US4291901A
Expired / Lapsed
US
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Pressure-sensitive or heat-sensitive recording material
Assignee: BASF Corp
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Filing: 1979-11-16
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Granted: 1981-09-29
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Expires: 1999-11-16
Abstract
Abstract A pressure-sensitive or heat-sensitive recording material which contains in its color reactant system, as developer for color formers, at least one compound of the formula <IMAGE> (1) wherein Z is the radical of a reactive organic methylene or methyl compound or a radical of the formula <IMAGE> wherein each of A1 and A2 independently is carbon or unsubstituted or substituted alkylene, arylene or aralkylene, each of X1 and X2 is halogen, cyano or nitro, each of D1, D2 and E independently is unsubstituted or substituted alkyl, aralkyl, aryl, alkanoyl, alkylsulfonyl, aroyl, arylsulfonyl, cyanoamidino, or is the group <IMAGE> wherein each of R1 and R2 independently is hydrogen or unsubstituted or substituted alkyl, aryl or aralkyl, whilst D1 and D2 are also hydrogen, or each of the pairs of substituents (R1 and R2) and (D1 and E) together with the nitrogen atom to which said pair is attached is a 5- or 6-membered heterocyclic radical, W is -CO-, -SO2-, -COCO-, <IMAGE> or unsubstituted or substituted alkylene or phenylene, G is unsubstituted or substituted alkyl, aralkyl or aryl or is a 5- or 6-membered heterocyclic radical, and m is 1 to 6.
Inventors
- 👤 Jean C. Petitpierre
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-29 19:22
CPC Classifications
B; B41; B41M; B41M5/00; B41M5/124; B41M5/132; B41M5/155; B41M5/26; B41M5/30; B41M5/333; B41M5/3333; Y; Y10; Y10S; Y10S428/00; Y10S428/913; Y10S428/914
Claims Analysis
Total Claims: 21
Claim 1
Independent Claim
219 words
A pressure-sensitive or heat-sensitive recording material which comprises sheet material coated with a color former and the same or different sheet material coated with a color developer containing at least one compound of the formula ##STR47## wherein Z is the radical of a reactive organic methylene or methyl compound or a radical of the formula ##STR48## or --S--G (1c) wherein each of A 1 and A 2 independently is carbon or unsubstituted or substituted alkylene, arylene or aralkylene, each of X 1 and X 2 is halogen, cyano or nitro, each of D 1 , D 2 and E independently is unsubstituted or substituted alkyl, aralkyl, aryl, alkanoyl, alkylsulfonyl, aroyl, arylsulfonyl, cyanoamidino, or is the group ##STR49## wherein each of R 1 and R 2 independently is hydrogen or unsubstituted or substituted alkyl, aryl or aralkyl, whilst D 1 and D 2 are also hydrogen, or each of the pairs of substituents (R 1 and R 2 ) and (D 1 and E) together with the nitrogen atom to which said pair is attached is a 5- or 6-membered heterocyclic radical, W is --CO--, --SO 2 --, --COCO--, ##STR50## or unsubstituted or substituted alkylene or phenylene, G is unsubstituted or substituted alkyl, aralkyl or aryl, or is a 5- or 6-membered heterocylic radical, and m is 1 to 6.
Claim 2
Dependent Claim
219 words
A pressure-sensitive or heat-sensitive recording material which comprises sheet material coated with a color former and the same or different sheet material coated with a color developer containing at least one compound of the formula ##STR47## wherein Z is the radical of a reactive organic methylene or methyl compound or a radical of the formula ##STR48## or --S--G (1c) wherein each of A 1 and A 2 independently is carbon or unsubstituted or substituted alkylene, arylene or aralkylene, each of X 1 and X 2 is halogen, cyano or nitro, each of D 1 , D 2 and E independently is unsubstituted or substituted alkyl, aralkyl, aryl, alkanoyl, alkylsulfonyl, aroyl, arylsulfonyl, cyanoamidino, or is the group ##STR49## wherein each of R 1 and R 2 independently is hydrogen or unsubstituted or substituted alkyl, aryl or aralkyl, whilst D 1 and D 2 are also hydrogen, or each of the pairs of substituents (R 1 and R 2 ) and (D 1 and E) together with the nitrogen atom to which said pair is attached is a 5- or 6-membered heterocyclic radical, W is --CO--, --SO 2 --, --COCO--, ##STR50## or unsubstituted or substituted alkylene or phenylene, G is unsubstituted or substituted alkyl, aralkyl or aryl, or is a 5- or 6-membered heterocylic radical, and m is 1 to 6.
Claim 3
Dependent Claim
25 words
A recording material according to claim 1 which comprises a developer of the formula (1), wherein each of X 1 and X 2 is halogen.
Claim 4
Dependent Claim
41 words
A recording material according to claim 1 which comprises a developer of the formula (1), wherein each of the groupings --A 1 --(X 1 ) m and --A 2 --(X 2 ) m is --C(Hal) 3 , wherein Hal is halogen.
Claim 5
Dependent Claim
26 words
A recording material according to claim 1 which comprises a developer of the formula (1), wherein Z is a radical of the formula (1a) or (1b).
Claim 6
Dependent Claim
24 words
A recording material according to claim 1 which comprises a developer of the formula (1), wherein Z is a radical of the formula (1a).
Claim 7
Dependent Claim
28 words
A recording material according to claim 1 which comprises a developer of the formula (1), wherein each of D 1 , D 2 and R 1 is hydrogen.
