WO2010139310A2 - Cellule solaire ou photodétecteur organique inversé(e) ou transparent(e) à adsorption améliorée - Google Patents
Cellule solaire ou photodétecteur organique inversé(e) ou transparent(e) à adsorption améliorée Download PDFInfo
- Publication number
- WO2010139310A2 WO2010139310A2 PCT/DE2010/000618 DE2010000618W WO2010139310A2 WO 2010139310 A2 WO2010139310 A2 WO 2010139310A2 DE 2010000618 W DE2010000618 W DE 2010000618W WO 2010139310 A2 WO2010139310 A2 WO 2010139310A2
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- photoactive component
- organic
- organic photoactive
- component according
- materials
- Prior art date
Links
- 238000010521 absorption reaction Methods 0.000 title description 19
- -1 diindeno[1,2,3-cd:1',2',3'-lm]perylene compound Chemical class 0.000 claims abstract description 8
- 239000010410 layer Substances 0.000 claims description 95
- 239000000463 material Substances 0.000 claims description 69
- 239000000758 substrate Substances 0.000 claims description 15
- 229910052782 aluminium Inorganic materials 0.000 claims description 14
- 229910052751 metal Inorganic materials 0.000 claims description 14
- 239000002184 metal Substances 0.000 claims description 13
- 239000011368 organic material Substances 0.000 claims description 13
- 229910052757 nitrogen Inorganic materials 0.000 claims description 11
- 239000000126 substance Substances 0.000 claims description 11
- 238000006243 chemical reaction Methods 0.000 claims description 10
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 claims description 9
- 239000002800 charge carrier Substances 0.000 claims description 9
- 238000009792 diffusion process Methods 0.000 claims description 9
- 239000002019 doping agent Substances 0.000 claims description 9
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 claims description 8
- 238000000034 method Methods 0.000 claims description 8
- CSHWQDPOILHKBI-UHFFFAOYSA-N peryrene Natural products C1=CC(C2=CC=CC=3C2=C2C=CC=3)=C3C2=CC=CC3=C1 CSHWQDPOILHKBI-UHFFFAOYSA-N 0.000 claims description 8
- 239000011521 glass Substances 0.000 claims description 7
- 230000005525 hole transport Effects 0.000 claims description 7
- 239000000370 acceptor Substances 0.000 claims description 6
- 229910010272 inorganic material Inorganic materials 0.000 claims description 6
- 239000011147 inorganic material Substances 0.000 claims description 6
- 239000012044 organic layer Substances 0.000 claims description 6
- 229920006395 saturated elastomer Polymers 0.000 claims description 6
- 230000005540 biological transmission Effects 0.000 claims description 5
- 229910052709 silver Inorganic materials 0.000 claims description 5
- 239000004332 silver Substances 0.000 claims description 5
- 238000001429 visible spectrum Methods 0.000 claims description 5
- 125000002837 carbocyclic group Chemical group 0.000 claims description 4
- 230000008878 coupling Effects 0.000 claims description 4
- 238000010168 coupling process Methods 0.000 claims description 4
- 238000005859 coupling reaction Methods 0.000 claims description 4
- 125000000623 heterocyclic group Chemical group 0.000 claims description 4
- 150000002739 metals Chemical class 0.000 claims description 4
- 229920000642 polymer Polymers 0.000 claims description 4
- 229910004298 SiO 2 Inorganic materials 0.000 claims description 3
- 229910052799 carbon Inorganic materials 0.000 claims description 3
- 238000005215 recombination Methods 0.000 claims description 3
- 229910052710 silicon Inorganic materials 0.000 claims description 3
- 229910010413 TiO 2 Inorganic materials 0.000 claims description 2
- 125000000217 alkyl group Chemical group 0.000 claims description 2
- 238000005538 encapsulation Methods 0.000 claims description 2
- 239000011888 foil Substances 0.000 claims description 2
- 229910052736 halogen Inorganic materials 0.000 claims description 2
- 150000002367 halogens Chemical class 0.000 claims description 2
- 229910052739 hydrogen Inorganic materials 0.000 claims description 2
- 239000001257 hydrogen Substances 0.000 claims description 2
- 150000002431 hydrogen Chemical class 0.000 claims description 2
- 229910052760 oxygen Inorganic materials 0.000 claims description 2
- 239000002985 plastic film Substances 0.000 claims description 2
- 229920006255 plastic film Polymers 0.000 claims description 2
- 229910052711 selenium Inorganic materials 0.000 claims description 2
- 229910052717 sulfur Inorganic materials 0.000 claims description 2
- 238000001947 vapour-phase growth Methods 0.000 claims 3
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 claims 2
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 claims 2
- 230000006798 recombination Effects 0.000 claims 2
- 238000004528 spin coating Methods 0.000 claims 2
- 125000006738 (C6-C20) heteroaryl group Chemical group 0.000 claims 1
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 claims 1
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 claims 1
- 229910000831 Steel Inorganic materials 0.000 claims 1
- 229910052769 Ytterbium Inorganic materials 0.000 claims 1
- 238000005266 casting Methods 0.000 claims 1
- 229910052804 chromium Inorganic materials 0.000 claims 1
- 238000003618 dip coating Methods 0.000 claims 1
- 238000004070 electrodeposition Methods 0.000 claims 1
- PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 claims 1
- 229910052737 gold Inorganic materials 0.000 claims 1
- 239000010931 gold Substances 0.000 claims 1
- 238000007641 inkjet printing Methods 0.000 claims 1
- 229910052742 iron Inorganic materials 0.000 claims 1
- 238000010030 laminating Methods 0.000 claims 1
- 229910052749 magnesium Inorganic materials 0.000 claims 1
- 239000011777 magnesium Substances 0.000 claims 1
- 238000001755 magnetron sputter deposition Methods 0.000 claims 1
- 239000013212 metal-organic material Substances 0.000 claims 1
- 238000001451 molecular beam epitaxy Methods 0.000 claims 1
- 239000002159 nanocrystal Substances 0.000 claims 1
- 229910052759 nickel Inorganic materials 0.000 claims 1
- 238000007645 offset printing Methods 0.000 claims 1
- 229910052763 palladium Inorganic materials 0.000 claims 1
- 238000007639 printing Methods 0.000 claims 1
- 238000005096 rolling process Methods 0.000 claims 1
- 238000007650 screen-printing Methods 0.000 claims 1
- 239000013545 self-assembled monolayer Substances 0.000 claims 1
- 238000004544 sputter deposition Methods 0.000 claims 1
- 239000010959 steel Substances 0.000 claims 1
- 238000010345 tape casting Methods 0.000 claims 1
- 239000004753 textile Substances 0.000 claims 1
- 238000002207 thermal evaporation Methods 0.000 claims 1
- 229910052719 titanium Inorganic materials 0.000 claims 1
- 229910052723 transition metal Inorganic materials 0.000 claims 1
- 150000003624 transition metals Chemical class 0.000 claims 1
