2,2′-Methylenebis(6-tert-butyl-4-methylphenol)

Structural formula

• Numbering system
• Physical property data
• Toxicological data
• Ecological data
• Molecular structure data
• Computing chemical data
• More
  • Properties and Stability
  • Storage method
  • Synthesis method
  • Purpose

Numbering system

CAS number:119-47-1

MDL number:MFCD00043641

EINECS number:204-327-1

RTECS number:PA3500000

BRN number:None

PubChem number:24865552

Physical property data

1. Properties: white or milky yellow powder. The color turns slightly yellowish-pink when exposed to air for a long time.

2. Relative density (g/mL, 25℃/4℃): 1.04～1.08

3. Relative vapor density (g/mL, air=1): Undetermined

4. Melting point (ºC): 125~ 133

5. Boiling point (ºC, normal pressure): Undetermined

6. Boiling point (ºC, KPa): Undetermined

7. Refractive index: Undetermined

8. Flash point (ºC): Undetermined

9. Specific rotation (º): Undetermined

10. Autoignition point or ignition Combustion temperature (ºC): Undetermined

11. Vapor pressure (Pa, 160ºC): 267 (200℃, KPa) 2 (280℃, KPa) 40

12. Saturation Vapor pressure (kPa, ºC): 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: The solubility in various solvents is ( g/100g solvent, 25℃): 95% ethanol 39, benzene 46, acetone > 60, tetrachlorethylene > 10, chloroform 80, heptane 4, glacial acetic acid 11, ethyl acetate 54.4, liquid paraffin M < 0.1, Water <0.1. Easily soluble in benzene, acetone and other organic solvents, but insoluble in water.

Toxicological data

1. Irritation: Rabbit eye standard Drez eye dye test: 100mg/24H Moderate irritation.

2. Acute toxicity: rat oral LD50: 10g/kg; mouse oral LD50: 11g/kg

3. Other multiple dose toxicity: rat oral TDLO ：1623mg/kg/1W-C

Ecological data

This substance has certain pollution to water.

Molecular structure data

1. Molar refractive index: 105.75

2. Molar volume (cm³/mol): 331.6

3. Isotonic ratio�� (90.2K): 819.7

4. Surface tension (dyne/cm): 37.3

5. Polarizability (10^-24cm³): 41.92

Compute chemical data

1. Reference value for hydrophobic parameter calculation (XlogP): 7.2

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: 5

6. Topological molecule polar surface area 40.5

7. Number of heavy atoms: 25

8. Surface charge: 0

9. Complexity: 390

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. White or milky yellow powder. The color turns slightly yellowish-pink when exposed to air for a long time. Non-toxic.
2. Slightly phenolic smell. Easily soluble in benzene, acetone and other organic solvents, insoluble in water, and its solubility in rubber is higher than 2%.

Storage method

Store in a dry place, pay attention to fire protection, waterproof and dustproof.

Synthesis method

Under the catalysis of 732# strong acidic ion exchange resin, p-cresol undergoes alkylation reaction with isobutylene at about 60°C. After the reaction is completed, the catalyst is filtered off, and the filtrate is added to a methanol-caustic soda solution to precipitate antioxidant 264. After filtration, the anti-aging agent 264 is recrystallized in alcohol, then filtered and dried to obtain the anti-aging agent 264 as a by-product. The filtrate after filtering out the antioxidant 264 is subjected to neutralization, distillation (methanol recovery), water washing, vacuum distillation, crystallization and filtration to obtain the intermediate product 2-tert-butyl-4-cresol. Use 200# gasoline as a solvent and formaldehyde in a sulfuric acid medium to conduct a condensation reaction at 90-95°C. The reaction product is neutralized, filtered, washed, dried, powdered, and packaged to obtain the finished product.

Purpose

This product is a general-purpose powerful phenolic antioxidant. It has protective effect against aging caused by oxygen and heat and cracks caused by sunlight, and has no effect on the vulcanization and plasticity of rubber. It has no destabilizing effect on latex. Easily dispersed in water and easy to use. In natural rubber, it can reduce the adverse effects of excessive sulfur. It is widely used in natural rubber, synthetic rubber, latex and various other synthetic materials and petroleum products. It can also be used as a stabilizer for butadiene rubber and ethylene-propylene rubber, and its effect is higher than that of antioxidant 264 and antioxidant D. This product is non-polluting and does not discolor, so it is suitable for dipping light-colored or bright-colored rubber products and latex products, fiber impregnating products, and sanitary and medical products. The solubility of this product in rubber is higher than 2%. Since the usual dosage is 0.5 to 1.5 parts, there is no blooming phenomenon.
This product can also be used as an antioxidant additive for petroleum products. It has good oil solubility, excellent antioxidant effect, and is not easy to evaporate. It is also an excellent antioxidant for polyethylene, polypropylene, polyoxymethylene, ABS resin, chlorinated polyether, and cellulose resin. It has high thermal oxygen resistance, no pollution, no coloring, no blooming, and low volatility. It has a good synergistic effect with ultraviolet absorbers and can improve the weather resistance of products.

General-purpose powerful phenolic antioxidant, widely used as antioxidant for styrene-butadiene rubber, butadiene rubber, butyl rubber, ethylene-propylene rubber, etc. , its effect is higher than antioxidant D and antioxidant 264. Non-staining and non-discoloring. The reference dosage is usually 0.1 to 1.5 parts, and there is no blooming phenomenon.