EP0280284B1 - Matériel d'enregistrement sensible à la chaleur - Google Patents

Matériel d'enregistrement sensible à la chaleur Download PDF

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Publication number
EP0280284B1
EP0280284B1 EP88102762A EP88102762A EP0280284B1 EP 0280284 B1 EP0280284 B1 EP 0280284B1 EP 88102762 A EP88102762 A EP 88102762A EP 88102762 A EP88102762 A EP 88102762A EP 0280284 B1 EP0280284 B1 EP 0280284B1
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EP
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Prior art keywords
sensitive recording
heat sensitive
recording material
material according
parts
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.)
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Application number
EP88102762A
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German (de)
English (en)
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EP0280284A3 (en
EP0280284A2 (fr
Inventor
Toshimi Central Research Laboratory Satake
Toshiaki Central Research Laboratory Minami
Tomoaki Central Research Laboratory Nagai
Fumio Central Research Laboratory Fujimura
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Jujo Paper Co Ltd
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Jujo Paper Co Ltd
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Publication of EP0280284A3 publication Critical patent/EP0280284A3/de
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Publication of EP0280284B1 publication Critical patent/EP0280284B1/fr
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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
    • B41M5/30—Thermography ; Marking by high energetic means, e.g. laser otherwise than by burning, and characterised by the material used using chemical colour formers
    • B41M5/32—Thermography ; Marking by high energetic means, e.g. laser otherwise than by burning, and characterised by the material used using chemical colour formers one component being a heavy metal compound, e.g. lead or iron
    • 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
    • B41M5/30—Thermography ; Marking by high energetic means, e.g. laser otherwise than by burning, and characterised by the material used using chemical colour formers
    • B41M5/333—Colour developing components therefor, e.g. acidic compounds
    • B41M5/3333—Non-macromolecular compounds
    • B41M5/3335—Compounds containing phenolic or carboxylic acid groups or metal salts thereof
    • 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
    • B41M5/30—Thermography ; Marking by high energetic means, e.g. laser otherwise than by burning, and characterised by the material used using chemical colour formers
    • B41M5/333—Colour developing components therefor, e.g. acidic compounds
    • B41M5/3333—Non-macromolecular compounds
    • B41M5/3335—Compounds containing phenolic or carboxylic acid groups or metal salts thereof
    • B41M5/3336—Sulfur compounds, e.g. sulfones, sulfides, sulfonamides

