MXPA06005622A - Adhesivos de laminacion, curables por radiacion, basados en monomeros funcionales de acidos carboxilicos cicloalifaticos. - Google Patents
Adhesivos de laminacion, curables por radiacion, basados en monomeros funcionales de acidos carboxilicos cicloalifaticos.Info
- Publication number
- MXPA06005622A MXPA06005622A MXPA06005622A MXPA06005622A MXPA06005622A MX PA06005622 A MXPA06005622 A MX PA06005622A MX PA06005622 A MXPA06005622 A MX PA06005622A MX PA06005622 A MXPA06005622 A MX PA06005622A MX PA06005622 A MXPA06005622 A MX PA06005622A
- Authority
- MX
- Mexico
- Prior art keywords
- composition
- radiation
- carboxylic acid
- functional
- adhesive
- Prior art date
Links
- 239000000178 monomer Substances 0.000 title claims abstract description 124
- 150000001732 carboxylic acid derivatives Chemical class 0.000 title claims abstract description 75
- 230000005855 radiation Effects 0.000 title claims description 130
- 239000012939 laminating adhesive Substances 0.000 title description 11
- 239000000853 adhesive Substances 0.000 claims abstract description 163
- 230000001070 adhesive effect Effects 0.000 claims abstract description 162
- 239000000203 mixture Substances 0.000 claims abstract description 101
- 238000000034 method Methods 0.000 claims abstract description 75
- 239000002648 laminated material Substances 0.000 claims abstract description 29
- 239000010410 layer Substances 0.000 claims description 105
- 239000000463 material Substances 0.000 claims description 55
- 230000008569 process Effects 0.000 claims description 44
- 238000010894 electron beam technology Methods 0.000 claims description 40
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims description 32
- 238000003475 lamination Methods 0.000 claims description 31
- -1 titanate compound Chemical class 0.000 claims description 28
- 239000005021 flexible packaging material Substances 0.000 claims description 21
- OMIGHNLMNHATMP-UHFFFAOYSA-N 2-hydroxyethyl prop-2-enoate Chemical compound OCCOC(=O)C=C OMIGHNLMNHATMP-UHFFFAOYSA-N 0.000 claims description 16
- MUTGBJKUEZFXGO-OLQVQODUSA-N (3as,7ar)-3a,4,5,6,7,7a-hexahydro-2-benzofuran-1,3-dione Chemical compound C1CCC[C@@H]2C(=O)OC(=O)[C@@H]21 MUTGBJKUEZFXGO-OLQVQODUSA-N 0.000 claims description 13
- 239000011111 cardboard Substances 0.000 claims description 12
- 239000002253 acid Substances 0.000 claims description 9
- 239000012790 adhesive layer Substances 0.000 claims description 9
- 150000001875 compounds Chemical class 0.000 claims description 7
- FALRKNHUBBKYCC-UHFFFAOYSA-N 2-(chloromethyl)pyridine-3-carbonitrile Chemical compound ClCC1=NC=CC=C1C#N FALRKNHUBBKYCC-UHFFFAOYSA-N 0.000 claims description 6
- 239000000654 additive Substances 0.000 claims description 6
- 229940014800 succinic anhydride Drugs 0.000 claims description 6
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 claims description 5
- 229910052753 mercury Inorganic materials 0.000 claims description 5
- VYKXQOYUCMREIS-UHFFFAOYSA-N methylhexahydrophthalic anhydride Chemical compound C1CCCC2C(=O)OC(=O)C21C VYKXQOYUCMREIS-UHFFFAOYSA-N 0.000 claims description 5
- 238000005304 joining Methods 0.000 claims description 3
- 150000007933 aliphatic carboxylic acids Chemical class 0.000 claims description 2
- 230000003254 anti-foaming effect Effects 0.000 claims description 2
- 239000000975 dye Substances 0.000 claims description 2
- 150000002148 esters Chemical class 0.000 claims description 2
