CA2369924C - Pressure sensitive adhesives - Google Patents
Pressure sensitive adhesives Download PDFInfo
- Publication number
- CA2369924C CA2369924C CA002369924A CA2369924A CA2369924C CA 2369924 C CA2369924 C CA 2369924C CA 002369924 A CA002369924 A CA 002369924A CA 2369924 A CA2369924 A CA 2369924A CA 2369924 C CA2369924 C CA 2369924C
- Authority
- CA
- Canada
- Prior art keywords
- acrylate
- pressure sensitive
- emulsion
- sensitive adhesive
- mixtures
- 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.)
- Expired - Lifetime
Links
- 239000004820 Pressure-sensitive adhesive Substances 0.000 title claims abstract description 40
- 239000000839 emulsion Substances 0.000 claims abstract description 53
- 239000004816 latex Substances 0.000 claims abstract description 30
- 229920000126 latex Polymers 0.000 claims abstract description 30
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 23
- 238000000034 method Methods 0.000 claims abstract description 19
- 239000000178 monomer Substances 0.000 claims description 39
- 239000000203 mixture Substances 0.000 claims description 36
- 239000003999 initiator Substances 0.000 claims description 24
- 238000006243 chemical reaction Methods 0.000 claims description 21
- 239000002245 particle Substances 0.000 claims description 21
- 239000003945 anionic surfactant Substances 0.000 claims description 19
- 239000003638 chemical reducing agent Substances 0.000 claims description 18
- 125000005250 alkyl acrylate group Chemical group 0.000 claims description 14
- 150000008064 anhydrides Chemical class 0.000 claims description 11
- 125000004432 carbon atom Chemical group C* 0.000 claims description 11
- -1 octyl phenoxy Chemical class 0.000 claims description 11
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims description 10
- 125000000217 alkyl group Chemical group 0.000 claims description 9
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Natural products C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims description 7
- 239000000080 wetting agent Substances 0.000 claims description 7
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 claims description 6
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 6
- 239000007864 aqueous solution Substances 0.000 claims description 6
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 claims description 6
- GOXQRTZXKQZDDN-UHFFFAOYSA-N 2-Ethylhexyl acrylate Chemical compound CCCCC(CC)COC(=O)C=C GOXQRTZXKQZDDN-UHFFFAOYSA-N 0.000 claims description 5
- CYUZOYPRAQASLN-UHFFFAOYSA-N 3-prop-2-enoyloxypropanoic acid Chemical compound OC(=O)CCOC(=O)C=C CYUZOYPRAQASLN-UHFFFAOYSA-N 0.000 claims description 5
- 150000003254 radicals Chemical class 0.000 claims description 5
- 239000000758 substrate Substances 0.000 claims description 5
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims description 4
- 239000008367 deionised water Substances 0.000 claims description 4
- 229910021641 deionized water Inorganic materials 0.000 claims description 4
- 238000003756 stirring Methods 0.000 claims description 4
- FKKAGFLIPSSCHT-UHFFFAOYSA-N 1-dodecoxydodecane;sulfuric acid Chemical class OS(O)(=O)=O.CCCCCCCCCCCCOCCCCCCCCCCCC FKKAGFLIPSSCHT-UHFFFAOYSA-N 0.000 claims description 3
- JAHNSTQSQJOJLO-UHFFFAOYSA-N 2-(3-fluorophenyl)-1h-imidazole Chemical compound FC1=CC=CC(C=2NC=CN=2)=C1 JAHNSTQSQJOJLO-UHFFFAOYSA-N 0.000 claims description 3
- BTOVVHWKPVSLBI-UHFFFAOYSA-N 2-methylprop-1-enylbenzene Chemical compound CC(C)=CC1=CC=CC=C1 BTOVVHWKPVSLBI-UHFFFAOYSA-N 0.000 claims description 3
