CN114096511B - 有机碘化物的合成方法、包含有机碘化物的钙钛矿形成用组合物和具有由此获得的钙钛矿层的光伏电池 - Google Patents

有机碘化物的合成方法、包含有机碘化物的钙钛矿形成用组合物和具有由此获得的钙钛矿层的光伏电池 Download PDF

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CN114096511B
CN114096511B CN202080026905.XA CN202080026905A CN114096511B CN 114096511 B CN114096511 B CN 114096511B CN 202080026905 A CN202080026905 A CN 202080026905A CN 114096511 B CN114096511 B CN 114096511B
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perovskite
iodide
organic cation
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composition
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CN114096511A (zh
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卡西扬·米兹塔尔
康拉德·沃伊切霍夫斯基
奥尔加·马林凯维奇
兹比格涅夫·米亚拉
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CN202080026905.XA 2019-04-02 2020-06-01 有机碘化物的合成方法、包含有机碘化物的钙钛矿形成用组合物和具有由此获得的钙钛矿层的光伏电池 Active CN114096511B (zh)

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PL429454A PL429454A1 (pl) 2019-04-02 2019-04-02 Sposób otrzymywania jodków organicznych, kompozycja perowskitotwórcza z jodkiem organicznym otrzymanym tym sposobem oraz ogniwo fotowoltaiczne z warstwą perowskitową wytworzoną z tej kompozycji
PCT/IB2020/055167 WO2020202131A1 (en) 2019-04-02 2020-06-01 A method for synthesis of organic iodides, a perovskite-forming composition comprising an organic iodide and a photovoltaic cell with a perovskite layer obtained therefrom

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EP4249468B1 (en) 2022-03-21 2025-05-07 Solaveni GmbH A method for synthesis of halide salts
CN115872902A (zh) * 2022-12-09 2023-03-31 湖南铱太科技有限公司 一种甲脒氢碘酸盐的绿色提纯方法
CN118684584A (zh) * 2023-03-22 2024-09-24 宁德时代新能源科技股份有限公司 有机化合物、钙钛矿前驱体溶液、钙钛矿薄膜、钙钛矿电池和用电装置
CN116986992B (zh) * 2023-08-01 2025-07-04 西湖大学 二维锡基钙钛矿的可控制备方法及其在光泵浦中的应用
KR20250116468A (ko) * 2024-01-25 2025-08-01 한화솔루션 주식회사 페로브스카이트 용액 및 이를 이용하는 페로브스카이트 박막 형성 방법

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Publication number Priority date Publication date Assignee Title
CN104662625A (zh) * 2012-05-18 2015-05-27 埃西斯创新有限公司 包括具有混合阴离子的有机金属钙钛矿的光电器件
JP6330064B1 (ja) * 2017-01-10 2018-05-23 伊勢化学工業株式会社 ヨウ化水素酸の製造方法及びヨウ化金属水溶液の製造方法

Family Cites Families (9)

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Publication number Priority date Publication date Assignee Title
JP2006151700A (ja) * 2004-11-25 2006-06-15 Toshiba Corp 水素生成物質の製造方法及びその装置
US20120318357A1 (en) 2011-06-17 2012-12-20 Precursor Energetics, Inc. Deposition processes for photovoltaics
KR102030860B1 (ko) * 2011-10-04 2019-11-08 바스프 에스이 벤조디온 기재 중합체
IN2014DN05729A (https=) * 2012-01-03 2015-04-10 Saudi Basic Ind Corp
PL230302B1 (pl) * 2012-02-27 2018-10-31 Apeiron Synthesis Spolka Z Ograniczona Odpowiedzialnoscia Katalizatory metatezy zawierające grupy oniowe
AU2013319979B2 (en) * 2012-09-18 2016-08-25 Oxford Photovoltaics Limited Optoelectronic device
US9748487B2 (en) * 2012-11-07 2017-08-29 Basf Se Polymers based on naphthodiones
PL3227394T3 (pl) * 2014-12-03 2020-02-28 Saule Spółka Akcyjna Kompozycja powłokotwórcza oraz sposób wytwarzania powłoki fotoaktywnej
CN107337607B (zh) * 2017-07-14 2019-02-05 北京理工大学 一种甲基碘化铵的制备方法

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN104662625A (zh) * 2012-05-18 2015-05-27 埃西斯创新有限公司 包括具有混合阴离子的有机金属钙钛矿的光电器件
JP6330064B1 (ja) * 2017-01-10 2018-05-23 伊勢化学工業株式会社 ヨウ化水素酸の製造方法及びヨウ化金属水溶液の製造方法

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JP2022528315A (ja) 2022-06-10
EP3719001B1 (en) 2023-11-15
EP3719001A3 (en) 2020-10-14
US20220185765A1 (en) 2022-06-16
US12202783B2 (en) 2025-01-21
PL429454A1 (pl) 2020-10-05
EP3719001A2 (en) 2020-10-07
KR102815316B1 (ko) 2025-05-29
JP7634148B2 (ja) 2025-02-21
CN114096511A (zh) 2022-02-25
ES2966640T3 (es) 2024-04-23
PL3719001T3 (pl) 2024-03-18
KR20220008813A (ko) 2022-01-21
WO2020202131A1 (en) 2020-10-08
EP3719001C0 (en) 2023-11-15

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