IP Library › Granted Patent US 12,364,583
Granted Patent B2
US 12,364,583 · App. 18/489,926 · Granted Jul 22, 2025

Quarternized titanium-nitride anti-bacterial coating for dental implants

Inventors: Josephine F. Esquivel-Upshaw (Gainesville, FL); Fan Ren (Gainesville, FL); Patrick Carey (Gainesville, FL); Arthur E. Clark, Jr. (Gainesville, FL); Christopher D. Batich (Gainesville, FL)
Assignee: University of Florida Research Foundation, INC.
A61C13/0835A61C8/0013A61C2201/00
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Quick Facts
Patent No.
US 12,364,583
App. No.
18/489,926
Granted
Jul 22, 2025
Kind
B2
Abstract

Disclosed herein is a method for forming an anti-microbial layer on an apparatus. Also disclosed is a method for improving the anti-bacterial properties of a titanium device coated with titanium-nitride (TiN). Also disclosed is a medical apparatus comprising an anti-microbial layer prepared by the disclosed methods. This abstract is intended as a scanning tool for purposes of searching in the particular art and is not intended to be limiting of the present disclosure.

Claims (14)

1. A method for forming an anti-microbial layer on an apparatus, comprising:

(a) forming a titanium (Ti) vapor that solidifies to form a titanium (Ti) layer on the apparatus;

(b) forming a titanium-nitride (TiN) vapor that coats the titanium (Ti) layer with a titanium-nitride (TiN) layer; and

(c) reacting the titanium-nitride (TiN) layer with an allyl halide or an alkenyl halide to quaternize the titanium-nitride (TiN) to form a quaternized the titanium-nitride (TiN) wherein the apparatus is selected from the group consisting of a dental implant, a crown, a bridge, a filling, a veneer, an inlay, an onlay, an endodontic device, and an orthodontic bracket.

2. The method of claim 1 , wherein the allyl halide is a C1-C6 alkyl halide.

3. The method of claim 1 , wherein the allyl halide is a C1-C6 alkyl bromide.

4. The method of claim 3 , wherein the C1-C6 alkyl bromide is an allyl bromide.

5. The method of claim 1 , wherein the alkenyl halide is a C1-C6 alkenyl halide.

6. The method of claim 1 , wherein the alkenyl halide is a C1-C6 alkenyl bromide.

7. The method of claim 6 , wherein the C1-C6 alkenyl bromide is an alkenyl bromide.

8. The method of claim 1 , wherein the quaternized the titanium-nitride (TiN) has a thickness of about 50 Å to about 1000 Å.

9. The method of claim 1 , wherein the titanium layer has a thickness of about 100 Å to about 3000 Å.

10. The method of claim 1 , wherein the quaternized the titanium-nitride (TiN) consists of the reaction product of the titanium-nitride (TiN) layer with the allyl halide or the alkenyl halide.

