CA2818825A1 - Process for coating support surface with porous metal-organic framework - Google Patents
Process for coating support surface with porous metal-organic framework Download PDFInfo
- Publication number
- CA2818825A1 CA2818825A1 CA2818825A CA2818825A CA2818825A1 CA 2818825 A1 CA2818825 A1 CA 2818825A1 CA 2818825 A CA2818825 A CA 2818825A CA 2818825 A CA2818825 A CA 2818825A CA 2818825 A1 CA2818825 A1 CA 2818825A1
- Authority
- CA
- Canada
- Prior art keywords
- mmol
- acid
- mof
- dmf
- dicarboxylic acid
- 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.)
- Abandoned
Links
- 239000012621 metal-organic framework Substances 0.000 title claims abstract description 47
- 238000000034 method Methods 0.000 title claims abstract description 25
- 238000000576 coating method Methods 0.000 title claims abstract description 15
- 239000011248 coating agent Substances 0.000 title claims abstract description 14
- 150000002894 organic compounds Chemical class 0.000 claims abstract description 34
- 238000005507 spraying Methods 0.000 claims abstract description 17
- 229910021645 metal ion Inorganic materials 0.000 claims abstract description 11
- 239000000243 solution Substances 0.000 claims description 31
- 150000000000 tetracarboxylic acids Chemical class 0.000 claims description 10
- 150000003628 tricarboxylic acids Chemical class 0.000 claims description 9
- 239000006260 foam Substances 0.000 claims description 8
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims description 7
- 229910052782 aluminium Inorganic materials 0.000 claims description 7
- 229910052791 calcium Inorganic materials 0.000 claims description 6
- 229910052749 magnesium Inorganic materials 0.000 claims description 6
- 229910052725 zinc Inorganic materials 0.000 claims description 6
- 229910052751 metal Inorganic materials 0.000 claims description 5
- 239000002184 metal Substances 0.000 claims description 5
- 239000007864 aqueous solution Substances 0.000 claims description 2
- 150000002739 metals Chemical class 0.000 claims 1
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 139
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 54
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 48
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 41
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 30
- SUAKHGWARZSWIH-UHFFFAOYSA-N N,N‐diethylformamide Chemical compound CCN(CC)C=O SUAKHGWARZSWIH-UHFFFAOYSA-N 0.000 description 27
- 229910001868 water Inorganic materials 0.000 description 22
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 21
- 229910017610 Cu(NO3) Inorganic materials 0.000 description 19
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 15
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 15
- 235000019253 formic acid Nutrition 0.000 description 15
- 239000002253 acid Substances 0.000 description 14
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 12
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 11
- 150000001491 aromatic compounds Chemical class 0.000 description 11
- YTIVTFGABIZHHX-UHFFFAOYSA-N butynedioic acid Chemical compound OC(=O)C#CC(O)=O YTIVTFGABIZHHX-UHFFFAOYSA-N 0.000 description 11
- -1 polyethylene Polymers 0.000 description 11
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 10
- QMKYBPDZANOJGF-UHFFFAOYSA-N benzene-1,3,5-tricarboxylic acid Chemical compound OC(=O)C1=CC(C(O)=O)=CC(C(O)=O)=C1 QMKYBPDZANOJGF-UHFFFAOYSA-N 0.000 description 10
- XIEPJMXMMWZAAV-UHFFFAOYSA-N cadmium nitrate Chemical compound [Cd+2].[O-][N+]([O-])=O.[O-][N+]([O-])=O XIEPJMXMMWZAAV-UHFFFAOYSA-N 0.000 description 10
- IMNIMPAHZVJRPE-UHFFFAOYSA-N triethylenediamine Chemical compound C1CN2CCN1CC2 IMNIMPAHZVJRPE-UHFFFAOYSA-N 0.000 description 10
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 9
