EP0339179B1 - Zubereitung zum Ausrüsten von Textilfasern oder aus Textilfasern bestehenden Produkten - Google Patents
Zubereitung zum Ausrüsten von Textilfasern oder aus Textilfasern bestehenden Produkten Download PDFInfo
- Publication number
- EP0339179B1 EP0339179B1 EP89100606A EP89100606A EP0339179B1 EP 0339179 B1 EP0339179 B1 EP 0339179B1 EP 89100606 A EP89100606 A EP 89100606A EP 89100606 A EP89100606 A EP 89100606A EP 0339179 B1 EP0339179 B1 EP 0339179B1
- Authority
- EP
- European Patent Office
- Prior art keywords
- radicals
- organopolysiloxane
- radical
- units
- weight
- 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
- 239000004753 textile Substances 0.000 title claims description 21
- 239000000203 mixture Substances 0.000 title claims description 15
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 42
- 229920001296 polysiloxane Polymers 0.000 claims description 30
- 239000003795 chemical substances by application Substances 0.000 claims description 20
- KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical class [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 claims description 20
- 229920000642 polymer Polymers 0.000 claims description 15
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 12
- 125000004432 carbon atom Chemical group C* 0.000 claims description 11
- -1 oxypropylene units Chemical group 0.000 claims description 11
- 239000004721 Polyphenylene oxide Substances 0.000 claims description 8
- 229920000570 polyether Polymers 0.000 claims description 8
- 125000001453 quaternary ammonium group Chemical group 0.000 claims description 7
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 6
- 239000001257 hydrogen Substances 0.000 claims description 5
- 229910052739 hydrogen Inorganic materials 0.000 claims description 5
- 239000004215 Carbon black (E152) Substances 0.000 claims description 4
- 229930195733 hydrocarbon Natural products 0.000 claims description 4
- 150000001450 anions Chemical class 0.000 claims description 3
- 229910052757 nitrogen Inorganic materials 0.000 claims description 3
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 3
- 125000006353 oxyethylene group Chemical group 0.000 claims description 3
- MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 claims description 2
- 229910052799 carbon Inorganic materials 0.000 claims description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 2
- 239000003960 organic solvent Substances 0.000 claims description 2
- 229910052760 oxygen Inorganic materials 0.000 claims description 2
- 239000001301 oxygen Substances 0.000 claims description 2
- 125000004430 oxygen atom Chemical group O* 0.000 claims description 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 1
- 238000002360 preparation method Methods 0.000 description 17
- 239000000835 fiber Substances 0.000 description 10
- 125000000963 oxybis(methylene) group Chemical group [H]C([H])(*)OC([H])([H])* 0.000 description 10
- 239000000047 product Substances 0.000 description 6
- 239000007864 aqueous solution Substances 0.000 description 5
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 4
- 150000003961 organosilicon compounds Chemical class 0.000 description 4
- 239000003054 catalyst Substances 0.000 description 3
- 150000001875 compounds Chemical class 0.000 description 3
- 238000004043 dyeing Methods 0.000 description 3
- 125000003700 epoxy group Chemical group 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 230000002195 synergetic effect Effects 0.000 description 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- XXROGKLTLUQVRX-UHFFFAOYSA-N allyl alcohol Chemical compound OCC=C XXROGKLTLUQVRX-UHFFFAOYSA-N 0.000 description 2
- 235000013870 dimethyl polysiloxane Nutrition 0.000 description 2
- 125000000962 organic group Chemical group 0.000 description 2
- 239000004014 plasticizer Substances 0.000 description 2
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 2
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 description 2
- 230000002035 prolonged effect Effects 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- 238000003860 storage Methods 0.000 description 2
- 125000001302 tertiary amino group Chemical group 0.000 description 2
- 229920000742 Cotton Polymers 0.000 description 1
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 1
- 239000003377 acid catalyst Substances 0.000 description 1
- 150000001336 alkenes Chemical class 0.000 description 1
- 125000003277 amino group Chemical group 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-O ammonium group Chemical group [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 1
- 239000002518 antifoaming agent Substances 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 230000001143 conditioned effect Effects 0.000 description 1
- 150000004985 diamines Chemical class 0.000 description 1
