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US5407970A Expired / Lapsed US ⏱️ 0.0 years remaining

Radiation-curable poly(α-olefin) adhesives containing pendant olefinic funtionality

Assignee: 3M Co
•
Filing: 1993-04-13
•
Granted: 1995-04-18
•
Expires: 2013-04-13
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Abstract

Abstract The invention relates to adhesive compositions comprising terpolymers C 6 to C 10 unsaturated α-olefin monomers, C 2 to C 5 α-olefin monomers and polyene monomers and an effective amount of photoactive cross-linking agent to cross-link composition upon radiation from a source of active radiation.

Inventors

  • 👤 James R. Peterson
  • 👤 Gaddam N. Babu

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-29 23:51
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: 21
Claim 1
Independent Claim 405 words
A composition radiation-curable to an adhesive comprising: a) an α-olefin polymer having the general formula: ##STR8## 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 3.5 million, x is at least 45 mole percent of (x+y), y is from about 1 to 40 mole percent of (x+y), and (z'+z") is 0.1 to 15 mole percent of (x+y+z'+z") and either of z' or z" can be zero; R 1 is an alkyl group having 4 to 8 carbon atoms; R 2 is hydrogen or a hydrocarbyl group; R 3 is an unsaturated aliphatic hydrocarbyl group having 3 to 18 carbon atoms, the unsaturated group of which is separated from the ##STR9## 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 R 3 can also be --Q--R 7 , wherein R 7 is a C 2 to C 10 monovalent hydrocarbyl group containing one or more ethylenically unsaturated groups and Q is a divalent radical, --O--, or ##STR10## wherein R 8 and R 9 are the same or different C 1 to C 12 monovalent organic groups selected from alkyl, cycloalkyl, alkaryl, alkoxy, and aryloxy groups; and R 4 is hydrogen or R 4 , together with R 3 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 ##STR11## of the α-olefin polymer backbone by at least one carbon atom; R 5 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 R 6 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; 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 405 words
A composition radiation-curable to an adhesive comprising: a) an α-olefin polymer having the general formula: ##STR8## 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 3.5 million, x is at least 45 mole percent of (x+y), y is from about 1 to 40 mole percent of (x+y), and (z'+z") is 0.1 to 15 mole percent of (x+y+z'+z") and either of z' or z" can be zero; R 1 is an alkyl group having 4 to 8 carbon atoms; R 2 is hydrogen or a hydrocarbyl group; R 3 is an unsaturated aliphatic hydrocarbyl group having 3 to 18 carbon atoms, the unsaturated group of which is separated from the ##STR9## 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 R 3 can also be --Q--R 7 , wherein R 7 is a C 2 to C 10 monovalent hydrocarbyl group containing one or more ethylenically unsaturated groups and Q is a divalent radical, --O--, or ##STR10## wherein R 8 and R 9 are the same or different C 1 to C 12 monovalent organic groups selected from alkyl, cycloalkyl, alkaryl, alkoxy, and aryloxy groups; and R 4 is hydrogen or R 4 , together with R 3 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 ##STR11## of the α-olefin polymer backbone by at least one carbon atom; R 5 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 R 6 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; and b) an effective amount of a photoactive crosslinking agent to crosslink the composition upon exposure to a source of actinic radiation.
Claim 3
Dependent Claim 23 words
The composition of claim 1 wherein said photoactive cross-linking agent is selected from the group consisting of aldehydes, ketones, quinones, thioxanthones and s-triazines.
Claim 4
Dependent Claim 27 words
The composition of claim 1 wherein the concentration of said photoactive cross-linking agent is in the range of 0.05 to 6.0 percent by weight of the polymer.
Claim 5
Dependent Claim 10 words
The composition of claim 1 further comprising a tackifying resin.
Claim 6
Dependent Claim 15 words
The composition of claim 4 wherein said tackifying resin comprises one or more hydrocarbon resins.
Claim 7
Dependent Claim 26 words
The composition of claim 5 wherein said tackifying resin is present in an amount up to about 150 parts per hundred parts of the adhesive composition.
Claim 8
Dependent Claim 30 words
The composition of claim 1 further comprising an effective amount of at least one additive selected from the group consisting of pigments, dyes, fillers, plasticizers, stabilizers, antioxidants and processing oils.
Claim 9
Dependent Claim 18 words
The composition of claim 1 wherein R 1 of said α-olefin polymer has 4 to 6 carbon atoms.
Claim 10
Dependent Claim 25 words
The composition of claim 1 wherein R 2 of said α-olefin polymer is a linear or branched alkyl group having 1 to 3 carbon atoms.
Claim 11
Dependent Claim 21 words
The composition of claim 1 wherein said α-olefin polymer is a tacky pressure sensitive adhesive at 20° to 25 ° C.
Claim 12
Dependent Claim 19 words
The composition of claim 1 wherein said α-olefin polymer has a glass transition temperature of 0° C. or less.
Claim 13
Dependent Claim 31 words
The composition of claim 1 wherein said α-olefin polymer has an inherent viscosity at a concentration of 0.5 g/dl and a temperature of 25° C. of between 0.5 and 5 dl/g.
Claim 14
Dependent Claim 19 words
The composition of claim 12 wherein said inherent viscosity of said α-olefin polymer is between 0.5 and 4 dl/g.
Claim 15
Dependent Claim 26 words
The composition of claim 1 wherein R 5 of said α-olefin polymer is a methyl group and wherein R 6 is --CH 2 CH═CH 2 .
Claim 16
Dependent Claim 22 words
The composition of claim 1 wherein R 5 of said α-olefin polymer is a butyl group and wherein R 6 is ##STR12##
Claim 17
Dependent Claim 11 words
The composition of claim 1 wherein said composition has been cross-linked.
Claim 18
Dependent Claim 13 words
An article comprising the adhesive composition of claim 1 coated on a substrate.
Claim 19
Dependent Claim 12 words
The article of claim 17 wherein the adhesive composition has been cross-linked.
Claim 20
Dependent Claim 15 words
The article of claim 18 wherein the adhesive composition has been cross-linked by ultraviolet radiation.
Claim 21
Dependent Claim 16 words
The article of claim 18 wherein the adhesive composition has been cross-linked by electron beam irradiation.

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USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1998-04-17 1998-10-17 1999-04-18 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 2002-04-17 2002-10-17 2003-04-18 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 2006-04-17 2006-10-17 2007-04-18 $7700.00 Window Closed / Lapsed

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