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US3873640A Expired / Lapsed US ⏱️ 0.0 years remaining

Adhesive bonding of polyvinyl chloride and other synthetic resin substrates

Assignee: Lord Corp
•
Filing: 1973-03-26
•
Granted: 1975-03-25
•
Expires: 1993-03-26
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Abstract

Abstract The adhesive bonding of synthetic resin substrates and particularly polyvinyl chloride is described employing shelfstable, catalytically curable compositions including (A) at least one polymerizable monomer from the group including styrene, methyl methacrylate, ethyl methacrylate, n-butyl methacrylate, isobutyl methacrylate, t-butyl methacrylate, hexyl methacrylate, and ethyl hexyl methacrylate, and the like, including mixtures of these monomers and partially polymerized syrups of one or more of them; (B) an organic polyisocyanate, preferably a diisocyanate or isocyanate functional urethane capped with a hydroxy functional monomer from the group including hydroxyethyl methacrylate, Beta -hydroxypropyl methacrylate, allyl alcohol, vinyl alcohol and the like; (C) the reducing component of a redox catalyst polymerization system such as a tertiary amine, a metallic salt or preferably, N,N-diisopropanol-p-toluidine and, optionally, (D), a polymerizable monomer or polymer; the proportions of (A), (B), (C) and (D) in the composition being about 10 to 90% (A), about 90 to 10% (B), about 0.04 to 4% (C) and, optionally, about 0 to about 20% of (D); said composition being adapted to cure rapidly at room temperature on contact pressure alone to produce an environmentally stable bond between synthetic substrates by the addition of the oxidizing component of the redox catalyst system, such as benzoyl peroxide, to the catalytically curable composition or by the application of that composition over a coating of a lacquer containing the oxidizing component previously applied to the substrate.

Inventors

  • 👤 William J Owston
  • 👤 Dennis D Howard

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-25 12:13
CPC Classifications
B; B32; B32B; B32B7/00; B32B7/04; B32B7/12; C; C08; C08G; C08G18/00; C08G18/06; C08G18/28; C08G18/67; C08G18/671; C08G18/672; B32B27/00; B32B27/06; B32B27/08; B32B27/30; B32B27/304; C09; C09J; C09J175/00; C09J175/04; C09J175/14; C09J175/16; C09J4/00

