Classifications

• • B—PERFORMING OPERATIONS; TRANSPORTING
  • B32—LAYERED PRODUCTS
  • B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
  • B32B17/00—Layered products essentially comprising sheet glass, or glass, slag, or like fibres
  • B32B17/06—Layered products essentially comprising sheet glass, or glass, slag, or like fibres comprising glass as the main or only constituent of a layer, next to another layer of a specific material
  • B32B17/10—Layered products essentially comprising sheet glass, or glass, slag, or like fibres comprising glass as the main or only constituent of a layer, next to another layer of a specific material of synthetic resin
  • B32B17/10005—Layered products essentially comprising sheet glass, or glass, slag, or like fibres comprising glass as the main or only constituent of a layer, next to another layer of a specific material of synthetic resin laminated safety glass or glazing
  • B32B17/10165—Functional features of the laminated safety glass or glazing
  • B32B17/10431—Specific parts for the modulation of light incorporated into the laminated safety glass or glazing
  • B32B17/10467—Variable transmission
  • B32B17/10477—Variable transmission thermochromic
• • B—PERFORMING OPERATIONS; TRANSPORTING
  • B32—LAYERED PRODUCTS
  • B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
  • B32B17/00—Layered products essentially comprising sheet glass, or glass, slag, or like fibres
  • B32B17/06—Layered products essentially comprising sheet glass, or glass, slag, or like fibres comprising glass as the main or only constituent of a layer, next to another layer of a specific material
  • B32B17/10—Layered products essentially comprising sheet glass, or glass, slag, or like fibres comprising glass as the main or only constituent of a layer, next to another layer of a specific material of synthetic resin
  • B32B17/10005—Layered products essentially comprising sheet glass, or glass, slag, or like fibres comprising glass as the main or only constituent of a layer, next to another layer of a specific material of synthetic resin laminated safety glass or glazing
  • B32B17/10009—Layered products essentially comprising sheet glass, or glass, slag, or like fibres comprising glass as the main or only constituent of a layer, next to another layer of a specific material of synthetic resin laminated safety glass or glazing characterized by the number, the constitution or treatment of glass sheets
  • B32B17/10036—Layered products essentially comprising sheet glass, or glass, slag, or like fibres comprising glass as the main or only constituent of a layer, next to another layer of a specific material of synthetic resin laminated safety glass or glazing characterized by the number, the constitution or treatment of glass sheets comprising two outer glass sheets
• • B—PERFORMING OPERATIONS; TRANSPORTING
  • B32—LAYERED PRODUCTS
  • B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
  • B32B17/00—Layered products essentially comprising sheet glass, or glass, slag, or like fibres
  • B32B17/06—Layered products essentially comprising sheet glass, or glass, slag, or like fibres comprising glass as the main or only constituent of a layer, next to another layer of a specific material
  • B32B17/10—Layered products essentially comprising sheet glass, or glass, slag, or like fibres comprising glass as the main or only constituent of a layer, next to another layer of a specific material of synthetic resin
  • B32B17/10005—Layered products essentially comprising sheet glass, or glass, slag, or like fibres comprising glass as the main or only constituent of a layer, next to another layer of a specific material of synthetic resin laminated safety glass or glazing
  • B32B17/1055—Layered products essentially comprising sheet glass, or glass, slag, or like fibres comprising glass as the main or only constituent of a layer, next to another layer of a specific material of synthetic resin laminated safety glass or glazing characterized by the resin layer, i.e. interlayer
• • B—PERFORMING OPERATIONS; TRANSPORTING
  • B32—LAYERED PRODUCTS
  • B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
  • B32B17/00—Layered products essentially comprising sheet glass, or glass, slag, or like fibres
  • B32B17/06—Layered products essentially comprising sheet glass, or glass, slag, or like fibres comprising glass as the main or only constituent of a layer, next to another layer of a specific material