- 238000007704 wet chemistry method Methods 0.000 claims 1
- NAWDYIZEMPQZHO-UHFFFAOYSA-N ytterbium Chemical compound [Yb] NAWDYIZEMPQZHO-UHFFFAOYSA-N 0.000 claims 1
- 239000006096 absorbing agent Substances 0.000 description 36
- BKMIWBZIQAAZBD-UHFFFAOYSA-N diindenoperylene Chemical group C12=C3C4=CC=C2C2=CC=CC=C2C1=CC=C3C1=CC=C2C3=CC=CC=C3C3=CC=C4C1=C32 BKMIWBZIQAAZBD-UHFFFAOYSA-N 0.000 description 11
- 125000002080 perylenyl group Chemical group C1(=CC=C2C=CC=C3C4=CC=CC5=CC=CC(C1=C23)=C45)* 0.000 description 10
- 230000003595 spectral effect Effects 0.000 description 9
- DHDHJYNTEFLIHY-UHFFFAOYSA-N 4,7-diphenyl-1,10-phenanthroline Chemical compound C1=CC=CC=C1C1=CC=NC2=C1C=CC1=C(C=3C=CC=CC=3)C=CN=C21 DHDHJYNTEFLIHY-UHFFFAOYSA-N 0.000 description 8
- 230000015572 biosynthetic process Effects 0.000 description 8
- 238000003786 synthesis reaction Methods 0.000 description 7
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- 238000004519 manufacturing process Methods 0.000 description 6
- 239000000243 solution Substances 0.000 description 6
- 150000001875 compounds Chemical class 0.000 description 5
- 238000001228 spectrum Methods 0.000 description 5
- WPUSEOSICYGUEW-UHFFFAOYSA-N 4-[4-(4-methoxy-n-(4-methoxyphenyl)anilino)phenyl]-n,n-bis(4-methoxyphenyl)aniline Chemical class C1=CC(OC)=CC=C1N(C=1C=CC(=CC=1)C=1C=CC(=CC=1)N(C=1C=CC(OC)=CC=1)C=1C=CC(OC)=CC=1)C1=CC=C(OC)C=C1 WPUSEOSICYGUEW-UHFFFAOYSA-N 0.000 description 4
- YTPLMLYBLZKORZ-UHFFFAOYSA-N Thiophene Chemical group C=1C=CSC=1 YTPLMLYBLZKORZ-UHFFFAOYSA-N 0.000 description 4
- 230000004888 barrier function Effects 0.000 description 4
- 230000000903 blocking effect Effects 0.000 description 4
- 238000011049 filling Methods 0.000 description 4
- IXHWGNYCZPISET-UHFFFAOYSA-N 2-[4-(dicyanomethylidene)-2,3,5,6-tetrafluorocyclohexa-2,5-dien-1-ylidene]propanedinitrile Chemical compound FC1=C(F)C(=C(C#N)C#N)C(F)=C(F)C1=C(C#N)C#N IXHWGNYCZPISET-UHFFFAOYSA-N 0.000 description 3
- BXDRJQMVQHXQJS-UHFFFAOYSA-N 292827-46-4 Chemical compound C1=CC=CC=C1N(C=1C=CC(=CC=1)C=1C=CC(=CC=1)N(C=1C2=CC=CC=C2C=CC=1)C=1C2=CC=CC=C2C=CC=1)C1=CC=C(C=2C=CC(=CC=2)N(C=2C=CC=CC=2)C=2C=CC(=CC=2)C=2C=CC(=CC=2)N(C=2C3=CC=CC=C3C=CC=2)C=2C3=CC=CC=C3C=CC=2)C=C1 BXDRJQMVQHXQJS-UHFFFAOYSA-N 0.000 description 3
- JQKDMGHVFLJHIN-UHFFFAOYSA-N 8,9-dibutyl-7,10-diphenylfluoranthene Chemical compound CCCCC1=C(CCCC)C(C=2C=CC=CC=2)=C2C(C=34)=CC=CC4=CC=CC=3C2=C1C1=CC=CC=C1 JQKDMGHVFLJHIN-UHFFFAOYSA-N 0.000 description 3
- 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 description 3
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
- 230000002745 absorbent Effects 0.000 description 3
- 239000002250 absorbent Substances 0.000 description 3
- 238000013459 approach Methods 0.000 description 3
- 230000008901 benefit Effects 0.000 description 3
- 229920001940 conductive polymer Polymers 0.000 description 3
- 229910003472 fullerene Inorganic materials 0.000 description 3
- 238000009499 grossing Methods 0.000 description 3
- 230000009467 reduction Effects 0.000 description 3
- 239000004065 semiconductor Substances 0.000 description 3
- 238000000926 separation method Methods 0.000 description 3
- 239000007787 solid Substances 0.000 description 3
- 238000001644 13C nuclear magnetic resonance spectroscopy Methods 0.000 description 2
- 238000005160 1H NMR spectroscopy Methods 0.000 description 2
- STTGYIUESPWXOW-UHFFFAOYSA-N 2,9-dimethyl-4,7-diphenyl-1,10-phenanthroline Chemical compound C=12C=CC3=C(C=4C=CC=CC=4)C=C(C)N=C3C2=NC(C)=CC=1C1=CC=CC=C1 STTGYIUESPWXOW-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- OFBQJSOFQDEBGM-UHFFFAOYSA-N Pentane Chemical compound CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 2
- 239000007983 Tris buffer Substances 0.000 description 2
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 2
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 2
- 239000011358 absorbing material Substances 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 230000000295 complement effect Effects 0.000 description 2
- XCJYREBRNVKWGJ-UHFFFAOYSA-N copper(II) phthalocyanine Chemical compound [Cu+2].C12=CC=CC=C2C(N=C2[N-]C(C3=CC=CC=C32)=N2)=NC1=NC([C]1C=CC=CC1=1)=NC=1N=C1[C]3C=CC=CC3=C2[N-]1 XCJYREBRNVKWGJ-UHFFFAOYSA-N 0.000 description 2
- 230000001419 dependent effect Effects 0.000 description 2
- 238000011161 development Methods 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 230000005611 electricity Effects 0.000 description 2
- 238000002330 electrospray ionisation mass spectrometry Methods 0.000 description 2
- 238000000921 elemental analysis Methods 0.000 description 2
- 238000002474 experimental method Methods 0.000 description 2
- GVEPBJHOBDJJJI-UHFFFAOYSA-N fluoranthene Chemical compound C1=CC(C2=CC=CC=C22)=C3C2=CC=CC3=C1 GVEPBJHOBDJJJI-UHFFFAOYSA-N 0.000 description 2
- 150000002219 fluoranthenes Chemical class 0.000 description 2
- 238000004770 highest occupied molecular orbital Methods 0.000 description 2
- 229910052738 indium Inorganic materials 0.000 description 2
- APFVFJFRJDLVQX-UHFFFAOYSA-N indium atom Chemical compound [In] APFVFJFRJDLVQX-UHFFFAOYSA-N 0.000 description 2
- 229910003437 indium oxide Inorganic materials 0.000 description 2
- PJXISJQVUVHSOJ-UHFFFAOYSA-N indium(iii) oxide Chemical compound [O-2].[O-2].[O-2].[In+3].[In+3] PJXISJQVUVHSOJ-UHFFFAOYSA-N 0.000 description 2
- RBTARNINKXHZNM-UHFFFAOYSA-K iron trichloride Chemical compound Cl[Fe](Cl)Cl RBTARNINKXHZNM-UHFFFAOYSA-K 0.000 description 2
- 238000004768 lowest unoccupied molecular orbital Methods 0.000 description 2
- 125000000896 monocarboxylic acid group Chemical group 0.000 description 2
- 230000003287 optical effect Effects 0.000 description 2
- 238000013086 organic photovoltaic Methods 0.000 description 2
- 239000002245 particle Substances 0.000 description 2
- 238000005325 percolation Methods 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 238000012827 research and development Methods 0.000 description 2
- 238000012552 review Methods 0.000 description 2
- 238000000859 sublimation Methods 0.000 description 2
- 230000008022 sublimation Effects 0.000 description 2
- 229930192474 thiophene Natural products 0.000 description 2
- 229910001887 tin oxide Inorganic materials 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
- 229910052725 zinc Inorganic materials 0.000 description 2
- 239000011701 zinc Substances 0.000 description 2
- 238000007115 1,4-cycloaddition reaction Methods 0.000 description 1
- MTUBTKOZCCGPSU-UHFFFAOYSA-N 2-n-naphthalen-1-yl-1-n,1-n,2-n-triphenylbenzene-1,2-diamine Chemical class C1=CC=CC=C1N(C=1C(=CC=CC=1)N(C=1C=CC=CC=1)C=1C2=CC=CC=C2C=CC=1)C1=CC=CC=C1 MTUBTKOZCCGPSU-UHFFFAOYSA-N 0.000 description 1
- YOZHUJDVYMRYDM-UHFFFAOYSA-N 4-(4-anilinophenyl)-3-naphthalen-1-yl-n-phenylaniline Chemical compound C=1C=C(C=2C(=CC(NC=3C=CC=CC=3)=CC=2)C=2C3=CC=CC=C3C=CC=2)C=CC=1NC1=CC=CC=C1 YOZHUJDVYMRYDM-UHFFFAOYSA-N 0.000 description 1