- 239000004205 dimethyl polysiloxane Substances 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 239000002360 explosive Substances 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 239000004744 fabric Substances 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 150000002431 hydrogen Chemical group 0.000 description 1
- 230000002209 hydrophobic effect Effects 0.000 description 1
- 238000006459 hydrosilylation reaction Methods 0.000 description 1
- 238000003780 insertion Methods 0.000 description 1
- 230000037431 insertion Effects 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- 125000005375 organosiloxane group Chemical group 0.000 description 1
- 150000002924 oxiranes Chemical class 0.000 description 1
- 230000035515 penetration Effects 0.000 description 1
- 229910052697 platinum Inorganic materials 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 239000005871 repellent Substances 0.000 description 1
- 230000002940 repellent Effects 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 230000000717 retained effect Effects 0.000 description 1
- 238000009958 sewing Methods 0.000 description 1
- 230000003068 static effect Effects 0.000 description 1
- 239000011550 stock solution Substances 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 230000009885 systemic effect Effects 0.000 description 1
- 150000003512 tertiary amines Chemical class 0.000 description 1
- 238000009988 textile finishing Methods 0.000 description 1
- 238000009736 wetting Methods 0.000 description 1
- 239000000080 wetting agent Substances 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
- D06M15/19—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
- D06M15/643—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds containing silicon in the main chain
- D06M15/647—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds containing silicon in the main chain containing polyether sequences
Definitions
- the invention relates to an agent for finishing textile fibers or products consisting of textile fibers, such as woven, knitted or nonwoven.
- the invention relates in particular to an agent for the hydrophilizing softening of textile fibers or products consisting of textile fibers based on aqueous preparations of organosilicon compounds.
- Organosilicon compounds are used to a considerable extent in the finishing of textile yarns and textiles. According to their respective structure and modification, the organosilicon compounds act as plasticizers, anti-foaming agents, water repellents, finishing agents and as agents for improving the feel. Due to the possibility of modifying organosiloxanes with functional organic groups, the silicones can be adapted to the respective purpose.
- the object of the present invention is to provide means for finishing textile fibers or products consisting of textile fibers find which are able to improve the grip of the finished fibers or fiber products with simultaneous hydrophilization.
- the improvement in the grip should also be achieved with twisted open-end yarns.
- the agents wet the textile material well and penetrate into the fiber structure, whereby the wetting and penetration should also be ensured when finishing hydrophobic textile material.
- the products are said to impart good hydrophilicity to the textile materials, in order to ensure that the finished textile fibers or textiles can be recolored or recolored without problems and also have good anti-electrostatic properties.
- a further requirement for the desired finishing agents is that they have high bath stability in the form of the aqueous preparation, i.e. do not separate even after prolonged storage and during use, especially when diluted, and are compatible with other conventional finishing aids.
- an agent which is characterized according to the invention contains 0.5 to 80% by weight of a mixture of modified organopolysiloxanes A and B in a weight ratio A: B of 10: 1 to 1: 1, where the organopolysiloxane A is a linear siloxane containing polyether groups and having at least 40 dialkylsiloxy units, to which at least 2 polyether groups with a molecular weight of 600 to 4000 each, which consist of 40 to 100 mol% oxyethylene units, the remainder to 100 mol% oxypropylene units, are bound, and the ratio of the number of dialkylsiloxy units: number of polyether groups ⁇ 8, and the organopolysiloxane B is a quaternary ammonium group-containing linear siloxane with at least 20 dialkylsiloxy units to which at least 2 quaternary ammonium groups are bonded via carbon, and the ratio of the number of dialkylsiloxy units: number
- Linear polysiloxanes containing polyether groups have been known for a long time and are also used for textile finishing purposes, to improve the feel and as a wetting agent.
- Organosilicon compounds with quaternary ammonium groups are also known from the prior art, which are used in particular to reduce the static charge on textiles.