- 150000007824 aliphatic compounds Chemical class 0.000 description 9
- 239000010949 copper Substances 0.000 description 9
- 125000000524 functional group Chemical group 0.000 description 9
- 239000000463 material Substances 0.000 description 9
- ONDPHDOFVYQSGI-UHFFFAOYSA-N zinc nitrate Inorganic materials [Zn+2].[O-][N+]([O-])=O.[O-][N+]([O-])=O ONDPHDOFVYQSGI-UHFFFAOYSA-N 0.000 description 9
- BAVYZALUXZFZLV-UHFFFAOYSA-N Methylamine Chemical compound NC BAVYZALUXZFZLV-UHFFFAOYSA-N 0.000 description 8
- 125000005842 heteroatom Chemical group 0.000 description 8
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 description 8
- 239000002904 solvent Substances 0.000 description 8
- 125000003118 aryl group Chemical group 0.000 description 7
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 7
- 229920000742 Cotton Polymers 0.000 description 6
- 229910052802 copper Inorganic materials 0.000 description 6
- 238000001035 drying Methods 0.000 description 6
- ARCGXLSVLAOJQL-UHFFFAOYSA-N trimellitic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C(C(O)=O)=C1 ARCGXLSVLAOJQL-UHFFFAOYSA-N 0.000 description 6
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 5
- 229910021575 Iron(II) bromide Inorganic materials 0.000 description 5
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 5
- UJMDYLWCYJJYMO-UHFFFAOYSA-N benzene-1,2,3-tricarboxylic acid Chemical class OC(=O)C1=CC=CC(C(O)=O)=C1C(O)=O UJMDYLWCYJJYMO-UHFFFAOYSA-N 0.000 description 5
- MTEWCUZXTGXLQX-SPSNFJOYSA-H dialuminum;(e)-but-2-enedioate Chemical compound [Al+3].[Al+3].[O-]C(=O)\C=C\C([O-])=O.[O-]C(=O)\C=C\C([O-])=O.[O-]C(=O)\C=C\C([O-])=O MTEWCUZXTGXLQX-SPSNFJOYSA-H 0.000 description 5
- 150000001991 dicarboxylic acids Chemical class 0.000 description 5
- 239000001530 fumaric acid Substances 0.000 description 5
- GYCHYNMREWYSKH-UHFFFAOYSA-L iron(ii) bromide Chemical compound [Fe+2].[Br-].[Br-] GYCHYNMREWYSKH-UHFFFAOYSA-L 0.000 description 5
- 239000003446 ligand Substances 0.000 description 5
- 239000000203 mixture Substances 0.000 description 5
- 239000011148 porous material Substances 0.000 description 5
- 125000001424 substituent group Chemical group 0.000 description 5
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- 239000011592 zinc chloride Substances 0.000 description 5
- 235000005074 zinc chloride Nutrition 0.000 description 5
- JIAARYAFYJHUJI-UHFFFAOYSA-L zinc dichloride Chemical compound [Cl-].[Cl-].[Zn+2] JIAARYAFYJHUJI-UHFFFAOYSA-L 0.000 description 5
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
- 229920002266 Pluriol® Polymers 0.000 description 4
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 4
- 125000001931 aliphatic group Chemical group 0.000 description 4
- 125000004432 carbon atom Chemical group C* 0.000 description 4
- 229920002678 cellulose Polymers 0.000 description 4
- 239000001913 cellulose Substances 0.000 description 4
- UFMZWBIQTDUYBN-UHFFFAOYSA-N cobalt dinitrate Chemical compound [Co+2].[O-][N+]([O-])=O.[O-][N+]([O-])=O UFMZWBIQTDUYBN-UHFFFAOYSA-N 0.000 description 4
- 239000000835 fiber Substances 0.000 description 4
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 4
- CYIDZMCFTVVTJO-UHFFFAOYSA-N pyromellitic acid Chemical compound OC(=O)C1=CC(C(O)=O)=C(C(O)=O)C=C1C(O)=O CYIDZMCFTVVTJO-UHFFFAOYSA-N 0.000 description 4
- GJAWHXHKYYXBSV-UHFFFAOYSA-N quinolinic acid Chemical compound OC(=O)C1=CC=CN=C1C(O)=O GJAWHXHKYYXBSV-UHFFFAOYSA-N 0.000 description 4
- QNVNLUSHGRBCLO-UHFFFAOYSA-N 5-hydroxybenzene-1,3-dicarboxylic acid Chemical compound OC(=O)C1=CC(O)=CC(C(O)=O)=C1 QNVNLUSHGRBCLO-UHFFFAOYSA-N 0.000 description 3
