Optical recording medium

An optical recording medium comprising a recording layer and an optical reflection layer formed on a light transmitting substrate, wherein the recording layer consists essentially of pigments and one or more singlet oxygen quenchers, wherein the pigments consist of at least one compound of Structural Formula VII, at least one compound of Structural Formula VIII, at least one compound of Structural Formula IX, and at least one compound of Structural Formula X:

• Structural Formula VII:
• A7-CH═B7
• X−
• wherein X— is selected from the group consisting of Br−, I−, ClO4−, BF4−, PF6−, and SbF6−;
• A7 is an atomic group expressed by Chemical Formula 31;
• B7 is an atomic group expressed by Chemical Formula 32
• wherein, R20 is selected from the group consisting of alkyl group, alkoxy group, and aryl group;
• R21 and R22 are independently selected from the group consisting of hydrogen atom, alkyl group, alkoxy group, amino group, nitro group, cyano group, aryl group, alkoxycarbonyl group, sulfonylalkyl group, and halogen atom;
• when a molecule contains a plurality of R21 or R22, the R21 or R22 may be either identical substituents or different substituents;
• n is 1 or 2;
• m is 1, 2, 3, or 4;
• Structural Formula VIII:
• A8-CH═CH-B8
• X−
• wherein X− is selected from the group consisting of Br−, I−, ClO4−, BF4−, PF6−, and SbF6−;
• A8 is a moiety selected from the group consisting of Chemical Formulae 33 to 36;
• B8 is a moiety expressed by Chemical Formula 37;
• wherein, R23 is selected from the group consisting of alkyl group, alkoxy group, and aryl group;
• R24 and R25 are independently selected from the group consisting-of hydrogen atom, alkyl group, alkoxy group, amino group, nitro group, cyano group, aryl group, alkoxycarbonyl group, sulfonylalkyl group, and halogen atom;
• when a molecule contains a plurality of R24 or R25, the R24 or R25 may be either identical substituents or different substituents;
• n is 1 or 2;
• m is 1, 2, 3, or 4;
• Structural Formula IX:
• A9-CH═CH—CH═B9
• X−
• wherein X− is selected from the group consisting of Br−, I−, ClO4−, BF4−, PF631 , and SbF6−A9 is a moiety selected from the group consisting of Chemical Formulae 38 to 44;
• B9 is a moiety selected from the group consisting of Chemical Formulae 45 and 46;
• wherein, R27 is selected from the group consisting of alkyl group, alkoxy group, and aryl group;
• R28 and R29 are independently selected from the group consisting of hydrogen atom, alleyl group, alkoxy group, amino group, nitro group, cyano group, aryl group, alkoxycarbonyl group, sulfonylalkyl group, and halogen atom;
• when a molecule contains a plurality of R28 or R29, the R28 or R29 may be either identical substituents or different substituents;
• n is 1 or 2;
• m is 1, 2, 3, or 4;
• Structural Formula X:
• A10-CH═CH—CH═CH-B10
• X−
• wherein X− is selected from the group consisting of Br−, I−, ClO4−, BF4−, PF6−, and SbF6−;
• A10 is a moiety selected from the group consisting of Chemical Formulae 47 to 53, and B10 is a moiety selected from the group consisting of Chemical Formulae 54 and 55;
• wherein, R30 is selected from the group consisting of alkyl group, alkoxy group, and aryl group;
• R31 and R32 are independently selected from the group consisting of hydrogen atom, alkyl group, alkoxy group, amino group, nitro group, cyano group, aryl group, alkoxycarbonyl group, sulfonylalkyl group, and halogen atom;
• when a molecule contains a plurality of R31 or R32, the R31 or R32 may be either identical substituents or different substituents;
• n is 1 or 2;
• m is 1, 2, 3, or 4;
• the singlet oxygen quencher are selected from the group consisting of a nickel metal complex compound, a copper complex compound, a hindered amine compound, an aromatic amine compound, and an aromatic immonium chloride compound;
• the recording layer having a thickness of 50 to 1000 nm;
• wherein the recording layer is capable of recording and reproduction with a laser beam having a wavelength from 630 nm to 650 nm;
• and
• wherein the optical recording medium has a signal modulation degree of 60% or higher and an unrecorded area has a reflection ratio of approximately 50% when measured with a laser beam having a wavelength of 640 nm;
• wherein the dependence of the reflection ratio to the wavelength of the laser beam is 640 nm in comparison to the dependence of the reflection ratio to the wavelength of the laser beam outside the range.

