Aminostyrylanthracene compound, synthetic intermediate thereof, and process for production thereof
AssigneeSony Corporation
InventorsMari Ichimura, Tadashi Ishibashi, Shinichiro Tamura
Life of this patent
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Abstract
This invention is an aminostyrylanthracene compound represented by, for example, the following general formula [I]. This compound is produced by condensation from a corresponding aminobenzaldehyde and a phosphonic ester or phosphonium salt. 1 [where, in the general formula [I] above, R2 represents an unsubstituted aryl group, R1 represents an aryl group which may have a variety of substituents, and R3 to R5 each represent a hydrogen atom, a cyano group, or a hydrocarbon group.]
Claims40
An aminostyrylanthracene compound represented by the following general formula [I], [II], [III], or [IV].
- 72
- [where, in the general formula [I] above, R2 represents an unsubstituted aryl group, R1 represents an aryl group represented by the following general formula (1),
- 73
- (where, in the general formula (1) above, R6, R7, R8, R9, and R10 are identical or different groups, each representing a hydrogen atom, a saturated or unsaturated hydrocarbon oxy group having one or more carbons, a hydrocarbon group, a hydrocarbon amino group, a fluoroalkyl group, or an aryl group which may have a substituent.),
- R3 and R4 are identical or different groups, at least one of them being a hydrogen atom, a cyano group, a fluoroalkyl group, a nitro group, or a halogen atom, and R5 represents a hydrogen atom, a saturated or unsaturated hydrocarbon group having one or more carbons, or an aryl group which may have a substituent.]
- 74
- [where, in the general formula [II] above, R11 and R12 are identical or different groups, each representing an aryl group represented by the following general formula (2),
- 75
- (where, in the general formula (2) above, R6, R17, R18, R19, and R20 are identical or different groups, each representing a hydrogen atom, a saturated or unsaturated hydrocarbon oxy group having one or more carbons, a hydrocarbon group, a hydrocarbon amino group, a fluoroalkyl group, or an aryl group which may have a substituent.),
- R13 and R14 are identical or different groups, at least one of them being a hydrogen atom, a cyano group, a fluoroalkyl group, a nitro group, or a halogen atom, and R15 represents a hydrogen atom, a saturated or unsaturated hydrocarbon group having one or more carbons, or an aryl group which may have a substituent.]
- 76
- [where, in the general formula [III] above, R21 represents an aryl group represented by the following general formula (3),
- 77
- (where, in the general formula (3) above, R26, R27, R28, R29, and R 30 are identical or different groups, each representing a hydrogen atom, a saturated or unsaturated hydrocarbon oxy group having one or more carbons, a hydrocarbon group, a hydrocarbon amino group, or a fluoroalkyl group.),
- R22 represents an aryl group represented by the following general formula (4),
- 78
- (where, in the general formula (4) above, R31, R32, R33, R34, R35, R36, and R37 are identical or different groups, each representing a hydrogen atom, a saturated or unsaturated hydrocarbon oxy group having one or more carbons, a hydrocarbon group, a hydrocarbon amino group, a fluoroalkyl group, or an aryl group which may have a substituent.),
- R23 and R24 are identical or different groups, at least one of them being a hydrogen atom, a cyano group, a fluoroalkyl group, a nitro group, or a halogen atom, and R25 represents a hydrogen atom, a saturated or unsaturated hydrocarbon group having one or more carbons, or an aryl group which may have a substituent.]
- 79
- [where, in the general formula [IV] above, R38 and R39 are identical or different groups, at least one of them being a hydrogen atom or a saturated or unsaturated hydrocarbon group having one or more carbons, R40 and R41 are identical or different groups, each representing a hydrogen atom, a cyano group, a fluoroalkyl group, a nitro group, or a halogen atom, and R42 represents a hydrogen atom, a saturated or unsaturated hydrocarbon group having one or more carbons, or an aryl group which may have a substituent.]
A process for producing an aminostyrylanthracene compound which comprises consensing an aminobenzaldehyde represented by the following general formula [V] with a phosphonic ester represented by the following general formula [VI] or a phosphonium salt represented by the following general formula [VII], thereby giving an aminostyrylanthracene compound represented by the following general formula [I], [II], [III], or [IV].
- 113
- (where, in the general formula [V] above, R103 and R104 each represent the group corresponding to the following R1, R2, R11, R12, R21, R22, R38, or R39.)
- 114
- (where, in the general formulas [VI] and [VII] above, R105 represents a hydrocarbon group, R106 and R107 each represent the group corresponding to the following R3, R4, R13, R14, R23, R24, R40, or R41, R108 represents the group corresponding to the following R5, R16, R25, or R42, and X represents a halogen atom.)
- 115
- [where, in the general formula [I] above, R2 represents an unsubstituted aryl group, R1 represents an aryl group represented by the following general formula (1),
- 116
- (where, in the general formula (1) above, R6, R7, R8, R9, and R10 are identical or different groups, each representing a hydrogen atom, a saturated or unsaturated hydrocarbon oxy group having one or more carbons, a hydrocarbon group, a hydrocarbon amino group, a fluoroalkyl group, or an aryl group which may have a substituent.),
- R3 and R4 are identical or different groups, at least one of them being a hydrogen atom, a cyano group, a fluoroalkyl group, a nitro group, or a halogen atom, and R5 represents a hydrogen atom, a saturated or unsaturated hydrocarbon group having one or more carbons, or an aryl group which may have a substituent.]
