EP0703305A1 - Verfahren zur Herstellung von aminierter Regeneratcellulose - Google Patents

Verfahren zur Herstellung von aminierter Regeneratcellulose Download PDF

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Publication number
EP0703305A1
EP0703305A1 EP95114109A EP95114109A EP0703305A1 EP 0703305 A1 EP0703305 A1 EP 0703305A1 EP 95114109 A EP95114109 A EP 95114109A EP 95114109 A EP95114109 A EP 95114109A EP 0703305 A1 EP0703305 A1 EP 0703305A1
Authority
EP
European Patent Office
Prior art keywords
protein
dyes
cellulose
fibers
solution
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.)
Withdrawn
Application number
EP95114109A
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German (de)
English (en)
French (fr)
Inventor
Andreas Dr. Schrell
Wilhelm Mühlig
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Hoechst AG
Original Assignee
Hoechst AG
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Hoechst AG filed Critical Hoechst AG
Publication of EP0703305A1 publication Critical patent/EP0703305A1/de
Withdrawn legal-status Critical Current

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Classifications

    • DTEXTILES; PAPER
    • D01NATURAL OR MAN-MADE THREADS OR FIBRES; SPINNING
    • D01FCHEMICAL FEATURES IN THE MANUFACTURE OF ARTIFICIAL FILAMENTS, THREADS, FIBRES, BRISTLES OR RIBBONS; APPARATUS SPECIALLY ADAPTED FOR THE MANUFACTURE OF CARBON FILAMENTS
    • D01F2/00Monocomponent artificial filaments or the like of cellulose or cellulose derivatives; Manufacture thereof
    • DTEXTILES; PAPER
    • D01NATURAL OR MAN-MADE THREADS OR FIBRES; SPINNING
    • D01FCHEMICAL FEATURES IN THE MANUFACTURE OF ARTIFICIAL FILAMENTS, THREADS, FIBRES, BRISTLES OR RIBBONS; APPARATUS SPECIALLY ADAPTED FOR THE MANUFACTURE OF CARBON FILAMENTS
    • D01F2/00Monocomponent artificial filaments or the like of cellulose or cellulose derivatives; Manufacture thereof
    • D01F2/02Monocomponent artificial filaments or the like of cellulose or cellulose derivatives; Manufacture thereof from solutions of cellulose in acids, bases or salts
    • D01F2/04Monocomponent artificial filaments or the like of cellulose or cellulose derivatives; Manufacture thereof from solutions of cellulose in acids, bases or salts from cuprammonium solutions
    • DTEXTILES; PAPER
    • D01NATURAL OR MAN-MADE THREADS OR FIBRES; SPINNING
    • D01FCHEMICAL FEATURES IN THE MANUFACTURE OF ARTIFICIAL FILAMENTS, THREADS, FIBRES, BRISTLES OR RIBBONS; APPARATUS SPECIALLY ADAPTED FOR THE MANUFACTURE OF CARBON FILAMENTS
    • D01F2/00Monocomponent artificial filaments or the like of cellulose or cellulose derivatives; Manufacture thereof
    • D01F2/06Monocomponent artificial filaments or the like of cellulose or cellulose derivatives; Manufacture thereof from viscose
    • DTEXTILES; PAPER
    • D01NATURAL OR MAN-MADE THREADS OR FIBRES; SPINNING
    • D01FCHEMICAL FEATURES IN THE MANUFACTURE OF ARTIFICIAL FILAMENTS, THREADS, FIBRES, BRISTLES OR RIBBONS; APPARATUS SPECIALLY ADAPTED FOR THE MANUFACTURE OF CARBON FILAMENTS
    • D01F2/00Monocomponent artificial filaments or the like of cellulose or cellulose derivatives; Manufacture thereof
    • D01F2/06Monocomponent artificial filaments or the like of cellulose or cellulose derivatives; Manufacture thereof from viscose
    • D01F2/08Composition of the spinning solution or the bath
    • D01F2/10Addition to the spinning solution or spinning bath of substances which exert their effect equally well in either
    • 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
    • D06P3/58Material containing hydroxyl groups
    • D06P3/60Natural or regenerated cellulose
    • D06P3/6008Natural or regenerated cellulose using acid dyes
    • 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
    • D06P3/58Material containing hydroxyl groups
    • D06P3/60Natural or regenerated cellulose
    • D06P3/62Natural or regenerated cellulose using direct dyes
    • 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
    • D06P3/58Material containing hydroxyl groups
    • D06P3/60Natural or regenerated cellulose
    • D06P3/66Natural or regenerated cellulose using reactive dyes
    • 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
    • D06P5/00Other features in dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form
    • D06P5/22Effecting variation of dye affinity on textile material by chemical means that react with the fibre
    • D06P5/225Aminalization of cellulose; introducing aminogroups into cellulose

