WO2005095543A2 - Liquid crystalline interpenetrating polymer networks - Google Patents
Liquid crystalline interpenetrating polymer networks Download PDFInfo
- Publication number
- WO2005095543A2 WO2005095543A2 PCT/GB2005/001281 GB2005001281W WO2005095543A2 WO 2005095543 A2 WO2005095543 A2 WO 2005095543A2 GB 2005001281 W GB2005001281 W GB 2005001281W WO 2005095543 A2 WO2005095543 A2 WO 2005095543A2
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- use according
- group
- photovoltaic cell
- electron
- general formula
- Prior art date
Links
- 229920000642 polymer Polymers 0.000 title claims description 32
- 239000007788 liquid Substances 0.000 title description 7
- 229920000106 Liquid crystal polymer Polymers 0.000 claims abstract description 9
- 239000000203 mixture Substances 0.000 claims description 37
- 150000001993 dienes Chemical class 0.000 claims description 27
- 238000000034 method Methods 0.000 claims description 26
- 239000000178 monomer Substances 0.000 claims description 16
- 239000000758 substrate Substances 0.000 claims description 15
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 12
- 239000004973 liquid crystal related substance Substances 0.000 claims description 11
- 125000000217 alkyl group Chemical group 0.000 claims description 10
- 150000001875 compounds Chemical class 0.000 claims description 9
- 229910052760 oxygen Inorganic materials 0.000 claims description 9
- 230000005855 radiation Effects 0.000 claims description 9
- 125000006850 spacer group Chemical group 0.000 claims description 9
- 150000003254 radicals Chemical class 0.000 claims description 8
- 238000006243 chemical reaction Methods 0.000 claims description 7
- 230000008569 process Effects 0.000 claims description 7
- 125000001931 aliphatic group Chemical group 0.000 claims description 6
- 150000001412 amines Chemical class 0.000 claims description 6
- 230000015572 biosynthetic process Effects 0.000 claims description 5
- YTPLMLYBLZKORZ-UHFFFAOYSA-N Thiophene Chemical compound C=1C=CSC=1 YTPLMLYBLZKORZ-UHFFFAOYSA-N 0.000 claims description 4
- 125000003342 alkenyl group Chemical group 0.000 claims description 4
- 239000011248 coating agent Substances 0.000 claims description 4
- 238000000576 coating method Methods 0.000 claims description 4
- 125000004122 cyclic group Chemical group 0.000 claims description 4
- 125000005842 heteroatom Chemical group 0.000 claims description 4
- 238000004519 manufacturing process Methods 0.000 claims description 4
- -1 vmylenephenylene Chemical compound 0.000 claims description 4
- 229920006037 cross link polymer Polymers 0.000 claims description 3
- 150000002148 esters Chemical class 0.000 claims description 3
- RMBPEFMHABBEKP-UHFFFAOYSA-N fluorene Chemical compound C1=CC=C2C3=C[CH]C=CC3=CC2=C1 RMBPEFMHABBEKP-UHFFFAOYSA-N 0.000 claims description 3
- NIHNNTQXNPWCJQ-UHFFFAOYSA-N o-biphenylenemethane Natural products C1=CC=C2CC3=CC=CC=C3C2=C1 NIHNNTQXNPWCJQ-UHFFFAOYSA-N 0.000 claims description 3
- 125000002080 perylenyl group Chemical group C1(=CC=C2C=CC=C3C4=CC=CC5=CC=CC(C1=C23)=C45)* 0.000 claims description 3
- CSHWQDPOILHKBI-UHFFFAOYSA-N peryrene Natural products C1=CC(C2=CC=CC=3C2=C2C=CC=3)=C3C2=CC=CC3=C1 CSHWQDPOILHKBI-UHFFFAOYSA-N 0.000 claims description 3
- FNQJDLTXOVEEFB-UHFFFAOYSA-N 1,2,3-benzothiadiazole Chemical compound C1=CC=C2SN=NC2=C1 FNQJDLTXOVEEFB-UHFFFAOYSA-N 0.000 claims description 2
- 239000005964 Acibenzolar-S-methyl Substances 0.000 claims description 2
- 230000031700 light absorption Effects 0.000 claims description 2
- WCPAKWJPBJAGKN-UHFFFAOYSA-N oxadiazole Chemical compound C1=CON=N1 WCPAKWJPBJAGKN-UHFFFAOYSA-N 0.000 claims description 2
- 229930192474 thiophene Natural products 0.000 claims description 2
- MWPLVEDNUUSJAV-UHFFFAOYSA-N anthracene Chemical compound C1=CC=CC2=CC3=CC=CC=C3C=C21 MWPLVEDNUUSJAV-UHFFFAOYSA-N 0.000 claims 2
