US4853362A
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Heat-sensitive recording sheet
Assignee: Nippon Paper Industries Co Ltd
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Filing: 1988-08-19
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Granted: 1989-08-01
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Expires: 2008-08-19
Abstract
Abstract A heat-sensitive recording material has a support and a color-developing layer which comprises both as a colorless basic chromogenic dye at least one of a particular fluorane-type leuco dye and a particular divinyl compound and as a stabilizer a particular halogen-substituted zinc benzoate derivative. This heat-sensitive recording material is superior in light resistance, weather resistance, oil resistance and optical readability in the near infrared region.
Inventors
- 👤 Toshimi Satake
- 👤 Tadakazu Fukuchi
- 👤 Toshiaki Minami
- 👤 Tomoaki Nagai
- 👤 Toshio Kaneko
- 👤 Fumio Fujimura
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-29 20:35
CPC Classifications
B; B41; B41M; B41M5/00; B41M5/26; B41M5/30; B41M5/323; B41M5/327; B41M5/337; B41M5/3377; B41M5/3275; Y; Y10; Y10S; Y10S428/00; Y10S428/913; Y10S428/914
Claims Analysis
Total Claims: 10
Claim 1
Independent Claim
575 words
A heat-sensitive recording material comprising a support having thereon a color-developing layer which contains as main ingredient a colorless or pale colored basic chromogenic dye and an organic colordeveloping agent, wherein the color-developing layer comprises as the colorless or pale colored basic chromogenic dye at least one substance selected from the group consisting of a fluorane-type leuco dye represented by the following general formula (I) and a divinyl compound represented by the following general formula (II), and as a stabilizer at least one halogen-substituted zinc benzoate derivative represented by the following general formula (III): ##STR17## wherein at least one of R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 and R 9 represents ##STR18## the remainders of R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 and R 9 , which may be the same or different, represent a hydrogen atom, an alkyl group, an alkoxy group, a cycloalkyl group, a halogen atom, a nitro group, a hydroxy group, an amino group, a substituted amino group, an aralkyl group, a substituted aralkyl group, an aryl group or a substituted aryl group; T 1 , T 2 and T 3 , which may be the same or different, represent a hydrogen atom, a C 3 -C 9 alkyl group, a C 3 -C 9 alkenyl group, or a C 3 -C 9 alkinyl group; T 4 represents a hydrogen atom, a C 1 -C 8 alkyl group, a C 3 -C 9 alkenyl group, a C 3 -C 9 alkinyl group or a phenyl group; in addition, T 3 and T 4 taken together with the nitrogen to which they are attached, may represent, a morpholino group, a pyrrolidino group, a piperidino group or a hexamethyleneimino group; and n represents an integer from 0 to 4; ##STR19## wherein R 11 represents an alkyl group of not more than 6 carbon atoms; R 12 represents an alkyl group of not more than 8 carbon atoms, a C 5 -C 7 cycloalkyl group, a benzyl group which may be substituted with a chlorine atom, a bromine atom and/or an alkyl group of not more than 4 carbon atoms, or a phenyl group which may be substituted with a chlorine atom, a bromine atom and/or an alkyl group of not more than 4 carbon atoms; X 1 and X 2 , which may be the same or different, represent an alkyl group of not more than 8 carbon atoms, an alkoxy group of not more than 8 carbon atoms, a fluorine atom, a chlorine atom or a bromine atom; m and n each represents 0, 1, 2 or 3; each X 1 of (X 1 )n, each X 2 of (X 2 )n or each X 3 of (X 3 )n can be the same or different; and X3 represents a chlorine atom or a bromine atom, in which at least one of X 3 in (X 3 ) 4 represents a bromine atom; ##STR20## wherein X represents a halogen atom; A represents a halogen atom, a nitro group, a C 1 -C 12 alkyl group, a C 1 -C 12 alkoxy group, a C 3 -C 10 cycloalkyl group, a cyano group or a hydroxy group; l represents 1 or 2; and m represents an integer from 0 to 5.
