Organic photovoltaic (OPV) devices offer a number of unique advantages over conventional single crystal silicon solar cells, such as simple and low‐cost fabrication, significantly reduced weight, high flexibility, and semitransparency. However, OPV devices exhibit poor durability to mechanical deformations. Here, the use of an elastic semi‐interpenetrating network is studied to improve the mechanical durability of the active layer of OPV devices based on the high‐performance poly[(2,6‐(4,8‐bis(5‐(2‐ethylhexyl‐3‐fluoro)thiophen‐2‐yl)‐benzo[1,2‐b:4,5‐b′]dithiophene))‐
This work presents improved compatibility in an elastomer/π‐conjugated polymer blend through side chain functionalization of the electronic polymer. Poly[(3‐(6‐bromohexyl)thiophene)‐
- NSF-PAR ID:
- 10458521
- Publisher / Repository:
- Wiley Blackwell (John Wiley & Sons)
- Date Published:
- Journal Name:
- Polymer International
- Volume:
- 69
- Issue:
- 3
- ISSN:
- 0959-8103
- Page Range / eLocation ID:
- p. 308-316
- Format(s):
- Medium: X
- Sponsoring Org:
- National Science Foundation
More Like this
-
more » « less
Abstract alt ‐(5,5‐(1′,3′‐di‐2‐thienyl‐5′,7′‐bis(2‐ethylhexyl)benzo[1′,2′‐c:4′,5′‐c′]dithiophene‐4,8‐dione)]:2,2′‐[[6,6,12,12‐tetrakis(4‐hexylphenyl)‐6,12‐dihydrodithieno[2,3‐d:2′,3′‐d′]‐s‐indaceno[1,2‐b:5,6‐b′]dithiophene‐2,8‐diyl]bis[methylidyne(3‐oxo‐1H‐indene‐2,1(3H)‐diylidene)]]bis[propanedinitrile] donor:acceptor blend (PBDBT‐2F:ITIC). The elastic interpenetrating network is synthesized in situ through the UV photoinitiated crosslinking of thiol–ene additives in the active layer. The effects of strain as a function of bending on the network‐stabilized active layer structure are systematically investigated. The elastic interpenetrating network suppresses crack formation and improves durability to high‐curvature and repeated bending deformations. Performance measurements show that network‐stabilized devices outperform pristine devices above a critical bending strain and number of bending deformations. The photovoltaic performance in general decreases with the increase in the network content, and the best performing devices are obtained using network forming reagents that are most compatible with the donor:acceptor system. This work describes an effective route to flexible devices using semi‐interpenetrating polymer networks and provides insight into the design of the networks to maximize photovoltaic performance. -
more » « less
Abstract Mechanically deformable polymeric semiconductors are a key material for fabricating flexible organic thin‐film transistors (FOTFTs)—the building block of electronic circuits and wearable electronic devices. However, for many π‐conjugated polymers achieving mechanical deformability and efficient charge transport remains challenging. Here the effects of polymer backbone bending stiffness and film microstructure on mechanical flexibility and charge transport are investigated via experimental and computational methods for a series of electron‐transporting naphthalene diimide (NDI) polymers having differing extents of π‐conjugation. The results show that replacing increasing amounts of the π‐conjugated comonomer dithienylvinylene (TVT) with the π‐nonconjugated comonomer dithienylethane (TET) in the backbone of the fully π‐conjugated polymeric semiconductor, PNDI‐TVT100(yielding polymeric series PNDI‐TVT
x , 100 ≥x ≥ 0), lowers backbone rigidity, degree of texturing, and π–π stacking interactions between NDI moieties. Importantly, this comonomer substitution increases the mechanical robustness of PNDI‐TVTx while retaining efficient charge transport. Thus, reducing the TVT content of PNDI‐TVTx suppresses film crack formation and dramatically stabilizes the field‐effect electron mobility upon bending (e.g., 2 mm over 2000 bending cycles). This work provides a route to tune π–π stacking in π‐conjugated polymers while simultaneously promoting mechanical flexibility and retaining good carrier mobility in FOTFTs. -
more » « less
