WO2002046520A1 - Mit polymeren cyclodextrinen ausgerüstetes textiles material und verfahren zur seiner herstellung - Google Patents
Mit polymeren cyclodextrinen ausgerüstetes textiles material und verfahren zur seiner herstellung Download PDFInfo
- Publication number
- WO2002046520A1 WO2002046520A1 PCT/EP2001/014367 EP0114367W WO0246520A1 WO 2002046520 A1 WO2002046520 A1 WO 2002046520A1 EP 0114367 W EP0114367 W EP 0114367W WO 0246520 A1 WO0246520 A1 WO 0246520A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- cyclodextrin
- textile material
- textile
- polymer matrix
- polymer
- Prior art date
Links
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
- D06M15/11—Starch 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
- 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
- D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
- D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
- D06M15/37—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- D06M15/39—Aldehyde resins; Ketone resins; Polyacetals
- D06M15/423—Amino-aldehyde resins
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T442/00—Fabric [woven, knitted, or nonwoven textile or cloth, etc.]
- Y10T442/20—Coated or impregnated woven, knit, or nonwoven fabric which is not [a] associated with another preformed layer or fiber layer or, [b] with respect to woven and knit, characterized, respectively, by a particular or differential weave or knit, wherein the coating or impregnation is neither a foamed material nor a free metal or alloy layer
Definitions
- the invention relates to a textile material with a cyclodextrin finish, a process for its production and its use.
- Cyclodextrins are generally understood to be cycloamyloses or cycloglucans which are formed as cyclic dextrins when starch is broken down by Bacillus macerans or Bacillus circulans under the action of cyclodextrin glycosyltransferase. They consist of 6, 7 or 8 glucose units linked to form a cycle of ⁇ r-1, 4, as a result of which the ⁇ , ⁇ or cyclodextrins are defined. These are integrated in a crystal lattice and layered on top of one another in such a way that they form continuous inner-molecular channels in which they can include hydrophobic guest molecules in varying amounts until saturation, e.g. B. gases, alcohols or hydrocarbons.
- cyclodextrins are used to convert compounds with low solubility into a soluble complex by complexation with cyclodextrins.
- WO 99/24474 discloses specific cyclodextrin oligomers which, by means of a spacer, consist of a rigid and preferably hydrophilic structural element and enable the detoxification of active pharmaceutical ingredients.
- DE-A 198 25486 discloses absorbent polymers in which cyclodextrins or cyclodextrin derivatives are present ionically, covalently or by mechanical inclusion. These are used to hold aqueous liquids such. B. body fluids such. B. urine, in the hygiene field, as packaging material, as a carrier and / or as a stabilizer for fertilizers or as a soil conditioner.
- DE-A 40 35 378 discloses textile materials which are equipped with cyclodextrins or cyclodextrin derivatives and which serve to absorb non-polar dirt, sweat and sweat breakdown products or fragrances.
- the cyclodextile compounds are applied either directly by spinning in, a chemical or physical variant.
- the chemical variant takes place via a reaction of the textile material with linkage with the cyclodextrin compounds. If the linkage is not optimal, the cyclodextrins are washed out during chemical as well as physical anchoring.
- Chemical anchoring in particular in the case of synthetic textile materials, is also often complex and / or cost-intensive.
- the object is achieved according to the invention with a textile material with a cyclodextrin finish which has a polymer matrix which contains cyclodextrin and / or a cyclodextrin derivative.
- the textile material according to the invention does not contain the cyclodextrin or predominantly not in a form chemically bound to the fiber, but in an applied and / or incorporated polymer matrix.
- the polymer matrix preferably contains the cyclodextrin as one of the basic building blocks, it being possible for further basic building blocks to be present for producing a chain or network structure.
- the production of the polymer matrix in the presence of the textile material is particularly preferred, so that the textile material itself and the polymer matrix form a structure which is interwoven. To this way, a highly cyclodextrin-containing textile material is produced without chemical bonding of the cyclodextrin.
- the proportion of polymer matrix containing cyclodextrin and / or cyclodextrin derivative is expediently 0.2 to 80% by weight, based on the textile material, preferably 1 to 40% by weight, based on the textile material, and particularly preferably 2 to 30% by weight .-%.
