US3708257A - Process for the dyeing of textile material made from mixtures of polyester and cellulosic fibers - Google Patents
Process for the dyeing of textile material made from mixtures of polyester and cellulosic fibers Download PDFInfo
- Publication number
- US3708257A US3708257A US00084544A US3708257DA US3708257A US 3708257 A US3708257 A US 3708257A US 00084544 A US00084544 A US 00084544A US 3708257D A US3708257D A US 3708257DA US 3708257 A US3708257 A US 3708257A
- Authority
- US
- United States
- Prior art keywords
- textile material
- polyester
- dyeing
- acid
- mixtures
- 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
- 239000000835 fiber Substances 0.000 title abstract description 26
- 239000000463 material Substances 0.000 title abstract description 24
- 238000000034 method Methods 0.000 title abstract description 20
- 229920000728 polyester Polymers 0.000 title abstract description 17
- 239000004753 textile Substances 0.000 title abstract description 16
- 238000004043 dyeing Methods 0.000 title abstract description 14
- 239000000203 mixture Substances 0.000 title abstract description 8
- 230000008878 coupling Effects 0.000 abstract description 15
- 238000010168 coupling process Methods 0.000 abstract description 15
- 238000005859 coupling reaction Methods 0.000 abstract description 15
- 230000002378 acidificating effect Effects 0.000 abstract description 9
- 238000006243 chemical reaction Methods 0.000 abstract description 9
- 239000002253 acid Substances 0.000 abstract description 8
- 150000001875 compounds Chemical class 0.000 abstract description 8
- 238000010438 heat treatment Methods 0.000 abstract description 8
- 239000002270 dispersing agent Substances 0.000 abstract description 7
- 150000004982 aromatic amines Chemical class 0.000 abstract description 6
- 239000012670 alkaline solution Substances 0.000 abstract description 5
- 239000000975 dye Substances 0.000 abstract description 5
- 239000007864 aqueous solution Substances 0.000 abstract description 4
- 229920002678 cellulose Polymers 0.000 abstract description 2
- 239000001913 cellulose Substances 0.000 abstract description 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 9
- 239000004744 fabric Substances 0.000 description 7
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 6
- -1 alkane diols Chemical class 0.000 description 6
- 238000005470 impregnation Methods 0.000 description 6
- 239000000243 solution Substances 0.000 description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 6
- 239000000080 wetting agent Substances 0.000 description 6
- 238000009736 wetting Methods 0.000 description 5
- RDOXTESZEPMUJZ-UHFFFAOYSA-N anisole Chemical compound COC1=CC=CC=C1 RDOXTESZEPMUJZ-UHFFFAOYSA-N 0.000 description 4
- 239000007859 condensation product Substances 0.000 description 4
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 3
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 125000003118 aryl group Chemical group 0.000 description 3
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 3
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 3
- MGCGMYPNXAFGFA-UHFFFAOYSA-N 2-amino-5-nitrobenzonitrile Chemical compound NC1=CC=C([N+]([O-])=O)C=C1C#N MGCGMYPNXAFGFA-UHFFFAOYSA-N 0.000 description 2
- WDJHALXBUFZDSR-UHFFFAOYSA-N Acetoacetic acid Natural products CC(=O)CC(O)=O WDJHALXBUFZDSR-UHFFFAOYSA-N 0.000 description 2
- 229920000742 Cotton Polymers 0.000 description 2
