公开(公告)号：US20080210907A1

公开(公告)日：2008-09-04

申请号：US11883462

申请日：2006-01-30

申请人： Masaru Yoshida ,  Nagatoshi Koumura ,  Nobuyuki Tamaoki ,  Hajime Kawanami ,  Hajime Matsumoto ,  Said Kazaoui ,  Nobutsugu Minami

发明人： Masaru Yoshida ,  Nagatoshi Koumura ,  Nobuyuki Tamaoki ,  Hajime Kawanami ,  Hajime Matsumoto ,  Said Kazaoui ,  Nobutsugu Minami

IPC分类号： C09K11/65 ,  C07D211/56 ,  C07D217/00 ,  C07D401/04 ,  C07D211/84 ,  C07D265/30 ,  C07D207/08 ,  C07D241/02 ,  C07D251/02 ,  C07D233/54 ,  C07D241/36 ,  C09D1/00

CPC分类号： H01B1/122 ,  B82Y30/00 ,  B82Y40/00 ,  C01B32/174 ,  C01B2202/02 ,  C01B2202/28 ,  C07D213/75 ,  Y02P20/542

摘要： An ionic organic compound having a repeating unit of formula (I) can be synthesized easily from a readily available organic compound through a small number of reaction steps, can be produced without any purification technique such as chromatography, and can be used in a quite small amount for gelation of water or an ionic liquid without any other auxiliary solvent: [-(A-B-C)n-]•m(X)   (I) wherein A represents a group having a quaternary ammonium cation which is formed from a heterocyclic compound having at least one nitrogen atom; B represents a functional group, which may have a substituent, selected from amide, urea, urethane and peptide groups; C represents a divalent hydrocarbon group, which may have a substituent, capable of linking between A and B; X represents an anion; n represents the number of repeating units; m represents the total number of anions; and n and m are the same integer. A hydrogel using the compound is stable under acidic conditions, capable of setting a large amount of water with a small amount thereof, and capable of quickly recovering the original elastic modulus against structural disruption caused by mechanical distortion. The hydrogel is capable of directly gelling an ionic liquid without other solvent such as water when causing gelation. Further, the hydrogel is capable of easily dispersing carbon nanotubes in water whose load on the environment is low.

摘要翻译： 具有式（I）重复单元的离子有机化合物可以通过少量的反应步骤从容易获得的有机化合物容易地合成，可以在没有任何纯化技术如色谱法的情况下制备，并且可以用于相当小的 没有任何其他辅助溶剂的水或离子液体的凝胶化量：<？in-line-formula description =“In-line Formulas”end =“lead”？> [ - （ABC）n - ]。m（X）（I）<？in-line-formula description =“In-line Formulas”end =“tail”？>其中A表示具有季铵阳离子的基团，该季铵阳离子由杂环化合物形成， 至少一个氮原子; B表示可以具有选自酰胺，脲，氨基甲酸酯和肽基团的取代基的官能团; C表示能够连接A和B的可具有取代基的二价烃基; X表示阴离子; n表示重复单元的数量; m表示阴离子总数; 并且n和m是相同的整数。 使用该化合物的水凝胶在酸性条件下是稳定的，能够少量地设置大量的水，并且能够快速恢复原始的弹性模量，抵抗由机械变形引起的结构破坏。 当凝胶化时，水凝胶能够直接凝胶化没有其它溶剂如水的离子液体。 此外，水凝胶能够容易地将碳纳米管分散在环境负荷低的水中。

公开(公告)号：US07858799B2

公开(公告)日：2010-12-28

申请号：US11883462

申请日：2006-01-30

申请人： Masaru Yoshida ,  Nagatoshi Koumura ,  Nobuyuki Tamaoki ,  Hajime Kawanami ,  Hajime Matsumoto ,  Said Kazaoui ,  Nobutsugu Minami

发明人： Masaru Yoshida ,  Nagatoshi Koumura ,  Nobuyuki Tamaoki ,  Hajime Kawanami ,  Hajime Matsumoto ,  Said Kazaoui ,  Nobutsugu Minami

