US3844710A - Dyeing polyesters or cellulosic esters with printing paste containing butane diol polyglycol ether and naphthol polyglycol ether - Google Patents

Dyeing polyesters or cellulosic esters with printing paste containing butane diol polyglycol ether and naphthol polyglycol ether Download PDF

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Publication number
US3844710A
US3844710A US00293143A US29314372A US3844710A US 3844710 A US3844710 A US 3844710A US 00293143 A US00293143 A US 00293143A US 29314372 A US29314372 A US 29314372A US 3844710 A US3844710 A US 3844710A
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United States
Prior art keywords
polyglycol ether
formula
acid
printing paste
percent
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Expired - Lifetime
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US00293143A
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English (en)
Inventor
F Reinhardt
K Roth
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Hoechst AG
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Hoechst AG
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Classifications

    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06PDYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P1/00General 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
    • D06P1/44General 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
    • D06P1/60General 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 polyethers
    • D06P1/613Polyethers without nitrogen
    • D06P1/6131Addition products of hydroxyl groups-containing compounds with oxiranes
    • D06P1/6135Addition products of hydroxyl groups-containing compounds with oxiranes from aromatic alcohols or from phenols, naphthols
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06PDYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P1/00General 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
    • D06P1/44General 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
    • D06P1/60General 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 polyethers
    • D06P1/613Polyethers without nitrogen
    • D06P1/6131Addition products of hydroxyl groups-containing compounds with oxiranes
    • D06P1/6133Addition products of hydroxyl groups-containing compounds with oxiranes from araliphatic or aliphatic alcohols
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06PDYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P1/00General 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
    • D06P1/44General 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
    • D06P1/60General 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 polyethers
    • D06P1/613Polyethers without nitrogen
    • D06P1/6136Condensation products of esters, acids, oils, oxyacids with oxiranes
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06PDYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P3/00Special processes of dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form, classified according to the material treated
    • D06P3/34Material containing ester groups
    • D06P3/36Material containing ester groups using dispersed dyestuffs
    • YGENERAL 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
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10STECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S8/00Bleaching and dyeing; fluid treatment and chemical modification of textiles and fibers
    • Y10S8/904Mixed anionic and nonionic emulsifiers for dyeing
    • YGENERAL 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
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10STECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S8/00Bleaching and dyeing; fluid treatment and chemical modification of textiles and fibers
    • Y10S8/907Nonionic emulsifiers for dyeing
    • YGENERAL 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
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10STECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S8/00Bleaching and dyeing; fluid treatment and chemical modification of textiles and fibers
    • Y10S8/92Synthetic fiber dyeing
    • Y10S8/921Cellulose ester or ether
    • YGENERAL 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
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10STECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S8/00Bleaching and dyeing; fluid treatment and chemical modification of textiles and fibers
    • Y10S8/92Synthetic fiber dyeing
    • Y10S8/922Polyester fiber
    • YGENERAL 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
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10STECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S8/00Bleaching and dyeing; fluid treatment and chemical modification of textiles and fibers
    • Y10S8/933Thermosol dyeing, thermofixation or dry heat fixation or development

