bis-HPPP
Sign in to saveAlso known as 2,2-bis[4(2,3-hydroxypropoxy)phenyl]propane, bisphenol A bis(2,3-dihydroxypropyl) ether
Bis-HPPP (2,2-bis[4(2,3-hydroxypropoxy)phenyl]propane) is an organic compound that is formed when the dental composite material bis-GMA is degraded by salivary esterases. It is also called BADGE·2H2O in reference to it being the hydrolyzed form of BADGE, which is used in the formation of epoxy resins. Structurally, it is a di-ether of bisphenol A.
Wikidata facts
- Subclass of
- chemical compound
- Has part
- hydrogen
- Mass
- 376.188588616
Show 2 more facts
- canonical SMILES
- OCC(O)COc1ccc(cc1)C(C)(C)c2ccc(OCC(O)CO)cc2
- chemical formula
- C₂₁H₂₈O₆
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Encyclopedic overview
2 sectionsContents
- Formation
- References
Bis-HPPP (2,2-bis[4(2,3-hydroxypropoxy)phenyl]propane) is an organic compound that is formed when the dental composite material bis-GMA is degraded by salivary esterases. It is also called BADGE·2H2O in reference to it being the hydrolyzed form of BADGE, which is used in the formation of epoxy resins. Structurally, it is a di-ether of bisphenol A.
== Formation == Together with methacrylic acid, bis-HPPP is released following the CE-catalyzed hydrolysis of 2,2-[4(2-hydroxy 3-methacryloxypropoxy)-phenyl]propane (bis-GMA). This reaction is very common in hydrolytic degradation of the dental resin since salivary esterases are able to cleave the ester bonds in acrylic polymers of dental composites.
Excerpted from Wikipedia’s “bis-HPPP” article, available under the CC BY-SA 4.0 licence.