Di-n-butyl sebacate Di-n-butyl sebacate

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:109-43-3

MDL number:MFCD00027218

EINECS number:203-672-5

RTECS number:VS1150000

BRN number:1798308

PubChem number:24899536

Physical property data

1. Properties: colorless or light yellow transparent liquid.

2. Relative density (g/mL, 15/4ºC): 0.933

3. Relative vapor density (g/mL, air=1): 10.8

4. Melting point (ºC): 10

5. Boiling point (ºC, 0.4kPa): 180

6. Boiling point (ºC, 101.3kPa): 349

7. Refractive index (25ºC): 1.4397

8. Viscosity (mPa·s, 25ºC): 7.96

9. Flash point (ºC): 178.3

10. Vapor pressure (kPa, 180ºC): 0.40

11. Vapor pressure (kPa, 71ºC): 0.00013

12. Heat of evaporation (KJ/mol, b.p. ): 92.9

13. Conductivity (S/m, 30ºC): 1.7×10^-11

14. Solubility (%, water): 0.004

15. Solubility: Insoluble in water, soluble in alcohol, ether, chloroform, acetone, benzene and other organic solvents. In addition to cellulose acetate, it can be mixed with other cellulose resins, vinyl resins, nitrocellulose, polystyrene, etc.

16. Refractive index at room temperature (n²⁵): 1.4399³⁰

17. Refractive index at room temperature (n ²⁰): 1.4433¹⁵

18. Relative density (20℃, 4℃): 0.9405¹⁵

Toxicological data

1. Acute toxicity: Rat oral LD50: 16000mg/kg; Rat inhalation LC: >5400μg/m³/4H;

Mouse oral LD50: 19500mg/kg; mice inhaled LC:> 5400 μg/m ^{3 /4H;}

The mice pass through the abdominal cavity LD50: 14700 μl/kg;

2. Reproductive toxicity: Rat oral TDLo: 418mg/kg (10 days after conception in female rats)

Ecological data

This substance is slightly hazardous to water.

Molecular structure data

1. Molar refractive index: 88.99

2. Molar volume (cm³/mol): 332.6

3. Isotonic specific volume (90.2K ): 797.7

4. Surface tension (dyne/cm): 33.0

5. Dielectric constant:

6. Dipole moment (10^-24cm³):

7. Polarizability: 35.27

Compute chemical data

1. Reference value for hydrophobic parameter calculation (XlogP): 5.3

2. Number of hydrogen bond donors: 0

3. Number of hydrogen bond acceptors: 4

4. Number of rotatable chemical bonds: 17

5. Number of tautomers: none

6. Topological molecule polar surface area 52.6

7. Number of heavy atoms: 22

8. Surface charge: 0

9. Complexity: 248

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 contact with strong oxidizing agents. Easily volatile, soluble in ethanol, ether, and toluene. Can burn.

Storage method

Stored in a cool, ventilated warehouse. Keep away from fire and heat sources. should be kept away from oxidizer, do not store together. Equipped with the appropriate variety and quantity of fire equipment. The storage area should be equipped with emergency release equipment and suitable containment materials.

Synthesis method

1. Obtained from the esterification of sebacic acid and butanol under the catalysis of sulfuric acid. The dosage of catalyst is 0.3%, the temperature is 130-140°C, the esterification is about 4-6 hours under normal pressure, and 0.1-0.3% activated carbon is added during esterification. The crude ester obtained is neutralized, dealcoholized and filtered to obtain the finished product. The raw material sebacic acid is prepared from castor oil. Raw material consumption (kg/t) Sebacic acid 665 Butanol 525

Refining method: Refined by vacuum distillation.

2.Catalytic synthesis of copper sulfate In a 100mL three-neck flask equipped with a thermometer, reflux condenser and water separator, add a certain amount of sebacic acid, n-butanol and a small amount of catalyst, with benzene as the band For aqueous solution, add heat to dissolve and stir well, then take a sample to measure its acid value. Heat and reflux to separate the water until almost no water comes out. After cooling slightly, take a sample to measure its acid value. After the reaction is completed, the reaction liquid is poured out. The catalyst is insoluble in the reaction liquid and remains in the reaction bottle for reuse. The reaction solution was washed with water, dilute Na2CO3 solution, and water respectively, and then dried with MgSO4. First, steam out the unreacted n-butanol and benzene under normal pressure, and then distill under reduced pressure to collect the fraction at 168~171℃/400Pa, which is the product. Copper sulfate is used as the esterification reaction catalyst. The reaction conditions are: 0.05 mol sebacic acid, the catalyst dosage is 3.0g, the amount ratio of alkyd substances is 4, the reaction time is 3.0h, the water-containing agent is 12mL, the ester of sebacic acid The conversion rate can reach 97.23%.

3.Fe ammonium sulfate dodecahydrate is used as a catalyst for catalytic synthesis in a system equipped with a water separator, a thermometer and a reflux Add a certain amount of sebacic acid, n-butanol and ferric ammonium sulfate dodecahydrate into the four-necked bottle of the condenser. After heating, dissolving and stirring, take a sample to measure the acid value. Then heat and reflux to separate the water until almost no reflux water comes out. After cooling slightly, take a sample to measure its acid value. Use the GB1668-81 method to measure the change in acid value before and after the reaction, and calculate the esterification rate. After the reaction is completed, the reaction solution is neutralized to weak acidity, and then washed with water, 10% sodium carbonate aqueous solution, and water respectively; distilled, n-butanol is first evaporated under normal pressure, and then distilled under reduced pressure to collect the n-butanol at 172~175°C/400Pa. The fraction is the product.

Purpose

1. Used as a cold-resistant plasticizer, compatible with most resins and synthetic rubber, and can be used as the main plasticizer. This product is non-toxic and can be used in packaging materials that come into contact with food. The products have a good feel. This product is used as a plasticizer for many synthetic rubbers, giving products excellent low-temperature properties and oil resistance. The main disadvantage of this product is that it has a large volatilization loss and is easily extracted by water, soapy water and detergent solutions, so it is often used together with phthalate plasticizers. Others can be used as plasticizers, rubber softeners and spices for ethylene polymers used in packaged foods.

2.It is a cold-resistant plasticizer with strong dissolving ability and is compatible with most resins and synthetic rubbers. It can make decisions Plasticizers can also be used together with phthalate plasticizers. It can be used in packaging materials and synthetic edible spices that come into contact with food. The products have good hand feel. Used as a plasticizer for many synthetic rubbers, it can make products have excellent low-temperature properties and oil resistance.