Definitions

  • viscose fibers are essentially the same as those of cotton fibers.
  • alkaline dispensing agents and electrolytes are required for dyeing cellulosic natural or regenerated fibers in order to achieve satisfactory fixing results with reactive dyes.
  • regenerated fibers based on cellulose will therefore be of increasing importance. They have previously been converted into highly dye-affine, i.e. Salt and alkali-free dyeable modifications have been transferred.
  • the chemical behavior of fibers modified in this way is similar to that of animal fibers, such as wool or silk, and can be dyed under neutral conditions with anionic dyes, without further salt or alkali additives.
  • DE-A-1 469 062 also deals with "aminalized fibers".
  • the additives are aminoethyl and diethylaminoethyl celluloses in high concentration, coloring is done exclusively with acid dyes.
  • the object of the present invention was to provide modified viscose fibers in order to dye textiles from such fibers with low salt and alkali with anionic dyes and to obtain a fabric with a soft feel.
  • a viscose fiber can be produced which, surprisingly, is significantly more affinity when dyed with anionic dyes and which has the desired properties compared to conventional viscose fibers, for example due to a soft feel clearly differentiates.
  • the present invention relates to a process for the production of regenerated cellulose regenerated fibers, characterized in that a solution of cellulose and a protein with a molecular weight of greater than 50,000 or a natural product containing such a protein is prepared and fibers are spun from this solution.
  • the procedure is such that a) cellulose and a protein with a molecular weight greater than 50,000 or a natural product which contains such a protein are mixed and the mixture is subjected to alkaline digestion and the resulting alkaline digested mixture is reacted with carbon disulphide or b) a protein with a molecular weight greater than 50,000 or a natural product which contains such a protein, dissolves in sodium hydroxide solution and adds it to a spinning viscose, and transfers the viscose spinning solution obtained according to a) or b) into an acidic spinning bath and spins it into fibers.
  • reaction with carbon disulphide expediently takes place at temperatures of 15 to 30 ° C.
  • Subsequent spinning in an acidic spin bath gives the aminated cellulose fibers according to the invention.
  • the fibers according to the invention by other customary processes known to those skilled in the art for producing cellulosic fibers from solution, such as, for example, the cupro process, the lyocell process and the process using low-substituted cellulose ethers.
  • the cellulose and the protein are dissolved in a suitable organic solvent, for example N-methylmorpholine-N-oxide / water, reacted with one another and spun directly from the solution into fibers.
  • fibers After spinning in an acidic spinning bath, fibers are obtained which can be dyed according to the invention using low-electrolyte or completely electrolyte-free and alkali-free or alkali-free dyeing liquors (including printing pastes and ink-jet liquids).
  • Low-electrolyte dyeing liquors are understood to mean those with an electrolyte content of less than 15 g / l and low-alkali dyeing liquors to those with a pH of at most 8.5.
  • the proteins and protein-containing natural products used for the process according to the invention occur in nature, for example, as keratins, collagen-containing natural products and albumins.
  • keratins are body hair, hooves, horns, claws and nails from mammals, bird feathers, spider threads from insects, tortoiseshell and fish scales.
  • preferred natural products containing collagen are dermis, leather, cartilage, connective tissue, tendons, ligaments of mammals, in particular gelatin, glutin and bone glue.
  • Egg albumin or eggs as such are particularly suitable as albumin.
  • the protein-containing natural products used for the method according to the invention can also contain other accompanying components, for example meat, meat meal, fish, fish meal or processing products thereof can also be used.
  • the proteins are denatured in the course of the dissolving process.
  • synthetic proteins with a molecular weight greater than 50,000 can also be used.
  • the textile-modified fiber material that is used in the dyeing process according to the invention can be present in all processing states, such as yarn, flake, sliver and piece goods (fabric).
