Patent US3289087A successfully refreshed from Google Patents.
Patent US1368878A successfully refreshed from Google Patents.
US4334015A
Expired / Lapsed
US
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Imaging compositions
Assignee: 3M Co
•
Filing: 1979-05-23
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Granted: 1982-06-08
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Expires: 1999-05-23
Abstract
Abstract A composition capable of forming colored complexes with transition metal salts is provided which comprises an aromatic substituted hydrazone carried in an organic cosolvent vehicle. When employed in the art of carbonless paper the aromatic substituted hydrazone and the transition metal salt complex to form yellow colored images. The invention provides means for producing dark, black, neutral images by the reaction of the aromatic substituted hydrazones and conventional dithiooxamide complexing compounds, both carried in an organic cosolvent vehicle, with transition metal salts.
Inventors
- 👤 Dean R. Yarian
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-01 18:08
CPC Classifications
B; B41; B41M; B41M5/00; B41M5/124; B41M5/132; Y; Y10; Y10S; Y10S428/00; Y10S428/914
Claims Analysis
Total Claims: 46
Claim 1
Independent Claim
78 words
A composition capable of forming colored complexes with transition metal salts comprising an aromatic substituted hydrazone carried in an organic cosolvent vehicle, said hydrazone having the formula ##STR7## wherein Ar 1 and Ar 2 are independently selected aromatic substituents, Ar 1 being selected from the group of aromatic substituents consisting of phenyl, substituted phenyl, napthyl, and substituted naphthyl and Ar 2 being selected from the group of aromatic substituents consisting of o-hydroxy substituted phenyl and o-hydroxy substituted naphthyl.
Claim 2
Dependent Claim
78 words
A composition capable of forming colored complexes with transition metal salts comprising an aromatic substituted hydrazone carried in an organic cosolvent vehicle, said hydrazone having the formula ##STR7## wherein Ar 1 and Ar 2 are independently selected aromatic substituents, Ar 1 being selected from the group of aromatic substituents consisting of phenyl, substituted phenyl, napthyl, and substituted naphthyl and Ar 2 being selected from the group of aromatic substituents consisting of o-hydroxy substituted phenyl and o-hydroxy substituted naphthyl.
Claim 3
Dependent Claim
51 words
The composition of claim 1 wherein Ar 1 is an aromatic radical having the structure ##STR8## wherein X is selected from the group consisting of H; p--CH 3 ; p-(t-C 4 H 9 ); and o-NH 2 ; and wherein Ar 2 is an o-hydroxy aromatic radical having the structure ##STR9##
Claim 4
Dependent Claim
100 words
A composition capable of forming colored complexes with transition metal salts comprising an aromatic substituted hydrazone carried in an organic cosolvent vehicle, said hydrazone having the formula ##STR10## wherein Ar 1 and Ar 2 are independently selected aromatic substituents, Ar 1 being selected from the group of aromatic substituents consisting of phenyl, substituted phenyl, naphthyl, and substituted naphthyl and Ar 2 being selected from the group of aromatic substituents consisting of o-hydroxy substituted phenyl and o-hydroxy substituted naphthyl; wherein said aromatic substituted hydrazone is present in said cosolvent in an amount of between about 0.2 and 10.0 percent by weight.
Claim 5
Dependent Claim
100 words
A composition capable of forming colored complexes with transition metal salts comprising an aromatic substituted hydrazone carried in an organic cosolvent vehicle, said hydrazone having the formula ##STR10## wherein Ar 1 and Ar 2 are independently selected aromatic substituents, Ar 1 being selected from the group of aromatic substituents consisting of phenyl, substituted phenyl, naphthyl, and substituted naphthyl and Ar 2 being selected from the group of aromatic substituents consisting of o-hydroxy substituted phenyl and o-hydroxy substituted naphthyl; wherein said aromatic substituted hydrazone is present in said cosolvent in an amount of between about 0.2 and 10.0 percent by weight.
