JPWO2018016343A1 - 電荷輸送性薄膜形成用ワニス - Google Patents
電荷輸送性薄膜形成用ワニス Download PDFInfo
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- JPWO2018016343A1 JPWO2018016343A1 JP2018528485A JP2018528485A JPWO2018016343A1 JP WO2018016343 A1 JPWO2018016343 A1 JP WO2018016343A1 JP 2018528485 A JP2018528485 A JP 2018528485A JP 2018528485 A JP2018528485 A JP 2018528485A JP WO2018016343 A1 JPWO2018016343 A1 JP WO2018016343A1
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- thin film
- glycol
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- 239000010409 thin film Substances 0.000 title claims abstract description 79
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- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 153
- 239000002904 solvent Substances 0.000 claims abstract description 81
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 62
- 239000000126 substance Substances 0.000 claims abstract description 40
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- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract description 10
- DLFVBJFMPXGRIB-UHFFFAOYSA-N Acetamide Chemical group CC(N)=O DLFVBJFMPXGRIB-UHFFFAOYSA-N 0.000 claims abstract description 7
- 125000004043 oxo group Chemical group O=* 0.000 claims abstract description 4
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 63
- 150000004982 aromatic amines Chemical class 0.000 claims description 41
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 claims description 37
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 claims description 27
- 239000002019 doping agent Substances 0.000 claims description 20
- 238000004519 manufacturing process Methods 0.000 claims description 11
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- UWHCKJMYHZGTIT-UHFFFAOYSA-N Tetraethylene glycol, Natural products OCCOCCOCCOCCO UWHCKJMYHZGTIT-UHFFFAOYSA-N 0.000 claims description 5
- ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 claims description 5
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- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 51
- 125000003118 aryl group Chemical group 0.000 description 50
- 238000000034 method Methods 0.000 description 50
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- 125000001153 fluoro group Chemical group F* 0.000 description 40
- 239000010408 film Substances 0.000 description 38
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- 125000003172 aldehyde group Chemical group 0.000 description 5
- BCJCJALHNXSXKE-UHFFFAOYSA-N azado Chemical group C1C(C2)CC3CC1N([O])C2C3 BCJCJALHNXSXKE-UHFFFAOYSA-N 0.000 description 5
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- 238000005259 measurement Methods 0.000 description 5
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- PRPINYUDVPFIRX-UHFFFAOYSA-N 1-naphthaleneacetic acid Chemical compound C1=CC=C2C(CC(=O)O)=CC=CC2=C1 PRPINYUDVPFIRX-UHFFFAOYSA-N 0.000 description 4
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- VBVAVBCYMYWNOU-UHFFFAOYSA-N coumarin 6 Chemical compound C1=CC=C2SC(C3=CC4=CC=C(C=C4OC3=O)N(CC)CC)=NC2=C1 VBVAVBCYMYWNOU-UHFFFAOYSA-N 0.000 description 1
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- HTPBWAPZAJWXKY-UHFFFAOYSA-L zinc;quinolin-8-olate Chemical compound [Zn+2].C1=CN=C2C([O-])=CC=CC2=C1.C1=CN=C2C([O-])=CC=CC2=C1 HTPBWAPZAJWXKY-UHFFFAOYSA-L 0.000 description 1
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Images
Classifications
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D179/00—Coating compositions based on macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing nitrogen, with or without oxygen, or carbon only, not provided for in groups C09D161/00 - C09D177/00
- C09D179/02—Polyamines
-
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Abstract
Description
1.式(T1)で表される2,2,6,6−テトラアルキルピペリジン−N−オキシル誘導体と、電荷輸送性物質と、有機溶媒とを含み、前記有機溶媒が良溶媒及び貧溶媒を含むことを特徴する電荷輸送性薄膜形成用ワニス、
