Reaction #1178402

ord-815d6812e8564b029f220ae8bf2578aa

Reaction equation

Clc1ccccc1Cl
ortho-dichlorobenzene
O=C1C(c2ccccc2)=C2C(=C1c1ccccc1)c1cccc3cccc2c13
Acecyclone
C#Cc1ccc(-c2ccccc2)cc1
4-biphenylacetylene
CO
methanol
c1ccc(-c2ccc(-c3cc(-c4ccccc4)c4c(c3-c3ccccc3)-c3cccc5cccc-4c35)cc2)cc1
8-[1,1′-Biphenyl]-4-yl-7,10-diphenylfluoranthene

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    TemperatureThe reaction was then cooled
  2. 2
    FiltrationThe resulting yellow solid was filtered off
  3. 3
    Washwashed well with methanol
  4. 4
    Otherdried
  5. 5
    Otherwas sublimed at 220° C.

Procedure

Acecyclone (12 g, 33.6 mMole) and 4-biphenylacetylene (9.0 g, 50.5 mMole) were heated to gentle reflux in ortho-dichlorobenzene (100 ML) for 2 hours. The reaction was then cooled, treated with methanol (20 mL) and stirred at room temperature for 1 hour. The resulting yellow solid was filtered off, washed well with methanol and dried. Yield of product ETM1, 17.4 g. Before use in device fabrication, ETM1 was sublimed at 220° C./10−3 mm Hg.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08129039B2uspto-grants-2012_03