- CFVWNXQPGQOHRJ-UHFFFAOYSA-N 2-methylpropyl prop-2-enoate Chemical compound CC(C)COC(=O)C=C CFVWNXQPGQOHRJ-UHFFFAOYSA-N 0.000 claims description 3
- DXIJHCSGLOHNES-UHFFFAOYSA-N 3,3-dimethylbut-1-enylbenzene Chemical compound CC(C)(C)C=CC1=CC=CC=C1 DXIJHCSGLOHNES-UHFFFAOYSA-N 0.000 claims description 3
- LVGFPWDANALGOY-UHFFFAOYSA-N 8-methylnonyl prop-2-enoate Chemical compound CC(C)CCCCCCCOC(=O)C=C LVGFPWDANALGOY-UHFFFAOYSA-N 0.000 claims description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical class CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 3
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims description 3
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 claims description 3
- 230000001747 exhibiting effect Effects 0.000 claims description 3
- 239000001530 fumaric acid Substances 0.000 claims description 3
- SCFQUKBBGYTJNC-UHFFFAOYSA-N heptyl prop-2-enoate Chemical compound CCCCCCCOC(=O)C=C SCFQUKBBGYTJNC-UHFFFAOYSA-N 0.000 claims description 3
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 claims description 3
- 239000011976 maleic acid Substances 0.000 claims description 3
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 claims description 3
- LVHBHZANLOWSRM-UHFFFAOYSA-N methylenebutanedioic acid Natural products OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 claims description 3
- 229940065472 octyl acrylate Drugs 0.000 claims description 3
- ANISOHQJBAQUQP-UHFFFAOYSA-N octyl prop-2-enoate Chemical compound CCCCCCCCOC(=O)C=C ANISOHQJBAQUQP-UHFFFAOYSA-N 0.000 claims description 3
- HJWLCRVIBGQPNF-UHFFFAOYSA-N prop-2-enylbenzene Chemical compound C=CCC1=CC=CC=C1 HJWLCRVIBGQPNF-UHFFFAOYSA-N 0.000 claims description 3
- 125000003011 styrenyl group Chemical group [H]\C(*)=C(/[H])C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 claims description 3
- DXPPIEDUBFUSEZ-UHFFFAOYSA-N 6-methylheptyl prop-2-enoate Chemical compound CC(C)CCCCCOC(=O)C=C DXPPIEDUBFUSEZ-UHFFFAOYSA-N 0.000 claims description 2
- 239000000872 buffer Substances 0.000 claims description 2
- 238000004519 manufacturing process Methods 0.000 claims description 2
- 150000003839 salts Chemical group 0.000 claims 4
- YRIUSKIDOIARQF-UHFFFAOYSA-N dodecyl benzenesulfonate Chemical class CCCCCCCCCCCCOS(=O)(=O)C1=CC=CC=C1 YRIUSKIDOIARQF-UHFFFAOYSA-N 0.000 claims 2
- 229940071161 dodecylbenzenesulfonate Drugs 0.000 claims 2
- 235000019441 ethanol Nutrition 0.000 claims 2
- 125000001400 nonyl group Chemical class [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])[H] 0.000 claims 2
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims 1
- 230000001804 emulsifying effect Effects 0.000 claims 1
- 238000002360 preparation method Methods 0.000 abstract description 7
- 238000006116 polymerization reaction Methods 0.000 description 9
- 230000000052 comparative effect Effects 0.000 description 7
- 238000012360 testing method Methods 0.000 description 6
- NECRQCBKTGZNMH-UHFFFAOYSA-N 3,5-dimethylhex-1-yn-3-ol Chemical group CC(C)CC(C)(O)C#C NECRQCBKTGZNMH-UHFFFAOYSA-N 0.000 description 5
- 239000000853 adhesive Substances 0.000 description 4
- 230000001070 adhesive effect Effects 0.000 description 4
- 239000003139 biocide Substances 0.000 description 4
- 150000002500 ions Chemical class 0.000 description 4
- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 description 3
- 239000004743 Polypropylene Substances 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 3
- 150000001735 carboxylic acids Chemical class 0.000 description 3
- 239000011248 coating agent Substances 0.000 description 3