- AEMRFAOFKBGASW-UHFFFAOYSA-N Glycolic acid Chemical compound OCC(O)=O AEMRFAOFKBGASW-UHFFFAOYSA-N 0.000 description 2
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 2
- 239000003513 alkali Substances 0.000 description 2
- 239000007900 aqueous suspension Substances 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- WOWBFOBYOAGEEA-UHFFFAOYSA-N diafenthiuron Chemical compound CC(C)C1=C(NC(=S)NC(C)(C)C)C(C(C)C)=CC(OC=2C=CC=CC=2)=C1 WOWBFOBYOAGEEA-UHFFFAOYSA-N 0.000 description 2
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 description 2
- 235000014113 dietary fatty acids Nutrition 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 229930195729 fatty acid Natural products 0.000 description 2
- 239000000194 fatty acid Substances 0.000 description 2
- 150000004665 fatty acids Chemical class 0.000 description 2
- PSGAAPLEWMOORI-PEINSRQWSA-N medroxyprogesterone acetate Chemical compound C([C@@]12C)CC(=O)C=C1[C@@H](C)C[C@@H]1[C@@H]2CC[C@]2(C)[C@@](OC(C)=O)(C(C)=O)CC[C@H]21 PSGAAPLEWMOORI-PEINSRQWSA-N 0.000 description 2
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 2
- UZKWTJUDCOPSNM-UHFFFAOYSA-N methoxybenzene Substances CCCCOC=C UZKWTJUDCOPSNM-UHFFFAOYSA-N 0.000 description 2
- 229920000139 polyethylene terephthalate Polymers 0.000 description 2
- 239000005020 polyethylene terephthalate Substances 0.000 description 2
- 150000003142 primary aromatic amines Chemical class 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- 238000005406 washing Methods 0.000 description 2
- DRBLTDRGXNXHFZ-UHFFFAOYSA-N (2-methylphenyl)cyanamide Chemical class CC1=CC=CC=C1NC#N DRBLTDRGXNXHFZ-UHFFFAOYSA-N 0.000 description 1
- OGNVQLDIPUXYDH-ZPKKHLQPSA-N (2R,3R,4S)-3-(2-methylpropanoylamino)-4-(4-phenyltriazol-1-yl)-2-[(1R,2R)-1,2,3-trihydroxypropyl]-3,4-dihydro-2H-pyran-6-carboxylic acid Chemical compound CC(C)C(=O)N[C@H]1[C@H]([C@H](O)[C@H](O)CO)OC(C(O)=O)=C[C@@H]1N1N=NC(C=2C=CC=CC=2)=C1 OGNVQLDIPUXYDH-ZPKKHLQPSA-N 0.000 description 1
- QZYDOKBVZJLQCK-UHFFFAOYSA-N 1,2-diethoxybenzene Chemical compound CCOC1=CC=CC=C1OCC QZYDOKBVZJLQCK-UHFFFAOYSA-N 0.000 description 1
- RUFPHBVGCFYCNW-UHFFFAOYSA-N 1-naphthylamine Chemical class C1=CC=C2C(N)=CC=CC2=C1 RUFPHBVGCFYCNW-UHFFFAOYSA-N 0.000 description 1
- BRPSAOUFIJSKOT-UHFFFAOYSA-N 2,3-dichloroaniline Chemical class NC1=CC=CC(Cl)=C1Cl BRPSAOUFIJSKOT-UHFFFAOYSA-N 0.000 description 1
- XYLCZDWOYJRTGC-UHFFFAOYSA-N 2-(4-aminophenoxy)acetonitrile Chemical class NC1=CC=C(OCC#N)C=C1 XYLCZDWOYJRTGC-UHFFFAOYSA-N 0.000 description 1
- PXBFMLJZNCDSMP-UHFFFAOYSA-N 2-Aminobenzamide Chemical class NC(=O)C1=CC=CC=C1N PXBFMLJZNCDSMP-UHFFFAOYSA-N 0.000 description 1
- YAZSBRQTAHVVGE-UHFFFAOYSA-N 2-aminobenzenesulfonamide Chemical class NC1=CC=CC=C1S(N)(=O)=O YAZSBRQTAHVVGE-UHFFFAOYSA-N 0.000 description 1
- MWGATWIBSKHFMR-UHFFFAOYSA-N 2-anilinoethanol Chemical compound OCCNC1=CC=CC=C1 MWGATWIBSKHFMR-UHFFFAOYSA-N 0.000 description 1
- DPJCXCZTLWNFOH-UHFFFAOYSA-N 2-nitroaniline Chemical compound NC1=CC=CC=C1[N+]([O-])=O DPJCXCZTLWNFOH-UHFFFAOYSA-N 0.000 description 1
- KQZBSZUGKSCFBL-UHFFFAOYSA-N 2-phenyldiazenylaniline Chemical class NC1=CC=CC=C1N=NC1=CC=CC=C1 KQZBSZUGKSCFBL-UHFFFAOYSA-N 0.000 description 1
- XJCVRTZCHMZPBD-UHFFFAOYSA-N 3-nitroaniline Chemical compound NC1=CC=CC([N+]([O-])=O)=C1 XJCVRTZCHMZPBD-UHFFFAOYSA-N 0.000 description 1
