Bis l-naphthyl

Examples of reactions that have been carried out in these antimony(III) ionic liquids include the cyclizations of l,2-bis-(9-anthryl)-ethane (Scheme 5.1-12) and 1,2-bis-(l-naphthyl)-ethane (Scheme 5.1-13). A more detailed review of antimony(III) chloride molten salt chemistry has been published by Pagni [4]. 

I.G. Hill and A. Kahn, Combined photoemission in vacuotransport study of the indium tin oxide/copper phthalocyanine/A, iV8-diphenyl- N, NR-bis. l-naphthyl.-l,18biphenyM,49diamine molecular organic semiconductor system, J. Appl. Phys., 86 2116-2122 (1991). 

There are fewer UV absorbance studies of dinaphthylalkanes. Chandross and Dempster 9) have studied l,2-bis(l-naphthyl)ethane, l,3-bis(l-naphthyl)propane and l,4-bis(l-naphthyl)butane, as well as l,3-bis(2-naphthyl)propane and the compound l-(l-naphthyl)-3(2-naphthyl)propane. The latter had the same absorbance spectrum as a 50/50 mixture of 1- and 2-methylnaphthalene, while the bis compounds were shown to have the same absorbance spectrum as the corresponding methylnaphthalene isomer. These studies were made in a 90/10 v/v mixture of methylcyclohexane/isopen-... 

While the photodimerization of bis(l-naphthylmethyl) ether was acknowledged somewhat earlier 39), the photodimers were first characterized and the quantum yield of the dimerization determined by Todesco et al. U2). Both the syn- and anti-photodimers were formed in roughly equal amounts, and the quantum yield for formation of the anti-dimer was independent of solvent. However, the quantum yields for formation of the syn-dimer and for excimer fluorescence were found to vary with solvent such that their sum was independent of solvent. The fact that irradiation of l,3-bis(l-naphthyl)-1-propanol yields only the syn-photodimer 113> indicates that the conformational properties of oxygen are largely responsible for anii-dimerization in the ether compound. The possibility of photodimerization was unfortunately not considered in the fluorescence studies of protonated bis (1-naphthylmethyl) amine 115>, l,3-bis(4-methoxy-l-naphthyl) propane 116>, and meso-bis( 1 -(1 -naphthyl-ethyl) ether 13). 

All the above compounds yield excimer fluorescence when excited in room-temperature solution. However, because the rotational potential of the C—X bond and the nonbonded interactions of the substituents of the X atom differ from those of the C—C bond 126), the amount of excimer fluorescence from R(C—X—C)R differs from that of R(C—C—C)R. The heteroatom X can also influence the rotational state of the side groups R, as illustrated by the formation of the anti-photodimer in bis(l-naphthylmethyl)ether u2), but not in l,3-bis(l-naphthyl)propane 10). Finally, compounds having n 3 may exhibit excimer fluorescence, if the linkage contains one or more heteroatoms. For example, the—C—O—C—C— linkage in a,to-bis(2-naphthyl) compound allows excimer fluorescence to be observed in room-temperature solution39). 

There is evidence both for and against the contention that only (me excimer fluorescencepeakandlifetimeispossibleforbis(l-naphthyl)compoundshavingn = 3. Studies of l,3-bis(l-naphthyl)propane9,107,lls,129) and bis(l-naphthylmethyl)ether 39.ii4.iis) jjj various solvents over a range of temperatures have found only one excimer fluorescence peak and decay rate (even though there appear to be two possible excimer structures in the ether compound 114). On the other hand, fluorescence peaks attributed to two excimer types have been recorded at 28,200 and 26,700 cm-1 for meso-bis( 1 -(1 -naphthyl)-ethyl)ether13), and at 27,000 and 24,400 cm-1 both for the compound l,3-bis(4-methoxy-l-naphthyl)propane and for l,3-bis(4-hydroxy-l-naphthyl)propane U6). 

Methyl bis(l-naphthyl)bismuthinate, Np.BiOCH,. The reagent is obtained in 80% yield by reaction of tris(l-naphthyl)bismuthine, Np3Bi, with chloramine-T in methanol. ... 

Among arylamine semiconductors, indolo[3,2-ib]carbazole (5) is an appealing system for studies because it has a relatively large and planar molecular structure to enable facile establishment of higher structural order for charge transport [57, 58]. Earlier, we reported the use of 5,ll-bis(l-naphthyl)indolo[3,2-jb]carbazole, a derivative of 5, as a hole transport material in OLEDs [59]. Because of its sterically encumbered naphthyl substituents, this compound forms only an amorphous film on vacuum deposition, and mobility is low in OTFTs, as expected. 

Diphenyl ditellurium (17% yield) and bis[l-naphthyl] ditellurium were isolated after disodium ditelluride and the aryl iodide were irradiated in a liquid ammonia medium with a UV-lamp. The reaction mixtures were oxidized with air2. 

Bis[l-naphthyl] Ditellurium2 To a stirred solution of 0.15 mol of naphthyl lithium in 200 ml of anhydrous diethyl ether under an inert atmosphere are added in small portions 18 g (0.14 mol) of commercial tellurium powder. After completion of the addition, the mixture is stirred and heated under reflux for 30 min and then poured into aqueous 6 molar hydrochloric acid containing ice. This operation must be performed in a well-ventilated hood to avoid exposure to hydrogen telluride. Air is then bubbled through the filtered mixture which is subsequently extracted several times with diethyl ether. The extracts arc dried with magnesium sulfate and evaporated. The residue is recrystallized from petroleum ether (b.p. 20-40°) yield 66% m.p. 119- 122°. Similarly prepared were the following diaryl ditellurium compounds ... 

Symmetrically substituted carbodiimides are also obtained from iminophosphoranes and carbon dioxide or carbon disulfide, involving isocyanates or isothiocyanates as intermediates. Instead of the heterocumulenes di-t-butylcarbonate is also used in the reaction with iminophosphoranes. For example, bis(l-naphthyl)carbodiimide is obtained in 64 % yield using this procedure. 

Tokuhisa et al. (1995) investigated electron transport in a series of oxadiazole derivatives doped into PC. The derivatives were 2-(4-biphenyl)-5-(4-/-butyl-phenyl)-l,3,4-oxadiazole (PBD), 2,5-bis(l-naphthyl)-l,3,4-oxadiazole (BND), 2,5-bis(3-methoxyphenyl)-l,3,4-oxadiazole (BMD), 2,5-bis(4-diphenylamino-phenyl)-l,3,4-oxadiazole (BAPD), and 2,5-bis(4-diphenylaminophenyl)-l,3,4-oxadiazole (BDD). Electron transport in these materials has been described in the preceding section. By the incorporation of a donor functionality (diethyl-amino or diphenylamino) into the oxadiazole skeleton, both hole and electron transport were observed. For BDD doped PC, jxn = 6.5x 10-8 cm2/Vs and Up = 9.8 x 10-8 cm2/Vs (the field was not specified). The work of Murray et al. (1996), Kaeding et al. (1996), and Tokuhisa et al. are the only references to... 

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