CA2295527A1 - Silicone copolymer modified release tapes - Google Patents
Silicone copolymer modified release tapes Download PDFInfo
- Publication number
- CA2295527A1 CA2295527A1 CA002295527A CA2295527A CA2295527A1 CA 2295527 A1 CA2295527 A1 CA 2295527A1 CA 002295527 A CA002295527 A CA 002295527A CA 2295527 A CA2295527 A CA 2295527A CA 2295527 A1 CA2295527 A1 CA 2295527A1
- Authority
- CA
- Canada
- Prior art keywords
- polyorganosiloxane
- release
- copolymer
- backing material
- 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.)
- Abandoned
Links
- 229920001296 polysiloxane Polymers 0.000 title claims description 28
- 229920005989 resin Polymers 0.000 claims abstract description 93
- 239000011347 resin Substances 0.000 claims abstract description 93
- 229920001577 copolymer Polymers 0.000 claims abstract description 90
- 239000000463 material Substances 0.000 claims abstract description 38
- 238000000576 coating method Methods 0.000 claims abstract description 34
- 239000011248 coating agent Substances 0.000 claims abstract description 26
- 229920000578 graft copolymer Polymers 0.000 claims abstract description 15
- -1 hydroxy, mercapto, thio, amino, carboxy Chemical group 0.000 claims description 51
- 150000004985 diamines Chemical class 0.000 claims description 36
- BPQQTUXANYXVAA-UHFFFAOYSA-N Orthosilicate Chemical compound [O-][Si]([O-])([O-])[O-] BPQQTUXANYXVAA-UHFFFAOYSA-N 0.000 claims description 23
- 239000000203 mixture Substances 0.000 claims description 21
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 16
- 125000004432 carbon atom Chemical group C* 0.000 claims description 16
- 239000000178 monomer Substances 0.000 claims description 15
- 229920002554 vinyl polymer Polymers 0.000 claims description 13
- 125000005442 diisocyanate group Chemical group 0.000 claims description 12
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims description 10
- 239000004970 Chain extender Substances 0.000 claims description 9
- 239000004820 Pressure-sensitive adhesive Substances 0.000 claims description 9
- 239000004814 polyurethane Substances 0.000 claims description 9
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims description 8
- 229920002635 polyurethane Polymers 0.000 claims description 8
- 150000002009 diols Chemical class 0.000 claims description 7
- 125000000217 alkyl group Chemical group 0.000 claims description 6
- 239000003795 chemical substances by application Substances 0.000 claims description 6
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 claims description 6
- 239000003607 modifier Substances 0.000 claims description 6
- 150000003254 radicals Chemical class 0.000 claims description 6
- 239000012948 isocyanate Substances 0.000 claims description 5
- 150000002513 isocyanates Chemical class 0.000 claims description 5
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 5
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 claims description 4
- CIUQDSCDWFSTQR-UHFFFAOYSA-N [C]1=CC=CC=C1 Chemical compound [C]1=CC=CC=C1 CIUQDSCDWFSTQR-UHFFFAOYSA-N 0.000 claims description 4
- NAQMVNRVTILPCV-UHFFFAOYSA-N hexane-1,6-diamine Chemical compound NCCCCCCN NAQMVNRVTILPCV-UHFFFAOYSA-N 0.000 claims description 4
- 239000012943 hotmelt Substances 0.000 claims description 4
- 239000001257 hydrogen Substances 0.000 claims description 4
- 229910052739 hydrogen Inorganic materials 0.000 claims description 4
- 229920001169 thermoplastic Polymers 0.000 claims description 4
- 239000004416 thermosoftening plastic Substances 0.000 claims description 4
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 3
- 238000006243 chemical reaction Methods 0.000 claims description 3
- 229920000162 poly(ureaurethane) Polymers 0.000 claims description 3
- 238000010526 radical polymerization reaction Methods 0.000 claims description 3
- VTDIWMPYBAVEDY-UHFFFAOYSA-N 1-propylpiperidine Chemical compound CCCN1CCCCC1 VTDIWMPYBAVEDY-UHFFFAOYSA-N 0.000 claims description 2
