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Light curable dental liquid or paste

Assignee: NOF Corp
•
Filing: 1987-03-23
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Granted: 1989-04-25
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Expires: 2007-03-23
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Abstract

Abstract A light curable dental liquid or paste comprises an ethylenic unsaturated monomer, a light polymerization initiator and an organic filler. The light polymerization initiator is a combination of an organic peroxide and a pyrylium salt compound of: ##STR1## wherein R 1 , R 2 and R 3 each represents a hydrogen atom, an alkyl group and the like, X stands for an oxygen or sulfur atom and Y for an anionic functional group.

Inventors

  • 👤 Takeo Matsumoto
  • 👤 Eiichi Yamada
  • 👤 Osamu Nakachi
  • 👤 Godo Irukayama
  • 👤 Yoshihiro Minoshima

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-29 20:40
CPC Classifications
C; C08; C08F; C08F2/00; C08F2/46; C08F2/48; C08F2/50; A; A61; A61K; A61K6/00; A61K6/80; A61K6/884; A61K6/887; Y; Y10; Y10S; Y10S522/00; Y10S522/908

Claims Analysis

Total Claims: 15
Claim 1
Independent Claim 340 words
A light curable dental liquid or paste comprising an ethylenic unsaturated monomer, a light polymerization initiator and an organic filler, said light polymerization initiator comprising a combination of an organic peroxide and a pyrylium salt compound represented by the following general formula (I) of: ##STR6## wherein R 1 , R 2 and R 3 each represents the same or different atom or group and stands for a hydrogen atom, a halogen atom, an alkyl group, a haloalkyl group, an ethylenyl group, a styryl group, an alkoxy group, a phenyl group, a naphthyl group, an alkylphenyl group, an alkylstyryl group, an alkylnaphthyl group, an alkoxyphenyl group, an alkoxystyryl group, an alkoxynaphthyl group, a hydroxyphenyl group, a hydroxystyryl group, a hydroxynaphthyl group, a halophenyl group, a halostyryl group, a halonaphthyl group, a nitrophenyl group, a nitrostyryl group, a nitronaphthyl group, a aminophenyl group, an aminostyryl group, an aminonaphthyl group, an alkylaminophenyl group, an alkylaminostyryl group, an alkylaminonaphthyl group, a nitro group, an amino group or a hydroxyl group, X stands for an oxygen atom or a sulfur atom and Y for an anionic functional group, said organic peroxide being a tetraperoxy ester containing a benzophenone group and represented by the following general formula (II) of: ##STR7## wherein R 1 and R' 1 each represent a tertiary alkyl group having 4 to 8 carbon atoms and R 2 and R' 2 each represents a tertiary alkoxy group having 4 to 8 carbon atoms, said organic filler being a polymer obtained by polymerizing a feed monomer containing at least an ester of carboxylic acid selected from the group consisting of acrylic acid, methacrylic acid and mixtures thereof, said feed monomer further containing an unsaturated comonomer copolymerizable with and different from said ester of carboxylic acid, said unsaturated comonomer being represented by the following general formula (III) of: ##STR8## wherein R 1 is a hydrogen atom or a methyl group, R 2 is an alkyl group having 1 to 4 carbon atoms or a phenyl group, and n is an integer of 1 to 15.
Claim 2
Dependent Claim 340 words
A light curable dental liquid or paste comprising an ethylenic unsaturated monomer, a light polymerization initiator and an organic filler, said light polymerization initiator comprising a combination of an organic peroxide and a pyrylium salt compound represented by the following general formula (I) of: ##STR6## wherein R 1 , R 2 and R 3 each represents the same or different atom or group and stands for a hydrogen atom, a halogen atom, an alkyl group, a haloalkyl group, an ethylenyl group, a styryl group, an alkoxy group, a phenyl group, a naphthyl group, an alkylphenyl group, an alkylstyryl group, an alkylnaphthyl group, an alkoxyphenyl group, an alkoxystyryl group, an alkoxynaphthyl group, a hydroxyphenyl group, a hydroxystyryl group, a hydroxynaphthyl group, a halophenyl group, a halostyryl group, a halonaphthyl group, a nitrophenyl group, a nitrostyryl group, a nitronaphthyl group, a aminophenyl group, an aminostyryl group, an aminonaphthyl group, an alkylaminophenyl group, an alkylaminostyryl group, an alkylaminonaphthyl group, a nitro group, an amino group or a hydroxyl group, X stands for an oxygen atom or a sulfur atom and Y for an anionic functional group, said organic peroxide being a tetraperoxy ester containing a benzophenone group and represented by the following general formula (II) of: ##STR7## wherein R 1 and R' 1 each represent a tertiary alkyl group having 4 to 8 carbon atoms and R 2 and R' 2 each represents a tertiary alkoxy group having 4 to 8 carbon atoms, said organic filler being a polymer obtained by polymerizing a feed monomer containing at least an ester of carboxylic acid selected from the group consisting of acrylic acid, methacrylic acid and mixtures thereof, said feed monomer further containing an unsaturated comonomer copolymerizable with and different from said ester of carboxylic acid, said unsaturated comonomer being represented by the following general formula (III) of: ##STR8## wherein R 1 is a hydrogen atom or a methyl group, R 2 is an alkyl group having 1 to 4 carbon atoms or a phenyl group, and n is an integer of 1 to 15.
