Polyimide mixture and gas separation membrane

• US 10,625,216 B2
• Filed: 06/22/2017
• Issued: 04/21/2020
• Est. Priority Date: 07/26/2016
• Status: Active Grant

• Current Assignee: Taiwan Textile Research Institute
• Original Assignee: Taiwan Textile Research Institute
• Inventors: Chou, Shang-Chih, Chen, Chun-Hung, Hu, Chien-Chieh
• Primary Examiner(s): Greene, Jason M
• Application Number:
  US15/629,749
• Publication Number:
  US 20180028984A1
• Time in Patent Office: 1,034 Days
• CPC Class Codes: B01D 53/228 characterised by specific membranes
• CPC Class Codes: B01D 67/0079 Manufacture of membranes comprising organic and inorganic components
• CPC Class Codes: B01D 67/00793 Dispersing a component, e.g. as particles or powder, in another component
• CPC Class Codes: B01D 69/1411 containing dispersed material in a continuous matrix
• CPC Class Codes: B01D 69/148 Organic/inorganic mixed matrix membranes
• CPC Class Codes: B01D 71/027 Silicium oxide
• CPC Class Codes: B01D 71/64 Polyimides; Polyamide-imides; Polyester-imides; Polyamide acids or similar polyimide precursors
• CPC Class Codes: C08G 73/1007 from tetracarboxylic acids or derivatives and diamines
• CPC Class Codes: C08G 73/1039 comprising halogen-containing substituents
• CPC Class Codes: C08G 73/1053 with oxygen only in the tetracarboxylic moiety
• CPC Class Codes: C08G 73/1071 Wholly aromatic polyimides containing oxygen in the form of ether bonds in the main chain
• CPC Class Codes: C08G 73/1078 wholly aromatic in the diamino moiety
• CPC Class Codes: C08G 73/1082 wholly aromatic in the tetracarboxylic moiety
• CPC Class Codes: C08K 3/36 Silica
• CPC Class Codes: C08K 9/06 with silicon-containing compounds
• CPC Class Codes: C08L 79/08 Polyimides; Polyester-imides; Polyamide-imides; Polyamide acids or similar polyimide precursors

Abstract

A polyimide mixture including a polyimide and an amino-containing silica particle is provided. The polyimide includes a repeating unit represented by formula 1:

wherein Ar includes

and A includes

The amino-containing silica particle is mixed with the polyimide, and is obtained by the hydrolysis condensation reaction of an alkoxysilane shown in formula 2 and an alkoxysilane shown in formula 3 in the presence of a catalyst:
Si(OR¹)₄  formula 2,
(NH₂—Y)_m—Si(OR²)_4-m  formula 3,
wherein in formula 2, R¹ is a C₁-C₁₀ alkyl group; and
in formula 3, Y is a C₁-C₁₀ alkyl group or a C₂-C₁₀ alkenyl group, R² is a C₁-C₁₀ alkyl group, and m is an integer of 1 to 3.

Claims

1. A polyimide mixture, comprising:

a polyimide represented by formula 1-4 below;

2. The polyimide mixture of claim 1, wherein based on a total weight of the polyimide, a content of the amino-containing silica particle is 3 wt % to 30 wt %.

3. The polyimide mixture of claim 1, wherein based on a total weight of the polyimide, a content of the amino-containing silica particle is 3 wt % to 20 wt %.

4. The polyimide mixture of claim 1, wherein an equivalent number of an amino in the amino-containing silica particle is 5 mmole/g to 10 mmole/g.

5. The polyimide mixture of claim 1, wherein the alkoxysilane shown in formula 2 comprises tetramethoxysilane, tetraethoxysilane, tetrapropoxysilane, or tetrabutoxysilane, and the alkoxysilane shown in formula 3 comprises 3-aminopropyltrimethoxysilane, 3-aminopropyltriethoxysilane, 3-aminoethylaminopropyltrimethoxysilane, or 3-aminoethylaminopropyltriethoxysilane.

6. The polyimide mixture of claim 1, wherein the alkoxysilane shown in formula 2 comprises tetraethoxysilane, and the alkoxysilane shown in formula 3 comprises 3-aminopropyltriethoxysilane.

7. The polyimide mixture of claim 1, wherein an intrinsic viscosity of the polyimide is 0.5 dL/g to 1.5 dL/g.

8. A gas separation membrane made from the polyimide mixture of claim 1.