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US 7,119,360 B2Granted
Light-emitting polymers and electronic devices using such polymers
AssigneeMax-Plank-Society
InventorsKlaus Mullen, Andrew C. Grimsdale, Josemon Jacob
Life of this patent
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Abstract
Novel pentaphenylenes having the following general formula are described; These polymers generally exhibit blue electroluminescence and are useful in electronic devices. A novel diketone compound having a low LUMO level of the following general structure is also described;
Claims8
A polymer having the structure:
- wherein:
- R1 is the same or different at each occurrence and is selected from hydrogen, C1–C20 alkyl, C2–C20 alkenyl, C2–C20 alkynyl, C1–C20 alkoxy, C1–C20 oxyalkyl, C2–C20 oxyalkenyl, C2–C20 oxyalkynyl, C1–C20 fluorinated alkyl, C2–C20 fluorinated alkenyl, C1–C20 fluorinated oxyalkyl, C2–C20 fluorinated oxyalkenyl, C2–C20 fluorinated oxyalkynyl, aryl, heteroalkyl, heteroalkenyl, heteroalkynyl, heteroaryl, —CN, —OR3, —CO2R3, —SR3, —N(R3)2, —P(R3)2, —SOR3, —SO2R3, and —NO2;
- R2 is the same or different at each occurrence and is selected from C1–C20 alkyl, C2–C20 alkenyl, C2–C20 alkynyl, C1–C20 alkoxy, C1–C20 oxyalkyl, C2–C20 oxyalkenyl, C2–C20 oxyalkynyl, C1–C20 fluorinated alkyl, C2–C20 fluorinated alkenyl, C1–C20 fluorinated oxyalkyl, C2–C20 fluorinated oxyalkenyl, C2–C20 fluorinated oxyalkynyl, heteroalkyl, heteroalkenyl, heteroalkynyl, —CN, —OR3, —CO2R3, —SR3, —N(R3)2, —P(R3)2, —SOR3, —SO2R3, and —NO2;
- or adjacent R2 groups together can form a 5- or 6-membered cycloalkyl or heterocycloalkyl ring, and
- R3 is a substituent on a heteroatom which can be the same or different at each occurrence and is selected from hydrogen, alkyl, aryl, heteroalkyl and heteroaryl;
- n is greater than 2.
3 more elements
An electronic device comprising an active layer positioned between two electrical contact layers, wherein the active layer comprises a polymer having the structure:
- wherein:
- R1 is the same or different at each occurrence and is selected from hydrogen, C1–C20 alkyl, C2–C20 alkenyl, C2–C20 alkynyl, C1–C20 alkoxy, C1–C20 oxyalkyl, C2–C20 oxyalkenyl, C2–C20 oxyalkynyl, C1–C20 fluorinated alkyl, C2–C20 fluorinated alkenyl, C1–C20 fluorinated oxyalkyl, C2–C20 fluorinated oxyalkenyl, C2–C20 fluorinated oxyalkynyl, aryl, heteroalkyl, heteroalkenyl, heteroalkynyl, heteroaryl, —CN, —OR3, —CO2R3, —SR3, —N(R3)2, —P(R3)2, —SOR3, —SO2R3, and —NO2;
- R2 is the same or different at each occurrence and is selected from C1–C20 alkyl, C2–C20 alkenyl, C2–C20 alkynyl, C1–C20 alkoxy, C1–C20 oxyalkyl, C2–C20 oxyalkenyl, C2–C20 oxyalkynyl, C1–C20 fluorinated alkyl, C2–C20 fluorinated alkenyl, C1–C20 fluorinated oxyalkyl, C2–C20 fluorinated oxyalkenyl, C2–C20 fluorinated oxyalkynyl, heteroalkyl, heteroalkenyl, heteroalkynyl, —CN, —OR3, —CO2R3, —SR3, —N(R3)2, —P(R3)2, —SOR3, —SO2R3, and —NO2;
- or adjacent R2 groups together can form a 5- or 6-membered cycloalkyl or heterocycloalkyl ring, and
- R3 is a substituent on a heteroatom which can be the same or different at each occurrence and is selected from hydrogen, alkyl, aryl, heteroalkyl and heteroaryl;
- and
- n is greater than 2.
4 more elements
A compound having the structure:
- R1 is the same or different at each occurrence and is selected from hydrogen, C1–C20 alkyl, C2–C20 alkenyl, C2–C20 alkynyl, C1–C20 alkoxy, C1–C20 oxyalkyl, C2–C20 oxyalkenyl, C2–C20 oxyalkynyl, C1–C20 fluorinated alkyl, C2–C20 fluorinated alkenyl, C1–C20 fluorinated oxyalkyl, C2–C20 fluorinated oxyalkenyl, C2–C20 fluorinated oxyalkynyl, aryl, heteroalkyl, heteroalkenyl, heteroalkynyl, heteroaryl, —CN, —OR3, —CO2R3, —SR3, —N(R3)2, —P(R3)2, —SOR3, —SO2R3, and —NO2;
- R2 is the same or different at each occurrence and is selected from C1–C20 alkyl, C2–C20 alkenyl, C2–C20 alkynyl, C1–C20 alkoxy, C1–C20 oxyalkyl, C2–C20 oxyalkenyl, C2–C20 oxyalkynyl, C1–C20 fluorinated alkyl, C2–C20 fluorinated alkenyl, C1–C20 fluorinated oxyalkyl, C2–C20 fluorinated oxyalkenyl, C2–C20 fluorinated oxyalkynyl, heteroalkyl, heteroalkenyl, heteroalkynyl, —CN, —OR3, —CO2R3, —SR3, —N(R3)2, —P(R3)2, —SOR3, —SO2R3, and —NO2;
- or adjacent R2 groups together can form a 5- or 6-membered cycloalkyl or heterocycloalkyl ring, and
- R3 is a substituent on a heteroatom which can be the same or different at each occurrence and is selected from hydrogen, alkyl, aryl, heteroalkyl and heteroaryl.
1 more element
Dependencies are inferred from the claim text.