- QQGHPFDLUNMBGJ-UHFFFAOYSA-N 7,9-diphenylcyclopenta[a]acenaphthylen-8-one Chemical compound C=12C(C=34)=CC=CC4=CC=CC=3C2=C(C=2C=CC=CC=2)C(=O)C=1C1=CC=CC=C1 QQGHPFDLUNMBGJ-UHFFFAOYSA-N 0.000 description 1
- JBRZTFJDHDCESZ-UHFFFAOYSA-N AsGa Chemical compound [As]#[Ga] JBRZTFJDHDCESZ-UHFFFAOYSA-N 0.000 description 1
- 229920002799 BoPET Polymers 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- 229910001218 Gallium arsenide Inorganic materials 0.000 description 1
- 229910021578 Iron(III) chloride Inorganic materials 0.000 description 1
- LKJPSUCKSLORMF-UHFFFAOYSA-N Monolinuron Chemical compound CON(C)C(=O)NC1=CC=C(Cl)C=C1 LKJPSUCKSLORMF-UHFFFAOYSA-N 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- 229920001609 Poly(3,4-ethylenedioxythiophene) Polymers 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 description 1
- LBGCRGLFTKVXDZ-UHFFFAOYSA-M ac1mc2aw Chemical compound [Al+3].[Cl-].C12=CC=CC=C2C(N=C2[N-]C(C3=CC=CC=C32)=N2)=NC1=NC([C]1C=CC=CC1=1)=NC=1N=C1[C]3C=CC=CC3=C2[N-]1 LBGCRGLFTKVXDZ-UHFFFAOYSA-M 0.000 description 1
- 150000001336 alkenes Chemical class 0.000 description 1
- 150000001345 alkine derivatives Chemical class 0.000 description 1
- 238000005899 aromatization reaction Methods 0.000 description 1
- 239000011230 binding agent Substances 0.000 description 1
- 239000000969 carrier Substances 0.000 description 1
- 239000013043 chemical agent Substances 0.000 description 1
- 239000004020 conductor Substances 0.000 description 1
- 238000010276 construction Methods 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 239000010949 copper Substances 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- JWBQJUFCNOLNNC-UHFFFAOYSA-N dec-5-yne Chemical compound CCCCC#CCCCC JWBQJUFCNOLNNC-UHFFFAOYSA-N 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 238000013461 design Methods 0.000 description 1
- 150000001993 dienes Chemical class 0.000 description 1
- 230000005684 electric field Effects 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 230000005284 excitation Effects 0.000 description 1
- 230000002964 excitative effect Effects 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 239000010408 film Substances 0.000 description 1
- 238000013467 fragmentation Methods 0.000 description 1
- 238000006062 fragmentation reaction Methods 0.000 description 1
- 239000000499 gel Substances 0.000 description 1
- RBTKNAXYKSUFRK-UHFFFAOYSA-N heliogen blue Chemical compound [Cu].[N-]1C2=C(C=CC=C3)C3=C1N=C([N-]1)C3=CC=CC=C3C1=NC([N-]1)=C(C=CC=C3)C3=C1N=C([N-]1)C3=CC=CC=C3C1=N2 RBTKNAXYKSUFRK-UHFFFAOYSA-N 0.000 description 1
- RHZWSUVWRRXEJF-UHFFFAOYSA-N indium tin Chemical compound [In].[Sn] RHZWSUVWRRXEJF-UHFFFAOYSA-N 0.000 description 1
- 239000002346 layers by function Substances 0.000 description 1
- 230000031700 light absorption Effects 0.000 description 1
- 239000008204 material by function Substances 0.000 description 1
- 230000007246 mechanism Effects 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- DMJSBXRAPLBNGX-UHFFFAOYSA-N n,n-diphenyl-4-[4-[4-[4-(n-phenylanilino)phenyl]phenyl]phenyl]aniline Chemical group C1=CC=CC=C1N(C=1C=CC(=CC=1)C=1C=CC(=CC=1)C=1C=CC(=CC=1)C=1C=CC(=CC=1)N(C=1C=CC=CC=1)C=1C=CC=CC=1)C1=CC=CC=C1 DMJSBXRAPLBNGX-UHFFFAOYSA-N 0.000 description 1
- IBHBKWKFFTZAHE-UHFFFAOYSA-N n-[4-[4-(n-naphthalen-1-ylanilino)phenyl]phenyl]-n-phenylnaphthalen-1-amine Chemical compound C1=CC=CC=C1N(C=1C2=CC=CC=C2C=CC=1)C1=CC=C(C=2C=CC(=CC=2)N(C=2C=CC=CC=2)C=2C3=CC=CC=C3C=CC=2)C=C1 IBHBKWKFFTZAHE-UHFFFAOYSA-N 0.000 description 1
- YTVNOVQHSGMMOV-UHFFFAOYSA-N naphthalenetetracarboxylic dianhydride Chemical compound C1=CC(C(=O)OC2=O)=C3C2=CC=C2C(=O)OC(=O)C1=C32 YTVNOVQHSGMMOV-UHFFFAOYSA-N 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- LYGJENNIWJXYER-UHFFFAOYSA-N nitromethane Chemical compound C[N+]([O-])=O LYGJENNIWJXYER-UHFFFAOYSA-N 0.000 description 1
- 230000005693 optoelectronics Effects 0.000 description 1
- 239000012860 organic pigment Substances 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 239000007800 oxidant agent Substances 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 230000035515 penetration Effects 0.000 description 1
- IEQIEDJGQAUEQZ-UHFFFAOYSA-N phthalocyanine Chemical compound N1C(N=C2C3=CC=CC=C3C(N=C3C4=CC=CC=C4C(=N4)N3)=N2)=C(C=CC=C2)C2=C1N=C1C2=CC=CC=C2C4=N1 IEQIEDJGQAUEQZ-UHFFFAOYSA-N 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 229920001467 poly(styrenesulfonates) Polymers 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 150000003254 radicals Chemical group 0.000 description 1
- 230000003252 repetitive effect Effects 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- QBERHIJABFXGRZ-UHFFFAOYSA-M rhodium;triphenylphosphane;chloride Chemical compound [Cl-].[Rh].C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 QBERHIJABFXGRZ-UHFFFAOYSA-M 0.000 description 1
- 238000007363 ring formation reaction Methods 0.000 description 1
- 230000035945 sensitivity Effects 0.000 description 1
- 239000000741 silica gel Substances 0.000 description 1
- 229910002027 silica gel Inorganic materials 0.000 description 1
- 239000010703 silicon Substances 0.000 description 1
- 239000010421 standard material Substances 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 239000010409 thin film Substances 0.000 description 1
- XOLBLPGZBRYERU-UHFFFAOYSA-N tin dioxide Chemical compound O=[Sn]=O XOLBLPGZBRYERU-UHFFFAOYSA-N 0.000 description 1
- 238000002834 transmittance Methods 0.000 description 1
- 239000012780 transparent material Substances 0.000 description 1
- 239000011995 wilkinson's catalyst Substances 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
- 239000011787 zinc oxide Substances 0.000 description 1
Classifications
-
- H—ELECTRICITY
- H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
- H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
- H10K85/00—Organic materials used in the body or electrodes of devices covered by this subclass
- H10K85/60—Organic compounds having low molecular weight
- H10K85/615—Polycyclic condensed aromatic hydrocarbons, e.g. anthracene
- H10K85/624—Polycyclic condensed aromatic hydrocarbons, e.g. anthracene containing six or more rings
-
- H—ELECTRICITY
- H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
- H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
- H10K30/00—Organic devices sensitive to infrared radiation, light, electromagnetic radiation of shorter wavelength or corpuscular radiation
- H10K30/20—Organic devices sensitive to infrared radiation, light, electromagnetic radiation of shorter wavelength or corpuscular radiation comprising organic-organic junctions, e.g. donor-acceptor junctions
-
- H—ELECTRICITY
- H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
- H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
