Classifications

• • D—TEXTILES; PAPER
  • D01—NATURAL OR MAN-MADE THREADS OR FIBRES; SPINNING
  • D01F—CHEMICAL FEATURES IN THE MANUFACTURE OF ARTIFICIAL FILAMENTS, THREADS, FIBRES, BRISTLES OR RIBBONS; APPARATUS SPECIALLY ADAPTED FOR THE MANUFACTURE OF CARBON FILAMENTS
  • D01F11/00—Chemical after-treatment of artificial filaments or the like during manufacture
• • C—CHEMISTRY; METALLURGY
  • C07—ORGANIC CHEMISTRY
  • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
  • C07C309/00—Sulfonic acids; Halides, esters, or anhydrides thereof
  • C07C309/01—Sulfonic acids
  • C07C309/28—Sulfonic acids having sulfo groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton
  • C07C309/45—Sulfonic acids having sulfo groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton containing nitrogen atoms, not being part of nitro or nitroso groups, bound to the carbon skeleton
  • C07C309/51—Sulfonic acids having sulfo groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton containing nitrogen atoms, not being part of nitro or nitroso groups, bound to the carbon skeleton at least one of the nitrogen atoms being part of any of the groups, X being a hetero atom, Y being any atom
• • D—TEXTILES; PAPER
  • D01—NATURAL OR MAN-MADE THREADS OR FIBRES; SPINNING
  • D01F—CHEMICAL FEATURES IN THE MANUFACTURE OF ARTIFICIAL FILAMENTS, THREADS, FIBRES, BRISTLES OR RIBBONS; APPARATUS SPECIALLY ADAPTED FOR THE MANUFACTURE OF CARBON FILAMENTS
  • D01F11/00—Chemical after-treatment of artificial filaments or the like during manufacture
  • D01F11/02—Chemical after-treatment of artificial filaments or the like during manufacture of cellulose, cellulose derivatives, or proteins
• • D—TEXTILES; PAPER
  • D01—NATURAL OR MAN-MADE THREADS OR FIBRES; SPINNING
  • D01F—CHEMICAL FEATURES IN THE MANUFACTURE OF ARTIFICIAL FILAMENTS, THREADS, FIBRES, BRISTLES OR RIBBONS; APPARATUS SPECIALLY ADAPTED FOR THE MANUFACTURE OF CARBON FILAMENTS
  • D01F2/00—Monocomponent artificial filaments or the like of cellulose or cellulose derivatives; Manufacture thereof
• • D—TEXTILES; PAPER
  • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
  • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
  • D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
  • D06M13/322—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen
  • D06M13/402—Amides imides, sulfamic acids
  • D06M13/41—Amides derived from unsaturated carboxylic acids, e.g. acrylamide

Definitions

• the invention relates to a process for treating cellulose fibres and assemblies made of those cellulose fibres, wherein the fibres or the fibre assemblies, respectively, are contacted with a textile auxiliary agent in order to impart improved properties to the fibres.
• Fibrillation means the breaking up of the fibre in longitudinal direction at mechanical stress in the wet state, whereby the fibre assumes a hairy, furry appearance.
• a dyed fabric produced from those fibres loses a great deal of its colour intensity. Add to this that bright streaks develop in edges created by scouring and crumpling.
• the reason for fibrillation is thought to be that the fibre consists of fibrils arranged in the direction of the fibre, with crosslinking existing between them only to a small extent.
• streak formation may also occur if the fibres are dyed in the form of tows.
• the formation of knots may result from friction in the dry state, which property is known as “pilling”.
• WO 92/07124 describes a process for the production of a fibre having a reduced tendency to fibrillation, according to which the freshly spun, i.e. not yet dry, fibre is treated with a cationic polymer.
• a polymer comprising imidazole and azetidine groups is mentioned.
• a treatment with an emulsifiable polymer such as polyethylene or polyvinyl acetate, or also a crosslinking with glyoxal may take place.
• EP-A 0 538 977 and WO 94/09191 as well as WO 95/28516 describe a process of the initially mentioned kind, wherein solvent-spun fibres are contacted with a textile auxiliary agent in order to decrease the tendency to fibrillation.
