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Takashi Karatsu, Tsutomu Shiga, Akihide Kitamura, Tatsuo Arai, Hirochi ...
1994 Volume 23 Issue 5 Pages
825-826
Published: 1994
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Substitution of a 2-anthryl group at the nitrogen of N=NPh and N=CHPh bonds led to mutual isomerization between Z and E isomers on triplet sensitization giving photostationary mixtures very much rich in E isomers, although the substitution at the carbon of CH=NPh bond resulted in one-way Z → E isomerization in the triplet state likewise to CH=CHPh and C(CH
3)=NOCH
3 bonds.
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Seijiro Matsubara, Masahito Yoshioka, Kiitiro Utimoto
1994 Volume 23 Issue 5 Pages
827-830
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Catalytic amount of lanthanoid(III) triflates promoted the conjugate addition of amines to 2-alkenoic acid esters to give β-amino esters. The reaction of benzylamine with α,β-unsaturated esters containing a stereogenic center at γ-position proceeded diastereoselectivity to yield optically active β-lactam precursors.
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Seijiro Matsubara, Hideo Ukita, Tomohiro Kodama, Kiitiro Utimoto
1994 Volume 23 Issue 5 Pages
831-834
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The addition of organometallic reagents to imines or hydrazones containing 1,3-oxathiane as a chiral auxiliary proceeded with high diastereoselectivity and can be used as a key reaction for the preparation of chiral β-amino alcohols.
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Keiji Kabeta, Shigeru Wakamatsu, Takafumi Imai
1994 Volume 23 Issue 5 Pages
835-838
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Network polysilanes with methyl, phenyl, and ethoxy groups (Mw 530–7000) were prepared by a catalytic disproportionation reaction of methylethoxydisilanes in the presence of phenylethoxysilanes. Hexyl or cyclohexyl groups were also incorporated into polysilanes when corresponding alkoxysilanes were employed. Reaction of pentamethylethoxydisilane clarified a mechanism of the reaction.
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Keizou Itoh, Mitsunori Takeda, Masaaki Namekawa, Shinichi Nayuki, Yosh ...
1994 Volume 23 Issue 5 Pages
839-842
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A variety of pyranose derivatives with a trifluoromethyl group were synthesized and found to be excellent chiral dopants for ferroelectric liquid crystals. Relationships between molecular structures and induced ferroelectric properties were discussed.
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Hiroyuki Takahashi, Minoru Isobe
1994 Volume 23 Issue 5 Pages
843-846
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The photoprotein in the luminous squid,
Symplectoteuthis oualaniensis, was extracted in high salt solutions at low temperatures. It was partially purified to show bioluminescence when warmed to room temperature. To the resulting protein solution after this luminescence, three solutions containing dehydrocoelenterazine, its DTT adduct and GSH adduct were added to observe immediate light, respectively. These recorded the first reconstruction of the luminous system in this squid. Coelenterazine, however, gave only weak light in 2 h after addition.
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Hideko Koshima, Hironori Ichimura, Teruo Matsuura
1994 Volume 23 Issue 5 Pages
847-848
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Irradiation of the mixed crystal which is a simple mixture of carbazole and
trans-stilbene gave a photoadduct. The photochemical reaction proceeds at the interface of the crystallites of carbazole and
trans-stilbene in the mixed crystal.
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Norihiko Yoneda, Sheng-Qi Chen, Tsuyoshi Hatakeyama, Syoji Hara, Tsuyo ...
1994 Volume 23 Issue 5 Pages
849-850
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The selective displacement of formyl hydrogen (–(C=O)–H) to fluorine in aliphatic aldehydes was successfully carried out electrochemically to give acyl fluorides in base-nHF (base: pyridine or Et
3N, n = 3–6) electrolyte solution with or without solvents such as acetonitrile and sulfolane.
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Osamu Takayasu, Yumi Takegahara, Ikuya Matsuura
1994 Volume 23 Issue 5 Pages
851-854
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NiO physically mixed with an unreducible oxide such as MgO, SiO
2 and α-Al
2O
3 showed high activity in the formation of carbonaceous deposits after the reduction of NiO in a CH
4 stream. When the stream was switched to CO
2, the entire Ni was oxidized again to NiO after the removal of the deposits, though the entire Ni involved in a pure NiO or in a supported Ni/MgO was not oxidized. The size of Ni particles formed in these mixtures was less than 10 nm in diameter.
