DK1641871T3 - Enkeltkomponent-polysiloxansammensætninger, der tværbinder ved polykondensationsreaktioner ved stuetemperatur og i nærvær af vand for at danne elastomerer, og de således opnåede elastomerer - Google Patents
Enkeltkomponent-polysiloxansammensætninger, der tværbinder ved polykondensationsreaktioner ved stuetemperatur og i nærvær af vand for at danne elastomerer, og de således opnåede elastomerer Download PDFInfo
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- DK1641871T3 DK1641871T3 DK04767291.0T DK04767291T DK1641871T3 DK 1641871 T3 DK1641871 T3 DK 1641871T3 DK 04767291 T DK04767291 T DK 04767291T DK 1641871 T3 DK1641871 T3 DK 1641871T3
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- -1 POLYSILOXANE Polymers 0.000 title claims description 62
- 229920001296 polysiloxane Polymers 0.000 title claims description 18
- 229920001971 elastomer Polymers 0.000 title claims description 14
- 239000000806 elastomer Substances 0.000 title claims description 14
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 title claims description 5
- 238000006068 polycondensation reaction Methods 0.000 title description 5
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- 238000007306 functionalization reaction Methods 0.000 claims description 32
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- 239000002184 metal Substances 0.000 claims description 26
- 239000002243 precursor Substances 0.000 claims description 24
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- 238000004132 cross linking Methods 0.000 claims description 20
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Classifications
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- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/54—Silicon-containing compounds
- C08K5/541—Silicon-containing compounds containing oxygen
- C08K5/5415—Silicon-containing compounds containing oxygen containing at least one Si—O bond
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- C08L83/00—Compositions of macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon only; Compositions of derivatives of such polymers
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- C08G77/04—Polysiloxanes
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Claims (9)
1. Enkeltkomponent-polysiloxansammensætning, der er stabil ved tør opbevaring, og som tværbinder til ikke-gulnende og klæbende elastomer i nærvær af vand, hvilken sammensætning omfatter: (i) mindst en tværbindelig lineær polyorganosiloxan (POS) A med formlen:
(1) hvor: - substituenterne R1, der kan være identiske eller forskellige, hver betegner en monovalent mættet eller umættet (C1-C13) -carbonhydridgruppe, der kan være substitueret eller ikke-substitueret, alifatisk, alicyklisk eller aromatisk; - substituenterne R2, der kan være identiske eller forskellige, hver betegner en monovalent mættet eller umættet (C1-C13) -carbonhydridgruppe, der kan være substitueret eller ikke-substitueret, alifatisk, alicyklisk eller aromatisk; - funktionaliseringssubstituenterne Rf0, der kan være identiske eller forskellig, hver betegner: • en iminoxyrest med formlen: (R3)2 c=n-o- hvor R3 uafhængigt betegner en lineær eller forgrenet (Ci-Cs) -alkyl, en (C3-C8)-cycloalkyl, en (C2-C8) -alkenyl; • en alkoxyrest med formlen: R40 (CH2CH20)b- hvor R4 uafhængigt betegner en lineær eller forgrenet (Ci-Cs) -alkyl, en (C3-C8)-cycloalkyl, og b = 0 eller 1; • en acyloxyrest med formlen:
hvor R5 betegner en monovalent mættet eller umættet (C1-C13)-carbonhydridgruppe, der kan være substitueret eller ikke-substitueret, alifatisk, alicyklisk eller aromatisk; • en enoxyrest med formlen: (H) b' (R5) 2-b'C=C (-0-) R5 hvor R5 er som ovenfor defineret, og b' = 0, 1 eller 2; hvert Y-symbol betegner et oxygenatom eller en divalent carbonhydridgruppe; - n har en tilstrækkelig høj værdi til at bibringe POS A en dynamisk viskositet ved 25 °C på fra 1.000 til 1.000.000 mPa.s; - a er nul eller 1; (2i) eventuelt mindst en polyorganosiloxanharpiks B, der er funktionaliseret med mindst en gruppe Rf0 svarende til ovenstående definition, og som i sin struktur har mindst to forskellige siloxylgentalgelsesgrupper, der