IP Library Granted Patent US 10,561,585
Granted Patent B2
US 10,561,585 · App. 16/151,469 · Granted Feb 18, 2020

Dental adhesive

Inventors: Vincent Maurat (Pessac, FR); Clemence Pigeron (Bordeaux, FR)
Assignee: PRODUITS DENTAIRES PIERRE ROLLAND
A61K6/083A61C17/20A61K6/0002A61K6/0023A61K6/0026A61K6/0088C08L33/12C08L33/20
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Quick Facts
Patent No.
US 10,561,585
App. No.
16/151,469
Granted
Feb 18, 2020
Kind
B2
Abstract

A dental adhesive comprises at least one polymerizable monomer, a polymerization initiator, and thermo-expandable particles comprising a shell encapsulating an expansion agent, the dental adhesive being characterized in that the shells of the thermo-expandable particles are made of a copolymer of acrylonitrile and methyl methacrylate.

Claims (26)

1. A dental adhesive comprising:

at least one polymerizable monomer,

a polymerization initiator, and

thermo-expandable particles comprising a shell encapsulating an expansion agent, wherein the shells of the thermo-expandable particles are made of a copolymer of acrylonitrile and methyl methacrylate,

wherein the polymerizable monomer(s) is/are selected from the group consisting of:

bisphenol A glycidyl dimethacrylate; triethylene glycol dimethacrylate; polyethylene glycol dimethacrylate; diurethane dimethacrylate; and mixtures of such monomers, and

wherein upon polymerization the dental adhesive adheres to a surface of a tooth so as to fasten an orthodontic appliance to the surface of the tooth or to close a cavity in the tooth.

2. The adhesive according to claim 1 , wherein the content by weight of thermo-expandable particles is in the range 10% to 45%.

3. The adhesive according to claim 2 , wherein the content by weight of thermo-expandable particles is in the range 10% to 20%.

4. The adhesive according to claim 1 , wherein the polymerizable monomer(s) is/are selected from the group consisting of: bisphenol A glycidyl dimethacrylate; triethylene glycol dimethacrylate.

5. A method of unsticking a polymerized dental adhesive fastened to the surface of a tooth, said polymerized adhesive comprising at least a resin and thermo-expandable particles having a shell formed by a copolymer of acrylonitrile and methyl methacrylate encapsulating an expansion agent, wherein the polymerized adhesive is unstuck by applying ultrasound vibration to the polymerized adhesive.

6. The method according to claim 5 , wherein the frequency of the ultrasound vibration applied lies in the range 26 kHz to 36 kHz.

7. The method according to claim 5 , wherein a dental appliance is fastened to the surface of the tooth by the polymerized dental adhesive, and wherein the appliance is unstuck by applying ultrasound vibration.

8. The method according to claim 7 , wherein the application of the ultrasound vibration is continued, after the orthodontic appliance has been unstuck, in order to unstick a residue of polymerized dental adhesive present at the surface of the tooth.

9. The method according to claim 5 , wherein the polymerized dental adhesive is a dental cement closing a cavity in the tooth, and wherein the cavity is unplugged by applying ultrasound vibration.

10. The method according to claim 5 , wherein the content by weight of thermo-expandable particles is in the range 10% to 45%.

11. The method according to claim 10 , wherein the content by weight of thermo-expandable particles is in the range 10% to 20%.

12. The method according to claim 5 , wherein the polymerizable monomer(s) includes bisphenol A glycidyl dimethacrylate; triethylene glycol dimethacrylate; hydroxethyl methacrylate; polyethylene glycol dimethacrylate; diurethane dimethacrylate; or mixtures of such monomers.

13. A method of unsticking a polymerized dental adhesive fastened to the surface of a tooth, said polymerized dental adhesive comprising at least a resin and thermo-expandable particles having a shell formed by a copolymer of acrylonitrile and methyl methacrylate encapsulating an expansion agent, said method comprising applying ultrasound vibration to the polymerized dental adhesive.

14. The method according to claim 13 , wherein the frequency of the ultrasound vibration applied lies in the range 26 kHz to 36 kHz.

15. The method according to claim 13 , wherein a dental appliance is fastened to the surface of the tooth by the polymerized dental adhesive, and wherein the appliance is unstuck by applying ultrasound vibration.

16. The method according to claim 15 , wherein the application of the ultrasound vibration is continued, after the orthodontic appliance has been unstuck, in order to unstick a residue of polymerized dental adhesive present at the surface of the tooth.

17. The method according to claim 13 , wherein the polymerized dental adhesive is a dental cement closing a cavity in the tooth, and wherein the cavity is unplugged by applying ultrasound vibration.

18. The method according to claim 13 , wherein the content by weight of thermo-expandable particles is in the range 10% to 45%.

19. The method according to claim 13 , wherein the polymerizable monomer(s) includes bisphenol A glycidyl dimethacrylate; triethylene glycol dimethacrylate; hydroxethyl methacrylate; polyethylene glycol dimethacrylate; diurethane dimethacrylate; or mixtures of such monomers.

20. The dental adhesive according to claim 1 , wherein the polymerizable monomer is a mixture of bisphenol A glycidyl dimethacrylate and triethylene glycol dimethacrylate.

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 6, 2026
From: PRODUITS DENTAIRES PIERRE ROLLAND
To: ACTEON MANUFACTURING
Reel/Frame 073382/0460 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 4, 2018
From: MAURAT, VINCENT; PIGERON, CLEMENCE
To: PRODUITS DENTAIRES PIERRE ROLLAND
Reel/Frame 047065/0249 →
Priority Claims (1)
FR 17 55755 · Jun 23, 2017 · national
Continuity (2)
Continuation PCTFR2018051514 · Jun 22, 2018
Related Publication 20190029926A1 · Jan 31, 2019