- 239000000975 dye Substances 0.000 claims 1
- 239000010409 thin film Substances 0.000 description 11
- 239000000463 material Substances 0.000 description 10
- 239000010408 film Substances 0.000 description 9
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 8
- 239000005267 main chain polymer Substances 0.000 description 8
- 238000005191 phase separation Methods 0.000 description 7
- 239000011521 glass Substances 0.000 description 6
- 238000000926 separation method Methods 0.000 description 5
- 239000002904 solvent Substances 0.000 description 5
- 229920001609 Poly(3,4-ethylenedioxythiophene) Polymers 0.000 description 4
- 238000010521 absorption reaction Methods 0.000 description 4
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 4
- 230000008901 benefit Effects 0.000 description 4
- 239000000969 carrier Substances 0.000 description 4
- 239000001301 oxygen Substances 0.000 description 4
- 150000003384 small molecules Chemical class 0.000 description 4
- 238000004528 spin coating Methods 0.000 description 4
- 238000002207 thermal evaporation Methods 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- 229920002959 polymer blend Polymers 0.000 description 3
- 238000005215 recombination Methods 0.000 description 3
- 230000006798 recombination Effects 0.000 description 3
- 239000004977 Liquid-crystal polymers (LCPs) Substances 0.000 description 2
- 230000009471 action Effects 0.000 description 2
- 125000006852 aliphatic spacer Chemical group 0.000 description 2
- 125000003118 aryl group Chemical group 0.000 description 2
- 238000004630 atomic force microscopy Methods 0.000 description 2
- ZYGHJZDHTFUPRJ-UHFFFAOYSA-N coumarin Chemical compound C1=CC=C2OC(=O)C=CC2=C1 ZYGHJZDHTFUPRJ-UHFFFAOYSA-N 0.000 description 2
- 238000004132 cross linking Methods 0.000 description 2
- 125000002897 diene group Chemical group 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 239000011368 organic material Substances 0.000 description 2
- 239000004033 plastic Substances 0.000 description 2
- 238000001429 visible spectrum Methods 0.000 description 2
- 238000005406 washing Methods 0.000 description 2
- 0 *c(cc1)ccc1-c(c1n[s]nc11)ccc1-c1ccc(*)cc1 Chemical compound *c(cc1)ccc1-c(c1n[s]nc11)ccc1-c1ccc(*)cc1 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 1
- 238000002835 absorbance Methods 0.000 description 1
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 238000000137 annealing Methods 0.000 description 1
- 238000000089 atomic force micrograph Methods 0.000 description 1
- 229940114081 cinnamate Drugs 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 229940126214 compound 3 Drugs 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 229960000956 coumarin Drugs 0.000 description 1
- 235000001671 coumarin Nutrition 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 238000000151 deposition Methods 0.000 description 1
- 230000008021 deposition Effects 0.000 description 1
- 238000009792 diffusion process Methods 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 239000003574 free electron Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 230000005525 hole transport Effects 0.000 description 1
- 238000005286 illumination Methods 0.000 description 1
- 230000006872 improvement Effects 0.000 description 1
- 238000011065 in-situ storage Methods 0.000 description 1
- 239000003999 initiator Substances 0.000 description 1
- 230000000977 initiatory effect Effects 0.000 description 1
- 230000001678 irradiating effect Effects 0.000 description 1
- 231100000053 low toxicity Toxicity 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 1
- 229910052753 mercury Inorganic materials 0.000 description 1
- 238000013086 organic photovoltaic Methods 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 230000037361 pathway Effects 0.000 description 1
