Red shift in optical absorption of erbium and dysprosium diphthalocyanine thin films on exposure to chlorine

Krier, A.; Parr, T. P.; Davidson, K.; Collins, R. A.

doi:10.1002/(sici)1099-0712(199607)6:4<203::aid-amo241>3.0.co;2-#

Cited by 4 publications

(3 citation statements)

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“…The use of Er and Dy diphtalocyanines for Cl2 sensing instead of monophtalocyanines (diphtalocyanines show better red shift in absorption spectra, explanation was obtained from the analysis of structural change during interaction (di)phtalocyanine...Cl) [10], condensation within one combined molecule mesogenic and photosenstitzation functions (constructtion of command surfaces) [1 1J, combining within one molecule of two different chromophores linked by bridging spacer [1 2] are some examples of molecular engineering approach for design of new materials for electronic. The use of Er and Dy diphtalocyanines for Cl2 sensing instead of monophtalocyanines (diphtalocyanines show better red shift in absorption spectra, explanation was obtained from the analysis of structural change during interaction (di)phtalocyanine...Cl) [10], condensation within one combined molecule mesogenic and photosenstitzation functions (constructtion of command surfaces) [1 1J, combining within one molecule of two different chromophores linked by bridging spacer [1 2] are some examples of molecular engineering approach for design of new materials for electronic.…”

Section: Resultsmentioning

confidence: 99%

<title>Crystal structures of metal complex sensitizers of TiO<formula><inf><roman>2</roman></inf></formula> nanopowders</title>

Shklover

Barbé

Zakeeruddin

et al. 1997

Optical Materials Technology for Energy Efficiency and Solar Energy Conversion XV

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The X-ray structure determination of three efficient Ru complex sensitizers of Ti02 nanopowders was carried out. The coordination of Ru was analyzed in terms of asymmetric ligand surrounding of metal atom and influence of chelate itconjugated ligands on the bonding of Ru with ligands and on the intermolecular association of complexes. The layered character of all three studied crystal structures could be correlated with the pecularities of their molecular structures (polarity; presence of it-conjugated moieties), what opens the possibility of using of molecular engineering methods to influence the anchoring and ordering of sensitizer molecules on semiconductor surfaces.

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Section: Resultsmentioning

confidence: 99%

<title>Crystal structures of metal complex sensitizers of TiO<formula><inf><roman>2</roman></inf></formula> nanopowders</title>

Shklover

Barbé

Zakeeruddin

et al. 1997

Optical Materials Technology for Energy Efficiency and Solar Energy Conversion XV

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“…These compounds are capable of coordinating many elements of the Periodic Table, including lanthanides, to form coordination compounds with various structures, both single-decker and sandwich-like [4]. The latter may be used as sensors [5][6][7], materials for ionizing radiation detectors [8], dyes for passive synchronization of laser modes [9], and electrochromic materials [10]. Among numerous sandwich-like complexes, mixed-ligand coordination compounds containing tetrabenzoporphyrin and phthalocyanine fragments were studied most poorly [11,12], whereas coordination compounds based on tetrabenzocorrins were not reported at all.…”

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confidence: 99%

Synthesis and spectral parameters of symmetric and unsymmetrical sandwich-like double- and triple-decker lanthanide complexes containing 1-methyltetrabenzooctadehydrocorrin and phthalocyanine fragments

2011

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Single-and double-decker lanthanide complexes with 1-methyltetrabenzooctadehydrocorrin were synthesized by reaction of 3-[(1-hydroxy-1-methyl-1H-isoindol-3-yl)methylidene]-2,3-dihydro-1H-isoindol-1-one with hydrazine hydrate in the presence of lanthanide acetates. Heating of the former with phthalonitrile gave unsymmetrical double-and triple-decker complexes containing 1-methyltetrabenzooctadehydrocorrin and phthalocyanine fragments. Spectral properties of the synthesized complexes were studied.Phthalocyanines and porphyrins constitute two most important classes of tetrapyrrole pigments [1-3]. These compounds are capable of coordinating many elements of the Periodic Table, including lanthanides, to form coordination compounds with various structures, both single-decker and sandwich-like [4]. The latter may be used as sensors [5][6][7], materials for ionizing radiation detectors [8], dyes for passive synchronization of laser modes [9], and electrochromic materials [10]. Among numerous sandwich-like complexes, mixed-ligand coordination compounds containing tetrabenzoporphyrin and phthalocyanine fragments were studied most poorly [11,12], whereas coordination compounds based on tetrabenzocorrins were not reported at all.The present work was aimed at synthesizing homoand heteroligand lanthanide complexes containing 1-methyltetrabenzooctadehydrocorrin and phthalocyanine fragments and studying their spectral properties. As reported previously [13], single-decker 1-methyltetrabenzooctadehydrocorrin complex I with hydroxylanthanum can be prepared by reaction of 3-[(1-hydroxy-1-methyl-1H-isoindol-3-yl)methylidene]-2,3-dihydro-1H-isoindol-1-one (II) with hydrazine hydrate in the presence of lanthanum(III) acetate in boiling butan-1-ol (reaction time 3 h). We applied a similar procedure to obtain analogous lutetium and erbium complexes III and IV. In addition, we found that the reaction performed with a deficiency of metal salt gives mainly double-decker bis(1-methyltetrabenzooctadehydrocorrin) complexes of lutetium, erbium, and lanthanum (compounds V-VII). Thus the synthesis of single-and double-decker lanthanide complexes with 1-methyltetrabenzooctadehydrocorrin may be illustrated by Scheme 1.When the reaction was complete, in each case the mixture was diluted with toluene. Most unreacted compound II and metal salt separated from the solution, while corrin metal complexes remained dissolved. The precipitate was filtered off, and the filtrate was subjected to column chromatography on aluminum oxide using toluene as eluent, the first bright green fraction being collected. We thus succeeded in separating the target metal complexes from by-products. Unlike initial compound II and products of its reaction with hydrazine (brown tarry substances), corrin metal complexes are readily soluble in toluene-butan-1-ol and are characterized by high chromatographic mobility on aluminum oxide (R f 0.70-0.85).Compounds I and III-VII were isolated as dark green crystalline substances that are readily soluble in toluene, acetone, DMF, and ch...

