AU2006287537B2 - Heat shrinkable film with (meth)acrylate resin curable adhesive - Google Patents
Heat shrinkable film with (meth)acrylate resin curable adhesive Download PDFInfo
- Publication number
- AU2006287537B2 AU2006287537B2 AU2006287537A AU2006287537A AU2006287537B2 AU 2006287537 B2 AU2006287537 B2 AU 2006287537B2 AU 2006287537 A AU2006287537 A AU 2006287537A AU 2006287537 A AU2006287537 A AU 2006287537A AU 2006287537 B2 AU2006287537 B2 AU 2006287537B2
- Authority
- AU
- Australia
- Prior art keywords
- film
- meth
- adhesive
- acrylate
- resin
- 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.)
- Ceased
Links
- 239000000853 adhesive Substances 0.000 title claims abstract description 128
- 230000001070 adhesive effect Effects 0.000 title claims abstract description 128
- 239000004925 Acrylic resin Substances 0.000 title claims abstract description 62
- 229920006257 Heat-shrinkable film Polymers 0.000 title claims abstract description 30
- 229920005989 resin Polymers 0.000 claims abstract description 112
- 239000011347 resin Substances 0.000 claims abstract description 112
- NIXOWILDQLNWCW-UHFFFAOYSA-M acrylate group Chemical group C(C=C)(=O)[O-] NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims abstract description 61
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 claims abstract description 27
- 229920001169 thermoplastic Polymers 0.000 claims abstract description 15
- 239000000203 mixture Substances 0.000 claims description 93
- 239000010410 layer Substances 0.000 claims description 58
- 239000012792 core layer Substances 0.000 claims description 53
- 229920005862 polyol Polymers 0.000 claims description 39
- 150000003077 polyols Chemical class 0.000 claims description 34
- 229920000089 Cyclic olefin copolymer Polymers 0.000 claims description 25
- RSWGJHLUYNHPMX-UHFFFAOYSA-N Abietic-Saeure Natural products C12CCC(C(C)C)=CC2=CCC2C1(C)CCCC2(C)C(O)=O RSWGJHLUYNHPMX-UHFFFAOYSA-N 0.000 claims description 23
- KHPCPRHQVVSZAH-HUOMCSJISA-N Rosin Natural products O(C/C=C/c1ccccc1)[C@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@@H](CO)O1 KHPCPRHQVVSZAH-HUOMCSJISA-N 0.000 claims description 23
- KHPCPRHQVVSZAH-UHFFFAOYSA-N trans-cinnamyl beta-D-glucopyranoside Natural products OC1C(O)C(O)C(CO)OC1OCC=CC1=CC=CC=C1 KHPCPRHQVVSZAH-UHFFFAOYSA-N 0.000 claims description 23
- 239000004743 Polypropylene Substances 0.000 claims description 20
- 229920000642 polymer Polymers 0.000 claims description 20
- 229920001228 polyisocyanate Polymers 0.000 claims description 16
- 239000005056 polyisocyanate Substances 0.000 claims description 16
- 229920005606 polypropylene copolymer Polymers 0.000 claims description 16
- 239000004713 Cyclic olefin copolymer Substances 0.000 claims description 15
- 150000003097 polyterpenes Chemical class 0.000 claims description 15
- 239000012949 free radical photoinitiator Substances 0.000 claims description 14
- 229920005629 polypropylene homopolymer Polymers 0.000 claims description 13
- 229920000570 polyether Polymers 0.000 claims description 12
- 239000004721 Polyphenylene oxide Substances 0.000 claims description 11
- 229920006270 hydrocarbon resin Polymers 0.000 claims description 4
- 239000013032 Hydrocarbon resin Substances 0.000 claims description 3
- 229920005906 polyester polyol Polymers 0.000 claims description 3
- 238000002372 labelling Methods 0.000 abstract description 8
- 238000004519 manufacturing process Methods 0.000 abstract description 5
- 235000013361 beverage Nutrition 0.000 abstract description 3
- -1 poly(ethylene terephthalate) Polymers 0.000 description 88
- 239000003153 chemical reaction reagent Substances 0.000 description 33
- 150000002118 epoxides Chemical class 0.000 description 33
- 239000000543 intermediate Substances 0.000 description 31
