WO2017209415A1 - Procédé de préparation d'un pigment de sécurité et de sûreté nacré recouvert d'une substance fluorescente organique - Google Patents

Procédé de préparation d'un pigment de sécurité et de sûreté nacré recouvert d'une substance fluorescente organique Download PDF

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WO2017209415A1
WO2017209415A1 PCT/KR2017/005092 KR2017005092W WO2017209415A1 WO 2017209415 A1 WO2017209415 A1 WO 2017209415A1 KR 2017005092 W KR2017005092 W KR 2017005092W WO 2017209415 A1 WO2017209415 A1 WO 2017209415A1
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substrate
security
organic
flake
flake substrate
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PCT/KR2017/005092
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English (en)
Korean (ko)
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조금성
남경돈
정재일
허동민
강광중
최병기
임광수
장길완
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씨큐브 주식회사
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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
    • C09C—TREATMENT OF INORGANIC MATERIALS, OTHER THAN FIBROUS FILLERS, TO ENHANCE THEIR PIGMENTING OR FILLING PROPERTIES ; PREPARATION OF CARBON BLACK  ; PREPARATION OF INORGANIC MATERIALS WHICH ARE NO SINGLE CHEMICAL COMPOUNDS AND WHICH ARE MAINLY USED AS PIGMENTS OR FILLERS
    • C09C3/00—Treatment in general of inorganic materials, other than fibrous fillers, to enhance their pigmenting or filling properties
    • C09C3/08—Treatment with low-molecular-weight non-polymer organic compounds
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09C—TREATMENT OF INORGANIC MATERIALS, OTHER THAN FIBROUS FILLERS, TO ENHANCE THEIR PIGMENTING OR FILLING PROPERTIES ; PREPARATION OF CARBON BLACK  ; PREPARATION OF INORGANIC MATERIALS WHICH ARE NO SINGLE CHEMICAL COMPOUNDS AND WHICH ARE MAINLY USED AS PIGMENTS OR FILLERS
    • C09C1/00—Treatment of specific inorganic materials other than fibrous fillers; Preparation of carbon black
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09C—TREATMENT OF INORGANIC MATERIALS, OTHER THAN FIBROUS FILLERS, TO ENHANCE THEIR PIGMENTING OR FILLING PROPERTIES ; PREPARATION OF CARBON BLACK  ; PREPARATION OF INORGANIC MATERIALS WHICH ARE NO SINGLE CHEMICAL COMPOUNDS AND WHICH ARE MAINLY USED AS PIGMENTS OR FILLERS
    • C09C1/00—Treatment of specific inorganic materials other than fibrous fillers; Preparation of carbon black
    • C09C1/0015—Pigments exhibiting interference colours, e.g. transparent platelets of appropriate thinness or flaky substrates, e.g. mica, bearing appropriate thin transparent coatings
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09C—TREATMENT OF INORGANIC MATERIALS, OTHER THAN FIBROUS FILLERS, TO ENHANCE THEIR PIGMENTING OR FILLING PROPERTIES ; PREPARATION OF CARBON BLACK  ; PREPARATION OF INORGANIC MATERIALS WHICH ARE NO SINGLE CHEMICAL COMPOUNDS AND WHICH ARE MAINLY USED AS PIGMENTS OR FILLERS
    • C09C1/00—Treatment of specific inorganic materials other than fibrous fillers; Preparation of carbon black
    • C09C1/22—Compounds of iron
    • C09C1/24—Oxides of iron
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09C—TREATMENT OF INORGANIC MATERIALS, OTHER THAN FIBROUS FILLERS, TO ENHANCE THEIR PIGMENTING OR FILLING PROPERTIES ; PREPARATION OF CARBON BLACK  ; PREPARATION OF INORGANIC MATERIALS WHICH ARE NO SINGLE CHEMICAL COMPOUNDS AND WHICH ARE MAINLY USED AS PIGMENTS OR FILLERS
    • C09C1/00—Treatment of specific inorganic materials other than fibrous fillers; Preparation of carbon black
    • C09C1/22—Compounds of iron
    • C09C1/24—Oxides of iron
    • C09C1/245—Oxides of iron of plate-like shape
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09C—TREATMENT OF INORGANIC MATERIALS, OTHER THAN FIBROUS FILLERS, TO ENHANCE THEIR PIGMENTING OR FILLING PROPERTIES ; PREPARATION OF CARBON BLACK  ; PREPARATION OF INORGANIC MATERIALS WHICH ARE NO SINGLE CHEMICAL COMPOUNDS AND WHICH ARE MAINLY USED AS PIGMENTS OR FILLERS