IPC分类号： C07D211/84 ,  C07D401/04 ,  C09K11/65

CPC分类号： H01B1/122 ,  B82Y30/00 ,  B82Y40/00 ,  C01B32/174 ,  C01B2202/02 ,  C01B2202/28 ,  C07D213/75 ,  Y02P20/542

摘要： An ionic organic compound having a repeating unit of formula (I) can be synthesized easily from a readily available organic compound through a small number of reaction steps, can be produced without any purification technique such as chromatography, and can be used in a quite small amount for gelation of water or an ionic liquid without any other auxiliary solvent: [-(A-B-C)n-]•m(X)  (I) wherein A represents a group having a quaternary ammonium cation which is formed from a heterocyclic compound having at least one nitrogen atom; B represents a functional group, which may have a substituent, selected from amide, urea, urethane and peptide groups; C represents a divalent hydrocarbon group, which may have a substituent, capable of linking between A and B; X represents an anion; n represents the number of repeating units; m represents the total number of anions; and n and m are the same integer. A hydrogel using the compound is stable under acidic conditions, capable of setting a large amount of water with a small amount thereof, and capable of quickly recovering the original elastic modulus against structural disruption caused by mechanical distortion. The hydrogel is capable of directly gelling an ionic liquid without other solvent such as water when causing gelation. Further, the hydrogel is capable of easily dispersing carbon nanotubes in water whose load on the environment is low.

摘要翻译： 具有式（I）重复单元的离子有机化合物可以通过少量的反应步骤从容易获得的有机化合物容易地合成，可以在没有任何纯化技术如色谱法的情况下制备，并且可以用于相当小的 不含任何其他辅助溶剂的水或离子液体的凝胶化量：[ - （ABC）n-]•m（X）（I）其中A表示具有季铵阳离子的基团，该季铵阳离子由杂环化合物形成， 至少一个氮原子; B表示可以具有选自酰胺，脲，氨基甲酸酯和肽基团的取代基的官能团; C表示能够连接A和B的可具有取代基的二价烃基; X表示阴离子; n表示重复单元的数量; m表示阴离子总数; 并且n和m是相同的整数。 使用该化合物的水凝胶在酸性条件下是稳定的，能够少量地设置大量的水，并且能够快速恢复原始的弹性模量，抵抗由机械变形引起的结构破坏。 当凝胶化时，水凝胶能够直接凝胶化没有其它溶剂如水的离子液体。 此外，水凝胶能够容易地将碳纳米管分散在环境负荷低的水中。

公开(公告)号：US08013241B2

公开(公告)日：2011-09-06

申请号：US12091295

申请日：2006-10-16

申请人： Nagatoshi Koumura ,  Koujirou Hara ,  Zhong-Sheng Wang ,  Masaru Yoshida ,  Nobuyuki Tamaoki

发明人： Nagatoshi Koumura ,  Koujirou Hara ,  Zhong-Sheng Wang ,  Masaru Yoshida ,  Nobuyuki Tamaoki

IPC分类号： H01L31/00 ,  C07D213/04 ,  C07D295/18 ,  C07D233/00

CPC分类号： H01B1/122 ,  H01G9/2009 ,  H01G9/2031 ,  H01L51/0086 ,  H01M14/005 ,  H01M2300/0085 ,  Y02E10/542

摘要： Disclosed is a novel ionic liquid gel electrolyte having high photoelectric conversion efficiency. Also disclosed are a novel dye-sensitized photoelectric conversion device using such an ionic liquid gel electrolyte, and a solar cell composed of such a dye-sensitized photoelectric conversion device. Specifically disclosed is an ionic liquid gel electrolyte obtained by gelling a liquid electrolyte by using an ionic organic oligomer gelling agent represented by the general formulae (1) and (2) below. Also specifically disclosed are a dye-sensitized photoelectric conversion device, wherein the ionic liquid gel electrolyte is arranged between a counter electrode and a dye-absorbed semiconductor substrate which is arranged in contact with a transparent conductive substrate, and a solar cell.

摘要翻译： 公开了一种具有高光电转换效率的新型离子液体凝胶电解质。 还公开了使用这种离子液体凝胶电解质的新型染料敏化光电转换装置和由这种染料敏化光电转换装置构成的太阳能电池。 具体公开了通过使用下述通式（1）和（2）表示的离子型有机低聚物胶凝剂使液体电解质胶凝而获得的离子液体凝胶电解质。 还公开了一种染料敏化光电转换装置，其中离子液体凝胶电解质被布置在与透明导电基板和太阳能电池接触布置的相对电极和被染料吸收的半导体基板之间。

