JP2011504650A - 導電性調合物 - Google Patents
導電性調合物 Download PDFInfo
- Publication number
- JP2011504650A JP2011504650A JP2010529254A JP2010529254A JP2011504650A JP 2011504650 A JP2011504650 A JP 2011504650A JP 2010529254 A JP2010529254 A JP 2010529254A JP 2010529254 A JP2010529254 A JP 2010529254A JP 2011504650 A JP2011504650 A JP 2011504650A
- Authority
- JP
- Japan
- Prior art keywords
- organic
- formulation
- osc
- conductive
- solvent
- 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.)
- Pending
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 85
- 238000009472 formulation Methods 0.000 title claims abstract description 56
- 239000002482 conductive additive Substances 0.000 claims abstract description 57
- 238000013086 organic photovoltaic Methods 0.000 claims abstract description 23
- 238000000034 method Methods 0.000 claims abstract description 18
- 239000004065 semiconductor Substances 0.000 claims abstract description 10
- 239000000463 material Substances 0.000 claims description 54
- 239000002904 solvent Substances 0.000 claims description 48
- -1 tetrafluoroborate Chemical compound 0.000 claims description 36
- 150000001875 compounds Chemical class 0.000 claims description 34
- 239000000654 additive Substances 0.000 claims description 26
- 239000010408 film Substances 0.000 claims description 15
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 claims description 14
- 150000003839 salts Chemical class 0.000 claims description 13
- 239000011248 coating agent Substances 0.000 claims description 12
- 238000000576 coating method Methods 0.000 claims description 12
- 238000007639 printing Methods 0.000 claims description 11
- 239000000758 substrate Substances 0.000 claims description 11
- 150000001298 alcohols Chemical class 0.000 claims description 10
- 150000001412 amines Chemical class 0.000 claims description 10
- 238000000151 deposition Methods 0.000 claims description 10
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 9
- BGTOWKSIORTVQH-UHFFFAOYSA-N cyclopentanone Chemical compound O=C1CCCC1 BGTOWKSIORTVQH-UHFFFAOYSA-N 0.000 claims description 8
- 150000001735 carboxylic acids Chemical class 0.000 claims description 7
- ZXMGHDIOOHOAAE-UHFFFAOYSA-N 1,1,1-trifluoro-n-(trifluoromethylsulfonyl)methanesulfonamide Chemical compound FC(F)(F)S(=O)(=O)NS(=O)(=O)C(F)(F)F ZXMGHDIOOHOAAE-UHFFFAOYSA-N 0.000 claims description 6
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 claims description 6
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 6
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims description 6
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 6
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims description 6
- DTQVDTLACAAQTR-UHFFFAOYSA-N Trifluoroacetic acid Chemical compound OC(=O)C(F)(F)F DTQVDTLACAAQTR-UHFFFAOYSA-N 0.000 claims description 6
- JFDZBHWFFUWGJE-UHFFFAOYSA-N benzonitrile Chemical compound N#CC1=CC=CC=C1 JFDZBHWFFUWGJE-UHFFFAOYSA-N 0.000 claims description 6
- 229920001940 conductive polymer Polymers 0.000 claims description 6
- 230000005525 hole transport Effects 0.000 claims description 6
- CXWXQJXEFPUFDZ-UHFFFAOYSA-N tetralin Chemical compound C1=CC=C2CCCCC2=C1 CXWXQJXEFPUFDZ-UHFFFAOYSA-N 0.000 claims description 6
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 5
- XMWRBQBLMFGWIX-UHFFFAOYSA-N C60 fullerene Chemical class C12=C3C(C4=C56)=C7C8=C5C5=C9C%10=C6C6=C4C1=C1C4=C6C6=C%10C%10=C9C9=C%11C5=C8C5=C8C7=C3C3=C7C2=C1C1=C2C4=C6C4=C%10C6=C9C9=C%11C5=C5C8=C3C3=C7C1=C1C2=C4C6=C2C9=C5C3=C12 XMWRBQBLMFGWIX-UHFFFAOYSA-N 0.000 claims description 5
- 150000003973 alkyl amines Chemical group 0.000 claims description 5
- 238000001704 evaporation Methods 0.000 claims description 5
- 230000008020 evaporation Effects 0.000 claims description 5
- ITMCEJHCFYSIIV-UHFFFAOYSA-M triflate Chemical compound [O-]S(=O)(=O)C(F)(F)F ITMCEJHCFYSIIV-UHFFFAOYSA-M 0.000 claims description 5
- FYGHSUNMUKGBRK-UHFFFAOYSA-N 1,2,3-trimethylbenzene Chemical compound CC1=CC=CC(C)=C1C FYGHSUNMUKGBRK-UHFFFAOYSA-N 0.000 claims description 4
- AFVFQIVMOAPDHO-UHFFFAOYSA-N Methanesulfonic acid Chemical compound CS(O)(=O)=O AFVFQIVMOAPDHO-UHFFFAOYSA-N 0.000 claims description 4
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 claims description 4
- URLKBWYHVLBVBO-UHFFFAOYSA-N Para-Xylene Chemical group CC1=CC=C(C)C=C1 URLKBWYHVLBVBO-UHFFFAOYSA-N 0.000 claims description 4
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 claims description 4
- RDOXTESZEPMUJZ-UHFFFAOYSA-N anisole Chemical compound COC1=CC=CC=C1 RDOXTESZEPMUJZ-UHFFFAOYSA-N 0.000 claims description 4
- 229910003472 fullerene Inorganic materials 0.000 claims description 4
- 125000000623 heterocyclic group Chemical group 0.000 claims description 4
- ZSIAUFGUXNUGDI-UHFFFAOYSA-N hexan-1-ol Chemical compound CCCCCCO ZSIAUFGUXNUGDI-UHFFFAOYSA-N 0.000 claims description 4
- IVSZLXZYQVIEFR-UHFFFAOYSA-N m-xylene Chemical compound CC1=CC=CC(C)=C1 IVSZLXZYQVIEFR-UHFFFAOYSA-N 0.000 claims description 4
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 claims description 4
- 239000003960 organic solvent Substances 0.000 claims description 4
- 230000001590 oxidative effect Effects 0.000 claims description 4
- 229920003026 Acene Polymers 0.000 claims description 3
- BDAGIHXWWSANSR-UHFFFAOYSA-M Formate Chemical compound [O-]C=O BDAGIHXWWSANSR-UHFFFAOYSA-M 0.000 claims description 3
- 238000002347 injection Methods 0.000 claims description 3
- 239000007924 injection Substances 0.000 claims description 3
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 claims description 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 claims description 2
- 238000000018 DNA microarray Methods 0.000 claims description 2
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 claims description 2
- 150000001450 anions Chemical class 0.000 claims description 2
- 239000003990 capacitor Substances 0.000 claims description 2
- 239000007772 electrode material Substances 0.000 claims description 2
- 230000005669 field effect Effects 0.000 claims description 2
- 235000019253 formic acid Nutrition 0.000 claims description 2
- 150000004820 halides Chemical class 0.000 claims description 2
- UZKWTJUDCOPSNM-UHFFFAOYSA-N methoxybenzene Substances CCCCOC=C UZKWTJUDCOPSNM-UHFFFAOYSA-N 0.000 claims description 2
- LYGJENNIWJXYER-UHFFFAOYSA-N nitromethane Chemical compound C[N+]([O-])=O LYGJENNIWJXYER-UHFFFAOYSA-N 0.000 claims description 2
- 150000004714 phosphonium salts Chemical class 0.000 claims description 2