2.前記良溶媒が、アミド系溶媒、並びにジエチレングリコール、トリエチレングリコール及びテトラエチレングリコールのグリコール系溶媒からなる群から選ばれる1種以上であり、良溶媒と貧溶媒の比率が質量比で良溶媒:貧溶媒=10:90〜50:50である1の電荷輸送性薄膜形成用ワニス、
3.前記貧溶媒が、ジエチレングリコール、トリエチレングリコール及びテトラエチレングリコール以外のグリコール系溶媒、グリコールエーテル系溶媒、並びにグリコールエーテルアセテート系溶媒からなる群から選ばれる1種以上である1又は2の電荷輸送性薄膜形成用ワニス、
4.前記電荷輸送性物質が、分子量200〜9,500の電荷輸送性化合物を含む1〜3のいずれかの電荷輸送性薄膜形成用ワニス、
5.前記電荷輸送性物質が、分子量200〜9,500のアリールアミン誘導体及びチオフェン誘導体からなる群から選ばれる少なくとも1種を含む1〜4のいずれかの電荷輸送性薄膜形成用ワニス、
6.更にドーパントを含む1〜5のいずれかの電荷輸送性薄膜形成用ワニス、
7.前記ドーパントが、アリールスルホン酸を含む6の電荷輸送性薄膜形成用ワニス、
8.1〜7のいずれかの電荷輸送性薄膜形成用ワニスを用いて製造される電荷輸送性薄膜、
9.8の電荷輸送性薄膜を有する有機エレクトロルミネッセンス素子、
10.1〜7のいずれかの電荷輸送性薄膜形成用ワニスを用いることを特徴とする、電荷輸送性薄膜の製造方法、
11.1〜7のいずれかの電荷輸送性薄膜形成用ワニスを用いることを特徴とする、有機エレクトロルミネッセンス素子の製造方法
を提供する。
また、本発明の電荷輸送性薄膜形成用ワニスから得られる薄膜は、帯電防止膜、有機薄膜太陽電池の正孔捕集層等としての使用も期待される。
エチレングリコール、ジプロピレングリコール、1,2−エタンジオール(エチレングリコール)、1,2−プロパンジオール(プロピレングリコール)、1,2−ブタンジオール、2,3−ブタンジオール、1,3−ブタンジオール、1,4−ブタンジオール、1,5−ペンタンジオール、2−メチル−2,4−ペンタンジオール(ヘキシレングリコール)、1,3−オクチレングリコール、3,6−オクチレングリコール
等が挙げられる。
エチレングリコールモノメチルエーテル、エチレングリコールモノエチルエーテル、エチレングリコールモノプロピルエーテル、エチレングリコールモノイソプロピルエーテル、エチレングリコールモノブチルエーテル、エチレングリコールモノイソブチルエーテル、エチレングリコールモノヘキシルエーテル等のエチレングリコールモノアルキルエーテル類、プロピレングリコールモノメチルエーテル、プロピレングリコールモノエチルエーテル、プロピレングリコールモノプロピルエーテル、プロピレングリコールモノイソプロピルエーテル、プロピレングリコールモノブチルエーテル、プロピレングリコールモノイソブチルエーテル、プロピレングリコールモノヘキシルエーテル等のプロピレングリコールモノアルキルエーテル類等のアルキレングリコールモノアルキルエーテル類;
エチレングリコールモノフェニルエーテル等のエチレングリコールモノアリールエーテル類、プロピレングリコールモノフェニルエーテル等のプロピレングリコールモノアリールエーテル類等のアルキレングリコールモノアリールエーテル類;
エチレングリコールモノベンジルエーテル等のエチレングリコールモノアラルキルエーテル類、プロピレングリコールモノベンジルエーテル等のプロピレングリコールモノアラルキルエーテル類等のアルキレングリコールモノアラルキルエーテル類;
エチレングリコールブトキシエチルエーテル等のエチレングリコールアルコキシアルキルエーテル類、プロピレングリコールブトキシエチルエーテル等のプロピレングリコールアルコキシアルキルエーテル類等のアルキレングリコールアルコキシアルキルエーテル類;
エチレングリコールジメチルエーテル、エチレングリコールジエチルエーテル、エチレングリコールジプロピルエーテル、エチレングリコールジイソプロピルエーテル、エチレングリコールジブチルエーテル等のエチレングリコールジアルキルエーテル類、プロピレングリコールジメチルエーテル、プロピレングリコールジエチルエーテル、プロピレングリコールジプロピルエーテル、プロピレングリコールジイソプロピルエーテル、プロピレングリコールジブチルエーテル等のプロピレングリコールジアルキルエーテル類等のアルキレングリコールジアルキルエーテル類;
