US5057154A
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Leuco dyes and recording material employing the same
Assignee: Ricoh Co Ltd
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Filing: 1990-04-20
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Granted: 1991-10-15
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Expires: 2010-04-20
Abstract
Abstract A leuco dye of the formula (I): ##STR1## wherein R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , and R 8 each represent a lower alkyl group; A represents ##STR2## in which R 9 and R 10 each represent hydrogen, provided that both R 9 and R 10 may not be hydrogen, --CN or --COR 14 in which R 14 represents a phenyl group which is unsubstituted or is substituted by an alkyl group having 1 to 4 carbon atoms, an alkoxyl group having 1 to 4 carbon atoms, or a halogen, a naphthyl group which is unsubstituted or is substituted by an alkyl group having 1 to 4 carbon atoms, an alkoxyl group having 1 to 4 carbon atoms or a halogen, or a lower alkoxyl group, ##STR3## in which ##STR4## represents a phenyl group or a naphthyl group, R 11 represents hydrogen, a lower alkyl group, a halogen, an amino group, which is unsubstituted or is substituted by an alkyl group having 1 to 4 carbon atoms, or a nitro group, or ##STR5## in which R 12 represents a lower alkyl group, or ##STR6## in which R 13 represents hydrogen, a lower alkyl group, a halogen, a hydroxyl group, a trifluoromethyl group, a nitro group, an amino group which is unsubstituted or is substituted by an alkyl group having 1 to 4 carbon atoms, or amide group. These dyes absorb in the near-infrared region and yields colored images with a color developer therefor with excellent preservability.
Inventors
- 👤 Shigeru Kusakata
- 👤 Hiroshi Gotoh
- 👤 Isao Shiojima
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-07 21:58
CPC Classifications
B; B41; B41M; B41M5/00; B41M5/26; B41M5/30; B41M5/323
Claims Analysis
Total Claims: 21
Claim 1
Independent Claim
241 words
A leuco dye of the formula (I): ##STR28## wherein R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , and R 8 each represent a lower alkyl group; A represents ##STR29## in which R 9 and R 10 each represent hydrogen, --CN or --CON 14 in which R 14 represents a phenyl group which is unsubstituted or is substituted by an alkyl group having 1 to 4 carbon atoms, an alkoxyl group having 1 to 4 carbon atoms, or a halogen, a naphthyl group which is unsubstituted or is substituted by an alkyl group having 1 to 4 carbon atoms, an alkoxyl group having 1 to 4 carbon atoms or a halogen, or a lower alkoxyl group, ##STR30## in which ##STR31## represents a phenyl group or a naphthyl group, R 11 represents hydrogen, a lower alkyl group, a halogen, an amino group, which is unsubstituted or is substituted by an alkyl group having 1 to 4 carbon atoms, or a nitro group, or ##STR32## in which R 12 represents a lower alkyl group or ##STR33## in which R 13 represents hydrogen, a lower alkyl group, a halogen, a hydroxyl gruop, a trifluoromethyl gruop, a nitro group, an amino group which is unsubstituted or is substituted by an alkyl group having 1 to 4 carbon atoms, or amide group, provided that both R 9 and R 10 may not be hydrogen.
Claim 2
Dependent Claim
241 words
A leuco dye of the formula (I): ##STR28## wherein R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , and R 8 each represent a lower alkyl group; A represents ##STR29## in which R 9 and R 10 each represent hydrogen, --CN or --CON 14 in which R 14 represents a phenyl group which is unsubstituted or is substituted by an alkyl group having 1 to 4 carbon atoms, an alkoxyl group having 1 to 4 carbon atoms, or a halogen, a naphthyl group which is unsubstituted or is substituted by an alkyl group having 1 to 4 carbon atoms, an alkoxyl group having 1 to 4 carbon atoms or a halogen, or a lower alkoxyl group, ##STR30## in which ##STR31## represents a phenyl group or a naphthyl group, R 11 represents hydrogen, a lower alkyl group, a halogen, an amino group, which is unsubstituted or is substituted by an alkyl group having 1 to 4 carbon atoms, or a nitro group, or ##STR32## in which R 12 represents a lower alkyl group or ##STR33## in which R 13 represents hydrogen, a lower alkyl group, a halogen, a hydroxyl gruop, a trifluoromethyl gruop, a nitro group, an amino group which is unsubstituted or is substituted by an alkyl group having 1 to 4 carbon atoms, or amide group, provided that both R 9 and R 10 may not be hydrogen.
