US2902391A - Process for improving the properties of regenerated cellulose fibrous material wherein said material is treated while still in the gel state - Google Patents

Process for improving the properties of regenerated cellulose fibrous material wherein said material is treated while still in the gel state Download PDF

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US2902391A
US2902391A US635695A US63569557A US2902391A US 2902391 A US2902391 A US 2902391A US 635695 A US635695 A US 635695A US 63569557 A US63569557 A US 63569557A US 2902391 A US2902391 A US 2902391A
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fiber
resin
gel state
liquid
fibers
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US635695A
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George C Daul
Harold F Wise
Wharton John
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Courtaulds Inc
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Courtaulds Inc
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Priority to BE581977D priority Critical patent/BE581977A/xx
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Priority to US635695A priority patent/US2902391A/en
Priority to DEC16131A priority patent/DE1109312B/de
Priority to GB2132/58A priority patent/GB878655A/en
Priority to FR1198525D priority patent/FR1198525A/fr
Priority to CH359512D priority patent/CH359512A/de
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    • 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
    • D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
    • D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
    • D06M15/37—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M15/55—Epoxy resins
    • D—TEXTILES; PAPER
    • D01—NATURAL OR MAN-MADE THREADS OR FIBRES; SPINNING
    • D01D—MECHANICAL METHODS OR APPARATUS IN THE MANUFACTURE OF ARTIFICIAL FILAMENTS, THREADS, FIBRES, BRISTLES OR RIBBONS
    • D01D10/00—Physical treatment of artificial filaments or the like during manufacture, i.e. during a continuous production process before the filaments have been collected
    • D01D10/04—Supporting filaments or the like during their treatment
    • D01D10/049—Supporting filaments or the like during their treatment as staple fibres
    • 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
    • D01F2/06—Monocomponent artificial filaments or the like of cellulose or cellulose derivatives; Manufacture thereof from viscose
    • 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
    • D06M13/10—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 oxygen
    • D06M13/137—Acetals, e.g. formals, or ketals
    • 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
    • D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
    • D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
    • D06M15/37—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M15/39—Aldehyde resins; Ketone resins; Polyacetals
    • D06M15/423—Amino-aldehyde resins

