YGYAWVDWMABLBF-UHFFFAOYSA-N 0.000 description 1
- 239000004952 Polyamide Substances 0.000 description 1
- 239000004372 Polyvinyl alcohol Substances 0.000 description 1
- XOQYTXDFJOBWLW-UHFFFAOYSA-N [K+].[K+].[K+].[K+].[O-][Cr]([O-])(=O)=O.[O-][Cr]([O-])(=O)=O Chemical compound [K+].[K+].[K+].[K+].[O-][Cr]([O-])(=O)=O.[O-][Cr]([O-])(=O)=O XOQYTXDFJOBWLW-UHFFFAOYSA-N 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 229910000329 aluminium sulfate Inorganic materials 0.000 description 1
- 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 description 1
- 235000011128 aluminium sulphate Nutrition 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 150000003868 ammonium compounds Chemical class 0.000 description 1
- 239000007900 aqueous suspension Substances 0.000 description 1
- 125000003710 aryl alkyl group Chemical group 0.000 description 1
- 238000004380 ashing Methods 0.000 description 1
- IRERQBUNZFJFGC-UHFFFAOYSA-L azure blue Chemical compound [Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Al+3].[Al+3].[Al+3].[Al+3].[Al+3].[Al+3].[S-]S[S-].[O-][Si]([O-])([O-])[O-].[O-][Si]([O-])([O-])[O-].[O-][Si]([O-])([O-])[O-].[O-][Si]([O-])([O-])[O-].[O-][Si]([O-])([O-])[O-].[O-][Si]([O-])([O-])[O-] IRERQBUNZFJFGC-UHFFFAOYSA-L 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
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 1
- 229950011260 betanaphthol Drugs 0.000 description 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 1
- 229910052794 bromium Inorganic materials 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000011575 calcium Substances 0.000 description 1
- 229910052791 calcium Inorganic materials 0.000 description 1
- 229920003086 cellulose ether Polymers 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 229910052804 chromium Inorganic materials 0.000 description 1
- 239000011651 chromium Substances 0.000 description 1
- 150000001868 cobalt Chemical class 0.000 description 1
- UFMZWBIQTDUYBN-UHFFFAOYSA-N cobalt dinitrate Chemical compound [Co+2].[O-][N+]([O-])=O.[O-][N+]([O-])=O UFMZWBIQTDUYBN-UHFFFAOYSA-N 0.000 description 1
- 229910001981 cobalt nitrate Inorganic materials 0.000 description 1
- 239000003086 colorant Chemical group 0.000 description 1
- 239000010949 copper Substances 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 229910000365 copper sulfate Inorganic materials 0.000 description 1
- ARUVKPQLZAKDPS-UHFFFAOYSA-L copper(II) sulfate Chemical compound [Cu+2].[O-][S+2]([O-])([O-])[O-] ARUVKPQLZAKDPS-UHFFFAOYSA-L 0.000 description 1
- 125000002993 cycloalkylene group Chemical group 0.000 description 1
- 125000002704 decyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000005442 diisocyanate group Chemical group 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 125000000816 ethylene group Chemical group [H]C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- 229940017705 formaldehyde sulfoxylate Drugs 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 239000004312 hexamethylene tetramine Substances 0.000 description 1
- 235000010299 hexamethylene tetramine Nutrition 0.000 description 1
- SBGKURINHGJRFN-UHFFFAOYSA-N hydroxymethanesulfinic acid Chemical compound OCS(O)=O SBGKURINHGJRFN-UHFFFAOYSA-N 0.000 description 1
- 238000005470 impregnation Methods 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 239000001034 iron oxide pigment Substances 0.000 description 1
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
- 239000012948 isocyanate Substances 0.000 description 1
- 125000001972 isopentyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 239000002557 mineral fiber Substances 0.000 description 1
- FHINQFXPJSRXCK-UHFFFAOYSA-N n-(4-aminophenyl)-n-cyclohexylacetamide Chemical compound C=1C=C(N)C=CC=1N(C(=O)C)C1CCCCC1 FHINQFXPJSRXCK-UHFFFAOYSA-N 0.000 description 1
- VIACAIAQHPLINF-UHFFFAOYSA-N n-benzyl-n-ethyl-3-methylaniline Chemical compound C=1C=CC(C)=CC=1N(CC)CC1=CC=CC=C1 VIACAIAQHPLINF-UHFFFAOYSA-N 0.000 description 1
- 125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 238000005648 named reaction Methods 0.000 description 1
