SÍNTESE E CARACTERIZAÇÃO DE NOVOS ORGANOMETÁLICOS DE ESTANHO (IV) COM LIGANTES DITIOCARBIMATOS E SUA AÇÃO ACCELERADORA NA VULCANIZAÇÃO DE BORRACHA NITRÍLICA
This paper describes the synthesis of four new organotin compounds of general formula: (Ph4P)[Sn(Cy)3(RSO2N=CS2)] [Ph4P = tetraphenylphosphonium cation, Cy = cyclohexyl, R = C6H5 (1), 4-ClC6H4 (2), 4-BrC6H4 (3) and 4-IC6H4 (4)]. They were obtained by the reaction between four different potassium N-R...
| Main Authors: | , , , , , |
|---|---|
| Format: | Article |
| Language: | English |
| Published: |
Sociedade Brasileira de Química
|
| Series: | Química Nova |
| Subjects: | |
| Online Access: | http://www.scielo.br/scielo.php?script=sci_arttext&pid=S0100-40422016000700801&lng=en&tlng=en |
| _version_ | 1819364580795613184 |
|---|---|
| author | Fernanda C. Bottega Marcelo R. L. Oliveira Vanessa Pio Sérvulo Leila L. Y. Visconte José D. Ardisson Mayura M. M. Rubinger |
| author_facet | Fernanda C. Bottega Marcelo R. L. Oliveira Vanessa Pio Sérvulo Leila L. Y. Visconte José D. Ardisson Mayura M. M. Rubinger |
| author_sort | Fernanda C. Bottega |
| collection | DOAJ |
| description | This paper describes the synthesis of four new organotin compounds of general formula: (Ph4P)[Sn(Cy)3(RSO2N=CS2)] [Ph4P = tetraphenylphosphonium cation, Cy = cyclohexyl, R = C6H5 (1), 4-ClC6H4 (2), 4-BrC6H4 (3) and 4-IC6H4 (4)]. They were obtained by the reaction between four different potassium N-R-sulfonyldithiocarbimate salts and tricyclohexyltin chloride in methanol, and were isolated as tetraphenylphosphonium salts. The elemental analyses of C, H, N and the data of high-resolution mass spectrometry were consistent with the proposed formulae. The 119Sn NMR spectra and 119Sn Mössbauer spectroscopic data were consistent with the presence of tetracoordinated tin(IV) species in solution and in the solid state. The electrolytic molar conductance and the integration curves in the 1H NMR spectra are in accord with the 1:1 proportion between the tetraphenylphosphonium cations and the complex anions. The activity of the new compounds in the vulcanization of nitrile rubber was evaluated and the results were compared to those achieved with the commercial accelerators: N-tert-butyl-2-benzothiazolesulfenamide (TBBS), tetramethylthiuram disulfide (TMTD) and zinc diethyldithiocarbamate (ZEDC). |
| first_indexed | 2024-12-24T23:01:12Z |
| format | Article |
| id | doaj.art-58ff8a85ef414c7bb83b4cbf947084ed |
| institution | Directory Open Access Journal |
| issn | 1678-7064 |
| language | English |
| last_indexed | 2024-12-24T23:01:12Z |
| publisher | Sociedade Brasileira de Química |
| record_format | Article |
| series | Química Nova |
| spelling | doaj.art-58ff8a85ef414c7bb83b4cbf947084ed2022-12-21T16:35:08ZengSociedade Brasileira de QuímicaQuímica Nova1678-706439780180610.5935/0100-4042.20160084S0100-40422016000700801SÍNTESE E CARACTERIZAÇÃO DE NOVOS ORGANOMETÁLICOS DE ESTANHO (IV) COM LIGANTES DITIOCARBIMATOS E SUA AÇÃO ACCELERADORA NA VULCANIZAÇÃO DE BORRACHA NITRÍLICAFernanda C. BottegaMarcelo R. L. OliveiraVanessa Pio SérvuloLeila L. Y. VisconteJosé D. ArdissonMayura M. M. RubingerThis paper describes the synthesis of four new organotin compounds of general formula: (Ph4P)[Sn(Cy)3(RSO2N=CS2)] [Ph4P = tetraphenylphosphonium cation, Cy = cyclohexyl, R = C6H5 (1), 4-ClC6H4 (2), 4-BrC6H4 (3) and 4-IC6H4 (4)]. They were obtained by the reaction between four different potassium N-R-sulfonyldithiocarbimate salts and tricyclohexyltin chloride in