公开(公告)号：KR100467313B1

公开(公告)日：2005-01-24

申请号：KR1020010073004

申请日：2001-11-22

Applicant: 한국전자통신연구원 ,  한국과학기술원

Inventor： 정병준 ,  심홍구 ,  이정익 ,  추혜용 ,  도이미 ,  정태형

IPC: C09K11/06

CPC classification number: H01L51/0051 ,  C09K11/06 ,  C09K2211/1007 ,  C09K2211/1011 ,  C09K2211/1014 ,  C09K2211/1029 ,  C09K2211/1088 ,  H01L51/0042 ,  H01L51/0081 ,  H01L51/5012 ,  H01L2251/308

Abstract: Red organic electroluminescent compounds containing bis-condensed DCM derivatives, a method for synthesizing the same and an organic electroluminescent device using the same. The red organic electroluminescent compound having the formula: wherein R1, R1', R2 and R2' are independently hydrogen atom, or C1-C30 alkyl, aryl or hetero ring; R3, R3', R4 and R4' are independently hydrogen atom, C1-C10 alkyl or alkoxy; one or more pairs selected from the group consisting of R1 and R3, R1' and R3', R2 and R4, and R2' and R4' can be connected in forms of -R1-R3-, -R1'-R3'-, -R2-R4-, and -R2'-R4'-; R5, R5', R6 and R6' are independently hydrogen atom, or C1-C30 alkyl, alkoxy or aryl; at least one of R3, R3', R4, R4', R5, R5', R6 and R6' is not hydrogen atom.

Abstract translation: 含有双缩合DCM衍生物的红色有机电致发光化合物，其合成方法和使用其的有机电致发光器件。 具有下式的红色有机电致发光化合物：其中R1，R1'，R2和R2'独立地为氢原子或C1-C30烷基，芳基或杂环; R3，R3'，R4和R4'独立地为氢原子，C1-C10烷基或烷氧基; 选自R1和R3中的一对或多对，R1'和R3'，R2和R4以及R2'和R4'可以以-R1-R3-，-R1'-R3'-， -R2-R4-和-R2'-R4'-; R5，R5'，R6和R6'独立地为氢原子或C1-C30烷基，烷氧基或芳基; R3，R3'，R4，R4'，R5，R5'，R6和R6'中的至少一个不是氢原子。

公开(公告)号：KR100438888B1

公开(公告)日：2004-07-02

申请号：KR1020010055046

申请日：2001-09-07

Applicant: 한국전자통신연구원 ,  한국과학기술원

Inventor： 이정익 ,  추혜용 ,  이효영 ,  오지영 ,  김성현 ,  도이미 ,  정태형 ,  이재민 ,  정병준 ,  심홍구

IPC: C09K11/06

CPC classification number: B82Y30/00 ,  B82Y10/00 ,  Y10S428/917

Abstract: Provided are compounds having molecular components capable of transporting/injecting hole and an organic EL device having a self-assembled monolayer comprising the same. The compound has the following formula:wherein Ar is a functional group having hole transporting or injecting capability, R is a C1 to C22 alkyl group, and X is an alkoxy group or halogen.

Abstract translation: 提供具有能够输送/注入空穴的分子组分的化合物和具有包含其的自组装单层的有机EL装置。 该化合物具有下式：其中Ar是具有空穴传输或注入能力的官能团，R是C1-C22烷基，X是烷氧基或卤素。

公开(公告)号：KR100399046B1

公开(公告)日：2003-09-26

申请号：KR1020000087121

申请日：2000-12-30

Applicant: 한국전자통신연구원 ,  한국과학기술원

Inventor： 도이미 ,  이정익 ,  추혜용 ,  김성현 ,  정태형 ,  이효영 ,  심홍구 ,  정병준 ,  윤종복

IPC: C09K11/06

CPC classification number: C09K11/06 ,  H01L51/0037 ,  H01L51/0042 ,  H01L51/0051 ,  H01L51/0065 ,  H01L51/0067 ,  H01L51/0068 ,  H01L51/0071 ,  H01L51/0072 ,  H01L51/0081 ,  H01L51/5012 ,  H01L2251/308 ,  Y10S428/917

Abstract: In the organic electroluminescence (EL) device containing a bis-condensed derivative of 4-(dicyanomethylene)-2-methyl-6-(para-(dimethylaminostyryl)-4H-pyran, and the preparation thereof, the inventive organic electroluminescence device has a high luminescent efficiency and color coordinates based on a high purity, and is further simple in a synthesis and is prominent in a thermal stability, thereby providing great merits to a mass production of the organic electroluminescence device.

