Isoprene → HCID 19842620, compound

HRID 496971Notes

Reaction equation

HRID 496971 reaction equation
C([Li])(CC)C.[CH2:6]=[CH:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.O1CCCC1.[CH2:19]=[CH:20][C:21](=[CH2:23])[CH3:22]>C1CCCCC1>[CH2:6]=[CH:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.[CH2:19]=[CH:20][C:21](=[CH2:22])[CH3:23].[CH2:6]=[CH:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1

Participants

6

Reactant 4

HCID 6557IsopreneHCID 7501Styrene2×HCID 8028TetrahydrofuranHCID 178418400CID 53628100

Product 1

HCID 19842620HCID 19842620, compound

Reagents, catalysts & solvents 1

HCID 8078CyclohexaneSolvent

Procedure

In a 200 L pressure-resistant vessel filled with dry nitrogen, 75 kg of cyclohexane as a solvent and 21 g of sec-butyllithium as a polymerization initiator were added and, subsequently, 1.7 kg of styrene was added. After polymerization at 50° C., 0.59 kg of tetrahydrofuran as a Lewis base was added and, subsequently, 17.3 kg of isoprene and 1.7 kg of styrene were added in this order. When polymerization was carried out, a triblock copolymer of styrene-isoprene-styrene type was obtained. The block copolymer had a branching degree (α) of 0.335. The block copolymer obtained was subjected to hydrogenation at a hydrogen pressure of 2 MPa and a reaction temperature of 100° C. in cyclohexane using Pd/C as a catalyst, yielding a styrene-hydrogenated isoprene-styrene block copolymer (SEBS). The resulting block copolymer had a weight average molecular weight of 83000, a styrene content of 16% by weight, and a ratio of hydrogenation of 92 mol %.

Workup

  1. customAfter polymerization at 50° C.
  2. customWhen polymerization

Sources & evidence

ORD record
ord-f2d44dcdb4c04abc937a0bbfef78a321
Source dataset
uspto-grants-2005_09
Patent number
US06949298B2

Reaction notes

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