JP7197128B2 - ペロブスカイト化合物、薄膜、光吸収材料、光電変換素子及び太陽電池 - Google Patents
ペロブスカイト化合物、薄膜、光吸収材料、光電変換素子及び太陽電池 Download PDFInfo
- Publication number
- JP7197128B2 JP7197128B2 JP2019002849A JP2019002849A JP7197128B2 JP 7197128 B2 JP7197128 B2 JP 7197128B2 JP 2019002849 A JP2019002849 A JP 2019002849A JP 2019002849 A JP2019002849 A JP 2019002849A JP 7197128 B2 JP7197128 B2 JP 7197128B2
- Authority
- JP
- Japan
- Prior art keywords
- carbon atoms
- atom
- group
- perovskite compound
- photoelectric conversion
- 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.)
- Active
Links
- 150000001875 compounds Chemical class 0.000 title claims description 57
- 239000010409 thin film Substances 0.000 title claims description 32
- 238000006243 chemical reaction Methods 0.000 title claims description 22
- 239000011358 absorbing material Substances 0.000 title claims description 6
- 125000004432 carbon atom Chemical group C* 0.000 claims description 106
- 125000000217 alkyl group Chemical group 0.000 claims description 23
- XYFCBTPGUUZFHI-UHFFFAOYSA-O phosphonium Chemical compound [PH4+] XYFCBTPGUUZFHI-UHFFFAOYSA-O 0.000 claims description 21
- 229910052745 lead Inorganic materials 0.000 claims description 9
- WABPQHHGFIMREM-UHFFFAOYSA-N lead(0) Chemical group [Pb] WABPQHHGFIMREM-UHFFFAOYSA-N 0.000 claims description 9
- 125000005843 halogen group Chemical group 0.000 claims description 8
- 230000031700 light absorption Effects 0.000 claims description 7
- 230000005525 hole transport Effects 0.000 claims description 6
- 229910001507 metal halide Inorganic materials 0.000 claims description 6
- 150000005309 metal halides Chemical class 0.000 claims description 6
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 5
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical group [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 claims description 4
- 229910052801 chlorine Inorganic materials 0.000 claims description 4
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 4
- 125000001309 chloro group Chemical group Cl* 0.000 claims description 3
- 229910052740 iodine Inorganic materials 0.000 claims description 3
- 239000010410 layer Substances 0.000 description 53
- -1 anionic halogen Chemical class 0.000 description 45
- 125000001183 hydrocarbyl group Chemical group 0.000 description 34
- 230000000052 comparative effect Effects 0.000 description 21
- 238000005259 measurement Methods 0.000 description 21
- 239000000758 substrate Substances 0.000 description 19
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 18
- 125000000623 heterocyclic group Chemical group 0.000 description 16
- 125000003342 alkenyl group Chemical group 0.000 description 13
- 125000000304 alkynyl group Chemical group 0.000 description 13
- 125000003118 aryl group Chemical group 0.000 description 11
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 10
- 125000004429 atom Chemical group 0.000 description 9
- 230000032258 transport Effects 0.000 description 9
- 229910052751 metal Inorganic materials 0.000 description 8
- 239000002184 metal Substances 0.000 description 8
- 125000004122 cyclic group Chemical group 0.000 description 7
- 238000002189 fluorescence spectrum Methods 0.000 description 7
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 6
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 6
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- 125000002877 alkyl aryl group Chemical group 0.000 description 6
- 239000013078 crystal Substances 0.000 description 6
- 239000013081 microcrystal Substances 0.000 description 6
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical group [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 description 5
- 125000003710 aryl alkyl group Chemical group 0.000 description 5
- 230000015572 biosynthetic process Effects 0.000 description 5
