JP7455910B2 - 接着剤組成物 - Google Patents
接着剤組成物 Download PDFInfo
- Publication number
- JP7455910B2 JP7455910B2 JP2022120644A JP2022120644A JP7455910B2 JP 7455910 B2 JP7455910 B2 JP 7455910B2 JP 2022120644 A JP2022120644 A JP 2022120644A JP 2022120644 A JP2022120644 A JP 2022120644A JP 7455910 B2 JP7455910 B2 JP 7455910B2
- Authority
- JP
- Japan
- Prior art keywords
- acrylate
- meth
- adhesive composition
- weight
- parts
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Active
Links
- 239000000853 adhesive Substances 0.000 title claims description 77
- 230000001070 adhesive effect Effects 0.000 title claims description 77
- 239000000203 mixture Substances 0.000 title claims description 63
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims description 84
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 claims description 47
- -1 acrylate compound Chemical class 0.000 claims description 28
- 230000003287 optical effect Effects 0.000 claims description 28
- 125000006850 spacer group Chemical group 0.000 claims description 21
- 125000001931 aliphatic group Chemical group 0.000 claims description 17
- 239000012788 optical film Substances 0.000 claims description 14
- 239000002245 particle Substances 0.000 claims description 13
- 239000002562 thickening agent Substances 0.000 claims description 11
- 239000000463 material Substances 0.000 claims description 6
- 125000003118 aryl group Chemical group 0.000 claims description 4
- 229910021485 fumed silica Inorganic materials 0.000 claims description 4
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 4
- 230000009477 glass transition Effects 0.000 claims description 3
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 31
- 239000000178 monomer Substances 0.000 description 13
- 238000000576 coating method Methods 0.000 description 11
- 239000002518 antifoaming agent Substances 0.000 description 10
- 230000000704 physical effect Effects 0.000 description 10
- 239000000377 silicon dioxide Substances 0.000 description 10
- 239000000126 substance Substances 0.000 description 10
- 239000010408 film Substances 0.000 description 9
- 239000011248 coating agent Substances 0.000 description 8
- 230000002209 hydrophobic effect Effects 0.000 description 8
- 238000000034 method Methods 0.000 description 8
- 150000001875 compounds Chemical class 0.000 description 7
- 125000000217 alkyl group Chemical group 0.000 description 6
- 230000000052 comparative effect Effects 0.000 description 6
- 238000005259 measurement Methods 0.000 description 6
- 229910002012 Aerosil® Inorganic materials 0.000 description 5
- 239000006087 Silane Coupling Agent Substances 0.000 description 5
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 5
- 239000003795 chemical substances by application Substances 0.000 description 5
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 4
- 230000005540 biological transmission Effects 0.000 description 4
- 125000000753 cycloalkyl group Chemical group 0.000 description 4
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 4
- 125000000524 functional group Chemical group 0.000 description 4
- 239000011521 glass Substances 0.000 description 4
- 239000010410 layer Substances 0.000 description 4
- 229920005862 polyol Polymers 0.000 description 4
- 150000003077 polyols Chemical class 0.000 description 4
- PSGCQDPCAWOCSH-UHFFFAOYSA-N (4,7,7-trimethyl-3-bicyclo[2.2.1]heptanyl) prop-2-enoate Chemical compound C1CC2(C)C(OC(=O)C=C)CC1C2(C)C PSGCQDPCAWOCSH-UHFFFAOYSA-N 0.000 description 3
- 125000004432 carbon atom Chemical group C* 0.000 description 3
- 230000008859 change Effects 0.000 description 3
- KBLWLMPSVYBVDK-UHFFFAOYSA-N cyclohexyl prop-2-enoate Chemical compound C=CC(=O)OC1CCCCC1 KBLWLMPSVYBVDK-UHFFFAOYSA-N 0.000 description 3
- 238000009826 distribution Methods 0.000 description 3
- 238000012423 maintenance Methods 0.000 description 3
- 239000000758 substrate Substances 0.000 description 3
- 238000012360 testing method Methods 0.000 description 3
- ZDQNWDNMNKSMHI-UHFFFAOYSA-N 1-[2-(2-prop-2-enoyloxypropoxy)propoxy]propan-2-yl prop-2-enoate Chemical compound C=CC(=O)OC(C)COC(C)COCC(C)OC(=O)C=C ZDQNWDNMNKSMHI-UHFFFAOYSA-N 0.000 description 2
