WO2021106683A1 - 感光性インク組成物、硬化物、ディスプレイパネル、及び硬化物の製造方法 - Google Patents
感光性インク組成物、硬化物、ディスプレイパネル、及び硬化物の製造方法 Download PDFInfo
- Publication number
- WO2021106683A1 WO2021106683A1 PCT/JP2020/042814 JP2020042814W WO2021106683A1 WO 2021106683 A1 WO2021106683 A1 WO 2021106683A1 JP 2020042814 W JP2020042814 W JP 2020042814W WO 2021106683 A1 WO2021106683 A1 WO 2021106683A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- group
- ink composition
- mass
- less
- photosensitive ink
- Prior art date
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 131
- 238000004519 manufacturing process Methods 0.000 title claims abstract description 11
- -1 sulfide compound Chemical class 0.000 claims abstract description 472
- 150000001875 compounds Chemical class 0.000 claims abstract description 49
- 238000000034 method Methods 0.000 claims abstract description 32
- 239000002245 particle Substances 0.000 claims abstract description 31
- 239000003999 initiator Substances 0.000 claims abstract description 26
- 239000011817 metal compound particle Substances 0.000 claims abstract description 25
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 claims abstract description 8
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 claims abstract description 8
- JRPBQTZRNDNNOP-UHFFFAOYSA-N barium titanate Chemical compound [Ba+2].[Ba+2].[O-][Ti]([O-])([O-])[O-] JRPBQTZRNDNNOP-UHFFFAOYSA-N 0.000 claims abstract description 6
- 229910002113 barium titanate Inorganic materials 0.000 claims abstract description 6
- 229910000420 cerium oxide Inorganic materials 0.000 claims abstract description 6
- BMMGVYCKOGBVEV-UHFFFAOYSA-N oxo(oxoceriooxy)cerium Chemical compound [Ce]=O.O=[Ce]=O BMMGVYCKOGBVEV-UHFFFAOYSA-N 0.000 claims abstract description 6
- 125000004432 carbon atom Chemical group C* 0.000 claims description 155
- 125000000217 alkyl group Chemical group 0.000 claims description 108
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 68
- 125000003545 alkoxy group Chemical group 0.000 claims description 39
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 27
- 239000002904 solvent Substances 0.000 claims description 27
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 18
- 125000002947 alkylene group Chemical group 0.000 claims description 14
- 229910052717 sulfur Inorganic materials 0.000 claims description 9
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 claims description 8
- 238000000576 coating method Methods 0.000 claims description 7
- 239000011248 coating agent Substances 0.000 claims description 6
- 239000005083 Zinc sulfide Substances 0.000 claims description 5
- 125000004430 oxygen atom Chemical group O* 0.000 claims description 5
- 229910052984 zinc sulfide Inorganic materials 0.000 claims description 5
- DRDVZXDWVBGGMH-UHFFFAOYSA-N zinc;sulfide Chemical compound [S-2].[Zn+2] DRDVZXDWVBGGMH-UHFFFAOYSA-N 0.000 claims description 5
- 229910044991 metal oxide Inorganic materials 0.000 claims description 4
- 150000004706 metal oxides Chemical class 0.000 claims description 4
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 2
- 125000004429 atom Chemical group 0.000 claims description 2
- 238000007641 inkjet printing Methods 0.000 claims description 2
- 239000011593 sulfur Substances 0.000 claims description 2
- 239000003960 organic solvent Substances 0.000 abstract description 15
- 239000007788 liquid Substances 0.000 abstract description 4
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 abstract 2
- 239000011787 zinc oxide Substances 0.000 abstract 1
- 125000001424 substituent group Chemical group 0.000 description 186
- 125000000623 heterocyclic group Chemical group 0.000 description 54
- 125000000962 organic group Chemical group 0.000 description 54
- 239000000047 product Substances 0.000 description 49
- 125000001931 aliphatic group Chemical group 0.000 description 41
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 38
- 125000001624 naphthyl group Chemical group 0.000 description 33
- 125000002252 acyl group Chemical group 0.000 description 31
- 239000010408 film Substances 0.000 description 27
- 125000004453 alkoxycarbonyl group Chemical group 0.000 description 25
- 125000003118 aryl group Chemical group 0.000 description 25
- 125000000753 cycloalkyl group Chemical group 0.000 description 21
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 16
- 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 description 16
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 16
- 125000001326 naphthylalkyl group Chemical group 0.000 description 16
- 125000003884 phenylalkyl group Chemical group 0.000 description 16
- 125000004423 acyloxy group Chemical group 0.000 description 15
- 125000003277 amino group Chemical group 0.000 description 13
- 125000004122 cyclic group Chemical group 0.000 description 13
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 13
- YLQBMQCUIZJEEH-UHFFFAOYSA-N Furan Chemical compound C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 12
- 230000000052 comparative effect Effects 0.000 description 12
- 125000005322 morpholin-1-yl group Chemical group 0.000 description 12
- 125000001038 naphthoyl group Chemical group C1(=CC=CC2=CC=CC=C12)C(=O)* 0.000 description 12
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 description 11
- 125000000609 carbazolyl group Chemical group C1(=CC=CC=2C3=CC=CC=C3NC12)* 0.000 description 11
- 125000004093 cyano group Chemical group *C#N 0.000 description 11
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 11
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 10
- 125000000000 cycloalkoxy group Chemical group 0.000 description 10
- 230000001771 impaired effect Effects 0.000 description 10
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 10
- 125000002029 aromatic hydrocarbon group Chemical group 0.000 description 9
- 229910052736 halogen Inorganic materials 0.000 description 9
- 150000002367 halogens Chemical class 0.000 description 9
- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 description 9
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 9
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 9
- GLUUGHFHXGJENI-UHFFFAOYSA-N Piperazine Chemical compound C1CNCCN1 GLUUGHFHXGJENI-UHFFFAOYSA-N 0.000 description 8
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 8
- XSCHRSMBECNVNS-UHFFFAOYSA-N benzopyrazine Natural products N1=CC=NC2=CC=CC=C21 XSCHRSMBECNVNS-UHFFFAOYSA-N 0.000 description 8
- 125000005843 halogen group Chemical group 0.000 description 8
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 7
- YTPLMLYBLZKORZ-UHFFFAOYSA-N Thiophene Chemical compound C=1C=CSC=1 YTPLMLYBLZKORZ-UHFFFAOYSA-N 0.000 description 7
- 150000001721 carbon Chemical group 0.000 description 7
- 229910052799 carbon Inorganic materials 0.000 description 7
- 229910052731 fluorine Inorganic materials 0.000 description 7
- 125000006517 heterocyclyl carbonyl group Chemical group 0.000 description 7
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 7
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 7
- FCEHBMOGCRZNNI-UHFFFAOYSA-N 1-benzothiophene Chemical compound C1=CC=C2SC=CC2=C1 FCEHBMOGCRZNNI-UHFFFAOYSA-N 0.000 description 6
- KDCGOANMDULRCW-UHFFFAOYSA-N 7H-purine Chemical compound N1=CNC2=NC=NC2=C1 KDCGOANMDULRCW-UHFFFAOYSA-N 0.000 description 6
- UJOBWOGCFQCDNV-UHFFFAOYSA-N 9H-carbazole Chemical compound C1=CC=C2C3=CC=CC=C3NC2=C1 UJOBWOGCFQCDNV-UHFFFAOYSA-N 0.000 description 6
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 6
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 6
- KYQCOXFCLRTKLS-UHFFFAOYSA-N Pyrazine Chemical compound C1=CN=CC=N1 KYQCOXFCLRTKLS-UHFFFAOYSA-N 0.000 description 6
- KAESVJOAVNADME-UHFFFAOYSA-N Pyrrole Chemical compound C=1C=CNC=1 KAESVJOAVNADME-UHFFFAOYSA-N 0.000 description 6
- SMWDFEZZVXVKRB-UHFFFAOYSA-N Quinoline Chemical compound N1=CC=CC2=CC=CC=C21 SMWDFEZZVXVKRB-UHFFFAOYSA-N 0.000 description 6
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 6
- IOJUPLGTWVMSFF-UHFFFAOYSA-N benzothiazole Chemical compound C1=CC=C2SC=NC2=C1 IOJUPLGTWVMSFF-UHFFFAOYSA-N 0.000 description 6
- 229910052801 chlorine Inorganic materials 0.000 description 6
- 125000001309 chloro group Chemical group Cl* 0.000 description 6
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 6
- 125000000816 ethylene group Chemical group [H]C([H])([*:1])C([H])([H])[*:2] 0.000 description 6
- 125000001153 fluoro group Chemical group F* 0.000 description 6
- AWJUIBRHMBBTKR-UHFFFAOYSA-N isoquinoline Chemical compound C1=NC=CC2=CC=CC=C21 AWJUIBRHMBBTKR-UHFFFAOYSA-N 0.000 description 6
- 125000001280 n-hexyl group Chemical group C(CCCCC)* 0.000 description 6
- 125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 6
- 125000006678 phenoxycarbonyl group Chemical group 0.000 description 6
- 125000000094 2-phenylethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])C([H])([H])* 0.000 description 5
- 125000002521 alkyl halide group Chemical group 0.000 description 5
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 5
- 125000001316 cycloalkyl alkyl group Chemical group 0.000 description 5
- 125000000582 cycloheptyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 5
- 125000000640 cyclooctyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C([H])([H])C1([H])[H] 0.000 description 5
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 description 5
- 125000004663 dialkyl amino group Chemical group 0.000 description 5
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 5
- 125000001972 isopentyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])C([H])([H])* 0.000 description 5
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 5
- 125000003136 n-heptyl 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])* 0.000 description 5
- 229910052757 nitrogen Inorganic materials 0.000 description 5
- 150000002923 oximes Chemical class 0.000 description 5
- 230000035945 sensitivity Effects 0.000 description 5
- YXIWHUQXZSMYRE-UHFFFAOYSA-N 1,3-benzothiazole-2-thiol Chemical compound C1=CC=C2SC(S)=NC2=C1 YXIWHUQXZSMYRE-UHFFFAOYSA-N 0.000 description 4
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 4
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 description 4
- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 description 4
- 125000001231 benzoyloxy group Chemical group C(C1=CC=CC=C1)(=O)O* 0.000 description 4
- 125000001995 cyclobutyl group Chemical group [H]C1([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 description 4
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 description 4
- 125000003261 o-tolyl group Chemical group [H]C1=C([H])C(*)=C(C([H])=C1[H])C([H])([H])[H] 0.000 description 4
- 229910052760 oxygen Inorganic materials 0.000 description 4
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 4
- 239000004094 surface-active agent Substances 0.000 description 4
- 125000001973 tert-pentyl group Chemical group [H]C([H])([H])C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 4
- BCMCBBGGLRIHSE-UHFFFAOYSA-N 1,3-benzoxazole Chemical compound C1=CC=C2OC=NC2=C1 BCMCBBGGLRIHSE-UHFFFAOYSA-N 0.000 description 3
- HYZJCKYKOHLVJF-UHFFFAOYSA-N 1H-benzimidazole Chemical compound C1=CC=C2NC=NC2=C1 HYZJCKYKOHLVJF-UHFFFAOYSA-N 0.000 description 3
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
- VHMICKWLTGFITH-UHFFFAOYSA-N 2H-isoindole Chemical compound C1=CC=CC2=CNC=C21 VHMICKWLTGFITH-UHFFFAOYSA-N 0.000 description 3
- VVBLNCFGVYUYGU-UHFFFAOYSA-N 4,4'-Bis(dimethylamino)benzophenone Chemical compound C1=CC(N(C)C)=CC=C1C(=O)C1=CC=C(N(C)C)C=C1 VVBLNCFGVYUYGU-UHFFFAOYSA-N 0.000 description 3
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical group [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- SIKJAQJRHWYJAI-UHFFFAOYSA-N Indole Chemical compound C1=CC=C2NC=CC2=C1 SIKJAQJRHWYJAI-UHFFFAOYSA-N 0.000 description 3
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
- ZCQWOFVYLHDMMC-UHFFFAOYSA-N Oxazole Chemical compound C1=COC=N1 ZCQWOFVYLHDMMC-UHFFFAOYSA-N 0.000 description 3
- PCNDJXKNXGMECE-UHFFFAOYSA-N Phenazine Natural products C1=CC=CC2=NC3=CC=CC=C3N=C21 PCNDJXKNXGMECE-UHFFFAOYSA-N 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- WTKZEGDFNFYCGP-UHFFFAOYSA-N Pyrazole Chemical compound C=1C=NNC=1 WTKZEGDFNFYCGP-UHFFFAOYSA-N 0.000 description 3
- CZPWVGJYEJSRLH-UHFFFAOYSA-N Pyrimidine Chemical compound C1=CN=CN=C1 CZPWVGJYEJSRLH-UHFFFAOYSA-N 0.000 description 3
- FZWLAAWBMGSTSO-UHFFFAOYSA-N Thiazole Chemical compound C1=CSC=N1 FZWLAAWBMGSTSO-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 description 3
- RFRXIWQYSOIBDI-UHFFFAOYSA-N benzarone Chemical compound CCC=1OC2=CC=CC=C2C=1C(=O)C1=CC=C(O)C=C1 RFRXIWQYSOIBDI-UHFFFAOYSA-N 0.000 description 3
- QRUDEWIWKLJBPS-UHFFFAOYSA-N benzotriazole Chemical compound C1=CC=C2N[N][N]C2=C1 QRUDEWIWKLJBPS-UHFFFAOYSA-N 0.000 description 3
- 239000012964 benzotriazole Substances 0.000 description 3
- WCZVZNOTHYJIEI-UHFFFAOYSA-N cinnoline Chemical compound N1=NC=CC2=CC=CC=C21 WCZVZNOTHYJIEI-UHFFFAOYSA-N 0.000 description 3
- 238000001723 curing Methods 0.000 description 3
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 description 3
- 125000005448 ethoxyethyl group Chemical group [H]C([H])([H])C([H])([H])OC([H])([H])C([H])([H])* 0.000 description 3
- 125000003983 fluorenyl group Chemical group C1(=CC=CC=2C3=CC=CC=C3CC12)* 0.000 description 3
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 3
- 229910052740 iodine Inorganic materials 0.000 description 3
- 125000002510 isobutoxy group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])O* 0.000 description 3
- ZLTPDFXIESTBQG-UHFFFAOYSA-N isothiazole Chemical compound C=1C=NSC=1 ZLTPDFXIESTBQG-UHFFFAOYSA-N 0.000 description 3
- CTAPFRYPJLPFDF-UHFFFAOYSA-N isoxazole Chemical compound C=1C=NOC=1 CTAPFRYPJLPFDF-UHFFFAOYSA-N 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 125000002950 monocyclic group Chemical group 0.000 description 3
- 238000000465 moulding Methods 0.000 description 3
- 125000005186 naphthyloxy group Chemical group C1(=CC=CC2=CC=CC=C12)O* 0.000 description 3
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 3
- LFSXCDWNBUNEEM-UHFFFAOYSA-N phthalazine Chemical compound C1=NN=CC2=CC=CC=C21 LFSXCDWNBUNEEM-UHFFFAOYSA-N 0.000 description 3
- 125000004194 piperazin-1-yl group Chemical group [H]N1C([H])([H])C([H])([H])N(*)C([H])([H])C1([H])[H] 0.000 description 3
- 238000007639 printing Methods 0.000 description 3
- 239000001294 propane Substances 0.000 description 3
- PBMFSQRYOILNGV-UHFFFAOYSA-N pyridazine Chemical compound C1=CC=NN=C1 PBMFSQRYOILNGV-UHFFFAOYSA-N 0.000 description 3
- JWVCLYRUEFBMGU-UHFFFAOYSA-N quinazoline Chemical compound N1=CN=CC2=CC=CC=C21 JWVCLYRUEFBMGU-UHFFFAOYSA-N 0.000 description 3
- 125000003548 sec-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 3
- 125000004434 sulfur atom Chemical group 0.000 description 3
- 229930192474 thiophene Natural products 0.000 description 3
- 150000003852 triazoles Chemical class 0.000 description 3
- YHMYGUUIMTVXNW-UHFFFAOYSA-N 1,3-dihydrobenzimidazole-2-thione Chemical compound C1=CC=C2NC(S)=NC2=C1 YHMYGUUIMTVXNW-UHFFFAOYSA-N 0.000 description 2
- WMDZKDKPYCNCDZ-UHFFFAOYSA-N 2-(2-butoxypropoxy)propan-1-ol Chemical compound CCCCOC(C)COC(C)CO WMDZKDKPYCNCDZ-UHFFFAOYSA-N 0.000 description 2
- OZAIFHULBGXAKX-UHFFFAOYSA-N 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile Chemical compound N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 description 2
- QTUVQQKHBMGYEH-UHFFFAOYSA-N 2-(trichloromethyl)-1,3,5-triazine Chemical compound ClC(Cl)(Cl)C1=NC=NC=N1 QTUVQQKHBMGYEH-UHFFFAOYSA-N 0.000 description 2
- TXBCBTDQIULDIA-UHFFFAOYSA-N 2-[[3-hydroxy-2,2-bis(hydroxymethyl)propoxy]methyl]-2-(hydroxymethyl)propane-1,3-diol Chemical compound OCC(CO)(CO)COCC(CO)(CO)CO TXBCBTDQIULDIA-UHFFFAOYSA-N 0.000 description 2
- 125000005999 2-bromoethyl group Chemical group 0.000 description 2
- DZZAHLOABNWIFA-UHFFFAOYSA-N 2-butoxy-1,2-diphenylethanone Chemical compound C=1C=CC=CC=1C(OCCCC)C(=O)C1=CC=CC=C1 DZZAHLOABNWIFA-UHFFFAOYSA-N 0.000 description 2
- 125000001340 2-chloroethyl group Chemical group [H]C([H])(Cl)C([H])([H])* 0.000 description 2
- 125000001731 2-cyanoethyl group Chemical group [H]C([H])(*)C([H])([H])C#N 0.000 description 2
- 125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 description 2
- FLFWJIBUZQARMD-UHFFFAOYSA-N 2-mercapto-1,3-benzoxazole Chemical compound C1=CC=C2OC(S)=NC2=C1 FLFWJIBUZQARMD-UHFFFAOYSA-N 0.000 description 2
- 125000004200 2-methoxyethyl group Chemical group [H]C([H])([H])OC([H])([H])C([H])([H])* 0.000 description 2
- 125000006201 3-phenylpropyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 2
- KWOLFJPFCHCOCG-UHFFFAOYSA-N Acetophenone Chemical compound CC(=O)C1=CC=CC=C1 KWOLFJPFCHCOCG-UHFFFAOYSA-N 0.000 description 2
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 2
- FFOPEPMHKILNIT-UHFFFAOYSA-N Isopropyl butyrate Chemical compound CCCC(=O)OC(C)C FFOPEPMHKILNIT-UHFFFAOYSA-N 0.000 description 2
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical class OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 2
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 2
- OFBQJSOFQDEBGM-UHFFFAOYSA-N Pentane Chemical compound CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 2
- DHXVGJBLRPWPCS-UHFFFAOYSA-N Tetrahydropyran Chemical compound C1CCOCC1 DHXVGJBLRPWPCS-UHFFFAOYSA-N 0.000 description 2
- 125000000738 acetamido group Chemical group [H]C([H])([H])C(=O)N([H])[*] 0.000 description 2
- 125000003668 acetyloxy group Chemical group [H]C([H])([H])C(=O)O[*] 0.000 description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 2