- JVERADGGGBYHNP-UHFFFAOYSA-N 5-phenylbenzene-1,2,3,4-tetracarboxylic acid Chemical compound OC(=O)C1=C(C(O)=O)C(C(=O)O)=CC(C=2C=CC=CC=2)=C1C(O)=O JVERADGGGBYHNP-UHFFFAOYSA-N 0.000 description 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- ROFVEXUMMXZLPA-UHFFFAOYSA-N Bipyridyl Chemical group N1=CC=CC=C1C1=CC=CC=N1 ROFVEXUMMXZLPA-UHFFFAOYSA-N 0.000 description 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- 239000013206 MIL-53 Substances 0.000 description 3
- 239000013132 MOF-5 Substances 0.000 description 3
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 3
- 239000004952 Polyamide Substances 0.000 description 3
- 239000004698 Polyethylene Substances 0.000 description 3
- 239000004743 Polypropylene Substances 0.000 description 3
- 238000002441 X-ray diffraction Methods 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 3
- USIUVYZYUHIAEV-UHFFFAOYSA-N diphenyl ether Chemical compound C=1C=CC=CC=1OC1=CC=CC=C1 USIUVYZYUHIAEV-UHFFFAOYSA-N 0.000 description 3
- WJJMNDUMQPNECX-UHFFFAOYSA-N dipicolinic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=N1 WJJMNDUMQPNECX-UHFFFAOYSA-N 0.000 description 3
- 239000010931 gold Substances 0.000 description 3
- 125000000623 heterocyclic group Chemical group 0.000 description 3
- 239000013213 metal-organic polyhedra Substances 0.000 description 3
- 229910052750 molybdenum Inorganic materials 0.000 description 3
- RXOHFPCZGPKIRD-UHFFFAOYSA-N naphthalene-2,6-dicarboxylic acid Chemical compound C1=C(C(O)=O)C=CC2=CC(C(=O)O)=CC=C21 RXOHFPCZGPKIRD-UHFFFAOYSA-N 0.000 description 3
- 229910052757 nitrogen Inorganic materials 0.000 description 3
- 229920002647 polyamide Polymers 0.000 description 3
- 229920000573 polyethylene Polymers 0.000 description 3
- 229920001155 polypropylene Polymers 0.000 description 3
- ZUCRGHABDDWQPY-UHFFFAOYSA-N pyrazine-2,3-dicarboxylic acid Chemical compound OC(=O)C1=NC=CN=C1C(O)=O ZUCRGHABDDWQPY-UHFFFAOYSA-N 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- 229910052717 sulfur Inorganic materials 0.000 description 3
- HIHKYDVSWLFRAY-UHFFFAOYSA-N thiophene-2,3-dicarboxylic acid Chemical compound OC(=O)C=1C=CSC=1C(O)=O HIHKYDVSWLFRAY-UHFFFAOYSA-N 0.000 description 3
- 229910052727 yttrium Inorganic materials 0.000 description 3
- VNDYJBBGRKZCSX-UHFFFAOYSA-L zinc bromide Chemical compound Br[Zn]Br VNDYJBBGRKZCSX-UHFFFAOYSA-L 0.000 description 3
- ZEVWQFWTGHFIDH-UHFFFAOYSA-N 1h-imidazole-4,5-dicarboxylic acid Chemical compound OC(=O)C=1N=CNC=1C(O)=O ZEVWQFWTGHFIDH-UHFFFAOYSA-N 0.000 description 2
- OYFRNYNHAZOYNF-UHFFFAOYSA-N 2,5-dihydroxyterephthalic acid Chemical compound OC(=O)C1=CC(O)=C(C(O)=O)C=C1O OYFRNYNHAZOYNF-UHFFFAOYSA-N 0.000 description 2
- CAWMOPYMZTVESL-UHFFFAOYSA-N 2-[1-(2-carboxyphenyl)-2-adamantyl]benzoic acid Chemical compound OC(=O)C1=CC=CC=C1C1C(C=2C(=CC=CC=2)C(O)=O)(C2)CC3CC2CC1C3 CAWMOPYMZTVESL-UHFFFAOYSA-N 0.000 description 2
- LQWVYIRHSBXGBX-UHFFFAOYSA-N 2-[2,2,3-tris(2-carboxyphenyl)-1-adamantyl]benzoic acid Chemical compound OC(=O)C1=CC=CC=C1C1(C(C(C2)(C=3C(=CC=CC=3)C(O)=O)C3)(C=4C(=CC=CC=4)C(O)=O)C=4C(=CC=CC=4)C(O)=O)CC3CC2C1 LQWVYIRHSBXGBX-UHFFFAOYSA-N 0.000 description 2
- CIEZZGWIJBXOTE-UHFFFAOYSA-N 2-[bis(carboxymethyl)amino]propanoic acid Chemical compound OC(=O)C(C)N(CC(O)=O)CC(O)=O CIEZZGWIJBXOTE-UHFFFAOYSA-N 0.000 description 2
- LXBGSDVWAMZHDD-UHFFFAOYSA-N 2-methyl-1h-imidazole Chemical compound CC1=NC=CN1 LXBGSDVWAMZHDD-UHFFFAOYSA-N 0.000 description 2
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- JIIUWPYGXWLJRT-UHFFFAOYSA-N 4,5,9,10-tetrahydropyrene-2,7-dicarboxylic acid Chemical compound C1CC2=CC(C(=O)O)=CC3=C2C2=C1C=C(C(O)=O)C=C2CC3 JIIUWPYGXWLJRT-UHFFFAOYSA-N 0.000 description 2
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- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 2
- 101100037762 Caenorhabditis elegans rnh-2 gene Proteins 0.000 description 2
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- 239000004640 Melamine resin Substances 0.000 description 2