Definitions

  • the auxiliary mixture may further contain 0.5 to 12 percent by weight of a compound of the formula Y wherein z is an integer from 1 to 50 and/or (4) 0.5 to 12 percent by weight of a monoalkylor dialkylbenzenesulfonic acid with 3 to 20 carbon atoms in the alkyl chain.
  • the present invention relates to a process for the continuous fixing of disperse dyestuffs on polyester, cellulose-triacetate and cellulose-Zl-acetate and mixtures thereof.
  • the continuous fixing of disperse dyestuffs on polyester, cellulose-triacetate and cellulose-Z jazz-acetate and mixtures thereof can be carried out either with hot air at from 180 to 200 C or with saturated steam at about 102 to 105 C.
  • various accelerating agents called carriers, during fixation in order to obtain a better dyestuff fixation.
  • carriers are especially used in thermofixation and steaming at high temperatures. lt has become apparent that in the steaming process, especially on cellulose-Z-acetate, higher dyestuff yields can be obtained by the use of carriers. This has the special advantage that the same printing pastes can be used for all the above-mentioned fibrous materials.
  • Carriers that have been proposed are those on the basis of hydroxy-diphenyl, methylnaphthalene, benzoic acid or salicylic acid alkyl esters and oxethylation products of alkyl phenols.
  • Surface-active esterification products of carboxylic acids with high-molecular polyglycols generally used for synthetic fibers may be used as fixing auxiliary agents, as may alkylation products of fatty acids, fatty acid monoesters or fatty amines (German Pat. No. 1,184,730) the fatty acids having been condensated in a molar ratio of 1:1 with butanl,4-diol pentaglycol ethers.
  • the mixing ratio of these two groups of fixing auxiliaries may vary within wide limits. Even at a weight ratio of 1:10 or 10:1 the 'poor properties of the individual components can be improved considerably, but the best effects are obtained at a mixing ratio in the range of from 1:3 to 3:1.
  • the compounds that are most preferably used are the following: 1. compounds of the formula (1 two to four times-oxethylated B-naphthols or mixtures thereof;
  • butanl,4)-diol-penta-ethyleneglycol ether-m-monostearic acid ester or -palmitinic acid ester butan-(1,4)-diol-ldecaethyleneglycol ether-w-monostearic acid ester orpalmitinic acid ester, the monooleyl esters of the butan-( l,4)-diol-l-penta, deca, or pentadecaethyleneglycol ether and the monoesters of palmitinic acid or stearic acid with the butan-( 1,4)-diol-lethyleneglycol ether or mixtures thereof;
  • ' (2) and, optionally, (3) and (4) are added to the printing pastes as auxiliary agents in a total amount of from 20 to 70 g per kilogram of printing paste, preferably, however, from 30 to 50 g.
  • the material to be printed according to the present process is textile material, for example, woven or knitted fabric or fibre fleeces, consisting of or containing cellulose-2 /z-acetate, cellulose-triacetate or a highmolecular linear polyester, mixtures of polyethylene terephthalate fibers with wool, natural or regenerated cellulose fibers or other synthetic fibers, such as polyamides or polyacrylonitrile may also be used.
  • textile material for example, woven or knitted fabric or fibre fleeces, consisting of or containing cellulose-2 /z-acetate, cellulose-triacetate or a highmolecular linear polyester, mixtures of polyethylene terephthalate fibers with wool, natural or regenerated cellulose fibers or other synthetic fibers, such as polyamides or polyacrylonitrile may also be used.
  • the fibrous material is preferably printed with a product generally known under the name of disperse dyestuffs, for example those selected from the class of the azo or anthraquinone dyestuffs or those of the quinophthalone type.
  • the dyestuff fixation is carried out in the usual manner with hot air at from 170 to 220 C or with saturated steam at from 100 to 110 C or with hot steam at from. 140 to 190 C.
  • a brilliant violet print was obtained in a high yield having good fastness properties.
  • a brilliant, yellow print was obtained in a high yield having excellent fastness properties.
  • EXAMPLE 3 40 g o f the disperse dyestuff of the formula in Commercial form and standard were first pasted with 100 g of cold-water and then dispersed with 300 g of boiling water and introduced via a sieve into 500 g of an aqueous thickening while stirring which consisted of a mixture of equal parts of a 25 percent crystal gum thickening and a 10 percent aqueous solution of the esterification product of polyglycol (molar weight 2,000) and of stearic acid.
  • EXAMPLE 4 70 g of a powdery disperse dyestuff of the formula in commercial form and standard were first pasted with l g of cold water and then dispersed with 290 g of hot water and then introduced via a sieve into 500 g of a stock-thickening (having the constitution described in Example 1) while stirring.
  • the color yield was similarly good when the fabric was thermofixed on a stenter frame at 185 C for seconds instead of being steamed.
  • EXAMPLE 6 40 g of the disperse dyestuff of formula in commercial form and standard were first pasted with 85 g of cold water and then dispersed with 250 g of boiling water and introduced via a sieve in 600 g of a thickening while stirring, which consisted of a mixture of equal parts of a 25 percent crystal gum thickening and a 12 percent aqueous solution of the addition compound of 10,000 moles of ethylene oxide and 1 mole of stearic acid.
  • a fabric of cellulose-triacetate was printed with the printing paste described above on a roller printing machine, dried and steamed at l C for 5 minutes on a high-temperature steaming apparatus for the fixation of the dyestuff and then finished in the usual manner.
  • a limpid blue print was obtained in an excellent yield having very good properties.
  • EXAMPLE 7 A mixture of 24 g of the disperse dyestuff of formula in commercial form and standard and 16 g of the reactive dyestuff of formula in commercial form and standard were first pasted with 105 g of cold water and then dissolved or dispersed with 250 g of boiling water.
  • This dispersion was then introduced in a mixture of 350 g of an aqueous sodium alginate thickening and 200 g of a percent aqueous solution of the esterification product of polyethylene glycol (molecular weight: about 2,000) with stearic acid while stirring and then, 25 g of an aqueous solution of 8 g of m-nitrobenzenesulfonic acid sodium and 2 g of monosodium phosphate as well as 30 g of a mixture of 55 parts of the addition product of 2 moles of ethylene oxide and 1 mole of B-naphthol, 35 g of butan-l ,4- diol pentaglycolether monostearic acid ester, 5 parts of tetrapropylenebenzenesulfonic acid calcium and ,5 parts of 32 times oxyethylated ricinoleic acid were added.
  • R,--CO is alkanoyl with 12 to 22 carbon atoms and [A] is a polyethylene oxide and/or a polypropylene oxide chain consisting of from three to 20 members, in a ratio of 1:10 to 10:] by weight, and fixing the prints under the conditions used for fixing disperse dyes.
  • the fixing auxiliary mixture contains additionally 0.5 12 percent by weight of a compound of the formula c2I140),o2Hi-o11 (3) wherein z is an integer from 1 to 50 and/or 0.5 to 12 percent by weight of a monoalkylor dialkylbenzenesulfonic acid with three to 20 carbon atoms in the alkyl chain.

