Intrinsically microporous polyimides derived from norbornane-2-spiro-α-cyclopentanone-α′-spiro-2″-norbornane-5,5″,6,6″-tetracarboxylic dianhydride
Here, a series of intrinsically microporous polyimides (PIM-PIs) were prepared from norbornane-2-spiro-α-cyclopentanone-α′-spiro-2″-norbornane-5,5″,6,6″-tetracarboxylic dianhydride (CpODA) and archetypal contorted diamines, and their microstructures and gas transport properties were systematically i...
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| Veröffentlicht in: | Polymer (Guilford) 2021-07, Vol.228, p.123955, Article 123955 |
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| creator | Lu, Yao Hu, Xiaofan Pang, Yuanyuan Miao, Jie Zhao, Jiayi Nie, Wei Wang, Zhen Yan, Jingling |
| description | Here, a series of intrinsically microporous polyimides (PIM-PIs) were prepared from norbornane-2-spiro-α-cyclopentanone-α′-spiro-2″-norbornane-5,5″,6,6″-tetracarboxylic dianhydride (CpODA) and archetypal contorted diamines, and their microstructures and gas transport properties were systematically investigated and compared with those of the counterparts derived from 4,4'-(hexafluoroisopropylidene)diphthalic anhydride (6FDA). For certain diamines, the surface areas, interchain distances, and fractional free volumes (FFV) of the CpODA-derived PIM-PIs were considerably greater than those of the 6FDA-derived ones, and were in the range of 92–567 m2 g−1, 0.575–0.607 nm, and 0.194–0.246, respectively. Consequently, the CpODA-derived PIM-PIs overall displayed higher gas permeabilities and better gas separation performances compared to the 6FDA-derived ones. In particular, CpODA-TBDA2 and CpODA-DAT showed high H2 permeabilities (>600 Barrer) and moderate H2/N2 and H2/CH4 selectivities which approached or even surpassed the corresponding 2008 Robeson upper bounds. The excellent gas separation performance of these CpODA-derived PIM-PIs may be attributed to the contorted and bulky architecture of the CpODA residue, which led to reduced inter- and intra-molecular interactions and the formation of ultramicropores of |
| doi_str_mv | 10.1016/j.polymer.2021.123955 |
| format | Article |
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[Display omitted]
•Partially alicyclic PIM-PIs were synthesized from CpODA and contorted diamines.•These PIM-PIs possessed extremely high Tg and excellent mechanical properties.•CpODA-derived PIM-PIs showed higher SBET, FFV and d-spacing than 6FDA-based ones.•CpODA-based PIM-PIs showed better gas separation performance than 6FDA-based ones.•H2-related separation performance of CpODA-DAT exceeded 2008 Robeson upper bound.</description><identifier>ISSN: 0032-3861</identifier><identifier>EISSN: 1873-2291</identifier><identifier>DOI: 10.1016/j.polymer.2021.123955</identifier><language>eng</language><publisher>Kidlington: Elsevier Ltd</publisher><subject>Alicyclic dianhydride ; Diamines ; Dianhydrides ; Gas separation ; Gas separation performance ; Gas transport ; Interchain distance ; Molecular interactions ; Permeability ; Polyimide resins ; Polyimides of intrinsic micropore ; Structure-property relationship ; Transport properties ; Upper bounds</subject><ispartof>Polymer (Guilford), 2021-07, Vol.228, p.123955, Article 123955</ispartof><rights>2021 Elsevier Ltd</rights><rights>Copyright Elsevier BV Jul 16, 