Claim 3
Dependent Claim
147 words
The leuco dye as claimed in claim 1, wherein A is ##STR34## wherein R 9 and R 10 each represent hydrogen, --CN or --COR 14 in which R 14 represents a phenyl group which is unsubstituted or is substituted by an alkyl group having 1 to 4 carbon atoms, an alkoxyl group having 1 to 4 carbon atoms, or a halogen, or a naphthyl group which is unsubstituted or is substituted by an alkyl group having 1 to 4 carbon atoms, an alkoxyl group having 1 to 4 carbon atoms, or a halogen, a lower alkyl group, or a lower alkoxyl group, R 11 represents hydrogen, a lower alkyl group, a halogen, an amino group, which is unsubstituted or is substituted by an alkyl group having 1 to 4 carbon atoms, or a nitro group, provided that both R 9 and R 10 may not be hydrogen.
Claim 4
Dependent Claim
95 words
The leuco dye as claimed in claim 2, wherein R 9 and R 10 each represent --COR 14 in which R 14 represents a phenyl group which is unsubstituted or is substituted by an alkyl group having 1 to 4 carbon atoms, an alkoxyl group having 1 to 4 carbon atoms or a halogen, or a naphthyl group which is unsubstituted or is substituted by an alkyl group having 1 to 4 carbon atoms, an alkoxyl group having 1 to 4 carbon atoms or a halogen, a lower alkyl group, or a lower alkoxyl group.
Claim 5
Dependent Claim
24 words
The leuco dye as claimed in claim 1, wherein R 1 to R 8 is an alkyl group having 1 to 4 carbon atoms.
Claim 6
Dependent Claim
21 words
The leuco dye as claimed in claim 1, wherein R 11 is an alkyl group having 1 to 4 carbon atoms.
Claim 7
Dependent Claim
14 words
The leuco dye as claimed in claim 1, wherein R 11 is a halogen.
Claim 8
Dependent Claim
26 words
The leuco dye as claimed in claim 1, wherein R 11 is a dialkylamino group with each alkyl group thereof having 1 to 4 carbon atoms.
Claim 9
Dependent Claim
15 words
The leuco dye as claimed in claim 1, wherein R 11 is a nitro group.
Claim 10
Dependent Claim
21 words
The leuco dye as claimed in claim 1, wherein R 12 is an alkyl group having 1 to 4 carbon atoms.
Claim 11
Dependent Claim
28 words
The leuco dye as claimed in claim 1, wherein R 12 is an aryl group selected from the group consisting of an phenyl group and a naphthyl group.
Claim 12
Dependent Claim
13 words
The leuco dye as claimed in claim 1, wherein R 13 is hydrogen.
Claim 13
Dependent Claim
22 words
The leuco dye as claimed in claim 1, wherein R 13 is a lower alkyl group having 1 to 6 carbon atoms.
Claim 14
Dependent Claim
14 words
The leuco dye as claimed in claim 1, wherein R 13 is a halogen.
Claim 15
Dependent Claim
47 words
The leuco dye as claimed in claim 1, wherein R 13 is a group selected from the group consisting of a hydroxyl group, a trifluoromethyl group, a nitro group, an amino group, an amino group having one or two lower alkyl group substituents, and an amide group.
Claim 16
Dependent Claim
263 words
A dye-containing composition, comprising: (a) at least one leuco dye having the formula (I): ##STR35## wherein R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , and R 8 and lower alkyl group; A represents ##STR36## in which R 9 and R 10 each represent hydrogen, --CN or --COR 14 in which R 14 represents a phenyl group which is unsubstituted or is substituted by an alkyl group having 1 to 4 carbon atoms, or a halogen, a napthyl group which is unsubstituted or is substituted by an alkyl group having 1 to 4 carbon atoms, an alkoxyl group having 1 to 4 carbon atoms or a halogen, or a lower alkoxyl group, ##STR37## in which ##STR38## represents a phenyl group or a napthyl group, R 11 represents hydrogen, a lower alkyl group, a halogen, an amino group, which is unsubstituted or is substituted by an alkyl group having 1 to 4 carbon atoms, or a nitro group, or ##STR39## in which R 12 represents a lower alkyl group, or ##STR40## in which R 13 represents hydrogen, a lower alkyl group, a halogen, a hydroxyl group, a trifluoromethyl group, a nitro group, an amino group which is unsubstituted or is substituted by an alkyl group having 1 to 4 carbon atoms, or amide group, provided that both R 9 and R 10 may not be hydrogen; and (b) at least one other leuco dye capable of correcting the color tone or the light absorbing properties of the leuco dye of formula (I).
