Synthesis and morphological characterization of a new conjugated polymer based on benzobisoxazole and thiophene systems
Abstract In the present work, the synthesis, electropolymerization and polymer characterization of 2,6-di(4-butylphenyl)-4,8-dithiophenylbenzobisoxazole are reported. The synthesis involves several steps from 1,4-benzoquinone to form 2,5-diamine-3,6-dibromohydroquinone, which is condensed with 4-but...
Ausführliche Beschreibung
Gespeichert in:
| Autor*in: |
Ahumada, Juan Carlos [verfasserIn] |
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| Format: |
E-Artikel |
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| Sprache: |
Englisch |
| Erschienen: |
2017 |
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| Schlagwörter: |
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| Anmerkung: |
© Springer-Verlag Berlin Heidelberg 2017 |
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| Übergeordnetes Werk: |
Enthalten in: Polymer bulletin - Berlin : Springer, 1978, 75(2017), 2 vom: 10. Mai, Seite 597-610 |
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| Übergeordnetes Werk: |
volume:75 ; year:2017 ; number:2 ; day:10 ; month:05 ; pages:597-610 |
| Links: |
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| DOI / URN: |
10.1007/s00289-017-2057-4 |
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SPR003766403 |
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| 100 | 1 | |a Ahumada, Juan Carlos |e verfasserin |4 aut | |
| 245 | 1 | 0 | |a Synthesis and morphological characterization of a new conjugated polymer based on benzobisoxazole and thiophene systems |
| 264 | 1 | |c 2017 | |
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| 520 | |a Abstract In the present work, the synthesis, electropolymerization and polymer characterization of 2,6-di(4-butylphenyl)-4,8-dithiophenylbenzobisoxazole are reported. The synthesis involves several steps from 1,4-benzoquinone to form 2,5-diamine-3,6-dibromohydroquinone, which is condensed with 4-butylbenzoyl chloride and later with thiophen-2-ylmagnesium bromide through Kumada coupling reactions. This monomer is polymerized by potentiodynamic cyclic voltammetry. The voltammograms show a dependency on the range of applied potential, and three different processes of thermodynamically reversible oxidation and reduction occur on a platinum surface. Theoretical calculations are used to characterize these redox processes. The distribution of the frontier orbital density for the monomer and trimer forms show the participation of the thiophene ring in the polymerization processes and partial oxidation of the benzoxazole fragment. The characterization of the polymeric deposit was carried out by scanning electron microscopy and Raman spectroscopy. A dependence of both the morphology and vibrational state of the polymer on the potential range applied exists. This is attributed to the different conformations and dihedral angles of the macromolecule. Finally, the optical properties of the material indicate the existence of intramolecular charge transfer through the system’s thiophene and benzobisoxazole (donor and acceptor). | ||
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| 650 | 4 | |a Conducting polymer |7 (dpeaa)DE-He213 | |
| 650 | 4 | |a Electropolymerization |7 (dpeaa)DE-He213 | |
| 650 | 4 | |a Benzobisoxazole |7 (dpeaa)DE-He213 | |
| 700 | 1 | |a Leyton, Patricio |4 aut | |
| 700 | 1 | |a Aristizabal, Juliet Andrea |4 aut | |
| 700 | 1 | |a Soto, Juan Pablo |4 aut | |
