JP4680181B2 - コーティングおよびグレーズを安定させるための高濃度保管安定性水性分散液 - Google Patents
コーティングおよびグレーズを安定させるための高濃度保管安定性水性分散液 Download PDFInfo
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- JP4680181B2 JP4680181B2 JP2006506484A JP2006506484A JP4680181B2 JP 4680181 B2 JP4680181 B2 JP 4680181B2 JP 2006506484 A JP2006506484 A JP 2006506484A JP 2006506484 A JP2006506484 A JP 2006506484A JP 4680181 B2 JP4680181 B2 JP 4680181B2
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- Prior art keywords
- butyl
- aqueous dispersion
- light stabilizer
- weight
- wetting agent
- Prior art date
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Classifications
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K15/00—Anti-oxidant compositions; Compositions inhibiting chemical change
- C09K15/04—Anti-oxidant compositions; Compositions inhibiting chemical change containing organic compounds
-
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Description
R3’、R3”およびR3”’は、互いに独立して、水素、直鎖もしくは分枝鎖C1−C12アルキル、シクロアルキル、アラルキルであり;
Tは、水素、C1−C12アルキルまたはオキソ基であり;
R5、R6、R7およびR8は、互いに独立して、水素、直鎖もしくは分枝鎖C1−C8アルキル、非置換アリールまたは低級アルキル置換アリールであり;
R9は、水素であるか、1個もしくはそれ以上のOH基または1個もしくはそれ以上のアルコキシ基によって、または混成的にOH基とアルコキシ基によって場合により置換されているC1−C12の直鎖または分枝鎖、脂肪族または脂環式アルキル基である。
R”は、水素、メチルまたはメトキシである)
であり;
R11は、水素、ハロゲン、シアノ、C1−C8アルキル、シクロアルキル、アルコキシ、フェノキシ、フェニル、ヒドロキシまたはヒドロキシエトキシであり;
R12は、水素、ハロゲン、シアノ、C1−C8アルキル、シクロアルキル、アルコキシ、フェノキシ、フェニル、ヒドロキシもしくはヒドロキシエトキシまたは基:
R17は、HまたはC1−C18アルキルであり;
R18は、Hまたは脂肪族、脂環式、芳香族もしくはヘテロ芳香族ラジカルであり;
R21は、C1−C18アルキルであり、または
接続炭素原子に結合している2個のラジカルR21は、C4−C8シクロアルキルラジカルであり;
R22は、HまたはC1−C18アルキル、C7−C18アルキルアリールであり;
R23は、Hまたはn価の脂肪族、脂環式、芳香族もしくはヘテロ芳香族ラジカルであり;
R24は、C1−C18アルキルまたは−C(O)−C1−C18アルキルであり;
R25は、H、C1−C18アルキル、C4−C18シクロアルキルであり、または
同じ炭素原子に結合している2個のラジカルR5は、C4−C18シクロアルキルラジカルであり;
nは、0より大きい整数である。
1.1 アルキル化モノフェノール類、例えば、2,6−ジ−t−ブチル−4−メチルフェノール、2−ブチル−4,6−ジメチルフェノール、2,6−ジ−t−ブチル−4−エチルフェノール、2,6−ジ−t−ブチル−4−n−ブチルフェノール、2,6−ジ−t−ブチル−4−イソブチルフェノール、2,6−ジシクロペンチル−4−メチルフェノール、24a−メチルシクロヘキシル)−4,6−ジメチルフェノール、2,6−ジオクタデシル−4−メチルフェノール、2,4,6−トリシクロヘキシルフェノール、2,6−ジ−t−ブチル−4−メトキシメチルフェノール、2,6−ジノニル−4−メチルフェノール、2,4−ジメチル−6−(1’−メチルウンデク−I’−イル)フェノール、2,4−ジメチル−6−(1’−メチルヘプタデシル)フェノール、2,4−ジメチル−6−(1’−メチルトリデク−I’−イル)フェノール、およびこれらの混合物。
UVA1=Tinuvin(登録商標)326 2−(2’−ヒドロキシ−3’−t−ブチル−5’−メチルフェニル)−5−クロロベンゾトリアゾール
