CA3071263A1 - Overcoming two carbon dioxide adsorption steps in diamine-appended metal-organic frameworks - Google Patents

Overcoming two carbon dioxide adsorption steps in diamine-appended metal-organic frameworks Download PDF

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Publication number
CA3071263A1
CA3071263A1 CA3071263A CA3071263A CA3071263A1 CA 3071263 A1 CA3071263 A1 CA 3071263A1 CA 3071263 A CA3071263 A CA 3071263A CA 3071263 A CA3071263 A CA 3071263A CA 3071263 A1 CA3071263 A1 CA 3071263A1
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CA
Canada
Prior art keywords
adsorption
adsorption material
substituted
dobpdc
diamine
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Pending
Application number
CA3071263A
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English (en)
French (fr)
Inventor
Jeffrey R. Long
Simon Christopher Weston
Phillip J. Milner
Jeffrey D. Martell
Rebecca L. Siegelman
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.)
University of California San Diego UCSD
ExxonMobil Technology and Engineering Co
Original Assignee
ExxonMobil Research and Engineering Co
University of California San Diego UCSD
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Application filed by ExxonMobil Research and Engineering Co, University of California San Diego UCSD filed Critical ExxonMobil Research and Engineering Co
Publication of CA3071263A1 publication Critical patent/CA3071263A1/en
Pending legal-status Critical Current