- 150000003242 quaternary ammonium salts Chemical class 0.000 claims description 2
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 claims description 2
- 239000010409 thin film Substances 0.000 claims description 2
- ZXEKIIBDNHEJCQ-UHFFFAOYSA-N isobutanol Chemical compound CC(C)CO ZXEKIIBDNHEJCQ-UHFFFAOYSA-N 0.000 claims 2
- QGHDLJAZIIFENW-UHFFFAOYSA-N 4-[1,1,1,3,3,3-hexafluoro-2-(4-hydroxy-3-prop-2-enylphenyl)propan-2-yl]-2-prop-2-enylphenol Chemical group C1=C(CC=C)C(O)=CC=C1C(C(F)(F)F)(C(F)(F)F)C1=CC=C(O)C(CC=C)=C1 QGHDLJAZIIFENW-UHFFFAOYSA-N 0.000 claims 1
- DWYMPOCYEZONEA-UHFFFAOYSA-L fluoridophosphate Chemical compound [O-]P([O-])(F)=O DWYMPOCYEZONEA-UHFFFAOYSA-L 0.000 claims 1
- 150000004693 imidazolium salts Chemical class 0.000 claims 1
- 239000000976 ink Substances 0.000 abstract description 7
- 210000004027 cell Anatomy 0.000 description 23
- 229920000642 polymer Polymers 0.000 description 23
- 239000000243 solution Substances 0.000 description 16
- 230000000996 additive effect Effects 0.000 description 13
- 125000003118 aryl group Chemical group 0.000 description 13
- 239000012530 fluid Substances 0.000 description 12
- 125000000217 alkyl group Chemical group 0.000 description 8
- KBPLFHHGFOOTCA-UHFFFAOYSA-N caprylic alcohol Natural products CCCCCCCCO KBPLFHHGFOOTCA-UHFFFAOYSA-N 0.000 description 7
- 238000006243 chemical reaction Methods 0.000 description 7
- 239000007800 oxidant agent Substances 0.000 description 7
- 238000012545 processing Methods 0.000 description 7
- 229910052757 nitrogen Inorganic materials 0.000 description 6
- 238000002360 preparation method Methods 0.000 description 6
- 230000000694 effects Effects 0.000 description 5
- 229940078552 o-xylene Drugs 0.000 description 5
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 5
- 229920000301 poly(3-hexylthiophene-2,5-diyl) polymer Polymers 0.000 description 5
- 238000009835 boiling Methods 0.000 description 4
- 230000008021 deposition Effects 0.000 description 4
- 238000007646 gravure printing Methods 0.000 description 4
- 229910052751 metal Inorganic materials 0.000 description 4
- 239000002184 metal Substances 0.000 description 4
- 230000003647 oxidation Effects 0.000 description 4
- 238000007254 oxidation reaction Methods 0.000 description 4
- 229920002848 poly(3-alkoxythiophenes) Polymers 0.000 description 4
- 230000002829 reductive effect Effects 0.000 description 4
- 239000007787 solid Substances 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 3
- MCEWYIDBDVPMES-UHFFFAOYSA-N [60]pcbm Chemical compound C123C(C4=C5C6=C7C8=C9C%10=C%11C%12=C%13C%14=C%15C%16=C%17C%18=C(C=%19C=%20C%18=C%18C%16=C%13C%13=C%11C9=C9C7=C(C=%20C9=C%13%18)C(C7=%19)=C96)C6=C%11C%17=C%15C%13=C%15C%14=C%12C%12=C%10C%10=C85)=C9C7=C6C2=C%11C%13=C2C%15=C%12C%10=C4C23C1(CCCC(=O)OC)C1=CC=CC=C1 MCEWYIDBDVPMES-UHFFFAOYSA-N 0.000 description 3
- 230000002411 adverse Effects 0.000 description 3
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 3
- 239000011230 binding agent Substances 0.000 description 3
- 125000004432 carbon atom Chemical group C* 0.000 description 3
- 229920000547 conjugated polymer Polymers 0.000 description 3
- 230000021615 conjugation Effects 0.000 description 3
- 238000009826 distribution Methods 0.000 description 3
- 125000005842 heteroatom Chemical group 0.000 description 3
- 229910052740 iodine Inorganic materials 0.000 description 3
- 239000011630 iodine Substances 0.000 description 3
- 239000000178 monomer Substances 0.000 description 3
- YCWSUKQGVSGXJO-NTUHNPAUSA-N nifuroxazide Chemical group C1=CC(O)=CC=C1C(=O)N\N=C\C1=CC=C([N+]([O-])=O)O1 YCWSUKQGVSGXJO-NTUHNPAUSA-N 0.000 description 3
- 238000012360 testing method Methods 0.000 description 3
- FCEHBMOGCRZNNI-UHFFFAOYSA-N 1-benzothiophene Chemical compound C1=CC=C2SC=CC2=C1 FCEHBMOGCRZNNI-UHFFFAOYSA-N 0.000 description 2
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- 239000004215 Carbon black (E152) Substances 0.000 description 2
- 239000002841 Lewis acid Substances 0.000 description 2
- 229920000144 PEDOT:PSS Polymers 0.000 description 2
- 229910000831 Steel Inorganic materials 0.000 description 2
- YTPLMLYBLZKORZ-UHFFFAOYSA-N Thiophene Chemical compound C=1C=CSC=1 YTPLMLYBLZKORZ-UHFFFAOYSA-N 0.000 description 2
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 150000007513 acids Chemical class 0.000 description 2
- 229910052783 alkali metal Inorganic materials 0.000 description 2
- 125000003545 alkoxy group Chemical group 0.000 description 2
- 150000004982 aromatic amines Chemical class 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- WDECIBYCCFPHNR-UHFFFAOYSA-N chrysene Chemical compound C1=CC=CC2=CC=C3C4=CC=CC=C4C=CC3=C21 WDECIBYCCFPHNR-UHFFFAOYSA-N 0.000 description 2
- VPUGDVKSAQVFFS-UHFFFAOYSA-N coronene Chemical compound C1=C(C2=C34)C=CC3=CC=C(C=C3)C4=C4C3=CC=C(C=C3)C4=C2C3=C1 VPUGDVKSAQVFFS-UHFFFAOYSA-N 0.000 description 2
- 230000006378 damage Effects 0.000 description 2
- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 2
- 239000006185 dispersion Substances 0.000 description 2
- 229910052731 fluorine Inorganic materials 0.000 description 2
- 238000005227 gel permeation chromatography Methods 0.000 description 2
- 238000004128 high performance liquid chromatography Methods 0.000 description 2
- 229930195733 hydrocarbon Natural products 0.000 description 2
- 150000002430 hydrocarbons Chemical class 0.000 description 2
- 238000005286 illumination Methods 0.000 description 2
- 238000007641 inkjet printing Methods 0.000 description 2
- 239000010410 layer Substances 0.000 description 2
- 150000007517 lewis acids Chemical class 0.000 description 2
- 125000005647 linker group Chemical group 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 239000011159 matrix material Substances 0.000 description 2
- 229910052760 oxygen Inorganic materials 0.000 description 2
- 238000005192 partition Methods 0.000 description 2
- SLIUAWYAILUBJU-UHFFFAOYSA-N pentacene Chemical compound C1=CC=CC2=CC3=CC4=CC5=CC=CC=C5C=C4C=C3C=C21 SLIUAWYAILUBJU-UHFFFAOYSA-N 0.000 description 2
- 229920000139 polyethylene terephthalate Polymers 0.000 description 2
- 239000005020 polyethylene terephthalate Substances 0.000 description 2
- 238000006116 polymerization reaction Methods 0.000 description 2
- 239000004810 polytetrafluoroethylene Substances 0.000 description 2
- 229920001343 polytetrafluoroethylene Polymers 0.000 description 2
