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Organic dye thin film and organic thin film element

Assignee: Toshiba Corp
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Filing: 1989-02-27
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Granted: 1992-10-06
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Expires: 2009-02-27
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Abstract

Abstract An organic thin film formed of molecules of at least one dye compound selected from the compounds represented by the following general formulae: ##STR1## wherein X is a hydrogen atom, a methyl group, or a halogen atom, R 1 is an electron attractive group substituted with a hydrophobic group having 12 or more carbon atoms, Z is either=0 or=NR 2 , and R 2 is an electron attractive group or an electron attractive group substituted with an organic group having 1 to 50 carbon atoms; and R--(DS) (III) where R is an organic hydrophobic group having terminated with two long chain alkyl groups or an organic hydrophobic group having a steroid carbon skeleton, and DS is a dyestuff group having a dye skeleton of tetracyanoquino dimethane, N, N'-dicyanoquinonediimine, N-cyanoquinoneimine, benzoquinone, pheylenediamine, tetrathiafulvalne, tetraselenavalene, ferrocene, phthalocyanine, or porphyrin.

Inventors

  • 👤 Katsuyuki Naito
  • 👤 Syun Egusa
  • 👤 Nobuhiro Gemma

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-05 22:28
CPC Classifications
G; G11; G11B; G11B7/00; G11B7/24; G11B7/241; G11B7/242; G11B7/244; G11B7/246; G11B7/248; C; C09; C09B; C09B57/00; C09B57/001; C09B69/00; G02; G02F; G02F1/00; G02F1/01; G02F1/15; G02F1/1514; G02F1/1516; Y; Y10; Y10S; Y10S430/00; Y10S430/146

