JP5597397B2 - 貼合せ用ポリウレタン接着剤 - Google Patents
貼合せ用ポリウレタン接着剤 Download PDFInfo
- Publication number
- JP5597397B2 JP5597397B2 JP2009540676A JP2009540676A JP5597397B2 JP 5597397 B2 JP5597397 B2 JP 5597397B2 JP 2009540676 A JP2009540676 A JP 2009540676A JP 2009540676 A JP2009540676 A JP 2009540676A JP 5597397 B2 JP5597397 B2 JP 5597397B2
- Authority
- JP
- Japan
- Prior art keywords
- polyurethane adhesive
- molecular weight
- group
- low molecular
- polyurethane
- 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 - Fee Related
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J175/00—Adhesives based on polyureas or polyurethanes; Adhesives based on derivatives of such polymers
- C09J175/04—Polyurethanes
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B32—LAYERED PRODUCTS
- B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
- B32B27/00—Layered products comprising a layer of synthetic resin
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B32—LAYERED PRODUCTS
- B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
- B32B7/00—Layered products characterised by the relation between layers; Layered products characterised by the relative orientation of features between layers, or by the relative values of a measurable parameter between layers, i.e. products comprising layers having different physical, chemical or physicochemical properties; Layered products characterised by the interconnection of layers
- B32B7/04—Interconnection of layers
- B32B7/12—Interconnection of layers using interposed adhesives or interposed materials with bonding properties
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/08—Processes
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/08—Processes
- C08G18/10—Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step
- C08G18/12—Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step using two or more compounds having active hydrogen in the first polymerisation step
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/40—High-molecular-weight compounds
- C08G18/42—Polycondensates having carboxylic or carbonic ester groups in the main chain
- C08G18/4202—Two or more polyesters of different physical or chemical nature
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/40—High-molecular-weight compounds
- C08G18/42—Polycondensates having carboxylic or carbonic ester groups in the main chain
- C08G18/4244—Polycondensates having carboxylic or carbonic ester groups in the main chain containing oxygen in the form of ether groups
- C08G18/4247—Polycondensates having carboxylic or carbonic ester groups in the main chain containing oxygen in the form of ether groups derived from polyols containing at least one ether group and polycarboxylic acids
