• 专利附录
  • 专利说明
  • 权利要求
  • 类似技术
  • 同族专利
  • 引用文献
  • 法律状态
  • 优先权
    • 专利摘要:
    The invention relates to hydrophobic cellulosic fibers, e.g. Viscose, lyocell and modal fibers with a non-polar content of at least 10 g of fabric / g of fiber. Fibers and fabrics containing these fibers are biodegradable and have a contact angle to water greater than 110 ° C
    公开号:AT512144A1
    申请号:T16522011
    申请日:2011-11-08
    公开日:2013-05-15
    发明作者:
    申请人:Chemiefaser Lenzing Ag；
    IPC主号:
    专利说明:

    1./Ϊ1. : •
    PL0520 ··· «» * * «Μ · · · 4 ·· 4 4 ·» ··
    Man-made cellulose fibers with hydrophobic properties
    The present invention relates to cellulosic fibers having hydrophobic properties.
    Man-made cellulose fibers (MMCF) are known for their hydrophilic, water-absorbing properties. In contrast, synthetic fibers such as polyester, polyethylene and polypropylene are inherently hydrophobic, that is, they do not absorb water in their interior.
    Naturally occurring fibers such as cotton contain natural waxes that protect plants in nature and make the fiber hydrophobic. As a rule, these waxes are removed to obtain an absorbent, soft cotton fiber for processing in textiles and nonwovens.
    Cellulose viscose and modal fiber are produced by the viscose process. Such fibers are given the generic names viscose and modal fibers by BISFA (International Standardization Agency for Synthetic Fibers).
    More recently, the " amine oxide process " or the "lyocell process" as an alternative to the viscose process, in which cellulose, without formation of a derivative, in an organic amine oxide solution, in particular N-methylmorpholine-N-oxide (NMMO), is dissolved. Cellulosic fibers made from such solutions are called "solvent-spun fibers" and have been given the generic name Lyocell by BISFA (International Standards Office for Synthetic Fibers).
    Other synthetic cellulosic fibers may be made by chemical processes (e.g., the copper-ammonia process) or by other direct solvents, such as e.g. ionic liquids.
    The aim of this invention is to produce hydrophobic cellulose fibers that can absorb and store oil, but repel water and are at the same time compostable.
    This is achieved by an MMCF having hydrophobic properties which has been treated with a hydrophobing agent and is characterized by having a non-polar content of at least 10 g of fabric / g of fiber.
    In the context of this invention "non-polar substances" means oils, the alkyl and allyl chains having 8 to 40 carbon atoms or mixtures of nonpolar liquids which contain substances with radioactive
    POSSIBLE functional groups such as alcohols, aldehydes, ketones, organic acids, esters and ethers.
    As hydrophobizing agents, alkyl or alkenyl ketene dimer (AKD) is used as seen in formula (1), wherein R 1 and R 2 are hydrocarbon groups of from 8 to 40 carbon atoms, which are both saturated and unsaturated, straight-chain and branched could be.
    (D
    o-c = o
    Formulations with a similar effect are achieved through the use of substituted cyclic dicarboxylic acid anhydrides such as substituted succinic or glutaric anhydrides and the like.
    The preferred alkyl ketene dimers are prepared from acid chlorides, for example, by the methods described by R. Adams, Org. Reactions Vol. III, p. 129, John Wiley & Sons Inc. NY 1946 or J.C. Saner; Journal of the American Chemical Society, Vol. 69, p. 2444 (1947).
    Alkyl ketene dimer (AKD) is used in the paper industry to enhance the water repellency of surfaces, e.g. bet food packaging, improve. AKD is known for use in paper sizing as in GB 2 252 984 A and EP 0 228 576 B1. The combined use of AKD and alkyl succinic acid is described in WO 99/37859. AKD is usually used in the wet end of a paper machine. AKD formulations are commercially available, e.g. the Hydrores® compounds marketed by Kemira OYI, Finland. Most common are formulations containing about 5-25% active compounds. Formulation A is an acidic solution having about 11-12% active ingredients and formulation B is an acidic emulsion having about 21-22% active AKD compounds.
    A process for the production of cellulosic fiber having hydrophobic properties is characterized by the following steps: a) roping a cellulosic fiber having unmodified surface b) treating the cellulosic fiber with a hydrophobic agent
    SUBSEQUENT
    The hydrophobic agent can be applied directly in the production of cellulosic fibers; that is, after the fiber has already formed and is washed, but before it dries, i. Fibers that have never been dried. In this case, the surface is not modified.
