Functional polymer membrane and method for producing same

Patent metadata

Field	Value
Publication number	US-2016369073-A1
Application number	US-201615254520-A
Country	US
Kind code	A1
Filing date	Sep 1, 2016
Priority date	Mar 25, 2014
Publication date	Dec 22, 2016
Grant date	—

Abstract

Provided is a functional polymer membrane having a structure represented by the following Formula (1) and a structure represented by the following Formula (2), in which an ion exchange capacity is 2.0 meq/g to 7.0 meq/g; and a method for producing the same,
—S-LL 1 -LL-LL 2 -S—   Formula (1)
in Formula (1), LL represents a single bond or an alkylene group which may have a substituent, —O—, —S—, —NR Z — or a linking group obtained by combining these, LL 1 and LL 2 represent —(CR 1 R 2 ) I — or —(CR 1 R 2 ) I —C(═O)O— (in which the atom bonded to LL is an oxygen atom), R 1 and R 2 represent a hydrogen atom or an alkyl group, I represents 1 or 2, R Z represents a hydrogen atom or a substituent, however, in a case where terminal atoms of a substituent in LL and a substituent of R Z are a sulfur atom, LL is the sulfur atom having a bond to be incorporated into the polymer chain, and

in Formula (2), L 1 represents an alkylene group or an alkenylene group, Ra, Rb, Rc, and Rd each independently represent an alkyl group or an aryl group, Ra and Rb, or/and Rc and Rd may be bonded to each other to form a ring, n1 represents an integer of 1 to 10, and X 1 − and X 2 − each independently represent an organic or inorganic anion.

First claim

What is claimed is:

1 . A functional polymer membrane comprising:
a structure represented by the following Formula (1); and a structure represented by the following Formula (2), wherein an ion exchange capacity is 2.0 meq/g to 7.0 meq/g,
—S-LL 1 -LL-LL 2 -S—   Formula (1)

in Formula (1), LL represents a single bond or an alkylene group which may have a substituent, —O—, —S—, —NR Z — or a linking group obtained by combining these, LL 1 and LL 2 each independently represent —(CR 1 R 2 ) I — or —(CR 1 R 2 ) I —C(═O)O— (in which the atom bonded to LL is an oxygen atom), R 1 and R 2 each independently represent a hydrogen atom or an alkyl group, I represents 1 or 2, and R Z represents a hydrogen atom or a substituent, however, in a case where terminal atoms of a substituent in LL and a substituent of R Z are a sulfur atom, LL is the sulfur atom having a bond to be incorporated into the polymer chain, and

in Formula (2), L 1 represents an alkylene group or an alkenylene group, Ra, Rb, Rc, and Rd each independently represent an alkyl group or an aryl group, Ra and Rb, or/and Rc and Rd may be bonded to each other to form a ring, n1 represents an integer of 1 to 10, and X 1 − and X 2 − each independently represent an organic or inorganic anion.

2 . The functional polymer membrane according to claim 1 , wherein the content of the structure section represented by Formula (1) is 0.01 parts by mass to 10 parts by mass with respect to a total 100 parts by mass of the functional polymer membrane.

3 . The functional polymer membrane according to claim 1 obtained by conducting polymerization-curing reaction of the composition containing a (A) styrene-based monomer represented by the following Formula (HSM), a (B) crosslinking agent represented by the following Formula (CL), and a (C) chain transfer agent represented by the following Formula (3),

in Formula (HSM), R 3 represents a halogen atom or —N + (R 4 )(R 5 )(R 6 )(X 3 − ), and n2 represents an integer of 1 to 10, where R 4 to R 6 each independently represent a linear or branched alkyl group or aryl group, R 4 and R 5 , or R 4 , R 5 , and R 6 may be bonded to one another to form an aliphatic hetero ring, and X 3 − represents an organic or inorganic anion,

in Formula (CL), L 1 represents an alkylene group or an alkenylene group, Ra, Rb, Rc, and Rd each independently represent an alkyl group or an aryl group, Ra and Rb, or/and Rc and Rd may be bonded to each other to form a ring, n1 represents an integer of 1 to 10, and X 1 − and X 2 − each independently represent an organic or inorganic anion, and
H—S-LL 1 -LL a -LL 2 -S—H   Formula (3)

in Formula (3), LL a represent a single bond or an alkylene group which may have a substituent, —O—, —S—, —NR Za —, or a linking group obtained by combining these, LL 1 and LL 2 each independently represent —(CR 1 R 2 ) I — or —(CR 1 R 2 ) I —C(═O)O— (in which the atom bonded to LL a is an oxygen atom), R 1 and R 2 each independently represent a hydrogen atom or an alkyl group, I represents 1 or 2, R Za represents a hydrogen atom or a substituent, however, in a case where terminal atoms of a substituent in LL a and a substituent of R Za are a sulfur atom, LL a is SH.