Abstract translation: 在含有4-（二氰基亚甲基）-2-甲基-6-（对 - （二甲基氨基苯乙烯基）-4H-吡喃的双缩合衍生物的有机电致发光（EL）器件及其制备中，本发明的有机电致发光器件具有 基于高纯度的高发光效率和色坐标，并且合成更简单并且热稳定性突出，由此为大量生产有机电致发光装置提供了很大的优点。

公开(公告)号：KR1020030042284A

公开(公告)日：2003-05-28

申请号：KR1020010073004

申请日：2001-11-22

Applicant: 한국전자통신연구원 ,  한국과학기술원

Inventor： 정병준 ,  심홍구 ,  이정익 ,  추혜용 ,  도이미 ,  정태형

IPC: C09K11/06

CPC classification number: H01L51/0051 ,  C09K11/06 ,  C09K2211/1007 ,  C09K2211/1011 ,  C09K2211/1014 ,  C09K2211/1029 ,  C09K2211/1088 ,  H01L51/0042 ,  H01L51/0081 ,  H01L51/5012 ,  H01L2251/308

Abstract: PURPOSE: Provided are a red organic electroluminescent compound having red light emitting property and excellent luminous efficiency, a method for producing the same, and an electroluminescent device comprising the same. CONSTITUTION: The red organic electroluminescent compound has a structure represented by formula 1(wherein each of R1, R1', R2 and R2' is hydrogen, or alkyl group, aryl group, or hetero ring having C1-C30, each of R3, R3', R4, and R4' is hydrogen, alkyl group or alkoxy group having C1-C10, any one least pair of R1 and R3, R1' and R3', R2 and R4, and R2' and R4' can form -R1-R3-, -R1'-R3', -R2-R4-, and -R2'-R4'-, each of R5, R5', R6 and R6' is hydrogen, or alkyl group, alkoxy group or aryl group having C1-C30, and at least one of R3, R3', R4, R4', R5, R5', R6 and R6' is not hydrogen).

Abstract translation: 目的：提供具有红色发光性和发光效率优异的红色有机电致发光化合物，其制造方法和包含该有机电致发光化合物的电致发光器件。 构成：红色有机电致发光化合物具有式1所示的结构（其中R 1，R 1'，R 2和R 2'各自为氢或烷基，芳基或具有C 1 -C 30的杂环，各自为R 3，R 3 '，R 4和R 4'是氢，具有C 1 -C 10的烷基或烷氧基，R 1和R 3，R 1'和R 3'，R 2和R 4中的至少一个对，R 2和R 4'可以形成-R1- R3-，-R1'-R3'，-R2-R4-和-R2'-R4'-，R5，R5'，R6和R6'各自为氢或烷基，烷氧基或具有C1 -C30，R3，R3'，R4，R4'，R5，R5'，R6和R6'中的至少一个不是氢）。

公开(公告)号：KR1020030021674A

公开(公告)日：2003-03-15

申请号：KR1020010055046

申请日：2001-09-07

Applicant: 한국전자통신연구원 ,  한국과학기술원

Inventor： 이정익 ,  추혜용 ,  이효영 ,  오지영 ,  김성현 ,  도이미 ,  정태형 ,  이재민 ,  정병준 ,  심홍구

IPC: C09K11/06

CPC classification number: B82Y30/00 ,  B82Y10/00 ,  Y10S428/917

Abstract: PURPOSE: Provided are a compound having hole transfer/injection ability, which is excellent in adhesive ability, heat-stability, and time-stability, and an organic electroluminescent element having a self-assembled layer containing the compound, which is excellent in electrical properties and optical properties. CONSTITUTION: The compound having the hole transfer/injection ability is represented by the formula: Ar-R-SiX3 and the organic electroluminescent element contains a cathode, a hole transfer/injection layer, an organic luminescent layer, an electron transfer/injection layer, an anode, and the self-assembled layer placed between the cathode and the hole transfer/injection layer and comprising the compound represented by the formula: Ar-R-SiX3. In the formula, Ar is a functional group having the hole transfer/injection ability, wherein R1-R3 are identically or differently hydrogen atom, two aryl groups, or amine group having substituted aryl, or C1-C22 alkyl or alkoxy group, R is C1-C22 alkyl group, and X is alkoxy or halogen.