- IYSTUUQQVNNJDN-UHFFFAOYSA-N 2-[4-(4,5-diphenyl-1H-imidazol-2-yl)phenyl]-1H-imidazo[4,5-f][1,10]phenanthroline Chemical compound C1(=CC=CC=C1)C=1N=C(NC=1C1=CC=CC=C1)C1=CC=C(C=C1)C=1NC=2C(=C3C=CC=NC3=C3N=CC=CC=23)N=1 IYSTUUQQVNNJDN-UHFFFAOYSA-N 0.000 claims description 2
- OXEZLYIDQPBCBB-UHFFFAOYSA-N 4-(3-piperidin-4-ylpropyl)piperidine Chemical compound C1CNCCC1CCCC1CCNCC1 OXEZLYIDQPBCBB-UHFFFAOYSA-N 0.000 claims description 2
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 claims description 2
- GKXVJHDEWHKBFH-UHFFFAOYSA-N [2-(aminomethyl)phenyl]methanamine Chemical compound NCC1=CC=CC=C1CN GKXVJHDEWHKBFH-UHFFFAOYSA-N 0.000 claims description 2
- 150000001298 alcohols Chemical group 0.000 claims description 2
- 125000002947 alkylene group Chemical group 0.000 claims description 2
- 150000001412 amines Chemical class 0.000 claims description 2
- 150000005840 aryl radicals Chemical class 0.000 claims description 2
- 125000000732 arylene group Chemical group 0.000 claims description 2
- SZXQTJUDPRGNJN-UHFFFAOYSA-N dipropylene glycol Chemical compound OCCCOCCCO SZXQTJUDPRGNJN-UHFFFAOYSA-N 0.000 claims description 2
- 125000000623 heterocyclic group Chemical group 0.000 claims description 2
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims description 2
- 238000011065 in-situ storage Methods 0.000 claims description 2
- 125000005395 methacrylic acid group Chemical group 0.000 claims description 2
- SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 claims description 2
- ISCDGEVCTQDKHV-UHFFFAOYSA-N pentane-1,3-diamine;piperazine Chemical compound C1CNCCN1.CCC(N)CCN ISCDGEVCTQDKHV-UHFFFAOYSA-N 0.000 claims description 2
- UEICEJLUNGARHQ-UHFFFAOYSA-N pentane-1,4-diamine Chemical compound CC(N)CCCN UEICEJLUNGARHQ-UHFFFAOYSA-N 0.000 claims description 2
- ORGHESHFQPYLAO-UHFFFAOYSA-N vinyl radical Chemical compound C=[CH] ORGHESHFQPYLAO-UHFFFAOYSA-N 0.000 claims description 2
- BXGYYDRIMBPOMN-UHFFFAOYSA-N 2-(hydroxymethoxy)ethoxymethanol Chemical compound OCOCCOCO BXGYYDRIMBPOMN-UHFFFAOYSA-N 0.000 claims 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims 1
- 150000002148 esters Chemical class 0.000 claims 1
- 102220226043 rs1064794935 Human genes 0.000 claims 1
- 239000007787 solid Substances 0.000 abstract description 10
- 230000003247 decreasing effect Effects 0.000 abstract description 4
- YXFVVABEGXRONW-UHFFFAOYSA-N toluene Substances CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 25
- 229920002396 Polyurea Polymers 0.000 description 22
- 238000012360 testing method Methods 0.000 description 21
- 239000004205 dimethyl polysiloxane Substances 0.000 description 19
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 description 19
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 18
- 239000000853 adhesive Substances 0.000 description 14
- 230000001070 adhesive effect Effects 0.000 description 14
- 229920001400 block copolymer Polymers 0.000 description 14
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 9
- 239000004743 Polypropylene Substances 0.000 description 7
- 229920001971 elastomer Polymers 0.000 description 7
- 238000000034 method Methods 0.000 description 7
- 229920001155 polypropylene Polymers 0.000 description 7
- 239000002904 solvent Substances 0.000 description 7
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 description 6
- 239000004698 Polyethylene Substances 0.000 description 6
- KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical class [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 description 6
- 229920000573 polyethylene Polymers 0.000 description 6
- 239000000758 substrate Substances 0.000 description 6
- 239000003054 catalyst Substances 0.000 description 5
- 239000011521 glass Substances 0.000 description 5
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 5
- NIMLQBUJDJZYEJ-UHFFFAOYSA-N isophorone diisocyanate Chemical compound CC1(C)CC(N=C=O)CC(C)(CN=C=O)C1 NIMLQBUJDJZYEJ-UHFFFAOYSA-N 0.000 description 5
