WO2015106951A1 - Organic light emitting diode - Google Patents

Organic light emitting diode Download PDF

Info

Publication number
WO2015106951A1
WO2015106951A1 PCT/EP2014/079489 EP2014079489W WO2015106951A1 WO 2015106951 A1 WO2015106951 A1 WO 2015106951A1 EP 2014079489 W EP2014079489 W EP 2014079489W WO 2015106951 A1 WO2015106951 A1 WO 2015106951A1
Authority
WO
WIPO (PCT)
Prior art keywords
layer
dielectric
electrode
light emitting
organic light
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Ceased
Application number
PCT/EP2014/079489
Other languages
English (en)
French (fr)
Inventor
Senthilnathan MOHANAN
Christoph Rickers
Marc WENDELS
Soeren Hartmann
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Koninklijke Philips NV
Original Assignee
Koninklijke Philips NV
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Koninklijke Philips NV filed Critical Koninklijke Philips NV
Priority to JP2016543064A priority Critical patent/JP2017502468A/ja
Priority to US15/109,895 priority patent/US20160329387A1/en
Priority to EP14824858.6A priority patent/EP3095134A1/en
Priority to CN201480073195.0A priority patent/CN105900240A/zh
Publication of WO2015106951A1 publication Critical patent/WO2015106951A1/en
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

Links

Classifications

    • HELECTRICITY
    • H10SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
    • H10KORGANIC ELECTRIC SOLID-STATE DEVICES
    • H10K59/00Integrated devices, or assemblies of multiple devices, comprising at least one organic light-emitting element covered by group H10K50/00
    • H10K59/10OLED displays
    • H10K59/17Passive-matrix OLED displays
    • H10K59/173Passive-matrix OLED displays comprising banks or shadow masks
    • HELECTRICITY
    • H10SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
    • H10KORGANIC ELECTRIC SOLID-STATE DEVICES
    • H10K50/00Organic light-emitting devices
    • H10K50/10OLEDs or polymer light-emitting diodes [PLED]
    • H10K50/11OLEDs or polymer light-emitting diodes [PLED] characterised by the electroluminescent [EL] layers
    • HELECTRICITY
    • H10SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
    • H10KORGANIC ELECTRIC SOLID-STATE DEVICES
    • H10K50/00Organic light-emitting devices
    • H10K50/80Constructional details
    • H10K50/805Electrodes
    • H10K50/81Anodes
    • HELECTRICITY
    • H10SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
    • H10KORGANIC ELECTRIC SOLID-STATE DEVICES
    • H10K50/00Organic light-emitting devices
    • H10K50/80Constructional details
    • H10K50/805Electrodes
    • H10K50/82Cathodes
    • HELECTRICITY
    • H10SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
    • H10KORGANIC ELECTRIC SOLID-STATE DEVICES
    • H10K59/00Integrated devices, or assemblies of multiple devices, comprising at least one organic light-emitting element covered by group H10K50/00
    • H10K59/10OLED displays
    • H10K59/12Active-matrix OLED [AMOLED] displays
    • H10K59/122Pixel-defining structures or layers, e.g. banks
    • HELECTRICITY
    • H10SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
    • H10KORGANIC ELECTRIC SOLID-STATE DEVICES
    • H10K71/00Manufacture or treatment specially adapted for the organic devices covered by this subclass
    • HELECTRICITY
    • H10SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
    • H10KORGANIC ELECTRIC SOLID-STATE DEVICES
    • H10K2102/00Constructional details relating to the organic devices covered by this subclass
    • HELECTRICITY
    • H10SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
    • H10KORGANIC ELECTRIC SOLID-STATE DEVICES
    • H10K2102/00Constructional details relating to the organic devices covered by this subclass
    • H10K2102/10Transparent electrodes, e.g. using graphene
    • H10K2102/101Transparent electrodes, e.g. using graphene comprising transparent conductive oxides [TCO]
    • H10K2102/103Transparent electrodes, e.g. using graphene comprising transparent conductive oxides [TCO] comprising indium oxides, e.g. ITO
    • HELECTRICITY
    • H10SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
    • H10KORGANIC ELECTRIC SOLID-STATE DEVICES
    • H10K59/00Integrated devices, or assemblies of multiple devices, comprising at least one organic light-emitting element covered by group H10K50/00
    • H10K59/10OLED displays
    • H10K59/12Active-matrix OLED [AMOLED] displays
    • H10K59/1201Manufacture or treatment

