公开(公告)号：US20090184312A1

公开(公告)日：2009-07-23

申请号：US12296622

申请日：2007-04-12

申请人： Masakazu Nishiyama ,  Naoki Matsumoto ,  Takanori Miyazaki ,  Takeshi Kanbara

发明人： Masakazu Nishiyama ,  Naoki Matsumoto ,  Takanori Miyazaki ,  Takeshi Kanbara

IPC分类号： H01L51/00 ,  C07C211/00

CPC分类号： C07C211/61 ,  C07C2603/40 ,  C07C2603/94 ,  C07C2603/97 ,  C09K11/06 ,  C09K2211/1007 ,  C09K2211/1011 ,  C09K2211/1014 ,  H01L51/0054 ,  H01L51/006 ,  H01L51/5012 ,  H01L51/5048 ,  H01L51/5088 ,  H05B33/14

摘要： A novel material having high hole-transporting ability and a high glass transition temperature and having long-lasting durability is obtained.A benzofluorene compound represented by formula (1) is used. (In the formula, M is a substituted or unsubstituted aryl group having 6-40 carbon atoms or a substituted or unsubstituted heteroaryl group having 5-40 carbon atoms; Ar1 to Ar4 each independently is a substituted or unsubstituted aryl group having 6-40 carbon atoms or a substituted or unsubstituted heteroaryl group having 5-40 carbon atoms, provided that at least one of Ar1 to Ar4 is a substituent represented by any of the following formulae (2) to (5); and p is an integer of 0-2.) (In the formulae, R1 to R4 each independently is a hydrogen atom, a halogen atom, a substituted or unsubstituted amino group, a linear, branched, or cyclic alkyl group, a linear, branched, or cyclic alkoxy group, a substituted or unsubstituted aryl group having 6-40 carbon atoms, or a substituted or unsubstituted aryloxy group having 6-40 carbon atoms, provided that R1 and R2 may be bonded to each other to form a ring.)

摘要翻译： 获得具有高空穴传输能力和高玻璃化转变温度并具有持久耐久性的新型材料。 使用由式（1）表示的苯并芴化合物。 （式中，M为取代或未取代的碳原子数为6〜40的芳基或取代或未取代的碳原子数为5〜40的杂芳基，Ar 1〜Ar 4各自独立地为取代或未取代的碳原子数为6〜40的芳基 原子或具有5-40个碳原子的取代或未取代的杂芳基，条件是Ar 1至Ar 4中的至少一个为由下式（2）至（5）中的任一个表示的取代基; p为0〜 （式中，R 1〜R 4各自独立地为氢原子，卤素原子，取代或未取代的氨基，直链状，支链状或环状的烷基，直链状，支链状或环状的烷氧基， 取代或未取代的具有6-40个碳原子的芳基或取代或未取代的具有6-40个碳原子的芳氧基，条件是R 1和R 2可以彼此键合形成环。

公开(公告)号：US20070282111A1

公开(公告)日：2007-12-06

申请号：US11806565

申请日：2007-06-01

申请人： Takanori Miyazaki ,  Masakazu Nishiyama ,  Naoki Matsumoto

发明人： Takanori Miyazaki ,  Masakazu Nishiyama ,  Naoki Matsumoto

IPC分类号： C07D233/56 ,  C07D231/12 ,  C07D209/04 ,  C07D209/82

CPC分类号： B01J31/24 ,  B01J2231/4283 ,  B01J2531/824 ,  C07C209/10 ,  C07C209/66 ,  C07C211/54

摘要： To provide a process for preparing an arylamine highly selectively and highly efficiently, which is also industrially superior without a fear of a side reaction when a strong base is employed. An aryl compound having an active group is reacted with an amine compound in the presence of a base by means of a catalyst for producing an arylamine which comprises a palladium compound having a tertiary phosphine group and a phase-transfer catalyst.

摘要翻译： 提供一种高选择性和高效制备芳基胺的方法，当使用强碱时，它也在工业上优于无副反应的担心。 具有活性基团的芳基化合物与胺化合物在碱的存在下通过用于制备包含具有叔膦基的钯化合物和相转移催化剂的芳基胺的催化剂进行反应。

公开(公告)号：US07803953B2

公开(公告)日：2010-09-28

申请号：US11806565

申请日：2007-06-01

申请人： Takanori Miyazaki ,  Masakazu Nishiyama ,  Naoki Matsumoto

发明人： Takanori Miyazaki ,  Masakazu Nishiyama ,  Naoki Matsumoto

IPC分类号： C07C209/10

CPC分类号： B01J31/24 ,  B01J2231/4283 ,  B01J2531/824 ,  C07C209/10 ,  C07C209/66 ,  C07C211/54

摘要： To provide a process for preparing an arylamine highly selectively and highly efficiently, which is also industrially superior without a fear of a side reaction when a strong base is employed. An aryl compound having an active group is reacted with an amine compound in the presence of a base by means of a catalyst for producing an arylamine which comprises a palladium compound having a tertiary phosphine group and a phase-transfer catalyst.

