WO1998022197A1 - Cyclodextrin polymer separation materials - Google Patents
Cyclodextrin polymer separation materials 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)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- General Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- Biochemistry (AREA)
- Materials Engineering (AREA)
- Nanotechnology (AREA)
- Hydrology & Water Resources (AREA)
- Environmental & Geological Engineering (AREA)
- Water Supply & Treatment (AREA)
- Polyurethanes Or Polyureas (AREA)
- Polysaccharides And Polysaccharide Derivatives (AREA)
Abstract
Description
Claims
Priority Applications (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
AU72991/98A AU7299198A (en) | 1996-11-22 | 1997-11-21 | Cyclodextrin polymer separation materials |
EP97949656A EP0939667A4 (en) | 1996-11-22 | 1997-11-21 | Cyclodextrin polymer separation materials |
JP52399798A JP2001504879A (en) | 1996-11-22 | 1997-11-21 | Cyclodextrin polymer separation material |
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 (en) | 1998-05-28 |
WO1998022197A9 WO1998022197A9 (en) | 1998-09-11 |
Family
ID=21860638
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/US1997/021784 WO1998022197A1 (en) | 1996-11-22 | 1997-11-21 | Cyclodextrin polymer separation materials |
Country Status (6)
Country | Link |
---|---|
EP (1) | EP0939667A4 (en) |
JP (1) | JP2001504879A (en) |
KR (1) | KR20000057206A (en) |
CN (1) | CN1238709A (en) |
AU (1) | AU7299198A (en) |
WO (1) | WO1998022197A1 (en) |
Cited By (19)
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 |
US6476191B1 (en) | 1999-02-05 | 2002-11-05 | Mixture Sciences, Inc. | Volatilizable solid phase supports for compound synthesis |
JP2003531930A (en) * | 2000-04-28 | 2003-10-28 | ユニバーシティ・カレッジ・ダブリン | Amphiphilic macrocyclic derivatives and their analogs |
FR2840906A1 (en) * | 2002-06-12 | 2003-12-19 | Commissariat Energie Atomique | New per(3,6-anhydro)cyclodextrin derivatives useful as chromium and manganese complexing agents for decontaminating the environment and living organisms |
WO2007030661A1 (en) * | 2005-09-09 | 2007-03-15 | Avery Dennison Corporation | Hydrogel including modified cyclodextrin crosslinked with polyurethane prepolymer |
DE102007062525A1 (en) | 2007-12-20 | 2009-06-25 | Tag Composites & Carpets Gmbh | New polyurethanes containing cyclodextrins in chemically bonded form, show complexing power and are useful e.g. in producing filter materials or protective clothing |
ITTO20100174A1 (en) * | 2010-03-08 | 2011-09-09 | Torino Politecnico | CYCLODESTRINIC NANOSPUGNE BY APPLICATION IN THE FIELD OF DELAY TO THE FLAME OF POLYMERIC MATERIALS |
CN102276855A (en) * | 2011-06-17 | 2011-12-14 | 华东理工大学 | Preparation method of spherical cyclodextrin resin particles |
CN102634279A (en) * | 2012-04-24 | 2012-08-15 | 山东大学 | Method for preparing stationary phase coating material for trace substance identification and application of material |
ITTO20110372A1 (en) * | 2011-04-28 | 2012-10-29 | Univ Degli Studi Torino | METHOD FOR THE PREPARATION OF DESTRINE NANOSPUGNE |
ITTO20110873A1 (en) * | 2011-09-30 | 2013-03-31 | Sea Marconi Technologies Di Vander Tumiatti S A S | USE OF FUNCTIONALIZED NANOSPOGNE FOR GROWTH, CONSERVATION, PROTECTION AND DISINFECTION OF VEGETABLE ORGANISMS. |
WO2014095426A1 (en) | 2012-12-20 | 2014-06-26 | L'oreal | Composition which makes possible the release of a beneficial agent comprising a water-insoluble cyclodextrin polycondensate and at least one beneficial agent |
WO2014095427A1 (en) | 2012-12-20 | 2014-06-26 | L'oreal | Water-insoluble cyclodextrin polycondensate; uses as a capturing agent |
DE102015107174A1 (en) | 2015-05-07 | 2016-11-10 | Lisa Dräxlmaier GmbH | Cyclodextrin-containing hot melt adhesive, hot melt sealant and hot melt adhesive compositions |
US9505850B2 (en) | 2012-05-30 | 2016-11-29 | National University Corporation Kumamoto University | Endotoxin adsorbent |
DE102016110472A1 (en) | 2016-06-07 | 2017-12-07 | Lisa Dräxlmaier GmbH | Use of cyclodextrins to reduce emissions |
DE102016110394A1 (en) | 2016-06-06 | 2017-12-07 | Lisa Dräxlmaier GmbH | Use of cyclodextrins to increase the surface energy of polymeric plastics |