- H10K30/00—Organic devices sensitive to infrared radiation, light, electromagnetic radiation of shorter wavelength or corpuscular radiation
- H10K30/80—Constructional details
- H10K30/81—Electrodes
- H10K30/82—Transparent electrodes, e.g. indium tin oxide [ITO] electrodes
-
- H—ELECTRICITY
- H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
- H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
- H10K30/00—Organic devices sensitive to infrared radiation, light, electromagnetic radiation of shorter wavelength or corpuscular radiation
- H10K30/50—Photovoltaic [PV] devices
-
- H—ELECTRICITY
- H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
- H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
- H10K30/00—Organic devices sensitive to infrared radiation, light, electromagnetic radiation of shorter wavelength or corpuscular radiation
- H10K30/50—Photovoltaic [PV] devices
- H10K30/57—Photovoltaic [PV] devices comprising multiple junctions, e.g. tandem 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
- Y02E10/00—Energy generation through renewable energy sources
- Y02E10/50—Photovoltaic [PV] energy
- Y02E10/549—Organic PV cells
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P70/00—Climate change mitigation technologies in the production process for final industrial or consumer products
- Y02P70/50—Manufacturing or production processes characterised by the final manufactured product
Definitions
- the invention relates to a photoactive component, in particular an organic solar cell or a photodetector, with a layer arrangement which has an electrode and a counter electrode and a sequence of organic layers, which is arranged between the electrode and the counter electrode.
- Organic solar cells consist of a series of thin layers, which typically have a thickness of between 1 nm and 1 ⁇ m, of organic materials which are vapor-deposited in vacuum or applied from a solution.
- the electrical contacting is generally carried out by transparent, semitransparent or non-transparent metal layers and / or transparent conductive oxides (TCOs) and / or conductive polymers.
- organic-based devices over conventional inorganic-based devices, such as semiconductors such as silicon or gallium arsenide, are the sometimes extremely high optical absorption coefficients of up to 3x10 5 cm -1 , offering the possibility of low material and material cost Energy costs of producing very thin solar cells
- Other technological aspects include the low cost, the possibility of producing flexible large-area components on plastic films, and the almost unlimited possibilities of variation in organic chemistry.
- the following are some key points that explain major technical problems in the development and successful commercial exploitation; the key points are divided into two topics for a better understanding:
- ITO indium tin oxide
- TCO transparent conductive oxides
- a preferred use of transparent, thin, ITO-free electrodes would be to create "inverted", top-illuminated solar cells, where the light is introduced from the side away from the substrate, which would allow for cheaper, thinner and more flexible substrates than glass
- solar cells without ITO with a transparent top electrical contact would open up new ways of marketing.
- Semitransparent solar cells A potential application for solar cells could be so-called "power windows", ie windows that are semitransparent and capable of producing electricity.This application is conceivable for example for office buildings or for glazing with shading effect, whereby one could make use of the fact that not only does light reflect or absorbed, as is the case with conventional semi-transparent materials, but that the light can be directly converted to electricity production.
- Exciton A solar cell converts light energy into electrical energy.
- light does not directly generate free charge carriers in organic solar cells, but initially bound Frenkel excitons are formed, ie electrically neutral excitation states in the form of bound electron-hole pairs.
- These excitons can only be separated by very high electric fields or at suitable interfaces.
- sufficiently high fields are not available, so that all promising concepts for organic solar cells based on the exciton separation at photoactive interfaces (organic donor-acceptor interface - CW Tang, Applied Physics Letters, 48 (2), 183- 185 (1986)) or interface to an inorganic semiconductor (see B. O'Regan et al., Nature 353, 737 (1991)).
- a layer contains a colloidally dissolved substance which is distributed so as to form a network through which charge carriers can flow (percolation mechanism).
- the task of light absorption takes over in such a network either only one of the components or both.
- the active layer consists of an organic semiconductor in a gel or binder (US 3,844,843, US 3,900,945, US 4,175,981 and US 4,175,982).
- a layer contains two or more types of organic pigments which have different spectral characteristics (JP 04024970).
- One layer contains a pigment that generates the charge carriers, and in addition a material that carries away the charge carriers (JP 07142751).
- the materials of the class "metal phthalocyanines” for example, copper phthalocyanine, CuPc, or zinc phthalocyanine, ZnPc
- fullerenes for example, C 60
- C 6 o it is possible to the current state of the art with C 6 o.
- ZnPc can be absorbed in a wavelength range around 650-700 nm, so much of the energy of sunlight with wavelengths between 450 and 650 nm remains unused (M. Riede et al., Nanotechnology 19). 424001 (2008)). In addition, n Not all light is absorbed because the thin layers do not absorb sufficiently.
- Tandem cells A key issue in this context is the production of tandem, triple or generally multiple cells, which consist of a stack of multiple solar cells, so that the multiple cell through different absorber materials, each absorbing only a certain part of the spectrum, in a broad spectral range can absorb.
- the problem of the limited exciton diffusion length can be circumvented to a certain extent since a multiple solar cell can be seen as a layer stack of several solar cells (so-called sub-cells) in which several absorption layers can act together.
- sub-cells a layer stack of several solar cells in which several absorption layers can act together.
- DCVTs dicyanovinyl-oligothiophenes
- the object of the invention is, by using a suitable, easily synthesized, thermally stable material in semitransparent or top-illuminated solar cells, to meet the requirements stated above in both subject areas for achieving higher efficiencies by exploiting a broad spectral range,
- Transparent-cell solar cells allow light to be absorbed and converted into electrical power while the transparency is still present.