- organopolysiloxanes A defined above linear siloxanes containing polyether groups
- organopolysiloxanes B linear siloxanes containing quaternary ammonium groups
- the synergistic effect of the agent according to the invention consists in a considerable improvement in the handle, which is largely retained even after several delicates.
- the sewability of the treated textiles is improved in a particularly surprising manner. This is shown by a considerable reduction in the needle insertion force.
- the number of stitch explosive damage when sewing is reduced.
- the volume resistance as a measure of the electrostatic equipment is improved.
- the textile products finished with the agent according to the invention are free from stains. A complete bath extraction takes place during treatment in the dyeing machine.
- the agents according to the invention can additionally contain further preparation agents in each case in an effective amount.
- additional preparation agents are crease-free resins with the acid catalysts required for this, optical brighteners, fillers.
- the modified organopolysiloxanes A and B can be distributed in water without the addition of non-systemic emulsifiers, resulting in clear to slightly cloudy, colloidal solutions. These aqueous preparations are independent of the concentration, i.e. they are stable in the form of stock solutions or in the form of solutions diluted for use and do not separate even after prolonged storage.
- Organopolysiloxanes of this structure are known from the prior art. They can be prepared by adding the polyoxyalkylene ether of allyl alcohol to the corresponding hydrogen siloxane in the presence of catalysts, in particular platinum catalysts. If up to 10 mol% of the radicals R 3 are to be longer-chain alkyl radicals, these can be introduced by adding an appropriate olefin to SiH groups of the hydrogen siloxane. The preparation of such compounds is described, for example, in EP-A-0 125 779.
- agents which only contain the organopolysiloxane A are compared with agents according to the invention which contain the organopolysiloxanes A and B together and the synergistic effect is demonstrated.
- the aqueous preparations are obtained by simply incorporating water into the modified organpolysiloxanes A or A and B with high shear force.
- the preparation 6 consists of an aqueous emulsion containing 15% by weight of a dimethylpolysiloxane with a viscosity of 10,000 mm2 101. s and 15 wt .-% of an organic plasticizer based on a quaternary imidazolinium compound with two longer aliphatic alkyl radicals, each with 18 carbon atoms.
- a cotton / polyester knitted fabric (35/65) made from open-end spun yarns is, after dyeing, in a nozzle dyeing machine with 2% by weight, based on the weight of the goods, of preparations 1 to 6 at a liquor ratio of 1:10 , a pH of 6 ⁇ 0.5 and a temperature of 45 ° C for 20 minutes.
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
- Silicon Polymers (AREA)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE3802622 | 1988-01-29 | ||
DE3802622A DE3802622A1 (de) | 1988-01-29 | 1988-01-29 | Mittel zum ausruesten von textilfasern oder aus textilfasern bestehenden produkten |
Publications (3)
Publication Number | Publication Date |
---|---|
EP0339179A2 EP0339179A2 (de) | 1989-11-02 |
EP0339179A3 EP0339179A3 (de) | 1991-09-18 |
EP0339179B1 true EP0339179B1 (de) | 1992-11-25 |
Family
ID=6346223