- the amount of cyclodextrin and / or cyclodextrin derivative and thus the polymer matrix which contains the material equipped according to the invention is determined by the particular application of the material.
- the finished textile material according to the invention preferably has a proportion of 2 to 30% by weight and particularly preferably 7 to 20% by weight of cyclodextrin.
- the cavities provided by the cyclodextrin compounds can serve to absorb liquids, gases and solids, such as cosmetics, pharmaceuticals, fragrances and flavorings.
- Another object of the invention is to provide processes for producing the finished textile material.
- one object of the invention is to provide processes for producing the finished textile material.
- the textile material is brought into contact with a second polymer-forming component and polymerized.
- the aqueous or organic solution of cyclodextrin and / or cyclodextrin derivatives used in the first step contains the cyclodextrin or cyclodextrin derivative as the first polymer-forming component. It is understood that the cyclodextrins or their derivatives are polyfunctional, i.e. H. have at least two functions suitable for polymer formation. In addition, the solution may have other additives which are necessary for polymer formation or which promote polymer formation.
- Suitable functions of cyclodextrin derivatives which are suitable for polymer formation include, in addition to the naturally present hydroxyl function, other functions which are suitable for crosslinking and which can be generated by converting or modifying the hydroxyl function in a manner known to the person skilled in the art. Such functions are, for example, halogen atoms, amino, carboxy, isocyanate and thiol groups.
- cyclodextrins is understood to mean ⁇ -, ⁇ - or cyclodextrin.
- cyclodextrin derivatives in the context of the invention is understood to mean functionalized and derivatized cyclodextrins, including partially methylated, ethylated and otherwise substituted ones.
- textile material means that the textile materials represent, for example, fibers, filaments, yarns, piles or fabrics.
- the textile material is understood to mean natural as well as synthetic or synthetic fiber-containing materials.
- Cotton, wool, linen or silk are understood as natural textile materials.
- Cellulose-based textile fibers are cotton, linen, cellulose or Artificial silk. This also includes viscose, cupro and acetate.
- synthetic fibers is understood to mean fully synthetic fibers which are produced from simple building blocks by polymerization, polycondensation or polyaddition. These include elastane, elastodiene, fluorofibre, polyacrylic, modacrylic, polyamide, aramid, polyvinyl chloride, polyvinylidene chloride, polyester, polyethylene, polypropylene and polyvinyl alcohol.
- the synthetic fiber-containing materials are those which contain both the purely synthetic fiber and natural materials such as those based on cellulose.
- the textile materials finished according to the invention are in particular also those made of synthetic fibers which have no groups reactive towards the polymer building blocks of the cyclodextrin polymer.
- polyalcohols, polyamines or other polyfunctional molecules with at least two functions suitable for crosslinking are suitable as the second polymer-forming component.
- chain lengths of C 2 to C 2 in particular C to C 10
- these crosslinkers is preferred, aliphatic polyfunctional crosslinkers being preferred over aromatic ones.
- the second polymer-forming component are the - and / or polyfunctional compounds, such as dicarboxylic acids, dicarboxylic acid anhydrides, diisocyanates, aminocarboxylic acids, diols, diamines or thiols.
- 1,3,5-trichloro-2,4,6-triazine, 2,3-dichloroquinoxaline-5- and -6-carboxylic acid chloride and chloro-difluoropyrimidine are also suitable.
- Crosslinking of cyclodextrins can also be brought about with alkoxysilanes or alkoxysiloxanes, in particular silanes and siloxanes with two or more alkoxy groups. The ethoxy compounds are preferred.
- the textile materials finished according to the invention are in particular also those made of synthetic fibers which have no further reactive groups which could intervene in the polymerization process.
- the two-stage manufacturing process described above is particularly suitable for this.
- chemical bonds between the cellulose material and the polymer building blocks naturally also occur to a considerable extent, so that the formation of the separate polymer matrix can step into the background compared to the binding.