UVA2=Tinuvin(登録商標)P 2−(2’−ヒドロキシ−5’−メチルフェニル)−5−ベンゾトリアゾール
UVA3=Tinuvin(登録商標)328 2−(2’−ヒドロキシ−3’,5’−ジ−t−アミルフェニル)ベンゾトリアゾール
UVA4=Tinuvin(登録商標)329 ビス−[2−ヒドロキシ−5−t−オクチル−3−(ベンゾトリアゾール−2−イル)−フェニル]メタン
UVA5=Cyasorb(登録商標)1164P 2−[4,6−ビス(2,4−ジメチルフェニル)−1,3,5−トリアジン−2−イル]−5−(オクチルオキシ)フェノール
UVA6=Tinuvin(登録商標)405 2−[4,6−ビス(2,4−ジメチルフェニル)−1,3,5−トリアジン−2−イル]−5−[3−[(2−エチルヘキシル)オキシ]−2−ヒドロキシプロポキシ]フェノール
UVA7=Tinuvin(登録商標)1577 2−(4,6−ジフェニル−1,3,5−トリアジン−2−イル)−5−ヘキシルオキシフェノール
UVA8=Sanduvor(登録商標)3041 2−ヒドロキシ−4−メトキシベンゾフェノン
UVA9=Uvinul(登録商標)3040 2,2’−ジヒドロキシ−4−メトキシベンゾフェノン
UVA10=Sanduvor(登録商標)3035 2−ヒドロキシ−4−n−オクチルオキシベンゾフェノン
UVA11=Sanduvor(登録商標)VSU N−(2−エトキシフェニル)−N’−(2−エチルフェニル)エタンジアミド
UVA12=Sanduvor(登録商標)EPU N−(2−エトキシ−5−t−ブチルフェニル)−N’−(2−エチルフェニル)エタンジアミド
UVA13=Cyasorb(登録商標)UV−3638 桂皮酸2,2’−(1,4−フェニレン)ビス[4H−3,1−ベンズオキサジン−4−オン]メチル
UVA14
UVA15=Uvinul(登録商標)3035 2−シアノ−3,3−ジフェニルアクリル酸エチル
UVA16=Hostavin(登録商標)B−CAP 2,2’−ビス(1,4−フェニレンジメチリデン)マロン酸テトラエチル
UVA17=Cyasorb(登録商標)UV−3346 ポリ[(6−モルホリノ−s−トリアジン−2,4−ジイル)[2,2,6,6−テトラメチル−4−ピペリジル)イミノ]ヘキサメチレン[(2,2,6,6−テトラメチル−4−ピペリジル)イミノ]]
HALS1=Tinuvin(登録商標)770 セバシン酸ビス(2,2,6,6−テトラメチル−4−ピペリジル)
HALS2=Tinuvin(登録商標)144 プロパン二酸ビス(1,2,2,6,6−ペンタメチル−4−ピペリジル)(3,5−ジ−t−ブチル−4−ヒドロキシベンジル)ブチル
HALS3=Sanduvor(登録商標)PR−31 プロパン二酸、[(4−メトキシフェニル)メチレン]−ビス(1,2,2,6,6−ペンタメチル−4−ピペリジル)エステル
HALS4=Sanduvor(登録商標)3051 2,2,4,4−テトラメチル−7−オキサ−3,20−ジアザジスピロ−[5.1.11.2]ヘンエイコサン−21−オン
HALS5=Hostavin(登録商標)N30 2,2,4,4−テトラメチル−7−オキサ−3,20−ジアザジスピロ−{5.1.11.2]ヘンエイコサン−21−オンとエピクロロヒドリンの反応からのポリマー
HALS6=Chimassorb(登録商標)944 ポリ[(6−イソオクチルアミノ−s−トリアジン−2,4−ジイル)[2,2,6,6−テトラメチル−4−ピペリジル)イミノ]ヘキサメチレン−[(2,2,6,6−テトラメチル−4−ピペリジル)イミノ]]
HALS7=Chimassorb(登録商標)119 1,3,5−トリアジン−2,4,6−トリアミン、N,N”’−[1,2−エタンジイル−ビス[[[4,6−ビス[ブチル(1,2,2,6,6−ペンタメチル−4−ピペリジニル)アミノ]−1,3,5−トリアジン−2−イル]イミノ]−3,1−プロパンジイル]]ビス[N’,N”−ジブチル−N’,N”−ビス(1,2,2,6,6−ペンタメチル−4−ピペリジニル)
HALS8 4−ヒドロキシ−2,2,6,6−テトラメチルピペリジニル−1−オキシ
分散剤混合物M1 オレイル−8−エトキシレート + N−(1,2−ジカルボキシエチル)−N−オクタデシルスルホコハク酸四ナトリウム
分散剤混合物M2 オレイル−10−エトキシレート + N−(1,2−ジカルボキシエチル)−N−オクタデシルスルホコハク酸四ナトリウム
使用したポリグリコールは、470から530g/molの範囲の平均質量を有するポリエチレングリコールモノメチルエーテルである。
竪型ミルにおいて、
10部のポリグリコール、
8.5部の分散剤混合物M1、
1.0部のオレイン酸、および
0.2部の殺生物剤
を32.3部の水中で混合する。次に、48部のUVA1を添加し、この混合物を、粒径が5μm未満になるまで5から6時間、ガラスビーズ(直径1mm)で、磨砕する。このようにして得た分散液を濾過によりビーズと分離する。これによって保管安定性分散液(粘度 1.0Pas)を得る。
