EP0361116A1 - Compositions d'ensimage contenant du polyuréthane - Google Patents
Compositions d'ensimage contenant du polyuréthane Download PDFInfo
- Publication number
- EP0361116A1 EP0361116A1 EP89115951A EP89115951A EP0361116A1 EP 0361116 A1 EP0361116 A1 EP 0361116A1 EP 89115951 A EP89115951 A EP 89115951A EP 89115951 A EP89115951 A EP 89115951A EP 0361116 A1 EP0361116 A1 EP 0361116A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- weight
- polyurethane
- thread
- active substance
- spin
- 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.)
- Withdrawn
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
- D06M15/19—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
- D06M15/564—Polyureas, polyurethanes or other polymers having ureide or urethane links; Precondensation products forming them
- D06M15/572—Reaction products of isocyanates with polyesters or polyesteramides
-
- 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
- D06M15/564—Polyureas, polyurethanes or other polymers having ureide or urethane links; Precondensation products forming them
-
- 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
- D06M7/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made of other substances with subsequent freeing of the treated goods from the treating medium, e.g. swelling, e.g. polyolefins
-
- 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
- D06M2200/00—Functionality of the treatment composition and/or properties imparted to the textile material
- D06M2200/40—Reduced friction resistance, lubricant properties; Sizing compositions
Definitions
- the invention relates to polyurethane-containing spin finishes, a method for improving thread closure during melt spinning synthetic fiber materials and the use of polyurethane as thread closure agent in spin finishes.
- the multifilament threads are wound onto the spinning bobbin without rotation.
- the individual capillaries are in the form of parallel bundles of threads, the cohesion of the individual capillaries only being brought about by the more or less pronounced adhesive effect of the spin finishes.
- these yarns are usually given a protective twist of a few turns per meter.
- this protective twist is not sufficient for many subsequent processing processes.
- the threads are therefore twisted in a separate process step.
- twisting is an expensive, additional process step. In order to reduce the cost of twisting, it has already been proposed to swirl the bundles of threads with the aid of an air stream and then, if necessary, to twist them.
- the object of the invention was to develop spin finishes which bring about very good adhesion of the individual threads of a bundle of threads and make the intermingling and / or twisting of bundles of threads unnecessary. Furthermore, the spin finishes should be easy to use and require no thermal treatment.
- the subject of the invention are spin finishes based on smoothing agents, emulsifiers, wetting agents, thread-locking agents and / or antistatic agents, which are characterized in that they contain 1 to 40% by weight of polyurethanes, based on the total active substance content.
- Another object of the invention is a method for improving the thread closure during melt spinning of synthetic fiber materials, which is characterized in that, after melt spinning, based on the weight of the thread bundle, 0.3 to 2.0% by weight of polyurethane-containing active spin finish on the thread bundle be applied.
- polyurethanes as thread-closing agents in amounts of 1 to 40% by weight, based on the total active substance content, in spin finishes is also an object of the invention.
- the polyurethanes to be used according to the invention are produced in a manner known per se (see, for example, in Ullmanns Encylcoubendie der industrial chemistry, volume 19, pages 302 ff., Verlag Chemie (1980)) by polyisocyanates with polyols and hydroxycarboxylic acids in the presence of solvents and optionally catalysts can be converted into prepolymers in 1 to 6 hours at temperatures between 60 and 120 ° C. Based on the polyol component, the OH / NCO equivalent ratio is between 0.4 and 1.1, preferably between 0.5 and 0.7. After the mixture has been heated under reflux for 1 to 3 hours, the mixture is cooled to 18 to 30 ° C.
- the polyurethane mass is then dispersed in water and then, based on an original NCO equivalent, reacted with 0 to 0.7 equivalents of mono- and / or diamines, dissolved in water. After removing the Solvent by means of distillation gives anionic polyurethane dispersions which no longer have free NCO functions.
- the polyurethane content in the dispersions is between 10 and 60% by weight, preferably between 25 and 40% by weight.
