US3414368A - Resist printing method for hydrophobic fibers - Google Patents
Resist printing method for hydrophobic fibers Download PDFInfo
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- US3414368A US3414368A US379368A US37936864A US3414368A US 3414368 A US3414368 A US 3414368A US 379368 A US379368 A US 379368A US 37936864 A US37936864 A US 37936864A US 3414368 A US3414368 A US 3414368A
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- Prior art keywords
- resist
- printing
- resist printing
- dyestuffs
- disperse
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Classifications
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- 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
- D06P1/02—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 azo dyes
- D06P1/12—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 azo dyes prepared in situ
-
- 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
- D06P3/525—Polyesters using metallisable or mordant dyes
-
- 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
- D06P3/34—Material containing ester groups
- D06P3/52—Polyesters
- D06P3/56—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
- D06P5/00—Other features in dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form
- D06P5/12—Reserving parts of the material before dyeing or printing ; Locally decreasing dye affinity by chemical means
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- 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
- Y10S8/92—Synthetic fiber dyeing
- Y10S8/922—Polyester fiber
-
- 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
- Y10S8/92—Synthetic fiber dyeing
- Y10S8/924—Polyamide fiber
-
- 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
- Y10S8/92—Synthetic fiber dyeing
- Y10S8/927—Polyacrylonitrile fiber
Definitions
- ABSTRAUH OF THE DISCLOSURE A process for the resist printing of hydrophobic fibers, yarns, fabrics, etc., particularly polyesters, characterized by the employment of at least one disperse dye containing in its molecule at least 2 radicals, each with an unshared pair of electrons, the disperse dye being capable of forming a copper chelate compound, and further characterized by the employment of a resist printing paste containing a copper compound capable of forming a chelate with said disperse dye.
- the printing of the resist printing paste can be accomplished either before or after the dyeing of the fiber, etc., with the disperse dye, the dyed fabric being finished by a subsequent aqueous washing and drying.
- the present invention relates to a resist printing method for hydrophobic fibers or preferably for fibers of a high hydrophobic nature. More particularly, the present invention relates to a resist printing method for hydrophobic fibers which, in dyeing hydrophobic fibers with at least one kind of disperse dyestuffs containing in the molecule at least two radicals each with an unshared pair of electrons and capable of forming metal chelate compounds, is characterized by using as a resist agent the resist printing paste which contains metal compounds capable of forming chelate compounds with said disperse dyestuffs.
- the term fiber includes filament, yarn, tow, sliver, knit fabric, woven fabric, and non-Woven fabric.
- hydrophobic fiber is a general term for individual fibers such as acetate, nylon or synthetic fibers of polyester base or fibers containing them.
- resist printing means a printing method whereby undyed material is printed with a resist agent to present on subsequent dyeing or developing a white pattern on a colored ground, or a pattern of contrasting color to the ground by incorporating suitable dyes in the resist printing paste.
- the inventors have studied a process for resist printing of hydrophobic fibers with disperse dyestuffs, particularly one which gives high effect of resist printing and offers resist prints with sharp outlines.
- the chelate forming function which was previously used in improving the fastness properties of dyestuffs can be diverted to an industrially advantageous and effective process for carrying out resist printing of highly hydrophobic fiber, for example, synthetic fibers of polyester base which were formerly known to be incapable of satisfactory resist printing.
- No proposals have heretofore been made as to the technique of resist printing making use of the above mentioned new application of the chelate forming function.
- the present invention provides an easy and very effective process for resist printing of even those hydrophobic fibers by means of said chelation which have hitherto defied good resist printing.
- azoic dyeing may also be applicable in resist printing by the above said method of chelation and that the process of the present invention can be used in mixed fibers such as those containing cellulosic material which have no affinity to disperse dyestuffs.
- said dyestuffs should contain in the molecule at least two radicals each with an unshared pair of electrons and should also be capable of forming chelate compounds with metals, and that resist printing has become possible with disperse dyestuffs by adding those metal compounds to resist printing paste as resist agent, which form chelate compounds with said disperse dyestuffs.
- the object of the present invention is to provide an industrially advantageous and effective process for resist printing of hydrophobic fibers including synthetic fiber of polyester base for which no satisfactory resist printing has been known to be available, and mixtures of said synthetic fibers and those which admit of only poor affinity of disperse dyestuffs or practically no affinity thereof.
