EP1463858B1 - Procede de traitement de corps moules cellulosiques - Google Patents
Procede de traitement de corps moules cellulosiques Download PDFInfo
- Publication number
- EP1463858B1 EP1463858B1 EP02796479A EP02796479A EP1463858B1 EP 1463858 B1 EP1463858 B1 EP 1463858B1 EP 02796479 A EP02796479 A EP 02796479A EP 02796479 A EP02796479 A EP 02796479A EP 1463858 B1 EP1463858 B1 EP 1463858B1
- Authority
- EP
- European Patent Office
- Prior art keywords
- cyclodextrin
- fibers
- process according
- moulded bodies
- hydroxy
- 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.)
- Expired - Lifetime
Links
- 238000000034 method Methods 0.000 title claims description 21
- 239000000835 fiber Substances 0.000 claims description 26
- HFHDHCJBZVLPGP-UHFFFAOYSA-N schardinger α-dextrin Chemical compound O1C(C(C2O)O)C(CO)OC2OC(C(C2O)O)C(CO)OC2OC(C(C2O)O)C(CO)OC2OC(C(O)C2O)C(CO)OC2OC(C(C2O)O)C(CO)OC2OC2C(O)C(O)C1OC2CO HFHDHCJBZVLPGP-UHFFFAOYSA-N 0.000 claims description 14
- 229920000858 Cyclodextrin Polymers 0.000 claims description 12
- 239000004753 textile Substances 0.000 claims description 11
- YKUDHBLDJYZZQS-UHFFFAOYSA-N 2,6-dichloro-1h-1,3,5-triazin-4-one Chemical compound OC1=NC(Cl)=NC(Cl)=N1 YKUDHBLDJYZZQS-UHFFFAOYSA-N 0.000 claims description 6
- 239000003431 cross linking reagent Substances 0.000 claims description 6
- 150000003839 salts Chemical class 0.000 claims description 5
- 229920002678 cellulose Polymers 0.000 claims description 4
- 239000001913 cellulose Substances 0.000 claims description 4
- 150000003512 tertiary amines Chemical class 0.000 claims description 4
- 239000012752 auxiliary agent Substances 0.000 claims 4
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- 239000000243 solution Substances 0.000 description 6
- 239000003960 organic solvent Substances 0.000 description 4
- 159000000000 sodium salts Chemical class 0.000 description 4
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 3
- 229940097362 cyclodextrins Drugs 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- 238000009987 spinning Methods 0.000 description 3
- 229920003043 Cellulose fiber Polymers 0.000 description 2
- 229920000433 Lyocell Polymers 0.000 description 2
- LFTLOKWAGJYHHR-UHFFFAOYSA-N N-methylmorpholine N-oxide Chemical compound CN1(=O)CCOCC1 LFTLOKWAGJYHHR-UHFFFAOYSA-N 0.000 description 2
- WHGYBXFWUBPSRW-FOUAGVGXSA-N beta-cyclodextrin Chemical compound OC[C@H]([C@H]([C@@H]([C@H]1O)O)O[C@H]2O[C@@H]([C@@H](O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O3)[C@H](O)[C@H]2O)CO)O[C@@H]1O[C@H]1[C@H](O)[C@@H](O)[C@@H]3O[C@@H]1CO WHGYBXFWUBPSRW-FOUAGVGXSA-N 0.000 description 2
- 206010061592 cardiac fibrillation Diseases 0.000 description 2
- 230000002600 fibrillogenic effect Effects 0.000 description 2
- 238000000465 moulding Methods 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 238000010998 test method Methods 0.000 description 2
- 229920000297 Rayon Polymers 0.000 description 1
- 238000005299 abrasion Methods 0.000 description 1
- 239000013543 active substance Substances 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000010924 continuous production Methods 0.000 description 1
- 238000004042 decolorization Methods 0.000 description 1
- 238000001212 derivatisation Methods 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 239000010408 film Substances 0.000 description 1
- 150000004676 glycans Chemical group 0.000 description 1
- 229910017053 inorganic salt Inorganic materials 0.000 description 1
- 239000010985 leather Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 239000012528 membrane Substances 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 235000019645 odor Nutrition 0.000 description 1
- KJFMBFZCATUALV-UHFFFAOYSA-N phenolphthalein Chemical compound C1=CC(O)=CC=C1C1(C=2C=CC(O)=CC=2)C2=CC=CC=C2C(=O)O1 KJFMBFZCATUALV-UHFFFAOYSA-N 0.000 description 1
