KR20110128508A - Photo-curable perfume uv moulding resine composition and method for manufacturing perfume plastic film using same - Google Patents
Photo-curable perfume uv moulding resine composition and method for manufacturing perfume plastic film using same Download PDFInfo
- Publication number
- KR20110128508A KR20110128508A KR1020100047999A KR20100047999A KR20110128508A KR 20110128508 A KR20110128508 A KR 20110128508A KR 1020100047999 A KR1020100047999 A KR 1020100047999A KR 20100047999 A KR20100047999 A KR 20100047999A KR 20110128508 A KR20110128508 A KR 20110128508A
- Authority
- KR
- South Korea
- Prior art keywords
- aromatic
- photocurable
- resin composition
- weight
- molding resin
- Prior art date
Links
- 238000000465 moulding Methods 0.000 title claims abstract description 74
- 238000004519 manufacturing process Methods 0.000 title claims abstract description 9
- 239000000203 mixture Substances 0.000 title claims description 35
- 238000000034 method Methods 0.000 title claims description 25
- 239000002304 perfume Substances 0.000 title description 4
- 239000002985 plastic film Substances 0.000 title 1
- 229920006255 plastic film Polymers 0.000 title 1
- QEVHRUUCFGRFIF-MDEJGZGSSA-N reserpine Chemical compound O([C@H]1[C@@H]([C@H]([C@H]2C[C@@H]3C4=C(C5=CC=C(OC)C=C5N4)CCN3C[C@H]2C1)C(=O)OC)OC)C(=O)C1=CC(OC)=C(OC)C(OC)=C1 QEVHRUUCFGRFIF-MDEJGZGSSA-N 0.000 title 1
- 125000003118 aryl group Chemical group 0.000 claims abstract description 48
- 239000011342 resin composition Substances 0.000 claims abstract description 47
- -1 silane compound Chemical class 0.000 claims abstract description 26
- 229910052809 inorganic oxide Inorganic materials 0.000 claims abstract description 20
- 239000011347 resin Substances 0.000 claims abstract description 17
- 229920005989 resin Polymers 0.000 claims abstract description 17
- 238000000576 coating method Methods 0.000 claims abstract description 15
- 229910000077 silane Inorganic materials 0.000 claims abstract description 13
- 239000002243 precursor Substances 0.000 claims abstract description 12
- 239000011230 binding agent Substances 0.000 claims abstract description 10
- 150000001875 compounds Chemical class 0.000 claims abstract description 3
- 239000002245 particle Substances 0.000 claims description 16
- 239000011248 coating agent Substances 0.000 claims description 14
- 239000003205 fragrance Substances 0.000 claims description 13
- 239000004417 polycarbonate Substances 0.000 claims description 12
- 229920000515 polycarbonate Polymers 0.000 claims description 12
- 239000004033 plastic Substances 0.000 claims description 11
- 229920003023 plastic Polymers 0.000 claims description 11
- 239000000758 substrate Substances 0.000 claims description 11
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims description 9
- ISAOCJYIOMOJEB-UHFFFAOYSA-N benzoin Chemical compound C=1C=CC=CC=1C(O)C(=O)C1=CC=CC=C1 ISAOCJYIOMOJEB-UHFFFAOYSA-N 0.000 claims description 8
- 239000004698 Polyethylene Substances 0.000 claims description 6
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims description 6
- 244000028419 Styrax benzoin Species 0.000 claims description 6
- 235000000126 Styrax benzoin Nutrition 0.000 claims description 6
- 235000008411 Sumatra benzointree Nutrition 0.000 claims description 6
- MPIAGWXWVAHQBB-UHFFFAOYSA-N [3-prop-2-enoyloxy-2-[[3-prop-2-enoyloxy-2,2-bis(prop-2-enoyloxymethyl)propoxy]methyl]-2-(prop-2-enoyloxymethyl)propyl] prop-2-enoate Chemical compound C=CC(=O)OCC(COC(=O)C=C)(COC(=O)C=C)COCC(COC(=O)C=C)(COC(=O)C=C)COC(=O)C=C MPIAGWXWVAHQBB-UHFFFAOYSA-N 0.000 claims description 6
- 229960002130 benzoin Drugs 0.000 claims description 6
- 235000019382 gum benzoic Nutrition 0.000 claims description 6
- VOBUAPTXJKMNCT-UHFFFAOYSA-N 1-prop-2-enoyloxyhexyl prop-2-enoate Chemical group CCCCCC(OC(=O)C=C)OC(=O)C=C VOBUAPTXJKMNCT-UHFFFAOYSA-N 0.000 claims description 5
- 239000002202 Polyethylene glycol Substances 0.000 claims description 5
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical group [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 claims description 5
- 125000004386 diacrylate group Chemical group 0.000 claims description 5
- 229920001223 polyethylene glycol Polymers 0.000 claims description 5
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 claims description 4
- RDOXTESZEPMUJZ-UHFFFAOYSA-N anisole Chemical compound COC1=CC=CC=C1 RDOXTESZEPMUJZ-UHFFFAOYSA-N 0.000 claims description 4
- 229920001577 copolymer Polymers 0.000 claims description 4
- 229920000728 polyester Polymers 0.000 claims description 4
- FIHBHSQYSYVZQE-UHFFFAOYSA-N 6-prop-2-enoyloxyhexyl prop-2-enoate Chemical compound C=CC(=O)OCCCCCCOC(=O)C=C FIHBHSQYSYVZQE-UHFFFAOYSA-N 0.000 claims description 3
- 239000004952 Polyamide Substances 0.000 claims description 3
- 239000004642 Polyimide Substances 0.000 claims description 3
- 239000004793 Polystyrene Substances 0.000 claims description 3
- 238000002156 mixing Methods 0.000 claims description 3
- 229920002647 polyamide Polymers 0.000 claims description 3
- 229920001721 polyimide Polymers 0.000 claims description 3
- 229920002223 polystyrene Polymers 0.000 claims description 3
- WYTZZXDRDKSJID-UHFFFAOYSA-N (3-aminopropyl)triethoxysilane Chemical compound CCO[Si](OCC)(OCC)CCCN WYTZZXDRDKSJID-UHFFFAOYSA-N 0.000 claims description 2
- MSAHTMIQULFMRG-UHFFFAOYSA-N 1,2-diphenyl-2-propan-2-yloxyethanone Chemical compound C=1C=CC=CC=1C(OC(C)C)C(=O)C1=CC=CC=C1 MSAHTMIQULFMRG-UHFFFAOYSA-N 0.000 claims description 2
- 239000012956 1-hydroxycyclohexylphenyl-ketone Substances 0.000 claims description 2
- PIZHFBODNLEQBL-UHFFFAOYSA-N 2,2-diethoxy-1-phenylethanone Chemical compound CCOC(OCC)C(=O)C1=CC=CC=C1 PIZHFBODNLEQBL-UHFFFAOYSA-N 0.000 claims description 2
- KWVGIHKZDCUPEU-UHFFFAOYSA-N 2,2-dimethoxy-2-phenylacetophenone Chemical compound C=1C=CC=CC=1C(OC)(OC)C(=O)C1=CC=CC=C1 KWVGIHKZDCUPEU-UHFFFAOYSA-N 0.000 claims description 2
- XMLYCEVDHLAQEL-UHFFFAOYSA-N 2-hydroxy-2-methyl-1-phenylpropan-1-one Chemical compound CC(C)(O)C(=O)C1=CC=CC=C1 XMLYCEVDHLAQEL-UHFFFAOYSA-N 0.000 claims description 2
- BQZJOQXSCSZQPS-UHFFFAOYSA-N 2-methoxy-1,2-diphenylethanone Chemical compound C=1C=CC=CC=1C(OC)C(=O)C1=CC=CC=C1 BQZJOQXSCSZQPS-UHFFFAOYSA-N 0.000 claims description 2
- SJECZPVISLOESU-UHFFFAOYSA-N 3-trimethoxysilylpropan-1-amine Chemical compound CO[Si](OC)(OC)CCCN SJECZPVISLOESU-UHFFFAOYSA-N 0.000 claims description 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 claims description 2
- LCGLNKUTAGEVQW-UHFFFAOYSA-N Dimethyl ether Chemical compound COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 claims description 2
- 239000004721 Polyphenylene oxide Substances 0.000 claims description 2
- 239000004743 Polypropylene Substances 0.000 claims description 2
- 150000001266 acyl halides Chemical class 0.000 claims description 2
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 claims description 2
- 229910000410 antimony oxide Inorganic materials 0.000 claims description 2
- MQDJYUACMFCOFT-UHFFFAOYSA-N bis[2-(1-hydroxycyclohexyl)phenyl]methanone Chemical compound C=1C=CC=C(C(=O)C=2C(=CC=CC=2)C2(O)CCCCC2)C=1C1(O)CCCCC1 MQDJYUACMFCOFT-UHFFFAOYSA-N 0.000 claims description 2
- 238000007766 curtain coating Methods 0.000 claims description 2
- 125000005594 diketone group Chemical group 0.000 claims description 2
- 238000003618 dip coating Methods 0.000 claims description 2
- 239000003822 epoxy resin Substances 0.000 claims description 2
- WOXXJEVNDJOOLV-UHFFFAOYSA-N ethenyl-tris(2-methoxyethoxy)silane Chemical compound COCCO[Si](OCCOC)(OCCOC)C=C WOXXJEVNDJOOLV-UHFFFAOYSA-N 0.000 claims description 2
- 238000007756 gravure coating Methods 0.000 claims description 2
- LNEPOXFFQSENCJ-UHFFFAOYSA-N haloperidol Chemical compound C1CC(O)(C=2C=CC(Cl)=CC=2)CCN1CCCC(=O)C1=CC=C(F)C=C1 LNEPOXFFQSENCJ-UHFFFAOYSA-N 0.000 claims description 2
- 150000007857 hydrazones Chemical class 0.000 claims description 2
- MDLRQEHNDJOFQN-UHFFFAOYSA-N methoxy(dimethyl)silicon Chemical compound CO[Si](C)C MDLRQEHNDJOFQN-UHFFFAOYSA-N 0.000 claims description 2
- UZKWTJUDCOPSNM-UHFFFAOYSA-N methoxybenzene Substances CCCCOC=C UZKWTJUDCOPSNM-UHFFFAOYSA-N 0.000 claims description 2
- BFXIKLCIZHOAAZ-UHFFFAOYSA-N methyltrimethoxysilane Chemical compound CO[Si](C)(OC)OC BFXIKLCIZHOAAZ-UHFFFAOYSA-N 0.000 claims description 2
- PHQOGHDTIVQXHL-UHFFFAOYSA-N n'-(3-trimethoxysilylpropyl)ethane-1,2-diamine Chemical compound CO[Si](OC)(OC)CCCNCCN PHQOGHDTIVQXHL-UHFFFAOYSA-N 0.000 claims description 2
- OPECTNGATDYLSS-UHFFFAOYSA-N naphthalene-2-sulfonyl chloride Chemical compound C1=CC=CC2=CC(S(=O)(=O)Cl)=CC=C21 OPECTNGATDYLSS-UHFFFAOYSA-N 0.000 claims description 2
- 150000002832 nitroso derivatives Chemical class 0.000 claims description 2
- 150000001451 organic peroxides Chemical group 0.000 claims description 2
- 150000002923 oximes Chemical class 0.000 claims description 2
- VTRUBDSFZJNXHI-UHFFFAOYSA-N oxoantimony Chemical compound [Sb]=O VTRUBDSFZJNXHI-UHFFFAOYSA-N 0.000 claims description 2
- VJMBENQIKAACCI-UHFFFAOYSA-N oxolan-2-ylmethyl prop-2-enoate 2-(oxolan-2-ylmethyl)prop-2-enoic acid Chemical compound C(C1CCCO1)C(C(=O)O)=C.C(C1CCCO1)OC(C=C)=O VJMBENQIKAACCI-UHFFFAOYSA-N 0.000 claims description 2
- 239000005011 phenolic resin Substances 0.000 claims description 2
- 229920003229 poly(methyl methacrylate) Polymers 0.000 claims description 2
- 229920000647 polyepoxide Polymers 0.000 claims description 2
- 229920000573 polyethylene Polymers 0.000 claims description 2
- 229920002959 polymer blend Polymers 0.000 claims description 2
