双-HPPP

2,2-二[4-(2,3-二羟基丙氧基)苯基]丙烷
	IUPAC名; 3,3′-[Propane-2,2-diylbis(4,1-phenyleneoxy)]di(propane-1,2-diol)
别名	BADGE·2H2O
识别
CAS号	5581-32-8
PubChem	110678
ChemSpider	99341
SMILES	OCC(O)COc1ccc(cc1)C(C)(C)c2ccc(OCC(O)CO)cc2;
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
性质
化学式	C21H28O6
摩尔质量	376.44 g·mol−1
	若非注明，所有数据均出自标准状态（25 ℃，100 kPa）下。

2,2-二[4-(2,3-二羟基丙氧基)苯基]丙烷，双-HPPP（2,2-bis[4(2,3-hydroxypropoxy)phenyl]propane，bis-HPPP），又称双酚 A 二(2,3-二羟基丙基)醚，是牙科複合樹脂双-GMA被唾液酯酶降解后形成的一种有机化合物，^[1]也称为BADGE·2H₂O，因为它是用于形成环氧树脂的BADGE的水解形式。^[2]从结构上看，它是双酚A的二甘油醚。

形成

在CE催化下，2,2-[4(2-羟基-3-甲基丙烯酰氧基丙氧基)-苯基]丙烷（双-GMA）水解后，双-HPPP与甲基丙烯酸一起释放出来。^{[需要解释]}这种反应在牙科树脂的水解降解中非常常见，因为唾液酯酶能够裂解牙科复合材料中丙烯酸聚合物的酯键。

质谱分析表明，水解会裂解双-GMA中两个甲基丙烯酸酯单元的酯键，生成双-HPPP和两分子甲基丙烯酸。^[3]

参考

^ Shokati, Babak; Tam, Laura Eva; Santerre, J. Paul; Finer, Yoav. Effect of salivary esterase on the integrity and fracture toughness of the dentin-resin interface. Journal of Biomedical Materials Research Part B: Applied Biomaterials. 2010, 94 (1): 230–7. PMID 20524199. doi:10.1002/jbm.b.31645.
^ Yonekubo, Jun; Hayakawa, Kazuichi; Sajiki, Junko. Concentrations of Bisphenol A, Bisphenol A Diglycidyl Ether, and Their Derivatives in Canned Foods in Japanese Markets. Journal of Agricultural and Food Chemistry. 1 March 2008, 56 (6): 2041–2047. doi:10.1021/jf073106n.
^ Finer Y, S.J.; Santerre, JP. The influence of resin chemistry on a dental composite's biodegradation. J Biomed Mater Res. 2004, 69A (2): 233–246. PMID 15057996. doi:10.1002/jbm.a.30000 .

[1] Shokati, Babak; Tam, Laura Eva; Santerre, J. Paul; Finer, Yoav. Effect of salivary esterase on the integrity and fracture toughness of the dentin-resin interface. Journal of Biomedical Materials Research Part B: Applied Biomaterials. 2010, 94 (1): 230–7. PMID 20524199. doi:10.1002/jbm.b.31645.

[2] Yonekubo, Jun; Hayakawa, Kazuichi; Sajiki, Junko. Concentrations of Bisphenol A, Bisphenol A Diglycidyl Ether, and Their Derivatives in Canned Foods in Japanese Markets. Journal of Agricultural and Food Chemistry. 1 March 2008, 56 (6): 2041–2047. doi:10.1021/jf073106n.

[3] Finer Y, S.J.; Santerre, JP. The influence of resin chemistry on a dental composite's biodegradation. J Biomed Mater Res. 2004, 69A (2): 233–246. PMID 15057996. doi:10.1002/jbm.a.30000 .

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