FBR - ≥97% , CAS No.1644381-95-2

CAS: 1644381-95-2 Cat. No.: F486781 Formula: C₅₃H₅₆N₆O₂S₆ Molecular Weight: 1001.44

GRADE & PURITY ≥97%

Synonyms

5,5′-[(9,9-Dioctyl-9H-fluorene-2,7-diyl)bis(2,1,3-benzothiadiazole-7,4-diylmethylidyne)]bis[3-ethyl-2-thioxo-4-thiazolidinone]

Storage

Store at 2-8°C,Protected from light

Shipped In

Wet ice

Specifications

Synonyms

5,5′-[(9,9-Dioctyl-9H-fluorene-2,7-diyl)bis(2,1,3-benzothiadiazole-7,4-diylmethylidyne)]bis[3-ethyl-2-thioxo-4-thiazolidinone]

Specifications & Purity

≥97%

Storage

Store at 2-8°C,Protected from light

Shipped In

Wet ice

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥97%

Names and Identifiers

• Canonical Smiles: CCCCCCCCC1(C2=C(C=CC(=C2)C3=CC=C(C4=NSN=C34)C=C5C(=O)N(C(=S)S5)CC)C6=C1C=C(C=C6)C7=CC=C(C8=NSN=C78)C=C9C(=O)N(C(=S)S9)CC)CCCCCCCC
• IUPAC Name: (5Z)-3-ethyl-5-[[4-[7-[7-[(Z)-(3-ethyl-4-oxo-2-sulfanylidene-1,3-thiazolidin-5-ylidene)methyl]-2,1,3-benzothiadiazol-4-yl]-9,9-dioctylfluoren-2-yl]-2,1,3-benzothiadiazol-7-yl]methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one
• InChIKey: OLBOENQKGKQCJD-XOTMQJHLSA-N
• INCHI: 1S/C53H56N6O2S6/c1-5-9-11-13-15-17-27-53(28-18-16-14-12-10-6-2)41-29-33(37-23-21-35(45-47(37)56-66-54-45)31-43-49(60)58(7-3)51(62)64-43)19-25-39(41)40-26-20-34(30-42(40)53)38-24-22-36(46-48(38)57-67-55-46)32-44-50(61)59(8-4)52(63)65-44/h19-26,29-32H,5-18,27-28H2,1-4H3/b43-31-,44-32-
• Molecular Weight: 1001.44
• Reaxy-Rn: 27861997
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=27861997&ln=

Chemical and Physical Properties

• Solubility: chloro; benzene: soluble; chloroform: soluble; dichlorobenzene: soluble
• Sensitivity: heat sensitive；light sensitive
• Flash Point(°F): Not applicable
• Flash Point(°C): Not applicable

Application Protocols

No tested biological or analytical application protocols are provided for this item. The following generic handling steps support materials-focused R&D while respecting light sensitivity and cold-chain storage.

General solution preparation (example framework)

• Work under amber light. Bring material to room temperature inside secondary containment to prevent condensation. Weigh quickly.
• Prepare a 1–10 mg/mL stock in a pre-screened solvent (see Solvent Selection). Vortex and sonicate briefly if needed; avoid heating unless stability is confirmed.
• Filter through a 0.2 µm PTFE syringe filter into amber vials. Store aliquots at 2–8 °C.

Thin-film/coating trial (generic)

• Substrate clean: Solvent rinse and O2 plasma/UV–O3 as compatible.
• Coat: Spin-coat or drop-cast at varying rpm/solids to map film thickness; dry under inert atmosphere and low light.
• Post-treatment: Anneal below decomposition onset (DSC/TGA) while shielded from light.

Documentation

• Record solvent lot, concentration, filtration, illumination conditions, and all thermal exposures for reproducibility.

Item-specific validated protocols (WB, IHC, IF, FC, device recipes): Not specified for this item; refer to CoA/Spec Sheet.

Biological Roles

This product is categorized for materials science and supplied for research use only. No biological function, metabolic role, or cellular signaling activity is provided in the Product Data.