- 230000004044 response Effects 0.000 description 1
- 230000000717 retained effect Effects 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 239000005266 side chain polymer Substances 0.000 description 1
- 239000000126 substance Chemical group 0.000 description 1
- 238000012719 thermal polymerization Methods 0.000 description 1
- 238000012876 topography Methods 0.000 description 1
- WBYWAXJHAXSJNI-VOTSOKGWSA-M trans-cinnamate Chemical compound [O-]C(=O)\C=C\C1=CC=CC=C1 WBYWAXJHAXSJNI-VOTSOKGWSA-M 0.000 description 1
Classifications
-
- 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
- C09K19/00—Liquid crystal materials
- C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
- C09K19/06—Non-steroidal liquid crystal compounds
- C09K19/34—Non-steroidal liquid crystal compounds containing at least one heterocyclic ring
- C09K19/3441—Non-steroidal liquid crystal compounds containing at least one heterocyclic ring having nitrogen as hetero atom
- C09K19/3488—Non-steroidal liquid crystal compounds containing at least one heterocyclic ring having nitrogen as hetero atom the heterocyclic ring having more than 6 members, e.g. macrocycles, phthalocyanines
-
- 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
- C09K19/00—Liquid crystal materials
- C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
- C09K19/06—Non-steroidal liquid crystal compounds
- C09K19/32—Non-steroidal liquid crystal compounds containing condensed ring systems, i.e. fused, bridged or spiro ring 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
- C09K19/00—Liquid crystal materials
- C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
- C09K19/06—Non-steroidal liquid crystal compounds
- C09K19/34—Non-steroidal liquid crystal compounds containing at least one heterocyclic ring
- C09K19/3441—Non-steroidal liquid crystal compounds containing at least one heterocyclic ring having nitrogen as hetero atom
- C09K19/3477—Non-steroidal liquid crystal compounds containing at least one heterocyclic ring having nitrogen as hetero atom the heterocyclic ring being a five-membered aromatic ring containing at least one nitrogen atom
- C09K19/348—Non-steroidal liquid crystal compounds containing at least one heterocyclic ring having nitrogen as hetero atom the heterocyclic ring being a five-membered aromatic ring containing at least one nitrogen atom containing at least two nitrogen atoms
-
- 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
- C09K19/00—Liquid crystal materials
- C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
- C09K19/06—Non-steroidal liquid crystal compounds
- C09K19/34—Non-steroidal liquid crystal compounds containing at least one heterocyclic ring
- C09K19/3491—Non-steroidal liquid crystal compounds containing at least one heterocyclic ring having sulfur as hetero atom
-
- 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
- C09K19/00—Liquid crystal materials
- C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
- C09K19/06—Non-steroidal liquid crystal compounds
- C09K19/34—Non-steroidal liquid crystal compounds containing at least one heterocyclic ring
- C09K19/3491—Non-steroidal liquid crystal compounds containing at least one heterocyclic ring having sulfur as hetero atom
- C09K19/3497—Non-steroidal liquid crystal compounds containing at least one heterocyclic ring having sulfur as hetero atom the heterocyclic ring containing sulfur and nitrogen atoms
-
- 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
- C09K19/00—Liquid crystal materials
- C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
- C09K19/38—Polymers
- C09K19/3833—Polymers with mesogenic groups in the side chain
-
- 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
- C09K19/00—Liquid crystal materials