    • C09C1/00—Treatment of specific inorganic materials other than fibrous fillers; Preparation of carbon black
    • C09C1/28—Compounds of silicon
    • C09C1/30—Silicic acid
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09C—TREATMENT OF INORGANIC MATERIALS, OTHER THAN FIBROUS FILLERS, TO ENHANCE THEIR PIGMENTING OR FILLING PROPERTIES ; PREPARATION OF CARBON BLACK  ; PREPARATION OF INORGANIC MATERIALS WHICH ARE NO SINGLE CHEMICAL COMPOUNDS AND WHICH ARE MAINLY USED AS PIGMENTS OR FILLERS
    • C09C1/00—Treatment of specific inorganic materials other than fibrous fillers; Preparation of carbon black
    • C09C1/28—Compounds of silicon
    • C09C1/30—Silicic acid
    • C09C1/3063—Treatment with low-molecular organic compounds
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    • C09C—TREATMENT OF INORGANIC MATERIALS, OTHER THAN FIBROUS FILLERS, TO ENHANCE THEIR PIGMENTING OR FILLING PROPERTIES ; PREPARATION OF CARBON BLACK  ; PREPARATION OF INORGANIC MATERIALS WHICH ARE NO SINGLE CHEMICAL COMPOUNDS AND WHICH ARE MAINLY USED AS PIGMENTS OR FILLERS
    • C09C1/00—Treatment of specific inorganic materials other than fibrous fillers; Preparation of carbon black
    • C09C1/28—Compounds of silicon
    • C09C1/30—Silicic acid
    • C09C1/3072—Treatment with macro-molecular organic compounds
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    • C09C—TREATMENT OF INORGANIC MATERIALS, OTHER THAN FIBROUS FILLERS, TO ENHANCE THEIR PIGMENTING OR FILLING PROPERTIES ; PREPARATION OF CARBON BLACK  ; PREPARATION OF INORGANIC MATERIALS WHICH ARE NO SINGLE CHEMICAL COMPOUNDS AND WHICH ARE MAINLY USED AS PIGMENTS OR FILLERS
    • C09C1/00—Treatment of specific inorganic materials other than fibrous fillers; Preparation of carbon black
    • C09C1/40—Compounds of aluminium
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09C—TREATMENT OF INORGANIC MATERIALS, OTHER THAN FIBROUS FILLERS, TO ENHANCE THEIR PIGMENTING OR FILLING PROPERTIES ; PREPARATION OF CARBON BLACK  ; PREPARATION OF INORGANIC MATERIALS WHICH ARE NO SINGLE CHEMICAL COMPOUNDS AND WHICH ARE MAINLY USED AS PIGMENTS OR FILLERS
    • C09C1/00—Treatment of specific inorganic materials other than fibrous fillers; Preparation of carbon black
    • C09C1/40—Compounds of aluminium
    • C09C1/407—Aluminium oxides or hydroxides
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09C—TREATMENT OF INORGANIC MATERIALS, OTHER THAN FIBROUS FILLERS, TO ENHANCE THEIR PIGMENTING OR FILLING PROPERTIES ; PREPARATION OF CARBON BLACK  ; PREPARATION OF INORGANIC MATERIALS WHICH ARE NO SINGLE CHEMICAL COMPOUNDS AND WHICH ARE MAINLY USED AS PIGMENTS OR FILLERS
    • C09C1/00—Treatment of specific inorganic materials other than fibrous fillers; Preparation of carbon black
    • C09C1/62—Metallic pigments or fillers
    • C09C1/64—Aluminium
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09C—TREATMENT OF INORGANIC MATERIALS, OTHER THAN FIBROUS FILLERS, TO ENHANCE THEIR PIGMENTING OR FILLING PROPERTIES ; PREPARATION OF CARBON BLACK  ; PREPARATION OF INORGANIC MATERIALS WHICH ARE NO SINGLE CHEMICAL COMPOUNDS AND WHICH ARE MAINLY USED AS PIGMENTS OR FILLERS
    • C09C1/00—Treatment of specific inorganic materials other than fibrous fillers; Preparation of carbon black
    • C09C1/62—Metallic pigments or fillers
    • C09C1/64—Aluminium
    • C09C1/644—Aluminium treated with organic compounds, e.g. polymers
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09C—TREATMENT OF INORGANIC MATERIALS, OTHER THAN FIBROUS FILLERS, TO ENHANCE THEIR PIGMENTING OR FILLING PROPERTIES ; PREPARATION OF CARBON BLACK  ; PREPARATION OF INORGANIC MATERIALS WHICH ARE NO SINGLE CHEMICAL COMPOUNDS AND WHICH ARE MAINLY USED AS PIGMENTS OR FILLERS
    • C09C3/00—Treatment in general of inorganic materials, other than fibrous fillers, to enhance their pigmenting or filling properties
    • C09C3/10—Treatment with macromolecular organic compounds
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09C—TREATMENT OF INORGANIC MATERIALS, OTHER THAN FIBROUS FILLERS, TO ENHANCE THEIR PIGMENTING OR FILLING PROPERTIES ; PREPARATION OF CARBON BLACK  ; PREPARATION OF INORGANIC MATERIALS WHICH ARE NO SINGLE CHEMICAL COMPOUNDS AND WHICH ARE MAINLY USED AS PIGMENTS OR FILLERS