- 150000004032 porphyrins Chemical class 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- BBEAQIROQSPTKN-UHFFFAOYSA-N pyrene Chemical compound C1=CC=C2C=CC3=CC=CC4=CC=C1C2=C43 BBEAQIROQSPTKN-UHFFFAOYSA-N 0.000 description 2
- 238000010020 roller printing Methods 0.000 description 2
- 239000000523 sample Substances 0.000 description 2
- 238000007764 slot die coating Methods 0.000 description 2
- 125000006850 spacer group Chemical group 0.000 description 2
- 230000002269 spontaneous effect Effects 0.000 description 2
- 239000010421 standard material Substances 0.000 description 2
- 238000010561 standard procedure Methods 0.000 description 2
- 230000003068 static effect Effects 0.000 description 2
- 239000010959 steel Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 229910052717 sulfur Inorganic materials 0.000 description 2
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 description 1
- FKASFBLJDCHBNZ-UHFFFAOYSA-N 1,3,4-oxadiazole Chemical compound C1=NN=CO1 FKASFBLJDCHBNZ-UHFFFAOYSA-N 0.000 description 1
- 150000005072 1,3,4-oxadiazoles Chemical class 0.000 description 1
- 125000001989 1,3-phenylene group Chemical group [H]C1=C([H])C([*:1])=C([H])C([*:2])=C1[H] 0.000 description 1
- SGUVLZREKBPKCE-UHFFFAOYSA-N 1,5-diazabicyclo[4.3.0]-non-5-ene Chemical compound C1CCN=C2CCCN21 SGUVLZREKBPKCE-UHFFFAOYSA-N 0.000 description 1
- BLMBNEVGYRXFNA-UHFFFAOYSA-N 1-methoxy-2,3-dimethylbenzene Chemical class COC1=CC=CC(C)=C1C BLMBNEVGYRXFNA-UHFFFAOYSA-N 0.000 description 1
- ZEMDSNVUUOCIED-UHFFFAOYSA-N 1-phenyl-4-[4-[4-(4-phenylphenyl)phenyl]phenyl]benzene Chemical group C1=CC=CC=C1C1=CC=C(C=2C=CC(=CC=2)C=2C=CC(=CC=2)C=2C=CC(=CC=2)C=2C=CC=CC=2)C=C1 ZEMDSNVUUOCIED-UHFFFAOYSA-N 0.000 description 1
- JLTPSDHKZGWXTD-UHFFFAOYSA-N 2-[6-(dicyanomethylidene)naphthalen-2-ylidene]propanedinitrile Chemical compound N#CC(C#N)=C1C=CC2=CC(=C(C#N)C#N)C=CC2=C1 JLTPSDHKZGWXTD-UHFFFAOYSA-N 0.000 description 1
- VKIGAWAEXPTIOL-UHFFFAOYSA-N 2-hydroxyhexanenitrile Chemical compound CCCCC(O)C#N VKIGAWAEXPTIOL-UHFFFAOYSA-N 0.000 description 1
- USFZMSVCRYTOJT-UHFFFAOYSA-N Ammonium acetate Chemical compound N.CC(O)=O USFZMSVCRYTOJT-UHFFFAOYSA-N 0.000 description 1
- 239000005695 Ammonium acetate Substances 0.000 description 1
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 description 1
- RAXXELZNTBOGNW-UHFFFAOYSA-O Imidazolium Chemical compound C1=C[NH+]=CN1 RAXXELZNTBOGNW-UHFFFAOYSA-O 0.000 description 1
- AFVFQIVMOAPDHO-UHFFFAOYSA-M Methanesulfonate Chemical compound CS([O-])(=O)=O AFVFQIVMOAPDHO-UHFFFAOYSA-M 0.000 description 1
- UUIQMZJEGPQKFD-UHFFFAOYSA-N Methyl butyrate Chemical compound CCCC(=O)OC UUIQMZJEGPQKFD-UHFFFAOYSA-N 0.000 description 1
- 150000001422 N-substituted pyrroles Chemical class 0.000 description 1
- 229920001609 Poly(3,4-ethylenedioxythiophene) Polymers 0.000 description 1
- 239000004642 Polyimide Substances 0.000 description 1
- 229920000265 Polyparaphenylene Polymers 0.000 description 1
- 239000004793 Polystyrene Substances 0.000 description 1
- DRAMFZUFJVNUCR-UHFFFAOYSA-N S(=O)(=O)([O-])[O-].C1=CC=CC=C1.C(C1=CC=CC=C1)CCCCCCCCCCCCC[NH3+].C(C1=CC=CC=C1)CCCCCCCCCCCCC[NH3+] Chemical compound S(=O)(=O)([O-])[O-].C1=CC=CC=C1.C(C1=CC=CC=C1)CCCCCCCCCCCCC[NH3+].C(C1=CC=CC=C1)CCCCCCCCCCCCC[NH3+] DRAMFZUFJVNUCR-UHFFFAOYSA-N 0.000 description 1
- PJANXHGTPQOBST-VAWYXSNFSA-N Stilbene Natural products C=1C=CC=CC=1/C=C/C1=CC=CC=C1 PJANXHGTPQOBST-VAWYXSNFSA-N 0.000 description 1
- XBDYBAVJXHJMNQ-UHFFFAOYSA-N Tetrahydroanthracene Natural products C1=CC=C2C=C(CCCC3)C3=CC2=C1 XBDYBAVJXHJMNQ-UHFFFAOYSA-N 0.000 description 1
- OMAXTNHYQWXDRY-UHFFFAOYSA-N acetic acid;2,3,4,6,7,8-hexahydropyrrolo[1,2-a]pyrimidine Chemical compound CC(O)=O.C1CCN=C2CCCN21 OMAXTNHYQWXDRY-UHFFFAOYSA-N 0.000 description 1
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 1
- 125000002252 acyl group Chemical group 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- 229920005603 alternating copolymer Polymers 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 235000019257 ammonium acetate Nutrition 0.000 description 1
- 229940043376 ammonium acetate Drugs 0.000 description 1
- 238000000137 annealing Methods 0.000 description 1
- 239000002518 antifoaming agent Substances 0.000 description 1
- 239000003849 aromatic solvent Substances 0.000 description 1
- 229910052785 arsenic Inorganic materials 0.000 description 1
- 125000004429 atom Chemical group 0.000 description 1
- BODUWJSFPLUDMP-UHFFFAOYSA-N benzo[lmn][3,8]phenanthroline-1,3,6,8(2h,7h)-tetrone Chemical compound C1=CC(C(=O)NC2=O)=C3C2=CC=C2C(=O)NC(=O)C1=C32 BODUWJSFPLUDMP-UHFFFAOYSA-N 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 229920001400 block copolymer Polymers 0.000 description 1
- 229910052796 boron Inorganic materials 0.000 description 1
- DWBRWHDWQZWHIC-UHFFFAOYSA-N butan-2-ol;2-methylpropan-1-ol Chemical compound CCC(C)O.CC(C)CO DWBRWHDWQZWHIC-UHFFFAOYSA-N 0.000 description 1
- UHYPYGJEEGLRJD-UHFFFAOYSA-N cadmium(2+);selenium(2-) Chemical compound [Se-2].[Cd+2] UHYPYGJEEGLRJD-UHFFFAOYSA-N 0.000 description 1
- 235000013877 carbamide Nutrition 0.000 description 1
- CREMABGTGYGIQB-UHFFFAOYSA-N carbon carbon Chemical compound C.C CREMABGTGYGIQB-UHFFFAOYSA-N 0.000 description 1
- 239000011203 carbon fibre reinforced carbon Substances 0.000 description 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 150000001768 cations Chemical class 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 239000006258 conductive agent Substances 0.000 description 1
- 238000002508 contact lithography Methods 0.000 description 1
- 239000013068 control sample Substances 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- 125000004093 cyano group Chemical group *C#N 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 238000007872 degassing Methods 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- 239000000412 dendrimer Substances 0.000 description 1
- 229920000736 dendritic polymer Polymers 0.000 description 1
- JQVDAXLFBXTEQA-UHFFFAOYSA-N dibutylamine Chemical compound CCCCNCCCC JQVDAXLFBXTEQA-UHFFFAOYSA-N 0.000 description 1
- PKZPGXPPVOWEKM-UHFFFAOYSA-N dihexylazanium;methanesulfonate Chemical compound CS([O-])(=O)=O.CCCCCC[NH2+]CCCCCC PKZPGXPPVOWEKM-UHFFFAOYSA-N 0.000 description 1
- 239000003085 diluting agent Substances 0.000 description 1
- 238000003618 dip coating Methods 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- 238000007606 doctor blade method Methods 0.000 description 1
