WO2014129416A1 - Jeu d'encres, matière imprimée et procédé d'impression - Google Patents

Jeu d'encres, matière imprimée et procédé d'impression Download PDF

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Publication number
WO2014129416A1
WO2014129416A1 PCT/JP2014/053587 JP2014053587W WO2014129416A1 WO 2014129416 A1 WO2014129416 A1 WO 2014129416A1 JP 2014053587 W JP2014053587 W JP 2014053587W WO 2014129416 A1 WO2014129416 A1 WO 2014129416A1
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group
ink composition
rare earth
ligand
earth complex
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PCT/JP2014/053587
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English (en)
Japanese (ja)
Inventor
壯 河合
紘史 上野
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国立大学法人奈良先端科学技術大学院大学
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Priority to JP2015501438A priority Critical patent/JP6296398B2/ja
Publication of WO2014129416A1 publication Critical patent/WO2014129416A1/fr

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    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D11/00—Inks
    • C09D11/30—Inkjet printing inks
    • C09D11/40—Ink-sets specially adapted for multi-colour inkjet printing
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D11/00—Inks
    • C09D11/30—Inkjet printing inks
    • C09D11/32—Inkjet printing inks characterised by colouring agents
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D11/00—Inks
    • C09D11/50—Sympathetic, colour changing or similar inks
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K11/00—Luminescent, e.g. electroluminescent, chemiluminescent materials
    • C09K11/06—Luminescent, e.g. electroluminescent, chemiluminescent materials containing organic luminescent materials
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K2211/00—Chemical nature of organic luminescent or tenebrescent compounds
    • C09K2211/18—Metal complexes
    • C09K2211/182—Metal complexes of the rare earth metals, i.e. Sc, Y or lanthanide

