CA1218954A - Hydrophilic, elastomeric, pressure-sensitive adhesive - Google Patents
Hydrophilic, elastomeric, pressure-sensitive adhesiveInfo
- Publication number
- CA1218954A CA1218954A CA000419494A CA419494A CA1218954A CA 1218954 A CA1218954 A CA 1218954A CA 000419494 A CA000419494 A CA 000419494A CA 419494 A CA419494 A CA 419494A CA 1218954 A CA1218954 A CA 1218954A
- Authority
- CA
- Canada
- Prior art keywords
- adhesive
- water
- plasticizer
- polymer
- uncrosslinked
- 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
Links
- 239000004820 Pressure-sensitive adhesive Substances 0.000 title claims abstract description 29
- 239000000853 adhesive Substances 0.000 claims abstract description 268
- 230000001070 adhesive effect Effects 0.000 claims abstract description 268
- 239000004014 plasticizer Substances 0.000 claims abstract description 77
- 239000000758 substrate Substances 0.000 claims abstract description 32
- 229920005613 synthetic organic polymer Polymers 0.000 claims abstract description 20
- 239000011159 matrix material Substances 0.000 claims abstract description 18
- 238000000034 method Methods 0.000 claims abstract description 15
- 229920000642 polymer Polymers 0.000 claims description 80
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 70
- -1 carboxy vinyl Chemical group 0.000 claims description 53
- 239000000178 monomer Substances 0.000 claims description 51
- 229920001577 copolymer Polymers 0.000 claims description 42
- 239000000203 mixture Substances 0.000 claims description 42
- 229920001223 polyethylene glycol Polymers 0.000 claims description 36
- 229920000036 polyvinylpyrrolidone Polymers 0.000 claims description 35
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 claims description 35
- 229920002554 vinyl polymer Polymers 0.000 claims description 33
- 239000001267 polyvinylpyrrolidone Substances 0.000 claims description 32
- 239000002202 Polyethylene glycol Substances 0.000 claims description 31
- 239000006185 dispersion Substances 0.000 claims description 26
- 238000004132 cross linking Methods 0.000 claims description 24
- 229920002451 polyvinyl alcohol Polymers 0.000 claims description 24
- 239000004372 Polyvinyl alcohol Substances 0.000 claims description 23
- 229920001515 polyalkylene glycol Polymers 0.000 claims description 23
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 claims description 22
- 150000002148 esters Chemical class 0.000 claims description 19
- 150000003839 salts Chemical class 0.000 claims description 19
- 229920002125 Sokalan® Polymers 0.000 claims description 18
- 229920006037 cross link polymer Polymers 0.000 claims description 18
- 239000004584 polyacrylic acid Substances 0.000 claims description 14
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 claims description 13
- 230000003381 solubilizing effect Effects 0.000 claims description 13
- 238000009472 formulation Methods 0.000 claims description 11
- 150000001412 amines Chemical class 0.000 claims description 9
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 claims description 8
- 229920001519 homopolymer Polymers 0.000 claims description 8
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 7
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 claims description 7
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims description 7
- 229920001567 vinyl ester resin Polymers 0.000 claims description 7
- 229920003169 water-soluble polymer Polymers 0.000 claims description 7
- XJRBAMWJDBPFIM-UHFFFAOYSA-N methyl vinyl ether Chemical compound COC=C XJRBAMWJDBPFIM-UHFFFAOYSA-N 0.000 claims description 6
- 229940068886 polyethylene glycol 300 Drugs 0.000 claims description 6
- 229920001289 polyvinyl ether Polymers 0.000 claims description 6
- 125000001453 quaternary ammonium group Chemical group 0.000 claims description 6
- JKNCOURZONDCGV-UHFFFAOYSA-N 2-(dimethylamino)ethyl 2-methylprop-2-enoate Chemical group CN(C)CCOC(=O)C(C)=C JKNCOURZONDCGV-UHFFFAOYSA-N 0.000 claims description 5
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 claims description 5
- 238000012544 monitoring process Methods 0.000 claims description 5
- 229920001451 polypropylene glycol Polymers 0.000 claims description 5
- USFZMSVCRYTOJT-UHFFFAOYSA-N Ammonium acetate Chemical group N.CC(O)=O USFZMSVCRYTOJT-UHFFFAOYSA-N 0.000 claims description 4
- 239000005695 Ammonium acetate Substances 0.000 claims description 4
- 125000003277 amino group Chemical group 0.000 claims description 4