- 239000000945 filler Substances 0.000 claims description 2
- FBUKVWPVBMHYJY-UHFFFAOYSA-N noncarboxylic acid Natural products CCCCCCCCC(O)=O FBUKVWPVBMHYJY-UHFFFAOYSA-N 0.000 claims description 2
- 239000000049 pigment Substances 0.000 claims description 2
- 238000003825 pressing Methods 0.000 claims description 2
- 239000012260 resinous material Substances 0.000 claims description 2
- 231100000987 absorbed dose Toxicity 0.000 claims 4
- 241000984642 Cura Species 0.000 claims 2
- 230000000996 additive effect Effects 0.000 claims 2
- 238000004026 adhesive bonding Methods 0.000 claims 1
- 239000010408 film Substances 0.000 description 42
- 229920000098 polyolefin Polymers 0.000 description 41
- 239000005022 packaging material Substances 0.000 description 31
- 238000004806 packaging method and process Methods 0.000 description 26
- 235000013305 food Nutrition 0.000 description 25
- 238000012360 testing method Methods 0.000 description 24
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 23
- 229920000728 polyester Polymers 0.000 description 20
- 238000000576 coating method Methods 0.000 description 19
- 230000005012 migration Effects 0.000 description 18
- 238000013508 migration Methods 0.000 description 18
- 230000032798 delamination Effects 0.000 description 14
- 239000005026 oriented polypropylene Substances 0.000 description 12
- 239000011248 coating agent Substances 0.000 description 11
- 238000001723 curing Methods 0.000 description 11
- 239000000047 product Substances 0.000 description 11
- 230000008901 benefit Effects 0.000 description 9
- 238000006243 chemical reaction Methods 0.000 description 9
- 238000007639 printing Methods 0.000 description 9
- 230000001681 protective effect Effects 0.000 description 9
- 239000002904 solvent Substances 0.000 description 9
- 239000000758 substrate Substances 0.000 description 9
- 238000003848 UV Light-Curing Methods 0.000 description 8
- 230000004888 barrier function Effects 0.000 description 8
- 229920000092 linear low density polyethylene Polymers 0.000 description 8
- 239000004707 linear low-density polyethylene Substances 0.000 description 8
- 239000004743 Polypropylene Substances 0.000 description 7
- 239000004820 Pressure-sensitive adhesive Substances 0.000 description 7
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 7
- 229910052782 aluminium Inorganic materials 0.000 description 7
- 238000009459 flexible packaging Methods 0.000 description 7
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 7
- 229920001155 polypropylene Polymers 0.000 description 7
- 238000007789 sealing Methods 0.000 description 7
- 238000002791 soaking Methods 0.000 description 7
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 6
- 150000008064 anhydrides Chemical class 0.000 description 6
- 229920001577 copolymer Polymers 0.000 description 6
- 125000000524 functional group Chemical group 0.000 description 6
- 239000000976 ink Substances 0.000 description 6
- 229920002799 BoPET Polymers 0.000 description 5
- 150000001735 carboxylic acids Chemical class 0.000 description 5
- 239000011888 foil Substances 0.000 description 5
- 238000012856 packing Methods 0.000 description 5
- 239000000123 paper Substances 0.000 description 5
- 229920000642 polymer Polymers 0.000 description 5
- 239000000126 substance Substances 0.000 description 5
- 238000011282 treatment Methods 0.000 description 5