Definitions

  • the invention relates to an organic light emitting diode, a fabrication apparatus for fabricating an organic light emitting diode, and a fabrication method for fabricating an organic light emitting diode.
  • US-2013/009162-A1 discloses an organic light-emitting display device including a substrate; a plurality of thin film transistors (TFTs) on the substrate; a plurality of first electrodes respectively on the TFTs; a pixel-defining layer between the first electrodes, the pixel-defining layer including a covered portion and an uncovered portion; a plurality of organic layers respectively on the first electrodes, each organic layer including an emission layer; a second electrode covering at least a part of the organic layers and the pixel-defining layer, a portion of the pixel-defining layer covered by the second electrode defining the covered portion, wherein at least one outgassing hole is in the uncovered portion of the pixel- defining layer, the uncovered portion being an exposed area of the pixel-defining layer.
  • TFTs thin film transistors
  • an organic light emitting diode comprises a substrate layer; a first electrode layer, wherein the first electrode layer is arranged on the substrate layer; a second electrode layer; an active layer for emitting visible light, wherein the active layer is arranged in- between the first and second electrode layers; and a dielectric layer configured to provide an electrical isolation between the first and second electrodes.
  • the dielectric layer is deposited as a pattern on the first electrode layer, covering at least one edge of at least one of the first and second electrodes. Also, at least one side of the dielectric layer is covered by the second electrode layer, preferably, where the first electrode layer is patterned.
  • the dielectric layer comprises a dielectric material chosen from the group consisting of an acrylic resin, an acrylic-based resin, a methyl methacrylate, an unsaturated polyester, a polyurethane acrylate, an epoxy acrylate, a polyimide, and an epoxy imide.
  • a dielectric layer will be configured to produce a reduced amount of or no by-products during a curing process.
  • the proposed classes of dielectric materials will suppress the pixel shrinkage effect and provide a cost-effective application process.
  • the first aspect of the present invention relates to recognizing that the curing step is crucial as it actively may create byproducts depending on the material and that those trigger pixel shrinkage.
  • the present invention involves recognizing that the curing process itself might produce the by-products.
  • Preferred embodiments of the invention identify suitable materials avoiding or suppressing pixel shrinkage by producing no or significantly less volatiles during the curing process.
  • Dielectric materials chosen from the group consisting of an acrylic resin, an acrylic-based resin, a methyl methacrylate, an unsaturated polyester, a polyurethane acrylate, and an epoxy acrylate are dielectric materials which are polymerized/cured by addition polymerization that does not produce any by-products.
  • Acrylic based resins (such as, e.g., methyl methacrylate) undergo chain growth polymerization that does not produce byproducts and also possesses excellent dielectric and hydrophobic characteristics.
  • Acrylic resin can be cured by thermal processes and by ultraviolet radiation (UV curing) by adding suitable photo -initiators. Investigation of acrylic resin as a dielectric material has shown that the pixel shrinkage can be suppressed significantly compared to the standard photo resist based dielectric materials.
  • the substrates which are handled in ambient air after deposition and curing of acrylic resin based dielectric layer do not show any pixel shrinkage.
  • pixel shrinkage that causes reduction of lighting area in OLED devices is due to the volatiles released from the dielectric material over time.
  • a solution to suppress or reduce pixel shrinkage would be to select the material that releases significantly lower or no volatiles under operating conditions.
  • Acrylic polymers are polymerized by addition polymerization, and therefore do not produce any byproducts upon the curing process (i.e., upon the transformation from liquid to solid form).
  • the byproduct could be a potential volatile material that could be trapped in that material and released over time.
  • very low moisture absorption hydrophobic behavior
  • the dielectric material comprises a polyimide
  • the polymide may be dispersed in gamma butyro lactone.
  • the dielectric material comprises a polymerised material dispersed in a solvent (such as, e.g., polyimide in gamma butyro lactone). Since the functional dielectric material has already been polymerized, it does not produce any volatile by-product during post thermal baking (to evaporate the solvent). In the case of polyimides, due to high thermal and chemical inertness, the chemical decomposition rate is reduced, as the latter could release volatiles during operating conditions.
  • polymides exhibit very low moisture absorption and can also be processed as a prepolymerized substance in a solvent (such as, e.g., gamma butyro lactone), where the film is formed by just evaporating the solvent. Thereby no or significantly less byproducts are formed upon curing, as here it is basically a drying rather than a curing process.
  • a solvent such as, e.g., gamma butyro lactone
  • UV irradiation such as, e.g., sunlight
  • UV stability can be improved by choosing materials with higher bond dissociation energy or materials with UV stabilizers, which can also be photoinitiators (i.e., initiating polymerization) that absorb UV irradiation and thereby avoid chain scission of polymers.
  • the dielectric material is solvent-free.
  • the dielectric material is hydrophobic.
  • the dielectric material is at least partially transparent to visible light.
  • Acrylic and polyimide based dielectric layers exhibit excellent transparency due to low absorption of light in the visible range and they can also be processed by cost-effective direct printing techniques with high material yield. Both the materials can be cured in a single processing step which would increase the product yield.
  • Thermal baking post treatment is not required for solvent free acrylic resin due to the absence of solvent or any by-products upon polymerization or curing by UV irradiation or by a thermal process.
  • the dielectric layer provides an electrical isolation between the electrodes and covers the edges of the electrodes which otherwise may lead to the failure of the OLED device. Failure of the OLED device is caused by the high electric field at the edges, but it is also a manufacturing issue, as shadow masks for the electrode deposition may locally scratch the organic layers, which would then indeed realize a direct contact between the electrodes.
  • the dielectric layer also allows certain degree of tolerance towards the misalignment of the mask during organic and cathode layer deposition.
  • the dielectric layer is deposited by a direct printing technique.
  • a direct printing technique acrylic and polyimide based dielectric layers can be processed in a cost- effective manner with high material yield.
  • the first electrode layer is an anode layer
  • the second electrode layer is a cathode layer
  • the anode layer comprises an Indium-Tin-Oxide layer
  • the cathode layer comprises an Aluminium layer.
  • the first electrode layer is a patterend transparent electrode layer.
  • the second electrode layer comprises a transparent electrode layer and/or a light-reflecting layer configured to pass visible light emitted from the active layer through the substrate layer.