- 235000019257 ammonium acetate Nutrition 0.000 claims description 4
- 229940043376 ammonium acetate Drugs 0.000 claims description 4
- UEGPKNKPLBYCNK-UHFFFAOYSA-L magnesium acetate Chemical compound [Mg+2].CC([O-])=O.CC([O-])=O UEGPKNKPLBYCNK-UHFFFAOYSA-L 0.000 claims description 4
- 239000011654 magnesium acetate Substances 0.000 claims description 4
- 235000011285 magnesium acetate Nutrition 0.000 claims description 4
- 229940069446 magnesium acetate Drugs 0.000 claims description 4
- 150000002734 metacrylic acid derivatives Chemical class 0.000 claims description 4
- 150000001733 carboxylic acid esters Chemical class 0.000 claims description 3
- 230000008569 process Effects 0.000 claims description 3
- 238000002646 transcutaneous electrical nerve stimulation Methods 0.000 claims description 3
- 239000002831 pharmacologic agent Substances 0.000 claims 1
- 229920006316 polyvinylpyrrolidine Polymers 0.000 claims 1
- 238000000576 coating method Methods 0.000 abstract description 9
- 239000011248 coating agent Substances 0.000 abstract description 8
- 238000004519 manufacturing process Methods 0.000 abstract description 6
- 239000000463 material Substances 0.000 description 55
- 239000010410 layer Substances 0.000 description 50
- 239000000243 solution Substances 0.000 description 35
- 235000019422 polyvinyl alcohol Nutrition 0.000 description 22
- 210000003491 skin Anatomy 0.000 description 22
- 238000012360 testing method Methods 0.000 description 21
- 229940068984 polyvinyl alcohol Drugs 0.000 description 20
- 230000005855 radiation Effects 0.000 description 19
- 239000013543 active substance Substances 0.000 description 17
- 239000000499 gel Substances 0.000 description 16
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 15
- 239000001301 oxygen Substances 0.000 description 15
- 229910052760 oxygen Inorganic materials 0.000 description 15
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 13
- 239000002245 particle Substances 0.000 description 13
- 239000002904 solvent Substances 0.000 description 13
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 12
- 208000027418 Wounds and injury Diseases 0.000 description 12
- 229910052770 Uranium Inorganic materials 0.000 description 11
- 230000008901 benefit Effects 0.000 description 11
- 230000000052 comparative effect Effects 0.000 description 11
- 208000014674 injury Diseases 0.000 description 11
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 10
- 239000011358 absorbing material Substances 0.000 description 10
- 229940079593 drug Drugs 0.000 description 10
- 239000003814 drug Substances 0.000 description 10
- 239000007788 liquid Substances 0.000 description 10
- 230000003319 supportive effect Effects 0.000 description 10
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 9
- 229910000831 Steel Inorganic materials 0.000 description 9
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 9
- 239000007864 aqueous solution Substances 0.000 description 9
- 239000000017 hydrogel Substances 0.000 description 9
- 239000007787 solid Substances 0.000 description 9
- 239000010959 steel Substances 0.000 description 9
- 241000894006 Bacteria Species 0.000 description 8
- CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 8
- 239000004698 Polyethylene Substances 0.000 description 8
- 230000005540 biological transmission Effects 0.000 description 8
- 239000004744 fabric Substances 0.000 description 8
- 239000002609 medium Substances 0.000 description 8
- 208000004210 Pressure Ulcer Diseases 0.000 description 7
- 239000012790 adhesive layer Substances 0.000 description 7
- 150000003951 lactams Chemical class 0.000 description 7
- 150000005846 sugar alcohols Polymers 0.000 description 7
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 7
- IMROMDMJAWUWLK-UHFFFAOYSA-N Ethenol Chemical class OC=C IMROMDMJAWUWLK-UHFFFAOYSA-N 0.000 description 6
- 206010052428 Wound Diseases 0.000 description 6
- 230000006378 damage Effects 0.000 description 6
- 238000010894 electron beam technology Methods 0.000 description 6
- 235000019441 ethanol Nutrition 0.000 description 6
- 239000010408 film Substances 0.000 description 6
- 235000011187 glycerol Nutrition 0.000 description 6
- 229920000573 polyethylene Polymers 0.000 description 6
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 5
- 206010011985 Decubitus ulcer Diseases 0.000 description 5
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 5
- 150000001408 amides Chemical class 0.000 description 5