- Another object of the present invention is to provide a new method of azoic dyeing by the use of the process of the present invention which might be called chelating resist printing and also a new method of illuminated resist printing similarly by means of said process.
- hydrophobic fibers used in the process of the present invention include all kinds of hydrophobic fiber that can be dyed with disperse dyestuffs, such as acetate, nylon, polyester synthetic fibers, polyacrylonitrile synthetic fibers, polyvinyl chloride synthetic fibers, and polyolefins synethetic fibers or mixtures thereof.
- mixed fibers for example, mixed yarn or mixed fabric consisting of the above individual hydrophobic fibers or combinations thereof and the natural or regenerated fibers of animal or plant source. All the foregoing fibers may be used in the form of filament, yarn, tow, sliver, knit fabric or nonwoven fabric.
- the process of the present invention can be used particularly suitably in the resist printing of polyester synthetic fiber (for example, commercially available Dacron and Dacron Type 64 of Dupont, U.S.A.; Terylene of I.C.I., England; Tetoron of Teijin and Toys rayon, Japan; T etoron T-89 of Teijin, Japan; Kodel of Eastman, U.S.A.; Vycron of Beaunit mill, U.S.A.; Glyrene of Inventa, Switzerland; K-3 of Chemstrand, U.S.A.; Trevira WA of Hoechst, Germany, and mixed yarn, mixed weaves, and mixed knittings thereof.
- polyester synthetic fiber for example, commercially available Dacron and Dacron Type 64 of Dupont, U.S.A.; Terylene of I.C.I., England; Tetoron of Teijin and Toys rayon, Japan; T etoron T-89 of Teijin, Japan; Kodel of Eastman,
- any kinds of disperse dyestuif may be applicable if they contain in the molecule at least two radical each with an unshared pair of electrons and are capable of forming chelate compounds with metals.
- the disperse dyestuffs mean those which are insoluble or hardly soluble in water and are used in the dyeingof hydrophobic fibers from the suspension liquid in which ther are "dispersed.
- the aforesaid disperse dyestuffs may comprise those known types which are capable of forming chelates with metal compounds, namely, the known disperse dyestuffs such as azo series, anthroquinone series, diphenylamine series, triphenylmethane series, methine series, naphthoquinone series and anthrone series. Since it would be too long a list to illustrate the individual dyestuffs belonging to all these groups, the following are some representative ones. (The abbreviation C.I. used in the following illustrations denotes the Color Index numbers.)
- Cibacet Blue 2R Cibacet Blue 2R
- the metal compounds which form chelate compounds with said disperse dyestuff may preferably include at least one kind of metal compound selected from the group consisting of Cu, Cr, Co, Fe, Al, Mg, V, Vr, Ni and preferably Pb, Cu, Cr, Ni and Co are more desirable metals. These metal compounds may represent either organic or inorganic compounds.
- the chromium compounds may include chromium chloride, chromium fluoride, chromium formate, chromium hydroxide, chromium acetate, chromium sulfate, chromium chloride, potassium dichlomate, etc.;
- the copper compounds may comprise cupric formate, cupric acetate, cuprous acetate, cupric ammonium hydroxide; cupric chloride, cuprous chloride, cuprous citrate, copper hydroxide, cupric nitrate, copper oxalate, cupric sulfate, copper tartrate, cupric benzoate, cupric acetate basic, cupric aminoacetate, cupric ammonium chloride, cupric bromide, cupric butyrate, cupric chlorate, cupric citrate, cupric dichromate, cupric fluoride, cupric gluconate, cupric lactate, cupric perchlorate, cupric phenolsulfonate, cupric phosphate, cupric salicylate, cup
- the fiber with affinity to disperse dyestuffs is printed using the resist printing paste containing at least one kind of chelate formable metal compounds with the disperse dyestuff which contains in the molecule at least two radicals each with an unshared pair of electrons and is also capable of forming chelate compounds with such metal compounds
- said disperse dyestuffs may be uniformly applied on the whole surface of fabric by any of the commonly used padding, color brushing, cover printing, and spray printing after printing and thereafter dyeing may be accomplished by dry or wet (steam) heating.
- the conditions of heat treatment may be properly se lected depending on the type of fiber used. Usually this treatment is made at a temperature of IOU- C. for wet heating and at ISO-200 C. for dry heating.