- 125000003647 acryloyl group Chemical group O=C([*])C([H])=C([H])[H] 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- 125000002490 anilino group Chemical group [H]N(*)C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 description 2
- 125000005428 anthryl group Chemical group [H]C1=C([H])C([H])=C2C([H])=C3C(*)=C([H])C([H])=C([H])C3=C([H])C2=C1[H] 0.000 description 2
- 125000000043 benzamido group Chemical group [H]N([*])C(=O)C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 description 2
- ISAOCJYIOMOJEB-UHFFFAOYSA-N benzoin Chemical compound C=1C=CC=CC=1C(O)C(=O)C1=CC=CC=C1 ISAOCJYIOMOJEB-UHFFFAOYSA-N 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- DKPFZGUDAPQIHT-UHFFFAOYSA-N butyl acetate Chemical compound CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 description 2
- 125000006309 butyl amino group Chemical group 0.000 description 2
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 125000001352 cyclobutyloxy group Chemical group C1(CCC1)O* 0.000 description 2
- 125000003113 cycloheptyloxy group Chemical group C1(CCCCCC1)O* 0.000 description 2
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 2
- 125000002933 cyclohexyloxy group Chemical group C1(CCCCC1)O* 0.000 description 2
- 125000004410 cyclooctyloxy group Chemical group C1(CCCCCCC1)O* 0.000 description 2
- 125000001887 cyclopentyloxy group Chemical group C1(CCCC1)O* 0.000 description 2
- 125000000131 cyclopropyloxy group Chemical group C1(CC1)O* 0.000 description 2
- 125000001664 diethylamino group Chemical group [H]C([H])([H])C([H])([H])N(*)C([H])([H])C([H])([H])[H] 0.000 description 2
- VFHVQBAGLAREND-UHFFFAOYSA-N diphenylphosphoryl-(2,4,6-trimethylphenyl)methanone Chemical compound CC1=CC(C)=CC(C)=C1C(=O)P(=O)(C=1C=CC=CC=1)C1=CC=CC=C1 VFHVQBAGLAREND-UHFFFAOYSA-N 0.000 description 2
- 125000003754 ethoxycarbonyl group Chemical group C(=O)(OCC)* 0.000 description 2
- LZCLXQDLBQLTDK-UHFFFAOYSA-N ethyl 2-hydroxypropanoate Chemical compound CCOC(=O)C(C)O LZCLXQDLBQLTDK-UHFFFAOYSA-N 0.000 description 2
- 125000000031 ethylamino group Chemical group [H]C([H])([H])C([H])([H])N([H])[*] 0.000 description 2
- XLLIQLLCWZCATF-UHFFFAOYSA-N ethylene glycol monomethyl ether acetate Natural products COCCOC(C)=O XLLIQLLCWZCATF-UHFFFAOYSA-N 0.000 description 2
- 235000011187 glycerol Nutrition 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- CATSNJVOTSVZJV-UHFFFAOYSA-N heptan-2-one Chemical compound CCCCCC(C)=O CATSNJVOTSVZJV-UHFFFAOYSA-N 0.000 description 2
- NGAZZOYFWWSOGK-UHFFFAOYSA-N heptan-3-one Chemical compound CCCCC(=O)CC NGAZZOYFWWSOGK-UHFFFAOYSA-N 0.000 description 2
- 125000001072 heteroaryl group Chemical group 0.000 description 2
- 150000002430 hydrocarbons Chemical group 0.000 description 2
- MLFHJEHSLIIPHL-UHFFFAOYSA-N isoamyl acetate Chemical compound CC(C)CCOC(C)=O MLFHJEHSLIIPHL-UHFFFAOYSA-N 0.000 description 2
- 125000005929 isobutyloxycarbonyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])OC(*)=O 0.000 description 2
- 125000005921 isopentoxy group Chemical group 0.000 description 2
- 125000005932 isopentyloxycarbonyl group Chemical group 0.000 description 2
- 125000005928 isopropyloxycarbonyl group Chemical group [H]C([H])([H])C([H])(OC(*)=O)C([H])([H])[H] 0.000 description 2
- 125000001160 methoxycarbonyl group Chemical group [H]C([H])([H])OC(*)=O 0.000 description 2
- 125000000250 methylamino group Chemical group [H]N(*)C([H])([H])[H] 0.000 description 2
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 description 2
- 125000006257 n-butyloxycarbonyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])OC(*)=O 0.000 description 2
- 125000006610 n-decyloxy group Chemical group 0.000 description 2
- 125000001298 n-hexoxy group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])O* 0.000 description 2
- 125000006609 n-nonyloxy group Chemical group 0.000 description 2
- 125000006608 n-octyloxy group Chemical group 0.000 description 2
- 125000004888 n-propyl amino group Chemical group [H]N(*)C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 125000006256 n-propyloxycarbonyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])OC(*)=O 0.000 description 2
- 125000004433 nitrogen atom Chemical group N* 0.000 description 2
- NIHNNTQXNPWCJQ-UHFFFAOYSA-N o-biphenylenemethane Natural products C1=CC=C2CC3=CC=CC=C3C2=C1 NIHNNTQXNPWCJQ-UHFFFAOYSA-N 0.000 description 2
- 230000003287 optical effect Effects 0.000 description 2
- 125000005740 oxycarbonyl group Chemical group [*:1]OC([*:2])=O 0.000 description 2
- FZUGPQWGEGAKET-UHFFFAOYSA-N parbenate Chemical compound CCOC(=O)C1=CC=C(N(C)C)C=C1 FZUGPQWGEGAKET-UHFFFAOYSA-N 0.000 description 2
- 125000005561 phenanthryl group Chemical group 0.000 description 2
- 125000005359 phenoxyalkyl group Chemical group 0.000 description 2
- 125000003356 phenylsulfanyl group Chemical group [*]SC1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 description 2
- 125000001325 propanoyl group Chemical group O=C([*])C([H])([H])C([H])([H])[H] 0.000 description 2
- YKYONYBAUNKHLG-UHFFFAOYSA-N propyl acetate Chemical compound CCCOC(C)=O YKYONYBAUNKHLG-UHFFFAOYSA-N 0.000 description 2
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 239000000758 substrate Substances 0.000 description 2
- 125000005931 tert-butyloxycarbonyl group Chemical group [H]C([H])([H])C(OC(*)=O)(C([H])([H])[H])C([H])([H])[H] 0.000 description 2
- 125000005922 tert-pentoxy group Chemical group 0.000 description 2
- 125000005934 tert-pentyloxycarbonyl group Chemical group 0.000 description 2
- 125000003944 tolyl group Chemical group 0.000 description 2
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 2
- 125000003258 trimethylene group Chemical group [H]C([H])([*:2])C([H])([H])C([H])([H])[*:1] 0.000 description 2
- DTGKSKDOIYIVQL-WEDXCCLWSA-N (+)-borneol Chemical group C1C[C@@]2(C)[C@@H](O)C[C@@H]1C2(C)C DTGKSKDOIYIVQL-WEDXCCLWSA-N 0.000 description 1
- VMHYWKBKHMYRNF-UHFFFAOYSA-N (2-chlorophenyl)-phenylmethanone Chemical compound ClC1=CC=CC=C1C(=O)C1=CC=CC=C1 VMHYWKBKHMYRNF-UHFFFAOYSA-N 0.000 description 1
- RYNQKSJRFHJZTK-UHFFFAOYSA-N (3-methoxy-3-methylbutyl) acetate Chemical compound COC(C)(C)CCOC(C)=O RYNQKSJRFHJZTK-UHFFFAOYSA-N 0.000 description 1
- OWSKJORLRSWYGK-UHFFFAOYSA-N (3-methoxy-3-methylbutyl) propanoate Chemical compound CCC(=O)OCCC(C)(C)OC OWSKJORLRSWYGK-UHFFFAOYSA-N 0.000 description 1
- KFJJYOKMAAQFHC-UHFFFAOYSA-N (4-methoxy-5,5-dimethylcyclohexa-1,3-dien-1-yl)-phenylmethanone Chemical compound C1C(C)(C)C(OC)=CC=C1C(=O)C1=CC=CC=C1 KFJJYOKMAAQFHC-UHFFFAOYSA-N 0.000 description 1
- XHXSXTIIDBZEKB-UHFFFAOYSA-N 1,2,3,4,5,6,7,8-octamethylanthracene-9,10-dione Chemical compound CC1=C(C)C(C)=C2C(=O)C3=C(C)C(C)=C(C)C(C)=C3C(=O)C2=C1C XHXSXTIIDBZEKB-UHFFFAOYSA-N 0.000 description 1
- 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 description 1
- VZXPHDGHQXLXJC-UHFFFAOYSA-N 1,6-diisocyanato-5,6-dimethylheptane Chemical compound O=C=NC(C)(C)C(C)CCCCN=C=O VZXPHDGHQXLXJC-UHFFFAOYSA-N 0.000 description 1
- DKEGCUDAFWNSSO-UHFFFAOYSA-N 1,8-dibromooctane Chemical compound BrCCCCCCCCBr DKEGCUDAFWNSSO-UHFFFAOYSA-N 0.000 description 1
- UWFRVQVNYNPBEF-UHFFFAOYSA-N 1-(2,4-dimethylphenyl)propan-1-one Chemical compound CCC(=O)C1=CC=C(C)C=C1C UWFRVQVNYNPBEF-UHFFFAOYSA-N 0.000 description 1
- QWOZZTWBWQMEPD-UHFFFAOYSA-N 1-(2-ethoxypropoxy)propan-2-ol Chemical compound CCOC(C)COCC(C)O QWOZZTWBWQMEPD-UHFFFAOYSA-N 0.000 description 1
- DZSVIVLGBJKQAP-UHFFFAOYSA-N 1-(2-methyl-5-propan-2-ylcyclohex-2-en-1-yl)propan-1-one Chemical compound CCC(=O)C1CC(C(C)C)CC=C1C DZSVIVLGBJKQAP-UHFFFAOYSA-N 0.000 description 1
- MLKIVXXYTZKNMI-UHFFFAOYSA-N 1-(4-dodecylphenyl)-2-hydroxy-2-methylpropan-1-one Chemical compound CCCCCCCCCCCCC1=CC=C(C(=O)C(C)(C)O)C=C1 MLKIVXXYTZKNMI-UHFFFAOYSA-N 0.000 description 1
- IMDHDEPPVWETOI-UHFFFAOYSA-N 1-(4-tert-butylphenyl)-2,2,2-trichloroethanone Chemical compound CC(C)(C)C1=CC=C(C(=O)C(Cl)(Cl)Cl)C=C1 IMDHDEPPVWETOI-UHFFFAOYSA-N 0.000 description 1
- VMCRQYHCDSXNLW-UHFFFAOYSA-N 1-(4-tert-butylphenyl)-2,2-dichloroethanone Chemical compound CC(C)(C)C1=CC=C(C(=O)C(Cl)Cl)C=C1 VMCRQYHCDSXNLW-UHFFFAOYSA-N 0.000 description 1
- UYFJYGWNYQCHOB-UHFFFAOYSA-N 1-(4-tert-butylphenyl)ethanone Chemical compound CC(=O)C1=CC=C(C(C)(C)C)C=C1 UYFJYGWNYQCHOB-UHFFFAOYSA-N 0.000 description 1
- HUDYANRNMZDQGA-UHFFFAOYSA-N 1-[4-(dimethylamino)phenyl]ethanone Chemical compound CN(C)C1=CC=C(C(C)=O)C=C1 HUDYANRNMZDQGA-UHFFFAOYSA-N 0.000 description 1
- ONCICIKBSHQJTB-UHFFFAOYSA-N 1-[4-(dimethylamino)phenyl]propan-1-one Chemical compound CCC(=O)C1=CC=C(N(C)C)C=C1 ONCICIKBSHQJTB-UHFFFAOYSA-N 0.000 description 1
- HNAGHMKIPMKKBB-UHFFFAOYSA-N 1-benzylpyrrolidine-3-carboxamide Chemical compound C1C(C(=O)N)CCN1CC1=CC=CC=C1 HNAGHMKIPMKKBB-UHFFFAOYSA-N 0.000 description 1
- VKQJCUYEEABXNK-UHFFFAOYSA-N 1-chloro-4-propoxythioxanthen-9-one Chemical compound S1C2=CC=CC=C2C(=O)C2=C1C(OCCC)=CC=C2Cl VKQJCUYEEABXNK-UHFFFAOYSA-N 0.000 description 1
- RRQYJINTUHWNHW-UHFFFAOYSA-N 1-ethoxy-2-(2-ethoxyethoxy)ethane Chemical compound CCOCCOCCOCC RRQYJINTUHWNHW-UHFFFAOYSA-N 0.000 description 1
- CNJRPYFBORAQAU-UHFFFAOYSA-N 1-ethoxy-2-(2-methoxyethoxy)ethane Chemical compound CCOCCOCCOC CNJRPYFBORAQAU-UHFFFAOYSA-N 0.000 description 1
- JOLQKTGDSGKSKJ-UHFFFAOYSA-N 1-ethoxypropan-2-ol Chemical compound CCOCC(C)O JOLQKTGDSGKSKJ-UHFFFAOYSA-N 0.000 description 1
- LIPRQQHINVWJCH-UHFFFAOYSA-N 1-ethoxypropan-2-yl acetate Chemical compound CCOCC(C)OC(C)=O LIPRQQHINVWJCH-UHFFFAOYSA-N 0.000 description 1
- 239000012956 1-hydroxycyclohexylphenyl-ketone Substances 0.000 description 1
- ARXJGSRGQADJSQ-UHFFFAOYSA-N 1-methoxypropan-2-ol Chemical compound COCC(C)O ARXJGSRGQADJSQ-UHFFFAOYSA-N 0.000 description 1
- FENFUOGYJVOCRY-UHFFFAOYSA-N 1-propoxypropan-2-ol Chemical compound CCCOCC(C)O FENFUOGYJVOCRY-UHFFFAOYSA-N 0.000 description 1
- KGRVJHAUYBGFFP-UHFFFAOYSA-N 2,2'-Methylenebis(4-methyl-6-tert-butylphenol) Chemical compound CC(C)(C)C1=CC(C)=CC(CC=2C(=C(C=C(C)C=2)C(C)(C)C)O)=C1O KGRVJHAUYBGFFP-UHFFFAOYSA-N 0.000 description 1
- OAMHTTBNEJBIKA-UHFFFAOYSA-N 2,2,2-trichloro-1-phenylethanone Chemical compound ClC(Cl)(Cl)C(=O)C1=CC=CC=C1 OAMHTTBNEJBIKA-UHFFFAOYSA-N 0.000 description 1
- 125000004206 2,2,2-trifluoroethyl group Chemical group [H]C([H])(*)C(F)(F)F 0.000 description 1
- KHOUKKVJOPQVJM-UHFFFAOYSA-N 2,2-bis(hydroxymethyl)propane-1,3-diol;prop-2-enoic acid Chemical compound OC(=O)C=C.OCC(CO)(CO)CO KHOUKKVJOPQVJM-UHFFFAOYSA-N 0.000 description 1
- CERJZAHSUZVMCH-UHFFFAOYSA-N 2,2-dichloro-1-phenylethanone Chemical compound ClC(Cl)C(=O)C1=CC=CC=C1 CERJZAHSUZVMCH-UHFFFAOYSA-N 0.000 description 1
- PIZHFBODNLEQBL-UHFFFAOYSA-N 2,2-diethoxy-1-phenylethanone Chemical compound CCOC(OCC)C(=O)C1=CC=CC=C1 PIZHFBODNLEQBL-UHFFFAOYSA-N 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
- PUGOMSLRUSTQGV-UHFFFAOYSA-N 2,3-di(prop-2-enoyloxy)propyl prop-2-enoate Chemical compound C=CC(=O)OCC(OC(=O)C=C)COC(=O)C=C PUGOMSLRUSTQGV-UHFFFAOYSA-N 0.000 description 1
- DXUMYHZTYVPBEZ-UHFFFAOYSA-N 2,4,6-tris(trichloromethyl)-1,3,5-triazine Chemical compound ClC(Cl)(Cl)C1=NC(C(Cl)(Cl)Cl)=NC(C(Cl)(Cl)Cl)=N1 DXUMYHZTYVPBEZ-UHFFFAOYSA-N 0.000 description 1
- MFUCEQWAFQMGOR-UHFFFAOYSA-N 2,4-diethyl-9h-thioxanthene Chemical compound C1=CC=C2CC3=CC(CC)=CC(CC)=C3SC2=C1 MFUCEQWAFQMGOR-UHFFFAOYSA-N 0.000 description 1
- BTJPUDCSZVCXFQ-UHFFFAOYSA-N 2,4-diethylthioxanthen-9-one Chemical compound C1=CC=C2C(=O)C3=CC(CC)=CC(CC)=C3SC2=C1 BTJPUDCSZVCXFQ-UHFFFAOYSA-N 0.000 description 1
- LCHAFMWSFCONOO-UHFFFAOYSA-N 2,4-dimethylthioxanthen-9-one Chemical compound C1=CC=C2C(=O)C3=CC(C)=CC(C)=C3SC2=C1 LCHAFMWSFCONOO-UHFFFAOYSA-N 0.000 description 1
- ASUQXIDYMVXFKU-UHFFFAOYSA-N 2,6-dibromo-9,9-dimethylfluorene Chemical compound C1=C(Br)C=C2C(C)(C)C3=CC=C(Br)C=C3C2=C1 ASUQXIDYMVXFKU-UHFFFAOYSA-N 0.000 description 1
- OAYXUHPQHDHDDZ-UHFFFAOYSA-N 2-(2-butoxyethoxy)ethanol Chemical compound CCCCOCCOCCO OAYXUHPQHDHDDZ-UHFFFAOYSA-N 0.000 description 1
- FPZWZCWUIYYYBU-UHFFFAOYSA-N 2-(2-ethoxyethoxy)ethyl acetate Chemical compound CCOCCOCCOC(C)=O FPZWZCWUIYYYBU-UHFFFAOYSA-N 0.000 description 1
- WLMZVBARAUTFJP-UHFFFAOYSA-N 2-(2-hydroxy-3-prop-2-enoyloxypropoxy)carbonylbenzoic acid Chemical compound C=CC(=O)OCC(O)COC(=O)C1=CC=CC=C1C(O)=O WLMZVBARAUTFJP-UHFFFAOYSA-N 0.000 description 1
- SBASXUCJHJRPEV-UHFFFAOYSA-N 2-(2-methoxyethoxy)ethanol Chemical compound COCCOCCO SBASXUCJHJRPEV-UHFFFAOYSA-N 0.000 description 1
- BJINVQNEBGOMCR-UHFFFAOYSA-N 2-(2-methoxyethoxy)ethyl acetate Chemical compound COCCOCCOC(C)=O BJINVQNEBGOMCR-UHFFFAOYSA-N 0.000 description 1
- DJCYDDALXPHSHR-UHFFFAOYSA-N 2-(2-propoxyethoxy)ethanol Chemical compound CCCOCCOCCO DJCYDDALXPHSHR-UHFFFAOYSA-N 0.000 description 1
- XYVAYAJYLWYJJN-UHFFFAOYSA-N 2-(2-propoxypropoxy)propan-1-ol Chemical compound CCCOC(C)COC(C)CO XYVAYAJYLWYJJN-UHFFFAOYSA-N 0.000 description 1
- JAHNSTQSQJOJLO-UHFFFAOYSA-N 2-(3-fluorophenyl)-1h-imidazole Chemical compound FC1=CC=CC(C=2NC=CN=2)=C1 JAHNSTQSQJOJLO-UHFFFAOYSA-N 0.000 description 1
- XBYTTXAEDHUVAH-UHFFFAOYSA-N 2-(4-butoxyphenyl)-4,6-bis(trichloromethyl)-1,3,5-triazine Chemical compound C1=CC(OCCCC)=CC=C1C1=NC(C(Cl)(Cl)Cl)=NC(C(Cl)(Cl)Cl)=N1 XBYTTXAEDHUVAH-UHFFFAOYSA-N 0.000 description 1
- DVVXXHVHGGWWPE-UHFFFAOYSA-N 2-(dimethylamino)benzoic acid Chemical compound CN(C)C1=CC=CC=C1C(O)=O DVVXXHVHGGWWPE-UHFFFAOYSA-N 0.000 description 1
- KJSGODDTWRXQRH-UHFFFAOYSA-N 2-(dimethylamino)ethyl benzoate Chemical compound CN(C)CCOC(=O)C1=CC=CC=C1 KJSGODDTWRXQRH-UHFFFAOYSA-N 0.000 description 1
- XNWFRZJHXBZDAG-UHFFFAOYSA-N 2-METHOXYETHANOL Chemical compound COCCO XNWFRZJHXBZDAG-UHFFFAOYSA-N 0.000 description 1
- WFSMVVDJSNMRAR-UHFFFAOYSA-N 2-[2-(2-ethoxyethoxy)ethoxy]ethanol Chemical compound CCOCCOCCOCCO WFSMVVDJSNMRAR-UHFFFAOYSA-N 0.000 description 1
- LCZVSXRMYJUNFX-UHFFFAOYSA-N 2-[2-(2-hydroxypropoxy)propoxy]propan-1-ol Chemical compound CC(O)COC(C)COC(C)CO LCZVSXRMYJUNFX-UHFFFAOYSA-N 0.000 description 1
- WAEVWDZKMBQDEJ-UHFFFAOYSA-N 2-[2-(2-methoxypropoxy)propoxy]propan-1-ol Chemical compound COC(C)COC(C)COC(C)CO WAEVWDZKMBQDEJ-UHFFFAOYSA-N 0.000 description 1
- ZJRNXDIVAGHETA-UHFFFAOYSA-N 2-[2-(3,4-dimethoxyphenyl)ethenyl]-4,6-bis(trichloromethyl)-1,3,5-triazine Chemical compound C1=C(OC)C(OC)=CC=C1C=CC1=NC(C(Cl)(Cl)Cl)=NC(C(Cl)(Cl)Cl)=N1 ZJRNXDIVAGHETA-UHFFFAOYSA-N 0.000 description 1
- XOPKKHCDIAYUSK-UHFFFAOYSA-N 2-[2-(5-methylfuran-2-yl)ethenyl]-4,6-bis(trichloromethyl)-1,3,5-triazine Chemical compound O1C(C)=CC=C1C=CC1=NC(C(Cl)(Cl)Cl)=NC(C(Cl)(Cl)Cl)=N1 XOPKKHCDIAYUSK-UHFFFAOYSA-N 0.000 description 1
- SEFYJVFBMNOLBK-UHFFFAOYSA-N 2-[2-[2-(oxiran-2-ylmethoxy)ethoxy]ethoxymethyl]oxirane Chemical compound C1OC1COCCOCCOCC1CO1 SEFYJVFBMNOLBK-UHFFFAOYSA-N 0.000 description 1
- FDSUVTROAWLVJA-UHFFFAOYSA-N 2-[[3-hydroxy-2,2-bis(hydroxymethyl)propoxy]methyl]-2-(hydroxymethyl)propane-1,3-diol;prop-2-enoic acid Chemical compound OC(=O)C=C.OC(=O)C=C.OC(=O)C=C.OC(=O)C=C.OC(=O)C=C.OCC(CO)(CO)COCC(CO)(CO)CO FDSUVTROAWLVJA-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
- POAOYUHQDCAZBD-UHFFFAOYSA-N 2-butoxyethanol Chemical compound CCCCOCCO POAOYUHQDCAZBD-UHFFFAOYSA-N 0.000 description 1
- HRJYGQAACVZSEO-UHFFFAOYSA-N 2-chloro-9h-thioxanthene Chemical compound C1=CC=C2CC3=CC(Cl)=CC=C3SC2=C1 HRJYGQAACVZSEO-UHFFFAOYSA-N 0.000 description 1
- 125000004182 2-chlorophenyl group Chemical group [H]C1=C([H])C(Cl)=C(*)C([H])=C1[H] 0.000 description 1
- ZCDADJXRUCOCJE-UHFFFAOYSA-N 2-chlorothioxanthen-9-one Chemical compound C1=CC=C2C(=O)C3=CC(Cl)=CC=C3SC2=C1 ZCDADJXRUCOCJE-UHFFFAOYSA-N 0.000 description 1
- KMNCBSZOIQAUFX-UHFFFAOYSA-N 2-ethoxy-1,2-diphenylethanone Chemical compound C=1C=CC=CC=1C(OCC)C(=O)C1=CC=CC=C1 KMNCBSZOIQAUFX-UHFFFAOYSA-N 0.000 description 1
- ZNQVEEAIQZEUHB-UHFFFAOYSA-N 2-ethoxyethanol Chemical compound CCOCCO ZNQVEEAIQZEUHB-UHFFFAOYSA-N 0.000 description 1
- SVONRAPFKPVNKG-UHFFFAOYSA-N 2-ethoxyethyl acetate Chemical compound CCOCCOC(C)=O SVONRAPFKPVNKG-UHFFFAOYSA-N 0.000 description 1
- SURWYRGVICLUBJ-UHFFFAOYSA-N 2-ethyl-9,10-dimethoxyanthracene Chemical compound C1=CC=CC2=C(OC)C3=CC(CC)=CC=C3C(OC)=C21 SURWYRGVICLUBJ-UHFFFAOYSA-N 0.000 description 1
- SJEBAWHUJDUKQK-UHFFFAOYSA-N 2-ethylanthraquinone Chemical compound C1=CC=C2C(=O)C3=CC(CC)=CC=C3C(=O)C2=C1 SJEBAWHUJDUKQK-UHFFFAOYSA-N 0.000 description 1
- QPXVRLXJHPTCPW-UHFFFAOYSA-N 2-hydroxy-2-methyl-1-(4-propan-2-ylphenyl)propan-1-one Chemical compound CC(C)C1=CC=C(C(=O)C(C)(C)O)C=C1 QPXVRLXJHPTCPW-UHFFFAOYSA-N 0.000 description 1
- 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 description 1
- 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 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
- ATTLFLQPHSUNBK-UHFFFAOYSA-N 2-methyl-9h-thioxanthene Chemical compound C1=CC=C2CC3=CC(C)=CC=C3SC2=C1 ATTLFLQPHSUNBK-UHFFFAOYSA-N 0.000 description 1
- MYISVPVWAQRUTL-UHFFFAOYSA-N 2-methylthioxanthen-9-one Chemical compound C1=CC=C2C(=O)C3=CC(C)=CC=C3SC2=C1 MYISVPVWAQRUTL-UHFFFAOYSA-N 0.000 description 1
- SQAAXANYWPZYJI-UHFFFAOYSA-N 2-propan-2-yl-9h-thioxanthene Chemical compound C1=CC=C2CC3=CC(C(C)C)=CC=C3SC2=C1 SQAAXANYWPZYJI-UHFFFAOYSA-N 0.000 description 1
- KTALPKYXQZGAEG-UHFFFAOYSA-N 2-propan-2-ylthioxanthen-9-one Chemical compound C1=CC=C2C(=O)C3=CC(C(C)C)=CC=C3SC2=C1 KTALPKYXQZGAEG-UHFFFAOYSA-N 0.000 description 1
- YEYKMVJDLWJFOA-UHFFFAOYSA-N 2-propoxyethanol Chemical compound CCCOCCO YEYKMVJDLWJFOA-UHFFFAOYSA-N 0.000 description 1
- 125000000175 2-thienyl group Chemical group S1C([*])=C([H])C([H])=C1[H] 0.000 description 1