公开(公告)号：US08519040B2

公开(公告)日：2013-08-27

申请号：US13062243

申请日：2009-09-07

申请人： Masaru Yoshida ,  Nagatoshi Koumura ,  Harumi Ohyama ,  Nobuyuki Tamaoki

发明人： Masaru Yoshida ,  Nagatoshi Koumura ,  Harumi Ohyama ,  Nobuyuki Tamaoki

IPC分类号： C08G69/00 ,  C08G73/02 ,  C08G73/06

CPC分类号： C08G73/0293 ,  C08J3/075 ,  C08J3/095 ,  C08J2377/10 ,  C08K7/24

摘要： Disclosed are a novel ionic organic compound and a method for producing the ionic organic compound by a simple process. Also disclosed are a hydrogelling agent composed of an ionic organic compound obtained by the method, an alcohol gelling agent, a gel which uses the gelling agent, while using water or methanol as a medium, and a carbon nanotube dispersant composed of the compound. Specifically disclosed is an ionic organic compound represented by general formula (1). The compound is obtained by a condensation reaction of (A) an aromatic diamide compound or cyclohexane diamide compound having a 4-(chloromethyl)benzamide group at both ends, and (B) a compound selected from N,N,N′,N′-tetramethylalkylenediamines which may have a substituent wherein there are 1-6 carbon atoms between nitrogen atoms. The thus-obtained ionic organic compound serves as a gelling agent which is capable of gelling a neutral aqueous solution or an alcohol. The solvent solubility can be changed by substituting the anion of the thus-obtained ionic compound with another anion by anion-exchange. (In the formula, A represents a linking moiety having one or more optionally substituted aromatic rings or a linking moiety composed of a cyclohexane ring; B represents a cationic functional group having a quaternized nitrogen atom, which is selected from N,N,N′,N′-tetramethylalkylenediamines which may have a substituent wherein there are 1-6 carbon atoms between nitrogen atoms; X represents a monovalent anion; and n represents an integer of 1-800.)

摘要翻译： 公开了一种新颖的离子有机化合物和通过简单的方法制备离子有机化合物的方法。 还公开了由使用该方法获得的离子有机化合物，醇胶凝剂，使用胶凝剂的凝胶，同时使用水或甲醇作为介质，以及由该化合物组成的碳纳米管分散剂组成的水凝胶剂。 具体公开的是由通式（1）表示的离子有机化合物。 该化合物通过（A）在两端具有4-（氯甲基）苯甲酰胺基的芳族二酰胺化合物或环己烷二酰胺化合物与（B）选自N，N，N'，N' 可以具有取代基的四甲基亚烷基二胺，其中氮原子之间有1-6个碳原子。 由此获得的离子有机化合物用作能够凝胶化中性水溶液或醇的胶凝剂。 溶剂的溶解度可以通过用阴离子交换用另外的阴离子代替由此得到的离子化合物的阴离子来改变。 （式中，A表示具有一个以上可以具有取代基的芳环或由环己烷环构成的连接部分的连接部分; B表示具有季铵化氮原子的阳离子官能团，其选自N，N，N' 可以具有取代基的N'-四甲基亚烷基二胺，其中氮原子之间具有1-6个碳原子; X表示一价阴离子; n表示1-800的整数。

公开(公告)号：US20110178218A1

公开(公告)日：2011-07-21

申请号：US13062243

申请日：2009-09-07

申请人： Masaru Yoshida ,  Nagatoshi Koumura ,  Harumi Ohyama ,  Nobuyuki Tamaoki

发明人： Masaru Yoshida ,  Nagatoshi Koumura ,  Harumi Ohyama ,  Nobuyuki Tamaoki

IPC分类号： C08L77/04 ,  C08G69/26 ,  C08G69/28 ,  C08K5/05 ,  B82Y30/00

CPC分类号： C08G73/0293 ,  C08J3/075 ,  C08J3/095 ,  C08J2377/10 ,  C08K7/24

摘要： Disclosed are a novel ionic organic compound and a method for producing the ionic organic compound by a simple process. Also disclosed are a hydrogelling agent composed of an ionic organic compound obtained by the method, an alcohol gelling agent, a gel which uses the gelling agent, while using water or methanol as a medium, and a carbon nanotube dispersant composed of the compound. Specifically disclosed is an ionic organic compound represented by general formula (1). The compound is obtained by a condensation reaction of (A) an aromatic diamide compound or cyclohexane diamide compound having a 4-(chloromethyl)benzamide group at both ends, and (B) a compound selected from N,N,N′,N′-tetramethylalkylenediamines which may have a substituent wherein there are 1-6 carbon atoms between nitrogen atoms. The thus-obtained ionic organic compound serves as a gelling agent which is capable of gelling a neutral aqueous solution or an alcohol. The solvent solubility can be changed by substituting the anion of the thus-obtained ionic compound with another anion by anion-exchange. (In the formula, A represents a linking moiety having one or more optionally substituted aromatic rings or a linking moiety composed of a cyclohexane ring; B represents a cationic functional group having a quaternized nitrogen atom, which is selected from N,N,N′,N′-tetramethylalkylenediamines which may have a substituent wherein there are 1-6 carbon atoms between nitrogen atoms; X represents a monovalent anion; and n represents an integer of 1-800.)

