WO2014054955A4 - A method for preparing microporous mof materials - Google Patents

A method for preparing microporous mof materials Download PDF

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Publication number
WO2014054955A4
WO2014054955A4 PCT/PL2013/000129 PL2013000129W WO2014054955A4 WO 2014054955 A4 WO2014054955 A4 WO 2014054955A4 PL 2013000129 W PL2013000129 W PL 2013000129W WO 2014054955 A4 WO2014054955 A4 WO 2014054955A4
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WIPO (PCT)
Prior art keywords
formula
group
organic
organic solvent
linear
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Application number
PCT/PL2013/000129
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French (fr)
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WO2014054955A1 (en
Inventor
Janusz Zbigniew LEWIŃSKI
Daniel PROCHOWICZ
Kamil SOKOŁOWSKI
Original Assignee
Politechnika Warszawska
Instytut Chemii Fizycznej Polskiej Akademii Nauk
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Publication of WO2014054955A1 publication Critical patent/WO2014054955A1/en
Publication of WO2014054955A4 publication Critical patent/WO2014054955A4/en

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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
    • C07C51/41—Preparation of salts of carboxylic acids
    • C07C51/412—Preparation of salts of carboxylic acids by conversion of the acids, their salts, esters or anhydrides with the same carboxylic acid part
    • 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]

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Inorganic Chemistry (AREA)
  • Analytical Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Catalysts (AREA)

Abstract

This invention relates to a method for the preparation of microporous MOF materials based on [Zn40]6+ is characterized in that in the presence of an organic linker or the mixture of various linkers a mechanic force is applied to molecular oxozinc precursors of the formula L6Zn4O, where ligand L stands for monoanion derived from carboxylic acid, primary or secondary amide of a carboxylic acid, imide, carbamate, diester of phosphoric acid (V), and as organic linker is used an organic ligand containing two or three carboxylic groups and possibly substituted with a functional group from the list: -F, -C1, -Br, -I, -OH, -CN, -N02, -NH2, -SH, -CF3, ether group, linear or branched alkyl C1-C10 group.

Claims

AMENDED CLAIMS received by the International Bureau on 28 March 2014 (28.03.2014) Claims
1. Method for preparation microporous MOF material based on [Z114O] core characterized in that in the presence of an organic linker or the mixture of various linkers a mechanical force is applied by grinding in solid state to molecular oxozinc precursors of the formula LeZn4O, where ligand L stands for monoanion derived from carboxylic acid, primary or secondary amide of a carboxylic acid, imide, carbamate, diester of phosphoric acid (V), and as organic linker is used an organic ligand containing two or three carboxylic groups and possibly substituted with a functional group from the list: -
Figure imgf000002_0002
CF3, ether group, linear or branched alkyl CI -CIO group.
2. Method as claimed in Claim 1, characterized in that ligand L is a monoanionic organic compound of formula t or of formula 2 or of formula 3 or of formula 4 or of formula 5 or of formula 6:
Figure imgf000002_0001
Figure imgf000003_0001
wherein R1, R2, R3 stand for hydrogen atom or linear or branched C1 -C10 alkyl group possibly substituted with functional group selected from: -F, -CI, -Br, -1, - OH, -NH2, -SH, -CF3, ether group or aryl group possibly substituted with functional group selected from: -F, -Cl, -Br, -I, -OH, -NH2, -SH, -CF3, ether group, wherein Cl, C2, C3, C4, C5, C6 stand for carbon atom attached to a hydrogen, linear or branched C1-C10 alkyl group, aryl group possibly substituted with functional group selected from: -F, -Cl, -Br, -I, -OH, -NH2, -SH, -CF3, ether group, linear or branched Cl-CIO alkyl group, phenyl group.
3. Method as claimed in Claim 1, characterized in that the organic linker is an organic compound of formula 7 or of formula 8 or of formula 9 or of formula 10 or of formula 11 or of formula 12 or of formula 13 or of formula 14 or of formula 15.
Figure imgf000003_0002
Figure imgf000004_0001
Figure imgf000005_0001
wherein R1, R2, R3, R4 stand for hydrogen atom or linear or branched C1-C10 alkyl group or functional group selected from;
Figure imgf000005_0002
Figure imgf000005_0003
ether group.
4. Method as claimed in Claim 1, characterized in that the grinding is provided by the use of mortar and pestle or a ball mill grinder.
5. Method as claimed in Claim 1, characterized in that the grinding is performed by the use of ball mill grinder in the frequency range of 15-30 Hz.
6. Method as claimed in Claim 1, characterized in that the solid-state reaction is provided by neat grinding or in the presence of small amounts of organic solvent.
7. Method as claimed in Claim 6, characterized in that the organic solvent is added in such an amount so that the value for η is in the range of 0< η<2.
8. Method as claimed in Claim 6 or 7, characterized in that the organic solvent is dimethylformamide, diethylformamide, N-methyI-2-pyrrolidone.
9. Method as claimed in Claim 1 , characterized in that the grinding is conducted in the time range of 1 rain - 2h.
10. Method as claimed in Claim 1, characterized in that the resulting microporous material is washed with organic solvent
11. Method as claimed in Claim 10, characterized in that the organic solvent is chlorotbnn, dichloromethane, tefaahydrofurane. dimethylformamide, diethylformamide, N-methyl-2-pyrroIidone or a mixture of these compounds.
12. Method as claimed in Claim 1, characterized in that the resulting microporous material after washing is recrystallized from a hot organic solvent.
13. Method as claimed in Claim 12, characterized in that such activated material is heated at the temperature range of 25-300°C.
PCT/PL2013/000129 2012-10-05 2013-10-02 A method for preparing microporous mof materials WO2014054955A1 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
PL401074A PL228519B1 (en) 2012-10-05 2012-10-05 Process for the preparation of MOF-type porous materials
PLPL401074 2012-10-05

Publications (2)

Publication Number Publication Date
WO2014054955A1 WO2014054955A1 (en) 2014-04-10
WO2014054955A4 true WO2014054955A4 (en) 2014-05-30

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WO (1) WO2014054955A1 (en)

Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN105949471B (en) * 2016-05-05 2018-12-21 河南科技学院 A kind of Zn (II) coordination polymer and the preparation method and application thereof
US11478774B2 (en) * 2016-08-29 2022-10-25 Cornell University Metal organic frameworks and methods of making and using same
CN107629076B (en) * 2017-09-13 2019-06-18 华南理工大学 A kind of ordered big hole metal organic frame monocrystalline and preparation method thereof
AU2019427500A1 (en) * 2019-01-29 2021-05-27 Exxonmobil Research And Engineering Company Solid-state syntheses of precursors of metal-organic frameworks
CN110237819A (en) * 2019-06-14 2019-09-17 陕西师范大学 A kind of fluorine-containing metal-organic framework and preparation method thereof and the application in absorption perfluoro caprylic acid

Family Cites Families (3)

* Cited by examiner, † Cited by third party
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EP1383775B1 (en) 2001-04-30 2006-08-02 The Regents of The University of Michigan Isoreticular metal-organic frameworks, process for forming the same, and systematic design of pore size and functionality therein,with application for gas storage
GB0517414D0 (en) 2005-08-25 2005-10-05 Univ Belfast Chemical synthesis
WO2008057140A2 (en) 2006-04-14 2008-05-15 The Board Of Trustees Of The University Of Illinois Rapid metal organic framework molecule synthesis method

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PL228519B1 (en) 2018-04-30
WO2014054955A1 (en) 2014-04-10
PL401074A1 (en) 2014-04-14

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