21902-34-1

Usage

Uses

Used in Agriculture:
2-chloro-4,6-di-p-tolyl-1,3,5-triazine is used as a herbicide for controlling the growth of broadleaf weeds and grasses in agricultural fields. Its selective action allows farmers to manage their crops effectively without causing significant damage to the desired plant species.
However, it is important to handle this chemical with care due to its potential toxicity to aquatic organisms and possible health hazards for humans if not used properly. Proper application and safety measures should be followed to minimize the environmental and health risks associated with the use of 2-chloro-4,6-di-p-tolyl-1,3,5-triazine.

InChI:InChI=1/C17H14ClN3/c1-11-3-7-13(8-4-11)15-19-16(21-17(18)20-15)14-9-5-12(2)6-10-14/h3-10H,1-2H3

Upstream product

• 108-77-0 1,3,5-trichloro-2,4,6-triazine 
• 106-38-7 para-bromotoluene 
• 78-92-2 iso-butanol 
• 506-77-4 cyanogen chloride 
• 4294-57-9 para-methylphenylmagnesium bromide 

Downstream Products

• 1304616-35-0 2,8-bis(4,6-di-p-tolyl-1,3,5-triazin-2-yl)-4,6,6,10,12,12-hexamethyl-6,12-dihydroindeno[1,2-b]fluorene 
• 38375-15-4 2-(2,4-dihydroxyphenyl)-4,6-bis(4-methylphenyl)-1,3,5-triazine 
• 1415109-30-6 C₂₅H₃₂ClN₃O₆P₂ 
• 1415109-29-3 2,4-bis(4-(bromomethyl)phenyl)-6-chloro-1,3,5-triazine 

Relevant academic research and scientific papers

Synthesis, Spectra, and Theoretical Investigations of 1,3,5-Triazines Compounds as Ultraviolet Rays Absorber Based on Time-Dependent Density Functional Calculations and three-Dimensional Quantitative Structure-Property Relationship

A series of 1,3,5-triazines were synthesized and their UV absorption properties were tested. The computational chemistry methods were used to construct quantitative structure-property relationship (QSPR), which was used to computer aided design of new 1,3,5-triazines ultraviolet rays absorber compounds. The experimental UV absorption data are in good agreement with those predicted data using the Time-dependent density functional theory (TD-DFT) [B3LYP/6–311 + G(d,p)]. A suitable forecasting model (R > 0.8, P 0.0001) was revealed. Predictive three-dimensional quantitative structure-property relationship (3D-QSPR) model was established using multifit molecular alignment rule of Sybyl program, which conclusion is consistent with the TD-DFT calculation. The exceptional photostability mechanism of such ultraviolet rays absorber compounds was studied and confirmed as principally banked upon their ability to undergo excited-state deactivation via an ultrafast excited-state proton transfer (ESIPT). The intramolecular hydrogen bond (IMHB) of 1,3,5-triazines compounds is the basis for the excited state proton transfer, which was explored by IR spectroscopy, UV spectra, structural and energetic aspects of different conformers and frontier molecular orbitals analysis.

ORGANIC COMPOUNDS FOR ELECTROLUMINESCENT DEVICES

The invention relates to compounds of the formula (1), to a method for producing compounds of the formula (1), to the use of the compounds in electronic devices and to electronic devices containing compounds according to formula (1), preferably as electron transport materials, as matrix materials, as electron blocking materials or as emitting materials.

Process for making triazine UV absorbers using lewis acids and reaction promoters

It has been now surprisingly discovered after extensive research that 2-halo-4,6-bisaryl-1,3,5-triazine can be prepared with unprecedented selectivity, efficiency, mild conditions, and in high yield by the reaction of cyanuric halide with aromatics in the presence of at least one Lewis acid and at least one reaction promoter. This reaction is also unprecedently general as a variety of aromatics can be used to produce a wide selection of 2-halo-4,6-bisaryl-1,3,5-triazines. The novel approach includes the use of the reaction promoters in combination with at least one Lewis acid under certain reaction conditions to promote the formation of 2-halo-4,6-bisaryl-1,3,5-triazine compounds from cyanuric halide. Preferably, the Lewis acids and reaction promoters are combined to form a complex. 2-Halo-4,6-bisaryl-1,3,5-triazines are key intermediates for making 2-(2-oxyaryl)-4,6-bisaryl-1,3,5-triazine class of UV absorbers.

Process for the preparation of mono- and diaryltriazines

A process for the selective preparation of 2,4-dichloro-6-aryl- or 2-chloro-4,6-diaryl-1,3,5-triazines is described, which comprises reacting a compound of formula II STR1 wherein X is a bromine or chlorine atom, and R1 and R2 are independently hydrogen or alkyl, in tetrahydrofuran with magnesium metal to form the corresponding Grignard reagent, and reacting the resultant solution with cyanuric chloride of formula III STR2 such that, if Z is --Cl, at least 1.05 mol and, if Z is a radical of formula Ib, at least 2.1 mol, of Grignard reagent is used per 1 mol of cyanuric chloride. The compounds of formula I can be used with advantage for the preparation of 2-(o-hydroxyphenyl)-4,6-diaryl-s-triazines, which are known light stabilizers for organic material.