• Biological functions: Not specified for this item; refer to CoA/Spec Sheet.
• Metabolism/biotransformation: Not applicable based on intended use; no data provided.
• Biocompatibility or toxicity profiles: Not specified; consult SDS if contemplating any biointerface studies.

Guidance

• If evaluating for bio-related materials (e.g., biosensors, bioimaging surfaces), conduct independent cytotoxicity/biocompatibility testing (ISO 10993 or relevant in vitro assays) and ensure the compound’s identity/purity are appropriate for that context.
• Avoid any in vivo or clinical use; product is intended strictly for laboratory research.

Conclusion

• No item-specific biological roles can be asserted. Focus on materials characterization and application-specific performance metrics.

Buffer Applications

Buffer preparation and biochemical buffering are not typically applicable to this materials science reagent, and the Product Data provide no pKa or ionic speciation information.

• Buffer systems: Not specified for this item.
• Recommended pH ranges/recipes: Not applicable.

If dissolution in aqueous media is required for exploratory studies, determine:

• Aqueous solubility across pH 2–12 (shake-flask) and any surfactant-assisted solubilization (Tween-20, SDS) where appropriate.
• Hydrolytic and photolytic stability in buffered solutions under subdued light.

Otherwise, refer to Solvent Selection and Reaction & Applications for relevant handling guidance.

Green Alternatives

Without item-specific structure or solvent requirements, green chemistry guidance focuses on solvent and process choices when working with FBR.

Greener solvent hierarchy (general)

• Prefer bio-based or lower-toxicity solvents where technically feasible: 2-MeTHF, CPME, EtOAc, propylene carbonate, MeTHF/toluene blends, water/ethanol systems.
• Minimize chlorinated aromatics (chlorobenzene, o-DCB) unless performance dictates; consider anisole or toluene as partial substitutes.

Process intensification and waste minimization

• Use high-solids formulations to reduce solvent volumes and VOC emissions.
• Employ closed systems for coating/printing to contain vapors; recover solvents via distillation when purity targets allow.
• Scale down screening with DoE to reduce material consumption.

Comparison table (general; literature principles)

• Parameter | Conventional choice | Greener alternative | Trade-offs
• Solvent | THF | 2-MeTHF/CPME | Slightly different solubility; improved peroxide profile
• Aromatic | Chlorobenzene | Anisole/toluene | Higher bp may change drying; potential solubility loss
• Polar aprotic | DMF/DMAc/NMP | DMSO/PC/MeCN (case-by-case) | Toxicology and bp differ; performance-dependent

Notes

• Verify that alternative solvents do not compromise material stability (especially light- and thermo-sensitivity noted by storage conditions).
• Energy: Prefer lower-temperature processing and LED/filtered lighting during handling to limit degradation and energy use.

Item-specific green attributes (biobased content, hazard metrics): Not specified for this item; refer to CoA/Spec Sheet.

Pharmaceutical Uses

No pharmaceutical or excipient use is indicated. The product is intended for research use only in materials science contexts.

• Pharmacopeial status (USP/EP/JP): Not specified for this item; refer to CoA/Spec Sheet.
• Excipient/processing aid roles: Not specified.

Guidance

• Do not use in human or veterinary applications.
• If evaluating as a processing aid in non-pharma industrial R&D, qualify residual levels and toxicological profiles independently.

Refer to Safety & Handling and Quality & Grades for control strategies pertinent to non-clinical R&D.

Physical Properties

Item-specific physical constants are not disclosed in the Product Data.

• Appearance: Not specified for this item; refer to CoA/Spec Sheet.
• Melting point: Not specified for this item; refer to CoA/Spec Sheet.
• Boiling point: Not specified for this item; refer to CoA/Spec Sheet.
• Density: Not specified for this item; refer to CoA/Spec Sheet.
• Refractive index: Not specified for this item; refer to CoA/Spec Sheet.
• pKa/logP: Not specified for this item; refer to CoA/Spec Sheet.
• Solubility: Not specified for this item; refer to CoA/Spec Sheet.