- C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
- C09K19/38—Polymers
- C09K19/3833—Polymers with mesogenic groups in the side chain
- C09K19/3842—Polyvinyl derivatives
- C09K19/3852—Poly(meth)acrylate derivatives
- C09K19/3861—Poly(meth)acrylate derivatives containing condensed ring systems
-
- H—ELECTRICITY
- H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
- H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
- H10K30/00—Organic devices sensitive to infrared radiation, light, electromagnetic radiation of shorter wavelength or corpuscular radiation
- H10K30/20—Organic devices sensitive to infrared radiation, light, electromagnetic radiation of shorter wavelength or corpuscular radiation comprising organic-organic junctions, e.g. donor-acceptor junctions
-
- H—ELECTRICITY
- H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
- H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
- H10K30/00—Organic devices sensitive to infrared radiation, light, electromagnetic radiation of shorter wavelength or corpuscular radiation
- H10K30/30—Organic devices sensitive to infrared radiation, light, electromagnetic radiation of shorter wavelength or corpuscular radiation comprising bulk heterojunctions, e.g. interpenetrating networks of donor and acceptor material domains
-
- 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
- H10K85/111—Organic polymers or oligomers comprising aromatic, heteroaromatic, or aryl chains, e.g. polyaniline, polyphenylene or polyphenylene vinylene
- H10K85/113—Heteroaromatic compounds comprising sulfur or selene, e.g. polythiophene
-
- 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
- H10K85/60—Organic compounds having low molecular weight
- H10K85/649—Aromatic compounds comprising a hetero atom
- H10K85/655—Aromatic compounds comprising a hetero atom comprising only sulfur as heteroatom
-
- 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
- H10K85/731—Liquid crystalline materials
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K19/00—Liquid crystal materials
- C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
- C09K2019/0444—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit characterized by a linking chain between rings or ring systems, a bridging chain between extensive mesogenic moieties or an end chain group
- C09K2019/0448—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit characterized by a linking chain between rings or ring systems, a bridging chain between extensive mesogenic moieties or an end chain group the end chain group being a polymerizable end group, e.g. -Sp-P or acrylate
-
- 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
- C09K19/00—Liquid crystal materials
- C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
- C09K2019/0488—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit characterized by a special bonding
- C09K2019/0496—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit characterized by a special bonding the special bonding being a specific pi-conjugated group
-
- H—ELECTRICITY
- H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
- H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
- H10K2102/00—Constructional details relating to the organic devices covered by this subclass
- H10K2102/10—Transparent electrodes, e.g. using graphene
- H10K2102/101—Transparent electrodes, e.g. using graphene comprising transparent conductive oxides [TCO]
- H10K2102/103—Transparent electrodes, e.g. using graphene comprising transparent conductive oxides [TCO] comprising indium oxides, e.g. ITO
-
- H—ELECTRICITY
- H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
- H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
- H10K30/00—Organic devices sensitive to infrared radiation, light, electromagnetic radiation of shorter wavelength or corpuscular radiation