    • C09C2210/00—Special effects or uses of interference pigments
    • C09C2210/50—Fluorescent, luminescent or photoluminescent properties

Definitions

  • the present invention relates to a method for preparing a security pigment and a security pigment produced by the same, and more specifically, the fluorescence characteristics using the organic phosphor in the pigment together with the aesthetic effect through the interference color and metal gloss effect of the pearlescent pigment. It relates to a method for producing a security pigment imparted.
  • Method for producing a security pigment for achieving the above object, (a) preparing an organic binder solution containing organic phosphor particles; (b) mixing the flake substrate and the solvent and then stirring and dispersing it to prepare a substrate suspension; And (c) mixing the substrate suspension and the organic binder solution to coat the organic phosphor particles on the surface of the flake substrate.
  • the method for producing a security pigment according to another embodiment of the present invention for achieving the above object comprises the steps of: (a) preparing a mixed organic solvent containing organic phosphor particles, mixed two or more organic solvents; (b) mixing the mixed organic solvent and the flake substrate, and then stirring and dispersing it to prepare a substrate suspension; And (c) heating and stirring the substrate suspension to coat the organic phosphor particles on the surface of the flake substrate.
  • the method for producing a security pigment according to the present invention has an advantageous advantage that it is economical and easy to provide a security pigment having a security characteristic by optical properties with a unique aesthetic effect of pearlescent pigments, economically and easily.
  • FIG. 1 is a flow chart showing a method for producing a security pigment according to an embodiment of the present invention.
  • Figure 2 is a flow chart showing a method for producing a security pigment according to another embodiment of the present invention.
  • FIG. 3 is a SEM photograph of a security pigment prepared from a manufacturing method according to an embodiment of the present invention.
  • Figure 4 is a SEM photograph of the security pigment prepared from the manufacturing method according to another embodiment of the present invention.
  • FIG. 5 is a photograph showing the optical characteristics of the security pigment coated with an organic phosphor according to the present invention.
  • FIG. 6 is a graph showing an emission spectrum of the security pigment coated with an organic phosphor according to the present invention.
  • FIG. 1 is a flow chart showing a method for producing a security pigment according to an embodiment of the present invention.
  • the method for producing a security pigment comprises the steps of (a) preparing an organic binder solution containing organic phosphor particles (S110); (b) mixing the flake substrate and the solvent and then stirring and dispersing the same to prepare a substrate suspension (S120); And (c) coating the organic phosphor particles on the surface of the flake substrate by mixing the substrate suspension and the organic binder solution (S130).
  • step (S110) is for the step of preparing an organic binder solution containing the organic phosphor particles.
  • the organic binder solution used in step (a) (S110) is cellulose, cellulose acetate, polyamide, epoxy resin, polyester, melamine resin, polyurethane, resin vinyl resin, silicon resin, acrylic acid ester, methacrylic acid ester, Organic binder resins containing one or two or more polymers or copolymers of styrene, ethylene, propylene, acrylic resins and derivatives thereof may be used.
  • the organic polymer resins used in the present invention are particularly exemplified above. It is not limited.
