Isoprene → HCID 19842620, compound

HRID 1908943Notes

Reaction equation

HRID 1908943 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 7501Styrene5×HCID 8037N,N,N',N'-TetramethylethylenediamineHCID 178418339Butyllithium2×

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, 4.50 millimoles of TMEDA, and 3.14 kg of styrene were added, and while the mixture was stirred at 40° C., 80.0 millimoles of n-butyllithium was added thereto. While the temperature was elevated to 50° C., polymerization was carried out for one hour. Thereafter, 220.0 millimoles of n-butyllithium was added thereto, and subsequently, 1.99 kg of styrene was continuously added over 30 minutes. Polymerization was continued for one hour. The polymerization conversion ratio for styrene was 100%. Subsequently, while the temperature was controlled to be maintained at 50° C. to 60° C., 2.88 kg of isoprene was continuously added to the reactor over one hour. After completion of the addition of isoprene, polymerization was carried out for another one hour. The polymerization conversion ratio for isoprene was 100%. Thereafter, 1.99 kg of styrene was continuously added to the reaction for 30 minutes. After completion of the addition of styrene, polymerization was carried out for another one hour. Thus, two kinds of linear styrene-isoprene-styrene block copolymers were formed. The polymerization conversion ratio for styrene was 100%. Thereafter, 600.0 millimoles of methanol was added to the reactor as a polymerization terminator, the mixture was thoroughly mixed, and thus the reaction was terminated. A portion of the reaction liquid thus obtained was taken out, and the same measurements as in Example 4 were carried out. These values are presented in Table 4. The subsequent operation was carried out in the same manner as in Example 4, and a block copolymer composition of Comparative Example 8 was collected. The block copolymer composition was fabricated into pellets and was thereby formed into a film of Comparative Example 8. Measurements were made for this film. The results are presented in Table 5.

Workup

  1. customwas elevated to 50° C.
  2. custompolymerization
  3. customPolymerization
  4. waitwas continued for one hour
  5. temperatureto be maintained at 50° C. to 60° C.
  6. waitwas carried out for another one hour
  7. waitwas carried out for another one hour

Sources & evidence

ORD record
ord-f0736e7c09cc48f69bc8072998a36485
Source dataset
uspto-grants-2013_12
Patent number
US08598271B2

Reaction notes

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