  • B32B17/10—Layered products essentially comprising sheet glass, or glass, slag, or like fibres comprising glass as the main or only constituent of a layer, next to another layer of a specific material of synthetic resin
  • B32B17/10005—Layered products essentially comprising sheet glass, or glass, slag, or like fibres comprising glass as the main or only constituent of a layer, next to another layer of a specific material of synthetic resin laminated safety glass or glazing
  • B32B17/1055—Layered products essentially comprising sheet glass, or glass, slag, or like fibres comprising glass as the main or only constituent of a layer, next to another layer of a specific material of synthetic resin laminated safety glass or glazing characterized by the resin layer, i.e. interlayer
  • B32B17/10651—Layered products essentially comprising sheet glass, or glass, slag, or like fibres comprising glass as the main or only constituent of a layer, next to another layer of a specific material of synthetic resin laminated safety glass or glazing characterized by the resin layer, i.e. interlayer comprising colorants, e.g. dyes or pigments
  • B32B17/10669—Luminescent agents
• • B—PERFORMING OPERATIONS; TRANSPORTING
  • B32—LAYERED PRODUCTS
  • B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
  • B32B17/00—Layered products essentially comprising sheet glass, or glass, slag, or like fibres
  • B32B17/06—Layered products essentially comprising sheet glass, or glass, slag, or like fibres comprising glass as the main or only constituent of a layer, next to another layer of a specific material
  • B32B17/10—Layered products essentially comprising sheet glass, or glass, slag, or like fibres comprising glass as the main or only constituent of a layer, next to another layer of a specific material of synthetic resin
  • B32B17/10005—Layered products essentially comprising sheet glass, or glass, slag, or like fibres comprising glass as the main or only constituent of a layer, next to another layer of a specific material of synthetic resin laminated safety glass or glazing
  • B32B17/1055—Layered products essentially comprising sheet glass, or glass, slag, or like fibres comprising glass as the main or only constituent of a layer, next to another layer of a specific material of synthetic resin laminated safety glass or glazing characterized by the resin layer, i.e. interlayer
  • B32B17/10761—Layered products essentially comprising sheet glass, or glass, slag, or like fibres comprising glass as the main or only constituent of a layer, next to another layer of a specific material of synthetic resin laminated safety glass or glazing characterized by the resin layer, i.e. interlayer containing vinyl acetal
• • B—PERFORMING OPERATIONS; TRANSPORTING
  • B32—LAYERED PRODUCTS
  • B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
  • B32B27/00—Layered products comprising a layer of synthetic resin
  • B32B27/30—Layered products comprising a layer of synthetic resin comprising vinyl (co)polymers; comprising acrylic (co)polymers
  • B32B27/308—Layered products comprising a layer of synthetic resin comprising vinyl (co)polymers; comprising acrylic (co)polymers comprising acrylic (co)polymers
• • B—PERFORMING OPERATIONS; TRANSPORTING
  • B32—LAYERED PRODUCTS
  • B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
  • B32B27/00—Layered products comprising a layer of synthetic resin
  • B32B27/36—Layered products comprising a layer of synthetic resin comprising polyesters
  • B32B27/365—Layered products comprising a layer of synthetic resin comprising polyesters comprising polycarbonates
• • 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 materials, e.g. electroluminescent or chemiluminescent
  • C09K11/06—Luminescent materials, e.g. electroluminescent or chemiluminescent containing organic luminescent materials
• • F—MECHANICAL ENGINEERING; LIGHTING; HEATING; WEAPONS; BLASTING
  • F21—LIGHTING
  • F21V—FUNCTIONAL FEATURES OR DETAILS OF LIGHTING DEVICES OR SYSTEMS THEREOF; STRUCTURAL COMBINATIONS OF LIGHTING DEVICES WITH OTHER ARTICLES, NOT OTHERWISE PROVIDED FOR
  • F21V9/00—Elements for modifying spectral properties, polarisation or intensity of the light emitted, e.g. filters
  • F21V9/30—Elements containing photoluminescent material distinct from or spaced from the light source
• • G—PHYSICS
  • G02—OPTICS
  • G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
  • G02B27/00—Optical systems or apparatus not provided for by any of the groups G02B1/00 - G02B26/00, G02B30/00
  • G02B27/01—Head-up displays
