Adhesive composition for dental treatment

• US 5,700,875 A
• Filed: 05/22/1995
• Issued: 12/23/1997
• Est. Priority Date: 05/25/1994
• Status: Expired due to Term

• Current Assignee: Sun Medical Co., Ltd. (Mitsui Chemicals)
• Original Assignee: Sun Medical Co., Ltd. (Mitsui Chemicals)
• Inventors: Arata, Masami, Yamamoto, Takashi, Zeng, Weiping, Banba, Tsuyoshi
• Primary Examiner(s): ZEMEL, IRINA SOPJIA
• Application Number:
  US08/445,959
• Time in Patent Office: 946 Days
• Field of Search: 525/301, 526/328, 433/10
• US Class Current: 525/301
• CPC Class Codes: A61K 6/30 Compositions for temporarily or permanently fixing teeth or palates, e.g. primers for dental adhesives
• CPC Class Codes: A61K 6/71 Fillers
• CPC Class Codes: C08L 25/08 Copolymers of styrene C08L29/08, C08L35/06, C08L55/02 take precedence
• CPC Class Codes: C08L 31/04 Homopolymers or copolymers of vinyl acetate
• CPC Class Codes: C08L 33/08 Homopolymers or copolymers of acrylic acid esters
• CPC Class Codes: C08L 33/10 Homopolymers or copolymers of methacrylic acid esters

Abstract

An adhesive composition comprising (A) 98 to 60 parts by weight of a polymerizable monomer mixture containing 2 to 25% by weight of a monomer having acidic group, (B) 2 to 40 parts by weight of a polymer, preferably a polymer which can form a solution or dispersion having the property that the solution or dispersion of 10 parts by weight of the polymer in 90 parts by weight of methyl methacrylate shows a viscosity of 100 cps or less at 25° C., and (C) 0.01 to 35 parts by weight of a polymerization initiator, provided that the total amount of the components (A), (B) and (C) is 100 parts by weight.

According to the present invention, there can be provided an adhesive composition which is easy to handle for the restoration treatment of a tooth, so that adhesion dental treatment can be reliably carried out.

Claims

1. An adhesive composition for dental treatment comprising

(A) 98 to 60 parts by weight of a polymerizable monomer mixture containing 2 to 20% by weight of a monomer having acidic group, said monomer having acidic group being selected from the group consisting of monomers containing sulfonic acid group and monomers containing carboxylic acid group or anhydride thereof,

(B) 2 to 40 parts by weight of a polymer, said polymer being at least one polymer selected from the group consisting of (b1) a copolymer obtained from alkyl (meth)acrylate, a styrene monomer and a hydroxyalkyl (meth)acrylate whose molecule contains at least one hydroxyl group, (b2) a copolymer obtained from alkyl (meth)acrylate and a styrene monomer, (b3) a copolymer obtained from alkyl (meth)acrylate, a styrene monomer and butadiene, (b4) polyvinyl acetate, and (b5) a combination of a polyalkylacrylate and at least one of the polymers (b1), (b2), (b3) and (b4), and

(C) 0.01 to 35 parts by weight of a polymerization initiator,

provided that the total amount of the components (A), (B) and (C) is 100 parts by weight.

4. The adhesive composition of claim 1 or 2, wherein the polymerization monomer mixture contains further 5 to 30% by weight of at least one monomer selected from the group consisting of (meth)acrylate containing hydroxyl group and acrylate having ethylene glycol chain in the molecule.

5. The adhesive composition of claim 1, wherein the polymerizable monomer mixture contains 10 to 50% by weight of a polyfunctional acrylate.

6. The adhesive composition of any one of claims 1 to 3, wherein the monomer having acidic group is a 4-(meth)acryloxyethyltrimellitic acid or its acid anhydride.

7. The adhesive composition of claim 1 or 2, wherein the polymerizable monomer mixture (A) comprises (a1) 2 to 20% by weight of 4-(meth)acryloxyethyltrimellitic acid or its acid anhydride, (a2) 5 to 25% by weight of 2-hydroxylalkyl acrylate, (a3) 10 to 50% by weight of at lease one di(meth)acrylate selected from the group consisting of di(meth)acrylate having urethane bond, di(meth)acrylate containing aromatic group and di(meth)acrylate having ethylene glycol chain, and (a4) 10 to 60% by weight of alkyl(meth)acrylate.

8. The adhesive composition of claim 1 or 2, wherein the polymerization initiator is a photopolymerization initiator, an alkylborane or partially oxidized alkylborane.

9. The adhesive composition of claim 1, wherein the adhesive composition contains a filler (D) in addition to the components (A), (B) and (C) in an amount of 25 to 400 parts by weight per 100 parts by weight of the total amount of the components (A), (B) and (C).

10. The adhesive composition of claim 4, wherein the monomer having acidic group is 4-(meth)acryloxyethyltrimellitic acid or its acid anhydride.

11. The adhesive composition of claim 1, wherein the components (A) to (C) are separated into at least two compositions in a liquid or paste state for storage, said at least two compositions being mixed immediately prior to use.

12. The additive composition of claim 9 wherein the components (A) to (D) are separated into at least two compositions in a liquid or past state for storage, said at least two compositions being mixed immediately prior to use.

2. An adhesive composition for dental treatment comprising

(A) 98 to 60 parts by weight of a polymerizable monomer mixture containing 2 to 20% by weight of a monomer having acidic group, said monomer having acidic group being selected from the group consisting of monomers containing sulfonic acid group and monomers containing carboxylic acid group or anhydride thereof,

(B) 2 to 40 parts by weight of a polymer, wherein said polymer can form a solution or dispersion having the property that the solution or dispersion of 10 parts by weight of the polymer in 90 parts by weight of methyl methacrylate shows a viscosity of 100 cps or less at 25°

C., and

(C) 0.01 to 35 parts by weight of a polymerization initiator,

provided that the total amount of the components (A), (B) and (C) is 100 parts by weight.

3. An adhesive composition for dental treatment comprising

(A) 98 to 60 parts by weight of a polymerizable monomer mixture containing 2 to 20% by weight of a monomer having acidic group, said monomer having acidic group being selected from the group consisting of monomers containing sulfonic acid group and monomers containing carboxylic acid group or anhydride thereof,

(B) 2 to 50 parts by weight of a polymer,

wherein said polymer (B) is at least one polymer selected from the group consisting of (b1) a copolymer obtained from alkyl (meth) acrylate, a styrene monomer and a hydroxyalkyl (meth)acrylate whose molecule contains at least one hydroxyl group, (b2) a copolymer obtained from alkyl (meth)acrylate and a styrene monomer, (b3) a copolymer obtained from alkyl (meth)acrylate, a styrene monomer and butadiene, (b4) polyvinyl acetate, and (b5) a combination of a polyalkylacrylate and at least one of the polymers (b1), (b2), (b3) and (b4), and

wherein said polymer (B) can form a solution or dispersion having the property that the solution or dispersion of 10 parts by weight of the polymer in 90 parts by weight of methyl methacrylate shows a viscosity of 100 cps or less at 25°

C., and

(C) 0.01 to 35 parts by weight of a polymerization initiator,

provided that the total amount of the components (A), (B) and (C) is 100 parts by weight.