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Dye-bleach materials and process

Assignee: 3M Co
•
Filing: 1984-03-06
•
Granted: 1985-10-22
•
Expires: 2004-03-06
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Abstract

Abstract An imagewise bleachable composition is described comprising a dye in reactive association with a mesoionic compound. The composition may be bleached by radiation at wavelengths between 200 and 1000 nm.

Inventors

  • 👤 Gebran J. Sabongi
  • 👤 Stephen S. C. Poon

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-25 13:51
CPC Classifications
G; G03; G03C; G03C1/00; G03C1/76; G03C1/825; G03C1/83; G03C7/00; G03C7/02

Claims Analysis

Total Claims: 29
Claim 1
Independent Claim 78 words
A composition capable of bleaching upon exposure to radiation of selected wavelength within the range 200 to 1100 nm and/or upon heating to at least 70° C., said composition comprising a bleachable dye in reactive association with a mesoionic bleaching compound wherein said mesoionic compound contains a five- or six-membered heterocycle which cannot be represented satisfactorily by any one covalent or polar structure and possesses a sextet of electrons in association with all the atoms comprising the ring.
Claim 2
Dependent Claim 78 words
A composition capable of bleaching upon exposure to radiation of selected wavelength within the range 200 to 1100 nm and/or upon heating to at least 70° C., said composition comprising a bleachable dye in reactive association with a mesoionic bleaching compound wherein said mesoionic compound contains a five- or six-membered heterocycle which cannot be represented satisfactorily by any one covalent or polar structure and possesses a sextet of electrons in association with all the atoms comprising the ring.
Claim 3
Dependent Claim 20 words
A composition as claimed in claim 1, in which the weight ratio of mesoionic compound:bleachable dye is at least 4:1.
Claim 4
Dependent Claim 123 words
A composition as claimed in claim 1, in which the bleachable dye has the general formula: ##STR17## in which: n is an integer of 1 to 5, R 1 to R 4 are selected to provide an electron donor moiety at one end of the conjugated chain and an electron acceptor moiety at the other, and represent alkyl, aryl groups or heterocyclic rings any of which may be substituted, said group generally containing up to 14 atoms selected from C, N, O and S; or R 1 and r 2 and/or R 3 and R 4 may represent the necessary atoms to complete optionally substituted aryl groups or heterocyclic rings, generally containing up to 14 atoms selected from C, N, O and S.
Claim 5
Dependent Claim 123 words
A composition as claimed in claim 2, in which the bleachable dye has the general formula: ##STR18## in which: n is an integer of 1 to 5, R 1 to R 4 are selected to provide an electron donor moiety at one end of the conjugated chain and an electron acceptor moiety at the other, and represent alkyl, aryl groups or heterocyclic rings any of which may be substituted, said group generally containing up to 14 atoms selected from C, N, O and S; or R 1 and R 2 and/or R 3 and R 4 may represent the necessary atoms to complete optionally substituted aryl groups or heterocyclic rings, generally containing up to 14 atoms selected from C, N, O and S.
Claim 6
Dependent Claim 19 words
A composition as claimed in claim 3, in which the bleachable dye is a cyanine, merocyanine or oxonol dye.
Claim 7
Dependent Claim 19 words
A composition as claimed in claim 4, in which the bleachable dye is a cyanine, merocyanine or oxonol dye.
Claim 8
Dependent Claim 62 words
A composition as claimed in claim 1 in which the mesoionic compound has the general formula: ##STR19## in which: R 12 represents an alkyl or aryl group or a heterocyclic ring, any of which groups may be substituted, and R 13 represents an alkyl or aryl group either of which may be substituted, a hydrogen atom, an amino or an alkoxy group.
Claim 9
Dependent Claim 62 words
A composition as claimed in claim 4, in which the mesoionic compound has the general formula: ##STR20## in which: R 12 represents an alkyl or aryl group or a heterocyclic ring, any of which groups may be substituted, and R 13 represents an alkyl or aryl group either of which may be substituted, a hydrogen atom, an amino or an alkoxy group.
Claim 10
Dependent Claim 62 words
A composition as claimed in claim 6, in which the mesoionic compound has the general formula: ##STR21## in which: R 12 represents an alkyl or aryl group or a heterocyclic ring, any of which groups may be substituted, and R 13 represents an alkyl or aryl group either of which may be substituted, a hydrogen atom, an amino or an alkoxy group.
Claim 11
Dependent Claim 42 words
A composition as claimed in claim 1, in which the mesoionic compound is a sydnone of the general formula: ##STR22## in which: R 15 and R 16 independently represent a hydrogen or halogen atom, an alkyl or alkoxy group, CN or OH.
Claim 12
Dependent Claim 42 words
A composition as claimed in claim 2, in which the mesoionic compound is a sydnone of the general formula: ##STR23## in which: r 15 and R 16 independently represent a hydrogen or halogen atom, an alkyl or alkoxy group, CN or OH.
Claim 13
Dependent Claim 42 words
A composition as claimed in claim 4, in which the mesoionic compound is a sydnone of the general formula: ##STR24## in which: R 15 and R 16 independently represent a hydrogen or halogen atom, an alkyl or alkoxy group, CN or OH.
Claim 14
Dependent Claim 42 words
A composition as claimed in claim 5, in which the mesoionic compound is a sydnone of the general formula: ##STR25## in which: R 15 and R 16 independently represent a hydrogen or halogen atom, an alkyl or alkoxy group, CN or OH.
Claim 15
Dependent Claim 42 words
A composition as claimed in claim 6, in which the mesoionic compound is a sydnone of the general formula: ##STR26## in which: R 15 and R 16 independently represent a hydrogen or halogen atom, an alkyl or alkoxy group, CN or OH.
Claim 16
Dependent Claim 19 words
A composition as claimed in claim 1, in which the dye and mesoionic compound are dissolved in a solvent.
