Preparation of semi-alicyclic homo- and blended polyimide membranes using alicyclic dianhydrides with kink structures and their gas separation properties

Chae Hee Seo; Si Woo Lim; Hyo Jun Min; Jong Hak Kim; Jeong Hoon Kim

doi:10.1016/j.jiec.2022.07.025

Preparation of semi-alicyclic homo- and blended polyimide membranes using alicyclic dianhydrides with kink structures and their gas separation properties

Chae Hee Seo, Si Woo Lim, Hyo Jun Min, Jong Hak Kim, Jeong Hoon Kim

Department of Chemical and Biomolecular Engineering

Research output: Contribution to journal › Article › peer-review

1 Citation (Scopus)

Abstract

Aromatic polyimides are promising membrane materials for gas separation due to their excellent gas separation properties. Herein, two soluble semi-alicyclic polyimides were synthesized via a one-step thermal imidization process with two semi-alicyclic dianhydrides possessing kink structures: bicyclo[2,2,2] oct-7ene-2,3,5,6-tetracarboxylic dianhydride (BCDA) and 5-(2,5-dioxotetrahydrofuryl)-3-methyl-3-cyclohexene-1,2-dicarboxylic anhydride (DOCDA), and a flexible aromatic diamine: 4,4′-Oxydianiline (ODA). Their homo- and blended membranes were prepared in various mixing ratios (100/0, 75/25, 50/50, 25/75, and 0/100) and their gas permeation properties were investigated for five gases (H₂, CO₂, O₂, N₂, and CH₄) and selectivity for five gas pairs (H₂/CH₄, H₂/N₂, CO₂/CH₄, CO₂/N₂, and O₂/N₂). The homopolyimides (BCDA-ODA, DOCDA-ODA) exhibited amorphous structure without crystallinity and good solubilities in the casting solvents. BCDA-ODA showed larger d-spacing/FFV values, higher gas diffusivities/gas solubilities than DOCDA-ODA, resulted in higher gas permeabilities and lower gas selectivity, which were remarkably affected by feed temperature. Also, the gas permeability and selectivity of the blended membranes were dependent upon the BCDA/DOCDA mole ratio. The good gas separation performances of homo- and blended membranes were observed for H₂/CH₄, H₂/N₂, CO₂/CH₄, and O₂/N₂, which are comparable to those of commercial membrane materials such as P84®, PSF, CA, Matrimid®, etc.

Original language	English
Pages (from-to)	347-360
Number of pages	14
Journal	Journal of Industrial and Engineering Chemistry
Volume	114
DOIs	https://doi.org/10.1016/j.jiec.2022.07.025
Publication status	Published - 2022 Oct 25

Bibliographical note

Funding Information:
This research was supported by and performed as a project under No. KK2211-00 (Development of eco-friendly process technology for value-up of low utilization chemical support). It was also supported by the Korea Research Institute of Chemical Technology, and the “New & Renewable Energy Core Technology Program” (Project No. 2022M3J3A105004211) of the Korea Institute of Energy Technology Evaluation and Planning (KETEP) granted financial resource from the Ministry of Trade, Industry & Energy, Republic of Korea.

Publisher Copyright:
© 2022 The Korean Society of Industrial and Engineering Chemistry

All Science Journal Classification (ASJC) codes

Chemical Engineering(all)

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10.1016/j.jiec.2022.07.025

Cite this

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title = "Preparation of semi-alicyclic homo- and blended polyimide membranes using alicyclic dianhydrides with kink structures and their gas separation properties",

abstract = "Aromatic polyimides are promising membrane materials for gas separation due to their excellent gas separation properties. Herein, two soluble semi-alicyclic polyimides were synthesized via a one-step thermal imidization process with two semi-alicyclic dianhydrides possessing kink structures: bicyclo[2,2,2] oct-7ene-2,3,5,6-tetracarboxylic dianhydride (BCDA) and 5-(2,5-dioxotetrahydrofuryl)-3-methyl-3-cyclohexene-1,2-dicarboxylic anhydride (DOCDA), and a flexible aromatic diamine: 4,4′-Oxydianiline (ODA). Their homo- and blended membranes were prepared in various mixing ratios (100/0, 75/25, 50/50, 25/75, and 0/100) and their gas permeation properties were investigated for five gases (H2, CO2, O2, N2, and CH4) and selectivity for five gas pairs (H2/CH4, H2/N2, CO2/CH4, CO2/N2, and O2/N2). The homopolyimides (BCDA-ODA, DOCDA-ODA) exhibited amorphous structure without crystallinity and good solubilities in the casting solvents. BCDA-ODA showed larger d-spacing/FFV values, higher gas diffusivities/gas solubilities than DOCDA-ODA, resulted in higher gas permeabilities and lower gas selectivity, which were remarkably affected by feed temperature. Also, the gas permeability and selectivity of the blended membranes were dependent upon the BCDA/DOCDA mole ratio. The good gas separation performances of homo- and blended membranes were observed for H2/CH4, H2/N2, CO2/CH4, and O2/N2, which are comparable to those of commercial membrane materials such as P84{\textregistered}, PSF, CA, Matrimid{\textregistered}, etc.",

author = "Seo, {Chae Hee} and Lim, {Si Woo} and Min, {Hyo Jun} and Kim, {Jong Hak} and Kim, {Jeong Hoon}",

