144836-60-2

Basic information

• Product Name: [1,1':4',1]-terphenyl-2',5'-dicarbaldehyde
• Synonyms: [1,1':4',1]-terphenyl-2',5'-dicarbaldehyde
• CAS NO: 144836-60-2
• Molecular Weight: 286.33
• Mol File: 144836-60-2.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 531.2±50.0 °C(Predicted)
• Density: 1.176±0.06 g/cm3(Predicted)
• CAS DataBase Reference: [1,1':4',1]-terphenyl-2',5'-dicarbaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: [1,1':4',1]-terphenyl-2',5'-dicarbaldehyde(144836-60-2)
• EPA Substance Registry System: [1,1':4',1]-terphenyl-2',5'-dicarbaldehyde(144836-60-2)

Safety Data

• Hazardous Substances Data: 144836-60-2(Hazardous Substances Data)

Usage

Description

[1,1':4',1]-terphenyl-2',5'-dicarbaldehyde is a chemical compound characterized by its aromatic aldehyde structure, featuring three phenyl rings interconnected by two benzene rings. With the molecular formula C20H14O2, this compound is known for its strong fluorescence and is a crucial building block in the synthesis of various polymers and organic materials.

Uses

Used in Organic Synthesis:
[1,1':4',1]-terphenyl-2',5'-dicarbaldehyde is utilized as a key building block in the organic synthesis of a wide range of polymers and organic materials. Its unique structure and properties make it a valuable component in the development of new materials with specific characteristics.
Used in Fluorescent Dyes and Materials:
Due to its strong fluorescence, [1,1':4',1]-terphenyl-2',5'-dicarbaldehyde is employed as a vital component in the manufacturing of fluorescent dyes and materials. Its optical properties contribute to the development of products with enhanced visibility and detection capabilities.
Used in Optoelectronics and Photonics:

Upstream product

• 63525-48-4 2,5-dibromoterephthalaldehyde 
• 98-80-6 phenylboronic acid 

Downstream Products

• 1300701-04-5 4-[4-(N,N-dimethylamino)styryl]-2,5-diphenylbenzaldehyde 
• 1300701-12-5 2-(3-cyano-(4-(4-(dimethylamino)styryl)-2,5-diphenylstyryl)-5,5-dimethylfuran-2(5H)-ylidene)malononitrile 
• 1300701-09-0 2-(3-(4-(4-(dimethylamino)styryl)-2,5-diphenylstyryl)-5,5-dimethylcyclohex-2-enylidene)malononitrile 
• 53-70-3 dibenzo[a,h]anthracene 
• 842170-19-8 all-cis-2,5-diphenyl-1,4-distyrylbenzene 
• 13962-92-0 5'-carboxymethyl-[1,1':4',1'']terphenyl-2'-carboxylic acid 
• 844-51-9 2,5-diphenyl-p-benzoquinone 

Relevant articles and documents

Green-, Red-, and Infrared-Emitting Polymorphs of Sterically Hindered Push–Pull Substituted Stilbenes

The synthesis, XRD single-crystal structure, powder XRD, and solid-state fluorescence of two new DPA-DPS-EWG derivatives (DPA=diphenylamino, DPS=2,5-diphenyl-stilbene, EWG=electron-withdrawing group, that is, carbaldehyde or dicyanovinylene, DCV) are described. Absorption and fluorescence maxima in solvents of various polarity show bathochromic shifts with respect to the parent DPA-stilbene-EWGs. The electronic coupling in dimers and potential twist elasticity of monomers were studied by density functional theory. Both polymorphs of the CHO derivative emit green fluorescence (527 and 550 nm) of moderate intensity (10 % and 5 %) in polycrystalline powder form. Moderate (5 %) red (672 nm) monomer-like emission was also observed for the first polymorph of the DCV derivative, whereas more intense (32 %) infrared (733 nm) emission of the second polymorph was ascribed to the excimer fluorescence.

Stimulated Emission-Controlled Photonic Transistor on a Single Organic Triblock Nanowire

In this work, we demonstrate a stimulated emission-controlled photonic transistor on a single organic triblock nanowire composed of alternate energy donor and acceptor. The population of acceptor excitons was engineered by energy transfer to achieve enhanced fluorescence, which was further amplified by the stimulated emission of the donor and the optical feedback in the nanowire microcavities, yielding a remarkable nonlinear amplification of the acceptor emission. On this basis, a prototype of photonic transistor with high nonlinear gain at very low pump energy was achieved. The results will provide a useful enlightenment for the rational design of novel all-optical switches with desired performances.

Sterically Crowded Trianglimines—Synthesis, Structure, Solid-State Self-Assembly, and Unexpected Chiroptical Properties

The chiral, triangular-shape hexaimine macrocycles (trianglimines), bearing bulky alkynyl or aryl substituents were synthesized and studied by means of experimental and theoretical methods. The macrocyclization reactions are driven by the extraordinary stability of the trianglimine ring and provided products with high yields. Electrostatic repulsion between imine nitrogen atoms and the substituents forced an anti conformation of the aromatic linkers. Although the DFT-optimized structure of 7 is D3 symmetrical, in the crystal, the macrocycle adopts a bowl-like molecular shape. The macrocycle self-assembles into tail-to-tail dimers by mutual interdigitation of aromatic moieties. In contrast, macrocycle 8 adopts a rigid pillararene-like conformation. The nature of the substituent significantly affects the electronic properties of the linker. As a result, unexpectedly high exciton Cotton effects are observed in the electronic circular dichroism (ECD) spectra. The origin of these effects was subject of an in-depth study.