2,2-bis(3,4-anhydrodicarboxyphenyl) hexafluoropropane
4,4'-(hexafluoroisopropylidene)diphthalic anhydride
CAS: 1107-00-2
Molecular Formula: C19H6F6O6
2,2-bis(3,4-anhydrodicarboxyphenyl) hexafluoropropane - Names and Identifiers
| Name | 4,4'-(hexafluoroisopropylidene)diphthalic anhydride |
| Synonyms | 6FDA 4,4'-(hexafluoroisopropylidene)diphthalic anhydride 2,2-bis(3,4-anhydrodicarboxyphenyl) hexafluoropropane 2,2-Bis(3,4-anhydrodicarboxyphenyl)-hexafluoropropane(6FDA) 5,5'-(1,1,1,3,3,3-hexafluoropropane-2,2-diyl)bis(2-benzofuran-1,3-dione) |
| CAS | 1107-00-2 |
| EINECS | 214-170-0 |
| InChI | InChI=1/C55H84N17O21S3.H2O4S/c1-20-33(69-46(72-44(20)58)25(12-31(57)76)64-13-24(56)45(59)82)50(86)71-35(41(26-14-61-19-65-26)91-54-43(39(80)37(78)29(15-73)90-54)92-53-40(81)42(93-55(60)88)38(79)30(16-74)89-53)51(87)66-22(3)36(77)21(2)47(83)70-34(23(4)75)49(85)63-10-8-32-67-28(18-94-32)52-68-27(17-95-52)48(84)62-9-7-11-96(5)6;1-5(2,3)4/h14,17-19,21-25,29-30,34-43,53-54,64,73-75,77-81H,7-13,15-16,56H2,1-6H3,(H2,57,76)(H2,59,82)(H2,60,88)(H,61,65)(H,62,84)(H,63,85)(H,66,87)(H,70,83)(H,71,86)(H2,58,69,72);(H2,1,2,3,4)/t21-,22+,23+,24-,25-,29?,30?,34-,35-,36-,37?,38?,39?,40?,41-,42?,43?,53?,54?;/m0./s1 |
2,2-bis(3,4-anhydrodicarboxyphenyl) hexafluoropropane - Physico-chemical Properties
| Molecular Formula | C19H6F6O6 |
| Molar Mass | 444.24 |
| Density | 1.697±0.06 g/cm3(Predicted) |
| Melting Point | 244-247℃ |
| Boling Point | 494.5±45.0 °C(Predicted) |
| Water Solubility | Miscible with water. |
| Appearance | White crystal |
| Storage Condition | 2-8℃ |
| Sensitive | Easily absorbing moisture |
| MDL | MFCD00039143 |
| Physical and Chemical Properties | Melting Point: 248 ℃ |
| Use | Hexafluorodianhydride (6FDA) is an organic synthesis intermediate and pharmaceutical intermediate, which can be used in laboratory research and development process and chemical and pharmaceutical synthesis process, mainly as electronic material polymer. |
2,2-bis(3,4-anhydrodicarboxyphenyl) hexafluoropropane - Risk and Safety
| Hazard Symbols | C - Corrosive |
| Risk Codes | R34 - Causes burns |
| Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection. S45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) |
| UN IDs | UN 3261 |
2,2-bis(3,4-anhydrodicarboxyphenyl) hexafluoropropane - Introduction
An intermediate for high performance polyimides.
Last Update：2022-10-16 17:12:02
2,2-bis(3,4-anhydrodicarboxyphenyl) hexafluoropropane - Introduction
Hexafluorodianhydride (that is, 4, 4 '-(hexafluoroisopropylidene) diphthalic anhydride, 6FDA) is one of the six most widely used dianhydride monomers, and it is also currently colorless The most widely used dianhydride monomer in transparent polyimides. The glass transition temperature of polyimide synthesized from hexafluorodianhydride is usually above 300°C, and the mechanical and electrical properties are well balanced. It is still the most representative fluorine-containing polyimide by far
Last Update：2024-04-10 22:29:15
2,2-bis(3,4-anhydrodicarboxyphenyl) hexafluoropropane - Introduction
a. Low dielectric constant. The dielectric constant of ordinary polyimide is about 3.4, but after adding 6FDA, its dielectric constant can be reduced to 2.5. Low dielectric constant brings about a reduction in signal delay and loss, which is of great value in electrical applications.
B. Transparency and controllable refractive index. Because polyimide is slightly yellowish or brown, after adding 6FDA, it can be made transparent, and according to how much 6FDA is added, its refractive index (refractive index) can be controlled. These properties have a great effect in the application of optical components.
C. chemical and thermal stability. After the introduction of fluorine atoms, the chemical and thermal stability of polyimide will be improved due to the strong electronegativity of fluorine atoms. So that the product can work under special chemistry or temperature.
