TW201722926A - Xanthene-based compound, colorant composition comprising the same and resin composition comprising the same - Google Patents
Xanthene-based compound, colorant composition comprising the same and resin composition comprising the same Download PDFInfo
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- TW201722926A TW201722926A TW105130414A TW105130414A TW201722926A TW 201722926 A TW201722926 A TW 201722926A TW 105130414 A TW105130414 A TW 105130414A TW 105130414 A TW105130414 A TW 105130414A TW 201722926 A TW201722926 A TW 201722926A
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- 150000001875 compounds Chemical class 0.000 title claims abstract description 55
- 239000011342 resin composition Substances 0.000 title claims abstract description 29
- 239000000203 mixture Substances 0.000 title claims abstract description 14
- 239000003086 colorant Substances 0.000 title claims abstract description 10
- GJCOSYZMQJWQCA-UHFFFAOYSA-N 9H-xanthene Chemical compound C1=CC=C2CC3=CC=CC=C3OC2=C1 GJCOSYZMQJWQCA-UHFFFAOYSA-N 0.000 title abstract 2
- QDLAGTHXVHQKRE-UHFFFAOYSA-N lichenxanthone Natural products COC1=CC(O)=C2C(=O)C3=C(C)C=C(OC)C=C3OC2=C1 QDLAGTHXVHQKRE-UHFFFAOYSA-N 0.000 title abstract 2
- 125000004432 carbon atom Chemical group C* 0.000 claims description 73
- 239000000126 substance Substances 0.000 claims description 51
- -1 COO - Chemical group 0.000 claims description 47
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims description 37
- 125000003118 aryl group Chemical group 0.000 claims description 37
- OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 claims description 34
- 125000002950 monocyclic group Chemical group 0.000 claims description 31
- 229910052799 carbon Inorganic materials 0.000 claims description 28
- 125000003367 polycyclic group Chemical group 0.000 claims description 28
- 125000000217 alkyl group Chemical group 0.000 claims description 27
- 150000001721 carbon Chemical group 0.000 claims description 24
- 229910052739 hydrogen Inorganic materials 0.000 claims description 24
- 239000001257 hydrogen Substances 0.000 claims description 24
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 18
- 239000000463 material Substances 0.000 claims description 17
- 239000000049 pigment Substances 0.000 claims description 14
- 239000003963 antioxidant agent Substances 0.000 claims description 13
- 239000000178 monomer Substances 0.000 claims description 13
- 125000003342 alkenyl group Chemical group 0.000 claims description 9
- 239000011230 binding agent Substances 0.000 claims description 9
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 9
- 229920005989 resin Polymers 0.000 claims description 9
- 239000011347 resin Substances 0.000 claims description 9
- 239000002904 solvent Substances 0.000 claims description 9
- 230000003078 antioxidant effect Effects 0.000 claims description 8
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 8
- 125000001072 heteroaryl group Chemical group 0.000 claims description 7
- 239000007787 solid Substances 0.000 claims description 7
- 150000002431 hydrogen Chemical class 0.000 claims description 6
- 125000002971 oxazolyl group Chemical group 0.000 claims description 6
- 150000003573 thiols Chemical class 0.000 claims description 6
- 125000003983 fluorenyl group Chemical group C1(=CC=CC=2C3=CC=CC=C3CC12)* 0.000 claims description 5
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 4
- 125000000896 monocarboxylic acid group Chemical group 0.000 claims description 4
- 125000002098 pyridazinyl group Chemical group 0.000 claims description 4
- 125000003785 benzimidazolyl group Chemical group N1=C(NC2=C1C=CC=C2)* 0.000 claims description 3
- 125000002883 imidazolyl group Chemical group 0.000 claims description 3
- 125000003226 pyrazolyl group Chemical group 0.000 claims description 3
- 125000004076 pyridyl group Chemical group 0.000 claims description 3
- 125000000335 thiazolyl group Chemical group 0.000 claims description 3
- 125000001425 triazolyl group Chemical group 0.000 claims description 3
- 125000002541 furyl group Chemical group 0.000 claims description 2
- 125000002632 imidazolidinyl group Chemical group 0.000 claims description 2
- 125000003566 oxetanyl group Chemical group 0.000 claims description 2
- 125000000466 oxiranyl group Chemical group 0.000 claims description 2
- 125000005544 phthalimido group Chemical group 0.000 claims description 2
- 125000004193 piperazinyl group Chemical group 0.000 claims description 2
- 125000003386 piperidinyl group Chemical group 0.000 claims description 2
- 125000003373 pyrazinyl group Chemical group 0.000 claims description 2
- 125000000714 pyrimidinyl group Chemical group 0.000 claims description 2
- 125000000719 pyrrolidinyl group Chemical group 0.000 claims description 2
- 125000005493 quinolyl group Chemical group 0.000 claims description 2
- 125000001567 quinoxalinyl group Chemical group N1=C(C=NC2=CC=CC=C12)* 0.000 claims description 2
- 125000003831 tetrazolyl group Chemical group 0.000 claims description 2
- 125000001544 thienyl group Chemical group 0.000 claims description 2
- 125000004568 thiomorpholinyl group Chemical group 0.000 claims description 2
- 125000004429 atom Chemical group 0.000 claims 2
- YZCKVEUIGOORGS-OUBTZVSYSA-N Deuterium Chemical compound [2H] YZCKVEUIGOORGS-OUBTZVSYSA-N 0.000 claims 1
- 239000004593 Epoxy Substances 0.000 claims 1
- 150000001336 alkenes Chemical class 0.000 claims 1
- 125000005605 benzo group Chemical group 0.000 claims 1
- 229910052805 deuterium Inorganic materials 0.000 claims 1
- 125000005956 isoquinolyl group Chemical group 0.000 claims 1
- 125000002757 morpholinyl group Chemical group 0.000 claims 1
- 125000004593 naphthyridinyl group Chemical group N1=C(C=CC2=CC=CN=C12)* 0.000 claims 1
- 150000002825 nitriles Chemical class 0.000 claims 1
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 claims 1
- USPWKWBDZOARPV-UHFFFAOYSA-N pyrazolidine Chemical compound C1CNNC1 USPWKWBDZOARPV-UHFFFAOYSA-N 0.000 claims 1
- 239000000758 substrate Substances 0.000 description 13
- 235000006708 antioxidants Nutrition 0.000 description 12
- 238000002360 preparation method Methods 0.000 description 10
- 239000010408 film Substances 0.000 description 9
- 238000000034 method Methods 0.000 description 8
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 7
- 125000000623 heterocyclic group Chemical group 0.000 description 7
- 125000001424 substituent group Chemical group 0.000 description 7
- 239000004094 surface-active agent Substances 0.000 description 7
- 125000003866 trichloromethyl group Chemical group ClC(Cl)(Cl)* 0.000 description 7
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 6
- 238000000576 coating method Methods 0.000 description 6
- 125000003700 epoxy group Chemical group 0.000 description 6
- 150000002148 esters Chemical class 0.000 description 6
- 239000004973 liquid crystal related substance Substances 0.000 description 6
- 239000011159 matrix material Substances 0.000 description 6
- 125000002560 nitrile group Chemical group 0.000 description 6
- 125000003356 phenylsulfanyl group Chemical group [*]SC1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 description 6
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 5
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Natural products CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 5
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 5
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Natural products CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 5
- 230000000052 comparative effect Effects 0.000 description 5
- 239000002270 dispersing agent Substances 0.000 description 5
- 239000000975 dye Substances 0.000 description 5
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 5
- 229910052717 sulfur Inorganic materials 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
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 description 4
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 description 4
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 4
- 239000002253 acid Substances 0.000 description 4
- 125000002947 alkylene group Chemical group 0.000 description 4
- 239000003795 chemical substances by application Substances 0.000 description 4
- 229910052804 chromium Inorganic materials 0.000 description 4