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP89100606A Expired - Lifetime EP0339179B1 (de) | 1988-01-29 | 1989-01-14 | Zubereitung zum Ausrüsten von Textilfasern oder aus Textilfasern bestehenden Produkten |
Country Status (4)
Country | Link |
---|---|
US (1) | US4921895A (enrdf_load_stackoverflow) |
EP (1) | EP0339179B1 (enrdf_load_stackoverflow) |
DE (2) | DE3802622A1 (enrdf_load_stackoverflow) |
ES (1) | ES2037287T3 (enrdf_load_stackoverflow) |
Families Citing this family (28)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE3929757A1 (de) * | 1989-09-07 | 1991-03-14 | Sandoz Ag | Waessrige aminopolysiloxanmikroemulsionen, deren herstellung und verwendung |
DE4100703A1 (de) * | 1991-01-11 | 1992-07-16 | Chu Tjoei Ho | Textilausruestungsmittel |
TW282478B (enrdf_load_stackoverflow) * | 1992-06-05 | 1996-08-01 | Comfort Tech Inc | |
US5354815A (en) * | 1992-06-05 | 1994-10-11 | Comfort Technologies | Polymers having enhanced hydrophilicity and thermal regulated properties and process of producing the same |
BR9302677A (pt) * | 1992-06-29 | 1994-02-08 | Union Carbide Chem Plastic | Processo para tratar um material textil para propiciar maciez similar a amina e menos amarelecimento e material textil tratado |
US5668212A (en) * | 1992-10-06 | 1997-09-16 | Shizu Naito | Aqueous organosiloxane liquid composition and its use |
US6080686A (en) * | 1993-01-19 | 2000-06-27 | Th. Goldschmidt Ag | Soft cellulosic nonwovens and a method for softening nonwovens |
US5408012A (en) * | 1993-05-27 | 1995-04-18 | Comfort Technologies, Inc. | Polymers having enhanced durable hydrophilicity and durable rewetting properties and process of producing the same |
US5811482A (en) * | 1996-07-17 | 1998-09-22 | Osi Specialties, Inc. | Non-migrating hydrophilic silicone finish for hydrophobic substrates such as nonwovens |
DE19645380B4 (de) * | 1996-11-04 | 2008-04-17 | Schill + Seilacher Ag | Zusammensetzung für die Permanenthydrophilierung von Polyolefinfasern, und Verwendung der Zusammensetzung |
DE19711452A1 (de) | 1997-03-19 | 1998-09-24 | Sca Hygiene Paper Gmbh | Feuchtigkeitsregulatoren enthaltende Zusammensetzung für Tissueprodukte, Verfahren zur Herstellung dieser Produkte, Verwendung der Zusammensetzung für die Behandlung von Tissueprodukten sowie Tissueprodukte in Form von wetlaid einschließlich TAD oder Airlaid (non-woven) auf Basis überwiegend Cellulosefasern enthaltender flächiger Trägermaterialien |
DE59905052D1 (de) * | 1998-11-14 | 2003-05-22 | Goldschmidt Ag Th | Polyetherquatfunktionelle Polysiloxane |
DE10036694A1 (de) * | 2000-07-27 | 2002-02-14 | Wacker Chemie Gmbh | Verfahren zur Behandlung von organischen Fasern mit aminofunktionellen Organosiliciumverbindungen |
DE10066215B4 (de) * | 2000-07-27 | 2007-03-22 | Ge Bayer Silicones Gmbh & Co. Kg | Verwendung von polyquarternären Polysiloxanen als waschbeständige hydrophile Weichmacher von Textilien |
DE10036693A1 (de) * | 2000-07-27 | 2002-02-14 | Wacker Chemie Gmbh | Verfahren zur Imprägnierung von Garnen |
US6503412B1 (en) * | 2000-08-24 | 2003-01-07 | Kimberly-Clark Worldwide, Inc. | Softening composition |
DE10050933A1 (de) * | 2000-10-13 | 2002-04-25 | Ciba Sc Pfersee Gmbh | Polysiloxane mit quaternären, Stickstoffatome aufweisenden Gruppen |
DE10115476A1 (de) | 2001-03-29 | 2002-10-10 | Wacker Chemie Gmbh | Verfahren zur Behandlung von organischen Fasern |
DE10204517A1 (de) * | 2002-02-05 | 2003-08-07 | Ciba Sc Pfersee Gmbh | Polysiloxane mit quaternären, Stickstoffatome aufweisenden Gruppen |