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10.1007/s00289-017-2057-4 doi (DE-627)SPR003766403 (SPR)s00289-017-2057-4-e DE-627 ger DE-627 rakwb eng Ahumada, Juan Carlos verfasserin aut Synthesis and morphological characterization of a new conjugated polymer based on benzobisoxazole and thiophene systems 2017 Text txt rdacontent Computermedien c rdamedia Online-Ressource cr rdacarrier © Springer-Verlag Berlin Heidelberg 2017 Abstract In the present work, the synthesis, electropolymerization and polymer characterization of 2,6-di(4-butylphenyl)-4,8-dithiophenylbenzobisoxazole are reported. The synthesis involves several steps from 1,4-benzoquinone to form 2,5-diamine-3,6-dibromohydroquinone, which is condensed with 4-butylbenzoyl chloride and later with thiophen-2-ylmagnesium bromide through Kumada coupling reactions. This monomer is polymerized by potentiodynamic cyclic voltammetry. The voltammograms show a dependency on the range of applied potential, and three different processes of thermodynamically reversible oxidation and reduction occur on a platinum surface. Theoretical calculations are used to characterize these redox processes. The distribution of the frontier orbital density for the monomer and trimer forms show the participation of the thiophene ring in the polymerization processes and partial oxidation of the benzoxazole fragment. The characterization of the polymeric deposit was carried out by scanning electron microscopy and Raman spectroscopy. A dependence of both the morphology and vibrational state of the polymer on the potential range applied exists. This is attributed to the different conformations and dihedral angles of the macromolecule. Finally, the optical properties of the material indicate the existence of intramolecular charge transfer through the system’s thiophene and benzobisoxazole (donor and acceptor). Polybenzobisoxazole (dpeaa)DE-He213 Polythiophene (dpeaa)DE-He213 Conducting polymer (dpeaa)DE-He213 Electropolymerization (dpeaa)DE-He213 Benzobisoxazole (dpeaa)DE-He213 Leyton, Patricio aut Aristizabal, Juliet Andrea aut Soto, Juan Pablo aut Enthalten in Polymer bulletin Berlin : Springer, 1978 75(2017), 2 vom: 10. Mai, Seite 597-610 (DE-627)268761833 (DE-600)1473175-7 1436-2449 nnns volume:75 year:2017 number:2 day:10 month:05 pages:597-610 https://dx.doi.org/10.1007/s00289-017-2057-4 lizenzpflichtig Volltext GBV_USEFLAG_A SYSFLAG_A GBV_SPRINGER SSG-OLC-PHA GBV_ILN_11 GBV_ILN_20 GBV_ILN_22 GBV_ILN_23 GBV_ILN_24 GBV_ILN_31 GBV_ILN_32 GBV_ILN_39 GBV_ILN_40 GBV_ILN_60 GBV_ILN_62 GBV_ILN_63 GBV_ILN_69 GBV_ILN_70 GBV_ILN_73 GBV_ILN_74 GBV_ILN_90 GBV_ILN_95 GBV_ILN_100 GBV_ILN_101 GBV_ILN_105 GBV_ILN_110 GBV_ILN_120 GBV_ILN_138 GBV_ILN_150 GBV_ILN_151 GBV_ILN_152 GBV_ILN_161 GBV_ILN_170 GBV_ILN_171 GBV_ILN_187 GBV_ILN_213 GBV_ILN_224 GBV_ILN_230 GBV_ILN_250 GBV_ILN_267 GBV_ILN_281 GBV_ILN_285 GBV_ILN_293 GBV_ILN_370 GBV_ILN_602 GBV_ILN_636 GBV_ILN_702 GBV_ILN_2001 GBV_ILN_2003 GBV_ILN_2004 GBV_ILN_2005 GBV_ILN_2006 GBV_ILN_2007 GBV_ILN_2009 GBV_ILN_2010 GBV_ILN_2011 GBV_ILN_2014 GBV_ILN_2015 GBV_ILN_2020 GBV_ILN_2021 GBV_ILN_2025 GBV_ILN_2026 GBV_ILN_2027 GBV_ILN_2031 GBV_ILN_2034 GBV_ILN_2037 GBV_ILN_2038 GBV_ILN_2039 GBV_ILN_2044 GBV_ILN_2048 GBV_ILN_2049 GBV_ILN_2050 GBV_ILN_2055 GBV_ILN_2057 GBV_ILN_2059 GBV_ILN_2061 GBV_ILN_2064 GBV_ILN_2065 GBV_ILN_2068 GBV_ILN_2070 GBV_ILN_2086 GBV_ILN_2088 GBV_ILN_2093 GBV_ILN_2106 GBV_ILN_2107 GBV_ILN_2108 GBV_ILN_2110 GBV_ILN_2111 GBV_ILN_2112 GBV_ILN_2113 GBV_ILN_2116 GBV_ILN_2118 GBV_ILN_2119 GBV_ILN_2122 GBV_ILN_2129 GBV_ILN_2143 GBV_ILN_2144 GBV_ILN_2147 GBV_ILN_2148 GBV_ILN_2152 GBV_ILN_2153 GBV_ILN_2188 GBV_ILN_2190 GBV_ILN_2232 GBV_ILN_2336 GBV_ILN_2411 GBV_ILN_2446 GBV_ILN_2470 GBV_ILN_2472 GBV_ILN_2507 GBV_ILN_2522 GBV_ILN_2548 GBV_ILN_4012 GBV_ILN_4035 GBV_ILN_4037 GBV_ILN_4046 GBV_ILN_4112 GBV_ILN_4125 GBV_ILN_4126 GBV_ILN_4242 GBV_ILN_4246 GBV_ILN_4249 GBV_ILN_4251 GBV_ILN_4305 GBV_ILN_4306 GBV_ILN_4307 GBV_ILN_4313 GBV_ILN_4322 GBV_ILN_4323 GBV_ILN_4324 GBV_ILN_4325 GBV_ILN_4326 GBV_ILN_4333 GBV_ILN_4334 GBV_ILN_4335 GBV_ILN_4336 GBV_ILN_4338 GBV_ILN_4393 GBV_ILN_4700 AR 75 2017 2 10 05 597-610 |