- 239000011651 chromium Substances 0.000 description 4
- 239000011248 coating agent Substances 0.000 description 4
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 4
- BGTOWKSIORTVQH-UHFFFAOYSA-N cyclopentanone Chemical compound O=C1CCCC1 BGTOWKSIORTVQH-UHFFFAOYSA-N 0.000 description 4
- 235000019441 ethanol Nutrition 0.000 description 4
- 229910052731 fluorine Inorganic materials 0.000 description 4
- 239000011737 fluorine Substances 0.000 description 4
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 4
- 238000000411 transmission spectrum Methods 0.000 description 4
- UBOXGVDOUJQMTN-UHFFFAOYSA-N 1,1,2-trichloroethane Chemical compound ClCC(Cl)Cl UBOXGVDOUJQMTN-UHFFFAOYSA-N 0.000 description 3
- FCEHBMOGCRZNNI-UHFFFAOYSA-N 1-benzothiophene Chemical group C1=CC=C2SC=CC2=C1 FCEHBMOGCRZNNI-UHFFFAOYSA-N 0.000 description 3
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 3
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
- YLQBMQCUIZJEEH-UHFFFAOYSA-N Furan Chemical group C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 3
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- XBDQKXXYIPTUBI-UHFFFAOYSA-M Propionate Chemical compound CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 description 3
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 3
- 150000001412 amines Chemical class 0.000 description 3
- RJGDLRCDCYRQOQ-UHFFFAOYSA-N anthrone Chemical compound C1=CC=C2C(=O)C3=CC=CC=C3CC2=C1 RJGDLRCDCYRQOQ-UHFFFAOYSA-N 0.000 description 3
- 125000003710 aryl alkyl group Chemical group 0.000 description 3
- RWCCWEUUXYIKHB-UHFFFAOYSA-N benzophenone Chemical class C=1C=CC=CC=1C(=O)C1=CC=CC=C1 RWCCWEUUXYIKHB-UHFFFAOYSA-N 0.000 description 3
- 239000012965 benzophenone Substances 0.000 description 3
- 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 3
- 150000001733 carboxylic acid esters Chemical class 0.000 description 3
- 230000008859 change Effects 0.000 description 3
- 238000004440 column chromatography Methods 0.000 description 3
- 125000000753 cycloalkyl group Chemical group 0.000 description 3
- 239000006185 dispersion Substances 0.000 description 3
- 239000011521 glass Substances 0.000 description 3
- 150000002430 hydrocarbons Chemical group 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- 229910052757 nitrogen Inorganic materials 0.000 description 3
- 125000004433 nitrogen atom Chemical group N* 0.000 description 3
- 239000011593 sulfur Substances 0.000 description 3
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 3
- 239000010409 thin film Substances 0.000 description 3
- VPBZZPOGZPKYKX-UHFFFAOYSA-N 1,2-diethoxypropane Chemical compound CCOCC(C)OCC VPBZZPOGZPKYKX-UHFFFAOYSA-N 0.000 description 2
- UAJRSHJHFRVGMG-UHFFFAOYSA-N 1-ethenyl-4-methoxybenzene Chemical compound COC1=CC=C(C=C)C=C1 UAJRSHJHFRVGMG-UHFFFAOYSA-N 0.000 description 2
- GJYCVCVHRSWLNY-UHFFFAOYSA-N 2-butylphenol Chemical compound CCCCC1=CC=CC=C1O GJYCVCVHRSWLNY-UHFFFAOYSA-N 0.000 description 2
- XLLIQLLCWZCATF-UHFFFAOYSA-N 2-methoxyethyl acetate Chemical compound COCCOC(C)=O XLLIQLLCWZCATF-UHFFFAOYSA-N 0.000 description 2
- BHNHHSOHWZKFOX-UHFFFAOYSA-N 2-methyl-1H-indole Chemical compound C1=CC=C2NC(C)=CC2=C1 BHNHHSOHWZKFOX-UHFFFAOYSA-N 0.000 description 2
- XOUQAVYLRNOXDO-UHFFFAOYSA-N 2-tert-butyl-5-methylphenol Chemical compound CC1=CC=C(C(C)(C)C)C(O)=C1 XOUQAVYLRNOXDO-UHFFFAOYSA-N 0.000 description 2
- DKIDEFUBRARXTE-UHFFFAOYSA-M 3-mercaptopropionate Chemical compound [O-]C(=O)CCS DKIDEFUBRARXTE-UHFFFAOYSA-M 0.000 description 2
- MNFZZNNFORDXSV-UHFFFAOYSA-N 4-(diethylamino)benzaldehyde Chemical compound CCN(CC)C1=CC=C(C=O)C=C1 MNFZZNNFORDXSV-UHFFFAOYSA-N 0.000 description 2
- NLZUEZXRPGMBCV-UHFFFAOYSA-N Butylhydroxytoluene Chemical compound CC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 NLZUEZXRPGMBCV-UHFFFAOYSA-N 0.000 description 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- XTHFKEDIFFGKHM-UHFFFAOYSA-N Dimethoxyethane Chemical compound COCCOC XTHFKEDIFFGKHM-UHFFFAOYSA-N 0.000 description 2
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-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
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 2
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 description 2
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- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 2
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 2
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- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- DKGAVHZHDRPRBM-UHFFFAOYSA-N Tert-Butanol Chemical compound CC(C)(C)O DKGAVHZHDRPRBM-UHFFFAOYSA-N 0.000 description 2
- 239000006096 absorbing agent Substances 0.000 description 2
- 150000008065 acid anhydrides Chemical class 0.000 description 2
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- 125000001931 aliphatic group Chemical group 0.000 description 2
- 239000003513 alkali Substances 0.000 description 2
- 125000003545 alkoxy group Chemical group 0.000 description 2
- 125000003282 alkyl amino group Chemical group 0.000 description 2
- 125000004414 alkyl thio group Chemical group 0.000 description 2
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 2
- 125000000129 anionic group Chemical group 0.000 description 2
- 239000002585 base Substances 0.000 description 2
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 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
- 125000000609 carbazolyl group Chemical group C1(=CC=CC=2C3=CC=CC=C3NC12)* 0.000 description 2
- 239000006229 carbon black Substances 0.000 description 2
- YCIMNLLNPGFGHC-UHFFFAOYSA-N catechol Chemical compound OC1=CC=CC=C1O YCIMNLLNPGFGHC-UHFFFAOYSA-N 0.000 description 2
- 125000002091 cationic group Chemical group 0.000 description 2
- 229940125904 compound 1 Drugs 0.000 description 2
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- 229940125782 compound 2 Drugs 0.000 description 2
- 238000004132 cross linking Methods 0.000 description 2
- 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 2
- 125000006159 dianhydride group Chemical group 0.000 description 2
- FJKIXWOMBXYWOQ-UHFFFAOYSA-N ethenoxyethane Chemical compound CCOC=C FJKIXWOMBXYWOQ-UHFFFAOYSA-N 0.000 description 2
- 150000002170 ethers Chemical class 0.000 description 2
- FKRCODPIKNYEAC-UHFFFAOYSA-N ethyl propionate Chemical compound CCOC(=O)CC FKRCODPIKNYEAC-UHFFFAOYSA-N 0.000 description 2
- 125000005843 halogen group Chemical group 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 239000003112 inhibitor Substances 0.000 description 2
- 125000002183 isoquinolinyl group Chemical group C1(=NC=CC2=CC=CC=C12)* 0.000 description 2
- ZLVXBBHTMQJRSX-VMGNSXQWSA-N jdtic Chemical compound C1([C@]2(C)CCN(C[C@@H]2C)C[C@H](C(C)C)NC(=O)[C@@H]2NCC3=CC(O)=CC=C3C2)=CC=CC(O)=C1 ZLVXBBHTMQJRSX-VMGNSXQWSA-N 0.000 description 2
- 150000002576 ketones Chemical class 0.000 description 2
- 125000005647 linker group Chemical group 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 description 2
- 125000004998 naphthylethyl group Chemical group C1(=CC=CC2=CC=CC=C12)CC* 0.000 description 2
- 229910052760 oxygen Inorganic materials 0.000 description 2
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- 125000005543 phthalimide group Chemical group 0.000 description 2
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- WQGWDDDVZFFDIG-UHFFFAOYSA-N pyrogallol Chemical compound OC1=CC=CC(O)=C1O WQGWDDDVZFFDIG-UHFFFAOYSA-N 0.000 description 2
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- 238000012719 thermal polymerization Methods 0.000 description 2
- CWERGRDVMFNCDR-UHFFFAOYSA-N thioglycolic acid Chemical compound OC(=O)CS CWERGRDVMFNCDR-UHFFFAOYSA-N 0.000 description 2
- 125000003396 thiol group Chemical group [H]S* 0.000 description 2
- YRHRIQCWCFGUEQ-UHFFFAOYSA-N thioxanthen-9-one Chemical class C1=CC=C2C(=O)C3=CC=CC=C3SC2=C1 YRHRIQCWCFGUEQ-UHFFFAOYSA-N 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
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- 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
- ZWFPPUJSTIQUEA-UHFFFAOYSA-N (2-decylphenyl) dihydrogen phosphite Chemical compound CCCCCCCCCCC1=CC=CC=C1OP(O)O ZWFPPUJSTIQUEA-UHFFFAOYSA-N 0.000 description 1
- OQQOAWVKVDAJOI-UHFFFAOYSA-N (2-dodecanoyloxy-3-hydroxypropyl) dodecanoate Chemical compound CCCCCCCCCCCC(=O)OCC(CO)OC(=O)CCCCCCCCCCC OQQOAWVKVDAJOI-UHFFFAOYSA-N 0.000 description 1
