CN116685648A - Composition for silicone release coating and release film comprising same - Google Patents
Composition for silicone release coating and release film comprising same Download PDFInfo
- Publication number
- CN116685648A CN116685648A CN202180085425.5A CN202180085425A CN116685648A CN 116685648 A CN116685648 A CN 116685648A CN 202180085425 A CN202180085425 A CN 202180085425A CN 116685648 A CN116685648 A CN 116685648A
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- 229920001296 polysiloxane Polymers 0.000 title claims abstract description 71
- 239000011248 coating agent Substances 0.000 title claims abstract description 41
- 238000000576 coating method Methods 0.000 title claims abstract description 39
- 239000000203 mixture Substances 0.000 title claims abstract description 34
- 239000007788 liquid Substances 0.000 claims abstract description 7
- 125000004432 carbon atom Chemical group C* 0.000 claims description 159
- 239000002041 carbon nanotube Substances 0.000 claims description 44
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 35
- 239000006185 dispersion Substances 0.000 claims description 34
- 229910021393 carbon nanotube Inorganic materials 0.000 claims description 33
- -1 polysiloxane Polymers 0.000 claims description 33
- 239000000126 substance Substances 0.000 claims description 33
- 239000003431 cross linking reagent Substances 0.000 claims description 24
- 239000003054 catalyst Substances 0.000 claims description 21
- 239000002904 solvent Substances 0.000 claims description 20
- 125000000217 alkyl group Chemical group 0.000 claims description 19
- 239000008199 coating composition Substances 0.000 claims description 19
- 125000001424 substituent group Chemical group 0.000 claims description 19
- 125000003342 alkenyl group Chemical group 0.000 claims description 18
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 15
- 125000003118 aryl group Chemical group 0.000 claims description 15
- 239000002270 dispersing agent Substances 0.000 claims description 15
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims description 15
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims description 14
- 150000001875 compounds Chemical class 0.000 claims description 13
- 125000001072 heteroaryl group Chemical group 0.000 claims description 13
- 125000004446 heteroarylalkyl group Chemical group 0.000 claims description 13
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 12
- 125000000592 heterocycloalkyl group Chemical group 0.000 claims description 12
- 125000000304 alkynyl group Chemical group 0.000 claims description 11
- 125000004404 heteroalkyl group Chemical group 0.000 claims description 11
- 125000000392 cycloalkenyl group Chemical group 0.000 claims description 10
- 229910052736 halogen Inorganic materials 0.000 claims description 10
- 150000002367 halogens Chemical class 0.000 claims description 10
- 229910052739 hydrogen Inorganic materials 0.000 claims description 10
- 239000001257 hydrogen Substances 0.000 claims description 10
- 125000004475 heteroaralkyl group Chemical group 0.000 claims description 9
- 239000000758 substrate Substances 0.000 claims description 9
- 239000003795 chemical substances by application Substances 0.000 claims description 6
- RIOQSEWOXXDEQQ-UHFFFAOYSA-N triphenylphosphine Chemical compound C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 RIOQSEWOXXDEQQ-UHFFFAOYSA-N 0.000 claims description 6
- 229910052717 sulfur Inorganic materials 0.000 claims description 5
- QYLFHLNFIHBCPR-UHFFFAOYSA-N 1-ethynylcyclohexan-1-ol Chemical compound C#CC1(O)CCCCC1 QYLFHLNFIHBCPR-UHFFFAOYSA-N 0.000 claims description 4
- 239000000463 material Substances 0.000 claims description 4
- 238000002360 preparation method Methods 0.000 claims description 4
- VMAWODUEPLAHOE-UHFFFAOYSA-N 2,4,6,8-tetrakis(ethenyl)-2,4,6,8-tetramethyl-1,3,5,7,2,4,6,8-tetraoxatetrasilocane Chemical compound C=C[Si]1(C)O[Si](C)(C=C)O[Si](C)(C=C)O[Si](C)(C=C)O1 VMAWODUEPLAHOE-UHFFFAOYSA-N 0.000 claims description 3
- CEBKHWWANWSNTI-UHFFFAOYSA-N 2-methylbut-3-yn-2-ol Chemical compound CC(C)(O)C#C CEBKHWWANWSNTI-UHFFFAOYSA-N 0.000 claims description 3
- KSLSOBUAIFEGLT-UHFFFAOYSA-N 2-phenylbut-3-yn-2-ol Chemical compound C#CC(O)(C)C1=CC=CC=C1 KSLSOBUAIFEGLT-UHFFFAOYSA-N 0.000 claims description 3
- NECRQCBKTGZNMH-UHFFFAOYSA-N 3,5-dimethylhex-1-yn-3-ol Chemical compound CC(C)CC(C)(O)C#C NECRQCBKTGZNMH-UHFFFAOYSA-N 0.000 claims description 3
- HFYAEUXHCMTPOL-UHFFFAOYSA-N 3-Methyl-1-penten-3-ol Chemical compound CCC(C)(O)C=C HFYAEUXHCMTPOL-UHFFFAOYSA-N 0.000 claims description 3
- LAKYCCVWZNCNIO-UHFFFAOYSA-N 3-methylidenepent-1-yne Chemical compound CCC(=C)C#C LAKYCCVWZNCNIO-UHFFFAOYSA-N 0.000 claims description 3
- KWYHDKDOAIKMQN-UHFFFAOYSA-N N,N,N',N'-tetramethylethylenediamine Chemical compound CN(C)CCN(C)C KWYHDKDOAIKMQN-UHFFFAOYSA-N 0.000 claims description 3
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Chemical class OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims description 3
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 3
- QRUDEWIWKLJBPS-UHFFFAOYSA-N benzotriazole Chemical compound C1=CC=C2N[N][N]C2=C1 QRUDEWIWKLJBPS-UHFFFAOYSA-N 0.000 claims description 3
- 239000012964 benzotriazole Substances 0.000 claims description 3
- RSLWZZXJRRZAOD-UHFFFAOYSA-N but-1-en-3-yn-2-ylbenzene Chemical compound C#CC(=C)C1=CC=CC=C1 RSLWZZXJRRZAOD-UHFFFAOYSA-N 0.000 claims description 3
- KPWVUBSQUODFPP-UHFFFAOYSA-N ethenyl-(ethenyl-methyl-phenylsilyl)oxy-methyl-phenylsilane Chemical compound C=1C=CC=CC=1[Si](C)(C=C)O[Si](C)(C=C)C1=CC=CC=C1 KPWVUBSQUODFPP-UHFFFAOYSA-N 0.000 claims description 3
- BITPLIXHRASDQB-UHFFFAOYSA-N ethenyl-[ethenyl(dimethyl)silyl]oxy-dimethylsilane Chemical compound C=C[Si](C)(C)O[Si](C)(C)C=C BITPLIXHRASDQB-UHFFFAOYSA-N 0.000 claims description 3
- 150000002432 hydroperoxides Chemical class 0.000 claims description 3
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical class OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 claims description 3
- 239000011976 maleic acid Chemical class 0.000 claims description 3
- CRJSCSRODDRNDN-UHFFFAOYSA-N methyl-tris(2-methylbut-3-yn-2-yloxy)silane Chemical compound C#CC(C)(C)O[Si](C)(OC(C)(C)C#C)OC(C)(C)C#C CRJSCSRODDRNDN-UHFFFAOYSA-N 0.000 claims description 3
- 239000011593 sulfur Substances 0.000 claims description 3
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Chemical class OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 claims description 3
- IMFACGCPASFAPR-UHFFFAOYSA-N tributylamine Chemical compound CCCCN(CCCC)CCCC IMFACGCPASFAPR-UHFFFAOYSA-N 0.000 claims description 3
- CGHIBGNXEGJPQZ-UHFFFAOYSA-N 1-hexyne Chemical compound CCCCC#C CGHIBGNXEGJPQZ-UHFFFAOYSA-N 0.000 claims description 2
- YVXHZKKCZYLQOP-UHFFFAOYSA-N hept-1-yne Chemical compound CCCCCC#C YVXHZKKCZYLQOP-UHFFFAOYSA-N 0.000 claims description 2
- 239000003146 anticoagulant agent Substances 0.000 claims 2
- 230000032683 aging Effects 0.000 claims 1
- 229940127090 anticoagulant agent Drugs 0.000 claims 1
- 229940127219 anticoagulant drug Drugs 0.000 claims 1
- 239000007864 aqueous solution Substances 0.000 claims 1
- 239000010410 layer Substances 0.000 abstract description 41
- 230000000694 effects Effects 0.000 abstract description 18
- 239000012790 adhesive layer Substances 0.000 abstract description 13
- 230000001747 exhibiting effect Effects 0.000 abstract description 6
- 230000007774 longterm Effects 0.000 abstract description 4
- 238000003860 storage Methods 0.000 abstract description 4
- 230000015572 biosynthetic process Effects 0.000 abstract description 3
- 230000005611 electricity Effects 0.000 abstract description 3
- 230000003068 static effect Effects 0.000 abstract description 3
- 238000000034 method Methods 0.000 description 13
- 238000004519 manufacturing process Methods 0.000 description 11
- 238000002156 mixing Methods 0.000 description 7
- 239000002048 multi walled nanotube Substances 0.000 description 7
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 6
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
- 239000000853 adhesive Substances 0.000 description 6
- 230000001070 adhesive effect Effects 0.000 description 6
- 239000002390 adhesive tape Substances 0.000 description 6
- 239000011247 coating layer Substances 0.000 description 6
