JP2008525609A5 - - Google Patents
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- JP2008525609A5 JP2008525609A5 JP2007548892A JP2007548892A JP2008525609A5 JP 2008525609 A5 JP2008525609 A5 JP 2008525609A5 JP 2007548892 A JP2007548892 A JP 2007548892A JP 2007548892 A JP2007548892 A JP 2007548892A JP 2008525609 A5 JP2008525609 A5 JP 2008525609A5
- Authority
- JP
- Japan
- Prior art keywords
- conductive polymer
- polymer composition
- anode
- layer
- salt
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
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- 239000000203 mixture Substances 0.000 claims description 84
- 229920001940 conductive polymer Polymers 0.000 claims description 82
- 239000010410 layer Substances 0.000 claims description 80
- 229920000642 polymer Polymers 0.000 claims description 42
- 229920001609 Poly(3,4-ethylenedioxythiophene) Polymers 0.000 claims description 41
- 239000000463 material Substances 0.000 claims description 41
- 229920001223 polyethylene glycol Polymers 0.000 claims description 36
- 229910052751 metal Inorganic materials 0.000 claims description 28
- 239000002184 metal Substances 0.000 claims description 28
- 239000002202 Polyethylene glycol Substances 0.000 claims description 23
- 150000003839 salts Chemical class 0.000 claims description 23
- 239000011159 matrix material Substances 0.000 claims description 20
- 238000000151 deposition Methods 0.000 claims description 19
- 239000005518 polymer electrolyte Substances 0.000 claims description 19
- 238000000034 method Methods 0.000 claims description 18
- -1 actinide salt Chemical class 0.000 claims description 17
- 238000007641 inkjet printing Methods 0.000 claims description 16
- 239000004065 semiconductor Substances 0.000 claims description 13
- 230000008021 deposition Effects 0.000 claims description 12
- 239000007787 solid Substances 0.000 claims description 12
- 238000004519 manufacturing process Methods 0.000 claims description 9
- 229920000172 poly(styrenesulfonic acid) Polymers 0.000 claims description 7
- 229940005642 polystyrene sulfonic acid Drugs 0.000 claims description 7
- 238000004132 cross linking Methods 0.000 claims description 6
- 239000007864 aqueous solution Substances 0.000 claims description 4
- AMGQUBHHOARCQH-UHFFFAOYSA-N indium;oxotin Chemical compound [In].[Sn]=O AMGQUBHHOARCQH-UHFFFAOYSA-N 0.000 claims description 4
- 229910052747 lanthanoid Inorganic materials 0.000 claims description 4
- 150000002602 lanthanoids Chemical class 0.000 claims description 4
- 238000004528 spin coating Methods 0.000 claims description 4
- 238000010438 heat treatment Methods 0.000 claims description 3
- 229910052768 actinide Inorganic materials 0.000 claims description 2
- 239000011247 coating layer Substances 0.000 claims description 2
- 229910003002 lithium salt Inorganic materials 0.000 claims description 2
- 159000000002 lithium salts Chemical group 0.000 claims description 2
- 159000000000 sodium salts Chemical group 0.000 claims 1
- 201000003042 peeling skin syndrome Diseases 0.000 description 53
- 229920001467 poly(styrenesulfonates) Polymers 0.000 description 53
- 150000002500 ions Chemical class 0.000 description 41
- 239000000243 solution Substances 0.000 description 18
- 238000002347 injection Methods 0.000 description 15
- 239000007924 injection Substances 0.000 description 15
- 239000000758 substrate Substances 0.000 description 15
- 150000001768 cations Chemical class 0.000 description 13
- 229920000144 PEDOT:PSS Polymers 0.000 description 12
- 239000002253 acid Substances 0.000 description 12
- 150000001450 anions Chemical class 0.000 description 11
- HEMHJVSKTPXQMS-UHFFFAOYSA-M sodium hydroxide Inorganic materials [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 11
- 230000005525 hole transport Effects 0.000 description 10
- 239000001257 hydrogen Substances 0.000 description 10
- 229910052739 hydrogen Inorganic materials 0.000 description 10
- 150000005839 radical cations Chemical class 0.000 description 10
- 108010078791 Carrier Proteins Proteins 0.000 description 9
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 8