- 238000000576 coating method Methods 0.000 description 3
- 238000009826 distribution Methods 0.000 description 3
- 229920001155 polypropylene Polymers 0.000 description 3
- 239000004094 surface-active agent Substances 0.000 description 3
- 238000003786 synthesis reaction Methods 0.000 description 3
- CIHOLLKRGTVIJN-UHFFFAOYSA-N tert‐butyl hydroperoxide Chemical compound CC(C)(C)OO CIHOLLKRGTVIJN-UHFFFAOYSA-N 0.000 description 3
- CAAIULQYGCAMCD-UHFFFAOYSA-L zinc;hydroxymethanesulfinate Chemical group [Zn+2].OCS([O-])=O.OCS([O-])=O CAAIULQYGCAMCD-UHFFFAOYSA-L 0.000 description 3
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 2
- QYYMDNHUJFIDDQ-UHFFFAOYSA-N 5-chloro-2-methyl-1,2-thiazol-3-one;2-methyl-1,2-thiazol-3-one Chemical compound CN1SC=CC1=O.CN1SC(Cl)=CC1=O QYYMDNHUJFIDDQ-UHFFFAOYSA-N 0.000 description 2
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 2
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 2
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 2
- 239000000908 ammonium hydroxide Substances 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- 239000003456 ion exchange resin Substances 0.000 description 2
- 229920003303 ion-exchange polymer Polymers 0.000 description 2
- 238000000518 rheometry Methods 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- 238000005507 spraying Methods 0.000 description 2
- 238000012546 transfer Methods 0.000 description 2
- 239000011701 zinc Substances 0.000 description 2
- NWUYHJFMYQTDRP-UHFFFAOYSA-N 1,2-bis(ethenyl)benzene;1-ethenyl-2-ethylbenzene;styrene Chemical compound C=CC1=CC=CC=C1.CCC1=CC=CC=C1C=C.C=CC1=CC=CC=C1C=C NWUYHJFMYQTDRP-UHFFFAOYSA-N 0.000 description 1
- OVSKIKFHRZPJSS-UHFFFAOYSA-N 2,4-D Chemical compound OC(=O)COC1=CC=C(Cl)C=C1Cl OVSKIKFHRZPJSS-UHFFFAOYSA-N 0.000 description 1
- 239000004971 Cross linker Substances 0.000 description 1
- CIWBSHSKHKDKBQ-DUZGATOHSA-N D-isoascorbic acid Chemical compound OC[C@@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-DUZGATOHSA-N 0.000 description 1
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 1
- IGFHQQFPSIBGKE-UHFFFAOYSA-N Nonylphenol Natural products CCCCCCCCCC1=CC=C(O)C=C1 IGFHQQFPSIBGKE-UHFFFAOYSA-N 0.000 description 1
- 239000004698 Polyethylene Substances 0.000 description 1
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 description 1
- ULUAUXLGCMPNKK-UHFFFAOYSA-N Sulfobutanedioic acid Chemical class OC(=O)CC(C(O)=O)S(O)(=O)=O ULUAUXLGCMPNKK-UHFFFAOYSA-N 0.000 description 1
- 229920006266 Vinyl film Polymers 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 150000001340 alkali metals Chemical class 0.000 description 1
- 125000005907 alkyl ester group Chemical group 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 150000003863 ammonium salts Chemical class 0.000 description 1
- 235000010323 ascorbic acid Nutrition 0.000 description 1
- 229960005070 ascorbic acid Drugs 0.000 description 1
- 239000011668 ascorbic acid Substances 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- 239000006172 buffering agent Substances 0.000 description 1
- 150000004649 carbonic acid derivatives Chemical class 0.000 description 1
- 238000005119 centrifugation Methods 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 238000010276 construction Methods 0.000 description 1
- 238000002242 deionisation method Methods 0.000 description 1
- 238000000502 dialysis Methods 0.000 description 1
- 238000007598 dipping method Methods 0.000 description 1
- 239000003792 electrolyte Substances 0.000 description 1
- 238000007720 emulsion polymerization reaction Methods 0.000 description 1
