TWI278248B - Organic electroluminescent device and organic light emitting medium - Google Patents
Organic electroluminescent device and organic light emitting medium Download PDFInfo
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- TWI278248B TWI278248B TW092118623A TW92118623A TWI278248B TW I278248 B TWI278248 B TW I278248B TW 092118623 A TW092118623 A TW 092118623A TW 92118623 A TW92118623 A TW 92118623A TW I278248 B TWI278248 B TW I278248B
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- organic light
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- 150000001454 anthracenes Chemical class 0.000 abstract description 3
- 150000001875 compounds Chemical class 0.000 abstract description 3
- -1 spiro fluorene derivatives Chemical class 0.000 abstract description 2
- 150000004982 aromatic amines Chemical class 0.000 abstract 1
- 239000002184 metal Chemical class 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 description 42
- 229910052799 carbon Inorganic materials 0.000 description 11
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 9
- 125000003545 alkoxy group Chemical group 0.000 description 8
- 125000003118 aryl group Chemical group 0.000 description 8
- 125000004104 aryloxy group Chemical group 0.000 description 8
- 125000000217 alkyl group Chemical group 0.000 description 7
- 125000001769 aryl amino group Chemical group 0.000 description 7
- 125000005843 halogen group Chemical group 0.000 description 6
- 125000004093 cyano group Chemical group *C#N 0.000 description 5
- 125000000753 cycloalkyl group Chemical group 0.000 description 5
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 5
- 125000004185 ester group Chemical group 0.000 description 4
- 125000002102 aryl alkyloxo group Chemical group 0.000 description 3
- UJOBWOGCFQCDNV-UHFFFAOYSA-N 9H-carbazole Chemical compound C1=CC=C2C3=CC=CC=C3NC2=C1 UJOBWOGCFQCDNV-UHFFFAOYSA-N 0.000 description 2
- KJTLSVCANCCWHF-UHFFFAOYSA-N Ruthenium Chemical group [Ru] KJTLSVCANCCWHF-UHFFFAOYSA-N 0.000 description 2
- 150000001721 carbon Chemical class 0.000 description 2
- 239000002019 doping agent Substances 0.000 description 2
- OGPBJKLSAFTDLK-UHFFFAOYSA-N europium atom Chemical group [Eu] OGPBJKLSAFTDLK-UHFFFAOYSA-N 0.000 description 2
- GVEPBJHOBDJJJI-UHFFFAOYSA-N fluoranthene Chemical compound C1=CC(C2=CC=CC=C22)=C3C2=CC=CC3=C1 GVEPBJHOBDJJJI-UHFFFAOYSA-N 0.000 description 2
- YNPNZTXNASCQKK-UHFFFAOYSA-N phenanthrene Chemical compound C1=CC=C2C3=CC=CC=C3C=CC2=C1 YNPNZTXNASCQKK-UHFFFAOYSA-N 0.000 description 2