  • the dyeing of the aminated textile fiber materials according to the invention is carried out analogously to known dyeing methods and printing processes for dyeing or printing fiber materials with water-soluble textile dyes and using the temperature ranges and customary amounts of dye known to be used for this, but with the exception that for the dye baths, padding liquors, printing pastes or ink Jet formulations a quantitative addition of alkaline compounds, as they are usually used for fixing fiber-reactive dyes, is not necessary and furthermore, the usual additions of electrolyte salts can be dispensed with.
  • the dyeing of the modified viscose according to the invention takes place between pH 4 and pH 8.5, depending on the type of dye.
  • salt contents of 0.01 to 0.5% by weight, based on the dyeing liquor, are normally present. Without the amination of the cellulose fibers according to the invention, however, this salt content would be too low by a factor of 50 to 1000 for a successful dyeing process.
  • the incorporation of the alkaline digested or dissolved protein into the viscose spinning mass is advantageously carried out without emulsifiers.
  • the protein is added in an amount of 1 to 20% by weight, preferably 1 to 12% by weight, based on the cellulose content of the dope, before the precipitation and shaping.
  • the viscose is deformed using customary methods, such as with spinnerets, a subsequent precipitation bath and, if necessary, further post-treatment baths.
  • the fibers obtained by the described methods can be dyed after processing into fabrics and knitted fabrics, using a wide variety of processes, such as exhaust, padding and modern printing processes - and this includes ink-jet processes - without the use of salt or alkali.
  • the present invention also relates to a process for dyeing and printing cellulose fiber-containing textiles with anionic dyes, characterized in that the dyeing is carried out with a dye solution which is free of additional electrolyte salts, at a pH between 4 and 6 in the case of direct - and acid dyes and at a pH between 6 and 8.5 in the case of reactive dyes and using a cellulose regenerated fiber material aminated according to the invention.
  • the dyeing process can be, for example, the various exhaust processes, such as dyeing on the jigger and on the reel runner or dyeing from a long or short liquor, dyeing in jet dyeing machines, dyeing by padding-cold dwelling or padding-hot steam fixing .
  • Conventional printing techniques including ink jet printing and transfer printing, can be considered as printing processes.
  • the dyes used to dye the modified cellulose are generally anionic in nature.
  • the fiber-reactive textile dyes are those which can react with hydroxyl groups, for example of cellulose, or amino and thiol groups, for example of wool and silk, of synthetic polymers, such as polyamides, or also the celluloses aminated according to the invention, and one covalent bond are particularly suitable.
  • the sulfatoethylsulfonyl, vinylsulfonyl, chlorotriazinyl and fluorotriazinyl group and combinations of these reactive groups may be mentioned in particular as fiber-reactive components on the textile dyes.
  • Suitable reactive dyes for dyeing or printing cellulose fibers modified according to the invention are all water-soluble, preferably anionic dyes, which preferably have one or more sulfo and / or carboxy groups and which contain fiber-reactive groups.
  • Suitable dyes can be the class of azo development dyes, direct dyes, vat dyes and acid dyes, copper complex, cobalt complex and chromium complex azo dyes, copper and nickel phthalocyanine dyes, anthraquinone, copper formazane, azomethine, nitroaryl, dioxazine -, Triphendioxazin-, Phenazin- and stilbene dyes belong.
  • Such dyes have been described in numerous publications, for example in EP-A-0 513 656, and are well known to those skilled in the art.
  • Suitable acid or direct dyes for dyeing or printing cellulose fibers modified according to the invention are CI Acid Black 27 (CI No. 26 310), CI Acid Black 35 (CI No. 26 320), CI Acid Blue 113 (CI No. 26 360) , CI Direct Orange 49 (CI No. 29 050), CI Direct Orange 69 (CI No. 29 055), CI Direct Yellow 34 (CI No. 29 060), CI Direct Red 79 (CI No. 29 065), CI Direct Yellow 67 (CI No. 29 080), CI Direct Brown 126 (CI No. 29085), CI Direct Red 84 (CI No. 35 760), CI Direct Red 80 (CI No. 35 780), CI Direct Red 194 (CI No.
  • a spunbond viscose produced as described in Example 1 is spun into fibers after degassing by a customary viscose spinning process in a bath containing sulfuric acid, sodium and zinc sulfate, stretched in acid baths, cut, washed, prepared and dried. After weaving, a textile viscose fabric is obtained which can be further processed directly in a dyeing process using the block method.
