4,4'-[2,2,2-Trifluor-1-(trifluormethyl)ethyliden]diphthalsureanhydrid

4,4'-(Hexafluoroisopropylidene)diphthalic anhydride Struktur
1107-00-2
CAS-Nr.
1107-00-2
Bezeichnung:
4,4'-[2,2,2-Trifluor-1-(trifluormethyl)ethyliden]diphthalsureanhydrid
Englisch Name:
4,4'-(Hexafluoroisopropylidene)diphthalic anhydride
Synonyma:
6FDA;HFDA;2,2-bis(3,4-;DAIKIN YZ0002;6f-dianhydride;High purity 6FDA;4,4'-(Hexafluoroisop;6f-dianhydride(6FDA);Hexafluorodianhydride;uoropropane dianhydride
CBNumber:
CB1298806
Summenformel:
C19H6F6O6
Molgewicht:
444.24
MOL-Datei:
1107-00-2.mol

4,4'-[2,2,2-Trifluor-1-(trifluormethyl)ethyliden]diphthalsureanhydrid Eigenschaften

Schmelzpunkt:
244-247 °C(lit.)
Siedepunkt:
494.5±45.0 °C(Predicted)
Dichte
1.697±0.06 g/cm3(Predicted)
Dampfdruck
7.7Pa at 20℃
storage temp. 
Keep in dark place,Sealed in dry,Room Temperature
Aggregatzustand
powder to crystal
Farbe
White to Almost white
Wasserlöslichkeit
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
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
LogP
5.59 at 25℃
CAS Datenbank
1107-00-2(CAS DataBase Reference)
EPA chemische Informationen
1,3-Isobenzofurandione, 5,5'-[2,2,2-trifluoro-1-(trifluoromethyl)ethylidene]bis- (1107-00-2)
Sicherheit
  • Risiko- und Sicherheitserklärung
  • Gefahreninformationscode (GHS)
Kennzeichnung gefährlicher C,Xi
R-Sätze: 34
S-Sätze: 26-36/37/39-45
RIDADR  UN 3261 8/PG 2
WGK Germany  1
21
Hazard Note  Irritant
TSCA  T
HazardClass  8
PackingGroup  II
HS Code  29173990
Bildanzeige (GHS) GHS hazard pictogramsGHS hazard pictograms
Alarmwort Achtung
Gefahrenhinweise
Code Gefahrenhinweise Gefahrenklasse Abteilung Alarmwort Symbol P-Code
H314 Verursacht schwere Verätzungen der Haut und schwere Augenschäden. Ätzwirkung auf die Haut Kategorie 1B Achtung GHS hazard pictogramssrc="/GHS05.jpg" width="20" height="20" /> P260,P264, P280, P301+P330+ P331,P303+P361+P353, P363, P304+P340,P310, P321, P305+ P351+P338, P405,P501
H335 Kann die Atemwege reizen. Spezifische Zielorgan-Toxizität (einmalige Exposition) Kategorie 3 (Atemwegsreizung) Warnung GHS hazard pictogramssrc="/GHS07.jpg" width="20" height="20" />
Sicherheit
P260 Dampf/Aerosol/Nebel nicht einatmen.
P271 Nur im Freien oder in gut belüfteten Räumen verwenden.
P280 Schutzhandschuhe/Schutzkleidung/Augenschutz tragen.
P301+P330+P331 BEI VERSCHLUCKEN: Mund ausspülen. KEIN Erbrechen herbeiführen.
P303+P361+P353 BEI BERÜHRUNG MIT DER HAUT (oder dem Haar): Alle kontaminierten Kleidungsstücke sofort ausziehen. Haut mit Wasser abwaschen oder duschen.
P305+P351+P338 BEI KONTAKT MIT DEN AUGEN: Einige Minuten lang behutsam mit Wasser spülen. Eventuell vorhandene Kontaktlinsen nach Möglichkeit entfernen. Weiter spülen.

4,4'-[2,2,2-Trifluor-1-(trifluormethyl)ethyliden]diphthalsureanhydrid Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:

R34:Verursacht Verätzungen.

S-Sätze Betriebsanweisung:

S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S36/37/39:Bei der Arbeit geeignete Schutzkleidung,Schutzhandschuhe und Schutzbrille/Gesichtsschutz tragen.
S45:Bei Unfall oder Unwohlsein sofort Arzt zuziehen (wenn möglich, dieses Etikett vorzeigen).