methanol, and were isolated as tetraphenylphosphonium salts. The elemental analyses of C, H, N and the data of high-resolution mass spectrometry were consistent with the proposed formulae. The 119Sn NMR spectra and 119Sn Mössbauer spectroscopic data were consistent with the presence of tetracoordinated tin(IV) species in solution and in the solid state. The electrolytic molar conductance and the integration curves in the 1H NMR spectra are in accord with the 1:1 proportion between the tetraphenylphosphonium cations and the complex anions. The activity of the new compounds in the vulcanization of nitrile rubber was evaluated and the results were compared to those achieved with the commercial accelerators: N-tert-butyl-2-benzothiazolesulfenamide (TBBS), tetramethylthiuram disulfide (TMTD) and zinc diethyldithiocarbamate (ZEDC).http://www.scielo.br/scielo.php?script=sci_arttext&pid=S0100-40422016000700801&lng=en&tlng=endithiocarbimatesorganotinnitrile rubber vulcanization |
| spellingShingle | Fernanda C. Bottega Marcelo R. L. Oliveira Vanessa Pio Sérvulo Leila L. Y. Visconte José D. Ardisson Mayura M. M. Rubinger SÍNTESE E CARACTERIZAÇÃO DE NOVOS ORGANOMETÁLICOS DE ESTANHO (IV) COM LIGANTES DITIOCARBIMATOS E SUA AÇÃO ACCELERADORA NA VULCANIZAÇÃO DE BORRACHA NITRÍLICA Química Nova dithiocarbimates organotin nitrile rubber vulcanization |
| title | SÍNTESE E CARACTERIZAÇÃO DE NOVOS ORGANOMETÁLICOS DE ESTANHO (IV) COM LIGANTES DITIOCARBIMATOS E SUA AÇÃO ACCELERADORA NA VULCANIZAÇÃO DE BORRACHA NITRÍLICA |
| title_full | SÍNTESE E CARACTERIZAÇÃO DE NOVOS ORGANOMETÁLICOS DE ESTANHO (IV) COM LIGANTES DITIOCARBIMATOS E SUA AÇÃO ACCELERADORA NA VULCANIZAÇÃO DE BORRACHA NITRÍLICA |
| title_fullStr | SÍNTESE E CARACTERIZAÇÃO DE NOVOS ORGANOMETÁLICOS DE ESTANHO (IV) COM LIGANTES DITIOCARBIMATOS E SUA AÇÃO ACCELERADORA NA VULCANIZAÇÃO DE BORRACHA NITRÍLICA |
| title_full_unstemmed | SÍNTESE E CARACTERIZAÇÃO DE NOVOS ORGANOMETÁLICOS DE ESTANHO (IV) COM LIGANTES DITIOCARBIMATOS E SUA AÇÃO ACCELERADORA NA VULCANIZAÇÃO DE BORRACHA NITRÍLICA |
| title_short | SÍNTESE E CARACTERIZAÇÃO DE NOVOS ORGANOMETÁLICOS DE ESTANHO (IV) COM LIGANTES DITIOCARBIMATOS E SUA AÇÃO ACCELERADORA NA VULCANIZAÇÃO DE BORRACHA NITRÍLICA |
| title_sort | sintese e caracterizacao de novos organometalicos de estanho iv com ligantes ditiocarbimatos e sua acao acceleradora na vulcanizacao de borracha nitrilica |
| topic | dithiocarbimates organotin nitrile rubber vulcanization |
| url | http://www.scielo.br/scielo.php?script=sci_arttext&pid=S0100-40422016000700801&lng=en&tlng=en |
| work_keys_str_mv | AT fernandacbottega sinteseecaracterizacaodenovosorganometalicosdeestanhoivcomligantesditiocarbimatosesuaacaoacceleradoranavulcanizacaodeborrachanitrilica AT marcelorloliveira sinteseecaracterizacaodenovosorganometalicosdeestanhoivcomligantesditiocarbimatosesuaacaoacceleradoranavulcanizacaodeborrachanitrilica AT vanessapioservulo sinteseecaracterizacaodenovosorganometalicosdeestanhoivcomligantesditiocarbimatosesuaacaoacceleradoranavulcanizacaodeborrachanitrilica AT leilalyvisconte sinteseecaracterizacaodenovosorganometalicosdeestanhoivcomligantesditiocarbimatosesuaacaoacceleradoranavulcanizacaodeborrachanitrilica AT josedardisson sinteseecaracterizacaodenovosorganometalicosdeestanhoivcomligantesditiocarbimatosesuaacaoacceleradoranavulcanizacaodeborrachanitrilica AT mayurammrubinger sinteseecaracterizacaodenovosorganometalicosdeestanhoivcomligantesditiocarbimatosesuaacaoacceleradoranavulcanizacaodeborrachanitrilica |