- 239000000908 ammonium hydroxide Substances 0.000 description 5
- 239000002585 base Substances 0.000 description 5
- 239000002537 cosmetic Substances 0.000 description 5
- 239000006260 foam Substances 0.000 description 5
- 230000006870 function Effects 0.000 description 5
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 5
- 230000005865 ionizing radiation Effects 0.000 description 5
- 239000000047 product Substances 0.000 description 5
- LDHQCZJRKDOVOX-UHFFFAOYSA-N trans-crotonic acid Natural products CC=CC(O)=O LDHQCZJRKDOVOX-UHFFFAOYSA-N 0.000 description 5
- 230000008733 trauma Effects 0.000 description 5
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 4
- DUIOKRXOKLLURE-UHFFFAOYSA-N 2-octylphenol Polymers CCCCCCCCC1=CC=CC=C1O DUIOKRXOKLLURE-UHFFFAOYSA-N 0.000 description 4
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 4
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 4
- 206010019133 Hangover Diseases 0.000 description 4
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 4
- 239000000654 additive Substances 0.000 description 4
- 230000000996 additive effect Effects 0.000 description 4
- 239000002390 adhesive tape Substances 0.000 description 4
- 230000004888 barrier function Effects 0.000 description 4
- 238000010382 chemical cross-linking Methods 0.000 description 4
- 239000003795 chemical substances by application Substances 0.000 description 4
- LDHQCZJRKDOVOX-NSCUHMNNSA-N crotonic acid Chemical compound C\C=C\C(O)=O LDHQCZJRKDOVOX-NSCUHMNNSA-N 0.000 description 4
- 230000012010 growth Effects 0.000 description 4
- 230000007062 hydrolysis Effects 0.000 description 4
- 238000006460 hydrolysis reaction Methods 0.000 description 4
- 230000002209 hydrophobic effect Effects 0.000 description 4
- 229910052943 magnesium sulfate Inorganic materials 0.000 description 4
- 235000019341 magnesium sulphate Nutrition 0.000 description 4
- LXCFILQKKLGQFO-UHFFFAOYSA-N methylparaben Chemical compound COC(=O)C1=CC=C(O)C=C1 LXCFILQKKLGQFO-UHFFFAOYSA-N 0.000 description 4
- 229920002401 polyacrylamide Polymers 0.000 description 4
- 229920000728 polyester Polymers 0.000 description 4
- QELSKZZBTMNZEB-UHFFFAOYSA-N propylparaben Chemical compound CCCOC(=O)C1=CC=C(O)C=C1 QELSKZZBTMNZEB-UHFFFAOYSA-N 0.000 description 4
- 239000007858 starting material Substances 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- 210000001519 tissue Anatomy 0.000 description 4
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 4
- 208000002874 Acne Vulgaris Diseases 0.000 description 3
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 3
- 239000005977 Ethylene Substances 0.000 description 3
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 3
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 3
- 101150030164 PADI3 gene Proteins 0.000 description 3
- 101150092599 Padi2 gene Proteins 0.000 description 3
- 239000004793 Polystyrene Substances 0.000 description 3
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 240000001058 Sterculia urens Species 0.000 description 3
- 235000015125 Sterculia urens Nutrition 0.000 description 3
- FEWJPZIEWOKRBE-UHFFFAOYSA-N Tartaric Acid Chemical compound [H+].[H+].[O-]C(=O)C(O)C(O)C([O-])=O FEWJPZIEWOKRBE-UHFFFAOYSA-N 0.000 description 3
- QYKIQEUNHZKYBP-UHFFFAOYSA-N Vinyl ether Chemical class C=COC=C QYKIQEUNHZKYBP-UHFFFAOYSA-N 0.000 description 3
- 206010000496 acne Diseases 0.000 description 3
- 229940117913 acrylamide Drugs 0.000 description 3
- 239000003242 anti bacterial agent Substances 0.000 description 3
- 229940088710 antibiotic agent Drugs 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- 230000000875 corresponding effect Effects 0.000 description 3
- 239000003431 cross linking reagent Substances 0.000 description 3
- 238000012377 drug delivery Methods 0.000 description 3
- 239000003623 enhancer Substances 0.000 description 3
- 239000012530 fluid Substances 0.000 description 3
- 238000007710 freezing Methods 0.000 description 3
- 230000008014 freezing Effects 0.000 description 3
- 230000033001 locomotion Effects 0.000 description 3
- 239000011777 magnesium Substances 0.000 description 3
- 229910052749 magnesium Inorganic materials 0.000 description 3
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 3
- 239000011976 maleic acid Substances 0.000 description 3
- 229910052751 metal Inorganic materials 0.000 description 3
- 239000002184 metal Substances 0.000 description 3