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    • 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
    • B01J20/223—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof comprising organic material containing metals, e.g. organo-metallic compounds, coordination complexes
    • B01J20/226—Coordination polymers, e.g. metal-organic frameworks [MOF], zeolitic imidazolate frameworks [ZIF]
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01D—SEPARATION
    • B01D53/00—Separation of gases or vapours; Recovering vapours of volatile solvents from gases; Chemical or biological purification of waste gases, e.g. engine exhaust gases, smoke, fumes, flue gases, aerosols
    • B01D53/02—Separation of gases or vapours; Recovering vapours of volatile solvents from gases; Chemical or biological purification of waste gases, e.g. engine exhaust gases, smoke, fumes, flue gases, aerosols by adsorption, e.g. preparative gas chromatography
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01D—SEPARATION
    • B01D53/00—Separation of gases or vapours; Recovering vapours of volatile solvents from gases; Chemical or biological purification of waste gases, e.g. engine exhaust gases, smoke, fumes, flue gases, aerosols
    • B01D53/34—Chemical or biological purification of waste gases
    • B01D53/46—Removing components of defined structure
    • B01D53/62—Carbon oxides
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01D—SEPARATION
    • B01D53/00—Separation of gases or vapours; Recovering vapours of volatile solvents from gases; Chemical or biological purification of waste gases, e.g. engine exhaust gases, smoke, fumes, flue gases, aerosols
    • B01D53/34—Chemical or biological purification of waste gases
    • B01D53/74—General processes for purification of waste gases; Apparatus or devices specially adapted therefor
    • B01D53/81—Solid phase processes
    • B01D53/82—Solid phase processes with stationary reactants
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01D—SEPARATION
    • B01D53/00—Separation of gases or vapours; Recovering vapours of volatile solvents from gases; Chemical or biological purification of waste gases, e.g. engine exhaust gases, smoke, fumes, flue gases, aerosols
    • B01D53/34—Chemical or biological purification of waste gases
    • B01D53/96—Regeneration, reactivation or recycling of reactants
    • 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
    • B01J20/28002—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 physical properties
    • B01J20/28011—Other properties, e.g. density, crush strength
    • 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
    • B01J20/28066—Surface area, e.g. B.E.T specific surface area being more than 1000 m2/g
    • B—PERFORMING OPERATIONS; TRANSPORTING
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    • B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
    • B01J31/1691—Coordination polymers, e.g. metal-organic frameworks [MOF]
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F3/00—Compounds containing elements of Groups 2 or 12 of the Periodic Table
    • C07F3/02—Magnesium compounds
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10L—FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G OR C10K; LIQUIFIED PETROLEUM GAS; USE OF ADDITIVES TO FUELS OR FIRES; FIRE-LIGHTERS
    • C10L3/00—Gaseous fuels; Natural gas; Synthetic natural gas obtained by processes not covered by subclass C10G, C10K; Liquefied petroleum gas
    • C10L3/06—Natural gas; Synthetic natural gas obtained by processes not covered by C10G, C10K3/02 or C10K3/04
    • C10L3/10—Working-up natural gas or synthetic natural gas
    • C10L3/101—Removal of contaminants
    • C10L3/102—Removal of contaminants of acid contaminants
    • C10L3/104—Carbon dioxide
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01D—SEPARATION
    • B01D2252/00—Absorbents, i.e. solvents and liquid materials for gas absorption
    • B01D2252/20—Organic absorbents
    • B01D2252/204—Amines
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01D—SEPARATION
    • B01D2253/00—Adsorbents used in seperation treatment of gases and vapours
    • B01D2253/20—Organic adsorbents
    • B01D2253/204—Metal organic frameworks (MOF's)
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
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    • B01D2253/00—Adsorbents used in seperation treatment of gases and vapours
    • B01D2253/25—Coated, impregnated or composite adsorbents
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01D—SEPARATION
    • B01D2253/00—Adsorbents used in seperation treatment of gases and vapours
    • B01D2253/30—Physical properties of adsorbents
    • B01D2253/302—Dimensions
    • B01D2253/306—Surface area, e.g. BET-specific surface
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01D—SEPARATION
    • B01D2256/00—Main component in the product gas stream after treatment
    • B01D2256/24—Hydrocarbons
    • B01D2256/245—Methane
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01D—SEPARATION
    • B01D2257/00—Components to be removed
    • B01D2257/50—Carbon oxides
    • B01D2257/504—Carbon dioxide
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01D—SEPARATION
    • B01D2258/00—Sources of waste gases
    • B01D2258/02—Other waste gases
    • B01D2258/0283—Flue gases
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01D—SEPARATION
    • B01D2258/00—Sources of waste gases
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    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01D—SEPARATION
    • B01D53/00—Separation of gases or vapours; Recovering vapours of volatile solvents from gases; Chemical or biological purification of waste gases, e.g. engine exhaust gases, smoke, fumes, flue gases, aerosols
    • B01D53/02—Separation of gases or vapours; Recovering vapours of volatile solvents from gases; Chemical or biological purification of waste gases, e.g. engine exhaust gases, smoke, fumes, flue gases, aerosols by adsorption, e.g. preparative gas chromatography
    • B01D53/04—Separation of gases or vapours; Recovering vapours of volatile solvents from gases; Chemical or biological purification of waste gases, e.g. engine exhaust gases, smoke, fumes, flue gases, aerosols by adsorption, e.g. preparative gas chromatography with stationary adsorbents
    • B01D53/0462—Temperature swing adsorption
    • B—PERFORMING OPERATIONS; TRANSPORTING
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    • B01D53/00—Separation of gases or vapours; Recovering vapours of volatile solvents from gases; Chemical or biological purification of waste gases, e.g. engine exhaust gases, smoke, fumes, flue gases, aerosols
    • B01D53/02—Separation of gases or vapours; Recovering vapours of volatile solvents from gases; Chemical or biological purification of waste gases, e.g. engine exhaust gases, smoke, fumes, flue gases, aerosols by adsorption, e.g. preparative gas chromatography
    • B01D53/04—Separation of gases or vapours; Recovering vapours of volatile solvents from gases; Chemical or biological purification of waste gases, e.g. engine exhaust gases, smoke, fumes, flue gases, aerosols by adsorption, e.g. preparative gas chromatography with stationary adsorbents
    • B01D53/047—Pressure swing adsorption
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01D—SEPARATION
    • B01D53/00—Separation of gases or vapours; Recovering vapours of volatile solvents from gases; Chemical or biological purification of waste gases, e.g. engine exhaust gases, smoke, fumes, flue gases, aerosols
    • B01D53/02—Separation of gases or vapours; Recovering vapours of volatile solvents from gases; Chemical or biological purification of waste gases, e.g. engine exhaust gases, smoke, fumes, flue gases, aerosols by adsorption, e.g. preparative gas chromatography
    • B01D53/04—Separation of gases or vapours; Recovering vapours of volatile solvents from gases; Chemical or biological purification of waste gases, e.g. engine exhaust gases, smoke, fumes, flue gases, aerosols by adsorption, e.g. preparative gas chromatography with stationary adsorbents
    • B01D53/047—Pressure swing adsorption
    • B01D53/0476—Vacuum pressure swing adsorption
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
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    • B01J20/3425—Regenerating or reactivating of sorbents or filter aids comprising organic materials
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    • B01J20/00—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof
    • B01J20/30—Processes for preparing, regenerating, or reactivating
    • B01J20/34—Regenerating or reactivating
    • B01J20/3483—Regenerating or reactivating by thermal treatment not covered by groups B01J20/3441 - B01J20/3475, e.g. by heating or cooling
    • 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
    • B01J20/30—Processes for preparing, regenerating, or reactivating
    • B01J20/34—Regenerating or reactivating
    • B01J20/3491—Regenerating or reactivating by pressure treatment
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10L—FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G OR C10K; LIQUIFIED PETROLEUM GAS; USE OF ADDITIVES TO FUELS OR FIRES; FIRE-LIGHTERS
    • C10L2290/00—Fuel preparation or upgrading, processes or apparatus therefore, comprising specific process steps or apparatus units
    • C10L2290/54—Specific separation steps for separating fractions, components or impurities during preparation or upgrading of a fuel
    • C10L2290/542—Adsorption of impurities during preparation or upgrading of a fuel
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02C—CAPTURE, STORAGE, SEQUESTRATION OR DISPOSAL OF GREENHOUSE GASES [GHG]
    • Y02C20/00—Capture or disposal of greenhouse gases
    • Y02C20/40—Capture or disposal of greenhouse gases of CO2

