JP2010519348A - 多官能アジリジンと架橋したシリカナノ粒子を含有するアクリレート接着剤 - Google Patents
多官能アジリジンと架橋したシリカナノ粒子を含有するアクリレート接着剤 Download PDFInfo
- Publication number
- JP2010519348A JP2010519348A JP2009549667A JP2009549667A JP2010519348A JP 2010519348 A JP2010519348 A JP 2010519348A JP 2009549667 A JP2009549667 A JP 2009549667A JP 2009549667 A JP2009549667 A JP 2009549667A JP 2010519348 A JP2010519348 A JP 2010519348A
- Authority
- JP
- Japan
- Prior art keywords
- weight
- acid
- parts
- emulsion
- polymer
- 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.)
- Pending
Links
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 title claims abstract description 63
- 239000002105 nanoparticle Substances 0.000 title claims abstract description 38
- 239000000377 silicon dioxide Substances 0.000 title claims abstract description 23
- NOWKCMXCCJGMRR-UHFFFAOYSA-N Aziridine Chemical compound C1CN1 NOWKCMXCCJGMRR-UHFFFAOYSA-N 0.000 title claims abstract description 17
- 230000001070 adhesive effect Effects 0.000 title claims description 49
- 239000000853 adhesive Substances 0.000 title claims description 48
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 title claims description 22
- 239000004820 Pressure-sensitive adhesive Substances 0.000 claims abstract description 43
- 239000003431 cross linking reagent Substances 0.000 claims abstract description 5
- 239000000178 monomer Substances 0.000 claims description 74
- 239000000203 mixture Substances 0.000 claims description 61
- 239000000839 emulsion Substances 0.000 claims description 50
- -1 vinyl halide Chemical class 0.000 claims description 45
- 229920000642 polymer Polymers 0.000 claims description 38
- 239000004094 surface-active agent Substances 0.000 claims description 28
- 239000002253 acid Substances 0.000 claims description 25
- 239000002245 particle Substances 0.000 claims description 22
- 239000008346 aqueous phase Substances 0.000 claims description 12
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 11
- 238000007720 emulsion polymerization reaction Methods 0.000 claims description 11
- 239000000463 material Substances 0.000 claims description 11
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims description 11
- 229920002554 vinyl polymer Polymers 0.000 claims description 10
- 125000004432 carbon atom Chemical group C* 0.000 claims description 9
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims description 8
- 150000002148 esters Chemical class 0.000 claims description 8
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 6
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims description 6
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims description 6
- 150000001252 acrylic acid derivatives Chemical class 0.000 claims description 6
- 150000003077 polyols Chemical group 0.000 claims description 5
- 150000003509 tertiary alcohols Chemical class 0.000 claims description 5
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 claims description 4
- 239000008119 colloidal silica Substances 0.000 claims description 4
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 claims description 4
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 claims description 3
- 229920001223 polyethylene glycol Polymers 0.000 claims description 3
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 claims description 2
- JWYVGKFDLWWQJX-UHFFFAOYSA-N 1-ethenylazepan-2-one Chemical compound C=CN1CCCCCC1=O JWYVGKFDLWWQJX-UHFFFAOYSA-N 0.000 claims description 2
- HZMXJTJBSWOCQB-UHFFFAOYSA-N 2-(2-methoxyethoxy)ethyl prop-2-enoate Chemical compound COCCOCCOC(=O)C=C HZMXJTJBSWOCQB-UHFFFAOYSA-N 0.000 claims description 2
- PRAMZQXXPOLCIY-UHFFFAOYSA-N 2-(2-methylprop-2-enoyloxy)ethanesulfonic acid Chemical compound CC(=C)C(=O)OCCS(O)(=O)=O PRAMZQXXPOLCIY-UHFFFAOYSA-N 0.000 claims description 2
- 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 2
- FWWXYLGCHHIKNY-UHFFFAOYSA-N 2-ethoxyethyl prop-2-enoate Chemical compound CCOCCOC(=O)C=C FWWXYLGCHHIKNY-UHFFFAOYSA-N 0.000 claims description 2
- 125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 claims description 2
- YXYJVFYWCLAXHO-UHFFFAOYSA-N 2-methoxyethyl 2-methylprop-2-enoate Chemical compound COCCOC(=O)C(C)=C YXYJVFYWCLAXHO-UHFFFAOYSA-N 0.000 claims description 2
- AGBXYHCHUYARJY-UHFFFAOYSA-N 2-phenylethenesulfonic acid Chemical compound OS(=O)(=O)C=CC1=CC=CC=C1 AGBXYHCHUYARJY-UHFFFAOYSA-N 0.000 claims description 2
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 claims description 2
- CYUZOYPRAQASLN-UHFFFAOYSA-N 3-prop-2-enoyloxypropanoic acid Chemical compound OC(=O)CCOC(=O)C=C CYUZOYPRAQASLN-UHFFFAOYSA-N 0.000 claims description 2
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 claims description 2
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 claims description 2
- 239000005642 Oleic acid Substances 0.000 claims description 2
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 claims description 2
- 239000002202 Polyethylene glycol Substances 0.000 claims description 2
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims description 2
- HNEGQIOMVPPMNR-IHWYPQMZSA-N citraconic acid Chemical compound OC(=O)C(/C)=C\C(O)=O HNEGQIOMVPPMNR-IHWYPQMZSA-N 0.000 claims description 2
- 229940018557 citraconic acid Drugs 0.000 claims description 2
- LDHQCZJRKDOVOX-NSCUHMNNSA-N crotonic acid Chemical compound C\C=C\C(O)=O LDHQCZJRKDOVOX-NSCUHMNNSA-N 0.000 claims description 2
- UIWXSTHGICQLQT-UHFFFAOYSA-N ethenyl propanoate Chemical class CCC(=O)OC=C UIWXSTHGICQLQT-UHFFFAOYSA-N 0.000 claims description 2
- 239000001530 fumaric acid Substances 0.000 claims description 2
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 claims description 2
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 claims description 2
- 239000011976 maleic acid Substances 0.000 claims description 2
- LVHBHZANLOWSRM-UHFFFAOYSA-N methylenebutanedioic acid Natural products OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 claims description 2
- RCLLINSDAJVOHP-UHFFFAOYSA-N n-ethyl-n',n'-dimethylprop-2-enehydrazide Chemical compound CCN(N(C)C)C(=O)C=C RCLLINSDAJVOHP-UHFFFAOYSA-N 0.000 claims description 2
- AWGZKFQMWZYCHF-UHFFFAOYSA-N n-octylprop-2-enamide Chemical compound CCCCCCCCNC(=O)C=C AWGZKFQMWZYCHF-UHFFFAOYSA-N 0.000 claims description 2
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 claims description 2
- 150000003440 styrenes Chemical class 0.000 claims description 2
- LDHQCZJRKDOVOX-UHFFFAOYSA-N trans-crotonic acid Natural products CC=CC(O)=O LDHQCZJRKDOVOX-UHFFFAOYSA-N 0.000 claims description 2
- 229920001567 vinyl ester resin Polymers 0.000 claims description 2
- ZTWTYVWXUKTLCP-UHFFFAOYSA-N vinylphosphonic acid Chemical compound OP(O)(=O)C=C ZTWTYVWXUKTLCP-UHFFFAOYSA-N 0.000 claims description 2
- FKOZPUORKCHONH-UHFFFAOYSA-N 2-methylpropane-1-sulfonic acid Chemical compound CC(C)CS(O)(=O)=O FKOZPUORKCHONH-UHFFFAOYSA-N 0.000 claims 1