- cyclodextrin and a second polymer-forming component reactive therewith for example a diisocyanate, a dicarboxylic acid dichloride, a dicarboxylic acid anhydride or the like, are expediently mixed with any necessary customary auxiliaries, for example catalysts, and, if appropriate, dissolved in an unreactive solvent, so that the crosslinking reaction begins.
- the mixture in the crosslinking is then applied to the textile material in a conventional manner and introduced into it, for example by spraying or soaking, so that the crosslinking can take place.
- Cyanuric chloride is particularly suitable for this reaction.
- Particularly preferred materials for the second component are di- and polyisocyanates in their monomeric or oligomeric forms, for example hexamethylene diisocyanate, isophorone diisocyanate, or also MDI or TDI.
- Mixing of the two components and application are coordinated with one another in such a way that partial contact (prepolymer formation) has already taken place on contact with the textile material and the final crosslinking itself takes place on and in the textile material. If small amounts of water are added (less than 1% by weight, preferably 0.2 to 0.5% by weight), foaming can additionally be achieved.
- the polymerization of the components provided for this takes place before, during and after application to the textile material at the usual temperatures and time frame provided for the materials. Removal of solvents or solvent residues, if required, takes place at the normal temperatures which are acceptable for the textile material.
- This one-step process is also particularly suitable for forming a polymer matrix in textile materials made from natural fibers, which contain reactive hydroxyl or amino functions.
- the relatively rapid onset of crosslinking, separate from the textile material, is suitable for limiting the reaction of the crosslinking agent with the textile material to such an extent that a polymer matrix is predominantly formed and only a relatively small number of connection points are formed with the textile material.
- the first reaction step takes place, for example, at temperatures between 40 to 140 ° C., preferably between 50 to 90 ° C. in the aqueous and / or organic solution which contain the cyclodextrins or cyclodextrin derivatives.
- Polar solvents are used as solvents. Examples include water, lower alcohols, amines or dimethylformamide. Water or an alcohol from the group of methanol, ethanol, propanol, isopropanol or butanol is preferably used.
- the solvent is then removed in a drying step in a temperature range from 60 to 150 ° C.
- the treatment time in the multi-stage process depends on the textile material used and the treatment temperature and can vary in a range from 5 minutes to 120 minutes.
- the pretreated textile material is wetted with the polymer-forming component and the polymerization reaction of the polymer-forming component into a three-dimensional polymer matrix.
- the temperature of the final formation of the polymer matrix depends on the reactivity of the polymerization reaction and can already take place at room temperature. Depending on the monomer component used, an elevated temperature of up to 150 ° C may also be required.
- the reaction time of the third step of the actual formation of the polymer matrix and simultaneous linking of the resulting Polymer matrix with the textile material is also dependent on the reactivity of the monomers and is in an interval of 2 to 120 minutes.
- the textile material which contains the polymer matrix according to the invention is constructed in such a way that the polymer matrix forms a "mixed fabric" with the existing textile material, which contains the cyclodextrin in the polymer matrix as a building block.
- Dimethylolurea (DMU), dimethoxymethylurea (DMUMe2), methoxymethyl-melamine, dimethylolethylurea (DMEU), dimethylol-dihydroxyethylene urea (DMDHEU), dimethylol-propyleneurea (DMPU), dimethoxethylamethylurea, dimethyloxymethylurea, also can be used as the second polymer-forming component. or methylolacrylamide can be used.
- These polymer-forming components react with the hydroxyl groups of the cyclodextrins or cyclodextrin derivatives to form the polymer matrix. A two- or three-dimensional polymer matrix is created. Since these polymer-forming components also react with the hydroxyl functions of cellulose-containing materials, their use in the one-step mixing process or, as far as the multi-step process is concerned, on textile materials made from unreactive synthetic fibers is preferred.
- the polymer matrix of the textile material can, for example, be in the form of a polyester and can be produced as a second monomer via a polycondensation reaction of cyclodextrin with, for example, a dicarboxylic acid or its derivative. Extensive spatial networking is ensured via the numerous hydroxyl functions of cyclodextrin.
- the reaction of the cyclodextrins with polyisocyanates is a polyaddition.
