Optical information recording medium

• US 5,939,163 A
• Filed: 06/23/1997
• Issued: 08/17/1999
• Est. Priority Date: 06/21/1996
• Status: Expired due to Fees

• Current Assignee: Ricoh Company Limited
• Original Assignee: Ricoh Company Limited
• Inventors: Hgashi, Yasuhiro, Sasa, Noboru, Ueno, Yasunobu, Tomura, Tatsuya, Satou, Tsutomu
• Primary Examiner(s): MULVANEY, ELIZABETH EVANS
• Application Number:
  US08/880,405
• Time in Patent Office: 785 Days
• Field of Search: 428/64.1, 428/64.2, 428/64.4, 428/64.7, 428/64.8, 428/457, 428/913, 430/270.14, 430/270.15, 430/270.16, 430/270.17, 430/270.19, 430/495.1, 430/945, 369/283, 369/288
• US Class Current: 428/64.1
• CPC Class Codes: G11B 7/244 comprising organic materials only
• CPC Class Codes: G11B 7/2467 azo-dyes
• CPC Class Codes: G11B 7/2472 cyanine
• 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: G11B 7/2534 polycarbonates [PC]
• CPC Class Codes: G11B 7/2542 consisting essentially of organic resins
• CPC Class Codes: G11B 7/2595 based on gold
• 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 information recording medium which records at shorter laser wavelengths and has excellent light resistance and archival stability includes a supporting substrate and a recording layer coated on the substrate. The recording layer includes a metal chelated azo compound, the azo compound having the general formula (I): ##STR1## wherein X is NR⁶ group, oxygen or sulphur, wherein R⁶ is hydrogen or alkyl; Y is hydroxy, carboxy, or carbamoyl; each of R¹ -R⁵ is independently hydrogen, substituted or unsubstituted alkyl, substituted or unsubstituted aryl, substituted or unsubstituted alkenyl, alkoxy, amino, halogen, nitro, cyano, trifluoromethyl, or carboxy, with the proviso that all of R¹ -R⁵ are not simultaneously hydrogen; and the metal is a metal ion of Groups 3-12 of the Periodic Table.

Claims

1. An optical information recording medium, comprising:

a supporting substrate; and

a recording layer coated on said substrate;

wherein

said recording layer comprises a metal chelated azo compound, the azo compound having the general formula (I);

##STR18## wherein X is NR⁶ group, oxygen or sulphur, wherein R⁶ is hydrogen or alkyl;

Y is hydroxy, carboxy, or carbamoyl;

each of R¹ -R⁵ is independently hydrogen, substituted or unsubstituted alkyl, substituted or unsubstituted aryl, substituted or unsubstituted alkenyl, alkoxy, amino, halogen, nitro, cyano, trifluoromethyl, or carboxy, with the proviso that all of R¹ -R⁵ are not simultaneously hydrogen;

and the metal is a metal ion of Groups 3-12 of the Periodic Table.

2. The optical information recording medium of claim 1, wherein R² and R⁴ is each independently an electron donating group.

3. The optical information recording medium of claim 2, wherein said electron donating group is an alkyl, amino, or alkoxy group.

4. The optical information recording medium of claim 1, wherein R⁴ is an amino group of the formula NR⁷ R⁸, wherein R⁷ and R⁸ is each independently hydrogen, alkyl, or aryl.

5. The optical information recording medium of claim 1, wherein said recording layer further comprises an organic compound having a light absorption maximum between 680 and 750 nanometers.

6. The optical information recording medium of claim 5, wherein said organic compound is selected from the group consisting of cyanine dyes, phthalocyanine dyes, diarylmethane dyes, and triarylmethane dyes.

7. The optical information recording medium of claim 5, wherein said metal chelated azo compound and said organic compound are in a weight ratio of 10:

100-90;

100.

8. The optical information recording medium of claim 1, further comprising an undercoat layer between said supporting substrate and said recording layer.

9. The optical information recording medium of claim 1, further comprising a light reflecting layer coated on said recording layer.

10. The optical information recording medium of claim 1, further comprising a protective layer coated on an outermost surface of said recording medium.

11. A method of recording optical information, comprising:

irradiating with radiation having a wavelength between 630-720 nanometers,

an optical information recording medium, which comprises;

a supporting substrate; and

a recording layer coated on said substrate;

wherein

said recording layer comprises a metal chelated azo compound, the azo compound having the general formula (I);

##STR19## wherein X is NR⁶ group, oxygen or sulphur, wherein R⁶ is hydrogen or alkyl;

Y is hydroxy, carboxy, or carbamoyl;

each of R¹ -R⁵ is independently hydrogen, substituted or unsubstituted alkyl, substituted or unsubstituted aryl, substituted or unsubstituted alkenyl, alkoxy, amino, halogen, nitro, cyano, trifluoromethyl, or carboxy, with the proviso that all of R¹ -R⁵ are not simultaneously hydrogen;

and the metal is a metal ion of Groups 3-12 of the Periodic Table.

12. The method of claim 11, wherein R² and R⁴ is each independently an electron donating group.

13. The method of claim 12, wherein said electron donating group is an alkyl, amino, or alkoxy group.

14. The method of claim 11, wherein R⁴ is an amino group of the formula NR⁷ R⁸, wherein R⁷ and R⁸ is each independently hydrogen, alkyl, or aryl.

15. A method of recording optical information, comprising:

irradiating with radiation having a wavelength between 600-780 nanometers,

an optical information recording medium, which comprises;

a supporting substrate;

a recording layer coated on said substrate;

wherein

said recording layer comprises a metal chelated azo compound, the azo compound having the general formula (I);

##STR20## wherein X is NR⁶ group, oxygen or sulphur, wherein R⁶ is hydrogen or alkyl;

Y is hydroxy, carboxy, or carbamoyl;

each of R¹ -R⁵ is independently hydrogen, substituted or unsubstituted alkyl, substituted or unsubstituted aryl, substituted or unsubstituted alkenyl, alkoxy, amino, halogen, nitro, cyano, trifluoromethyl, or carboxy, with the proviso that all of R¹ -R⁵ are not simultaneously hydrogen;

and the metal is a metal ion of Groups 3-12 of the Periodic Table; and

an organic compound having a light absorption maximum at 680-750 nanometers.

16. The method of claim 15, wherein said recording layer further comprises an organic compound having a light absorption maximum between 680 and 750 nanometers.

17. The method of claim 16, wherein said organic compound is selected from the group consisting of cyanine dyes, phthalocyanine dyes, diarylmethane dyes, and triarylmethane dyes.

18. The method of claim 16, wherein said metal chelated azo compound and said organic compound are in a weight ratio of 10:

100-90;

100.