- ZHROBNMRFGTFET-UHFFFAOYSA-M hexyl(trimethyl)phosphanium;bromide Chemical compound [Br-].CCCCCC[P+](C)(C)C ZHROBNMRFGTFET-UHFFFAOYSA-M 0.000 description 5
- 125000000962 organic group Chemical group 0.000 description 5
- 239000000126 substance Substances 0.000 description 5
- 238000003786 synthesis reaction Methods 0.000 description 5
- 229910052718 tin Inorganic materials 0.000 description 5
- 238000010521 absorption reaction Methods 0.000 description 4
- 125000001931 aliphatic group Chemical group 0.000 description 4
- 239000011203 carbon fibre reinforced carbon Substances 0.000 description 4
- JYVPKRHOTGQJSE-UHFFFAOYSA-M hexyl(trimethyl)azanium;bromide Chemical compound [Br-].CCCCCC[N+](C)(C)C JYVPKRHOTGQJSE-UHFFFAOYSA-M 0.000 description 4
- 238000012360 testing method Methods 0.000 description 4
- 238000002371 ultraviolet--visible spectrum Methods 0.000 description 4
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical group [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 description 3
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical group [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 3
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical group [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 3
- PWHULOQIROXLJO-UHFFFAOYSA-N Manganese Chemical group [Mn] PWHULOQIROXLJO-UHFFFAOYSA-N 0.000 description 3
- 229910052787 antimony Inorganic materials 0.000 description 3
- WATWJIUSRGPENY-UHFFFAOYSA-N antimony atom Chemical group [Sb] WATWJIUSRGPENY-UHFFFAOYSA-N 0.000 description 3
- 125000006615 aromatic heterocyclic group Chemical group 0.000 description 3
- 125000002619 bicyclic group Chemical group 0.000 description 3
- 229910052793 cadmium Inorganic materials 0.000 description 3
- BDOSMKKIYDKNTQ-UHFFFAOYSA-N cadmium atom Chemical group [Cd] BDOSMKKIYDKNTQ-UHFFFAOYSA-N 0.000 description 3
- 229910052799 carbon Inorganic materials 0.000 description 3
- 229910052804 chromium Inorganic materials 0.000 description 3
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical group [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 description 3
- ZASWJUOMEGBQCQ-UHFFFAOYSA-L dibromolead Chemical compound Br[Pb]Br ZASWJUOMEGBQCQ-UHFFFAOYSA-L 0.000 description 3
- 230000005284 excitation Effects 0.000 description 3
- 229910052732 germanium Inorganic materials 0.000 description 3
- GNPVGFCGXDBREM-UHFFFAOYSA-N germanium atom Chemical group [Ge] GNPVGFCGXDBREM-UHFFFAOYSA-N 0.000 description 3
- ZLSVALLKHLKICA-UHFFFAOYSA-N hexan-1-amine;hydrobromide Chemical compound [Br-].CCCCCC[NH3+] ZLSVALLKHLKICA-UHFFFAOYSA-N 0.000 description 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 3
- 229910052738 indium Inorganic materials 0.000 description 3
- APFVFJFRJDLVQX-UHFFFAOYSA-N indium atom Chemical group [In] APFVFJFRJDLVQX-UHFFFAOYSA-N 0.000 description 3
- 229910052742 iron Inorganic materials 0.000 description 3
- 229910052748 manganese Inorganic materials 0.000 description 3
- 125000005496 phosphonium group Chemical group 0.000 description 3
- 229930195734 saturated hydrocarbon Natural products 0.000 description 3
- 239000007787 solid Substances 0.000 description 3
- 238000000967 suction filtration Methods 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- CPELXLSAUQHCOX-UHFFFAOYSA-N Hydrogen bromide Chemical compound Br CPELXLSAUQHCOX-UHFFFAOYSA-N 0.000 description 2
- 238000002441 X-ray diffraction Methods 0.000 description 2
- 238000000862 absorption spectrum Methods 0.000 description 2
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 150000001721 carbon Chemical group 0.000 description 2
- 125000002091 cationic group Chemical group 0.000 description 2
- 229920000547 conjugated polymer Polymers 0.000 description 2
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 2