- 229920000642 polymer Polymers 0.000 description 5
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 4
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 4
- 229910000831 Steel Inorganic materials 0.000 description 4
- 239000002390 adhesive tape Substances 0.000 description 4
- 238000004132 cross linking Methods 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- 239000000806 elastomer Substances 0.000 description 4
- 239000005056 polyisocyanate Substances 0.000 description 4
- 229920001228 polyisocyanate Polymers 0.000 description 4
- 239000010959 steel Substances 0.000 description 4
- AZYRZNIYJDKRHO-UHFFFAOYSA-N 1,3-bis(2-isocyanatopropan-2-yl)benzene Chemical compound O=C=NC(C)(C)C1=CC=CC(C(C)(C)N=C=O)=C1 AZYRZNIYJDKRHO-UHFFFAOYSA-N 0.000 description 3
- 239000005058 Isophorone diisocyanate Substances 0.000 description 3
- 239000000654 additive Substances 0.000 description 3
- 238000006482 condensation reaction Methods 0.000 description 3
- 238000011068 loading method Methods 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- 238000005259 measurement Methods 0.000 description 3
- 238000012986 modification Methods 0.000 description 3
- 230000004048 modification Effects 0.000 description 3
- 229920000728 polyester Polymers 0.000 description 3
- 229920001195 polyisoprene Polymers 0.000 description 3
- 229920001451 polypropylene glycol Polymers 0.000 description 3
- 239000005060 rubber Substances 0.000 description 3
- 239000011877 solvent mixture Substances 0.000 description 3
- 238000010998 test method Methods 0.000 description 3
- JIABEENURMZTTI-UHFFFAOYSA-N 1-isocyanato-2-[(2-isocyanatophenyl)methyl]benzene Polymers O=C=NC1=CC=CC=C1CC1=CC=CC=C1N=C=O JIABEENURMZTTI-UHFFFAOYSA-N 0.000 description 2
- JRBJSXQPQWSCCF-UHFFFAOYSA-N 3,3'-Dimethoxybenzidine Chemical compound C1=C(N)C(OC)=CC(C=2C=C(OC)C(N)=CC=2)=C1 JRBJSXQPQWSCCF-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical group C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 2
- 239000004971 Cross linker Substances 0.000 description 2
- 239000004593 Epoxy Substances 0.000 description 2
- 239000004952 Polyamide Substances 0.000 description 2
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical group [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 description 2
- 230000032683 aging Effects 0.000 description 2
- 229920006378 biaxially oriented polypropylene Polymers 0.000 description 2
- 239000011127 biaxially oriented polypropylene Substances 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 description 2
- 230000001143 conditioned effect Effects 0.000 description 2
- 239000000470 constituent Substances 0.000 description 2
- 238000011109 contamination Methods 0.000 description 2
- 125000004427 diamine group Chemical group 0.000 description 2
- 239000013536 elastomeric material Substances 0.000 description 2
- 238000009472 formulation Methods 0.000 description 2
- 238000007757 hot melt coating Methods 0.000 description 2
- 150000002431 hydrogen Chemical class 0.000 description 2
- 229920002647 polyamide Polymers 0.000 description 2
- 229920005862 polyol Polymers 0.000 description 2
- 150000003077 polyols Chemical class 0.000 description 2
- 229920000346 polystyrene-polyisoprene block-polystyrene Polymers 0.000 description 2
- RUELTTOHQODFPA-UHFFFAOYSA-N toluene 2,6-diisocyanate Chemical compound CC1=C(N=C=O)C=CC=C1N=C=O RUELTTOHQODFPA-UHFFFAOYSA-N 0.000 description 2
- 229940117958 vinyl acetate Drugs 0.000 description 2
- GFNDFCFPJQPVQL-UHFFFAOYSA-N 1,12-diisocyanatododecane Chemical compound O=C=NCCCCCCCCCCCCN=C=O GFNDFCFPJQPVQL-UHFFFAOYSA-N 0.000 description 1
- RTTZISZSHSCFRH-UHFFFAOYSA-N 1,3-bis(isocyanatomethyl)benzene Chemical compound O=C=NCC1=CC=CC(CN=C=O)=C1 RTTZISZSHSCFRH-UHFFFAOYSA-N 0.000 description 1
- ALQLPWJFHRMHIU-UHFFFAOYSA-N 1,4-diisocyanatobenzene Chemical compound O=C=NC1=CC=C(N=C=O)C=C1 ALQLPWJFHRMHIU-UHFFFAOYSA-N 0.000 description 1