  • the second electrode layer may also be, e.g., semi-transparent, e.g. thin, Al/Ag.
  • the first and second electrode layers both comprises a transparent electrode layer.
  • the electrode layers may be, e.g., semi-transparent, e.g. thin, Al/Ag.
  • the dielectric material comprises a material with higher bond dissociation energy.
  • the dielectric material comprises a material with UV sensitive photo initiators.
  • the dielectric material comprises UV curable acrylic inks.
  • a fabrication apparatus for fabricating an organic light emitting diode.
  • the fabrication apparatus comprises: a substrate providing unit for providing a substrate layer; an electrode arranging unit for arranging a first electrode layer on the substrate layer; an electrode providing unit for providing a second electrode layer; an active layer arranging unit for arranging an active layer in-between the first and second electrode layers; and a dielectric layer providing unit for providing a dielectric layer to provide an electrical isolation between the first and second electrodes.
  • the dielectric layer comprises a dielectric material configured to produce a reduced amount of or no by-products during a curing process.
  • a fabrication method for fabricating an organic light emitting diode comprising the steps of providing a substrate layer; arranging a first electrode layer on the substrate layer; providing an active layer; providing a dielectric layer; and providing a second electrode layer.
  • the active layer is arranged in-between the first and second electrode layers.
  • the dielectric layer provides an electrical isolation between the first and second electrodes.
  • the dielectric layer comprises a dielectric material configured to produce a reduced amount of or no byproducts during a curing process.
  • organic light emitting diode of claim 1 the fabrication apparatus of claim 14 and the fabrication method of claim 15 have similar and/or identical preferred embodiments as defined in the dependent claims.
  • Fig. 1 A shows schematically and exemplarily an embodiment of an light-emitting diode (OLED),
  • Figs. IB and 1C show schematically and exemplarily two further embodiments of an organic light-emitting diode (OLED)
  • Figs. ID and IE show schematically and exemplarily two embodiments of an organic light-emitting diode (OLED) having four electrode contacts
  • Fig. 2 shows schematically and exemplarily experimental data on pixel shrinkage as a function of time for different materials
  • Fig. 3 shows schematically and exemplarily experimental data on pixel shrinkage as a function of time for further different materials
  • Fig. 4 shows schematically and exemplarily an embodiment of a fabrication apparatus for fabricating an organic light emitting diode
  • Fig. 5 shows schematically and exemplarily an embodiment of a fabrication method for fabricating an organic light emitting diode
  • Figs. 6A and 6B compare schematically and exemplarily structural differences of the device upon depositing a dielectric layer by photolithography or by inkjet printing, and
  • Fig. 7 shows schematically and exemplarily experimental data on pixel shrinkage as a function of time upon UV exposure.
  • OLED substrates comprise a dielectric layer to provide an electrical isolation between the electrodes and to cover the edges of the electrodes which otherwise may lead to failure of the OLED device due to the high electric field at the edges of the electrodes and/or damaged organic layers resulting from edges of the shadow masks for the electrode layer.
  • the dielectric layer also allows a certain degree of tolerance towards the misalignment of the mask during organic and cathode layer deposition.
  • FIG. 1 A shows schematically and exemplarily an embodiment of an organic light-emitting diode (OLED) 100.
  • OLED 100 comprises a substrate 110, a first electrode 120, a second electrode 130, and an active layer 140 located in-between the first and second electrodes.
  • a dielectric layer 150 is locally placed to cover the edges of the organic/electrode layers 120, 130.
  • dielectric layer 150 may also cover the edges in the first electrode (e.g., anode) layer resulting from patterning.
  • active layer 140 stops at dielectric layer 150. However, in practice this is not necessarily the case as active layer 140 may completely overlap dielectric layer 150.
  • active layer 140 might even get in touch with electrode section 120b as long as second electrode layer 130 extends even further than active layer 140 and directly touches electrode section 120b to make contact.
  • dielectric layer 150 covers the patterned area of first electrode 120 and is placed underneath the edges of second electrode 130 and active layer 140 while second electrode 130 has larger lateral extensions on the right side than active layer 140 while it is the other way around on the other side.
  • An overlap of active layer 140 and dielectric layer 150 as shown is not necessarily required.
  • Figure IB this is the most simple device design as it only comprises one contact area to the cathode layer ( Figure IB).
  • Other devices may comprise more complex patterns where first and second electrodes are locally contacted from different sides (see Figures ID and IE, where 131 denotes the second electrode (e.g., cathode) contact area (which may correspond, e.g., to electrode section 120b in Figure IB).
  • Figure IE shows the same device 100 with interconnected second electrode (e.g., cathode) contact positions on the first electrode (e.g., anode) layer. This is mostly done to improve homogeneity of the device by better current injection/distribution which, however, requires additional metallization (not shown in Figure IE).
  • Photolithography is a commonly used technique to pattern the functional layers of the OLED substrates. This technique involves coating of an entire substrate with an organic photo resist material which is soft-baked to remove the solvent without degrading the photosensitivity of the resist and exposing to resist to UV light under the photo mask. The exposed (for positive resist) or the unexposed (for negative resist) region will then be dissolved in a developer solution and the patterned resist layer is hard-baked to improve the adhesion of the photo resist on to the functional layer of the substrate. Patterning of photo resist is followed by wet or dry etching of the underlying functional layer and finished by stripping off the patterned photo resist.
  • the dielectric layer in an OLED substrate is made of an organic photo resist owing to its dielectric property using photolithography process, as described above.
  • the dielectric layer may also be made of an inorganic material (such as, e.g., metal oxides or nitrides) deposited, e.g., by vacuum deposition techniques, with subsequent patterning techniques or shadow mask deposition. Both of these steps are expensive (because they involve a multi-step patterning process) and prone to yield losses (due to particle generation).
  • the problem of pixel shrinkage would be of higher importance in the case of large area devices compared to the small devices where the dielectric layer is placed only along the edges of the lighting area.
  • the distribution of electric current is critical for the large area devices and therefore, metallic grids or stripes (located within the lighting area) are used in order to improve the current distribution.
  • the dielectric layer has to be deposited to cover the metallic grid or stripes in the active lighting area where both the edges of the dielectric layer play a role in defining the active lighting subunits.
