EP0333335B1 - Thermisches Übertragungsmaterial - Google Patents

Thermisches Übertragungsmaterial Download PDF

Info

Publication number
EP0333335B1
EP0333335B1 EP89301749A EP89301749A EP0333335B1 EP 0333335 B1 EP0333335 B1 EP 0333335B1 EP 89301749 A EP89301749 A EP 89301749A EP 89301749 A EP89301749 A EP 89301749A EP 0333335 B1 EP0333335 B1 EP 0333335B1
Authority
EP
European Patent Office
Prior art keywords
transfer sheet
sheet according
pigment
weight
halogenated hydrocarbon
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired - Lifetime
Application number
EP89301749A
Other languages
English (en)
French (fr)
Other versions
EP0333335A3 (en
EP0333335A2 (de
Inventor
Robert David Mcclelland
Brian Parton
John David Schofield
Roger Vernon Price
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Syngenta Ltd
Original Assignee
Zeneca Ltd
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Priority claimed from GB888806314A external-priority patent/GB8806314D0/en
Priority claimed from GB888813041A external-priority patent/GB8813041D0/en
Application filed by Zeneca Ltd filed Critical Zeneca Ltd
Priority to AT89301749T priority Critical patent/ATE99602T1/de
Publication of EP0333335A2 publication Critical patent/EP0333335A2/de
Publication of EP0333335A3 publication Critical patent/EP0333335A3/en
Application granted granted Critical
Publication of EP0333335B1 publication Critical patent/EP0333335B1/de
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

Classifications

    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B41—PRINTING; LINING MACHINES; TYPEWRITERS; STAMPS
    • B41M—PRINTING, DUPLICATING, MARKING, OR COPYING PROCESSES; COLOUR PRINTING
    • B41M5/00—Duplicating or marking methods; Sheet materials for use therein
    • B41M5/26—Thermography ; Marking by high energetic means, e.g. laser otherwise than by burning, and characterised by the material used
    • B41M5/382—Contact thermal transfer or sublimation processes
    • B41M5/385—Contact thermal transfer or sublimation processes characterised by the transferable dyes or pigments
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B41—PRINTING; LINING MACHINES; TYPEWRITERS; STAMPS
    • B41M—PRINTING, DUPLICATING, MARKING, OR COPYING PROCESSES; COLOUR PRINTING
    • B41M5/00—Duplicating or marking methods; Sheet materials for use therein
    • B41M5/26—Thermography ; Marking by high energetic means, e.g. laser otherwise than by burning, and characterised by the material used
    • B41M5/382—Contact thermal transfer or sublimation processes
    • B41M5/392—Additives, other than colour forming substances, dyes or pigments, e.g. sensitisers, transfer promoting agents
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B41—PRINTING; LINING MACHINES; TYPEWRITERS; STAMPS
    • B41M—PRINTING, DUPLICATING, MARKING, OR COPYING PROCESSES; COLOUR PRINTING
    • B41M5/00—Duplicating or marking methods; Sheet materials for use therein
    • B41M5/26—Thermography ; Marking by high energetic means, e.g. laser otherwise than by burning, and characterised by the material used

