CA2119569A1 - Radiation curable saturated polyolefin pressure-sensitive adhesive - Google Patents
Radiation curable saturated polyolefin pressure-sensitive adhesiveInfo
- Publication number
- CA2119569A1 CA2119569A1 CA002119569A CA2119569A CA2119569A1 CA 2119569 A1 CA2119569 A1 CA 2119569A1 CA 002119569 A CA002119569 A CA 002119569A CA 2119569 A CA2119569 A CA 2119569A CA 2119569 A1 CA2119569 A1 CA 2119569A1
- Authority
- CA
- Canada
- Prior art keywords
- group
- composition
- carbon atoms
- radiation
- copolymer
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Abandoned
Links
- 230000005855 radiation Effects 0.000 title claims abstract description 24
- 239000004820 Pressure-sensitive adhesive Substances 0.000 title claims description 15
- 229920006395 saturated elastomer Polymers 0.000 title claims description 6
- 229920000098 polyolefin Polymers 0.000 title claims description 4
- 239000000853 adhesive Substances 0.000 claims abstract description 39
- 230000001070 adhesive effect Effects 0.000 claims abstract description 39
- 239000000203 mixture Substances 0.000 claims abstract description 39
- 229920001577 copolymer Polymers 0.000 claims abstract description 36
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 23
- 229920005989 resin Polymers 0.000 claims description 20
- 239000011347 resin Substances 0.000 claims description 20
- 229920000642 polymer Polymers 0.000 claims description 14
- WSSSPWUEQFSQQG-UHFFFAOYSA-N 4-methyl-1-pentene Chemical compound CC(C)CC=C WSSSPWUEQFSQQG-UHFFFAOYSA-N 0.000 claims description 11
- 238000000034 method Methods 0.000 claims description 11
- 239000000178 monomer Substances 0.000 claims description 11
- 125000000217 alkyl group Chemical group 0.000 claims description 10
- 238000000576 coating method Methods 0.000 claims description 10
- 239000000463 material Substances 0.000 claims description 10
- 125000001442 methylidyne group Chemical group [H]C#[*] 0.000 claims description 10
- 239000011248 coating agent Substances 0.000 claims description 8
- 238000004132 cross linking Methods 0.000 claims description 6
- 239000003431 cross linking reagent Substances 0.000 claims description 6
- 239000000758 substrate Substances 0.000 claims description 6
- 229910052799 carbon Inorganic materials 0.000 claims description 5
- 239000011521 glass Substances 0.000 claims description 5
- 239000000654 additive Substances 0.000 claims description 4
- 239000001257 hydrogen Substances 0.000 claims description 4
- 229910052739 hydrogen Inorganic materials 0.000 claims description 4
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 4
- 229910052751 metal Inorganic materials 0.000 claims description 4
- 239000002184 metal Substances 0.000 claims description 4
- 239000003921 oil Substances 0.000 claims description 4
- 238000012546 transfer Methods 0.000 claims description 4
- LIKMAJRDDDTEIG-UHFFFAOYSA-N 1-hexene Chemical compound CCCCC=C LIKMAJRDDDTEIG-UHFFFAOYSA-N 0.000 claims description 3
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims description 3
- 239000005977 Ethylene Substances 0.000 claims description 3
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical group [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 claims description 3
- 239000003963 antioxidant agent Substances 0.000 claims description 3
- 235000006708 antioxidants Nutrition 0.000 claims description 3
- 125000000732 arylene group Chemical group 0.000 claims description 3
- 239000004014 plasticizer Substances 0.000 claims description 3
- 238000012545 processing Methods 0.000 claims description 3
- 229910052710 silicon Inorganic materials 0.000 claims description 3