Definitions

  • the present invention relates to an ink set for printing an identification mark for preventing counterfeiting on a banknote, a passport, a driver's license, etc., a printed matter printed using the ink set, and a printing method.
  • Passports, driver's licenses, and health insurance insured ID cards are official documents that contain information that identifies individuals such as name, gender, age, and place of residence. Used as a certificate. For this reason, when the identification card is easily forged, altered, tampered with, etc., the reliability of identity verification is impaired. In addition, counterfeiting and alteration of currency (banknotes, coins), securities, credit cards, etc. cause great disruption to the economic society. Therefore, conventionally, in order to prevent forgery of the identification card and currency, an identification mark made of a special material or having a special structure has been provided.
  • identification mark itself is not clear. Therefore, fluorescent materials that are invisible in a normal state but generate fluorescent light when irradiated with excitation light having a specific wavelength are widely used as identification mark materials.
  • the presence of an identification mark using a fluorescent material is recognized by fluorescence emission generated by irradiation of excitation light and its shape.
  • Fluorescent material is usually excited with ultraviolet light.
  • ultraviolet light generators such as black light are widely distributed.
  • anyone can confirm the presence of an identification mark. Since it is relatively easy to obtain the fluorescent material itself, the risk of counterfeiting and alteration increases when the presence of the identification mark becomes clear.
  • an identification mark using a material having circularly polarized light emission has been proposed (see Patent Documents 1 to 3).
  • the authenticity determination is performed based on the presence / absence of the circularly polarized component contained in the fluorescence or the intensity difference between the right and left circularly polarized components. Can do.
  • the presence or absence of circularly polarized light can be observed through a circularly polarizing plate comprising a retardation plate and a polarizing plate, and the right circularly polarized light component and the left circularly polarized light are measured by measuring the fluorescence intensity through the right and left circularly polarizing plates.
  • the difference in strength between components can be determined.
  • ultraviolet light generators it is easy to obtain circularly polarizing plates, so it is relatively easy to check for the presence of circularly polarized light and to determine the intensity difference between right and left circularly polarized components. Can be done. Accordingly, even when circularly polarized light is added, there is still a risk of forgery or alteration.
  • the problem to be solved by the present invention is to provide an ink set, a printed material, and a printing method capable of printing a printed material that is difficult to forge in authenticity determination using circularly polarized light emission.
  • An ink set according to the present invention made to solve the above problems is as follows. a) a first ink composition containing a non-chiral fluorescent luminescent rare earth complex having an m-dentate ligand; b) An n-dentate chiral ligand that is substituted for the m-dentate ligand when contacted with the first ink composition to form a circularly polarized luminescent rare earth complex different from the fluorescent luminescent rare earth complex.
  • a second ink composition containing m is an integer of 1 to 3
  • n is an integer of 2 to 4, and is larger than m.
  • the first ink composition contains a fluorescent light-emitting rare earth complex
  • a printed material produced using the first ink composition emits fluorescence when irradiated with excitation light.
  • the fluorescent light-emitting rare earth complex is not chiral, the fluorescence has no intensity difference between the counterclockwise circularly polarized light component and the clockwise circularly polarized light component, and does not have circularly polarized light emitting property.
  • the printed matter refers to a film-like object having an arbitrary shape such as a character, a picture, or a figure formed on a substrate such as paper, resin, glass, or metal.
  • the chiral ligand contained in the second ink composition becomes a ligand of the fluorescent light-emitting rare earth complex.
  • the “print” exists in a solid state rather than a fluid, the ligand of the fluorescent light-emitting rare earth complex contained in such a solid print is replaced with another ligand.
  • the former when distinguishing between a printed matter made only of the first ink composition and a printed matter printed on the printed matter with the second ink composition, the former is referred to as “a printed matter of the first ink composition”.
  • the latter is referred to as “printed material of the first and second ink compositions” or “printed material produced with the ink set of the present invention”.
  • Another fluorescent luminescent rare earth complex is coordinated with a chiral ligand, and the fluorescent luminescent rare earth complex also has chirality.
  • the fluorescent luminescent rare earth complex also has chirality.
  • only the portion printed with the second ink composition out of the printed material made with the first ink composition emits fluorescent light having circular polarization. If printing is performed with the second ink composition so as to cover the entire printed matter of the first ink composition, the fluorescence emitted from the entire printed matter has circular polarization, and only a part of the printed matter of the first ink composition is present. If printing is performed with the second ink composition so as to cover, only the fluorescence emitted from a part of the printed material has circular polarization, and the fluorescence emitted from the rest does not have circular polarization. In this case, if information such as characters and symbols is printed on the printed material of the first ink composition using the second ink composition, readable information can be provided by measuring circularly polarized light.