- the disperse dyestutf which contains in the molecule at least two radicals each with an unshared pair of electrons forms chelates with metal compounds at those portions of the fiber printed with paste containing said metal compounds and considerably decreases in affinity to the fiber and does not fix on the fiber even by heat treatment. This tendency becomes more prominent, as the fiber has more compact construction.
- the nonprinted portions obtain good dyeing effect by heat treatment. Thus, effective resist printing is made possible.
- resist printing process may also be conducted by first applying the dyestuff to the fiber and then printing the paste containing said metal compound, followed by dry or wet heat treatment.
- resist printing paste containing no chelate dyestuffs but other types with afiinity to the hydrophobic fiber, for example, fluorescent dyestuffs including Uvitex E R (Ciba, Switzerland) and vat dyestuffs including Indanthrene yellow G (B.A.S.F., Germany) and Indanthrene printing scarlet GG (Hoechst, Germany).
- fluorescent dyestuffs including Uvitex E R (Ciba, Switzerland) and vat dyestuffs including Indanthrene yellow G (B.A.S.F., Germany) and Indanthrene printing scarlet GG (Hoechst, Germany).
- the disperse dyestufi's used in said illuminated resist printing may include the following which do not form chelates with metal compounds.
- German 0.1. 11100, Celllton Fast Brown 3R (B.A.S.F.,
- the amount of the metal compounds added to the resist printing paste varies with the volumes and types of disperse dyestuffs which contain in the molecule at least two radicals each with an unshared pair of electrons and is capable of forming metal chelate compounds.
- said metal compounds should be used in sufiicient amounts to obtain complete chelation of the aforesaid dyestuffs applied at least to the printed sections.
- the amount of said metal compounds may, of course, be more or less than required in said complete chelation.
- the resist printing paste it is also possible to add to the resist printing paste not only at least one kind of disperse dyestuffs which do not form chelates with said metal compounds, but also at least one kind of direct dyestuffs forming chelates with said metal compounds.
- This method may be profitably used in dyeing hydrophobic fibers without substantial affinity to the disperse dyestuffs, for example, synthetic polyester fibers mixed with artificial fibers of cellulosic base.
- illuminated resist printing of mixed fibers can be carried out so as to develop different colors between the resist printing sections and other sec tions when printing is made by the aforementioned resist printing paste containing said metal compounds and at least one kind of disperse dyestuffs not forming chelates with said metal compounds, and direct dyestuffs, preferably those capable of forming chelates with said metal compounds, and also at least one kind of a weak oxidant known as resist printing agents for vat dyestuffs, and thereafter over printing is applied with the color paste containing chelate forming disperse dyestuffs and vat dyestuffs.
- dry or wet heat treatment and subsequent color treatment (reduction-steaiming-oxidation) of the vat dyestuffs are conducted in accordance with the conventional method.
- the direct dyestuff forms chelates with the metal compound and is protected from being destroyed by the presence of a weak oxidant during the color development of the vat dyestuff, and is also fixed on the cellulosic fiber with greater fastness.
- vat dyestuffs and weak oxidants may be used the known types, for example, Indanthrene golden orange G (B.A.S.F., Germany), Indanthrene printing red violet RH (Hoechst, Germany) and Indanthrene blue RSN (B.A.S.F., Germany), etc., as the former and Na salt of m-nitrobenzene sulfone acid, Na salt 0- or p-nitro- NaOO CI. 30150 Coprantine Brown SRLL (Ciba, Switzerland) metal chelate compounds is used as a diazo component.
- This azoic dyeing comprises printing the paste containing one or more kinds of chelate forming metal compounds on fabric consisting of hydrophobic fibers and carrying out uniform application of azoic dyestuffs (consisting of diazo component and coupling component) by padding, color brushing, cover printing or spray printing in accordance with the conventional method.
- the diazo component should be capable of forming chelates with metal compounds.
- the direct dyestuffs and vat colors may be replaced by other known dyestuffs suitable for the dyeing of fibers of animal or plant source in accordance with the kinds of natural fibers of said source and/or artificial fibers when they are spun into mixed fibers.
- the process of the present invention also permits azoic dyeing.
- the disperse dyestutf which contains at least one -NH; radical and is capable of forming COONa vated temperatures to combine the diazotized products with the coupling component.
- the coupling component may also be of such type as forming metal chelate compounds.