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- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 2
- 150000001732 carboxylic acid derivatives Chemical group 0.000 description 2
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 2
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- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
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- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 2
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- 238000002360 preparation method Methods 0.000 description 2
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- 229910052703 rhodium Inorganic materials 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
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- 239000007921 spray Substances 0.000 description 2
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- JPGZDTDZZDLVHW-UHFFFAOYSA-N quinoline-2,4-dicarboxylic acid Chemical compound C1=CC=CC2=NC(C(=O)O)=CC(C(O)=O)=C21 JPGZDTDZZDLVHW-UHFFFAOYSA-N 0.000 description 1
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- ZWWLLYJRPKYTDF-UHFFFAOYSA-N thiophene-3,4-dicarboxylic acid Chemical compound OC(=O)C1=CSC=C1C(O)=O ZWWLLYJRPKYTDF-UHFFFAOYSA-N 0.000 description 1
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Classifications
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- C07F5/00—Compounds containing elements of Groups 3 or 13 of the Periodic Table
- C07F5/06—Aluminium compounds
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- 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
- B01D53/22—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 diffusion
- B01D53/228—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 diffusion characterised by specific membranes
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- B—PERFORMING OPERATIONS; TRANSPORTING
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- B01D67/0079—Manufacture of membranes comprising organic and inorganic components
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- B01D69/14—Dynamic membranes
- B01D69/141—Heterogeneous membranes, e.g. containing dispersed material; Mixed matrix membranes
- B01D69/147—Heterogeneous membranes, e.g. containing dispersed material; Mixed matrix membranes containing embedded adsorbents
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- B—PERFORMING OPERATIONS; TRANSPORTING
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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]
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- 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
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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
- B01J20/32—Impregnating or coating ; Solid sorbent compositions obtained from processes involving impregnating or coating
- B01J20/3231—Impregnating or coating ; Solid sorbent compositions obtained from processes involving impregnating or coating characterised by the coating or impregnating layer
- B01J20/3242—Layers with a functional group, e.g. an affinity material, a ligand, a reactant or a complexing group
- B01J20/3244—Non-macromolecular compounds
- B01J20/3265—Non-macromolecular compounds with an organic functional group containing a metal, e.g. a metal affinity ligand
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- 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
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- 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
- C07F3/04—Calcium compounds
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- 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
- C07F3/06—Zinc compounds