D. lubricity. Because of the low polarity of fluorine atoms, fluorine-containing polyimides have very low surface free energy, smooth surface and low friction.
e. The fluorine-containing polyimide material synthesized by 6FDA has very good thermal oxidation resistance, high temperature hot melt resistance and radiation resistance, and is the preferred structural material for the aerospace industry
Last Update：2024-04-10 22:29:15
2,2-bis(3,4-anhydrodicarboxyphenyl) hexafluoropropane - Preparation
There are usually two methods to prepare the corresponding aromatic dianhydride from the intramolecular dehydration of the aromatic tetraacid:(1) Physical method: heating the aromatic tetraacid until it is melted, and then performing intramolecular dehydration to obtain the aromatic dianhydride;(2) Chemical method: add the aromatic tetraacid to the excess acetic anhydride or acetic anhydride/acetic acid mixed solvent, heat to dissolve, and then cool to precipitate the aromatic. The dianhydride obtained by the physical method is molten block, and the appearance color is darker, and it generally needs to be crushed before it can be used; the dianhydride obtained by the chemical method is crystalline and the appearance color is lighter, but the yield of the dianhydride is lower than that of the physical method. These two methods can be applied to the other five except hexafluorodianhydride (I. e. pyromellitic acid dianhydride PMDA, biphenyltetracarboxylic acid dianhydride BPDA, diphenyl ether tetracarboxylic acid dianhydride 0DPA, benzophenone tetracarboxylic acid dianhydride BTDA and bisphenol A dianhydride BPADA) The most widely used dianhydride monomer
Last Update：2024-04-10 22:29:15
2,2-bis(3,4-anhydrodicarboxyphenyl) hexafluoropropane - MSDS
| SigmaAldrich | English |
| ALFA | Chinese |
| ALFA | English |
Last Update：2024-04-10 22:29:15
2,2-bis(3,4-anhydrodicarboxyphenyl) hexafluoropropane - Nature
| melting point | 244-247 °C(lit.) |
| boiling point | 494.5±45.0 °C(Predicted) |
| density | 1.697±0.06 g/cm3(Predicted) |
| storage conditions | Keep in dark place,Sealed in dry,Room Temperature |
| water solubility | Miscible with water. |
| sensitivity | Moisture Sensitive |
| BRN | 7057916 |
| InChIKey | QHHKLPCQTTWFSS-UHFFFAOYSA-N |
| EPA chemical information | 1,3-Isobenzofurandione, 5,5'-[2,2,2-trifluoro-1-(trifluoromethyl)ethylidene]bis- (1107-00-2) |
Last Update：2024-04-10 22:29:15
2,2-bis(3,4-anhydrodicarboxyphenyl) hexafluoropropane - Preparation
The preparation method of hexafluorodianhydride has the following steps:
(1) 40mL of anhydrous acetic anhydride (0.42mol) is added into a 100mL flask, then 48g of hexafluorotetraacid (0.1mol) dried by double cone rotary vacuum is added into the flask, stirred and heated to reflux (139 ℃ 1 ℃), heat preservation and reaction for 4h to obtain colorless and transparent solution.
After the reaction is over, it is cooled in an ice water bath, white crystals of hexafluorodianhydride are precipitated, filtered, and the filter cake is dried in a double cone rotary vacuum dryer at a temperature of 132 ℃ and a pressure of 0.09Mpa for 12 hours under reduced pressure to obtain 31.7g of crude hexafluorodianhydride with a melting point of 246.5~246.7 ℃. After testing, the closed loop rate is 98.0%.
(2) 20mL of anhydrous trifluoroacetic anhydride (0.14mol) is added into a 100mL flask, then 31.7g of crude hexafluorodianhydride (0.07mol) obtained in step (1) is added into the flask, stirred and heated until reflux (38 ℃ 1 ℃) is heated for 2h to obtain colorless and transparent solution. After the reaction is over, it is cooled in an ice water bath, white crystals of hexafluorodianhydride are precipitated, filtered, and the filter cake is dried in a double cone rotary vacuum dryer at a temperature of 32 ℃ and a pressure of 0.09Mpa for 12h under reduced pressure to obtain 24.8g of hexafluorodianhydride finished product. After testing, the closed loop rate is 99.8%
Last Update：2024-04-10 22:29:15
2,2-bis(3,4-anhydrodicarboxyphenyl) hexafluoropropane - Security information
| dangerous goods mark | C,Xi |
| hazard category code | 34 |
| safety instructions | 26-36/37/39-45 |
| dangerous goods transport number | UN 3261 8/PG 2 |
| WGK Germany | 1 |
| F | 21 |
| Hazard Note | Irritant |
| TSCA | T |
| HazardClass | 8 |
| PackingGroup | II |
| customs code | 29173990 |
Last Update：2024-04-10 22:29:15
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