Classifications

• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61N—ELECTROTHERAPY; MAGNETOTHERAPY; RADIATION THERAPY; ULTRASOUND THERAPY
  • A61N5/00—Radiation therapy
  • A61N5/06—Radiation therapy using light
  • A61N5/0613—Apparatus adapted for a specific treatment
  • A61N5/0616—Skin treatment other than tanning
• • C—CHEMISTRY; METALLURGY
  • C07—ORGANIC CHEMISTRY
  • C07D—HETEROCYCLIC COMPOUNDS
  • C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
  • C07D249/16—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms condensed with carbocyclic rings or ring systems
  • C07D249/18—Benzotriazoles
  • C07D249/20—Benzotriazoles with aryl radicals directly attached in position 2
• • C—CHEMISTRY; METALLURGY
  • C07—ORGANIC CHEMISTRY
  • C07D—HETEROCYCLIC COMPOUNDS
  • C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
  • C07D307/77—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom ortho- or peri-condensed with carbocyclic rings or ring systems
  • C07D307/78—Benzo [b] furans; Hydrogenated benzo [b] furans
  • C07D307/79—Benzo [b] furans; Hydrogenated benzo [b] furans with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to carbon atoms of the hetero ring
  • C07D307/80—Radicals substituted by oxygen atoms
• • C—CHEMISTRY; METALLURGY
  • C07—ORGANIC CHEMISTRY
  • C07D—HETEROCYCLIC COMPOUNDS
  • C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
  • C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
  • C07D471/04—Ortho-condensed systems
• • C—CHEMISTRY; METALLURGY
  • C07—ORGANIC CHEMISTRY
  • C07D—HETEROCYCLIC COMPOUNDS
  • C07D495/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms
  • C07D495/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms in which the condensed system contains two hetero rings
  • C07D495/04—Ortho-condensed systems
• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
  • C08F12/00—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an aromatic carbocyclic ring
  • C08F12/02—Monomers containing only one unsaturated aliphatic radical
  • C08F12/04—Monomers containing only one unsaturated aliphatic radical containing one ring
  • C08F12/14—Monomers containing only one unsaturated aliphatic radical containing one ring substituted by hetero atoms or groups containing heteroatoms
  • C08F12/22—Oxygen
• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
  • C08F12/00—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an aromatic carbocyclic ring
  • C08F12/02—Monomers containing only one unsaturated aliphatic radical
  • C08F12/04—Monomers containing only one unsaturated aliphatic radical containing one ring
  • C08F12/14—Monomers containing only one unsaturated aliphatic radical containing one ring substituted by hetero atoms or groups containing heteroatoms
  • C08F12/30—Sulfur
• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
  • C08F12/00—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an aromatic carbocyclic ring
  • C08F12/02—Monomers containing only one unsaturated aliphatic radical
  • C08F12/32—Monomers containing only one unsaturated aliphatic radical containing two or more rings
• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
  • C08F212/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an aromatic carbocyclic ring
  • C08F212/02—Monomers containing only one unsaturated aliphatic radical
  • C08F212/04—Monomers containing only one unsaturated aliphatic radical containing one ring
  • C08F212/06—Hydrocarbons
  • C08F212/08—Styrene
• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
  • C08F212/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an aromatic carbocyclic ring
  • C08F212/02—Monomers containing only one unsaturated aliphatic radical
  • C08F212/04—Monomers containing only one unsaturated aliphatic radical containing one ring
  • C08F212/14—Monomers containing only one unsaturated aliphatic radical containing one ring substituted by heteroatoms or groups containing heteroatoms
  • C08F212/22—Oxygen
• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
  • C08F212/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an aromatic carbocyclic ring
  • C08F212/02—Monomers containing only one unsaturated aliphatic radical
  • C08F212/04—Monomers containing only one unsaturated aliphatic radical containing one ring
  • C08F212/14—Monomers containing only one unsaturated aliphatic radical containing one ring substituted by heteroatoms or groups containing heteroatoms
  • C08F212/30—Sulfur
• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
  • C08F212/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an aromatic carbocyclic ring
  • C08F212/02—Monomers containing only one unsaturated aliphatic radical
  • C08F212/32—Monomers containing only one unsaturated aliphatic radical containing two or more rings
• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
  • C08F224/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a heterocyclic ring containing oxygen
• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
  • C08F226/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a single or double bond to nitrogen or by a heterocyclic ring containing nitrogen
  • C08F226/06—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a single or double bond to nitrogen or by a heterocyclic ring containing nitrogen by a heterocyclic ring containing nitrogen
• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
  • C08F228/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a bond to sulfur or by a heterocyclic ring containing sulfur
  • C08F228/06—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a bond to sulfur or by a heterocyclic ring containing sulfur by a heterocyclic ring containing sulfur
• • C—CHEMISTRY; METALLURGY
  • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
  • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
  • C09D125/00—Coating compositions based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an aromatic carbocyclic ring; Coating compositions based on derivatives of such polymers
  • C09D125/02—Homopolymers or copolymers of hydrocarbons
  • C09D125/04—Homopolymers or copolymers of styrene
  • C09D125/08—Copolymers of styrene
• • C—CHEMISTRY; METALLURGY
  • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
  • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
  • C09D125/00—Coating compositions based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an aromatic carbocyclic ring; Coating compositions based on derivatives of such polymers
  • C09D125/18—Homopolymers or copolymers of aromatic monomers containing elements other than carbon and hydrogen
• • C—CHEMISTRY; METALLURGY
  • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
  • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
  • C09D139/00—Coating compositions based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a single or double bond to nitrogen or by a heterocyclic ring containing nitrogen; Coating compositions based on derivatives of such polymers
• • C—CHEMISTRY; METALLURGY
  • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
  • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
  • C09K11/00—Luminescent, e.g. electroluminescent, chemiluminescent materials
  • C09K11/06—Luminescent, e.g. electroluminescent, chemiluminescent materials containing organic luminescent materials
• • H—ELECTRICITY
  • H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
  • H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
  • H10K85/00—Organic materials used in the body or electrodes of devices covered by this subclass
  • H10K85/10—Organic polymers or oligomers
  • H10K85/141—Organic polymers or oligomers comprising aliphatic or olefinic chains, e.g. poly N-vinylcarbazol, PVC or PTFE
• • H—ELECTRICITY
  • H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
  • H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
  • H10K85/00—Organic materials used in the body or electrodes of devices covered by this subclass
  • H10K85/10—Organic polymers or oligomers
  • H10K85/151—Copolymers
• • H—ELECTRICITY
  • H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
  • H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
  • H10K85/00—Organic materials used in the body or electrodes of devices covered by this subclass
  • H10K85/60—Organic compounds having low molecular weight
  • H10K85/615—Polycyclic condensed aromatic hydrocarbons, e.g. anthracene
• • H—ELECTRICITY
  • H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
  • H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
  • H10K85/00—Organic materials used in the body or electrodes of devices covered by this subclass
  • H10K85/60—Organic compounds having low molecular weight
  • H10K85/649—Aromatic compounds comprising a hetero atom
  • H10K85/657—Polycyclic condensed heteroaromatic hydrocarbons
  • H10K85/6572—Polycyclic condensed heteroaromatic hydrocarbons comprising only nitrogen in the heteroaromatic polycondensed ring system, e.g. phenanthroline or carbazole
• • H—ELECTRICITY
  • H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
  • H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
  • H10K85/00—Organic materials used in the body or electrodes of devices covered by this subclass
  • H10K85/60—Organic compounds having low molecular weight
  • H10K85/649—Aromatic compounds comprising a hetero atom
  • H10K85/657—Polycyclic condensed heteroaromatic hydrocarbons
  • H10K85/6574—Polycyclic condensed heteroaromatic hydrocarbons comprising only oxygen in the heteroaromatic polycondensed ring system, e.g. cumarine dyes
• • H—ELECTRICITY
  • H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
  • H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
  • H10K85/00—Organic materials used in the body or electrodes of devices covered by this subclass
  • H10K85/60—Organic compounds having low molecular weight
  • H10K85/649—Aromatic compounds comprising a hetero atom
  • H10K85/657—Polycyclic condensed heteroaromatic hydrocarbons
  • H10K85/6576—Polycyclic condensed heteroaromatic hydrocarbons comprising only sulfur in the heteroaromatic polycondensed ring system, e.g. benzothiophene
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61N—ELECTROTHERAPY; MAGNETOTHERAPY; RADIATION THERAPY; ULTRASOUND THERAPY
  • A61N5/00—Radiation therapy
  • A61N5/06—Radiation therapy using light
  • A61N2005/065—Light sources therefor
  • A61N2005/0651—Diodes
  • A61N2005/0653—Organic light emitting diodes
• • C—CHEMISTRY; METALLURGY
  • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
  • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
  • C09K2211/00—Chemical nature of organic luminescent or tenebrescent compounds
  • C09K2211/14—Macromolecular compounds
  • C09K2211/1408—Carbocyclic compounds
  • C09K2211/1425—Non-condensed systems
• • C—CHEMISTRY; METALLURGY
  • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
  • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
  • C09K2211/00—Chemical nature of organic luminescent or tenebrescent compounds
  • C09K2211/14—Macromolecular compounds
  • C09K2211/1441—Heterocyclic
  • C09K2211/145—Heterocyclic containing oxygen as the only heteroatom
• • C—CHEMISTRY; METALLURGY
  • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
  • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
  • C09K2211/00—Chemical nature of organic luminescent or tenebrescent compounds
  • C09K2211/14—Macromolecular compounds
  • C09K2211/1441—Heterocyclic
  • C09K2211/1458—Heterocyclic containing sulfur as the only heteroatom
• • C—CHEMISTRY; METALLURGY
  • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
  • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
  • C09K2211/00—Chemical nature of organic luminescent or tenebrescent compounds
  • C09K2211/14—Macromolecular compounds
  • C09K2211/1441—Heterocyclic
  • C09K2211/1466—Heterocyclic containing nitrogen as the only heteroatom
• • H—ELECTRICITY
  • H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
  • H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
  • H10K2101/00—Properties of the organic materials covered by group H10K85/00
  • H10K2101/30—Highest occupied molecular orbital [HOMO], lowest unoccupied molecular orbital [LUMO] or Fermi energy values
• • H—ELECTRICITY
  • H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
  • H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
  • H10K2101/00—Properties of the organic materials covered by group H10K85/00
  • H10K2101/40—Interrelation of parameters between multiple constituent active layers or sublayers, e.g. HOMO values in adjacent layers
• • H—ELECTRICITY
  • H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
  • H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
  • H10K50/00—Organic light-emitting devices
  • H10K50/10—OLEDs or polymer light-emitting diodes [PLED]
  • H10K50/11—OLEDs or polymer light-emitting diodes [PLED] characterised by the electroluminescent [EL] layers
• • H—ELECTRICITY
  • H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
  • H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
  • H10K50/00—Organic light-emitting devices
  • H10K50/80—Constructional details
  • H10K50/805—Electrodes
  • H10K50/81—Anodes
• • H—ELECTRICITY
  • H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
  • H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
  • H10K50/00—Organic light-emitting devices
  • H10K50/80—Constructional details
  • H10K50/805—Electrodes
  • H10K50/82—Cathodes

