US 6,245,828 B1Granted

Polymerizable compositions based on epoxides

AssigneeESPE Dental AG

InventorsWolfgang Weinmann, Oswald Gasser, Rainer Guggenberger, Gunther Lechner, Wolfgang Soglowek, Joachim Zech

Life of this patent

Estimating the term…

Abstract

The present invention is directed to polymerizable dental compositions containing a) 3 to 80 wt. % of cycloaliphatic epoxides; b) 0 to 80 wt. % of an epoxide or a mixture of epoxides which are different from a); c) 3 to 85 wt. % of a filer material; d) 0.01 to 25 wt. % of initiators, inhibitors and/or accelerators; e) 0 to 25 wt. % of auxiliary agents, the individual percentages of which are in relation to the total weight. The new polymerizable agents are particularly suited as dental material.

Claims11

Dependent claims

Polymerizable dental composition comprising

(a) 3 to 80 wt. % of an epoxide or a mixture of epoxides of the general formula:
in which, for type A:
if n=2
Z denotes a cycloaliphatic or aromatic radical having 1 to 22 carbon atoms or a combination of these radicals, wherein one or more carbon atoms can be replaced by O, C═O, —O(C═O)—, SiR2 and/or NR, or an aliphatic radical having 0 to 22 carbon atoms, wherein one or more carbon atoms can be replaced by O, C═O, —O(C═O)—, NR or SiR2, wherein at least one carbon atom must be replaced by SiR2, and wherein R is an aliphatic radical having 1 to 7 carbon atoms, wherein one or more carbon atoms can be replaced by O, C═O and/or —O(O═O)—,
if n>2
Z denotes an aliphatic, cycloaliphatic or aromatic radical having 0 to 22 carbon atoms or a combination of these radicals, wherein one or more carbon 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 carbon atoms, wherein one or more carbon 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 carbon atoms or a combination of these radicals, wherein one or more carbon 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 carbon atoms, wherein one or more carbon 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 carbon atoms or a combination of these radicals, wherein one or more carbon 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 carbon atoms, in which one or more carbon atoms can be replaced by O, C═O and/or —O(C═O)—,
B1, B2, D and E independently of one another denote a hydrogen atom or an aliphatic radical having 1 to 9 carbon atoms, wherein one or more carbon 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 carbon atoms, in which one or more carbon 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 and retardants or accelerators,
(e) 0 to 25 wt. % of auxiliaries, the percentage data in each case being based on the total weight of the composition wherein the initiators (d) are Lewis or Broensted acids, or compounds which liberate such acids, which initiate polymerization, or substances which initiate polymerization after irradiation by UV or visible light, or by means of heat and/or pressure, in contact with a tooth.

17 more elements

An epoxide selected from the group consisting of:

i) 2,2-bis[4,1-phenylenoxy-3,1-propanediyl-3,4-epoxycyclohexylcarboxylic acid ester]propylidene
ii) 2,2-bis[4,1-phenylenoxy-3,1-propanediyl-oxy-methanediyl-3,4-epoxycyclohexyl]propylidene
iii) 2,2-bis[3,4-epoxycyclohexylmethanediyl(4,1-phenylenoxy-3,1-propylcarboxylic acid ester)]propylidene
iv) 2,2-bis[4,1-phenylenoxy-3,1-propanediyl-1,1,3,3-tetramethyldisiloxanyl-1,2-ethanediyl-3,4-epoxycyclohexyl]propylidene
v) 2,2-bis{4,1-phenylenoxy-3,1-propanediyl-3-oxatricyclo[3.2.1.02,4]octyl-6-carboxy}propylidene
vi) 2,2-bis{4,1-phenylenoxy-3,1-propanediyl-3,8-dioxatricyclo[3.2.1.02,4]octyl-6-carboxy}propylidene
vii) 2,2-bis{4,1-phenylenoxy-3,1-propanediyl-[3,5,7-tris(ethanediyl-3,4-epoxycyclohexyl)-1,3,5,7-tetramethylcyclotetrasiloxanyl]}propylidene
viii) bis[methanediyl-oxy-3,1-propanediyl-3,4-epoxycyclohexylcarboxylic acid ester]tricyclo[5.2.1.02,6]decane
ix) bis[methanediyl-oxy-3,1-propanediyl-oxy-methanediyl-3,4-epoxycyclohexyl]tricyclo[5.2.1.02,6]decane
x) bis[3,4-epoxycyclohexylmethanediyl-propanecarboxylic acid-1-oxy-methanediyl]tricyclo[5.2.1.02,6]decane
xi) bis(methanediyl-oxy-3,1-propanediyl-1,1,3,3-tetramethyldisiloxanediyl-1,2-ethanediyl-3,4-epoxycyclohexyl)tricyclo[5.2.1.02,6]decane
xii) bis{methanediyl-oxy-3,1-propanediyl-3-oxatricyclo[3.2.1.02,6]octyl-6-carboxyl}tricyclo[5.2.1.02,6]decane
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
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
xv) 1,1,1-tris[methanediyl-oxy-methanediyl-3,4-epoxycyclohexyl]propane
xvi) 1,1,1-tris[methanediyl-oxy-1,3-propanediyl-1,1,3,3-tetramethyldisiloxanediyl-1,2-ethanediyl-3,4-epoxycyclohexyl]propane
xvii) 1,1,1-tris{methanediyl-3-oxatricyclo[3.2.1.02,4]octyl-6-carboxy}propane
xviii) 1,1,1-tris{methanediyl-3,8-dioxatricyclo[3.2.1.02,4]octyl-6-carboxy}propane
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
xx) 1,1,1-tris[methanediyl-oxy-bis(ethanedilyloxy)-3,4-epoxycyclohexylcarboxylic acid ester]propane
xxi) 1,1,1-tris[methanediyl-oxy-bis(ethanediyloxy)-methanediyl-3,4-epoxycyclohexyl]propane
xxii) 1,1,1-tris[methanediyl-oxy-bis(ethanediyloxy)-propanediyl-1,1,3,3-tetramethyldisiloxanyl-1,2-ethanediyl-3,4-epoxycyclohexyl]propane
xxiii) 1,1,1-tris{methanediyl-oxy-bis(ethanediyloxy)-3-oxatricyclo[3.2.1.02,4]octyl-6-carboxy}propane
xxiv) 1,1,1-tris{methanediyl-oxy-bis(ethanediyloxy)-3,8-dioxatricyclo[3.2.1.02,4]octyl-6-carboxy}propane
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
xxvi) α,ω-bis[3,4-epoxycyclohexylethanediyl-1,1,3,3-tetramethyldisiloxanyl-3,1-propanediyl]polytetrahydrofuran
xxvii) α,ω-bis{3-oxatricyclo[3.2.1.02,4]octyl-6-carboxy}polytetrahydrofuran
xxviii) α,ω-bis{3,8-dioxatricyclo[3.2.1.02,4]octyl -6-carboxy}polytetrahydrofuran
xxix) α,ω-bis(3-propanediyl-3,5,7-tris(2,1-ethanediyl-3,4-epoxycyclohexyl)-1,3,5,7-tetramethylcyclotetrasiloxanyl)polytetrahydrofuran