- 239000002019 doping agent Substances 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 230000005684 electric field Effects 0.000 description 1
- 238000005401 electroluminescence Methods 0.000 description 1
- 150000002118 epoxides Chemical class 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 238000004880 explosion Methods 0.000 description 1
- GVEPBJHOBDJJJI-UHFFFAOYSA-N fluoranthrene Natural products C1=CC(C2=CC=CC=C22)=C3C2=CC=CC3=C1 GVEPBJHOBDJJJI-UHFFFAOYSA-N 0.000 description 1
- 239000011737 fluorine Substances 0.000 description 1
- 125000001153 fluoro group Chemical group F* 0.000 description 1
- NCRHJTDSINPLBC-UHFFFAOYSA-N formic acid;octan-1-amine Chemical compound [O-]C=O.CCCCCCCC[NH3+] NCRHJTDSINPLBC-UHFFFAOYSA-N 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 description 1
- 229910052737 gold Inorganic materials 0.000 description 1
- 239000010931 gold Substances 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 229920001519 homopolymer Polymers 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- 229910010272 inorganic material Inorganic materials 0.000 description 1
- 239000011147 inorganic material Substances 0.000 description 1
- 150000002497 iodine compounds Chemical class 0.000 description 1
- 150000008040 ionic compounds Chemical class 0.000 description 1
- 239000002608 ionic liquid Substances 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 238000007644 letterpress printing Methods 0.000 description 1
- 238000001459 lithography Methods 0.000 description 1
- 239000000314 lubricant Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 150000002734 metacrylic acid derivatives Chemical class 0.000 description 1
- 229940098779 methanesulfonic acid Drugs 0.000 description 1
- 125000002496 methyl group Chemical class [H]C([H])([H])* 0.000 description 1
- 150000007522 mineralic acids Chemical class 0.000 description 1
- ARMVRBCQDUGXOL-UHFFFAOYSA-N n,n-dibutylbutan-1-amine;2,2,2-trifluoroacetic acid Chemical compound [O-]C(=O)C(F)(F)F.CCCC[NH+](CCCC)CCCC ARMVRBCQDUGXOL-UHFFFAOYSA-N 0.000 description 1
- TVMXDCGIABBOFY-UHFFFAOYSA-N n-Octanol Natural products CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 1
- MJCJUDJQDGGKOX-UHFFFAOYSA-N n-dodecyldodecan-1-amine Chemical class CCCCCCCCCCCCNCCCCCCCCCCCC MJCJUDJQDGGKOX-UHFFFAOYSA-N 0.000 description 1
- 239000002105 nanoparticle Substances 0.000 description 1
- 150000002825 nitriles Chemical class 0.000 description 1
- 150000002828 nitro derivatives Chemical class 0.000 description 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 1
- IOQPZZOEVPZRBK-UHFFFAOYSA-N octan-1-amine Chemical compound CCCCCCCCN IOQPZZOEVPZRBK-UHFFFAOYSA-N 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- GPRIERYVMZVKTC-UHFFFAOYSA-N p-quaterphenyl Chemical group C1=CC=CC=C1C1=CC=C(C=2C=CC(=CC=2)C=2C=CC=CC=2)C=C1 GPRIERYVMZVKTC-UHFFFAOYSA-N 0.000 description 1
- 238000007649 pad printing Methods 0.000 description 1
- 125000002080 perylenyl group Chemical group C1(=CC=C2C=CC=C3C4=CC=CC5=CC=CC(C1=C23)=C45)* 0.000 description 1
- CSHWQDPOILHKBI-UHFFFAOYSA-N peryrene Natural products C1=CC(C2=CC=CC=3C2=C2C=CC=3)=C3C2=CC=CC3=C1 CSHWQDPOILHKBI-UHFFFAOYSA-N 0.000 description 1
- 125000000843 phenylene group Chemical group C1(=C(C=CC=C1)*)* 0.000 description 1
- 229910052698 phosphorus Inorganic materials 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 229910052697 platinum Inorganic materials 0.000 description 1
- 239000002798 polar solvent Substances 0.000 description 1
- 229920000553 poly(phenylenevinylene) Polymers 0.000 description 1
- 229920001467 poly(styrenesulfonates) Polymers 0.000 description 1
- 229920000323 polyazulene Polymers 0.000 description 1
- 229920000570 polyether Polymers 0.000 description 1
- 239000011112 polyethylene naphthalate Substances 0.000 description 1
- 229920002098 polyfluorene Polymers 0.000 description 1
- 229920000414 polyfuran Polymers 0.000 description 1
- 229920001721 polyimide Polymers 0.000 description 1
- 229920000582 polyisocyanurate Polymers 0.000 description 1
- 239000011495 polyisocyanurate Substances 0.000 description 1
- 229920002959 polymer blend Polymers 0.000 description 1
- 229920005862 polyol Polymers 0.000 description 1
- 150000003077 polyols Chemical class 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
- 229920000123 polythiophene Polymers 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 239000002243 precursor Substances 0.000 description 1
- 235000019260 propionic acid Nutrition 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 description 1
- 230000005855 radiation Effects 0.000 description 1
- 230000002441 reversible effect Effects 0.000 description 1
- 238000007650 screen-printing Methods 0.000 description 1
- 229910052711 selenium Inorganic materials 0.000 description 1
- 229910052710 silicon Inorganic materials 0.000 description 1
- 150000003384 small molecules Chemical class 0.000 description 1
- 239000011877 solvent mixture Substances 0.000 description 1
- 238000004528 spin coating Methods 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 239000012086 standard solution Substances 0.000 description 1
- 229920006301 statistical copolymer Polymers 0.000 description 1
- 235000021286 stilbenes Nutrition 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 238000000859 sublimation Methods 0.000 description 1
- 230000008022 sublimation Effects 0.000 description 1
- 125000000547 substituted alkyl group Chemical group 0.000 description 1
- 125000003107 substituted aryl group Chemical group 0.000 description 1
- 150000003462 sulfoxides Chemical class 0.000 description 1
- 125000004434 sulfur atom Chemical group 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 229910052714 tellurium Inorganic materials 0.000 description 1
- 125000005207 tetraalkylammonium group Chemical group 0.000 description 1
- NHGXDBSUJJNIRV-UHFFFAOYSA-M tetrabutylammonium chloride Chemical compound [Cl-].CCCC[N+](CCCC)(CCCC)CCCC NHGXDBSUJJNIRV-UHFFFAOYSA-M 0.000 description 1
- IFLREYGFSNHWGE-UHFFFAOYSA-N tetracene Chemical compound C1=CC=CC2=CC3=CC4=CC=CC=C4C=C3C=C21 IFLREYGFSNHWGE-UHFFFAOYSA-N 0.000 description 1
- QBVXKDJEZKEASM-UHFFFAOYSA-M tetraoctylammonium bromide Chemical compound [Br-].CCCCCCCC[N+](CCCCCCCC)(CCCCCCCC)CCCCCCCC QBVXKDJEZKEASM-UHFFFAOYSA-M 0.000 description 1
- 125000004001 thioalkyl group Chemical group 0.000 description 1
- 229930192474 thiophene Natural products 0.000 description 1
- 125000005270 trialkylamine group Chemical group 0.000 description 1