- 235000010350 erythorbic acid Nutrition 0.000 description 1
- 238000001125 extrusion Methods 0.000 description 1
- 239000011888 foil Substances 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 150000002466 imines Chemical class 0.000 description 1
- 238000007654 immersion Methods 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 229940026239 isoascorbic acid Drugs 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 229910000000 metal hydroxide Inorganic materials 0.000 description 1
- 150000004692 metal hydroxides Chemical class 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 239000002736 nonionic surfactant Substances 0.000 description 1
- 238000001139 pH measurement Methods 0.000 description 1
- 150000002978 peroxides Chemical group 0.000 description 1
- 229920001983 poloxamer Polymers 0.000 description 1
- 229920000515 polycarbonate Polymers 0.000 description 1
- 239000004417 polycarbonate Substances 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 229920000139 polyethylene terephthalate Polymers 0.000 description 1
- 239000005020 polyethylene terephthalate Substances 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 229920006254 polymer film Polymers 0.000 description 1
- 229920005862 polyol Polymers 0.000 description 1
- 150000003077 polyols Chemical class 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 238000010526 radical polymerization reaction Methods 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 239000012966 redox initiator Substances 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- XWGJFPHUCFXLBL-UHFFFAOYSA-M rongalite Chemical compound [Na+].OCS([O-])=O XWGJFPHUCFXLBL-UHFFFAOYSA-M 0.000 description 1
- 229910000077 silane Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 235000017557 sodium bicarbonate Nutrition 0.000 description 1
- HRZFUMHJMZEROT-UHFFFAOYSA-L sodium disulfite Chemical compound [Na+].[Na+].[O-]S(=O)S([O-])(=O)=O HRZFUMHJMZEROT-UHFFFAOYSA-L 0.000 description 1
- 229940001584 sodium metabisulfite Drugs 0.000 description 1
- 235000010262 sodium metabisulphite Nutrition 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 230000003068 static effect Effects 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- 238000005406 washing Methods 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
- C09J9/00—Adhesives characterised by their physical nature or the effects produced, e.g. glue sticks
-
- 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
- B32B27/00—Layered products comprising a layer of synthetic resin
-
- 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
- B32B7/00—Layered products characterised by the relation between layers; Layered products characterised by the relative orientation of features between layers, or by the relative values of a measurable parameter between layers, i.e. products comprising layers having different physical, chemical or physicochemical properties; Layered products characterised by the interconnection of layers
- B32B7/04—Interconnection of layers
- B32B7/12—Interconnection of layers using interposed adhesives or interposed materials with bonding properties
-
- 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
- C09J133/00—Adhesives based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Adhesives based on derivatives of such polymers
- C09J133/04—Homopolymers or copolymers of esters
- C09J133/06—Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, the oxygen atom being present only as part of the carboxyl radical