- PAUHLEIGHAUFAK-UHFFFAOYSA-N 1-isocyanato-1-[(1-isocyanatocyclohexyl)methyl]cyclohexane Chemical compound C1CCCCC1(N=C=O)CC1(N=C=O)CCCCC1 PAUHLEIGHAUFAK-UHFFFAOYSA-N 0.000 description 2
- XDLMVUHYZWKMMD-UHFFFAOYSA-N 3-trimethoxysilylpropyl 2-methylprop-2-enoate Chemical compound CO[Si](OC)(OC)CCCOC(=O)C(C)=C XDLMVUHYZWKMMD-UHFFFAOYSA-N 0.000 description 2
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 2
- 239000004721 Polyphenylene oxide Substances 0.000 description 2
- DAKWPKUUDNSNPN-UHFFFAOYSA-N Trimethylolpropane triacrylate Chemical compound C=CC(=O)OCC(CC)(COC(=O)C=C)COC(=O)C=C DAKWPKUUDNSNPN-UHFFFAOYSA-N 0.000 description 2
- IAXXETNIOYFMLW-COPLHBTASA-N [(1s,3s,4s)-4,7,7-trimethyl-3-bicyclo[2.2.1]heptanyl] 2-methylprop-2-enoate Chemical compound C1C[C@]2(C)[C@@H](OC(=O)C(=C)C)C[C@H]1C2(C)C IAXXETNIOYFMLW-COPLHBTASA-N 0.000 description 2
- 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 description 2
- 125000003647 acryloyl group Chemical group O=C([*])C([H])=C([H])[H] 0.000 description 2
- 235000011037 adipic acid Nutrition 0.000 description 2
- 239000001361 adipic acid Substances 0.000 description 2
- 230000003190 augmentative effect Effects 0.000 description 2
- 230000001186 cumulative effect Effects 0.000 description 2
- 238000001723 curing Methods 0.000 description 2
- OIWOHHBRDFKZNC-UHFFFAOYSA-N cyclohexyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OC1CCCCC1 OIWOHHBRDFKZNC-UHFFFAOYSA-N 0.000 description 2
- 125000005442 diisocyanate group Chemical group 0.000 description 2
- 239000000839 emulsion Substances 0.000 description 2
- 238000011156 evaluation Methods 0.000 description 2
- 230000001747 exhibiting effect Effects 0.000 description 2
- 239000000945 filler Substances 0.000 description 2
- 229940119545 isobornyl methacrylate Drugs 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 229910001507 metal halide Inorganic materials 0.000 description 2
- 150000005309 metal halides Chemical class 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- 229920005906 polyester polyol Polymers 0.000 description 2
- 229920000570 polyether Polymers 0.000 description 2
- 229920001296 polysiloxane Polymers 0.000 description 2
- 239000011164 primary particle Substances 0.000 description 2
- 229910000077 silane Inorganic materials 0.000 description 2
- BPSIOYPQMFLKFR-UHFFFAOYSA-N trimethoxy-[3-(oxiran-2-ylmethoxy)propyl]silane Chemical compound CO[Si](OC)(OC)CCCOCC1CO1 BPSIOYPQMFLKFR-UHFFFAOYSA-N 0.000 description 2
- QNODIIQQMGDSEF-UHFFFAOYSA-N (1-hydroxycyclohexyl)-phenylmethanone Chemical compound C=1C=CC=CC=1C(=O)C1(O)CCCCC1 QNODIIQQMGDSEF-UHFFFAOYSA-N 0.000 description 1
- WYTZZXDRDKSJID-UHFFFAOYSA-N (3-aminopropyl)triethoxysilane Chemical compound CCO[Si](OCC)(OCC)CCCN WYTZZXDRDKSJID-UHFFFAOYSA-N 0.000 description 1
- MYWOJODOMFBVCB-UHFFFAOYSA-N 1,2,6-trimethylphenanthrene Chemical compound CC1=CC=C2C3=CC(C)=CC=C3C=CC2=C1C MYWOJODOMFBVCB-UHFFFAOYSA-N 0.000 description 1
- 229940008841 1,6-hexamethylene diisocyanate Drugs 0.000 description 1
- 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 description 1
- YMZIFDLWYUSZCC-UHFFFAOYSA-N 2,6-dibromo-4-nitroaniline Chemical compound NC1=C(Br)C=C([N+]([O-])=O)C=C1Br YMZIFDLWYUSZCC-UHFFFAOYSA-N 0.000 description 1
- GJKGAPPUXSSCFI-UHFFFAOYSA-N 2-Hydroxy-4'-(2-hydroxyethoxy)-2-methylpropiophenone Chemical compound CC(C)(O)C(=O)C1=CC=C(OCCO)C=C1 GJKGAPPUXSSCFI-UHFFFAOYSA-N 0.000 description 1
- FIOCEWASVZHBTK-UHFFFAOYSA-N 2-[2-(2-oxo-2-phenylacetyl)oxyethoxy]ethyl 2-oxo-2-phenylacetate Chemical compound C=1C=CC=CC=1C(=O)C(=O)OCCOCCOC(=O)C(=O)C1=CC=CC=C1 FIOCEWASVZHBTK-UHFFFAOYSA-N 0.000 description 1
- UHFFVFAKEGKNAQ-UHFFFAOYSA-N 2-benzyl-2-(dimethylamino)-1-(4-morpholin-4-ylphenyl)butan-1-one Chemical compound C=1C=C(N2CCOCC2)C=CC=1C(=O)C(CC)(N(C)C)CC1=CC=CC=C1 UHFFVFAKEGKNAQ-UHFFFAOYSA-N 0.000 description 1
- 125000006176 2-ethylbutyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(C([H])([H])*)C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 description 1