Claim 6
Dependent Claim
113 words
A composition capable of forming colored complexes with transition metal salts comprising an aromatic substituted hydrazone carried in an organic cosolvent vehicle, said hydrazone having the formula ##STR11## wherein Ar 1 is an aromatic radical having the structure ##STR12## wherein X is selected from the group consisting of H; CH 3 ; p-(t-C 4 H 9 ); o-OH; p-OH; o-Cl; o-NH 2 ; p-NH 2 ; m-NO 2 ; p-NO 2 ; and m-CH 3 ; o-OH; and wherein Ar 2 is an o-hydroxy aromatic radical having the structure ##STR13## wherein Y is selected from the group consisting of H; 5-NO 2 ; 5-Cl; 3-CH 3 O; and 3-C 2 H 5 O.
Claim 7
Dependent Claim
113 words
A composition capable of forming colored complexes with transition metal salts comprising an aromatic substituted hydrazone carried in an organic cosolvent vehicle, said hydrazone having the formula ##STR11## wherein Ar 1 is an aromatic radical having the structure ##STR12## wherein X is selected from the group consisting of H; CH 3 ; p-(t-C 4 H 9 ); o-OH; p-OH; o-Cl; o-NH 2 ; p-NH 2 ; m-NO 2 ; p-NO 2 ; and m-CH 3 ; o-OH; and wherein Ar 2 is an o-hydroxy aromatic radical having the structure ##STR13## wherein Y is selected from the group consisting of H; 5-NO 2 ; 5-Cl; 3-CH 3 O; and 3-C 2 H 5 O.
Claim 8
Dependent Claim
52 words
A composition capable of forming colored complexes with transition metal salts comprising an aromatic substituted hydrazone carried in an organic cosolvent vehicle, said hydrazone having the formula ##STR14## wherein Ar 1 is an aromatic radical having the structure ##STR15## and wherein Ar 2 is an o-hydroxy aromatic radical having the structure ##STR16##
Claim 9
Dependent Claim
52 words
A composition capable of forming colored complexes with transition metal salts comprising an aromatic substituted hydrazone carried in an organic cosolvent vehicle, said hydrazone having the formula ##STR14## wherein Ar 1 is an aromatic radical having the structure ##STR15## and wherein Ar 2 is an o-hydroxy aromatic radical having the structure ##STR16##
Claim 10
Dependent Claim
70 words
A composition capable of forming colored complexes with transition metal salts comprising an aromatic substituted hydrazone carried in an organic cosolvent vehicle, said hydrazone having the formula ##STR17## wherein Ar 1 is an aromatic radical having the structure ##STR18## wherein X is selected from the group consisting of p-(t-C 4 H 9 ) and o-NH 2 , and wherein Ar 2 is an o-hydroxy aromatic radical having the structure ##STR19##
Claim 11
Dependent Claim
70 words
A composition capable of forming colored complexes with transition metal salts comprising an aromatic substituted hydrazone carried in an organic cosolvent vehicle, said hydrazone having the formula ##STR17## wherein Ar 1 is an aromatic radical having the structure ##STR18## wherein X is selected from the group consisting of p-(t-C 4 H 9 ) and o-NH 2 , and wherein Ar 2 is an o-hydroxy aromatic radical having the structure ##STR19##
Claim 12
Dependent Claim
83 words
A composition capable of forming colored complexes with transition metal salts comprising an aromatic substituted hydrazone carried in an organic cosolvent vehicle and a dithiooxamide complexing compound; said hydrazone having the formula ##STR20## wherein Ar 1 and Ar 2 are independently selected aromatic substituents, Ar 1 being selected from the group of aromatic substituents consisting of phenyl, substituted phenyl, naphthyl, and substituted naphthyl and Ar 2 being selected from the group of aromatic substituents consisting of o-hydroxy substituted phenyl and o-hydroxy substituted naphthyl.
Claim 13
Dependent Claim
83 words
A composition capable of forming colored complexes with transition metal salts comprising an aromatic substituted hydrazone carried in an organic cosolvent vehicle and a dithiooxamide complexing compound; said hydrazone having the formula ##STR20## wherein Ar 1 and Ar 2 are independently selected aromatic substituents, Ar 1 being selected from the group of aromatic substituents consisting of phenyl, substituted phenyl, naphthyl, and substituted naphthyl and Ar 2 being selected from the group of aromatic substituents consisting of o-hydroxy substituted phenyl and o-hydroxy substituted naphthyl.