- AIARLPIXVMHZLJ-UHFFFAOYSA-N 4,8-diamino-2-bromo-1,5-dihydroxyanthracene-9,10-dione Chemical compound O=C1C2=C(N)C=C(Br)C(O)=C2C(=O)C2=C1C(O)=CC=C2N AIARLPIXVMHZLJ-UHFFFAOYSA-N 0.000 description 1
- KLZPLKQRIOMCLB-UHFFFAOYSA-N 4-(2-nitroethoxy)aniline Chemical class NC1=CC=C(OCC[N+]([O-])=O)C=C1 KLZPLKQRIOMCLB-UHFFFAOYSA-N 0.000 description 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 description 1
- XWPDPFLBSAPRCO-UHFFFAOYSA-N 4-(chloromethoxy)aniline Chemical class NC1=CC=C(OCCl)C=C1 XWPDPFLBSAPRCO-UHFFFAOYSA-N 0.000 description 1
- PZDXDOLQKQBWJV-UHFFFAOYSA-N 4-(nitromethoxy)aniline Chemical class NC1=CC=C(OC[N+]([O-])=O)C=C1 PZDXDOLQKQBWJV-UHFFFAOYSA-N 0.000 description 1
- NPDACUSDTOMAMK-UHFFFAOYSA-N 4-Chlorotoluene Chemical compound CC1=CC=C(Cl)C=C1 NPDACUSDTOMAMK-UHFFFAOYSA-N 0.000 description 1
- YJKJAYFKPIUBAW-UHFFFAOYSA-N 9h-carbazol-1-amine Chemical class N1C2=CC=CC=C2C2=C1C(N)=CC=C2 YJKJAYFKPIUBAW-UHFFFAOYSA-N 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 1
- 229920002284 Cellulose triacetate Polymers 0.000 description 1
- FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 description 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- IGFHQQFPSIBGKE-UHFFFAOYSA-N Nonylphenol Natural products CCCCCCCCCC1=CC=C(O)C=C1 IGFHQQFPSIBGKE-UHFFFAOYSA-N 0.000 description 1
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 1
- 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 1
- NNLVGZFZQQXQNW-ADJNRHBOSA-N [(2r,3r,4s,5r,6s)-4,5-diacetyloxy-3-[(2s,3r,4s,5r,6r)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxy-6-[(2r,3r,4s,5r,6s)-4,5,6-triacetyloxy-2-(acetyloxymethyl)oxan-3-yl]oxyoxan-2-yl]methyl acetate Chemical compound O([C@@H]1O[C@@H]([C@H]([C@H](OC(C)=O)[C@H]1OC(C)=O)O[C@H]1[C@@H]([C@@H](OC(C)=O)[C@H](OC(C)=O)[C@@H](COC(C)=O)O1)OC(C)=O)COC(=O)C)[C@@H]1[C@@H](COC(C)=O)O[C@@H](OC(C)=O)[C@H](OC(C)=O)[C@H]1OC(C)=O NNLVGZFZQQXQNW-ADJNRHBOSA-N 0.000 description 1
- YIMQCDZDWXUDCA-UHFFFAOYSA-N [4-(hydroxymethyl)cyclohexyl]methanol Chemical compound OCC1CCC(CO)CC1 YIMQCDZDWXUDCA-UHFFFAOYSA-N 0.000 description 1
- 238000005299 abrasion Methods 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 239000004411 aluminium Substances 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- PYKYMHQGRFAEBM-UHFFFAOYSA-N anthraquinone Natural products CCC(=O)c1c(O)c2C(=O)C3C(C=CC=C3O)C(=O)c2cc1CC(=O)OC PYKYMHQGRFAEBM-UHFFFAOYSA-N 0.000 description 1
- 150000004056 anthraquinones Chemical class 0.000 description 1
- DMLAVOWQYNRWNQ-UHFFFAOYSA-N azobenzene Chemical class C1=CC=CC=C1N=NC1=CC=CC=C1 DMLAVOWQYNRWNQ-UHFFFAOYSA-N 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000004305 biphenyl Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 150000001844 chromium Chemical class 0.000 description 1
- 239000000306 component Substances 0.000 description 1
- 230000002950 deficient Effects 0.000 description 1
- 239000007857 degradation product Substances 0.000 description 1
- 150000004985 diamines Chemical class 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 235000019253 formic acid Nutrition 0.000 description 1
- 125000000623 heterocyclic group Chemical group 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 229910000403 monosodium phosphate Inorganic materials 0.000 description 1
- 235000019799 monosodium phosphate Nutrition 0.000 description 1
- RZLBOHUWUYLABB-UHFFFAOYSA-N n-(2,3-dimethylphenyl)nitramide Chemical class CC1=CC=CC(N[N+]([O-])=O)=C1C RZLBOHUWUYLABB-UHFFFAOYSA-N 0.000 description 1
