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D149 Dye Sale

(Synonyms: 5-[[4-[4-(2,2-二苯基乙烯基)苯基]-1,2,3,3A,4,8B-六氢环戊烯并[B]吲哚-7-基]亚甲基]-2-(3-乙基-4-氧代-2-硫酮-5-噻唑亚基)-4-氧代-3-噻唑烷乙酸,D149; Indoline dye D149) 目录号 : GC35796

D149 Dye 是一种二氢吲哚类染料,是一种具有高消光系数的非金属有机敏化剂。

D149 Dye Chemical Structure

Cas No.:786643-20-7

规格 价格 库存 购买数量
50mg
¥1,620.00
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100mg
¥2,637.00
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500mg
¥5,220.00
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Sample solution is provided at 25 µL, 10mM.

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实验参考方法

Cell experiment:

The porous TiO2 films are immersed in a 0.5 mM D149 (1-material) dye solution in a 1:1 (v/v) mixture of acetonitrile (HPLC) and tert-butanol (LR) overnight once their temperature decreased to approximately 110°C. The samples are then taken out of the dye bath, washed with acetonitrile, and dried. The working electrode and Pt counter electrode [produced using a pre-drilled piece of 2.3 mm FTO glass, coated with one drop of 10 mM platinic acid solution [H2PtCl6] and heated to 400°C for 20 min] are assembled into a sandwich type cell and sealed with a spacer of 25 μm Surlyn. An I-1/I3-1 organic solvent based electrolyte solution [50 mM iodine, 0.6 M 1,2-dimethyl-3-propylimidazelium iodide, 0.1 M lithium iodide in methoxypropionitrile] is introduced via vacuum back-filling. The hole is sealed with a piece of aluminium foil-backed Surlyn[1].

References:

[1]. Lin J, et al. 3D hierarchical rutile TiO2 and metal-free organic sensitizer producing dye-sensitized solar cells 8.6% conversion efficiency. Sci Rep. 2014 Aug 29;4:5769.
[2]. El-Zohry A, et al. Isomerization and Aggregation of the Solar Cell Dye D149. J Phys Chem C Nanomater Interfaces. 2012 Dec 20;116(50):26144-26153.

产品描述

D149 Dye is an indoline-based dye, which is a high-extinction-coefficient metal-free organic sensitizer.

D149 is a metal-free organic dye, which is promising all-organic alternatives. D149 displays power conversion efficiency of up to 9%. Furthermore, D149 has a peak extinction co-efficient of 68700 M-1 cm-1 at 540 nm, significantly higher than 13900 M-1cm-1 at 535 nm for N719[1]. D149, a metal-free indoline dye, is one of the most promising sensitizers for dye-sensitized solar cells (DSSCs) and has shown very high solar energy conversion efficiencies of 9%. D149 shows a large number of unresolved aromatic and olefinic signals between 7 and 7.5 ppm[2]

[1]. Lin J, et al. 3D hierarchical rutile TiO2 and metal-free organic sensitizer producing dye-sensitized solar cells 8.6% conversion efficiency. Sci Rep. 2014 Aug 29;4:5769. [2]. El-Zohry A, et al. Isomerization and Aggregation of the Solar Cell Dye D149. J Phys Chem C Nanomater Interfaces. 2012 Dec 20;116(50):26144-26153.

Chemical Properties

Cas No. 786643-20-7 SDF
别名 5-[[4-[4-(2,2-二苯基乙烯基)苯基]-1,2,3,3A,4,8B-六氢环戊烯并[B]吲哚-7-基]亚甲基]-2-(3-乙基-4-氧代-2-硫酮-5-噻唑亚基)-4-氧代-3-噻唑烷乙酸,D149; Indoline dye D149
Canonical SMILES S=C(S/C1=C(N(C/2=O)CC(O)=O)\SC2=C\C3=CC4=C(N(C5=CC=C(/C=C(C6=CC=CC=C6)\C7=CC=CC=C7)C=C5)[C@]8([C@@]4(CCC8)[H])[H])C=C3)N(C1=O)CC
分子式 C42H35N3O4S3 分子量 741.94
溶解度 DMSO: 1 mg/mL (1.35 mM); Water: < 0.1 mg/mL (insoluble) 储存条件 Store at -20°C
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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。
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溶解性数据