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 4
- 239000005977 Ethylene Substances 0.000 description 4
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 4
- 229920002367 Polyisobutene Polymers 0.000 description 4
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 4
- 235000013361 beverage Nutrition 0.000 description 4
- 239000007788 liquid Substances 0.000 description 4
- 230000002829 reductive effect Effects 0.000 description 4
- 229920006395 saturated elastomer Polymers 0.000 description 4
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 3
- 238000003855 Adhesive Lamination Methods 0.000 description 3
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 3
- 229920010126 Linear Low Density Polyethylene (LLDPE) Polymers 0.000 description 3
- 239000004698 Polyethylene Substances 0.000 description 3
- 150000007513 acids Chemical class 0.000 description 3
- 125000003118 aryl group Chemical group 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 3
- 239000011247 coating layer Substances 0.000 description 3
- 235000009508 confectionery Nutrition 0.000 description 3
- 238000010276 construction Methods 0.000 description 3
- 238000011109 contamination Methods 0.000 description 3
- 238000007796 conventional method Methods 0.000 description 3
- 230000006378 damage Effects 0.000 description 3
- 238000001035 drying Methods 0.000 description 3
- 238000005516 engineering process Methods 0.000 description 3
- 238000001125 extrusion Methods 0.000 description 3
- 239000012634 fragment Substances 0.000 description 3
- 229920001519 homopolymer Polymers 0.000 description 3
- 239000011104 metalized film Substances 0.000 description 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 3
- 238000012986 modification Methods 0.000 description 3
- 230000004048 modification Effects 0.000 description 3
- 230000035515 penetration Effects 0.000 description 3
- 239000000825 pharmaceutical preparation Substances 0.000 description 3
- 229940127557 pharmaceutical product Drugs 0.000 description 3
- 239000003504 photosensitizing agent Substances 0.000 description 3
- 229920000573 polyethylene Polymers 0.000 description 3
- 239000013047 polymeric layer Substances 0.000 description 3
- 238000003847 radiation curing Methods 0.000 description 3
- 238000004381 surface treatment Methods 0.000 description 3
- 239000012855 volatile organic compound Substances 0.000 description 3
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 2
- KWKAKUADMBZCLK-UHFFFAOYSA-N 1-octene Chemical compound CCCCCCC=C KWKAKUADMBZCLK-UHFFFAOYSA-N 0.000 description 2
- 125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 description 2
- VVBLNCFGVYUYGU-UHFFFAOYSA-N 4,4'-Bis(dimethylamino)benzophenone Chemical compound C1=CC(N(C)C)=CC=C1C(=O)C1=CC=C(N(C)C)C=C1 VVBLNCFGVYUYGU-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical group N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- 241000196324 Embryophyta Species 0.000 description 2
- 244000147568 Laurus nobilis Species 0.000 description 2
- 235000017858 Laurus nobilis Nutrition 0.000 description 2
- 108010049508 Myxococcus acidic endoprotease Proteins 0.000 description 2
- LGRFSURHDFAFJT-UHFFFAOYSA-N Phthalic anhydride Natural products C1=CC=C2C(=O)OC(=O)C2=C1 LGRFSURHDFAFJT-UHFFFAOYSA-N 0.000 description 2
- 239000004793 Polystyrene Substances 0.000 description 2
- 229920001328 Polyvinylidene chloride Polymers 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- 235000005212 Terminalia tomentosa Nutrition 0.000 description 2
