3,4,9,10-perylenetetracarboxylic dianhydride

The dye C.I. Solubilised Sulphur Red 11 [90218-69-2] (25) contains neither thiolate groups nor their precursors. It is prepared by treating perylenetetracarboxylic dianhydride with l,4-diaminobenzene-2-sulfonic acid, then with cyanuric chloride and with NH3. It is not known whether the chlorine of the monochloro-triazine groups of the precursor is replaced by a mercapto group in dyeing. 

Mobus, M., Karl, N. and Kobayashi, T. (1992). Structure of perylenetetracarboxylic dianhydride thin films on alkali halide crystal substances. /. Cryst. Growth, 116, 495-504. [263]... 

M. Adachi, Y. Murata, and S. Nakamura, Spectral similarity and difference of naphthalenetetra-carboxylic dianhydride, perylenetetracarboxylic dianhydride, and their derivatives, J. Phys. Chem. 99, 14240-14246(1995). 

There are, however, a few planar aromatic molecules with different bulk structures which do show the existence of such orientational precursors. One of these exceptions is PTCDA (3,4,9,10-perylenetetracarboxylic dianhydride) which has been extensively studied in the past and is commonly considered as a prototype system for organic thin film growth [62, 63]. Especially on Ag(l 11) an epitaxial growth of well-ordered PTCDA films was observed where molecules adopt the same arrangement as in the (102)-plane of the bulk structure of PTCDA [62]. An examination of this (102)-plane reveals that this... 

H. Dosch, and O. H. Seeck, Thermal stability and partial dewetting of crystalline organic thin films 3,4,9,10-perylenetetracarboxylic dianhydride... 

In agreement with data [3], our calculations predict a very small CT between /V,/V -diphenyl-7V,7V -bis(/-naphthyl)-l-l -biphenyl-4,4 "-diamine (a-NPD) and 3,4,9,10-perylenetetracarboxylic dianhydride (PTCDA) molecules in spite of the large difference in electronegativity. The small value of the VLS in this system is primarily explained by the weak coupling between HOMO of a-NPD and the LUMO of PTCDA. 

Perylenetetracarboxylic dianhydride, PTCDA, has been used as a target material for the generation of films consisting essentially of polyperi-naphthalene (see Chart 9.10) [62, 69]. Films annealed at 350 °C immediately after deposition possessed an electrical conductivity of 10" S cm". ... 

Siloxane constituted from poly(azomethine)s and a six-membered poly(imide) have been synthesized from a siloxane-containing diamine with dialdehydes and 3,4,9,10-perylenetetracarboxylic dianhydride [13]. The poly(azomethine)s emit blue light, while the poly(imide) emits green light. 

A doped material was prepared by plasma polymerisation using 3,4,9,10-perylenetetracarboxylic dianhydride (PTCDA) [67]. Electrical conductivity of the iodine-doped material decreased by five orders of magnitude and the iodine doping caused a serious structural change. 

He P, Lefevre M, Faubert G, Dodelet JP (1999) Oxygen reduction catalysts for polymer electrolyte fuel cells from the pyrolysis of various transition metal acetates adsorbed on 3,4,9,10-perylenetetracarboxylic dianhydride. J New Mater Electrochem Syst 2 243-251... 

CH2CI2 and aniline were obtained from Fischer Scientific Co. and distilled from CaH2 (Aldrich Chemical Co.). 3,4,9,10-perylenetetracarboxylic dianhydride, 2-chloro-5-nitrobenzoic acid, sodium borohydride, copper (II) acetyl-acetonate, trifiuoroacetic acid (TFA), tetrabutylammonium hexafluorophosphate (TBAPF6), dimethylacetamide (DMA), and N-phenyl-l,4-phenylenediamine were purchased from Aldrich Chemical Co. and used as received. Quinoline and triethylamine (TEA) (Aldrich Chemical Co.) were distilled in vacuo. IR spectra were obtained on a Bruker Equinox 55 Spectrometer. NMR spectra were obtained on a Bruker 250 multiprobe spectrometer. Elemental andyses were performed by Atlantic Microlabs. Mass spectrometry data were provided by the Auburn Mass Spectrometry Laboratory. 

To 100 mL of quinoline were added 2.08 mmol (0.814 g) of perylenetetracarboxylic dianhydride, 4.67 mmol (0.859 g) of N-phenyl-1,4-phenylenediamine, and 0.635 mmol (0.139 g) of zinc acetate dihydrate. The solution was degassed with N2, fitted with a reflux condensor and heated on an oil balh held at 230 % for 22 his. The product was filtered and washed with 4 X... 

Faubert G, Cote R, Dodelet JP, Lefevre M, Bertrand P. Oxygen reduction catalysts for polymer electrol5te cells from the pyrolysis of Fe " acetate adsorbed 3,4,9, lo-perylenetetracarboxylic dianhydride. Electrochim Acta 1999 44 2589-603. 

Ladder polymers have been of interest for many years, and an early paper on poly(per/-naphthalene) (49) using the VEH method combined with crystal packing calculations provided a band gap of 0.44 eV. With interchain overlap the calculated band gap decreases to 0.29 eV [81,82], The synthesis of polymer 49 by pyrolysis of 3,4,9,10-perylenetetracarboxylic dianhydride at temperatures between 530 and 900°C gave very highly conducting undoped films (a up to 15 S/cm) that were probably not the simple polymer 49 [82]. 

Templated growth of 3,4,9,10-perylenetetracarboxylic dianhydride molecules on a nanostmctured insulator. Nanotechnology, 18, 105303. 

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