JP2005534772A - 変性材料のコンビナトリアルライブラリーを作成するための連続プロセス - Google Patents
変性材料のコンビナトリアルライブラリーを作成するための連続プロセス Download PDFInfo
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- C—CHEMISTRY; METALLURGY
- C40—COMBINATORIAL TECHNOLOGY
- C40B—COMBINATORIAL CHEMISTRY; LIBRARIES, e.g. CHEMICAL LIBRARIES
- C40B40/00—Libraries per se, e.g. arrays, mixtures
- C40B40/04—Libraries containing only organic compounds
- C40B40/14—Libraries containing macromolecular compounds and not covered by groups C40B40/06 - C40B40/12
-
- C—CHEMISTRY; METALLURGY
- C40—COMBINATORIAL TECHNOLOGY
- C40B—COMBINATORIAL CHEMISTRY; LIBRARIES, e.g. CHEMICAL LIBRARIES
- C40B60/00—Apparatus specially adapted for use in combinatorial chemistry or with libraries
- C40B60/14—Apparatus specially adapted for use in combinatorial chemistry or with libraries for creating libraries
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T436/00—Chemistry: analytical and immunological testing
- Y10T436/25—Chemistry: analytical and immunological testing including sample preparation
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T436/00—Chemistry: analytical and immunological testing
- Y10T436/25—Chemistry: analytical and immunological testing including sample preparation
- Y10T436/2575—Volumetric liquid transfer
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Mechanical Engineering (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Physical Or Chemical Processes And Apparatus (AREA)
- Other Resins Obtained By Reactions Not Involving Carbon-To-Carbon Unsaturated Bonds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US10/211,219 US7157283B2 (en) | 2002-08-02 | 2002-08-02 | Continuous process for the production of combinatorial libraries of modified materials |
| PCT/US2003/020945 WO2004012858A1 (en) | 2002-08-02 | 2003-07-03 | A continuous process for the production of combinatorial libraries of modified materials |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2005534772A true JP2005534772A (ja) | 2005-11-17 |
| JP2005534772A5 JP2005534772A5 (enExample) | 2006-08-17 |
Family
ID=31187533
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2004526019A Withdrawn JP2005534772A (ja) | 2002-08-02 | 2003-07-03 | 変性材料のコンビナトリアルライブラリーを作成するための連続プロセス |
Country Status (8)
| Country | Link |
|---|---|
| US (2) | US7157283B2 (enExample) |
| EP (1) | EP1551547A1 (enExample) |
| JP (1) | JP2005534772A (enExample) |
| KR (1) | KR20050033644A (enExample) |
| AU (1) | AU2003281818A1 (enExample) |
| BR (1) | BR0313158A (enExample) |
| MX (1) | MXPA05001290A (enExample) |
| WO (1) | WO2004012858A1 (enExample) |
Families Citing this family (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7514263B2 (en) * | 2001-04-02 | 2009-04-07 | 3M Innovative Properties Company | Continuous process for the production of combinatorial libraries of materials |
| US7157283B2 (en) | 2002-08-02 | 2007-01-02 | 3M Innovative Properties Company | Continuous process for the production of combinatorial libraries of modified materials |
| US7632916B2 (en) * | 2002-08-02 | 2009-12-15 | 3M Innovative Properties Company | Process to modify polymeric materials and resulting compositions |
| US6903173B2 (en) * | 2002-08-02 | 2005-06-07 | 3M Innovative Properties Co. | Fluorinated polymers |
| US7329702B2 (en) * | 2004-09-27 | 2008-02-12 | 3M Innovative Properties Company | Composition and method of making the same |
| US7691932B2 (en) * | 2004-09-27 | 2010-04-06 | 3M Innovative Properties Company | Method of making a composition and nanocomposites therefrom |
| US7495051B2 (en) * | 2004-09-27 | 2009-02-24 | 3M Innovative Properties Company | Nanocomposite and method of making the same |
| US8193270B2 (en) * | 2004-12-14 | 2012-06-05 | 3M Innovative Properties Company | Method of making composites and nanocomposites |