同じ工程により、
20部のポリグリコール、
6部の分散剤混合物M2、
1.0部のオレイン酸、および
0.2部の殺生物剤
を24.8部の水中で混合し、次に、48部のUVA1を添加した。これによって保管安定性分散液(粘度 1.8Pas)を得る。
同じ工程により、
5部のポリグリコール、
6部の分散剤混合物M2、
1.0部のオレイン酸、および
0.2部の殺生物剤
を39.8部の水中で混合し、次に、48部のUVA1を添加した。これによって保管安定性分散液(粘度 0.8Pas)を得る。
同じ工程により、
10部のポリグリコール、
6部の分散剤混合物M2、
1.0部のオレイン酸、および
0.2部の殺生物剤
を30.8部の水中で混合し、次に、52部のUVA2を添加した。これによって保管安定性分散液(粘度 0.7Pas)を得る。
同じ工程により、
5部のポリグリコール、
6部の分散剤混合物M2、
1.0部のオレイン酸、および
0.2部の殺生物剤
を39.8部の水中で混合し、次に、48部のUVA3を添加した。これによって保管安定性分散液(粘度 0.2Pas)を得る。
同じ工程により、
5部のポリグリコール、
6部の分散剤混合物M2、
1.0部のオレイン酸、および
0.2部の殺生物剤
を37.8部の水中で混合し、次に、50部のUVA4を添加した。これによって保管安定性分散液(粘度 0.4Pas)を得る。
実施例3または5、それぞれに従って、同じ工程により、
5部のポリグリコール、
6部の分散剤混合物M2、
1.0部のオレイン酸、および
0.2部の殺生物剤
を37.8部の水中で混合し、次に、48部の以下の安定剤を添加する。
UVA5
UVA6
UVA7
UVA8
UVA9
UVA10
UVA11
UVA12
UVA13
UVA14
UVA15
UVA16
HALS1
HALS2
HALS3
HALS4
HALS5
HALS6
HALS7
UVA17
HALS4+HALS8
HALS4+UVA11
向上した保管安定性の実証
ドイツ特許A 3511924号の実施例1および実施例2に従って調製した各々の分散液のサンプルを、上記実施例22および27それぞれの分散液と共に、室温と50℃でのこれらの保管安定性について試験した。この安定性のために測定したのは、これ以上時間が経過したら生成物が沈降し始めるという時間である。
実施例1から6をこの配合に殺生物剤を加えずに繰り返す(実施例1aから6a)。
スチレン変性アクリレートエマルジョンから成る水性樹脂系を次のとおり調製する。
132.1部の脱塩水
から成る混合物を入念に攪拌しながらゆっくりと
761.9部のNeocryl(登録商標)XK−62(Avecia)
に添加する。
次の配合成分に基づき、ポリオール成分を合わせた。
Bayhdrol(登録商標)VP LS2231 31.03 (Bayer)
Byk(登録商標)345 供給されたままの形 0.29 (Byk Chemie)
Byk(登録商標)333 水中25% 0.28 (Byk Chemie)
蒸留水 12.86
ポリオール成分を手で、または高速攪拌機(1000rpm)を使用して激しく、よく攪拌する。個々の配合成分は、所定の順序で混合しなければならない。
Desmodur(登録商標)N 3600 17.28 (Bayer)
酢酸ブチルグリコール/Solvesso(登録商標)100(1:1) 7.33 (Exxon Mobile)
硬化成分と混合する前に、実施例に記載の分散液をポリオール成分に添加する。硬化成分との混合は、ポリオール成分の調製後12時間より少しでも早く行なってはならない。ポリオール成分と硬化成分の混合は、
1)手で成分を共に攪拌することにより予備エマルジョンを調製することによって、または
2)実験室用攪拌機により成分を共に攪拌することにより予備エマルジョンを調製することによって、
2段階で遂行する。最終混合は、50barでのジェット分散(例えば、エアレスポンプMerkur 060.020−DP F,Walther,Wuppertal)により、またはDispermate(2000rpmで5分)使用して、遂行する。
Tinuvin(登録商標)292(Ciba) 短時間の後に重度のゲル化
Sanduvor(登録商標)3052(Clariant) 短時間の後に重度のゲル化
ソフトフィールコーティングでの応用
ソフトフィールコーティング材料を次のとおり調製した。
Claims (6)
- 47重量%を超え57重量%以下の、D50が0.5μm以上5μm未満である粒径を有する光安定剤または光安定剤と酸化防止剤の混合物、分散剤として少なくとも1つの非イオン性湿潤剤とアニオン性湿潤剤、可溶化剤としてポリグリコール、流動性向上剤として0.2重量%から5重量%のオレイン酸、および水を含み、前記非イオン性湿潤剤がオレイル−8−エトキシレート又はオレイル−10−エトキシレートであり、前記アニオン性湿潤剤がN−(1,2−ジカルボキシエチル)−N−オクタデシルスルホコハク酸四ナトリウムであることを特徴とする、光安定剤または光安定剤と酸化防止剤の混合物の高濃度、保管安定性水性分散液。