Abstract translation: 目的：提供具有优异的粘合性，热稳定性和时间稳定性的具有空穴转移/注射能力的化合物，以及具有含有该化合物的自组装层的有机电致发光元件，其电性能优异 和光学性质。 构成：具有空穴转移/注入能力的化合物由下式表示：Ar-R-SiX 3，有机电致发光元件含有阴极，空穴转移/注入层，有机发光层，电子转移/注入层， 阳极，以及置于阴极和空穴传输/注入层之间的自组装层，并且包含由下式表示的化合物：Ar-R-SiX 3。 在该式中，Ar是具有空穴转移/注入能力的官能团，其中R1-R3相同或不同，氢原子，两个芳基或具有取代芳基的胺基或C1-C22烷基或烷氧基，R是 C1-C22烷基，X是烷氧基或卤素。

公开(公告)号：KR1020020058978A

公开(公告)日：2002-07-12

申请号：KR1020000087121

申请日：2000-12-30

Applicant: 한국전자통신연구원 ,  한국과학기술원

Inventor： 도이미 ,  이정익 ,  추혜용 ,  김성현 ,  정태형 ,  이효영 ,  심홍구 ,  정병준 ,  윤종복

IPC: C09K11/06

CPC classification number: C09K11/06 ,  H01L51/0037 ,  H01L51/0042 ,  H01L51/0051 ,  H01L51/0065 ,  H01L51/0067 ,  H01L51/0068 ,  H01L51/0071 ,  H01L51/0072 ,  H01L51/0081 ,  H01L51/5012 ,  H01L2251/308 ,  Y10S428/917

Abstract: PURPOSE: Provided is an organic electroluminescent element using 4-(dicyanomethylene)-2-methyl-6-(p-(dimethylamino)styryl)-4H-pyran as a red light emitting material, which is excellent in thermal stability, synthesized simply, and shows high pure red. CONSTITUTION: The organic electroluminescent element contains a cathode, an organic layer containing a compound represented by the formula, and an anode, wherein X is O, S, CH2 or NR, R is low alkyl, R1 and R2 are tertiary amines containing rings or fused rings having 2-(dialkylamino)thienyl rings. And the organic electroluminescent element is produced by a process comprising the steps of: forming the cathode on a substrate, wherein the cathode is indium tin oxide; forming the organic layer containing the compound represented by the formula 6 on the cathode; forming the anode on the organic layer, wherein the anode is Al.

Abstract translation: 目的：提供使用4-（二氰基亚甲基）-2-甲基-6-（对 - （二甲基氨基）苯乙烯基）-4H-吡喃作为红色发光材料的有机电致发光元件，其热稳定性优异，简单合成， 并显示高纯红色。 构成：有机电致发光元件含有阴极，含有下式表示的化合物的有机层和阳极，其中X为O，S，CH 2或NR，R为低级烷基，R 1和R 2为含叔胺的环或 稠环具有2-（二烷基氨基）噻吩环。 并且有机电致发光元件通过包括以下步骤的方法制造：在衬底上形成阴极，其中阴极是氧化铟锡; 在阴极上形成含有式6表示的化合物的有机层; 在有机层上形成阳极，其中阳极是Al。

公开(公告)号：KR101544415B1

公开(公告)日：2015-08-17

申请号：KR1020140038530

申请日：2014-04-01

Applicant: 주식회사 동진쎄미켐 ,  한국과학기술원

Inventor： 이종찬 ,  배호기 ,  박찬석 ,  이상규 ,  정병준 ,  심홍구

IPC: C07D407/00 ,  C09K11/06 ,  H01L51/50

Abstract: 본발명은신규한백색발광고분자, 그제조방법및 이를이용한전기발광소자에관한것으로서, 하기화학식 1로표시되는본 발명의고분자는청색과주황색을구현하는단량체들로구성된단일사슬의백색발광고분자로서플루오렌계청색발광고분자를주사슬로하고여기에주황색을나타내는단량체를소량도입한구조적특징을가져순수한백색을안정하게구현할수 있으므로, 전기발광소자의백색발광물질로서유용하게사용될수 있다. [화학식 1]상기화학식 1에서, R,R,Ar, n 및 m은각각발명의상세한설명에서정의한바와같다.

公开(公告)号：KR1020140066675A

公开(公告)日：2014-06-02

申请号：KR1020140038530

申请日：2014-04-01

Applicant: 주식회사 동진쎄미켐 ,  한국과학기술원

Inventor： 이종찬 ,  배호기 ,  박찬석 ,  이상규 ,  정병준 ,  심홍구

IPC: C07D407/00 ,  C09K11/06 ,  H01L51/50

Abstract: The present invention relates to a novel white light-emitting polymer, a preparation method thereof, and an EL device using the polymer. The polymer of the present invention represented by the following Formula 1 is a white light-emitting polymer of a single chain composed of monomers realizing blue color and orange color and has a structure including a fluorene-based blue light-emitting polymer as a main chain and a small amount of monomers exhibiting the orange color. The polymer of the present invention may realize pure white color stably and may be usefully used as a white light-emitting material. In the above Formula 1, R_1, R_2, Ar, n and m are the same as defined in the detailed description of the invention.

