公开(公告)号：US09172043B2

公开(公告)日：2015-10-27

申请号：US12091725

申请日：2006-10-25

申请人： Taku Kato ,  Takuji Yoshimoto ,  Go Ono

发明人： Taku Kato ,  Takuji Yoshimoto ,  Go Ono

IPC分类号： B32B3/10 ,  C09D11/02 ,  B05D1/02 ,  B05D5/06 ,  H01L51/00 ,  C09D5/24 ,  C09D11/36 ,  C09D179/02 ,  H01B1/12 ,  H01L51/50

CPC分类号： H01L51/0003 ,  C09D5/24 ,  C09D11/36 ,  C09D179/02 ,  H01B1/128 ,  H01L51/0005 ,  H01L51/0007 ,  H01L51/0035 ,  H01L51/0043 ,  H01L51/5052 ,  Y10T428/24802

摘要： Disclosed is a charge-transporting varnish containing a charge-transporting organic material, a good solvent, at least one poor solvent with high leveling properties, and at least one volatile poor solvent. The charge-transporting organic material is composed of a charge-transporting material consisting of a charge-transporting monomer or a charge-transporting oligomer having a number average molecular weight of 200 to 5000, or alternatively composed of such a charge-transporting material and an electron-accepting dopant material or a hole-accepting dopant material. This charge-transporting varnish enables to form a uniform and smooth charge-transporting thin film by a spray method or an ink jet method on an exposed electrode portion such as ITO or IZO of a substrate on which a structure of a simple or complicated pattern is formed beforehand.

摘要翻译： 公开了含有电荷输送有机材料，良溶剂，至少一种具有高流平性能的不良溶剂和至少一种挥发性不良溶剂的电荷输送清漆。 电荷输送性有机材料由电荷输送性单体或数均分子量为200〜5000的电荷输送性低聚物构成的电荷输送性材料构成，或者由电荷输送性物质和 电子接受掺杂剂材料或空穴接受掺杂剂材料。 该电荷输送性清漆能够通过喷雾法或喷墨法在基板的曝光电极部分（例如ITO或IZO）上形成均匀且平滑的电荷输送薄膜，其中简单或复杂图案的结构为 事先形成。

公开(公告)号：US20090270585A1

公开(公告)日：2009-10-29

申请号：US12441111

申请日：2007-09-05

申请人： Takuji Yoshimoto ,  Taku Kato

发明人： Takuji Yoshimoto ,  Taku Kato

IPC分类号： C08G69/26 ,  C08G73/02

CPC分类号： C08G73/0266 ,  C07C211/56 ,  C08L79/02 ,  C09D5/24 ,  H01B1/128 ,  H01L51/0035 ,  H01L51/0059 ,  H01L51/0081 ,  H01L51/5048 ,  H01L2251/308 ,  H05B33/22 ,  Y02E10/549

摘要： Disclosed is an oligoaniline compound represented by the formula (1), (2), (3) or (4) below, which exhibits high solubility in a low-polarity solvent. This oligoaniline compound is suitable as a charge-transporting material which enables to realize excellent device characteristics such as low driving voltage when applied to an OLED device. (In the formulae, R1-R20 independently represent a hydrogen atom, a halogen atom, a hydroxy group, an amino group, a silanol group, a thiol group, a carboxyl group, a sulfonic acid group, a phosphate group, a phosphoric acid ester group, an ester group, a thioester group, an amide group, a nitro group, a monovalent hydrocarbon group, an organoxy group, an organoamino group, an organosilyl group, an organothio group, an acyl group or a sulfonic group; m, n, l and k independently represent an integer respectively satisfying 1≦m≦20, 1≦n≦20, 1≦l≦20 and 1≦k≦20; and X represents a fluorinated aryl group.)

