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Photosensitive composition containing a leuco dye, a photosensitizer, an aromatic aldehyde and a secondary or tertiary amine and the use thereof in a direct-print process

Assignee: EIDP Inc
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Filing: 1975-07-24
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Granted: 1977-04-12
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Expires: 1995-07-24
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Abstract

Abstract High imaging speeds are obtained with leuco dye compositions which comprise 1. a photosensitive leuco dye, 2. a photosensitizer for the dye selected from the group consisting of ketones, hexaarylbiimidazoles and perylene, 3. an aromatic aldehyde, and 4. a secondary or tertiary amine.

Inventors

  • 👤 Harris Dale Hartzler

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-24 18:42
CPC Classifications
G; G03; G03C; G03C1/00; G03C1/72; G03C1/73; G03C1/732

Claims Analysis

Total Claims: 28
Claim 1
Independent Claim 25 words
A radiation sensitive leuco dye composition which comprises 1. a photosensitive leuco dye which is exidizable to a colored form by exposure to radiation, 2.
Claim 2
Dependent Claim 25 words
A radiation sensitive leuco dye composition which comprises 1. a photosensitive leuco dye which is exidizable to a colored form by exposure to radiation, 2.
Claim 3
Dependent Claim 67 words
0.01 to 50 parts by weight, per part of leuco dye, of photosensitizer for the dye selected from the group consisting of ketones, hexaarylbiimidazoles, and perylene, 3. 0.5 to 100 parts by weight, per part of leuco dye, of an aromatic aldehyde, 4. 0.1 to 10 parts by weight, per part of aromatic aldehyde, of a secondary or tertiary amine is of the formula ##STR5## in which
Claim 4
Dependent Claim 67 words
0.01 to 50 parts by weight, per part of leuco dye, of photosensitizer for the dye selected from the group consisting of ketones, hexaarylbiimidazoles, and perylene, 3. 0.5 to 100 parts by weight, per part of leuco dye, of an aromatic aldehyde, 4. 0.1 to 10 parts by weight, per part of aromatic aldehyde, of a secondary or tertiary amine is of the formula ##STR5## in which
Claim 5
Dependent Claim 48 words
R 3 is H; benzyl; or C 1 -C 8 alkyl, unsubstituted or substituted, and R 4 and R 5 , alike or different, are C 1 -C 8 alkyl, unsubstituted or substituted; cyclohexyl; benzyl; or together form a carbocyclic or hetero-O-cyclic portion of an alicyclic 6-membered ring.
Claim 6
Dependent Claim 48 words
R 3 is H; benzyl; or C 1 -C 8 alkyl, unsubstituted or substituted, and R 4 and R 5 , alike or different, are C 1 -C 8 alkyl, unsubstituted or substituted; cyclohexyl; benzyl; or together form a carbocyclic or hetero-O-cyclic portion of an alicyclic 6-membered ring.
Claim 7
Dependent Claim 30 words
The radiation sensitive leuco dye composition of claim 1 in which the photosensitizer is selected from the group consisting of dialkyl ketones, diaryl ketones, alkyl aryl ketones, hexaarylbiimidazoles and perylene.
Claim 8
Dependent Claim 23 words
The radiation sensitive leuco dye composition of claim 2 in which the amine contains one or two group of the formula ##STR6##in which
Claim 9
Dependent Claim 85 words
R 3 is H; benzyl; or C 1 -C 8 alkyl, unsubstituted or substituted with hydroxyl, methoxy, ethoxy, or benzyloxy, and R 4 and R 5 , alike or different, are C 1 -C 8 alkyl, unsubstituted or substituted with hydroxyl, methoxy, ethoxy, or benzyloxy, cyclohexyl; benzyl; or together form a carbocyclic or hetero-O-cyclic portion of an alicyclic 6-membered ring, and when two amine groups are present in the molecule, one of R 3 , R 4 or R 5 is a common linking radical.
Claim 10
Dependent Claim 85 words
R 3 is H; benzyl; or C 1 -C 8 alkyl, unsubstituted or substituted with hydroxyl, methoxy, ethoxy, or benzyloxy, and R 4 and R 5 , alike or different, are C 1 -C 8 alkyl, unsubstituted or substituted with hydroxyl, methoxy, ethoxy, or benzyloxy, cyclohexyl; benzyl; or together form a carbocyclic or hetero-O-cyclic portion of an alicyclic 6-membered ring, and when two amine groups are present in the molecule, one of R 3 , R 4 or R 5 is a common linking radical.
Claim 11
Dependent Claim 24 words
The radiation sensitive leuco dye composition of claim 3 in which the photosensitizer is selected from the group consistig of diaryl ketones and hexaarylbiimidazoles.
