Structure:
Appearance | White to off-white crystalline powder or solid |
Formula | C17H18O2 |
CAS No. | 182121-12-6 |
EC No. | 424-650-3 |
Synonyms | Bis(methoxymethyl)fluorene, 9,9-Dimethoxymethylfluorene |
Molecular Weight | 256.34 g/mol |
Purity % | ≥99 |
Melting Point | 66–72 °C |
Density | 1.18 g/cm³ |
Flash Point | ≥150°C |
Color | White |
Odor | Odorless or faint aromatic |
Package | 5kg or 10Kg/PE BAG |
Application | Internal Electron donor for Ziegler-Natta Catalyst |
9,9-Bis(methoxymethyl)-9H-fluorene represents a next-generation internal electron donor
with a unique combination of rigidity, electronic modulation, and process compatibility. It holds
strong potential to replace or complement traditional phthalates and silane-based donors in high-performance
polypropylene catalyst systems, especially where enhanced stereoselectivity and environmental profile
are key considerations.
Used in the synthesis of conjugated polymers and small molecules for OLEDs, OPVs, and organic semiconductors.
The methoxymethyl groups serve as protecting groups and can be cleaved or substituted, making the compound
a versatile building block in organic synthesis.
Useful in the development of photoactive materials due to the fluorene core’s UV-absorbing properties and thermal
stability.
9,9-Bis(methoxymethyl)-9H-fluorene, due to its rigid fluorene core and flexible ether functionalities,
can efficiently coordinate to transition metal centers (typically TiCl₄ on MgCl₂ supports) and modulate
their electron density. This leads to enhanced stereocontrol and narrow molecular weight distributions in the
produced polymer.
9,9-Bis(methoxymethyl)-9H-fluorene is a specially functionalized fluorene derivative featuring two
methoxymethyl (–CH₂OCH₃) substituents at the 9-position. Its unique molecular structure offers both
steric protection and electron-donating capability, making it a promising internal electron donor (IED)
in Ziegler–Natta (ZN) catalyst systems for the polymerization of propylene.
In traditional Ziegler–Natta systems, internal electron donors are crucial for:
Controlling stereoselectivity (isotacticity) of the resulting polypropylene.
Modifying the coordination environment of the titanium active sites.
Improving catalyst activity, particle morphology, and polymer properties.
9,9-Bis(methoxymethyl)-9H-fluorene, due to its rigid fluorene core and flexible ether functionalities,
can efficiently coordinate to transition metal centers (typically TiCl₄ on MgCl₂ supports) and modulate their
electron density. This leads to enhanced stereocontrol and narrow molecular weight distributions in the
produced polymer.
Feature | Benefit in Catalysis |
---|---|
Bulky fluorene core |
Promotes steric hindrance for isotacticity control |
Two methoxymethyl groups |
Serve as electron-donating ligands to stabilize Ti species |
Symmetrical bidentate potential |
Enables chelation-like behavior, enhancing donor-metal interactions |
High thermal stability |
Suitable for high-temperature pre-polymerization treatments |
Improved catalyst morphology |
Supports formation of uniform polymer particles |
Property |
9,9-Bis(methoxymethyl)-9H-fluorene | Diisobutyl phthalate (DIBP) |
Cyclohexylmethyldimethoxysilane (donor C) |
---|---|---|---|
Structure rigidity |
High | Low |
Moderate |
Stereoselectivity (iPP) |
High (pending data) | Moderate |
High |
Electron donation |
Strong via ethers | Moderate via esters |
Moderate via silanes |
Environmental stability | High | Moderate |
High |
Store at room temperature, away from direct sunlight
Physical Appearance: Visual inspection
Purity Analysis: Gas chromatography (GC)
Acid Value: Potentiometric titration
Water Content: Moisture analyzers
Refractive Index: Refractometer
Density: Density meter
Performance comparison
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