摘要翻译： 公开了在低极性溶剂中表现出高溶解度的由下式（1），（2），（3）或（4）表示的低聚苯胺化合物。 这种低聚苯胺化合物适合作为电荷输送材料，其能够实现优异的器件特性，例如当施加到OLED器件时的低驱动电压。 （式中，R 1〜R 20分别独立地表示氢原子，卤原子，羟基，氨基，硅烷醇基，硫醇基，羧基，磺酸基，磷酸酯基，磷酸 酯基，酯基，硫酯基，酰胺基，硝基，一价烃基，有机氧基，有机氨基，有机甲硅烷基，有机硫基，酰基或磺酸基; m， n，l和k独立地表示分别满足1≤m≤20,1≤n≤20,1≤i≤20且1≤k≤20的整数; X表示氟化芳基 。）

公开(公告)号：US07341678B2

公开(公告)日：2008-03-11

申请号：US10557177

申请日：2004-05-19

申请人： Taku Kato ,  Go Ono ,  Takuji Yoshimoto

发明人： Taku Kato ,  Go Ono ,  Takuji Yoshimoto

IPC分类号： H01B1/12 ,  C09K11/06

CPC分类号： H01L51/0035 ,  C08G73/0266 ,  H01B1/128 ,  H01L51/5048 ,  H01L51/5088 ,  H05B33/22

摘要： A charge-transporting varnish is disclosed which comprises a charge-transporting material composed of an oligoaniline compound represented by the formula (1) below and at least one kind of solvent. In this charge-transporting varnish, the charge-transporting material is dissolved or homogeneously dispersed in the solvent. By using this varnish, a charge-transporting thin film having excellent conductive characteristics can be formed through a short-time firing. In particular, when the varnish is applied to an OLED element or a PLED element, the resulting element can achieve excellent element characteristics such as low driving voltage, high luminous efficiency and long life

摘要翻译： 公开了一种电荷输送清漆，其包含由下式（1）表示的低聚苯胺化合物和至少一种溶剂组成的电荷输送材料。 在这种电荷输送清漆中，电荷输送材料溶解或均匀地分散在溶剂中。 通过使用这种清漆，可以通过短时间烧制形成具有优异导电特性的电荷输送性薄膜。 特别是，当将清漆应用于OLED元件或PLED元件时，所得到的元件可以实现优异的元件特性，例如低驱动电压，高发光效率和长寿命

公开(公告)号：US20080042557A1

公开(公告)日：2008-02-21

申请号：US11631034

申请日：2005-07-06

申请人： Taku Kato ,  Takuji Yoshimoto

发明人： Taku Kato ,  Takuji Yoshimoto

IPC分类号： H01J1/62 ,  C07C209/82

CPC分类号： C08G73/0266 ,  C07C209/84 ,  C07C211/54 ,  H01L51/0025 ,  H01L51/0035 ,  H01L51/5048 ,  H01L51/5088

摘要： Oligoanilines of the general formula (1) exhibiting absorption coefficient (ε) of 30 or below at 560 nm are obtained by dissolving a crude oligoaniline which contains an oligoaniline of the general formula (1) and oxides thereof and exhibits an absorption coefficient (ε) of 80 to 1000 at 560 nm in a solvent to form an oligoaniline solution, treating the solution with 4 to 20% by mass of activated carbon based on the crude oligoaniline, and subjecting the resulting solution to recrystallization. According to the process, oligoanilines which little contain impurities and can exert electroluminescent characteristics with high reproducibility can be obtained. [wherein R1 to R3 are each independently hydrogen, hydroxyl, or the like; A and B are each independently a divalent group represented by the general formula (2) or (3), R4 to R11 are each independently hydrogen, hydroxyl, or the like; and m and n are each independently an integer of 1 or above and satisfy the relationship: m+n≦20.]

摘要翻译： 通过溶解含有通式（1）的低聚苯胺及其氧化物并显示吸收系数（ε）的粗寡苯胺，得到在560nm下显示吸收系数（ε）为30以下的通式（1）的聚苯胺， 在溶剂中在560nm下进行80〜1000的反应，形成低聚苯胺溶液，用粗寡胺以4〜20质量％的活性炭处理该溶液，使所得溶液重结晶。 根据该方法，可以获得少量含有杂质且能够以高再现性发挥电致发光特性的低聚苯胺。 [其中R 1至R 3各自独立地为氢，羟基等; A和B各自独立地为由通式（2）或（3）表示的二价基团，R 4至R 11各自独立地为氢，羟基或 喜欢; m和n各自独立地为1以上的整数，并且满足关系：m + n <= 20]

