JP2005120296A5 - - Google Patents

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JP2005120296A5
JP2005120296A5 JP2003358843A JP2003358843A JP2005120296A5 JP 2005120296 A5 JP2005120296 A5 JP 2005120296A5 JP 2003358843 A JP2003358843 A JP 2003358843A JP 2003358843 A JP2003358843 A JP 2003358843A JP 2005120296 A5 JP2005120296 A5 JP 2005120296A5
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heteroaryl
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JP4552417B2 (en
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Figure 2005120296
(ここでR〜R はそれぞれ同じでも異なっていてもよく、水素、アルキル基、シクロアルキル基、アラルキル基、アルケニル基、シクロアルケニル基、アルキニル基、アルコキシ基、アルキルチオ基、アリールエーテル基、アリールチオエーテル基、アリール基、ヘテロアリール基、ハロゲン、シアノ基、アルデヒド基、カルボニル基、エステル基、カルバモイル基、アミノ基、シリル基の中から選ばれる。R およびR 10 はそれぞれ同じでも異なっていてもよく、シアノ基、フェニル基、アルキル置換フェニル基、アルコキシ置換フェニル基、ヘテロアリール基および下記一般式(2)で表されるエチニル基の中から選ばれる。R とR 10 が同時に一般式(2)で表されるエチニル基になることはない。)
Figure 2005120296
(Wherein R 1 to R 8 may be the same as or different from each other, hydrogen, alkyl group, cycloalkyl group, aralkyl group, alkenyl group, cycloalkenyl group, alkynyl group, alkoxy group, alkylthio group, aryl ether group, arylthio ether group, an aryl group, a heteroaryl group, halogen, a cyano group, an aldehyde group, a carbonyl group, an ester group, a carbamoyl group, an amino group, a Ru .R 9 and R 10 selected from the silyl group the same as or different from each other, respectively And selected from a cyano group, a phenyl group, an alkyl-substituted phenyl group, an alkoxy-substituted phenyl group, a heteroaryl group, and an ethynyl group represented by the following general formula (2): R 9 and R 10 are simultaneously selected. (The ethynyl group represented by the general formula (2) is not used.)

Figure 2005120296
(ここで、Arはアリール基もしくはヘテロアリール基であり、αはアントラセン骨格との連結部分を表す。)
Figure 2005120296
(Here, Ar 1 is an aryl group or a heteroaryl group, and α represents a connecting portion with an anthracene skeleton .)

Claims (9)

