Tetratopic phenyl compounds, related metal-organic framework materials and post-assembly elaboration
Disclosed are tetratopic carboxylic acid phenyl for use in metal-organic framework compounds. These compounds are useful in catalysis, gas storage, sensing, biological imaging, drug delivery and gas adsorption separation.
1. A compound selected from compounds of a formula
and compounds of a formula
wherein
X is
R′ at each instance is —COOH;
R at each instance is independently selected from H, F, Br, I and CH 3 ;
R″ at each instance is independently selected from H, F, Br, I and CH 3 ; and
n is an integer selected from 1 and integers greater than 1, and salts thereof.
2. The compound according to claim 1 wherein each R is H and each R″ is H.
3. A metal-organic framework comprising a compound according to claim 1 , and a metal, the metal-organic framework being robust, non-catenated, 3 dimensional, and permanently microporous.
4. The metal-organic framework building block of claim 3 wherein the metal comprises a Zn(II) ion.
5. The metal-organic framework building block of claim 4 having a formula [Zn 2 (A)(B) 2 ] n , wherein A is a compound of claim 1 , n is about 22 to about 100 and B is nothing or selected from R′″-pyridin-4-yl and DMF, where R′″ is selected from H, methyl, ethyl, ethenyl and CF 3 .
6. The metal-organic framework of claim 5 wherein B is R′″-pyridin-4-yl and R′″ is selected from H, methyl, ethyl, ethenyl and CF 3 .
7. A gas adsorption separation process characterized by selectively removing one or more gases from a gas mixture by contacting the gas mixture with a metal-organic framework of claim 5 .
8. The gas adsorption separation process of claim 7 wherein CO 2 is selectively removed from the gas mixture.
9. The gas adsorption separation process of claim 8 wherein B of the metal-organic framework is R′″-pyridin-4-yl and R′″ is selected from H, methyl, ethyl, ethenyl and CF 3 .
10. The gas adsorption separation process of claim 9 wherein R′″ is CF 3 .
11. The metal-organic framework of claim 3 wherein the compound is of the formula
the metal-organic framework comprising a compound of the formula
12. The metal-organic framework of claim 3 wherein the compound is of the formula
the metal-organic framework comprising a compound of the formula
13. The metal-organic framework of claim 3 wherein the compound is of the formula
the metal-organic framework comprising a compound of the formula