- APVPOHHVBBYQAV-UHFFFAOYSA-N n-(4-aminophenyl)sulfonyloctadecanamide Chemical compound CCCCCCCCCCCCCCCCCC(=O)NS(=O)(=O)C1=CC=C(N)C=C1 APVPOHHVBBYQAV-UHFFFAOYSA-N 0.000 description 1
- SHLTXWFNRJQZTQ-UHFFFAOYSA-N n-chloro-2-methylaniline Chemical class CC1=CC=CC=C1NCl SHLTXWFNRJQZTQ-UHFFFAOYSA-N 0.000 description 1
- KUDPGZONDFORKU-UHFFFAOYSA-N n-chloroaniline Chemical class ClNC1=CC=CC=C1 KUDPGZONDFORKU-UHFFFAOYSA-N 0.000 description 1
- PSZYNBSKGUBXEH-UHFFFAOYSA-N naphthalene-1-sulfonic acid Chemical class C1=CC=C2C(S(=O)(=O)O)=CC=CC2=C1 PSZYNBSKGUBXEH-UHFFFAOYSA-N 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 238000006386 neutralization reaction Methods 0.000 description 1
- MGFYIUFZLHCRTH-UHFFFAOYSA-N nitrilotriacetic acid Chemical compound OC(=O)CN(CC(O)=O)CC(O)=O MGFYIUFZLHCRTH-UHFFFAOYSA-N 0.000 description 1
- SNQQPOLDUKLAAF-UHFFFAOYSA-N nonylphenol Chemical compound CCCCCCCCCC1=CC=CC=C1O SNQQPOLDUKLAAF-UHFFFAOYSA-N 0.000 description 1
- 150000004986 phenylenediamines Chemical class 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 230000017854 proteolysis Effects 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 239000001632 sodium acetate Substances 0.000 description 1
- 235000017281 sodium acetate Nutrition 0.000 description 1
- AJPJDKMHJJGVTQ-UHFFFAOYSA-M sodium dihydrogen phosphate Chemical compound [Na+].OP(O)([O-])=O AJPJDKMHJJGVTQ-UHFFFAOYSA-M 0.000 description 1
- 239000001488 sodium phosphate Substances 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 239000002689 soil Substances 0.000 description 1
- 125000005504 styryl group Chemical group 0.000 description 1
- 229920002994 synthetic fiber Polymers 0.000 description 1
- 239000012209 synthetic fiber Substances 0.000 description 1
- 239000011975 tartaric acid Substances 0.000 description 1
- 235000002906 tartaric acid Nutrition 0.000 description 1
- 239000002699 waste material Substances 0.000 description 1
Classifications
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- 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
- D06P3/34—Material containing ester groups
- D06P3/52—Polyesters
- D06P3/54—Polyesters using dispersed dyestuffs
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- 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
- D06P3/68—Preparing azo dyes on the material
-
- 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
- D06P3/8238—Textiles which contain different kinds of fibres fibres of different chemical nature mixtures of fibres containing hydroxyl and ester groups using different kinds of dye
- D06P3/8257—Textiles which contain different kinds of fibres fibres of different chemical nature mixtures of fibres containing hydroxyl and ester groups using different kinds of dye using dispersed and azo dyes prepared in situ
-
- 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
- Y10S8/933—Thermosol dyeing, thermofixation or dry heat fixation or development
Definitions
- the cause of the deficient fastness to rubbing may be seen in the fact that during development a certain portion of the water-insoluble azo dyestuif is formed in the surface zone of the polyester fiber portion and is not removed during the following washing process. This dyestutf which sticks to the polyester fiber portion is rubbed off on abrasion of the dyed fabric by means of undyed material and renders the dyeing substantially useless.