- Suitable polyisocyanates are the aliphatic and / or aromatic, cyclic and / or non-cyclic polyisocyanates known from polyurethane chemistry, for example 4 ′, 4 ⁇ , 4 ′′′ -triisocyanato-triphenylmethane, 2,4,4′-triisocyanatodiphenyl ether, tris ( 4-isocyanatophenyl) thiphosphate, toluene-2,4- and / or toluene-2,6-diisocyanate, diphenylmethane diisocyanate, 1,5-naphthalene diisocyanate, 1,4-phenylene diisocyanate, dicyclohexylmethane-4,4'-diisocyanate, 1,6-hexane diisocyanate and / or 3-isocyanatomethyl-3,5,5-trimethylcyclohexyl isocyanate (isophorone diisocyanate).
- Glycerol, trimethylolpropane, polyether and polyester polyols are used, for example, as the polyol component with at least 2 alcoholic hydroxyl groups for the preparation of the prepolymers.
- Polyether polyols which are produced by adding alkylene oxides, preferably ethylene oxide and / or propylene oxide, to polyfunctional starter molecules are of the greatest importance as polyethers.
- alkylene oxides preferably ethylene oxide and / or propylene oxide
- starter molecules are of the greatest importance as polyethers.
- Polyester polyols are produced by polycondensation of di- and trifunctional polyols with dicarboxylic acids or their anhydrides or by ring-opening polymerization of caprolactone or pivalone lactone on low-molecular starter diols.
- Suitable di- and trifunctional polyols are ethylene glycol, 1,2- Propanediol, 1,4-butanediol, 1,6-hexanediol, neopentyl glycol, diethylene glycol, glycerin, trimethylolpropane and / or hexanetriol.
- dicarboxylic acids or acid anhydrides examples include succinic acid, adipic acid, phthalic anhydride, hexahydrophthalic acid, maleic acid or isophthalic acid.
- the polyol component used is preferably polyester polyols with average molecular weights between 500 and 5,000, particularly preferably polycaprolactones with average molecular weights between 500 and 3,000, produced by ring-opening polymerization of caprolactone on low molecular weight diols as starter molecules, for example ethylene glycol or 1,4-butanediol.
- Polycaprolactans are commercially available products, for example from Interox Chemicals Ltd. are offered under the name "CAPA".
- Suitable polyhydroxycarboxylic acids are, for example, dihydroxypropionic acid, dimethylolpropionic acid, dihydroxysuccinic acid and / or dihydroxybenzoic acid. 2,2-Dimethylolpropionic acid is preferably used.
- Particularly suitable solvents are methyl ethyl ketone, ethyl glycol acetate, N-methyl pyrollidone, triacetin and / or diethylene glycol diacetate.
- the reactions of polyisocyanates with polyols and polyhydroxycarboxylic acids are optionally carried out in the presence of catalysts, for example 1,4-diaza (2.2.2) bicyclooctane and / or dibutyl dilauryl stannate, the amount of catalyst being between 0.001 and 0.1% by weight. , based on the total active substance content of the polyurethanes obtained.
- catalysts for example 1,4-diaza (2.2.2) bicyclooctane and / or dibutyl dilauryl stannate, the amount of catalyst being between 0.001 and 0.1% by weight. , based on the total active substance content of the polyurethanes obtained.
- the neutralization of the prepolymers is carried out with tertiary alkylamines, dissolved in the abovementioned solvents, for example with triethylamine, dimethylethanolamine, triethanolamine, dimethylisopropanolamine, dimethylamino-3-propanol, diethylethanolamine, triisopropanolamine and / or methyldiisopropanolamine.
- Suitable chain extenders are diamines, in particular in the form of aqueous solutions, for example ethylenediamine, hexamethylene diamine and / or piperazine, as chain terminators monoamines, in particular in the form of aqueous solutions, for example monoethanolamine and / or morpholine.
- the polyurethane dispersions are incorporated into aqueous emulsified spin finishes which contain smoothing agents, emulsifiers, wetting agents, antistatic agents and / or, if appropriate, further additives, by mixing at temperatures between 18 and 25 ° C.
- the polyurethane-containing spin finish emulsions obtained have a total active substance content of between 3 and 40 percent by weight.
- the polyurethane content in the emulsions, based on the total active substance content, is between 1 and 40 percent by weight (% by weight).