- 230000001133 acceleration Effects 0.000 description 2
- 230000002378 acidificating effect Effects 0.000 description 2
- 230000009286 beneficial effect Effects 0.000 description 2
- 239000011127 biaxially oriented polypropylene Substances 0.000 description 2
- 239000003153 chemical reaction reagent Substances 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 238000003851 corona treatment Methods 0.000 description 2
- 238000011161 development Methods 0.000 description 2
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- 230000000694 effects Effects 0.000 description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
- 238000011049 filling Methods 0.000 description 2
- 238000009472 formulation Methods 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- 230000035876 healing Effects 0.000 description 2
- 229920001903 high density polyethylene Polymers 0.000 description 2
- 239000004700 high-density polyethylene Substances 0.000 description 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 2
- 230000006872 improvement Effects 0.000 description 2
- 239000012948 isocyanate Substances 0.000 description 2
- 150000002513 isocyanates Chemical class 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- 239000002985 plastic film Substances 0.000 description 2
- 229920006255 plastic film Polymers 0.000 description 2
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- 229920005862 polyol Polymers 0.000 description 2
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- 239000012209 synthetic fiber Substances 0.000 description 2
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- QNODIIQQMGDSEF-UHFFFAOYSA-N (1-hydroxycyclohexyl)-phenylmethanone Chemical compound C=1C=CC=CC=1C(=O)C1(O)CCCCC1 QNODIIQQMGDSEF-UHFFFAOYSA-N 0.000 description 1
- KNDQHSIWLOJIGP-UMRXKNAASA-N (3ar,4s,7r,7as)-rel-3a,4,7,7a-tetrahydro-4,7-methanoisobenzofuran-1,3-dione Chemical compound O=C1OC(=O)[C@@H]2[C@H]1[C@]1([H])C=C[C@@]2([H])C1 KNDQHSIWLOJIGP-UMRXKNAASA-N 0.000 description 1
- KMOUUZVZFBCRAM-OLQVQODUSA-N (3as,7ar)-3a,4,7,7a-tetrahydro-2-benzofuran-1,3-dione Chemical group C1C=CC[C@@H]2C(=O)OC(=O)[C@@H]21 KMOUUZVZFBCRAM-OLQVQODUSA-N 0.000 description 1
- QWQFVUQPHUKAMY-UHFFFAOYSA-N 1,2-diphenyl-2-propoxyethanone Chemical compound C=1C=CC=CC=1C(OCCC)C(=O)C1=CC=CC=C1 QWQFVUQPHUKAMY-UHFFFAOYSA-N 0.000 description 1
- ZDQNWDNMNKSMHI-UHFFFAOYSA-N 1-[2-(2-prop-2-enoyloxypropoxy)propoxy]propan-2-yl prop-2-enoate Chemical compound C=CC(=O)OC(C)COC(C)COCC(C)OC(=O)C=C ZDQNWDNMNKSMHI-UHFFFAOYSA-N 0.000 description 1
- 239000012956 1-hydroxycyclohexylphenyl-ketone Substances 0.000 description 1
- GQXPNBSLUPGDMC-UHFFFAOYSA-N 1-methyl-2-(2-prop-2-enoyloxyethyl)cyclohexane-1,2-dicarboxylic acid Chemical group OC(=O)C1(C)CCCCC1(CCOC(=O)C=C)C(O)=O GQXPNBSLUPGDMC-UHFFFAOYSA-N 0.000 description 1
- JPSKCQCQZUGWNM-UHFFFAOYSA-N 2,7-Oxepanedione Chemical compound O=C1CCCCC(=O)O1 JPSKCQCQZUGWNM-UHFFFAOYSA-N 0.000 description 1
- UECGJSXCVLTIMQ-UHFFFAOYSA-N 2-(2-prop-2-enoyloxyethoxycarbonyl)cyclohexane-1-carboxylic acid Chemical compound OC(=O)C1CCCCC1C(=O)OCCOC(=O)C=C UECGJSXCVLTIMQ-UHFFFAOYSA-N 0.000 description 1
- TXBCBTDQIULDIA-UHFFFAOYSA-N 2-[[3-hydroxy-2,2-bis(hydroxymethyl)propoxy]methyl]-2-(hydroxymethyl)propane-1,3-diol Chemical compound OCC(CO)(CO)COCC(CO)(CO)CO TXBCBTDQIULDIA-UHFFFAOYSA-N 0.000 description 1