- FRIBMENBGGCKPD-UHFFFAOYSA-N 3-(2,3-dimethoxyphenyl)prop-2-enal Chemical compound COC1=CC=CC(C=CC=O)=C1OC FRIBMENBGGCKPD-UHFFFAOYSA-N 0.000 description 1
- QCAHUFWKIQLBNB-UHFFFAOYSA-N 3-(3-methoxypropoxy)propan-1-ol Chemical compound COCCCOCCCO QCAHUFWKIQLBNB-UHFFFAOYSA-N 0.000 description 1
- JRXXEXVXTFEBIY-UHFFFAOYSA-N 3-ethoxypropanoic acid Chemical compound CCOCCC(O)=O JRXXEXVXTFEBIY-UHFFFAOYSA-N 0.000 description 1
- DKIDEFUBRARXTE-UHFFFAOYSA-M 3-mercaptopropionate Chemical compound [O-]C(=O)CCS DKIDEFUBRARXTE-UHFFFAOYSA-M 0.000 description 1
- QMYGFTJCQFEDST-UHFFFAOYSA-N 3-methoxybutyl acetate Chemical compound COC(C)CCOC(C)=O QMYGFTJCQFEDST-UHFFFAOYSA-N 0.000 description 1
- AYKYXWQEBUNJCN-UHFFFAOYSA-N 3-methylfuran-2,5-dione Chemical compound CC1=CC(=O)OC1=O AYKYXWQEBUNJCN-UHFFFAOYSA-N 0.000 description 1
- OFNISBHGPNMTMS-UHFFFAOYSA-N 3-methylideneoxolane-2,5-dione Chemical compound C=C1CC(=O)OC1=O OFNISBHGPNMTMS-UHFFFAOYSA-N 0.000 description 1
- 238000010146 3D printing Methods 0.000 description 1
- OKISUZLXOYGIFP-UHFFFAOYSA-N 4,4'-dichlorobenzophenone Chemical compound C1=CC(Cl)=CC=C1C(=O)C1=CC=C(Cl)C=C1 OKISUZLXOYGIFP-UHFFFAOYSA-N 0.000 description 1
- YDIYEOMDOWUDTJ-UHFFFAOYSA-N 4-(dimethylamino)benzoic acid Chemical compound CN(C)C1=CC=C(C(O)=O)C=C1 YDIYEOMDOWUDTJ-UHFFFAOYSA-N 0.000 description 1
- BLLOXKZNPPDLGM-UHFFFAOYSA-N 4-[2-[4,6-bis(trichloromethyl)-1,3,5-triazin-2-yl]ethenyl]-n,n-diethyl-3-methylaniline Chemical compound CC1=CC(N(CC)CC)=CC=C1C=CC1=NC(C(Cl)(Cl)Cl)=NC(C(Cl)(Cl)Cl)=N1 BLLOXKZNPPDLGM-UHFFFAOYSA-N 0.000 description 1
- LXDXJSHQARTINV-UHFFFAOYSA-N 4-bromoquinoline-6-carboxylic acid Chemical compound N1=CC=C(Br)C2=CC(C(=O)O)=CC=C21 LXDXJSHQARTINV-UHFFFAOYSA-N 0.000 description 1
- 125000004172 4-methoxyphenyl group Chemical group [H]C1=C([H])C(OC([H])([H])[H])=C([H])C([H])=C1* 0.000 description 1
- FUWFDADDJOUNDL-UHFFFAOYSA-N 9,10-diethoxy-2-ethylanthracene Chemical compound CCC1=CC=C2C(OCC)=C(C=CC=C3)C3=C(OCC)C2=C1 FUWFDADDJOUNDL-UHFFFAOYSA-N 0.000 description 1
- GJNKQJAJXSUJBO-UHFFFAOYSA-N 9,10-diethoxyanthracene Chemical compound C1=CC=C2C(OCC)=C(C=CC=C3)C3=C(OCC)C2=C1 GJNKQJAJXSUJBO-UHFFFAOYSA-N 0.000 description 1
- JWJMBKSFTTXMLL-UHFFFAOYSA-N 9,10-dimethoxyanthracene Chemical compound C1=CC=C2C(OC)=C(C=CC=C3)C3=C(OC)C2=C1 JWJMBKSFTTXMLL-UHFFFAOYSA-N 0.000 description 1
- PQJUJGAVDBINPI-UHFFFAOYSA-N 9H-thioxanthene Chemical compound C1=CC=C2CC3=CC=CC=C3SC2=C1 PQJUJGAVDBINPI-UHFFFAOYSA-N 0.000 description 1
- 239000004342 Benzoyl peroxide Substances 0.000 description 1
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 1
- FERIUCNNQQJTOY-UHFFFAOYSA-M Butyrate Chemical compound CCCC([O-])=O FERIUCNNQQJTOY-UHFFFAOYSA-M 0.000 description 1
- FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Natural products CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 description 1
- XVZXOLOFWKSDSR-UHFFFAOYSA-N Cc1cc(C)c([C]=O)c(C)c1 Chemical group Cc1cc(C)c([C]=O)c(C)c1 XVZXOLOFWKSDSR-UHFFFAOYSA-N 0.000 description 1
- XXRCUYVCPSWGCC-UHFFFAOYSA-N Ethyl pyruvate Chemical compound CCOC(=O)C(C)=O XXRCUYVCPSWGCC-UHFFFAOYSA-N 0.000 description 1
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 1
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 description 1
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 1
- 239000005057 Hexamethylene diisocyanate Substances 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 1
- QXKHYNVANLEOEG-UHFFFAOYSA-N Methoxsalen Chemical group C1=CC(=O)OC2=C1C=C1C=COC1=C2OC QXKHYNVANLEOEG-UHFFFAOYSA-N 0.000 description 1
- NQSMEZJWJJVYOI-UHFFFAOYSA-N Methyl 2-benzoylbenzoate Chemical compound COC(=O)C1=CC=CC=C1C(=O)C1=CC=CC=C1 NQSMEZJWJJVYOI-UHFFFAOYSA-N 0.000 description 1
- WRQNANDWMGAFTP-UHFFFAOYSA-N Methylacetoacetic acid Chemical compound COC(=O)CC(C)=O WRQNANDWMGAFTP-UHFFFAOYSA-N 0.000 description 1
- FXHOOIRPVKKKFG-UHFFFAOYSA-N N,N-Dimethylacetamide Chemical compound CN(C)C(C)=O FXHOOIRPVKKKFG-UHFFFAOYSA-N 0.000 description 1
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- OFSAUHSCHWRZKM-UHFFFAOYSA-N Padimate A Chemical compound CC(C)CCOC(=O)C1=CC=C(N(C)C)C=C1 OFSAUHSCHWRZKM-UHFFFAOYSA-N 0.000 description 1
- DIQMPQMYFZXDAX-UHFFFAOYSA-N Pentyl formate Chemical compound CCCCCOC=O DIQMPQMYFZXDAX-UHFFFAOYSA-N 0.000 description 1
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 1
- 239000006087 Silane Coupling Agent Substances 0.000 description 1
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 1
- 244000028419 Styrax benzoin Species 0.000 description 1
- 235000000126 Styrax benzoin Nutrition 0.000 description 1
- UCKMPCXJQFINFW-UHFFFAOYSA-N Sulphide Chemical compound [S-2] UCKMPCXJQFINFW-UHFFFAOYSA-N 0.000 description 1
- 235000008411 Sumatra benzointree Nutrition 0.000 description 1
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 1
- SLINHMUFWFWBMU-UHFFFAOYSA-N Triisopropanolamine Chemical compound CC(O)CN(CC(C)O)CC(C)O SLINHMUFWFWBMU-UHFFFAOYSA-N 0.000 description 1
- LFOXEOLGJPJZAA-UHFFFAOYSA-N [(2,6-dimethoxybenzoyl)-(2,4,4-trimethylpentyl)phosphoryl]-(2,6-dimethoxyphenyl)methanone Chemical compound COC1=CC=CC(OC)=C1C(=O)P(=O)(CC(C)CC(C)(C)C)C(=O)C1=C(OC)C=CC=C1OC LFOXEOLGJPJZAA-UHFFFAOYSA-N 0.000 description 1
- 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 description 1
- 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 1
- CQWJDWCWTPQDSU-UHFFFAOYSA-N [4-(dimethylamino)-2-ethylhexyl] benzoate Chemical compound CCC(N(C)C)CC(CC)COC(=O)C1=CC=CC=C1 CQWJDWCWTPQDSU-UHFFFAOYSA-N 0.000 description 1
- DHKHKXVYLBGOIT-UHFFFAOYSA-N acetaldehyde Diethyl Acetal Natural products CCOC(C)OCC DHKHKXVYLBGOIT-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 125000005073 adamantyl group Chemical group C12(CC3CC(CC(C1)C3)C2)* 0.000 description 1
- 239000002318 adhesion promoter Substances 0.000 description 1
- 125000002723 alicyclic group Chemical group 0.000 description 1
- 125000005078 alkoxycarbonylalkyl group Chemical group 0.000 description 1
- 125000003282 alkyl amino group Chemical group 0.000 description 1
- 125000005907 alkyl ester group Chemical group 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- 230000002744 anti-aggregatory effect Effects 0.000 description 1
- 239000002518 antifoaming agent Substances 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 125000001124 arachidoyl group Chemical group O=C([*])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])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
- 125000003710 aryl alkyl group Chemical group 0.000 description 1
- 238000005452 bending Methods 0.000 description 1
- LHMRXAIRPKSGDE-UHFFFAOYSA-N benzo[a]anthracene-7,12-dione Chemical compound C1=CC2=CC=CC=C2C2=C1C(=O)C1=CC=CC=C1C2=O LHMRXAIRPKSGDE-UHFFFAOYSA-N 0.000 description 1
- 229960002130 benzoin Drugs 0.000 description 1
- RWCCWEUUXYIKHB-UHFFFAOYSA-N benzophenone Chemical compound C=1C=CC=CC=1C(=O)C1=CC=CC=C1 RWCCWEUUXYIKHB-UHFFFAOYSA-N 0.000 description 1
- 239000012965 benzophenone Substances 0.000 description 1
- 229960003328 benzoyl peroxide Drugs 0.000 description 1
- 235000019400 benzoyl peroxide Nutrition 0.000 description 1
- JRPRCOLKIYRSNH-UHFFFAOYSA-N bis(oxiran-2-ylmethyl) benzene-1,2-dicarboxylate Chemical compound C=1C=CC=C(C(=O)OCC2OC2)C=1C(=O)OCC1CO1 JRPRCOLKIYRSNH-UHFFFAOYSA-N 0.000 description 1
- 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 description 1
- VYHBFRJRBHMIQZ-UHFFFAOYSA-N bis[4-(diethylamino)phenyl]methanone Chemical compound C1=CC(N(CC)CC)=CC=C1C(=O)C1=CC=C(N(CC)CC)C=C1 VYHBFRJRBHMIQZ-UHFFFAOYSA-N 0.000 description 1
- OBNCKNCVKJNDBV-UHFFFAOYSA-N butanoic acid ethyl ester Natural products CCCC(=O)OCC OBNCKNCVKJNDBV-UHFFFAOYSA-N 0.000 description 1
- FOYJYXHISWUSDL-UHFFFAOYSA-N butyl 4-(dimethylamino)benzoate Chemical compound CCCCOC(=O)C1=CC=C(N(C)C)C=C1 FOYJYXHISWUSDL-UHFFFAOYSA-N 0.000 description 1
- BTMVHUNTONAYDX-UHFFFAOYSA-N butyl propionate Chemical compound CCCCOC(=O)CC BTMVHUNTONAYDX-UHFFFAOYSA-N 0.000 description 1
- 125000004063 butyryl group Chemical group O=C([*])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000011203 carbon fibre reinforced carbon Substances 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- HNEGQIOMVPPMNR-IHWYPQMZSA-N citraconic acid Chemical compound OC(=O)C(/C)=C\C(O)=O HNEGQIOMVPPMNR-IHWYPQMZSA-N 0.000 description 1
- 229940018557 citraconic acid Drugs 0.000 description 1
- LDHQCZJRKDOVOX-NSCUHMNNSA-N crotonic acid Chemical compound C\C=C\C(O)=O LDHQCZJRKDOVOX-NSCUHMNNSA-N 0.000 description 1
- 125000002993 cycloalkylene group Chemical group 0.000 description 1
- 125000006547 cyclononyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C([H])([H])C1([H])[H] 0.000 description 1
- 229940019778 diethylene glycol diethyl ether Drugs 0.000 description 1
- SBZXBUIDTXKZTM-UHFFFAOYSA-N diglyme Chemical compound COCCOCCOC SBZXBUIDTXKZTM-UHFFFAOYSA-N 0.000 description 1
- 125000002147 dimethylamino group Chemical group [H]C([H])([H])N(*)C([H])([H])[H] 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 125000005745 ethoxymethyl group Chemical group [H]C([H])([H])C([H])([H])OC([H])([H])* 0.000 description 1
- CKSRFHWWBKRUKA-UHFFFAOYSA-N ethyl 2-ethoxyacetate Chemical compound CCOCC(=O)OCC CKSRFHWWBKRUKA-UHFFFAOYSA-N 0.000 description 1
- GFUIDHWFLMPAGY-UHFFFAOYSA-N ethyl 2-hydroxy-2-methylpropanoate Chemical compound CCOC(=O)C(C)(C)O GFUIDHWFLMPAGY-UHFFFAOYSA-N 0.000 description 1
- ZANNOFHADGWOLI-UHFFFAOYSA-N ethyl 2-hydroxyacetate Chemical compound CCOC(=O)CO ZANNOFHADGWOLI-UHFFFAOYSA-N 0.000 description 1
- FJAKCEHATXBFJT-UHFFFAOYSA-N ethyl 2-oxobutanoate Chemical compound CCOC(=O)C(=O)CC FJAKCEHATXBFJT-UHFFFAOYSA-N 0.000 description 1
- IJUHLFUALMUWOM-UHFFFAOYSA-N ethyl 3-methoxypropanoate Chemical compound CCOC(=O)CCOC IJUHLFUALMUWOM-UHFFFAOYSA-N 0.000 description 1
- XYIBRDXRRQCHLP-UHFFFAOYSA-N ethyl acetoacetate Chemical compound CCOC(=O)CC(C)=O XYIBRDXRRQCHLP-UHFFFAOYSA-N 0.000 description 1
- 229940117360 ethyl pyruvate Drugs 0.000 description 1
- 230000001747 exhibiting effect Effects 0.000 description 1
- 239000011737 fluorine Substances 0.000 description 1
- 125000005816 fluoropropyl group Chemical group [H]C([H])(F)C([H])([H])C([H])([H])* 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 239000001530 fumaric acid Substances 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 125000003055 glycidyl group Chemical group C(C1CO1)* 0.000 description 1
- 235000019382 gum benzoic Nutrition 0.000 description 1
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 description 1
- VLKZOEOYAKHREP-UHFFFAOYSA-N hexane Substances CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 1
- 125000003104 hexanoyl group Chemical group O=C([*])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 230000001678 irradiating effect Effects 0.000 description 1
- GJRQTCIYDGXPES-UHFFFAOYSA-N iso-butyl acetate Natural products CC(C)COC(C)=O GJRQTCIYDGXPES-UHFFFAOYSA-N 0.000 description 1
- FGKJLKRYENPLQH-UHFFFAOYSA-M isocaproate Chemical compound CC(C)CCC([O-])=O FGKJLKRYENPLQH-UHFFFAOYSA-M 0.000 description 1
- JMMWKPVZQRWMSS-UHFFFAOYSA-N isopropanol acetate Natural products CC(C)OC(C)=O JMMWKPVZQRWMSS-UHFFFAOYSA-N 0.000 description 1
- 229940011051 isopropyl acetate Drugs 0.000 description 1
- GWYFCOCPABKNJV-UHFFFAOYSA-N isovaleric acid Chemical compound CC(C)CC(O)=O GWYFCOCPABKNJV-UHFFFAOYSA-N 0.000 description 1
- OQAGVSWESNCJJT-UHFFFAOYSA-N isovaleric acid methyl ester Natural products COC(=O)CC(C)C OQAGVSWESNCJJT-UHFFFAOYSA-N 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 238000010030 laminating Methods 0.000 description 1
- 125000000400 lauroyl group Chemical group O=C([*])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
- 239000004973 liquid crystal related substance Substances 0.000 description 1
- 125000000040 m-tolyl group Chemical group [H]C1=C([H])C(*)=C([H])C(=C1[H])C([H])([H])[H] 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
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 1
- 125000000628 margaroyl group Chemical group O=C([*])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])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 238000000691 measurement method Methods 0.000 description 1
- 125000005395 methacrylic acid group Chemical group 0.000 description 1
- 125000004184 methoxymethyl group Chemical group [H]C([H])([H])OC([H])([H])* 0.000 description 1
- YSGBMDFJWFIEDF-UHFFFAOYSA-N methyl 2-hydroxy-3-methylbutanoate Chemical compound COC(=O)C(O)C(C)C YSGBMDFJWFIEDF-UHFFFAOYSA-N 0.000 description 1
- LPEKGGXMPWTOCB-UHFFFAOYSA-N methyl 2-hydroxypropionate Chemical compound COC(=O)C(C)O LPEKGGXMPWTOCB-UHFFFAOYSA-N 0.000 description 1
- HSDFKDZBJMDHFF-UHFFFAOYSA-N methyl 3-ethoxypropanoate Chemical compound CCOCCC(=O)OC HSDFKDZBJMDHFF-UHFFFAOYSA-N 0.000 description 1
- BDJSOPWXYLFTNW-UHFFFAOYSA-N methyl 3-methoxypropanoate Chemical compound COCCC(=O)OC BDJSOPWXYLFTNW-UHFFFAOYSA-N 0.000 description 1
- LDTLDBDUBGAEDT-UHFFFAOYSA-N methyl 3-sulfanylpropanoate Chemical compound COC(=O)CCS LDTLDBDUBGAEDT-UHFFFAOYSA-N 0.000 description 1
- CRVGTESFCCXCTH-UHFFFAOYSA-N methyl diethanolamine Chemical compound OCCN(C)CCO CRVGTESFCCXCTH-UHFFFAOYSA-N 0.000 description 1
- CWKLZLBVOJRSOM-UHFFFAOYSA-N methyl pyruvate Chemical compound COC(=O)C(C)=O CWKLZLBVOJRSOM-UHFFFAOYSA-N 0.000 description 1
- LVHBHZANLOWSRM-UHFFFAOYSA-N methylenebutanedioic acid Natural products OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- 125000001419 myristoyl group Chemical group O=C([*])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
- GYVGXEWAOAAJEU-UHFFFAOYSA-N n,n,4-trimethylaniline Chemical compound CN(C)C1=CC=C(C)C=C1 GYVGXEWAOAAJEU-UHFFFAOYSA-N 0.000 description 1
- XFHJDMUEHUHAJW-UHFFFAOYSA-N n-tert-butylprop-2-enamide Chemical compound CC(C)(C)NC(=O)C=C XFHJDMUEHUHAJW-UHFFFAOYSA-N 0.000 description 1
- SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 description 1
- 125000001402 nonanoyl group Chemical group O=C([*])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
- 125000002868 norbornyl group Chemical group C12(CCC(CC1)C2)* 0.000 description 1
- 125000002801 octanoyl group Chemical group C(CCCCCCC)(=O)* 0.000 description 1
- MPQXHAGKBWFSNV-UHFFFAOYSA-N oxidophosphanium Chemical class [PH3]=O MPQXHAGKBWFSNV-UHFFFAOYSA-N 0.000 description 1
- RVTZCBVAJQQJTK-UHFFFAOYSA-N oxygen(2-);zirconium(4+) Chemical compound [O-2].[O-2].[Zr+4] RVTZCBVAJQQJTK-UHFFFAOYSA-N 0.000 description 1
- 125000001037 p-tolyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1*)C([H])([H])[H] 0.000 description 1
- LXTZRIBXKVRLOA-UHFFFAOYSA-N padimate a Chemical compound CCCCCOC(=O)C1=CC=C(N(C)C)C=C1 LXTZRIBXKVRLOA-UHFFFAOYSA-N 0.000 description 1
- 125000001312 palmitoyl group Chemical group O=C([*])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])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 1
- 150000003021 phthalic acid derivatives Chemical class 0.000 description 1
- 125000003367 polycyclic group Chemical group 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 229920000193 polymethacrylate Polymers 0.000 description 1
- 229920001451 polypropylene glycol Polymers 0.000 description 1
- 125000001501 propionyl group Chemical group O=C([*])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000005767 propoxymethyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])[#8]C([H])([H])* 0.000 description 1
- ILPVOWZUBFRIAX-UHFFFAOYSA-N propyl 2-oxopropanoate Chemical compound CCCOC(=O)C(C)=O ILPVOWZUBFRIAX-UHFFFAOYSA-N 0.000 description 1
- LLHKCFNBLRBOGN-UHFFFAOYSA-N propylene glycol methyl ether acetate Chemical compound COCC(C)OC(C)=O LLHKCFNBLRBOGN-UHFFFAOYSA-N 0.000 description 1
- 125000003373 pyrazinyl group Chemical group 0.000 description 1
- 125000000714 pyrimidinyl group Chemical group 0.000 description 1
- 125000000168 pyrrolyl group Chemical group 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 229910052710 silicon Inorganic materials 0.000 description 1
- 239000010703 silicon Substances 0.000 description 1
- 125000003808 silyl group Chemical group [H][Si]([H])([H])[*] 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 229910001220 stainless steel Inorganic materials 0.000 description 1
- 239000010935 stainless steel Substances 0.000 description 1
- 125000003696 stearoyl group Chemical group O=C([*])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])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 150000005846 sugar alcohols Polymers 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- UWHCKJMYHZGTIT-UHFFFAOYSA-N tetraethylene glycol Chemical compound OCCOCCOCCOCCO UWHCKJMYHZGTIT-UHFFFAOYSA-N 0.000 description 1
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 description 1
- 239000010409 thin film Substances 0.000 description 1
- YRHRIQCWCFGUEQ-UHFFFAOYSA-N thioxanthen-9-one Chemical compound C1=CC=C2C(=O)C3=CC=CC=C3SC2=C1 YRHRIQCWCFGUEQ-UHFFFAOYSA-N 0.000 description 1
- DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical compound CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 description 1
- LDHQCZJRKDOVOX-UHFFFAOYSA-N trans-crotonic acid Natural products CC=CC(O)=O LDHQCZJRKDOVOX-UHFFFAOYSA-N 0.000 description 1
- 125000003866 trichloromethyl group Chemical group ClC(Cl)(Cl)* 0.000 description 1
- JLGLQAWTXXGVEM-UHFFFAOYSA-N triethylene glycol monomethyl ether Chemical compound COCCOCCOCCO JLGLQAWTXXGVEM-UHFFFAOYSA-N 0.000 description 1
- 125000000297 undecanoyl group Chemical group O=C([*])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
- 125000003774 valeryl group Chemical group O=C([*])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