摘要翻译： 公开了一种新颖的离子有机化合物和通过简单的方法制备离子有机化合物的方法。 还公开了由使用该方法获得的离子有机化合物，醇胶凝剂，使用胶凝剂的凝胶，同时使用水或甲醇作为介质，以及由该化合物组成的碳纳米管分散剂组成的水凝胶剂。 具体公开的是由通式（1）表示的离子有机化合物。 该化合物通过（A）在两端具有4-（氯甲基）苯甲酰胺基的芳族二酰胺化合物或环己烷二酰胺化合物与（B）选自N，N，N'，N' 可以具有取代基的四甲基亚烷基二胺，其中氮原子之间有1-6个碳原子。 由此获得的离子有机化合物用作能够凝胶化中性水溶液或醇的胶凝剂。 溶剂的溶解度可以通过用阴离子交换用另外的阴离子代替由此得到的离子化合物的阴离子来改变。 （式中，A表示具有一个以上可以具有取代基的芳环或由环己烷环构成的连接部分的连接部分; B表示具有季铵化氮原子的阳离子官能团，其选自N，N，N' 可以具有取代基的N'-四甲基亚烷基二胺，其中氮原子之间具有1-6个碳原子; X表示一价阴离子; n表示1-800的整数。

公开(公告)号：US20090266419A1

公开(公告)日：2009-10-29

申请号：US12091295

申请日：2006-10-16

申请人： Nagatoshi Koumura ,  Koujirou Hara ,  Zhong-Sheng Wang ,  Masaru Yoshida ,  Nobuyuki Tamaoki

发明人： Nagatoshi Koumura ,  Koujirou Hara ,  Zhong-Sheng Wang ,  Masaru Yoshida ,  Nobuyuki Tamaoki

IPC分类号： H01L31/00 ,  H01G9/022

CPC分类号： H01B1/122 ,  H01G9/2009 ,  H01G9/2031 ,  H01L51/0086 ,  H01M14/005 ,  H01M2300/0085 ,  Y02E10/542

摘要： Disclosed is a novel ionic liquid gel electrolyte having high photoelectric conversion efficiency. Also disclosed are a novel dye-sensitized photoelectric conversion device using such an ionic liquid gel electrolyte, and a solar cell composed of such a dye-sensitized photoelectric conversion device. Specifically disclosed is an ionic liquid gel electrolyte obtained by gelling a liquid electrolyte by using an ionic organic oligomer gelling agent represented by the general formulae (1) and (2) below. Also specifically disclosed are a dye-sensitized photoelectric conversion device, wherein the ionic liquid gel electrolyte is arranged between a counter electrode and a dye-absorbed semiconductor substrate which is arranged in contact with a transparent conductive substrate, and a solar cell.

摘要翻译： 公开了一种具有高光电转换效率的新型离子液体凝胶电解质。 还公开了使用这种离子液体凝胶电解质的新型染料敏化光电转换装置和由这种染料敏化光电转换装置构成的太阳能电池。 具体公开了通过使用下述通式（1）和（2）表示的离子型有机低聚物胶凝剂使液体电解质胶凝而获得的离子液体凝胶电解质。 还公开了一种染料敏化光电转换装置，其中离子液体凝胶电解质被布置在与透明导电基板和太阳能电池接触布置的相对电极和被染料吸收的半导体基板之间。

公开(公告)号：US07973172B2

公开(公告)日：2011-07-05

申请号：US12294919

申请日：2007-03-27

申请人： Nagatoshi Koumura ,  Koujirou Hara

发明人： Nagatoshi Koumura ,  Koujirou Hara

IPC分类号： C07D209/82 ,  C07D409/14

CPC分类号： H01L51/0072 ,  C07D409/14 ,  C09B23/0075 ,  C09B23/105 ,  C09B57/02 ,  C09B57/10 ,  H01G9/2031 ,  H01G9/2059 ,  H01L51/0068 ,  H01L51/0073 ,  H01M14/005 ,  Y02E10/542 ,  Y02E10/549