- ZAWQXWZJKKICSZ-UHFFFAOYSA-N 3,3-dimethyl-2-methylidenebutanamide Chemical compound CC(C)(C)C(=C)C(N)=O ZAWQXWZJKKICSZ-UHFFFAOYSA-N 0.000 claims 1
- 239000004908 Emulsion polymer Substances 0.000 claims 1
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 claims 1
- 125000004183 alkoxy alkyl group Chemical group 0.000 claims 1
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 claims 1
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 claims 1
- 229920002432 poly(vinyl methyl ether) polymer Polymers 0.000 claims 1
- 229920001577 copolymer Polymers 0.000 abstract description 7
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 30
- 238000000576 coating method Methods 0.000 description 18
- 239000000243 solution Substances 0.000 description 15
- 239000011248 coating agent Substances 0.000 description 14
- 230000000052 comparative effect Effects 0.000 description 14
- 239000000758 substrate Substances 0.000 description 14
- 239000003795 chemical substances by application Substances 0.000 description 12
- 239000003999 initiator Substances 0.000 description 12
- 239000006185 dispersion Substances 0.000 description 10
- 150000001541 aziridines Chemical class 0.000 description 9
- 238000000034 method Methods 0.000 description 9
- RMAQACBXLXPBSY-UHFFFAOYSA-N silicic acid Chemical compound O[Si](O)(O)O RMAQACBXLXPBSY-UHFFFAOYSA-N 0.000 description 9
- 238000010998 test method Methods 0.000 description 9
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 8
- 239000000654 additive Substances 0.000 description 8
- 239000002998 adhesive polymer Substances 0.000 description 8
- 239000010408 film Substances 0.000 description 8
- 238000006243 chemical reaction Methods 0.000 description 7
- 230000002209 hydrophobic effect Effects 0.000 description 7
- 239000003921 oil Substances 0.000 description 7
- WMFOQBRAJBCJND-UHFFFAOYSA-M Lithium hydroxide Chemical compound [Li+].[OH-] WMFOQBRAJBCJND-UHFFFAOYSA-M 0.000 description 6
- 239000004816 latex Substances 0.000 description 6
- 229920000126 latex Polymers 0.000 description 6
- 230000003472 neutralizing effect Effects 0.000 description 6
- 238000006116 polymerization reaction Methods 0.000 description 6
- 150000003839 salts Chemical class 0.000 description 6
- 238000012546 transfer Methods 0.000 description 6
- 239000004971 Cross linker Substances 0.000 description 5
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 5
- 239000006096 absorbing agent Substances 0.000 description 5
- 150000001412 amines Chemical class 0.000 description 5
- 239000003945 anionic surfactant Substances 0.000 description 5
- 238000001035 drying Methods 0.000 description 5
- 235000019441 ethanol Nutrition 0.000 description 5
- 239000002736 nonionic surfactant Substances 0.000 description 5
- 239000012071 phase Substances 0.000 description 5
- 229920000058 polyacrylate Polymers 0.000 description 5
- 229920001155 polypropylene Polymers 0.000 description 5
- HEMHJVSKTPXQMS-UHFFFAOYSA-M sodium hydroxide Inorganic materials [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 5
- 239000000126 substance Substances 0.000 description 5
- OZAIFHULBGXAKX-UHFFFAOYSA-N 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile Chemical compound N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 description 4
- RSWGJHLUYNHPMX-UHFFFAOYSA-N Abietic-Saeure Natural products C12CCC(C(C)C)=CC2=CCC2C1(C)CCCC2(C)C(O)=O RSWGJHLUYNHPMX-UHFFFAOYSA-N 0.000 description 4
- KHPCPRHQVVSZAH-HUOMCSJISA-N Rosin Natural products O(C/C=C/c1ccccc1)[C@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@@H](CO)O1 KHPCPRHQVVSZAH-HUOMCSJISA-N 0.000 description 4
- 239000000908 ammonium hydroxide Substances 0.000 description 4
- 239000002585 base Substances 0.000 description 4
- 239000012986 chain transfer agent Substances 0.000 description 4
- 150000001875 compounds Chemical class 0.000 description 4
- 125000004386 diacrylate group Chemical group 0.000 description 4
- 239000011521 glass Substances 0.000 description 4
- ZSIAUFGUXNUGDI-UHFFFAOYSA-N hexan-1-ol Chemical compound CCCCCCO ZSIAUFGUXNUGDI-UHFFFAOYSA-N 0.000 description 4
- 239000004611 light stabiliser Substances 0.000 description 4
- 239000003607 modifier Substances 0.000 description 4
- 229910052757 nitrogen Inorganic materials 0.000 description 4
- 239000007764 o/w emulsion Substances 0.000 description 4
- 239000003960 organic solvent Substances 0.000 description 4
- 239000000123 paper Substances 0.000 description 4
- 239000007787 solid Substances 0.000 description 4
- 238000003756 stirring Methods 0.000 description 4
- HJUGFYREWKUQJT-UHFFFAOYSA-N tetrabromomethane Chemical compound BrC(Br)(Br)Br HJUGFYREWKUQJT-UHFFFAOYSA-N 0.000 description 4
- KHPCPRHQVVSZAH-UHFFFAOYSA-N trans-cinnamyl beta-D-glucopyranoside Natural products OC1C(O)C(O)C(CO)OC1OCC=CC1=CC=CC=C1 KHPCPRHQVVSZAH-UHFFFAOYSA-N 0.000 description 4
- QPRQEDXDYOZYLA-UHFFFAOYSA-N 2-methylbutan-1-ol Chemical compound CCC(C)CO QPRQEDXDYOZYLA-UHFFFAOYSA-N 0.000 description 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 3
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 3
- 239000004743 Polypropylene Substances 0.000 description 3
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
- 125000000129 anionic group Chemical group 0.000 description 3
- 239000012736 aqueous medium Substances 0.000 description 3
- BTANRVKWQNVYAZ-UHFFFAOYSA-N butan-2-ol Chemical compound CCC(C)O BTANRVKWQNVYAZ-UHFFFAOYSA-N 0.000 description 3
- 239000003093 cationic surfactant Substances 0.000 description 3
- 239000003995 emulsifying agent Substances 0.000 description 3
- 238000003475 lamination Methods 0.000 description 3
- 229920005862 polyol Polymers 0.000 description 3
- 229920001451 polypropylene glycol Polymers 0.000 description 3
- USHAGKDGDHPEEY-UHFFFAOYSA-L potassium persulfate Chemical compound [K+].[K+].[O-]S(=O)(=O)OOS([O-])(=O)=O USHAGKDGDHPEEY-UHFFFAOYSA-L 0.000 description 3
- 238000002360 preparation method Methods 0.000 description 3
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 3
- 150000003254 radicals Chemical class 0.000 description 3
- 229910001220 stainless steel Inorganic materials 0.000 description 3
- 239000010935 stainless steel Substances 0.000 description 3
- 238000012360 testing method Methods 0.000 description 3
- KBPLFHHGFOOTCA-UHFFFAOYSA-N 1-Octanol Chemical compound CCCCCCCCO KBPLFHHGFOOTCA-UHFFFAOYSA-N 0.000 description 2
- XFRVVPUIAFSTFO-UHFFFAOYSA-N 1-Tridecanol Chemical compound CCCCCCCCCCCCCO XFRVVPUIAFSTFO-UHFFFAOYSA-N 0.000 description 2
- MCRZWYDXIGCFKO-UHFFFAOYSA-N 2-butylpropanedioic acid Chemical compound CCCCC(C(O)=O)C(O)=O MCRZWYDXIGCFKO-UHFFFAOYSA-N 0.000 description 2
- PFNHSEQQEPMLNI-UHFFFAOYSA-N 2-methyl-1-pentanol Chemical compound CCCC(C)CO PFNHSEQQEPMLNI-UHFFFAOYSA-N 0.000 description 2
- IWTBVKIGCDZRPL-UHFFFAOYSA-N 3-methylpentanol Chemical compound CCC(C)CCO IWTBVKIGCDZRPL-UHFFFAOYSA-N 0.000 description 2
- BWDBEAQIHAEVLV-UHFFFAOYSA-N 6-methylheptan-1-ol Chemical compound CC(C)CCCCCO BWDBEAQIHAEVLV-UHFFFAOYSA-N 0.000 description 2