  • the distance between metal strips and mesh widths of a grid are in the order of magnitude of shrink rates of only a few thousand hours.
  • the dielectric layer may also be used to provide a pattern in the active lighting area.
  • the dielectric layer is deposited on the conducting electrode, it is possible to light a small area enclosed by the dielectric layer. In this way, an OLED device with signs, designs and symbols can be realized with ease.
  • pixel shrinkage is detrimental for such applications, particularly for patterns with fine structures and small enclosed areas.
  • the dielectric layer is preferred to be highly transparent so that it is invisible in the OFF state. Yet, most of the photo resists are commercially produced with pigments resulting in limited availability of resist materials to choose from.
  • Novolac i.e., a phenol- formaldehyde resin with a formaldehyde to phenol molar ratio of less than one
  • the latter undergoes a poly condensation reaction during a thermal baking process to form long chain polymers. This process results in the formation of volatile by-products with an increasing degree of polymerization. Therefore, an additional post baking step is necessary to drive out the volatile by-products.
  • an additional post baking step is necessary to drive out the volatile by-products.
  • due to the presence of hydrophilic groups in phenol- formaldehyde resins ambient moisture is absorbed during handling and storage. The absorption of moisture is unavoidable during a wet chemical cleaning process after thermal treatment of the substrate.
  • Photolithography processes involve multiple processing steps (such as, e.g., depositing the photo resist, soft-baking, exposing, developing and hard-baking) to prepare a dielectric layer which would affect the process yield.
  • a large amount of resist material is wasted while developing the resist in a wet chemical process which increases the cost.
  • a solution to overcome the pixel shrinkage problem is to utilize, a dielectric material 150 that does not produce any by-products (condensate) during curing or baking process and/or a dielectric material 150 that produces significantly reduced by-products during curing or baking process; wherein dielectric material 150 is preferably solvent-free and displaying hydrophobic behavior to avoid moisture intake.
  • dielectric material 150 is preferably transparent for patterned and transparent OLED devices 100 and is preferably suitable for cost-effective fabrication process (equipment with smaller foot print, reduced number of processing steps).
  • Traditional resist materials used in photo-lithography are colored. As those have traditionally been used to realize dielectric layer 150, this layer is colored as well. However, there might be materials that do shrink without being colored and which may also be patterned by photo-lithography. Transparency is not necessarily related to pixel shrinkage reduction. Due to pigmentation, a colored photoresist is preferred for better optical inspection during the patterning process.
  • Formation of by-products during curing/ baking process can be avoided by using the following types of materials 150:
  • Material class 1 Dielectric materials 150 which are polymerized and/or cured by addition polymerization that does not produce any by-products (such as, e.g., acrylic resin, unsaturated polyester, polyurethane acrylates, epoxy acrylates); and/or
  • Dielectric materials 150 comprising a polymerized material dispersed in a solvent (e.g., polyimide in gamma butyrolactone). Since the functional dielectric material 150 has already been polymerized, it produces no or significantly less volatile by-products during post thermal baking (to evaporate the solvent).
  • Acrylic based resins (such as, e.g., methyl methacrylate) that belong to "Material class 1" undergo chain growth polymerization that does not produce by-products and also possesses excellent dielectric and hydrophobic characteristics. Acrylic resin can be cured by thermal processes and by ultraviolet radiation (UV curing) by adding suitable photo -initiators.
  • pixel shrinkage can be suppressed significantly compared to the standard photo resist based dielectric materials. That is, pixel shrinkage can be promoted by heating and driving a device as it is a diffusion process. Measuring the extent of pixel shrinkage is straight forward: A device is driven, preferably in a heated environment and from time to time (such as, e.g., every several tenth to hundredth hours), the device is removed from the climate chamber and the distance from the edge of dielectric layer 150 (see Figure IB, t 0 , ti and t 2 denote measuring times with to > 0, ti > to and t 2 > ti; for a typical analysis, more than three to four measurements are acquired covering a reasonable time span) and the location where the device starts to light up is measured with an optical microscope.
  • the shrink rate is dependent of the ambient temperature, driving current, device dimensions, resist layer thickness and lateral dimensions (material volume), organic layer stack, etc. Accordingly, qualitative comparisons between different resists are possible, if the same testing conditions are chosen.
  • an acceleration factor for the test inside the climate chamber can be identified for the test device and conditions.
  • the substrates which are handled in ambient air after deposition and curing of acrylic resin based dielectric layer 150 show reduced pixel shrinkage in comparison with the usage of a standard photo resist. An absolute acceptable value would depend on the configuration of the final product.
  • pixel shrinkage that causes reduction of lighting area in OLED devices 100 is due to the volatiles released from the dielectric material 150 over time.
  • a solution to suppress or reduce pixel shrinkage would be to select the material that releases significantly lower or no volatiles under operating conditions.
  • Acrylic polymers are polymerized by addition polymerization, and therefore do not produce any byproducts upon the curing process (i.e., upon the transformation from liquid to solid form).
  • the byproduct could be a potential volatile material that could be trapped in that material and released over time.
  • very low moisture absorption hydrophobic behavior results in significantly lower water content in the cured material. Therefore pixel shrinkage due to the moisture that is released during OLED operation is reduced.
  • polyimides due to high thermal and chemical inertness, the chemical decomposition rate is reduced, as the latter could release volatiles during operating conditions.
  • polymides exhibit very low moisture absorption and can be processed as a prepolymerized substance in a solvent (such as, e.g., gamma butyro lactone), where the film is formed by just evaporating the solvent. Thereby, no or significantly reduced byproducts are formed upon curing.
  • a solvent such as, e.g., gamma butyro lactone
  • Polyacrylates and polyimides address the reduction of pixel shrinkage in OLED devices 100 due to the above mentioned properties.
  • Examples like polyurethane, epoxy acrylates, unsaturated polyester, epoxy imide blend also possess one or more of the above mentioned properties similar to that of polyacrylates and polyimides and thereby could be a potential dielectric material with reduced pixel shrinkage in OLED devices 100.
  • polyimide and acrylates can be processed by a range of industrial printing technology (inkjet printing, screen printing, pad printing, gravure printing, etc) compared to the other materials and therefore increases their significance.
