Aromatic alkyl-substituted polyethersulfone and UV-cross-linked aromatic alkyl-substituted polyethersulfone membranes for gas sepratations

Patent metadata

Field	Value
Publication number	US-9662616-B2
Application number	US-201514669457-A
Country	US
Kind code	B2
Filing date	Mar 26, 2015
Priority date	Mar 26, 2015
Publication date	May 30, 2017
Grant date	May 30, 2017

Abstract

The present invention provides high flux aromatic alkyl-substituted polyethersulfone membranes and methods for making and using these membranes for gas separations. The membranes may be fabricated into any known membrane configuration including a flat sheet or a hollow fiber. The present invention also provides high selectivity UV cross-linked aromatic alkyl-substituted polyethersulfone membranes and methods for making and using these membranes for gas separations.

First claim

The invention claimed is:

1. A high flux aromatic alkyl-substituted polyethersulfone membrane formed from an aromatic alkyl-substituted polyethersulfone copolymer comprising a plurality of repeating units of formula (I)

wherein R 1 , R 2 , R 3 and R 4 are independently alkyl groups having 1 to 12 carbon atoms wherein m and n are independent integers and m is an integer from 1 to 500 and n is an integer from 2 to 500; and the molar ratio of m/n is in a range of 1:10 to 5:1.

2. The aromatic alkyl-substituted polyethersulfone membrane of claim 1 wherein R 1 , R 2 , R 3 and R 4 are selected from the group consisting of methyl and tertiary butyl groups and mixtures thereof.

3. The aromatic alkyl-substituted polyethersulfone membrane of claim 1 wherein R 1 , R 2 , R 3 and R 4 are methyl groups.

4. The aromatic alkyl-substituted polyethersulfone membrane of claim 1 wherein said aromatic alkyl-substituted polyethersulfone copolymer is selected a random copolymer derived from polycondensation reaction of bis(4-chlorophenyl) sulfone with a mixture of bis(4-hydroxyphenyl) sulfone and bis(4-hydroxy-3,5-dimethylphenyl) sulfone wherein the molar ratio of bis(4-hydroxyphenyl) sulfone to bis(4-hydroxy-3,5-dimethylphenyl) sulfone is in a range of 1:10 to 5:1.

5. The aromatic alkyl-substituted polyethersulfone membrane of claim 1 wherein said aromatic alkyl-substituted polyethersulfone copolymer has been crosslinked.

6. The aromatic alkyl-substituted polyethersulfone membrane of claim 1 further comprising a species that adsorbs strongly to a particular gas.

7. A process for separating at least one gas from a mixture of gases comprising providing a high flux aromatic alkyl-substituted polyethersulfone membrane formed from an aromatic alkyl-substituted polyethersulfone copolymer comprising a plurality of repeating units of formula (I)

wherein R 1 , R 2 , R 3 and R 4 are independently alkyl groups having 1 to 12 carbon atoms wherein m and n are independent integers and m is an integer from 1 to 500 and n is an integer from 2 to 500; and the molar ratio of m/n is in a range of 1:10 to 5:1 or an UV cross-linked said aromatic alkyl-substituted polyethersulfone membrane; contacting the mixture of gases to one side of said aromatic alkyl-substituted polyethersulfone membrane or the UV cross-linked said aromatic alkyl-substituted polyethersulfone membrane to cause at least one gas to permeate said membrane; and removing from an opposite side of said aromatic alkyl-substituted polyethersulfone membrane or the UV cross-linked said aromatic alkyl-substituted polyethersulfone membrane a permeate gas composition comprising a portion of said at least one gas that permeated said membrane.

8. The process of claim 7 wherein said mixture comprises a paraffin/olefin stream.

9. The process of claim 7 wherein said mixture comprises isoparaffins and normal paraffins.

10. The process of claim 7 wherein said mixture comprises carbon dioxide in natural gas.

11. The process of claim 7 wherein said mixture comprises hydrocarbon vapors and hydrogen.

12. The process of claim 7 wherein said mixture comprises volatile organic compounds.

13. The process of claim 7 wherein said mixture of gases comprises hydrogen, nitrogen, methane and argon or hydrogen from a refinery stream.

14. The process of claim 7 wherein said mixture of gases comprises olefin/paraffin separations selected from the group consisting of propylene/propane separations, xylene separations, and iso/normal paraffin separations.

15. The process of claim 7 wherein said mixture of gases is selected from the group consisting of nitrogen and oxygen, carbon dioxide and methane, hydrogen and methane or carbon monoxide, helium and methane.

16. The process of claim 7 wherein said mixture of gases is selected from the group consisting of carbon dioxide, oxygen, nitrogen, water vapor, hydrogen sulfide, helium, and other trace gases in a raw natural gas feed.

17. The process of claim 7 wherein said membrane is in a single stage membrane or in a first or second stage membrane of a two stage membrane system.

18. The process of claim 7 wherein said membrane is further used in separation of liquid mixtures by pervaporation.

19. The process of claim 18 wherein said liquid mixtures are selected from the group consisting of organic compounds in water; sulfur compounds in gasoline or diesel fuels; or mixtures of organic compounds selected from the group consisting of ethylacetate-ethanol, diethylether-ethanol, acetic acid-ethanol, benzene-ethanol, chloroform-ethanol, chloroform-methanol, acetone-isopropylether, allylalcohol-allyl ether, allylalcohol-cyclohexane, butanol-butylacetate, butanol-1-butylether, ethanol-ethylbutylether, propylacetate-propanol, isopropylether-isopropanol, methanol-ethanol-isopropanol, and ethylacetate-ethanol-acetic acid.

Assignees

• Uop Llc

Inventors

• Liu Chunqing

Classifications

• B01D2256/245

  Methane · CPC title

• B01D69/08

  Hollow fibre membranes (manufacture of hollow fibres D01D5/24, D01F1/08) · CPC title

• B01D61/362

  Pervaporation · CPC title

• B01D2257/108

  Hydrogen · CPC title

• B01D71/80

  Block polymers · CPC title