  • the organic polymer resin may be included in an amount of 5 to 50 parts by weight based on 100 parts by weight of the organic binder solution.
  • the organic polymer resin is less than 5 parts by weight, the required resin adhesiveness may not be obtained.
  • the organic polymer resin is more than 50 parts by weight, the content of the organic polymer resin is too high relative to the amount of the binder resin, thereby agglomeration of particles or substrates. It may cause a phenomenon.
  • organic phosphors used in the present invention can be used organic phosphors known in the art without particular limitation, it is preferable to use an organic phosphor having a strong luminescence properties suitable for security and safety applications.
  • the organic phosphor used in the present invention is specifically tetraphenylnaphthacene (rubirine: Rubrene), tris (1-phenylisoquinoline) iridium (III) (Ir (piq) 3), bis (2-benzo [ b] thiophen-2-yl-pyridine) (acetylacetonate) iridium (III) (Ir (btp) 2 (acac)), tris (dibenzoylmethane) phenanthroline europium (III) (Eu (dbm) 3 (phen)), tris [4,4'-di-tert-butyl- (2,2 ')-bipyridine] ruthenium (III) complex (Ru (dtb-bpy) 3 * 2 (PF6)), DCM1, DCM2, Eu (thenoyltrifluoroacetone) 3 (Eu (TTA) 3, butyl-6- (1,1,7,7-tetramethyl
  • Aromatics containing nitrogen and polymers such as phenylene-based, phenylene vinylene-based, thiophene-based, fluorene-based, and spiro-fluorene-based polymers Compounds and the like, but is not particularly limited thereto.
  • the organic phosphor may include 5 to 60 parts by weight based on 100 parts by weight of the organic binder solution.
  • the organic phosphor is included in less than 5 parts by weight, the amount of the organic polymer resin and the binder resin is relatively high compared to the organic phosphor may cause a problem of low binding efficiency, while the organic phosphor is included in excess of 60 parts by weight Since the amount of the organic polymer resin and the binder resin is relatively small, there may be a problem that the required binding effect cannot be obtained.
  • the organic binder solution may further include a dispersant and an antifoaming agent as necessary.
  • the dispersant may be used without limitation, a dispersant known in the art and preferably contains 1 to 5 parts by weight based on 100 parts by weight of the organic binder solution. When the dispersant is included in less than 1 part by weight, the required dispersing effect may not be obtained. When the dispersant is included in an amount exceeding 5 parts by weight, the concentration of the dispersant may be so high that dispersion efficiency may be reduced.
  • the antifoaming agent may be used without limitation antifoams known in the art, it is preferable that 1 to 5 parts by weight based on 100 parts by weight of the organic binder solution. When the dispersant is included in less than 1 part by weight, the required antifoaming effect may not be obtained. When the dispersant is included in an amount of more than 5 parts by weight, the concentration of the antifoaming agent may be so high that the defoaming efficiency may be reduced.
  • step (a) (S110), (a1) step of injecting the organic phosphor particles into the organic binder solution; And (a2) pulverizing the organic phosphor particles to prepare an organic binder solution containing nano-sized organic phosphor particles.
  • the method of pulverizing the organic phosphor particles may use a known pulverization method and is not particularly limited, but may be used to mill the organic phosphor particles contained in the organic binder solution to an appropriate size using a milling equipment having a milling ball. It is preferable in terms of process efficiency.
  • the organic phosphor particles preferably have a particle size distribution of 10 to 900 nm wider to a smaller size.
  • the organic phosphor particles preferably have a particle size of. If the particle size of the organic phosphor particles is less than 10 nm, there is no improvement in optical properties during UV irradiation, and 900 nm. If exceeded, the adhesion to the flake substrate may be reduced.
  • step (S120) is to prepare a substrate suspension by mixing the flake substrate and the solvent and then stirring and dispersing it.
  • the flake substrate is preferably not particularly limited as long as it is a plate-like substrate, but at least one of synthetic mica, natural mica, glass flake, plate iron oxide, plate alumina, aluminum flake, plate silica, talc and bismuth. Including substrates may be used.
  • the flake substrate may also include a flake substrate coated with one or more metal oxides.
  • the metal oxide may be coated on the flake substrate in a single layer or a plurality of layers of various components such as TiO 2 , SiO 2 , Fe 2 O 3 depending on the required pearl properties.