EP3286261A4 (en) * | 2015-04-20 | 2018-11-07 | Cornell University | Porous cyclodextrin polymeric materials and methods of making and using same |
US10564076B2 (en) | 2015-06-16 | 2020-02-18 | Agilent Technologies, Inc. | Compositions and methods for analytical sample preparation |
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JP4683632B2 (en) * | 2004-08-20 | 2011-05-18 | 明和化成株式会社 | Spherical cyclodextrin polymer, process for producing the same and adsorbent containing the same |
JP2007046041A (en) * | 2005-07-13 | 2007-02-22 | Meiwa Kasei Kk | Cyclodextrin compound containing photo cross-linking group, method for producing the same and adsorbent containing the compound |
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JP2013233473A (en) * | 2012-05-02 | 2013-11-21 | Neos Co Ltd | Method for selectively adsorbing/removing halogenated aromatic compound contained in medium by using cyclodextrin polymer |
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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 |
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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 (en) * | 1986-10-31 | 1988-05-19 | Agency Ind Science Techn | Cyclodextrin compound, ultrathin film using it, and process for the preparation |
US4958015A (en) * | 1988-09-30 | 1990-09-18 | Uop | Preparation of crosslinked cyclodextrin resins with enhanced porosity |
-
1997
- 1997-11-21 AU AU72991/98A patent/AU7299198A/en not_active Abandoned
- 1997-11-21 KR KR1019990704538A patent/KR20000057206A/en not_active Application Discontinuation
- 1997-11-21 JP JP52399798A patent/JP2001504879A/en active Pending
- 1997-11-21 WO PCT/US1997/021784 patent/WO1998022197A1/en not_active Application Discontinuation
- 1997-11-21 EP EP97949656A patent/EP0939667A4/en not_active Withdrawn
- 1997-11-21 CN CN97199948A patent/CN1238709A/en active Pending
Patent Citations (4)
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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 |
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 |
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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 (en) * | 2000-04-28 | 2003-10-28 | ユニバーシティ・カレッジ・ダブリン | Amphiphilic macrocyclic derivatives and their analogs |
FR2840906A1 (en) * | 2002-06-12 | 2003-12-19 | Commissariat Energie Atomique | New per(3,6-anhydro)cyclodextrin derivatives useful as chromium and manganese complexing agents for decontaminating the environment and living organisms |
WO2003106507A1 (en) * | 2002-06-12 | 2003-12-24 | Commissariat A L'energie Atomique | Per (3,6-anhydro) cyclodextrin derivatives, their preparation and use thereof for separating ions, in particular chromium and manganese anions |
WO2007030661A1 (en) * | 2005-09-09 | 2007-03-15 | Avery Dennison Corporation | Hydrogel including modified cyclodextrin crosslinked with polyurethane prepolymer |
DE102007062525A1 (en) | 2007-12-20 | 2009-06-25 | Tag Composites & Carpets Gmbh | New polyurethanes containing cyclodextrins in chemically bonded form, show complexing power and are useful e.g. in producing filter materials or protective clothing |
ITTO20100174A1 (en) * | 2010-03-08 | 2011-09-09 | Torino Politecnico | CYCLODESTRINIC NANOSPUGNE BY APPLICATION IN THE FIELD OF DELAY TO THE FLAME OF POLYMERIC MATERIALS |
WO2012147069A1 (en) * | 2011-04-28 | 2012-11-01 | Universita' Degli Studi Di Torino | Method for preparing dextrin nanosponges |
ITTO20110372A1 (en) * | 2011-04-28 | 2012-10-29 | Univ Degli Studi Torino | METHOD FOR THE PREPARATION OF DESTRINE NANOSPUGNE |
CN102276855A (en) * | 2011-06-17 | 2011-12-14 | 华东理工大学 | Preparation method of spherical cyclodextrin resin particles |
ITTO20110873A1 (en) * | 2011-09-30 | 2013-03-31 | Sea Marconi Technologies Di Vander Tumiatti S A S | USE OF FUNCTIONALIZED NANOSPOGNE FOR GROWTH, CONSERVATION, PROTECTION AND DISINFECTION OF VEGETABLE ORGANISMS. |
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EP0939667A1 (en) | 1999-09-08 |
JP2001504879A (en) | 2001-04-10 |
KR20000057206A (en) | 2000-09-15 |
CN1238709A (en) | 1999-12-15 |
EP0939667A4 (en) | 2001-06-13 |
AU7299198A (en) | 1998-06-10 |
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