- KMOUUZVZFBCRAM-OLQVQODUSA-N (3as,7ar)-3a,4,7,7a-tetrahydro-2-benzofuran-1,3-dione Chemical compound C1C=CC[C@@H]2C(=O)OC(=O)[C@@H]21 KMOUUZVZFBCRAM-OLQVQODUSA-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
- UOCLXMDMGBRAIB-UHFFFAOYSA-N 1,1,1-trichloroethane Chemical compound CC(Cl)(Cl)Cl UOCLXMDMGBRAIB-UHFFFAOYSA-N 0.000 description 1
- NCRNCSZWOOYBQF-UHFFFAOYSA-N 1,1-Dimethoxydecane Chemical compound CCCCCCCCCC(OC)OC NCRNCSZWOOYBQF-UHFFFAOYSA-N 0.000 description 1
- JYEUMXHLPRZUAT-UHFFFAOYSA-N 1,2,3-triazine Chemical group C1=CN=NN=C1 JYEUMXHLPRZUAT-UHFFFAOYSA-N 0.000 description 1
- WSLDOOZREJYCGB-UHFFFAOYSA-N 1,2-Dichloroethane Chemical compound ClCCCl WSLDOOZREJYCGB-UHFFFAOYSA-N 0.000 description 1
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- LLHKCFNBLRBOGN-UHFFFAOYSA-N propylene glycol methyl ether acetate Chemical compound COCC(C)OC(C)=O LLHKCFNBLRBOGN-UHFFFAOYSA-N 0.000 description 1
- PBMFSQRYOILNGV-UHFFFAOYSA-N pyridazine Chemical group C1=CC=NN=C1 PBMFSQRYOILNGV-UHFFFAOYSA-N 0.000 description 1
- 229940079877 pyrogallol Drugs 0.000 description 1
- 125000000168 pyrrolyl group Chemical group 0.000 description 1
- 125000002943 quinolinyl group Chemical group N1=C(C=CC2=CC=CC=C12)* 0.000 description 1
- 150000003254 radicals Chemical class 0.000 description 1
- 238000002310 reflectometry Methods 0.000 description 1
- 229910052707 ruthenium Inorganic materials 0.000 description 1
- 229910052710 silicon Inorganic materials 0.000 description 1
- 239000010703 silicon Chemical group 0.000 description 1
- 125000006850 spacer group Chemical group 0.000 description 1
- 125000003003 spiro group Chemical group 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 210000003802 sputum Anatomy 0.000 description 1
- 208000024794 sputum Diseases 0.000 description 1
- 125000003011 styrenyl group Chemical group [H]\C(*)=C(/[H])C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 description 1
- 125000000547 substituted alkyl group Chemical group 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 150000005846 sugar alcohols Polymers 0.000 description 1
- 125000000446 sulfanediyl group Chemical group *S* 0.000 description 1
- 150000003459 sulfonic acid esters Chemical class 0.000 description 1
- 150000003460 sulfonic acids Chemical class 0.000 description 1
- 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 description 1
- 125000004434 sulfur atom Chemical group 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 229910052715 tantalum Inorganic materials 0.000 description 1
- GUVRBAGPIYLISA-UHFFFAOYSA-N tantalum atom Chemical compound [Ta] GUVRBAGPIYLISA-UHFFFAOYSA-N 0.000 description 1
- MUQNAPSBHXFMHT-UHFFFAOYSA-N tert-butylhydrazine Chemical compound CC(C)(C)NN MUQNAPSBHXFMHT-UHFFFAOYSA-N 0.000 description 1
- KPNZYDNOFDZXNR-UHFFFAOYSA-N tetratert-butyl 4-benzoylcyclohexa-3,5-diene-1,1,2,2-tetracarboperoxoate Chemical compound CC(C)(C)OOC(=O)C1(C(=O)OOC(C)(C)C)C(C(=O)OOC(C)(C)C)(C(=O)OOC(C)(C)C)C=CC(C(=O)C=2C=CC=CC=2)=C1 KPNZYDNOFDZXNR-UHFFFAOYSA-N 0.000 description 1
- CBDKQYKMCICBOF-UHFFFAOYSA-N thiazoline Chemical compound C1CN=CS1 CBDKQYKMCICBOF-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
- 150000003918 triazines Chemical class 0.000 description 1
- 229960002415 trichloroethylene Drugs 0.000 description 1
- DQWPFSLDHJDLRL-UHFFFAOYSA-N triethyl phosphate Chemical compound CCOP(=O)(OCC)OCC DQWPFSLDHJDLRL-UHFFFAOYSA-N 0.000 description 1
- WVLBCYQITXONBZ-UHFFFAOYSA-N trimethyl phosphate Chemical compound COP(=O)(OC)OC WVLBCYQITXONBZ-UHFFFAOYSA-N 0.000 description 1
- QEDNBHNWMHJNAB-UHFFFAOYSA-N tris(8-methylnonyl) phosphite Chemical compound CC(C)CCCCCCCOP(OCCCCCCCC(C)C)OCCCCCCCC(C)C QEDNBHNWMHJNAB-UHFFFAOYSA-N 0.000 description 1
- 239000002699 waste material Substances 0.000 description 1
- 229910052724 xenon Inorganic materials 0.000 description 1
- FHNFHKCVQCLJFQ-UHFFFAOYSA-N xenon atom Chemical compound [Xe] FHNFHKCVQCLJFQ-UHFFFAOYSA-N 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D311/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
- C07D311/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D311/78—Ring systems having three or more relevant rings
- C07D311/80—Dibenzopyrans; Hydrogenated dibenzopyrans
- C07D311/82—Xanthenes
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B11/00—Diaryl- or thriarylmethane dyes
- C09B11/04—Diaryl- or thriarylmethane dyes derived from triarylmethanes, i.e. central C-atom is substituted by amino, cyano, alkyl
- C09B11/10—Amino derivatives of triarylmethanes
- C09B11/24—Phthaleins containing amino groups ; Phthalanes; Fluoranes; Phthalides; Rhodamine dyes; Phthaleins having heterocyclic aryl rings; Lactone or lactame forms of triarylmethane dyes
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D407/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00
- C07D407/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00 containing two hetero rings
- C07D407/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B11/00—Diaryl- or thriarylmethane dyes
- C09B11/04—Diaryl- or thriarylmethane dyes derived from triarylmethanes, i.e. central C-atom is substituted by amino, cyano, alkyl
- C09B11/10—Amino derivatives of triarylmethanes
- C09B11/22—Amino derivatives of triarylmethanes containing OH groups bound to an aryl nucleus and their ethers and esters
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B57/00—Other synthetic dyes of known constitution
-
- G—PHYSICS
- G02—OPTICS
- G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
- G02B5/00—Optical elements other than lenses
- G02B5/20—Filters
-
- G—PHYSICS
- G02—OPTICS
- G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
- G02B5/00—Optical elements other than lenses
- G02B5/20—Filters
- G02B5/22—Absorbing filters
- G02B5/223—Absorbing filters containing organic substances, e.g. dyes, inks or pigments
-
- 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
- G03F7/0005—Production of optical devices or components in so far as characterised by the lithographic processes or materials used therefor
- G03F7/0007—Filters, e.g. additive colour filters; Components for display devices
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
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- General Physics & Mathematics (AREA)
- Optics & Photonics (AREA)
- Engineering & Computer Science (AREA)
- Architecture (AREA)
- Structural Engineering (AREA)
- Materials For Photolithography (AREA)
- Optical Filters (AREA)
Abstract
Description
本申請案主張2015年9月21日向韓國智慧財產局提交的韓國專利申請案第10-2015-0133199號及2016年8月18日向韓國智慧財產局提交的韓國專利申請案第10-2016-0104939號的優先權及權益,所述韓國專利申請案的全部內容以引入的方式併入本文中。This application claims Korean Patent Application No. 10-2015-0133199 filed with the Korea Intellectual Property Office on September 21, 2015 and Korean Patent Application No. 10-2016-0104939 submitted to the Korea Intellectual Property Office on August 18, 2016. The entire contents of the Korean Patent Application are incorporated herein by reference.
本說明書是有關於一種新穎二苯并哌喃類化合物、包含所述新穎化合物的著色劑組成物以及包含所述新穎化合物的樹脂組成物。The present specification is directed to a novel dibenzopyran-based compound, a color former composition comprising the novel compound, and a resin composition comprising the novel compound.
作為液晶顯示器(liquid crystal display,LCD)的光源,已經廣泛地使用既不使用驅動也不使用液晶執行自行發光的LED或OLED裝置而非現有CCFL。當LED或OLED用作光源時,由自身產生紅光、綠光以及藍光,且因此並不需要單獨的彩色濾光片。As a light source of a liquid crystal display (LCD), an LED or OLED device that performs self-illumination using neither driving nor liquid crystal has been widely used instead of the existing CCFL. When an LED or OLED is used as a light source, red light, green light, and blue light are generated by itself, and thus a separate color filter is not required.
然而,使用來自LED或OLED光源的光匹配或控制所需色彩座標通常並不簡單。另外,在藉由已經開發的著色劑(尤其顏料)使用顏料分散方法製造彩色濾光片時增強色彩純度、亮度以及對比度範圍的方法已處於上限。此外,為了薄化彩色濾光片,需要減少所使用的著色劑的量。However, using light from an LED or OLED source to match or control the desired color coordinates is generally not straightforward. In addition, the method of enhancing the color purity, brightness, and contrast range when manufacturing a color filter by using a pigment dispersion method (especially a pigment) which has been developed has been at an upper limit. Further, in order to thin the color filter, it is necessary to reduce the amount of the coloring agent used.