- LWRBVKNFOYUCNP-UHFFFAOYSA-N 2-methyl-1-(4-methylsulfanylphenyl)-2-morpholin-4-ylpropan-1-one Chemical compound C1=CC(SC)=CC=C1C(=O)C(C)(C)N1CCOCC1 LWRBVKNFOYUCNP-UHFFFAOYSA-N 0.000 description 1
- RIWRBSMFKVOJMN-UHFFFAOYSA-N 2-methyl-1-phenylpropan-2-ol Chemical compound CC(C)(O)CC1=CC=CC=C1 RIWRBSMFKVOJMN-UHFFFAOYSA-N 0.000 description 1
- KUDUQBURMYMBIJ-UHFFFAOYSA-N 2-prop-2-enoyloxyethyl prop-2-enoate Chemical compound C=CC(=O)OCCOC(=O)C=C KUDUQBURMYMBIJ-UHFFFAOYSA-N 0.000 description 1
- DOYKFSOCSXVQAN-UHFFFAOYSA-N 3-[diethoxy(methyl)silyl]propyl 2-methylprop-2-enoate Chemical compound CCO[Si](C)(OCC)CCCOC(=O)C(C)=C DOYKFSOCSXVQAN-UHFFFAOYSA-N 0.000 description 1
- LZMNXXQIQIHFGC-UHFFFAOYSA-N 3-[dimethoxy(methyl)silyl]propyl 2-methylprop-2-enoate Chemical compound CO[Si](C)(OC)CCCOC(=O)C(C)=C LZMNXXQIQIHFGC-UHFFFAOYSA-N 0.000 description 1
- JSOZORWBKQSQCJ-UHFFFAOYSA-N 3-[ethoxy(dimethyl)silyl]propyl 2-methylprop-2-enoate Chemical compound CCO[Si](C)(C)CCCOC(=O)C(C)=C JSOZORWBKQSQCJ-UHFFFAOYSA-N 0.000 description 1
- JBDMKOVTOUIKFI-UHFFFAOYSA-N 3-[methoxy(dimethyl)silyl]propyl 2-methylprop-2-enoate Chemical compound CO[Si](C)(C)CCCOC(=O)C(C)=C JBDMKOVTOUIKFI-UHFFFAOYSA-N 0.000 description 1
- URDOJQUSEUXVRP-UHFFFAOYSA-N 3-triethoxysilylpropyl 2-methylprop-2-enoate Chemical compound CCO[Si](OCC)(OCC)CCCOC(=O)C(C)=C URDOJQUSEUXVRP-UHFFFAOYSA-N 0.000 description 1
- XDQWJFXZTAWJST-UHFFFAOYSA-N 3-triethoxysilylpropyl prop-2-enoate Chemical compound CCO[Si](OCC)(OCC)CCCOC(=O)C=C XDQWJFXZTAWJST-UHFFFAOYSA-N 0.000 description 1
- SJECZPVISLOESU-UHFFFAOYSA-N 3-trimethoxysilylpropan-1-amine Chemical compound CO[Si](OC)(OC)CCCN SJECZPVISLOESU-UHFFFAOYSA-N 0.000 description 1
- UUEWCQRISZBELL-UHFFFAOYSA-N 3-trimethoxysilylpropane-1-thiol Chemical compound CO[Si](OC)(OC)CCCS UUEWCQRISZBELL-UHFFFAOYSA-N 0.000 description 1
- KBQVDAIIQCXKPI-UHFFFAOYSA-N 3-trimethoxysilylpropyl prop-2-enoate Chemical compound CO[Si](OC)(OC)CCCOC(=O)C=C KBQVDAIIQCXKPI-UHFFFAOYSA-N 0.000 description 1
- VXEGSRKPIUDPQT-UHFFFAOYSA-N 4-[4-(4-methoxyphenyl)piperazin-1-yl]aniline Chemical compound C1=CC(OC)=CC=C1N1CCN(C=2C=CC(N)=CC=2)CC1 VXEGSRKPIUDPQT-UHFFFAOYSA-N 0.000 description 1
- SXIFAEWFOJETOA-UHFFFAOYSA-N 4-hydroxy-butyl Chemical group [CH2]CCCO SXIFAEWFOJETOA-UHFFFAOYSA-N 0.000 description 1
- FIHBHSQYSYVZQE-UHFFFAOYSA-N 6-prop-2-enoyloxyhexyl prop-2-enoate Chemical compound C=CC(=O)OCCCCCCOC(=O)C=C FIHBHSQYSYVZQE-UHFFFAOYSA-N 0.000 description 1
- GAWIXWVDTYZWAW-UHFFFAOYSA-N C[CH]O Chemical group C[CH]O GAWIXWVDTYZWAW-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 239000005046 Chlorosilane Substances 0.000 description 1
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 description 1
- 108010010803 Gelatin Proteins 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 1
- 239000005062 Polybutadiene Substances 0.000 description 1
- 239000002202 Polyethylene glycol Substances 0.000 description 1
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 1
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 1
- 229910021536 Zeolite Inorganic materials 0.000 description 1
- GXDZOSLIAABYHM-UHFFFAOYSA-N [diethoxy(methyl)silyl]methyl 2-methylprop-2-enoate Chemical compound CCO[Si](C)(OCC)COC(=O)C(C)=C GXDZOSLIAABYHM-UHFFFAOYSA-N 0.000 description 1
- YBUIRAZOPRQNDE-UHFFFAOYSA-N [dimethoxy(methyl)silyl]methyl 2-methylprop-2-enoate Chemical compound CO[Si](C)(OC)COC(=O)C(C)=C YBUIRAZOPRQNDE-UHFFFAOYSA-N 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 239000012790 adhesive layer Substances 0.000 description 1
- 229920003232 aliphatic polyester Polymers 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 230000008901 benefit Effects 0.000 description 1
- 125000002837 carbocyclic group Chemical group 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- KOPOQZFJUQMUML-UHFFFAOYSA-N chlorosilane Chemical compound Cl[SiH3] KOPOQZFJUQMUML-UHFFFAOYSA-N 0.000 description 1
- 239000004927 clay Substances 0.000 description 1
- 229910052570 clay Inorganic materials 0.000 description 1
- 238000004581 coalescence Methods 0.000 description 1
- 239000008199 coating composition Substances 0.000 description 1