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 29
- 239000004711 α-olefin Substances 0.000 description 28
- 239000000178 monomer Substances 0.000 description 27
- 125000004432 carbon atom Chemical group C* 0.000 description 25
- 229920001577 copolymer Polymers 0.000 description 25
- 238000000034 method Methods 0.000 description 25
- 150000001336 alkenes Chemical class 0.000 description 24
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 20
- 239000000654 additive Substances 0.000 description 19
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 19
- 239000004593 Epoxy Substances 0.000 description 18
- 230000008569 process Effects 0.000 description 17
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 16
- 238000001723 curing Methods 0.000 description 16
- 125000003118 aryl group Chemical group 0.000 description 15
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 15
- 229920001519 homopolymer Polymers 0.000 description 15
- 229920000098 polyolefin Polymers 0.000 description 15
- 229920001155 polypropylene Polymers 0.000 description 15
- 229910052799 carbon Inorganic materials 0.000 description 14
- UHESRSKEBRADOO-UHFFFAOYSA-N ethyl carbamate;prop-2-enoic acid Chemical compound OC(=O)C=C.CCOC(N)=O UHESRSKEBRADOO-UHFFFAOYSA-N 0.000 description 14
- 125000002768 hydroxyalkyl group Chemical group 0.000 description 14
- 235000007586 terpenes Nutrition 0.000 description 14
- 125000001931 aliphatic group Chemical group 0.000 description 12
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 11
- RJLZSKYNYLYCNY-UHFFFAOYSA-N ethyl carbamate;isocyanic acid Chemical compound N=C=O.CCOC(N)=O RJLZSKYNYLYCNY-UHFFFAOYSA-N 0.000 description 11
- 238000006116 polymerization reaction Methods 0.000 description 11
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 description 9
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 8
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 8
- 230000000996 additive effect Effects 0.000 description 8
- 125000002947 alkylene group Chemical group 0.000 description 8
- 238000006243 chemical reaction Methods 0.000 description 8
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 7
- 241000196324 Embryophyta Species 0.000 description 7
- 229920006272 aromatic hydrocarbon resin Polymers 0.000 description 7
- 239000003795 chemical substances by application Substances 0.000 description 7
- 239000003085 diluting agent Substances 0.000 description 7
- 229930195733 hydrocarbon Natural products 0.000 description 7
- 150000002576 ketones Chemical class 0.000 description 7
- 239000000463 material Substances 0.000 description 7
- 238000002360 preparation method Methods 0.000 description 7
- 150000003254 radicals Chemical class 0.000 description 7
- IGFHQQFPSIBGKE-UHFFFAOYSA-N 4-nonylphenol Chemical compound CCCCCCCCCC1=CC=C(O)C=C1 IGFHQQFPSIBGKE-UHFFFAOYSA-N 0.000 description 6
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 6
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 6
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 6
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 6
- 150000001299 aldehydes Chemical class 0.000 description 6
- 239000007795 chemical reaction product Substances 0.000 description 6
- 239000012141 concentrate Substances 0.000 description 6
- 238000007334 copolymerization reaction Methods 0.000 description 6
- 150000002009 diols Chemical class 0.000 description 6
- 125000003700 epoxy group Chemical group 0.000 description 6
- CERQOIWHTDAKMF-UHFFFAOYSA-M methacrylate group Chemical group C(C(=C)C)(=O)[O-] CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 6
- 150000003505 terpenes Chemical class 0.000 description 6
- 238000012360 testing method Methods 0.000 description 6
- 229920002367 Polyisobutene Polymers 0.000 description 5