An optical recording medium comprising a recording layer and an optical reflection layer formed on a light transmitting substrate selected from the group consisting of a polymetal resin, polycarbonate resin, and polyolefin resin, wherein the recording layer consists essentially of pigments and singlet one or more oxygen quenchers, wherein the pigments consist of at least one compound of Structural Formula XI, at least one compound of Structural Formula XII, and at least one compound of Structural Formula XIII:

• Structural Formula XI:
• A4-CH═B4
• X−
• wherein X− is selected from the group consisting of Br−, I−, ClO4−, BF4−, PF6−, and SbF6−, A4 is a selected from the group consisting of Chemical Formula 56, and B4 is moiety selected from the group consisting of Chemical Formulae 57 and 58;
• wherein, R10 is selected from the group consisting of alkyl group, alkoxy group, and aryl group;
• R11 and R12 are independently selected from the group consisting of hydrogen atom, alkyl group, alkoxy group, amino group, nitro group, cyano group, aryl group, alkoxycarbonyl group, sulfonylalkyl group, and halogen atom;
• when a molecule contains a plurality of R11 or R12, the R11 or R12 may be either identical substituents or different substituents;
• n is 1 or 2;
• m is 1, 2, 3, or 4;
• Structural Formula XII:
• A5-CH═CH-B5
• X−
• wherein X− is selected from the group consisting of Br−, I−, ClO4−, BF4−, PF6−, and SbF6−, A5is a moiety selected from the group consisting of Chemical Formulae 59 to 64, and B5 is a moiety selected from the group consisting of Chemical Formula 65;
• wherein, R13 is selected from the group consisting of alkyl group, alkoxy group, and aryl group;
• R14 and R15 are independently selected from the group consisting of hydrogen atom, alkyl group, alkoxy group, amino group, nitro group, cyano group, aryl group, alkoxycarbonyl group, sulfonylalkyl group, and halogen atom;
• when a molecule contains a plurality of R14 and R15, the R14 and R15 may be either identical substituents or different substituents;
• n is 1 or 2;
• m is 1, 2, 3, or 4;
• Structural Formula XIII:
• A6-CH═C(Y3)—CH═B6
• X−
• wherein X− is selected from the group consisting of Br−, I−, ClO4−, BF4−, PF6−, and SbF6−, A6 is a moiety selected from the group consisting of Chemical Formulae 66 to 68, and B6 is a moiety selected from the group consisting of Chemical Formulae 69 and 70;
• Y3 is selected from the group consisting of hydrogen atom, alkyl group, and halogen atom;
• wherein, R16 and R18 are selected from the group consisting of alkyl group, alkoxy group, and aryl group;
• R17 and R19 are selected from the group consisting of hydrogen atom, alkyl group, alkoxy group, amino group, nitro group, cyano group, aryl group, alkoxycarbonyl group, sulfonylalkyl group, and halogen atom;
• when a molecule contains a plurality of R17 or R19, the R17 or R19 may be either identical substituents or different substituents;
• m is 1, 2, 3, or 4;
• the singlet oxygen quenchers are selected from the group consisting of a nickel metal complex compound, a copper complex compound, a hindered amine compound, an aromatic amine compound, and an aromatic immonium chloride compound;
• the recording layer having a thickness of 50 to 1000 nm;
• and
• wherein the recording layer is capable of recording and reproduction with a laser beam having a wavelength from 630 nm to 650 nm.

