Perylenetetracarboxylic diimide

The electron mobility of oxadiazoles have been measured in a polymer matrix, values of 10 7 up to 10 3 cm2/Vs have been obtained [262, 263], These values are exceeded by starburst phenylquinoxalines (30) that approach 10-4 cm2/Vs at 106 V/cm [264]. Other material classes that are very interesting candidates for electron-transport layers comprise naphtalene-, 60, and perylenetetracarboxylic diimides, 59 [265], as well as bathophenanthroline [266] with reported electron mobilities of 10 3 and 4.2 x 10 4cm2/Vs, respectively. 

In the case of the dye from perylenetetracarboxylic diimide [C.I Sulphur Red 14 [67923-45-9], the dianhydride of perylenetetracarboxylic acid is treated with 1,3-diaminobenzene, the diamino compound is then diazotized, and the SCN groups are inserted by the Sandmeyer reaction with NaSCN (24)] [8],... 

The perylene derivatives are n-t3rpe organic semiconductors. They are of great interest as components for organic electronics. In particular, films of perylenetetracarboxylic diimide derivative (PTCDI) are used as n-layers in heterojunctions of organic solar cells [1]. The industrial application of these materials is now limited by insufficient knowledge about conductivity mechanisms and their correlation with structural features of the films. 

Perylenetetracarboxylic diimide 3,4,9,10-Perylenetetracarboxylic 3,4 9,10-diimide Perylimid. See Perylimide... 

A polymer based on EDOT containing a perylenetetracarboxylic diimide unit has been prepared by electropolymerization of 250 [443]. The related absorption spectrum covers the visible range and extends up to 850 nm. Similarly, PV devices based on dyads 251 in which oligo(3-hexylthiophene)s are covalently linked to perylenemonoimide have been recently reported [444]. Preliminary results based on bulk heterojunction devices consisting of ITO/PEDOT-PSS/251 PCBM (l 4)/LiF/Al showed an open circuit voltage of 0.94 V and efficiencies of 0.33% (251, n=l) and 0.48% (251, =3) under standard test conditions (AM 1.5G, 1000 W m ). 

In this case, NA is first made to react with ammonia to form the acid imide, from which perylenetetracarboxylic-diimide is produced by alkali fusion and oxidation this is followed by hydrolysis with concentrated sulfuric add, to perylenetetracarboxylic add. 

The dimeric A(LS)2 structure was found remarkably effective even in the case where the unit A is a ionic moiety, such as viologen in 54 [78], or a strongly self-associating group, such as the NAf -disubstituted 3,4,9,10-perylenetetracarboxylic diimide core in 55 [79]. It was foimd that 54 forms a stable gel only in 1-butanol at low concentration (below 1 wt/vol %) of which the CD spectnun displayed the features typical of a chiral, clockwise aggregation of the gelator molecules. X-ray diffraction patterns of the xero-gel of 54 were similar to those of the neat crystal obtained from ethanol. They indicated the formation of a lamellar organization with an interlayer distance of 4.96 nm. The molecules 54 were proposed to exist in an extended conformation in the gel state and to be tilted relative to the normal of the... 

A similar polydye, 10, was formed from the reaction of Ru(bipy)2Cl2 and N,N -bis(3-aminophenyl)-3,4,9,10-perylenetetracarboxylic diimide. This product was formed in 85% yield and had a DP of 33,000 by light-scattering photometry. 

Product of Ru(bipy)2Cl2 and N, N -bis(3-aminophenyl)-3,4,9,10-perylenetetracarboxylic diimide... 

The polyphenylene dendrimers were found to effectively isolate large chromophores such as perylene derivatives, when two polyphenylene dendrons (first through third generation) are attached to a perylenetetracarboxylic diimide core (PDI) (40). Although the alkoxy substituents in the bay area of the perylene twist the core out of planarity, the chromophore is only slightly blue-shifted when incorporated into the dendrimers. Therefore, energy transfer fi-om the polyphenylene dendrons is still accomplished with high efficiency. 

Guthmuller J, Zutterman F, Champagne B (2009) Multimode simulation of dimer absorption spectra from first principles calculations application to the 3,4,9,10-perylenetetracarboxylic diimide dimer. J Chem Phys 131 8... 

A convenient and straightforward procedure for the preparation of an EDOT system functionalized by a perylenetetracarboxylic diimide also started with EDOT-CH2CI. EDOT-CH2CI was reacted with a mono-(4-hydroxphenylimide) of perylenetetracarboxylic acid by Williamson ether synthesis. The electrochemical polymerization of the monomer to the polymer depicted in Figure 12.17... 

J. L. Segura, R. G6mez, R. Blanco, E. Reinold, and P. Bauerle. 2006. Synthesis and electronic properties of anthraquinone-, tetracyanoanthraquinodimethane-, and perylenetetracarboxylic diimide-functionalized poly(3,4-ethylenedioxythi-ophene). Chem Mater 18(12) 2834—2847. 

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