- an organic photoactive component in particular a solar cell or photodetector, which is composed of several layers, wherein the component contains a semitransparent or transparent electrode on the side facing away from the substrate and contains a further electrode on the substrate side, which is nontransparent, semitransparent or transparent, and wherein at least one of the organic layers at least one Diindeno [l, 2,3-cd: r, 2 ', 3'-lmjperylen- compound of the general formula
- each R 1 -R 1 is independently selected from hydrogen, halogen, unsubstituted or substituted, saturated or unsaturated C 1 -C 2O -alkyl, CpC 2O - heteroalkyl, C 6 -C 20 -ATyI, C 6 -C 2 o-heteroaryl, saturated or unsaturated carbocyclic or heterocyclic, which may be identical or different, where two adjacent radicals R 1, R 16 may also be part of a further saturated or unsaturated, carbocyclic or heterocyclic ring, where the ring C, N, O, S, Si and Se may include.
- diindenoperylene compound a material corresponding to the above description will be abbreviated to "diindenoperylene compound.”
- Preferred embodiments of the invention have a light transmission of up to 10% for strong shade effect, 10-50% for " Semitransparent "applications in which darkening is desired, and over 50% for almost transparent applications in eg Windows.
- the transmissions referred to here relate to the visible range of the light spectrum (400-800 nm) and may differ in the ultraviolet ( ⁇ 400 nm) and infrared (> 800 nm).
- diindeno [1,2,3-cd: l ', 2', 3'-lm] perylene compounds are combined particularly advantageously with doped transport layers for electrons and holes. This surprisingly shows extremely high filling factors, which are otherwise not reported in organic solar cells.
- Another dependent invention are tandem solar cells with said diindeno [l, 2,3-cd: r, 2 ', 3'-lm] perylene compounds. It is to be expected that a spectral absorption can be achieved by suitable substitution, so that together with the known substance class of phthalocyanines there is no significant overlap and the two subcells do not each reduce the current of the other cells.
- the diindenoperylene compound is used as light-absorbing material in photoactive components, in particular organic solar cells.
- the optical density of, for example, dibenzoperiflanthene, shown in FIG. 3, indicates good absorption centered around the green region of the visible spectrum.
- Other derivatives can be synthesized in such a way that their absorption is exactly adapted to the respective requirements.
- Preferred applications of the invention are tandem, triple or generally multi-junction solar cells in which the molecule is used as the absorber material.
- Advantageous applications of the invention therefore include the combination of the absorber materials with doped, non-absorbent or doped absorbent organic materials.
- Advantageous applications of the invention in use in tandem cells include the use of heavily doped layers as conversion contacts.
- n-dopants are metals (for example but not limited to aluminum or silver), conductive polymers (for example but not limited to poly (ethylene dioxythiophene): poly (styrenesulfonate) [PEDOTrPSS]) or transparent conductive oxides (for example, but not limited to, aluminum-doped zinc oxide, tin-doped indium oxide, fluorine-doped tin oxide), or combinations of metal, conductive polymer, or transparent conductive oxide.
- metals for example but not limited to aluminum or silver
- conductive polymers for example but not limited to poly (ethylene dioxythiophene): poly (styrenesulfonate) [PEDOTrPSS]
- transparent conductive oxides for example, but not limited to, aluminum-doped zinc oxide, tin-doped indium oxide, fluorine-doped tin oxide
- transparent conductive oxides for example, but not limited to, aluminum-doped zinc oxide, tin-do
- Preferred examples of heavily doped materials in layer sequences which preferentially conduct holes are 4,4 ', 4 "-tris (1-naphthylphenylamino) -triphenylamines (TNATA), N 5 N'-di (naphthalen-1-yl) -N , N'-diphenylbenzidine (alpha-NPD), 9,9-bis [4- (N, N-bis-biphenyl-4-yl-amino) -phenyl] -9H-fluorenene (BPAPF), 4,4 ' -Bis (N, N-diphenylamino) quaterphenyl (4P- TPD), N, N'-diphenyl-N, N'-bis (4 '- (N, N-bis (naphth-1-yl) -amino) -biphenyl-4-yl) -benzidine (di-NPB) , N, N, N ', N'-t
- An advantageous embodiment of the invention contains in the HTL materials serving as dopants (acceptors) for the materials which preferentially conduct positive charges (holes).
- HTL hole transport layers
- Preferred examples of materials that conduct electrons are 1,4,5,8-naphthalenetetracarboxylic dianhydrides (NTCDA) or Buckminster fullerenes (C ⁇ o).
- NTCDA 1,4,5,8-naphthalenetetracarboxylic dianhydrides
- C ⁇ o Buckminster fullerenes
- An advantageous embodiment of the invention contains in the ETL materials serving as dopants (donors) for the materials which preferentially conduct negative charges (electrons). Examples are: (N, N, N, N, N'-tetramethylacridine-3,6-diamine) (AOB) or NDNI (Novaled AG, Dresden, Germany). AOB is a preferred example of an n-dopant.
- Preferred examples of materials that absorb photons are phthalocyanines, particularly, but not limited to, tin phthalocyanines (SnPc), zinc phthalocyanines (ZnPc), copper phthalocyanines (CuPc); Buckminster fullerenes (eg C ⁇ O or C 70 ); Dicyanovinyl-oligothiophene derivatives (DCVxT); Chloroaluminum phthalocyanine (ClAlPc or AlClPc); Perylene derivatives.
- An advantageous embodiment of the invention contains in the active layer materials which serve as dopants for the light-absorbing materials.
- Preferred examples of materials which serve as so-called excitron blocking layer, that is for use as excitatory blockers, are bathocuproine (BCP) or 4,7-diphenyl-1,10-phenanthroline (BPhen).
- Preferred examples of materials for encapsulation are SiN, SiO 2 .
- Preferred examples of materials for a cover layer are N, N, N ', N'-tetrakis (4-methoxyphenyl) -benzidines (MeO-TPD) or tris (8-hydroxy-quinolinato) -aluminum (Alq 3 ) -
- cover layers of inorganic materials are TiO 2 or SiO 2 .
- the invention is based on the surprising, experimentally gained knowledge that diindenoperylene compounds and derivatives are not only characterized by strong absorption and thermal stability, but in conjunction with heavily doped hole transport materials energy barriers can be minimized, resulting in very high fill factors. Furthermore, tandem cell experiments have shown that high photovoltages can be achieved by properly combining the spectral sensitivities of different materials. A key factor here is that the materials have appropriate band gaps to optimize absorption and energy levels.
- diindenoperylene compounds - incorporated in an appropriate material system - are suitable absorbers to construct efficient solar cells. This is underlined by good processability, thermal stability and a simple, efficient synthesis.
- fluoranthenes can be achieved by [4 + 2] cycloaddition of unsaturated compounds such as alkynes or alkenes to various dienes and subsequent aromatization by the influence of temperature or oxidation (W. Dilthey, G. Hurtig, Berichte der Deutschen Chemischentechnik A 1934, 67 , 2004).
- Another possibility for fluoranthene synthesis is transition-metal-catalyzed cyclization, for example by the Wilkinson catalyst RuCl (PPh 3 ) 2 (Y.-T. Wu, T. Hayama, KK Baldridge, A. Linden, JS Siegel, Journal of the American Chemical Society, 2006, 128, 6870).
- Diindenoperylene compounds and derivatives can be obtained in excellent yields by the cyclodehydrogenation of fluoranthenes (M. Wehmeier, M. Wagner, K. Müllen, Chemistry 2001, 7, 2197). In this case, oxidizing agents such as CoF 3 or FeCl 3 in organic solvents are used (for synthesis see generally Fig. 4) (P. Kovacic, FW Koch, Journal of Organic Chemistry 1963, 28, 1864). This class of compounds offers excellent thermal stability.