Claim 8
Dependent Claim
227 words
A recording material according to claim 1 which comprises a developer of the formula (1), wherein Z is the radical of the formula ##STR51## wherein each of D 3 , D 4 and E 1 independently is alkyl of 1 to 12 carbon atoms, benzyl, phenyl, alkanoyl of 1 to 12 carbon atoms, benzoyl, alkylsulfonyl of 1 to 12 carbon atoms, phenylsulfonyl, each of which is unsubstituted or substituted by halogen, lower alkyl, lower alkoxy, lower alkylcarbonyl or lower alkoxycarbonyl, or is the group ##STR52## wherein each of R 3 and R 4 independently is hydrogen, alkyl of 1 to 12 carbon atoms, benzyl or phenyl, whilst D 3 and D 4 are also hydrogen, or the pairs of substituents (R 3 and R 4 ) and (D 3 and E 1 ) together with the nitrogen atom to which each pair is attached form a 5- to 6-membered heterocyclic ring which contains 1 or 2 heteroatoms selected from the group consisting of nitrogen, oxygen and sulfur, W 1 is --CO--, --SO 2 --, --CO--CO--, --CO--CH 2 --CO--, or alkylene of 2 to 6 carbon atoms or phenylene, each of which is unsubstituted or substituted by lower alkyl, lower alkoxy or halogen, and A 3 is carbon or alkylene of 1 to 6 carbon atoms or phenylene, X 3 is halogen, and m is 1 to 3.
Claim 9
Dependent Claim
37 words
A recording material according to claim 1 which comprises a developer of the formula ##STR53## wherein E 2 is acetyl, benzoyl, acetophenyl, carbomethoxyphenyl, methylsulfonyl, phenylsulfonyl, N-methylcarbamyl, N-phenylcarbamyl, N-tolylcarbamyl or the group ##STR54## and X 3 is halogen.
Claim 10
Dependent Claim
26 words
A recording material according to claim 8 which comprises a developer of the formula (3), wherein E 2 is acetyl, benzoyl, acetophenyl, N-methylcarbamyl, N-phenylcarbamyl or N-tolylcarbamyl.
Claim 11
Dependent Claim
17 words
A recording material according to claim 9, wherein E 2 is N-phenylcarbamyl and X 3 is chlorine.
Claim 12
Dependent Claim
68 words
A recording material according to claim 1 which comprises a developer of the formula (1), wherein Z is a radical of the formula --S--G.sub.1 ( 2c) wherein G 1 is C 1 -C 18 alkyl, benzyl or phenyl, each of which is unsubstituted or substituted by halogen, lower alkyl or lower alkoxy, or is a 5- or 6-membered heterocyclic radical which contains 1 or 2 ring nitrogen atoms.
Claim 13
Dependent Claim
38 words
A recording material according to claim 11 which comprises a developer of the formula ##STR55## wherein G 2 is C 1 -C 18 alkyl, phenyl, halophenyl, C 1 -C 4 alkoxyphenyl or imidazolinyl-2-, and X 3 is halogen.
Claim 14
Dependent Claim
122 words
A recording material according to claim 1 which comprises a developer of the formula (1), wherein Z is a radical of the formula ##STR56## wherein each of M and Q independently is cyano, nitro, unsubstituted or substituted alkylcarbonyl, alkoxycarbonyl or arylcarbonyl, or is the group ##STR57## in which each of R 1 and R 2 is hydrogen or unsubstituted or substituted alkyl, aryl or aralkyl, whilst M is also hydrogen, or R 1 and R 2 together with the nitrogen atom to which they are attached, are a 5- or 6-membered heterocyclic radical, or M and Q together with the carbon atom which links them form a carbocyclic or heterocyclic ring which contains a keto group adjacent to the linking carbon atom.
Claim 15
Dependent Claim
115 words
A recording material according to claim 13 which comprises a developer of the formula (1), wherein Z is a radical of the formula ##STR58## wherein each of M 1 and Q 1 independently is cyano, nitro, or C 2 -C 13 alkanoyl, C 2 -C 13 alkoxycarbonyl, benzoyl or N-phenylcarbamyl, each of which is unsubstituted or substituted by one or more members selected from the group consisting of halogen, nitro, lower alkyl and lower alkoxy, and M 1 is also hydrogen, or M 1 and Q 1 together with the carbon atom which links them form a 5- or 6-membered carbocyclic or heterocyclic ring which contains a keto group adjacent to the linking carbon atom.
Claim 16
Dependent Claim
39 words
A recording material according to claim 14 which comprises a developer of the formula ##STR59## wherein M 2 is hydrogen, lower alkylcarbonyl or N-phenylcarbamyl, Q 2 is nitro, lower alkylcarbonyl, lower alkoxycarbonyl or benzoyl, and X 3 is halogen.
Claim 17
Dependent Claim
18 words
A pressure-sensitive recording material according to claim 1 which contains the colour former dissolved in an organic solvent.
Claim 18
Dependent Claim
16 words
A pressure-sensitive recording material according to claim 1, wherein the colour former is encapsulated in micro-capsules.
Claim 19
Dependent Claim
50 words
A pressure-sensitive recording material according to claim 17, wherein the encapsulated colour former is applied in the form of a layer to the back of a transfer sheet and the developer of the formula (1) is applied in the form of a layer to the face of a receiver sheet.
Claim 20
Dependent Claim
24 words
A pressure-sensitive recording material according to claim 1, which contains the compound of the formula (1) together with one or more other colour developers.
Claim 21
Dependent Claim
37 words
A heat-sensitive recording material according to claim 1 which contains, in at least one layer, at least one colour former, at least one developer of the formula as indicated in claim 1 and at least one binder.
References Cited (Backward Citations)
GB1456208A
Cited
US4210345A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1984-09-28 | 1985-03-30 | 1985-09-29 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1988-09-28 | 1989-03-30 | 1989-09-29 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1992-09-28 | 1993-03-30 | 1993-09-29 | $7700.00 | Window Closed / Lapsed |