Claim 14
Dependent Claim
87 words
A composition capable of forming colored complexes with transition metal salts comprising an aromatic substituted hydrazone carried in an organic cosolvent vehicle, said hydrazone having the formula ##STR21## wherein Ar 1 and Ar 2 are independently selected aromatic substituents, Ar 1 being selected from the group of aromatic substituents consisting of phenyl, substituted phenyl, naphthyl, and substituted naphthyl and Ar 2 being selected from the group of aromatic substituents consisting of o-hydroxy substituted phenyl and o-hydroxy substituted naphthyl; said composition encapsulated in a substantially impermeable, pressure-rupturable microcapsule.
Claim 15
Dependent Claim
87 words
A composition capable of forming colored complexes with transition metal salts comprising an aromatic substituted hydrazone carried in an organic cosolvent vehicle, said hydrazone having the formula ##STR21## wherein Ar 1 and Ar 2 are independently selected aromatic substituents, Ar 1 being selected from the group of aromatic substituents consisting of phenyl, substituted phenyl, naphthyl, and substituted naphthyl and Ar 2 being selected from the group of aromatic substituents consisting of o-hydroxy substituted phenyl and o-hydroxy substituted naphthyl; said composition encapsulated in a substantially impermeable, pressure-rupturable microcapsule.
Claim 16
Dependent Claim
32 words
An encapsulated composition according to claim 8, wherein said aromatic substituted hydrazone is present in said cosolvent in an amount of between 0.2 and 10.0 percent by weight of the capsule fill.
Claim 17
Dependent Claim
23 words
An encapsulated composition according to claim 8 wherein said composition additionally comprises a dithiooxamide complexing compound encapsulated in a substantially impermeable, pressure-rupturable microcapsule.
Claim 18
Dependent Claim
85 words
An article for providing an image-forming coreactant comprising a carrier means carrying a color forming coreactant, said color-forming coreactant comprising an aromatic substituted hydrazone in a reaction-implementing cosolvent vehicle, said hydrazone having the formula ##STR22## wherein Ar 1 and Ar 2 are independently selected aromatic substituents, Ar 1 being selected from the group of aromatic substituents consisting of phenyl, substituted phenyl, napthyl, and substituted naphthyl and Ar 2 being selected from the group of aromatic substituents consisting of o-hydroxy substituted phenyl and o-hydroxy substituted naphthyl.
Claim 19
Dependent Claim
85 words
An article for providing an image-forming coreactant comprising a carrier means carrying a color forming coreactant, said color-forming coreactant comprising an aromatic substituted hydrazone in a reaction-implementing cosolvent vehicle, said hydrazone having the formula ##STR22## wherein Ar 1 and Ar 2 are independently selected aromatic substituents, Ar 1 being selected from the group of aromatic substituents consisting of phenyl, substituted phenyl, napthyl, and substituted naphthyl and Ar 2 being selected from the group of aromatic substituents consisting of o-hydroxy substituted phenyl and o-hydroxy substituted naphthyl.
Claim 20
Dependent Claim
28 words
The article of claim 11 wherein, said aromatic substituted hydrazone is present in said reaction-implementing cosolvent vehicle in an amount of between 0.2 and 10.0 percent by weight.
Claim 21
Dependent Claim
90 words
The article of claim 11 wherein, Ar 1 is an aromatic radical having the structure ##STR23## wherein X is selected from the group consisting of H; CH 3 ; p-(t-C 4 H 9 ); o-OH; p-OH; o-Cl; o-NH 2 ; p-NH 2 ; m-NO 2 ; p-No 2 ; and m-CH 3 , o-OH; and wherein Ar 2 is an o-hydroxy aromatic radical having the structure ##STR24## wherein Y is selected from the group consisting of H; 5-NO 2 ; 5-Cl; 3-CH 3 O; and 3-C 2 H 5 O.