- 229920002223 polystyrene Polymers 0.000 description 3
- 229920002689 polyvinyl acetate Polymers 0.000 description 3
- 239000011118 polyvinyl acetate Substances 0.000 description 3
- 239000003755 preservative agent Substances 0.000 description 3
- 230000002335 preservative effect Effects 0.000 description 3
- 238000012545 processing Methods 0.000 description 3
- 238000005096 rolling process Methods 0.000 description 3
- 239000010935 stainless steel Substances 0.000 description 3
- 229910001220 stainless steel Inorganic materials 0.000 description 3
- 239000004094 surface-active agent Substances 0.000 description 3
- 239000010409 thin film Substances 0.000 description 3
- 210000000689 upper leg Anatomy 0.000 description 3
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 2
- TXVWTOBHDDIASC-UHFFFAOYSA-N 1,2-diphenylethene-1,2-diamine Chemical compound C=1C=CC=CC=1C(N)=C(N)C1=CC=CC=C1 TXVWTOBHDDIASC-UHFFFAOYSA-N 0.000 description 2
- DKIDEFUBRARXTE-UHFFFAOYSA-M 3-mercaptopropionate Chemical compound [O-]C(=O)CCS DKIDEFUBRARXTE-UHFFFAOYSA-M 0.000 description 2
- IGFHQQFPSIBGKE-UHFFFAOYSA-N 4-nonylphenol Polymers CCCCCCCCCC1=CC=C(O)C=C1 IGFHQQFPSIBGKE-UHFFFAOYSA-N 0.000 description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 2
- GUTLYIVDDKVIGB-OUBTZVSYSA-N Cobalt-60 Chemical compound [60Co] GUTLYIVDDKVIGB-OUBTZVSYSA-N 0.000 description 2
- 208000034656 Contusions Diseases 0.000 description 2
- 239000004971 Cross linker Substances 0.000 description 2
- 206010015150 Erythema Diseases 0.000 description 2
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 2
- TWRXJAOTZQYOKJ-UHFFFAOYSA-L Magnesium chloride Chemical compound [Mg+2].[Cl-].[Cl-] TWRXJAOTZQYOKJ-UHFFFAOYSA-L 0.000 description 2
- 206010030113 Oedema Diseases 0.000 description 2
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 2
- 240000004808 Saccharomyces cerevisiae Species 0.000 description 2
- 206010039509 Scab Diseases 0.000 description 2
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 description 2
- XXROGKLTLUQVRX-UHFFFAOYSA-N allyl alcohol Chemical compound OCC=C XXROGKLTLUQVRX-UHFFFAOYSA-N 0.000 description 2
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 2
- 229910052782 aluminium Inorganic materials 0.000 description 2
- 235000010210 aluminium Nutrition 0.000 description 2
- 229910021529 ammonia Inorganic materials 0.000 description 2
- 230000001580 bacterial effect Effects 0.000 description 2
- 230000003796 beauty Effects 0.000 description 2
- 230000009286 beneficial effect Effects 0.000 description 2
- 210000004369 blood Anatomy 0.000 description 2
- 239000008280 blood Substances 0.000 description 2
- 210000001124 body fluid Anatomy 0.000 description 2
- 239000010839 body fluid Substances 0.000 description 2
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 description 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 239000004020 conductor Substances 0.000 description 2
- 239000011243 crosslinked material Substances 0.000 description 2
- 230000001419 dependent effect Effects 0.000 description 2
- 230000002951 depilatory effect Effects 0.000 description 2
- 239000003599 detergent Substances 0.000 description 2
- 235000014113 dietary fatty acids Nutrition 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 239000003792 electrolyte Substances 0.000 description 2
- 239000002001 electrolyte material Substances 0.000 description 2
- 210000002615 epidermis Anatomy 0.000 description 2
- 231100000321 erythema Toxicity 0.000 description 2
- 239000000194 fatty acid Substances 0.000 description 2
- 229930195729 fatty acid Natural products 0.000 description 2
- 239000011888 foil Substances 0.000 description 2
- 235000011852 gelatine desserts Nutrition 0.000 description 2
- 150000004676 glycans Chemical class 0.000 description 2
- 239000005556 hormone Substances 0.000 description 2
- 229940088597 hormone Drugs 0.000 description 2
- 150000002462 imidazolines Chemical class 0.000 description 2
- 230000004941 influx Effects 0.000 description 2
- 150000002500 ions Chemical class 0.000 description 2
- 230000000622 irritating effect Effects 0.000 description 2
- 239000004292 methyl p-hydroxybenzoate Substances 0.000 description 2
- 235000010270 methyl p-hydroxybenzoate Nutrition 0.000 description 2
- 229960002216 methylparaben Drugs 0.000 description 2
- 239000004745 nonwoven fabric Substances 0.000 description 2
- SNQQPOLDUKLAAF-UHFFFAOYSA-N nonylphenol Polymers CCCCCCCCCC1=CC=CC=C1O SNQQPOLDUKLAAF-UHFFFAOYSA-N 0.000 description 2