| WO2006074969A1 (en) * | 2005-01-11 | 2006-07-20 | Ciba Specialty Chemicals Holding Inc. | Process for the post-modification of homo and copolymers prepared by controlled free radical polymerization processes |
| EP1856209A1 (en) * | 2005-02-23 | 2007-11-21 | 3M Innovative Properties Company | Polymer blends |
| US10390026B2 (en) * | 2016-03-25 | 2019-08-20 | Google Llc | Smart reordering in recursive block partitioning for advanced intra prediction in video coding |
Family Cites Families (70)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3036997A (en) * | 1956-11-21 | 1962-05-29 | Du Pont | Diene-modified polymers and elastomers thereform |
| US2915554A (en) * | 1957-07-23 | 1959-12-01 | Minnesota Mining & Mfg | Non-ionic surfactant derivatives of perfluoro alkane-sulfonamides |
| CH506322A (de) * | 1969-03-17 | 1971-04-30 | List Heinz | Mehrspindelige Misch- und Knetmaschine |
| DE2003266A1 (de) * | 1970-01-26 | 1971-08-05 | Waldhof Zellstoff Fab | Verfahren zur Herstellung von Gelen |
| DE2123956C3 (de) * | 1970-05-20 | 1979-09-20 | Heinz Dipl.-Ing. Pratteln List (Schweiz) | Misch- und Knetmaschine |
| CH583061A5 (enExample) * | 1972-10-18 | 1976-12-31 | List Heinz | |
| US4039024A (en) * | 1972-11-21 | 1977-08-02 | Heinz List | Heat exchanger |
| US4086151A (en) * | 1974-02-20 | 1978-04-25 | The Dow Chemical Company | Curable mixtures and cured resins made from linear polymers of glycidol |
| US4172859A (en) * | 1975-05-23 | 1979-10-30 | E. I. Du Pont De Nemours And Company | Tough thermoplastic polyester compositions |
| US4500687A (en) * | 1981-06-18 | 1985-02-19 | The Dow Chemical Company | Elastomeric polyether-containing impact polymer products |
| US4415615A (en) * | 1982-01-15 | 1983-11-15 | Minnesota Mining And Manufacturing Co. | Cellular pressure-sensitive adhesive product and method of making |
| US4458064A (en) * | 1982-02-19 | 1984-07-03 | Celanese Corporation | Process and apparatus for continual melt hydrolysis of acetal copolymers |
| US4533482A (en) * | 1982-12-30 | 1985-08-06 | Rohm And Haas Company | Hydrogenated diolefin-lower alkyl acrylate or methacrylate viscosity index improving copolymers for lubricating oils |
| US4572819A (en) * | 1983-08-24 | 1986-02-25 | The Dow Chemical Company | Apparatus for anionic polymerization wherein the molecular weight of the polymer is closely controlled |
| CA1274936A (en) * | 1986-12-25 | 1990-10-02 | Akihiro Watanabe | Random copolymer containing hexagonal imide units, a process for producing the same, and an optical disc substrate made of the random copolymer |
| DE3741670A1 (de) * | 1987-12-09 | 1989-06-22 | Basf Ag | Verstaerkte thermoplastische formmassen auf basis von polyphenylenether |
| DE3827668A1 (de) * | 1988-08-16 | 1990-02-22 | Bayer Ag | Verstaerkte/gefuellte blends aus thermoplastischen interpolymeren und polyamiden, und ein verfahren |
| DE3832397A1 (de) * | 1988-09-23 | 1990-03-29 | Bayer Ag | Formmassen aus polyamiden und tert.-butylacrylat-haltigen pfropfpolymerisaten |
| GB8919895D0 (en) * | 1989-09-04 | 1989-10-18 | Du Pont Canada | Moisture cross-linking of polymers |
| US5002676A (en) * | 1989-12-06 | 1991-03-26 | Shell Oil Company | Block copolymers |
| US5256489A (en) * | 1990-08-03 | 1993-10-26 | Quantum Chemical Corporation | Flame retardant polymeric compositions |
| US5144069A (en) * | 1990-12-13 | 1992-09-01 | Minnesota Mining And Manufacturing Company | Process for the preparation of fluoroaliphatic aminocarboxylate surfactants |
| US5314959A (en) * | 1991-03-06 | 1994-05-24 | Minnesota Mining And Manufacturing Company | Graft copolymers containing fluoroaliphatic groups |
| JP3176944B2 (ja) * | 1991-03-11 | 2001-06-18 | 三菱レイヨン株式会社 | メタクリルイミド基含有重合体 |
| DE4142575A1 (de) * | 1991-12-21 | 1993-06-24 | Basf Ag | Poly(meth)acrylimide |