  • G02B27/0101—Head-up displays characterised by optical features
• • H—ELECTRICITY
  • H04—ELECTRIC COMMUNICATION TECHNIQUE
  • H04N—PICTORIAL COMMUNICATION, e.g. TELEVISION
  • H04N9/00—Details of colour television systems
  • H04N9/12—Picture reproducers
  • H04N9/31—Projection devices for colour picture display, e.g. using electronic spatial light modulators [ESLM]
  • H04N9/3141—Constructional details thereof
• • B—PERFORMING OPERATIONS; TRANSPORTING
  • B32—LAYERED PRODUCTS
  • B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
  • B32B2307/00—Properties of the layers or laminate
  • B32B2307/40—Properties of the layers or laminate having particular optical properties
  • B32B2307/422—Luminescent, fluorescent, phosphorescent
• • B—PERFORMING OPERATIONS; TRANSPORTING
  • B32—LAYERED PRODUCTS
  • B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
  • B32B2457/00—Electrical equipment
  • B32B2457/20—Displays, e.g. liquid crystal displays, plasma displays
• • B—PERFORMING OPERATIONS; TRANSPORTING
  • B32—LAYERED PRODUCTS
  • B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
  • B32B2605/00—Vehicles
  • B32B2605/006—Transparent parts other than made from inorganic glass, e.g. polycarbonate glazings
• • F—MECHANICAL ENGINEERING; LIGHTING; HEATING; WEAPONS; BLASTING
  • F21—LIGHTING
  • F21W—INDEXING SCHEME ASSOCIATED WITH SUBCLASSES F21K, F21L, F21S and F21V, RELATING TO USES OR APPLICATIONS OF LIGHTING DEVICES OR SYSTEMS
  • F21W2131/00—Use or application of lighting devices or systems not provided for in codes F21W2102/00-F21W2121/00
  • F21W2131/40—Lighting for industrial, commercial, recreational or military use
  • F21W2131/405—Lighting for industrial, commercial, recreational or military use for shop-windows or displays

Definitions

• the present invention relates to the field of visualization systems using transparent supports in inorganic glass or rigid plastic, including automotive windshields or building glazing, in particular showcases.
• the present invention relates to the field of so-called head-up display systems, called HUD or Head Up Display in the art.
• HUD head-up display systems
• Such systems are useful in particular in aircraft cockpits, trains but also today in passenger cars (cars, trucks, etc.). These systems make it possible in particular to inform the driver of the vehicle without the latter keeping his eyes away from the field of vision in front of the vehicle, which greatly increases safety.
• the glazing generally consists of a sandwich structure, most simply comprising two sheets of rigid material such as glass sheets.
• the sheets of rigid material are interconnected by a thermoplastic interlayer sheet comprising or consisting of polyvinyl butyral (PVB).
• the glazing can also be made from transparent rigid plastic sheets, for example polycarbonate or PMMA , or an assembly of a glass sheet and such a rigid plastic sheet.
• the glazing according to the invention may comprise a transparent sheet of glass or rigid plastic material, especially of the aforementioned type, and a flexible plastic sheet bonded to said rigid sheet.
• rigid means that the mechanical characteristics of the substrate, are suitable for use of the support as building glazing, windshield etc ..
• the visualization of information in the car is obtained by projecting an image on a windshield having a laminated structure, that is to say formed of two sheets of glass and a spacer. thermoplastic material.
• the driver then observes a dual image: a first image reflected by the surface of the windshield facing the interior of the passenger compartment and a second image by reflection of the outer surface of the windshield, these two images being slightly offset one with respect to the other. This gap can disrupt the vision of information.
• US Pat. No. 6,979,499 B2 it is proposed in US Pat. No. 6,979,499 B2 to send an incident beam of appropriate wavelength to phosphors directly integrated in the glazing, capable of responding to the excitation by emission of a light radiation in the field of visible light. In this way, a real image rather than a virtual image is formed directly on the windshield. This image is also visible to all passengers of the vehicle.
• US Pat. No. 6,979,499 B2 describes in particular a laminated glazing unit with a polyvinyl butyral (PVB) type interlayer whose two outer faces are parallel and in which an additional layer of phosphors is incorporated. The phosphors are chosen according to the wavelength of the incident excitation radiation.