- 229920001282 polysaccharide Polymers 0.000 description 1
- 239000005017 polysaccharide Substances 0.000 description 1
- 239000012266 salt solution Substances 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- 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
- D06M15/01—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with natural macromolecular compounds or derivatives thereof
- D06M15/03—Polysaccharides or derivatives 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
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M2101/00—Chemical constitution of the fibres, threads, yarns, fabrics or fibrous goods made from such materials, to be treated
- D06M2101/02—Natural fibres, other than mineral fibres
- D06M2101/04—Vegetal fibres
- D06M2101/06—Vegetal fibres cellulosic
Definitions
- the invention relates to a process for the treatment of cellulosic molded articles, which are prepared from a solution of cellulose in an aqueous tertiary amine oxide, in particular fibers and structures containing these fibers, in which process the shaped bodies are brought into contact with a textile auxiliary in order to Give moldings improved properties.
- shaped body includes sponges in particular.
- the solvent used is a tertiary amine oxide, in particular N-methylmorpholine-N-oxide (NMMO).
- NMMO N-methylmorpholine-N-oxide
- the WO 99/19555 describes a process for treating solvent-spun fibers in which the fibers are contacted with 2,4-dichloro-6-hydroxy-1,3,5-triazine or with a salt thereof.
- the fibers thus produced are characterized by a better resistance to fibrillation.
- the WO 01/48025 describes cyclodextrins which are covalently bound to a polysaccharide by means of a crosslinking agent.
- cellulosic molded articles prepared from a solution of the cellulose in an aqueous tertiary amine oxide can be treated with a textile auxiliary comprising a cyclodextrin and / or a cyclodextrin derivative to give products having improved properties.
- the moldings are preferably fibers in never-dried state.
- the fibers can be treated in a never-dried state in a post-treatment stage of a continuous processing plant.
- cyclodextrins may include drugs that are then released, for example, over a longer period of time.
- the treatment with the textile auxiliaries is preferably carried out in an alkaline medium.
- the textile auxiliary additionally comprises a crosslinking agent.
- a crosslinking agent particularly preference is given to using 2,4-dichloro-6-hydroxy-1,3,5-triazine or a salt thereof as crosslinking agent.
- the textile auxiliary comprises 2-chloro-4-hydroxy-1,3,5-triazinyl-cyclodextrin (MCT-CD) or a salt thereof.
- the invention also relates to a solvent-spun cellulosic fiber obtainable by the process according to the invention and to fiber structures which contain these fibers.
- the fibers were mixed at a liquor ratio of 1:10 with a solution containing 20 g / l sodium salt of 2,4-dichloro-6-hydroxy-1,3,5-triazine, 16 g / l NaOH and 100 g / l of a cyclodextrin ( CAVAMAX W7, manufacturer Wacker-Chemie) for 5 minutes at room temperature impregnated.
- the fibers were then squeezed to a moisture content of 100% -110% by means of a squeezer and heat treated for 5 minutes with saturated steam (100%) at 100 ° C, washed and dried.
- the content of active cyclodextrin in the fibers thus produced was determined photometrically (552 nm) on the basis of the decolorization of a phenolphthalein solution and was 2.33% by weight.
- the degree of fibrillation was determined by wet scrub resistance (test method according to WO 99/19555 ) of the individual fibers. According to this test method, a value of 210 revolutions results on average for the sample treated according to the invention. An untreated fiber, in comparison, exhibits a wet rub of only 40-60 turns.
