Styrene → Styrene-butadiene-styrene

HRID 412510

Reaction equation

HRID 412510 reaction equation
[CH2:1]=[CH:2][CH:3]=[CH2:4].CN(C)CCN(C)C.C([Li])CCC.[CH2:18]=[CH:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1.[CH2:26]([C:39]1C=C(C)C=C(C(C)(C)C)C=1O)[C:27]1[CH:32]=[C:31](C)[CH:30]=[C:29](C(C)(C)C)[C:28]=1O>C1CCCCC1.C1(C)C=CC=CC=1.CO>[CH2:18]=[CH:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1.[CH2:1]=[CH:2][CH:3]=[CH2:4].[CH2:39]=[CH:26][C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1

Participants

9

Reactant 5

HCID 7501StyreneHCID 78451,3-Butadiene2×HCID 8037N,N,N',N'-TetramethylethylenediamineHCID 83982,2'-Methylenebis(4-methyl-6-tert-butylphenol)HCID 178418339Butyllithium2×

Product 1

HCID 22280236Styrene-butadiene-styrene

Reagents, catalysts & solvents 3

HCID 887MethanolSolventHCID 1140TolueneSolventHCID 8078CyclohexaneSolvent3×

Procedure

186 g of butadiene and 2.4 ml of a 0.5 M solution of tetramethylethylenediamine in cyclohexane is introduced into 4 litres of deaerated cyclohexane. After compensation for the impurities supplied by the solvent and the monomer using n-butyllithium, 3.7 ml of a 0.5 mol/l solution of n-butyllithium in cyclohexane is introduced. The polymerization of the polybutadiene block is effected at 60° C. After conversion of all the butadiene, 114 g of styrene is introduced, which is polymerized at 60° C. for 60 minutes. The copolymer is then protonated by addition of a large excess of methanol in solution in toluene, antioxidized by the addition of 2,2′- methylene bis(4-methyl-6-tert. butylphenol) (1 g per 100 g of monomer), then recovered by steam stripping and dried in an oven at reduced pressure at 60° C.

Workup

  1. additionis introduced
  2. customis effected at 60° C
  3. customwhich is polymerized at 60° C. for 60 minutes
  4. customrecovered by steam stripping
  5. customdried in an oven at reduced pressure at 60° C.

Sources & evidence

ORD record
ord-247349b812b04a4781e5343d11f8e06f
Source dataset
uspto-grants-2003_05
Patent number
US06562923B1

Linked notes

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