- Diindenoperylen compounds and derivatives that melt at about 550 0 C. without decomposition found in the literature. (JD Debad, JC Morris, V. Lynch, P. Magnus, A J.Bard, Journal of the American Chemical Society 1996, 118, 2374).
- diindenoperylene compounds and derivatives open up a path to efficient, cost-effective organic solar cells, solving in particular the problem that, according to the prior art, a broad spectral range remains unused in multiple solar cells.
- Especially promising derivatives make it possible to more precisely adapt the properties of the base molecule to individual requirements, such as, for example, energy levels of adjacent organic transport layers.
- a wider part of the solar spectrum can be exploited, which leads to higher photocurrents, fill factors and / or photovoltages depending on the exact solar cell configuration.
- diindenoperylenes and diindenoperylene derivatives according to the invention can be easily integrated into the production process of organic photodetectors and solar cells, since they are stable even at high temperatures and can be readily vaporized.
- Fig. 1 the general structural formula of diindeno [l, 2,3-cd: r, 2 ', 3'-lm] perylene
- Fig. 2 a dicyanovinyl-oligothiophene compound
- Fig. 3 a graph of the absorptivities of different perylene compounds:
- Fig. 4 a reaction scheme for the preparation of the perylene compound used in accordance with the invention;
- Fig. 5 the structural formula of 8,9-dibutyl-7,10-diphenylfluoranthene;
- FIG. 7 shows an example of a possible, archetypical layer structure of a single solar cell (cross section) containing the substrate (0), a base electrode (1), an absorber (2) and a cover electrode (3);
- FIG. 8 shows an example of a possible, archetypical layer structure of a single solar cell (cross section), with substrate (0), base electrode (1), absorber (3) and cover electrode (6), additionally with functional layers as exciton blocker (EBL) (5), electron transporter (ETL) (4), hole transporter (HTL) (2);
- EBL exciton blocker
- ETL electron transporter
- HTL hole transporter
- FIG. 9 shows an example of a possible, archetypical layer structure of a multiple cell, here a tandem cell (cross section), consisting of substrate (0), base electrode (1), absorber of subcell 1 (2), conversion contact (3), absorber of subcell 2 (4), cover contact (5).
- tandem cell here a tandem cell (cross section), consisting of substrate (0), ground electrode (1), hole transporter (HTL) (2), absorber of subcell 1 (3), conversion contact (4), absorber of subcell 2 (5), Electron transporter (ETL) (6), exciton blocker (EBL) (7) and cover electrode (8).
- HTL hole transporter
- EBL exciton blocker
- FIG. 11 shows an example of a layer structure of a single solar cell (cross section)
- Embodiment 1 the layers will be explained further below in Example 1.
- Fig. 12 a current-voltage characteristic of a single solar cell
- FIG. 13 shows an example of a layer structure of a single solar cell (cross section)
- Embodiment 2 the layers will be explained further below in Example 2.
- Fig. 14 a current-voltage characteristic of a single solar cell
- Embodiment 3 the layers are explained further below in exemplary embodiment 3.
- Fig. 16 a current-voltage characteristic of a single solar cell
- a sample was prepared on glass (0) with an exciton blocking and smoothing layer of 6nm 4,7-diphenyl-l, 10-phenanthroline (BPhen) (1), with a base contact of 13 nm aluminum (2), followed by a Exciton blocker layer of 6nm 4,7-diphenyl-l, 10-phenanthroline (BPhen) (3), a 30 nm thick absorber / electron transport layer of C 6O (4). Then a 40 nm thick, light-absorbing layer of dibenzoperiflanthene mixed with C 60 in the ratio 2: 3 was applied (5), followed by a 25 nm thick layer N, N'-diphenyl-N, N'-bis (4 ').
- NDP9 N-bis (naphth-1-yl) amino) -biphenyl-4-yl) -benzidine
- Si-NPD p-doped, for example with 5% NDP9 (6).
- an inm thick layer followed, for example, NDP9 (7).
- the transparent cover contact consisted of 1 nm aluminum (8), 14 nm silver (9) and 60 nm tris_8-hydroxyquinolinato-aluminum (Alq3) for optimal light coupling and reflection reduction (10).
- diindenoperylene in a simple cell construction can achieve a remarkable efficiency of 1.89%, which is even comparable to the efficiencies of non-transparent C 60 : ZnPc solar cells (typical values are 2-2.5%, see K. Walzer et al., Chemical Reviews 107 (4), 1233-1271 (2007); C. Falkenberg et al., Journal of Applied Physics 104, 034506 (2008)).
- This value could be achieved without absorption at wavelengths above about 650 nm, so that higher values can be expected by adding suitable red absorbers.
- a sample was prepared on glass (0) with an exciton blocking and smoothing layer of 6nm 4,7-diphenyl-l, 10-phenanthroline (BPhen) (1), with a base contact of 100 nm aluminum (2), followed by a Exciton blocker layer of 6nm 4,7-diphenyl-l, 10-phenanthroline (BPhen) (3), a 30 nm thick absorber / electron transport layer of C 60 (4).
- a 40 nm thick, light-absorbing layer of dibenzoperiflanthene mixed with C 60 in the ratio 2: 3 was applied (5), followed by a 25nm thick layer N, N'-diphenyl-N, N'-bis (4 '- (N, N-bis (naphth-1-yl) -amino) -biphenyl-4-yl) -benzidine (Di-NPD) , p-doped, for example, with 5% NDP9 (6).
- an inm thick layer followed, for example, NDP9 (7).
- the transparent cover contact consisted of 1 nm aluminum (8), 14 nm silver (9) and 60 nm tris_8-hydroxyquinolinato-aluminum (Alq3) for optimal light coupling and reflection reduction (10).
- a second solar cell was produced, which contains an exactly identical layer structure - only layer number (5) contains instead of 40 nm dibenzoperiflanthene: C 60 a layer of 30 nm ZnPc: C 60 (ratio 1: 1), ie is completely without diindenoperylene- Derivative.
- the characteristics are shown in Fig. 14.
- the comparative cell with diindenoperylene derivative has a high photovoltage of 0.82 V and a high photocurrent of 7.48 mA / cm 2 .
- the solar cell achieves a significantly higher efficiency of 2.51%, which could be improved by better hole transport materials to optimize the fill factor.
- a sample was prepared on glass (0) with an exciton blocking and smoothing layer of 6nm 4,7-diphenyl-l, 10-phenanthroline (BPhen) (1), with a base contact of 13 nm aluminum (2), followed by a Exciton blocker layer of 6nm 4,7-diphenyl-l, 10-phenanthroline (BPhen) (3), a 30 nm thick absorber / electron transport layer of C 60 (4).
- Dibenzoperiflanthene (5) followed by a 25nm thick layer of N, N'-diphenyl-N, N'-bis (4 '- (N, N-bis (naphth-1-yl) -amino) -biphenyl-4- yl) benzidine (Di-NPD), p-doped, for example with 5% NDP9 (6).
- Di-NPD Dibenzoperiflanthene
- Di-NPD dibenzoperiflanthene
- p-NPD p-doped, for example with 5% NDP9 (6).
- an inm thick layer followed, for example, of NDP9 (a p-dopant or acceptor material, Novaled AG) (7).
- the transparent cover contact consisted of 1 nm aluminum (8), 14 nm silver (9) and 60 nm tris-8-hydroxyquinolinato-aluminum (Alq 3 ) for optimal light coupling and reflection reduction (10).
- this solar cell achieves an efficiency of 1.68%.