Definitions

  • This invention relates to thermal transfer material useful in a thermal transfer process.
  • a transfer sheet or film made of paper or a plastics material has on one side a coating comprising a pigment and a wax, for example carnauba wax, paraffin wax, montan wax or beeswax.
  • a thermal head activated by input colour signals corresponding to the coloration of a coloured original, generates heat on the other side of the sheet or film, the wax coating is melted and transferred to an image-receiving material or copy sheet reproducing thereon an image of the coloured original.
  • a process of this type has been described in, for example, GB 2069160.
  • pigments when used in conjunction with the waxes described in the prior art for this purpose, generally give coatings having inadequate transparency for some applications. It has now been found that when pigments are used, in conjunction with certain halogenated hydrocarbons, transparent films having a high transmissivity can be prepared which are suitable for use in applications such as overhead transparency projection by virtue of the non-crystalline nature of the halogenated hydrocarbon.
  • the invention provides a thermal transfer sheet comprising a substrate having thereon a coating comprising a dispersion of a finely-divided pigment in a medium comprising at least 90% by weight of a halogenated hydrocarbon having a chlorine content of at least 65% by weight and a softening point of at least 50°C.
  • the substrates employed in preparing the transfer sheets of the invention are suitably plastic films or paper having a thickness of from 3 ⁇ to 25 ⁇ .
  • plastic films or paper having a thickness of from 3 ⁇ to 25 ⁇ .
  • specific examples of such substrates there may be mentioned polyethylene terephthalate film, polyethylene film, polypropylene film, polystyrene film, glassine paper, synthetic paper and laminated paper.
  • the coating preferably has a thickness of about 1 to 10 ⁇ and desirably contains from 2 to 30%, by weight, of the pigment.
  • the remainder of the coating preferably comprising the transferable medium.
  • the coating may be applied to the substrate as a melt but is preferably fluidised with an organic liquid in which the transfer medium is soluble and the pigment is dispersed, such as tetrahydrofuran.
  • the transferable medium preferably comprises more than 90%, more preferably at least 95% and especially 100%, by weight, of the halogenated hydrocarbon.
  • the malleability of the halogenated hydrocarbon may be adjusted by the incorporation a small proportion, up to 10% but preferably not more than 5% by weight, of a softening agent, such as stearic acid, chlorostearic acid, oleic acid or a liquid chlorinated hydrocarbon based upon a hydrocarbon having a shorter carbon chain or a lower level of chlorination.
  • the halogenated hydrocarbon preferably has a softening point from 50°C to 100°C. It is preferably also a chlorinated hydrocarbon especially having a chlorine content from 65% to 72%, by weight.
  • a product may be prepared by chlorinating a paraffin or mixture of paraffins containing from 18 to 35 carbon atoms and preferably from 18 to 26 carbon atoms.
  • the chlorinated paraffin may be based on a single paraffin or on a mixture of paraffins.
  • chlorinated single paraffins can be made and are known
  • the common commercially available products comprise mixtures obtained by chlorinating mixed paraffins having a range of carbon chain lengths.
  • a nominal C18 ⁇ 26 paraffin fraction such as might be used to prepare a chlorinated paraffin for use according to the invention, may contain a minor proportion of paraffins of chain length outside the specified range.
  • the chlorinated paraffins may be produced by chlorination of a suitable paraffin feedstock to the desired chlorine content in known manner. Any of the known methods for the production of chlorinated paraffins may be employed, these methods generally comprising passing chlorine gas into the liquid paraffins at a temperature above about 80°C.
  • the coating present in the transfer sheet of the invention may contain any of the additives such as stabilisers and modifying agents normally incorporated in chlorinated paraffin compositions.
  • Commercially available chlorinated paraffins usually contain a stabiliser or mixture of stabilisers to impart light-stability, high-temperature stability and storage stability to the compositions.
  • a common stabiliser is an epoxide such as epoxidised soya bean oil.
  • the coating may also contain other conventional ingredients.
