Aromatic ether-containing fluorene monomers, processes for their preparation and polymerization thereof
AssigneeThe Governors of the University of Alberta
InventorsJonathan Gordon Conn Veinot, Leah Coumont, Davin Glenn Piercey, Shaune Lee McFarlane
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Abstract
Novel aromatic ether-containing monomers are described along with processes for their preparation and their polymerization into corresponding aromatic ether-containing polyfluorenes. These polyfluorenes exhibited stable blue-emission and therefore have application in polymer light-emitting devices.
Claims20
An aromatic ether-containing fluorene monomer of the Formula I:
- wherein X is a polymerization-enabling leaving group;
- and
- n is 0 or 1.
A process for the preparation of compounds of Formula I:
- wherein X is a polymerization-enabling leaving group;
- and
- n is 0 or 1,
- comprising:
- (a) reacting a compound of the Formula IV:
- wherein X is a polymerization-enabling leaving group, with a compound of the Formula V:
- wherein R1=H for compounds of Formula I wherein n is 0 and R1=Cl for compounds of Formula I wherein n is 1,
- under conditions to form a compound of the Formula VI
- wherein X is a polymerization-enabling leaving group and
- R1 is H for compounds of Formula I wherein n is 0 and R1 is Cl for compounds of Formula I wherein n is 1;
- (b) when R1 is H, reacting the compounds of Formula VI under conditions to remove the CpFe+group to form a compound of Formula I wherein n is 0;
- or
- when R1 is Cl, reacting the compounds of the Formula VI with a compound of the Formula VII:
- under conditions to form a compound of the Formula VIII:
- wherein R2 is O-Ph;
- and
- (c) treating the compounds of the Formula VIII under conditions to remove the CpFe+group to form a compound of Formula I wherein n is 1.
An aromatic-ether-containing polyfluorene comprising repeating monomeric units of the Formula II:
- wherein n is 0 or 1.
An aromatic-ether-containing polyfluorene of the Formula III:
- wherein R3 is C1-6alkyl;
- m is an integer from 1 to 10,000;
- n is 0 or 1;
- and
- o is 0, 1, 2, 3, 4 or 5.
Dependencies are inferred from the claim text.