- H10K30/50—Photovoltaic [PV] devices
-
- 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
- H10K85/111—Organic polymers or oligomers comprising aromatic, heteroaromatic, or aryl chains, e.g. polyaniline, polyphenylene or polyphenylene vinylene
- H10K85/113—Heteroaromatic compounds comprising sulfur or selene, e.g. polythiophene
- H10K85/1135—Polyethylene dioxythiophene [PEDOT]; Derivatives thereof
-
- 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
- H10K85/111—Organic polymers or oligomers comprising aromatic, heteroaromatic, or aryl chains, e.g. polyaniline, polyphenylene or polyphenylene vinylene
- H10K85/115—Polyfluorene; Derivatives thereof
-
- 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
- H10K85/30—Coordination compounds
- H10K85/321—Metal complexes comprising a group IIIA element, e.g. Tris (8-hydroxyquinoline) gallium [Gaq3]
- H10K85/324—Metal complexes comprising a group IIIA element, e.g. Tris (8-hydroxyquinoline) gallium [Gaq3] comprising aluminium, e.g. Alq3
-
- 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
- H10K85/621—Aromatic anhydride or imide compounds, e.g. perylene tetra-carboxylic dianhydride or perylene tetracarboxylic di-imide
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02E—REDUCTION OF GREENHOUSE GAS [GHG] EMISSIONS, RELATED TO ENERGY GENERATION, TRANSMISSION OR DISTRIBUTION
- Y02E10/00—Energy generation through renewable energy sources
- Y02E10/50—Photovoltaic [PV] energy
- Y02E10/549—Organic PV cells
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P70/00—Climate change mitigation technologies in the production process for final industrial or consumer products
- Y02P70/50—Manufacturing or production processes characterised by the final manufactured product
Landscapes
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Crystallography & Structural Chemistry (AREA)
- Organic Chemistry (AREA)
- Physics & Mathematics (AREA)
- Electromagnetism (AREA)
- Spectroscopy & Molecular Physics (AREA)
- Photovoltaic Devices (AREA)
- Graft Or Block Polymers (AREA)
- Liquid Crystal (AREA)
- Liquid Crystal Substances (AREA)
- Polymers With Sulfur, Phosphorus Or Metals In The Main Chain (AREA)
- Electroluminescent Light Sources (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Abstract
Description
Claims
Priority Applications (4)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP2007505637A JP5422119B2 (en) | 2004-04-03 | 2005-04-01 | Liquid crystal interpenetrating polymer network |
EP05734164A EP1763571B1 (en) | 2004-04-03 | 2005-04-01 | Liquid crystalline interpenetrating polymer networks |
DE602005008242T DE602005008242D1 (en) | 2004-04-03 | 2005-04-01 | LIQUID CRYSTALLINE INTERPENETRATING POLYMER NETWORKS |
US11/547,324 US7820907B2 (en) | 2004-04-03 | 2005-04-01 | Liquid crystalline interpenetrating polymer networks |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GBGB0407661.8A GB0407661D0 (en) | 2004-04-03 | 2004-04-03 | Liquid crystalline interpenetrating polymer networks |
GB0407661.8 | 2004-04-03 |
Publications (2)
Publication Number | Publication Date |
---|---|
WO2005095543A2 true WO2005095543A2 (en) | 2005-10-13 |
WO2005095543A3 WO2005095543A3 (en) | 2005-11-24 |
Family
ID=32247864
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/GB2005/001281 WO2005095543A2 (en) | 2004-04-03 | 2005-04-01 | Liquid crystalline interpenetrating polymer networks |
Country Status (7)
Country | Link |
---|---|
US (1) | US7820907B2 (en) |
EP (1) | EP1763571B1 (en) |
JP (1) | JP5422119B2 (en) |
AT (1) | ATE401381T1 (en) |
DE (1) | DE602005008242D1 (en) |
GB (1) | GB0407661D0 (en) |
WO (1) | WO2005095543A2 (en) |
Cited By (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2007064721A2 (en) | 2005-11-30 | 2007-06-07 | Aldred Matthew P | Lighting elements, devices and methods |