- 125000002947 alkylene group Chemical group 0.000 claims description 2
- 230000003078 antioxidant effect Effects 0.000 claims description 2
- 239000000919 ceramic Substances 0.000 claims description 2
- 239000007795 chemical reaction product Substances 0.000 claims description 2
- 125000004122 cyclic group Chemical group 0.000 claims description 2
- 239000000975 dye Substances 0.000 claims description 2
- 239000000945 filler Substances 0.000 claims description 2
- 125000000962 organic group Chemical group 0.000 claims description 2
- 239000001301 oxygen Substances 0.000 claims description 2
- 229910052760 oxygen Inorganic materials 0.000 claims description 2
- 239000000123 paper Substances 0.000 claims description 2
- 239000003381 stabilizer Substances 0.000 claims description 2
- MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 claims 1
- 230000000996 additive effect Effects 0.000 claims 1
- 230000000694 effects Effects 0.000 claims 1
- 239000004744 fabric Substances 0.000 claims 1
- 239000010410 layer Substances 0.000 claims 1
- 239000000049 pigment Substances 0.000 claims 1
- 239000013047 polymeric layer Substances 0.000 claims 1
- 239000006097 ultraviolet radiation absorber Substances 0.000 claims 1
- 239000002313 adhesive film Substances 0.000 abstract description 2
- 150000002500 ions Chemical class 0.000 description 18
- -1 packaging Chemical class 0.000 description 14
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 12
- 239000003795 chemical substances by application Substances 0.000 description 10
- 238000012360 testing method Methods 0.000 description 10
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 9
- 238000006243 chemical reaction Methods 0.000 description 9
- 150000001336 alkenes Chemical class 0.000 description 7
- 125000004429 atom Chemical group 0.000 description 7
- 230000000873 masking effect Effects 0.000 description 7
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 7
- 239000003054 catalyst Substances 0.000 description 6
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 6
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 5
- 238000006116 polymerization reaction Methods 0.000 description 5
- 230000008569 process Effects 0.000 description 5
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 4
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 4
- 238000001723 curing Methods 0.000 description 4
- 229920001971 elastomer Polymers 0.000 description 4
- 229920001519 homopolymer Polymers 0.000 description 4
- 238000002360 preparation method Methods 0.000 description 4
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 4
- 239000005060 rubber Substances 0.000 description 4
- 235000007586 terpenes Nutrition 0.000 description 4
- AFFLGGQVNFXPEV-UHFFFAOYSA-N 1-decene Chemical compound CCCCCCCCC=C AFFLGGQVNFXPEV-UHFFFAOYSA-N 0.000 description 3
- 239000004698 Polyethylene Substances 0.000 description 3
- 101100409194 Rattus norvegicus Ppargc1b gene Proteins 0.000 description 3
- 229910000831 Steel Inorganic materials 0.000 description 3
- 229910052782 aluminium Inorganic materials 0.000 description 3
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 3
- 150000001875 compounds Chemical class 0.000 description 3
- 238000007334 copolymerization reaction Methods 0.000 description 3
- 239000000284 extract Substances 0.000 description 3
- 239000012943 hotmelt Substances 0.000 description 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 3
- 150000004291 polyenes Chemical class 0.000 description 3
- 238000007789 sealing Methods 0.000 description 3