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Hiromi Yamashita, Nobuhiro Kamada, Hong He, Ken-ichi Tanaka, Shaw Ehar ...
1994 Volume 23 Issue 5 Pages
855-858
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The reduction of CO
2 with H
2O was investigated on the single crystals of TiO
2(100) and TiO
2(110); the former TiO
2(100) exhibiting a higher efficiency in the formation of CH
4 and CH
3OH than TiO
2(110). Measurements of the intermediate species formed on the TiO
2(100) single crystal were carried out using a high resolution electron energy loss spectroscopy (HREELS).
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Ill-Yun Jung, Yong-Jin Yoon, Kyu Seo Rhee, Gap Cheol Shin, Sung Chul S ...
1994 Volume 23 Issue 5 Pages
859-862
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A novel [3+2] dipolar cycloaddition of methoxy(α,β-alkynyl)tungsten carbene complexes with 1,3-thiazolium-4-olates, synthetic equivalents of thiocarbonyl ylide affords methoxy(thienyl)tungsten carbene complexes or methoxy(pyridyl)tungsten carbene complexes depending on the electronic nature of a substituent at N-3 on the 1,3-thiazole nucleus.
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Kazuko Takahashi, Atsushi Gunji, Kimio Akiyama
1994 Volume 23 Issue 5 Pages
863-866
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Novel
p-terphenoquinone analogues incorporating a central dihydrofurandiylidene skeleton have been synthesized. These quinones gave a stable radical cation and a stable radical anion on one-electron redox reactions showing an amphoteric property even though they do not contain any sulfur atom as an integral component. The radical cation and the radical anion of the tetra-
t-butyl derivative have been characterized by EPR spectroscopy.
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Yozo Miura, Eiji Yamano, Akira Miyazawa, Masashi Tashiro
1994 Volume 23 Issue 5 Pages
867-870
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Oxidation of 2,7-di-
t-butyl-1-hydroxypyrene yields persistent and oxygen-insensitive 2,7-di-
t-butyl-1-pyrenoxy radical (
2) with the following ESR parameters: (
aH) 0.532, 0.449, 0.430, 0.389, 0.164, 0.110, and 0.095 mT (
aH), and 2.0037 (
g). Radical
2 is isolated as a diamagnetic dimer which, upon dissolution, dissociates into
2 at room temperature. The Δ
H and Δ
S values for the dimer
2 radical equilibrium are determined to be 7.2 ± 2.0 kJ mol
−1 and −35 ± 15 J mol
−1 K
−1, respectively. The negative Δ
S value is briefly discussed.
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Masahito Ochiai, Kunio Oshima, Yukio Masaki
1994 Volume 23 Issue 5 Pages
871-874
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Nucleophilic vinylic substitutions of (Z)-(β-halovinyl)phenyliodonium salts with tetrabutylammonium halides proceed in a stereoselective manner with retention of configuration yielding vicinal (Z)-vinyl dihalides. This reaction competes with nucleophilic aromatic substitutions. Similar competition was observed in the reactions with potassium halides/cuprous halides.
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Masahiro Fujiwara, Kazuhisa Hitomi, Akio Baba, Haruo Matsuda
1994 Volume 23 Issue 5 Pages
875-876
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Selective C-alkylation of 2-methyl-1,3-cyclopentanedione and 2-methyl-1,3-cyclohexanedione was performed by using tetraphenylstibonium methoxide (Ph
4SbOMe). The presence of a substituent at the 2-position was essential for C-alkylation.
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Shigeaki Tanaka, Toshiya Yoshida, Tomohiro Adachi, Toshikatsu Yoshida, ...
1994 Volume 23 Issue 5 Pages
877-880
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Treatment of 1,1′-bis{chloro(η
4-cyclooctadiene)platinio}ferrocene with excess phenylacetylene and CuI in diethylamine/acetone results in the formation of a novel 1,1′-ferrocenediyl Pt
2Cu
3 acetylide complex (
4), of which structure is characterized by an X-ray diffraction analysis. Similar treatment of 1,1′-bis{phenylethynyl(η
4-cyclooctadiene)platinio}ferrocene also gave complex
4. The reaction of 1-{chloro(η
4-cyclooctadiene)platinio}ferrocene or 1-{phenylethynyl(η
4-cyclooctadiene)platinio}ferrocene affords a Pt
2Cu
4 acetylide complex.