- C08G18/4252—Polycondensates having carboxylic or carbonic ester groups in the main chain containing oxygen in the form of ether groups derived from polyols containing at least one ether group and polycarboxylic acids derived from polyols containing polyether groups and polycarboxylic acids
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
- C08G18/72—Polyisocyanates or polyisothiocyanates
- C08G18/74—Polyisocyanates or polyisothiocyanates cyclic
- C08G18/76—Polyisocyanates or polyisothiocyanates cyclic aromatic
- C08G18/7657—Polyisocyanates or polyisothiocyanates cyclic aromatic containing two or more aromatic rings
- C08G18/7664—Polyisocyanates or polyisothiocyanates cyclic aromatic containing two or more aromatic rings containing alkylene polyphenyl groups
- C08G18/7671—Polyisocyanates or polyisothiocyanates cyclic aromatic containing two or more aromatic rings containing alkylene polyphenyl groups containing only one alkylene bisphenyl group
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Adhesives Or Adhesive Processes (AREA)
- Laminated Bodies (AREA)
- Polyurethanes Or Polyureas (AREA)
Description
1,5−ナフタレンジイソシアネート(NDI)、2,4−又は4,4’−ジフェニルメタンジイソシアネート(MDI)、水素化MDI(H12MDI)、キシレンジイソシアネート(XDI)、テトラメチルキシリレンジイソシアネート(TMXDI)、ジ−及びテトラアルキレンジフェニルメタンジイソシアネート、4,4’−ジベンジルジイソシアネート、1,3−又は1,4−フェニレンジイソシアネート、トリレンジイソシアネート(TDI)、1−メチル−2,4−ジイソシアナトシクロヘキサン、1,6−ジイソシアナト−2,2,4−トリメチルヘキサン、1,6−ジイソシアナト−2,4,4−トリメチルヘキサン、1−イソシアナトメチル−3−イソシアナト−1,5,5−トリメチルシクロヘキサン(IPDI)、テトラメトキシブタン1,4−ジイソシアネート、ブタン1,4−ジイソシアネート、ヘキサン1,6−ジイソシアネート(HDI)、ジシクロヘキシルメタンジイソシアネート、シクロヘキサン1,4−ジイソシアネート、エチレンジイソシアネート、メチレントリフェニルトリイソシアネート(MIT)、フタル酸ビス−イソシアナトエチルエステル、トリメチルヘキサメチレンジイソシアネート、1,4−ジイソシアナトブタン、1,12−ジイソシアナトドデカン、及びダイマー脂肪酸ジイソシアネート。
実施例1
ポリエステルポリオール1(OH価:60)1);16.5%
ポリエステルポリオール2(OH価:60)2);30.5%
MDI;13%
酢酸エチル;40%
1)芳香族/脂肪族ジカルボン酸混合物とポリエーテルジオールとの反応生成物
(分子量:<200 g/mol )。
2)芳香族/脂肪族ジカルボン酸混合物と低分子量脂肪族ジオール(炭素原子数:
20未満)との反応生成物。
固形分含有量:約67%
粘度:150〜500mPa・s(20℃)
NCO値:2.2%
ポリエステルポリオール1(OH価:60);13.2%
ポリエステルポリオール2(OH価:60);24.4%
MDI;10.4%
酢酸エチル;32%
ポリマー性アクリレート添加剤3);20%
3)トリメチロールプロパンとメタクリル酸との反応生成物(分子量:約390
g/mol )。
固形分含有量:約69%
粘度:150〜500mPa・s(20℃)
NCO値:1.8%
ポリエステルポリオール1;14.85%
ポリエステルポリオール2;27.45%
MDI;11.7%
酢酸エチル;36%
エポキシ化ポリマー添加剤4);10%
4)エポキシ化ポリブタジエン(分子量:約1400 g/mol )
固形分含有量:約63%
粘度:300〜1000mPa・s(20℃)
NCO値:2.0%
最初に2種のポリエステルポリオールを酢酸エチル中へ導入して混合した。該混合物中へMDIを添加し、反応温度を70℃に調整した。NCO値が所定の値に達したときに、反応溶液を冷却させた。次いで、50℃未満の温度で添加剤を添加し、均質化させた。
Claims (18)
- 少なくとも1種のNCO−反応性ポリウレタンプレポリマー及び/又は芳香族ポリイソシアネートを含有するフィルム貼合せ用ポリウレタン接着剤であって、該少なくとも1種のポリウレタンプレポリマーが芳香族ポリイソシアネートに基づくものであって、該プレポリマーが20℃〜100℃の温度で500〜25000mPa・sの粘度を有し、エポキシ基又は(メタ)アクリル基から選択される第一アミノ基に対して反応性を示す反応性基を少なくとも1個有すると共に2000 g/mol 未満の分子量を有する低分子量化合物(A)を該接着剤全体に対して0.5〜20重量%含有し、該低分子量化合物(A)が、(メタ)アクリル基を含有する場合は、該低分子化合物(A)はさらにOH基を含有する該ポリウレタン接着剤。
- 低分子量化合物(A)が1000 g/mol 未満の分子量及び2〜10個の反応性基を有