- 239000010959 steel Substances 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- 150000003505 terpenes Chemical class 0.000 description 3
- KWOLFJPFCHCOCG-UHFFFAOYSA-N Acetophenone Chemical compound CC(=O)C1=CC=CC=C1 KWOLFJPFCHCOCG-UHFFFAOYSA-N 0.000 description 2
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 2
- 244000228957 Ferula foetida Species 0.000 description 2
- 239000004831 Hot glue Substances 0.000 description 2
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 description 2
- 238000005481 NMR spectroscopy Methods 0.000 description 2
- OFBQJSOFQDEBGM-UHFFFAOYSA-N Pentane Chemical compound CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 2
- 239000004743 Polypropylene Substances 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 2
- 239000002390 adhesive tape Substances 0.000 description 2
- 125000001931 aliphatic group Chemical group 0.000 description 2
- 230000015556 catabolic process Effects 0.000 description 2
- DIOQZVSQGTUSAI-UHFFFAOYSA-N decane Chemical compound CCCCCCCCCC DIOQZVSQGTUSAI-UHFFFAOYSA-N 0.000 description 2
- 238000006731 degradation reaction Methods 0.000 description 2
- 150000001993 dienes Chemical class 0.000 description 2
- 238000010894 electron beam technology Methods 0.000 description 2
- ZZUFCTLCJUWOSV-UHFFFAOYSA-N furosemide Chemical compound C1=C(Cl)C(S(=O)(=O)N)=CC(C(O)=O)=C1NCC1=CC=CO1 ZZUFCTLCJUWOSV-UHFFFAOYSA-N 0.000 description 2
- 229930195733 hydrocarbon Natural products 0.000 description 2
- 229910052740 iodine Inorganic materials 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- 238000010525 oxidative degradation reaction Methods 0.000 description 2
- 230000001590 oxidative effect Effects 0.000 description 2
- 238000004806 packaging method and process Methods 0.000 description 2
- YWAKXRMUMFPDSH-UHFFFAOYSA-N pentene Chemical compound CCCC=C YWAKXRMUMFPDSH-UHFFFAOYSA-N 0.000 description 2
- 229920000573 polyethylene Polymers 0.000 description 2
- 229920000139 polyethylene terephthalate Polymers 0.000 description 2
- 239000005020 polyethylene terephthalate Substances 0.000 description 2
- 229920005862 polyol Polymers 0.000 description 2
- 150000003077 polyols Chemical class 0.000 description 2
- 229920001155 polypropylene Polymers 0.000 description 2
- 150000003097 polyterpenes Chemical class 0.000 description 2
- 238000003847 radiation curing Methods 0.000 description 2
- 229910052717 sulfur Inorganic materials 0.000 description 2
- 238000010998 test method Methods 0.000 description 2
- 239000010936 titanium Substances 0.000 description 2
- ILBBNQMSDGAAPF-UHFFFAOYSA-N 1-(6-hydroxy-6-methylcyclohexa-2,4-dien-1-yl)propan-1-one Chemical compound CCC(=O)C1C=CC=CC1(C)O ILBBNQMSDGAAPF-UHFFFAOYSA-N 0.000 description 1
- JHGGYGMFCRSWIZ-UHFFFAOYSA-N 2,2-dichloro-1-(4-phenoxyphenyl)ethanone Chemical compound C1=CC(C(=O)C(Cl)Cl)=CC=C1OC1=CC=CC=C1 JHGGYGMFCRSWIZ-UHFFFAOYSA-N 0.000 description 1
- JSLWEMZSKIWXQB-UHFFFAOYSA-N 2-dodecylthioxanthen-9-one Chemical compound C1=CC=C2C(=O)C3=CC(CCCCCCCCCCCC)=CC=C3SC2=C1 JSLWEMZSKIWXQB-UHFFFAOYSA-N 0.000 description 1
- KTALPKYXQZGAEG-UHFFFAOYSA-N 2-propan-2-ylthioxanthen-9-one Chemical compound C1=CC=C2C(=O)C3=CC(C(C)C)=CC=C3SC2=C1 KTALPKYXQZGAEG-UHFFFAOYSA-N 0.000 description 1
- NJXWZWXCHBNOOG-UHFFFAOYSA-N 3,3-diphenylpropyl(1-phenylethyl)azanium;chloride Chemical compound [Cl-].C=1C=CC=CC=1C(C)[NH2+]CCC(C=1C=CC=CC=1)C1=CC=CC=C1 NJXWZWXCHBNOOG-UHFFFAOYSA-N 0.000 description 1
- RXXCIBALSKQCAE-UHFFFAOYSA-N 3-methylbutoxymethylbenzene Chemical compound CC(C)CCOCC1=CC=CC=C1 RXXCIBALSKQCAE-UHFFFAOYSA-N 0.000 description 1
