JP2004536633A - 絡み合った親水性ポリマーを有するボトル−ブラシ型コーティング - Google Patents
絡み合った親水性ポリマーを有するボトル−ブラシ型コーティング Download PDFInfo
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- JP2004536633A JP2004536633A JP2002591047A JP2002591047A JP2004536633A JP 2004536633 A JP2004536633 A JP 2004536633A JP 2002591047 A JP2002591047 A JP 2002591047A JP 2002591047 A JP2002591047 A JP 2002591047A JP 2004536633 A JP2004536633 A JP 2004536633A
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- alkylene
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- HDTRYLNUVZCQOY-UHFFFAOYSA-N α-D-glucopyranosyl-α-D-glucopyranoside Natural products OC1C(O)C(O)C(CO)OC1OC1C(O)C(O)C(O)C(CO)O1 HDTRYLNUVZCQOY-UHFFFAOYSA-N 0.000 claims description 3
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- PMMYEEVYMWASQN-UHFFFAOYSA-N dl-hydroxyproline Natural products OC1C[NH2+]C(C([O-])=O)C1 PMMYEEVYMWASQN-UHFFFAOYSA-N 0.000 claims description 2
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- 229910052736 halogen Inorganic materials 0.000 claims description 2
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- 125000002962 imidazol-1-yl group Chemical group [*]N1C([H])=NC([H])=C1[H] 0.000 claims description 2
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- 125000001041 indolyl group Chemical group 0.000 claims description 2
- 230000001939 inductive effect Effects 0.000 claims description 2
- HZVOZRGWRWCICA-UHFFFAOYSA-N methanediyl Chemical compound [CH2] HZVOZRGWRWCICA-UHFFFAOYSA-N 0.000 claims description 2
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- 239000007921 spray Substances 0.000 description 1
- 238000003892 spreading Methods 0.000 description 1
- 230000007480 spreading Effects 0.000 description 1
- 230000006641 stabilisation Effects 0.000 description 1
- 238000011105 stabilization Methods 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 125000000020 sulfo group Chemical group O=S(=O)([*])O[H] 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 239000002344 surface layer Substances 0.000 description 1
- 238000001356 surgical procedure Methods 0.000 description 1
- 238000013268 sustained release Methods 0.000 description 1
- 239000012730 sustained-release form Substances 0.000 description 1
- 150000003512 tertiary amines Chemical class 0.000 description 1
- 238000012719 thermal polymerization Methods 0.000 description 1
- 239000010409 thin film Substances 0.000 description 1
- 125000003396 thiol group Chemical group [H]S* 0.000 description 1
- YRHRIQCWCFGUEQ-UHFFFAOYSA-N thioxanthen-9-one Chemical compound C1=CC=C2C(=O)C3=CC=CC=C3SC2=C1 YRHRIQCWCFGUEQ-UHFFFAOYSA-N 0.000 description 1
- 150000003606 tin compounds Chemical class 0.000 description 1
- 125000000647 trehalose group Chemical group 0.000 description 1
- IMFACGCPASFAPR-UHFFFAOYSA-N tributylamine Chemical compound CCCCN(CCCC)CCCC IMFACGCPASFAPR-UHFFFAOYSA-N 0.000 description 1
- HHLJUSLZGFYWKW-UHFFFAOYSA-N triethanolamine hydrochloride Chemical compound Cl.OCCN(CCO)CCO HHLJUSLZGFYWKW-UHFFFAOYSA-N 0.000 description 1
- IMNIMPAHZVJRPE-UHFFFAOYSA-N triethylenediamine Chemical compound C1CN2CCN1CC2 IMNIMPAHZVJRPE-UHFFFAOYSA-N 0.000 description 1
- 238000009281 ultraviolet germicidal irradiation Methods 0.000 description 1
- 230000000007 visual effect Effects 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 238000009736 wetting Methods 0.000 description 1
- 229920001221 xylan Polymers 0.000 description 1
- 150000004823 xylans Chemical class 0.000 description 1
- FYGDTMLNYKFZSV-BYLHFPJWSA-N β-1,4-galactotrioside Chemical compound O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]1O[C@@H]1[C@H](CO)O[C@@H](O[C@@H]2[C@@H](O[C@@H](O)[C@H](O)[C@H]2O)CO)[C@H](O)[C@H]1O FYGDTMLNYKFZSV-BYLHFPJWSA-N 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