- OTARVPUIYXHRRB-UHFFFAOYSA-N diethoxy-methyl-[3-(oxiran-2-ylmethoxy)propyl]silane Chemical compound CCO[Si](C)(OCC)CCCOCC1CO1 OTARVPUIYXHRRB-UHFFFAOYSA-N 0.000 description 1
- HNPSIPDUKPIQMN-UHFFFAOYSA-N dioxosilane;oxo(oxoalumanyloxy)alumane Chemical compound O=[Si]=O.O=[Al]O[Al]=O HNPSIPDUKPIQMN-UHFFFAOYSA-N 0.000 description 1
- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- FWDBOZPQNFPOLF-UHFFFAOYSA-N ethenyl(triethoxy)silane Chemical compound CCO[Si](OCC)(OCC)C=C FWDBOZPQNFPOLF-UHFFFAOYSA-N 0.000 description 1
- NKSJNEHGWDZZQF-UHFFFAOYSA-N ethenyl(trimethoxy)silane Chemical compound CO[Si](OC)(OC)C=C NKSJNEHGWDZZQF-UHFFFAOYSA-N 0.000 description 1
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 description 1
- CWAFVXWRGIEBPL-UHFFFAOYSA-N ethoxysilane Chemical compound CCO[SiH3] CWAFVXWRGIEBPL-UHFFFAOYSA-N 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 229910052731 fluorine Inorganic materials 0.000 description 1
- 239000011737 fluorine Substances 0.000 description 1
- 229920000159 gelatin Polymers 0.000 description 1
- 239000008273 gelatin Substances 0.000 description 1
- 235000019322 gelatine Nutrition 0.000 description 1
- 235000011852 gelatine desserts Nutrition 0.000 description 1
- 235000011187 glycerol Nutrition 0.000 description 1
- 210000003128 head Anatomy 0.000 description 1
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 description 1
- XXMIOPMDWAUFGU-UHFFFAOYSA-N hexane-1,6-diol Chemical compound OCCCCCCO XXMIOPMDWAUFGU-UHFFFAOYSA-N 0.000 description 1
- XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical class I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 description 1
- 125000002768 hydroxyalkyl group Chemical group 0.000 description 1
- 230000001678 irradiating effect Effects 0.000 description 1
- 239000012948 isocyanate Substances 0.000 description 1
- 150000002513 isocyanates Chemical class 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 238000007561 laser diffraction method Methods 0.000 description 1
- 239000004973 liquid crystal related substance Substances 0.000 description 1
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
- 239000011976 maleic acid Substances 0.000 description 1
- 125000002950 monocyclic group Chemical group 0.000 description 1
- 125000001421 myristyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- AUONHKJOIZSQGR-UHFFFAOYSA-N oxophosphane Chemical compound P=O AUONHKJOIZSQGR-UHFFFAOYSA-N 0.000 description 1
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 1
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 1
- FAQJJMHZNSSFSM-UHFFFAOYSA-N phenylglyoxylic acid Chemical class OC(=O)C(=O)C1=CC=CC=C1 FAQJJMHZNSSFSM-UHFFFAOYSA-N 0.000 description 1
- 238000000016 photochemical curing Methods 0.000 description 1
- 229920002120 photoresistant polymer Polymers 0.000 description 1
- 229920000058 polyacrylate Polymers 0.000 description 1
- 229920002857 polybutadiene Polymers 0.000 description 1
- 125000003367 polycyclic group Chemical group 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 230000000644 propagated effect Effects 0.000 description 1
- 210000001747 pupil Anatomy 0.000 description 1
- 150000003254 radicals Chemical class 0.000 description 1
- 239000002994 raw material Substances 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
- 239000005049 silicon tetrachloride Substances 0.000 description 1
- 229920002545 silicone oil Polymers 0.000 description 1
- 229910052709 silver Inorganic materials 0.000 description 1
- 239000004332 silver Substances 0.000 description 1
- 239000004984 smart glass Substances 0.000 description 1
- 239000005361 soda-lime glass Substances 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 229920001187 thermosetting polymer Polymers 0.000 description 1
- 230000008719 thickening Effects 0.000 description 1
- 239000005341 toughened glass Substances 0.000 description 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
- JXUKBNICSRJFAP-UHFFFAOYSA-N triethoxy-[3-(oxiran-2-ylmethoxy)propyl]silane Chemical compound CCO[Si](OCC)(OCC)CCCOCC1CO1 JXUKBNICSRJFAP-UHFFFAOYSA-N 0.000 description 1