- IMFACGCPASFAPR-UHFFFAOYSA-N tributylamine Chemical compound CCCCN(CCCC)CCCC IMFACGCPASFAPR-UHFFFAOYSA-N 0.000 description 1
- YNJBWRMUSHSURL-UHFFFAOYSA-N trichloroacetic acid Chemical compound OC(=O)C(Cl)(Cl)Cl YNJBWRMUSHSURL-UHFFFAOYSA-N 0.000 description 1
- KYWVDGFGRYJLPE-UHFFFAOYSA-N trimethylazanium;acetate Chemical compound CN(C)C.CC(O)=O KYWVDGFGRYJLPE-UHFFFAOYSA-N 0.000 description 1
- 150000003672 ureas Chemical class 0.000 description 1
- 239000003039 volatile agent Substances 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
- 239000011787 zinc oxide Substances 0.000 description 1
Images
Classifications
-
- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01B—CABLES; CONDUCTORS; INSULATORS; SELECTION OF MATERIALS FOR THEIR CONDUCTIVE, INSULATING OR DIELECTRIC PROPERTIES
- H01B1/00—Conductors or conductive bodies characterised by the conductive materials; Selection of materials as conductors
- H01B1/20—Conductive material dispersed in non-conductive organic material
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61B—DIAGNOSIS; SURGERY; IDENTIFICATION
- A61B5/00—Measuring for diagnostic purposes; Identification of persons
- A61B5/0093—Detecting, measuring or recording by applying one single type of energy and measuring its conversion into another type of energy
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B82—NANOTECHNOLOGY
- B82Y—SPECIFIC USES OR APPLICATIONS OF NANOSTRUCTURES; MEASUREMENT OR ANALYSIS OF NANOSTRUCTURES; MANUFACTURE OR TREATMENT OF NANOSTRUCTURES
- B82Y10/00—Nanotechnology for information processing, storage or transmission, e.g. quantum computing or single electron logic
-
- 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
- C09D11/00—Inks
- C09D11/52—Electrically conductive inks
-
- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01B—CABLES; CONDUCTORS; INSULATORS; SELECTION OF MATERIALS FOR THEIR CONDUCTIVE, INSULATING OR DIELECTRIC PROPERTIES
- H01B1/00—Conductors or conductive bodies characterised by the conductive materials; Selection of materials as conductors
- H01B1/06—Conductors or conductive bodies characterised by the conductive materials; Selection of materials as conductors mainly consisting of other non-metallic substances
- H01B1/12—Conductors or conductive bodies characterised by the conductive materials; Selection of materials as conductors mainly consisting of other non-metallic substances organic substances
-
- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01G—CAPACITORS; CAPACITORS, RECTIFIERS, DETECTORS, SWITCHING DEVICES, LIGHT-SENSITIVE OR TEMPERATURE-SENSITIVE DEVICES OF THE ELECTROLYTIC TYPE
- H01G11/00—Hybrid capacitors, i.e. capacitors having different positive and negative electrodes; Electric double-layer [EDL] capacitors; Processes for the manufacture thereof or of parts thereof
- H01G11/22—Electrodes
- H01G11/30—Electrodes characterised by their material
- H01G11/48—Conductive polymers
-
- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01L—SEMICONDUCTOR DEVICES NOT COVERED BY CLASS H10
- H01L21/00—Processes or apparatus adapted for the manufacture or treatment of semiconductor or solid state devices or of parts thereof
- H01L21/02—Manufacture or treatment of semiconductor devices or of parts thereof
- H01L21/02104—Forming layers
-
- H—ELECTRICITY
- H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
- H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
- H10K71/00—Manufacture or treatment specially adapted for the organic devices covered by this subclass
- H10K71/10—Deposition of organic active material
- H10K71/12—Deposition of organic active material using liquid deposition, e.g. spin coating
-
- H—ELECTRICITY
- H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
- H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
- H10K99/00—Subject matter not provided for in other groups of this subclass
-
- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01B—CABLES; CONDUCTORS; INSULATORS; SELECTION OF MATERIALS FOR THEIR CONDUCTIVE, INSULATING OR DIELECTRIC PROPERTIES
- H01B1/00—Conductors or conductive bodies characterised by the conductive materials; Selection of materials as conductors
- H01B1/06—Conductors or conductive bodies characterised by the conductive materials; Selection of materials as conductors mainly consisting of other non-metallic substances
- H01B1/12—Conductors or conductive bodies characterised by the conductive materials; Selection of materials as conductors mainly consisting of other non-metallic substances organic substances
- H01B1/122—Ionic conductors
-
- 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
- H10K85/20—Carbon compounds, e.g. carbon nanotubes or fullerenes
- H10K85/211—Fullerenes, e.g. C60
-
- 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
- Y02E—REDUCTION OF GREENHOUSE GAS [GHG] EMISSIONS, RELATED TO ENERGY GENERATION, TRANSMISSION OR DISTRIBUTION
- Y02E60/00—Enabling technologies; Technologies with a potential or indirect contribution to GHG emissions mitigation
- Y02E60/13—Energy storage using capacitors
Landscapes
- Engineering & Computer Science (AREA)
- Chemical & Material Sciences (AREA)
- Physics & Mathematics (AREA)
- Power Engineering (AREA)
- Nanotechnology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Materials Engineering (AREA)
- Microelectronics & Electronic Packaging (AREA)
- Manufacturing & Machinery (AREA)
- Health & Medical Sciences (AREA)
- Theoretical Computer Science (AREA)
- Crystallography & Structural Chemistry (AREA)
- Mathematical Physics (AREA)
- Spectroscopy & Molecular Physics (AREA)
- Organic Chemistry (AREA)
- Wood Science & Technology (AREA)
- Computer Hardware Design (AREA)
- Biomedical Technology (AREA)
- Molecular Biology (AREA)
- Surgery (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Heart & Thoracic Surgery (AREA)
- Medical Informatics (AREA)
- Pathology (AREA)
- Biophysics (AREA)
- General Physics & Mathematics (AREA)
- Condensed Matter Physics & Semiconductors (AREA)
- Dispersion Chemistry (AREA)
- Photovoltaic Devices (AREA)
- Electroluminescent Light Sources (AREA)
- Inks, Pencil-Leads, Or Crayons (AREA)
- Conductive Materials (AREA)
Abstract
【解決手段】本発明は、有機半導体(OSC:organic semiconductor)および導電性添加剤を含む新規な調合物と、有機電子(OE:organic electronic)装置、特に、有機光起電(OPV:organic photovoltaic)セルを調製するための導電性インクとしてのそれらの使用と、該新規な調合物を使用してOE装置を調製する方法と、そのような方法および調合物より調製されるOE装置およびOPVセルとに関する。
【選択図】なし
Description
a)上および下に記載される通りの調合物を基板上に堆積して、好ましくはフィルムまたは層を形成する工程と、
b)溶媒(1種類または多種類)および揮発性またはOSC化合物と化学的に反応できる任意の導電性添加剤を、例えば、蒸発により除去する工程と
