EP0904444A1 - Verfahren zur behandlung von cellulosefasern und von gebilden aus diesen fasern - Google Patents
Verfahren zur behandlung von cellulosefasern und von gebilden aus diesen fasernInfo
- Publication number
- EP0904444A1 EP0904444A1 EP97926908A EP97926908A EP0904444A1 EP 0904444 A1 EP0904444 A1 EP 0904444A1 EP 97926908 A EP97926908 A EP 97926908A EP 97926908 A EP97926908 A EP 97926908A EP 0904444 A1 EP0904444 A1 EP 0904444A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- fibers
- textile
- carbon atoms
- lyocell
- general formula
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
- 238000000034 method Methods 0.000 title claims abstract description 28
- 229920003043 Cellulose fiber Polymers 0.000 title claims abstract description 13
- 239000000835 fiber Substances 0.000 claims abstract description 56
- 239000004753 textile Substances 0.000 claims abstract description 30
- 229920000433 Lyocell Polymers 0.000 claims abstract description 25
- 150000001875 compounds Chemical class 0.000 claims abstract description 17
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 12
- -1 hydroxysulphonyl Chemical group 0.000 claims abstract description 9
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 6
- 229910052736 halogen Inorganic materials 0.000 claims abstract description 6
- 150000002367 halogens Chemical group 0.000 claims abstract description 6
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 6
- 239000001257 hydrogen Substances 0.000 claims abstract description 6
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims abstract description 6
- 125000003545 alkoxy group Chemical group 0.000 claims abstract description 3
- 125000003282 alkyl amino group Chemical group 0.000 claims abstract description 3
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims abstract description 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract description 3
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims abstract description 3
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims abstract description 3
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims abstract description 3
- 229920002554 vinyl polymer Polymers 0.000 claims abstract description 3
- 239000004744 fabric Substances 0.000 claims description 20
- 239000006187 pill Substances 0.000 claims description 15
- 230000015572 biosynthetic process Effects 0.000 claims description 9
- 238000005299 abrasion Methods 0.000 claims description 4
- 150000001447 alkali salts Chemical class 0.000 claims description 4
- 125000000020 sulfo group Chemical group O=S(=O)([*])O[H] 0.000 claims description 4
- 229910052783 alkali metal Inorganic materials 0.000 claims description 3
- 239000012752 auxiliary agent Substances 0.000 abstract description 3
- 239000002184 metal Substances 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 18
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 12
- 238000004043 dyeing Methods 0.000 description 9
- 239000000126 substance Substances 0.000 description 8
- 206010061592 cardiac fibrillation Diseases 0.000 description 7
- 230000002600 fibrillogenic effect Effects 0.000 description 7
- 239000003599 detergent Substances 0.000 description 5
- 239000000203 mixture Substances 0.000 description 5
- FYBFGAFWCBMEDG-UHFFFAOYSA-N 1-[3,5-di(prop-2-enoyl)-1,3,5-triazinan-1-yl]prop-2-en-1-one Chemical compound C=CC(=O)N1CN(C(=O)C=C)CN(C(=O)C=C)C1 FYBFGAFWCBMEDG-UHFFFAOYSA-N 0.000 description 4
- 238000009835 boiling Methods 0.000 description 4
- LEQAOMBKQFMDFZ-UHFFFAOYSA-N glyoxal Chemical compound O=CC=O LEQAOMBKQFMDFZ-UHFFFAOYSA-N 0.000 description 4
- 238000004519 manufacturing process Methods 0.000 description 4
- 239000003960 organic solvent Substances 0.000 description 4
- 239000000985 reactive dye Substances 0.000 description 4
- 238000005201 scrubbing Methods 0.000 description 4
- 239000004971 Cross linker Substances 0.000 description 3
- 238000004132 cross linking Methods 0.000 description 3
- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N methanol Natural products OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 239000004014 plasticizer Substances 0.000 description 3
- 229920000642 polymer Polymers 0.000 description 3
- 238000009987 spinning Methods 0.000 description 3
- 238000005406 washing Methods 0.000 description 3
- 230000002087 whitening effect Effects 0.000 description 3
- LFTLOKWAGJYHHR-UHFFFAOYSA-N N-methylmorpholine N-oxide Chemical compound CN1(=O)CCOCC1 LFTLOKWAGJYHHR-UHFFFAOYSA-N 0.000 description 2