- 239000001856 Ethyl cellulose Substances 0.000 description 2
- ZZSNKZQZMQGXPY-UHFFFAOYSA-N Ethyl cellulose Chemical compound CCOCC1OC(OC)C(OCC)C(OCC)C1OC1C(O)C(O)C(OC)C(CO)O1 ZZSNKZQZMQGXPY-UHFFFAOYSA-N 0.000 description 2
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 2
- RZKSECIXORKHQS-UHFFFAOYSA-N Heptan-3-ol Chemical compound CCCCC(O)CC RZKSECIXORKHQS-UHFFFAOYSA-N 0.000 description 2
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 2
- AMQJEAYHLZJPGS-UHFFFAOYSA-N N-Pentanol Chemical compound CCCCCO AMQJEAYHLZJPGS-UHFFFAOYSA-N 0.000 description 2
- 239000004698 Polyethylene Substances 0.000 description 2
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 2
- 230000002378 acidificating effect Effects 0.000 description 2
- 150000007513 acids Chemical class 0.000 description 2
- 150000001298 alcohols Chemical class 0.000 description 2
- 229910052783 alkali metal Inorganic materials 0.000 description 2
- 150000008044 alkali metal hydroxides Chemical class 0.000 description 2
- 125000002947 alkylene group Chemical group 0.000 description 2
- ROOXNKNUYICQNP-UHFFFAOYSA-N ammonium persulfate Chemical compound [NH4+].[NH4+].[O-]S(=O)(=O)OOS([O-])(=O)=O ROOXNKNUYICQNP-UHFFFAOYSA-N 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 150000001735 carboxylic acids Chemical class 0.000 description 2
- 239000000919 ceramic Substances 0.000 description 2
- 238000001246 colloidal dispersion Methods 0.000 description 2
- 238000010924 continuous production Methods 0.000 description 2
- 230000006378 damage Effects 0.000 description 2
- MWKFXSUHUHTGQN-UHFFFAOYSA-N decan-1-ol Chemical compound CCCCCCCCCCO MWKFXSUHUHTGQN-UHFFFAOYSA-N 0.000 description 2
- 239000008367 deionised water Substances 0.000 description 2
- 229910021641 deionized water Inorganic materials 0.000 description 2
- 230000032798 delamination Effects 0.000 description 2
- 238000009826 distribution Methods 0.000 description 2
- LQZZUXJYWNFBMV-UHFFFAOYSA-N dodecan-1-ol Chemical compound CCCCCCCCCCCCO LQZZUXJYWNFBMV-UHFFFAOYSA-N 0.000 description 2
- 238000009820 dry lamination Methods 0.000 description 2
- 239000000975 dye Substances 0.000 description 2
- 230000007613 environmental effect Effects 0.000 description 2
- JBKVHLHDHHXQEQ-UHFFFAOYSA-N epsilon-caprolactam Chemical compound O=C1CCCCCN1 JBKVHLHDHHXQEQ-UHFFFAOYSA-N 0.000 description 2
- 235000019325 ethyl cellulose Nutrition 0.000 description 2
- 229920001249 ethyl cellulose Polymers 0.000 description 2
- 238000001704 evaporation Methods 0.000 description 2
- 230000008020 evaporation Effects 0.000 description 2
- 239000004744 fabric Substances 0.000 description 2
- 125000000524 functional group Chemical group 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- QNVRIHYSUZMSGM-UHFFFAOYSA-N hexan-2-ol Chemical compound CCCCC(C)O QNVRIHYSUZMSGM-UHFFFAOYSA-N 0.000 description 2
- 230000001965 increasing effect Effects 0.000 description 2
- 239000002563 ionic surfactant Substances 0.000 description 2
- 239000002655 kraft paper Substances 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 239000007791 liquid phase Substances 0.000 description 2
- 238000005259 measurement Methods 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- 239000000693 micelle Substances 0.000 description 2
- SJWFXCIHNDVPSH-UHFFFAOYSA-N octan-2-ol Chemical compound CCCCCCC(C)O SJWFXCIHNDVPSH-UHFFFAOYSA-N 0.000 description 2
- 238000000643 oven drying Methods 0.000 description 2
- 239000003002 pH adjusting agent Substances 0.000 description 2
- 238000005192 partition Methods 0.000 description 2
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 2
- JYVLIDXNZAXMDK-UHFFFAOYSA-N pentan-2-ol Chemical compound CCCC(C)O JYVLIDXNZAXMDK-UHFFFAOYSA-N 0.000 description 2
- AQIXEPGDORPWBJ-UHFFFAOYSA-N pentan-3-ol Chemical compound CCC(O)CC AQIXEPGDORPWBJ-UHFFFAOYSA-N 0.000 description 2
- 239000005011 phenolic resin Substances 0.000 description 2
- 150000003009 phosphonic acids Chemical class 0.000 description 2
- HZLFQUWNZMMHQM-UHFFFAOYSA-N piperazin-1-ylmethanol Chemical compound OCN1CCNCC1 HZLFQUWNZMMHQM-UHFFFAOYSA-N 0.000 description 2
- 229920000728 polyester Polymers 0.000 description 2
- 229920006267 polyester film Polymers 0.000 description 2
- 229920000573 polyethylene Polymers 0.000 description 2
- 229920000139 polyethylene terephthalate Polymers 0.000 description 2
- 239000005020 polyethylene terephthalate Substances 0.000 description 2
- 229920006254 polymer film Polymers 0.000 description 2
- 229920002635 polyurethane Polymers 0.000 description 2
- 239000004814 polyurethane Substances 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 230000005855 radiation Effects 0.000 description 2
- 229920005989 resin Polymers 0.000 description 2
- 239000011347 resin Substances 0.000 description 2
- 239000002356 single layer Substances 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 150000003871 sulfonates Chemical class 0.000 description 2
- 150000003460 sulfonic acids Chemical class 0.000 description 2
- 239000000725 suspension Substances 0.000 description 2
- 230000002195 synergetic effect Effects 0.000 description 2
- 150000003505 terpenes Chemical class 0.000 description 2
- 235000007586 terpenes Nutrition 0.000 description 2
- HLZKNKRTKFSKGZ-UHFFFAOYSA-N tetradecan-1-ol Chemical compound CCCCCCCCCCCCCCO HLZKNKRTKFSKGZ-UHFFFAOYSA-N 0.000 description 2
- 239000001618 (3R)-3-methylpentan-1-ol Substances 0.000 description 1
- NMRPBPVERJPACX-UHFFFAOYSA-N (3S)-octan-3-ol Natural products CCCCCC(O)CC NMRPBPVERJPACX-UHFFFAOYSA-N 0.000 description 1
- 0 ***(*N1C(*)C1)=O Chemical compound ***(*N1C(*)C1)=O 0.000 description 1
- 239000005968 1-Decanol Substances 0.000 description 1
- KPAPHODVWOVUJL-UHFFFAOYSA-N 1-benzofuran;1h-indene Chemical compound C1=CC=C2CC=CC2=C1.C1=CC=C2OC=CC2=C1 KPAPHODVWOVUJL-UHFFFAOYSA-N 0.000 description 1
- PUGOMSLRUSTQGV-UHFFFAOYSA-N 2,3-di(prop-2-enoyloxy)propyl prop-2-enoate Chemical compound C=CC(=O)OCC(OC(=O)C=C)COC(=O)C=C PUGOMSLRUSTQGV-UHFFFAOYSA-N 0.000 description 1
- LCPVQAHEFVXVKT-UHFFFAOYSA-N 2-(2,4-difluorophenoxy)pyridin-3-amine Chemical compound NC1=CC=CN=C1OC1=CC=C(F)C=C1F LCPVQAHEFVXVKT-UHFFFAOYSA-N 0.000 description 1
- FTALTLPZDVFJSS-UHFFFAOYSA-N 2-(2-ethoxyethoxy)ethyl prop-2-enoate Chemical compound CCOCCOCCOC(=O)C=C FTALTLPZDVFJSS-UHFFFAOYSA-N 0.000 description 1
- LSFGICLHZZSFEN-UHFFFAOYSA-N 2-(aziridin-1-yl)butanoic acid 2-ethyl-2-(hydroxymethyl)propane-1,3-diol Chemical compound CCC(C(O)=O)N1CC1.CCC(C(O)=O)N1CC1.CCC(C(O)=O)N1CC1.CCC(CO)(CO)CO LSFGICLHZZSFEN-UHFFFAOYSA-N 0.000 description 1
- WOFPPJOZXUTRAU-UHFFFAOYSA-N 2-Ethyl-1-hexanol Natural products CCCCC(O)CCC WOFPPJOZXUTRAU-UHFFFAOYSA-N 0.000 description 1
- QNVRIHYSUZMSGM-LURJTMIESA-N 2-Hexanol Natural products CCCC[C@H](C)O QNVRIHYSUZMSGM-LURJTMIESA-N 0.000 description 1
- WYGWHHGCAGTUCH-UHFFFAOYSA-N 2-[(2-cyano-4-methylpentan-2-yl)diazenyl]-2,4-dimethylpentanenitrile Chemical compound CC(C)CC(C)(C#N)N=NC(C)(C#N)CC(C)C WYGWHHGCAGTUCH-UHFFFAOYSA-N 0.000 description 1