下記一般式(1)で表されるアントラセン化合物を含むことを特徴とする発光素子材料。
Figure 2005120296
(ここでR〜R はそれぞれ同じでも異なっていてもよく、水素、アルキル基、シクロアルキル基、アラルキル基、アルケニル基、シクロアルケニル基、アルキニル基、アルコキシ基、アルキルチオ基、アリールエーテル基、アリールチオエーテル基、アリール基、ヘテロアリール基、ハロゲン、シアノ基、アルデヒド基、カルボニル基、エステル基、カルバモイル基、アミノ基、シリル基の中から選ばれる。R およびR 10 はそれぞれ同じでも異なっていてもよく、シアノ基、フェニル基、アルキル置換フェニル基、アルコキシ置換フェニル基、ヘテロアリール基および下記一般式(2)で表されるエチニル基の中から選ばれる。R とR 10 が同時に一般式(2)で表されるエチニル基になることはない。)
Figure 2005120296
(ここで、Arはアリール基もしくはヘテロアリール基であり、αはアントラセン骨格との連結部分を表す。)
A light-emitting element material comprising an anthracene compound represented by the following general formula (1).
Figure 2005120296
(Wherein R 1 to R 8 may be the same as or different from each other, hydrogen, alkyl group, cycloalkyl group, aralkyl group, alkenyl group, cycloalkenyl group, alkynyl group, alkoxy group, alkylthio group, aryl ether group, arylthio ether group, an aryl group, a heteroaryl group, halogen, a cyano group, an aldehyde group, a carbonyl group, an ester group, a carbamoyl group, an amino group, a Ru .R 9 and R 10 selected from the silyl group the same as or different from each other, respectively And selected from a cyano group, a phenyl group, an alkyl-substituted phenyl group, an alkoxy-substituted phenyl group, a heteroaryl group, and an ethynyl group represented by the following general formula (2): R 9 and R 10 are simultaneously selected. (The ethynyl group represented by the general formula (2) is not used.)
Figure 2005120296
(Here, Ar 1 is an aryl group or a heteroaryl group, and α represents a connecting portion with an anthracene skeleton .)
もしくはR10のいずれか一方が一般式(2)で表されるエチニル基であることを特徴とする請求項1記載の発光素子材料。 2. The light emitting device material according to claim 1, wherein either one of R 9 and R 10 is an ethynyl group represented by the general formula (2). Arがシアノ基で置換されたアリール基もしくは電子受容性窒素を含むヘテロアリール基であることを特徴とする請求項1記載の発光素子材料。 2. The light emitting device material according to claim 1, wherein Ar 1 is an aryl group substituted with a cyano group or a heteroaryl group containing electron-accepting nitrogen. 陽極と陰極の間に少なくとも発光層と電子輸送層が存在し、電気エネルギーにより発光する発光素子であって、該発光素子が一般式(1)で表されるアントラセン化合物を含有することを特徴とする発光素子。
Figure 2005120296
(ここでR〜R はそれぞれ同じでも異なっていてもよく、水素、アルキル基、シクロアルキル基、アラルキル基、アルケニル基、シクロアルケニル基、アルキニル基、アルコキシ基、アルキルチオ基、アリールエーテル基、アリールチオエーテル基、アリール基、ヘテロアリール基、ハロゲン、シアノ基、アルデヒド基、カルボニル基、エステル基、カルバモイル基、アミノ基、シリル基の中から選ばれる。R およびR 10 はそれぞれ同じでも異なっていてもよく、シアノ基、フェニル基、アルキル置換フェニル基、アルコキシ置換フェニル基、ヘテロアリール基および下記一般式(2)で表されるエチニル基の中から選ばれる。R とR 10 が同時に一般式(2)で表されるエチニル基になることはない。)
Figure 2005120296
(ここで、Arはアリール基もしくはヘテロアリール基であり、αはアントラセン骨格との連結部分を表す。)
A light-emitting element having at least a light-emitting layer and an electron transport layer between an anode and a cathode and emitting light by electric energy, wherein the light-emitting element contains an anthracene compound represented by the general formula (1) Light emitting element.
Figure 2005120296
(Wherein R 1 to R 8 may be the same as or different from each other, hydrogen, alkyl group, cycloalkyl group, aralkyl group, alkenyl group, cycloalkenyl group, alkynyl group, alkoxy group, alkylthio group, aryl ether group, arylthio ether group, an aryl group, a heteroaryl group, halogen, a cyano group, an aldehyde group, a carbonyl group, an ester group, a carbamoyl group, an amino group, a Ru .R 9 and R 10 selected from the silyl group the same as or different from each other, respectively And selected from a cyano group, a phenyl group, an alkyl-substituted phenyl group, an alkoxy-substituted phenyl group, a heteroaryl group, and an ethynyl group represented by the following general formula (2): R 9 and R 10 are simultaneously selected. (The ethynyl group represented by the general formula (2) is not used.)
Figure 2005120296
(Here, Ar 1 is an aryl group or a heteroaryl group, and α represents a connecting portion with an anthracene skeleton .)
一般式(1)で表されるアントラセン化合物が発光層に含有されていることを特徴とする請求項記載の発光素子。 The light-emitting element according to claim 4 , wherein the light-emitting layer contains an anthracene compound represented by the general formula (1). 発光層がホスト材料とドーパント材料を含み、一般式(1)で表されるアントラセン化合物がドーパント材料として作用することを特徴とする請求項記載の発光素子。 6. The light emitting device according to claim 5 , wherein the light emitting layer contains a host material and a dopant material, and the anthracene compound represented by the general formula (1) acts as a dopant material. ホスト材料が下記一般式(3)で表される化合物であることを特徴とする請求項記載の発光素子。
Figure 2005120296
(ここでR11〜R18はそれぞれ同じでも異なっていてもよく、水素、アルキル基、シクロアルキル基、アラルキル基、アルケニル基、シクロアルケニル基、アルキニル基、アルコキシ基、アルキルチオ基、アリールエーテル基、アリールチオエーテル基、アリール基、ヘテロアリール基、ハロゲン、シアノ基、アルデヒド基、カルボニル基、エステル基、カルバモイル基、アミノ基、シリル基、ホスフィノ基、ホスフィンオキサイド基の中から選ばれる。ArおよびArはアリール基もしくはヘテロアリール基を表す。)
The light emitting device according to claim 6, wherein the host material is a compound represented by the following general formula (3).
Figure 2005120296
(Wherein R 11 to R 18 may be the same as or different from each other, hydrogen, alkyl group, cycloalkyl group, aralkyl group, alkenyl group, cycloalkenyl group, alkynyl group, alkoxy group, alkylthio group, aryl ether group, Ar 2 and Ar are selected from aryl thioether groups, aryl groups, heteroaryl groups, halogens, cyano groups, aldehyde groups, carbonyl groups, ester groups, carbamoyl groups, amino groups, silyl groups, phosphino groups, and phosphine oxide groups. 3 represents an aryl group or a heteroaryl group.)
電子輸送層が電子受容性窒素を有するヘテロアリール環からなる化合物を含有し、該ヘテロアリール環からなる化合物が共有結合のみで形成される化合物であることを特徴とする請求項記載の発光素子。 5. The light emitting device according to claim 4 , wherein the electron transport layer contains a compound composed of a heteroaryl ring having electron-accepting nitrogen, and the compound composed of the heteroaryl ring is a compound formed only by a covalent bond. . 発光層が420nm〜490nmにピーク波長を有する青色発光を示すことを特徴とする請求項記載の発光素子。 The light emitting element according to claim 4 , wherein the light emitting layer exhibits blue light emission having a peak wavelength at 420 nm to 490 nm.
JP2003358843A 2003-10-20 2003-10-20 Light emitting device material and light emitting device using the same Expired - Fee Related JP4552417B2 (en)