- 238000010521 absorption reaction Methods 0.000 description 2
- 229920002678 cellulose Polymers 0.000 description 2
- 239000001913 cellulose Substances 0.000 description 2
- 229940015043 glyoxal Drugs 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 238000005086 pumping Methods 0.000 description 2
- HFIYIRIMGZMCPC-YOLJWEMLSA-J remazole black-GR Chemical compound [Na+].[Na+].[Na+].[Na+].[O-]S(=O)(=O)C1=CC2=CC(S([O-])(=O)=O)=C(\N=N\C=3C=CC(=CC=3)S(=O)(=O)CCOS([O-])(=O)=O)C(O)=C2C(N)=C1\N=N\C1=CC=C(S(=O)(=O)CCOS([O-])(=O)=O)C=C1 HFIYIRIMGZMCPC-YOLJWEMLSA-J 0.000 description 2
- GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 238000010186 staining Methods 0.000 description 2
- 150000003512 tertiary amines Chemical class 0.000 description 2
- 239000000080 wetting agent Substances 0.000 description 2
- 238000009970 yarn dyeing Methods 0.000 description 2
- 239000004698 Polyethylene Substances 0.000 description 1
- 229920000297 Rayon Polymers 0.000 description 1
- 238000006887 Ullmann reaction Methods 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 230000001153 anti-wrinkle effect Effects 0.000 description 1
- 239000012062 aqueous buffer Substances 0.000 description 1
- 125000002393 azetidinyl group Chemical group 0.000 description 1
- 238000005282 brightening Methods 0.000 description 1
- 229920006317 cationic polymer Polymers 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 238000004040 coloring Methods 0.000 description 1
- 239000003431 cross linking reagent Substances 0.000 description 1
- 238000001212 derivatisation Methods 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 238000004453 electron probe microanalysis Methods 0.000 description 1
- UFZOPKFMKMAWLU-UHFFFAOYSA-N ethoxy(methyl)phosphinic acid Chemical compound CCOP(C)(O)=O UFZOPKFMKMAWLU-UHFFFAOYSA-N 0.000 description 1
- 229910017053 inorganic salt Inorganic materials 0.000 description 1
- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 229920002689 polyvinyl acetate Polymers 0.000 description 1
- 239000011118 polyvinyl acetate Substances 0.000 description 1
- 238000004045 reactive dyeing Methods 0.000 description 1
- 239000012266 salt solution Substances 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
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
- 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
- D06M13/35—Heterocyclic compounds
- D06M13/355—Heterocyclic compounds having six-membered heterocyclic rings
- D06M13/358—Triazines
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P1/00—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
- D06P1/0004—General aspects of dyeing
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P1/00—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
- D06P1/44—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders
- D06P1/64—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders using compositions containing low-molecular-weight organic compounds without sulfate or sulfonate groups
- D06P1/642—Compounds containing nitrogen
- D06P1/6426—Heterocyclic compounds
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P3/00—Special processes of dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form, classified according to the material treated
- D06P3/58—Material containing hydroxyl groups
- D06P3/60—Natural or regenerated cellulose
- D06P3/66—Natural or regenerated cellulose using reactive dyes
Definitions
- the invention relates to a process for treatment of cellulosic fibers and structures made from these cellulose fibers, in which method the fibers or the fiber structure are contacted with a textile auxiliary agent in contact 'to impart to the fibers of improved properties.
- the invention further relates to new fiber structures, such as yarns and textile surfaces, which are obtainable by this process.
- a tertiary amine oxide in particular N-methylmorpholine-N-oxide (NMMO)
- NMMO N-methylmorpholine-N-oxide
- WO 92/07124 describes a method for producing a fiber with a reduced tendency to fibrillation, according to which the freshly spun, that is to say not yet dried, fiber is treated with a cationic polymer.
- a polymer with imidazole and azetidine groups is mentioned as such a polymer.
- treatment with an emulsifiable polymer e.g. Polyethylene or polyvinyl acetate, or crosslinking with glyoxal.
- EP-A-0 538 977 and WO 94/09191 describe a process of the type mentioned at the outset in which fibers of the Lyocell genus are brought into contact with a textile auxiliary in order to reduce the tendency to fibrillation.
