524960-86-9Relevant academic research and scientific papers
Practical synthesis of perylene-monoimide building blocks that possess features appropriate for use in porphyrin-based light-harvesting arrays
Tomizaki, Kin-Ya,Thamyongkit, Patchanita,Loewe, Robert S.,Lindsey, Jonathan S.
, p. 1191 - 1207 (2007/10/03)
Perylene-monoimide dyes with solubilizing aryloxy substituents at the perylene perimeter and a synthetic handle on the N-aryl group are valuable building blocks for incorporation as accessory pigments in porphyrin-based light-harvesting arrays. A family of such dyes has been prepared by reaction of 1,6,9-tris(4-tert-butylphenoxy)perylene-3,4-dicarboxylic anhydride with a set of 4-iodo/ethynyl anilines (with or without 2,6-diisopropyl substituents) in the presence of Zn(OAc)2·2H2O in imidazole/mesitylene at 130°C. The workup procedures throughout the synthesis have been streamlined for scale-up purposes, minimizing chromatography. Two bis(perylene)porphyrin building blocks were prepared in a rational manner and examined in Sonogashira and Glaser polymerizations. The two isopropyl groups on the N-aryl group and the three 4-tert-butylphenoxy groups at the perylene perimeter are essential for high solubility of the bis(perylene)porphyrins and corresponding oligomers in organic solvents.
Synthesis of cyclic hexameric porphyrin arrays. Anchors for surface immobilization and columnar self-assembly
Tomizaki, Kin-Ya,Yu, Lianhe,Wei, Lingyun,Bocian, David F.,Lindsey, Jonathan S.
, p. 8199 - 8207 (2007/10/03)
To investigate new architectures for the self-assembly of multiporphyrin arrays, a one-flask synthesis of a shape-persistent cyclic hexameric array of porphyrins was exploited to prepare six derivatives bearing diverse pendant groups. The new arrays conta
SYNTHESIS OF PERYLENE-PORPHYRIN BUILDING BLOCKS AND POLYMERS THEREOF FOR THE PRODUCTION OF LIGHT-HARVESTING ARRAYS
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Page 51, 53, 85-86, (2008/06/13)
The present invention provides methods, compounds, and compositions for the synthesis of light harvesting arrays, such arrays comprising: (a) a first substrate comprising a first electrode; and (b) a layer of light harvesting rods electrically coupled to said first electrode, each of said light harvesting rods comprising a polymer of Formula (I): wherein m is at least 1; X1 is a charge separation group, and X2 through Xm+1 are chromophores. At least one of X2 through Xm+1 has at least one perylene group coupled thereto.
Synthesis of perylene - Porphyrin building blocks and rod-like oligomers for light-harvesting applications
Loewe, Robert S.,Tomizaki, Kin-Ya,Youngblood, W. Justin,Bo, Zhishan,Lindsey, Jonathan S.
, p. 3438 - 3451 (2007/10/03)
We present the synthesis of four perylene - porphyrin building blocks for use in Glaser, Sonogashira, or Suzuki polymerizations. The building blocks bear synthetic handles (4-ethynylphenyl, 4-iodophenyl, bromo) at the trans (5,15) meso-positions of a zinc