WO2009030352A1 (en) | 2007-09-03 | 2009-03-12 | Merck Patent Gmbh | Fluorene derivatives |
WO2012098410A1 (en) * | 2011-01-21 | 2012-07-26 | University Of Hull | Polymer networks |
US8558013B2 (en) | 2008-01-07 | 2013-10-15 | Lomox Limited | Electroluminescent materials |
US9006435B2 (en) | 2009-09-30 | 2015-04-14 | Lomox Limited | Electroluminescent thiophene derivatives |
US9508942B2 (en) | 2008-02-18 | 2016-11-29 | Lomox Limited | Liquid crystal photoalignment materials |
Families Citing this family (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US8173045B2 (en) | 2008-05-28 | 2012-05-08 | University Of Washington | Diels-Alder crosslinkable dendritic nonlinear optic chromophores and polymer composites |
JP5531243B2 (en) * | 2009-01-23 | 2014-06-25 | 三菱化学株式会社 | Semiconductor device manufacturing method and solar cell |
JP5326743B2 (en) * | 2009-03-30 | 2013-10-30 | 大日本印刷株式会社 | Organic thin film solar cell and method for producing the same |
JP5652092B2 (en) * | 2010-09-30 | 2015-01-14 | 凸版印刷株式会社 | Block copolymer and solar cell using the same |
EP2921545B1 (en) * | 2014-03-21 | 2019-08-21 | Merck Patent GmbH | Polymerisable compounds and the use thereof in liquid-crystal displays |
GB201506309D0 (en) * | 2015-04-14 | 2015-05-27 | Univ Hull | Polymer networks |
PL243899B1 (en) | 2020-07-16 | 2023-10-30 | Univ Jagiellonski | System and method of time calibration of the TOF-PET tomograph detection system |
Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US20030018097A1 (en) * | 2001-07-03 | 2003-01-23 | O'neill Mary | Light emitting polymer |
GB2379931A (en) * | 2001-08-17 | 2003-03-26 | Merck Patent Gmbh | 1,4-di-(trans-cyclohexyl)benzenes |
EP1318185A1 (en) * | 2001-12-10 | 2003-06-11 | MERCK PATENT GmbH | Reactive mesogenic azulenes |
EP1357163A1 (en) * | 2002-04-24 | 2003-10-29 | MERCK PATENT GmbH | Reactive mesogenic benzodithiophenes |
WO2004093154A2 (en) * | 2003-04-09 | 2004-10-28 | Zlx Techno, Ltd. | Crosslinkable materials for organic light emitting devices and methods |
Family Cites Families (12)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB9423692D0 (en) * | 1994-11-23 | 1995-01-11 | Philips Electronics Uk Ltd | A photoresponsive device |
JPH1187064A (en) * | 1997-09-08 | 1999-03-30 | Mitsubishi Electric Corp | Photoelectric conversion element |
JP4043135B2 (en) * | 1999-03-29 | 2008-02-06 | 株式会社東芝 | Functional element and multi-component multi-phase polymer molding |
ATE386075T1 (en) * | 1999-04-12 | 2008-03-15 | Cornell Res Foundation Inc | HYDROGEL SHAPING SYSTEM WITH HYDROPHOBIC AND HYDROPHILIC COMPONENTS |
JP2001338273A (en) * | 2000-05-25 | 2001-12-07 | Dainippon Printing Co Ltd | Laminated power generation display type ic card |
US20030235659A1 (en) * | 2000-11-30 | 2003-12-25 | Energy Sciences, Inc. | Particle beam processing apparatus |
US6830831B2 (en) * | 2001-06-29 | 2004-12-14 | University Of Hull | Light emitter for a display |
US7118787B2 (en) * | 2001-06-29 | 2006-10-10 | University Of Hull | Liquid crystal alignment layer |
US20030027017A1 (en) * | 2001-07-03 | 2003-02-06 | O'neill Mary | Light emitter for a display |
US6867243B2 (en) * | 2001-06-29 | 2005-03-15 | University Of Hull | Light emitting polymer |
US20030021913A1 (en) * | 2001-07-03 | 2003-01-30 | O'neill Mary | Liquid crystal alignment layer |
DE60305570T2 (en) * | 2002-04-24 | 2007-05-03 | Merck Patent Gmbh | Reactive mesogenic benzodithiophenes |
-
2004
- 2004-04-03 GB GBGB0407661.8A patent/GB0407661D0/en not_active Ceased
-
2005
- 2005-04-01 EP EP05734164A patent/EP1763571B1/en not_active Not-in-force
- 2005-04-01 AT AT05734164T patent/ATE401381T1/en not_active IP Right Cessation
- 2005-04-01 US US11/547,324 patent/US7820907B2/en not_active Expired - Fee Related
- 2005-04-01 DE DE602005008242T patent/DE602005008242D1/en active Active
