公开(公告)号：WO2009142870A1

公开(公告)日：2009-11-26

申请号：PCT/US2009/041525

申请日：2009-04-23

Applicant: GENERAL ELECTRIC COMPANY ,  YE, Qing ,  LIANG, Yangang ,  LIU, Shengxia ,  CHICHAK, Kelly, Scott ,  LIU, Jie

Inventor： YE, Qing ,  LIANG, Yangang ,  LIU, Shengxia ,  CHICHAK, Kelly, Scott ,  LIU, Jie

IPC: C07D213/06 ,  C07D213/127 ,  C07D213/30 ,  C07D401/10 ,  C07D405/10 ,  C07D213/643 ,  H01L51/05

CPC classification number: C07D213/06 ,  C07D213/127 ,  C07D213/30 ,  C07D213/643 ,  C07D401/10 ,  C07D405/10 ,  Y10S428/917

Abstract: Organic compounds of formula I may be used in optoelectronic devices Fornula (I) wherein R 1 is, independently at each occurrence, a C 1 -C 20 aliphatic radical, a C 3 -C 20 aromatic radical, or a C 3 -C 20 cycloaliphatic radical; R 2 is, independently at each occurrence, a C 1 -C 20 aliphatic radical, a C 3 -C 20 aromatic radical, or a C 3 -C 20 cycloaliphatic radical; a is, independently at each occurrence, an integer ranging from 0-4; b is, independently at each occurrence, an integer ranging from 0-3; Ar 1 is a direct bond or heteroaryl, aryl, or alkyl or cycloalkyl; Ar 2 is heteroaryl, aryl, or alkyl or cycloalkyl; c is 0, 1 or 2; and n is an integer ranging from 2-4.

Abstract translation: 式I的有机化合物可以用于光电器件Fornula（I）其中R 1在每次出现时独立地为C 1 -C 20脂族基团，C 3 -C 20芳族基团或C 3 -C 20脂环族基团; R 2在每次出现时独立地为C 1 -C 20脂族基团，C 3 -C 20芳族基团或C 3 -C 20脂环族基团; a在每次出现时独立地为0-4的整数; b在每次出现时独立地为0-3的整数; Ar1是直接键或杂芳基，芳基或烷基或环烷基; Ar 2是杂芳基，芳基或烷基或环烷基; c为0,1或2; n为2-4的整数。

公开(公告)号：WO2008014037A3

公开(公告)日：2008-01-31

申请号：PCT/US2007/068620

申请日：2007-05-10

Applicant: GENERAL ELECTRIC COMPANY ,  SHIANG, Joseph, John ,  LITZ, Kyle, Erik ,  CELLA, James, Anthony ,  CHICHAK, Kelly, Scott ,  YE, Qing

Inventor： SHIANG, Joseph, John ,  LITZ, Kyle, Erik ,  CELLA, James, Anthony ,  CHICHAK, Kelly, Scott ,  YE, Qing

IPC: C07F15/00 ,  C09K11/06

Abstract: The present invention provides compositions comprising at least one novel organic iridium compound which comprises at least one cyclometallated ligand and at least one ketopyrrole ligand. The organic iridium compositions of the present invention are referred to as Type (1) organic iridium compositions and are constituted such that no ligand of the novel organic iridium compound has a number average molecular weight of 2,000 grams per mole or greater (as measured by gel permeation chromatography). Type (1) organic iridium compositions are referred to herein as comprising "organic iridium complexes". The novel organic iridium compositions are useful in optoelectronic electronic devices such as OLED devices and photovoltaic devices. In one aspect, the invention provides novel organic iridium compositions useful in the preparation of OLED devices exhibiting enhanced color properties and light output efficiencies.

公开(公告)号：WO2014051900A1

公开(公告)日：2014-04-03

申请号：PCT/US2013/056167

申请日：2013-08-22

Applicant: GENERAL ELECTRIC COMPANY

Inventor： LIU, Jie, Jerry ,  SISTA, Srinivas, Prasad ,  SHI, Xiaolei ,  ZHAO, Ri-an ,  CHICHAK, Kelly, Scott ,  YOUMANS, Jeffrey, Michael ,  JANORA, Kevin, Henry ,  TURNER, Larry, Gene ,  SHIANG, Joseph, John ,  NATARAJAN, Arunkumar ,  HELLER, Christian, Maria Anto

IPC: H01L51/50 ,  H01L51/52

CPC classification number: H01L51/5072 ,  H01L51/0067 ,  H01L51/5088 ,  H01L51/5268 ,  H01L2251/5369