Definitions

  • the invention relates to a heat-sensitive recording material which is suitable for optical readability in the near ultraviolet range and which can be detected locally when irradiated with UV light.
  • Heat-sensitive recording sheets in which a color reaction between a colorless or slightly colored chromogenic substance and a phenolic substance or an organic acid takes place due to the action of heat or heat include in Japanese Patent Publications No. 4160/1968 and 14039/1970 and in JP-OLS No. 27736/1973. They are used in many different ways in practice.
  • a heat-sensitive recording sheet is generally prepared by applying to the surface of a support such as paper, film, etc. a coating composition which is obtained by finely grinding and dispersing a colorless chromogenic substance and a color developing material, mixing the dispersions obtained with one another and adding a binder, filler, Sensitizer, lubricant and other aids have been obtained. When exposed to heat or heat, the coating is instantly chemically converted to form a color.
  • heat-sensitive recording sheets include use in medical and technical recording devices, terminal printers for computers and information systems, printers for facsimile or copying machines and electronic calculating machines, ticket machines and the like.
  • the heat sensitive recording sheets containing a leuco dye and a coloring agent are used as thermal labels in the field of POS systems.
  • the color development occurs in the visible range, so that the color development cannot be read by the bar code scanner when a semiconductor laser beam is used in the near ultra-red range.
  • Japanese patent publication 8787/1957 describes the combined use of iron stearate as an electron acceptor with tannic acid or gallic acid as an electron donor
  • Japanese patent publication 6485/1959 describes the combined use of an electron acceptor such as silver stearate, iron stearate, gold stearate, copper stearate or mercury behenate an electron donor such as methyl gallate, ethyl gallate, propyl gallate, butyl gallate or dodecyl gallate.
  • the invention has for its object to provide a heat-sensitive recording material which has a superior local detectability when irradiated with UV light and good optical readability in the near ultraviolet range.
  • the choice of the electron acceptor used according to the invention is not subject to any particular restrictions; the known electron acceptors, preferably the metal double salts of the higher fatty acids, can be used.
  • the metal double salts of higher fatty acids according to the invention are double salts which have at least two types of metal atoms per molecule. They therefore differ significantly in their physicochemical properties from the previous metal salts of higher fatty acids, which only contain one type of metal atom in their molecule.
  • These metal double salts of the higher fatty acids are prepared by reacting at least two inorganic metal salts with an alkali metal salt or ammonium salt of the selected higher fatty acid.
  • the type and the mixing ratio of the metal atoms of the at least two inorganic metal salts can be easily adjusted and controlled in this way.
  • the zinc-iron double salt of behenic acid with iron and zinc in a ratio of 2: 1 can be prepared by reacting sodium behenate with an aqueous solution of ferrichloride and zinc chloride in a molar ratio of 2: 1.
  • Suitable metals for the double salt formation of the higher fatty acids are polyvalent metals, for example iron, zinc, calcium, magnesium, aluminum, barium, lead, manganese, tin, nickel, cobalt, copper, silver, mercury, etc .; preferably iron, zinc, calcium, aluminum, magnesium and silver.
  • Suitable fatty acids for the double salt formation are saturated and / or unsaturated aliphatic fatty acids with 16 to 35 carbon atoms.
  • Such metal double salts of higher fatty acids can be used as an electron acceptor alone or in a mixture.
  • the coating composition by dispersing this polyhydric phenol derivative in an aqueous or solvent-soluble binder, it is necessary to avoid a reaction of this phenol derivative with an electron donor and to increase the solvent and dispersion stability of this phenol. It is desirable that the substituent other than the color developing group has a large number of carbon atoms, namely 18 to 35, 2 to 3 OH groups are present, and these OH groups are close to each other.
  • the heat-sensitive color development layer according to the invention with the above electron acceptor and the above electron donor contains a fluorescent dye and / or a fluorescent pigment, the maximum fluorescence of which when irradiated with UV light is in the visible range of 450-700 nm wavelength.
  • Heat sensitive color development layers containing a fluorescent brightener are known. They convert UV light in the invisible range of 300-400 nm wavelength in sunlight into visible blue light of around 420 nm wavelength.
  • the structures and functions of the fluorescent dyes according to the invention differ from the previous fluorescent brighteners.
  • the fluorescent dyes and / or pigments according to the invention are anthraquinone, indigo, azine, xanthene, acridine, diphenylmethane, triphenylmethane, thiazine, thiazole fluorescent dyes or pigments.
  • Preferred fluorescent dyes and / or pigments according to the invention are:
  • the fluorescent pigments according to the invention comprise resin powders which are colored with Rhodamine B, Rhodamine 6G, Azosol-brilliant Yellow 6G or basic fluorescent dye.
  • this resin are melamine, toluenesulfoamide, triazone, acrylic and polyvinyl chloride resin, etc.
  • the fluorescent dye may be in the heat sensitive color developing layer by itself and may be contained therein as a powdered pigment.
  • the latter is prepared from a solid solution which is obtained by dissolving the fluorescent dye in a synthetic resin, e.g. Toluene sulfonamide melamine resin, melamine resin, benzoguanamine resin, polyvinyl chloride resin, polyamide resin, polyester resin, polyurethane resin, etc. were obtained.
  • the preferred fluorescent dye is made by the following surface treatment process:
  • the fluorescent dye is mixed with a polymerization initiator, an amount of vinyl monomer that can be applied to the fluorescent dye, and a solvent in which the vinyl monomer is soluble and which has a lower boiling point than the vinyl monomer, evenly mixed. Then the solvent is removed and the vinyl monomer on the surface of the fluorescent dye particles is polymerized under the action of the polymerization initiator present on the fluorescent dye, thereby obtaining a fluorescent dye coated with a polymer film.
  • the fluorescent dye obtained is easily and uniformly dispersible.
  • a leuco dye which absorbs radiation in the near ultrarot range can be used to such an extent that the effect of this invention is not impaired.
  • the leuco dye which is absorbable in the near infrared, effectively absorbs the radiation in the near ultra-red range (especially in the range of 700 - 1500 nm) during color development after the heat-melting reaction with an acidic substance.
  • fluorescent dyes examples include fluorene leuco dyes, monovinyl phthalide derivatives, divinyl phthalide derivatives, fluoran leuco dyes and so on.
  • Binders according to the invention are e.g. B. fully saponified polyvinyl alcohol, degree of polymerisation: 200-1900, partly saponified polyvinyl alcohol, carboxylated polyvinyl alcohol, amide-modified polyvinyl alcohol, sulfonic acid-modified polyvinyl alcohol, butyral-modified polyvinyl alcohol, other modified polyvinyl alcohols, hydroxyethyl cellulose, methyl cellulose, carbohydride-polyol ethylene-copolymeric, polyhydric copolymers, Cellulose derivatives such as ethyl cellulose and acetyl cellulose, polyvinyl chloride, polyvinyl acetate, polyacrylamide, polyacrylic acid ester, polyvinyl butyral, polystyrene, copolymers of the above compounds, polyamide resin, silicone resin, petroleum resin, terpene resin, ketone resin and coumarone resin. These high molecular weight binders can be used after
  • the type and amount of the electron acceptor e.g. the metal salt of the higher fatty acid, the electron donor, e.g. the polyvalent phenol derivative, the fluorescent dye and / or pigment, the binder, the other additives, which are determined depending on the desired effect and suitability for recording purposes, are not particularly limited. In general, it is advantageous to use 1 to 6 parts by weight of the electron donor, 1 to 10 parts by weight of fluorescent dye and / or pigment, 2 to 15 parts by weight of filler and 0.5 to 4 parts by weight of binder to use 1 to 9 parts by weight of the electron acceptor.
  • the heat-sensitive material according to the invention is produced by applying the coating composition to a base material such as paper, synthetic paper, film, etc.
  • the superior optical readability of the heat-sensitive recording sheet of the present invention in the near-red range may have the following cause.
  • the color development area results in a visible in the visible and in the near ultra-red range (wavelength range 700 to 1000 nm) readable recording image.
  • the superior local detectability when irradiated with UV light can be attributed to the fact that the heat-sensitive color development layer contains a fluorescent dye and / or pigment, the maximum fluorescence of which is UV radiation in the visible wavelength range of 450-700 nm.
  • a package pasted with a bar code is inserted by a conveyor into a dark room where it is irradiated with UV radiation of a certain wavelength.
  • the fluorescence of the fluorescent dye and / or pigment in the bar code slip is detected by a fluorescence detector, and the position of the bar code slip on the package can be easily observed and tracked.
  • parts As an abbreviation for parts by weight, “parts” is used.
  • the fluorescent dyes used in the following examples are those in which the surface has been coated with high molecular weight polymers according to the above synthesis example.
  • Solution A electroctron acceptor dispersion
  • Solution B electrotron donor dispersion
  • Solution C fluorescent dye dispersion
  • the above coating composition was applied in a coating amount of 6.0 g / m 2 on a base paper with a weight of 50 g / m 2 , dried and supercalendered to adjust a smoothness of 200-600 seconds.
  • a heat sensitive recording sheet was obtained.
  • a heat-sensitive recording sheet was obtained in the same manner as in Example 1, except that Solution D was used instead of Solution C.
  • 12.5 parts Comparative Examples (Test No. 13-16)
  • Solution A Electrode dispersion