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- D—TEXTILES; PAPER
- D21—PAPER-MAKING; PRODUCTION OF CELLULOSE
- D21H—PULP COMPOSITIONS; PREPARATION THEREOF NOT COVERED BY SUBCLASSES D21C OR D21D; IMPREGNATING OR COATING OF PAPER; TREATMENT OF FINISHED PAPER NOT COVERED BY CLASS B31 OR SUBCLASS D21G; PAPER NOT OTHERWISE PROVIDED FOR
- D21H19/00—Coated paper; Coating material
- D21H19/02—Metal coatings
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- D—TEXTILES; PAPER
- D21—PAPER-MAKING; PRODUCTION OF CELLULOSE
- D21H—PULP COMPOSITIONS; PREPARATION THEREOF NOT COVERED BY SUBCLASSES D21C OR D21D; IMPREGNATING OR COATING OF PAPER; TREATMENT OF FINISHED PAPER NOT COVERED BY CLASS B31 OR SUBCLASS D21G; PAPER NOT OTHERWISE PROVIDED FOR
- D21H19/00—Coated paper; Coating material
- D21H19/10—Coatings without pigments
-
- D—TEXTILES; PAPER
- D21—PAPER-MAKING; PRODUCTION OF CELLULOSE
- D21H—PULP COMPOSITIONS; PREPARATION THEREOF NOT COVERED BY SUBCLASSES D21C OR D21D; IMPREGNATING OR COATING OF PAPER; TREATMENT OF FINISHED PAPER NOT COVERED BY CLASS B31 OR SUBCLASS D21G; PAPER NOT OTHERWISE PROVIDED FOR
- D21H25/00—After-treatment of paper not provided for in groups D21H17/00 - D21H23/00
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- 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)
Landscapes
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- Chemical Kinetics & Catalysis (AREA)
- Organic Chemistry (AREA)
- Inorganic Chemistry (AREA)
- Analytical Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Manufacturing & Machinery (AREA)
- Dispersion Chemistry (AREA)
- General Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Solid-Sorbent Or Filter-Aiding Compositions (AREA)
- Application Of Or Painting With Fluid Materials (AREA)
- Fertilizers (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP10193902.3 | 2010-12-07 | ||
| EP10193902 | 2010-12-07 | ||
| PCT/IB2011/055446 WO2012077030A1 (en) | 2010-12-07 | 2011-12-05 | Process for coating support surface with porous metal-organic framework |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA2818825A1 true CA2818825A1 (en) | 2012-06-14 |
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| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA2818825A Abandoned CA2818825A1 (en) | 2010-12-07 | 2011-12-05 | Process for coating support surface with porous metal-organic framework |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US9527751B2 (en) | 2011-11-11 | 2016-12-27 | Basf Se | Organotemplate-free synthetic process for the production of a zeolitic material of the CHA-type structure |
| CN105050699A (zh) * | 2012-10-22 | 2015-11-11 | 得克萨斯A&M大学体系 | 使用热诱导的自组装在载体上快速沉积多微孔材料薄膜(或涂层)的方法 |
| DE102013202517A1 (de) | 2013-02-15 | 2014-08-21 | Universität Zu Köln | Monokalium-2fluorbenzol-1,3,5-tricarboxylat |
| DE102013202524A1 (de) | 2013-02-15 | 2014-08-21 | Universität Zu Köln | Monokalium-2,4,6-trifluorbenzol-1,3,5-tricarboxylat |
| EP3311913B1 (en) * | 2014-03-27 | 2020-05-06 | Basf Se | Porous films comprising metal-organic framework materials |
| US10406512B2 (en) | 2014-04-25 | 2019-09-10 | Colorado State University Research Foundation | Metal-organic framework functionalized polymeric compositions |
| CN105524117B (zh) * | 2014-09-28 | 2018-02-23 | 中国科学院大连化学物理研究所 | 一种超声雾化制备纳米有机金属框架物的方法 |
| US9190114B1 (en) | 2015-02-09 | 2015-11-17 | Western Digital Technologies, Inc. | Disk drive filter including fluorinated and non-fluorinated nanopourous organic framework materials |
| US10882009B2 (en) | 2016-01-15 | 2021-01-05 | Basf Se | Water-tight breathable membrane |
| ES2847749T3 (es) | 2016-08-23 | 2021-08-03 | Basf Se | Materiales compuestos |
| CN106478406B (zh) * | 2016-08-26 | 2018-09-14 | 东北大学 | 一种纳米级片状金属有机骨架材料的制备方法 |