- 239000004926 polymethyl methacrylate Substances 0.000 claims description 2
- 229920006380 polyphenylene oxide Polymers 0.000 claims description 2
- 229920001155 polypropylene Polymers 0.000 claims description 2
- 229920000915 polyvinyl chloride Polymers 0.000 claims description 2
- 239000004800 polyvinyl chloride Substances 0.000 claims description 2
- 238000007776 silk screen coating Methods 0.000 claims description 2
- 238000005507 spraying Methods 0.000 claims description 2
- 229920003048 styrene butadiene rubber Polymers 0.000 claims description 2
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 claims description 2
- XOLBLPGZBRYERU-UHFFFAOYSA-N tin dioxide Chemical compound O=[Sn]=O XOLBLPGZBRYERU-UHFFFAOYSA-N 0.000 claims description 2
- 229910001887 tin oxide Inorganic materials 0.000 claims description 2
- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 claims 3
- AZQWKYJCGOJGHM-UHFFFAOYSA-N 1,4-benzoquinone Chemical compound O=C1C=CC(=O)C=C1 AZQWKYJCGOJGHM-UHFFFAOYSA-N 0.000 claims 2
- HVVWZTWDBSEWIH-UHFFFAOYSA-N [2-(hydroxymethyl)-3-prop-2-enoyloxy-2-(prop-2-enoyloxymethyl)propyl] prop-2-enoate Chemical compound C=CC(=O)OCC(CO)(COC(=O)C=C)COC(=O)C=C HVVWZTWDBSEWIH-UHFFFAOYSA-N 0.000 claims 2
- HXLAEGYMDGUSBD-UHFFFAOYSA-N 3-[diethoxy(methyl)silyl]propan-1-amine Chemical compound CCO[Si](C)(OCC)CCCN HXLAEGYMDGUSBD-UHFFFAOYSA-N 0.000 claims 1
- MGNCLNQXLYJVJD-UHFFFAOYSA-N cyanuric chloride Chemical compound ClC1=NC(Cl)=NC(Cl)=N1 MGNCLNQXLYJVJD-UHFFFAOYSA-N 0.000 claims 1
- 229920001568 phenolic resin Polymers 0.000 claims 1
- 239000003795 chemical substances by application Substances 0.000 abstract description 9
- 239000003999 initiator Substances 0.000 abstract description 6
- 239000012855 volatile organic compound Substances 0.000 abstract description 6
- UHESRSKEBRADOO-UHFFFAOYSA-N ethyl carbamate;prop-2-enoic acid Chemical compound OC(=O)C=C.CCOC(N)=O UHESRSKEBRADOO-UHFFFAOYSA-N 0.000 description 10
- 239000000284 extract Substances 0.000 description 10
- 239000000178 monomer Substances 0.000 description 10
- 238000003756 stirring Methods 0.000 description 10
- 125000001931 aliphatic group Chemical group 0.000 description 9
- 239000000243 solution Substances 0.000 description 8
- 230000005540 biological transmission Effects 0.000 description 7
- 239000007791 liquid phase Substances 0.000 description 7
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 7
- 229910052753 mercury Inorganic materials 0.000 description 7
- 238000000016 photochemical curing Methods 0.000 description 7
- 239000008199 coating composition Substances 0.000 description 6
- 239000000796 flavoring agent Substances 0.000 description 6
- 235000019634 flavors Nutrition 0.000 description 6
- 238000002360 preparation method Methods 0.000 description 6
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 5
- 238000005299 abrasion Methods 0.000 description 4
- 239000003921 oil Substances 0.000 description 4
- 235000019198 oils Nutrition 0.000 description 4
- 230000000704 physical effect Effects 0.000 description 4
- 239000002904 solvent Substances 0.000 description 4
- 238000002834 transmittance Methods 0.000 description 4
- MYWOJODOMFBVCB-UHFFFAOYSA-N 1,2,6-trimethylphenanthrene Chemical compound CC1=CC=C2C3=CC(C)=CC=C3C=CC2=C1C MYWOJODOMFBVCB-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 230000001588 bifunctional effect Effects 0.000 description 3
- 238000001723 curing Methods 0.000 description 3
- 239000003973 paint Substances 0.000 description 3
- 239000000843 powder Substances 0.000 description 3
- 238000001035 drying Methods 0.000 description 2
- 229910010272 inorganic material Inorganic materials 0.000 description 2
- 239000011147 inorganic material Substances 0.000 description 2
- 230000001678 irradiating effect Effects 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 239000002105 nanoparticle Substances 0.000 description 2
- 229920000620 organic polymer Polymers 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- 235000012424 soybean oil Nutrition 0.000 description 2
- 239000003549 soybean oil Substances 0.000 description 2
- 229920001169 thermoplastic Polymers 0.000 description 2
- 229920001187 thermosetting polymer Polymers 0.000 description 2
- 235000015112 vegetable and seed oil Nutrition 0.000 description 2
- 239000008158 vegetable oil Substances 0.000 description 2
- RTNUTCOTGVKVBR-UHFFFAOYSA-N 4-chlorotriazine Chemical class ClC1=CC=NN=N1 RTNUTCOTGVKVBR-UHFFFAOYSA-N 0.000 description 1
- KWOLFJPFCHCOCG-UHFFFAOYSA-N Acetophenone Natural products CC(=O)C1=CC=CC=C1 KWOLFJPFCHCOCG-UHFFFAOYSA-N 0.000 description 1
- 239000004593 Epoxy Substances 0.000 description 1
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical group [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 1
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Natural products C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 1
- 238000003848 UV Light-Curing Methods 0.000 description 1
- 150000008062 acetophenones Chemical class 0.000 description 1
- 125000003545 alkoxy group Chemical group 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 239000007961 artificial flavoring substance Substances 0.000 description 1
- 125000000751 azo group Chemical group [*]N=N[*] 0.000 description 1
- 239000004566 building material Substances 0.000 description 1
- 239000012461 cellulose resin Substances 0.000 description 1
- 239000008119 colloidal silica Substances 0.000 description 1
- 239000002131 composite material Substances 0.000 description 1
- 239000002537 cosmetic Substances 0.000 description 1
- 230000006837 decompression Effects 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 230000001804 emulsifying effect Effects 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 239000007888 film coating Substances 0.000 description 1
- 238000009501 film coating Methods 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- 150000002460 imidazoles Chemical class 0.000 description 1
- 239000010954 inorganic particle Substances 0.000 description 1
- 239000004973 liquid crystal related substance Substances 0.000 description 1
- 239000011159 matrix material Substances 0.000 description 1
- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 description 1
- 229940088644 n,n-dimethylacrylamide Drugs 0.000 description 1
- YLGYACDQVQQZSW-UHFFFAOYSA-N n,n-dimethylprop-2-enamide Chemical compound CN(C)C(=O)C=C YLGYACDQVQQZSW-UHFFFAOYSA-N 0.000 description 1
- 239000011858 nanopowder Substances 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 description 1
- 229920000193 polymethacrylate Polymers 0.000 description 1
- 229920002635 polyurethane Polymers 0.000 description 1
- 239000004814 polyurethane Substances 0.000 description 1
- KCTAWXVAICEBSD-UHFFFAOYSA-N prop-2-enoyloxy prop-2-eneperoxoate Chemical compound C=CC(=O)OOOC(=O)C=C KCTAWXVAICEBSD-UHFFFAOYSA-N 0.000 description 1
- 150000004053 quinones Chemical class 0.000 description 1
- 238000006748 scratching Methods 0.000 description 1
- 230000002393 scratching effect Effects 0.000 description 1
- 150000004756 silanes Chemical class 0.000 description 1
- RMAQACBXLXPBSY-UHFFFAOYSA-N silicic acid Chemical compound O[Si](O)(O)O RMAQACBXLXPBSY-UHFFFAOYSA-N 0.000 description 1
- 229910052710 silicon Chemical group 0.000 description 1
- 239000010703 silicon Chemical group 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 230000002194 synthesizing effect Effects 0.000 description 1
- MUTNCGKQJGXKEM-UHFFFAOYSA-N tamibarotene Chemical compound C=1C=C2C(C)(C)CCC(C)(C)C2=CC=1NC(=O)C1=CC=C(C(O)=O)C=C1 MUTNCGKQJGXKEM-UHFFFAOYSA-N 0.000 description 1
- 239000004416 thermosoftening plastic Substances 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
- HQYALQRYBUJWDH-UHFFFAOYSA-N trimethoxy(propyl)silane Chemical compound CCC[Si](OC)(OC)OC HQYALQRYBUJWDH-UHFFFAOYSA-N 0.000 description 1
- 235000013311 vegetables Nutrition 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 230000002087 whitening effect Effects 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F2/00—Processes of polymerisation
- C08F2/44—Polymerisation in the presence of compounding ingredients, e.g. plasticisers, dyestuffs, fillers
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F2/00—Processes of polymerisation
- C08F2/46—Polymerisation initiated by wave energy or particle radiation
- C08F2/48—Polymerisation initiated by wave energy or particle radiation by ultraviolet or visible light
- C08F2/50—Polymerisation initiated by wave energy or particle radiation by ultraviolet or visible light with sensitising agents
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J5/00—Manufacture of articles or shaped materials containing macromolecular substances
- C08J5/18—Manufacture of films or sheets
-
- C08J7/047—
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L75/00—Compositions of polyureas or polyurethanes; Compositions of derivatives of such polymers
- C08L75/04—Polyurethanes
- C08L75/14—Polyurethanes having carbon-to-carbon unsaturated bonds
- C08L75/16—Polyurethanes having carbon-to-carbon unsaturated bonds having terminal carbon-to-carbon unsaturated bonds
-
- 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
- C08K2201/00—Specific properties of additives
- C08K2201/007—Fragrance additive
Abstract
Description
본 발명은 휘발성 유기화합물(Volatile Organic Compound, VOC) 을 포함하지 않는 광경화형 방향성(芳香性) 유브이(UV) 몰딩 수지 조성물 및 이를 이용한 방향성 성형 필름의 제조방법에 관한 것으로, 보다 구체적으로는 플라스틱기재보다 물리적 경도 및 안티스크래치(Anti-Scratch)성이 우수하고 원하는 향기를 가지며 성형이 가능한 광경화형 방향성 UV 몰딩 수지 조성물 및 이를 이용한 방향성 성형 필름의 제조방법에 관한 것이다 .
BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a photocurable aromatic UV molding resin composition containing no volatile organic compound (VOC) and a method for producing a aromatic molded film using the same. The present invention relates to a photocurable directional UV molding resin composition having excellent physical hardness and anti-scratch property, having a desired scent, and capable of molding, and a method for producing a directional molded film using the same.
일반적인 광경화 형태의 유기중합체는 양호한 광투과도 및 경도를 특성으로 하는 다양한 구조물을 형성시키는데 사용된다. 이러한 광경화 형태의 유기중합체를 사용하는 구조물의 예로는 휴대폰 케이스, 안경 렌즈, 휴대폰 키패드, 액정표시장치, 자동차 전조등 및 미등, 디스플레이 케이스, 선박의 선체, 스테레오 덮개, 가구, 계기 또는 게이지의 덮개 등이 있으며, 이러한 구조물을 형성시키는데 함께 사용되는 중합체의 예로는 열경화성 또는 열가소성 폴리카보네이트, 폴리(메트)아크릴레이트, 폴리우레탄, 폴리에스테르, 폴리아미드, 폴리이미드, 페녹시, 에테르술폰수지 셀룰로즈 수지, 폴리스티렌, 스티렌 공중합체, 에폭시 등이 있다.Organic polymers in the general photocurable form are used to form various structures that are characterized by good light transmittance and hardness. Examples of such structures using organic photocurable polymers include cell phone cases, eyeglass lenses, cell phone keypads, liquid crystal displays, automotive headlights and taillights, display cases, ship hulls, stereo covers, furniture, covers of instruments, gauges, etc. Examples of polymers used together to form such structures include thermosetting or thermoplastic polycarbonates, poly (meth) acrylates, polyurethanes, polyesters, polyamides, polyimides, phenoxy, ethersulfone resin cellulose resins, polystyrene , Styrene copolymers, epoxy, and the like.
현재 상용 중인 많은 열경화성 및 열가소성 중합체들은 치수 안정성, 투명성 및 내충격성 등이 탁월하나 내마모성, 내용제성이 약하여, 이들로 만들어지는 구조물은 긁힘, 마모 등에 취약하다. Many thermosetting and thermoplastic polymers currently in use have excellent dimensional stability, transparency, impact resistance, etc., but are poor in wear resistance and solvent resistance, and the structures made thereof are vulnerable to scratching and abrasion.
일반적으로 UV 몰딩액은 플라스틱을 이용하는 휴대폰 키패드, 휴대폰 윈도우, 리모컨, 터치패널, 자동차계기판용 외장부품, 건축용 자재, 광학재료, 화장품용기 등의 플라스틱 재료의 표면의 장식용 무늬로 적용가능하다. 그러나 기존 UV 몰딩액은 장식용 무늬 플라스틱의 경우 일반적으로 성형 후 아크릴레이트 향이 남으며 표면이 단단하여 성형시 크랙 및 휨(Curl)이 발생하여 불량의 원인이 되고 있다.In general, the UV molding liquid is applicable to the decorative pattern of the surface of the plastic material, such as mobile phone keypad, mobile phone window, remote control, touch panel, automotive substrate, building materials, optical materials, cosmetic containers using plastic. However, the existing UV molding liquid in the case of decorative pattern plastic generally remains acrylate after molding and the surface is hard, causing cracks and curvature (Curl) during molding is a cause of failure.
기존의 일반 도료 업체는 모두 국내의 미원상사 또는 SK 사이텍 등 광경화성 UV 아크릴모노머 제조업체의 제품을 사용하고 있어 제품의 품질향상에 많은 어려움이 있고 원하는 물성을 얻기 힘들다.
Conventional paint companies are all using products from photocurable UV acrylic monomer manufacturers such as Miwon Corp. or SK Cytec in Korea, so it is difficult to improve the quality of the product and obtain the desired properties.
본 발명의 목적은 코팅시 작업성을 향상시키고 불량률을 현저히 감소할 수 있는 성형이 가능하고 필름 기재의 안티블럭킹 및 수지의 상용성을 향상시키고 광학적으로 투명하고 필름 코팅시 휨 현상이 발생하지 않으며 내마모성이 우수하고 경화 후 UV 수지의 냄새를 없애는 탈취 효과와 여러 가지의 원하는 향기를 낼 수 있는 광경화형 방향성 UV 몰딩 수지 조성물을 제공하기 위한 것이다.An object of the present invention is to enable the molding to improve the workability during coating and to significantly reduce the defect rate, to improve the antiblocking of the film substrate and the compatibility of the resin, and to be optically transparent, no warpage phenomenon occurs during film coating and wear resistance This is to provide a photocurable directional UV molding resin composition which is excellent and can deodorize the UV resin after curing and can give a variety of desired scent.
본 발명의 또 다른 목적은 상기 광경화형 방향성 UV 몰딩 수지 조성물을 이용한 성형 필름의 제조방법을 제공하기 위한 것이다.
Still another object of the present invention is to provide a method of manufacturing a molded film using the photocurable aromatic UV molding resin composition.
상기한 목적을 달성하기 위하여, 본 발명에서는 콜로이드성 무기산화물, 경화성 결합제 및 실란 화합물을 혼합하여 이루어진 수지 혼합물 2 내지 95 중량%, 수성 또는 유성형 방향제 1 내지 20 중량% 및 광중합개시제 1 내지 10 중량%를 포함하는 광경화형 방향성 UV 몰딩 수지 조성물을 제공한다.In order to achieve the above object, in the present invention, 2 to 95% by weight of the resin mixture made by mixing the colloidal inorganic oxide, the curable binder and the silane compound, 1 to 20% by weight of the aqueous or oil-based fragrance and 1 to 10% by weight of the photopolymerization initiator It provides a photocurable aromatic UV molding resin composition comprising a.
상기한 다른 목적을 달성하기 위하여, 본 발명에서는 상기 광경화형 방향성 UV 몰딩 수지 조성물을 플라스틱 기재에 코팅하여 성형 필름을 제조한다.
In order to achieve the above object, in the present invention, the photocurable directional UV molding resin composition is coated on a plastic substrate to produce a molded film.
본 발명에 따른 광경화형 방향성 UV 몰딩 수지 조성물은 유기 용매를 사용하지 않음에도 불구하고 기존의 자외선 경화형 유성도료 및 무용제도료에 비해 밀착성 및 연필경도, 광택성, 내마모성, 내습성 등에 있어서 동등 이상의 물성을 가지며 VOC의 규제에 적합하므로 친환경적이며, 또 기존에 사용하고 있는 N,N-디메틸아크릴아미드(DMA), 포름알데히드를 전혀 사용하지 않기 때문에 인체에 해로운 강한 독성을 배제할 수 있고, 기재 위에서 투명성이 우수하고 휨 현상이 발생하지 않으며, 또한 본 발명은 콜로이드성 무기산화물을 포함한 광경화성 하드코팅 조성물에 향료를 이용하여 필름 및 코팅시 기재의 안티블럭킹 및 수지의 상용성을 향상시키고 광학적으로 등명하고 휨 현상이 발생하지 않으며 방향성이 있어 UV 경화 후 악취를 없애고 휴대폰 키패드 및 노트북 등의 플라스틱 표면에 UV 몰드성형이 들어가는 모든 곳에서 원하는 향기가 나도록 할 수 있다. 본 발명의 광경화형 방향성 UV 몰딩 수지 조성물은 휘발성 유기화합물을 포함하지 않으며 우수한 막 경도와 방향성을 갖추면서 동시에 헤이즈 현상이 없고 투명성이 보장된 친환경 광경화형 방향 몰딩 수지 조성물로 각 분야에 널리 사용될 수 있으며, 특히 휴대폰 키패드, 휴대폰 윈도우 및 케이스 등 성형에 있어서 유용하게 사용될 수 있다.
