US 2002/0002212 A1 · Polymerizable compositions based on epoxides

Abstract

The invention relates to polymerizable compositions comprising (a) 3 to 80 wt. % of an epoxide or a mixture of epoxides of the general formula: 1 in which, for type A: if n=2 Z denotes a cycloaliphatic or aromatic radical having 1 to 22, preferably 1 to 18 C atoms or a combination of these radicals, wherein one or more C atoms can be replaced by O, C═O, —O(C═O)—, SiR2 and/or NR, or an aliphatic radical having 0 to 22, preferably 1 to 18 C atoms, wherein one or more C atoms can be replaced by O, C═O, —O(C═O)—, NR or SiR2, wherein at least one C atom must be replaced by SiR2, and wherein R is an aliphatic radical having 1 to 7 C atoms, wherein one or more C atoms can be replaced by O, C═O and/or —O(C═O)—, if n>2 Z denotes an aliphatic, cycloaliphatic or aromatic radical having 0 to 22, preferably 0 to 18 C atoms or a combination of these radicals, wherein one or more C atoms can be replaced by O, C═O, —O(C═O)—, SiR2 and/or NR and wherein R is an aliphatic radical having 1 to 7 C atoms, wherein one or more C atoms can be replaced by O, C═O and/or —O(C═O)—, and in which, for type B: Z denotes an aliphatic, cycloaliphatic or aromatic radical having 0 to 22, preferably 0 to 18 C atoms or a combination of these radicals, wherein one or more C atoms can be replaced by O, C═O, —O(C═O)—, SiR2 and/or NR and wherein R is an aliphatic radical having 1 to 7 C atoms, wherein one or more C atoms can be replaced by O, C═O and/or —O(C═O)—, and in which, for type A and type B: A denotes an aliphatic, cycloaliphatic or aromatic radical having 1 to 18 C atoms or a combination of these radicals, wherein one or more C atoms can be replaced by O, C═O, —O(C═O)—, SiR2 and/or NR, wherein R is an aliphatic radical having 1 to 7 C atoms, in which one or more C atoms can be replaced by O, C═O and/or —O(C═O)—, B1, B2, D and E independently of one another denote an H atom or an aliphatic radical having 1 to 9 C atoms, wherein one or more C atoms can be replaced by O, C═O, —O(C═O)—, SiR2 and/or NR, wherein R is an aliphatic radical having 1 to 7 C atoms, in which one or more C atoms can be replaced by O, C═O and/or —O(C═O)—, n denotes 2-7, m denotes 1-10, p denotes 1-5, q denotes 1-5 and x denotes CH2, S or O, (b) 0 to 80 wt. % of an epoxide or a mixture of epoxides which differ from (a), (c) 3 to 85 wt. % of fillers, (d) 0.01 to 25 wt. % of initiators, retardants and/or accelerators, (e) 0 to 25 wt. % of auxiliaries, the percentage data in each case being based on the total weight of the composition. The new polymerizable compositions are particularly suitable as dental compositions.

