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EP0189987A2 Expired / Lapsed EP ⏱️ 0.0 years remaining

Polymerisable urethane compositions

Assignee: Ashland Inc
•
Filing: 1986-01-15
•
Granted: —
•
Expires: 2006-01-15
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Abstract

Abstract A polymerisable composition which comprises an unsaturated urethane, a C 1 or C 2 alkyl methacrylate and at least one other ethylenically unsaturated addition polymerisable substance copolymerisable therewith, such polymerisable compositions, where they contain an inorganic filler, overcome some of the problems associated with the polymerisable compositions described in European 0.064,809. Where the polymerisable substance comprises an unsaturated polyester, the shelf-life of the polymerisable composition can be extended by adding thereto a reagent which reacts with a portion of the free carboxyl group in the unsaturated polyester.

Inventors

  • 👤 Michael Leslie Orton
  • 👤 William Ian Spurr

Bibliographic Details

Application Number —
Jurisdiction EP
Data Source google_patents
Last Synchronized 2026-11-02 15:26
CPC Classifications
C; C08; C08F; C08F299/00; C08F299/02; C08F299/06; C08G; C08G18/00; C08G18/06; C08G18/28; C08G18/67; C08G18/671; C08G18/672; Y; Y10; Y10S; Y10S525/00; Y10S525/92

Claims Analysis

Total Claims: 18
Claim 1
Independent Claim 224 words
A polymerisable composition which comprises (a) an unsaturated urethane which is a polyurethane polyacrylate or polymethacrylate resin derived from a hydroxyalkyl acrylate or methacrylate by reaction of the hydroxyl groups thereof with the isocyanate groups of, (i) a polyisocyanate free from urethane groups and having a number average isocyanate functionality of at least 2.0 or (ii) a urethane polyisocyanate derived from a polyisocyanate by reaction thereof with the hydroxyl groups of a polyhydroxy compound, the said urethane polyisocyanate having a number average isocyanate functionality of at least 2.0; (b) a suitable methacrylate monomer of general formula where R is a hydrocarbyl group containing one or two carbon atoms; and (c) at least one ethylenically unsaturated addition polymerisable substance which, (i) contains at least one ethylenically unsaturated group, (ii) is copolymerisable with the mixture of the unsaturated urethane and the suitable methacrylate monomer and (iii) has a polymerisation reactivity, both with the aforesaid mixture and itself, such that the concentration of the suitable methacrylate monomer at demould of the product prepared on polymerisation of a polymerisable composition according to the present invention is less than the concentration of the suitable methacrylate monomer which would obtain in the product which would be obtained on polymerisation of the polymerisable composition in the absence of the at least one ethylenically unsaturated addition polymerisable substance from the polymerisable composition.
Claim 2
Dependent Claim 224 words
A polymerisable composition which comprises (a) an unsaturated urethane which is a polyurethane polyacrylate or polymethacrylate resin derived from a hydroxyalkyl acrylate or methacrylate by reaction of the hydroxyl groups thereof with the isocyanate groups of, (i) a polyisocyanate free from urethane groups and having a number average isocyanate functionality of at least 2.0 or (ii) a urethane polyisocyanate derived from a polyisocyanate by reaction thereof with the hydroxyl groups of a polyhydroxy compound, the said urethane polyisocyanate having a number average isocyanate functionality of at least 2.0; (b) a suitable methacrylate monomer of general formula where R is a hydrocarbyl group containing one or two carbon atoms; and (c) at least one ethylenically unsaturated addition polymerisable substance which, (i) contains at least one ethylenically unsaturated group, (ii) is copolymerisable with the mixture of the unsaturated urethane and the suitable methacrylate monomer and (iii) has a polymerisation reactivity, both with the aforesaid mixture and itself, such that the concentration of the suitable methacrylate monomer at demould of the product prepared on polymerisation of a polymerisable composition according to the present invention is less than the concentration of the suitable methacrylate monomer which would obtain in the product which would be obtained on polymerisation of the polymerisable composition in the absence of the at least one ethylenically unsaturated addition polymerisable substance from the polymerisable composition.
Claim 3
Dependent Claim 13 words
A polymerisable composition as claimed in Claim 1 which comprises an inorganic filler.
Claim 4
Dependent Claim 25 words
A polymerisable composition as claimed in Claim 1 wherein the hydroxyalkyl acrylate or methacrylate contains from 2 to 4 carbon atoms in the hydroxalkyl group.
Claim 5
Dependent Claim 43 words
A polymerisable composition as claimed in Claim 1 wherein, where the polyurethane polyacrylate or polymethacrylate is derived from a urethane polyisocyanate, the urethane polyisocyanate is derived by reaction of a polyhydroxy compound with a polyisocyanate which has an isocyanate functionality greater than 2.0.
Claim 6
Dependent Claim 30 words
A polymerisable composition as claimed in Claim 1 wherein the polyisocyanate free from urethane groups or the polyisocyanate from which the urethane polyisocyanate is derived is a polymethylene polyphenyl polyisocyanate.
Claim 7
Dependent Claim 26 words
A polymerisable composition as claimed in Claim 1 wherein the isocyanate functionality of the polyisocyanate or urethane polyisocyanate is in the range from 2.5 to 3.0.
Claim 8
Dependent Claim 19 words
A polymerisable composition as claimed in Claim 1 wherein the polyhydroxy compound, where used, is a diol or triol.
Claim 9
Dependent Claim 38 words
A polymerisable composition as claimed in Claim 1 wherein the proportion of unsaturated urethane is in the range from 10 to 90 parts by weight per hundred total parts by weight of unsaturated urethane plus suitable methacrylate monomer.
Claim 10
Dependent Claim 16 words
A polymerisable composition as claimed in Claim 1 wherein the suitable methacrylate monomer is methyl methacrylate
Claim 11
Dependent Claim 16 words
A polymerisable composition as claimed in Claim 1 wherein the copolymerisable substance comprises an unsaturated polyester.
Claim 12
Dependent Claim 18 words
ll. A polymerisable composition as claimed in Claim 10 wherein the unsaturated polyester is in admixture with styrene.
Claim 13
Dependent Claim 34 words
A polymerisable composition as claimed in Claim 1 wherein the concentration of the copolymerisable substance is between 5 and 95% w/w of the total weight of unsaturated urethane, suitable methacrylate monomer and copolymerisable substance.
Claim 14
Dependent Claim 31 words
A polymerisable composition as claimed in Claim 10 comprising a sufficient quantity of a suitable reagent to react with at least 25% of the free carboxyl groups in the unsaturated polyester.
Claim 15
Dependent Claim 17 words
A polymerisable composition as claimed in Claim 13 wherein the suitable reagent is a carbonate or amine.
Claim 16
Dependent Claim 37 words
A polymerisable composition as claimed in Claim 13 wherein the carboxyl groups of the polyester are neutralised with the suitable reagent after addition of the unsaturated polyester to the mixture of unsaturated urethane and suitable methacrylate monomer.
Claim 17
Dependent Claim 30 words
A polymerisable composition as claimed in Claim 13 wherein there is sufficient suitable reagent to react with between 45% and 95% of the free carboxyl groups present in the polyester.
Claim 18
Dependent Claim 24 words
A polymerisable composition as claimed in Claim 14 wherein the carbonate is reacted at about 40-50°C and the amine is reacted at room temperature.

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