    If commercially available cellulose fibers with a finish are used, they must be removed.
    The cellulosic fibers are preferably treated with the AKD formulation at a level of from 0.0001% to 10%, preferably from 0.001% to 5%, and more preferably from 0.001% to 3%, based on the cellulose fiber.
    The synthetic cellulose fibers may also be a) physically modified e.g. in terms of shape (trilobal fibers, multilobal fibers) or length (flock, continuous yarn). b) have incorporated materials, such as color pigments, flame retardants, ion exchange resins or carbon blacks. c) be chemically modified, e.g. with modal fibers or crosslinked fibers.
    The invention is shown by the following examples.
    General Procedure All experiments were carried out with Lenzing Viscose 1.3 / 38 glossy, Lenzing Tencel 1.3 / 38 glossy and bleached cotton. As the hydrophobic agent, an AKD formulation such as e.g. Hydrores® (Kemira) used. The commercial formulations were diluted with water to obtain the concentrations shown in the examples.
    Viscose:
    Example 7: 7 g of completely dried viscose fiber in which the finish has been removed with alcohol is soaked at room temperature in 100 ml of aqueous Hydrores® solution containing 1% of AKD (calculated on cellulose: 0.07 g) (liquor ratio approx. 1: 15). After stirring for 30 minutes, the fibers are shaken off, centrifuged to a moisture content of 50% and dried at 70 ° C in a desiccator until they have a liquid content of " 6%. These fibers are water repellent and soft.
    REPLACED PL0S20
    Example Β (Sample No. 2): 14 g of never dried viscose fibers wet by viscose before aftertreatment and pressed to a liquid content of 50% are added at room temperature in aqueous Hydrores® solution containing 1% AKD (on cellulose calculated: 0.07g), laid (liquor ratio again 1:15, remaining fiber water must be considered). After stirring for 30 minutes, the fibers are poured off, centrifuged (50% liquid content) and dried at 70 ° C in a desiccator (both 6% residual moisture and completely dry). These fibers are water repellent and soft.
    Tencel:
    Example C: 7 g of completely dried tencel fiber, in which the aviavge was removed with alcohol, is soaked at room temperature in 100 ml aqueous Hydrores® solution containing 1% AKD (calculated on cellulose: 0.07 g) (liquor ratio approx. 1: 15). After stirring for 30 minutes, the fibers are poured off, centrifuged (50% liquid content) and dried at 70 ° C in a desiccator (both 6% residual moisture and completely dry). These fibers are soft and have hydrophobic properties.
    Example D (Sample No. 6): 14g Tencelelfas (containing 50% moisture) from the lyocell process before aftertreatment are soaked at room temperature in 100ml aqueous Hydrores® solution containing 1% AKD (calculated on cellulose: 0.07g) Fleet ratio again 1:15, remaining fiber water must be taken into account). After stirring for 30 minutes, the fibers are poured off, centrifuged (again 50% liquid content) and dried at 70 ° C in a desiccator (up to 6% residual moisture as well as until complete drying). These fibers are soft and have hydrophobic properties. Table 1 shows an overview of the fiber samples and numbers of the examples.
    SUBSEQUENT
    Table 1: Overview fiber samples and example numbers:
    Fibers Example No. Viscose 1.3 / 40 glossy 1 Viscose 1.3 / 40 gloss + 1% AKD 2 Viscose 1.3 / 40 gloss + 3% AKD 3 Viscose 1.3 / 40 gloss + 5% AKD 4 Tencel 1.3 / 38 gloss 5 Tencel 1.3 / 38 gl. + 1% AKD 6 Tencel 1.3 / 38 gl. + 3% AKD 7 Tencel 1.3 / 38 gl. + 5% AKD 8 PL0520 Wll;
    Descent time and oil storage capacity:
    A test procedure (for measuring the sinking time) was set up analogously to the European Pharmacopoeia. The only, but significant, change was the use of peanut oil instead of distilled water.
