US4183553A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Pressure- or heat-sensitive recording material and novel chromano compounds used therein
Assignee: BASF Corp
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Filing: 1978-01-30
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Granted: 1980-01-15
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Expires: 1998-01-30
Abstract
Abstract A pressure- or heat-sensitive recording material which contains as color former at least one chromano compound of the general formula ##STR1## wherein X 1 , X 2 , Z 1 and Z 2 , each independently of the other, represent the group of the formula ##STR2## in which V 1 and V 2 , each independently of the other, represent hydrogen, halogen, lower alkyl or lower alkoxy, and Y 1 and Y 2 , each independently of the other, represent hydrogen, --O--R 1 or ##STR3## and the ring A is unsubstituted or substituted by halogen, nitro, lower alkyl, --O--R 3 or ##STR4## or contains a fused benzene ring, while R 1 , R 2 , R 3 and R 4 , each independently of the other, represent hydrogen, alkyl of not more than 12 carbon atoms which is unsubstituted or substituted by halogen, hydroxyl, cyano or lower alkoxy, or represent cycloalkyl, phenyl, benzyl, or phenyl or benzyl which is substituted by halogen, nitro, lower alkyl or lower alkoxy, or each of the pair of substituents R 1 and R 2 and R 3 and R 4 , together with the nitrogen atom to which said pair is attached, independently represents a 5- or 6-membered heterocyclic radical.
Inventors
- 👤 Jean C. Petitpierre
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-03 09:09
CPC Classifications
C; C07; C07D; C07D311/00; C07D311/02; C07D311/04; C07D311/58; C07D311/60; B; B41; B41M; B41M5/00; B41M5/124; B41M5/132; B41M5/136; B41M5/26; B41M5/30; B41M5/323; C07D311/78; C07D311/92; C07D491/00; C07D491/02; C07D491/10; Y; Y10; Y10S; Y10S428/00; Y10S428/913; Y10S428/914
Claims Analysis
Total Claims: 27
Claim 1
Independent Claim
219 words
A pressure- or heat-sensitive recording material which contains as color former at least one chromano compound, at least one electron acceptor, and at least one binder, said chromano compound being of the formula ##STR56## wherein X 1 , X 2 , Z 1 and Z 2 , each independently of the other, represent the group of the formula ##STR57## in which V 1 and V 2 , each independently of the other, represent hydrogen, halogen, lower alkyl or lower alkoxy, and Y 1 and Y 2 , each independently of the other, represent hydrogen, --O--R 1 or ##STR58## and the ring A is unsubstituted or substituted by halogen, nitro, lower alkyl, --O--R 3 or ##STR59## or contains a fused benzene ring, whilst R 1 , R 2 , R 3 and R 4 , each independently of the other, represent hydrogen, alkyl of not more than 12 carbon atoms which is unsubstituted or substituted by halogen, hydroxyl cyano or lower alkoxy, or represent cycloalkyl, phenyl, benzyl, or phenyl or benzyl which is substituted by halogen, nitro, lower alkyl or lower alkoxy, or each of the pair of substituents R 1 and R 2 and R 3 and R 4 , together with the nitrogen atom to which said pair is attached, independently represents a 5- or 6-membered heterocyclic radical.
Claim 2
Dependent Claim
219 words
A pressure- or heat-sensitive recording material which contains as color former at least one chromano compound, at least one electron acceptor, and at least one binder, said chromano compound being of the formula ##STR56## wherein X 1 , X 2 , Z 1 and Z 2 , each independently of the other, represent the group of the formula ##STR57## in which V 1 and V 2 , each independently of the other, represent hydrogen, halogen, lower alkyl or lower alkoxy, and Y 1 and Y 2 , each independently of the other, represent hydrogen, --O--R 1 or ##STR58## and the ring A is unsubstituted or substituted by halogen, nitro, lower alkyl, --O--R 3 or ##STR59## or contains a fused benzene ring, whilst R 1 , R 2 , R 3 and R 4 , each independently of the other, represent hydrogen, alkyl of not more than 12 carbon atoms which is unsubstituted or substituted by halogen, hydroxyl cyano or lower alkoxy, or represent cycloalkyl, phenyl, benzyl, or phenyl or benzyl which is substituted by halogen, nitro, lower alkyl or lower alkoxy, or each of the pair of substituents R 1 and R 2 and R 3 and R 4 , together with the nitrogen atom to which said pair is attached, independently represents a 5- or 6-membered heterocyclic radical.
