EP0351968A2
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Thermal transfer printing
Assignee: Imperial Chemical Industries Ltd
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Filing: 1989-06-26
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Granted: —
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Expires: 2009-06-26
Abstract
Abstract A thermal transfer printing sheet suitable for use in a thermal transfer printing process, comprising a substrate having a coating comprising a binder and an anthraquinone of the Formula I: <CHEM> or a mixture of an anthraquinone dye of the Formula I and a disazo dye of Formula II: A - N = N - B - N = N - E II wherein: Z is hydrogen or an optionally substituted aliphatic or an optionally substituted aryl radical; A is the residue of a diazotisable phenylamino or naphthylamine, A-NH2, carrying no more than one unsaturated electron-withdrawing group; B is an optionally substituted thiophen-2,5-ylene or thiazol-2,5-xylene; and E is the residue of an aromatic coupling component E-X wherein X is an atom or group displaceable by a diazotised aromatic amine.
Inventors
- 👤 Roy Bradbury
- 👤 Peter Alan Gemmell
- 👤 Richard Anthony Hann
Bibliographic Details
Application Number
—
Jurisdiction
EP
Data Source
google_patents
Last Synchronized
2026-11-02 16:32
CPC Classifications
B; B41; B41M; B41M5/00; B41M5/26; B41M5/382; B41M5/385; B41M5/3858; B41M5/3852; B41M5/388; Y; Y10; Y10S; Y10S428/00; Y10S428/913; Y10S428/914; Y10T; Y10T428/00; Y10T428/31504; Y10T428/31786
Claims Analysis
Total Claims: 22
Claim 1
Independent Claim
36 words
A thermal transfer printing sheet comprising a substrate having a coating comprising a binder and an anthraquinone dye of Formula I: wherein Z is hydrogen or an optionally substituted aliphatic or an optionally substituted aryl radical.
Claim 2
Dependent Claim
36 words
A thermal transfer printing sheet comprising a substrate having a coating comprising a binder and an anthraquinone dye of Formula I: wherein Z is hydrogen or an optionally substituted aliphatic or an optionally substituted aryl radical.
Claim 3
Dependent Claim
49 words
A thermal transfer printing sheet according to claim 1 wherein Z, in the anthraquinone dye is selected from C₁₋₈-alkyl optionally substituted by C₁₋₄-alkoxy-, phenyl-, C₁₋₄-alkylcarbonyloxy-, cyano- or C₁₋₄-alkoxycarbonyl-; phenyl optionally substituted by halogen-, C₁₋₄-alkyl-, C₁₋₄-alkylcarbonylamino-, C₁₋₄-alkylcarboxy-, C₁₋₄-alkoxy-, N-(C₁₋₄-alkyl)amino- or N,N-di(C₁₋₄-alkyl)amino-; and C₄₋₈-cycloalkyl optionally substituted by C₁₋₄-alkyl-, phenyl-C₁₋₄-alkyl- or C₁₋₄-alkoxy-.
Claim 4
Dependent Claim
29 words
A thermal transfer printing sheet according to claim 1 or claim 2 wherein Z, in the anthraquinone dye is C₁₋₄-alkyl optionally substituted by C₁₋₄-alkoxy-, C₁₋₄-alkylcarbonyloxy-, cyano-, C₁₋₄-alkoxycarbonyl- or phenyl-.
Claim 5
Dependent Claim
38 words
A thermal transfer printing sheet according to any one of claims 1-3 wherein Z, in the anthraquinone dye is selected from phenyl, 4-chlorophenyl, 2-methylphenyl, 3-methylphenyl, 4-methylphenyl, acetylaminophenyl, cyclohexyl, ethylphenyl, methoxyphenyl, methoxypropyl, n-propoxypropyl, benzyl, methyl, n-propyl, isobutyl and sec-butyl.
Claim 6
Dependent Claim
100 words
A thermal transfer printing sheet comprising a substrate having a coating comprising a mixture of an anthraquinone according to any one of Claims 1 to 4 and a disazo dye of Formula II: A - N = N - B - N = N - E II wherein: A is the residue of a diazotisable phenylamine or naphthylamine, A-NH₂, carrying not more than one unsaturated electron-withdrawing group; B is an optionally substituted thiophen-2,5-ylene or thiazol-2,5-ylene group; and E is the residue of an aromatic coupling component E-X wherein X is an atom or group displaceable by a diazotised aromatic amine.