- WO 94/24343 describes a process for the production of cellulose fibers with reduced tendency to fibrillation, in which Process spun a solution of cellulose in a tertiary amine oxide into fibers and the freshly spun fibers are brought into contact with a textile auxiliary which carries at least two reactive groups and are washed with an aqueous buffer, glyoxal not being used as the textile auxiliary. According to this previously known method, the freshly spun fibers are best brought into contact with the textile auxiliary in an alkaline environment.
- fiber structures made from fibers of the Lyocell genus can be crosslinked with methylol compounds in order to produce washable fabrics and knitted fabrics.
- methylol compounds it has been shown that it is not possible to prevent the formation of abrasive edges during the coloring when using these compounds. For this, the crosslinking would have to take place before the dyeing or at least during the dyeing.
- methylol compounds and the other classic finishing agents are hardly suitable for this.
- Another disadvantage of methylol compounds is the formation of formaldehyde, which leads to stress in the workplace.
- the invention has for its object to provide a process for the treatment of cellulose fibers of the Lyocell genus and of structures made of these fibers, which can be carried out in a simple manner and which enables the treated fibers to have a reduced tendency to fibrillation or treated fiber structures or fiber structures containing treated fibers have improved abrasion and pilling values.
- the process according to the invention for the treatment of cellulose fibers, in which the fibers are brought into contact with a textile auxiliary, is characterized in that a compound having the general formula is used as the textile auxiliary
- X is halogen, alkoxy with 1-4 carbon atoms, amino, alkylamino with 1-4 carbon atoms, hydroxysulfonyl, or 1-nicotinyl; Y the general formula
- n is the number 1 or 2;
- R is hydrogen, alkyl of 1-4 carbon atoms or phenyl;
- R 2 and R3 are hydrogen, hydroxysulfonyl, hydroxyl, halogen, alkyl of 1-4 carbon atoms or carboxyl;
- A is vinyl or -C-H.B, wherein B is a group which can be split off under alkaline conditions; and
- Z is Y or X.
- An expedient embodiment of the method according to the invention is characterized in that fibers of the Lyocell genus are brought into contact with the textile auxiliary used according to the invention in an alkaline environment.
- Crosslinkers acting in an alkaline environment can be used during reactive dyeing.
- a preferred embodiment of the method according to the invention is that the compound as a textile auxiliary
- Further preferred embodiments of the method according to the invention consist in that the fibers are used in the undyed state, or that the treatment is carried out, the fibers being dyed at the same time, or that the fibers are present as fiber structures.
- the present invention further relates to the use of a compound of the general formula
- X, Y and Z have the meaning given above, or their alkali metal salt, as textile auxiliaries for the treatment of fibers of the Lyocell genus or for the treatment of structures made of fibers of the Lyocell genus, a yarn or a textile surface being best used as the fiber structure .
- a woven, knitted or knitted fabric is particularly suitable as a textile surface.
- the invention further relates to the use of the above compound of general formula (I) to improve the Pilling behavior, to reduce the formation of pills and to improve the chafing behavior of the textile surface.
- the present invention further relates to fibers of the Lyocell genus which can be obtained by the process according to the invention, or to yarns and fiber structures which contain these fibers.
- Cellulose fibers of the Lyocell genus were produced in accordance with the process described in EP-A-0 356 419 and WO 93/19230. These fibers were processed into a textile in a known manner. The treatment of the fibers is carried out with the compound of formula (III). This compound is referred to below as "substance I”.
- the textile is impregnated with a liquor ratio of 1:20 with 6% reactive dye (Remazol Brilliantblau BB or Remazol Schwarz B) in 40 minutes at 40 * c.
- the dye bath contains 0.3 ml / 1 of an anti-wrinkle (e.g. Biavin 109).
- 50 g / 1 Na-SO. added in portions.
- 5 g / l Na_C0 are added and the mixture is heated to 60'C.
- 0.25 ml / 1 NaOH are added and staining is continued for a further 20 minutes. It is then rinsed warm, brought to pH 5.5 with acetic acid and rinsed cold, boiling and finally cold again.
- the Textiles with 1 ml / 1 softener Basosoft, Avivan GSA
- Example 2 This example is analogous to Example 1, except that the following fabric is used instead of the single jersey: 100% Lyocell, 1.7 dtex, twill, weft and chain Nm 50, 150 cm long and 30 cm wide.
