Isoprene → HCID 19842620, compound

HRID 486806Notes

Reaction equation

[CH2:1]=[CH:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.C([Li])(CC)C.[CH2:14]=[CH:15][C:16](=[CH2:18])[CH3:17].C=CC(=C)C.[CH2:24]=[CH:25][C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1>C1CCCCC1>[CH2:1]=[CH:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[CH2:14]=[CH:15][C:16](=[CH2:17])[CH3:18].[CH2:24]=[CH:25][C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1

Participants

Conditions

Temperature: 60 °C

Procedure

To a 2.6 liter reactor were charged 1499 g of cyclohexane and 85.8 g of styrene monomer. The mixture was heated to 60° C. and 7.8 ml of a 0.70 molar solution of sec-butyllithium initiator in cyclohexane was added. After 41 minutes, the reaction temperature was reduced to 58° C. and 118.5 grams of isoprene was added. After 39 minutes the living styrene-isoprene diblock polymer was coupled to form a linear styrene-isoprene-styrene triblock polymer by adding 32 ml of 0.12M 1,2-dibromoethane in cyclohexane over a period of 11 minutes. A hindered phenol antioxidant was added to the polymer solution which was then devolatized in a vacuum oven under nitrogen at 100° C. for 3 hours.

Workup

customwas reduced to 58° C.

Sources & evidence

ORD record: ord-05d0f7a191854de7ab42eac6ba6546dd
Source dataset: uspto-grants-1994_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05292819

Reaction notes

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