Abstract: Light extraction from wet-coated OLED devices may be improved by optimizing the charge injection or transport layers to direct more light into a supporting substrate, thus maximizing the final light extraction efficiency. Accordingly, in one aspect, the present invention relates to an optoelectronic device (20) that has at least one charge carrier injecting or transporting layer (3) that includes inorganic nanoparticles (11, 12) having a bimodal particle size distribution and dispersed in an organic matrix. In another aspect, the present invention relates to an optoelectronic device (10) that includes an electron transporting layer (6) comprising inorganic nanoparticles (11) dispersed in an organic matrix. In yet another aspect, the present invention relates to an optoelectronic device (30, 40) wherein the surface of the electron transporting layer (6) that is contiguous to the cathode is uneven (14). In yet another aspect, the present invention relates to an optoelectronic device comprising • a substrate; • an anode; • a cathode; • an electroluminescent layer; and • electron transporting layer comprising a fluoro compound of formula I (Ar 2 ) n -Ar 1 -(Ar 2 ) n I wherein Ar 1 is C 5-C 40 aryl, C 5 -C 40 substituted aryl, C 5 -C 40 heteroaryl, or C 5 -C 40 substituted heteroaryl; • Ar 2 is, independently at each occurrence, fluoro- or fluoroalkyl- substituted C 5-40 heteroaryl; and • n is 1, 2, or 3.

Abstract translation: 可以通过优化电荷注入层或传输层以将更多光引导到支撑衬底中，从而最大化最终的光提取效率来改进来自湿涂覆的OLED器件的光提取。 因此，在一个方面，本发明涉及具有至少一个电荷载体注入或输送层（3）的光电子器件（20），所述电荷载体注入或输送层包括具有双峰粒度分布并分散在无机纳米粒子（11,12）中的无机纳米粒子 有机基质。 另一方面，本发明涉及一种光电子器件（10），其包括包含分散在有机基质中的无机纳米颗粒（11）的电子传输层（6）。 在又一方面，本发明涉及一种光电子器件（30,40），其中与阴极邻接的电子传输层（6）的表面是不平坦的（14）。 在又一方面，本发明涉及一种光电子器件，其包括：衬底; •阳极; •阴极; •电致发光层; 和●包含式I（Ar 2）n -Ar 1 - （Ar 2）n的氟化合物的电子传输层， 其中Ar 1是C 5 -C 40芳基，C 5 -C 40取代的芳基，其中Ar 1是C 5 -C 40芳基，C 5 -C 40取代 C 5 -C 40芳基，C 5 -C 40芳基，或C 5 -C 40取代的杂芳基; ●Ar 2 2在每次出现时独立地为氟代或氟代烷基取代的C 5-40芳基; 并且•n是1，2或3。

公开(公告)号：WO2010016994A1

公开(公告)日：2010-02-11

申请号：PCT/US2009/050218

申请日：2009-07-10

Applicant: GENERAL ELECTRIC COMPANY ,  LIU, Jie ,  CHICHAK, Kelly, Scott ,  DUGGAL, Anil, Raj ,  YE, Qing

Inventor： LIU, Jie ,  CHICHAK, Kelly, Scott ,  DUGGAL, Anil, Raj ,  YE, Qing

IPC: H01L51/50 ,  H01L51/00

CPC classification number: H01L51/5016 ,  C08G2261/1424 ,  C08G2261/3223 ,  C08G2261/512 ,  H01L51/0007 ,  H01L51/0037 ,  H01L51/004 ,  H01L51/0043 ,  H01L51/0072 ,  H01L51/0085 ,  H01L51/5036 ,  H01L2251/5361

Abstract: A method for forming multi-emissive phosphorescent layers for a phosphorescent OLED comprises coating a first phosphorescent material from a first solvent onto a first electrode and removing the first solvent to form a first emissive layer; and coating a second phosphorescent material from a second solvent onto the first emissive layer and removing the second solvent to form a second emissive layer, wherein the first and second emissive layers are not cured after coating, and wherein the first emissive layer has negligible solubility in the second solvent.