  • Figure 2 shows pixel shrinkage 210 (in ⁇ ) in acrylic resin based dielectric layer 150 as a function of time 220 (in hours) during an accelerated test for the samples subjected to different post cleaning treatment (no cleaning 231, cleaning A 232, and cleaning B 233).
  • the cleaning procedure is described in more detail herein below. No cleaning refers to simply not using any cleaning, Cleaning treatments A and B refer to applying the cleaning as described once without and once with the final UV ozone cleaning step to remove organic contaminations, or not.
  • the reason why pixel shrinkage is smaller without cleaning is that the different materials have a different tendency to absorb moisture during the cleaning processes as all cleaning processes are wet cleaning processes. Some of them also use UV irradiation to support wetting of the substrates during cleaning or to remove organic contaminants.
  • Pixel shrinkage in conventionally used photo resist materials that are subjected to similar post cleaning treatments are shown as a references 341 (cleaning A) and 342 (cleaning B).
  • pixel shrinkage 210 in acrylic resin based dielectric layers 150 is limited to 25 ⁇ even after 1000 hours, whereas, in conventional photo resist materials (references 241 and 242), pixel shrinkage 210 has reached a value of above 200 ⁇ already after 300 hours. Pixel shrinkage is measured as described above. The denoted distances are those measured in the described procedure.
  • One example would be a symmetric device design if also the temperature is homogeneously distributed over the device, which in turn might depend on the use conditions. For instance, homogeneity of larger devices is often affected by convection cooling, which may be different for different locations of the device and as pixel shrinkage is a diffusion process and temperature drives diffusion, in this case homogeneous shrink rates cannot be expected.
  • Polyimide is known for its excellent insulation property, chemical resistance and high thermal stability. Investigation of polyimide in gamma Butyrolactone (GBL) solvent (JSR Optmer AL1051) that belongs to the dielectric "Material class 2" has shown no pixel shrinkage compared to standard photo resist. OLED devices prepared from the substrates subjected to different cleaning treatment did not show any pixel shrinkage. Polyimide is - by its properties as such (good insulation, chemical resistance, thermal stability) - a good candidate for an insulation layer. However, polyimide is not straightforward to process and cannot be processed by a direct printing process, as it requires specific ink formulations. Further, the polymerization of polyimide also produces by-products.
  • polyimide requires several thermal treatments for polymerization followed by baking cycles. This significantly increases the production cost. By using pre-polymerized material, the formation of volatile by-product can be suppressed or reduced. In photo-lithography, polyimide can, in principle, be used but it is very expensive due to several required baking steps as well as the low material yield.
  • Figure 3 shows pixel shrinkage 310 (in ⁇ ) in a polyimide dielectric layer
  • Pixel shrinkage 310 in the currently used photo resist material that are subjected to similar post cleaning treatments are shown as references 341 (cleaning A) and 342 (cleaning B).
  • Pixel shrinkage results for conventional photo resist material in Figure 3 differ from the corresponding results for conventional photo resist material in Figure 2, because, as described above in the explanation of the measurement procedure, the results have to be acquired using the same devices, stacks, use conditions and so on.
  • Figures 2 and 3 show two batches of tests, while the data shown within one diagram result from one test batch.
  • the data is generated from samples treated exactly the same at the same time (as they went into the oven next to each other). Additional small variations may result from thickness variations of the resist material depending on the position on the original substrate. In locations with thicker resist there is more volume to comprise volatile components. Devices are prepared on substrates comprising many, sometimes more than fifty devices per substrate. On each substrate slight variations of resist thickness can be measured due to manufacturing / slit coating tolerances (from the photolithography process). The devices used for the tests are sampled from many bigger substrates, hence small variations might result from the different original locations of the devices on the substrate.
  • the main message of the graphs should hence be the difference between traditional and new proposed resist materials which is orders of magnitudes bigger than even the spread one gets if the proposed resists are aggressively treated during cleaning with best chances for moisture uptake.
  • Acrylic and polyimide based dielectric layers exhibit excellent transparency due to low absorption of light in the visible range and they can also be processed by cost- effective direct printing techniques with high material yield. Both materials can be cured in a single processing step which increases the product yield. Thermal baking post treatment is not required for acrylic resin due to the absence of solvent or any by-products upon polymerization or curing by UV irradiation.
  • the acrylic resin based dielectric layer 150 showing no pixel shrinkage can be built using a substrate 110 with a patterned transparent anode 120.
  • the substrate 110 can be cleaned with UV ozone to remove organic contaminants and to improve wetting of DI water which is used to remove particle contaminants with the assistance of brush rollers.
  • the substrate 110 then can be rinsed with DI water and dried using an air knife edge.
  • Acrylic resin 150 can be deposited along the edges of the electrodes 120, 130 or as a pattern on the anode 120, e.g., by applying an inkjet printing technique.
  • the structural difference resulting from depositing the acrylic resin by applying an inkjet printing technique as compared to depositing acrylic resin by applying e.g. photolithography is illustrated by Figures 6A
  • the inkjet printed dielectric layer e.g., resist
  • the inkjet printed dielectric layer might comprise less regular shapes than e.g. photolithography can yield, because individual drops are placed next to each other with some overlap rather than a layer covering the full area with subsequent local removal by selective etching. The individual drops then flow together (depending on material and substrate wetting properties which may comprise local variations).
  • the deposited resin 150 is then irradiated preferably with a UV dosage of about 1000 mJ/cm 2 at 365 nm to complete the curing process. Further processing of the substrate 110 with dielectric layer 150 is the same as for conventional substrates to build functional OLEDs 100.
  • Deposition of acrylic resin 150 can be realized by a broad range of direct printing techniques (such as, e.g., inkjet, screen printing, pad printing, flexographic printing) and the required thickness can be realized by optimizing the printing process parameters.
  • Chemical curing can be activated by UV irradiation which offers an excellent flexibility in scaling up curing process to an industrial high throughput environment due to their very high curing rate (small foot-print and low operational costs).
  • solvent-free acrylic resin does not produce any organic vapor content. This simplifies the implementation of curing processes in a clean room environment with limited efforts.
