JP2017527824A - 表面多孔性粒子(spp)上に結合した、高効率で、超安定な親水性相互作用クロマトグラフィー(hilic)基材 - Google Patents

表面多孔性粒子(spp)上に結合した、高効率で、超安定な親水性相互作用クロマトグラフィー(hilic)基材 Download PDF

Info

Publication number
JP2017527824A
JP2017527824A JP2017523196A JP2017523196A JP2017527824A JP 2017527824 A JP2017527824 A JP 2017527824A JP 2017523196 A JP2017523196 A JP 2017523196A JP 2017523196 A JP2017523196 A JP 2017523196A JP 2017527824 A JP2017527824 A JP 2017527824A
Authority
JP
Japan
Prior art keywords
hilic
spp
phase
ultrastable
interaction chromatography
Prior art date
Legal status (The legal status 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 status listed.)
Pending
Application number
JP2017523196A
Other languages
English (en)
Japanese (ja)
Other versions
JP2017527824A5 (enExample
Inventor
ダニエル ダブル アームストロング
ダニエル ダブル アームストロング
ザカリー エス ブライトバッハ
ザカリー エス ブライトバッハ
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Azyp LLC
Original Assignee
Azyp LLC
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 Azyp LLC filed Critical Azyp LLC
Publication of JP2017527824A publication Critical patent/JP2017527824A/ja
Publication of JP2017527824A5 publication Critical patent/JP2017527824A5/ja
Pending legal-status Critical Current