er valgt blandt grupperne med formlerne (R1)3SiOi/2 (gentagelsesgruppe M) , (R1)2Si02/2 (gentagelsesgruppe D) , R1Si03/2 (gentagelsesgruppe T) og Si02 (gentagelsesgruppe Q) , idet mindst en af disse gentagelsesgrupper er en T- eller Q-gruppe, hvor grupperne R1, der kan være identiske eller forskellige, har de ovenfor vedrørende formel (I) givne betydninger, hvilken harpiks har en koncentration af funktionelle Rf0-grupper på fra 0,1 til 10 vægtprocent, idet det forudsættes, at en del af grupperne R1 er Rfo-grupper ; (31) eventuelt mindst et tværbindingsmiddel C med formlen: (R2) aSi [Rfo] 4-a (II) hvor R2, Rf0 og a er som ovenfor defineret; (4i) eventuelt en restmængde af funktionaliseringskatalysatoren D, i nærvær af hvilken fremstillingen af POS A og den (eller de) valgfri Rf0-funktionaliserede harpiks(er) B finder sted; (51) eventuelt mindst en primær alifatisk (C1-C3)-alkohol E; (6i) eventuelt mindst en lineær ikke-reaktiv og ikke Rf0-funktionaliseret polydiorganosiloxan F med formlen:
(III) hvor: - substituenterne R1, der kan være identiske eller forskellige, har de samme betydninger som de, der er givet ovenfor for polyorganosiloxanen A med formlen (I); - m har en tilstrækkelig høj værdi til at bibringe polymeren med formlen (III) en dynamisk viskositet ved 25 °C på fra 10 til 200.000 mPa.s; (7i) mindst et mineralsk fyldstof G; (8 i) eventuelt mindst et af fagmanden kendt hjælpemiddel H, der sædvanligvis, når der er behov for det, vælges som funktion af de anvendelser, sammensætningerne ifølge den foreliggende opfindelse bruges til; (9 i) en virkningsfuld mængde af en tværbindings-/hærdningskatalysator I; hvilken sammensætning er kendetegnet ved følgende punkter (ex) , (β) og (y) : • (ex) hærdningskatalysatoren I består af kombinationen af mindst et organisk derivat II af et metal Ml, der er valgt blandt titan, zirconium og blandinger heraf, med mindst et organisk derivat 12 af et metal M2, der er valgt blandt zink, aluminium, bor, bismuth og blandinger heraf; • (β) antallet af pat.g (mikro-atom-gram) af metallerne Ml + M2, der indføres i 1 g enkeltkomponentsammensætning, der omfatter samtlige bestanddele (i) til (8 i), ligger i intervallet fra 25 til 55; • (γ) forholdet:
ligger i intervallet fra 10 til 45 %.
2. Enkeltkomponent-polysiloxansammensætning ifølge krav 1, kendetegnet ved, at: POS A er en polymer med formlen (I), hvor symbolet Y betegner et oxygenatom; - substituenterne Rf0 til funktionalisering af bestanddelene A, B og C er af typen alkoxy og opfylder formlen R40(CH2CH2O) b- som ovenfor defineret; og tværbindings-/hærdningskatalysatoren I består af kombinationen: • af mindst et organisk derivat II af et metal Ml, der er valgt fra gruppen bestående af: + monomerer 11.1 med formlen: [L] CM1 [ (OCH2CH2) d OR7] 4-c (V) i hvilken: symbolet L betegner en o-donor-ligand med eller uden n-deltagelse; - c betegner 0, 1, 2, 3 eller 4; - Ml er et metal valgt blandt titan, zirconium og blandinger heraf; - substituenterne R7, der kan være identiske eller forskellige, betegner hver en lineær eller forgrenet (Ci-Ci2)-alkylgruppe; - d betegner nul, 1 eller 2; - med betingelserne ifølge hvilke alkylgruppen R7 har fra 2 til 12 carbonatomer, når symbolet d betegner nul, og alkylgruppen R7 har 1 til 4 carbonatomer, når symbolet d betegner 1 eller 2; + polymerer 11.2, der fremkommer ved delvis hydrolyse af monomererne med formlen (V), i hvilken symbolet c højst er lig med 3, symbolet R7 har ovennævnte betydning, hvor symbolet d betegner nul; med • mindst et organisk derivat 12 af et metal M2, der er valgt fra gruppen bestående af: + polycarboxylaterne 12.1 med formlen: M2 (R8COO)v (VI) + metalalkoxiderne og -chelaterne 12.2 med formlen: (L)eM2 (OR9)v-e (VII) + i hvilke formler: - substituenterne R8, der kan være identiske eller forskellige, hver betegner en lineær eller forgrenet (Ci~C2o)-alkylgruppe; - symbolet R9 har den betydning, der er givet for R7 ovenfor i formlen (V); symbolet L betegner en o-donor-ligand med eller uden n-deltagelse; - M2 er et metal med valensen v, der er valgt blandt zink, aluminium, bismuth, bor og blandinger heraf; - e betegner et tal på fra nul til v.