Abstract Polymer semiconductors (PSCs) are essential active materials in mechanically stretchable electronic devices. However, many exhibit low fracture strain due to their rigid chain conformation and the presence of large crystalline domains. Here, a PSC/elastomer blend, poly[((2,6‐bis(thiophen‐2‐yl)‐3,7‐bis(9‐octylnonadecyl)thieno[3,2‐b]thieno[2′,3′:4,5]thieno[2,3‐d]thiophene)‐5,5′‐diyl)(2,5‐bis(8‐octyloctadecyl)‐3,6‐di(thiophen‐2‐yl)pyrrolo[3,4‐c]pyrrole‐1,4‐dione)‐5,5′‐diyl]] (P2TDPP2TFT4) and polystyrene‐
block ‐poly(ethylene‐ran‐butylene)‐block ‐polystyrene (SEBS) are systematically investigated. Specifically, the effects of molecular weight of both SEBS and P2TDPP2TFT4 on the resulting blend morphology, mechanical, and electrical properties are explored. In addition to commonly used techniques, atomic force microscopy‐based nanomechanical images are used to provide additional insights into the blend film morphology. Opposing trends in SEBS‐induced aggregation are observed for the different P2TDPP2TFT4 molecular weights upon increasing the SEBS molecular weight from 87 to 276 kDa. Furthermore, these trends are seen in device performance trends for both molecular weights of P2TDPP2TFT4. SEBS molecular weight also has a substantial influence on the mesoscale phase separation. Strain at fracture increases dramatically upon blending, reaching a maximum value of 640% ± 20% in the blended films measured with film‐on‐water method. These results highlight the importance of molecular weight for electronic devices. In addition, this study provides valuable insights into appropriate polymer selections for stretchable semiconducting thin films that simultaneously possess excellent mechanical and electrical properties. -
more » « less
Abstract Conjugated polymers consist of complex backbone structures and side‐chain moieties to meet various optoelectronic and processing requirements. Recent work on conjugated polymers has been devoted to studying the mechanical properties and developing new conjugated polymers with low modulus and high‐crack onset strain, while the thin film mechanical stability under long‐term external tensile strain is less investigated. Here we performed direct mechanical stress relaxation tests for both free‐standing and thin film floated on water surface on both high‐
T gand low‐T gconjugated polymers, as well as a reference nonconjugated sample, polystyrene. We measured thin films with a range of film thickness from 38 to 179 nm to study the temperature and thickness effect on thin film relaxation, where an apparent enthalpy–entropy compensation effect for glassy polymer PS and PM6 thin films was observed. We also compared relaxation times across three different conjugated polymers and showed that both crystalline morphology and higher modulus reduce the relaxation rate besides higher glass transition temperature. Our work provides insights into the mechanical creep behavior of conjugated polymers, which will have an impact on the future design of stable functional organic electronics. -
An alkyl-substituted indacenodithiophene-based donor–acceptor π-conjugated polymer ( PIDTBPD ) with low stiffness and high ductility is reported. The polymer was synthesized after DFT calculations predicted that it would have a kinked backbone conformation while showing strong intramolecular charge transfer (ICT), suggestive of the fact that it would be beneficial to the polymer's elasticity and charge mobility. Atom-efficient direct arylation polymerization (DArP) was exploited to synthesize the polymer. Mechanical studies indicate that PIDTBPD has relatively rapid stress-relaxation properties, which lead to a low elastic modulus of 200 MPa and high crack-onset strain of ca . 40% (lower limit). A moderate charge carrier mobility of 2 × 10 −3 cm 2 V −1 s −1 with a current on/off ratio of 2.5 × 10 6 was obtained from the fabricated OFETs. Further experiments were performed to elucidate the structural aspects of this polymer: UV-Vis and PL spectra suggest that minimal conformational change occurs in the polymer between its diluted solution and thin film states; DSC measurements indicate that the polymer's T g is below −20 °C, allowing it to be in a rubbery state at room temperature; and XRD studies support this observation suggesting that the polymer is mostly amorphous at room temperature.more » « less