- TZYRSLHNPKPEFV-UHFFFAOYSA-N 2-ethyl-1-butanol Chemical compound CCC(CC)CO TZYRSLHNPKPEFV-UHFFFAOYSA-N 0.000 description 1
- VFUYUMOOAYKNNO-UHFFFAOYSA-N 2-ethyl-2-(hydroxymethyl)propane-1,3-diol;3-(2-methylaziridin-1-yl)propanoic acid Chemical compound CCC(CO)(CO)CO.CC1CN1CCC(O)=O.CC1CN1CCC(O)=O.CC1CN1CCC(O)=O VFUYUMOOAYKNNO-UHFFFAOYSA-N 0.000 description 1
- YIWUKEYIRIRTPP-UHFFFAOYSA-N 2-ethylhexan-1-ol Chemical compound CCCCC(CC)CO YIWUKEYIRIRTPP-UHFFFAOYSA-N 0.000 description 1
- KXGFMDJXCMQABM-UHFFFAOYSA-N 2-methoxy-6-methylphenol Chemical compound [CH]OC1=CC=CC([CH])=C1O KXGFMDJXCMQABM-UHFFFAOYSA-N 0.000 description 1
- AUZRCMMVHXRSGT-UHFFFAOYSA-N 2-methylpropane-1-sulfonic acid;prop-2-enamide Chemical compound NC(=O)C=C.CC(C)CS(O)(=O)=O AUZRCMMVHXRSGT-UHFFFAOYSA-N 0.000 description 1
- UWHCZFSSKUSDNV-UHFFFAOYSA-N 3-(aziridin-1-yl)propanoic acid;2-ethyl-2-(hydroxymethyl)propane-1,3-diol Chemical compound OC(=O)CCN1CC1.OC(=O)CCN1CC1.OC(=O)CCN1CC1.CCC(CO)(CO)CO UWHCZFSSKUSDNV-UHFFFAOYSA-N 0.000 description 1
- VFXXTYGQYWRHJP-UHFFFAOYSA-N 4,4'-azobis(4-cyanopentanoic acid) Chemical compound OC(=O)CCC(C)(C#N)N=NC(C)(CCC(O)=O)C#N VFXXTYGQYWRHJP-UHFFFAOYSA-N 0.000 description 1
- IUNVCWLKOOCPIT-UHFFFAOYSA-N 6-methylheptylsulfanyl 2-hydroxyacetate Chemical compound CC(C)CCCCCSOC(=O)CO IUNVCWLKOOCPIT-UHFFFAOYSA-N 0.000 description 1
- FIHBHSQYSYVZQE-UHFFFAOYSA-N 6-prop-2-enoyloxyhexyl prop-2-enoate Chemical compound C=CC(=O)OCCCCCCOC(=O)C=C FIHBHSQYSYVZQE-UHFFFAOYSA-N 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 1
- 239000004342 Benzoyl peroxide Substances 0.000 description 1
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 description 1
- 229920013683 Celanese Polymers 0.000 description 1
- 229920000298 Cellophane Polymers 0.000 description 1
- 229920000742 Cotton Polymers 0.000 description 1
- RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical class S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 description 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- FMRHJJZUHUTGKE-UHFFFAOYSA-N Ethylhexyl salicylate Chemical compound CCCCC(CC)COC(=O)C1=CC=CC=C1O FMRHJJZUHUTGKE-UHFFFAOYSA-N 0.000 description 1
- 239000013032 Hydrocarbon resin Substances 0.000 description 1
- YIVJZNGAASQVEM-UHFFFAOYSA-N Lauroyl peroxide Chemical compound CCCCCCCCCCCC(=O)OOC(=O)CCCCCCCCCCC YIVJZNGAASQVEM-UHFFFAOYSA-N 0.000 description 1
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 1
- 238000006845 Michael addition reaction Methods 0.000 description 1
- 239000004677 Nylon Substances 0.000 description 1
- 235000008098 Oxalis acetosella Nutrition 0.000 description 1
- 240000007930 Oxalis acetosella Species 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical class C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 description 1
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 1
- 239000005062 Polybutadiene Substances 0.000 description 1
- 229920001214 Polysorbate 60 Polymers 0.000 description 1
- 239000004793 Polystyrene Substances 0.000 description 1
- 239000004372 Polyvinyl alcohol Substances 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 1
- 229920000297 Rayon Polymers 0.000 description 1
- 229910008051 Si-OH Inorganic materials 0.000 description 1
- 229910006358 Si—OH Inorganic materials 0.000 description 1
- DWAQJAXMDSEUJJ-UHFFFAOYSA-M Sodium bisulfite Chemical compound [Na+].OS([O-])=O DWAQJAXMDSEUJJ-UHFFFAOYSA-M 0.000 description 1
- DBMJMQXJHONAFJ-UHFFFAOYSA-M Sodium laurylsulphate Chemical compound [Na+].CCCCCCCCCCCCOS([O-])(=O)=O DBMJMQXJHONAFJ-UHFFFAOYSA-M 0.000 description 1
- 229910000831 Steel Inorganic materials 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 1
- 239000004809 Teflon Substances 0.000 description 1
- 229920006362 Teflon® Polymers 0.000 description 1
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 1
- FYAMXEPQQLNQDM-UHFFFAOYSA-N Tris(1-aziridinyl)phosphine oxide Chemical compound C1CN1P(N1CC1)(=O)N1CC1 FYAMXEPQQLNQDM-UHFFFAOYSA-N 0.000 description 1
- AVUYXHYHTTVPRX-UHFFFAOYSA-N Tris(2-methyl-1-aziridinyl)phosphine oxide Chemical compound CC1CN1P(=O)(N1C(C1)C)N1C(C)C1 AVUYXHYHTTVPRX-UHFFFAOYSA-N 0.000 description 1
- 239000004775 Tyvek Substances 0.000 description 1
- 229920000690 Tyvek Polymers 0.000 description 1
- 239000012963 UV stabilizer Substances 0.000 description 1
- ACIAHEMYLLBZOI-ZZXKWVIFSA-N Unsaturated alcohol Chemical compound CC\C(CO)=C/C ACIAHEMYLLBZOI-ZZXKWVIFSA-N 0.000 description 1
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 1
- 150000003926 acrylamides Chemical class 0.000 description 1
- 150000001253 acrylic acids Chemical class 0.000 description 1
- 239000012790 adhesive layer Substances 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 238000005054 agglomeration Methods 0.000 description 1
- 230000002776 aggregation Effects 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 229920006271 aliphatic hydrocarbon resin Polymers 0.000 description 1
- 125000003342 alkenyl group Chemical group 0.000 description 1
- 125000003545 alkoxy group Chemical group 0.000 description 1
- 125000005210 alkyl ammonium group Chemical group 0.000 description 1
- 125000002877 alkyl aryl group Chemical group 0.000 description 1
- 125000005529 alkyleneoxy group Chemical group 0.000 description 1
- XYLMUPLGERFSHI-UHFFFAOYSA-N alpha-Methylstyrene Chemical compound CC(=C)C1=CC=CC=C1 XYLMUPLGERFSHI-UHFFFAOYSA-N 0.000 description 1
- 229910001870 ammonium persulfate Inorganic materials 0.000 description 1
- 150000003863 ammonium salts Chemical class 0.000 description 1
- 239000002280 amphoteric surfactant Substances 0.000 description 1
- 239000002518 antifoaming agent Substances 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 239000007900 aqueous suspension Substances 0.000 description 1
- 239000012298 atmosphere Substances 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 125000004069 aziridinyl group Chemical group 0.000 description 1
- 239000003637 basic solution Substances 0.000 description 1
- 238000010923 batch production Methods 0.000 description 1
- 125000005501 benzalkonium group Chemical class 0.000 description 1
- 235000019400 benzoyl peroxide Nutrition 0.000 description 1
- 239000003139 biocide Substances 0.000 description 1
- 230000005540 biological transmission Effects 0.000 description 1
- 239000004305 biphenyl Substances 0.000 description 1
- 239000000872 buffer Substances 0.000 description 1
- 229910002091 carbon monoxide Inorganic materials 0.000 description 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
- 125000002843 carboxylic acid group Chemical group 0.000 description 1
- 125000002091 cationic group Chemical group 0.000 description 1
- 229920002678 cellulose Polymers 0.000 description 1
- 239000001913 cellulose Substances 0.000 description 1
- 229920002301 cellulose acetate Polymers 0.000 description 1