する請求項1記載のポリウレタン接着剤。 - 低分子量化合物(A)がOH基も有する請求項1又は2記載のポリウレタン接着剤。
- ポリウレタン接着剤が芳香族ポリイソシアネート及び/又は芳香族ポリイソシアネート
に基づく少なくとも1種のポリウレタンプレポリマーを含有する請求項1から3いずれか
に記載のポリウレタン接着剤。 - ポリウレタン接着剤が、ポリオールによって架橋する2成分系ポリウレタン接着剤であ
る請求項1から4いずれかに記載のポリウレタン接着剤。 - ポリウレタン接着剤が、湿分によって架橋する1成分系ポリウレタン接着剤である請求
項1から4いずれかに記載のポリウレタン接着剤。 - 低分子量化合物(A)が複数の(メタ)アクリレート基を有し、ポリウレタン接着剤が
、アミン−二重結合付加反応用触媒を付加的に少なくとも1種含有する請求項1から6い
ずれかに記載のポリウレタン接着剤。 - 低分子量化合物(A)が複数のエポキシ基を有する請求項1から6いずれかに記載のポ
リウレタン接着剤。 - 低分子量化合物(A)の官能基が末端基又は側基である請求項1から8いずれかに記載
のポリウレタン接着剤。 - 低分子量化合物(A)を1〜15重量%含有する請求項1から9いずれかに記載のポリ
ウレタン接着剤。 - フィルムを貼合せるための1成分系又は2成分系のNCO−反応性ポリウレタン接着剤
の使用法であって、該ポリウレタン接着剤が、請求項1に記載のポリウレタン接着剤。 - ポリウレタン接着剤が、1000 g/mol 未満の分子量を有すると共に2〜10個のエ
ポキシ基及び/又は(メタ)アクリレート基を有する化合物(A)を1〜15重量%含有
する請求項11記載の使用法。 - 貼合せフィルムが滅菌可能である請求項11から12いずれかに記載の使用法。
- EEC 2002/72に従って測定される芳香族第一アミンの含有量が10μg未満
(抽出溶液1リットル当たりの値)である貼合せ多層フィルムの製造法であって、1又は
複数のフィルムが、請求項1から10いずれかに記載のポリウレタン接着剤によって貼合
される該製造法。 - フィルムを30〜60℃の温度で貼合せる請求項14記載の製造法。
- 貼合せフィルムを、硬化後に、滅菌処理に付す請求項14又は15記載の製造法。
- EEC 2002/72に従って測定される芳香族第一アミンの含有量が10μg未満
(抽出溶液1リットル当たりの値)であり、各々のフィルム層が請求項1から10いずれ
かに記載のポリウレタン接着剤によって貼合される多層フィルム。 - 該低分子量化合物(A)が、イソシアネート基の架橋反応に比べて、第一アミノ基とゆ
っくり反応する、請求項1に記載のポリウレタン接着剤。
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE102006059464A DE102006059464A1 (de) | 2006-12-14 | 2006-12-14 | Polyurethan-Kaschierklebstoff |
DE102006059464.9 | 2006-12-14 | ||
PCT/EP2007/060190 WO2008071470A1 (de) | 2006-12-14 | 2007-09-26 | Polyurethan-kaschierklebstoff |
Publications (2)
Publication Number | Publication Date |
---|---|
JP2010513577A JP2010513577A (ja) | 2010-04-30 |
JP5597397B2 true JP5597397B2 (ja) | 2014-10-01 |
Family
ID=38787626
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2009540676A Expired - Fee Related JP5597397B2 (ja) | 2006-12-14 | 2007-09-26 | 貼合せ用ポリウレタン接着剤 |
Country Status (11)
Country | Link |
---|---|
US (1) | US9458363B2 (ja) |
EP (1) | EP2089450B1 (ja) |
JP (1) | JP5597397B2 (ja) |
CN (2) | CN103820068B (ja) |
BR (1) | BRPI0720204A2 (ja) |
DE (1) | DE102006059464A1 (ja) |
ES (1) | ES2682104T3 (ja) |
PL (1) | PL2089450T3 (ja) |
PT (1) | PT2089450T (ja) |
RU (1) | RU2448987C2 (ja) |
WO (1) | WO2008071470A1 (ja) |
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DE102010000881A1 (de) * | 2010-01-14 | 2011-07-21 | Henkel AG & Co. KGaA, 40589 | 1K- Kaschierklebstoff mit Silanvernetzung |
EP2571951B1 (en) * | 2010-05-17 | 2016-07-13 | Henkel IP & Holding GmbH | Controlled cure aliphatic laminating adhesive using non-migrating blocking agents for organometallic catalysts |
JP5642047B2 (ja) | 2010-12-21 | 2014-12-17 | ローム アンド ハース カンパニーRohm And Haas Company | 接着剤組成物 |
JP5604407B2 (ja) | 2010-12-21 | 2014-10-08 | ローム アンド ハース カンパニー | 接着剤組成物 |
JP6161866B2 (ja) | 2010-12-21 | 2017-07-12 | ローム アンド ハース カンパニーRohm And Haas Company | 接着剤組成物 |