The photocurable aromatic UV molding resin composition according to the present invention has an equivalent or more physical properties in adhesiveness, pencil hardness, gloss resistance, abrasion resistance, moisture resistance, etc., in spite of not using an organic solvent, compared to conventional ultraviolet curable oil-based paints and solvent-free paints. It is eco-friendly because it is suitable for the regulation of VOC, and since it does not use N, N-dimethylacrylamide (DMA) or formaldehyde, it is possible to exclude the strong toxicity that is harmful to the human body. Excellent and no warpage occurs, the present invention also uses a fragrance in the photocurable hard coating composition containing a colloidal inorganic oxide to improve the anti-blocking of the substrate and the compatibility of the resin during the film and coating and optically clear and warp Phenomenon does not occur and is directional to remove odor after UV curing Everywhere the UV molded into the plastic surface, such as a laptop, and you can smell the desired nadorok. The photocurable directional UV molding resin composition of the present invention does not contain volatile organic compounds, has excellent film hardness and directionality, and at the same time, it is widely used in various fields as an eco-friendly photocurable directional molding resin composition having no haze phenomenon and transparency. In particular, it can be usefully used in molding a cell phone keypad, a cell phone window and a case.
본 발명의 광경화형 방향성 UV 몰딩 수지 조성물은 콜로이드성 무기산화물, 경화성 결합제 전구체 및 실란 화합물을 혼합하여 이루어진 수지 혼합물 2 내지 95 중량%, 수성 또는 유성형 방향제 1 내지 20 중량% 및 광중합개시제 1 내지 10중량%를 포함한다.The photocurable aromatic UV molding resin composition of the present invention comprises 2 to 95% by weight of a resin mixture made by mixing a colloidal inorganic oxide, a curable binder precursor, and a silane compound, 1 to 20% by weight of an aqueous or oil-based perfume, and 1 to 10% by weight of a photopolymerization initiator. Contains%
본 발명의 광경화형 방향성 UV 몰딩 수지 조성물에서 수지 혼합물은 광경화 형태의 유기 중합체 및 나노 사이즈의 무기물을 이용한 하이브리드 다관능 아크릴레이티드 모노머를 제조한 후 방향성 향료를 첨가하여 방향성을 띄는 UV 몰딩 수지 조성물로서 무기 산화물입자 및 파우더 상태의 무기 산화물 입자, 경화성 결합 전구체, 가교화성 실란 화합물을 함유시키고, 특히 상기 경화성 결합제 전구체로 폴리(옥시-1,2-에텐디엘) (poly(oxy-1,2-ethanediyl)), 헥산디올 디아크릴레이트(1,6-Hexanediol Diacrylate), 테트라하이드로푸어프릴 아크릴레이트 (Tetrahydrofurfuryl Acrylate), 타에리스리톨 테트라아크릴레이트(PE(EO)nTTA) 및 폴리에틸렌글리콜 디아크릴레이트(polyethyleneglycol diacrylate) 등의 아크릴레이트 모노머 및 올리고머를 1종 이상 선택 사용하여 제조한다. In the photocurable aromatic UV molding resin composition of the present invention, the resin mixture is a hybrid UV functional resin monomer prepared using a photocurable organic polymer and a nano-sized inorganic material, and then aromatic fragrance is added by adding aromatic fragrance. As an inorganic oxide particle and an inorganic oxide particle in powder form, a curable bonding precursor, a crosslinkable silane compound, and especially the curable binder precursor, poly (oxy-1,2-ethenediel) (poly (oxy-1,2- ethanediyl)), hexanediol diacrylate, tetrahydrofurfuryl acrylate (Tetrahydrofurfuryl acrylate), taerythritol tetraacrylate (PE (EO) nTTA) and polyethyleneglycol diacrylate Acrylate monomers and oligomers, such as), are selected and used for production.
또한 콜로이드 상태 무기물 입자들 및 나노사이즈의 무기물들은 유기물 매트릭스에 잘 분포되기 때문에 콜로이드 엉김을 발생시키지 않고 분산성이 우수하고, 휨 현상이 발생하지 않으며 친환경적이고, 경제적이며 내오염성 및 내마모성 등 기계적 물성이 우수하여 각종 플라스틱 기재의 키패드 및 장식무늬 층으로 유용하게 사용할 수 있는 UV 몰딩 수지 조성물을 제조할 수 있다.In addition, since colloidal inorganic particles and nano-sized inorganic materials are well distributed in the organic matrix, they are excellent in dispersibility without generating colloidal entanglement, do not cause warpage, and are environmentally friendly, economical, and have good mechanical properties such as pollution and abrasion resistance. It is excellent in producing a UV molding resin composition that can be usefully used as a keypad and a decorative pattern layer of various plastic substrates.
본 발명의 광경화형 방향성 UV 몰딩 수지 조성물에서 나노 파우더형태 및 콜로이드성 무기 산화물입자와 경화성 결합제 전구체 및 가교화성 실란화합물을 포함하는 수지 혼합물에서 상기 파우더형태 및 콜로이드성 무기 산화물입자 5~60 중량부를 함유하며 평균입경은 5nm 내지 100nm의 입자이다. 상기 경화성 결합제 전구체는 5∼90 중량부의 양으로 함유하는 것이 특징이다. 5 to 60 parts by weight of the powder form and colloidal inorganic oxide particles in the resin mixture containing nano-powder and colloidal inorganic oxide particles, a curable binder precursor and a crosslinkable silane compound in the photocurable directional UV molding resin composition of the present invention The average particle diameter is 5nm to 100nm particles. The curable binder precursor is characterized by containing in an amount of 5 to 90 parts by weight.
이와 같은 본 발명을 더욱 상세히 설명하면 다음과 같다.Hereinafter, the present invention will be described in detail.
본 발명에서 사용하는 콜로이드성 무기 산화물은 입자, 분말 및 용액 중 산화물이 포함되면서 사용하는 콜로이드성 무기 산화물은 평균입경이 약 5 ㎚ 내지 약 100 ㎚의 입자이다. 콜로이드성 무기 산화물의 입경이 5 ㎚ 미만이면 지나치게 미세하여 작업성이 나쁘고 100 ㎚를 초과하면 하드코트 조성물 내에 입자의 분산이 어려워 광학적으로 평활하고 투명한 표면을 가질 수 없다. 상기 콜로이드성 무기 산화물로는 대표적으로는 실리카가 사용될 수 있으며, 콜로이드성 티타니아, 콜로이드성 알루미나, 콜로이드성 안티몬 옥사이드, 콜로이드성 틴 옥사이드 또는 그외 혼합물이 사용될 수 있다. The colloidal inorganic oxide used in the present invention is a particle having a mean particle size of about 5 nm to about 100 nm while the colloidal inorganic oxide used while the particles, powders and oxides in the solution are included. If the particle diameter of the colloidal inorganic oxide is less than 5 nm, it is too fine to have poor workability. If the particle size of the colloidal inorganic oxide is greater than 100 nm, dispersion of the particles in the hard coat composition is difficult, so that an optically smooth and transparent surface cannot be obtained. Silica may be used as the colloidal inorganic oxide, and colloidal titania, colloidal alumina, colloidal antimony oxide, colloidal tin oxide, or other mixtures may be used.
본 발명을 수행하는데 유용한 졸은 본 발명의 기술 분야에서 잘 알려진 방법에 의해 제조할 수 있으며, 적합한 졸은 시판 품을 이용할 수도 있다. 수용액 중에 졸로서 분산된 콜로이드성 실리카는 상품명 ' LUDOX '(미국, 위스콘신, 밀워키 소재의 알드리치 케미칼 컴퍼니 제품)로 시판되는 것을 이용할 수 있다. 그의 예로는 Ludox HS-40, HS-30, TM, SM, AM, LS, AS, CL-X, SK, TMA, PG, CL, CL-P, DM, FM 5~100nm 의 평균입경을 가지는 것이 바람직하다.Sols useful for carrying out the invention may be prepared by methods well known in the art, and suitable sols may use commercially available products. Colloidal silica dispersed as an sol in aqueous solution may be commercially available under the trade name 'LUDOX' (Aldrich Chemical Company, Milwaukee, WI). Examples include Ludox HS-40, HS-30, TM, SM, AM, LS, AS, CL-X, SK, TMA, PG, CL, CL-P, DM, FM with an average particle diameter of 5-100 nm. desirable.
본 발명에서는 특허 출원 10-2008-0131004호의 식물성 기름의 이중결합을 에폭시화하여 에폭시화된 콩기름(Epoxidized Soy-bean Oil, ESO)을 이용하여 다중 아크릴레이티드 에스테르 모노머를 합성한 제품 등도 사용할 수 있다.In the present invention, a product obtained by synthesizing the double bond of the vegetable oil of Patent Application No. 10-2008-0131004 using epoxidized Soy-bean Oil (ESO) may be used. .
