EP0440472A1 - Fibres élastiques à bouffant élevé obtenues par réticulation de fibres de pâte de bois avec des acides polycarboxyliques - Google Patents

Fibres élastiques à bouffant élevé obtenues par réticulation de fibres de pâte de bois avec des acides polycarboxyliques Download PDF

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Publication number
EP0440472A1
EP0440472A1 EP91300760A EP91300760A EP0440472A1 EP 0440472 A1 EP0440472 A1 EP 0440472A1 EP 91300760 A EP91300760 A EP 91300760A EP 91300760 A EP91300760 A EP 91300760A EP 0440472 A1 EP0440472 A1 EP 0440472A1
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Prior art keywords
fibers
wood pulp
crosslinked
cellulosic fibers
cellulosic
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Granted
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EP91300760A
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German (de)
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EP0440472B1 (fr
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Bruce Jerome Kokko
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Fort James Corp
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James River Corp of Virginia
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    • D—TEXTILES; PAPER
    • D21—PAPER-MAKING; PRODUCTION OF CELLULOSE
    • D21C—PRODUCTION OF CELLULOSE BY REMOVING NON-CELLULOSE SUBSTANCES FROM CELLULOSE-CONTAINING MATERIALS; REGENERATION OF PULPING LIQUORS; APPARATUS THEREFOR
    • D21C9/00—After-treatment of cellulose pulp, e.g. of wood pulp, or cotton linters ; Treatment of dilute or dewatered pulp or process improvement taking place after obtaining the raw cellulosic material and not provided for elsewhere
    • D21C9/001—Modification of pulp properties
    • D21C9/002—Modification of pulp properties by chemical means; preparation of dewatered pulp, e.g. in sheet or bulk form, containing special additives
    • D21C9/005—Modification of pulp properties by chemical means; preparation of dewatered pulp, e.g. in sheet or bulk form, containing special additives organic compounds
    • D—TEXTILES; PAPER
    • D21—PAPER-MAKING; PRODUCTION OF CELLULOSE
    • D21H—PULP COMPOSITIONS; PREPARATION THEREOF NOT COVERED BY SUBCLASSES D21C OR D21D; IMPREGNATING OR COATING OF PAPER; TREATMENT OF FINISHED PAPER NOT COVERED BY CLASS B31 OR SUBCLASS D21G; PAPER NOT OTHERWISE PROVIDED FOR
    • D21H11/00—Pulp or paper, comprising cellulose or lignocellulose fibres of natural origin only
    • D21H11/16—Pulp or paper, comprising cellulose or lignocellulose fibres of natural origin only modified by a particular after-treatment
    • D21H11/20—Chemically or biochemically modified fibres

Definitions

  • the present invention relates generally to fibers exhibiting improved resilient bulking and absorbent properties. More particularly, this invention relates to an improved method of preparing resilient bulking fibers by crosslinking wood pulp fibers with polycarboxylic acids.
  • resilient bulking fibers are useful for the preparation of bulkier and more absorbent paper structures. Such paper structures are useful for the manufacture of products such as handsheets, towels, tissues, filters, paperboard, diapers, sanitary napkins, hospital dressings and the like.
  • One method for obtaining resilient bulking fibers is by crosslinking cellulose fibers by treatment with a chemical compound.
  • U.S. Patent No. 3,819,470 discloses modified cellulosic fibers characterized by reduced swellability and a reduced capability of natural fiber-to-fiber bonding when compared to unmodified cellulosic fibers and having a substantive polymeric compound reacted with and attached to the fibers.
  • 4,431,481 discloses modified cellulosic fibers produced by treating the fibers with copolymers of maleamic acid.
  • Other known techniques include treatment of fibers with cationic urea formaldehyde resins, (U.S. Patent No. 3,756,913), methylol ureas and melamines (U.S. Patent No. 3,440,135), formaldehyde (U.S. Patent No. 3,224,926), with the condensation product of acrolein and formaldehyde, (U.S. Patent No. 3,183,054), bis-acrylamides (Eur. Patent No. 0,213,415), and treatment with glyoxal or glutaric dialdehyde (WO 88104704, U.S. Patent No. 4,822,453 and U.S. Patent No. 4,853,086).
