Dental composition

Patent metadata

Field	Value
Publication number	US-9603780-B2
Application number	US-201113979811-A
Country	US
Kind code	B2
Filing date	Oct 18, 2011
Priority date	Oct 19, 2010
Publication date	Mar 28, 2017
Grant date	Mar 28, 2017

Abstract

Dental composition comprising a water-soluble polymerizable compound of the following formula (1): wherein A is a linear or branched linker group represented by the following formula (3), wherein the nitrogen atom of at least two of the termini forms an amide bond with an X moiety; wherein R′ represents a hydrogen atom or a substituted or unsubstituted aliphatic or cycloaliphatic hydrocarbon group, wherein each R may be the same or different L 1 , L 2 , and L 3 which may be the same or different, independently represent a single bond, or a C 2-20 straight-chain, branched or cyclic hydrocarbon group optionally containing from 1 to 6 heteroatoms selected from nitrogen and oxygen in the backbone of the hydrocarbon group, and optionally from 1 to 6 functional groups selected from carboxylic acid groups or a salt thereof, hydroxyl groups, thiol groups and amino groups, and in case a plurality of L 1 and L 2 are present, each of L 1 and L 2 may be the same or different; Q 1 and Q 2 , which may be the same or different, independently represent a single bond or a linkage selected from an amide, a urethane, a urea and a thiourea linkage; k is an integer of at least 0, X are moieties containing a polymerizable double bond and forming an amide bond with a nitrogen atom of A, wherein each X may be the same or different and are represented by the following formula (2): wherein R 1 and R 2 are independent from each other and represent a hydrogen atom, a C 1-6 alkyl group or a group —(CH 2 ) m —COOM, wherein M represents a hydrogen atom or a metal atom, m is an integer of from 0 to 6, L is a bond or a C 1-6 alkylene group; and n is an integer of at least 2; (ii) an initiator system; optionally a polyacidic polymer; optionally water and/or a water soluble solvent; and optionally a particulate filler.

First claim

The invention claimed is:

1. A dental composition comprising:
(i) a water-soluble polymerizable compound of the following formula (1):
AX n   (1)

 wherein
A is a linear or branched linker group containing at least n nitrogen atoms, wherein the linker group has one or more carboxylic acid groups and is represented by the following formula (3), wherein the nitrogen atom of at least two of the termini forms an amide bond with an X moiety;

wherein
R′ represents a hydrogen atom or a substituted or unsubstituted aliphatic or cycloaliphatic hydrocarbon group, wherein each R′ may be the same or different;
L 1 , L 2 , and L 3 which may be the same or different, independently represent a single bond, or a C 2-20 straight-chain, branched or cyclic hydrocarbon group optionally containing from 1 to 6 heteroatoms selected from nitrogen and oxygen in the backbone of the hydrocarbon group, and optionally from 1 to 6 functional groups selected from carboxylic acid groups or a salt thereof, hydroxyl groups, thiol groups, and amino groups, and in case a plurality of L 1 and L 2 are present, each of L 1 and L 2 may be the same or different;
Q 1 and Q 2 , which may be the same or different, independently represent a single bond or a linkage selected from an amide, a urethane, a urea, and a thiourea linkage;
k is an integer of at least 0,
X are moieties containing a polymerizable double bond and forming an amide bond with a nitrogen atom of A, wherein each X may be the same or different and are represented by the following formula (2):

wherein
R 1 and R 2 are independent from each other and represent a hydrogen atom, a C 1-6 alkyl group, or a group —(CH 2 ) m —COOM, wherein M represents a hydrogen atom or a metal atom and m is an integer of from 0 to 6,
L is a bond or a C 1-6 alkylene group; and
n is an integer of at least 2; and

(ii) an initiator system.

2. The dental composition according to claim 1 , further containing a polyacidic polymer, water, a water soluble solvent, and/or a particulate filler.

3. The dental composition according to claim 1 , wherein k is at least 1.

4. The dental composition according to claim 1 , wherein the water soluble polymerizable compound of formula (1) has an average molecular weight of from 300 to 10,000.

5. The dental composition according to claim 1 wherein Q 1 or Q 2 is a single bond and the other of Q 1 or Q 2 is selected from an amide, a urethane, a urea and a thiourea linkage, and k is at least 1.

6. The dental composition according to claim 2 ,
wherein the water soluble polymerizable compound of formula (1) has an average molecular weight of from 300 to 10,000.

7. The dental composition according to claim 3
wherein the water soluble polymerizable compound of formula (1) has an average molecular weight of from 300 to 10,000.

8. The dental composition according to claim 1 , wherein the one or more carboxylic acid groups of the linker group comprises at least two carboxylic acid groups.

9. A dental composition comprising:
(i) a water-soluble polymerizable compound of the following formula (1):
AX n   (1)

 wherein
A is a linear or branched linker group containing at least n nitrogen atoms, wherein the linker group has one or more carboxylic acid groups and is represented by the following formula (3), wherein the nitrogen atom of at least two of the termini forms an amide bond with an X moiety;

wherein
R′ represents a hydrogen atom or a substituted or unsubstituted aliphatic or cycloaliphatic hydrocarbon group, wherein each R′ may be the same or different;
L 1 , L 2 , and L 3 which may be the same or different, independently represent a single bond, or a C 2-20 straight-chain, branched or cyclic hydrocarbon group optionally containing from 1 to 6 heteroatoms selected from nitrogen and oxygen in the backbone of the hydrocarbon group, and optionally from 1 to 6 functional groups selected from carboxylic acid groups or a salt thereof, hydroxyl groups, thiol groups, and amino groups, and in case a plurality of L 1 and L 2 are present, each of L 1 and L 2 may be the same or different;
Q 1 and Q 2 represent an amide linkage;
k is an integer of at least 1,
X are moieties containing a polymerizable double bond and forming an amide bond with a nitrogen atom of A, wherein each X may be the same or different and are represented by the following formula (2):

wherein
R 1 and R 2 are independent from each other and represent a hydrogen atom, a C 1-6 alkyl group, or a group —(CH 2 ) m —COOM, wherein M represents a hydrogen atom or a metal atom and m is an integer of from 0 to 6,
L is a bond or a C 1-6 alkylene group; and
n is an integer of at least 2; and

(ii) an initiator system.

10. The dental composition according to claim 9 , further containing a polyacidic polymer, water, a water soluble solvent, and/or a particulate filler.

11. The dental composition according to claim 10 , wherein the water soluble polymerizable compound of formula (1) has an average molecular weight of from 300 to 10,000.

12. The dental composition according to claim 9 , wherein the water soluble polymerizable compound of formula (1) has an average molecular weight of from 300 to 10,000.

13. The dental composition according to claim 9 , wherein the one or more carboxylic acid groups of the linker group comprises at least two carboxylic acid groups.

Assignees

• Stelzig Simon
• Klee Joachim E
• Facher Andreas
• Weber Christoph
• Dentsply Int Inc

Inventors

• Stelzig Simon
• Klee Joachim E
• Facher Andreas
• Weber Christoph

Classifications

• A61K6/887 Primary

  Compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds · CPC title

• A61K6/30

  Compositions for temporarily or permanently fixing teeth or palates, e.g. primers for dental adhesives · CPC title

• C07C233/20 Primary

  having the carbon atom of the carboxamide group bound to a carbon atom of an acyclic unsaturated carbon skeleton · CPC title

• A61K6/889 Primary

  Polycarboxylate cements; Glass ionomer cements · CPC title

• C07C231/02

  from carboxylic acids or from esters, anhydrides, or halides thereof by reaction with ammonia or amines · CPC title