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10.1007/s00289-017-2057-4 doi (DE-627)SPR003766403 (SPR)s00289-017-2057-4-e DE-627 ger DE-627 rakwb eng Ahumada, Juan Carlos verfasserin aut Synthesis and morphological characterization of a new conjugated polymer based on benzobisoxazole and thiophene systems 2017 Text txt rdacontent Computermedien c rdamedia Online-Ressource cr rdacarrier © Springer-Verlag Berlin Heidelberg 2017 Abstract In the present work, the synthesis, electropolymerization and polymer characterization of 2,6-di(4-butylphenyl)-4,8-dithiophenylbenzobisoxazole are reported. The synthesis involves several steps from 1,4-benzoquinone to form 2,5-diamine-3,6-dibromohydroquinone, which is condensed with 4-butylbenzoyl chloride and later with thiophen-2-ylmagnesium bromide through Kumada coupling reactions. This monomer is polymerized by potentiodynamic cyclic voltammetry. The voltammograms show a dependency on the range of applied potential, and three different processes of thermodynamically reversible oxidation and reduction occur on a platinum surface. Theoretical calculations are used to characterize these redox processes. The distribution of the frontier orbital density for the monomer and trimer forms show the participation of the thiophene ring in the polymerization processes and partial oxidation of the benzoxazole fragment. The characterization of the polymeric deposit was carried out by scanning electron microscopy and Raman spectroscopy. A dependence of both the morphology and vibrational state of the polymer on the potential range applied exists. This is attributed to the different conformations and dihedral angles of the macromolecule. Finally, the optical properties of the material indicate the existence of intramolecular charge transfer through the system’s thiophene and benzobisoxazole (donor and acceptor). Polybenzobisoxazole (dpeaa)DE-He213 Polythiophene (dpeaa)DE-He213 Conducting polymer (dpeaa)DE-He213 Electropolymerization (dpeaa)DE-He213 Benzobisoxazole (dpeaa)DE-He213 Leyton, Patricio aut Aristizabal, Juliet Andrea aut Soto, Juan Pablo aut Enthalten in Polymer bulletin Berlin : Springer, 1978 75(2017), 2 vom: 10. Mai, Seite 597-610 (DE-627)268761833 (DE-600)1473175-7 1436-2449 nnns volume:75 year:2017 number:2 day:10 month:05 pages:597-610 https://dx.doi.org/10.1007/s00289-017-2057-4 lizenzpflichtig Volltext GBV_USEFLAG_A SYSFLAG_A GBV_SPRINGER SSG-OLC-PHA GBV_ILN_11 GBV_ILN_20 GBV_ILN_22 GBV_ILN_23 GBV_ILN_24 GBV_ILN_31 GBV_ILN_32 GBV_ILN_39 GBV_ILN_40 GBV_ILN_60 GBV_ILN_62 GBV_ILN_63 GBV_ILN_69 GBV_ILN_70 GBV_ILN_73 GBV_ILN_74 GBV_ILN_90 GBV_ILN_95 GBV_ILN_100 GBV_ILN_101 GBV_ILN_105 GBV_ILN_110 GBV_ILN_120 GBV_ILN_138 GBV_ILN_150 GBV_ILN_151 GBV_ILN_152 GBV_ILN_161 GBV_ILN_170 GBV_ILN_171 GBV_ILN_187 GBV_ILN_213 GBV_ILN_224 GBV_ILN_230 GBV_ILN_250 GBV_ILN_267 GBV_ILN_281 GBV_ILN_285 GBV_ILN_293 GBV_ILN_370 GBV_ILN_602 GBV_ILN_636 GBV_ILN_702 GBV_ILN_2001 GBV_ILN_2003 GBV_ILN_2004 GBV_ILN_2005 GBV_ILN_2006 GBV_ILN_2007 GBV_ILN_2009 GBV_ILN_2010 GBV_ILN_2011 GBV_ILN_2014 GBV_ILN_2015 GBV_ILN_2020 GBV_ILN_2021 GBV_ILN_2025 GBV_ILN_2026 GBV_ILN_2027 GBV_ILN_2031 GBV_ILN_2034 GBV_ILN_2037 GBV_ILN_2038 GBV_ILN_2039 GBV_ILN_2044 GBV_ILN_2048 GBV_ILN_2049 GBV_ILN_2050 GBV_ILN_2055 GBV_ILN_2057 GBV_ILN_2059 GBV_ILN_2061 GBV_ILN_2064 GBV_ILN_2065 GBV_ILN_2068 GBV_ILN_2070 GBV_ILN_2086 GBV_ILN_2088 GBV_ILN_2093 GBV_ILN_2106 GBV_ILN_2107 GBV_ILN_2108 GBV_ILN_2110 GBV_ILN_2111 GBV_ILN_2112 GBV_ILN_2113 GBV_ILN_2116 GBV_ILN_2118 GBV_ILN_2119 GBV_ILN_2122 GBV_ILN_2129 GBV_ILN_2143 GBV_ILN_2144 GBV_ILN_2147 GBV_ILN_2148 GBV_ILN_2152 GBV_ILN_2153 GBV_ILN_2188 GBV_ILN_2190 GBV_ILN_2232 GBV_ILN_2336 GBV_ILN_2411 GBV_ILN_2446 GBV_ILN_2470 GBV_ILN_2472 GBV_ILN_2507 GBV_ILN_2522 GBV_ILN_2548 GBV_ILN_4012 GBV_ILN_4035 GBV_ILN_4037 GBV_ILN_4046 GBV_ILN_4112 GBV_ILN_4125 GBV_ILN_4126 GBV_ILN_4242 GBV_ILN_4246 GBV_ILN_4249 GBV_ILN_4251 GBV_ILN_4305 GBV_ILN_4306 GBV_ILN_4307 GBV_ILN_4313 GBV_ILN_4322 GBV_ILN_4323 GBV_ILN_4324 GBV_ILN_4325 GBV_ILN_4326 GBV_ILN_4333 GBV_ILN_4334 GBV_ILN_4335 GBV_ILN_4336 GBV_ILN_4338 GBV_ILN_4393 GBV_ILN_4700 AR 75 2017 2 10 05 597-610 |