- さらなる成分として殺生物剤を含むことを特徴とする、請求項1に記載の水性分散液。
- 30重量%から40重量%の水中に、
47重量%から54重量%の光安定剤または光安定剤と酸化防止剤の混合物、
5重量%から10重量%の湿潤剤(分散剤として)、
5重量%から10重量%のポリグリコール(可溶化剤として)、
0.2重量%から3重量%のオレイン酸(流動性向上剤として)、
1重量%未満の殺生物剤
を含有する、請求項2に記載の水性分散液。 - 第一段階において、非イオン性湿潤剤としてのオレイル−8−エトキシレート又はオレイル−10−エトキシレート、アニオン性湿潤剤としてのN−(1,2−ジカルボキシエチル)−N−オクタデシルスルホコハク酸四ナトリウム、および、存在するならば、金属不活性化剤、亜リン酸エステル類および亜ホスホン酸エステル類、過酸化物掃去剤化合物、ポリアミド安定剤、塩基性補助安定剤、核剤、充填剤および補強剤、可塑剤、潤滑剤、乳化剤、顔料、蛍光増白剤、難燃剤、静電防止剤ならびに発泡剤からなる群から選択されるさらなる添加剤をオレイン酸と混合し、第二段階において、前記オレイン酸、前記非イオン性湿潤剤、前記アニオン性湿潤剤およびポリグリコール、ならびに、存在するならば前記さらなる添加剤の存在下で、粉末、圧縮成形体または顆粒形態の光安定剤または光安定剤と酸化防止剤の混合物を水に添加して、分散させることを特徴とする、光安定剤または光安定剤と酸化防止剤の混合物の保管安定性水性分散液を調整する方法。
- コーティング組成物の調製における、上記請求項1から3のいずれか一項に記載の水性分散液の使用。
- 請求項1から3のいずれか一項に記載の水性分散液、および架橋性アルキド樹脂、アクリル樹脂、ポリエステル樹脂またはポリウレタン樹脂をベースにした結合剤の水性分散液、水性エマルジョンまたは水溶液を含む、水性分散液の形態のコーティング組成物。
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
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EP03007900A EP1466956A1 (de) | 2003-04-07 | 2003-04-07 | Hochkonzentrierte, lagerstabile wässrige Dispersionen zur Stabilisierung von Lacken und Lasuren |
PCT/IB2004/001172 WO2004090069A1 (de) | 2003-04-07 | 2004-04-01 | Hochkonzentrierte, lagerstabile wässrige dispersionen zur stabilisierung von lacken und lasuren |
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JP2006523252A JP2006523252A (ja) | 2006-10-12 |
JP4680181B2 true JP4680181B2 (ja) | 2011-05-11 |
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JP2006506484A Expired - Fee Related JP4680181B2 (ja) | 2003-04-07 | 2004-04-01 | コーティングおよびグレーズを安定させるための高濃度保管安定性水性分散液 |
Country Status (12)
Country | Link |
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US (1) | US20060287411A1 (ja) |
EP (2) | EP1466956A1 (ja) |
JP (1) | JP4680181B2 (ja) |
KR (1) | KR101099871B1 (ja) |
CN (1) | CN100406537C (ja) |
DK (1) | DK1615982T3 (ja) |
ES (1) | ES2365219T3 (ja) |
HK (1) | HK1088630A1 (ja) |
PL (1) | PL1615982T3 (ja) |
RU (1) | RU2348675C2 (ja) |
TW (1) | TWI334433B (ja) |
WO (1) | WO2004090069A1 (ja) |
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JP5202883B2 (ja) * | 2007-06-26 | 2013-06-05 | 日本乳化剤株式会社 | 黄変防止用エマルション |