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 description 2
- 238000011161 development Methods 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 2
- ROWSLFDRJXLLJP-UHFFFAOYSA-N hexyl(trimethyl)phosphanium Chemical compound CCCCCC[P+](C)(C)C ROWSLFDRJXLLJP-UHFFFAOYSA-N 0.000 description 2
- 125000004857 imidazopyridinyl group Chemical group N1C(=NC2=C1C=CC=N2)* 0.000 description 2
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 2
- 125000001972 isopentyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])C([H])([H])* 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 125000001971 neopentyl group Chemical group [H]C([*])([H])C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])[H] 0.000 description 2
- 239000012299 nitrogen atmosphere Substances 0.000 description 2
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 2
- 238000010248 power generation Methods 0.000 description 2
- 239000002243 precursor Substances 0.000 description 2
- 125000001453 quaternary ammonium group Chemical group 0.000 description 2
- 229920006395 saturated elastomer Polymers 0.000 description 2
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 238000004528 spin coating Methods 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 125000001424 substituent group Chemical group 0.000 description 2
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 2
- YWWDBCBWQNCYNR-UHFFFAOYSA-N trimethylphosphine Chemical compound CP(C)C YWWDBCBWQNCYNR-UHFFFAOYSA-N 0.000 description 2
- 229930195735 unsaturated hydrocarbon Natural products 0.000 description 2
- 230000004580 weight loss Effects 0.000 description 2
- MNDIARAMWBIKFW-UHFFFAOYSA-N 1-bromohexane Chemical compound CCCCCCBr MNDIARAMWBIKFW-UHFFFAOYSA-N 0.000 description 1
- 125000004973 1-butenyl group Chemical group C(=CCC)* 0.000 description 1
- 125000004972 1-butynyl group Chemical group [H]C([H])([H])C([H])([H])C#C* 0.000 description 1
- BMVXCPBXGZKUPN-UHFFFAOYSA-N 1-hexanamine Chemical compound CCCCCCN BMVXCPBXGZKUPN-UHFFFAOYSA-N 0.000 description 1
- 125000006039 1-hexenyl group Chemical group 0.000 description 1
- 125000001637 1-naphthyl group Chemical group [H]C1=C([H])C([H])=C2C(*)=C([H])C([H])=C([H])C2=C1[H] 0.000 description 1
- 125000006023 1-pentenyl group Chemical group 0.000 description 1
- 125000006017 1-propenyl group Chemical group 0.000 description 1
- 125000000530 1-propynyl group Chemical group [H]C([H])([H])C#C* 0.000 description 1
- 125000004974 2-butenyl group Chemical group C(C=CC)* 0.000 description 1
- 125000000069 2-butynyl group Chemical group [H]C([H])([H])C#CC([H])([H])* 0.000 description 1
- 125000006176 2-ethylbutyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(C([H])([H])*)C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000006020 2-methyl-1-propenyl group Chemical group 0.000 description 1
- 125000001622 2-naphthyl group Chemical group [H]C1=C([H])C([H])=C2C([H])=C(*)C([H])=C([H])C2=C1[H] 0.000 description 1
- 125000006024 2-pentenyl group Chemical group 0.000 description 1
- 125000000094 2-phenylethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 1
- 125000001494 2-propynyl group Chemical group [H]C#CC([H])([H])* 0.000 description 1
- 125000004975 3-butenyl group Chemical group C(CC=C)* 0.000 description 1
- 125000000474 3-butynyl group Chemical group [H]C#CC([H])([H])C([H])([H])* 0.000 description 1
- 125000006041 3-hexenyl group Chemical group 0.000 description 1
- 125000006181 4-methyl benzyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1C([H])([H])[H])C([H])([H])* 0.000 description 1
- 125000003119 4-methyl-3-pentenyl group Chemical group [H]\C(=C(/C([H])([H])[H])C([H])([H])[H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000006043 5-hexenyl group Chemical group 0.000 description 1