Claim 3
Dependent Claim
171 words
A recording material as claimed in claim 1, wherein X 1 , X 2 , Z 1 and Z 2 , each independently of the other, represent the group of the formula ##STR60## V 3 and V 4 , each independently of the other, represent hydrogen, halogen, lower alkyl or lower alkoxy, Y 3 and Y 4 , each independently of the other, represent hydrogen, --O--R 5 or ##STR61## the ring A is unsubstituted or substituted by halogen, nitro, lower alkyl, --O--R 7 or ##STR62## or contains a fused benzene ring, whilst R 5 , R 6 , R 7 and R 8 , each independently of the other, represent alkyl of 1 to 12 carbon atoms, cycloalkyl, phenyl, benzyl, or phenyl or benzyl which is substituted by halogen, lower alkyl or lower alkoxy, or each of the pair of substituents R 5 and R 6 and R 7 and R 8 , together with the nitrogen atom to which said pair is attached, represents a 5- or 6-membered heterocyclic radical.
Claim 4
Dependent Claim
22 words
A recording material as claimed in claim 1, wherein X 1 , X 2 , Z 1 and Z 2 are identical.
Claim 5
Dependent Claim
97 words
A recording material as claimed in claim 1 wherein the colour former has the formula ##STR63## wherein V 1 and V 2 , each independently of the other, represent hydrogen, chlorine, methyl, methoxy or ethoxy, Y 1 and Y 2 , each independently of the other, represent lower alkoxy, phenoxy, benzyloxy or ##STR64## and the ring A is unsubstituted or substituted by halogen, methoxy, nitro or ##STR65## or contains a fused benzene ring, whilst R 9 , R 10 , R 11 and R 12 , each independently of the other, represent lower alkyl, phenyl or benzyl.
Claim 6
Dependent Claim
19 words
A recording material as claimed in claim 1 wherein Y 1 and Y 2 represent an amino group ##STR66##
Claim 7
Dependent Claim
19 words
A recording material as claimed in claim 2 wherein Y 3 and Y 4 represent an amino group ##STR67##
Claim 8
Dependent Claim
19 words
A recording material as claimed in claim 4 wherein Y 1 and Y 2 represent an amino group ##STR68##
Claim 9
Dependent Claim
27 words
A recording material as claimed in claim 1 wherein the ring A carries an amino group in the 7-position which is mono- or disubstituted by lower alkyl.
Claim 10
Dependent Claim
41 words
A recording material as claimed in claim 1 wherein the colour former has the formula ##STR69## in which X 1 , X 2 , Z 1 , Z 2 , R 3 and R 4 are as defined in claim 1.
Claim 11
Dependent Claim
39 words
A recording material as claimed in claim 2 wherein the colour former has the formula ##STR70## wherein X 1 , X 2 , Z 1 , Z.sub. 2, R 7 and R 8 are as defined in claim 2.
Claim 12
Dependent Claim
40 words
A recording material as claimed in claim 4 wherein the colour former has the formula ##STR71## wherein Y 1 , Y 2 , V 1 , V 2 , R 11 and R 12 are as defined in claim 5.
Claim 13
Dependent Claim
41 words
A recording material as claimed in claim 11 wherein the colour former has the formula ##STR72## wherein each of R 13 , R 14 , R 15 , R 16 and R 17 represents alkyl of 1 to 4 carbon atoms.
Claim 14
Dependent Claim
34 words
A recording material as claimed in claim 1 wherein at least one of the substituents Y 1 and Y 2 or of the substituents in the ring A represents ##STR73## in the chromano compound.
Claim 15
Dependent Claim
22 words
A pressure-sensitive recording material as claimed in claim 1, which contains at least one said chromano compound dissolved in an organic solvent.
Claim 16
Dependent Claim
30 words
A pressure-sensitive recording material as claimed in claim 14, wherein the solution of the chromano compound in an organic solvent is contained in microcapsules which can be ruptured by pressure.
Claim 17
Dependent Claim
22 words
A pressure-sensitive recording material as claimed in claim 14, wherein the electron acceptor is attapulgite clay, silton clay, or a phenolformaldehyde resin.
Claim 18
Dependent Claim
61 words
A pressure-sensitive recording material as claimed in claim 15, wherein the encapsulated chromano compound is in the form of a layer on the reverse side of a transfer sheet and the electron acceptor is in the form of a layer on the face of the receiving sheet, the sheets being arranged such that in use the coated sides contact each other.
Claim 19
Dependent Claim
22 words
A pressure-sensitive recording material as claimed in claim 1, which contains said chromano compound together with one or more other colour formers.
