Semicrystalline D–A Copolymers with Different Chain Curvature for Applications in Polymer Optoelectronic Devices

Lee, Wonho; Kim, Gi Hwan; Ko, Seo Jin; Yum, Seungjib; Hwang, Sungu; Cho, Shinuk; Shin, Young Han; Kim, Jin Young; Woo, Han Young

doi:10.1021/ma402588m

Cited by 96 publications

(93 citation statements)

References 51 publications

(75 reference statements)

Supporting

Mentioning

Contrasting

Order By: Relevance

“…To design highly-efficient electron donors, several important properties of polymers should be considered and optimized simultaneously, including light absorption ability, energy levels, charge mobility, and solubility. [12][13][14][15][16][17][18][19] Recently, random terpolymers, which are composed of three different units in the conjugated backbone, are promising candidates as efficient electron donors because adding a third component to D-A alternating copolymers could have synergetic effects on the various aforementioned important properties. 5,10,[20][21][22][23][24] Among the various properties of low bandgap polymers, the crystallinity of the active layer is a very important parameter that critically affects the efficiency of the PSCs, because it determines their electrical properties and their processability in various solvents.…”

Section: Introductionmentioning

confidence: 99%

Determining Optimal Crystallinity of Diketopyrrolopyrrole-Based Terpolymers for Highly Efficient Polymer Solar Cells and Transistors

et al. 2014

View full text Add to dashboard Cite

A new series of conjugated random terpolymers (PDPP2T-Se-Th) was synthesized from electron-deficient diketopyrrolopyrrole (DPP) based unit in conjugation with two electronrich selenophene (Se) and thiophene (Th) species, with a view to inducing different crystalline behaviors of the polymers. The crystallinity of the polymers can be systematically controlled by tuning the ratio between Se and Th; an increase in Se content induced a remarkable increase in the melting and crystallization temperatures as well as the crystallinity of the PDPP2T-Se-Th terpolymers. These changes in the crystalline properties of polymers had a dramatic effect on the performances of organic field-effect transistors (OFETs) and polymer solar cells (PSCs). However, their effect on each type of devices was very different.The charge carrier mobilities of the PDPP2T-Se-Th terpolymers in OFET devices increased remarkably as the Se content increased in the polymers, showing that PDPP2T-Se100 with Se/Th ratio= 100/0 had very high hole and electron mobilities (4.72 and 5.54 cm 2 V -1 s -1 , respectively) with well-balanced ambipolar property. In contrast, the best power conversion efficiency (PCE) of 7.2% was observed for the PDPP2T-Se10-Th90 polymers that had Se/Th ratio of 10/90 due to the synergistic contributions from high charge mobility and optimized bulk-heterojunction (BHJ) morphology with fullerene acceptors. Therefore, the Se units in the polymer backbone could serve to (1) enhance charge carrier mobility and (2) optimize BHJ morphology, both of which affect the performance of the PSCs. To understand the effects of the crystallinity of random terpolymers on their performances in OTFTs and PSCs, we systematically investigated the effects of the Se/Th compositions on their optical, electrical, and structural properties.

show abstract

Section: Introductionmentioning

confidence: 99%

Determining Optimal Crystallinity of Diketopyrrolopyrrole-Based Terpolymers for Highly Efficient Polymer Solar Cells and Transistors

et al. 2014

View full text Add to dashboard Cite

show abstract

“…Although the polymers are amorphous, P(BT-C2) has a relatively straight backbone and may be subject to reorganization upon annealing for the formation of a film that comprises more closely-packed conjugated chains. In contrast, the large backbone curvature of P(BT-C1) may impede this process [49,50]. The mobility of P(BT-C1) was in the same magnitude as that of the polymers based on DPP, IID, and thienopyrroledione (TPD).…”