- A61L27/00—Materials for grafts or prostheses or for coating grafts or prostheses
- A61L27/28—Materials for coating prostheses
- A61L27/34—Macromolecular materials
Landscapes
- Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Medicinal Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Transplantation (AREA)
- Epidemiology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Dermatology (AREA)
- General Health & Medical Sciences (AREA)
- Oral & Maxillofacial Surgery (AREA)
- Materials For Medical Uses (AREA)
- Paints Or Removers (AREA)
- Application Of Or Painting With Fluid Materials (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Coating Of Shaped Articles Made Of Macromolecular Substances (AREA)
- Macromonomer-Based Addition Polymer (AREA)
- Prostheses (AREA)
- Treatments Of Macromolecular Shaped Articles (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP01810503 | 2001-05-21 | ||
| PCT/EP2002/005495 WO2002094331A1 (en) | 2001-05-21 | 2002-05-17 | Bottle-brush type coatings with entangled hydrophilic polymer |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2004536633A true JP2004536633A (ja) | 2004-12-09 |
| JP2004536633A5 JP2004536633A5 (enExample) | 2005-12-22 |
Family
ID=8183924
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2002591047A Pending JP2004536633A (ja) | 2001-05-21 | 2002-05-17 | 絡み合った親水性ポリマーを有するボトル−ブラシ型コーティング |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US6835410B2 (enExample) |
| EP (1) | EP1395302B1 (enExample) |
| JP (1) | JP2004536633A (enExample) |
| AT (1) | ATE288289T1 (enExample) |
| DE (1) | DE60202866T2 (enExample) |
| WO (1) | WO2002094331A1 (enExample) |
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| JP2014510946A (ja) * | 2012-02-01 | 2014-05-01 | レンズウィスタ エージー | コンタクトレンズ |
| JP2014526063A (ja) * | 2012-02-01 | 2014-10-02 | レンズウィスタ エージー | コンタクトレンズ |
| JP2017505922A (ja) * | 2013-11-15 | 2017-02-23 | タンジブル サイエンス リミテッド ライアビリティ カンパニー | 親水性層を有するコンタクトレンズ |
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Citations (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH02500250A (ja) * | 1986-10-17 | 1990-02-01 | バイオ‐メトリック システムズ インコーポレイテッド | 固体表面の生物適合性の改良 |
| JPH03503005A (ja) * | 1987-12-24 | 1991-07-11 | バイオ‐メトリック システムズ インコーポレイテッド | 生体適合性被膜 |
| JPH03505979A (ja) * | 1988-07-22 | 1991-12-26 | バイオ―メトリック システムズ,アイエヌシー. | 高分子表面の調製 |
| JPH09506665A (ja) * | 1987-04-10 | 1997-06-30 | ザ ユニヴァーシティ オブ フロリダ | 表面改質した医療器具 |
| WO1998028026A1 (en) * | 1996-12-23 | 1998-07-02 | Novartis Ag | Reactive coatings |
| JPH10512856A (ja) * | 1994-12-30 | 1998-12-08 | ノバルティス アクチエンゲゼルシャフト | 官能基化光開始剤、それからの誘導体及びマクロマー並びにそれらの用途 |
| JPH10513378A (ja) * | 1995-02-07 | 1998-12-22 | フィディア・アドバンスト・バイオポリマーズ・ソシエタ・ア・レスポンサビリタ・リミタータ | ヒアルロン酸、その誘導体、および半合成ポリマーで物体を被覆する方法 |
| WO1999057581A1 (en) * | 1998-04-30 | 1999-11-11 | Novartis Ag | Organic articles |
| JP2000070357A (ja) * | 1998-06-11 | 2000-03-07 | Johnson & Johnson Vision Prod Inc | 親水性コ―ティングを有する生物医学的器具 |
| JP2000503044A (ja) * | 1995-12-08 | 2000-03-14 | ノバルティス アクチエンゲゼルシャフト | プラズマに誘導されたポリマー被覆 |
| JP2000122005A (ja) * | 1998-10-20 | 2000-04-28 | Johnson & Johnson Vision Prod Inc | 生物医学的デバイスのためのコ―ティング |
| WO2000072052A1 (en) * | 1999-05-20 | 2000-11-30 | Bausch & Lomb Incorporated | Surface treatment of medical devices with reactive hydrophilic polymers |
| EP1095966A2 (en) * | 1999-10-27 | 2001-05-02 | Novartis AG | Process for the modification of a material surface |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6387379B1 (en) * | 1987-04-10 | 2002-05-14 | University Of Florida | Biofunctional surface modified ocular implants, surgical instruments, medical devices, prostheses, contact lenses and the like |