- Example 2 The procedure was as in Example 1, wherein the treatment solution 20 g / l sodium salt of 2,4-dichloro-6-hydroxy-1,3,5-triazine, 16 g / l NaOH, 30 g / l of soda and 50 g / l of a Cyclodextrins (CAVAMAX W7, manufacturer Fa. Wacker-Chemie) contained.
- CAVAMAX W7 Cyclodextrins
- the content of active cyclodextrin in the fibers thus obtained was 1.65 wt.%, The wet abrasion value was 470 revolutions.
- Example 2 The procedure was as in Example 1, the treatment solution containing 30 g / l of sodium carbonate and 100 g / l of 2-chloro-4-hydroxy-1,3,5-triazinylcyclodextrin (MCT-CD; CAVASOL W7 MCT, manufacturer Wacker-Chemie). Chemistry).
- the content of active MCT-CD in the fibers thus obtained was 1.89 wt%.
Landscapes
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
- Artificial Filaments (AREA)
- Chemical Or Physical Treatment Of Fibers (AREA)
Claims (7)
- Procédé pour le traitement de corps moulés cellulosiques, qui ont été fabriqués à partir d'une solution de cellulose dans un aminoxyde tertiaire aqueux, en particulier de fibres, dans le cadre duquel les corps moulés sont mis en contact avec un adjuvant textile, caractérisé en ce que l'adjuvant comprend une cyclodextrine et/ou un dérivé de la cyclodextrine.
- Procédé selon la revendication 1, caractérisé en ce qu'il s'agit, dans le cas des corps moulés, de fibres dans un état qui n'est jamais séché.
- Procédé selon la revendication 1 ou 2, caractérisé en ce que l'adjuvant textile comprend en outre un agent de réticulation.
- Procédé selon la revendication 3, caractérisé en ce que l'on utilise comme agent de réticulation de la 2,4-dichloro-6-hydroxy-1,3,5-triazine ou un sel de cette dernière.
- Procédé selon la revendication 1 ou 2, caractérisé en ce que l'adjuvant textile comprend de la 2-chloro-4-hydroxy-1,3,5-triazinyl-cyclodextrine ou un sel de cette dernière.
- Corps moulé cellulosique, en particulier des fibres, que l'on peut obtenir, selon le procédé selon l'une quelconque des revendications 1 à 5.
- Structure en fibres, comprenant des fibres cellulosiques filées dans une solution selon la revendication 6.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| AT0201201A AT413988B (de) | 2001-12-20 | 2001-12-20 | Verfahren zur behandlung von cellulosischen formkörpern |
| AT20122001 | 2001-12-20 | ||
| PCT/AT2002/000362 WO2003054283A2 (fr) | 2001-12-20 | 2002-12-19 | Procede de traitement de corps moules cellulosiques |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| EP1463858A2 EP1463858A2 (fr) | 2004-10-06 |
| EP1463858B1 true EP1463858B1 (fr) | 2010-10-06 |
Family
ID=3689615
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP02796479A Expired - Lifetime EP1463858B1 (fr) | 2001-12-20 | 2002-12-19 | Procede de traitement de corps moules cellulosiques |
Country Status (9)
| Country | Link |
|---|---|
| EP (1) | EP1463858B1 (fr) |
| JP (1) | JP2005535790A (fr) |
| KR (1) | KR100910989B1 (fr) |
| CN (1) | CN1311123C (fr) |
| AT (2) | AT413988B (fr) |
| AU (1) | AU2002361375A1 (fr) |
| DE (1) | DE50214703D1 (fr) |
| TW (1) | TWI273148B (fr) |
| WO (1) | WO2003054283A2 (fr) |
