US4054718A
Expired / Lapsed
US
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Heat-sensitive recording material containing a malachite green color former
Assignee: Novartis Corp
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Filing: 1976-01-21
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Granted: 1977-10-18
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Expires: 1996-01-21
Abstract
Abstract A heat-sensitive recording material which contains as color former at least one compound of the general formula ##STR1## wherein R 1 and R 2 , which can be the same or different, represent hydrogen, alkyl of at most 12 carbon atoms which is unsubstituted or substituted by cyano or halogen, alkoxyalkyl of 2 to 8 carbon atoms, benzyl or phenyl, R 3 represents hydrogen, halogen, nitro, alkyl of 1 to 4 carbon atoms or alkoxy of 1 to 4 carbon atoms, and Z represents alkenyl of at most 12 carbon atoms, unsubstituted or ring-substituted aralkyl or aralkenyl, or represents the radical of a reactive organic methylene compound or of a heterocyclic compound which does not contain active methylene groups.
Inventors
- 👤 Robert Garner
- 👤 Jean Claude Petitpierre
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-26 01:41
CPC Classifications
C; C09; C09B; C09B11/00; C09B11/04; C09B11/26; B; B41; B41M; B41M5/00; B41M5/26; B41M5/30; B41M5/323; C07; C07C; C07C255/00; C07D; C07D209/00; C07D209/02; C07D209/04; C07D209/10; C07D209/14; C07D215/00; C07D215/02; C07D215/16; C07D215/20; C07D215/22; C07D231/00; C07D231/02; C07D231/10; C07D231/14; C07D231/18; C07D231/20; C07D231/22; C07D231/26; C07D231/38; C09B11/02; Y; Y10; Y10S; Y10S428/00; Y10S428/913; Y10T; Y10T428/00; Y10T428/24; Y10T428/24355; Y10T428/24372; Y10T428/2438; Y10T428/25; Y10T428/31504; Y10T428/31725; Y10T428/31786; Y10T428/3179; Y10T428/31826; Y10T428/31841; Y10T428/31855; Y10T428/3188; Y10T428/31895; Y10T428/31899; Y10T428/31906; Y10T428/31971; Y10T428/31975; Y10T428/31978; Y10T428/31982
Claims Analysis
Total Claims: 15
Claim 1
Independent Claim
133 words
A heat sensitive recording material containing at least one color former and at least one electron acceptor in at least one binder layer on paper, said color former having the formula ##STR18## wherein R 1 and R 2 , which can be the same or different, represent hydrogen, alkyl of at most 12 carbon atoms which is unsubstituted or substituted by cyano or halogen, alkoxyalkyl of 2 to 8 carbon atoms, benzyl or phenyl, R 3 represents hydrogen, halogen, nitro, alkyl of 1 to 4 carbon atoms or alkoxy of 1 to 4 carbon atoms, and Z represents alkenyl of at most 12 carbon atoms, unsubstituted or ring-substituted aralkyl or aralkenyl, or represents the radical of a reactive organic methylene compound or of a heterocyclic compound which does not contain active methylene groups.
Claim 2
Dependent Claim
133 words
A heat sensitive recording material containing at least one color former and at least one electron acceptor in at least one binder layer on paper, said color former having the formula ##STR18## wherein R 1 and R 2 , which can be the same or different, represent hydrogen, alkyl of at most 12 carbon atoms which is unsubstituted or substituted by cyano or halogen, alkoxyalkyl of 2 to 8 carbon atoms, benzyl or phenyl, R 3 represents hydrogen, halogen, nitro, alkyl of 1 to 4 carbon atoms or alkoxy of 1 to 4 carbon atoms, and Z represents alkenyl of at most 12 carbon atoms, unsubstituted or ring-substituted aralkyl or aralkenyl, or represents the radical of a reactive organic methylene compound or of a heterocyclic compound which does not contain active methylene groups.
Claim 3
Dependent Claim
37 words
A recording material according to claim 1 which contains at least one colour former of the general formula (1), wherein Z represents the radical of an aliphatic, cycloaliphatic or heterocyclic compound which contains an active methylene group.
Claim 4
Dependent Claim
43 words
A recording material according to claim 2 which contains at least one colour former of the general formula (1), wherein Z represents the radical ##STR19## in which X represents an electrophilic group and Y represents an inert organic group or an electrophilic group.
Claim 5
Dependent Claim
29 words
A recording material according to claim 2 which contains at least one colour former of the general formula (1), wherein Z represents the radical of a reactive ketomethylene compound.
Claim 6
Dependent Claim
38 words
A recording material according to claim 4 which contains at least one colour former of the general formula (1), wherein Z represents a 1-aryl-5-pyrazolon-4-yl radical which is substituted in 3-position by alkyl of 1 to 4 carbon atoms.
