Modular Establishment of a Diketopyrrolopyrrole‐Based Polymer Library via Pd‐Catalyzed Direct C–H (Hetero)arylation: a Highly Efficient Approach to Discover Low‐Bandgap Polymers

Guo, Qiang; Dong, Jiaxing; Wan, Danyang; Wu, Di; You, Jingsong

doi:10.1002/marc.201200737

Cited by 74 publications

(67 citation statements)

References 44 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…The low concentration of the monomers slightly increased the molecular weight of the polymer. Next, the polycondensation was conducted in a mixed solvent system composed of DMAc/ m ‐xylene (4:1 v/v, 0.06 M), instead of DMAc (Table , Entry 3). However, a significant improvement of molecular weight was not achieved.…”

Section: Resultsmentioning

confidence: 99%

Synthesis of bithiazole‐based crystalline polymers via palladium‐catalyzed direct CH arylation

Kuwabara

Kawamura

et al. 2015

J. Polym. Sci. Part A: Polym. Chem.

View full text Add to dashboard Cite

Palladium‐catalyzed direct arylation polycondensation afforded a bithiazole‐based homopolymer and donor–acceptor (D–A)‐type copolymers where the bithiazole unit served as an acceptor unit. The results of polymerization strongly depended on the solubility of the polymers; long alkyl chain substituents were required for the formation of high‐molecular‐weight polymers in high yields owing to low solubility of the bithiazole‐based polymers. X‐ray diffraction studies revealed that the obtained polymers were highly crystalline. In particular, a well‐ordered lamellar structure was observed in the D–A‐type copolymer with flexible alkyl chains after thermal annealing, presumably owing to the combination of interchain interactions between the bithiazole units and the electrostatic D–A interactions. © 2015 Wiley Periodicals, Inc. J. Polym. Sci., Part A: Polym. Chem. 2015, 53, 1396–1402

show abstract

Section: Resultsmentioning

confidence: 99%

Synthesis of bithiazole‐based crystalline polymers via palladium‐catalyzed direct CH arylation

Kuwabara

Kawamura

et al. 2015

J. Polym. Sci. Part A: Polym. Chem.

View full text Add to dashboard Cite

show abstract

“…The Fagnou conditions have been developed by Fagnou et al for the synthesis of small molecules via direct arylation in 2006 and then later adopted for the synthesis of conjugated polymers with little or no modifications . The conditions include rather simple, inexpensive, and bench‐stable reagents.…”

Section: Structural Defects In Darp Polymersmentioning

confidence: 99%

Optimization of direct arylation polymerization (DArP) through the identification and control of defects in polymer structure

Rudenko

Thompson

2014

J. Polym. Sci. Part A: Polym. Chem.

191

224

View full text Add to dashboard Cite

As a newly emerged protocol for the synthesis of conjugated polymers, direct arylation polymerization (DArP) is an environmentally friendly and cost-effective alternative to traditional methods of polymerization. DArP efficiently yields conjugated polymers with high yield and high molecular weight. However, DArP is also known to produce defects in polymer chemical structure. Together with molecular weight and polydispersity, these defects are considered to be important parameters of polymer structure and they have a strong impact on optical, electronic and thermal properties of conjugated polymers. The four major classes of conjugated polymer defects inherent for DArP have been identified: homocoupling regiodefects, branching defects, end group defects, and residual metal defects. To have a precise control over the polymer properties, it is important to understand what causes the defects to form during the polymerization process and be able to control their content. Here within the scope of current literature, we discuss in detail the definition and origin of all these defects, their influence on polymer properties and effective means to control the defects through fine tuning of the DArP reaction parameters.

show abstract

“…For instance, Chen and co‐workers as well as Marder and co‐workers reported synthesis of a series of small molecular DPP derivatives via direct arylation cross coupling . You and co‐workers synthesized a variety of DPP‐based low‐bandgap polymers via DAP under carefully optimized reaction conditions using Pd(OAc) 2 as the catalyst . Very recently, Leclerc and co‐workers reported synthesis of DPP‐based polymers via DAP using Herrmann's catalyst.…”

Section: Introductionmentioning

confidence: 99%

Balanced Ambipolar Poly(diketopyrrolopyrrole‐alt‐tetrafluorobenzene) Semiconducting Polymers Synthesized via Direct Arylation Polymerization

Wang

2015

Macromol. Rapid Commun.

View full text Add to dashboard Cite

The synthesis of an ambipolar π-conjugated copolymer consisting of alternating diketopyrrolopyrrole and tetrafluorobenzene via direct arylation polymerization (DAP) is reported. Two different combinations of monomers are investigated under various catalytic conditions for DAP. The target polymer obtained under an optimized catalytic condition shows minimal structural defects, a number-average molecular weight of 33.2 kDa, and balanced electron and hole mobility of 1 × 10(-2) cm(2) V(-1) S(-1) in the organic field-effect transistors fabricated and tested under ambient conditions.

show abstract

Modular Establishment of a Diketopyrrolopyrrole‐Based Polymer Library via Pd‐Catalyzed Direct C–H (Hetero)arylation: a Highly Efficient Approach to Discover Low‐Bandgap Polymers

Cited by 74 publications

References 44 publications

Synthesis of bithiazole‐based crystalline polymers via palladium‐catalyzed direct CH arylation

Synthesis of bithiazole‐based crystalline polymers via palladium‐catalyzed direct CH arylation

Optimization of direct arylation polymerization (DArP) through the identification and control of defects in polymer structure

Balanced Ambipolar Poly(diketopyrrolopyrrole‐alt‐tetrafluorobenzene) Semiconducting Polymers Synthesized via Direct Arylation Polymerization

Contact Info

Product

Resources

About