- AQWSFUIGRSMCST-UHFFFAOYSA-N 3-pyridin-3-ylsulfonyl-5-(trifluoromethyl)chromen-2-one Chemical compound N1=CC(=CC=C1)S(=O)(=O)C=1C(OC2=CC=CC(=C2C=1)C(F)(F)F)=O AQWSFUIGRSMCST-UHFFFAOYSA-N 0.000 description 1
- DRXRIZJHBDRALB-UHFFFAOYSA-N 4,6,6-trimethyl-3-prop-1-enylbicyclo[3.1.1]heptane Chemical compound CC1C(C=CC)CC2C(C)(C)C1C2 DRXRIZJHBDRALB-UHFFFAOYSA-N 0.000 description 1
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 1
- 241000219498 Alnus glutinosa Species 0.000 description 1
- 101100181929 Caenorhabditis elegans lin-3 gene Proteins 0.000 description 1
- 101100087530 Caenorhabditis elegans rom-1 gene Proteins 0.000 description 1
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- 241000518994 Conta Species 0.000 description 1
- 239000004971 Cross linker Substances 0.000 description 1
- 241000984642 Cura Species 0.000 description 1
- 229920000089 Cyclic olefin copolymer Polymers 0.000 description 1
- SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Natural products CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 1
- 101100536354 Drosophila melanogaster tant gene Proteins 0.000 description 1
- 101100007699 Emericella nidulans (strain FGSC A4 / ATCC 38163 / CBS 112.46 / NRRL 194 / M139) creB gene Proteins 0.000 description 1
- 241000282326 Felis catus Species 0.000 description 1
- 101150083807 HSD17B10 gene Proteins 0.000 description 1
- 101100402271 Haemophilus influenzae (strain ATCC 51907 / DSM 11121 / KW20 / Rd) molB gene Proteins 0.000 description 1
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- 239000013032 Hydrocarbon resin Substances 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- OWYWGLHRNBIFJP-UHFFFAOYSA-N Ipazine Chemical compound CCN(CC)C1=NC(Cl)=NC(NC(C)C)=N1 OWYWGLHRNBIFJP-UHFFFAOYSA-N 0.000 description 1
- POSKOXIJDWDKPH-UHFFFAOYSA-N Kelevan Chemical compound ClC1(Cl)C2(Cl)C3(Cl)C4(Cl)C(CC(=O)CCC(=O)OCC)(O)C5(Cl)C3(Cl)C1(Cl)C5(Cl)C42Cl POSKOXIJDWDKPH-UHFFFAOYSA-N 0.000 description 1
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- XDXHAEQXIBQUEZ-UHFFFAOYSA-N Ropinirole hydrochloride Chemical compound Cl.CCCN(CCC)CCC1=CC=CC2=C1CC(=O)N2 XDXHAEQXIBQUEZ-UHFFFAOYSA-N 0.000 description 1
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 1
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- 229910010062 TiCl3 Inorganic materials 0.000 description 1
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 1
- 239000006096 absorbing agent Substances 0.000 description 1
- IKHGUXGNUITLKF-XPULMUKRSA-N acetaldehyde Chemical compound [14CH]([14CH3])=O IKHGUXGNUITLKF-XPULMUKRSA-N 0.000 description 1
- 230000032683 aging Effects 0.000 description 1
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- 125000002723 alicyclic group Chemical group 0.000 description 1
- 230000002009 allergenic effect Effects 0.000 description 1
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- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 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
- 229910052786 argon Inorganic materials 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- SMDHCQAYESWHAE-UHFFFAOYSA-N benfluralin Chemical compound CCCCN(CC)C1=C([N+]([O-])=O)C=C(C(F)(F)F)C=C1[N+]([O-])=O SMDHCQAYESWHAE-UHFFFAOYSA-N 0.000 description 1
- RWCCWEUUXYIKHB-UHFFFAOYSA-N benzophenone Chemical compound C=1C=CC=CC=1C(=O)C1=CC=CC=C1 RWCCWEUUXYIKHB-UHFFFAOYSA-N 0.000 description 1
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- 238000010504 bond cleavage reaction Methods 0.000 description 1
- 229910052796 boron Inorganic materials 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
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- BQOFWKZOCNGFEC-UHFFFAOYSA-N carene Chemical compound C1C(C)=CCC2C(C)(C)C12 BQOFWKZOCNGFEC-UHFFFAOYSA-N 0.000 description 1