- cyclodextrins which have isocyanate, amino, thiol, carboxyl or functions derived from carboxyl groups, by way of a polyaddition reaction to give polyurethanes. These can be done in a manner known per se to the person skilled in the art can be reacted with appropriate crosslinkers to give the desired polymer matrix.
- a polymer When the corresponding polyisocyanates are reacted with water and / or polycarboxylic acids, for example, a polymer can be produced which adheres to the textile material in the form of a fine foam and leads to an arrangement of the cyclodextrin units close to the surface and easily accessible.
- Another object of the invention is the use of the textile materials produced by the method in the delivery of pharmaceutically active substances and for the delivery of cosmetics and fragrances and perfumes.
- the textile materials produced by the method according to the invention can be used for the storage of pollutants from the air. It is also possible to use any type of filter on a wide variety of nonwovens or fabrics.
- the textile materials can also be used for the storage of hydrophobic or partially hydrophobic substances from an aqueous phase in wastewater and water purification and for the purification and concentration of substances, such as metals.
- the textile materials used in the field of filter application can preferably have a rigid design of the textile material as well as a higher loading with cyclodextrin, cyclodextrin derivatives or mixtures thereof.
- Preferred materials are those which have a fine foam on the surface of the textile material in order to additionally enlarge the surface.
- a cotton and a polyester standard fabric with a basis weight of 100 g / m 2 were padded with the following liquor, the textile material first being immersed in the liquor for 2 minutes and then padding for 3 m / min at a line pressure of 50 kp / cm 2 has been.
- the fabric treated in this way was condensed after drying for 90 minutes at 150 ° C. over a period of 2 minutes.
- the basic composition of the fleet consisted of dimethylol urea in an amount of 50 g / l magnesium chloride hexahydrate in an amount of 10 g / l, ammonium sulfate in an amount of 1 g / l and? -Cyclodextrin.
- Six basic compositions were prepared in which the? -Cyclodextrin was mixed in amounts of 0 g / l, 10 g / l, 20 g / l, 30 g / l, 40 g / l and 50 g /
- tissue samples previously equipped with cyclodextrin and the polymer-forming component were then immersed in a standard solution of butyric acid (10 g / l). After squeezing and rinsing, the remaining butyric acid concentration was determined by gas chromatography. This shows that with the increasing concentration of ⁇ -cyclodextrin larger amounts of butyric acid were taken up, which was accompanied by a decrease in the butyric acid concentration, as can also be seen in FIG.
- the finished tissue samples were washed fifty times each according to the conditions described above. Afterwards, these materials were immersed again in the standardized butyric acid solution, squeezed and rinsed. There was again the reduction of Concentration of the butyric acid solution observed. The measured values in the fleet corresponded to those of the first measurement.
- Example 1 was repeated with the same cotton and polyester standard fabric, but was first treated with the cyclodextrin solution, then gently dried and then impregnated with a liquor composed of dimethylolurea, magnesium chloride hexahydrate and ammonium sulfate. After drying again under gentle conditions, condensation was carried out under standard conditions.
- the standard polyester fabric resulted in a product that contained the cyclodextrin fully incorporated into the polymer matrix.
- the cotton standard fabric still contained numerous bonds of the polymer matrix to the fiber, although the cyclodextrin was predominantly in the polymer matrix.
- Example 1 The fabrics of Example 1 were impregnated with a mixture of 10 g / l ⁇ cyclodextrin and 5 g / l hexamethylene diisocyanate with an amine catalyst (DMDEE) in methylene chloride. The mixture was prepared immediately before it was used and applied when the crosslinking reaction proceeded.
- DMDEE amine catalyst
- a polymer matrix was obtained in both fabrics, which ran through the textile material without being appreciably chemically bound to it.
