2000
DOI: 10.1021/ma991997x
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Controlling the Macromolecular Architecture of Poly(3-alkylthiophene)s by Alternating Alkyl and Fluoroalkyl Substituents

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Cited by 55 publications
(62 citation statements)
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“…[5,6,13] It has been reported that bromine-metal exchange exclusively takes place at the 5-position of the bithiophene ring, leading to the formation of regioregular P3HTs, [20] owing to steric and electronic effects. P3DDFT showed poor solubility in organic solvents at room temperature, but fairly soluble in chlorobenzene at 100 8C or higher.…”
Section: Synthesis Of Bithiophene Monomermentioning
confidence: 99%
See 1 more Smart Citation
“…[5,6,13] It has been reported that bromine-metal exchange exclusively takes place at the 5-position of the bithiophene ring, leading to the formation of regioregular P3HTs, [20] owing to steric and electronic effects. P3DDFT showed poor solubility in organic solvents at room temperature, but fairly soluble in chlorobenzene at 100 8C or higher.…”
Section: Synthesis Of Bithiophene Monomermentioning
confidence: 99%
“…[5,6] Third, the electron withdrawing nature of the fluoroalkyl chains could stabilize the reduced form of the polymers, which could be a promising approach to obtain electron conductive (n-type) polymers. [7,8] Fourth, large dipole moments induced by polar C-F bonds could form strong electric fields at the materials interfaces and affect the energy level alignment as suggested by the theoretical calculations [9] and recently shown experimentally by our group.…”
mentioning
confidence: 99%
“…Among them, poly(3,4-ethylenedioxythiophene) (PEDOT) has attracted significant attention, 4 both in academic as well as in industrial labs, because of its high electrochromic contrast, low oxidation potential, better stability to air exposure at ambient and elevated temperature conditions, and faster switching speeds. Recently, Reynolds and coworkers have studied the effect of ring size on the electrochromic properties of polymers based on 3,4-alkylenedioxythiophene, and they observed that the electrochromic contrast improves on increasing the ring size and also on increasing the interchain separation by the incorporation of a [10][11][12][13] In the light of the above facts, we envisaged that poly(3,4-propylenedioxythiophene), which contains a perfluoroalkyl chain, should possess high electrochromic contrast and thermal stability. We describe herein the synthesis of perfluoroalkylated poly(3,4-propylenedioxythiophene).…”
Section: Introductionmentioning
confidence: 99%
“…[1][2][3][4][5][6] These polymeric materials exhibit metalliclike conductivities. Due to the high degree of conjugation for such conductivities, they are often rather intractable in practice.…”
Section: Introductionmentioning
confidence: 99%