- NMEPHPOFYLLFTK-UHFFFAOYSA-N trimethoxy(octyl)silane Chemical compound CCCCCCCC[Si](OC)(OC)OC NMEPHPOFYLLFTK-UHFFFAOYSA-N 0.000 description 1
- 238000006227 trimethylsilylation reaction Methods 0.000 description 1
- 150000003673 urethanes Chemical class 0.000 description 1
- 239000012808 vapor phase Substances 0.000 description 1
- 239000010457 zeolite Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J175/00—Adhesives based on polyureas or polyurethanes; Adhesives based on derivatives of such polymers
- C09J175/04—Polyurethanes
- C09J175/14—Polyurethanes having carbon-to-carbon unsaturated bonds
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J175/00—Adhesives based on polyureas or polyurethanes; Adhesives based on derivatives of such polymers
- C09J175/04—Polyurethanes
-
- 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
- C08F290/00—Macromolecular compounds obtained by polymerising monomers on to polymers modified by introduction of aliphatic unsaturated end or side groups
- C08F290/02—Macromolecular compounds obtained by polymerising monomers on to polymers modified by introduction of aliphatic unsaturated end or side groups on to polymers modified by introduction of unsaturated end groups
- C08F290/06—Polymers provided for in subclass C08G
- C08F290/067—Polyurethanes; Polyureas
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/08—Processes
- C08G18/10—Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/30—Low-molecular-weight compounds
- C08G18/32—Polyhydroxy compounds; Polyamines; Hydroxyamines
- C08G18/3203—Polyhydroxy compounds
- C08G18/3206—Polyhydroxy compounds aliphatic
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/40—High-molecular-weight compounds
- C08G18/62—Polymers of compounds having carbon-to-carbon double bonds
- C08G18/6216—Polymers of alpha-beta ethylenically unsaturated carboxylic acids or of derivatives thereof
- C08G18/622—Polymers of esters of alpha-beta ethylenically unsaturated carboxylic acids
- C08G18/6225—Polymers of esters of acrylic or methacrylic acid
- C08G18/6229—Polymers of hydroxy groups containing esters of acrylic or methacrylic acid with aliphatic polyalcohols
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
- C08G18/72—Polyisocyanates or polyisothiocyanates
-
- 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
- C08K3/34—Silicon-containing compounds
- C08K3/346—Clay
-
- 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
- C08K3/34—Silicon-containing compounds
- C08K3/36—Silica
-
- 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
- C08K7/00—Use of ingredients characterised by shape
- C08K7/16—Solid spheres
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J11/00—Features of adhesives not provided for in group C09J9/00, e.g. additives
- C09J11/02—Non-macromolecular additives
- C09J11/04—Non-macromolecular additives inorganic
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J4/00—Adhesives based on organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond ; adhesives, based on monomers of macromolecular compounds of groups C09J183/00 - C09J183/16
- C09J4/06—Organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond in combination with a macromolecular compound other than an unsaturated polymer of groups C09J159/00 - C09J187/00
-
- G—PHYSICS
- G02—OPTICS
- G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
- G02B27/00—Optical systems or apparatus not provided for by any of the groups G02B1/00 - G02B26/00, G02B30/00
- G02B27/01—Head-up displays
- G02B27/017—Head mounted
- G02B27/0172—Head mounted characterised by optical features
-
- 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
- C08K2201/002—Physical properties
- C08K2201/003—Additives being defined by their diameter
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J2301/00—Additional features of adhesives in the form of films or foils
- C09J2301/30—Additional features of adhesives in the form of films or foils characterized by the chemical, physicochemical or physical properties of the adhesive or the carrier
- C09J2301/312—Additional features of adhesives in the form of films or foils characterized by the chemical, physicochemical or physical properties of the adhesive or the carrier parameters being the characterizing feature