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JP4790260B2 (en) * 2004-12-22 2011-10-12 出光興産株式会社 Organic electroluminescence device using anthracene derivative
KR101359412B1 (en) 2005-08-31 2014-02-27 가부시키가이샤 한도오따이 에네루기 켄큐쇼 Carbazole derivative, Material for light emitting element, Light emitting element, Light emitting device, and Electronic device
JP2007088115A (en) * 2005-09-21 2007-04-05 Konica Minolta Holdings Inc Organic semiconductor material, organic semiconductor film, organic semiconductor device, and organic thin-film transistor
CN101374789B (en) * 2006-01-27 2014-04-30 Lg化学株式会社 New anthracene derivatives, preparation method thereof and organic light emitting diode using the same
TWI348463B (en) * 2006-03-06 2011-09-11 Lg Chemical Ltd Novel anthracene derivative and organic electronic device using the same
KR100877177B1 (en) 2007-03-30 2009-01-09 경상대학교산학협력단 Organic semiconductor containing acetylenic anthracene, and Organic thin film transistor using the same
US8168796B2 (en) * 2008-01-25 2012-05-01 Nippon Chemical Works Co., Ltd. Fluorescent agent having ethynyl group
KR101044843B1 (en) * 2008-09-24 2011-06-28 주식회사 엘지화학 New anthracene derivatives and organic electronic device using the same
JPWO2014129048A1 (en) 2013-02-22 2017-02-02 出光興産株式会社 Anthracene derivatives, materials for organic electroluminescence elements, organic electroluminescence elements, and electronic devices
KR101777454B1 (en) * 2014-05-26 2017-09-12 주식회사 엘지화학 Nitrogen-containing heterocyclic compounds and organic electronic device using the same
CN106146343B (en) * 2015-04-23 2018-06-26 上海和辉光电有限公司 A kind of compound and its synthetic method and application
CN108484440A (en) * 2018-04-25 2018-09-04 福建师范大学福清分校 A kind of preparation method of the organic photosensitive diode material of the unit containing anthracene and application
CN113631661B (en) * 2019-03-29 2023-11-07 住友化学株式会社 Coloring composition, compound, color filter and display device

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JPH06228555A (en) * 1993-02-04 1994-08-16 Toyo Ink Mfg Co Ltd Organic electroluminescent element
JPH06228556A (en) * 1993-02-04 1994-08-16 Toyo Ink Mfg Co Ltd Organic electroluminescent element
JP3807018B2 (en) * 1997-04-21 2006-08-09 三菱化学株式会社 Organic electroluminescent device and fluorescent material
JPH11273864A (en) * 1998-03-26 1999-10-08 Fujitsu Ltd Organic electroluminescent element
JP3978976B2 (en) * 2000-04-17 2007-09-19 三菱化学株式会社 Organic electroluminescence device
JP2004200162A (en) * 2002-12-05 2004-07-15 Toray Ind Inc Light emitting element

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