- 229910001928 zirconium oxide Inorganic materials 0.000 description 1
Classifications
-
- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03F—PHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
- G03F7/00—Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
- G03F7/004—Photosensitive materials
- G03F7/027—Non-macromolecular photopolymerisable compounds having carbon-to-carbon double bonds, e.g. ethylenic compounds
- G03F7/028—Non-macromolecular photopolymerisable compounds having carbon-to-carbon double bonds, e.g. ethylenic compounds with photosensitivity-increasing substances, e.g. photoinitiators
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D11/00—Inks
- C09D11/02—Printing inks
- C09D11/10—Printing inks based on artificial resins
- C09D11/101—Inks specially adapted for printing processes involving curing by wave energy or particle radiation, e.g. with UV-curing following the printing
-
- 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
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/10—Esters
- C08F220/26—Esters containing oxygen in addition to the carboxy oxygen
- C08F220/30—Esters containing oxygen in addition to the carboxy oxygen containing aromatic rings in the alcohol moiety
-
- 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
- C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/10—Esters
- C08F220/38—Esters containing sulfur
-
- 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
- C08F228/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a bond to sulfur or by a heterocyclic ring containing sulfur
- C08F228/02—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a bond to sulfur or by a heterocyclic ring containing sulfur by a bond to sulfur
-
- 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
- C08K3/18—Oxygen-containing compounds, e.g. metal carbonyls
- C08K3/20—Oxides; Hydroxides
- C08K3/22—Oxides; Hydroxides of metals
-
- 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
- C08K3/18—Oxygen-containing compounds, e.g. metal carbonyls
- C08K3/24—Acids; Salts thereof
-
- 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
- C08K3/30—Sulfur-, selenium- or tellurium-containing compounds
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L33/00—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
- C08L33/04—Homopolymers or copolymers of esters
- C08L33/14—Homopolymers or copolymers of esters of esters containing halogen, nitrogen, sulfur, or oxygen atoms in addition to the carboxy oxygen
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D11/00—Inks
- C09D11/30—Inkjet printing inks
- C09D11/32—Inkjet printing inks characterised by colouring agents
- C09D11/322—Pigment inks
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D11/00—Inks
- C09D11/30—Inkjet printing inks
- C09D11/38—Inkjet printing inks characterised by non-macromolecular additives other than solvents, pigments or dyes
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09F—NATURAL RESINS; FRENCH POLISH; DRYING-OILS; OIL DRYING AGENTS, i.e. SICCATIVES; TURPENTINE
- C09F9/00—Compounds to be used as driers, i.e. siccatives
-
- G—PHYSICS
- G02—OPTICS
- G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
- G02B1/00—Optical elements characterised by the material of which they are made; Optical coatings for optical elements
- G02B1/04—Optical elements characterised by the material of which they are made; Optical coatings for optical elements made of organic materials, e.g. plastics
-
- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03F—PHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
- G03F7/00—Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
- G03F7/004—Photosensitive materials
- G03F7/0047—Photosensitive materials characterised by additives for obtaining a metallic or ceramic pattern, e.g. by firing
-
- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03F—PHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
- G03F7/00—Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
- G03F7/004—Photosensitive materials
- G03F7/027—Non-macromolecular photopolymerisable compounds having carbon-to-carbon double bonds, e.g. ethylenic compounds
-
- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03F—PHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
- G03F7/00—Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
- G03F7/004—Photosensitive materials
- G03F7/09—Photosensitive materials characterised by structural details, e.g. supports, auxiliary layers
- G03F7/105—Photosensitive materials characterised by structural details, e.g. supports, auxiliary layers having substances, e.g. indicators, for forming visible images
-
- G—PHYSICS
- G09—EDUCATION; CRYPTOGRAPHY; DISPLAY; ADVERTISING; SEALS
- G09F—DISPLAYING; ADVERTISING; SIGNS; LABELS OR NAME-PLATES; SEALS
- G09F9/00—Indicating arrangements for variable information in which the information is built-up on a support by selection or combination of individual elements
-
- 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
- C08K3/18—Oxygen-containing compounds, e.g. metal carbonyls
- C08K3/20—Oxides; Hydroxides
- C08K3/22—Oxides; Hydroxides of metals
- C08K2003/221—Oxides; Hydroxides of metals of rare earth metal
- C08K2003/2213—Oxides; Hydroxides of metals of rare earth metal of cerium
-
- 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
- C08K3/18—Oxygen-containing compounds, e.g. metal carbonyls
- C08K3/20—Oxides; Hydroxides
- C08K3/22—Oxides; Hydroxides of metals
- C08K2003/2237—Oxides; Hydroxides of metals of titanium
- C08K2003/2241—Titanium dioxide
-
- 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
- C08K3/30—Sulfur-, selenium- or tellurium-containing compounds
- C08K2003/3009—Sulfides
- C08K2003/3036—Sulfides of zinc
-
- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03F—PHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
- G03F7/00—Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
- G03F7/20—Exposure; Apparatus therefor
- G03F7/2002—Exposure; Apparatus therefor with visible light or UV light, through an original having an opaque pattern on a transparent support, e.g. film printing, projection printing; by reflection of visible or UV light from an original such as a printed image
- G03F7/2004—Exposure; Apparatus therefor with visible light or UV light, through an original having an opaque pattern on a transparent support, e.g. film printing, projection printing; by reflection of visible or UV light from an original such as a printed image characterised by the use of a particular light source, e.g. fluorescent lamps or deep UV light
Definitions
- the present invention relates to a photosensitive ink composition, a cured product of the photosensitive ink composition, a display panel including a film composed of the cured product, and a method for producing a cured product using the above-mentioned photosensitive ink composition. ..
- a high refractive index material has been used for forming an optical member.
- the high refraction material for example, a composition in which metal oxide particles such as titanium oxide and zirconium oxide are dispersed in an organic component is used.
- a highly refracting material a composition containing metal oxide particles, a fluorene compound having a specific structure having a hydrolyzable silyl group, and an organic solvent is disclosed (see Patent Document 1). Since the composition described in Patent Document 1 contains the fluorene compound having the above-mentioned specific structure, it is excellent in dispersibility of the metal oxide particles and gives a cured product having a high refractive index. Further, the composition described in Patent Document 1 can be applied to various printing methods by containing an organic solvent.
- the composition as described in Patent Document 1 is used for forming a high refractive index film in a display panel in a display application such as an OLED display element.
- a high refractive index film is formed using the composition described in Patent Document 1
- the organic solvent volatilizes in the process of producing the high refractive index film, or the formed high refractive index film is derived from the organic solvent. There is a problem that outgas is generated.
- the problems of volatilization of the organic solvent and outgas can be solved by reducing the content of the organic solvent in the composition used for forming the high refractive index film.
- the content of the organic solvent in the composition described in Patent Document 1 is reduced, the coatability of the composition is significantly impaired, and it is particularly difficult to apply the inkjet method.
- the present invention has been made in view of the above problems, and it is possible to form a cured product having a high refractive index, and the inkjet method can be applied even though it contains no organic solvent or only a small amount.
- a display panel including a liquid photosensitive ink composition, a cured product of the photosensitive ink composition, and a film composed of the cured product, and a method for producing a cured product using the above-mentioned photosensitive ink composition. The purpose is.
- the present inventors have specified the photopolymerizable compound (A) as the photopolymerizable compound (A) in the photosensitive ink composition containing the photopolymerizable compound (A), the metal compound particles (B), and the photopolymerization initiator (C). Titanium oxide particles, barium titanate particles, cerium oxide particles, and zinc sulfide are used as the metal compound particles (B) by using the sulfide compound (A1) having the above structure and the (meth) acrylate compound (A2) having a specific structure.
- the present invention provides the following.
- a first aspect of the present invention is a photosensitive ink composition containing a photopolymerizable compound (A), metal compound particles (B), and a photopolymerization initiator (C).
- the photosensitive ink composition may or may not contain the solvent (S).
- the photopolymerizable compound (A) contains a sulfide compound (A1) represented by the following formula (a-1) and a (meth) acrylate compound (A2) represented by the following formula (a-2).
- the metal compound particles (B) are at least one selected from the group consisting of titanium oxide particles, barium titanate particles, cerium oxide particles, and zinc sulfide particles.
- the ratio of the mass of the solvent (S) to the mass of the photosensitive ink composition is 5% by mass or less.
- R 1 and R 2 are independently hydrogen atoms or methyl groups
- R 3 and R 4 are independently alkyl groups having 1 or more and 5 or less carbon atoms.
- p and q are independently 0 or 1 respectively.
- R 10 is a hydrogen atom or a methyl group
- R 11 is an alkylene group having 1 or more carbon atoms and 3 or less carbon atoms
- R 12 is a single bond, an oxygen atom or sulfur.
- R 13 is an alkyl group having 1 to 4 carbon atoms, an alkoxy group having 1 to 4 carbon atoms, a phenoxy group, or a phenyl group, and s is an integer of 0 to 5 and t. Is 0, 1 or 2)
- the second aspect of the present invention is a cured product of the photosensitive ink composition according to the first aspect.
- a third aspect of the present invention is a display panel including a film made of a cured product according to the second aspect.
- a fourth aspect of the present invention is to mold the photosensitive ink composition according to the first aspect according to the shape of the cured product to be formed. Exposure to the molded photosensitive ink composition and It is a method for producing a cured product containing.
- a liquid photosensitive ink composition capable of forming a cured product having a high refractive index and to which an inkjet method can be applied even though it contains no organic solvent or only a small amount thereof, and the above-mentioned It is possible to provide a cured product of a photosensitive ink composition, a display panel including a film made of the cured product, and a method for producing a cured product using the above-mentioned photosensitive ink composition.
- the photosensitive ink composition contains a photopolymerizable compound (A), metal compound particles (B), and a photopolymerization initiator (C).
- the photosensitive ink composition contains or does not contain the solvent (S).
- the photopolymerizable compound (A) is a sulfide compound (A1) represented by the formula (a-1) described later and a (meth) acrylate compound (A2) represented by the formula (a-2) described later.
- the metal compound particle (B) is at least one selected from the group consisting of titanium oxide particles, barium titanate particles, cerium oxide particles, and zinc sulfide particles.
- (meth) acrylate means both acrylate and methacrylate.
- (meth) acrylic means both acrylic and methacrylic.
- (meth) acryloyl means both acryloyl and methacryloyl.
- the photosensitive ink composition contains a sulfide compound (A1) represented by the formula (a-1) in combination and a (meth) acrylate compound (A2) represented by the formula (a-2) described later.
- A1 represented by the formula (a-1) in combination
- A2 a (meth) acrylate compound represented by the formula (a-2) described later.
- a cured product having a high refractive index can be formed by using the photosensitive ink composition, and the photosensitive ink composition is a small amount of solvent of 5% by mass or less.
- the viscosity of the photosensitive ink composition is low enough to be applicable to the inkjet method.
- the content of the solvent (S) in the photosensitive ink composition is preferably 3% by mass or less, more preferably 2% by mass or less, further preferably 1% by mass or less, still more preferably 0.5% by mass or less, and 0. .3% by mass or less is particularly preferable.
- the photosensitive ink composition is substantially free of the solvent (S).
- the fact that the photosensitive ink composition does not substantially contain the solvent (S) means that a very small amount of the solvent (S) is inevitably brought into the photosensitive ink composition along with the raw materials and the like, and the photosensitive ink composition It means that the solvent (S) is not intentionally added to the product.
- the content of the solvent (S) in the photosensitive ink composition is, for example, 0.2% by mass or less, and 0.15% by mass or less. Is preferable, 0.1% by mass or less is more preferable, and 0.05% by mass or less is further preferable.
- the viscosity of the photosensitive ink composition is preferably 30 cP or less, more preferably 28 cP or less, still more preferably 25 cP or less, as the viscosity measured with an E-type viscometer at 25 ° C.
- the viscosity of the photosensitive ink composition can be adjusted, for example, by adjusting the content of the photopolymerizable compound (A) or the metal compound particles (B), or by adding a small amount of solvent (S) to the photosensitive ink composition. Can be adjusted.
- the photosensitive ink composition contains the photopolymerizable compound (A).
- the photopolymerizable compound (A) is a sulfide compound (A1) represented by the formula (a-1) described later and a (meth) acrylate compound (A2) represented by the formula (a-2) described later. Including.
- the sulfide compound (A1) is a compound represented by the following formula (a-1).
- R 1 and R 2 are independently hydrogen atoms or methyl groups, respectively.
- R 3 and R 4 are each independently an alkyl group having 1 or more carbon atoms and 5 or less carbon atoms.
- p and q are independently 0 or 1, respectively.
- R 1 and R 2 are independently hydrogen atoms or methyl groups, respectively. R 1 and R 2 may be different from each other or may be the same. It is preferable that R 1 and R 2 are the same because the sulfide compound (A1) can be easily synthesized and obtained.
- R 3 and R 4 are each independently an alkyl group having 1 or more carbon atoms and 5 or less carbon atoms. R 3 and R 4 may be different from each other or may be the same. Since the sulfide compound (A1) can be easily synthesized and obtained, it is preferable that R 3 and R 4 are the same.
- alkyl groups having 1 or more and 5 or less carbon atoms as R 3 and R 4 may be linear or branched.
- alkyl groups having 1 or more and 5 or less carbon atoms as R 3 and R 4 include methyl group, ethyl group, n-propyl group, isopropyl group, n-butyl group, isobutyl group, sec-butyl group, and the like. Examples thereof include a tert-butyl group, an n-pentyl group, an isopentyl group and a tert-pentyl group.
- sulfide compound (A1) include the following compounds.
- the (meth) acrylate compound (A2) is a compound represented by the following formula (a-2).
- R 10 is a hydrogen atom or a methyl group.
- R 11 is an alkylene group having 1 or more carbon atoms and 3 or less carbon atoms.
- R 12 is a single bond, an oxygen atom, or a sulfur atom.
- R 13 is an alkyl group having 1 or more and 4 or less carbon atoms, an alkoxy group having 1 or more and 4 or less carbon atoms, a phenoxy group, or a phenyl group.
- s is an integer of 0 or more and 5 or less.
- t is 0, 1 or 2.
- the plurality of R 11s may be the same or different, and are preferably the same.
- the plurality of R 12s may be the same or different, and are preferably the same.
- R 11 is an alkylene group having 1 or more carbon atoms and 3 or less carbon atoms.