Links

Classifications

    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01DSEPARATION
    • B01D15/00Separating processes involving the treatment of liquids with solid sorbents; Apparatus therefor
    • B01D15/08Selective adsorption, e.g. chromatography
    • B01D15/26Selective adsorption, e.g. chromatography characterised by the separation mechanism
    • B01D15/30Partition chromatography
    • B01D15/305Hydrophilic interaction chromatography [HILIC]
    • 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
    • B01J20/02Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof comprising inorganic material
    • B01J20/10Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof comprising inorganic material comprising silica or silicate
    • B01J20/103Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof comprising inorganic material comprising silica or silicate comprising silica
    • 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
    • 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
    • B01J20/24Naturally occurring macromolecular compounds, e.g. humic acids or their derivatives
    • 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
    • B01J20/28002Solid 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 physical properties
    • B01J20/28004Sorbent size or size distribution, e.g. particle size
    • 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
    • B01J20/28061Surface area, e.g. B.E.T specific surface area being in the range 100-500 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
    • 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
    • B01J20/28083Pore diameter being in the range 2-50 nm, i.e. mesopores
    • 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
    • B01J20/281Sorbents specially adapted for preparative, analytical or investigative chromatography
    • B01J20/282Porous sorbents
    • B01J20/283Porous sorbents based on silica
    • 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
    • B01J20/281Sorbents specially adapted for preparative, analytical or investigative chromatography
    • B01J20/286Phases chemically bonded to a substrate, e.g. to silica or to polymers
    • B01J20/288Polar phases
    • 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
    • B01J20/281Sorbents specially adapted for preparative, analytical or investigative chromatography
    • B01J20/286Phases chemically bonded to a substrate, e.g. to silica or to polymers
    • B01J20/289Phases chemically bonded to a substrate, e.g. to silica or to polymers bonded via a spacer
    • 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
    • B01J20/281Sorbents specially adapted for preparative, analytical or investigative chromatography
    • B01J20/29Chiral phases
    • 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
    • B01J20/30Processes for preparing, regenerating, or reactivating
    • B01J20/32Impregnating or coating ; Solid sorbent compositions obtained from processes involving impregnating or coating
    • B01J20/3202Impregnating or coating ; Solid sorbent compositions obtained from processes involving impregnating or coating characterised by the carrier, support or substrate used for impregnation or coating
    • B01J20/3204Inorganic carriers, supports or substrates
    • 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
    • B01J20/30Processes for preparing, regenerating, or reactivating
    • B01J20/32Impregnating or coating ; Solid sorbent compositions obtained from processes involving impregnating or coating
    • B01J20/3214Impregnating or coating ; Solid sorbent compositions obtained from processes involving impregnating or coating characterised by the method for obtaining this coating or impregnating
    • B01J20/3217Resulting in a chemical bond between the coating or impregnating layer and the carrier, support or substrate, e.g. a covalent bond
    • 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
    • B01J20/30Processes for preparing, regenerating, or reactivating
    • B01J20/32Impregnating or coating ; Solid sorbent compositions obtained from processes involving impregnating or coating
    • B01J20/3214Impregnating or coating ; Solid sorbent compositions obtained from processes involving impregnating or coating characterised by the method for obtaining this coating or impregnating
    • B01J20/3217Resulting in a chemical bond between the coating or impregnating layer and the carrier, support or substrate, e.g. a covalent bond
    • B01J20/3219Resulting in a chemical bond between the coating or impregnating layer and the carrier, support or substrate, e.g. a covalent bond involving a particular spacer or linking group, e.g. for attaching an active group
    • 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
    • B01J20/30Processes for preparing, regenerating, or reactivating
    • B01J20/32Impregnating or coating ; Solid sorbent compositions obtained from processes involving impregnating or coating
    • B01J20/3231Impregnating or coating ; Solid sorbent compositions obtained from processes involving impregnating or coating characterised by the coating or impregnating layer
    • B01J20/3242Layers with a functional group, e.g. an affinity material, a ligand, a reactant or a complexing group
    • B01J20/3244Non-macromolecular compounds
    • B01J20/3246Non-macromolecular compounds having a well defined chemical structure
    • B01J20/3257Non-macromolecular compounds having a well defined chemical structure the functional group or the linking, spacer or anchoring group as a whole comprising at least one of the heteroatoms nitrogen, oxygen or sulfur together with at least one silicon atom, these atoms not being part of the carrier as such
    • B01J20/3263Non-macromolecular compounds having a well defined chemical structure the functional group or the linking, spacer or anchoring group as a whole comprising at least one of the heteroatoms nitrogen, oxygen or sulfur together with at least one silicon atom, these atoms not being part of the carrier as such comprising a cyclic structure containing at least one of the heteroatoms nitrogen, oxygen or sulfur, e.g. an heterocyclic or heteroaromatic structure
    • 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
    • B01J20/30Processes for preparing, regenerating, or reactivating
    • B01J20/32Impregnating or coating ; Solid sorbent compositions obtained from processes involving impregnating or coating
    • B01J20/3231Impregnating or coating ; Solid sorbent compositions obtained from processes involving impregnating or coating characterised by the coating or impregnating layer
    • B01J20/3242Layers with a functional group, e.g. an affinity material, a ligand, a reactant or a complexing group
    • B01J20/3285Coating or impregnation layers comprising different type of functional groups or interactions, e.g. different ligands in various parts of the sorbent, mixed mode, dual zone, bimodal, multimodal, ionic or hydrophobic, cationic or anionic, hydrophilic or hydrophobic
    • 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
    • B01J20/30Processes for preparing, regenerating, or reactivating
    • B01J20/32Impregnating or coating ; Solid sorbent compositions obtained from processes involving impregnating or coating
    • B01J20/3291Characterised by the shape of the carrier, the coating or the obtained coated product
    • B01J20/3293Coatings on a core, the core being particle or fiber shaped, e.g. encapsulated particles, coated fibers
    • 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
    • B01J2220/46Materials comprising a mixture of inorganic and organic materials
    • 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
    • B01J2220/50Aspects relating to the use of sorbent or filter aid materials
    • B01J2220/54Sorbents specially adapted for analytical or investigative chromatography

Landscapes

  • Chemical & Material Sciences (AREA)
  • Analytical Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Chemistry (AREA)
  • Inorganic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Nanotechnology (AREA)
  • Solid-Sorbent Or Filter-Aiding Compositions (AREA)
  • Treatment Of Liquids With Adsorbents In General (AREA)
JP2017523196A 2014-07-17 2015-07-17 表面多孔性粒子(spp)上に結合した、高効率で、超安定な親水性相互作用クロマトグラフィー(hilic)基材 Pending JP2017527824A (ja)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US201462025990P 2014-07-17 2014-07-17
US62/025,990 2014-07-17
PCT/US2015/041028 WO2016011427A1 (en) 2014-07-17 2015-07-17 High efficiency, ultra-stable, bonded hydrophilic interaction chromatography (hilic) matrix on superficially porous particles (spps)

Publications (2)

Publication Number Publication Date
JP2017527824A true JP2017527824A (ja) 2017-09-21
JP2017527824A5 JP2017527824A5 (enExample) 2018-11-22

Family

ID=55079114

Family Applications (1)

Application Number Title Priority Date Filing Date
JP2017523196A Pending JP2017527824A (ja) 2014-07-17 2015-07-17 表面多孔性粒子(spp)上に結合した、高効率で、超安定な親水性相互作用クロマトグラフィー(hilic)基材