- 239000012860 organic pigment Substances 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 235000006408 oxalic acid Nutrition 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 229920002866 paraformaldehyde Polymers 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 239000004071 soot Substances 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 229920002994 synthetic fiber Polymers 0.000 description 1
- 239000012209 synthetic fiber Substances 0.000 description 1
- 235000002906 tartaric acid Nutrition 0.000 description 1
- 239000011975 tartaric acid Substances 0.000 description 1
- 239000004753 textile Substances 0.000 description 1
- 230000008719 thickening Effects 0.000 description 1
- 239000004408 titanium dioxide Substances 0.000 description 1
- 235000013311 vegetables Nutrition 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D203/00—Heterocyclic compounds containing three-membered rings with one nitrogen atom as the only ring hetero atom
- C07D203/04—Heterocyclic compounds containing three-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings
- C07D203/06—Heterocyclic compounds containing three-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings having no double bonds between ring members or between ring members and non-ring members
- C07D203/16—Heterocyclic compounds containing three-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings having no double bonds between ring members or between ring members and non-ring members with acylated ring nitrogen atoms
- C07D203/20—Heterocyclic compounds containing three-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings having no double bonds between ring members or between ring members and non-ring members with acylated ring nitrogen atoms by carbonic acid, or by sulfur or nitrogen analogues thereof, e.g. carbamates
-
- D—TEXTILES; PAPER
- D01—NATURAL OR MAN-MADE THREADS OR FIBRES; SPINNING
- D01F—CHEMICAL FEATURES IN THE MANUFACTURE OF ARTIFICIAL FILAMENTS, THREADS, FIBRES, BRISTLES OR RIBBONS; APPARATUS SPECIALLY ADAPTED FOR THE MANUFACTURE OF CARBON FILAMENTS
- D01F4/00—Monocomponent artificial filaments or the like of proteins; Manufacture thereof
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
- D06M13/322—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen
- D06M13/487—Aziridinylphosphines; Aziridinylphosphine-oxides or sulfides; Carbonylaziridinyl or carbonylbisaziridinyl compounds; Sulfonylaziridinyl or sulfonylbisaziridinyl compounds
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
- D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
- D06M15/37—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- D06M15/61—Polyamines polyimines
-
- 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
- Y10S8/10—Polyvinyl halide esters or alcohol fiber modification
-
- 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
- Y10S8/21—Nylon
-
- 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
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T442/00—Fabric [woven, knitted, or nonwoven textile or cloth, etc.]
- Y10T442/20—Coated or impregnated woven, knit, or nonwoven fabric which is not [a] associated with another preformed layer or fiber layer or, [b] with respect to woven and knit, characterized, respectively, by a particular or differential weave or knit, wherein the coating or impregnation is neither a foamed material nor a free metal or alloy layer
- Y10T442/2164—Coating or impregnation specified as water repellent
- Y10T442/2197—Nitrogen containing
-
- 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
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T442/00—Fabric [woven, knitted, or nonwoven textile or cloth, etc.]
- Y10T442/20—Coated or impregnated woven, knit, or nonwoven fabric which is not [a] associated with another preformed layer or fiber layer or, [b] with respect to woven and knit, characterized, respectively, by a particular or differential weave or knit, wherein the coating or impregnation is neither a foamed material nor a free metal or alloy layer
- Y10T442/2352—Coating or impregnation functions to soften the feel of or improve the "hand" of the fabric
Definitions
- the said products are partly water-soluble and may be applied to the fibrous material in an aqueous solution.
