4,4'-[(Isopropyliden)bis(p-phenylenoxy)]diphthaldisureanhydrid
BPADA · 4,4'-(4,4'-Isopropylidenediphenoxy)diphthalic Anhydride · 2,2-Bis[4-(3,4-dicarboxyphenoxy)phenyl]propane dianhydride · 5,5'-((Propane-2,2-diylbis(4,1-phenylene))bis(oxy))bis(isobenzofuran-1,3-dione) · trione" · BPADA 38103-06-9 · ULTEM DIANHYDRIDE · 4,4'-BISPHENOL A DIANHYDRIDE
![Molekülstruktur von 4,4'-[(Isopropyliden)bis(p-phenylenoxy)]diphthaldisureanhydrid](/img/chemical/94483.png)
Identifikatoren & physikalische Daten
| CAS No. | 38103-06-9 |
|---|---|
| Summenformel | C31H20O8 |
| Durchschnittliche Molmasse | 520,5 g/mol |
| Monoisotopische Masse | 520,1158176 g/mol |
| SMILES | CC(C)(c1ccc(Oc2ccc3c(c2)C(=O)OC3=O)cc1)c1ccc(Oc2ccc3c(c2)C(=O)OC3=O)cc1 |
| InChIKey | MQAHXEQUBNDFGI-UHFFFAOYSA-N |
| PubChem CID | 94483 |
| ChEMBL | CHEMBL3560133 |
| EC No. | 253-781-7 |
| DTXSID | DTXSID3028001 |
| Lokaler Name | 4,4'-[(Isopropyliden)bis(p-phenylenoxy)]diphthaldisureanhydrid |
Chemische & physikalische Eigenschaften
| XLogP | 6,5 |
|---|---|
| Polarare Oberfläche (TPSA) | 105 |
| H-Brücken-Donoren | 0 |
| H-Brücken-Akzeptoren | 8 |
| Frei drehbare Bindungen | 6 |
| Schwere Atome | 39 |
| Formalladung | 0 |
| Komplexität | 897 |
| Endocrine Disruptors | Potential endocrine disrupting compound |
| Food Contact Substances | FCS -> FDA Cumulative Estimated Daily Intake (CEDI) |
| Physical Description | Other Solid |
| Schmelzpunkt | 184-187 °C(lit.) |
| Siedepunkt | 712.3±60.0 °C(Predicted) |
| Dichte | 1.406±0.06 g/cm3(Predicted) |
| Dampfdruck | 0Pa at 25℃ |
| Lagerbedingungen | Inert atmosphere,Room Temperature |
| Aggregatzustand | powder to crystal |
| Farbe | White to Light yellow |
| InChI | InChI=1S/C31H20O8/c1-31(2,17-3-7-19(8-4-17)36-21-11-13-23-25(15-21)29(34)38-27(23)32)18-5-9-20(10-6-18)37-22-12-14-24-26(16-22)30(35)39-28(24)33/h3-16H,1-2H3 |
| InChIKey | MQAHXEQUBNDFGI-UHFFFAOYSA-N |
| SMILES | C(C1=CC=C(OC2C=CC3C(=O)OC(=O)C=3C=2)C=C1)(C1=CC=C(OC2C=CC3C(=O)OC(=O)C=3C=2)C=C1)(C)C |
| LogP (Verteilungskoeffizient) | -2.22 at 21℃ |
| EPA chemische Informationen | 1,3-Isobenzofurandione, 5,5'-[(1-methylethylidene)bis(4,1-phenyleneoxy)]bis- (38103-06-9) |
Sicherheit & Vorschriften
| GHS-Einstufung | This chemical does not meet GHS hazard criteria for 97.7% (43 of 44) of all reports.Not ClassifiedAggregated GHS information provided per 44 reports by companies from 3 notifications to the ECHA C&L Inventory. |
|---|---|
| Regulatorische Informationen | 1,3-Isobenzofurandione, 5,5'-[(1-methylethylidene)bis(4,1-phenyleneoxy)]bis- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 1,3-Isobenzofurandione, 5,5'-[(1-methylethylidene)bis(4,1-phenyleneoxy)]bis- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)Status: Active Update: 19-12-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/1877 |
| Hazard Classes and Categories | Not Classified |
| Wassergefährdungsklasse (WGK) | 3 |
| TSCA-Inventar-Status | TSCA listed |
| Zollcode | 29189900 |
| RTECS-Nr. | NP7227500 |
| R-Sätze (R) | 36/37/38-42 |
| Gefahrensymbole | Xi |
| Sicherheitshinweise (S) | 26-36 |
| Lagerklasse | 13 - Non Combustible Solids |
Anwendungen & Verwendung
Beschreibung
4,4'-(4,4'-Isopropylidenediphenoxy)diphthalic Anhydride (BPADA) is a diphthalic anhydride structural unit with a core of bisphenol A. BPADA is a precursor for the synthesis of polyimides, which are highly thermally stable and have strong mechanical properties using their bisphenol A core. Polyimide films synthesised from this molecule are incompletely conjugated and therefore have high optical transparency. With their isometric stretchability and high glass transition temperature (Tg = 207 °C), these films are ideal for flexible display substrates. In addition to their high heat resistance, the polyimides are chemically inert and can be used as ion transport membranes in fuel cells.BPADA can also be used to make aerogels that are superhydrophobic (Lotus effect).
Verwenden
4,4'-(4,4'-Isopropylidenediphenoxy)bis(phthalic anhydride) be used for the preparation of a polyimide material.
Herstellung & Synthese
synthetische
4,4'-(4,4'-isopropylidenediphenoxy)bis(phthalic anhydride) can be synthesized from 4-chlorophthalic anhydride and bisphenol A. Mainly includes the following steps:(1) Chlorophenyl anhydride imide, synthesis of N-Phenyltetrachlorophthalimide;(2) the synthesis of bisphenol A disodium salt;(3) Nucleophilic substitution reaction in dipolar nonproton solvent;(4) hydrolysis to bisphenol A diether tetraic acid;(5) dehydration to 4,4'-(4,4'-isopropylidenediphenoxy)bis(phthalic anhydride).