- OVBFMUAFNIIQAL-UHFFFAOYSA-N 1,4-diisocyanatobutane Chemical compound O=C=NCCCCN=C=O OVBFMUAFNIIQAL-UHFFFAOYSA-N 0.000 description 1
- AHBNSOZREBSAMG-UHFFFAOYSA-N 1,5-diisocyanato-2-methylpentane Chemical compound O=C=NCC(C)CCCN=C=O AHBNSOZREBSAMG-UHFFFAOYSA-N 0.000 description 1
- CTYWNOSXOQDQGK-UHFFFAOYSA-N 1,6-diisocyanatohex-1-ene Chemical compound O=C=NCCCCC=CN=C=O CTYWNOSXOQDQGK-UHFFFAOYSA-N 0.000 description 1
- SWRRWODUBVHJBC-UHFFFAOYSA-N 1-(2-piperidin-1-ylpropan-2-yl)piperidine Chemical compound N1(CCCCC1)C(C)(C)N1CCCCC1 SWRRWODUBVHJBC-UHFFFAOYSA-N 0.000 description 1
- VOXZDWNPVJITMN-ZBRFXRBCSA-N 17β-estradiol Chemical compound OC1=CC=C2[C@H]3CC[C@](C)([C@H](CC4)O)[C@@H]4[C@@H]3CCC2=C1 VOXZDWNPVJITMN-ZBRFXRBCSA-N 0.000 description 1
- KGRVJHAUYBGFFP-UHFFFAOYSA-N 2,2'-Methylenebis(4-methyl-6-tert-butylphenol) Chemical compound CC(C)(C)C1=CC(C)=CC(CC=2C(=C(C=C(C)C=2)C(C)(C)C)O)=C1O KGRVJHAUYBGFFP-UHFFFAOYSA-N 0.000 description 1
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 1
- MFGOFGRYDNHJTA-UHFFFAOYSA-N 2-amino-1-(2-fluorophenyl)ethanol Chemical compound NCC(O)C1=CC=CC=C1F MFGOFGRYDNHJTA-UHFFFAOYSA-N 0.000 description 1
- JZUHIOJYCPIVLQ-UHFFFAOYSA-N 2-methylpentane-1,5-diamine Chemical compound NCC(C)CCCN JZUHIOJYCPIVLQ-UHFFFAOYSA-N 0.000 description 1
- QZWKEPYTBWZJJA-UHFFFAOYSA-N 3,3'-Dimethoxybenzidine-4,4'-diisocyanate Chemical group C1=C(N=C=O)C(OC)=CC(C=2C=C(OC)C(N=C=O)=CC=2)=C1 QZWKEPYTBWZJJA-UHFFFAOYSA-N 0.000 description 1
- VNHJXLYOGVYVOG-UHFFFAOYSA-N 3-[dimethyl(oxido)silyl]propan-1-amine;tetramethylazanium Chemical compound C[N+](C)(C)C.C[Si](C)([O-])CCCN VNHJXLYOGVYVOG-UHFFFAOYSA-N 0.000 description 1
- UPMLOUAZCHDJJD-UHFFFAOYSA-N 4,4'-Diphenylmethane Diisocyanate Polymers C1=CC(N=C=O)=CC=C1CC1=CC=C(N=C=O)C=C1 UPMLOUAZCHDJJD-UHFFFAOYSA-N 0.000 description 1
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 description 1
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 1
- 229910003849 O-Si Inorganic materials 0.000 description 1
- 229910003872 O—Si Inorganic materials 0.000 description 1
- 239000005062 Polybutadiene Substances 0.000 description 1
- 239000004721 Polyphenylene oxide Substances 0.000 description 1
- 239000004793 Polystyrene Substances 0.000 description 1
- 229920004482 WACKER® Polymers 0.000 description 1
- 229910009257 Y—Si Inorganic materials 0.000 description 1
- YIMQCDZDWXUDCA-UHFFFAOYSA-N [4-(hydroxymethyl)cyclohexyl]methanol Chemical compound OCC1CCC(CO)CC1 YIMQCDZDWXUDCA-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 125000003342 alkenyl group Chemical group 0.000 description 1
- 125000004103 aminoalkyl group Chemical group 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 239000008280 blood Substances 0.000 description 1
- 210000004369 blood Anatomy 0.000 description 1
- 229910052792 caesium Inorganic materials 0.000 description 1
- TVFDJXOCXUVLDH-UHFFFAOYSA-N caesium atom Chemical compound [Cs] TVFDJXOCXUVLDH-UHFFFAOYSA-N 0.000 description 1
- HUCVOHYBFXVBRW-UHFFFAOYSA-M caesium hydroxide Inorganic materials [OH-].[Cs+] HUCVOHYBFXVBRW-UHFFFAOYSA-M 0.000 description 1
- 230000001413 cellular effect Effects 0.000 description 1
- 239000012986 chain transfer agent Substances 0.000 description 1
- 239000008199 coating composition Substances 0.000 description 1
- 239000002131 composite material Substances 0.000 description 1
- 238000013270 controlled release Methods 0.000 description 1
- 229920000359 diblock copolymer Polymers 0.000 description 1
- 150000005690 diesters Chemical class 0.000 description 1
- 238000007865 diluting Methods 0.000 description 1
- CZZYITDELCSZES-UHFFFAOYSA-N diphenylmethane Chemical compound C=1C=CC=CC=1CC1=CC=CC=C1 CZZYITDELCSZES-UHFFFAOYSA-N 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 239000003822 epoxy resin Substances 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- LNEPOXFFQSENCJ-UHFFFAOYSA-N haloperidol Chemical compound C1CC(O)(C=2C=CC(Cl)=CC=2)CCN1CCCC(=O)C1=CC=C(F)C=C1 LNEPOXFFQSENCJ-UHFFFAOYSA-N 0.000 description 1