Abstract translation: 本发明涉及一种新颖的白色发光聚合物，其制备方法和使用该聚合物的EL器件。 由下式1表示的本发明的聚合物是由实现蓝色和橙色的单体构成的单链的白色发光聚合物，并且具有包含芴系蓝色发光聚合物作为主链的结构 和少量显示橙色的单体。 本发明的聚合物可以稳定地实现纯白色，并可有效地用作白色发光材料。 在上述式1中，R 1，R 2，Ar，n和m与本发明的详细说明中所定义的相同。

公开(公告)号：KR1020080107840A

公开(公告)日：2008-12-11

申请号：KR1020070056142

申请日：2007-06-08

Applicant: 주식회사 동진쎄미켐 ,  한국과학기술원

Inventor： 이종찬 ,  배호기 ,  박찬석 ,  이상규 ,  정병준 ,  심홍구

IPC: C07D407/00

CPC classification number: Y02B20/181 ,  C09K11/06 ,  C09K2211/145 ,  H01L51/50

Abstract: A white light-emitting polymer is provided to realize white light through the energy transfer by introducing a monomer showing an orange-red color to a blue light emitting polymer as a main chain. A white light-emitting polymer is represented by the chemical formula 1. In the chemical formula 1, R1 and R2, are independently, hydrogen, silyl or C1 ~ C22 linear or branched alkyl group; Ar is a fluorene derivative, thiophene derivative or phenylene derivative; n and m are an integer of 1 - 10000, wherein n and m are satisfied with the n / m ratio of 9995/5 ~ 90/10; and Ar is 2,7- dibromo - 9,9 '- dioctylfluorene, and 2,7- dibromo -9,9' - dihexylfluorene, 2,7- dibromo - 9,9 '- dihexylfluorene task -1,2,3,4- tetrahydroquinoline, and 5,5' - dibromo -2,2'- di thiophene or 1,4- dibromo phenylene.

Abstract translation: 提供白色发光聚合物，通过将以橙色 - 红色表示的单体引入作为主链的蓝色发光聚合物，通过能量转移实现白光。 白色发光聚合物由化学式1表示。在化学式1中，R 1和R 2独立地为氢，甲硅烷基或C 1 -C 22直链或支链烷基; Ar是芴衍生物，噻吩衍生物或亚苯衍生物; n和m是1〜10000的整数，其中n和m满足999/5〜90/10的n / m比; 和Ar是2,7-二溴-9,9'-二辛基芴和2,7-二溴-9,9'-二己基芴，2,7-二溴-9,9'-二己基芴任务-1,2,3， 4-四氢喹啉和5,5'-二溴-2,2'-二噻吩或1,4-二溴亚苯基。

公开(公告)号：KR100362510B1

公开(公告)日：2002-11-27

申请号：KR1020000020719

申请日：2000-04-19

Applicant: 일진디스플레이(주) ,  한국과학기술원

Inventor： 심홍구 ,  정병준 ,  변기남 ,  우한영

IPC: C09K11/84

Abstract: 본 발명은 하기 화학식 1과 같은 다이싸이에노싸이오펜 골격을 포함한 공액화된 신규한 적색 발광 고분자, 그 제조방법 및 발광층에 그 고분자를 포함하는 발광소자에 관한 것이다. 화학식 1로 표현되는 본 발명의 공액화된 적색 발광 고분자는 좁은 밴드갭을 갖는 다이싸이에노싸이오펜 디알데히드 유도체를 알킬 등의 사슬을 갖는 아릴렌 디포스포늄염 또는 디포스포네이트 화합물과 반응시켜 얻을 수 있다. 본 발명의 적색 발광 고분자는 유기용매에 용해 가능하며, 완전히 공액화되어 있어 전기 발광 소자에서 낮은 구동전압을 가지며, 좁은 밴드갭을 가지고 있어 전기 발광 소자에서 저에너지 영역대인 적색영역, 특히, 순수한 적색영역에서 발광된다. 또한, 본 발명의 적색 발광 고분자를 이용하여 발광소자의 발광층을 형성함으로써 낮은 구동전압에서 적색발광을 할 수 있는 전기 발광소자를 얻을 수 있다. .
화학식 1

여기에서, Ar은 아릴렌기이다. R 및 R'는 수소 등의 치환기이다.