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| | 4,4'-(4,4'-ISOPROPYLIDENEDIPHENOXY)BIS(PHTHALIC ANHYDRIDE) Basic information |
| Product Name: | 4,4'-(4,4'-ISOPROPYLIDENEDIPHENOXY)BIS(PHTHALIC ANHYDRIDE) | | Synonyms: | ULTEM DIANHYDRIDE;4,4'-(4,4'-ISOPROPYLIDENEDIPHENOXY)BIS(PHTHALIC ANHYDRIDE);4,4'-BISPHENOL A DIANHYDRIDE;5,5’-[(1-methylethylidene)bis(4,1-phenyleneoxy)]bis-3-isobenzofurandione;4,4'-(4,4'-isopropylidenediphenoxy)bis-(phthalic;BPADA;4,4'-[(isopropylidene)bis(p-phenyleneoxy)]diphthalic dianhydride;5,5'-[(1-Methylethylidene)bis(4,1-phenyleneoxy)]bis-1,3-isobenzofurandione | | CAS: | 38103-06-9 | | MF: | C31H20O8 | | MW: | 520.49 | | EINECS: | 253-781-7 | | Product Categories: | strong recommend;Anhydride Monomers;Monomers;Polymer Science;38103-06-9 | | Mol File: | 38103-06-9.mol |  |
| | 4,4'-(4,4'-ISOPROPYLIDENEDIPHENOXY)BIS(PHTHALIC ANHYDRIDE) Chemical Properties |
| Melting point | 184-187 °C(lit.) | | Boiling point | 712.3±60.0 °C(Predicted) | | density | 1.406±0.06 g/cm3(Predicted) | | vapor pressure | 0Pa at 25℃ | | storage temp. | Inert atmosphere,Room Temperature | | form | powder to crystal | | color | White to Light yellow | | Sensitive | Moisture Sensitive | | 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 | -2.22 at 21℃ | | EPA Substance Registry System | 1,3-Isobenzofurandione, 5,5'-[(1-methylethylidene)bis(4,1-phenyleneoxy)]bis- (38103-06-9) |
| Hazard Codes | Xi | | Risk Statements | 36/37/38-42 | | Safety Statements | 26-36 | | WGK Germany | 3 | | RTECS | NP7227500 | | TSCA | TSCA listed | | HS Code | 29189900 | | Storage Class | 13 - Non Combustible Solids |
| | 4,4'-(4,4'-ISOPROPYLIDENEDIPHENOXY)BIS(PHTHALIC ANHYDRIDE) Usage And Synthesis |
| Description | 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). | | Uses | 4,4'-(4,4'-Isopropylidenediphenoxy)bis(phthalic anhydride) be used for the preparation of a polyimide material. | | Preparation | 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). | | Flammability and Explosibility | Not classified | | Synthesis | The general procedure for synthesizing bisphenol A-type diethyl ether dianhydride from bisphenol A and 4-chlorophthalic anhydride is as follows: 79 g (0.63 mol) of 32 wt.% aqueous sodium hydroxide and 62.4 g (0.3 mol) of bisphenol A are added to a reactor, and stirred until completely dissolved. The reaction mixture was heated to 85°C, at which point the solution should appear clear. Subsequently, 510 g of trimethylbenzene was added as solvent and 4.2 g of benzyltriethylammonium chloride as catalyst. The reaction was started at room temperature, gradually warmed up to 172°C and continued stirring at this temperature for 15 hours. Upon completion of the reaction, the reaction mixture was cooled to 130 °C and 108 g (0.6 mol) of 4-chlorophthalic anhydride and 4.86 g of benzyltriethylammonium chloride catalyst were added. The reaction mixture was heated to 140°C to 145°C and kept at reflux for 5 hours. At the end of the reaction, it was filtered while hot and the filtrate was transferred to a crystallization kettle, cooled to room temperature and left to crystallize for 12 hours. After crystallization was completed, the precipitate was collected by filtration, washed with non-ionic water and filtered again. The precipitate was washed with 250 g of ethanol, stirred for 2 h and filtered to obtain 125 g of wet material. 120 g of bisphenol A diethyl ether dianhydride product was obtained after drying in 85% yield. The final product was in the form of white powder. | | References | [1] Patent: CN108148029, 2018, A. Location in patent: Paragraph 0011; 0012; 0014 |
| | 4,4'-(4,4'-ISOPROPYLIDENEDIPHENOXY)BIS(PHTHALIC ANHYDRIDE) Preparation Products And Raw materials |
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