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US4562449A Expired / Lapsed US ⏱️ 0.0 years remaining

Chromogenic dihydroquinazolines

Assignee: Novartis Corp
•
Filing: 1984-12-07
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Granted: 1985-12-31
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Expires: 2004-12-07
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Abstract

Abstract The invention relates to chromogenic dihydroquinazolines of the general formula: ##STR1## wherein: the ring A is a monocyclic or polycyclic, unsubstituted or substituted heterocyclic radical which may contain further heteroatoms as ring members, each of X 1 , X 2 and Y independently of one another is hydrogen, halogen, lower alkyl, lower alkanoylamino, or a group of the formula ##STR2## X 3 is hydrogen, halogen, lower alkyl or lower alkoxy; each of R 1 , R 2 , R 3 , R 4 , Z 1 and Z 2 independently of one another is C 1 -C 12 alkyl which is unsubstituted or substituted by halogen, hydroxyl, cyano or lower alkoxy, or is cycloalkyl, phenyl, or phenyl or benzyl each substituted by halogen, nitro, lower alkyl or lower alkoxy, and the radicals R may also be hydrogen; or each pair of substituents (R 1 and R 2 ), (R 3 and R 4 ) and (Z 1 and Z 2 ) independently of one another, together with the nitrogen atom to which said pair is attached, is a 5- or 6-membered heterocyclic radical. These compounds are particularly suitable for use as color formers in pressure-sensitive or heat-sensitive recording materials and produce lightfast blue, greenish blue or green colorations.

Inventors

  • 👤 Heinz Balli
  • 👤 Sigmund Gunzenhauser
  • 👤 Ian J. Fletcher
  • 👤 Davor Bedekovic

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-05 09:26
CPC Classifications
C; C09; C09B; C09B11/00; C09B11/04; C09B11/10; B; B41; B41M; B41M5/00; B41M5/124; B41M5/132; B41M5/136; B41M5/26; B41M5/30; B41M5/323; C07; C07D; C07D277/00; C07D277/60; C07D277/62; C07D277/68; C07D277/82; C07D487/00; C07D487/02; C07D487/04; C07D513/00; C07D513/02; C07D513/04

Claims Analysis

Total Claims: 7
Claim 1
Independent Claim 210 words
A pressure sensitive or heat sensitive recording material which comprises a support which contains or has coated thereon, as a color former, at least one dihydroquinazoline of the formula ##STR37## wherein the ring A is a monocyclic or polycyclic, unsubstituted or substituted heterocyclic radical which contains 1 to 3 heteroatoms as ring members, each of X 1 , X 2 and Y independently of one another is hydrogen, halogen, lower alkyl, lower alkanoylamino, or a group of the formula ##STR38## X 3 is hydrogen, halogen, lower alkyl or lower alkoxy; each of R 1 , R 2 , R 3 , R 4 , Z 1 and Z 2 independently of one another is C 1 -C 12 alkyl which is unsubstituted or substituted by halogen, hydroxyl, cyano or lower alkoxy, or is cycloalkyl, phenyl, or phenyl or benzyl each substituted by halogen, nitro, lower alkyl or lower alkoxy, and R 1 , R 2 , R 3 and R 4 are also hydrogen; or each pair of substituents (R 1 and R 2 ), (R 3 and R 4 ) and (Z 1 and Z 2 ) independently of one another, together with the nitrogen atom to which said pair is attached, is a 5- or 6-membered heterocyclic radical.
Claim 2
Dependent Claim 210 words
A pressure sensitive or heat sensitive recording material which comprises a support which contains or has coated thereon, as a color former, at least one dihydroquinazoline of the formula ##STR37## wherein the ring A is a monocyclic or polycyclic, unsubstituted or substituted heterocyclic radical which contains 1 to 3 heteroatoms as ring members, each of X 1 , X 2 and Y independently of one another is hydrogen, halogen, lower alkyl, lower alkanoylamino, or a group of the formula ##STR38## X 3 is hydrogen, halogen, lower alkyl or lower alkoxy; each of R 1 , R 2 , R 3 , R 4 , Z 1 and Z 2 independently of one another is C 1 -C 12 alkyl which is unsubstituted or substituted by halogen, hydroxyl, cyano or lower alkoxy, or is cycloalkyl, phenyl, or phenyl or benzyl each substituted by halogen, nitro, lower alkyl or lower alkoxy, and R 1 , R 2 , R 3 and R 4 are also hydrogen; or each pair of substituents (R 1 and R 2 ), (R 3 and R 4 ) and (Z 1 and Z 2 ) independently of one another, together with the nitrogen atom to which said pair is attached, is a 5- or 6-membered heterocyclic radical.
Claim 3
Dependent Claim 28 words
The pressure-sensitive recording material of claim 1, wherein the dihydroquinazoline is dissolved in an organic solvent, and which recording material further comprises at least one solid electron acceptor.
Claim 4
Dependent Claim 15 words
The pressure-sensitive recording material of claim 2, wherein the dihydroquinazoline solution is encapsulated in microcapsules.
Claim 5
Dependent Claim 45 words
The pressure-sensitive recording material of claim 3, wherein the encapsulated dihydroquinazoline is present in the form of a layer on the back of a transfer sheet and the electron acceptor is present in the form of a layer on the face of a receiving sheet.
Claim 6
Dependent Claim 19 words
The pressure-sensitive recording material of claim 1, which comprises the dihydroquinazoline together with one or more other color formers.
Claim 7
Dependent Claim 30 words
The heat-sensitive recording material of claim 1, which comprises in at least one layer, at least one dihydroquinazoline color former, at least one electron acceptor and at least one binder.

References Cited (Backward Citations)

US4020068A Cited
US4183932A Cited
US4435003A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1988-12-30 1989-07-01 1989-12-31 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1992-12-30 1993-07-01 1993-12-31 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1996-12-30 1997-07-01 1997-12-31 $7700.00 Window Closed / Lapsed

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