  • the solvent may be an organic solvent known in the art, specifically, hydrocarbon solvents such as hexane, octane, decane, isodecane, cyclohexane, methylcyclohexane, toluene, xylene, ethylbenzene; Alcohol solvents such as methanol, ethanol, propanol, isopropanol, butanol, isobutanol, hexanol, benzyl alcohol and cyclohexanol; Ethylene glycol, diethylene glycol, propylene glycol, dipropylene glycol, methyl cellosolve, ethyl cellosolve, butyl cellosolve, propylene glycol monomethyl ether, propylene glycol monoethyl ether, propylene glycol monopropyl ether, diglim, Triglyceride, dipropylene glycol dimethyl ether, butyl carbitol, butyl
  • the stirring speed in step (b) (S120) is preferably maintained at 100 ⁇ 500 rpm. If the stirring speed is less than 100 rpm, there is a problem that the dispersion effect is reduced and the organic phosphor particles may be aggregated, and if more than 500 rpm, further dispersion efficiency may be reduced.
  • step (c) (S130) is for mixing the substrate suspension and the organic binder solution to coat the organic phosphor particles on the surface of the flake substrate.
  • the pH of the mixed solution it is preferable to adjust the pH of the mixed solution to a range of 7.0 to 10.0 by using a pH adjusting agent in a mixed solution of the substrate suspension and the organic binder solution.
  • a pH adjusting agent in a mixed solution of the substrate suspension and the organic binder solution.
  • the pH adjusting agent used in the present invention is not particularly limited, but may be an acidic solution including one or more mixtures selected from hydrochloric acid, sulfuric acid, acetic acid, acetic acid, and the like, which exhibit acidity.
  • step (c) After step (c), if necessary, (d) washing and dehydrating the flake substrate; (e) drying the washed flake substrate; And (f) screening a separated flake substrate formed larger than a predetermined size among the dried flake substrates.
  • the drying step according to step (e) is preferably carried out at 60 ⁇ 180 °C. If the drying temperature is less than 60 °C can take a long time to dry productivity, and if it exceeds 180 °C the organic phosphor particles may be damaged to reduce the optical properties after drying.
  • step (f) it is preferable to separate the flake substrate having a particle size of more than 100 ⁇ m. In addition, by passing through the step (f) there is an effect that can remove the aggregated particles formed during the reaction.
  • the screening method of the screening step may be performed using a mesh having a preset size, but is not particularly limited.
  • Figure 2 is a flow chart showing a method for producing a security pigment according to another embodiment of the present invention.
  • the method for producing a security pigment comprises the steps of (a) preparing a mixed organic solvent comprising organic phosphor particles, a mixture of two or more organic solvents (S210); (b) mixing the mixed organic solvent and the flake substrate and then stirring and dispersing it to prepare a substrate suspension (S220); And (c) heating and stirring the substrate suspension to coat the organic phosphor particles on the surface of the flake substrate (S230).
  • the step (a) (S210) is for producing a mixed organic solvent containing organic phosphor particles and a mixture of two or more organic solvents.
  • an organic solvent known in the art may be used, specifically, hexane, octane, decane, isodecane, cyclohexane, methylcyclohexane, toluene, xylene, Hydrocarbon solvents such as ethylbenzene; Alcohol solvents such as methanol, ethanol, propanol, isopropanol, butanol, isobutanol, hexanol, benzyl alcohol and cyclohexanol; Ethylene glycol, diethylene glycol, propylene glycol, dipropylene glycol, methyl cellosolve, ethyl cellosolve, butyl cellosolve, propylene glycol monomethyl ether, propylene glycol monoethyl ether, propylene glycol monopropyl ether, diglim, Triglyceride, dipropylene glycol dimethyl ether, butyl
  • the mixed organic solvent may contain 50 to 80 parts by weight of acetone, 10 to 30 parts by weight of methanol, 2 to 10 parts by weight of toluene, and 2 to 5 parts by weight of MEK based on 100 parts by weight of the total amount of mixed organic solvents. have.
  • the organic solvent may include various additives as necessary.
  • organic phosphor used in the present invention can be used without any particular organic phosphor known in the art, it is preferable to use an organic phosphor having a strong light emission characteristics suitable for security and safety applications.
