Isoprene → HCID 19842620, compound

HRID 1023999Notes

Reaction equation

HRID 1023999 reaction equation
CN(CCN(C)C)C.[CH2:9]=[CH:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1.C([Li])CCC.[CH2:22]=[CH:23][C:24](=[CH2:26])[CH3:25]>C1CCCCC1>[CH2:9]=[CH:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1.[CH2:22]=[CH:23][C:24](=[CH2:25])[CH3:26].[CH2:9]=[CH:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1

Participants

6

Reactant 4

HCID 6557Isoprene3×HCID 7501Styrene4×HCID 8037N,N,N',N'-TetramethylethylenediamineHCID 178418339Butyllithium

Product 1

HCID 19842620HCID 19842620, compound

Reagents, catalysts & solvents 1

HCID 8078CyclohexaneSolvent

Conditions

Temperature
40 °C

Procedure

In a pressure resistant reactor, 23.3 kg of cyclohexane, 1.4 millimoles of TMEDA, and 0.90 kg of styrene were added, and while the mixture was stirred at 40° C., 91.0 millimoles of n-butyllithium was added thereto. While the temperature was being elevated to 50° C., polymerization was being carried out for an hour. The polymerization conversion ratio for styrene was 100% by weight. Thereafter, while the temperature was controlled and hence was maintained at 50° C. to 60° C., 8.20 kg of isoprene was continuously added to the reactor over an hour. After completing the addition of isoprene, polymerization was carried out for another hour. The polymerization conversion ratio for isoprene was 100%. Thereafter, while the temperature was controlled and hence was maintained at 50° C. to 60° C., 0.90 kg of styrene was continuously added to the reactor for an hour. After completing the addition of styrene, polymerization was carried out for another hour, and thus a styrene-isoprene-styrene block copolymer was formed. The polymerization conversion ratio for styrene was 100%. Thereafter, 182.0 millimoles of methanol were added to the system as a polymerization terminator, the resulting mixture was thoroughly mixed, and the reaction was terminated. A portion of the reaction liquid thus obtained was taken out, and the same measurements as in Preparation Example 1 were carried out. These values are indicated in Table 2. The subsequent operation was carried out in the same manner as in Preparation Example 1, and thus a block copolymer composition of Comparative Preparation Example 1 was collected.

Workup

  1. customwas being elevated to 50° C.
  2. custompolymerization
  3. waitwas being carried out for an hour
  4. temperaturehence was maintained at 50° C. to 60° C.
  5. waitwas carried out for another hour
  6. temperaturehence was maintained at 50° C. to 60° C.
  7. waitwas carried out for another hour

Sources & evidence

ORD record
ord-171990f5089f45b7a3c74956a404e686
Source dataset
uspto-grants-2014_05
Patent number
US08722800B2

Reaction notes

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