- C09J133/062—Copolymers with monomers not covered by C09J133/06
- C09J133/064—Copolymers with monomers not covered by C09J133/06 containing anhydride, COOH or COOM groups, with M being metal or onium-cation
-
- 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
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S524/00—Synthetic resins or natural rubbers -- part of the class 520 series
- Y10S524/922—Flocculating, clarifying, or fining compositions
-
- 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]
- Y10T428/31855—Of addition polymer from unsaturated monomers
- Y10T428/3188—Next to cellulosic
- Y10T428/31895—Paper or wood
- Y10T428/31906—Ester, halide or nitrile of addition polymer
-
- 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]
- Y10T428/31855—Of addition polymer from unsaturated monomers
- Y10T428/31909—Next to second addition polymer from unsaturated monomers
-
- 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]
- Y10T428/31855—Of addition polymer from unsaturated monomers
- Y10T428/31909—Next to second addition polymer from unsaturated monomers
- Y10T428/31913—Monoolefin polymer
-
- 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]
- Y10T428/31855—Of addition polymer from unsaturated monomers
- Y10T428/31909—Next to second addition polymer from unsaturated monomers
- Y10T428/31928—Ester, halide or nitrile of addition polymer
-
- 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]
- Y10T428/31855—Of addition polymer from unsaturated monomers
- Y10T428/31935—Ester, halide or nitrile of addition polymer
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Adhesives Or Adhesive Processes (AREA)
- Polymerisation Methods In General (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Measuring Pulse, Heart Rate, Blood Pressure Or Blood Flow (AREA)
- Power Steering Mechanism (AREA)
- Materials For Medical Uses (AREA)
- Inorganic Insulating Materials (AREA)
- Investigating Or Analyzing Materials By The Use Of Electric Means (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US29015999A | 1999-04-12 | 1999-04-12 | |
| US09/290,159 | 1999-04-12 | ||
| PCT/US2000/007480 WO2000061670A1 (en) | 1999-04-12 | 2000-03-21 | Pressure sensitive adhesives |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CA2369924A1 CA2369924A1 (en) | 2000-10-19 |
| CA2369924C true CA2369924C (en) | 2007-06-12 |
Family
ID=23114789
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA002369924A Expired - Lifetime CA2369924C (en) | 1999-04-12 | 2000-03-21 | Pressure sensitive adhesives |
Country Status (17)
| Country | Link |
|---|---|
| US (2) | US6590031B2 (enExample) |
| EP (1) | EP1198502B1 (enExample) |
| JP (1) | JP4800487B2 (enExample) |
| KR (1) | KR100592452B1 (enExample) |
| CN (1) | CN1164657C (enExample) |
| AT (1) | ATE279468T1 (enExample) |
| AU (1) | AU3906100A (enExample) |
| BR (1) | BR0009736B1 (enExample) |
| CA (1) | CA2369924C (enExample) |
| DE (1) | DE60014906T2 (enExample) |
| DK (1) | DK1198502T3 (enExample) |
| ES (1) | ES2225115T3 (enExample) |
| MX (1) | MXPA01010264A (enExample) |
| MY (1) | MY128856A (enExample) |
| PT (1) | PT1198502E (enExample) |
| TW (1) | TWI262210B (enExample) |
| WO (1) | WO2000061670A1 (enExample) |
Families Citing this family (18)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP4752081B2 (ja) * | 1999-08-03 | 2011-08-17 | 東亞合成株式会社 | エマルジョン型粘着剤又は接着剤組成物及び粘着シート |
| US20040076785A1 (en) * | 2000-05-09 | 2004-04-22 | Richards Corlyss J. | Water-whitening resistant latex emulsion pressure sensitive adhesive and its production |