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 description 1
- 150000004678 hydrides Chemical class 0.000 description 1
- 230000033444 hydroxylation Effects 0.000 description 1
- 238000005805 hydroxylation reaction Methods 0.000 description 1
- 239000004816 latex Substances 0.000 description 1
- 229920000126 latex Polymers 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000012528 membrane Substances 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 238000000643 oven drying Methods 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 229920000058 polyacrylate Polymers 0.000 description 1
- 229920000768 polyamine Polymers 0.000 description 1
- 229920000412 polyarylene Polymers 0.000 description 1
- 229920002857 polybutadiene Polymers 0.000 description 1
- 229920001610 polycaprolactone Polymers 0.000 description 1
- 239000004632 polycaprolactone Substances 0.000 description 1
- 229920006294 polydialkylsiloxane Polymers 0.000 description 1
- 229920000647 polyepoxide Polymers 0.000 description 1
- 229920000570 polyether Polymers 0.000 description 1
- 230000000379 polymerizing effect Effects 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
- 229920003226 polyurethane urea Polymers 0.000 description 1
- 229920000915 polyvinyl chloride Polymers 0.000 description 1
- 239000004800 polyvinyl chloride Substances 0.000 description 1
- 238000012429 release testing Methods 0.000 description 1
- 239000011435 rock Substances 0.000 description 1
- 238000005096 rolling process Methods 0.000 description 1
- 229910052701 rubidium Inorganic materials 0.000 description 1
- IGLNJRXAVVLDKE-UHFFFAOYSA-N rubidium atom Chemical compound [Rb] IGLNJRXAVVLDKE-UHFFFAOYSA-N 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- SCPYDCQAZCOKTP-UHFFFAOYSA-N silanol Chemical compound [SiH3]O SCPYDCQAZCOKTP-UHFFFAOYSA-N 0.000 description 1
- 229920002050 silicone resin Polymers 0.000 description 1
- 238000001694 spray drying Methods 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 229920001897 terpolymer Polymers 0.000 description 1
- 239000012815 thermoplastic material Substances 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- 125000000725 trifluoropropyl group Chemical group [H]C([H])(*)C([H])([H])C(F)(F)F 0.000 description 1
- 238000010792 warming Methods 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D153/00—Coating compositions based on block copolymers containing at least one sequence of a polymer obtained by reactions only involving carbon-to-carbon unsaturated bonds; Coating compositions based on derivatives of such polymers
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/40—High-molecular-weight compounds
- C08G18/61—Polysiloxanes
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D151/00—Coating compositions based on graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Coating compositions based on derivatives of such polymers
- C09D151/08—Coating compositions based on graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Coating compositions based on derivatives of such polymers grafted on to macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D183/00—Coating compositions based on macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon, with or without sulfur, nitrogen, oxygen, or carbon only; Coating compositions based on derivatives of such polymers
- C09D183/10—Block or graft copolymers containing polysiloxane sequences
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/14—Layer or component removable to expose adhesive
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/14—Layer or component removable to expose adhesive
- Y10T428/1452—Polymer derived only from ethylenically unsaturated monomer
- Y10T428/1457—Silicon
-
- 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
- Y10T442/00—Fabric [woven, knitted, or nonwoven textile or cloth, etc.]