- the emulsions contain 35 to 95 wt .-% smoothing agent 0 to 50% by weight of emulsifiers, antistatic agents and / or wetting agents 1 to 40% by weight of polyurethane 0 to 10% by weight of additives, for example pH regulators, bactericides and / or anti-corrosion agents preferably 35 to 95 wt .-% smoothing agent 0 to 50% by weight of emulsifiers, antistatic agents and / or wetting agents 5 to 20% by weight of polyurethane 0 to 10% by weight additives.
- the spin finish emulsions according to the invention contain, for example, mineral oils, fatty acid esters with 8 to 22 carbon atoms in the fat residue and 1 to 22 carbon atoms in the alcohol residue, for example methyl palmitic acid ester, isobutyl stearate and / or 2-ethylhexyl tallow fatty acid, silicones, for example dimethylpolysiloxane and / or or polyalkylene glycols, for example ethylene oxide / propylene oxide mixed polymers with average molecular weights between 600 and 6,000.
- mineral oils for example, mineral oils, fatty acid esters with 8 to 22 carbon atoms in the fat residue and 1 to 22 carbon atoms in the alcohol residue, for example methyl palmitic acid ester, isobutyl stearate and / or 2-ethylhexyl tallow fatty acid, silicones, for example dimethylpolysiloxane and / or or polyalkylene glycols, for example
- Suitable emulsifiers, wetting agents and / or antistatic agents are anionic, cationic and / or nonionic surfactants (see, for example, in chemical fibers / textile industry, 1977 , 335 ), such as mono- and / or diglycerides, for example glycerol mono- and / or glyderindioleate, alkoxylated, preferably ethoxylated and / or propoxylated fats, oils, fatty alcohols with 8 to 24 carbon atoms and / or C8 ⁇ 18 alkylphenols, for example castor oil with 25 moles of ethylene oxide and / or C16 ⁇ 18 fatty alcohol 8 moles of propylene oxide + 6 moles of ethylene oxide, if desired alkoxylated C8 ⁇ 24 fatty acid mono- and / or diethanolaminde, for example oleic acid mono- and / or diethanolamide, tallow fatty acid mono- and / or diethanolamide and / or coconut fatty acid
- the optional components include Spin finishes pH regulators, for example C1 ⁇ 4-carboxylic acids and / or C1 ⁇ 4-hydroxycarboxylic acids, such as acetic acid and / or glycolic acid, alkali metal hydroxides, such as potassium hydroxide and / or amines, such as triethanolamine, bactericides and / or corrosion inhibitors.
- C1 ⁇ 4-carboxylic acids and / or C1 ⁇ 4-hydroxycarboxylic acids such as acetic acid and / or glycolic acid
- alkali metal hydroxides such as potassium hydroxide and / or amines, such as triethanolamine, bactericides and / or corrosion inhibitors.
- Spinning preparation emulsions containing polyurethane are applied in a known manner after the capillaries have emerged from the spinneret.
- the preparations which have a temperature between 18 and 30 ° C, are applied with the help of application rollers or with metering pumps using suitable applicators.
- the amount of active substance applied to the spin finish emulsions which are optionally diluted with water to an active substance content of between 3 and 20% by weight, is about 0.3 to 2.0% by weight, based on the weight of the thread bundle.
- the bundles of threads are wound on spinning bobbins. It is surprising that the thread bundles treated with the spin finishes according to the invention have, in addition to an improved thread closure, reduced dynamic thread / solid friction coefficients.
- the thread bundles can consist of polyamides, polyesters or polyolefins.
- Nylon 6 115 F 34 POY (P artially O riented Y arn) was treated with a spinning speed of 4500 m / min spun.
- the polyurethane-containing spinning preparation emulsions which had a temperature of 20 ° C., were applied via a metering pump (oil coating: 0.8% by weight, emulsion concentration: 7.5% by weight of active substance).