2021</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c337t-6d53d98803decb661768eaa6504e2a24fba6f1bff31be30f6c9536372c4394b3</citedby><cites>FETCH-LOGICAL-c337t-6d53d98803decb661768eaa6504e2a24fba6f1bff31be30f6c9536372c4394b3</cites><orcidid>0000-0003-3433-7755</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://www.sciencedirect.com/science/article/pii/S0032386121005784$$EHTML$$P50$$Gelsevier$$H</linktohtml><link.rule.ids>314,776,780,3536,27903,27904,65309</link.rule.ids></links><search><creatorcontrib>Lu, Yao</creatorcontrib><creatorcontrib>Hu, Xiaofan</creatorcontrib><creatorcontrib>Pang, Yuanyuan</creatorcontrib><creatorcontrib>Miao, Jie</creatorcontrib><creatorcontrib>Zhao, Jiayi</creatorcontrib><creatorcontrib>Nie, Wei</creatorcontrib><creatorcontrib>Wang, Zhen</creatorcontrib><creatorcontrib>Yan, Jingling</creatorcontrib><title>Intrinsically microporous polyimides derived from norbornane-2-spiro-α-cyclopentanone-α′-spiro-2″-norbornane-5,5″,6,6″-tetracarboxylic dianhydride</title><title>Polymer (Guilford)</title><description>Here, a series of intrinsically microporous polyimides (PIM-PIs) were prepared from norbornane-2-spiro-α-cyclopentanone-α′-spiro-2″-norbornane-5,5″,6,6″-tetracarboxylic dianhydride (CpODA) and archetypal contorted diamines, and their microstructures and gas transport properties were systematically investigated and compared with those of the counterparts derived from 4,4'-(hexafluoroisopropylidene)diphthalic anhydride (6FDA). For certain diamines, the surface areas, interchain distances, and fractional free volumes (FFV) of the CpODA-derived PIM-PIs were considerably greater than those of the 6FDA-derived ones, and were in the range of 92–567 m2 g−1, 0.575–0.607 nm, and 0.194–0.246, respectively. Consequently, the CpODA-derived PIM-PIs overall displayed higher gas permeabilities and better gas separation performances compared to the 6FDA-derived ones. In particular, CpODA-TBDA2 and CpODA-DAT showed high H2 permeabilities (>600 Barrer) and moderate H2/N2 and H2/CH4 selectivities which approached or even surpassed the corresponding 2008 Robeson upper bounds. The excellent gas separation performance of these CpODA-derived PIM-PIs may be attributed to the contorted and bulky architecture of the CpODA residue, which led to reduced inter- and intra-molecular interactions and the formation of ultramicropores of <0.7 nm.
[Display omitted]
•Partially alicyclic PIM-PIs were synthesized from CpODA and contorted diamines.•These PIM-PIs possessed extremely high Tg and excellent mechanical properties.•CpODA-derived PIM-PIs showed higher SBET, FFV and d-spacing than 6FDA-based ones.•CpODA-based PIM-PIs showed better gas separation performance than 6FDA-based ones.•H2-related separation performance of CpODA-DAT exceeded 2008 Robeson upper bound.</description><subject>Alicyclic dianhydride</subject><subject>Diamines</subject><subject>Dianhydrides</subject><subject>Gas separation</subject><subject>Gas separation performance</subject><subject>Gas transport</subject><subject>Interchain distance</subject><subject>Molecular interactions</subject><subject>Permeability</subject><subject>Polyimide resins</subject><subject>Polyimides of intrinsic micropore</subject><subject>Structure-property relationship</subject><subject>Transport properties</subject><subject>Upper bounds</subject><issn>0032-3861</issn><issn>1873-2291</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2021</creationdate><recordtype>article</recordtype><recordid>eNqFkU9qGzEYxUVoIG6aIxQGurVc_RnJM6tSTNIEAt14LzTSN1RmRppK49DZ-SC9hNN7-BA-SWTsRXZdCfR77-n79BD6TMmCEiq_bhZD6KYe4oIRRheU8VqIKzSj1ZJjxmr6Ac0I4QzzStIb9DGlDSGECVbO0N8nP0bnkzO666aidyaGIcSwTcUp1PXOQiosRPcCtmhj6AsfYhOi1x4ww2lwMeDDHpvJdGEAP2ofMjnsj7vXC2XH3T_8ziXmIt_M5VyewAhj1EZn-mfqnCms0_7XZGN--BO6bnWX4O5y3qL1w_169Yiff_54Wn1_xobz5YilFdzWVUW4BdNISZeyAq2lICUwzcq20bKlTdty2gAnrTS14JIvmSl5XTb8Fn05xw4x_N5CGtUmbPOoXVJMCF6JknCRVeKsyj-UUoRWDdH1Ok6KEnXqQW3UpQd16kGde8i-b2cf5A1eXKbJOPAGrItgRmWD-0_CGwhFnRw</recordid><startdate>20210716</startdate><enddate>20210716</enddate><creator>Lu, Yao</creator><creator>Hu, Xiaofan</creator><creator>Pang, Yuanyuan</creator><creator>Miao, Jie</creator><creator>Zhao, Jiayi</creator><creator>Nie, Wei</creator><creator>Wang, Zhen</creator><creator>Yan, Jingling</creator><general>Elsevier