- the aforesaid dry or wet heating may be carried out after the dyestuff has been applied on the fiber and the aforementioned resist printing paste has been printed thereon. Diazotization and coupling are conducted at temperatures of about 70-120 C. using acids and nitrites pursuant to the conventional practice so as to obtain formation of insoluble azoic pigments 'within the fibers.
- the diazo component S OsNB capable of forming chelates with metal compounds or said component and the coupling component considerably decrease in afiinity to the fiber due to chelation and do not fix to the object of dyeing even by heat treatment. This tendency becomes more prominent, as the fiber has more compact construction.
- the non-printing sections present good color development due to heat treatment and diazotization.
- the effect of resist printing is obtained with different color between the portions printed with the paste and those not printed therewith.
- the dyestuffs which contain at least one NH radi- Haco H cal and are capable of forming chelates with metal compounds are all suitable for use as diazo component. For reference, some examples are shown below.
- any kind of paste material may be available for use in the process of the present invention if it is inactive to the metal compounds involved. For instance, it is advisable to avoid pastes such as sodium alginate, and C.M.C., C.M.S. containing the radicals of --COOH and COONa. However, if the alginate is converted into an alkyl ester, for example, with propylene glycol it may serve the purpose well.
- the pastes used in the process of the present invention may include starches such as wheat flour, rice flour, corn flour, and rice bran; natural rubber material such as gum tragacanth, gum arabic, gum Senegal and gum locust beam; roasted starch such as dextrin and British gum; processed natural rubbers such as nafka crystal rubber, and industry rubber; and other synthetic thickening agents such as polyvinyl alcohol, polyvinyl acetate, polyvinyl butyral, urethane rubber, and butadiene rubber.
- starches such as wheat flour, rice flour, corn flour, and rice bran
- natural rubber material such as gum tragacanth, gum arabic, gum Senegal and gum locust beam
- roasted starch such as dextrin and British gum
- processed natural rubbers such as nafka crystal rubber, and industry rubber
- other synthetic thickening agents such as polyvinyl alcohol, polyvinyl acetate, polyvinyl butyral, urethane rubber, and
- the process of the present invention develops the effect of resist printing, because dyestuffs form chelates with metal compounds. Due to high reactivity and consequent high resisting power, it has become possible to obtain a printed fabric with sharp outlines.
- the process of the present invention does not primarily rely on the physical resist rinting method and makes it completely unnecessary to use such resist printing paste in thick layers. Consequently the process of the present invention is also applicable on the roller printing machine. Again where said process is used, in the screen printing, it does not cause any such trouble as the clogging of the mesh opening.
- Utilization of the foregoing fact also permits the use of the following resist printing method; it comprises applying metal salts, dyestuffs and acids to the fabric, and, upon drying, printing alkaline paste materials, and thereafter conducting color developing treatment.
- the following resist printing method comprises applying metal salts, dyestuffs and acids to the fabric, and, upon drying, printing alkaline paste materials, and thereafter conducting color developing treatment.
- color development at the paste printed sections is weakened due to formation of chelate compounds, while in the portions bearing only said metal salts, dyestuffs and acids, formations of chelate compounds is interrupted by said acids.
- effective resist printing has been made possible.
- the same effect of the foregoing process may be attained by first printing the alkaline paste and then treating with the dyeing liquid containing the aforementioned acids and metal salts.
- Any kinds and volumes of acids and alkalis may be used satisfactorily if they have no harmful effect on the fabric. It will be sufficient to reduce the pH of acids'only to the extent that formation of the chelate compounds is interrupted. It will also be sufiicient to use alkalis in amounts required only to contract the harmful effect of reductions in the pH value caused by said acids.
- the acids may include weak acids such as the organic acids of acetic acid (including glacial acetic acid) and formic acid, etc.
- the alkalis may include, for example, caustic soda, caustic potash, sodium carbonate and sodium bicarbonate.
- Example 1 A resist printing paste consisting of 5 parts of cupric acetate and 95 parts of Yuzen thickening agent (consisting of 20 parts of glutinous rice flour, 20 parts of non glutinous rice flour, 5 parts of sodium chloride and parts of water) and water was printed on a piece of fabric of polyester synthetic fiber. When the printed fabric was dried, dispersion liquid was uniformly padded which consisted of 4% of 1.4-dihydroxyethylamino-5.8-dihydroxyanthraquinone and 0.5% of dispersant Disper TL, sodium dinaphthyl methane disulfonic acid type of S OsNa S OaNa (Meisei Chemical Industry Co., Japan).