- the compounds are insoluble or diificultly soluble in water they may be used in the form of their aqueous suspensions or their solutions in organic solvents; also products which'have already been partially polymerized may, if desired, be applied to the material.
- the compounds are polymerized, suitably by a heat treatment, for instance at 100 C. -l60 C. or a higher temperature, and in this way are incorporated with the fibrous material in a water- Cotton or regenerated cellulose may thus be treated with the compounds according to the above-named formula which are to be considered as urea derivatives, and the compounds may be polymerized on the fiber. In this manner a material is obtained which possesses an increased absorption capacity for acid wool dyestuffs.
- the cellulose fibers thus pre-treated also show an improved afiinity for the ordinary cotton dyestuffs, the so-called substantive dyestuffs, and the fastness to water and to washing of the dyeings thus obtained is considerably-improved.
- fibrous materials there are suitable fibers of vegetable or animal origin, furthermore fibers from regenerated cellulose or cellulose derivatives, also mineral or synthetic fibers, for instance glass or asbestos fibers, polyamide and polyvinyl chloride fibers and likewise leathers and hides.
- the above-named products may likewise be applied on textile materials simultaneously with dyeing bodies and then firmly be fixed on the material by a thermal after-treatment.
- there may be'obtained vivid dyeings and prints for instance by padding, spraying and printing fabrics from cotton or regenerated cellulose with solutions or suspensions of acid wool V dyestufl's and of urea derivatives which, when dyestuifs capable of being discharged are used, may be discharged-in known manner so as to obtain white or colored effects.
- aqueous solutions of the products named are mixed with pigments such as titanium dioxide, soot, ultramarine, iron oxide or organic pigments such as azo-dyestufis insoluble in waymerization of the urea compounds the pigments are firmly fixed on the material;
- the dyeings or prints so obtained are very stable against the usual ashing processes. It is not always necessary apply to the fibrous material a mixture of the pigment dyestufl! and the urea derivative, but the pigment dyestuif may also be prepadded, dried and cross-padded with the solution of the urea derivative.
- This process of fixing pigments on fibrous materials is especially suitable for uniformly coloring mixed fabrics or mixed structures, for instance union or halfsilk or mixtures from regenerated cellulose and other fibrous materials which do not possess uniform aflinity for dyestuffs.
- the hydrogen atoms of the ethylene groups may partly or entirely be substituted by methyl, ethyl, propyl, isopropyl, butyl, isobutyl, amyl, isoamyl, decyl, furthermore by phenyl, the methylphenyl radicals, benzyl and orth0, meta and -para-to1yl.
- Two, three or all of the four hydrogen atoms may likewise be substituted by two, three or four different substituents asnamed above.