- ZCDADJXRUCOCJE-UHFFFAOYSA-N 2-chlorothioxanthen-9-one Chemical compound C1=CC=C2C(=O)C3=CC(Cl)=CC=C3SC2=C1 ZCDADJXRUCOCJE-UHFFFAOYSA-N 0.000 description 1
- KMNCBSZOIQAUFX-UHFFFAOYSA-N 2-ethoxy-1,2-diphenylethanone Chemical compound C=1C=CC=CC=1C(OCC)C(=O)C1=CC=CC=C1 KMNCBSZOIQAUFX-UHFFFAOYSA-N 0.000 description 1
- GTELLNMUWNJXMQ-UHFFFAOYSA-N 2-ethyl-2-(hydroxymethyl)propane-1,3-diol;prop-2-enoic acid Chemical class OC(=O)C=C.OC(=O)C=C.OC(=O)C=C.CCC(CO)(CO)CO GTELLNMUWNJXMQ-UHFFFAOYSA-N 0.000 description 1
- XMLYCEVDHLAQEL-UHFFFAOYSA-N 2-hydroxy-2-methyl-1-phenylpropan-1-one Chemical compound CC(C)(O)C(=O)C1=CC=CC=C1 XMLYCEVDHLAQEL-UHFFFAOYSA-N 0.000 description 1
- QKTWWGYCVXCKOJ-UHFFFAOYSA-N 2-methoxy-1-(2-methoxyphenyl)-2-phenylethanone Chemical compound C=1C=CC=CC=1C(OC)C(=O)C1=CC=CC=C1OC QKTWWGYCVXCKOJ-UHFFFAOYSA-N 0.000 description 1
- LWRBVKNFOYUCNP-UHFFFAOYSA-N 2-methyl-1-(4-methylsulfanylphenyl)-2-morpholin-4-ylpropan-1-one Chemical compound C1=CC(SC)=CC=C1C(=O)C(C)(C)N1CCOCC1 LWRBVKNFOYUCNP-UHFFFAOYSA-N 0.000 description 1
- RIWRBSMFKVOJMN-UHFFFAOYSA-N 2-methyl-1-phenylpropan-2-ol Chemical compound CC(C)(O)CC1=CC=CC=C1 RIWRBSMFKVOJMN-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
- PAVNZLVXYJDFNR-UHFFFAOYSA-N 3,3-dimethyloxane-2,6-dione Chemical compound CC1(C)CCC(=O)OC1=O PAVNZLVXYJDFNR-UHFFFAOYSA-N 0.000 description 1
- ACJPFLIEHGFXGP-UHFFFAOYSA-N 3,3-dimethyloxolane-2,5-dione Chemical compound CC1(C)CC(=O)OC1=O ACJPFLIEHGFXGP-UHFFFAOYSA-N 0.000 description 1
- WVRNUXJQQFPNMN-VAWYXSNFSA-N 3-[(e)-dodec-1-enyl]oxolane-2,5-dione Chemical compound CCCCCCCCCC\C=C\C1CC(=O)OC1=O WVRNUXJQQFPNMN-VAWYXSNFSA-N 0.000 description 1
- JDFDHBSESGTDAL-UHFFFAOYSA-N 3-methoxypropan-1-ol Chemical compound COCCCO JDFDHBSESGTDAL-UHFFFAOYSA-N 0.000 description 1
- HIJQFTSZBHDYKW-UHFFFAOYSA-N 4,4-dimethyloxane-2,6-dione Chemical compound CC1(C)CC(=O)OC(=O)C1 HIJQFTSZBHDYKW-UHFFFAOYSA-N 0.000 description 1
- UGVRJVHOJNYEHR-UHFFFAOYSA-N 4-chlorobenzophenone Chemical compound C1=CC(Cl)=CC=C1C(=O)C1=CC=CC=C1 UGVRJVHOJNYEHR-UHFFFAOYSA-N 0.000 description 1
- HMBNQNDUEFFFNZ-UHFFFAOYSA-N 4-ethenoxybutan-1-ol Chemical compound OCCCCOC=C HMBNQNDUEFFFNZ-UHFFFAOYSA-N 0.000 description 1
- UZDMJPAQQFSMMV-UHFFFAOYSA-N 4-oxo-4-(2-prop-2-enoyloxyethoxy)butanoic acid Chemical compound OC(=O)CCC(=O)OCCOC(=O)C=C UZDMJPAQQFSMMV-UHFFFAOYSA-N 0.000 description 1
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 1
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 description 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
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- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
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- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 1
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- OWYWGLHRNBIFJP-UHFFFAOYSA-N Ipazine Chemical compound CCN(CC)C1=NC(Cl)=NC(NC(C)C)=N1 OWYWGLHRNBIFJP-UHFFFAOYSA-N 0.000 description 1
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- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical class [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 1
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 1
- 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 description 1
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 1
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- 240000008042 Zea mays Species 0.000 description 1