- 229920006271 aliphatic hydrocarbon resin Polymers 0.000 description 5
- 150000001491 aromatic compounds Chemical class 0.000 description 5
- 230000015572 biosynthetic process Effects 0.000 description 5
- 238000002156 mixing Methods 0.000 description 5
- 229920000728 polyester Polymers 0.000 description 5
- 238000010526 radical polymerization reaction Methods 0.000 description 5
- VXNZUUAINFGPBY-UHFFFAOYSA-N 1-Butene Chemical compound CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 description 4
- 239000012956 1-hydroxycyclohexylphenyl-ketone Substances 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 4
- 229920013665 Ampacet Polymers 0.000 description 4
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 description 4
- 239000006057 Non-nutritive feed additive Substances 0.000 description 4
- SMEGJBVQLJJKKX-HOTMZDKISA-N [(2R,3S,4S,5R,6R)-5-acetyloxy-3,4,6-trihydroxyoxan-2-yl]methyl acetate Chemical compound CC(=O)OC[C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)O)OC(=O)C)O)O SMEGJBVQLJJKKX-HOTMZDKISA-N 0.000 description 4
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 4
- 230000001464 adherent effect Effects 0.000 description 4
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 description 4
- 150000001412 amines Chemical class 0.000 description 4
- 239000003963 antioxidant agent Substances 0.000 description 4
- MQDJYUACMFCOFT-UHFFFAOYSA-N bis[2-(1-hydroxycyclohexyl)phenyl]methanone Chemical compound C=1C=CC=C(C(=O)C=2C(=CC=CC=2)C2(O)CCCCC2)C=1C1(O)CCCCC1 MQDJYUACMFCOFT-UHFFFAOYSA-N 0.000 description 4
- PXKLMJQFEQBVLD-UHFFFAOYSA-N bisphenol F Chemical compound C1=CC(O)=CC=C1CC1=CC=C(O)C=C1 PXKLMJQFEQBVLD-UHFFFAOYSA-N 0.000 description 4
- 238000010504 bond cleavage reaction Methods 0.000 description 4
- 239000012952 cationic photoinitiator Substances 0.000 description 4
- HGCIXCUEYOPUTN-UHFFFAOYSA-N cyclohexene Chemical compound C1CCC=CC1 HGCIXCUEYOPUTN-UHFFFAOYSA-N 0.000 description 4
- 230000005670 electromagnetic radiation Effects 0.000 description 4
- 229910052739 hydrogen Inorganic materials 0.000 description 4
- 239000001257 hydrogen Substances 0.000 description 4
- 230000000977 initiatory effect Effects 0.000 description 4
- 239000002667 nucleating agent Substances 0.000 description 4
- 239000012038 nucleophile Substances 0.000 description 4
- 239000012434 nucleophilic reagent Substances 0.000 description 4
- 239000003208 petroleum Substances 0.000 description 4
- 229920003023 plastic Polymers 0.000 description 4
- 239000004033 plastic Substances 0.000 description 4
- 238000012545 processing Methods 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- PJAKWOZHTFWTNF-UHFFFAOYSA-N (2-nonylphenyl) prop-2-enoate Chemical class CCCCCCCCCC1=CC=CC=C1OC(=O)C=C PJAKWOZHTFWTNF-UHFFFAOYSA-N 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- 239000004215 Carbon black (E152) Substances 0.000 description 3
- BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical compound ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 description 3
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 3
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 239000004698 Polyethylene Substances 0.000 description 3
- 125000000217 alkyl group Chemical group 0.000 description 3
- 239000002216 antistatic agent Substances 0.000 description 3
- KAKZBPTYRLMSJV-UHFFFAOYSA-N butadiene group Chemical group C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 3
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 3
- 150000001735 carboxylic acids Chemical class 0.000 description 3
- 238000003776 cleavage reaction Methods 0.000 description 3
- 239000011248 coating agent Substances 0.000 description 3
- 238000000576 coating method Methods 0.000 description 3
- 239000000470 constituent Substances 0.000 description 3