Claim 7
Dependent Claim
87 words
A thermal transfer printing sheet according to claim 5 wherein A, in the disazo dye, is of the Formula V: wherein: R is selected from -H; -CN; -SCN; -NO₂; -CONT₂; -SO₂NT₂; -COT¹; -SO₂T¹; -COOT²; -SO₂T²; -COF; -COCl; -SO₂F; -SO₂Cl wherein each T is independently -H, C₁₋₄-alkyl or phenyl; T¹ is C₁₋₄-alkyl or phenyl; T² is C₁₋₄-alkyl; each R¹ is independently selected from -H; C₁₋₄-alkyl; C₁₋₄-alkoxy; -F; -Cl; -Br; -CF₃ and -NT₂ wherein each T is independently -H, C₁₋₄-alkyl or phenyl; and n is 1, 2 or 3.
Claim 8
Dependent Claim
69 words
A thermal transfer printing sheet according to claims 5 and 6 wherein B, in the disazo dye, is of the Formula VI: wherein: R² is selected from -CN; -NO₂; -CONT₂; -SO₂NT₂; -COT¹; -SO₂T¹; H, C₁₋₄-alkyl; C₁₋₄-alkoxy; phenyl, nitrophenyl; C₁₋₄-alkoxycarbonyl; C₁₋₄-alkoxy-C₁₋₄-alkoxycarbonyl; and halogen wherein T is independently -H; C₁₋₄-alkyl or phenyl; T¹ is C₁₋₄-alkyl or phenyl; and R³ is selected from -H; C₁₋₄-alkyl; C₁₋₄-alkoxy; phenyl; nitrophenyl; C₁₋₄-alkoxycarbonyl; C₁₋₄-alkoxy-C₁₋₄-alkoxycarbonyl and halogen.
Claim 9
Dependent Claim
84 words
A thermal transfer printing sheet according to any one of claims 5-7 wherein E, in the disazo dye, is of the Formula VII: wherein: R⁴ and R⁵ are independently selected from -H; C₁₋₄-alkyl; phenyl; C₄₋₈-cycloalkyl; C₁₋₄-alkyl substituted by a group selected from -OH, -CN, halogen, phenyl, C₁₋₄-alkoxy, C₁₋₄-alkoxy-C₁₋₄-alkoxy, C₁₋₄-alkylcarbonyl, C₁₋₄-alkoxycarbonyl, C₁₋₄-alkylcarbonyloxy, C₁₋₄-alkoxy-C₁₋₄-alkoxycarbonyl, C₁₋₄-alkoxycarbonyloxy and phenyl optionally carrying a substituent selected from R and R¹ in claim 6; R⁶ is selected from -H; C₁₋₄-alkyl; cyano C₁₋₄-alkyl; C₁₋₄-alkoxy and -NHCOT¹ wherein T¹ is C₁₋₄-alkyl or phenyl.
Claim 10
Dependent Claim
130 words
A thermal transfer printing sheet according to claim 5 wherein the disazo dye is of the Formula VIII: wherein: R is selected from H; -CN; -NO₂; -CONT₂-; -SO₂NT₂; -COT; -SO₂T¹; COOT² and SO₂OT²; each R¹ is independently selected from H; halogen, especially F, Cl or Br; CF₃; C₁₋₄-alkyl; C₁₋₄-alkoxy; -NT₂; n is 1, 2 or 3; R² is selected from CN, -COT¹, -CONT₂ and COOT¹; R³ is H or C₁₋₄-alkyl; R⁴ & R⁵ are independently selected from H, C₁₋₄-alkyl, phenyl, C₄₋₈-cycloalkyl and C₁₋₄-alkyl substituted by a group selected from OH, CN, C₁₋₄-alkoxy, C₁₋₄-alkoxy-C₁₋₄-alkoxy, C₁₋₄-alkyl-CO-, C₁₋₄-alkoxy-CO-, C₁₋₄-alkyl-COO-, halogen, C₁₋₄-alkoxy-C₁₋₄-alkoxy-CO-, C₁₋₄-alkoxy-COO- and phenyl; and R⁶ is selected from H, C₁₋₄-alkyl, cyano C₁₋₄-alkyl, C₁₋₄-alkoxy and -NHCOT¹ wherein each T is independently -H, C₁₋₄-alkyl or phenyl, T¹ is C₁₋₄-alkyl or phenyl, T² is C₁₋₄-alkyl.