- 230000000399 orthopedic effect Effects 0.000 description 2
- 230000035699 permeability Effects 0.000 description 2
- 239000012071 phase Substances 0.000 description 2
- 229920003023 plastic Polymers 0.000 description 2
- 239000004033 plastic Substances 0.000 description 2
- 229920001282 polysaccharide Polymers 0.000 description 2
- 239000005017 polysaccharide Substances 0.000 description 2
- 239000004405 propyl p-hydroxybenzoate Substances 0.000 description 2
- 235000010232 propyl p-hydroxybenzoate Nutrition 0.000 description 2
- 229960003415 propylparaben Drugs 0.000 description 2
- 229920006395 saturated elastomer Polymers 0.000 description 2
- 229910052709 silver Inorganic materials 0.000 description 2
- 239000004332 silver Substances 0.000 description 2
- 239000011780 sodium chloride Substances 0.000 description 2
- 230000000699 topical effect Effects 0.000 description 2
- DNIAPMSPPWPWGF-VKHMYHEASA-N (+)-propylene glycol Chemical compound C[C@H](O)CO DNIAPMSPPWPWGF-VKHMYHEASA-N 0.000 description 1
- DSSYKIVIOFKYAU-XCBNKYQSSA-N (R)-camphor Chemical compound C1C[C@@]2(C)C(=O)C[C@@H]1C2(C)C DSSYKIVIOFKYAU-XCBNKYQSSA-N 0.000 description 1
- YPFDHNVEDLHUCE-UHFFFAOYSA-N 1,3-propanediol Substances OCCCO YPFDHNVEDLHUCE-UHFFFAOYSA-N 0.000 description 1
- 229940035437 1,3-propanediol Drugs 0.000 description 1
- SRZXCOWFGPICGA-UHFFFAOYSA-N 1,6-Hexanedithiol Chemical compound SCCCCCCS SRZXCOWFGPICGA-UHFFFAOYSA-N 0.000 description 1
- VXNZUUAINFGPBY-UHFFFAOYSA-N 1-Butene Chemical group CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 description 1
- JWYVGKFDLWWQJX-UHFFFAOYSA-N 1-ethenylazepan-2-one Chemical compound C=CN1CCCCCC1=O JWYVGKFDLWWQJX-UHFFFAOYSA-N 0.000 description 1
- IBLKWZIFZMJLFL-UHFFFAOYSA-N 1-phenoxypropan-2-ol Chemical compound CC(O)COC1=CC=CC=C1 IBLKWZIFZMJLFL-UHFFFAOYSA-N 0.000 description 1
- GHELJWBGTIKZQW-UHFFFAOYSA-N 1-propan-2-ylpyrrolidin-2-one Chemical compound CC(C)N1CCCC1=O GHELJWBGTIKZQW-UHFFFAOYSA-N 0.000 description 1
- KAJBSGLXSREIHP-UHFFFAOYSA-N 2,2-bis[(2-sulfanylacetyl)oxymethyl]butyl 2-sulfanylacetate Chemical compound SCC(=O)OCC(CC)(COC(=O)CS)COC(=O)CS KAJBSGLXSREIHP-UHFFFAOYSA-N 0.000 description 1
- PSYGHMBJXWRQFD-UHFFFAOYSA-N 2-(2-sulfanylacetyl)oxyethyl 2-sulfanylacetate Chemical compound SCC(=O)OCCOC(=O)CS PSYGHMBJXWRQFD-UHFFFAOYSA-N 0.000 description 1
- JAHNSTQSQJOJLO-UHFFFAOYSA-N 2-(3-fluorophenyl)-1h-imidazole Chemical compound FC1=CC=CC(C=2NC=CN=2)=C1 JAHNSTQSQJOJLO-UHFFFAOYSA-N 0.000 description 1
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-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
- VSZWLDAGOXQHNB-UHFFFAOYSA-M 2-aminoethyl(trimethyl)azanium;chloride Chemical compound [Cl-].C[N+](C)(C)CCN VSZWLDAGOXQHNB-UHFFFAOYSA-M 0.000 description 1
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- 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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
- A61L2400/00—Materials characterised by their function or physical properties
- A61L2400/14—Adhesives for ostomy devices
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2666/00—Composition of polymers characterized by a further compound in the blend, being organic macromolecular compounds, natural resins, waxes or and bituminous materials, non-macromolecular organic substances, inorganic substances or characterized by their function in the composition
- C08L2666/02—Organic macromolecular compounds, natural resins, waxes or and bituminous materials
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2666/00—Composition of polymers characterized by a further compound in the blend, being organic macromolecular compounds, natural resins, waxes or and bituminous materials, non-macromolecular organic substances, inorganic substances or characterized by their function in the composition
- C08L2666/28—Non-macromolecular organic substances
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2666/00—Composition of polymers characterized by a further compound in the blend, being organic macromolecular compounds, natural resins, waxes or and bituminous materials, non-macromolecular organic substances, inorganic substances or characterized by their function in the composition
- C08L2666/54—Inorganic substances
-
- 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
- C09J2301/00—Additional features of adhesives in the form of films or foils
