27354-18-3

Usage

Uses

Used in Dye and Pigment Industries:
Solvent Red 169 is used as an intermediate for the synthesis of various dyes and pigments. Its application is primarily due to its ability to impart a vibrant red color to the final products, enhancing their visual appeal and performance.
The compound demonstrates stability at high temperatures (up to 310°C) and exhibits good light fastness, making it suitable for use in various applications where color durability is essential. Additionally, Solvent Red 169 shows resistance to water and common chemicals such as 5% sodium carbonate and 5% hydrochloric acid, further expanding its potential uses in different industries.

Preparation

1-Chloroanthraquinone and Propan-2-amine condensation.

Standard

Light Fastness

Melting point

Stable

InChI:InChI=1/C17H15NO2/c1-10(2)18-14-9-5-8-13-15(14)17(20)12-7-4-3-6-11(12)16(13)19/h3-10,18H,1-2H3

Upstream product

• 82-44-0 1-chloroanthracene-9,10-dione 
• 75-31-0 isopropylamine 
• 82-45-1 1-amino-9,10-anthracenedione 
• 75-26-3 isopropyl bromide 
• 82-34-8 1-nitroanthraquinone 
• 85-44-9 phthalic anhydride 
• 768-52-5 N-Isopropylaniline 

Relevant academic research and scientific papers

Synthesis method of solvent red 169

The invention belongs to the technical field of dyes, and particularly relates to a solvent red 169 synthesis method, which comprises: carrying out a reaction on bromobenzene and isopropylamine underan alkaline condition by using water as a solvent and cuprous chloride as a catalyst to obtain an intermediate N-isopropylaniline; reacting N-isopropylaniline and phthalic anhydride under the action of sulfuric acid and urotropine to obtain 1-isopropylamino anthraquinone. According to the synthesis method of the solvent red 169 provided by the invention, phthalic anhydride is used as a raw material to directly participate in dye synthesis, so that the synthesis process of anthraquinone, nitroanthraquinone and 1-chloroanthraquinone in the traditional process is omitted, the process route is greatly shortened, the discharge of wastes is greatly reduced, and the production cost is reduced.

Sensitive fluorescent vesicles based on the supramolecular inclusion of β-cyclodextrins with N-alkylamino-L-anthraquinone

Self-assembly fluorescent vesicles were designed and prepared based on the supramolecular interaction of cyclodextrins and N-alkylamino-L-anthraquinone (n-AQ). As the guest molecules, n-AQs with alkyl lengths ranging from C 0 to C18 were synthesised by the direct reaction of alkylamine with L-nitroanthraquinone in N,N-dimethylformamide. Transmission electron microscopy (TEM), scanning electron microscopy, dynamic light scattering and epi fluorescence microscopy were employed to study the vesicle system in detail. The formation mechanism of the vesicles was suggested based on the results of TEM observation, UV spectrum, fluorescence spectrum, 1H NMR and simulation in the software Materials 4.3. The fluorescent vesicles show sensitive and multi-responsive properties to external stimuli. Based on these properties, we tried to use the vesicle as a new kind of fluorescence staining material for living cells. The vesicles can effectively stain the human breast cancer cells (MCF-7) and mice mononuclear macrophages (REW-264.7). This paper provides a better understanding in the design and preparation of drug delivery, biomaterials and intelligent materials.

Solid-liquid phase transfer catalytic reaction of 1-aminoanthraquinone with alkyl halides: A case of N-alkylation

N-Alkylation of 1-aminoanthraquinone I has been carried out under mild condition of solid-liquid phase transfer catalysis using tetrabutyl ammonium bromide and dibenzo-(18)-crown-6 at room temperature in better yield.

Phase transfer catalysed N-monoalkylation of amino anthraquinones

1-Alkylaminoanthraquinones (2a-f) and 1,4-bisalkylaminoanthraquinones (4a-c) were prepared from aminoanthraquinones (1,3) by alkylation with alkyl sulphate/alkyl halide in presence of powdered sodium hydroxide, potassium carbonate and phase transfer catalyst.

Process for the preparation of 1-alkylamino-anthraquinones

Process for the preparation of 1-alkylamino-anthraquinones which comprises reacting 1-nitroanthraquinone with a monoalkylamine in the presence of an ether, a hydrocarbon or a mixture of an ether and a hydrocarbon. The 1-alkylamino-anthraquinones which are obtained can be employed directly as dyestuffs or used, without further purification, for the production of dyestuffs. Process of the invention results in the procurement of 1-alkylamine-anthraquinones of high purity and in high yield and avoids the formation of undesired by-products.

Process for the manufacture of aminoanthraquinones

A process for the manufacture of aminoanthraquinones, wherein nitroanthraquinones are reacted in dipolar aprotic solvents which contain --SO2 -- or --SO-- groups and are inert to the reactants, with aliphatic, aliphatic-aromatic, cycloaliphatic, substituted or unsubstituted primary or secondary amines of the formulae R--NH2 or R--R'--NH, in which R and R' are radicals that are the same or different, such as alkyl, aralkyl, cycloalkyl, hydroxyalkyl radicals of 1 to 8 carbon atoms.