본 발명에서, 경화성 결합 전구체로 특허 출원 10-2008-0131004호의 식물성 광경화 조성물 및 방향족, 지방족 우레탄 아크릴레이트, 에폭시아크릴레이트, 폴리에스터 아크릴레이트 올리고머 및 아크릴레이트 모노머를 2관능부터 15관능 등을 적절히 선택하여 사용할 수 있으며, 이들 아크릴레이트올리고머 및 아크릴레이트모노머등을 혼합하여 사용할 수 있다. 아크릴모노머로서는 폴리(옥시-1,2-에텐디엘) (poly(oxy-1,2-ethanediyl)), 헥산디올 디아크릴레이트(1,6-Hexanediol Diacrylate), 디펜타에리스리톨 헥사아크릴레이트(Dipentaerythritol Hexaacrylate), 펜타에리스리톨 테트라아크릴레이트(PE(EO)nTTA), 폴리에틸렌글리콜 디아크릴레이트(polyethylene glycol diacrylate 등을 일부 추가하여 사용할 수도 있다. 이때 추가하는 상기 성분들의 사용량은 본 발명의 경화성 결합제 전구체로서 식물성 기름을 에폭시화하여 에폭시화된 콩기름(Epoxidized Soy-bean Oil, ESO) 을 이용한 다중 아크릴레이티드 에스테를르모노머, 폴리(옥시-1,2-에텐디엘) (poly(oxy-1,2-ethanediyl)), 헥산디올 디아크릴레이트 (1,6-Hexanediol Diacrylate) 디펜타에리스리톨 헥사아크릴레이트(Dipentaerythritol Hexaacrylate), 펜타에리스리톨 테트라아크릴레이트(PE(EO)nTTA), 폴리에틸렌글리콜 디아크릴레이트(poly ethylene glycol diacrylate), 테트라하이드로푸어프릴 아크릴레이트 (Tetrahydrofurfuryl Acrylate) 또는 방향족, 지방족 우레탄 아크릴레이트 올리고머등 2관능부터 15관능 이들 혼합물의 사용량과는 별도로 콜로이드성 무기 산화물입자 100중량부에 대해 5∼50중량부로 사용하고 천연물 추출 향료 및 인공향료(합성향료)를 사용하여 향기나는 UV몰딩 수지를 만들 수 있다. 본 발명은 경화성 결합 전구체 및 향료를 사용함으로써 치수안정성, 수지의 악취 냄새 등 물성 및 환경적인 작업성 부분을 크게 개선하며 향기 기능성을 추가한 하드코트 층을 얻을 수 있다.In the present invention, as a curable bonding precursor, the vegetable photocurable composition of Patent Application No. 10-2008-0131004 and the aromatic, aliphatic urethane acrylate, epoxy acrylate, polyester acrylate oligomer and acrylate monomer are suitably used for bifunctional to 15 functional. It can select and use, These acrylate oligomer, acrylate monomer, etc. can be mixed and used. As the acrylic monomer, poly (oxy-1,2-ethanediyl), hexanediol diacrylate, 1,6-Hexanediol Diacrylate, dipentaerythritol hexaacrylate (Dipentaerythritol Hexaacrylate) ), Pentaerythritol tetraacrylate (PE (EO) nTTA), polyethylene glycol diacrylate may be used in addition, etc. The amount of the above added components is vegetable oil as the curable binder precursor of the present invention. Polyacrylated Esterolmonomer, Poly (oxy-1,2-ethenediel) Using Epoxidized Soy-bean Oil (ESO) ), Hexanediol diacrylate (1,6-Hexanediol Diacrylate) dipentaerythritol hexaacrylate, pentaerythritol tetraacrylate (PE (EO) nTTA), polyethylene glycol diacrylate 5 to 100 parts by weight of colloidal inorganic oxide particles apart from the amount of the bifunctional to 15 functional mixtures such as polyethylene glycol diacrylate, tetrahydrofurfuryl acrylate or aromatic or aliphatic urethane acrylate oligomer It can be used at -50 parts by weight and can be used to produce a fragrant UV molding resin using natural extracting fragrance and artificial fragrance (synthetic fragrance) The present invention uses the curable bonding precursor and the fragrance to improve the physical properties such as dimensional stability, odor smell of the resin and A hard coat layer can be obtained which greatly improves the environmental workability and adds fragrance functionality.
본 발명의 광경화형 방향성 UV 몰딩 수지 조성물은 콜로이드성 무기 산화물 내에서 입자의 분산성을 증진시키기 위해 사용하는 가교화성 실란화합물을 3∼20 중량부 함유하는 것이 바람직하며, 만일 그 함유량이 3 중량부 미만이면 분산성 및 부착성이 저하되며, 20 중량부를 초과하면 이를 적용한 하드코트층의 내마모성 특성 및 표면의 백화로 인해 물성이 저하되는 문제가 있다. 상기 가교성 실란 화합물은 가수분해성 실란 잔기 및 실란 잔기 이외의 중합성 잔기를 함유하는 것으로, 메틸트리메톡시실란, 디메틸메톡시실란, 3-아미노프로필트리에톡시실란, 3-아미노프로필디에톡시메틸실란, 3-아미노프로필트리메톡시실란 , 비닐트리스(β-메톡시)실란, 비닐트리스(2-메톡시에톡시)실란, N-(2-아미노에틸)-3-아미노프로필트리메톡시실란 등과 알콕시 작용기가 치환된 실리콘 등이 있다.It is preferable that the photocurable directional UV molding resin composition of this invention contains 3-20 weight part of crosslinkable silane compounds used in order to improve the dispersibility of particle | grains in a colloidal inorganic oxide, and if the content is 3 weight part If it is less than the dispersibility and adhesion is lowered, if it exceeds 20 parts by weight there is a problem that the physical properties due to the wear resistance characteristics and the whitening of the surface of the hard coat layer is applied. The crosslinkable silane compound contains a hydrolyzable silane moiety and a polymerizable moiety other than the silane moiety, and may be methyltrimethoxysilane, dimethylmethoxysilane, 3-aminopropyltriethoxysilane, or 3-aminopropyl diethoxymethyl. Silane, 3-aminopropyltrimethoxysilane, vinyltris (β-methoxy) silane, vinyltris (2-methoxyethoxy) silane, N- (2-aminoethyl) -3-aminopropyltrimethoxysilane And silicon substituted with an alkoxy functional group.
본 발명의 광경화형 방향성 UV 몰딩 수지 조성물에서 경화를 돕기 위하여 조성물에 광중합개시제가 첨가된다. 적합한 광중합개시제의 예로는 유기 과산화물, 아조 화합물, 퀴논, 니트로소 화합물, 아실 할라이드, 히드라존, 메르캅토 화합물, 피릴륨 화합물, 이미다졸, 클로로트리아진, 벤조인, 벤조인 알킬 에테르, 디케톤, 페논, 및 이의 혼합물을 들 수 있다. 또 벤조인메틸에테르, 벤조인이소프로필에테르 등의 벤조인에테르, 아니솔메틸에테르 등의 치환 벤조인에테르, 2,2-디에톡시아세토페논, 2,2-디메톡시-2-페닐아세토페논 등의 치환 아세토페논, 1-하이드록시-시클로헥실-페닐-케톤, 2-메틸-2-하이드록시프로피오페논 등의 치환 α-케톨, 2-나프탈렌설포닐클로라이드 등의 방향족 설포닐클로라이드, 1-페닐-1,1-프로판디온-2-(o-에톡시카보닐)-옥심 등의 광 활성 옥심 등을 사용할 수 있다. 적합한 광중합개시제의 또 다른 예가 미국 특허 제 4,735,632 호에 개시되어 있다.A photopolymerization initiator is added to the composition to aid in curing in the photocurable aromatic UV molding resin composition of the present invention. Examples of suitable photopolymerization initiators include organic peroxides, azo compounds, quinones, nitroso compounds, acyl halides, hydrazones, mercapto compounds, pyryllium compounds, imidazoles, chlorotriazines, benzoin, benzoin alkyl ethers, diketones, Phenones, and mixtures thereof. Substituted benzoin ethers such as benzoin ethers such as benzoin methyl ether and benzoin isopropyl ether, anisole methyl ether, 2,2-diethoxy acetophenone, 2,2-dimethoxy-2-phenylacetophenone and the like Aromatic sulfonyl chlorides, such as substituted α-ketols such as substituted acetophenone, 1-hydroxycyclohexyl-phenyl-ketone, and 2-methyl-2-hydroxypropiophenone, and 2-naphthalenesulfonyl chloride Optically active oximes such as phenyl-1,1-propanedione-2- (o-ethoxycarbonyl) -oxime and the like can be used. Another example of a suitable photopolymerization initiator is disclosed in US Pat. No. 4,735,632.
본 발명의 광경화형 방향성 UV 몰딩 수지 조성물에서 수성 또는 유성형 방향제로는 천연향료 및 인공향료를 사용할 수 있으며, 이로는 수용성 향료 및 유용성 향료, 유화향료, 분말향료를 들 수 있다.In the photocurable aromatic UV molding resin composition of the present invention, natural or artificial flavors may be used as the aqueous or oil-based perfume, and examples thereof include water-soluble and oil-soluble flavors, emulsifying flavors, and powdered flavorings.
본 발명에 따른 광경화형 방향성 UV 몰딩 수지 조성물을 다양한 플라스틱 기재에 금형 위에서의 몰딩 형태 및 그라비아 코팅, 커튼코팅, 실크스크린코팅, 롤 코팅, 바코팅, 딥 코팅, 플로우 코팅, 스프레이 코팅 등의 방식으로 코팅한 후 조성물이 무용제 형태로 사용시 건조가 필요 없이 플라스틱 기판 위에 코팅한 후 350∼1000 mJ/㎠의 자외선 광량을 기판 위에 조사시켜 경화하여 향기나는 UV 몰딩 수지 조성물을 이용한 성형된 필름 등을 제조할 수 있다. 이때 플라스틱 기재는 폴리 에스테르, 스티렌-부타디엔 공중합체, 폴리 스티렌, 폴리이미드, 폴리 아미드, 폴리 설호네이트, 폴리 카보네이트, 폴리 메틸메타아크릴레이트, 폴리 염화비닐, 폴리에틸렌, 폴리 프로필렌, 변성 폴리페닐렌옥사이드, 이들의 폴리머 블랜드, 이들의 공중합체, 페놀수지, 에폭시 수지, 에이시에스 수지 및 폴리메틸메타아클릴-폴리 카보네이트로 이루어진 공중합물중에서 선택된 하나 이상의 다층으로 형성된 것이다.The photocurable directional UV molding resin composition according to the present invention is molded on various plastic substrates in the form of molding and gravure coating, curtain coating, silk screen coating, roll coating, bar coating, dip coating, flow coating, spray coating, etc. After coating, the composition is coated on a plastic substrate without drying when the composition is used in a solvent-free form, and then cured by irradiating UV light of 350 to 1000 mJ / ㎠ on the substrate to form a molded film using a fragrant UV molding resin composition. Can be. At this time, the plastic substrate may be polyester, styrene-butadiene copolymer, polystyrene, polyimide, polyamide, poly sulfonate, polycarbonate, poly methylmethacrylate, polyvinyl chloride, polyethylene, polypropylene, modified polyphenylene oxide, At least one multilayer selected from polymer blends thereof, copolymers thereof, phenol resins, epoxy resins, acetate resins, and copolymers consisting of polymethylmethacryl-polycarbonate.
