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EP0088527A2 Expired / Lapsed EP ⏱️ 0.0 years remaining

Adhesion promoters

Assignee: Dentsply Research and Development Corp
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Filing: 1983-02-15
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Granted: —
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Expires: 2003-02-15
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Abstract

Abstract An adhesion promoter for promoting the adhesion of a reduced polymerizable composition to a substrate, particularly for promoting the adhesion of radical polymerizable dental composition to tooth material, comprises a polyethylenically unsaturated monophosphate or salt thereof, the unsaturated monophosphate containing a monophosphate radical of the formula: and at least three ethylenically unsaturated groups per molecule. Preferred polyethylenically unsaturated phosphates are monophosphates of polyhydric alcohols containing at least four hydroxyl groups in which at least three hydroxyl groups are esterified with an ethylenically unsaturated carboxylic acid. Especially preferred unsaturated phosphates, which are provided as a feature of the invention, are those of the formula: in which R is an aliphatic radical (which may be interrupted by one or more oxygen atoms), or a cycloaliphatic or aryl radical having a valency of R + 1 and containing from 4 to 16 carbon atoms; R 1 is a hydrogen or halogen atom or a cyano of C 1 - C 3 alkyl group; and n is an integer of at least 3. The polyethylenically unsaturated monophosphate may be first applied to the substrate, e.g. as a volatile organic solvent solution thereof, and the reduced polymerizable material then applied to the substrate and polymerized thereon. Alternatively, the polyethylenically unsaturated mor hate may form part of a radical polymerizable dental filling material applied to tooth material.

Inventors

  • 👤 Richard William Billington
  • 👤 Gordon Brian Blackwell
  • 👤 Terence Ernest Prodger

Bibliographic Details

Application Number —
Jurisdiction EP
Data Source google_patents
Last Synchronized 2026-11-04 18:55
CPC Classifications
C; C07; C07F; C07F9/00; C07F9/02; C07F9/06; C07F9/08; C07F9/09; C07F9/091

