trans,trans-1,4-Bis[2-(3,4,5-trimethoxyphenyl)vinyl]benzene

Verbruggen, M.; Zhou, Yang; Lenstra, A. T. H.; Geise, H. J.

doi:10.1107/s0108270188008881

Cited by 17 publications

(10 citation statements)

References 3 publications

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“…The lack of this contact in 1,4-bis(3,4,5-trimethoxystyryl)benzene ( JACBIY ) is noteworthy. Although JACBIY still features methoxy substition at the 5 position of the terminal ring, the additional methoxy substitution leads to an environment at the end of the molecule that must minimize repulsive interactions between methoxy oxygens.…”

Section: Resultsmentioning

confidence: 99%

Packing Modes of Distyrylbenzene Derivatives

Bartholomew

Bazan

et al. 2000

Chem. Mater.

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A range of 1,4-distyrylbenzene derivatives were synthesized and characterized by single-crystal X-ray diffraction to investigate the effects of substitution on the resulting crystal lattices. Molecules in this report include 1,4-bis(2,2-diphenylethenyl)benzene (1), 1,4-bis(1-cyano-2,2-diphenylethenyl)benzene (2), 1,4-bis(1-cyano-2-phenylethenyl)benzene (3) 1,4-bis(2,5-dimethoxystyryl)benzene (4), 1,4-bis(3,5-dimethoxystyryl)benzene (5), 2,5-difluoro-1-(pentafluorostyryl)-4-(4-tert-butylstyryl)benzene (6), and 1,4-bis(4-nitrostyryl)benzene·2DMF (7). The lattice of each is described and contrasted in light of distyrylbenzene derivatives previously reported. The results of thermal analysis by differential scanning calorimetry are included to further examine the effect of substitution on crystal properties.

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Section: Resultsmentioning

confidence: 99%

Packing Modes of Distyrylbenzene Derivatives

Bartholomew

Bazan

et al. 2000

Chem. Mater.

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“…A further comparison with the systems 6-9, which are again model compounds for PPVs, confirms these results. Whereas the distyrylbenzene derivative 6 27 can be related to compound 4 insofar as it also has an unsubstituted central benzene ring, the oligo(1,4-phenylenevinylene)s 7, 28 8, 29 and 9 30 represent more extended model compounds.…”

Section: Resultsmentioning

confidence: 99%

“…The majority of the applications of PPVs and OPVs concern solids; therefore structure elucidations in the solid state are most important. Some X-ray studies of PPV model compounds [27][28][29][30][31][32] or PPV itself 33 have been performed; however, most of the compounds represent special substitution patterns which are not applicable to the PPVs most often used in devices.…”

Section: Introductionmentioning

confidence: 99%

Single-Crystal Structures of Model Compounds for Poly(2,5-dialkoxy-1,4-phenylenevinylene)

1999

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We report on the crystal structures of two alkoxy-substituted distyrylbenzene derivatives 4 and 5 which serve as model compounds for poly(1,4-phenylenevinylene)s and compare them to other known compounds 6-9 of similar structure. The obtained data are also related to two alkoxy-substituted stilbene derivatives 2 and 3 to recognize trends of torsion at the olefinic double bonds which are induced by substituents. Surprisingly, the direct impact of substituents on the torsion angles is negligible in comparison to crystal lattice effects. In contrast to quantum mechanical predictions, neither of the compounds 2-5 shows in the solid-state weak hydrogen bonding between the oxygen of the alkoxy side chains and the olefinic hydrogens.

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“…(1,4-Bis-[2-(3,4,5-trimethoxyphenyl)ethenyl]benzene has been reported to be relatively soluble in common solvents. 33) The synthesis of 3a shown in Scheme 2 proceeded with an overall yield of 17%. Monomers 3b, 3c, and 3d were prepared by similar methods (see supplementary material) but were only slightly soluble in THF.…”

Section: Resultsmentioning

confidence: 99%

A New Type of Blue-Light-Emitting Electroluminescent Polymer

Lee¹,

Schrock²,

Baigent³

et al. 1995

Macromolecules

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A blue-light-emitting electroluminescent polymer was prepared by the ring-opening metathesis polymerization (ROMP) method from a norbornene monomer (NBTPV-C5) that contains a phenylenevinylene oligomer unit as a side chain. A 50mer of NBTPV-C5 (MJMn = 1.10) was prepared in THF in 95% yield by employing Mo(NAr)(CHCMezPh)(O-t-Bu)z as the initiator. Electroluminescent devices were made with single layers of polyNBTPV-CB with IT0 as the anode and Ca as the cathode, both by itself and in blends containing the electron transport material, biphenyl-tert-butylphenyloxadiazole. Two layer devices using P W as a hole transport layer also were prepared. Electroluminescent quantum yields of up to 0.55% have been obtained.

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trans,trans-1,4-Bis[2-(3,4,5-trimethoxyphenyl)vinyl]benzene

Cited by 17 publications

References 3 publications

Packing Modes of Distyrylbenzene Derivatives

Packing Modes of Distyrylbenzene Derivatives

Single-Crystal Structures of Model Compounds for Poly(2,5-dialkoxy-1,4-phenylenevinylene)

A New Type of Blue-Light-Emitting Electroluminescent Polymer

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