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Syntheses, characterizations and electrochromic applications of polymers derived from carbazole containing thiophene rings in side chain with electrochemical and FeCl3 methods

Identifieur interne : 000423 ( Main/Repository ); précédent : 000422; suivant : 000424

Syntheses, characterizations and electrochromic applications of polymers derived from carbazole containing thiophene rings in side chain with electrochemical and FeCl3 methods

Auteurs : RBID : Pascal:13-0143261

Descripteurs français

English descriptors

Abstract

1,8-Bis(3,6-di(thiophen-3-yl)-9H-carbazol-9-yl)octane (BDTCO) was synthesized via Ullmann and Suzuki couplings. Additionally, its homopolymer and copolymers with 3,4-ethylenedioxythiophene (EDOT), pyrrole (Py) and thiophene (Th) were synthesized and coated onto an ITO-glass surface via electrochemical oxidative polymerization. The spectroelectrochemical and electrochromic properties of the polymers were also investigated. The switching ability of these polymers was measured as the percent transmittance (T%) at their point of maximum contrast. Moreover, the polymer of BDTCO (P-BDTCO) was successfully synthesized through FeCl3 oxidative polymerization. The compounds were characterized by FT-IR, NMR and X-ray Photoelectron Spectroscopy (XPS), and their thermal stabilities were determined via TG measurements. The solid state conductivities of the polymeric films coated onto the ITO-glass surface were measured via the four point probe technique using an electrometer. In addition, the surface morphological properties were investigated by Scanning Electron Microscopy (SEM) for different magnifications.