• PVB polyvinyl butyral
• This wavelength is most often in the UV-visible range, in particular between 350 and 410 nm, more rarely in the NR range.
• the phosphors under this incident radiation re-emit radiation in the visible range.
• Such a construction allows according to this document to restore directly on the windshield or glazing an image of any object.
• phosphor materials are deposited on at least a portion of the surface of one of the sheets constituting the laminated glazing (PVB or glass), in the form of a continuous layer possibly comprising several types of phosphors.
• the desired image is obtained by the selective excitation of a specific area of the phosphor layer.
• the location of the image and its shape are obtained by means of an excitation source controlled and modulated by external means.
• the luminous intensity obtained with such devices is still very inadequate when the external brightness is high, and generally in day vision, since it does not exceed a few tens of candelas.
• a conventional "HUD" type system that is to say operating according to the principles of reflection, that a monochromatic radiation was visible to an observer, for example at the level of the driver's vision of a vehicle, if the luminance was in the order of several hundred cd / m 2 , notably notably greater than 500 cd / m 2 , or even 1000 cd / m 2 , under normal outdoor lighting conditions diurnal windshield.
• excitation sources generating concentrated and directed light, delivered by more specific sources of the diode type.
• thermoplastic sheet component of the glazing a chemical compatibility with the thermoplastic sheet component of the glazing
• the application WO2010 / 139889 already describes the use of a luminophor material of the hydroxy-terephthalate type, having a high luminance, provided by a good quantum yield under incident UV excitation and good durability to aging tests under UV excitation.
• the Stokes shift (difference between the maximum excitation and emission spectra) is usually low for organic compounds, an emission of orange color (that is to say with a maximum of emission above zero). beyond 550 nm) should normally involve a very strong absorption in the visible range (typically up to at least 500 nm). Such absorption of a portion of the light spectrum results in a very marked orange color of the phosphor, very detrimental to use in a glazing used for the visualization of information.
• the object of the present invention is thus to propose glazings incorporating luminophores whose emission maximum is centered on a wavelength of between 550 and 650 nm, giving a yellow-orange-red emission color, but absorbing weakly the visible light, in particular the radiation between 440 and 550 nm, so that the color of the glazing appears relatively neutral, even under strong sunshine.
• the present invention relates to glazings comprising phosphor compounds thus having a luminescence centered on a wavelength much greater than that of the compounds described in the application WO2010 / 139889, the two being able to be associated in particular in a glazing unit to ensure the polychromy of the image viewed on it.
• the present invention relates to a glazing for the visualization of information, in particular to a windshield for automobile or building glazing, comprising an assembly of at least two transparent sheets of inorganic glass or a material rigid plastic, interconnected by a spacer of a thermoplastic or adhesive material or by multilayer leaflets incorporating such an interlayer, at least one phosphor material being integrated in said glazing to allow said display.
• one of said phosphors comprises a benzene ring substituted at least by: two OH hydroxyl groups,
• a carbon group R said group R comprising a heterocycle which is preferably unsaturated, in particular aromatic,
• At least one of said phosphor is integrated in said interlayer or disposed between it and one of the transparent sheets or integrated into a possible transparent sheet of plastic material.
• the phosphor is integrated in the interlayer, especially when it is PVB.
• the electrons of the unsaturated ring resonate with the electrons of the benzene nucleus.
• the phosphor material comprises two hydroxyl groups in the para position relative to each other and two groups R and R 'in the para position relative to each other.
• Said unsaturated heterocycle comprises at least one nitrogen atom.
• R ' is an ester group -COOR ", in which R" is a hydrocarbon chain comprising from 1 to 15 carbon atoms, inclusive.
• - R " is a hydrocarbon chain comprising a main carbon chain comprising more than 5 carbon atoms successively bonded - R" is a linear or branched carbon group comprising a main carbon chain comprising more than 5 consecutive carbon atoms, said group R " comprising, if said chain is linear, more than 10 carbon atoms in total and, if said chain is branched, at least 7 carbon atoms in total.