Definitions

  • This invention relates to a process for improving the properties of regenerated cellulose fibrous material and in particular to a process for introducing heat hardenable resinous materials into regenerated cellulose fiber.
  • a method which comprises treating cellulosic fiber while it is still in the gel state and before it has been dried sufficiently to convert it from the gel state, with an aqueous liquid containing a heathardenable resinous material, and then reducing the liquid content of the fiberto below the normal water imbibition of the fiber in the gel state.
  • reduction of the liquid content is eifected by squeezing.
  • the present invention is based on the discovery that the optimum time'for treatment of regenerated cellulose fibrous material with a resinous liquid is before any drying of the fiber has taken place and while the fiber is still in the initial gel or swollen state after its formation. It hasqbeen discovered that in this initial gel or swollen state, fibers have their highest degree of absorptive power, much higher than at any other time in their existence.
  • the water imbibition values for once dried normal textile rayon fibers are in the range of. 90% to 115%.
  • fabricsmade from such fibers are treated in the usual fashiornwith :resin precondensates for efifects such as crease resistanceand dimensional stability, even with the high mangle pressures used; in conventional equipment, liquidretention,.of. the padded fabric is in this approximate range...
  • the water imbibition values .of. never-dried normal textile rayon fibers are in the rangeof 120% to 150%. It has been found, surprisingly, thatby squeezing never-dried rayon fiber whilestill in the gel state it. is possible to reduce the moisture content of this material much .below the water imbibitiomrange cited.
  • fibers having a gal water imbibition value of 145% may be squeezed to. contain as little; as 60% moisture on the oven-dry weight of the fiber.
  • a resin precondensate solution it acts like a sponge which has, newly been squeezed out and draws in, the excess resinous precondensataleaving little.
  • the invention is applicable to regenerated cellulose made by any of. the conventional techniques, i.e.. by the viscose, cuprammonium on nitrate processes. However, it is preferred touse regenerated cellulose which has been made ,by the viscose process.
  • viscose rayon having. never dried imbibition values from 60% to say 150%. The lower the water imbibitiornthe more pressure must be exerted tosqueeze the,
  • the heat, hardenable resinous materials which applied by means of the present invention are those custornarily used in the textile ]industry. : These inelnde amjnoplasts, which may be defined as heathardenable resins which are the condensation products ofeompounde;
  • hyd mlamine formaldehyde, dicyandiarnideformaldef hyde, guanidine-formaldehyde and combinationsof these ingredients.
  • the term is also used to include the methylol-amino-epihalohydrin compounds described in the copending application of George C. Daul, Serial No. 563,- 429, filed February 26, 1956.
  • resinous materials which are suitable for use in the present invention are those formed by the reaction of formaldehyde and acrolein as described in United States Patent No. 2,696,477; resins formed by the reaction of acetone and formaldehyde as described, for example, in United States Patents No. 2,504,835 and No. 2,711,971; and polyepoxy resins, e.g. polyfunctional compounds having at least two epoxy group-s linked through a hydrocarbon, a polyhydric phenol or a polyhydric alcohol group, such as the resins formed from saturated polyglycidyl ethers of polyhydric alcohols as described in United States Patent No. 2,752,269.
  • Particularly useful compounds of the last named class are the condensation products of epichlorohydrin with ethylene glycols. It will be understood that the precise resin used is not a part of the present invention and other heat hardenable resins used in the textile industry may be employed as desired.
  • the resinous materials are applied while they are in a state such that they will form aqueous solutions or stable dispersions containing at least 3% resinous material, and such that the average molecular size of the material is sufliciently small to enable the resin molecules to penetrate into the fiber in the gel or never dried state.
  • these conditions will be met by applying the resinous material while it is in substantially precondensed, monomeric or low polymer state, and while the molecular weight is on the order of 1001000, preferably not exceeding about 600, it being recognized that the extent of polymerization which is permissible Will depend on the type of resin being employed.
  • the average particle size should in any case be below 0.1 micron. Normally, freshly prepared precondensates are preferable to aged material.
  • the resinous material or precondensate is preferably applied as an aqueous solution or stable dispersion.
  • the resin concentration in the impregnating solution or dispersion will vary with the particular resin and with the type of fiber treated. Usually it Will be between about 3% and about 20% by weight of the solution.
  • the impregnating liquid may also contain various ingredients other than the resin precondensate or its components. For example, it may contain from 2% to 20% on the weight of the resin of a catalyst to aid in curing the precondensate. Obviously the type of catalyst used will depend on the particular resin used.
  • the liquid may also contain from 0.1% to 4% on the weight of the liquid of a finishing agent.
  • the finishing agent may be selected to add lubricity, cohesion, water repellancy, scroop or other desired properties to the fiber.
  • Materials well-known to the art such as polyglycol stearate, lauryl ketene dimer, silicone emulsions, stearamido methyl pyridinium chloride, octadecyl pyridinium sulfate and others may be used alone or in combination for this purpose.
  • the temperature of the resin impregnating solution is not a critical factor and will vary with the particular resin being applied. Normally, it will be between about and about 50 C., preferably between about and about 40 C.
  • the manipulative steps which are used in carrying out the invention depend to a certain extent upon the form of the fibrous material which is being treated.
  • a different mechanical technique would be used in applying a resin solution for a continuous filament than would be used in treating staple fiber.
  • Staple fiber is in general treated in the form of a mat or blanket in which the fiber is arranged more or less at random.