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Natural products CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 1
- 235000002597 Solanum melongena Nutrition 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- 238000002835 absorbance Methods 0.000 description 1
- HSFWRNGVRCDJHI-UHFFFAOYSA-N alpha-acetylene Natural products C#C HSFWRNGVRCDJHI-UHFFFAOYSA-N 0.000 description 1
- 239000010405 anode material Substances 0.000 description 1
- 125000002029 aromatic hydrocarbon group Chemical group 0.000 description 1
- 125000002393 azetidinyl group Chemical group 0.000 description 1
- 125000004069 aziridinyl group Chemical group 0.000 description 1
- 125000003785 benzimidazolyl group Chemical group N1=C(NC2=C1C=CC=C2)* 0.000 description 1
- 125000000499 benzofuranyl group Chemical group O1C(=CC2=C1C=CC=C2)* 0.000 description 1
- 125000003354 benzotriazolyl group Chemical group N1N=NC2=C1C=CC=C2* 0.000 description 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 1
- 229910052794 bromium Inorganic materials 0.000 description 1
- 125000001246 bromo group Chemical group Br* 0.000 description 1
- 125000004369 butenyl group Chemical group C(=CCC)* 0.000 description 1
- 125000000480 butynyl group Chemical group [*]C#CC([H])([H])C([H])([H])[H] 0.000 description 1
- 239000010406 cathode material Substances 0.000 description 1
- 239000000919 ceramic Substances 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- 125000000259 cinnolinyl group Chemical group N1=NC(=CC2=CC=CC=C12)* 0.000 description 1
- 125000004093 cyano group Chemical group *C#N 0.000 description 1
- 125000003493 decenyl group Chemical group [H]C([*])=C([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000002704 decyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000005070 decynyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C#C* 0.000 description 1
- 238000004455 differential thermal analysis Methods 0.000 description 1
- 125000000723 dihydrobenzofuranyl group Chemical group O1C(CC2=C1C=CC=C2)* 0.000 description 1
- 125000005435 dihydrobenzoxazolyl group Chemical group O1C(NC2=C1C=CC=C2)* 0.000 description 1
- 125000005066 dodecenyl group Chemical group C(=CCCCCCCCCCC)* 0.000 description 1
- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 125000002534 ethynyl group Chemical group [H]C#C* 0.000 description 1
- 239000010408 film Substances 0.000 description 1
- 229910052731 fluorine Inorganic materials 0.000 description 1
- 125000001153 fluoro group Chemical group F* 0.000 description 1
- 125000002541 furyl group Chemical group 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 125000003187 heptyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000005842 heteroatom Chemical group 0.000 description 1
- 125000006038 hexenyl group Chemical group 0.000 description 1
- 125000005980 hexynyl group Chemical group 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical group 0.000 description 1
- 229910000042 hydrogen bromide Inorganic materials 0.000 description 1
- 125000002632 imidazolidinyl group Chemical group 0.000 description 1
- 125000002636 imidazolinyl group Chemical group 0.000 description 1
- 125000002883 imidazolyl group Chemical group 0.000 description 1
- 125000003453 indazolyl group Chemical group N1N=C(C2=C1C=CC=C2)* 0.000 description 1
- 125000003387 indolinyl group Chemical group N1(CCC2=CC=CC=C12)* 0.000 description 1
- 125000003406 indolizinyl group Chemical group C=1(C=CN2C=CC=CC12)* 0.000 description 1
- 125000001041 indolyl group Chemical group 0.000 description 1
- 230000000977 initiatory effect Effects 0.000 description 1
- 239000011229 interlayer Substances 0.000 description 1
- 125000001977 isobenzofuranyl group Chemical group C=1(OC=C2C=CC=CC12)* 0.000 description 1
- 125000004491 isohexyl group Chemical group C(CCC(C)C)* 0.000 description 1
