A facile synthesis of contorted spirobisindane-diamine and its microporous polyimides for gas separation

Binod Babu Shrestha; Kazuki Wakimoto; Zhenggong Wang; Ali Pournaghshband Isfahani; Tomoya Suma; Easan Sivaniah; Behnam Ghalei

doi:10.1039/c7ra12719g

A facile synthesis of contorted spirobisindane-diamine and its microporous polyimides for gas separation

Binod Babu Shrestha
, Kazuki Wakimoto
, Zhenggong Wang
, Ali Pournaghshband Isfahani
, Tomoya Suma
, Easan Sivaniah
, Behnam Ghalei

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

20 Scopus citations

Abstract

Microporous polyimides (PIM-PIs, KAUST-PIs) and polymers containing Tröger's base (TB) derivatives with improved permeability and selectivity have great importance for separation of environmental gas pairs. Despite the tremendous progress in this field, facile synthesis of microporous polymers at the industrial scale via designing new monomers is still lacking. In this study, a new potential approach for large scale synthesis of spirobisindane diamine (DAS) (3) has been reported from commercially available 5,5′,6,6′-tetrahydroxy-3,3,3′,3′-tetramethyl-1,1′-spirobisindane (TTSBI) and 3,4-difluoronitrobenzene. A series of DAS diamine based microporous polyimides were also synthesized. The resulting polymer membranes showed high mechanical and thermal properties with tunable gas separation performance.

Original language	English (US)
Pages (from-to)	6326-6330
Number of pages	5
Journal	RSC Advances
Volume	8
Issue number	12
DOIs	https://doi.org/10.1039/c7ra12719g
State	Published - 2018
Externally published	Yes

All Science Journal Classification (ASJC) codes

General Chemistry
General Chemical Engineering

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10.1039/c7ra12719g

Cite this

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title = "A facile synthesis of contorted spirobisindane-diamine and its microporous polyimides for gas separation",

abstract = "Microporous polyimides (PIM-PIs, KAUST-PIs) and polymers containing Tr{\"o}ger's base (TB) derivatives with improved permeability and selectivity have great importance for separation of environmental gas pairs. Despite the tremendous progress in this field, facile synthesis of microporous polymers at the industrial scale via designing new monomers is still lacking. In this study, a new potential approach for large scale synthesis of spirobisindane diamine (DAS) (3) has been reported from commercially available 5,5′,6,6′-tetrahydroxy-3,3,3′,3′-tetramethyl-1,1′-spirobisindane (TTSBI) and 3,4-difluoronitrobenzene. A series of DAS diamine based microporous polyimides were also synthesized. The resulting polymer membranes showed high mechanical and thermal properties with tunable gas separation performance.",

author = "Shrestha, \{Binod Babu\} and Kazuki Wakimoto and Zhenggong Wang and Isfahani, \{Ali Pournaghshband\} and Tomoya Suma and Easan Sivaniah and Behnam Ghalei",

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year = "2018",

doi = "10.1039/c7ra12719g",

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T1 - A facile synthesis of contorted spirobisindane-diamine and its microporous polyimides for gas separation

AU - Shrestha, Binod Babu

AU - Wakimoto, Kazuki

AU - Wang, Zhenggong

AU - Isfahani, Ali Pournaghshband

AU - Suma, Tomoya

AU - Sivaniah, Easan

AU - Ghalei, Behnam

PY - 2018

Y1 - 2018

N2 - Microporous polyimides (PIM-PIs, KAUST-PIs) and polymers containing Tröger's base (TB) derivatives with improved permeability and selectivity have great importance for separation of environmental gas pairs. Despite the tremendous progress in this field, facile synthesis of microporous polymers at the industrial scale via designing new monomers is still lacking. In this study, a new potential approach for large scale synthesis of spirobisindane diamine (DAS) (3) has been reported from commercially available 5,5′,6,6′-tetrahydroxy-3,3,3′,3′-tetramethyl-1,1′-spirobisindane (TTSBI) and 3,4-difluoronitrobenzene. A series of DAS diamine based microporous polyimides were also synthesized. The resulting polymer membranes showed high mechanical and thermal properties with tunable gas separation performance.

AB - Microporous polyimides (PIM-PIs, KAUST-PIs) and polymers containing Tröger's base (TB) derivatives with improved permeability and selectivity have great importance for separation of environmental gas pairs. Despite the tremendous progress in this field, facile synthesis of microporous polymers at the industrial scale via designing new monomers is still lacking. In this study, a new potential approach for large scale synthesis of spirobisindane diamine (DAS) (3) has been reported from commercially available 5,5′,6,6′-tetrahydroxy-3,3,3′,3′-tetramethyl-1,1′-spirobisindane (TTSBI) and 3,4-difluoronitrobenzene. A series of DAS diamine based microporous polyimides were also synthesized. The resulting polymer membranes showed high mechanical and thermal properties with tunable gas separation performance.

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A facile synthesis of contorted spirobisindane-diamine and its microporous polyimides for gas separation

Abstract

All Science Journal Classification (ASJC) codes

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