- 229910010293 ceramic material Inorganic materials 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 239000007859 condensation product Substances 0.000 description 1
- 238000005336 cracking Methods 0.000 description 1
- 150000004292 cyclic ethers Chemical class 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 230000002939 deleterious effect Effects 0.000 description 1
- 229910003460 diamond Inorganic materials 0.000 description 1
- 239000010432 diamond Substances 0.000 description 1
- 238000007607 die coating method Methods 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- 238000003618 dip coating Methods 0.000 description 1
- SMVRDGHCVNAOIN-UHFFFAOYSA-L disodium;1-dodecoxydodecane;sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O.CCCCCCCCCCCCOCCCCCCCCCCCC SMVRDGHCVNAOIN-UHFFFAOYSA-L 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 239000012153 distilled water Substances 0.000 description 1
- GVGUFUZHNYFZLC-UHFFFAOYSA-N dodecyl benzenesulfonate;sodium Chemical compound [Na].CCCCCCCCCCCCOS(=O)(=O)C1=CC=CC=C1 GVGUFUZHNYFZLC-UHFFFAOYSA-N 0.000 description 1
- MCPKSFINULVDNX-UHFFFAOYSA-N drometrizole Chemical compound CC1=CC=C(O)C(N2N=C3C=CC=CC3=N2)=C1 MCPKSFINULVDNX-UHFFFAOYSA-N 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 230000002708 enhancing effect Effects 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 239000011888 foil Substances 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 238000007306 functionalization reaction Methods 0.000 description 1
- 229920006270 hydrocarbon resin Polymers 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 230000005660 hydrophilic surface Effects 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 230000006698 induction Effects 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- 239000010410 layer Substances 0.000 description 1
- 230000014759 maintenance of location Effects 0.000 description 1
- 239000002609 medium Substances 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- XJRBAMWJDBPFIM-UHFFFAOYSA-N methyl vinyl ether Chemical compound COC=C XJRBAMWJDBPFIM-UHFFFAOYSA-N 0.000 description 1
- 238000002715 modification method Methods 0.000 description 1
- QQZOPKMRPOGIEB-UHFFFAOYSA-N n-butyl methyl ketone Natural products CCCCC(C)=O QQZOPKMRPOGIEB-UHFFFAOYSA-N 0.000 description 1
- 239000005445 natural material Substances 0.000 description 1
- 238000006386 neutralization reaction Methods 0.000 description 1
- 239000004745 nonwoven fabric Substances 0.000 description 1
- 229920001778 nylon Polymers 0.000 description 1
- QUAMTGJKVDWJEQ-UHFFFAOYSA-N octabenzone Chemical compound OC1=CC(OCCCCCCCC)=CC=C1C(=O)C1=CC=CC=C1 QUAMTGJKVDWJEQ-UHFFFAOYSA-N 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- 239000012788 optical film Substances 0.000 description 1
- 239000003791 organic solvent mixture Substances 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 150000002978 peroxides Chemical class 0.000 description 1
- JRKICGRDRMAZLK-UHFFFAOYSA-L persulfate group Chemical group S(=O)(=O)([O-])OOS(=O)(=O)[O-] JRKICGRDRMAZLK-UHFFFAOYSA-L 0.000 description 1
- 229920001568 phenolic resin Polymers 0.000 description 1
- 235000021317 phosphate Nutrition 0.000 description 1
- 150000003013 phosphoric acid derivatives Chemical class 0.000 description 1
- 229920006255 plastic film Polymers 0.000 description 1
- 239000002985 plastic film Substances 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 229920000747 poly(lactic acid) Polymers 0.000 description 1
- 229920002857 polybutadiene Polymers 0.000 description 1
- 229920001707 polybutylene terephthalate Polymers 0.000 description 1
- 238000012643 polycondensation polymerization Methods 0.000 description 1
- 230000000379 polymerizing effect Effects 0.000 description 1
- 229920000098 polyolefin Polymers 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- 229920000136 polysorbate Polymers 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
- 229920000915 polyvinyl chloride Polymers 0.000 description 1
- 239000004800 polyvinyl chloride Substances 0.000 description 1
- 229920002981 polyvinylidene fluoride Polymers 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 238000010526 radical polymerization reaction Methods 0.000 description 1
- 238000007348 radical reaction Methods 0.000 description 1
- 239000002964 rayon Substances 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 239000012966 redox initiator Substances 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 230000001105 regulatory effect Effects 0.000 description 1
- 230000003014 reinforcing effect Effects 0.000 description 1
- 239000006254 rheological additive Substances 0.000 description 1
- 238000007761 roller coating Methods 0.000 description 1
- 238000005096 rolling process Methods 0.000 description 1
- 238000002390 rotary evaporation Methods 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 150000003333 secondary alcohols Chemical class 0.000 description 1
- 229910052709 silver Inorganic materials 0.000 description 1
- 239000004332 silver Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910000030 sodium bicarbonate Inorganic materials 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
- 229940080264 sodium dodecylbenzenesulfonate Drugs 0.000 description 1
- 235000010267 sodium hydrogen sulphite Nutrition 0.000 description 1
- 235000019333 sodium laurylsulphate Nutrition 0.000 description 1
- 229940001584 sodium metabisulfite Drugs 0.000 description 1
- 235000010262 sodium metabisulphite Nutrition 0.000 description 1
- CHQMHPLRPQMAMX-UHFFFAOYSA-L sodium persulfate Substances [Na+].[Na+].[O-]S(=O)(=O)OOS([O-])(=O)=O CHQMHPLRPQMAMX-UHFFFAOYSA-L 0.000 description 1
- FVEFRICMTUKAML-UHFFFAOYSA-M sodium tetradecyl sulfate Chemical compound [Na+].CCCCC(CC)CCC(CC(C)C)OS([O-])(=O)=O FVEFRICMTUKAML-UHFFFAOYSA-M 0.000 description 1
- HJLBIRSYZDPPIR-UHFFFAOYSA-M sodium;4-dodecoxy-1,4-dioxo-1-prop-2-enoxybutane-2-sulfonate Chemical compound [Na+].CCCCCCCCCCCCOC(=O)CC(S([O-])(=O)=O)C(=O)OCC=C HJLBIRSYZDPPIR-UHFFFAOYSA-M 0.000 description 1
- 238000000638 solvent extraction Methods 0.000 description 1
- 238000004528 spin coating Methods 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 239000010959 steel Substances 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 1
- 238000010557 suspension polymerization reaction Methods 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 239000012209 synthetic fiber Substances 0.000 description 1
- 229920002994 synthetic fiber Polymers 0.000 description 1
- 229920003002 synthetic resin Polymers 0.000 description 1
- 239000000057 synthetic resin Substances 0.000 description 1
- 238000010345 tape casting Methods 0.000 description 1
- 239000012970 tertiary amine catalyst Substances 0.000 description 1
- 125000001302 tertiary amino group Chemical group 0.000 description 1
- 229920005992 thermoplastic resin Polymers 0.000 description 1
- 238000005809 transesterification reaction Methods 0.000 description 1
- 239000011850 water-based material Substances 0.000 description 1