Claims Analysis

Total Claims: 16
Claim 1
Independent Claim 191 words
An organic thin film comprising molecules of at least one dye compound selected from the group consisting of the compounds represented by the following general formulae: ##STR61## where X is hydrogen atom, a methyl group, or a halogen atom, R 1 is an electron attractive group substituted with a hydrophobic group, having 12 or more carbon atoms, and having the formula R R , wherein R° is a hydrophobic group and R°° is an electron attractive group, Z is either O or NR 2 , and R 2 is an electron attractive group or an electron attractive group substituted with an organic group having 1 to 50 carbon atoms; and R--(DS) (III) where R is an organic hydrophobic group terminated with two long chain alkyl groups represented by the formula: ##STR62## where each LA is a long chain alkyl group, LNU is a non-hydrolyzable linking unit, INT is an intervening group, and n is 0 or 1, or R is an organic hydrophobic group having a steroid carbon skeleton, and DS is a dyestuff group having a dye skeleton of tetracyanoquinodimethane, N,N'-dicyanoquinonediimine, N-cyanoquinoneimine, benzoquinone, phenylenediamine, tetrathiafulvalene, tetraselenafulvalene, ferrocene, phthalocyanine, or porphyrin.
Claim 2
Dependent Claim 191 words
An organic thin film comprising molecules of at least one dye compound selected from the group consisting of the compounds represented by the following general formulae: ##STR61## where X is hydrogen atom, a methyl group, or a halogen atom, R 1 is an electron attractive group substituted with a hydrophobic group, having 12 or more carbon atoms, and having the formula R R , wherein R° is a hydrophobic group and R°° is an electron attractive group, Z is either O or NR 2 , and R 2 is an electron attractive group or an electron attractive group substituted with an organic group having 1 to 50 carbon atoms; and R--(DS) (III) where R is an organic hydrophobic group terminated with two long chain alkyl groups represented by the formula: ##STR62## where each LA is a long chain alkyl group, LNU is a non-hydrolyzable linking unit, INT is an intervening group, and n is 0 or 1, or R is an organic hydrophobic group having a steroid carbon skeleton, and DS is a dyestuff group having a dye skeleton of tetracyanoquinodimethane, N,N'-dicyanoquinonediimine, N-cyanoquinoneimine, benzoquinone, phenylenediamine, tetrathiafulvalene, tetraselenafulvalene, ferrocene, phthalocyanine, or porphyrin.
Claim 3
Dependent Claim 16 words
The thin film according to claim 1, which is in the form of a monomolecular layer.
Claim 4
Dependent Claim 19 words
The thin film according to claim 1, which is in the form of a plurality of stacked monomolecular layers.
Claim 5
Dependent Claim 13 words
The thin film according to claim 1, wherein said R 1 is non-hydrolyzable.
Claim 6
Dependent Claim 13 words
The thin film according to claim 1, wherein said R 1 is non-hydrolyzable.
Claim 7
Dependent Claim 17 words
The thin film according to claim 1, wherein said R 1 has up to 100 carbon atoms.
Claim 8
Dependent Claim 17 words
The thin film according to claim 1, wherein said R 1 is terminated with two alkyl groups.
Claim 9
Dependent Claim 15 words
The thin film according to claim 1, wherein said R 1 has steroid carbon skeleton.
Claim 10
Dependent Claim 14 words
The thin film according to claim 1, wherein said DS is the tetracyanoquinodimethane skeleton.
Claim 11
Dependent Claim 15 words
The thin film according to claim 1, wherein said DS is the N, N'-dicyanoquinonediimine skeleton.
Claim 12
Dependent Claim 17 words
An organic thin film functional element comprising the organic thin film of claim 1 as a constituent.
Claim 13
Dependent Claim 388 words
An optical recording device comprising: a recording medium comprising a thin organic film layer, including a first thin organic film containing donor molecules and a second thin organic film containing acceptor molecules, for recording as information a change in optical characteristics, caused upon charge transfer between said donor and acceptor molecules, wherein at lest one of said first and second thin organic films includes different donor and acceptor molecules, respectively; and means for irradiating said thin organic film layer to perform information writing and erasing: wherein said thin organic film layer comprises plural repeatedly stacked layers each comprising said first thin organic film containing donor molecules and said second thin organic film containing acceptor molecules, and an insulating molecule film sandwiches between said first and second thin organic films, and wherein said acceptor molecules are selected from molecules of dye compounds represented by the formulas: ##STR63## where X is independently a hydrogen atom, methyl group or a halogen atom, R 1 is an electron-attractive group substituted with an organic hydrophobic group, having 12 or more carbon atoms, and having the formula R R , wherein R° is a hydrophobic group and R°° is an electron attractive group, Z is O or NR 2 , R 2 is an electron-attractive group or an electron-attractive group substituted with an organic group having 1 to 50 carbon atoms; and R'--(DS) (III-a) wherein R' is an organic hydrophobic group terminated with two long-chain alkyl groups represented by the formula: ##STR64## where each LA is a long chain alkyl group, LNU is a non-hydrolyzable linking group, INT is an intervening group and n is 0 or 1, or R' is an organic hydrophobic group having a steroid carbon skeleton, and DS is a dyestuff radical having tetracyanoquinodimethane, N,N-dicyanoquinonediimine, N-cyanoquinoneimine, or benzoquinone dye skeleton; and said donor molecules are selected from molecules of dye compounds represented by the formula: R"--(DS) (III-b) where R" is an organic hydrophobic group terminated with two long-chain alkyl groups represented by the formula: ##STR65## where each LA is a long chain alkyl group, LNU is a non-hydrolyzable linking group, INT is an intervening group and n is 0 or 1, or R" is an organic hydrophobic group having a steroid carbon skeleton, and DS is a dyestuff radical having a phenylenediamine, tetrathiafulvalene, tetraselenafulvalene, ferrocene, phthalocyanine or porphyrin dye skeleton.
Claim 14
Dependent Claim 388 words
An optical recording device comprising: a recording medium comprising a thin organic film layer, including a first thin organic film containing donor molecules and a second thin organic film containing acceptor molecules, for recording as information a change in optical characteristics, caused upon charge transfer between said donor and acceptor molecules, wherein at lest one of said first and second thin organic films includes different donor and acceptor molecules, respectively; and means for irradiating said thin organic film layer to perform information writing and erasing: wherein said thin organic film layer comprises plural repeatedly stacked layers each comprising said first thin organic film containing donor molecules and said second thin organic film containing acceptor molecules, and an insulating molecule film sandwiches between said first and second thin organic films, and wherein said acceptor molecules are selected from molecules of dye compounds represented by the formulas: ##STR63## where X is independently a hydrogen atom, methyl group or a halogen atom, R 1 is an electron-attractive group substituted with an organic hydrophobic group, having 12 or more carbon atoms, and having the formula R R , wherein R° is a hydrophobic group and R°° is an electron attractive group, Z is O or NR 2 , R 2 is an electron-attractive group or an electron-attractive group substituted with an organic group having 1 to 50 carbon atoms; and R'--(DS) (III-a) wherein R' is an organic hydrophobic group terminated with two long-chain alkyl groups represented by the formula: ##STR64## where each LA is a long chain alkyl group, LNU is a non-hydrolyzable linking group, INT is an intervening group and n is 0 or 1, or R' is an organic hydrophobic group having a steroid carbon skeleton, and DS is a dyestuff radical having tetracyanoquinodimethane, N,N-dicyanoquinonediimine, N-cyanoquinoneimine, or benzoquinone dye skeleton; and said donor molecules are selected from molecules of dye compounds represented by the formula: R"--(DS) (III-b) where R" is an organic hydrophobic group terminated with two long-chain alkyl groups represented by the formula: ##STR65## where each LA is a long chain alkyl group, LNU is a non-hydrolyzable linking group, INT is an intervening group and n is 0 or 1, or R" is an organic hydrophobic group having a steroid carbon skeleton, and DS is a dyestuff radical having a phenylenediamine, tetrathiafulvalene, tetraselenafulvalene, ferrocene, phthalocyanine or porphyrin dye skeleton.
Claim 15
Dependent Claim 33 words
The thin film according to claim 1, wherein said thin film comprises molecules of at least one dye compound selected from the group consisting of the compounds represented by formulas (I) and (II).
Claim 16
Dependent Claim 24 words
The device according to claim 12, wherein said acceptor molecules are selected from molecules of dye compounds represented by the formulas (I) and (II).

References Cited (Backward Citations)

EP0110717A2 Cited
JPS6137862A Cited
EP0203780A2 Cited
US4871236A Cited
JPS62222669A Cited
EP0238759A2 Cited
US4819210A Cited

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