- the mass was steam heated in the star steamer at a temperature of about 120 C. for 30 min. Thereafter, washing was conducted in an aqueous solution containing 1% of acetic acid at a temperature of C. for 20 min. Then the treatment of reduction washing was conducted in a solution of the following composition at a temperature of 80 C. for 20 min.
- Example 2 The following metal salts were added to the resist printing paste as resist agent. Resist printing was carried out by exactly the same process of Example 1. As a result, the following effects of resist printing were obtained depending on the kinds of metal salts used.
- Example 3 A dispersion liquid consisting of 4% of 1-amino-2- methoxy-4-hydroxy-anthraquinone and 0.5% of the dispersant Disper TL (Meisei Chemical Industry Co., Japan) was uniformly padded on a fabric of polyester synthetic fiber. Upon drying, a resist printing paste of the following composition was printed thereon.
- thermosol process When heat treatment was performed by the thermosol process at a temperature of 200 C. for 60 sec. instead of the aforesaid steaming method a similar print was also obtained.
- Example 4 A resist print paste consisting of 5 parts of cupric sulfate and 95 parts of British gum and water was printed on a piece of 100% acetate fabric. Upon drying, a dispersion liquid consisting of 5% of 1,4,5,8-tetramino anthraquinone and 0.5% of the dispersant Disper TL (Meisei Chemical Industry Co., Japan) was uniformly padded. Again upon drying, the mass was steam heated in the Star Steamer at a temperature of about 100-105" C. for min. Then a series of treating steps-water washing, soaping, water washing and dryingwas taken for finishing. As a result, a white resist print with sharp outlines was obtained on a blue ground.
- a dispersion liquid consisting of 5% of 1,4,5,8-tetramino anthraquinone and 0.5% of the dispersant Disper TL (Meisei Chemical Industry Co., Japan) was uniformly padded. Again upon drying, the mass was steam heated in the Star Steamer
- Example 5 A piece of 100% nylon fabric was used as the object of dyeing. Good white and illuminated resist prints were obtained by the same process of Example 4.
- Example 6 A piece of fabric consisting entirely of synthetic fiber of acrylonitrile base was used as the object of dyeing. Good white and illuminated resist prints were obtained by the same process of Example 4.
- Example 7 A resist print paste consisting of 5 parts of cupric acetate, 10 parts of glycolic acid and 85 parts of wheat starch, gum tragacanth and water was printed on a piece of broad fabric. Upon drying at dyeing liquid of the following composition was padded.
- thermosol treatment was conducted by dry heating at a temperature of 200 C. for 1 min. A series of treating steps-water Washing, soaping and water washing-was taken for finishing. As a result, a good white resist print was obtained on a red ground.
- Example 8 A printing paste consisting of Parts Cupric acetate 5 m-Nitrobenzene sodium sulfonate 7 Uvitex ER (Ciba, Switzerland) 5 Wheat starch and gum tragacanth 60 Water 23 was printed by the screen printing method on a piece of broad fabric consisting of 65% of polyester synthetic fiber and 35% of cotton. Then a dyeing liquid of the following composition was padded by means of a mangle. Upon drying, the mass was steam heated in the star steamer at a temperature of 120 C. for 30 min.
- Example 9 A piece of broad fabric consisting of 35% of cotton and 65% if polyester synthetic fiber was used as the object of dyeing.
- the cotton component alone was subjected to ground dyeing beforehand with the direct dyestutf Durazol Blue 2R (I.C.I., England).
- a dyeing 1iquid of the following composition was padded on said fabric, followed by drying.
- Example 10 A resist printing paste consisting of Parts Cupric acetate 5 O-nitrotoluol sodium sulfonate 10 1-methylamino-4-hydroxyethylamino anthraquinone 5 Coprantine Blue 4GLL 5 Yuzen thickening agent and water 75 was printed by the screen printing method on a piece of broad fabric consisting of 65% of polyester synthetic fiber and 35% of cotton. Upon drying, a dyeing liquid of the following composition was padded by means of a mangle. Again upon drying, the mass was steam heated in the Star Steamer at a temperature of 120 C. for 30 min.
- Example 11 A resist printing paste consisting of 5 parts of cupric formate, parts of Bantonite and 85 parts of Yuzen thickening agent and water was printed on a piece of plain weave consisting of 50% of polyester synthetic fiber and 50% of silk. Upon drying, a dyeing paste of the following composition was overprinted.