- Friction coefficient against steel at a speed of 300 meters per minute measured on the F-meter from Rothschild (climate: 20 ° C, 65% relative air humidity) electrostatic charging on steel at a speed of 300 meters per minute, measured on F-meters from Rothschild (climate: 20 ° C, 65% relative air humidity)
- Half-life static voltmeter from Rothschild; climate: 20 ° C, 65% relative humidity
- Thread closure (measuring device of the Textile and Fiber Institute, Denkendorf; climate: 20 ° C, 65% relative humidity)
- Table 1 preparation Thread closure 1) Coefficients of friction Field strength V / m Half-life seconds right away after 3 weeks A 14.3 0.58 -0.1 / -0.1 2) 8th, 19th A1 10.5 0.56 0/1 16 33 A2 4.4 0.53 0 / 2.5 44 67 B 15.3 0.58 -6 / -8 11 19th B1 13.4 0.55 -6 / -7 19th 24th B2 6.3 0.52 -12 / -15 39 42 C. 16.1 0.57 -12 / -13 11 16 C1 5.4 0.53 -20 / -20 22 82 1) The smaller the value, the better the thread closure. 2) Fluctuation range from / to
Landscapes
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Polyurethanes Or Polyureas (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
- Chemical Treatment Of Fibers During Manufacturing Processes (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE3830468 | 1988-09-08 | ||
| DE3830468A DE3830468A1 (de) | 1988-09-08 | 1988-09-08 | Polyurethanhaltige spinnpraeparationen |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| EP0361116A1 true EP0361116A1 (fr) | 1990-04-04 |
Family
ID=6362491
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP89909749A Pending EP0433321A1 (fr) | 1988-09-08 | 1989-08-30 | Preparations de filage renfermant du polyurethane |
| EP89115951A Withdrawn EP0361116A1 (fr) | 1988-09-08 | 1989-08-30 | Compositions d'ensimage contenant du polyuréthane |
Family Applications Before (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP89909749A Pending EP0433321A1 (fr) | 1988-09-08 | 1989-08-30 | Preparations de filage renfermant du polyurethane |
Country Status (6)
| Country | Link |
|---|---|
| EP (2) | EP0433321A1 (fr) |
| JP (1) | JPH04500543A (fr) |
| KR (1) | KR900702125A (fr) |
| BR (1) | BR8907638A (fr) |
| DE (1) | DE3830468A1 (fr) |
| WO (1) | WO1990002834A1 (fr) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP1614777A1 (fr) * | 2004-07-01 | 2006-01-11 | Towerfield Enterprises Limited | Cheveux artificiels |
| EP1696072A1 (fr) * | 2005-02-24 | 2006-08-30 | Easy Hair Group Holding Limited | Cheveux artificiels ou de poupée |
| WO2006120214A3 (fr) * | 2005-05-13 | 2007-07-12 | Lamberti Spa | Bains de filage |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3939549A1 (de) | 1989-11-30 | 1991-06-06 | Henkel Kgaa | Polymerhaltige textile gleitmittel |
| DE4107283A1 (de) | 1991-03-07 | 1992-09-10 | Henkel Kgaa | Spinnpraeparationen fuer synthetische filamentfasern |
| US20110190356A1 (en) | 2008-08-19 | 2011-08-04 | Knopp Neurosciences Inc. | Compositions and Methods of Using (R)- Pramipexole |
| DK3033081T3 (da) | 2013-08-13 | 2021-05-31 | Knopp Biosciences Llc | Sammensætninger og fremgangsmåder til behandling af kronisk urticaria |
| JP7759149B1 (ja) * | 2025-05-09 | 2025-10-23 | 竹本油脂株式会社 | 強化繊維用集束剤および強化繊維 |
Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1522148A (en) * | 1974-10-03 | 1978-08-23 | Owens Corning Fiberglass Corp | Glass fibres coated with a size which provides forming and bonding properties |
| US4186119A (en) * | 1976-11-17 | 1980-01-29 | Sandoz Ltd. | Polyurethanes prepared from alcohols and hydrocarbon polyisocyanates used in textile wet treatment processes |
| GB1583795A (en) * | 1976-11-17 | 1981-02-04 | Sandoz Ltd | Watersoluble or -dispersible polyurethanes and their use in a wet-treatment process for textile materials |