  • the pigment, or pigments, present in the transfer sheet of the invention is preferably an organic pigment.
  • suitable organic pigments are those in the azo, disazo, thioindigo, anthraquinone, anthanthrone, isobenzanthrone or triphendioxazine series, vat dye pigments, phthalocyanine pigments, such as copper phthalocyanine, its nuclear halogenated derivatives and copper tetraphenyl and octaphenyl phthalocyanines, quinacridone pigments, lakes of acid, basic and mordant dyestuffs and especially alpha and beta form copper phthalocyanines and carbon black, which for dispersion purposes is more conveniently classified as an organic pigment.
  • phthalocyanine pigments such as copper phthalocyanine, its nuclear halogenated derivatives and copper tetraphenyl and octaphenyl phthalocyanines
  • quinacridone pigments lakes of acid, basic and mordant dyestuffs and especially alpha and beta form copper phthalocyanines and carbon black, which for dispersion
  • suitable inorganic pigments there may be mentioned the transparent iron oxides.
  • the pigments are preferably formulated as a dispersion by milling in a suitable organic solvent, especially the solvent in which the coating is to be applied to the such substrate, such as tetrahydrofuran, in conjunction with dispersants and/or fluidising agents. It has been found that the use of a suitable dispersant is important in obtaining a good transfer sheet because chlorinated paraffins have minimal dispersing properties.
  • dispersant Any suitable dispersant known in pigment technology may be employed but preferred dispersants are polymeric dispersants in which the solvatable chain is derived from a hydroxyaliphatic acid, such as hydroxystearic acid, ricinoleic acid and caprolactone, or a mixture thereof.
  • preferred dispersants are those which also incorporate an alkylamine, especially a polyalkyleneimine, such as are described in GB 1,373,660, EP 158,406A and EP 208,041A, for example poly C2 ⁇ 4-alkyleneimines carrying at least two mono- or poly-(carbonyl-C1 ⁇ 7-alkyleneoxy)groups.
  • Suitable fluidising agents are disclosed in GB 1,508,576 and GB 2,108,143.
  • the fluidising agent of GB 1,508,576 is a substituted ammonium salt of a coloured acid wherein there are from 19 to 60 carbon atoms in at least 3 chains attached to the N atom of the substituted ammonium ion.
  • the coloured acid is a copper phthalocyanine sulphonic acid containing, on an average, from 1 to 2 sulphonic acid groups.
  • the coloured acid, as opposed to the ammonium salt, may itself be used as a fluidising agent.
  • the fluidising agent of GB 2,108,143 is a water-insoluble disazo compound comprising a central divalent group free from acidic and other ionic substituents linked, through azo groups, to two monovalent end groups, one end group being free from acidic and other ionic substituents and the other carrying a single substituted ammonium salt group.
  • Such fluidising agents are useful for enhancing the fluidity of the dispersion of the pigment and wax in the organic liquid so that it can be effectively milled and applied to the substrate.
  • the invention is illustrated but not limited by the following Example in which all parts and percentages are by weight.
  • the dispersion was applied to a sheet of 6 ⁇ polyester using a 24 ⁇ wire bound K-bar and dried to produce a clear blue transparent film on the polyester substrate, suitable for thermal transfer printing.
  • a mixture of toluene (48g), Pigment Blue 15:3 (40g), Dispersant 8 described in EP 208041A (8g), and Fluidising Agent 1 described in EP 208041A (4g) was milled with 3mm glass beads on a flat bed shaker for 24 hours.
  • the dispersion was diluted with a 10% solution of a C18 ⁇ 26-chlorinated aliphatic hydrocarbon having a chlorine content of 70% in toluene (809g) to give a finely divided fluid dispersion with a pigment content of 4.4%.
  • Example 6 The toluene of Example 6 was replaced by Xylene.
  • the Pigment Red 48:2 of Example 6 was replaced by Pigment Red 57:1.
  • a mixture of methyl isobutyl ketone (52g), Pigment Yellow 12 (30g), Dispersant 8 described in EP 208041A (12g) and SOLSPERSE 22000 (6g) was milled with 3mm glass beads on a flat bed shaker for 24 hours.
  • the dispersion was diluted with a 10% solution of a C18 ⁇ 26-chlorinated aliphatic hydrocarbon having a chlorine content of 70% in methyl isobutyl ketone (581.8g) to give a finely divided fluid dispersion with a pigment content of 4.4%.
  • the Pigment Yellow 12 of Example 13 was replaced by Pigment Yellow 13.

