+

WO1998022197A1 - Matieres de separation en polymeres de cyclodextrine - Google Patents

Matieres de separation en polymeres de cyclodextrine Download PDF

Info

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
Application number
PCT/US1997/021784
Other languages
English (en)
Other versions
WO1998022197A9 (fr
Inventor
Min Ma
Dequan Li
Original Assignee
The Regents Of The University Of California
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by The Regents Of The University Of California filed Critical The Regents Of The University Of California
Priority to EP97949656A priority Critical patent/EP0939667A4/fr
Priority to AU72991/98A priority patent/AU7299198A/en
Priority to JP52399798A priority patent/JP2001504879A/ja
Publication of WO1998022197A1 publication Critical patent/WO1998022197A1/fr
Publication of WO1998022197A9 publication Critical patent/WO1998022197A9/fr

Links

Classifications

    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01DSEPARATION
    • B01D24/00Filters comprising loose filtering material, i.e. filtering material without any binder between the individual particles or fibres thereof
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08BPOLYSACCHARIDES; DERIVATIVES THEREOF
    • C08B37/00Preparation of polysaccharides not provided for in groups C08B1/00 - C08B35/00; Derivatives thereof
    • C08B37/0006Homoglycans, i.e. polysaccharides having a main chain consisting of one single sugar, e.g. colominic acid
    • C08B37/0009Homoglycans, 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
    • C08B37/0012Cyclodextrin [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
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J20/00Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof
    • B01J20/22Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof comprising organic material
    • B01J20/26Synthetic macromolecular compounds
    • B01J20/265Synthetic macromolecular compounds modified or post-treated polymers
    • B01J20/267Cross-linked polymers
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J20/00Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof
    • B01J20/28Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof characterised by their form or physical properties
    • B01J20/28014Solid 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
    • B01J20/28023Fibres or filaments
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J20/00Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof
    • B01J20/28Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof characterised by their form or physical properties
    • B01J20/28014Solid 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
    • B01J20/28033Membrane, sheet, cloth, pad, lamellar or mat
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J20/00Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof
    • B01J20/28Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof characterised by their form or physical properties
    • B01J20/28054Solid 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
    • B01J20/28057Surface area, e.g. B.E.T specific surface area
    • B01J20/28059Surface area, e.g. B.E.T specific surface area being less than 100 m2/g
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J20/00Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof
    • B01J20/28Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof characterised by their form or physical properties
    • B01J20/28054Solid 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
    • B01J20/28078Pore diameter
    • B01J20/2808Pore diameter being less than 2 nm, i.e. micropores or nanopores
    • CCHEMISTRY; METALLURGY
    • C02TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
    • C02FTREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
    • C02F1/00Treatment of water, waste water, or sewage
    • C02F1/28Treatment of water, waste water, or sewage by sorption
    • C02F1/285Treatment of water, waste water, or sewage by sorption using synthetic organic sorbents
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00Polymeric products of isocyanates or isothiocyanates
    • C08G18/06Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/40High-molecular-weight compounds
    • C08G18/64Macromolecular compounds not provided for by groups C08G18/42 - C08G18/63
    • C08G18/6484Polysaccharides and derivatives thereof
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2220/00Aspects relating to sorbent materials
    • B01J2220/40Aspects relating to the composition of sorbent or filter aid materials
    • B01J2220/48Sorbents characterised by the starting material used for their preparation
    • B01J2220/4812Sorbents characterised by the starting material used for their preparation the starting material being of organic character
    • B01J2220/4825Polysaccharides or cellulose materials, e.g. starch, chitin, sawdust, wood, straw, cotton
    • CCHEMISTRY; METALLURGY
    • C02TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
    • C02FTREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
    • C02F2101/00Nature of the contaminant
    • C02F2101/30Organic 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

Landscapes

  • 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

L'invention concerne une composition polymère non soluble dans l'eau constituée d'un produit de réaction d'un monomère de cyclodextrine et d'un agent de réticulation polyfonctionnel tiré du groupe constitué de polyisocyanates, dihalohydrocarbones, et de dihaloacétylhydrocarbones, ainsi qu'un procédé d'extraction d'un composé organique cible d'une composition aqueuse, consistant à mettre la composition aqueuse contenant un composé organique cible en contact avec un polymère de cyclodextrine non soluble dans l'eau, lequel est le produit de réaction d'un monomère de cyclodextrine et d'un agent de réticulation polyfonctionnel tiré du groupe constitué de polyisocyanates, de dihalohydrocarbones et de dihaloacétylhydrocarbones pendant un temps suffisant pour former un produit de réaction entre le polymère de cyclodextrine non soluble dans l'eau et le composé organique cible, ce qui permet de réduire la concentration du composé organique cible dans la composition aqueuse. Des chromophores organiques ajoutés aux polymères de cyclodextrine non soluble dans l'eau permettent d'obtenir des matières optiques organiques non linéaires.
PCT/US1997/021784 1996-11-22 1997-11-21 Matieres de separation en polymeres de cyclodextrine WO1998022197A1 (fr)