Country Status (4)

Country Link
US (1) US10265643B2 (enExample)
EP (1) EP3169431A4 (enExample)
JP (1) JP2017527824A (enExample)
WO (1) WO2016011427A1 (enExample)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US10618920B2 (en) * 2016-06-03 2020-04-14 Agilent Technologies, Inc. Functionalized particles having modified phases
US10436684B2 (en) * 2016-09-19 2019-10-08 Agilent Technologies, Inc. Functionalized support for analytical sample preparation
US20220389480A1 (en) * 2021-06-04 2022-12-08 Waters Technologies Corporation Separation of nucleic acid component compounds on zwitterionic stationary phases

Citations (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2010071707A (ja) * 2008-09-17 2010-04-02 Shiseido Co Ltd 親水性相互作用クロマトグラフィー用充填剤
WO2012033194A1 (ja) * 2010-09-09 2012-03-15 ダイセル化学工業株式会社 水溶性生体関連物質の分離方法
JP2012530809A (ja) * 2009-06-17 2012-12-06 ボード・オブ・リージエンツ,ザ・ユニバーシテイ・オブ・テキサス・システム 分離剤としてのシクロフルクタン用の組成物および方法
JP2013535544A (ja) * 2010-07-26 2013-09-12 ウオーターズ・テクノロジーズ・コーポレイシヨン 粒度分布の狭い実質的に非多孔質のハイブリッドコアを含む表面多孔質材料
US20130324700A1 (en) * 2011-01-28 2013-12-05 Dailian Institute of Chemical Physics, Chinese Aca of Sciences Zwitterionic stationary phase for hydrophilic interaction liquid chromatography and preparation method thereof
JP2014029313A (ja) * 2012-07-20 2014-02-13 Mitsubishi Chemicals Corp クロマトグラフィー用分離剤
JP2014070073A (ja) * 2012-09-27 2014-04-21 Agilent Technologies Inc 加水分解に安定なイオン交換固定相およびその使用
CN103816878A (zh) * 2012-11-19 2014-05-28 中国科学院大连化学物理研究所 一种咪唑两性离子核-壳型亲水作用固定相及其制备和应用

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US8608967B2 (en) * 2011-03-03 2013-12-17 The Board Of Trustees Of The University Of Arkansas Multiple stationary phase matrix and uses thereof
WO2013173494A1 (en) 2012-05-15 2013-11-21 Waters Technologies Corporation Chromatographic materials

Patent Citations (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2010071707A (ja) * 2008-09-17 2010-04-02 Shiseido Co Ltd 親水性相互作用クロマトグラフィー用充填剤
JP2012530809A (ja) * 2009-06-17 2012-12-06 ボード・オブ・リージエンツ,ザ・ユニバーシテイ・オブ・テキサス・システム 分離剤としてのシクロフルクタン用の組成物および方法
JP2013535544A (ja) * 2010-07-26 2013-09-12 ウオーターズ・テクノロジーズ・コーポレイシヨン 粒度分布の狭い実質的に非多孔質のハイブリッドコアを含む表面多孔質材料
WO2012033194A1 (ja) * 2010-09-09 2012-03-15 ダイセル化学工業株式会社 水溶性生体関連物質の分離方法
US20130324700A1 (en) * 2011-01-28 2013-12-05 Dailian Institute of Chemical Physics, Chinese Aca of Sciences Zwitterionic stationary phase for hydrophilic interaction liquid chromatography and preparation method thereof
JP2014029313A (ja) * 2012-07-20 2014-02-13 Mitsubishi Chemicals Corp クロマトグラフィー用分離剤
JP2014070073A (ja) * 2012-09-27 2014-04-21 Agilent Technologies Inc 加水分解に安定なイオン交換固定相およびその使用
CN103816878A (zh) * 2012-11-19 2014-05-28 中国科学院大连化学物理研究所 一种咪唑两性离子核-壳型亲水作用固定相及其制备和应用

Non-Patent Citations (2)

* Cited by examiner, † Cited by third party
Title
QIAO LIZHEN ET AL.: "Development and evaluation of new imidazolium-based zwitterionic stationary phases for hydrophilic i", JOURNAL OF CHROMATOGRAPHY A, vol. 1286, JPN6019019872, 19 April 2013 (2013-04-19), pages 137 - 145, ISSN: 0004186432 *
RISLEY S. DONALD AND STREGE A. MARK: "Chiral Separations of Polar Compounds by Hydrophilic Interaction Chromatography with Evaporative Lig", ANALYTICAL CHEMISTRY, vol. 72, no. 8, JPN6019019870, 15 April 2000 (2000-04-15), US, pages 1736 - 1739, ISSN: 0004186433 *