ジエチレングリコールモノメチルエーテル、ジエチレングリコールモノエチルエーテル、ジエチレングリコールモノプロピルエーテル、ジエチレングリコールモノイソプロピルエーテル、ジエチレングリコールモノブチルエーテル、ジエチレングリコールモノイソブチルエーテル、ジエチレングリコールモノヘキシルエーテルのジエチレングリコールモノアルキルエーテル類、ジプロピレングリコールモノメチルエーテル、ジプロピレングリコールモノエチルエーテル、ジプロピレングリコールモノプロピルエーテル、ジプロピレングリコールモノイソプロピルエーテル、ジプロピレングリコールモノブチルエーテル、ジプロピレングリコールモノイソブチルエーテル、ジプロピレングリコールモノヘキシルエーテル等のジプロピレングリコールモノアルキルエーテル類等のジアルキレングリコールモノアルキルエーテル類;
ジエチレングリコールモノフェニルエーテル等のジエチレングリコールモノアリールエーテル類、ジプロピレングリコールモノフェニルエーテル等のジプロピレングリコールモノアリールエーテル類等のジアルキレングリコールモノアリールエーテル類;
ジエチレングリコールジメチルエーテル、ジエチレングリコールジエチルエーテル、ジエチレングリコールジプロピルエーテル、ジエチレングリコールジイソプロピルエーテル、ジエチレングリコールジブチルエーテル等のジエチレングリコールジアルキルエーテル類、ジプロピレングリコールジメチルエーテル、ジプロピレングリコールジエチルエーテル、ジプロピレングリコールジプロピルエーテル、ジプロピレングリコールジイソプロピルエーテル、ジプロピレングリコールジブチルエーテル等のジプロピレングリコールジアルキルエーテル類等のジアルキレングリコールジアルキルエーテル類;
トリエチレングリコールモノメチルエーテル、トリエチレングリコールモノエチルエーテル等のトリエチレングリコールモノアルキルエーテル類、トリプロピレングリコールモノメチルエーテル、トリプロピレングリコールモノエチルエーテル等のトリプロピレングリコールモノアルキルエーテル類等のトリアルキレングリコールモノアルキルエーテル類;
トリエチレングリコールジメチルエーテル、トリエチレングリコールジエチルエーテル等のトリエチレングリコールジアルキルエーテル類、トリプロピレングリコールジメチルエーテル、トリプロピレングリコールジエチルエーテル等のトリプロピレングリコールジアルキルエーテル類等のトリアルキレングリコールジアルキルエーテル類
等が挙げられる。
エチレングリコールモノメチルエーテルアセテート、エチレングリコールモノエチルエーテルアセテート、エチレングリコールモノプロピルエーテルアセテート、エチレングリコールモノイソプロピルエーテルアセテート、エチレングリコールモノブチルエーテルアセテート等のエチレングリコールモノアルキルエーテルアセテート類、プロピレングリコールモノメチルエーテルアセテート、プロピレングリコールモノエチルエーテルアセテート、プロピレングリコールモノプロピルエーテルアセテート、プロピレングリコールモノイソプロピルエーテルアセテート、プロピレングリコールモノブチルエーテルアセテート等のプロピレングリコールモノアルキルエーテルアセテート類等のアルキレングリコールモノアルキルエーテルアセテート類;
エチレングリコールモノアセテート等のエチレングリコールモノアセテート類、プロピレングリコールモノアセテート等のプロピレングリコールモノアセテート類等のアルキレングリコールモノアセテート類;
エチレングリコールジアセテート等のエチレングリコールジアセテート類、プロピレングリコールジアセテート等のプロピレングリコールジアセテート類等のアルキレングリコールジアセテート類;
ジエチレングリコールモノメチルエーテルアセテート、ジエチレングリコールモノエチルエーテルアセテート、ジエチレングリコールモノプロピルエーテルアセテート、ジエチレングリコールモノイソプロピルエーテルアセテート、ジエチレングリコールモノブチルエーテルアセテート、ジエチレングリコールモノイソブチルエーテルアセテート、ジエチレングリコールモノヘキシルエーテルアセテートのジエチレングリコールモノアルキルエーテルアセテート類、ジプロピレングリコールモノメチルエーテルアセテート、ジプロピレングリコールモノエチルエーテルアセテート、ジプロピレングリコールモノプロピルエーテルアセテート、ジプロピレングリコールモノイソプロピルエーテルアセテート、ジプロピレングリコールモノブチルエーテルアセテート、ジプロピレングリコールモノイソブチルエーテルアセテート、ジプロピレングリコールモノヘキシルエーテルアセテート等のジプロピレングリコールモノアルキルエーテルアセテート類等のジアルキレングリコールモノアルキルエーテルアセテート類