Claim 20
Dependent Claim
32 words
A heat-sensitive recording material as claimed in claim 1, which contains in at least one layer at least one said chromano compound, at least one electron acceptor and at least one binder.
Claim 21
Dependent Claim
29 words
A heat-sensitive recording material as claimed in claim 19, wherein the electron acceptor is attapulgite clay, silton clay, a phenolic compound, a phenolic resin or a solid organic acid.
Claim 22
Dependent Claim
25 words
A heat-sensitive composition which contains at least one chromano compound as defined in claim 1, at least one electron acceptor and, at least one binder.
Claim 23
Dependent Claim
168 words
A chromano compound of the formula ##STR74## wherein X 1 , X 2 , Z 1 and Z 2 , each independently of the other, represent the group of the formula ##STR75## in which V 1 and V 2 , each independently of the other, represent hydrogen, halogen, lower alkyl or lower alkoxy, and Y 1 and Y 2 , each independently of the other, represent hydrogen, --O--R 1 or ##STR76## R 1 , R 2 , R 3 and R 4 , each independently of the other, represent hydrogen, alkyl of not more than 12 carbon atoms which is unsubstituted or substituted by halogen, hydroxyl, cyano or lower alkoxy, or represent cycloalkyl, phenyl, benzyl, or phenyl or benzyl which is substituted by halogen, nitro, lower alkyl or lower alkoxy, or each of the pair of substituents R 1 and R 2 and R 3 and R 4 , together with the nitrogen atom to which said pair is attached, independently represents a 5- or 6-membered heterocyclic radical.
Claim 24
Dependent Claim
168 words
A chromano compound of the formula ##STR74## wherein X 1 , X 2 , Z 1 and Z 2 , each independently of the other, represent the group of the formula ##STR75## in which V 1 and V 2 , each independently of the other, represent hydrogen, halogen, lower alkyl or lower alkoxy, and Y 1 and Y 2 , each independently of the other, represent hydrogen, --O--R 1 or ##STR76## R 1 , R 2 , R 3 and R 4 , each independently of the other, represent hydrogen, alkyl of not more than 12 carbon atoms which is unsubstituted or substituted by halogen, hydroxyl, cyano or lower alkoxy, or represent cycloalkyl, phenyl, benzyl, or phenyl or benzyl which is substituted by halogen, nitro, lower alkyl or lower alkoxy, or each of the pair of substituents R 1 and R 2 and R 3 and R 4 , together with the nitrogen atom to which said pair is attached, independently represents a 5- or 6-membered heterocyclic radical.
Claim 25
Dependent Claim
148 words
A chromano compound as claimed in claim 22, wherein X 1 , X 2 , Z 1 and Z 2 , each independently of the other, represent the group of the formula ##STR77## V 3 and V 4 , each independently of the other, represent hydrogen, halogen, lower alkyl or lower alkoxy, Y 3 and Y 4 , each independently of the other, represent hydrogen, --O--R 5 or ##STR78## R 3 , R 4 , R 5 and R 6 , each independently of the other, represent alkyl of 1 to 12 carbon atoms, cycloalkyl, phenyl, benzyl, or phenyl or benzyl which is substituted by halogen, lower alkyl or lower alkoxy, or each of the pair of substituents R 3 and R 4 and R 5 and R 6 , together with the nitrogen atom to which said pair is attached, represents a 5- or 6-membered heterocyclic radical.
Claim 26
Dependent Claim
73 words
A chromano compound as claimed in claim 23, of the formula ##STR79## wherein V 1 and V 2 , each independently of the other, represent hydrogen, chlorine, methyl, methoxy or ethoxy, Y 1 and Y 2 , each independently of the other, represent lower alkoxy, phenoxy, benzyloxy or ##STR80## and R 3 , R 4 , R 9 and R 10 , each independently of the other, represent lower alkyl, phenyl or benzyl.
Claim 27
Dependent Claim
37 words
A chromano compound as claimed in claim 24, of the formula ##STR81## wherein each of R 13 , R 14 , R 15 , R 16 and R 17 represents alkyl of 1 to 4 carbon atoms.
References Cited (Backward Citations)
US3407145A
Cited
US3666525A
Cited
US3984583A
Cited
US3812157A
Cited
US3955026A
Cited
US4039207A
Cited
US4052218A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1983-01-14 | 1983-07-16 | 1984-01-15 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1987-01-14 | 1987-07-16 | 1988-01-15 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1991-01-14 | 1991-07-16 | 1992-01-15 | $7700.00 | Window Closed / Lapsed |