1237-53-2Relevant 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
Wang, Xueding,Xu, Yilian,Yang, Lu,Lu, Xiang,Zou, Hao,Yang, Weiqing,Zhang, Yuanyuan,Li, Zicheng,Ma, Menglin
, p. 707 - 723 (2018)
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.
A PROCESS FOR THE PREPARATION OF UV ABSORBERS
-
Page/Page column 72; 74, (2020/07/25)
The presently claimed invention relates to a novel, highly efficient and general process for the preparation of UV absorbers.
Novel triazine compound, composition and preparation method thereof
-
Paragraph 0066; 0067; 0068, (2019/04/29)
The invention relates to a novel triazine compound, a preparation method thereof and a composition containing the compound. The triazine compound can be applied to various organic materials such as polyhydric alcohols, plastics, an adhesive, a coating, a
NOVEL TRIAZINE COMPOUND, COMPOSITION THEREOF AND PREPARATION METHOD THEREOF
-
Paragraph 0066-0068, (2019/08/30)
The present invention relates to novel triazine compounds, a process for their production and compositions comprising the compounds. Triazine compounds can be applied to a variety of organic materials to prevent UV damage, such as polyols, plastics, adhes
Method for preparing 2-(2,4-dihydroxyphenyl)-4,6-bisaryl-1,3,5-triazine
-
Paragraph 0058-0063, (2019/11/21)
The invention provides a method for preparing 2-(2,4-dihydroxyphenyl)-4,6-bisaryl-1,3,5-triazine. In the existence of a tetrafluoroborate ionic liquid and HCl gas, cyanuric chloride and an aromatic hydrocarbon react to form a compound of a formula I; the compound of the formula I is reacted with resorcinol to form a compound of a formula II. The method avoids the use of aluminum trichloride, and achieves clean production and green chemical industry. A catalyst adopted in the method can be recycled and used for multiple times, thus effectively saving the cost.
Method of recycling catalyst used in Friedel-Crafts process for producing aryl-s-triazine ultraviolet absorber
-
Paragraph 0032; 0033, (2018/04/03)
The invention discloses a method of recycling a catalyst used in Friedel-Crafts process for producing an aryl-s-triazine ultraviolet absorber. The method includes the following steps: 1) with chlorobenzene as a solvent, performing a Friedel-Crafts reaction to cyanuric chloride and aromatic hydrocarbon under a catalyst, AlCl3, to prepare a reaction solution which contains an intermediate of the aryl-s-triazine ultraviolet absorber; 2) adding a tetrachloroaluminate ionic liquid, as an extract agent, to the reaction solution so as to separate the intermediate of the aryl-s-triazine ultraviolet absorber from the AlCl3 or tetrachloroaluminate ions, and recycling the extracted and separated AlCl3 or tetrachloroaluminate ions as the catalyst or the extract agent for producing the aryl-s-triazineultraviolet absorber via the Friedel-Crafts process. In the method, the tetrachloroaluminate ionic liquid is used as the extract agent to separate the intermediate from the catalyst phase AlCl3, so that the catalyst, AlCl3, used in the Friedel-Crafts process can be recycled. The method eliminates waste water containing the AlCl3 without reduction on product yield, thus significantly improving clean production performance.
Process for making triazine UV absorbers using lewis acids and reaction promoters
-
, (2008/06/13)
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
-
, (2008/06/13)
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.
Process for the preparation of 2-(2',4'-dihydroxyphenyl)-4,6-diaryl-s-triazines
-
, (2008/06/13)
There is disclosed a process for the preparation of 2-(2',4'-dihydroxyphenyl)-4,6-diaryl-s-triazines of formula (1) as indicated in claim 1, which process comprises reacting, in a first step, a compound of formula (4) as indicated in claim 1, with the aid of a Lewis acid, in the presence of xylene or toluene, with a substituted benzene of formula (5) as indicated in claim 1, and, in a second step, reacting the resultant compound of formula (2) as indicated in claim 1, in the presence of toluene or xylene, with chlorine or sulfuryl chloride, to give the compound of formula (3) as indicated in claim 1, and, in a third step, reacting the resultant compound with 1,3-dihydroxybenzene, with the aid of a Lewis acid, to give the compound of formula (1), in the presence of toluene, xylene or a mixture of xylene isomers.
