90-93-7

Basic information

• Product Name: 4,4'-Bis(diethylamino) benzophenone
• Synonyms: ETHYL MICHLER'S KETONE;4,4'-DIETHYLAMINOBENZOPHENONE;4,4-BIS(DIETHYLAMINO) BENZOPHENONE;4,4'-BIS(DIETHYLAMINO)BENZOPHENONE;MICHLER ETHYLKETONE;MICHLER'S ETHYL KETONE;P,P'-TETRAETHYLDIAMINOBENZOPHENONE;N,N,N',N'-TETRAETHYL-4,4'-DIAMINOBENZOPHENONE
• CAS NO: 90-93-7
• Molecular Formula: C₂₁H₂₈N₂O
• Molecular Weight: 324.46
• EINECS: 202-025-4
• Product Categories: Intermediates of Dyes and Pigments;Aromatic Benzophenones & Derivatives (substituted);Functional Materials;Photopolymerization Initiators;C15 to C38;Carbonyl Compounds;Ketones;Amine Photochemical CoinitiatorsPolymerization Initiators;Benzophenone;Organic Photoinitiators;Polymer Science;Polymerization Initiators
• Mol File: 90-93-7.mol

Chemical Properties

• Melting Point: 89-92 °C(lit.)
• Boiling Point: 475.7 °C at 760 mmHg
• Flash Point: 151 °C
• Appearance: Yellow to yellow-green/Crystalline Granules
• Density: 1.048 g/cm³
• Vapor Pressure: 0Pa at 20℃
• Storage Temp.: Store below +30°C.
• PKA: 4.14±0.32(Predicted)
• Water Solubility: insoluble
• Sensitive: Light Sensitive
• BRN: 2148611
• CAS DataBase Reference: 4,4'-Bis(diethylamino) benzophenone(CAS DataBase Reference)
• NIST Chemistry Reference: 4,4'-Bis(diethylamino) benzophenone(90-93-7)
• EPA Substance Registry System: 4,4'-Bis(diethylamino) benzophenone(90-93-7)

Safety Data

• Hazard Codes: Xi,N
• Statements: 36/37/38-50/53
• Safety Statements: 26-60-61-36-24/25
• RIDADR: UN 3077 9/PG 3
• WGK Germany: 2
• RTECS: OS9545500
• F: 8
• TSCA: Yes
• HazardClass: 9
• PackingGroup: III
• Hazardous Substances Data: 90-93-7(Hazardous Substances Data)

Usage

Chemical Properties

YELLOW TO YELLOW-GREEN CRYSTALLINE GRANULES

Flammability and Explosibility

Notclassified

Purification Methods

Crystallise the phenone from EtOH (25mL/g) and dry it under vacuum. Its picrate forms yellow needles from EtOH with m 178.5o. [Beilstein 14 II 59.]

Upstream product

• 34041-40-2 (4,4'-bis-diethylamino-benzhydryliden)-aniline 
• 75-44-5 phosgene 
• 91-66-7 N,N-diethylaniline 
• 2390-59-2 ethyl violet 
• 135-91-1 4-(4-(diethylamino)benzyl)-N,N-diethylbenzenamine 
• 120-21-8 4-Diethylaminobenzaldehyde 
• 134-91-8 4,4'-bis(N,N-diethylamino)benzhydrol 
• 65072-47-1 4-diethylaminobenzoyl chloride 

Downstream Products

• 38266-77-2 1,1-bis-(4-diethylamino-phenyl)-propene 
• 135-91-1 4-(4-(diethylamino)benzyl)-N,N-diethylbenzenamine 
• 25642-33-5 4,4'-bis-diethylamino-thiobenzophenone 
• 134-91-8 4,4'-bis(N,N-diethylamino)benzhydrol 
• 97423-02-4 bis-(4-diethylamino-cyclohexyl)-methane 
• 34722-63-9 4-diethylamino-benzoic acid-(4-diethylamino-anilide) 
• 109995-80-4 tetra(4-(diethylamino)phenyl)ethene 
• 42450-16-8 4,4'-bis-diethylamino-benzophenone-imine 
• 596-49-6 ethyl violet 
• 2390-59-2 ethyl violet 
• 81713-57-7 Bis-(4-diethylamino-phenyl)-m-tolyl-methanol 
• 123344-19-4 Bis-(4-diethylamino-phenyl)-(4-dimethylamino-phenyl)-methanol 
• 81713-58-8 Bis-(4-diethylamino-phenyl)-p-tolyl-methanol 

Relevant articles and documents

Preparation method of tetraethyl michler's ketone

The invention relates to a preparation method of tetraethyl Michler's ketone, which comprises the following steps: carrying out acylating chlorination reaction on N, N-diethylaniline and triphosgene as raw materials in a solvent to obtain a reaction intermediate product, then taking a supported catalyst containing Lewis acid as a catalyst, and carrying out reaction on the reaction intermediate product and the N, N-diethylaniline to obtain a target reaction product, namely tetraethyl michler's ketone. Side reactions can be effectively reduced, so that the yield of the target product is increased. After the reaction is finished, the catalyst is collected through solid-liquid separation, so that the separation efficiency is high, and subsequent cyclic utilization is facilitated.

