Norbornadiene End-Capping of Cross-Coupling Polymerizations: A Facile Route to Triblock Polymers

The potential use of conjugated polymers in device applications is often limited by their less than optimal physicochemical properties. This work describes an efficient protocol to end-cap conjugated polymers synthesized via palladium-catalyzed cross-coupling polymerizations with norbornene groups....

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Main Authors: Cox, Jason R., Kang, Hyun A., Igarashi, Takeshi, 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/1721.1/74243
https://orcid.org/0000-0001-8906-2344
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author Cox, Jason R.
Kang, Hyun A.
Igarashi, Takeshi
Swager, Timothy M
author2 Massachusetts Institute of Technology. Institute for Soldier Nanotechnologies
author_facet Massachusetts Institute of Technology. Institute for Soldier Nanotechnologies
Cox, Jason R.
Kang, Hyun A.
Igarashi, Takeshi
Swager, Timothy M
author_sort Cox, Jason R.
collection MIT
description The potential use of conjugated polymers in device applications is often limited by their less than optimal physicochemical properties. This work describes an efficient protocol to end-cap conjugated polymers synthesized via palladium-catalyzed cross-coupling polymerizations with norbornene groups. Specifically, the hydroarylation of norbornadiene is shown to be a high-yielding end-capping method. These strained bicyclic alkenyl end groups can be transformed into macroinitiators via ring-opening metathesis polymerization and can polymerize other strained monomers, such as norbornene, yielding elastomeric triblock copolymers.
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spelling mit-1721.1/742432022-10-01T14:13:30Z Norbornadiene End-Capping of Cross-Coupling Polymerizations: A Facile Route to Triblock Polymers Cox, Jason R. Kang, Hyun A. Igarashi, Takeshi Swager, Timothy M Massachusetts Institute of Technology. Institute for Soldier Nanotechnologies Massachusetts Institute of Technology. Department of Chemistry Swager, Timothy Manning Swager, Timothy Manning Cox, Jason R. Kang, Hyun A. Igarashi, Takeshi The potential use of conjugated polymers in device applications is often limited by their less than optimal physicochemical properties. This work describes an efficient protocol to end-cap conjugated polymers synthesized via palladium-catalyzed cross-coupling polymerizations with norbornene groups. Specifically, the hydroarylation of norbornadiene is shown to be a high-yielding end-capping method. These strained bicyclic alkenyl end groups can be transformed into macroinitiators via ring-opening metathesis polymerization and can polymerize other strained monomers, such as norbornene, yielding elastomeric triblock copolymers. United States. Army Research Office (Contract W911NF-07-D-004) United States. Air Force Office of Scientific Research (FA9550-10-1-0395) 2012-10-24T19:40:42Z 2012-10-24T19:40:42Z 2012-02 2011-12 Article http://purl.org/eprint/type/JournalArticle 2161-1653 2161-1653 http://hdl.handle.net/1721.1/74243 Cox, Jason R. et al. “Norbornadiene End-Capping of Cross-Coupling Polymerizations: A Facile Route to Triblock Polymers.” ACS Macro Letters 1.2 (2012): 334–337. https://orcid.org/0000-0001-8906-2344 en_US http://dx.doi.org/ 10.1021/mz200205k ACS Macro Letters 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 Cox, Jason R.
Kang, Hyun A.
Igarashi, Takeshi
Swager, Timothy M
Norbornadiene End-Capping of Cross-Coupling Polymerizations: A Facile Route to Triblock Polymers
title Norbornadiene End-Capping of Cross-Coupling Polymerizations: A Facile Route to Triblock Polymers
title_full Norbornadiene End-Capping of Cross-Coupling Polymerizations: A Facile Route to Triblock Polymers
title_fullStr Norbornadiene End-Capping of Cross-Coupling Polymerizations: A Facile Route to Triblock Polymers
title_full_unstemmed Norbornadiene End-Capping of Cross-Coupling Polymerizations: A Facile Route to Triblock Polymers
title_short Norbornadiene End-Capping of Cross-Coupling Polymerizations: A Facile Route to Triblock Polymers
title_sort norbornadiene end capping of cross coupling polymerizations a facile route to triblock polymers
url http://hdl.handle.net/1721.1/74243
https://orcid.org/0000-0001-8906-2344
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