Claims11

Dependent claims

Polymerizable composition comprising

(a) 3 to 80 wt. % of an epoxide or a mixture of epoxides of the general formula:
35
in which, for type A:
if n=2
Z denotes a cycloaliphatic or aromatic radical having 1 to 22, preferably 1 to 18 C atoms or a combination of these radicals, wherein one or more C atoms can be replaced by O, C═O, —O(C═O)—, SiR2 and/or NR, or an aliphatic radical having 0 to 22, preferably 1 to 18 C atoms, wherein one or more C atoms can be replaced by O, C═O, —O(C═O)—, NR or SiR2, wherein at least one C atom must be replaced by SiR2, and wherein R is an aliphatic radical having 1 to 7 C atoms, wherein one or more C atoms can be replaced by O, C═O and/or —O(C═O)—,
if n>2
Z denotes an aliphatic, cycloaliphatic or aromatic radical having 0 to 22, preferably 0 to 18 C atoms or a combination of these radicals, wherein one or more C atoms can be replaced by O, C═O, —O(C═O)—, SiR2 and/or NR and wherein R is an aliphatic radical having 1 to 7 C atoms, wherein one or more C atoms can be replaced by O, C═O and/or —O(C═O)—,
and in which, for type B:
Z denotes an aliphatic, cycloaliphatic or aromatic radical having 0 to 22, preferably 0 to 18 C atoms or a combination of these radicals, wherein one or more C atoms can be replaced by O, C═O, —O(C═O)—, SiR2 and/or NR and wherein R is an aliphatic radical having 1 to 7 C atoms, wherein one or more C atoms can be replaced by O, C═O and/or —O(C═O)—,
and in which, for type A and type B:
A denotes an aliphatic, cycloaliphatic or aromatic radical having 1 to 18 C atoms or a combination of these radicals, wherein one or more C atoms can be replaced by O, C═O, —O(C═O)—, SiR2 and/or NR, wherein R is an aliphatic radical having 1 to 7 C atoms, in which one or more C atoms can be replaced by O, C═O and/or —O(C═O)—,
B1, B2, D and E independently of one another denote an H atom or an aliphatic radical having 1 to 9 C atoms, wherein one or more C atoms can be replaced by O, C═O, —O(C═O)—, SiR2 and/or NR, wherein R is an aliphatic radical having 1 to 7 C atoms, in which one or more C atoms can be replaced by O, C═O and/or —O(C═O)—,
n denotes 2-7,
m denotes 1-10,
p denotes 1-5,
q denotes 1-5 and
x denotes CH2, S or O,
(b) 0 to 80 wt. % of an epoxide or a mixture of epoxides which differ from (a),
(c) 3 to 85 wt. % of fillers,
(d) 0.01 to 25 wt. % of initiators, retardants and/or accelerators,
(e) 0 to 25 wt. % of auxiliaries,
the percentage data in each case being based on the total weight of the composition.

