WO1992002118A1 - Radiation crosslinked conjugated diene butyl psas - Google Patents
Radiation crosslinked conjugated diene butyl psasInfo
- Publication number
- WO1992002118A1 WO1992002118A1 PCT/US1991/003145 US9103145W WO9202118A1 WO 1992002118 A1 WO1992002118 A1 WO 1992002118A1 US 9103145 W US9103145 W US 9103145W WO 9202118 A1 WO9202118 A1 WO 9202118A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- composition
- weight
- radiation
- parts
- elastomer
- Prior art date
Links
- 230000005855 radiation Effects 0.000 title claims abstract description 45
- 239000000203 mixture Substances 0.000 claims abstract description 92
- 239000004820 Pressure-sensitive adhesive Substances 0.000 claims abstract description 75
- 150000001993 dienes Chemical class 0.000 claims abstract description 30
- 229920005549 butyl rubber Polymers 0.000 claims abstract description 20
- 229920001971 elastomer Polymers 0.000 claims description 40
- 239000000806 elastomer Substances 0.000 claims description 38
- 238000000034 method Methods 0.000 claims description 26
- 238000010894 electron beam technology Methods 0.000 claims description 22
- 238000004132 cross linking Methods 0.000 claims description 18
- 239000000758 substrate Substances 0.000 claims description 17
- 239000003504 photosensitizing agent Substances 0.000 claims description 16
- DAKWPKUUDNSNPN-UHFFFAOYSA-N Trimethylolpropane triacrylate Chemical compound C=CC(=O)OCC(CC)(COC(=O)C=C)COC(=O)C=C DAKWPKUUDNSNPN-UHFFFAOYSA-N 0.000 claims description 11
- 239000002904 solvent Substances 0.000 claims description 9
- 238000002156 mixing Methods 0.000 claims description 7
- RWCCWEUUXYIKHB-UHFFFAOYSA-N benzophenone Chemical compound C=1C=CC=CC=1C(=O)C1=CC=CC=C1 RWCCWEUUXYIKHB-UHFFFAOYSA-N 0.000 claims description 5
- 239000012965 benzophenone Substances 0.000 claims description 5
- 238000000151 deposition Methods 0.000 claims description 5
- OKKRPWIIYQTPQF-UHFFFAOYSA-N Trimethylolpropane trimethacrylate Chemical compound CC(=C)C(=O)OCC(CC)(COC(=O)C(C)=C)COC(=O)C(C)=C OKKRPWIIYQTPQF-UHFFFAOYSA-N 0.000 claims description 4
- 230000001678 irradiating effect Effects 0.000 claims description 4
- 238000005266 casting Methods 0.000 claims description 3
- 230000008021 deposition Effects 0.000 claims description 2
- 230000003647 oxidation Effects 0.000 abstract description 5
- 238000007254 oxidation reaction Methods 0.000 abstract description 5
- 238000009472 formulation Methods 0.000 description 22
- 230000001070 adhesive effect Effects 0.000 description 17
- 239000000853 adhesive Substances 0.000 description 15
- 229920000642 polymer Polymers 0.000 description 15
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 10
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 9
- 230000000052 comparative effect Effects 0.000 description 9
- 229920005989 resin Polymers 0.000 description 9
- 239000011347 resin Substances 0.000 description 9
- 239000000463 material Substances 0.000 description 6
- 238000012360 testing method Methods 0.000 description 6
- 241000252233 Cyprinus carpio Species 0.000 description 5
- 239000003921 oil Substances 0.000 description 5
- 238000003860 storage Methods 0.000 description 5
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 4
- VQTUBCCKSQIDNK-UHFFFAOYSA-N Isobutene Chemical group CC(C)=C VQTUBCCKSQIDNK-UHFFFAOYSA-N 0.000 description 4
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 description 4
- 239000000945 filler Substances 0.000 description 4
- 229920002633 Kraton (polymer) Polymers 0.000 description 3
- 229920002367 Polyisobutene Polymers 0.000 description 3
- 229910000831 Steel Inorganic materials 0.000 description 3
- 125000004432 carbon atom Chemical group C* 0.000 description 3
- 229920001577 copolymer Polymers 0.000 description 3
- 239000007822 coupling agent Substances 0.000 description 3
- 238000001704 evaporation Methods 0.000 description 3
- 230000008020 evaporation Effects 0.000 description 3
- 239000004615 ingredient Substances 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- 230000001590 oxidative effect Effects 0.000 description 3
- 239000010959 steel Substances 0.000 description 3
- QNODIIQQMGDSEF-UHFFFAOYSA-N (1-hydroxycyclohexyl)-phenylmethanone Chemical compound C=1C=CC=CC=1C(=O)C1(O)CCCCC1 QNODIIQQMGDSEF-UHFFFAOYSA-N 0.000 description 2
- FIHBHSQYSYVZQE-UHFFFAOYSA-N 6-prop-2-enoyloxyhexyl prop-2-enoate Chemical compound C=CC(=O)OCCCCCCOC(=O)C=C FIHBHSQYSYVZQE-UHFFFAOYSA-N 0.000 description 2
- KWOLFJPFCHCOCG-UHFFFAOYSA-N Acetophenone Chemical compound CC(=O)C1=CC=CC=C1 KWOLFJPFCHCOCG-UHFFFAOYSA-N 0.000 description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 2
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- 230000002411 adverse Effects 0.000 description 2
- 229920006271 aliphatic hydrocarbon resin Polymers 0.000 description 2
- MWPLVEDNUUSJAV-UHFFFAOYSA-N anthracene Chemical compound C1=CC=CC2=CC3=CC=CC=C3C=C21 MWPLVEDNUUSJAV-UHFFFAOYSA-N 0.000 description 2
- 239000003963 antioxidant agent Substances 0.000 description 2
- HUMNYLRZRPPJDN-UHFFFAOYSA-N benzaldehyde Chemical compound O=CC1=CC=CC=C1 HUMNYLRZRPPJDN-UHFFFAOYSA-N 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 229920001400 block copolymer Polymers 0.000 description 2
- 229910000019 calcium carbonate Inorganic materials 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 238000000576 coating method Methods 0.000 description 2
- 239000003431 cross linking reagent Substances 0.000 description 2
- 238000013016 damping Methods 0.000 description 2
- 238000006704 dehydrohalogenation reaction Methods 0.000 description 2
- 229920003244 diene elastomer Polymers 0.000 description 2
- 238000001227 electron beam curing Methods 0.000 description 2
- 239000000839 emulsion Substances 0.000 description 2
- 229920005555 halobutyl Polymers 0.000 description 2
- TZMFJUDUGYTVRY-UHFFFAOYSA-N pentane-2,3-dione Chemical compound CCC(=O)C(C)=O TZMFJUDUGYTVRY-UHFFFAOYSA-N 0.000 description 2
- 238000006116 polymerization reaction Methods 0.000 description 2
- BBEAQIROQSPTKN-UHFFFAOYSA-N pyrene Chemical compound C1=CC=C2C=CC3=CC=CC4=CC=C1C2=C43 BBEAQIROQSPTKN-UHFFFAOYSA-N 0.000 description 2
- 230000009467 reduction Effects 0.000 description 2
- 239000005060 rubber Substances 0.000 description 2
- 230000035945 sensitivity Effects 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 238000001228 spectrum Methods 0.000 description 2
- 229910001220 stainless steel Inorganic materials 0.000 description 2
