High Refractive Index Copolymers with Improved Thermomechanical Properties via the Inverse Vulcanization of Sulfur and 1,3,5-Triisopropenylbenzene

Tristan S. Kleine; Ngoc A. Nguyen; Laura E. Anderson; Soha Namnabat; Edward A. Lavilla; Sasaan A. Showghi; Philip T. Dirlam; Clay B. Arrington; Michael S. Manchester; Jim Schwiegerling; Richard S. Glass; Kookheon Char; Robert A. Norwood; Michael E. Mackay; Jeffrey Pyun

doi:10.1021/acsmacrolett.6b00602

High Refractive Index Copolymers with Improved Thermomechanical Properties via the Inverse Vulcanization of Sulfur and 1,3,5-Triisopropenylbenzene

Tristan S. Kleine, Ngoc A. Nguyen, Laura E. Anderson, Soha Namnabat, Edward A. Lavilla, Sasaan A. Showghi, Philip T. Dirlam, Clay B. Arrington, Michael S. Manchester, Jim Schwiegerling, Richard S. Glass, Kookheon Char, Robert A. Norwood, Michael E. Mackay, Jeffrey Pyun

Chemistry (Twin Cities)

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

148 Scopus citations

Abstract

The synthesis of a novel high sulfur content material possessing improved thermomechanical properties is reported via the inverse vulcanization of elemental sulfur (S₈) and 1,3,5-triisopropenylbenzene (TIB). A key feature of this system was the ability to afford highly cross-linked, thermosetting materials, where the use of TIB as a comonomer enabled facile control of the network structure and dramatically improved the glass transition temperature (relative to our earlier sulfur copolymers) of poly(sulfur-random-(1,3,5-triisopropenylbenzene)) (poly(S-r-TIB)) materials over a range from T = 68 to 130 °C. This approach allowed for the incorporation of a high content of sulfur-sulfur (S-S) units in the copolymer that enabled thermomechanical scission of these dynamic covalent bonds and thermal reprocessing of the material, which we confirmed via dynamic rheological characterization. Furthermore, the high sulfur content also imparted high refractive index (n > 1.75) and IR transparency to poly(S-r-TIB) copolymers, which offered a route to enhanced optical transmitting materials for IR thermal imaging applications with improved thermomechanical properties

Original language	English (US)
Pages (from-to)	1152-1156
Number of pages	5
Journal	ACS Macro Letters
Volume	5
Issue number	10
DOIs	https://doi.org/10.1021/acsmacrolett.6b00602
State	Published - Oct 18 2016

Bibliographical note

Funding Information:
We acknowledge the NSF (DMR-1607971), Kuraray, for support of this work. KC acknowledges the support from NRF for the National Creative Research Initiative Center for Intelligent Hybrids (2010-0018290).

Publisher Copyright:
© 2016 American Chemical Society.

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Kleine, T. S., Nguyen, N. A., Anderson, L. E., Namnabat, S., Lavilla, E. A., Showghi, S. A., Dirlam, P. T., Arrington, C. B., Manchester, M. S., Schwiegerling, J., Glass, R. S., Char, K., Norwood, R. A., Mackay, M. E., & Pyun, J. (2016). High Refractive Index Copolymers with Improved Thermomechanical Properties via the Inverse Vulcanization of Sulfur and 1,3,5-Triisopropenylbenzene. ACS Macro Letters, 5(10), 1152-1156. https://doi.org/10.1021/acsmacrolett.6b00602

Kleine, TS, Nguyen, NA, Anderson, LE, Namnabat, S, Lavilla, EA, Showghi, SA, Dirlam, PT, Arrington, CB, Manchester, MS, Schwiegerling, J, Glass, RS, Char, K, Norwood, RA, Mackay, ME & Pyun, J 2016, 'High Refractive Index Copolymers with Improved Thermomechanical Properties via the Inverse Vulcanization of Sulfur and 1,3,5-Triisopropenylbenzene', ACS Macro Letters, vol. 5, no. 10, pp. 1152-1156. https://doi.org/10.1021/acsmacrolett.6b00602