  • crosslinking methods of the prior art tend to suffer from the disadvantages of toxicity, high coat, or poor effectiveness. Of these, toxicity is especially disadvantageous in view of the mounting concerns over the environment and safety of the workers. Because of these concerns, most currently available bulking fibers and the methods for making them are not commercially acceptable or will be challenged.
  • crosslinkers such as epichlorohydrin, divinyl-sulfone, bisacrylamides, formaldehyde, and formaldehyde-based reagents such as 4,5-dihydroxy-1,2-dimethylol-ethylene urea (common textile finish) present serious hazards to workers and consumers.
  • Formaldehyde-free reagents such as 4,5-dihydroxy-1, 2-dimethyl-ethylene urea, while safer, are very expensive.
  • Other formaldehyde-free reagents such as glyoxal, glutaric dialdehyde, and various resins, while generally considered non-hazardous and reasonably priced, are less effective at producing bulking resilient fibers.
  • Nit formation is particularly prevalent when faster reacting agents, such as aldehydic compounds, or when polymeric agents are used.
  • Practitioners of the art usually employ debonding agents, mechanical defibration such as hammermilling, and screening to reduce the nit and knot contents of treated fibers. Such measures tend to be costly and can be deleterious to fiber and paper quality.
  • the present invention overcomes the problems and disadvantages of the prior art directed to papermaking by providing high bulking resilient fibers with little or no nits or knots obtained through crosslinking of wood pulp fibers with polycarboxylic acids such as citric acid.
  • Another object of the present invention is to increase the anionicity of the fibers such that the fibers are more receptive to specific additives and are themselves more conducive to making acceptable paper substrates.
  • a resilient bulking fiber comprising individualized wood pulp cellulosic fibers crosslinked by a polycarboxylic acid, wherein the degree of crosslinking is at least that sufficient to induce twisting and curling and/or resilient bulking tendency in said individualized fibers.
  • a method for preparing resilient bulking fibers comprising individualized cellulosic fibers crosslinked by a polycarboxylic acid comprising the steps of treating wood pulp cellulosic fibers by contact with a polycarboxylic acid; individualizing the cellulosic fibers so treated; and heating individualized cellulosic fibers to effect individualized crosslinking of the cellulosic fibers by the polycarboxylic acid.
  • Individualizing the treated fibers prior to heating them to effect crosslinking ensures that the crosslinking is intra-fiber; that is, the crosslink bonds are primarily between cellulose molecules of a single fiber. This is in contrast to inter-fiber crosslinking where the bonds are formed between cellulose molecules of different fibers.
  • the resulting dry bulking fibers can be incorporated into products through conventional papermaking techniques. These fibers resist relaxation during papermaking, retaining their bulking behaviour throughout the papermaking process.
  • the invention also includes an improved paper product comprising on a weight basis a majority of wood pulp fiber and sufficient crosslinked wood pulp fiber to impart improved bulk and absorbency properties.
  • Fig. 1 graphically depicts the Attenuated Total Reflectance (ATR) of CAFC fibers (cf Example 4).
  • Fig. 2 graphically depicts the ATR spectrum of TC fibers (cf Example 2).
  • Fig. 3 graphically depicts the ATR spectrum of CA fibers (cf Example 6).
  • Fig. 4 is a microphotograph of fibers that were oven dried and cured without citric acid.
  • Fig. 5 is a microphotograph of fibers that were oven dried and cured with citric acid.
  • resilient bulking fibers and a method for their preparation by crosslinking individualized wood pulp cellulose fibers with polycarboxylic acids.
  • individualized crosslinked fibers refers to cellulosic fibers that have primarily intrafiber chemical crosslink bonds. That is, the crosslink bonds are primarily between cellulose molecules of a single fiber, rather than between cellulose molecules of separate fibers.