Abstract translation: 用于形成磷光OLED的多发射磷光层的方法包括将第一磷光材料从第一溶剂涂覆到第一电极上并除去第一溶剂以形成第一发射层; 以及将第二磷光材料从第二溶剂涂覆到所述第一发射层上并除去所述第二溶剂以形成第二发射层，其中所述第一发射层和所述第二发射层在涂覆后不固化，并且其中所述第一发射层在第 第二溶剂。

公开(公告)号：WO2010151389A1

公开(公告)日：2010-12-29

申请号：PCT/US2010/035904

申请日：2010-05-24

Applicant: GENERAL ELECTRIC COMPANY ,  LIANG, Yangang ,  LIU, Shengxia ,  WANG, Rui ,  LIU, Jie ,  CHICHAK, Kelly, Scott

Inventor： LIANG, Yangang ,  LIU, Shengxia ,  WANG, Rui ,  LIU, Jie ,  CHICHAK, Kelly, Scott

IPC: C07D213/127 ,  C07D213/26 ,  C07D213/30

CPC classification number: H01L51/0067 ,  C07D213/127 ,  C07D213/26 ,  C07D213/30

Abstract: An organic compound of formula (E) is made from a process comprising. reacting a compound of formula (A) and a compound of formula (B) to form a compound of formula (C); and reacting one of the compound of formula (C) and the compound of formula (D) with a first boron esterification reagent to generate a boronic acid or a boronic ester to react with another of the compound of formula (C) and the compound of formula (D) to form a compound of formula (E).

Abstract translation: 式（E）的有机化合物由包括的方法制备。 使式（A）化合物与式（B）化合物反应形成式（C）化合物; 并使式（C）化合物与式（D）化合物之一与第一硼酯化试剂反应，生成硼酸或硼酸酯与式（C）的化合物与式 式（D）化合物形成式（E）化合物。

公开(公告)号：WO2009142867A1

公开(公告)日：2009-11-26

申请号：PCT/US2009/041491

申请日：2009-04-23

Applicant: GENERAL ELECTRIC COMPANY ,  LIANG, Yangang ,  LIU, Shengxia ,  CHICHAK, Kelly, Scott ,  YE, Qing ,  LIU, Jie

Inventor： LIANG, Yangang ,  LIU, Shengxia ,  CHICHAK, Kelly, Scott ,  YE, Qing ,  LIU, Jie

IPC: C07D213/06 ,  C07D213/127 ,  C07D213/30 ,  C07D401/10 ,  C07D405/10 ,  C07D213/643 ,  H01L51/05

CPC classification number: C07D405/10 ,  C07D213/06 ,  C07D213/127 ,  C07D213/30 ,  C07D213/643 ,  C07D401/10 ,  Y10S428/917

Abstract: Organic compounds of formula I may be used in optoelectronic devices wherein R 1 is, independently at each occurrence, a C 1 -C 2O aliphatic radical, a C 3 -C 2O aromatic radical, or a C 3 -C 20 cycloaliphatic radical; R 2 is, independently at each occurrence, a C 1 -C 20 aliphatic radical, a C 3 -C 20 aromatic radical, or a C 3 -C 20 cycloaliphatic radical; a is, independently at each occurrence, an integer ranging from 0-4; b is, independently at each occurrence, an integer ranging from 0-3; Ar 1 is a direct bond or heteroaryl, aryl, or alkyl or cycloalkyl; Ar 2 is heteroaryl, aryl, or alkyl or cycloalkyl; c is 0, 1 or 2; and n is an integer ranging from 2-4.

Abstract translation: 式I的有机化合物可用于光电器件，其中R 1在每次出现时独立地为C 1 -C 20脂族基团，C 3 -C 20芳族基团或C 3 -C 20脂环族基团; R 2在每次出现时独立地为C 1 -C 20脂族基团，C 3 -C 20芳族基团或C 3 -C 20脂环族基团; a在每次出现时独立地为0-4的整数; b在每次出现时独立地为0-3的整数; Ar1是直接键或杂芳基，芳基或烷基或环烷基; Ar 2是杂芳基，芳基或烷基或环烷基; c为0,1或2; n为2-4的整数。

公开(公告)号：WO2011059553A1

公开(公告)日：2011-05-19

申请号：PCT/US2010/048360

申请日：2010-09-10

Applicant: GENERAL ELECTRIC COMPANY ,  YE, Qing ,  LIU, Jie ,  CHICHAK, Kelly, Scott

Inventor： YE, Qing ,  LIU, Jie ,  CHICHAK, Kelly, Scott

IPC: C08G61/12 ,  C08G73/02 ,  C09K11/00 ,  H01L51/00

CPC classification number: H01L51/0035 ,  C08G61/12 ,  C08G73/026 ,  C08G2261/1424 ,  C08G2261/148 ,  C08G2261/149 ,  C08G2261/1526 ,  C08G2261/3142 ,  C08G2261/3162 ,  C08G2261/411 ,  C09K11/06 ,  C09K2211/1416 ,  C09K2211/1425 ,  C09K2211/1433 ,  C09K2211/1466 ,  C09K2211/185 ,  H01L51/5012 ,  H05B33/14

