Optical recording medium and recording and/or reproduction method using the same

• US 6,057,020 A
• Filed: 04/27/1998
• Issued: 05/02/2000
• Est. Priority Date: 04/28/1997
• Status: Expired due to Fees

• Current Assignee: Ricoh Company Limited
• Original Assignee: Ricoh Company Limited
• Inventors: Sato, Tsutomu, Sasa, Noboru, Higashi, Yasuhiro, Ueno, Yasunobu, Tomura, Tatsuya
• Primary Examiner(s): MULVANEY, ELIZABETH EVANS
• Application Number:
  US09/066,735
• Time in Patent Office: 736 Days
• Field of Search: 428/64.1, 428/64.2, 428/64.4, 428/64.8, 428/913, 430/270.14, 430/270.16, 430/270.18, 430/495.1, 430/945, 369/283, 369/288
• US Class Current: 428/64.1
• CPC Class Codes: G11B 7/00455 involving reflectivity, absorption or colour changes
• CPC Class Codes: G11B 7/0052 involving reflectivity, absorption or colour changes
• CPC Class Codes: G11B 7/244 comprising organic materials only
• CPC Class Codes: G11B 7/2467 azo-dyes
• CPC Class Codes: G11B 7/248 porphines; azaporphines, e.g. phthalocyanines
• CPC Class Codes: G11B 7/249 containing organometallic compounds G11B7/246 takes precedence
• CPC Class Codes: Y10S 428/913 Material designed to be responsive to temperature, light, moisture
• CPC Class Codes: Y10S 430/146 Laser beam
• CPC Class Codes: Y10T 428/21 Circular sheet or circular blank

Abstract

An optical recording medium has a substrate and a recording layer which is formed on the substrate and contains an azo metal chelate compound including an azo moiety of formula (I) and a bivalent or trivalent metal; ##STR1## wherein X is OH group, CooH group or CONH₂ group; Y is a residual group forming a heterocyclic ring in combination with nitrogen atoms bonded thereto; and Z is a residual group forming an aromatic ring in combination with carbon atoms bonded thereto. In addition, there is provided a method of recording information and reproducing the information using the above-mentioned optical recording medium.

Claims

1. An optical recording medium comprising a substrate and a recording layer formed thereon comprising an azo metal chelate compound which comprises an azo moiety of formula (I) and a bivalent or trivalent metal:

##STR15## wherein X is OH group, COOH group or CONH₂ group;

Y is a residual group forming a heterocyclic ring in combination with nitrogen atoms bonded thereto; and

Z is a residual group forming an aromatic ring in combination with carbon atoms bonded thereto, wherein said azo metal chelate compound exhibits a maximum absorption in a wavelength range of 450 to 630 nm.

2. The optical recording medium as claimed in claim 1, further comprising an undercoat layer which is provided between said substrate and said recording layer.

3. The optical recording medium as claimed in claim 1, further comprising a protective layer which is overlaid on said recording layer.

4. The optical recording medium as claimed in claim 1, further comprising a reflection layer which is overlaid on said recording layer.

5. The optical recording medium as claimed in claim 4, further comprising a protective layer which is overlaid on said reflection layer.

6. An optical recording medium comprising a substrate and a recording layer formed thereon comprising an azo metal chelate compound and a bivalent or trivalent metal, wherein the azo moiety of said azo metal chelate compound is represented by formula (II):

##STR16## wherein R¹ is a hydrogen atom or an alkyl group;

R² and R³ are each independently a hydrogen atom, an alkyl group which may have a substituent, an aryl group which may have a substituent, an alkenyl group which may have a substituent, a halogen atom, nitro group or cyano group, and R² and R³ may form a ring together;

X is OH group, COOH group or CONH₂ group; and

Z is a residual group forming an aromatic ring in combination with carbon atoms bonded thereto.