Definitions

• the present invention relates to organic electroluminescent devices comprising aromatic ring systems having two or three fused rings as emitter materials, as well as their possible uses.
• OLEDs organic light-emitting diodes
• organic semiconductors in which organic semiconductors are used as functional materials, is described, for example, in US Pat. Nos. 4,539,507, 5,151,629, EP 0 676 461 and US Pat
• OLEDs are a very promising technology for screen and lighting applications. They require OLEDs that emit light in the visible region of the spectrum, that is, typically red, green, and blue light.
• UV radiation can treat many unwanted skin changes and skin diseases.
• UV radiation is required for this purpose.
• An example of this is the treatment of the skin of psoriatic patients, typically using a radiation source that emits UV radiation at a wavelength of 311 nm.
• Mercury, deuterium, excimer and xenon lamps are typical conventional UV radiation sources. However, they are unwieldy and some contain toxic substances that cause soiling and Pose health hazards. The conventional lamps therefore have disadvantages in terms of safety, applicability, handling and portability, which in turn leads to limited applications.
• UV LEDs are also commercially available. However, most of these LEDs are either at the research stage, emit only radiation with a wavelength greater than 365 nm or are very expensive. LEDs also have the disadvantage that they are spotlights that require relatively thick and rigid devices.
• Another class of radiation sources or light sources are the organic electroluminescent devices (eg OLEDs or OLECs - organic light-emitting electrochemical cells).
• the organic electroluminescent devices allow the production of flexible devices, such as displays, lighting and irradiation devices. These devices are also particularly well suited for many applications because of their efficiency and the simple and space-saving design.
• Emission of most organic electroluminescent devices is mostly limited to wavelengths greater than 350 nm. In addition, the performance of these devices is insufficient.
• UV-OLEDs based on spiro-bifluorene polymers having an electroluminescent emission wavelength at 360 nm or greater;
• organic electroluminescent devices that emit radiation in the UV range, in particular in the lower UV-A range (315 to 380 nm) and in the UV-B range (280 to 315 nm).
• a particular challenge is the provision of suitable organic emitter materials and the provision of organic electroluminescent devices containing these emitters.
• the object of the present invention is therefore to eliminate the stated disadvantages of the prior art by providing organic electroluminescent devices with as good physical properties as possible, which exhibit an emission in the UV range.
• the present invention provides organic electroluminescent devices containing at least two electrodes and at least one emitting layer (emitter layer) between the electrodes.
• the emitting layer contains at least one bi- or tricyclic aromatic or heteroaromatic compound of general formula (1) or (2):
• Ar 1 , Ar 2 and Ar 3 each independently represent an aromatic or heteroaromatic 5- or 6-membered ring to be characterized by the circles surrounding the symbols, at least one of Ar 1 , Ar 2 and Ar 3 in the formula (2) a five-membered ring and wherein in formula (1) the rings Ar 1 and Ar 2 and in formula (2) the rings Ar 1 and Ar 3 and Ar 2 and Ar 3 each have two common ring atoms.
• the compounds of formula (1) and (2) can be used as emitters in the
• Emission layer of organic electroluminescent devices are used.
• the choice of the substituents on the rings Ar 1 , Ar 2 and Ar 3 can influence the emission, in particular the emission color.
• Those skilled in the art are aware that a wide extension of the conjugated pi-electron system shifts an emission in the UV region into the visible region beyond the rings Ar 1 , Ar 2 and Ar 3 .
• He is also aware that non-aromatic / heteroaromatic substitutions have less influence on the emission color.
• the person skilled in the art can select suitable substituents for the respectively desired emission color.
• a p-terphenyl radical on compounds of the formula (1) can prevent emission in the UV range, whereas an o-terphenyl or m-terphenyl radical has little influence on the emission wavelength in the UV range becomes.
• the compound of the formula (1) or formula (2) when substituted, has a substituent having 18 conjugated Pi- electrons or less, preferably 14 conjugated pi electrons or less, and more preferably 0 conjugated Pi -Electrons or
• the groups Ar 1 , Ar 2 and Ar 3 are any aromatic and / or heteroaromatic rings with 5 or 6 ring atoms.
• the substituent is preferably the radical defined below as R with
• Ring atoms each of which may be substituted by one or more radicals R 2 , or a combination of two or more of these groups; in this case, two or more adjacent radicals R 2 together form a mono- or polycyclic aliphatic ring system; is the same or different at each occurrence H, D, F, a straight-chain alkyl, alkoxy or thioalkoxy group having 1 to 40 carbon atoms or a branched or cyclic alkyl, alkoxy or thioalkoxy group having 3 to 40 carbon atoms aromatic ring system having 6 to 12 aromatic ring atoms or a heteroaromatic ring system having 5 to 12 aromatic ring atoms, in which also one or more H atoms may be replaced by F; two or more substituents R 3 may also together form a mono- or polycyclic aliphatic ring system;
• the compound of the formula (1) or (2) is preferably one of the following formulas (4) to (12).
• X is independently CR 1 or N at each occurrence
• Y is independently CR 1 , N, NR 1 , S or O at each occurrence; with the proviso that at least one Y in each of the 5-rings is NR 1 , S or O;
• Z is independently NR 1 , O or S at each occurrence; wherein R 1 has the same meaning as defined above.
• the groups Ar 1 , Ar 2 and Ar 3 in the compound of the formula (1) or (2) are the same or different at each occurrence of one of the following groups, wherein the bond between the
• Groups can be made at any and chemically possible location, and wherein the groups may be substituted with one or more independent radicals R 1 , wherein the radicals R are defined as indicated above.
• the compound of the formula (1) or (2) is preferably a fluorescent emitter compound, i. the compound emits radiation from the electronically excited singlet state.
• the compound of the formula (1) or (2) is preferably used as the ultraviolet light-emitting compound, i.
• the electroluminescent device according to the invention is preferably a UV light-emitting device.
• the compound of the general formula (1) or (2) is preferably one of the following compounds:
• Formula (128) wherein instead of one or more H atoms of these compounds can be a radical R 1 , which is as defined above, but in this case is different from H.