Abstract: A polymer useful in an optoelectronic device comprises structural unit of formula I: wherein R 1 is, independently at each occurrence, a C 1- C 20 aliphatic radical, a C 3- C 20 aromatic radical, or a C 3- C 20 cyclo aliphatic radical; a is, independently at each occurrence, an integer ranging from 0-4; Ar 1 is aryl or heteroaryl; Ar 2 is fluorene; R 2 is alkylene, substituted alkylene, oxaalkylene, CO, or CO 2 ; R 3 , R 4 and R 5 are independently hydrogen, alkyl, alkoxy, alkylaryl, aryl, arylalkyl, heteroaryl, substituted alkyl; substituted alkoxy, substituted alkylaryl, substituted aryl, substituted arylalkyl, or substituted heteroaryl; and L is derived from phenylpyridine, tolylpyridine, benzothienylpyridine, phenylisoquinoline, dibenzoquinozaline, fluorenylpyridine, ketopyrrole, 2-(1- naphthyl)benzoxazole)), 2-phenylbenzoxazole, 2 phenylbenzothiazole, coumarin, thienylpyridine, phenylpyridine, benzothienylpyridine, 3 methoxy-2-phenylpyridine, thienylpyridine, phenylimine, vinylpyridine, pyridylnaphthalene, pyridylpyrrole, pyridylimidazole, phenylindole, derivatives thereof or combinations thereof.

Abstract translation: 可用于光电子器件的聚合物包括式I的结构单元：其中R 1在每次出现时独立地为C 1 -C 20脂族基，C 3 -C 20芳族基或C 3 -C 20环脂族基; a在每次出现时独立地为0-4的整数; Ar 1是芳基或杂芳基; Ar2是芴; R2是亚烷基，取代的亚烷基，氧杂亚烷基，CO或CO 2; R3，R4和R5独立地是氢，烷基，烷氧基，烷基芳基，芳基，芳基烷基，杂芳基，取代的烷基; 取代的烷氧基，取代的烷基芳基，取代的芳基，取代的芳基烷基或取代的杂芳基; 苯甲酰吡啶，二苯并喹嗪，芴基吡啶，酮吡咯，2-（1-萘基）苯并恶唑，2-苯基苯并恶唑，苯基苯并噻唑，香豆素，噻吩并吡啶，苯基吡啶，苯并噻吩基吡啶，3-甲氧基-2-苯基吡啶， 噻吩基吡啶，苯基亚胺，乙烯基吡啶，吡啶基萘，吡啶基吡咯，吡啶基咪唑，苯基吲哚，其衍生物或其组合。

公开(公告)号：WO2010080472A1

公开(公告)日：2010-07-15

申请号：PCT/US2009/068392

申请日：2009-12-17

Applicant: GENERAL ELECTRIC COMPANY ,  CHICHAK, Kelly, Scott ,  YE, Qing ,  LIANG, Yangang ,  LIU, Shengxia ,  WANG, Rui

Inventor： CHICHAK, Kelly, Scott ,  YE, Qing ,  LIANG, Yangang ,  LIU, Shengxia ,  WANG, Rui

IPC: C07D401/14 ,  H01L51/05

CPC classification number: C07D213/16 ,  C07D213/53

Abstract: Compound of formula C is made by reacting a compound of formula A with an pyridyl boronic acid or pyridyl borate esier to form a compound of formula B; and combining the compound of formula B with a pyridyl dihalide to form the compound of C; wherein R 3 R 4 , R 5 , R 6 and R 7 are, independently at each occurrence, a C 1 -C 20 aliphatic radical, a C 3 -C 20 aromatic radical or a C 3 -C 20 , cycioaliphatic radical; X is. independently at each occurrence, CH or N; Y is chloro or bromo; Z is bromo or iodo: and when Y is bromo, Z is iodo; d, e, and g are, independently at each occurrence, an integer ranging from 0-4; f is an integer ranging from 0-2; and h is an integer ranging from 0-3.

Abstract translation: 式C的化合物通过使式A的化合物与吡啶基硼酸或吡啶基硼酸盐反应形成式B的化合物来制备; 并将式B化合物与吡啶基二卤化物结合形成C的化合物; 其中R3 R4，R5，R6和R7在每次出现时独立地为C 1 -C 20脂族基团，C 3 -C 20芳族基团或C 3 -C 20环脂族基团; X是。 在每次出现时独立地为CH或N; Y是氯或溴; Z是溴或碘：当Y是溴时，Z是碘; d，e和g各自独立地为0-4的整数; f是0-2的整数; h为0-3的整数。

