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Ethyl (2,4,6-trimethylbenzoyl) phenylphosphinate

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CAS:84434-11-7
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Ethyl (2,4,6-trimethylbenzoyl) phenylphosphinate Basic information
Uses
Product Name:Ethyl (2,4,6-trimethylbenzoyl) phenylphosphinate
Synonyms:4-BENZORESORCINOL;4-BENZOYLRESORCINOL;JRcure TPO-L;PI-TPO-L;photo sensitizer TPO-L;Phenyl(2,4,6-trimethylbenzoyl)phosphinic acid ethyl ester;SYNSORB;ethyl phenyl(2,4,6-trimethylbenzoyl)phosphinate
CAS:84434-11-7
MF:C18H21O3P
MW:316.33
EINECS:282-810-6
Product Categories:TPO-L
Mol File:84434-11-7.mol
Ethyl (2,4,6-trimethylbenzoyl) phenylphosphinate Structure
Ethyl (2,4,6-trimethylbenzoyl) phenylphosphinate Chemical Properties
Melting point 144.5-147 °C(lit.)
Boiling point 456.0±55.0 °C(Predicted)
density 1.14
vapor pressure 0Pa at 20℃
refractive index 1.5610
Fp 184°
storage temp. under inert gas (nitrogen or Argon) at 2-8°C
solubility 71.8g/L in organic solvents at 20 ℃
form Oil to Thick Oil
color Colourless to Yellow
Water Solubility 35mg/L at 25℃
Cosmetics Ingredients FunctionsUV ABSORBER
InChIInChI=1S/C18H21O3P/c1-5-21-22(20,16-9-7-6-8-10-16)18(19)17-14(3)11-13(2)12-15(17)4/h6-12H,5H2,1-4H3
InChIKeyZMDDERVSCYEKPQ-UHFFFAOYSA-N
SMILESP(C1=CC=CC=C1)(C(=O)C1=C(C)C=C(C)C=C1C)(OCC)=O
LogP2.91 at 25℃
CAS DataBase Reference84434-11-7(CAS DataBase Reference)
Safety Information
Hazard Codes Xi
Risk Statements 36
Safety Statements 26
WGK Germany 2
RTECS DJ0700000
Storage Class10 - Combustible liquids
Hazard ClassificationsAquatic Chronic 2
Skin Sens. 1B
MSDS Information
ProviderLanguage
ACROS English
SigmaAldrich English
ALFA English
Ethyl (2,4,6-trimethylbenzoyl) phenylphosphinate Usage And Synthesis
UsesEthyl (2,4,6-trimethylbenzoyl) phenylphosphinate(Photoinitiator TPO-L) is a liquid photoinitiator for low yellowing, low odor formulations, commonly used in screen printing inks, lithographic printing inks, flexo printing inks, photoresists, varnishes, printing Plates and other fields.
Chemical Properties2,4,6-Trimethylbenzoylphenylphosphonic acid ethyl ester is yellow oily to thick oily liquid at room temperature and pressure, slightly soluble in water but easily soluble in organic solvents such as dimethyl sulfoxide, its structure has a large conjugate system, its absorption wavelengths of 299 and 366 nm, can be used to stimulate the ultraviolet polymerization reaction, in the process of UV polymerization curing process, it is able to trigger the polymerization of resin reaction.
UsesP-Phenyl-P-(2,4,6-trimethylbenzoyl)-Phosphinic acid Ethyl Ester is a photoinitiator for UV curable coatings.
DefinitionChEBI: Ethyl (mesitylcarbonyl)phenylphosphinate is a member of benzoic acids.
Flammability and ExplosibilityNon flammable
Synthesis0.1 mol phenylphosphinic acid and 100 mL chlorobenzene were added to the reaction vessel. 0.11 mol 2,4,6-trimethylbenzaldehyde was added dropwise under controlled temperature, followed by 2 hours of incubation at 100-120°C. After cooling, pH was adjusted to 4-6 with hydrochloric acid, then 0.13 g vanadium acetylacetonate was added as a catalyst. 0.15 mol of 35% hydrogen peroxide was added dropwise at a rate of 5-10 drops per minute, with the mixture insulated at 5-10°C. The reaction was monitored by TLC until completion.
The reaction mixture was diluted with 100 mL water, neutralized with saturated sodium bicarbonate, and the organic layer was separated and washed twice with water. Excess oxidant was reduced with aqueous sodium sulfite, and the organic layer was separated and washed again. The mixture was dehydrated with anhydrous sodium sulfate, filtered to remove the desiccant.
To the dehydrated organic layer, 0.11 mol sodium hydroxide was added, followed by dropwise addition of 0.55 mol diethyl sulfate at 60-80°C. After the reaction was complete, the mixture was adjusted to pH 8-10 with sodium hydroxide, washed with water, and the organic layer was separated. The organic layer was dried over anhydrous sodium sulfate, filtered, and the solvent was evaporated under reduced pressure to yield Ethyl phenyl(2,4,6-trimethylbenzoyl)phosphinate.
Ethyl (2,4,6-trimethylbenzoyl) phenylphosphinate Preparation Products And Raw materials
Raw materialsDiethyl sulfate-->Phenylphosphinic acid
Tag:Ethyl (2,4,6-trimethylbenzoyl) phenylphosphinate(84434-11-7) Related Product Information
ETHYLENE OXIDE NITRIC OXIDE Boron oxide Amino tris(methylene phosphonic acid) Iron oxide Ethyl acetate 2-Methyl-4'-(methylthio)-2-morpholinopropiophenone Ethyl propionate Ethyl vanillin Magnesium oxide Ethylbenzene Ethyl acrylate Ethyl formate Zinc oxide Diphenyl(2,4,6-trimethylbenzoyl)phosphine oxide Triethyl phosphonoacetate Rutile Ethanol

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