72404-92-3

Usage

Uses

Used in Coordination Chemistry and Metal Complexation Studies:
1-(1,10-Phenanthrolin-2-yl)ethanone is utilized as a ligand in coordination chemistry and metal complexation studies due to its capacity to form stable complexes with a variety of metal ions. This property makes it a valuable tool for investigating the structure, properties, and applications of metal complexes.
Used as a Reagent in Organic Synthesis:
In the field of organic synthesis, 1-(1,10-Phenanthrolin-2-yl)ethanone serves as a reagent, contributing to the formation of various organic compounds. Its unique structure allows it to participate in a range of chemical reactions, facilitating the synthesis of complex organic molecules.
Used as a Fluorescent Probe for Detecting Metal Ions:
1-(1,10-Phenanthrolin-2-yl)ethanone is also employed as a fluorescent probe for the detection of metal ions. Its ability to exhibit fluorescence upon binding with metal ions makes it a useful analytical tool for sensing and quantifying metal ion concentrations in various samples.

Upstream product

• 95631-65-5 2-ethyl-1,10-phenanthroline 
• 66-71-7 1,10-Phenanthroline 
• 578-66-5 8-amino quinoline 
• 917-54-4 methyllithium 
• 1082-19-5 1,10-phenanthroline-2-carbonitrile 
• 97-93-8 triethylaluminum 
• 22426-14-8 2--bromo-1,10--phenanthroline 
• 75-24-1 trimethylaluminum 

Downstream Products

• 876126-75-9 2-acetyl-1,10-phenanthroline(2,6-diethylanil) 

Relevant academic research and scientific papers

Preparation method of 2-acetyl-1, 10-phenanthroline

The invention relates to the technical field of organic synthesis, in particular to a preparation method of 2-acetyl-1, 10-phenanthroline. The preparation method provided by the invention comprises the following steps: in a protective atmosphere, mixing 8-aminoquinoline, 3-acetyl acrolein, an acid and a solvent, and carrying out an addition reaction to obtain 4-oxo-3-(quinoline-8-amino) valeraldehyde; mixing the 4-oxo-3-(quinoline-8-amino) valeraldehyde, a catalyst and a first organic solvent, and carrying out a cyclization reaction, so as to obtain 2-acetyl-1, 2-dihydrophenanthroline; and mixing the 2-acetyl-1, 2-dihydrophenanthroline, an oxidizing agent and a second organic solvent, and carrying out an oxidation reaction to obtain the 2-acetyl-1, 10-phenanthroline. The preparation method has the advantages of simple synthetic route, mild reaction conditions, easy industrial production, and green and friendly preparation raw materials.

Preparation method of 2-acetyl-1, 10-phenanthroline

The invention relates to the technical field of organic synthesis, in particular to a preparation method of 2-acetyl-1, 10-phenanthroline. The preparation method provided by the invention comprises the following steps: mixing 8-aminoquinoline, pyruvic aldehyde and an alcohol organic solvent, and carrying out Schiff base reaction to obtain E-1-(quinoline-8-imino) propane-2-ketone; mixing the E-1-(quinoline-8-imino) propane-2-ketone and absolute ethyl alcohol, after moisture is removed, adding a catalyst and pyruvic acid, performing a doebner reaction, and obtaining 2-acetyl phenanthroline-4-formic acid; performing a decarboxylation reaction on the 2-acetyl phenanthroline-4-formic acid under the alkaline condition, and obtaining the 2-acetyl-1, 10-phenanthroline. The preparation method has the advantages of simple synthetic route, mild reaction conditions, easy industrial production, and green and friendly preparation raw materials.

Method for synthesizing 2-acetyl-1, 10-phenanthroline (3)

The invention discloses a method for synthesizing 2-acetyl-1, 10-phenanthroline (3). The method comprises the following steps: using 1, 10-phenanthroline as a raw material to synthesize 2-cyano-1, 10-phenanthroline (2) by reacting with trimethylcyanosilane, trifluoromethanesulfonic anhydride, 1, 8-diazabicycloundec-7-ene; and then reacting 2-cyano-1, 10-phenanthroline (2) with methyl lithium to prepare 2-acetyl-1, 10-phenanthroline (3). The method provided by the invention prepares 2-acetyl-1, 10-phenanthroline (3) by adopting a two-step synthesis method, is beneficial to the increase of the yield, and purifies by quenching with a saturated sodium bicarbonate solution, extracting with dichloromethane and washing with a saturated sodium chloride solution after completing a first step, so that the influence of impurities generated in the first step on the reaction in a second step is minimized.

N ortho acyl substituted nitrogen-containing heterocyclic compound and process for preparing aminal iron (II) complexes thereof

Provided are a process for preparing an N ortho acyl substituted nitrogen-containing heterocyclic compound and an aminal iron (II) complex thereof, and the use of the complexes obtained by the process in an olefin oligomerization catalyst. The N ortho acyl substituted nitrogen-containing heterocyclic compound in the present invention is for example 2-acyl-1,10-phenanthroline or 2,6-diacetyl pyridine as shown in formula b, and the N ortho acyl substituted nitrogen-containing heterocyclic compound in the present invention is produced by a reaction of a precursor thereof in a substituted or unsubstituted nitrobenzene. Preferably the precursor shown in formula I in the present invention is produced by 1,10-phenanthroline reacting with trialkyl aluminum, or a halogenoalkyl aluminum RnAIXm, or a substituted or unsubstituted benzyl lithium Ph′CH2Li, followed by hydrolysis. The preparation method provided in the present invention has a few synthetic steps, an easy process, a low toxic effect, and reduces the preparation costs of the catalyst, and has a promising outlook in the industrial application.