이하 본 발명의 이해를 돕기 위하여 바람직한 실시예 및 시험예를 다음에 기재한다. 다음에 기재하는 실시예 및 시험예는 본 발명을 예시하는 것이므로 본 발명의 범위는 다음의 실시예에 의해 한정되지 아니한다.
Hereinafter, preferred examples and test examples are described in order to help the understanding of the present invention. The following Examples and Test Examples are intended to illustrate the invention, so the scope of the invention is not limited by the following examples.
실시예Example 1 One
본 출원인인 이피캠텍(주)의 10-2008-0131004호 특허출원의 발명에 의한 아크릴레이티드 조성물 또는 UV 광경화형 아크릴레이티드 모노머 또는 우레탄아클릴레이트 65 중량%, 무기산화물인 수분산 실리카 졸( AS-40, Grace. Co.) 25 중량%, 실란 화합물(3-methacrylocxa propyltrimethoxy silane, DOW Corning Co.) 10 중량%를 70℃에서 진공 감압하여 물과 메탄올을 제거하면서 반응을 완결시켜 광경화형 하드코팅 조성물을 제조하였다.
65 wt% of the acrylate composition or UV photocurable acrylate monomer or urethane acrylate according to the invention of EP-Camtec Co., Ltd. Patent Application No. 10-2008-0131004, water-soluble silica sol which is an inorganic oxide ( AS-40, Grace. Co.) 25% by weight, 10% by weight of the silane compound (3-methacrylocxa propyltrimethoxy silane, DOW Corning Co.) by vacuum decompression at 70 ℃ to remove the water and methanol to complete the reaction The coating composition was prepared.
실시예Example 2 2
미원상사의 광경화 아크릴 모노머 헥산디올 디아크릴레이트(1,6-Hexanediol Diacrylate) 28 중량%, 디펜타에리스리톨 헥사아크릴레이트(Dipentaerythritol Hexaacrylate ) 17 중량%, 펜타에리스리톨 테트라아크릴레이트(PE(EO)nTTA) 15 중량%, SK사이텍 제품 UP-093 25 중량%, EB 600 15 중량%로 광경화형 하드코팅 조성물을 제조하였다.
Miwon Corporation's photocurable acrylic monomer hexanediol diacrylate (28 wt%), dipentaerythritol hexaacrylate (17 wt%), pentaerythritol tetraacrylate (PE (EO) nTTA) Photocurable hard coating composition was prepared in 15% by weight, 25% by weight of SK-Scitec UP-093, and 15% by weight of EB 600.
실시예Example 3: 천연추출물을 이용한 3: using natural extracts UVUV 몰딩 수지 조성물 제조 Molding resin composition preparation
실시예 1에서 수득된 조성물 30 중량%, 지방족 우레탄 아크릴레이트 60 중량% 및 광경화제(Igacure 184, Ciba 5 중량%를 상온에서 2시간 교반하면서 천연추출물(천연향료) 5 중량% 을 천천히 적가하면서 2 시간 동안 교반 후 생성물을 수득하였다. 이렇게 제조된 방향성을 가지는 UV몰딩 수지 조성물의 액상은 무색투명한 용액이었다.
30% by weight of the composition obtained in Example 1, 60% by weight of an aliphatic urethane acrylate and 5% by weight of a photocuring agent (Igacure 184, Ciba 5%) at room temperature while slowly adding dropwise 5% by weight of a natural extract (natural fragrance) 2 The product was obtained after stirring for a time The liquid phase of the aromatic UV molding resin composition thus prepared was a colorless transparent solution.
실시예Example 4: 합성향료(인공향료)를 이용한 4: using synthetic fragrance UVUV 몰딩 수지 조성물 제조 Molding resin composition preparation
실시예 1에서 수득된 조성물 30 중량%, 지방족 우레탄 아크릴레이트 60 중량% 및 광경화제(Igacure 184, Ciba 5 중량%를 상온에서 2 시간 동안 교반하면서 합성향료(인공향료) 5 중량% 를 천천히 적가하면서 2 시간 동안 교반 후 생성물을 수득하였다. 이렇게 제조된 방향성을 가지는 UV 몰딩 수지 조성물의 액상은 무색투명한 용액이었다.
30% by weight of the composition obtained in Example 1, 60% by weight of aliphatic urethane acrylate and 5% by weight of a photocuring agent (Igacure 184, Ciba 5% by weight) were slowly added dropwise while stirring the mixture at room temperature for 2 hours. The product was obtained after stirring for 2 hours The liquid phase of the aromatic UV molding resin composition thus prepared was a colorless transparent solution.
실시예Example 5: 천연추출물을 이용한 5: using natural extracts UVUV 몰딩 수지 조성물 제조 Molding resin composition preparation
실시예 2에서 수득된 조성물 30 중량%, 지방족 우레탄 아크릴레이트 60 중량% 및 광경화제(Igacure 184, Ciba 5 중량%를 상온에서 2 시간 동안 교반하면서 천연추출물(천연향료) 5 중량%을 천천히 적가하면서 2 시간 동안 교반 후 생성물을 수득하였다. 이렇게 제조된 방향성을 가지는 UV몰딩 수지 조성물의 액상은 무색투명한 용액이었다.
30% by weight of the composition obtained in Example 2, 60% by weight of the aliphatic urethane acrylate and 5% by weight of the natural extract (natural flavor) were slowly added dropwise while stirring the light curing agent (Igacure 184, Ciba 5% by weight at room temperature for 2 hours. The product was obtained after stirring for 2 hours The liquid phase of the aromatic UV molding resin composition thus prepared was a colorless transparent solution.
실시예Example 6: 합성향료(인공향료)를 이용한 6: using synthetic fragrance UVUV 몰딩 수지 조성물 제조 Molding resin composition preparation
실시예 2에서 수득된 조성물 30 중량%, 지방족 우레탄 아크릴레이트 60 중량% 및 광경화제(Igacure 184, Ciba 5 중량%를 상온에서 2 시간 교반하면서 합성향료(인공향료) 5 중량% 를 천천히 적가하면서 2 시간 동안 교반 후 생성물을 수득하였다. 이렇게 제조된 방향성을 가지는 UV 몰딩 수지 조성물의 액상은 무색투명한 용액이었다.
30% by weight of the composition obtained in Example 2, 60% by weight of aliphatic urethane acrylate and 5% by weight of a photocuring agent (Igacure 184, Ciba 5% at room temperature with stirring for 2 hours while slowly dropwise adding 2 The product was obtained after stirring for a time The liquid phase of the aromatic UV molding resin composition thus prepared was a colorless transparent solution.
실시예Example 7 7
실시예 3의 상기 방향 광경화 조성물을 금형 위에 도포 후 폴리카보네이트(P.C)을 덮은 후 몰딩방식에 의해 코팅한 후 건조 구간 없이 고압수은램프(주식회사 리트젠 제품을 사용) 700 mJ/㎤ 광량의 자외선을 조사하여 방향 시트 및 필름을 제조하였다.After applying the directional photocurable composition of Example 3 on a mold, covered with polycarbonate (PC) and then coated by a molding method, a high-pressure mercury lamp (using litzen Co., Ltd.) 700 mJ / cm 3 light Was irradiated to prepare an aromatic sheet and a film.
본 실시예에 따라 제조된 방향 시트의 막 경도는 연필경도 측정법에 의해(ASTM D3502) H, 투명도는 UV 포토메터(Simazu Co.)를 이용하여 가시광선(550nm)영역에서 90.2% 투과로 측정되었다. 헤이즈 현상은 발생하지 않았다.
The film hardness of the aromatic sheet prepared according to the present Example was measured by pencil hardness method (ASTM D3502) H, and the transparency was measured at 90.2% transmission in the visible light (550 nm) region using a UV photometer (Simazu Co.). . No haze phenomenon occurred.
실시예Example 8 8
실시예 4의 상기 방향 광경화 조성물을 금형위에 도포 후 폴리카보네이트(P.C)을 덮은 후 몰딩방식에 의해 코팅한 후 건조 구간 없이 고압수은램프 (주식회사 리트젠 제품을 사용)700 mJ/㎤ 광량의 자외선을 조사하여 방향 시트 및 필름을 제조하였다. After applying the directional photocurable composition of Example 4 on a mold and then covered by polycarbonate (PC) and coated by a molding method, a high-pressure mercury lamp (using litzen Co., Ltd.) 700 mJ / cm 3 light Was irradiated to prepare an aromatic sheet and a film.
본 실시예에 따라 제조된 방향 시트의 막 경도는 연필경도 측정법에 의해(ASTM D3502) H, 투명도는 UV 포토메터(Simazu Co.)를 이용하여 가시광선(550nm)영역에서 90.6% 투과로 측정되었다. 헤이즈 현상은 발생하지 않았다.
The film hardness of the aromatic sheet prepared according to the present Example was measured by pencil hardness method (ASTM D3502) H, and the transparency was measured as 90.6% transmission in the visible light (550 nm) region using a UV photometer (Simazu Co.). . No haze phenomenon occurred.
실시예Example 9 9
실시예 5의 상기 방향 광경화 조성물을 금형 위에 도포 후 폴리카보네이트(P.C)을 덮은 후 몰딩방식에 의해 코팅한 후 건조 구간 없이 고압수은램프 (주식회사 리트젠 제품을 사용) 700 mJ/㎤ 광량의 자외선을 조사하여 방향 시트 및 필름을 제조하였다.After applying the directional photocurable composition of Example 5 on a mold and then covered by polycarbonate (PC) and coated by a molding method, a high-pressure mercury lamp (using Litzen Co., Ltd.) 700 mJ / ㎠ Was irradiated to prepare an aromatic sheet and a film.