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 6
- 229920005989 resin Polymers 0.000 description 6
- 239000011347 resin Substances 0.000 description 6
- 239000002109 single walled nanotube Substances 0.000 description 6
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 5
- 229920002554 vinyl polymer Polymers 0.000 description 5
- IOJUPLGTWVMSFF-UHFFFAOYSA-N benzothiazole Chemical compound C1=CC=C2SC=NC2=C1 IOJUPLGTWVMSFF-UHFFFAOYSA-N 0.000 description 4
- 239000000919 ceramic Substances 0.000 description 4
- 239000000701 coagulant Substances 0.000 description 4
- 229920001940 conductive polymer Polymers 0.000 description 4
- 238000004132 cross linking Methods 0.000 description 4
- 239000004973 liquid crystal related substance Substances 0.000 description 4
- 238000005259 measurement Methods 0.000 description 4
- 230000008569 process Effects 0.000 description 4
- 239000004094 surface-active agent Substances 0.000 description 4
- 239000002313 adhesive film Substances 0.000 description 3
- 238000001035 drying Methods 0.000 description 3
- 238000011156 evaluation Methods 0.000 description 3
- 229910052697 platinum Inorganic materials 0.000 description 3
- 229920000642 polymer Polymers 0.000 description 3
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 2
- 125000001494 2-propynyl group Chemical group [H]C#CC([H])([H])* 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical group C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 description 2
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 description 2
- GLUUGHFHXGJENI-UHFFFAOYSA-N Piperazine Chemical compound C1CNCCN1 GLUUGHFHXGJENI-UHFFFAOYSA-N 0.000 description 2
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical group [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 2
- ORILYTVJVMAKLC-UHFFFAOYSA-N adamantane Chemical compound C1C(C2)CC3CC1CC2C3 ORILYTVJVMAKLC-UHFFFAOYSA-N 0.000 description 2
- 150000001298 alcohols Chemical class 0.000 description 2
- 125000000609 carbazolyl group Chemical group C1(=CC=CC=2C3=CC=CC=C3NC12)* 0.000 description 2
- 239000011203 carbon fibre reinforced carbon Substances 0.000 description 2
- 230000008859 change Effects 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 210000002858 crystal cell Anatomy 0.000 description 2
- 238000005520 cutting process Methods 0.000 description 2
- 238000009826 distribution Methods 0.000 description 2
- 239000002079 double walled nanotube Substances 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- 150000002170 ethers Chemical class 0.000 description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
- 125000000524 functional group Chemical group 0.000 description 2
- 125000005842 heteroatom Chemical group 0.000 description 2
- 125000003406 indolizinyl group Chemical group C=1(C=CN2C=CC=CC12)* 0.000 description 2
- 125000001041 indolyl group Chemical group 0.000 description 2
- 239000003112 inhibitor Substances 0.000 description 2
- 125000000555 isopropenyl group Chemical group [H]\C([H])=C(\*)C([H])([H])[H] 0.000 description 2
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 description 2
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 2
- 125000002950 monocyclic group Chemical group 0.000 description 2
- 125000002868 norbornyl group Chemical group C12(CCC(CC1)C2)* 0.000 description 2
- 230000003287 optical effect Effects 0.000 description 2
- 229910052760 oxygen Inorganic materials 0.000 description 2
- 230000000704 physical effect Effects 0.000 description 2
- 125000003367 polycyclic group Chemical group 0.000 description 2
- 229920006267 polyester film Polymers 0.000 description 2
- 230000001681 protective effect Effects 0.000 description 2
- 125000000561 purinyl group Chemical group N1=C(N=C2N=CNC2=C1)* 0.000 description 2
- 229910052711 selenium Inorganic materials 0.000 description 2
- 239000011877 solvent mixture Substances 0.000 description 2
- 238000006467 substitution reaction Methods 0.000 description 2
- 230000036962 time dependent Effects 0.000 description 2
- 229930195735 unsaturated hydrocarbon Natural products 0.000 description 2
- 125000002941 2-furyl group Chemical group O1C([*])=C([H])C([H])=C1[H] 0.000 description 1
- 125000004105 2-pyridyl group Chemical group N1=C([*])C([H])=C([H])C([H])=C1[H] 0.000 description 1
- 229920000178 Acrylic resin Polymers 0.000 description 1
- 239000004925 Acrylic resin Substances 0.000 description 1
- 238000012935 Averaging Methods 0.000 description 1
- 229920002799 BoPET Polymers 0.000 description 1
- LZZYPRNAOMGNLH-UHFFFAOYSA-M Cetrimonium bromide Chemical compound [Br-].CCCCCCCCCCCCCCCC[N+](C)(C)C LZZYPRNAOMGNLH-UHFFFAOYSA-M 0.000 description 1
- 239000004971 Cross linker Substances 0.000 description 1
- YZCKVEUIGOORGS-OUBTZVSYSA-N Deuterium Chemical group [2H] YZCKVEUIGOORGS-OUBTZVSYSA-N 0.000 description 1
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 description 1
- 238000007754 air knife coating Methods 0.000 description 1
- 125000003545 alkoxy group Chemical group 0.000 description 1
- 125000003282 alkyl amino group Chemical group 0.000 description 1
- HSFWRNGVRCDJHI-UHFFFAOYSA-N alpha-acetylene Natural products C#C HSFWRNGVRCDJHI-UHFFFAOYSA-N 0.000 description 1
- DKNWSYNQZKUICI-UHFFFAOYSA-N amantadine Chemical compound C1C(C2)CC3CC2CC1(N)C3 DKNWSYNQZKUICI-UHFFFAOYSA-N 0.000 description 1
- 229960003805 amantadine Drugs 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- 239000002280 amphoteric surfactant Substances 0.000 description 1
- 239000003945 anionic surfactant Substances 0.000 description 1
- 239000002216 antistatic agent Substances 0.000 description 1
- 125000001691 aryl alkyl amino group Chemical group 0.000 description 1
- 125000001769 aryl amino group Chemical group 0.000 description 1
- 230000004888 barrier function Effects 0.000 description 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 1
- 229920001400 block copolymer Polymers 0.000 description 1
- 150000001721 carbon Chemical group 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 125000002091 cationic group Chemical group 0.000 description 1
- 239000003093 cationic surfactant Substances 0.000 description 1
- 239000003985 ceramic capacitor Substances 0.000 description 1
- 238000011109 contamination Methods 0.000 description 1
- 239000007822 coupling agent Substances 0.000 description 1
- 125000004093 cyano group Chemical group *C#N 0.000 description 1
- 125000001995 cyclobutyl group Chemical group [H]C1([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 description 1
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 1
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 description 1
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 description 1
- 229910052805 deuterium Inorganic materials 0.000 description 1
- 238000007607 die coating method Methods 0.000 description 1
- 239000000428 dust Substances 0.000 description 1
- 229920001971 elastomer Polymers 0.000 description 1
- 125000002534 ethynyl group Chemical group [H]C#C* 0.000 description 1
- 125000003983 fluorenyl group Chemical group C1(=CC=CC=2C3=CC=CC=C3CC12)* 0.000 description 1
- 125000001153 fluoro group Chemical group F* 0.000 description 1
- 125000005843 halogen group Chemical group 0.000 description 1
- RSPZSDWVQWRAEF-UHFFFAOYSA-N hepta-1,6-diyne Chemical compound C#CCCCC#C RSPZSDWVQWRAEF-UHFFFAOYSA-N 0.000 description 1
- 125000005241 heteroarylamino group Chemical group 0.000 description 1
- 125000000623 heterocyclic group Chemical group 0.000 description 1
- KIWAUQFHKHLABA-UHFFFAOYSA-N hex-3-en-1,5-diyne Chemical compound C#CC=CC#C KIWAUQFHKHLABA-UHFFFAOYSA-N 0.000 description 1
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 238000007602 hot air drying Methods 0.000 description 1
- 125000004356 hydroxy functional group Chemical group O* 0.000 description 1
- 125000002962 imidazol-1-yl group Chemical group [*]N1C([H])=NC([H])=C1[H] 0.000 description 1
- 230000001939 inductive effect Effects 0.000 description 1
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
- 125000001972 isopentyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])C([H])([H])* 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 239000004310 lactic acid Substances 0.000 description 1
- 235000014655 lactic acid Nutrition 0.000 description 1
