WO1998022197A1 - Matieres de separation en polymeres de cyclodextrine - Google Patents
Matieres de separation en polymeres de cyclodextrine Download PDFInfo
- Publication number
- WO1998022197A1 WO1998022197A1 PCT/US1997/021784 US9721784W WO9822197A1 WO 1998022197 A1 WO1998022197 A1 WO 1998022197A1 US 9721784 W US9721784 W US 9721784W WO 9822197 A1 WO9822197 A1 WO 9822197A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- cyclodextrin
- water insoluble
- polymer
- group
- aqueous composition
- Prior art date
Links
Classifications
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D24/00—Filters comprising loose filtering material, i.e. filtering material without any binder between the individual particles or fibres thereof
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08B—POLYSACCHARIDES; DERIVATIVES THEREOF
- C08B37/00—Preparation of polysaccharides not provided for in groups C08B1/00 - C08B35/00; Derivatives thereof
- C08B37/0006—Homoglycans, i.e. polysaccharides having a main chain consisting of one single sugar, e.g. colominic acid
- C08B37/0009—Homoglycans, i.e. polysaccharides having a main chain consisting of one single sugar, e.g. colominic acid alpha-D-Glucans, e.g. polydextrose, alternan, glycogen; (alpha-1,4)(alpha-1,6)-D-Glucans; (alpha-1,3)(alpha-1,4)-D-Glucans, e.g. isolichenan or nigeran; (alpha-1,4)-D-Glucans; (alpha-1,3)-D-Glucans, e.g. pseudonigeran; Derivatives thereof
- C08B37/0012—Cyclodextrin [CD], e.g. cycle with 6 units (alpha), with 7 units (beta) and with 8 units (gamma), large-ring cyclodextrin or cycloamylose with 9 units or more; Derivatives thereof
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J20/00—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof
- B01J20/22—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof comprising organic material
- B01J20/26—Synthetic macromolecular compounds
- B01J20/265—Synthetic macromolecular compounds modified or post-treated polymers
- B01J20/267—Cross-linked polymers
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J20/00—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof
- B01J20/28—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof characterised by their form or physical properties
- B01J20/28014—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof characterised by their form or physical properties characterised by their form
- B01J20/28023—Fibres or filaments
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J20/00—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof
- B01J20/28—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof characterised by their form or physical properties
- B01J20/28014—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof characterised by their form or physical properties characterised by their form
- B01J20/28033—Membrane, sheet, cloth, pad, lamellar or mat
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J20/00—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof
- B01J20/28—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof characterised by their form or physical properties
- B01J20/28054—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof characterised by their form or physical properties characterised by their surface properties or porosity
- B01J20/28057—Surface area, e.g. B.E.T specific surface area
- B01J20/28059—Surface area, e.g. B.E.T specific surface area being less than 100 m2/g
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J20/00—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof
- B01J20/28—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof characterised by their form or physical properties
- B01J20/28054—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof characterised by their form or physical properties characterised by their surface properties or porosity
- B01J20/28078—Pore diameter
- B01J20/2808—Pore diameter being less than 2 nm, i.e. micropores or nanopores
-
- C—CHEMISTRY; METALLURGY
- C02—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F1/00—Treatment of water, waste water, or sewage
- C02F1/28—Treatment of water, waste water, or sewage by sorption
- C02F1/285—Treatment of water, waste water, or sewage by sorption using synthetic organic sorbents
-
- 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
- C08G18/64—Macromolecular compounds not provided for by groups C08G18/42 - C08G18/63
- C08G18/6484—Polysaccharides and derivatives thereof
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J2220/00—Aspects relating to sorbent materials
- B01J2220/40—Aspects relating to the composition of sorbent or filter aid materials
- B01J2220/48—Sorbents characterised by the starting material used for their preparation
- B01J2220/4812—Sorbents characterised by the starting material used for their preparation the starting material being of organic character
- B01J2220/4825—Polysaccharides or cellulose materials, e.g. starch, chitin, sawdust, wood, straw, cotton
-
- C—CHEMISTRY; METALLURGY
- C02—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F2101/00—Nature of the contaminant
- C02F2101/30—Organic compounds
Definitions
- the present invention provides a water insoluble polymeric composition
- a water insoluble polymeric composition comprising a reaction product of a cyclodextrin monomer and a polyfunctional crosslinker selected from the group consisting of polyisocyanates, dihalohydrocarbons, and dihaloacetylhydrocarbons.