- 125000004594 isoindolinyl group Chemical group C1(NCC2=CC=CC=C12)* 0.000 description 1
- 125000000904 isoindolyl group Chemical group C=1(NC=C2C=CC=CC12)* 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 125000002183 isoquinolinyl group Chemical group C1(=NC=CC2=CC=CC=C12)* 0.000 description 1
- 125000001786 isothiazolyl group Chemical group 0.000 description 1
- 125000000842 isoxazolyl group Chemical group 0.000 description 1
- 238000003475 lamination Methods 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 125000000040 m-tolyl group Chemical group [H]C1=C([H])C(*)=C([H])C(=C1[H])C([H])([H])[H] 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 125000002960 margaryl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 125000002950 monocyclic group Chemical group 0.000 description 1
- 125000001421 myristyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000004593 naphthyridinyl group Chemical group N1=C(C=CC2=CC=CN=C12)* 0.000 description 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 1
- 125000004433 nitrogen atom Chemical group N* 0.000 description 1
- 125000005187 nonenyl group Chemical group C(=CCCCCCCC)* 0.000 description 1
- 125000001400 nonyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000005071 nonynyl group Chemical group C(#CCCCCCCC)* 0.000 description 1
- 125000003261 o-tolyl group Chemical group [H]C1=C([H])C(*)=C(C([H])=C1[H])C([H])([H])[H] 0.000 description 1
- 125000005064 octadecenyl group Chemical group C(=CCCCCCCCCCCCCCCCC)* 0.000 description 1
- 125000004365 octenyl group Chemical group C(=CCCCCCC)* 0.000 description 1
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000005069 octynyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C#C* 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- 125000001715 oxadiazolyl group Chemical group 0.000 description 1
- 125000000160 oxazolidinyl group Chemical group 0.000 description 1
- 125000005968 oxazolinyl group Chemical group 0.000 description 1
- 125000002971 oxazolyl group Chemical group 0.000 description 1
- 125000003566 oxetanyl group Chemical group 0.000 description 1
- 125000000466 oxiranyl group Chemical group 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 125000004430 oxygen atom Chemical group O* 0.000 description 1
- 125000001037 p-tolyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1*)C([H])([H])[H] 0.000 description 1
- 125000000913 palmityl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000002958 pentadecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000003538 pentan-3-yl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000002255 pentenyl group Chemical group C(=CCCC)* 0.000 description 1
- 125000005981 pentynyl group Chemical group 0.000 description 1
- 230000001443 photoexcitation Effects 0.000 description 1
- 125000004592 phthalazinyl group Chemical group C1(=NN=CC2=CC=CC=C12)* 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 125000001844 prenyl group Chemical group [H]C([*])([H])C([H])=C(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000000561 purinyl group Chemical group N1=C(N=C2N=CNC2=C1)* 0.000 description 1
- 125000003373 pyrazinyl group Chemical group 0.000 description 1
- 125000002755 pyrazolinyl group Chemical group 0.000 description 1
- 125000003226 pyrazolyl group Chemical group 0.000 description 1
- 125000002098 pyridazinyl group Chemical group 0.000 description 1
- 125000004076 pyridyl group Chemical group 0.000 description 1
- 125000000714 pyrimidinyl group Chemical group 0.000 description 1
- 125000000719 pyrrolidinyl group Chemical group 0.000 description 1
- 125000001422 pyrrolinyl group Chemical group 0.000 description 1
- 125000000168 pyrrolyl group Chemical group 0.000 description 1
- 125000002294 quinazolinyl group Chemical group N1=C(N=CC2=CC=CC=C12)* 0.000 description 1