- GYZLOYUZLJXAJU-UHFFFAOYSA-N diglycidyl ether Chemical compound C1OC1COCC1CO1 GYZLOYUZLJXAJU-UHFFFAOYSA-N 0.000 description 3
- 150000002148 esters Chemical class 0.000 description 3
- 229920005648 ethylene methacrylic acid copolymer Polymers 0.000 description 3
- 229910052736 halogen Inorganic materials 0.000 description 3
- 125000005843 halogen group Chemical group 0.000 description 3
- 150000002367 halogens Chemical class 0.000 description 3
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- 238000005984 hydrogenation reaction Methods 0.000 description 3
- 239000003999 initiator Substances 0.000 description 3
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- NWVVVBRKAWDGAB-UHFFFAOYSA-N p-methoxyphenol Chemical compound COC1=CC=C(O)C=C1 NWVVVBRKAWDGAB-UHFFFAOYSA-N 0.000 description 3
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- 238000011282 treatment Methods 0.000 description 3
- 150000003672 ureas Chemical class 0.000 description 3
- HCNHNBLSNVSJTJ-UHFFFAOYSA-N 1,1-Bis(4-hydroxyphenyl)ethane Chemical compound C=1C=C(O)C=CC=1C(C)C1=CC=C(O)C=C1 HCNHNBLSNVSJTJ-UHFFFAOYSA-N 0.000 description 2
- AZQWKYJCGOJGHM-UHFFFAOYSA-N 1,4-benzoquinone Chemical compound O=C1C=CC(=O)C=C1 AZQWKYJCGOJGHM-UHFFFAOYSA-N 0.000 description 2
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- B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
- B32B2307/00—Properties of the layers or laminate
- B32B2307/70—Other properties
- B32B2307/732—Dimensional properties
- B32B2307/734—Dimensional stability
- B32B2307/736—Shrinkable
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B32—LAYERED PRODUCTS
- B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
- B32B2307/00—Properties of the layers or laminate
- B32B2307/70—Other properties
- B32B2307/738—Thermoformability
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B32—LAYERED PRODUCTS
- B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
- B32B2519/00—Labels, badges
-
- 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
- C09J2203/00—Applications of adhesives in processes or use of adhesives in the form of films or foils
- C09J2203/334—Applications of adhesives in processes or use of adhesives in the form of films or foils as a label
-
- 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
- C09J2423/00—Presence of polyolefin
- C09J2423/006—Presence of polyolefin in the substrate
-
- 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
- C09J2475/00—Presence of polyurethane
-
- 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
- Y10T428/28—Web or sheet containing structurally defined element or component and having an adhesive outermost layer
- Y10T428/2852—Adhesive compositions
- Y10T428/2874—Adhesive compositions including aldehyde or ketone condensation polymer [e.g., urea formaldehyde polymer, melamine formaldehyde polymer, etc.]
-
- 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
- Y10T428/28—Web or sheet containing structurally defined element or component and having an adhesive outermost layer
- Y10T428/2852—Adhesive compositions
- Y10T428/2878—Adhesive compositions including addition polymer from unsaturated monomer
- Y10T428/2891—Adhesive compositions including addition polymer from unsaturated monomer including addition polymer from alpha-beta unsaturated carboxylic acid [e.g., acrylic acid, methacrylic acid, etc.] Or derivative thereof
-
- 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
- Y10T428/28—Web or sheet containing structurally defined element or component and having an adhesive outermost layer
- Y10T428/2852—Adhesive compositions
- Y10T428/2896—Adhesive compositions including nitrogen containing condensation polymer [e.g., polyurethane, polyisocyanate, etc.]
-
- 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
