Untersuchungen zur Protonierung von Perylen-3,4,9,10-tetracarbonsäurealkalisalzen

Tröster, Helmut

doi:10.1016/0143-7208(83)80015-1

Cited by 56 publications

(29 citation statements)

References 3 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Synthesis of the Dye K 4 PBITS (the tetrapotassium salt of 1a) has already been reported in the literature, [19] but the quoted synthesis is too expensive for the preparation of larger amounts of the pure material. As an alternative (Scheme 1), we transferred the bisanhydride 2 of technical quality in a one-step reaction into the monopotassium salt 3, [20,21] which was received in quantitative yield due to its insolubility. [22] Compound 3 reacts with the potassium salt of 5-aminobenzene-1,3-disulfonic acid at elevated temperatures in ethylene glycol to form 1a, which contains a tolerably small amount of by-products and foreign ions (2 does not react under these conditions).…”

Section: Resultsmentioning

confidence: 99%

Composites of Perylene Chromophores and Layered Double Hydroxides: Direct Synthesis, Characterization, and Photo‐ and Chemical Stability

Bauer

Behrens²,

Speckbacher

et al. 2003

Adv Funct Materials

142

View full text Add to dashboard Cite

Composites of the tetra‐anion of the perylene dye N,N′‐di(phenyl‐3,5‐disulfonic acid)perylene‐3,4:9,10‐tetracarboxydiimide (PBITS) with layered double hydroxides (LDHs) were formed by direct synthesis (co‐precipitation at constant pH). The LDHs were of the hydrotalcite (Mg–Al–OH and Zn–Al–OH compositions). During synthesis of the hydrocalumite type (Ca–Al–OH), partial destruction of the dye occurs, being more pronounced at higher pH values. The composites were characterized with regard to their composition by elemental and thermal analysis. From UV‐vis spectroscopic data and powder X‐ray diffraction, a structural model is developed for the composites. In the galleries between the hydroxide layers, the chromophore molecules are stacked in an J‐type arrangement. The compounds have brilliant colors and are insoluble in common solvents. With regard to a possible application as pigments, their photostability and their chemical resistance against a typical application environment was tested. The photostability of the dye molecules and their chemical resistance against setting cement are slightly raised by the occlusion within the LDH structure; however, the photostability of the LDH–cement is lower than that of cement colored with the pure perylene dye.

show abstract

Section: Resultsmentioning

confidence: 99%

Composites of Perylene Chromophores and Layered Double Hydroxides: Direct Synthesis, Characterization, and Photo‐ and Chemical Stability

Bauer

Behrens²,

Speckbacher

et al. 2003

Adv Funct Materials

142

View full text Add to dashboard Cite

show abstract

“…The monoanhydride monopotassium salt 21 precipitates [56] from this solution on lowering the pH value because of its extremely low solubility so that it escapes the acid ± base equilibria. A very pure material 21 is obtained by the application of AcOH for the lowering of the pH [57].…”

Section: Furthermentioning

confidence: 99%

Control of the Interactions in Multichromophores: Novel Concepts. Perylene Bis‐imides as Components for Larger Functional Units

Langhals¹

2005

Helvetica Chimica Acta

342

240

View full text Add to dashboard Cite

Dedicated to Professor Rolf Huisgen on the occasion of his 85th birthdayThe controlling of the internal interaction in multichromophores leads to functional dyes with novel properties. Such a controlling is demonstrated with perylene dyes and offers a manifold of novel possibilities.1. Introduction. ± Chromophores are responsible for the color of matter and are the basis of well established applications of dyes [1] such as textile dyes, pigments [2], and inks. Whereas the chemistry for such examples is highly developed, chromophores in novel applications are gaining increasing importance; the keywords being functional dyes, these novel applications, in contrast to the well established ones, have recently undergone a very rapid development, the end of which cannot yet be seen. Single chromophores are used in the majority of such novel applications, mostly derived from well investigated basic structures the properties of which were adopted to the requirements of the application. However, such a concept does by far not exhaust the possibilities of chromophores because an even larger range becomes accessible by the interactions in multichromophoric systems. Such a range is not just of interest for novel applications. Nature demonstrates, for example with the photosynthesis reaction center [3 ± 5] and the flower pigments [6 ± 8], how special properties can be obtained by such interactions. However, for this, suitable building blocks are required.