Landscapes

  • Physics & Mathematics (AREA)
  • Optics & Photonics (AREA)
  • Thermal Transfer Or Thermal Recording In General (AREA)
  • Paints Or Removers (AREA)
  • Paper (AREA)

Claims (13)

  1. Thermotransferblatt, welches ein Substrat mit einer Beschichtung aufweist, die aus einer Dispersion eines feinteiligen Pigments in einem Medium besteht, welches mindestens 90 Gew.% eines halogenierten Kohlenwasserstoffs enthält, der einen Chlorgehalt von mindestens 65 Gew.% und einen Erweichungspunkt von mindestens 50°C besitzt.
  2. Trasferblatt nach Anspruch 1, bei welchem die Beschichtung 2 bis 30 Gew.% Pigment enthält.
  3. Transferblatt nach Anspruch 1 oder 2, bei welchem die Beschichtung ein Medium aufweist, das mindestens 95 Gew.% von dem halogenierten Kohlenwasserstoff enthält.
  4. Transferblatt nach Anspruch 3, bei welchem die Beschichtung ein Medium aufweist, das zu 100 Gew.% aus dem halogenierten Kohlenwasserstoff besteht.
  5. Transferblatt nach einem der vorhergehenden Ansprüche, bei welchem der halogenierte Kohlenwasserstoff einen Erweichungspunkt im Bereich von 50 bis 100°C aufweist,
  6. Transferblatt nach einem der vorhergehenden Ansprüche, bei welchem der halogenierte Kohlenwasserstoff ein chlorierter Kohlenwasserstoff mit einem Chlorgehalt im Bereich von 65 bis 72 Gew.% ist.
  7. Transferblatt nach Anspruch 6, bei welchem der chlorierte Kohlenwasserstoff ein Produkt ist, das durch Chlorierung eines Paraffins oder eines Gemischs von Paraffinen mit 18 bis 35 Kohlenstoffatomen erhalten worden ist.
  8. Transferblatt nach Anspruch 7, bei welchem der halogenierte Kohlenwasserstoff ein Produkt ist, das durch Chlorierung eines Paraffins oder Gemischs von Paraffinen mit 18 bis 26 Kohlenstoffatomen erhalten worden ist.
  9. Transferblatt nach einen der vorhergehenden Ansprüche, bei welchem das Pigment ein organisches Pigment ist.
  10. Transferblatt nach einem der vorhergehenden Ansprüche, bei welchem die Dispersion des Pigments in dem halogenierten Kohlenwasserstoff ein Pigmentdispergiermittel und/oder ein Fluidisierungsmittel enthält.
  11. Transferblatt nach Anspruch 10, bei welchem das Dispergiermittel ein polymeres Dispergiermittel mit einer solvatierbaren Kette ist, die sich von einer aliphatischen Hydroxysäure ableitet.
  12. Transferblatt nach Anspruch 10 oder 11, bei welchem das Dispergiermittel einen Polyalkylenimin-Rest enthält.
  13. Transferblatt nach Anspruch 12, bei welchem das Dispergiermittel ein Poly(C₂₋₄-alkylenimin) ist, das mindestens zwei Mono- oder Poly(carbonyl-C₁₋₇-alkylenoxy)-Gruppen trägt.
EP89301749A 1988-03-17 1989-02-23 Thermisches Übertragungsmaterial Expired - Lifetime EP0333335B1 (de)

Priority Applications (1)

Application Number Priority Date Filing Date Title
AT89301749T ATE99602T1 (de) 1988-03-17 1989-02-23 Thermisches uebertragungsmaterial.

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
GB8806314 1988-03-17
GB888806314A GB8806314D0 (en) 1988-03-17 1988-03-17 Thermal wax transfer material
GB888813041A GB8813041D0 (en) 1988-06-02 1988-06-02 Thermal transfer material
GB8813041 1988-06-02

Publications (3)

Publication Number Publication Date
EP0333335A2 EP0333335A2 (de) 1989-09-20
EP0333335A3 EP0333335A3 (en) 1990-11-14
EP0333335B1 true EP0333335B1 (de) 1994-01-05

Family

ID=26293649

Family Applications (1)

Application Number Title Priority Date Filing Date
EP89301749A Expired - Lifetime EP0333335B1 (de) 1988-03-17 1989-02-23 Thermisches Übertragungsmaterial

Country Status (5)

Country Link
EP (1) EP0333335B1 (de)
JP (1) JPH026182A (de)
KR (1) KR890014279A (de)
DE (1) DE68911960T2 (de)
GB (1) GB8904101D0 (de)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5830824A (en) * 1997-02-28 1998-11-03 Eastman Kodak Company Plasticizers for dye-donor element used in thermal dye transfer
WO2014157680A1 (ja) 2013-03-29 2014-10-02 大日本印刷株式会社 熱転写シート、色材層用塗工液、熱転写シートの製造方法、及び画像形成方法

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS58162678A (ja) * 1982-03-23 1983-09-27 Nec Corp 熱転写記録用インク
US4651177A (en) * 1984-05-31 1987-03-17 Mitsubishi Paper Mills, Ltd. Thermal transfer recording material
JPS6239293A (ja) * 1985-08-16 1987-02-20 Canon Inc 感熱記録材
JP2547401B2 (ja) * 1986-06-11 1996-10-23 スガイ化学工業株式会社 熱転写記録方法

Also Published As

Publication number Publication date
DE68911960D1 (de) 1994-02-17
JPH026182A (ja) 1990-01-10
KR890014279A (ko) 1989-10-23
EP0333335A3 (en) 1990-11-14
DE68911960T2 (de) 1994-04-28
EP0333335A2 (de) 1989-09-20
GB8904101D0 (en) 1989-04-05