Claim 11
Dependent Claim
114 words
A thermal transfer printing sheet according to claim 5 wherein the disazo dye is of the Formula IX: wherein: R is selected from H; -CN; -CONT₂; -SO₂NT₂; -COT; -SO₂T¹; COOT² and SO₂OT²; each R¹ is selected from H; halogen; CF₃; C₁₋₄-alkyl; C₁₋₄-alkoxy; -NT₂; n is 1, 2 or 3; R³ is H or C₁₋₄-alkyl; R⁴ & R⁵ are independently selected from H, C₁₋₄-alkyl, phenyl, C₄₋₈-cycloalkyl and C₁₋₄-alkyl substituted by a group selected from OH, CN, C₁₋₄-alkoxy, C₁₋₄-alkoxy-C₁₋₄-alkoxy, C₁₋₄-alkyl-CO-, C₁₋₄-alkoxy-CO-, C₁₋₄-alkyl-COO-, halogen, C₁₋₄-alkoxy-C₁₋₄-alkoxy-CO-, C₁₋₄-alkoxy-COO- and phenyl; and R⁶ is selected from H, C₁₋₄-alkyl, cyano C₁₋₄-alkyl, C₁₋₄-alkoxy and -NHCOT¹ wherein each T is independently -H, C₁₋₄-alkyl or phenyl, T¹ is C₁₋₄-alkyl or phenyl, T² is C₁₋₄-alkyl.
Claim 12
Dependent Claim
58 words
A thermal transfer printing sheet according to claim 9 wherein in the disazo dye of Formula VIII: R is selected from -H; -CN; C₁₋₄-alkyl-SO₂- and C₁₋₄-alkoxycarbonyl; R¹ is selected from -H; -Cl; -Br; -CF₃; C₁₋₄-alkyl; R² is -CN or -CON(CH₃)₂; R³ is -H; CH₃ or C₁₋₄-alkyl-CONH-; R⁴ is ethyl; R⁵ is ethyl or ethoxyethyl; and n is 1.
Claim 13
Dependent Claim
47 words
A thermal transfer printing sheet according to claim 10 wherein in the disazo dye of Formula IX: R and R¹ are -H; R³ is -H or -CH₃; R⁴ and R⁵ are selected from ethyl, n-propyl or n-butyl; R⁶ is -H, -CH₃ or acetylamino; and n is 1.
Claim 14
Dependent Claim
47 words
A thermal transfer printing sheet according to claim 5 wherein Z, in the anthraquinone dye, is sec-butyl or 4-methylphenyl and in the disazo dye R, R¹ and R³ are hydrogen; R² is cyano; R⁴ is ethyl; R⁵ is ethyl or ethoxyethyl; and R⁶ is acetylamino or hydrogen.
Claim 15
Dependent Claim
59 words
A transfer printing process which comprises contacting a transfer sheet according to any one of claims 1 to 13 with a receiver sheet, so that the dye is in contact with the receiver sheet and selectively heating areas of the transfer sheet whereby dye in the heated areas of the transfer sheet may be transferred to the receiver sheet.
Claim 16
Dependent Claim
48 words
A transfer printing process according to claim 14 wherein the transfer sheet is heated to a temperature from 300°C to 400°C for a period of 1 to 20 milliseconds while in contact with the receiver sheet whereby the amount of dye transferred is proportional to the heating period.
Claim 17
Dependent Claim
18 words
A transfer printing process according to claims 14 and 15 wherein the receiver sheet is white polyester film.
Claim 18
Dependent Claim
61 words
A process for the preparation of a thermal transfer printing sheet according to any one of claims 1 to 13 which comprises applying an ink comprising 0.1 to 10% of the dye and 0.1 to 10% of the binder in a solvent to the substrate and evaporating the solvent to produce a coating of the dye and binder on the substrate.
Claim 19
Dependent Claim
60 words
A thermal transfer printing sheet according to any of the preceding claims wherein the substrate is <20 um in thickness and is capable of withstanding temperature up to 400°C for up to 20 milliseconds and is selected from paper, polyester, polyacrylate, polyamide, cellulosic and polyalkylene films, metallised forms thereof, including co-polymer and laminated films and laminates incorporating polyester receptor layers.
Claim 20
Dependent Claim
30 words
19 A thermal transfer printing sheet according to any of the preceding claims wherein the binder is any resinous or polymeric material suitable for binding the dye to the substrate.
Claim 21
Dependent Claim
23 words
A thermal transfer printing sheet according to any of the previous claims wherein the binder to dye ratio is from 1:1 to 4:1.
Claim 22
Dependent Claim
98 words
A thermal transfer printing sheet according to any of the previous claims wherein the binder is selected from cellulose derivatives such as ethyl hydroxycellulose, hydroxpropylcellulose, methylcellulose, ethylcellulose, cellulose acetate, cellulose acetate butyrate; carbohydrate derivatives such as starch; alginic acid derivatives; alkyl resins; vinyl resins and derivatives such as polyvinylalcohol, polyvinyl butyral and polyvinyl pyrrolidone; polymers and co-polymers derived from acrylates and acrylate derivatives, such as polyacrylic acid, polymethylmethacrylate and styrene-acrylate co-polymers, polyester resins, polyamide resins, such as melamines; polyurea and polyurethane resins; organosilicones, such as polysiloxanes, epoxy resins and natural resins such as gum tragacanth and gum arabic.
References Cited (Backward Citations)
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