  • Polyimide based dielectric layers 150 can be built on a cleaned substrate 110 (as mentioned herein above) by depositing polyimide :GBL ink along the edges of the electrodes 120, 130, e.g., by an inkjet printing process.
  • substrate 110 can be baked in a convection oven (not shown) at 190°C for 5-15 min to evaporate the solvent and is further processed to build functional OLED devices 100.
  • Polyimide:GBL ink does not require any post baking process in addition to thermal treatment in convection oven, as it is free of any volatile by-products and moisture.
  • UV stability may be achieved as follows: UV irradiation (such as, e.g., sunlight) causes the disintegration of dielectric material 150 resulting in volatile byproducts and causing additional pixel shrinkage. UV stability can be improved by choosing materials with higher bond dissociation energy or materials with UV sensitive photo initiators (such as, e.g., UV curable acrylic inks). Even though the impact of UV irradiation (pixel shrinkage) on OLED devices is the same as described above, the requirements for the material selection are different. To improve UV stability of the dielectric material from UV irradiance (which refers to wavelengths of 300 nm to 400 nm), materials with bond dissociation energy greater than 400 kJ/mol are preferable.
  • the bond dissociation energy amounts to 749 kJ/mol (7,8 eV).
  • the bond dissociation energy amounts to 1076 kJ/mol (11,1 eV).
  • the bond dissociation energy amounts to 532 kJ/mol (5,5 eV).
  • the bond dissociation energy amounts to 406 kJ/mol (4,2 eV).
  • Figure 7 shows schematically and exemplarily experimental data on pixel shrinkage as a function of time upon UV exposure. More specifically, Figure 7 shows pixel shrinkage 710 (in ⁇ ) in Novo lac (data labeled 761) and in acrylic based ink (data labeled 762) as a function of time 720 (in hours) exposed to UV irradiation with spectral distribution according to the CIE publication 85, table 4 . As can be seen from Figure 7, OLED devices with acrylic based dielectric ink show reduced pixel shrinkage compared to standard resist used in photo-lithographic processes.
  • FIG. 4 shows schematically and exemplarily an embodiment of a fabrication apparatus 400 for fabricating an organic light emitting diode 100.
  • the fabrication apparatus 400 comprises: a substrate providing unit 410 for providing a substrate layer 110; an electrode arranging unit 420 for arranging a first electrode layer 120 on the substrate layer 110; an electrode providing unit 430 for providing a second electrode layer 130; an active layer arranging unit 440 for arranging an active layer 140 in-between the first and second electrode layers 120, 130; and a dielectric layer providing unit 450 for providing a dielectric layer 150 to provide an electrical isolation between the first and second electrodes 120, 130.
  • the dielectric layer 150 comprises a dielectric material configured to not produce any byproducts during a curing process.
  • a typical manufacturing sequence involves depositing the layers in the following order: substrate 110, first electrode (e.g., anode) 120 and pattern, dielectric layer 150 and pattern, active layer(s) 140, second electrode (e.g., cathode) 130, and encapsulation (not shown).
  • first electrode e.g., anode
  • dielectric layer 150 e.g., dielectric
  • active layer(s) 140 e.g., anode
  • second electrode e.g., cathode
  • FIG. 5 shows schematically and exemplarily an embodiment of a fabrication method 500 for fabricating an organic light emitting diode 100.
  • the fabrication method 500 comprises the steps of providing 510 a substrate layer 110; arranging 520 a first electrode layer 120 on the substrate layer 1 10; providing 530 a dielectric layer 150, where the dielectric layer 150 comprises a dielectric material configured to produce a reduced amount of or no by-products during a curing process; providing 540 an active layer 140; and providing 550 a second electrode layer 130.
  • An example application of the invention is in transparent electrical insulation layers to realize signs, symbols or customized patterns in OLEDs.
  • the invention can of course also be used with simple OLEDs without signs, symbols and the like.
  • the invention can be used in transparent electrical insulation of fine grids or laterally patterned large area OLEDs.
  • the invention can further be used as a moisture barrier for OLEDs.
  • fabrication apparatus 400 can be controlled by fabrication method 500 in accordance with the invention, in particular, with the embodiment of fabrication method 500 described above with reference to Figure 5.
  • fabrication apparatus 400 has been described as comprising substrate providing unit 410, electrode arranging unit 420, electrode providing unit 430, active layer arranging unit 440, and a dielectric layer providing unit 450, these embodiments are preferred embodiments only and in another embodiment the fabrication apparatus 400 can comprise these units in a distributed fashion, such as, e.g., in different locations.
  • the invention is not limited to a certain configuration of organic light emitting device 100.
  • the dielectric layer is not located between first electrode layer 120 and active layer 140, but between active layer 140 and second electrode layer 130.
  • active layer 140 is provided before providing second electrode layer 130.
  • dielectric layer 150 is provided before providing active layer 140.
  • providing 550 a dielectric layer 150 is performed before arranging 540 an active layer 140 in-between the first and second electrode layers 120, 130.
  • providing 530 a second electrode layer 130 and arranging 540 an active layer 140 in-between the first and second electrode layers 120, 130 comprises providing an active layer 140 on the first electrode layer 120 or on the dielectric layer 150 before providing a second electrode layer 130 on the active layer.
  • a single unit or device may fulfill the functions of several items recited in the claims.
  • the mere fact that certain measures are recited in mutually different dependent claims does not indicate that a combination of these measures cannot be used to advantage.
  • control of the fabrication apparatus in accordance with the above described fabrication method can be implemented as program code means of a computer program and/or as dedicated hardware.
  • a computer program may be stored/distributed on a suitable medium, such as an optical storage medium or a solid-state medium, supplied together with or as part of other hardware, but may also be distributed in other forms, such as via the Internet or other wired or wireless telecommunication systems.
  • a suitable medium such as an optical storage medium or a solid-state medium, supplied together with or as part of other hardware, but may also be distributed in other forms, such as via the Internet or other wired or wireless telecommunication systems.
  • the present invention relates to organic light emitting diodes (OLEDs) wherein organic photoresist layers are used as dielectric layers for electrical isolation.
  • OLEDs organic light emitting diodes
  • pixel shrinkage a problem called "pixel shrinkage" may occur.
  • an acrylic resin such as methyl methacrylate or a solution of polyimide in gamma-butyro lactone to form the dielectric layer.
  • an organic light emitting diode comprising: a substrate layer; a first electrode layer; a second electrode layer; an active layer in-between the first and second electrode layers; and a dielectric layer configured to provide an electrical isolation between the first and second electrodes.
  • the dielectric layer comprises a dielectric material configured to produce a reduced amount of or no by-products during a curing process.