- C09J2301/30—Additional features of adhesives in the form of films or foils characterized by the chemical, physicochemical or physical properties of the adhesive or the carrier
- C09J2301/302—Additional features of adhesives in the form of films or foils characterized by the chemical, physicochemical or physical properties of the adhesive or the carrier the adhesive being pressure-sensitive, i.e. tacky at temperatures inferior to 30°C
-
- 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
- C09J2433/00—Presence of (meth)acrylic polymer
-
- 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
- C09J2471/00—Presence of polyether
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Engineering & Computer Science (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Biomedical Technology (AREA)
- Radiology & Medical Imaging (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Epidemiology (AREA)
- Surgery (AREA)
- Organic Chemistry (AREA)
- Hematology (AREA)
- Materials Engineering (AREA)
- General Chemical & Material Sciences (AREA)
- Materials For Medical Uses (AREA)
- Adhesives Or Adhesive Processes (AREA)
- Medicinal Preparation (AREA)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US35226882A | 1982-02-25 | 1982-02-25 | |
US352,268 | 1982-02-25 |
Publications (1)
Publication Number | Publication Date |
---|---|
CA1218954A true CA1218954A (en) | 1987-03-10 |
Family
ID=23384450
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CA000419494A Expired CA1218954A (en) | 1982-02-25 | 1983-01-14 | Hydrophilic, elastomeric, pressure-sensitive adhesive |
Country Status (6)
Country | Link |
---|---|
JP (2) | JPS58162681A (enrdf_load_stackoverflow) |
AU (2) | AU536939B2 (enrdf_load_stackoverflow) |
CA (1) | CA1218954A (enrdf_load_stackoverflow) |
DE (1) | DE3305473C2 (enrdf_load_stackoverflow) |
FR (1) | FR2522006B1 (enrdf_load_stackoverflow) |
GB (1) | GB2115431B (enrdf_load_stackoverflow) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5464659A (en) | 1991-05-23 | 1995-11-07 | Minnesota Mining And Manufacturing Company | Silicone/acrylate vibration dampers |
Families Citing this family (70)
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US5035894A (en) * | 1987-10-15 | 1991-07-30 | Dow Corning Corporation | Controlled release compositions and transdermal drug delivery device |
US4898920A (en) * | 1987-10-15 | 1990-02-06 | Dow Corning Corporation | Adhesive compositions, controlled release compositions and transdermal delivery device |
US4846185A (en) * | 1987-11-25 | 1989-07-11 | Minnesota Mining And Manufacturing Company | Bioelectrode having a galvanically active interfacing material |
US5225473A (en) * | 1987-11-25 | 1993-07-06 | Minnesota Mining And Manufacturing Company | Pressure-sensitive adhesives |
US4931282A (en) * | 1987-11-25 | 1990-06-05 | Minnesota Mining And Manufacturing Company | Pressure-sensitive medical sealant |
US5234992A (en) * | 1989-02-09 | 1993-08-10 | Alza Corporation | Electrotransport adhesive |
US5240995A (en) * | 1989-02-09 | 1993-08-31 | Alza Corporation | Electrotransport adhesive |
GB2257151A (en) * | 1991-06-24 | 1993-01-06 | Clinic Aid Ltd | Skin-contacting device containing conductive adhesive |
US5276079A (en) * | 1991-11-15 | 1994-01-04 | Minnesota Mining And Manufacturing Company | Pressure-sensitive poly(n-vinyl lactam) adhesive composition and method for producing and using same |
FR2702652B1 (fr) * | 1993-03-18 | 2000-06-30 | Georges Roux | Procédé de fabrication de matelas anti-escarres. |
US5407717A (en) * | 1993-04-14 | 1995-04-18 | Minnesota Mining And Manufacturing Company | Crosslinked absorbent pressure sensitive adhesive and wound dressing |
US5700478A (en) * | 1993-08-19 | 1997-12-23 | Cygnus, Inc. | Water-soluble pressure-sensitive mucoadhesive and devices provided therewith for emplacement in a mucosa-lined body cavity |
JPH0737569U (ja) * | 1993-12-20 | 1995-07-11 | 次男 菅本 | ホースバンドを簡単に締めつける工具 |
AU706428B2 (en) | 1994-10-28 | 1999-06-17 | Kimberly-Clark Worldwide, Inc. | Self-adhering absorbent article |
FR2734574A1 (fr) * | 1995-05-24 | 1996-11-29 | Pacific Corp | Feuilles de masque adhesives a usage cosmetique et medical |
FR2739030B1 (fr) * | 1995-09-27 | 1997-11-21 | Lhd Lab Hygiene Dietetique | Utilisation d'un copolymere d'acetate de vinyle et de n-vinyl-2-pyrrolidone dans un systeme matriciel transdermique |
DE69528088T2 (de) * | 1995-12-29 | 2003-08-07 | Minnesota Mining And Mfg. Co., Saint Paul | Polarer druckempfindlicher haftkleber und ihn verwendende medizinische vorrichtungen |