- 150000001875 compounds Chemical class 0.000 description 8
- 239000003085 diluting agent Substances 0.000 description 8
- 239000003446 ligand Substances 0.000 description 8
- 229910052744 lithium Inorganic materials 0.000 description 8
- 239000012044 organic layer Substances 0.000 description 8
- 125000001424 substituent group Chemical group 0.000 description 8
- 125000003118 aryl group Chemical group 0.000 description 7
- 238000010494 dissociation reaction Methods 0.000 description 7
- 230000005593 dissociations Effects 0.000 description 7
- 239000002019 doping agent Substances 0.000 description 7
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 7
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 6
- 150000007513 acids Chemical class 0.000 description 6
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 6
- 150000004696 coordination complex Chemical class 0.000 description 6
- 229920001577 copolymer Polymers 0.000 description 6
- 150000002739 metals Chemical class 0.000 description 6
- 239000000178 monomer Substances 0.000 description 6
- 229910052757 nitrogen Inorganic materials 0.000 description 6
- 230000005693 optoelectronics Effects 0.000 description 6
- 229910052760 oxygen Inorganic materials 0.000 description 6
- 239000001301 oxygen Substances 0.000 description 6
- 230000008569 process Effects 0.000 description 6
- 239000010409 thin film Substances 0.000 description 6
- 125000003545 alkoxy group Chemical group 0.000 description 5
- 239000011521 glass Substances 0.000 description 5
- 229910052736 halogen Inorganic materials 0.000 description 5
- 150000002367 halogens Chemical class 0.000 description 5
- 229920001519 homopolymer Polymers 0.000 description 5
- 229920003023 plastic Polymers 0.000 description 5
- 239000004033 plastic Substances 0.000 description 5
- 238000006116 polymerization reaction Methods 0.000 description 5
- 239000011734 sodium Substances 0.000 description 5
- 239000002904 solvent Substances 0.000 description 5
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 4
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 description 4
- 125000000217 alkyl group Chemical group 0.000 description 4
- 229910052782 aluminium Inorganic materials 0.000 description 4
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- 238000009472 formulation Methods 0.000 description 4
- 125000001072 heteroaryl group Chemical group 0.000 description 4
- 238000002156 mixing Methods 0.000 description 4
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 4
- ZOXJGFHDIHLPTG-UHFFFAOYSA-N Boron Chemical group [B] ZOXJGFHDIHLPTG-UHFFFAOYSA-N 0.000 description 3
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 3
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 230000000903 blocking effect Effects 0.000 description 3
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 3
- 229910052794 bromium Inorganic materials 0.000 description 3
- 229910052799 carbon Inorganic materials 0.000 description 3
- 239000003054 catalyst Substances 0.000 description 3
- 125000002091 cationic group Chemical group 0.000 description 3
- 230000007423 decrease Effects 0.000 description 3
- 238000009792 diffusion process Methods 0.000 description 3
- 238000004770 highest occupied molecular orbital Methods 0.000 description 3
- 230000006872 improvement Effects 0.000 description 3
- 239000011368 organic material Substances 0.000 description 3
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- 239000004094 surface-active agent Substances 0.000 description 3
- 125000005259 triarylamine group Chemical group 0.000 description 3
- VFUDMQLBKNMONU-UHFFFAOYSA-N 9-[4-(4-carbazol-9-ylphenyl)phenyl]carbazole Chemical compound C12=CC=CC=C2C2=CC=CC=C2N1C1=CC=C(C=2C=CC(=CC=2)N2C3=CC=CC=C3C3=CC=CC=C32)C=C1 VFUDMQLBKNMONU-UHFFFAOYSA-N 0.000 description 2
- UJOBWOGCFQCDNV-UHFFFAOYSA-N 9H-carbazole Chemical compound C1=CC=C2C3=CC=CC=C3NC2=C1 UJOBWOGCFQCDNV-UHFFFAOYSA-N 0.000 description 2
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 2
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 2
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 2