Section: Charge Transport Propertiesmentioning

confidence: 94%

Dithienocarbazole- and benzothiadiazole-based donor-acceptor conjugated polymers for bulk heterojunction polymer solar cells

et al. 2015

View full text Add to dashboard Cite

Donor-acceptor (D-A)-conjugated polymers P(BT-C1) and P(BT-C2), with dithieno[2,3-b;7,6-b]carbazole (C1) or dithieno [3,2-b;6,7-b]carbazole (C2) as D-unit and benzothiadiazole (BT) as A-unit, were synthesized. The optical bandgaps of the polymers are similar (1.84 and 1.88 eV, respectively). The structures of donor units noticeably influence the energy levels and backbone curvature of the polymers. P(BT-C1) shows a large backbone curvature; its highest occupied molecular orbital (HOMO) energy level is 5.18 eV, whereas P(BT-C2) displays a pseudo-straight backbone and has a HOMO energy level of 5.37 eV. The hole mobilities of the polymers without thermal annealing are 1.9×10 3 and 2.7×10 3 cm 2 V 1 s 1 for P(BT-C1) and P(BT-C2), respectively, as measured by organic thin-film transistors (OTFTs). Polymer solar cells using P(BT-C1) and P(BT-C2) as the donor and phenyl-C 71 -butyric acid methyl ester (PC 71 BM) as the acceptor were fabricated. Power conversion efficiencies (PCEs) of 4.9% and 5.0% were achieved for P(BT-C1) and P(BT-C2), respectively. The devices based on P(BT-C2) exhibited a higher V oc due to the deeper HOMO level of the polymer, which led to a slightly higher PCE. conjugated polymer, dithienocarbazole, benzothiadiazole, polymer solar cells, power conversion efficiency

show abstract

“…In this contribution, we synthesized the bisalkoxyphenylene, thiophene and naphtho [1,2-c:5,6-c]bis [1,2,5]thiadiazole-based D-A copolymers (PPDTNTz) by considering intrachain noncovalent Coulombic interactions for chain planarity and crystalline interchain interactions [26,27]. Density function theory (DFT) calculation confirms a planar chain conformation.…”

Section: Introductionmentioning

confidence: 99%

Thiophene and Naphtho[1,2-c:5,6-c]bis[1,2,5]thiadiazole Based Alternating Copolymers for Polymer Solar Cells

Lee

Kim

et al. 2016

J. Photopol. Sci. Technol.

Self Cite

View full text Add to dashboard Cite

Two planar type photovoltaic polymers based on naphthobisthiadiazole, poly(2,5-bis(2-hexyldecyloxy)phenylene-alt-(5,10-dithiophen-2-yl)naphtho[1,2-c:5,6-c]bis[1,2,5]thiadiazole) (hPPDTNTz) and poly(2,5-bis(2-decyltetradecyloxy)phenylene-alt-(5,10-dithiophen-2-yl)naphtho[1,2-c:5,6-c]bis[1,2,5]thiadiazole) (d-PPDTNTz) were synthesized by incorporating intrachain noncovalent Coulombic interactions in the molecular design. To achieve a delicate balance of molecular weight, solubility as well as bulk film morphology, hexyldecyloxy (h-) and decyltetradecyloxy (d-) side-chains were substituted, which played a decisive role in modulating morphology, film packing structure and macroscopic device properties. Both polymers showed a broad light absorption up to ~800 nm and d-PPDTNTz exhibited a deeper HOMO and preferentially face-on orientation in pristine and blended films with PC71BM. The detailed optical, electrochemical, thermal, morphological and the resulting photovoltaic characteristics were studied. The best power conversion efficiency of ~6.7% was measured for d-PPDTNTz:PC 71 BM, suggesting that the careful choice of side-chains is necessary for fully optimize the photovoltaic materials and devices.

show abstract

Semicrystalline D–A Copolymers with Different Chain Curvature for Applications in Polymer Optoelectronic Devices

Cited by 96 publications

References 51 publications

Determining Optimal Crystallinity of Diketopyrrolopyrrole-Based Terpolymers for Highly Efficient Polymer Solar Cells and Transistors

Determining Optimal Crystallinity of Diketopyrrolopyrrole-Based Terpolymers for Highly Efficient Polymer Solar Cells and Transistors

Dithienocarbazole- and benzothiadiazole-based donor-acceptor conjugated polymers for bulk heterojunction polymer solar cells

Thiophene and Naphtho[1,2-c:5,6-c]bis[1,2,5]thiadiazole Based Alternating Copolymers for Polymer Solar Cells

Contact Info

Product

Resources

About