• the compounds of the formula (1) or (2) preferably contain one, two, three or four of the radicals R 1 , but preferably one or two radicals R 1 , which are different from H.
• the compound of the general formula (1) is one of the following compounds:
• the radical R 1 is identically or differently selected on each occurrence from the group consisting of H, D, F, CN, a straight-chain alkyl radical.
• Alkoxy or Thioalkoxy distr having 1 to 40 carbon atoms or a branched or cyclic alkyl, alkoxy, alkylalkoxy or thioalkoxy group having 3 to 20 carbon atoms, each of which may be substituted by one or more radicals R 2 , or an uncondensed aromatic or heteroaromatic ring system having 5 to 18 aromatic ring atoms, each of which may be substituted by one or more radicals R 2 , or a fused aromatic or heteroaromatic ring system having 8 to 12 aromatic ring atoms, each of which may be substituted by one or more radicals R 2 . More preferably, R is H, a
• the group R 2 is preferably the same or different in each
• Occur F or a straight-chain alkyl or alkoxy group having 1 to 12 carbon atoms.
• the compound of the formula (1) or (2) of the electroluminescent device according to the invention is one of the following compounds:
• the emitting layer of the device according to the invention contains an emitter according to formula (1) or (2) and at least one host material.
• the host material thus has a higher S or TV level, preferably the Si level of the host material is higher than that of the emitter.
• Si is the first electronically excited singlet level.
• Ti is the first electronically excited triplet level.
• the above materials can be used as emitters in the emission layer.
• the materials of the formula (1) or (2) can also be used as host materials.
• the host compound according to formula (1) or (2) can be doped either with at least one arbitrary dopant (emitter) or with at least one emitter according to formula (1) or (2).
• the present invention therefore also relates to an electroluminescent device characterized
• the present invention therefore also relates to an electroluminescent device, which is characterized in that the emission layer contains at least one compound according to formula (1) or (2) as host material and at least one compound according to formula (1) or (2) as emitter in the emission layer , Further preferred for the purposes of the present invention is the use of polystyrene or of derivatives of polystyrene as a host material.
• the emitting layer contains at least one further UV emitter and / or at least one further host material.
• Suitable materials for the emitting layer are listed by way of example in the following table with the corresponding references.
• Formula (144) Formula (145) Zhou et al., Macromolecules, 40, Zhou et al., Macromolecules, 40,
• Formula (164) Formula (165) Niu et al., RSC Adv., 1, 415, 2011 Niu et al., RSC Adv., 1, 415, 2011
• the emitting layer of the device according to the invention comprises an emitter according to one or more of the formulas (130) to (137); preferably formulas (134) to (137), and at least one host material.
• a compound of the formula (166) or (167) is preferable.
• the emitting layer of the device according to the invention comprises an emitter according to one or more of the formulas (130) to (137); preferably formulas (134) to (137), and at least one host material according to formula (166) or (167).
• the emitting layer of the device according to the invention comprises an emitter according to one or more of formulas (130) to (137), preferably formulas (134) to (137), and at least one host material according to formula (166) or (167 ) or polystyrene.
• the emissive layer of the device of the invention comprises an emitter of formulas (134 to (137), and as host materials, the compounds of formulas (166) and (167) and polystyrene.
• the amount of the compound of the formula (1) or (2) in the emitting layer is preferably in the range of 1 to 60% by weight, more preferably 5 to 35% by weight, based on the total weight of all
• the amount of host material in the emitting layer is the amount of host material in the emitting layer.
• the performance of the devices according to the invention can be further improved in different ways.
• At least one host material is usually used in the emission layer of organic electroluminescent devices in addition to the emitter or the emitters.
• a mixed host system in the device according to the invention particularly good results can be achieved.
• a mixed host is used in the emission layer of the device according to the invention.
• the radiation intensities of the devices can be significantly increased and significantly reduce the operating voltages.
• Mixed host means that the host consists of at least 2 different connections.
• the mixed host contains at least one compound of any one of formulas (138) to (167), more preferably a compound of any of formulas (166) or (167).
• the mixed host contains another, any host connection. The person skilled in the art can resort without difficulty to a multiplicity of host compounds known in the art.
• further layers are introduced between the emitting layer and one of the two electrodes.
• the emitting layer and one of the electrodes is used. hereby In particular, the operating voltage can be reduced and the absolute radiation intensities can be increased. Suitable barrier layers can block excitons, electrons or holes.
• the present invention also relates to a device as disclosed herein which includes a further layer between the emitting layer and one of the two electrodes, characterized in that the additional layer comprises an exciton-blocking material having a bandgap of 3.4 eV or higher, preferably of 3.6 eV or higher, more preferably of 3.8 eV or higher and most preferably of 4.0 eV or higher.
• the present invention also relates to a device as disclosed herein comprising a further layer between the emitting layer and one of the two electrodes, characterized in that the additional layer is a hole-blocking material having a HOMO of less than -5 , 9 eV, preferably lower than -6.0 eV, more preferably lower than -6.2 eV, and most preferably lower than -6.3 eV.
• the present invention also relates to a device as disclosed herein comprising a further layer between the emitting layer and one of the two electrodes, characterized in that the additional layer is an electron-blocking material having a LUMO higher than -2 , 2 eV, preferably higher than -2.1 eV.
• the device of the invention includes a barrier layer which blocks both excitons and holes.
• the device according to the invention contains a barrier layer which blocks both excitons and electrons.
• the barrier layer is formed by crosslinking one or more compounds containing at least 2 or more crosslinkable group (hereinafter precursor). Particularly preferred is a barrier layer which is formed by precursors of the compound according to formula (1) or (2) which furthermore contain at least 2 or more crosslinkable groups.
• a crosslinkable group is a group comprising a crosslinkable reagent which results in a crosslinking reaction by means of heat, radiation or both.
