US 8,815,974 B2  32  31  TABLE 2-continued  Amount of polyvalent metal  Rp  Rp  (*1)  TVA  ions/mmols  (*2)  TVp  (Vp/TVp)  (TVp/TVA)  Ex. 4  49.5 mole%  0.56  Al 3 +  (29)  29.0 0.090  0.33  0.15  Ex. 5  l00mole %  0.62  Al 3 +  (304)  310.0 0.91  0.34  1.47  Ex. 6  49.5 mole%  0.56  Al 3 +  (96.6)  66.8 0.29  0.23  0.51  Ex. 7  49.5 mole%  0.56  Al 3 +  (96.6)  548.0 0.29  1.9  0.51  Ex. 8  49.5 mole%  0.56  Al 3 +  (96.6)  95.2 0.29  0.33  0.51  Ex.9  49.5 mole%  0.56  Al 3 +  (96.6)  95.2 0.29  0.33  0.51  Ex. 10  49.5 mole%  0.56  Al 3 +  (96.6)  95.2 0.29  0.33  0.51  Ex.11  49.5 mole%  0.56  Al 3 +  (77.3)/La 3 +  (25.1)  95.2 0.31  0.31  0.55  Ex. 12  60.1 mole%  0.49  Al 3 +  (77.3)/La 3 +  (25.1)  95.2 0.31  0.31  0.63  Ex. 13  49.5 mole%  0.56  Al 3 +  (41)/La 3 • (4)/Ca 2 • (10)  113.6 0.15  0.75  0.27  Ex. 14  49.5 mole%  0.56  Al 3 +  (77)/La 3 • (6.6)/Ca 2 • (18.3)  204.4 0.29  0.71  0.51  Ex. 15  49.5 mole%  0.56  Al 3 +  (41)/La 3 +  (4)/Ca 2 +  (10)  113.6 0.15  0.75  0.27  Ex. 16  49.5 mole%  0.56  Al 3 +  (41)/La 3 +  (4)/Ca 2 +  (10)  113.6 0.15  0.75  0.27  Ex. 17  49.5 mole%  0.56  Al 3 +  (77.3)/La 3 • (25.1)  95.2 0.31  0.33  0.55  Ex. 18  49.5 mole%  0.56  Al 3 +  (77.3)/La 3 •  (25.1)  95.2 0.31  0.33  0.55  Ex. 19  49.5 mole%  0.56  Al 3 +  (77.3)/La 3 +  (25.1)  95.2 0.31  0.33  0.55  Ex.20  49.5 mole%  0.56  Al 3 +  (77.3)/La 3 +  (25.1)  95.2 0.31  0.33  0.55  Ex.21  49.5 mole%  0.56  Al 3 +  (77.3)/La 3 •  (25.1)  95.2 0.31  0.33  0.55  Ex.22  37.6 mole%  0.55  Al 3 +  (77.3)/La 3 •  (25.1)  95.2 0.31  0.31  0.56  (*1): Mole% ofhydrogenphosphoric diester monomer  in  component (A)  (*2): Amount of fluoride ions/mmols  TABLE3  TABLE 3-continued  TABLE4  Adhesion to tooth/Mpa  Storage stability  (standard deviation)  Salt  Gelling  Enamel  Dentin  precipitation  property  Ex.1  15.2(3.1)  15.8(1.9)  @J  @J  Ex.2  15.0(1.9)  15.9(2.2)  @J  @J  Ex. 3  16.8(1.8)  17.8(3.1)  @J  @J  Ex.4  12.2(1.3)  13.3(2.2)  @J  @J  Ex. 5  13.3(2.1)  13.9(1.1)  @J  0(*1)  Ex. 6  15.5(2.2)  15.2(1.9)  0(*2)  @J  Ex. 7  12.2(1.7)  13.0(2.1)  @J  @J  Ex. 8  19.8(2.3)  15.8(3.4)  @J  @J  Ex.9  21.8(2.0)  24.5(3.1)  @J  @J  Ex.10  22.8(3.2)  23.9(2.5)  @J  @J  Ex.11  23.7(3.1)  26.8(2.7)  @J  @J  Ex.12  22.8(3.0)  23.8(4.1)  @J  @J  Ex. 13  22.5(2.2)  23.2(1.2)  @J  @J  Adhesion to tooth/Mpa  Storage stabili!Y  (standard deviation)  Salt  Gelling  Enamel  Dentin  precipitation  property  Ex. 14  20.9(2.9)  24.9(3.3)  @J  @J  Ex. 15  24.5(2.2)  26.2(1.2)  @J  @J  Ex. 16  22.9(2.9)  25.9(3.3)  @J  @J  Ex. 17  14.2(2.7)  15.8(2.9)  @J  @J  Ex. 18  13.2(1.9)  14.3(1.5)  @J  @J  Ex. 19  17.4(2.2)  15.7(3.2)  @J  0(*3)  Ex.20  14.2(2.1)  14.9(2.2)  @J  @J  Ex.21  17.9(2.2)  18.2(2.4)  @J  @J  Ex.22  14.8(1.9)  15.0(2.0)  @J  @J  (*1): 33 days after  (*2): 14 days after  (*3): 32 days  Acidic monomer  (A)  (A-1)  (A-2)  (C)  PM2  6PPH  PM!  MAC-10 (B’)*  (E’)*  Water  Comp. Ex. 1  100  Al(O-i-pr)3 (20)  FNa(4)  76  Comp. Ex. 2  100  Al(O-i-pr)3 (20)  76  Comp. Ex. 3  100  Al(O-i-pr)3 (20)  FNa(4)  76  Comp. Ex. 4  30  70  Al(O-i-pr)3 (20)  FNa(4)  76  Comp. Ex. 5  60  40  FNa(4)  76  Comp. Ex. 6  60  40  Al(O-i-pr)3 (20)  76  Comp. Ex. 7  60  40  Al(O-i-pr)3 (20)  FNa(0.8)  76  Comp. Ex. 8  60  40  Al(O-i-pr)3 (20)  FNa(27)  76  Comp. Ex. 9  60  40  Al(O-i-pr)3 (20)  FNa(4)  0  Comp. Ex. 10  60  60  Al(O-i-pr)3 (20)  FNa(4)  76  Comp. Ex. 11  60  60  MF2 (40)  76  Comp. Ex. 12  60  40  MF3 (24)  76  (F)  (D)  Non-acidic monomer  (G)  Solvent  BisGMA  3G  HEMA  Initiator  Comp. Ex. 1  IPA(340)  120  80  100  CQ(4.0), DMBE(4.0)  Comp. Ex. 2  IPA(340)  120  80  100  CQ(4.0), DMBE(4.0)  Comp. Ex. 3  IPA(340)  120  80  100  CQ(4.0), DMBE(4.0) 