  • the second ink composition itself has lower light emission than the first ink composition, or non-light emission.
  • the second ink composition is colorless and transparent in the normal state (under visible light) or has the same color as the first ink composition, and is generated by a chiral ligand contained in the second ink composition.
  • the fluorescence intensity of the fluorescent luminescent rare earth complex having circular polarization is equal to the fluorescence intensity of the fluorescent luminescent rare earth complex contained in the first ink composition. In this way, even when printing with the second ink composition on only a part of the printed material of the first ink composition, it becomes difficult to understand, and the risk of forgery or alteration is further reduced.
  • the time from when the printed matter of the first ink composition and the second ink composition contact each other until the m-dentate ligand is replaced with the n-dentate chiral ligand is determined by the rare earth contained in the first ink composition. It varies depending on materials other than the complex, materials other than the chiral ligand contained in the second ink composition, conditions such as temperature, humidity, and pressure. In the case where it takes time for the m-dentate ligand to be replaced with the n-dentate chiral ligand, the presence or absence of the circularly polarized light varies depending on the time when the circularly polarized light is measured.
  • the elapsed time after producing the printed matter of the 1st and 2nd ink composition can also be known based on the presence or absence of circularly polarized light emission.
  • the printed matter of the first ink composition and the second ink composition are contacted and then heat-treated, whereby the m-dentate ligand is replaced with the n-dentate ligand, and the circularly polarized light emitting property is obtained.
  • a rare earth complex may be formed. In this case, whether or not to impart circularly polarized light emission to the printed matter can be determined depending on whether or not the printed matter of the first and second ink compositions is subjected to heat treatment.
  • the property (circularly polarized light emission) that is not found in the printed material of the first ink composition appears in that portion.
  • the property (circularly polarized light emission) of the printed material of the first ink composition in that portion may be configured so as to disappear.
  • the ink set according to another aspect of the present invention is: a) a first ink composition containing a circularly polarized light-emitting rare earth complex having an m-dentate chiral ligand; b) a second ink containing an n-dentate non-chiral ligand that is substituted for the m-dentate ligand when contacted with the first ink composition, resulting in a non-chiral fluorescent luminescent rare earth complex.
  • m is an integer of 1 to 3
  • n is an integer of 2 to 4, and is larger than m.
  • the printed material according to the present invention includes an n-coordinated non-chiral fluorescent light-emitting rare earth complex dispersed in a first host material on a thin film formed of a first ink composition. It is formed by printing with a second ink composition in which a chiral ligand of a locus is dispersed in a second host material and performing a heat treatment.
  • Another printed material according to the present invention is provided on a thin film formed of a first ink composition obtained by dispersing a circularly polarized light-emitting rare earth complex having an m-dentate chiral ligand in a first host material.
  • the printing method according to the present invention forms a thin film with a first ink composition in which a non-chiral fluorescent luminescent rare earth complex having an m-dentate ligand is dispersed in a first host material, On the thin film, printing is performed with a second ink composition in which an n-dentate chiral ligand is dispersed in a second host material.
  • a printed matter is formed by performing a heat treatment.
  • a thin film is formed with a first ink composition in which a circularly polarized light-emitting rare earth complex having an m-dentate chiral ligand is dispersed in a first host material, Printing on the thin film with a second ink composition in which a non-chiral non-chiral ligand is dispersed in a second host material;
  • a method of forming a printed matter by performing a heat treatment m is an integer of 1 to 3
  • n is an integer of 2 to 4, and is larger than m.
  • a non-circularly polarized fluorescent region can be formed on a part of a printed matter having circularly polarized light. At this time, if the ratio of the circularly polarized light emitting region or the non-circularly polarized light emitting region in the printed material is reduced, the presence of these regions is hardly clarified, and an identification mark that is difficult to be counterfeited or altered can be provided. it can.
  • Structural formula (a) of DPEPO used in Example 1 of the present invention structural formula (b) of [Eu ((R) -iPr-pybox) (hfa) 3].
  • the figure which shows the number pattern produced in Example 1 of this invention Observation image of a fluorescent microscope image of a number pattern.
  • the figure (a) which shows the CPL spectrum (upper stage) and fluorescence emission spectrum (lower stage) before and behind heat processing of the identification mark which concerns on Example 2 of this invention, and the CPL spectrum (upper stage) of the circularly polarized luminescent rare earth complex synthesize
  • the ink set according to the present invention includes a first ink composition containing a non-chiral fluorescent luminescent rare earth complex and a second ink composition containing a chiral ligand.
  • a first ink composition containing a non-chiral fluorescent luminescent rare earth complex and a second ink composition containing a chiral ligand.