- 238000009816 wet lamination Methods 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
- 239000002759 woven fabric Substances 0.000 description 1
- 238000004383 yellowing 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
- 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
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B82—NANOTECHNOLOGY
- B82B—NANOSTRUCTURES FORMED BY MANIPULATION OF INDIVIDUAL ATOMS, MOLECULES, OR LIMITED COLLECTIONS OF ATOMS OR MOLECULES AS DISCRETE UNITS; MANUFACTURE OR TREATMENT THEREOF
- B82B3/00—Manufacture or treatment of nanostructures by manipulation of individual atoms or molecules, or limited collections of atoms or molecules as discrete units
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Organic Chemistry (AREA)
- Crystallography & Structural Chemistry (AREA)
- Nanotechnology (AREA)
- Manufacturing & Machinery (AREA)
- Adhesives Or Adhesive Processes (AREA)
- Silicon Compounds (AREA)
- Polymerisation Methods In General (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Adhesive Tapes (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US11/676,131 US7393901B1 (en) | 2007-02-16 | 2007-02-16 | Acrylate adhesives containing silica nanoparticles crosslinked with polyfunctional aziridines |
| PCT/US2008/053188 WO2008100755A1 (en) | 2007-02-16 | 2008-02-06 | Acrylate adhesives containing silica nanoparticles crosslinked with polyfunctional aziridines |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2010519348A true JP2010519348A (ja) | 2010-06-03 |
| JP2010519348A5 JP2010519348A5 (enExample) | 2011-03-24 |
Family
ID=39473948
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2009549667A Pending JP2010519348A (ja) | 2007-02-16 | 2008-02-06 | 多官能アジリジンと架橋したシリカナノ粒子を含有するアクリレート接着剤 |
Country Status (8)
| Country | Link |
|---|---|
| US (1) | US7393901B1 (enExample) |
| EP (1) | EP2118223B1 (enExample) |
| JP (1) | JP2010519348A (enExample) |
| KR (1) | KR20100014957A (enExample) |
| CN (1) | CN101611112B (enExample) |
| AT (1) | ATE484560T1 (enExample) |
| DE (1) | DE602008003004D1 (enExample) |
| WO (1) | WO2008100755A1 (enExample) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2012063810A1 (ja) * | 2010-11-08 | 2012-05-18 | 日東電工株式会社 | 耐油耐熱性粘着シート、貼着方法および耐油耐熱性貼着構造体 |
| WO2012063811A1 (ja) * | 2010-11-08 | 2012-05-18 | 日東電工株式会社 | 水分散型耐油性粘着剤組成物、耐油性粘着シート、貼着方法および耐油性貼着構造体 |
Families Citing this family (36)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7531595B2 (en) * | 2006-03-08 | 2009-05-12 | 3M Innovative Properties Company | Pressure-sensitive adhesive containing silica nanoparticles |
| US7645827B2 (en) * | 2006-03-08 | 2010-01-12 | 3M Innovative Properties Company | High shear pressure-sensitive adhesive |
| US20080200587A1 (en) * | 2007-02-16 | 2008-08-21 | 3M Innovative Properties Company | Pressure-sensitive adhesive containing acicular silica particles crosslinked with polyfunctional aziridines |
| ATE539803T1 (de) * | 2007-10-10 | 2012-01-15 | Toedi Sport Ag Glarus | Steighilfe für schneesportgeräte |
| JP5504605B2 (ja) * | 2007-10-30 | 2014-05-28 | 大日本印刷株式会社 | ハードコート層用硬化性樹脂組成物、及びハードコートフィルム |
| US7652103B2 (en) * | 2008-02-14 | 2010-01-26 | 3M Innovative Properties Company | Acrylic pressure-sensitive adhesives with aziridine crosslinking agents |
| US7714076B2 (en) * | 2008-03-27 | 2010-05-11 | 3M Innovative Properties Company | Acrylic pressure-sensitive adhesives with aziridine crosslinking agents |
| JP5508405B2 (ja) * | 2008-06-09 | 2014-05-28 | スリーエム イノベイティブ プロパティズ カンパニー | アジリジン架橋剤を伴うアクリル系感圧接着剤 |
| WO2010040079A1 (en) * | 2008-10-03 | 2010-04-08 | Uponor Innovation Ab | Methods and compositions for coating pipe |
| US7838110B2 (en) * | 2008-12-02 | 2010-11-23 | 3M Innovative Properties Company | Aziridine-functional photoactive crosslinking compounds |
| JP5671478B2 (ja) * | 2008-12-31 | 2015-02-18 | スリーエム イノベイティブ プロパティズ カンパニー | 引き伸ばし剥離可能な感圧接着剤 |
| WO2010078346A1 (en) | 2008-12-31 | 2010-07-08 | 3M Innovative Properties Company | Stretch releasable adhesive tape |
| JP5593093B2 (ja) * | 2009-03-30 | 2014-09-17 | リンテック株式会社 | アクリル系エマルション型粘着剤組成物、その製造方法および粘着シート |
| US8067504B2 (en) | 2009-08-25 | 2011-11-29 | 3M Innovative Properties Company | Acrylic pressure-sensitive adhesives with acylaziridine crosslinking agents |
| US8148471B2 (en) * | 2009-11-23 | 2012-04-03 | 3M Innovative Properties Company | Acrylic pressure-sensitive adhesives with aziridinyl-epoxy crosslinking system |
| CN102652273B (zh) * | 2009-12-09 | 2015-04-08 | 日东电工株式会社 | 光学薄膜用粘合剂层、粘合型光学薄膜、其制造方法以及图像显示装置 |
| CN102108133B (zh) * | 2009-12-23 | 2014-12-10 | 3M创新有限公司 | (甲基)丙烯酰基-氮丙啶交联剂和粘合剂聚合物 |
| CN102127183B (zh) * | 2010-01-20 | 2014-08-20 | 3M创新有限公司 | 可交联的丙烯酸酯粘合剂聚合物组合物 |
| ES2706398T3 (es) | 2010-02-11 | 2019-03-28 | 3M Innovative Properties Co | Sistema de resinas que comprende nanopartículas de superficie modificada multimodales dispersadas |
| CN102844662B (zh) | 2010-03-03 | 2015-04-29 | 3M创新有限公司 | 配体胍基官能化聚合物 |
| US9469793B2 (en) | 2010-04-20 | 2016-10-18 | 3M Innovative Properties Company | Pressure sensitive adhesives containing polymeric surface-modified nanoparticles |
| CN102234496B (zh) * | 2010-05-01 | 2013-12-04 | 中国航天科技集团公司第四研究院第四十二所 | 一种表面保护膜用乳液压敏胶及其制备方法和应用 |
| WO2012005932A2 (en) * | 2010-06-29 | 2012-01-12 | 3M Innovative Properties Company | Aziridinyl-containing compounds |
| EP2588514B1 (en) * | 2010-06-29 | 2015-03-18 | 3M Innovative Properties Company | Grafted compounds formed from aziridinyl-containing compounds |
| KR101115681B1 (ko) | 2010-08-31 | 2012-02-16 | 주식회사 엘지화학 | 재박리형 수성 에멀젼 점착제 및 이의 제조방법 |
| KR101533865B1 (ko) * | 2010-10-14 | 2015-07-07 | 주식회사 엘지화학 | 용융 가공용 수지 혼합물 |
| EP2651983B1 (en) * | 2010-12-13 | 2014-12-24 | 3M Innovative Properties Company | Blends of grafted copolymer and polyamide |
| KR101422655B1 (ko) * | 2011-08-18 | 2014-07-24 | 주식회사 엘지화학 | 재박리형 수성 에멀젼 점착제 및 이의 제조방법 |
| AU2011379400B2 (en) * | 2011-10-21 | 2016-04-14 | Rohm And Haas Company | New and stable aqueous hybrid binder |
| KR101367710B1 (ko) * | 2011-11-10 | 2014-02-28 | 주식회사 엘지화학 | 하이브리드 에멀션 점착제 |
| JP7054700B2 (ja) * | 2016-09-12 | 2022-04-14 | マディコ インコーポレイテッド | 難燃性感圧テープ |
| CN109749671B (zh) * | 2017-11-02 | 2020-12-08 | 3M创新有限公司 | 含纳米硅氧烷缩合物的丙烯酸酯压敏胶粘合剂、粘合片及其制备方法 |
| CN108276928B (zh) * | 2018-02-09 | 2021-09-17 | 佛山凯仁精密材料有限公司 | 一种无残留的硅胶保护膜及其制备方法 |
| WO2020021457A1 (en) | 2018-07-23 | 2020-01-30 | 3M Innovative Properties Company | Articles including polyester backing and primer layer and related methods |
| CN113672107B (zh) * | 2020-05-14 | 2024-06-21 | 瀚宇彩晶股份有限公司 | 触控显示设备 |
| US20250206896A1 (en) | 2023-12-22 | 2025-06-26 | Infineum International Limited | Crosslinked polyacrylates and methods of making the same |
Citations (18)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS60120777A (ja) * | 1983-12-02 | 1985-06-28 | Toyo Ink Mfg Co Ltd | 感圧性接着剤組成物 |
| JPS6268870A (ja) * | 1985-09-20 | 1987-03-28 | Nitto Electric Ind Co Ltd | 水分散型アクリル系粘着剤 |