- Y10T442/20—Coated or impregnated woven, knit, or nonwoven fabric which is not [a] associated with another preformed layer or fiber layer or, [b] with respect to woven and knit, characterized, respectively, by a particular or differential weave or knit, wherein the coating or impregnation is neither a foamed material nor a free metal or alloy layer
- Y10T442/2221—Coating or impregnation is specified as water proof
- Y10T442/223—Organosilicon containing
-
- 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
- Y10T442/00—Fabric [woven, knitted, or nonwoven textile or cloth, etc.]
- Y10T442/20—Coated or impregnated woven, knit, or nonwoven fabric which is not [a] associated with another preformed layer or fiber layer or, [b] with respect to woven and knit, characterized, respectively, by a particular or differential weave or knit, wherein the coating or impregnation is neither a foamed material nor a free metal or alloy layer
- Y10T442/2311—Coating or impregnation is a lubricant or a surface friction reducing agent other than specified as improving the "hand" of the fabric or increasing the softness thereof
- Y10T442/2328—Organosilicon containing
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Medicinal Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Polymers & Plastics (AREA)
- Laminated Bodies (AREA)
- Adhesive Tapes (AREA)
- Polyurethanes Or Polyureas (AREA)
- Paints Or Removers (AREA)
- Silicon Polymers (AREA)
- Coating Of Shaped Articles Made Of Macromolecular Substances (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US08/896,708 | 1997-07-18 | ||
| US08/896,708 US5866222A (en) | 1997-07-18 | 1997-07-18 | Silicone copolymer modified release tapes |
| PCT/US1997/021610 WO1999003940A1 (en) | 1997-07-18 | 1997-12-11 | Silicone copolymer modified release tapes |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA2295527A1 true CA2295527A1 (en) | 1999-01-28 |
Family
ID=25406693
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA002295527A Abandoned CA2295527A1 (en) | 1997-07-18 | 1997-12-11 | Silicone copolymer modified release tapes |
Country Status (11)
| Country | Link |
|---|---|
| US (1) | US5866222A (enExample) |
| EP (1) | EP0996690B1 (enExample) |
| JP (1) | JP4180789B2 (enExample) |
| KR (1) | KR100565919B1 (enExample) |
| AR (1) | AR016327A1 (enExample) |
| AU (1) | AU5510998A (enExample) |
| BR (1) | BR9714768A (enExample) |
| CA (1) | CA2295527A1 (enExample) |
| DE (1) | DE69730159T2 (enExample) |
| TW (1) | TW454033B (enExample) |
| WO (1) | WO1999003940A1 (enExample) |
Families Citing this family (45)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6352768B1 (en) * | 1999-03-02 | 2002-03-05 | Avery Dennison Corporation | Printable release coatings and stamp constructions |
| US6824820B1 (en) | 1999-06-07 | 2004-11-30 | 3M Innovative Properties Company | Polyurea-based adhesives, articles therefrom and methods of their preparation and use |
| DE10021109B4 (de) * | 2000-05-02 | 2016-11-10 | Infiana Germany Gmbh & Co. Kg | Verfahren zum Herstellen eines mehrschichtigen Coextrudates und danach hergestellter Folienaufbau |
| US6569521B1 (en) | 2000-07-06 | 2003-05-27 | 3M Innovative Properties Company | Stretch releasing pressure sensitive adhesive tape and articles |
| US20050196583A1 (en) * | 2002-12-03 | 2005-09-08 | Provost George A. | Embossing loop materials |
| ES2302974T3 (es) * | 2002-12-03 | 2008-08-01 | Velcro Industries B.V. | Perforacion con aguja a traves de laminas de soporte para formar bucles. |
