EP0124377A2
Expired / Lapsed
EP
⏱️ 0.0 years remaining
Chromogenic compounds
Assignee: Yamamoto Chemicals Inc
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Filing: 1984-04-30
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Granted: —
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Expires: 2004-04-30
Abstract
Abstract Chromogenic fluorene-9-spiro-lactones have the formula: where R 1 , R 2 , R 3 , R 4 and E have defined meaning. The compounds can be made by diazotizing and then effecting a ring closing reaction on the corresponding precursor primary amino-substituted phthalide, furopyridine or furopyrazine. Compounds where E is a group of the formula and R 1 , R 2 , R 3 , R 4 , R 5 and R 6 are each C 1 -C 4 alkyl groups are preferred. The compounds are chromogenic and can be used in pressure and/or heat sensitive record material. They give lightfast blue to green colours when reacted with electron accepting co-reactants. The coloured forms exhibit marked absorption in the near infrared making them particularly useful in OCR detection systems.
Inventors
- 👤 Seishi Ikegami
- 👤 Takamichi Amako
Bibliographic Details
Application Number
—
Jurisdiction
EP
Data Source
google_patents
Last Synchronized
2026-11-07 11:16
CPC Classifications
B; B41; B41M; B41M5/00; B41M5/124; B41M5/132; B41M5/136; B41M5/145; B41M5/26; B41M5/30; B41M5/323; B41M5/327; C; C07; C07D; C07D307/00; C07D307/94; C07D491/00; C07D491/02; C07D491/10
Claims Analysis
Total Claims: 12
Claim 1
Independent Claim
101 words
A compound of the general formula: where E is a group of one of the formulae: R 1 , R 2 , R 3 , R 4 , R 5 and R6 are each independently a hydrogen atom, a C l to C 12 alkyl group, a cycloalkyl group or a phenyl or benzyl group optionally substituted with one or more lower alkyl groups or R 1 and R 2 R 3 and R 4 and/or R 5 and R 6 , together with the nitrogen atom to which they are attached represent a 5- or 6- membered heterocyclic ring group.
Claim 2
Dependent Claim
101 words
A compound of the general formula: where E is a group of one of the formulae: R 1 , R 2 , R 3 , R 4 , R 5 and R6 are each independently a hydrogen atom, a C l to C 12 alkyl group, a cycloalkyl group or a phenyl or benzyl group optionally substituted with one or more lower alkyl groups or R 1 and R 2 R 3 and R 4 and/or R 5 and R 6 , together with the nitrogen atom to which they are attached represent a 5- or 6- membered heterocyclic ring group.
Claim 3
Dependent Claim
37 words
A compound as claimed in Claim 1 characterized in that any of R 1 , R 2 , R 3 , R 4 , R5 and R 6 is a C 1 to C 8 alkyl group.
Claim 4
Dependent Claim
47 words
A compound as claimed in Claim 1 characterized in that E is a group of the formula II and all of R 1 , R 2 , R 3 , R 4 , R 5 and R 6 are independently C 1 to C 4 alkyl groups.
Claim 5
Dependent Claim
52 words
A compound as claimed in Claim 1 characterised in that any of R 1 and R 2 , R 3 and R 4 and/or R 5 and R 6 together with the nitrogen atom to which they are attached represent a pyrrolidino, a piperidino, a morpholino, a thiomorpholino or a piperazine group.
Claim 6
Dependent Claim
45 words
A method of making a compound as claimed in Claim 1 which comprises diazotizing a compound of the general formula: where R 1 , R 2 , R 3 , R 4 and E are as defined in Claim 1, and thereafter effecting ring closure.
Claim 7
Dependent Claim
47 words
A method as claimed in Claim 5 characterized in that E is a group of the formula II and all of R 1 , R 2 , R 3 , R 4 , R 5 and R 6 are independently C l to C 4 alkyl groups.
Claim 8
Dependent Claim
54 words
A method as claimed in Claim 5 characterized in that the diazotization of the precursor amino substituted phthalide, furopyridine or furopyrazine is carried out in solution in sulphuric acid at a temperature of from -5 to 10°C and that the ring closing reaction is carried out at a temperature of from 10 to 100°C.
Claim 9
Independent Claim
32 words
A method as claimed in any one of Claims 5 to 7 characterized in that the ring closing reaction is carried out in the presence of elemental copper or a copper compound.
Claim 10
Dependent Claim
22 words
Record material incorporating, as a colour former, at least one chromogenic compound as claimed in any one of claims 1 to 4.
Claim 11
Dependent Claim
111 words
Record material as claimed in Claim 9 in the form of a manifold set of pressure sensitive record material which comprises an upper sheet carrying on the lower surface thereof a coating of a microencapsulated solution of a chromogenic composition including at least one compound of this invention, a lower sheet carrying on the upper surface thereof a coating comprising an electron accepting (acidic) co-reactant and, optionally, one or more intermediate sheets each of which has on its upper surface a coating comprising an electron accepting (acidic) co-reactant and on its lower surface a coating comprising a microencapsulated solution of a chromogenic composition, including at least one compound of this invention.
Claim 12
Dependent Claim
53 words
Record material as claimed in Claim 9 in the form of heat sensitive record material which comprises a sheet, especially a paper sheet, carrying a coating comprising finely divided solid particles of a chromogenic compound of the invention and finely divided solid particles of an acidic co-reactant dispersed in a thermographically acceptable binder.
References Cited (Backward Citations)
No citation records indexed.
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