Tetrathia Macrocycle-bridged Dimeric with Hexakis (alkylthio) Substituents and Network Polymer Phthalocyanines

Author(s):  
A. G. GÜREK ◽  
Ö. BEKARO ĞLU

1,4,7,10-Tetrathia (12-crown-4)-bridged new polymeric phthalocyanines 9 and 10 have been synthesized by the reaction of tetracyanodibenzo[1,4,7,10-tetrathia (12-crown-4)] in the presence of a strong organic base or Zn ( OAc )2 respectively. Furthermore, 1,4,7,10-tetrathia (12-crown-4)-linked peripherally octa-substituted dimeric phthalocyanine 12, which contains a combination of hexakis(alkylthia) side chains was synthesized by the reaction of subphthalocyanine 11 with the iminoisoindoline derivative 8. The new compounds have been characterized by elemental analyses, IR, UV/vis, mass, 1 H NMR and 13 C NMR spectroscopy. The thermal stabilities of the compounds were determined by thermogravimetric analysis. The electrical conductivity of the polymeric, 9 and 10, and dimeric phthalocyanines, 12 and 13, are in the semiconductor range; chemical doping with NOBF 4 increases the d.c. conductivity of 10 by a factor of four.

Author(s):  
A. G. GÜREK ◽  
Ö. BEKARO ĞLU

1,7-dithia (12-crown-4)-bridged phthalocyanine network polymers were prepared from tetracyanodibenzo-[1,7-dithia(12-crown-4)]. In addition, the synthesis of two 1,7-dithia (12-crown-4) linked peripherally octa-substituted dimeric phthalocyanines, which contain a combination of hexakis(alkylthia) side chains, is described. These extremely soluble compounds were prepared by the condensation of an iminoisoindoline derivative and a subphthalocyanine. The novel compounds are characterized by elemental analyses, UV/vis, IR, mass, 1 H NMR and 13 C NMR spectroscopy. The electrical conductivity measurements of three of the four network polymers were unsuccessful; however chemical doping with NOBF 4 could be increased to a measurable value. The electrical conductivity of the dimeric phthalocyanines are in the semiconductor range.


2012 ◽  
Vol 9 (3) ◽  
pp. 1518-1525 ◽  
Author(s):  
Hamid Reza Jaberi ◽  
Hadi Noorizadeh

In this work we describe the synthesis of some novel fused imidazo [2, 1-b] [1, 3] thiazole derivatives. The reaction of 1, 2-diaminoethane 1 with carbon disulphide in H2O/ETOH as solvent furnishes 4, 5-dihydro-1H-imidazol-2-thiol 2 under reflux condition. the reaction of 4,5-dihydro-1H-imidazol-2-thiol on treatment with ethylchloro acetate and aromatic aldehyde in presence of anhydrous sodium acetate and acetic acid as solvent to give (Z)-2-(arylidene)-5,6-dihydroimidazo [2,1-b] [1,3] thiazol-3(2H)-one 3a-j. Compounds 3a-j was condensed with hydroxylamine to give 3-(aryl)-2, 3, 6, 7-tetrahydroimidazo [2, 1-b] [1,3] thiazolo [5, 4-d] isoxazole 4a-j. The structures of the new compounds were established by elemental analyses, IR,1H NMR and13C NMR data.


2015 ◽  
Vol 21 (5) ◽  
pp. 269-272 ◽  
Author(s):  
Snehal A. Chavan ◽  
Avinash G. Ulhe ◽  
Baliram N. Berad

AbstractNew 4,7-bis(arylamino)-2-tetra-O-acetyl-β-d-glucopyranosylimino-1,3,5,6-dithiadiazepines were synthesized via reaction of N-tetra-O-acetyl-β-d-glucopyranosyl isocyanodichloride with 1,6-diaryl-2,5-dithio-bis-ureas without using any catalyst. Thus, the synthesis of 7-membered heterocycles containing two sulfur and two nitrogen atoms through carbon-sulfur bond formation was explored. The chemical structures of these new compounds were elucidated by IR, 1H NMR, 13C NMR, mass spectral, and elemental analyses.


1988 ◽  
Vol 43 (6) ◽  
pp. 654-657 ◽  
Author(s):  
Alexander Constantin Filippou ◽  
Ernst Otto Fischer ◽  
Helmut Guido

The reaction of (I)3(CO)L2W≡CNEt2 (L2 = 2.2'-bipyridyl(2.2'-bipy); 1.10-phenanthroline (ophen)) (1, 2) with two equivalents of tert-butylisonitrile results in the elimination of the carbonyl group and the displacement of one iodine ligand from the coordination sphere, leading to the new, cationic carbyne complexes [(I)2(t-C4H9NC)2L2W≡CNEt2]+I- (3, 4). The ionic character and composition of 3 and 4 was confirmed by the electrical conductivity of their solutions as well as by elemental analyses, IR, 1H NMR and 13C NMR spectroscopy.


