ITIC-4F
目录号 : GC36353
ITIC-4F 是基于茚并二噻吩并噻吩 (IDTT) 的后富勒烯电子受体。ITIC-4F 在高效二元和三元单结以及串联聚合物太阳能电池 (PSC) 中具有广泛的适用性。
Cas No.:2097998-59-7
Sample solution is provided at 25 µL, 10mM.
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Quality Control & SDS
- View current batch:
- Purity: >98.00%
- COA (Certificate Of Analysis)
- SDS (Safety Data Sheet)
- Datasheet
ITIC-4F is an indacenodithienothiophene (IDTT)-based postfullerene electron acceptor.ITIC-4F has broad applicability in high-efficiency binary and ternary single-junction as well as tandem polymer solar cells (PSCs)[1].
[1]. Aldrich TJ, et al. Fluorination Effects on Indacenodithienothiophene Acceptor Packing and Electronic Structure, End-Group Redistribution, and Solar Cell Photovoltaic Response. J Am Chem Soc. 2019 Feb 20;141(7):3274-3287.
| Cas No. | 2097998-59-7 | SDF | |
| Canonical SMILES | O=C(C1=CC(F)=C(F)C=C1C/2=C(C#N)\C#N)C2=C/C3=CC(SC4=C5C(C6=CC=C(CCCCCC)C=C6)(C7=CC=C(CCCCCC)C=C7)C8=C4C=C(C(C9=CC=C(CCCCCC)C=C9)(C%10=CC=C(CCCCCC)C=C%10)C%11=C%12SC%13=C%11SC(/C=C%14\C(C%15=CC(F)=C(F)C=C%15C%14=O)=C(C#N)\C#N)=C%13)C%12=C8)=C5S3 | ||
| 分子式 | C94H78F4N4O2S4 | 分子量 | 1499.9 |
| 溶解度 | Soluble in DMSO | 储存条件 | Store at -20°C |
| General tips | 请根据产品在不同溶剂中的溶解度选择合适的溶剂配制储备液；一旦配成溶液，请分装保存，避免反复冻融造成的产品失效。 储备液的保存方式和期限：-80°C 储存时，请在 6 个月内使用，-20°C 储存时，请在 1 个月内使用。 为了提高溶解度，请将管子加热至37℃，然后在超声波浴中震荡一段时间。 |
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| Shipping Condition | 评估样品解决方案：配备蓝冰进行发货。所有其他可用尺寸：配备RT，或根据请求配备蓝冰。 | ||
| 制备储备液 | |||
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1 mg | 5 mg | 10 mg |
| 1 mM | 0.6667 mL | 3.3336 mL | 6.6671 mL |
| 5 mM | 0.1333 mL | 0.6667 mL | 1.3334 mL |
| 10 mM | 0.0667 mL | 0.3334 mL | 0.6667 mL |
| 第一步：请输入基本实验信息（考虑到实验过程中的损耗，建议多配一只动物的药量） | ||||||||||
| 给药剂量 | mg/kg |  |
动物平均体重 | g | |
每只动物给药体积 | ul | |
动物数量 | 只 |
| 第二步：请输入动物体内配方组成（配方适用于不溶于水的药物；不同批次药物配方比例不同，请联系GLPBIO为您提供正确的澄清溶液配方） | ||||||||||
| % DMSO % % Tween 80 % saline | ||||||||||
| 计算重置 | ||||||||||
计算结果:
工作液浓度： mg/ml；
DMSO母液配制方法： mg 药物溶于 μL DMSO溶液（母液浓度 mg/mL，
体内配方配制方法：取 μL DMSO母液，加入 μL PEG300，混匀澄清后加入μL Tween 80，混匀澄清后加入 μL saline，混匀澄清。
1. 首先保证母液是澄清的；
2.
一定要按照顺序依次将溶剂加入，进行下一步操作之前必须保证上一步操作得到的是澄清的溶液，可采用涡旋、超声或水浴加热等物理方法助溶。
3. 以上所有助溶剂都可在 GlpBio 网站选购。
The Role of Demixing and Crystallization Kinetics on the Stability of Non-Fullerene Organic Solar Cells
Adv Mater 2020 Dec;32(49):e2005348.PMID:33150638DOI:10.1002/adma.202005348.
With power conversion efficiency now over 17%, a long operational lifetime is essential for the successful application of organic solar cells. However, most non-fullerene acceptors can crystallize and destroy devices, yet the fundamental underlying thermodynamic and kinetic aspects of acceptor crystallization have received limited attention. Here, room-temperature (RT) diffusion coefficients of 3.4 × 10-23 and 2.0 × 10-22 are measured for ITIC-2Cl and ITIC-2F, two state-of-the-art non-fullerene acceptors. The low coefficients are enough to provide for kinetic stabilization of the morphology against demixing at RT. Additionally profound differences in crystallization characteristics are discovered between ITIC-2F and ITIC-2Cl. The differences as observed by secondary-ion mass spectrometry, differential scanning calorimetry (DSC), grazing-incidence wide-angle X-ray scattering, and microscopy can be related directly to device degradation and are attributed to the significantly different nucleation and growth rates, with a difference in the growth rate of a factor of 12 at RT. ITIC-4F and ITIC-4Cl exhibit similar characteristics. The results reveal the importance of diffusion coefficients and melting enthalpies in controlling the growth rates, and that differences in halogenation can drastically change crystallization kinetics and device stability. It is furthermore delineated how low nucleation density and large growth rates can be inferred from DSC and microscopy experiments which could be used to guide molecular design for stability.
Fluorination Effects on Indacenodithienothiophene Acceptor Packing and Electronic Structure, End-Group Redistribution, and Solar Cell Photovoltaic Response
J Am Chem Soc 2019 Feb 20;141(7):3274-3287.PMID:30672702DOI:10.1021/jacs.8b13653.