- the present invention further provides a process for removing a target organic compound from an aqueous composition
- a process for removing a target organic compound from an aqueous composition comprising contacting said aqueous composition containing a target organic compound with a water insoluble cyclodextrin polymer comprising a reaction product of a cyclodextrin monomer and a polyfunctional crosslinker selected from the group consisting of polyisocyanates, dihalohydrocarbons, and dihaloacetylhydrocarbons for time sufficient to form a reaction product between said water insoluble cyclodextrin polymer and said target organic compound whereby the concentration of said target organic compound in said aqueous composition is reduced.
- FIGURE 1 is a graph showing induced circular dichroism of a cyclodextrin polymer complex with para-nitrophenol.
- FIGURE 2 is a graph showing a second harmonic generation signal versus incident angle.
- water insoluble is a relative term and as used herein generally refers to materials having a solubility in water of no greater than about 0.01 grams per gram of water.
- the cyclodextrin polymers of this invention can have a nanoporous structure capable of absorbing selected target organic compounds from within aqueous streams, solutions or compositions down to levels as low as parts per billion (ppb) and even to levels of parts per trillion (ppt).
- Diisocyanates can include such as 2,6-tolylene diisocyanate, 2,4-tolylene diisocyanate (TDI), 4,4'-diphenylmethane diisocyanate (MDI), hexamethylene diisocyanate (HDI), and the like.
- Dihalohydrocarbons can be generally represented by the formula X-R'-X where
- suitable dihalohydrocarbons may include 1,3-dichloropropane, 1,3-dibromopropane, 1,3-diiodopropane, 1,6- dichlorohexane, 1 ,6-dibromohexane, 1 ,6-diiodohexane, 1,8-dichlorooctane, 1,8- dibromooctane, 1,8-diiodooctane, 1 ,4-chloromethylenebenzene, 1,4- bromomethylenebenzene, and 1 ,4-iodomethylenebenzene.
- Suitable dihaloacetylhydrocarbons may be generally prepared by chlorination of dibasic acids such as dicarboxylic acids and specific examples of dicarboxylic acids may include 1 ,4-butanedicarboxylic acid (adipic acid), ortho-benzene dicarboxylic acid (oxalic acid), cis-butenedioic acid (maleic acid), and decanedioic acid (sebacic acid).
- dibasic acids such as dicarboxylic acids and specific examples of dicarboxylic acids may include 1 ,4-butanedicarboxylic acid (adipic acid), ortho-benzene dicarboxylic acid (oxalic acid), cis-butenedioic acid (maleic acid), and decanedioic acid (sebacic acid).
- cyclodextrins are linked D-glucopyranose units, with ⁇ -cyclodextrin, ⁇ -cyclodextrin, ⁇ -cyclodextrin being composed of 6, 7, or 8 units, respectively, the units linked into a circular arrangement.
- the internal diameter of each of ⁇ -cyclodextrin, ⁇ - cyclodextrin, ⁇ -cyclodextrin varies from the others, ⁇ -cyclodextrin has a cavity size or internal diameter of about 4.7 to 5.2 Angstroms (A), ⁇ -cyclodextrin has an internal diameter of about 6.0 to 6.5 A, and ⁇ -cyclodextrin has an internal diameter of about 7.5 to 8.5 A.
- Branched cyclodextrin monomer materials may also be employed.
- aromatic compounds e.g., benzene, toluene, xylene and the like
- polyaromatic compounds including compounds with fused ring structures containing between about two and ten rings, some or all of which are benzene rings, e.g., naphthalenes, indenes, anthracenes, phenanthrenes, fluorenes, acenaphthenes, benzanthracenes, perylenes, tetracenes, pyrenes, benzopyrenes, benzoperylenes, and the like, oxygen-containing organic compounds, e.g., methanol, acetone, dimethyl sulfoxide, dimethyl formamide, tetrahydrofuran and the like, halogenated, e.g., brominated or chlorinated, hydrocarbons, e.g., chloroform, carbon t
- the reaction product (often referred to as a complexation product) of certain organic compounds with the water insoluble cyclodextrin polymer can have nonlinear optical properties such that the reaction product can be characterized as an organic nonlinear optical material.
- Optical quality thin films can be prepared from the water insoluble cyclodextrin polymers of the present invention. Such thin films can then absorb organic chromophores from water. Some chromophores can be nonlinear optical materials, typically for polar molecules.