11. The method of claim 1 , wherein the apparatus is the dental implant.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 2, 2023
From: ESQUIVEL-UPSHAW, JOSEPHINE F.; REN, FAN; CAREY, PATRICK; CLARK, ARTHUR E., JR; BATICH, CHRISTOPHER D.
To: UNIVERSITY OF FLORIDA RESEARCH FOUNDATION, INC.
Reel/Frame 065438/0369 →
Continuity (3)
Division 17258022
Provisional Application 62712553 · Jul 31, 2018
Related Publication 20240041575A1 · Feb 8, 2024
References Cited (45)
US 5573401A · Davidson · 1996 [cited by examiner]
US 6039940A · Perrault et al. · 2000 [cited by applicant]
US 8591994B2 · Deisenroth · 2013 [cited by examiner]
US 20100178427A1 · Deisenroth · 2010 [cited by examiner]
US 20110076387A1 · Koehl et al. · 2011 [cited by applicant]
US 20140154297A1 · Krongauz et al. · 2014 [cited by applicant]
CN 102964766A · 2013 [cited by applicant]
CN 105343929A · 2016 [cited by applicant]
JP 4945743B2 · 2012 [cited by applicant]
WO 2011038897A2 · 2011 [cited by applicant]
WO WO2021137159A1 · 2021 [cited by applicant]
Harris et al., Staphylococci and Implant Surfaces: A Review Injury: Infection in Fracture Fixation, Basic Research, to Diagnosis, to Evidence-Based Treatment vol. 37, Issue: 2, pp. S3-S14, May 2006. [cited by applicant]
Campoccia et al., A review of the Biomaterials Technologies for Infection-Resistant Surfaces Biomaterials, vol. 34, Issue: 34, pp. 8533-8554, Nov. 2013. [cited by applicant]
Pupo et al., An Innovative Quaternary Ammonium Methacrylate Polymer can Provide Improved Antimicrobial Properties for a Dental Adhesive System, Journal of Biomaterials Science, Polymer Edition vol. 24, Issue: 12, pp. 14… [cited by applicant]
A. Mombelli, N. Müller and N. Cionca, “The epidemiology of peri-implantitis”, Clinical Oral Implants Research, vol. 23, pp. 67-76, 2012. [cited by applicant]
A. Mombelli and N. Cionca, “Systemic diseases affecting osseointegration therapy”, Clinical Oral Implants Research, vol. 17, No. 2, pp. 97-103, 2006. [cited by applicant]
S. Renvert, A. Roos-Jansåker and N. Claffey, “Non-surgical treatment of peri-implant mucositis and peri-implantitis: a literature review”, Journal of Clinical Periodontology, vol. 35, pp. 305-315, 2008. [cited by applicant]
N. Claffey, E. Clarke, I. Polyzois and S. Renvert, “Surgical treatment of peri-implantitis”, Journal of Clinical Periodontology, vol. 35, pp. 316-332, 2008. [cited by applicant]
M. Quirynen, M. Abarca, N. Van Assche, M. Nevins and D. van Steenberghe, “Impact of supportive periodontal therapy and implant surface roughness on implant outcome in patients with a history of periodontitis”, Journal o… [cited by applicant]
S. Safii, R. Palmer and R. Wilson, “Risk of Implant Failure and Marginal Bone Loss in Subjects with a History of Periodontitis: A Systematic Review and Meta-Analysis”, Clinical Implant Dentistry and Related Research, 20… [cited by applicant]
A. Mombelli and N. Lang, “Antimicrobial treatment of peri-implant infections”, Clinical Oral Implants Research, vol. 3, No. 4, pp. 162-168, 1992. [cited by applicant]
N. Claffey and J. Egelberg, “Clinical indicators of probing attachment loss following initial periodontal treatment in advanced periodontitis patients”, Journal of Clinical Periodontology, vol. 22, No. 9, pp. 690-696, 1… [cited by applicant]
A. Mombelli and F. Décaillet, “The characteristics of biofilms in peri-implant disease”, Journal of Clinical Periodontology, vol. 38, pp. 203-213, 2011. [cited by applicant]
G. Persson and S. Renvert, “Cluster of Bacteria Associated with Peri-Implantitis”, Clinical Implant Dentistry and Related Research, vol. 16, No. 6, pp. 783-793, 2013. [cited by applicant]
A. Mombelli, M. Oosten, E. Schürch and N. Lang, “The microbiota associated with successful or failing osseointegrated titanium implants”, Oral Microbiology and Immunology, vol. 2, No. 4, pp. 145-151, 1987. [cited by applicant]
