2018
DOI: 10.1039/c8tc00823j
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Influence of the aryl spacer in 2,5-dialkoxyphenylene and diaryl substituted thieno[3,4-c]pyrrole-4,6-dione copolymers

Abstract: Polymerization conditions for direct arylation polymerization (DArP) now allow for the preparation of conjugated polymers, such as donor–acceptor copolymers, where undesired couplings (donor–donor, acceptor–acceptor, or branching defects) are undetectable.

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Cited by 9 publications
(4 citation statements)
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“…Among its structural isomers, the 2,3-dialkoxynaphthalene unit has been the least studied of the series, producing polymers with reduced yield and low molecular weight, which limits its field of applications [38,39]. These phenylene and naphthalene polymers are prepared by Suzuki or Stille couplings, but there are some recent examples of dialkoxyphenylene-based polymers successfully synthesized by DAP with high molecular weight [40][41][42][43]. These examples added to the significant advances made in preparing well-defined conjugated polymers via DAP [44][45][46][47][48][49][50][51][52], open the door to produce CPs based on 2,3-dialkoxynaphthalene.…”
Section: Introductionmentioning
confidence: 99%
“…Among its structural isomers, the 2,3-dialkoxynaphthalene unit has been the least studied of the series, producing polymers with reduced yield and low molecular weight, which limits its field of applications [38,39]. These phenylene and naphthalene polymers are prepared by Suzuki or Stille couplings, but there are some recent examples of dialkoxyphenylene-based polymers successfully synthesized by DAP with high molecular weight [40][41][42][43]. These examples added to the significant advances made in preparing well-defined conjugated polymers via DAP [44][45][46][47][48][49][50][51][52], open the door to produce CPs based on 2,3-dialkoxynaphthalene.…”
Section: Introductionmentioning
confidence: 99%
“…With a functionalized phenyl ring as the electron-donating unit and TPD as the electron-withdrawing unit, a D–π–A copolymer E9 was obtained by direct arylation polymerization. 68 The small steric hindrance of the phenyl overcame the steric limitation between the polymer donor and acceptor and therefore led to improved intermolecular interactions. However, the low number-average molecular weight due to the low reactivity of direct arylation polymerization still restricts the PCE of devices.…”
Section: Tvt -Based P-type Materialsmentioning
confidence: 99%
“…All the reactions were carried out in a nitrogen atmosphere. Ethyl 2-bromo-4-dodecyl-4H-thieno[3,2-b]pyrrole-5-carboxylate, 38 [2,2′-bithiophen]-5-yltrimethylstannane, 44 4,7-dibromobenzo-[c] [1,2,5]thiadiazole, 45 and trimethyl(thieno [3,2-b]thiophen-2-yl)stannane 46 were synthesized according to previously published procedures. All the proton and carbon NMR spectra were recorded on a Bruker AVANCE 500 MHz spectrometer.…”
Section: ■ Experimental Sectionmentioning
confidence: 99%