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10.1007/s00289-017-2057-4 doi (DE-627)SPR003766403 (SPR)s00289-017-2057-4-e DE-627 ger DE-627 rakwb eng Ahumada, Juan Carlos verfasserin aut Synthesis and morphological characterization of a new conjugated polymer based on benzobisoxazole and thiophene systems 2017 Text txt rdacontent Computermedien c rdamedia Online-Ressource cr rdacarrier © Springer-Verlag Berlin Heidelberg 2017 Abstract In the present work, the synthesis, electropolymerization and polymer characterization of 2,6-di(4-butylphenyl)-4,8-dithiophenylbenzobisoxazole are reported. The synthesis involves several steps from 1,4-benzoquinone to form 2,5-diamine-3,6-dibromohydroquinone, which is condensed with 4-butylbenzoyl chloride and later with thiophen-2-ylmagnesium bromide through Kumada coupling reactions. This monomer is polymerized by potentiodynamic cyclic voltammetry. The voltammograms show a dependency on the range of applied potential, and three different processes of thermodynamically reversible oxidation and reduction occur on a platinum surface. Theoretical calculations are used to characterize these redox processes. The distribution of the frontier orbital density for the monomer and trimer forms show the participation of the thiophene ring in the polymerization processes and partial oxidation of the benzoxazole fragment. The characterization of the polymeric deposit was carried out by scanning electron microscopy and Raman spectroscopy. A dependence of both the morphology and vibrational state of the polymer on the potential range applied exists. This is attributed to the different conformations and dihedral angles of the macromolecule. Finally, the optical properties of the material indicate the existence of intramolecular charge transfer through the system’s thiophene and benzobisoxazole (donor and acceptor). Polybenzobisoxazole (dpeaa)DE-He213 Polythiophene (dpeaa)DE-He213 Conducting polymer (dpeaa)DE-He213 Electropolymerization (dpeaa)DE-He213 Benzobisoxazole (dpeaa)DE-He213 Leyton, Patricio aut Aristizabal, Juliet Andrea aut Soto, Juan Pablo aut Enthalten in Polymer bulletin Berlin : Springer, 1978 75(2017), 2 vom: 10. Mai, Seite 597-610 (DE-627)268761833 (DE-600)1473175-7 1436-2449 nnns volume:75 year:2017 number:2 day:10 month:05 pages:597-610 https://dx.doi.org/10.1007/s00289-017-2057-4 lizenzpflichtig Volltext GBV_USEFLAG_A SYSFLAG_A GBV_SPRINGER SSG-OLC-PHA GBV_ILN_11 GBV_ILN_20 GBV_ILN_22 GBV_ILN_23 GBV_ILN_24 GBV_ILN_31 GBV_ILN_32 GBV_ILN_39 GBV_ILN_40 GBV_ILN_60 GBV_ILN_62 GBV_ILN_63 GBV_ILN_69 GBV_ILN_70 GBV_ILN_73 GBV_ILN_74 GBV_ILN_90 GBV_ILN_95 GBV_ILN_100 GBV_ILN_101 GBV_ILN_105 GBV_ILN_110 GBV_ILN_120 GBV_ILN_138 GBV_ILN_150 GBV_ILN_151 GBV_ILN_152 GBV_ILN_161 GBV_ILN_170 GBV_ILN_171 GBV_ILN_187 GBV_ILN_213 GBV_ILN_224 GBV_ILN_230 GBV_ILN_250 GBV_ILN_267 GBV_ILN_281 GBV_ILN_285 GBV_ILN_293 GBV_ILN_370 GBV_ILN_602 GBV_ILN_636 GBV_ILN_702 GBV_ILN_2001 GBV_ILN_2003 GBV_ILN_2004 GBV_ILN_2005 GBV_ILN_2006 GBV_ILN_2007 GBV_ILN_2009 GBV_ILN_2010 GBV_ILN_2011 GBV_ILN_2014 GBV_ILN_2015 GBV_ILN_2020 GBV_ILN_2021 GBV_ILN_2025 GBV_ILN_2026 GBV_ILN_2027 GBV_ILN_2031 GBV_ILN_2034 GBV_ILN_2037 GBV_ILN_2038 GBV_ILN_2039 GBV_ILN_2044 GBV_ILN_2048 GBV_ILN_2049 GBV_ILN_2050 GBV_ILN_2055 GBV_ILN_2057 GBV_ILN_2059 GBV_ILN_2061 GBV_ILN_2064 GBV_ILN_2065 GBV_ILN_2068 GBV_ILN_2070 GBV_ILN_2086 GBV_ILN_2088 GBV_ILN_2093 GBV_ILN_2106 GBV_ILN_2107 GBV_ILN_2108 GBV_ILN_2110 GBV_ILN_2111 GBV_ILN_2112 GBV_ILN_2113 GBV_ILN_2116 GBV_ILN_2118 GBV_ILN_2119 GBV_ILN_2122 GBV_ILN_2129 GBV_ILN_2143 GBV_ILN_2144 GBV_ILN_2147 GBV_ILN_2148 GBV_ILN_2152 GBV_ILN_2153 GBV_ILN_2188 GBV_ILN_2190 GBV_ILN_2232 GBV_ILN_2336 GBV_ILN_2411 GBV_ILN_2446 GBV_ILN_2470 GBV_ILN_2472 GBV_ILN_2507 GBV_ILN_2522 GBV_ILN_2548 GBV_ILN_4012 GBV_ILN_4035 GBV_ILN_4037 GBV_ILN_4046 GBV_ILN_4112 GBV_ILN_4125 GBV_ILN_4126 GBV_ILN_4242 GBV_ILN_4246 GBV_ILN_4249 GBV_ILN_4251 GBV_ILN_4305 GBV_ILN_4306 GBV_ILN_4307 GBV_ILN_4313 GBV_ILN_4322 GBV_ILN_4323 GBV_ILN_4324 GBV_ILN_4325 GBV_ILN_4326 GBV_ILN_4333 GBV_ILN_4334 GBV_ILN_4335 GBV_ILN_4336 GBV_ILN_4338 GBV_ILN_4393 GBV_ILN_4700 AR 75 2017 2 10 05 597-610 |