- 235000005824 Zea mays ssp. parviglumis Nutrition 0.000 description 1
- 235000002017 Zea mays subsp mays Nutrition 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 230000032683 aging Effects 0.000 description 1
- 150000001336 alkenes Chemical class 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 150000001412 amines Chemical class 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
- 150000004982 aromatic amines Chemical class 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-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
- 239000012965 benzophenone Substances 0.000 description 1
- 229920006378 biaxially oriented polypropylene Polymers 0.000 description 1
- 230000005540 biological transmission Effects 0.000 description 1
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Landscapes
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Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US53499804P | 2004-01-09 | 2004-01-09 | |
| US11/029,412 US6989407B2 (en) | 2004-01-09 | 2005-01-06 | Radiation curable laminating adhesives based on cycloaliphatic carboxylic acid functional monomers |
| PCT/US2005/000326 WO2005067607A2 (en) | 2004-01-09 | 2005-01-07 | Radiation curable laminating adhesives based on cycloaliphatic carboxylic acid functional monomers |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| MXPA06005622A true MXPA06005622A (es) | 2006-08-18 |
Family
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| MXPA06005622A MXPA06005622A (es) | 2004-01-09 | 2005-01-07 | Adhesivos de laminacion, curables por radiacion, basados en monomeros funcionales de acidos carboxilicos cicloalifaticos. |
Country Status (11)
| Country | Link |
|---|---|
| US (2) | US6989407B2 (enExample) |
| EP (1) | EP1701983B1 (enExample) |
| JP (1) | JP4772697B2 (enExample) |
| KR (1) | KR101216254B1 (enExample) |
| CN (1) | CN1910205B (enExample) |
| AU (1) | AU2005204667B2 (enExample) |
| BR (1) | BRPI0506431B1 (enExample) |
| CA (1) | CA2544142C (enExample) |
| ES (1) | ES2411662T3 (enExample) |
| MX (1) | MXPA06005622A (enExample) |
| WO (1) | WO2005067607A2 (enExample) |
Families Citing this family (17)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7050227B2 (en) * | 2003-12-11 | 2006-05-23 | 3M Innovative Properties Company | Composition for microstructured screens |
| US7612001B2 (en) * | 2004-12-22 | 2009-11-03 | Kimberly-Clark Worldwide, Inc. | High performance elastic materials made using styrene block copolymers and mixtures |
| US9623631B2 (en) * | 2005-06-22 | 2017-04-18 | Henkel IP & Holding GmbH | Radiation-curable laminating adhesives |
| US7384491B2 (en) * | 2005-09-01 | 2008-06-10 | Kimberly-Clark Worldwide, Inc. | Apparatus and methods for making crosslinked elastic laminates |
| MX2008015020A (es) * | 2006-06-05 | 2008-12-10 | Henkel Corp | Recubrimientos retortables curados por radiacion para sustratos de peliculas de plastico y hojas metalicas. |
| US20080090932A1 (en) * | 2006-10-11 | 2008-04-17 | Hexion Specialty Chemicals, Inc. | Radiation curable inkjettable adhesive |
| US20080160233A1 (en) * | 2006-12-27 | 2008-07-03 | David Paul Luther | Protective-coated thermal labels |
| US20090078590A1 (en) | 2008-01-21 | 2009-03-26 | Smith Dennis R | Ultrasecure card package |
| US8062453B2 (en) * | 2008-04-02 | 2011-11-22 | Bae Systems Land & Armaments, L.P. | Method for quasi-instantaneous polymerization of filament wound composite materials |