  • the thickness of the blanket is, in general, not a critical factor and the process may be employed with blankets of various thickness, although normally the blanket thickness will 4 be between about one-half inch and about two and onehalf inches.
  • the technique used in carrying out this invention is to pass the blanket between squeeze rollers to remove a large portion of the final wash water, then bring it into contact with the resin-containing liquid which is usually applied as a heavy spray onto the blanket.
  • the blanket When the blanket has been wet thoroughly with the resinous liquid, it is moved between another pair of rollers where it is squeezed to remove excess liquid. This process may be repeated several times to obtain uniform resin distribution and increase the total solids pickup. While there is no limit on the number of times the contacting step may be repeated, it has been found that four resin baths are usually suflicient.
  • the blanket, thoroughly wet with the resinous liquid then passes through squeeze rollers adjusted to remove enough liquid from the blanket so that the remaining liquid content is less than the normal water imbibition value of the fiber (in the gel state).
  • the liquid content is reduced to 10 to 65% below the gel water imbibition value which is equivalent to a liquid content'of 60% to 120% on the weight of the oven-dry impregnated fiber.
  • the pressure required to accomplish this will vary with the past history of the fiber and with the thickness of the blanket, but will, in general, be between about 500 and about 3500 pounds per linear inch of A convenient way to determine the liquid content is to weigh the fiber immediately after squeezing and then dry it in the manner outlined below.
  • the blanket may be opened by conventional methods, spread on a moving conveyor belt, dried and cured.
  • the temperatures and conditions of drying and curing will depend on the particular resin being employed. However, in general the impregnated fiber will be dried between about 50 and about 100 C. for whatever time is required to bring the moisture content of the fiber into equilibrium with its environment. Normally this will be between about about 10 and about 4 5 minutes.
  • Curing is usually conducted at a temperature of between about and about C. for between about 3 and about 30 minutes. The precise time and temperature will vary with the particular resin being used.
  • a regenerated cellulose tow 10 is formed in conventional fashion by extruding viscose from a spinnerette 11 into a coagulating bath 12.
  • the bath 12 may be of any conventional composition comprising for example, between about 7% and about 12% H 80 between about 14% and about 25% Na SO from 0 to about 8% ZnSO and from 0 to about 10% MgSO Other ingredients well-known to the art such, for example, as surface-active agents for preventing spinnerette incrusta-tion, may also be present.
  • the temperature of the bath will normally be from say 40 to 60 C.
  • the tow is Withdrawn from the coagulating bath 12 and, in accordance with conventional practice, is cut up into staple fiber by a cutting device 13.
  • the staple falls on a continuous belt 14 and forms a mat or blanket 15 thereon, It may then be subjected to conventional regenerating, washing, desulfurizing and like treatments.
  • an aqueous spray 16 containing from 1% to 2% H 80 at a temperature of from 60 to 92 C.
  • a neutral or slightly alkaline wash 17 (pH 7.5-9.5) at a temperature of say 75-90 C.
  • the blanket may be treated with a desulfu-rization wash 18 containing from say 0.1% to 0.4% Na s at a temperature of between about 55 and about 70 C.
  • This wash may also contain up to about .4% of sodium carbonate or sodium hydroxide together with sequestering or wetting agents if desired.
  • the desulfurization treatment is then normally followed with a sulfide wash 19 comprising neutral water at 7090 C. to remove sulfide liquors.
  • a sour or acid wash 20 containing between about 0.2% and about 0.5% H SO 1orHCl at a temperature of 2025 C. is then employed.
  • An additional water wash 2.1 at a temperature of say 60-85 C. follows to remove acid.
  • the blanket is then squeezed to remove excess water by passing it between squeeze rolls 22 and 23.
  • the squeezed gel fiber is now passed over another endless belt 24 where it is subjected to an aqueous liquid 25 containing between about 3% and about by weight of a heat hardenable resinous material, at a temperature of between about 20 C. and about 40 C.
  • the liquid may also contain a catalyst, the amount of catalyst being in general from about 2% to about 20% on the weight of the resinous material, the exact amount depending upon the concentration and kind of resin used.
  • the liquid may further com prise from say 0.1% to 4% of a finishing agent of any of the types customarily used in the art.
  • the blanket can be taken directly from treatment at 25, squeezed until its liquid content is below the gel water irnbibition value and passed to a curing and drying stage.
  • the blanket having been treated at 25, is again subjected to a squeezing between rollers 26 and 27, then delivered to another endless belt 35 where it is contacted with additional resin solution at 28, the resin solution at 28 being preferably the same as that at 25. Further resin treatments may be added, as desired, although these are not shown in the figure.
  • the blanket is passed through final squeeze rolls 29 and 30 where it is squeezed with sufficient pressure to reduce the amount of liquid in the fibers to below the water imbibition value of the gel fiber.
  • the blanket leaves this set of squeeze rolls, substantially all of the resin-containing liquid is drawn into the fibers leaving only the larger molecular size finishing agents on the surfaces of the fibers.
  • the total of resin-containing liquid in the treated fiber is now between about 60% and 120% on the weight of the oven-dry treated fiber.
  • the blanket is then delivered to a conventional opening device 31 where the blanket is pulled apart.
  • the resulting fibers are delivered to another endless belt 32 which carries themthrough to a drying oven 33 where they are dried at a temperature which is normally between about 200 and about 240 F.
  • the dried fibers are then passed through a curing oven 34 where they are cured at a temperature of say 260 to 350 F.
  • the fibers obtained from the process have low water imbibition. They may be processed without difficulty on conventional cotton spinning machinery without the danger of excessive fly or breaking of the fibers.
  • the material has a good hand and is altogether satisfactory for all textile purposes.