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  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • Analytical Chemistry (AREA)
  • Organic Chemistry (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • General Chemical & Material Sciences (AREA)
  • Environmental & Geological Engineering (AREA)
  • Biomedical Technology (AREA)
  • Health & Medical Sciences (AREA)
  • Inorganic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Sustainable Development (AREA)
  • Materials Engineering (AREA)
  • Solid-Sorbent Or Filter-Aiding Compositions (AREA)
  • Carbon And Carbon Compounds (AREA)
  • Treating Waste Gases (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
CA3071263A 2017-08-04 2018-07-25 Overcoming two carbon dioxide adsorption steps in diamine-appended metal-organic frameworks Pending CA3071263A1 (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US201762541623P 2017-08-04 2017-08-04
US62/541,623 2017-08-04
PCT/US2018/043775 WO2019027773A1 (en) 2017-08-04 2018-07-25 CROSSING TWO STEPS OF ADSORPTION OF CARBON GAS IN ORGANOMETALLIC STRUCTURES OF ADDED DIAMINE

Publications (1)

Publication Number Publication Date
CA3071263A1 true CA3071263A1 (en) 2019-02-07

Family

ID=63165519

Family Applications (1)

Application Number Title Priority Date Filing Date
CA3071263A Pending CA3071263A1 (en) 2017-08-04 2018-07-25 Overcoming two carbon dioxide adsorption steps in diamine-appended metal-organic frameworks

Country Status (9)

Country Link
US (2) US10953385B2 (https=)
EP (1) EP3661645B1 (https=)
JP (1) JP7335868B2 (https=)
KR (1) KR102647619B1 (https=)
CN (1) CN111132755B (https=)
AU (1) AU2018311812B2 (https=)
CA (1) CA3071263A1 (https=)
SG (1) SG11202000933QA (https=)
WO (1) WO2019027773A1 (https=)