- 238000000691 measurement method Methods 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- 125000001624 naphthyl group Chemical group 0.000 description 1
- 125000004923 naphthylmethyl group Chemical group C1(=CC=CC2=CC=CC=C12)C* 0.000 description 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 1
- 239000002736 nonionic surfactant Substances 0.000 description 1
- 229910052763 palladium Inorganic materials 0.000 description 1
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 1
- 125000005561 phenanthryl group Chemical group 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 229920000136 polysorbate Polymers 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 230000001737 promoting effect Effects 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000003373 pyrazinyl group Chemical group 0.000 description 1
- 125000002098 pyridazinyl group Chemical group 0.000 description 1
- 125000004076 pyridyl group Chemical group 0.000 description 1
- 125000000246 pyrimidin-2-yl group Chemical group [H]C1=NC(*)=NC([H])=C1[H] 0.000 description 1
- 125000000714 pyrimidinyl group Chemical group 0.000 description 1
- 125000002943 quinolinyl group Chemical group N1=C(C=CC2=CC=CC=C12)* 0.000 description 1
- 125000005493 quinolyl group Chemical group 0.000 description 1
- 238000007763 reverse roll coating Methods 0.000 description 1
- 229910052703 rhodium Inorganic materials 0.000 description 1
- 239000010948 rhodium Substances 0.000 description 1
- MHOVAHRLVXNVSD-UHFFFAOYSA-N rhodium atom Chemical compound [Rh] MHOVAHRLVXNVSD-UHFFFAOYSA-N 0.000 description 1
- 229930195734 saturated hydrocarbon Natural products 0.000 description 1
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 150000004756 silanes Chemical class 0.000 description 1
- 229920002050 silicone resin Polymers 0.000 description 1
- 239000002002 slurry Substances 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 238000001179 sorption measurement Methods 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 230000002123 temporal effect Effects 0.000 description 1
- 229920002803 thermoplastic polyurethane Polymers 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- 125000004306 triazinyl group Chemical group 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 239000001993 wax Substances 0.000 description 1
- PAPBSGBWRJIAAV-UHFFFAOYSA-N ε-Caprolactone Chemical compound O=C1CCCCCO1 PAPBSGBWRJIAAV-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
- 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
- C09D183/04—Polysiloxanes
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K3/00—Use of inorganic substances as compounding ingredients
- C08K3/02—Elements
- C08K3/04—Carbon
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K3/00—Use of inorganic substances as compounding ingredients
- C08K3/02—Elements
- C08K3/04—Carbon
- C08K3/041—Carbon nanotubes
-
- 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
- C09D7/00—Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
- C09D7/20—Diluents or solvents
-
- 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
- C09D7/00—Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
- C09D7/40—Additives
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- C—CHEMISTRY; METALLURGY
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Abstract
The present invention relates to a composition for silicone release coating and a release film comprising the same, in particular, having excellent minimum time-lapse properties so that a tearing phenomenon does not occur even when the release film is peeled off during long-term storage in a state of being laminated with an adhesive layer, and capable of exhibiting an antistatic effect to prevent generation of static electricity after peeling off of the release film, so that it can be provided as a one-liquid type, and when the release film is manufactured, the composition for silicone release coating is coated to form a release layer, so that an additional formation of an antistatic layer is not required.
Description
Technical Field
The present invention relates to a composition for silicone release coating and a release film comprising the same, and more particularly, to a composition for silicone release coating which is excellent in minimum time-lapse property and can exhibit an antistatic effect, and a release film comprising the same.
Background
The release film is used for a cast film such as urethane resin, acrylic resin, vinyl chloride resin, etc., a protective film for an adhesive layer such as an adhesive tape, an adhesive sheet, an adhesive film, etc., or a ceramic green sheet (ceramic green sheet), a printed circuit board, etc., or a printed circuit board. The release film is usually composed of a release layer made of a silicone-based or non-silicone-based release agent formed on the surface of a base film such as a polyester film.
The release film is used for manufacturing a liquid crystal display device (Liquid crystal display device, LCD), specifically, in a process of attaching a polarizing plate to a liquid crystal cell, after the release film is peeled off from an adhesive layer first, it is attached to the liquid crystal cell, and then after the effect of a surface protective film is completed in a later process, it is peeled off.
Not only, but also in the manufacture of OLEDs.
In general, a release film is peeled off after forming a resin sheet, when an adhesive film is used, or after manufacturing an electronic component, but is easily electrostatically charged at the time of peeling. Therefore, when resin sheets are stacked and stored, there is a problem that the resin sheets are in a mutually exclusive or adhesive state due to electric repulsion or adsorption, or a problem that foreign matters such as dust adhere to the adhesive layer in the adhesive film, and the adhesive layer is contaminated.
In addition, although ceramic green sheets have been thinned with miniaturization and increase in capacity of ceramic capacitors, peeling off of conventional release films has a large charge when thinned, and electrostatic barrier due to such has been a major problem. Due to these problems, in recent years, a release film is required to have an antistatic function.
Also, during long-term storage of the conventional silicone release film in a state of being laminated with an adhesive layer, unreacted functional groups of silicone resin in the silicone release layer and unreacted functional groups in the adhesive layer component react slowly, or a tearing phenomenon may occur when the silicone release film is peeled off due to entanglement (entanglement) phenomenon of a polymer of the adhesive layer with a polymer of the silicone release layer, or damage is induced to the adhesive layer thereby.
Further, there is a possibility that the quality problem of the adhesive force is lowered due to transfer of the polymer, unreacted compound, etc. of the silicone release layer to the adhesive layer.
As described above, there is a need for developing a silicone release film that does not have a problem of peeling stability due to time-dependent changes and can exhibit a charging effect.
Prior art literature
Patent literature
Patent document 1KR 10-0965378B1
Disclosure of Invention
Problems to be solved by the invention
An object of the present invention is to provide a composition for silicone release coating and a release film comprising the same.
Another object of the present invention is to provide a composition for silicone release coating having excellent minimum time-lapse properties so that a tearing phenomenon does not occur even when the release film is peeled off during long-term storage in a state of being laminated with an adhesive layer, and a release film comprising the same.
Another object of the present invention is to provide a composition for silicone release coating and a release film comprising the same, wherein the composition for silicone release coating is one-pack type capable of exhibiting an antistatic effect to prevent generation of static electricity after release film peeling, and no additional formation of an antistatic layer is required since the composition for silicone release coating is coated to form a release layer at the time of manufacturing a release film.
