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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.

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  • 1700-02-3 Structure
  • Basic information

    1. Product Name: 2,4-Dichloro-6-phenyl-1,3,5-triazine
    2. 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
    3. CAS NO:1700-02-3
    4. Molecular Formula: C9H5Cl2N3
    5. Molecular Weight: 226.06
    6. EINECS: 216-928-6
    7. Product Categories: 1,3,5-triazine;OLED
    8. Mol File: 1700-02-3.mol
  • Chemical Properties

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

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 1700-02-3(Hazardous Substances Data)

1700-02-3 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%).

Check Digit Verification of cas no

The CAS Registry Mumber 1700-02-3 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,7,0 and 0 respectively; the second part has 2 digits, 0 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 1700-02:
(6*1)+(5*7)+(4*0)+(3*0)+(2*0)+(1*2)=43
43 % 10 = 3
So 1700-02-3 is a valid CAS Registry Number.
InChI:InChI=1/C9H5Cl2N3/c10-8-12-7(13-9(11)14-8)6-4-2-1-3-5-6/h1-5H

1700-02-3SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name 2,4-Dichloro-6-phenyl-1,3,5-triazine

1.2 Other means of identification

Product number -
Other names 2,4-dichloro-6-phenyltriazine

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:1700-02-3 SDS

1700-02-3Relevant articles and documents

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

Oner, Saliha,Aydemir, Murat,Yesil, Fatih,Sahin, Cigdem,Varlikli, Canan

, p. 92 - 99 (2018)

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.

Synthesis, Structure, Photoluminescence, and Electroluminescence of Four Europium Complexes: Fabrication of Pure Red Organic Light-Emitting Diodes from Europium Complexes

Karimi Behzad, Sara,Amini, Mostafa M.,Ghanbari, Mohammad,Janghouri, Mohammad,Anzenbacher, Pavel,Ng, Seik Weng

, p. 3644 - 3654 (2017)

Four new europium complexes were prepared by treating europium(III) trifluoro(thenoyl)acetonate trihydrate with new tridentate ligands, based on dipyrazolyltriazine and utilized as emitting materials in electroluminescent devices. The complexes were characterized by elemental analysis, FTIR spectroscopy, UV/Vis spectrophotometry, and 1H NMR spectroscopy. The coordinated ligands serve as light-harvesting chromophores in the complexes, with absorption maxima in the range 334–402 nm [ε = (8.9–81.4) × 103 m–1 cm–1]. The ligands efficiently sensitize europium luminescence, with maximum quantum-yield (QLEu) and observed lifetime (τobs) values of 34 % and 600 μs in the solid state and 35 % and 528 μs in toluene, respectively. The radiative lifetimes of Eu (5D0) are in the range 1170–1281 μs and the ligand-to-metal energy-transfer efficiency (ηsens) is in the range 71–92 % for those complexes in the solid state and in the range 68–97 % for those in solution. Additionally, organic light-emitting diodes (OLEDs), which exhibited pure red emission, were fabricated with europium(III) complexes. It is shown that by modifying the [Eu(tta)3·3H2O] molecule with ancillary ligands, one can tune and control its electroluminescence spectra, along with its electrical properties, such as the current/voltage characteristics of OLED devices based on [Eu(tta)3(L)]. The best OLED presented a maximum luminance of 3156 cd/m2 and a maximum efficiency of 0.7 cd/A at an applied voltage of 8 V.

Polymerizable UV absorbers for the UV stabilization of polyesters. I. Design, synthesis and polymerization of a library of UV absorbing monomers

Cormack, Peter A.G.,Erdemli, Omer C.,Sankey, Stephen W.

, (2021/10/14)

UV stabilizers, such as Tinuvin 1577, are organic additives that are used in the polymer industry to suppress polymer photodegradation, however leaching of the stabilizers from polymers is a significant practical issue which limits the effectiveness of the stabilizers and restricts polymer lifetimes. Novel, polymerizable UV stabilizers were synthesised and copolymerized with bis(2-hydroxyethyl) isophthalate to yield poly(ethylene isophthalate) copolymers where the UV stabilizers are bound covalently into the polymer chains. This strategy prevents leaching of stabilizers from polymers over time, and is expected to lead to enhanced UV protection of polymers compared to the admixing of polymers with UV stabilizers of low molar mass.

Crystal Structure and Subsequent Ligand Design of a Nonriboside Partial Agonist Bound to the Adenosine A2AReceptor

Amelia, Tasia,Van Veldhoven, Jacobus P. D.,Falsini, Matteo,Liu, Rongfang,Heitman, Laura H.,Van Westen, Gerard J. P.,Segala, Elena,Verdon, Grégory,Cheng, Robert K. Y.,Cooke, Robert M.,Van Der Es, Daan,Ijzerman, Adriaan P.