Claims Analysis

Total Claims: 42
Claim 1
Independent Claim 25 words
A MONOMER SELECTED FROM THE GROUP CONSISTING OF: STYRENE, METHYL METHCRYLATE, ETHYL METHCARYLATE, N-BUTYL METHACRYLATE, ISOBUTYL METHACRYLATE, T-BUTYL METHCARYLATE, HEXYL METHACRYLATE, AND ETHYL HEXYL METHACRYLATE
Claim 2
Dependent Claim 25 words
A MONOMER SELECTED FROM THE GROUP CONSISTING OF: STYRENE, METHYL METHCRYLATE, ETHYL METHCARYLATE, N-BUTYL METHACRYLATE, ISOBUTYL METHACRYLATE, T-BUTYL METHCARYLATE, HEXYL METHACRYLATE, AND ETHYL HEXYL METHACRYLATE
Claim 3
Dependent Claim 13 words
A SHELF-STABLE COMPOSITION COMPRISING: A. A COMPONENT SELECTED FROM THE GROUP CONSISTING OF
Claim 4
Dependent Claim 13 words
A SHELF-STABLE COMPOSITION COMPRISING: A. A COMPONENT SELECTED FROM THE GROUP CONSISTING OF
Claim 5
Dependent Claim 9 words
A MIXTURE OF AT LEAST TWO OF SAID MONOMERS,
Claim 6
Dependent Claim 9 words
A MIXTURE OF AT LEAST TWO OF SAID MONOMERS,
Claim 7
Dependent Claim 9 words
a mixture of at least two of said monomers,
Claim 8
Dependent Claim 9 words
a mixture of at least two of said monomers,
Claim 9
Dependent Claim 13 words
A composition according to claim 1 wherein (B) is derived from a diisocyanate.
Claim 10
Dependent Claim 12 words
A composition according to claim 2 wherein the diisocyanate is 2,4-tolylene diisocyanate.
Claim 11
Dependent Claim 10 words
a partially polymerized syrup of one of said monomers, and
Claim 12
Dependent Claim 10 words
a partially polymerized syrup of one of said monomers, and
Claim 13
Dependent Claim 10 words
A PARTIALLY POLYMERIZED SYRUP OF ONE OF SAID MONOMERS, AND
Claim 14
Dependent Claim 10 words
A PARTIALLY POLYMERIZED SYRUP OF ONE OF SAID MONOMERS, AND
Claim 15
Dependent Claim 76 words
A PARTIALLY POLYMERIZED SYRUP OF AT LEAST TWO OF SAID MONOMERS; B. AN ORGANIC POLYISOCYANATE CAPPED WITH A HYDROXY FUNCTIONAL MONOMER CONTAINING AT LEAST ONE UNIT OF POLYMERIZABLE ALPHA-BETA OLEFINS UNSATURATION, SAID CAPPED POLYISOCYANATE HAVING A SUBSTANTIALLY NO FREE ISOCYANATE FUNCTIONALITY; AND C. A REDUCING COMPONENT OF A REDOX POLYMERIZATION CATALYST; SAID COMPOSITION CONTAINING ABOUT 10 TO ABOUT 90% OF (A), ABOUT 90 TO ABOUT 10% OF (B) AND ABOUT 0.04 TO ABOUT 4% OF (C).
Claim 16
Dependent Claim 76 words
A PARTIALLY POLYMERIZED SYRUP OF AT LEAST TWO OF SAID MONOMERS; B. AN ORGANIC POLYISOCYANATE CAPPED WITH A HYDROXY FUNCTIONAL MONOMER CONTAINING AT LEAST ONE UNIT OF POLYMERIZABLE ALPHA-BETA OLEFINS UNSATURATION, SAID CAPPED POLYISOCYANATE HAVING A SUBSTANTIALLY NO FREE ISOCYANATE FUNCTIONALITY; AND C. A REDUCING COMPONENT OF A REDOX POLYMERIZATION CATALYST; SAID COMPOSITION CONTAINING ABOUT 10 TO ABOUT 90% OF (A), ABOUT 90 TO ABOUT 10% OF (B) AND ABOUT 0.04 TO ABOUT 4% OF (C).
Claim 17
Dependent Claim 75 words
a partially polymerized syrup of at least two of said monomers; B. an organic polyisocyanate capped with a hydroxy functional monomer containing at least one unit of polymerizable alpha-beta olefinic unsaturation, said capped polyisocyanate having substantially no free isocyanate functionality; and C. a reducing component of a redox polymerization catalyst; said composition containing about 10 to about 90% of (A), about 90 to about 10% of (B) and about 0.04 to about 4% of (C).
Claim 18
Dependent Claim 75 words
a partially polymerized syrup of at least two of said monomers; B. an organic polyisocyanate capped with a hydroxy functional monomer containing at least one unit of polymerizable alpha-beta olefinic unsaturation, said capped polyisocyanate having substantially no free isocyanate functionality; and C. a reducing component of a redox polymerization catalyst; said composition containing about 10 to about 90% of (A), about 90 to about 10% of (B) and about 0.04 to about 4% of (C).
Claim 19
Dependent Claim 18 words
A composition according to claim 2 wherein the diisocyanate is a mixture of 2,4-tolylene diisocyanate and 2,6-tolylene diisocyanate.
Claim 20
Dependent Claim 14 words
A composition according to claim 2 wherein the diisocyanate is 4,4''-methylene bis (cyclohexyl diisocyanate).
Claim 21
Dependent Claim 12 words
A composition according to claim 2 wherein the diisocyanate is 4,4''-diphenylmethane diisocyanate.
Claim 22
Dependent Claim 12 words
A composition according to claim 2 wherein the diisocyanate is m-phenylene diisocyanate.
Claim 23
Dependent Claim 52 words
A composition according to claim 1 wherein (B) is derived from an isocyanate functional urethane which is derived from a polyol having an average molecular weight from about 300 to about 3,000 and an organic polyisocyanate in proportions of more than 1 and up to about 4 isocyanate groups per hydroxyl group.