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title = "High Refractive Index Copolymers with Improved Thermomechanical Properties via the Inverse Vulcanization of Sulfur and 1,3,5-Triisopropenylbenzene",

abstract = "The synthesis of a novel high sulfur content material possessing improved thermomechanical properties is reported via the inverse vulcanization of elemental sulfur (S8) and 1,3,5-triisopropenylbenzene (TIB). A key feature of this system was the ability to afford highly cross-linked, thermosetting materials, where the use of TIB as a comonomer enabled facile control of the network structure and dramatically improved the glass transition temperature (relative to our earlier sulfur copolymers) of poly(sulfur-random-(1,3,5-triisopropenylbenzene)) (poly(S-r-TIB)) materials over a range from T = 68 to 130 °C. This approach allowed for the incorporation of a high content of sulfur-sulfur (S-S) units in the copolymer that enabled thermomechanical scission of these dynamic covalent bonds and thermal reprocessing of the material, which we confirmed via dynamic rheological characterization. Furthermore, the high sulfur content also imparted high refractive index (n > 1.75) and IR transparency to poly(S-r-TIB) copolymers, which offered a route to enhanced optical transmitting materials for IR thermal imaging applications with improved thermomechanical properties",

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note = "Funding Information: We acknowledge the NSF (DMR-1607971), Kuraray, for support of this work. KC acknowledges the support from NRF for the National Creative Research Initiative Center for Intelligent Hybrids (2010-0018290). Publisher Copyright: {\textcopyright} 2016 American Chemical Society.",

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AU - Nguyen, Ngoc A.

AU - Anderson, Laura E.

AU - Namnabat, Soha

AU - Lavilla, Edward A.

AU - Showghi, Sasaan A.

AU - Dirlam, Philip T.

AU - Arrington, Clay B.

AU - Manchester, Michael S.

AU - Schwiegerling, Jim

AU - Glass, Richard S.

AU - Char, Kookheon

AU - Norwood, Robert A.

AU - Mackay, Michael E.

AU - Pyun, Jeffrey

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N2 - The synthesis of a novel high sulfur content material possessing improved thermomechanical properties is reported via the inverse vulcanization of elemental sulfur (S8) and 1,3,5-triisopropenylbenzene (TIB). A key feature of this system was the ability to afford highly cross-linked, thermosetting materials, where the use of TIB as a comonomer enabled facile control of the network structure and dramatically improved the glass transition temperature (relative to our earlier sulfur copolymers) of poly(sulfur-random-(1,3,5-triisopropenylbenzene)) (poly(S-r-TIB)) materials over a range from T = 68 to 130 °C. This approach allowed for the incorporation of a high content of sulfur-sulfur (S-S) units in the copolymer that enabled thermomechanical scission of these dynamic covalent bonds and thermal reprocessing of the material, which we confirmed via dynamic rheological characterization. Furthermore, the high sulfur content also imparted high refractive index (n > 1.75) and IR transparency to poly(S-r-TIB) copolymers, which offered a route to enhanced optical transmitting materials for IR thermal imaging applications with improved thermomechanical properties

AB - The synthesis of a novel high sulfur content material possessing improved thermomechanical properties is reported via the inverse vulcanization of elemental sulfur (S8) and 1,3,5-triisopropenylbenzene (TIB). A key feature of this system was the ability to afford highly cross-linked, thermosetting materials, where the use of TIB as a comonomer enabled facile control of the network structure and dramatically improved the glass transition temperature (relative to our earlier sulfur copolymers) of poly(sulfur-random-(1,3,5-triisopropenylbenzene)) (poly(S-r-TIB)) materials over a range from T = 68 to 130 °C. This approach allowed for the incorporation of a high content of sulfur-sulfur (S-S) units in the copolymer that enabled thermomechanical scission of these dynamic covalent bonds and thermal reprocessing of the material, which we confirmed via dynamic rheological characterization. Furthermore, the high sulfur content also imparted high refractive index (n > 1.75) and IR transparency to poly(S-r-TIB) copolymers, which offered a route to enhanced optical transmitting materials for IR thermal imaging applications with improved thermomechanical properties

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High Refractive Index Copolymers with Improved Thermomechanical Properties via the Inverse Vulcanization of Sulfur and 1,3,5-Triisopropenylbenzene

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