- EXAMPLE 2 To 2.0 g of dried ⁇ -cyclodextrin ( ⁇ -CD) in 10 ml of dried DMF, 1 ,6-diisocyanatohexane (HDI) was added dropwise with vigorous stirring. The total volume of HDI added was 2.5 ml. Under a nitrogen atmosphere, the solution was heated at 80°C for 16 hours. A polymeric material was then recovered from the solution as a clear, transparent solid. Residual DMF was removed by heating under vacuum at 80°C for 24 hours. As in example 1, the resultant product was a polymeric cyclodextrin solid which could easily be ground into a powder.
- HDI 1,6-diisocyanatohexane
- TDI toluene 2,4-diisocyanate
- FIG. 1 A sample of the resultant product between the HDI- ⁇ -CD and the para-nitrophenol was measured and contrasted with a sample of the HDI- ⁇ -CD. Measurements for induced circular dichroism are shown in FIG. 1 where solid line 10 shows the plot for the resultant product between the HDI- ⁇ -CD and the para-nitrophenol while dashed line 12 shows the plot for the sample of HDI- ⁇ -CD.
- the peak in line 10 at about 400 nanometers (nm) indicates the induced circular dichroism due to complex formation.
- HBS Hydroxybenzosulfunate
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Analytical Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Polymers & Plastics (AREA)
- Medicinal Chemistry (AREA)
- Biochemistry (AREA)
- Molecular Biology (AREA)
- Materials Engineering (AREA)
- General Health & Medical Sciences (AREA)
- Nanotechnology (AREA)
- Hydrology & Water Resources (AREA)
- Environmental & Geological Engineering (AREA)
- Water Supply & Treatment (AREA)
- Polysaccharides And Polysaccharide Derivatives (AREA)
- Polyurethanes Or Polyureas (AREA)
- Water Treatment By Sorption (AREA)
Abstract
Priority Applications (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
EP97949656A EP0939667A4 (fr) | 1996-11-22 | 1997-11-21 | Matieres de separation en polymeres de cyclodextrine |
AU72991/98A AU7299198A (en) | 1996-11-22 | 1997-11-21 | Cyclodextrin polymer separation materials |
JP52399798A JP2001504879A (ja) | 1996-11-22 | 1997-11-21 | シクロデキストリンポリマー分離材 |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US3164596P | 1996-11-22 | 1996-11-22 | |
US60/031,645 | 1996-11-22 |
Publications (2)
Publication Number | Publication Date |
---|---|
WO1998022197A1 true WO1998022197A1 (fr) | 1998-05-28 |
WO1998022197A9 WO1998022197A9 (fr) | 1998-09-11 |
Family
ID=21860638
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/US1997/021784 WO1998022197A1 (fr) | 1996-11-22 | 1997-11-21 | Matieres de separation en polymeres de cyclodextrine |
Country Status (6)
Country | Link |
---|---|
EP (1) | EP0939667A4 (fr) |
JP (1) | JP2001504879A (fr) |
KR (1) | KR20000057206A (fr) |
CN (1) | CN1238709A (fr) |
AU (1) | AU7299198A (fr) |
WO (1) | WO1998022197A1 (fr) |
Cited By (19)
Publication number | Priority date | Publication date | Assignee | Title |
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US6063287A (en) * | 1998-09-17 | 2000-05-16 | Affiniti, Llc | Removal of algae-associated odorants from fresh water |
US6476191B1 (en) | 1999-02-05 | 2002-11-05 | Mixture Sciences, Inc. | Volatilizable solid phase supports for compound synthesis |
JP2003531930A (ja) * | 2000-04-28 | 2003-10-28 | ユニバーシティ・カレッジ・ダブリン | 両親媒性大環状誘導体およびそれらの類似体 |
FR2840906A1 (fr) * | 2002-06-12 | 2003-12-19 | Commissariat Energie Atomique | Derives de per(3,6-anhydro) cyclodextrines, leur preparation et leur utilisation pour separer des ions, notamment des anions a base de chrome et de manganese |