- 239000010935 stainless steel Substances 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- DXBHBZVCASKNBY-UHFFFAOYSA-N 1,2-Benz(a)anthracene Chemical compound C1=CC=C2C3=CC4=CC=CC=C4C=C3C=CC2=C1 DXBHBZVCASKNBY-UHFFFAOYSA-N 0.000 description 1
- AZQWKYJCGOJGHM-UHFFFAOYSA-N 1,4-benzoquinone Chemical compound O=C1C=CC(=O)C=C1 AZQWKYJCGOJGHM-UHFFFAOYSA-N 0.000 description 1
- HSOAIPRTHLEQFI-UHFFFAOYSA-N 1-(3,5-diacetylphenyl)ethanone Chemical compound CC(=O)C1=CC(C(C)=O)=CC(C(C)=O)=C1 HSOAIPRTHLEQFI-UHFFFAOYSA-N 0.000 description 1
- SAPGBCWOQLHKKZ-UHFFFAOYSA-N 6-(2-methylprop-2-enoyloxy)hexyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCCCCCOC(=O)C(C)=C SAPGBCWOQLHKKZ-UHFFFAOYSA-N 0.000 description 1
- 229910002012 Aerosil® Inorganic materials 0.000 description 1
- -1 BUTYL Chemical class 0.000 description 1
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- 239000013032 Hydrocarbon resin Substances 0.000 description 1
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 1
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- 239000004793 Polystyrene Substances 0.000 description 1
- 239000004809 Teflon Substances 0.000 description 1
- 229920006362 Teflon® Polymers 0.000 description 1
- KNSXNCFKSZZHEA-UHFFFAOYSA-N [3-prop-2-enoyloxy-2,2-bis(prop-2-enoyloxymethyl)propyl] prop-2-enoate Chemical compound C=CC(=O)OCC(COC(=O)C=C)(COC(=O)C=C)COC(=O)C=C KNSXNCFKSZZHEA-UHFFFAOYSA-N 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 150000001336 alkenes Chemical class 0.000 description 1
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 1
- 229910021486 amorphous silicon dioxide Inorganic materials 0.000 description 1
- PYKYMHQGRFAEBM-UHFFFAOYSA-N anthraquinone Natural products CCC(=O)c1c(O)c2C(=O)C3C(C=CC=C3O)C(=O)c2cc1CC(=O)OC PYKYMHQGRFAEBM-UHFFFAOYSA-N 0.000 description 1
- 150000004056 anthraquinones Chemical class 0.000 description 1
- 230000003078 antioxidant effect Effects 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 229920005601 base polymer Polymers 0.000 description 1
- WURBFLDFSFBTLW-UHFFFAOYSA-N benzil Chemical compound C=1C=CC=CC=1C(=O)C(=O)C1=CC=CC=C1 WURBFLDFSFBTLW-UHFFFAOYSA-N 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 238000010538 cationic polymerization reaction Methods 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000001723 curing Methods 0.000 description 1
- PJRHFTYXYCVOSJ-UHFFFAOYSA-N cyclopropyl(phenyl)methanone Chemical compound C=1C=CC=CC=1C(=O)C1CC1 PJRHFTYXYCVOSJ-UHFFFAOYSA-N 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- 238000006471 dimerization reaction Methods 0.000 description 1
- 230000003467 diminishing effect Effects 0.000 description 1
- 238000006073 displacement reaction Methods 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 229920001198 elastomeric copolymer Polymers 0.000 description 1
- 238000005265 energy consumption Methods 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- GVEPBJHOBDJJJI-UHFFFAOYSA-N fluoranthrene Natural products C1=CC(C2=CC=CC=C22)=C3C2=CC=CC3=C1 GVEPBJHOBDJJJI-UHFFFAOYSA-N 0.000 description 1
- YLQWCDOCJODRMT-UHFFFAOYSA-N fluoren-9-one Chemical compound C1=CC=C2C(=O)C3=CC=CC=C3C2=C1 YLQWCDOCJODRMT-UHFFFAOYSA-N 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 230000026030 halogenation Effects 0.000 description 1
- 238000005658 halogenation reaction Methods 0.000 description 1
- 229920001519 homopolymer Polymers 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 229920006270 hydrocarbon resin Polymers 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 238000011065 in-situ storage Methods 0.000 description 1
- 230000002452 interceptive effect Effects 0.000 description 1
- 230000005865 ionizing radiation Effects 0.000 description 1
- 239000011159 matrix material Substances 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 230000007246 mechanism Effects 0.000 description 1
- 150000002734 metacrylic acid derivatives Chemical class 0.000 description 1
- 125000005395 methacrylic acid group Chemical group 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 239000012454 non-polar solvent Substances 0.000 description 1
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 1
- 239000007800 oxidant agent Substances 0.000 description 1
- QNGNSVIICDLXHT-UHFFFAOYSA-N para-ethylbenzaldehyde Natural products CCC1=CC=C(C=O)C=C1 QNGNSVIICDLXHT-UHFFFAOYSA-N 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 239000002985 plastic film Substances 0.000 description 1
- 229920006255 plastic film Polymers 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 229920005862 polyol Polymers 0.000 description 1
- 229920000098 polyolefin Polymers 0.000 description 1
- 150000003077 polyols Chemical class 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 230000008569 process Effects 0.000 description 1
- 230000001737 promoting effect Effects 0.000 description 1
- SCUZVMOVTVSBLE-UHFFFAOYSA-N prop-2-enenitrile;styrene Chemical compound C=CC#N.C=CC1=CC=CC=C1 SCUZVMOVTVSBLE-UHFFFAOYSA-N 0.000 description 1
- KRIOVPPHQSLHCZ-UHFFFAOYSA-N propiophenone Chemical compound CCC(=O)C1=CC=CC=C1 KRIOVPPHQSLHCZ-UHFFFAOYSA-N 0.000 description 1
- 238000003847 radiation curing Methods 0.000 description 1
- 229920005604 random copolymer Polymers 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 230000004044 response Effects 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 230000035939 shock Effects 0.000 description 1
- 150000004760 silicates Chemical class 0.000 description 1
- 238000002791 soaking Methods 0.000 description 1
- 238000000638 solvent extraction Methods 0.000 description 1
- 241000894007 species Species 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 230000000087 stabilizing effect Effects 0.000 description 1
- 229920000638 styrene acrylonitrile Polymers 0.000 description 1
- 229920003051 synthetic elastomer Polymers 0.000 description 1
- 229920001169 thermoplastic Polymers 0.000 description 1
- 239000004416 thermosoftening plastic Substances 0.000 description 1
- 230000008719 thickening Effects 0.000 description 1
- 239000001993 wax Substances 0.000 description 1
- 238000005303 weighing Methods 0.000 description 1
- 238000009736 wetting Methods 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J123/00—Adhesives based on homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Adhesives based on derivatives of such polymers
- C09J123/02—Adhesives based on homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Adhesives based on derivatives of such polymers not modified by chemical after-treatment