摘要翻译： 提供一种高选择性和高效制备芳基胺的方法，当使用强碱时，它也在工业上优于无副反应的担心。 具有活性基团的芳基化合物与胺化合物在碱的存在下通过用于制备包含具有叔膦基的钯化合物和相转移催化剂的芳基胺的催化剂进行反应。

公开(公告)号：US08993805B2

公开(公告)日：2015-03-31

申请号：US12296622

申请日：2007-04-12

申请人： Masakazu Nishiyama ,  Naoki Matsumoto ,  Takanori Miyazaki ,  Takeshi Kanbara

发明人： Masakazu Nishiyama ,  Naoki Matsumoto ,  Takanori Miyazaki ,  Takeshi Kanbara

IPC分类号： C07C211/00 ,  C07C211/61 ,  C09K11/06 ,  H01L51/00 ,  H05B33/14 ,  H01L51/50

CPC分类号： C07C211/61 ,  C07C2603/40 ,  C07C2603/94 ,  C07C2603/97 ,  C09K11/06 ,  C09K2211/1007 ,  C09K2211/1011 ,  C09K2211/1014 ,  H01L51/0054 ,  H01L51/006 ,  H01L51/5012 ,  H01L51/5048 ,  H01L51/5088 ,  H05B33/14

摘要： A novel material having high hole-transporting ability and a high glass transition temperature and having long-lasting durability is obtained.A benzofluorene compound represented by formula (1) is used. (In the formula, M is a substituted or unsubstituted aryl group having 6-40 carbon atoms or a substituted or unsubstituted heteroaryl group having 5-40 carbon atoms; Ar1 to Ar4 each independently is a substituted or unsubstituted aryl group having 6-40 carbon atoms or a substituted or unsubstituted heteroaryl group having 5-40 carbon atoms, provided that at least one of Ar1 to Ar4 is a substituent represented by any of the following formulae (2) to (5); and p is an integer of 0-2.) (In the formulae, R1 to R4 each independently is a hydrogen atom, a halogen atom, a substituted or unsubstituted amino group, a linear, branched, or cyclic alkyl group, a linear, branched, or cyclic alkoxy group, a substituted or unsubstituted aryl group having 6-40 carbon atoms, or a substituted or unsubstituted aryloxy group having 6-40 carbon atoms, provided that R1 and R2 may be bonded to each other to form a ring.)

摘要翻译： 获得具有高空穴传输能力和高玻璃化转变温度并具有持久耐久性的新型材料。 使用由式（1）表示的苯并芴化合物。 （式中，M为取代或未取代的碳原子数为6〜40的芳基或取代或未取代的碳原子数为5〜40的杂芳基，Ar 1〜Ar 4各自独立地为取代或未取代的碳原子数为6〜40的芳基 原子或具有5-40个碳原子的取代或未取代的杂芳基，条件是Ar 1至Ar 4中的至少一个为由下式（2）至（5）中的任一个表示的取代基; p为0〜 （式中，R 1〜R 4各自独立地为氢原子，卤素原子，取代或未取代的氨基，直链状，支链状或环状的烷基，直链状，支链状或环状的烷氧基， 取代或未取代的具有6-40个碳原子的芳基或取代或未取代的具有6-40个碳原子的芳氧基，条件是R 1和R 2可以彼此键合形成环。

公开(公告)号：US20060186797A1

公开(公告)日：2006-08-24

申请号：US11353175

申请日：2006-02-14

申请人： Masakazu Nishiyama ,  Naoki Matsumoto ,  Takanori Miyazaki ,  Hisao Eguchi

发明人： Masakazu Nishiyama ,  Naoki Matsumoto ,  Takanori Miyazaki ,  Hisao Eguchi

IPC分类号： C07D471/10 ,  H01J1/62

CPC分类号： C07C13/567 ,  C07D213/06 ,  C07D471/04 ,  C09B57/00 ,  C09B57/001 ,  C09K11/06 ,  C09K2211/1007 ,  C09K2211/1011 ,  C09K2211/1029

摘要： A π-conjugated compound having a cardo structure of formula (1): where R1 and R2 are hydrogen, alkyl, alkoxy, phenyl, naphthyl, phenoxy or halogen; Ar1 is a group of formula (2) or (3): where R3 thru R6 are hydrogen, alkyl, alkoxy, aryl, hetero-aryl, aryloxy or a halogen, and l and m are 0-3, and n is 0-2; and Ar2 is aryl or hetero aryl. The π-conjugated compound has good stability and is used as light emitting material.

