Styrene → Isobutylene styrene

HRID 76243

Reaction equation

HRID 76243 reaction equation
[CH3:1][CH:2]1[CH2:7]CCC[CH2:3]1.[C:8](Cl)([C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)(C)[CH3:9].CC(=C)C.C=CC1C=CC=CC=1>[Ti](Cl)(Cl)(Cl)Cl.C(Cl)CCC>[CH2:9]=[CH:8][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1.[CH3:3][C:2](=[CH2:1])[CH3:7]

Participants

7

Reactant 4

HCID 7501StyreneHCID 7962MethylcyclohexaneHCID 8255IsobutyleneHCID 70281(1-Chloro-1-methylethyl)benzene

Product 1

HCID 44154101Isobutylene styrene

Reagents, catalysts & solvents 2

HCID 24193Titanium TetrachlorideCatalystHCID 8005Butyl ChlorideSolvent

Conditions

Temperature
-70 °C

Procedure

In a 2 L reaction vessel equipped with a stirrer, 589 mL of methylcyclohexane (dried over molecular sieves), 613 mL of n-butyl chloride (dried over molecular sieves) and 0.550 g of cumyl chloride were added. After cooling the reaction vessel to −70° C., 0.35 mL of α-picoline(2-methylpyridine) and 179 mL of isobutylene were added. Furthermore, 9.4 mL of titanium tetrachloride was added and the polymerization was initiated, and then the solution was reacted for 2.0 hours while stirring at −70° C. Next, 59 mL of styrene was added to the reaction vessel and the reaction was continued for 60 minutes, and then the reaction was terminated by adding a large amount of methanol. After removing the solvent from the reaction solution, a polymer was dissolved in toluene and washed twice with water. This toluene solution was added to the methanol mixture, thereby precipitating a polymer, and the resultant polymer was dried at 60° C. for 24 hours to obtain a styrene-isobutylene diblock copolymer.

Workup

  1. customIn a 2 L reaction vessel
  2. customequipped with a stirrer
  3. customthe solution was reacted for 2.0 hours
  4. customthe reaction was terminated
  5. additionby adding a large amount of methanol
  6. customAfter removing the solvent from the reaction solution
  7. dissolutiona polymer was dissolved in toluene
  8. washwashed twice with water
  9. additionThis toluene solution was added to the methanol mixture
  10. customprecipitating a polymer
  11. dry with materialthe resultant polymer was dried at 60° C. for 24 hours

Sources & evidence

ORD record
ord-8e81e160058e42609982d2effd7110fc
Source dataset
uspto-grants-2014_09
Patent number
US08835557B2

Linked notes

Loading…