- RBNWAMSGVWEHFP-UHFFFAOYSA-N cis-p-Menthan-1,8-diol Natural products CC(C)(O)C1CCC(C)(O)CC1 RBNWAMSGVWEHFP-UHFFFAOYSA-N 0.000 description 1
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- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
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- 238000001879 gelation Methods 0.000 description 1
- PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 description 1
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- STEPQTYSZVCJPV-UHFFFAOYSA-N metazachlor Chemical compound CC1=CC=CC(C)=C1N(C(=O)CCl)CN1N=CC=C1 STEPQTYSZVCJPV-UHFFFAOYSA-N 0.000 description 1
- KWKAKUADMBZCLK-UHFFFAOYSA-N methyl heptene Natural products CCCCCCC=C KWKAKUADMBZCLK-UHFFFAOYSA-N 0.000 description 1
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- 239000002244 precipitate Substances 0.000 description 1
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- 125000004368 propenyl group Chemical group C(=CC)* 0.000 description 1
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- IOVGROKTTNBUGK-SJCJKPOMSA-N ritodrine Chemical compound N([C@@H](C)[C@H](O)C=1C=CC(O)=CC=1)CCC1=CC=C(O)C=C1 IOVGROKTTNBUGK-SJCJKPOMSA-N 0.000 description 1
- 238000007127 saponification reaction Methods 0.000 description 1
- 230000007017 scission Effects 0.000 description 1
- 239000010703 silicon Substances 0.000 description 1
- URGAHOPLAPQHLN-UHFFFAOYSA-N sodium aluminosilicate Chemical compound [Na+].[Al+3].[O-][Si]([O-])=O.[O-][Si]([O-])=O URGAHOPLAPQHLN-UHFFFAOYSA-N 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 241000894007 species Species 0.000 description 1
- 230000003068 static effect Effects 0.000 description 1
- 125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- KKEYFWRCBNTPAC-UHFFFAOYSA-L terephthalate(2-) Chemical compound [O-]C(=O)C1=CC=C(C([O-])=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-L 0.000 description 1
- RBNWAMSGVWEHFP-WAAGHKOSSA-N terpin Chemical compound CC(C)(O)[C@H]1CC[C@@](C)(O)CC1 RBNWAMSGVWEHFP-WAAGHKOSSA-N 0.000 description 1
- 229950010257 terpin Drugs 0.000 description 1
- 229920001897 terpolymer Polymers 0.000 description 1
- 229910052719 titanium Inorganic materials 0.000 description 1
- YONPGGFAJWQGJC-UHFFFAOYSA-K titanium(iii) chloride Chemical compound Cl[Ti](Cl)Cl YONPGGFAJWQGJC-UHFFFAOYSA-K 0.000 description 1
- 230000007704 transition Effects 0.000 description 1
- 229930195735 unsaturated hydrocarbon Natural products 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 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
-
- 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
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/14—Layer or component removable to expose adhesive
- Y10T428/1452—Polymer derived only from ethylenically unsaturated monomer
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Adhesives Or Adhesive Processes (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Adhesive Tapes (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US79911891A | 1991-11-27 | 1991-11-27 | |
| US07/799118 | 1991-11-27 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA2119569A1 true CA2119569A1 (en) | 1993-06-10 |
Family
ID=25175076
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA002119569A Abandoned CA2119569A1 (en) | 1991-11-27 | 1992-10-13 | Radiation curable saturated polyolefin pressure-sensitive adhesive |
Country Status (10)
Families Citing this family (21)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5859088A (en) * | 1993-04-13 | 1999-01-12 | Minnesota Mining And Manufacturing Company | Radiation-curable poly(α-olefin) adhesives |