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10.1007/s00289-017-2057-4 doi (DE-627)SPR003766403 (SPR)s00289-017-2057-4-e DE-627 ger DE-627 rakwb eng Ahumada, Juan Carlos verfasserin aut Synthesis and morphological characterization of a new conjugated polymer based on benzobisoxazole and thiophene systems 2017 Text txt rdacontent Computermedien c rdamedia Online-Ressource cr rdacarrier © Springer-Verlag Berlin Heidelberg 2017 Abstract In the present work, the synthesis, electropolymerization and polymer characterization of 2,6-di(4-butylphenyl)-4,8-dithiophenylbenzobisoxazole are reported. The synthesis involves several steps from 1,4-benzoquinone to form 2,5-diamine-3,6-dibromohydroquinone, which is condensed with 4-butylbenzoyl chloride and later with thiophen-2-ylmagnesium bromide through Kumada coupling reactions. This monomer is polymerized by potentiodynamic cyclic voltammetry. The voltammograms show a dependency on the range of applied potential, and three different processes of thermodynamically reversible oxidation and reduction occur on a platinum surface. Theoretical calculations are used to characterize these redox processes. The distribution of the frontier orbital density for the monomer and trimer forms show the participation of the thiophene ring in the polymerization processes and partial oxidation of the benzoxazole fragment. The characterization of the polymeric deposit was carried out by scanning electron microscopy and Raman spectroscopy. A dependence of both the morphology and vibrational state of the polymer on the potential range applied exists. This is attributed to the different conformations and dihedral angles of the macromolecule. Finally, the optical properties of the material indicate the existence of intramolecular charge transfer through the system’s thiophene and benzobisoxazole (donor and acceptor). Polybenzobisoxazole (dpeaa)DE-He213 Polythiophene (dpeaa)DE-He213 Conducting polymer (dpeaa)DE-He213 Electropolymerization (dpeaa)DE-He213 Benzobisoxazole (dpeaa)DE-He213 Leyton, Patricio aut Aristizabal, Juliet Andrea aut Soto, Juan Pablo aut Enthalten in Polymer bulletin Berlin : Springer, 1978 75(2017), 2 vom: 10. Mai, Seite 597-610 (DE-627)268761833 (DE-600)1473175-7 1436-2449 nnns volume:75 year:2017 number:2 day:10 month:05 pages:597-610 https://dx.doi.org/10.1007/s00289-017-2057-4 lizenzpflichtig Volltext GBV_USEFLAG_A SYSFLAG_A GBV_SPRINGER SSG-OLC-PHA GBV_ILN_11 GBV_ILN_20 GBV_ILN_22 GBV_ILN_23 GBV_ILN_24 GBV_ILN_31 GBV_ILN_32 GBV_ILN_39 GBV_ILN_40 GBV_ILN_60 GBV_ILN_62 GBV_ILN_63 GBV_ILN_69 GBV_ILN_70 GBV_ILN_73 GBV_ILN_74 GBV_ILN_90 GBV_ILN_95 GBV_ILN_100 GBV_ILN_101 GBV_ILN_105 GBV_ILN_110 GBV_ILN_120 GBV_ILN_138 GBV_ILN_150 GBV_ILN_151 GBV_ILN_152 GBV_ILN_161 GBV_ILN_170 GBV_ILN_171 GBV_ILN_187 GBV_ILN_213 GBV_ILN_224 GBV_ILN_230 GBV_ILN_250 GBV_ILN_267 GBV_ILN_281 GBV_ILN_285 GBV_ILN_293 GBV_ILN_370 GBV_ILN_602 GBV_ILN_636 GBV_ILN_702 GBV_ILN_2001 GBV_ILN_2003 GBV_ILN_2004 GBV_ILN_2005 GBV_ILN_2006 GBV_ILN_2007 GBV_ILN_2009 GBV_ILN_2010 GBV_ILN_2011 GBV_ILN_2014 GBV_ILN_2015 GBV_ILN_2020 GBV_ILN_2021 GBV_ILN_2025 GBV_ILN_2026 GBV_ILN_2027 GBV_ILN_2031 GBV_ILN_2034 GBV_ILN_2037 GBV_ILN_2038 GBV_ILN_2039 GBV_ILN_2044 GBV_ILN_2048 GBV_ILN_2049 GBV_ILN_2050 GBV_ILN_2055 GBV_ILN_2057 GBV_ILN_2059 GBV_ILN_2061 GBV_ILN_2064 GBV_ILN_2065 GBV_ILN_2068 GBV_ILN_2070 GBV_ILN_2086 GBV_ILN_2088 GBV_ILN_2093 GBV_ILN_2106 GBV_ILN_2107 GBV_ILN_2108 GBV_ILN_2110 GBV_ILN_2111 GBV_ILN_2112 GBV_ILN_2113 GBV_ILN_2116 GBV_ILN_2118 GBV_ILN_2119 GBV_ILN_2122 GBV_ILN_2129 GBV_ILN_2143 GBV_ILN_2144 GBV_ILN_2147 GBV_ILN_2148 GBV_ILN_2152 GBV_ILN_2153 GBV_ILN_2188 GBV_ILN_2190 GBV_ILN_2232 GBV_ILN_2336 GBV_ILN_2411 GBV_ILN_2446 GBV_ILN_2470 GBV_ILN_2472 GBV_ILN_2507 GBV_ILN_2522 GBV_ILN_2548 GBV_ILN_4012 GBV_ILN_4035 GBV_ILN_4037 GBV_ILN_4046 GBV_ILN_4112 GBV_ILN_4125 GBV_ILN_4126 GBV_ILN_4242 GBV_ILN_4246 GBV_ILN_4249 GBV_ILN_4251 GBV_ILN_4305 GBV_ILN_4306 GBV_ILN_4307 GBV_ILN_4313 GBV_ILN_4322 GBV_ILN_4323 GBV_ILN_4324 GBV_ILN_4325 GBV_ILN_4326 GBV_ILN_4333 GBV_ILN_4334 GBV_ILN_4335 GBV_ILN_4336 GBV_ILN_4338 GBV_ILN_4393 GBV_ILN_4700 AR 75 2017 2 10 05 597-610 |
