US4029467A
Expired / Lapsed
US
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Sublimation transfer and diisocyanate fixation of amino- or hydroxy-containing azo dyestuffs and transfer sheets thereof
Assignee: Novartis AG
•
Filing: 1976-01-08
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Granted: 1977-06-14
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Expires: 1996-01-08
Abstract
Abstract The invention relates to a process for the manufacture of prints which are fast to wet processings and sublimation on textile or non-textile sheets by means of the transfer printing process, wherein dyestuffs containing mercapto, hydroxyl and/or amino groups and applied to sheets by means of the transfer printing process are fixed by the action of isocyanates or masked isocyanates, which are applied to the sheets before, during, or after the dyestuff transfer.
Inventors
- 👤 Raymond DeFago
- 👤 Hans-Joerg Angliker
- 👤 Herbert Holzrichter
- 👤 Werner Kneubuehler
- 👤 Richard Peter
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-26 21:04
CPC Classifications
D; D06; D06P; D06P5/00; D06P5/003; D06P5/004; B; B41; B41M; B41M5/00; B41M5/50; B41M5/52; B41M5/5227; B41M7/00; B41M7/009; B41M7/02; B44; B44C; B44C1/00; B44C1/16; B44C1/165; B44C1/17; B44C1/1712; B44C1/1716; B41M5/26; B41M5/382; B41M5/385; B41M5/3852; B41M5/3854; B41M5/388; B41M5/39; Y; Y10; Y10S; Y10S428/00; Y10S428/913; Y10S428/914; Y10S8/00; Y10S8/92; Y10S8/922; Y10S8/924; Y10S8/932; Y10T; Y10T428/00; Y10T428/24; Y10T428/24802; Y10T428/24893; Y10T428/24901; Y10T428/24934; Y10T428/31504; Y10T428/31678; Y10T428/31971; Y10T428/31993
Claims Analysis
Total Claims: 32
Claim 1
Independent Claim
108 words
A transfer printing process for the manufacture of prints on a textile or non-textile, hydrophobic sheet which prints are heat-fast to wet processing, comprising the steps of a. applying to an auxiliary carrier web a sublimable azo dyestuff containing a hydroxyl group, an amino group or both, b. transferring said dyestuff to said sheet by heatinduced sublimation of diffusion from said auxiliary carrier web, c. subsequently providing to the printed area of said sheet an isocyanate compound, having at least two isocyanate groups per molecule, and which is capable of reacting with said dyestuff and fixing the dyestuff to the printed area of said sheet by reaction therewith.
Claim 2
Dependent Claim
108 words
A transfer printing process for the manufacture of prints on a textile or non-textile, hydrophobic sheet which prints are heat-fast to wet processing, comprising the steps of a. applying to an auxiliary carrier web a sublimable azo dyestuff containing a hydroxyl group, an amino group or both, b. transferring said dyestuff to said sheet by heatinduced sublimation of diffusion from said auxiliary carrier web, c. subsequently providing to the printed area of said sheet an isocyanate compound, having at least two isocyanate groups per molecule, and which is capable of reacting with said dyestuff and fixing the dyestuff to the printed area of said sheet by reaction therewith.
Claim 3
Dependent Claim
57 words
The process of claim 1 wherein the dyestuff is selected from the group consisting of ##STR22## wherein X 1 is hydroxyl, hydrogen or unsubstituted amino, X 2 is hydroxyl, unsubstituted amino or methyl provided that when X 1 is hydrogen X 2 is not methyl, and Z is substituted by nitro, cyano, hydroxyethylsulfamoyl, aminoethylsulfamoyl or unsubstituted sulfamoyl.
Claim 4
Dependent Claim
12 words
A process of claim 1, wherein the sheet is a textile sheet.
Claim 5
Dependent Claim
15 words
A process of claim 3, wherein the textile sheet comprises semi-synthetic or fully synthetic fibers.
Claim 6
Dependent Claim
11 words
A process of claim 4, wherein synthetic polyamide fibers are printed.
Claim 7
Dependent Claim
13 words
A process of claim 4, wherein textile material from acrylic fibers is printed.
Claim 8
Dependent Claim
12 words
A process of claim 4, wherein the fiber material contains ester groups.
Claim 9
Dependent Claim
12 words
A process of claim 7, wherein the fibers are polyethylene terephthalate fibers.
Claim 10
Dependent Claim
12 words
A process of claim 1, wherein the sheet is a non-textile sheet.
Claim 11
Dependent Claim
18 words
A process of claim 9, wherein the sheet is supported by another kind of fabric support and printed.
Claim 12
Dependent Claim
10 words
A process of claim 10, wherein polyvinyl chloride is printed.
Claim 13
Dependent Claim
9 words
A process of claim 10, wherein polyurethane is printed.
Claim 14
Dependent Claim
24 words
A process of claim 1, wherein the isocyanate compound is provided by decomposing a masked isocyanate applied to the sheet in the printed area.
Claim 15
Dependent Claim
34 words
A process of claim 13, wherein the masked isocyanate is applied to the sheet either by padding or by a transfer of the masked isocyanate by heating process, before the dyestuff is applied thereto.
Claim 16
Dependent Claim
22 words
A process of claim 13, wherein the masked isocyanate is heated to effect the decompostion thereof and liberation of the isocyanate compound.
Claim 17
Dependent Claim
51 words
A process of claim 13, wherein step (a) further comprises applying a masked isocyanate to the auxiliary carrier web and wherein step (c) is effected by applying the auxiliary carrier web to the sheet and heating the web at a temperature at least as great as that used in step (b).