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- 239000002262 Schiff base Substances 0.000 description 2
- 150000004753 Schiff bases Chemical class 0.000 description 2
- 230000002411 adverse Effects 0.000 description 2
- 125000000129 anionic group Chemical group 0.000 description 2
- 125000003710 aryl alkyl group Chemical group 0.000 description 2
- 125000000732 arylene group Chemical group 0.000 description 2
- 125000004429 atom Chemical group 0.000 description 2
- 230000004888 barrier function Effects 0.000 description 2
- 239000002585 base Substances 0.000 description 2
- 230000009286 beneficial effect Effects 0.000 description 2
- 230000008901 benefit Effects 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 229910052791 calcium Inorganic materials 0.000 description 2
- 239000011575 calcium Substances 0.000 description 2
- 150000001735 carboxylic acids Chemical class 0.000 description 2
- 230000015556 catabolic process Effects 0.000 description 2
- 230000008859 change Effects 0.000 description 2
- 229910052801 chlorine Inorganic materials 0.000 description 2
- 239000000460 chlorine Substances 0.000 description 2
- 238000011109 contamination Methods 0.000 description 2
- 125000004093 cyano group Chemical group *C#N 0.000 description 2
- 238000006731 degradation reaction Methods 0.000 description 2
- 238000010586 diagram Methods 0.000 description 2
- 238000009826 distribution Methods 0.000 description 2
- 239000008393 encapsulating agent Substances 0.000 description 2
- 238000002474 experimental method Methods 0.000 description 2
- HVQAJTFOCKOKIN-UHFFFAOYSA-N flavonol Chemical compound O1C2=CC=CC=C2C(=O)C(O)=C1C1=CC=CC=C1 HVQAJTFOCKOKIN-UHFFFAOYSA-N 0.000 description 2
- NIHNNTQXNPWCJQ-UHFFFAOYSA-N fluorene Chemical compound C1=CC=C2CC3=CC=CC=C3C2=C1 NIHNNTQXNPWCJQ-UHFFFAOYSA-N 0.000 description 2
- 229910052731 fluorine Inorganic materials 0.000 description 2
- 239000011737 fluorine Substances 0.000 description 2
- 125000005549 heteroarylene group Chemical group 0.000 description 2
- 238000003780 insertion Methods 0.000 description 2
- 230000037431 insertion Effects 0.000 description 2
- 230000003993 interaction Effects 0.000 description 2
- PNDPGZBMCMUPRI-UHFFFAOYSA-N iodine Chemical compound II PNDPGZBMCMUPRI-UHFFFAOYSA-N 0.000 description 2
- PQXKHYXIUOZZFA-UHFFFAOYSA-M lithium fluoride Chemical compound [Li+].[F-] PQXKHYXIUOZZFA-UHFFFAOYSA-M 0.000 description 2
- QSZMZKBZAYQGRS-UHFFFAOYSA-N lithium;bis(trifluoromethylsulfonyl)azanide Chemical compound [Li+].FC(F)(F)S(=O)(=O)[N-]S(=O)(=O)C(F)(F)F QSZMZKBZAYQGRS-UHFFFAOYSA-N 0.000 description 2
- 238000004768 lowest unoccupied molecular orbital Methods 0.000 description 2
- 125000004433 nitrogen atom Chemical group N* 0.000 description 2
- 229910052763 palladium Inorganic materials 0.000 description 2
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 2
- 229920000553 poly(phenylenevinylene) Polymers 0.000 description 2
- 229920000447 polyanionic polymer Polymers 0.000 description 2
- 229920000412 polyarylene Polymers 0.000 description 2
- 229920005604 random copolymer Polymers 0.000 description 2
- 230000009467 reduction Effects 0.000 description 2
- 238000000926 separation method Methods 0.000 description 2
- 239000007784 solid electrolyte Substances 0.000 description 2
- 230000006641 stabilisation Effects 0.000 description 2
- 238000011105 stabilization Methods 0.000 description 2
- 230000000087 stabilizing effect Effects 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 238000006467 substitution reaction Methods 0.000 description 2
- 230000007704 transition Effects 0.000 description 2
- TVIVIEFSHFOWTE-UHFFFAOYSA-K tri(quinolin-8-yloxy)alumane Chemical compound [Al+3].C1=CN=C2C([O-])=CC=CC2=C1.C1=CN=C2C([O-])=CC=CC2=C1.C1=CN=C2C([O-])=CC=CC2=C1 TVIVIEFSHFOWTE-UHFFFAOYSA-K 0.000 description 2
- 125000003837 (C1-C20) alkyl group Chemical group 0.000 description 1
- POILWHVDKZOXJZ-ARJAWSKDSA-M (z)-4-oxopent-2-en-2-olate Chemical compound C\C([O-])=C\C(C)=O POILWHVDKZOXJZ-ARJAWSKDSA-M 0.000 description 1
- 125000001140 1,4-phenylene group Chemical group [H]C1=C([H])C([*:2])=C([H])C([H])=C1[*:1] 0.000 description 1
