1700-02-3

Basic information

• Product Name: 2,4-Dichloro-6-phenyl-1,3,5-triazine
• Synonyms: 4,6-DICHLORO-2-PHENYL TRIAZINE;1,3,5-TRIAZINE-2,4-DICHLORO, 6-PHENYL-;2,4-DICHLORO-6-PHENYL-1,3,5-TRIAZINE;2-[(4-AMINO-3-CHLORO)BENZOYL]BENZOIC ACID;LABOTEST-BB LT00044422;2,4-Dichloro-Phenyl-1,3,5-Triazine;2-Phenyl-4,6-dichlorotriazine;4,6-Dichloro-2-phenyl-1,3,5-triazine
• CAS NO: 1700-02-3
• Molecular Formula: C₉H₅Cl₂N₃
• Molecular Weight: 226.06
• EINECS: 216-928-6
• Product Categories: 1,3,5-triazine;OLED
• Mol File: 1700-02-3.mol

Chemical Properties

• Melting Point: gt. 119.0 to 123.0 °C
• Boiling Point: 136°C/1mmHg(lit.)
• Flash Point: 244.9 °C
• Appearance: White powder
• Density: 1.428 g/cm³
• Vapor Pressure: 4.06E-07mmHg at 25°C
• Refractive Index: 1.61
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• PKA: -1.67±0.10(Predicted)
• CAS DataBase Reference: 2,4-Dichloro-6-phenyl-1,3,5-triazine(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4-Dichloro-6-phenyl-1,3,5-triazine(1700-02-3)
• EPA Substance Registry System: 2,4-Dichloro-6-phenyl-1,3,5-triazine(1700-02-3)

Safety Data

• Hazardous Substances Data: 1700-02-3(Hazardous Substances Data)

Usage

Uses

Used in Organic Light-Emitting Diode (OLED) Industry:
2,4-Dichloro-6-phenyl-1,3,5-triazine is used as a building block for the synthesis of bipolar host materials such as 2,4,6-tris(4-(N,N-diphenylamino)phenyl)-1,3,5-triazine (TDPA–TRZ). This application is crucial for the development of phosphorescent organic light-emitting diodes (PhOLED), which are known for their high efficiency, low power consumption, and potential for use in various display and lighting applications. The intermediate's chemical properties make it a valuable component in the creation of advanced OLED materials.

Synthesis

2,4-Dichloro-6-phenyl-1,3,5-triazine was prepared by reaction of 36.2 g (0.21 mol) of 2,4-dihydroxy-6-phenyl-1 ,3,5-triazine with 180 g (1.51 mol) of thionyl chloride and 17.3 g of N,N-dimethylformamide (DMF) at 60°C for 3 h. The excess thionyl chloride was distilled,and the residue was poured into water to give a product.The white product was filtered off, dried, and recrys-tallized from benzene to give a yield of 22.0 g (47.4%).

InChI:InChI=1/C9H5Cl2N3/c10-8-12-7(13-9(11)14-8)6-4-2-1-3-5-6/h1-5H

Upstream product

• 108-77-0 1,3,5-trichloro-2,4,6-triazine 
• 25816-30-2 N-Cyanochloroformamidine 
• 611-74-5 N,N-dimethylbenzamide 
• 3764-01-0 2,4,6-trichloropyrimidine 
• 98-80-6 phenylboronic acid 
• 100-47-0 benzonitrile 
• 506-77-4 cyanogen chloride 
• 93-58-3 benzoic acid methyl ester 
• 71-43-2 benzene 
• 100-58-3 phenylmagnesium bromide 
• 108-80-5 isocyanuric acid 
• 2622-89-1 diphenylborinic acid 
• 24388-23-6 2-phenyl-4,4,5,5-tetramethyl-1,3,2-dioxoborole 
• 100-59-4 phenylmagnesium chloride 

Downstream Products

• 1091629-06-9 C₂₆H₄₅N₇O₂ 
• 1258424-37-1 C₁₂H₉ClN₆ 
• 1065663-44-6 9,9'-(6-phenyl-1,3,5-triazine-2,4-diyl)bis(9H-carbazole) 
• 3842-55-5 2-chloro-4,6-diphenyl-1,3,5-triazine 

Relevant articles and documents

Synthesis, photophysical and electrochemical properties of novel carbazole-triazine based high triplet energy, solution-processable materials

A series of molecules; tBuCz1SiTrz, tBuCz2SiTrz and tBuCz3SiTrz, which contain carbazole unit as hole-transporting group (donor-D) and triazine unit as electron transporting group (acceptor-A) were synthesized and characterized as high-triplet energy (>2.9 eV), solution-processable bipolar emitting materials. The conjugation between the D-A groups was interrupted by using bulky tetraphenylsilane groups as spacer aiming to obtain large bandgap and high-triplet energy. The photophysical behaviors of the molecules were investigated by UV-Vis absorption, photoluminescence, phosphorescence, photoluminescence quantum yield and lifetime measurements. Solvent polarity effects were investigated on the intramolecular charge transfer (ICT) behaviour and large solvatochromic effect was observed with the increasing solvent polarity. Electrochemical properties were determined by cyclic voltammetry. All molecules showed oxidation bands arise from the carbazole groups. Reduction bands were originated from the triazine groups and the intramolecular charge transfer between D-A groups. Photophysical, electrochemical and computational characterizations addressed that tBuCz2SiTrz has the weakest ICT character, highest photoluminescence quantum yield (PLQY) and charge balance.

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