Adhesive bonding and miscellaneous chemical manufacture – Methods – Surface bonding and/or assembly therefor
Patent
1993-06-24
1995-12-26
Schofer, Joseph L.
Adhesive bonding and miscellaneous chemical manufacture
Methods
Surface bonding and/or assembly therefor
1562755, 1562757, 1563075, 1563314, B32B 3100, C09J 504, C09J17516
Patent
active
054784271
DESCRIPTION:
BRIEF SUMMARY
BACKGROUND OF THE INVENTION
1. Field of the Invention
This invention relates to new contact adhesives which are designed as multifunctional contact reactive adhesives and which may be used in a multistage curing process, for example for bonding wood, plastic moldings, metals and the like. The invention also relates to a process for the production of the new reactive contact adhesives, describing in particular a class of bifunctionally substituted urethane oligomers for the stated application. One of the functional substituents is characterized by the presence of an olefinic double bond which is accessible to radical reaction initiation. The other functional substituent is an isocyanate group which reacts off, for example, under the effect of moisture. These different reaction mechanisms enable the reactive contact adhesive to be cured in stages, particularly since the reactions involved take place at different rates, which opens up the possibility described in detail hereinafter of forming contact-sensitive adhesive layers on hard surfaces in a first stage, subsequently fitting the correspondingly coated surfaces together and firmly bonding them together in the final stage of the two-stage curing step, more particularly under the effect of atmospheric moisture.
2. Discussion of Related Art
Urethane-based coating materials curing in two stages have been described in various embodiments, cf. for example S. Peeters et al. "OVERVIEW OF DUAL CURE POSSIBILITIES IN UV COATINGS", POLYMERS PAINT COLOUR JOURNAL 179 (1989), 304-309. This literature reference describes in particular urethane-based dual-cure coating compositions which, in a first cure stage, can be cured through the presence of UV-curable acrylate groups to form a firm, but still stucturally formable or compressible material which is irreversibly cured in a following second stage. In the processing of these multifunctional materials, particular use can be made of the fact that the reactive acrylate groups can be rapidly cured, for example by UV irradiation, while other groups present in the system, which react to heat and/or moisture, cure comparatively slowly. More specifically, the cited literature reference describes systems curing in two stages by different mechanisms for use in the printing and coating industry. There is no reference to adhesives, especially contact adhesives reacting in stages which correspond to the teaching according to the invention.
EP B1 194 360 describes binders based on epoxy resins which can be crosslinked by irradiation and subsequently cured by heat treatment. More specifically, the document in question describes corresponding binders which are obtained by reaction of an epoxide compound containing more than one epoxide group per molecule with one or more carboxylic acids in a molar ratio of the epoxide groups to the carboxyl groups of 1:0.5 to 0.9 and subsequent reaction of the reaction product with one or more unsaturated isocyanatocarbamate esters which are obtained by reaction of compounds containing at least two isocyanate groups with hydroxy-functional acrylates, methacrylates or cyanoacrylates. These UV-precrosslinkable and thermally post-curing binder systems are said to be used, for example, as etching resists and/or as solder stop lacquers.
EP B1 108 630 describes radiation-curable liquid adhesive compositions for the production of clear glass laminates containing (a) a urethane acrylate component in (b) a liquid alpha,beta-ethylenically unsaturated diluent component containing acrylic acid and a monoester of acrylic acid, the composition optionally including (c) a photoinitiator. The teaching according to this document is characterized by the use of urethane acrylate components obtainable by reaction of a hydroxyl- or isocyanate-terminated oligomeric urethane intermediate product with an alpha,beta-ethylenically unsaturated compound which is reactive to the terminal groups of the intermediate product. If isocyanate groups are present as binding-promoting terminal groups in the end product, they are reacted o
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Emmerling Winfried
Huver Thomas
Klauck Wolfgang
Kux Michael
Nicolaisen Christian
Cheng Wu C.
Henkel Kommanditgesellschaft auf Aktien
Jaeschke Wayne C.
Ortiz Daniel S.
Schofer Joseph L.
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