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN100398741C (zh) * | 2006-09-21 | 2008-07-02 | 浙江理工大学 | 一种环糊精-酞菁双重模拟酶功能纤维的制造方法 |
| CN100415980C (zh) * | 2006-09-21 | 2008-09-03 | 浙江理工大学 | 一种环糊精-酞菁双重模拟酶功能纤维的制备方法 |
| CN100392173C (zh) * | 2006-09-21 | 2008-06-04 | 浙江理工大学 | 环糊精模拟酶功能纤维的制备方法 |
| CN100392172C (zh) * | 2006-09-21 | 2008-06-04 | 浙江理工大学 | 环糊精聚合物模拟酶功能纤维的制备方法 |
| CN101220557B (zh) * | 2007-12-06 | 2010-06-02 | 浙江理工大学 | 一种模拟酶催化纤维的制备方法 |
| AT506334B1 (de) * | 2008-01-22 | 2010-12-15 | Chemiefaser Lenzing Ag | Verfahren zur behandlung cellulosischer formkörper |
| AT509289B1 (de) * | 2009-12-28 | 2014-06-15 | Chemiefaser Lenzing Ag | Funktionalisierter cellulosischer formkörper und verfahren zu seiner herstellung |
| JP4832573B2 (ja) * | 2010-02-27 | 2011-12-07 | 慶一郎 金久 | 繊維構造物の抗ウィルス・制菌加工法 |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5102564A (en) * | 1989-04-12 | 1992-04-07 | The Procter & Gamble Company | Treatment of fabric with perfume/cyclodextrin complexes |
| US5534165A (en) * | 1994-08-12 | 1996-07-09 | The Procter & Gamble Company | Fabric treating composition containing beta-cyclodextrin and essentially free of perfume |
| DE4429229A1 (de) * | 1994-08-18 | 1996-02-22 | Consortium Elektrochem Ind | Cyclodextrinderivate mit mindestens einem stickstoffhaltigen Heterozyklus, ihre Herstellung und Verwendung |
| DE19520967A1 (de) * | 1995-06-08 | 1996-12-12 | Consortium Elektrochem Ind | Textiles Material oder Leder, welches mit Cyclodextrinderivaten mit mindestens einem stickstoffhaltigen Heterozyklus ausgerüstet ist |
| JP2000505692A (ja) * | 1996-12-17 | 2000-05-16 | ザ、プロクター、エンド、ギャンブル、カンパニー | 臭気制御システムを有する吸収製品 |
| AT2256U1 (de) * | 1997-10-15 | 1998-07-27 | Chemiefaser Lenzing Ag | Verfahren zur behandlung von cellulosischen formkörpern |
-
2001
- 2001-12-20 AT AT0201201A patent/AT413988B/de not_active IP Right Cessation
-
2002
- 2002-12-16 TW TW091136278A patent/TWI273148B/zh not_active IP Right Cessation
- 2002-12-19 AU AU2002361375A patent/AU2002361375A1/en not_active Abandoned
- 2002-12-19 CN CNB028253175A patent/CN1311123C/zh not_active Expired - Fee Related
- 2002-12-19 EP EP02796479A patent/EP1463858B1/fr not_active Expired - Lifetime
- 2002-12-19 JP JP2003554976A patent/JP2005535790A/ja active Pending
- 2002-12-19 WO PCT/AT2002/000362 patent/WO2003054283A2/fr not_active Ceased
- 2002-12-19 DE DE50214703T patent/DE50214703D1/de not_active Expired - Lifetime
- 2002-12-19 AT AT02796479T patent/ATE483848T1/de not_active IP Right Cessation
- 2002-12-19 KR KR1020047009441A patent/KR100910989B1/ko not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| TWI273148B (en) | 2007-02-11 |
| AU2002361375A1 (en) | 2003-07-09 |
| AT413988B (de) | 2006-08-15 |
| KR100910989B1 (ko) | 2009-08-05 |
| AU2002361375A8 (en) | 2003-07-09 |
| JP2005535790A (ja) | 2005-11-24 |
| ATA20122001A (de) | 2005-11-15 |
| DE50214703D1 (de) | 2010-11-18 |
| WO2003054283A3 (fr) | 2004-08-05 |
| ATE483848T1 (de) | 2010-10-15 |
| EP1463858A2 (fr) | 2004-10-06 |
| CN1604979A (zh) | 2005-04-06 |
| TW200301325A (en) | 2003-07-01 |
| CN1311123C (zh) | 2007-04-18 |
| WO2003054283A2 (fr) | 2003-07-03 |
| KR20040070238A (ko) | 2004-08-06 |
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