-Conjugated aromatic ring-containing compound and organic electroluminescent device
AssigneesFumie Sato, Nissan Chemical Industries, Ltd.
InventorsFumie Sato, Yuuki Takayama
Life of this patent
Estimating the term…
Abstract
A π-conjugated aromatic ring-containing compound represented by the formula (1) below is relatively stable and useful as a light-emitting material for light from blue-violet region to red region. [In the formula, R1-R6 independently represent a hydrogen atom or the like; A and D independently represent a pyridine ring, pyrimidine ring, pyridazine ring, pyrazine ring, furan ring, pyrrole ring, pyrazole ring, imidazole ring, thiophene ring, benzothiadiazole ring, thieno[3,4-b]pyrazine ring, furo[3,4-b]pyrazine ring, 6H-pyrrolo[3,4-b]pyrazine ring or the like; a1, a2 and a3 independently represent 0 or 1; and n1 and n2 independently represent an integer of 1-5.]
Claims11
A π-conjugated aromatic ring-containing compound, characterized by being represented by the formula (1)
- {wherein R1 represents a hydrogen atom, a halogen atom, a cyano group, a nitro group, a dimethylamino group, a diphenylamino group, an alkoxy group having 1 to 3 carbon atoms, an alkyl group having 1 to 10 carbon atoms, a halogenated alkyl group that has 1 to 10 carbon atoms and may be optionally substituted with a fluorine atom or chlorine atom, or a group represented by the following formula (2) or a group represented by the following formula (3)
- [wherein E represents a hydrogen atom, a substituted silyl group, a phenyl group, a naphthyl group, a pyridyl group, a pyrimidinyl group, a pyridazinyl group, a pyrazinyl group, a furanyl group, a pyrollyl group, a pyrazolyl group, an imidazolyl group or a thienyl group (provided that said phenyl group, naphthyl group, pyridyl group, pyrimidinyl group, pyridazinyl group, pyrazinyl group, furanyl group, pyrollyl group, pyrazolyl group, imidazolyl group or thienyl group may be optionally substituted with a halogen atom, a cyano group, a nitro group, a dimethylamino group, a diphenylamino group, an alkoxy group having 1 to 3 carbon atoms, an alkyl group having 1 to 10 carbon atoms, or a halogenated alkyl group that has 1 to 10 carbon atoms and may be optionally substituted with a fluorine or chlorine atom),
- R7 and R8 independently represent an alkyl group having 1 to 10 carbon atoms],
- R2, R3, R4, and R5 independently represent a hydrogen atom or an alkyl group having 1 to 10 carbon atoms,
- R6 represents a hydrogen atom, a substituted silyl group, a phenyl group, a naphthyl group, a pyridyl group, a pyrimidinyl group, a pyridazinyl group, a pyrazinyl group, a furanyl group, a pyrollyl group, a pyrazolyl group, an imidazolyl group, a thienyl group (provided that the phenyl group, naphthyl group, pyridyl group, pyrimidinyl group, pyridazinyl group, pyrazinyl group, furanyl group, pyrollyl group, pyrazolyl group, imidazolyl group or thienyl group may be optionally substituted with a halogen atom, a cyano group, a nitro group, a dimethylamino group, a diphenylamino group, an alkoxy group having 1 to 3 carbon atoms, an alkyl group having 1 to 10 carbon atoms, or a halogenated alkyl group that has 1 to 10 carbon atoms and may be optionally substituted with a fluorine or chlorine atom), a group represented by the afore-indicated formula (2) or a group represented by the afore-indicated formula (3),
- A and D independently represent a naphthalene ring, an anthracene ring, a phenanthrene group, a phenarene ring, a fluorene ring, a triphenylene ring, a pyrene ring, a perylene ring, a pyridine ring, a pyrimidine ring, a pyridazine ring, a pyrazine ring, a furan ring, a pyrrole ring, a pyrazole ring, an imidazole ring, a thiophene ring, a benzothiadiazole ring, a thieno[3,4-b]pyrazine ring, a furo[3,4-b]pyrazine ring or a 6H-pyrrolo[3,4-b]pyrazine ring (provided that these rings may be optionally substituted with a phenyl group, a halogen atom, a cyano group, a nitro group, a dimethylamino group, a diphenylamino group, an alkoxy group having 1 to 3 carbon atoms, an alkyl group having 1 to 10 carbon atoms or a halogenated alkyl group that has 1 to 10 carbon atoms and may be optionally substituted with a fluorine atom or a chlorine atom),
- a1, a2, and a3 are independently 0 or 1, and
- n1 and n2 are independently an integer of 1 to 5}.