Indacenodithienothiophene (IDTT)-based postfullerene electron acceptors, such as ITIC (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-1 H-indene-2,1(3 H)-diylidene)]]bis[propanedinitrile]), have become synonymous with high power conversion efficiencies (PCEs) in bulk heterojunction (BHJ) polymer solar cells (PSCs). Here we systematically investigate the influence of end-group fluorination density and positioning on the physicochemical properties, single-crystal packing, end-group redistribution propensity, and BHJ photovoltaic performance of a series of ITIC variants, ITIC- nF ( n = 0, 2, 3, 4, and 6). Increasing n from 0 → 6 contracts the optical bandgap, but only marginally lowers the LUMO for n > 4. This yields enhanced photovoltaic short-circuit current density and good open-circuit voltage, so that ITIC-6F achieves the highest PCE of the series, approaching 12% in blends with the PBDB-TF donor polymer. Single-crystal diffraction reveals that the ITIC- nF molecules cofacially interleave with ITIC-6F having the shortest π-π distance of 3.28 Å. This feature together with ZINDO-level computed intermolecular electronic coupling integrals as high as 57 meV, and B3LYP/DZP-level reorganization energies as low as 147 meV, rival or surpass the corresponding values for fullerenes, ITIC-0F, and ITIC-4F, and track a positive correlation between the ITIC- nF space-charge limited electron mobility and n. Finally, a heretofore unrecognized solution-phase redistribution process between the 2-(3-oxo-indan-1-ylidene)-malononitrile-derived end-groups (EGs) of IDTT-based NFAs, i.e., EG1-IDTT-EG1 + EG2-IDTT-EG2 ⇌ 2 EG1-IDTT-EG2, with implications for the entire ITIC PSC field, is identified and mechanistically characterized, and the effects on PSC performance are assessed.
Low-cost synthesis of small molecule acceptors makes polymer solar cells commercially viable
Nat Commun 2022 Jun 27;13(1):3687.PMID:35760969DOI:10.1038/s41467-022-31389-y.
The acceptor-donor-acceptor (A-D-A) or A-DA'D-A structured small molecule acceptors (SMAs) have triggered substantial progress for polymer solar cells (PSCs). However, the high-cost of the SMAs impedes the commercial viability of such renewable energy, as their synthesis via the classical pyridine-catalyzed Knoevenagel condensation usually suffers from low reaction efficiency and tedious purifying work-up. Herein, we developed a simple and cheap boron trifluoride etherate-catalyzed Knoevenagel condensation for addressing this challenge, and found that the coupling of the aldehyde-terminated D unit and the A-end groups could be quantitatively finished in the presence of acetic anhydride within 15 minutes at room temperature. Compared with the conventional method, the high reaction efficiency of our method is related to the germinal diacetate pathway that is thermodynamically favorable to give the final products. For those high performing SMAs (such as ITIC-4F and Y6), the cost could be reduced by 50% compared with conventional preparation. In addition to the application in PSCs, our synthetic approach provides a facile and low-cost access to a wide range of D-A organic semiconductors for emerging technologies.
Comparing Donor- and Acceptor-Originated Exciton Dynamics in Non-Fullerene Acceptor Blend Polymeric Systems
Polymers (Basel) 2021 May 28;13(11):1770.PMID:34071335DOI:10.3390/polym13111770.
Non-fullerene type acceptors (NFA) have gained attention owing to their spectral extension that enables efficient solar energy capturing. For instance, the solely NFA-mediated absorbing region contributes to the photovoltaic power conversion efficiency (PCE) as high as ~30%, in the case of the solar cells comprised of fluorinated materials, PBDB-T-2F and ITIC-4F. This implies that NFAs must be able to serve as electron donors, even though they are conventionally assigned as electron acceptors. Therefore, the pathways of NFA-originated excitons need to be explored by the spectrally resolved photovoltaic characters. Additionally, excitation wavelength dependent transient absorption spectroscopy (TAS) was performed to trace the nature of the NFA-originated excitons and polymeric donor-originated excitons separately. Unique origin-dependent decay behaviors of the blend system were found by successive comparing of those solutions and pristine films which showed a dramatic change upon film formation. With the obtained experimental results, including TAS, a possible model describing origin-dependent decay pathways was suggested in the framework of reaction kinetics. Finally, numerical simulations based on the suggested model were performed to verify the feasibility, achieving reasonable correlation with experimental observables. The results should provide deeper insights in to renewable energy strategies by using novel material classes that are compatible with flexible electronics.
Nonfullerene Ternary Organic Solar Cell with Effective Charge Transfer between Two Acceptors
J Phys Chem Lett 2020 Feb 6;11(3):927-934.PMID:31957447DOI:10.1021/acs.jpclett.9b03502.
High power conversion efficiency can be realized by using a ternary bulk heterojunction with complementary absorption spectra in organic solar cells. However, as the development of nonfullerene acceptors with a broad absorption spectrum makes the absorption efficiency of the photovoltaic devices close to optimal, such a strategy needs modifying. In particular, charge transfer between the two acceptors is necessary to be considered. Herein, we purposely design a ternary system based on PTB7-Th:COi8DFIC:ITIC-4F. Though the presence of ITIC-4F in PTB7-Th:COi8DFIC could not broaden the absorption spectrum obviously, the formed cascade-energy-level alignment is beneficial for promoting and balancing exciton separation and charge transport between the donor and two acceptors and even between the acceptors. Insights into the charge transport route in the completed system are provided via using the techniques including photoluminescence spectroscopy and pump-probe photoconductivity spectroscopy. This work provides a new idea for designing highly efficient ternary organic solar cells.