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  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Physics & Mathematics (AREA)
  • Optics & Photonics (AREA)
  • Heat Sensitive Colour Forming Recording (AREA)

Claims (9)

1. Matériau d'enregistrement sensible à la chaleur, comportant, sur un support, une couche de développement de la couleur, sensible à la chaleur, qui contient un accepteur d'électrons et un donneur d'électrons qui réagissent ensemble en réalisant une chélation, ainsi qu'éventuellement d'additifs usuels caractérisé par le fait que, la couche de développement de la couleur sensible à la chaleur, contient un colorant fluorescent et/ou un pigment fluorescent dont la fluorescence maximale, par éclairement en lumière UV, se situe dans le domaine des longueurs d'onde visibles de 450-700 nm.
2. Matériau d'enregistrement sensible à la chaleur selon la revendication 1, caractérisé par le fait que l'accepteur d'électrons est un sel métallique double d'un acide gras supérieur contenant 16 à 35 atomes de carbone.
3. Matériau d'enregistrement sensible à la chaleur selon la revendication 2, caractérisé par le fait que le sel métallique double d'un acide gras supérieur contient au moins deux métaux du groupe fer, zinc, calcium, magnésium, aluminium, baryum, plomb, manganèse, étain, nickel, cobalt, cuivre, argent et mercure.
4. Matériau d'enregistrement sensible à la chaleur selon l'une des revendications précédentes, caractérisé par le fait que le donneur d'électrons est au moins une substance choisie parmi les composés polyhydroxylés aromatiques, le diphénylcarbazide, la diphénylcarbazone, l'hexaméthylènetétramine, le spirobenzopyranne et le 1-formyl-4-phénylsemicarbazide.
5. Matériau d'enregistrement sensible à la chaleur selon l'une des revendications précédentes, caractérisé par le fait que le donneur d'électrons est au moins un composé hydroxyle aromatique polyvalente de la formule générale (I):
Figure imgb0042
dans laquelle R est un groupe alcoyle contenant 18 à 35 atomes de carbone
Figure imgb0043
Figure imgb0044
(où R1 est un groupe alcoyle contenant 18 à 35 atomes de carbone); n est un nombre entier de 2 à 3 et "-X-" signifie:
-CH2-, -C02-, -CO-, -0-. -CONH-,
Figure imgb0045
(où R' est un groupe alcoyle contenant 5 à 30 atomes de carbone), -S02-, -S03- ou -S02NH-
6. Matériau d'enregistrement sensible à la chaleur selon l'une des revendications précédentes, caractérisé par le fait que le colorant fluorescent est utilisé seul ou mélangé à un pigment et qu'au moins un colorant est choisi dans la série des colorants fluorescents à base d'anthraquinone, d'indigo, d'azine, de xanthène, d'acridine, de diphénylméthane, de triphénylméthane, de thiazine et de thiazol.
7. Matériau d'enregistrement sensible à la chaleur selon l'une des revendications précédentes, caractérisé par le fait que la couche de développement de la couleur contient 1 à 6 parties en poids de donneur d'électrons, 1 à 10 parties en poids de colorant et/ou de pigment fluorescent, 2 à 15 parties en poids de charge et 0,5 à 4 parties en poids de liant, rapporté à 1 à 9 parties en poids de l'accepteur d'électrons.
8. Matériau d'enregistrement sensible à la chaleur selon l'une des revendications précédentes, caractérisé par le fait que la couche de développement de la couleur est placée sur un matériau de base.
9. Matériau d'enregistrement sensible à la chaleur selon l'une des revendications précédentes, caractérisé par le fait que le matériau de base est un papier, un papier synthétique ou un film.
EP88102762A 1987-02-25 1988-02-24 Matériel d'enregistrement sensible à la chaleur Expired - Lifetime EP0280284B1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP62042424A JPH0669755B2 (ja) 1987-02-25 1987-02-25 感熱記録体
JP42424/87 1987-02-25

Publications (3)

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EP0280284A2 EP0280284A2 (fr) 1988-08-31
EP0280284A3 EP0280284A3 (en) 1989-04-26
EP0280284B1 true EP0280284B1 (fr) 1991-09-18