note = "Funding Information: This research was supported by and performed as a project under No. KK2211-00 (Development of eco-friendly process technology for value-up of low utilization chemical support). It was also supported by the Korea Research Institute of Chemical Technology, and the “New & Renewable Energy Core Technology Program” (Project No. 2022M3J3A105004211) of the Korea Institute of Energy Technology Evaluation and Planning (KETEP) granted financial resource from the Ministry of Trade, Industry & Energy, Republic of Korea. Publisher Copyright: {\textcopyright} 2022 The Korean Society of Industrial and Engineering Chemistry",

year = "2022",

month = oct,

day = "25",

doi = "10.1016/j.jiec.2022.07.025",

language = "English",

volume = "114",

pages = "347--360",

journal = "Journal of Industrial and Engineering Chemistry",

issn = "1226-086X",

publisher = "Korean Society of Industrial Engineering Chemistry",

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TY - JOUR

T1 - Preparation of semi-alicyclic homo- and blended polyimide membranes using alicyclic dianhydrides with kink structures and their gas separation properties

AU - Seo, Chae Hee

AU - Lim, Si Woo

AU - Min, Hyo Jun

AU - Kim, Jong Hak

AU - Kim, Jeong Hoon

N1 - Funding Information: This research was supported by and performed as a project under No. KK2211-00 (Development of eco-friendly process technology for value-up of low utilization chemical support). It was also supported by the Korea Research Institute of Chemical Technology, and the “New & Renewable Energy Core Technology Program” (Project No. 2022M3J3A105004211) of the Korea Institute of Energy Technology Evaluation and Planning (KETEP) granted financial resource from the Ministry of Trade, Industry & Energy, Republic of Korea. Publisher Copyright: © 2022 The Korean Society of Industrial and Engineering Chemistry

PY - 2022/10/25

Y1 - 2022/10/25

N2 - Aromatic polyimides are promising membrane materials for gas separation due to their excellent gas separation properties. Herein, two soluble semi-alicyclic polyimides were synthesized via a one-step thermal imidization process with two semi-alicyclic dianhydrides possessing kink structures: bicyclo[2,2,2] oct-7ene-2,3,5,6-tetracarboxylic dianhydride (BCDA) and 5-(2,5-dioxotetrahydrofuryl)-3-methyl-3-cyclohexene-1,2-dicarboxylic anhydride (DOCDA), and a flexible aromatic diamine: 4,4′-Oxydianiline (ODA). Their homo- and blended membranes were prepared in various mixing ratios (100/0, 75/25, 50/50, 25/75, and 0/100) and their gas permeation properties were investigated for five gases (H2, CO2, O2, N2, and CH4) and selectivity for five gas pairs (H2/CH4, H2/N2, CO2/CH4, CO2/N2, and O2/N2). The homopolyimides (BCDA-ODA, DOCDA-ODA) exhibited amorphous structure without crystallinity and good solubilities in the casting solvents. BCDA-ODA showed larger d-spacing/FFV values, higher gas diffusivities/gas solubilities than DOCDA-ODA, resulted in higher gas permeabilities and lower gas selectivity, which were remarkably affected by feed temperature. Also, the gas permeability and selectivity of the blended membranes were dependent upon the BCDA/DOCDA mole ratio. The good gas separation performances of homo- and blended membranes were observed for H2/CH4, H2/N2, CO2/CH4, and O2/N2, which are comparable to those of commercial membrane materials such as P84®, PSF, CA, Matrimid®, etc.

AB - Aromatic polyimides are promising membrane materials for gas separation due to their excellent gas separation properties. Herein, two soluble semi-alicyclic polyimides were synthesized via a one-step thermal imidization process with two semi-alicyclic dianhydrides possessing kink structures: bicyclo[2,2,2] oct-7ene-2,3,5,6-tetracarboxylic dianhydride (BCDA) and 5-(2,5-dioxotetrahydrofuryl)-3-methyl-3-cyclohexene-1,2-dicarboxylic anhydride (DOCDA), and a flexible aromatic diamine: 4,4′-Oxydianiline (ODA). Their homo- and blended membranes were prepared in various mixing ratios (100/0, 75/25, 50/50, 25/75, and 0/100) and their gas permeation properties were investigated for five gases (H2, CO2, O2, N2, and CH4) and selectivity for five gas pairs (H2/CH4, H2/N2, CO2/CH4, CO2/N2, and O2/N2). The homopolyimides (BCDA-ODA, DOCDA-ODA) exhibited amorphous structure without crystallinity and good solubilities in the casting solvents. BCDA-ODA showed larger d-spacing/FFV values, higher gas diffusivities/gas solubilities than DOCDA-ODA, resulted in higher gas permeabilities and lower gas selectivity, which were remarkably affected by feed temperature. Also, the gas permeability and selectivity of the blended membranes were dependent upon the BCDA/DOCDA mole ratio. The good gas separation performances of homo- and blended membranes were observed for H2/CH4, H2/N2, CO2/CH4, and O2/N2, which are comparable to those of commercial membrane materials such as P84®, PSF, CA, Matrimid®, etc.

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DO - 10.1016/j.jiec.2022.07.025

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SN - 1226-086X

VL - 114

SP - 347

EP - 360

JO - Journal of Industrial and Engineering Chemistry

JF - Journal of Industrial and Engineering Chemistry

ER -

Preparation of semi-alicyclic homo- and blended polyimide membranes using alicyclic dianhydrides with kink structures and their gas separation properties

Abstract

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