    A small basket of 0.4mm steel wire {weight: 2.7g ± 0.3g; Height: 80 mm; Mesh size 15 - 20mm) is filled with 3g fibers. A crystallizing dish (diameter: 19cm, height: 9cm) is made to a height of 7cm with peanut oil (OLIO fritto extra, food grade, from Olio Spezial Edible Fats and Edible Oil GmbH, A -4624 Pennewang / Wels, Austria; www.olio.at ) filled. The basket is held 10mm (± 3mm) horizontally above the surface and dropped. At this moment the time is taken. After the basket has sunk to the ground, it is removed with a small spoon and dripped off for 30 seconds. The (weighed) basket of fiber is placed on a balance to measure the amount of oil retained by the fiber. The measurement is repeated three times and an average is calculated. The amount is 3-4 times higher for fibers with the AKD treatment. The values also remain within this range if the fibers are washed once at 40 ° C. with a detergent (Table 2),
    Table 2: Oil absorption of fiber samples
    Example No. Fiber sample Oil-fasting capacity in the test After washing g oil / g dry fiber g oil / g dry fiber 1 viscose, untreated 5.7 3.9 2 viscose + 1% AKD 12.2 13.3 3 viscose + 3% AKD 13.3 12.1 4 Viscose + 5% AKD 12.8 13.5 5 Tencel, untreated 2.7 6 Tencel + 1% AKD 12.9 7 Tencel + 3% AKD 12.7 8 Tencel + 5% AKD 12.9
    The examples show that the oil absorption of a treated fiber is at least twice that of an untreated fiber of the same type. The term "same type" refers to a fiber of the same type, yarn size and length.
    Sinking time in water and Wasserrückhaltefähiakeit
    An ordinary viscose or tencel fiber absorbs water and has a sinking time of less than 10 seconds, usually less than 3 seconds. AKD hydrophobized fibers float on the water.
    POSSIBLE PL0520 • ·. * 6 / ΐϊ .:.:. · · · · · · · · · · · · · · * * ····· * * * * «« · · · * * * ·· * * * «·· M ···«
    Manufacture of nonwovens for further testing
    To determine the contact angle, tissues must be prepared:
    For this purpose, never dried viscose and Tencelfasem were prepared with hydrophobic treatment:
    Viscose 1.7 / 40 matt with 0.5% AKD (Example B)
    Tencel 1.7 / 38 matte with 0.5% AKD (Example D) (as described in Examples B and D with lower AKD concentration) and commercial viscose (1.7 / 40 matt, NW Avivage) and Tencelfasem (1.7 / 38 matt, NW Avivage) were produced in a needle punching pilot plant of TEC TEX Italy (TECHNO Plants) (nonwoven technologies) which is set up in LAG.
    The fabrics weigh about 60g / m2 or 120g / m2. The used needles are basted from Graz and 3 inches long. The fabrics consist of 100% hydrophobic fibers or comparative fibers and are needled from both sides in a range of 100 to 200 (various parameter settings). The Nadettiefe is between 16 and 18mm. The tissues are very even and soft. Table 3 shows an overview of the samples.
    Table 3: Overview Vemadeluna samples
    Varnish Sample Sample No. Viscose 1.7 / 40 matte NW (55g / m) 9 Viscose 1.7 / 40 matte + 0.5% AKD (53 g / m 2) 10 Viscose 1.7 / 40 matte NW (106 g / m 2) 11 Viscose 1.7140 matte + 0.5% AKD (124 g / m2) 12 Tencel 1.7 / 38 matt (66 g / m2) 13 Tencel 1.7 / 38 matt + 0.5% AKD (69 g / m2) 14 Tencel 1.7 / 38 matt (135 g / m2) 15 Tencel 1.7 / 38 dull +0.5% AKD (116 g / ma) 16
    Water-jet hardened samples / Spunlao samples:
    Fibers prepared after Sample B and D (but with 0.5% AKD instead of 1%) were sent to a spunlace pilot plant (University of Leeds) and processed into 55-60 g / m2 fabrics. This time Mischfasem were prepared with commercially available viscose and Tencelfasem. Table 4 shows an overview of spun lao samples.
    SUBSEQUENT
    PL0520
    Table 4: Overview of spunlace samples
    Spunlace Example no. 100% Viscose 1.7dtex / 40mm matte NW (60 g / m2) 21 100% Tencel 1.7dtex / 38mm matte NW (60 q / m2) 22 30% Viscose 1.7 / 40 matte + 0.5% AKD mixed with 70% Tencel 1.7 / 38 (58 g / m2) 17 20% viscose 1.7 / 40 matt + 0.5% AKD acc. 80% Tencel 1.7 / 38 (54 g / m2) 18 10% Viscose 1.7 / 40 matt + 0.5% AKD gladly. m. 90% Tencel 1.7 / 38 (54 g / m2) 19 100% Viscose 1.7 / 40 dull + 0.5% AKD (53 g / m2) 20
    Contact angle:
    The contact angle is the angle at which a drop of liquid wets the surface of the fiber or fabric.