- Example 5 This example is analogous to Example 2, but the following fabric is used instead of the single jersey: 100% Lyocell, 1.7 dtex, twill, weft and chain Nm 50, 150 cm long and 30 cm wide.
- Example 3 This example is analogous to Example 3, except that the following fabric is used instead of the single jersey: 100% Lyocell, 1.7 dtex, twill, weft and chain Nm 50, 150 cm long and 30 cm wide.
- the fabrics obtained in Examples 4, 5 and 6 are sewn together and dyed on the laboratory jet (Mathis, 40 mm nozzle, 1 revolution / minute) according to the above dyeing instructions.
- Example 6 shows clear brightening due to abrasive edges, whereas the fabrics of Examples 4 and 5 are streak-free.
- the fabrics of Examples 4 and 5 also show significantly better values than the fabric piece of Example 6 with regard to pill formation and whitening.
- the tissues are treated with 1 ml / 1 plasticizer (Basosoft, Avivan GSA) at 60'C and waxed.
- 1 ml / 1 plasticizer Basosoft, Avivan GSA
- a single jersey and socks are knitted from the yarn thus obtained.
- the tissues are treated with 1 ml / 1 plasticizer (Basosoft, Avivan GSA) at 60'C and waxed. Socks are knitted from the yarn thus obtained.
- 1 ml / 1 plasticizer Basosoft, Avivan GSA
- the single jersey from Example 7 and a single jersey made from the same, untreated yarn are dyed together in the laboratory jet (Mathis, nozzle 40 mm, 1 revolution / minute) according to the above dyeing instructions, the fabrics 9a and 9b being obtained.
- the dyed single jersey 9a shows no streaks or chafing. In contrast, the single jersey 9b abrasive edges and graying are clearly visible.
- the socks are washed repeatedly at 40 * C. Drying takes place in the tumbler. After 5 washing cycles, the socks made from the yarn of Example 8 are grayed out. The socks made from the yarn of Example 7, on the other hand, have no graying or abrasive edges.
- the pilling test is carried out in a dry state in accordance with SN 198525.
- the assessment is carried out visually according to the standard with the help of comparison images.
- the grade 5 means a low pilling, while the grade 1 means an extreme pilling.
- “Pill 125”, “Pill 500” and “Pill 2000” means pilling after 125, 500 and 2000 cycles, respectively.
- a Lyocell fabric dyed with reactive dyes (twill, 1.7 dtex, Nm 50) is impregnated with a liquor on the pad (liquor absorption: 80%), which contains 10 g / 1 crosslinker and 3 ml wetting agent (Leonil SR). Then the fabric is dried at 60 ° C and impregnated again with a liquor (liquor absorption: 80%) which contains 10 g / 1 crosslinking agent (substance I or TAHT), 3 ml wetting agent (Leonil SR), 10 g / 1 plasticizer ( Sandolub NV), 10 g / 1 Na 2 CO 3 and 1 ml / 1 NaOH contains.
- the fabric is then left to rest sealed in a film at 70 ° C. for 16 hours. Then it is rinsed (cold, warm and finally boiling), mixed with acetic acid and dried at 60'C. The result regarding whitening is shown in Table IV.