Landscapes
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Coloring (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE2314968X | 1939-05-27 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US2317965A true US2317965A (en) | 1943-04-27 |
Family
ID=7994539
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US332015A Expired - Lifetime US2317965A (en) | 1939-05-27 | 1940-04-27 | Process of coloring fibrous materials and the materials obtained thereby |
| US332014A Expired - Lifetime US2314968A (en) | 1939-05-27 | 1940-04-27 | Process of impregnating textile materials and the material thus obtained |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US332014A Expired - Lifetime US2314968A (en) | 1939-05-27 | 1940-04-27 | Process of impregnating textile materials and the material thus obtained |
Country Status (4)
Cited By (18)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2458397A (en) * | 1943-11-18 | 1949-01-04 | Courtaulds Ltd | Dyeing of nylon fibers by treating with nitrogenous condensation products |
| US2462428A (en) * | 1943-10-29 | 1949-02-22 | Ciba Ltd | Process of dyeing glass fibers |
| US2893892A (en) * | 1953-12-10 | 1959-07-07 | Ct Tech Ind Dit I Textile De F | Method for the coating of glass threads and tissues with artificial resin |
| US2908543A (en) * | 1956-06-29 | 1959-10-13 | Gen Aniline & Film Corp | Aftertreatment of leather dyeings |
| US2922723A (en) * | 1957-01-31 | 1960-01-26 | Johnson & Johnson | Product and method of manufacture |
| US2925313A (en) * | 1957-04-29 | 1960-02-16 | Union Carbide Corp | Siloxane azo dyestuffs |
| US2925314A (en) * | 1954-02-05 | 1960-02-16 | Basf Ag | Process of dyeing and printing cellulose derivatives |
| US2927839A (en) * | 1957-04-29 | 1960-03-08 | Union Carbide Corp | Siloxane azo dyestuffs |
| US2931693A (en) * | 1957-04-29 | 1960-04-05 | Union Carbide Corp | Silicon azo dyestuff and fibers dyed therewith |
| US2933416A (en) * | 1960-04-19 | Process for fixing figments on | ||
| US2955053A (en) * | 1958-08-20 | 1960-10-04 | Hess Goldsmith & Company | Process for selectively coloring glass fabric and resultant article |
| US2955898A (en) * | 1957-04-29 | 1960-10-11 | Union Carbide Corp | Thiazine dyestuffs and process of dyeing fibrous material |
| US2957744A (en) * | 1957-04-29 | 1960-10-25 | Union Carbide Corp | Silicon-containing ice colors |
| US2961349A (en) * | 1956-08-21 | 1960-11-22 | Hoechst Ag | Process for fixing pigments on fibrous materials |
| US3038776A (en) * | 1960-05-17 | 1962-06-12 | Leon H Chance | Wrinkle resistant cellulose textiles and processes for producing same |
| US3079209A (en) * | 1960-05-24 | 1963-02-26 | Marble Products Company Of Geo | Dyeing natural stones and shells with oil soluble dyes |
| US3295916A (en) * | 1965-09-27 | 1967-01-03 | Allied Chem | Production of wash fast colorations with water-soluble metallized azo dyes |
| US3388964A (en) * | 1965-08-19 | 1968-06-18 | Agriculture Usa | Shrinkproofing wool with dhsocyanates and ethylenimine |
Families Citing this family (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR1068657A (fr) * | 1951-06-28 | 1954-06-30 | Bayer Ag | Procédé pour rendre hydrofuges des textiles, etc. |
| US2764503A (en) * | 1952-08-28 | 1956-09-25 | Du Pont | Coating fabrics |
| US2764504A (en) * | 1952-08-28 | 1956-09-25 | Du Pont | Coating process and products therefrom |
| BE575304A (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) * | 1958-02-10 | 1900-01-01 | ||
| US3148164A (en) * | 1961-04-21 | 1964-09-08 | Pfersee Chem Fab | Means for making textiles water resistant |
| DE1213373B (de) * | 1961-04-22 | 1966-03-31 | Pfersee Chem Fab | Hydrophobiermittel fuer Textilien aller Art |
| US3150000A (en) * | 1961-06-24 | 1964-09-22 | Pfersee Chem Fab | Method and means for treating textiles |