- 125000002943 quinolinyl group Chemical group N1=C(C=CC2=CC=CC=C12)* 0.000 description 1
- 125000001567 quinoxalinyl group Chemical group N1=C(C=NC2=CC=CC=C12)* 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000011593 sulfur Chemical group 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 125000005063 tetradecenyl group Chemical group C(=CCCCCCCCCCCCC)* 0.000 description 1
- 125000003718 tetrahydrofuranyl group Chemical group 0.000 description 1
- 125000005958 tetrahydrothienyl group Chemical group 0.000 description 1
- 125000003831 tetrazolyl group Chemical group 0.000 description 1
- 238000002411 thermogravimetry Methods 0.000 description 1
- 125000001113 thiadiazolyl group Chemical group 0.000 description 1
- 125000001984 thiazolidinyl group Chemical group 0.000 description 1
- 125000002769 thiazolinyl group Chemical group 0.000 description 1
- 125000000335 thiazolyl group Chemical group 0.000 description 1
- 125000001544 thienyl group Chemical group 0.000 description 1
- 125000002053 thietanyl group Chemical group 0.000 description 1
- 125000001730 thiiranyl group Chemical group 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- 125000001425 triazolyl group Chemical group 0.000 description 1
- 125000005040 tridecenyl group Chemical group C(=CCCCCCCCCCCC)* 0.000 description 1
- 125000002889 tridecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000005065 undecenyl group Chemical group C(=CCCCCCCCCC)* 0.000 description 1
- 125000002948 undecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 235000021122 unsaturated fatty acids Nutrition 0.000 description 1
- 150000004670 unsaturated fatty acids Chemical class 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
Images
Classifications
-
- 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
Landscapes
- Photovoltaic Devices (AREA)
Description
[1] ハロゲン化金属とホスホニウムからなるペロブスカイト化合物であって、ホスホニウムが4個以上の炭素原子を有するペロブスカイト化合物。
[2] ホスホニウムが、一般式:R1R2R3R4P+〔式中、R1は、置換基を有していてもよい炭素原子数4以上の炭化水素基を示し、R2、R3及びR4は、それぞれ独立して、水素原子、又は炭素原子数1~6の炭化水素基を示す。〕で表されるホスホニウムである、上記[1]に記載のペロブスカイト化合物。
[3] 一般式:(R1R2R3R4P)2MX4、(R1R2R3R4P)4M3X10、又は(R1R2R3R4P)2MX6〔式中、R1は、置換基を有していてもよい炭素原子数4以上の炭化水素基を示し、R2、R3及びR4は、それぞれ独立して、水素原子、又は炭素原子数1~6の炭化水素基を示し、Mは、金属原子を示し、Xは、ハロゲン原子を示す。〕の何れかで表される上記[1]又は[2]に記載のペロブスカイト化合物。
[4] R1が、炭素原子数4~18の炭化水素基である、上記[2]又は[3]に記載のペロブスカイト化合物。
[5] R1が、炭素原子数4~18の直鎖のアルキル基である、上記[2]~[4]の何れかに記載のペロブスカイト化合物。
[6] R2、R3及びR4が、メチル基である、上記[2]~[5]の何れかに記載のペロブスカイト化合物。
[7] Mが、鉛原子、錫原子、インジウム原子、アンチモン原子、ゲルマニウム原子、カドミウム原子、クロム原子、マンガン原子、鉄原子、コバルト原子、及び銅原子からなる群から選ばれる金属原子である、上記[3]に記載のペロブスカイト化合物。
[8] Mが、鉛原子である、上記[7]に記載のペロブスカイト化合物。
[9] 上記[1]~[8]の何れかに記載のペロブスカイト化合物を含む薄膜。
[10] 上記[1]~[8]の何れかに記載のペロブスカイト化合物を含む光吸収材料。
[11] 電子輸送層と、ホール輸送層と、前記電子輸送層と前記ホール輸送層との間に配置された光吸収層とを備える光電変換素子であって、前記光吸収層が、上記[1]~[8]の何れかに記載のペロブスカイト化合物を含む光電変換素子。
[12] 上記[11]に記載の光電変換素子を備える太陽電池。
合成例1で得られたヘキシルトリメチルホスホニウムブロミド(C6TPBr)と臭化鉛(II)(PbBr2)を物質量比が2:1となるように混合し、DMFに溶解した。50℃で1時間加熱攪拌することにより前駆溶液を作製した。作製した前駆溶液をあらかじめ100℃に加熱した基板上にスピンコーター(MIKASA SPINCOATER 1H-D7)を用いて、2000rpm、30sの条件でスピンコートし、薄膜を作製した。
ヘキシルトリメチルホスホニウムブロミド(C6TPBr)を、合成例2で得られたヘキシルアンモニウムブロミド(C6NBr)に変更したこと以外は、実施例1と同様にして薄膜を作製した。
ヘキシルトリメチルホスホニウムブロミド(C6TPBr)を、市販のヘキシルトリメチルアンモニウムブロミド(C6TNBr)(東京化成工業株式会社製)に変更したこと以外は、実施例1と同様にして薄膜を作製した。
サンプル瓶中に合成例1で得られたヘキシルトリメチルホスホニウムブロミド(C6TPBr)と臭化鉛(II)(PbBr2)を物質量比が2:1となるように秤量し、DMF300μLを加えて溶解させ、50℃で1時間攪拌した。そのサンプル瓶をそのまま30℃で減圧乾燥し、DMFをできるだけ留去した。さらに中型ポンプに変更した後、40℃で一晩減圧乾燥し、白色の微結晶粉末を得た。
市販のヘキシルトリメチルアンモニウムブロミド(C6TNBr)(東京化成工業株式会社製)と臭化鉛(II)(PbBr2)を物質量比2:1で混合し、DMF/DMSO(1:1,v/v)に溶解した。これを50℃で1時間攪拌した。この溶液をアセトン約150mLに滴下し、白色固体を得、吸引ろ過で微結晶を回収した。
XRD装置(SmartLab、Rigaku製)を用いて、実施例1、比較例1及び2で作製した薄膜のX線回折測定を行った。測定条件を以下に示す。
光源(X線源):45kV/200mA
発散スリット:5°(Out-of-plane XRD),0.5°(In-plane XRD)
散乱スリット:5°(Out-of-plane XRD),0.5°(In-plane XRD)
受光スリット:20mm
走査範囲:1.5°<θ<35°
走査速度:4°/min