show abstract

“…Finally, dye 7 with the amino anchor group was obtained by the reaction of 2 with hydrazine;25 see Scheme . The perylene anhydride imide 3 was obtained in a two‐step synthesis from the technical perylene‐3,4:9,10‐tetracarboxylic bisanhydride through the easily accessible perylenentetracarboxylic anhydride monopotassium salt24 and its condensation with ammonia 26. The bisimides 4 were obtained by a condensation of 3 with primary amines.…”

Section: Resultsmentioning

confidence: 99%

Sterically Less‐Hindered Half‐Titanocene(IV) Phenoxides: Ancillary‐Ligand Effect on Mono‐, Bis‐, and Tris(2‐Alkyl‐/arylphenoxy) Titanium(IV) Chloride Complexes

Kim

et al. 2010

Chemistry A European J

View full text Add to dashboard Cite

A series of mono-, bis-, and tris(phenoxy)-titanium(IV) chlorides of the type [Cp*Ti(2-R-PhO)(n)Cl(3-n)] (n=1-3; Cp*=pentamethylcyclopentadienyl) was prepared, in which R=Me, iPr, tBu, and Ph. The formation of each mono-, bis-, and tris(2-alkyl-/arylphenoxy) series was authenticated by structural studies on representative examples of the phenyl series including [Cp*Ti(2-Ph-PhO)Cl(2)] (1 PhCl2), [Cp*Ti(2-Ph-PhO)(2)Cl] (2 PhCl), and [Cp*Ti(2-Ph-PhO)(3)] (3 Ph). The metal-coordination geometry of each compound is best described as pseudotetrahedral with the Cp* ring and the 2-Ph-PhO and chloride ligands occupying three leg positions in a piano-stool geometry. The mean Ti-O distances, observed with an increasing number of 2-Ph-PhO groups, are 1.784(3), 1.802(4), and 1.799(3) A for 1 PhCl2, 2 PhCl, and 3 Ph, respectively. All four alkyl/aryl series with Me, iPr, tBu, and Ph substituents were tested for ethylene homopolymerization after activation with Ph(3)C(+)[B(C(6)F(5))(4)](-) and modified methyaluminoxane (7% aluminum in isopar E; mMAO-7) at 140 degrees C. The phenyl series showed much higher catalytic activity, which ranged from 43.2 and 65.4 kg (mmol of Ti x h)(-1), than the Me, iPr, and tBu series (19.2 and 36.6 kg (mmol of Ti x h)(-1)). Among the phenyl series, the bis(phenoxide) complex of 2 PhCl showed the highest activity of 65.4 kg (mmol of Ti x h)(-1). Therefore, the catalyst precursors of the phenyl series were examined by treating them with a variety of alkylating reagents, such as trimethylaluminum (TMA), triisobutylaluminum (TIBA), and methylaluminoxane (MAO). In all cases, 2 PhCl produced the most catalytically active alkylated species, [Cp*Ti(2-Ph--PhO)MeCl]. This enhancement was further supported by DFT calculations based on the simplified model with TMA.

show abstract

Untersuchungen zur Protonierung von Perylen-3,4,9,10-tetracarbonsäurealkalisalzen

Cited by 56 publications

References 3 publications

Composites of Perylene Chromophores and Layered Double Hydroxides: Direct Synthesis, Characterization, and Photo‐ and Chemical Stability

Composites of Perylene Chromophores and Layered Double Hydroxides: Direct Synthesis, Characterization, and Photo‐ and Chemical Stability

Control of the Interactions in Multichromophores: Novel Concepts. Perylene Bis‐imides as Components for Larger Functional Units

Sterically Less‐Hindered Half‐Titanocene(IV) Phenoxides: Ancillary‐Ligand Effect on Mono‐, Bis‐, and Tris(2‐Alkyl‐/arylphenoxy) Titanium(IV) Chloride Complexes

Contact Info

Product

Resources

About