| US7465366B2 (en) * | 2002-12-03 | 2008-12-16 | Velero Industries B.V. | Needling loops into carrier sheets |
| US20050196580A1 (en) * | 2002-12-03 | 2005-09-08 | Provost George A. | Loop materials |
| US20050217092A1 (en) * | 2002-12-03 | 2005-10-06 | Barker James R | Anchoring loops of fibers needled into a carrier sheet |
| US7547469B2 (en) | 2002-12-03 | 2009-06-16 | Velcro Industries B.V. | Forming loop materials |
| JP2005146212A (ja) * | 2003-11-19 | 2005-06-09 | Three M Innovative Properties Co | 片面粘着テープ |
| US7562426B2 (en) * | 2005-04-08 | 2009-07-21 | Velcro Industries B.V. | Needling loops into carrier sheets |
| DE102006040846B4 (de) * | 2005-08-31 | 2013-04-18 | Mondi Gronau Gmbh | Extrusionsfolie sowie deren Verwendung |
| JP5005916B2 (ja) * | 2005-12-09 | 2012-08-22 | スリーエム イノベイティブ プロパティズ カンパニー | 皮膚粘着剤用剥離剤組成物 |
| US20070178273A1 (en) * | 2006-02-01 | 2007-08-02 | Provost George A | Embossing loop materials |
| US20080113152A1 (en) * | 2006-11-14 | 2008-05-15 | Velcro Industries B.V. | Loop Materials |
| WO2008154303A1 (en) * | 2007-06-07 | 2008-12-18 | Velcro Industries B.V. | Needling loops into carrier sheets |
| US8673097B2 (en) * | 2007-06-07 | 2014-03-18 | Velcro Industries B.V. | Anchoring loops of fibers needled into a carrier sheet |
| EP2085446A1 (de) * | 2008-01-22 | 2009-08-05 | tesa SE | Liner sowie die Verwendung desselben |
| PL2085445T3 (pl) * | 2008-01-22 | 2016-08-31 | Tesa Se | Zastosowanie linera |
| EP2588550A1 (en) | 2010-06-30 | 2013-05-08 | 3M Innovative Properties Company | Curable polysiloxane coating composition |
| JP5925201B2 (ja) | 2010-06-30 | 2016-05-25 | スリーエム イノベイティブ プロパティズ カンパニー | 二重反応性シラン官能基を含むオンデマンド型硬化性組成物 |
| JP5818890B2 (ja) | 2010-06-30 | 2015-11-18 | スリーエム イノベイティブ プロパティズ カンパニー | 二重反応性シラン官能基を含む硬化性組成物 |
| EP2643413A1 (en) | 2010-11-24 | 2013-10-02 | Dow Corning Corporation | Controlling morphology of block copolymers |
| US9078793B2 (en) | 2011-08-25 | 2015-07-14 | Velcro Industries B.V. | Hook-engageable loop fasteners and related systems and methods |
| US9119443B2 (en) | 2011-08-25 | 2015-09-01 | Velcro Industries B.V. | Loop-engageable fasteners and related systems and methods |
| US9006357B2 (en) | 2011-12-29 | 2015-04-14 | 3M Innovative Properties Company | Curable polysiloxane composition |
| JP6336398B2 (ja) | 2011-12-29 | 2018-06-06 | スリーエム イノベイティブ プロパティズ カンパニー | オンデマンド型硬化性ポリシロキサンコーティング組成物 |
| EP2838935A1 (en) | 2011-12-29 | 2015-02-25 | 3M Innovative Properties Company | Curable polysiloxane coating composition |
| CN104583353B (zh) | 2012-03-30 | 2017-10-13 | 3M创新有限公司 | 脲基和聚氨基甲酸酯基压敏粘合剂共混物 |
| CN104704073B (zh) | 2012-05-18 | 2017-09-12 | 3M创新有限公司 | 用于医疗应用的粘合剂制品 |
| CN104411791B (zh) | 2012-07-03 | 2017-06-09 | 3M创新有限公司 | 可热活化的硅氧烷基粘合剂 |
| JP2016524520A (ja) | 2013-04-18 | 2016-08-18 | スリーエム イノベイティブ プロパティズ カンパニー | 埋められた粘土／ナノシリカ静電気散逸性コーティング |
| WO2016196460A1 (en) * | 2015-06-03 | 2016-12-08 | 3M Innovative Properties Company | Silicone-based assembly layers for flexible display applications |
| KR102567206B1 (ko) | 2015-06-03 | 2023-08-14 | 쓰리엠 이노베이티브 프로퍼티즈 컴파니 | 아크릴-기반 가요성 조립체 층 |
| US10752810B2 (en) | 2015-06-03 | 2020-08-25 | 3M Innovative Properties Company | Assembly layer for flexible display |
| CA3083649A1 (en) | 2017-12-11 | 2019-06-20 | Innovative Surface Technologies, Inc. | Polyurea copolymer coating compositions and methods |
| TWI798326B (zh) | 2018-01-12 | 2023-04-11 | 美商陶氏有機矽公司 | 添加劑有機聚矽氧烷組成物、可固化組成物、及膜 |
| WO2019195145A1 (en) | 2018-04-05 | 2019-10-10 | 3M Innovative Properties Company | Siloxane-based gel adhesives |
