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Aromatic co-polyimide gas separation membranes derived from 6fda-6fpda-type homo-polyimides

A technology of 6FDA and block copolymers, which is applied in gas treatment, gas fuel, separation methods, etc., and can solve problems such as inefficiency and impracticality

Inactive Publication Date: 2021-11-09
SAUDI ARABIAN OIL CO
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0011] The use of a stand-alone cryogenic unit is inefficient and impractical when the helium concentration in the feed drops to low levels (e.g., below about 1 mole %)

Method used

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  • Aromatic co-polyimide gas separation membranes derived from 6fda-6fpda-type homo-polyimides
  • Aromatic co-polyimide gas separation membranes derived from 6fda-6fpda-type homo-polyimides
  • Aromatic co-polyimide gas separation membranes derived from 6fda-6fpda-type homo-polyimides

Examples

Experimental program
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Effect test

Embodiment 1

[0077] Example 1 shows the synthesis of certain random and block copolymerized polyimides from 6FDA, 6FpDA and tetramethyl-p-phenylenediamine. Example 2 shows the synthesis of certain random copolyimides from 6FDA, 6FpDA and CARDO. Examples 3 to 5 tested the properties of these random and block copolymerized polyimides as membranes for aggressive natural gas separations. For example, Table 3 shows the high permeability and selectivity of the membranes to the non-methane components of the natural gas stream.

[0078] In order to illustrate embodiments of the present invention, the following examples are given, however, it should be understood that these examples are merely illustrative in nature and that embodiments of the present invention are not necessarily limited thereto.

[0079] Example 1: Preparation of aromatic copolymerized polyimide random 6FDA-tetramethylbenzene / 6FpDA and block (6FDA-tetramethylbenzene) / (6FDA-6FpDA).

[0080] From 2,2'-bis-(3,4-dicarboxyphenyl)hex...

Embodiment 2

[0086] Example 2: Preparation of aromatic random copolymerized polyimide 6FDA-CARDO / 6FpDA.

[0087] From 2,2'-bis-(3,4-dicarboxyphenyl)hexafluoropropane dianhydride (6FDA) (also known as 4,4'-(hexafluoroisopropylidene)diphthalic anhydride) according to the following procedure (obtained from Alfa Aesar); 9,9-bis(4-aminophenyl)fluorene (CARDO) (obtained from TCIA America); and 4,4'-(hexafluoroisopropylidene)diphenylamine (6FpDA) (obtained from obtained from TCI America) for the synthesis of a series of random aromatic 6FDA-CARDO / 6FpDA copolyimides (see for example figure 2 ). Solvents used included methanol (obtained from ThermoFisher Scientific) and m-cresol (obtained from Alfa Aesar). All chemicals and solvents used in the studies were used without further purification.

[0088] The random copolymer polyimide 6FDA-CARDO / 6FpDA (1:1) (mmol CARDO:mmol 6FpDA) (VI) was synthesized as follows: In a 100 mL three-necked round bottom flask equipped with nitrogen inlet and mechanica...

Embodiment 3

[0104] Embodiment 3: CO 2 / CH 4 、He / CH 4 and N 2 / CH 4 Evaluation of pure gas separation performance.

[0105] Measured and calculated through a series of copolyimide 6FDA-Tetramethylbenzene / 6FpDA and 6FDA-CARDO / 6FpDA membranes including He, CO at up to 300 psig upstream pressure and 35°C 2 、CH 4 and N 2 Permeability coefficients for pure gases, and including He / CH 4 , N 2 / CH 4 and CO 2 / CH 4 Ideal selectivity for gas pairs. The results for the two copolymers are shown in Tables 3 to 4 and Tables 7 to 8, respectively. The depicted permeability properties for all permeated gases are the average of at least two or more measurements, and the error of the permeability coefficient is less than ±5% of the indicated value.

[0106] For random copolymerized polyimides, the content of 6FpDA in the copolymers was varied from 25% to 75% (3:1 to 1:3) to study the effect of segmental part changes on the transport properties of the copolymers. As can be observed in Tables 3 a...

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Abstract

Co-polyimide membranes for separating components of sour natural gas including at least three distinct moieties polymerized together, the moieties including a 2,2'-bis(3,4-dicarboxyphenyl)hexafluoropropane dianhydride (6FDA) based moiety; a 4,4'-(hexafluoroisopropylidene)dianiline (6FpDA) based moiety; and at least one component selected from the group consisting of: a 9,9-bis(4-aminophenyl) fluorene (CARDO) based moiety; a 2,3,5,6-tetramethyl-1,4-phenylenediamine (durene diamine) based moiety; a 2,2'-bis(trifluoromethyl)benzidine (ABL-21) based moiety; a 3,3 '-dihydroxybenzidine based moiety; and a 3,3'-(hexafluoroisopropylidene)dianiline based moiety.

Description

technical field [0001] Embodiments of the present disclosure relate to hydrocarbon membranes and hydrocarbon separation. In particular, embodiments of the present disclosure illustrate copolyimide membranes for the separation of sour gases associated with natural gas. Background technique [0002] In recent years, the focus on clean energy has increased, and the demand for clean-burning natural gas has grown worldwide. Natural gas consumption is likely to grow at a CAGR of approximately 2.7% from approximately 2,600 BCM (billion cubic meters) in 2005 to approximately 3,900 BCM in 2020. Based on 2006 estimates, the reserves-to-production ratio of natural gas is 61 years and the resources-to-production ratio is 133 years. [0003] The composition of raw natural gas varies widely depending on its source of extraction. Although methane is the main component of crude natural gas, crude natural gas may also contain a considerable amount of impurities, including water, hydrogen ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): B01D71/64B01D53/22B01D71/80C08G73/10C10L3/10
CPCB01D53/228B01D71/80B01D2325/30B01D2325/24B01D2325/22B01D2325/28B01D71/64C08G73/1042C08G73/1067C08G73/1039B01D2256/245B01D2257/304B01D2257/504B01D2258/018Y02C20/40Y02P20/151B01D67/0013C08G73/1007C10L3/103C10L3/104C10L3/105C10L2290/548C10L3/101
Inventor 加尔巴·奥洛列格贝·叶海亚阿里·哈耶克阿卜杜勒卡里姆·阿尔萨马艾哈迈德·巴哈姆丹
Owner SAUDI ARABIAN OIL CO
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