EP0620258A2
Expired / Lapsed
EP
⏱️ 0.0 years remaining
Radiation-curable poly(alpha-olefin) adhesives containing pendant olefinic functionality
Assignee: 3M Co
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Filing: 1994-04-13
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Granted: —
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Expires: 2014-04-13
Abstract
Abstract The invention relates to adhesive compositions comprising terpolymers of C₆-C₁₀ unsaturated α-olefin monomers, C₂-C₅ α-olefin monomers, and polyene monomers and an effective amount of photoactive crosslinking agent to crosslink composition upon exposure to a source of radiation.
Inventors
- 👤 James R. C/O Minnesota Mining And Peterson
- 👤 Gaddam N. C/O Minnesota Mining And Babu
Bibliographic Details
Application Number
—
Jurisdiction
EP
Data Source
google_patents
Last Synchronized
2026-11-01 19:29
CPC Classifications
C; C09; C09J; C09J123/00; C09J123/26; C08; C08F; C08F290/00; C08F290/02; C08F290/04; C08F290/042; C08F8/00; C09J123/02; C09J123/025; C09J123/18; C09J4/00; C09J4/06
Claims Analysis
Total Claims: 10
Claim 1
Independent Claim
99 words
A composition radiation curable to an adhesive comprising: a. an α-olefin polymer comprising 45 to 98 mole percent of an ethanediyl repeat unit having a pendent hydrocarbyl group having 4 to 8 carbon atoms, from 1 to 40 mole percent of an ethanediyl repeat unit selected from ethylene and units having a pendent hydrocarbyl group having 1 to 3 carbon atoms, and from 0.1 to 15 mole percent of an ethanediyl repeat unit comprising an ethylenically-unsaturated group; and b. an effective amount of a photoactive crosslinking agent to crosslink the composition upon exposure to a source of actinic radiation.
Claim 2
Dependent Claim
17 words
The composition of claim 1 wherein the α-olefin polymer(s) has a T g less than about 0°C.
Claim 3
Dependent Claim
249 words
The composition of claims 1 or 2 wherein the α-olefin polymer(s) has the general formula: wherein: x, y, and z are numbers designating the relative molar amounts of M¹, M², and M³ units that are randomly located in the backbone chain of the polymer such that the polymer has a weight average molecular weight in the range of 50,000 to 5 million, x is from 45 to 98 mole percent of ( x+y+z ), y is from about 1 to 40 mole percent of ( x+y+z ), and z is from 0.1 to 15 mole percent of ( x+y+z ). M¹, is an ethanediyl repeat unit having a pendent alkyl group having 4 to 8 carbon atoms; M² is an ethanediyl repeat unit, different from M¹, selected from ethylene and units having a pendent group selected from linear and branched alkyl groups having 1 to 3 carbon atoms. M³ is an ethanediyl repeat unit having a pendent, non-conjugated ethylenically-unsaturated aliphatic or aryl group selected from the group consisting of 1) linear and branched mono- and polyethylenically-unsaturated hydrocarbyl groups having 3 to 18 carbon atoms, 2) aryl groups substituted by mono- or polyethylenically-unsaturated groups having a total of 7 to 18 carbon atoms, 3) cycloalkylene groups having 6 to 18 carbon atoms wherein the cyclic group has at least 6 carbon atoms in the ring, and 4) monocyclic polyene groups having 4 to 18 carbon atoms, provided that the ethylenically-unsaturated moiety is not bonded directly to a backbone carbon atom.