Claim 24
Dependent Claim 52 words
A composition according to claim 1 wherein (B) is derived from an isocyanate functional urethane which is derived from a polyol having an average molecular weight from about 300 to about 3,000 and an organic polyisocyanate in proportions of more than 1 and up to about 2 isocyanate groups per hydroxyl group.
Claim 25
Dependent Claim 18 words
A composition according to claim 8 wherein the isocyanate functional urethane is derived from an epsilon caprolactone polyol.
Claim 26
Dependent Claim 17 words
A composition according to claim 8 wherein the isocyanate functional urethane is derived from a polyoxypropylene polyol.
Claim 27
Dependent Claim 29 words
A composition according to claim 8 wherein the isocyanate functional urethane is derived from an organic hydroxy functional elastomer having a second order glass transition temperature below about 5*C.
Claim 28
Dependent Claim 22 words
A composition of claim 12 wherein the elastomer is selected from the group consisting of poly (butadiene) polyols and poly (butadiene-styrene) polyols.
Claim 29
Dependent Claim 14 words
A composition according to claim 2 wherein the diisocyanate is capped with hydroxyethyl methacrylate.
Claim 30
Dependent Claim 15 words
A composition according to claim 3 wherein the 2,4-tolylene diisocyanate is capped with hydroxyethyl methacrylate.
Claim 31
Dependent Claim 18 words
A composition according to claim 4 wherein the mixed 2,4-tolylene and 2,6-tolylene diisocyanates are capped with hydroxyethyl methacrylate.
Claim 32
Dependent Claim 17 words
A composition according to claim 5 wherein the 4,4''-methylene bis (cyclohexyl diisocyanate) is capped with hydroxyethyl methacrylate.
Claim 33
Dependent Claim 15 words
A composition according to claim 6 wherein the 4,4''-diphenylmethane diisocyanate is capped with hydroxyethyl methacrylate.
Claim 34
Dependent Claim 15 words
A composition according to claim 7 wherein the m-phenylene diisocyanate is capped with hydroxyethyl methacrylate.
Claim 35
Dependent Claim 16 words
A composition according to claim 8 wherein the isocyanate functional urethane is capped with hydroxyethyl methacrylate.
Claim 36
Dependent Claim 18 words
A composition according to claim 10 wherein the epsilon caprolactone-derived isocyanate functional urethane is capped with hydroxyethyl methacrylate.
Claim 37
Dependent Claim 18 words
A composition according to claim 11 wherein the polyoxypropylene polyol-derived isocyanate functional urethane is capped with hydroxyethyl methacrylate.
Claim 38
Dependent Claim 19 words
A composition according to claim 13 wherein the hydroxy functional polybutadiene-derived isocyanate functional urethane is capped with hydroxyethyl methacrylate.
Claim 39
Dependent Claim 20 words
A composition according to claim 13 wherein the hydroxy functional butadiene-styrene copolymer-derived isocyanate functional urethane is capped wiTh hydroxyethyl methacrylate.
Claim 40
Dependent Claim 46 words
A composition according to claim 1, containing in addition (d) up to about 20% by weight of an additive component selected from the group consisting of acrylic acid, methacrylic acid, diethylene glycol dimethacrylate, trimethylolpropane trimethacrylate, divinyl benzene ethyl acrylate, ethyl hexyl acrylate, polystyrene, and polymethyl methacrylate.
Claim 41
Dependent Claim 37 words
A composition according to claim 1, containing in addition (E) up to about 20% by weight of an additive component, consisting of a compatible organic elastomeric polymer having a second order glass transition temperature below about 5*C.
Claim 42
Dependent Claim 36 words
A composition according to claim 26, wherein said organic elastomeric polymer is selected from the group consisting of polychloroprene rubber, polybutadiene rubber, acrylonitrile-butadiene rubber, carboxylated acrylonitrile-butadiene rubber, styrene-butadiene rubber, and ethyl acrylate-halogenated vinyl ether-acrylic acid rubber.

References Cited (Backward Citations)

US3297745A Cited
US3425988A Cited
US3642943A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1978-03-24 1978-09-23 1979-03-25 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1982-03-24 1982-09-23 1983-03-25 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1986-03-24 1986-09-23 1987-03-25 $7700.00 Window Closed / Lapsed

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