- RKVIAZWOECXCCM-UHFFFAOYSA-N 2-carbazol-9-yl-n,n-diphenylaniline Chemical compound C1=CC=CC=C1N(C=1C(=CC=CC=1)N1C2=CC=CC=C2C2=CC=CC=C21)C1=CC=CC=C1 RKVIAZWOECXCCM-UHFFFAOYSA-N 0.000 description 1
- AWXGSYPUMWKTBR-UHFFFAOYSA-N 4-carbazol-9-yl-n,n-bis(4-carbazol-9-ylphenyl)aniline Chemical compound C12=CC=CC=C2C2=CC=CC=C2N1C1=CC=C(N(C=2C=CC(=CC=2)N2C3=CC=CC=C3C3=CC=CC=C32)C=2C=CC(=CC=2)N2C3=CC=CC=C3C3=CC=CC=C32)C=C1 AWXGSYPUMWKTBR-UHFFFAOYSA-N 0.000 description 1
- UHBIKXOBLZWFKM-UHFFFAOYSA-N 8-hydroxy-2-quinolinecarboxylic acid Chemical compound C1=CC=C(O)C2=NC(C(=O)O)=CC=C21 UHBIKXOBLZWFKM-UHFFFAOYSA-N 0.000 description 1
- KXDHJXZQYSOELW-UHFFFAOYSA-N Carbamic acid Chemical class NC(O)=O KXDHJXZQYSOELW-UHFFFAOYSA-N 0.000 description 1
- 229910052684 Cerium Inorganic materials 0.000 description 1
- XTHFKEDIFFGKHM-UHFFFAOYSA-N Dimethoxyethane Chemical compound COCCOC XTHFKEDIFFGKHM-UHFFFAOYSA-N 0.000 description 1
- 229910052691 Erbium Inorganic materials 0.000 description 1
- 229910052693 Europium Inorganic materials 0.000 description 1
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 description 1
- 101000837344 Homo sapiens T-cell leukemia translocation-altered gene protein Proteins 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- SIKJAQJRHWYJAI-UHFFFAOYSA-N Indole Chemical class C1=CC=C2NC=CC2=C1 SIKJAQJRHWYJAI-UHFFFAOYSA-N 0.000 description 1
- 108091006671 Ion Transporter Proteins 0.000 description 1
- 102000037862 Ion Transporter Human genes 0.000 description 1
- AFVFQIVMOAPDHO-UHFFFAOYSA-N Methanesulfonic acid Chemical compound CS(O)(=O)=O AFVFQIVMOAPDHO-UHFFFAOYSA-N 0.000 description 1
- 229920000557 Nafion® Polymers 0.000 description 1
- 229910052779 Neodymium Inorganic materials 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical group [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 1
- 229920000265 Polyparaphenylene Polymers 0.000 description 1
- 239000004721 Polyphenylene oxide Substances 0.000 description 1
- KJTLSVCANCCWHF-UHFFFAOYSA-N Ruthenium Chemical compound [Ru] KJTLSVCANCCWHF-UHFFFAOYSA-N 0.000 description 1
- 229910052772 Samarium Inorganic materials 0.000 description 1
- 102100028692 T-cell leukemia translocation-altered gene protein Human genes 0.000 description 1
- 229910052771 Terbium Inorganic materials 0.000 description 1
- 229910052775 Thulium Inorganic materials 0.000 description 1
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 description 1
- 239000007983 Tris buffer Substances 0.000 description 1
- OLBVUFHMDRJKTK-UHFFFAOYSA-N [N].[O] Chemical compound [N].[O] OLBVUFHMDRJKTK-UHFFFAOYSA-N 0.000 description 1
- QRSFFHRCBYCWBS-UHFFFAOYSA-N [O].[O] Chemical compound [O].[O] QRSFFHRCBYCWBS-UHFFFAOYSA-N 0.000 description 1
- CUJRVFIICFDLGR-UHFFFAOYSA-N acetylacetonate Chemical compound CC(=O)[CH-]C(C)=O CUJRVFIICFDLGR-UHFFFAOYSA-N 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 150000001255 actinides Chemical class 0.000 description 1
- 125000002877 alkyl aryl group Chemical group 0.000 description 1
- 239000000956 alloy Substances 0.000 description 1
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- 125000003368 amide group Chemical group 0.000 description 1
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- 230000003466 anti-cipated effect Effects 0.000 description 1
- 239000012298 atmosphere Substances 0.000 description 1
- OYLGJCQECKOTOL-UHFFFAOYSA-L barium fluoride Chemical compound [F-].[F-].[Ba+2] OYLGJCQECKOTOL-UHFFFAOYSA-L 0.000 description 1
- 229910001632 barium fluoride Inorganic materials 0.000 description 1
- 230000003796 beauty Effects 0.000 description 1
- SRSXLGNVWSONIS-UHFFFAOYSA-M benzenesulfonate Chemical compound [O-]S(=O)(=O)C1=CC=CC=C1 SRSXLGNVWSONIS-UHFFFAOYSA-M 0.000 description 1
- 229920001400 block copolymer Polymers 0.000 description 1
- 229910052796 boron Inorganic materials 0.000 description 1
- ZADPBFCGQRWHPN-UHFFFAOYSA-N boronic acid Chemical compound OBO ZADPBFCGQRWHPN-UHFFFAOYSA-N 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical class OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 description 1
