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Synthesis and study of poly ( 3-hexylthiophenes ) and poly ( 3-dodecylthiophenes ) containing halogen and sulfur substituents in the ω-position of the side chain
| Content Provider | Semantic Scholar |
|---|---|
| Author | Pomerantz, Martin |
| Copyright Year | 2007 |
| Abstract | Poly[3-(6-bromohexyl)thiophene] (1) and poly[3-(12-bromododecyl)thiophene] (2) were synthesized by chemical polymerization of their respective monomers, 3 and 4, using FeCl3. NMR spectroscopy showed 81% of head-to-tail couplings and GPC showed Mn = 51,500 and 91,100 with PDIs of 5.2 and 1.7 for 1 and 2, respectively. Conductivities of the I2and FeCl3doped 1 were 18 and 7.5 S cm and for 2 were 32 and 46 S cm, respectively. Poly[3-(6iodohexyl)thiophene] (8) was prepared by SN2 displacement (>97%), using NaI, on 1. Poly[6-(3thienyl)-1-hexyl S-thioacetate] (10a) and poly[12-(3-thienyl)-1-dodecyl S-thioacetate] (10b) were prepared from 1 by post-polymerization SN2 reactions. They were insoluble in organic solvents and had 13 C CP-MAS NMR spectra consistent with the structures. Reaction of 1 with thiourea followed by basic hydrolysis gave poly[3-(6-mercaptohexyl)thiophene] (11). This thiol functionalized polymer was also insoluble in common organic solvents and it, too, had a 13 C CPMAS NMR spectrum consistent with the structure. Polymers 10a and 11 showed pressed pellet conductivities of 4 x 10 and 2.3 x 10 S cm when doped with FeCl3, respectively and 8 x 10 -5 and 0.44 S cm when doped with I2, respectively. TGA of polymers 1, 8 and 11 showed thermal decomposition in two stages. |
| File Format | PDF HTM / HTML |
| Alternate Webpage(s) | https://www.arkat-usa.org/get-file/18939/ |
| Language | English |
| Access Restriction | Open |
| Subject Keyword | Computer Displacement mapping Doping (semiconductor) Emoticon Halogens International Standard Serial Number Maxillary left lateral incisor abutment Molecular Weight Multidimensional Digital Pre-distortion Neuraminidase Inhibitor [EPC] Optical amplifier Organic solvent product Poly A Poly Adenosine Diphosphate Ribose Polymer Polymers Propionibacterium acnes Psychologic Displacement Spectroscopy, Near-Infrared Sulfhydryl Compounds TBX1 wt Allele Thiourea Truevision TGA Web Ontology Language X-Ray Emission Spectroscopy alkyl methyl thioacetate monomer |
| Content Type | Text |
| Resource Type | Article |