    The contact angle was measured with Krüss devices (DSA 10HS) and the drop contour analysis software. A single drop of water is placed on a nonwoven surface by an automated dosing system that measures the amount and amount of drop fall. Take a picture and calculate the angle between the surface and the drop. Angles over 90 ° indicate that the fabric is hydrophobic. A short video can be taken to calculate the sink time of the drop. The larger the contact angle, the worse the wetting ability. Table 5 shows the results for needled fabrics and Table 6 the results for the hydroentangled samples. A nonwoven fabric according to this invention is characterized in that nonwoven fabric only from these fibers have a contact angle with water of more than 110 °.
    Table 5: Contact angle Vemadeluna samples:
    Contact angle Desink time of the drop HPLC Wasaer HPLC water Example No. Description of the needled nonwoven fabric x 0 [deg] xt (sec.) 9 Viscose 1.7 / 40 dull NW (55 g / m 2) Full Absorbance &lt; 0.1 10 Viscose 1.7 / 40 matte + 0.5% AKD (53 g / m 2) 118.6 ± 5.8> 7200 11 Viscose 1.7 / 40 matte NW (106 g / m 2) Full Absorbance &lt; 0.1 12 Viscose 1.7 / 40 matte + 0.5% AKD (124 gsm) 122.2 ± 2.4> 7200 13 Tencel 1.7 / 38 matte NW (66 gsm) Full Absorbance <0.1 14 Tencel 1.7 / 38 Hkr. 0, 5% AKD 2 (69 g / m 2) 120.6 ± 4.3> 7200 15 Tencel 1.7 / 38 matte (135 g / m 2) Full Absorbance <0.1 16 Tencel 1.7 / 38 Hkr. 0.5% AKD 2 (116 g / m 2) 122.9 ± 4.1> 7200
    POSSIBLE PL0520 •
    Table 6: Contact angle of water-jet solid-state specimens: * mm · «· · · · ♦ * ····« »t * * ·» ♦♦ * * ·
    Contact angle Descent time of drop Example No. Description of spunlace nonwoven xO [deg] xt [sec] 22 100% Tencel 1.7dtex / 38mm dull NW {60 g / m2) Full Absorbance &lt; 0.1 21 100% Viscose 1.7dtex / 40mm matt NW (60 g / m2) Full absorption &lt; 0.1 17 30% Viscose 1.7 / 40 dull + 0.5% AKD mixed with 70% Ten-ceM.7 / 38 (58 g / m2) 115, 5 ± 3.3> 7200 18 2% viscose 1.7 / 40 dull + 0.5% AKD mixed with 80% Tencel 1.7 / 38 (54 g / m 2) 115.8 ± 2.7> 7200 19 10% viscose 1.7 / 40 matt + 0.5% AKD mixed with. 90% Tencel 1.7 / 38 (54g / m2) * 95.9 ± 12 ~ 20-> 7200 20 100% viscose 1.7 / 40 dull + 0.5% AKD (53 g / m2) 114.8 ± 4.2 &gt; 7200
    Polyester is in the range> 120.
    compostability:
    The biodegradability was tested according to ASTM D 6400 (or DIN EN ISO 14855 or DIN EN 14046). In addition, a test was conducted in which fibrous webs such as those described above (Samples 10, 12, 14 and 16) were cut into pieces of about 3x4 cm, weighed and then covered with soil (double test). After 2 weeks, 1 month and 2 months samples were taken. After this time, the tissues were completely degraded as seen in Table 7.
    Table 7: Compostability - Weight Reduction
    Test 1 Test 2 Sample No. After 2 weeks 1 month 2 months After 2 weeks 1 month 2 months [%] l%] _ I%] 1%] [%] [%] 100.0 10 85.3 100.0 100, 0 85.0 100.0 14 54.8 100.0 100.0 46.8 100.0 100.0 12 27.5 81.8 100.0 24.1 72.4 100.0 16 17.2 62.3 100.0 15.9 65.0 100.0
    In the event of an accident, the oil barrier (made of this material) could be left in nature until it decomposes and composts after the oil has degraded.
    The fiber can also be processed with all modern nonwoven technologies, e.g. Needling, hydroentanglement or air laying, both when used alone and as a mixing partner (prior art). The textile processing chain is limited possible.