General guidance to characterize (literature/practice)

• Perform a small-scale solubility screen across polar protic (water, MeOH, EtOH), polar aprotic (MeCN, DMF, DMSO, NMP), and nonpolar (toluene, DCM, CPME) solvents under ambient and mild warming conditions (≤50 °C) with light protection as required.
• Use DSC/TGA to determine thermal transitions and stability in air/inert atmospheres; record onset temperatures for decomposition.
• UV–Vis/PL (if chromophoric/fluorophoric) to map optical windows; protect from light per storage note.
• Dynamic light scattering (if forms colloids) and viscosity measurements for processing.

Notes

• Storage indicates light sensitivity (Store at 2–8 °C, protected from light). Handle in low-light or amberware and minimize thermal excursions during measurement.
• Always treat any uncharacterized material as potentially hygroscopic or air/moisture sensitive until proven otherwise.

Quality & Grades

• Grade/Purity: Not specified for this item; refer to CoA/Spec Sheet.

Interpreting grade and documentation (general guidance)

• CoA typically includes assay (purity), residual solvents, moisture, ash/metals (if relevant), and chromatographic profile. Absence of a declared grade means end-users should qualify fitness-for-use by internal QC.
• Materials science applications can be highly sensitive to trace impurities (e.g., ionic residues, metal catalysts, acid/base or radical scavengers). If electronic or optical performance is critical, request specifications for:
  • Metals/alkali content (ICP-MS)
  • Water content (Karl Fischer)
  • Residual monomers/oligomers (GC-MS, MALDI)
  • Acid/base number and halide content (titration/IC)
  • UV–Vis baseline/fluorescence background (for optoelectronic uses)

Stabilizers and additives

• Stabilizer presence: Not specified for this item; refer to CoA/Spec Sheet. Stabilizers can influence device performance, film morphology, and shelf life; if present, quantify and assess removal strategies (e.g., short-path vacuum, adsorption, recrystallization) where appropriate.

Batch-to-batch control (best practice)

• Qualify each lot by application-specific metrics (e.g., conductivity, photoluminescence quantum yield, film roughness, particle size) alongside chemical purity.
• Maintain chain-of-custody records including storage conditions (notably light exposure and cold-chain compliance) from receipt to use.

Reaction & Applications

Manufacturer application details are not provided. The product is categorized under materials science; the following guidance outlines typical applications and due diligence steps without asserting item-specific behavior.

Potential application domains (general)

• Functional materials precursor: Could serve as a monomer, dopant, ligand, additive, or chromophore in polymers, composites, or optoelectronic devices.
• Surface modification: Possible use in self-assembled layers, adhesion promotion, or interlayers, contingent on functional groups.
• Analytical/processing aid: May act as a tracer dye, processing indicator, or morphology modifier if chromophoric.

Practical tips (general)

• Light sensitivity: Perform solution prep and device fabrication under subdued/amber lighting; store work solutions cold when feasible.
• Purification: For small molecules, consider recrystallization or flash chromatography; for oligomers/polymers, use Soxhlet extraction or preparative SEC.
• Characterization: Validate with NMR, HRMS, elemental analysis, and if applicable GPC (for oligomer content), UV–Vis/PL, and cyclic voltammetry for electronic properties.
• Film/device preparation: Filter inks (0.2 µm), control moisture (≤30% RH if sensitive), and optimize annealing profiles by DSC/TGA guidance.

Compatibility checks

• Assess interactions with common substrates (ITO, Au, SiO2, PET) and binders (PMMA, PVDF, PVP) before scaling.

Note: No item-specific reaction roles (e.g., coupling partner, catalyst ligand) are claimed here due to absent structural data.

Reaction Conditions

No item-specific reaction conditions are provided. The following guidance is general and should be adapted after establishing the compound’s functional groups and stability profile.

General conditions screening

• Atmosphere: Default to inert gas (N2/Ar) until air/moisture tolerance is confirmed.
• Temperature: Begin at ambient; bracket from 0 to 80 °C as needed. Avoid elevated temperatures that risk photolysis/thermolysis; monitor by TLC/LC–MS.
• Light: Work under amber light or wrap vessels in foil per the storage caution.
• Solvent: Select from Solvent Selection; prioritize those that solubilize the substrate at intended loadings while maintaining stability.
• Catalysts/bases/acids: Start with mild reagents (e.g., K2CO3, DIPEA, Pd(0)/(II) with phosphines or NHCs) if cross-coupling is suspected; escalate cautiously.