- 2005-04-01 JP JP2007505637A patent/JP5422119B2/en not_active Expired - Fee Related
- 2005-04-01 WO PCT/GB2005/001281 patent/WO2005095543A2/en active IP Right Grant
Patent Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US20030018097A1 (en) * | 2001-07-03 | 2003-01-23 | O'neill Mary | Light emitting polymer |
GB2379931A (en) * | 2001-08-17 | 2003-03-26 | Merck Patent Gmbh | 1,4-di-(trans-cyclohexyl)benzenes |
EP1318185A1 (en) * | 2001-12-10 | 2003-06-11 | MERCK PATENT GmbH | Reactive mesogenic azulenes |
EP1357163A1 (en) * | 2002-04-24 | 2003-10-29 | MERCK PATENT GmbH | Reactive mesogenic benzodithiophenes |
WO2004093154A2 (en) * | 2003-04-09 | 2004-10-28 | Zlx Techno, Ltd. | Crosslinkable materials for organic light emitting devices and methods |
Cited By (16)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP1966842A2 (en) * | 2005-11-30 | 2008-09-10 | Matthew P. Aldred | Lighting elements, devices and methods |
EP1966842A4 (en) * | 2005-11-30 | 2011-06-15 | Matthew P Aldred | Lighting elements, devices and methods |
WO2007064721A2 (en) | 2005-11-30 | 2007-06-07 | Aldred Matthew P | Lighting elements, devices and methods |
CN101796164B (en) * | 2007-09-03 | 2014-08-20 | 默克专利股份有限公司 | Fluorene derivatives |
WO2009030352A1 (en) | 2007-09-03 | 2009-03-12 | Merck Patent Gmbh | Fluorene derivatives |
JP2010537955A (en) * | 2007-09-03 | 2010-12-09 | メルク パテント ゲゼルシャフト ミット ベシュレンクテル ハフツング | Fluorene derivative |
US8323527B2 (en) | 2007-09-03 | 2012-12-04 | Merck Patent Gmbh | Fluorene derivatives |
CN103254083A (en) * | 2007-09-03 | 2013-08-21 | 默克专利股份有限公司 | Fluorene derivatives |
US9029537B2 (en) | 2008-01-07 | 2015-05-12 | Lomox Limited | Electroluminescent materials |
US8558013B2 (en) | 2008-01-07 | 2013-10-15 | Lomox Limited | Electroluminescent materials |
US9508942B2 (en) | 2008-02-18 | 2016-11-29 | Lomox Limited | Liquid crystal photoalignment materials |
US10707426B2 (en) | 2008-02-18 | 2020-07-07 | Lomox Limited | Liquid crystal photoalignment materials |
US9006435B2 (en) | 2009-09-30 | 2015-04-14 | Lomox Limited | Electroluminescent thiophene derivatives |
CN103328606A (en) * | 2011-01-21 | 2013-09-25 | 赫尔大学 | Polymer networks |
WO2012098410A1 (en) * | 2011-01-21 | 2012-07-26 | University Of Hull | Polymer networks |
US9716229B2 (en) | 2011-01-21 | 2017-07-25 | University Of Hull | Polymer networks |
Also Published As
Publication number | Publication date |
---|---|
WO2005095543A3 (en) | 2005-11-24 |
GB0407661D0 (en) | 2004-05-05 |
EP1763571A2 (en) | 2007-03-21 |
JP5422119B2 (en) | 2014-02-19 |
JP2007531995A (en) | 2007-11-08 |
US20070284556A1 (en) | 2007-12-13 |
ATE401381T1 (en) | 2008-08-15 |
EP1763571B1 (en) | 2008-07-16 |
DE602005008242D1 (en) | 2008-08-28 |
US7820907B2 (en) | 2010-10-26 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
EP1763571B1 (en) | Liquid crystalline interpenetrating polymer networks | |
Zuniga et al. | Approaches to solution-processed multilayer organic light-emitting diodes based on cross-linking | |
Bellmann et al. | New triarylamine-containing polymers as hole transport materials in organic light-emitting diodes: Effect of polymer structure and cross-linking on device characteristics | |
Lee et al. | Oxidative stability and its effect on the photoluminescence of poly (fluorene) derivatives: end group effects | |
Surin et al. | Correlation between the microscopic morphology and the solid-state photoluminescence properties in fluorene-based polymers and copolymers | |
Cho et al. | Saturated and efficient red light-emitting fluorene-based alternating polymers containing phenothiazine derivatives | |
Svensson et al. | High‐performance polymer solar cells of an alternating polyfluorene copolymer and a fullerene derivative | |
CN102263205B (en) | Application of crosslinkable conjugated polymer materials in flip organic photoelectric device | |