- 229910052707 ruthenium Inorganic materials 0.000 description 2
- JRNVQLOKVMWBFR-UHFFFAOYSA-N 1,2-benzenedithiol Chemical compound SC1=CC=CC=C1S JRNVQLOKVMWBFR-UHFFFAOYSA-N 0.000 description 1
- YBQZXXMEJHZYMB-UHFFFAOYSA-N 1,2-diphenylhydrazine Chemical compound C=1C=CC=CC=1NNC1=CC=CC=C1 YBQZXXMEJHZYMB-UHFFFAOYSA-N 0.000 description 1
- FMMWHPNWAFZXNH-UHFFFAOYSA-N Benz[a]pyrene Chemical compound C1=C2C3=CC=CC=C3C=C(C=C3)C2=C2C3=CC=CC2=C1 FMMWHPNWAFZXNH-UHFFFAOYSA-N 0.000 description 1
- XNCOSPRUTUOJCJ-UHFFFAOYSA-N Biguanide Chemical compound NC(N)=NC(N)=N XNCOSPRUTUOJCJ-UHFFFAOYSA-N 0.000 description 1
- 229940123208 Biguanide Drugs 0.000 description 1
- SLGBZMMZGDRARJ-UHFFFAOYSA-N Triphenylene Natural products C1=CC=C2C3=CC=CC=C3C3=CC=CC=C3C2=C1 SLGBZMMZGDRARJ-UHFFFAOYSA-N 0.000 description 1
- 125000003282 alkyl amino group Chemical group 0.000 description 1
- 125000003710 aryl alkyl group Chemical group 0.000 description 1
- JNTHRSHGARDABO-UHFFFAOYSA-N dibenzo[a,l]pyrene Chemical compound C1=CC=CC2=C3C4=CC=CC=C4C=C(C=C4)C3=C3C4=CC=CC3=C21 JNTHRSHGARDABO-UHFFFAOYSA-N 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 150000005171 halobenzenes Chemical class 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- 239000010977 jade Substances 0.000 description 1
- 229910001507 metal halide Inorganic materials 0.000 description 1
- 150000005309 metal halides Chemical class 0.000 description 1
- 229910044991 metal oxide Inorganic materials 0.000 description 1
- 150000004706 metal oxides Chemical class 0.000 description 1
- UFWIBTONFRDIAS-UHFFFAOYSA-N naphthalene-acid Natural products C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 1
- 150000002790 naphthalenes Chemical class 0.000 description 1
- 239000005416 organic matter Substances 0.000 description 1
- 230000001590 oxidative effect Effects 0.000 description 1
- 125000001820 oxy group Chemical group [*:1]O[*:2] 0.000 description 1
- HKOOXMFOFWEVGF-UHFFFAOYSA-N phenylhydrazine Chemical compound NNC1=CC=CC=C1 HKOOXMFOFWEVGF-UHFFFAOYSA-N 0.000 description 1
- 229940067157 phenylhydrazine Drugs 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 125000005580 triphenylene group Chemical group 0.000 description 1
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- C07C13/54—Polycyclic hydrocarbons or acyclic hydrocarbon derivatives thereof with condensed rings with three condensed rings
- C07C13/547—Polycyclic hydrocarbons or acyclic hydrocarbon derivatives thereof with condensed rings with three condensed rings at least one ring not being six-membered, the other rings being at the most six-membered
