4,4′-Diaminodiphenyl methane 4,4′-Diaminodiphenyl methane
Structural formula
| Business number | 02L1 |
|---|---|
| Molecular formula | C13H14N2 |
| Molecular weight | 198.26 |
| label |
4,4′-diaminodiphenylmethane, 4,4′-methylenedianiline, p,p’-Diaminodiphenylmethane, p, p-1-diaminodiphenylmethane, Anti-aging agent MDA, methylene diphenylamine, 4,4′-methylenedianiline, 4,4′-diamino diphenyl methane, 4,4′-methylene-bis-aniline, Right, right ‘- diamino diphenyl methane, Right, right 1 – diaminodiphenyl methane, Antioxidant MDA, Methylene diphenylamine, 4,4’-methylene-bis-aniline, antioxidants, Hardener |
Numbering system
CAS number:101-77-9
MDL number:MFCD00007914
EINECS number:202-974-4
RTECS number:BY5425000
BRN number:474706
PubChem number:24869770
Physical property data
1. Properties: light yellow crystal, turns black when exposed to light.
2. Density (g/mL, 20℃): 1.15
3. Relative vapor density (g/mL, air=1): Undetermined
4. Melting point (ºC): 92～93
5. Boiling point (ºC, normal pressure): Undetermined
6. Boiling point (ºC, 0.1MPa): 398~399 (257℃): 2.4 (232℃): 1.2KPa
7. Refractive index: Undetermined
8. Flash point (ºC): 221
9. Specific rotation (º): Undetermined
10. Autoignition point or ignition temperature (ºC): Undetermined
11. Vapor pressure (mmHg, 20.2ºC): Undetermined
12. Saturated vapor pressure (kPa, 25ºC): Undetermined
13. Heat of combustion (KJ/mol): Undetermined
14. Critical temperature (ºC): Undetermined
15. Critical pressure (KPa): Undetermined
16 . The logarithmic value of the oil-water (octanol/water) partition coefficient: Undetermined
17. Explosion upper limit (%, V/V): Undetermined
18. Explosion lower limit (% ,V/V): Undetermined
19. Solubility: Hardly soluble in water, easily soluble in ethanol, ether, and benzene.
Toxicological data
1. Irritation: Rabbit eye: 100mg/24 hours, moderate irritation.
2. Acute toxicity: Rat oral LD50: 347mg/kg
Ecological data
This substance is harmful to the environment, and special attention should be paid to the pollution of water bodies.
Molecular structure data
1. Molar refractive index: 64.03
2. Molar volume (cm3/mol): 173.3
3. Isotonic specific volume (90.2K): 469.9
4. Surface tension (dyne/cm): 53.9
5. Dielectric constant:
6. Dipole moment (10-24 cm3):
7. Polarizability: 25.38
Compute chemical data
1. Reference value for hydrophobic parameter calculation (XlogP): None
2. Number of hydrogen bond donors: 2
3. Number of hydrogen bond acceptors: 2
4. Number of rotatable chemical bonds: 2
5. Number of tautomers: none
6. Topological molecule polar surface area 52
7. Number of heavy atoms: 15
8. Surface charge: 0
9. Complexity: 157
10. Number of isotope atoms: 0
11. Determine the number of atomic stereocenters: 0
12. Uncertain number of atomic stereocenters: 0
13. Determine the number of chemical bond stereocenters: 0
14. Number of uncertain chemical bond stereocenters: 0
15. Number of covalent bond units: 1
Properties and stability
Avoid light. Avoid contact with strong oxidizing agents. White to yellowish brown flaky crystals. Easily soluble in hot water, ethanol, ether and benzene. Slightly soluble in cold water. It is easily oxidized in the air, making the color darker. poisonous.
Storage method
Store in a cool, ventilated warehouse. Keep away from fire and heat sources. Protect from direct sunlight. The packaging is sealed. They should be stored separately from oxidants and food chemicals, and avoid mixed storage. Equipped with the appropriate variety and quantity of fire equipment. Suitable materials should be available in the storage area to contain spills.
Synthesis method
Using aniline and formaldehyde as raw materials, they are condensed in hydrochloric acid at 50-60°C, neutralized with sodium carbonate solution, and then separated, distilled, and crystallized to obtain the finished product. Preparation example: Stir and cool 2 mol of hydrochloric acid, 400 ml of water and 2 mol of freshly steamed aniline, add 1 mol of 40% formaldehyde solution at 15°C, heat, and react at 55-60°C for 4 hours. The reaction product is neutralized and alkalized with sodium carbonate solution. Steam distillation is carried out until there is no more aniline in the distillate. Re-dissolve the precipitate with a slight excess of hydrochloric acid, and precipitate step by step with dilute ammonia. Filter out the resinous material that precipitated first, add excess ammonia to the filtrate, and obtain a white crystalline precipitate; filter to obtain 112g of the product, with a yield of 57%. . Further purification can be achieved by recrystallization from ethanol or water.
Purpose
Used as a curing agent for epoxy resin, the reference dosage is 25-30 parts by mass of rubber, the pot life is 8h (100g), and the curing conditions are 100℃/2h+150℃/2h. The thermal deformation temperature of the cured product is 155°C. Antioxidant and anti-aging agent of glue, also used to determine tungsten and sulfate.
Used in adhesives, laminates and coatings. It is also used as a vulcanization accelerator for hydrogen butadiene rubber and latex, and as a thiazole accelerator and active agent in natural rubber and styrene-butadiene rubber. It is also used to make diisocyanates, polyamides, etc.
Used as a high-temperature resistant curing agent for epoxy resin, the reference dosage is 25 to 30 parts by mass, the pot life is 8 hours (100g), and the curing condition is 100°C /2h+150℃/2h. The thermal deformation temperature of the cured product is 155°C, and it turns dark brown after being exposed to sunlight for a long time. Used in adhesives, laminates and coatings. It is also used as a vulcanization accelerator for chloroprene rubber and latex, and as an active agent for thiazole accelerators in natural rubber and styrene-butadiene rubber. It is also used as a raw material for the manufacture of diisocyanates, polyamides, antioxidants and corrosion inhibitors.
It is the main monomer for the production of polyurethane and diisocyanate. Chain extender used in the production of polyphthalimide high-temperature enameled wire varnish, electrical insulation laminates, polyamides, aerospace high-temperature coatings, heat-resistant polymers and polyurethane elastomers. The most outstanding properties of the resin or high-temperature-resistant polymer produced with it are high-temperature resistance, good insulation, high strength, good wear resistance and chemical stability. It can be made into films, molded products, paint for wires, etc. It is used for the inner and outer insulation of heat-resistant cables for aircraft and rockets, the interlayer insulation of transformers, and the lining of motors. Used as an antioxidant for chloroprene rubber, butyl rubber, natural rubber, and styrene-butadiene rubber, with medium aging protection performance; it is also a strong active agent . It can also be used as a curing agent for epoxy resin, with properties similar to m-phenylenediamine, and is suitable for castings, laminates, adhesives and coatings.