| JPH02137855A (ja) * | 1988-11-18 | 1990-05-28 | Minolta Camera Co Ltd | 静電荷現像用トナー |
| JPH05105851A (ja) * | 1991-10-14 | 1993-04-27 | Nitto Denko Corp | 感圧性接着テ―プの製法 |
| JPH07238267A (ja) * | 1994-03-01 | 1995-09-12 | Sekisui Chem Co Ltd | アクリル系粘着剤組成物 |
| 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 |
| JPH08104856A (ja) * | 1994-10-05 | 1996-04-23 | Sekisui Chem Co Ltd | アクリル系エマルジョン型粘着剤組成物 |
| JPH08134423A (ja) * | 1994-11-09 | 1996-05-28 | Sekisui Chem Co Ltd | アクリル系エマルジョン型粘着剤組成物 |
| JPH08259908A (ja) * | 1995-03-20 | 1996-10-08 | Sekisui Chem Co Ltd | 両面粘着テープ、両面粘着テープの積層体および両面粘着テープの製造方法 |
| JPH08311412A (ja) * | 1995-05-24 | 1996-11-26 | Sekisui Chem Co Ltd | 多層型粘着テープの製造方法 |
| JPH09221639A (ja) * | 1996-02-19 | 1997-08-26 | Sekisui Chem Co Ltd | 難燃性粘着フィルムおよびテープ |
| JPH11191369A (ja) * | 1997-12-26 | 1999-07-13 | Canon Inc | 電子放出素子および画像形成装置の製造方法 |
| JP2001003025A (ja) * | 1999-04-23 | 2001-01-09 | Sekisui Chem Co Ltd | アクリル系粘着剤の製造方法及びアクリル系粘着剤並びに粘着加工製品 |
| JP2002241725A (ja) * | 2001-02-15 | 2002-08-28 | Nitto Denko Corp | 水分散型粘着剤組成物及び粘着シート類 |
| WO2006065373A1 (en) * | 2004-12-17 | 2006-06-22 | 3M Innovative Properties Company | Optically clear pressure sensitive adhesive |
| JP2006206904A (ja) * | 2006-01-20 | 2006-08-10 | Nippon Synthetic Chem Ind Co Ltd:The | 粘着フィルム |
| JP2006335927A (ja) * | 2005-06-03 | 2006-12-14 | Mitsubishi Pencil Co Ltd | 油性マーキングペン用インキ組成物 |
| JP2007512552A (ja) * | 2003-10-30 | 2007-05-17 | スリーエム イノベイティブ プロパティズ カンパニー | 多層光学接着剤および物品 |
Family Cites Families (54)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2801185A (en) | 1952-05-16 | 1957-07-30 | Du Pont | Silica hydrosol powder |
| IT610737A (enExample) | 1955-11-18 | 1900-01-01 | ||
| US3225013A (en) | 1964-10-12 | 1965-12-21 | Minnesota Mining & Mfg | Curable compositions of an organic acid anhydride and an alkylenimine derivative |
| US3691140A (en) | 1970-03-09 | 1972-09-12 | Spencer Ferguson Silver | Acrylate copolymer microspheres |
| US3925442A (en) | 1971-01-28 | 1975-12-09 | Kendall & Co | Monomeric emulsion stabilizers |
| US3983166A (en) | 1974-03-18 | 1976-09-28 | The Kendall Company | Monomeric emulsion stabilizers |
| US4166152B1 (en) | 1977-08-17 | 1999-05-18 | Minnesota Mining & Mfg | Tacky polymeric microspheres |
| US4278578A (en) * | 1979-11-05 | 1981-07-14 | Hillyard Enterprises, Inc. | Coating composition for synthetic plastic substrates and methods for preparing and using same |
| EP0039165B1 (en) | 1980-04-17 | 1985-07-03 | Minnesota Mining And Manufacturing Company | Polyfunctional aziridine crosslinking agents for aqueous magnetic recording media binder |
| US4490505A (en) | 1980-04-17 | 1984-12-25 | Minnesota Mining And Manufacturing Company | Polyfunctional aziridine crosslinking agents for aqueous magnetic recording media binder |
| US4522958A (en) | 1983-09-06 | 1985-06-11 | Ppg Industries, Inc. | High-solids coating composition for improved rheology control containing chemically modified inorganic microparticles |
| US4495318A (en) | 1984-03-21 | 1985-01-22 | International Cube Corporation | Low tack microsphere glue |
| ZA86528B (en) | 1985-01-31 | 1986-09-24 | Himont Inc | Polypropylene with free-end long chain branching,process for making it,and use thereof |
| GB2170427B (en) | 1985-02-01 | 1989-06-07 | Sanyo Kokusaku Pulp Co | Pressure-sensitive adhesive tapes or sheets |
| US4656218A (en) | 1985-02-08 | 1987-04-07 | Sanyo Kokusaku Pulp Co., Ltd. | Adhesive copolymer microspheres-containing aqueous suspension and method for producing the same |
| US4710536A (en) | 1985-08-07 | 1987-12-01 | Minnesota Mining And Manufacturing Company | Pressure-sensitive adhesive tape containing hydrophobic silica |
| US4737559A (en) | 1986-05-19 | 1988-04-12 | Minnesota Mining And Manufacturing Co. | Pressure-sensitive adhesive crosslinked by copolymerizable aromatic ketone monomers |
| JPS6392109A (ja) | 1986-10-07 | 1988-04-22 | Toshiba Corp | 差動増幅回路 |
| US5116676A (en) | 1987-04-15 | 1992-05-26 | Minnesota Mining And Manufacturing Company | Removable pressure-sensitive adhesive tape |
| US4833179A (en) | 1987-07-27 | 1989-05-23 | Minnesota Mining And Manufacturing Company | Suspension polymerization |
| US5221497A (en) | 1988-03-16 | 1993-06-22 | Nissan Chemical Industries, Ltd. | Elongated-shaped silica sol and method for preparing the same |
| US5914162A (en) | 1988-04-11 | 1999-06-22 | Minnesota Mining And Manufacturing Company | Coating for metal surfaces of unsaturated polymer and colloidal inorganic particles |
| WO1989012618A1 (en) | 1988-06-20 | 1989-12-28 | Ppg Industries, Inc. | Polymerizable surfactant |
| US5045569A (en) | 1988-11-30 | 1991-09-03 | Minnesota Mining And Manufacturing Company | Hollow acrylate polymer microspheres |
| US5126394A (en) | 1989-10-18 | 1992-06-30 | Dow Corning Corporation | Radiation curable abrasion resistant coatings from colloidal silica and acrylate monomer |
| US5292844A (en) | 1991-05-22 | 1994-03-08 | Minnesota Mining And Manufacturing Company | Vinyl acetate modified suspension polymer beads, adhesives made therefrom and a method of making |
| CA2067969A1 (en) | 1991-05-30 | 1992-12-01 | Chung I. Young | Method for making structured suspension psa beads |
| US6048611A (en) | 1992-02-03 | 2000-04-11 | 3M Innovative Properties Company | High solids moisture resistant latex pressure-sensitive adhesive |
| US5508107A (en) | 1993-07-28 | 1996-04-16 | Minnesota Mining And Manufacturing Company | Pressure-sensitive adhesive tapes for electronics applications |
| JP3517913B2 (ja) | 1993-10-15 | 2004-04-12 | 日産化学工業株式会社 | 細長い形状のシリカゾルの製造法 |
| US5534391A (en) | 1994-01-28 | 1996-07-09 | Minnesota Mining And Manufacturing Company | Aziridine primer for flexographic printing plates |
| US5512612A (en) | 1994-04-04 | 1996-04-30 | Minnesota Mining And Manufacturing Company | Pressure sensitive adhesive employing a water-dispersible polymer and articles made there from |
| WO1995032237A1 (en) * | 1994-05-19 | 1995-11-30 | Minnesota Mining And Manufacturing Company | Polymeric article having improved hydrophilicity and a method of making the same |
| US5648166A (en) | 1995-02-21 | 1997-07-15 | Minnesota Mining And Manufacturing Company | Pressure-sensitive adhesives and tape articles |
| US5648407A (en) | 1995-05-16 | 1997-07-15 | Minnesota Mining And Manufacturing Company | Curable resin sols and fiber-reinforced composites derived therefrom |
| US5891530A (en) | 1996-04-19 | 1999-04-06 | Minnesota Mining And Manufacturing Company | Method for producing a coating |
| US5885708A (en) | 1997-02-14 | 1999-03-23 | Minnesota Mining And Manufacturing Company | Antistatic latex adhesives |
| WO1999029795A1 (en) | 1997-12-05 | 1999-06-17 | Minnesota Mining And Manufacturing Company | Optically clear antistatic pressure-sensitive adhesive film |
| CA2240969C (en) * | 1998-06-04 | 2003-09-30 | H.B. Fuller Licensing & Financing, Inc. | Dry bond film laminate employing acrylic emulsion adhesives with improved crosslinker |