  • the cellulose fibers are treated with an aqueous solution comprising a polycarboxylic acid and, if desired, an additional agent such as sodium hydroxide or other caustic agent or a coreactant/accelerator. It is preferable to select the coreactant/accelerat compounds. It is more preferable to select the coreactant/accelerator from the g phosphites, hypophosphites, pyrophosphates and metaphosphates. It is most preferable to use an inorganic phosphorus compound such as monosodium phosphate.
  • Dry lap or never dried wood pulp fibers can be used, although it is preferable to use never dried fibers. It is our experience that starting with the never-dried fiber results in maximum bulking levels after crosslinking regardless of the type of cellulose crosslinker used. Not wishing to be bound by any theory, it is believed that never-dried fibers allow for homogeneous distribution of crosslinking chemical in the cell wall, remain in a more individualized state during the crosslinking process, and more readily adopt twisted and curled configurations than do predried fibers.
  • wood pulp fibers may be used, although it is preferable to use chemical thermal mechanical pulps, Southern and Northern softwood bleached kraft pulps, and secondary fibers.
  • individualized wood pulp cellulosic fibers are crosslinked by a polycarboxylic acid.
  • the degree of crosslinking is at least that sufficient to induce twisting and curling and/or resilient bulking tendency in said individualized fibers.
  • the upper limit would be reached when the degree of crosslinking renders the fibers unfit for the intended use.
  • Individualized crosslinked fibers according to this invention thus include those crosslinked by from less than 1 mole % to more than 25 mole %, calculated on a cellulosic anhydroglucose molar basis, of a polycarboxylic acid crosslinking agent.
  • any polycarboxylic acid known to crosslink cellulose may be used to crosslink the fibers according to the present invention.
  • Preferred polycarboxylic acids include citric acid, propane tricarboxylic acid, maleic acid, butanetetracarboxylic acid, cyclopentanetetracarboxylic acid and benzene tetracarboxylic acid. It is also contemplated to use polycarboxylic acid precursors and derivatives that will produce the polycarboxylic acid under the reaction conditions utilized to crosslink the fibers, as well as homopolymers and copolymers of polycarboxylic acids.
  • the most preferred polycarboxylic acid is citric acid because it is an inexpensive, nontoxic, environmentally safe, readily available, naturally occurring polycarboxylic acid.
  • the polycarboxylic acid may be present in any concentration in the aqueous solution to allow for a sufficient number of crosslinks. It is advantageous to use in the range of a 3-10% aqueous solution of polycarboxylic acid, with about a 5% aqueous solution being most preferred.
  • a caustic agent may be used, if desired, including sodium hydroxide.
  • the fibers may be dewatered by conventional papermaking techniques, for example, through the use of a screw press.
  • the dewatering is done to any consistency, although higher consistencies are desirable for economical drying.
  • the fibers are dewatered to a consistency of at least 30%.
  • it is important to minimize compression forces experienced by the fibers prior to crosslinking and particularly during dewatering.
  • the dewatered fibers may be dried by any method that allows individualization of fibers (i.e., minimizes nits, knots, fisheyes, etc.).
  • the fibers may be azeotropically dried in a solvent, preferably toluene.
  • the filtered fibers may be fluff dried using a hot gas such as air or superheated steam.
  • the fibers After the fibers have been dried to an individualized state, they are then cured by conventionally known means to bring about the crosslinking reaction.
  • the fibers may be cured by heating them at a temperature in the range of from about 150°C to about 180°C for in the range of about one-half of a minute to about ten minutes.
  • Drying and curing can be accomplished either separately or concurrently in either batch or continuous operations.
  • Drying and curing of the treated fibers can be achieved by any means that allows heating of the fibers to elevated temperatures, for example, ovens, or heating in hot gas streams such as air, steam, superheated steam, or inert gases such as argon or nitrogen. It is preferred to use reducing atmospheres during drying and curing, such as is achievable with systems like superheated steam or inert gases like nitrogen and argon, to minimize charring, darkening, and degradation of the fibers.
  • the cured fibers thus prepared can then be dispersed for use.
  • the dispersion step involves contacting the cured fibers with water at an elevated temperature.
