Dichlorodimethylsilane → HCID 19842620, compound

HRID 1888832Notes

Reaction equation

HRID 1888832 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, 2.6 millimoles of N,N,N′,N′-tetramethylethylenediamine (hereinafter, referred to as TMEDA), and 1.43 kg of styrene were added, and while the mixture was stirred at 40° C., 176.2 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% by weight. Subsequently, while the temperature was controlled to be maintained at 50° C. to 60° C., 6.50 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, 61.7 millimoles of dimethyldichlorosilane was added to the reactor as a coupling agent, 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., 2.07 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 a styrene-isoprene-styrene block copolymer was formed, which would serve as a block copolymer A. The polymerization conversion ratio for styrene was 100%. Subsequently, 352.4 millimoles of methanol was added 70 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 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. To 100 parts of the reaction liquid thus obtained (containing 30 parts of the polymer components), 0.3 parts of 2,6-di-tert-butyl-p-cresol was added as an antioxidant and mixed with the reaction liquid. The mixed solution was added dropwise in small amounts into hot water which was heated to 85° C. to 95° C. to thereby volatilize the solvent, and a precipitate was thus obtained. This precipitate was pulverized and dried with hot air at 85° C. Thus, a block copolymer composition of Production Example 1 was collected.

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-d6f61ceb7b874238b69d50eb6b0a1a71
Source dataset
uspto-grants-2013_08
Patent number
US08501869B2

Reaction notes

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