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HomeProduct name list4,4'-(Hexafluoroisopropylidene)diphthalic anhydride

4,4'-(Hexafluoroisopropylidene)diphthalic anhydride

Synonym(s):2,2-Bis(3,4-dicarboxyphenyl)-1,1,1,3,3,3-hexafluoropropane;4,4′-(Hexafluoroisopropylidene)bis(phthalic anhydride);4,4′-(Hexafluoroisopropylidene)diphthalic anhydride

  • CAS NO.:1107-00-2
  • Empirical Formula: C19H6F6O6
  • Molecular Weight: 444.24
  • MDL number: MFCD00039143
  • EINECS: 214-170-0
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-10-28 16:48:35
4,4'-(Hexafluoroisopropylidene)diphthalic anhydride Structural

What is 4,4'-(Hexafluoroisopropylidene)diphthalic anhydride?

Description

4,4′-(Hexafluoroisopropylidene)diphthalic anhydride (6FDA) is an aromatic organofluorine compound and the dianhydride of 4,4'-(hexafluorisopropylidene)bisphthalic acid (name derived from phthalic acid). It is one of the six most widely used dianhydride monomers, with good balance of mechanical properties and electrical properties, and it is also the most widely used dianhydride monomer in colorless and transparent polyimides.

Physical properties

Beige crystal

The Uses of 4,4'-(Hexafluoroisopropylidene)diphthalic anhydride

4,4'-(hexafluoroisopropylidene)diphthalic anhydride be used for the preparation of a polyimide material.

The Uses of 4,4'-(Hexafluoroisopropylidene)diphthalic anhydride

4,4'-(Hexafluoroisopropylidene) diphthalic anhydride is involved in the synthesis of polyamides derived from terphenylenes, which is used for gas separation.

General Description

4,4'-(Hexafluoroisopropylidene)diphthalic anhydride (6FDA) consists of two phthalic anhydrides bridged with a perfluoroisopropyl group and is mainly used in the synthesis of polyimides. Polyimides from 6FDA are commonly used in hybrid matrix membranes. The polyimide matrix provides good dispersion of the filler and can be loaded with up to 50 wt% filler. These membranes have been used for highly selective gas separation (CO2/CH4) and solar cell encapsulation (power conversion efficiency of silicon-based solar cells increased from 14.67% to 15.64%).

Advantages

The 4,4'-(hexafluoroisopropylidene) diphthalic anhydride (6FDA) monomer contains rigid benzene ring groups, and so, the resulting polymer has excellent mechanical properties. 6FDA contained a stable benzene ring and fluorine atoms. Due to the strong electronegativity of the fluorine atoms and the stability of the benzene ring, the produced polycarbonate had better thermal stability[1-2].

Precautions

The storage precautions for 6FDA are as follows: The chemical must be stored in a cool and well-ventilated warehouse, away from sources of heat and fire. Proper sealing is required to prevent contact with air, and it should always be kept separate from oxidants, edible chemicals, and acids. The storage area should have explosion-proof lighting and ventilation facilities and must not allow any mechanical equipment or tools that may cause sparks to prevent accidents. Leakage emergency treatment equipment and suitable storage materials must be readily available in the storage area.

References

[1] Yile Zhang. “Poly(propylene carbonate) networks with excellent properties: Terpolymerization of carbon dioxide, propylene oxide, and 4,4?-(hexafluoroisopropylidene) diphthalic anhydride.” e-Polymers 21 1 (2021): 511–519.
[2] C. D. Simone, D. A. Scola. “Phenylethynyl End-Capped Polyimides Derived from 4,4‘-(2,2,2-Trifluoro-1-phenylethylidene)diphthalic Anhydride, 4,4‘-(Hexafluoroisopropylidene)diphthalic Anhydride, and 3,3‘,4,4‘-Biphenylene Dianhydride: Structure?Viscosity Relationship.” Macromolecules 36 18 (2003): 6780–6790.
[3] MARYANNE MORES Patrick E C. Polyimidines. XI. Polyimidines from 3,3′,4,4′-benzophenonetetracarboxylic dianhydride and 4,4′-(hexafluoroisopropylidene) diphthalic anhydride[J]. Journal of Polymer Science Part A: Polymer Chemistry, 1990, 28 4: 811-823. DOI:10.1002/pola.1990.080280410.
[4] HUI WU  Hezhou L Hua Li. Synthesis and Properties of a High-Molecular-Weight Polyimide Based on 4, 4’-(hexafluoroisopropylidene) Diphthalic Anhydride[J]. Advanced Materials Research, 2012, 35 1: 742-746. DOI:10.4028/www.scientific.net/AMR.550-553.742.

Properties of 4,4'-(Hexafluoroisopropylidene)diphthalic anhydride

Melting point: 244-247 °C(lit.)
Boiling point: 494.5±45.0 °C(Predicted)
Density  1.697±0.06 g/cm3(Predicted)
vapor pressure  7.7Pa at 20℃
storage temp.  Keep in dark place,Sealed in dry,Room Temperature
form  powder to crystal
color  White to Almost white
Water Solubility  Miscible with water.
Sensitive  Moisture Sensitive
BRN  7057916
InChI InChI=1S/C19H6F6O6/c20-18(21,22)17(19(23,24)25,7-1-3-9-11(5-7)15(28)30-13(9)26)8-2-4-10-12(6-8)16(29)31-14(10)27/h1-6H
CAS DataBase Reference 1107-00-2(CAS DataBase Reference)
EPA Substance Registry System 1,3-Isobenzofurandione, 5,5'-[2,2,2-trifluoro-1-(trifluoromethyl)ethylidene]bis- (1107-00-2)

Safety information for 4,4'-(Hexafluoroisopropylidene)diphthalic anhydride

Signal word Danger
Pictogram(s)
ghs
Corrosion
Corrosives
GHS05
ghs
Exclamation Mark
Irritant
GHS07
GHS Hazard Statements H314:Skin corrosion/irritation
H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes P260:Do not breathe dust/fume/gas/mist/vapours/spray.
P271:Use only outdoors or in a well-ventilated area.
P280:Wear protective gloves/protective clothing/eye protection/face protection.
P301+P330+P331:IF SWALLOWED: Rinse mouth. Do NOT induce vomiting.
P303+P361+P353:IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.
P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

Computed Descriptors for 4,4'-(Hexafluoroisopropylidene)diphthalic anhydride

InChIKey QHHKLPCQTTWFSS-UHFFFAOYSA-N
SMILES C(C1C=CC2C(=O)OC(=O)C=2C=1)(C1C=CC2C(=O)OC(=O)C=2C=1)(C(F)(F)F)C(F)(F)F

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