  • These bulking fibers may then be used -- alone or in blends -- to prepare products that exhibit improved bulking and absorbent properties.
  • the improvement in absorbency relates both to faster rate of absorbency and to increased fluid-holding capacity.
  • the amounts of crosslinked fibers used to prepare the products are readily determinable by those skilled in the art. For instance, filtration and absorbent product applications will often be made 100% from the fibers of the present invention.
  • towel and tissue paper products may be made by blending fibers according to the present invention with a majority of conventional wood pulp fibers. In such applications, it may be preferable to use crosslinked fibers in an amount of about 25% or less by weight of the paper product.
  • NSWK Northern bleached softwood kraft fibers
  • Example 1 was repeated without citric acid to produce fibers hereafter referred to as "TC".
  • Example 1 was repeated except that no sodium hydroxide was added to the citric acid solution the fibers were fluff dried with hot air in lieu of azeotrope drying in toluene, and curing was done at 180°C for 2.8 minutes.
  • the resultant fibers are hereafter referred to as "CAFC".
  • Example 4 was repeated without citric acid to generate fibers hereafter referred to as "FC".
  • Example 4 was repeated without the oven curing step to generate fibers hereafter referred to as "CA".
  • Example 4 was repeated without citric acid and without the oven curing step to generate fibers hereafter referred to as "FD".
  • the citric acid crosslinking reaction rendered the NSWK fiber more anionic. This was readily apparent by treating the crosslinked fibers with methylene blue. A deep blue color was retained in the crosslinked fibers, whereas little dye was taken up by the untreated NSWK fibers.
  • the total charge of citric acid crosslinked fibers, made according to Example 4 was 76 meq/100 g.
  • the total charge of untreated fibers was 4 meq/100 g.
  • This anionicity is a further advantage of the fibers of the present invention over those prepared according to the past art, as the polycarboxylic acid crosslinked fibers should be more receptive to cationic additives important to papermaking. For example, the strength of sheets made from the corsslinked fibers should be recoverable without compromising the bulk enhancement by incorporation of a cationic strength resin.
  • the polycarboxylic acid crosslinking reaction did not appear to damage the NSWK fibers. Thus, the average fiber length was not changed by the crosslinking reaction. Furthermore, the integrity of the fibers was unchanged by the crosslinking reaction as evidenced by microscopic examination (compare Figures 4 and 5). There was some brightness reduction due to the crosslinking reaction (see Table 1).
  • Example 4 Partial neutralization of the citric acid prior to fiber treatment is not necessary (See Example 4) for the successful preparation of high bulking resilient fibers as described above.
  • Examples 1-3 were repeated without the use of sodium hydroxide in the preparation of the treatment solution, and the resultant fibers (i.e. CAT fibers) had equivalent performance to that of the CATC fibers (compare data in Table 4 with that in Table 1). Since the citric acid treated fibers were at 25% consistency prior to drying, 39% of available citric acid (i.e. that acid contained in the dry fiber prior to curing) had reacted with the NSWK fibers to produce the CAT fibers described in this example.
  • Example 10 was repeated except a treatment solution containing only 5 wt% citric acid was used.
  • Table 4 comparable bulking performance is observed with the resultant CAT fibers relative to those prepared with solutions having twice the level of citric acid. Furthermore, there is a marked improvement in brightness accompanying the reduction of citric acid in the treatment bath. It should also be noted that 53% of the available citric acid had reacted with the NSWK fibers to produce the CAT fibers described in this example.
  • Example 10 was repeated except a 3 wt% aqueous solution of citric acid was used for the treatment. As can be seen in Table 4, there was a slight reduction in the bulking ability realized with the CAT fiber prepared under these conditions. Nevertheless, a 2% bulk enhancement is predicted for every 1% incorporation of these fibers in a NSWK furnish. Furthermore, essentially no reduction in brightness was observed with these fibers relative to the control. As was the case with the CAT fibers prepared according to Example 10, about 39% of the available citric acid had reacted with the NSWK fibers to produce the CAT fibers described in this example.
  • the percent bound citric acid levels as determined by titration (7) are consistently lower than those determined by ion chromatography.