-
2002
- 2002-05-09 US US10/142,300 patent/US6835410B2/en not_active Expired - Lifetime
- 2002-05-17 AT AT02727603T patent/ATE288289T1/de not_active IP Right Cessation
- 2002-05-17 WO PCT/EP2002/005495 patent/WO2002094331A1/en not_active Ceased
- 2002-05-17 DE DE60202866T patent/DE60202866T2/de not_active Expired - Lifetime
- 2002-05-17 EP EP02727603A patent/EP1395302B1/en not_active Expired - Lifetime
- 2002-05-17 JP JP2002591047A patent/JP2004536633A/ja active Pending
Patent Citations (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH02500250A (ja) * | 1986-10-17 | 1990-02-01 | バイオ‐メトリック システムズ インコーポレイテッド | 固体表面の生物適合性の改良 |
| JPH09506665A (ja) * | 1987-04-10 | 1997-06-30 | ザ ユニヴァーシティ オブ フロリダ | 表面改質した医療器具 |
| JPH03503005A (ja) * | 1987-12-24 | 1991-07-11 | バイオ‐メトリック システムズ インコーポレイテッド | 生体適合性被膜 |
| JPH03505979A (ja) * | 1988-07-22 | 1991-12-26 | バイオ―メトリック システムズ,アイエヌシー. | 高分子表面の調製 |
| JPH10512856A (ja) * | 1994-12-30 | 1998-12-08 | ノバルティス アクチエンゲゼルシャフト | 官能基化光開始剤、それからの誘導体及びマクロマー並びにそれらの用途 |
| JPH10513378A (ja) * | 1995-02-07 | 1998-12-22 | フィディア・アドバンスト・バイオポリマーズ・ソシエタ・ア・レスポンサビリタ・リミタータ | ヒアルロン酸、その誘導体、および半合成ポリマーで物体を被覆する方法 |
| JP2000503044A (ja) * | 1995-12-08 | 2000-03-14 | ノバルティス アクチエンゲゼルシャフト | プラズマに誘導されたポリマー被覆 |
| WO1998028026A1 (en) * | 1996-12-23 | 1998-07-02 | Novartis Ag | Reactive coatings |
| WO1999057581A1 (en) * | 1998-04-30 | 1999-11-11 | Novartis Ag | Organic articles |
| JP2000070357A (ja) * | 1998-06-11 | 2000-03-07 | Johnson & Johnson Vision Prod Inc | 親水性コ―ティングを有する生物医学的器具 |
| JP2000122005A (ja) * | 1998-10-20 | 2000-04-28 | Johnson & Johnson Vision Prod Inc | 生物医学的デバイスのためのコ―ティング |
| WO2000072052A1 (en) * | 1999-05-20 | 2000-11-30 | Bausch & Lomb Incorporated | Surface treatment of medical devices with reactive hydrophilic polymers |
| EP1095966A2 (en) * | 1999-10-27 | 2001-05-02 | Novartis AG | Process for the modification of a material surface |
Cited By (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2009028503A1 (ja) * | 2007-08-27 | 2009-03-05 | Nof Corporation | 熱可塑性樹脂組成物 |
| JP2009051923A (ja) * | 2007-08-27 | 2009-03-12 | Nof Corp | 熱可塑性樹脂組成物 |
| US8575268B2 (en) | 2007-08-27 | 2013-11-05 | Nof Corporation | Thermoplastic resin composition |
| JP2009096890A (ja) * | 2007-10-17 | 2009-05-07 | Nof Corp | 結晶性熱可塑性樹脂組成物 |
| JP2009223158A (ja) * | 2008-03-18 | 2009-10-01 | Seed Co Ltd | 眼用レンズ及び眼用レンズの製造方法 |
| JP2013503710A (ja) * | 2009-09-04 | 2013-02-04 | ノバルティス アーゲー | レンズ間混濁耐性を有する眼内レンズ |
| JP2014186340A (ja) * | 2012-02-01 | 2014-10-02 | Lenswista Ag | コンタクトレンズの製造方法 |
| JP2014510946A (ja) * | 2012-02-01 | 2014-05-01 | レンズウィスタ エージー | コンタクトレンズ |
| JP2014526063A (ja) * | 2012-02-01 | 2014-10-02 | レンズウィスタ エージー | コンタクトレンズ |
| US8974054B2 (en) | 2012-02-01 | 2015-03-10 | Lenswista Ag | Contact lens |
| JP2013235034A (ja) * | 2012-05-02 | 2013-11-21 | Menicon Co Ltd | 表面処理樹脂成形体の製造方法及び表面処理樹脂成形体 |
| WO2013164989A1 (ja) * | 2012-05-02 | 2013-11-07 | 株式会社メニコン | 表面処理樹脂成形体の製造方法及び表面処理樹脂成形体 |
| JP2017505922A (ja) * | 2013-11-15 | 2017-02-23 | タンジブル サイエンス リミテッド ライアビリティ カンパニー | 親水性層を有するコンタクトレンズ |
Also Published As
| Publication number | Publication date |
|---|---|
| EP1395302A1 (en) | 2004-03-10 |
| ATE288289T1 (de) | 2005-02-15 |
| WO2002094331A1 (en) | 2002-11-28 |
| US20030008063A1 (en) | 2003-01-09 |
| US6835410B2 (en) | 2004-12-28 |
| DE60202866T2 (de) | 2006-04-13 |
| EP1395302B1 (en) | 2005-02-02 |
| DE60202866D1 (de) | 2005-03-10 |
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