を含む有機電子(OE:organic electronic)装置の調製方法に関する。
−どちらか一方が透明である低仕事関数電極(1)(例えば、アルミニウムなどの金属)および高仕事関数電極(2)(例えば、ITO)と、
−電極(1、2)の間に配置され、好ましくはOSC材料より選択される正孔輸送材料および電子輸送材料を含む層(3)(「活性層」とも言う)とで;例えば、pおよびn型半導体の二重層または2つの異なる層またはブレンドまたは混合物として活性層は存在してもよく、
−任意の構成要素として、正孔に対するオーミック接触を与えるよう高仕事関数電極の仕事関数を改変するために、活性層(3)および高仕事関数電極(2)の間に配置される、例えば、PEDOT:PSS(ポリ(3,4−エチレンジオキシチオフェン):ポリ(スチレンスルホネート))のブレンドを含む導電性ポリマー層(4)と、
−任意の構成要素として、電子に対するオーミック接触を与えるために、低仕事関数電極(1)の活性層(3)に面する側上の被覆(5)(例えば、LiFの)と
を含む。
−一方が透明である低仕事関数電極(1)(例えば、金などの金属)および高仕事関数電極(2)(例えば、ITO)と、
−電極(1、2)の間に配置され、好ましくはOSC材料より選択される正孔輸送材料および電子輸送材料を含む層(3)(「活性層」とも言う)とで;例えば、pおよびn型半導体の二重層または2つの異なる層またはブレンドまたは混合物として活性層は存在してもよく、
−任意の構成要素として、電子に対するオーミック接触を与えるための、活性層(3)および低仕事関数電極(1)の間に配置される、例えば、PEDOT:PSSのブレンドを含む導電性ポリマー層(4)と、
−任意の構成要素として、正孔に対するオーミック接触を与えるために、高仕事関数電極(2)の活性層(3)に面する側上の被覆(5)(例えば、TiOxの)と
を含む。
Voc 開回路電圧[V]
Isc 短絡回路電流[A]
Jsc 短絡回路電流密度[mA/cm2]
η エネルギー変換効率[%]
Pm 最大出力点[W]
E 照射[W/m2]
Ac 太陽電池表面積[m2]
FF 電気的曲線因子
照射された装置の電流−電圧曲線を走査して、上に列記されるパラメータを決定する。他に明言しない限り、照明光源は、1SunにおいてOriel(Newport Physics)Class B Solar Simulatorセットで、VocでバイアスされたAM1.5G(Air Mass 1.5 Global)Devicesである。
下の表1に示す通り、OSC化合物として分子量Mwが10,000〜100,000のポリ(3−ヘキシルチオフェン)(P3HT)、有機溶媒および導電性添加剤より、各種の導電性溶液を調製する。
1779ppmの濃度でN−メチル−N−トリオクチル−アンモニウムビス(トリフルオロメチルスルホニル)イミドをo−キシレンに溶解する。結果として得られる溶液の導電率は3.3×10−7S/mである。
4.5重量%の濃度でP3HT/PCBM半導体ブレンド(重量で1:0.9)を、10容量%のシクロペンタノンおよび90容量%のo−キシレンの混合物中に溶解する。導電剤であるN−メチル−N−トリオクチル−アンモニウムビス(トリフルオロメチルスルホニル)イミドを、647ppmの濃度で添加する。結果として得られる溶液の導電率は1.1×10−6S/mである。
Claims (20)
- 1種類以上の有機半導体(OSC:organic semiconducting)化合物と、1種類以上の有機溶媒と、調合物の導電性を増加する1種類以上の添加剤(導電性添加剤)とを含む調合物であって、前記導電性添加剤は揮発性であるか、および/またはOSC化合物と化学反応ができないか、および/または0.5重量%未満の総濃度で存在している調合物。
- 該導電性添加剤は、非酸化有機塩、揮発性有機塩、アルコール類、揮発性カルボン酸類および有機アミン類から成る群より選択されることを特徴とする請求項1に記載の調合物。
- 該導電性添加剤は、第4級アンモニウム塩、ホスホニウム塩、イミダゾリウム塩および他のヘテロ環塩から成る群より選択され、ただし、アニオンは、ハライド、サルフェート、アセテート、ホルメート、テトラフルオロボレート、ヘキサフルオロホスフェート、メタンスルホネート、トリフレート(トリフルオロメタンスルホネート)およびビス(トリフルオロメチルスルホニル)イミドから成る群より選択されることを特徴とする請求項2に記載の調合物。
- 該導電性添加剤は、イソプロピルアルコール、イソ−ブタノール、ヘキサノール、メタノール、エタノール、ギ酸、酢酸、ジ−またはトリフルオロ酢酸、および第1級または第2級アルキルアミン類から成る群より選択されることを特徴とする請求項2に記載の調合物。
- 該導電性添加剤(1種類または多種類)の濃度は、
可溶性有機塩の場合、1重量ppm〜2重量%であり、
揮発性有機塩の場合、1重量ppm〜2重量%であり、
揮発性カルボン酸類の場合、0.001〜2重量%であり、
有機アミン類の場合、0.001〜2重量%であり、
アルコール類の場合、5〜10重量%である
ことを特徴とする請求項1〜4のいずれか一項に記載の調合物。 - 10−6〜10−9S/mの導電率を有することを特徴とする請求項1〜5のいずれか一項に記載の調合物。
- OSC化合物に対する良好な溶解力を有する第1溶媒と、該第1溶媒と混和性であり該導電性添加剤に対する良好な溶解力を有する第2溶媒(「担体溶媒」)とを含むことを特徴とする請求項1〜6のいずれか一項に記載の調合物。
- 該第1溶媒は、トルエン、o−、m−またはp−キシレン、トリメチルベンゼン、テトラリン、アニソール、アルキルアニソール類、ナフタレンおよびアルキルナフタレンから成る群より選択されることを特徴とする請求項7に記載の調合物。
- 該担体溶媒は、シクロペンタノン、アセトニトリル、ベンゾニトリル、ニトロメタン、テトラヒドロフランおよびアセトンから成る群より選択されることを特徴とする請求項7または8に記載の調合物。
- 該担体溶媒の割合は、該調合物の総容量の5〜25容量%であることを特徴とする請求項7〜8のいずれか一項に記載の調合物。
- 該OSC化合物は、置換ポリアセン類またはポリ(3−置換チオフェン)から成る群より選択されることを特徴とする請求項1〜10のいずれか一項に記載の調合物。
- p型OSC化合物およびn型OSC化合物を含むことを特徴とする請求項1〜11のいずれか一項に記載の調合物。
- ポリ(3−置換チオフェン)と、C60またはC70フラーレンまたは変性C60分子との混合物を含むことを特徴とする請求項1〜12のいずれか一項に記載の調合物。
- 該調合物における該OSC化合物の総濃度は0.1%〜10重量%であることを特徴とする請求項1〜13のいずれか一項に記載の調合物。
- 被覆または印刷インクとしての、または、有機電子(OE:organic electronic)装置のための請求項1〜14のいずれか一項に記載の調合物の使用。
- a)請求項1〜14のいずれか一項に記載の調合物を基板上に堆積して、フィルムまたは層を形成する工程と、
b)溶媒(1種類または多種類)および揮発性またはOSC材料と化学的に反応できる任意の導電性添加剤を、例えば、蒸発により除去する工程と
を含むOE装置の調製方法。 - 請求項16に記載の方法により、または請求項1〜14のいずれか一項に記載の調合物より調製されるOE装置。
- 有機電界効果トランジスタ(OFET:organic field effect transistor)、集積回路(IC:integrated circuit)、薄膜トランジスタ(TFT:thin film transistor)、無線識別(RFID:Radio Frequency Identification)タグ、有機発光ダイオード(OLED:organic light emitting diode)、有機発光トランジスタ(OLET:organic light emitting transistor)、エレクトロルミネッセンスディスプレイ、有機光起電(OPV:organic photovoltaic)セル、有機太陽電池(O−SC:organic solar cell)、フレキシブルOPVおよびO−SC、有機レーザーダイオード(O−レーザー:organic laser)、有機集積回路(O−IC:organic integrated circuit)、照明装置、センサー装置、電極材料、光導電体、光検出器、電子写真記録装置、キャパシタ、電荷注入層、ショットキーダイオード、平坦化層、帯電防止フィルム、導電性基板、導電性パターン、光導電体、電子写真装置、有機記憶装置、バイオセンサーおよびバイオチップより選択されることを特徴とする請求項17に記載のOE装置。
- −どちらか一方が透明である低仕事関数電極(1)および高仕事関数電極(2)と、
−正孔輸送材料および電子輸送材料を含む活性層(3)と、
−任意の構成要素として、正孔に対するオーミック接触を与えるために該高仕事関数電極の仕事関数を改変するために、該活性層(3)および該高仕事関数電極(2)の間に配置される導電性ポリマー層(4)と、
−任意の構成要素として、電子に対するオーミック接触を与えるために、該低仕事関数電極(1)の該活性層(3)に面する側上の被覆(5)と
を含むことを特徴とする請求項17または18に記載のOE装置。 - −どちらか一方が透明である低仕事関数電極(1)および高仕事関数電極(2)と、
−正孔輸送材料および電子輸送材料を含む活性層(3)と、
−任意の構成要素として、電子に対するオーミック接触を与えるために、該活性層(3)および該低仕事関数電極(1)の間に配置される導電性ポリマー層(4)と、
−任意の構成要素として、正孔に対するオーミック接触を与えるための、該高仕事関数電極(2)の該活性層(3)に面する側上の被覆(5)と
を含むことを特徴とする請求項17または18に記載のOE装置。
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
EP07020363 | 2007-10-18 | ||
PCT/EP2008/007896 WO2009049744A1 (en) | 2007-10-18 | 2008-09-19 | Conducting formulation |
Publications (1)
Publication Number | Publication Date |
---|---|
JP2011504650A true JP2011504650A (ja) | 2011-02-10 |
Family
ID=40070843
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2010529254A Pending JP2011504650A (ja) | 2007-10-18 | 2008-09-19 | 導電性調合物 |
Country Status (7)
Country | Link |
---|---|
US (2) | US9673394B2 (ja) |
EP (1) | EP2201622B1 (ja) |
JP (1) | JP2011504650A (ja) |
KR (1) | KR20100090775A (ja) |
CN (1) | CN101828280B (ja) |
TW (1) | TWI521759B (ja) |
WO (1) | WO2009049744A1 (ja) |
Cited By (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2010533962A (ja) * | 2007-07-19 | 2010-10-28 | アド−ビジョン・インコーポレイテッド | 有機電子デバイスのための改良された印刷カソードのための方法および装置 |
JP2014027176A (ja) * | 2012-07-27 | 2014-02-06 | Mitsubishi Chemicals Corp | 光電変換素子、太陽電池及び太陽電池モジュール |
KR20140058653A (ko) * | 2011-08-26 | 2014-05-14 | 메르크 파텐트 게엠베하 | 유기 반도체 배합물 |
JP2014112689A (ja) * | 2010-04-22 | 2014-06-19 | Hitachi Chemical Co Ltd | 有機エレクトロニクス材料、重合開始剤及び熱重合開始剤、インク組成物、有機薄膜及びその製造方法、有機エレクトロニクス素子、有機エレクトロルミネセンス素子、照明装置、表示素子、並びに表示装置 |
JP2018525835A (ja) * | 2015-08-18 | 2018-09-06 | ノヴァレッド ゲーエムベーハー | 有機発光ダイオード(oled)の正孔注入層(hil)として使用される金属アミド |
JP2018530910A (ja) * | 2015-08-18 | 2018-10-18 | ノヴァレッド ゲーエムベーハー | 有機発光ダイオード(oled)の正孔注入層(hil)として使用される金属アミドがドープされたトリアリールアミン厚層 |
JP2022505685A (ja) * | 2018-06-29 | 2022-01-14 | ドラキュラ テクノロジーズ | 導電性ポリマー組成物及びその製造方法 |
Families Citing this family (22)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US8758649B2 (en) * | 2008-03-06 | 2014-06-24 | Merck Patent Gmbh | Organic semiconductor formulation |
KR20120102575A (ko) * | 2009-06-22 | 2012-09-18 | 메르크 파텐트 게엠베하 | 도전성 조성물 |
EP2305685B1 (en) * | 2009-09-30 | 2014-05-21 | Heraeus Precious Metals GmbH & Co. KG | Stabilised thiophene derivatives |
JP5754126B2 (ja) * | 2009-12-21 | 2015-07-29 | 三菱化学株式会社 | 有機半導体用混合物、並びに、有機電子デバイスの作製方法及び有機電子デバイス |
KR20170093267A (ko) | 2009-12-23 | 2017-08-14 | 메르크 파텐트 게엠베하 | 유기 반도성 화합물을 포함하는 조성물 |
KR20170091788A (ko) | 2009-12-23 | 2017-08-09 | 메르크 파텐트 게엠베하 | 중합체성 결합제를 포함하는 조성물 |
