Title:
NEW ORGANIC ELECTROLUMINESCENT COMPOUND AND ORGANIC ELECTROLUMINESCENT DEVICE PRODUCED BY USING THE SAME
Document Type and Number:
Japanese Patent JP2010059158
Kind Code:
A
Abstract:
To provide a new organic electroluminescent compound and an organic electroluminescent device, etc., containing the compound.
The electroluminescent compound is expressed by chemical formula 1 (wherein R1 to R10 are each H or a substituent such as aryl and substituted amino provided that all these groups are not H at the same time). The compound is e.g. the compound 7 produced by reaction formula (A). The compound gives an OLED exhibiting high luminescence efficiency and excellent color purity and having long drive life.
Inventors:
EUM SUNG JIN
LEE HYO JUNG
CHO YOUNG JUN
KWON HYUCK JOO
KIM BONG OK
KIM SUNG MIN
YOON SEUNG SOO
LEE HYO JUNG
CHO YOUNG JUN
KWON HYUCK JOO
KIM BONG OK
KIM SUNG MIN
YOON SEUNG SOO
Application Number:
JP2009201486A
Publication Date:
March 18, 2010
Filing Date:
September 01, 2009
Export Citation:
Assignee:
GRACEL DISPLAY INC
International Classes:
C07C13/66; C07C15/62; C07C211/54; C07C211/57; C07C211/60; C07C211/61; C07D209/86; C07D213/38; C07D213/74; C07D215/06; C07D219/02; C07D223/22; C07D265/38; C07D279/22; C07D333/76; C07F7/08; C07F9/547; C09K11/06; H01L51/42; H01L51/50
Domestic Patent References:
| JP2009091536A | 2009-04-30 | |||