Claim 7
Dependent Claim
24 words
A recording material according to claim 5 which contains at least one colour former of the formula (1), wherein Z represents a 1-aryl-3-methyl-5-pyrazolon-4-yl radical.
Claim 8
Dependent Claim
58 words
A recording material according to claim 1 which contains at least one colour former of the general formula (1), wherein Z represents a 3-indolyl radical which is unsubstituted or substituted by halogen, cyano, nitro, alkyl of 1 to 8 carbon atoms, alkoxy of 1 to 4 carbon atoms, acyl of 2 to 4 carbon atoms, benzyl or phenyl.
Claim 9
Dependent Claim
31 words
A recording material according to claim 7 which contains at least one colour former of the general formula (1), wherein Z represents a 1-(C 1 -C 8 -alkyl)-2-methyl-3-indolyl or 1-benzyl-2-methyl-3-indolyl radical.
Claim 10
Dependent Claim
98 words
A recording material according to claim 1 which contains at least one colour former of the general formula ##STR20## wherein each of R 4 and R 5 independently represents hydrogen, alkyl of 1 to 4 carbon atoms or benzyl, R 6 represents hydrogen, methyl, methoxy or chlorine, and Z 1 represents an indolyl radical which is unsubstituted or substituted by alkyl of 1 to 8 carbon atoms, alkoxy of 1 to 4 carbon atoms, alkanoyl of 2 to 4 carbon atoms, benzyl or phenyl, a 5-amino-pyrazole radical or represents the radical of an open or cyclic ketomethylene compound.
Claim 11
Dependent Claim
73 words
A recording material according to claim 9 which contains at least one colour former of the general formula ##STR21## wherein R 4 , R 5 and R 6 are as defined in claim 9 in respect of formula (2), and Z 2 represents 1-(C 1 -C 8 -alkyl)-2-methyl-3-indolyl, 1-benzyl-2-methyl-3-indolyl, 1-aryl-3-methyl-5-pyrazolon-4-yl, 1-aryl-3-methyl-5-amino-pyrazol4-yl or represents the radical of an open or cyclic 1,3-diketone or of an acylacetic anilide which is bound through the methylene group.
Claim 12
Dependent Claim
74 words
A recording material according to claim 10, wherein as a radical of an open 1,3-diketone or of an acylacetic anilide which is bound through the methylene group Z 2 represents a radical of formula (3:1) ##STR22## wherein each of X 1 and Y 1 independently represents acyl of 2 to 8 carbon atoms or the group of formula ##STR23## wherein the benzene ring A is unsubstituted or substituted by methyl, methoxy, halogen or nitro.
Claim 13
Dependent Claim
59 words
A recording material according to claim 10, wherein as radical of a cyclic 1,3-diketone Z 2 represents a 5,5-di-C 1 -C 4 -alkyl-1,3-dioxo-cyclohexyl radical or a 1-C 1 -C 4 -alkyl-4-hydroxy-2-quinolonyl radical or the radical of a 6-hydroxy-3-cyano- or carbonamido-4-C 1 -C 4 -alkyl-2-pyridone which in 1-position is unsubstituted or substituted by alkyl of 1 to 4 carbon atoms.
Claim 14
Dependent Claim
54 words
A recording material according to claim 10, wherein the colour former is of formula (3), wherein both R 4 and R 5 represent methyl or ethyl, R 6 represents hydrogen and Z 2 represents 1-methyl-2-methyl-indol-3-yl, 1-ethyl-2-methyl-indol-3-yl, 1-benzyl-2-methyl-indol-3-yl, 1-phenyl-3-methyl-5-pyrazolon-4-yl, 1-chlorophenyl-3-methyl-5-pyrazolon-4-yl, 1-phenyl-3-methyl-5-amino-pyrazol-4-yl, acetyl-acetonyl, 5,5-dimethyl-1,3-dioxo-cyclohex-2-yl, 1-methyl-4-hydroxy-2-quinolon-3-yl or represents the radical of an acetoacetic anilide of formula ##STR24##
Claim 15
Dependent Claim
28 words
A heat-sensitive recording material according to claim 1 which contains attapulgite clay, silton clay, acid phenolic compounds, acid phenolic resins or a solid organic acid as electron acceptor.
References Cited (Backward Citations)
GB852131A
Cited
GB1135540A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1980-10-17 | 1981-04-18 | 1981-10-18 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1984-10-17 | 1985-04-18 | 1985-10-18 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1988-10-17 | 1989-04-18 | 1989-10-18 | $7700.00 | Window Closed / Lapsed |