- Example 13 A resist printing paste consisting of 5% of cupric formate and of water and British gum was printed on a piece of fabric of polyester synthetic fiber. Upon drying, a dyeing liquid of the following composition was padded.
- Example 14 A dyeing liquid consisting of Percent Cupric sulfate 5 Glacial acetic acid 8 1,4-diamino-2-methoxy-anthraquinone 5 was uniformly padded on a piece of fabric consisting of polyester synthetic fiber. Upon drying, a dyeing paste of the following composition was printed.
- a process for resist printing a hydrophobic fiber comprising a polyester wherein said fiber is dyed with at least one disperse dye containing in its molecule at least two radicals, each With an unshared pair of electrons, said disperse dye being capable of forming a copper chelate compound, said process being characterized by (I) dyeing said fiber with said disperse dye; (2) printing on said dyed fiber a resist printing paste containing a copper compound capable of forming a chelate with said disperse dye; and (3) subsequently finishing the dyed fibers by aqueous washing and drying.
- said resist printing paste contains in addition a dyestntf which does not react with said copper compound to form a copper chelate compound.
- a process for resist printing a hydrophobic fiber comprising a polyester wherein said fiber is dyed with at least one disperse dye containing in its molecule at least two radicals, each with an unshared pair of electrons, said disperse dye being capable of forming a copper chelate compound, said process being characterized by (1) printing on said fiber a resist printing paste containing a copper compound capable of forming a chelate with said disperse dye prior to the dyeing of said fiber with said disperse dye; (2) dyeing said printed fiber with said disperse dyeing; and (3) subsequently finishing the dyed fiber by aqueous washing and drying.
- said resist printing paste contains in addition a dyestuff which does not react with said copper compound to form a copper chelate compound.
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- Textile Engineering (AREA)
- Chemical & Material Sciences (AREA)
- Dispersion Chemistry (AREA)
- Coloring (AREA)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP3881963 | 1963-07-18 | ||
JP1661664 | 1964-03-26 |
Publications (1)
Publication Number | Publication Date |
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US3414368A true US3414368A (en) | 1968-12-03 |
Family
ID=26352993
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US379368A Expired - Lifetime US3414368A (en) | 1963-07-18 | 1964-06-30 | Resist printing method for hydrophobic fibers |
Country Status (6)
Country | Link |
---|---|
US (1) | US3414368A (de) |
CH (1) | CH451079A (de) |
DE (1) | DE1280811B (de) |
ES (1) | ES302188A1 (de) |
GB (1) | GB1073719A (de) |
NL (1) | NL6408202A (de) |
Cited By (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3717491A (en) * | 1970-08-19 | 1973-02-20 | Air Prod & Chem | Dye compositions |
US3964862A (en) * | 1969-06-03 | 1976-06-22 | Ciba-Geigy Ag | Process for dyeing and printing textile materials of synthetic organic fibers |
US4271224A (en) * | 1976-12-26 | 1981-06-02 | Dai Nippon Insatsu Kabushiki Kaisha | Transfer sheet with resist portions |
US4424091A (en) | 1976-12-29 | 1984-01-03 | Dai Nippon Insatsu Kabushiki Kaisha | Transfer sheet with resist portions |
US4622040A (en) * | 1978-06-19 | 1986-11-11 | Rca Corporation | Textile dyeing process |
US4622041A (en) * | 1978-06-19 | 1986-11-11 | Rca Corporation | Textile dyeing process |
US4622043A (en) * | 1978-06-19 | 1986-11-11 | Rca Corporation | Textile dyeing process: multicolor pattern dyeing of tufted nylon carpet |
US20130301032A1 (en) * | 2012-05-14 | 2013-11-14 | Francisco Velasco | Method and System to Detect Improvised Explosive Devices |
Families Citing this family (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE2930163A1 (de) * | 1979-07-25 | 1981-02-12 | Hoechst Ag | Verfahren zur herstellung von reservedruck-effekten nach dem transferdruckverfahren und dafuer geeignete transferdrucktraeger |