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“…The latter are characterized by the overlapping of the π-orbitals of ligands depending on the size of the lanthanide ionic radius and on the geometric structure of the macrocycles. This effect opens an opportunity to apply sandwich compounds in various fi elds of science and technology [2][3][4][5][6][7][8]. Nowadays numerous synthetic procedures are known for the preparation of diphthalocyaninates both of symmetric and unsymmetrical structure [9][10][11][12].…”

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confidence: 99%

Erbium complexes of “sandwich” type containing fragments of meso-tetraphenyltetrabenzoporphyrin and phthalocyanines of different structures synthesis and spectral properties

et al. 2011

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Reactions of erbium acetate meso-tetraphenyltetrabenzoporphyrinate with excess phthalonitrile, 4-nitroand 4-hydroxyphthalonitrile, and also with dilithium (octa-4,5-pentoxy)-phthalocyanine gave rise to unsymmetrical complexes of "sandwich" structure. The spectral properties of compounds synthesized were examined.Compounds of the phthalocyanine series possess unique spectral, electrochromic, magnetic, and semiconductor properties originating from the multicontour conjugation system [1]. These compounds are capable to form complexes with many elements of the Periodic System. The phthalocyaninates of rare-earth elements are especially interesting. Lanthanides possessing large ionic radii and high coordination numbers are able to form with phthalocyanines and their analogs compounds of the "sandwich" structure. The latter are characterized by the overlapping of the π-orbitals of ligands depending on the size of the lanthanide ionic radius and on the geometric structure of the macrocycles. This effect opens an opportunity to apply sandwich compounds in various fi elds of science and technology [2][3][4][5][6][7][8]. Nowadays numerous synthetic procedures are known for the preparation of diphthalocyaninates both of symmetric and unsymmetrical structure [9][10][11][12]. A signifi cant number of publications describes also the synthesis and properties of sandwich complexes containing molecules of phthalocyanine and porphyrin [13][14][15][16][17][18][19][20]. However the information on such complexes containing molecules of phthalocyanine and tetrabenzoporphyrin is scanty [21,22]. We did not fi nd any published information on dimeric structures containing in their composition the molecules of mesotetraphenyltetrabenzoporphyrin and phthalocyanines.We report here on the synthesis and examination of the spectral properties of erbium complexes of sandwich type containing fragments of meso-tetraphenyltetrabenzoporphyrin and phthalocyanine and also the tetra-4-nitro-, tetra-4-hydroxy-, and octa-4,5-pentoxy-derivatives of the latter.As initial compounds for the synthesis of the sandwich complexes meso-tetraphenyltetrabenzoporphyrin (I) was used prepared by the procedure [23] reacting phthalimide with phenylacetic acid in the presence of zinc oxide followed by the demetallation of the formed zinc meso-tetraphenyltetrabenzoporphyrinate with hydrochloric acid. The boiling of the solution in DMF of porphyrin I with excess erbium acetate in the presence of 1,5-diazabicyclo [5.4.0]undec-5-ene (DBU) provided erbium acetate meso-tetraphenyltetrabenzoporphyrinate (II) (Scheme 1).The formation of the complex in the reaction mixture was monitored spectrophotometrically by the disappearance in the electron absorption spectrum (EAS) of the absorption bands at 698 and 634 nm characteristic of ligand I and by the appearance at 652 nm the band corresponding to the Q band of complex II. Due to the large ionic radius of the metal the reaction proceeded relatively slow and completed only within 12 h unlike the

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Red shift in optical absorption of erbium and dysprosium diphthalocyanine thin films on exposure to chlorine

Cited by 4 publications

References 14 publications

<title>Crystal structures of metal complex sensitizers of TiO<formula><inf><roman>2</roman></inf></formula> nanopowders</title>

<title>Crystal structures of metal complex sensitizers of TiO<formula><inf><roman>2</roman></inf></formula> nanopowders</title>

Synthesis and spectral parameters of symmetric and unsymmetrical sandwich-like double- and triple-decker lanthanide complexes containing 1-methyltetrabenzooctadehydrocorrin and phthalocyanine fragments

Erbium complexes of “sandwich” type containing fragments of meso-tetraphenyltetrabenzoporphyrin and phthalocyanines of different structures synthesis and spectral properties

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