WO2009046172A1 (en) * | 2007-10-03 | 2009-04-09 | Isp Investments Inc. | Stabilizer concentrate for matrix compositions processed at elevated temperatures |
ES2395988T3 (es) * | 2008-09-05 | 2013-02-18 | Sika Technology Ag | Procedimiento para la estabilización de policarboxilatos |
AR085378A1 (es) * | 2011-02-23 | 2013-09-25 | Omya Development Ag | Composicon para recubrimiento que comprende particulas que comprenden carbonato de calcio submicron, proceso para preparar la misma y uso de particulas que comprenden carbonato de calcio submicron en composiciones para recubrimiento |
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US3962123A (en) * | 1974-05-20 | 1976-06-08 | Ciba-Geigy Corporation | Phenolic antioxidant aqueous dispersions |
US4853471A (en) * | 1981-01-23 | 1989-08-01 | Ciba-Geigy Corporation | 2-(2-Hydroxyphenyl)-benztriazoles, their use as UV-absorbers and their preparation |
DE3511924A1 (de) * | 1984-04-13 | 1985-10-24 | Sandoz-Patent-GmbH, 7850 Lörrach | 2,2,6,6-tetraalkylpiperidin-stabilisatoren |
US5030670A (en) * | 1984-04-13 | 1991-07-09 | Sandoz Ltd. | Stable aqueous dispersions of tetraalkylpiperidines |
US4752298A (en) * | 1985-11-25 | 1988-06-21 | Ciba-Geigy Corporation | Storage-stable formulations of water-insoluble or sparingly water-soluble dyes with electrolyte-sensitive thickeners: polyacrylic acid |
JPH064128B2 (ja) * | 1986-02-04 | 1994-01-19 | 小野田セメント株式会社 | シリカヒユ−ムの水分散体 |
FR2595730B1 (fr) * | 1986-03-15 | 1989-12-01 | Sandoz Sa | Compositions stables au stockage d'absorbants u.v. |
EP0345219B1 (de) * | 1988-05-31 | 1994-02-02 | Ciba-Geigy Ag | Wässrige Dispersion von 2-(2'-Hydroxyphenyl-)benzotriazolen |
ES2074688T5 (es) * | 1990-07-23 | 1998-11-01 | Ciba Geigy Ag | Dispersion acuosa de absorbentes de uv poco solubles. |
DE59106479D1 (de) * | 1990-12-13 | 1995-10-19 | Ciba Geigy Ag | Wässrige Dispersion schwerlöslicher UV-Absorber. |
DE4242389C2 (de) * | 1992-12-08 | 1995-09-21 | Schuelke & Mayr Gmbh | Wäßrige Dispersion mit fungizider und algistatischer Wirkung |
US5772920A (en) * | 1995-07-12 | 1998-06-30 | Clariant Finance (Bvi) Limited | U.V. absorber compositions |
JPH11508935A (ja) * | 1995-07-12 | 1999-08-03 | クラリアント ファイナンス(ビーブイアイ)リミティド | 紫外線吸収剤組成物 |
