Ethylhexyl triazone
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Ethylhexyl triazone
structure -
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CAS No:
88122-99-0
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Formula:
C48H66N6O6
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Chemical Name:
Ethylhexyl triazone
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Synonyms:
Benzoic acid,4,4′,4′′-(1,3,5-triazine-2,4,6-triyltriimino)tris-,1,1′,1′′-tris(2-ethylhexyl) ester;Benzoic acid,4,4′,4′′-(1,3,5-triazine-2,4,6-triyltriimino)tris-,tris(2-ethylhexyl) ester;Uvinul T 150;Octyl triazone;2,4,6-Trianilino(p-carbo-2-ethylhexyloxy)-1,3,5-triazine;2,4,6-Trianilino(p-carbo-2-ethylhexyl-1-oxy)-1,3,5-triazine;Ethylhexyl triazone;2,4,6-Tris[4-(2-ethylhexyloxycarbonyl)anilino]-1,3,5-triazine;UVT 150;Uvasorb ET;116244-12-3;872525-08-1
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CAS No:
Description
Ethylhexyl triazone is an approved ultraviolet-B (UV-B) chemical filter for commercial sunscreens.
Safety Information
NONH for all modes of transport
1
R53
S61
P273, P501
H413
H413 (100%): May cause long lasting harmful effects to aquatic life [Hazardous to the aquatic environment, long-term hazard]|P273, and P501|Aggregated GHS information provided by 108 companies from 4 notifications to the ECHA C&L Inventory.|Aggregated GHS information provided by 188 companies from 3 notifications to the ECHA C&L Inventory.|H413: May cause long lasting harmful effects to aquatic life [Hazardous to the aquatic environment, long-term hazard]
Ethylhexyl triazone Use and Manufacturing
To the reactor was added 2000 mL of toluene, Sodium methoxide 103.6g and 1210mL isooctanol, heated and dissolved to dissolve, And heated to 110 ~ 115 ° C, containing 1036g slowly added dropwiseMethyl triazone 1500mL toluene solution was added dropwise, Insulation reaction 8-10h, the reaction was continuously distilled to remove the methanol produced, The reaction is completed, the solvent was distilled off, After the solvent is evaporated to dryness, 2500 mL of absolute ethanol is added, Crystallization of octyl triazone (UVT-150) product, filtration, Washed with anhydrous ethanol and water to obtain a UV absorber (UVT-150)Product 1549g, the resulting UVT-150The results of liquid chromatography analysis of the product as shown in the following table:The amount of each raw material and the process conditions in are the best technical solutions of the present invention. The yield of the obtained UVT-150 product is 96percent. According to the liquid chromatographic analysis, Purity of 99.74percent, fully meet the requirements of the cosmetics industry, Suitable for use in oil-soluble sunscreen products.To a 5000ML four-necked flask, 470.64 g (0.97 mol) of a white solid H3TATAB, Isooctanol 504.40 g (3.88 mol), Toluene 600ml, p-toluenesulfonic acid 30g, Stirring heated to reflux and water separation, Reaction temperature 105-115°C , Until H3TATAB is completely converted Then cooled to 90 insulation, caustic washing, washing, The organic phase was recovered by vacuum distillation xylene and isooctanol, Get UVT-150 crude.The insolubles were cooled to 85°C., 600 g of methanol was added, Heated and stirred until completely dissolved, and then cooled;Cyclohexane 3500ml added 5000ML glass reactor, Stir frozen to -10 , and keep the frozen water cycle, Then dropping the above solution; rapid precipitation of crystals;Dropping is completed, suction filtration, drying, 748.46 g (0.91 mol) of white crystal UVT-150 product was obtained.HPLC: 99.18percentStructure by 1H-NMR, MS was confirmed as the target product. Yield 93.74percentThe total yield of the two-step reaction: 90.93percent.200 mL of toluene was added to the flask, the water was refluxed for 1.0 hour, Cooled to about 80 , Into the intermediate III79.30g (0.20mol);The intermediate II 104.58g (0.42mol), 200mL toluene was placed in a beaker and stirred until fully soluble constant pressure dropping funnel; when the temperature reached 80 , A solution of isooctyl p-aminobenzoate in toluene, the reaction 7-8h. Add water and separate the organic phase.The organic phase was distilled under atmospheric pressure to obtain crude toluene, suction filtered;The crude product was added 950g ethanol heated to full solubility, Then add 10g of activated carbon and 10g clay reflux bleaching 1h, The octyl triazone was filtered off with suction, white solid with HPLC purity of 99.45percent and yield of 88.1percent.
ethylhexyl triazone is the InCI name for octyltriazone. It is a uV filter and absorber. Clinical studies show high photostability and very high uVB-absorption capacity, particularly when compared to other popular uV filters. Studies also indicate that even low concentrations of ethylhexyltriazone in a sun care preparation can contribute significantly to the final product’s SPF. It appears to perform particularly well in synergy with zinc oxide.
Cosmetics -> Uv absorber; Uv filter
Computed Properties
Molecular Weight:823.1
XLogP3:14.5
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:12
Rotatable Bond Count:30
Exact Mass:822.50438385
Monoisotopic Mass:822.50438385
Topological Polar Surface Area:154
Heavy Atom Count:60
Complexity:1030
Undefined Atom Stereocenter Count:3
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
Drug Function and Efficacy
UV-B absorber, offers photostable protection against sunburn and skin damage
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