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US4180913A Expired / Lapsed US ⏱️ 0.0 years remaining

α-Cyanoacrylate dental material and method of preparation

Assignee: Lion Hamigaki KK
•
Filing: 1977-11-14
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Granted: 1980-01-01
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Expires: 1997-11-14
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Abstract

Abstract A filler for an α-cyanoacrylate dental material comprising a silica powder coated with at least one solid catalyst having a weak catalytic activity to the α-cyanoacrylate. Solid catalysts include amino acids and acid-amide compounds. The dental material is prepared by mixing an α-cyanoacrylate with the filler. The mixture is applied to the tooth and a setter composition comprising a basic amine compound having a strong catalytic activity to the α-cyanoacrylate is applied to cure the dental material.

Inventors

  • 👤 Mitsuharu Takeuchi
  • 👤 Satoshi Hayashi
  • 👤 Isao Minemoto

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-26 04:38
CPC Classifications
A; A61; A61K; A61K6/00; A61K6/80; A61K6/884; A61K6/887; Y; Y10; Y10T; Y10T428/00; Y10T428/29; Y10T428/2982; Y10T428/2991; Y10T428/2993

Claims Analysis

Total Claims: 26
Claim 1
Independent Claim 83 words
A filler for an α-cyanoacrylate dental material comprising a silica powder substrate having a particle size range of from about 1 to 100 millimicrons coated with at least one solid catalyst having a weak catalytic activity to said α-cyanoacrylate, said solid catalyst being at least one member selected from the group consisting of amino acids and acid-amide compounds, said filler capable of forming a thixotropic composition with said α-cyanoacrylate, and said thixotropic composition capable of being cured by polymerization reaction with a setter.
Claim 2
Dependent Claim 83 words
A filler for an α-cyanoacrylate dental material comprising a silica powder substrate having a particle size range of from about 1 to 100 millimicrons coated with at least one solid catalyst having a weak catalytic activity to said α-cyanoacrylate, said solid catalyst being at least one member selected from the group consisting of amino acids and acid-amide compounds, said filler capable of forming a thixotropic composition with said α-cyanoacrylate, and said thixotropic composition capable of being cured by polymerization reaction with a setter.
Claim 3
Dependent Claim 25 words
The filler of claim 1, wherein said amino acid is at least one member selected from the group consisting of monoamino-monocarboxylic acids and monoamino-dicarboxylic acids.
Claim 4
Dependent Claim 27 words
The filler of claim 2, wherein said amino acid is at least one member selected from the group consisting of glycine, valine, methionine, glutamic acid and tyrosine.
Claim 5
Dependent Claim 27 words
The filler of claim 3, wherein from 1 to 50 parts by weight of said solid catalyst is coated on 100 parts by weight of said substrate.
Claim 6
Dependent Claim 25 words
The filler of claim 1, wherein said acid-amide compound is at least one member selected from the group consisting of acetamide, butyramide, α-chloroacetamide and benzamide.
Claim 7
Dependent Claim 27 words
The filler of claim 5 wherein from 1 to 50 parts by weight of said solid catalyst is coated on 100 parts by weight of said substrate.
Claim 8
Dependent Claim 96 words
A dental material formed by mixing an α-cyanoacrylate and a filler comprising a silica powder substrate having a particle size range of from about 1 to 100 mμ coated with at least one solid catalyst having a weak catalytic activity to said α-cyanoacrylate, said solid catalyst being at least one member selected from the group consisting of amino acids and acid-amide compounds to obtain a thixotropic composition whereby said material may be cured with a basic amine compound having a strong catalytic activity to said α-cyanoacrylate and a pKb value of 1 to 12 in water.
Claim 9
Dependent Claim 96 words
A dental material formed by mixing an α-cyanoacrylate and a filler comprising a silica powder substrate having a particle size range of from about 1 to 100 mμ coated with at least one solid catalyst having a weak catalytic activity to said α-cyanoacrylate, said solid catalyst being at least one member selected from the group consisting of amino acids and acid-amide compounds to obtain a thixotropic composition whereby said material may be cured with a basic amine compound having a strong catalytic activity to said α-cyanoacrylate and a pKb value of 1 to 12 in water.
Claim 10
Dependent Claim 46 words
The material of claim 7, wherein said α-cyanoacrylate is at least one member selected from the group consisting of compounds represented by the general formula ##STR2## wherein R is an alkyl group having from 1 to 16 carbon atoms, a cyclohexyl group or a phenyl group.
Claim 11
Dependent Claim 32 words