摘要翻译： 具有式（1）的结构式的π-共轭化合物：其中R 1和R 2是氢，烷基，烷氧基，苯基，萘基，苯氧基或卤素; Ar 1是式（2）或（3）的基团：其中R 3至R 6是氢，烷基，烷氧基，芳基 ，杂芳基，芳氧基或卤素，l和m为0-3，n为0-2; 和Ar 2是芳基或杂芳基。 π-共轭化合物具有良好的稳定性并用作发光材料。

公开(公告)号：US20080194878A1

公开(公告)日：2008-08-14

申请号：US10585945

申请日：2005-01-14

申请人： Masakazu Nishiyama ,  Naoki Matsumoto ,  Hisao Eguchi

发明人： Masakazu Nishiyama ,  Naoki Matsumoto ,  Hisao Eguchi

IPC分类号： C07C211/44

CPC分类号： C07D285/14 ,  C07C211/61 ,  C07D209/56 ,  C07D333/08 ,  C07D409/04 ,  C09B1/00 ,  C09B57/00 ,  C09B57/008 ,  Y10S428/917

摘要： Novel amine compounds that can be utilized as hole transport materials, hole injection materials or the like of organic electroluminescence devices, electrophotographic receptors or the like, and their production processes are provided.The novel amine compound is represented by the following general formula (1).In the formula, R1 and R2 each independently represents hydrogen atom, a linear, branched or cyclic alkyl group or alkoxy group, an aryl group, an aryloxy group or a halogen atom; Ar1 and Ar2 each independently represents a substituted or unsubstituted aryl group or heteroaryl group, and may form a nitrogen-containing heterocyclic ring together with the nitrogen atom bonded thereto; and Ar3 each independently represents a substituted or unsubstituted phenyl group, naphthyl group, biphenylyl group, terphenylyl group, anthryl group, fluorenyl group or pyridyl group (except for amino-substituted groups); and M represents a single bond, an arylene group or a heteroarylene group.

摘要翻译： 提供了可用作有机电致发光器件，电子照相感应器等的空穴传输材料，空穴注入材料等的新型胺化合物及其制备方法。 该新型胺化合物由以下通式（1）表示。 在该式中，R 1和R 2各自独立地表示氢原子，直链，支链或环状的烷基或烷氧基，芳基，芳氧基或 卤素原子; Ar 1和Ar 2各自独立地表示取代或未取代的芳基或杂芳基，并可与其键合的氮原子一起形成含氮杂环; 和Ar 3各自独立地表示取代或未取代的苯基，萘基，联苯基，三联苯基，蒽基，芴基或吡啶基（氨基取代基除外）。 M表示单键，亚芳基或亚杂亚芳基。

公开(公告)号：US07482490B2

公开(公告)日：2009-01-27

申请号：US10585945

申请日：2005-01-14

申请人： Masakazu Nishiyama ,  Naoki Matsumoto ,  Hisao Eguchi

发明人： Masakazu Nishiyama ,  Naoki Matsumoto ,  Hisao Eguchi

IPC分类号： C07C211/00 ,  C07D285/00 ,  C07D209/00 ,  C07D409/00 ,  C07D233/00

CPC分类号： C07D285/14 ,  C07C211/61 ,  C07D209/56 ,  C07D333/08 ,  C07D409/04 ,  C09B1/00 ,  C09B57/00 ,  C09B57/008 ,  Y10S428/917

摘要： Novel amine compounds that can be utilized as hole transport materials, hole injection materials or the like of organic electroluminescence devices, electrophotographic receptors or the like, and their production processes are provided.The novel amine compound is represented by the following general formula (1).In the formula, R1 and R2 each independently represents hydrogen atom, a linear, branched or cyclic alkyl group or alkoxy group, an aryl group, an aryloxy group or a halogen atom; Ar1 and Ar2 each independently represents a substituted or unsubstituted aryl group or heteroaryl group, and may form a nitrogen-containing heterocyclic ring together with the nitrogen atom bonded thereto; and Ar3 each independently represents a substituted or unsubstituted phenyl group, naphthyl group, biphenylyl group, terphenylyl group, anthryl group, fluorenyl group or pyridyl group (except for amino-substituted groups); and M represents a single bond, an arylene group or a heteroarylene group.