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- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
- Polysaccharides And Polysaccharide Derivatives (AREA)
Abstract
Description
Claims
Priority Applications (5)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
EP01989583A EP1341958A1 (de) | 2000-12-07 | 2001-12-07 | Mit polymeren cyclodextrinen ausgerüstetes textiles material und verfahren zur seiner herstellung |
US10/433,707 US20050260905A1 (en) | 2000-12-07 | 2001-12-07 | Textile material finished with polymeric cyclodextrins, and method for the production thereof |
KR10-2003-7007548A KR20030074646A (ko) | 2000-12-07 | 2001-12-07 | 중합체성 사이클로덱스트린으로 마무리 가공된 직물재료및 이의 제조방법 |
AU2002227995A AU2002227995A1 (en) | 2000-12-07 | 2001-12-07 | Textile material finished with polymeric cyclodextrins, and method for the production thereof |
BR0115992-5A BR0115992A (pt) | 2000-12-07 | 2001-12-07 | Material têxtil tratado com ciclodextrinas poliméricas e processo para produção do mesmo |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE10060710.1 | 2000-12-07 | ||
DE10060710A DE10060710A1 (de) | 2000-12-07 | 2000-12-07 | Textiles Material ausgerüstet mit einer Polymermatrix und Cyclodextrinen, Cyclodextrinderivaten oder Mischungen davon, ein Verfahren zu deren Herstellung und deren Verwendung |
Publications (1)
Publication Number | Publication Date |
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WO2002046520A1 true WO2002046520A1 (de) | 2002-06-13 |
Family
ID=7666057
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/EP2001/014367 WO2002046520A1 (de) | 2000-12-07 | 2001-12-07 | Mit polymeren cyclodextrinen ausgerüstetes textiles material und verfahren zur seiner herstellung |
Country Status (8)
Country | Link |
---|---|
US (1) | US20050260905A1 (de) |
EP (1) | EP1341958A1 (de) |
KR (1) | KR20030074646A (de) |
CN (1) | CN1479822A (de) |
AU (1) | AU2002227995A1 (de) |
BR (1) | BR0115992A (de) |
DE (1) | DE10060710A1 (de) |
WO (1) | WO2002046520A1 (de) |
Cited By (1)
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WO2012101618A1 (en) | 2011-01-28 | 2012-08-02 | Barcelcom Têxteis S.A. | Compression stockings and tubes with bioactive agents for the treatment of venous insufficiency and varicose veins |
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---|---|---|---|---|
KR20060029145A (ko) * | 2003-06-26 | 2006-04-04 | 시바 스페셜티 케미칼스 홀딩 인크. | 사이클로덱스트린 또는 사이클로덱스트린 유도체의 수성액체 조성물 및 당해 조성물을 이용하는 공정 |
DE102004035898B4 (de) * | 2004-07-23 | 2008-04-24 | Cht R. Beitlich Gmbh | Textilausrüstungsmittel enthaltend einen Komplex aus gamma-Cyclodextrin und alpha-Tocopherol |
KR100786974B1 (ko) * | 2007-03-16 | 2007-12-17 | 이승인 | 공해 없는 요소수지와 그를 이용한 강력 비스코오스 레이온필라멘트사의 제조방법 |
US7879747B2 (en) * | 2007-03-30 | 2011-02-01 | Kimberly-Clark Worldwide, Inc. | Elastic laminates having fragrance releasing properties and methods of making the same |
DE102007034724A1 (de) | 2007-07-23 | 2009-01-29 | Stiftung Nano Innovations, Olten | Verfahren und Zusammensetzung zur Beschichtung von Oberflächen |
DE102007043323A1 (de) | 2007-09-12 | 2009-03-19 | Septana Gmbh | Sol-Gel Beschichtungen von Oberflächen mit geruchsbindenden Eigenschaften |
DE102007062525A1 (de) | 2007-12-20 | 2009-06-25 | Tag Composites & Carpets Gmbh | Polyurethane mit Cyclodextrinen als Synthesebausteinen |
JP5991962B2 (ja) * | 2010-04-26 | 2016-09-14 | オールボー・ウニヴェルシテートAalborg Universitet | 固体材料表面を自己集合性又は自己凝集性のシクロデキストリンで機能化する方法及びその製品 |