| JP2009099783A | 2009-05-07 | |||
| JPWO2009008343A1 | 2010-09-09 | |||
| JPWO2009069566A1 | 2011-04-14 | |||
| JPWO2009066779A1 | 2011-04-07 | |||
| JP2008290999A | 2008-12-04 | |||
| JP2009132831A | 2009-06-18 | |||
| JP2009212201A | 2009-09-17 | |||
| JP2006186385A | 2006-07-13 | |||
| JP2006151844A | 2006-06-15 | |||
| JP2007308477A | 2007-11-29 | |||
| JPH0656892A | 1994-03-01 | |||
| JP2011529614A | 2011-12-08 |
Foreign References:
| WO2009008205A1 | 2009-01-15 | |||
| DE4307049A1 | 1994-09-15 | |||
| US4018807A | 1977-04-19 |
Other References:
JPN6014003088; ＧＡＩＮＤ， Ｖ． Ｓ．，ＥＴ ＡＬ．: '"Ｐｏｌｙｎｕｃｌｅａｒ ａｒｏｍａｔｉｃ ｈｙｄｒｏｃａｒｂｏｎｓ． Ｐａｒｔ ＩＩ． Ｃｏｎｖｅｎｉｅｎｔ ｓｙｎｔｈｅｓｉｓ ｏｆ ｓｏｍｅ ３，４-ｂｅｎｚｏｐｈｅｎａｎｔｈｒｅｎｅ ｄｅｒｉ' ＪＯＵＲＮＡＬ ＯＦ ＴＨＥ ＩＮＤＩＡＮ ＣＨＥＭＩＣＡＬ ＳＯＣＩＥＴＹ ＶＯＬ．３３, 1956, ＰＰ．１-８
JPN6014003089; ＬＡＫＨＵＭＮＡ，Ｉ． Ｃ．，ＥＴ ＡＬ．: '"Ｓｙｎｔｈｅｓｉｓ ｏｆ ２，９-ｄｉｍｅｔｈｙｌ-， ２，９，３-ｔｒｉｍｅｔｈｙｌ-， ａｎｄ ２，９，２'，４'-ｔｅｔｒａｍｅｔｈｙｌ-３，４-ｂｅｎｚｏｐｈｅｎａｎｔｈｒｅｎｅ"' ＣＵＲＲＥＮＴ ＳＣＩＥＮＣＥ ＶＯＬ．２３, 1954, ＰＰ．１５９-１６０
JPN6014003092; ＮＥＷＭＡＮ，Ｍ． Ｓ．，ＥＴ ＡＬ．: '"Ａ Ｎｅｗ Ｓｙｎｔｈｅｓｉｓ ｏｆ ３，４-Ｂｅｎｚｐｈｅｎａｎｔｈｒｅｎｅ"' ＪＯＵＲＮＡＬ ＯＦ ＴＨＥ ＡＭＥＲＩＣＡＮ ＣＨＥＭＩＣＡＬ ＳＯＣＩＥＴＹ ＶＯＬ．６０, 1938, ＰＰ．４８５-４８８
JPN6014003093; ＷＡＮＧ，Ｙ．，ＥＴ ＡＬ．: '"Ｓｉｔｅ-Ｓｐｅｃｉｆｉｃ Ｐｒｅｐａｒａｔｉｏｎ ｏｆ ２-Ｃａｒｂｏａｌｋｏｘｙ-４-ｓｕｂｓｔｉｔｕｔｅｄ Ｎａｐｈｔｈａｌｅｎｅｓ ａｎｄ ９-Ａｌｋｙｌｐｈｅｎａｎｔｈｒｅｎｅｓ ａｎｄ' ＯＲＧＡＮＩＣ ＬＥＴＴＥＲＳ ＶＯＬ．８，ＮＯ．２３, 2006, ＰＰ．５２９５-５２９８
JPN6014003095; ＨＯＮＺＡＷＡ，Ｓ．，ＥＴ ＡＬ．: '"Ｆｏｌｄｉｎｇ ｏｆ ｄｉｈｅｌｉｃｅｎｅｔｒｉａｍｉｎｅｓ ｉｎ ｗａｔｅｒ"' ＴＥＴＲＡＨＥＤＲＯＮ： ＡＳＹＭＭＥＴＲＹ ＶＯＬ．１３，ＮＯ．１０, 2002, ＰＰ．１０４３-１０５２
