Authors

Feng-Yang Shih

Type

Text

Type

Thesis

Advisor

Grubbs, Robert B | Lauher, Joseph | Parker, Kathlyn.

Date

2015-12-01

Keywords

Chemistry | alkyne polymerization, disubstituted acetylene, substituted acetylene

Department

Department of Chemistry.

Language

en_US

Source

This work is sponsored by the Stony Brook University Graduate School in compliance with the requirements for completion of degree.

Identifier

http://hdl.handle.net/11401/77151

Publisher

The Graduate School, Stony Brook University: Stony Brook, NY.

Format

application/pdf

Abstract

The polymerization of 2-ethynyl-5-hexylthiophene (2E5HT), 2-hexyl-5-((perfluorophenyl)ethynyl)thiophene (HT≡FPh), 2-hexyl-5-(3,3,3-trifluoroprop-1-yn-1-yl)thiophene (HT≡CF3), 1-ethynyl-2,3,5,6-tetrafluoro-4-methoxybenzene (1ETFMB), 1-ethynyl-2,3,5,6-tetrafluoro-4-(trifluoromethyl)benzene (PFPA), and ethynylbenzene with transition metal catalysts (tantalum (V) chloride, molybdenum (VI) tetrachloride oxide, and 2nd Generation Grubbs Catalyst) was investigated. The targeted polymers and copolymers were designed to have both electron-donating and electron-withdrawing groups conjugated to the polyacetylene backbone to tune the electronic and optical properties for potential application in organic photovoltaic solar cells. The optical properties of the resulting oligomers and polymers were analyzed by UV-Vis absorption spectroscopy. | The polymerization of 2-ethynyl-5-hexylthiophene (2E5HT), 2-hexyl-5-((perfluorophenyl)ethynyl)thiophene (HT≡FPh), 2-hexyl-5-(3,3,3-trifluoroprop-1-yn-1-yl)thiophene (HT≡CF3), 1-ethynyl-2,3,5,6-tetrafluoro-4-methoxybenzene (1ETFMB), 1-ethynyl-2,3,5,6-tetrafluoro-4-(trifluoromethyl)benzene (PFPA), and ethynylbenzene with transition metal catalysts (tantalum (V) chloride, molybdenum (VI) tetrachloride oxide, and 2nd Generation Grubbs Catalyst) was investigated. The targeted polymers and copolymers were designed to have both electron-donating and electron-withdrawing groups conjugated to the polyacetylene backbone to tune the electronic and optical properties for potential application in organic photovoltaic solar cells. The optical properties of the resulting oligomers and polymers were analyzed by UV-Vis absorption spectroscopy. | 70 pages

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