為了克服此類問題且滿足要求,需要研發新穎的著色劑。 先前技術文獻 專利文獻In order to overcome such problems and meet the requirements, it is necessary to develop novel color formers. Prior Technical Literature Patent Literature
韓國專利申請特許公開案第2001-0009058號Korean Patent Application Patent Publication No. 2001-0009058
[技術問題] 本說明書描述一種新穎二苯并哌喃類化合物、包含所述新穎化合物的著色劑組成物以及包含所述新穎化合物的樹脂組成物。 [技術解決方案][Technical Problem] This specification describes a novel dibenzopyran-based compound, a color former composition containing the novel compound, and a resin composition containing the novel compound. [Technical Solutions]
本說明書的一個實施例提供由以下化學式1表示的化合物。 [化學式1] One embodiment of the present specification provides a compound represented by the following Chemical Formula 1. [Chemical Formula 1]
在化學式1中, R1 及R3 彼此相同或不同,且各自獨立地由以下各者構成的族群中選出:氫、氘、具有1個碳原子至30個碳原子的被取代或未被取代的直鏈或分支鏈烷基、具有2個碳原子至30個碳原子的被取代或未被取代的直鏈或分支鏈烯基、具有6個碳原子至30個碳原子的被取代或未被取代的單環或多環芳基;以及具有2個碳原子至30個碳原子的被取代或未被取代的單環或多環雜芳基, R2 為直接鍵;或二價鍵聯基團, R4 至R13 彼此相同或不同,且各自獨立地由以下各者構成的族群中選出:氫、氘、SO3 - 、COOH、COO- 、羥基、具有1個碳原子至30個碳原子的被取代或未被取代的直鏈或分支鏈烷基、具有6個碳原子至30個碳原子的被取代或未被取代的單環或多環芳基;以及具有2個碳原子至30個碳原子的被取代或未被取代的單環或多環雜芳基, R4 至R13 中的至少一者為SO3 - ;COOH;或COO- , R14 至R17 彼此相同或不同,且各自獨立地為氫;或氘, X1 至X4 彼此相同或不同,且各自獨立地由以下各者構成的族群中選出:氫、氘、具有1個碳原子至30個碳原子的被取代或未被取代的直鏈或分支鏈烷基、具有2個碳原子至30個碳原子的被取代或未被取代的直鏈或分支鏈烯基、具有6個碳原子至30個碳原子的被取代或未被取代的單環或多環芳基;以及具有2個碳原子至30個碳原子的被取代或未被取代的單環或多環雜芳基, r2、m、n、p以及q各自為1至3的整數, 當r2為2或大於2時,R2 彼此相同或不同, 當m為2或大於2時,R14 彼此相同或不同, 當n為2或大於2時,R15 彼此相同或不同, 當p為2或大於2時,R16 彼此相同或不同,以及 當q為2或大於2時,R17 彼此相同或不同。In Chemical Formula 1, R 1 and R 3 are the same or different from each other, and are each independently selected from the group consisting of hydrogen, hydrazine, substituted or unsubstituted having 1 to 30 carbon atoms. a straight or branched alkyl group, a substituted or unsubstituted linear or branched alkenyl group having 2 to 30 carbon atoms, a substituted or unsubstituted carbon having 6 to 30 carbon atoms a substituted monocyclic or polycyclic aryl; and a substituted or unsubstituted monocyclic or polycyclic heteroaryl having 2 to 30 carbon atoms, R 2 being a direct bond; or a divalent linkage a group, R 4 to R 13 are the same or different from each other, and are each independently selected from the group consisting of hydrogen, hydrazine, SO 3 - , COOH, COO - , hydroxyl, having 1 carbon atom to 30 a substituted or unsubstituted linear or branched alkyl group of a carbon atom, a substituted or unsubstituted monocyclic or polycyclic aryl group having 6 carbon atoms to 30 carbon atoms; and 2 carbon atoms a substituted or unsubstituted monocyclic or polycyclic heteroaryl group of up to 30 carbon atoms, at least one of R 4 to R 13 being S O 3 - ; COOH; or COO - , R 14 to R 17 are the same or different from each other, and are each independently hydrogen; or 氘, X 1 to X 4 are the same or different from each other, and are each independently composed of the following: Selected from the group: hydrogen, hydrazine, substituted or unsubstituted linear or branched alkyl having 1 to 30 carbon atoms, substituted or not having 2 to 30 carbon atoms a substituted straight or branched alkenyl group, a substituted or unsubstituted monocyclic or polycyclic aryl group having 6 carbon atoms to 30 carbon atoms; and a substituted having 2 carbon atoms to 30 carbon atoms a substituted or unsubstituted monocyclic or polycyclic heteroaryl group, r2, m, n, p and q are each an integer of 1 to 3, and when r2 is 2 or greater than 2, two R & lt same or different, when m is 2 or more, R 14 are the same or different from each other, and when n is 2 or more, R 15 is the same or different from each other, and when p is 2 or more, R 16 is the same or different from each other, and when q is 2 Or greater than 2, R 17 are the same or different from each other.
本說明書的另一實施例提供一種包含由化學式1表示的化合物的著色劑組成物。Another embodiment of the present specification provides a color former composition comprising the compound represented by Chemical Formula 1.
本說明書的又一實施例提供一種包含著色劑組成物的樹脂組成物。 [有利效果]Yet another embodiment of the present specification provides a resin composition comprising a colorant composition. [Advantageous effect]
根據本說明書的一個實施例的化合物可用作染料,且因此可用作彩色濾光片的材料。特定言之,藉由包含根據本說明書的一個實施例的化合物的樹脂組成物,可獲得適合於目標光源的吸收率及透射率光譜,且因此,可獲得較高彩色再現範圍及高亮度、高對比度範圍以及其類似者。包含根據本說明書的一個實施例的化合物的樹脂組成物具有高交聯度,且因此,其具有極佳抗熱性及/或耐化學性。因此,根據本說明書的一個實施例的樹脂組成物在熱處理下經歷小色彩變化,且幾乎不經歷溶劑的溶離。The compound according to one embodiment of the present specification can be used as a dye, and thus can be used as a material of a color filter. In particular, by including a resin composition of a compound according to an embodiment of the present specification, an absorptance and a transmittance spectrum suitable for a target light source can be obtained, and thus, a higher color reproduction range and high brightness and high can be obtained. The range of contrast and its similarity. The resin composition containing the compound according to one embodiment of the present specification has a high degree of crosslinking, and therefore, it has excellent heat resistance and/or chemical resistance. Therefore, the resin composition according to one embodiment of the present specification undergoes a small color change under heat treatment, and hardly undergoes dissolution of a solvent.
在下文中,將更詳細地描述本說明書。Hereinafter, the present specification will be described in more detail.
本說明書的一個實施例提供由化學式1表示的化合物。One embodiment of the present specification provides a compound represented by Chemical Formula 1.
下文描述由化學式1表示的化合物的取代基的實例,然而,取代基不限於此。Examples of the substituent of the compound represented by Chemical Formula 1 are described below, however, the substituent is not limited thereto.
在本說明書中,術語「被取代或未被取代的」意謂被選自由以下各者組成的群組的一或多個取代基取代:氘;鹵基;烷基;烯基;烷氧基;環烷基;矽烷基;芳基烯基;芳氧基;烷基硫醇基;烷基硫氧基;芳基硫氧基;硼基;-NH2 ;烷胺基(alkylamine group);芳烷胺基(aralkylamine group);芳胺基(arylamine group);咔唑基(carbazole group);丙烯醯基;丙烯酸酯基;醚基;腈基;硝基;羥基;環氧基;(甲基)丙烯酸酯基;烴環基團(hydrocarbon ring group);以及包含N、O、S或P原子中的一或多者的雜環基團,或不具有取代基。In the present specification, the term "substituted or unsubstituted" means substituted with one or more substituents selected from the group consisting of hydrazine; halo; alkyl; alkenyl; alkoxy ; cycloalkyl; silicon alkyl; aryl; arylalkyl group; alkylthiol group; an alkylthio group; an aryl sulfoxy group; boryl group; -NH 2; alkylamino group (alkylamine group); Aralkylamine group; arylamine group; carbazole group; propylene sulfhydryl; acrylate group; ether group; nitrile group; nitro group; hydroxyl group; epoxy group; a acrylate group; a hydrocarbon ring group; and a heterocyclic group containing one or more of N, O, S or P atoms, or no substituent.
在本說明書中,烷基可為直鏈或分支鏈的,且儘管不特定限制於此,但碳原子數目較佳地自1至25。其特定實例可包含甲基、乙基、丙基、異丙基、丁基、第三丁基、戊基、己基、庚基以及其類似者,但不限於此。In the present specification, the alkyl group may be linear or branched, and although not particularly limited thereto, the number of carbon atoms is preferably from 1 to 25. Specific examples thereof may include methyl, ethyl, propyl, isopropyl, butyl, tert-butyl, pentyl, hexyl, heptyl, and the like, but are not limited thereto.