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 1
- 125000002843 carboxylic acid group Chemical group 0.000 description 1
- ZMIGMASIKSOYAM-UHFFFAOYSA-N cerium Chemical compound [Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce] ZMIGMASIKSOYAM-UHFFFAOYSA-N 0.000 description 1
- 150000004777 chromones Chemical class 0.000 description 1
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- UYAHIZSMUZPPFV-UHFFFAOYSA-N erbium Chemical compound [Er] UYAHIZSMUZPPFV-UHFFFAOYSA-N 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- OGPBJKLSAFTDLK-UHFFFAOYSA-N europium atom Chemical compound [Eu] OGPBJKLSAFTDLK-UHFFFAOYSA-N 0.000 description 1
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- PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 description 1
- 229910052737 gold Inorganic materials 0.000 description 1
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- 150000004820 halides Chemical class 0.000 description 1
- 125000001188 haloalkyl group Chemical group 0.000 description 1
- 125000005843 halogen group Chemical group 0.000 description 1
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- 125000004446 heteroarylalkyl group Chemical group 0.000 description 1
- 125000005842 heteroatom Chemical group 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- PJULCNAVAGQLAT-UHFFFAOYSA-N indeno[2,1-a]fluorene Chemical compound C1=CC=C2C=C3C4=CC5=CC=CC=C5C4=CC=C3C2=C1 PJULCNAVAGQLAT-UHFFFAOYSA-N 0.000 description 1
- 229910052738 indium Inorganic materials 0.000 description 1
- APFVFJFRJDLVQX-UHFFFAOYSA-N indium atom Chemical compound [In] APFVFJFRJDLVQX-UHFFFAOYSA-N 0.000 description 1
- 239000003014 ion exchange membrane Substances 0.000 description 1
- 229910052741 iridium Inorganic materials 0.000 description 1
- GKOZUEZYRPOHIO-UHFFFAOYSA-N iridium atom Chemical compound [Ir] GKOZUEZYRPOHIO-UHFFFAOYSA-N 0.000 description 1
- 229920002521 macromolecule Polymers 0.000 description 1
- 230000007246 mechanism Effects 0.000 description 1
- 229910021645 metal ion Inorganic materials 0.000 description 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 1
- 125000000250 methylamino group Chemical group [H]N(*)C([H])([H])[H] 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
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- QEFYFXOXNSNQGX-UHFFFAOYSA-N neodymium atom Chemical compound [Nd] QEFYFXOXNSNQGX-UHFFFAOYSA-N 0.000 description 1
- 229910052759 nickel Inorganic materials 0.000 description 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- 125000002524 organometallic group Chemical group 0.000 description 1
- 229910052762 osmium Inorganic materials 0.000 description 1
- SYQBFIAQOQZEGI-UHFFFAOYSA-N osmium atom Chemical compound [Os] SYQBFIAQOQZEGI-UHFFFAOYSA-N 0.000 description 1
- 125000004430 oxygen atom Chemical group O* 0.000 description 1
- 238000000059 patterning Methods 0.000 description 1
- 230000035515 penetration Effects 0.000 description 1
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| GB0428444.4 | 2004-12-29 | ||
| GBGB0428444.4A GB0428444D0 (en) | 2004-12-29 | 2004-12-29 | Conductive polymer compositions in opto-electrical devices |
| PCT/GB2005/005061 WO2006070186A1 (en) | 2004-12-29 | 2005-12-23 | Conductive polymer compositions in opto-electrical devices |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB0510382D0 (en) | 2005-05-20 | 2005-06-29 | Cambridge Display Tech Ltd | Ink jet printing compositions in opto-electrical devices |
| DE102007041039A1 (de) * | 2007-08-29 | 2009-03-05 | H.C. Starck Gmbh | Herstellung leitfähiger Beschichtungen mittels Tintenstrahldrucks |
| GB2462688B (en) * | 2008-08-22 | 2012-03-07 | Cambridge Display Tech Ltd | Opto-electrical devices and methods of manufacturing the same |
| EP3670561B1 (en) | 2009-01-12 | 2023-12-06 | University Of Massachusetts Lowell | Polyisobutylene-based polyurethanes |
| DE102009014856A1 (de) * | 2009-03-30 | 2010-10-07 | H.C. Starck Clevios Gmbh | Polymerbeschichtungen mit verbesserter UV- und Temperaturstabilität |
| WO2011019044A1 (ja) * | 2009-08-11 | 2011-02-17 | 株式会社イデアルスター | ホールブロック層およびその製造方法、ならびにそのホールブロック層を備える光電変換素子およびその製造方法 |