3. Enkeltkomponent-polysiloxansammensætning ifølge et hvilket som helst af kravene 1 eller 2, kendetegnet ved, at substituenterne R1 på de Rfo-funktionaliserede polymerer POS A, på de valgfri Rfo-funktionaliserede harpikser B og de valgfri ikke-funktionaliserede polymerer F er valgt fra gruppen, der er dannet af: alkyl- og halogenalkylgrupperne med fra 1 til 13 carbonatomer, - cycloalkyl- og halogencycloalkylgrupperne med fra 5 til 13 carbonatomer, - alkenylgrupperne med fra 2 til 8 carbonatomer, - de mononukleære aryl- og halogenarylgrupper med fra 6 til 13 carbonatomer, cyanoalkylgrupperne, hvis alkylkæder har fra 2 til 3 carbonatomer.
4. Enkeltkomponent-polysiloxansammensætning ifølge et hvilket som helst af kravene 1 til 3, kendetegnet ved, at de tværbindende silaner C, der bærer funktionaliseringsgrupperne Rfo, er: Si(OC2H5)4, CH3Si (OCH3) 3, CH3Si (OC2H5) 3, (C2H50) 3Si (OCH3) , (CH2=CH) Si (OCH3)3, (CH2=CH) Si (OC2H5)3.
5. Fremgangsmåde til fremstilling af enkeltkomponent-polysiloxansammensætning ifølge et hvilket som helst af kravene 1 til 4, kendetegnet ved, at der arbejdes i et apparat, der fungerer i diskontinuert drift eller i kontinuert drift, og som gør det muligt: - at blande grundigt under fugtfri forhold: + i et trin 1, følgende bestanddele: POS A' eller A", der er precursor for den Rfo-funktionaliserede POS A, harpiks B' eller B" (valgfri) , der er precursor for den Rfo-funktionaliserede harpiks POS B, eventuelt olefinsk silan, der bærer funktionerne Rfo (som kan være silanen C) , funktionaliseringskatalysator D, alkohol E (valgfri), ikke-funktionaliseret og ikke-reaktiv POS F (valgfri); + derefter i et trin 2, reaktionsblandingen fra trin 1 suppleret ved tilsætning af bestanddelene G, H (valgfri), F (valgfri) og I; og at bortlede de flygtige stoffer, der er til stede på forskellige tidspunkter i gennemførelsen af processen: + i løbet af ovennævnte trin 1 og/eller + i løbet af ovennævnte trin 2 og/eller + i et sluttrin 3.
6. Fremgangsmåde ifølge krav 5, kendetegnet ved, at den hydroxylerede precursor A' for den POS A, der er Rfo-funktionaliseret for enden af kæderne, er en a,ω-hydroxyleret polydiorganosiloxan med formlen: (A']
hvor R1 og n er som ovenfor defineret i formlen (I).
7. Fremgangsmåde ifølge krav 5 eller 6, kendetegnet ved, at den hydroxylerede precursor B' for den eventuelle Rfo-funktionaliserede harpiks POS B opfylder den definition af B, der er givet ovenfor i krav 1, med den forskel, at en del af R1-grupperne svarer til OH-grupper.