  • an aqueous dye solution containing 20 parts of the in 1000 parts by volume Dye of the formula known from EP-A-0 158 233, Example 1, and 3 parts of a commercially available nonionic wetting agent dissolved, by means of a pad with a liquor absorption of 80%, based on the weight of the fabric, applied to the fabric at 25 ° C.
  • the fabric padded with the dye solution is wound onto a dock, wrapped in a plastic film and left for 4 hours at 40 to 50 ° C and then with cold and hot water, which may or may not contain a commercially available surfactant, and then optionally again with cold water Rinsed water and dried.
  • a strong, uniformly colored yellow coloration is obtained which has good general fastness properties, in particular good fastness to rubbing and light.
  • An alkaline solution of a commercially available gelatin is stirred into a commercially available spinning viscose with a cellulose content of 9%, an alkali content of 5.5% and a viscosity of 40 falling balls at 30 ° C.
  • the procedure is as follows: 6 parts of gelatin are dissolved in a solution containing 10 parts of sodium hydroxide and 90 parts of water. 59 parts of this solution are mixed with 1000 parts of a commercial spin viscose containing 89 parts of cellulose. After degassing, spinning, stretching, cutting, washing and drying, a fiber is obtained which is produced using a conventional drawing-out process can be colored.
  • the pretreated viscose fiber 20 parts are treated in a dyeing machine with 200 parts of an aqueous liquor which, based on the weight of the dry goods, contains 1.5% of the reactive dye of the formula known from EP-A-00 61 151, Example 4, in a commercially available form and composition.
  • the fiber is dyed with this liquor at 60 ° C. for 30 minutes.
  • the dyeing thus produced is further processed by rinsing and soaping in the customary manner. The result is a lively orange color with the good fastness properties customary for reactive dyes.
  • An alkaline solution of horsehair is stirred into an industrial spinning viscose with a cellulose content of 8.8%, an alkali content of 5% and a viscosity of 41 falling balls at 30 ° C.
  • 8 parts of horsehair are dissolved in a solution containing 11 parts of sodium hydroxide and 100 parts of water.
  • 65 parts of this solution are mixed with 1000 parts of a commercial spinning viscose containing 89 parts of cellulose.
  • a fiber of modified viscose is obtained, which can be reactively dyed in a pull-out process without salt and at a pH of 8.
  • An alkaline solution of ground horn shavings is stirred into an industrial spinning viscose with a cellulose content of 8.9%, an alkali content of 5% and a viscosity of 38 falling ball seconds at 30 ° C.
  • the procedure is as follows: 7 parts of ground horn shavings are dissolved in a solution containing 11 parts of sodium hydroxide and 100 parts of water. 55 parts of this solution are mixed with 1000 parts of a commercial spin viscose containing 90 parts of cellulose. After degassing, spinning, stretching, cutting, washing and drying, a fiber is obtained which can be dyed at pH 4.5 using a conventional pull-out process.
  • An alkaline solution of pigskin is stirred into an industrial spinning viscose with a cellulose content of 9%, an alkali content of 6% and a viscosity of 42 falling balls at 30 ° C.
  • the procedure is as follows: 6 parts of pig skin are dissolved in a solution containing 10 parts of sodium hydroxide and 90 parts of water. 55 parts of this solution are mixed with 1000 parts of a commercial spin viscose containing 90 parts of cellulose. After the usual process for fiber production and weaving, a textile viscose fabric is obtained which can be further processed directly in a dyeing process using the block process.
  • an aqueous dye solution containing 20 parts of the direct dye of the formula (CI Direct Blue 199) in 1000 parts by volume and 3 parts of a commercially available nonionic wetting agent contains, by means of a foulards with a liquor absorption of 80%, based on the weight of the fabric, applied to the fabric at 25 ° C.
  • the dye solution was previously adjusted to a pH of 5 with acetic acid.
  • the fabric padded with the dye solution is then steamed for 2 minutes.
  • the dyeing thus produced is further processed by rinsing and soaping in the customary manner. The result is a strong turquoise color with very good general fastness properties.

