Curable composition for dental impression

Patent metadata

Field	Value
Publication number	US-12589056-B2
Application number	US-202017776280-A
Country	US
Kind code	B2
Filing date	Nov 19, 2020
Priority date	Nov 20, 2019
Publication date	Mar 31, 2026
Grant date	Mar 31, 2026

Abstract

The present describes a curable composition for dental impression comprising: a curable base composition and a surfactant system comprising a first surfactant, which is at least one compound having the formula (I) and a second surfactant, which works synergistically with the second surfactant so as to permit the composition to surprisingly have a lower contact angle; these results are reached with relatively low concentrations of biodegradable surfactants.

First claim

The invention claimed is:

1 . A curable composition for dental impression comprising:
a curable base composition and a surfactant system comprising a first surfactant, which is at least one compound having the following formula (I)

wherein R are each, independently of one another, a C 1 -C 4 aliphatic;
each R 1 is, independently of the others, a C 1 -C 6 aliphatic; each R 2 is, independently of the others, selected from a group consisting of: H and C 1 -C 3 aliphatic; each R 3 is selected, independently of the others, from a group consisting of: H and C 1 -C 4 aliphatic; x is an integer from 0 to 5; y is an integer from 1 to 10; a is an integer from 1 to 30; b is an integer from 0 to 5;
and a second surfactant, which is at least one compound having the following formula (II):

wherein R 4 is selected from a group consisting of:

R 5 is selected from a group consisting of:

 and
R 6 is selected from a group consisting of:

wherein k, j, z, r, d and t are each, independently of one another, an integer from 1 to 10; q is an integer from 1 to 100; Rf are each, independently of one another, a C 1 -C 6 fluorine containing alkyl; and Rf are each, independently of one another, selected from a group consisting of: CF 3 —CF 2 —CF 2 —O—CF(CF 3 )—CH 2 — and CF 3 —(CF 2 ) e —(CH 2 )f-, wherein e is an integer from 1 to 7 and f is an integer from 1 to 10,
wherein the curable composition comprises from approximately 0.1% to approximately 7% in weight, with respect to approximately the total weight of the curable composition, of the first surfactant and from approximately 0.1% to approximately 7% in weight, with respect to the total weight of the curable composition, of the second surfactant,
the curable composition further comprising from 0.1% to 3% in weight with respect to the total weight of the curable composition of a fluoro compound, which is at least one compound having a formula selected from the group consisting of the following formulae:

2 . The curable composition according to claim 1 , wherein each R is a methyl;
each R 1 is —C 3 H 6 —; each R 2 is an H; each R 3 is selected, independently of the others, from a group consisting of: H and methyl; x is an integer from 0 to 1; y is an integer from 1 to 5; a is an integer from 5 to 20; b is zero; k, j, z, r, d and t are each, independently of one another, an integer from 1 to 6; q is an integer from 1 to 40; Rf are each, independently of one another, a C 1 -C 4 fluorine containing alkyl; and Rf i are each, independently of one another, selected from a group consisting of: CF 3 —CF 2 —CF 2 —O—CF(CF 3 )—CH 2 —, CF 3 —(CF 2 ) 2 —(CH 2 )— and CF 3 —(CF 2 )—(CH 2 )—.

3 . The curable composition according to claim 1 , wherein R 4 represents:

R 5 represents:

 and
R 6 represents:

4 . A curable composition according to claim 1 , wherein R 4 represents:

R 5 represents:

 and
R 6 represents:

5 . A curable composition for dental impression comprising:
a curable base composition a surfactant system comprising a first surfactant, which is at least one compound having the following formula (I)

wherein R are each, independently of one another, a C 1 -C 4 aliphatic;
each R 1 is, independently of the others, a C 1 -C 6 aliphatic; each R 2 is, independently of the others, selected from a group consisting of: H and C 1 -C 3 aliphatic; each R 3 is selected, independently of the others, from a group consisting of: H and C 1 -C 4 aliphatic; x is an integer from 0 to 5; y is an integer from 1 to 10; a is an integer from 1 to 30; b is an integer from 0 to 5; and
a second surfactant, which is at least one compound having the following formula (IX):

wherein Rf ii represents a C 1 -C 6 fluorine containing alkyl; R 7 represents a C 1 -C 4 alkyl; Ra represents a C 1 -C 3 alkyl; Rb represents a C 1 -C 3 alkyl; Rc is selected in the group consisting of: a C1-C6 aliphatic, a C 1 -C 6 alkoxy; Rp represents a C 1 -C 6 alkyl; ax is an integer from 1 to 10; ay is an integer from 1 to 10; aa is an integer from 0 to 20; ab is an integer from 0 to 20; ac is an integer from 1 to 20; ae is an integer from 0 to 1; with the proviso that when Rc is an alkoxy, ae is 1, and when Rc is an alkyl, ae is zero; and
a fluoro compound, which is at least one compound having a formula selected from the group consisting of:

wherein xx is an integer from 2 to 10; m is an integer from 1 to 20; n is an integer from 0 to 200; Rd are each, independently of one another, selected from a group consisting of: —F, —CF 3 .

6 . The curable composition according to claim 5 , wherein Rf ii represents a C 1 -C 4 fluorine containing alkyl; R 7 represents a C 1 -C 2 alkyl; Ra represents an ethyl; Rb represents an ethyl; Rc is selected in the group consisting of: a C 3 -C 5 alkyl, a C 2 -C 4 alkoxy; ax is an integer from 1 to 6; ay is an integer from 1 to 6; aa is an integer from 0 to 12; ab is an integer from 0 to 12; ac is an integer from 1 to 16.

7 . The curable composition according to claim 5 , wherein Rf ii represents a C 2 -C 4 fluorine containing alkyl; R 7 represents a C 1 -C 2 alkyl; Re represents a C 3 -C 5 alkyl; ax is an integer from 1 to 5; ay is an integer from 1 to 5; aa is zero; ab is zero; ac is 1; ae is zero.

8 . The curable composition according to claim 5 , wherein the fluoro compound is at least one compound having a formula selected from the group consisting of formula (XI) and formula (XII), wherein up to two Rd are each a —CF 3 and the remaining Rd are each —F; with the proviso that, the two Rd that are each a —CF 3 are in meta position with respect to each other.

9 . The curable composition according to claim 1 , wherein the curable base composition comprises a first component, comprising a curable organopolysiloxane polymer; a second component, comprising a crosslinker compound capable of crosslinking said organopolysiloxane polymer; a third component, comprising a catalyst capable of catalyzing a crosslinki

Assignees

• Dentsply Sirona Inc
• Zhermack Spa

Inventors

• Rossi Massimo
• Basso Alberto
• Galliera Lorenzo

Classifications

• B01J23/56

  Platinum group metals · CPC title

• A61K31/695

  Silicon compounds · CPC title

• C08G77/20

  containing silicon bound to unsaturated aliphatic groups · CPC title

• C08G77/12

  containing silicon bound to hydrogen · CPC title

• C08G77/46

  containing polyether sequences · CPC title