等が挙げられる。
(a)陽極/正孔注入層/正孔輸送層/発光層/電子輸送層/電子注入層/陰極
(b)陽極/正孔注入層/正孔輸送層/発光層/電子注入輸送層/陰極
(c)陽極/正孔注入輸送層/発光層/電子輸送層/電子注入層/陰極
(d)陽極/正孔注入輸送層/発光層/電子注入輸送層/陰極
(e)陽極/正孔注入層/正孔輸送層/発光層/陰極
(f)陽極/正孔注入輸送層/発光層/陰極
(1)膜荒れ評価時のワニスの塗布:クラスターテクノロジー (株)製、インクジェットシステム
(2)真空乾燥装置:(株)メジャージグ製、マイクロ真空チャンバMJ-8S
(3)真空乾燥用ポンプ:(株)アルバック製、ターボ分子ポンプUTM-50/T9
(4)膜厚測定と膜面評価:(株)小坂研究所製、微細形状測定機サーフコーダET-4000
(5)素子評価時のワニスの塗布:ミカサ(株)製、スピンコーターMS-A100
(6)有機EL素子の作製:長州産業(株)製、多機能蒸着装置システムC-E2L1G1-N
(7)有機EL素子の輝度等の測定:(株)イーエッチシー製、I-V-L測定システム
(8)有機EL素子の寿命測定(LT95:輝度が初期輝度から5%低下する時間の測定):(株)イーエッチシー製、有機EL輝度寿命評価システムPEL-105S
[実施例1−1]
ジエチレングリコール(8.0g)及びトリエチレングリコールジメチルエーテル(12.0g)からなる混合溶媒に式(b−1)で表されるアリールスルホン酸0.431gを溶解後、式(f)で表されるアリールアミン誘導体0.188gと、オキソ−TEMPO(東京化成工業(株)製)0.050gとを、加え、50℃、400rpm、10分間攪拌した。これにより、アリールアミン誘導体は完全に溶媒に溶解した。得られた溶液を孔径0.2μmのPTFE製フィルターを用いて濾過し、電荷輸送性ワニスAを得た。なお、前記アリールアミン誘導体は、国際公開第2015/050253号記載の方法に従って、前記アリールスルホン酸は、国際公開第2006/025342号記載の方法に従って、それぞれ合成した。
実施例1−1で使用したオキソ−TEMPOのかわりに、RBがヒドロキシ基であるヒドロキシ−TEMPO(東京化成工業(株)製)0.050gを用いた以外は、実施例1−1と同様の方法でワニスを調製し、50℃、400rpm、10分間攪拌した。これにより、アリールアミン誘導体は完全に溶媒に溶解し、フィルター濾過後、電荷輸送性ワニスBを得た。
実施例1−1で使用したオキソ−TEMPOのかわりに、RBがアセトアミド基であるアセトアミド−TEMPO(東京化成工業(株)製)0.050gを用いた以外は、実施例1−1と同様の方法でワニスを調製し、50℃、400rpm、10分間攪拌した。これにより、アリールアミン誘導体は完全に溶媒に溶解し、フィルター濾過後、電荷輸送性ワニスCを得た。
実施例1−1で使用した混合溶媒のかわりに、1,3−ジメチル−2−イミダゾリジノン(6.6g)、2,3−ブタンジオール(8g)及びジプロピレングリコールモノメチルエーテル(5.4g)の混合溶媒を用いた以外は、実施例1−1と同様の方法でワニスを調製し、50℃、400rpm、10分間攪拌した。これにより、アリールアミン誘導体は完全に溶媒に溶解し、フィルター濾過後、電荷輸送性ワニスDを得た。
実施例1−4で使用したオキソ−TEMPOのかわりに、ヒドロキシ−TEMPO(東京化成工業(株)製)0.050gを用いた以外は、実施例1−4と同様の方法でワニスを調製し、50℃、400rpm、10分間攪拌した。これにより、アリールアミン誘導体は完全に溶媒に溶解し、フィルター濾過後、電荷輸送性ワニスEを得た。
実施例1−4で使用したオキソ−TEMPOのかわりに、アセトアミド−TEMPO(東京化成工業(株)製)0.050gを用いた以外は、実施例1−4と同様の方法でワニスを調製し、50℃、400rpm、10分間攪拌した。これにより、アリールアミン誘導体は完全に溶媒に溶解し、フィルター濾過後、電荷輸送性ワニスFを得た。