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  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Coloring (AREA)
  • Artificial Filaments (AREA)
EP95114109A 1994-09-23 1995-09-08 Verfahren zur Herstellung von aminierter Regeneratcellulose Withdrawn EP0703305A1 (de)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE19944433951 DE4433951A1 (de) 1994-09-23 1994-09-23 Verfahren zur Herstellung von aminierter Regeneratcellulose
DE4433951 1994-09-23

Publications (1)

Publication Number Publication Date
EP0703305A1 true EP0703305A1 (de) 1996-03-27

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Family Applications (1)

Application Number Title Priority Date Filing Date
EP95114109A Withdrawn EP0703305A1 (de) 1994-09-23 1995-09-08 Verfahren zur Herstellung von aminierter Regeneratcellulose

Country Status (7)

Country Link
EP (1) EP0703305A1 (es)
JP (1) JPH08170220A (es)
CN (1) CN1128812A (es)
CA (1) CA2158884A1 (es)
DE (1) DE4433951A1 (es)
FI (1) FI954465A (es)
MX (1) MX9504044A (es)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1997007266A1 (de) * 1995-08-11 1997-02-27 Lenzing Aktiengesellschaft Cellulosefaser
US5981741A (en) * 1998-04-20 1999-11-09 Dystar Textilfarben Gmbh & Co. Deutschland Kg Aminated acetate fiber

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JP4776297B2 (ja) * 2005-08-03 2011-09-21 倉敷紡績株式会社 セルロース/ゼラチン複合ビスコースレーヨンフィラメントの製造方法
CN102864513B (zh) * 2012-04-28 2014-08-20 四川省宜宾惠美线业有限责任公司 一种羽毛蛋白与竹纤维的粘胶短纤维及其制造方法
CN102899731A (zh) * 2012-04-28 2013-01-30 四川省宜宾惠美线业有限责任公司 一种羽毛蛋白与木纤维的粘胶短纤维及其制造方法
CN102877159B (zh) * 2012-04-28 2015-04-22 四川省宜宾惠美线业有限责任公司 一种羽毛蛋白粘胶短纤维及其制造方法
CN102851786A (zh) * 2012-04-28 2013-01-02 四川省宜宾惠美线业有限责任公司 一种羽毛蛋白粘胶长丝及其制造方法
CN102877158B (zh) * 2012-04-28 2014-08-20 四川省宜宾惠美线业有限责任公司 一种羽毛蛋白与竹纤维的粘胶长丝及其制造方法
CN102899741A (zh) * 2012-04-28 2013-01-30 四川省宜宾惠美线业有限责任公司 一种羽毛蛋白与木纤维的粘胶长丝及其制造方法
KR101403527B1 (ko) * 2012-09-24 2014-06-09 주식회사 지클로 항균성 셀룰로오스 섬유의 제조방법 및 이로부터 제조되는 섬유
JP7519828B2 (ja) * 2020-07-02 2024-07-22 倉敷紡績株式会社 生分解性再生セルロース繊維とその製造方法及びこれを用いた繊維構造物
JP7568246B2 (ja) * 2021-12-24 2024-10-16 株式会社ファーマフーズ 再生セルロース繊維、その製造方法、及びその繊維構造物
JP2023165236A (ja) * 2022-05-02 2023-11-15 株式会社ファーマフーズ 水難溶性タンパク質を溶解する方法、それによって得られるタンパク質溶液、およびその成形体

Citations (12)