Means for solving the problems
In order to achieve the above object, a composition for silicone release coating according to an embodiment of the present invention may include: a solvent; a polysiloxane represented by the following chemical formula 1; a Carbon Nanotube (CNT) dispersion; coagulant (retarder); a cross-linking agent; and (3) a catalyst:
[ chemical formula 1]
Wherein,,
n and m are integers from 1 to 1000;
R 1 to R 10 Each of which is the same or different from the other, is selected from the group consisting of hydrogen, halogen, a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 30 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 24 carbon atoms, a substituted or unsubstituted heteroalkyl group having 2 to 30 carbon atoms, a substituted or unsubstituted aralkyl group having 6 to 30 carbon atoms, a substituted or unsubstituted aryl group having 5 to 30 carbon atoms, a substituted or unsubstituted heteroaryl group having 2 to 30 carbon atoms, a substituted or unsubstituted heteroarylalkyl group having 3 to 30 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 20 carbon atoms, a substituted or unsubstituted heterocycloalkyl group having 3 to 20 carbon atoms, a substituted or unsubstituted cycloalkenyl group having 3 to 20 carbon atoms, a substituted or unsubstituted heteroaralkyl group having 3 to 30 carbon atoms, and a substituted or unsubstituted heteroalkenyl group having 1 to 20 carbon atoms;
the R is 1 To R 10 At least one of which is a substituted or unsubstituted alkenyl group having 2 to 30 carbon atoms.
The polysiloxane represented by the chemical formula 1 may include at least one vinyl group as a substituent.
The crosslinking agent may be a compound represented by the following chemical formula 2:
[ chemical formula 2]
Wherein,,
R 11 to R 19 Each of which is the same or different from the other and is independently selected from the group consisting of hydrogen, halogen, substituted or unsubstituted alkyl having 1 to 30 carbon atoms, substituted or unsubstituted alkenyl having 2 to 30 carbon atoms, substituted or unsubstituted alkynyl having 2 to 24 carbon atoms, substituted or unsubstituted heteroalkyl having 2 to 30 carbon atoms, substituted or unsubstituted aralkyl having 6 to 30 carbon atoms, and substituted or unsubstitutedSubstituted aryl having 5 to 30 carbon atoms, substituted or unsubstituted heteroaryl having 2 to 30 carbon atoms, substituted or unsubstituted heteroarylalkyl having 3 to 30 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 carbon atoms, substituted or unsubstituted heterocycloalkyl having 3 to 20 carbon atoms, substituted or unsubstituted cycloalkenyl having 3 to 20 carbon atoms, substituted or unsubstituted heteroarylalkyl having 3 to 30 carbon atoms, and substituted or unsubstituted heteroalkenyl having 1 to 20 carbon atoms;
the R is 11 、R 14 To R 15 、R 18 、R 19 Is a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms.
The retarder may be selected from the group consisting of 2-methyl-3-butyn-2-ol, 2-phenyl-3-butyn-2-ol, 3, 5-dimethyl-1-hexyn-3-ol, 1-ethynyl cyclohexanol, 1, 5-hexenediyne, 1, 6-heptdiyne, 3, 5-dimethyl-1-hexen-1-yne, 3-ethyl-3-butene-1-yne, 3-phenyl-3-butene-1-yne, 1, 3-divinyl tetramethyl disiloxane, 1,3,5, 7-tetravinyl tetramethyl cyclotetrasiloxane, 1, 3-divinyl-1, 3-diphenyl dimethyl disiloxane and methyl tris (3-methyl-1-butyn-3-oxy) silane, tributylamine, tetramethyl ethylenediamine, benzotriazole, triphenylphosphine, sulfur-containing compounds, hydroperoxides, maleic acid derivatives-1-ethynyl cyclohexanol, 3-methyl-1-pentene-3-ol, and mixtures thereof.
The CNT dispersion may include 0.3 to 0.5 parts by weight of CNTs and 0.3 to 0.5 parts by weight of a dispersant with respect to 100 parts by weight of a solvent.
A silicone release film according to another embodiment of the present invention includes: a base film, and a release layer formed on one surface of the base film; the release layer is formed by applying a silicone release coating composition.
The release layer may be prepared by dissolving a solvent; a polysiloxane represented by the following chemical formula 1; a main agent in which the CNT dispersion, the retarder and the crosslinking agent are uniformly dispersed; and mixing the catalyst before coating the catalyst on one surface of the substrate film to prepare a coating composition, and then coating the coating composition on one surface of the substrate film to form a release layer:
[ chemical formula 1]
Wherein,,
n and m are integers from 1 to 1000;
R 1 to R 10 Each of which is the same or different from the other, is selected from the group consisting of hydrogen, halogen, a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 30 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 24 carbon atoms, a substituted or unsubstituted heteroalkyl group having 2 to 30 carbon atoms, a substituted or unsubstituted aralkyl group having 6 to 30 carbon atoms, a substituted or unsubstituted aryl group having 5 to 30 carbon atoms, a substituted or unsubstituted heteroaryl group having 2 to 30 carbon atoms, a substituted or unsubstituted heteroarylalkyl group having 3 to 30 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 20 carbon atoms, a substituted or unsubstituted heterocycloalkyl group having 3 to 20 carbon atoms, a substituted or unsubstituted cycloalkenyl group having 3 to 20 carbon atoms, a substituted or unsubstituted heteroaralkyl group having 3 to 30 carbon atoms, and a substituted or unsubstituted heteroalkenyl group having 1 to 20 carbon atoms;
the R is 1 To R 10 At least one of which is a substituted or unsubstituted alkenyl group having 2 to 30 carbon atoms.
In the present invention, "alkyl" means a monovalent substituent derived from a saturated hydrocarbon having 1 to 40 carbon atoms, which is straight or branched. Examples thereof include, but are not limited to, methyl, ethyl, propyl, isobutyl, sec-butyl, pentyl, isopentyl, hexyl, and the like.
In the present invention, "alkenyl" refers to a monovalent substituent derived from a linear or branched unsaturated hydrocarbon having 2 to 40 carbon atoms and having one or more carbon-carbon double bonds. Examples thereof include vinyl (vinyl), allyl (allyl), isopropenyl (isopropenyl), and 2-butenyl (2-butenyl), but are not limited thereto.
In the present invention, "alkynyl" means a monovalent substituent derived from a linear or branched unsaturated hydrocarbon having 2 to 40 carbon atoms and having one or more carbon-carbon triple bonds. Examples thereof include, but are not limited to, ethynyl (ethyl), 2-propynyl (2-propynyl), and the like.
In the present invention, "aralkyl" refers to an aryl-alkyl group in which the aryl group and alkyl group are as described above. Preferred aralkyl groups include lower alkyl groups. Non-limiting examples of preferred aralkyl groups include benzyl, 2-phenethyl, and naphthylmethyl. Bonding to the parent residue is achieved through alkyl groups.
In the present invention, "aryl" means a monovalent substituent derived from an aromatic hydrocarbon having 6 to 60 carbon atoms in which a single ring or two or more rings are bonded. And, more than two ring-side links (pendants) or fused forms may be included. Examples of such aryl groups include, but are not limited to, phenyl, naphthyl, phenanthryl, anthracyl, fluorenyl, dimethylfluorenyl, and the like.
In the present invention, "heteroaryl" means a monovalent substituent derived from a mono-or polyheterocyclic aromatic hydrocarbon having 6 to 30 carbon atoms. At this time, one or more carbons, preferably 1 to 3 carbons, in the ring are substituted with a heteroatom such as N, O, S or Se. Furthermore, more than two rings may be included in either a pendant (pendant) or fused form, and may also include fused forms with aryl groups. Examples of such heteroaryl groups include 6-membered monocyclic groups such as pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl and the like, polycyclic groups such as phenolthienyl (phenyloxathianyl), indolizinyl (indolizinyl), indolyl (indolyl), purinyl (purinyl), quinolinyl (quinolyl), benzothiazole (benzothiazole), carbazolyl (carbazolyl), 2-furyl, N-imidazolyl, 2-isoxazolyl, 2-pyridyl, 2-pyrimidinyl and the like, but are not limited thereto.
In the present invention, "heteroaralkyl" refers to an aryl-alkyl group substituted with a heterocyclic group.
