4-Morpholinoaniline CAS 2524-67-6

4-Morpholinoaniline is an organic compound with CAS 2524-67-6 and molecular formula C10H12N2O. Usually presented as a light yellow solid. Has a certain stimulating odor and bitterness. This odor and taste are related to the nitrogen heterocycles and amino groups in its molecular structure. Due to the presence of amino groups and nitrogen heterocycles in its molecular structure, it exhibits distinct organic compound characteristics in appearance. It has good solubility and can be dissolved in most organic solvents, such as alcohols, ethers, ketones, etc. However, its solubility in water is relatively low. It has significant conductivity and can be considered as a non-conductive material. This is due to the lack of freely moving electrons in its molecular structure. It has broad application value in medicine, materials science, agriculture, and other fields. Due to its specific physical and chemical properties, this compound can meet the needs of different fields and play a critical role. In the field of medicine, it can be used to synthesize drugs, alkaloids, and contrast agents; In the field of materials science, it can be used to synthesize polymer materials and electronic materials; In the field of agriculture, it can be used to synthesize pesticides and plant growth regulators; In other fields, it can be used for synthesizing dyes and pigments, catalyst carriers, and ionic liquids.

4-Morpholinoaniline is an organic compound with important physical and chemical properties, which has wide applications in many fields.

Polymer materials field

 

In the field of polymer materials, it is mainly used for polymer modification, thermoplastic, and epoxy resin curing agents.
Polymer modification:
Can be used to prepare functional polymer materials. By introducing the morpholino aniline structure, the polarity and solubility of the material can be significantly improved, thereby enhancing its potential in high-performance coatings, adhesives, and other applications.

 

Thermoplastic:
This compound serves as an intermediate in the synthesis of flame retardants or UV absorbers, used to enhance the weather resistance and flame retardancy of plastics. For example, adding relevant derivatives to flame-retardant PA66 plastic can significantly improve the flame retardant level of the material, making it safer to apply in fields such as electronics and automobiles.

Epoxy resin curing agent:
Can be used as a modified amine curing agent. By introducing morpholine groups, the compatibility between curing agents and epoxy resins can be improved, toxicity can be reduced, and the mechanical properties of the cured material can be enhanced. This modified curing agent is widely used in various fields such as aerospace, automotive, marine, electronics, and energy.

 

Specific industrial cases:
In polyimide synthesis, it can be introduced as a monomer to enhance the thermal stability and mechanical properties of the polymer. Polyimide, as a high-performance polymer, is widely used in fields such as microelectronics and aerospace.
Performance parameters and advantages:
The polymer material with 4- (4-morpholino) aniline structure exhibits a higher glass transition temperature (Tg), enhancing the material's heat resistance. Meanwhile, the cured epoxy resin after modification has higher tensile strength and impact strength, making it suitable for the field of high-performance composite materials.

In the field of electronic materials

 

In the field of electronic materials, it has a wide range of applications, including optoelectronic materials, semiconductor materials, and conductive polymers.
Semiconductor materials:
As a structural modifier for organic functional materials containing phosphine, it can improve the interface characteristics of semiconductor materials and enhance the carrier mobility of devices. This is of great significance for improving the response speed and reducing power consumption of semiconductor devices.

Conductive polymer:
Can be used to prepare conductive polymers. By introducing morpholine groups, the conductivity and stability of polymers can be significantly improved, making them potentially applicable in electronic devices. For example, this conductive polymer can be used to prepare flexible electronic devices, sensors, etc.

 

Specific industrial cases:
In the preparation process of semiconductor thin films, derivatives of 4- (4-morpholino) aniline can be used as surface modifiers to improve the uniformity and adhesion of the films. This is of great significance for improving the reliability and stability of semiconductor devices.
Performance parameters and advantages:
After introducing morpholine groups into conductive polymers, the conductivity is significantly improved, making them suitable for the preparation of flexible electronic devices. At the same time, this conductive polymer also exhibits good stability and processability, which helps to reduce production costs and improve production efficiency.

Agriculture sector:

 

Pesticide synthesis: It can be used to synthesize various pesticides, such as insecticides, herbicides, fungicides, etc. These pesticides can be used to control agricultural pests and diseases, improve crop yield and quality. By reacting with other compounds, the chemical structure and biological activity of pesticides can be controlled.

Plant growth regulators: can be used to synthesize certain plant growth regulators that can promote or inhibit plant growth, thereby improving crop growth and yield. By reacting with other compounds, the chemical structure and mechanism of action of plant growth regulators can be controlled.

Other fields:

 

Dyes and pigments: can be used to synthesize certain dyes and pigments, these compounds can be used for dyeing and coloring, such as acid dyes, direct dyes, etc. By reacting with other compounds, the color, solubility, and application performance of dyes and pigments can be controlled.