Ltd</general><general>Elsevier BV</general><scope>AAYXX</scope><scope>CITATION</scope><scope>7QF</scope><scope>7QO</scope><scope>7QQ</scope><scope>7SC</scope><scope>7SE</scope><scope>7SP</scope><scope>7SR</scope><scope>7T7</scope><scope>7TA</scope><scope>7TB</scope><scope>7U5</scope><scope>8BQ</scope><scope>8FD</scope><scope>C1K</scope><scope>F28</scope><scope>FR3</scope><scope>H8D</scope><scope>H8G</scope><scope>JG9</scope><scope>JQ2</scope><scope>KR7</scope><scope>L7M</scope><scope>L~C</scope><scope>L~D</scope><scope>P64</scope><orcidid>https://orcid.org/0000-0003-3433-7755</orcidid></search><sort><creationdate>20210716</creationdate><title>Intrinsically microporous polyimides derived from norbornane-2-spiro-α-cyclopentanone-α′-spiro-2″-norbornane-5,5″,6,6″-tetracarboxylic dianhydride</title><author>Lu, Yao ; Hu, Xiaofan ; Pang, Yuanyuan ; Miao, Jie ; Zhao, Jiayi ; Nie, Wei ; Wang, Zhen ; Yan, Jingling</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c337t-6d53d98803decb661768eaa6504e2a24fba6f1bff31be30f6c9536372c4394b3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2021</creationdate><topic>Alicyclic dianhydride</topic><topic>Diamines</topic><topic>Dianhydrides</topic><topic>Gas separation</topic><topic>Gas separation performance</topic><topic>Gas transport</topic><topic>Interchain distance</topic><topic>Molecular interactions</topic><topic>Permeability</topic><topic>Polyimide resins</topic><topic>Polyimides of intrinsic micropore</topic><topic>Structure-property relationship</topic><topic>Transport properties</topic><topic>Upper bounds</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Lu, Yao</creatorcontrib><creatorcontrib>Hu, Xiaofan</creatorcontrib><creatorcontrib>Pang, Yuanyuan</creatorcontrib><creatorcontrib>Miao, Jie</creatorcontrib><creatorcontrib>Zhao, Jiayi</creatorcontrib><creatorcontrib>Nie, Wei</creatorcontrib><creatorcontrib>Wang, Zhen</creatorcontrib><creatorcontrib>Yan, Jingling</creatorcontrib><collection>CrossRef</collection><collection>Aluminium Industry Abstracts</collection><collection>Biotechnology Research Abstracts</collection><collection>Ceramic Abstracts</collection><collection>Computer and Information Systems Abstracts</collection><collection>Corrosion Abstracts</collection><collection>Electronics & Communications Abstracts</collection><collection>Engineered Materials Abstracts</collection><collection>Industrial and Applied Microbiology Abstracts (Microbiology A)</collection><collection>Materials Business File</collection><collection>Mechanical & Transportation Engineering Abstracts</collection><collection>Solid State and Superconductivity Abstracts</collection><collection>METADEX</collection><collection>Technology Research Database</collection><collection>Environmental Sciences and Pollution Management</collection><collection>ANTE: Abstracts in New Technology & Engineering</collection><collection>Engineering Research Database</collection><collection>Aerospace Database</collection><collection>Copper Technical Reference Library</collection><collection>Materials Research Database</collection><collection>ProQuest