Photo-induced phosphorus radical involved semipinacol rearrangement reaction: Highly synthesis of γ-oxo-phosphonates

Hydroxyphosphoric acids display the unique biological activities, and they have some attractive prospects as clinical drug moleculars. Herein, a new approach for the synthesis of γ-oxo-phosphonates (the precursor of hydroxyphosphoric acid) has been established through the semipinacol rearrangement tactic involved the photo-induced phosphorus radical process. Most important, this transformation is avoid of the external oxidants, and occurs very well under the sunlight irradiation, meanwhile the γ-oxo-phosphonate was easily derivatized to obtain γ-hydroxyphosphoric acid, thus highlights the synthesis value of this method.

Preparation method of tetraethyl michler's ketone

The invention provides a preparation method of tetraethyl michler's ketone. N, N'-diethyl aniline is taken as a raw material and is subjected to condensation with formaldehyde to obtain intermediate 4,4'-diphenyl methane (diphenylamine) diphenylmethane, and tetraethyl michler's ketone is obtained by oxidizing the intermediate. The preparation method has the advantages of cheap and available raw materials, low reaction temperature, good solubility of the reaction intermediate, good reaction yield, simple and convenient in operation and suitable for industrial production.

COLORED CURABLE COMPOSITION, FLUORINE-CONTAINING DIPYRROMETHENE COMPOUND AND TAUTOMER THEREOF, AND FLUORINE-CONTAINING DIPYRROMETHENE METAL COMPLEX AND TAUTOMER THEREOF, AND COLOR FILTER USING THE SAME AND METHOD FOR PRODUCING THE COLOR FILTER

A colored curable composition contains a dipyrromethene metal complex compound formed from a fluorine-containing dipyrromethene compound represented by Formula (1) and a metal or metal compound. (R1 to R7: H or substituent (at least one of R1 to R7 includes a substituent represented by Formula (2)); Rg: H or substituent; a ≧1; Rf: a fluorine atom, fluorine-containing alkyl group having 1 to 4 carbon atoms, fluorine-containing aryl group, fluorine-containing alkoxy group having 1 to 4 carbon atoms, fluorine-containing alkylsulfonamido group having 1 to 4 carbon atoms, or fluorine-containing arylsulfonamido group; m: 1 to 5; n: 0 to 4; L: single bond, O, S, NH, R—NH(R: alkylene), —Ar—NH— (Ar: arylene), CO, COO, OCO, *COS, *SCO, *CONH, *NHCO, *NHSO2, SO, SO2, *SO2NH, an alkylene chain having 1 to 4 carbon atoms or arylene group.)

COLORED CURABLE COMPOSITIONS, COLOR FILTERS AND PROCESS FOR PRODUCTION THEREOF

The present invention provides a compound represented by the following Formula (C1), or a colored curable composition containing a tetraazaporphyrin colorant having at least one group represented by the following Formula (I), and a color filter using the composition and a manufacturing method thereof: wherein Rc1: a halogen atom, aliphatic group, aryl group, heterocyclic group, cyano group, carboxyl group, carbamoyl group, aliphatic oxycarbonyl group, aryloxycarbonyl group, acyl group, hydroxyl group, aliphatic oxy group, aryloxy group, etc.; Zc1: a non-metal atom group necessary for forming a 6-membered ring together with the carbon atom; M: two hydrogen atoms, a divalent metal atom, divalent metal oxide, divalent metal hydroxide, divalent metal chloride; cm= 0 to 2, cn= 0, 1 to 5; cr1, cr2, cr3, cr4= 0 to 1 (cr1 + cr2 + cr3 + cr4 ≥ 1); L1: an alkylene group; A1 and A2: -O-, -C(=O)-, -OC(=O)-, -C(=O)O-, -N(R2)C(=O)-, -C(=O)N(R2)-, -N(R2)C(=O)-, -OC(=O)N(R2)-, N(R2)C(=O)N(R3)-, -N(R2)SO2-, -SO2N(R2)-, or -SO2-; L2: an alkylene group, aralkylene group, or arylene group; n: an integer from 1 to 3; m: an integer from 0 to 3; R1: a hydrogen atom, alkyl group, aryl group or heterocyclic group; and R2 and R3: a hydrogen atom, alkyl group, aryl group or heterocyclic group.

Effect of BSA binding on photophysical and photochemical properties of triarylmethane dyes

We have employed a combination of steady-state and time-resolved spectroscopic techniques to explore the effect of protein binding on the photophysical and photochemical properties of three triarylmethane dyes: ethyl violet, crystal violet, and malachite green. Our results indicate that the binding sites of bovine serum albumin (BSA) are very efficient in preventing fast nonradiative relaxation processes that occur via rotational motion of the aromatic rings of these triarylmethanes. As a result, remarkable enhancements in fluorescence quantum yield and lifetime, intersystem crossing efficiency, and photoreactivity are observed upon protein binding. The 532 nm laser-induced photobleaching of ethyl violet noncovalently bound to BSA yields leuco ethyl violet and 4,4a?2-bis(diethylamino)benzophenone as reaction products. The former was more prominent in nitrogen-purged samples and the latter in air-equilibrated samples. The time-resolved transient spectra of the ethyl violet complex show superimposed elements of the spectroscopic signatures of both ethyl violet triplet and the semireduced dye radical. Based on the nature of the reaction photoproducts and transient intermediates, the first step of the bleaching process is postulated to be an electron or hydrogen atom transfer from the protein to the dye moiety. An analogous reaction mechanism was observed for protein-bound crystal violet.