摘要翻译： 提供了可用作有机电致发光器件，电子照相感应器等的空穴传输材料，空穴注入材料等的新型胺化合物及其制备方法。 该新型胺化合物由以下通式（1）表示。 在该式中，R 1和R 2各自独立地表示氢原子，直链，支链或环状的烷基或烷氧基，芳基，芳氧基或卤原子; Ar 1和Ar 2各自独立地表示取代或未取代的芳基或杂芳基，并且可以与与其结合的氮原子一起形成含氮杂环; 和Ar 3各自独立地表示取代或未取代的苯基，萘基，联苯基，三联苯基，蒽基，芴基或吡啶基（氨基取代基除外）。 M表示单键，亚芳基或亚杂亚芳基。

公开(公告)号：US20120112177A1

公开(公告)日：2012-05-10

申请号：US13375997

申请日：2010-06-02

申请人： Shinichi Ishikawa ,  Naoki Matsumoto ,  Takanori Miyazaki ,  Yasushi Hara

发明人： Shinichi Ishikawa ,  Naoki Matsumoto ,  Takanori Miyazaki ,  Yasushi Hara

IPC分类号： H01L51/30 ,  C07D213/74 ,  C07C217/92 ,  C07D213/38 ,  H01L51/40 ,  C07C211/61

CPC分类号： H01L51/006 ,  C07C211/61 ,  C07C2603/40 ,  C07C2603/94 ,  C07D213/74 ,  C07D333/36 ,  C09K11/06 ,  C09K2211/1007 ,  C09K2211/1011 ,  C09K2211/1014 ,  H01L51/5012 ,  H01L51/5048 ,  H01L51/5088 ,  H01L2251/552 ,  H05B33/10 ,  H05B33/14 ,  Y10S428/917

摘要： An amine derivative represented by the following general formula (1) and exhibiting a temperature difference of 30° C. or more as defined by the difference of [decomposition temperature (° C.) minus sublimation temperature (° C.)]: wherein R1 and R2 independently represent a substituted or unsubstituted C6-40 aryl or C5-40 heteroaryl group; and R3 and R4 independently represent a hydrogen atom, a straight-chain, branched or cyclic C1-18 alkyl or C1-18 alkoxy group, or a substituted or unsubstituted C6-40 aryl or C5-40 heteroaryl group, provided that R3 and R4 may form together a cyclic hydrocarbon group. The amine derivative is useful as an organic electroluminescent material.

摘要翻译： 由以下通式（1）表示的并且显示由[分解温度（℃））减去升华温度（℃）的差定义的温度差为30℃以上的胺衍生物]：其中R1 R2独立地表示取代或未取代的C6-40芳基或C5-40杂芳基; 并且R 3和R 4独立地表示氢原子，直链，支链或环状C 1-18烷基或C 1-18烷氧基，或取代或未取代的C 6-40芳基或C 5-40杂芳基，条件是R 3和R 4 可以一起形成环状烃基。 胺衍生物可用作有机电致发光材料。

公开(公告)号：US20120203010A1

公开(公告)日：2012-08-09

申请号：US13502834

申请日：2010-10-20

申请人： Naoki Matsumoto ,  Takanori Miyazaki ,  Shinichi Ishikawa

发明人： Naoki Matsumoto ,  Takanori Miyazaki ,  Shinichi Ishikawa

IPC分类号： C07D209/82

CPC分类号： C09K11/06 ,  C07D209/88 ,  C07D401/04 ,  C09K2211/1029 ,  H01L51/0072 ,  H01L51/5016 ,  H01L51/5056 ,  H01L51/5064 ,  H05B33/14