| CN102573940B (zh) | 2009-08-21 | 2015-04-01 | 心脏起搏器公司 | 可交联聚异丁烯类聚合物及包含其的医疗装置 |
| US8644952B2 (en) | 2009-09-02 | 2014-02-04 | Cardiac Pacemakers, Inc. | Medical devices including polyisobutylene based polymers and derivatives thereof |
| US8374704B2 (en) | 2009-09-02 | 2013-02-12 | Cardiac Pacemakers, Inc. | Polyisobutylene urethane, urea and urethane/urea copolymers and medical leads containing the same |
| WO2012023989A2 (en) | 2010-08-20 | 2012-02-23 | Rhodia Operations | Polymer compositions, polymer films, polymer gels, polymer foams, and electronic devices containing such films, gels, and foams |
| US11055693B2 (en) * | 2010-09-30 | 2021-07-06 | Mastercard International Incorporated | Methods, systems and computer readable media for issuing and redeeming co-branded electronic certificates |
| IT1403076B1 (it) * | 2010-11-24 | 2013-10-04 | Scuola Superiore Di Studi Universitari E Di Perfez | Processo per preparare nanofilm biocompatibili auto-supportanti di polimeri conduttori mediante strato di supporto |
| US8660663B2 (en) | 2010-12-20 | 2014-02-25 | Cardiac Pacemakers, Inc. | Lead having a conductive polymer conductor |
| GB2487207B (en) * | 2011-01-12 | 2013-07-31 | Cambridge Display Tech Ltd | Electroluminescence |
| US8362445B2 (en) * | 2011-03-30 | 2013-01-29 | Battelle Memorial Institute | UV-LED ionization source and process for low energy photoemission ionization |
| JP5925423B2 (ja) * | 2011-03-31 | 2016-05-25 | 日本航空電子工業株式会社 | 電極酸化防止有機デバイスおよびその製造方法 |
| DE102011018480A1 (de) * | 2011-04-21 | 2012-10-25 | Heraeus Precious Metals Gmbh & Co. Kg | Fluorierte Amine als SAM in OLEDs |
| DE102012004692A1 (de) * | 2012-03-12 | 2013-09-12 | Heraeus Precious Metals Gmbh & Co. Kg | Zusatz von Polymeren zu Thiophen-Monomeren bei der In Situ-Polymerisation |
| WO2013142870A1 (en) * | 2012-03-23 | 2013-09-26 | The University Of Akron | Broadband polymer photodetectors using zinc oxide nanowire as an electron-transporting layer |
| US11152657B2 (en) | 2012-04-11 | 2021-10-19 | Ionic Materials, Inc. | Alkaline metal-air battery cathode |
| US12074274B2 (en) | 2012-04-11 | 2024-08-27 | Ionic Materials, Inc. | Solid state bipolar battery |
| US9819053B1 (en) | 2012-04-11 | 2017-11-14 | Ionic Materials, Inc. | Solid electrolyte high energy battery |
| US11251455B2 (en) | 2012-04-11 | 2022-02-15 | Ionic Materials, Inc. | Solid ionically conducting polymer material |
| US10559827B2 (en) | 2013-12-03 | 2020-02-11 | Ionic Materials, Inc. | Electrochemical cell having solid ionically conducting polymer material |
| US11319411B2 (en) | 2012-04-11 | 2022-05-03 | Ionic Materials, Inc. | Solid ionically conducting polymer material |
| JP6545619B2 (ja) * | 2012-09-27 | 2019-07-17 | メルク パテント ゲーエムベーハー | 有機エレクトロルミッセンス素子のための材料 |
| US9926399B2 (en) | 2012-11-21 | 2018-03-27 | University Of Massachusetts | High strength polyisobutylene polyurethanes |
| DE102012022976A1 (de) * | 2012-11-26 | 2014-05-28 | Ewe-Forschungszentrum Für Energietechnologie E. V. | Einsatz leitfähiger Polymere in Batterie-Elektroden |
| JP6212261B2 (ja) * | 2013-01-25 | 2017-10-11 | 日本放送協会 | 有機電界発光素子 |
| JP6105299B2 (ja) * | 2013-01-25 | 2017-03-29 | 株式会社日本触媒 | 有機電界発光素子用組成物、及び、有機電界発光素子 |
| JP2015012105A (ja) * | 2013-06-28 | 2015-01-19 | 日立化成株式会社 | 有機発光素子 |
| JP6751342B2 (ja) | 2013-12-03 | 2020-09-02 | イオニツク・マテリアルズ・インコーポレーテツド | 固体イオン伝導性高分子材料及び用途 |
| PL3127177T3 (pl) | 2014-04-01 | 2021-06-14 | Ionic Materials, Inc. | Katoda polimerowa o wysokiej pojemności i ogniwo wielokrotnego ładowania o dużej gęstości energii zawierające tę katodę |
| FR3022079B1 (fr) * | 2014-06-10 | 2017-08-25 | Commissariat Energie Atomique | Dispositif electronique organique et son procede de preparation |
| EP3295503A4 (en) * | 2015-05-08 | 2019-01-09 | Ionic Materials, Inc. | SOLID, IONIC-CONDUCTIVE POLYMER MATERIAL |
| EP3304620A4 (en) | 2015-06-04 | 2018-11-07 | Ionic Materials, Inc. | Solid state bipolar battery |
| WO2016196873A1 (en) | 2015-06-04 | 2016-12-08 | Ionic Materials, Inc. | Lithium metal battery with solid polymer electrolyte |
| US11342559B2 (en) | 2015-06-08 | 2022-05-24 | Ionic Materials, Inc. | Battery with polyvalent metal anode |