公开(公告)号：US20060225611A1

公开(公告)日：2006-10-12

申请号：US10557177

申请日：2004-05-19

申请人： Taku Kato ,  Go Ono ,  Takuji Yoshimoto

发明人： Taku Kato ,  Go Ono ,  Takuji Yoshimoto

IPC分类号： C08J3/02

CPC分类号： H01L51/0035 ,  C08G73/0266 ,  H01B1/128 ,  H01L51/5048 ,  H01L51/5088 ,  H05B33/22

摘要： A charge-transporting varnish is disclosed which comprises a charge-transporting material composed of an oligoaniline compound represented by the formula (1) below and at least one kind of solvent. In this charge-transporting varnish, the charge-transporting material is dissolved or homogeneously dispersed in the solvent. By using this varnish, a charge-transporting thin film having excellent conductive characteristics can be formed through a short-time firing. In particular, when the varnish is applied to an OLED element or a PLED element, the resulting element can achieve excellent element characteristics such as low driving voltage, high luminous efficiency and long life.

摘要翻译： 公开了一种电荷输送清漆，其包含由下式（1）表示的低聚苯胺化合物和至少一种溶剂组成的电荷输送材料。 在这种电荷输送清漆中，电荷输送材料溶解或均匀地分散在溶剂中。 通过使用这种清漆，可以通过短时间烧制形成具有优异导电特性的电荷输送性薄膜。 特别是，当将清漆施加到OLED元件或PLED元件时，所得到的元件可以实现优异的元件特性，例如低驱动电压，高发光效率和长寿命。

公开(公告)号：US08906519B2

公开(公告)日：2014-12-09

申请号：US12441037

申请日：2007-09-05

申请人： Taku Kato ,  Takuji Yoshimoto

发明人： Taku Kato ,  Takuji Yoshimoto

IPC分类号： B32B9/04 ,  C07C211/54 ,  C07C213/00 ,  C07C217/92 ,  H05B33/22 ,  C07D493/18 ,  C07C211/55 ,  H01L51/00 ,  C07C323/37 ,  H01L51/50

CPC分类号： C07C323/37 ,  C07C211/55 ,  C07C217/92 ,  C07D493/18 ,  H01L51/0035 ,  H01L51/0059 ,  H01L51/5048 ,  H05B33/22

摘要： An oligoaniline compound represented by the formula (1) can provide a charge transporting thin film which shows a suppressed coloration in the visible range. Use of this thin film makes it possible to ensure a color reproducibility of a device without lowering the color purity of an electroluminescent light or a light having passed through a color filter. wherein R1 to R10 independently represent each a hydrogen atom, a halogen, etc.; m and n independently represent each an integer of 1 or more while satisfying the condition m+n≦20; and X is a structure represented by any of the following formulae (4) to (10), etc.; wherein R21 to R36 independently represent each a hydrogen atom, a hydroxyl group, etc.; p and q represent each an integer of 1 or more while satisfying the conditions p≦20 and q≦20; and W1s independently represent each —(CR1R2)p-, —O—, —S—, etc.

摘要翻译： 由式（1）表示的低聚苯胺化合物可以提供在可见光范围内显示抑制着色的电荷输送薄膜。 使用该薄膜可以确保器件的颜色再现性，而不会降低电致发光的颜色纯度或通过滤色器的光。 其中R1至R10独立地表示氢原子，卤素等; m和n分别独立地表示1或更大的整数，同时满足条件m + n＆nlE; 20; X为由下述式（4）〜（10）表示的结构等。 其中R 21至R 36各自独立地表示氢原子，羟基等; p和q分别表示1或更大的整数，同时满足条件p＆nlE; 20和q＆nlE; 20; 和W 1各自独立地表示 - （CR 1 R 2）p - ， - O - ， - S-等。

公开(公告)号：US08357770B2

公开(公告)日：2013-01-22

申请号：US12441111

申请日：2007-09-05

申请人： Takuji Yoshimoto ,  Taku Kato

发明人： Takuji Yoshimoto ,  Taku Kato

IPC分类号： C08G69/26

CPC分类号： C08G73/0266 ,  C07C211/56 ,  C08L79/02 ,  C09D5/24 ,  H01B1/128 ,  H01L51/0035 ,  H01L51/0059 ,  H01L51/0081 ,  H01L51/5048 ,  H01L2251/308 ,  H05B33/22 ,  Y02E10/549