Landscapes

  • Engineering & Computer Science (AREA)
  • Physics & Mathematics (AREA)
  • Optics & Photonics (AREA)
  • Microelectronics & Electronic Packaging (AREA)
  • Manufacturing & Machinery (AREA)
  • Electroluminescent Light Sources (AREA)
PCT/EP2014/079489 2014-01-14 2014-12-31 Organic light emitting diode Ceased WO2015106951A1 (en)

Priority Applications (4)

Application Number Priority Date Filing Date Title
JP2016543064A JP2017502468A (ja) 2014-01-14 2014-12-31 有機発光ダイオード
US15/109,895 US20160329387A1 (en) 2014-01-14 2014-12-31 Organic light emitting diode
EP14824858.6A EP3095134A1 (en) 2014-01-14 2014-12-31 Organic light emitting diode
CN201480073195.0A CN105900240A (zh) 2014-01-14 2014-12-31 有机发光二极管

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
EP14151156 2014-01-14
EP14151156.8 2014-01-14

Publications (1)

Publication Number Publication Date
WO2015106951A1 true WO2015106951A1 (en) 2015-07-23

Family

ID=49918626

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/EP2014/079489 Ceased WO2015106951A1 (en) 2014-01-14 2014-12-31 Organic light emitting diode

Country Status (5)

Country Link
US (1) US20160329387A1 (enExample)
EP (1) EP3095134A1 (enExample)
JP (1) JP2017502468A (enExample)
CN (1) CN105900240A (enExample)
WO (1) WO2015106951A1 (enExample)

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN108649000B (zh) * 2018-05-08 2021-01-26 京东方科技集团股份有限公司 测试基板及其制备方法、检测方法、显示基板、显示装置
KR102802109B1 (ko) * 2018-12-13 2025-04-28 엘지디스플레이 주식회사 부분 투명 표시장치
US10996781B2 (en) * 2019-08-13 2021-05-04 Wuhan China Star Optoelectronics Semiconductor Display Technology Co., Ltd. Display panel and display device
DE112022007554T5 (de) * 2022-07-19 2025-06-18 Boe Technology Group Co., Ltd. Anzeigefeld und Anzeigevorrichtung

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1150165A1 (en) * 2000-04-25 2001-10-31 JSR Corporation Radiation sensitive resin composition for forming barrier ribs for an el display element, barrier ribs and el display element
US20060022587A1 (en) * 2004-06-04 2006-02-02 Chang-Yong Jeong Electroluminescent display device and method of fabricating the same
US20060060865A1 (en) * 2004-08-25 2006-03-23 Yu-Sung Cho Organic light emitting display device and method of fabricating the same
EP1788648A2 (en) * 2005-11-22 2007-05-23 Seiko Epson Corporation Light-emitting device and electronic apparatus