In the present invention, "cycloalkyl" refers to a monovalent substituent derived from a monocyclic or polycyclic non-aromatic hydrocarbon having 3 to 40 carbon atoms. Examples of such cycloalkyl groups include, but are not limited to, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, norbornyl (norbornyl), adamantane (amantadine), and the like.
In the present invention, "heterocycloalkyl" means a monovalent substituent derived from a non-aromatic hydrocarbon having 3 to 40 carbon atoms, and one or more carbons, preferably 1 to 3 carbons in the ring are substituted with a heteroatom such as N, O, S or Se. Examples of such heterocycloalkyl groups include, but are not limited to, morpholine, piperazine, and the like.
In the present invention, "substitution" means that a hydrogen atom bonded to a carbon atom of a compound is replaced with another substituent, and the substitution position is not limited as long as it is a position where a hydrogen atom can be substituted, that is, a position where a substituent can be substituted, and when two or more substituents are substituted, two or more substituents are the same or different from each other. The above substituent may be substituted with one or more substituents selected from the group consisting of hydrogen, deuterium, cyano, nitro, halo, hydroxy, alkyl having 1 to 30 carbon atoms, alkenyl having 2 to 30 carbon atoms, alkynyl having 2 to 24 carbon atoms, heteroalkyl having 2 to 30 carbon atoms, alkyl having 6 to 30 carbon atoms, aryl having 5 to 30 carbon atoms, heteroaryl having 2 to 30 carbon atoms, heteroarylalkyl having 3 to 30 carbon atoms, alkoxy having 1 to 30 carbon atoms, alkylamino having 1 to 30 carbon atoms, arylamino having 6 to 30 carbon atoms, aralkylamino having 6 to 30 carbon atoms and heteroarylamino having 2 to 24 carbon atoms, but is not limited to the above examples.
Effects of the invention
The present invention has excellent minimum time-lapse properties, so that a tearing phenomenon does not occur even when the release film is peeled off during long-term storage in a state of being laminated with an adhesive layer, and can exhibit an antistatic effect to prevent generation of static electricity after peeling off of the release film, so that it can be provided as a one-liquid type, and a silicone release coating composition is coated to form a release layer at the time of manufacturing a release film, so that an additional formation of an antistatic layer is not required.
Detailed Description
The present invention relates to a composition for silicone release coating, which comprises a solvent, polysiloxane, CNT dispersion, a coagulant, a crosslinking agent, and a catalyst, and can form a release layer having excellent light peeling and minimal time-lapse properties.
Hereinafter, embodiments of the present invention are described in detail to facilitate the implementation of the present invention by those skilled in the art. This invention may, however, be embodied in many different forms and should not be construed as limited to the embodiments set forth herein.
The composition for silicone release coating according to an embodiment of the present invention may comprise: a solvent; a polysiloxane represented by the following chemical formula 1; a CNT dispersion; a coagulant inhibitor; a cross-linking agent; and (3) a catalyst:
[ chemical formula 1]
Wherein,,
n and m are the same or different from each other and each independently is an integer of 1 to 1000;
R 1 to R 10 Each of which is the same or different from the other, is selected from the group consisting of hydrogen, halogen, a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 30 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 24 carbon atoms, a substituted or unsubstituted heteroalkyl group having 2 to 30 carbon atoms, a substituted or unsubstituted aralkyl group having 6 to 30 carbon atoms, a substituted or unsubstituted aryl group having 5 to 30 carbon atoms, a substituted or unsubstituted heteroaryl group having 2 to 30 carbon atoms, a substituted or unsubstituted heteroarylalkyl group having 3 to 30 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 20 carbon atoms, a substituted or unsubstituted heterocycloalkyl group having 3 to 20 carbon atoms, a substituted or unsubstituted cycloalkenyl group having 3 to 20 carbon atoms, a substituted or unsubstituted heteroaralkyl group having 3 to 30 carbon atoms, and a substituted or unsubstituted heteroalkenyl group having 1 to 20 carbon atoms;
the R is 1 To R 10 At least one of which is a substituted or unsubstituted alkenyl group having 2 to 30 carbon atoms.
Specifically, the polysiloxane represented by the chemical formula 1 may include at least one vinyl group as a substituent. As described below, the polysiloxane can combine with Si-H in the crosslinker to form a release layer.
The following have been disclosed in the prior art: the release coating composition using polysiloxane contains vinyl group and is combined with a crosslinking agent. However, the Si-H bonds still remain without all of the Si-H bonds in the crosslinking agent.
The si—h remaining in the release layer is said to cause the induced change with time due to the mixing of the crosslinking agent and the lack of reaction with the polysiloxane.
In other words, the release properties of the release film under a high-temperature and high-humidity environment should not be changed, but si—h bonds remaining in the release layer show a change in release properties under a high-temperature and high-humidity environment, thereby inducing release failure.
Therefore, in the present invention, it is intended to improve the stability with time by minimizing si—h remaining in the bond between the polysiloxane and the crosslinking agent.
Specifically, the polysiloxane represented by the chemical formula 1 may include at least one vinyl group as a substituent, more preferably, may include vinyl groups as substituents at both ends, and a polysiloxane having a substituted vinyl group at a side chain.
More specifically, the compound represented by the chemical formula 1 may be a compound represented by the following chemical formula 3:
[ chemical formula 3]
Wherein,,
q and r are the same or different from each other and are each independently an integer of 1 to 1000;
R 20 to R 26 Are identical or different from each other and are each independently selected from the group consisting of hydrogen, halogen, substituted or unsubstituted alkyl having 1 to 30 carbon atoms, substituted or unsubstituted alkenyl having 2 to 30 carbon atoms, substituted or unsubstitutedAlkynyl having 2 to 24 carbon atoms, substituted or unsubstituted heteroalkyl having 2 to 30 carbon atoms, substituted or unsubstituted aralkyl having 6 to 30 carbon atoms, substituted or unsubstituted aryl having 5 to 30 carbon atoms, substituted or unsubstituted heteroaryl having 2 to 30 carbon atoms, substituted or unsubstituted heteroarylalkyl having 3 to 30 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 carbon atoms, substituted or unsubstituted heterocycloalkyl having 3 to 20 carbon atoms, substituted or unsubstituted cycloalkenyl having 3 to 20 carbon atoms, substituted or unsubstituted heteroaralkyl having 3 to 30 carbon atoms, and substituted or unsubstituted heteroalkenyl having 1 to 20 carbon atoms.
As described above, when vinyl is included as a substituent, bonding occurs between the vinyl and si—h of the crosslinking agent, and after forming the release layer, si—h residues in the release layer can be minimized. Since the side chain further includes a vinyl group, the binding with the crosslinking agent can be increased, as compared with a polysiloxane in which vinyl groups are substituted at both ends, thereby exhibiting minimum time characteristics.
The polysiloxane included in the present invention is a polysiloxane having a relatively narrow molecular weight distribution, characterized in that the PDI (Mw/Mn) is 1.7 to 2. The larger the PDI value, the more wide the molecular weight distribution, which means that ultra-thin characteristics cannot be achieved when manufacturing a release film. In other words, it can be said that a release film capable of realizing ultra-thin properties can be produced using a polysiloxane having a PDI in the above range.
The crosslinking agent may be a compound represented by the following chemical formula 2:
[ chemical formula 2]
Wherein,,
o and p are the same or different from each other and are each independently an integer of 1 to 1000;
R 11 to R 19 Are the same or different from each other and are each independently selected from the group consisting ofHydrogen, halogen, substituted or unsubstituted alkyl group having 1 to 30 carbon atoms, substituted or unsubstituted alkenyl group having 2 to 30 carbon atoms, substituted or unsubstituted alkynyl group having 2 to 24 carbon atoms, substituted or unsubstituted heteroalkyl group having 2 to 30 carbon atoms, substituted or unsubstituted aralkyl group having 6 to 30 carbon atoms, substituted or unsubstituted aryl group having 5 to 30 carbon atoms, substituted or unsubstituted heteroaryl group having 2 to 30 carbon atoms, substituted or unsubstituted heteroarylalkyl group having 3 to 30 carbon atoms, substituted or unsubstituted cycloalkyl group having 3 to 20 carbon atoms, substituted or unsubstituted heterocycloalkyl group having 3 to 20 carbon atoms, substituted or unsubstituted cycloalkenyl group having 3 to 20 carbon atoms, substituted or unsubstituted heteroarylalkyl group having 3 to 30 carbon atoms, and substituted or unsubstituted heteroalkenyl group having 1 to 20 carbon atoms;
the R is 11 To R 19 Is a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms.