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Country Status (4)

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US (1) US4910185A (fr)
EP (1) EP0280284B1 (fr)
JP (1) JPH0669755B2 (fr)
DE (1) DE3864852D1 (fr)

Families Citing this family (20)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS63214477A (ja) * 1987-03-04 1988-09-07 Tomoegawa Paper Co Ltd 感熱記録体
JPH01114480A (ja) * 1987-10-28 1989-05-08 Fuji Photo Film Co Ltd 感熱記録シート
EP0582144B1 (fr) * 1992-08-03 1997-04-23 Minnesota Mining And Manufacturing Company Matériau d'enregistrement thermosensible adressé par laser
JP2681907B2 (ja) * 1992-11-20 1997-11-26 日本製紙株式会社 感熱記録体
DE4331162A1 (de) * 1993-09-14 1995-03-16 Bayer Ag Verfahren zur Herstellung von Cyaninfarbstoffen
JP3576553B2 (ja) * 1993-09-14 2004-10-13 アグファ−ゲヴェルト ナームロゼ ベンノートチャップ ヒートモード像を形成するための方法及び材料
US5474691A (en) * 1994-07-26 1995-12-12 The Procter & Gamble Company Dryer-added fabric treatment article of manufacture containing antioxidant and sunscreen compounds for sun fade protection of fabrics
EP0884352B1 (fr) * 1997-06-11 2001-09-05 Kuraray Co., Ltd. Feuille hydrosoluble
US6013601A (en) * 1997-09-12 2000-01-11 Nocopi Technologies, Inc. Laser printing method and substrate
DE19838895C2 (de) * 1998-08-27 2003-10-16 Mitsubishi Hitec Paper Flensbu Wärmeempfindliches Aufzeichnungsmaterial
US7044386B2 (en) * 2002-02-05 2006-05-16 William Berson Information encoding on surfaces by varying spectral emissivity
US7166154B2 (en) * 2003-11-06 2007-01-23 Hewlett-Packard Development Company, L.P. System and a method for an edible, optically invisible ink
US7407195B2 (en) 2004-04-14 2008-08-05 William Berson Label for receiving indicia having variable spectral emissivity values
US7651031B2 (en) 2004-10-25 2010-01-26 William Berson Systems and methods for reading indicium
US20060105263A1 (en) * 2004-11-16 2006-05-18 Xerox Corporation Toner composition
US7619520B2 (en) * 2005-01-14 2009-11-17 William Berson Radio frequency identification labels and systems and methods for making the same
US7931413B2 (en) * 2005-01-14 2011-04-26 William Berson Printing system ribbon including print transferable circuitry and elements
US7621451B2 (en) * 2005-01-14 2009-11-24 William Berson Radio frequency identification labels and systems and methods for making the same
US7728726B2 (en) * 2005-01-14 2010-06-01 William Berson Radio frequency identification labels
JP2013136175A (ja) * 2011-12-28 2013-07-11 Sato Holdings Corp 印字用媒体および印字用媒体の真贋判定方法

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4050945A (en) * 1974-07-08 1977-09-27 Yoshio Suzuki Heat-sensitive color-producing compositions and articles using same
JPS5833838B2 (ja) * 1978-03-28 1983-07-22 神崎製紙株式会社 感熱記録体
JPS62284782A (ja) * 1986-06-03 1987-12-10 Jujo Paper Co Ltd 感熱記録体
CA1267282A (fr) * 1986-06-16 1990-04-03 Philip G. Walter Materiau d'enregistrement thermosensible a couche active renfermant une teinture fluorescente

Also Published As

Publication number Publication date
US4910185A (en) 1990-03-20
EP0280284A3 (en) 1989-04-26
DE3864852D1 (de) 1991-10-24
EP0280284A2 (fr) 1988-08-31
JPS63209883A (ja) 1988-08-31
JPH0669755B2 (ja) 1994-09-07

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