Membranes for gas separation
US-12023633-B2 · Jul 2, 2024 · US
US10046285B2 · US · B2
| Field | Value |
|---|---|
| Publication number | US-10046285-B2 |
| Application number | US-201514851118-A |
| Country | US |
| Kind code | B2 |
| Filing date | Sep 11, 2015 |
| Priority date | Mar 26, 2013 |
| Publication date | Aug 14, 2018 |
| Grant date | Aug 14, 2018 |
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The present invention provides a polymer functional film obtained by polymerizing and curing a composition including (A) a styrene-based monomer represented by Formula (HSM); (B) a crosslinking agent represented by Formula (CL); and (C) a polymerization initiator represented by Formula (PI-1) or (PI-2), and a method for producing the same: in which R 1 represents a halogen atom or —N + (R 2 )(R 3 )(R 4 )(X 1 − ); n1 represents an integer from 1 to 10; here, R 2 to R 4 each independently represent a particular substituent; X 1 − represents an organic or inorganic anion; L 1 represents an alkylene group or an alkenylene group; Ra, Rb, Rc and Rd each independently represent a particular substituent; n2 and n4 each independently represent an integer from 1 to 10; X 2 − and X 3 − each independently represent an organic or inorganic anion; and R 5 to R 10 each represent a hydrogen atom or a particular substituent.
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What is claimed is: 1. A polymer functional film, obtained by polymerizing and curing a composition comprising: (A) a styrene-based monomer represented by the following Formula (HSM); (B) a crosslinking agent represented by the following Formula (CL); and (C) a polymerization initiator represented by the following Formula (PI-1) or (PI-2): wherein in Formula (HSM), R 1 represents a halogen atom or —N + (R 2 )(R 3 )(R 4 )(V); n1 represents an integer from 1 to 10; wherein R 2 to R 4 each independently represent a linear or branched alkyl group, or an aryl group; R 2 and R 3 , or R 2 , R 3 and R 4 may be bonded to each other and form an aliphatic heterocyclic ring together with N atom; X 1 − 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; in a case where Ra and Rb are an alkyl group, Ra and Rb are bonded to each other and form a ring, in a case where Rc and Rd are an alkyl group, Rc and Rd are bonded to each other and form a ring, and in a case where both Ra and Rb are an alkyl group and Rc and Rd are an alkyl group, both Ra and Rb are bonded to each other and form a ring and Rc and Rd are bonded to each other and form a ring; n2 and n4 each independently represent an integer from 1 to 10; X 2 − and X 3 − each independently represent an organic or inorganic anion; in Formula (PI-1), R 5 represents a hydrogen atom, an alkyl group, an alkenyl group, an alkoxy group, or an aryloxy group; R 6 and R 7 each independently represent a hydrogen atom, an alkyl group, an alkenyl group, an alkoxy group, or an aryloxy group; R 6 and R 7 may be bonded to each other and form a ring; and in Formula (PI-2), R 8 represents an alkyl group, an aryl group, an alkylthio group, or an arylthio group; R 9 represents an alkyl group, an aryl group, an alkylthio group, an arylthio group, or an acyl group; and R 10 represents an alkyl group or an aryl group. 2. The polymer functional film according to claim 1 , wherein the composition further comprises (D) a polymerization initiator represented by the following Formula (AI): wherein in formula (AI), R 11 to R 14 each independently represent an alkyl group; X 1 represents ═O or ═N—Ri; Re to Ri each independently represent a hydrogen atom or an alkyl group; and Re and Rf, Rg and Rh, Re and Ri, and Rg and Ri may be bonded to each other and form a ring. 3. The polymer functional film according to claim 1 , wherein the content of the (A) styrene-based monomer represented by Formula (HSM) is 1 to 85 parts by mass with respect to 100 parts by mass of the total solid content of the composition. 4. The polymer functional film according to claim 1 , wherein the content of the (B) crosslinking agent represented by Formula (CL) is 10 to 98 parts by mass with respect to 100 parts by mass of the total solid content of the composition. 5. The polymer functional film according to claim 1 , wherein the content of the (C) polymerization initiator represented by Formula (PI-1) or (PI-2) is 0.1 to 20 parts by mass with respect to 100 parts by mass of the total solid content of the composition. 6. The polymer functional film according to claim 2 , wherein the content of the (D) polymerization initiator represented by Formula (AI) is 0.1 to 20 parts by mass with respect to 100 parts by mass of the total solid content of the composition. 7. The polymer functional film according to claim 1 , wherein the composition comprises (E) a solvent. 8. The polymer functional film according to claim 7 , wherein the (E) solvent is water or a water-soluble solvent. 9. The polymer functional film according to claim 1 , comprising a support. 10. The polymer functional film according to claim 9 , wherein the support is a synthetic woven fabric, a synthetic nonwoven fabric, a spongy film, or a film having fine through-holes. 11. The polymer functional film according to claim 9 , wherein the support is formed of a polyolefin. 12. The polymer functional film according to claim 1 , wherein the polymer functional film is an ion exchange membrane, a reverse osmosis membrane, a forward osmosis membrane, or a gas separation membrane. 13. The polymer functional film according to claim 1 , wherein the pore volume fraction of the polymer functional film is 0.1% to 0.9%. 14. The polymer functional film according to claim 1 , wherein Ra and Rb are bonded to each other and form a piperazine ring or a dihydropyrazine ring together with L 1 . 15. The polymer functional film according to claim 1 , wherein both Ra and Rb are bonded to each other and Rc and Rd are bonded to each other, and Ra, Rb, Rc, and Rd form a triethylenediamine ring together with L 1 .
containing two or more rings · CPC title
Nitrogen · CPC title
Degradation or stability over time · CPC title
Membrane materials having negatively charged functional groups · CPC title
Cross-linking · CPC title
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