Catalyst carrier: In catalyst preparation, it can be used as one of the carriers to load the active components of the catalyst. By reacting with other compounds, the physical and chemical properties of the catalyst, such as specific surface area, pore size distribution, and dispersion of active components, can be controlled.

Ionic liquids: can be used to synthesize certain ionic liquids, which have good thermal and chemical stability and can be used to replace traditional organic solvents and high-temperature reaction media. By reacting with other compounds, the type and composition ratio of cations and anions in ionic liquids can be controlled.

1. Chemical structure

• 4-Morpholinoaniline is a specific chemical substance that contains an aniline group and a morpholine ring in its structure. The chemical formula is usually C10H14N2O, which has specific functional groups and reactivity.
• Morpholine derivatives refer to a series of compounds with a morpholine ring structure. The morpholine ring is a six membered heterocyclic ring containing one oxygen atom, four carbon atoms, and a side chain attached to the nitrogen atom.The properties of morpholine derivatives can be adjusted by changing the substituents on the morpholine ring or introducing other functional groups.

2.Nature

• This compound has specific physical and chemical properties, such as melting point, boiling point, solubility, etc. It exhibits certain biological activity and can be used in fields such as biochemical research, drug synthesis, and photo coloring.
• Morpholine derivatives: have diverse properties depending on specific substituents and functional groups. Many morpholine derivatives have excellent properties such as solvents, emulsifiers, corrosion inhibitors, catalysts, etc. It has wide applications in industries such as chemical synthesis, pharmaceuticals, water treatment, paints, and coatings.

3.Purpose

• This compound is mainly used for the preparation of central nervous system (CNS) active agents. As one of the main aromatic amines in the process of photo coloring. There are also potential applications in biochemical research and dye manufacturing.
• Morpholine derivatives: as organic chemical intermediates, they play an important role in chemical synthesis. Widely used in the fields of pesticides and pharmaceuticals, for synthesizing insecticides, fungicides, plant growth regulation, etc. It is also used in the synthesis of fine chemical products such as surfactants, lubricating oil coolants, metal rust inhibitors, fiber processing agents, etc. Used as a corrosion inhibitor in water treatment systems.

1. The influence of pH value: The electrochemical oxidation behavior of this compound will vary at different pH values. The electrochemical oxidation of 4-methylaniline at different pH values was studied using cyclic voltammetry and controlled potential coulometry, and it was found that the mechanism of electrochemical trimerization reaction varies in aqueous solutions.
2. The selection of electrode materials: In the electrochemical oxidation process, the use of different electrode materials may affect the type and yield of oxidation products. For example, in some studies, the use of carbon electrodes for electrochemical oxidation can synthesize trimers of the compound with good yield and purity in non grid cells.
3. Controlling oxidation potential: By controlling the potential, mono - or multi nitro substituted products of aromatic compounds can be obtained. For example, in non proton solvents, using tetrabutylammonium nitrite or nitromethane as nitration reagents, mono - or multi nitro substituted products of aromatic compounds can be obtained by controlling the potential.
4. Reaction temperature and time: Temperature and time control during electrochemical oxidation process can also affect the type and yield of products. For example, in some studies, the electrochemical oxidation process of 4-morpholinoaniline can be optimized by adjusting the reaction temperature and time to obtain the desired oxidation product.
5. Selection of oxidants: In the electrochemical oxidation process, the use of different oxidants may affect the type of oxidation products. For example, when using air as an oxidant, common functional groups such as halogens and esters can be tolerated, while using NMO as an oxidant can effectively inhibit oxidative dimerization, making it suitable for synthesizing electron rich and electron deficient aromatic amines.
6. The influence of substrate structure: The structure of the substrate also affects the type of electrochemical oxidation products. For example, when the para position of aromatic amines is not substituted, highly selective para amination products of aromatic amines can be obtained. The electronic effect of substituents between aromatic amines has a significant impact on yield. When the meta site is an electron donating methyl group, the yield can reach 98%; When electron withdrawing bromine is introduced into the middle position, the reaction produces only 16% of the product.

4-Morpholinoaniline is a versatile compound with diverse applications across pharmaceuticals, agrochemicals, dyes, and polymers. Its unique combination of nucleophilic reactivity and electronic effects makes it an invaluable intermediate in organic synthesis. While challenges remain in synthesis scalability and environmental sustainability, ongoing research into green chemistry and renewable feedstocks offers promising solutions. As industries continue to prioritize efficiency, safety, and eco-friendliness, 4-morpholinoaniline is poised to play an increasingly vital role in advancing modern technology and improving quality of life.

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