Styrene → Styrene-butadiene-styrene

HRID 1377887Notes

Reaction equation

HRID 1377887 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>[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

8

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 3

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

Conditions

Temperature
60 °C

Procedure

A styrene-butadiene-styrene block polymer was prepared using the cycloorganomagnesium 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 agent, 3.0 mM dibutyl-tin-dichloride was then added to the reactor. After one hour, the reaction was then terminated by dropping the resulting polymer cement into an equal volume of isopropanol.

Workup

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

Sources & evidence

ORD record
ord-feec76efbb0a406ba64d21f688d78a0c
Source dataset
uspto-grants-1997_09
Patent number
US05665827

Reaction notes

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