Similar Documents

Publication Publication Date Title
US3778287A (en) Pigment dispersions
US5028262A (en) Stabilization of ink compositions
US5053079A (en) Dispersed pigmented hot melt ink
EP0690745B1 (de) Dispergiermittel
US5102448A (en) Ink-jet printing
JPS6330057B2 (de)
JPS61174939A (ja) 徴細な非磁気性固体組成物、及び分散剤
GB1596281A (en) Dispersions
US3287153A (en) Pressure sensitive sponge-like transfer device
WO2000024503A1 (en) Dispersants, compositions and use
US5001031A (en) Electrophotographic toner comprising a color agent and a mixture of vinyl polymers as a binder
US6117935A (en) Rheology modifier for solvent-based coatings
US4933426A (en) Condensation polymers
EP0333335B1 (de) Thermisches Übertragungsmaterial
JP3055673B2 (ja) 画像記録用着色組成物
US6613140B2 (en) Azo orange pigment composition
EP0333336A2 (de) Thermisches Übertragungsmaterial
EP0444641B1 (de) Wärmeempfindliches Übertragungsaufzeichnungsmaterial
JP2885329B2 (ja) 画像記録用着色組成物及び熱転写画像記録材
JP3172258B2 (ja) ワックスおよびそれを含有する熱転写用インク
JP2786503B2 (ja) 熱転写記録媒体
JP2934975B2 (ja) 熱転写記録媒体
JP2000103982A (ja) 画像記録用着色組成物
JPS6366271A (ja) 半固体インク
JPH0712747B2 (ja) 感熱転写記録媒体

Legal Events

Date Code Title Description
PUAI Public reference made under article 153(3) epc to a published international application that has entered the european phase

Free format text: ORIGINAL CODE: 0009012

AK Designated contracting states

Kind code of ref document: A2

Designated state(s): AT BE CH DE ES FR GB IT LI LU NL SE

PUAL Search report despatched

Free format text: ORIGINAL CODE: 0009013

AK Designated contracting states

Kind code of ref document: A3

Designated state(s): AT BE CH DE ES FR GB IT LI LU NL SE

17P Request for examination filed

Effective date: 19910416

17Q First examination report despatched

Effective date: 19930224

RAP1 Party data changed (applicant data changed or rights of an application transferred)

Owner name: ZENECA LIMITED

GRAA (expected) grant

Free format text: ORIGINAL CODE: 0009210

AK Designated contracting states

Kind code of ref document: B1

Designated state(s): AT BE CH DE ES FR GB IT LI LU NL SE

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: IT

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT;WARNING: LAPSES OF ITALIAN PATENTS WITH EFFECTIVE DATE BEFORE 2007 MAY HAVE OCCURRED AT ANY TIME BEFORE 2007. THE CORRECT EFFECTIVE DATE MAY BE DIFFERENT FROM THE ONE RECORDED.

Effective date: 19940105

Ref country code: SE

Effective date: 19940105

Ref country code: AT

Effective date: 19940105

Ref country code: ES

Free format text: THE PATENT HAS BEEN ANNULLED BY A DECISION OF A NATIONAL AUTHORITY

Effective date: 19940105

Ref country code: NL

Effective date: 19940105

REF Corresponds to:

Ref document number: 99602

Country of ref document: AT

Date of ref document: 19940115

Kind code of ref document: T

REF Corresponds to:

Ref document number: 68911960

Country of ref document: DE

Date of ref document: 19940217

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: LU

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 19940228

Ref country code: CH

Effective date: 19940228

Ref country code: LI

Effective date: 19940228

Ref country code: BE

Effective date: 19940228

ET Fr: translation filed
PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: GB

Effective date: 19940405

NLV1 Nl: lapsed or annulled due to failure to fulfill the requirements of art. 29p and 29m of the patents act
BERE Be: lapsed

Owner name: ZENECA LTD

Effective date: 19940228

REG Reference to a national code

Ref country code: CH

Ref legal event code: PL

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: DE

Effective date: 19941101

PLBE No opposition filed within time limit

Free format text: ORIGINAL CODE: 0009261

STAA Information on the status of an ep patent application or granted ep patent

Free format text: STATUS: NO OPPOSITION FILED WITHIN TIME LIMIT

GBPC Gb: european patent ceased through non-payment of renewal fee

Effective date: 19940405

26N No opposition filed
PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: FR

Effective date: 19941229

REG Reference to a national code

Ref country code: FR

Ref legal event code: ST

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: FR

Effective date: 19940228