- C09J123/18—Homopolymers or copolymers of hydrocarbons having four or more carbon atoms
- C09J123/20—Homopolymers or copolymers of hydrocarbons having four or more carbon atoms having four to nine carbon atoms
- C09J123/22—Copolymers of isobutene; Butyl rubber ; Homo- or copolymers of other iso-olefines
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J123/00—Adhesives based on homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Adhesives based on derivatives of such polymers
- C09J123/26—Adhesives based on homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Adhesives based on derivatives of such polymers modified by chemical after-treatment
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J7/00—Adhesives in the form of films or foils
- C09J7/30—Adhesives in the form of films or foils characterised by the adhesive composition
- C09J7/38—Pressure-sensitive adhesives [PSA]
- C09J7/381—Pressure-sensitive adhesives [PSA] based on macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
- C09J7/383—Natural or synthetic rubber
Abstract
PSA compositions based on conjugated diene butyl rubber may be radiation cured by relatively low levels of UV or EB radiation while retaining oxidation resistance characteristics of ordinary butyl rubber. PSAs cured to a gel content of 25 percent or better have greatly enhanced high temperature cohesive strength.
Description
RADIATION CROSSLINKZD CONJUGATED DIENE BUTYL PSAS Field of the Invention This invention is directed to pressure sensitive adhesive compositions comprising radiation crosslinked conjugated diene butyl rubber. Bckqround of the Invention Both high temperature performance and tack properties are particularly desirable qualities in a pressure sensitive adhesive (PSA). In addition, PSAs should be resistant to oxidative attack and inexpensive to manufacture. It would be desirable to formulate a PSA comprising a butyl rubber" type polymer having the tack properties of such elastomers, but having suitable modification to enable radiation crosslinking. Such PSA formulations would have the required high temperature application performance, tack properties, and oxidation resistance. Simple elastomeric polymers which have good tack properties and an oxidation resistant saturated backbone, such as polyisobutylene homopolymers, generally lac. cohesive strength at elevated temperatures. On the other hand, natural type elastomers, synthetic polyisoprene and copolymers high in isoprene content may be crosslinked by electron beam (EB) or actinic radiation, but these are vulnerable to oxidative attack because of the high concentration of residual unsaturations. U. S. Patent 4,691,782 to Stine discloses articles composed of material including an irradiated blend of a C2 - C3 polyolefin or substituted C2 - C3 polymer and a conjugated diene butyl rubber. The articles possess vibration and shock impact damping characteristics and are suitable for damping dynamic forces. U. S. Patent 4,628,073 to Fisher discloses a softrubbery matrix material composed of 0.3 - 70 micron particles of a 50,000 - 300,000 molecular weight cross linkable polymer dispersed in a fluxable elastomer, where the polymer softening point temperature exceeds the elastomer fluxing temperature, and the polymer and elastomer are combined and mixed at a temperature maintained above the fluxing temperature of the elastomer but below the softening temperature of the polymer. U. S. Patent 4,556,464 to St. Clair discloses a cured adhesive composition comprising a block copolymer of an ABA type where block A is a random copolymer of a monoalkenylarene and a conjugated diene and block B is a conjugated diene elastomer; a tackifier resin compatible with block B; and a crosslinking agent compatible with block A. Polymerization of the conjugated diene produces an unsaturated backbone for reaction with the crosslinking agent. U. S. Patents 4,143,098 and 4,195,133 to Murphy disclose elastomer modified polystyrene or styreneacrylonitrile thermoplastics. The elastomer is a conjugated diene copolymer containing 85-99.5% by weight of a C4 - C7 isoolefin and 0.5 - 15 weight percent of a conjugated diolefin containing 4 to 14 carbon atoms and has randomly distributed sites of diene unsaturation. U. S. Patent 4,152,231 to St. Clair discloses a radiation cured polymer composition comprising a linear or radial conjugated diene block polymer where the diene polymer is selected from the group consisting of C4 - C12 conjugated dienes and their hydrogenated derivatives; a tackifier resin; and di-to-tetra functional acrylate or methacrylate coupling agents which promote crosslinking of the base polymer. U. S. Patents 4,068,051 to Baldwin et al.; 4,038,472 to Rae; and 3,867,270 to Malatesta et al. disclose various aspects concerning conjugated diene containing butyl rubber. The '051 patent is directed to an improved process for the dehydrohalogenation of halogenated butyl rubber. The '472 patent teaches a conjugated diene butyl elastomer copolymer having a curing system comprising dihydroxybenzene and an oxidant or oxidation catalyst where benzoquinone is formed in-situ and cures the elastomer at room temperature. The '270 patent discloses a conjugated diene butyl rubber which is cured with UV radiation with the aid of a photosensitizer. Summary Of The Invention It has been discovered that Pressure Sensitive Adhesive (PSA) compositions based on polymers of isobutylene and a minor amount of diene, commonly referred to as conjugated diene butyl (CDB) copolymer, can be efficiently cured utilizing low levels of radiation and, because of the mostly saturated butyl backbone, offer improved stability with enhanced resistance to oxidation. Requiring only low radiation exposure to cure the PSA to a desired gel content, PSAs of the present invention may be radiation crosslinked with enhanced throughput and reduced energy consumption. In one embodiment, the present invention provides a radiation crosslinkable PSA composition comprising 100 parts by weight of a conjugated diene butyl elastomer and 50 to about 200 parts by weight of a tackifying resin. The conjugated diene butyl rubber is preferably radiation crosslinked to a gel content of at least 25 percent by weight of the elastomer and the PSA has a storage modulus of less than about 5 x 106 dynes/cm2, a SAFT of at least about 50'C and a holding power of at least 100 hours. In