19 more elements

Epoxides, namely

i) 2,2-bis[4,1-phenylenoxy-3,1-propanediyl-3,4-epoxycyclohexylcarboxylic acid ester]propylidene
65
ii) 2,2-bis[4,1-phenylenoxy-3,1-propanediyl-oxy-methanediyl-3,4-epoxycyclohexyl]propylidene
66
iii) 2,2-bis[3,4-epoxycyclohexylmethanediyl(4,1-phenylenoxy-3,1-propylcarboxylic acid ester)]propylidene
67
iv) 2,2-bis[4,1-phenylenoxy-3,1-propanediyl-1,1,3,3-tetramethyldisiloxanyl- 1,2-ethanediyl-3,4-epoxycyclohexyl]propylidene
68
v) 2,2-bis{4,1-phenylenoxy-3,1-propanediyl-3-oxatricyclo[3.2.1.02,4]octyl-6-carboxy}propylidene
69
vi) 2,2-bis{4,1-phenylenoxy-3,1-propanediyl-3,8-dioxatricyclot[3.2.1.02.4]octyl-6-carboxy}propylidene
70
vii) 2,2-bis{4,1-phenylenoxy-3,1-propanediyl-[3,5,7-tris(ethanediyl-3,4-epoxycyclohexyl)-1,3,5,7-tetramethylcyclotetrasiloxanyl]}propylidene
71
viii) bis[methanediyl-oxy-3,1-propanediyl-3,4-epoxycyclohexylcarboxylic acid ester]tricyclo[5.2.1.02.6]decane
72
ix) bis[methanediyl-oxy-3,1-propanediyl-oxy-methanediyl-3,4-epoxycyclohexyl]tricyclo[5.2.1.02,6]decane
73
x) bis[3,4-epoxycyclohexylmethanediyl-propanecarboxylic acid-1-oxy-methanediyl]tricyclo[5.2.1.02,6]decane
74
xi) bis(methanediyl-oxy-3,1-propanediyl-1,1,3,3-tetramethyidisiloxanediyl-1,2-ethanediyl-3,4-epoxycyclohexyl)tricyclo[5.2.1.02,6]decane
75
xii) bis{methanediyl-oxy-3,1-propanediyl-3-oxatricyclo[3.2.1.02.6]octyl-6-carboxyl}tricyclol5.2.1.02.6]decane
76
xiii) bis{methanediyl-oxy-3,1-propanediyl-3,8-dioxatricyclo[3.2.1.02.6 octyl-6-carboxyl}tricyclo[5.2.1.02.6]decane
77
xiv) bis(methanediyl-oxy-(3-propanediyl-3,5,7-tris(2,1-ethanediyl-3,4-epoxycyclohexyl)-1,3,5,7-tetramethylcyclotetrasiloxanyl)-tricyclo[5.2.1.02.6]decane
78
xv) 1,1,1-tris[methanediyl-oxy-methanediyl-3,4-epoxycyclohexyl]propane
79
xvi) 1,1,1tris[methanediyl-oxy-1,3-propanediyl-1,1,3,3-tetramethyldisiloxanediyl-1,2ethanediyl-3,4-epoxycyclohexyl]propane
80
xvii) 1,1,1tris{methanediyl3-oxatricyclo[3.2.1.02.4]octyl-6-carboxyl}propane
81
xviii) 1,1,1-tris{methanediyl-3,8-dioxatricyclo[3.2.1.02.4]octyl-6-carboxy}propane
82
xix) 1,1,1-tris[methanediyl-oxy-3,1-propanediyl-3,5,7-tris(2,1-ethanediyl-3,4-epoxycyclohexyl)1,3,5,7-tetramethylcyclotetrasiloxanyl]propane
83
xx) 1,1,1-tristmethanediyl-oxy-bis(ethanediyloxy)-3,4-epoxycyclohexylcarboxylic acid ester]propane
84
xxi) 1,1,1-trismethanediyl-oxy-bis(ethanediyloxy)-mnethanediyl-3,4-epoxycyclohexyl]propane
85
xxii) 1,1,1-tris[methanediyl-oxy-bis(ethanediyloxy)-propancdiyl-1,1,3,3-tetramethyldisiloxanyl-1,2-ethanediyl-3,4-epoxycyclohexyl]propane
86
xxiii) 1,1,1-tris{methanediyl-oxy-bis(ethanediyloxy)-3-oxatricyclo[3.2.1.02.4]octyl-6-carboxyl}propane
87
xxiv) 1,1,1-tris{methanediyl-oxy-bis(ethanediyloxy)-3,8-dioxatricyclo[3.2.1.02.4]octyl-6-carboxy}propane
88
xxv) 1,1,1-tris[methanediyl-oxy-bis(ethanediyloxy)-propanediyl-3,5,7-tris(2,1-ethanediyl-3,4-epoxycyclohexyl)-1,3,5,7-tetramethylcyclotetrasiloxanyl]propane
89
xxvi) α,ω-bis[3,4-epoxycyclohexylethanedlyl-1,1,3,3-tetramnethyidisiloxanyl-3,1-propanediyl]polytetrahydrofuran
90
xxviii) α,ω-bis{3-oxatricyclo[3.2.1.02.4]octyl-6-carboxy}polytetrahydrofuran
91
xxviii) α,ω-bis{3,8-dioxatricyclo[3.2.1.02.4]octyl-6-carboxyl}polytetrahydrofuran
92
xxix) α,ω-bis(3-propanediyl-3,5,7-tris(2,1-ethanediyl-3,4-epoxycyclohexyl)-1,3,5,7-tetramethylcyclotetrasiloxanyl)polytetrahydrofuran
93

55 more elements

Dependencies are inferred from the claim text.

Polymerizable compositions based on epoxides

Life of this patent

Polymerizable compositions based on epoxides

Life of this patent

Abstract

Claims11