EP0855190A1 (en) * | 1996-12-23 | 1998-07-29 | The Procter & Gamble Company | Adhesive for secure topical attachment to the skin and comfortable removal, particularly of absorbent articles |
US6365645B1 (en) | 1996-12-23 | 2002-04-02 | The Procter & Gamble Co. | Adhesive for application of functional articles to the skin and comfortable removal |
US6211263B1 (en) | 1996-12-23 | 2001-04-03 | The Procter & Gamble Company | Adhesive for secure topical attachment to the skin and comfortable removal |
AU736837B2 (en) * | 1996-12-23 | 2001-08-02 | Procter & Gamble Company, The | Adhesive for secure topical attachment to the skin and comfortable removal |
US6177482B1 (en) | 1996-12-23 | 2001-01-23 | The Proctor & Gamble Company | Adhesive for secure topical attachment to the skin and comfortable removal |
EP0850649A1 (en) * | 1996-12-23 | 1998-07-01 | The Procter & Gamble Company | Adhesive for application of functional articles to the skin and comfortable removal of such articles |
US6191189B1 (en) | 1996-12-23 | 2001-02-20 | The Procter & Gamble Company | Adhesive for secure topical attachment to the skin and comfortable removal |
EP0852149A1 (en) * | 1996-12-23 | 1998-07-08 | The Procter & Gamble Company | Adhesive for secure topical attachment to the skin and comfortable removal |
KR20000069666A (ko) * | 1996-12-23 | 2000-11-25 | 데이비드 엠 모이어 | 착용자의 피부에 측부 커프스를 국소 부착하기 위한 접착제를포함하는, 측부 커프스를 갖는 일회용 흡수제품 |
EP0850619A1 (en) * | 1996-12-23 | 1998-07-01 | The Procter & Gamble Company | Disposable absorbent article for topical adhesive attachment to the skin of a wearer |
JP2001507591A (ja) * | 1996-12-23 | 2001-06-12 | ザ、プロクター、エンド、ギャンブル、カンパニー | 機能性物品の皮膚への適用及びそのような物品の快適な除去のための接着剤 |
WO1998055065A1 (en) * | 1997-06-05 | 1998-12-10 | The Procter & Gamble Company | Extensible body-adhering absorbent article |
EP0964026A1 (en) * | 1998-06-09 | 1999-12-15 | The Procter & Gamble Company | Low viscosity thermoplastic compositions for structures with enhanced moisture vapour permeability and the utilisation thereof in absorbent articles |
AU8267098A (en) * | 1998-06-26 | 2000-01-17 | Procter & Gamble Company, The | Faecal collector with improved adhesive flange attachment means to facilitate removal with low pain level |
FR2785526B1 (fr) * | 1998-11-06 | 2001-03-30 | Plasto Sa | Dispositif de securite pour colostomie |
US6607516B2 (en) | 1999-02-02 | 2003-08-19 | The Procter & Gamble Company | Disposable human waste management devices with improved adhesive flange to facilitate adhesion in oily conditions |
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US6710099B2 (en) | 1999-02-02 | 2004-03-23 | The Procter & Gamble Company | Disposable absorbent articles with improved adhesive for attachment to the skin to facilitate water adhesion stability with low pain level removal |
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EP1025865A1 (en) * | 1999-02-02 | 2000-08-09 | The Procter & Gamble Company | Disposable absorbent articles with improved adhesive for attachment to the skin to facilitate adhesion in oily conditions |
US6544642B2 (en) | 1999-02-02 | 2003-04-08 | The Procter & Gamble Company | Disposable absorbent articles with improved adhesive for attachment to the skin to facilitate adhesion in oily conditions |
US6891110B1 (en) | 1999-03-24 | 2005-05-10 | Motorola, Inc. | Circuit chip connector and method of connecting a circuit chip |
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US6492573B1 (en) * | 2000-08-17 | 2002-12-10 | Arthur Ashman | Biocompatible oral bandage, application and method of manufacture |
AU2006202768B2 (en) * | 2001-03-28 | 2010-04-01 | Lionel Moore | Transport vehicles |
AU751204B3 (en) * | 2001-03-28 | 2002-08-08 | Lionel Moore | Transport vehicles |
US8840918B2 (en) | 2001-05-01 | 2014-09-23 | A. V. Topchiev Institute of Petrochemical Synthesis, Russian Academy of Sciences | Hydrogel compositions for tooth whitening |
EP1390085B1 (en) | 2001-05-01 | 2009-08-05 | A.V. Topchiev Institute of Petrochemical Synthesis | Hydrogel compositions |
US8206738B2 (en) | 2001-05-01 | 2012-06-26 | Corium International, Inc. | Hydrogel compositions with an erodible backing member |
US20030212416A1 (en) * | 2002-03-29 | 2003-11-13 | The Procter & Gamble Company | Hydrogel adhesives with enhanced cohesiveness, and peel force for use on hair or fiber-populated surfaces |
US7651638B2 (en) | 2002-04-10 | 2010-01-26 | Flexcon Company, Inc. | Hydro-insensitive alternating current responsive composites |