7. The optical recording medium as claimed in claim 6, wherein said azo moiety of said azo metal chelate compound is represented by formula (IV):

##STR17## wherein R¹ is a hydrogen atom or an alkyl group;

R² and R³ are each independently a hydrogen atom, an alkyl group which may have a substituent, an aryl group which may have a substituent, an alkenyl group which may have a substituent, a halogen atom, nitro group or cyano group, and R² and R³ may form a ring together;

R⁵ to R⁸ are each independently a hydrogen atom, an alkyl group which may have a substituent, an aryl group which may have a substituent, an alkenyl group which may have a substituent, an alkylalkoxyl group which may have a substituent, an alkylamino group which may have a substituent, a halogen atom, nitro group, cyano group, hydroxyl group, amino group, or methyl trifluoride group; and

X is OH group, COOH group or CONH₂ group.

8. An optical recording medium comprising a substrate and a recording layer formed thereon comprising an azo metal chelate compound and a bivalent or trivalent metal, wherein the azo moiety of said azo metal chelate compound is represented by the formula (III):

##STR18## wherein R⁴ is a hydrogen atom or an alkyl group;

X is OH group, COOH group or CONH₂ group; and

Z is a residual group forming an aromatic ring in combination with carbon atoms bonded thereto.

9. The optical recording medium as claimed in claim 8, wherein said azo moiety of said azo metal chelate compound is represented by formula (V):

##STR19## wherein R⁴ is a hydrogen atom or an alkyl group;

R⁹ to R¹² are each independently a hydrogen atom, an alkyl group which may have a substituent, an aryl group which may have a substituent, an alkenyl group which may have a substituent, an alkylalkoxyl group which may have a substituent, an alkylamino group which may have a substituent, a halogen atom, nitro group, cyano group, hydroxyl group, amino group, or methyl trifluoride group; and

X is OH group, COOH group or CONH₂ group.

10. An optical recording medium comprising a substrate and a recording layer formed thereon comprising an azo metal chelate compound which comprises an azo moiety of formula (I) and a bivalent or trivalent metal:

##STR20## wherein X is OH group. COOH group or CONH₂ group;

Y is a residual group forming a heterocyclic ring in combination with nitrogen atoms bonded thereto; and

Z is a residual group forming an aromatic ring in combination with carbon atoms bonded thereto, wherein said recording layer further comprises a dyestuff which exhibits a maximum absorption in a wavelength range of 680 to 750 nm.

11. The optical recording medium as claimed in claim 10, wherein said dyestuff is selected from the group consisting of a cyanine compound, a phthalo-cyanine compound, a triarylmethane compound and a diarylmethane compound.

12. A method of reproducing recorded information, which comprises the step of applying a laser beam in a wavelength range of 620 to 690 nm to an optical recording medium which comprises a substrate, a recording layer formed thereon, and a reflection layer formed on said recording layer, said recording layer comprising an azo metal chelate compound which comprises an azo moiety of formula (I) and a bivalent or trivalent metal:

##STR21## wherein X is OH group, COOH group or CONH₂ group;

Y is a residual group forming a heterocyclic ring in combination with nitrogen atoms bonded thereto; and

Z is a residual group forming an aromatic ring in combination with carbon atoms bonded thereto, wherein said azo metal chelate compound for use in said optical recording medium exhibits a maximum absorption in a wavelength range of 450 to 630 nm.

13. A method of reproducing recorded information, which comprises the step of applying a laser beam in a wavelength range of 620 to 690 nm to an optical recording medium which comprises a substrate, a recording layer formed thereon, and a reflection layer formed on said recording layer, said recording layer comprising an azo metal chelate compound and a bivalent or trivalent metal,

wherein the azo moiety of said azo metal chelate compound for use in said optical recording medium is represented by the formula (II):

##STR22## wherein R¹ is a hydrogen atom or an alkyl group;

R² and R³ are each independently a hydrogen atom, an alkyl group which may have a substituent, an aryl group which may have a substituent, an alkenyl group which may have a substituent, a halogen atom, nitro group or cyano group, and R² and R³ may form a ring together;

X is OH group, COOH group or CONH₂ group; and

Z is a residual group forming an aromatic ring in combination with carbon atoms bonded thereto.

