UV light-emissive fluorene-based copolymers
AssigneeHewlett-Packard Development Company, L.P.
InventorsZhang-Lin Zhou, Chung Ching Yang, Lihua Zhao
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Abstract
A fluorene-based copolymer of formula I includes a monomeric unit that includes a fluorene group and at least one steric hindering chemical group to provide sufficient steric interaction such that the spatial conformation of the fluorene-based copolymer is substantially non-planar. The fluorene-based copolymer exhibits UV light emission.
Claims13
A fluorene-based copolymer of the formula:
- wherein:
- R1 are each independently a steric hindering group,
- Q is one or more fused aromatic rings,
- D is a group comprising an atom that is one of divalent, trivalent and tetravalent, wherein one valency of the atom is filled by an aromatic moiety attached to Q, and wherein the aromatic moiety has a steric hindering group attached thereto, and wherein remaining valencies of the atom are filled with aromatic substituents, and
- n is an integer selected between 2 and 10,000,
- wherein the steric hindering groups of R1 and D provide sufficient steric interaction such that the spatial conformation of formula I is non-planar, and
- wherein the copolymer exhibits UV light emission.
A light emitting device comprising:
- (a) a first electrode;
- (b) a second electrode;
- and
- (c) a polymeric layer disposed between the first electrode and the second electrode, wherein the polymeric layer comprises a fluorene-based copolymer of the formula:
- wherein
- R1 are each independently selected from the group consisting of C1-C30 alkyl, C2-C30 alkenyl, C2-C30 alkynyl, C5-C30 aryl, C1-C30 alkoxy, C2-C30 alkenoxy, C2-C30 alkynoxy, C5-C30 aryloxy, C1-C30 thioalkyl, C2-C30 thioalkenyl, C2-C30 thioalkynyl, C5-C30 thioaryl, C(O)OR4, N(R4)(R5), C(O)N(R4)(R5), F, Cl, Br, NO2, CN, acyl, carboxylate and hydroxy, wherein R4 and R5 are each independently selected from the group consisting of hydrogen, C1-C30 alkyl and C5-C30 aryl,
- Q is one or more fused aromatic rings,
- D is a group comprising an atom that is one of divalent, trivalent and tetravalent, wherein one valency of the atom is filled by an aromatic group attached to Q, and wherein the aromatic group has a steric hindering group attached thereto, and wherein remaining valencies of the atom are filled with aromatic substituents, and
- n is an integer selected between 2 and 10,000.
A method for forming a fluorene-based copolymer that exhibits enhanced emission properties and stability compared to a fluorene-based polymer that has a planar spatial conformation, the method comprising forming the fluorene-based copolymer from a monomeric unit that comprises a fluorene group and at least one chemical group having a sterically hindered structure, wherein the chemical group renders the spatial conformation of the fluorene-based copolymer non-planar and wherein the chemical group comprises a one or more fused aromatic rings, and (b) a moiety selected from the group consisting of
- wherein the arrows indicate a point of attachment in the fluorene-based copolymer, and wherein
- X is O, S, Te, or Se,
- Y is N or P,
- Z is C or Si,
- R2 is selected from the group consisting of C1-C30 alkyl, C2-C30 alkenyl, C2-C30 alkynyl, C5-C30 aryl, C1-C30 alkoxy, C2-C30 alkenoxy, C2-C30 alkynoxy, C5-C30 aryloxy, C1-C30 thioalkyl, C2-C30 thioalkenyl, C2-C30 thioalkynyl, C5-C30 thioaryl, C(O)OR4, N(R4)(R5), C(O)N(R4)(R5), F, Cl, Br, NO2, CN, acyl, carboxylate and hydroxy, wherein
- R4 and R5 are each independently selected from the group consisting of C1-C30 alkyl and C5-C30 aryl,
- R3 are each independently selected from the group consisting of C1-C30 alkyl, C2-C30 alkenyl, C2-C30 alkynyl, C5-C30 aryl, C1-C30 alkoxy, C2-C30 alkenoxy, C2-C30 alkynoxy, C5-C30 aryloxy, C1-C30 thioalkyl, C2-C30 thioalkenyl, C2-C30 thioalkynyl, C5-C30 thioaryl, C(O)OR4, N(R4)(R5), C(O)N(R4)(R5), F, Cl, Br, NO2, CN, acyl, carboxylate and hydroxy, wherein R4 and R5 are each independently selected from the group consisting of hydrogen, C1-C30 alkyl and C5-C30 aryl, and
- n is an integer selected between 2 and 10,000.
Dependencies are inferred from the claim text.