Computer Science Collection</collection><collection>Civil Engineering Abstracts</collection><collection>Advanced Technologies Database with Aerospace</collection><collection>Computer and Information Systems Abstracts Academic</collection><collection>Computer and Information Systems Abstracts Professional</collection><collection>Biotechnology and BioEngineering Abstracts</collection><jtitle>Polymer (Guilford)</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Lu, Yao</au><au>Hu, Xiaofan</au><au>Pang, Yuanyuan</au><au>Miao, Jie</au><au>Zhao, Jiayi</au><au>Nie, Wei</au><au>Wang, Zhen</au><au>Yan, Jingling</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Intrinsically microporous polyimides derived from norbornane-2-spiro-α-cyclopentanone-α′-spiro-2″-norbornane-5,5″,6,6″-tetracarboxylic dianhydride</atitle><jtitle>Polymer (Guilford)</jtitle><date>2021-07-16</date><risdate>2021</risdate><volume>228</volume><spage>123955</spage><pages>123955-</pages><artnum>123955</artnum><issn>0032-3861</issn><eissn>1873-2291</eissn><abstract>Here, a series of intrinsically microporous polyimides (PIM-PIs) were prepared from norbornane-2-spiro-α-cyclopentanone-α′-spiro-2″-norbornane-5,5″,6,6″-tetracarboxylic dianhydride (CpODA) and archetypal contorted diamines, and their microstructures and gas transport properties were systematically investigated and compared with those of the counterparts derived from 4,4'-(hexafluoroisopropylidene)diphthalic anhydride (6FDA). For certain diamines, the surface areas, interchain distances, and fractional free volumes (FFV) of the CpODA-derived PIM-PIs were considerably greater than those of the 6FDA-derived ones, and were in the range of 92–567 m2 g−1, 0.575–0.607 nm, and 0.194–0.246, respectively. Consequently, the CpODA-derived PIM-PIs overall displayed higher gas permeabilities and better gas separation performances compared to the 6FDA-derived ones. In particular, CpODA-TBDA2 and CpODA-DAT showed high H2 permeabilities (>600 Barrer) and moderate H2/N2 and H2/CH4 selectivities which approached or even surpassed the corresponding 2008 Robeson upper bounds. The excellent gas separation performance of these CpODA-derived PIM-PIs may be attributed to the contorted and bulky architecture of the CpODA residue, which led to reduced inter- and intra-molecular interactions and the formation of ultramicropores of <0.7 nm.
[Display omitted]
•Partially alicyclic PIM-PIs were synthesized from CpODA and contorted diamines.•These PIM-PIs possessed extremely high Tg and excellent mechanical properties.•CpODA-derived PIM-PIs showed higher SBET, FFV and d-spacing than 6FDA-based ones.•CpODA-based PIM-PIs showed better gas separation performance than 6FDA-based ones.•H2-related separation performance of CpODA-DAT exceeded 2008 Robeson upper bound.</abstract><cop>Kidlington</cop><pub>Elsevier Ltd</pub><doi>10.1016/j.polymer.2021.123955</doi><orcidid>https://orcid.org/0000-0003-3433-7755</orcidid></addata></record> |
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| source | Elsevier ScienceDirect Journals |
| subjects | Alicyclic dianhydride Diamines Dianhydrides Gas separation Gas separation performance Gas transport Interchain distance Molecular interactions Permeability Polyimide resins Polyimides of intrinsic micropore Structure-property relationship Transport properties Upper bounds |
| title | Intrinsically microporous polyimides derived from norbornane-2-spiro-α-cyclopentanone-α′-spiro-2″-norbornane-5,5″,6,6″-tetracarboxylic dianhydride |
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