| US6689438B2 (en) * | 2001-06-06 | 2004-02-10 | Cryovac, Inc. | Oxygen detection system for a solid article |
| US6964991B2 (en) * | 2001-07-13 | 2005-11-15 | Surf Chip, Inc. | Process for improving water-whitening resistance of pressure sensitive adhesives |
| US7169846B2 (en) * | 2001-07-13 | 2007-01-30 | Cytec Surface Specialties, Inc. | Process for improving water-whitening resistance of pressure sensitive adhesives |
| US20030168731A1 (en) * | 2002-03-11 | 2003-09-11 | Matayabas James Christopher | Thermal interface material and method of fabricating the same |
| CA2500174A1 (en) * | 2002-09-26 | 2004-04-08 | Surface Specialties, S.A. | Removable, water-whitening resistant pressure sensitive adhesives |
| US6995207B2 (en) | 2003-03-31 | 2006-02-07 | Chen Augustin T | Removable pressure sensitive adhesives with plasticizer resistance properties |
| KR20060115890A (ko) * | 2003-11-07 | 2006-11-10 | 사이텍 설패이스 스페셜티즈, 에스.에이. | 접착제 조성물 |
| ITMI20032550A1 (it) * | 2003-12-22 | 2005-06-23 | Polimeri Europa Spa | Mescole elastomeriche a base di nerofumo |
| US20050260368A1 (en) * | 2004-05-18 | 2005-11-24 | Ruid John O | Packaging for insulation products |
| US7361713B2 (en) * | 2004-12-20 | 2008-04-22 | Air Products And Chemicals, Inc. | Blush resistant adhesives used in bottle labeling |
| US20070135542A1 (en) * | 2005-12-08 | 2007-06-14 | Boonstra Lykele J | Emulsifiers for use in water-based tackifier dispersions |
| US20070249759A1 (en) * | 2006-04-21 | 2007-10-25 | Peter James Miller | Tackifier dispersions with improved humid age performance |
| US20070254985A1 (en) * | 2006-04-21 | 2007-11-01 | Maas Joost H | Resin dispersions with low surfactant concentrations |
| US20090070619A1 (en) * | 2006-06-05 | 2009-03-12 | Shinichi Gotoh | Multi-cycle path information verification method and multi-cycle path information verification device |
| CN103436059A (zh) * | 2013-08-23 | 2013-12-11 | 江苏中威重工机械有限公司 | 一种树脂组合物 |
| CN113444198B (zh) * | 2021-07-09 | 2022-10-11 | 动向国际科技股份有限公司 | 一种有机覆盖物水性定型固化剂及其制备方法与应用方法 |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| JPS61254678A (ja) * | 1985-05-07 | 1986-11-12 | Nitto Electric Ind Co Ltd | エアゾ−ル型感圧性接着剤組成物 |
| JPH02238078A (ja) * | 1989-03-10 | 1990-09-20 | Sanyo Chem Ind Ltd | 感圧接着済およびシート |
| US5416134A (en) | 1990-05-29 | 1995-05-16 | Ashland Oil, Inc. | Water-borne acrylic emulsion pressure sensitive latex adhesive composition |
| AU8082891A (en) * | 1990-05-29 | 1991-12-31 | Ashland Oil, Inc. | Water-borne acrylic emulsion pressure sensitive latex adhesive composition |
| JP2652459B2 (ja) * | 1990-06-20 | 1997-09-10 | 第一工業製薬株式会社 | 乳化重合用乳化剤 |
| JPH04320475A (ja) * | 1991-04-19 | 1992-11-11 | Mitsui Toatsu Chem Inc | 水性分散型粘着剤組成物 |
| US6048611A (en) * | 1992-02-03 | 2000-04-11 | 3M Innovative Properties Company | High solids moisture resistant latex pressure-sensitive adhesive |
| US5286843A (en) * | 1992-05-22 | 1994-02-15 | Rohm And Haas Company | Process for improving water-whitening resistance of pressure sensitive adhesives |
| JP3347425B2 (ja) * | 1993-10-08 | 2002-11-20 | 三井化学株式会社 | 水性エマルション型粘接着剤 |
| DE69420378T2 (de) * | 1993-12-23 | 1999-12-30 | Nitto Denko Corp., Ibaraki | Verfahren zur Herstellung einer wässrigen Dispersion eines Acrylpolymeren, Acrylpolymer so hergestellt, und druckempfindlicher Klebstoff, der dieses Polymer enthält |
| JPH07278233A (ja) * | 1994-04-13 | 1995-10-24 | Sekisui Chem Co Ltd | アクリル系エマルジョン型粘着剤の製造方法、アクリル系エマルジョン型粘着剤、粘着テープまたはシートおよび表面保護材 |
| IL113583A (en) * | 1994-05-26 | 1999-12-22 | Rohm & Haas | Acrylic pressure sensitive adhesive |