EP1389633A1 (en) | 2002-08-14 | 2004-02-18 | The Procter & Gamble Company | Improved thermoplastic hydrophilic adhesive compositions for dry and wet surfaces the compositions having an increased water adhesion stability |
US8524200B2 (en) | 2002-09-11 | 2013-09-03 | The Procter & Gamble Company | Tooth whitening products |
US6842636B2 (en) * | 2002-09-27 | 2005-01-11 | Axelgaard Manufacturing Co., Ltd. | Medical electrode |
US9278155B2 (en) * | 2003-06-05 | 2016-03-08 | 3M Innovative Properties Company | Adhesive compositions, articles incorporating same and methods of manufacture |
US20040247654A1 (en) * | 2003-06-05 | 2004-12-09 | 3M Innovative Properties Company | Hydrophilic adhesives for delivery of herbal medicines |
JP4818575B2 (ja) * | 2003-06-30 | 2011-11-16 | ライオン株式会社 | 外用貼付剤及び放射線照射外用貼付剤の変色防止方法 |
JP4746883B2 (ja) * | 2005-01-28 | 2011-08-10 | リンテック株式会社 | ハイドロゲル基剤、パップ剤基剤、パップ剤及び水性ゲルシート |
BRPI0812914B1 (pt) * | 2007-06-19 | 2017-09-12 | Coloplast A/S | Body waste collection device |
CA2730507C (en) | 2008-07-18 | 2017-10-17 | Flexcon Company, Inc. | High impedance signal detection systems and methods for use in electrocardiogram detection systems |
WO2010017276A2 (en) | 2008-08-06 | 2010-02-11 | Flexcon Company, Inc. | Multiple electrode composite systems and methods for use in electrocardiogram detection systems |
CA2751884C (en) | 2009-01-14 | 2018-09-25 | Corium International, Inc. | Transdermal administration of tamsulosin |
JP2016502415A (ja) | 2012-10-17 | 2016-01-28 | ザ プロクター アンド ギャンブルカンパニー | 口腔ケア活性物質の送達のためのストリップ及び口腔ケア活性物質を適用するための方法 |
KR20180048932A (ko) * | 2015-09-04 | 2018-05-10 | 더블유비 테크놀로지스 | 사람의 얼굴에 대한 분석 및 활성화 및/또는 국부적 방출을 위한 시스템 |
EP3542875A1 (de) * | 2018-03-19 | 2019-09-25 | Nolax AG | Haftmittelsystem zur erhöhung der haftbarkeit zwischen einem gerät und der haut eines benutzers |
CN115397328A (zh) * | 2020-03-25 | 2022-11-25 | 弗莱康股份有限公司 | 各向同性非水性电极传感材料 |
JP2023056376A (ja) * | 2021-10-07 | 2023-04-19 | 大日本印刷株式会社 | ストーマパウチ用消音材、ストーマパウチカバー及びストーマパウチ装着部材 |
Family Cites Families (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3545230A (en) * | 1968-08-20 | 1970-12-08 | Union Carbide Corp | Flexible cooling device and use thereof |
US4089832A (en) * | 1973-09-18 | 1978-05-16 | Director-General Of The Agency Of Industrial Science & Technology | Water-containing plastic composition |
US4066078A (en) * | 1976-02-05 | 1978-01-03 | Johnson & Johnson | Disposable electrode |
US4258715A (en) * | 1978-12-08 | 1981-03-31 | Diamond Shamrock Corporation | Radiation crosslinked acrylamide polymer compositions and shaped articles therefrom |
GB2046764B (en) * | 1979-02-08 | 1983-04-20 | Matburn Holdings Ltd | Polymeric sealant compositions |
JPS564673A (en) * | 1979-06-25 | 1981-01-19 | Showa Denko Kk | Adhesive composition for carpet backing |
-
1983
- 1983-01-14 CA CA000419494A patent/CA1218954A/en not_active Expired
- 1983-01-19 AU AU10583/83A patent/AU536939B2/en not_active Expired
- 1983-02-17 DE DE3305473A patent/DE3305473C2/de not_active Expired
- 1983-02-22 GB GB08304834A patent/GB2115431B/en not_active Expired
- 1983-02-24 FR FR8303021A patent/FR2522006B1/fr not_active Expired
- 1983-02-25 JP JP58030662A patent/JPS58162681A/ja active Granted
-
1988
- 1988-02-25 AU AU12302/88A patent/AU1230288A/en not_active Abandoned
-
1989
- 1989-12-12 JP JP1322470A patent/JPH02211145A/ja active Granted
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5464659A (en) | 1991-05-23 | 1995-11-07 | Minnesota Mining And Manufacturing Company | Silicone/acrylate vibration dampers |
US5624763A (en) | 1991-05-23 | 1997-04-29 | Minnesota Mining And Manufacturing Company | Silicone/acrylate vibration dampers |
Also Published As
Publication number | Publication date |
---|---|
DE3305473C2 (de) | 1986-07-10 |
JPS6365235B2 (enrdf_load_stackoverflow) | 1988-12-15 |
FR2522006B1 (fr) | 1985-11-15 |
JPS58162681A (ja) | 1983-09-27 |
FR2522006A1 (fr) | 1983-08-26 |
AU536939B2 (en) | 1984-05-31 |
GB8304834D0 (en) | 1983-03-23 |
JPH0478310B2 (enrdf_load_stackoverflow) | 1992-12-10 |
DE3305473A1 (de) | 1984-02-02 |
GB2115431B (en) | 1986-06-25 |
GB2115431A (en) | 1983-09-07 |
JPH02211145A (ja) | 1990-08-22 |
AU1058383A (en) | 1983-09-29 |
AU1230288A (en) | 1988-05-26 |
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Legal Events
Date | Code | Title | Description |
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MKEX | Expiry | ||
MKEX | Expiry |
Effective date: 20040310 |