  • an identification mark using fluorescent emission is known, but by printing the identification mark using the ink set of the present invention, fluorescent emission is generated from the whole, and only a part thereof has circular polarization. Such an identification mark can be obtained.
  • Various combinations of the non-chiral fluorescent luminescent rare earth complex contained in the first ink composition of the ink set of the present invention and the chiral ligand contained in the second ink composition can be considered. Was determined as follows.
  • the rare earth complex is an organic complex in which one or more various ligands are coordinated with a divalent, trivalent or tetravalent ion of a rare earth element as a central ion.
  • Such complexes include clathrate compounds in which the rare earth ion is surrounded by other chemical species and has a host-guest structure, or simply a ligand coordinated to the central rare earth ion (the rare earth ion is the other Not included in chemical species).
  • the clathrate structure is generally less affected by the chirality of the rare earth ions because the asymmetric sites are separated from the rare earth ions.
  • the present inventor searched mainly for rare earth complexes having a complex structure not included in other chemical species, and asymmetric bisoxazolinepyridine (Bis ( oxazolinyl) pyridine) and a acetylacetone derivative coordinated with the following general formula (1) (Wherein Ln (III) is a trivalent rare earth ion such as Eu, Tb, Sm, etc., X is the same or different hydrogen atom, deuterium atom, halogen atom, C1-C6 (preferably C1-C3) straight chain Represents a group or a branched group, a hydroxyl group, a nitro group, an amino group, a sulfonyl group, a cyano group, a phosphonic acid group, a diazo group, or a mercapto group, and
  • Circularly polarized light is emitted by incorporating an asymmetric ligand (chiral ligand) into the rare earth complex.
  • An acetylacetone derivative is known as a ligand having a photosensitizing function.
  • a chiral ligand contained in the second ink composition a ligand having an asymmetric bisoxazoline pyridine skeleton (hereinafter referred to as “bisoxazoline pyridine ligand” or abbreviation “pybox”). Selected.
  • the chiral ligand contained in the second ink composition is substituted with the ligand of the fluorescent luminescent rare earth complex contained in the first ink composition, and the fluorescent luminescent rare earth complex having circularly polarized light emission Become.
  • One factor that determines the strength of the coordination bond between the rare earth ions and the ligand is the number of coordination atoms (coordination sites). Since the bisoxazoline pyridine ligand described above is a tridentate ligand, when it is coordinated with a rare earth ion together with the above acetylacetone derivative in a monodentate ligand or a bidentate ligand, chiral We searched for a ligand that would be a non-fluorescent rare earth complex.
  • R3 is the same or different hydrogen atom, deuterium atom, halogen atom, C1-C20 group (preferably C1-C6 group), hydroxyl group, nitro group, amino group, sulfonyl group, cyano group, phosphonic acid Represents one of a group, a diazo group, and a mercapto group, and T is a single bond or an atomic group, and two oxygen atoms are arranged by arranging two benzene rings at a distance equal to or less than two carbon atoms.
  • An atomic group represented by It was found that the bidentate phosphine oxide ligand represented by
  • the rare earth complex formed by coordination bonding of this phosphine oxide ligand and the above-mentioned acetylacetone derivative to a rare earth ion was a rare earth complex having fluorescence but not circularly polarized light.
  • a first ink composition was prepared from this rare earth complex and a host material, and a thin film was formed using this ink composition. Then, after confirming that this thin film has fluorescence but not circular polarization, a second ink composition comprising a bisoxazoline pyridine ligand and a host material was applied on this thin film. The circularly polarized light emission was measured. As a result, it was confirmed that the portion coated with the second ink composition in the thin film of the first ink composition had both fluorescence emission and circular polarization emission.
  • the phosphine oxide ligand of the fluorescent light-emitting rare earth complex in the first ink composition is a bisoxazoline pyridine ligand in the portion where the second ink composition is coated on the thin film of the first ink composition. Means that it has been replaced.
  • Such a phenomenon is caused when the coordination number of the non-chiral ligand of the fluorescent light-emitting rare earth complex in the first ink composition is smaller than the coordination number of the chiral ligand in the second ink composition. Therefore, in the ink set of the present invention, the ligand coordination position m of the fluorescent light-emitting rare earth complex contained in the first ink composition is contained in the second ink composition.
  • the coordination position n of the chiral ligand is an integer of 2 to 4. This is because the coordination number of the rare earth complex is usually in the range of 8 to 10, and the coordination number of the rare earth complex known to have high fluorescence emission intensity is 4 or less. .
  • rare earth elements ion radius, coordination form, etc.
  • trivalent rare earth ions of any one of, Ho, Er, Tm, and Yb fluorescence emission and circular polarization emission as described in the previous paragraph can be obtained.
  • a trivalent ion of Nd, Sm, Eu, Tb, or Yb is preferable as the central ion of the rare earth complex, and Eu or Tb is more preferable.
  • Nd, Yb or the like the central ion, the rare earth complex according to the present invention emits light in the near infrared region.
  • a fluorescent luminescent rare earth complex As described above, in the present invention, various combinations of the non-chiral fluorescent luminescent rare earth complex contained in the first ink composition and the chiral ligand contained in the second ink composition can be considered.