- Y10T428/31504—Composite [nonstructural laminate]
- Y10T428/31551—Of polyamidoester [polyurethane, polyisocyanate, polycarbamate, etc.]
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Physics & Mathematics (AREA)
- General Physics & Mathematics (AREA)
- Engineering & Computer Science (AREA)
- Theoretical Computer Science (AREA)
- Laminated Bodies (AREA)
- Shaping By String And By Release Of Stress In Plastics And The Like (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Graft Or Block Polymers (AREA)
- Macromonomer-Based Addition Polymer (AREA)
- Adhesives Or Adhesive Processes (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US71568905P | 2005-09-09 | 2005-09-09 | |
| US60/715,689 | 2005-09-09 | ||
| PCT/US2006/034799 WO2007030583A1 (en) | 2005-09-09 | 2006-09-08 | Heat shrinkable film with (meth)acrylate resin curable adhesive |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| AU2006287537A1 AU2006287537A1 (en) | 2007-03-15 |
| AU2006287537B2 true AU2006287537B2 (en) | 2011-10-20 |
Family
ID=37561169
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AU2006287537A Ceased AU2006287537B2 (en) | 2005-09-09 | 2006-09-08 | Heat shrinkable film with (meth)acrylate resin curable adhesive |
Country Status (9)
| Country | Link |
|---|---|
| US (1) | US7700189B2 (enExample) |
| EP (1) | EP1922378B1 (enExample) |
| JP (1) | JP5161090B2 (enExample) |
| CN (1) | CN101258213A (enExample) |
| AT (1) | ATE468375T1 (enExample) |
| AU (1) | AU2006287537B2 (enExample) |
| DE (1) | DE602006014420D1 (enExample) |
| ES (1) | ES2342114T3 (enExample) |
| WO (1) | WO2007030583A1 (enExample) |
Families Citing this family (26)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2004003874A2 (en) | 2002-06-26 | 2004-01-08 | Avery Dennison Corporation | Oriented films comprising polypropylene / olefin elastomer blends |
| RU2424907C2 (ru) | 2005-01-10 | 2011-07-27 | Эвери Деннисон Копэрейшн | Этикетка (варианты) и способ удаления ее с изделия |
| EP2049333B1 (en) | 2006-06-14 | 2012-12-05 | Avery Dennison Corporation | Conformable and die-cuttable machine direction oriented labelstocks and labels, and process for preparing |
| AU2007261011B2 (en) | 2006-06-20 | 2012-04-05 | Avery Dennison Corporation | Multilayered polymeric film for hot melt adhesive labeling and label stock and label thereof |
| MY153203A (en) | 2006-11-02 | 2015-01-29 | Avery Dennison Corp | Emulsion adhesive for washable film |
| US20080121341A1 (en) * | 2006-11-28 | 2008-05-29 | Applied Extrusion Technologies | Radiation curable adhesive with high molecular weight oligomer |
| BRPI0811246A2 (pt) | 2007-04-05 | 2014-11-04 | Avery Dennison Corp | Rótulo com característica de encolhimento sensível à pressão. |
| US8282754B2 (en) | 2007-04-05 | 2012-10-09 | Avery Dennison Corporation | Pressure sensitive shrink label |
| WO2008139028A1 (en) * | 2007-05-10 | 2008-11-20 | Upm Raflatac Oy | Battery label |
| US7857937B2 (en) * | 2007-12-05 | 2010-12-28 | Pepsico, Inc. | Thermosetting hot-melt polyurethane adhesive for labeling a structure |
| DE102008045547A1 (de) | 2008-09-03 | 2010-03-04 | Ccl Label Meerane Gmbh | Etikett, insbesondere für einen Mehrwegbehälter |
| US8092628B2 (en) | 2008-10-31 | 2012-01-10 | Brewer Science Inc. | Cyclic olefin compositions for temporary wafer bonding |
| EP2414473B1 (en) * | 2009-03-30 | 2014-12-31 | Avery Dennison Corporation | Removable adhesive label containing inherently shrinkable polymeric film |
| CA2757447C (en) * | 2009-03-30 | 2017-10-24 | Avery Dennison Corporation | Removable adhesive label containing high tensile modulus polymeric film layer |
| ES2622956T3 (es) | 2009-03-30 | 2017-07-10 | Avery Dennison Corporation | Etiqueta adhesiva retirable que contiene una capa de película polimérica que tiene afinidad por el agua |