More specifically, the crosslinking agent may be a compound represented by the following chemical formula 4:
[ chemical formula 4]
Wherein,,
s and t are the same or different from each other and are each independently an integer of 1 to 1000.
As described above, when the number of hydrogen atoms bonded to silicon atoms in the crosslinking agent increases, the crosslinking density in the release layer increases, and physical properties of the release layer can be improved, but when the number of hydrogen atoms bonded to silicon atoms increases, there is a problem that the minimum time-lapse property cannot be ensured.
Therefore, in the present invention, with the compound represented by the chemical formula 4 being used as a crosslinking agent, when provided as a release layer, physical properties are ensured by maintaining a crosslinking density while minimizing si—h remaining in the release layer, so that minimal timeliness can be exhibited.
And, the polysiloxane has a vinyl group in addition to both terminals, so that a release layer having a high crosslinking density can be formed on the surface near the base material layer, thereby providing temporal stability at the time of release to achieve light release characteristics.
In other words, the release film is used for the OLED display panel, in order to protect the optical adhesive (Optical Clear Adh esive, OCA), is put into the manufacturing process in the form of adhering to one surface of the OCA, and must be removed thereafter, at this time, when the release film exhibits high adhesive strength, the OLED layer may be damaged during the removal of the release film.
In order to prevent such problems, the release film needs to exhibit light peeling characteristics, and when the release film is manufactured using the silicone release coating composition of the present invention, it can exhibit ultra-light peeling characteristics, so that even if used for an O CA film, the OLED is not damaged during the release film removal process.
The set retarder may be selected from the group consisting of 2-methyl-3-butyn-2-ol, 2-phenyl-3-butyn-2-ol, 3, 5-dimethyl-1-hexyn-3-ol, 1-ethynyl cyclohexanol, 1, 5-hexyne, 1, 6-heptyne, 3, 5-dimethyl-1-hexen-1-yne, 3-ethyl-3-butene-1-yne, 3-phenyl-3-butene-1-yne, 1, 3-divinyl tetramethyl disiloxane, 1,3,5, 7-tetravinyl tetramethyl cyclotetrasiloxane, 1, 3-divinyl-1, 3-diphenyl dimethyl disiloxane and methyl tris (3-methyl-1-butyn-3-oxy) silane, tributylamine, tetramethyl ethylenediamine, benzotriazole, triphenylphosphine, sulfur-containing compounds, hydroperoxides, maleic acid derivatives-1-ethynyl cyclohexanol, 3-methyl-1-pentene-3-ol, and mixtures thereof.
For the purpose of promoting the polymerization reaction, a platinum-based catalyst, a palladium-based catalyst or a rhodium-based catalyst may be generally used, and a platinum-based catalyst is preferable, but is not limited to the above examples, and catalyst types or contents other than the above-exemplified catalysts may be used in the range generally used in the release film field.
As a method for imparting an antistatic function to the release film, for example, an antistatic layer made of a cationic antistatic agent is provided on one surface of a base film, and a release layer is formed on the other surface. In the prior art, the above-described method is generally used for imparting an antistatic function to a release film, and although a certain antistatic effect can be exerted, the release film cannot be sufficiently prevented from being electrostatically charged.
A method of imparting an antistatic function to a release film by forming an antistatic layer between a base film and the release layer has also been proposed. In the proposed technique, two coating steps are required to form two coating layers on a base film, and thus there are problems that the cost required for the steps is high and the production efficiency is low. As another proposed technique, a technique of imparting antistatic properties and release properties to a base film with a single coating layer using a conductive polymer has been proposed.
However, since the coating layer formed using the conductive polymer is not crosslinked by the curable resin, the crosslinking agent, or the like, it is easily dissolved in a solvent, and when a resin film, an adhesive layer, a ceramic slurry, or the like containing a solvent is attached to the coating layer, there is a possibility that sufficient releasability cannot be obtained. Further, although the conductive polymer dispersed in the solvent is used, since the kind of the solvent capable of dispersing the conductive polymer is small, it is necessary to limit the solvent of the coating agent or use a dispersant (surfactant) in preparing the coating agent for forming the coating layer, and there is a problem in terms of operability, and there is a problem in that the surfactant oozes out of the coating layer when the surfactant is used.
Therefore, as described above, the release film exhibiting the antistatic effect has the following problems: the antistatic effect is low or the economical efficiency is low due to the steps in the manufacturing.
The present invention is characterized in that the CNT dispersion is mixed so as to exhibit an antistatic effect.
For the silicone release coating composition including the CNT dispersion, when the CNT dispersion is uniformly distributed in the release coating composition and cured, and a release layer is formed on one surface of a substrate film, the release layer may exhibit an antistatic effect, thereby being able to be provided as a one-liquid silicone release coating composition.
The CNT is a carbon nanotube and may be selected from the group consisting of single-walled carbon nanotubes, double-walled carbon nanotubes, multi-walled carbon nanotubes, and mixtures thereof. Generally, CNTs are classified into single-walled carbon nanotubes, double-walled carbon nanotubes, and multi-walled carbon nanotubes according to the number of bonds forming the wall. It is known that the antistatic effect also shows a difference according to the number of tube walls, and that single-walled carbon nanotubes can exhibit the most excellent antistatic effect.
However, production costs are a problem due to the higher price of single-walled carbon nanotubes compared to multi-walled carbon nanotubes. Accordingly, in the present invention, a CNT dispersion that can exhibit excellent antistatic effect using multi-walled carbon nanotubes can be utilized.
The CNT dispersion may include 0.3 to 0.5 parts by weight of CNTs and 0.3 to 0.5 parts by weight of a dispersant with respect to 100 parts by weight of a solvent.
The dispersant may be selected from the group consisting of surfactants, coupling agents, block copolymers, monomers, oligomers, vinyl, lactic acid, caprolactone, silicone, waxes, silanes, fluoro, ethers, alcohols, esters and mixtures thereof. Preferably, it may be selected from the group consisting of anionic surfactant SDS, N aDDBS, cationic surfactant CTAB, nonionic surfactant TWEEN, TRITION and amphoteric surfactants Tego5 and SAZM Z-3-18, more preferably, it may be selected from the group consisting of NaDDBS, dispersed P VP, tego5, SDS and mixtures thereof.
The solvent may be selected from the group consisting of water, alcohols, cellosolves, ketones, amides, esters, ethers, aromatic hydrocarbons, and mixtures thereof.
The CNT dispersion may be prepared by placing CNTs and a dispersant into a solvent and uniformly mixing using an ultrasonic disperser. When used in combination within the above range, a CNT dispersion having excellent dispersibility can be provided. As the dispersing process is performed by stirring using the disperser, CNTs in the dispersion are cut to have an average diameter of 50nm to 100nm to be uniformly dispersed. The CNTs are MWCNTs, although present in a bundle shape, cut to an average diameter of 50nm to 100nm by a dispersing machine, and uniformly mixed in a dispersion based on the dispersing agent, thereby being capable of exhibiting an antistatic effect.
The composition for silicone release coating of the present invention may include 40 to 60 parts by weight of polysiloxane, 5 to 10 parts by weight of cross-linking agent, 70 to 80 parts by weight of CNT dispersion, 0.05 to 0.5 parts by weight of retarder, and 1 to 5 parts by weight of catalyst, with respect to 100 parts by weight of solvent. When used in combination within the above range, it will be possible to provide a release film exhibiting minimum time-lapse characteristics, light peeling characteristics and excellent antistatic properties after preparing the release film.
A silicone release film according to another embodiment of the present invention includes: a base material film and a release layer formed on one surface of the base material film; the release layer is formed by coating a composition for silicone release coating according to an embodiment of the present invention.
