Watson's PDHP CAS 34562-31-7 The Secret to Light Yellow Liquid Appearance

IdentificationPhysical DataSpectraRoute of Synthesis (ROS)Safety and HazardsOther Data

Identification

Product Name1--1,2-octanedione 2-(O-benzoyloxime)IUPAC Nameamino] benzoateMolecular StructureCAS Registry Number 253585-83-0MDL NumberMFCD12911795Synonyms253585-83-01,2-Octanedione, 1-(4-(phenylthio)phenyl)-, 2-(O-benzoyloxime)1,2-Octanedione, 1--, 2-(O-benzoyloxime)amino] benzoate1--1,2-octanedione 2-(O-benzoyloxime)amino] benzoateDTXSID1074969SB66345NS00077818(Z)-{1-OXO-1-OCTAN-2-YLIDENE}AMINO BENZOATEMolecular FormulaC27H27NO3S Molecular Weight445.6InChIInChI=1S/C27H27NO3S/c1-2-3-4-11-16-25(28-31-27(30)22-12-7-5-8-13-22)26(29)21-17-19-24(20-18-21)32-23-14-9-6-10-15-23/h5-10,12-15,17-20H,2-4,11,16H2,1H3InChI KeyLOCXTTRLSIDGPS-UHFFFAOYSA-NIsomeric SMILESCCCCCCC(=NOC(=O)C1=CC=CC=C1)C(=O)C2=CC=C(C=C2)SC3=CC=CC=C3

Patent InformationPatent IDTitlePublication DateTW2023/34322Infrared absorbing composition, film, optical filter, solid-state imaging element, image display device, infrared sensor, and camera module2023CN115260066Method for preparing oxime ester compound from supercritical carbon dioxide2022TW2022/48363Composition, film, optical filter, solid-state imaging element, image display device, infrared sensor, camera module, compound, and infrared absorbing agent2022TW2021/4456Photosensitive resin composition, cured film, color filter, solid-state imaging element and image display device2021US2020/392343COMPOSITION, CURED PRODUCT, COLOR FILTER, METHOD FOR PRODUCING COLOR FILTER, SOLID-STATE IMAGING ELEMENT, IMAGE DISPLAY DEVICE, AND COMPOUND2020

Physical Data

AppearanceOff-white or light yellow powder

Melting Point, °C 42

Spectra

Description (NMR Spectroscopy)Nucleus (NMR Spectroscopy)Solvents (NMR Spectroscopy)Chemical shifts1Hchloroform-d1

Description (UV/VIS Spectroscopy)Solvent (UV/VIS Spectroscopy)Absorption Maxima (UV/VIS), nmExt./Abs. Coefficient, l·mol-1cm-1Absorption maximaH2O, NaOHmethanol32629500326Absorption spectrum

Route of Synthesis (ROS)

Route of Synthesis (ROS) of 1--1,2-octanedione 2-(O-benzoyloxime) CAS# 253585-83-0

ConditionsYieldWith triethylamine In chloroform at 0℃; for 2h; Reagent/catalyst; Solvent;Experimental Procedure2.c c. Preparation of 1-diphenyl sulfide-1-cyclopentylacetone oxime benzyl esterA four-necked flask equipped with a motor-driven stirrer and a thermometer was charged with 102.4 g of diphenyl sulfide cyclopentylacetone oxime (0.30 mol)1200 ml of chloroform,39.5 g of triethylamine (0.39 mol),Stir well,After cooling to 0 ° C, a mixed solution of 50.6 g of benzoyl chloride (0.36 mol) and 50 g of chloroform was added dropwise.After completion of the addition, stirring was continued for 2 hours,1500 ml of cold water was added dropwise,Layered,Once with 500 ml of saturated sodium bicarbonate solution,500 ml of water,1000 ml of 0.5 N hydrochloric acid,500ml washing,Dried over 300 g of anhydrous magnesium sulfate,Filtration,The filtrate was evaporated to remove the solvent,A viscous liquid was obtained.To this was added an appropriate amount of ethanol,To precipitate white solid 1-diphenyl sulfide 1-cyclopentyl acetone oxime benzyl ester, filtration, drying product 104.2g, yield 78%, purity greater than 98%.78%With triethylamine at 20℃;Experimental ProcedureAdd the triethylamine of 121g,Control the reaction temperature within 10°C, Start stirring, continue to add the benzoyl chloride of 155g; After joining, Warming up to room temperature and continuing the reaction to the end; At room temperature, the reaction solution after the reaction was washed three times with 300 g of ice water;Atmospheric pressure reclaims dichloromethane to dry afterwards;Then add 1080g isopropanol for recrystallization,Filter, dry, finally obtain the OXE01 product of 346g,Has the structure shown in formula 1-1;Yield 78%,The purity is above 99%.78%

Safety and Hazards

Pictogram(s)SignalWarningGHS Hazard StatementsH317 (100%): May cause an allergic skin reaction Precautionary Statement CodesP261, P272, P280, P302+P352, P321, P333+P317, P362+P364, and P501(The corresponding statement to each P-code can be found at the GHS Classification page.)

Other Data

TransportationHS CodeStorageSealed and protected from light, store at 25°CShelf Life1 yearMarket Price

DruglikenessLipinski rules componentMolecular Weight445.582logP8.662HBA2HBD0Matching Lipinski Rules3Veber rules componentPolar Surface Area (PSA)81.03Rotatable Bond (RotB)12Matching Veber Rules1

Use Pattern1--1,2-octanedione 2-(O-benzoyloxime) CAS 253585-83-0 is a highly efficient photoinitiator, especially suitable for applications requiring high photosensitivity and low yellowing. It has an absorption band in the range of 300-400nm, the peak wavelength is 325nm, the absorption edge reaches 400nm, and it is sensitive to light at or below the i-line (365nm). Highly soluble in solvents such as propylene glycol monomethyl ether acetate (PGMEA) and cyclohexanone, which are commonly used in color filter photoresists.1--1,2-octanedione 2-(O-benzoyloxime) has excellent curing properties in highly pigmented photoresist formulations and is commonly used in color filter photoresists and black matrix photoresists. In resist (BM glue): In addition, it can be used in photosensitive polyimide formulations, LCD isolation materials, microlens materials, outer coatings, dielectric layers and insulating layers.
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