UV-vis吸収スペクトル測定器(SHIMADZU,UV-PC3100)を用いて、実施例1、比較例1及び2で作製した薄膜の吸収スペクトル測定を行った。リファレンスにはスライドガラス基板を用いた。測定条件を以下に示す。
測定モード:吸光度
スキャンスピード:中速
スリット幅:2.0
蛍光スペクトル測定器(HITACHI F-4500)を用いて、実施例1、比較例1及び2で作製した薄膜の蛍光スペクトル測定を行った。測定条件を以下に示す。
測定モード:波長スキャン
スキャンモード:蛍光スペクトル
データモード:蛍光
励起波長:吸収ピーク波長(実施例1=321nm、比較例1=395nm、比較例2=351nm)
蛍光開始波長:励起波長+5nm
蛍光終了波長:800nm
スキャンスピード:240nm/min
励起側スリット:5.0nm
蛍光側スリット:5.0nm
ホトマル電圧:950V
SIIナノテクノロジーTG-DTA7200を用いて、実施例2及び比較例3で作製した微結晶の熱重量-示差熱(TG-DTA)同時測定を行った。測定条件を以下に示す。
温度範囲:室温~500oC
N2ガス流量:200mL/min
昇温レート:10oC/min
Claims (6)
- ハロゲン化金属とホスホニウムからなるペロブスカイト化合物であって、
一般式:(R 1 R 2 R 3 R 4 P) 2 MX 4 〔式中、R 1 は、炭素原子数4~18の直鎖のアルキル基を示し、R 2 、R 3 及びR 4 は、それぞれ独立して、炭素原子数1~3のアルキル基を示し、Mは、鉛原子を示し、Xは、塩素原子、臭素原子、及び/又はヨウ素原子であるハロゲン原子を示す。〕で表されるペロブスカイト化合物。 - R2、R3及びR4が、メチル基である、請求項1に記載のペロブスカイト化合物。
- 請求項1又は2に記載のペロブスカイト化合物を含む薄膜。
- 請求項1又は2に記載のペロブスカイト化合物を含む光吸収材料。
- 電子輸送層と、ホール輸送層と、前記電子輸送層と前記ホール輸送層との間に配置された光吸収層とを備える光電変換素子であって、前記光吸収層が、請求項1又は2に記載のペロブスカイト化合物を含む光電変換素子。
- 請求項5に記載の光電変換素子を備える太陽電池。
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP2019002849A JP7197128B2 (ja) | 2019-01-10 | 2019-01-10 | ペロブスカイト化合物、薄膜、光吸収材料、光電変換素子及び太陽電池 |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP2019002849A JP7197128B2 (ja) | 2019-01-10 | 2019-01-10 | ペロブスカイト化合物、薄膜、光吸収材料、光電変換素子及び太陽電池 |
Publications (2)
Publication Number | Publication Date |
---|---|
JP2020111531A JP2020111531A (ja) | 2020-07-27 |
JP7197128B2 true JP7197128B2 (ja) | 2022-12-27 |
Family
ID=71665729
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2019002849A Active JP7197128B2 (ja) | 2019-01-10 | 2019-01-10 | ペロブスカイト化合物、薄膜、光吸収材料、光電変換素子及び太陽電池 |
Country Status (1)
Country | Link |
---|---|
JP (1) | JP7197128B2 (ja) |
Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2016178274A (ja) | 2015-03-19 | 2016-10-06 | 三菱化学株式会社 | 半導体デバイス、太陽電池、太陽電池モジュール、及び組成物 |
WO2018163327A1 (ja) | 2017-03-08 | 2018-09-13 | 花王株式会社 | 光吸収層、光電変換素子、及び太陽電池 |
-
2019
- 2019-01-10 JP JP2019002849A patent/JP7197128B2/ja active Active
Patent Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2016178274A (ja) | 2015-03-19 | 2016-10-06 | 三菱化学株式会社 | 半導体デバイス、太陽電池、太陽電池モジュール、及び組成物 |
WO2018163327A1 (ja) | 2017-03-08 | 2018-09-13 | 花王株式会社 | 光吸収層、光電変換素子、及び太陽電池 |
Non-Patent Citations (6)
Title |
---|
Geng, Fu-Juan et al.,Photoluminescent-dielectric duple switch in a perovskite-type high-temperature phase transition compound: [(CH3)3PCH2OCH3][PbBr3],Dalton Transactions ,2017年,Vol.46, No.29,p.9528-9534 |
Mostafa, M. F. et al.,Preparation and characterization of a new series of perovskite-like structures showing evidence of structural transitions:(methyltriphenylphosphonium)2 BX4 B=Mn, Co, and Hg, and X=Cl/I,Phase Transitions,1998年,Vol.64, No.4,p.215-227 |
Mostafa, M. F.,Permittivity and ac conductivity study of the layered perovskite [(CH3)(C6H5)3P]2MnCl4 showing evidence of phase transition,Physics Letters A ,1999年,Vol.264, No.2-3,p.242-248 |
Youssef, Ahmed A. A.,The permittivity and AC conductivity of the layered perovskite [(CH3)(C6H5)3P]2HgI4,Zeitschrift fuer Naturforschung, A: Physical Sciences ,2002年,Vol.57, No.5,p.263-269 |
Zheng, Xuan et al.,[(CH3)3PCH2OH][CdBr3] is a perovskite-type ferroelastic compound above room temperature,Chemical Communications,2017年,Vol.53, No.55,p.7756-7759 |
宮坂 力,高効率で進化する有機無機ペロブスカイト太陽電池 ,応用物理 ,第83巻第2号,2014年,p.92-97 |
Also Published As
Publication number | Publication date |
---|---|
JP2020111531A (ja) | 2020-07-27 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
Sun et al. | 0D perovskites: unique properties, synthesis, and their applications | |
Wali et al. | Advances in stability of perovskite solar cells | |
Huang et al. | Toward phase stability: Dion–Jacobson layered perovskite for solar cells | |
Chao et al. | Solvent engineering of the precursor solution toward large‐area production of perovskite solar cells | |