DE3209327A1 (de) * | 1982-03-15 | 1983-09-15 | Cassella Ag, 6000 Frankfurt | Verfahren zur herstellung von aetzreservedrucken auf hydrophoben textilmaterialien |
Citations (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB748895A (en) * | 1953-05-04 | 1956-05-16 | Frederick Richard Alsberg | Process for printing textile materials |
GB759595A (en) * | 1952-12-22 | 1956-10-24 | Bradford Dyers Ass Ltd | Textile and film ornamentation |
GB777377A (en) * | 1955-01-12 | 1957-06-19 | Ici Ltd | Process for dyeing aromatic polyester textile materials |
US2867494A (en) * | 1956-08-02 | 1959-01-06 | Gen Aniline & Film Corp | Method of metallizing azoic dyeings |
US2945010A (en) * | 1956-10-24 | 1960-07-12 | Eastman Kodak Co | Preparing polyester fibers of improved dyeability using aromatic amines |
US3061397A (en) * | 1957-06-14 | 1962-10-30 | Gen Aniline & Film Corp | Metallizing azoic dyeings |
US3125403A (en) * | 1964-03-17 | New colouration process |
Family Cites Families (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE1044024B (de) * | 1955-01-12 | 1958-11-20 | Ici Ltd | Verfahren zum Faerben von Textilstoffen aus aromatischen Polyestern |
DE1060520B (de) * | 1955-05-28 | 1959-07-02 | Basf Ag | Verfahren zur Herstellung kobalthaltiger Azofarbstoffe |
-
1964
- 1964-06-30 US US379368A patent/US3414368A/en not_active Expired - Lifetime
- 1964-06-30 GB GB27043/64A patent/GB1073719A/en not_active Expired
- 1964-07-16 DE DET26609A patent/DE1280811B/de active Pending
- 1964-07-17 ES ES0302188A patent/ES302188A1/es not_active Expired
- 1964-07-17 NL NL6408202A patent/NL6408202A/xx unknown
- 1964-07-17 CH CH941164A patent/CH451079A/de unknown
Patent Citations (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3125403A (en) * | 1964-03-17 | New colouration process | ||
GB759595A (en) * | 1952-12-22 | 1956-10-24 | Bradford Dyers Ass Ltd | Textile and film ornamentation |
GB748895A (en) * | 1953-05-04 | 1956-05-16 | Frederick Richard Alsberg | Process for printing textile materials |
GB777377A (en) * | 1955-01-12 | 1957-06-19 | Ici Ltd | Process for dyeing aromatic polyester textile materials |
US2867494A (en) * | 1956-08-02 | 1959-01-06 | Gen Aniline & Film Corp | Method of metallizing azoic dyeings |
US2945010A (en) * | 1956-10-24 | 1960-07-12 | Eastman Kodak Co | Preparing polyester fibers of improved dyeability using aromatic amines |
US3061397A (en) * | 1957-06-14 | 1962-10-30 | Gen Aniline & Film Corp | Metallizing azoic dyeings |
Cited By (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3964862A (en) * | 1969-06-03 | 1976-06-22 | Ciba-Geigy Ag | Process for dyeing and printing textile materials of synthetic organic fibers |
US3717491A (en) * | 1970-08-19 | 1973-02-20 | Air Prod & Chem | Dye compositions |
US4271224A (en) * | 1976-12-26 | 1981-06-02 | Dai Nippon Insatsu Kabushiki Kaisha | Transfer sheet with resist portions |
US4424091A (en) | 1976-12-29 | 1984-01-03 | Dai Nippon Insatsu Kabushiki Kaisha | Transfer sheet with resist portions |
US4622040A (en) * | 1978-06-19 | 1986-11-11 | Rca Corporation | Textile dyeing process |
US4622041A (en) * | 1978-06-19 | 1986-11-11 | Rca Corporation | Textile dyeing process |
US4622043A (en) * | 1978-06-19 | 1986-11-11 | Rca Corporation | Textile dyeing process: multicolor pattern dyeing of tufted nylon carpet |
US20130301032A1 (en) * | 2012-05-14 | 2013-11-14 | Francisco Velasco | Method and System to Detect Improvised Explosive Devices |
US8813627B2 (en) * | 2012-05-14 | 2014-08-26 | Francisco Velasco | Method and system to detect improvised explosive devices |
Also Published As
Publication number | Publication date |
---|---|
GB1073719A (en) | 1967-06-28 |
CH451079A (de) | 1968-05-15 |
DE1280811B (de) | 1968-10-24 |
ES302188A1 (es) | 1965-02-16 |
CH941164A4 (de) | 1967-09-15 |
NL6408202A (de) | 1965-01-19 |
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