Beschreibung

4,4'-(Hexafluoroisopropylidene)diphthalic anhydride (6FDA) is an aromatic organofluorine compound that is utilized as a dianhydride monomer. It is among the most frequently used dianhydride monomers due to its exceptional balance of mechanical and electrical properties. It is particularly prominent in the construction of colorless and transparent polyimides.

Physikalische Eigenschaften

Beige crystal

Application

4,4'-(Hexafluoroisopropylidene)diphthalic anhydride (6FDA) can be used:
(1) With APAF as dianhydride monomer, it can be used to prepare thermally rearranged polybenzoxazole (TR-PBO) gas separation membranes by thermal rearrangement reaction at 450°C. The product TR-PBO membrane has excellent gas permeation selectivity and high permeability. the H2/CH4 separation performance of APAF-6FDA membrane is close to the Robertson upper limit of 2008 [5].
(2) Used as a raw material for the preparation of thermoplastic fluorinated polyimide resin.[6].
(3) Polymers for electronic materials;
(4) Polyimide materials. These materials can be used as substrates for wearable devices and as multilayer insulation materials in order to protect against space dust, cosmic rays and satellite debris[7].

Allgemeine Beschreibung

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].

Vorsichtsmaßnahmen

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.

Einzelnachweise

[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.
[5] XU LIU. Molecular design of free volume structure in thermally rearranged polybenzoxazole membranes for gas separation studied by positron annihilation[J]. Journal of Polymer Science, 2024. DOI:10.1002/pol.20240229.
[6] GAOJIE WU. Design and preparation of thermoplastic polyimides with high transmittance based on 4,4′-(4,4′-isopropyldiphenoxy)bis(phthalic anhydride) (BPADA)[J]. European Polymer Journal, 2023. DOI:10.1016/j.eurpolymj.2022.111798.
[7] YOUNG NAM KIM, YONG CHAE JUNG*   Challenge for Trade-Off Relationship between the Mechanical Property and Healing Efficiency of Self-Healable Polyimide[J]. ACS Applied Materials & Interfaces, 2023. DOI:10.1021/acsami.3c12594.

4,4'-[2,2,2-Trifluor-1-(trifluormethyl)ethyliden]diphthalsureanhydrid Upstream-Materialien And Downstream Produkte

Upstream-Materialien

Downstream Produkte


4,4'-[2,2,2-Trifluor-1-(trifluormethyl)ethyliden]diphthalsureanhydrid Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

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1107-00-2(4,4'-[2,2,2-Trifluor-1-(trifluormethyl)ethyliden]diphthalsureanhydrid)Verwandte Suche:


  • 4,4'-(Hexafluoroisop
  • [2,2,2-Trifluoro-1-(trifluoroMethyl)ethylidene]diphthalic anhydride
  • 2,2-Bis(3,4-anhydrodicarboxyphenyl)-hexafluoropropane(6FDA)
  • 2,2-Bis(1,3-dihydro-1,3-dioxobenzo[c]furan-5-yl)hexafluoropropane 99%
  • 4,4'-(Hexafluoroisopropylidene)diphthalic anhydride, 5,5'-(1,1,1,3,3,3-Hexafluoropropane-2,2-diyl)bis(2-benzofuran-1,3-dione)
  • 4,4'-(Hexafluoroisopropylidene)diphthalic anhydride SynonyMs 2,2-Bis(3,4-anhydrodicarboxyphenyl)hexafluoropropane
  • 5,5'-(Perfluoropropane-2,2-diyl)bis(isobenzofuran-1,3-dione)
  • 4,4'-(Hexafluoroisopropylidene)diphthalic anhydride(6FDA)
  • 4,4'-(Hexafluoroisopropylidene)diphthalic Anhydride (purified by sublimation)
  • 4,4,4'-(Hexafluoroisopropylidene)diphthalic anhydride (6FDA)
  • 5-[2-(1,3-Dioxo-2-benzofuran-5-yl)-1,1,1,3,3,3-hexafluoropropan-2-yl]-2-benzofuran-1,3-dione
  • 1,1,1,3,3,3-Hexafluoro-2,2-bis(1,3-dihydro-1,3-dioxoisobenzofuran-5-yl)propane
  • 2,2-Bis(1,3-dihydro-1,3-dioxoisobenzofuran-5-yl)-1,1,1,3,3,3-hexafluoropropane
  • 4,4'-(Hexafluoroisopropylidene)bisphthalic acid-1,2:1',2'-dianhydride
  • 5,5'-(1,1,1,3,3,3-Hexafluoropropane-2,2-diyl)bis(1,3-isobenzofurandione)
  • 5,5'-[2,2,2-Trifluoro-1-(trifluoromethyl)ethylidene]bis(1,3-isobenzofurandione)
  • 2,2'-BIS(3,4-ANHYDRODICARBOXYLPHENYL)HEXAFLUOROPROPANE
  • 2,2-BIS(3,4-ANHYDRODICARBOXYPHENYL)HEXAFLUOROPROPANE
  • 2,2-BIS(3,4-DICARBOXYPHENYL)-1,1,1,3,3,3-HEXAFLUOROPROPANE DIANHYDRIDE
  • 2,2'-BIS-(3,4-DICARBOXYPHENYL)HEXAFLUOROPROPANE DIANHYDRIDE
  • 4,4'-(HEXAFLUOROISOPROPYLIDENE)BIS-PHTHALIC ANHYDRIDE
  • 4,4'-(HEXAFLUOROISOPROPYLIDENE)DIPHTHALIC ANHYDRIDE
  • 6f-dianhydride
  • DAIKIN YZ0002
  • 4,4'-(Hexafluoroisopropylidene)diphthalic anhydride 99%
  • 4,4'-(Hexafluoroisopropylidene)diphthalicanhydride99%
  • 4,4′-(2,2,2-Trifluor-1-(trifluormethyl)ethyliden)diphthalsureanhydrid
  • 4,4'-(Hexafluoroisopropylidene)diphthalic
  • 4,4''-(Hexafluoroisopropylidene)-2,2-bis-(phthalic anhydride)
  • 4,4'-[2,2,2-trifluoro-1-(trifluoromethyl)ethylidene]diphthalic anhydride
  • HEXAFLUOROISOPROPYLIDENE-2,2-BISPHTHALIC ANHYDRIDE
  • 5-[1-(1,3-dioxoisobenzofuran-5-yl)-2,2,2-trifluoro-1-(trifluoromethyl)ethyl]isobenzofuran-1,3-dione
  • 4,4'-(Hexafluoroisopropylidene)diphthalic anhydride 1107-00-2 6FDA
  • 2,2-Bis(3,4-anhydrodicarboxyphenyl)hexafluoropropane 1107-00-2 6FDA
  • HFDA
  • 2,2'-Bis(3,4-dicarboxyphenyL
  • uoropropane dianhydride
  • 4,4’(Hexafluoroisopropylidene)Bisphthalic Dianhydride (6Fda)
  • 4,4'-(Hexafluoroisopropylidene)diphthalicAnhydride>
  • 4,4'-(Hexafluoroisopropylidene)diphthalicAnhydride(purifiedbysublimation)>
  • 4,4'-(Hexafluoroisopropylidene)diphthalic anhydride, 99%, for synthesis
  • High purity 6FDA
  • 4,4'-(Hexafluoroisopropylidene)diphthalicanhydride,98%
  • 2,2-bis(3,4-
  • ,5'-(Hexafluoroisopropylidene)diphthalic anhydride
  • ,4'-(Hexafluoroisopropylidene)diphthalic anhydride
  • Hexafluorodianhydride (6FDA)
  • 6f-dianhydride(6FDA)
  • 2,2-Bis(1,3-dihydro-1,3-dioxobenzo[c]furan-5-yl)hex
  • 6FDA
  • 2,2-Bis(3,4-anhydrodicarboxyphenyl)
  • 6f-dianhydride,4,4,-(Hexafluoroisopropylidene)diphthalic anhydride
  • Hexafluorodianhydride
  • 4,4'-(Hexafluoroisopropylidene
  • 4,4'-(Hexafluoroisopropylidene) diphthalic anhydride(6FDA)
  • 5,5'-(Perfluoropropane-2,2-diyl)bis(isobenzofuran-1,3-dione)
  • 4,4'-(Hexafluoroisopropylidene)diphthalic anhydride
  • 1107-00-2
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