38369-95-8Relevant academic research and scientific papers
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.
A PROCESS FOR THE PREPARATION OF UV ABSORBERS
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Page/Page column 72-73, (2020/07/25)
The presently claimed invention relates to a novel, highly efficient and general process for the preparation of UV absorbers.
Method for preparing 2-(2,4-dihydroxyphenyl)-4,6-bisaryl-1,3,5-triazine
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Paragraph 0050-0057, (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.
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 (2018/05/05)
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.
Method of recycling catalyst used in Friedel-Crafts process for producing aryl-s-triazine ultraviolet absorber
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Paragraph 0030; 0031, (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.
Method for synthesizing 2-(2,4-dihydroxyphenyl)-4,6-diphenyl-1,3,5-sym-triazine
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Paragraph 0013; 0014; 0015, (2017/04/29)
The invention discloses a method for synthesizing 2-(2,4-dihydroxyphenyl)-4,6-diphenyl-1,3,5-sym-triazine. The method comprises the following steps: step 1: 2-chloro-4,6-diphenyl-1,3,5-sym-triazine is prepared from cyanuric chloride and benzene in an organic solvent through an alkylation reaction; step 2: 2-chloro-4,6-diphenyl-1,3,5-sym-triazine obtained through the reaction is subjected to an alkylation reaction directly with resorcinol without separation, and 2-(2,4-dihydroxyphenyl)-4,6-diphenyl-1,3,5-sym-triazine is synthesized. The method for synthesizing 2-(2,4-dihydroxyphenyl)-4,6-diphenyl-1,3,5-sym-triazine is simple to operate and low in cost, is cleaner compared with the conventional method and can reduce great consumption of power, labor and raw materials, and the reaction yield is increased by 10% compared with the conventional process.
ULTRAVIOLET LIGHT ABSORBERS
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Paragraph 0305, (2017/10/10)
The present invention relates to compounds that have ultraviolet light absorbing properties, and which can also have mesogenic properties. The present invention also relates to compositions that include one or more such compounds, and to articles of manufacture that include one or more such compounds, such as optical elements that include an optical substrate and a layer that includes at least one compound of the present invention.
Romp with oligomeric uv-absorbers
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, (2008/06/13)
The invention relates to metathesis polymers wherein an aromatic group that has UV-light absorbing properties is attached with a bridge group to the polymer. Also disclosed is a polymerisable composition comprising a catalytically effective amount of a penta- or hexavalent ruthenium or osmium carbene catalyst, the process for preparing the metathesis polymer by applying the reaction conditions of Ring Opening Metathesis Polymerisation (=ROMP) to the polymerisable composition; and various technical applications of the metathesis polymers.
Process for making triazine UV absorbers using lewis acids and reaction promoters
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, (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.
Methods for the preparation of tris-aryl-o-hydroxyphenyl-s-triazines
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, (2008/06/13)
A process for preparing 2-(2,4-dihydroxyphenyl)-4.6-diaryl-s-triazines in three steps starting with cyanuric chloride is described. Step1involves the nucleophilic (basic) displacement of one chlorine atom with a phenolic moiety. Step2involves a Friedel-Crafts reaction using a Lewis acid catalyst (preferably aluminum chloride) to replace the remaining two chlorine atoms with aryl groups such as xylyl. Finally, step3involves replacing the phenolic moiety with resorcinol using either a Lewis acid or protic acid catalyst or combinations thereof. Some additional processes only peripherally related to the three-step process outlined above are also described for the preparation of various s-triazine compounds. The s-triazines prepared are useful as UV absorbers for the stabilization of organic substrates against the adverse effects of actinic light.