DE10221521A1 (de) | 2002-05-14 | 2003-12-04 | Ge Bayer Silicones Gmbh & Co | Formulierungen von Silikonweichmachern für die textile Ausrüstung |
DE102005039398A1 (de) * | 2005-08-20 | 2007-02-22 | Goldschmidt Gmbh | Verfahren zur Herstellung von Anlagerungsprodukten aus SiH-Gruppen enthaltenden Verbindungen an Olefingruppen aufweisende Reaktionspartner in wässrigen Medien |
CN108276780B (zh) | 2012-03-29 | 2021-04-27 | 莫门蒂夫性能材料有限责任公司 | 含季铵基团的低粘度聚有机基硅氧烷、其生产方法和用途 |
JP2015519413A (ja) | 2012-03-29 | 2015-07-09 | モメンティブ パフォーマンス マテリアルズ ゲーエムベーハー | 第四級アンモニウム基を含む低粘度ポリオルガノシロキサン、その製造方法および用途(ii) |
US9198849B2 (en) | 2013-07-03 | 2015-12-01 | The Procter & Gamble Company | Shampoo composition comprising low viscosity emulsified silicone polymers |
DE102013219046A1 (de) | 2013-09-23 | 2015-03-26 | Rudolf Gmbh | Polysiloxane mit quaternierten heterocyclischen Gruppen |
EP3049050B1 (en) | 2013-09-27 | 2018-10-24 | The Procter and Gamble Company | Hair conditioning compositions comprising low viscosity emulsified silicone polymers |
US10160834B2 (en) | 2016-07-13 | 2018-12-25 | Momentive Performance Materials Inc. | Low viscosity polyorganosiloxanes comprising quaternary ammonium groups, methods for the production and the use thereof |
CN112074559B (zh) | 2018-04-03 | 2022-07-26 | 赢创运营有限公司 | 用于处理纺织品和用于清洁和护理配制物中的硅氧烷 |
Family Cites Families (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
BE666745A (enrdf_load_stackoverflow) * | 1964-07-14 | 1966-01-12 | ||
US4323488A (en) * | 1979-03-26 | 1982-04-06 | Shin-Etsu Chemical Company Limited | Method for the preparation of silicone-modified polyoxyalkylene polyethers and room temperature-curable compositions therewith |
JPS6036513B2 (ja) * | 1981-02-05 | 1985-08-21 | ト−レ・シリコ−ン株式会社 | 繊維用処理剤 |
GB2107725B (en) * | 1981-10-03 | 1985-02-27 | Dow Corning | Siloxane quaternary ammonium salt preparation |
DE3272905D1 (en) * | 1981-10-03 | 1986-10-02 | Dow Corning | Treating textile fibres |
US4448810A (en) * | 1982-10-15 | 1984-05-15 | Dow Corning Limited | Treating textile fibres with quaternary salt polydiorganosiloxane |
US4532132A (en) * | 1983-04-11 | 1985-07-30 | Dow Corning Corporation | Skin care formulations comprising a water-in-mineral oil emulsion and siloxane compositions therefor |
US4698406A (en) * | 1986-11-04 | 1987-10-06 | Dow Corning Corporation | Curable organopolysiloxane composition |
DE3705121A1 (de) * | 1987-02-18 | 1988-09-01 | Goldschmidt Ag Th | Polyquaternaere polysiloxan-polymere, deren herstellung und verwendung in kosmetischen zubereitungen |
DE3719086C1 (de) * | 1987-06-06 | 1988-10-27 | Goldschmidt Ag Th | Diquartaere Polysiloxane,deren Herstellung und Verwendung in kosmetischen Zubereitungen |
-
1988
- 1988-01-29 DE DE3802622A patent/DE3802622A1/de active Granted
-
1989
- 1989-01-14 EP EP89100606A patent/EP0339179B1/de not_active Expired - Lifetime
- 1989-01-14 ES ES198989100606T patent/ES2037287T3/es not_active Expired - Lifetime
- 1989-01-14 DE DE8989100606T patent/DE58902798D1/de not_active Expired - Lifetime
- 1989-01-17 US US07/298,123 patent/US4921895A/en not_active Expired - Lifetime
Also Published As
Publication number | Publication date |
---|---|
DE3802622C2 (enrdf_load_stackoverflow) | 1989-11-02 |
ES2037287T3 (es) | 1993-06-16 |
EP0339179A2 (de) | 1989-11-02 |
DE58902798D1 (de) | 1993-01-07 |
DE3802622A1 (de) | 1989-08-10 |
EP0339179A3 (de) | 1991-09-18 |
US4921895A (en) | 1990-05-01 |
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Legal Events
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