When the coating composition of the present invention is applied, a solvent; a polysiloxane represented by the following chemical formula 1; a main agent in which the CNT dispersion, the retarder and the crosslinking agent are uniformly dispersed; and mixing the catalyst before coating the catalyst on one surface of the substrate film to prepare a coating composition, and then coating the coating composition on one surface of the substrate film to form a release layer.
[ chemical formula 1]
Wherein,,
n and m are the same or different from each other and each independently is an integer of 1 to 1000;
R 1 to R 10 Are identical or different from each other and are each independently selected from the group consisting of hydrogen, halogen, substituted or unsubstituted alkyl having 1 to 30 carbon atoms, substituted or unsubstituted alkenyl having 2 to 30 carbon atoms, substituted or unsubstituted alkynyl having 2 to 24 carbon atoms, substituted or unsubstitutedSubstituted heteroalkyl having 2 to 30 carbon atoms, substituted or unsubstituted aralkyl having 6 to 30 carbon atoms, substituted or unsubstituted aryl having 5 to 30 carbon atoms, substituted or unsubstituted heteroaryl having 2 to 30 carbon atoms, substituted or unsubstituted heteroarylalkyl having 3 to 30 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 carbon atoms, substituted or unsubstituted heterocycloalkyl having 3 to 20 carbon atoms, substituted or unsubstituted cycloalkenyl having 3 to 20 carbon atoms, substituted or unsubstituted heteroaralkyl having 3 to 30 carbon atoms, and substituted or unsubstituted heteroalkenyl having 1 to 20 carbon atoms;
the R is 1 To R 10 At least one of which is a substituted or unsubstituted alkenyl group having 2 to 30 carbon atoms.
The polysiloxane and the crosslinking agent are crosslinked and combined, the crosslinking and the combining are reactions carried out through a catalyst, and when the composition for the release coating is prepared, the release layer cannot be prepared by mixing the catalyst. Therefore, immediately before coating on one surface of the substrate film, the catalyst is mixed with the main chain and coated on the substrate film to form a release layer.
As a method of applying the release coating composition to the base film, known methods such as gravure roll coating, slit die coating, reverse roll coating, air knife coating, and the like can be employed, and as a drying method after application, a hot air drying method is mainly used. In the drying, the higher the curing temperature, the shorter the curing time, but in view of productivity at a temperature at which the film is not deformed, it is preferable to perform curing at an appropriate temperature. Preferably, drying conditions within 1 minute to 5 minutes at a temperature of 80 ℃ to 180 ℃ are suitable.
Preparation example 1
Preparation of CNT dispersion
100 parts by weight of ethanol and 0.5 parts by weight of MWCNT are mixed and the mixture is prepared into a dispersion using a homogenizer for 20 hours to 30 hours. Thereafter, 0.5 parts by weight of a dispersant obtained by mixing NaDDBS and dispersed PVP at a weight ratio of 1:1 was mixed, and mixed for 1 hour using a homogenizer, thereby preparing a CNT dispersion. The average diameter of the CNTs in the CNT dispersion is 50nm to 100nm.
Preparation example 2
Manufacture of silicone release film
The main agent is prepared by mixing toluene, polysiloxane represented by the following chemical formula 5, 1-ethynyl cyclohexanol, crosslinking agent represented by the following chemical formula 4, and CNT dispersion.
A platinum catalyst and a solvent are mixed in the main agent to prepare a silicone release coating composition. After preparing a solvent mixture in which Methyl Ethyl Ketone (MEK) and toluene were mixed in 1:1 parts by weight, the release coating composition was mixed in 5% by weight of a solid powder relative to the solvent mixture, thereby preparing a coating liquid. The coating liquid was coated on one surface of a polyester film at a thickness of 1 μm and cured at 160℃for 3 minutes, thereby preparing a release film.
[ chemical formula 4]
[ chemical formula 5]
Wherein,,
s, t, x and y are the same or different from each other and are each independently an integer of 1 to 1000,
the PDI of the compound represented by the chemical formula 5 is 1.7.
The silicone release coating composition content is shown in table 1 below.
TABLE 1
| Example 1 | Example 2 | Example 3 | Example 4 | Example 5 | |
| Solvent(s) | 100 | 100 | 100 | 100 | 100 |
| Polysiloxane | 30 | 40 | 50 | 60 | 70 |
| Coagulant inhibitor | 0.01 | 0.05 | 0.1 | 0.5 | 1 |
| Crosslinking agent | 1 | 5 | 7 | 10 | 15 |
| CNT dispersion | 60 | 70 | 75 | 80 | 90 |
| Catalyst | 0.5 | 1 | 3 | 5 | 10 |
(Unit: parts by weight)
Example 6
A CNT dispersion was prepared in the same manner as in example 3, except that NaDDBS was used as a dispersant.
Example 7
A CNT dispersion was prepared in the same manner as in example 3, except that dispersed PVP was used as a dispersant.
Example 8
A CNT dispersion was prepared in the same manner as in example 3, except that the dispersant was mixed in 0.1 part by weight.
Example 9
A CNT dispersion was prepared in the same manner as in example 3, except that the dispersant was mixed in 0.3 parts by weight.
Example 10
A CNT dispersion was prepared in the same manner as in example 3, except that the dispersant was mixed in 0.7 parts by weight.
Example 11
A CNT dispersion was prepared in the same manner as in example 3, except that the dispersion was prepared using a homogenizer for 40 hours, thereby cutting CNTs to an average diameter of 10 μm to 30 μm.
Example 12
A CNT dispersion was prepared in the same manner as in example 3, except that a dispersion was prepared using a homogenizer for 5 hours, thereby cutting CNTs to an average diameter of 1000nm to 2000 nm.
Experimental example 1
Evaluation of light peeling Property and residual Gum Rate
To determine the peel force, a standard tape (Nitto 31B) was attached to the coated side of the release layer, and then cut into dimensions of 25mm×15cm to prepare a sample. Next, AGS-X from Shimadzu corporation (Shimadzu corporation) was used to measure the peel speed at a rate of 300 mm/min and an angle of 180 degrees.
After the sample to be tested was stored at 25℃and 65% Relative Humidity (RH) for 24 hours, a standard tape (Nitto 31B) was applied to the coated surface of the release layer, and the sample was then applied at room temperature at 20g/cm 2 Is pressed for 24 hours. The adhesive tape adhered to the coated surface was collected without contamination and adhered to the surface of a PET film having a smooth and clean surface, and then was repeatedly pressed once with a 2kg adhesive tape roll (astm d-1000-55T). The peel force was measured and the residual adhesion was calculated as follows. The measurement was performed at an angle of 180℃at a speed of 300 mm/min using AGS-X from Shimadzu corporation (Shimadzu corporation).
Measurement data: residual adhesion rate (%) = [ peeling force of adhesive tape peeled after adhering to coated surface/peeling force of adhesive tape not in contact with coated surface ] ×100
TABLE 2
| Example 1 | Example 2 | Example 3 | Example 4 | Example 5 | |
| Peel force (gf/in) | 4.11 | 4.24 | 4.33 | 5.6 | 10.21 |
| Residual adhesion (%) | 88.3 | 92.2 | 98.6 | 94.2 | 81.1 |
From the above experimental results, it was confirmed that examples 1 to 4 exhibited light peeling characteristics, and in particular, examples 2 to 4 exhibited excellent residual adhesion rates.
Experimental example 2
Measurement of time-dependent changes
An adhesive tape (Nitto 31B) was placed on the coated side of the release layer, rubbed back and forth twice with a 2kg rubber roller, and then cut into a size of 25mm by 15cm to prepare a sample. Applying 70g/cm to the prepared sample 2 After being left in an environment of 60℃and 90% humidity for 72 hours, 180℃peel (Peel) evaluation was performed using a Peel Tester (Peel Tester) (SHIMADZU, AGS-X).
Average of time-varying release force: the average value in the 10cm range was continuously measured.
Deviation of time-varying release force: represents the difference between the maximum and minimum values when measured continuously over a 10cm range.