WO2007030661A1 (fr) * | 2005-09-09 | 2007-03-15 | Avery Dennison Corporation | Hydrogel comprenant une cyclodextrine modifiée réticulée avec un prépolymère de polyuréthane |
DE102007062525A1 (de) | 2007-12-20 | 2009-06-25 | Tag Composites & Carpets Gmbh | Polyurethane mit Cyclodextrinen als Synthesebausteinen |
ITTO20100174A1 (it) * | 2010-03-08 | 2011-09-09 | Torino Politecnico | Nanospugne ciclodestriniche per applicazione nel settore del ritardo alla fiamma di materiali polimerici |
CN102276855A (zh) * | 2011-06-17 | 2011-12-14 | 华东理工大学 | 一种球状环糊精树脂颗粒的制备方法 |
CN102634279A (zh) * | 2012-04-24 | 2012-08-15 | 山东大学 | 用于痕量物质鉴别的固定相涂层材料的制备方法及其应用 |
ITTO20110372A1 (it) * | 2011-04-28 | 2012-10-29 | Univ Degli Studi Torino | Metodo per la preparazione di nanospugne di destrine |
ITTO20110873A1 (it) * | 2011-09-30 | 2013-03-31 | Sea Marconi Technologies Di Vander Tumiatti S A S | Uso di nanospogne funzionalizzate per la crescita, la conservazione, la protezione e la disinfezione di organismi vegetali. |
WO2014095427A1 (fr) | 2012-12-20 | 2014-06-26 | L'oreal | Polycondensat de cyclodextrine insoluble dans l'eau ; utilisations en tant qu'agent de capture |
WO2014095426A1 (fr) | 2012-12-20 | 2014-06-26 | L'oreal | Composition permettant la libération d'un agent bénéfique comprenant un polycondensat de cyclodextrine insoluble dans l'eau et au moins un agent bénéfique |
DE102015107174A1 (de) | 2015-05-07 | 2016-11-10 | Lisa Dräxlmaier GmbH | Cyclodextrinhaltige Heißschmelzklebe-, Heißschmelzdicht- und Heißklebebeschichtungsmassen |
US9505850B2 (en) | 2012-05-30 | 2016-11-29 | National University Corporation Kumamoto University | Endotoxin adsorbent |
DE102016110394A1 (de) | 2016-06-06 | 2017-12-07 | Lisa Dräxlmaier GmbH | Verwendung von Cyclodextrinen zur Erhöhung der Oberflächenenergie polymerer Kunststoffe |
DE102016110472A1 (de) | 2016-06-07 | 2017-12-07 | Lisa Dräxlmaier GmbH | Verwendung von Cyclodextrinen zur Verminderung von Emissionen |
EP3286261A4 (fr) * | 2015-04-20 | 2018-11-07 | Cornell University | Matériaux polymères poreux à base de cyclodextrine et leurs procédés de fabrication et d'utilisation |
US10564076B2 (en) | 2015-06-16 | 2020-02-18 | Agilent Technologies, Inc. | Compositions and methods for analytical sample preparation |
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JP4683632B2 (ja) * | 2004-08-20 | 2011-05-18 | 明和化成株式会社 | 球状シクロデキストリンポリマー、その製造方法及びそれが含まれた吸着剤 |
JP2007046041A (ja) * | 2005-07-13 | 2007-02-22 | Meiwa Kasei Kk | 光架橋基を含有するシクロデキストリン化合物、その製造方法及びそれが含まれた吸着剤 |
CN102093529B (zh) * | 2010-12-22 | 2012-08-15 | 南京工业大学 | 一种超声制备有机废水处理剂的方法 |
JP2013233473A (ja) * | 2012-05-02 | 2013-11-21 | Neos Co Ltd | シクロデキストリンポリマーを利用して媒体に含有されるハロゲン化芳香族化合物を選択的に吸着除去する方法 |
CN103866623B (zh) * | 2014-02-25 | 2015-11-25 | 苏州恒康新材料有限公司 | 一种纸张施胶剂及其制备方法 |
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CN108484800A (zh) * | 2018-03-27 | 2018-09-04 | 广西大学 | 一种微纳米尺寸β-环糊精聚合物粉末及其制备方法和应用 |
EP3924418A4 (fr) | 2019-02-14 | 2023-04-12 | Cyclopure, Inc. | Matériaux polymères de cyclodextrine porteurs de charge et leurs procédés de préparation et d'utilisation |
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US3472835A (en) * | 1964-02-12 | 1969-10-14 | American Mach & Foundry | Schardinger dextrins |
US4917956A (en) * | 1988-07-11 | 1990-04-17 | Uop | Method of preparing cyclodextrin-coated surfaces |
US5156918A (en) * | 1991-03-28 | 1992-10-20 | Northwestern University | Self-assembled super lattices |
US5208316A (en) * | 1990-10-01 | 1993-05-04 | Toppan Printing Co., Ltd. | Cyclodextrin polymer and cyclodextrin membrane prepared using said polymer |
