DE1469712A1 - Process for dyeing structures made of polyester or cellulose triacetate - Google Patents
Process for dyeing structures made of polyester or cellulose triacetateInfo
- Publication number
- DE1469712A1 DE1469712A1 DE19641469712 DE1469712A DE1469712A1 DE 1469712 A1 DE1469712 A1 DE 1469712A1 DE 19641469712 DE19641469712 DE 19641469712 DE 1469712 A DE1469712 A DE 1469712A DE 1469712 A1 DE1469712 A1 DE 1469712A1
- Authority
- DE
- Germany
- Prior art keywords
- ether
- dyeing
- cellulose triacetate
- polyester
- structures made
- 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.)
- Pending
Links
- 238000004043 dyeing Methods 0.000 title claims description 8
- 238000000034 method Methods 0.000 title claims description 8
- 229920002284 Cellulose triacetate Polymers 0.000 title claims description 5
- 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 title claims description 5
- 229920000728 polyester Polymers 0.000 title claims description 5
- 239000000975 dye Substances 0.000 claims description 8
- 150000002170 ethers Chemical class 0.000 claims description 5
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 2
- 239000004744 fabric Substances 0.000 claims description 2
- 229910052736 halogen Inorganic materials 0.000 claims description 2
- 125000005843 halogen group Chemical group 0.000 claims description 2
- 150000002367 halogens Chemical class 0.000 claims description 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 2
- 239000001301 oxygen Substances 0.000 claims description 2
- 229910052760 oxygen Inorganic materials 0.000 claims description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 2
- 229920006395 saturated elastomer Polymers 0.000 claims description 2
- 125000001931 aliphatic group Chemical group 0.000 claims 1
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 12
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- 239000000986 disperse dye Substances 0.000 description 3
- 239000003995 emulsifying agent Substances 0.000 description 3
- 239000000835 fiber Substances 0.000 description 3
- -1 propenyl-2,4 -dichlorophenyl-ether Chemical compound 0.000 description 3
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 2
- 239000002202 Polyethylene glycol Substances 0.000 description 2
- 239000000460 chlorine Substances 0.000 description 2
- 229910052801 chlorine Inorganic materials 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 229920001223 polyethylene glycol Polymers 0.000 description 2
- KKEYFWRCBNTPAC-UHFFFAOYSA-L terephthalate(2-) Chemical compound [O-]C(=O)C1=CC=C(C([O-])=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-L 0.000 description 2
- KZYAYVSWIPZDKL-UHFFFAOYSA-N 1,4-diamino-2,3-dichloroanthracene-9,10-dione Chemical compound O=C1C2=CC=CC=C2C(=O)C2=C1C(N)=C(Cl)C(Cl)=C2N KZYAYVSWIPZDKL-UHFFFAOYSA-N 0.000 description 1
- KPUQILRBGVUAFH-UHFFFAOYSA-N 2,4-dichloro-1-(chloromethoxy)benzene Chemical compound ClCOC1=CC=C(Cl)C=C1Cl KPUQILRBGVUAFH-UHFFFAOYSA-N 0.000 description 1
- MCSXGCZMEPXKIW-UHFFFAOYSA-N 3-hydroxy-4-[(4-methyl-2-nitrophenyl)diazenyl]-N-(3-nitrophenyl)naphthalene-2-carboxamide Chemical compound Cc1ccc(N=Nc2c(O)c(cc3ccccc23)C(=O)Nc2cccc(c2)[N+]([O-])=O)c(c1)[N+]([O-])=O MCSXGCZMEPXKIW-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
- 238000010521 absorption reaction Methods 0.000 description 1
- 230000001133 acceleration Effects 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 125000000129 anionic group Chemical group 0.000 description 1
- 238000004040 coloring Methods 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 125000003700 epoxy group Chemical group 0.000 description 1
- 239000010408 film Substances 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 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
- 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
- D06P1/651—Compounds without nitrogen
- D06P1/65106—Oxygen-containing compounds
- D06P1/65131—Compounds containing ether or acetal groups
-
- 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
- D06P3/36—Material containing ester groups 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
- D06P3/34—Material containing ester groups
- D06P3/52—Polyesters
- D06P3/54—Polyesters using dispersed dyestuffs
Landscapes
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Chemical & Material Sciences (AREA)
- Dispersion Chemistry (AREA)
- Coloring (AREA)
Description