• the group R comprises an unsaturated heterocycle and a benzene nucleus.
• said group R comprises an oxazole group and preferably comprises or consists of a benzoxazole group: said R group comprises an imidazole group and preferably comprises or consists of a benzimidazole group:
• the interlayer is made of thermoplastic material and said luminophore is dispersed in said thermoplastic material.
• thermoplastic material constituting said interlayer is chosen from the group of PVBs, plasticized PVCs, polyurethane PU or ethylene vinyl acetate EVA.
• Said glazing is an automobile or airplane windshield, comprising an assembly of two transparent sheets made of inorganic glass or of plastics material such as PMMA or polycarbonate interconnected by an interlayer of a thermoplastic or adhesive material. .
• the glazing is a building glazing, including a window, a spandrel or a wall or partition wall.
• the glazing according to the invention is a car windshield.
• a laminated glazing unit is then usually constituted by a set of two rigid sheets of inorganic glass connected by an interlayer made of a thermoplastic material.
• the thermoplastic material constituting said interlayer is chosen from the group of PVBs, plasticized PVCs, polyurethane PU or ethylenes vinyl acetate EVA.
• thermoplastic material is PVB.
• the transparent sheets are interconnected by a multilayer sheet incorporating a succession of PVB / PET / PVB layers, wherein PET is polyethylene terephthalate.
• a laminated glazing unit according to the invention may in particular be obtained by a process in which the phosphor thin layer is deposited on one of the glasses of the glazing unit or on the interlayer such as the thermoplastic sheet of the PVB type by a technique chosen from the techniques of screen printing, spray, roll, coating, inkjet or offset type techniques, flexogravure or gravure, in the form of a solution containing a solvent and optionally a polymeric binder, and then performs the laminating the glazing under autoclave.
• Phosphors may also be introduced during the extrusion manufacturing of the thermoplastic sheet, generally directly in the form of powder.
• the phosphor according to the invention is dispersed in said thermoplastic material.
• the glazing according to the invention is a windshield for aviation as described for example in the publications EP0893340B1 or WO2007 / 003849.
• the glazing according to the invention is a glazing for a building, in particular a window, a spandrel or a wall or partition wall allowing the visualization of information through it.
• the glazing may also consist of a glass sheet on which is glued, by means of an interlayer of an adhesive material for example an acrylic glue, a sheet flexible plastic, for example polyester.
• an adhesive material for example an acrylic glue
• a sheet flexible plastic for example polyester.
• the invention relates to a device for displaying an image on a transparent glazing unit, comprising a glazing unit according to one of the preceding embodiments and a source for generating concentrated excitation radiation of the optionally laser diode type, the radiation of which is included. between 350 and 410 nm, the excitation radiation being directed towards the area or areas of the glazing comprising the phosphor layer.
• the source generating UV-visible radiation typically comprises at least one laser diode emitting a UV-visible excitation radiation whose wavelength is less than 410 nm and preferably is of the order of 405 nm.
• the display device further comprises means for modulating the power of the source generating UV-visible radiation, in particular in order to adapt the luminance to the external lighting conditions of the glazing, for example depending on the conditions of the exposure. sunshine of the glazing.
• the modulation means may define at least one power suitable for daytime use and at least one power less than the previous one and suitable for nighttime use.
• the windshield 1 consists of two sheets 2 and 9 typically made of glass but which could also consist of supports or sheets of rigid and resistant plastic material, for example polycarbonate. Between the two sheets is present a thermoplastic interlayer 3 such as PVB (polyvinyl butyral), plasticized PVC, PU or EVA or a multilayer thermoplastic sheet incorporating for example PET (polyethylene terephthalate), the succession of layers is for example PVB / PET / PVB.
• PVB polyvinyl butyral
• plasticized PVC plasticized PVC
• PU polyethylene terephthalate
• PET polyethylene terephthalate
• Organic phosphor particles according to the invention are inserted at the level of the interlayer thermoplastic sheet 3 before the assembly of the various layers, either directly during the extrusion of the thermoplastic sheet, or thanks to a deposit by one of the techniques mentioned hereinafter. after.