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J2475/00—Presence of polyurethane
-
- G—PHYSICS
- G02—OPTICS
- G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
- G02B27/00—Optical systems or apparatus not provided for by any of the groups G02B1/00 - G02B26/00, G02B30/00
- G02B27/01—Head-up displays
- G02B27/017—Head mounted
- G02B27/0172—Head mounted characterised by optical features
- G02B2027/0174—Head mounted characterised by optical features holographic
-
- G—PHYSICS
- G02—OPTICS
- G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
- G02B27/00—Optical systems or apparatus not provided for by any of the groups G02B1/00 - G02B26/00, G02B30/00
- G02B27/01—Head-up displays
- G02B27/017—Head mounted
- G02B27/0176—Head mounted characterised by mechanical features
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Physics & Mathematics (AREA)
- General Physics & Mathematics (AREA)
- Optics & Photonics (AREA)
- Inorganic Chemistry (AREA)
- Dispersion Chemistry (AREA)
- Adhesives Or Adhesive Processes (AREA)
Description
CV(%)=(スペーサー粒径の標準偏差/スペーサーのD50粒径)×100
実施例及び比較例で製造した接着剤組成物の粘度はTA Instruments社の粘度計であるARES G2を使用して以下のように測定した。製造された接着剤組成物の粘度を25mmのアルミニウムコーン及びプレートを用いて常温(25℃)で0.1mmのセルギャップ(Cell gap)条件で測定した。測定時にせん断速度は、0.01乃至10.0/sの範囲にし、0.1/sのせん断速度での粘度を記載した。
接着剤組成物を厚さ1Tのソーダ石灰ガラス(Sodalime glass)の間に塗布した後、1kg錘を用いて5分間押さえて合着する。合着されたサンプルにメタルハライド(Metal Halide)光源を3J/cm2の光量で照射して光硬化を進行した。前記光硬化されたサンプルに対してNippon Denshoku社のNDH-5000ヘイズメートルを使用してASTM D1003測定規格でヘイズを測定した。
回折パターンがナノインプリンティングされたガラス基板の外郭の縁に接着剤組成物をMushashi Engineering社のSHOTMASTER400ΩXを用いて約0.8mm線幅で塗布し、その上に同一サイズの強化ガラス(Bare Glass)を位置させ、1kg錘を用いて5分間押さえて合着してテスト素子を製造した。素子の断面でランダムに10箇所を選定して光学顕微鏡でCell Gapを測定して記録した。
回折パターンがナノインプリンティングされたガラス基板の外郭の縁に接着剤組成物をMushashi Engineering社のSHOTMASTER400ΩXを用いて約0.8mm線幅で塗布し、その上に同一サイズの強化ガラス(Bare Glass)を位置させ、1kg錘を用いて5分間押さえて合着してテスト素子を製造した。テスト素子を顕微鏡で観察して塗布初期対比線幅変化を測定した後に以下の基準で塗布工程性を評価した。
P:塗布初期対比線幅変化が30%未満であり、合着後、均一な形状に接着剤ラインが形成された場合
NG:塗布初期対比線幅変化が30%以上であり、合着後に接着剤ラインが均一でない
脂肪族ウレタン(メタ)アクリレート(CN9001NS、Sartomer社)、アクリレート化合物であって、イソボルニルアクリレート(SR506NS。Sartomer社)、光開始剤(Irgacure 819、BASF社)、スペーサー(Micropearl GS-L200、Sekisui Chemical社)、増粘剤(Fumed silica、R805、Evonik社)、消泡剤(BYK-1794、BYK社)及びシランカップリング剤(KBM-403、Shin-etsu社)を以下の表1に示された割合で配合し、反応器(Paste Mixer(Thinky社、AR-100))内で10分間ミキシングして接着剤組成物を製造した。
接着剤組成物の製造時の使用材料及び割合を以下の表1のように変更したことを除いては、実施例1と同一に硬化性組成物を製造した。
Claims (12)
- 脂肪族ウレタン(メタ)アクリレート、増粘剤及びスペーサーを含む接着剤組成物であって、
前記接着剤組成物は、芳香族ウレタン(メタ)アクリレートを含まず、
前記接着剤組成物は、ウレタン(メタ)アクリレート化合物を除く単官能または多官能アクリレート化合物をさらに含み、
前記増粘剤は、乾式シリカを含み、
前記脂肪族ウレタン(メタ)アクリレートを前記接着剤組成物の重量を基準に65乃至90重量%範囲内の割合で含み、
前記脂肪族ウレタン(メタ)アクリレート100重量部対比5乃至45重量部の範囲内で増粘剤を含み、
前記脂肪族ウレタン(メタ)アクリレート100重量部対比5乃至45重量部の範囲内で単官能または多官能アクリレート化合物を含み、
0.1sec-1のせん断速度で測定した常温粘度が200,000cP以上である、接着剤組成物。 - 前記脂肪族ウレタン(メタ)アクリレートは、脂肪族ポリオール単位、ジイソシアネート化合物単位及び末端にヒドロキシ基を有する(メタ)アクリレート単位を含む、請求項1に記載の接着剤組成物。
- 前記脂肪族ウレタン(メタ)アクリレートはガラス転移温度が80℃以下である、請求項1または2に記載の接着剤組成物。
- 前記脂肪族ウレタン(メタ)アクリレートは重量平均分子量が1,000乃至100,000の範囲内である、請求項1から3のいずれか一項に記載の接着剤組成物。
- スペーサーは、D50粒径が10μm乃至200μmの範囲内である、請求項1から4のいずれか一項に記載の接着剤組成物。
- スペーサーはCV値が20%未満である、請求項1から5のいずれか一項に記載の接着剤組成物。
- 前記脂肪族ウレタン(メタ)アクリレート100重量部対比0.1乃至5重量部の範囲内でスペーサーを含む、請求項1から6のいずれか一項に記載の接着剤組成物。
- 光開始剤をさらに含む、請求項1から7のいずれか一項に記載の接着剤組成物。
- ヘッドマウンテッドディスプレイ用光学素子に適用される接着剤組成物であって、
脂肪族ウレタン(メタ)アクリレート、増粘剤及びスペーサーを含み、
前記接着剤組成物は、芳香族ウレタン(メタ)アクリレートを含まず、
前記接着剤組成物は、ウレタン(メタ)アクリレート化合物を除く単官能または多官能アクリレート化合物をさらに含み、
前記増粘剤は、乾式シリカを含み、
前記脂肪族ウレタン(メタ)アクリレートを前記接着剤組成物の重量を基準に65乃至90重量%範囲内の割合で含み、
前記脂肪族ウレタン(メタ)アクリレート100重量部対比5乃至45重量部の範囲内で増粘剤を含み、
前記脂肪族ウレタン(メタ)アクリレート100重量部対比5乃至45重量部の範囲内で単官能または多官能アクリレート化合物を含み、
0.1sec-1のせん断速度で測定した常温粘度が200,000cP以上である、接着剤組成物。 - 互いに離隔している2個の光学フィルム;及び前記2個の光学フィルム間の間隔を維持しながら前記光学フィルムを互いに付着させている請求項1から9のいずれか一項に記載の接着剤組成物の硬化層を含むヘッドマウンテッドディスプレイ用光学素子。
- 光学フィルムは、回折板、導光板、または回折導光板である、請求項10に記載のヘッドマウンテッドディスプレイ用光学素子。
- 請求項10または11に記載のヘッドマウンテッドディスプレイ用光学素子を含む、ヘッドマウンテッドディスプレイ。
Applications Claiming Priority (4)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
KR10-2018-0008309 | 2018-01-23 | ||
KR1020180008309A KR102268270B1 (ko) | 2018-01-23 | 2018-01-23 | 접착제 조성물 |
JP2020540590A JP7150382B2 (ja) | 2018-01-23 | 2019-01-22 | 接着剤組成物 |