Family Cites Families (3)
Publication number | Priority date | Publication date | Assignee | Title |
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US4169079A (en) * | 1977-10-24 | 1979-09-25 | Iwao Tabushi | Polystyrene based polymers containing cyclodextrin derivatives, metal complexes of the same, and process for the production of the same |
DE3710569A1 (de) * | 1986-10-31 | 1988-05-19 | Agency Ind Science Techn | Cyclodextrinverbindung, sie verwendender ultraduenner film und verfahren zur herstellung |
US4958015A (en) * | 1988-09-30 | 1990-09-18 | Uop | Preparation of crosslinked cyclodextrin resins with enhanced porosity |
-
1997
- 1997-11-21 EP EP97949656A patent/EP0939667A4/fr not_active Withdrawn
- 1997-11-21 AU AU72991/98A patent/AU7299198A/en not_active Abandoned
- 1997-11-21 JP JP52399798A patent/JP2001504879A/ja active Pending
- 1997-11-21 WO PCT/US1997/021784 patent/WO1998022197A1/fr not_active Application Discontinuation
- 1997-11-21 KR KR1019990704538A patent/KR20000057206A/ko not_active Application Discontinuation
- 1997-11-21 CN CN97199948A patent/CN1238709A/zh active Pending
Patent Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3472835A (en) * | 1964-02-12 | 1969-10-14 | American Mach & Foundry | Schardinger dextrins |
US4917956A (en) * | 1988-07-11 | 1990-04-17 | Uop | Method of preparing cyclodextrin-coated surfaces |
US5208316A (en) * | 1990-10-01 | 1993-05-04 | Toppan Printing Co., Ltd. | Cyclodextrin polymer and cyclodextrin membrane prepared using said polymer |
US5156918A (en) * | 1991-03-28 | 1992-10-20 | Northwestern University | Self-assembled super lattices |
Non-Patent Citations (1)
Title |
---|
See also references of EP0939667A4 * |
Cited By (30)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US6063287A (en) * | 1998-09-17 | 2000-05-16 | Affiniti, Llc | Removal of algae-associated odorants from fresh water |
US7396925B2 (en) | 1999-02-05 | 2008-07-08 | Mixture Sciences, Inc. | Volatilizable solid phase supports for compound synthesis |
US6476191B1 (en) | 1999-02-05 | 2002-11-05 | Mixture Sciences, Inc. | Volatilizable solid phase supports for compound synthesis |
US7067623B2 (en) | 1999-02-05 | 2006-06-27 | Mixture Sciences, Inc. | Volatilizable solid phase supports for compound synthesis |
JP2003531930A (ja) * | 2000-04-28 | 2003-10-28 | ユニバーシティ・カレッジ・ダブリン | 両親媒性大環状誘導体およびそれらの類似体 |
FR2840906A1 (fr) * | 2002-06-12 | 2003-12-19 | Commissariat Energie Atomique | Derives de per(3,6-anhydro) cyclodextrines, leur preparation et leur utilisation pour separer des ions, notamment des anions a base de chrome et de manganese |
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US10564076B2 (en) | 2015-06-16 | 2020-02-18 | Agilent Technologies, Inc. | Compositions and methods for analytical sample preparation |
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DE102016110394B4 (de) | 2016-06-06 | 2019-02-21 | Lisa Dräxlmaier GmbH | Verwendung von Cyclodextrinen zur Erhöhung der Oberflächenenergie polymerer Kunststoffe |
DE102016110472A1 (de) | 2016-06-07 | 2017-12-07 | Lisa Dräxlmaier GmbH | Verwendung von Cyclodextrinen zur Verminderung von Emissionen |
Also Published As
Publication number | Publication date |
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EP0939667A1 (fr) | 1999-09-08 |
AU7299198A (en) | 1998-06-10 |
KR20000057206A (ko) | 2000-09-15 |
JP2001504879A (ja) | 2001-04-10 |
EP0939667A4 (fr) | 2001-06-13 |
CN1238709A (zh) | 1999-12-15 |
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