| GB1594817A (en) * | 1976-11-12 | 1981-08-05 | Owens Corning Fiberglass Corp | Non-discolouring glass fibre size |
| DE3402155A1 (de) * | 1984-01-23 | 1985-07-25 | Henkel KGaA, 4000 Düsseldorf | Spinnpraeparation fuer das schmelzspinnen von synthetischen fasermaterialien |
-
1988
- 1988-09-08 DE DE3830468A patent/DE3830468A1/de not_active Withdrawn
-
1989
- 1989-08-30 EP EP89909749A patent/EP0433321A1/fr active Pending
- 1989-08-30 BR BR898907638A patent/BR8907638A/pt unknown
- 1989-08-30 EP EP89115951A patent/EP0361116A1/fr not_active Withdrawn
- 1989-08-30 KR KR1019900700957A patent/KR900702125A/ko not_active Withdrawn
- 1989-08-30 JP JP1509182A patent/JPH04500543A/ja active Pending
- 1989-08-30 WO PCT/EP1989/001014 patent/WO1990002834A1/fr not_active Ceased
Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1522148A (en) * | 1974-10-03 | 1978-08-23 | Owens Corning Fiberglass Corp | Glass fibres coated with a size which provides forming and bonding properties |
| GB1594817A (en) * | 1976-11-12 | 1981-08-05 | Owens Corning Fiberglass Corp | Non-discolouring glass fibre size |
| US4186119A (en) * | 1976-11-17 | 1980-01-29 | Sandoz Ltd. | Polyurethanes prepared from alcohols and hydrocarbon polyisocyanates used in textile wet treatment processes |
| GB1583795A (en) * | 1976-11-17 | 1981-02-04 | Sandoz Ltd | Watersoluble or -dispersible polyurethanes and their use in a wet-treatment process for textile materials |
| DE3402155A1 (de) * | 1984-01-23 | 1985-07-25 | Henkel KGaA, 4000 Düsseldorf | Spinnpraeparation fuer das schmelzspinnen von synthetischen fasermaterialien |
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP1614777A1 (fr) * | 2004-07-01 | 2006-01-11 | Towerfield Enterprises Limited | Cheveux artificiels |
| BE1016107A3 (nl) * | 2004-07-01 | 2006-03-07 | Easy Hair Group Holding Ltd | Verbeterd kunsthaar. |
| CN100559983C (zh) * | 2004-07-01 | 2009-11-18 | 蛋白毛发涂料工厂有限公司 | 改进的假发 |
| EP1696072A1 (fr) * | 2005-02-24 | 2006-08-30 | Easy Hair Group Holding Limited | Cheveux artificiels ou de poupée |
| BE1016466A3 (nl) * | 2005-02-24 | 2006-11-07 | Easy Hair Group Holding Ltd | Verbeterd kunsthaar of poppenhaar. |
| WO2006120214A3 (fr) * | 2005-05-13 | 2007-07-12 | Lamberti Spa | Bains de filage |
Also Published As
| Publication number | Publication date |
|---|---|
| WO1990002834A1 (fr) | 1990-03-22 |
| KR900702125A (ko) | 1990-12-05 |
| JPH04500543A (ja) | 1992-01-30 |
| EP0433321A1 (fr) | 1991-06-26 |
| BR8907638A (pt) | 1991-07-30 |
| DE3830468A1 (de) | 1990-03-15 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PUAI | Public reference made under article 153(3) epc to a published international application that has entered the european phase |
Free format text: ORIGINAL CODE: 0009012 |
|
| AK | Designated contracting states |
Kind code of ref document: A1 Designated state(s): ES GR |
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| 17P | Request for examination filed |
Effective date: 19900919 |
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| RBV | Designated contracting states (corrected) |
Designated state(s): ES |
|
| RBV | Designated contracting states (corrected) |
Designated state(s): DE ES FR GB IT NL |
|
| XX | Miscellaneous (additional remarks) |
Free format text: VERBUNDEN MIT 89909749.7/0433321 (EUROPAEISCHE ANMELDENUMMER/VEROEFFENTLICHUNGSNUMMER) DURCH ENTSCHEIDUNG VOM 15.10.91. |
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| 17Q | First examination report despatched |
Effective date: 19911021 |
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| STAA | Information on the status of an ep patent application or granted ep patent |
Free format text: STATUS: THE APPLICATION HAS BEEN WITHDRAWN |
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| 18W | Application withdrawn |
Withdrawal date: 19920407 |