An optical recording medium comprising a recording layer and an optical reflection layer formed on a light transmitting substrate, wherein the recording layer consists essentially of pigments and one or more singlet oxygen quenchers, wherein the pigments consist of one or more compounds of Structural Formula XIV, one or more compounds of Structural Formula XV, one or more compounds of Structural Formula XVI, and one or more compounds of Structural Formula XVII:

• Structural Formula XIV:
• A7-CH═B7
• X−
• wherein X− is selected from the group consisting of Br−, I−, ClO4−, BF4−, PF6−, and SbF6−;
• A7 is a moiety expressed by Chemical Formula 71;
• B7 is a moiety expressed by Chemical Formula 72;
• wherein, R20 is selected from the group consisting of alkyl group, alkoxy group, and aryl group;
• R21 and R22 are independently selected from the group consisting of hydrogen atom, alkyl group, alkoxy group, amino group, nitro group, cyano group, aryl group, alkoxycarbonyl group, sulfonylalkyl group, and halogen atom;
• when a molecule contains a plurality of R21 or R22 the R21 or R22 may be either identical substituents or different substituents;
• n is 1 or 2;
• m is 1, 2, 3, or 4;
• Structural Formula XV:
• A8-CH═CH-B8
• X−
• wherein X— is selected from the group consisting of Br−, I−, ClO4−, BF4−, PF6−, and SbF6−, A8 is an atomic group selected from the group consisting of Chemical Formulae 73 to 76, and B8 is an atomic group expressed by Chemical Formula 77;
• wherein, R23 is selected from the group consisting of alkyl group, alkoxy group, and aryl group R24, R25 are independently selected from the group consisting of hydrogen atom, alkyl group, alkoxy group, amino group, nitro group, cyano group, aryl group, alkoxycarbonyl group, sulfonylalkyl group, and halogen atom;
• when a molecule contains a plurality of R24 or R25, the R24 or R25 may be either identical substituents or different substituents;
• n is 1 or 2;
• m is 1, 2, 20 3, or 4;
• Structural Formula XVI:
• A9-CH═CH—CH═B9
• X−
• wherein X− is selected from the group consisting of Br−, I−, ClO4−, BF4−, PF6−, and SbF6−, A9 is a moiety selected from the group consisting of Chemical Formulae 78 to 84;
• B9 is a moiety selected from the group consisting of Chemical Formulae 85 and 86;
• wherein, R27 is selected from the group consisting of an alkyl group, alkoxy group, and aryl group;
• R28 and R29 are selected from the group consisting of a hydrogen atom, alkyl group, alkoxy group, amino group, nitro group, cyano group, aryl group, alkoxycarbonyl group, sulfonylalkyl group, halogen atom;
• when a molecule contains a plurality of R28 or R29, the R28 or R29 may be either identical substituents or different substituents;
• n is 1 or 2;
• m is 1, 2, 3, or 4;
• Structural Formula XVII:
• A10-CH═CH—CH═CH-B10
• X−
• wherein X− is selected from the group consisting of Br−, I−, ClO4−, BF4−, PF6−, and SbF6−;
• A10 is a moiety selected from the group consisting of Chemical Formulae 87 to 93, and B10 is a moiety selected from the group consisting of Chemical Formulae 94 and 95;
• wherein, R30 is selected from the group consisting of an alkyl group, alkoxy group, and aryl group;
• R31 and R32 are independently selected from the group consisting of a hydrogen atom, alkyl group, alkoxy group, amino group, nitro group, cyano group, aryl group, alkoxycarbonyl group, sulfonylalkyl group, and halogen atom;
• when a molecule contains a plurality of R31 or R32, the R31 or R32 may be either identical substituents or different substituents;
• n is 1 or 2;
• m is 1, 2, 3, or 4;
• wherein the recording layer is capable of recording and reproduction with a laser beam having a wavelength from 630 nm to 650 nm;
• the singlet oxygen quenchers are selected from the group consisting of a nickel metal complex compound, a copper complex compound, a hindered amine compound, an aromatic amine compound, and an aromatic immonium chloride compound;
• the recording layer having a thickness of 50 to 1000 nm;
• wherein the optical recording medium has a signal modulation degree of 60% or higher and an unrecorded area has a reflection ratio of approximately 50% when measured with a laser beam having a wavelength of 640 nm;
• and
• wherein the dependence of the reflection ratio to the wavelength of the laser beam is 640 nm in comparison to the dependence of the reflection ratio to the wavelength of the laser beam outside the range.