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Tomohiro Suzuki, Kin-ichi Tsunoda, Hideo Akaiwa
1994 Volume 23 Issue 5 Pages
881-884
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Pyridyl and 4,5-dihydroimidazolyl groups bonded silica gel packed columns were newly prepared and applied to high performance liquid chromatographic analysis of coordinatively saturated as well as unsaturated metal chelates,
i.e., cobalt(III) and copper(II) acetylacetonates, respectively. The separation of those metal chelates may be caused by coordination interaction between the central metals and the immobilized neutral ligands.
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Toshihiro Takai, Eiichiro Hata, Teruaki Mukaiyama
1994 Volume 23 Issue 5 Pages
885-888
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In the presence of a catalytic amount of oxovanadium(IV) complexes coordinated with 1,3-diketone ligands, fused aromatic compounds such as naphthalenes and naphthol derivatives are smoothly oxygenated into the corresponding 1,4-naphthoquinones by combined use of molecular oxygen and crotonaldehyde under an atmospheric pressure.
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Soichi Sato, Naomichi Furukawa
1994 Volume 23 Issue 5 Pages
889-892
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Bis(2,2′-biphenylylene)selenurane readily reacts with various alcohols, phenols, thiols and selenol to give ligand coupling or ipso-substitution products under mild conditions via a two-step mechanism involving a σ-selenurane [10-Se-4 (C3O)], [10-Se-4 (C3S)] and [10-Se-4 (C3Se)] or corresponding selenonium salts as intermediates.
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Hideo Matsumura
1994 Volume 23 Issue 5 Pages
893-896
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Flocculation behavior of large egg-phosphatidylcholine liposomes caused by Ca
2+ under the influence of gravitational force due to the density difference between liposomes and medium has been studied. The greater the difference in density, the more closely packed are the structures or the flocs obtained.
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Hideyoshi Miyake, Kimiaki Yamamura
1994 Volume 23 Issue 5 Pages
897-900
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1-(Tributylstannyl)-2-alkene reacts with a solution of an aldehyde and BuSnCl
3 to give (Z)-homoallylic alcohol. Z-Selective 2-methyl-2-butenylation can be accomplished by using (Z)-2-methyl-1-(tributylstannyl)-2-butene instead of 1-(tributylstannyl)-2-alkene. This reaction is useful as a new method to make (Z)-double bond. An application of the present method for a synthesis of pheromones is also described.
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Hitoshi Matsumoto, Seiji Shinkai
1994 Volume 23 Issue 5 Pages
901-904
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It was shown that the Tb
3+ and Eu
3+ complexes of 5,11,17,23-tetraacetyl-25,26,27,28-tetrakis(
N,
N-diethylaminocarbonylmethoxy)calix[4]arene give the high luminescence quantum yields (Φ = 0.164 for Tb
3+ and 0.017 for Eu
3+). The mechanistic investigations established that the high quantum yields are due to the energy level suitable to the energy-transfer and the presence of the carbonyl groups which mediate the intersystem crossing.
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Hitoshi Ishida, Tomoyuki Ohba, Tomohiro Yamaguchi, Katsutoshi Ohkubo
1994 Volume 23 Issue 5 Pages
905-908
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The one-electron reduced species of N-propyl-4,4′-bipyridinium cation (
1+) which is generated under electrolysis at −1.1 V
vs. SCE was found to be able to react with CO
2 although it is even a neutral radical. The intermediate CO
2 adduct was furthermore reduced by one-electron at the same electrolysis potential to form a stable CO
2 adduct.
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Hironobu Soeda, Toshio Okuhara, Makoto Misono
1994 Volume 23 Issue 5 Pages
909-912
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Solid H
3PW
12O
40 catalyzed the alkylation of
p-xylene with 2-methylpropene to
t-butyl-
p-xylene with 75%-selectivity, while the selectivity with H
2SO
4 was only 7%. The selectivity of heteropolyacids tended to increase with the acid strength.