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Publication number Priority date Publication date Assignee Title
US950435A (en) * 1908-12-22 1910-02-22 Henri Louis Joseph Chavassieu Process of obtaining proteo-cellulosic products.
GB255623A (en) * 1925-07-04 1926-07-29 Richard Attwater Improved artificial textile fibre and the process of the manufacture of same
US2059632A (en) * 1933-11-24 1936-11-03 Ig Farbenindustrie Ag Manufacture of artificial silk
US2515889A (en) * 1949-01-28 1950-07-18 Du Pont Process for producing artificial filaments
DE1469062A1 (de) 1962-10-09 1969-03-13 Courtaulds Ltd Verfahren zum Herstellen von aminalisierten Fasern aus Regeneratcellulose
DE1948487A1 (de) 1968-10-01 1970-04-09 Ciba Geigy Verfahren zur Herstellung von Viskosefasern mit neuartigen Faerbeeigenschaften
DE1943904A1 (de) 1969-08-29 1971-03-11 Hoechst Ag Neue wasserloesliche Monoazofarbstoffe und Verfahren zu ihrer Herstellung
DE2412964A1 (de) 1974-03-18 1975-10-02 Hoechst Ag Farbstoffzubereitung zum faerben oder bedrucken von cellulosefasermaterialien
DE2840380A1 (de) 1978-09-16 1980-04-03 Bayer Ag Faserreaktive azofarbstoffe
EP0061151A2 (de) 1981-03-24 1982-09-29 Hoechst Aktiengesellschaft Feste Präparationen von wasserlöslichen faserreaktiven Farbstoffen und ihre Verwendung zum Färben oder Bedrucken von Fasermaterialien
EP0158233A2 (de) 1984-04-09 1985-10-16 Hoechst Aktiengesellschaft Verfahren zur Herstellung flüssiger, salzarmer, wässriger Farbstoffzubereitungen
EP0513656A1 (de) 1991-05-11 1992-11-19 Hoechst Aktiengesellschaft Verfahren zum Färben von mit Silanen modifizierten Fasermaterialien, die Modifizierung von Fasermaterialien mit Silanen

Patent Citations (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US950435A (en) * 1908-12-22 1910-02-22 Henri Louis Joseph Chavassieu Process of obtaining proteo-cellulosic products.
GB255623A (en) * 1925-07-04 1926-07-29 Richard Attwater Improved artificial textile fibre and the process of the manufacture of same
US2059632A (en) * 1933-11-24 1936-11-03 Ig Farbenindustrie Ag Manufacture of artificial silk
US2515889A (en) * 1949-01-28 1950-07-18 Du Pont Process for producing artificial filaments
DE1469062A1 (de) 1962-10-09 1969-03-13 Courtaulds Ltd Verfahren zum Herstellen von aminalisierten Fasern aus Regeneratcellulose
DE1948487A1 (de) 1968-10-01 1970-04-09 Ciba Geigy Verfahren zur Herstellung von Viskosefasern mit neuartigen Faerbeeigenschaften
DE1943904A1 (de) 1969-08-29 1971-03-11 Hoechst Ag Neue wasserloesliche Monoazofarbstoffe und Verfahren zu ihrer Herstellung
DE2412964A1 (de) 1974-03-18 1975-10-02 Hoechst Ag Farbstoffzubereitung zum faerben oder bedrucken von cellulosefasermaterialien
DE2840380A1 (de) 1978-09-16 1980-04-03 Bayer Ag Faserreaktive azofarbstoffe
EP0061151A2 (de) 1981-03-24 1982-09-29 Hoechst Aktiengesellschaft Feste Präparationen von wasserlöslichen faserreaktiven Farbstoffen und ihre Verwendung zum Färben oder Bedrucken von Fasermaterialien
EP0158233A2 (de) 1984-04-09 1985-10-16 Hoechst Aktiengesellschaft Verfahren zur Herstellung flüssiger, salzarmer, wässriger Farbstoffzubereitungen
EP0513656A1 (de) 1991-05-11 1992-11-19 Hoechst Aktiengesellschaft Verfahren zum Färben von mit Silanen modifizierten Fasermaterialien, die Modifizierung von Fasermaterialien mit Silanen

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
DR. U. EINSELE: "Über die Aminierung von Cellulosefasern und deren physikalisches und chemisches Verhalten bei der Textilveredlung", MELLIAND TEXTILBERICHTE, no. 6, HEIDELBERG, BRD, pages 641 - 647 *

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1997007266A1 (de) * 1995-08-11 1997-02-27 Lenzing Aktiengesellschaft Cellulosefaser
US5795522A (en) * 1995-08-11 1998-08-18 Lenzing Atkiengesellschaft Cellulose fibre
US5981741A (en) * 1998-04-20 1999-11-09 Dystar Textilfarben Gmbh & Co. Deutschland Kg Aminated acetate fiber

Also Published As

Publication number Publication date
CN1128812A (zh) 1996-08-14
JPH08170220A (ja) 1996-07-02
FI954465A (fi) 1996-03-24
CA2158884A1 (en) 1996-03-24
FI954465A0 (fi) 1995-09-21
DE4433951A1 (de) 1996-03-28
MX9504044A (es) 1997-05-31

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