摘要： Disclosed is an oligoaniline compound represented by the formula (1), (2), (3) or (4) below, which exhibits high solubility in a low-polarity solvent. This oligoaniline compound is suitable as a charge-transporting material which enables to realize excellent device characteristics such as low driving voltage when applied to an OLED device. (In the formulae, R1-R20 independently represent a hydrogen atom, a halogen atom, a hydroxy group, an amino group, a silanol group, a thiol group, a carboxyl group, a sulfonic acid group, a phosphate group, a phosphoric acid ester group, an ester group, a thioester group, an amide group, a nitro group, a monovalent hydrocarbon group, an organoxy group, an organoamino group, an organosilyl group, an organothio group, an acyl group or a sulfonic group; m, n, l and k independently represent an integer respectively satisfying 1≦m≦20, 1≦n≦20, 1≦l≦20 and 1≦k≦20; and X represents a fluorinated aryl group).

摘要翻译： 公开了在低极性溶剂中表现出高溶解度的由下式（1），（2），（3）或（4）表示的低聚苯胺化合物。 这种低聚苯胺化合物适合作为电荷输送材料，其能够实现优异的器件特性，例如当施加到OLED器件时的低驱动电压。 （式中，R 1〜R 20分别独立地表示氢原子，卤原子，羟基，氨基，硅烷醇基，硫醇基，羧基，磺酸基，磷酸酯基，磷酸 酯基，酯基，硫酯基，酰胺基，硝基，一价烃基，有机氧基，有机氨基，有机甲硅烷基，有机硫基，酰基或磺酸基; m， n，l和k独立地表示分别满足1＆nlE; m＆nlE; 20,1＆lt; n; n＆lt; l; 20,1＆lt; l; l＆nlE; 20和1＆nlE; k＆nlE; 20的整数; X表示氟化芳基）。

公开(公告)号：US20100159279A1

公开(公告)日：2010-06-24

申请号：US12441037

申请日：2007-09-05

申请人： Taku Kato ,  Takuji Yoshimoto

发明人： Taku Kato ,  Takuji Yoshimoto

IPC分类号： B32B9/04 ,  C07C211/54 ,  C07C213/00

CPC分类号： C07C323/37 ,  C07C211/55 ,  C07C217/92 ,  C07D493/18 ,  H01L51/0035 ,  H01L51/0059 ,  H01L51/5048 ,  H05B33/22

摘要： An oligoaniline compound represented by the formula (1) can provide a charge transporting thin film which shows a suppressed coloration in the visible range. Use of this thin film makes it possible to ensure a color reproducibility of a device without lowering the color purity of an electroluminescent light or a light having passed through a color filter. wherein R1 to R10 independently represent each a hydrogen atom, a halogen, etc.; m and n independently represent each an integer of 1 or more while satisfying the condition m+n≦20; and X is a structure represented by any of the following formulae (4) to (10), etc.; wherein R21 to R36 independently represent each a hydrogen atom, a hydroxyl group, etc.; p and q represent each an integer of 1 or more while satisfying the conditions p≦20 and q≦20; and W1s independently represent each —(CR1R2)p-, —O—, —S—, etc.

摘要翻译： 由式（1）表示的低聚苯胺化合物可以提供在可见光范围内显示抑制着色的电荷输送薄膜。 使用该薄膜可以确保器件的颜色再现性，而不会降低电致发光的颜色纯度或通过滤色器的光。 其中R1至R10独立地表示氢原子，卤素等; m和n分别独立地表示1或更大的整数，同时满足条件m + n＆nlE; 20; X为由下述式（4）〜（10）表示的结构等。 其中R 21至R 36各自独立地表示氢原子，羟基等; p和q分别表示1或更大的整数，同时满足条件p＆nlE; 20和q＆nlE; 20; 和W 1各自独立地表示 - （CR 1 R 2）p - ， - O - ， - S-等。