- This invention is based on the observation that the aforesaid disadvantages in the dyeing of textile material made from mixtures of polyester and cellulosic fibers can be overcome by impregnating said textile material with alkaline solutions containing a coupling component as well as wetting or dispersing agents, drying and subsequently treating the material with aqueous solutions of acidic agents which contain a diazotized aromatic amine and a compound having an acidic reaction, drying, impregnating with at least one disperse dyestutf and then subjecting it to a heat-treatment.
- the textile material for example mixed fabrics made from polyester and cellulosic fibers
- an alkaline solution containing a coupling component as well as wetting or dispersing agents
- squeezed and then dried the alkali concentration of the impreg nation bath should be kept at such a high level which ensures non-precipitation of the coupling component during impregnation.
- the textile material is impregnated with a solution containing compounds having an acidic reaction, a diazotized primary aromatic amine, as Well as, if desired or required, a dispersing agent.
- the concentration of the compounds having an acidic reaction should be at a level which ensures neutralization of the alkali applied to the textile material together with the coupling component in the alkaline impregnation process, and the material to be dyed should have a pH-value of from 4 to 7.
- the goods are subsequently treated in a neutral or alkaline cold or warm bath in order to complete coupling.
- the material After dyestuff formation, the material is subjected to an alkaline after-treatment in usual manner at boiling temperatures, rinsed and dried. Subsequently, it is impregnated with the aqueous suspension of at least one disperse dyestuif, squeezed, dried and the textile material is subjected to a heat-treatment in the range of from about 170 to 220 C. This heat-treatment may be carried out by means of hot air or contact heat. In the process of the invention, remainders of the insoluble azo dyestufi, which had not been washed out before, and the disperse dyestuff applied at last, migrate into the interior of the polyester fiber during the heat treatment and are there fixed. Finally, the material is subjected to an alkaline after-treatment, rinsed and dried.
- the azo dyestuif is obtained in full yield and clearness.
- the dyeingsobtained have a better fastness to rubbing than dyeings .with which first the disperse dyestutf was fixed separately by heat-treatment on the polyester fiber portion and the water-insoluble azo dyestutf was subsequently produced on the cellulosic fiber portion in known manner.
- textile material to be dyed examples include mixtures containing between 25% of polyester and of cellulosic fibers and 70% of polyester and 30% of cellulosic fibers.
- Suitable polyester fibers in the blend are fibers made from aromatic polyesters, for example from terephthalic acid or diphenyl-4,4'-dicarboxylic acid and alkane diols or 1,4-cyclohexane-di-methanol, as well as those consisting of triacetyl cellulose.
- the cellulosic fiber portion may be of natural or regenerated origin.
- Examples of the coupling components to be used in the process of the invention are especially aromatic ohydroxycarboxylic acid arylamides or acylacetic acid arylamides, 6-bromoor 6-alkoxy-2,3-hydroxynaphthoic acid arylamides or acetoacetic acid arylamides which have a low to medium substantivity towards cellulosic fibers.