摘要： The present invention provides: an organic compound increasing an open circuit voltage, and showing high photoelectric conversion efficiency; a semiconductor film electrode employing the organic compound as a dye; a photoelectric conversion element employing the semiconductor film electrode; and a photoelectrochemical solar cell employing the photoelectric conversion element. The organic compound is represented by the following general formula: wherein A is a carbazole ring; L1 is an electron transfer linking group having at least one heterocyclic ring selected from the group consisting of a thiophene ring, a furan ring, a pyrrole ring, and a condensed heterocyclic ring formed from any combinations of these rings; R is a substituent group bound to at least one electron transfer linking group selected from the group consisting of an alkyl group, an alkoxy group, and an aryl group; X is at least one electron withdrawing group selected from the group consisting of a cyano group, a carboxylic acid group, an ester group, an amide group, a trifluoromethyl group, a pentafluoroethyl group, a sulfonate group, and a trifluoromethanesulfonate group; M is a hydrogen atom or a salt-forming cation; and n is an integer of 1 to 12.

摘要翻译： 本发明提供：增加开路电压的有机化合物，显示高的光电转换效率; 使用有机化合物作为染料的半导体膜电极; 采用半导体膜电极的光电转换元件; 以及采用光电转换元件的光电化学太阳能电池。 有机化合物由以下通式表示：其中A是咔唑环; L1是具有选自噻吩环，呋喃环，吡咯环和由这些环的任意组合形成的稠合杂环的至少一个杂环的电子转移连接基团; R是与至少一个选自烷基，烷氧基和芳基的电子转移连接基团结合的取代基; X是选自氰基，羧酸基，酯基，酰胺基，三氟甲基，五氟乙基，磺酸酯基和三氟甲磺酸酯基中的至少一个吸电子基团; M是氢原子或成盐阳离子; n为1〜12的整数。

公开(公告)号：US20100174095A1

公开(公告)日：2010-07-08

申请号：US12294919

申请日：2007-03-27

申请人： Nagatoshi Koumura ,  Koujirou Hara

发明人： Nagatoshi Koumura ,  Koujirou Hara

IPC分类号： C07D209/82

CPC分类号： H01L51/0072 ,  C07D409/14 ,  C09B23/0075 ,  C09B23/105 ,  C09B57/02 ,  C09B57/10 ,  H01G9/2031 ,  H01G9/2059 ,  H01L51/0068 ,  H01L51/0073 ,  H01M14/005 ,  Y02E10/542 ,  Y02E10/549

摘要： The present invention provides: an organic compound increasing an open circuit voltage, and showing high photoelectric conversion efficiency; a semiconductor film electrode employing the organic compound as a dye; a photoelectric conversion element employing the semiconductor film electrode; and a photoelectrochemical solar cell employing the photoelectric conversion element. The organic compound is represented by the following general formula: wherein A is a carbazole ring; L1 is an electron transfer linking group having at least one heterocyclic ring selected from the group consisting of a thiophene ring, a furan ring, a pyrrole ring, and a condensed heterocyclic ring formed from any combinations of these rings; R is a substituent group bound to at least one electron transfer linking group selected from the group consisting of an alkyl group, an alkoxy group, and an aryl group; X is at least one electron withdrawing group selected from the group consisting of a cyano group, a carboxylic acid group, an ester group, an amide group, a trifluoromethyl group, a pentafluoroethyl group, a sulfonate group, and a trifluoromethanesulfonate group; M is a hydrogen atom or a salt-forming cation; and n is an integer of 1 to 12.

摘要翻译： 本发明提供：增加开路电压的有机化合物，显示高的光电转换效率; 使用有机化合物作为染料的半导体膜电极; 采用半导体膜电极的光电转换元件; 以及采用光电转换元件的光电化学太阳能电池。 有机化合物由以下通式表示：其中A是咔唑环; L1是具有选自噻吩环，呋喃环，吡咯环和由这些环的任意组合形成的稠合杂环的至少一个杂环的电子转移连接基团; R是与至少一个选自烷基，烷氧基和芳基的电子转移连接基团结合的取代基; X是选自氰基，羧酸基，酯基，酰胺基，三氟甲基，五氟乙基，磺酸酯基和三氟甲磺酸酯基中的至少一个吸电子基团; M是氢原子或成盐阳离子; n为1〜12的整数。