Claim 17
Dependent Claim 16 words
A composition as claimed in claim 2, which additionally comprises a binder and optionally a solvent.
Claim 18
Dependent Claim 44 words
A composition as claimed in claim 16, suitable for forming a radiation sensitive coating on a support comprising: 0.01 to 1.0% by weight of dye, 0.04 to 10% by weight of mesoionic compound, 0.5 to 25% by weight of binder, to 100% solvent (w/v).
Claim 19
Dependent Claim 44 words
A composition as claimed in claim 17, suitable for forming a radiation sensitive coating on a support comprising: 0.8 to 0.4% by weight of dye, 3 to 4.5% by weight of mesoionic compound, 1 to 20% by weight of binder, to 100% solvent (w/v).
Claim 20
Dependent Claim 19 words
A composition as claimed in claim 16, which additionally comprises a plasticizer in an amount of 10% by weight.
Claim 21
Dependent Claim 26 words
A composition as claimed in claim 19, in which the plasticizer is selected from glycerol, sorbitol, polyglycols, polyethylene glycols and esters thereof, and any mixtures thereof.
Claim 22
Dependent Claim 91 words
An element capable of recording a positive image upon imagewise exposure to radiation within the wavelength range of 200 to 1100 nm or upon heating to a temperature of at least 70° C., comprising a support having on at least one surface thereof a bleachable dye in reactive association with a mesoionic bleaching compound wherein said mesoionic compound contains a five- or six-membered heterocycle which cannot be represented satisfactorily by any one covalent or polar structure and possesses a sextet of electrons in association with all the atoms comprising the ring.
Claim 23
Dependent Claim 91 words
An element capable of recording a positive image upon imagewise exposure to radiation within the wavelength range of 200 to 1100 nm or upon heating to a temperature of at least 70° C., comprising a support having on at least one surface thereof a bleachable dye in reactive association with a mesoionic bleaching compound wherein said mesoionic compound contains a five- or six-membered heterocycle which cannot be represented satisfactorily by any one covalent or polar structure and possesses a sextet of electrons in association with all the atoms comprising the ring.
Claim 24
Dependent Claim 170 words
An element capable of recording a positive image upon imagewise exposure to radiation within the wavelength range of 200 to 1100 nm or upon heating to a temperature of at least 70° C., comprising a support having on at least one surface thereof a bleachable dye in reactive association with a mesoionic bleaching compound in which the bleachable dye has the general formula: ##STR27## in which: n is an integer of 1 to 5, R 1 to R 4 are selected to provide an electron donor moiety at one end of the conjugated chain and an electron acceptor moiety at the other, and represent alkyl, aryl groups or heterocyclic rings any of which may be substituted, said group generally containing up to 14 atoms selected from C, N, O and S; or R 1 and R 2 and/or R 3 and R 4 may represent the necessary atoms to complete optionally substituted aryl groups or heterocyclic rings, generally containing up to 14 atoms selected from C, N, O and S.
Claim 25
Dependent Claim 170 words
An element capable of recording a positive image upon imagewise exposure to radiation within the wavelength range of 200 to 1100 nm or upon heating to a temperature of at least 70° C., comprising a support having on at least one surface thereof a bleachable dye in reactive association with a mesoionic bleaching compound in which the bleachable dye has the general formula: ##STR27## in which: n is an integer of 1 to 5, R 1 to R 4 are selected to provide an electron donor moiety at one end of the conjugated chain and an electron acceptor moiety at the other, and represent alkyl, aryl groups or heterocyclic rings any of which may be substituted, said group generally containing up to 14 atoms selected from C, N, O and S; or R 1 and R 2 and/or R 3 and R 4 may represent the necessary atoms to complete optionally substituted aryl groups or heterocyclic rings, generally containing up to 14 atoms selected from C, N, O and S.
Claim 26
Dependent Claim 68 words
A recording element comprising a support, one or more radiation sensitive layers and as an antihalation layer, a layer containing a bleachable dye in reactive association with a mesoionic bleaching compound wherein said mesoionic compound contains a five: or six-membered heterocycle which cannot be represented satisfactorily by any one covalent or polar structure and possesses a sextet of electrons in association with all the atoms comprising the ring.
Claim 27
Dependent Claim 68 words
A recording element comprising a support, one or more radiation sensitive layers and as an antihalation layer, a layer containing a bleachable dye in reactive association with a mesoionic bleaching compound wherein said mesoionic compound contains a five: or six-membered heterocycle which cannot be represented satisfactorily by any one covalent or polar structure and possesses a sextet of electrons in association with all the atoms comprising the ring.
Claim 28
Dependent Claim 37 words
A method of recording a positive image comprising imagewise exposing the element of claim 21 to a heat source of at least 70° C. or radiation having a wavelength at the maximum absorbance of the mesoionic compound.
Claim 29
Dependent Claim 44 words
A method of bleaching an antihalation layer of the element of claim 23 which comprises irradiating said antihalation layer with radiation having a wavelength of the maximum absorbance of the mesoionic compound or heating said layer to a temperature of at least 70° C.

References Cited (Backward Citations)

US3595655A Cited
US3595658A Cited
US3627527A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1988-10-21 1989-04-22 1989-10-22 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1992-10-21 1993-04-22 1993-10-22 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1996-10-21 1997-04-22 1997-10-22 $7700.00 Window Closed / Lapsed

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