Claim 17
Dependent Claim
263 words
A dye-containing composition, comprising: (a) at least one leuco dye having the formula (I): ##STR35## wherein R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , and R 8 and lower alkyl group; A represents ##STR36## in which R 9 and R 10 each represent hydrogen, --CN or --COR 14 in which R 14 represents a phenyl group which is unsubstituted or is substituted by an alkyl group having 1 to 4 carbon atoms, or a halogen, a napthyl group which is unsubstituted or is substituted by an alkyl group having 1 to 4 carbon atoms, an alkoxyl group having 1 to 4 carbon atoms or a halogen, or a lower alkoxyl group, ##STR37## in which ##STR38## represents a phenyl group or a napthyl group, R 11 represents hydrogen, a lower alkyl group, a halogen, an amino group, which is unsubstituted or is substituted by an alkyl group having 1 to 4 carbon atoms, or a nitro group, or ##STR39## in which R 12 represents a lower alkyl group, or ##STR40## in which R 13 represents hydrogen, a lower alkyl group, a halogen, a hydroxyl group, a trifluoromethyl group, a nitro group, an amino group which is unsubstituted or is substituted by an alkyl group having 1 to 4 carbon atoms, or amide group, provided that both R 9 and R 10 may not be hydrogen; and (b) at least one other leuco dye capable of correcting the color tone or the light absorbing properties of the leuco dye of formula (I).
Claim 18
Dependent Claim
15 words
The dye-containing composition as claimed in claim 15, wherein said other leuco dye is 3-anilino-4-methyl-7-(n-cyclohexyl-N-methyl)aminofluoran.
Claim 19
Dependent Claim
270 words
A dye-containing composition, comprising: (a) at least one leuco dye having the formula (I): ##STR41## wherein R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , and R 8 each represent a lower alkyl group; A represents ##STR42## in which R 9 and R 10 each represent hydrogen, --CN or --COR 14 in which R 14 represents a phenyl group which is unsubstituted or is substituted by an alkyl group having 1 to 4 carbon atoms, an alkoxyl group having 1 to 4 carbon atoms, or a halogen, a naphthyl group which is unsubstituted or is substituted by an alkyl group having 1 to 4 carbon atoms, an alkoxyl group having 1 to 4 carbon atoms or a halogen, or a lower alkoxyl group, ##STR43## in which ##STR44## represents a phenyl group or a naphthyl group, R 11 represents hydrogen, a lower alkyl group, a halogen, an amino group, which is unsubstituted or is substituted by an alkyl group having 1 to 4 carbon atoms, or a nitro group, or ##STR45## in which R 12 represents a lower alkyl group, or ##STR46## in which R 13 represents hydrogen, a lower alkyl group, a halogen, a hydroxyl gruop, a trifluoromethyl group, a nitro group, an amino group which is unsubstituted or is substituted by an alkyl group having 1 to 4 carbon atoms, or amide group, provided that both R 9 and R 10 may not be hydrogen; and at least one electron acceptor developer capable of inducing a coloring reaction when in contact with the leuco dye of formula.
Claim 20
Dependent Claim
270 words
A dye-containing composition, comprising: (a) at least one leuco dye having the formula (I): ##STR41## wherein R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , and R 8 each represent a lower alkyl group; A represents ##STR42## in which R 9 and R 10 each represent hydrogen, --CN or --COR 14 in which R 14 represents a phenyl group which is unsubstituted or is substituted by an alkyl group having 1 to 4 carbon atoms, an alkoxyl group having 1 to 4 carbon atoms, or a halogen, a naphthyl group which is unsubstituted or is substituted by an alkyl group having 1 to 4 carbon atoms, an alkoxyl group having 1 to 4 carbon atoms or a halogen, or a lower alkoxyl group, ##STR43## in which ##STR44## represents a phenyl group or a naphthyl group, R 11 represents hydrogen, a lower alkyl group, a halogen, an amino group, which is unsubstituted or is substituted by an alkyl group having 1 to 4 carbon atoms, or a nitro group, or ##STR45## in which R 12 represents a lower alkyl group, or ##STR46## in which R 13 represents hydrogen, a lower alkyl group, a halogen, a hydroxyl gruop, a trifluoromethyl group, a nitro group, an amino group which is unsubstituted or is substituted by an alkyl group having 1 to 4 carbon atoms, or amide group, provided that both R 9 and R 10 may not be hydrogen; and at least one electron acceptor developer capable of inducing a coloring reaction when in contact with the leuco dye of formula.
Claim 21
Dependent Claim
42 words
The dye-containing composition as claimed in claim 17, wherein said electron acceptor developer is a member selected from the group consisting of a gallic acid ester between gallic acid and a C 1 -C 22 long chain fatty acid, and ethyl protocatechuate.
References Cited (Backward Citations)
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