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- B82—NANOTECHNOLOGY
- B82Y—SPECIFIC USES OR APPLICATIONS OF NANOSTRUCTURES; MEASUREMENT OR ANALYSIS OF NANOSTRUCTURES; MANUFACTURE OR TREATMENT OF NANOSTRUCTURES
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- C07C2603/44—Naphthacenes; Hydrogenated naphthacenes
- C07C2603/46—1,4,4a,5,5a,6,11,12a- Octahydronaphthacenes, e.g. tetracyclines
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- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
127.8248 第0921 18623N03號 民國1 〇 1年9月2 8日更疋 碳數7〜50之芳烷基、取代或未取代之碳數3〜5〇之環院 基、取代或未取代之碳數1〜50之烷氧基、取代或未取代 之碳數5〜50之芳氧基、取代或未取代之碳數5〜50之芳 胺基、或取代或未取代之碳數1〜20之烷胺基, g、h、i及j係分別表示〇〜5的整數, g、h、i及j爲2以上時,複數之A15〜A18可分別爲相同或 φ不同,且彼此鍵結可形成飽和或不飽和之環,R24及R25係分 別獨立表示氫原子、取代或未取代之碳數1〜10之烷基、 取代或未取代之碳數6〜20之芳基、取代或未取代之碳數7 〜5〇之芳烷基、取代或未取代之碳數1〜50之烷氧基、取 代或未取代之碳數5〜50之芳氧基,k及m係分別表示〇〜2 之整數,但是R24及R25中,至少一個爲取代或未取代之碳數 3〜10之二級或三級烷基) (B)選自以下述一般式(Π)所示之蒽衍生物 A3 — An— A4 ·· ( Π ) (式中,A η係表示被取代或未取代之碳數1〜6之烷基、 碳數3〜6之環烷基、碳數1〜6之烷氧基、碳數5〜18之 芳氧基、.碳數7〜18之芳烷氧基、碳數5〜16之芳胺基、 硝基、氰基、碳數1〜6之酯基或鹵原子所取代之二價蒽殘 基或未取代之二價蒽殘基,Α3及Α4係分別獨立表示被取 代或未取代之碳數1〜6之烷基、碳數3〜6之環烷基 '碳 數1〜6之烷氧基、碳數5〜18之芳氧基、碳數7〜18之芳 烷氧基、碳數5〜16之芳胺基、硝基、氰基、碳數1〜6之 酯基或鹵原子所取代之碳數6〜40之芳基或未取代之碳數 -4- 1278248 第092U8623N03號 民國1 0 1年9月28日更正 6〜4〇之芳基,A 3及A 4中至少一個爲被取代或未取代之碳 數1〜6之烷基、碳數3〜6之環烷基、碳數1〜6之烷氧基 、碳數5〜18之芳氧基、碳數7〜18之芳烷氧基、碳數5 〜16之芳胺基、硝基、氰基、碳數1〜6之酯基或鹵原子所 取代之一價縮合芳香環基或未取代之一價縮合芳香環基或 被取代或未取代之碳數1〜6之烷基、碳數3〜6之環烷基 、碳數1〜6之烷氧基、碳數5〜18之芳氧基、碳數7〜18 之芳烷氧基、碳數5〜16之芳胺基、硝基、氰基、碳數1 〜6之酯基或鹵原子所取代之碳數1〇以上之芳基,或未取代 之碳數10以上之芳基,這些可彼此相同或不同)中之至少 ~種的化合物。 5.如申請專利範圍第4項之有機電致發光元件,其中 (A )成分之一般式(V_b)中,A15〜A18爲選自碳數1〜 6之烷基、碳數3〜6之環院基、碳數1〜6之烷氧基、碳數 5〜18之芳氧基、碳數5〜16之芳胺基。 6 ·如申請專利範圍第4項之有機電致發光元件,其中— it又式(V-b)中’ X3係表示被碳數1〜6之院基、碳數3〜6 之環烷基、碳數1〜6之烷氧基、碳數5〜18之芳氧基、碳 數7〜18之芳院氧基、碳數5〜16之芳胺基、硝基、氰基 、碳數1〜6之酯基、鹵原子或苯基所取代之芘或窟之殘基 或未取代之或窟之殘基。 7 .如申請專利範圍第1或4項之有機電致發光元件, 其中(B)成分之以一般式(π)所示之蒽衍生物爲以下 述—般式(Π- a )所示之蒽衍生物 -5- 127.8248 第0921 18623N03號 民國101年9月28日更正 X 1 - A η - X 2 ...... ( Π — a ) (式中A n爲取代或未取代之二價之蒽殘基,χΐ及χ2係 分別獨立之取代或未取代之萘、菲、熒蒽 '蒽、芘、茈、 暈苯、窟、茜、二苯蒽、咔唑、三苯撐、玉紅省、苯並蒽 、苯基蒽、雙蒽、二蒽基苯或二苯並蒽之一價殘基)。 8. 如申請專利範圍第1或4項之有機電致發光元件, 鲁其係於一對電極之至少其中之一的表面上配置硫屬化合物 層、鹵化金屬層或金屬氧化物層。 9. 如申請專利範圍第1或4項之有機電致發光元件, 其係於一對電極之至少其中之一的表面上配置還原性摻雜 劑與有機物之混合區域或氧化性摻雜劑與有機物之混合區 域。 10. 如申請專利範圍第1或4項之有機電致發光元件’ 其中有機發光媒體層之厚度爲1 0〜4 0 0 nm。
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US9634254B2 (en) | 2010-05-18 | 2017-04-25 | Samsung Display Co., Ltd. | Organic material and organic light emitting diode display using same |
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