| CN106955530A (zh) * | 2017-04-21 | 2017-07-18 | 华中科技大学 | 基于Cu‑BTC吸附材料的空气净化过滤网及制备方法 |
| JP7227648B2 (ja) * | 2017-11-15 | 2023-02-22 | 大原パラヂウム化学株式会社 | 生活臭用消臭剤 |
| US11074899B2 (en) | 2018-03-15 | 2021-07-27 | International Business Machines Corporation | VOC sequestering acoustic foam |
| KR102033780B1 (ko) * | 2018-05-11 | 2019-10-17 | 한국과학기술연구원 | UiO-66계 MOF가 분산된 고분자를 포함하는 촉매-섬유 복합체 및 이의 제조방법 |
| CN109881483B (zh) * | 2019-01-24 | 2021-12-17 | 浙江理工大学 | 一种利用金属-有机框架材料功能化改性聚丙烯/纤维素水刺无纺布的方法及其应用 |
| CN110270312B (zh) * | 2019-06-21 | 2022-07-15 | 四川农业大学 | 一种金属有机骨架材料-活性炭复合纤维膜及其制备方法 |
| CN110217864A (zh) * | 2019-07-01 | 2019-09-10 | 陕西科技大学 | 一种石墨毡负载多孔碳碳质阴极材料及其制备方法和应用 |
| RU2745020C1 (ru) * | 2019-11-27 | 2021-03-18 | Владимир Николаевич Говердовский | Способ изготовления шумопоглощающего материала |
| CN111569840B (zh) * | 2020-05-12 | 2023-07-14 | 山东师范大学 | 有机污染物的吸附材料、纸喷雾质谱检测装置及检测方法 |
| KR102761190B1 (ko) * | 2022-04-05 | 2025-02-04 | 한림대학교 산학협력단 | 미세먼지 포집을 위한 구리 기반 배위 고분자 입자 표면 및 이의 제조방법 |
| CN116874806B (zh) * | 2023-07-20 | 2025-07-18 | 浙江大学温州研究院 | 一种基于蒽醌衍生物的光热MOFs材料及其制备方法和应用 |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH06157977A (ja) * | 1991-02-26 | 1994-06-07 | Toupe:Kk | 二液反応型速乾性塗料及びその塗装方法 |
| JP4078405B2 (ja) * | 1996-06-14 | 2008-04-23 | 信越化学工業株式会社 | シリコーンコート方法 |
| JP2003136832A (ja) * | 2001-11-06 | 2003-05-14 | Konica Corp | インクジェット記録システムおよびインクジェット記録液ならびにインクジェット記録媒体 |
| US6893564B2 (en) * | 2002-05-30 | 2005-05-17 | Basf Aktiengesellschaft | Shaped bodies containing metal-organic frameworks |
| US7008607B2 (en) * | 2002-10-25 | 2006-03-07 | Basf Aktiengesellschaft | Process for preparing hydrogen peroxide from the elements |
| US7411081B2 (en) * | 2004-01-13 | 2008-08-12 | Basf Aktiengesellschaft | Process for preparing and organometallic framework material |
| DE102005023856A1 (de) * | 2005-05-24 | 2006-11-30 | Basf Ag | Verfahren zur Herstellung poröser metall-organischer Gerüstmaterialien |
| DE102005023857A1 (de) * | 2005-05-24 | 2006-11-30 | Basf Ag | Suspension zur Verminderung von Geruch |
| DE102005035762A1 (de) * | 2005-07-29 | 2007-02-01 | Süd-Chemie AG | Hochporöse Schichten aus MOF-Materialien und Verfahren zur Herstellung derartiger Schichten |
| JP2007203228A (ja) * | 2006-02-03 | 2007-08-16 | Freunt Ind Co Ltd | コーティング装置及びコーティング方法 |
| DE202008000810U1 (de) * | 2007-11-04 | 2008-12-24 | BLüCHER GMBH | Sorptionsfiltermaterial |
| CN101693168B (zh) * | 2009-10-14 | 2012-12-26 | 大连理工大学 | 一种金属有机骨架膜的制备方法 |
| CN101890305B (zh) * | 2010-04-01 | 2013-04-17 | 大连理工大学 | 一种金属有机框架膜的制备方法 |
-
2011
- 2011-12-05 JP JP2013542647A patent/JP2014500143A/ja active Pending
- 2011-12-05 WO PCT/IB2011/055446 patent/WO2012077030A1/en active Application Filing
- 2011-12-05 CA CA2818825A patent/CA2818825A1/en not_active Abandoned
- 2011-12-05 CN CN2011800586987A patent/CN103249738A/zh active Pending
- 2011-12-05 KR KR1020137017489A patent/KR20130135882A/ko not_active Withdrawn
- 2011-12-05 BR BR112013012870A patent/BR112013012870A2/pt not_active IP Right Cessation
- 2011-12-05 RU RU2013130865/04A patent/RU2013130865A/ru not_active Application Discontinuation
- 2011-12-05 MX MX2013006021A patent/MX2013006021A/es active IP Right Grant
- 2011-12-05 EP EP11847649.8A patent/EP2649081A4/en not_active Withdrawn
- 2011-12-05 AU AU2011340166A patent/AU2011340166A1/en not_active Abandoned
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| EP2649081A4 (en) | 2014-06-25 |
| EP2649081A1 (en) | 2013-10-16 |
| AU2011340166A1 (en) | 2013-06-13 |
| JP2014500143A (ja) | 2014-01-09 |
| KR20130135882A (ko) | 2013-12-11 |
| BR112013012870A2 (pt) | 2016-09-06 |
| WO2012077030A1 (en) | 2012-06-14 |
| CN103249738A (zh) | 2013-08-14 |
| RU2013130865A (ru) | 2015-01-20 |
| MX2013006021A (es) | 2013-07-29 |
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