公开(公告)号：US20090269688A1

公开(公告)日：2009-10-29

申请号：US12373426

申请日：2007-07-17

申请人： Takuji Yoshimoto ,  Tomohisa Yamada ,  Taku Kato

发明人： Takuji Yoshimoto ,  Tomohisa Yamada ,  Taku Kato

IPC分类号： G03G5/04 ,  C07C249/02 ,  G03G15/02

CPC分类号： H01B1/128 ,  C07C251/22 ,  C08K5/29 ,  C09D5/24 ,  C09D7/63 ,  H01L51/0035 ,  H01L51/0059 ,  H01L51/0062 ,  H01L51/0081 ,  H01L51/5048 ,  H01L2251/308

摘要： A charge-transporting varnish comprising a phenylamino-N,N′-diphenylquinonediimine derivative represented by the formula (1) as a charge-transporting substance. It becomes possible to provide a charge-transporting varnish comprising an oxidized oligoaniline, which has a high solubility in various organic solvents and also has a good filtration property because the varnish has no aggregation property. (wherein R1 represents a hydrogen atom or a substituted or unsubstituted monovalent hydrocarbon group; and R2 to R19 independently represent a hydrogen atom, a hydroxyl group, an amino group, a silanol group, a thiol group, a carboxyl group, a phosphoric acid group, a phosphate ester group, an ester group, a thioester group, an amide group, a nitro group, a substituted or unsubstituted monovalent hydrocarbon group, an organooxy group, an organoamino group, an organosilyl group, an organothio group, an acyl group, a sulfone group or a halogen atom.)

摘要翻译： 一种电荷传输性清漆，其包含由式（1）表示的苯基氨基-N，N'-二苯基醌二亚胺衍生物作为电荷输送物质。 可以提供一种包含氧化型低聚苯胺的电荷传输性清漆，其在各种有机溶剂中具有高溶解度，并且由于清漆没有聚集性质而具有良好的过滤性能。 （其中R1表示氢原子或取代或未取代的一价烃基; R2至R19独立地表示氢原子，羟基，氨基，硅烷醇基，硫醇基，羧基，磷酸基 磷酸酯基，酯基，硫酯基，酰胺基，硝基，取代或未取代的一价烃基，有机氧基，有机氨基，有机甲硅烷基，有机硫基，酰基， 砜基或卤原子。）

公开(公告)号：US20090239045A1

公开(公告)日：2009-09-24

申请号：US12091725

申请日：2006-10-25

申请人： Taku Kato ,  Takuji Yoshimoto ,  Go Ono

发明人： Taku Kato ,  Takuji Yoshimoto ,  Go Ono

IPC分类号： B32B3/10 ,  C09D11/02 ,  B05D1/02 ,  B05D5/06

CPC分类号： H01L51/0003 ,  C09D5/24 ,  C09D11/36 ,  C09D179/02 ,  H01B1/128 ,  H01L51/0005 ,  H01L51/0007 ,  H01L51/0035 ,  H01L51/0043 ,  H01L51/5052 ,  Y10T428/24802

摘要： Disclosed is a charge-transporting varnish containing a charge-transporting organic material, a good solvent, at least one poor solvent with high leveling properties, and at least one volatile poor solvent. The charge-transporting organic material is composed of a charge-transporting material consisting of a charge-transporting monomer or a charge-transporting oligomer having a number average molecular weight of 200 to 5000, or alternatively composed of such a charge-transporting material and an electron-accepting dopant material or a hole-accepting dopant material. This charge-transporting varnish enables to form a uniform and smooth charge-transporting thin film by a spray method or an ink jet method on an exposed electrode portion such as ITO or IZO of a substrate on which a structure of a simple or complicated pattern is formed beforehand.

摘要翻译： 公开了含有电荷输送有机材料，良溶剂，至少一种具有高流平性能的不良溶剂和至少一种挥发性不良溶剂的电荷输送清漆。 电荷输送性有机材料由电荷输送性单体或数均分子量为200〜5000的电荷输送性低聚物构成的电荷输送性材料构成，或者由电荷输送性物质和 电子接受掺杂剂材料或空穴接受掺杂剂材料。 该电荷输送性清漆能够通过喷雾法或喷墨法在基板的曝光电极部分（例如ITO或IZO）上形成均匀且平滑的电荷输送薄膜，其中简单或复杂图案的结构为 事先形成。