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Polymer Chemistry Vol - 1 Issue - 4

Polymer Chemistry Vol - 1 Issue - 3

Polymer Chemistry Vol - 1 Issue - 2

Poly(3-hexylthiophene) bearing pendant fullerenes: aggregation vs. self-organization

Content Provider	Royal Society of Chemistry (RSC)
Author	Holdcroft, Steven Peckham, Timothy J. Gholamkhass, Bobak
Copyright Year	2010
Abstract	Novel graft copolymers are reported based on poly(3-hexylthiophene) (P3HT) bearing side chains of poly(styrene-stat-chloromethylstyrene), onto which a fullerene C60 or PCBM is covalently attached. P3HT was brominated at the 4-position to various extents (1–30 mol%), subsequently Suzuki-coupled with the boronic ester of 1-(4′-bromophenyl)-1-(2″,2″,6″,6″-tetramethyl-1-piperidinyloxy)ethyl (tempo) to form a nitroxide-functionalized P3HT macroinitiator, which was then used to initiate the nitroxide-mediated radical polymerization (NMRP) of chloromethylstyrene (CMS)-stat-styrene (ST) side chains. CMS units were functionalized with azide units and used to attach fullerene. The polymers contained a relatively high mass content of fullerene (20–41 wt%). Photoluminescence of P3HT is strongly quenched by the fullerene. The absorption of P3HT maximum shifts toward shorter wavelengths with increasing graft density. Films of PCBM/C60 graft copolymers form a bicontinuous morphology with feature sizes <5 nm. Grafting fullerene-bearing side chains directly to P3HT is found to reduce the semi-crystallinity of the P3HT domains, reduce the hole charge mobility, and significantly reduce their photovoltaic activity. This is believed to be due to the poorer solubility of the fullerene units relative to the polymer chains which aggregate during film casting and restricts self-organization of the conjugated polymer.
Starting Page	708
Ending Page	719
Page Count	12
File Format	HTM / HTML PDF
ISSN	17599954
Volume Number	1
Issue Number	5
Journal	Polymer Chemistry
DOI	10.1039/b9py00384c
Language	English
Publisher	Royal Society of Chemistry
Access Restriction	Open
Subject Keyword	Polythiophene Radical polymerization Photoluminescence CMS Polymer Phenyl-C61-butyric acid methyl ester Grafting Self-organization Fullerene Solar cell Methyl group Short ton Content management system Boronic acid Azide
Content Type	Text
Resource Type	Article
Subject	Organic Chemistry Biochemistry Bioengineering Biomedical Engineering Polymers and Plastics

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