Polymer Films

Patent metadata

Field	Value
Publication number	US-2024199830-A1
Application number	US-202218282809-A
Country	US
Kind code	A1
Filing date	Mar 24, 2022
Priority date	Mar 29, 2021
Publication date	Jun 20, 2024
Grant date	—

Abstract

A polymer film obtainable from curing a composition comprising: (a) a curable ionic compound comprising a bis(sulfonyl)imide group; and (b) a curable non-ionic compound comprising at least 4 vinyl groups.

First claim

1 . A polymer film obtainable from curing a composition comprising:
(a) a curable ionic compound comprising a bis(sulfonyl)imide group; and (b) a curable non-ionic compound comprising at least 4 vinyl groups.

2 . A polymer film according to claim 1 wherein component (b) is a curable non-ionic compound of Formula (I);
R′—A n —B m —C q —R′  Formula (I)

wherein:
A is [CH 2 CH═CHCH 2 ];
B is [CH 2 CH(CH═CH 2 )];
C is [CH 2 CH(C 6 H 5 )];
n has a value of from 5 to 85% of the sum of (n+m+q);
m has a value of from 15 to 95% of the sum of (n+m+q);
q has a value of from 0 to 30% of the sum of (n+m+q); and
each R′ independently is H or OH; provided that the non-ionic compound of Formula (I) comprises at least 4 vinyl groups.

3 . The polymer film according to claim 1 wherein component (a) is a curable ionic compound of Formula (II):

wherein:
each R independently comprises a polymerisable or non-polymerisable group; and M + is a cation.

4 . The polymer film according to claim 3 wherein each R independently comprises a group selected from vinyl, allyl, alkylenethiol, arylenevinyl, arylenedivinyl, arylene-alkylenethiol, arylene-dialkylenethiol, C 1-6 alkyl and C 6 -C 18 aryl, provided that the compound of Formula (II) comprises at least two polymerisable groups.

5 . The polymer film according to claim 1 wherein the component (b) has a melting temperature below 50° C.

6 . The polymer film according to claim 1 wherein component (b) has a viscosity of less than 600 Poise at 40° C.

7 . The polymer film according to claim 1 wherein component (a) is of Formula (III):

wherein:
each R″ independently is a polymerisable or non-polymerisable group;
n′ has a value of 1 or 2;
p has a value of 1, 2 or 3;
M + is a cation; and
Z is N or a linking group;
provided that the compound of Formula (III) comprises at least two polymerisable groups.

8 . The polymer film according to claim 7 wherein n′ and p both have a value of 1, R″ is a vinyl group and Z is a phenylene group carrying a vinyl group.

9 . The polymer film according to claim 7 wherein p has a value of 2 or 3 and Z is C 1-6 -alkylene, C 1-6 perfluoroalkylene, C 6-18 -arylene group or a group of the formula N(R″′) (3-p) wherein each R″′ independently is H or C 1-4 -alkyl.

10 . The polymer film according to claim 7 wherein p has a value of 1, n′ has a value of 2 and Z is a C 1-6 -alkyl, C 1-6 -perfluoroalkyl, C 6-18 -aryl group or a group of the formula N(R″′) 2 wherein each R″′ independently is H or C 1-4 -alkyl.

11 . The polymer film according to claim 1 wherein components (a) and (b) are copolymerisable.

12 . The polymer film according to claim 1 wherein the composition comprises 20 to 80 wt % of component (a) and 0.5 to 20 wt % of component (b).

13 . The polymer film according to claim 1 wherein the composition optionally further comprises one or more of the following components:
(c) a compound comprising one and only one polymerisable group;
(d) one or more radical initiators; and
(e) solvent.

14 . A composition comprising:
(a) a curable ionic compound comprising a bis(sulfonyl)imide group; (b) a curable non-ionic compound comprising at least 4 vinyl groups; optionally (c) a compound comprising one and only one polymerisable group; optionally (d) one or more radical initiators; and optionally (e) solvent.

15 . A process for preparing a polymer film comprising the steps of:
(i) providing a porous support; (ii) impregnating the porous support with a composition according to claim 14 ; and (iii) curing the composition.

16 . The process according to claim 15 wherein the curing comprises a first curing step and a second curing step.

17 . The process according to claim 16 wherein the first and second curing steps are respectively selected from (i) UV curing then thermal curing; (ii) UV curing then electron beam curing; and (iii) electron beam curing then thermal curing.

18 . The process according to claim 16 which comprises curing the composition in the first curing step to form a polymer film, winding the polymer film onto a core, optionally together with an inert polymer foil, and then performing the second curing step.

19 . A cation exchange membrane comprising the polymer film according to claim 1 .

20 . A bipolar membrane comprising the polymer film according to claim 1 .

21 . A method of using the cation exchange membrane according to claim 19 for the treatment of polar liquids, for the production of acids and bases or for the generation of electricity.

22 . The polymer film according to claim 1 wherein the component (b) has a molecular weight of at least 600 g/mol and a number average molecular weight (Mn) not higher than 15,000 Da.

23 . The polymer film according to claim 1 wherein the component (b) has a melting temperature below 50° C., a viscosity of less than 600 Poise at 40° C., and a number average molecular weight (Mn) not higher than 15,000 Da.

24 . The polymer film according to claim 2 wherein the component (b) has a melting temperature below 50° C., a viscosity of less than 600 Poise at 40° C., and a number average molecular weight (Mn) not higher than 15,000 Da.

25 . The polymer film according to claim 3 wherein the component (a) comprises at least two polymerisable groups comprising ethylenically unsaturated groups, preferably vinyl groups, or thiol groups.

26 . The polymer film according to claim 25 wherein the component (b) has a melting temperature below 50° C., a viscosity of less than 600 Poise at 40° C., and a number average molecular weight (Mn) not higher than 15,000 Da.

27 . A method of using the bipolar membrane according to claim 20 for the treatment of polar liquids, for the production of acids and bases or for the generation of electricity.

28 . The polymer film according to claim 3 wherein the component (a) comprises vinyl groups, or thiol groups.

Assignees

• Fujifilm Mfg Europe Bv
• Fujifilm Corp

Inventors

• Martinez Elisa Huerta
• Hessing Jacko

Classifications

• H01M8/1069

  characterised by the manufacturing processes · CPC title

• H01M8/1023

  having only carbon, e.g. polyarylenes, polystyrenes or polybutadiene-styrenes · CPC title

• C25B13/08

  based on organic materials · CPC title

• C08J2351/04

  grafted on to rubbers · CPC title

• C08F279/02

  on to polymers of conjugated dienes · CPC title