Back to results
US 7,115,899 B2Granted
Light-emitting copolymers and electronic devices using such copolymers
AssigneeE. I. Du Pont de Nemours and Company
InventorFrank P. Uckert
Life of this patent
Estimating the term…
Abstract
Novel pentaphenylene copolymers which are useful in electronic devices are described. The copolymers have at least one monomeric unit having Formula I:
Claims20
A copolymer comprising at least one monomeric unit having Formula I:
- 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 at least one second monomeric unit comprising an aromatic group.
3 more elements
An electronic device comprising an active layer positioned between two electrical contact layers, wherein the active layer comprises a copolymer comprising at least one monomeric unit having Formula I:
- 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.
2 more elements
An electronic device comprising an active layer positioned between two electrical contact layers, wherein the active layer comprises a copolymer having the formula:
- -(first monomeric unit)q-(ED unit)r-(SE unit)s-(HT unit)t-(branching unit)u-
- wherein:
- the first monomeric unit has Formula I:
- 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;
- the ED unit has a formula —Y—Z—Y— wherein:
- Y is an aromatic group with at least one substituent selected from alkyl, heteroalkyl, aryl, arylalkyl, heteroaryl, heteroarylalkyl, and NR5,
- R5 is H or an alkyl;
- and
- Z is an electron deficient group;
- the HT unit is a monomeric unit having hole transport properties;
- the SE unit is selected from substituted fluorenes, substituted phenyls, substituted biphenyls, substituted bridged biphenyls, and combinations thereof;
- the branching unit is a monomeric unit having more than two linkage sites;
- q is an integer;
- and
- r, s, t, and u are 0 or an integer, with the proviso that at least one of r, s, t, and u is an integer which is not 0.
16 more elements
Dependencies are inferred from the claim text.