Claim 2
Dependent Claim
575 words
A heat-sensitive recording material comprising a support having thereon a color-developing layer which contains as main ingredient a colorless or pale colored basic chromogenic dye and an organic colordeveloping agent, wherein the color-developing layer comprises as the colorless or pale colored basic chromogenic dye at least one substance selected from the group consisting of a fluorane-type leuco dye represented by the following general formula (I) and a divinyl compound represented by the following general formula (II), and as a stabilizer at least one halogen-substituted zinc benzoate derivative represented by the following general formula (III): ##STR17## wherein at least one of R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 and R 9 represents ##STR18## the remainders of R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 and R 9 , which may be the same or different, represent a hydrogen atom, an alkyl group, an alkoxy group, a cycloalkyl group, a halogen atom, a nitro group, a hydroxy group, an amino group, a substituted amino group, an aralkyl group, a substituted aralkyl group, an aryl group or a substituted aryl group; T 1 , T 2 and T 3 , which may be the same or different, represent a hydrogen atom, a C 3 -C 9 alkyl group, a C 3 -C 9 alkenyl group, or a C 3 -C 9 alkinyl group; T 4 represents a hydrogen atom, a C 1 -C 8 alkyl group, a C 3 -C 9 alkenyl group, a C 3 -C 9 alkinyl group or a phenyl group; in addition, T 3 and T 4 taken together with the nitrogen to which they are attached, may represent, a morpholino group, a pyrrolidino group, a piperidino group or a hexamethyleneimino group; and n represents an integer from 0 to 4; ##STR19## wherein R 11 represents an alkyl group of not more than 6 carbon atoms; R 12 represents an alkyl group of not more than 8 carbon atoms, a C 5 -C 7 cycloalkyl group, a benzyl group which may be substituted with a chlorine atom, a bromine atom and/or an alkyl group of not more than 4 carbon atoms, or a phenyl group which may be substituted with a chlorine atom, a bromine atom and/or an alkyl group of not more than 4 carbon atoms; X 1 and X 2 , which may be the same or different, represent an alkyl group of not more than 8 carbon atoms, an alkoxy group of not more than 8 carbon atoms, a fluorine atom, a chlorine atom or a bromine atom; m and n each represents 0, 1, 2 or 3; each X 1 of (X 1 )n, each X 2 of (X 2 )n or each X 3 of (X 3 )n can be the same or different; and X3 represents a chlorine atom or a bromine atom, in which at least one of X 3 in (X 3 ) 4 represents a bromine atom; ##STR20## wherein X represents a halogen atom; A represents a halogen atom, a nitro group, a C 1 -C 12 alkyl group, a C 1 -C 12 alkoxy group, a C 3 -C 10 cycloalkyl group, a cyano group or a hydroxy group; l represents 1 or 2; and m represents an integer from 0 to 5.
Claim 3
Dependent Claim
33 words
The heat-sensitive recording material according to claim 1, wherein the fluorane-type leuco dye represented by the general formula (I) is at least one dye selected from the group consisting of 2-chloro-3-methyl-6-p-(p-phenylaminophenyl)aminoanilinofluorane and 2-methyl-6-p-(p-dimethylaminophenyl)aminoanilinofluorane.
Claim 4
Dependent Claim
20 words
The heat-sensitive recording material according to claim 1, wherein the divinyl compound represented by the general formula (II) is 3,3-bis-4,5,6,7-tetrabromophthalide.
Claim 5
Dependent Claim
30 words
The heat-sensitive recording material according to claim 1, wherein the color-developing layer further comprises at least one sulfonyl methane derivative selected from the group consisting of bis(p-dimethylaminostyryl)-p-methylphenylsulfonylmethane, bis(p-diethylaminostyryl)-p-methylphenylmethane and bis(p-dimethylaminostyryl)-benzenesulfonylmethane.
Claim 6
Dependent Claim
29 words
The heat-sensitive recording material according to claim 1, wherein the color-developing layer further comprises at least one fluorene leuco dye selected from the group consisting of 3,6-bis(dimethylamino)fluorene-9-spiro-3'-(6'-dimethylamino)phthalide, and 3,6-bis(diethylamino)fluorene-9-spiro-3'-(6'-diethylamino)phthalide.
Claim 7
Dependent Claim
48 words
The heat-sensitive recording material according to claim 1, wherein the organic color-developing agent is at least one substance selected from the group consisting of bisphenols A, 4-hydroxybenzoic acid esters, 4-hydroxyphthalic acid diesters, phthalic acid monoesters, bis-(hydroxyphenyl)sulfides, 4-hydroxyphenl arylsulfonate, 4-hydroxyphenyl arylsulfonates, 1,3-dibenzenes, 4-hydroxybenzoyl oxybenzoic acid esters and bisphenol sulfonates.
Claim 8
Dependent Claim
59 words
The heat-sensitive recording material according to claim 1, wherein the color-developing layer comprises 1-8 parts by weight of the organic color-developing agent, 0.1-5 parts by weight of the stabilizer and 1-20 parts by weight of filler, based on 1 part by weight of the colorless basic chromogenic dye, and 10-25 parts by weight of binder in total solid content.
Claim 9
Dependent Claim
14 words
The heat-sensitive recording material according to claim 1, wherein the support is a film.
Claim 10
Dependent Claim
15 words
The heat-sensitive recording material according to claim 8, wherein said film is comprised of paper.
References Cited (Backward Citations)
US4761396A
Cited
JPH0274687A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1992-07-31 | 1993-01-30 | 1993-08-01 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1996-07-31 | 1997-01-30 | 1997-08-01 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2000-07-31 | 2001-01-30 | 2001-08-01 | $7700.00 | Window Closed / Lapsed |