106797-53-9

Basic information

• Product Name: 2-Hydroxy-4'-(2-hydroxyethoxy)-2-methylpropiophenone
• Synonyms: 2-hydroxy-1-(4-(2-hydroxyethoxy)phenyl)-2-methyl-1-propanon;2-hydroxy-1-(4-(2-hydroxyethoxy)phenyl)-2-methyl-1-propanone;2-hydroxy-1-[4-(2-hydroxyethoxy)phenyl]-2-methyl-1-propanon;darocur2959;2-HYDROXY-4'-(2-HYDROXYETHOXY)-2-METHYLPROPIOPHENONE;1-[4-(2-HYDROXYETHOXY)-PHENYL]-2-HYDROXY-2-METHYL-1-PROPANE-1-ONE;LABOTEST-BB LT00452333;2-Hydroxy-[4'-(2-Hydroxyethoxy)Phenyl]-2-Methyl Propanone
• CAS NO: 106797-53-9
• Molecular Formula: C₁₂H₁₆O₄
• Molecular Weight: 224.25
• EINECS: 402-670-3
• Product Categories: Acetophenone;Organic Photoinitiators;Polymerization Initiators
• Mol File: 106797-53-9.mol
• Article Data: 8

Chemical Properties

• Melting Point: 88-90 °C(lit.)
• Boiling Point: 405 °C at 760 mmHg
• Flash Point: 155.8 °C
• Appearance: /
• Density: 1.183 g/cm³
• Vapor Pressure: 0Pa at 25℃
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility: soluble in Methanol
• PKA: 12.96±0.29(Predicted)
• Water Solubility: 7.6g/L at 25℃
• CAS DataBase Reference: 2-Hydroxy-4'-(2-hydroxyethoxy)-2-methylpropiophenone(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Hydroxy-4'-(2-hydroxyethoxy)-2-methylpropiophenone(106797-53-9)
• EPA Substance Registry System: 2-Hydroxy-4'-(2-hydroxyethoxy)-2-methylpropiophenone(106797-53-9)

Safety Data

• Safety Statements: 24/25
• WGK Germany: 2
• RTECS: UC2976000
• Hazardous Substances Data: 106797-53-9(Hazardous Substances Data)

Usage

Uses

2-Hydroxy-4'-(2-hydroxyethoxy)-2-methylpropiophenone is a photoinitiator allowed by the FDA certification system; it can be used in water-based photocuring systems, with high melting point, and can also be used in UV-curable powder coatings; it is a high-efficiency non-yellowing UV photoinitiator. UV polymerization of saturated prepolymerized systems.

Upstream product

• 108-94-1 cyclohexanone 
• 6192-44-5 2-phenoxyethyl acetate 
• 159119-01-4 1-(4-(2-hydroxyethoxy)phenyl)-2-methylpropan-1-one 
• 106797-52-8 4-(2-acetoxyethoxy)-phenyl 2-propyl ketone 

Downstream Products

• 119462-64-5 1-[4-(2-azidoethoxy)phenyl]-2-hydroxy-2-methylpropan-1-one 
• 110186-64-6 1-[4-(2-aminoethoxy)phenyl]-2-hydroxy-2-methylpropan-1-one 

Relevant articles and documents

Preparation method of alpha-hydroxyketone photoinitiator

The invention provides a preparation method of an alpha-hydroxyketone photoinitiator. The preparation method comprises the steps of taking a ketone compound and a trihalomethyl-substituted benzene anda derivative thereof as raw materials, enabling the raw materials to react under the action of a polar solvent and a metal catalyst to form a halogenated intermediate in one step, and hydrolyzing theobtained product under the action of an alkali metal hydroxide aqueous solution and a phase transfer catalyst to obtain the alpha-hydroxyketone photoinitiator. The operation is simple, the reaction step is short, no Lewis acid catalyst is used in the reaction, the pollution is small, the catalyst can be recycled, by-products are less, the cost is low, and a variety of products can be produced bythe same method.

Alpha-hydroxy ketone photoinitiator preparation method

The invention relates to an alpha-hydroxy ketone photoinitiator preparation method and specifically relates to a method of utilizing ketone as a raw material to react with hydrogen peroxide under microwave radiation to prepare an alpha-hydroxy ketone photoinitiator. According to the preparation method disclosed by the invention, halogen with strong toxicity and large danger is avoided in a reaction process, and the risk that a product cannot comply with laws and regulations as the halogen is introduced in the reaction process is avoided; meanwhile, the whole technology has the advantages of low cost, simple technological operation and easiness in achieving industrial production.