Claim 12
Dependent Claim 26 words
The radiation sensitive leuco dye composition of claim 4 which also contains 0.1 to 200 parts by weight, per part of active ingredients, of a binder.
Claim 13
Dependent Claim 20 words
The radiation sensitive leuco dye composition of claim 4 in which the leuco dye is an aminotriarylmethane or an aminophenothiazine.
Claim 14
Dependent Claim 25 words
The radiation sensitive leuco dye composition of claim 6 in which the aromatic aldehyde is selected from the group consisting of benzaldehydes, furfuraldehydes and pyridinecarboxaldehydes.
Claim 15
Dependent Claim 17 words
The radiation sensitive leuco dye composition of claim 7 in which the leuco dye is Leucomethylene Blue.
Claim 16
Dependent Claim 72 words
The radiation sensitive leuco dye composition of claim 7 in which the leuco dye is an aminotriarylmethane of the formula ##STR7##in which R 1 and R 2 , alike or different, are selected from the group consisting of hydrogen, C 1 to C 10 alkyl, 2-hydroxyethyl, 2-cyanoethyl, benzyl and phenyl; and Ar is selected from the group consisting of ##STR8##thienyl, furyl, oxazolyl, pyridyl, thiazolyl, indolyl, indolinyl, benzoxazolyl, quinolyl, benzothiazolyl, phenyl, and naphthyl.
Claim 17
Dependent Claim 28 words
The radiation sensitive leuco dye composition of claim 9 in which the photosensitizer is present in the amount of 0.05 to 10 parts per part of leuco dye.
Claim 18
Dependent Claim 29 words
The radiation sensitive leuco dye composition of claim 10 in which the aromatic aldehyde is present in the amount of 2 to 20 parts per part of leuco dye.
Claim 19
Dependent Claim 30 words
The radiation sensitive leuco dye composition of claim 11 in which the amine is present in the amount of 1 to 3 parts by weight per part of aromatic aldehyde.
Claim 20
Dependent Claim 26 words
The radiation sensitive leuco dye composition of claim 12 which also contains 0.1 to 200 parts by weight, per part of active ingredients, of a binder.
Claim 21
Dependent Claim 28 words
The radiation sensitive leuco dye composition of claim 13 in which the binder is present in the amount of 0.1 to 10 parts per part of active ingredients.
Claim 22
Dependent Claim 26 words
The radiation sensitive leuco dye composition of claim 12 in which the leuco dye is Leucocrystal Violet, Leucomalachite Green, Leucomalachite Green-4"-chlorocarbonate hydrochloride, and Leucocrystal Violet lactone.
Claim 23
Dependent Claim 22 words
The radiation sensitive leuco dye composition of claim 15 in which the photosensitizer is a mixture containing at least one diaryl ketone.
Claim 24
Dependent Claim 29 words
The radiation sensitive leuco dye composition of claim 16 in which the aromatic aldehyde is selected from the group consisting of 2,4-dichlorobenzaldehyde, 5-formylsalicyclic acid, o-formylphenoxyacetic acid and p-formylphenoxyacetic acid.
Claim 25
Dependent Claim 20 words
The radiation sensitive leuco dye composition of claim 17 in which the photosensitizer is a mixture of benzophenone and 4,4'-bis(dimethylamino)benzophenone.
Claim 26
Dependent Claim 20 words
The radiation sensitive leuco dye composition of claim 17 in which the photosensitizer is a mixture of benzophenone and 2,2'-bis(o-chlorophenyl)-4,4',5,5'-tetraphenylbiimidazole.
Claim 27
Dependent Claim 23 words
Radiation sensitive sheet material which comprises a substrate having on one surface thereof a radiation sensitive coating of the composition of claim 1.
Claim 28
Dependent Claim 52 words
Method of producing colored images on a substrate which comprises a. coating the substrate with a radiation sensitive leuco dye composition of claim 1, and b. exposing the leuco dye composition to radiation, a portion of which contains wavelengths between 2000 and 5000A, through an image-bearing transparency to obtain a colored image.

References Cited (Backward Citations)

US3121632A Cited
US3390996A Cited
US3909266A Cited
US3579342A Cited
US3637390A Cited
US3820995A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1980-04-11 1980-10-11 1981-04-12 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1984-04-11 1984-10-11 1985-04-12 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1988-04-11 1988-10-11 1989-04-12 $7700.00 Window Closed / Lapsed

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