The Charge-transfer Bands in the Crystal Spectra of Molecular Compounds of Tetramethylbenzidine and Those of Benzidine

Amano, Tatsuya; Kuroda, Haruo; Akamatu, Hideo

doi:10.1246/bcsj.42.671

Cited by 16 publications

(8 citation statements)

References 6 publications

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“…it has been found that the direction of the transition moment of the second charge-transfer band is nearly perpendicular to that of the first charge-transfer band (Amano, Kuroda & Akamatu, 1969). We have carried out a theoretical investigation on the electronic transitions expected for the molecular arrangement shown in Fig.…”

Section: Structure Determination and Refinementmentioning

confidence: 99%

The crystal structures of the molecular complexes between benzidine and 7,7,8,8-tetracyano-p-quinodimethane. I. Benzidine–TCNQ complex containing dichloromethane

Ikemoto¹,

Chikaishi²,

Yakushi³

et al. 1972

Acta Crystallogr Sect B

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Crystals of the 1 : 1 complex of benzidine and 7,7,8,, containing dichloromethane in the crystal lattice, are monoclinic, space group 12/m, with a=20.892, b=9"950, c= 6.445 *, fl= 91.92 °, Z= 2. The structure was refined by three-dimensional analysis using the blockdiagonal and full-matrix least-squares method. Benzidine and TCNQ molecules are alternately stacked along the c axis to form columns, with the molecular planes almost parallel to each other. Between the columns there are channels running along the c axis, in which dichloromethane molecules are sited.

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Section: Structure Determination and Refinementmentioning

confidence: 99%

The crystal structures of the molecular complexes between benzidine and 7,7,8,8-tetracyano-p-quinodimethane. I. Benzidine–TCNQ complex containing dichloromethane

Ikemoto¹,

Chikaishi²,

Yakushi³

et al. 1972

Acta Crystallogr Sect B

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“…It was reported that the composition ratio of TCNQ:N-TMB in the CT complex is 1:1. 28 In the present case, the composition ratio of C 18 TCNQ:N-TMB may be determined by studying the relation between the intensity changes of the two CtN stretching bands (2222 and 2213 cm -1 ) and the molar ratio changes of C 18 TCNQ:N-TMB.…”

Section: Resultsmentioning

confidence: 97%

“…The type of CT complex of N-TMB‚C 18 TCNQ is similar to that of the CT complex of N-TMB‚TCNQ. 28 Band Assignments. In Figure 4, bands at 2922 and 2852 cm -1 are assigned to CH 2 antisymmetric and symmetric stretching modes of the alkyl chain of C 18 TCNQ, respectively.…”

Section: Resultsmentioning

confidence: 99%

Preparation and Structural Characterization of Mixed-Stack Charge-Transfer Langmuir−Blodgett Films of 2-Octadecyl-7,7,8,8-tetracyanoquinodimethane and N,N,N‘,N‘-Tetramethylbenzidine

and

Ozaki

2000

Langmuir

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One-, three-, and seven-layer Langmuir-Blodgett (LB) films of a mixed-stack charge-transfer (CT) complex of 2-octadecyl-7,7,8,8-tetracyanoquinodimethane (C18TCNQ) and N,N,N′,N′-tetramethylbenzidine (N-TMB) were successfully deposited onto CaF2 plates and gold-evaporated glass slides at the surface pressure of 10 mN m -1 . This is the first time that the mixed-stack CT films of N-TMB‚C18TCNQ have been prepared by the LB technique. Ultraviolet-visible-near-infrared (UV-vis-NIR) and infrared spectroscopies have been employed to investigate the formation, degree of charge transfer, molecular orientation, and structure of the CT complex in the LB films. The appearance of a broad absorption band with its center at about 1750 nm reveals that the CT complex in the LB films is in the mixed-stack form. The frequency of a CtN stretching band of C18TCNQ in the CT complex indicates that the degree of charge transfer (F) is about 0.24. A comparison of the infrared band intensities between the transmission and RA spectra suggests that the chromophore planes for both C18TCNQ and N-TMB are nearly parallel to the substrate surface in the CT LB films. This result is in a good agreement with the requirement for the formation of the mixed-stack complex in which the donor and acceptor components should be in a face-to-face contact with each other. The hydrocarbon chain of C18TCNQ is considerably tilted with respect to the substrate normal in the CT LB films. The CT film (LB-doping film) of N-TMB‚C18TCNQ was also prepared by LBand donor-doping techniques. It was found that N-TMB‚C18TCNQ molecules are partly dissolved in the petroleum ether solution during the doping procedure.

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“…Structure determinations (12)(13)(14)(15)(16)(17) have been made for a few of the complexes that form crystals from solution.…”

Section: Tetrahalobenzoquinone Complexesmentioning

confidence: 99%

Electronic transitions of some pi-molecular charge transfer complexes. [Anthracene--pyromellitic dianhydride (PMDA) or pyrene--PMDA in naphthalene--PMDA host]

Beckman

1977

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The Charge-transfer Bands in the Crystal Spectra of Molecular Compounds of Tetramethylbenzidine and Those of Benzidine

Cited by 16 publications

References 6 publications

The crystal structures of the molecular complexes between benzidine and 7,7,8,8-tetracyano-p-quinodimethane. I. Benzidine–TCNQ complex containing dichloromethane

The crystal structures of the molecular complexes between benzidine and 7,7,8,8-tetracyano-p-quinodimethane. I. Benzidine–TCNQ complex containing dichloromethane

Preparation and Structural Characterization of Mixed-Stack Charge-Transfer Langmuir−Blodgett Films of 2-Octadecyl-7,7,8,8-tetracyanoquinodimethane and N,N,N‘,N‘-Tetramethylbenzidine

Electronic transitions of some pi-molecular charge transfer complexes. [Anthracene--pyromellitic dianhydride (PMDA) or pyrene--PMDA in naphthalene--PMDA host]

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