14. The reproduction method as claimed in claim 13, wherein said azo moiety of said azo metal chelate compound is represented by formula (IV):

##STR23## wherein R¹ is a hydrogen atom or an alkyl group;

R² and R³ are each independently a hydrogen atom, an alkyl group which may have a substituent, an aryl group which may have a substituent, an alkenyl group which may have a substituent, a halogen atom, nitro group or cyano group, and R² and R³ may form a ring together;

R⁵ to R⁸ are each independently a hydrogen atom, an alkyl group which may have a substituent, an aryl group which may have a substituent, an alkenyl group which may have a substituent, an alkylalkoxyl group which may have a substituent, an alkylamino group which may have a substituent, a halogen atom, nitro group, cyano group, hydroxyl group, amino group, or methyl trifluoride group; and

X is OH group, COOH group or CONH₂ group.

15. A method of reproducing recorded information, which comprises the step of applying a laser beam in a wavelength range of 620 to 690 nm to an optical recording medium which comprises a substrate, a recording layer formed thereon, and a reflection layer formed on said recording layer, said recording layer comprising an azo metal chelate compound and a bivalent or trivalent metal, wherein the azo moiety of said azo metal chelate compound for use in said optical recording medium is represented by formula (III):

##STR24## wherein R⁴ is a hydrogen atom or an alkyl group;

X is OH group, COOH group or CONH₂ group; and

Z is a residual group forming an aromatic ring in combination with carbon atoms bonded thereto.

16. The reproduction method as claimed in claim 15, wherein said azo moiety of said azo metal chelate compound is represented by formula (V):

##STR25## wherein R⁴ is a hydrogen atom or an alkyl group;

R⁹ to R¹² are each independently a hydrogen atom, an alkyl group which may have a substituent, an aryl group which may have a substituent, an alkenyl group which may have a substituent, an alkylalkoxyl group which may have a substituent, an alkylamino group which may have a substituent, a halogen atom, nitro group, cyano group, hydroxyl group, amino group, or methyl trifluoride group; and

X is OH group, COOH group or CONH₂ group.

17. A method of reproducing recorded information, which comprises the step of applying a laser beam in a wavelength range of 620 to 690 nm to an optical recording medium which comprises a substrate, a recording layer formed thereon, and a reflection layer formed on said recording layer, said recording layer comprising an azo metal chelate compound which comprises an azo moiety of formula (I) and a bivalent or trivalent metal:

##STR26## wherein X is OH group, COOH group or CONH₂ group;

Y is a residual group forming a heterocyclic ring in combination with nitrogen atoms bonded thereto; and

Z is a residual group forming an aromatic ring in combination with carbon atoms bonded thereto,

wherein said recording layer of said optical recording medium further comprises a dyestuff which exhibits a maximum absorption in a wavelength range of 680 to 750 nm.

18. The reproduction method as claimed in claim 17, wherein said dyestuff is selected from the group consisting of a cyanine compound, a phthalocyanine compound, a triarylmethane compound and a diarylmethane compound.

19. A method of recording information and/or reproducing said recorded information, which comprises the step of applying a laser beam in a wavelength range of 620 to 690 nm to an optical recording medium which comprises a substrate, a recording layer formed thereon, and a reflection layer formed on said recording layer, said recording layer comprising an azo metal chelate compound which comprises an azo moiety of formula (I) and a bivalent or trivalent metal:

##STR27## wherein X is OH group, COOH group or CONH₂ group;

Y is a residual group forming a heterocyclic ring in combination with nitrogen atoms bonded thereto; and

Z is a residual group forming an aromatic ring in combination with carbon atoms bonded thereto, wherein said azo metal chelate compound exhibits a maximum absorption in a wavelength range of 450 to 630 nm.