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US11458431B2 (en) * 2017-02-17 2022-10-04 The Regents Of The University Of California Amine-appended metal-organic frameworks exhibiting a new adsorption mechanism for carbon dioxide separations
WO2019108847A1 (en) 2017-11-29 2019-06-06 The Regents Of The University Of California A vanadium metal-organic framework for selective adsorption
EP3856748B1 (en) * 2018-09-28 2024-03-06 The Regents of The University of California Metal-organic framework phase and crystallite shape control
EP3959008A1 (en) * 2019-04-26 2022-03-02 ExxonMobil Research and Engineering Company Mixed-metal mixed-organic framework systems for selective co capture
CN112795023B (zh) * 2019-10-28 2022-04-29 暨南大学 一种超稳定的金属有机框架材料及其制备方法与应用
US11872537B2 (en) 2020-08-06 2024-01-16 ExxonMobil Technology and Engineering Company Metal-organic frameworks for carbon dioxide capture
CN112316911B (zh) * 2020-10-28 2021-11-16 青岛理工大学 一种双功能型金属有机骨架膜材料及其制备方法与应用
JPWO2023033035A1 (https=) * 2021-08-31 2023-03-09
JP2023152806A (ja) 2022-03-30 2023-10-17 上野製薬株式会社 ４，４’－ジヒドロキシビフェニル－３，３’－ジカルボン酸の製造方法
WO2023189499A1 (ja) 2022-03-30 2023-10-05 上野製薬株式会社 ４，４'－ジヒドロキシビフェニル－３，３'－ジカルボン酸の製造方法
US20260042084A1 (en) * 2022-08-19 2026-02-12 General Electric Technology Gmbh Sorbents functionalized with ligands having an aminosilicone functional group

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US5777023A (en) * 1996-10-01 1998-07-07 Union Camp Corporation Diamidediurethanes and hot-melt printing therewith
FR2938539B1 (fr) * 2008-11-18 2012-12-21 Centre Nat Rech Scient Procede de preparation d'azocarboxylates aromatiques d'aluminium poreux et cristallises de type "metal-organic framework"
CN102361678A (zh) 2009-03-20 2012-02-22 巴斯夫欧洲公司 使用用胺浸渍的金属有机骨架分离酸性气体的方法
EP2746248B1 (en) * 2011-08-17 2018-05-30 Kuraray Co., Ltd. Metal complex and adsorbent material, storage material, and separating material comprising same
US10722863B2 (en) * 2011-10-18 2020-07-28 The Regents Of The University Of California Cooperative chemical adsorption of acid gases in functionalized metal-organic frameworks
WO2015164543A1 (en) * 2014-04-22 2015-10-29 The Regents Of The University Of California Cooperative chemical adsorption of acid gases in functionalized metal-organic frameworks
EP2768608A4 (en) * 2011-10-18 2015-06-03 Univ California ALKYLAMINE-FUNCTIONALIZED METAL-ORGANIC FRAMING MATERIALS FOR COMPOSITE GAS SEPARATION
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KR101468292B1 (ko) * 2013-03-08 2014-12-02 고려대학교 산학협력단 이산화탄소 흡착제
KR102399422B1 (ko) * 2014-02-19 2022-05-18 더 리젠츠 오브 더 유니버시티 오브 캘리포니아 산, 용매, 및 열 저항성 금속-유기 구조체
CN104056598A (zh) * 2014-06-20 2014-09-24 浙江大学 一种MOFs基二氧化碳吸附剂及其制备方法和应用
US9421517B2 (en) 2015-01-20 2016-08-23 Chung Yuan Christian University Metal-organic framework polymer for solid-phase microextraction
KR101707821B1 (ko) * 2015-08-13 2017-02-17 고려대학교 산학협력단 마그네슘 금속-유기 골격체(Mg-MOF)의 제조 및 이의 아민 기능화
US20180272314A1 (en) 2015-09-30 2018-09-27 The Regents Of The University Of California Gas purification with diamine-appended metal-organic frameworks
US11458431B2 (en) 2017-02-17 2022-10-04 The Regents Of The University Of California Amine-appended metal-organic frameworks exhibiting a new adsorption mechanism for carbon dioxide separations

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Publication number Publication date
JP7335868B2 (ja) 2023-08-30
US11612876B2 (en) 2023-03-28
US20190060867A1 (en) 2019-02-28
KR20200038483A (ko) 2020-04-13
KR102647619B1 (ko) 2024-03-14
CN111132755A (zh) 2020-05-08
US10953385B2 (en) 2021-03-23
EP3661645B1 (en) 2026-02-18
AU2018311812B2 (en) 2024-07-25
AU2018311812A1 (en) 2020-02-27
WO2019027773A1 (en) 2019-02-07
EP3661645A1 (en) 2020-06-10
US20210370267A1 (en) 2021-12-02
SG11202000933QA (en) 2020-02-27
CN111132755B (zh) 2023-12-19
JP2020531248A (ja) 2020-11-05

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