在本說明書中,烯基可為直鏈或分支鏈,且儘管不特定限制於此,但碳原子數目較佳地為自2至25。其特定實例可較佳地包含芳基-被取代的烯基,諸如均二苯乙烯基(stilbenyl group)及苯乙烯基(styrenyl group),但不限於此。In the present specification, the alkenyl group may be a straight chain or a branched chain, and although it is not particularly limited thereto, the number of carbon atoms is preferably from 2 to 25. Specific examples thereof may preferably contain an aryl-substituted alkenyl group such as a stilbenyl group and a styrenyl group, but are not limited thereto.
在本說明書中,烷氧基可為直鏈或分支鏈,且儘管不特定限制於此,但碳原子數目較佳地為自1至25。In the present specification, the alkoxy group may be a straight chain or a branched chain, and although it is not particularly limited thereto, the number of carbon atoms is preferably from 1 to 25.
在本說明書中,環烷基不受特定限制,但較佳地具有3個碳原子至20個碳原子,且特定而言,環戊基或環己基為較佳的。In the present specification, the cycloalkyl group is not particularly limited, but preferably has 3 carbon atoms to 20 carbon atoms, and specifically, a cyclopentyl group or a cyclohexyl group is preferred.
在本說明書中,鹵基的實例包含氟、氯、溴或碘。In the present specification, examples of the halogen group include fluorine, chlorine, bromine or iodine.
在本說明書中,芳烷基中的芳基部分特定地具有6個碳原子至49個碳原子且芳烷基中的烷基部分具有1個碳原子至44個碳原子。其特定實例可包含苯甲基(benzyl group)、對甲基苯甲基(p-methylbenzyl group)、間甲基苯甲基(m-methylbenzyl group)、對乙基苯甲基(p-ethylbenzyl group)、間乙基苯甲基(m-ethylbenzyl group)、3,5-二甲基苯甲基(3,5-dimethylbenzyl group)、α-甲基苯甲基(α-methylbenzyl group)、α,α-二甲基苯甲基(α,α-dimethylbenzyl group)、α,α-甲基苯基苯甲基(α,α-methylphenylbenzyl group)、1-萘基苯甲基(1-naphthylbenzyl group)、2-萘基苯甲基(2-naphthylbenzyl group)、對氟苯甲基(p-fluorobenzyl group)、3,5-二氟苯甲基(3,5-difluorobenzyl group)、α,α-二三氟甲基苯甲基(α,α-ditrifluoromethylbenzyl group)、對甲氧基苯甲基(p-methoxybenzyl group)、間甲氧基苯甲基(m-methoxybenzyl group)、α-苯氧基苯甲基(α-phenoxybenzyl group)、α-苯甲氧基苯甲基(α-benzyloxybenzyl group)、萘基甲基(naphthylmethyl group)、萘基乙基(naphthylethyl group)、萘基異丙基(naphthylisopropyl group)、吡咯基甲基(pyrrolylmethyl group)、吡咯基乙基(pyrrolylethyl group)、胺基苯甲基(aminobenzyl group)、硝基苯甲基(nitrobenzyl group)、氰基苯甲基(cyanobenzyl group)、1-羥基-2-苯基異丙基(1-hydroxy-2-phenylisopropyl group)、1-氯-2-苯基異丙基(1-chloro-2-phenylisopropyl group)以及其類似基團,但不限於此。In the present specification, the aryl moiety in the aralkyl group specifically has 6 carbon atoms to 49 carbon atoms and the alkyl moiety in the aralkyl group has 1 carbon atom to 44 carbon atoms. Specific examples thereof may include a benzyl group, a p-methylbenzyl group, a m-methylbenzyl group, or a p-ethylbenzyl group. , m-ethylbenzyl group, 3,5-dimethylbenzyl group, α-methylbenzyl group, α, Α-dimethylbenzyl group, α,α-methylphenylbenzyl group, 1-naphthylbenzyl group , 2-naphthylbenzyl group, p-fluorobenzyl group, 3,5-difluorobenzyl group, α,α-二三氟,α-ditrifluoromethylbenzyl group, p-methoxybenzyl group, m-methoxybenzyl group, α-phenoxybenzene --phenoxybenzyl group, α-benzyloxybenzyl group, naphthylmethyl group, naphthylethyl Naphthylethyl group), naphthylisopropyl group, pyrrolylmethyl group, pyrrolylethyl group, aminobenzyl group, nitrobenzyl group ), cyanobenzyl group, 1-hydroxy-2-phenylisopropyl group, 1-chloro-2-phenylisopropyl (1-chloro-) 2-phenylisopropyl group) and its like, but are not limited thereto.
在本說明書中,下文中所提供的對芳基的描述可應用於芳烯基的芳基部分,且上文中所提供的對烯基的描述可應用於芳烯基的烯基部分。In the present specification, the description of the aryl group provided hereinafter can be applied to the aryl moiety of the aralkenyl group, and the description of the alkenyl group provided above can be applied to the alkenyl moiety of the aralkenyl group.
在本說明書中,芳基可為單環芳基或多環芳基。In the present specification, the aryl group may be a monocyclic aryl group or a polycyclic aryl group.
當芳基為單環芳基時,碳原子數目不受特定限制,但較佳為自6至40。單環芳基的特定實例可包含苯基、聯苯基、聯三苯基以及其類似者,但不限於此。When the aryl group is a monocyclic aryl group, the number of carbon atoms is not particularly limited, but is preferably from 6 to 40. Specific examples of the monocyclic aryl group may include a phenyl group, a biphenyl group, a terphenyl group, and the like, but are not limited thereto.
當芳基為多環芳基時,碳原子數目不受特定限制,但較佳為自10至40。多環芳基的特定實例可包含萘基、蒽基、菲基、芘基、苝基、屈基、茀基以及其類似者,但不限於此。When the aryl group is a polycyclic aryl group, the number of carbon atoms is not particularly limited, but is preferably from 10 to 40. Specific examples of the polycyclic aryl group may include a naphthyl group, an anthracenyl group, a phenanthryl group, an anthryl group, a fluorenyl group, a fluorenyl group, a fluorenyl group, and the like, but are not limited thereto.
在本說明書中,茀基可具有取代基,且所述取代基可鍵結以形成螺結構。茀基的實例包含、、、以及其類似者。In the present specification, a mercapto group may have a substituent, and the substituent may be bonded to form a spiro structure. An example of a sputum contains , , , And the like.
在本說明書中,雜環基團為包含O、N或S作為雜原子的雜環基團,且儘管不特定限制於此,但碳原子數目較佳地為自2至40。雜環基團的實例可包含噻吩基團(thiophene group)、呋喃基團(furan group)、吡咯基團(pyrrole group)、咪唑基團(imidazole group)、噻唑基團(thiazole group)、噁唑基團(oxazole group)、噁二唑基團(oxadiazole group)、三唑基團(triazole group)、吡啶基(pyridyl group)、二吡啶基(bipyridyl group)、三嗪基團(triazine group)、吖啶基(acridyl group)、噠嗪基團(pyridazine group)、喹啉基(quinolinyl group)、異喹啉基團(isoquinoline group)、吲哚基團(indole group)、咔唑基團(carbazole group)、苯并噁唑基團(benzoxazole group)、苯并咪唑基團(benzimidazole group)、苯并噻唑基團(benzothiazole group)、苯并咔唑基團(benzocarbazole group)、苯并噻吩基團(benzothiophene group)、二苯并噻吩基團(dibenzothiophene group)、苯并呋喃基團(benzofuranyl group)、二苯并呋喃基團(dibenzofuran group)以及其類似者,但不限於此。In the present specification, the heterocyclic group is a heterocyclic group containing O, N or S as a hetero atom, and although not particularly limited thereto, the number of carbon atoms is preferably from 2 to 40. Examples of the heterocyclic group may include a thiophene group, a furan group, a pyrrole group, an imidazole group, a thiazole group, an oxazole group. An oxazole group, an oxadiazole group, a triazole group, a pyridyl group, a bipyridyl group, a triazine group, Acridyl group, pyridazine group, quinolinyl group, isoquinoline group, indole group, carbazole group Group), a benzoxazole group, a benzimidazole group, a benzothiazole group, a benzocarbazole group, a benzothiophene group (benzothiophene group), dibenzothiophene group, benzofuranyl group, dibenzofuran group And the like, but is not limited thereto.
在本說明書中,雜環基團的實例可應用於雜芳基。In the present specification, examples of the heterocyclic group can be applied to a heteroaryl group.
在本說明書中,烴環基團可為芳族的、脂族的或芳族基及脂族基的稠環基團,且可自環烷基或芳基的實例當中選出。In the present specification, the hydrocarbon ring group may be an aromatic, aliphatic or aromatic group and an aliphatic group fused ring group, and may be selected from the examples of a cycloalkyl group or an aryl group.