a further embodiment, the PSA composition preferably comprises from about 1 to about 10 parts by weight photosensitizer when ultraviolet (W) radiation curing is utilized. The PSA is crosslinked by low radiation exposure of less than about 2 joules/cm2 (J/cm2) and contains gel structures. In another aspect, the PSA composition preferably comprises from about 1 to about 10 parts by weight of a photocrosslinking agent when electron beam (EB) radiation is utilized. The PSA is crosslinked by low radiation exposure of less than about 5 Mrad EB radiation and contains gel structures. In a further embodiment, the present invention provides a method for applying a conjugated butyl diene rubber based pressure sensitive adhesive comprising the steps of: (a) blending 100 parts by weight of a conjugated diene butyl elastomer with from about 50 to about 200 parts by weight of a tackifier; (b) depositing a layer of the blend onto a substrate surface; and (c) irradiating the blend on the surface of the substrte to crosslink the elastomer into a gel structure comprising at least about 25 percent by weight of the elastomer, preferably having a modulus below about 5 x 106 dynes/cm2, a SAFT of at least about 50'C and a holding power of at least about 100 hours. In a further aspect the present invention provides a method comprising the steps of casting the PSA composition from a solvent, removing the solvent to leave a residue layer, and irradiating the residue with less than about 2 J/cm2 of W radiation or less than about 5 Mrad EB radiation. Detailed Description Of The Invention Radiation crosslinked pressure sensitive adhesive (PSA) compositions of the present invention utilize EB or actinic, W rich, radiation to cure the adhesive. Reactive conjugated unsaturation in the backbone of conjugated diene butyl (CDB) elastomers incorporate sites at which crosslinking proceeds. The PSA formulation may be applied to a substrate from a solvent which upon evaporation deposits a layer of the adhesive. Tacky upon deposition, the PSA may be highly crosslinked by relatively low exposure to actinic or EB radiation which improves the PSA high temperature performance while not substantially diminishing adhesive properties. The PSA compositions which embody the present invention comprise an admixture of a CDB elastomer and one or more suitable tackifying resins. The tackifier is generally present in an amount effective to promote adhesion to a particular substrate. The tackifier typically comprises from about 50 to about 200 phr, preferably from about 50 to about 100 phr, of the composition. CDB elastomer refers to one or more "butyl" elastomers which incorporate conjugated unsaturations along the butyl backbone. In a post-polymerization reaction procedure the as-polymerized "butyl" elastomer is first halogenated to form a brominated elastomer, for example, then dehydrohalogenated to produce the conjugated diene unsaturations along the "butyl" backbone. The expression "butyl" elastomer is well known in the art and generally refers to an elastomeric copolymer of an isoolefin of about 4 to 7 carbon atoms, such as isobutylene, which is a preferred isoolefin, and a conjugated diolefin of about 4 to 14 carbon atoms, such as isoprene, which is a preferred diolefin. "Butyl" elastomers typically comprise from about 85 to about 99.5 percent by weight of the isoolefin and from about 0.5 to about 15 percent by weight of the diolefin. The preferred CDB elastomer incorporates conjugated diene units distributed along the isobutylene backbone as either: EMI5.1 The conjugated diene is preferably present in an amount between about 0.5 and about 6 mole percent, more preferably about 0.5 and about 3 percent by mole, and most preferably in an amount of about 2 mole percent. Typically, the CDB elastomer has a number average molecular weight between about 5000 and about 500,000, preferably between about 50,000 and about 300,000, and more preferably between about 100,000 and about 300,000. The resulting CDB elastomer is represented generally by the structure: EMI6.1 or mixtures of (I) and (11), wherein n and m represent a number of isobutylene repeat units and x and y represent a number of conjugated diene repeat units in both common representations mentioned above. Manufacture of butyl elastomers is well known in the art and is described, for example, in U. S. Patent 2,356,128 which is hereby incorporated herein by reference. A method for the halogenation of butyl elastomers is described in U. S. Patent 3,099,644 which is hereby incorporated herein by reference. Dehydrohalogenation of halogenated butyl elastomers to produce CDB elastomers is described in U. S. Patent 3,867,270 which is hereby incorporated herein by reference. A second component of the radiation curable CDB based PSA formulations of the present invention is a tackifier for promoting wetting of the substrate and adhesion. The tackifying system may include one or more tackifier resins with different composition and molecular weight characteristics. Exemplary tackifier components suitable for use in this invention include aliphatic hydrocarbon resins obtained from Exxon Chemical Co. under the trade designation ESCOREZ, e.g., ECR-lll and ECR143H, hydrogenated aliphatic hydrocarbon resins, and ECR 327, a hydrogenated cycloaliphatic hydrocarbon resin. Hydrogenated tackifiers are preferred because unsaturation present in the tackifier may reduce the conversion of polymer to gel through radiation energy absorption or thr lgh tackifier participation in crosslinking when the adhesive is cured. These tackifiers typically have a ring and ball softening point from about 10'C to about 180it, preferably from about 150C to about 75it. The tackifiers obtained under the trade designations ECR-lll, ECR-l43H and ECR-327 have been found to be particularly preferred. ECR-143H resin is prepared by the cationic polymerization of a C5 olefin/diolefin feed stream as described in U. S. 4,916,192 which is incorporated by reference herein. A third component of the PSA formulation based on CDB elastomers of the present invention which may be present is a photosensitizer to enhance the sensitivity of the PSA to UV radiation. Useful photosensitizers include benzophenone, l-hydroxycyclohexyl phenyl ketone, propiophenone, cyclopropyl phenyl ketone, acetophenone, 1,3,5-triacetyl benzene, benzaldehyde, thioxanthane, anthraquinone B-naphthyl phenyl ketone, Bnaphthaldehyde, B-acetonaphthone, 