    The fiber according to the invention can be used in various applications, for example in an oil barrier on land or in water, as a filter medium, in particular for oil and fat particles in the air, as a duster, food packaging, geotextiles and agricultural textiles.
    SUBSEQUENT
    权利要求:
    Claims (15)
    [1]
    • * 4 · • * 4 ·. ».» Rfu ♦ # · · »· ·« * I · · • β I »

    Claims 1. Cellulosic fibers having hydrophobic properties treated with a hydrophobing agent, characterized in that the fibers have an oil absorption capacity at least twice as high as an untreated fiber of the same type.
    [2]
    2. Cellulose fibers according to claim 1 having hydrophobic properties which have been treated with a hydrophobing agent, characterized in that the fibers have a capacity for nonpolar substances of at least 10 g of material / g of fiber.
    [3]
    Cellulosic fibers according to claims 1 or 2, characterized in that the cellulosic fibers are a natural fiber such as cotton.
    [4]
    4. Cellulose fibers according to claims 1 or 2, characterized in that the cellulose fibers are man-made cellulose fibers, such as viscose modal or tencel fibers.
    [5]
    Cellulosic fibers according to one of the preceding claims, characterized in that the non-polar substances are oils consisting of alkyl and allyl chains of 8 to 40 carbon atoms or mixtures of nonpolar liquids containing substances having functional groups such as alcohols, aldehydes, ketones, organic acids, esters and ethers.
    [6]
    Cellulose fibers according to one of the preceding claims, characterized in that the hydrophobic agent is an alkyl ketene dimer (AKD) of the formula (1), (1) R 1 -CH = C-CH-R 2 IIO-C = O wherein R 1 and R 2 have hydrocarbon groups of between 8 and 40 carbon atoms, which may be both saturated and unsaturated, straight-chain and branched. SUBSEQUENT
    [7]
    7. Cellulose fibers according to any one of claims 1 to 5, characterized in that the hydrophobic agent is substituted cyclic dicarboxylic anhydrides such as substituted succinic or glutaric anhydrides.
    [8]
    Cellulosic fiber according to one of the preceding claims, characterized in that the fibers contain incorporated materials or have been chemically modified.
    [9]
    A nonwoven fabric containing cellulose fiber according to any one of the preceding claims.
    [10]
    10. Nonwoven fabric according to claim 9, characterized in that the contact angle between a nonwoven fabric, made exclusively from these fibers, to water is greater than 110 °.
    [11]
    Nonwoven fabric containing only cellulose fibers according to any one of the preceding claims and biodegradable.
    [12]
    12. Nonwoven fabric comprising cellulose fibers according to any one of the preceding claims, characterized in that the nonwoven fabric has been produced by a modern nonwoven fabric process, for example Luftverlege-, needle punching, Wasserstrahlver-festigungs- or wet laying method.
    [13]
    13. Nonwoven fabric, the cellulose fiber according to one of the preceding claims in blends with man-made cellulose fibers, e.g. Viscose, lyocele, cotton or synthetic fibers (e.g., polyester).
    [14]
    14. Use of cellulose fibers according to one of the preceding claims for the absorption of nonpolar liquids such as oils,
    [15]
    15. Use of fibers according to one of the preceding claims for the production of oil barriers on land or in water, as Filtemnedium, in particular for oil and fat particles in the air, as duster, food packaging, geotextiles and agricultural textiles. REQUIRED PL0520 modified claims 1. Cellulose fibers having hydrophobic properties, which have been treated with a hydrophobing agent selected from the group alkyl ketene dimers, characterized in that the fibers have at least twice as high absorption capacity for non-polar substances as an untreated fiber of the same Own type. 2. Cellulose fibers according to claim 1 having hydrophobic properties which have been treated with a hydrophobing agent, characterized in that the fibers have a capacity for nonpolar substances of at least 10 g of material / g of fiber. Cellulosic fibers according to claims 1 or 2, characterized in that the cellulosic fibers are a natural fiber such as cotton. 