Claim 18
Dependent Claim
57 words
A process of claim 16, wherein the masked isocyanate is of the formula A--CO--NH--(CH.sub.2).sub.m --NH--CO--A in which A represents a masked radical selected from the group consisting of alcohol, phenol, bisulfite, oxime, carboxylic or sulfonic amide, urethane, urea, amine, carboxylic acid, active methylene compound, cyanide, and cyanamide radicals, and in which m is 2, 4 or 6.
Claim 19
Dependent Claim
28 words
A process of claim 17, wherein A represents a (H 5 C 2 --O--OC) 2 -CH- or a (C 6 H 5 )N- radical and m is 6.
Claim 20
Dependent Claim
76 words
A process of claim 17, wherein the masked isocyanate is of the formula A--OC--HN--Y--NH--CO--A in which A represents a masked radical selected from the group consisting of alcohol, phenol, bisulfite, oxime, carboxylic or sulfonic amide, urethane, urea, amine, carboxylic acid, active methylene compound, cyanide, and cyanamide radicals and Y represents either a 1,4- or 1,3-phenylene radical which is unsubstituted or substituted by a lower alkyl radical or a chlorine atom, a 1,5-naphthylene or a 4,4'-diphenylmethane radical.
Claim 21
Dependent Claim
13 words
A process of claim 16, wherein step (b) is carried out under vaccum.
Claim 22
Dependent Claim
21 words
A process of claim 13, wherein the masked isocyanate is applied to the sheet either after or simultaneously with the dyestuff.
Claim 23
Dependent Claim
13 words
A process of claim 1, wherein step (b) is carried out under vacuum.
Claim 24
Dependent Claim
22 words
The process of claim 21, wherein the masked isocyanate is heated to effect the decomposition thereof and liberation of the isocyanate compound.
Claim 25
Dependent Claim
51 words
The process of claim 2, wherein step (a) further comprises applying a masked isocyanate to the auxiliary carrier web and wherein step (c) is effected by applying the auxiliary carrier web to the sheet and heating the web at a temperature at least as great as that used in step (b).
Claim 26
Dependent Claim
84 words
An auxiliary carrier web for use in heattransfer printing, consisting essentially of flexible sheet material carrying (1) sublimable disperse azo dyestuff containing a hydroxyl group, an amino group or both, and (2) a masked isocyanate compound which decomposes to liberate an effective fixing amount of an isocyanate having at least two isocyanate groups per molecule, at a temperature no greater than 240° C, wherein the sublimation temperature of the dyestuff is at least 10° C lower than the decomposition temperatures of the masked isocyanate.
Claim 27
Dependent Claim
84 words
An auxiliary carrier web for use in heattransfer printing, consisting essentially of flexible sheet material carrying (1) sublimable disperse azo dyestuff containing a hydroxyl group, an amino group or both, and (2) a masked isocyanate compound which decomposes to liberate an effective fixing amount of an isocyanate having at least two isocyanate groups per molecule, at a temperature no greater than 240° C, wherein the sublimation temperature of the dyestuff is at least 10° C lower than the decomposition temperatures of the masked isocyanate.
Claim 28
Dependent Claim
85 words
The auxiliary carrier web according to claim 25, which (1) is dyed or printed with a disperse dyestuff containing hydroxyl and/or amino groups, and (2) is impregnated with a compound which splits off isocyanates at elevated temperature and has the formula A--CO--NH--(CH.sub.2).sub.m --NH--CO--A in which A represents a masked radical selected from the group consisting of alcohol, phenol, bisulfite, oxime, carboxylic or sulfonic amide, urethane, urea, amine, carboxylic acid, active methylene compound, cyanide, and cyanamide radicals, and in which m is 2, 4 or 6.
Claim 29
Dependent Claim
32 words
The auxiliary carrier web of claim 26 wherein A represents (H 5 C 2 --O--OC) 2 CH-- or a (C 6 H 5 ) (CH 5 )N- radical and m is 6.
Claim 30
Dependent Claim
104 words
The auxiliary carrier web according to claim 25 which (1) is dyed or printed with a disperse dyestuff containing hydroxyl and/or amino groups, and (2) is impregnated with a compound which splits off isocyanates at elevated temperature and has the formula A--OC--HN--Y--NH--CO--A wherein A represents a masked radical selected from the group consisting of alcohol, phenol, bisulfite, oxime, carboxylic or sulfonic amide, urethane, urea, amine, carboxylic acid, active methylene compound, cyanide, and cyanamide radicals, and Y is either a 1,4- or 1,3-phenylene radical which is unsubstituted or substituted by a lower alkyl radical or a chlorine atom, a 1,5-naphthalene radical or a 4,4'-diphenylmethane radical.
Claim 31
Dependent Claim
28 words
The auxiliary carrier web of claim 25, wherein the sheet material is selected from the group consisting of paper, paper provided with a silicone-layer, cellophane and metal foil.
Claim 32
Dependent Claim
55 words
The auxiliary carrier web of claim 27, wherein the azo dyestuff is ##STR23## wherein X 1 is hydroxyl, hydrogen or unsubstituted amino, X 2 is is hydroxyl, unsubstituted amino or methyl provided that when X 1 is hydrogen X 2 is not methyl, and Z is substituted by nitro, cyano, hydroxyethylsulfamoyl, aminoethylsulfamoyl or unsubstituted sulfamoyl.
References Cited (Backward Citations)
US3232692A
Cited
GB696029A
Cited
US2862281A
Cited
GB975457A
Cited
US3646135A
Cited
US3542775A
Cited
US3649332A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1980-06-13 | 1980-12-13 | 1981-06-14 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1984-06-13 | 1984-12-13 | 1985-06-14 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1988-06-13 | 1988-12-13 | 1989-06-14 | $7700.00 | Window Closed / Lapsed |