• the deposit is made on at least a portion of the inner face of the inner sheet of the glazing unit or on at least a portion of the inner face of the thermoplastic sheet.
• the phosphor particles before lamination have a size distribution predominantly between 1 and 100 microns.
• the particles making up the commercial powder have a diameter of between 1 and 100 microns.
• a source 4 emitting excitation light radiation is used to send incident concentrated radiation 7 of wavelength close to 400 nm.
• the phosphor 10 present in molecular form in the interlayer thermoplastic sheet 3 after lamination, has a high absorption coefficient of the incident radiation. It therefore emits intense radiation in the visible range.
• the visible radiation emitted by the phosphor is then directly observable by the driver's eye 5, which thus visualizes the object on the windshield without having to leave the road of the eyes.
• an image can be directly materialized on a laminated windshield without the need to adapt the structure thereof, for example the thickness of the interlayer sheet, which allows an economical manufacture of HUD systems.
• the source used to generate the concentrated radiation is for example a UV-visible source of the diode type, possibly laser.
• a DLP projector for modulating the excitation wave according to the mode described in application US 2005/231652, paragraph [0021]. It is also possible according to the invention to use as a UV-visible excitation source a device as described in the application US2004 / 0232826, in particular as described in connection with FIG.
• the phosphor can be inserted in the PVB sheet during the extrusion thereof, or it can be deposited on the glass or PVB sheet for example by screen printing, spray, roller, coating, inkjet or by offset, flexographic or rotogravure techniques.
• the deposition by one of the preceding techniques is carried out after dissolution or dispersion of the phosphor particles in a rapidly evaporating solvent, and which may also contain dissolved form of the constituent material of the thermoplastic sheet, PVB for example , to facilitate the incorporation of the phosphor in the thermoplastic sheet when it is itself PVB.
• a rapidly evaporating solvent and which may also contain dissolved form of the constituent material of the thermoplastic sheet, PVB for example , to facilitate the incorporation of the phosphor in the thermoplastic sheet when it is itself PVB.
• a layer of phosphors Prior to lamination, in a square of approximately 10x10 cm 2 dimension, a layer of phosphors, whose structural formula is given below, is deposited by a conventional spraying technique on the inner glass sheet 2 and on its face turned towards the PVB sheet, before the assembly step (see figure).
• the phosphor is first diluted in a solvent of the ethanol or tetrahydrofuran (THF) type. Dilution is performed close to the maximum solubility of the phosphor in the solvent to minimize the volume of solution.
• THF tetrahydrofuran
• the mixture is then deposited by spraying (spray) according to conventional techniques on the glass sheet, so as to obtain, after drying the solvent, a dry matter weight of the order of 5 g per m 2 of glass.
• the solvent is then allowed to evaporate, then the lamination is carried out with the two glass sheets and the PVB sheet according to the conventional autoclave techniques in the field. This produces a windshield as described in the figure.
• the absolute luminescence intensities were measured by a UV-visible spectrometer and compared with each other by dividing the maximum luminescence intensity by the luminophore molecular concentration, for all the molecules tested.
• a reference intensity 100 is assigned to the reference compound according to Example 1.
• the emissions are in wavelength ranges in which the sensitivity of the human eye varies greatly with the wavelength (with notably greater sensitivity in the green-yellow).
• the relative luminances taking into account the luminous efficiency of the human eye as a function of the emission wavelength, are also calculated on the basis of the preceding data, for all the molecules tested, for the same concentration. molecular.
• the durability of incident solar UV radiation was measured by the WOM Arizona ® test, which consists in exposing the glazing to a radiation emitted by a Xenon arc lamp to simulate solar radiation according to ISO 4892 (Part 2) at a certain temperature. 90 ° C. Such exposure allows accelerated aging of the phosphor by a factor of about 10.
• the measurement of the luminance after 3000 hours of exposure (corresponding therefore substantially to 3 years of use in real conditions), compared to the initial luminance, makes it possible to estimate and compare directly and simply the durability properties of the different phosphors under UV radiation.