- coupling components having a high substantivity towards cellulosic fibers may also be used, for example the condensation products from 2,3-hydroxynaphthoic acid and polynuclear, isocyclic and heterocyclic amines, for example aminonaphthalenes, aminocarbazoles or aminodiphenyleneoxides.
- diazotized primary aromatic amines monoor diamines may be used, for example diazotized chloroanilines, dichloroanilines, chlorotoluidines, chloroanisidines, nitranilines, nitrotoluidenes, nitroanisidines, nitroxylidines, nitrophenetidines, cyanotoluidines, cyanoanisidines, aminobenzene sulfonic acid amides, aminobenzene carboxylic acid amides, aminophenyl-alkylsulfones, aminophenyl-arylsulfones or aminophenyl-aralkylsulfones, aminodiphenyl ethers, trifiuoromethylanilines, monoacylated phenylenediamines, aminoazobenzenes, as well as tetrazo- 4,4'-diamino-diphenyls.
- Suitable wetting or dispersing agents in the alkaline impregnation bath are condensation products from highmolecular fatty acids and protein degradation products, condensation products from high-molecular fatty acids 4 passed into water of the temperature of 60 C., subsequently subjected to alkaline washing and dried. The material was then impregnated 'by means of an aqueous suspension of 40 g. of the disperse dyestuif: aniline 1-(2',3'-
- the compounds having an acidic reaction may be orin such a way that the goods were heated for 30-60 secganic acids, for example acetic acid, formic acid, propionds to 1-80" C.-210 C.
- the fabric was after-treated, at boihng templex chromium salts of the acetic acid which have weakly perature, with a solution containing 2 g. of a 30% reacidic reaction or other salts having an acidic reaction, action product of about 10 mols of ethylene oxide with for example monosodium phosphate or aluminium 1 mol of nonylphenol, 2 ml. of a 25% solution of the sulf t sodium salt of nitrilotriacetic acid and 2 g.
- dyestuffs there may be used such dyestuffs carbonate per liter of water and then rinsed hot and which are suitable for the Thermosol process on account cold-
- the after-treatment 0f the y fahl'lc might also o of their thermal propertles, 1.e. dyestufis which are capabe calmed out at 60 95 111 a bath Contalhlhg, ble of dyeing polyester fibers at temperatures in the range Per hter of water 3 a mlxture of 63% Perchlom' of from 170 to 220 C. and which do not soil the dyeii f g gig ing equipment on account of high volatility.
- Suitable dis- 2 g fi g 'gi g perse dyestuffs of the azo and anthraquinone series are p g 0 described in colouplndex second edition 1959 vol 1 of the SOdllllIl salt of mtrilo-triacetic acid. An intense red 1659 1742 d S 1 1963 S dyeing having good fastness properties was obtained.
- Coupling component Diazo component Disperse dyestufi Shade 1-(2',3 -hydroxynaphthoylamino)-2- l-arnino-3-chlorobenzenel-amino4-phenylazonaphthalenephenol Orange.
- methoxybenzene 2,3-hydroxynaphthoylaminobenzene. l-amlno-2-nitro-4-ehlorobenzene.. l-amino-4-nitrobenzener3-methy1-N,N-bis-B- Red.
- dichloro-4-n1tro-1,l-azobenzene acetylamino-N,N'bis-(fi-aeetoxyethyl)-an.iline plus lamino-3-nitrobenzene- 4-hydroxy-l-methylcarbostyryl plus 1-amino-2-cyano-4-nitrobenzene N-B- cyanoethyl-N-fl-carbomethoxyethylaniline. 1-(2,3-hydroxynaphthoylamino)-2, do 1-amino-2-bromo-4,G-dinitro-benzene 2'ethoxy-5- Do.