在本說明書中,伸烷基意謂在烷基中具有兩個結合位點。伸烷基可為直鏈、分支鏈或環狀。伸烷基的碳原子數目不受特定限制,但例如為自2至25,且可應用烷基的實例,但其為二價的。In the present specification, alkylene means two binding sites in the alkyl group. The alkylene group may be a straight chain, a branched chain or a cyclic chain. The number of carbon atoms of the alkylene group is not particularly limited, but is, for example, from 2 to 25, and an example of an alkyl group may be applied, but it is divalent.
在本說明書中,伸芳基意謂在芳基中具有兩個結合位點。伸芳基可為單環或多環,且可應用芳基的實例,但其為二價的。In the present specification, an extended aryl group means having two binding sites in an aryl group. The aryl group may be monocyclic or polycyclic, and an example of an aryl group may be applied, but it is divalent.
在本說明書中,環氧基為脂環環氧基,且較佳地具有2個碳原子至20個碳原子。In the present specification, the epoxy group is an alicyclic epoxy group, and preferably has 2 carbon atoms to 20 carbon atoms.
根據本說明書的另一實施例,在化學式1中,R1 及R3 彼此相同或不同,且各自獨立地由以下各者構成的族群中選出:氫;氘;以及具有6個碳原子至20個碳原子的被取代或未被取代的單環或多環芳基。According to another embodiment of the present specification, in Chemical Formula 1, R 1 and R 3 are the same or different from each other, and are each independently selected from the group consisting of hydrogen; hydrazine; and having 6 carbon atoms to 20 A substituted or unsubstituted monocyclic or polycyclic aryl group of one carbon atom.
根據本說明書的另一實施例,在化學式1中,R1 及R3 彼此相同或不同,且各自獨立地由以下各者構成的族群中選出:氫;氘;以及具有6個碳原子至15個碳原子的被取代或未被取代的單環或多環芳基。According to another embodiment of the present specification, in Chemical Formula 1, R 1 and R 3 are the same or different from each other, and are each independently selected from the group consisting of hydrogen; hydrazine; and having 6 carbon atoms to 15 A substituted or unsubstituted monocyclic or polycyclic aryl group of one carbon atom.
根據本說明書的另一實施例,在化學式1中,R1 及R3 彼此相同或不同,且各自獨立地由以下各者構成的族群中選出:氫;氘;以及具有6個碳原子至10個碳原子的被取代或未被取代的單環或多環芳基。According to another embodiment of the present specification, in Chemical Formula 1, R 1 and R 3 are the same or different from each other, and are each independently selected from the group consisting of hydrogen; hydrazine; and having 6 carbon atoms to 10 A substituted or unsubstituted monocyclic or polycyclic aryl group of one carbon atom.
根據本說明書的另一實施例,在化學式1中,R1 及R3 彼此相同或不同,且各自獨立地由以下各者構成的族群中選出:氫;氘;以及被取代或未被取代的苯基。According to another embodiment of the present specification, in Chemical Formula 1, R 1 and R 3 are the same or different from each other, and are each independently selected from the group consisting of hydrogen; hydrazine; and substituted or unsubstituted. Phenyl.
根據本說明書的另一實施例,在化學式1中,R1 及R3 彼此相同或不同,且各自獨立地由以下各者構成的族群中選出:氫;氘;以及被甲基取代的苯基。According to another embodiment of the present specification, in Chemical Formula 1, R 1 and R 3 are the same or different from each other, and are each independently selected from the group consisting of hydrogen; hydrazine; and a phenyl group substituted by a methyl group. .
根據本說明書的一個實施例,在化學式1中,R2 為直接鍵;或二價鍵聯基團。According to an embodiment of the present specification, in Chemical Formula 1, R 2 is a direct bond; or a divalent linking group.
舉例而言,二價鍵聯基團可包含選自由以下各者組成的群組的一或多種類型:氧基(-O-);硫基(-S-);羰基(-CO-);磺醯基(-SO2 -);胺基;具有1個碳原子至30個碳原子的被取代或未被取代的直鏈或分支鏈伸烷基;具有2個碳原子至30個碳原子的被取代或未被取代的直鏈或分支鏈伸烯基;具有3個碳原子至30個碳原子的被取代或未被取代的單環或多環伸環烷基;具有6個碳原子至30個碳原子的被取代或未被取代的單環或多環伸芳基;以及具有2個碳原子至30個碳原子的被取代或未被取代的單環或多環伸雜芳基。For example, the divalent linking group may comprise one or more types selected from the group consisting of: oxy (-O-); thio (-S-); carbonyl (-CO-); a sulfonyl group (-SO 2 -); an amine group; a substituted or unsubstituted linear or branched alkyl group having 1 to 30 carbon atoms; having 2 to 30 carbon atoms A substituted or unsubstituted linear or branched chain extending alkenyl group; a substituted or unsubstituted monocyclic or polycyclic cycloalkylene group having 3 carbon atoms to 30 carbon atoms; having 6 carbon atoms a substituted or unsubstituted monocyclic or polycyclic aryl group to 30 carbon atoms; and a substituted or unsubstituted monocyclic or polycyclic heteroaryl group having 2 carbon atoms to 30 carbon atoms .
根據本說明書的一個實施例,在化學式1中,R2 為直接鍵;具有1個碳原子至30個碳原子的被取代或未被取代的直鏈或分支鏈伸烷基;或具有6個碳原子至30個碳原子的被取代或未被取代的單環或多環伸芳基。According to one embodiment of the present specification, in Chemical Formula 1, R 2 is a direct bond; a substituted or unsubstituted linear or branched alkyl group having 1 to 30 carbon atoms; or 6 A substituted or unsubstituted monocyclic or polycyclic extended aryl group having from carbon atom to 30 carbon atoms.
根據本說明書的一個實施例,在化學式1中,R2 為直接鍵;具有1個碳原子至20個碳原子的被取代或未被取代的直鏈或分支鏈伸烷基;或具有6個碳原子至20個碳原子的被取代或未被取代的單環或多環伸芳基。According to one embodiment of the present specification, in Chemical Formula 1, R 2 is a direct bond; a substituted or unsubstituted linear or branched alkyl group having 1 to 20 carbon atoms; or 6 A substituted or unsubstituted monocyclic or polycyclic extended aryl group having from carbon to 20 carbon atoms.
根據本說明書的一個實施例,在化學式1中,R2 為直接鍵;具有1個碳原子至10個碳原子的被取代或未被取代的直鏈或分支鏈伸烷基;或具有6個碳原子至10個碳原子的被取代或未被取代的單環或多環伸芳基。According to one embodiment of the present specification, in Chemical Formula 1, R 2 is a direct bond; a substituted or unsubstituted linear or branched alkyl group having 1 to 10 carbon atoms; or 6 A substituted or unsubstituted monocyclic or polycyclic extended aryl group having from carbon atom to 10 carbon atoms.
根據本說明書的一個實施例,在化學式1中,R2 為直接鍵;具有1個碳原子至10個碳原子的直鏈或分支鏈伸烷基;或未被取代或經具有1個碳原子至10個碳原子的直鏈或分支鏈烷基取代的具有6個碳原子至10個碳原子的單環或多環伸芳基。According to one embodiment of the present specification, in Chemical Formula 1, R 2 is a direct bond; a linear or branched alkyl group having 1 carbon atom to 10 carbon atoms; or unsubstituted or having 1 carbon atom A monocyclic or polycyclic extended aryl group having 6 carbon atoms to 10 carbon atoms substituted with a linear or branched alkyl group of 10 carbon atoms.
根據本說明書的一個實施例,在化學式1中,R2 為直接鍵;被取代或未被取代的亞甲基;或未被取代或經烷基取代的伸苯基。According to an embodiment of the present specification, in Chemical Formula 1, R 2 is a direct bond; a substituted or unsubstituted methylene group; or an unsubstituted or alkyl-substituted phenyl group.
根據本說明書的一個實施例,r2為3。According to one embodiment of the present specification, r2 is 3.
根據本說明書的一個實施例,在化學式1中,R2 為直接鍵;亞甲基;或未被取代或經甲基或乙基取代的伸苯基。According to an embodiment of the present specification, in Chemical Formula 1, R 2 is a direct bond; a methylene group; or a stretched phenyl group which is unsubstituted or substituted with a methyl group or an ethyl group.
根據本說明書的另一實施例,在化學式1中,X1 至X4 彼此相同或不同,且各自獨立地由以下各者構成的族群中選出:氫;氘;以及具有1個碳原子至20個碳原子的被取代或未被取代的直鏈或分支鏈烷基。According to another embodiment of the present specification, in Chemical Formula 1, X 1 to X 4 are the same or different from each other, and are each independently selected from the group consisting of hydrogen; hydrazine; and having 1 carbon atom to 20 A substituted or unsubstituted linear or branched alkyl group of one carbon atom.
根據本說明書的另一實施例,在化學式1中,X1 至X4 彼此相同或不同,且各自獨立地由以下各者構成的族群中選出:氫;氘;以及具有1個碳原子至15個碳原子的被取代或未被取代的直鏈或分支鏈烷基。According to another embodiment of the present specification, in Chemical Formula 1, X 1 to X 4 are the same or different from each other, and are each independently selected from the group consisting of hydrogen; hydrazine; and having 1 carbon atom to 15 A substituted or unsubstituted linear or branched alkyl group of one carbon atom.
