Compositions for endodontic instruments

Patent metadata

Field	Value
Publication number	US-10004666-B2
Application number	US-201414268593-A
Country	US
Kind code	B2
Filing date	May 2, 2014
Priority date	May 7, 2013
Publication date	Jun 26, 2018
Grant date	Jun 26, 2018

Abstract

The present invention is directed to a dental composition, and specifically to an improved composition for endodontic instruments useful for filling root canals or sealing.

First claim

The invention claimed is:

1. An endodontic root canal filling material or sealant composition for filling and sealing a root canal comprising at least two separate materials including:
a first material having:
(i) polymerizable liquid gutta-percha being liquid polyisoprene, wherein the liquid polyisoprene is present in an amount of 20-50% by wt. of the composition; and
(ii) a peroxide component; and

a second material having:
(i) a liquid polyisoprene; and
(ii) an amine component;

wherein the first material, the second material or both include a radiopacifier, the radiopacifier being present in an amount of 45 -75% by wt. of the composition.

2. The composition according to claim 1 , wherein the liquid gutta percha includes methacrylated polyisoprene.

3. The composition according to claim 1 , wherein the peroxide is selected from the group consisting of benzoyl peroxide, dicumyl peroxide, lauroyl peroxide, and mixtures thereof.

4. The composition according to claim 1 , wherein the first material, the second material or both further comprise an adhesion promoter selected from the group consisting of:

wherein
R1 is independently a ring opening nucleophile, whereas R1 may be identical or different;
x is an integer from 0 to 10; and
y is an integer of from 1 to 1000,

wherein
R2 is independently NH 2 , OH, COOH, SH, an epoxide, a succunic anhydride, or a succinimide group, whereas multiple groups of R2 may be identical or different;
y is an integer of from 1 to 10, multiple groups of y may be identical or different;
n is an integer of from 1 to 1000, multiple groups of n may be identical or different; and
m is an integer of from 0 to 1000, multiple groups of m may be identical or different,

wherein
R3 is independently a cylic compound that may undergo ring polymerization, whereas R3 may be identical or different;
x is an integer of from 0 to 10; and
y is an integer of from 1 to 1000,

wherein
R4 is independently a cyclic compound that may undergo ring polymerization, whereas multiple groups of R4 may be identical or different;
y is an integer of from 1 to 10;
n is an integer of from 1 to 1000; and
m is an integer of from 0 to 1000, multiple groups of m may be identical or different,

wherein
R5 is independently NH 2 , OH, COOH, SH, an epoxide, a succunic anhydride, or a succinimide group, whereas multiple groups of R5 may be identical or different;
R6 is independently a phosphate, a sulfate, a sulfonate, a betaine, a carboxylic acid, an amino acid, a diacids, a bisphosphate, or a phosphatidylcholine group, whereas multiple groups of R6 may be identical or different;
y is an integer of from 1 to 10, multiple groups of y may be identical or different;
n is an integer of from 1 to 1000, multiple groups of n may be identical or different; and
m is an integer of from 0 to 1000, multiple groups of m may be identical or different; and
wherein R5 and R6 can change positions;

wherein
R9 is independently NH 2 , OH, COOH, SH, an epoxide, a succunic anhydride, or a succinimide group, whereas multiple groups of R9 may be identical or different;
R10 is independently a phosphate, a sulfate, a sulfonate, a betaine, a carboxylic acid, an amino acid, a diacids, a bisphosphate, or a phosphatidylcholine group, whereas multiple groups of R10 may be identical or different;
y is an integer of from 1 to 10, multiple groups of y may be identical or different;
z is an integer of from 1 to 10, multiple groups of z may be identical or different;
A is an integer of from 1 to 1000, multiple groups of A may be identical or different; and
B is an integer of from 1 to 1000, multiple groups of B may be identical or different; and
C is an integer of from 0 to 1000, multiple groups of C may be identical or different; and
wherein R9 and R10 can change positions,

wherein
R13 is independently a phosphate, a sulfate, a sulfonate, a betaine, a carboxylic acid, an amino acid, a diacids, a bisphosphate, or a phosphatidylcholine group, whereas multiple groups of R13 may be identical or different;
R14 is independently a hydrophobic group, whereas multiple groups of R14 may be identical or different;
R15 is independently NH 2 , OH, COOH, SH, an epoxide, a succunic anhydride, or a succinimide group, whereas multiple groups of R15 may be identical or different;
n is an integer of from 1 to 1000, multiple groups of x may be identical or different;
m is an integer of from 0 to 1000, multiple groups of y may be identical or different;
p is an integer of from 1 to 1000, multiple groups of z may be identical or different; and
wherein R9, R14, and R15 can change positions, and

viii) mixtures thereof.

5. The composition of claim 4 ,
wherein R1 is selected from the group consisting of NH 2 , OH, COOH, SH and mixtures thereof;
wherein R3 is selected from the group consisting of an epoxide, a succunic anhydride, a succinimide group, and mixture thereof;
wherein R4 is selected from the group consisting of an epoxide, a succunic anhydride, a succinimide group, and mixtures thereof; or
wherein R14 is selected from the group consisting of a hydrocarbon, a silicone, and mixture thereof.

6. The composition according to claim 1 , further comprising less than about 70% by weight of the overall composition of a cross-linked cis-polyisoprene.

7. The composition according to claim 1 , wherein the radiopacifier is selected from the group consisting of tungsten, zinc, zinc oxide, tungsten oxide, barium, barium sulfate, bismuth, bismuth oxide, zirconium oxide, and calcium tungstate.

8. An endodontic root canal filling material or sealant composition for filling and sealing a root canal comprising at least two separate materials including:
a first material having:
(i) polymerizable liquid gutta-percha being liquid polyisoprene; and
(ii) a peroxide component; and

a second material having:
(i) a liquid polyisoprene; and
(ii) an amine component;

wherein the amine is selected from the group consisting of 2,2′-(4-Methylphenylimino)diethonal, n,n-dimethylaniline, n,n-dimethyl-p-toluidine, p-dimethylaminobenzaldehyde, and mixtures thereof.

9. The composition of claim 8 , wherein the first material, the second material or both further comprise a filler.

10. The composition according to claim 9 , wherein the filler is selected for the group consisting of a polymer, silica, crosslinked-cis-polyisoprene microparticles, fumed silica, bioglass, mineral trioxide aggregate, and any combination thereof.

11. The composition according to claim 8 , wherein the first material, the second material or both further include an accelerant selected from the gr

Assignees

• Dentsply Int Inc
• Dentsply Sirona Inc

Inventors

• Berger Todd
• Wilkinson Kevin
• Barantz Adam
• Ammon Dan
• Jin Xiaoming
• Koltisko Bernard

Classifications

• A61K6/54 Primary

  Filling; Sealing · CPC title

• A61K6/824

  comprising transition metal oxides · CPC title

• A61K6/77

  Glass · CPC title

• A61K6/818

  comprising zirconium oxide · CPC title

• A61K6/816 Primary

  comprising titanium oxide · CPC title