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Modification of zeolitic imidazolate frameworks and azide cross-linked mixed-matrix membranes made therefrom

A technology of mixed matrix and azide compound, applied in the direction of zinc organic compound, membrane, membrane technology, etc., can solve problems such as skeleton collapse

Inactive Publication Date: 2017-05-31
SABIC GLOBAL TECH BV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, these post-functionalization processes have the disadvantage of requiring the use of multiple steps to implement the functional groups, which can further lead to partial or complete backbone collapse.

Method used

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  • Modification of zeolitic imidazolate frameworks and azide cross-linked mixed-matrix membranes made therefrom
  • Modification of zeolitic imidazolate frameworks and azide cross-linked mixed-matrix membranes made therefrom
  • Modification of zeolitic imidazolate frameworks and azide cross-linked mixed-matrix membranes made therefrom

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0113] (Synthesis of 1,1'-oxybis(4-azidobenzene))

[0114] 4,4'-Oxydianiline (4g, 20mmol) was dissolved in water (20mL) containing concentrated HCl (11mL, 37%), cooled to 0°C, and then dissolved in sodium nitrite (3.45g, 50mmol) The solution in water (12 mL) was worked up dropwise. After the addition, the reaction was maintained at 0-5°C for 1.5 hours. To the resulting clear solution was added sodium azide (3.2 g, 5 mmol) in water (12 mL). The solution was stirred for 15 minutes. The resulting solid was collected and washed with water. A pale yellow solid was obtained by recrystallization from ethanol. Yield = 80%. The resulting solid passed 1 H-NMR (CDCl 3 ): δ7.0(s,8H) and 13 C-NMR (CDCl 3 ): δ154.3(2C), δ135.1(2C), δ120.1(8C) were characterized and confirmed to be 1,1'-oxybis(4-azidobenzene).

Embodiment 2

[0116] (Synthesis of ZIF-8 particles)

[0117] Under stirring, the Zn(NO 3 ) 2 ·6H 2 A solution of O (5 g, 16.8 mmol) in 100 mL of methanol was quickly poured into a solution of 2-methylimidazole (12 g, 146.2 mmol) in 100 mL of methanol. The mixture slowly became cloudy and after 3 hours the particles were separated from the milky dispersion by centrifugation and washed 3 times with fresh methanol. The particles were dried at 100°C under vacuum. The particle size is about 500 nm. Figure 7 is a scanning electron microscope image of ZIF-8 particles. The structure of the ZIF-8 structure was confirmed by XRD by comparing the XRD pattern with that of the simulated ZIF-8. Figure 8 are the XRD patterns of the simulated ZIF-8 (Figure 802), the XRD pattern of the synthesized ZIF-8 (Figure 804), and the XRD pattern of the ZIF-8 functionalized with the diazide of Example 1 (Figure 806). The BET surface area of ​​the particles was determined to be about 1765.1 m 2 / g.

Embodiment 3

[0119] (Synthesis of polyimide 6FDA-DAM)

[0120] In a 250 mL three-neck round bottom flask, 4,4'-(hexafluoroisopropylidene)diphthalic anhydride (10 mmol) and 3,6-diaminodrene (10 mmol) were dissolved in anhydrous N -Methyl-2-pyrrolidone (NMP, 30mL), and in N 2 Stir under atmosphere for 24 hours. Acetic anhydride (226.6 mmol) and pyridine (11.55 mmol) were added to the reaction mixture, and the mixture was stirred for 48 hours. The resulting polymer was precipitated by pouring the solution into methanol. This precipitation process was repeated twice. A white polymer was isolated and dried under vacuum at 120°C for 48 hours. 1 H-NMR (400MHz, CDCl3): δ8.12(s, 2H), 8.00(s, 4H), 7.29(s, 1H), 2.27(s, 6H), 2.03(s, 3H). Molecular weight: Mn=3.16×10 4 g·mol -1 , PDI=2.15.

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Abstract

Disclosed is a method of modifying a metal-organic framework (MOF), the modified MOF, and methods for using the same. The method of modification can include heating a mixture comprising an azide compound and a MOF to generate a nitrene compound and nitrogen (N2) from the azide compound and covalently bonding the nitrene compound to the MOF to obtain the modified MOF.

Description

[0001] Cross References to Related Applications [0002] This application claims the benefit of priority to US Provisional Patent Application No. 62 / 187,671, filed July 1, 2015, which is hereby incorporated by reference in its entirety. [0003] Background of the invention [0004] A.Technical field [0005] In general terms, the present invention relates to modified metal-organic frameworks (MOFs) and their use in mixed matrix membranes. In particular, the present invention relates to functionalizing MOFs using nitrene intermediates, attaching the functionalized MOFs to polymeric materials, and crosslinking the polymeric materials with the nitrene intermediates to form mixed matrix membranes. Modification of MOFs and formation of membranes can be performed in situ. [0006] B. Background technology [0007] A membrane is a structure that has the ability to separate one or more substances from a liquid, vapor or gas. The membrane functions like a selective barrier by allowi...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F3/06B01D71/64B01D67/00B01D53/22
CPCB01D53/228B01D67/0006B01D71/64C07F3/06B01D69/125B01D67/0079B01D69/148F17C11/00B01D2323/30B01J20/262B01J20/2803B01J20/28038B01J20/3078B01J20/3085B01J20/226B01J20/267B01J20/28033B01J20/2804C08G73/1067C08J3/247C08J2379/08C08K5/56
Inventor 伊哈卜·N·乌达刘云阳邵磊
Owner SABIC GLOBAL TECH BV
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