Polymers of intrinsic microporosity derived from novel disulfone-based monomers

Naiying Du; Gilles P. Robertson; Ingo Pinnau; Michael D. Guiver

doi:10.1021/ma900898m

Polymers of intrinsic microporosity derived from novel disulfone-based monomers

Naiying Du, Gilles P. Robertson, Ingo Pinnau, Michael D. Guiver

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

132 Scopus citations

Abstract

The synthesis of three novel disulfone-based monomers from readily available hexafluor-obenzene and thiols for the preparation of homopolymers and copolymers of intrinsic microporosity (PIMs) is described. The disulfonyl-based PIMs derived from 5,5′,6,6′-tetrahydroxy-3,3,3′,3′- tetramethylspirobisin-dane (TTSBI) with tetrafluoroterephthalonitrile (TFTPN) and disulfone-based monomers were prepared at high temperature (160 °C) within 1 h. Three new copolymers (monomer molar ratio of TTSBI and disulf one-based monomers = 3:1) show a good combination of properties, such as excellent film-forming characteristics and gas transport properties. Compared with a previously reported microporous nitrile-based homopolymer, referred to as PIM-1, the present sulfone-based copolymers have higher gas selectivities for O ₂/N ₂ and CO ₂/N ₂, while showing some reduction in pure-gas permeabilities. The relationship between the structure and gas permeation behavior of the copolymers is discussed.

Original language	English (US)
Pages (from-to)	6023-6030
Number of pages	8
Journal	Macromolecules
Volume	42
Issue number	16
DOIs	https://doi.org/10.1021/ma900898m
State	Published - Aug 25 2009

ASJC Scopus subject areas

Organic Chemistry
Polymers and Plastics
Inorganic Chemistry
Materials Chemistry

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title = "Polymers of intrinsic microporosity derived from novel disulfone-based monomers",

abstract = "The synthesis of three novel disulfone-based monomers from readily available hexafluor-obenzene and thiols for the preparation of homopolymers and copolymers of intrinsic microporosity (PIMs) is described. The disulfonyl-based PIMs derived from 5,5′,6,6′-tetrahydroxy-3,3,3′,3′- tetramethylspirobisin-dane (TTSBI) with tetrafluoroterephthalonitrile (TFTPN) and disulfone-based monomers were prepared at high temperature (160 °C) within 1 h. Three new copolymers (monomer molar ratio of TTSBI and disulf one-based monomers = 3:1) show a good combination of properties, such as excellent film-forming characteristics and gas transport properties. Compared with a previously reported microporous nitrile-based homopolymer, referred to as PIM-1, the present sulfone-based copolymers have higher gas selectivities for O 2/N 2 and CO 2/N 2, while showing some reduction in pure-gas permeabilities. The relationship between the structure and gas permeation behavior of the copolymers is discussed.",

author = "Naiying Du and Robertson, {Gilles P.} and Ingo Pinnau and Guiver, {Michael D.}",

year = "2009",

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doi = "10.1021/ma900898m",

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T1 - Polymers of intrinsic microporosity derived from novel disulfone-based monomers

AU - Du, Naiying

AU - Robertson, Gilles P.

AU - Pinnau, Ingo

AU - Guiver, Michael D.

PY - 2009/8/25

Y1 - 2009/8/25

N2 - The synthesis of three novel disulfone-based monomers from readily available hexafluor-obenzene and thiols for the preparation of homopolymers and copolymers of intrinsic microporosity (PIMs) is described. The disulfonyl-based PIMs derived from 5,5′,6,6′-tetrahydroxy-3,3,3′,3′- tetramethylspirobisin-dane (TTSBI) with tetrafluoroterephthalonitrile (TFTPN) and disulfone-based monomers were prepared at high temperature (160 °C) within 1 h. Three new copolymers (monomer molar ratio of TTSBI and disulf one-based monomers = 3:1) show a good combination of properties, such as excellent film-forming characteristics and gas transport properties. Compared with a previously reported microporous nitrile-based homopolymer, referred to as PIM-1, the present sulfone-based copolymers have higher gas selectivities for O 2/N 2 and CO 2/N 2, while showing some reduction in pure-gas permeabilities. The relationship between the structure and gas permeation behavior of the copolymers is discussed.

AB - The synthesis of three novel disulfone-based monomers from readily available hexafluor-obenzene and thiols for the preparation of homopolymers and copolymers of intrinsic microporosity (PIMs) is described. The disulfonyl-based PIMs derived from 5,5′,6,6′-tetrahydroxy-3,3,3′,3′- tetramethylspirobisin-dane (TTSBI) with tetrafluoroterephthalonitrile (TFTPN) and disulfone-based monomers were prepared at high temperature (160 °C) within 1 h. Three new copolymers (monomer molar ratio of TTSBI and disulf one-based monomers = 3:1) show a good combination of properties, such as excellent film-forming characteristics and gas transport properties. Compared with a previously reported microporous nitrile-based homopolymer, referred to as PIM-1, the present sulfone-based copolymers have higher gas selectivities for O 2/N 2 and CO 2/N 2, while showing some reduction in pure-gas permeabilities. The relationship between the structure and gas permeation behavior of the copolymers is discussed.

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U2 - 10.1021/ma900898m

DO - 10.1021/ma900898m

M3 - Article

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SN - 0024-9297

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EP - 6030

JO - Macromolecules

JF - Macromolecules

IS - 16

ER -

Polymers of intrinsic microporosity derived from novel disulfone-based monomers

Abstract

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