Verfahren zum Färben von Gebilden aus Polyestern oder Cellulosetriacetat Die vorliegende Erfindung betrifft ein Verfahren zum Färben von Gebilden aus Polyestern oder Cellulosetriacetat mit Dispersionsfarbatoffen oder Entwicklungsfarbstoffen. Das Verfahren besteht darin, dass man das Färben in Gegenwart von Äthern der allgemeinen Formel R1 - 0 - R2 durchführt, in der R@ einen gesättigten oder ungesättigten aliphatischen Kohlenwasserstoffrest, in welchem ein oder mehrere Wasserstoffatome durch Halogen, insbesondere-Chlor, bzw. durch Sauerstoff, insbesondere in Form der Epoxidgruppe, ersetzt sein können, bedeutet und in der R2 für einen Phenyl-oder Ozydiphenylrest, der durch einen oder mehrere niedere Alkylreate, insbesondere Methyl, und/oder durch Halogenatome, insbesondere Chlor, substituiert sein kann, gteht, wobei B-Chloräthylchlorphenyläther der Formel in der n eine Zahl von 1 bis 5 ist, ausgenommen sind. Geeignete Vertreter der erfindungsgemäss zu verwendenden Äther sind z.B. Chlormetnyl-2,4-dichlorphenyl-äther, H-Chloräthyl-phenyl-äther, B-Chloräthyl-p-chlortolyl-äther, B-Chloräthyl-xylyl-äther, Propenyl-2,4-dichlorphenyl-äther, 'tChlorpropyl-2,4-dichlorphenyl-äther, Epoxypropyl-2,4-dichlorphenyl-äther, Butenyl-2,4-dichlorphenyl-äther, B-Chloräthyl-p-oxydiphenyl-äther und B-Chloräthyl-o-oxydiphenyläther.Process for dyeing structures made of polyesters or cellulose triacetate The present invention relates to a process for dyeing structures made of polyesters or cellulose triacetate with disperse dyes or developing dyes. The process consists in dyeing in the presence of ethers of the general formula R1 - 0 - R2, in which R @ is a saturated or unsaturated aliphatic hydrocarbon radical in which one or more hydrogen atoms are replaced by halogen, in particular chlorine, or by Oxygen, in particular in the form of the epoxide group, can be replaced, and in which R2 stands for a phenyl or ozydiphenyl radical which can be substituted by one or more lower alkyl createers, in particular methyl, and / or by halogen atoms, in particular chlorine, where B-Chloräthylchlorphenyläther of the formula in which n is a number from 1 to 5 are excluded. Suitable representatives of the ethers to be used according to the invention are, for example, chloromethyl-2,4-dichlorophenyl-ether, H-chloroethyl-phenyl-ether, B-chloroethyl-p-chlorotolyl-ether, B-chloroethyl-xylyl-ether, propenyl-2,4 -dichlorophenyl-ether, 't-chloropropyl-2,4-dichlorophenyl-ether, epoxypropyl-2,4-dichlorophenyl-ether, butenyl-2,4-dichlorophenyl-ether, B-chloroethyl-p-oxydiphenyl-ether and B-chloroethyl- o-oxydiphenyl ether.
Das erfindungsgemässe Verfahren gestattet, Gebilde, z.B. Fäden, Fasern, Gewebe und Folien, aus Polyestern, vom Polyäthylenglykolterephthalat-Typ oder aus Cellulosetriacetat mit Dispersionafarbstoffen oder Entwicklungsfarbstoffen in tiefen Tönen unter erheblicher Beschleunigung der Farbstoffaufnahme zu färben. The process according to the invention allows structures, for example threads, fibers, fabrics and films, made of polyesters, of the polyethylene glycol terephthalate type or of cellulose triacetate to be colored with disperse dyes or developing dyes in deep shades with considerable acceleration of dye absorption.
Die erforderlichen Mengen an den erfindungsgemäss zu verwendenden Äthern lassen sich durch Vorversuche von Fall zu Fall leicht ermitteln; im allgemeinen erweisen sich Mengen von 1 bis 5 g pro Liter Färbeflotte je nach der gewünschten Tiefe der. Ausfärbung als ausreichend. Da die Äther wasserunlöslich sind, ist dafür zu sorgen, dann sie im Färbebad in emulgierter Form vorliegen; zu diesem Zweck kann man sie in Form von Lösungen in organischen Lösungsalitteln, z.B. in heißem Alkohol oder Dioxan, zu den Färbebädern, die einen Emulgator oder ein Emulgatorgemisch enthalten, zusetzen; man kann aber auch so vorgehen, dass man den Färbebädern Mischungen aus den Äthers und Emulgatoren zusetzt. Als ämulatoren kommen vor allem anionaktive und/oder nichtionogene Verbindungen in Betracht.The required amounts of the ethers to be used according to the invention can easily be determined from case to case by preliminary tests; in general, amounts of 1 to 5 g per liter of dye liquor prove to be, depending on the desired depth of the. Coloring as sufficient. Since the ethers are insoluble in water, care must be taken that they are present in the dyebath in emulsified form; for this purpose , they can be added in the form of solutions in organic solvents, for example in hot alcohol or dioxane, to the dyebaths which contain an emulsifier or an emulsifier mixture; but one can also proceed in such a way that mixtures of the ether and emulsifiers are added to the dyebaths. Particularly suitable emulators are anionic and / or nonionic compounds .