An optical recording medium comprising a recording layer and an optical reflection layer and a light transmitting substrate, wherein the recording layer consists essentially of:

• (a) one or more compounds of Structural Formula XVIII, one or more compounds of Structural Formula XIX, and one or more compounds of Structural Formula XX together with
• (b) one or more compounds of Structural Formula XXI, one or more compounds of Structural Formula XXII, one or more compounds of Structural Formula XXIII, or one or more compounds of Structural Formula XXIV:
• Structural Formula XVIII:
• A4-CH═B4
• X−
• wherein X− is selected from the group consisting of Br−, I−, ClO4−, BF4−, PF6−, and SbF6−;
• A4 is an atomic group expressed by Chemical Formula 96;
• and B4 is an atomic group selected from the group consisting of Chemical Formulae 97 and 98;
• wherein, R10 is selected from the group consisting of an alkyl group, alkoxy group, and aryl group;
• R11 and R12 are independently selected from the group consisting of a hydrogen atom, alkyl group, alkoxy group, amino group, nitro group, cyano group, aryl group, alkoxycarbonyl group, sulfonylalkyl group, and halogen atom;
• when a molecule contains a plurality of R11 or R12, the R11 or R12 may be either identical substituents or different substituents;
• n is 1 or 2;
• m is 1, 2, 3, or 4;
• Structural Formula XIX:
• A5-CH═CH-B5
• X−
• wherein X− is selected from the group consisting of Br—, I—, ClO4−, BF4−, PF6−, and SbF6−;
• A5 is an atomic group selected from the group consisting of Chemical Formulae 99 to 104;
• and B5 is an atomic group expressed by Chemical Formula 105;
• wherein, R13 is selected from the group consisting of an alkyl group, alkoxy group, and aryl group;
• R14 and R15 are independently selected from the group consisting of a hydrogen atom, alkyl group, alkoxy group, amino group, nitro group, cyano group, aryl group, alkoxycarbonyl group, sulfonylalkyl group, and halogen atom;
• when a molecule contains a plurality of R14 or R15, the R14 or R15 may be either identical substituents or different substituents;
• n is 1 or 2;
• m is 1, 2, 3, or 4;
• Structural Formula XX:
• A6-CH═C(Y3)—CH═B6
• X−
• wherein X− is selected from the group consisting of Br−, I−, ClO4−, BF4−, PF6−, and SbF6−;
• A6 is moiety selected from the group consisting of Chemical Formulae 106 to 108;
• B6 is a moiety selected from the group consisting of Chemical Formulae 109 and 110;
• Y3 is selected from the group consisting of a hydrogen atom, alkyl group, or halogen atom;
• wherein, R16 and R18 are selected from the group consisting of an alkyl group, alkoxy group, and aryl group;
• R17 and R19 are independently selected from the group consisting of a hydrogen atom, alkyl group, alkoxy group, amino group, nitro group, cyano group, aryl group, alkoxycarbonyl group, sulfonylalkyl group, and halogen atom;
• when a molecule contains a plurality of R17 or R19, the R17 or R19 may be either identical substituents or different substituents;
• n is 1 or 2;
• m is 1, 2, 3, or 4;
• Structural Formula XXI:
• A7-CH═B7
• X−
• wherein X− is selected from the group consisting of Br−, I−, ClO4−, BF4−, PF6−, and SbF6−;
• A7 is an atomic group expressed by Chemical Formula 111;
• and B7 is an atomic group expressed by Chemical Formula 112;
• wherein, R20 is selected from the group consisting of an alkyl group, alkoxy group, and aryl group;
• R21 and R22 are independently selected from the group consisting of a hydrogen atom, alkyl group, alkoxy group, amino group, nitro group, cyano group, ayrl group, alkoxycarbonyl group, sulfonylalkyl group, and halogen atom;