| US3232790A (en) * | 1961-06-24 | 1966-02-01 | Pfersee Chem Fab | Method for treating textile with perfluoroalkyl compounds and the treated textile |
| US3274174A (en) * | 1962-02-14 | 1966-09-20 | Pfersee Chem Fab | N-1, 1-dihydrofluoroalkyl-n'-alkylene urea |
| US3535141A (en) * | 1967-04-17 | 1970-10-20 | Deering Milliken Res Corp | Process for making sail release synthetic textile |
| US4011613A (en) * | 1975-11-18 | 1977-03-15 | The United States Of America As Represented By The Secretary Of Agriculture | Durable-press properties in cotton containing fabrics via polymeric N-methylol reagents |
| JPS595703B2 (ja) | 1981-12-02 | 1984-02-06 | 大和化学工業株式会社 | 繊維製品類の耐洗濯性衛生加工方法 |
| US4696760A (en) * | 1983-12-08 | 1987-09-29 | Nippon Shokubai Kagaku Kogyo Co., Ltd. | Method for production of aqueous dispersion of N-substituted N',N'-alkylene urea |
-
1940
- 1940-04-27 US US332015A patent/US2317965A/en not_active Expired - Lifetime
- 1940-04-27 US US332014A patent/US2314968A/en not_active Expired - Lifetime
- 1940-05-27 FR FR865869D patent/FR865869A/fr not_active Expired
-
1941
- 1941-03-07 NL NL100622A patent/NL54564C/xx active
- 1941-04-15 BE BE439195D patent/BE439195A/xx unknown
- 1941-04-22 BE BE441247D patent/BE441247A/xx unknown
- 1941-04-23 FR FR879159D patent/FR879159A/fr not_active Expired
Cited By (18)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2933416A (en) * | 1960-04-19 | Process for fixing figments on | ||
| US2462428A (en) * | 1943-10-29 | 1949-02-22 | Ciba Ltd | Process of dyeing glass fibers |
| US2458397A (en) * | 1943-11-18 | 1949-01-04 | Courtaulds Ltd | Dyeing of nylon fibers by treating with nitrogenous condensation products |
| US2893892A (en) * | 1953-12-10 | 1959-07-07 | Ct Tech Ind Dit I Textile De F | Method for the coating of glass threads and tissues with artificial resin |
| US2925314A (en) * | 1954-02-05 | 1960-02-16 | Basf Ag | Process of dyeing and printing cellulose derivatives |
| US2908543A (en) * | 1956-06-29 | 1959-10-13 | Gen Aniline & Film Corp | Aftertreatment of leather dyeings |
| US2961349A (en) * | 1956-08-21 | 1960-11-22 | Hoechst Ag | Process for fixing pigments on fibrous materials |
| US2922723A (en) * | 1957-01-31 | 1960-01-26 | Johnson & Johnson | Product and method of manufacture |
| US2931693A (en) * | 1957-04-29 | 1960-04-05 | Union Carbide Corp | Silicon azo dyestuff and fibers dyed therewith |
| US2927839A (en) * | 1957-04-29 | 1960-03-08 | Union Carbide Corp | Siloxane azo dyestuffs |
| US2955898A (en) * | 1957-04-29 | 1960-10-11 | Union Carbide Corp | Thiazine dyestuffs and process of dyeing fibrous material |
| US2957744A (en) * | 1957-04-29 | 1960-10-25 | Union Carbide Corp | Silicon-containing ice colors |
| US2925313A (en) * | 1957-04-29 | 1960-02-16 | Union Carbide Corp | Siloxane azo dyestuffs |
| US2955053A (en) * | 1958-08-20 | 1960-10-04 | Hess Goldsmith & Company | Process for selectively coloring glass fabric and resultant article |
| US3038776A (en) * | 1960-05-17 | 1962-06-12 | Leon H Chance | Wrinkle resistant cellulose textiles and processes for producing same |
| US3079209A (en) * | 1960-05-24 | 1963-02-26 | Marble Products Company Of Geo | Dyeing natural stones and shells with oil soluble dyes |
| US3388964A (en) * | 1965-08-19 | 1968-06-18 | Agriculture Usa | Shrinkproofing wool with dhsocyanates and ethylenimine |
| US3295916A (en) * | 1965-09-27 | 1967-01-03 | Allied Chem | Production of wash fast colorations with water-soluble metallized azo dyes |
Also Published As
| Publication number | Publication date |
|---|---|
| US2314968A (en) | 1943-03-30 |
| BE439195A (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1940-08-31 |
| NL54564C (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1943-05-15 |
| BE441247A (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1941-04-30 |
| FR865869A (fr) | 1941-06-06 |
| FR879159A (fr) | 1943-02-16 |
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