20. A method of recording information and/or reproducing said recorded information, which comprises the step of applying a laser beam in a wavelength range of 620 to 690 nm to an optical recording medium which comprises a substrate, a recording layer formed thereon, and a reflection layer formed on said recording layer, said recording layer comprising an azo metal chelate compound and a bivalent or trivalent metal, wherein the azo moiety of said azo metal chelate compound for use in said optical recording medium is represented by formula (II):

##STR28## wherein R¹ is a hydrogen atom or an alkyl group;

R² and R³ are each independently a hydrogen atom, an alkyl group which may have a substituent, an aryl group which may have a substituent, an alkenyl group which may have a substituent, a halogen atom, nitro group or cyano group, and R² and R³ may form a ring together;

X is OH group, COOH group or CONH₂ group; and

Z is a residual group forming an aromatic ring in combination with carbon atoms bonded thereto.

21. The recording and/or reproduction method as claimed in claim 20, wherein said azo moiety of said azo metal chelate compound is represented by formula (IV):

##STR29## wherein R¹ is a hydrogen atom or an alkyl group;

R² and R³ are each independently a hydrogen atom, an alkyl group which may have a substituent, an aryl group which may have a substituent, an alkenyl group which may have a substituent, a halogen atom, nitro group or cyano group, and R² and R³ may form a ring together;

R⁵ to R⁸ are each independently a hydrogen atom, an alkyl group which may have a substituent, an aryl group which may have a substituent, an alkenyl group which may have a substituent, an alkylalkoxyl group which may have a substituent, an alkylamino group which may have a substituent, a halogen atom, nitro group, cyano group, hydroxyl group, amino group, or methyl trifluoride group; and

X is OH group, COOH group or CONH₂ group.

22. A method of recording information and/or reproducing said recorded information, which comprises the step of applying a laser beam in a wavelength range of 620 to 690 nm to an optical recording medium which comprises a substrate, a recording layer formed thereon, and a reflection layer formed on said recording layer, said recording layer comprising an azo metal chelate compound and a bivalent or trivalent metal, wherein the azo moiety of said azo metal chelate compound for use in said optical recording medium is represented by formula (III):

##STR30## wherein R⁴ is a hydrogen atom or an alkyl group;

X is OH group, COOH group or CONH₂ group; and

Z is a residual group forming an aromatic ring in combination with carbon atoms bonded thereto.

23. The recording and/or reproduction method as claimed in claim 22, wherein said azo moiety of said azo metal chelate compound is represented by formula (V):

##STR31## wherein R⁴ is a hydrogen atom or an alkyl group;

R⁹ to R¹² are each independently a hydrogen atom, an alkyl group which may have a substituent, an aryl group which may have a substituent, an alkenyl group which may have a substituent, an alkylalkoxyl group which may have a substituent, an alkylamino group which may have a substituent, a halogen atom, nitro group, cyano group, hydroxyl group, amino group, or methyl trifluoride group; and

X is OH group, COOH group or CONH₂ group.

24. A method of recording information and/or reproducing said information, which comprises the step of applying a laser beam in a wavelength range of 770 to 830 nm to an optical recording medium which comprises a substrate, a recording layer formed thereon, and a reflection layer formed on said recording layer, said recording layer comprising:

a dyestuff which exhibits a maximum absorption in a wavelength range of 680 to 750 nm, and

an azo metal chelate compound which comprises an azo moiety of formula (I) and a bivalent or trivalent metal;

##STR32## wherein X is OH group, COOH group or CONH₂ group;

Y is a residual group forming a heterocyclic ring in combination with nitrogen atoms bonded thereto; and

Z is a residual group forming an aromatic ring in combination with carbon atoms bonded thereto.

25. The recording and/or reproduction method as claimed in claim 24, wherein said dyestuff for use in said optical recording medium is selected from the group consisting of a cyanine compound, a phthalocyanine compound, a triarylmethane compound and a diarylmethane compound.