A π-conjugated aromatic ring-containing compound, characterized by being represented by the formula (4) [Chemical Formula 3]
- [wherein R2, R3, R4, and R5 independently represent a hydrogen atom or an alkyl group having 1 to 10 carbon atoms,
- R6 represents a hydrogen atom, a substituted silyl group, a phenyl group, a naphthyl group, a pyridyl group, a pyrimidinyl group, a pyridazinyl group, a pyrazinyl group, a furanyl group, a pyrollyl group, a pyrazolyl group, an imidazolyl group, a thienyl group (provided that the phenyl group, naphthyl group, pyridyl group, pyrimidinyl group, pyridazinyl group, pyrazinyl group, furanyl group, pyrollyl group, pyrazolyl group, imidazolyl group or thienyl group may be optionally substituted with a halogen atom, a cyano group, a nitro group, a dimethylamino group, a diphenylamino group, an alkoxy group having 1 to 3 carbon atoms, an alkyl group having 1 to 10 carbon atoms, or a halogenated alkyl group that has 1 to 10 carbon atoms and may be optionally substituted with a fluorine or chlorine atom), a group represented by the formula (2) or a group represented by the formula (3),
- [wherein E represents a hydrogen atom, a substituted silyl group, a phenyl group, a naphthyl group, a pyridyl group, a pyrimidinyl group, a pyridazinyl group, a pyrazinyl group, a furanyl group, a pyrollyl group, a pyrazolyl group, an imidazolyl group or a thienyl group (provided that said phenyl group, naphthyl group, pyridyl group, pyrimidinyl group, pyridazinyl group, pyrazinyl group, furanyl group, pyrollyl group, pyrazolyl group, imidazolyl group or thienyl group may be optionally substituted with a halogen atom, a cyano group, a nitro group, a dimethylamino group, a diphenylamino group, an alkoxy group having 1 to 3 carbon atoms, an alkyl group having 1 to 10 carbon atoms, or a halogenated alkyl group that has 1 to 10 carbon atoms and may be optionally substituted with a fluorine or chlorine atom),
- R7 and R8 independently represent an alkyl group having 1 to 10 carbon atoms],
- Z1, Y1, and Y2 independently represent a benzene ring, a naphthalene ring, an anthracene ring, a phenanthrene group, a phenarene ring, a fluorene ring, a triphenylene ring, a pyrene ring, a perylene ring, a pyridine ring, a pyrimidine ring, a pyridazine ring, a pyrazine ring, a furan ring, a pyrrole ring, a pyrazole ring, an imidazole ring, a thiophene ring, a benzothiadiazole ring, a thieno[3,4-b]pyrazine ring, a furo[3,4-b]pyrazine ring or a 6H-pyrrolo[3,4-b]pyrazine ring (provided that these rings may be optionally substituted with a phenyl group, a halogen atom, a cyano group, a nitro group, a dimethylamino group, a diphenylamino group, an alkoxy group having 1 to 3 carbon atoms, an alkyl group having 1 to 10 carbon atoms or a halogenated alkyl group that has 1 to 10 carbon atoms and may be optionally substituted with a fluorine atom or a chlorine atom), R9 represents a single bond, —O—, —S—, —S(O)—, —S(O)—, —C(O)O—, —OC(O)—, —C(S)O—, —OC(S)—, —C(O)NH—, —NHC(O)—, —C(S)NH—, —NHC(S)—, —NH— or a divalent saturated or unsaturated hydrocarbon group that has 1 to 8 carbon atoms and may be branched,
- b1, and b2 are independently 0 or 1,
- c is an integer of 0 to 3, and
- m1 and m2 are independently an integer of 1 to 5].