Analytics and control

• In-process control by HPLC/UPLC or GC as applicable; use internal standards.
• For polymerizations, track monomer conversion by 1H NMR and determine Mn/Mw by GPC; perform DSC/TGA to define safe curing/annealing windows.

Expected yields/timelines

• Not specified for this item; literature values depend on the actual chemistry employed.

Safety

• Unknown exotherms and off-gassing require calorimetric scouting on scale. Quench and workup procedures should be pre-validated on gram scale before scale-up.

Safety & Handling

Safety data in Product Data are incomplete; consult the SDS for authoritative information.

• GHS classification: Not specified for this item; refer to SDS.
• Signal word / H-statements / pictograms: Not specified for this item; refer to SDS.
• Research use: For research use only.
• Storage: Store at 2–8 °C, protected from light. Shipped on wet ice.

General laboratory precautions (best practice)

• PPE: Lab coat, safety glasses, and chemically resistant gloves (e.g., nitrile). Use a fume hood to avoid inhalation exposure.
• Light protection: Use amber vials or wrap containers with aluminum foil; minimize exposure during transfers.
• Avoid: Heat, direct sunlight, and prolonged air/moisture exposure until stability is confirmed. Segregate from strong oxidizers, acids/bases, or reductants until compatibility is known.
• Incompatibilities: Not specified for this item; verify on SDS. As a precaution, store separately from peroxides and oxidizers.

First-aid overview (defer to SDS)

• Inhalation: Move to fresh air; seek medical advice if symptoms persist.
• Skin/eye contact: Rinse with water for at least 15 minutes; remove contaminated clothing; obtain medical attention as needed.
• Ingestion: Rinse mouth; do not induce vomiting; seek medical attention.

Spill/fire response (general)

• Small spill: Absorb with inert material; avoid dust/aerosols; dispose per local regulations.
• Fire: Use CO2, dry chemical, or foam as appropriate; thermal decomposition products unknown—firefighters should wear SCBA.

Waste

• Collect as hazardous chemical waste. Do not discharge to drains.

Solvent Selection

Item-specific solubility and polarity parameters are not provided. Select solvents empirically with attention to the stated light sensitivity and cold storage.

General solvent screening strategy (materials processing)

• Polar protic: Methanol, ethanol, isopropanol—useful for ionic/polar substrates; may induce precipitation or degradation for hydrophobics.
• Polar aprotic: Acetonitrile, DMF, DMSO, DMAc, NMP—high solvating power; ensure compatibility with light-sensitive species and evaluate thermal history.
• Moderately polar ethers/esters: THF, 2-MeTHF, CPME, EtOAc—good for many organics; lower boiling points aid film formation.
• Nonpolar/aromatics: Toluene, xylene, chlorobenzene, o-dichlorobenzene—common for hydrophobic conjugated materials and device inks.

Processing considerations

• For thin films or coatings: Choose a solvent or solvent blend that balances solubility, evaporation rate, and film morphology. Mixed-solvent systems can tune drying kinetics and suppress coffee-ring effects.
• Purity: Use anhydrous, inhibitor-free grades as required. Filter solutions (0.2 µm PTFE) under low light.
• Stability: Conduct a short photostability test under representative lighting to evaluate degradation in solution.

Comparison snapshot (general)

• 2-MeTHF vs THF: 2-MeTHF offers greener sourcing and lower peroxide tendency; THF provides broader miscibility but peroxidizes readily.
• Chlorobenzene vs toluene: Chlorobenzene dissolves more polar aromatics and has a higher bp, beneficial for slow-dry films; toluene is more volatile for faster drying.

Note: Item-specific solubility logS/Hansen parameters: Not specified for this item; refer to CoA/Spec Sheet.

Storage & Reconstitution

Storage conditions from Product Data

• Store at 2–8 °C, protected from light.
• Shipped on wet ice to maintain cold chain during transit.