Claim 3
Dependent Claim 36 words
A light curable dental liquid or paste as claimed in claim 1, wherein 0.0001 to 1 part by weight of said pyrylium salt compound is added to 100 parts by weight of said ethylenic unsaturated monomer.
Claim 4
Dependent Claim 35 words
A light curable dental liquid or paste as claimed to claim 1, wherein 0.001 to 10 parts by weight of said organic peroxide is added to 100 parts by weight of said ethylenic unsaturated monomer.
Claim 5
Dependent Claim 23 words
A light curable dental liquid or paste or claimed in claim 1, wherein said ethylenic unsaturated monomer is a derivative of methacrylic acid.
Claim 6
Dependent Claim 43 words
A light curable dental liquid or paste as claimed in claim 4, wherein said derivative of methacrylic acid is selected from the group consisting of triethyleneglycol dimethacrylate, hexamethyleneglycol dimethacrylate, 2,2-bis[4-(3-methacryloxy-2-hydroxypropoxy)phenyl]propane, di-2-methacryloxyethyl-2,2,4-trimethylhexamethylene dicarbamate, 1,2-bis(3-methacryloxy-2-hydroxypropoxy)ethane, tetramethylolmethane trimethacrylate, 2,2-bis(4-methacryloxyethoxyphenyl)propane, polypropyleneglycol diemthacrylate, methyl methacrylate, 2,2-bis(4-methacryloxypolyethoxyphenyl)propane and mixtures
Claim 7
Dependent Claim 39 words
A light curable dental liquid or paste as claimed in claim 1, wherein said pyrylium salt compound is selected from the group consisting of 4-(4-butoxyphenyl)-2,6-bis(4-methoxyphenyl)pyrylium fluoroborate, 4-(4-butoxyphenyl)-2,6-bis(4-methoxyphenyl)thiopyrylium fluoroborate, 2,6-bis(4-methoxyphenyl)-4-phenylthiopyrylium fluoroborate, 4-(4-butoxyphenyl)-2,6-diphenylpyrylium fluoroantimonate, 4-(4-dimethylaminophenyl)-2,6-diphenylthiopyrylium perchlorate, 2,4,6-tri(4-methoxyphenyl)thiopyrylium fluoroborate and mixtures thereof.
Claim 8
Dependent Claim 44 words
A light curable dental liquid or paste as claimed in claim 1, wherein said ester of carboxylic acid is selected from the group consisting of methyl acrylate, methyl methacrylate, ethyl acrylate, ethyl methacrylate, propyl acrylate, propyl methacrylate, butyl acrylate, butyl methacrylate and mixtures thereof.
Claim 9
Dependent Claim 47 words
A light curable dental liquid or paste as claimed in claim 1, wherein said polymer is a linear polymer containing not less than 80% by weight of units of said ester of said carboxylic acid and having a weight average molecular weight of not more than 500,000.
Claim 10
Dependent Claim 66 words
A light curable dental liquid or paste as claimed in claim 1, wherein said unsaturated comonomer is selected from the group consisting of methoxyethyl acrylate, methoxyethyl methacrylate, phenoxyethyl acrylate, phenoxyethyl methacrylate, methoxydiethyleneglycol acrylate, methoxydiethyleneglycol methacrylate, methoxytetraethyleneglycol acrylate, methoxytetraethyleneglycol methacrylate, isobutoxytetraethyleneglycol acrylate, isobutoxytetraethyleneglycol methacrylate, ethoxypolyethyleneglycol acrylate, ethoxypolyethyleneglycol methacrylate, isopropoxypolyethyleneglycol acrylate, isopropoxypolyethyleneglycol methacrylate, isobutoxypolyethyleneglycol acrylate, isobutoxypolyethyleneglycol methacrylate, methoxypolyethyleneglycol acrylate, methoxypolyethyleneglycol methacrylate, phenoxypolyethyleneglycol acrylate, phenoxypolyethyleneglycol methacrylate and mixtures thereof.
Claim 11
Dependent Claim 34 words
A light curable dental liquid or paste according to claim 1, comprising 10 to 99.9 parts by weight of said ethylenic unsaturated monomer and 0.1 to 90 parts by weight of said organic filler.
Claim 12
Dependent Claim 16 words
A light curable dental liquid or paste according to claim 1, further comprising an inorganic filler.
Claim 13
Dependent Claim 37 words
A light curable dental liquid or paste according to claim 11, wherein said inorganic filler is selected from the group consisting of apatite, soda-lime glass, quartz, silica, borosilicate glass, alumina, barium oxide, zirconium glass and mixtures thereof.
Claim 14
Dependent Claim 47 words
A light curable dental liquid or paste according to claim 12, wherein said silica has an average particle size of from 1 to 100 millimicrons and is treated to be hydrophobic with a treating agent selected from the group consisting of dimethyldichlorosilane, hexamethyldisilazane, octyltrimethoxysilane and silicone oils.
Claim 15
Dependent Claim 44 words
A light curable dental liquid or paste according to claim 11, comprising 10 to 99.9 parts by weight of said ethylenic unsaturated monomer, 0.1 to 90 parts by weight of said organic filler and 5 to 50 parts by weight of said inorganic filler.

References Cited (Backward Citations)

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US4459193A Cited
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JPS59197401A Cited
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USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1992-04-24 1992-10-24 1993-04-25 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1996-04-24 1996-10-24 1997-04-25 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 2000-04-24 2000-10-24 2001-04-25 $7700.00 Window Closed / Lapsed

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