59442-38-5

Usage

Uses

Used in Electronics Industry:
2,9-Dipropyl-anthra[2,1,9-def:6,5,10-d′e′f′]diisoquinoline-1,3,8,10(2H,9H)tetrone is used as an air-stable n-type semiconductor material for organic field-effect transistors (OFETs) due to its high electron transporting character. This makes it a valuable component in the development of flexible and low-cost electronic devices.
Used in Solar Energy Industry:
In the field of organic photovoltaics (OPVs), 2,9-Dipropyl-anthra[2,1,9-def:6,5,10-d′e′f′]diisoquinoline-1,3,8,10(2H,9H)tetrone serves as an excellent electron accepting building block. Its properties contribute to the efficiency of solar cells by facilitating the transport of electrons, which is crucial for converting sunlight into electrical energy.

Upstream product

• 128-69-8 perylene-3,4,9,10-tetracarboxylic acid 3,4:9,10-dianhydride 
• 109-73-9 N-butylamine 
• 107-10-8 propylamine 

Downstream Products

• 530086-49-8 1,6,7,12-tetrakis(4-n-butyloxyphenoxy)perylene-3,4,9,10-tetracarboxylic acid dianhydride 
• 156028-30-7 1,6,7,12-tetrakis(4-tert-butylphenoxy)perylene-3,4:9,10-tetracarboxylic acid dianhydride 
• 1234347-63-7 N,N'-bis-n-propyl-1,6,7,12-tetrakis(4-n-butyloxyphenoxy)perylene-3,4,9,10-tetracarboxdiimide 
• 185552-14-1 N,N'-bis-n-propyl-1,6,7,12-tetrakis(4-tert-butylphenoxy)perylene-3,4,9,10-tetracarboxdiimide 
• 70654-98-7 perylene-3,4,9,10-tetracarboxylic acid monoanhydride mono(n-propyl)imide 
• 128-69-8 perylene-3,4,9,10-tetracarboxylic acid 3,4:9,10-dianhydride 

Relevant academic research and scientific papers

Design and synthesis of novel fluorescence sensing perylene diimides based on photoinduced electron transfer

Two novel tetraester- and PAMAM-branched perylene diimides were synthesized and configured as "fluorophore-spacer-receptor" systems based on photoinduced electron transfer. Due to their long alkylester and alkylamine terminal groups the examined compounds were well soluble in organic solvents. Photophysical characteristics of the dyes were investigated in DMF and water/DMF (1:1, v/v) solution. The ability of the synthesized perylene diimides to detect cations was evaluated by the changes in their fluorescence intensity in the presence of metal ions (Zn2+, Co2+, Cu2+, Fe3+, Pb2+, Hg2+, Ag+ and Ni 2+) and protons. The dyes under study displayed "off-on" switching in its fluorescence as a function of pH, which is attributed to disallowing photoinduced electron transfer from the receptor moiety to the fluorophore. PAMAM-branched dye displayed a good pH sensor activity (FE = 6.4), however the pH sensing ability of tetraester was substantially higher (FE = 184). In the presence of Cu2+ and Pb2+ ions tetraester quenched its fluorescence intensity (FQ = 22 and 12 respectively), while PAMAM-branched dye enhanced its fluorescence intensity with pronounced selectivity to Cu2+ and Fe3+ (FE = 3.2 and 4.9, respectively). The results obtained indicate the potential of the novel compounds as fluorescent detectors for metal ions with pronounced selectivity towards Cu2+, Pb2+ and Fe3+ ions and highly efficient "off-on" pH switches, especially a tetraester-branched perylene diimide.

Synthesis of colorants in mixing apparatus

A process for preparing colorants of the general formula (Ia), (Ib) or (Ic) or mixtures thereof, comprises reacting (a) tetracarboxylic acids or their functional derivatives with(b) at least one compound selected from i. aliphatic amines,ii. aromatic amines,iii. aliphatic diamines,iv. aromatic diamines,(c) optionally in the presence of further additives,(d) optionally in the presence of wetting agents in a mixing apparatus. These colorants are useful for coloration of macromolecular organic and inorganic materials of natural and synthetic origin.

Synthesis and optical properties of n-type polymers containing perylene moieties

Three n-type polymers, Ppe01, Ppe02, and Ppe03, containing both perylene moieties and fluorine atoms were synthesized. The synthesiszed polymeric perylene derivatives with good compatibility for solution processes were chosen as new acceptor candidates fo

WRITABLE AND ERASABLE HIGH-DENSITY OPTICAL STORAGE MEDIA

The invention relates to an optical storage medium comprising a substrate and a storage layer, wherein the storage layer comprises a compound of the formula (I) or (II)in which A and A', independently of one another, are unsubstituted or mono- or di-halo-, -hydroxy-, -C1-C6alkyl-, -C1-C6alkoxy-, -cyano- or -nitro-substituted phenyl, pyridyl, pyrrolyl, imidazolyl, furyl or thienyl, which can, if desired, be fused to a benzene ring, are halide, tetrafluoroborate or unsubstituted or with one or more halogen substituted C1-C6alkane-sulfonate, benzenesulfonate, C1-C6alkylbenzenesulfonate, C1-C6alkylsulfate or di-C1-C6alkyl-phosphonate of N-C1-C6alkyl-pyridiniumyl, or are unsubstituted or mono- or di-hydroxy-substituted C2-C6alkyl or C2-C6alkenyl, whose chain may be uninterrupted or interrupted by one or two oxygen atoms, B and B', independently of one another, are 2 H, S, S2 or SO2, and n and n', independently of one another, are each a number from 1 to 4. The invention also relates to a process for the optical writing, storage, reading, modification or erasing of data at a wavelength of from 400 to 700 nm using a novel recording medium, to an optical recorder for the optical writing, modification or erasing of data using only continuous laser radiation or only modulated laser radiation, to a process for converting a compound of the formula (I) or (II) from a black form into a red form by mechanical force, and to new compounds of the formula (I) or (II).

The Relation between Packing Effects and Solid State Fluorescence of Dyes

The solid state fluorescence of diketopyrrolopyrrole dyes and perylene-3,4:9,10-tetracarboxylic bisimides with alkyl substituents are investigated and compared with noncovalent interactions.The latter are estimated by crystal structure analysis, heats and entropies of fusion and solubilities in organic solvents.Applications of the dyes are discussed.