PCT/KR2019/000895 WO2019146992A1 (ko) | 2018-01-23 | 2019-01-22 | 접착제 조성물 |
Related Parent Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2020540590A Division JP7150382B2 (ja) | 2018-01-23 | 2019-01-22 | 接着剤組成物 |
Publications (2)
Publication Number | Publication Date |
---|---|
JP2022136271A JP2022136271A (ja) | 2022-09-15 |
JP7455910B2 true JP7455910B2 (ja) | 2024-03-26 |
Family
ID=67395491
Family Applications (2)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2020540590A Active JP7150382B2 (ja) | 2018-01-23 | 2019-01-22 | 接着剤組成物 |
JP2022120644A Active JP7455910B2 (ja) | 2018-01-23 | 2022-07-28 | 接着剤組成物 |
Family Applications Before (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2020540590A Active JP7150382B2 (ja) | 2018-01-23 | 2019-01-22 | 接着剤組成物 |
Country Status (6)
Country | Link |
---|---|
US (1) | US11905439B2 (ja) |
EP (1) | EP3739015B1 (ja) |
JP (2) | JP7150382B2 (ja) |
KR (1) | KR102268270B1 (ja) |
CN (1) | CN111655814B (ja) |
WO (1) | WO2019146992A1 (ja) |
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US20240036321A1 (en) * | 2020-12-23 | 2024-02-01 | Magic Leap, Inc. | Systems, methods, and devices for adhesion of interior waveguide pillars |
Citations (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2006522020A (ja) | 2003-02-26 | 2006-09-28 | チバ スペシャルティ ケミカルズ ホールディング インコーポレーテッド | 水融和性立体阻害アルコキシアミン類及びヒドロキシ置換アルコキシアミン類 |
JP2007065049A (ja) | 2005-08-29 | 2007-03-15 | Konica Minolta Photo Imaging Inc | レンズの製造方法及びレンズ |
JP2009541554A (ja) | 2006-07-04 | 2009-11-26 | チバ ホールディング インコーポレーテッド | 異相重合技術によって作製された光開始剤の水ベースの濃縮されたプロダクト形態 |
JP4376957B2 (ja) | 2007-07-19 | 2009-12-02 | 積水化学工業株式会社 | 電子部品用接着剤 |
JP2011221129A (ja) | 2010-04-06 | 2011-11-04 | Sony Corp | 頭部装着型ディスプレイ |
JP2013542455A (ja) | 2010-08-18 | 2013-11-21 | スリーエム イノベイティブ プロパティズ カンパニー | 応力緩和光学接着剤を含む光学アセンブリ及びそれを作製する方法 |
JP2017142406A (ja) | 2016-02-11 | 2017-08-17 | 株式会社リコー | 虚像光学系および虚像表示装置 |
Family Cites Families (21)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH0689462A (ja) | 1992-09-07 | 1994-03-29 | Three Bond Co Ltd | 光ディスク |
US20050064183A1 (en) * | 2003-09-23 | 2005-03-24 | 3M Innovative Properties Company | Adhesive articles including a nanoparticle primer and methods for preparing same |
US7745505B2 (en) | 2004-12-29 | 2010-06-29 | Henkel Ag & Co. Kgaa | Photoinitiators and UV-crosslinkable acrylic polymers for pressure sensitive adhesives |
CN102311708A (zh) | 2006-12-05 | 2012-01-11 | 琳得科株式会社 | 激光切割薄片以及芯片体的制造方法 |
KR101025623B1 (ko) | 2009-07-13 | 2011-03-30 | 한국과학기술원 | 코어쉘 구조의 초음파 접합용 이방성 전도성 접착제 및 이를 이용한 전자부품간 접속방법 |
CN103824516B (zh) | 2009-12-17 | 2016-08-17 | 3M创新有限公司 | 显示面板组件 |
CN102898958B (zh) | 2011-07-25 | 2016-11-02 | 汉高股份有限公司 | 一种粘合剂组合物 |
CN102925062A (zh) * | 2011-08-12 | 2013-02-13 | 汉高股份有限公司 | 光学透明的双固化粘合剂 |
JP5943659B2 (ja) | 2012-03-15 | 2016-07-05 | サンワ化学工業株式会社 | ガラス積層用仮固定接着剤組成物及び該組成物を用いる板ガラスの加工方法 |
ES2871913T3 (es) | 2012-05-22 | 2021-11-02 | Henkel IP & Holding GmbH | Adhesivo líquido fotocurable ópticamente transparente |
KR101415839B1 (ko) | 2012-08-23 | 2014-07-09 | 주식회사 엘지화학 | 하드코팅 필름 |
KR101470466B1 (ko) | 2012-08-23 | 2014-12-08 | 주식회사 엘지화학 | 적층 하드코팅 필름 |
US9890304B2 (en) | 2012-12-10 | 2018-02-13 | 3M Innovative Properties | Liquid optical adhesive compositions |
KR101515157B1 (ko) | 2014-03-11 | 2015-04-24 | 이효영 | 풍력발전기용 증속기 및 풍력 발전 장치 |
WO2016077984A1 (en) | 2014-11-18 | 2016-05-26 | Henkel (China) Company Limited | Photo-curable adhesive composition, preparation and use thereof |
CN108699208A (zh) | 2016-03-04 | 2018-10-23 | 陶氏环球技术有限责任公司 | 具有双峰分子量分布的可固化氨基甲酸乙酯丙烯酸酯组合物 |
TWI769157B (zh) * | 2016-05-10 | 2022-07-01 | 日商住友化學股份有限公司 | 光學膜、具備該光學膜之可撓性裝置構件、及樹脂組成物 |
JP6774803B2 (ja) | 2016-07-14 | 2020-10-28 | 東京エレクトロン株式会社 | 液滴吐出装置及び吐出検査方法 |
CN106749867A (zh) * | 2016-12-05 | 2017-05-31 | 北京大学 | 一种基于聚合物分散液晶体系的光学扩散膜的制备方法 |
JP7302177B2 (ja) | 2019-01-22 | 2023-07-04 | 株式会社リコー | 硬化型クリアインク組成物、インクセット、収容容器、印刷方法、及び硬化物 |
WO2020195938A1 (ja) | 2019-03-22 | 2020-10-01 | 大日本塗料株式会社 | 型内被覆用組成物 |
-
2018
- 2018-01-23 KR KR1020180008309A patent/KR102268270B1/ko active IP Right Grant
-
2019
- 2019-01-22 CN CN201980009740.2A patent/CN111655814B/zh active Active