2001 ◽  
Vol 05 (04) ◽  
pp. 367-375 ◽  
Author(s):  
S. ZEKİ YILDIZ ◽  
HALTİ KANTEKİN ◽  
YAŞAR GÖK

New metal-free 5 and metallophthalocyanines 6-11( M = Cu , Ni , Co , Pb , Zn ) fused in peripheral positions with four 24-membered tetraoxatetraaza macrocycles were prepared by cyclotetramerization of 24,25-dicyano-4,10,13,17-tetra(toluene-p-sulfonyl)-1,2,3,4,5,6,7,8,9,10,11,12,13,14,15,16,17,18,19,20,21,22-didicontinehydrobenzo[y][3,9,12,18]tetraaza[1,7,16,22]tetraoxatetradicontine in the presence of the corresponding metal salt or a strong organic base. While the N-tosylated derivatives of the phthalocyanines are soluble in common organic solvents, the detosylated derivative of copper phthalocyaninate is soluble in water. The aggregation properties of the phthalocyanines were also investigated as a function of concentration, solvent and oxidative medium. The new compounds are characterized by a combination of elemental analysis and 1 H NMR, 13 C NMR, IR, UV-vis and MS spectral data.


Author(s):  
I. GÜROL ◽  
V. AHSEN

The synthesis of metal-free and metallo derivatives ( Ni , Zn ) of tetrasubstituted phthalocyanines (Pcs) obtained from 4-[methyleneoxy(15-crown-5)]phthalonitrile is described. The new compounds have been characterized by elemental analyses, IR, 1 H and 13 C NMR , MS and UV-vis. The thermal stabilities of the compounds were determined by thermogravimetric analysis. The alkali metal ions bound to crown ether groups force dimerization of the phthalocyanine units in solution, as observed in the electronic spectra by the broadening of the Q band transition at 675 nm. The highest affinity for potassium ion was observed in the case of the NiPc derivative in solvent extraction experiments.


2008 ◽  
Vol 63 (5) ◽  
pp. 548-554 ◽  
Author(s):  
Olcay Bekircan ◽  
Tevfik Özen ◽  
Nurhan Gümrükcüoğlu ◽  
Hakan Bektaş

A series of new 3-(4-chlorophenyl)-5-(pyridin-4-yl)-4-(arylmethyleneamino)-4H-1,2,4-triazole derivatives 3 were prepared in good yields by treatment of 4-amino-3-(4-chlorophenyl)-5-(pyridine- 4-yl)-4H-1,2,4-triazole (2) with selected aldehydes. Compounds 3 were reduced with NaBH4 to afford the corresponding 3-(4-chlorophenyl)-5-(pyridin-4-yl)-4-(arylmethylamino)-4H-1,2,4-triazole derivatives 4. Eighteen new compounds were synthesized and characterized by elemental analyses, IR, 1H NMR and 13C NMR spectral data. The compounds were screened for their antioxidant and antiradical activities.


1988 ◽  
Vol 43 (2) ◽  
pp. 165-170 ◽  
Author(s):  
Whei Oh Lin ◽  
Maria C. B. V. de Souza ◽  
Helmut G. Alt

The synthesis of trans-1.2-cyclohexanedioxydiacetamides starting with trans-1.2-cyclohexane-diol is described. Eleven of these compounds are characterized by IR, 1H NMR, 13C NMR and mass spectroscopy as well as elemental analyses. Most of these compounds are suitable ionophors for the cations K+ and Ca2+. The coordination sites of these ligands in the 1:2 complexes were determined by IR and NMR spectroscopy


e-Polymers ◽  
2007 ◽  
Vol 7 (1) ◽  
Author(s):  
Rafael Silva ◽  
Gizilene M. Carvalho ◽  
Edvani C. Muniz ◽  
Gentil J. Vidotti ◽  
Adley F. Rubira

AbstractPETs/PHB blends with different compositions were produced by “casting” method. The blends were investigated by TGA, DSC, 1H and 13C NMR and FTIR. Phase separation occurred during blend preparation. PETs and PHB were present in both formed phases. The phases presented different thermal stabilities unrelated to phase component concentration changes. The miscibility study by DSC showed that PHB-phase rich blends are immiscible, whereas the PETs-rich phase blends are miscible. The 1H NMR spectra of the miscible blends exhibited a peak close to the PHB methylene signal, which is in accordance with the interaction between the PETs SO3 - groups and the PHB carbonyl groups. This interaction result in a shift of the PHB carbonyl group absorption band in the FTIR spectra and a variation in the chemical shift of the PHB carbonyl group resonance peak in solid state 13C NMR. No specific interaction was observed for the immiscible blends.


2005 ◽  
Vol 2005 (1) ◽  
pp. 43-45 ◽  
Author(s):  
Minati Baral ◽  
B.K. Kanungo ◽  
Peter Moore

Some novel organic compounds of the type: cis, cis-1,3,5-tris(X)cyclohexane, where X= –CONH(CH2)2NH2, –CONH(CH2)3NH2, –CONH(CH2)2NCH –C6H4OH, CONH(CH2)3NCHC6H4OH, which are expected to function as potential polydentate chelators have been synthesised from 1,3,5-benzenetricarboxylic acid through multi-steps reactions. 1,3,5-benzenetricarboxylic acid was reduced to cis, cis-1,3,5-tris(ethylcarboxylate)cyclohexane, which on reaction with excess of 1,2-diaminoethane and 1,2-diaminopropane afforded two new compounds. Condensation of the obtained derivatives with three equivalents of salicylaldehyde resulted the formation of two new Schiff base compounds. All the compounds were characterised by a combination of elemental analysis, mass, IR, UV-Vis, 1H NMR and 13C NMR spectroscopy.


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