• the radiation source may be an electron beam and UV radiation.
• the preferred UV radiation source emits radiation of a wavelength of 200 to 400 nm, very preferably a radiation of 300 to 400 nm.
• Suitable sources of UV radiation are, for example, mercury UV fluorescence lamps, UV LEDs and UV laser diodes.
• crosslinkable groups examples include the acrylate group (eg Scheler et al., In Macromol., Symp. 254, 203-209 (2007)), the vinyl or styrene group (eg WO 2006/043087) and the oxetane group (eg Mueller et al., Nature 421, 829-833 (2003)).
• the precursor compound for the barrier layer is a compound of general formula (168).
• Formula (191) Formula (192) where the radicals R 11 , R 2 and R 13 in each occurrence, identically or differently, are H, a straight-chain or branched alkyl group having 1 to 6 C atoms;
• Ar 10 in formulas (181) to (192) is a mono- or polycyclic, aromatic or heteroaromatic ring system having 5 or 6 ring atoms, which may be substituted by one or more R radicals, where R is the same or different each occurrence H, D, F, an aliphatic hydrocarbon radical having 1 to 20 carbon atoms, an aromatic hydrocarbon radical having 6 to 20 aromatic
• t is an integer from 1 to 8; and wherein the dotted bond represents the attachment of the crosslinkable group to one of the mono- or polycyclic, aromatic or heteroaromatic ring systems Ar 4 or Ar 5 in formula (168).
• the two dashed lines mean that Ar 4 and / or Ar 5 in the compound of formula (168) are ortho-positioned with the two carbon atoms of the ethylene group to form a four-membered ring.
• Ar 10 in the group of formula (192) is linked to the two carbon atoms of the ethylene group in the ortho position to form a four-membered ring.
• Examples of preferred precursor compounds for the barrier layer according to the above-mentioned embodiments are the compounds of the following structures.
• Electroluminescent device radiation with a wavelength in the range of 280 nm and 380 nm.
• the electroluminescent device may be any electroluminescent device.
• the skilled person can easily choose from a large number of devices known to him.
• the electroluminescent device is preferably an organic light-emitting diode (OLED), polymeric light-emitting diode (PLED), organic light-emitting electrochemical cell (OLEC, LEC or LEEC), an organic light-emitting transistor (O-LETs) and an organic light-emitting electrochemical transistor ,
• OLED organic light-emitting diode
• PLED polymeric light-emitting diode
• O-LETs organic light-emitting electrochemical cell
• O-LETs organic light-emitting transistor
• the present invention relates to OLEDs or PLEDs.
• the present invention relates to OLECs.
• the electroluminescent device includes cathode, anode and
• the electroluminescent device may include an emissive layer, or it may include multiple emissive layers, with preference for containing an emissive layer.
• the electroluminescent device according to the invention contains a hole injection layer, which also
• Buffer layer (buffer layer) is called.
• the work function of the hole injection layer is greater than 5.0 eV, preferably greater than 5.4 eV, more preferably greater than 5.8 eV, and most preferably greater than 6.0 eV.
• the hole injection layer contains conductive, conjugated polymers such as polythiophene, polyaniline and polypyrrole and their derivatives. Some of such polymers are also commercially available, such as CLEVIOS TM P VP AI 4083, CLEVIOS TM HIL 1.3, and CLEVIOS TM HIL 1.3N from Heraeus Precious Metals GmbH & Co. KG.
• the polymers have a wider process window and improved performance data.
• the invention therefore also relates to a polymer of the general formula (216)
• Sp is a single bond or a non-conjugated spacer
• W is the same or different at each occurrence, a structural unit according to formula (1) or (2) as defined above, wherein the bond between Sp and the compound of formula (1) or (2) can take place at any and chemically possible position;
• x is a number between 0 and 80 mol%;
• n is an integer from 0 to 5;
• R 3 is defined as indicated above for R 1 .
• the polymer according to the invention preferably has one
• the polymer of the invention emits both radiation in the wavelength range of 280 to 380 nm and radiation in
• the spacer is a hydrocarbon radical having 1 to 20 carbon atoms, with alkyl and alkylalkoxy radicals being preferred.
• the polymer is one of the following general compounds.
• Sp in the polymer of the invention is a single bond. It is very preferred if the aromatic or heteroaromatic rings of W are bonded directly to the polymer backbone. In a particularly preferred
• x is 0 mol% and y is 100 mol%. This is especially true in an embodiment in which the polymer is one of formulas (217) and (218).
• Polymers of formula (216) can be used:
• the monomers are weighed into the desired ratio in a flask and carefully inertized. 10 equivalents of the total monomer amount of toluene are added and the solution is re-inertized. In To a second flask, weigh 0.01 equivalents of the total monomer amount of AtBN and dissolve in ten times the molar amount of toluene with gentle heating. The monomer solution is heated to 70 ° C and one percent of the toluene-AIBN solution is added by syringe quickly. Under exclusion of light, the solution is stirred for 72 hours at 70 ° C, then cooled to room temperature and stirred for a further 24 hours. The polymer is precipitated twice from toluene in ethanol, filtered off and in
• the invention further relates to a formulation containing at least one inventive polymer and at least one solvent.
• the invention also relates to a composition
• a composition comprising at least one polymer according to the invention and at least one organic functional material or organic semiconductor, as described below.
• the invention further relates to an electroluminescent device comprising at least one of the polymers according to the invention.
• the preferred electroluminescent devices are the devices described above, with the OLEDs / PLEDs and OLECs being very particularly preferred here as well.
• the present invention also relates to compositions containing at least one of the compounds of formula (1) or (2) or at least one polymer of general formula (216) and at least one organically functional material or organic semiconductor selected from the group of emitters, host materials, matrix
• ETM electron transport materials
• EIM electron injection materials
• HTM hole transport materials
• HIM hole injection materials
• HBM hole injection materials
• EBM electron blocking materials
• EBM exciton blocking materials
• composition according to the invention containing, in addition to at least one compound of the formula (1) or (2) or at least one polymer of the formula (216) as emitter, at least one host material as organically functional material.
• the composition contains two hosts as an emitter
