“Bis-HPPP”的意思、由来-开放百科全书

词条

Bis-HPPP

释义

Formation
References

{{chembox
| Verifiedfields = changed
| Watchedfields = changed
| verifiedrevid = 424942077
| Name = Bis-HPPP
| ImageFile = Bis-HPPP.PNG
| ImageSize = 200px
| ImageName =
| IUPACName = 2,2-bis[4-(2,3-hydroxypropoxy)phenyl]propane
| Section1 = {{Chembox Identifiers
| CASNo_Ref = {{cascite|correct|??}}
| CASNo = 116-37-0
| SMILES = OCC(O)COc1ccc(cc1)C(C)(C)c2ccc(OCC(O)CO)cc2
| PubChem = 110678
| ChemSpiderID_Ref = {{chemspidercite|changed|chemspider}}
| ChemSpiderID = 99341
| InChI = 1/C21H28O6/c1-21(2,15-3-7-19(8-4-15)26-13-17(24)11-22)16-5-9-20(10-6-16)27-14-18(25)12-23/h3-10,17-18,22-25H,11-14H2,1-2H3
| InChIKey = NISVZEWKUNUGQQ-UHFFFAOYAT
| StdInChI_Ref = {{stdinchicite|changed|chemspider}}
| StdInChI = 1S/C21H28O6/c1-21(2,15-3-7-19(8-4-15)26-13-17(24)11-22)16-5-9-20(10-6-16)27-14-18(25)12-23/h3-10,17-18,22-25H,11-14H2,1-2H3
| StdInChIKey_Ref = {{stdinchicite|changed|chemspider}}
| StdInChIKey = NISVZEWKUNUGQQ-UHFFFAOYSA-N
| Section2 = {{Chembox Properties
| Formula = C₂₁H₂₈O₆
| MolarMass = 376.44 g/mol
| Density =
| MeltingPt =
| BoilingPt =
}}

2,2-Bis[4(2,3-hydroxypropoxy)phenyl]propane (bis-HPPP) is an organic compound that is formed when the dental composite material bis-GMA is degraded by salivary esterases.^[1] It is structurally related to 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.

Analysis by mass spectrometry demonstrated that hydrolytic reactions would cleave the ester bonds of both methacrylate units in bis-GMA and produce bis-HPPP along with two molecules of methacrylic acid.^[2]

References

1. ^{{cite journal|last1=Shokati|first1=Babak|last2=Tam|first2=Laura Eva|last3=Santerre|first3=J. Paul|last4=Finer|first4=Yoav|title=Effect of salivary esterase on the integrity and fracture toughness of the dentin-resin interface|journal=Journal of Biomedical Materials Research Part B: Applied Biomaterials|date=2010|pages=n/a–n/a|doi=10.1002/jbm.b.31645}}
2. ^{{cite journal | author = Finer Y, S.J. | title = The influence of resin chemistry on a dental composite's biodegradation | journal = J Biomed Mater Res | year = 2004 | volume = 69A | pages = 233–246 | doi = 10.1002/jbm.a.30000 | pmid = 15057996 | last2 = Santerre | first2 = JP | issue = 2}}

2 : Polyols|Phenol ethers

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