• WO 94/24343 describes a process for the production of cellulose fibres having a decreased tendency to fibrillation, wherein a solution of cellulose is spun to fibres in a tertiary amine oxide and the freshly spun fibres are contacted with a textile auxiliary agent carrying at least two reactive groups and are washed with an aqueous buffer, with glyoxal not being used as the textile auxiliary agent.
• the freshly spun fibres are contacted with the textile auxiliary agent best in an alkaline environment.
• fibre assemblies made of solvent-spun fibres may be crosslinked with methylol compounds.
• methylol compounds it has turned out to be impossible to prevent scouring edges from forming during dyeing when using those compounds.
• crosslinking would have to occur prior to dyeing or at least during dyeing.
• methylol compounds and also the other classic permanent finishing agents are hardly suitable for this.
• a further disadvantage of the methylol compounds is the formation of formaldehyde, leading to an impairment of the workplace.
• the present invention aims at providing a process for treating cellulose fibres of the genus Lyocell and assemblies made of those fibres, which process may be realized in a simple manner and makes it possible that the treated fibres exhibit a decreased tendency to fibrillation or that the treated fibre assemblies, respectively, exhibit improved scouring and pilling values.
• the process according to the invention for treating solvent-spun fibres, wherein the fibres are contacted with a textile auxiliary agent is characterized in that a compound of the general formula or a salt thereof, respectively, is used as the textile auxiliary agent, wherein
• a 1,3,5-trisacryloyl tetrahydro-1,3,5-triazine as well as N,N′-methylene bisacrylamide are used as textile auxiliary agents.
• Those textile auxiliary agents are present in nonionic form.
• the compounds used according to the invention are present in ionic and dissolved form in an aqueous alkaline environment.
• the compounds used according to the invention are volatile only to a small extent or not at all.
• the residue R 4 is selected from the group consisting of-SO 3 H, —COOH, —OH and —SH.
• R 2 and R 3 both preferably mean (CH 2 ) m —CH ⁇ CH 2 in the textile auxiliary agent used.
• a textile auxiliary agent used with particular preference is a compound of the formula or a salt thereof, respectively.
• a compound of the formula or a salt thereof, respectively is used preferably as a textile auxiliary agent.
• a compound of the formula i.e. the 2,4-bis(acrylamido)benzene sulfonic acid, or a salt thereof, respectively, is used with particular preference as a textile auxiliary agent.
• a compound of the formula or a salt thereof, respectively is used as a textile auxiliary agent.
• the textile auxiliary agent is used in the form of the sodium, lithium, potassium, calcium or magnesium salt.
• other salts in particular metallic salts, may be used.
• the fibres preferably are contacted with an alkaline solution of the textile auxiliary agent.
• the compound used according to the invention is prepared in the impregnating solution virtually in situ by producing the two acrylamido groups from the respective ⁇ -halogen alkyl compound by means of an elimination reaction.
• 2,4-bis(acrylamido)benzene sulfonic acid or, e.g., of its sodium salt, respectively
• it can be produced in the impregnating solution directly from the sodium salt of the 2,4-bis(3-chloropropionamido)benzene sulfonic acid.
• the process according to the invention is carried out for the treatment of fibres which are provided in the never-dried state.
• the cut fibres washed free from NMMO and having a defined moisture of from 50% to 500% adjusted, for instance, by squeezing may be contacted in a loose structure (“fleece”) on a moving screen belt with the bath containing the textile auxiliary agent and may be soaked, for instance, by spraying (“impregnation”).
• the fleece has a weight per unit area of 0.2-15 kg/m 2 , preferably of between 1 and 8 kg/m 2 , based on the dry fibre, whereby the retention time of the fibre in that field of impregnation may amount to between 1 and 25 min, preferably, however, to from 2 to 10 min.
• the impregnation of the fibre can be effected only from one side but also from both sides of the fleece, whereby the ratio between fibre and treatment bath (kg/kg) may amount to from 1:1 to 1:50.