- the alkylene group include a methylene group, an ethane-1,2-diyl group (ethylene group), an ethane-1,1-diyl group, a propane-1,3-diyl group, and a propane-1,2-diyl group.
- propane-2,2-diyl groups Among these, a methylene group, an ethane-1,2-diyl group (ethylene group), a propane-1,3-diyl group, and a propane-1,2-diyl group are preferable, and an ethane-1,2-diyl group is preferable. (Ethylene group) is more preferable.
- R 12 is a single bond, an oxygen atom, or a sulfur atom, and a single bond is preferable.
- t is preferably 1.
- R 13 is an alkyl group having 1 to 4 carbon atoms, an alkoxy group having 1 to 4 carbon atoms, a phenoxy group, or a phenyl group, and is preferably an alkyl group or 1 carbon atom in terms of low viscosity. It is an alkoxy group of 4 or more.
- Specific examples of the alkyl group include a methyl group, an ethyl group, an n-propyl group, an isopropyl group, an n-butyl group, an isobutyl group, a sec-butyl group, and a tert-butyl group. Among these, a methyl group and an ethyl group are preferable, and a methyl group is more preferable.
- alkoxy group examples include a methoxy group, an ethoxy group, an n-propyloxy group, an isopropyloxy group, an n-butyloxy group, an isobutyloxy group, a sec-butyloxy group, and a tert-butyloxy group.
- a methoxy group and an ethoxy group are preferable, and a methoxy group is more preferable.
- s is an integer of 0 or more and 5 or less, preferably 0 or 1, and more preferably 0.
- (meth) acrylate compound (A2) include the following compounds.
- the photopolymerizable compound (A) may contain a sulfide compound (A1) and other photopolymerizable compounds (A3) other than the (meth) acrylate compound (A2) as long as the object of the present invention is not impaired. Good.
- the other photopolymerizable compound (A3) is not particularly limited, and conventionally known monofunctional photopolymerizable compounds and polyfunctional photopolymerizable compounds can be used.
- Examples of the monofunctional photopolymerizable compound include (meth) acrylamide, methylol (meth) acrylamide, methoxymethyl (meth) acrylamide, ethoxymethyl (meth) acrylamide, propoxymethyl (meth) acrylamide, and butoxymethoxymethyl (meth) acrylamide.
- polyfunctional photopolymerizable compound examples include ethylene glycol di (meth) acrylate, diethylene glycol di (meth) acrylate, tetraethylene glycol di (meth) acrylate, propylene glycol di (meth) acrylate, polypropylene glycol di (meth) acrylate, and butylene.
- the total ratio of the mass of the sulfide compound (A1) to the mass of the (meth) acrylate compound (A2) with respect to the mass of the photopolymerizable compound (A) is preferably 80% by mass or more, more preferably 90% by mass or more. It is preferable, 95% by mass or more is more preferable, and 100% by mass is most preferable.
- the ratio of the mass of the sulfide compound (A1) to the mass of the photosensitive ink composition excluding the mass of the solvent (S) is preferably 5% by mass or more and 30% by mass or less, more preferably 7% by mass or more and 25% by mass or less. It is preferable, and more preferably 9% by mass or more and 20% by mass or less.
- the ratio of the mass of the (meth) acrylate compound (A2) to the mass of the photosensitive ink composition excluding the mass of the solvent (S) is preferably 10% by mass or more and 50% by mass or less, and 20% by mass or more and 45% by mass. The following is more preferable, and 30% by mass or more and 40% by mass or less is further preferable.
- the photopolymerizable compound (A) contains the sulfide compound (A1) and the (meth) acrylate compound (A2) in an amount within the above range, the photosensitive ink composition has excellent photocurability and low viscosity. Therefore, a cured product having a high refractive index can be formed by using the photosensitive ink composition.
- the ratio (MA1: MA2) of the mass MA1 of the sulfide compound (A1) to the mass MA2 of the (meth) acrylate compound (A2) is the balance between photocurability, viscosity, and refractive index of the cured product. It is preferably 1:99 to 59:41, more preferably 5:95 to 55:45, even more preferably 10:90 to 53:47, and particularly preferably 15:85 to 50:50.
- the mass of the (meth) acrylate compound (A2) is larger than the mass of the sulfide compound (A1) from the viewpoint that a cured product having a high refractive index can be easily formed by using the photosensitive ink composition.
- the photosensitive ink composition contains the metal compound particles (B).
- the metal compound particle (B) is at least one selected from the group consisting of titanium oxide particles, barium titanate particles, cerium oxide particles, and zinc sulfide particles.
- the photosensitive ink composition may contain one of these metal compound particles (B) alone, or may contain two or more in combination. When the photosensitive ink composition contains the above-mentioned metal compound particles (B), a cured product exhibiting a high refractive index can be formed.
- the average particle size of the metal compound particles (B) is preferably 500 nm or less, preferably 2 nm or more and 100 nm or less, from the viewpoint of transparency of the cured product.
- the content of the metal compound particles (B) in the photosensitive ink composition is not particularly limited as long as the object of the present invention is not impaired.
- the content of the metal compound particles (B) in the photosensitive ink composition is preferably 5% by mass or more and 70% by mass or less, preferably 35% by mass or more, based on the mass excluding the mass of the solvent (S) of the photosensitive ink composition. It is more preferably mass% or more and 70 mass% or less, and further preferably 45 mass% or more and 60 mass% or less.
- the photopolymerization initiator (C) is not particularly limited, and conventionally known photopolymerization initiators can be used.
- photopolymerization initiator (C) 1-hydroxycyclohexylphenylketone, 2-hydroxy-2-methyl-1-phenylpropan-1-one, 1- [4- (2-hydroxyethoxy) phenyl] -2-Hydroxy-2-methyl-1-propane-1-one, 1- (4-isopropylphenyl) -2-hydroxy-2-methylpropane-1-one, 1- (4-dodecylphenyl) -2- Hydroxy-2-methylpropan-1-one, 2,2-dimethoxy-1,2-diphenylethane-1-one, bis (4-dimethylaminophenyl) ketone, 2-methyl-1- [4- (methylthio) Phenyl] -2-morpholinopropane-1-one, 2-benzyl-2-dimethylamino-1- (4-morpholinophenyl) -butane-1-one, O-acetyl-1- [6- (2- (2- (2-) Methylbenz
- photopolymerization initiators can be used alone or in combination of two or more.
- an oxime ester compound as the photopolymerization initiator (C) in terms of sensitivity.
- preferable compounds as the oxime ester compound include O-acetyl-1- [6- (2-methylbenzoyl) -9-ethyl-9H-carbazole-3-yl] etanone oxime and O-acetyl-1-.
- [6- (Pyrol-2-ylcarbonyl) -9-ethyl-9H carbazole-3-yl] etanone oxime and 2- (benzoyloxyimine) -1- [4- (phenylthio) phenyl] -1- Octanon can be mentioned.
- R c1 is a group selected from the group consisting of a monovalent organic group, an amino group, a halogen, a nitro group, and a cyano group.
- n1 is an integer of 0 or more and 4 or less, n2 is 0 or 1, R c2 is a phenyl group which may have a substituent or a carbazolyl group which may have a substituent.
- R c3 is a hydrogen atom or an alkyl group having 1 or more and 6 or less carbon atoms.
- R c1 is not particularly limited as long as it does not interfere with the object of the present invention, and is appropriately selected from various organic groups.
- R c1 is an organic group include an alkyl group, an alkoxy group, a cycloalkyl group, a cycloalkoxy group, a saturated aliphatic acyl group, a saturated aliphatic acyloxy group, an alkoxycarbonyl group and a substituent.
- n1 is an integer of 2 or more and 4 or less
- R c1 may be the same or different. Further, the number of carbon atoms of the substituent does not include the number of carbon atoms of the substituent further possessed by the substituent.
- R c1 is an alkyl group
- the number of carbon atoms is preferably 1 or more and 20 or less, and more preferably 1 or more and 6 or less.
- R c1 is an alkyl group, it may be a straight chain or a branched chain.
- Specific examples of the case where R c1 is an alkyl group include a methyl group, an ethyl group, an n-propyl group, an isopropyl group, an n-butyl group, an isobutyl group, a sec-butyl group, a tert-butyl group and an n-pentyl group.
- R c1 is an alkyl group
- the alkyl group may contain an ether bond (—O—) in the carbon chain.
- alkyl group having an ether bond in the carbon chain examples include a methoxyethyl group, an ethoxyethyl group, a methoxyethoxyethyl group, an ethoxyethoxyethyl group, a propyloxyethoxyethyl group, a methoxypropyl group and the like.
- R c1 is an alkoxy group
- the number of carbon atoms is preferably 1 or more and 20 or less, and more preferably 1 or more and 6 or less.
- R c1 is an alkoxy group, it may be a straight chain or a branched chain.
- Specific examples of the case where R c1 is an alkoxy group include a methoxy group, an ethoxy group, an n-propyloxy group, an isopropyloxy group, an n-butyloxy group, an isobutyloxy group, a sec-butyloxy group, a tert-butyloxy group, and n.
- -Pentyloxy group isopentyloxy group, sec-pentyloxy group, tert-pentyloxy group, n-hexyloxy group, n-heptyloxy group, n-octyloxy group, isooctyloxy group, sec-octyloxy group , Tert-octyloxy group, n-nonyloxy group, isononyloxy group, n-decyloxy group, isodecyloxy group and the like.
- R c1 is an alkoxy group
- the alkoxy group may contain an ether bond (—O—) in the carbon chain.
- alkoxy group having an ether bond in the carbon chain examples include methoxyethoxy group, ethoxyethoxy group, methoxyethoxyethoxy group, ethoxyethoxyethoxy group, propyloxyethoxyethoxy group, methoxypropyloxy group and the like.
- R c1 is a cycloalkyl group or a cycloalkoxy group
- the number of carbon atoms is preferably 3 or more and 10 or less, and more preferably 3 or more and 6 or less.
- Specific examples of the case where R c1 is a cycloalkyl group include a cyclopropyl group, a cyclobutyl group, a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, a cyclooctyl group and the like.
- R c1 is a cycloalkoxy group
- R c1 is a cycloalkoxy group
- R c1 is a cycloalkoxy group
- R c1 is a saturated aliphatic acyl group or a saturated aliphatic acyloxy group
- the number of carbon atoms is preferably 2 or more and 20 or less, and more preferably 2 or more and 7 or less.
- Specific examples of the case where R c1 is a saturated aliphatic acyl group include an acetyl group, a propanoyl group, an n-butanoyl group, a 2-methylpropanoyl group, an n-pentanoyl group, a 2,2-dimethylpropanoyl group and n.
- n-Hexanoyl group n-heptanoyl group, n-octanoyl group, n-nonanoyl group, n-decanoyl group, n-undecanoyl group, n-dodecanoyl group, n-tridecanoyl group, n-tetradecanoyl group, n-pentadeca
- Examples thereof include a noyl group and an n-hexadecanoyl group.
- R c1 is a saturated aliphatic acyloxy group
- R c1 is a saturated aliphatic acyloxy group
- R c1 is a saturated aliphatic acyloxy group
- R c1 is a saturated aliphatic acyloxy group
- R c1 is a saturated aliphatic acyloxy group
- R c1 is an alkoxycarbonyl group
- the number of carbon atoms is preferably 2 or more and 20 or less, and more preferably 2 or more and 7 or less.
- Specific examples of the case where R c1 is an alkoxycarbonyl group include a methoxycarbonyl group, an ethoxycarbonyl group, an n-propyloxycarbonyl group, an isopropyloxycarbonyl group, an n-butyloxycarbonyl group, an isobutyloxycarbonyl group, and sec-butyl.
- R c1 is a phenylalkyl group
- the number of carbon atoms is preferably 7 or more and 20 or less, and more preferably 7 or more and 10 or less.
- R c1 is a naphthylalkyl group
- the number of carbon atoms is preferably 11 or more and 20 or less, and more preferably 11 or more and 14 or less.
- Specific examples of the case where R c1 is a phenylalkyl group include a benzyl group, a 2-phenylethyl group, a 3-phenylpropyl group, and a 4-phenylbutyl group.
- R c1 is a naphthylalkyl group
- Rc1 is a phenylalkyl group or a naphthylalkyl group
- Rc1 may further have a substituent on the phenyl group or the naphthyl group.
- R c1 is a heterocyclyl group
- the heterocyclyl group is a 5- or 6-membered monocycle containing one or more N, S, O, or the monocycles are fused together, or the monocycle and the benzene ring are condensed.
- Heterocyclyl group When the heterocyclyl group is a condensed ring, the number of rings of the monocycle constituting the condensed ring is 3 or less.
- heterocycle constituting such a heterocyclyl group examples include furan, thiophene, pyrrole, oxazole, isooxazole, thiazole, thiadiazol, isothiazole, imidazole, pyrazole, triazole, pyridine, pyrazine, pyrimidine, pyridazine, benzofuran, benzothiophene, indol, Examples thereof include isoindole, indridin, benzimidazole, benzotriazole, benzoxazole, benzothiazole, carbazole, purine, quinoline, isoquinoline, quinazoline, phthalazine, cinnoline, and quinoxalin.
- R c1 is a heterocyclyl group
- the heterocyclyl group may further have a substituent.
- R c1 is an amino group substituted with 1 or 2 organic groups
- suitable examples of the organic group are an alkyl group having 1 to 20 carbon atoms and a cycloalkyl group having 3 to 10 carbon atoms.
- a phenylalkyl group of 20 or less, a naphthyl group which may have a substituent, a naphthoyl group which may have a substituent, a naphthylalkyl group which may have a substituent and has 11 or more and 20 or less carbon atoms, and Heterocyclyl groups and the like can be mentioned.
- these suitable organic groups are the same as for R c1 .
- Specific examples of the amino group substituted with the organic group 1 or 2 include methylamino group, ethylamino group, diethylamino group, n-propylamino group, di-n-propylamino group, isopropylamino group, n-.
- the substituents include an alkyl group having 1 to 6 carbon atoms and an alkoxy group having 1 to 6 carbon atoms.
- Examples thereof include a monoalkylamino group having, a dialkylamino group having an alkyl group having 1 or more and 6 or less carbon atoms, a morpholin-1-yl group, a piperazine-1-yl group, a halogen, a nitro group, a cyano group and the like.
- the number of the substituent is not limited as long as the object of the present invention is not impaired, but is preferably 1 or more and 4 or less.
- the phenyl group, the naphthyl group, and the heterocyclyl group contained in R c1 have a plurality of substituents, the plurality of substituents may be the same or different.
- alkyl groups having 1 to 6 carbon atoms and 1 carbon atom number have 1 or less carbon atoms because they are chemically stable, have few steric obstacles, and facilitate the synthesis of oxime ester compounds.
- a group selected from the group consisting of an alkoxy group having 6 or more carbon atoms and a saturated aliphatic acyl group having 2 to 7 carbon atoms is preferable, an alkyl having 1 to 6 carbon atoms is more preferable, and a methyl group is particularly preferable. ..
- Position R c1 is bonded to the phenyl group, the phenyl group R c1 are attached the position of the bond to the main chain of the phenyl group and the oxime ester compound as a 1-position, if the 2-position of the position of the methyl group
- the 4th or 5th position is preferable, and the 5th position is more preferable.
- n1 is preferably an integer of 0 or more and 3 or less, more preferably an integer of 0 or more and 2 or less, and particularly preferably 0 or 1.
- R c2 is a phenyl group which may have a substituent or a carbazolyl group which may have a substituent.
- R c2 is a carbazolyl group which may have a substituent
- the nitrogen atom on the carbazolyl group may be substituted with an alkyl group having 1 or more and 6 or less carbon atoms.
- the substituent contained in the phenyl group or the carbazolyl group is not particularly limited as long as it does not impair the object of the present invention.
- suitable substituents that the phenyl group or carbazolyl group may have on the carbon atom include an alkyl group having 1 to 20 carbon atoms, an alkoxy group having 1 to 20 carbon atoms, and a carbon atom.
- It may have a naphthoyloxy group, a naphthylalkyl group having 11 or more and 20 or less carbon atoms which may have a substituent, a heterocyclyl group which may have a substituent, and a heterocyclylcarbonyl which may have a substituent.
- Examples thereof include an amino group substituted with a group, an amino group, 1 or 2 organic groups, a morpholin-1-yl group, a piperazine-1-yl group, a halogen, a nitro group, a cyano group and the like.
- R c2 is a carbazolyl group
- suitable substituents that the carbazolyl group may have on the nitrogen atom include an alkyl group having 1 to 20 carbon atoms and a cyclo having 3 to 10 carbon atoms.
- Examples thereof include a heterocyclylcarbonyl group which may have a substituent.
- an alkyl group having 1 to 20 carbon atoms is preferable, an alkyl group having 1 to 6 carbon atoms is more preferable, and an ethyl group is particularly preferable.
- substituents which the phenyl group or the carbazolyl group may have are an alkyl group, an alkoxy group, a cycloalkyl group, a cycloalkoxy group, a saturated aliphatic acyl group, an alkoxycarbonyl group, a saturated aliphatic acyloxy group, and a substituent.
- substituents which may have groups, naphthylalkyl groups which may have substituents, heterocyclyl groups which may have substituents, and amino groups substituted with one or two organic groups. , R c1 .
- R c2 as an example of a substituent when the phenyl group, the naphthyl group, and the heterocyclyl group contained in the substituent of the phenyl group or the carbazolyl group further have a substituent, an alkyl having 1 to 6 carbon atoms is used.
- alkoxy group with 1 to 6 carbon atoms saturated aliphatic acyl group with 2 to 7 carbon atoms
- alkoxycarbonyl group with 2 to 7 carbon atoms saturated aliphatic acyl group with 2 to 7 carbon atoms It is selected from the group consisting of an acyloxy group; a phenyl group; a naphthyl group; a benzoyl group; a naphthoyl group; an alkyl group having 1 to 6 carbon atoms, a morpholin-1-yl group, a piperazine-1-yl group, and a phenyl group.
- a benzoyl group substituted with a group; a monoalkylamino group having an alkyl group having 1 to 6 carbon atoms; a dialkylamino group having an alkyl group having 1 to 6 carbon atoms; a morpholin-1-yl group; piperazin- 1-Il group; halogen; nitro group; cyano group can be mentioned.
- the phenyl group, the naphthyl group, and the heterocyclyl group contained in the substituent of the phenyl group or the carbazolyl group further have a substituent, the number of the substituent is not limited as long as the object of the present invention is not impaired. It is preferably 1 or more and 4 or less.
- the phenyl group, the naphthyl group, and the heterocyclyl group have a plurality of substituents, the plurality of substituents may be the same or different.
- R c2 the group represented by the following formula (c2) or (c3) is preferable, and the group represented by the following formula (c2) is more preferable, from the viewpoint that a photopolymerization initiator having excellent sensitivity can be easily obtained.
- a group represented by the following formula (c2) in which A is S is particularly preferable.
- R c4 is a group selected from the group consisting of a monovalent organic group, an amino group, a halogen, a nitro group, and a cyano group, A is S or O, and n3 is an integer of 0 or more and 4 or less. Is.
- R c5 and R c6 are monovalent organic groups, respectively.
- R c4 in the formula (c2) is an organic group
- it can be selected from various organic groups as long as the object of the present invention is not impaired.
- a preferred example of the case where R c4 is an organic group in the formula (c2) is an alkyl group having 1 or more and 6 or less carbon atoms; an alkoxy group having 1 or more and 6 or less carbon atoms; and 2 or more and 7 or less carbon atoms.
- Saturated aliphatic acyl group alkoxycarbonyl group having 2 to 7 carbon atoms; saturated aliphatic acyloxy group having 2 to 7 carbon atoms; phenyl group; naphthyl group; benzoyl group; naphthoyl group; 1 to 6 carbon atoms
- R c4 it is substituted with a group selected from the group consisting of a benzoyl group; a naphthoyl group; an alkyl group having 1 to 6 carbon atoms, a morpholin-1-yl group, a piperazine-1-yl group, and a phenyl group.
- Benzoyl groups; nitro groups are preferred, and benzoyl groups; naphthoyl groups; 2-methylphenylcarbonyl groups; 4- (piperazin-1-yl) phenylcarbonyl groups; 4- (phenyl) phenylcarbonyl groups are more preferred.
- n3 is preferably an integer of 0 or more and 3 or less, more preferably an integer of 0 or more and 2 or less, and particularly preferably 0 or 1. If n3 is 1, binding position of R c4, to the bond to the phenyl group R c4 is bonded is bonded to an oxygen atom or a sulfur atom, it is preferably in the para position.
- R c5 in the formula (c3) can be selected from various organic groups as long as the object of the present invention is not impaired.
- R c5 are an alkyl group having 1 to 20 carbon atoms, a cycloalkyl group having 3 to 10 carbon atoms, a saturated aliphatic acyl group having 2 to 20 carbon atoms, and 2 carbon atoms. It may have an alkoxycarbonyl group of 20 or more, a phenyl group which may have a substituent, a benzoyl group which may have a substituent, a phenoxycarbonyl group which may have a substituent, and a substituent.
