Dichlorodimethylsilane → HCID 19842620, compound

HRID 1261549Notes

Reaction equation

HRID 1261549 reaction equation
CN(C)CCN(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].C[Si](C)(Cl)Cl>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

7

Reactant 5

HCID 6398DichlorodimethylsilaneHCID 6557Isoprene3×HCID 7501Styrene2×HCID 8037N,N,N',N'-Tetramethylethylenediamine2×HCID 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, 2.5 millimoles of N,N,N′,N′-tetramethylethylenediamine (hereinafter, referred to as TMEDA), and 1.60 kg of styrene were added, and while the mixture was stirred at 40° C., 164.7 millimoles of n-butyllithium was added thereto. While the temperature was elevated to 50° C., polymerization was carried out 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., 5.20 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, 65.9 millimoles of dimethyldichlorosilane was added to the reactor, and a coupling reaction was carried out for 2 hours. Thus, a styrene-isoprene-styrene block copolymer was formed, which would serve as a block copolymer B. Thereafter, while the temperature was controlled to be maintained at 50° C. to 60° C., 3.20 kg of styrene was continuously added to the reactor over one hour. After completion of the addition of styrene, polymerization was carried out for another one hour, and thus an asymmetric styrene-isoprene-styrene block copolymer was formed, which would serve as a block copolymer A. The polymerization conversion ratio for styrene was 100%. Subsequently, 329.4 millimoles of methanol was added to the system as a polymerization terminator, the resulting mixture was thoroughly mixed, and the reaction was terminated. The amounts of the various agents used in the reaction are summarized in Table 1. A portion of the reaction liquid thus obtained was taken out, and the weight average molecular weights of the respective block copolymers and the block copolymer composition, the weight ratios of the respective block copolymers, the weight average molecular weights of the respective styrene polymer blocks, the weight average molecular weights of the respective isoprene polymer blocks, the styrene unit contents of the respective block copolymers, the styrene unit content of the block copolymer composition, and the vinyl bond content of the isoprene polymer block were determined. These values are presented in Table 2. As an antioxidant, 0.3 part of 2,6-di-tert-butyl-p-cresol was added and mixed with 100 parts of the reaction liquid obtained as described above (containing 30 parts of the polymer components). The mixed solution was added dropwise into heated warm water in small amounts at 85° C. to 95° C. to volatilize the solvent, and thereby a precipitate was obtained. This precipitate was pulverized and dried in hot air at 85° C., and thus a block copolymer composition of Preparation Example 1 was collected. This block copolymer composition of Preparation Example 1 was subjected to an analysis of the melt index.

Workup

  1. customwas elevated to 50° C.
  2. custompolymerization
  3. temperatureto be maintained at 50° C. to 60° C.
  4. waitwas carried out for another one hour
  5. customa coupling reaction
  6. waitwas carried out for 2 hours

Sources & evidence

ORD record
ord-b904c0b2e8b84ea394bd0df027c414db
Source dataset
uspto-grants-2013_06
Patent number
US08470929B2

Reaction notes

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