| US8771927B2 (en) * | 2009-04-15 | 2014-07-08 | Brewer Science Inc. | Acid-etch resistant, protective coatings |
| BR122014017823A2 (pt) | 2010-01-28 | 2019-07-16 | Avery Dennison Corporation | Sistema e método para aplicação de rótulos em artigos |
| EP2394918B1 (de) * | 2010-06-08 | 2013-07-24 | Henkel AG & Co. KGaA | Verfahren zum Verkleben von Etiketten |
| US20110318557A1 (en) * | 2010-06-23 | 2011-12-29 | Upm Raflatac Oy | Mdo polypropylene liner |
| BR112014018765B1 (pt) | 2012-01-31 | 2021-04-20 | Avery Dennison Corporation | película de polipropileno de copolímero de impacto orientado |
| US9676532B2 (en) | 2012-08-15 | 2017-06-13 | Avery Dennison Corporation | Packaging reclosure label for high alcohol content products |
| CN103280156B (zh) * | 2013-06-17 | 2015-04-08 | 海南赛诺实业有限公司 | 一种塑料标签及其制造方法 |
| JP6314531B2 (ja) * | 2014-02-21 | 2018-04-25 | 東洋インキＳｃホールディングス株式会社 | 活性エネルギー線重合性樹脂組成物及び積層体 |
| BR112016028445B1 (pt) | 2014-06-02 | 2022-05-31 | Avery Dennison Corporation | Filme orientado com resistência à abrasão, clareza e conformabilidade, conjunto de rótulo compreendendo o filme e método para produzir um artigo rotulado |
| CN112313400A (zh) | 2018-06-21 | 2021-02-02 | 3M创新有限公司 | 垫材料、其制造方法、污染控制装置和隔热结构 |
| JP7538171B2 (ja) * | 2022-04-27 | 2024-08-21 | ソマール株式会社 | 粘着シート |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0560211A1 (en) * | 1992-03-10 | 1993-09-15 | National Starch and Chemical Investment Holding Corporation | Shrink film labeling with polyurethane hot melts |
| US5883148A (en) * | 1996-08-22 | 1999-03-16 | Acheson Industries, Inc. | UV curable pressure sensitive adhesive composition |
| JP2001220559A (ja) * | 2000-02-08 | 2001-08-14 | Toyobo Co Ltd | 粘着シート |
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| DE2629779C3 (de) * | 1976-07-02 | 1985-04-04 | Saint Gobain | Verfahren zur Herstellung einer zweischichtigen Folie mit Selbstheileigenschaften unter Verwendung von Polyurethanen als Splitterschutzschicht eines Sicherheitsglases |
| JPS5893765A (ja) * | 1981-11-30 | 1983-06-03 | Toobi:Kk | 紫外線硬化性接着剤および紫外線硬化性ラベル |
| US4507458A (en) * | 1983-04-14 | 1985-03-26 | Takeda Chemical Industries, Ltd. | Urethane acrylate compositions |
| US4820745A (en) | 1985-05-07 | 1989-04-11 | Huels Troisdorf Aktiengesellschaft | Pressure-sensitive adhesives based on radiation-curable polyesters containing (meth)acrylic groups |
| DE3641997A1 (de) | 1986-12-09 | 1988-06-16 | Basf Ag | Harnstoff-aldehyd-polykondensate, ein verfahren zu deren herstellung sowie deren verwendung als lackbindemittel |
| JPS63147186A (ja) * | 1986-12-11 | 1988-06-20 | リンテック株式会社 | 交通違反車用ラベル |
| US5213744A (en) | 1987-04-21 | 1993-05-25 | Exxon Chemical Patents Inc. | Process for making polyolefin films |
| EP0504418B2 (en) | 1990-10-05 | 2001-06-13 | Idemitsu Kosan Company Limited | Process for producing cycloolefin polymer and cycloolefin copolymers |
| US5418016A (en) | 1991-03-03 | 1995-05-23 | Air Products And Chemicals, Inc. | Coating process using radiation curable compositions |
| US6184326B1 (en) | 1992-03-20 | 2001-02-06 | Fina Technology, Inc. | Syndiotactic polypropylene |
| US6017603A (en) | 1995-04-28 | 2000-01-25 | Nippon Kayaku Kabushiki Kaisha | Ultraviolet-curing adhesive composition and article |
| US5900473A (en) | 1997-06-16 | 1999-05-04 | H.B. Fuller Licensing & Financing, Inc. | Radiation curable pressure sensitive adhesives |
| TW430672B (en) | 1997-07-03 | 2001-04-21 | Sumitomo Chemical Co | A photo-curing resin composition for DVD |
| US6429235B1 (en) | 1999-08-27 | 2002-08-06 | Cognis Corporation | Energy-curable composition for making a pressure sensitive adhesive |
| JP2001196033A (ja) * | 2000-01-07 | 2001-07-19 | Fuji Seal Inc | 電池外装用ラベル |
