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
• Article Data: 86

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

Description

2,4-Dichloro-6-phenyl-1,3,5-triazine is a heterocyclic derivative characterized by its white to orange to green powder or crystalline form. It serves as a versatile intermediate in the synthesis of various materials, particularly in the field of organic electronics.

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 
• 2622-89-1 diphenylborinic acid 
• 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 
• 3764-01-0 2,4,6-trichloropyrimidine 
• 100-58-3 phenylmagnesium bromide 
• 108-80-5 isocyanuric acid 
• 24388-23-6 2-phenyl-4,4,5,5-tetramethyl-1,3,2-dioxoborole 
• 100-59-4 phenylmagnesium chloride 
• 108-86-1 bromobenzene 
• 98-07-7 Benzotrichlorid 

Downstream Products

• 474100-07-7 2-{(3S,5R)-4-[2-((R)-1-Butoxy-ethyl)-pyrimidin-4-yl]-3,5-dimethyl-piperazin-1-yl}-4-chloro-6-phenyl-[1,3,5]triazine 
• 685867-00-9 (4-chloro-6-phenyl-[1,3,5]triazin-2-yl)-(5-cyclopropyl-2H-pyrazol-3-yl)-amine 
• 176843-67-7 2,4-Bis(2,4-dihydroxy-5-hexylphenyl)-6-phenyl-s-triazine 
• 1091629-06-9 C₂₆H₄₅N₇O₂ 
• 1256170-11-2 2,4-diiodo-6-phenyl-1,3,5-triazine 
• 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.

Organic compound, and organic electroluminescent device and electronic device using same

The invention relates to an organic compound. The structure of the organic compound comprises a formula I. When the organic compound provided by the invention is used for a light-emitting layer of anorganic electroluminescent device, the device efficiency of the device can be effectively improved, and the service life of the organic electroluminescent device is prolonged.

Selective catalytic synthesis of α-alkylated ketones and β-disubstituted ketones via acceptorless dehydrogenative cross-coupling of alcohols

Herein, a phosphine-free pincer ruthenium(III) catalyzed β-alkylation of secondary alcohols with primary alcohols to α-alkylated ketones and two different secondary alcohols to β-branched ketones are reported. Notably, this transformation is environmentally benign and atom efficient with H2O and H2 gas as the only byproducts. The protocol is extended to gram-scale reaction and for functionalization of complex vitamin E and cholesterol derivatives.

Application method of Grignard reaction

The invention discloses an application method of a Grignard reaction, belonging to the technical field of organic synthesis. According to the invention, a two-way dropwise adding mode is adopted, andpreparation of a Grignard reagent and a Grignard reaction are carried out at the same time; as the Grignard reaction is carried out while the Grignard reagent is prepared, the concentration of the Grignard reagent in a reaction system is reduced, and coupling side reactions are reduced; the use amount of a solvent in the reaction system is reduced, the accumulation rate of raw materials is increased, yield is increased and cost is reduced; and meanwhile, in the reaction system, the activity of the Grignard reagent in the system is reduced due to the reduction of the concentration of the Grignard reagent, so an explosion risk caused by over-high concentration of the Grignard reagent during storage and reaction of the Grignard reagent is avoided.