TWI440238B (zh) * | 2010-03-22 | 2014-06-01 | Univ Nat Cheng Kung | 以四級va族離子型有機鹽類作為電子傳輸層的有機光電半導體元件及其製造方法 |
EP2559079B1 (en) * | 2010-04-12 | 2020-04-01 | Merck Patent GmbH | Composition and method for preparation of organic electronic devices |
WO2011138902A1 (ja) * | 2010-05-07 | 2011-11-10 | 住友化学株式会社 | 有機光電変換素子 |
KR101943110B1 (ko) | 2010-05-27 | 2019-01-28 | 메르크 파텐트 게엠베하 | 유기 전자 소자의 제조를 위한 제형 및 방법 |
US8784690B2 (en) * | 2010-08-20 | 2014-07-22 | Rhodia Operations | Polymer compositions, polymer films, polymer gels, polymer foams, and electronic devices containing such films, gels and foams |
US20140251407A1 (en) * | 2011-09-28 | 2014-09-11 | Fujifilm Corporation | Thermoelectric conversion material and a thermoelectric conversion element |
CN102604455B (zh) * | 2012-02-17 | 2014-04-02 | 明基材料有限公司 | 抗静电涂料、抗静电薄膜及其制造方法 |
KR101353687B1 (ko) * | 2012-07-31 | 2014-01-20 | 한국과학기술원 | 능동형 rfid 태그를 이용한 위치 파악 시스템 |
KR20210041125A (ko) * | 2012-08-09 | 2021-04-14 | 메르크 파텐트 게엠베하 | 유기 반도성 제제 |
CN103274931A (zh) * | 2013-06-05 | 2013-09-04 | 中国石油大学(华东) | 一种用于分离羧酸混合物萃取精馏的溶剂 |
US8945978B2 (en) * | 2013-06-28 | 2015-02-03 | Sunpower Corporation | Formation of metal structures in solar cells |
US10204743B2 (en) | 2017-02-06 | 2019-02-12 | Kemet Electronics Corporation | Capacitor with charge time reducing additives and work function modifiers |
DE112015002365T5 (de) | 2014-05-21 | 2017-02-16 | Kemet Electronics Corporation | Kondensator mit ladungszeit reduzierenden zusätzen und austrittsarbeitsmodifikatoren |
KR101635758B1 (ko) * | 2014-06-18 | 2016-07-04 | 한국과학기술연구원 | 감광성 염료 용액, 이를 이용해서 제조된 염료감응 태양전지의 광전극, 및 이를 포함하는 염료감응 태양전지 |
CN105185911B (zh) * | 2015-08-13 | 2017-11-17 | 电子科技大学 | 一种基于溶剂掺杂的聚合物太阳能电池及其制备方法 |
FR3097687B1 (fr) * | 2019-06-24 | 2021-09-24 | Isorg | Formulation comprenant un matériau semiconducteur organique de type p et un matériau semiconducteur de type n |
Citations (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS61163983A (ja) * | 1985-01-14 | 1986-07-24 | Matsushita Electric Ind Co Ltd | 有機半導体組成物 |
JP2005530351A (ja) * | 2002-06-14 | 2005-10-06 | コナルカ テクノロジーズ インコーポレイテッド | 有機電子素子の機能性膜用の材料、その製造方法、およびその使用 |
JP2005532416A (ja) * | 2001-12-20 | 2005-10-27 | アド−ビジョン・インコーポレイテッド | スクリーン印刷可能なエレクトロルミネッセントポリマーインク |
WO2006005172A1 (en) * | 2004-07-12 | 2006-01-19 | Shanghai Jingfeng Electronics Corporation | A method of improving the charge injection to organic films in organic thin film devices |
JP2006324649A (ja) * | 2005-04-22 | 2006-11-30 | Semiconductor Energy Lab Co Ltd | 有機半導体装置の作製方法 |
JP2007123716A (ja) * | 2005-10-31 | 2007-05-17 | Nippon Kayaku Co Ltd | 有機系電界効果トランジスタ |
JP2007200829A (ja) * | 2005-12-27 | 2007-08-09 | Semiconductor Energy Lab Co Ltd | 有機発光トランジスタ |
JP2007227905A (ja) * | 2006-02-22 | 2007-09-06 | Samsung Electronics Co Ltd | 抵抗変化形有機メモリ素子及びその製造方法 |
JP2007266298A (ja) * | 2006-03-28 | 2007-10-11 | Sanyo Electric Co Ltd | 有機トランジスタ及び有機トランジスタの製造方法 |
Family Cites Families (22)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5128587A (en) * | 1989-12-26 | 1992-07-07 | Moltech Corporation | Electroluminescent device based on organometallic membrane |
US5217649A (en) * | 1991-01-31 | 1993-06-08 | Americhem, Inc. | Electrically conductive blends of intrinsically conductive polymers and thermoplastic polymers containing sulfonamide plasticizer and acidic surfactant |
US5331183A (en) | 1992-08-17 | 1994-07-19 | The Regents Of The University Of California | Conjugated polymer - acceptor heterojunctions; diodes, photodiodes, and photovoltaic cells |
US5682043A (en) * | 1994-06-28 | 1997-10-28 | Uniax Corporation | Electrochemical light-emitting devices |
US6099757A (en) * | 1995-06-05 | 2000-08-08 | Americhem, Inc. | Tuned conductive coatings and blends from intrinisically conductive polymers and processes for making same |
JPH1027623A (ja) * | 1996-07-09 | 1998-01-27 | Asahi Glass Co Ltd | 有機電解質電池 |
JPH1074601A (ja) | 1996-07-30 | 1998-03-17 | Americhem Inc | 固有導電性ポリマーから得られる調整された導電性コーティング物および混合物ならびにその製造方法 |
JP4434411B2 (ja) * | 2000-02-16 | 2010-03-17 | 出光興産株式会社 | アクティブ駆動型有機el発光装置およびその製造方法 |
DE10207859A1 (de) * | 2002-02-20 | 2003-09-04 | Univ Dresden Tech | Dotiertes organisches Halbleitermaterial sowie Verfahren zu dessen Herstellung |
US6784017B2 (en) * | 2002-08-12 | 2004-08-31 | Precision Dynamics Corporation | Method of creating a high performance organic semiconductor device |
US7033646B2 (en) | 2002-08-29 | 2006-04-25 | E. I. Du Pont De Nemours And Company | High resistance polyaniline blend for use in high efficiency pixellated polymer electroluminescent devices |
US6825060B1 (en) * | 2003-04-02 | 2004-11-30 | Advanced Micro Devices, Inc. | Photosensitive polymeric memory elements |
US7163734B2 (en) * | 2003-08-26 | 2007-01-16 | Eastman Kodak Company | Patterning of electrically conductive layers by ink printing methods |
DE102004007777A1 (de) * | 2004-02-18 | 2005-09-08 | Covion Organic Semiconductors Gmbh | Lösungen organischer Halbleiter |
US7462514B2 (en) * | 2004-03-03 | 2008-12-09 | Semiconductor Energy Laboratory Co., Ltd. | Semiconductor device and method for manufacturing the same, liquid crystal television, and EL television |
US20060065889A1 (en) * | 2004-09-30 | 2006-03-30 | Pierre-Marc Allemand | Compositions for making organic thin films used in organic electronic devices |
US7569158B2 (en) | 2004-10-13 | 2009-08-04 | Air Products And Chemicals, Inc. | Aqueous dispersions of polythienothiophenes with fluorinated ion exchange polymers as dopants |
US7563392B1 (en) * | 2004-12-30 | 2009-07-21 | E.I. Du Pont De Nemours And Company | Organic conductive compositions and structures |
US7838688B2 (en) | 2004-12-30 | 2010-11-23 | E.I. Du Pont De Nemours And Company | Derivatized 3,4-Alkylenedioxythiophene monomers, methods of making them, and use thereof |
CN101679714B (zh) * | 2005-02-10 | 2013-03-06 | 普莱克斯托尼克斯公司 | 空穴注入层/传输层组合物及装置 |
US8828651B2 (en) * | 2005-07-25 | 2014-09-09 | Nissan Chemical Industries, Ltd. | Positive-type photosensitive resin composition and cured film manufactured therefrom |
US7582508B2 (en) * | 2006-05-31 | 2009-09-01 | Byoung-Choo Park | Method for manufacturing an organic semiconductor device that utilizes ionic salt |
-
2008
- 2008-09-19 EP EP08802404.7A patent/EP2201622B1/en active Active
- 2008-09-19 CN CN2008801119190A patent/CN101828280B/zh active Active
- 2008-09-19 US US12/738,471 patent/US9673394B2/en active Active