  • a fluorescent luminescent rare earth complex the following general formula (3) (In the formula, Ln (III) represents Eu or Tb.)
  • a chiral ligand a rare earth complex represented by the following formula (4) It is preferable to select a ligand represented by
  • the circularly polarized fluorescent light-emitting rare earth complex generated by printing with the second ink composition on the printed matter (thin film) of the first ink composition has the following formula (5): (In the formula, Ln (III) represents Eu or Tb.) It becomes the rare earth complex represented by. It is known that a rare earth complex in which a bisoxazoline pyridine ligand (pybox) and hexafluoroacetylacetone (hfa) are coordinated to a rare earth ion has excellent circularly polarized light emission properties and high emission characteristics.
  • the first ink composition is a composition containing the fluorescent light-emitting rare earth complex represented by the above formula (3) and the second ink composition is a composition containing pybox, the first ink composition When the product and the second ink composition are in contact with each other, a rare earth complex having excellent circularly polarized light emission properties and high light emission properties can be generated.
  • the present invention can also be used as an ink set comprising a first ink composition containing a chiral light-emitting rare earth complex, that is, a circularly polarized light, and a second ink composition containing a non-chiral ligand. It is feasible. By printing the identification mark using such an ink set, fluorescent light emission having circular polarization occurs from the whole, and an identification mark having only a part of which has no circular polarization can be obtained. If the ink set here is the second ink set, and the ink set described above is the first ink set, the first ink set and the second ink set are arranged in the first ink composition and the second ink composition.
  • the entire ink set has the same properties except that the circular polarization and non-circular polarization of the ligand and the rare earth complex are reversed, and the circular polarization and non-circular polarization of the identification mark are reversed. Accordingly, in the second ink set, the chiral fluorescent light-emitting rare earth complex contained in the first ink composition and the non-chiral coordination contained in the second ink composition are treated in the same manner as in the first ink set described above. Child combinations can be determined.
  • specific examples of the present invention will be described by taking the first ink set as an example.
  • FIG. 2 numbers were printed on the glass substrate using the above composite ink by an inkjet apparatus (manufactured by SIJ Technology, Inc., ST050).
  • FIG. 3 shows an observation image of a fluorescence microscope (manufactured by Olympus Corporation, IX71, 4 ⁇ objective lens).
  • the printed numbers on the glass substrate were observed by fluorescence intensity mapping (PL-mappimg, 613 nm) and circular polarization mapping (CPL-mapping, 613 nm) with a circular polarization fluorescence microscope (self-made).
  • FIGS. 4 (a) and 4 (b) respectively.
  • the numbers could be read out by either method.
  • FIG. 6A shows a visual image
  • FIG. 6B shows a fluorescent microscope observation image
  • FIG. 6C shows fluorescence intensity mapping (PL-mappimg, 613 nm)
  • FIG. 6D shows circular polarization mapping (CPL-mapping, 613 nm).
  • the vertical line is blue and the horizontal line is red.
  • An ink composition was prepared. Since the chiral ligand ((R) -iPr-Pybox) used in the second ink composition has low light emission, the second ink composition is almost colorless and transparent in a normal state (under visible light). And the elliptical area
  • region 3 was formed with the 2nd ink composition on the said thin film 2 using the inkjet apparatus (refer FIG.7 (c)). Hereinafter, this is referred to as an identification mark 4. Further, the identification mark 4 was heat-treated (70 ° C.) for 2 hours.
  • FIG. 7 shows the measurement results of the fluorescence emission spectrum and CPL spectrum of the identification mark 4 before and after heat treatment. In either case, the excitation wavelength was 375 nm.
  • FIG. 8A shows the CPL spectrum (upper stage) and the fluorescence emission spectrum (lower stage) of the region 3 of the identification mark 4 before and after the heat treatment. As shown in FIG. 8A, the emission spectrum of the region 3 changed before and after the heat treatment, and in particular, the emission intensity near the wavelength of 615 nm increased after the heat treatment. In addition, circularly polarized light emission was observed from the region 3 after the heat treatment, whereas circularly polarized light emission was not observed in the region 3 before the heat treatment.
  • FIG. 8B shows a CPL spectrum (upper) and a fluorescence emission spectrum (lower) of a thin film of [Eu ((R) -iPr-pybox) (hfa) 3] synthesized separately.
  • FIG. 10 shows a visual image (a) of the identification mark 4 after heat treatment, an observation image (b) of a fluorescence microscope, and a CPL mapping (592 nm) image (c). From FIG. 10 (a) and FIG. 10 (b), the presence or absence of the character pattern is unknown from visual observation and fluorescence emission, but from FIG. 10 (c), the character pattern on the identification mark 4 can be read out by CPL mapping. I understood.
  • this invention is not limited to said Example, A various deformation
  • the rare earth complex having Eu3 + ion as the central ion has been described, but the same result can be obtained with other trivalent ions of rare earth elements.
  • a rare earth complex having Eu3 + ion and Tb3 + ion as the central ion exhibits similar circularly polarized light emission (for example, "J. Am. Chem. Soc. 2011, 133, 9892-9902"). . Therefore, it is clear that the same result can be obtained even when Tb3 + ions are used instead of Eu3 + ions.
  • the second ink composition that is colorless and transparent under visible light is used, but a second ink composition having substantially the same color as the first ink composition may be used.