Dong et al. | A green anti‐solvent process for high performance carbon‐based CsPbI2Br all‐inorganic perovskite solar cell | |
Magomedov et al. | Pyridination of hole transporting material in perovskite solar cells questions the long-term stability | |
JP7010472B2 (ja) | 錯体及びペロブスカイト材料、並びに該錯体若しくはペロブスカイト材料を用いたペロブスカイト型太陽電池 | |
Mahapatra et al. | Recent progress in perovskite solar cells: challenges from efficiency to stability | |
Wu et al. | Interface modification to achieve high-efficiency and stable perovskite solar cells | |
Han et al. | Review of two‐step method for lead halide perovskite solar cells | |
Milić | Multifunctional layered hybrid perovskites | |
Xu et al. | Porous and intercrossed PbI2–CsI nanorod scaffold for inverted planar FA–Cs mixed-cation perovskite solar cells | |
Shi et al. | Unraveling the role of active hydrogen caused by carbonyl groups in surface-defect passivation of perovskite photovoltaics | |
Dong et al. | Modifying SnO2 with polyacrylamide to enhance the performance of perovskite solar cells | |
CN102712659A (zh) | 电解质配制剂 | |
KR102079941B1 (ko) | 스피로비플루오렌 화합물 및 이를 포함하는 페로브스카이트 태양전지 | |
Tao et al. | Gel electrolyte materials formed from a series of novel low molecular mass organogelators for stable quasi-solid-state dye-sensitized solar cells | |
Shah et al. | Recent advances and emerging trends of rare-earth-ion doped spectral conversion nanomaterials in perovskite solar cells | |
EP3679607A1 (en) | Organic-inorganic perovskite materials and methods of making the same | |
Febriansyah et al. | Hybrid 2D [Pb (CH3NH2) I2] n coordination polymer precursor for scalable perovskite deposition | |
Liu et al. | Bandgap aligned Cu 12 Sb 4 S 13 quantum dots as efficient inorganic hole transport materials in planar perovskite solar cells with enhanced stability | |
Febriansyah et al. | Formation of corrugated n= 1 2D tin iodide perovskites and their use as lead-free solar absorbers | |
Srivastava et al. | Lead metal halide perovskite solar cells: Fabrication, advancement strategies, alternatives, and future perspectives | |
Zhang et al. | Revealing the role of bifunctional molecules in crystallizing methylammonium lead iodide through geometric isomers | |
Guo et al. | Fine-tuning chemical passivation over photovoltaic perovskites by varying the symmetry of bidentate acceptor in D–A molecules |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
RD01 | Notification of change of attorney |
Free format text: JAPANESE INTERMEDIATE CODE: A7426 Effective date: 20190125 |
|
A521 | Request for written amendment filed |
Free format text: JAPANESE INTERMEDIATE CODE: A821 Effective date: 20190125 |
|
A80 | Written request to apply exceptions to lack of novelty of invention |
Free format text: JAPANESE INTERMEDIATE CODE: A80 Effective date: 20190125 |
|
A621 | Written request for application examination |
Free format text: JAPANESE INTERMEDIATE CODE: A621 Effective date: 20211209 |
|
A977 | Report on retrieval |
Free format text: JAPANESE INTERMEDIATE CODE: A971007 Effective date: 20220714 |
|
A131 | Notification of reasons for refusal |
Free format text: JAPANESE INTERMEDIATE CODE: A131 Effective date: 20220726 |
|
A521 | Request for written amendment filed |
Free format text: JAPANESE INTERMEDIATE CODE: A523 Effective date: 20220922 |
|
TRDD | Decision of grant or rejection written | ||
A01 | Written decision to grant a patent or to grant a registration (utility model) |
Free format text: JAPANESE INTERMEDIATE CODE: A01 Effective date: 20221129 |
|
A61 | First payment of annual fees (during grant procedure) |
Free format text: JAPANESE INTERMEDIATE CODE: A61 Effective date: 20221208 |
|
R150 | Certificate of patent or registration of utility model |
Ref document number: 7197128 Country of ref document: JP Free format text: JAPANESE INTERMEDIATE CODE: R150 |