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1 mg 5 mg 10 mg
1 mM 1.3478 mL 6.7391 mL 13.4782 mL
5 mM 0.2696 mL 1.3478 mL 2.6956 mL
10 mM 0.1348 mL 0.6739 mL 1.3478 mL
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Research Update

Ultrafast photodynamics of the indoline dye D149 adsorbed to porous ZnO in dye-sensitized solar cells

Chemphyschem 2013 Jan 14;14(1):132-9.PMID:23112080DOI:10.1002/cphc.201200715.

We investigate the ultrafast dynamics of the photoinduced electron transfer between surface-adsorbed indoline D149 Dye and porous ZnO as used in the working electrodes of dye-sensitized solar cells. Transient absorption spectroscopy was conducted on the dye in solution, on solid state samples and for the latter in contact to a I(-)/I(3)(-) redox electrolyte typical for dye-sensitized solar cells to elucidate the effect of each component in the observed dynamics. D149 in a solution of 1:1 acetonitrile and tert-butyl alcohol shows excited-state lifetimes of 300±50 ps. This signature is severely quenched when D149 is adsorbed to ZnO, with the fastest component of the decay trace measured at 150±20 fs due to the charge-transfer mechanism. Absorption bands of the oxidized dye molecule were investigated to determine regeneration times which are in excess of 1 ns. The addition of the redox electrolyte to the system results in faster regeneration times, of the order of 1 ns.

Solvothermally synthesized anatase TiO2 nanoparticles for photoanodes in dye-sensitized solar cells

Sci Technol Adv Mater 2021 Mar 10;22(1):100-112.PMID:33762890DOI:10.1080/14686996.2021.1873059.

Many researchers working on the development of Dye-sensitized solar cells (DSCs) continue to focus on the synthesis of photoanode materials with high surface area, along with high light scattering ability to enhance light harvesting efficiency (LHE). On the other hand, dye packing density, which can also affect the LHE significantly, is often overlooked. Solvothermally synthesized anatase TiO2 nanoparticles (SANP) were obtained by a new and simple approach using a mixed solvent, ethanol and acetic acid. SANP were applied as a photoanodes material in DSCs using a metal-free organic dye (D149) or organometallic dye (N719) dyes. The dye loading (packing density) was examined in term of the isoelectric point (IEP) and the contribution of this, in addition to light scattering effects were shown to control the devices photovoltaic efficiency of the devices; specifically when compared with ones employing commercially available TiO2 nanoparticles (either transparent or a bilayer structure with a transparent layer and a scattering one). SANP photoanodes sensitized with D149 Dye were found to be optimised at 10 µm, yielding photovoltaic conversion efficiencies of 6.9%, superior to for transparent or transparent + scattering films from the commercial source (5.6% and 5.9%, respectively). Further to this, an efficiency of 7.7% PCE was achieved using a SANP photoanode sensitized with N719 dye, with 7.2% seen for the transparent photoanode and 7.9% with a scattering layer. The high efficiencies of devices based on of SANP photoanode are attributed to the high dye loading capability in addition to good light scattering. A further point of interest is that even with the increased reactivity of the surface towards dye adsorption, we did not observe any significant increase in recombination with the redox mediator, presumably due to this increased dye loading providing better shielding.

Visualization and Quantification of the Laser-Induced ART of TiO2 by Photoexcitation of Adsorbed Dyes

Langmuir 2020 Feb 25;36(7):1651-1661.PMID:31994891DOI:10.1021/acs.langmuir.9b03621.

