Gas separation membrane containing heteromorphous shaped silica nanoparticles

Patent metadata

Field	Value
Publication number	US-2019184345-A1
Application number	US-201716327663-A
Country	US
Kind code	A1
Filing date	Aug 21, 2017
Priority date	Aug 23, 2016
Publication date	Jun 20, 2019
Grant date	—

Abstract

A gas separation membrane containing a matrix resin and hyperbranched polymer- or dendrimer-bound, heteromorphous shaped silica nanoparticles, which are formed of heteromorphous shaped silica nanoparticles having surfaces onto which a hyperbranched polymer or a dendrimer is chemically added.

First claim

1 - 8 . (canceled)

9 . A gas separation membrane, comprising a matrix resin and hyperbranched polymer- or dendrimer-bound, heteromorphous shaped silica nanoparticles, which are formed of heteromorphous shaped silica nanoparticles having surfaces onto which a hyperbranched polymer or a dendrimer is chemically added.

10 . A gas separation membrane according to claim 9 , wherein the heteromorphous shaped silica nanoparticles are at least one silica nanoparticle species selected from the group consisting of:
elongated shape silica nanoparticles, which have a ratio D1/D2 of ≥4, wherein D1 is a particle size determined through a dynamic light scattering method, and D2 is a particle size determined through a nitrogen gas adsorption method; which has a D1 of 40 to 500 nm; and which have a uniform thickness of 5 to 40 nm as observed under a transmission electron microscope; string-of-pearls shape silica nanoparticles which are formed of colloidal silica spherical particles having a particle size D2 determined through the nitrogen gas adsorption method of 10 to 80 nm, and silica which binds together the colloidal silica spherical particles; which has a ratio D1/D2 of ≥3, wherein D1 is a particle size determined through the dynamic light scattering method, and D2 is a particle size of the colloidal silica spherical particles determined through the nitrogen gas adsorption method; which has a D1 of 40 to 500 nm; and which are formed of the colloidal silica spherical particles connected together; and confeito-like shape silica nanoparticles which have a surface roughness S2/S3 of 1.2 to 10, wherein S2 is a specific surface area determined through the nitrogen gas adsorption method, and S3 is a specific surface area obtained by reducing a mean particle size D3 determined through image analysis; which have a D3 of 10 to 60 nm; and which have a plurality of wart-shaped projections on the surfaces thereof.

11 . A gas separation membrane according to claim 9 , wherein the hyperbranched polymer- or dendrimer-bound, heteromorphous shaped silica nanoparticles are formed of heteromorphous shaped silica nanoparticles bound to a hyperbranched polymer or a dendrimer by the mediation of a reactive functional group-containing compound.

12 . A gas separation membrane according to claim 10 , wherein the hyperbranched polymer- or dendrimer-bound, heteromorphous shaped silica nanoparticles are formed of heteromorphous shaped silica nanoparticles bound to a hyperbranched polymer or a dendrimer by the mediation of a reactive functional group-containing compound.

13 . A gas separation membrane according to claim 11 , wherein the reactive functional group-containing compound is a functional group-containing silane coupling agent.

14 . A gas separation membrane according to claim 12 , wherein the reactive functional group-containing compound is a functional group-containing silane coupling agent.

15 . A gas separation membrane according to claim 11 , wherein the reactive functional group-containing compound is a compound represented by the following formula (1):
[F1] (R 1 —O 3 Si—R 2 —NR 3   (1)
(wherein R 1 represents a methyl group or an ethyl group; R 2 represents a C1 to C5 alkylene group, an amido group, or an aminoalkylene group; and R 3 represents hydrogen or a group represented by the following formula (2):
[F2]
—OC—R 4 —COON   (2)

(wherein R 4 represents a C1 to C20 alkylene group or a C6 to C18 aromatic group).

16 . A gas separation membrane according to claim 12 , wherein the reactive functional group-containing compound is a compound represented by the following formula (1):
[F1] (R 1 —O 3 Si—R 2 —NR 3   (1)
(wherein R 1 represents a methyl group or an ethyl group; R 2 represents a C1 to C5 alkylene group, an amido group, or an aminoalkylene group; and R 3 represents hydrogen or a group represented by the following formula (2):
[F2]
—OC—R 4 —COON   (2)

(wherein R 4 represents a C1 to C20 alkylene group or a C6 to C18 aromatic group).