• the textile auxiliary agent can be applied in a mixture with or separate from the catalyst which optionally is necessary.
• the fleece is squeezed to a defined moisture of from 50% to 500%, the squeezed treatment bath is returned to the impregnation cycle and the temperature of the fleece is adjusted by suitable means, preferably by hot water vapour, and is maintained, whereby the retention time may amount to about 2-15 min.
• the fibre heats up along with the bath to the desired temperature and the cellulose reacts with the textile auxiliary agent.
• the treatment is carried out such that the fibre is thereby not dried.
• an acidified washing bath may be used for that in the first washing stages.
• the number of washing stages complies with the employed concentrations and/or the washing efficiency of the individual stages.
• the textile auxiliary agents used according to the invention are excellently suitable also for the treatment of already dried fibres and for the treatment of fibre assemblies, such as yarns, woven or knitted fabrics, containing solvent-spun fibres.
• the fibres may be provided in dyed or undyed form.
• the present invention relates to the use of a compound of the formula wherein R 1 , R 2 , R 3 and R 4 have the above-indicated meaning, or of a salt thereof, respectively, as a textile auxiliary agent for the treatment of solvent-spun fibres.
• the compounds of formula (I) are particularly suitable for decreasing the tendency to fibrillation of solvent-spun fibres.
• the present invention furthermore relates to solvent-spun fibres which are obtainable in accordance with the process according to the invention as well as to fibre assemblies containing such solvent-spun fibres.
• the textile auxiliary agents used according to the invention in which the residue R 1 is phenyl, are new compounds. Therefore, the invention furthermore relates to a compound of the formula wherein R 2 , R 3 and R 4 each have the above-indicated meaning, as well as to the salts thereof, provided that
• N,N′-(2-hydroxy-1,4-phenylene)-bis-2-propenamide is registered in the “Chemical Abstracts” (American Chemical Society) under registration no. 105298-66-6.
• the compounds according to the invention may be produced in that a compound of the formula is reacted with a compound of the formula wherein R 2 , R 3 and R 4 each have the above-indicated meanings, and the product obtained optionally is converted to the form of a salt.
• the compounds of formula (X) are new as well. They may be produced in that a compound of the formula is reacted with a compound of the formula wherein R 4 , R 5 and R 6 have the above-indicated meanings, and the product obtained optionally is converted to the form of a salt.
• the final product was analyzed by means of HPCL and an NMR spectroscopy.
• Solvent-spun fibres produced according to the process described in WO 93/19230 and having a titre of 1.3 dtex were treated as follows in the never-dried state: At a bath ratio of 1:10, the fibres were impregnated with a solution, containing 50 g/l of sodium salt of the 2,4-bis(acrylamido)benzene sulfonic acid and 100 g/l of sodium sulfate, for 4 minutes at 30° C. Thereupon, 4 g/l of NaOH was added, and impregnation was continued for another 2 minutes. The solution had a pH value of 12.7. Subsequently, the fibres were squeezed to a moisture content of 100%-110% by means of a squeezer and were heat-treated with saturated steam (100%) at 100° C. for 4 minutes, were washed out and dried.
• the degree of fibrillation of the fibres was determined by way of the wet abrasion resistance (testing method in accordance with WO 99/19555) of the individual fibres. According to this testing method, the sample treated according to the invention turns out to exhibit an average value of 560 revolutions. Compared with that, an untreated fibre exhibits a wet abrasion value of only 40-60 revolutions. The nitrogen content of the treated fibres amounts to 0.34%.
• the determination of the wet abrasion resistance of the fibres treated in this manner yielded an average value of 1180 revolutions.
• the nitrogen content of the fibres amounts to 0.38%.
• a solution containing 50 g/l of sodium salt of the 2,4-bis(3-chloropropionamido)benzene sulfonic acid, is mixed with 10 g/l of sodium hydroxide at 30° C. and is stirred for 20 minutes at this temperature.
• solvent-spun fibres (titre 1.3 dtex) were impregnated at a bath ratio of 1:10 for more than 2 minutes at 30° C.
