Back to results
US 9,452,392 B2Granted
Gas separation composite membrane and method of producing the same, and gas separating module, gas separation apparatus and gas separation method using the same
AssigneeFUJIFILM Corporation
InventorsSatoshi Sano, Ichiro Nagata, Keisuke Kodama
Life of this patent
Estimating the term…
Abstract
A gas separation composite membrane, containing a gas-permeable supporting layer and a gas separating layer containing a crosslinked organic-inorganic hybrid resin over the gas-permeable supporting layer, in which the crosslinked organic-inorganic hybrid resin has a structure in which a polymer incorporating therein an oxanthrene unit, or a polyimide compound has been crosslinked via a specific crosslinking chain.
Claims15
A gas separation composite membrane, containing:
- a gas-permeable supporting layer;
- and
- a gas separating layer containing a crosslinked organic-inorganic hybrid resin, over the gas-permeable supporting layer,
- wherein the crosslinked organic-inorganic hybrid resin has a structure in which a polymer incorporating therein an oxanthrene unit, or a polyimide compound has been crosslinked via a specific crosslinking chain, and the specific crosslinking chain contains a site represented by the following formula (A):
- wherein Ra represents an alkyl group, a cycloalkyl group, an aryl group, an alkoxy group, an aryloxy group, or *—O—**;
- the symbol “*” means a bonding hand with M1 in formula (A);
- the symbol “**” means a connection site with an adjacent M1;
- M1 represents a metal atom selected from the group consisting of Si, Ge, Mg, Al, Ti, Zr and Sb;
- Pa represents a polyimide compound or a polymer incorporating therein an oxanthrene unit;
- and La represents a connection site with an adjacent M1,
- wherein a structural part derived from the polyimide compound contains a repeating unit represented by formula (I), and a repeating unit represented by formula (III-a) or (III-b):
- wherein, in formula (I), R is a group of atoms selected from groups represented by formulas (I-a) to (I-g);
- wherein, in formulas (I-a) to (I-g), X1 represents a single bond or a divalent linking group;
- Y represents a methylene group or a vinylene group;
- R1 and R2 each independently represent a hydrogen atom or a substituent, or may bond with each other to form a ring;
- and the symbol “*” represents a binding site with the carbonyl group of the imide in formula (I);
- wherein R6, R7 and R8 represent a substituent;
- J1, J2 and W1 represent a single bond or a divalent linking group;
- l2, m2 and n2 represent an integer of from 0 to 3;
- L1 represents a divalent linking group;
- p represents an integer of 0 or more;
- q represents an integer of 1 or more;
- X3 represents a single bond or a divalent linking group;
- and Lb means a connection site with M1 in formula (A), and
- wherein the polymer incorporating therein an oxanthrene unit contains a repeating unit represented by formula (IV-a), and a repeating unit represented by formula (IV-b):
- wherein R10 to R20 represent a hydrogen atom or a substituent;
- J3, J4 and W2 represent a single bond or a divalent linking group;
- L2 represents a divalent linking group;
- r represents an integer of 0 or more;
- Y1 and Y2 represent a group of atoms for forming a ring with the carbon atom and the benzene ring;
- Lc means a connection site with M1 in formula (A).
28 more elements
A method of producing a gas separation composite membrane having a gas separating layer containing a crosslinked organic-inorganic hybrid resin over a gas-permeable supporting layer thereof, comprising:
- coating a coating liquid containing a polyimide compound or a polymer incorporating therein an oxanthrene unit, and a crosslinking agent having a metal atom M1 wherein M1 represents a metal atom selected from the group consisting of Si, Ge, Mg, Al, Ti, Zr, and Sb, over the supporting layer;
- and
- irradiating an active radiation or applying heat to the coating liquid thereby inducing a crosslinking reaction,
- wherein the polyimide compound contains a repeating unit represented by formula (I), and a repeating unit represented by formula (VI-a) or (VI-b):
- wherein, in formula (I), R is a group of atoms selected from groups represented by formulas (I-a) to (I-g);
- wherein, in formulas (I-a) to (I-g), X1 represents a single bond or a divalent linking group;
- Y represents a methylene group or a vinylene group;
- R1 and R2 each independently represent a hydrogen atom or a substituent, or may bond with each other to form a ring;
- and the symbol “*” represents a binding site with the carbonyl group of the imide in formula (I);
- wherein R6, R7 and R8 represent a substituent;
- J1 represents a single bond or a divalent linking group;
- l2, m2 and n2 represent an integer of from 0 to 3;
- q represents an integer of 1 or more and 4 or less;
- X3 represents a single bond or a divalent linking group;
- and A1 represents a reactive group, and
- wherein the polymer incorporating therein an oxanthrene unit is a polymer containing a repeating unit represented by formula (V):
- wherein R16 to R20 represent a hydrogen atom or a substituent;
- J3 represents a single bond or a divalent linking group;
- Y1 and Y2 represent a group of atoms for forming a ring with the carbon atom and the benzene ring;
- and A1 represents a hydroxy group, a carboxyl group, a sulfonic acid group, an alkenyl group, an alkynyl group, or a mercapto group, and
- wherein the polyimide compound further contains a repeating unit represented by formula (II-a):
- wherein R3 represents a substituent;
- and l1 represents an integer of from 0 to 4.
20 more elements
Dependencies are inferred from the claim text.