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Pascal:13-0143261

Le document en format XML

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<term>Absorption coefficient</term>
<term>Carbazole derivatives</term>
<term>Coated material</term>
<term>Coatings</term>
<term>Copolymer</term>
<term>Doped materials</term>
<term>Electrochemical method</term>
<term>Electrochemical polymerization</term>
<term>Electrochromic device</term>
<term>Electrochromism</term>
<term>Electrometer</term>
<term>Electrooptical effect</term>
<term>Four point probe</term>
<term>Glass</term>
<term>Indium oxide</term>
<term>Iron chloride</term>
<term>Nuclear magnetic resonance</term>
<term>Polymer</term>
<term>Scanning electron microscopy</term>
<term>Side chain</term>
<term>Solid state</term>
<term>Surface properties</term>
<term>Switching</term>
<term>Thermal stability</term>
<term>Thiophene</term>
<term>Thiophene derivatives</term>
<term>Tin addition</term>
<term>Transmittance</term>
<term>X-ray photoelectron spectra</term>
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<term>Dispositif électrochromique</term>
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<term>Electrochromisme</term>
<term>Chaîne latérale</term>
<term>Méthode électrochimique</term>
<term>Revêtement</term>
<term>Addition étain</term>
<term>Polymérisation électrolytique</term>
<term>Commutation</term>
<term>Coefficient absorption</term>
<term>Facteur transmission</term>
<term>Résonance magnétique nucléaire</term>
<term>Spectre photoélectron RX</term>
<term>Stabilité thermique</term>
<term>Sonde 4 pointes</term>
<term>Electromètre</term>
<term>Propriété surface</term>
<term>Microscopie électronique balayage</term>
<term>Polymère</term>
<term>Dérivé du carbazole</term>
<term>Dérivé du thiophène</term>
<term>Chlorure de fer</term>
<term>Copolymère</term>
<term>Thiophène</term>
<term>Matériau revêtu</term>
<term>Oxyde d'indium</term>
<term>Verre</term>
<term>Etat solide</term>
<term>Matériau dopé</term>
<term>8560P</term>
<term>8105L</term>
<term>8105K</term>
<term>0779</term>
<term>FeCl3</term>
<term>ITO</term>
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<div type="abstract" xml:lang="en">1,8-Bis(3,6-di(thiophen-3-yl)-9H-carbazol-9-yl)octane (BDTCO) was synthesized via Ullmann and Suzuki couplings. Additionally, its homopolymer and copolymers with 3,4-ethylenedioxythiophene (EDOT), pyrrole (Py) and thiophene (Th) were synthesized and coated onto an ITO-glass surface via electrochemical oxidative polymerization. The spectroelectrochemical and electrochromic properties of the polymers were also investigated. The switching ability of these polymers was measured as the percent transmittance (T%) at their point of maximum contrast. Moreover, the polymer of BDTCO (P-BDTCO) was successfully synthesized through FeCl
<sub>3</sub>
oxidative polymerization. The compounds were characterized by FT-IR, NMR and X-ray Photoelectron Spectroscopy (XPS), and their thermal stabilities were determined via TG measurements. The solid state conductivities of the polymeric films coated onto the ITO-glass surface were measured via the four point probe technique using an electrometer. In addition, the surface morphological properties were investigated by Scanning Electron Microscopy (SEM) for different magnifications.</div>