Family Cites Families (15)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4435441A (en) * 1982-12-30 1984-03-06 The United States Of America As Represented By The Secretary Of The Army Method of frequency trimming surface acoustic wave devices
MXPA04010603A (es) * 2002-04-30 2004-12-13 Oncolytics Biotech Inc Metodos mejorados de purificacion viral.
FI20021388A7 (fi) * 2002-07-16 2004-01-17 Mauno Sakari Reiala Monilinssi vety- ja sähkö/höyryvoimala sekä valmistusmuotti
US6872321B2 (en) * 2002-09-25 2005-03-29 Lsi Logic Corporation Direct positive image photo-resist transfer of substrate design
JP4252297B2 (ja) * 2002-12-12 2009-04-08 株式会社日立製作所 発光素子およびこの発光素子を用いた表示装置
KR100581903B1 (ko) * 2004-03-09 2006-05-22 삼성에스디아이 주식회사 전계 발광 디스플레이 장치
JP5024021B2 (ja) * 2007-12-18 2012-09-12 セイコーエプソン株式会社 発光装置及び電子機器
KR101842499B1 (ko) * 2008-07-18 2018-03-27 플렉스콘 컴퍼니 인코포레이티드 심전도 검출 시스템에서 사용하기 위한 고임피던스 신호 검출 시스템 및 방법
JP5228953B2 (ja) * 2009-02-02 2013-07-03 セイコーエプソン株式会社 有機エレクトロルミネッセンス装置、およびその製造方法
JP5424738B2 (ja) * 2009-06-23 2014-02-26 キヤノン株式会社 表示装置
JP5685855B2 (ja) * 2009-09-08 2015-03-18 株式会社リコー 表示装置および表示装置の製造方法
JP2012234748A (ja) * 2011-05-06 2012-11-29 Jsr Corp 有機el表示素子および有機el表示素子の製造方法
JP6220497B2 (ja) * 2011-06-09 2017-10-25 株式会社半導体エネルギー研究所 発光装置
KR20130060131A (ko) * 2011-11-29 2013-06-07 가부시키가이샤 한도오따이 에네루기 켄큐쇼 밀봉체, 발광 장치, 전자 기기, 및 조명 장치
KR101990321B1 (ko) * 2012-12-04 2019-06-18 엘지디스플레이 주식회사 유기 발광 표시 장치 및 그 제조방법

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1150165A1 (en) * 2000-04-25 2001-10-31 JSR Corporation Radiation sensitive resin composition for forming barrier ribs for an el display element, barrier ribs and el display element
US20060022587A1 (en) * 2004-06-04 2006-02-02 Chang-Yong Jeong Electroluminescent display device and method of fabricating the same
US20060060865A1 (en) * 2004-08-25 2006-03-23 Yu-Sung Cho Organic light emitting display device and method of fabricating the same
EP1788648A2 (en) * 2005-11-22 2007-05-23 Seiko Epson Corporation Light-emitting device and electronic apparatus

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
See also references of EP3095134A1 *

Also Published As

Publication number Publication date
JP2017502468A (ja) 2017-01-19
CN105900240A (zh) 2016-08-24
EP3095134A1 (en) 2016-11-23
US20160329387A1 (en) 2016-11-10

Similar Documents

Publication Publication Date Title
US8871545B2 (en) Method for forming a multicolor OLED device
EP1317874B1 (en) Patterning of electrodes in oled devices
US20160329387A1 (en) Organic light emitting diode
KR20180017163A (ko) 플루오로폴리머 뱅크 구조들을 갖는 유기 전자 디바이스들
CN101621116B (zh) 一种有机电致发光器件的制备方法
CN100550468C (zh) 电致发光元件的制造方法
KR102038838B1 (ko) 발광 장치 및 그의 제조 방법, 격벽의 제조 방법, 그리고 감방사선성 재료
KR20080063136A (ko) 유기 전계 발광 디스플레이용 기판 및 그 기판의 제조방법
KR102713859B1 (ko) 발광 장치 및 유기 el 장치, 그리고 이들의 제조 방법
US20160211477A1 (en) Method of forming a light-emitting device
JP6834613B2 (ja) 有機el表示装置及びその製造方法
JP2012204202A (ja) 有機エレクトロルミネッセンスパネル及びその製造方法
US10606175B2 (en) Method of manufacturing circuit board
JP4193170B2 (ja) 表示素子の欠陥修復方法
CN103337596B (zh) 一种有机发光二极管的封装结构及其制备方法
JP2015170416A (ja) 薄膜トランジスタ基板の製造方法、薄膜トランジスタ基板
JP2013025929A (ja) 印刷用凸版及びそれを用いた電子回路パターン、並びに有機el素子の製造方法
JP2011108578A (ja) 有機el発光素子およびその製造方法
KR20240027834A (ko) 유기 장치 패터닝을 위한 삼층 포토레지스트 시스템 및 방법
JP2010061950A (ja) 有機el表示装置およびその製造方法
CN103325949A (zh) 一种有机发光二极管封装结构及其制备方法
JP2014060104A (ja) 有機el素子及びその製造方法
JP2012069330A (ja) 有機エレクトロルミネッセンス素子とその製造方法
CN106653816A (zh) 一种oled阴极隔离柱的制备方法
JP2011249275A (ja) 印刷用凸版の製造方法及び印刷用凸版、並びに有機エレクトロルミネッセンス素子の製造方法

Legal Events

Date Code Title Description
121 Ep: the epo has been informed by wipo that ep was designated in this application

Ref document number: 14824858

Country of ref document: EP

Kind code of ref document: A1

ENP Entry into the national phase

Ref document number: 2016543064

Country of ref document: JP

Kind code of ref document: A

WWE Wipo information: entry into national phase

Ref document number: 15109895

Country of ref document: US

NENP Non-entry into the national phase

Ref country code: DE

REEP Request for entry into the european phase

Ref document number: 2014824858

Country of ref document: EP

WWE Wipo information: entry into national phase

Ref document number: 2014824858

Country of ref document: EP