3,3',4,4'-Benzophenone tetracarboxylic dianhydride

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3,3',4,4'-Benzophenone tetracarboxylic dianhydride
Names
IUPAC name
5-(1,3-dioxo-2-benzofuran-5-carbonyl)-2-benzofuran-1,3-dione
Identifiers
3D model (
JSmol
)
ChEMBL
ChemSpider
ECHA InfoCard
 100.017.590 Edit this at Wikidata
EC Number
  • 219-348-1
UNII
  • InChI=1S/C17H6O7/c18-13(7-1-3-9-11(5-7)16(21)23-14(9)19)8-2-4-10-12(6-8)17(22)24-15(10)20/h1-6H
    Key: VQVIHDPBMFABCQ-UHFFFAOYSA-N
  • C1=CC2=C(C=C1C(=O)C3=CC4=C(C=C3)C(=O)OC4=O)C(=O)OC2=O
Properties
C17H6O7
Molar mass 322.228 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

3,3’,4,4’-Benzophenone tetracarboxylic dianhydride (BTDA) is chemically, an aromatic organic acid dianhydride. It may be used to cure epoxy-based powder coatings. It has the CAS Registry Number of 2421-28-5 and a European Community number 219-348-1. It is REACH and TSCA registered. The formula is C17H6O7 with a molecular weight of 322.3.[1][2]

Uses

Its use in epoxy powder coatings is slightly unusual in that many epoxy coatings are designed to be fairly close to a stoichiometric curing ratio. BDTA cured materials benefit from having the stoichiometry closer to 0.65 rather than 1.[3] It is also used to synthesize polyimides. These have good flexibility because of the carbonyl and keto groups which increase the molecular distancing between the imide rings. This improves the solubility.[4][5] The resultant product when combined with nano-technology produces composites with enhanced heat stability properties.[6] BTDA has also been used to synthesize other molecules and is thus a reactive ingredient in its own right.[7][8][9][10]

References

  1. ^ PubChem. "Benzophenone-3,3',4,4'-tetracarboxylic dianhydride, 98%". pubchem.ncbi.nlm.nih.gov. Retrieved 2023-08-11.
  2. ^ "Benzophenone-3,3′,4,4′-tetracarboxylic dianhydride". SigmaAldrich.
  3. ^ "Toward High Glass-Transition Temperatures in Epoxy Powder Coatings Based on BTDA®". American Coatings Association. Retrieved 2023-07-24.
  4. doi:10.1002/14356007.a05_249
  5. S2CID 97696111
    .
  6. S2CID 103771291
    .
  7. S2CID 96413460
    .
  8. ISSN 0040-6090
    .
  9. ISSN 0167-9317
    .
  10. doi:10.1002/app.28025
    .
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