Copolymer for use in alkene-alkane separation membranes

a technology of alkenealkane and copolymer, which is applied in the direction of membranes, separation processes, synthetic resin layered products, etc., can solve the problems of high cost, propylene boil, and difficult separation of such compounds with similar boiling points

Inactive Publication Date: 2018-04-26
COMPACT MEMBRANE SYST INC
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Benefits of technology

The described copolymer membranes demonstrate excellent permeance and selectivity in separating alkenes from alkanes, reducing energy costs and improving separation efficiency compared to traditional methods, with specific examples showing high permeance and selectivity in separating propylene from propane.

Problems solved by technology

This may be relatively easy if these two types of compounds have significant differences in boiling points, but separation of such compounds with similar boiling points is more difficult and expensive, especially if the boiling points are lower in temperature.
For instance propane boils at −44.5° C. and propylene boils at −47.8° C. Separation of these two compounds by cryogenic distillation is very expensive because of high energy costs.

Method used

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  • Copolymer for use in alkene-alkane separation membranes
  • Copolymer for use in alkene-alkane separation membranes
  • Copolymer for use in alkene-alkane separation membranes

Examples

Experimental program
Comparison scheme
Effect test

example 1

Synthesis of PDD / VF / SEFVE (Feed Ratio 100:100:150) Copolymer and Hydrolysis

[0039]Into a 150 mL stainless steel pressure vessel, after argon purging for 5 minutes, were added a magnetic stirring bar, 3.66 g PDD, 10.04 g SEFVE, 12 mL of Vertrel® XF, 0.6 mL of HFPO dimer peroxide solution (0.12M), and then charged 0.69 g of vinyl fluoride gas at 0° C. The reaction mixture was sealed in the pressure vessel and stirred at room temperature in a water bath. After 3 hours of reaction, the reaction vessel was opened to ambient air, 10 mL acetone and 40 mL methanol was added to the reaction mixture. The resulting gel like precipitate was transferred to a glass dish and dried in oven at 100° C. overnight to yield 5.5 g PDD / VF / SEFVE terpolymer as a colorless solid (Tg 37° C.).

[0040]Into a 250 mL round bottom flask, were added 3.75 g of the terpolymer synthesized in the previous paragraph, 20 mL deionized water, 60 mL of methanol, 1.85 g ammonium carbonate and a magnetic stirring bar. The reacti...

example 2

Synthesis of PDD / VF / SEFVE (Feed Ratio 100:200:150) Copolymer and Hydrolysis

[0041]Into a 150 mL stainless steel pressure vessel, after argon purging for 5 minutes, were added a magnetic stirring bar, 3.66 g PDD, 10.04 g SEFVE, 15 mL of Vertrel® XF, 0.6 mL of HFPO dimer peroxide solution (0.12M), and then charged 1.38 g of vinyl fluoride gas at 0° C. The reaction mixture was sealed in the pressure vessel and stirred at room temperature in a water bath. After 5.5 hours of reaction, the reaction vessel was opened to ambient air, 10 mL acetone and 40 mL methanol was added to the reaction mixture. The resulting gel like precipitate was transferred to a glass dish and dried in oven at 100° C. overnight to yield 9.1 g PDD / VF / SEFVE terpolymer as a colorless solid (Tg 18° C.). Anal: Found: C, 24.92; H, 0.55; S, 5.01. Intrinsic viscosity (in Novec® HFE-7200 at 25° C.): 0.389 dL / g. From the elemental analysis, the polymer composition was estimated as 21% PDD, 43% VF and 37% SEFVE.

[0042]Into a 2...

example 3

Synthesis of PDD / VF / PPSF (Feed Ratio 100:100:150) Copolymer and Hydrolysis

[0043]Into a 150 mL stainless steel pressure vessel, after argon purging for 5 minutes, were added a magnetic stirring bar, 3.66 g PDD, 6.3 g PPSF, 12 mL of Vertrel® XF, 0.6 mL of HFPO dimer peroxide solution (0.12M), and then charged 0.96 g of vinylidene fluoride gas at 0° C. The reaction mixture was sealed in the pressure vessel and stirred at room temperature in a water bath. After overnight reaction, the reaction vessel was opened to ambient air, 10 mL acetone and 40 mL methanol was added to the reaction mixture. The resulting gel like precipitate was transferred to a glass dish and dried in oven at 100° C. overnight to yield 6.0 g PDD / VF / PPSF terpolymer as a colorless solid (Tg 58° C.).

[0044]Into a 250 mL round bottom flask, were added 4.0 g of the terpolymer synthesized in the previous paragraph, 20 mL deionized water, 60 mL of methanol, 1.5 g ammonium carbonate and a magnetic stirring bar. The reaction ...

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Abstract

Described herein are copolymers derived from certain perfluorinated sulfonyl fluoride monomers, cyclic or cyclizable perfluorinated monomers, and one or both of ethylene and / or vinyl fluoride. Group 11 metal sulfonate ionomers of these copolymers, especially silver ionomers, are useful in membranes which separate olefins from alkanes.

Description

GOVERNMENT RIGHTS[0001]Support was provided under Department of Energy awards of DE-SC0004672 and DE-SC0007510. The U.S. government has rights in this patent application.FIELD OF THE INVENTION[0002]This invention describes copolymers which can be made into Group 11 metal ionomer which are useful in membranes for the separation of alkenes and alkanes.TECHNICAL BACKGROUND[0003]Nonporous, but permeable, membranes have been used to separate various types of chemicals for a long time. For instance certain types of semipermeable membranes are used to separate water from seawater, or oxygen from nitrogen, or carbon dioxide from methane, or alkenes from alkanes.[0004]The separation of alkenes from alkanes can be accomplished using a silver ionomer of a fluorinated polymer. Usually, perhaps because fluoropolymers are more stable to oxidation than unfluorinated polymers, the Group 11 metal ionomers of fluorinated polymers are often more stable than unfluorinated polymers. Also polymers which ...

Claims

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Application Information

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Patent Type & AuthorityApplications(United States)
IPC IPC(8): B01D71/76B01D69/12B01D71/32B01D71/26B01D53/22B01D69/02C07C7/144C08F216/14C08F214/20
CPCB01D71/76B01D69/12B01D71/32B01D71/26B01D53/228B01D69/02C07C7/144C08F216/1466C08F214/202B01D2325/20B01D71/82B32B27/08B32B27/205B32B27/28B32B27/286B32B27/322B32B3/26B32B2307/70B32B2307/724B32B2307/732C08F4/34C08F214/262C08F216/1408C09D129/10C08F216/1475B01D69/1216C08F214/20C08K3/28C07C11/06B32B3/266C08G61/10B01D71/34
InventorSHANGGUAN, NINGFEIRING, ANDREW EDWARDLOUSENBERG, ROBERT DANIEL
OwnerCOMPACT MEMBRANE SYST INC