17 . A gas separation membrane according to claim 9 , wherein the hyperbranched polymer or dendrimer is a condensate of a monomer having a structure represented by the following formula (3):
[F3] X m —R 5 —Y n   (3)
(wherein R 5 represents a C1 to C20 alkylene group or a C6 to C18 aromatic group; each of X and Y represents a carboxyl group, an amino group, a methyl group, or a halogen atom; and m and n are integers of 1 to 4, with 3≤m+n≤6).

18 . A gas separation membrane according to claim 9 , wherein the matrix resin is at least one species selected from the group consisting of polyimide, polysulfone, polyether, polydimethylsiloxane, poly(substituted acetlyene), poly-4-methylpentene, and natural rubber.

19 . A gas separation membrane according to claim 17 , wherein the matrix resin is at least one species selected from the group consisting of polyimide, polysulfone, polyether, polydimethylsiloxane, poly(substituted acetlyene), poly-4-methylpentene, and natural rubber.

20 . A gas separation membrane according to claim 9 , wherein the hyperbranched polymer- or dendrimer-bound, heteromorphous shaped silica nanoparticle content is 1 to 70 mass %.

21 . A gas separation membrane according to claim 17 , wherein the hyperbranched polymer- or dendrimer-bound, heteromorphous shaped silica nanoparticle content is 1 to 70 mass %.

22 . A gas separation membrane according to claim 18 , wherein the hyperbranched polymer- or dendrimer-bound, heteromorphous shaped silica nanoparticle content is 1 to 70 mass %.

23 . A gas separation membrane according to claim 19 , wherein the hyperbranched polymer- or dendrimer-bound, heteromorphous shaped silica nanoparticle content is 1 to 70 mass %.

24 . A hyperbranched polymer- or dendrimer-bound, heteromorphous shaped silica nanoparticles, being formed of heteromorphous shaped silica nanoparticles having surfaces onto which a hyperbranched polymer or a dendrimer is chemically added.

25 . A composite material, comprising the hyperbranched polymer- or dendrimer-bound as recited in claim 24 , heteromorphous shaped silica nanoparticles, and a matrix resin.

26 . A composite material according to claim 25 , wherein the matrix resin is at least one species selected from the group consisting of polyimide, polysulfone, polyether, polydimethylsiloxane, poly(substituted acetlyene), poly-4-methylpentene, and natural rubber.

27 . A composite material according to claim 25 , wherein the matrix resin is a PIM-1 represented by the following structure 2.

determined through the nitrogen gas adsorption method; which has a D1 of 40 to 500 nm; and which are formed of the colloidal silica spherical particles connected together; and
confeito-like shape silica nanoparticles which have a surface roughness S2/S3 of 1.2 to 10, wherein S2 is a specific surface area determined through the nitrogen gas adsorption method, and S3 is a specific surface area obtained by reducing a mean particle size D3 determined through image analysis; which have a D3 of 10 to 60 nm; and which have a plurality of wart-shaped projections on the surfaces thereof.

3 . A gas separation membrane according to claim 1 or 2 , wherein the hyperbranched polymer- or dendrimer-bound, heteromorphous shaped silica nanoparticles are formed of heteromorphous shaped silica nanoparticles bound to a hyperbranched polymer or a dendrimer by the me

Assignees

• Nissan Chemical Corp
• Univ Tokyo Metropolitan

Inventors

• Kawakami Hiroyoshi
• Tanaka Manabu
• Kameyama Yuri
• Kudo Yuuki
• Mikami Hiroto
• Isaji Tadayuki
• Odaka Kazutoshi
• Kikuchi Takamasa

Classifications

• B01D69/148

  Organic/inorganic mixed matrix membranes · CPC title

• B01D2323/38

  Graft polymerization · CPC title

• B01D71/82

  characterised by the presence of specified groups, e.g. introduced by chemical after-treatment · CPC title

• B01D2323/36

  Introduction of specific chemical groups · CPC title

• B01D53/228

  characterised by specific membranes · CPC title