US2012042777A1PendingUtilityA1
Gas separation using membranes comprising polybenzoxazoles prepared by thermal rearrangement
Est. expiryMar 12, 2028(~1.7 yrs left)· nominal 20-yr term from priority
C08G 61/12C08J 5/22C08G 69/48C08G 61/00B01D 2325/22C08G 73/22C08L 79/04C01B 3/503B01D 71/62B01D 2325/24B01D 69/02C01B 2203/0405C01B 2203/0475C01B 2203/048B01D 53/228
54
PatentIndex Score
0
Cited by
0
References
0
Claims
Abstract
A method of separating components of a gas mixture, the method comprising: passing the gas mixture through a benzoxazole-based polymer membrane at a temperature of from about 30° C. to about 400° C., wherein the benzoxazole-based polymer membrane is represented by the formula: as is defined herein.
Claims
exact text as granted — not AI-modified1 . A method of separating H 2 and CO 2 from a gas mixture, the method comprising:
passing the gas mixture comprising H 2 and CO 2 through a benzoxazole-based polymer membrane at a temperature of from about 30° C. to about 400° C., wherein the benzoxazole-based polymer membrane is represented by the formula:
wherein Ar is a bivalent C 5 -C 24 arylene group or a bivalent C 5 -C 24 heterocyclic ring, which is substituted or unsubstituted with at least one substituent selected from the group consisting of C 1 -C 10 alkyl, C 1 -C 10 alkoxy, C 1 -C 10 haloalkyl and C 1 -C 10 haloalkoxy, or two or more of which are fused together to form a condensation ring, or covalently bonded to each other via a functional group selected from the group consisting of O, S, C(═O), CH(OH), S(═O) 2 , Si(CH 3 ) 2 , (CH 2 ) p (in which 1≦p≦10), (CF 2 ) q (in which 1≦q≦10), C(CH 3 ) 2 , C(CF 3 ) 2 and C(═O)NH;
Q is a single bond, O, S, C(═O), CH(OH), S(═O) 2 , Si(CH 3 ) 2 , (CH 2 ) p (in which 1≦p≦10), (CF 2 ) q (in which 1≦q≦10), C(CH 3 ) 2 , C(CF 3 ) 2 , C(═O)NH, C(CH 3 )(CF 3 ), C 1 -C 6 alkyl-substituted phenyl or C 1 -C 6 haloalkyl-substituted phenyl in which Q is linked to opposite both phenyl rings in the position of m-m, m-p, p-m or p-p; and
n is an integer of 20 to 400.
2 . The method of claim 1 , wherein Ar is selected from the following compounds:
wherein X is O, S, C(═O), CH(OH), S(═O) 2 , Si(CH 3 ) 2 , (CH 2 ) p (in which 1≦p≦10), (CF 2 ) q (in which 1≦q≦10), C(CH 3 ) 2 , C(CF 3 ) 2 , or C(═O)NH; Y is O, S or C(═O); and Z 1 , Z 2 and Z 3 are identical or different and are O, N or S.
3 . The method of claim 1 , wherein Ar is selected from the following compounds:
4 . The method of claim 1 , wherein Q is a single bond, C(CH 3 ) 2 , C(CF 3 ) 2 , C(═O)NH, C(CH 3 )(CF 3 ),
5 . The method of claim 1 , wherein Ar is
and Q is C(CF 3 ) 2 .
6 . A method of separating a pair of gasses from a gas mixture comprising the pair of gases, the method comprising:
passing the gas mixture through a benzoxazole-based polymer membrane at a temperature of from about 30° C. to about 400° C., wherein the benzoxazole-based polymer membrane is represented by the formula:
wherein Ar is a bivalent C 5 -C 24 arylene group or a bivalent C 5 -C 24 heterocyclic ring, which is substituted or unsubstituted with at least one substituent selected from the group consisting of C 1 -C 10 alkyl, C 1 -C 10 alkoxy, C 1 -C 10 haloalkyl and C 1 -C 10 haloalkoxy, or two or more of which are fused together to form a condensation ring, or covalently bonded to each other via a functional group selected from the group consisting of O, S, C(═O), CH(OH), S(═O) 2 , Si(CH 3 ) 2 , (CH 2 ) p (in which 1≦p≦10), (CF 2 ) q (in which 1≦q≦10), C(CH 3 ) 2 , C(CF 3 ) 2 and C(═O)NH;
Q is a single bond, O, S, C(═O), CH(OH), S(═O) 2 , Si(CH 3 ) 2 , (CH 2 ) p (in which 1≦p≦10), (CF 2 ) q (in which 1≦q≦10), C(CH 3 ) 2 , C(CF 3 ) 2 , C(═O)NH, C(CH 3 )(CF 3 ), C 1 -C 6 alkyl-substituted phenyl or C 1 -C 6 haloalkyl-substituted phenyl in which Q is linked to opposite both phenyl rings in the position of m-m, m-p, p-m or p-p; and
n is an integer of 20 to 400, wherein the gas pair is selected from the group consisting of H 2 /CH 4 , H 2 /CO 2 , H 2 /N 2 , He/N 2 , O 2 /N 2 , CO 2 /N 2 , and CO 2 /CH 4 .