AU3331399A (en) * | 1998-03-24 | 1999-10-18 | Ciba Specialty Chemicals Holding Inc. | Stabilisation of organic materials |
DE19946519A1 (de) * | 1999-09-28 | 2001-08-16 | Basf Ag | Verfahren zur kontinuierlichen Herstellung von Stabilisatordispersionen |
US6444320B1 (en) * | 2001-01-08 | 2002-09-03 | Brewer Science | Thermosetting anti-reflective coatings for full-fill dual damascene process |
-
2003
- 2003-04-07 EP EP03007900A patent/EP1466956A1/de not_active Withdrawn
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2004
- 2004-04-01 CN CNB2004800086435A patent/CN100406537C/zh not_active Expired - Fee Related
- 2004-04-01 PL PL04725120T patent/PL1615982T3/pl unknown
- 2004-04-01 US US10/552,603 patent/US20060287411A1/en not_active Abandoned
- 2004-04-01 RU RU2005134235/04A patent/RU2348675C2/ru active
- 2004-04-01 KR KR1020057019016A patent/KR101099871B1/ko active IP Right Grant
- 2004-04-01 DK DK04725120.2T patent/DK1615982T3/da active
- 2004-04-01 WO PCT/IB2004/001172 patent/WO2004090069A1/de active Application Filing
- 2004-04-01 ES ES04725120T patent/ES2365219T3/es not_active Expired - Lifetime
- 2004-04-01 JP JP2006506484A patent/JP4680181B2/ja not_active Expired - Fee Related
- 2004-04-01 EP EP04725120A patent/EP1615982B1/de not_active Expired - Lifetime
- 2004-04-06 TW TW093109417A patent/TWI334433B/zh not_active IP Right Cessation
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Also Published As
Publication number | Publication date |
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TWI334433B (en) | 2010-12-11 |
PL1615982T3 (pl) | 2011-11-30 |
ES2365219T3 (es) | 2011-09-26 |
TW200427802A (en) | 2004-12-16 |
DK1615982T3 (da) | 2011-10-10 |
EP1615982B1 (de) | 2011-06-29 |
US20060287411A1 (en) | 2006-12-21 |
RU2005134235A (ru) | 2006-03-20 |
JP2006523252A (ja) | 2006-10-12 |
WO2004090069A1 (de) | 2004-10-21 |
HK1088630A1 (en) | 2006-11-10 |
RU2348675C2 (ru) | 2009-03-10 |
EP1466956A1 (de) | 2004-10-13 |
CN1768124A (zh) | 2006-05-03 |
KR101099871B1 (ko) | 2011-12-28 |
CN100406537C (zh) | 2008-07-30 |
EP1615982A1 (de) | 2006-01-18 |
KR20050118720A (ko) | 2005-12-19 |
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