- 2008-09-19 WO PCT/EP2008/007896 patent/WO2009049744A1/en active Application Filing
- 2008-09-19 KR KR1020107010796A patent/KR20100090775A/ko active IP Right Grant
- 2008-09-19 JP JP2010529254A patent/JP2011504650A/ja active Pending
- 2008-10-15 TW TW097139551A patent/TWI521759B/zh active
-
2012
- 2012-11-30 US US13/690,662 patent/US20130161594A1/en not_active Abandoned
Patent Citations (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS61163983A (ja) * | 1985-01-14 | 1986-07-24 | Matsushita Electric Ind Co Ltd | 有機半導体組成物 |
JP2005532416A (ja) * | 2001-12-20 | 2005-10-27 | アド−ビジョン・インコーポレイテッド | スクリーン印刷可能なエレクトロルミネッセントポリマーインク |
JP2005530351A (ja) * | 2002-06-14 | 2005-10-06 | コナルカ テクノロジーズ インコーポレイテッド | 有機電子素子の機能性膜用の材料、その製造方法、およびその使用 |
WO2006005172A1 (en) * | 2004-07-12 | 2006-01-19 | Shanghai Jingfeng Electronics Corporation | A method of improving the charge injection to organic films in organic thin film devices |
JP2008506241A (ja) * | 2004-07-12 | 2008-02-28 | シャンハイ ジングフェング エレクトロニクス コーポレーション | 有機薄膜デバイスの有機膜に対する電荷の注入を改善する方法 |
JP2006324649A (ja) * | 2005-04-22 | 2006-11-30 | Semiconductor Energy Lab Co Ltd | 有機半導体装置の作製方法 |
JP2007123716A (ja) * | 2005-10-31 | 2007-05-17 | Nippon Kayaku Co Ltd | 有機系電界効果トランジスタ |
JP2007200829A (ja) * | 2005-12-27 | 2007-08-09 | Semiconductor Energy Lab Co Ltd | 有機発光トランジスタ |
JP2007227905A (ja) * | 2006-02-22 | 2007-09-06 | Samsung Electronics Co Ltd | 抵抗変化形有機メモリ素子及びその製造方法 |
JP2007266298A (ja) * | 2006-03-28 | 2007-10-11 | Sanyo Electric Co Ltd | 有機トランジスタ及び有機トランジスタの製造方法 |
Cited By (11)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2010533962A (ja) * | 2007-07-19 | 2010-10-28 | アド−ビジョン・インコーポレイテッド | 有機電子デバイスのための改良された印刷カソードのための方法および装置 |
JP2014112689A (ja) * | 2010-04-22 | 2014-06-19 | Hitachi Chemical Co Ltd | 有機エレクトロニクス材料、重合開始剤及び熱重合開始剤、インク組成物、有機薄膜及びその製造方法、有機エレクトロニクス素子、有機エレクトロルミネセンス素子、照明装置、表示素子、並びに表示装置 |
US10566105B2 (en) | 2010-04-22 | 2020-02-18 | Hitachi Chemical Company, Ltd. | Method for producing charge transport film |
KR20140058653A (ko) * | 2011-08-26 | 2014-05-14 | 메르크 파텐트 게엠베하 | 유기 반도체 배합물 |
JP2014534606A (ja) * | 2011-08-26 | 2014-12-18 | 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Merck Patent Gesellschaft mit beschraenkter Haftung | 有機半導体配合物 |
KR102071217B1 (ko) * | 2011-08-26 | 2020-01-30 | 메르크 파텐트 게엠베하 | 유기 반도체 배합물 |
JP2014027176A (ja) * | 2012-07-27 | 2014-02-06 | Mitsubishi Chemicals Corp | 光電変換素子、太陽電池及び太陽電池モジュール |
JP2018525835A (ja) * | 2015-08-18 | 2018-09-06 | ノヴァレッド ゲーエムベーハー | 有機発光ダイオード(oled)の正孔注入層(hil)として使用される金属アミド |
JP2018530910A (ja) * | 2015-08-18 | 2018-10-18 | ノヴァレッド ゲーエムベーハー | 有機発光ダイオード(oled)の正孔注入層(hil)として使用される金属アミドがドープされたトリアリールアミン厚層 |
JP2022505685A (ja) * | 2018-06-29 | 2022-01-14 | ドラキュラ テクノロジーズ | 導電性ポリマー組成物及びその製造方法 |
JP7292385B2 (ja) | 2018-06-29 | 2023-06-16 | ドラキュラ テクノロジーズ | 導電性ポリマー組成物及びその製造方法 |
Also Published As
Publication number | Publication date |
---|---|
CN101828280B (zh) | 2013-03-27 |
TWI521759B (zh) | 2016-02-11 |
WO2009049744A1 (en) | 2009-04-23 |
CN101828280A (zh) | 2010-09-08 |
US20130161594A1 (en) | 2013-06-27 |
EP2201622A1 (en) | 2010-06-30 |
US9673394B2 (en) | 2017-06-06 |
KR20100090775A (ko) | 2010-08-17 |
EP2201622B1 (en) | 2021-05-12 |
US20100213455A1 (en) | 2010-08-26 |
TW200937694A (en) | 2009-09-01 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
EP2201622B1 (en) | Conducting formulation | |
Trefz et al. | Electrochemical investigations of the n-type semiconducting polymer P (NDI2OD-T2) and its monomer: new insights in the reduction behavior | |
JP6411438B2 (ja) | 有機電子装置を調製するための配合物および方法 | |
JP5624987B2 (ja) | 有機半導体のための誘導体化されたフラーレン系ドーパント | |
US10256408B2 (en) | Composition and method for preparation of organic electronic devices | |
Sharma et al. | A nonionic alcohol soluble polymer cathode interlayer enables efficient organic and perovskite solar cells | |
Gross et al. | From isotropic to anisotropic conductivities in P (NDI2OD-T2) by (Electro-) Chemical doping strategies | |
Seo et al. | Blending of n-type semiconducting polymer and PC61BM for an efficient electron-selective material to boost the performance of the planar perovskite solar cell | |
WO2018178273A1 (en) | Ink composition for forming an organic layer of a semiconductor | |
JP2022509832A (ja) | 光検出器組成物 | |
Leblebici et al. | Dielectric screening to reduce charge transfer state binding energy in organic bulk heterojunction photovoltaics | |
Mikroyannidis et al. | Novel p-phenylenevinylene compounds containing thiophene or anthracene moieties and cyano− vinylene bonds for photovoltaic applications | |
Jaballah et al. | New bithiophene-containing electroluminescent polymer: Synthesis, characterization, optical and electrical properties | |
US9484516B2 (en) | Method for preparing electroconductive polymer and thermoelectric device comprising electroconductive polymer film prepared using the same | |
GB2553764A (en) | Stable ink formulations suitable for the manufacture of thermoelectric legs | |
US20220359842A1 (en) | Formulation comprising a p-type organic semiconductor material and an n-type semiconductor material | |
US20220359825A1 (en) | Formulation comprising a p-type organic semiconductor material and an n-type semiconductor material | |
Liu et al. | Synthesis, characterization, and photovoltaic properties of acceptor–donor–acceptor organic small molecules with different terminal electron-withdrawing groups | |
GB2560725A (en) | Ink formulation | |
US20220246854A1 (en) | Formulation comprising a p-type organic semiconductor material and an n-type semiconductor material | |
US20220359826A1 (en) | Formulation comprising a p-type organic semiconductor material and an n-type semiconductor material | |
GB2554410A (en) | Organic photodetector |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
A621 | Written request for application examination |
Free format text: JAPANESE INTERMEDIATE CODE: A621 Effective date: 20110916 |
|
A131 | Notification of reasons for refusal |
Free format text: JAPANESE INTERMEDIATE CODE: A131 Effective date: 20130723 |
|
A601 | Written request for extension of time |
Free format text: JAPANESE INTERMEDIATE CODE: A601 Effective date: 20131018 |
|
A602 | Written permission of extension of time |
Free format text: JAPANESE INTERMEDIATE CODE: A602 Effective date: 20131025 |
|
A521 | Request for written amendment filed |
Free format text: JAPANESE INTERMEDIATE CODE: A523 Effective date: 20140117 |
|
A02 | Decision of refusal |
Free format text: JAPANESE INTERMEDIATE CODE: A02 Effective date: 20140610 |