A preparation of the complexes and complexes thereof

The invention provides a preparation method and application of a complex, and particularly relates to the preparation method of 2-acetyl-1, 10-phenanthroline aminal-ferrous oxalate complex and application of the complex as an ethylene oligomerization catalyst. The preparation method is as follows: 2-acetyl-1, 10-phenanthroline is prepared from 1, 10-phenanthroline, then a 2-acetyl-1, 10-phenanthroline aminal ligand is obtained by condensation reaction of the 2-acetyl-1, 10-phenanthroline and substituted aniline, and the 2-acetyl-1, 10-phenanthroline aminal ligand reacts with ferrous oxalate to obtain the object product. The preparation method is less in steps and simple in technology, and reduces the cost of catalyst preparation, the solubility of the generated complex in the ethylene oligomerization is increased, the reaction conversion rate is increased, the reaction activity is acceptable, and the industrialization prospect is wide.

One method of oligomerization of ethylene

The invention discloses a method for oligomerization of ethylene. The ethylene is subjected to oligomerization in a reaction system containing a primary catalyst, an aluminum-containing cocatalyst, water and an organic solvent, wherein the primary catalyst is a complex of 2-acetyl-1,10-phenanthroline (2,6-diisopropylanil)FeCl2, the formula (I) of the complex is as shown in the specification, the organic solvent is the alpha-olefin of Cn (n is more than 4 and less than or equal to 10), and in the chemical formula, R1-R5 are independently selected from hydrogen, C1-C6 alkyl, halogen, C1-C6 alkoxy and nitryl. The method disclosed by the invention has the advantages that the technical prejudice can be overcome, the process for oligomerization of ethylene can be optimized, the ethylene has high oligomerization activity, the oligomerization of ethylene can be initiated rapidly and operated stably and is hypo-toxic and environment-friendly, the catalytic effect and the production cost can be comprehensively considered and well balanced and the oligomerization cost of ethylene can be reduced greatly. In addition, the method disclosed by the invention is highly practical and has a broad industrial prospect.

Catalyst composition and process for ethylene oligomerization

The present disclosure provides a catalyst composition for ethylene oligomerization including an imino ferrous complex shown in Formula (I) as the main catalyst, an aluminum-containing cocatalyst, water, and an organic solvent: According to the present disclosure, a higher oligomerization activity can be obtained with the catalyst composition than with a catalyst composition system in the prior art which contains no water. Moreover, when the catalyst composition according to the present disclosure is used, a high selectivity of α-olefins is obtainable. Besides, the catalyst composition according to the present disclosure can enable rapid initiation, stable operation, and good repeatability of the oligomerization reaction. According to the present disclosure, a high oligomerization activity can be obtained even at a rather low ratio of Al/Fe, or at a low reaction temperature.

PHENANTHROLINE-COMPRISING COMPLEXES

Phenanthroline-comprising complexes and catalyst systems obtained therefrom, and also their use in the polymerization of olefins.

Electronically variable imino-phenanthrolinyl-cobalt complexes; synthesis, structures and ethylene oligomerisation studies

The 2-imino-1,10-phenanthroline ligands, 1,10-C12H7N2-2-CR{double bond, long}N(2,6-i-Pr2-4-R1-C6H2) [R = R1 = H (L1); R = H, R1 = Br (L2); R = H, R1 = CN (L3); R = H, R1 = i-Pr (L4); R = Me, R1 = H (L5); R = Me, R1 = i-Pr (L6)], have been prepared in high yield from the condensation reaction of 1,10-C12H7N2-2-CR{double bond, long}O (R = H, Me) with one equivalent of the corresponding 4-substituted 2,6-diisopropylaniline. The molecular structures of L2, L5 and L6 reveal the imino nitrogen atoms to adopt a transoid configuration with respect to the phenanthrolinyl nitrogen atoms. Treatment of Lx with one equivalent of CoCl2 in n-BuOH at 90 °C gives the high spin complexes, (Lx)CoCl2 [Lx = L1 (1a), L2 (1b), L3 (1c), L4 (1d), L5 (1e), L6 (1f)], in which the metal centres exhibit distorted square pyramidal geometries. Activation of 1a-1f with excess methylaluminoxane (MAO) gives catalysts that are modestly active for the oligomerisation of ethylene affording mainly linear α-olefins along with some degree of internal olefins. While the donor capability of the 4-position of the N-aryl group does not appear to affect the activity of the catalyst, it does have an influence on the ratio of α-olefins to internal olefins. Single crystal X-ray diffraction studies have been performed on L2, L5, L6, 1a, 1c and 1f.