Gas separation membrane, gas separation module, gas separation device, and gas separation method

Patent metadata

Field	Value
Publication number	US-2016199790-A1
Application number	US-201615074790-A
Country	US
Kind code	A1
Filing date	Mar 18, 2016
Priority date	Sep 20, 2013
Publication date	Jul 14, 2016
Grant date	—

Abstract

Provided are a gas separation membrane which includes a gas separation layer formed to include a polyimide compound and in which the polyimide compound includes a repeating unit represented by the following Formula (I), a gas separation module, a gas separation device, and a gas separation method using the same.

In Formula (I), R represents a group having a specific structure. R 3 represents a specific substituent group. A 1 to A 3 represent a hydrogen atom or a specific substituent group, but all of A 1 to A 3 do not represent a hydrogen atom at the same time.
In this case, at least one of R 3 , A 1 , A 2 , and A 3 represents a specific polar group.

First claim

What is claimed is:

1 . A gas separation membrane comprising:
a gas separation layer which is formed to include a polyimide compound, wherein the polyimide compound includes a repeating unit represented by the following Formula (I),

in Formula (I), R represents a group having a structure represented by any of the following Formulae (I-1) to (I-28), X 1 to X 3 represent a single bond or a divalent linking group, L represents —CH═CH— or —CH 2 —, R 1 and R 2 represent a hydrogen atom or a substituent group, and the symbol “*” represents a binding site with respect to a carbonyl group in Formula (I),
R 3 represents a group selected from a group consisting of an alkyl group, a halogen atom, a carboxy group, a hydroxyl group, an alkylamino group, an arylamino group, an acylamino group, an alkoxy group, an acyloxy group, an alkoxycarbonyl group, an imidazole group, a triazole group, a tetrazole group, a cyano group, a sulfo group, a sulfonamide group, an alkylsulfonyl group, and a mercapto group,
A 1 to A 3 represent a hydrogen atom or a group selected from a group consisting of an alkyl group, a halogen atom, a carboxy group, a hydroxyl group, an alkylamino group, an arylamino group, an acylamino group, an alkoxy group, an acyloxy group, an alkoxycarbonyl group, an imidazole group, a triazole group, a tetrazole group, a cyano group, a sulfonamide group, an alkylsulfonyl group, and a mercapto group, but all of A 1 to A 3 do not represent a hydrogen atom at the same time, and
in this case, at least one of R 3 , A 1 , A 2 , and A 3 represents a group selected from a group consisting of a carboxy group, a hydroxyl group, an alkylamino group, an acylamino group, an alkoxy group, an acyloxy group, an alkoxycarbonyl group, an imidazole group, a triazole group, a tetrazole group, a cyano group, a sulfonamide group, an alkylsulfonyl group, and a mercapto group.

2 . The gas separation membrane according to claim 1 , wherein the polyimide compound includes a repeating unit represented by the following Formula (II-a) or (II-b),

in Formulae (II-a) and (II-b), R has the same definition as that for R in Formula (I), R 4 to R 6 represent a substituent group, l1, m1, and n1 represent an integer of 0 to 4, and X 4 represents a single bond or a divalent linking group.

3 . The gas separation membrane according to claim 1 , wherein the gas separation membrane is a composite gas separation membrane which includes the gas separation layer on the upper side of a support layer having gas permeability.

4 . The gas separation membrane according to claim 3 , wherein the support layer is formed of a porous layer on a gas separation layer side and a non-woven fabric layer on a side opposite to the gas separation layer.

5 . The gas separation membrane according to claim 1 ,
wherein, in a case where gas subjected to a separation treatment is mixed gas of carbon dioxide and methane, the permeation rate of carbon dioxide at 40° C. and 5 MPa is greater than 20 GPU, and the ratio between permeation rates of carbon dioxide and methane (R CO2 /R CH4 ) is 15 or greater.

6 . The gas separation membrane according to claim 1 , wherein the molecular weight cut-off of the porous layer is 100000 or less.

7 . The gas separation membrane according to claim 1 , which is used to allow selective permeation of carbon dioxide from gas containing carbon dioxide and methane.

8 . A gas separation module comprising the gas separation membrane according to claim 1 .

9 . A gas separation device comprising the gas separation module according to claim 8 .

10 . A gas separation method comprising:
allowing carbon dioxide to selectively permeate from gas containing carbon dioxide and methane using the gas separation membrane according to claim 1 .

Assignees

• Fujifilm Corp

Inventors

• Usami Ryota
• Hironaka Koji
• Sano Satoshi
• Narita Takeshi

Classifications

• C08G73/1071

  Wholly aromatic polyimides containing oxygen in the form of ether bonds in the main chain · CPC title

• C08G73/10

  Polyimides; Polyester-imides; Polyamide-imides; Polyamide acids or similar polyimide precursors · CPC title

• B01D2256/245

  Methane · CPC title

• B01D53/228

  characterised by specific membranes · CPC title

• B01D2257/504

  Carbon dioxide · CPC title