• the composition contains exactly one compound of formula (1) or (2) or exactly one polymer of formula (216) as emitter and two host materials. Further, most preferably, the composition contains exactly one
• a compound of formula (1) or (2) or a polymer of formula (216) as an emitter and exactly one host material is a compound of formula (1) or (2) or a polymer of formula (216) as an emitter and exactly one host material.
• the concentration of emitter (n) in the composition is 1 to 60% by weight, and preferably 5 to 35% by weight.
• the total concentration of the host or the host materials is 40 to 99 wt .-% and preferably 40 to 95 wt .-%.
• the devices of the invention can be prepared by various methods.
• One or more of the layers of the electroluminescent device may be applied by a sublimation method.
• the materials are vacuum deposited in vacuum sublimation at an initial pressure of less than 10 ⁇ 5 mbar, preferably less than 10 ⁇ 6 mbar. But it is also possible that the
• Initial pressure is even lower, for example, less than 10 "7 mbar.
• a preferred method of applying one or more layers of the electroluminescent device is the OVPD method (Organic Vapor Phase Deposition) or a method using carrier gas sublimation.
• the materials are applied at a pressure between 10 ⁇ 5 mbar and 1 bar.
• a special case of this process is the OVJP (Organic Vapor Jet Printing) process, in which the materials applied directly through a nozzle and thus structured (for example, BMS Arnold et al., Appl. Phys. Lett., 2008, 92, 053301).
• One or more of the layers of the electroluminescent device can also be prepared from solution, such as. B. by spin coating, or with any printing process, such. Screen printing, flexo printing, offset printing, LITI (Light Induced Thermal Imaging, thermal transfer printing), inkjet printing (ink jet printing) or Nozzle Printing.
• any printing process such as Screen printing, flexo printing, offset printing, LITI (Light Induced Thermal Imaging, thermal transfer printing), inkjet printing (ink jet printing) or Nozzle Printing.
• soluble compounds are necessary, which are obtained for example by suitable substitution.
• hybrid processes are possible in which, for example, one or more layers of solution are applied and one or more other layers are vapor-deposited in vacuo.
• the present invention therefore also relates to a process for producing the electroluminescent devices according to the invention by means of sublimation processes and / or by means of processes from solution.
• the present invention furthermore relates to a formulation comprising a composition according to the invention and one or more solvents.
• Suitable and preferred solvents are, for example, toluene, anisole, xylene, methyl benzoate, dimethylanisole, trimethylbenzene, tetralin, veratrole, tetrahydrofuran, chlorobenzene or dichlorobenzene, and mixtures thereof.
• Electroluminescent devices which emit blue light and / or UV radiation are versatile. Applications that require light or radiation with very short wavelengths and thus represent application areas for the devices according to the invention can be found, for example, in the field of life science and medicine (eg for cell imaging) or in the field of biosensors. Furthermore, the devices according to the invention in the electronics industry, the solid state Lighting and for the curing of polymers and printing ink application. The present invention therefore also relates to the use of the electroluminescent devices according to the invention in the said ranges.
• the devices according to the invention can also be used for light therapy (phototherapy) of humans and / or animals.
• Another object of the present invention therefore relates to the use of the devices according to the invention for the treatment, prophylaxis and diagnosis of diseases by means of phototherapy.
• Yet another object of the present invention relates to the use of the devices according to the invention for the treatment and prophylaxis of cosmetic circumstances by means of phototherapy.
• Phototherapy or light therapy is used in many medical and / or cosmetic fields.
• the invention
• Devices can therefore be used for the therapy and / or prophylaxis and / or diagnosis of all diseases and / or in cosmetic
• phototherapy also includes photodynamic therapy (PDT) as well as preserving, disinfecting and sterilizing in general.
• PDT photodynamic therapy
• Phototherapy or light therapy can treat not only humans or animals, but also any other type of living or inanimate matter. These include, for example, fungi, bacteria, microbes, viruses, eukaryotes, prokaryotes, foods, beverages, water, drinking water, cutlery, medical cutlery and equipment and other devices.
• phototherapy also includes any type of combination of light therapy and other types of therapy, such as the treatment with drugs.
• Many light therapies aim to irradiate or treat external parts of an object, such as the skin of humans and animals, wounds, mucous membranes, eye, hair, nails, nail bed, gums and tongue.
• Treatment or radiation can also be within a Object to be performed, for example, to treat internal organs (heart, lungs, etc.) or blood vessels or the breast.
• the therapeutic and / or cosmetic application areas according to the invention are preferably selected from the group of skin diseases and skin-associated diseases or changes or conditions such as psoriasis, skin aging, skin wrinkling, skin rejuvenation, enlarged skin pores, cellulite, oily / greasy skin, folliculitis, actinic Keratosis, precancerose actinic keratosis, skin lesions, sun-damaged and sun-stressed skin, crow's feet, skin ulcer, acne, acne rosacea, acne scars, acne bacteria, photomodulation of greasy / oily sebaceous glands and their surrounding tissues, jaundice, neonatal jaundice, vitiligo, Skin cancer, skin tumors, Crigler Naijar, dermatitis, atopic dermatitis, diabetic skin ulcers and desensitization of the skin.
• skin diseases and skin-associated diseases or changes or conditions such as psoriasis, skin aging, skin w
• Particularly preferred for the purposes of the invention are the treatment and / or prophylaxis of psoriasis, acne, cellulite, skin wrinkling, skin aging, jaundice and vitiligo.
• Further fields of application for the devices according to the invention are selected from the group of inflammatory diseases, rheumatoid arthritis, pain therapy, treatment of wounds, neurological diseases and conditions, edema, Paget's disease, primary and metastatic tumors, connective tissue diseases or changes in collagen, fibroblasts and fibroblasts derived cell levels in mammalian tissues, retinal irradiation, neovascular and hypertrophic diseases, allergic reactions, respiratory tract irradiation, sweating, ocular neovascular disorders, viral infections, especially herpes simplex or HPV infections
• Particularly preferred for the purposes of the invention are the treatment and / or prophylaxis of rheumatoid arthritis, viral infections, and pain.