, p. 3827 - 3842 (2021/05/04)

In this study, we determined the crystal structure of an engineered human adenosine A2A receptor bound to a partial agonist and compared it to structures cocrystallized with either a full agonist or an antagonist/inverse agonist. The interaction between the partial agonist, belonging to a class of dicyanopyridines, and amino acids in the ligand binding pocket inspired us to develop a small library of derivatives and assess their affinity in radioligand binding studies and potency and intrinsic activity in a functional, label-free, intact cell assay. It appeared that some of the derivatives retained the partial agonist profile, whereas other ligands turned into inverse agonists. We rationalized this remarkable behavior with additional computational docking studies.

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

-

Paragraph 0164-0169, (2021/02/20)

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.

Synthesis method of 2, 4-dihalogen-6-aryl substituted triazine derivative

-

Paragraph 0037; 0041; 0045-0049, (2021/02/10)

The invention belongs to the technical field of compound synthesis, and particularly discloses a synthesis method of a 2, 4-dihalogen-6-aryl substituted triazine derivative. The synthesis method comprises the following steps: generating an intermediate triazine diketone compound from an aryl formate compound and biuret under the action of alkali, and reacting under the action of a halogenating reagent to obtain the 2, 4-dihalogen-6-aryl substituted triazine derivative. The method has the characteristics of cheap and accessible raw materials, can greatly lower the production cost, has the advantages of mild reaction conditions, single reaction product, fewer byproducts and no impurity removal difficulty, is simple in technological operation, can easily obtain the high-purity product, and issuitable for large-scale industrial production.

Preparation and application of novel electron acceptor material

-

Paragraph 0016; 0017, (2021/07/31)

The invention belongs to the technical field of organic electroluminescent devices, and discloses a novel electron-deficient acceptor material and an application thereof in organic electroluminescent devices. The acceptor has a structure represented by general formulas (I) and (II). In the general formulas (I) and (II), X and Y can be respectively a C atom or an N atom; R1, R2, R3, B1, B2 and B3 are respectively and independently alkyl, amino, imino, a deuterated compound, an unsubstituted or substituted five-membered aromatic ring, a six-membered aromatic ring, a fused ring, aniline, an aniline derivative, diphenylamine and a diphenylamine derivative, wherein B1, B2 and B3 can have a general formula structure described in the specifications of the invention; and R1, R2, R3, R4, R5, R6, R7, R8, R9, R10, R11, R12, R13 and R14 are respectively and independently ahydrogen atom, a deuterium atom, alkyl, a deuterated compound, an aromatic ring, a fused ring, aniline, an aniline derivative, diphenylamine and a diphenylamine derivative.

Synthesis method of dihalogenated s-triazine

-

Paragraph 0040-0043, (2021/04/14)

The invention discloses a synthesis method of dihalogenated s-triazine. The method comprises the following steps: dissolving a substituted nitrile compound and a halogenated nitrile compound in a certain solvent, adding a certain catalyst, and introducing halogenated hydrogen at a certain temperature for a certain period of time, and reacting to obtain the dihalogenated s-triazine. The invention provides a new reaction route for synthesizing the dihalogenated s-triazine, the dihalogenated s-triazine is prepared by taking the substituted nitrile compound and the halogenated nitrile compound as raw materials and adopting a one-step reaction, the reaction steps and process are saved, the process is simple and convenient, the cost is low, the product yield is high and reaches 99 percent or above, and moreover, a dangerous process of Grignard reaction is avoided in the synthesis process, the production risk is reduced, and meanwhile, the problem of environmental pollution is avoided.

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

Bhattacharyya, Dipanjan,Sarmah, Bikash Kumar,Nandi, Sekhar,Srivastava, Hemant Kumar,Das, Animesh

supporting information, p. 869 - 875 (2021/02/06)

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.

Heterocyclic com pounds and organic light-emitting diode including the same

-

Paragraph 0165-0171, (2021/07/27)

The present invention relates to a novel heterocyclic compound and an organic light emitting element including the same as a light-emitting material and, more specifically, to a heterocyclic compound having excellent light emission properties, such as a driving voltage, light emission efficiency, and service life, and an organic light emitting element including the same. Since the heterocyclic compound according to the present invention is more stable compared to conventional materials and has the excellent light emission properties for the driving voltage or current efficiency, and service life, the organic light emitting element including the same can be more stably driven in a low-voltage and light emission efficiency can be improved.

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