• 100 g/l of sodium sulfate was dissolved in the impregnating solution, and after 2 minutes 4 g/l of NaOH was added. After another 4 minutes of impregnation at 30° C., the fibres were squeezed to a pick-up of 100%-110%, were heat-treated with saturated steam for 4 minutes, were washed out and dried.
• the determination of the wet abrasion resistance of the fibres treated in this manner yielded an average value of 780 revolutions.
• the nitrogen content of the fibres amounts to 0.34%.
• a solution containing 50 g/l of sodium salt of the 2,4-bis(3-chloropropionamido)benzene sulfonic acid, was mixed with 10 g/l of sodium hydroxide at 30° C. and was stirred for 20 minutes at this temperature. In that solution, 100 g/l of sodium sulfate and 4 g/l of NaOH were dissolved. At a bath ratio of 1:10, a piece of that fleece made of never-dried, solvent-spun fibres (titre 1.3 dtex) was impregnated in that solution for 4 minutes at 30° C.
• the piece of fleece was squeezed to a pick-up of 100%-110%, was heat-treated with saturated steam for 4 minutes, was washed out and dried.
• the determination of the wet abrasion resistance of the fibres treated in this manner yielded an average value of 570 revolutions.
• the nitrogen content of the fibres amounts to 0.39%.
• a dyed knitted fabric made of solvent-spun fibres was impregnated with an aqueous solution, containing 50 g/l of sodium salt of the 2,4-bis(acrylamido)benzene sulfonic acid and 50 g/l of sodium sulfate, to which shortly before impregnation 4 g/l of NaOH had been added, for 2 minutes at room temperature (RT) (pH value of the solution 12.7).
• RT room temperature
• the excess solution was squeezed out at 1 bar.
• the knitted fabric was heat-treated with water vapour at 100° C. Subsequently, the knitted fabric was washed repeatedly with 2% acetic acid and water and was finally dried.
• Example 7 An undyed knitted fabric made of solvent-spun fibres was treated as described in Example 7 and was subjected to a wet abrasion test. The mean value of the wet abrasion test amounted to 620 revolutions.
• the wet abrasion resistance of the individual fibre yielded an average value of 700 revolutions.
• the nitrogen content of the fibre amounted to 0.33%.
• a solution containing 60 g/l of bisacrylamido acetic acid, was mixed with 21 g/l of sodium hydroxide at room temperature, was stirred, and never-dried, solvent-spun fibres having a titre of 1.3 dtex were immediately added to that solution at a bath ratio of 1:10 and were then impregnated for 2 min. at room temperature. Thereupon, 100 g/l of sodium sulfate was added to that solution, and impregnation was continued for another 3 min. at 50° C. Thereupon, squeezing was carried out to a pick-up of 100-110%, and 4 minutes of heat-treatment with saturated steam, washing-out and drying were effected.
• the wet abrasion resistance of the individual fibre yielded an average value of 400 revolutions.
• the nitrogen content amounted to 0.32%.
• a solution containing 60 g/l of bisacrylamido acetic acid, was mixed with 21 g/l of sodium hydroxide at room temperature, was stirred, and never-dried, solvent-spun fibres having a titre of 1.3 dtex were immediately added to that solution at a bath ratio of 1:10 and were then impregnated for 5 min. at room temperature. Thereupon, squeezing was carried out to a pick-up of 100-110%, and 4 minutes of heat-treatment with saturated steam, washing-out and drying were effected.
• the wet abrasion resistance of the individual fibre yielded an average value of 320 revolutions.
• the nitrogen content of the fibre amounted to 0.31%.

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• Chemical & Material Sciences (AREA)
• Engineering & Computer Science (AREA)
• Textile Engineering (AREA)
• Organic Chemistry (AREA)
• Chemical Kinetics & Catalysis (AREA)
• General Chemical & Material Sciences (AREA)
• Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
• Artificial Filaments (AREA)
• Chemical Or Physical Treatment Of Fibers (AREA)

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• 2001
  • 2001-11-02 AT AT0173101A patent/AT413824B/de not_active IP Right Cessation
• 2002
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