| US5227460A (en) * | 1991-12-30 | 1993-07-13 | Xerox Corporation | Cross-linked toner resins |
| US5218053A (en) * | 1992-05-08 | 1993-06-08 | Shell Oil Company | Polymers having stable anhydride rings |
| US5338802A (en) | 1992-12-21 | 1994-08-16 | Shell Oil Company | Low temperature conversion of polymerized esters |
| CZ4294A3 (en) * | 1993-01-21 | 1994-11-16 | Minnesota Mining & Mfg | Crosslinkable polymer carrier with isocyanate functional groups, process of its preparation, a supported catalyst based thereon and method of its use |
| DE4313008C1 (de) * | 1993-04-21 | 1994-11-10 | Beiersdorf Ag | Selbstklebemasse auf Acrylathotmelt-Basis, Verfahren zu deren Herstellung und deren Verwendung |
| DE4325352C1 (de) * | 1993-07-28 | 1994-09-01 | Rhodia Ag Rhone Poulenc | Plastifiziertes Celluloseacetat, Verfahren zu dessen Herstellung und seine Verwendung zur Herstellung von Filamenten |
| US6160054A (en) * | 1995-05-08 | 2000-12-12 | Fmc Corporation | Hetero-telechelic polymers and processes for making same |
| US6197891B1 (en) * | 1994-05-13 | 2001-03-06 | Fmc Corporation | Functionalized chain extended initiators for anionic polymerization |
| EP0779898B1 (en) | 1994-09-09 | 1998-08-05 | Minnesota Mining And Manufacturing Company | Process for the packaged polymerization of olefinic monomers |
| AU704620B2 (en) | 1994-09-09 | 1999-04-29 | Minnesota Mining And Manufacturing Company | Improvements in or relating to the manufacture of a packaged hot melt adhesive, of a hot melt adhesive material, and of an adhesive coated sheet |
| US5571655A (en) * | 1995-04-17 | 1996-11-05 | Xerox Corporation | Toner reactive melt mixing process |
| US5900464A (en) * | 1995-07-25 | 1999-05-04 | Fmc Corporation | Processes for making methacrylate and acrylate polymers |
| US5814278A (en) | 1996-04-26 | 1998-09-29 | Minnesota Mining And Manufacturing Company | Shrouded reaction vessel |
| US5644007A (en) * | 1996-04-26 | 1997-07-01 | Minnesota Mining And Manufacturing Company | Continuous process for the production of poly(1-alkenes) |
| US5804625A (en) * | 1996-05-21 | 1998-09-08 | Minnesota Mining And Manufacturing Company | Fluorochemical and hydrocarbon surfactant blends as hydrophilic additives to thermoplastic polymers |
| US6150498A (en) * | 1996-07-12 | 2000-11-21 | The Dow Chemical Company | Polymer recovery |
| US6444762B1 (en) * | 1996-08-19 | 2002-09-03 | Basf Aktiengesellschaft | Anionic polymerization process |
| WO1998020051A1 (en) * | 1996-11-07 | 1998-05-14 | The Penn State Research Foundation | Short-cycle removal of impurities from polymers |
| DE19702988A1 (de) * | 1997-01-28 | 1998-07-30 | Hoechst Ag | Isoxazol- und Crotonsäureamidderivate und deren Verwendung als Arzneimittel und Diagnostika |
| US6184338B1 (en) * | 1997-08-27 | 2001-02-06 | Fmc Corporation | Anionic polymerization initiators containing tertiary amine functionality, their chain extended analogues, and processes for using the same |
| US6013735A (en) * | 1998-02-13 | 2000-01-11 | Ethyl Corporation | Process for the preparation of acrylate and methacrylate polymers |
| US6319881B1 (en) * | 1998-06-23 | 2001-11-20 | Exxonmobil Oil Corporation | Haze free oil additive compositions containing dispersants from selectively hydrogenated diene copolymers |
| CN1150231C (zh) * | 1998-09-03 | 2004-05-19 | 西巴特殊化学品控股有限公司 | 烯属不饱和单体在聚合物上的接枝方法 |
| US6749814B1 (en) * | 1999-03-03 | 2004-06-15 | Symyx Technologies, Inc. | Chemical processing microsystems comprising parallel flow microreactors and methods for using same |
| US20020010267A1 (en) * | 1999-03-09 | 2002-01-24 | Symyx Technologies, Inc., A Delaware Corporation | Block copolymers |
| AU5008800A (en) * | 1999-06-11 | 2001-01-02 | Dow Chemical Company, The | Hydrogenated block copolymers and optical media discs produced therefrom |