JPN6014003097; ＳＵＧＩＵＲＡ，Ｈ．，ＥＴ ＡＬ．: '"Ａｓｙｍｍｅｔｒｉｃ Ｒｅｄｕｃｔｉｏｎ ｏｆ ３，５-Ｄｉｎｉｔｒｏａｃｅｔｏｐｈｅｎｏｎｅ Ｕｓｉｎｇ ＣＴ Ｃｏｍｐｌｅｘａｔｉｏｎ ｗｉｔｈ Ｏｐｔｉｃａｌｌｙ Ａｃｔｉｖｅ １，１２-Ｄｉ' ＣＨＥＭＩＳＴＲＹ ＬＥＴＴＥＲＳ ＶＯＬ．３７，ＮＯ．２, 2008, ＰＰ．１５８-１５９
JPN6014003098; ＡＷＡＤ， Ｗ．Ｉ．，ＥＴ ＡＬ．: '"Ｐｏｌｙｃｙｃｌｉｃ Ａｒｏｍａｔｉｃ Ｃｏｍｐｏｕｎｄｓ． Ｔｈｅ Ｃｏｎｖｅｒｓｉｏｎ ｏｆ １，１，４-Ｔｒｉａｒｙｌｂｕｔａ-１，３-ｄｉｅｎｅ-２，３-ｄｉｃａｒｂｏｘｙｌｉｃ Ａｎｈｙｄ' ＪＯＵＲＮＡＬ ＯＦ ＴＨＥ ＣＨＥＭＩＣＡＬ ＳＯＣＩＥＴＹ， ＳＥＣＴＩＯＮ Ｃ： ＯＲＧＡＮＩＣ ＶＯＬ．２２, 1971, ＰＰ．３７２１-３７２７
JPN6014003099; ＭＩＲＳＡＤＥＧＨＩ， Ｓ．，ＥＴ ＡＬ．: '"Ｓｙｎｔｈｅｓｉｓ ｏｆ ｔｈｅ Ｋ-Ｒｅｇｉｏｎ Ｍｏｎｏｆｌｕｏｒｏ- ａｎｄ Ｄｉｆｌｕｏｒｏｂｅｎｚｏ［ｃ］ｐｈｅｎａｎｔｈｒｅｎｅｓ"' ＪＯＵＲＮＡＬ ＯＦ ＯＲＧＡＮＩＣ ＣＨＥＭＩＳＴＲＹ ＶＯＬ．５４，ＮＯ．１３, 1989, ＰＰ．３０９１-３０９６
JPN6014003100; ＯＫＵＢＯ， Ｈ．，ＥＴ ＡＬ．: '"Ｓｙｎｔｈｅｓｉｓ ｏｆ Ｓｙｍｍｅｔｒｉｃａｌ Ｐｏｌｙｎｉｔｒｏｈｅｌｉｃｅｎｅｓ ａｎｄ Ｔｈｅｉｒ Ｃｈｉｒａｌ Ｒｅｃｏｇｎｉｔｉｏｎ ｉｎ Ｃｈａｒｇｅ Ｔｒａｎｓｆｅｒ Ｃｏｍｐｌｅｘ' ＪＯＵＲＮＡＬ ＯＦ ＯＲＧＡＮＩＣ ＣＨＥＭＩＳＴＲＹ ＶＯＬ．６６，ＮＯ．２, 2001, ＰＰ．５５７-５６３
JPN6014003101; ＶＥＮＥＧＡＳ， Ｒ．Ｅ．，ＥＴ ＡＬ．: '"Ｔｈｅｏｒｅｔｉｃａｌ Ｓｔｕｄｉｅｓ ｏｆ ｔｈｅ Ｓｔｒｕｃｔｕｒｅ ｏｆ Ｃｒｏｗｄｅｄ Ｐｏｌｙｃｙｃｌｉｃ Ａｒｏｍａｔｉｃ Ｈｙｄｒｏｃａｒｂｏｎｓ"' ＰＯＬＹＣＹＣＬＩＣ ＡＲＯＭＡＴＩＣ ＣＯＭＰＯＵＮＤＳ ＶＯＬ．３ （ＳＵＰＰＬ．）, 1993, ＰＰ．８４１-８４８
JPN6014003089; ＬＡＫＨＵＭＮＡ，Ｉ． Ｃ．，ＥＴ ＡＬ．: '"Ｓｙｎｔｈｅｓｉｓ ｏｆ ２，９-ｄｉｍｅｔｈｙｌ-， ２，９，３-ｔｒｉｍｅｔｈｙｌ-， ａｎｄ ２，９，２'，４'-ｔｅｔｒａｍｅｔｈｙｌ-３，４-ｂｅｎｚｏｐｈｅｎａｎｔｈｒｅｎｅ"' ＣＵＲＲＥＮＴ ＳＣＩＥＮＣＥ ＶＯＬ．２３, 1954, ＰＰ．１５９-１６０
JPN6014003092; ＮＥＷＭＡＮ，Ｍ． Ｓ．，ＥＴ ＡＬ．: '"Ａ Ｎｅｗ Ｓｙｎｔｈｅｓｉｓ ｏｆ ３，４-Ｂｅｎｚｐｈｅｎａｎｔｈｒｅｎｅ"' ＪＯＵＲＮＡＬ ＯＦ ＴＨＥ ＡＭＥＲＩＣＡＮ ＣＨＥＭＩＣＡＬ ＳＯＣＩＥＴＹ ＶＯＬ．６０, 1938, ＰＰ．４８５-４８８