C. Berry, T. Moore, J. Safar, C. Henry and M. Wagner, “Antibacterial Activity of Dental Implant Metals”, Implant Dentistry, vol. 1, No. 1, p. 59, 1992. [cited by applicant]
R. van Hove, I. Sierevelt, B. van Royen and p. Nolte, “Titanium-Nitride Coating of Orthopaedic Implants: A Review of the Literature”, BioMed Research International, vol. 2015, pp. 1-9, 2015. [cited by applicant]
X. Li, P. Gao, P. Wan, Y. Pei, L. Shi, B. Fan, C. Shen, X. Xiao, K. Yang and Z. Guo, “Novel Bio-functional Magnesium Coating on Porous Ti6Al4V Orthopaedic Implants: In vitro and In vivo Study”, Scientific Reports, vol. … [cited by applicant]
F. Khosravi and H. Mansouri-Torshizi, “Antibacterial combination therapy using Co3+, Cu2+, Zn2+ and Pd2+ complexes: Their calf thymus DNA binding studies”, Journal of Biomolecular Structure and Dynamics, vol. 36, No. 2,… [cited by applicant]
G. Li, Q. Zhao, H. Yang and L. Cheng, “Antibacterial and Microstructure Properties of Titanium Surfaces Modified with Ag-Incorporated Nanotube Arrays”, Materials Research, vol. 19, No. 3, pp. 735-740, 2016. [cited by applicant]
S. Mei, H. Wang, W. Wang, L. Tong, H. Pan, C. Ruan, Q. Ma, M. Liu, H. Yang, L. Zhang, Y. Cheng, Y. Zhang, L. Zhao and P. Chu, “Antibacterial effects and biocompatibility of titanium surfaces with graded silver incorpora… [cited by applicant]
Y. Xue, H. Xiao and Y. Zhang, “Antimicrobial Polymeric Materials with Quaternary Ammonium and Phosphonium Salts”, International Journal of Molecular Sciences, vol. 16, No. 2, pp. 3626-3655, 2015. [cited by applicant]
L. Timofeeva and N. Kleshcheva, “Antimicrobial polymers: mechanism of action, factors of activity, and applications”, Applied Microbiology and Biotechnology, vol. 89, No. 3, pp. 475-492, 2010. [cited by applicant]
M. Hassan and H. Ibrahim, “Characterization and antimicrobial properties of metal complexes of polypropylene fibers grafted with acrylic acid using gamma irradiation”, Polymers for Advanced Technologies, vol. 27, No. 4,… [cited by applicant]
J. Oosterhof, K. Buijssen, H. Busscher, B. van der Laan and H. van der Mei, “Effects of Quaternary Ammonium Silane Coatings on Mixed Fungal and Bacterial Biofilms on Tracheoesophageal Shunt Prostheses”, Applied and Envi… [cited by applicant]
M. Smith and J. March, March's Advanced Organic Chemistry: Reactions, Mechanisms, and Structure, 6th ed. Hoboken, N.J.: Wiley, 2007, p. 555. [cited by applicant]
M. Harfenist, “The Rate of Quaternization of a Piperazine by Some Propargylic and Allylic Bromides”, Journal of the American Chemical Society, vol. 79, No. 16, pp. 4356-4358, 1957. [cited by applicant]
K. Stanger, J. Lee and B. Smith, “Dramatic Acceleration of the Menschutkin Reaction and Distortion of Halide Leaving-Group Order”, The Journal of Organic Chemistry, vol. 72, No. 25, pp. 9663-9668, 2007. [cited by applicant]
N. Menschutkin, “Über die Affinitätskoeffizienten der Alkylhaloide und der Amine”, Zeitschrift für Physikalische Chemie, vol. 6, No. 1, 1890. [cited by applicant]
J. Lindhe and J. Meyle, “Peri-implant diseases: Consensus Report of the Sixth European Workshop on Periodontology”, Journal of Clinical Periodontology, vol. 35, pp. 282-285, 2008. [cited by applicant]
J. Prathapachandran and N. Suresh, “Management of peri-implantitis”, Dental Research Journal, vol. 9, No. 5, p. 516, 2012. [cited by applicant]
R. Teles, “Peri-implantitis—absence of evidence to support specific treatment protocols”, Evidence-Based Dentistry, vol. 4, No. 4, pp. 88-88, 2003. [cited by applicant]
International Search Report and Written Opinion for PCT/US2019/044556 of Oct. 22, 2019. [cited by applicant]
EP Search Report; EP Application No. 19843243.7; mailed Mar. 24, 2022 (8Pages). [cited by applicant]
Ruud P. van Hove,Titanium-Nitride Coating of Orthopaedic Implants: Apr. 20, 2015 (vol. 2015, 10 Pages). [cited by applicant]