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<s0>1,8-Bis(3,6-di(thiophen-3-yl)-9H-carbazol-9-yl)octane (BDTCO) was synthesized via Ullmann and Suzuki couplings. Additionally, its homopolymer and copolymers with 3,4-ethylenedioxythiophene (EDOT), pyrrole (Py) and thiophene (Th) were synthesized and coated onto an ITO-glass surface via electrochemical oxidative polymerization. The spectroelectrochemical and electrochromic properties of the polymers were also investigated. The switching ability of these polymers was measured as the percent transmittance (T%) at their point of maximum contrast. Moreover, the polymer of BDTCO (P-BDTCO) was successfully synthesized through FeCl
<sub>3</sub>
oxidative polymerization. The compounds were characterized by FT-IR, NMR and X-ray Photoelectron Spectroscopy (XPS), and their thermal stabilities were determined via TG measurements. The solid state conductivities of the polymeric films coated onto the ITO-glass surface were measured via the four point probe technique using an electrometer. In addition, the surface morphological properties were investigated by Scanning Electron Microscopy (SEM) for different magnifications.</s0>
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<s0>230</s0>
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<fC02 i1="06" i2="X">
<s0>240</s0>
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<s5>01</s5>
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<s5>01</s5>
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<s5>01</s5>
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<s0>Effet électrooptique</s0>
<s5>02</s5>
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<s5>02</s5>
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<s0>Efecto electroóptico</s0>
<s5>02</s5>
</fC03>
<fC03 i1="03" i2="X" l="FRE">
<s0>Electrochromisme</s0>
<s5>03</s5>
</fC03>
<fC03 i1="03" i2="X" l="ENG">
<s0>Electrochromism</s0>
<s5>03</s5>
</fC03>
<fC03 i1="03" i2="X" l="SPA">
<s0>Electrocromismo</s0>
<s5>03</s5>
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<s0>Chaîne latérale</s0>
<s5>04</s5>
</fC03>
<fC03 i1="04" i2="X" l="ENG">
<s0>Side chain</s0>
<s5>04</s5>
</fC03>
<fC03 i1="04" i2="X" l="SPA">
<s0>Cadena lateral</s0>
<s5>04</s5>
</fC03>
<fC03 i1="05" i2="X" l="FRE">
<s0>Méthode électrochimique</s0>
<s5>05</s5>
</fC03>
<fC03 i1="05" i2="X" l="ENG">
<s0>Electrochemical method</s0>
<s5>05</s5>
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<s0>Método electroquímico</s0>
<s5>05</s5>
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<s0>Revêtement</s0>
<s5>06</s5>
</fC03>
<fC03 i1="06" i2="X" l="ENG">
<s0>Coatings</s0>
<s5>06</s5>
</fC03>
<fC03 i1="06" i2="X" l="GER">
<s0>Ueberzug</s0>
<s5>06</s5>
</fC03>
<fC03 i1="06" i2="X" l="SPA">
<s0>Revestimiento</s0>
<s5>06</s5>
</fC03>
<fC03 i1="07" i2="X" l="FRE">
<s0>Addition étain</s0>
<s5>07</s5>
</fC03>
<fC03 i1="07" i2="X" l="ENG">
<s0>Tin addition</s0>
<s5>07</s5>
</fC03>
<fC03 i1="07" i2="X" l="GER">
<s0>Zinnzusatz</s0>
<s5>07</s5>
</fC03>
<fC03 i1="07" i2="X" l="SPA">
<s0>Adición estaño</s0>
<s5>07</s5>
</fC03>
<fC03 i1="08" i2="X" l="FRE">
<s0>Polymérisation électrolytique</s0>
<s5>08</s5>
</fC03>