| US6649259B1 (en) * | 2000-02-29 | 2003-11-18 | National Starch And Chemical Investment Holding Corporation | Adhesives for thermally shrinkable films or labels |
| US20040010111A1 (en) | 2000-12-15 | 2004-01-15 | Birkett David P. | Adhesives for dvd bonding |
| CN1291835C (zh) * | 2001-10-17 | 2006-12-27 | 艾弗里·丹尼森公司 | 多层收缩薄膜和由其制得的标签 |
| JP2004002532A (ja) * | 2002-05-31 | 2004-01-08 | Toppan Forms Co Ltd | 感圧接着剤組成物、情報担持用シート、感圧接着シート |
| EP1375617A1 (en) | 2002-06-19 | 2004-01-02 | 3M Innovative Properties Company | Radiation-curable, solvent-free and printable precursor of a pressure-sensitive adhesive |
| EP1375618A1 (en) | 2002-06-19 | 2004-01-02 | 3M Innovative Properties Company | Radiation-curable, solvent-free and printable precursor of an adhesive |
| JP2004107490A (ja) | 2002-09-18 | 2004-04-08 | Mitsui Chemicals Inc | 軟質シンジオタクティックポリプロピレン系組成物及び該組成物を含む成形体 |
| JP2004170468A (ja) * | 2002-11-15 | 2004-06-17 | Fuji Seal Inc | ポリオレフィン系シュリンクラベル |
| US6887917B2 (en) | 2002-12-30 | 2005-05-03 | 3M Innovative Properties Company | Curable pressure sensitive adhesive compositions |
| JP4285746B2 (ja) * | 2004-02-26 | 2009-06-24 | 日本合成化学工業株式会社 | 硬化型粘接着剤組成物 |
| WO2007030584A1 (en) | 2005-09-09 | 2007-03-15 | Dyna-Tech Adhesives, Incorporated | (meth)acrylate resin curable adhesive |
-
2006
- 2006-09-08 JP JP2008530183A patent/JP5161090B2/ja not_active Expired - Fee Related
- 2006-09-08 AU AU2006287537A patent/AU2006287537B2/en not_active Ceased
- 2006-09-08 ES ES06814268T patent/ES2342114T3/es active Active
- 2006-09-08 DE DE200660014420 patent/DE602006014420D1/de active Active
- 2006-09-08 CN CNA200680032431XA patent/CN101258213A/zh active Pending
- 2006-09-08 AT AT06814268T patent/ATE468375T1/de not_active IP Right Cessation
- 2006-09-08 EP EP20060814268 patent/EP1922378B1/en active Active
- 2006-09-08 WO PCT/US2006/034799 patent/WO2007030583A1/en not_active Ceased
-
2007
- 2007-03-15 US US11/686,462 patent/US7700189B2/en active Active
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0560211A1 (en) * | 1992-03-10 | 1993-09-15 | National Starch and Chemical Investment Holding Corporation | Shrink film labeling with polyurethane hot melts |
| US5883148A (en) * | 1996-08-22 | 1999-03-16 | Acheson Industries, Inc. | UV curable pressure sensitive adhesive composition |
| JP2001220559A (ja) * | 2000-02-08 | 2001-08-14 | Toyobo Co Ltd | 粘着シート |
Also Published As
| Publication number | Publication date |
|---|---|
| EP1922378A1 (en) | 2008-05-21 |
| JP2009508164A (ja) | 2009-02-26 |
| JP5161090B2 (ja) | 2013-03-13 |
| EP1922378B1 (en) | 2010-05-19 |
| WO2007030583A1 (en) | 2007-03-15 |
| US7700189B2 (en) | 2010-04-20 |
| CN101258213A (zh) | 2008-09-03 |
| ATE468375T1 (de) | 2010-06-15 |
| DE602006014420D1 (de) | 2010-07-01 |
| ES2342114T3 (es) | 2010-07-01 |
| AU2006287537A1 (en) | 2007-03-15 |
| US20070172669A1 (en) | 2007-07-26 |
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Legal Events
| Date | Code | Title | Description |
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| DA3 | Amendments made section 104 |
Free format text: THE NATURE OF THE AMENDMENT IS: AMEND THE NAME OF THE INVENTOR TO READ KAUL, PAYAL; WILLIAMS JR., RICHARD K.; GHIAM, FARID F.; BLACKWELL, CHRISTOPHER J.; RAJAN, SUNDER R.; HARMAN, PATRICIA ANN AND AMON, MORIS |
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| DA3 | Amendments made section 104 |
Free format text: THE NATURE OF THE AMENDMENT IS: AMEND THE NAME OF THE INVENTOR TO READ KAUL, PAYAL; WILLIAMS JR., RICHARD K.; GHIAM, FARID F.; BLACKWELL, CHRISTOPHER J.; RAJAN, SUNDER R.; HARMAN, PATRICIA ANN AND AMON, MORIS |
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| FGA | Letters patent sealed or granted (standard patent) | ||
| MK14 | Patent ceased section 143(a) (annual fees not paid) or expired |