Granted Patent B2

US 12,311,037 · App. 18/853,771 · Granted May 27, 2025

Inventors: Adrian S. Eckert (Herrsching, DE); Christoph H. Thalacker (Weilheim, DE); Karsten Dede (Landsberg am Lech, DE); Marion B. Kandlbinder (Munich, DE)

Assignee: Solventum Intellectual Properties Company

A61K6/891A61K6/62

Abstract

Claims (67)

1. A dental composition comprising

a) a resin matrix,

b) an initiator system,

c) a filler system,

the resin matrix comprising a polymerizable component A1 being characterized by either of the following formulas (I), (II) or (III)

with

X=independently selected from H, alkyl, I, Br, Cl,

Z=independently selected from H, CH 3 , CH 2 OH,

n, m=independently selected from an integer in the range of 1 to 10,

(m+n)=1 to 10,

R=independently selected from H, CH 3 ,

with

X=independently selected from H, alkyl, I, Br, Cl,

Z=independently selected from H, CH 3 , CH 2 OH,

k, n, m=independently selected from an integer in the range of 1 to 10,

(k+m+n)=1 to 15,

R=independently selected from H, CH 3 ,

and mixtures thereof.

2. The dental composition according to claim 1 , polymerizable component A1 being selected from

with

m, n, k=independently selected from an integer in the range of 1 to 10,

and (m+n)=1 to 10, or

(m+n+k)=1 to 15,

and mixtures thereof.

3. The dental composition according to claim 1 , polymerizable component A1 being characterized by the following properties alone or in combination:

a) viscosity: 2 to 40 Pa*s at 23° C. and a shear rate of 100 s −1 using a 25 mm/l° cone/plate system;

b) refractive index: 1.520 to 1.565 measured at 20.0° C. at a wavelength of 589 nm.

4. The dental composition according to claim 1 , the resin matrix comprising one or more polymerizable components A2 being different from polymerizable component A1, the polymerizable component A2 being preferably characterized by the following formula:

A n BA m

with A being an ethylenically unsaturated group,

B being selected from (i) linear or branched C 1 to C 12 alkyl, optionally substituted with halogenides, or OH (ii) C 6 to C 12 aryl, optionally substituted with halogenides or OH, or (iii) organic group having 4 to 20 carbon atoms bonded to one another by one or more ether, thioether, ester, thioester, thiocarbonyl, amide, urethane, carbonyl and/or sulfonyl linkages,

m, n being independently selected from 0, 1, 2, 3, 4, 5 or 6 with the proviso that n+m is greater 0.

5. The dental composition according to claim 1 , the initiator system comprising a photo initiator system, preferably a photo initiator system comprising a ketone sensitizer, an amine donor and optionally an iodonium salt.

6. The dental composition according to claim 1 , the filler system comprising a nano-sized particles and being present in an amount of 20 to 90 wt. % with respect to the weight of the whole composition.

7. The dental composition according to claim 1 comprising the components in the following amounts:

a) polymerizable component A1: 3 to 50 wt. %,

b) polymerizable component A2: 0 to 60 wt. %,

c) initiator system: 0.1 to 4 wt. %,

d) filler system: 20 to 90 wt. %,

e) plasticiser: 0 to 20 wt. %,

f) adjuvants: 0 to 15 wt. %,

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

8. The dental composition according to claim 1 not comprising the following components alone or in combination:

solvents having a boiling point below 150° C. in an amount of 5 wt. % or more;

Bis-phenol A derived components in an amount of 2 wt. % or more;

polymerizable components comprising an acidic moiety in an amount of 2 wt. % or more, wt. % with respect to the weight of the whole composition.

9. The dental composition according to claim 1 , the dental composition being characterized by the following features alone or in combination before hardening:

a) Viscosity: 5 to 100 Pa*s at 25° C. and a shear rate of 100 s −1 ,

b) pH-value: 6 to 8;

c) hardenable within 10 min after irradiation with light having a wavelength in the range of 400 to 700 nm.

10. The dental composition according to claim 1 , the dental composition being characterized by the following features alone or in combination after hardening:

a) Flexural strength: 140 to 200 Mpa*s determined according to ISO 4049 (2019);

b) E-Modulus (EM): 4 to 16 GPa determined according to ISO 4049 (2019);

c) depth of cure: 3 to 7 mm determined according to ISO 4049 (2019);

d) bonded disk shrinkage-strain: 1.50 to 1.80% determined as described in the experimental section;

e) diametral Tensile Strength: 75 to 100 MPa determined according to ISO 7489 (2019);

f) cusp deflection: <12 μm.

11. The dental composition according to claim 1 , the dental composition being characterized by comprising:

a) polymerizable component A1 in an amount of 3 to 50 wt. %,

b) polymerizable component A2 in an amount of 0 to 60 wt. %,

c) initiator system in an amount of 0.1 to 4 wt. %, the initiator system comprising a ketone sensitizer and an amine donor,

d) filler system comprising nano-sized particles in an amount of 20 to 90 wt. %,

e) plasticiser in an amount of 0 to 20 wt. %,

f) adjuvants in an amount of 0 to 15 wt. %,

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

the composition not comprising a bis-phenol A moiety containing component in an amount of 5 wt. % or more.

12. A kit of parts comprising the dental composition according to claim 1 and the following items alone or in combination: dental adhesive; dental primer; dispensing device; polishing equipment; dental curing light.

Assignments (1)

Priority Claims (1)

Continuity (1)

References Cited (51)