EP1463858A2 - Procede de traitement de corps moules cellulosiques - Google Patents
Procede de traitement de corps moules cellulosiquesInfo
- Publication number
- EP1463858A2 EP1463858A2 EP02796479A EP02796479A EP1463858A2 EP 1463858 A2 EP1463858 A2 EP 1463858A2 EP 02796479 A EP02796479 A EP 02796479A EP 02796479 A EP02796479 A EP 02796479A EP 1463858 A2 EP1463858 A2 EP 1463858A2
- Authority
- EP
- European Patent Office
- Prior art keywords
- fibers
- cyclodextrin
- textile auxiliary
- hydroxy
- cellulosic
- 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 25
- 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 abstract description 16
- 229920000858 Cyclodextrin Polymers 0.000 claims abstract description 14
- 239000004753 textile Substances 0.000 claims abstract description 13
- 229920002678 cellulose Polymers 0.000 claims abstract description 5
- 239000001913 cellulose Substances 0.000 claims abstract description 5
- 150000003512 tertiary amines Chemical class 0.000 claims abstract description 5
- 239000000835 fiber Substances 0.000 claims description 29
- 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
- 238000000465 moulding Methods 0.000 claims description 5
- 150000003839 salts Chemical class 0.000 claims description 5
- 239000003431 cross linking reagent Substances 0.000 claims description 3
- 239000012752 auxiliary agent Substances 0.000 abstract 2
- 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
- 229940097362 cyclodextrins Drugs 0.000 description 3
- 239000000080 wetting agent Substances 0.000 description 3
- 229920003043 Cellulose fiber Polymers 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- 238000005299 abrasion Methods 0.000 description 2
- 239000004480 active ingredient Substances 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
- 239000002904 solvent Substances 0.000 description 2
- 238000009987 spinning Methods 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 238000010998 test method Methods 0.000 description 2
- 229920000433 Lyocell Polymers 0.000 description 1
- 230000003444 anaesthetic effect Effects 0.000 description 1
- 230000015572 biosynthetic process Effects 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
- 239000006260 foam Substances 0.000 description 1
- 239000011888 foil 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
- 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 ner process for the treatment of cellulosic molded articles which are produced from a solution of the cellulose in an aqueous tertiary amine oxide, in particular fibers and structures which contain these fibers, in which ner process the foam articles are brought into contact with a textile auxiliary in order to To give moldings improved properties.
- molded body in particular also includes sponges.
- a ner process for producing a solvent-spun cellulose fiber has prevailed until industrial implementation.
- a tertiary amine oxide in particular ⁇ -methylmorpholine- ⁇ -oxide ( ⁇ MMO)
- ⁇ MMO ⁇ -methylmorpholine- ⁇ -oxide
- Such a ner driving is e.g. described in US Pat. No. 4,246,221 and delivers fibers which are distinguished by high strength, a high modulus of elasticity and by a high loop strength.
- WO 99/19555 describes a ner process for the treatment of solvent-spun. Fibers in which the fibers are brought into contact with 2,4-dichloro-6-hydroxy-1.3.5-triazine or with a salt thereof. The fibers produced in this way are characterized by better resistance to fibrillation.
- No. 5,728,823 discloses cyclodextrin derivatives, including the sodium salt of 2-chloro-4-hydroxy-1.3.5-triazinylcyclodextrin. US 5,728,823 also describes Membranes, foils, textiles or leather to which a cyclodextrin derivative is bound. Textiles treated with cyclodextrin derivatives are suitable, for example, for absorbing unpleasant odors.
- WO 01/48025 describes cyclodextrins which are covalently bound to a polysaccharide by means of a wetting agent.
- cellulosic moldings which are prepared from a solution of the cellulose in an aqueous tertiary amine oxide can be treated with a textile auxiliary which comprises a cyclodextrin and / or a cyclodextrin derivative, thereby producing products with improved properties.
- the shaped bodies are preferably fibers in a never-dried state.
- the fibers can be treated in a never-dried state in a post-treatment stage of a continuously operating production plant.
- cyclodextrins can include active ingredients which are then released, for example, over a longer period of time.
- the treatment with the textile auxiliary is preferably carried out in an alkaline environment.
- the textile auxiliary also preferably comprises a crosslinking agent.
- Particularly preferred wetting agent is 2,4-dichloro-6-hydroxy-1,3,5-triazine or a salt thereof.
- a cyclodextrin derivative e.g. the sodium salt of 2-chloro-4-hydroxy-1.3.5-triazinylcyclodextrin, are prepared in order to subsequently apply this derivative to the material to be treated.
- the fibers to be treated can be added with the cyclodextrin and a wetting agent, in particular 2,4-dichloro-6-hydroxy-1.3.5-triazine, without having to prepare a nerbinding from these two substances beforehand and get good results.
- 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 which can be obtained by the process according to the invention, and to fiber structures which contain these fibers.
- Solvent-spun fibers with a titer of 1.3 dtex produced according to the process described in WO 93/19230 were treated in the never-dried state as follows:
- the fibers were washed at a liquor ratio of 1:10 with a solution containing 20 g / 1 sodium salt of 2,4-dichloro-6-hydroxy-1,3.5-triazine, 16 g / 1 NaOH and 100 g / 1 of a cyclodextrin ( CAVAMAX W7, manufacturer Wacker-Chemie) impregnated for 5 minutes at room temperature.
- the fibers were then squeezed to a moisture content of 100% -110% using a squeeze mechanism and heat-treated for 5 minutes with saturated steam (100%) at 100 ° C., washed out and dried.
- the content of active cyclodextrin in the fibers thus produced was determined photometrically (552 nm) using the decolorization of a phenolphthalein solution and was 2.33% by weight.
- the degree of fibrillation on the fibers was determined on the basis of the wet scrub resistance (test method according to WO 99/19555) of the individual fibers. According to this test method, the sample treated according to the invention has an average value of 210 revolutions. In comparison, an untreated fiber shows a wet abrasion value of only 40-60 revolutions. - - -
- Example 2 The procedure was as in Example 1, with the treatment solution 20 g / 1 sodium salt of 2,4-dichloro-6-hydroxy-1.3.5-triazine, 16 g / 1 NaOH, 30 g / 1 soda and 50 g / 1 one Cyclodextrins (CAVAMAX W7, manufacturer Wacker-Chemie) contained.
- the active cyclodextrin content in the fibers thus obtained was 1.65% by weight, the wet abrasion value was 470 revolutions.
- Example 2 The procedure was as in Example 1, with the treatment solution 30 g / 1 soda and 100 g / 1 2-chloro-4-hydroxy-1.3.5-triazinyl-cyclodextrin (MCT-CD; CAVASOL W7 MCT, manufacturer Wacker- Chemistry) contained.
- MCT-CD 2-chloro-4-hydroxy-1.3.5-triazinyl-cyclodextrin
- the active MCT-CD content in the fibers thus obtained was 1.89% by weight.
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)
Abstract
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 true EP1463858A2 (fr) | 2004-10-06 |
| EP1463858B1 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
Non-Patent Citations (1)
| Title |
|---|
| See references of WO03054283A2 * |
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 |
| EP1463858B1 (fr) | 2010-10-06 |
| DE50214703D1 (de) | 2010-11-18 |
| WO2003054283A3 (fr) | 2004-08-05 |
| ATE483848T1 (de) | 2010-10-15 |
| 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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