IP Library Granted Patent US 11,123,267
Granted Patent B2
US 11,123,267 · App. 16/346,664 · Granted Sep 21, 2021

Dental retraction composition with guanidinyl-containing polymer

Inventors: Peter U. Osswald (Tuerkheim, DE); Henning Hoffmann (Windach, DE); Peter Bissinger (Diessen, DE); Joachim W. Zech (Kaufering, DE); George W. Griesgraber (Eagan, MN)
Assignee: 3M INNOVATIVE PROPERTIES COMPANY
A61K6/18A61K6/69A61K6/76C08L79/00
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Quick Facts
Patent No.
US 11,123,267
App. No.
16/346,664
Granted
Sep 21, 2021
Kind
B2
Abstract

The invention relates to a dental composition for use as a dental retraction material comprising filler(s), paste forming liquid(s) and guanidinyl-containing polymer(s). The dental composition is typically stored in a capsule with a thin nozzle enabling the delivery of the material in the sulcus of a tooth.

Claims (67)

1. A dental retraction composition comprising:

phyllosilicate filler(s),

paste forming liquid(s),

guanidinyl-containing polymer(s) derived from one or more amino-containing polymer selected from a polyvinylamine, a poly(N-methylvinylamine), a polyallylamine, a polyallylmethylamine, a polydiallylamine, a poly(4-aminomethylstyrene), a poly(4-aminostyrene), a poly(acrylamide-co-methylaminopropylacrylamide), a poly(acrylamide-co-aminoethylmethacrylate), a polyethylenimine, a polypropylenimine, a polylysine, a polyaminoamide, polydimethylamine-epichlorohydrin-ethylenediamine, a polyaminosiloxane, a dendrimer formed from a polyamidoamine and a polypropylenimine, a polyacrylamide, and an amino-containing polyacrylate,

wherein the dental composition is characterized by a flow resistance greater than or equal to 8N.

2. The dental retraction composition of claim 1 , comprising the components in following amounts:

filler(s): from 5 to 70 wt. %,

paste forming liquid(s): from 10 to 60 wt. %,

guanidinyl-containing polymer(s): from 1 to 60 wt. %.

3. The dental retraction composition of claim 1 , further comprising filler(s) selected from silicates, silicas, aluminas, magnesias, titanias, inorganic salts, metallic oxides, glasses, plastic powder, micro- and nanocrystalline cellulose, starch and mixtures thereof.

4. The dental retraction composition of claim 1 , the phyllosilicate filler(s) selected from layer type 1:1 silicates, layer type 1:2 silicates and mixtures thereof.

5. The dental retraction composition of claim 1 , the paste forming liquid(s) being characterized by one or more of the following features:

Molecular weight: utmost 10,000 g/mol;

Boiling point: above 100° C.;

Viscosity: up to 35 Pa*s at 23° C.

6. The dental retraction composition of claim 1 , the paste forming liquid(s) being selected from mono-alcohol(s), glycol(s), alkyl glycol ether(s), block-copolymer(s) of ethylene glycol and propylene glycol, copolymer(s) of ethylene glycol and tetrahydrofuran, copolymer(s) of ethylene glycol, propylene glycol and tetrahydrofuran, alkoxylated glycerine, alkoxylated pentaerythritol and mixtures thereof.

7. The dental retraction composition of claim 1 , the guanidinyl-containing polymer(s) being characterized by the following formula:

wherein:

R 1 is hydrogen, C 1 -C 12 (hetero)alkyl, a C 5 -C 12 (hetero)aryl, or a residue of the polymer chain;

R 2 is a covalent bond, a C 2 to C 12 (hetero)alkylene, or a C 5 -C 12 (hetero)arylene;

R 3 is hydrogen, C 1 -C 12 (hetero)alkyl, C 5 -C 12 (hetero)aryl, or a residue of the polymer chain when n is 0;

each R 4 is independently hydrogen, C 1 -C 12 (hetero)alkyl, C 5 -C 12 (hetero)aryl;

R 5 is hydrogen, C 1 -C 12 (hetero)alkyl, or C 5 -C 12 (hetero)aryl, or N(R 4 ) 2 ;

n is 0 or 1;

m is 1 or 2; and

x is an integer equal to at least 1

and its protonated salts.