• when a molecule contains a plurality of R21 or R22, the R21 or R22 may be either identical substituents or different substituents;
• n is 1 or 2;
• m is 1, 2, 3, or 4;
• Structural Formula XXII:
• A8-CH═CH-B8
• X−
• wherein X− is selected from the group consisting of Br—, I—, ClO4−, BF4−, PF6−, and SbF6−;
• A8 is a moiety selected from the group consisting of Chemical Formulae 113 to 116;
• B8 is a moiety of Chemical Formula 117;
• wherein, R23 is selected from the group consisting of an alkyl group, alkoxy group, and aryl group;
• R24 and R25 are independently selected from the group consisting of a hydrogen atom, alkyl group, alkoxy group, amino group, nitro group, cyano group, aryl group, alkoxycarbonyl group, sulfonylalkyl group, and halogen atom;
• when a molecule contains a plurality of R24 or R25, the R24 or R25 may be either identical substituents or different substituents;
• n is 1 or 2;
• m is 1, 2, 3, or 4;
• Structural Formula XXIII:
• A9-CH═CH—CH═B9
• X−
• wherein X− is selected from the group consisting of Br−, I−, ClO4−, BF4−, PF6−, and SbF6−;
• A9 is a moiety selected from the group consisting of Chemical Formulae 118 to 124;
• B9 is a moiety selected from the group consisting of Chemical Formulae 125 and 126;
• wherein, R27 is selected from the group consisting of an alkyl group, alkoxy group, and aryl group;
• R28 and R29 are independently selected from the group consisting of a hydrogen atom, alkyl group, alkoxy group, amino group, nitro group, cyano group, aryl group, alkoxycarbonyl group, sulfonylalkyl group, and halogen atom;
• when a molelcule contains a plurality of R28 or R29, the R28 or R29 may be either identical substituents or different substituents;
• n is 1 or 2;
• m is 1, 2, 3, or 4;
• Structural Formula XXIV:
• A10-CH═CH—CH═CH-B10
• X−
• wherein X− is selected from the group consisting of Br−, I−, ClO4−, BF4−, PF6−, and SbF6−;
• A10 is an atomic group selected from the group consisting of Chemical Formulae 127 to 133;
• B10 is an atomic group selected from the group consisting of Chemical Formulae 134 and 135;
• wherein, R30 is selected from the group consisting of an alkyl group, alkoxy group, and aryl group;
• R31 and R32 are independently selected from the group consisting of a hydrogen atom, alkyl group, alkoxy group, amino group, nitro group, cyano group, aryl group, alkoxycarbonyl group, sulfonylalkyl group, and halogen atom;
• when a molecule contains a plurality of R31 or R32, the R31 or R32 may be either identical substituents or different substituents;
• n is 1 or 2;
• m is 1, 2, 3, or 4;
• wherein the recording layer is capable of recording and reproduction with a laser beam having a wavelength from 630 nm to 650 nm;
• and one or more singlet oxygen quenchers selected from the group consisting of a nickel metal complex compound, a copper complex compound, a hindered amine compound, an aromatic amine compound, and an aromatic immonium chloride compound;
• the recording layer having a thickness of 50 to 1000 nm;
• wherein the optical recording medium has a signal modulation degree of 60% or higher and an unrecorded area has a reflection ratio of approximately 50% when measured with a laser beam having a wavelength of 640 nm;
• and
• wherein the dependence of the reflection ratio to the wavelength of the laser beam is 640 nm in comparison to the dependence of the reflection ratio to the wavelength of the laser beam outside the range.