  • the latter method is considered to be more reliable as it is not predicated on an assumption of the number of active equivalents of carboxyl functionality during base hydrolysis.
  • the citric acid crosslinking treatment is effective at producing bulk and resiliency enhancement in a wide variety of wood pulps. Different wood pulps were treated according to Example 13, unless otherwise stated, and made into pressed 65 g/m2 handsheets. The bulk data is provided in Table 6.

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  • Life Sciences & Earth Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Biochemistry (AREA)
  • Paper (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
  • Dry Formation Of Fiberboard And The Like (AREA)
  • Measurement Of Radiation (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
  • Polyesters Or Polycarbonates (AREA)
EP91300760A 1990-02-01 1991-01-31 Fibres élastiques à bouffant élevé obtenues par réticulation de fibres de pâte de bois avec des acides polycarboxyliques Expired - Lifetime EP0440472B1 (fr)

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US47340490A 1990-02-01 1990-02-01
US473404 1990-02-01

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EP0440472A1 true EP0440472A1 (fr) 1991-08-07
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EP (1) EP0440472B1 (fr)
AT (1) ATE126556T1 (fr)
CA (1) CA2035402A1 (fr)
DE (1) DE69112089T2 (fr)
ES (1) ES2075339T3 (fr)
FI (1) FI910467A7 (fr)

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WO1994018385A1 (fr) * 1993-02-12 1994-08-18 James River Corporation Of Virginia Procede de reticulation de fibres cellulosiques
WO1994023121A1 (fr) * 1993-03-26 1994-10-13 James River Corporation Of Virginia Procede de reticulation de fibres cellulosiques
WO1995026440A1 (fr) * 1994-03-25 1995-10-05 Weyerhaeuser Company Produits cellulosiques fabriques a l'aide de fibres cellulosiques gonflees
WO1995026441A1 (fr) * 1994-03-25 1995-10-05 Weyerhaeuser Company Produits cellulosiques a plusieurs nappes utilisant des fibres cellulosiques gonflantes
WO1997000354A1 (fr) * 1995-06-15 1997-01-03 The Procter & Gamble Company Procede de preparation de fibres reticluees et individualisees d'acide polycarboxylique a odeur limitee et brillance accrue
WO2003045293A1 (fr) * 2001-11-21 2003-06-05 The United States Of America, As Represented By The Secretary Of Agriculture Pansement souple et absorbant a base d'alginate
WO2003062818A1 (fr) * 2002-01-23 2003-07-31 Lenzing Aktiengesellschaft Procede de determination spectroscopique de constituants de viscose
US6627041B2 (en) 2000-03-06 2003-09-30 Georgia-Pacific Corporation Method of bleaching and providing papermaking fibers with durable curl
EP1400626A1 (fr) * 2002-09-19 2004-03-24 Weyerhaeuser Company Fibres cellulosiques traitées par du polysaccharide
US6899790B2 (en) 2000-03-06 2005-05-31 Georgia-Pacific Corporation Method of providing papermaking fibers with durable curl
EP1582624A1 (fr) * 2004-03-31 2005-10-05 Weyerhaeuser Company Fibres de cellulose blanchies reticulés de l'acide polyacrylique
US7018490B2 (en) 1992-08-17 2006-03-28 Weyerhaeuser Company Method of binding binder treated particles to fibers
US7144474B1 (en) 1992-08-17 2006-12-05 Weyerhaeuser Co. Method of binding particles to binder treated fibers
US7147446B2 (en) 2003-01-02 2006-12-12 Weyerhaeuser Company Crosslinking agent application method and system
WO2009121926A1 (fr) 2008-04-03 2009-10-08 Organoclick Ab Matériau fibreux en feuille ayant une propriété de résistance mécanique améliorée