2,3-pentanedione, benzil, fluorenone, pyrene, benzanthrene, and anthracene. Of these photosensitizers, benzophenone is preferred. While most of these are well known photosensitizers, other photosensitizers responsive to UV radiation would work equally well in the present invention. Photosensitizers are generally chosen according to the wavelength sensitivity of the compound and the degree to which it absorbs W energy in competition with formation of the dimerization species by which the photocrosslinking mechanism generally proceeds. The PSA may comprise from about 0.01 to about 10 parts of the W photosensitizer per 100 parts by weight CDB elastomer, preferably from about 1 to about 5 parts by weight in the formulation. A fourth component which may be present in the PSA formulation based on CDB butyl elastomers is a photocrosslinking agent comprising a multi functional acrylate or methacrylate coupling agent which promotes crosslinking of the base elastomer during exposure to EB radiation. The crosslinking promoters are typically di-, tri- and tetra-functional acrylates and methacrylates selected from the group consisting of the acrylic and methacrylic esters of polyols. Examples of such crosslinking promoters include 1,6-hexanediol diacrylate (HDODA), 1,6-hexanediol dimethacrylate (HDODM), trimethylolpropane triacrylate (TMPTA), trimethylolpropane trimethacrylate (TMPTM), pentaerythritol tetracrylate (PTA) and tetramethacrylate (PTM) and the like. Preferred crosslinking promoters include TMPTA and TMPTM. The PSA may comprise from about 0.1 to about 10 parts by weight of the crosslinking promoter per 100 parts by weight CDB elastomer and preferably, about 0.5 to about 2 parts by weight. The PSA composition may further contain relatively minor amounts of ingredients such as waxes, oils, fillers, coupling agents, colorants, antioxidants, and other stabilizing additives which do not substantially adversely affect the system such as, for example, by adversely interfering with the radiation crosslinking or adhesion of the PSA to a substrate surface. The antioxidant or stabilizer can be added to the PSA at from about 0.1 to about 1.5 percent by weight of the adhesive, preferably from about 0.1 to about 1 percent by weight, and typically about 0.5 percent by weight. The optional oils which may be mentioned include refined hydrocarbon oils such as are commonly used in adhesives, including paraffinic, aromatic, and naphthenic oils available under the trade designations KAYDOL, TUFFLO, and the like. The refined oils serve to reduce viscosity and improve surface tack properties, and are generally present at O to about 50 phr CDB. A modifying polymer which may be present in the tackifier system is characterized as a low molecular weight butyl resin. One such suitable resin is available commercially under the trade name KALENE 800 and comprises an approximately 40,000 molecular weight degraded butyl rubber; another is a polyisobutylene of about 50,000 molecular weight sold under the trade name VISTANEX Lem. Another modifying polymer which may be present in the tackifier system may be characterized as a butyl oligomer of very low molecular weight. One such suitable resin is available commercially under the trade name PARAPOL 950 and comprises chiefly polyisobutylene oligomers of about 950 molecular weight. Particulated fillers which may be used for thickening and price reduction include glass, silica, amorphous Sio2, fumed alumina, calcium carbonate, fibers and the like. These fillers generally may comprise from about 1 to about 50 percent by weight of the adhesive, and preferably from about 2 to about 40 percent by weight. Silicates are generally used at from 2 to 10 percent by weight while calcium carbonate can comprise up to 30 or 40 percent by weight of the adhesive. Suitable commercially available fillers are available under the trade designations CAB-O-SIL, ZEROSIL 35, AEROSIL R972, DUCRAL 10 and the like The radiation curable PSA compositions based on CDB elastomers of this invention are prepared by blending together the components in a suitable solvent or aqueous emulsion medium, for example, until a homogeneous blend is obtained. Various methods of blending materials of this type are known to the art, and any method that produces a homogeneous blend is satisfactory. Typically blending equipment includes, for example, mixing extruders, roll mills, Banbury mixers, Brabenders, and the like. The PSA composition may be applied to the substrate from a solution of up to about 40 percent by weight solids of the ingredients in a non-polar solvent such as toluene, xylene, hexane and the like. Prior to crosslinking, the solvent is removed by evaporation to leave the coated substrate. Alternatively, the ingredients may be mixed in a solvent, the mixture emulsified and the solvent evaporated, and the adhesive applied to the substrate as a 60-70 weight percent solids water-based emulsion, the water being removed by subsequent evaporation. Crosslinking may be effected by EB or UV radiation. EB or high energy radiation can be obtained from suitable sources including a Van de Graaf electron accelerator, betatron, cyclotron or the like. Such energy sources produce an ionizing radiation including electrons, protons, neutrons, gamma rays, X-rays and the like. UV radiation may be filtered to exclude the shorter, higher energy wavelength portion of the W spectrum which may cause degradation of the adhesive surface. Alternatively, one may employ a W source having the appropriate output spectrum. Crosslinking density of the CDB based PSA composition of the present invention is adjusted to a level of gel content for optimized tack and temperature performance properties. The irradiation of the PSA is preferably sufficient to obtain a gel content of the PSA in a range of from about 25 to about 110 percent by weight of the elastomer, more preferably from about 40 to about 55 percent by weight. Furthermore, the crosslinked PSA should preferably have a storage modulus less than about 5 x 106 dynes/cm2. At this modulus value or lower the PSA composition falls within Dalquist criteria for having good substrate wettability. Additionally, the crosslinked PSA should preferably have temperature performance characterized by a shear adhesion fail temperature (SAFT) of at least about 50-C, more preferably at least about 75'C, most preferably at least about 105*C, and a holding power