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  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Chemical & Material Sciences (AREA)
  • Dispersion Chemistry (AREA)
  • Coloring (AREA)
US00293143A 1971-09-30 1972-09-28 Dyeing polyesters or cellulosic esters with printing paste containing butane diol polyglycol ether and naphthol polyglycol ether Expired - Lifetime US3844710A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE2148867A DE2148867C3 (de) 1971-09-30 1971-09-30 Verfahren zur kontinuierlichen Fixierung von Dispersionsfarbstoffen auf Polyester, Cellulosetriacetat, Cellulose-2 l/2-acetat und deren Mischungen

Publications (1)

Publication Number Publication Date
US3844710A true US3844710A (en) 1974-10-29

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ID=5821088

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US00293143A Expired - Lifetime US3844710A (en) 1971-09-30 1972-09-28 Dyeing polyesters or cellulosic esters with printing paste containing butane diol polyglycol ether and naphthol polyglycol ether

Country Status (8)

Country Link
US (1) US3844710A (de)
AT (1) ATA834272A (de)
BE (1) BE789597A (de)
DE (1) DE2148867C3 (de)
FR (1) FR2154788A1 (de)
GB (1) GB1400022A (de)
IT (1) IT967976B (de)
NL (1) NL7212952A (de)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3994680A (en) * 1973-10-01 1976-11-30 Basf Aktiengesellschaft Textile print pastes containing disperse dyes

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0026974B1 (de) * 1979-10-03 1983-12-14 Imperial Chemical Industries Plc Wässrige Dispersionen von Farbmaterialien und die abgeleiteten Druckpasten
ES2095002T3 (es) * 1992-02-11 1997-02-01 Zeneca Ltd Dispersion.

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1184730B (de) * 1959-07-21 1965-01-07 Hoechst Ag Verfahren zur Erzeugung egaler Faerbungen auf Fasermaterial aus linearen Polyestern
US3706525A (en) * 1971-03-08 1972-12-19 Du Pont Water swollen cellulose dyeing with high molecular weight disperse dye in a glycol ether solution
US3752649A (en) * 1970-11-18 1973-08-14 Hoechst Ag Dye levelling on and oligomer removal from polyester fibers and cellulose or polyamide blends with fatty acid diester of butanediol-ethylene oxide condensate

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1184730B (de) * 1959-07-21 1965-01-07 Hoechst Ag Verfahren zur Erzeugung egaler Faerbungen auf Fasermaterial aus linearen Polyestern
US3752649A (en) * 1970-11-18 1973-08-14 Hoechst Ag Dye levelling on and oligomer removal from polyester fibers and cellulose or polyamide blends with fatty acid diester of butanediol-ethylene oxide condensate
US3706525A (en) * 1971-03-08 1972-12-19 Du Pont Water swollen cellulose dyeing with high molecular weight disperse dye in a glycol ether solution

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3994680A (en) * 1973-10-01 1976-11-30 Basf Aktiengesellschaft Textile print pastes containing disperse dyes

Also Published As

Publication number Publication date
IT967976B (it) 1974-03-11
DE2148867C3 (de) 1974-09-05
DE2148867B2 (de) 1974-01-31
GB1400022A (en) 1975-07-16
DE2148867A1 (de) 1973-04-05
BE789597A (fr) 1973-04-02
FR2154788A1 (de) 1973-05-11
ATA834272A (de) 1975-04-15
NL7212952A (de) 1973-04-03

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