EP2309059A1 (fr) * 2009-10-02 2011-04-13 Organoclick Aktiebolag Procédé pour améliorer les propriétés de matériaux formés de feuilles fibreuses à base de cellulose
WO2014102637A1 (fr) * 2012-12-26 2014-07-03 Kimberly-Clark Worldwide, Inc. Tissu doux ayant des liaisons hydrogène réduites
US9410292B2 (en) 2012-12-26 2016-08-09 Kimberly-Clark Worldwide, Inc. Multilayered tissue having reduced hydrogen bonding
US9416494B2 (en) 2012-12-26 2016-08-16 Kimberly-Clark Worldwide, Inc. Modified cellulosic fibers having reduced hydrogen bonding
EP3277240A4 (fr) * 2015-04-03 2018-09-12 Resolute FP US Inc. Procédés de production d'une fibre cellulosique présentant un indice de frisure élevé et couche d'absorption et de répartition en comprenant

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US5437418A (en) * 1987-01-20 1995-08-01 Weyerhaeuser Company Apparatus for crosslinking individualized cellulose fibers
US5366591A (en) * 1987-01-20 1994-11-22 Jewell Richard A Method and apparatus for crosslinking individualized cellulose fibers
US5190563A (en) * 1989-11-07 1993-03-02 The Proctor & Gamble Co. Process for preparing individualized, polycarboxylic acid crosslinked fibers
US5137537A (en) * 1989-11-07 1992-08-11 The Procter & Gamble Cellulose Company Absorbent structure containing individualized, polycarboxylic acid crosslinked wood pulp cellulose fibers
US5183707A (en) * 1989-11-07 1993-02-02 The Procter & Gamble Cellulose Company Individualized, polycarboxylic acid crosslinked fibers
US5360420A (en) * 1990-01-23 1994-11-01 The Procter & Gamble Company Absorbent structures containing stiffened fibers and superabsorbent material
US5217445A (en) * 1990-01-23 1993-06-08 The Procter & Gamble Company Absorbent structures containing superabsorbent material and web of wetlaid stiffened fibers
US5199953A (en) * 1990-09-14 1993-04-06 Ortec, Inc. Process for reducing discoloration of cellulosic fibers, treated at a high temperature with a solution of a polycarboxylic acid and boric acid or borate
EP0555226A1 (fr) * 1990-10-31 1993-08-18 Weyerhaeuser Company Appareil pour le traitement de fibres
US5087324A (en) * 1990-10-31 1992-02-11 James River Corporation Of Virginia Paper towels having bulky inner layer
US5234423A (en) * 1991-06-13 1993-08-10 The Procter & Gamble Company Absorbent article with elastic waist feature and enhanced absorbency
US5387207A (en) * 1991-08-12 1995-02-07 The Procter & Gamble Company Thin-unit-wet absorbent foam materials for aqueous body fluids and process for making same
US5147345A (en) * 1991-08-12 1992-09-15 The Procter & Gamble Company High efficiency absorbent articles for incontinence management
US5308896A (en) * 1992-08-17 1994-05-03 Weyerhaeuser Company Particle binders for high bulk fibers
US6391453B1 (en) 1992-08-17 2002-05-21 Weyernaeuser Company Binder treated particles
US5352480A (en) * 1992-08-17 1994-10-04 Weyerhaeuser Company Method for binding particles to fibers using reactivatable binders
US5998032A (en) 1992-08-17 1999-12-07 Weyerhaeuser Company Method and compositions for enhancing blood absorbence by superabsorbent materials
US6340411B1 (en) 1992-08-17 2002-01-22 Weyerhaeuser Company Fibrous product containing densifying agent
US5300192A (en) * 1992-08-17 1994-04-05 Weyerhaeuser Company Wet laid fiber sheet manufacturing with reactivatable binders for binding particles to fibers
US5998511A (en) * 1994-03-25 1999-12-07 Weyerhaeuser Company Polymeric polycarboxylic acid crosslinked cellulosic fibers
US6184271B1 (en) 1994-03-25 2001-02-06 Weyerhaeuser Company Absorbent composite containing polymaleic acid crosslinked cellulosic fibers
US5906894A (en) * 1994-03-25 1999-05-25 Weyerhaeuser Company Multi-ply cellulosic products using high-bulk cellulosic fibers