| EP3304634B1 (en) | 2015-06-08 | 2022-08-03 | Ionic Materials, Inc. | Battery having aluminum anode and solid polymer electrolyte |
| US10298617B2 (en) * | 2015-07-08 | 2019-05-21 | T-Mobile Usa, Inc. | Trust policy for telecommunications device |
| WO2017044048A1 (en) * | 2015-09-10 | 2017-03-16 | Nanyang Technological University | Electroluminescent device and method of forming the same |
| WO2017124020A1 (en) * | 2016-01-15 | 2017-07-20 | The Board Of Trustees Of The Leland Stanford Junior University | Highly stretchable, transparent, and conductive polymer |
| JP6035662B1 (ja) * | 2016-04-05 | 2016-11-30 | エーアイシルク株式会社 | 導電性高分子導電体の製造方法及び製造装置 |
| CN105826483A (zh) * | 2016-05-04 | 2016-08-03 | Tcl集团股份有限公司 | 一种量子点发光二极管及其制备方法 |
| CN110337746A (zh) | 2017-01-26 | 2019-10-15 | 离子材料公司 | 具有固体聚合物电解质的碱性电池阴极 |
| WO2018165273A1 (en) | 2017-03-07 | 2018-09-13 | Cardiac Pacemakers, Inc. | Hydroboration/oxidation of allyl-terminated polyisobutylene |
| EP3668912B1 (en) | 2017-08-17 | 2021-06-30 | Cardiac Pacemakers, Inc. | Photocrosslinked polymers for enhanced durability |
| CN109935469A (zh) * | 2017-12-15 | 2019-06-25 | 钰邦科技股份有限公司 | 印刷型导电复合浆料、电容器及其制造方法 |
| EP3740253B1 (en) | 2018-01-17 | 2023-08-16 | Cardiac Pacemakers, Inc. | End-capped polyisobutylene polyurethane |
| CN111224018B (zh) * | 2018-11-26 | 2022-04-01 | Tcl科技集团股份有限公司 | 一种量子点发光二极管的制备方法 |
| RU2770151C2 (ru) * | 2020-01-31 | 2022-04-14 | Федеральное государственное бюджетное образовательное учреждение высшего образования "Санкт-Петербургский государственный университет" (СПбГУ) | Полимерные полихинон-политиофеновые композиции для электрохимических источников тока |
| CN114574040A (zh) * | 2022-03-08 | 2022-06-03 | 清华大学深圳国际研究生院 | PEDOT:PSS/EG/LiTFSI导电墨水与超柔性电极及电生理信号的监测方法 |
Family Cites Families (49)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4539507A (en) | 1983-03-25 | 1985-09-03 | Eastman Kodak Company | Organic electroluminescent devices having improved power conversion efficiencies |
| JPH0662728B2 (ja) * | 1986-06-04 | 1994-08-17 | 日本板硝子株式会社 | 高分子固体電解質 |
| GB8909011D0 (en) | 1989-04-20 | 1989-06-07 | Friend Richard H | Electroluminescent devices |
| US5150006A (en) | 1991-08-01 | 1992-09-22 | Eastman Kodak Company | Blue emitting internal junction organic electroluminescent device (II) |
| JP3490727B2 (ja) | 1991-11-28 | 2004-01-26 | 三洋電機株式会社 | 電界発光素子 |
| US5599355A (en) * | 1993-08-20 | 1997-02-04 | Nagasubramanian; Ganesan | Method for forming thin composite solid electrolyte film for lithium batteries |
| ATE228545T1 (de) | 1994-05-06 | 2002-12-15 | Bayer Ag | Leitfähige beschichtungen |
| EP0700917B1 (en) | 1994-09-12 | 2002-05-08 | Motorola, Inc. | Light emitting devices comprising organometallic complexes |
| DE4436773A1 (de) | 1994-10-14 | 1996-04-18 | Hoechst Ag | Konjugierte Polymere mit Spirozentren und ihre Verwendung als Elektrolumineszenzmaterialien |
| WO1997005184A1 (en) | 1995-07-28 | 1997-02-13 | The Dow Chemical Company | 2,7-aryl-9-substituted fluorenes and 9-substituted fluorene oligomers and polymers |
| KR0176017B1 (ko) * | 1996-08-05 | 1999-05-15 | 이서봉 | 수용성 전도성 폴리아닐린 복합체 |
| ATE247372T1 (de) | 1996-09-04 | 2003-08-15 | Cambridge Display Tech Ltd | Lichtemittierende organische vorrichtungen mit verbesserter kathode |
| JP3899566B2 (ja) | 1996-11-25 | 2007-03-28 | セイコーエプソン株式会社 | 有機el表示装置の製造方法 |
| US6452218B1 (en) | 1997-06-10 | 2002-09-17 | Uniax Corporation | Ultra-thin alkaline earth metals as stable electron-injecting electrodes for polymer light emitting diodes |
| GB9805476D0 (en) | 1998-03-13 | 1998-05-13 | Cambridge Display Tech Ltd | Electroluminescent devices |
| KR100697861B1 (ko) | 1998-03-13 | 2007-03-22 | 캠브리지 디스플레이 테크놀로지 리미티드 | 전장 발광 디바이스들 |
| GB2335884A (en) | 1998-04-02 | 1999-10-06 | Cambridge Display Tech Ltd | Flexible substrates for electronic or optoelectronic devices |
| GB9808806D0 (en) | 1998-04-24 | 1998-06-24 | Cambridge Display Tech Ltd | Selective deposition of polymer films |
| US6268695B1 (en) | 1998-12-16 | 2001-07-31 | Battelle Memorial Institute | Environmental barrier material for organic light emitting device and method of making |
