Styrene → 2-Hexylthiophene

HRID 1496784Notes

Reaction equation

HRID 1496784 reaction equation
[CH2:1]=[CH:2][C:3]1C=CC=C[CH:4]=1.C([C:15]1[CH:19]=[C:18]([CH:20]=[CH2:21])[S:17][C:16]=1C=C)CCCCC>ClC1C=CC=CC=1>[CH2:20]([C:18]1[S:17][CH:16]=[CH:15][CH:19]=1)[CH2:21][CH2:1][CH2:2][CH2:3][CH3:4]

Participants

4

Reactant 2

HCID 7501StyreneHCID 68789208HCID 68789208, compound

Product 1

HCID 877932-Hexylthiophene

Reagents, catalysts & solvents 1

HCID 7964ChlorobenzeneSolvent

Conditions

Temperature
124 °C

Procedure

A mixture of the polymeric macroinitiator, 6 (2.0 g, 0.30 mmol, Mw) 7200, PDI) 1.09), styrene (0.258 g, 2.48 mmol), and 5 (0.916 g, 4.15 mmol) was dissolved in chlorobenzene (2.9 mL), degassed by four freeze/pump/thaw cycles, and sealed under argon. The polymerization mixture was then stirred at 124° C. for 16 h and allowed to cool, and the star polymer, 16, was obtained after precipitation into methanol (3.1 g, 90%, Mw) 49400, PDI) 1.58). 1H NMR (CDCl3): δ (ppm) 6.32-7.2 (br m), 0.81-2.12 (br m).

Workup

  1. customdegassed by four freeze/pump/thaw cycles
  2. customsealed under argon
  3. temperatureto cool
  4. customthe star polymer, 16, was obtained
  5. customafter precipitation into methanol (3.1 g, 90%, Mw) 49400, PDI) 1.58)

Sources & evidence

ORD record
ord-67a7fe5c32d44b6bb708b40b39b81833
Source dataset
uspto-grants-2015_12
Patent number
US09198985B2

Reaction notes

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