ITRM20120120A1 (it) * | 2011-03-31 | 2012-10-01 | Gianis S R L | Legante e procedimento di produzione di tessili contenenti ciclodestrine fissate con detto legante. |
DE102015107174B4 (de) | 2015-05-07 | 2022-07-07 | Lisa Dräxlmaier GmbH | Cyclodextrinhaltige Heißschmelzklebemassen und Verfahren zur Herstellung |
CN105088775A (zh) * | 2015-09-11 | 2015-11-25 | 无锡市长安曙光手套厂 | 一种接枝β环糊精的释香织物及其制备方法 |
DE102016110472A1 (de) | 2016-06-07 | 2017-12-07 | Lisa Dräxlmaier GmbH | Verwendung von Cyclodextrinen zur Verminderung von Emissionen |
CN109137504B (zh) * | 2018-08-01 | 2021-12-07 | 湖南七纬科技有限公司 | 一种织物硬挺剂及其制备方法 |
CN109096905B (zh) * | 2018-08-21 | 2020-11-03 | 青岛科技大学 | 一种持久抗菌型改性聚氨酯及其制备方法 |
CN109610157B (zh) * | 2018-09-18 | 2021-04-20 | 杭州创屹机电科技有限公司 | 一种人造皮革用抗菌防臭麻纤维基底布的制备方法 |
CN109468835A (zh) * | 2018-10-11 | 2019-03-15 | 杭州创屹机电科技有限公司 | 一种皮肤损伤治疗用可穿戴麻纤维面料的制备方法 |
CN116284504A (zh) * | 2023-01-04 | 2023-06-23 | 昆明理工大学 | 一系列交联型环糊精聚合物及其制备方法与应用 |
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US4681934A (en) * | 1984-01-20 | 1987-07-21 | Ichiro Shibanai | Crosslinking agent and process for the preparation of the same |
DE3705025A1 (de) * | 1986-02-17 | 1987-09-10 | Dai Ichi Kogyo Seiyaku Co Ltd | Mittel zur oberflaechenbehandlung von synthetischen oder halbsynthetischen textilfasermaterialien |
DE4035378A1 (de) * | 1990-11-07 | 1992-05-14 | Oeffentliche Pruefstelle Und T | Textiles material sowie verfahren zur herstellung eines derartigen textilen materials |
WO2000047811A1 (fr) * | 1999-02-15 | 2000-08-17 | Universite Des Sciences Et Technologies De Lille | Fibre presentant des proprietes de complexation ameliorees et des proprietes echangeuses de cations |
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US4917956A (en) * | 1988-07-11 | 1990-04-17 | Uop | Method of preparing cyclodextrin-coated surfaces |
-
2000
- 2000-12-07 DE DE10060710A patent/DE10060710A1/de not_active Withdrawn
-
2001
- 2001-12-07 BR BR0115992-5A patent/BR0115992A/pt not_active IP Right Cessation
- 2001-12-07 EP EP01989583A patent/EP1341958A1/de not_active Withdrawn
- 2001-12-07 US US10/433,707 patent/US20050260905A1/en not_active Abandoned
- 2001-12-07 AU AU2002227995A patent/AU2002227995A1/en not_active Abandoned
- 2001-12-07 KR KR10-2003-7007548A patent/KR20030074646A/ko not_active Application Discontinuation
- 2001-12-07 CN CNA018202276A patent/CN1479822A/zh active Pending
- 2001-12-07 WO PCT/EP2001/014367 patent/WO2002046520A1/de not_active Application Discontinuation
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DE4035378A1 (de) * | 1990-11-07 | 1992-05-14 | Oeffentliche Pruefstelle Und T | Textiles material sowie verfahren zur herstellung eines derartigen textilen materials |
WO2000047811A1 (fr) * | 1999-02-15 | 2000-08-17 | Universite Des Sciences Et Technologies De Lille | Fibre presentant des proprietes de complexation ameliorees et des proprietes echangeuses de cations |
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Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2012101618A1 (en) | 2011-01-28 | 2012-08-02 | Barcelcom Têxteis S.A. | Compression stockings and tubes with bioactive agents for the treatment of venous insufficiency and varicose veins |
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DE10060710A1 (de) | 2002-06-13 |
KR20030074646A (ko) | 2003-09-19 |
EP1341958A1 (de) | 2003-09-10 |
AU2002227995A1 (en) | 2002-06-18 |
BR0115992A (pt) | 2004-01-13 |
CN1479822A (zh) | 2004-03-03 |
US20050260905A1 (en) | 2005-11-24 |
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