• Further application areas for the devices according to the invention are selected from winter depression, sleeping sickness, radiation to improve mood, alleviation of pain, in particular muscle pain due to, for example, tension or joint pain, elimination of stiffness of joints and whitening of teeth (whitening).
• any type of objects inanimate matter or subjects (living matter such as human and animal) can be treated for the purpose of disinfection, sterilization or preservation.
• these include, for example, the disinfection of wounds, the reduction of bacteria, the disinfection of surgical instruments or other objects, the disinfection or preservation of food and food, of liquids, especially water, drinking water and other drinks, the disinfection of mucous membranes and gums and teeth.
• Disinfection here means the reduction of living microbiological causative agents of undesired effects, such as bacteria and germs.
• the devices according to the invention emit in particular in the UV and blue region of the spectrum.
• the exact wavelength toward longer wavelengths can be readily adjusted by one skilled in the art, depending on the particular application.
• OEC organic light emitting electrochemical cell
• OLECs and / or OLEDs may be in others
• ⁇ and / or electronic components eg battery and / or control unit for adjusting the irradiation times, intensities and lengths.
• These devices containing the OLECs and / or OLEDs according to the invention are preferably selected from the group consisting of plasters, pads, tapes, bandages, cuffs, blankets, hoods, sleeping bags. Textiles and stents.
• the use of said devices for said therapeutic and / or cosmetic purpose is particularly advantageous over the prior art, since using the inventive devices using the OLEDs and / or OLECs homogeneous irradiations in the high-energy blue range and / or in the UV range lesser Irradiation intensities in almost any place and at any time of the day are possible.
• the irradiations can be carried out in a stationary, ambulatory and / or self-related manner, ie without instructions and / or instructions from medical or cosmetic specialists.
• patches can be worn under clothing, so that irradiation is also possible during working hours, at leisure or during sleep.
• Complex inpatient / outpatient treatments can often be dispensed with or their frequency reduced.
• the devices of the present invention may be for reuse or disposable items that may be disposed of after one, two or more times of use.
• the present invention also relates to the device according to the invention for use in the treatment of the skin by means of phototherapy.
• the present invention also relates to the device of the invention for use in the treatment of psoriasis by phototherapy.
• the present invention also relates to the device of the invention for use in the treatment of jaundice by phototherapy.
• the present invention also relates to the device of the invention for use in the treatment of neonatal jaundice by means of phototherapy.
• the present invention also relates to the device of the invention for use in the treatment of acne by phototherapy.
• the present invention also relates to the device of the invention for use in the treatment of inflammation by phototherapy.
• the present invention also relates to the device according to the invention for use in the treatment of atopic eczema by means of
• the present invention also relates to the device of the invention for use in the treatment of skin aging by phototherapy
• the present invention relates to the use of
• Devices according to the invention in cosmetics for phototherapy.
• the present invention relates to the use of the devices according to the invention for phototherapeutic reduction and / or phototherapeutic prevention of the formation of
• the present invention also relates to a method of treating the skin by phototherapy using a device according to the invention.
• Hydrocarbon radical is understood to mean an alkyl, alkenyl and alkynyl groups having preferably 1 or 3 to 40 C atoms, more preferably 1 or 3 to 20 C atoms.
• Cyclic alkyl groups may be mono-, bi- or polycyclic alkyl groups. Individual -CH- or -CH 2 groups can be replaced by N, NH, O or S.
• alkyl groups are the radicals methyl, ethyl, n-propyl, i-propyl, n-butyl, i-butyl, s-butyl, t-butyl, 2-methylbutyl, n-pentyl, s-pentyl, t-pentyl, Cyclopentyl, n-hexyl, cyclohexyl, n-heptyl, cycloheptyl, n-octyl, cyclooctyl, 2-ethylhexyl, trifluoromethyl, pentafluoroethyl, 2,2,2-trifluoroethyl, ethenyl, propenyl, butenyl, pentenyl, cyclopentenyl, hexenyl, cyclohexenyl, Heptenyl, cycloheptenyl, octenyl, methyl
• alkoxy group or thioalkyl group is meant an alkyl group as defined above bonded via an oxygen atom or a sulfur atom.
• Preferred alkoxy groups are methoxy, trifluoromethoxy, ethoxy, n-propoxy, i-propoxy, n-butoxy, i-butoxy, s-butoxy, t-butoxy, n-pentoxy, s-pentoxy, 2-methylbutoxy, n-hexoxy, cyclohexyloxy , n-heptoxy, cycloheptyloxy, n-octyloxy, cyclooctyloxy, 2-ethylhexyloxy, pentafluoroethoxy and 2,2,2-trifluoroethoxy.
• Preferred thioalkyl groups are methylthio, ethylthio, n-propylthio, i-propylthio, n-butylthio, i-butylthio, s-butylthio, t-butylthio, n-pentylthio, s-pentylthio, n-hexylthio, cyclohexylthio, n-heptyl thio, cycloheptylthio, n-octylthio, cyclooctylthio, 2-ethylhexylthio, trifluoromethylthio, pentafluoroethylthio, 2,2,2-trifluoroethylthio, ethenylthio,
• one or more H atoms can also be replaced by D, F, Cl, Br, I, CN or NO 2 , preferably F, Cl or CN, more preferably F or CN, particularly preferably CN.
• the mono- or polycyclic aliphatic ring system may be a ring system consisting only of CH 2 units, but one or more of the CH 2 groups may be replaced by O, S or NH.
• An aromatic or heteroaromatic hydrocarbon radical can be mono- or polycyclic and preferably contains 6 or 5 to 20, more preferably 6 to 10, most preferably 5 or 6 aromatic ring atoms.
• the unit When the unit is an aromatic moiety, it preferably contains 6 to 20, more preferably 6 to 10, most preferably 6, carbon atoms as ring atoms.
• the unit is a heteroaromatic unit, at least one of the ring atoms is a heteroatom.
• the heteroatoms are preferably selected from N, O and / or S.
• a simple aromatic cycle ie benzene, or a simple heteroaromatic cycle
• a simple heteroaromatic cycle for example pyridine, pyrimidine, thiophene, etc.
• a fused aryl or heteroaryl group for example naphthalene, anthracene, phenanthrene, quinoline, isoquinoline, benzothiophene, benzofuran and indole, etc. understood.
• examples of the aromatic or heteroaromatic unit according to the invention are: benzene, naphthalene, anthracene, phenanthrene, pyrene, chrysene, benzanthracene, perylene, naphthacene, pentacene, benzpyrene, furan, benzofuran, isobenzofuran, dibenzofuran, thiophene, benzothiophene, isobenzothiophene, dibenzothiophene , Pyrrole, indole,