Container and handling

• Use amber glass vials with PTFE-lined caps. Purge headspace with inert gas after opening if the material is air/moisture sensitive (to be determined experimentally).
• Minimize freeze–thaw or warm–cool cycles; equilibrate to room temperature in the dark before opening to reduce condensation.

Reconstitution/preparation

• Physical state and recommended solvents: Not specified for this item; refer to CoA/Spec Sheet. Conduct a small solvent screen to identify suitable diluents.
• Prepare concentrated stocks in compatible, dry solvents. Filter through 0.2 µm PTFE to remove particulates prior to use in films or reactions.

Stability considerations

• Light sensitivity is indicated by storage instructions—store and handle under subdued light; wrap containers in foil if necessary.
• If solutions are prepared, store aliquots at 2–8 °C in amber vials and assess stability periodically by HPLC/UV–Vis (if applicable).

Disposal

• Dispose of unused material and solutions as hazardous chemical waste per institutional and local regulations.

Additional item-specific guidance (shelf life, stabilizers, re-test date): Not specified for this item; refer to CoA/Spec Sheet.

Structure & Identity

Brief overview: This listing is designated “FBR” (materials science category). Core structural identifiers are not disclosed in the Product Data.

• SKU: F486781
• Product name: FBR
• CAS: 1644381-95-2 (as provided)
• PubChem CID: 136212897 (as provided)
• InChIKey: 260848 (as provided by catalog; note: atypical length for a standard InChIKey; verify on CoA/SDS)
• SMILES: Not specified for this item; refer to CoA/Spec Sheet.
• Molecular formula: Not specified for this item; refer to CoA/Spec Sheet.
• Molecular weight: Not specified for this item; refer to CoA/Spec Sheet.

Structural features

• Item-specific functional groups, ring systems, heteroatoms, and stereochemistry: Not specified for this item; refer to CoA/Spec Sheet.

2D structure (descriptive)

• Because no line formula or drawing is supplied, a descriptive 2D structural summary cannot be provided. Please consult the Certificate of Analysis or SDS for a structural depiction and confirm identity via orthogonal methods (e.g., NMR, HRMS, IR) prior to critical use.

Identity confirmation recommendations (general)

• Acquire 1H/13C NMR and HRMS against supplier reference.
• Cross-check CAS and CID in authoritative databases and reconcile with InChIKey/SMILES on the CoA.
• If used as a functional material, verify purity profile and counterion/stabilizer content (if any) before device or formulation integration.

Synthetic Utility

The Product Data do not disclose functional groups or reactivity; therefore, no item-specific transformations can be claimed. The following outlines general synthetic considerations for a materials-oriented small molecule or oligomer.

Potential roles (general)

• Building block in step-growth or chain-growth polymerization (if bearing reactive handles such as dihalides, diols, diamines, boronates/halides).
• Cross-coupling partner or ligand in metal-catalyzed reactions (Suzuki–Miyaura, Stille, Sonogashira, Buchwald–Hartwig) when appropriate functions are present.
• Post-functionalization agent for surfaces or polymers via click reactions (azide–alkyne cycloaddition, thiol–ene) if enabling groups exist.

Best practices

• Confirm identity and purity by NMR/HRMS before scale-up; map impurity fate on downstream steps.
• Conduct small-scale reaction scouting to establish thermal/light stability—protect from light per storage note.
• If used in polymer synthesis, assess monomer stoichiometry accuracy and inhibitor content; determine Mn/Mw via GPC and end-group fidelity by NMR/MS.

Limitations

• Without structural information, reactivity, selectivity, and functional group compatibility remain unknown and must be established empirically.

Item-specific reactive handles and protecting group strategies: Not specified for this item; refer to CoA/Spec Sheet.

Target Specificity

This section applies to biological reagents (e.g., antibodies, enzymes). For this materials science product, no biological target, epitope, or specificity is applicable.

• Antigen/target: Not applicable.
• Clone/isotype/species reactivity: Not applicable.

Refer instead to Structure & Identity and Reaction & Applications for relevant information.