8. Fremgangsmåde ifølge et hvilket som helst af kravene 5 til 7, kendetegnet ved, at funktionaliseringskatalysatoren D er valgt blandt følgende forbindelser: - kaliumacetat, - forskellige mineralske oxider, - carbamater, - lithiumhydroxid, - natrium- eller kaliumhydroxid.
9. Ikke-gulnende elastomer, der er i stand til at klæbe til forskellige substrater, og som er opnået ved tværbinding og hærdning af enkeltkomponent-sammensætningen af siliconemastiks ifølge et hvilket som helst af kravene 1 til 4, eller som er opnået ved fremgangsmåden ifølge et hvilket som helst af kravene 5 til 8.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR0307653A FR2856694B1 (fr) | 2003-06-25 | 2003-06-25 | Compositions polyorganosiloxanes (pos) monocomposantes reticulant par des reactions de polycondensation en elastomeres a temperature ambiante et en presence d'eau, et elastomeres ainsi obtenus |
| PCT/FR2004/001425 WO2005003223A1 (fr) | 2003-06-25 | 2004-06-09 | Compositions polyorganosiloxanes (pos) monocomposantes reticulant par des reactions de polycondensation en elastomeres a temperature ambiante et en presence d'eau, et elastomeres ainsi obtenus. |
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| DK04767291.0T DK1641871T3 (da) | 2003-06-25 | 2004-06-09 | Enkeltkomponent-polysiloxansammensætninger, der tværbinder ved polykondensationsreaktioner ved stuetemperatur og i nærvær af vand for at danne elastomerer, og de således opnåede elastomerer |
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| EP (1) | EP1641871B1 (da) |
| JP (1) | JP4799406B2 (da) |
| KR (1) | KR100715922B1 (da) |
| CN (1) | CN100475891C (da) |
| DK (1) | DK1641871T3 (da) |
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| FR2856695B1 (fr) * | 2003-06-27 | 2005-09-16 | Rhodia Chimie Sa | Composition polyorganosiloxane monocomposante reticulant en elastomere silicone |
| DE10347569A1 (de) * | 2003-10-14 | 2005-06-02 | Degussa Ag | Keramische, flexible Membran mit verbesserter Haftung der Keramik auf dem Trägervlies |
| EP1894975A1 (de) * | 2006-08-30 | 2008-03-05 | Sika Technology AG | Siliconzusammensetzung |
| FR2908420A1 (fr) * | 2006-11-09 | 2008-05-16 | Rhodia Recherches & Tech | Composition silicone monocomposante sans etain reticulable en elastomere |
| FR2925510A1 (fr) | 2007-12-20 | 2009-06-26 | Bluestar Silicones France Soc | Composition organopolysiloxanique vulcanisable a temperature ambiante en elastomere et nouveaux catalyseurs de polycondensation d'organopolysiloxanes. |
| FR2925514A1 (fr) * | 2007-12-20 | 2009-06-26 | Bluestar Silicones France Soc | Composition organopolysiloxanique vulcanisable a temperature ambiante en elastomere et nouveaux catalyseurs de polycondensation d'organopolysiloxanes. |
| FR2925515A1 (fr) * | 2007-12-20 | 2009-06-26 | Bluestar Silicones France Soc | Composition organopolysiloxanique vulcanisable a temperature ambiante en elastomere et nouveaux catalyseurs de polycondensation d'organopolysiloxanes. |
| FR2925516A1 (fr) * | 2007-12-20 | 2009-06-26 | Bluestar Silicones France Soc | Composition organopolysiloxanique vulcanisable a temperature ambiante en elastomere et nouveaux catalyseurs de polycondensation d'organopolysiloxanes. |