- a phenylalkyl group having 7 to 20 carbon atoms a naphthyl group which may have a substituent, a naphthoyl group which may have a substituent, a naphthoxycarbonyl group which may have a substituent, and a substituent.
- Examples thereof include a naphthylalkyl group having 11 or more and 20 or less carbon atoms, a heterocyclyl group which may have a substituent, and a heterocyclylcarbonyl group which may have a substituent.
- an alkyl group having 1 to 20 carbon atoms is preferable, an alkyl group having 1 to 6 carbon atoms is more preferable, and an ethyl group is particularly preferable.
- R c6 in the formula (c3) is not particularly limited as long as it does not impair the object of the present invention, and can be selected from various organic groups.
- a group suitable as R c6 include an alkyl group having 1 to 20 carbon atoms, a phenyl group which may have a substituent, a naphthyl group which may have a substituent, and a substituent.
- Examples include heterocyclyl groups which may be used. Among these groups, a phenyl group which may have a substituent is more preferable as R c6, and a 2-methylphenyl group is particularly preferable.
- the substituent includes an alkyl group having 1 to 6 carbon atoms and 1 carbon atom.
- the phenyl group, naphthyl group, and heterocyclyl group contained in R c4 , R c5 , or R c6 further have a substituent, the number of the substituent is not limited as long as the object of the present invention is not impaired. It is preferably 1 or more and 4 or less.
- the plurality of substituents may be the same or different.
- R c3 in the formula (c1) is a hydrogen atom or an alkyl group having 1 or more and 6 or less carbon atoms.
- R c3 a methyl group or an ethyl group is preferable, and a methyl group is more preferable.
- PI-1 to PI-42 are particularly suitable compounds.
- oxime ester compound represented by the following formula (c4) is also preferable as the photopolymerization initiator (C).
- R c7 is a hydrogen atom, a nitro group or a monovalent organic group
- R c8 and R c9 are a chain alkyl group which may have a substituent and a cyclic organic group which may have a substituent, respectively. It is a group or a hydrogen atom, and R c8 and R c9 may be bonded to each other to form a ring
- R c10 is a monovalent organic group
- R c11 has a hydrogen atom and a substituent. It is an alkyl group having 1 or more and 11 or less carbon atoms, or an aryl group which may have a substituent, n4 is an integer of 0 or more and 4 or less, and n5 is 0 or 1.
- R c7 is a hydrogen atom, a nitro group or a monovalent organic group.
- R c7 is attached to a 6-membered aromatic ring on the fluorene ring in the formula (c4), which is different from the 6-membered aromatic ring attached to the group represented by ⁇ (CO) n5-.
- the binding position of R c7 with respect to the fluorene ring is not particularly limited.
- the compound represented by the formula (c4) has 1 or more R c7 , one of the 1 or more R c7 is a fluorene ring because the compound represented by the formula (c4) can be easily synthesized. It is preferable to bind to the 2-position of the inside. If R c7 is more, a plurality of R c7 is independently in may be the same or different.
- R c7 is not particularly limited as long as it does not interfere with the object of the present invention, and is appropriately selected from various organic groups.
- R c7 is an organic group include an alkyl group, an alkoxy group, a cycloalkyl group, a cycloalkoxy group, a saturated aliphatic acyl group, a saturated aliphatic acyloxy group, an alkoxycarbonyl group and a substituent.
- It has a naphthoxycarbonyl group which may have a substituent, a naphthyloxy group which may have a substituent, a naphthylalkyl group which may have a substituent, a heterocyclyl group which may have a substituent, and a substituent.
- a naphthoxycarbonyl group which may have a substituent
- a naphthyloxy group which may have a substituent
- a naphthylalkyl group which may have a substituent
- a heterocyclyl group which may have a substituent
- a substituent include a heterocyclylcarbonyl group, an amino group substituted with one or two organic groups, a morpholin-1-yl group, a piperazine-1-yl group and the like.
- R c7 is an alkyl group
- the number of carbon atoms of the alkyl group is preferably 1 or more and 20 or less, and more preferably 1 or more and 6 or less.
- R c7 is an alkyl group, it may be a straight chain or a branched chain.
- Specific examples of the case where R c7 is an alkyl group include a methyl group, an ethyl group, an n-propyl group, an isopropyl group, an n-butyl group, an isobutyl group, a sec-butyl group, a tert-butyl group and an n-pentyl group.
- R c7 is an alkyl group
- the alkyl group may contain an ether bond (—O—) in the carbon chain.
- alkyl group having an ether bond in the carbon chain examples include a methoxyethyl group, an ethoxyethyl group, a methoxyethoxyethyl group, an ethoxyethoxyethyl group, a propyloxyethoxyethyl group, a methoxypropyl group and the like.
- R c7 is an alkoxy group
- the number of carbon atoms of the alkoxy group is preferably 1 or more and 20 or less, and more preferably 1 or more and 6 or less.
- R c7 is an alkoxy group, it may be a straight chain or a branched chain.
- Specific examples of the case where R c7 is an alkoxy group include a methoxy group, an ethoxy group, an n-propyloxy group, an isopropyloxy group, an n-butyloxy group, an isobutyloxy group, a sec-butyloxy group, a tert-butyloxy group, and n.
- -Pentyloxy group isopentyloxy group, sec-pentyloxy group, tert-pentyloxy group, n-hexyloxy group, n-heptyloxy group, n-octyloxy group, isooctyloxy group, sec-octyloxy group , Tert-octyloxy group, n-nonyloxy group, isononyloxy group, n-decyloxy group, isodecyloxy group and the like.
- R c7 is an alkoxy group
- the alkoxy group may contain an ether bond (—O—) in the carbon chain.
- alkoxy group having an ether bond in the carbon chain examples include methoxyethoxy group, ethoxyethoxy group, methoxyethoxyethoxy group, ethoxyethoxyethoxy group, propyloxyethoxyethoxy group, methoxypropyloxy group and the like.
- R c7 is a cycloalkyl group or a cycloalkoxy group
- the number of carbon atoms of the cycloalkyl group or cycloalkoxy group is preferably 3 or more and 10 or less, and more preferably 3 or more and 6 or less.
- Specific examples of the case where R c7 is a cycloalkyl group include a cyclopropyl group, a cyclobutyl group, a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, a cyclooctyl group and the like.
- R c7 is a cycloalkoxy group
- R c7 is a cycloalkoxy group
- R c7 is a cycloalkoxy group
- R c7 is a saturated aliphatic acyl group or a saturated aliphatic acyloxy group
- the number of carbon atoms of the saturated aliphatic acyl group or the saturated aliphatic acyloxy group is preferably 2 or more and 21 or less, and more preferably 2 or more and 7 or less.
- Specific examples of the case where R c7 is a saturated aliphatic acyl group include an acetyl group, a propanoyl group, an n-butanoyl group, a 2-methylpropanoyl group, an n-pentanoyl group, a 2,2-dimethylpropanoyl group and n.
- n-Hexanoyl group n-heptanoyl group, n-octanoyl group, n-nonanoyl group, n-decanoyl group, n-undecanoyl group, n-dodecanoyl group, n-tridecanoyl group, n-tetradecanoyl group, n-pentadeca
- Examples thereof include a noyl group and an n-hexadecanoyl group.
- R c7 is a saturated aliphatic acyloxy group
- R c7 is a saturated aliphatic acyloxy group
- R c7 is a saturated aliphatic acyloxy group
- R c7 is a saturated aliphatic acyloxy group
- R c7 is a saturated aliphatic acyloxy group
- R c7 is an alkoxycarbonyl group
- the number of carbon atoms of the alkoxycarbonyl group is preferably 2 or more and 20 or less, and more preferably 2 or more and 7 or less.
- Specific examples of the case where R c7 is an alkoxycarbonyl group include a methoxycarbonyl group, an ethoxycarbonyl group, an n-propyloxycarbonyl group, an isopropyloxycarbonyl group, an n-butyloxycarbonyl group, an isobutyloxycarbonyl group, and sec-butyl.
- R c7 is a phenylalkyl group
- the number of carbon atoms of the phenylalkyl group is preferably 7 or more and 20 or less, and more preferably 7 or more and 10 or less.
- R c7 is a naphthylalkyl group
- the number of carbon atoms of the naphthylalkyl group is preferably 11 or more and 20 or less, and more preferably 11 or more and 14 or less.
- Specific examples of the case where R c7 is a phenylalkyl group include a benzyl group, a 2-phenylethyl group, a 3-phenylpropyl group, and a 4-phenylbutyl group.
- R c7 is a naphthylalkyl group
- Rc7 is a naphthylalkyl group
- Rc7 may further have a substituent on the phenyl group or the naphthyl group.
- R c7 is a heterocyclyl group
- the heterocyclyl group is a 5- or 6-membered monocycle containing one or more N, S, O, or the monocycles are fused together, or the monocycle and the benzene ring are condensed.
- Heterocyclyl group When the heterocyclyl group is a condensed ring, the number of rings of the monocycle constituting the condensed ring is 3 or less.
- the heterocyclyl group may be an aromatic group (heteroaryl group) or a non-aromatic group.
- heterocycle constituting the heterocyclyl group examples include furan, thiophene, pyrrol, oxazole, isooxazole, thiazole, thiadiazol, isothiazole, imidazole, pyrazole, triazole, pyridine, pyrazine, pyrimidine, pyridazine, benzofuran, benzothiophene, and indol.
- R c7 is a heterocyclyl group
- the heterocyclyl group may further have a substituent.
- R c7 is a heterocyclyl carbonyl group
- the heterocyclyl group contained in the heterocyclyl carbonyl group is the same as when R c7 is a heterocyclyl group.
- R c7 is an amino group substituted with 1 or 2 organic groups
- suitable examples of the organic group are an alkyl group having 1 to 20 carbon atoms, a cycloalkyl group having 3 to 10 carbon atoms, and the like.
- phenylalkyl groups which may have substituents
- naphthoyl groups which may have substituents
- naphthylalkyl groups which may have substituents and have 11 to 20 carbon atoms, and heterocyclyl.
- the group etc. can be mentioned.
- Specific examples of these suitable organic groups are the same as for R c7 .
- Specific examples of the amino group substituted with the organic group 1 or 2 include methylamino group, ethylamino group, diethylamino group, n-propylamino group, di-n-propylamino group, isopropylamino group, n-.
- the substituents include an alkyl group having 1 to 6 carbon atoms and an alkoxy group having 1 to 6 carbon atoms.
- Examples thereof include a monoalkylamino group having, a dialkylamino group having an alkyl group having 1 or more and 6 or less carbon atoms, a morpholin-1-yl group, a piperazine-1-yl group, a halogen, a nitro group, a cyano group and the like.
- the number of the substituent is not limited as long as the object of the present invention is not impaired, but is preferably 1 or more and 4 or less.
- the phenyl group, the naphthyl group, and the heterocyclyl group contained in R c7 have a plurality of substituents, the plurality of substituents may be the same or different.
- R c7 a nitro group or a group represented by R c12- CO- tends to improve the sensitivity and is preferable.
- R c12 is not particularly limited as long as it does not interfere with the object of the present invention, and can be selected from various organic groups. Examples of a suitable group as R c12 include an alkyl group having 1 to 20 carbon atoms, a phenyl group which may have a substituent, a naphthyl group which may have a substituent, and a substituent. Heterocyclyl groups may be mentioned.
- R c12 2-methylphenyl group, thiophen-2-yl group, and ⁇ -naphthyl group are particularly preferable as R c12.
- R c7 is a hydrogen atom
- the transparency tends to be good, which is preferable.
- R c7 is a hydrogen atom
- R c10 is a group represented by the formula (c4a) or (c4b) described later, the transparency tends to be better.
- R c8 and R c9 are a chain alkyl group which may have a substituent, a cyclic organic group which may have a substituent, or a hydrogen atom, respectively.
- R c8 and R c9 may be coupled to each other to form a ring.
- a chain alkyl group which may have a substituent is preferable.
- the chain alkyl group may be a linear alkyl group or a branched chain alkyl group.
- R c8 and R c9 are chain alkyl groups having no substituent
- the number of carbon atoms of the chain alkyl group is preferably 1 or more and 20 or less, more preferably 1 or more and 10 or less, and particularly preferably 1 or more and 6 or less.
- Specific examples of cases where R c8 and R c9 are chain alkyl groups include a methyl group, an ethyl group, an n-propyl group, an isopropyl group, an n-butyl group, an isobutyl group, a sec-butyl group, and a tert-butyl group.
- N-pentyl group isopentyl group, sec-pentyl group, tert-pentyl group, n-hexyl group, n-heptyl group, n-octyl group, isooctyl group, sec-octyl group, tert-octyl group, n-nonyl Examples thereof include a group, an isononyl group, an n-decyl group, and an isodecyl group.
- R c8 and R c9 are alkyl groups, the alkyl group may contain an ether bond (—O—) in the carbon chain.
- alkyl group having an ether bond in the carbon chain examples include a methoxyethyl group, an ethoxyethyl group, a methoxyethoxyethyl group, an ethoxyethoxyethyl group, a propyloxyethoxyethyl group, a methoxypropyl group and the like.
- R c8 and R c9 are chain alkyl groups having substituents
- the number of carbon atoms of the chain alkyl group is preferably 1 or more and 20 or less, more preferably 1 or more and 10 or less, and particularly preferably 1 or more and 6 or less. ..
- the number of carbon atoms of the substituent is not included in the number of carbon atoms of the chain alkyl group.
- the chain alkyl group having a substituent is preferably linear.
- the substituent which the alkyl group may have is not particularly limited as long as it does not impair the object of the present invention.
- the substituent include a cyano group, a halogen atom, a cyclic organic group, and an alkoxycarbonyl group.
- the halogen atom include a fluorine atom, a chlorine atom, a bromine atom and an iodine atom. Among these, a fluorine atom, a chlorine atom and a bromine atom are preferable.
- the cyclic organic group include a cycloalkyl group, an aromatic hydrocarbon group, and a heterocyclyl group. Specific examples of the cycloalkyl group are the same as in the preferred example when R c7 is a cycloalkyl group.
- the aromatic hydrocarbon group include a phenyl group, a naphthyl group, a biphenylyl group, an anthryl group, a phenanthryl group and the like.
- Specific examples of the heterocyclyl group are the same as in the preferred example when R c7 is a heterocyclyl group.
- R c7 is an alkoxycarbonyl group
- the alkoxy group contained in the alkoxycarbonyl group may be linear or branched, preferably linear.
- the number of carbon atoms of the alkoxy group contained in the alkoxycarbonyl group is preferably 1 or more and 10 or less, and more preferably 1 or more and 6 or less.
- the number of the substituents is not particularly limited.
- the number of preferred substituents depends on the number of carbon atoms in the chain alkyl group.
- the number of substituents is typically 1 or more and 20 or less, preferably 1 or more and 10 or less, and more preferably 1 or more and 6 or less.
- the cyclic organic group may be an alicyclic group or an aromatic group.
- the cyclic organic group include an aliphatic cyclic hydrocarbon group, an aromatic hydrocarbon group, and a heterocyclyl group.
- R c8 and R c9 are cyclic organic groups, the substituents that the cyclic organic group may have are the same as when R c8 and R c9 are chain alkyl groups.
- R c8 and R c9 are aromatic hydrocarbon groups, whether the aromatic hydrocarbon group is a phenyl group or a group formed by bonding a plurality of benzene rings via a carbon-carbon bond. , It is preferable that the group is formed by condensing a plurality of benzene rings.
- the aromatic hydrocarbon group is a phenyl group or a group formed by bonding or condensing a plurality of benzene rings
- the number of rings of the benzene ring contained in the aromatic hydrocarbon group is not particularly limited. 3 or less is preferable, 2 or less is more preferable, and 1 is particularly preferable.
- Preferred specific examples of the aromatic hydrocarbon group include a phenyl group, a naphthyl group, a biphenylyl group, an anthryl group, a phenanthryl group and the like.
- R c8 and R c9 are aliphatic cyclic hydrocarbon groups
- the aliphatic cyclic hydrocarbon group may be monocyclic or polycyclic.
- the number of carbon atoms of the aliphatic cyclic hydrocarbon group is not particularly limited, but is preferably 3 or more and 20 or less, and more preferably 3 or more and 10 or less.
- Examples of monocyclic cyclic hydrocarbon groups include cyclopropyl group, cyclobutyl group, cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclooctyl group, norbornyl group, isobornyl group, tricyclononyl group, tricyclodecyl group, Examples thereof include a tetracyclododecyl group and an adamantyl group.
- the heterocyclyl group is a 5- or 6-membered monocycle containing one or more N, S, O, such monocyclic rings, or such monocyclic and benzene rings. Is a heterocyclyl group condensed with.
- the heterocyclyl group is a condensed ring, the number of rings of the monocycle constituting the condensed ring is 3 or less.
- the heterocyclyl group may be an aromatic group (heteroaryl group) or a non-aromatic group.
- heterocycle constituting the heterocyclyl group examples include furan, thiophene, pyrrol, oxazole, isooxazole, thiazole, thiadiazol, isothiazole, imidazole, pyrazole, triazole, pyridine, pyrazine, pyrimidine, pyridazine, benzofuran, benzothiophene, and indol.
- R c8 and R c9 may be coupled to each other to form a ring.
- the group consisting of the ring formed by R c8 and R c9 is preferably a cycloalkylidene group.
- the ring constituting the cycloalkylidene group is preferably a 5-membered ring or a 6-membered ring, and more preferably a 5-membered ring.
- the cycloalkylidene group may be condensed with one or more other rings.
- rings that may be fused with a cycloalkylene group include a benzene ring, a naphthalene ring, a cyclobutane ring, a cyclopentane ring, a cyclohexane ring, a cycloheptane ring, a cyclooctane ring, a furan ring, a thiophene ring, a pyrrole ring, and a pyridine. Rings, pyrazine rings, pyrimidine rings and the like can be mentioned.
- R c8 and R c9 examples include groups represented by the formula -A 1 -A 2.
- a 1 is a linear alkylene group
- a 2 is an alkoxy group, a cyano group, a halogen atom, an alkyl halide group, a cyclic organic group, or an alkoxycarbonyl group.
- the number of carbon atoms of the linear alkylene group of A 1 is preferably 1 or more and 10 or less, and more preferably 1 or more and 6 or less.
- a 2 is an alkoxy group
- the alkoxy group may be linear or branched, preferably linear.
- the number of carbon atoms of the alkoxy group is preferably 1 or more and 10 or less, and more preferably 1 or more and 6 or less.
- a 2 is a halogen atom, a fluorine atom, a chlorine atom, a bromine atom and an iodine atom are preferable, and a fluorine atom, a chlorine atom and a bromine atom are more preferable.
- the halogen atom contained in the alkyl halide group is preferably a fluorine atom, a chlorine atom, a bromine atom or an iodine atom, and more preferably a fluorine atom, a chlorine atom or a bromine atom.
- the alkyl halide group may be linear or branched, preferably linear.
- a 2 is a cyclic organic group
- examples of the cyclic organic group are the same as those of the cyclic organic group that R c8 and R c9 have as substituents.
- a 2 is an alkoxycarbonyl group
- examples of alkoxycarbonyl groups are similar to the alkoxycarbonyl groups that R c8 and R c9 have as substituents.
- R c8 and R c9 are alkyl groups such as ethyl group, n-propyl group, n-butyl group, n-hexyl group, n-heptyl group, and n-octyl group; 2-methoxyethyl.
- Alkyl group 2-cyclohexylethyl group, 3-cyclohexyl-n-propyl group, 4-cyclohexyl-n-butyl group, 5-cyclohexyl-n-pentyl group, 6-cyclohexyl-n-hexyl group, 7-cyclohexyl-n -Heptyl group, 8-cyclohexyl-n-octyl group, 2-cyclopentylethyl group, 3-cyclopentyl-n-propyl group, 4-cyclopentyl-n-butyl group, 5-cyclopentyl-n-pentyl group, 6-cyclopentyl- Cycloalkylalkyl groups such as n-hexyl group, 7-cyclopentyl-n-heptyl group, and 8-cyclopentyl-n-octyl group; 2-methoxycarbonylethyl group, 3-methoxycarbonyl-n-propyl
- the preferred groups among the above are ethyl group, n-propyl group, n-butyl group, n-pentyl group, 2-methoxyethyl group, 2-cyanoethyl group, 2-phenylethyl group, 2-Cyclohexylethyl group, 2-methoxycarbonylethyl group, 2-chloroethyl group, 2-bromoethyl group, 3,3,3-trifluoropropyl group, and 3,3,4,5,5,5-hepta It is a fluoro-n-pentyl group.
- R c10 examples include alkyl groups, alkoxy groups, cycloalkyl groups, cycloalkoxy groups, saturated aliphatic acyl groups, alkoxycarbonyl groups, saturated aliphatic acyloxy groups and substituents , as in R c7.