Claim 22
Dependent Claim
51 words
The article of claim 11 wherein, Ar 1 is an aromatic radical having the structure ##STR25## wherein X is selected from the group consisting of H; p-CH 3 ; p-(t-C 4 H 9 ); and o-NH 2 ; and wherein Ar 2 is an o-hydroxy aromatic radical having the structure ##STR26##
Claim 23
Dependent Claim
29 words
The article of claim 11 wherein; Ar 1 is an aromatic radical having the structure ##STR27## and wherein Ar 2 is an o-hydroxy aromatic radical having the structure ##STR28##
Claim 24
Dependent Claim
15 words
The article of claim 11 wherin said color-forming coreactant additionally comprises a dithiooxamide complexing compound.
Claim 25
Dependent Claim
14 words
An article according to claim 11 wherein said carrier means is a transfer ribbon.
Claim 26
Dependent Claim
15 words
An article according to claim 11 wherein said carrier means is an absorbent transfer pad.
Claim 27
Dependent Claim
14 words
An article according to claim 11 wherein said carrier means is a paper sheet.
Claim 28
Dependent Claim
18 words
An article according to claim 19 wherein said color-forming coreactant is contained in substantially impermeable pressure rupturable capsules.
Claim 29
Dependent Claim
23 words
An article according to claim 20 wherein said aromatic substituted hydrazone is selected from the group consisting of 2-hydroxy-1-naphthaldehyde-p-(t-butyl)-benzoyl hydrazone and 2-hydroxy-1-naphthaldehyde-o-aminobenzoyl hydrazone.
Claim 30
Dependent Claim
26 words
An article according to claim 21 wherein said color forming coreactant additionally comprises a dithiooxamide complexing compound selected from the group consisting of N,N'-dibenzyl-dithiooxamide and N,N'-bis-(2-octanoyloxyethyl)dithiooxamide.
Claim 31
Dependent Claim
33 words
An article according to claim 22 wherein said aromatic substituted hydrazone is present in said cosolvent vehicle in an amount of between about 1.5 and 3.5 percent by weight of the capsule fill.
Claim 32
Dependent Claim
86 words
A record sheet comprising a paper sheet having on at least a portion of at least one major surface a color-forming coreactant comprising aromatic substituted hydrazone and a cosolvent vehicle, said hydrazone having the formula ##STR29## wherein Ar 1 and Ar 2 are independently selected aromatic substituents, Ar 1 being selected from the group of aromatic substituents consisting of phenyl, substituted phenyl, napthyl, and substituted naphthyl and Ar 2 being selected from the group of aromatic substituents consisting of o-hydroxy substituted phenyl and o-hydroxy substituted naphthyl.
Claim 33
Dependent Claim
86 words
A record sheet comprising a paper sheet having on at least a portion of at least one major surface a color-forming coreactant comprising aromatic substituted hydrazone and a cosolvent vehicle, said hydrazone having the formula ##STR29## wherein Ar 1 and Ar 2 are independently selected aromatic substituents, Ar 1 being selected from the group of aromatic substituents consisting of phenyl, substituted phenyl, napthyl, and substituted naphthyl and Ar 2 being selected from the group of aromatic substituents consisting of o-hydroxy substituted phenyl and o-hydroxy substituted naphthyl.
Claim 34
Dependent Claim
92 words
A record sheet according to claim 24 wherein, Ar 1 is an aromatic radical having the structure ##STR30## wherein X is selected from the group consisting of H; CH 3 ; p-(t-C 4 H 9 ); o-OH; p-OH; o-Cl; o-NH 2 ; p-NH 2 ; m-NO 2 ; p-NO 2 ; and m-CH 3 , o-OH; and wherein Ar 2 is an o-hydroxy aromatic radical having the structure ##STR31## wherein Y is selected from the group consisting of H; 5-NO 2 ; 5-Cl; 3-CH 3 O; and 3-C 2 H 5 O.
Claim 35
Dependent Claim
53 words
A record sheet according to claim 24 wherein Ar 1 is an aromatic radical having the structure ##STR32## wherein X is selected from the group consisting of H; p-CH 3 ; p-(t-C 4 H 9 ); and o-NH 2 ; and wherein Ar 2 is an o-hydroxy aromatic radical having the structure ##STR33##
Claim 36
Dependent Claim
17 words
A record sheet according to claim 24 wherein said color-forming coreactant additionally comprises a dithiooxamide complexing compound.