본 실시예에 따라 제조된 방향 시트의 막 경도는 연필경도 측정법에 의해(ASTM D3502) H, 투명도는 UV 포토메터(Simazu Co.)를 이용하여 가시광선(550nm)영역에서 88.7% 투과로 측정되었다. 헤이즈 현상은 발생하지 않았다.
The film hardness of the aromatic sheet prepared according to the present Example was measured by pencil hardness method (ASTM D3502) H, and the transparency was measured to be 88.7% transmission in visible light (550 nm) region using a UV photometer (Simazu Co.). . No haze phenomenon occurred.
실시예Example 10 10
실시예 6의 상기 방향 광경화 조성물을 금형 위에 도포 후 폴리카보네이트(P.C)을 덮은 후 몰딩방식에 의해 코팅한 후 건조 구간 없이 고압수은램프 (주식회사 리트젠 제품을 사용) 700 mJ/㎤ 광량의 자외선을 조사하여 방향 시트 및 필름을 제조하였다.After applying the directional photocurable composition of Example 6 to the mold and then covered by polycarbonate (PC) and then coated by a molding method, a high-pressure mercury lamp (using litzen Co., Ltd.) 700 mJ / cm 3 light Was irradiated to prepare an aromatic sheet and a film.
본 실시예에 따라 제조된 방향 시트의 막 경도는 연필경도 측정법에 의해(ASTM D3502) H, 투명도는 UV 포토메터(Simazu Co.)를 이용하여 가시광선(550nm)영역에서 90.3% 투과로 측정되었다. 헤이즈 현상은 발생하지 않았다.
The film hardness of the aromatic sheet prepared according to the present Example was measured by pencil hardness method (ASTM D3502) H, and the transparency was measured by 90.3% transmission in the visible light (550 nm) region using a UV photometer (Simazu Co.). . No haze phenomenon occurred.
실시예Example 11: 천연추출물을 이용한 11: using natural extracts UVUV 몰딩 수지 조성물 제조 Molding resin composition preparation
실시예 1에서 수득된 조성물 30 중량%, 지방족 우레탄 아크릴레이트 40 중량%, 3 관능 이상의 아크릴모노머 20 중량%를 상온에서 2시간 동안 교반하면서 천연추출물(천연향료)을 천천히 적가하면서 2 시간 동안 교반 후 생성물을 수득하였다. 이렇게 제조된 방향성을 가지는 UV 몰딩 수지 조성물의 액상은 무색투명한 용액이었다.
30% by weight of the composition obtained in Example 1, 40% by weight of aliphatic urethane acrylate, 20% by weight of a trifunctional or higher functional acrylic monomer was stirred at room temperature for 2 hours, followed by stirring for 2 hours while slowly adding a natural extract (natural flavor). The product was obtained. The liquid phase of the aromatic UV molding resin composition thus prepared was a colorless transparent solution.
실시예Example 12: 천연추출물을 이용한 12: using natural extracts UVUV 몰딩 수지 조성물 제조 Molding resin composition preparation
실시예 1에서 수득된 조성물 30 중량%, 지방족 우레탄 아크릴레이트 40 중량%, 2 관능 아크릴모노머 20 중량%를 상온에서 2시간 동안 교반하면서 천연추출물(천연향료)을 천천히 적가하면서 2 시간 동안 교반 후 생성물을 수득하였다. 이렇게 제조된 방향성을 가지는 UV 몰딩 수지 조성물의 액상은 무색투명한 용액이었다.
30% by weight of the composition obtained in Example 1, 40% by weight of an aliphatic urethane acrylate, 20% by weight of a bifunctional acrylic monomer was stirred at room temperature for 2 hours while stirring slowly for 2 hours while slowly adding a natural extract (natural flavor) to the product. Obtained. The liquid phase of the aromatic UV molding resin composition thus prepared was a colorless transparent solution.
실시예Example 13 13
실시예 11의 방향 광경화 조성물 95중량%, 광경화제(Igacure 184, Ciba Geigy Co.) 5 중량%를 첨가하여 광경화형 방향성 UV 몰딩 수지 조성물을 제조하였다.95 wt% of the aromatic photocurable composition of Example 11 and 5 wt% of a photocuring agent (Igacure 184, Ciba Geigy Co.) were added to prepare a photocurable aromatic UV molding resin composition.
상기 방향 광경화 조성물을 금형 위에 도포 후 폴리카보네이트(P.C)를 덮은 후 몰딩방식에 의해 코팅한 후 건조 구간 없이 고압수은램프 (주식회사 리트젠 제품을 사용) 700 mJ/㎤ 광량의 자외선을 조사하여 방향 시트 및 필름을 제조하였다.After coating the directional photocurable composition on a mold, and then covered by polycarbonate (PC) and coated by a molding method, the high-pressure mercury lamp (using litzen Co., Ltd.) 700 mJ / ㎝ irradiated with a UV light quantity direction Sheets and films were prepared.
본 실시예에 따라 제조된 방향 시트의 막 경도는 연필경도 측정법에 의해(ASTM D3502) H, 투명도는 UV포토메터(Simazu Co.)를 이용하여 가시광선(550nm)영역에서 90.2% 투과로 측정되었다. 헤이즈 현상은 발생하지 않았다.
The film hardness of the aromatic sheet prepared according to the present Example was measured by pencil hardness method (ASTM D3502) H, and the transparency was measured at 90.2% transmission in the visible light (550 nm) region using a UV photometer (Simazu Co.). . No haze phenomenon occurred.
실시예Example 14 14
실시예 12의 방향 광경화 조성물 95중량%, 광경화제(Igacure 184, Ciba Geigy Co.) 5 중량%를 첨가하여 광경화형 방향성 UV 몰딩 수지 조성물을 제조하였다.95 wt% of the aromatic photocurable composition of Example 12 and 5 wt% of a photocuring agent (Igacure 184, Ciba Geigy Co.) were added to prepare a photocurable aromatic UV molding resin composition.
상기 방향 광경화 조성물을 금형 위에 도포 후 폴리카보네이트(P.C)를 덮은 후 몰딩방식에 의해 코팅한 후 건조 구간 없이 고압수은램프 (주식회사 리트젠 제품을 사용) 700 mJ/㎤ 광량의 자외선을 조사하여 방향 시트 및 필름을 제조하였다.After coating the directional photocurable composition on a mold, and then covered by polycarbonate (PC) and coated by a molding method, the high-pressure mercury lamp (using litzen Co., Ltd.) 700 mJ / ㎝ irradiated with a UV light quantity direction Sheets and films were prepared.
본 실시예에 따라 제조된 방향 시트의 막 경도는 연필경도 측정법에 의해(ASTM D3502) H, 투명도는 UV포토메터(Simazu Co.)를 이용하여 가시광선(550nm)영역에서 90.4% 투과로 측정되었다. 헤이즈 현상은 발생하지 않았다.
The film hardness of the aromatic sheet prepared according to the present Example was measured by pencil hardness method (ASTM D3502) H, and the transparency was measured at 90.4% transmission in the visible light (550 nm) region using a UV photometer (Simazu Co.). . No haze phenomenon occurred.
실시예Example 15: 천연추출물을 이용한 15: using natural extracts UV몰딩 수지UV molding resin 조성물 제조 Composition manufacturing
실시예 1의 조성물 30 중량%, 지방족 우레탄 아크릴레이트 60 중량%, 광경화제(Igacure 184, Ciba 5중량%를 60℃에서 2시간 동안 교반하면서 천연추출물(천연향료) 5 중량% 을 천천히 적가하면서 2시간 동안 교반 후 생성물을 수득하였다. 이렇게 제조된 방향성을 가지는 UV몰딩 수지 조성물의 액상은 무색투명한 용액이었다.
30% by weight of the composition of Example 1, 60% by weight of an aliphatic urethane acrylate, 5% by weight of a photocuring agent (Igacure 184, Ciba 5% at 60 ° C. for 2 hours while slowly adding dropwise 5% by weight of a natural extract (natural flavor) The product was obtained after stirring for a time The liquid phase of the aromatic UV molding resin composition thus prepared was a colorless transparent solution.
실시예Example 16 16
실시예 15의 방향 광경화 조성물 95중량%, 광경화제(Igacure 184, Ciba Geigy Co.) 5 중량%를 첨가하여 광경화형 방향성 UV 몰딩 수지 조성물을 제조하였다.95 wt% of the aromatic photocurable composition of Example 15 and 5 wt% of a photocuring agent (Igacure 184, Ciba Geigy Co.) were added to prepare a photocurable aromatic UV molding resin composition.
상기 방향 광경화 조성물을 금형 위에 도포 후 폴리카보네이트(P.C)을 덮은 후 몰딩방식에 의해 코팅한 후 건조 구간 없이 고압수은램프 (주식회사 리트젠 제품을 사용) 700 mJ/㎤ 광량의 자외선을 조사하여 방향 시트 및 필름을 제조하였다.After coating the directional photocurable composition on a mold, and then covered with polycarbonate (PC) and coated by a molding method, a high-pressure mercury lamp (using Litsen Co., Ltd.) without drying section by irradiating UV light of 700 mJ / cm3 Sheets and films were prepared.
본 실시예에 따라 제조된 방향 시트의 막 경도는 연필경도 측정법에 의해(ASTM D3502) H, 투명도는 UV 포토메터(Simazu Co.)를 이용하여 가시광선(550nm)영역에서 90.3% 투과로 측정되었다. 헤이즈 현상은 발생하지 않았다.
The film hardness of the aromatic sheet prepared according to the present Example was measured by pencil hardness method (ASTM D3502) H, and the transparency was measured by 90.3% transmission in the visible light (550 nm) region using a UV photometer (Simazu Co.). . No haze phenomenon occurred.