  • Example I A blanket of freshly spun never-dried viscose rayon fiber (textile grade) still in the gel state after spinning and having a water imbibition' value of 145% was squeezed between pressure rolls to a liquid retention of on the weight of the oven-dried cellulose.
  • the blanket was two inches thick and the pressure of the rolls was 850 pounds per lineal inch of nip.
  • the squeezed blanket was then passed under a spray of an aqueous solution containing 9% of a urea-melamine-epichlorohydrin: formaldehyde precondensate of the type described in the copending application of G. C. Daul, Serial No. 563,429, filed February 26, 1956.
  • the ratio of urea to melamine to epichlorohydrin to formaldehyde in this precondensate was 1:112:45.
  • the solution also contained 0.75% magnesiurn chloride hexahydrate catalyst, and 0.15% of a polyglycol stearate softening agent.
  • the impregnation was carried out in two steps with an intermediate squeeze and a final heavy squeeze between pressurized rolls (850 pounds pressure per lineal inch of nip) to a final liquid retention of 100% on the oven-dry weight of the treated cellulose.
  • the fiber blanket was then opened, dried at a temperature of 210 F., and cured at a temperature of 320 F.
  • the water imbibition value of the product was 40%. Its dry tenacity was the same as for an untreated sample; its wet tenacity was increased 50% over that of an untreated sample and its elongation was reduced 48%.
  • the fiber was processed on a picker, card, drawing frame and spinning machine. It was then made into cloth without difliculty.
  • the experiment was again repeated using a pressure to give a liquid retention by the blanket of (15% in excess of the water imbibition value of the never-dried fiber) after contact with resin.
  • the finished product was matted, fibers were stuck together with resin and it could not be processed.
  • Example [I The procedure of Example I was followed to treat textile grade rayon fiber still in the gel state with a liquid bath containing 5% by weight of an acrolein-formaldehyde precondensate (1 mol acrolein: 4 mols formaldehyde), 5% of a urea formaldehyde precondensate (1 mol urea: 1.6 mol formaldehyde), 0.75% magnesium chloride hexahydrate (catalyst) and 0.15% ofa lauryl ketene dimer and 0.15% polyglycol stearate (finishing agents).
  • the impregnated fiber blanket was then squeezed sufficiently to reduce the liquid content to 90% of the weight of the cellulose.
  • the blanket was then opened, driedand cured as before.
  • the treated fiber had a water imbibition value of 44% and was readily processable on conventional textile machinery.
  • Example III The procedure of Example II was used wherein the treating bath contained 15% of an acetone-formaldehyde precondensate (1 mol acetone: 4 mol formaldehyde), 4% sodium carbonate (catalyst), and 0.15% lauryl ketene dimer, 0.15% polyglycol stearate (finishing agents). A product having properties similar to that obtained in Example II resulted.
  • Example IV The procedure of Example II was used wherein the treating bath contained 12% of a polyepoxy-polyglycol 7 precondensate (Eponite 100), 1.5% zinc fiuoboralte (catalyst), 0.6% polyvinyl alcohol (emulsifier) and 0.15% epoxidized soyabean oil (finishing agent).
  • the fiber blanket was squeezed to retain 85% of the weight of the liquid on the cellulose, or 60 percentage points below the gel water imbibition of the fiber (145%). Similar results were obtained.
  • Example V The procedure of Example I was repeated using viscose rayon having different water imbibition values and precondensate baths of different concentrations. The results are listed in the table below:
  • Water Coneen- Liquid Processing Report Imbibition tration retained Rayon value of of preby fiber type never-dried condensate after Draw rayon, used final Gard frame Spinning percent squeeze, percent 80 6.0 60 good. good good. 80 6.0 75 good fair. fair. 80 6.0 80 fair poor poor. 80 6.0 90 bad"- bad.. bad. 110 7.5 70 good good good. 110 7.5 95 good good good. 110 7.5 110 poor fain--. poor. 110 7.5 115 bad... bad would not spin. 144 8.0 90 good good good. 144 8.0 120 goo good.. good. 144 8.0 144 fair poor poor. 144 8.0 150 bad bad.
  • a method for impregnating regenerated cellulose fibrous material with a heat hardenable resinous material which comprises treating the fibrous material while it is still in the gel state, and before it has ever been dried sufficiently to convert it from the gel state, with an aqueous liquid containing a heat hardenable resinous material having a molecular Weight between 100 and 1000 and then mechanically reducing the liquid content of the treated fiber to less than the normal water imbibition value of the fiber in the gel state.
  • thermoplastic material is selected from the group consisting of aminoplast, acrolein-fornialdehyde, acetoneformaldehyde and vpolyepoxy resinous materials.
  • a method for impregnating regenerated cellulose staple fiber with a heat hardenable resinous material which comprises treating said fiber with an aqueous liquid containing a precondensate of said resinous material having a molecular weight on the order of to 1000 while said fiber is still in the gel state and before it has ever been dried suificiently to convert it from the gel state, and then squeezing the impregnated fiber until its liquid content is less than the normal water irnbibition of the fiber in the gel state.
  • thermoplastic material is selected from the group consisting of aminoplast, acrolein-formaldehyde, acetoneformaldehyde and polyepoxy resinous materials.
  • a method for impregnating regenerated cellulose fibrous material having a gel water imbibition of between about and with a heat hardenable resinous material which comprises treating said fibrous material while it is in the gel state and before it has ever been dried sufficiently to convert it from the gel state with an aqueous liquid containing a precondensate of said heat handenable resinous material having a molecular weight on the order of 100 to 1000 and then squeezing the treated fibrous material until its liquid content is between about 60% and about 120% by weight of the oven dried treated fiber, drying said squeezed fibrous material and curing the dried material.
  • a method for impregnating regenerated cellulose staple fiber with heat hardenable resinous material which comprises treating said fiber with an aqueous liquid containing a precondensate of said resinous material having a molecular Weight on the order of 100 to 1000 while said fiber is still in the gel state and before it has. ever been dried, mechanically reducing the liquid content of the impregnated fiber until its liquid content is less than the normal Water imbibition of the fiber in the gel state, and then drying the impregnated fibrous material containing the reduced amount of liquid.