26 more elements

Dependencies are inferred from the claim text.

Facts

Application: 09/101,867Filed 21 Sep 1998
Priority: DE 196 48 28321 Nov 1996
Granted: 12 Jun 2001
Term ends: Not estimatedThe source records don’t support an estimate.

Classification19 codes

A61K 6/30
Preparations for dentistry: compositions for temporarily or permanently fixing teeth or palates, e.g. primers for dental adhesives
A61K 6/20
Preparations for dentistry: protective coatings for natural or artificial teeth, e.g. sealings, dye coatings or varnish
A61K 6/891
Comprising natural or synthetic resins: compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
A61K 6/893
Compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds: polyurethanes

Family

No related US applications are recorded in the indexed filing history.

Timeline

Citations

Open elsewhere

patentgrep

Loading patent…

Abstract

Polymerizable dental composition comprising

(a) 3 to 80 wt. % of an epoxide or a mixture of epoxides of the general formula:
in which, for type A:
if n=2
Z denotes a cycloaliphatic or aromatic radical having 1 to 22 carbon atoms or a combination of these radicals, wherein one or more carbon atoms can be replaced by O, C═O, —O(C═O)—, SiR2 and/or NR, or an aliphatic radical having 0 to 22 carbon atoms, wherein one or more carbon atoms can be replaced by O, C═O, —O(C═O)—, NR or SiR2, wherein at least one carbon atom must be replaced by SiR2, and wherein R is an aliphatic radical having 1 to 7 carbon atoms, wherein one or more carbon atoms can be replaced by O, C═O and/or —O(O═O)—,
if n>2
Z denotes an aliphatic, cycloaliphatic or aromatic radical having 0 to 22 carbon atoms or a combination of these radicals, wherein one or more carbon 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 carbon atoms, wherein one or more carbon 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 carbon atoms or a combination of these radicals, wherein one or more carbon 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 carbon atoms, wherein one or more carbon 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 carbon atoms or a combination of these radicals, wherein one or more carbon 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 carbon atoms, in which one or more carbon atoms can be replaced by O, C═O and/or —O(C═O)—,
B1, B2, D and E independently of one another denote a hydrogen atom or an aliphatic radical having 1 to 9 carbon atoms, wherein one or more carbon 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 carbon atoms, in which one or more carbon 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 and retardants or accelerators,
(e) 0 to 25 wt. % of auxiliaries, the percentage data in each case being based on the total weight of the composition wherein the initiators (d) are Lewis or Broensted acids, or compounds which liberate such acids, which initiate polymerization, or substances which initiate polymerization after irradiation by UV or visible light, or by means of heat and/or pressure, in contact with a tooth.

17 more elements

Facts

Application

09/101,867Filed 21 Sep 1998

Priority

DE 196 48 28321 Nov 1996

Granted

12 Jun 2001

Term ends

Not estimatedThe source records don’t support an estimate.

Classification19 codes

A61K 6/30
Preparations for dentistry: compositions for temporarily or permanently fixing teeth or palates, e.g. primers for dental adhesives
A61K 6/20
Preparations for dentistry: protective coatings for natural or artificial teeth, e.g. sealings, dye coatings or varnish
A61K 6/891
Comprising natural or synthetic resins: compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
A61K 6/893
Compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds: polyurethanes