TABLE 3 Table 3
| Example 1 | Example 2 | Example 3 | Example 4 | Example 5 | |
| Averaging over time | 24 | 12 | 13 | 11 | 48 |
| Variation with time of deviation | 2.1 | 1 | 0.9 | 1.2 | 5 |
From the above experimental results, it was confirmed that the minimum time-lapse characteristics in example 5 were not excellent, but exhibited excellent minimum time-lapse characteristics in the ranges of examples 2 to 4.
Experimental example 3
Evaluation of antistatic Properties
Antistatic properties for example 3 and examples 6 to 10 were evaluated. Based on ASTM D257 measurement method, measurement was performed under conditions of a Relative Humidity (RH) of 55%, a temperature of 23℃and an applied voltage of 500V.
A release film was prepared in the same manner as in example 3 except that SWCNT was used and NaDDBS was used as a dispersant for the control group.
TABLE 4 Table 4
In order for the release film to exhibit an antistatic effect, CNTs should be uniformly dispersed, and in examples 6 to 8 and 10 to 12, it was confirmed that the CNTs were unevenly dispersed, and the surface resistance exceededThus not exerting antistatic performance. On the other hand, in examples 3 and 9, it was confirmed that excellent antistatic properties were exhibited as much as the SWCNT was used. This means that even if MWCNT is used, the antistatic property can be exerted by improving dispersibility by using a dispersant.
While the preferred embodiments of the present invention have been described in detail, the scope of the claims of the present invention is not limited thereto, and various modifications and improvements using the basic concepts of the present invention as defined in the claims may be made by those skilled in the art within the scope of the present invention.
Industrial applicability
The present invention relates to a composition for silicone release coating and a release film comprising the same, and more particularly, to a composition for silicone release coating which is excellent in minimum time-lapse property and can exhibit an antistatic effect, and a release film comprising the same.
Claims (7)
1. A composition for silicone release coating, wherein,
comprising:
the solvent is used for the preparation of the aqueous solution,
a polysiloxane represented by the following chemical formula 1,
a dispersion liquid of the carbon nano tube,
the anti-coagulant agent is prepared from the following components,
a crosslinking agent, and
a catalyst;
the composition for silicone release coating can form a release layer excellent in light peeling and minimal aging,
[ chemical formula 1]
Wherein,,
n and m are the same or different from each other and each independently is an integer of 1 to 1000;
R 1 to R 10 Each of which is the same or different from the other, is selected from the group consisting of hydrogen, halogen, a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 30 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 24 carbon atoms, a substituted or unsubstituted heteroalkyl group having 2 to 30 carbon atoms, a substituted or unsubstituted aralkyl group having 6 to 30 carbon atoms, a substituted or unsubstituted aryl group having 5 to 30 carbon atoms, a substituted or unsubstituted heteroaryl group having 2 to 30 carbon atoms, a substituted or unsubstituted heteroarylalkyl group having 3 to 30 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 20 carbon atoms, a substituted or unsubstituted heterocycloalkyl group having 3 to 20 carbon atoms, a substituted or unsubstituted cycloalkenyl group having 3 to 20 carbon atoms, a substituted or unsubstituted heteroaralkyl group having 3 to 30 carbon atoms, and a substituted or unsubstituted heteroalkenyl group having 1 to 20 carbon atoms;
the R is 1 To R 10 At least one of which is a substituted or unsubstituted alkenyl group having 2 to 30 carbon atoms.
2. The composition for silicone release coating according to claim 1, wherein,
the polysiloxane represented by the chemical formula 1 includes at least one vinyl group as a substituent.
3. The composition for silicone release coating according to claim 1, wherein,
the crosslinking agent is a compound represented by the following chemical formula 2:
[ chemical formula 2]
Wherein,,
o and p are the same or different from each other and are each independently an integer of 1 to 1000;
R 11 to R 19 Each of which is the same or different from the other, is selected from the group consisting of hydrogen, halogen, a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 30 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 24 carbon atoms, a substituted or unsubstituted heteroalkyl group having 2 to 30 carbon atoms, a substituted or unsubstituted aralkyl group having 6 to 30 carbon atoms, a substituted or unsubstituted aryl group having 5 to 30 carbon atoms, a substituted or unsubstituted heteroaryl group having 2 to 30 carbon atoms, a substituted or unsubstituted heteroarylalkyl group having 3 to 30 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 20 carbon atoms, a substituted or unsubstituted heterocycloalkyl group having 3 to 20 carbon atoms, a substituted or unsubstituted cycloalkenyl group having 3 to 20 carbon atoms, a substituted or unsubstituted heteroaralkyl group having 3 to 30 carbon atoms, and a substituted or unsubstituted heteroalkenyl group having 1 to 20 carbon atoms;
the R is 11 To R 19 Is a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms.
4. The composition for silicone release coating according to claim 1, wherein,
the anti-coagulant is selected from the group consisting of 2-methyl-3-butyn-2-ol, 2-phenyl-3-butyn-2-ol, 3, 5-dimethyl-1-hexyn-3-ol, 1-ethynyl cyclohexanol, 1, 5-hexyn, 1, 6-heptyne, 3, 5-dimethyl-1-hexen-1-yne, 3-ethyl-3-butene-1-yne, 3-phenyl-3-butene-1-yne, 1, 3-divinyl tetramethyl disiloxane, 1,3,5, 7-tetravinyl tetramethyl-cyclotetrasiloxane, 1, 3-divinyl-1, 3-diphenyl dimethyl disiloxane and methyl tris (3-methyl-1-butyn-3-oxy) silane, tributylamine, tetramethyl ethylenediamine, benzotriazole, triphenylphosphine, sulfur-containing compounds, hydroperoxides, maleic acid derivatives-1-ethynyl cyclohexanol, 3-methyl-1-penten-3-ol, and mixtures thereof.
5. The composition for silicone release coating according to claim 1, wherein,
the carbon nanotube dispersion liquid includes 0.3 to 0.5 parts by weight of carbon nanotubes and 0.3 to 0.5 parts by weight of a dispersant with respect to 100 parts by weight of a solvent.
6. A silicone release film, wherein,
comprising the following steps:
a base material film; and
a release layer formed on one surface of the substrate film,
the release layer is formed by coating the composition for silicone release coating according to any one of claims 1 to 5.
7. The silicone release film according to claim 6, wherein,
the release layer is formed by coating a coating composition on one surface of a substrate film,
prior to coating the coating composition, a solvent; a polysiloxane represented by the following chemical formula 1; a main agent in which the carbon nanotube dispersion, the retarder and the crosslinking agent are uniformly dispersed; the catalyst is mixed to prepare a coating composition,
[ chemical formula 1]
Wherein,,
n and m are integers from 1 to 1000;
R 1 to R 10 Each of which is the same or different from the other, is selected from the group consisting of hydrogen, halogen, a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 30 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 24 carbon atoms, a substituted or unsubstituted heteroalkyl group having 2 to 30 carbon atoms, a substituted or unsubstituted aralkyl group having 6 to 30 carbon atoms, a substituted or unsubstituted aryl group having 5 to 30 carbon atoms, a substituted or unsubstituted heteroaryl group having 2 to 30 carbon atoms, a substituted or unsubstituted heteroarylalkyl group having 3 to 30 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 20 carbon atoms, a substituted or unsubstituted heterocycloalkyl group having 3 to 20 carbon atoms, a substituted or unsubstituted cycloalkenyl group having 3 to 20 carbon atoms, a substituted or unsubstituted heteroaralkyl group having 3 to 30 carbon atoms, and a substituted or unsubstituted heteroalkenyl group having 1 to 20 carbon atoms;
the R is 1 To R 10 At least one of which is a substituted or unsubstituted alkenyl group having 2 to 30 carbon atoms.
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| KR1020200177527A KR102512223B1 (en) | 2020-12-17 | 2020-12-17 | Composition for silicone release coating and release film comprising same |
| KR10-2020-0177527 | 2020-12-17 | ||
| PCT/KR2021/013675 WO2022131500A1 (en) | 2020-12-17 | 2021-10-06 | Silicone release coating composition and release film comprising same |
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| KR100965378B1 (en) | 2005-12-07 | 2010-06-22 | 도레이첨단소재 주식회사 | Silicone Release Compositions with Controlled Peeling Force and Silicone Release Coating Films Coated with The Same |
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