<fC03 i1="08" i2="X" l="ENG">
<s0>Electrochemical polymerization</s0>
<s5>08</s5>
</fC03>
<fC03 i1="08" i2="X" l="SPA">
<s0>Polimerización electrolítica</s0>
<s5>08</s5>
</fC03>
<fC03 i1="09" i2="X" l="FRE">
<s0>Commutation</s0>
<s5>09</s5>
</fC03>
<fC03 i1="09" i2="X" l="ENG">
<s0>Switching</s0>
<s5>09</s5>
</fC03>
<fC03 i1="09" i2="X" l="SPA">
<s0>Conmutación</s0>
<s5>09</s5>
</fC03>
<fC03 i1="10" i2="X" l="FRE">
<s0>Coefficient absorption</s0>
<s5>10</s5>
</fC03>
<fC03 i1="10" i2="X" l="ENG">
<s0>Absorption coefficient</s0>
<s5>10</s5>
</fC03>
<fC03 i1="10" i2="X" l="SPA">
<s0>Coeficiente absorción</s0>
<s5>10</s5>
</fC03>
<fC03 i1="11" i2="X" l="FRE">
<s0>Facteur transmission</s0>
<s5>11</s5>
</fC03>
<fC03 i1="11" i2="X" l="ENG">
<s0>Transmittance</s0>
<s5>11</s5>
</fC03>
<fC03 i1="11" i2="X" l="GER">
<s0>Transmission faktor</s0>
<s5>11</s5>
</fC03>
<fC03 i1="11" i2="X" l="SPA">
<s0>Factor transmisión</s0>
<s5>11</s5>
</fC03>
<fC03 i1="12" i2="X" l="FRE">
<s0>Résonance magnétique nucléaire</s0>
<s5>12</s5>
</fC03>
<fC03 i1="12" i2="X" l="ENG">
<s0>Nuclear magnetic resonance</s0>
<s5>12</s5>
</fC03>
<fC03 i1="12" i2="X" l="GER">
<s0>KMR</s0>
<s5>12</s5>
</fC03>
<fC03 i1="12" i2="X" l="SPA">
<s0>Resonancia magnética nuclear</s0>
<s5>12</s5>
</fC03>
<fC03 i1="13" i2="3" l="FRE">
<s0>Spectre photoélectron RX</s0>
<s5>13</s5>
</fC03>
<fC03 i1="13" i2="3" l="ENG">
<s0>X-ray photoelectron spectra</s0>
<s5>13</s5>
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<s0>Stabilité thermique</s0>
<s5>14</s5>
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<fC03 i1="14" i2="X" l="ENG">
<s0>Thermal stability</s0>
<s5>14</s5>
</fC03>
<fC03 i1="14" i2="X" l="GER">
<s0>Thermische Stabilitaet</s0>
<s5>14</s5>
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<s0>Estabilidad térmica</s0>
<s5>14</s5>
</fC03>
<fC03 i1="15" i2="X" l="FRE">
<s0>Sonde 4 pointes</s0>
<s5>15</s5>
</fC03>
<fC03 i1="15" i2="X" l="ENG">
<s0>Four point probe</s0>
<s5>15</s5>
</fC03>
<fC03 i1="15" i2="X" l="SPA">
<s0>Sonda 4 puntas</s0>
<s5>15</s5>
</fC03>
<fC03 i1="16" i2="X" l="FRE">
<s0>Electromètre</s0>
<s5>16</s5>
</fC03>
<fC03 i1="16" i2="X" l="ENG">
<s0>Electrometer</s0>
<s5>16</s5>
</fC03>
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<s0>Electrómetro</s0>
<s5>16</s5>
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<fC03 i1="17" i2="X" l="FRE">
<s0>Propriété surface</s0>
<s5>17</s5>
</fC03>
<fC03 i1="17" i2="X" l="ENG">
<s0>Surface properties</s0>
<s5>17</s5>
</fC03>
<fC03 i1="17" i2="X" l="GER">
<s0>Oberflaecheneigenschaft</s0>
<s5>17</s5>
</fC03>
<fC03 i1="17" i2="X" l="SPA">
<s0>Propiedad superficie</s0>
<s5>17</s5>
</fC03>
<fC03 i1="18" i2="X" l="FRE">
<s0>Microscopie électronique balayage</s0>
<s5>18</s5>
</fC03>
<fC03 i1="18" i2="X" l="ENG">
<s0>Scanning electron microscopy</s0>
<s5>18</s5>
</fC03>
<fC03 i1="18" i2="X" l="GER">
<s0>Rasterelektronenmikroskopie</s0>
<s5>18</s5>
</fC03>
<fC03 i1="18" i2="X" l="SPA">
<s0>Microscopía electrónica barrido</s0>
<s5>18</s5>
</fC03>
<fC03 i1="19" i2="X" l="FRE">
<s0>Polymère</s0>
<s5>22</s5>
</fC03>
<fC03 i1="19" i2="X" l="ENG">
<s0>Polymer</s0>
<s5>22</s5>
</fC03>
<fC03 i1="19" i2="X" l="GER">
<s0>Polymer</s0>
<s5>22</s5>
</fC03>
<fC03 i1="19" i2="X" l="SPA">
<s0>Polímero</s0>