Also Published As

Publication number Publication date
EP3169431A1 (en) 2017-05-24
US20170203234A1 (en) 2017-07-20
EP3169431A4 (en) 2018-03-14
WO2016011427A1 (en) 2016-01-21
WO2016011427A9 (en) 2016-03-24
US10265643B2 (en) 2019-04-23

Similar Documents

Publication Publication Date Title
CN103301822B (zh) 一种极性液相色谱填料及其制备方法
US20080293959A1 (en) Compositions useful as chromatography stationary phases
EP1817109B1 (en) Mixed-modal anion-exchange type separation material
JPH0626666B2 (ja) ビデンテート シラン変性構造表面
Colón et al. Allyl-functionalized hybrid silica monoliths
US20090216006A1 (en) Covalently bound polysaccharide-based chiral stationary phases and method for their preparation
JP2017527824A (ja) 表面多孔性粒子(spp)上に結合した、高効率で、超安定な親水性相互作用クロマトグラフィー(hilic)基材
JP5015426B2 (ja) 金属キレートアフィニティリガンドの合成方法
JPH04230852A (ja) クロマトグラフィ用分離材料
US8133390B2 (en) Reversed endcapping and bonding of chromatographic stationary phases using hydrosilanes
CN108452775A (zh) 一种功能化的高密度层析基质、其制备方法及应用
US10272364B2 (en) Superficially porous particle (SPP) chiral phases for liquid chromatography
JP2012509479A (ja) フェノキシアルキル、アルコキシフェニルアルキルまたはフェノキシフェニルアルキルリガンドベースの新規クロマトグラフィー媒体
JP6109604B2 (ja) オクタヒドロビナフチル誘導体
Kacprzak et al. Triazolo-linked cinchona alkaloid carbamate anion exchange-type chiral stationary phases: Synthesis by click chemistry and evaluation
CN104043437B (zh) 作为混合模式色谱介质的环氧基化学衍生材料、用于合成和使用它们的方法
US20090078633A1 (en) Chromatographic stationary phases
Wang et al. HPLC enantioseparation on cyclodextrin-based chiral stationary phases
JPH07260762A (ja) 高速液体クロマトグラフィー用充填剤及びその製造法
US20210347645A1 (en) Macroporous Controlled Porosity Silica Gel Suitable For Oligonucleotide Synthesis
JP7742442B2 (ja) 大規模逆相hplc精製のための新規の固定相
JP2007238540A (ja) 光学活性アルコール化合物の製法
JP2708466B2 (ja) 光学分割方法
JP6199140B2 (ja) 充填剤の製造方法、充填剤及びカラム
US20060079708A1 (en) Method of separating optically active dihydroxy-heptenoic acid esters

Legal Events

Date Code Title Description
A521 Request for written amendment filed

Free format text: JAPANESE INTERMEDIATE CODE: A821

Effective date: 20170222

RD01 Notification of change of attorney

Free format text: JAPANESE INTERMEDIATE CODE: A7426

Effective date: 20170222

A521 Request for written amendment filed

Free format text: JAPANESE INTERMEDIATE CODE: A523

Effective date: 20180620

A621 Written request for application examination

Free format text: JAPANESE INTERMEDIATE CODE: A621

Effective date: 20180620

A521 Request for written amendment filed

Free format text: JAPANESE INTERMEDIATE CODE: A523

Effective date: 20181012

A977 Report on retrieval

Free format text: JAPANESE INTERMEDIATE CODE: A971007

Effective date: 20190527

A131 Notification of reasons for refusal

Free format text: JAPANESE INTERMEDIATE CODE: A131

Effective date: 20190604

A601 Written request for extension of time

Free format text: JAPANESE INTERMEDIATE CODE: A601

Effective date: 20190820

A601 Written request for extension of time

Free format text: JAPANESE INTERMEDIATE CODE: A601

Effective date: 20191105

A521 Request for written amendment filed

Free format text: JAPANESE INTERMEDIATE CODE: A523

Effective date: 20191129

A02 Decision of refusal

Free format text: JAPANESE INTERMEDIATE CODE: A02

Effective date: 20200107