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)

* Cited by examiner, † Cited by third party
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 (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

Families Citing this family (13)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2005272664A (ja) * 2004-03-25 2005-10-06 Hitachi Ltd 可溶性シクロデキストリンポリマー及びその製造方法
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
CN107159162B (zh) * 2017-06-08 2020-04-24 中国石油大学(华东) 一种用于轻质油品脱硫的聚合环糊精脱硫剂
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
CN110092883B (zh) * 2019-04-25 2021-11-19 中科广化(重庆)新材料研究院有限公司 一种耐腐蚀水性超分子聚氨酯树脂及其制备方法与应用
CN111171265B (zh) * 2020-01-20 2021-10-19 中科院广州化学有限公司 一种含嘧啶酮结构的水性聚氨酯树脂及其制备方法和应用
CN112111101B (zh) * 2020-09-22 2021-06-01 江苏集萃先进高分子材料研究所有限公司 一种一体化宽频高透波强韧聚烯烃微孔泡沫材料及其制备方法
CN115869782B (zh) * 2022-11-23 2024-07-12 吉林大学 一种耐溶剂复合纳滤膜及其制备方法和应用

Citations (4)

* Cited by examiner, † Cited by third party
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
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)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
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

Patent Citations (4)

* Cited by examiner, † Cited by third party
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)

* Cited by examiner, † Cited by third party
Title
See also references of EP0939667A4 *

Cited By (30)

* Cited by examiner, † Cited by third party
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
WO2003106507A1 (fr) * 2002-06-12 2003-12-24 Commissariat A L'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
WO2012147069A1 (fr) * 2011-04-28 2012-11-01 Universita' Degli Studi Di Torino Procédé de préparation de nanoéponges de dextrines
ITTO20110372A1 (it) * 2011-04-28 2012-10-29 Univ Degli Studi Torino Metodo per la preparazione di nanospugne di destrine
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
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.
WO2013046165A1 (fr) 2011-09-30 2013-04-04 Sea Marconi Technologies Di Vander Tumiatti S.A.S. Utilisation de nano-éponges fonctionnalisées pour la croissance, la conservation, la protection et la désinfection d'organismes végétaux
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
US10155217B2 (en) 2012-05-30 2018-12-18 National University Corporation Kumamoto Endotoxin adsorbent
US9505850B2 (en) 2012-05-30 2016-11-29 National University Corporation Kumamoto University Endotoxin adsorbent
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
US10882023B2 (en) 2015-04-20 2021-01-05 Cornell University Porous cyclodextrin polymeric materials and methods of making and using same
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
EP3789451A1 (fr) * 2015-04-20 2021-03-10 Cornell University Matériaux polymères poreux à base de cyclodextrine
US11491460B2 (en) 2015-04-20 2022-11-08 Cornell University Porous cyclodextrin polymeric materials and methods of making and using same
DE102015107174A1 (de) 2015-05-07 2016-11-10 Lisa Dräxlmaier GmbH Cyclodextrinhaltige Heißschmelzklebe-, Heißschmelzdicht- und Heißklebebeschichtungsmassen
DE102015107174B4 (de) 2015-05-07 2022-07-07 Lisa Dräxlmaier GmbH Cyclodextrinhaltige Heißschmelzklebemassen und Verfahren zur Herstellung
US10564076B2 (en) 2015-06-16 2020-02-18 Agilent Technologies, Inc. Compositions and methods for analytical sample preparation
DE102016110394A1 (de) 2016-06-06 2017-12-07 Lisa Dräxlmaier GmbH Verwendung von Cyclodextrinen zur Erhöhung der Oberflächenenergie polymerer Kunststoffe
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
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