Claim 4
Dependent Claim
386 words
The composition of claim 3 wherein the α-olefin polymers have the general formula: wherein x, y, z' and z'' are numbers designating the relative molar amounts of monomer units comprising the backbone chain of the polymer such that the polymer has a weight average molecular weight in the range of 50,000 to 5,000,000, x is from 45 to 98 mole percent of ( x+y+z'+z'' ), y is from about 1 to 40 mole percent of ( x+y+z'+z'' ), and (z'+z'') is from 0.1 to 15 mole percent of ( x+y+z'+z'' ) and either of z' or z'' can be zero; z of Formula I equals (z'+z'') of Formula II; R¹ is an alkyl group having 4 to 8 carbon atoms; R² is hydrogen or a group selected from linear and branched alkyl groups having 1 to 3 carbon atoms; R³ is an unsaturated aliphatic hydrocarbyl group having 3 to 18 carbon atoms, the unsaturated group of which is separated from the of the α-olefin polymer backbone by at least one carbon atom, preferably selected from linear and branched alkenyl groups having 3 to 18 carbon atoms, non-conjugated polyethylenically-unsaturated aliphatic groups having 6 to 18 carbon atoms, cyclic alkenyl groups having 5 to 18 carbon atoms, and cyclic non-conjugated polyethylenically-unsaturated groups having 6 to 18 carbon atoms, or R³ can also be ―Q―R⁷, wherein R⁷ is a C₂ to C₁₀ monovalent hydrocarbyl group containing one or more ethylenically unsaturated groups and Q is a divalent radical, ―O― or wherein R⁸ and R⁹ are the same or different C₁ to C₁₂ monovalent organic groups selected from alkyl, cycloalkyl, alkaryl, alkoxy, and aryloxy groups; and R⁴ is hydrogen or R⁴ together with R³ and the carbon atoms to which they are attached forms an unsaturated or non-conjugated polyunsaturated monocyclic ring system having 6 to 18 carbon atoms, the unsaturated groups of which are separated from the of the α-olefin polymer backbone by at least one carbon atom; R⁵ is hydrogen or a linear or branched alkyl group having 1 to 18 carbon atoms or cyclic alkyl group having 5 to 18 carbon atoms; and R⁶ is a linear or branched ethylenically- or non-conjugated polyethylenically-unsaturated aliphatic hydrocarbon group having 3 to 18 carbon atoms, or a cyclic ethylenically or non-conjugated polyethylenically-unsaturated aliphatic hydrocarbyl group having 5 to 18 carbon atoms.
Claim 5
Dependent Claim
26 words
The adhesive composition of claims 1 to 4 wherein said photoactive crosslinking agent is selected from the group consisting of aldehydes, ketones, quinones, thioxanthones and s-triazines.
Claim 6
Dependent Claim
13 words
The adhesive composition of claims 1 to 5 further comprising a tackifying resin.
Claim 7
Dependent Claim
14 words
The adhesive composition of claims 1 to 6 wherein said composition has been crosslinked.
Claim 8
Dependent Claim
20 words
An article comprising the adhesive composition of claims 1 to 7 coated on a substrate, said composition optionally being crosslinked.
Claim 9
Dependent Claim
161 words
A method of preparing the radiation cured adhesive composition of claim 1 comprising the steps: a. providing the polymerisation product of one or more C₆-C₁₀ α-olefin monomers, one or more C₂-C₅ α-olefin monomers, and at least one non-conjugated polyene monomer selected from 1) a linear or branched polyene having 5 to 42 carbon atoms, 2) a monocyclic polyene having 6-20 or more carbon atoms, 3) a polycyclic polyene having 8 to 20 carbon atoms, 4) alkenyl aryl or arylene alkenyl substituted by mono- or polyethylenically unsaturated groups having 9 to 20 carbon atoms, or a combination of one or more of the foregoing, wherein said resultant polymer comprises 45 to 98 mole percent C₆-C₁₀ α-olefin repeat units, 1 to 40 mole percent C₂-C₅ α-olefin repeat units and 0.1 to 15 mole percent non-conjugated polyene repeat units; and then adding an effective amount of a photoactive cross-linking agent; and b. subjecting the admixture to sufficient actinic radiation to provide a cross-linked polymer.
Claim 10
Independent Claim
105 words
A method of preparing a radiation curable adhesive composition comprising the steps of: a. polymerizing a C₆-C₁₀ α-olefin monomer with at least one lower α-olefin monomer using a Ziegler-Natta catalyst to produce a saturated homopolymer or a copolymer, b. reacting the resulting α-olefin polymer with maleic anhydride in the presence of an initiator such as a peroxide and preferably an electron donor (e.g., triphenyl phosphite or triethyl phosphate) to produce a polyolefin adduct, c. reacting the maleated α-olefin polymer adduct with an ethylenically-unsaturated primary amine or isocyanate having 3 to 20 carbon atoms, and d. optionally, adding an effective amount of a photoactive cross-linking agent.
References Cited (Backward Citations)
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