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10.1007/s00289-017-2057-4 doi (DE-627)SPR003766403 (SPR)s00289-017-2057-4-e DE-627 ger DE-627 rakwb eng Ahumada, Juan Carlos verfasserin aut Synthesis and morphological characterization of a new conjugated polymer based on benzobisoxazole and thiophene systems 2017 Text txt rdacontent Computermedien c rdamedia Online-Ressource cr rdacarrier © Springer-Verlag Berlin Heidelberg 2017 Abstract In the present work, the synthesis, electropolymerization and polymer characterization of 2,6-di(4-butylphenyl)-4,8-dithiophenylbenzobisoxazole are reported. The synthesis involves several steps from 1,4-benzoquinone to form 2,5-diamine-3,6-dibromohydroquinone, which is condensed with 4-butylbenzoyl chloride and later with thiophen-2-ylmagnesium bromide through Kumada coupling reactions. This monomer is polymerized by potentiodynamic cyclic voltammetry. The voltammograms show a dependency on the range of applied potential, and three different processes of thermodynamically reversible oxidation and reduction occur on a platinum surface. Theoretical calculations are used to characterize these redox processes. The distribution of the frontier orbital density for the monomer and trimer forms show the participation of the thiophene ring in the polymerization processes and partial oxidation of the benzoxazole fragment. The characterization of the polymeric deposit was carried out by scanning electron microscopy and Raman spectroscopy. A dependence of both the morphology and vibrational state of the polymer on the potential range applied exists. This is attributed to the different conformations and dihedral angles of the macromolecule. Finally, the optical properties of the material indicate the existence of intramolecular charge transfer through the system’s thiophene and benzobisoxazole (donor and acceptor). Polybenzobisoxazole (dpeaa)DE-He213 Polythiophene (dpeaa)DE-He213 Conducting polymer (dpeaa)DE-He213 Electropolymerization (dpeaa)DE-He213 Benzobisoxazole (dpeaa)DE-He213 Leyton, Patricio aut Aristizabal, Juliet Andrea aut Soto, Juan Pablo aut Enthalten in Polymer bulletin Berlin : Springer, 1978 75(2017), 2 vom: 10. Mai, Seite 597-610 (DE-627)268761833 (DE-600)1473175-7 1436-2449 nnns volume:75 year:2017 number:2 day:10 month:05 pages:597-610 https://dx.doi.org/10.1007/s00289-017-2057-4 lizenzpflichtig Volltext GBV_USEFLAG_A SYSFLAG_A GBV_SPRINGER SSG-OLC-PHA GBV_ILN_11 GBV_ILN_20 GBV_ILN_22 GBV_ILN_23 GBV_ILN_24 GBV_ILN_31 GBV_ILN_32 GBV_ILN_39 GBV_ILN_40 GBV_ILN_60 GBV_ILN_62 GBV_ILN_63 GBV_ILN_69 GBV_ILN_70 GBV_ILN_73 GBV_ILN_74 GBV_ILN_90 GBV_ILN_95 GBV_ILN_100 GBV_ILN_101 GBV_ILN_105 GBV_ILN_110 GBV_ILN_120 GBV_ILN_138 GBV_ILN_150 GBV_ILN_151 GBV_ILN_152 GBV_ILN_161 GBV_ILN_170 GBV_ILN_171 GBV_ILN_187 GBV_ILN_213 GBV_ILN_224 GBV_ILN_230 GBV_ILN_250 GBV_ILN_267 GBV_ILN_281 GBV_ILN_285 GBV_ILN_293 GBV_ILN_370 GBV_ILN_602 GBV_ILN_636 GBV_ILN_702 GBV_ILN_2001 GBV_ILN_2003 GBV_ILN_2004 GBV_ILN_2005 GBV_ILN_2006 GBV_ILN_2007 GBV_ILN_2009 GBV_ILN_2010 GBV_ILN_2011 GBV_ILN_2014 GBV_ILN_2015 GBV_ILN_2020 GBV_ILN_2021 GBV_ILN_2025 GBV_ILN_2026 GBV_ILN_2027 GBV_ILN_2031 GBV_ILN_2034 GBV_ILN_2037 GBV_ILN_2038 GBV_ILN_2039 GBV_ILN_2044 GBV_ILN_2048 GBV_ILN_2049 GBV_ILN_2050 GBV_ILN_2055 GBV_ILN_2057 GBV_ILN_2059 GBV_ILN_2061 GBV_ILN_2064 GBV_ILN_2065 GBV_ILN_2068 GBV_ILN_2070 GBV_ILN_2086 GBV_ILN_2088 GBV_ILN_2093 GBV_ILN_2106 GBV_ILN_2107 GBV_ILN_2108 GBV_ILN_2110 GBV_ILN_2111 GBV_ILN_2112 GBV_ILN_2113 GBV_ILN_2116 GBV_ILN_2118 GBV_ILN_2119 GBV_ILN_2122 GBV_ILN_2129 GBV_ILN_2143 GBV_ILN_2144 GBV_ILN_2147 GBV_ILN_2148 GBV_ILN_2152 GBV_ILN_2153 GBV_ILN_2188 GBV_ILN_2190 GBV_ILN_2232 GBV_ILN_2336 GBV_ILN_2411 GBV_ILN_2446 GBV_ILN_2470 GBV_ILN_2472 GBV_ILN_2507 GBV_ILN_2522 GBV_ILN_2548 GBV_ILN_4012 GBV_ILN_4035 GBV_ILN_4037 GBV_ILN_4046 GBV_ILN_4112 GBV_ILN_4125 GBV_ILN_4126 GBV_ILN_4242 GBV_ILN_4246 GBV_ILN_4249 GBV_ILN_4251 GBV_ILN_4305 GBV_ILN_4306 GBV_ILN_4307 GBV_ILN_4313 GBV_ILN_4322 GBV_ILN_4323 GBV_ILN_4324 GBV_ILN_4325 GBV_ILN_4326 GBV_ILN_4333 GBV_ILN_4334 GBV_ILN_4335 GBV_ILN_4336 GBV_ILN_4338 GBV_ILN_4393 GBV_ILN_4700 AR 75 2017 2 10 05 597-610 |
