Stereocontrolled Synthesis and Optical Properties of All-cis Poly(phenylene vinylenes) (PPVs): A Method for Direct Patterning of PPVs
- 1 March 2005
- journal article
- Published by American Chemical Society (ACS) in Journal of the American Chemical Society
- Vol. 127 (12), 4350-4353
- https://doi.org/10.1021/ja042853n
Abstract
Geometrically pure, all-cis poly(phenylene vinylenes) (PPVs) are synthesized by Suzuki−Miyaura-type polycondensation of 2,5-dioctyloxy-1,4-benzenediboronic acid with (Z,Z)-bis(2-bromoethenyl)benzenes, which are prepared by ruthenium-catalyzed (Z)-selective double hydrosilylation of diethynylbenzenes, followed by bromodesilylation of the resulting (Z,Z)-bis(2-silylethenyl)benzenes with N-bromosuccinimide. The all-cis PPVs thus obtained undergo one-way photoisomerization to the corresponding trans-PPVs both in solution and in the solid. This phenomenon is applied to direct microscale patterning of PPVs onto a quartz substrate.Keywords
This publication has 46 references indexed in Scilit:
- Disclosure of the nanostructure of MDMO-PPV:PCBM bulk hetero-junction organic solar cells by a combination of SPM and TEMSynthetic Metals, 2003
- Reductive photo-patterning of conjugated thin filmsSynthetic Metals, 2003
- Controlling the optical properties of a conjugated co-polymer through variation of backbone isomerism and the introduction of carbon nanotubesJournal of Photochemistry and Photobiology A: Chemistry, 2001
- Synthesis, Characterization and Luminescence of Poly[(m-phenylenevinylene)-alt-(1,4-dibutoxy-2,5-phenylenevinylene)] with Different Content of cis- and trans-OlefinsMacromolecules, 2001
- A novel RGB multicolor light-emitting polymer displaySynthetic Metals, 2000
- A Highly Luminescent Poly[(m-phenylenevinylene)-alt-(p-phenylenevinylene)] with Defined Conjugation Length and Improved SolubilityMacromolecules, 1999
- Holographic nanopatterning of the organic semiconductor poly(p-phenylene vinylene)Applied Physics Letters, 1998
- Synthesis and reactions of dihydrido(triethylsilyl)(1,5-cyclooctadiene)iridium(III) complexes: catalysts for dehydrogenative silylation of alkenesOrganometallics, 1986
- Photochemical reactions of (.eta.5-pentamethylcyclopentadienyl)dicarbonyliron alkyl and silyl complexes: reversible ethylene insertion into an iron-silicon bond and implications for the mechanism of transition-metal-catalyzed hydrosilation of alkenesJournal of the American Chemical Society, 1986
- Rhodium(I)-catalyzed hydrosilylation of styreneThe Journal of Organic Chemistry, 1983