| US5663241A (en) * | 1994-12-13 | 1997-09-02 | Minnesota Mining And Manufacturing Company | Removable pressure sensitive adhesive and article |
| WO1997007174A1 (en) * | 1995-08-14 | 1997-02-27 | Kao Corporation | Aqueous emulsion for pressure-sensitive adhesive and process for the preparation thereof |
| WO1997011996A1 (en) * | 1995-09-29 | 1997-04-03 | Avery Dennison Corporation | Process for preparing hot water whitening resistant emulsion pressure sensitive adhesives |
| DE19632202A1 (de) | 1996-08-09 | 1998-02-12 | Basf Ag | Haftklebstoffe auf Basis mehrstufig aufgebauter Polymerisate |
| DE19632203A1 (de) * | 1996-08-09 | 1998-02-12 | Basf Ag | Haftklebstoffe mit geringen Mengen Styrol |
| US5885708A (en) * | 1997-02-14 | 1999-03-23 | Minnesota Mining And Manufacturing Company | Antistatic latex adhesives |
| US5895801A (en) * | 1997-03-31 | 1999-04-20 | Avery Dennison Corporation | Pressure-sensitive adhesives for marking films |
| US5928783A (en) * | 1998-03-09 | 1999-07-27 | National Starch And Chemical Investment Holding Corporation | Pressure sensitive adhesive compositions |
| DE19818394A1 (de) * | 1998-04-24 | 1999-10-28 | Basf Ag | Haftklebestoffe |
-
2000
- 2000-03-21 WO PCT/US2000/007480 patent/WO2000061670A1/en not_active Ceased
- 2000-03-21 MX MXPA01010264A patent/MXPA01010264A/es active IP Right Grant
- 2000-03-21 DE DE60014906T patent/DE60014906T2/de not_active Expired - Lifetime
- 2000-03-21 JP JP2000611605A patent/JP4800487B2/ja not_active Expired - Fee Related
- 2000-03-21 PT PT00918207T patent/PT1198502E/pt unknown
- 2000-03-21 BR BRPI0009736-5A patent/BR0009736B1/pt not_active IP Right Cessation
- 2000-03-21 CN CNB008061416A patent/CN1164657C/zh not_active Expired - Fee Related
- 2000-03-21 AT AT00918207T patent/ATE279468T1/de active
- 2000-03-21 EP EP00918207A patent/EP1198502B1/en not_active Expired - Lifetime
- 2000-03-21 CA CA002369924A patent/CA2369924C/en not_active Expired - Lifetime
- 2000-03-21 DK DK00918207T patent/DK1198502T3/da active
- 2000-03-21 AU AU39061/00A patent/AU3906100A/en not_active Abandoned
- 2000-03-21 KR KR1020017012965A patent/KR100592452B1/ko not_active Expired - Fee Related
- 2000-03-21 ES ES00918207T patent/ES2225115T3/es not_active Expired - Lifetime
- 2000-03-29 MY MYPI20001264A patent/MY128856A/en unknown
- 2000-06-01 TW TW089106764A patent/TWI262210B/zh not_active IP Right Cessation
-
2001
- 2001-11-13 US US10/010,170 patent/US6590031B2/en not_active Expired - Lifetime
-
2003
- 2003-05-13 US US10/436,780 patent/US6861152B2/en not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| BR0009736B1 (pt) | 2011-05-03 |
| MXPA01010264A (es) | 2002-03-27 |
| US6861152B2 (en) | 2005-03-01 |
| ES2225115T3 (es) | 2005-03-16 |
| WO2000061670A1 (en) | 2000-10-19 |
| KR100592452B1 (ko) | 2006-06-22 |
| JP4800487B2 (ja) | 2011-10-26 |
| DE60014906D1 (de) | 2004-11-18 |
| EP1198502A4 (en) | 2002-11-06 |
| CN1346382A (zh) | 2002-04-24 |
| CA2369924A1 (en) | 2000-10-19 |
| CN1164657C (zh) | 2004-09-01 |
| PT1198502E (pt) | 2004-12-31 |
| EP1198502A1 (en) | 2002-04-24 |
| JP2002542327A (ja) | 2002-12-10 |
| AU3906100A (en) | 2000-11-14 |
| US6590031B2 (en) | 2003-07-08 |
| TWI262210B (en) | 2006-09-21 |
| US20040096685A1 (en) | 2004-05-20 |
| ATE279468T1 (de) | 2004-10-15 |
| US20020161109A1 (en) | 2002-10-31 |
| DE60014906T2 (de) | 2005-10-13 |
| MY128856A (en) | 2007-02-28 |
| DK1198502T3 (da) | 2004-11-22 |
| KR20020034072A (ko) | 2002-05-08 |
| EP1198502B1 (en) | 2004-10-13 |
| BR0009736A (pt) | 2002-03-26 |
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