根據本說明書的另一實施例,在化學式1中,X1 至X4 彼此相同或不同,且各自獨立地由以下各者構成的族群中選出:氫;氘;以及具有1個碳原子至10個碳原子的被取代或未被取代的直鏈或分支鏈烷基。According to another embodiment of the present specification, in Chemical Formula 1, X 1 to X 4 are the same or different from each other, and are each independently selected from the group consisting of hydrogen; hydrazine; and having 1 carbon atom to 10 A substituted or unsubstituted linear or branched alkyl group of one carbon atom.
根據本說明書的另一實施例,在化學式1中,X1 至X4 彼此相同或不同,且各自獨立地由以下各者構成的族群中選出:氫;以及未被取代或經羥基、硫醇基、腈基、-NH2 、環氧基、(甲基)丙烯酸酯基團、包含氮原子的二酐基團、單環或多環雜環基團或單環或多環烴環基團取代的具有1個碳原子至10個碳原子的烷基。According to another embodiment of the present specification, in Chemical Formula 1, X 1 to X 4 are the same or different from each other, and are each independently selected from the group consisting of: hydrogen; and unsubstituted or via a hydroxyl group, a thiol a group, a nitrile group, a -NH 2 , an epoxy group, a (meth) acrylate group, a dianhydride group containing a nitrogen atom, a monocyclic or polycyclic heterocyclic group or a monocyclic or polycyclic hydrocarbon ring group Substituted alkyl having 1 carbon atom to 10 carbon atoms.
根據本說明書的另一實施例,在化學式1中,X1 至X4 彼此相同或不同,且各自獨立地由以下各者構成的族群中選出:氫;以及未被取代或經羥基、硫醇基、腈基、-NH2 、環氧基、(甲基)丙烯酸酯基團、包含氮原子的二酐基團、單環或多環雜環基團或單環或多環芳基取代的具有1個碳原子至10個碳原子的烷基。According to another embodiment of the present specification, in Chemical Formula 1, X 1 to X 4 are the same or different from each other, and are each independently selected from the group consisting of: hydrogen; and unsubstituted or via a hydroxyl group, a thiol a group, a nitrile group, a -NH 2 , an epoxy group, a (meth) acrylate group, a dianhydride group containing a nitrogen atom, a monocyclic or polycyclic heterocyclic group or a monocyclic or polycyclic aryl group substituted An alkyl group having 1 carbon atom to 10 carbon atoms.
根據本說明書的另一實施例,在化學式1中,X1 至X4 彼此相同或不同,且各自獨立地由以下各者構成的族群中選出:氫;以及未被取代或經羥基、硫醇基、腈基、-NH2 、環氧基、(甲基)丙烯酸酯基團、環氧乙烷基、氧雜環丁烷基、吡咯啶基、咪唑啶基、吡唑啶基、嗎啉基、硫代嗎啉基、哌啶基、N-哌啶基、哌嗪基、高哌嗪基(homopyrerazinyl group)、1,3-二氧戊環-2-基、吡啶基、吡嗪基、嘧啶基、噠嗪基、喹啉基、異喹啉基、酞嗪基、萘啶基(naphthylidinyl)、喹喏啉基、咪唑基、吡唑基、三唑基、四唑基、噻唑基、苯并噻唑基、噁唑基、吲哚基、吲唑基、苯并咪唑基、鄰苯二甲醯亞胺基團、噻吩基、呋喃基、哌喃基或弗林蛋白酶基(furinyl group)取代的具有1個碳原子至10個碳原子的直鏈或分支鏈烷基。According to another embodiment of the present specification, in Chemical Formula 1, X 1 to X 4 are the same or different from each other, and are each independently selected from the group consisting of: hydrogen; and unsubstituted or via a hydroxyl group, a thiol Base, nitrile group, -NH 2 , epoxy group, (meth) acrylate group, oxiranyl group, oxetanyl group, pyrrolidinyl group, imidazolidinyl group, pyrazolyl group, morpholine Base, thiomorpholinyl, piperidinyl, N-piperidinyl, piperazinyl, homopyrereinyl group, 1,3-dioxolan-2-yl, pyridyl, pyrazinyl , pyrimidinyl, pyridazinyl, quinolyl, isoquinolinyl, pyridazinyl, naphthylidinyl, quinoxalinyl, imidazolyl, pyrazolyl, triazolyl, tetrazolyl, thiazolyl , benzothiazolyl, oxazolyl, fluorenyl, oxazolyl, benzimidazolyl, phthalimido group, thienyl, furyl, piperidyl or furinyl group a substituted linear or branched alkyl group having from 1 carbon atom to 10 carbon atoms.
根據本說明書的另一實施例,在化學式1中,X1 至X4 彼此相同或不同,且各自獨立地由以下各者構成的族群中選出:氫;以及未被取代或經羥基、硫醇基、腈基、-NH2 、鄰苯二甲醯亞胺基團或(甲基)丙烯酸酯基團取代的具有1個碳原子至10個碳原子的直鏈或分支鏈烷基。According to another embodiment of the present specification, in Chemical Formula 1, X 1 to X 4 are the same or different from each other, and are each independently selected from the group consisting of: hydrogen; and unsubstituted or via a hydroxyl group, a thiol A linear or branched alkyl group having 1 to 10 carbon atoms substituted by a group, a nitrile group, a -NH 2 , a phthalimide group or a (meth) acrylate group.
根據本說明書的另一實施例,在化學式1中,X1 至X4 彼此相同或不同,且各自獨立地由以下各者構成的族群中選出:氫;甲基;乙基;以及未被取代或經羥基、硫醇基、腈基、-NH2 、鄰苯二甲醯亞胺基團或甲基丙烯酸甲酯基團取代的正丙基。According to another embodiment of the present specification, in Chemical Formula 1, X 1 to X 4 are the same or different from each other, and are each independently selected from the group consisting of hydrogen; methyl; ethyl; and unsubstituted Or a n-propyl group substituted with a hydroxyl group, a thiol group, a nitrile group, a -NH 2 , a phthalimide group or a methyl methacrylate group.
根據本說明書的另一實施例,由化學式1表示的化合物可由以下化合物中的任一者表示。 According to another embodiment of the present specification, the compound represented by Chemical Formula 1 may be represented by any one of the following compounds.
可參看下文描述的製備實例製備化學式1的化合物。The compound of Chemical Formula 1 can be prepared by referring to the preparation examples described below.
本說明書的另一實施例提供包含化學式1的化合物的著色劑組成物。Another embodiment of the present specification provides a color former composition comprising the compound of Chemical Formula 1.
著色劑組成物可進一步包含除化學式1的化合物之外的至少一種類型的染料及顏料。舉例而言,著色劑組成物可僅包含化學式1的化合物,但亦可包含化學式1的化合物及一或多種類型的染料;包含化學式1的化合物及一或多種類型的顏料;或包含化學式1的化合物、一或多種類型的染料以及一或多種類型的顏料。The colorant composition may further contain at least one type of dye and pigment other than the compound of Chemical Formula 1. For example, the colorant composition may include only the compound of Chemical Formula 1, but may also include the compound of Chemical Formula 1 and one or more types of dyes; the compound of Chemical Formula 1 and one or more types of pigments; or the Chemical Formula 1 A compound, one or more types of dyes, and one or more types of pigments.
本說明書的又一實施例提供包含著色劑組成物的樹脂組成物。Yet another embodiment of the present specification provides a resin composition comprising a colorant composition.
根據本說明書的一個實施例,樹脂組成物可包含由化學式1表示的化合物;黏合劑樹脂;多官能單體;光引發劑;以及溶劑。According to an embodiment of the present specification, the resin composition may include a compound represented by Chemical Formula 1; a binder resin; a polyfunctional monomer; a photoinitiator; and a solvent.
黏合劑樹脂不受特定限制,只要其能夠呈現諸如由樹脂組成物製備的膜的強度及可展性的性質便可。The binder resin is not particularly limited as long as it can exhibit properties such as strength and expandability of a film prepared from a resin composition.
作為黏合劑樹脂,可使用提供機械強度的多官能單體與提供鹼溶解性的單體的共聚樹脂,且黏合劑樹脂可進一步包含在此項技術中通常使用的黏合劑。As the binder resin, a copolymer resin which provides a mechanical strength of a polyfunctional monomer and a monomer which provides alkali solubility can be used, and the binder resin can further contain a binder which is generally used in the art.
提供膜的機械強度的多官能單體可為不飽和羧酸酯、芳族乙烯、不飽和醚、不飽和醯亞胺以及酸酐中的任何一或多者。The polyfunctional monomer providing the mechanical strength of the film may be any one or more of an unsaturated carboxylic acid ester, an aromatic ethylene, an unsaturated ether, an unsaturated quinone imine, and an acid anhydride.