| US5942461A (en) * | 1995-11-06 | 1999-08-24 | Minnesota Mining And Manufacturing Company | Polymerizable compositions comprising alpha-olefin hydrocarbon monomers and methods of use therefor |
| DE19544493A1 (de) * | 1995-11-29 | 1997-06-05 | Basf Ag | Strahlungshärtbare Zusammensetzung enthaltend alpha-Olefine |
| ID17196A (id) | 1996-03-14 | 1997-12-11 | Dow Chemical Co | Bahan-bahan perekat yang mengandung polimer-polimer olefin |
| US6368708B1 (en) | 1996-06-20 | 2002-04-09 | 3M Innovative Properties Company | Polyolefin microspheres |
| BR9612647A (pt) * | 1996-06-20 | 1999-07-20 | Minnesota Mining & Mfg | Composição adesiva artigo conjunto para a preparação de uma composição adesiva latentemente polimerizável e processo |
| EP1030882A2 (en) | 1997-11-13 | 2000-08-30 | H.B. Fuller Licensing & Financing, Inc. | Radiation curable compositions comprising metallocene polyolefins |
| US6177190B1 (en) | 1998-05-29 | 2001-01-23 | 3M Innovative Properties Company | Radiation curable poly(1-alkene) based pressure-sensitive adhesives |
| SG129994A1 (en) | 2000-12-27 | 2007-03-20 | Sumitomo Chemical Co | Copolymer, adhesive containing the same and laminate |
| EP1401570B1 (en) | 2001-06-13 | 2007-08-15 | BETA Technologie AG | Bulk polymerization reactors and methods for polymerization |
| CN1852959B (zh) | 2003-08-19 | 2010-06-16 | 陶氏环球技术公司 | 适用于热熔粘合剂的共聚体及其制备方法 |
| US7332540B2 (en) | 2004-02-18 | 2008-02-19 | Eastman Chemical Company | Aromatic-acrylate tackifier resins |
| US7238732B2 (en) | 2004-02-18 | 2007-07-03 | Eastman Chemical Company | Radiation-curable adhesive compositions |
| US7262242B2 (en) | 2004-02-18 | 2007-08-28 | Eastman Chemical Company | Aromatic/acrylate tackifier resin and acrylic polymer blends |
| US20090246039A1 (en) * | 2006-01-09 | 2009-10-01 | Grundfos Pumps Corporation | Carrier assembly for a pump |
| US7946810B2 (en) * | 2006-10-10 | 2011-05-24 | Grundfos Pumps Corporation | Multistage pump assembly |
| US8172523B2 (en) * | 2006-10-10 | 2012-05-08 | Grudfos Pumps Corporation | Multistage pump assembly having removable cartridge |
| US8141301B2 (en) * | 2008-02-12 | 2012-03-27 | Hdt Expeditionary Systems | Externally braced inflatable structures |
| US8544212B2 (en) | 2008-02-12 | 2013-10-01 | Hdt Expeditionary Systems | Externally braced inflatable structures |
| JP2013237732A (ja) * | 2012-05-11 | 2013-11-28 | Dainippon Printing Co Ltd | エネルギー線易剥離型粘着剤組成物及び粘着テープ |
| CN105814128B (zh) * | 2013-12-20 | 2019-06-25 | 北欧化工股份公司 | 用于中压/高压/超高压电缆的聚烯烃组合物 |
Family Cites Families (23)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA856337A (en) * | 1970-11-17 | H. King Sherrill | Alpha-olefin copolymer adhesives | |
| US2484529A (en) * | 1944-09-27 | 1949-10-11 | Du Pont | Process for altering the properties of solid polymers of ethylene |
| US2532011A (en) * | 1946-09-07 | 1950-11-28 | Minnesota Mining & Mfg | Liners and adhesive tapes having low adhesion polyvinyl carbamate coatings |
| US2933480A (en) * | 1959-06-17 | 1960-04-19 | Du Pont | Sulfur vulcanizable unsaturated elastomeric interpolymers of monoolefins and diolefins |
| DE1594063A1 (de) * | 1965-08-27 | 1970-07-09 | Johnson & Johnson | Druckempfindliche selbstklebende Folien und Baender |
| CH496791A (de) * | 1967-03-08 | 1970-09-30 | Geigy Ag J R | Klebstoffmassen |
| GB1372225A (en) * | 1971-01-07 | 1974-10-30 | Zlehit Pri Ban | Ionically conducting membrane suitable for use as a separator in an alkaline cell |
| US3957724A (en) * | 1973-12-11 | 1976-05-18 | Minnesota Mining And Manufacturing Company | Stratum having release properties and method of making |