| WO2000077085A1 (en) * | 1999-06-11 | 2000-12-21 | Sydney Hyman | Image making medium |
| DE60042561D1 (de) * | 1999-10-27 | 2009-08-27 | 3M Innovative Properties Co | Fluorochemische sulfonamide tenside |
| US6586541B2 (en) * | 2000-02-02 | 2003-07-01 | E. I. Du Pont De Nemours And Company | Process for production of polyolefins |
| US6379791B1 (en) * | 2000-02-08 | 2002-04-30 | 3M Innovative Properties Company | Compatibilized pressure-sensitive adhesives |
| US6448353B1 (en) * | 2000-02-08 | 2002-09-10 | 3M Innovative Properties Company | Continuous process for the production of controlled architecture materials |
| DE10016652A1 (de) * | 2000-04-04 | 2001-10-18 | Basf Ag | Additivarme strahlenhärtbare Bindemittel |
| DE60118576T2 (de) * | 2000-08-18 | 2006-11-02 | 3M Innovative Properties Co., Saint Paul | Fluoro(meth)acrylatecopolymer-beschichtungsmassen |
| JP3714870B2 (ja) * | 2000-12-28 | 2005-11-09 | セントラル硝子株式会社 | 透明性含フッ素共重合体 |
| US20020160527A1 (en) * | 2001-02-26 | 2002-10-31 | 3M Innovative Properties Company | Combinatorial library comprising pouches as packages for library members and method therefor |
| US7118917B2 (en) * | 2001-03-07 | 2006-10-10 | Symyx Technologies, Inc. | Parallel flow reactor having improved thermal control |
| US7514263B2 (en) * | 2001-04-02 | 2009-04-07 | 3M Innovative Properties Company | Continuous process for the production of combinatorial libraries of materials |
| GB2378068B (en) * | 2001-07-27 | 2005-05-04 | Motorola Inc | Bipolar differential amplifier |
| US7619040B2 (en) * | 2002-02-15 | 2009-11-17 | Ppg Industries Ohio, Inc. | Compositions containing copolymers of olefinic monomers |
| US6753373B2 (en) * | 2002-06-20 | 2004-06-22 | Kris W. Winowiecki | Polyolefin compositions and method of use thereof in molded products |
| US7157283B2 (en) | 2002-08-02 | 2007-01-02 | 3M Innovative Properties Company | Continuous process for the production of combinatorial libraries of modified materials |
| US7632916B2 (en) * | 2002-08-02 | 2009-12-15 | 3M Innovative Properties Company | Process to modify polymeric materials and resulting compositions |
| US6716935B1 (en) * | 2002-12-19 | 2004-04-06 | 3M Innovative Properties Company | Continuous process for the production of controlled architecture materials under high solids loading conditions |
| US6969490B2 (en) * | 2003-06-26 | 2005-11-29 | 3M Innovative Properties Company | Device for the continuous process for the production of controlled architecture materials |
| WO2006120882A1 (ja) * | 2005-05-02 | 2006-11-16 | Daikin Industries, Ltd. | 架橋性ポリテトラフルオロエチレン組成物、ポリテトラフルオロエチレン架橋体粉末、ポリテトラフルオロエチレン成形体、樹脂ブレンド組成物、および樹脂ブレンド成形体 |
-
2002
- 2002-08-02 US US10/211,219 patent/US7157283B2/en not_active Expired - Fee Related
-
2003
- 2003-07-03 EP EP03742424A patent/EP1551547A1/en not_active Withdrawn
- 2003-07-03 AU AU2003281818A patent/AU2003281818A1/en not_active Abandoned
- 2003-07-03 WO PCT/US2003/020945 patent/WO2004012858A1/en not_active Ceased
- 2003-07-03 MX MXPA05001290A patent/MXPA05001290A/es unknown
- 2003-07-03 JP JP2004526019A patent/JP2005534772A/ja not_active Withdrawn
- 2003-07-03 BR BR0313158-0A patent/BR0313158A/pt not_active IP Right Cessation
- 2003-07-03 KR KR1020057001879A patent/KR20050033644A/ko not_active Withdrawn
-
2006
- 2006-12-28 US US11/646,856 patent/US20070122915A1/en not_active Abandoned
Also Published As
| Publication number | Publication date |
|---|---|
| US20070122915A1 (en) | 2007-05-31 |
| US20040023398A1 (en) | 2004-02-05 |
| AU2003281818A1 (en) | 2004-02-23 |
| US7157283B2 (en) | 2007-01-02 |
| BR0313158A (pt) | 2005-06-28 |
| WO2004012858A1 (en) | 2004-02-12 |
| EP1551547A1 (en) | 2005-07-13 |
| MXPA05001290A (es) | 2005-04-28 |
| KR20050033644A (ko) | 2005-04-12 |
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