- the photocurrent could be increased by an electrical contact with higher transmission and thus increase the efficiency.
Landscapes
- Physics & Mathematics (AREA)
- Electromagnetism (AREA)
- Spectroscopy & Molecular Physics (AREA)
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Photovoltaic Devices (AREA)
Abstract
L'invention concerne un composant organique photoactif, en particulier une cellule solaire ou un photodétecteur, qui comporte plusieurs couches, dont au moins une comprend au moins un composé diindéno[1,2,3-cd:1',2',3'- im]pérylène de formule générale représentée à la figure 1, et elle concerne également l'utilisation de ce composant.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE102009024956A DE102009024956A1 (de) | 2009-06-05 | 2009-06-05 | Invertierte oder transparente organische Solarzelle oder Photodetektor mit verbesserter Absorption |
DE102009024956.7 | 2009-06-05 |
Publications (2)
Publication Number | Publication Date |
---|---|
WO2010139310A2 true WO2010139310A2 (fr) | 2010-12-09 |
WO2010139310A3 WO2010139310A3 (fr) | 2011-06-03 |
Family
ID=43015771
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/DE2010/000618 WO2010139310A2 (fr) | 2009-06-05 | 2010-06-03 | Cellule solaire ou photodétecteur organique inversé(e) ou transparent(e) à adsorption améliorée |
Country Status (2)
Country | Link |
---|---|
DE (1) | DE102009024956A1 (fr) |
WO (1) | WO2010139310A2 (fr) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US9368727B2 (en) | 2012-10-25 | 2016-06-14 | Samsung Electronics Co., Ltd. | Organic photoelectric device and image sensor including the same |
Families Citing this family (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE102012022745B4 (de) * | 2012-11-21 | 2021-03-18 | Helmholtz-Zentrum Berlin für Materialien und Energie Gesellschaft mit beschränkter Haftung | Tandem-Dünnschicht-Solarzelle |
DE102013106789B4 (de) | 2013-06-28 | 2020-06-18 | Carl Zeiss Ag | Brillenglas mit veränderlicher Transparenz und Verfahren zur Herstellung eines Brillenglases |
GB201601055D0 (en) * | 2016-01-20 | 2016-03-02 | Cambridge Display Tech Ltd | Cathode layer stack for semi-transparent OPV devices |
CN113838983B (zh) * | 2021-08-26 | 2024-03-26 | 电子科技大学 | 一种基于npb/v2o5缓冲层的有机光电传感器及其制备方法 |
Citations (14)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3844843A (en) | 1973-01-02 | 1974-10-29 | Philco Ford Corp | Solar cell with organic semiconductor contained in a gel |
US3900945A (en) | 1973-01-02 | 1975-08-26 | Philco Ford Corp | Organic semiconductor solar cell |
US4127738A (en) | 1976-07-06 | 1978-11-28 | Exxon Research & Engineering Company | Photovoltaic device containing an organic layer |
US4175982A (en) | 1978-07-03 | 1979-11-27 | Xerox Corporation | Photovoltaic cell |
US4175981A (en) | 1978-07-03 | 1979-11-27 | Xerox Corporation | Photovoltaic cell comprising metal-free phthalocyanine |
US4461922A (en) | 1983-02-14 | 1984-07-24 | Atlantic Richfield Company | Solar cell module |
JPH0424970A (ja) | 1990-05-16 | 1992-01-28 | Canon Inc | 有機太陽電池 |
JPH07142751A (ja) | 1993-11-18 | 1995-06-02 | Mita Ind Co Ltd | 有機太陽電池 |
US5965063A (en) | 1996-11-26 | 1999-10-12 | Fuji Xerox Co., Ltd. | Charge transporting material and method of preparing charge transporting particulates used therein |
US5986206A (en) | 1997-12-10 | 1999-11-16 | Nanogram Corporation | Solar cell |
WO2000033396A1 (fr) | 1998-11-27 | 2000-06-08 | Forschungszentrum Juelich Gmbh | Cellule solaire ou diode electroluminescente organique |
US6198091B1 (en) | 1998-08-19 | 2001-03-06 | The Trustees Of Princeton University | Stacked organic photosensitive optoelectronic devices with a mixed electrical configuration |
US6198092B1 (en) | 1998-08-19 | 2001-03-06 | The Trustees Of Princeton University | Stacked organic photosensitive optoelectronic devices with an electrically parallel configuration |
DE10209789A1 (de) | 2002-02-28 | 2003-09-25 | Univ Dresden Tech | Photoaktives Bauelement mit organischen Schichten |
Family Cites Families (13)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CA1085947A (fr) * | 1977-08-02 | 1980-09-16 | Ching W. Tang | lements photovoltaiques organigues multicouches |
US4281053A (en) * | 1979-01-22 | 1981-07-28 | Eastman Kodak Company | Multilayer organic photovoltaic elements |
CN102694124B (zh) * | 1998-08-19 | 2015-08-19 | 普林斯顿大学理事会 | 有机光敏光电器件 |
JP4217013B2 (ja) * | 2001-11-13 | 2009-01-28 | 株式会社林原生物化学研究所 | 吸光組成物 |
US7368659B2 (en) * | 2002-11-26 | 2008-05-06 | General Electric Company | Electrodes mitigating effects of defects in organic electronic devices |
US8174182B2 (en) * | 2004-11-17 | 2012-05-08 | Global Oled Technology Llc | Selecting white point for OLED devices |
US7230269B2 (en) * | 2005-06-13 | 2007-06-12 | The Trustees Of Princeton University | Organic photosensitive cells having a reciprocal-carrier exciton blocking layer |
US7645524B2 (en) * | 2005-10-19 | 2010-01-12 | Eastman Kodak Company | OLED device with improved high temperature operation |
US7638207B2 (en) * | 2006-03-30 | 2009-12-29 | Eastman Kodak Company | OLED device with improved efficiency and lifetime |
JP2008135540A (ja) * | 2006-11-28 | 2008-06-12 | Sanyo Electric Co Ltd | 有機光電変換素子 |
US20080164809A1 (en) * | 2006-12-22 | 2008-07-10 | Sony Corporation | Organic electroluminescent device and display apparatus |
US7816859B2 (en) * | 2007-04-30 | 2010-10-19 | Global Oled Technology Llc | White light tandem OLED |
US7948165B2 (en) * | 2007-05-09 | 2011-05-24 | Global Oled Technology Llc | High-performance tandem white OLED |
-
2009
- 2009-06-05 DE DE102009024956A patent/DE102009024956A1/de not_active Withdrawn
-
2010
- 2010-06-03 WO PCT/DE2010/000618 patent/WO2010139310A2/fr active Application Filing
Patent Citations (14)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3844843A (en) | 1973-01-02 | 1974-10-29 | Philco Ford Corp | Solar cell with organic semiconductor contained in a gel |
US3900945A (en) | 1973-01-02 | 1975-08-26 | Philco Ford Corp | Organic semiconductor solar cell |
US4127738A (en) | 1976-07-06 | 1978-11-28 | Exxon Research & Engineering Company | Photovoltaic device containing an organic layer |
US4175982A (en) | 1978-07-03 | 1979-11-27 | Xerox Corporation | Photovoltaic cell |
US4175981A (en) | 1978-07-03 | 1979-11-27 | Xerox Corporation | Photovoltaic cell comprising metal-free phthalocyanine |