- 117
- [where, in the general formula [II] above, R11, and R12 are identical or different groups, each representing an aryl group represented by the following general formula (2),
- 118
- (where, in the general formula (2) above, R16, R17, R18, R19, and R20 are identical or different groups, each representing a hydrogen atom, a saturated or unsaturated hydrocarbon oxy group having one or more carbons, a hydrocarbon group, a hydrocarbon amino group, a fluoroalkyl group, or an aryl group which may have a substituent.),
- R13 and R14 are identical or different groups, at least one of them being a hydrogen atom, a cyano group, a fluoroalkyl group, a nitro group, or a halogen atom, and R15 represents a hydrogen atom, a saturated or unsaturated hydrocarbon group having one or more carbons, or an aryl group which may have a substituent.]
- 119
- [where, in the general formula [III] above, R21 represents an aryl group represented by the following general formula (3),
- 120
- (where, in the general formula (3) above, R26, R27, R28, R29, and R30 are identical or different groups, each representing a hydrogen atom, a saturated or unsaturated hydrocarbon oxy group having one or more carbons, a hydrocarbon group, a hydrocarbon amino group, or a fluoroalkyl group.),
- R22 represents an aryl group represented by the following general formula (4)
- 121
- (where, in the general formula (4) above, R31, R32, R33, R34, R35, R36, and R37 are identical or different groups, each representing a hydrogen atom, a saturated or unsaturated hydrocarbon oxy group having one or more carbons, a hydrocarbon group, a hydrocarbon amino group, a fluoroalkyl group, or an aryl group which may have a substituent.),
- R23 and R24 are identical or different groups, at least one of them being a hydrogen atom, a cyano group, a fluoroalkyl group, a nitro group, or a halogen atom, and R represents a hydrogen atom, a saturated or unsaturated hydrocarbon group having one or more carbons, or an aryl group which may have a substituent.]
- 122
- [where, in the general formula [IV] above, R38 and R39 are identical or different groups, at least one of them being a hydrogen atom or a saturated or unsaturated hydrocarbon group having one or more carbons, R40 and R41 are identical or different groups, at least of them being a hydrogen atom, a cyano group, a fluoroalkyl group, a nitro group, or a halogen atom, and R42 represents a hydrogen atom, a saturated or unsaturated hydrocarbon group having one or more carbons, or an aryl group which may have a substituent.]
A phosphonic ester or phosphonium salt represented by the following general formula [VI] or [VII].
- 159
- (where, in the general formulas [VI] and [VII] above, R105 represents a hydrocarbon group, R106 and R107 are identical or different groups, at least one of them representing a hydrogen atom, cyano group, fluoroalkyl group, nitro group, or halogen atom, R108 represents a hydrogen atom, a saturated or unsaturated hydrocarbon group having one or more carbons, or an aryl group which may have a substituent, and X represents a halogen atom.)
A process for producing a phosphonic ester or phosphonium salt, which comprises reacting a halogenated aryl compound represented by the following general formula [VIII] with a trialkyl phosphite represented by the following general formula [IX] or triphenylphosphine (PPh3), thereby giving a phosphonic ester or phosphonium salt represented by the following general formula [VI] or [VII].
- 163
- (where, in the general formula [VIII] above, R106 and R107 are identical or different groups, at least one of them representing a hydrogen atom, cyano group, fluoroalkyl group, nitro group, or halogen atom, R108 represents a hydrogen atom, a saturated or unsaturated hydrocarbon group having one or more carbons, or an aryl group which may have a substituent, and X represents a halogen atom.)
- General formula [IX]
- P(OR105)3
- (where, in the general formula [IX] above, R105 represents a hydrocarbon group.)
- 164
- (where, in the general formulas [VI] and [VII] above, R105, R106, R107, R108, and X are defined as above.)
An halogenated aryl compound represented by the following general formula [VIII].
- 168
- (where, in the general formula [VIII] above, R106 and R107 are identical or different, groups, at least one of them representing a hydrogen atom, cyano group, fluoroalkyl group, nitro group, or halogen atom, R108 represents a hydrogen atom, a saturated or unsaturated hydrocarbon group having one or more carbons, or an aryl group which may have a substituent, and X represents a halogen atom.)
A process for producing a halogenated aryl compound which comprises reacting an anthracene compound represented by the following general formula [X] with an N-halogenated succinimide represented by the following general formula [XI], thereby giving a halogenated aryl compound represented by the following general formula [VIII].
- 169
- (where, in the general formula [X] above, R106 and R107 are identical or different groups, at least one of them representing a hydrogen atom, cyano group, fluoroalkyl group, nitro group, or halogen atom, R108 represents a hydrogen atom, a saturated or unsaturated hydrocarbon group having one or more carbons, or an aryl group which may have a substituent.)
- 170
- (where, in the general formula [XI] above, X represents a halogen atom.)
- 171
- (where, in the general formula [VIII] above, R106, R107, R108, and X are defined as above.)
Dependencies are inferred from the claim text.