test result of at least about 100 hours. A surprising feature of the present invention is that the substantially increased SAFT obtained by crosslinking is not accompanied by a significant corresponding reduction in adhesive properties such as loop tack and peel strength. PSA formulations based on CDB elastomer may be crosslinked by short exposure to low intensity radiation. PSAs may be crosslinked to the required gel content by EB exposure of from about 1 to about 5 Mrad, preferably from about 1 to about 3 Mrad. PSAs may also be crosslinked by UV exposure from about 0.1 to about 2 J/cm2, preferably from about 0.2 to about 1 J/cm2, and more preferably from about 0.25 to about 0.7 J/cm2. Crosslinked PSA formulations based on CDB elastomers of the present invention may also be characterized as having gel structures. A preferred use of the present formulation is in the preparation of PSA tapes or labels. The PSA tape comprises a flexible backing sheet and a layer of the adhesive composition of the present invention coated on one major surface of the backing sheet. The backing sheet may be a plastic film, paper or any other suitable material and the tape may include various other layers or coatings, such as primers, release coatings and the like, which are used in the manufacture of PSA tapes. In another embodiment of the present invention, a method by which a coated substrate may be made is offered. Such method comprises blending together the CDB elastomer based formulation with one or more appropriate tackifiers, depositing a solution of the formulation on a suitable substrate, irradiating the adhesive with a low dose of actinic or EB radiation to effect gel formation so that the PSA formulation has a storage modulus of less than 5 x 106 dynes/cm2, temperature performance characterized as a SAFT of 50*C or more and a holding power of 100 hours or more. The shear adhesion failure temperature (SAFT) is defined as a temperature at which a 1.0 kg weight drops in an oven after being attached to a substrate material by a 1" x 1" overlap of tape coated with the PSA and increasing oven temperature at the rate of 40*F per hour. Holding power (HP) is defined as a time required for a 1" x 1" area of label adhered to steel to fail under a load of 1 kg applied in shear at a 2 antipeel or a time required for a 0.5 x 1" area of tape adhered to steel to fail under a load of 1 kg applied in shear at a 2 antipeel. Unless otherwise noted, the HP as referred to in the specification and the claims is based on the 1" x 1" label method. The method is Pressure Sensitive Tape Council Method #7. The peel strength is determined according to Pressure Sensitive Tape Council Method #1. A 1 in. wide tape is adhered to a clean stainless steel bar and the bar is mounted in an Instron tester. The free end of the tape is pulled away at a 180- angle at a rate of 2 in. per minute and the required force is recorded. Loop tack refers to a test conducted by using a 1 in. wide tape formed into a loop, adhesive side out. The loop is fixed in the upper jaws of an Instron tester and lowered to meet a horizontal clean stainless steel plate clamped in position in the lower jaws of the Instron tester. When about 5 in. of tape are adhered to the steel plate, the upper jaws are raised at a rate of 2 in./min. The required force is recorded as the loop tack. The storage modulus (G ) is determined according to a Polymer Laboratories, Inc. dynamic mechanical thermal analyzer (DMTA) procedures at ambient temperature. The PSA is cast in a 2 mm deep Teflon-coated mold, and 12 mm diameter disks are die cut for DMTA testing. G is understood in the art to be a measurement of the elastic or storage modulus (stress/strain) measured in phase with sinusoidial shear displacement of the material. Gel refers to the insoluble residue of the rubber in the adhesive and is determined by exhaustive solvent extraction in refluxing toluene for about 72 hours, and drying and weighing the remaining gel. Qualitatively, the gel structure can be evaluated by soaking irradiated CDB specimens on a polyester substrate in toluene for a few minutes. Using this qualitative technique, if the adhesive lacks gel structure the rating is O; trace gel structure is rated 1; loose gel structure is rated 2; and tight gel structure is rated 3. The invention is further illustrated by means of the following illustrative examples: Examles 1-12 and Comparativ- Examples 1-3 Several PSA formulations based upon a CDB elastomer were blended with a variety of tackifying systems to evaluate a crosslinking response in terms of gel formulation upon exposure to EB radiation. For each sample tightness of subsequent gel structures was evaluated using the qualitative procedure. jolts appear in Table I. The data indicate tight gel st ture in those samples containing crosslinking promoter TMPTA at low EB exposure. TABLE I EB CURED PSA FORMULATIONS COMPOSITION (phr) EB CUALITATIVE EXPOSURE EVALUATION EXAMPLE (MRAD) CDB ECR-143H ECR-327 TMPTA OF GEL Conp. 1 1 100 --- --- --- Coap 2 3 100 --- --- --- 2 Corp. 3 5 100 --- --- --- 2 1 1 100 50 --- --- 1 2 3 100 50 --- --- 2 3 5 100 50 --- --- 2 4 6 100 100 --- - .- - 5 6 100 100 --- --- 0 6 6 100 100 --- --- 0 7 1 100 50 --- 1 2 8 3 100 50 --- 1 3 9 5 100 50 --- 1 3 10 1 100 --- 50 1 2 11 3 100 --- 50 1 3 12 5 100 --- 50 1 3 Examples 13-35 and Comparative Examples 4-5 SAFT tests were run on PSA formulations prepared as in Examples 1-12. High temperature performance for different tackifying systems was evaluated as a function of level of radiation exposure. Results show good SAFT values particularly in those samples having crosslinking promoter TMPTA. Temperature performance was superior to or comparable with a typical non irradiated KRATON formulation (Comparative Example 4) commonly employed for PSA applications (KRATON is a Shell trademark for SBS or SIS block copolymer PSA compositions). Furthermore, the inadequacy of standard "butyl rubber" (Comparative Example 5) is evident. TABLE II El CURED PSA FORMULATIONS COMPOSITION (phr) EB CONIC. EXPOSURE ECR- ECR- ECR- PARAPOL GEL EXAMPLE (MRAD) COB 143H 111 32 950 TMPTA (X CDB) SAFT ('C) 13 1 100 50 . - --- 1 --- 138 14 3 100 50 --- --- --- 1 --- 133 15 5 100 50 --- --- --- 1 --- 103 16 1 100 50 --- --- --- --- --- 97 17 3 100 50 --- --- --- --- --- 94 18 5 100 50 --- --- --- --- --- 102 19 1 100 50 --- --- 50 1 --- 84 20 3 100 50 --- --- 50 1 --- 109 21 5 100 50 --- --- 50 1 --- 105 22 1 100 --- 50 --- --- --- 118 23 3 100 --- --- 50 --- --- --- 133 24 5 100 --- --- 50 --- --- --- 116 25 1 100 --- --- 50 --- 1 --- 126 26 3 100 --- --- 50 --- 1 --- 131 27 5 100 --- --- 50 --- 1 --- 105 28 6 100 1W 100 --- --- --- --- 94 29 6 100 100 --- --- --- --- --- 96 30 6 100 100 --- --- --- --- --- 102 31 3 100 --- --- 50 --- --- 50.3 141+ 32 3 100 50 --- --- --- --- 29.5 129 33 3 100 80 20 --- --- --- 13.4 64 34 3 100 80 20 --- --- 1.5 25.5 105 35 3 100 80 20 --- --- 3.0 40 120 Carp. 4 KRATON 103 Cony. 5 "butyt rubber" 37 Examples 36-55 and Comparative Examples 6-13 The holding power performance of PSA formulation prepared as in Examples 13-35 and Comparative Examples 45 was tested upon varying exposure to EB radiation. Nonirradiated samples were also tested for comparison. Results tabulated in Table III indicate greatly enhanced holding power of the cured samples. TABLE III EB CURED PSA FORMULATIONS COMPOSITION (phr) EB CONC. EXPOSURE ECR- ECR- ECR- PARAPOL GEL HOLDING POWER (hrs) EXAMPLE (MRAD) COB 143H 111 327 950 TMPTA (X CDB) 1x1U ¸"x1" 36 1 100 50 --- -. --- --- --- 100+ 37 3 100 50 --- --- --- --- --- 100+ 38 5 100 50 --- --- --- 100t --- 100+ --- Come. 6 0 100 50 --- --- --- --- --- 40 39 1 100 50 --- --- --- 1 --- 100+ 40 3 100 50 --- --- --- 1 --- 100+ 41 5 100 50 --- --- --- 1 --- 100+ Come. 7 0 100 50 --- --- --- 1 42 1 100 50 --- --- 50 1 --- 100+ 43 3 100 50 --- --- 50 1 --- 100+ 44 5 100 50 --- . --- 50 1 --- 100+ Carp. Ï 0 100 50 --- --- 50 1 --- 29 45 3 100 50 --- --- --- --- 29.5 100+ Coax. 9 0 100 50 --- --- --- --- --- 12 46 3 100 80 20 --- --- --- 13.4 47 4.3 Corp. 10 0 100 80 20 --- --- --- --- 3 0.2 47 3 100 80 20 --- --- 1.5 25.5 100+ 13.2 Carp. 11 0 100 80 20 --- --- 1.5 --- 3 48 3 100 80 20 --- --- 3 40.0 100+ 13.4 Carp. 12 0 100 80 20 --- --- 3 --- 3 49 1 100 --- --- 50 --- --- --- 100+ 50 3 100 --- --- 50 --- --- --- 100+ 51 5 100 --- --- 50 --- --- --- 100+ 52 1 100 --- --- 50 --- 1 --- 100+ 53 3 100 --- --- 50 --- 1 --- 100+ 54 5 100 --- --- 50 --- 1 --- 100+ 55 3 100 --- --- 50 --- --- --- 100+ Carp. 13 0 100 --- --- 50 --- --- --- 10.5 Examples 56-58 Peel tests were performed on selected PSA formulations prepared as in Examples 13-35. Results indicate that peel strength was only modestly reduced with increasing concentration of gel "before" and "after" EB curing. Results appear in Table IV. TABLE IV El CURED PSA FORMULATIONS COMPOSITION (phr) El EXPOSURE CONIC. GEL PEEL GEFORE/AFTER ECI- ECA- BEFORE/AFTER BEFORE/AFTER EXAMPLE (MRAD) CDB 143H 111 TMPTA (X CDI) (lb/in.) 56 on 100 80 20 --- 0/13.4 3.30/4.13 57 0/3 100 80 20 1.5 0/25.5 2.85/2.33 58 0/3 100 80 20 3 0/40.0 2.40/2.15 Examples 59-61 Loop tack tests were performed on selected PSA formulations prepared as in Examples 13-35. Results indicated that loop strength was only moderately reduced with increasing gel concentration "before" and "after" EB curing. Results appear in Table V. TABLE V EB CURED PSA FORMULATIONS COMPOSITION (phr) El EXPOSURE CONC. GEL LOOP TACI: BEFORE/AFTER ECR- ECR- BEFORE/AFTER BEFORE/AFTER EXAMPLE (MRAD) CDB 143H 111 TMPTA (X CDB) (lb/in.) 59 on 100 80 20 --- 0113.4 2.05/1.97 60 0,3 100 80 20 1.5 0/25.5 1.28/1.28 61 0/3 100 80 20 3 0/40.0 1.13/1.02 Examples 62-65 and Comparative Example 14 Holding power performance was evaluated for several W cured PSA samples utilizing benzophenone as a photosensitizer. Results in Table VI indicate excellent holding power for PSA formulations having a gel concentration of about 40% or greater. A nonirradiated comparative sample had poor holding power. TABLE VI UV CURED PSA FORMULATIONS CCHPOSITION (char) UV HOLDING EXPOSURE ECR- ECR- PHOTO- COSMIC. OF GEL POWER EXAMPLE (J/cm2L COB 143H 111 SENSITIZER (X CDB) 1"x111(hrs) 62 1.0 100 100 --- 6 45 63.2 Coop. 14 0 100 60 40 4 -- 2.5 63 0.25 100 60 40 4 10.8 49.4 64 0.5 100 60 40 4 45.8 100+ 65 1.0 100 60 40 4 47.7 100+ Examples 66 and 67 Peel strength performance of two PSAs formulated as in Examples 62 and 65 were evaluated. Results in Table VII indicate that peel strength was enhanced by selection of the appropriate tackifier system. TABLE VII W CURED PSA FORMULATIONS COMPOSITION (phr) In, EXPOSURE ECR- ECR- PHOTO- CONC. OF GEL PEEL EXAMPLE (J/cmê) CDB 143H 111 SENSITIZER (X CDB) (lb/in.) 66 1.0 100 100 --- 6 45 2.05 67 1.0 100 60 40 4 47.7 3.35 Examples 68-75 and Comparative Examples 15-18 Various PSA formulations were evaluated before and after W exposure for SAFT, peel, loop tack and 1" x h" holding power. The photosensitizer was a 3:1 mixture of benzophenone and l-hydroxycyclohexyl phenyl ketone. The results are presented in Table VIII. TABLE Villi UV CURED PSA FORMULATIONS COMPOSITION (per) W HOLDING EXPOSURE ECR- ECR- ECR- PARAPOL PHOTO- SAFT PEEL LOOP TACK POWER EXAMPLE (J/cm2L COB 327 143H 111 950 SEIISITIZER (C) (Ib/in.) (lb/in.) lMxWi(hrs) Coop. 15 0 100 --- 60 40 --- 6 42 3.3 3.55 0.1 68 0.25 100 --- 60 40 --- 6 56 2.8 2.8 1.25 69 0.75 100 --- 60 40 --- 6 121 3.1 2.1 30.8 Coop. 16 0 100 --- 60 40 20 6 33 2.67 3.1 0.05 70 0.25 100 --- 60 40 20 6 41 2.5 2.5 0.23 71 0.75 100 --- 60 40 20 6 66 2.8 2.2 1.2 Coop. 17 0 100 100 --- --- --- 6 43 1.6 1.75 0.15 72 0.25 100 100 --- --- --- 6 124 1.5 1.0 27.6 73 0.75 100 100 --- --- --- 6 123 1.5 0.85 29 Coop. 18 0 100 100 --- --- 20 6 37 1.6 1.0 0.1 74 0.25 100 100 --- --- 20 6 71 1.5 1.4 2.3 75 0.75 100 100 --- --- 20 6 108 1.1 1.3 13.95 Examples 76-79 and Comparative Examples 19-22 Various PSA formulations were prepared and evaluated for SAFT, peel, loop tack and 1" x " holding power before and after exposure to electron beam exposure. The results are presented in Table IX. TABLE IX EB CURED PSA FORMULATIONS COMPOSITION (phr) EB HOLDING EXPOSURE ECR- ECR- ECR- PARAPOL SAFT PEEL LOOP TACK POUER EXAMPLE (trad) CDB 327 143H 111 950 tSC) (Ib/in.) (lb/in.) 1"x%"(hrs) Corp. 19 0 100 100 --- --- 20 33 1.4 0.8 d.08 76 3 100 100 --- --- 20 100 1.32 0.77 5.7 Coop. 20 0 100 --- 100 --- 20 37 2.1 1.73 77 3 100 --- 100 --- 20 88 1.7 1.43 9.5 Coop. 21 0 100 --- 60 40 20 39 1.8 2.4 78 3 100 --- 60 40 20 76 2.15 2.13 4.88 Coop. 22 0 100 --- 50 --- --- 61 1.5 1.15 79 3 100 --- 50 --- --- 117 1.0 1.95 67.3 The foregoing description of the invention is illustrative and explanatory thereof. Various changes in the materials, apparatus, and particular parts employed will occur to those skilled in the art. It is intended that all such variations within the scope and spirit of the appended claims be embraced thereby.