- a process for the dyeing of textile material consisting of mixtures of polyester and cellulosic fibers, wherein said textile material is impregnated with an alkaline solution containing a substantive coupling component, as well as a wetting or dispersing agent, dried, subsequently treated with an acid aqueous solution containing a diazotized aromatic amine and a compound having an acidic reaction, dried, impregnated with at least one disperse dyestufi and then subjected to a heat-treatment.
- the coupling component is an aromatic or heterocyclic ohydroxycarboxylic acid arylamide or an acetoacetic acid arylamide.
- a process as claimed in claim i a disperse Schmidlin, Preparation and Dyeing of Synthetic Fibers, dyestufi anthmqmime 5 Publ. April 1963 by Chapman & Hall Ltd pp 264274 5.
- a process as claimed in claim 1, wherein the heat- DuPont Bulletin D438 March 1970 treatment is effected at a. temperature within the range 10 I I of from to C. GEORGE F.
Landscapes
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Chemical & Material Sciences (AREA)
- Dispersion Chemistry (AREA)
- Coloring (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19691954294 DE1954294A1 (de) | 1969-10-29 | 1969-10-29 | Verfahren zum Faerben von Textilmaterial aus Mischungen von Polyesterfasern mit Cellulosefasern |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US3708257A true US3708257A (en) | 1973-01-02 |
Family
ID=5749478
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US00084544A Expired - Lifetime US3708257A (en) | 1969-10-29 | 1970-10-27 | Process for the dyeing of textile material made from mixtures of polyester and cellulosic fibers |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US3708257A (enrdf_load_stackoverflow) |
| BE (1) | BE758081A (enrdf_load_stackoverflow) |
| CH (2) | CH540390A (enrdf_load_stackoverflow) |
| DE (1) | DE1954294A1 (enrdf_load_stackoverflow) |
| FR (1) | FR2065569B1 (enrdf_load_stackoverflow) |
| GB (1) | GB1311700A (enrdf_load_stackoverflow) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3961884A (en) * | 1973-09-15 | 1976-06-08 | Hoechst Aktiengesellschaft | Process for dyeing textile material of polyester fiber/cellulose blends |
| US4212648A (en) * | 1977-09-09 | 1980-07-15 | Hoechst Aktiengesellschaft | Process for the printing of cellulose fiber fabrics |
| US4212646A (en) * | 1977-09-09 | 1980-07-15 | Hoechst Aktiengesellschaft | Process for the printing of mixed fabrics of polyester and cellulose fibers |
-
0
- BE BE758081D patent/BE758081A/xx unknown
-
1969
- 1969-10-29 DE DE19691954294 patent/DE1954294A1/de active Pending
-
1970
- 1970-10-26 CH CH1582170A patent/CH540390A/de unknown
- 1970-10-26 CH CH1582170D patent/CH1582170A4/xx unknown
- 1970-10-27 US US00084544A patent/US3708257A/en not_active Expired - Lifetime
- 1970-10-28 FR FR7038871A patent/FR2065569B1/fr not_active Expired
- 1970-10-28 GB GB5120270A patent/GB1311700A/en not_active Expired
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3961884A (en) * | 1973-09-15 | 1976-06-08 | Hoechst Aktiengesellschaft | Process for dyeing textile material of polyester fiber/cellulose blends |
| US4212648A (en) * | 1977-09-09 | 1980-07-15 | Hoechst Aktiengesellschaft | Process for the printing of cellulose fiber fabrics |
| US4212646A (en) * | 1977-09-09 | 1980-07-15 | Hoechst Aktiengesellschaft | Process for the printing of mixed fabrics of polyester and cellulose fibers |
Also Published As
| Publication number | Publication date |
|---|---|
| CH1582170A4 (enrdf_load_stackoverflow) | 1973-04-13 |
| FR2065569A1 (enrdf_load_stackoverflow) | 1971-07-30 |
| CH540390A (de) | 1973-04-13 |
| FR2065569B1 (enrdf_load_stackoverflow) | 1976-03-19 |
| BE758081A (fr) | 1971-04-27 |
| DE1954294A1 (de) | 1971-05-06 |
| GB1311700A (en) | 1973-03-28 |
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