Miyanishi et al. | Morphological stabilization of polymer photovoltaic cells by using cross-linkable poly (3-(5-hexenyl) thiophene) | |
Contoret et al. | Polarized electroluminescence from an anisotropic nematic network on a non‐contact photoalignment layer | |
Botiz et al. | Optoelectronics using block copolymers | |
WO2021136435A1 (en) | Conjugated polymer donor material, and preparation method therefor and use thereof | |
Tseng et al. | Stable organic blue-light-emitting devices prepared from poly [spiro (fluorene-9, 9 ‘-xanthene)] | |
Liu et al. | Efficient thermally activated delayed fluorescence conjugated polymeric emitters with tunable nature of excited states regulated via carbazole derivatives for solution-processed OLEDs | |
Geng et al. | Monodisperse glassy-nematic conjugated oligomers with chemically tunable polarized light emission | |
Helgesen et al. | Photovoltaic performance of polymers based on dithienylthienopyrazines bearing thermocleavable benzoate esters | |
Bao et al. | Novel oxadiazole side chain conjugated polymers as single-layer light-emitting diodes with improved quantum efficiencies | |
Van De Wetering et al. | Design and synthesis of a low band gap conjugated macroinitiator: toward rod− coil donor− acceptor block copolymers | |
Foster et al. | Improved performance of perylene-based photovoltaic cells using polyisocyanopeptide arrays | |
Carrasco‐Orozco et al. | New photovoltaic concept: liquid‐crystal solar cells using a nematic gel template | |
CN104945602B (en) | The crosslinkable composition of conjugated polymer material, click chemistry containing alkenyl/alkynyl functionality | |
KR20070034492A (en) | Electronic devices | |
EP2315792A1 (en) | Electroluminescent polymers, method for the production thereof, and use thereof | |
Schwartz et al. | Synthesis, characterization, and surface initiated polymerization of carbazole functionalized isocyanides | |
Chen et al. | Effective end group modification of poly (3-hexylthiophene) with functional electron-deficient moieties for performance improvement in polymer solar cell |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
AK | Designated states |
Kind code of ref document: A2 Designated state(s): AE AG AL AM AT AU AZ BA BB BG BR BW BY BZ CA CH CN CO CR CU CZ DE DK DM DZ EC EE EG ES FI GB GD GE GH GM HR HU ID IL IN IS JP KE KG KP KR KZ LC LK LR LS LT LU LV MA MD MG MK MN MW MX MZ NA NI NO NZ OM PG PH PL PT RO RU SC SD SE SG SK SL SM SY TJ TM TN TR TT TZ UA UG US UZ VC VN YU ZA ZM ZW |
|
AL | Designated countries for regional patents |
Kind code of ref document: A2 Designated state(s): BW GH GM KE LS MW MZ NA SD SL SZ TZ UG ZM ZW AM AZ BY KG KZ MD RU TJ TM AT BE BG CH CY CZ DE DK EE ES FI FR GB GR HU IE IS IT LT LU MC NL PL PT RO SE SI SK TR BF BJ CF CG CI CM GA GN GQ GW ML MR NE SN TD TG |
|
121 | Ep: the epo has been informed by wipo that ep was designated in this application | ||
WWE | Wipo information: entry into national phase |
Ref document number: 2007505637 Country of ref document: JP |
|
NENP | Non-entry into the national phase |
Ref country code: DE |
|
WWW | Wipo information: withdrawn in national office |
Country of ref document: DE |
|
WWE | Wipo information: entry into national phase |
Ref document number: 2005734164 Country of ref document: EP |
|
WWP | Wipo information: published in national office |
Ref document number: 2005734164 Country of ref document: EP |
|
WWE | Wipo information: entry into national phase |
Ref document number: 11547324 Country of ref document: US |
|
WWP | Wipo information: published in national office |
Ref document number: 11547324 Country of ref document: US |
|
WWG | Wipo information: grant in national office |
Ref document number: 2005734164 Country of ref document: EP |