- 2019-01-22 JP JP2020540590A patent/JP7150382B2/ja active Active
- 2019-01-22 US US16/964,555 patent/US11905439B2/en active Active
- 2019-01-22 WO PCT/KR2019/000895 patent/WO2019146992A1/ko unknown
- 2019-01-22 EP EP19744178.5A patent/EP3739015B1/en active Active
-
2022
- 2022-07-28 JP JP2022120644A patent/JP7455910B2/ja active Active
Patent Citations (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2006522020A (ja) | 2003-02-26 | 2006-09-28 | チバ スペシャルティ ケミカルズ ホールディング インコーポレーテッド | 水融和性立体阻害アルコキシアミン類及びヒドロキシ置換アルコキシアミン類 |
JP2007065049A (ja) | 2005-08-29 | 2007-03-15 | Konica Minolta Photo Imaging Inc | レンズの製造方法及びレンズ |
JP2009541554A (ja) | 2006-07-04 | 2009-11-26 | チバ ホールディング インコーポレーテッド | 異相重合技術によって作製された光開始剤の水ベースの濃縮されたプロダクト形態 |
JP4376957B2 (ja) | 2007-07-19 | 2009-12-02 | 積水化学工業株式会社 | 電子部品用接着剤 |
JP2011221129A (ja) | 2010-04-06 | 2011-11-04 | Sony Corp | 頭部装着型ディスプレイ |
JP2013542455A (ja) | 2010-08-18 | 2013-11-21 | スリーエム イノベイティブ プロパティズ カンパニー | 応力緩和光学接着剤を含む光学アセンブリ及びそれを作製する方法 |
JP2017142406A (ja) | 2016-02-11 | 2017-08-17 | 株式会社リコー | 虚像光学系および虚像表示装置 |
Also Published As
Publication number | Publication date |
---|---|
EP3739015B1 (en) | 2023-03-29 |
CN111655814A (zh) | 2020-09-11 |
EP3739015A4 (en) | 2021-03-24 |
EP3739015A1 (en) | 2020-11-18 |
US11905439B2 (en) | 2024-02-20 |
KR102268270B1 (ko) | 2021-06-23 |
WO2019146992A1 (ko) | 2019-08-01 |
JP2021511424A (ja) | 2021-05-06 |
JP2022136271A (ja) | 2022-09-15 |
US20210032515A1 (en) | 2021-02-04 |
KR20190089587A (ko) | 2019-07-31 |
JP7150382B2 (ja) | 2022-10-11 |
CN111655814B (zh) | 2022-04-19 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
TWI488910B (zh) | 光硬化性樹脂組成物、使用其的光學膜的製造方法及含有其的光學膜 | |
JP6705441B2 (ja) | 粘着フィルム、粘着層付き透明面材、および表示装置 | |
WO2005106538A1 (ja) | マイクロレンズ | |
WO2013088889A1 (ja) | 透明両面粘着シートの製造方法、透明両面粘着シート | |
JP5793855B2 (ja) | 光硬化性接着剤及び表示素子 | |
JP7455910B2 (ja) | 接着剤組成物 | |
JP5307511B2 (ja) | 被膜形成用ラジカル重合性樹脂組成物 | |
JPWO2014069266A1 (ja) | 硬化性樹脂組成物、その硬化物、及びプラスチックレンズ | |
KR101508761B1 (ko) | 광학 필름용 조성물 및 이로부터 제조된 광학 필름 | |
JPWO2014125976A1 (ja) | 樹脂積層体 | |
TW200936617A (en) | Curable sheet composition | |
JPWO2013151119A1 (ja) | 光学層形成用活性エネルギー線硬化型組成物 | |
JP2020125370A (ja) | 光硬化性粘着シート、剥離シート付き光硬化性粘着シート、光硬化性粘着シート付き光学フィルム、画像表示装置構成用積層体及び画像表示装置 | |
JP2018203809A (ja) | 剥離方法 | |
JP2018150524A (ja) | 活性エネルギー線硬化性組成物 | |
JP6540662B2 (ja) | 液状硬化性樹脂組成物、これを用いた画像表示用装置の製造方法、及び画像表示用装置 | |
JP2006213748A (ja) | エネルギー線硬化性組成物 | |
WO2023074558A1 (ja) | 光学粘着シート | |
WO2023074554A1 (ja) | 光硬化性粘着シート | |
KR20130058379A (ko) | 하드코팅용 수지조성물, 이를 이용한 하드코팅필름, 이를 포함하는 편광판 및 화상표시장치 | |
JP2013216748A (ja) | 光学層形成用活性エネルギー線硬化型組成物 | |
WO2023074553A1 (ja) | 光硬化性粘着シート | |
JP6044071B2 (ja) | 液状硬化性樹脂組成物、これを用いた画像表示用装置の製造方法、及び画像表示用装置 | |
JP2024050395A (ja) | 光学粘着シート | |
TW202328369A (zh) | 光學黏著片材 |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
A621 | Written request for application examination |
Free format text: JAPANESE INTERMEDIATE CODE: A621 Effective date: 20220729 |
|
A131 | Notification of reasons for refusal |
Free format text: JAPANESE INTERMEDIATE CODE: A131 Effective date: 20230605 |
|
A521 | Request for written amendment filed |
Free format text: JAPANESE INTERMEDIATE CODE: A523 Effective date: 20230905 |
|
A02 | Decision of refusal |
Free format text: JAPANESE INTERMEDIATE CODE: A02 Effective date: 20230919 |
|
A521 | Request for written amendment filed |
Free format text: JAPANESE INTERMEDIATE CODE: A523 Effective date: 20240119 |
|
A911 | Transfer to examiner for re-examination before appeal (zenchi) |
Free format text: JAPANESE INTERMEDIATE CODE: A911 Effective date: 20240130 |
|
TRDD | Decision of grant or rejection written | ||
A01 | Written decision to grant a patent or to grant a registration (utility model) |
Free format text: JAPANESE INTERMEDIATE CODE: A01 Effective date: 20240226 |
|
A61 | First payment of annual fees (during grant procedure) |
Free format text: JAPANESE INTERMEDIATE CODE: A61 Effective date: 20240313 |
|
R150 | Certificate of patent or registration of utility model |
Ref document number: 7455910 Country of ref document: JP Free format text: JAPANESE INTERMEDIATE CODE: R150 |