9,9-Bis(methoxymethyl)-9H-fluorene(Cas 182121-12-6 Internal Electron donor for Ziegler-Natta Catalyst)

Structure:9,9 Bis(methoxymethyl) 9h Fluorene(cas182121 12 6)

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

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Product Description

Brief  introduction

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.

♦ Application
Organic Electronics:

Used in the synthesis of conjugated polymers and small molecules for OLEDs, OPVs, and organic semiconductors.

Synthetic Intermediate:

The methoxymethyl groups serve as protecting groups and can be cleaved or substituted, making the compound

a versatile building block in organic synthesis.

Photoresists & Lithography:

Useful in the development of photoactive materials due to the fluorene core’s UV-absorbing properties and thermal

stability.

Ziegler–Natta Catalysts:

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.

Overview as catalyst:

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.

Role in Ziegler–Natta Catalysts:

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.

Advantages as an Internal Electron Donor:

 

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

Storage:

Store at room temperature, away from direct sunlight

Inspection Method

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

Certification

Packing & Delivery

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