JP6068440B2 (ja) | 2011-04-15 | 2017-01-25 | エイチ.ビー.フラー カンパニー | 修飾ジフェニルメタンジイソシアネート系接着剤 |
CN103813901B (zh) * | 2011-09-19 | 2016-08-24 | 陶氏环球技术有限责任公司 | 多层结构件和由其制备的制品 |
US9487337B2 (en) | 2011-09-19 | 2016-11-08 | Dow Global Technologies Llc | Layered structures and articles prepared therefrom |
EP2695900B1 (en) | 2012-08-06 | 2019-03-20 | Novachem Industriale S.r.l. | Process for preparing a two-component polyurethane adhesive system |
BR112015004046A2 (pt) * | 2012-08-31 | 2017-07-04 | Dow Global Technologies Llc | película em multicamada e artigo |
BR112016001879A2 (pt) * | 2013-08-02 | 2017-08-29 | Basf Se | Composição de múltiplas camadas para embalagem, e, método de preparação de uma composição de múltiplas camadas para embalagem |
CN105593301A (zh) | 2013-09-30 | 2016-05-18 | Dic株式会社 | 多异氰酸酯混合物、多元醇混合物、粘接剂及层叠膜 |
CN103937197B (zh) * | 2014-02-14 | 2016-05-11 | 东莞市想联实业投资有限公司 | 一种制备无痕胶贴的聚氨酯合成树脂及应用其制备的无痕胶贴 |
WO2015140025A1 (de) * | 2014-03-17 | 2015-09-24 | Henkel Ag & Co. Kgaa | Polyurethan-klebstoff mit epoxidgruppen |
WO2015171443A1 (en) * | 2014-05-07 | 2015-11-12 | Westrock Mwv, Llc | Paperboard barrier structure and container |
EP3067377B1 (en) * | 2015-03-12 | 2023-01-18 | Henkel AG & Co. KGaA | Ultralow monomer polyurethanes |
RU2597902C1 (ru) * | 2015-05-06 | 2016-09-20 | Федеральное государственное бюджетное образовательное учреждение высшего профессионального образования "Чувашский государственный университет имени И.Н. Ульянова" | Клей полимерный |
EP3405506A1 (en) * | 2016-01-19 | 2018-11-28 | H. B. Fuller Company | One-part polyurethane adhesive composition, method of making a laminate, and laminate |
TWI756219B (zh) * | 2016-05-10 | 2022-03-01 | 美商陶氏全球科技有限責任公司 | 包括胺引發之多元醇之雙組分無溶劑黏著劑組合物 |
EP3723978A1 (en) * | 2017-12-14 | 2020-10-21 | Amcor Flexibles Italia S.R.L. | Alkaline resistant multilayer structure |
FR3075214B1 (fr) | 2017-12-19 | 2019-12-27 | Bostik Sa | Adhesif polyurethane bi composant pour lamination |
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DE19700014A1 (de) * | 1997-01-02 | 1998-07-09 | Henkel Kgaa | Monomerenarmes PU-Prepolymer |
CA2283335C (en) * | 1997-03-07 | 2007-10-30 | Henkel Kommanditgesellschaft Auf Aktien | Adhesive systems for a one- or multi step perfect binding process and process for the perfect binding of printed articles |
DE19853813A1 (de) * | 1997-12-10 | 1999-06-17 | Henkel Kgaa | Klebstoff mit mehrstufiger Aushärtung und dessen Verwendung bei der Herstellung von Verbundmaterialien |
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JP2000154365A (ja) * | 1998-11-18 | 2000-06-06 | Takeda Chem Ind Ltd | ドライラミネート用接着剤 |
US6274674B1 (en) * | 1999-02-25 | 2001-08-14 | Ashland Inc. | Reactive hot melt adhesive |
DE10055786A1 (de) * | 2000-11-10 | 2002-05-29 | Henkel Kgaa | Haftungsverstärker für monomerfreie reaktive Polyurethane |