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Enthalten in Polymer bulletin 75(2017), 2 vom: 10. Mai, Seite 597-610 volume:75 year:2017 number:2 day:10 month:05 pages:597-610 |
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Enthalten in Polymer bulletin 75(2017), 2 vom: 10. Mai, Seite 597-610 volume:75 year:2017 number:2 day:10 month:05 pages:597-610 |
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Polybenzobisoxazole Polythiophene Conducting polymer Electropolymerization Benzobisoxazole |
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Ahumada, Juan Carlos @@aut@@ Leyton, Patricio @@aut@@ Aristizabal, Juliet Andrea @@aut@@ Soto, Juan Pablo @@aut@@ |
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The synthesis involves several steps from 1,4-benzoquinone to form 2,5-diamine-3,6-dibromohydroquinone, which is condensed with 4-butylbenzoyl chloride and later with thiophen-2-ylmagnesium bromide through Kumada coupling reactions. This monomer is polymerized by potentiodynamic cyclic voltammetry. The voltammograms show a dependency on the range of applied potential, and three different processes of thermodynamically reversible oxidation and reduction occur on a platinum surface. Theoretical calculations are used to characterize these redox processes. The distribution of the frontier orbital density for the monomer and trimer forms show the participation of the thiophene ring in the polymerization processes and partial oxidation of the benzoxazole fragment. The characterization of the polymeric deposit was carried out by scanning electron microscopy and Raman spectroscopy. A dependence of both the morphology and vibrational state of the polymer on the potential range applied exists. 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Ahumada, Juan Carlos |
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Ahumada, Juan Carlos misc Polybenzobisoxazole misc Polythiophene misc Conducting polymer misc Electropolymerization misc Benzobisoxazole Synthesis and morphological characterization of a new conjugated polymer based on benzobisoxazole and thiophene systems |
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Synthesis and morphological characterization of a new conjugated polymer based on benzobisoxazole and thiophene systems Polybenzobisoxazole (dpeaa)DE-He213 Polythiophene (dpeaa)DE-He213 Conducting polymer (dpeaa)DE-He213 Electropolymerization (dpeaa)DE-He213 Benzobisoxazole (dpeaa)DE-He213 |
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synthesis and morphological characterization of a new conjugated polymer based on benzobisoxazole and thiophene systems |
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Synthesis and morphological characterization of a new conjugated polymer based on benzobisoxazole and thiophene systems |
| abstract |
Abstract In the present work, the synthesis, electropolymerization and polymer characterization of 2,6-di(4-butylphenyl)-4,8-dithiophenylbenzobisoxazole are reported. The synthesis involves several steps from 1,4-benzoquinone to form 2,5-diamine-3,6-dibromohydroquinone, which is condensed with 4-butylbenzoyl chloride and later with thiophen-2-ylmagnesium bromide through Kumada coupling reactions. This monomer is polymerized by potentiodynamic cyclic voltammetry. The voltammograms show a dependency on the range of applied potential, and three different processes of thermodynamically reversible oxidation and reduction occur on a platinum surface. Theoretical calculations are used to characterize these redox processes. The distribution of the frontier orbital density for the monomer and trimer forms show the participation of the thiophene ring in the polymerization processes and partial oxidation of the benzoxazole fragment. The characterization of the polymeric deposit was carried out by scanning electron microscopy and Raman spectroscopy. A dependence of both the morphology and vibrational state of the polymer on the potential range applied exists. This is attributed to the different conformations and dihedral angles of the macromolecule. Finally, the optical properties of the material indicate the existence of intramolecular charge transfer through the system’s thiophene and benzobisoxazole (donor and acceptor). © Springer-Verlag Berlin Heidelberg 2017 |