実施例1−1にてオキソ−TEMPOを加えないこと以外は、実施例1−1と同様の方法でワニスを調製したが、70℃、400rpm、30分間の攪拌後も、アリールアミン誘導体は溶解しきらなかった。
実施例1−4にてオキソ−TEMPOを加えないこと以外は、実施例1−4と同様の方法でワニスを調製したが、70℃、400rpm、30分間の攪拌後も、アリールアミン誘導体は溶解しきらなかった。
実施例1−1で使用したオキソ−TEMPOのかわりに、TEMPO(東京化成工業(株)製)0.050gを用いた以外は、実施例1−1と同様の方法でワニスを調製し、50℃、400rpm、10分間攪拌した。これにより、アリールアミン誘導体は完全に溶媒に溶解し、フィルター濾過後、電荷輸送性ワニスGを得た。
実施例1−4で使用したオキソ−TEMPOのかわりに、TEMPO(東京化成工業(株)製)0.050gを用いた以外は、実施例1−4と同様の方法でワニスを調製し、50℃、400rpm、10分間攪拌した。これにより、アリールアミン誘導体は完全に溶媒に溶解し、フィルター濾過後、電荷輸送性ワニスHを得た。
実施例1−1で使用したオキソ−TEMPOのかわりに、これと同様に汎用される有機酸化剤である2−アザアダマンタン−N−オキシル(以下、AZADOという。)0.050gを用いた以外は、実施例1−1と同様の方法でワニスを調製したが、70℃、400rpm、30分間の攪拌後も、アリールアミン誘導体は溶解しきらなかった。なお、AZADOは、国際公開第2010/123115号及び国際公開第2006/001387号、並びにJ. Am. Chem. Soc., 2006, 128 (26), pp. 8412-8413及びそのサポーティングインフォメーションを参考に合成した。
実施例1−4で使用したオキソ−TEMPOのかわりに、AZADO0.050gを用いた以外は、実施例1−4と同様の方法でワニスを調製したが、70℃、400rpm、30分間の攪拌後も、アリールアミン誘導体は溶解しきらなかった。
実施例1−1で使用したオキソ−TEMPOのかわりに、RBがアミノ基であるアミノ−TEMPO(東京化成工業(株)製)0.050gを用いた以外は、実施例1−1と同様の方法でワニスを調製したが、70℃、400rpm、30分間の攪拌後も、アリールアミン誘導体は溶解しきらなかった。
実施例1−4で使用したオキソ−TEMPOのかわりに、アミノ−TEMPO(東京化成工業(株)製)0.050gを用いた以外は、実施例1−4と同様の方法でワニスを調製したが、70℃、400rpm、30分間の攪拌後も、アリールアミン誘導体は溶解しきらなかった。
[実施例2−1]
ピクセル幅(構造物間)90×180μm、高さ1.5μmの撥液性構造物を有するITO基板と実施例1−1で作製した電荷輸送性ワニスAを用い、インクジェット法によりピクセル内に液膜を形成し、真空乾燥装置にて溶媒を揮発させることにより、膜厚約200nmの乾燥膜を作製した。その後、微細形状測定機サーフコーダET−4000にてピクセル内の長軸方向の表面粗さ(Ra)を測定した。結果を表20に併記する。また、ピクセル内の長軸方向の膜プロファイルを図1に示す。
実施例1−2で作製した電荷輸送性ワニスBを用いた以外は、実施例2−1と同様に乾燥膜の表面粗さを評価した。結果を表20及び図1に示す。
実施例1−3で作製した電荷輸送性ワニスCを用いた以外は、実施例2−1と同様に乾燥膜の表面粗さを評価した。結果を表20及び図1に示す。
比較例1−3で作製した電荷輸送性ワニスGを用いた以外は、実施例2−1と同様に乾燥膜の表面粗さを評価した。結果を表20及び図1に示す。
以下の実施例及び比較例において、ITO基板としては、ITOが表面上に膜厚150nmでパターニングされた25mm×25mm×0.7tのガラス基板を用い、使用前にO2プラズマ洗浄装置(150W、30秒間)によって表面上の不純物を除去したものを使用した。
電荷輸送性ワニスAを、スピンコーターを用いてITO基板に塗布した後、大気下で、120℃で1分間仮焼成をし、次いで230℃で15分間本焼成をし、ITO基板上に50nmの薄膜を形成した。
その上に、蒸着装置(真空度2.0×10-5Pa)を用いてα−NPD及びアルミニウムの薄膜を順次積層し、HODを得た。蒸着は、蒸着レート0.2nm/秒の条件で行った。α−NPD及びアルミニウムの薄膜の膜厚は、それぞれ30nm及び80nmとした。