Geeignete Dispersionafarbstoffe und Entwicklungsfarbstoffe sind z.B. in Diserens, "Die neuesten Fortschritte in der Anwendung der Farbstoffe", z. Band, 2. Auflage, (1949), Seite 254 ff. bzw, 1. Band, 2. Auflage, (1946), Seite 304 ff. beschrieben. Beispiel l: Fasern aus Polyäthylenglykolterephthalat werden im Flottenverhältnis 1140 in ein wässriges Bad eingebracht, welches im Liter 0,75 g 4 jp-Toluiding7-1-oxyanthrachinon und 2 g Natriumoleoyl-methyl-taurid enthält; das Bad wird dann auf .96 - 980C erwärmt und pro Liter Flotte mit 2,5 g ß-Chloräthylp-chlortolyläther gelöst in heissem Alkohol, versetzt. Anschliessend werden die Fasern zwei Stunden bei 96 - 980C in dem Bad bewegt, hiernach gespült und getrocknet. Man erhält eine tiefe Blaufärbung mit ausgezeichneter Licht- echtheit. .Suitable disperse dyes and developing dyes are, for example, in Diserens, "The latest advances in the use of dyes", e.g. Volume, 2nd edition, (1949), page 254 ff. Or, 1st volume, 2nd edition, (1946), page 304 ff . Example 1: Fibers made of polyethylene glycol terephthalate are introduced into an aqueous bath in a liquor ratio of 1140, which contains 0.75 g of 4 JP-toluidine7-1-oxyanthraquinone and 2 g of sodium oleoylmethyl tauride per liter; the bath is then heated to .96-980C and 2.5 g of ß-chloroethylp-chlorotolyl ether dissolved in hot alcohol are added per liter of liquor. The fibers are then moved for two hours at 96-980C in the bath, after which they are rinsed and dried. A deep blue coloration with excellent light fastness is obtained. .
Beispiel 2: Man verfährt wie in Beispiel i bschrieben,jedoch mit dem Unterschied, daß man der zum Färben verwendeten Flotte statt 2,5 g ß-Chloräthyl-p-chlortolyläther 2,5 g Propenyl-2,4-dichlorphenyläther gelöst in heißem Alkohol, 2,5 g Epoxypropyl-2,4-dichlor-phenyläther gelöst in heißem Dioxan oder 2,5 g ß-Chloräthyl-p-oxydiphenyläther, gelöst in heißem Dioxan, zusetzt. Man erhält dann ebenfalls eine tiefe Blaufärbung mit ausgezeichneter Lichtechtheit. Example 2: The procedure is as described in Example i, with the difference that the liquor used for dyeing is dissolved in hot alcohol instead of 2.5 g of β-chloroethyl-p-chlorotolyl ether, 2.5 g of propenyl-2,4-dichlorophenyl ether , 2.5 g of epoxypropyl-2,4-dichlorophenyl ether dissolved in hot dioxane or 2.5 g of ß-chloroethyl-p-oxydiphenyl ether, dissolved in hot dioxane, are added. A deep blue coloration with excellent lightfastness is then also obtained.
Verwendet man in den obigen Beispielen ein Färbebad, welchen anstelle von 0,75 g 4-p-Toluidino,7-1-oxyanthrachinon 0,5 g 1-Amino-2-brom-4-oxyanthrachinon oder 0,5 g 1,4-Diamino-2,3-dichlor-anthrachinon enthält, so erzielt man bei sonst gleicher Arbeitsweise eine tiefrote bzw. violette lichtechte Färbung von ausgezeichneter Farbfülle und hervorragender Echtheit.In the above examples, a dye bath is used which, instead of 0.75 g of 4-p-toluidino, 7-1-oxyanthraquinone, 0.5 g of 1-amino-2-bromo-4-oxyanthraquinone or 0.5 g of 1,4 -Diamino-2,3-dichloro-anthraquinone, a deep red or violet lightfast dyeing of excellent color richness and excellent fastness is achieved with otherwise the same procedure.
Ze A 909 Ze A 909
Claims (1)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEF0044755 | 1964-12-18 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE1469712A1 true DE1469712A1 (en) | 1969-01-02 |
Family
ID=7100168
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19641469712 Pending DE1469712A1 (en) | 1964-12-18 | 1964-12-18 | Process for dyeing structures made of polyester or cellulose triacetate |
Country Status (4)
| Country | Link |
|---|---|
| BE (1) | BE673956A (en) |
| DE (1) | DE1469712A1 (en) |
| FR (1) | FR1469057A (en) |
| NL (1) | NL6516358A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6024796A (en) * | 1998-06-26 | 2000-02-15 | University Of Kentucky Research Foundation | Wet scrubber and paint spray booth including the wet scrubber |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3637340A (en) * | 1968-02-02 | 1972-01-25 | Ciba Geigy Ag | Process for the dyeing and printing of textile material made of hydrophobic polyesters |
-
1964
- 1964-12-18 DE DE19641469712 patent/DE1469712A1/en active Pending
-
1965
- 1965-12-15 NL NL6516358A patent/NL6516358A/xx unknown
- 1965-12-17 FR FR42844A patent/FR1469057A/en not_active Expired
- 1965-12-17 BE BE673956D patent/BE673956A/xx unknown
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6024796A (en) * | 1998-06-26 | 2000-02-15 | University Of Kentucky Research Foundation | Wet scrubber and paint spray booth including the wet scrubber |
Also Published As
| Publication number | Publication date |
|---|---|
| NL6516358A (en) | 1966-06-20 |
| FR1469057A (en) | 1967-02-10 |
| BE673956A (en) | 1966-04-15 |
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