Similar Documents

Publication Publication Date Title
EP0939667A1 (fr) Matieres de separation en polymeres de cyclodextrine
WO1998022197A9 (fr) Matieres de separation en polymeres de cyclodextrine
Cui et al. Regenerable covalent organic frameworks for photo‐enhanced uranium adsorption from seawater
Pellicer et al. Removing of Direct Red 83: 1 using α-and HP-α-CDs polymerized with epichlorohydrin: Kinetic and equilibrium studies
US20010008222A1 (en) Cyclodextrin polymer separation materials
Salgın et al. Synthesis and Characterization of β‐Cyclodextrin Nanosponge and Its Application for the Removal of p‐Nitrophenol from Water
Wang et al. Carbon-dot hydrogels as superior carbonaceous adsorbents for removing perfluorooctane sulfonate from water
US4917956A (en) Method of preparing cyclodextrin-coated surfaces
Phan et al. Synthesis and characterization of silica gels functionalized with monochlorotriazinyl β-cyclodextrin and their sorption capacities towards organic compounds
Biyani et al. Light-stimulated mechanically switchable, photopatternable cellulose nanocomposites
US3754055A (en) Cationic vinyl-pyridine copolymers and products thereof
CN112552535A (zh) 多孔环糊精聚合材料及其制备和使用方法
Gad et al. Synthesis and characterization of Na‐alginate/acrylamide hydrogel and its application in dye removal
Riaz et al. Semi-conducting poly (1-naphthylamine) nanotubes: A pH independent adsorbent of sulphonate dyes
Gong et al. Adsorption property and mechanism of polyacrylate-divinylbenzene microspheres for removal of trace organic micropollutants from water
Danquah et al. Phenolic pollutant uptake properties of molecular templated polymers containing β-cyclodextrin
Chen et al. Synthesis, characterization and antibacterial activity of novel β-cyclodextrin polyurethane materials
Deng et al. Water‐Soluble Ionic Liquid‐Containing Sulfur Polymers for Mercury Capture, Demulsification, and Antibacterial Activity
Karoyo et al. Preparation and Characterization of a polymer-based “Molecular Accordion”
Yamasaki et al. Photocrosslinked β-cyclodextrin polymer beads and their use as sorbent for phenol removal from wastewater
Davardoostmanesh et al. A mechanically flexible superhydrophobic rock wool modified with reduced graphene oxide‐chloroperene rubber for oil‐spill clean‐up
Dominguez et al. Anion exchange fibers for arsenate removal derived from a vinylbenzyl chloride precursor
Feng et al. Dendritic amphiphile‐decorated polyHIPE as a highly efficient and well recyclable scavenger of micropollutants in water: topological effect
JP2013233473A (ja) 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
Kumar et al. Efficient removal of rhodamine B and methylene blue from water using polyurethane based porous material

Legal Events

Date Code Title Description
WWE Wipo information: entry into national phase

Ref document number: 97199948.1

Country of ref document: CN

AK Designated states

Kind code of ref document: A1

Designated state(s): AL AM AT AU AZ BB BG BR BY CA CH CN CZ DE DK EE ES FI GB GE HU IL IS JP KE KG KP KR KZ LK LR LS LT LU LV MD MG MK MN MW MX NO NZ PL PT RO RU SD SE SG SI SK TJ TM TR TT UA UG US UZ VN AM AZ BY KG KZ MD RU TJ TM

AL Designated countries for regional patents

Kind code of ref document: A1

Designated state(s): GH KE LS MW SD SZ UG ZW AT BE CH DE DK ES FI FR GB GR IE IT LU MC NL PT SE BF BJ CF CG CI

DFPE Request for preliminary examination filed prior to expiration of 19th month from priority date (pct application filed before 20040101)
COP Corrected version of pamphlet

Free format text: PAGES 1/3-3/3, DRAWINGS, REPLACED BY NEW PAGES 1/3-3/3

121 Ep: the epo has been informed by wipo that ep was designated in this application
WWE Wipo information: entry into national phase

Ref document number: 09214216

Country of ref document: US

ENP Entry into the national phase

Ref document number: 1998 523997

Country of ref document: JP

Kind code of ref document: A

WWE Wipo information: entry into national phase

Ref document number: 1019997004538

Country of ref document: KR

WWE Wipo information: entry into national phase

Ref document number: 1997949656

Country of ref document: EP

WWP Wipo information: published in national office

Ref document number: 1997949656

Country of ref document: EP

REG Reference to national code

Ref country code: DE

Ref legal event code: 8642

NENP Non-entry into the national phase

Ref country code: CA

WWP Wipo information: published in national office

Ref document number: 1019997004538

Country of ref document: KR

WWW Wipo information: withdrawn in national office

Ref document number: 1997949656

Country of ref document: EP

WWW Wipo information: withdrawn in national office

Ref document number: 1019997004538

Country of ref document: KR

点击 这是indexloc提供的php浏览器服务,不要输入任何密码和下载