JPN6014003093; ＷＡＮＧ，Ｙ．，ＥＴ ＡＬ．: '"Ｓｉｔｅ-Ｓｐｅｃｉｆｉｃ Ｐｒｅｐａｒａｔｉｏｎ ｏｆ ２-Ｃａｒｂｏａｌｋｏｘｙ-４-ｓｕｂｓｔｉｔｕｔｅｄ Ｎａｐｈｔｈａｌｅｎｅｓ ａｎｄ ９-Ａｌｋｙｌｐｈｅｎａｎｔｈｒｅｎｅｓ ａｎｄ' ＯＲＧＡＮＩＣ ＬＥＴＴＥＲＳ ＶＯＬ．８，ＮＯ．２３, 2006, ＰＰ．５２９５-５２９８
JPN6014003095; ＨＯＮＺＡＷＡ，Ｓ．，ＥＴ ＡＬ．: '"Ｆｏｌｄｉｎｇ ｏｆ ｄｉｈｅｌｉｃｅｎｅｔｒｉａｍｉｎｅｓ ｉｎ ｗａｔｅｒ"' ＴＥＴＲＡＨＥＤＲＯＮ： ＡＳＹＭＭＥＴＲＹ ＶＯＬ．１３，ＮＯ．１０, 2002, ＰＰ．１０４３-１０５２
JPN6014003097; ＳＵＧＩＵＲＡ，Ｈ．，ＥＴ ＡＬ．: '"Ａｓｙｍｍｅｔｒｉｃ Ｒｅｄｕｃｔｉｏｎ ｏｆ ３，５-Ｄｉｎｉｔｒｏａｃｅｔｏｐｈｅｎｏｎｅ Ｕｓｉｎｇ ＣＴ Ｃｏｍｐｌｅｘａｔｉｏｎ ｗｉｔｈ Ｏｐｔｉｃａｌｌｙ Ａｃｔｉｖｅ １，１２-Ｄｉ' ＣＨＥＭＩＳＴＲＹ ＬＥＴＴＥＲＳ ＶＯＬ．３７，ＮＯ．２, 2008, ＰＰ．１５８-１５９
JPN6014003098; ＡＷＡＤ， Ｗ．Ｉ．，ＥＴ ＡＬ．: '"Ｐｏｌｙｃｙｃｌｉｃ Ａｒｏｍａｔｉｃ Ｃｏｍｐｏｕｎｄｓ． Ｔｈｅ Ｃｏｎｖｅｒｓｉｏｎ ｏｆ １，１，４-Ｔｒｉａｒｙｌｂｕｔａ-１，３-ｄｉｅｎｅ-２，３-ｄｉｃａｒｂｏｘｙｌｉｃ Ａｎｈｙｄ' ＪＯＵＲＮＡＬ ＯＦ ＴＨＥ ＣＨＥＭＩＣＡＬ ＳＯＣＩＥＴＹ， ＳＥＣＴＩＯＮ Ｃ： ＯＲＧＡＮＩＣ ＶＯＬ．２２, 1971, ＰＰ．３７２１-３７２７
JPN6014003099; ＭＩＲＳＡＤＥＧＨＩ， Ｓ．，ＥＴ ＡＬ．: '"Ｓｙｎｔｈｅｓｉｓ ｏｆ ｔｈｅ Ｋ-Ｒｅｇｉｏｎ Ｍｏｎｏｆｌｕｏｒｏ- ａｎｄ Ｄｉｆｌｕｏｒｏｂｅｎｚｏ［ｃ］ｐｈｅｎａｎｔｈｒｅｎｅｓ"' ＪＯＵＲＮＡＬ ＯＦ ＯＲＧＡＮＩＣ ＣＨＥＭＩＳＴＲＹ ＶＯＬ．５４，ＮＯ．１３, 1989, ＰＰ．３０９１-３０９６
JPN6014003100; ＯＫＵＢＯ， Ｈ．，ＥＴ ＡＬ．: '"Ｓｙｎｔｈｅｓｉｓ ｏｆ Ｓｙｍｍｅｔｒｉｃａｌ Ｐｏｌｙｎｉｔｒｏｈｅｌｉｃｅｎｅｓ ａｎｄ Ｔｈｅｉｒ Ｃｈｉｒａｌ Ｒｅｃｏｇｎｉｔｉｏｎ ｉｎ Ｃｈａｒｇｅ Ｔｒａｎｓｆｅｒ Ｃｏｍｐｌｅｘ' ＪＯＵＲＮＡＬ ＯＦ ＯＲＧＡＮＩＣ ＣＨＥＭＩＳＴＲＹ ＶＯＬ．６６，ＮＯ．２, 2001, ＰＰ．５５７-５６３
JPN6014003101; ＶＥＮＥＧＡＳ， Ｒ．Ｅ．，ＥＴ ＡＬ．: '"Ｔｈｅｏｒｅｔｉｃａｌ Ｓｔｕｄｉｅｓ ｏｆ ｔｈｅ Ｓｔｒｕｃｔｕｒｅ ｏｆ Ｃｒｏｗｄｅｄ Ｐｏｌｙｃｙｃｌｉｃ Ａｒｏｍａｔｉｃ Ｈｙｄｒｏｃａｒｂｏｎｓ"' ＰＯＬＹＣＹＣＬＩＣ ＡＲＯＭＡＴＩＣ ＣＯＭＰＯＵＮＤＳ ＶＯＬ．３ （ＳＵＰＰＬ．）, 1993, ＰＰ．８４１-８４８
Attorney, Agent or Firm:
Patent Business Corporation Sender International Patent Office