4. Cellulose fibers according to claims 1 or 2, characterized in that the cellulose fibers are man-made cellulose fibers, such as viscose modal or tencel fibers. Cellulosic fibers according to one of the preceding claims, characterized in that the non-polar substances are oils consisting of alkyl and allyl chains of 8 to 40 carbon atoms or mixtures of nonpolar liquids containing substances having functional groups such as alcohols, aldehydes, ketones, organic acids, esters and ethers. Cellulose fibers according to one of the preceding claims, characterized in that the hydrophobic agent is an alkyl ketene dimer (AKD) of the formula (1), (1) R 1 -CH = C-CH-R 2 IIO-C = O wherein R 1 and R 2 have hydrocarbon groups of between 8 and 40 carbon atoms, which may be both saturated and unsaturated, straight-chain and branched. ACCORDING TO 7. Cellulose fiber according to one of the preceding claims, characterized in that the fibers contain incorporated materials or have been chemically modified. Nonwoven fabric containing cellulose fiber according to any of the preceding claims. 9. Nonwoven fabric according to claim 9, characterized in that the contact angle between a nonwoven fabric, hergesteilt exclusively from these fibers, to water is greater than 110 °. A nonwoven fabric containing only cellulose fibers according to any one of the preceding claims and biodegradable. Nonwoven fabric containing cellulose fibers according to any one of the preceding claims, characterized in that the nonwoven fabric has been produced by a modern nonwoven fabric process, for example air laying, needle punching, hydroentanglement or wet laying processes. 12. Nonwoven fabric, the cellulose fiber according to one of the preceding claims in blends with man-made cellulose fibers, e.g. Rayon, lyocell, cotton or synthetic fibers (e.g., polyester). 13. Use of cellulose fibers according to one of the preceding claims for the absorption of nonpolar liquids such as oils. 14. Use of fibers according to one of the preceding claims for the production of oil barriers on land or in water, as a filter medium, in particular for oil and fat particles in the air, as a duster, food packaging, geotextiles and agricultural textiles. SUBSEQUENT
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    同族专利:
    公开号 | 公开日
    AT512144B1|2013-12-15|
    WO2013067555A1|2013-05-16|
    引用文献:
    公开号 | 申请日 | 公开日 | 申请人 | 专利标题
    DE3030956A1|1980-08-16|1982-03-25|Chemische Fabrik Pfersee Gmbh, 8900 Augsburg|Oil slick absorber of peat made hydrophobic - by treating with cationic dispersion and/or pref. organo:polysiloxane|
    DE3227749A1|1981-07-27|1983-02-10|Papyrus Kopparfors AB, 43123 Mölndal|Process for the preparation of an absorbent material for organic liquids, in particular oil|
    WO2009024161A1|2007-08-17|2009-02-26|Gerd Edgar Wieland Ender|Device for removing fluid, lipophilic materials from water|EP3115502A1|2015-07-06|2017-01-11|Müller, Markus|Hydrophobic wash resistant celloluse fibres and method for mkaing cellulose fibres wash resistant and hydrophobic|US2903382A|1958-06-23|1959-09-08|Armour & Co|Treatment of fabric with alkenylsuccinic acids and anhydrides to impart water repellency|
    IL69397A|1982-08-20|1987-12-20|Chevron Res|Alkenyl succinic anhydride composition and methods of sizing paper and treating cellulosic fabrics|
    US4687519A|1985-12-20|1987-08-18|National Starch And Chemical Corporation|Paper size compositions|
    GB2252984A|1991-01-21|1992-08-26|Exxon Chemical Patents Inc|Novel compositions and their use for sizing paper|
    JPH05321139A|1992-05-20|1993-12-07|Asahi Chem Ind Co Ltd|Oil-absorbing cellulose yarn|
    FI103735B|1998-01-27|1999-08-31|Kemira Chemicals Oy|A hydrophobising system for paper or similar fibrous products|
    DE10008930A1|2000-02-25|2001-08-30|Basf Ag|Anti-wrinkle treatment of cellulose-containing textiles and laundry detergents|
    JP4710592B2|2005-03-30|2011-06-29|日油株式会社|Paper softener and paper manufacturing method using the same|US8801901B1|2013-12-30|2014-08-12|Weyerhaeuser Nr Company|Sized fluff pulp|
    法律状态:
    2020-08-15| MM01| Lapse because of not paying annual fees|Effective date: 20191108 |
    优先权:
    申请号 | 申请日 | 专利标题
    AT16522011A|AT512144B1|2011-11-08|2011-11-08|Man-made collulose fibers with hydrophobic properties|AT16522011A| AT512144B1|2011-11-08|2011-11-08|Man-made collulose fibers with hydrophobic properties|
    PCT/AT2012/000257| WO2013067555A1|2011-11-08|2012-10-11|Cellulosic fibres with hydrophobic properties|
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