| US6103316A (en) | 1998-07-17 | 2000-08-15 | 3M Innovative Properties Company | Method of making electron beam polymerized emulsion-based acrylate pressure sensitive adhesives |
| AU776960B2 (en) * | 1999-08-23 | 2004-09-30 | Rohm And Haas Company | Pressure sensitive adhesive with improved peel strength and tack |
| JP2003513122A (ja) | 1999-10-28 | 2003-04-08 | スリーエム イノベイティブ プロパティズ カンパニー | 組成物およびそれらから製造された物品 |
| US6509404B1 (en) | 1999-11-17 | 2003-01-21 | 3M Innovative Properties Co. | Ionomeric particulate composition |
| JP2001172582A (ja) | 1999-12-14 | 2001-06-26 | Suzuki Sogyo Co Ltd | 導電性粘着剤および該導電性粘着剤層を有する導電性複合材 |
| DE60100371T2 (de) * | 2000-03-09 | 2004-04-22 | Eastman Kodak Co. | Tintenstrahlaufzeichnungselement, das beschichtete Partikel enthält |
| US6883908B2 (en) | 2001-01-08 | 2005-04-26 | 3M Innovative Properties Company | Methods and compositions for ink jet printing of pressure sensitive adhesive patterns or films on a wide range of substrates |
| US6586483B2 (en) | 2001-01-08 | 2003-07-01 | 3M Innovative Properties Company | Foam including surface-modified nanoparticles |
| US20020150732A1 (en) | 2001-02-09 | 2002-10-17 | Manisha Sarkar | Image receptor sheet containing vinylpyridine copolymer |
| US6994904B2 (en) | 2001-05-02 | 2006-02-07 | 3M Innovative Properties Company | Pressure sensitive adhesive fibers with a reinforcing material |
| US6926957B2 (en) | 2001-06-29 | 2005-08-09 | 3M Innovative Properties Company | Water-based ink-receptive coating |
| US6753051B1 (en) * | 2002-07-30 | 2004-06-22 | Eastman Kodak Company | Ink recording element utilizing wrinkled particles |
| US7927703B2 (en) | 2003-04-11 | 2011-04-19 | 3M Innovative Properties Company | Adhesive blends, articles, and methods |
| US20050062024A1 (en) | 2003-08-06 | 2005-03-24 | Bessette Michael D. | Electrically conductive pressure sensitive adhesives, method of manufacture, and use thereof |
| US20050064182A1 (en) | 2003-09-23 | 2005-03-24 | 3M Innovative Properties Company | Adhesive articles including a nanoparticle primer and methods for preparing same |
-
2007
- 2007-02-16 US US11/676,131 patent/US7393901B1/en not_active Expired - Fee Related
-
2008
- 2008-02-06 WO PCT/US2008/053188 patent/WO2008100755A1/en not_active Ceased
- 2008-02-06 AT AT08729172T patent/ATE484560T1/de not_active IP Right Cessation
- 2008-02-06 JP JP2009549667A patent/JP2010519348A/ja active Pending
- 2008-02-06 EP EP08729172A patent/EP2118223B1/en not_active Not-in-force
- 2008-02-06 CN CN2008800051665A patent/CN101611112B/zh not_active Expired - Fee Related
- 2008-02-06 KR KR1020097018824A patent/KR20100014957A/ko not_active Ceased
- 2008-02-06 DE DE602008003004T patent/DE602008003004D1/de active Active
Patent Citations (18)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS60120777A (ja) * | 1983-12-02 | 1985-06-28 | Toyo Ink Mfg Co Ltd | 感圧性接着剤組成物 |
| JPS6268870A (ja) * | 1985-09-20 | 1987-03-28 | Nitto Electric Ind Co Ltd | 水分散型アクリル系粘着剤 |
| JPH02137855A (ja) * | 1988-11-18 | 1990-05-28 | Minolta Camera Co Ltd | 静電荷現像用トナー |
| JPH05105851A (ja) * | 1991-10-14 | 1993-04-27 | Nitto Denko Corp | 感圧性接着テ―プの製法 |
| JPH07238267A (ja) * | 1994-03-01 | 1995-09-12 | Sekisui Chem Co Ltd | アクリル系粘着剤組成物 |
| 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 |
| JPH08104856A (ja) * | 1994-10-05 | 1996-04-23 | Sekisui Chem Co Ltd | アクリル系エマルジョン型粘着剤組成物 |
| JPH08134423A (ja) * | 1994-11-09 | 1996-05-28 | Sekisui Chem Co Ltd | アクリル系エマルジョン型粘着剤組成物 |
| JPH08259908A (ja) * | 1995-03-20 | 1996-10-08 | Sekisui Chem Co Ltd | 両面粘着テープ、両面粘着テープの積層体および両面粘着テープの製造方法 |
| JPH08311412A (ja) * | 1995-05-24 | 1996-11-26 | Sekisui Chem Co Ltd | 多層型粘着テープの製造方法 |
| JPH09221639A (ja) * | 1996-02-19 | 1997-08-26 | Sekisui Chem Co Ltd | 難燃性粘着フィルムおよびテープ |
| JPH11191369A (ja) * | 1997-12-26 | 1999-07-13 | Canon Inc | 電子放出素子および画像形成装置の製造方法 |
| JP2001003025A (ja) * | 1999-04-23 | 2001-01-09 | Sekisui Chem Co Ltd | アクリル系粘着剤の製造方法及びアクリル系粘着剤並びに粘着加工製品 |
| JP2002241725A (ja) * | 2001-02-15 | 2002-08-28 | Nitto Denko Corp | 水分散型粘着剤組成物及び粘着シート類 |
| JP2007512552A (ja) * | 2003-10-30 | 2007-05-17 | スリーエム イノベイティブ プロパティズ カンパニー | 多層光学接着剤および物品 |
| WO2006065373A1 (en) * | 2004-12-17 | 2006-06-22 | 3M Innovative Properties Company | Optically clear pressure sensitive adhesive |
| JP2006335927A (ja) * | 2005-06-03 | 2006-12-14 | Mitsubishi Pencil Co Ltd | 油性マーキングペン用インキ組成物 |
| JP2006206904A (ja) * | 2006-01-20 | 2006-08-10 | Nippon Synthetic Chem Ind Co Ltd:The | 粘着フィルム |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2012063810A1 (ja) * | 2010-11-08 | 2012-05-18 | 日東電工株式会社 | 耐油耐熱性粘着シート、貼着方法および耐油耐熱性貼着構造体 |
| WO2012063811A1 (ja) * | 2010-11-08 | 2012-05-18 | 日東電工株式会社 | 水分散型耐油性粘着剤組成物、耐油性粘着シート、貼着方法および耐油性貼着構造体 |
| JP2012117053A (ja) * | 2010-11-08 | 2012-06-21 | Nitto Denko Corp | 水分散型耐油性粘着剤組成物、耐油性粘着シート、貼着方法および耐油性貼着構造体 |
| JP2012117054A (ja) * | 2010-11-08 | 2012-06-21 | Nitto Denko Corp | 耐油耐熱性粘着シート、貼着方法および耐油耐熱性貼着構造体 |
Also Published As
| Publication number | Publication date |
|---|---|
| WO2008100755A1 (en) | 2008-08-21 |
| KR20100014957A (ko) | 2010-02-11 |
| DE602008003004D1 (de) | 2010-11-25 |
| ATE484560T1 (de) | 2010-10-15 |
| EP2118223A1 (en) | 2009-11-18 |
| CN101611112A (zh) | 2009-12-23 |
| EP2118223B1 (en) | 2010-10-13 |
| CN101611112B (zh) | 2012-04-18 |
| US7393901B1 (en) | 2008-07-01 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| JP2010519348A (ja) | 多官能アジリジンと架橋したシリカナノ粒子を含有するアクリレート接着剤 | |
| CN101646739B (zh) | 包含与多官能的氮丙啶交联的针状二氧化硅粒子的压敏粘合剂 | |
| EP1991630B1 (en) | Pressure sensitive adhesive containing silica nanoparticles | |
| EP1991631B1 (en) | High shear pressure sensitive adhesive | |
| US7652095B2 (en) | Pressure-sensitive adhesive containing aziridinyl silanes | |
| CN107075334A (zh) | 包含纳米晶纤维素的压敏粘合剂 | |
| AU6822994A (en) | Waterborne core-shell latex polymers | |
| CN107771201B (zh) | 包含(甲基)丙烯酸类聚合物和氨基酸交联剂的压敏粘合剂 | |
| EP3497176A1 (en) | Water-based pressure sensitive adhesive compositions and methods of making same | |
| JP2019524958A (ja) | 水性感圧接着剤組成物およびその製造方法 |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| A521 | Request for written amendment filed |
Free format text: JAPANESE INTERMEDIATE CODE: A523 Effective date: 20110204 |
|
| A621 | Written request for application examination |
Free format text: JAPANESE INTERMEDIATE CODE: A621 Effective date: 20110204 |
|
| A977 | Report on retrieval |
Free format text: JAPANESE INTERMEDIATE CODE: A971007 Effective date: 20121213 |
|
| A131 | Notification of reasons for refusal |
Free format text: JAPANESE INTERMEDIATE CODE: A131 Effective date: 20130108 |
|
| A601 | Written request for extension of time |
Free format text: JAPANESE INTERMEDIATE CODE: A601 Effective date: 20130404 |
|
| A602 | Written permission of extension of time |
Free format text: JAPANESE INTERMEDIATE CODE: A602 Effective date: 20130411 |
|
| A02 | Decision of refusal |
Free format text: JAPANESE INTERMEDIATE CODE: A02 Effective date: 20130910 |