The material of claim 8, wherein said α-cyanoacrylate is at least one member selected from the group consisting of ethyl α-cyanoacrylate, methyl α-cyanoacrylate, butyl α-cyanoacrylate, isobutyl α-cyanoacrylate, amyl α-cyanoacrylate and lauryl α-cyanoacrylate.
Claim 12
Dependent Claim 25 words
The material of claim 7 wherein said amino acid is at least one member selected from the group consisting of monoamino-monocarboxylic acids and monoamino-dicarboxylic acids.
Claim 13
Dependent Claim 27 words
The material of claim 10, wherein said amino acid is at least one member selected from the group consisting of glycine, valine, methionine, glutamic acid and tyrosine.
Claim 14
Dependent Claim 27 words
The material of claim 11, wherein from 1 to 50 parts by weight of said solid catalyst is coated on 100 parts by weight of said substrate.
Claim 15
Dependent Claim 25 words
The material of claim 7, wherein said acid-amide compound is at least one member selected from the group consisting of acetamide, butyramide, α-chloroacetamide and benzamide.
Claim 16
Dependent Claim 27 words
The material of claim 13, wherein from 1 to 50 parts by weight of said solid catalyst is coated on 100 parts by weight of said substrate.
Claim 17
Dependent Claim 33 words
The material of claim 7, wherein the ratio of said filler to said α-cyanoacrylate is from 5 to 25 parts by weight of said filler per 100 parts by weight of said α-cyanoacrylate.
Claim 18
Dependent Claim 15 words
The material of claim 7, wherein said basic amine compound is present in a solvent.
Claim 19
Dependent Claim 26 words
The material of claim 7, wherein said basic amine compound is at least one member selected from the group, consisting of N,N-dimethyl-p-toluidine, N,N-diethyl-p-toluidine, N,N-dimethylaniline and N,N-diethylaniline.
Claim 20
Independent Claim 62 words
A method of producing a filler for an α-cyanoacrylate dental material which comprises, mixing a silica powder with a solid catalyst, said solid catalyst being at least one member selected from the group consisting of amino acids and acid-amide compounds having a weak catalytic activity to said α-cyanoacrylate in a solvent for said solid catalyst, evaporating said solvent and drying said residue.
Claim 21
Independent Claim 62 words
A method of producing a filler for an α-cyanoacrylate dental material which comprises, mixing a silica powder with a solid catalyst, said solid catalyst being at least one member selected from the group consisting of amino acids and acid-amide compounds having a weak catalytic activity to said α-cyanoacrylate in a solvent for said solid catalyst, evaporating said solvent and drying said residue.
Claim 22
Dependent Claim 18 words
The method of claim 18, further comprising the step of pulverizing said residue to a finely divided powder.
Claim 23
Independent Claim 109 words
A method of applying an α-cyanoacrylate dental material to a tooth comprising, forming a thixotropic composition of an α-cyanoacrylate and a filler comprising a silica powder coated with at least one solid catalyst, said solid catalyst being at least one member selected from the group consisting of amino acids and acid-amide compounds having a weak catalytic activity to said α-cyanoacrylate; etching the tooth surface to be sealed; washing and drying the tooth surface; applying said mixture to said etched tooth surface; and adding a basic amine compound having a strong catalytic activity to said α-cyanoacrylate and a pKb value of 1 to 12 in water to cure said α-cyanoacrylate.
Claim 24
Independent Claim 109 words
A method of applying an α-cyanoacrylate dental material to a tooth comprising, forming a thixotropic composition of an α-cyanoacrylate and a filler comprising a silica powder coated with at least one solid catalyst, said solid catalyst being at least one member selected from the group consisting of amino acids and acid-amide compounds having a weak catalytic activity to said α-cyanoacrylate; etching the tooth surface to be sealed; washing and drying the tooth surface; applying said mixture to said etched tooth surface; and adding a basic amine compound having a strong catalytic activity to said α-cyanoacrylate and a pKb value of 1 to 12 in water to cure said α-cyanoacrylate.
Claim 25
Dependent Claim 14 words
The method of claim 20, wherein said etching is carried out with phosphoric acid.
Claim 26
Dependent Claim 14 words
The method of claim 20, wherein said etching is carried out with citric acid.

References Cited (Backward Citations)

US3663501A Cited
US3940362A Cited
US3986261A Cited
US3986261B1 Cited
US4012840A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1982-12-31 1983-07-02 1984-01-01 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1986-12-31 1987-07-02 1988-01-01 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1990-12-31 1991-07-02 1992-01-01 $7700.00 Window Closed / Lapsed

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