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  • Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Inks, Pencil-Leads, Or Crayons (AREA)
  • Ink Jet (AREA)
  • Ink Jet Recording Methods And Recording Media Thereof (AREA)

Abstract

L'invention concerne un jeu d'encres qui comprend une première composition d'encre qui comprend un complexe de métal de terres rares fluorescent qui a un ligand m-dentate et qui n'est pas chiral, et une seconde composition d'encre qui comprend un ligand chiral n-dentate qui déplace le ligand m-dentate lorsqu'il vient en contact avec la première composition d'encre et qui génère un complexe de métal de terres rares ayant des propriétés de luminescence polarisée de façon circulaire qui est différent du complexe de métal de terres rares fluorescent, m étant un entier de 1-3 et n étant un entier de 2-4 et supérieur à m. Par utilisation du jeu d'encres susmentionné, une région ayant des propriétés de luminescence polarisée de façon circulaire peut être formée sur seulement une partie d'une matière imprimée fluorescente. Donc, la présence de la région ayant des propriétés de luminescence polarisée de façon circulaire n'est pas facilement révélée et une marque d'identification qui n'est pas sensible à la contrefaçon ou à l'altération peut être fournie.
PCT/JP2014/053587 2013-02-19 2014-02-17 Jeu d'encres, matière imprimée et procédé d'impression WO2014129416A1 (fr)

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Cited By (3)

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JP2020121928A (ja) * 2019-01-29 2020-08-13 国立大学法人北海道大学 円偏光発光性希土類錯体
JP2020129041A (ja) * 2019-02-07 2020-08-27 国立大学法人 筑波大学 有機マイクロ共振器、有機マイクロ共振器アレイ、偽造防止システム、スイッチング素子、有機マイクロ共振器の製造方法、有機マイクロ共振器アレイの製造方法
WO2021053953A1 (fr) * 2019-09-19 2021-03-25 株式会社Ｄｎｐファインケミカル Dispersion, composition d'encre et article imprimé

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