N, N’-bis (2-naphthyl) p-phenylenediamine N, N’-bis (2-naphthyl)-p-phenylenediamine
Structural formula
| Business number | 026A |
|---|---|
| Molecular formula | C26H20N2 |
| Molecular weight | 360.45 |
| label |
N,N’-bis(β-naphthyl)p-phenylenediamine, N,N’-bis(2-naphthyl)-1,4-phenylenediamine, Anti-aging agent DNP, Anti-aging agent DNPD, N, N’-bis(β-naphthyl)-p-phenylenediamine, N, N’-bis (2-naphthyl)-1,4-phenylenediamine, antioxidant, Catalysts and auxiliaries, Rubber additives |
Numbering system
CAS number:93-46-9
MDL number:MFCD00053487
EINECS number:202-249-2
RTECS number:ST2100000
BRN number:None
PubChem ID:None
Physical property data
1. Properties: gray powder. The pure product is a light-colored sequin crystal, which gradually turns into deep red when exposed to light for a long time.
2. Relative density (g/mL, 25/4℃): 1.20-1.32
3. Relative vapor density (g/mL, air=1): Undetermined
4. Melting point (ºC): 225-235
5. Boiling point (ºC, normal pressure): Undetermined
6. Boiling point (ºC, 5.2kPa ): Not determined
7. Refractive index: Not determined
8. Flash point (ºC): Not determined
9. Specific rotation (º) : Undetermined
10. Autoignition point or ignition temperature (ºC): Undetermined
11. Vapor pressure (kPa, 25ºC): Undetermined
12. Saturated vapor pressure (kPa, 60ºC): Undetermined
13. Heat of combustion (KJ/mol): Undetermined
14. Critical temperature (ºC): Undetermined
15. Critical pressure (KPa): Undetermined
16. Log value of oil-water (octanol/water) partition coefficient: Undetermined
17. Explosion Upper limit (%, V/V): Undetermined
18. Lower explosion limit (%, V/V): Undetermined
19. Solubility: Slightly soluble in ethanol and ether , acetone, chlorobenzene and benzene, insoluble in water.
Toxicological data
None
Ecological data
None
Molecular structure data
1. Molar refractive index: 120.68
2. Molar volume (cm3/mol): 289.7
3. Isotonic specific volume (90.2K ): 801.6
4. Surface tension (dyne/cm): 58.5
5. Polarizability (10-24cm3): 47.84
Compute chemical data
1. Reference value for hydrophobic parameter calculation (XlogP): 7.5
2. Number of hydrogen bond donors: 2
3. Number of hydrogen bond acceptors: 2
4. Number of rotatable chemical bonds: 4
5. Number of tautomers: none
6. Topological molecule polar surface area 24.1
7. Number of heavy atoms: 28
8. Surface charge: 0
9. Complexity: 439
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
1. Light gray powder, pure product is light-colored flakes.
2. When exposed to sunlight for a long time, the color will gradually turn to dark gray. Easily soluble in hot aniline and nitrobenzene, soluble in hot acetic acid, slightly soluble in benzene, ethyl acetate, methyl chloride, ethanol, ether and acetone, insoluble in water, alkali, gasoline and carbon tetrachloride.
3. It is the less toxic variety among amine antioxidants. The production site should have good ventilation, and operators should wear protective equipment.
Storage method
This product should be sealed and stored in a cool, dry place. Pay attention to fire protection, sun protection and moisture protection.
Synthesis method
Composed of p-phenylenediamine and β –Obtained from the condensation of naphthol. For p-phenylenediamine andβ-Add naphthol into the autoclave and heat it at 260-265℃Carry out condensation reaction. After the reaction is completed, the reaction product is added to alcohol to reflux, cooled, filtered, washed with ethanol, dried, and pulverized to obtain the finished product.
Catalytic condensation method can also be used to reduce terephthalic acid The feed ratio of amine and 2-naphthol improves the reaction efficiency.
Purpose
1. Mainly used as antioxidant in rubber, latex and plastics. Anti-aging agentDNPis a chain break Inhibitors are metal complexing agents and have excellent heat aging resistance, natural aging resistance and resistance to harmful metals such as copper and manganese. The styrene-butadiene rubber has UV protection function. It has no destabilizing effect on latex and does not have the disadvantage of increasing viscosity. It has obvious activation effect on thiazole accelerators. Suitable for blending into natural rubber, synthetic rubber and latex products. Used in the manufacture of tire cords, cables, elastic tapes and other industrial rubber products, latex products (such as medical supplies, adhesive plasters), etc. This product is one of the least polluting varieties among amine antioxidants, but it still has the disadvantage of turning red when exposed to light or oxidants. The dosage of anti-aging agentDNP is 0.2-1 portion, more than 2 will cause blooming . This product can be used alone or in combination with other antioxidants, such as antioxidantMB, antioxidantDOD, anti-aging agentRDetc. used together. Especially used together with antioxidant124 Suitable for foam latex products. Anti-aging agentDNPcan be used as ABS, polyoxymethylene and polyacetal Heat-resistant antioxidants for amide engineering plastics, the dosage is 0.50.5 ;FONT-SIZE: 9pt”>, 0.5and0.3 share. It can also be used for chlorinated polyether, dosage1portions. In chlorinated polyethers with1UV absorberUV-9Used together, it can also provide weather resistance. This product is a less toxic variety of amine antioxidants.
2. Used as an antioxidant for natural rubber and synthetic rubber. It is both a chain scission inhibitor and a metal complexing agent. It has excellent resistance to heat aging, climate aging and resistance to harmful metals such as copper and manganese. Styrene-butadiene rubber has UV protection function. It is one of the least polluting varieties among amine antioxidants. Not only suitable for natural rubber, synthetic rubber and dairy products, but also suitable for ABS, polyformaldehyde and polyamide, etc. It can be used alone or in combination with other antioxidants. The reference dosage is 0.2 to 1.0 parts by mass, usually 0.5 parts by mass.
Amount1serving. In chlorinated polyethers with1UV absorberUV-9Used together, it can also provide weather resistance. This product is a less toxic variety of amine antioxidants.
2. Used as an antioxidant for natural rubber and synthetic rubber. It is both a chain scission inhibitor and a metal complexing agent. It has excellent resistance to heat aging, climate aging and resistance to harmful metals such as copper and manganese. Styrene-butadiene rubber has UV protection function. It is one of the least polluting varieties among amine antioxidants. Not only suitable for natural rubber, synthetic rubber and dairy products, but also suitable for ABS, polyformaldehyde and polyamide, etc. It can be used alone or in combination with other antioxidants. The reference dosage is 0.2 to 1.0 parts by mass, usually 0.5 parts by mass.