| FR2925512A1 (fr) * | 2007-12-20 | 2009-06-26 | Bluestar Silicones France Soc | Composition organopolysiloxanique vulcanisable a temperature ambiante en elastomere et nouveaux catalyseurs de polycondensation d'organopolysiloxanes. |
| FR2925511A1 (fr) * | 2007-12-20 | 2009-06-26 | Bluestar Silicones France Soc | Composition organopolysiloxanique vulcanisable a temperature ambiante en elastomere et nouveaux catalyseurs de polycondensation d'organopolysiloxanes. |
| FR2925513A1 (fr) * | 2007-12-20 | 2009-06-26 | Bluestar Silicones France Soc | Composition organopolysiloxanique vulcanisable a temperature ambiante en elastomere et nouveaux catalyseurs de polycondensation d'organopolysiloxanes. |
| US20110305911A1 (en) * | 2008-04-30 | 2011-12-15 | Bluestar Silicones France | Article having antifouling properties and intended to be used in aquatic applications, particularly marine applications |
| DE102009028140A1 (de) * | 2009-07-31 | 2011-02-03 | Wacker Chemie Ag | Kondensation vernetzende Siliconmassen |
| DE102009028142A1 (de) * | 2009-07-31 | 2011-02-03 | Wacker Chemie Ag | Bei Raumtemperatur durch Kondensation vernetzende Siliconmassen |
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| EP2774673A1 (de) * | 2013-03-04 | 2014-09-10 | Nitrochemie Aschau GmbH | Katalysator für die Vernetzung von Siliconkautschukmassen |
| EP2774672A1 (de) | 2013-03-04 | 2014-09-10 | Nitrochemie Aschau GmbH | Katalysator für die Vernetzung von Siliconkautschukmassen |
| TW201434882A (zh) | 2013-03-13 | 2014-09-16 | Momentive Performance Mat Inc | 可濕氣固化之有機聚矽氧烷組成物 |
| EP2994501A2 (en) | 2013-05-10 | 2016-03-16 | Momentive Performance Materials Inc. | Non-metal catalyzed room temperature moisture curable organopolysiloxane compositions |
| FR3014107A1 (fr) * | 2013-12-03 | 2015-06-05 | Bluestar Silicones France | Article presentant des proprietes antisalissures et destine a etre utilise dans des applications aquatiques en particulier marines |
| FR3014106B1 (fr) | 2013-12-03 | 2017-03-10 | Bluestar Silicones France | Composition silicone durcissable en presence d'eau ou d'humidite de l'air |
| CN106687518B (zh) | 2014-09-12 | 2019-04-02 | Dic株式会社 | 橡胶与金属的粘接促进剂、橡胶组合物及轮胎 |
| EP3288505B1 (en) * | 2015-04-30 | 2020-02-26 | Coloplast A/S | Ostomy device |
| DE102015216598A1 (de) * | 2015-08-31 | 2017-03-02 | Wacker Chemie Ag | Verfahren zur Herstellung von Organyloxygruppen aufweisenden Organosiliciumverbindungen |
| JP7444989B2 (ja) | 2019-12-17 | 2024-03-06 | ダウ シリコーンズ コーポレーション | シーラント組成物 |
| WO2021119972A1 (en) | 2019-12-17 | 2021-06-24 | Dow Silicones Corporation | Polydiorganosiloxane preparation |
| WO2021119970A1 (en) | 2019-12-17 | 2021-06-24 | Dow Silicones Corporation | Sealant composition |
| US20230024747A1 (en) * | 2019-12-17 | 2023-01-26 | Dow Silicones Corporation | Sealant composition |
| US11643555B2 (en) | 2020-04-15 | 2023-05-09 | Elkem Silicones USA Corp. | Use of aryl group containing organopolysiloxane gums as additives to increase rheological behavior |
| JP2023528486A (ja) | 2020-06-03 | 2023-07-04 | エルケム・シリコーンズ・ユーエスエイ・コーポレーション | 導電性フィラーとしてカーボンブラックを含むシリコーン材料で長期安定した電気伝導性を達成するための方法及び組成物 |
| CN116130014B (zh) * | 2023-03-30 | 2023-06-23 | 苏州创腾软件有限公司 | 基于prim方法构建单反应交联体的方法和装置 |
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| US3779986A (en) * | 1971-01-06 | 1973-12-18 | Gen Electric | Curable compositions |