• a transmission wavelength power diode equal to 405 nm was directed directly at the portion of the pane comprising the phosphor layer over an area of about 1 mm 2 .
• a luminance meter is directed towards the emitted light spot and the luminance is continuously measured in cd / m 2 .
• the relative luminance of the irradiated part is measured, on the basis of the initial luminance, this value characterizing according to the invention the durability of the phosphor under the incident concentrated radiation. Continuous illumination by a stationary spot of great power can lead rapid degradation of the phosphor and therefore a rapid decrease in luminance.
• a relative luminance of 1 indicates in particular that the phosphor is perfectly stable under the incident UV radiation.
• the comparative compound according to Example 1 is the commercial product diethyl 2,5 dihydroxyterephthalate listed under the CAS number 5870-38-2. It has been described in application WO2010 / 139889.
• the emission color of the sample according to Example 4 appears yellow-orange, with a maximum emission centered on 575 nm, whereas the emission color of the samples according to Examples 2 and 3 is orange, with a maximum of emission centered on 595 nm.
• the maximum luminescence intensity (absolute) of the three compounds appears to be lower than that of the reference compound, although still high, especially with regard to the very strong Stokes shift between the absorption bands and the emission bands of the compounds according to the invention. This lower performance compared to the reference compound is, however, offset by the higher sensitivity of the eye for the yellow and orange colors.
• the relative luminance (i.e., taking into account the sensitivity of the eye) of the three compounds under UV excitation approximates or even exceeds the luminance of the reference compound.
• the luminance of the phosphor according to Example 2 can be further increased with the extension of the carbon chain present on the ester group positioned on the benzene ring.
• the phosphors according to the invention appear perfectly complementary to the reference compound to allow the visualization of color images on a glazing unit according to the invention.
• the present invention has been described in connection with the use of glazing under laser excitation. It is obvious that the present invention is not limited to this mode of excitation and that other radiation sources, in particular light-emitting diodes of power, can be used as a source of the excitation radiation, for example for viewing pictograms pre-printed on said glazing, as described in applications WO2009 / 122094 or FR2929017.
• the invention relates to any glazing unit comprising a luminophore according to the invention, optionally mixed with other luminophores. emitting according to other colors of the visible spectrum, in particular for obtaining a polychrome image.

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• Physics & Mathematics (AREA)
• Engineering & Computer Science (AREA)
• Spectroscopy & Molecular Physics (AREA)
• Optics & Photonics (AREA)
• Multimedia (AREA)
• Signal Processing (AREA)
• General Physics & Mathematics (AREA)
• Chemical & Material Sciences (AREA)
• General Engineering & Computer Science (AREA)
• Materials Engineering (AREA)
• Organic Chemistry (AREA)
• Joining Of Glass To Other Materials (AREA)
• Laminated Bodies (AREA)
• Instrument Panels (AREA)

Priority Applications (9)

Applications Claiming Priority (2)

Publications (1)

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Family Applications (1)

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Citations (5)

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• 2013
  • 2013-10-22 FR FR1360289A patent/FR3012070B1/fr not_active Expired - Fee Related
• 2014
  • 2014-10-15 KR KR1020167013048A patent/KR20160074578A/ko not_active Withdrawn
  • 2014-10-15 US US15/031,144 patent/US10075683B2/en active Active
  • 2014-10-15 MX MX2016005132A patent/MX2016005132A/es unknown
  • 2014-10-15 WO PCT/FR2014/052626 patent/WO2015059386A1/fr not_active Ceased
  • 2014-10-15 JP JP2016525594A patent/JP6600305B2/ja not_active Expired - Fee Related
  • 2014-10-15 EP EP14796820.0A patent/EP3060395B1/fr active Active
  • 2014-10-15 EA EA201690829A patent/EA032422B1/ru not_active IP Right Cessation
  • 2014-10-15 BR BR112016007029A patent/BR112016007029A2/pt not_active Application Discontinuation
  • 2014-10-15 CA CA2925180A patent/CA2925180A1/fr not_active Abandoned
  • 2014-10-15 CN CN201480058167.1A patent/CN105658427B/zh not_active Expired - Fee Related

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