Claims Analysis

Total Claims: 32
Claim 1
Independent Claim 58 words
An adhesion promoter composition, suitable for improving the adhesion of a composite dental filling material to natural teeth, characterised in that it comprises a solution in a volatile organic solvent therefor, of a polyethylenically unsaturated monophosphate or salt thereof, the unsaturated monophosphate containing a monophosphate radical of the formula and at least three ethylenically unsaturated groups per molecule.
Claim 2
Dependent Claim 58 words
An adhesion promoter composition, suitable for improving the adhesion of a composite dental filling material to natural teeth, characterised in that it comprises a solution in a volatile organic solvent therefor, of a polyethylenically unsaturated monophosphate or salt thereof, the unsaturated monophosphate containing a monophosphate radical of the formula and at least three ethylenically unsaturated groups per molecule.
Claim 3
Dependent Claim 17 words
A composition as claimed in Claim 1, characterised in that the solvent is a lower aliphatic alcohol.
Claim 4
Dependent Claim 25 words
A composition as claimed in Claim 1 or Claim 2, characterised in that the solution contains from 0.5 to 10% by weight of polyunsaturated phosphate.
Claim 5
Dependent Claim 27 words
A composition as claimed in any one of the preceding claims characterised in that the ethylenically unsaturated groups in the polyunsaturated phosphate are terminal ethylenically unsaturated groups.
Claim 6
Dependent Claim 42 words
A composition as claimed in Claim 4, characterised in that the polyunsaturated phosphate is a monophosphate ester of a polyhydric alcohol containing at least four hydroxyl groups in which at least three hydroxyl groups are esterified with an ethylenically unsaturated carboxylic acid.
Claim 7
Dependent Claim 82 words
A composition as claimed in Claim 5, characterised in that the polyunsaturated phosphate has the formula: in which: R is an aliphatic radical (which may be interrupted by one or more oxygen atoms), or a cycloaliphatic radical or aryl radical having a valency of n + 1 and containing from 4 to 16 carbon atoms; R 1 is a hydrogen or halogen atom or a cyano or C 1 -C 3 alkyl group; and n is an integer of at least 3.
Claim 8
Dependent Claim 27 words
A composition as claimed in Claim 6, characterised in that the polyunsaturated phosphate is pentaerythritol triacrylate monophosphate, pentaerythritol trimethacrylate monophosphate, dipentaerythritol pentaacrylate monophosphate or dipentaerythritol pentamethyacrylate monophosphate.
Claim 9
Independent Claim 57 words
A method of dental treatment by polymerizing a dental material comprising a polyethylenically unsaturated material and an initiator therefor in contact with tooth material, characterised in that the tooth material is first treated with a polyethylenically unsaturated monophosphate or salt thereof containing a monophosphate group of the formula and at least three ethylenically unsaturated groups per molecule.
Claim 10
Independent Claim 57 words
A method of dental treatment by polymerizing a dental material comprising a polyethylenically unsaturated material and an initiator therefor in contact with tooth material, characterised in that the tooth material is first treated with a polyethylenically unsaturated monophosphate or salt thereof containing a monophosphate group of the formula and at least three ethylenically unsaturated groups per molecule.
Claim 11
Dependent Claim 22 words
A method as claimed in Claim 8, characterised in that the polyunsaturated monophosphate is as defined in any one of Claims 4-8.
Claim 12
Dependent Claim 31 words
A method as claimed in Claim 8 or Claim 9, characterised in that the dental material is a composite dental filling material containing ethylenically unsaturated material, initiator and an inert filler.
Claim 13
Dependent Claim 43 words
A dental filling material characterised in that it comprises a polymerizable ethylenically unsaturated material, an initiator therefor, inert filler and a polyethylenically unsaturated monophosphate or salt thereof containing a monophosphate radical of the formula and at least three ethylenically unsaturated groups per molecule.
Claim 14
Dependent Claim 43 words
A dental filling material characterised in that it comprises a polymerizable ethylenically unsaturated material, an initiator therefor, inert filler and a polyethylenically unsaturated monophosphate or salt thereof containing a monophosphate radical of the formula and at least three ethylenically unsaturated groups per molecule.
Claim 15
Dependent Claim 22 words
A filling material as claimed in Claim 11, characterised in that polyunsaturated phosphate is as defined in any one of Claims 4-8.
Claim 16
Dependent Claim 41 words
An adhesion promoter suitable for improving the adhesion of a free radical polymerizable resin to a substrate comprising a polyethylenically unsaturated monophosphate or salt thereof containing a monophosphate radical of the formula and at least three ethylenically unsaturated groups per molecule.
Claim 17
Dependent Claim 41 words
An adhesion promoter suitable for improving the adhesion of a free radical polymerizable resin to a substrate comprising a polyethylenically unsaturated monophosphate or salt thereof containing a monophosphate radical of the formula and at least three ethylenically unsaturated groups per molecule.
Claim 18
Dependent Claim 22 words
An adhesion promoter as claimed in Claim 13, characterised in that the polyunsaturated monophosphate is as defined in any of Claims 4-8.
Claim 19
Independent Claim 45 words
A method of adhering a free radical addition polymerizable resin to a substrate characterised in that the substrate is first treated with a polyethylenically unsaturated monophosphate or salt thereof containing a monophosphate group of the formula and at least three ethylenically unsaturated groups per molecule.
Claim 20
Independent Claim 45 words
A method of adhering a free radical addition polymerizable resin to a substrate characterised in that the substrate is first treated with a polyethylenically unsaturated monophosphate or salt thereof containing a monophosphate group of the formula and at least three ethylenically unsaturated groups per molecule.
Claim 21
Dependent Claim 20 words
A method as claimed in Claim 15, in which the polyunsaturated monophosphate is as defined in any of Claims 4-8.
Claim 22
Dependent Claim 75 words
Polyethylenically unsaturated morophosphates of the formula: and salts thereof, in which: R is an aliphatic radical (which may be interrupted by one or more oxygen atoms), a cycloaliphatic radical or an aryl radical having a valency of n + 1 and containing from 4 to 16 carbon atoms, R 1 is a hydrogen or halogen atom or a cyano of C 1 -C 3 alkyl group; and n is an integer of at least 3.
Claim 23
Dependent Claim 75 words
Polyethylenically unsaturated morophosphates of the formula: and salts thereof, in which: R is an aliphatic radical (which may be interrupted by one or more oxygen atoms), a cycloaliphatic radical or an aryl radical having a valency of n + 1 and containing from 4 to 16 carbon atoms, R 1 is a hydrogen or halogen atom or a cyano of C 1 -C 3 alkyl group; and n is an integer of at least 3.
Claim 24
Dependent Claim 18 words
Compounds as claimed in Claim 17, characterised in that n is an integer of from 3 to 6.
Claim 25
Dependent Claim 3 words
Pentaerythritol triacrylate monophosphate.
Claim 26
Dependent Claim 3 words
Pentaerythritol triacrylate monophosphate.
Claim 27
Dependent Claim 3 words
Pentaerythritol trimethacrylate monophosphate.
Claim 28
Dependent Claim 3 words
Pentaerythritol trimethacrylate monophosphate.
Claim 29
Dependent Claim 3 words
Dipentaerythritol pentaacrylate monophosphate.
Claim 30
Dependent Claim 3 words
Dipentaerythritol pentaacrylate monophosphate.
Claim 31
Dependent Claim 3 words
Dipentaerythritol pentamethacrylate monophosphate.
Claim 32
Dependent Claim 3 words
Dipentaerythritol pentamethacrylate monophosphate.

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