Triptycene Polyimides: Soluble Polymers with High Thermal Stability and Low Refractive Indices

A series of soluble, thermally stable aromatic polyimides were synthesized using commercially available five- and six-membered ring anhydrides and 2,6-diaminotriptycene derivatives. All of these triptycene polyimides (TPIs) were soluble in common organic solvents despite their completely aromatic st...

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Main Authors: Sydlik, Stefanie Arlene, Chen, Zhihua, Swager, Timothy M
Other Authors: Massachusetts Institute of Technology. Institute for Soldier Nanotechnologies
Format: Article
Language:en_US
Published: American Chemical Society (ACS) 2012
Online Access:http://hdl.handle.net/1721.1/74566
https://orcid.org/0000-0003-2163-7337
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author Sydlik, Stefanie Arlene
Chen, Zhihua
Swager, Timothy M
author2 Massachusetts Institute of Technology. Institute for Soldier Nanotechnologies
author_facet Massachusetts Institute of Technology. Institute for Soldier Nanotechnologies
Sydlik, Stefanie Arlene
Chen, Zhihua
Swager, Timothy M
author_sort Sydlik, Stefanie Arlene
collection MIT
description A series of soluble, thermally stable aromatic polyimides were synthesized using commercially available five- and six-membered ring anhydrides and 2,6-diaminotriptycene derivatives. All of these triptycene polyimides (TPIs) were soluble in common organic solvents despite their completely aromatic structure due to the three-dimensional triptycene structure that prevents strong interchain interactions. Low solution viscosities (0.07−0.47 dL/g) and versatile solubilities allow for easy solution processing of these polymers. Nanoporosity in the solid state gives rise to high surface areas (up to 430 m[superscript 2]/g) and low refractive indices (1.19−1.79 at 633 nm), which suggest very low dielectric constants at optical frequencies. Polymer films were found to be amorphous. The decomposition temperature (T[subscript d]) for all of the polymers is above 500 °C, and no glass transition temperatures can be found below 450 °C by differential scanning calorimetry (DSC), indicating excellent prospects for high-temperature applications. This combination of properties makes these polymers candidates for spin-on dielectric materials.
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spelling mit-1721.1/745662022-09-29T08:50:42Z Triptycene Polyimides: Soluble Polymers with High Thermal Stability and Low Refractive Indices Sydlik, Stefanie Arlene Chen, Zhihua Swager, Timothy M Massachusetts Institute of Technology. Institute for Soldier Nanotechnologies Massachusetts Institute of Technology. Department of Chemistry Swager, Timothy Manning Swager, Timothy Manning Sydlik, Stefanie Arlene Chen, Zhihua A series of soluble, thermally stable aromatic polyimides were synthesized using commercially available five- and six-membered ring anhydrides and 2,6-diaminotriptycene derivatives. All of these triptycene polyimides (TPIs) were soluble in common organic solvents despite their completely aromatic structure due to the three-dimensional triptycene structure that prevents strong interchain interactions. Low solution viscosities (0.07−0.47 dL/g) and versatile solubilities allow for easy solution processing of these polymers. Nanoporosity in the solid state gives rise to high surface areas (up to 430 m[superscript 2]/g) and low refractive indices (1.19−1.79 at 633 nm), which suggest very low dielectric constants at optical frequencies. Polymer films were found to be amorphous. The decomposition temperature (T[subscript d]) for all of the polymers is above 500 °C, and no glass transition temperatures can be found below 450 °C by differential scanning calorimetry (DSC), indicating excellent prospects for high-temperature applications. This combination of properties makes these polymers candidates for spin-on dielectric materials. National Science Foundation (U.S.). Graduate Research Fellowship Program Massachusetts Institute of Technology. Institute for Soldier Nanotechnologies 2012-11-05T21:09:41Z 2012-11-05T21:09:41Z 2011-01 2011-01 Article http://purl.org/eprint/type/JournalArticle 0024-9297 1520-5835 http://hdl.handle.net/1721.1/74566 Sydlik, Stefanie A., Zhihua Chen, and Timothy M. Swager. “Triptycene Polyimides: Soluble Polymers with High Thermal Stability and Low Refractive Indices.” Macromolecules 44.4 (2011): 976–980. © 2012 American Chemical Society https://orcid.org/0000-0003-2163-7337 en_US http://dx.doi.org/ 10.1021/ma101333p Macromolecules Article is made available in accordance with the publisher's policy and may be subject to US copyright law. Please refer to the publisher's site for terms of use. application/pdf American Chemical Society (ACS) Prof. Swager via Erja Kajosalo
spellingShingle Sydlik, Stefanie Arlene
Chen, Zhihua
Swager, Timothy M
Triptycene Polyimides: Soluble Polymers with High Thermal Stability and Low Refractive Indices
title Triptycene Polyimides: Soluble Polymers with High Thermal Stability and Low Refractive Indices
title_full Triptycene Polyimides: Soluble Polymers with High Thermal Stability and Low Refractive Indices
title_fullStr Triptycene Polyimides: Soluble Polymers with High Thermal Stability and Low Refractive Indices
title_full_unstemmed Triptycene Polyimides: Soluble Polymers with High Thermal Stability and Low Refractive Indices
title_short Triptycene Polyimides: Soluble Polymers with High Thermal Stability and Low Refractive Indices
title_sort triptycene polyimides soluble polymers with high thermal stability and low refractive indices
url http://hdl.handle.net/1721.1/74566
https://orcid.org/0000-0003-2163-7337
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