Patent US3514840A successfully refreshed from Google Patents.
Patent US4435003A successfully refreshed from Google Patents.
← Back to Patent Explorer
US4435003A Expired / Lapsed US ⏱️ 0.0 years remaining

Chromogenic quinazolines

Assignee: BASF Corp
•
Filing: 1982-09-22
•
Granted: 1984-03-06
•
Expires: 2002-09-22
📄 Original PDF 🌐 Google Patents 🔄 Sync Now

Abstract

Abstract Chromogenic quinazolines are disclosed. These compounds are particularly suitable for use as color formers in pressure-sensitive or heat-sensitive recording materials and give lightfast yellow, orange and red colorations.

Inventors

  • 👤 Ian J. Fletcher

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-03 17:22
CPC Classifications
C; C07; C07D; C07D239/00; C07D239/70; C07D239/72; C07D239/86; C07D239/94; B; B41; B41M; B41M5/00; B41M5/124; B41M5/132; B41M5/136; B41M5/26; B41M5/30; B41M5/323; C07D239/74; C07D239/88; C07D239/91; C09; C09B; C09B57/00; Y; Y10; Y10S; Y10S428/00; Y10S428/913; Y10S428/914

Claims Analysis

Total Claims: 7
Claim 1
Independent Claim 328 words
A pressure-sensitive or heat-sensitive recording sheet material which contains in its color reactive system, as color former, a quinazoline of the formula ##STR52## wherein Z is hydrogen, R 1 , --OR 1 ', --SR 1 ' or --NR 2 R 3 ; R 1 ' but not R 1 is halo-C 2 -C 6 -alkyl or each of R 1 ' and R 1 is C 1 -C 12 -alkyl, cyano-C 1 -C 12 -alkyl, lower alkoxy-C 1 -C 12 -alkyl, cyclopentyl, cyclohexyl, phenyl, halophenyl, nitrophenyl, cyanophenyl, lower alkylphenyl, lower alkoxyphenyl, lower alkoxycarbonylphenyl, lower alkylcarbonyllphenyl, diphenyl, halodiphenyl, nitrodiphenyl, cyanodiphenyl, lower alkyldiphenyl, lower alkoxydiphenyl, lower alkoxycarbonyldiphenyl, lower alkylcarbonyldiphenyl, naphthyl, halonaphthyl, nitronaphthyl, cyanonaphthyl, lower alkylnaphthyl, lower alkoxynaphthyl, lower alkoxycarbonylnaphthyl, lower alkylcarbonylnaphthyl, benzyl, halobenzyl, nitrobenzyl, cyanobenzyl, lower alkylbenzyl, lower alkoxybenzyl, lower alkoxycarbonylbenzyl, lower alkylcarbonylbenzyl, phenylethyl, halophenylethyl, nitrophenylethyl, cyanophenylethyl, lower alkylphenylethyl, loweer alkoxyphenylethyl, lower alkoxy carbonylphenylethyl, lower alkylcarbonylphenylethyl, thienyl, halothienyl, cyanothienyl, nitrothienyl, lower alkylthienyl, lower alkoxythienyl, lower alkoxycarbonylthienyl, furyl, halofuryl, cyanofuryl, nitrofuryl, lower alkylfuryl, lower alkoxyfuryl, lower alkoxycarbonylfuryl, pyrrolyl, halopyrrolyl, cyanopyrrolyl, nitropyrrolyl, lower alkylpyrrolyl, lower alkoxypyrrolyl, lower alkoxycarbonylpyrrolyl, pyrazolyl, halopyrazolyl, cyanopyrazolyl, nitropyrazolyl, lower alkylpyrazolyl, lower alkoxypyrazolyl, lower alkoxycarbionylpyrazolyl, imidazolyl, haloimidazolyl, cyanoimidazolyl, nitroimidazolyl, lower alkylimidazolyl, lower alkoxyimidazolyl, lower alkoxycarbonylimidazolyl, pyridyl, halopyridyl, cyanopyridyl, nitropyridyl, lower alkylpyridyl, lower alkoxypyridyl or lower alkoxycarbonylpyridyl; R 2 is formyl, lower alkylcarbonyl, lower alkylsulfonyl, benzoyl or phenylsulfonyl or each of R 2 , R 3 , X 1 and X 2 independently is hydrogen, C 1 -C 12 -alkyl, halo-C 1 -C 12 -alkyl, hydroxy-C 1 -C 12 -alkyl, cyano-C 1 -C 12 -alkyl, lower alkoxy-C 1 -C 12 -alkyl, cyclohexyl, phenyl, halophenyl, nitrophenyl, cyanophenyl, lower alkylphenyl, lower alkoxyphenyl, lower alkoxycarbonylphenyl, benzyl, halobenzyl, nitrobenzyl, cyanobenzyl, lower alkylbenzyl, lower alkoxybenzyl, lower alkoxycarbonylbenzyl, or --NR 2 R 3 and --NX 1 X 2 independently is pyrrolidino, piperidino, pipecolino, morpholino, thiomorpholino or piperazino; X 3 is hydrogen, halogen, nitro, lower alkyl or lower alkoxy; and ring A is unsubstituted or substituted by cyano, nitro, halogen, lower alkyl, lower alkoxy or lower alkoxycarbonyl.
Claim 2
Dependent Claim 328 words