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Takakazu Yamamoto, Kenichi Kizu, Tsukasa Maruyama, Naoki Ooba, Satoru ...
1994 Volume 23 Issue 5 Pages
913-914
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A copolymer of pyridine-2,5-diyl and indigo-6,6′-diyl has been prepared by dehalogenation polycondensation using Ni(0) complex. The copolymer forms a good film, and the film shows the three-photon resonant third-order nonlinear susceptibility χ
(3) of about 10
−11 esu at absorption of poly(pyridine-2,5-diyl) unit.
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Toshiyuki Moriuchi, Toshikazu Hirao, Yoshiki Ohshiro, Isao Ikeda
1994 Volume 23 Issue 5 Pages
915-918
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Coexistence of 4-ethoxycarbonyl-3-methyl-2-cyclohexen-1-one facilitated the epoxidation reaction of styrenes with molecular oxygen catalyzed by FeCl
2 and the multidentate
N-heterocyclic podand ligand,
N,
N′-bis{2-(4-imidazolyl)ethyl}-2,6-pyridinedicarboxamide.
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Takayuki Ishida, Hidenori Tsuboi, Takashi Nogami, Hajime Yoshikawa, Ma ...
1994 Volume 23 Issue 5 Pages
919-922
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The polycrystalline sample of the title radical has a positive Weiss constant of 0.63 K. The ac susceptibility measurements indicated a ferromagnetic phase transition at about 0.4 K. The magnetization measured at 80 mK (below
Tc) showed a characteristic curve of a ferromagnet with a small hysteresis. The X-ray crystal structure analysis at room temperature revealed a two-dimensional network of the N–O sites (O···O distances are 5.96 and 6.09 Å) with an inter-sheet distance of 14.2 Å.
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Ken-ichi Fujita, Michio Iwaoka, Shuji Tomoda
1994 Volume 23 Issue 5 Pages
923-926
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Optically active diaryl diselenides carrying C
2 symmetrical chiral pyrrolidines are synthesized by the condensation between 2,2′-diselenobis(benzyl chloride) derivatives and chiral pyrrolidines and are applied to methoxyselenenylation of
trans-olefins. The observed diastereomeric excess (d.e.) is up to 60%.
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Takashi Hibino
1994 Volume 23 Issue 5 Pages
927-930
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An electrochemical cell, Pd | YSZ | Pd, was constructed to remove both NO and CH
4 from an oxidizing atmosphere. When the direct current was supplied to the cell at 700 °C in the reactant flow containing 1000 ppm NO, 1000 ppm CH
4 and an excess amount of O
2, NO was reduced to N
2 at the cathode, and CH
4 was oxidized to COx at the anode.
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Nami Sugita, Kotaro Araya
1994 Volume 23 Issue 5 Pages
931-932
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Four homologues of 4-(
trans-4-alkylcyclohexyl)-alkylbenzene were prepared and their liquid crystal properties were investigated. These homologues comprise an interesting and useful family of nematic liquid crystals with melting points below 0 °C. Eutectic mixture of these four compounds gave a stable nematic phase at temperatures between −22.8 and −50.2 °C.
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Wataru Fujita, Toshio Ishioka, Norio Teramae, Hiroki Haraguchi
1994 Volume 23 Issue 5 Pages
933-936
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The polymerization of pyrrole adsorbed on a roughened gold electrode was studied by surface enhanced Raman scattering (SERS) spectroscopy. It was found that pyrrole was polymerized at −0.2 V vs. SCE and under open circuit. It is concluded that the polymerization of pyrrole occurs by the catalytic action of adatoms on a roughened gold electrode because pyrrole is adsorbed with the molecular ring parallel to the surface plane.
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Sunao Yamada, Yasuhiro Yamada, Takashi Nakano, Taku Matsuo
1994 Volume 23 Issue 5 Pages
937-940
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Interfacial second harmonic generation (SHG) from amphiphilic ruthenium(II) tris(2,2′-bipyridine) complex (RuC12B) was clearly observed with an alkaline-treated glass substrate in a RuC12B - ethylacetate solution, but not with an octadecylsilyl (ODS)-derivatized glass substrate. Interference fringe patterns due to SHG strongly indicate that RuC12B is adsorbed at the alkaline-treated glass surfaces, with its head group pointing toward the glass surfaces.