<s5>22</s5>
</fC03>
<fC03 i1="20" i2="X" l="FRE">
<s0>Dérivé du carbazole</s0>
<s5>23</s5>
</fC03>
<fC03 i1="20" i2="X" l="ENG">
<s0>Carbazole derivatives</s0>
<s5>23</s5>
</fC03>
<fC03 i1="20" i2="X" l="SPA">
<s0>Carbazol derivado</s0>
<s5>23</s5>
</fC03>
<fC03 i1="21" i2="X" l="FRE">
<s0>Dérivé du thiophène</s0>
<s5>24</s5>
</fC03>
<fC03 i1="21" i2="X" l="ENG">
<s0>Thiophene derivatives</s0>
<s5>24</s5>
</fC03>
<fC03 i1="21" i2="X" l="SPA">
<s0>Tiofeno derivado</s0>
<s5>24</s5>
</fC03>
<fC03 i1="22" i2="X" l="FRE">
<s0>Chlorure de fer</s0>
<s5>25</s5>
</fC03>
<fC03 i1="22" i2="X" l="ENG">
<s0>Iron chloride</s0>
<s5>25</s5>
</fC03>
<fC03 i1="22" i2="X" l="GER">
<s0>Eisenchlorid</s0>
<s5>25</s5>
</fC03>
<fC03 i1="22" i2="X" l="SPA">
<s0>Hierro cloruro</s0>
<s5>25</s5>
</fC03>
<fC03 i1="23" i2="X" l="FRE">
<s0>Copolymère</s0>
<s2>NK</s2>
<s5>26</s5>
</fC03>
<fC03 i1="23" i2="X" l="ENG">
<s0>Copolymer</s0>
<s2>NK</s2>
<s5>26</s5>
</fC03>
<fC03 i1="23" i2="X" l="SPA">
<s0>Copolímero</s0>
<s2>NK</s2>
<s5>26</s5>
</fC03>
<fC03 i1="24" i2="X" l="FRE">
<s0>Thiophène</s0>
<s2>NK</s2>
<s5>27</s5>
</fC03>
<fC03 i1="24" i2="X" l="ENG">
<s0>Thiophene</s0>
<s2>NK</s2>
<s5>27</s5>
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<fC03 i1="24" i2="X" l="SPA">
<s0>Tiofeno</s0>
<s2>NK</s2>
<s5>27</s5>
</fC03>
<fC03 i1="25" i2="X" l="FRE">
<s0>Matériau revêtu</s0>
<s5>28</s5>
</fC03>
<fC03 i1="25" i2="X" l="ENG">
<s0>Coated material</s0>
<s5>28</s5>
</fC03>
<fC03 i1="25" i2="X" l="GER">
<s0>Beschichteter Werkstoff</s0>
<s5>28</s5>
</fC03>
<fC03 i1="25" i2="X" l="SPA">
<s0>Material revestido</s0>
<s5>28</s5>
</fC03>
<fC03 i1="26" i2="X" l="FRE">
<s0>Oxyde d'indium</s0>
<s5>29</s5>
</fC03>
<fC03 i1="26" i2="X" l="ENG">
<s0>Indium oxide</s0>
<s5>29</s5>
</fC03>
<fC03 i1="26" i2="X" l="GER">
<s0>Indiumoxid</s0>
<s5>29</s5>
</fC03>
<fC03 i1="26" i2="X" l="SPA">
<s0>Indio óxido</s0>
<s5>29</s5>
</fC03>
<fC03 i1="27" i2="X" l="FRE">
<s0>Verre</s0>
<s5>30</s5>
</fC03>
<fC03 i1="27" i2="X" l="ENG">
<s0>Glass</s0>
<s5>30</s5>
</fC03>
<fC03 i1="27" i2="X" l="GER">
<s0>Glas</s0>
<s5>30</s5>
</fC03>
<fC03 i1="27" i2="X" l="SPA">
<s0>Vidrio</s0>
<s5>30</s5>
</fC03>
<fC03 i1="28" i2="X" l="FRE">
<s0>Etat solide</s0>
<s5>31</s5>
</fC03>
<fC03 i1="28" i2="X" l="ENG">
<s0>Solid state</s0>
<s5>31</s5>
</fC03>
<fC03 i1="28" i2="X" l="GER">
<s0>Fester Zustand</s0>
<s5>31</s5>
</fC03>
<fC03 i1="28" i2="X" l="SPA">
<s0>Estado sólido</s0>
<s5>31</s5>
</fC03>
<fC03 i1="29" i2="3" l="FRE">
<s0>Matériau dopé</s0>
<s5>46</s5>
</fC03>
<fC03 i1="29" i2="3" l="ENG">
<s0>Doped materials</s0>
<s5>46</s5>
</fC03>
<fC03 i1="30" i2="X" l="FRE">
<s0>8560P</s0>
<s4>INC</s4>
<s5>56</s5>
</fC03>
<fC03 i1="31" i2="X" l="FRE">
<s0>8105L</s0>
<s4>INC</s4>
<s5>57</s5>
</fC03>
<fC03 i1="32" i2="X" l="FRE">
<s0>8105K</s0>
<s4>INC</s4>
<s5>58</s5>
</fC03>
<fC03 i1="33" i2="X" l="FRE">
<s0>0779</s0>
<s4>INC</s4>
<s5>59</s5>
</fC03>
<fC03 i1="34" i2="X" l="FRE">
<s0>FeCl3</s0>
<s4>INC</s4>
<s5>82</s5>
</fC03>
<fC03 i1="35" i2="X" l="FRE">
<s0>ITO</s0>
<s4>INC</s4>
<s5>83</s5>
</fC03>
<fN21>
<s1>119</s1>
</fN21>
<fN44 i1="01">
<s1>OTO</s1>
</fN44>
<fN82>
<s1>OTO</s1>
</fN82>
</pA>
</standard>
</inist>
</record>

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