Dye-pretreated anatase TiO2 films, commonly used as photoanodes in dye-sensitized solar cells, were utilized as a model system to investigate the laser-induced anatase to rutile phase transformation (ART), using N719 dye, N749 dye, D149 Dye, and MC540 dye as photosensitizers. The visible lasers (532 and 785 nm) used for Raman spectroscopy were able to transform pure anatase into rutile at the laser spot when excitation of the dye sensitizer caused an electron injection from the excited state of the dye molecule into the conduction band of TiO2. The three dyes with carboxylic acid anchor groups (N719, N749, and D149 dyes) experienced ART upon dye excitation; diffuse reflectance infrared Fourier transform spectroscopy (DRIFTS) and Raman spectra validated that these dyes were chemisorbed to the semiconductor surface. The MC540 dye with a sulfonic acid anchor group did not experience ART, and the DRIFTS and Raman spectra were inconclusive about the chemisorption of this dye to TiO2. A TiO2 calibration curve and percent rutile contour plots developed for this project are able to quantify the amount of rutile created at the surface of the samples. These improved chemical images which map rutile concentration help to visualize how ART propagates from the center of the laser spot to the surroundings. Factors such as visible-light absorption and anchor groups that covalently bind to the semiconductor play a key role in effective laser-induced ART.

Synergistic effect of dual interfacial modifications with room-temperature-grown epitaxial ZnO and adsorbed indoline dye for ZnO nanorod array/P3HT hybrid solar cell

ACS Appl Mater Interfaces 2013 Sep 11;5(17):8359-65.PMID:23937447DOI:10.1021/am402265v.

ZnO nanorod (NR)/poly(3-hexylthiophene) (P3HT) hybrid solar cells with interfacial modifications are investigated in this work. The ZnO NR arrays are modified with room-temperature (RT)-grown epitaxial ZnO shells or/and D149 Dye molecules prior to the P3HT infiltration. A synergistic effect of the dual modifications on the efficiency of the ZnO NR/P3HT solar cell is observed. The open-circuit voltage and fill factor are considerable improved through the RT-grown ZnO and D149 modifications in sequence on the ZnO NR array, which brings about a 2-fold enhancement of the efficiency of the ZnO NR/P3HT solar cell. We suggested that the more suitable surface of RT-grown ZnO for D149 adsorption, the chemical compatibility of D149 and P3HT, and the elevated conduction band edge of the RT-grown ZnO/D149-modified ZnO NR array construct the superior interfacial morphology and energetics in the RT-grown ZnO/D149-modified ZnO NR/P3HT hybrid solar cell, resulting in the synergistic effect on the cell efficiency. An efficiency of 1.16% is obtained in the RT-grown ZnO/D149-modified ZnO NR/P3HT solar cell.

ZnO-based dye solar cell with pure ionic-liquid electrolyte and organic sensitizer: the relevance of the dye–oxide interaction in an ionic-liquid medium

Phys Chem Chem Phys 2011 Jan 7;13(1):207-13.PMID:21188845DOI:10.1039/c0cp00507j.

The use of non-volatile electrolytes and fully organic dyes are key issues in the development of stable dye-sensitized solar cells (DSCs). In this work we explore the performance of ZnO-based DSCs sensitized with an indoline derivative coded D149 in the presence of a pure ionic-liquid electrolyte. Commercial nanostructured zinc oxide and an electrolyte composed of iodine plus (1) pure 1-propyl-3-methyl imidazolium iodide (PMII) and (2) a blend of PMII with low-viscosity ionic liquids were employed to construct the devices. Without further additives, the fabricated devices exhibit remarkable short-circuit photocurrents and efficiencies under AM1.5 simulated sunlight (up to 10.6 mA cm−2, 2.9% efficiency, 1 sun, active area = 0.64 cm2) due to the high surface area of the ZnO film and the high absorptivity of the D149 Dye. Impedance spectroscopy is used to characterize the devices. It is found that the addition of the low-viscosity ionic-liquid improves the transport features (leading to a better photocurrent) but it does not alter the recombination rate. The robustness of the dye–oxide interaction is tested by applying continuous illumination with a Xenon-lamp. It is observed that the photocurrent is reduced at a slow rate due to desorption of the D149 sensitizer in the presence of the ionic liquid. Exploration of alternative ionic-liquid compositions or modification of the ZnO surface is therefore required to make stable devices based on ZnO and fully organic dyes.