- Examples thereof include a heterocyclylcarbonyl group which may have a group, an amino group substituted with one or two organic groups, a morpholin-1-yl group, a piperazine-1-yl group and the like. Specific examples of these groups are similar to those of these groups described for R c7. Further, as R c10 , a cycloalkylalkyl group, a phenoxyalkyl group which may have a substituent on the aromatic ring, and a phenylthioalkyl group which may have a substituent on the aromatic ring are also preferable. The substituents that the phenoxyalkyl group and the phenylthioalkyl group may have are the same as the substituents that the phenyl group contained in R c7 may have.
- R c10 includes an alkyl group, a cycloalkyl group, a phenyl group which may have a substituent, or a cycloalkylalkyl group, and a phenylthio which may have a substituent on the aromatic ring.
- Alkyl groups are preferred.
- the alkyl group an alkyl group having 1 to 20 carbon atoms is preferable, an alkyl group having 1 to 8 carbon atoms is more preferable, an alkyl group having 1 to 4 carbon atoms is particularly preferable, and a methyl group is the most preferable. preferable.
- a methylphenyl group is preferable, and a 2-methylphenyl group is more preferable.
- the number of carbon atoms of the cycloalkyl group contained in the cycloalkylalkyl group is preferably 5 or more and 10 or less, more preferably 5 or more and 8 or less, and particularly preferably 5 or 6.
- the number of carbon atoms of the alkylene group contained in the cycloalkylalkyl group is preferably 1 or more and 8 or less, more preferably 1 or more and 4 or less, and particularly preferably 2.
- a cyclopentylethyl group is preferable.
- the number of carbon atoms of the alkylene group contained in the phenylthioalkyl group which may have a substituent on the aromatic ring is preferably 1 or more and 8 or less, more preferably 1 or more and 4 or less, and particularly preferably 2.
- a 2- (4-chlorophenylthio) ethyl group is preferable.
- a 3 is a divalent organic group, preferably a divalent hydrocarbon group, and preferably an alkylene group.
- a 4 is a monovalent organic group, preferably a monovalent hydrocarbon group.
- the alkylene group may be linear or branched, preferably linear.
- the number of carbon atoms of the alkylene group is preferably 1 or more and 10 or less, more preferably 1 or more and 6 or less, and particularly preferably 1 or more and 4 or less.
- a 4 the number 1 to 10 alkyl group carbon atoms, having 7 or more carbon atoms and 20 or less aralkyl group, and an aromatic hydrocarbon group having 6 to 20 carbon atoms.
- Specific preferable examples of A 4 is methyl group, ethyl group, n- propyl group, an isopropyl group, n- butyl group, isobutyl group, sec- butyl group, tert- butyl group, n- pentyl group, n- hexyl Examples thereof include a group, a phenyl group, a naphthyl group, a benzyl group, a phenethyl group, an ⁇ -naphthylmethyl group, a ⁇ -naphthylmethyl group and the like.
- Preferable specific examples of the group represented by -A 3- CO-O-A 4 are 2-methoxycarbonylethyl group, 2-ethoxycarbonylethyl group, 2-n-propyloxycarbonylethyl group, 2-n. -Butyloxycarbonylethyl group, 2-n-pentyloxycarbonylethyl group, 2-n-hexyloxycarbonylethyl group, 2-benzyloxycarbonylethyl group, 2-phenoxycarbonylethyl group, 3-methoxycarbonyl-n-propyl Group, 3-ethoxycarbonyl-n-propyl group, 3-n-propyloxycarbonyl-n-propyl group, 3-n-butyloxycarbonyl-n-propyl group, 3-n-pentyloxycarbonyl-n-propyl group , 3-n-hexyloxycarbonyl-n-propyl group, 3-benzyloxycarbonyl-n-propyl group,
- R c10 preferably a group represented by the following formula (C4a) or (C4b).
- R c13 and R c14 are organic groups, respectively, n6 is an integer of 0 or more and 4 or less, and R c13 and R 8 are present at adjacent positions on the benzene ring.
- R c13 and R c14 may be combined with each other to form a ring, n7 is an integer of 1 or more and 8 or less, n8 is an integer of 1 or more and 5 or less, and n9 is 0 or more (n8 + 3). It is the following integer, and R c15 is an organic group.
- Examples of organic groups for R c13 and R c14 in formula (c4a) are similar to R c7.
- R c13 an alkyl group or a phenyl group is preferable.
- R c13 is an alkyl group, the number of carbon atoms thereof is preferably 1 or more and 10 or less, more preferably 1 or more and 5 or less, particularly preferably 1 or more and 3 or less, and most preferably 1. That is, R c13 is most preferably a methyl group.
- the ring may be an aromatic ring or an aliphatic ring.
- n6 is an integer of 0 or more and 4 or less, preferably 0 or 1, and more preferably 0.
- R c15 is an organic group.
- the organic group include groups similar to the organic group described for R c7.
- an alkyl group is preferable.
- the alkyl group may be linear or branched.
- the number of carbon atoms of the alkyl group is preferably 1 or more and 10 or less, more preferably 1 or more and 5 or less, and particularly preferably 1 or more and 3 or less.
- R c15 a methyl group, an ethyl group, a propyl group, an isopropyl group, a butyl group and the like are preferably exemplified, and among these, a methyl group is more preferable.
- n8 is an integer of 1 or more and 5 or less, preferably an integer of 1 or more and 3 or less, and more preferably 1 or 2.
- n9 is 0 or more (n8 + 3) or less, an integer of 0 or more and 3 or less is preferable, an integer of 0 or more and 2 or less is more preferable, and 0 is particularly preferable.
- n7 is an integer of 1 or more and 8 or less, an integer of 1 or more and 5 or less is preferable, an integer of 1 or more and 3 or less is more preferable, and 1 or 2 is particularly preferable.
- R c11 is a hydrogen atom, an alkyl group having 1 to 11 carbon atoms which may have a substituent, or an aryl group which may have a substituent.
- R c11 is an alkyl group
- a phenyl group, a naphthyl group and the like are preferably exemplified.
- R c7 is an aryl group
- an alkyl group having 1 or more and 5 or less carbon atoms an alkoxy group, a halogen atom and the like are preferably exemplified.
- a hydrogen atom, a methyl group, an ethyl group, an n-propyl group, an isopropyl group, an n-butyl group, a phenyl group, a benzyl group, a methylphenyl group, a naphthyl group and the like are preferably exemplified. Of these, a methyl group or a phenyl group is more preferable.
- Preferable specific examples of the compound represented by the formula (c4) include the following PI-43 to PI-83.
- the photopolymerization initiator (C) preferably contains two or more kinds of photopolymerization initiators in combination. In this case, it is easy to effectively use light rays having a wide range of wavelengths included in the exposure light, and it is easy to adjust the sensitivity of the photosensitive ink composition to an appropriate range.
- an oxime ester compound is preferable from the viewpoint of sensitivity and the like.
- any conventionally known photopolymerization initiator can be used.
- Preferable examples of any photopolymerization initiator other than the oxime ester compound include phosphine oxide compounds.
- a phosphine oxide compound containing a partial structure represented by the following formula (c5) is preferable.
- R c21 and R c22 are independently an alkyl group, a cycloalkyl group, an aryl group, an aliphatic acyl group having 2 or more and 20 or less carbon atoms, or an aromatic having 7 or more and 20 or less carbon atoms. It is a group acyl group.
- R c21 nor R c22 is an aliphatic acyl group or an aromatic acyl group.
- the number of carbon atoms of the alkyl group as R c21 and R c22 is preferably 1 or more and 12 or less, more preferably 1 or more and 8 or less, and further preferably 1 or more and 4 or less.
- the alkyl groups as R c21 and R c22 may be linear or branched. Specific examples of the alkyl group include methyl group, ethyl group, n-propyl group, isopropyl group, n-butyl group, isobutyl group, sec-butyl group, tert-butyl group, n-pentyl group, isopentyl group and tert-.
- Pentyl group n-hexyl group, n-heptyl group, n-octyl group, 2,4,4-trimethylpentyl group, 2-ethylhexyl group, n-nonyl group, n-decyl group, n-undecyl group, And n-dodecyl group.
- the number of carbon atoms of the cycloalkyl group as R c21 and R c22 is preferably 5 or more and 12 or less.
- Specific examples of the cycloalkyl group include a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, a cyclooctyl group, a cyclononyl group, a cyclodecyl group, a cycloundecyl group, and a cyclododecyl group.
- the number of carbon atoms of the aryl group as R c21 and R c22 is preferably 6 or more and 12 or less.
- the aryl group may have a substituent.
- the substituent include a halogen atom, an alkyl group having 1 or more and 4 or less carbon atoms, an alkoxy group having 1 or more and 4 or less carbon atoms, and the like.
- Specific examples of the aryl group include a phenyl group and a naphthyl group.
- the number of carbon atoms of the aliphatic acyl group as R c21 and R c22 is 2 or more and 20 or less, preferably 2 or more and 12 or less, more preferably 2 or more and 8 or less, and further preferably 2 or more and 6 or less.
- the aliphatic acyl group may be linear or branched.
- aliphatic acyl group examples include an acetyl group, a propionyl group, a butanoyl group, a pentanoyl group, a hexanoyl group, a heptanoil group, an octanoyl group, a nonanoyl group, a decanoyle group, an undecanoyl group, a dodecanoyl group, a tridecanoyl group and a tetradecanoyl group.
- Pentadecanoyl group Pentadecanoyl group, hexadecanoyl group, heptadecanoyl group, octadecanoyl group, nonadecanoyyl group, and icosanoyl group.
- the number of carbon atoms of the aromatic acyl group as R c21 and R c22 is 7 or more and 20 or less.
- the aromatic acyl group may have a substituent.
- the substituent include a halogen atom, an alkyl group having 1 or more and 4 or less carbon atoms, an alkoxy group having 1 or more and 4 or less carbon atoms, and the like.
- Specific examples of the aromatic acyl group include a benzoyl group, an o-tolyl group, an m-tolyl group, a p-tolyl group, a 2,6-dimethylbenzoyl group, a 2,6-dimethoxybenzoyl group, and 2,4,6-. Examples include a trimethylbenzoyl group, an ⁇ -naphthoyl group, and a ⁇ -naphthoyl group.
- Preferred specific examples of the phosphine oxide compound containing the structural portion represented by the formula (c5) include 2,4,6-trimethylbenzoyldiphenylphosphine oxide and bis (2,4,6-trimethylbenzoyl) -phenylphos. Examples thereof include fin oxide and bis (2,6-dimethoxybenzoyl) -2,4,4-trimethyl-pentylphosphine oxide.
- the content of the photopolymerization initiator (C) is 0.5% by mass or more and 30% by mass or less with respect to the mass (total solid content) of the photosensitive ink composition excluding the mass of the organic solvent (S) described later. Preferably, it is 1% by mass or more and 20% by mass or less.
- the photosensitive ink composition contains the oxime ester compound and the phosphine oxide compound in combination as the photopolymerization initiator (C), the oxime with respect to the total mass W1 of the phosphine oxide compound and the mass W2 of the oxime ester compound.
- the mass ratio of the mass W2 of the ester compound is preferably 30% by mass or more, more preferably 35% by mass or more and 95% by mass or less, and further preferably 40% by mass or more and 90% by mass or less.
- the photopolymerization initiator (C) may be combined with a photoinitiator aid.
- Photoinitiator aids include triethanolamine, methyldiethanolamine, triisopropanolamine, methyl 4-dimethylaminobenzoate, ethyl 4-dimethylaminobenzoate, isoamyl 4-dimethylaminobenzoate, 2-dimethylaminobenzoate 2-.
- Examples thereof include thiol compounds such as acid, methyl 3-mercaptopropionate, pentaeristol tetramercaptoacetate and 3-mercaptopropionate.
- the photosensitive ink composition may contain 5% by mass or less of the solvent (S) with respect to the mass of the photosensitive ink composition.
- the type of the solvent (S) is not particularly limited, but is typically an organic solvent.
- Examples of the organic solvent that can be blended in the photosensitive ink composition include ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, ethylene glycol-n-propyl ether, ethylene glycol mono-n-butyl ether, diethylene glycol monomethyl ether, and diethylene glycol monoethyl.
- Ether diethylene glycol mono-n-propyl ether, diethylene glycol mono-n-butyl ether, triethylene glycol monomethyl ether, triethylene glycol monoethyl ether, propylene glycol monomethyl ether, propylene glycol monoethyl ether, propylene glycol mono-n-propyl ether, Dipropylene glycol mono-n-butyl ether, dipropylene glycol monomethyl ether, dipropylene glycol monoethyl ether, dipropylene glycol mono-n-propyl ether, dipropylene glycol mono-n-butyl ether, tripropylene glycol monomethyl ether, tripropylene glycol mono (Poly) alkylene glycol monoalkyl ethers such as ethyl ether; ethylene glycol monomethyl ether acetate, ethylene glycol monoethyl ether acetate, diethylene glycol monomethyl ether acetate, diethylene glycol monoethyl
- the photosensitive ink composition may contain various additives conventionally blended in the photosensitive composition and the ink composition in addition to the components described above, as long as the object of the present invention is not impaired. ..
- Preferred additives to be blended in the photosensitive ink sol composition include adhesion promoters such as dispersants and silane coupling agents, antioxidants, anti-aggregation agents, defoaming agents, surfactants and the like.
- the surfactant is not particularly limited, and known components such as a fluorine-based surfactant and a silicon-based surfactant can be used.
- a photosensitive ink composition is obtained by mixing a predetermined amount of each of the components described above and then uniformly stirring the mixture.
- the photosensitive ink compositions described above typically have Molding the photosensitive ink composition according to the shape of the cured product to be formed, Exposure to the molded photosensitive ink composition and It is made into a cured product by a method including.
- the cured product produced by the above method exhibits a high refractive index of 1.67 or more, preferably 1.70 or more, as a refractive index at a wavelength of 550 nm, for example. Therefore, the cured product produced by the above method is suitably used in optical applications requiring a high refractive index.
- the film made of a cured product of the above-mentioned photosensitive ink composition is suitably used as a high refractive index film constituting an antireflection film or the like in various display panels such as an organic EL display panel and a liquid crystal display panel. ..
- the film thickness of the high-refractive index film made of the cured product of the above-mentioned photosensitive ink composition is not particularly limited, and is appropriately selected depending on the application.
- the film thickness of the high refractive index film is typically 1 nm or more and 20 ⁇ m or less, and more preferably 50 nm or more and 10 ⁇ m or less.
- the method for molding the photosensitive ink composition is not particularly limited, and is appropriately selected depending on the shape of the cured product.
- the shape of the cured product is not limited to these, and examples thereof include a film shape, a lens shape, a line shape, and a prism shape. Among these shapes, the film shape is preferable.
- the method for molding the photosensitive ink composition is not particularly limited. When the shape of the cured product is a lens shape, a prism shape, or the like, the photosensitive ink composition may be filled in a mold according to the shape of the cured product using a squeegee or the like.
- the photosensitive ink composition may be applied onto the substrate according to the shape of the cured product.
- the coating method include a printing method such as an inkjet method.
- a method of applying the cured product to the film shape a method using a contact transfer type coating device such as a roll coater, a reverse coater, or a bar coater, or a non-contact type coating device such as a spinner (rotary coating device) or a curtain flow coater is used.
- a contact transfer type coating device such as a roll coater, a reverse coater, or a bar coater
- a non-contact type coating device such as a spinner (rotary coating device) or a curtain flow coater is used.
- the photosensitive ink composition can be applied to the film shape by a printing method such as an inkjet method.
- the photosensitive ink composition contains a solvent (S)
- the photosensitive ink composition is formed into a desired shape, and then the solvent (S) is removed from the photosensitive ink composition formed by a method such as heating. May be good.
- the photosensitive ink composition formed into a desired shape such as a film shape is exposed to such an extent that the photosensitive ink composition is not completely cured, and then half by a method such as an imprint method. It may be shaped with respect to the cured photosensitive ink composition. In this case, the shaped semi-cured photosensitive ink composition is further exposed to sufficiently cure the photosensitive ink composition to a desired degree. Further, by applying the above-mentioned photosensitive ink composition to a 3D printing method and laminating a thin-film cured product by repeating inkjet printing and curing by exposure, a cured product having a desired shape is formed. You may.
- the photosensitive ink composition formed by the above method various methods known as curing methods for the photosensitive composition can be appropriately applied.
- the exposure to the molded photosensitive ink composition is performed by irradiating, for example, active energy rays such as ultraviolet rays and excimer laser light.
- the exposure to the molded photosensitive ink composition may be regioselective by a method such as exposure through a mask.
- the exposed photosensitive ink composition is developed with an organic solvent to remove the unexposed portion, whereby a patterned cured product can be formed.
- the developing process it is preferable to sufficiently remove the developing solution by a method such as drying by heating after the development.
- a cured product having a desired shape and a high refractive index is formed by using the above-mentioned photosensitive ink composition containing no solvent (S) or only a small amount.
- the cured product obtained by using the above-mentioned curable ink composition has excellent bending resistance and is not easily cracked even when bent, and is therefore preferably used in a flexible device. For example, when a film having a thickness of 10 ⁇ m made of the above-mentioned cured product is wound around a cylindrical stainless steel rod having a radius of 6 mm, preferably a radius of 2 mm, cracks do not occur.
- Example 1 Example 2, Comparative Example 1, and Comparative Example 2
- a compound having the following structure was used as the sulfide compound (A1).
- Titanium oxide particles (average particle size 100 nm) were used as the metal compound particles (B) in Examples and Comparative Examples.
- Table 1 shows the viscosities of the obtained photosensitive ink composition measured with an E-type viscometer at 25 ° C.
- the refractive index of the cured film formed by using the obtained photosensitive ink composition was measured according to the following formulation. The measurement results of the refractive index are shown in Table 1.
- ⁇ Refractive index measurement method> The photosensitive ink compositions of the Examples and Comparative Examples were applied onto a glass substrate using an inkjet device. Then, the coating film was exposed and cured at an exposure amount of 2 J / cm 2 using a 395 nm UV-LED exposure machine to obtain a cured film having a thickness of 3 ⁇ m.
- the refractive index of the film at a light wavelength of 550 nm was determined using a prism coupler manufactured by Metrocon, and the film was evaluated according to the following criteria with the refractive index of Example 1 as a reference.
- B Equivalent to Example 1 (change is within ⁇ 0.01)
- C The refractive index is 0.03 or more lower than that of Comparative Example 1.
- a photosensitive ink composition containing a combination of the compound (A1) and the (meth) acrylate compound (A2) has a low viscosity to which the inkjet method can be applied even though the solvent (S) is not contained. It can be seen that a cured product having a high refractive index can be formed.
- Comparative Example 1 even in a photosensitive ink composition containing a photopolymerizable compound (A), a predetermined type of metal compound particles (B), and a photopolymerization initiator (C), the photosensitive ink composition is said to be photosensitive. It can be seen that when the sex ink composition does not contain the sulfide compound (A1) as the photopolymerizable compound (A), it is difficult to form a cured product having a high refractive index.
