Alternating Copolymerization of Epoxides with Isothiocyanates

Chao Chen; Yves Gnanou; Xiaoshuang Feng

doi:10.1021/acs.macromol.1c01460

Alternating Copolymerization of Epoxides with Isothiocyanates

Chao Chen, Yves Gnanou, Xiaoshuang Feng

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

12 Scopus citations

Abstract

The ring-opening copolymerization of epoxides with isothiocyanates (ITCs) is explored for the first time. In the presence of phosphazenium benzoxide, epoxides investigated in this work including propylene oxide, ethylene oxide, and cyclohexene oxide were successfully copolymerized with both an aromatic ITC, phenyl isothiocyanate, and two aliphatic ITCs, ethyl isothiocyanate and hexyl isothiocyanate. Effects of the phosphazene bases used, of the temperature, and of the presence of Lewis acids, triethyl borane and diethyl zinc (ZnEt2), on the alternating copolymerization were investigated respectively. The thermal properties of the obtained copolymers were analyzed by differential scanning calorimetry and thermogravimetric analysis. The present work reports new ITC heteroallene monomers being alternating copolymerized with epoxides.

Original language	English (US)
Journal	Macromolecules
DOIs	https://doi.org/10.1021/acs.macromol.1c01460
State	Published - Oct 8 2021

Bibliographical note

KAUST Repository Item: Exported on 2021-10-11
Acknowledged KAUST grant number(s): BAS/1/1374-01-01
Acknowledgements: This research work was supported by KAUST under baseline funding (BAS/1/1374-01-01).

ASJC Scopus subject areas

Materials Chemistry
Organic Chemistry
Polymers and Plastics
Inorganic Chemistry

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10.1021/acs.macromol.1c01460

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title = "Alternating Copolymerization of Epoxides with Isothiocyanates",

abstract = "The ring-opening copolymerization of epoxides with isothiocyanates (ITCs) is explored for the first time. In the presence of phosphazenium benzoxide, epoxides investigated in this work including propylene oxide, ethylene oxide, and cyclohexene oxide were successfully copolymerized with both an aromatic ITC, phenyl isothiocyanate, and two aliphatic ITCs, ethyl isothiocyanate and hexyl isothiocyanate. Effects of the phosphazene bases used, of the temperature, and of the presence of Lewis acids, triethyl borane and diethyl zinc (ZnEt2), on the alternating copolymerization were investigated respectively. The thermal properties of the obtained copolymers were analyzed by differential scanning calorimetry and thermogravimetric analysis. The present work reports new ITC heteroallene monomers being alternating copolymerized with epoxides.",

author = "Chao Chen and Yves Gnanou and Xiaoshuang Feng",

note = "KAUST Repository Item: Exported on 2021-10-11 Acknowledged KAUST grant number(s): BAS/1/1374-01-01 Acknowledgements: This research work was supported by KAUST under baseline funding (BAS/1/1374-01-01).",

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doi = "10.1021/acs.macromol.1c01460",

language = "English (US)",

journal = "Macromolecules",

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T1 - Alternating Copolymerization of Epoxides with Isothiocyanates

AU - Chen, Chao

AU - Gnanou, Yves

AU - Feng, Xiaoshuang

N1 - KAUST Repository Item: Exported on 2021-10-11 Acknowledged KAUST grant number(s): BAS/1/1374-01-01 Acknowledgements: This research work was supported by KAUST under baseline funding (BAS/1/1374-01-01).

PY - 2021/10/8

Y1 - 2021/10/8

N2 - The ring-opening copolymerization of epoxides with isothiocyanates (ITCs) is explored for the first time. In the presence of phosphazenium benzoxide, epoxides investigated in this work including propylene oxide, ethylene oxide, and cyclohexene oxide were successfully copolymerized with both an aromatic ITC, phenyl isothiocyanate, and two aliphatic ITCs, ethyl isothiocyanate and hexyl isothiocyanate. Effects of the phosphazene bases used, of the temperature, and of the presence of Lewis acids, triethyl borane and diethyl zinc (ZnEt2), on the alternating copolymerization were investigated respectively. The thermal properties of the obtained copolymers were analyzed by differential scanning calorimetry and thermogravimetric analysis. The present work reports new ITC heteroallene monomers being alternating copolymerized with epoxides.

AB - The ring-opening copolymerization of epoxides with isothiocyanates (ITCs) is explored for the first time. In the presence of phosphazenium benzoxide, epoxides investigated in this work including propylene oxide, ethylene oxide, and cyclohexene oxide were successfully copolymerized with both an aromatic ITC, phenyl isothiocyanate, and two aliphatic ITCs, ethyl isothiocyanate and hexyl isothiocyanate. Effects of the phosphazene bases used, of the temperature, and of the presence of Lewis acids, triethyl borane and diethyl zinc (ZnEt2), on the alternating copolymerization were investigated respectively. The thermal properties of the obtained copolymers were analyzed by differential scanning calorimetry and thermogravimetric analysis. The present work reports new ITC heteroallene monomers being alternating copolymerized with epoxides.

UR - http://hdl.handle.net/10754/672467

UR - https://pubs.acs.org/doi/10.1021/acs.macromol.1c01460

U2 - 10.1021/acs.macromol.1c01460

DO - 10.1021/acs.macromol.1c01460

M3 - Article

SN - 0024-9297

JO - Macromolecules

JF - Macromolecules

ER -

Alternating Copolymerization of Epoxides with Isothiocyanates

Abstract

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ASJC Scopus subject areas

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