| GB1372142A (en) * | 1971-06-16 | 1974-10-30 | Gen Electric | Self-bonding curable compositions |
| US3719634A (en) * | 1971-06-18 | 1973-03-06 | Dow Corning | Room temperature vulcanizable silicone elastomers containing metal hydrocarbonoxides |
| GB1420368A (en) * | 1972-08-21 | 1976-01-07 | Gen Electric | Curable compositions |
| FR2557582B1 (fr) * | 1983-12-28 | 1987-04-17 | Rhone Poulenc Spec Chim | Composition polyorganosiloxanique durcissant en elastomere et comportant un catalyseur a l'etain chelate |
| SU1594195A1 (ru) * | 1988-06-03 | 1990-09-23 | Украинское научно-производственное объединение целлюлозно-бумажной промышленности | Композици дл антиадгезионного покрыти |
| JPH0772250B2 (ja) * | 1991-08-15 | 1995-08-02 | 鈴木産業株式会社 | 無溶剤の常温硬化型オルガノシロキサン組成物及びその製造方法ならびにその用途 |
| DE4242622A1 (de) * | 1992-12-17 | 1994-06-23 | Bayer Ag | Neue Titan(IV)-chelate und ihre Verwendung in Polysiloxanmassen |
| JP3154206B2 (ja) * | 1993-12-07 | 2001-04-09 | 信越化学工業株式会社 | オルガノポリシロキサン組成物及びゴム部品 |
| US5534563A (en) * | 1994-01-31 | 1996-07-09 | General Electric Company | Silicone sealants |
| US5519104A (en) * | 1995-03-31 | 1996-05-21 | General Electric Company | 1-component alkoxy curing RTV silicone sealant compositions having extended tooling times |
| US5908909A (en) * | 1995-06-08 | 1999-06-01 | Dow Corning S. A. | Organosiloxane compositions |
| JPH09241509A (ja) * | 1996-03-06 | 1997-09-16 | Toshiba Silicone Co Ltd | 室温硬化性ポリオルガノシロキサン組成物 |
| JPH10330621A (ja) * | 1997-03-21 | 1998-12-15 | Dow Corning Corp | 室温加硫シリコーン組成物 |
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| JP2000302973A (ja) * | 1999-04-23 | 2000-10-31 | Ge Toshiba Silicones Co Ltd | 室温硬化性ポリオルガノシロキサン組成物 |
| FR2823505B1 (fr) * | 2001-04-13 | 2005-10-07 | Rhodia Chimie Sa | Composition polyorganosiloxane (pos) monocomposante reticulant et durcissant en elastomere non jaunissant, a temperature ambiante et en presence d'eau, et elastomere ainsi obtenu |
| JP2004269817A (ja) * | 2003-03-12 | 2004-09-30 | Ge Toshiba Silicones Co Ltd | 室温硬化性ポリオルガノシロキサン組成物の製造方法 |
-
2003
- 2003-06-25 FR FR0307653A patent/FR2856694B1/fr not_active Expired - Fee Related
-
2004
- 2004-06-09 CN CNB2004800210485A patent/CN100475891C/zh not_active Expired - Lifetime
- 2004-06-09 DK DK04767291.0T patent/DK1641871T3/da active
- 2004-06-09 EP EP04767291.0A patent/EP1641871B1/fr not_active Expired - Lifetime
- 2004-06-09 JP JP2006516270A patent/JP4799406B2/ja not_active Expired - Lifetime
- 2004-06-09 KR KR1020057024702A patent/KR100715922B1/ko not_active Expired - Lifetime
- 2004-06-09 WO PCT/FR2004/001425 patent/WO2005003223A1/fr not_active Ceased
- 2004-06-09 US US10/562,049 patent/US7504468B2/en not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| EP1641871B1 (fr) | 2014-08-27 |
| FR2856694B1 (fr) | 2006-11-24 |
| JP4799406B2 (ja) | 2011-10-26 |
| KR20060027358A (ko) | 2006-03-27 |
| US20070191541A1 (en) | 2007-08-16 |
| JP2007515499A (ja) | 2007-06-14 |
| WO2005003223A1 (fr) | 2005-01-13 |
| US7504468B2 (en) | 2009-03-17 |
| KR100715922B1 (ko) | 2007-05-08 |
| FR2856694A1 (fr) | 2004-12-31 |
| EP1641871A1 (fr) | 2006-04-05 |
| CN100475891C (zh) | 2009-04-08 |
| CN1826375A (zh) | 2006-08-30 |
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