US4461922A (en) | 1983-02-14 | 1984-07-24 | Atlantic Richfield Company | Solar cell module |
JPH0424970A (ja) | 1990-05-16 | 1992-01-28 | Canon Inc | 有機太陽電池 |
JPH07142751A (ja) | 1993-11-18 | 1995-06-02 | Mita Ind Co Ltd | 有機太陽電池 |
US5965063A (en) | 1996-11-26 | 1999-10-12 | Fuji Xerox Co., Ltd. | Charge transporting material and method of preparing charge transporting particulates used therein |
US5986206A (en) | 1997-12-10 | 1999-11-16 | Nanogram Corporation | Solar cell |
US6198091B1 (en) | 1998-08-19 | 2001-03-06 | The Trustees Of Princeton University | Stacked organic photosensitive optoelectronic devices with a mixed electrical configuration |
US6198092B1 (en) | 1998-08-19 | 2001-03-06 | The Trustees Of Princeton University | Stacked organic photosensitive optoelectronic devices with an electrically parallel configuration |
WO2000033396A1 (fr) | 1998-11-27 | 2000-06-08 | Forschungszentrum Juelich Gmbh | Cellule solaire ou diode electroluminescente organique |
DE10209789A1 (de) | 2002-02-28 | 2003-09-25 | Univ Dresden Tech | Photoaktives Bauelement mit organischen Schichten |
Non-Patent Citations (22)
Title |
---|
BAILEY-SALZMAN ET AL., APPLIED PHYSICS LETTERS, vol. 88, 2006, pages 233502 |
C. FALKENBERG ET AL., JOURNAL OF APPLIED PHYSICS, vol. 104, 2008, pages 034506 |
C. J. BRABEC ET AL., ADVANCED FUNCTIONAL MATERIALS, vol. 11, 2001, pages 15 |
C. UHRICH ET AL., JOURNAL OF APPLIED PHYSICS, vol. 104, 2008, pages 043107 |
C. W. TANG ET AL., APPL. PHYS. LETT., vol. 48, 1986, pages 183 |
C.W. TANG, APPLIED PHYSICS LETTERS, vol. 48, no. 2, 1986, pages 183 - 185 |
CHEN ET AL., THIN SOLID FILMS, vol. 394, 2001, pages 201 |
FUJISHIMA ET AL., SOLAR ENERGY MATERIALS AND SOLAR CELLS, vol. 93, 2009, pages 1029 |
J. D. DEBAD; J. C. MORRIS; V. LYNCH; P. MAGNUS; A J.BARD, JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, vol. 118, 1996, pages 2374 |
J. DRECHSEL ET AL., APPLIED PHYSICS LETTERS, vol. 86, 2005, pages 244102 |
J. Y. KIM ET AL., SCIENCE, vol. 13, 2007, pages 222 - 225 |
K. SCHULZE ET AL., ADVANCED MATERIALS, vol. 18, 2006, pages 2872 |
K. WALZER ET AL., CHEMICAL REVIEWS, vol. 107, no. 4, 2007, pages 1233 - 1271 |
KOEPPE ET AL., CHEMISTRY AND SUSTAINABILITY, vol. 2, 2009, pages 309 |
M. RIEDE ET AL., NANOTECHNOLOGY, vol. 19, 2008, pages 424001 |
M. WEHMEIER; M. WAGNER; K. MÜLLEN, CHEMISTRY, vol. 7, 2001, pages 2197 |
MEISS ET AL., JOURNAL OF APPLIED PHYSICS, vol. 105, 2009, pages 063105 |
O'REGAN ET AL., NATURE, vol. 353, 1991, pages 737 |
P. KOVACIC; F. W. KOCH, JOURNAL OF ORGANIC CHEMISTRY, vol. 28, 1963, pages 1864 |
S. PFÜTZNER ET AL., PROCEEDINGS OF SPIE, vol. 6999, 2008, pages 69991M |
W. DILTHEY; G. HURTIG, BERICHTE DER DEUTSCHEN CHEMISCHEN GESELLSCHAFT A, vol. 67, 1934, pages 2004 |
Y.-T. WU; T. HAYAMA; K. K. BALDRIDGE; A. LINDEN; J. S. SIEGEL, JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, vol. 128, 2006, pages 6870 |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US9368727B2 (en) | 2012-10-25 | 2016-06-14 | Samsung Electronics Co., Ltd. | Organic photoelectric device and image sensor including the same |
Also Published As
Publication number | Publication date |
---|---|
WO2010139310A3 (fr) | 2011-06-03 |
DE102009024956A1 (de) | 2010-12-09 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
EP1861886B8 (fr) | Composant photoactif organique | |
EP3050134B9 (fr) | Matériau organique photoactif pour composants optoélectroniques | |
WO2010075836A2 (fr) | Composés hétérocycliques et leur utilisation dans des composants électroniques et optoélectroniques | |
EP2433317A1 (fr) | Composant semi-conducteur | |
EP2498315B1 (fr) | Cellule solaire organique | |
EP2329539A1 (fr) | Utilisation du dibenzotetraphenylperiflanthene dans des cellules solaires organiques | |
EP2959520B1 (fr) | Composant optoélectronique | |
EP2867932B1 (fr) | Électrode transparente pour composants optoélectroniques | |
WO2010139310A2 (fr) | Cellule solaire ou photodétecteur organique inversé(e) ou transparent(e) à adsorption améliorée | |
EP3044818B1 (fr) | Dispositif de l'électronique organique à couche active | |
DE102010056519A1 (de) | Optoelektronisches Bauelement mit dotierten Schichten | |
DE102014217817B4 (de) | Organische Donor-Akzeptor-Farbstoffe für die Verwendung in elektronischen und optoelektronischen Bauteilen | |
DE102012105812A1 (de) | Elektrodenanordnung für optoelektronische Bauelemente | |
DE102012104247A1 (de) | Halbleitendes organisches Material für optoelektronische Bauelemente | |
WO2010133205A1 (fr) | Cellule solaire organique ou photodétecteur à absorption améliorée | |
EP4035215B1 (fr) | Composés possédant un groupe furopyrolle ou un groupe thiénopyrolle, composant optoélectronique comprenant ce type de composé, et utilisation de ce type de composé dans des composants optoélectroniques | |
DE102011084120A1 (de) | Photovoltaische Vorrichtung | |
WO2010006595A2 (fr) | Composant photoactif avec couches organiques et électrode à couches multiples | |
WO2010012279A1 (fr) | Composant photoactif organique, en particulier cellule solaire organique ou photodétecteur organique | |
DE102022125417A1 (de) | Chemische Verbindung, optoelektronisches Bauelement mit mindestens einer solchen chemischen Verbindung, und Verwendung mindestens einer solchen chemischen Verbindung in einem optoelektronischen Bauelement | |
DE102012105810A1 (de) | Transparente Elektrode für optoelektronische Bauelemente | |
DE102012105809A1 (de) | Transparente Elektrode für optoelektronische Bauelemente | |
DE102009021882B4 (de) | Organisches halbleitendes Bauelement | |
DE102019120457A1 (de) | Organische halbleitende Verbindung mit einer Indolgruppe, organisches optoelektronisches Bauelement mit einer solchen Verbindung, und Verwendung einer solchen Verbindung | |
WO2012093180A1 (fr) | Composant électronique ou optoélectronique comprenant des couches organiques |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
121 | Ep: the epo has been informed by wipo that ep was designated in this application |
Ref document number: 10737742 Country of ref document: EP Kind code of ref document: A2 |
|
122 | Ep: pct application non-entry in european phase |
Ref document number: 10737742 Country of ref document: EP Kind code of ref document: A2 |