| US11965120B2 (en) | 2018-04-05 | 2024-04-23 | 3M Innovative Properties Company | Gel adhesive comprising crosslinked blend of polydiorganosiloxane and acrylic polymer |
| CA3163263A1 (en) * | 2020-03-12 | 2021-09-16 | Toray Industries, Inc. | Coating agent and medical material using same |
| JPWO2022097384A1 (enExample) * | 2020-11-04 | 2022-05-12 | ||
| CN112574421B (zh) * | 2020-12-02 | 2022-09-16 | 万华化学集团股份有限公司 | 一种改性mq树脂及其制备方法和用途 |
| CN119998420A (zh) | 2022-09-27 | 2025-05-13 | 3M创新有限公司 | 自吸光学透明粘合剂 |
| CN115991961A (zh) * | 2022-12-15 | 2023-04-21 | 太湖金张科技股份有限公司 | 一种双面粘性不同的有机硅光学胶 |
Family Cites Families (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4002794A (en) * | 1975-07-18 | 1977-01-11 | Nashua Corporation | Adhesive material and articles incorporating same |
| JPS61195129A (ja) * | 1985-02-22 | 1986-08-29 | Toray Silicone Co Ltd | 有機けい素重合体の製造方法 |
| US4728571A (en) * | 1985-07-19 | 1988-03-01 | Minnesota Mining And Manufacturing Company | Polysiloxane-grafted copolymer release coating sheets and adhesive tapes |
| ZA874414B (en) * | 1986-06-20 | 1989-02-22 | Minnesota Mining & Mfg | Block copolymer,method of making the same,diamine precursors of the same method,method of making such diamines and end products comprising the block |
| US5512650A (en) * | 1986-06-20 | 1996-04-30 | Minnesota Mining And Manufacturing Company | Block copolymer, method of making the same, diamine precursors of the same, method of making such diamines and end products comprising the block copolymer |
| JP3007121B2 (ja) * | 1990-08-02 | 2000-02-07 | 東レ・ダウコーニング・シリコーン株式会社 | オルガノポリシロキサン―アクリル酸エステル系共重合体エマルジョン |
| EP0541395B1 (en) * | 1991-11-07 | 1996-05-08 | Takemoto Yushi Kabushiki Kaisha | Coating agents |
| EP0822951B1 (en) * | 1995-04-25 | 2002-09-04 | Minnesota Mining And Manufacturing Company | Polydiorganosiloxane polyurea segmented copolymers and a process for making same |
| AU6909396A (en) * | 1996-04-25 | 1997-11-12 | Minnesota Mining And Manufacturing Company | Silicone compositions containing a silicone-urea segmented copolymer |
-
1997
- 1997-07-18 US US08/896,708 patent/US5866222A/en not_active Expired - Lifetime
- 1997-12-11 EP EP19970951476 patent/EP0996690B1/en not_active Expired - Lifetime
- 1997-12-11 WO PCT/US1997/021610 patent/WO1999003940A1/en not_active Ceased
- 1997-12-11 DE DE1997630159 patent/DE69730159T2/de not_active Expired - Lifetime
- 1997-12-11 CA CA002295527A patent/CA2295527A1/en not_active Abandoned
- 1997-12-11 AU AU55109/98A patent/AU5510998A/en not_active Abandoned
- 1997-12-11 BR BR9714768A patent/BR9714768A/pt not_active IP Right Cessation
- 1997-12-11 KR KR1020007000520A patent/KR100565919B1/ko not_active Expired - Fee Related
- 1997-12-11 JP JP2000503154A patent/JP4180789B2/ja not_active Expired - Fee Related
-
1998
- 1998-06-19 TW TW87109901A patent/TW454033B/zh not_active IP Right Cessation
- 1998-07-13 AR ARP980103385 patent/AR016327A1/es active IP Right Grant
Also Published As
| Publication number | Publication date |
|---|---|
| AR016327A1 (es) | 2001-07-04 |
| BR9714768A (pt) | 2000-07-25 |
| TW454033B (en) | 2001-09-11 |
| JP4180789B2 (ja) | 2008-11-12 |
| DE69730159T2 (de) | 2005-08-18 |
| EP0996690A1 (en) | 2000-05-03 |
| JP2001510111A (ja) | 2001-07-31 |
| KR20010021955A (ko) | 2001-03-15 |
| US5866222A (en) | 1999-02-02 |
| DE69730159D1 (de) | 2004-09-09 |
| WO1999003940A1 (en) | 1999-01-28 |
| EP0996690B1 (en) | 2004-08-04 |
| KR100565919B1 (ko) | 2006-03-30 |
| AU5510998A (en) | 1999-02-10 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FZDE | Discontinued |