Α - hydroxy ketone compound low priced high-efficient synthetic method

The invention discloses a cheap and efficient synthesis method of an alpha-hydroxyketone compound. The synthesis method is characterized in that a carbonyl compound undergoes an oxidation hydroxylation reaction at 10-120DEG C under normal pressure with iodine simple substance, N-bromosuccimide, copper bromide, bromine simple substance, hydrogen bromide, N-iodosuccimide or hydrogen iodide as a catalyst, sulfoxide as an oxidant, water or sulfoxide as a hydroxy source and sulfoxide, ethyl acetate, N,N-dimethyl formamide, acetonitrile, toluene, 1,4-dioxane, 1,2-dichloroethane, tetrahydrofuran or H2O as a solvent, and converts into the alpha-hydroxyketone compound in a high selectivity manner. Compared with traditional synthesis methods, the method disclosed in the invention has the advantages of simple operation, high yield, simple conditions, easy purification, small waste discharge amount, simple reaction apparatus, and easy industrial production. The method has wide applicability and can be used for synthesizing various alpha-hydroxyketone compounds.

Preparation method for 2-hydroxy-1-[4-(2-hydroxyethoxy)phenyl]-2-methyl-1-acetone

The invention provides a preparation method for a hydroxy-ketone photoinitiator, i.e., 2-hydroxy-1-[4-(2-hydroxyethoxy)phenyl]-2-methyl-1-acetone. In tradition production processes, chlorine or liquid bromine is used as a halogenation reagent, and halogenation and hydrolysis are successively carried out so as to obtain a target product; however, chlorine is severely poisonous gas prone to leakage while liquid bromine is easily volatile liquid with strong toxicity and corrosivity and produces a great amount of acidic exhaust gas in the process of halogenation, which leads to production of a great amount of waste water in the process of aftertreatment. The preparation method provided by the invention avoids usage of chlorine or liquid bromine as the halogenation reagent and directly prepares the target product in one step by using a carbon tetrachloride process. The preparation method provided by the invention has the advantages that the amount of exhaust gas produced in the process of reaction is small; feeding and aftertreatment are simple to operate; the output of wastewater is low; product content reaches 99% or above; and production cost is low.

I2- or NBS-catalyzed highly efficient α-hydroxylation of ketones with dimethyl sulfoxide

An efficient method for the direct preparation of high synthetic valuable α-hydroxycarbonyls is described. The simple and readily available I2 or NBS was used as catalyst. DMSO acts as the oxidant, oxygen source, and solvent. A diverse range of tertiary Csp3-H bonds as well as more challenging secondary Csp3-H bonds could be hydroxylated in this transformation. The reaction is mild, less toxic and easy to perform.

Highly efficient C-H hydroxylation of carbonyl compounds with oxygen under mild conditions

A transition-metal-free Cs2CO3-catalyzed α-hydroxylation of carbonyl compounds with O2 as the oxygen source is described. This reaction provides an efficient approach to tertiary α-hydroxycarbonyl compounds, which are highly valued chemicals and widely used in the chemical and pharmaceutical industry. The simple conditions and the use of molecular oxygen as both the oxidant and the oxygen source make this protocol very environmentally friendly and practical. This transformation is highly efficient and highly selective for tertiary C(sp3)-H bond cleavage. OH, so simple! A transition-metal-free Cs2CO 3-catalyzed α-hydroxylation of carbonyl compounds with O 2 provided a variety of tertiary α-hydroxycarbonyl compounds (see scheme; DMSO=dimethyl sulfoxide), which are widely used in the chemical and pharmaceutical industry. The simple conditions and the use of molecular oxygen as both the oxidant and the oxygen source make this protocol very efficient and practical.

Copolymerizable photoinitiators

The invention relates to copolymerizable photoinitiators of the general formula I STR1 in which R1 and R2 are each H, C1 -C6 -alkyl or phenyl, R3 is H, C1 -C6 -alkyl, C1 -C6 -alkyl, C1 -C6 -alkanoyl or the group Z, R4 is H, halogen, C1 -C12 -alkyl, C1 -C12 -alkoxy, C1 -C12 -alkylthio or the group --X[(CH2 --CH2 --O)n --Z]m and X os O, S or N n is an integer from 0 to 4, m is the integer 1 for X=O and S or the integer 1 or 2 for X=N, Z is the group --CO--CR=CR'R" with R, R', R" each being H or CH3, always at least one of the R3 or R4 groups containing the group Z.

Photoinitiators for photopolymerization of unsaturated systems

Compounds of the general formula I STR1 wherein Z is CR1 R2 (OR3) or phenyl, R1 being H, C1-6 -alkyl or phenyl, R2 being H, C1-6 -alkyl or C1-6 -alkoxy and R3 being H, C1-6 -alkyl or C1-6 -alkanoyl and Z' is Y--[(CH2)m --X]n --, X being CH2 or 0, Y being OH; COOH or SO3 H including the alkali metal, alkaline earth metal or ammonium salts thereof and also the salts thereof with organic nitrogen bases; or NRR' in which R and R' are in each case H, C1-20 -alkyl or C1-4 -hydroxyalkyl, if appropriate quaternized or in the form of the acid addition salts, and n and m each being the numbers 1-4, are excellently suitable as photoinitiators for the photopolymerization of ethylenically unsaturated compounds, in particular in aqueous systems.