A pressure-sensitive or heat-sensitive recording sheet material which contains in its color reactive system, as color former, a quinazoline of the formula ##STR52## wherein Z is hydrogen, R 1 , --OR 1 ', --SR 1 ' or --NR 2 R 3 ; R 1 ' but not R 1 is halo-C 2 -C 6 -alkyl or each of R 1 ' and R 1 is C 1 -C 12 -alkyl, cyano-C 1 -C 12 -alkyl, lower alkoxy-C 1 -C 12 -alkyl, cyclopentyl, cyclohexyl, phenyl, halophenyl, nitrophenyl, cyanophenyl, lower alkylphenyl, lower alkoxyphenyl, lower alkoxycarbonylphenyl, lower alkylcarbonyllphenyl, diphenyl, halodiphenyl, nitrodiphenyl, cyanodiphenyl, lower alkyldiphenyl, lower alkoxydiphenyl, lower alkoxycarbonyldiphenyl, lower alkylcarbonyldiphenyl, naphthyl, halonaphthyl, nitronaphthyl, cyanonaphthyl, lower alkylnaphthyl, lower alkoxynaphthyl, lower alkoxycarbonylnaphthyl, lower alkylcarbonylnaphthyl, benzyl, halobenzyl, nitrobenzyl, cyanobenzyl, lower alkylbenzyl, lower alkoxybenzyl, lower alkoxycarbonylbenzyl, lower alkylcarbonylbenzyl, phenylethyl, halophenylethyl, nitrophenylethyl, cyanophenylethyl, lower alkylphenylethyl, loweer alkoxyphenylethyl, lower alkoxy carbonylphenylethyl, lower alkylcarbonylphenylethyl, thienyl, halothienyl, cyanothienyl, nitrothienyl, lower alkylthienyl, lower alkoxythienyl, lower alkoxycarbonylthienyl, furyl, halofuryl, cyanofuryl, nitrofuryl, lower alkylfuryl, lower alkoxyfuryl, lower alkoxycarbonylfuryl, pyrrolyl, halopyrrolyl, cyanopyrrolyl, nitropyrrolyl, lower alkylpyrrolyl, lower alkoxypyrrolyl, lower alkoxycarbonylpyrrolyl, pyrazolyl, halopyrazolyl, cyanopyrazolyl, nitropyrazolyl, lower alkylpyrazolyl, lower alkoxypyrazolyl, lower alkoxycarbionylpyrazolyl, imidazolyl, haloimidazolyl, cyanoimidazolyl, nitroimidazolyl, lower alkylimidazolyl, lower alkoxyimidazolyl, lower alkoxycarbonylimidazolyl, pyridyl, halopyridyl, cyanopyridyl, nitropyridyl, lower alkylpyridyl, lower alkoxypyridyl or lower alkoxycarbonylpyridyl; R 2 is formyl, lower alkylcarbonyl, lower alkylsulfonyl, benzoyl or phenylsulfonyl or each of R 2 , R 3 , X 1 and X 2 independently is hydrogen, C 1 -C 12 -alkyl, halo-C 1 -C 12 -alkyl, hydroxy-C 1 -C 12 -alkyl, cyano-C 1 -C 12 -alkyl, lower alkoxy-C 1 -C 12 -alkyl, cyclohexyl, phenyl, halophenyl, nitrophenyl, cyanophenyl, lower alkylphenyl, lower alkoxyphenyl, lower alkoxycarbonylphenyl, benzyl, halobenzyl, nitrobenzyl, cyanobenzyl, lower alkylbenzyl, lower alkoxybenzyl, lower alkoxycarbonylbenzyl, or --NR 2 R 3 and --NX 1 X 2 independently is pyrrolidino, piperidino, pipecolino, morpholino, thiomorpholino or piperazino; X 3 is hydrogen, halogen, nitro, lower alkyl or lower alkoxy; and ring A is unsubstituted or substituted by cyano, nitro, halogen, lower alkyl, lower alkoxy or lower alkoxycarbonyl.
Claim 3
Dependent Claim 25 words
A pressure-sensitive recording sheet material according to claim 1, which contains the quinazoline dissolved in an organic solvent, and at least one solid electron acceptor.
Claim 4
Dependent Claim 16 words
A pressure-sensitive recording sheet material according to claim 1, wherein the quinazoline is encapsulated in microcapsules.
Claim 5
Dependent Claim 47 words
A pressure-sensitive recording sheet material according to claim 3, wherein the encapsulated quinazoline 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 receiver sheet.
Claim 6
Dependent Claim 21 words
A pressure-sensitive recording sheet material according to claim 1, which contains the quinazoline together with one or more other color formers.
Claim 7
Dependent Claim 22 words
A heat-sensitive recording sheet material according to claim 1, which further contains at least one electron acceptor, and at least one binder.

References Cited (Backward Citations)

GB856158A Cited
US3154532A Cited
US3340260A Cited
US3476756A Cited
US3574210A Cited
US3637693A Cited
US3998951A Cited
US4306065A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1987-03-06 1987-09-05 1988-03-06 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1991-03-06 1991-09-05 1992-03-06 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1995-03-06 1995-09-05 1996-03-06 $7700.00 Window Closed / Lapsed

Assigned Categories & Tags

No categories assigned to this patent yet.

Assign Category Tag