US6020536A (en) * 1996-06-28 2000-02-01 Sca Hygiene Products Ab Absorbent body for absorbent articles
US6695950B1 (en) 1999-08-17 2004-02-24 National Starch And Chemical Investment Holding Corporation Aldehyde modified cellulose pulp for the preparation of high strength paper products
WO2001023668A1 (fr) 1999-09-28 2001-04-05 University Of Georgia Research Foundation, Inc. Additifs polymere-aldehyde destines a ameliorer les proprietes du papier
US6533989B1 (en) 2000-08-03 2003-03-18 Kimberly-Clark Worldwide, Inc. Multi-chamber process and apparatus for forming a stabilized absorbent web
US6533978B1 (en) 2000-08-03 2003-03-18 Kimberly-Clark Worldwide, Inc. Process and apparatus for forming a stabilized absorbent web
US6524653B1 (en) 2000-11-01 2003-02-25 Niponi, Llc Cellulose-based fire retardant composition
US9127408B2 (en) * 2014-01-31 2015-09-08 Kimberly-Clark Worldwide, Inc. Tissue having reduced hydrogen bonding

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US7018490B2 (en) 1992-08-17 2006-03-28 Weyerhaeuser Company Method of binding binder treated particles to fibers
WO1994018385A1 (fr) * 1993-02-12 1994-08-18 James River Corporation Of Virginia Procede de reticulation de fibres cellulosiques
WO1994023121A1 (fr) * 1993-03-26 1994-10-13 James River Corporation Of Virginia Procede de reticulation de fibres cellulosiques
US6736933B2 (en) 1994-03-25 2004-05-18 Weyerhaeuser Company Multi-ply cellulosic products using high-bulk cellulosic fibers
WO1995026440A1 (fr) * 1994-03-25 1995-10-05 Weyerhaeuser Company Produits cellulosiques fabriques a l'aide de fibres cellulosiques gonflees
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US7291247B2 (en) 2000-03-06 2007-11-06 Georgia-Pacific Consumer Operations Llc Absorbent sheet made with papermaking fibers with durable curl
US6809231B2 (en) * 2001-11-21 2004-10-26 The United States Of America As Represented By The Secretary Of Agriculture Flexible and absorbent alginate wound dressing
WO2003045293A1 (fr) * 2001-11-21 2003-06-05 The United States Of America, As Represented By The Secretary Of Agriculture Pansement souple et absorbant a base d'alginate
WO2003062818A1 (fr) * 2002-01-23 2003-07-31 Lenzing Aktiengesellschaft Procede de determination spectroscopique de constituants de viscose
EP1400626A1 (fr) * 2002-09-19 2004-03-24 Weyerhaeuser Company Fibres cellulosiques traitées par du polysaccharide
US7147446B2 (en) 2003-01-02 2006-12-12 Weyerhaeuser Company Crosslinking agent application method and system
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US7513973B2 (en) 2004-03-31 2009-04-07 Weyerhaeuser Nr Company Bleached polyacrylic acid crosslinked cellulosic fibers
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WO2014102637A1 (fr) * 2012-12-26 2014-07-03 Kimberly-Clark Worldwide, Inc. Tissu doux ayant des liaisons hydrogène réduites
US8980054B2 (en) 2012-12-26 2015-03-17 Kimberly-Clark Worldwide, Inc. Soft tissue having reduced hydrogen bonding
US9410292B2 (en) 2012-12-26 2016-08-09 Kimberly-Clark Worldwide, Inc. Multilayered tissue having reduced hydrogen bonding
US9416494B2 (en) 2012-12-26 2016-08-16 Kimberly-Clark Worldwide, Inc. Modified cellulosic fibers having reduced hydrogen bonding
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ATE126556T1 (de) 1995-09-15
ES2075339T3 (es) 1995-10-01
FI910467L (fi) 1991-08-02
DE69112089D1 (de) 1995-09-21
FI910467A7 (fi) 1991-08-02
DE69112089T2 (de) 1996-01-11
CA2035402A1 (fr) 1991-08-02
EP0440472B1 (fr) 1995-08-16
FI910467A0 (fi) 1991-01-31

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