Landscapes
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
- Coloring (AREA)
- Polysaccharides And Polysaccharide Derivatives (AREA)
- Chemical Or Physical Treatment Of Fibers (AREA)
- Yarns And Mechanical Finishing Of Yarns Or Ropes (AREA)
Description
Claims
Applications Claiming Priority (4)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
AT1107/96 | 1996-06-21 | ||
AT0110796A AT409144B (de) | 1996-06-21 | 1996-06-21 | Verfahren zur behandlung von cellulosefasern und von gebilden aus diesen fasern |
AT110796 | 1996-06-21 | ||
PCT/AT1997/000132 WO1997049856A1 (de) | 1996-06-21 | 1997-06-19 | Verfahren zur behandlung von cellulosefasern und von gebilden aus diesen fasern |
Publications (2)
Publication Number | Publication Date |
---|---|
EP0904444A1 true EP0904444A1 (de) | 1999-03-31 |
EP0904444B1 EP0904444B1 (de) | 1999-11-24 |
Family
ID=3506742
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP97926908A Expired - Lifetime EP0904444B1 (de) | 1996-06-21 | 1997-06-19 | Verfahren zur behandlung von cellulosefasern und von gebilden aus diesen fasern |
Country Status (15)
Country | Link |
---|---|
US (1) | US6022378A (de) |
EP (1) | EP0904444B1 (de) |
JP (1) | JP2000513412A (de) |
CN (1) | CN1146684C (de) |
AT (2) | AT409144B (de) |
AU (1) | AU721876B2 (de) |
BR (1) | BR9709916A (de) |
CA (1) | CA2258500A1 (de) |
DE (1) | DE59700768D1 (de) |
ES (1) | ES2142167T3 (de) |
GR (1) | GR3032485T3 (de) |
ID (1) | ID17073A (de) |
NO (1) | NO985955L (de) |
TW (1) | TW336966B (de) |
WO (1) | WO1997049856A1 (de) |
Families Citing this family (13)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0903434B1 (de) * | 1997-09-17 | 2002-11-27 | Lenzing Aktiengesellschaft | Verfahren zur Behandlung von Cellulosefasern |
DE59806420D1 (de) * | 1997-09-17 | 2003-01-09 | Chemiefaser Lenzing Ag | Verfahren zur Behandlung von Cellulosefasern |
AT2256U1 (de) * | 1997-10-15 | 1998-07-27 | Chemiefaser Lenzing Ag | Verfahren zur behandlung von cellulosischen formkörpern |
GB2373784A (en) * | 2001-03-30 | 2002-10-02 | Tencel Ltd | Lyocell fibre and treatment to reduce fibrillation |
AT411863B (de) * | 2002-09-16 | 2004-07-26 | Chemiefaser Lenzing Ag | Decke, vorzugsweise steppdecke |
US7575599B2 (en) * | 2004-07-30 | 2009-08-18 | Spinalmotion, Inc. | Intervertebral prosthetic disc with metallic core |
US7574126B2 (en) * | 2003-12-09 | 2009-08-11 | Panasonic Corporation | Lens driving apparatus, imaging apparatus, and lens barrel and camera main body used for this |
ATA1332004A (de) * | 2004-01-30 | 2005-10-15 | Chemiefaser Lenzing Ag | Verfahren zur behandlung von lösungsmittelgesponnenen cellulosischen fasern |
AT507051B1 (de) | 2008-06-27 | 2015-05-15 | Chemiefaser Lenzing Ag | Cellulosefaser und verfahren zu ihrer herstellung |
US9416494B2 (en) * | 2012-12-26 | 2016-08-16 | Kimberly-Clark Worldwide, Inc. | Modified cellulosic fibers having reduced hydrogen bonding |
US8980054B2 (en) * | 2012-12-26 | 2015-03-17 | Kimberly-Clark Worldwide, Inc. | Soft tissue having reduced hydrogen bonding |
CA2988885A1 (en) * | 2015-05-04 | 2016-11-10 | Carbtex Technology, Inc. | Articles of ignition resistant cotton fibers |
EP3771755A1 (de) | 2019-08-02 | 2021-02-03 | Lenzing Aktiengesellschaft | Verfahren zur herstellung von lyocell-stapelfasern |
Family Cites Families (16)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
BE636485A (de) * | 1962-08-22 | |||
US3508858A (en) * | 1966-01-11 | 1970-04-28 | Bemberg Spa | Process and product for improving the textile characteristics of natural and synthetic fibers and fibers obtained thereby |
US4246221A (en) * | 1979-03-02 | 1981-01-20 | Akzona Incorporated | Process for shaped cellulose article prepared from a solution containing cellulose dissolved in a tertiary amine N-oxide solvent |