| abstractGer |
Abstract In the present work, the synthesis, electropolymerization and polymer characterization of 2,6-di(4-butylphenyl)-4,8-dithiophenylbenzobisoxazole are reported. The synthesis involves several steps from 1,4-benzoquinone to form 2,5-diamine-3,6-dibromohydroquinone, which is condensed with 4-butylbenzoyl chloride and later with thiophen-2-ylmagnesium bromide through Kumada coupling reactions. This monomer is polymerized by potentiodynamic cyclic voltammetry. The voltammograms show a dependency on the range of applied potential, and three different processes of thermodynamically reversible oxidation and reduction occur on a platinum surface. Theoretical calculations are used to characterize these redox processes. The distribution of the frontier orbital density for the monomer and trimer forms show the participation of the thiophene ring in the polymerization processes and partial oxidation of the benzoxazole fragment. The characterization of the polymeric deposit was carried out by scanning electron microscopy and Raman spectroscopy. A dependence of both the morphology and vibrational state of the polymer on the potential range applied exists. This is attributed to the different conformations and dihedral angles of the macromolecule. Finally, the optical properties of the material indicate the existence of intramolecular charge transfer through the system’s thiophene and benzobisoxazole (donor and acceptor). © Springer-Verlag Berlin Heidelberg 2017 |
| abstract_unstemmed |
Abstract In the present work, the synthesis, electropolymerization and polymer characterization of 2,6-di(4-butylphenyl)-4,8-dithiophenylbenzobisoxazole are reported. The synthesis involves several steps from 1,4-benzoquinone to form 2,5-diamine-3,6-dibromohydroquinone, which is condensed with 4-butylbenzoyl chloride and later with thiophen-2-ylmagnesium bromide through Kumada coupling reactions. This monomer is polymerized by potentiodynamic cyclic voltammetry. The voltammograms show a dependency on the range of applied potential, and three different processes of thermodynamically reversible oxidation and reduction occur on a platinum surface. Theoretical calculations are used to characterize these redox processes. The distribution of the frontier orbital density for the monomer and trimer forms show the participation of the thiophene ring in the polymerization processes and partial oxidation of the benzoxazole fragment. The characterization of the polymeric deposit was carried out by scanning electron microscopy and Raman spectroscopy. A dependence of both the morphology and vibrational state of the polymer on the potential range applied exists. This is attributed to the different conformations and dihedral angles of the macromolecule. Finally, the optical properties of the material indicate the existence of intramolecular charge transfer through the system’s thiophene and benzobisoxazole (donor and acceptor). © Springer-Verlag Berlin Heidelberg 2017 |
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Synthesis and morphological characterization of a new conjugated polymer based on benzobisoxazole and thiophene systems |
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https://dx.doi.org/10.1007/s00289-017-2057-4 |
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Leyton, Patricio Aristizabal, Juliet Andrea Soto, Juan Pablo |
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Leyton, Patricio Aristizabal, Juliet Andrea Soto, Juan Pablo |
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10.1007/s00289-017-2057-4 |
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2024-07-03T21:32:13.562Z |
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| score |
7.399748 |