公开(公告)号：WO2010074957A1

公开(公告)日：2010-07-01

申请号：PCT/US2009/067115

申请日：2009-12-08

Applicant: GENERAL ELECTRIC COMPANY ,  CHICHAK, Kelly, Scott ,  BALES, Brian, Christopher ,  LITZ, Kyle, Erik

Inventor： CHICHAK, Kelly, Scott ,  BALES, Brian, Christopher ,  LITZ, Kyle, Erik

IPC: C07F15/00 ,  C09K11/06 ,  H01L51/50

CPC classification number: C07F15/0033 ,  C07F15/0073 ,  C07F15/0086

Abstract: The invention provides an organic metal complex represented by the formula (I), wherein M is a metal selected from Rh, Ir, or Pt; Y represents N or O; R 1 represents a hydrogen, a halogen, a nitro group, an amino group, a hydroxyl group, a C 3 -C 40 aromatic radical, a C 1 -C 50 aliphatic radical, and a C 3 -C 50 cycloaliphatic radical; R 2 represents a hydrogen, C 3 - C 20 aromatic radical, C 1 -C 50 aliphatic radical, or a C 3 -C 50 cycloaliphatic radical; or R 1 and R 2 , together with the adjacent Y, may form a ring, preferably a 5- or 6-membered ring; n1 has a value of from O to 3; and n2 has a value of O to 2; mi has a value of at least 1; and m 2 has a value of at least 1 provided that m 1 +m 2 is 3.

Abstract translation: 本发明提供由式（I）表示的有机金属络合物，其中M为选自Rh，Ir或Pt的金属; Y表示N或O; R1表示氢，卤素，硝基，氨基，羟基，C3-C40芳族基，C1-C50脂族基和C3-C50脂环族基; R 2表示氢，C 3 -C 20芳族基团，C 1 -C 50脂族基团或C 3 -C 50脂环族基团; 或R 1和R 2与相邻的Y一起可以形成环，优选5-或6-元环; n1的值从0到3; n2的值为0〜2; mi的值至少为1; 如果m1 + m2为3，则m2的值至少为1。

公开(公告)号：WO2010051100A1

公开(公告)日：2010-05-06

申请号：PCT/US2009/056160

申请日：2009-09-08

Applicant: GENERAL ELECTRIC COMPANY ,  LITZ, Kyle, Erik ,  CHICHAK, Kelly, Scott ,  WHISENHUNT, Donald, Wayne, Jr.

Inventor： LITZ, Kyle, Erik ,  CHICHAK, Kelly, Scott ,  WHISENHUNT, Donald, Wayne, Jr.

IPC: C07F15/00 ,  C07F15/06 ,  C09K11/06 ,  H01L51/00

CPC classification number: C07F15/0046 ,  C07F15/0033 ,  C07F15/06 ,  Y10S428/917

Abstract: Metal complexes of formula I and IA and polymers derived from the complexes are useful in optoelectronic devices (see I and IA) wherein M is Ir, Co or Rh; XX is a cyclometallated ligand (see XX); R 1 is hydrogen, alkyl, substituted alkyl, aryl, substituted aryl, arylalkyl, or substituted arylalkyl; R 2 is hydrogen, alkyl, substituted alkyl, aryl, substituted aryl, arylalkyl, substituted arylalkyl; and at least one of R 1 and R 2 is other than hydrogen; R 1a is hydrogen, alkyl, substituted alkyl, aryl, substituted aryl, arylalkyl, or substituted arylalkyl; R 2a is hydrogen, alkyl, substituted alkyl, aryl, substituted aryl, arylalkyl, substituted arylalkyl; and at least one of R 1a and R 2a is substituted alkyl, substituted aryl, substituted arylalkyl, and at least one substitutent of the substituted alkyl, substituted aryl, or substituted arylalkyl is a polymehzable group.

Abstract translation: 式I和IA的金属络合物和衍生自络合物的聚合物可用于光电器件（见I和IA），其中M是Ir，Co或Rh; XX是环金属配体（参见XX）; R 1是氢，烷基，取代的烷基，芳基，取代的芳基，芳基烷基或取代的芳基烷基; R2是氢，烷基，取代的烷基，芳基，取代的芳基，芳基烷基，取代的芳基烷基; 并且R 1和R 2中的至少一个不是氢; R 1a是氢，烷基，取代的烷基，芳基，取代的芳基，芳基烷基或取代的芳基烷基; R2a是氢，烷基，取代的烷基，芳基，取代的芳基，芳基烷基，取代的芳基烷基; 并且R 1a和R 2a中的至少一个是取代的烷基，取代的芳基，取代的芳烷基，并且取代的烷基，取代的芳基或取代的芳烷基的至少一个取代基是可聚合的基团。