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Polymers & Plastics (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Physics & Mathematics (AREA)
- Engineering & Computer Science (AREA)
- Wood Science & Technology (AREA)
- Materials Engineering (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Physics & Mathematics (AREA)
- Spectroscopy & Molecular Physics (AREA)
- Optics & Photonics (AREA)
- Theoretical Computer Science (AREA)
- Architecture (AREA)
- Structural Engineering (AREA)
- Ceramic Engineering (AREA)
- Inks, Pencil-Leads, Or Crayons (AREA)
- Materials For Photolithography (AREA)
Abstract
Description
このような高屈折材料として、金属酸化物粒子と、加水分解性シリル基を有する特定の構造のフルオレン化合物と、有機溶媒とを含む組成物が、開示されている(特許文献1参照)。特許文献1に記載の組成物は、上記の特定の構造のフルオレン化合物を含むため、金属酸化物粒子の分散性に優れ、高屈折率の硬化物を与える。また、特許文献1に記載の組成物は、有機溶媒を含むことによって、種々の印刷法に適用され得る。
感光性インク組成物は、溶媒(S)を含むか、又は含まず、
光重合性化合物(A)が、下記式(a-1)で表されるスルフィド化合物(A1)と、下記式(a-2)で表される(メタ)アクリレート化合物(A2)とを含み、
金属化合物粒子(B)が、酸化チタン粒子、チタン酸バリウム粒子、酸化セリウム粒子、及び硫化亜鉛粒子からなる群より選択される少なくとも1種であり、
感光性インク組成物の質量に対する溶媒(S)の質量の比率が5質量%以下であり、
25℃にて、E型粘度計を用いて測定される粘度が30cP以下である、感光性インク組成物である。
成形された感光性インク組成物に対して露光することと、
を含む硬化物の製造方法である。
感光性インク組成物は、光重合性化合物(A)と、金属化合物粒子(B)と、光重合開始剤(C)とを含む。感光性インク組成物は、溶媒(S)を含むか、又は含まない。
光重合性化合物(A)は、後述する式(a-1)で表されるスルフィド化合物(A1)と、後述する式(a-2)で表される(メタ)アクリレート化合物(A2)とを含む。
金属化合物粒子(B)は、酸化チタン粒子、チタン酸バリウム粒子、酸化セリウム粒子、及び硫化亜鉛粒子からなる群より選択される少なくとも1種である。
感光性インク組成物は、溶媒(S)を実質的に含まないのが最も好ましい。感光性インク組成物が溶媒(S)を実質的に含まないとは、原料等に付随してごく少量の溶媒(S)が不可避的に感光性インク組成物に持ち込まれる他、感光性インク組成物に意図的に溶媒(S)が加えられていないことを言う。
感光性インク組成物が溶媒(S)を実質的に含まない場合の、感光性インク組成物の溶媒(S)の含有量は、例えば0.2質量%以下であり、0.15質量%以下が好ましく、0.1質量%以下がより好ましく、0.05質量%以下がさらに好ましい。
感光性インク組成物の粘度は、例えば、光重合性化合物(A)や金属化合物粒子(B)の含有量を調整したり、感光性インク組成物に少量の溶媒(S)を加えること等によって調整することができる。
感光性インク組成物は、光重合性化合物(A)を含む。光重合性化合物(A)は、後述する式(a-1)で表されるスルフィド化合物(A1)と、後述する式(a-2)で表される(メタ)アクリレート化合物(A2)とを含む。
スルフィド化合物(A1)は、下記式(a-1)で表される化合物である。
(メタ)アクリレート化合物(A2)は、下記式(a-2)で表される化合物である。
アルコキシ基の具体例としては、メトキシ基、エトキシ基、n-プロピルオキシ基、イソプロピルオキシ基、n-ブチルオキシ基、イソブチルオキシ基、sec-ブチルオキシ基、及びtert-ブチルオキシ基が挙げられる。これらの中では、メトキシ基、及びエトキシ基が好ましく、メトキシ基がより好ましい。
sは、0以上5以下の整数であり、0又は1が好ましく、0がより好ましい。
光重合性化合物(A)は、本発明の目的を阻害しない範囲で、スルフィド化合物(A1)、及び(メタ)アクリレート化合物(A2)以外のその他の光重合性化合物(A3)を含んでいてもよい。
その他の光重合性化合物(A3)としては、特に限定されず、従来公知の単官能光重合性化合物、及び多官能光重合性化合物を用いることができる。
感光性インク組成物の溶媒(S)の質量を除いた質量に対する、スルフィド化合物(A1)の質量の比率は、5質量%以上30質量%以下が好ましく、7質量%以上25質量%以下がより好ましく、9質量%以上20質量%以下がさらに好ましい。
感光性インク組成物の溶媒(S)の質量を除いた質量に対する、(メタ)アクリレート化合物(A2)の質量の比率は、10質量%以上50質量%以下が好ましく、20質量%以上45質量%以下がより好ましく、30質量%以上40質量%以下がさらに好ましい。
光重合性化合物(A)が、上記の範囲内の量のスルフィド化合物(A1)及び(メタ)アクリレート化合物(A2)を含むことにより、感光性インク組成物が光硬化性に優れ、且つ低粘度であり、感光性インク組成物を用いて高い屈折率の硬化物を形成できる。
また、スルフィド化合物(A1)の質量MA1と(メタ)アクリレート化合物(A2)の質量MA2との比(MA1:MA2)は、光硬化性、粘度、及び硬化物の屈折率のバランスの点で、1:99~59:41が好ましく、5:95~55:45がより好ましく、10:90~53:47がさらに好ましく、15:85~50:50が特に好ましい。
感光性インク組成物は、金属化合物粒子(B)を含む。金属化合物粒子(B)は、酸化チタン粒子、チタン酸バリウム粒子、酸化セリウム粒子、及び硫化亜鉛粒子からなる群より選択される少なくとも1種である。感光性インク組成物は、これらの金属化合物粒子(B)のうちの1種を単独で含んでもよく、2種以上を組み合わせて含んでいてもよい。
感光性インク組成物が、上記の金属化合物粒子(B)を含むことにより高屈折率を示す硬化物を形成できる。
感光性インク組成物中の金属化合物粒子(B)の含有量が上記の範囲内であることにより、感光性インク組成物の粘度を所望する範囲内としつつ、高屈折率の硬化物を形成しやすい。
光重合開始剤(C)としては、特に限定されず、従来公知の光重合開始剤を用いることができる。
n1は0以上4以下の整数であり、
n2は0、又は1であり、
Rc2は、置換基を有してもよいフェニル基、又は置換基を有してもよいカルバゾリル基であり、
Rc3は、水素原子、又は炭素原子数1以上6以下のアルキル基である。)
また、Rc7が水素原子であると、透明性が良好となる傾向があり好ましい。なお、Rc7が水素原子であり且つRc10が後述の式(c4a)又は(c4b)で表される基であると透明性はより良好となる傾向がある。
アルキル基が有してもよい置換基は、本発明の目的を阻害しない範囲で特に限定されない。置換基の好適な例としては、シアノ基、ハロゲン原子、環状有機基、及びアルコキシカルボニル基が挙げられる。ハロゲン原子としては、フッ素原子、塩素原子、臭素原子、ヨウ素原子が挙げられる。これらの中では、フッ素原子、塩素原子、臭素原子が好ましい。環状有機基としては、シクロアルキル基、芳香族炭化水素基、ヘテロシクリル基が挙げられる。シクロアルキル基の具体例としては、Rc7がシクロアルキル基である場合の好適な例と同様である。芳香族炭化水素基の具体例としては、フェニル基、ナフチル基、ビフェニリル基、アントリル基、及びフェナントリル基等が挙げられる。ヘテロシクリル基の具体例としては、Rc7がヘテロシクリル基である場合の好適な例と同様である。Rc7がアルコキシカルボニル基である場合、アルコキシカルボニル基に含まれるアルコキシ基は、直鎖状でも分岐鎖状でもよく、直鎖状が好ましい。アルコキシカルボニル基に含まれるアルコキシ基の炭素原子数は、1以上10以下が好ましく、1以上6以下がより好ましい。
前述の通り、光重合開始剤(C)としては、感度の点等からオキシムエステル化合物が好ましい。オキシムエステル化合物と組み合わせて使用される光重合開始剤としては、従来公知の任意の光重合開始剤を用いることができる。オキシムエステル化合物以外の任意の光重合開始剤の好適な例としては、フォスフィンオキサイド化合物が挙げられる。フォスフィンオキサイド化合物としては、下記式(c5)で表される部分構造を含むフォスフィンオキサイド化合物が好ましい。
アルキル基の具体例としては、メチル基、エチル基、n-プロピル基、イソプロピル基、n-ブチル基、イソブチル基、sec-ブチル基、tert-ブチル基、n-ペンチル基、イソペンチル基、tert-ペンチル基、n-ヘキシル基、n-へプチル基、n-オクチル基、2,4,4,-トリメチルペンチル基、2-エチルヘキシル基、n-ノニル基、n-デシル基、n-ウンデシル基、及びn-ドデシル基が挙げられる。
脂肪族アシル基の具体例としては、アセチル基、プロピオニル基、ブタノイル基、ペンタノイル基、ヘキサノイル基、ヘプタノイル基、オクタノイル基、ノナノイル基、デカノイル基、ウンデカノイル基、ドデカノイル基、トリデカノイル基、テトラデカノイル基、ペンタデカノイル基、ヘキサデカノイル基、ヘプタデカノイル基、オクタデカノイル基、ノナデカノイル基、及びイコサノイル基が挙げられる。
感光性インク組成物は、感光性インク組成物の質量に対して5質量%以下の溶媒(S)を含んでいてもよい。溶媒(S)の種類は特に限定されないが、典型的には有機溶媒である。
感光性インク組成物は、本発明の目的を阻害しない範囲で、以上説明した成分の他に、従来から感光性組成物やインク組成物に配合されている種々の添加剤を含んでいてもよい。感光性インク祖組成物に配合される好ましい添加剤としては、分散剤、シランカップリング剤等の密着促進剤、酸化防止剤、凝集防止剤、消泡剤、界面活性剤等が挙げられる。界面活性剤としては、特に限定されず、フッ素系界面活性剤、シリコン系界面活性剤等の公知の成分を用いることができる。
以上説明した成分を、それぞれ所定量混合したのち、混合物を均一に撹拌することにより感光性インク組成物が得られる。
以上説明した感光性インク組成物は、典型的には、
感光性インク組成物を、形成される硬化物の形状に応じて成形することと、
成形された感光性インク組成物に対して露光することと、
を含む方法によって、硬化物とされる。
例えば、前述の感光性インク組成物の硬化物からなる膜は、有機ELディスプレイパネルや、液晶ディスプレイパネル等の種々のディスプレイパネルにおいて反射防止膜等を構成する高屈折率膜として好適に使用される。
感光性インク組成物を成形する方法としては、特に限定されない。硬化物の形状がレンズ形状やプリズム形状等である場合には、硬化物の形状に応じた鋳型中に感光性インク組成物をスキージ等を用いて充填してもよい。
硬化物の形状がライン形状等である場合、硬化物の形状に応じて、基材上に感光性インク組成物を塗布すればよい。塗布方法としては、例えば、インクジェット法等の印刷法が挙げられる。
硬化物を膜形状に塗布する方法としては、ロールコータ、リバースコータ、バーコータ等の接触転写型塗布装置や、スピンナー(回転式塗布装置)、カーテンフローコータ等の非接触型塗布装置を用いる方法が挙げられる。また、インクジェット法等の印刷法によって感光性インク組成物を膜形状に塗布することもできる。
また、前述の感光性インク組成物を、3Dプリンティング法に適用して、インクジェット印刷と、露光による硬化とを繰り返して薄膜状の硬化物を積層することにより、所望する形状の硬化物を形成してもよい。
成形された感光性インク組成物に対する露光は、例えば、紫外線、エキシマレーザー光等の活性エネルギー線を照射して行われる。
現像処理を行う場合、現像後に加熱による乾燥等の方法により、現像液を十分に除去するのが好ましい。
また、前述の硬化性インク組成物を用いて得られる硬化物は、耐屈曲性に優れ、折り曲げても割れにくいため、フレキシブルデバイスにおいて好適に用いられる。例えば、上記の硬化物からなる厚さ10μmのフィルムを、半径6mm、好ましくは半径2mmの円柱状のステンレス棒に巻き付けた場合に、割れが生じない。
得られた感光性インク組成物の、25℃にて、E型粘度計を用いて測定した粘度を表1に記す。また、得られた感光性インク組成物を用いて形成された硬化膜の屈折率を下記処方に従って測定した。屈折率の測定結果を表1に記す。
ガラス基板上にインクジェット装置を用いて、各実施例、比較例の感光性インク組成物を塗布した。その後、395nmのUV-LED露光機を用いて、露光量2J/cm2で塗布膜を露光して硬化させ、厚さ3μmの硬化膜を得た。その膜についてMetricon社製プリズムカプラを用いて光線波長550nmでの屈折率を求め、実施例1の屈折率を基準として以下の基準で評価した。
A:実施例1よりも屈折率が0.05以上高い
B:実施例1と同等(変化が±0.01以内)
C:比較例1よりも屈折率が0.03以上低い
Claims (11)
- 光重合性化合物(A)と、金属化合物粒子(B)と、光重合開始剤(C)とを含む、感光性インク組成物であって、
前記感光性インク組成物は、溶媒(S)を含むか、又は含まず、
前記光重合性化合物が、下記式(a-1)で表されるスルフィド化合物(A1)と、下記式(a-2)で表される(メタ)アクリレート化合物(A2)とを含み、
前記金属化合物粒子(B)が、酸化チタン粒子、チタン酸バリウム粒子、酸化セリウム粒子、及び硫化亜鉛粒子からなる群より選択される少なくとも1種であり、
前記感光性インク組成物の質量に対する前記溶媒(S)の質量の比率が5質量%以下であり、
25℃にて、E型粘度計を用いて測定される粘度が30cP以下である、感光性インク組成物。
- 前記感光性インク組成物の前記溶媒(S)の質量を除いた質量に対する、前記金属酸化物粒子の質量の比率が、5質量%以上70質量%以下である、請求項1に記載の感光性インク組成物。
- 前記光重合性化合物(A)の質量に対する、前記スルフィド化合物(A1)の質量と、前記(メタ)アクリレート化合物(A2)の質量との合計の比率が80質量%以上である、請求項1又は2に記載の感光性インク組成物。
- 前記感光性インク組成物の前記溶媒(S)の質量を除いた質量に対する、前記スルフィド化合物(A1)の質量の比率が、5質量%以上30質量%以下である、請求項1~3のいずれか1項に記載の感光性インク組成物。
- 前記感光性インク組成物の前記溶媒(S)の質量を除いた質量に対する、前記(メタ)アクリレート化合物(A2)の質量の比率が、10質量%以上50質量%以下である、請求項1~4のいずれか1項に記載の感光性インク組成物。
- 請求項1~5のいずれか1項に記載の感光性インク組成物の硬化物。
- 波長550nmにおける屈折率が1.67以上である、請求項6に記載の硬化物。
- 請求項6又は7に記載の硬化物からなる膜を備える、ディスプレイパネル。
- 請求項1~5のいずれか1項に記載の感光性インク組成物を、形成される硬化物の形状に応じて成形することと、
成形された前記感光性インク組成物に対して露光することと、
を含む硬化物の製造方法。 - 前記感光性インク組成物が、塗布により膜状に成形される、請求項9に記載の硬化物の製造方法。
- 前記塗布がインクジェット印刷法により行われる、請求項9又は10に記載の硬化物の製造方法。
Priority Applications (4)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN202080082415.1A CN114761497B (zh) | 2019-11-28 | 2020-11-17 | 感光性油墨组合物、固化物、显示面板、及固化物的制造方法 |
US17/756,439 US20230028822A1 (en) | 2019-11-28 | 2020-11-17 | Photosensitive ink composition, cured product, display panel, and method for producing cured product |
KR1020227021745A KR20220107247A (ko) | 2019-11-28 | 2020-11-17 | 감광성 잉크 조성물, 경화물, 디스플레이 패널, 및 경화물의 제조 방법 |
JP2021561331A JP7335974B2 (ja) | 2019-11-28 | 2020-11-17 | 感光性インク組成物、硬化物、ディスプレイパネル、及び硬化物の製造方法 |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP2019-215870 | 2019-11-28 | ||
JP2019215870 | 2019-11-28 |
Publications (1)
Publication Number | Publication Date |
---|---|
WO2021106683A1 true WO2021106683A1 (ja) | 2021-06-03 |
Family
ID=76129316
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/JP2020/042814 WO2021106683A1 (ja) | 2019-11-28 | 2020-11-17 | 感光性インク組成物、硬化物、ディスプレイパネル、及び硬化物の製造方法 |
Country Status (6)
Country | Link |
---|---|
US (1) | US20230028822A1 (ja) |
JP (1) | JP7335974B2 (ja) |
KR (1) | KR20220107247A (ja) |
CN (1) | CN114761497B (ja) |
TW (1) | TW202136322A (ja) |
WO (1) | WO2021106683A1 (ja) |
Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2016074873A (ja) * | 2014-06-10 | 2016-05-12 | 株式会社リコー | インク、インクカートリッジ、インクジェット記録装置、印刷物、光重合性化合物、光硬化性組成物、立体造形用材料、立体造形物 |
US20170200919A1 (en) * | 2014-09-08 | 2017-07-13 | Nanograde Ag | Solution-processable hri optical films comprising titanate nanoparticles |
Family Cites Families (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2003185820A (ja) * | 2001-12-21 | 2003-07-03 | Jsr Corp | 感放射線性屈折率変化性組成物および屈折率変化法 |
JP2009120832A (ja) * | 2007-10-24 | 2009-06-04 | Mitsubishi Chemicals Corp | 重合性組成物、硬化物、および光学部材 |
JP5922341B2 (ja) | 2011-05-09 | 2016-05-24 | 大阪ガスケミカル株式会社 | フルオレン化合物および金属酸化物を含む組成物 |
JP2017021346A (ja) * | 2015-07-10 | 2017-01-26 | Jsr株式会社 | 硬化性組成物、硬化膜、ベゼル及び表示装置 |
EP3562895B1 (en) * | 2016-12-29 | 2021-08-18 | 3M Innovative Properties Company | Curable high refractive index ink compositions and articles prepared from the ink compositions |
KR102681068B1 (ko) * | 2017-07-26 | 2024-07-02 | 쓰리엠 이노베이티브 프로퍼티즈 컴파니 | 경화성 고굴절률 잉크 조성물 및 잉크 조성물로부터 제조된 물품 |
-
2020
- 2020-11-17 US US17/756,439 patent/US20230028822A1/en active Pending
- 2020-11-17 JP JP2021561331A patent/JP7335974B2/ja active Active
- 2020-11-17 KR KR1020227021745A patent/KR20220107247A/ko active IP Right Grant
- 2020-11-17 CN CN202080082415.1A patent/CN114761497B/zh active Active
- 2020-11-17 WO PCT/JP2020/042814 patent/WO2021106683A1/ja active Application Filing
- 2020-11-24 TW TW109141051A patent/TW202136322A/zh unknown
Patent Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2016074873A (ja) * | 2014-06-10 | 2016-05-12 | 株式会社リコー | インク、インクカートリッジ、インクジェット記録装置、印刷物、光重合性化合物、光硬化性組成物、立体造形用材料、立体造形物 |
US20170200919A1 (en) * | 2014-09-08 | 2017-07-13 | Nanograde Ag | Solution-processable hri optical films comprising titanate nanoparticles |
Also Published As
Publication number | Publication date |
---|---|
CN114761497A (zh) | 2022-07-15 |
JPWO2021106683A1 (ja) | 2021-06-03 |
JP7335974B2 (ja) | 2023-08-30 |
KR20220107247A (ko) | 2022-08-02 |
US20230028822A1 (en) | 2023-01-26 |
TW202136322A (zh) | 2021-10-01 |
CN114761497B (zh) | 2024-02-20 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
JP5890297B2 (ja) | 感光性樹脂組成物、それを用いたカラーフィルタ及び表示装置、オキシムエステル化合物、並びに光重合開始剤 | |
WO2021039783A1 (ja) | 硬化性インク組成物、硬化物、及びナノコンポジット | |
WO2021106806A1 (ja) | 感光性インク組成物、硬化物、ディスプレイパネル、及び硬化物の製造方法 | |
JP6127497B2 (ja) | 着色組成物、カラーフィルタ、表示素子及びポリシロキサン | |
WO2021106683A1 (ja) | 感光性インク組成物、硬化物、ディスプレイパネル、及び硬化物の製造方法 | |
WO2022181563A1 (ja) | 光硬化性液状組成物、硬化物、及び硬化物の製造方法 | |
JP2022103782A (ja) | 光硬化性液状組成物、硬化物、及び硬化物の製造方法 | |
JP7565875B2 (ja) | 硬化性組成物、硬化物、及び硬化物の製造方法 | |
JP2022089100A (ja) | 硬化性組成物、硬化物、及び化合物 | |
JP2024085753A (ja) | 感光性組成物、硬化物、及び硬化物の製造方法 | |
JP2024085754A (ja) | 感光性組成物、硬化物、及び硬化物の製造方法 | |
JP2017049566A (ja) | 感光性組成物、当該感光性組成物の製造方法、当該感光性組成物を用いる膜の形成方法、感光性組成物の保管時の増粘抑制方法、光重合開始剤、及び光重合開始剤の製造方法 | |
WO2022181562A1 (ja) | 光硬化性液状組成物、硬化物、及び硬化物の製造方法 | |
WO2023203845A1 (ja) | 組成物、及び感光性組成物 | |
JP7464493B2 (ja) | 黒色感光性樹脂組成物、パターン化された硬化物の製造方法、パターン化された硬化物、及びブラックマトリクス | |
KR20220121202A (ko) | 광경화성 액상 조성물, 경화물, 및 경화물의 제조 방법 | |
WO2023120077A1 (ja) | 組成物、及び感光性組成物 | |
WO2023047850A1 (ja) | 感光性組成物 | |
CN114686025A (zh) | 光固性液态组合物、固化物、及固化物的制造方法 | |
WO2023120076A1 (ja) | 感光性組成物 | |
JP2024085734A (ja) | 組成物、及び感光性組成物 | |
JP2022089099A (ja) | 硬化性組成物、硬化物、及び化合物 | |
KR20220044887A (ko) | 흑색 감광성 수지 조성물, 패턴화된 경화물의 제조 방법, 패턴화된 경화물, 및 블랙 매트릭스 | |
JP2022089098A (ja) | 硬化性組成物、硬化物、及び化合物 |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
121 | Ep: the epo has been informed by wipo that ep was designated in this application |
Ref document number: 20891640 Country of ref document: EP Kind code of ref document: A1 |
|
ENP | Entry into the national phase |
Ref document number: 2021561331 Country of ref document: JP Kind code of ref document: A |
|
ENP | Entry into the national phase |
Ref document number: 20227021745 Country of ref document: KR Kind code of ref document: A |
|
NENP | Non-entry into the national phase |
Ref country code: DE |
|
122 | Ep: pct application non-entry in european phase |
Ref document number: 20891640 Country of ref document: EP Kind code of ref document: A1 |