  • the organic phosphor used in the present invention is specifically tetraphenylnaphthacene (rubirine: Rubrene), tris (1-phenylisoquinoline) iridium (III) (Ir (piq) 3), bis (2-benzo [ b] thiophen-2-yl-pyridine) (acetylacetonate) iridium (III) (Ir (btp) 2 (acac)), tris (dibenzoylmethane) phenanthroline europium (III) (Eu (dbm) 3 (phen)), tris [4,4'-di-tert-butyl- (2,2 ')-bipyridine] ruthenium (III) complex (Ru (dtb-bpy) 3 * 2 (PF6)), DCM1, DCM2, Eu (thenoyltrifluoroacetone) 3 (Eu (TTA) 3, butyl-6- (1,1,7,7-tetramethyl
  • Aromatics containing nitrogen and polymers such as phenylene-based, phenylene vinylene-based, thiophene-based, fluorene-based, and spiro-fluorene-based polymers Compounds and the like, but is not particularly limited thereto.
  • the organic phosphor may preferably contain 0.1 to 5 parts by weight based on 100 parts by weight of the mixed organic solvent. If the organic phosphor is contained in less than 0.1 parts by weight, it may be difficult to express the required optical properties, while on the other hand, when the organic phosphor is included in more than 5 parts by weight solubility of the organic phosphor is reduced to decrease the reactivity Problems may arise.
  • step (a) (S210) the step of pulverizing the organic phosphor particles into nano-sized organic phosphor particles may be performed.
  • the organic phosphor particles may be pulverized using a known pulverization method, and are not particularly limited. However, the organic phosphor particles contained in the mixed organic solvent may be pulverized to an appropriate size using a milling equipment having a milling ball. It is preferable in terms of process efficiency.
  • the organic phosphor particles have a particle size of 10 to 900 nm, and when the particle size of the organic phosphor particles is less than 10 nm, there is no improvement in optical properties during UV irradiation, and when the organic phosphor particles exceed 900 nm, they adhere to the flake substrate. Sex may be reduced.
  • step (b) (S220) relates to the step of preparing a substrate suspension by mixing the mixed organic solvent and the flake substrate and then stirring and dispersing it.
  • the flake substrate is preferably contained in the range of 10 to 50 parts by weight based on 100 parts by weight of the substrate suspension.
  • the flake substrate is included in less than 10 parts by weight of the reaction solution is too small an amount of the flake substrate due to the volatilization time of the mixed organic solvent may reduce the reaction efficiency, when included in excess of 50 parts by weight Agglomeration may occur because the amount of flake substrate is too high relative to the reaction solution.
  • the flake substrate is not particularly limited as long as it is preferably a plate-like substrate, as described above, but synthetic mica, natural mica, glass flake, plate iron oxide, plate alumina, aluminum flake, plate silica, talc and Substrates comprising at least one of bismuth may be used.
  • the flake substrate may also include a flake substrate coated with one or more metal oxides.
  • the metal oxide may be coated on the flake substrate in a single layer or a plurality of layers of various components such as TiO 2 , SiO 2 , Fe 2 O 3 depending on the required pearl properties.
  • step (c) (S230) is for coating the organic phosphor particles on the surface of the flake substrate by heating and stirring the substrate suspension.
  • the mixed organic solvent is volatilized by heating and stirring the substrate suspension, and thus the surface of the flake substrate is coated with organic phosphor particles.
  • the heating step is preferably carried out in a temperature range of 40 ⁇ 70 °C.
  • the heating temperature is less than 40 ° C, the volatilization rate may be slowed to decrease the reaction efficiency.
  • the heating temperature is lower than 70 ° C, the volatilization rate may be too fast so that the dispersion efficiency may be reduced and aggregation may occur. Since the heating step is performed at a relatively low temperature, it is preferable to use an evaporator such as a vacuum distillation unit.
  • the stirring speed in the step (c) is preferably performed at 100 ⁇ 300rpm.
  • the stirring speed is less than 100 rpm aggregation of the substrate may occur, the dispersion efficiency may be reduced if more than 300 rpm.
  • (d) may further comprise a screening step of separating the flake substrate formed larger than a predetermined size of the flake substrate.
  • the screening step it is preferable to separate the flake substrate having a particle size of more than 100 ⁇ m.
  • the screening step is effective to remove the aggregated particles formed during the reaction.
  • the screening method of the screening step may be performed using a mesh having a preset size, but is not particularly limited.