7 . The method of claim 6 , wherein Ar is selected from the following compounds:
wherein X is O, S, C(═O), CH(OH), S(═O) 2 , Si(CH 3 ) 2 , (CH 2 ) p (in which 1≦p≦10), (CF 2 ) q (in which 1≦q≦10), C(CH 3 ) 2 , C(CF 3 ) 2 , or C(═O)NH; Y is O, S or C(═O); and Z 1 , Z 2 and Z 3 are identical or different and are O, N or S.
8 . The method of claim 6 , wherein Ar is selected from the following compounds:
9 . The method of claim 6 , wherein Q is a single bond, C(CH 3 ) 2 , C(CF 3 ) 2 , C(═O)NH, C(CH 3 )(CF 3 ),
10 . The method of claim 6 , wherein Ar is
and Q is C(CF 3 ) 2 .
11 . A gas separation membrane comprising polybenzoxazole (TR-β-PBO) represented by the formula:
wherein Ar is a bivalent C 5 -C 24 arylene group or a bivalent C 5 -C 24 heterocyclic ring, which is substituted or unsubstituted with at least one substituent selected from the group consisting of C 1 -C 10 alkyl, C 1 -C 10 alkoxy, C 1 -C 10 haloalkyl and C 1 -C 10 haloalkoxy, or two or more of which are fused together to form a condensation ring, or covalently bonded to each other via a functional group selected from the group consisting of O, S, C(═O), CH(OH), S(═O) 2 , Si(CH 3 ) 2 , (CH 2 ) p (in which 1≦p≦10), (CF 2 ) q (in which 1≦q≦10), C(CH 3 ) 2 , C(CF 3 ) 2 and C(═O)NH;
Q is a single bond, O, S, C(═O), CH(OH), S(═O) 2 , Si(CH 3 ) 2 , (CH 2 ) p (in which 1≦p≦10), (CF 2 ) q (in which 1≦q≦10), C(CH 3 ) 2 , C(CF 3 ) 2 , C(═O)NH, C(CH 3 )(CF 3 ), C 1 -C 6 alkyl-substituted phenyl or C 1 -C 6 haloalkyl-substituted phenyl in which Q is linked to opposite both phenyl rings in the position of m-m, m-p, p-m or p-p; and
n is an integer of 20 to 400, wherein the polybenzoxazole has a weight average molecular weight of from more than about 50,000 Da to about 300,000 Da.
12 . The gas separation membrane of claim 11 , wherein the polybenzoxazole has a weight average molecular weight of from more than about 50,000 Da to about 200,000 Da.
13 . The method of claim 1 wherein the gas mixture is passed through the benzoxazole-based polymer membrane at a temperature of from about 200° C. to about 350° C.
14 . The method of claim 6 wherein the gas mixture is passed through the benzoxazole-based polymer membrane at a temperature of from about 200° C. to about 350° C.
15 . The method of claim 1 , wherein Ar is
and Q is C(CF 3 ) 2 .
16 . The method of claim 1 , wherein Ar is
and Q is C(CF 3 ) 2 .
17 . The method of claim 6 , wherein Ar is
and Q is C(CF 3 ) 2 .
18 . The method of claim 6 , wherein Ar is
and Q is C(CF 3 ) 2 .
19 . The gas separation membrane of claim 11 , wherein Ar is
and Q is C(CF 3 ) 2 .
20 . The gas separation membrane of claim 11 , wherein Ar is
and Q is C(CF 3 ) 2 .
21 . The gas separation membrane of claim 11 , wherein Ar is
and Q is C(CF 3 ) 2 .Cited by (0)
No later patents cite this yet.
References (0)
No backward citations on record.