DE3045471A1 (de) * | 1980-12-02 | 1982-07-08 | Bayer Ag, 5090 Leverkusen | Dioxazin-reaktivfarbstoffe, verfahren zu ihrer herstellung und ihre verwendung zum faerben und bedrucken von hydroxyl- oder amidgruppenhaltigen fasermaterialien |
GB8303850D0 (en) * | 1983-02-11 | 1983-03-16 | Wool Dev International | Textile treatment |
EP0174794A3 (de) * | 1984-09-14 | 1987-09-16 | Wool Development International Limited | Textilbehandlung |
DE3433983A1 (de) * | 1984-09-15 | 1986-04-10 | Hoechst Ag, 6230 Frankfurt | Faserreaktive triazinverbindungen, verfahren zu ihrer herstellung und ihre verwendung |
DE3740650A1 (de) * | 1987-12-01 | 1989-06-15 | Bayer Ag | Verfahren zur herstellung faserreaktiver nicht-chromophorer amine |
US5571444A (en) * | 1989-09-11 | 1996-11-05 | Invicta Group Industries Pty Ltd. | Textile treatment |
GB9022175D0 (en) * | 1990-10-12 | 1990-11-28 | Courtaulds Plc | Treatment of fibres |
GB9122318D0 (en) * | 1991-10-21 | 1991-12-04 | Courtaulds Plc | Treatment of elongate members |
GB9222059D0 (en) * | 1992-10-21 | 1992-12-02 | Courtaulds Plc | Fibre treatment |
TR27503A (tr) * | 1993-04-21 | 1995-06-07 | Chemiefaser Lenzing Ag | Azaltilmis fibrillesme egilimine sahip olan selüloz liflerini imale mahsus yöntem. |
KR0135648B1 (ko) * | 1995-04-08 | 1998-04-22 | 성낙관 | 2환성 금속착염포르마잔유도체, 그 유도체의 제조방법, 그 유도체를 함유하는 조성물 및 그 유도체를 이용한 염색방법 |
US5851240A (en) * | 1995-01-12 | 1998-12-22 | Ciba Specialty Chemicals Corporation | Process for dyeing cellulosic textile fibre materials |
JPH09324130A (ja) * | 1996-06-05 | 1997-12-16 | Sumitomo Chem Co Ltd | モノアゾ化合物及びそれを用いる繊維材料の染色又は捺染方法 |
-
1996
- 1996-06-21 AT AT0110796A patent/AT409144B/de not_active IP Right Cessation
-
1997
- 1997-06-19 ES ES97926908T patent/ES2142167T3/es not_active Expired - Lifetime
- 1997-06-19 EP EP97926908A patent/EP0904444B1/de not_active Expired - Lifetime
- 1997-06-19 AT AT97926908T patent/ATE186961T1/de not_active IP Right Cessation
- 1997-06-19 AU AU31594/97A patent/AU721876B2/en not_active Ceased
- 1997-06-19 JP JP10501940A patent/JP2000513412A/ja not_active Ceased
- 1997-06-19 BR BR9709916A patent/BR9709916A/pt not_active Application Discontinuation
- 1997-06-19 CA CA002258500A patent/CA2258500A1/en not_active Abandoned
- 1997-06-19 WO PCT/AT1997/000132 patent/WO1997049856A1/de active IP Right Grant
- 1997-06-19 DE DE59700768T patent/DE59700768D1/de not_active Expired - Fee Related
- 1997-06-19 CN CNB97197277XA patent/CN1146684C/zh not_active Expired - Lifetime
- 1997-06-20 ID IDP972127A patent/ID17073A/id unknown
- 1997-06-21 TW TW086108708A patent/TW336966B/zh active
-
1998
- 1998-12-15 US US09/212,104 patent/US6022378A/en not_active Expired - Fee Related
- 1998-12-18 NO NO985955A patent/NO985955L/no not_active Application Discontinuation
-
2000
- 2000-01-26 GR GR20000400180T patent/GR3032485T3/el unknown
Non-Patent Citations (1)
Title |
---|
See references of WO9749856A1 * |
Also Published As
Publication number | Publication date |
---|---|
AU721876B2 (en) | 2000-07-13 |
NO985955D0 (no) | 1998-12-18 |
JP2000513412A (ja) | 2000-10-10 |
AT409144B (de) | 2002-05-27 |
AU3159497A (en) | 1998-01-14 |
ATA110796A (de) | 2001-10-15 |
TW336966B (en) | 1998-07-21 |
CN1228131A (zh) | 1999-09-08 |
ES2142167T3 (es) | 2000-04-01 |
ID17073A (id) | 1997-12-04 |
GR3032485T3 (en) | 2000-05-31 |
EP0904444B1 (de) | 1999-11-24 |
CA2258500A1 (en) | 1997-12-31 |
ATE186961T1 (de) | 1999-12-15 |
DE59700768D1 (de) | 1999-12-30 |
NO985955L (no) | 1999-02-03 |
US6022378A (en) | 2000-02-08 |
CN1146684C (zh) | 2004-04-21 |
WO1997049856A1 (de) | 1997-12-31 |
BR9709916A (pt) | 1999-08-10 |
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