Claim 37
Dependent Claim
20 words
A record sheet according to claim 24 wherein said color-forming coreactant and cosolvent vehicle are encapsulated in impermeable, pressure-rupturable microcapsules.
Claim 38
Dependent Claim
53 words
A record sheet according to claim 28 wherein Ar 1 is an aromatic radical having the structure ##STR34## wherein X iis selected from the group consisting of H; p-CH 3 ; p-(t-C 4 H 9 ); and o-NH 2 ; and wherein Ar 2 is an o-hydroxy aromatic radical having the structure ##STR35##
Claim 39
Dependent Claim
36 words
A record sheet according to claim 29 wherein said color-forming coreactant additionally comprises a dithiooxamide complexing compound selected from the group consisting of N,N'-dibenzyl dithiooxamide and N,N'-bis-(2-octanoyl oxyethyl) dithiooxamide encapsulated in a substantially impermeable, pressure-rupturable microcapsule.
Claim 40
Dependent Claim
28 words
A manifold form comprising at least two sheets connected along a common edge wherein at least one of said sheets is a record sheet according to claim 24.
Claim 41
Independent Claim
138 words
A system for forming colored markings from substantially colorless first and second coreactants comprising: (a) a carrier means carrying a first color-forming coreactant, said first coreactant comprising an aromatic substituted hydrazone and a reaction-implementing cosolvent vehicle, said hydrazone having the formula ##STR36## wherein Ar 1 and Ar 2 are independently selected aromatic substituents, Ar 1 being selected from the group of aromatic substituents consisting of phenyl, substituted phenyl, napthyl, and substituted naphthyl and Ar 2 being selected from the group of aromatic substituents consisting of o-hydroxy substituted phenyl and o-hydroxy substituted naphthyl, (b) a record sheet having on at least a portion of one major surface a second coreactant comprising a transition metal salt, (c) transfer means for transferring at least a portion of said first coreactant to selected areas of said record sheet having said second coreactant.
Claim 42
Independent Claim
138 words
A system for forming colored markings from substantially colorless first and second coreactants comprising: (a) a carrier means carrying a first color-forming coreactant, said first coreactant comprising an aromatic substituted hydrazone and a reaction-implementing cosolvent vehicle, said hydrazone having the formula ##STR36## wherein Ar 1 and Ar 2 are independently selected aromatic substituents, Ar 1 being selected from the group of aromatic substituents consisting of phenyl, substituted phenyl, napthyl, and substituted naphthyl and Ar 2 being selected from the group of aromatic substituents consisting of o-hydroxy substituted phenyl and o-hydroxy substituted naphthyl, (b) a record sheet having on at least a portion of one major surface a second coreactant comprising a transition metal salt, (c) transfer means for transferring at least a portion of said first coreactant to selected areas of said record sheet having said second coreactant.
Claim 43
Dependent Claim
24 words
A color-forming system according to claim 32 wherein said aromatic substituted hydrazone is selected from the group consisting of 2-hydroxy-1-naphthaldehyde-p-(t-butyl)-benzoyl hydrazone and 2-hydroxy-1-naphthaldehyde-o-aminobenzoyl hydrazone.
Claim 44
Dependent Claim
26 words
A color-forming system according to claim 32 wherein said transition metal is selected from the group consisting of nickel, tin, zinc, iron, cobalt, copper, and cadmium.
Claim 45
Dependent Claim
27 words
A color-forming system according to claim 32 wherein, said transfer means comprises means for bringing into contact said carrier means and said record sheet in selected areas.
Claim 46
Dependent Claim
18 words
A color-forming system according to claim 32 wherein, said transfer means is a portion of the human body.
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| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
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| 3.5 Years (Year 4) | 1985-06-07 | 1985-12-07 | 1986-06-08 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1989-06-07 | 1989-12-07 | 1990-06-08 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1993-06-07 | 1993-12-07 | 1994-06-08 | $7700.00 | Window Closed / Lapsed |