  • FIG. 5 is a photograph showing the optical characteristics of the security pigment coated with an organic phosphor according to the present invention
  • Figure 6 is a graph showing the emission spectrum of the security pigment coated with an organic phosphor according to the present invention.
  • the security pigment coated with the organic phosphor according to the present invention (“coating” reagent on the right of the drawing) may be confirmed to have luminescent properties when irradiated with UV light at 365 nm, and the organic phosphor is coated on the contrary. It can be seen that the unpigmented pigment (“coating” reagent on the right of the drawing) has no luminescent property.
  • the organic pigment coated security pigment according to the present invention has a light emission wavelength of 625 ⁇ 30nm when UV light irradiation of 365 nm, according to the characteristic aesthetic effect and the light emission characteristics when UV irradiation It is possible to provide a security pigment having.
  • the security pigment produced by the manufacturing method according to the present invention described above can be used as the authenticity determination object. As mentioned above, by irradiating the object with ultraviolet rays, it is possible to recognize the phosphor and determine the authenticity of the object.
  • the security pigments produced by the manufacturing method according to the present invention is not only the value documents such as banknotes, checks, credit cards, stocks, passports, identity documents, driver's licenses, tickets, stamps, labels, packaging materials, seals, etc.
  • Security pigments can be used in protected products, such as garments, shoes, household articles, consumer electronics, etc., which are applied directly to the product, and other than the examples listed above, it can be used without limitation for products requiring security.
  • the security product to which the security pigment according to the present invention is applied may have any one form of paint, coating, powder coating, printing ink, coating composition, plastic, adhesive, paper stock, building material and rubber composition.
  • the security pigment preferably has a content range of 0.01 to 30% by weight, based on the total weight of the security product.
  • the security documents to which the security products are applied include banknotes, checks, bank credit cards, check cards, securities, identification cards, certificates, import stamps, stamps, identification cards, train and plane tickets, admission tickets, telephone cards, labels, It may have any form of test stamps and packaging materials, and the form of the security document is not particularly limited.
  • a security pigment was prepared in which an organic phosphor was coated on the surface of a flake substrate.
  • the security pigment according to Example 1 includes a flake substrate coated with organic phosphor particles on its surface.
  • a security pigment was prepared in which an organic phosphor was coated on the surface of a flake substrate.
  • the security pigment according to Example 2 includes a flake substrate coated with organic phosphor particles on its surface.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Luminescent Compositions (AREA)
  • Inks, Pencil-Leads, Or Crayons (AREA)

Abstract

La présente invention concerne un procédé de préparation d'un pigment de sécurité et plus spécifiquement, un procédé de préparation capable de fournir un pigment de sécurité ayant un effet esthétique et des caractéristiques de sécurité en même temps, le procédé comprenant les étapes consistant à : (a) préparer une solution de liant organique contenant des particules fluorescentes organiques ; (b) préparer une suspension de substrat par mélange d'un substrat en flocons et un solvant, puis par agitation et dispersion ; et (c) mélanger la dispersion de substrat et la solution de liant organique pour revêtir les particules fluorescentes organiques sur une surface du substrat en flocons.
PCT/KR2017/005092 2016-05-31 2017-05-17 Procédé de préparation d'un pigment de sécurité et de sûreté nacré recouvert d'une substance fluorescente organique WO2017209415A1 (fr)

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KR10-2016-0067065 2016-05-31

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CN109999710A (zh) * 2019-04-03 2019-07-12 重庆冠邦环保科技有限公司 一种水溶性环保材料加工工艺流程
CN115294857A (zh) * 2022-08-04 2022-11-04 湖南福泰数码材料科技有限公司 一种荧光标签及其制备方法
CN115537039A (zh) * 2022-09-23 2022-12-30 浙江凯色丽科技发展有限公司 一种荧光珠光颜料的制备方法

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KR102146604B1 (ko) * 2018-05-29 2020-08-20 문승호 레드 형광 수성 에멀젼 조성물 및 이의 제조 방법

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CN115294857A (zh) * 2022-08-04 2022-11-04 湖南福泰数码材料科技有限公司 一种荧光标签及其制备方法
CN115537039A (zh) * 2022-09-23 2022-12-30 浙江凯色丽科技发展有限公司 一种荧光珠光颜料的制备方法
CN115537039B (zh) * 2022-09-23 2023-09-08 浙江凯色丽科技发展有限公司 一种荧光珠光颜料的制备方法

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