なお、空気中の酸素、水等の影響による特性劣化を防止するため、HODは封止基板により封止した後、その特性を評価した。封止は、以下の手順で行った。
酸素濃度2ppm以下、露点−85℃以下の窒素雰囲気中で、HODを封止基板の間に収め、封止基板を接着材((株)MORESCO製モレスコモイスチャーカットWB90US(P))により貼り合わせた。この際、捕水剤(ダイニック(株)製HD-071010W-40)をHODと共に封止基板内に収めた。貼り合わせた封止基板に対し、UV光を照射(波長365nm、照射量6,000mJ/cm2)した後、80℃で1時間、アニーリング処理して接着材を硬化させた。
電荷輸送性ワニスAのかわりに電荷輸送性ワニスBを用いた以外は、実施例3−1と同様の方法でHODを作製した。
電荷輸送性ワニスAのかわりに電荷輸送性ワニスCを用いた以外は、実施例3−1と同様の方法でHODを作製した。
電荷輸送性ワニスAのかわりに電荷輸送性ワニスGを用いた以外は、実施例3−1と同様の方法でHODを作製した。
以下の実施例及び比較例において、ITO基板としては、ITOが表面上に膜厚150nmでパターニングされた25mm×25mm×0.7tのガラス基板を用い、使用前にO2プラズマ洗浄装置(150W、30秒間)によって表面上の不純物を除去したものを使用した。
電荷輸送性ワニスAを、スピンコーターを用いてITO基板に塗布した後、120℃で1分間乾燥し、更に、大気雰囲気下、230℃で15分間焼成し、ITO基板上に50nmの均一な薄膜を形成した。
次いで、薄膜を形成したITO基板に対し、蒸着装置(真空度1.0×10-5Pa)を用いてα−NPDを0.2nm/秒にて30nm成膜した。次に、CBPとIr(PPy)3を共蒸着した。共蒸着はIr(PPy)3の濃度が6%になるように蒸着レートをコントロールし、40nm積層させた。次いで、Alq3、フッ化リチウム及びアルミニウムの薄膜を順次積層して有機EL素子を作製した。この際、蒸着レートは、Alq3及びアルミニウムについては0.2nm/秒、フッ化リチウムについては0.02nm/秒の条件でそれぞれ行い、膜厚は、それぞれ20nm、0.5nm及び80nmとした。
なお、空気中の酸素、水等の影響による特性劣化を防止するため、有機EL素子は封止基板により封止した後、その特性を評価した。封止は、前記と同様の方法で行った。
電荷輸送性ワニスAのかわりに電荷輸送性ワニスBを用いた以外は、実施例4−1と同様の方法で有機EL素子を作製した。
電荷輸送性ワニスAのかわりに電荷輸送性ワニスGを用いた以外は、実施例4−1と同様の方法で有機EL素子を作製した。
Claims (11)
- 前記良溶媒が、アミド系溶媒、並びにジエチレングリコール、トリエチレングリコール及びテトラエチレングリコールのグリコール系溶媒からなる群から選ばれる1種以上であり、良溶媒と貧溶媒の比率が質量比で良溶媒:貧溶媒=10:90〜50:50である請求項1記載の電荷輸送性薄膜形成用ワニス。
- 前記貧溶媒が、ジエチレングリコール、トリエチレングリコール及びテトラエチレングリコール以外のグリコール系溶媒、グリコールエーテル系溶媒、並びにグリコールエーテルアセテート系溶媒からなる群から選ばれる1種以上である請求項1又は2記載の電荷輸送性薄膜形成用ワニス。
- 前記電荷輸送性物質が、分子量200〜9,500の電荷輸送性化合物を含む請求項1〜3のいずれか1項記載の電荷輸送性薄膜形成用ワニス。
- 前記電荷輸送性物質が、分子量200〜9,500のアリールアミン誘導体及びチオフェン誘導体からなる群から選ばれる少なくとも1種を含む請求項1〜4のいずれか1項記載の電荷輸送性薄膜形成用ワニス。
- 更にドーパントを含む請求項1〜5のいずれか1項記載の電荷輸送性薄膜形成用ワニス。
- 前記ドーパントが、アリールスルホン酸を含む請求項6記載の電荷輸送性薄膜形成用ワニス。
- 請求項1〜7のいずれか1項記載の電荷輸送性薄膜形成用ワニスを用いて製造される電荷輸送性薄膜。
- 請求項8記載の電荷輸送性薄膜を有する有機エレクトロルミネッセンス素子。
- 請求項1〜7のいずれか1項記載の電荷輸送性薄膜形成用ワニスを用いることを特徴とする、電荷輸送性薄膜の製造方法。
- 請求項1〜7のいずれか1項記載の電荷輸送性薄膜形成用ワニスを用いることを特徴とする、有機エレクトロルミネッセンス素子の製造方法。
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