| WO2010056174A1 (en) * | 2008-11-17 | 2010-05-20 | Tetra Laval Holdings & Finance S.A. | A method of producing a packaging laminate provided with decorative artwork |
| TWI458799B (zh) * | 2008-12-02 | 2014-11-01 | Univ Arizona | 撓性基板總成及其製備方法 |
| CA2822527C (en) | 2010-12-28 | 2019-07-02 | Akzo Nobel Coatings International B.V. | Radiation curable coating compositions for metal |
| EP2957425A4 (en) * | 2013-02-15 | 2016-09-21 | Lintec Corp | GASPERRFILMLAMINAT, MANUFACTURING METHOD AND ELECTRONIC DEVICE |
| EP3105058A4 (en) * | 2014-02-12 | 2017-03-08 | Energy Sciences Inc. | Process of using last white in flexible packaging applications as a laminating adhesive |
| CN107984844A (zh) * | 2017-12-11 | 2018-05-04 | 杭州科能新材料科技有限公司 | 一种适用食品包装的封口膜及其制备方法 |
| EP3732226B1 (en) | 2017-12-27 | 2023-08-09 | Dow Global Technologies LLC | Two-component solventless adhesive compositions for adhesion to metal and/or metallized substrates |
| CN112123901A (zh) * | 2019-06-24 | 2020-12-25 | 上海海优威应用材料技术有限公司 | 环保型eva充皮纸 |
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| JPS5493026A (en) | 1977-12-29 | 1979-07-23 | Teijin Ltd | Photosensitive adhesive |
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| DE3102140A1 (de) | 1981-01-23 | 1982-08-19 | Bayer Ag, 5090 Leverkusen | Formteil, insbesondere polster fuer fahrzeugsitze, aus polyurethanschaumstoff mit zonen unterschiedlicher eindruckhaerte und verfahren zu seiner herstellung |
| US4374898A (en) | 1981-06-25 | 1983-02-22 | E. I. Du Pont De Nemours And Company | Elastomeric film |
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-
2005
- 2005-01-06 US US11/029,412 patent/US6989407B2/en not_active Expired - Lifetime
- 2005-01-07 ES ES05711285T patent/ES2411662T3/es not_active Expired - Lifetime
- 2005-01-07 WO PCT/US2005/000326 patent/WO2005067607A2/en not_active Ceased
- 2005-01-07 BR BRPI0506431-7B1A patent/BRPI0506431B1/pt not_active IP Right Cessation
- 2005-01-07 MX MXPA06005622A patent/MXPA06005622A/es active IP Right Grant
- 2005-01-07 CN CN200580002070XA patent/CN1910205B/zh not_active Expired - Fee Related
- 2005-01-07 EP EP20050711285 patent/EP1701983B1/en not_active Expired - Lifetime
- 2005-01-07 JP JP2006549387A patent/JP4772697B2/ja not_active Expired - Fee Related
- 2005-01-07 CA CA 2544142 patent/CA2544142C/en not_active Expired - Lifetime
- 2005-01-07 AU AU2005204667A patent/AU2005204667B2/en not_active Ceased
- 2005-11-02 US US11/263,981 patent/US20060063851A1/en not_active Abandoned
-
2006
- 2006-06-02 KR KR1020067010953A patent/KR101216254B1/ko not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| EP1701983A4 (en) | 2007-10-31 |
| JP4772697B2 (ja) | 2011-09-14 |
| JP2007521388A (ja) | 2007-08-02 |
| AU2005204667B2 (en) | 2010-06-03 |
| US20050163960A1 (en) | 2005-07-28 |
| CA2544142A1 (en) | 2005-07-28 |
| EP1701983A2 (en) | 2006-09-20 |
| BRPI0506431B1 (pt) | 2014-12-02 |
| US6989407B2 (en) | 2006-01-24 |
| KR101216254B1 (ko) | 2012-12-28 |
| KR20060110315A (ko) | 2006-10-24 |
| CN1910205A (zh) | 2007-02-07 |
| ES2411662T3 (es) | 2013-07-08 |
| CA2544142C (en) | 2012-12-18 |
| EP1701983B1 (en) | 2013-03-06 |
| WO2005067607A3 (en) | 2006-01-05 |
| AU2005204667A1 (en) | 2005-07-28 |
| US20060063851A1 (en) | 2006-03-23 |
| CN1910205B (zh) | 2011-02-02 |
| BRPI0506431A (pt) | 2006-12-26 |
| WO2005067607A2 (en) | 2005-07-28 |
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