• Isoindole pyridine, quinoline, isoquinoline, acridine, phenanthridine, benzo-5,6-quinoline, benzo-6,7-quinoline, benzo-7,8-quinoline, phenothiazine, phenoxazine, pyrazole, indazole, imidazole, benzimidazole, naphthimidazole, Phenanthrimidazole, pyridimidazole, pyrazine imidazole, quinoxaline imidazole, oxazole, benzoxazole, naphthoxazole, anthroxazole, phenanthroxazole,
• 4,5,9,10-tetraazaperylene pyrazine, phenazine, phenoxazine, phenothiazine, fluorubin, naphthyridine, benzocarboline, phenanthroline, 1, 2,3-triazole, 1, 2,4-triazole, benzotriazole, 1,2,3- Oxadiazole, 1,2,4-oxadiazole, 1,2,5-oxadiazole, 1, 3,4-oxadiazole, 1, 2,3-thiadtazole, 1, 2,4-thiadiazole, 2,5-thiadiazole, 1 , 3,4-thiadiazole, 1, 3,5-triazine, 1,2,4-triazine, 1,2,3-triazine, tetrazole, 1, 2,4,5-tetrazine, 1, 2,3,4 Tetrazine, 1, 2,3,5-tetrazine, purine, pteridine, indolizine and benzothiadiazole.
• aromatic ring system having 6 to 18 ring atoms, preferably 6 to 15 ring atoms and even more preferably 6 to 10 ring atoms is understood as meaning a system which does not contain any aromatic heteroatoms.
• this system is meant not necessarily only one containing aromatic groups but also one in which several aromatic groups are also represented by a short non-aromatic moiety ( ⁇ 10% of the atoms other than H, preferably ⁇ 5% of H Atoms), such as sp 3 -hybridized C, O, N, etc., may be interrupted.
• These aromatic ring systems may be monocyclic or polycyclic, ie they may be a ring (eg
• Phenyl or two or more rings which may also be condensed (e.g., naphthyl) or covalently linked (e.g., biphenyl) or a combination of fused and linked rings.
• Preferred aromatic ring systems are e.g. Phenyl, biphenyl,
• a heteroaromatic ring system is preferably understood as meaning a heteroaromatic ring system having 5 to 18 ring atoms, preferably 5 to 14, particularly preferably 5 to 10, ring atoms.
• the heteroaromatic ring system contains at least one
• Heteroatom selected from N, O and S (remaining atoms are Carbon).
• a heteroaromatic ring system is also to be understood as meaning a system which does not necessarily contain only aromatic or heteroaromatic groups, but in which also several aromatic or heteroaromatic groups are replaced by a short nonaromatic unit ( ⁇ 10% of the atoms other than H, preferably ⁇ 5%). of atoms other than H), such as sp 3 - hybridized C, O, N, etc., may be interrupted.
• These heteroaromatic ring systems may be monocyclic or polycyclic, ie they may have one ring (eg pyridyl) or two or more rings, which may also be fused or covalently linked, or a combination of fused and linked rings.
• Preferred heteroaromatic ring systems are e.g. 5-membered rings such as pyrrole, pyrazole, imidazole, 1, 2,3-triazole, 1, 2,4-triazole, tetrazole, furan, thiophene, selenophene, oxazole, isoxazole, 1,2-thiazole, 1,3-thiazole , 1,2,3-oxadiazole, 1, 2,4-oxadiazole, 1, 2,5-oxadiazole, 1, 3,4-oxadiazole, 1,2,3-thiadiazole, 1, 2,4-thiadiazole, 1 , 2,5-thiadiazole, 1,3,4-thiadiazole, 6-membered rings such as pyridine, pyridazine, pyrimidine, pyrazine, 3,5-triazine, 1,2,4-triazine, 1,2,3-triazine , 1, 2,4,5-tetrazine, 1, 2,3,4-tet
• Formulations are characterized by the following surprising advantages over the prior art: ,
• the devices according to the invention emit in the UV-A and UV-B range.
• the emitter connections required for the preferred emission are readily available.
• the operating voltage can be lowered and the radiation intensity increased.
• the operating voltage can be significantly reduced and the radiation intensity can be increased.
• the devices of the invention are easy to get out
• Figures 1 to 3 show the electroluminescence (EL) and photoluminescence (PL) spectra of OLEDs 1 to 3.
• Figure 4 shows the photoluminescence spectrum of the emitter E4.
• E1 to E6 are compounds according to the general formula (1) or (2).
• E1 poly (2-vinylnaphthalenes)
• E2 poly (1-vinylnaphthalenes)
• E3 (CAS: 87359-59-9) is commercially available (Ambinter).
• E4 can be prepared according to the method described in Organic Letters, 20 1 Vol. 13, no. 5 p4 00-4 03 disclosed methods.
• E5 (CAS: 2440-22-4) is commercially available (but GmbH & Co. KG).
• E6 (CAS: 1838-44-4) can be prepared according to Organic Letters, 2009 Vol. 11, no. 23 p5478-5481 be prepared.
• PS polystyrene
• Mw molecular weight
• H1 and H2 are used as host compounds.
• the synthesis of H1 and H2 is carried out according to DE 19927627.
• the highest occupied molecular orbital (HOMO) and lowest unoccupied molecular orbital LUMO energy as well as the triplet / singlet level and the oscillator strength of the organic compounds are determined by quantum-chemical calculations. This is the
• the first excited states (Si and Ti) are the most important. Si stands for the first excited singlet level and Ti stands for the first excited triplet level. From the energy bill you get the HOMO HEh or LUMO LEh in Hartree units. From this, the HOMO and LUMO values in electron volts (eV) are determined as follows, and these relationships result from the calibration on the basis of cyclic voltammetry measurements (CV):
• these values are to be regarded as the energetic position of the HOMO level or the LUMO level of the materials.
• E1 See also Table 1 from the calculation a HOMO of -0.21401 Hartrees and a LUMO of
• PS stands for polystyrene
• the solutions are used to coat the emitting layer of OLEDs.
• the corresponding solid composition can be obtained by evaporating the solvent of the solutions.
• OLED-Ref 1, OLED-Ref 2, OLED 1-3 have the following structure: ITO / PEDOT / E L / cathode, where EML stands for the emission level and ITO for the anode (indium-tin oxide).
• EML stands for the emission level
• ITO for the anode (indium-tin oxide).
• the OLEDs are synthesized using the appropriate solutions, as summarized in Table 2, according to the following procedure
• the EL spectra are measured using Ocean Optics UBS2000.
• the EL spectra of OLED1-3 are summarized in Figure 1-3.
• OLED-Refl and OLED-Ref2 no EL spectra can be measured, even if the voltage is increased up to 40 V.
• the OLEDs with the emitters E1 to E3 according to the invention or the mixtures according to the invention show a clear EL spectrum with a
• PS E4 (30 wt .-% based on the entire layer) measured on quartz glass. It has all the essential parts in the UV range.
• 0.314 g (2.175 mmol) of 6-ethenyl-benzofuran (CAS 1158745-25-5) and 0.228 g (2.175 mmol) of styrene (CAS 100-42-5) are transferred to a dried flask and rendered inert. There are added 2.3 ml of degassed, dry toluene and the solution repeatedly inertized. In a separate dispensing vessel, 0.7 mg (0.004 mmol) of ⁇ , ⁇ '-azoisobutyronitrile are dissolved in 10 ml of dry, degassed toluene and rendered inert.
• the monomer solution is heated to 70 ° C and 0.1 ml of the AIBN solution added to the reaction solution by syringe.
• the reaction mixture is stirred for 72 h at 70 ° C, then cooled to room temperature and stirred for a further 24 h.
• the reaction mixture is added dropwise to degassed ethanol and the resulting solid is filtered off.
• the solid is redissolved in toluene and precipitated in ethanol.
• the solid is filtered off and in

