Methanol → Styrene

HRID 1730140Notes

Reaction equation

HRID 1730140 reaction equation
[CH3:1][CH2:2][CH2:3][CH2:4][CH2:5][CH3:6].O.[Cl-].[Cl-].[CH2:10]([Al+2])[CH3:11].CO>CCCCCCC>[CH2:1]=[CH:2][CH:3]=[CH2:4].[CH2:1]=[CH:2][C:3]1[CH:11]=[CH:10][CH:6]=[CH:5][CH:4]=1.[CH3:10][C:5](=[CH2:4])[CH3:6]

Participants

8

Reactant 4

HCID 887MethanolHCID 962WaterHCID 8058HexaneHCID 16686341Ethyl aluminium dichloride

Product 3

HCID 7501StyreneHCID 78451,3-ButadieneHCID 8255Isobutylene

Reagents, catalysts & solvents 1

HCID 8900HeptaneSolvent

Procedure

A series of resinous copolymers of 1,3-butadiene, styrene and isobutylene was prepared according to the following method and identified herein as Experiments A-G. To a reactor was charged heptane solvent, except for hexane in Experiments C and D, water and ethylaluminum dichloride. An overall concentration of the aluminum catalyst was about 0.5 percent. The mixture was stirred in order to adequately mix the reactants. The 1,3-butadiene (used in Experiments F and G), styrene and isobutylene monomers were rather slowly added simultaneously over a period of time in order to maintain essentially no unreacted styrene and isobutylene monomers and the mixture allowed to further react for an additional length of time after all of the monomers had been added. The catalyst was then deactivated with methanol and lime. The resulting resin solution was filtered and the filtrate distilled to remove solvent and unreacted monomer. The resulting recovered resin was then analyzed to determine its softening point according to ASTM E28-58T.

Workup

  1. concentrationAn overall concentration of the aluminum catalyst
  2. additionto adequately mix the reactants
  3. additionThe 1,3-butadiene (used in Experiments F and G), styrene and isobutylene monomers were rather slowly added simultaneously over a period of time in order
  4. temperatureto maintain essentially no unreacted styrene and isobutylene monomers
  5. customto further react for an additional length of time after all of the monomers
  6. additionhad been added
  7. filtrationThe resulting resin solution was filtered
  8. distillationthe filtrate distilled
  9. customto remove solvent and unreacted monomer
  10. customThe resulting recovered resin

Sources & evidence

ORD record
ord-82aad18f5def4bb9b890a53b07200aca
Source dataset
uspto-grants-1976_11
Patent number
US03991137

Reaction notes

Loading…