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AU2002358740A1 (en) * | 2001-12-18 | 2003-06-30 | Henkel Kommanditgesellschaft Auf Aktien | Method for producing polyurethane prepolymers having a low content of monomers |
DE10163857A1 (de) * | 2001-12-22 | 2003-07-10 | Henkel Kgaa | Reaktive Polyurethane mit einem geringen Gehalt an monomeren Diisocyanaten |
JP4087679B2 (ja) * | 2002-10-11 | 2008-05-21 | 横浜ゴム株式会社 | 二液型硬化性組成物 |
EP1431320A1 (en) * | 2002-12-20 | 2004-06-23 | Dainippon Ink And Chemicals, Inc. | Curable liquid compositions containing acrylate groups and beta-dicarbonyl compounds |
DE102004018048A1 (de) * | 2004-04-08 | 2005-11-10 | Henkel Kgaa | Verfahren zur Herstellung von Polyurethan-Prepolymeren |
JP4676232B2 (ja) * | 2005-04-07 | 2011-04-27 | ゼネラルテクノロジー株式会社 | パターン形成方法 |
US20070088145A1 (en) * | 2005-10-19 | 2007-04-19 | Mgaya Alexander P | Adhesive useful for film laminating applications |
KR101105035B1 (ko) * | 2006-12-14 | 2012-01-16 | 디에스엠 아이피 어셋츠 비.브이. | 광섬유용 d1370 r 방사선 경화성 2차 코팅 |
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2006
- 2006-12-14 DE DE102006059464A patent/DE102006059464A1/de not_active Ceased
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2007
- 2007-09-26 CN CN201410042137.3A patent/CN103820068B/zh not_active Expired - Fee Related
- 2007-09-26 ES ES07820585.3T patent/ES2682104T3/es active Active
- 2007-09-26 PT PT78205853T patent/PT2089450T/pt unknown
- 2007-09-26 PL PL07820585T patent/PL2089450T3/pl unknown
- 2007-09-26 JP JP2009540676A patent/JP5597397B2/ja not_active Expired - Fee Related
- 2007-09-26 RU RU2009126621/04A patent/RU2448987C2/ru not_active IP Right Cessation
- 2007-09-26 BR BRPI0720204-0A2A patent/BRPI0720204A2/pt not_active IP Right Cessation
- 2007-09-26 CN CNA200780046093XA patent/CN101558098A/zh active Pending
- 2007-09-26 WO PCT/EP2007/060190 patent/WO2008071470A1/de active Application Filing
- 2007-09-26 EP EP07820585.3A patent/EP2089450B1/de not_active Not-in-force
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Also Published As
Publication number | Publication date |
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JP2010513577A (ja) | 2010-04-30 |
RU2009126621A (ru) | 2011-01-20 |
DE102006059464A1 (de) | 2008-06-19 |
CN101558098A (zh) | 2009-10-14 |
EP2089450A1 (de) | 2009-08-19 |
US20100010156A1 (en) | 2010-01-14 |
CN103820068B (zh) | 2016-03-02 |
PL2089450T3 (pl) | 2018-11-30 |
US9458363B2 (en) | 2016-10-04 |
BRPI0720204A2 (pt) | 2013-12-31 |
EP2089450B1 (de) | 2018-06-20 |
ES2682104T3 (es) | 2018-09-18 |
RU2448987C2 (ru) | 2012-04-27 |
WO2008071470A1 (de) | 2008-06-19 |
PT2089450T (pt) | 2018-07-09 |
CN103820068A (zh) | 2014-05-28 |
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