A π-conjugated aromatic ring-containing compound, characterized by being represented by the formula (5)
- {wherein R2, R3, R4, and R5 independently represent a hydrogen atom or an alkyl group having 1 to 10 carbon atoms,
- R6 represents a hydrogen atom, a substituted silyl group, a phenyl group, a naphthyl group, a pyridyl group, a pyrimidinyl group, a pyridazinyl group, a pyrazinyl group, a furanyl group, a pyrollyl group, a pyrazolyl group, an imidazolyl group, a thienyl group (provided that the phenyl group, naphthyl group, pyridyl group, pyrimidinyl group, pyridazinyl group, pyrazinyl group, furanyl group, pyrollyl group, pyrazolyl group, imidazolyl group or thienyl group may be optionally substituted with a halogen atom, a cyano group, a nitro group, a dimethylamino group, a diphenylamino group, an alkoxy group having 1 to 3 carbon atoms, an alkyl group having 1 to 10 carbon atoms, or a halogenated alkyl group that has 1 to 10 carbon atoms and may be optionally substituted with a fluorine or chlorine atom), a group represented by the formula (2) or a group represented by the formula (3),
- [wherein E represents a hydrogen atom, a substituted silyl group, a phenyl group, a naphthyl group, a pyridyl group, a pyrimidinyl group, a pyridazinyl group, a pyrazinyl group, a furanyl group, a pyrollyl group, a pyrazolyl group, an imidazolyl group or a thienyl group (provided that said phenyl group, naphthyl group, pyridyl group, pyrimidinyl group, pyridazinyl group, pyrazinyl group, furanyl group, pyrollyl group, pyrazolyl group, imidazolyl group or thienyl group may be optionally substituted with a halogen atom, a cyano group, a nitro group, a dimethylamino group, a diphenylamino group, an alkoxy group having 1 to 3 carbon atoms, an alkyl group having 1 to 10 carbon atoms, or a halogenated alkyl group that has 1 to 10 carbon atoms and may be optionally substituted with a fluorine or chlorine atom),
- R7 and R8 independently represent an alkyl group having 1 to 10 carbon atoms],
- R10 and R11 independently represent a hydrogen atom or an alkyl group having 1 to 10 carbon atoms,
- Y3 to Y5 independently represent a benzene ring, a naphthalene ring, an anthracene ring, a phenanthrene group, a phenarene ring, a fluorene ring, a triphenylene ring, a pyrene ring, a perylene ring, a pyridine ring, a pyrimidine ring, a pyridazine ring, a pyrazine ring, a furan ring, a pyrrole ring, a pyrazole ring, an imidazole ring, a thiophene ring, a benzothiadiazole ring, a thieno[3,4-b]pyrazine ring, a furo[3,4-b]pyrazine ring or a 6H-pyrrolo[3,4-b]pyrazine ring (provided that these rings may be optionally substituted with a phenyl group, a halogen atom, a cyano group, a nitro group, a dimethylamino group, a diphenylamino group, an alkoxy group having 1 to 3 carbon atoms, an alkyl group having 1 to 10 carbon atoms or a halogenated alkyl group that has 1 to 10 carbon atoms and may be optionally substituted with a fluorine atom or a chlorine atom),
- Z2 represents a trivalent aryl group, a group represented by the following formula (6) or a group represented by the following formula (7)
- d1 to d3 are independently 0 or 1, and
- k1 to k3 are independently an integer of 1 to 5}.
Dependencies are inferred from the claim text.