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  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Mechanical Engineering (AREA)
  • General Chemical & Material Sciences (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
  • Artificial Filaments (AREA)
US635695A 1957-01-23 1957-01-23 Process for improving the properties of regenerated cellulose fibrous material wherein said material is treated while still in the gel state Expired - Lifetime US2902391A (en)

Priority Applications (6)

Application Number Priority Date Filing Date Title
BE581977D BE581977A (es) 1957-01-23
US635695A US2902391A (en) 1957-01-23 1957-01-23 Process for improving the properties of regenerated cellulose fibrous material wherein said material is treated while still in the gel state
DEC16131A DE1109312B (de) 1957-01-23 1958-01-18 Verfahren zur Verbesserung von regenerierten Cellulosefasern
GB2132/58A GB878655A (en) 1957-01-23 1958-01-22 Process for incorporating a synthetic resin in regenerated cellulose fibrous material
FR1198525D FR1198525A (fr) 1957-01-23 1958-01-23 Procédé pour imprégner des matières fibreuses en cellulose régénérée avec une matière résineuse durcissant par la chaleur
CH359512D CH359512A (de) 1957-01-23 1959-08-12 Verfahren zur Herstellung von harzimprägnierten regenerierten Cellulosefasern

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BE (1) BE581977A (es)
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FR (1) FR1198525A (es)
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Cited By (14)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3038777A (en) * 1959-06-10 1962-06-12 Courtaulds North America Inc Process for improving the properties of regenerated cellulose fibrous material
US3039167A (en) * 1959-09-02 1962-06-19 Courtaulds North America Inc Method for improving the properties of fabrics containing cross-linked regenerated cellulose material
US3128147A (en) * 1959-09-30 1964-04-07 Courtaulds Ltd Process for treating polynosic fibers and products obtained thereby
US3173752A (en) * 1961-10-05 1965-03-16 Courtaulds Ltd Method for impregnating regenerated cellulose filament tows and making staple fibers therefrom
US3218792A (en) * 1961-10-02 1965-11-23 Courtaulds Ltd Cellulosic textile material
US3232791A (en) * 1961-12-22 1966-02-01 Du Pont Regenerated cellulose film having a moistureproof coating
US3241994A (en) * 1961-10-17 1966-03-22 British Celanese Method for making embossed cellulose triacetate fabrics
US3373125A (en) * 1962-10-01 1968-03-12 Beaunit Corp Process of producing acrylonitrilenever dried cuprammonium cellulose rayon yarn graft polymers
US3423167A (en) * 1964-12-15 1969-01-21 Fmc Corp Wet state cross-linking of carboxyalkyl cellulose ether modified regenerated cellulose fibers
US3509249A (en) * 1966-05-11 1970-04-28 Fmc Corp Method of preparing shaped articles of cellulose graft copolymers
US4060580A (en) * 1974-07-16 1977-11-29 Bison-Werke Bahre & Greten Gmbh & Co. Kg Process for the production of shaped components of wood material, especially boards, bound with a hydraulic binder, preferably cement
WO2013067556A1 (en) * 2011-11-08 2013-05-16 Lenzing Aktiengesellschaft Cellulosic fibre with hydrophobic properties and high softness and process for production thereof
US11083817B2 (en) 2012-02-28 2021-08-10 Lenzing Aktiengesellschaft Hygiene product
US11124629B2 (en) 2012-12-13 2021-09-21 Kelheim Fibres Gmbh Regenerated cellulose fiber