摘要： A carbazole compound represented by the following formula: wherein, when m=1, n=0, Ar1, Ar2, Ar3 and X2 are C6-50 aryl or C4-50 heteroaryl, provided that Ar1 and Ar2, or Ar3 and X2 may form together a ring; X1═C6-50 arylene; R1, R2, R4, R5 and R7 are H, halogen, amino, C1-18 alkyl, C1-18 alkoxy, C6-50 aryl or C4-50 heteroaryl, R3 and R6 are H, halogen, C1-18 alkyl, C1-18 alkoxy, C6-50 aryl or C4-50 heteroaryl; when m=0, n=1-3, Ar3, Ar4 and Ar5 are C6-50 aryl or C4-50 heteroaryl, Ar4 and Ar5 may form together a ring; X1═C1-18 alkyl, C6-50 aryl or C4-50 heteroaryl; X2═C6-50 arylene; R1-R7 are H, halogen, C1-18 alkyl, C1-18 alkoxy, C6-50 aryl or C4-50 heteroaryl; when m=0, n=0, X1═C1-18 alkyl, C6-50 aryl or C4-50 heteroaryl; Ar3 and X2 are C6-50 aryl or C4-50 heteroaryl; R2═H, halogen, C1-18 alkyl, C1-18 alkoxy; R1 and R3-R7 are H, halogen, C1-18 alkyl, C1-18 alkoxy, C6-50 aryl or C4-50 heteroaryl. The carbazole compound is suitable for an organic EL device.

摘要翻译： 由下式表示的咔唑化合物：其中当m = 1时n = 0，Ar 1，Ar 2，Ar 3和X 2为C 6-50芳基或C 4-50杂芳基，条件是Ar 1和Ar 2或Ar 3和X 2可以形成 一起一个戒指 X1 = C6-50亚芳基; R1，R2，R4，R5和R7是H，卤素，氨基，C1-18烷基，C1-18烷氧基，C6-50芳基或C4-50杂芳基，R3和R6是H，卤素，C1-18烷基，C1 -18烷氧基，C6-50芳基或C4-50杂芳基; 当m = 0时，n = 1-3，Ar 3，Ar 4和Ar 5为C 6-50芳基或C 4-50杂芳基，Ar 4和Ar 5可以一起形成环; X1 = C1-18烷基，C6-50芳基或C4-50杂芳基; X2 = C6-50亚芳基; R 1 -R 7是H，卤素，C 1-18烷基，C 1-18烷氧基，C 6-50芳基或C 4-50杂芳基; 当m = 0时，n = 0，X1 = C1-18烷基，C6-50芳基或C4-50杂芳基; Ar 3和X 2是C 6-50芳基或C 4-50杂芳基; R 2 = H，卤素，C 1-18烷基，C 1-18烷氧基; R1和R3-R7是H，卤素，C1-18烷基，C1-18烷氧基，C6-50芳基或C4-50杂芳基。 咔唑化合物适用于有机EL器件。

公开(公告)号：US09650565B2

公开(公告)日：2017-05-16

申请号：US13502834

申请日：2010-10-20

申请人： Naoki Matsumoto ,  Takanori Miyazaki ,  Shinichi Ishikawa

发明人： Naoki Matsumoto ,  Takanori Miyazaki ,  Shinichi Ishikawa

IPC分类号： C07D209/88 ,  C09K11/06 ,  C07D401/04 ,  H01L51/00 ,  H05B33/14 ,  H01L51/50

CPC分类号： C09K11/06 ,  C07D209/88 ,  C07D401/04 ,  C09K2211/1029 ,  H01L51/0072 ,  H01L51/5016 ,  H01L51/5056 ,  H01L51/5064 ,  H05B33/14

摘要： A carbazole compound represented by the following formula: wherein, when m=1, n=0, Ar1, Ar2, Ar3 and X2 are C6-50 aryl or C4-50 heteroaryl, provided that Ar1 and Ar2, or Ar3 and X2 may form together a ring; X1=C6-50 arylene; R1, R2, R4, R5 and R7 are H, halogen, amino, C1-18 alkyl, C1-18 alkoxy, C6-50 aryl or C4-50 heteroaryl, R3 and R6 are H, halogen, C1-18 alkyl, C1-18 alkoxy, C6-50 aryl or C4-50 heteroaryl; when m=0, n=1-3, Ar3, Ar4 and Ar5 are C6-50 aryl or C4-50 heteroaryl, Ar4 and Ar5 may form together a ring; X1=C1-18 alkyl, C6-50 aryl or C4-50 heteroaryl; X2=C6-50 arylene; R1-R7 are H, halogen, C1-18 alkyl, C1-18 alkoxy, C6-50 aryl or C4-50 heteroaryl; when m=0, n=0, X1=C1-18 alkyl, C6-50 aryl or C4-50 heteroaryl; Ar3 and X2 are C6-50 aryl or C4-50 heteroaryl; R2=H, halogen, C1-18 alkyl, C1-18 alkoxy; R1 and R3-R7 are H, halogen, C1-18 alkyl, C1-18 alkoxy, C6-50 aryl or C4-50 heteroaryl. The carbazole compound is suitable for an organic EL device.