Styrene → Styrene-butadiene-styrene

HRID 1489306Notes

Reaction equation

HRID 1489306 reaction equation
[CH2:1]=[CH:2][CH:3]=[CH2:4].CC(C)([O-])C.[Li+].[CH2:11]=[CH:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.C([Sn](Cl)(Cl)CCCC)CCC>CCCCCC.C=CC1C=CC=CC=1.CCCCCC.C1CCCCC1.C(O)(C)C>[CH2:11]=[CH:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.[CH2:1]=[CH:2][CH:3]=[CH2:4].[CH2:11]=[CH:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1

Participants

9

Reactant 4

HCID 7501StyreneHCID 78451,3-ButadieneHCID 12688Dibutyltin dichlorideHCID 236647642-Propanol, 2-methyl-, lithium salt (1:1)

Product 1

HCID 22280236Styrene-butadiene-styrene

Reagents, catalysts & solvents 4

HCID 3776IsopropanolSolventHCID 8058HexaneSolvent3×HCID 8078CyclohexaneSolventHCID 19351698HCID 19351698, compoundSolvent

Conditions

Temperature
60 °C

Procedure

A styrene-butadiene-styrene block polymer was prepared using the cyclic organomagnesium initiator, SBMG, as follows: To the reactor was charged 1.25 lbs. of 24.8% 1,3-butadiene in technical hexane and 3.1 lbs. of additional hexane, followed by 3.8 mM SBMG in styrene/hexane and 5.7 mM of lithium-t-butoxide in cyclohexane. The reactor was then heated to 60° C. and the reaction allowed to proceed for 4 hours. Then 180 grams of 33% styrene in hexane were added and polymerization proceeded for an additional hour. The coupling/functionalizing agent, 3.0 mM of dibutyl-tin-dichloride, was then added to the reactor. After one hour, the resulting polymer cement was isolated by coagulation in an equal volume of isopropanol containing BHT.

Workup

  1. additionTo the reactor was charged 1.25 lbs
  2. custompolymerization
  3. waitproceeded for an additional hour
  4. waitAfter one hour

Sources & evidence

ORD record
ord-b9049415fc854b849ac9449238a0a269
Source dataset
uspto-grants-1997_10
Patent number
US05677399

Reaction notes

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