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GB9122318D0 (en) * 1991-10-21 1991-12-04 Courtaulds Plc Treatment of elongate members
US5882356A (en) * 1992-10-21 1999-03-16 Courtaulds Fibres (Holdings) Limited Fibre treatment
GB9304887D0 (en) 1993-03-10 1993-04-28 Courtaulds Plc Fibre treatment
US5662858A (en) * 1993-04-21 1997-09-02 Lenzing Aktiengesellschaft Process for the production of cellulose fibres having a reduced tendency to fibrillation
GB9407496D0 (en) * 1994-04-15 1994-06-08 Courtaulds Fibres Holdings Ltd Fibre treatment
GB9408742D0 (en) * 1994-05-03 1994-06-22 Courtaulds Fibres Holdings Ltd Fabric treatment
GB9410912D0 (en) 1994-06-01 1994-07-20 Courtaulds Plc Fibre treatment
CN104233510B (zh) * 2014-10-16 2017-06-13 恒天海龙（潍坊）新材料有限责任公司 一种氨基树脂增强纤维素纤维及其制备方法

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US2575443A (en) * 1946-04-09 1951-11-20 American Viscose Corp Process for the manufacture of moistureproof sheet material
US2709146A (en) * 1950-09-18 1955-05-24 British Cellophane Ltd Production of moistureproof regenerated cellulose films

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Cited By (15)

* Cited by examiner, † Cited by third party
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US3038777A (en) * 1959-06-10 1962-06-12 Courtaulds North America Inc Process for improving the properties of regenerated cellulose fibrous material
US3039167A (en) * 1959-09-02 1962-06-19 Courtaulds North America Inc Method for improving the properties of fabrics containing cross-linked regenerated cellulose material
US3128147A (en) * 1959-09-30 1964-04-07 Courtaulds Ltd Process for treating polynosic fibers and products obtained thereby
US3218792A (en) * 1961-10-02 1965-11-23 Courtaulds Ltd Cellulosic textile material
US3173752A (en) * 1961-10-05 1965-03-16 Courtaulds Ltd Method for impregnating regenerated cellulose filament tows and making staple fibers therefrom
US3241994A (en) * 1961-10-17 1966-03-22 British Celanese Method for making embossed cellulose triacetate fabrics
US3232791A (en) * 1961-12-22 1966-02-01 Du Pont Regenerated cellulose film having a moistureproof coating
US3373125A (en) * 1962-10-01 1968-03-12 Beaunit Corp Process of producing acrylonitrilenever dried cuprammonium cellulose rayon yarn graft polymers
US3423167A (en) * 1964-12-15 1969-01-21 Fmc Corp Wet state cross-linking of carboxyalkyl cellulose ether modified regenerated cellulose fibers
US3509249A (en) * 1966-05-11 1970-04-28 Fmc Corp Method of preparing shaped articles of cellulose graft copolymers
US4060580A (en) * 1974-07-16 1977-11-29 Bison-Werke Bahre & Greten Gmbh & Co. Kg Process for the production of shaped components of wood material, especially boards, bound with a hydraulic binder, preferably cement
WO2013067556A1 (en) * 2011-11-08 2013-05-16 Lenzing Aktiengesellschaft Cellulosic fibre with hydrophobic properties and high softness and process for production thereof
CN104024515A (zh) * 2011-11-08 2014-09-03 连津格股份公司 具有疏水特性和高柔软度的纤维素纤维及其制备方法
US11083817B2 (en) 2012-02-28 2021-08-10 Lenzing Aktiengesellschaft Hygiene product
US11124629B2 (en) 2012-12-13 2021-09-21 Kelheim Fibres Gmbh Regenerated cellulose fiber

Also Published As

Publication number Publication date
CH359512A (de) 1962-01-15
DE1109312B (de) 1961-06-22
GB878655A (en) 1961-10-04
FR1198525A (fr) 1959-12-08
BE581977A (es)

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