| US3933769A (en) * | 1974-12-09 | 1976-01-20 | The Goodyear Tire & Rubber Company | Sulfur vulcanizable interpolymers |
| US3954697A (en) * | 1975-03-31 | 1976-05-04 | Eastman Kodak Company | Poly(higher-1-olefin-co-propylene) copolymers as hot-melt, pressure-sensitive adhesives |
| US4167415A (en) * | 1975-07-11 | 1979-09-11 | Kansai Paint Co., Ltd. | Photocurable composition comprising copolymer of maleic acid monoester and α-olefin compound |
| US4178272A (en) * | 1977-03-02 | 1979-12-11 | Eastman Kodak Company | Hot-melt adhesvies for bonding polyethylene |
| JPS54107935A (en) * | 1978-02-13 | 1979-08-24 | Asahi Chem Ind Co Ltd | Hot-melt adhesive |
| US4288358A (en) * | 1979-08-30 | 1981-09-08 | Eastman Kodak Company | Blends of propylene/1-butene or 1-pentene/higher α-olefin copolymers, compatible tackifying resins and plasticizing oils useful as hot-melt, pressure-sensitive adhesives |
| JPS59157106A (ja) * | 1983-02-25 | 1984-09-06 | Mitsubishi Petrochem Co Ltd | 架橋されたオレフィン系ブロック共重合体の製造法 |
| US4533566A (en) * | 1984-07-05 | 1985-08-06 | Minnesota Mining And Manufacturing Company | Electron-beam adhesion-promoting treatment of polyester film base for silicone release liners |
| JPS6137833A (ja) * | 1984-07-31 | 1986-02-22 | Mitsui Petrochem Ind Ltd | 結晶性１−ブテン系重合体組成物 |
| JPH0832746B2 (ja) * | 1986-12-13 | 1996-03-29 | 日本合成ゴム株式会社 | ヘキセン−１／４−メチルペンテン−１ランダム共重合体 |
| US5112882A (en) * | 1989-09-06 | 1992-05-12 | Minnesota Mining And Manufacturing Company | Radiation curable polyolefin pressure sensitive adhesive |
| DE69126619T2 (de) * | 1990-09-19 | 1997-12-18 | Minnesota Mining And Mfg. Co., Saint Paul, Minn. | Feuchtigkeitshärtende druckempfindliche polyolefinklebstoffe |
| US5194501A (en) * | 1990-10-30 | 1993-03-16 | Minnesota Mining And Manufacturing Company | Pressure-sensitive adhesive based on ethylenically-unsaturated α-olefin polymer cured with hydrosilane |
| US5294668A (en) * | 1990-11-15 | 1994-03-15 | Minnesota Mining And Manufacturing Company | Polyolefin pressure-sensitive adhesive compositions containing macromonomers |
| US5202361A (en) * | 1991-12-23 | 1993-04-13 | Minnesota Mining And Manufacturing Company | Pressure-sensitive adhesive |
-
1992
- 1992-10-13 CA CA002119569A patent/CA2119569A1/en not_active Abandoned
- 1992-10-13 EP EP92921740A patent/EP0614472B1/en not_active Expired - Lifetime
- 1992-10-13 AU AU28601/92A patent/AU663125B2/en not_active Ceased
- 1992-10-13 JP JP51009393A patent/JP3473769B2/ja not_active Expired - Fee Related
- 1992-10-13 DE DE69229680T patent/DE69229680T2/de not_active Expired - Fee Related
- 1992-10-13 WO PCT/US1992/008710 patent/WO1993011184A1/en active IP Right Grant
- 1992-10-13 BR BR9206793A patent/BR9206793A/pt not_active Application Discontinuation
- 1992-10-23 TW TW081108485A patent/TW239157B/zh active
- 1992-11-10 MX MX9206452A patent/MX9206452A/es not_active Application Discontinuation
-
1994
- 1994-12-02 US US08/348,337 patent/US5559164A/en not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| EP0614472A1 (en) | 1994-09-14 |
| WO1993011184A1 (en) | 1993-06-10 |
| JPH07501569A (ja) | 1995-02-16 |
| JP3473769B2 (ja) | 2003-12-08 |
| DE69229680D1 (de) | 1999-09-02 |
| MX9206452A (es) | 1993-05-01 |
| EP0614472B1 (en) | 1999-07-28 |
| AU663125B2 (en) | 1995-09-28 |
| DE69229680T2 (de) | 2000-02-10 |
| TW239157B (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1995-01-21 |
| US5559164A (en) | 1996-09-24 |
| AU2860192A (en) | 1993-06-28 |
| BR9206793A (pt) | 1995-10-31 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FZDE | Discontinued |