| EP1155096B1 (en) | 1999-02-04 | 2005-03-09 | Dow Global Technologies Inc. | Fluorene copolymers and devices made therefrom |
| GB9903251D0 (en) | 1999-02-12 | 1999-04-07 | Cambridge Display Tech Ltd | Opto-electric devices |
| DE60035970T2 (de) | 1999-03-05 | 2008-05-15 | Cambridge Display Technology Ltd. | Polymerherstellung |
| US6537468B1 (en) * | 1999-03-23 | 2003-03-25 | Nisshinbo Industries, Inc. | Composition for ionically conductive solid polymer, ionically conductive solid polyelectrolyte, binder resin, and secondary battery |
| GB2348316A (en) | 1999-03-26 | 2000-09-27 | Cambridge Display Tech Ltd | Organic opto-electronic device |
| EP1081549A1 (en) * | 1999-08-30 | 2001-03-07 | Eastman Kodak Company | Coating composition containing polythiophene, film-forming binder, and solvent mixture |
| WO2001019142A1 (en) | 1999-09-03 | 2001-03-15 | Uniax Corporation | Encapsulation of organic electronic devices |
| US6413645B1 (en) | 2000-04-20 | 2002-07-02 | Battelle Memorial Institute | Ultrabarrier substrates |
| GB0004541D0 (en) | 2000-02-25 | 2000-04-19 | Cambridge Display Tech Ltd | Luminescent polymer |
| US6939624B2 (en) | 2000-08-11 | 2005-09-06 | Universal Display Corporation | Organometallic compounds and emission-shifting organic electrophosphorescence |
| IL154960A0 (en) | 2000-10-10 | 2003-10-31 | Du Pont | Polymers having attached luminescent metal complexes and devices made with sych polymers |
| KR100825183B1 (ko) | 2000-11-30 | 2008-04-24 | 캐논 가부시끼가이샤 | 발광 소자 및 표시 장치 |
| KR100533556B1 (ko) | 2000-11-30 | 2005-12-06 | 캐논 가부시끼가이샤 | 발광 소자 및 표시 장치 |
| US6693295B2 (en) | 2000-12-25 | 2004-02-17 | Fuji Photo Film Co., Ltd. | Indole derivative, material for light-emitting device and light-emitting device using the same |
| US7592074B2 (en) | 2001-02-20 | 2009-09-22 | Isis Innovation Limited | Metal-containing dendrimers |
| DE10109027A1 (de) | 2001-02-24 | 2002-09-05 | Covion Organic Semiconductors | Rhodium- und Iridium-Komplexe |
| SG92833A1 (en) | 2001-03-27 | 2002-11-19 | Sumitomo Chemical Co | Polymeric light emitting substance and polymer light emitting device using the same |
| KR20030087056A (ko) | 2001-04-05 | 2003-11-12 | 상꾜 가부시키가이샤 | 벤즈아미딘 유도체 |
| KR20030024690A (ko) | 2001-04-17 | 2003-03-26 | 코닌클리케 필립스 일렉트로닉스 엔.브이. | 저 황산염 및 고 금속 이온 함량을 갖는 전도성 투명중합체 층을 포함하는 led |
| JP2002324679A (ja) | 2001-04-26 | 2002-11-08 | Honda Motor Co Ltd | 有機エレクトロルミネッセンス素子 |
| DE10123115B4 (de) * | 2001-05-07 | 2006-05-24 | Samsung SDI Co., Ltd., Suwon | Löcherinjektionsschicht einer organischen Leuchtdiode und Verfahren zu deren Herstellung |
| KR100422109B1 (ko) | 2001-05-15 | 2004-03-10 | 주식회사 미뉴타텍 | 전극으로 유용한 고분자 배위화합물 |
| EP1401909B1 (en) | 2001-06-22 | 2010-08-18 | Agfa-Gevaert N.V. | Flexographic ink containing a polymer or copolymer of a 3,4-dialkoxythiophene |
| KR100424090B1 (ko) * | 2001-06-25 | 2004-03-22 | 삼성에스디아이 주식회사 | 유기 전계 발광 소자용 정공 수송층, 그 정공 수송층을사용한유기 전계 발광 소자 및 그 소자의 제조 방법 |
| FI20011360A0 (fi) * | 2001-06-26 | 2001-06-26 | Esd Plastics Oy | Polymeeri |
| JP4574936B2 (ja) | 2001-08-31 | 2010-11-04 | 日本放送協会 | 燐光発光性化合物及び燐光発光性組成物 |
| EP1426399A4 (en) | 2001-09-04 | 2005-07-13 | Canon Kk | HIGHLY MOLECULAR COMPOUNDS AND ORGANIC LUMINESCENT DEVICES |
| AU2003275203A1 (en) | 2002-09-24 | 2004-04-19 | E.I. Du Pont De Nemours And Company | Water dispersible polythiophenes made with polymeric acid colloids |
| JP2004327829A (ja) | 2003-04-25 | 2004-11-18 | Sharp Corp | 半導体装置とその製造方法 |
| US7781047B2 (en) * | 2004-10-21 | 2010-08-24 | Eastman Kodak Company | Polymeric conductor donor and transfer method |
-
2004
- 2004-12-29 GB GBGB0428444.4A patent/GB0428444D0/en not_active Ceased
-
2005
- 2005-12-23 EP EP05847372A patent/EP1834339B1/en not_active Expired - Lifetime
- 2005-12-23 US US11/813,094 patent/US8945432B2/en not_active Expired - Fee Related
- 2005-12-23 JP JP2007548892A patent/JP4789955B2/ja not_active Expired - Fee Related
- 2005-12-23 AT AT05847372T patent/ATE556414T1/de active
- 2005-12-23 WO PCT/GB2005/005061 patent/WO2006070186A1/en not_active Ceased
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