Landscapes

• Chemical & Material Sciences (AREA)
• Organic Chemistry (AREA)
• Engineering & Computer Science (AREA)
• Materials Engineering (AREA)
• Health & Medical Sciences (AREA)
• Chemical Kinetics & Catalysis (AREA)
• Medicinal Chemistry (AREA)
• Polymers & Plastics (AREA)
• Physics & Mathematics (AREA)
• Spectroscopy & Molecular Physics (AREA)
• Life Sciences & Earth Sciences (AREA)
• Wood Science & Technology (AREA)
• Emergency Medicine (AREA)
• Biomedical Technology (AREA)
• Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
• Radiology & Medical Imaging (AREA)
• Animal Behavior & Ethology (AREA)
• General Health & Medical Sciences (AREA)
• Public Health (AREA)
• Veterinary Medicine (AREA)
• Pathology (AREA)
• Biophysics (AREA)
• Electroluminescent Light Sources (AREA)
• Nitrogen Condensed Heterocyclic Rings (AREA)

Priority Applications (1)

Applications Claiming Priority (3)

Publications (1)

Family

ID=47562921

Family Applications (1)

Country Status (6)

Families Citing this family (9)

Family Cites Families (32)

• 2013
  • 2013-11-27 CN CN201380066038.2A patent/CN104871336B/zh active Active
  • 2013-11-27 US US14/652,982 patent/US10115903B2/en not_active Expired - Fee Related
  • 2013-11-27 EP EP13798253.4A patent/EP2936584A2/de not_active Withdrawn
  • 2013-11-27 JP JP2015548260A patent/JP2016506625A/ja active Pending
  • 2013-11-27 WO PCT/EP2013/003585 patent/WO2014094965A2/de active Application Filing
  • 2013-11-27 KR KR1020157019497A patent/KR20150099801A/ko not_active Application Discontinuation

Non-Patent Citations (1)

Also Published As

Similar Documents

Legal Events