시험예Test Example 1 One
상기 실시예에서 수득된 제품의 방향기간 및 물성 시험 결과는 다음 표 1 내지 3과 같다.
The aroma period and physical property test results of the product obtained in the above examples are shown in Tables 1 to 3 below.
(키패드 성형 시)Workability
(When molding the keypad)
지속 기간 (상 온)Direction after molding
Duration (at room temperature)
(IPA)Solvent resistance
(IPA)
불휘발분 함량Of coating composition
Nonvolatile content
(키패드 성형 시)Workability
(When molding the keypad)
지속 기간 (상 온)Direction after molding
Duration (at room temperature)
(IPA)Solvent resistance
(IPA)
불휘발분 함량Of coating composition
Nonvolatile content
(키패드 성형 시)Workability
(When molding the keypad)
지속 기간 (상 온)Direction after molding
Duration (at room temperature)
(IPA)Solvent resistance
(IPA)
불휘발분 함량Of coating composition
Nonvolatile content
위와 같이, 본 발명은 수지제품들을 물리적 또는 기계적 손상으로부터 보호하고 표면에 내마모성을 부가하고 방향성이 있어 향기나는 신개념의 복합코팅제라 할 수 있다.
As described above, the present invention may be referred to as a new concept of a composite coating agent that protects resin products from physical or mechanical damage, adds abrasion resistance to the surface, and is fragrant with aromaticity.
본 발명의 광경화형 방향성 UV 몰딩 수지 조성물은 휘발성 유기화합물을 포함하지 않으며 우수한 막 경도와 방향성을 갖추면서 동시에 헤이즈 현상 없고 투명성이 보장된 친환경 광경화형 방향 몰딩 수지 조성물로 각 분야에 널리 사용될 수 있으며, 특히 휴대폰 키패드, 휴대폰 윈도우 및 케이스 등 성형에 있어서 유용하게 사용될 수 있다.The photocurable directional UV molding resin composition of the present invention does not contain volatile organic compounds, and has excellent film hardness and directionality, and at the same time, it is widely used in various fields as an environment-friendly photocurable directional molding resin composition having no haze phenomenon and transparency. In particular, it can be usefully used in molding a cell phone keypad, a cell phone window and a case.
Claims (10)
상기 수지 혼합물이 콜로이드성 무기산화물 5 내지 60 중량부, 경화성 결합제 전구체 5 내지 90 중량부 및 실란 화합물 3 내지 20 중량부를 혼합하여 이루어진 것을 특징으로 하는 광경화형 방향성 UV 몰딩 수지 조성물.The method of claim 1,
Said resin mixture is 5 to 60 parts by weight of colloidal inorganic oxide, 5 to 90 parts by weight of the curable binder precursor, and 3 to 20 parts by weight of the silane compound, wherein the photocurable aromatic UV molding resin composition.
상기 콜로이드성 무기 산화물의 평균입경이 약 5 ㎚ 내지 약 1000 ㎚인 것을 특징으로 하는 광경화형 방향성 UV 몰딩 수지 조성물.The method of claim 1,
The photocurable aromatic UV molding resin composition, characterized in that the average particle diameter of the colloidal inorganic oxide is about 5 nm to about 1000 nm.
상기 콜로이드성 무기 산화물이 실리카, 콜로이드성 티타니아, 콜로이드성 알루미나, 콜로이드성 안티몬 옥사이드, 콜로이드성 틴 옥사이드 또는 그외 혼합물인 것을 특징으로 하는 광경화형 방향성 UV 몰딩 수지 조성물.The method of claim 1,
The colloidal inorganic oxide is a photocurable aromatic UV molding resin composition, characterized in that the silica, colloidal titania, colloidal alumina, colloidal antimony oxide, colloidal tin oxide or other mixtures.
상기 경화성 결합제 전구체가 헥산디올 디아크릴레이트(1,6-Hexanediol Diacrylate), 디펜타에리스리톨 헥사아크릴레이트(Dipentaerythritol Hexaacrylate ), 펜타에리스리톨 트리아크릴레이트(pentaerythritol Triacrylate) 및 폴리에틸렌글리콜 디아크릴레이트(polyethyleneglycol diacrylate), 테트라하이드로푸어프릴 아크릴레이트 (Tetrahydrofurfuryl Acrylate) 등으로 이루어진 아크릴레이트 군에서 1가지 이상 선택된 것을 특징으로 하는 광경화형 방향성 UV 몰딩 수지 조성물.The method of claim 1,
The curable binder precursor is hexanediol diacrylate (1,6-Hexanediol Diacrylate), dipentaerythritol hexaacrylate (Dipentaerythritol Hexaacrylate), pentaerythritol triacrylate (pentaerythritol Triacrylate) and polyethyleneglycol diacrylate, Photocurable aromatic UV molding resin composition, characterized in that at least one selected from the group consisting of acrylate consisting of tetrahydrofurfuryl acrylate (Tetrahydrofurfuryl Acrylate).
상기 실란 화합물이 메틸트리메톡시실란, 디메틸메톡시실란, 3-아미노프로필트리에톡시실란, 3-아미노프로필디에톡시메틸실란, 3-아미노프로필트리메톡시실란, 비닐트리스(β-메톡시)실란, 비닐트리스(2-메톡시에톡시)실란 또는 N-(2-아미노에틸)-3-아미노프로필트리메톡시실란인 것을 특징으로 하는 광경화형 방향성 UV 몰딩 수지 조성물.The method of claim 1,
The silane compound is methyltrimethoxysilane, dimethylmethoxysilane, 3-aminopropyltriethoxysilane, 3-aminopropyldiethoxymethylsilane, 3-aminopropyltrimethoxysilane, vinyltris (β-methoxy) It is silane, vinyl tris (2-methoxyethoxy) silane, or N- (2-aminoethyl) -3-aminopropyl trimethoxysilane, The photocurable aromatic UV molding resin composition characterized by the above-mentioned.
상기 광중합개시제가 유기 과산화물, 아조 화합물, 퀴논, 니트로소 화합물, 아실 할라이드, 히드라존, 메르캅토 화합물, 피릴륨 화합물, 이미다졸, 클로로트리아진, 벤조인, 벤조인 알킬 에테르, 디케톤, 페논, 벤조인메틸에테르, 벤조인이소프로필에테르, 아니솔메틸에테르, 2,2-디에톡시아세토페논, 2,2-디메톡시-2-페닐아세토페논, 1-하이드록시-시클로헥실-페닐-케톤, 2-메틸-2-하이드록시프로피오페논, 2-나프탈렌설포닐클로라이드 또는 1-페닐-1,1-프로판디온-2-(o-에톡시카보닐)-옥심인 등의 광 활성 옥심인 것을 특징으로 하는 광경화형 방향성 UV 몰딩 수지 조성물.The method of claim 1,
The photoinitiator is an organic peroxide, azo compound, quinone, nitroso compound, acyl halide, hydrazone, mercapto compound, pyryllium compound, imidazole, chlorotriazine, benzoin, benzoin alkyl ether, diketone, phenone, Benzoin methyl ether, benzoin isopropyl ether, anisole methyl ether, 2,2-diethoxyacetophenone, 2,2-dimethoxy-2-phenylacetophenone, 1-hydroxycyclohexyl-phenyl-ketone, Photoactive oximes such as 2-methyl-2-hydroxypropiophenone, 2-naphthalenesulfonylchloride or 1-phenyl-1,1-propanedione-2- (o-ethoxycarbonyl) -oxime Photocurable aromatic UV molding resin composition characterized in that.
상기 코팅 방법이 몰딩 형태 및 그라비아 코팅, 커튼코팅, 실크스크린코팅, 롤 코팅, 바코팅, 딥 코팅, 플로우 코팅 또는 스프레이 코팅 방법인 것을 특징으로 하는 방향성 성형 필름의 제조방법.The method of claim 8,
The coating method is a molding method and gravure coating, curtain coating, silk screen coating, roll coating, bar coating, dip coating, flow coating or spray coating method of producing a directional molded film, characterized in that.
상기 플라스틱 기재가 폴리 에스테르, 스티렌-부타디엔 공중합체, 폴리 스티렌, 폴리이미드, 폴리 아미드, 폴리 설호네이트, 폴리 카보네이트 , 폴리 메틸메타아크릴레이트, 폴리 염화비닐, 폴리에틸렌, 폴리 프로필렌, 변성 폴리페닐렌옥사이드, 이들의 폴리머 블랜드, 이들의 공중합체, 페놀수지, 에폭시 수지, 에이시에스 수지 및 폴리메틸메타아클릴-폴리 카보네이트로 이루어진 공중합물 중에서 선택된 하나 이상의 다층으로 형성된 것을 특징으로 하는 방향성 성형 필름의 제조방법.The method of claim 8,
The plastic substrate may be polyester, styrene-butadiene copolymer, polystyrene, polyimide, polyamide, poly sulfonate, polycarbonate, poly methylmethacrylate, polyvinyl chloride, polyethylene, polypropylene, modified polyphenylene oxide, A method for producing a directional molded film, characterized in that formed in at least one multilayer selected from polymer blends thereof, copolymers thereof, phenolic resins, epoxy resins, acetate resins, and polymethylmethacryl-polycarbonates.
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| KR101373887B1 (en) * | 2012-01-05 | 2014-03-12 | 조광페인트주식회사 | Method for manufacturing photo-curing type prepolymer compound |
| CN104059594A (en) * | 2014-06-27 | 2014-09-24 | 无锡市崇安区科技创业服务中心 | Seal gum for vehicles and preparation method of seal gum |
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| KR101373887B1 (en) * | 2012-01-05 | 2014-03-12 | 조광페인트주식회사 | Method for manufacturing photo-curing type prepolymer compound |
| CN104059594A (en) * | 2014-06-27 | 2014-09-24 | 无锡市崇安区科技创业服务中心 | Seal gum for vehicles and preparation method of seal gum |
| CN104059594B (en) * | 2014-06-27 | 2015-11-18 | 无锡市崇安区科技创业服务中心 | A kind of Automobile sealant and preparation method thereof |
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