4 . The functional polymer membrane according to claim 3 , wherein the composition further contains a (D) polymerization initiator represented by the following Formula (PI-1) or (PI-2),

in Formula (PI-1), R 7 represents a hydrogen atom, an alkyl group, an alkenyl group, an alkoxy group, or an aryloxy group, R 8 and R 9 each independently represent a hydrogen atom, an alkyl group, an alkenyl group, an alkoxy group, or an aryloxy group, and R 8 and R 9 may be bonded to each other to form a ring, and
in Formula (PI-2), R 10 represents an alkyl group, an aryl group, an alkylthio group, or an arylthio group, R 11 represents an alkyl group, an aryl group, an alkylthio group, an arylthio group, or an acyl group, and R 12 represents an alkyl group or an aryl group.

5 . The functional polymer membrane according to claim 3 , wherein the content of the (A) styrene-based monomer represented by Formula (HSM) is 1 part by mass to 85 parts by mass with respect to 100 parts by mass of the total solid content of the composition.

6 . The functional polymer membrane according to claim 3 , wherein the content of the (B) crosslinking agent represented by Formula (CL) is 10 parts by mass to 100 parts by mass with respect to 100 parts by mass of the total solid content of the composition.

7 . The functional polymer membrane according to claim 3 , wherein the content of the (C) chain transfer agent represented by Formula (3) is 0.01 parts by mass to 10 parts by mass with respect to 100 parts by mass of the total solid content of the composition.

8 . The functional polymer membrane according to claim 3 , wherein the composition contains a (F) solvent.

9 . The functional polymer membrane according to claim 8 , wherein the (F) solvent is water or a water-soluble solvent.

10 . The functional polymer membrane according to claim 1 , further comprising synthetic woven fabric, synthetic nonwoven fabric, a sponge-like film or a film-like support having fine through-holes.

11 . The functional polymer membrane according to claim 3 , wherein the polymerization-curing reaction is conducted by heating and/or energy ray irradiation.

12 . A method for producing a functional polymer membrane comprising: conducting polymerization-curing reaction of a composition containing a (A) styrene-based monomer represented by the following Formula (HSM), a (B) crosslinking agent represented by the following Formula (CL) and a (C) chain transfer agent represented by the following Formula (3), wherein the ion exchange capacity of the functional polymer membrane is 2.0 meq/g to 7.0 meq/g,

in Formula (HSM), R 3 represents a halogen atom or —N + (R 4 )(R 5 )(R 6 )(X 3 − ), and n2 represents an integer of 1 to 10, where R 4 to R 6 each independently represent a linear or branched alkyl group or aryl group, R 4 and R 5 , or R 4 , R 5 , and R 6 may be bonded to one another to form an aliphatic hetero ring, and X 3 − represents an organic or inorganic anion,

in Formula (CL), L 1 represents an alkylene group or an alkenylene group, Ra, Rb, Rc, and Rd each independently represent an alkyl group or an aryl group, Ra and Rb, or/and Rc and Rd may be bonded to each other to form a ring, n1 represents an integer of 1 to 10, X 1 − and X 2 − each independently represent an organic or inorganic anion, and
H—S-LL 1 -LL-LL 2 -S—H   Formula (3)

in Formula (3), LL a represent a single bond or an alkylene group which may have a substituent, —O—, —S—, —NR Za —, or a linking group obtained by combining these, LL 1 and LL 2 each independently represent —(CR 1 R 2 ) I — or —(CR 1 R 2 ) I —C(═O)O— (in which the atom bonded to LL a is an oxygen atom), R 1 and R 2 each independently represent a hydrogen atom or an alkyl group, I represents 1 or 2,

Assignees

• Fujifilm Corp

Inventors

• Inoue Kazuomi
• Kodama Keisuke
• Inomata Sotaro

Classifications

• H01M50/489

  Separators, membranes, diaphragms or spacing elements inside the cells, characterised by their physical properties, e.g. swelling degree, hydrophilicity or shut down properties · CPC title

• H01M50/414

  Synthetic resins, e.g. thermoplastics or thermosetting resins · CPC title

• H01M8/1072

  by chemical reactions, e.g. in situ polymerisation or in situ crosslinking · CPC title

• H01M8/0239

  Organic resins; Organic polymers · CPC title

• B01D67/0006

  by chemical reactions (in-situ polymerisation, polycondensation, cross-linking or reaction for manufacturing composite membranes B01D69/125) · CPC title