Alpha-Methylstyrene → Ethenylbenzene--(prop-1-en-2-yl)benzene (1/1)

HRID 1814728Notes

Reaction equation

HRID 1814728 reaction equation
[CH3:1][C:2]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1)=[CH2:3].[CH2:10]=[CH:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1>C1(C)C=CC=CC=1>[CH3:3][C:2]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1)=[CH2:1].[CH2:10]=[CH:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

Participants

4

Reactant 2

HCID 7407Alpha-Methylstyrene2×HCID 7501Styrene2×

Product 1

HCID 165735Ethenylbenzene--(prop-1-en-2-yl)benzene (1/1)

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent3×

Procedure

A mixture of α-methyl styrene, styrene, and dehydrated and refined toluene (volume ratio=total amount of monomers:toluene=1:1) and boron trifluoride phenolate complex diluted to ten times with dehydrated and refined toluene (1.7 times equivalent as phenol) were continuously fed into an autoclave having an actual capacity of 1270 ml equipped with mixing blades. The polymerization reaction was carried out at the reaction temperature of 5° C. The mol ratio of α-methyl styrene to styrene was 60:40. The feeding rate of the mixture of monomers and toluene was 1.0 liter/hour, and that of the diluted catalyst was 75 milliliters/hour. Next, the reactant mixture was transferred into the second stage autoclave so as to continue polymerization at 5° C. When the total residence time in the first and second stage autoclaves reached two hours, the reactant mixture was discharged continuously. When three times as much time as that of the residence time elapsed, one liter of the reactant mixture was sampled and the polymerization reaction was terminated. After termination of polymerization, one normal NaOH aqueous solution was added to the sampled reactant mixture so as to deash the residual catalyst. The obtained reactant mixture was further washed five times using a large amount of water. Solvent and un-reacted monomers were removed by vacuum distillation in an evaporator to obtain α-methyl styrene-styrene copolymer (3). This α-methyl styrene-styrene copolymer (3) had these properties: softening point Tm=140° C., number average molecular weight Mn=1870, and weight average molecular weight Mw=3230.

Workup

  1. customequipped with mixing blades
  2. customThe polymerization reaction
  3. customwas carried out at the reaction temperature of 5° C
  4. custompolymerization at 5° C
  5. customthe polymerization reaction
  6. customwas terminated
  7. customAfter termination of polymerization, one normal NaOH aqueous solution
  8. additionwas added to the sampled reactant mixture so as
  9. washThe obtained reactant mixture was further washed five times
  10. customSolvent and un-reacted monomers
  11. customwere removed by vacuum distillation in an evaporator

Sources & evidence

ORD record
ord-ea52179475894dc7a3742ac603057ce7
Source dataset
uspto-grants-2005_04
Patent number
US06878497B2

Reaction notes

Loading…