Claims
Cl ails:
1. A radiation crosslinkable composition, comprising:
(a) 100 parts by weight of conjugated diene
butyl elastomer; and
(b) from about 50 to about 200 parts by weight
of a tackifier intimately blended
therewith; and 2. A radiation crosslinked pressure sensitive adhesive
composition, comprising:
(a) 100 parts by weight of conjugated diene
butyl elastomer; and
(b) from about 50 to about 200 parts by weight
of a tackifier intimately blended
therewith; and
(c) wherein said conjugated diene butyl
elastomer is radiation cross-linked to a
gel content of at least about 25 percent
by weight of said elastomer.
3. The composition of claim 2, wherein said gel content
comprises from about 25 to about 110 percent by
weight of said elastomer.
4. The composition of claim 1, wherein said composition
further comprises from about 1 to about 10 parts by
weight photosensitizer.
5. The composition of claim 4, wherein said
photosensitizer comprises benzophenone.
6. The composition of claim 1, wherein said composition
further comprises from about 1 to about 10 parts by
weight photocrosslinking promoter.
7. The composition of claim 6, wherein said
photocrosslinking promoter is selected from the
group consisting of trimethylolpropane triacrylate
and trimethylolpropane trimethacrylate.
8. The composition of claim 2, wherein said composition
is crosslinked by W radiation of less than about 2
j oules/cm2.
9. The composition of claim 2, wherein said composition
is crosslinked by electron beam radiation of less
than about 5.0 Mrad.
10. The composition of claim 1, comprising from about 50
to about 100 parts by weight of said tackifier.
11. The composition of claim 1, wherein said tackifier
has a ring and ball softening point from about lOC
to about 180it.
12. The composition of claim 11, wherein said softening
point is from about 15eC to about 75it.
13. The composition of claim 4, comprising from about 1
to about 5 parts by weight of said photosensitizer.
14. A method for applying a conjugated diene butyl-based
pressure sensitive adhesive, comprising the steps
of:
(a) intimately blending 100 parts by weight of
a conjugated diene butyl elastomer with
from about 50 to about 200 parts by weight
of a tackifier;
(b) depositing a layer of said blend onto a
substrate surface; and
(c) irradiating said blend on said surface to
crosslink said elastomer into a gel
content of at least about 25 percent by
weight of said elastomer.
15. The method of claim 14, further comprising the step
of adhering said layer to a second surface opposite
said substrate.
16. The method of claim 14, wherein said blend includes
a crosslinking promoter and said radiation comprises
electron beam radiation.
17. The method of claim 16, wherein said radiation is
less than about 5.0 Mrad.
18. The method of claim 14, wherein said blend includes
a photosensitizer and said radiation comprises
ultraviolet radiation.
19. The method of claim 18, wherein said radiation is
less than about 2 joules/cm2.
20. The method of claim 14, wherein said blend includes
a solvent and said deposition includes casting said
layer onto said substrate surface.
21. The method of claim 20, wherein said casting
includes removing said solvent from said blend to
leave said layer as a residue on said substrate
surface.
22. The method of claim 14, wherein said blend comprises
from about 50 to about 100 parts by weight of said
tackifier.
23. The method of claim 18, wherein said photosensitizer
comprises from about 1 to about 5 parts by weight of
said blend.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
PCT/US1991/003145 WO1992002118A1 (en) | 1991-05-07 | 1991-05-07 | Radiation crosslinked conjugated diene butyl psas |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
PCT/US1991/003145 WO1992002118A1 (en) | 1991-05-07 | 1991-05-07 | Radiation crosslinked conjugated diene butyl psas |
Publications (2)
Publication Number | Publication Date |
---|---|
WO1992002118A2 WO1992002118A2 (en) | 1992-02-20 |
WO1992002118A1 true WO1992002118A1 (en) | 1992-02-20 |
Family
ID=22225513
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
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PCT/US1991/003145 WO1992002118A1 (en) | 1991-05-07 | 1991-05-07 | Radiation crosslinked conjugated diene butyl psas |
Country Status (1)
Country | Link |
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WO (1) | WO1992002118A1 (en) |
Cited By (2)
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EP1976952A1 (en) | 2006-01-24 | 2008-10-08 | 3M Innovative Properties Company | Adhesive encapsulating composition film and organic electroluminescence device |
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---|---|---|---|---|
US3328194A (en) * | 1962-12-28 | 1967-06-27 | Kendall & Co | Irradiation of pressure-sensitive adhesive tape in an oxygen-free state |
EP0278662A2 (en) * | 1987-02-06 | 1988-08-17 | Minnesota Mining And Manufacturing Company | Organo-phosphorous energy transfer agents |
US4788245A (en) * | 1986-03-21 | 1988-11-29 | Radiation Dynamics, Inc. | Self-amalgamating material |
EP0416921A1 (en) * | 1989-09-06 | 1991-03-13 | Minnesota Mining And Manufacturing Company | Radiation curable polyolefin pressure-sensitive adhesive |
EP0279579B1 (en) * | 1987-02-09 | 1993-04-21 | Bridgestone Corporation | Irregular section adhesive sheets |
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1991
- 1991-05-07 WO PCT/US1991/003145 patent/WO1992002118A1/en not_active Application Discontinuation
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US3328194A (en) * | 1962-12-28 | 1967-06-27 | Kendall & Co | Irradiation of pressure-sensitive adhesive tape in an oxygen-free state |
US4788245A (en) * | 1986-03-21 | 1988-11-29 | Radiation Dynamics, Inc. | Self-amalgamating material |
EP0278662A2 (en) * | 1987-02-06 | 1988-08-17 | Minnesota Mining And Manufacturing Company | Organo-phosphorous energy transfer agents |
EP0279579B1 (en) * | 1987-02-09 | 1993-04-21 | Bridgestone Corporation | Irregular section adhesive sheets |
EP0416921A1 (en) * | 1989-09-06 | 1991-03-13 | Minnesota Mining And Manufacturing Company | Radiation curable polyolefin pressure-sensitive adhesive |
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Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5335559A (en) * | 1988-08-30 | 1994-08-09 | Symtron Systems, Inc. | Fire fighting trainer and apparatus |
EP1976952A1 (en) | 2006-01-24 | 2008-10-08 | 3M Innovative Properties Company | Adhesive encapsulating composition film and organic electroluminescence device |
KR101422856B1 (en) * | 2006-01-24 | 2014-07-24 | 쓰리엠 이노베이티브 프로퍼티즈 컴파니 | Adhesive Encapsulating Composition Film and Organic ELECTROLUMINESCENCE Device |
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