8. The dental retraction composition of claim 1 , the guanidinyl-containing polymer(s) being selected from

Polymer(s) having pendent or catenary guanidinyl groups of the following formula:

wherein, m is equal to 1 or 2 and the groups R 3 , R 4 , and R 5 are the same as defined above and its protonated salts,

or

Polymer(s) of the following formula:

with X − being selected from Cl − , Br − , I − , ½ SO 4 2- , NO 3 − , CH 3 COO − , C 3 H 7 COO − .

9. The dental retraction composition of claim 1 , comprising:

filler(s) selected from phyllosilicate(s) and mixtures thereof and being present in an amount from 20 to 70 wt. %,

paste forming liquid(s) selected from glycol, ethylene glycol, poly(ethylene glycol), propylene glycol, poly(propylene glycol), copolymer(s) of ethylene glycol, propylene glycol and/or tetrahydrofuran and mixtures thereof and being present in an amount from 10 to 60 wt. %,

guanidinyl-containing polymer(s): the polymer being a polyethylene imine and being present in an amount from 1 to 60 wt. %,

the dental retraction composition not comprising either of the following alone or in combination

aluminium salts in an amount above 2 wt. %,

water in an amount above 2 wt. %,

wt. % with respect to the weight of the whole composition.

10. The dental retraction composition of claim 1 , comprising in addition policresulen.

11. The dental retraction composition of claim 1 , being contained in a delivery device, the delivery device having the shape of a capsule, compule, syringe, or cartridge.

12. The dental retraction composition of claim 1 , for use in a process comprising the following steps:

providing the dental retraction composition of claim 1 ,

inserting the dental retraction composition into the sulcus of a tooth.

13. A kit of parts comprising:

a dental retraction composition comprising:

filler(s),

paste forming liquid(s), and

guanidinyl-containing polymer(s) derived from one or more amino-containing polymer selected from a polyvinylamine, a poly(N-methylvinylamine), a polyallylamine, a polyallylmethylamine, a polydiallylamine, a poly(4-aminomethylstyrene), a poly(4-aminostyrene), a poly(acrylamide-co-methylaminopropylacrylamide), a poly(acrylamide-co-aminoethylmethacrylate), a polyethylenimine, a polypropylenimine, a polylysine, a polyaminoamide, polydimethylamine-epichlorohydrin-ethylenediamine, a polyaminosiloxane, a dendrimer formed from a polyamidoamine and a polypropylenimine, a polyacrylamide, and an amino-containing polyacrylate; and

one or more of the following:

dental impression material(s);

applier(s);

retraction cap(s);

a set of instructions directing a user to:

dispense the dental retraction composition into a sulcus between the soft tissue and the hard dental tissue,

allowing the dental retraction composition to remain in the sulcus for a period, and

removing the dental retraction composition from the sulcus.

14. A method for retracting soft tissue from hard dental tissue, the method comprising:

dispensing a dental retraction composition into a sulcus between the soft tissue and the hard dental tissue,

the dental retraction composition comprising:

filler(s),

paste forming liquid(s), and

guanidinyl-containing polymer(s) derived from one or more amino-containing polymer selected from a polyvinylamine, a poly(N-methylvinylamine), a polyallylamine, a polyallylmethylamine, a polydiallylamine, a poly(4-aminomethylstyrene), a poly(4-aminostyrene), a poly(acrylamide-co-methylaminopropylacrylamide), a poly(acrylamide-co-aminoethylmethacrylate), a polyethylenimine, a polypropylenimine, a polylysine, a polyaminoamide, polydimethylamine-epichlorohydrin-ethylenediamine, a polyaminosiloxane, a dendrimer formed from a polyamidoamine and a polypropylenimine, a polyacrylamide, and an amino-containing polyacrylate;

allowing the dental retraction composition to remain in the sulcus for a period; and

removing the dental retraction composition from the sulcus.

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 1, 2024
From: 3M INNOVATIVE PROPERTIES COMPANY
To: SOLVENTUM INTELLECTUAL PROPERTIES COMPANY
Reel/Frame 066430/0295 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 29, 2019
From: OSSWALD, PETER; HOFFMANN, HENNING; BISSINGER, PETER; ZECH, JOACHIM W.; GRIESGRABER, GEORGE W.
To: 3M INNOVATIVE PROPERTIES COMPANY
Reel/Frame 049885/0518 →