← Back to Patent Explorer
US4292029A Expired / Lapsed US ⏱️ 0.0 years remaining

Hydrophobic composite restorative materials and their use in tooth treatment

Assignee: University of Michigan-Ann Arbor
•
Filing: 1979-09-05
•
Granted: 1981-09-29
•
Expires: 1999-09-05
📄 Original PDF 🌐 Google Patents 🔄 Sync Now

Abstract

Abstract Penetration of fluids between a tooth and a restoration is prevented, without chemical adhesive of the restorative material to the tooth by forming the restoration from a dental composition which is hydrophobic to the extent that the advancing contact angle of water or saliva on the restorative material is at least about 130 DEG . The hydrophobic nature of the contoured surface of the composite also minimizes staining by soluble dyes and accretion of hydrophilic gelatinous surface films.

Inventors

  • 👤 Robert G. Craig
  • 👤 William H. Douglas

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-23 09:45
CPC Classifications
A; A61; A61K; A61K6/00; A61K6/80; A61K6/884; A61K6/887

Claims Analysis

Total Claims: 12
Claim 1
Independent Claim 200 words
In a process for treating a tooth, the steps comprising applying a polymerizable dental composition to a surface of the tooth, said composition comprising a mixture of from about 10 to about 90% by weight of a finely divided, inert organic filler and from about 90 to about 10% by weight of at least one polymerizable fluorine-containing prepolymer selected from the group consisting of perfluoroalkyl acrylates, aromatic diacrylates containing ring substituted fluorine, fluorinated acrylates of the formula ##STR5## where R 1 is a C 1 -C 4 alkyl group, R 2 is a fluorinated group selected from --(CF 2 ) n --CH 3 , --(CF 2 ) 3 , --φF 1-6 , and ##STR6## where φ is phenyl, n is an integer from 1 to about 8 and x is an integer from 1 to 3, and fluorinated analogues of aliphatic diacrylates and mixtures thereof; and polymerizing said composition on the tooth surface, said composition, when polymerized, (1) being hydrophobic such that the sum of the free surface energy changes as a result of saliva wetting the tooth surface and said polymerized composition is positive and (2) exhibiting an advancing contact angle in relation to water of at least 130°.
Claim 2
Dependent Claim 200 words
In a process for treating a tooth, the steps comprising applying a polymerizable dental composition to a surface of the tooth, said composition comprising a mixture of from about 10 to about 90% by weight of a finely divided, inert organic filler and from about 90 to about 10% by weight of at least one polymerizable fluorine-containing prepolymer selected from the group consisting of perfluoroalkyl acrylates, aromatic diacrylates containing ring substituted fluorine, fluorinated acrylates of the formula ##STR5## where R 1 is a C 1 -C 4 alkyl group, R 2 is a fluorinated group selected from --(CF 2 ) n --CH 3 , --(CF 2 ) 3 , --φF 1-6 , and ##STR6## where φ is phenyl, n is an integer from 1 to about 8 and x is an integer from 1 to 3, and fluorinated analogues of aliphatic diacrylates and mixtures thereof; and polymerizing said composition on the tooth surface, said composition, when polymerized, (1) being hydrophobic such that the sum of the free surface energy changes as a result of saliva wetting the tooth surface and said polymerized composition is positive and (2) exhibiting an advancing contact angle in relation to water of at least 130°.
Claim 3
Dependent Claim 176 words
In a process for treating a tooth, the steps comprising applying a polymerizable dental composition to a surface of the tooth, said composition comprising a mixture of from about 10 to about 90% by weight of a finely divided inert organic filler and from about 90 to about 10% by weight of at least one polymerizable fluorine-containing prepolymer selected from the group consisting of perfluoroalkyl acrylates, aromatic diacrylates containing ring substituted fluorine, fluorinated acrylates of the formula ##STR7## where R 1 is a C 1 -C 4 alkyl group, R 2 is a fluorinated group selected from --(CF 2 ) n --CH 3 , --(CF 2 ) 3 , --φF 1-6 , and --CF 2 CF--CF x H 3-x , where φ is phenyl, n is an integer from 1 to about 8, and x is an integer from 1 to 3, and fluorinated analogues of aliphatic diacrylates and mixtures thereof; and polymerizing said composition on the tooth surface, said composition, when polymerized, exhibiting an advancing contact angle in relation to water of at least 130°.
Claim 4
Dependent Claim 176 words
In a process for treating a tooth, the steps comprising applying a polymerizable dental composition to a surface of the tooth, said composition comprising a mixture of from about 10 to about 90% by weight of a finely divided inert organic filler and from about 90 to about 10% by weight of at least one polymerizable fluorine-containing prepolymer selected from the group consisting of perfluoroalkyl acrylates, aromatic diacrylates containing ring substituted fluorine, fluorinated acrylates of the formula ##STR7## where R 1 is a C 1 -C 4 alkyl group, R 2 is a fluorinated group selected from --(CF 2 ) n --CH 3 , --(CF 2 ) 3 , --φF 1-6 , and --CF 2 CF--CF x H 3-x , where φ is phenyl, n is an integer from 1 to about 8, and x is an integer from 1 to 3, and fluorinated analogues of aliphatic diacrylates and mixtures thereof; and polymerizing said composition on the tooth surface, said composition, when polymerized, exhibiting an advancing contact angle in relation to water of at least 130°.
Claim 5
Dependent Claim 25 words
The process of claim 1 wherein all of the fluorine-containing prepolymers, when more than one prepolymer is employed, are mutually soluble before and after polymerization.
Claim 6
Dependent Claim 25 words
The process of claim 2 wherein all of the fluorine-containing prepolymers, when more than one prepolymer is employed, are mutually soluble before and after polymerization.
Claim 7
Dependent Claim 13 words
The process of claim 2 wherein said fluorine-containing prepolymer comprises a perfluoroalkyl acrylate.
Claim 8
Dependent Claim 17 words
The process of claim 2 wherein said fluorine-containing prepolymer comprises an aromatic diacrylate containing ring substituted fluorine.
Claim 9
Dependent Claim 76 words
The process of claim 2 wherein said fluorine-containing prepolymer comprises a fluorinated acrylate of the formula: ##STR8## where R 1 is a C 1 -C 4 alkyl group, R 2 is a fluorinated group selected from --(CF 2 ) n --CH 3 , --(CF 2 ) 3 , --φF 1-6 , and ##STR9## φ is the phenyl radical, n is an integer from 1 to about 8, and x is an integer from 1 to 3.
Claim 10
Dependent Claim 17 words
The process of claim 2 wherein said fluorine-containing prepolymer comprises a fluorinated analogue of an aliphatic diacrylate.
Claim 11
Dependent Claim 17 words
The process of claim 1 in which said tooth surface is the surface of a tooth cavity.
Claim 12
Dependent Claim 17 words
The process of claim 2 in which said tooth surface is the surface of a tooth cavity.

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1984-09-28 1985-03-30 1985-09-29 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1988-09-28 1989-03-30 1989-09-29 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1992-09-28 1993-03-30 1993-09-29 $7700.00 Window Closed / Lapsed

Assigned Categories & Tags

No categories assigned to this patent yet.

Assign Category Tag