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Shiro Kobayashi, Shaokui Cao
1994 Volume 23 Issue 5 Pages
941-944
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A bisgermylene and a bisstannylene with acyclic structure were synthesized for the first time by one-pot, two-step ligand substitution reactions from the corresponding germanium and tin dichlorides. The products were easily isolated by crystallization from diethyl ether and are stable at ambient temperatures under argon. Oxidative addition of the bisgermylene or bisstannylene to organic halides was examined.
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Dwi Siswanta, Hideaki Hisamoto, Hajime Tohma, Noriko Yamamoto, Koji Su ...
1994 Volume 23 Issue 5 Pages
945-948
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Based on the finding that dibenzyl ether (DBE) exhibited a relatively high selectivity for ammonium ion relative to potassium ion, four types of dibenzyl ethers were synthesized and their ammonium ion selectivities over alkali and alkaline-earth metal ions were examined with potentiometric measurements.
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Masaaki Kojima, Kiyohiko Nakajima, Masanobu Tsuchimoto, Miki Tanaka, T ...
1994 Volume 23 Issue 5 Pages
949-952
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A pair of diastereomers, I and II, of the titled complex were separated by liquid chromatography, and each of them crystallized in two different colors, green and orange. I(green) and II(green) were assigned to a mononuclear square pyramidal structure, while I(orange) and II(orange) to a polynuclear linear chain structure. The orange complexes turned green by heating at 195 °C in a few minutes. All of the four complexes undergo isomerization at 195 °C in the solid state to give an equilibrium mixture, I : II ≈ 1 : 1.
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Hiroshi Tanaka, Takeo Yoshioka
1994 Volume 23 Issue 5 Pages
953-956
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A new route for synthesis of 6-deoxyanthracyclinone has been developed. Preparation of the key intermediate 2-ethylenedioxy-9-pivaloyloxy-1,2,3,4-tetrahydroanthracene-5,8-dione was achieved by chemoselective reduction of the adduct of naphthazarin monopivalate with 1-methoxy-3-trimethylsiloxybutadiene, and successive dehydration of the resulting alcohol.
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Honjie Zhang, Yoshio Takeda, Yoshinori Minami, Kenichiro Yoshida, Taka ...
1994 Volume 23 Issue 5 Pages
957-960
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Three new taxane type diterpenoids, taxuyunnanine B, C and D were isolated together with the known taxusin, 2α-deacetoxytaxinine J and taxinine J from the roots of
Taxus yunnanensis and their structures were elucidated by spectroscopic means.
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Akira Nishinaga, Shinya Kojima, Takahiro Mashino, Kazushige Maruyama
1994 Volume 23 Issue 5 Pages
961-964
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Reduction of 2,6-di-
t-butyl-
p-quinols with NaBH
4 results unexpectedly in the regio- and stereoselective formation of the corresponding dihydro-
p-quinols. The novel reduction occurs via a quinoxyborohydride anion intermediate, which regulates the stereochemistry of the 4- and 6-positions in the products. Aromatization of the products is blocked by the
t-butyl groups.
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Kiyoshi Tanemura, Hiroshi Dohya, Masanori Imamura, Tsuneo Suzuki, Taka ...
1994 Volume 23 Issue 5 Pages
965-968
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A variety of 1,3-dithianes were converted to the corresponding carbonyl compounds in good yields by treatment with 1.5 equiv. of 2,3-dichloro-5,6-dicyano-p-benzoquinone (DDQ) in MeCN–H
2O (9 : 1).
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Eun-mi Han, Lee-mi Do, Yasuro Niidome, Masamichi Fujihira
1994 Volume 23 Issue 5 Pages
969-972
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The morphological change of vapor-deposited TPD (N,N′-diphenyl-N,N′-bis-(3-methylphenyl)-[1,1′-biphenyl]-4,4′-diamine) films, used as the hole transport layer of organic electroluminescent (EL) devices, on a glass plate was observed by atomic force microscopy (AFM) and friction force microscopy (FFM) in an ambient atmosphere. The TPD film was flat and amorphous as deposited, but was crystallized partially about a week later. By friction force loop measurement, we found that the bare glass surface was revealed between the crystals and between the amorphous film and the crystal due to mass transport for crystallization of TPD from the amorphous film.
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