不飽和羧酸酯的特定實例可由以下各者構成的族群中選出:(甲基)丙烯酸苯甲酯、(甲基)丙烯酸甲酯、(甲基)丙烯酸乙酯、(甲基)丙烯酸丁酯、(甲基)丙烯酸二甲胺基乙酯、(甲基)丙烯酸異丁酯、(甲基)丙烯酸第三丁酯、(甲基)丙烯酸環己酯、(甲基)丙烯酸異冰片酯、(甲基)丙烯酸乙基己酯、(甲基)丙烯酸2-苯氧基乙酯、(甲基)丙烯酸四氫呋喃酯、(甲基)丙烯酸羥乙酯、(甲基)丙烯酸2-羥丙酯、(甲基)丙烯酸2-羥基-3-氯丙酯、(甲基)丙烯酸4-羥丁酯、(甲基)丙烯酸醯基辛氧基-2-羥丙酯、(甲基)丙烯酸甘油酯、(甲基)丙烯酸2-甲氧基乙酯、(甲基)丙烯酸3-甲氧基丁酯、乙氧基二乙二醇(甲基)丙烯酸酯、甲氧基三乙二醇(甲基)丙烯酸酯、甲氧基三丙二醇(甲基)丙烯酸酯、聚(乙二醇)甲基醚(甲基)丙烯酸酯、苯氧基二乙二醇(甲基)丙烯酸酯、對壬基苯氧基聚乙二醇(甲基)丙烯酸酯、對壬基苯氧基聚丙二醇(甲基)丙烯酸酯、(甲基)丙烯酸縮水甘油酯、(甲基)丙烯酸四氟丙酯、(甲基)丙烯酸1,1,1,3,3,3-六氟異丙酯、(甲基)丙烯酸八氟戊酯、(甲基)丙烯酸十七氟癸酯、三溴苯基(甲基)丙烯酸酯、α-羥基甲基丙烯酸甲酯、α-羥基甲基丙烯酸乙酯、α-羥基甲基丙烯酸丙酯以及α-羥基甲基丙烯酸丁酯,但不限於此。Specific examples of the unsaturated carboxylic acid ester may be selected from the group consisting of benzyl (meth)acrylate, methyl (meth)acrylate, ethyl (meth)acrylate, and butyl (meth)acrylate. , dimethylaminoethyl (meth) acrylate, isobutyl (meth) acrylate, tert-butyl (meth) acrylate, cyclohexyl (meth) acrylate, isobornyl (meth) acrylate, Ethylhexyl (meth)acrylate, 2-phenoxyethyl (meth)acrylate, tetrahydrofuran (meth)acrylate, hydroxyethyl (meth)acrylate, 2-hydroxypropyl (meth)acrylate , 2-hydroxy-3-chloropropyl (meth)acrylate, 4-hydroxybutyl (meth)acrylate, mercaptooxy-2-hydroxypropyl (meth)acrylate, glycerol (meth)acrylate Ester, 2-methoxyethyl (meth)acrylate, 3-methoxybutyl (meth)acrylate, ethoxydiethylene glycol (meth)acrylate, methoxytriethylene glycol ( Methyl) acrylate, methoxytripropylene glycol (meth) acrylate, poly(ethylene glycol) methyl ether (meth) acrylate, phenoxy diethylene glycol (meth) acrylate, ruthenium Phenoxypolyethylene glycol (meth)acrylic acid , p-nonylphenoxy polypropylene glycol (meth) acrylate, glycidyl (meth) acrylate, tetrafluoropropyl (meth) acrylate, 1, 1, 1, 3, 3, 3-hexafluoroisopropyl ester, octafluoropentyl (meth)acrylate, heptafluorodecyl (meth)acrylate, tribromophenyl (meth) acrylate, α-hydroxymethyl methacrylate, α - hydroxyethyl methacrylate, α-hydroxypropyl methacrylate, and α-hydroxy methacrylate butyl ester, but are not limited thereto.
芳族乙烯基單體的特定實例可由以下各者構成的族群中選出:苯乙烯(styrene)、α-甲基苯乙烯(α-methylstyrene)、(鄰、間、對)-乙烯基甲苯((o,m,p)-vinyl toluene)、(鄰、間、對)-甲氧基苯乙烯((o,m,p)-methoxy styrene)以及(鄰、間、對)-氯苯乙烯((o,m,p)-chloro styrene),但不限於此。Specific examples of the aromatic vinyl monomer may be selected from the group consisting of styrene, α-methylstyrene, (o-, m-, p-)-vinyltoluene (( o,m,p)-vinyl toluene), (o, m, p, p-methoxy styrene) and (o, m, p)-chlorostyrene (( o, m, p) - chloro styrene), but is not limited to this.
不飽和醚的特定實例可由以下各者所構成的族群中選出:乙烯基甲醚(vinyl methyl ether)、乙烯基乙醚(vinyl ethyl ether)以及烯丙基縮水甘油醚(allyl glycidyl ether),但不限於此。Specific examples of the unsaturated ether may be selected from the group consisting of vinyl methyl ether, vinyl ethyl ether, and allyl glycidyl ether, but not Limited to this.
不飽和醯亞胺的特定實例可由以下各者構成的族群中選出:N-苯基順丁烯二醯亞胺(N-phenyl maleimide)、N-(4-氯苯基)順丁烯二醯亞胺(N-(4-chlorophenyl) maleimide)、N-(4-羥苯基)順丁烯二醯亞胺(N-(4-hydroxyphenyl) maleimide)以及N-環己基順丁烯二醯亞胺(N-cyclohexyl maleimide),但不限於此。Specific examples of the unsaturated quinone imine may be selected from the group consisting of N-phenyl maleimide, N-(4-chlorophenyl)butylene oxide. N-(4-chlorophenyl) maleimide, N-(4-hydroxyphenyl) maleimide, and N-cyclohexyl-n-butylene N-cyclohexyl maleimide, but is not limited thereto.
酸酐的實例可包含順丁烯二酸酐(maleic anhydride)、甲基順丁烯二酸酐(methyl maleic anhydride)、四氫鄰苯二甲酐(tetrahydrophthalic anhydride)、鄰苯二甲醯亞胺(phthalimide)以及其類似者,但不限於此。Examples of the acid anhydride may include maleic anhydride, methyl maleic anhydride, tetrahydrophthalic anhydride, phthalimide. And similar, but not limited to this.
提供鹼溶解性的單體不受特定限制,只要其包含酸基便可,且使用由以下各者所構成的族群中選出的一或多種類型:例如(甲基)丙烯酸、丁烯酸、伊康酸、順丁烯二酸、反丁烯二酸、單甲基順丁烯二酸、5-降冰片烯-2-羧酸、單-2-((甲基)丙烯醯氧基)乙基鄰苯二甲酸酯、單-2-((甲基)丙烯醯氧基)乙基丁二酸酯以及ω-羧基聚己內酯單(甲基)丙烯酸酯為較佳的,然而,單體不限於此。The monomer which provides alkali solubility is not particularly limited as long as it contains an acid group, and one or more types selected from the group consisting of: (meth)acrylic acid, crotonic acid, and y is used. Kang acid, maleic acid, fumaric acid, monomethyl maleic acid, 5-norbornene-2-carboxylic acid, mono-2-((meth)acryloxy)B Phthalates, mono-2-((meth)acryloxy)ethylsuccinate, and ω-carboxypolycaprolactone mono(meth)acrylate are preferred, however, The monomer is not limited to this.
根據本說明書的一個實施例,黏合劑樹脂可具有50 KOH mg /g至130 KOH mg /g的酸值及1,000至50,000的重量平均分子量。According to an embodiment of the present specification, the binder resin may have an acid value of 50 KOH mg /g to 130 KOH mg / g and a weight average molecular weight of 1,000 to 50,000.
多官能單體為履行藉由光形成光阻相的作用的單體,且特定言之,多官能單體可為由以下各者所構成的族群中選出的一種類型或兩個或多於兩個類型的混合物:丙二醇甲基丙烯酸酯(propylene glycol methacrylate)、二季戊四醇六丙烯酸酯(dipentaerythritol hexaacrylate)、二季戊四醇丙烯酸酯(dipentaerythritol acrylate)、新戊二醇二丙烯酸酯(neopentyl glycol diacrylate)、6-己二醇二丙烯酸酯(6-hexanediol diacrylate)、1,6-己二醇丙烯酸酯(1,6-hexanediol acrylate)、四乙二醇甲基丙烯酸酯(tetraethylene glycol methacrylate)、雙苯氧基乙醇二丙烯酸酯(bisphenoxy ethyl alcohol diacrylate)、參羥乙基異氰脲酸酯三甲基丙烯酸酯(trishydroxyethyl isocyanurate trimethacrylate)、三甲基丙烷三甲基丙烯酸酯(trimethyl propane trimethacrylate)、二苯基季戊四醇六丙烯酸酯(diphenylpentaerythritol hexaacrylate)、季戊四醇三甲基丙烯酸酯(pentaerythritol trimethacrylate)、季戊四醇四甲基丙烯酸酯(pentaerythritol tetramethacrylate)以及二季戊四醇六甲基丙烯酸酯(dipentaerythritol hexamethacrylate)。The polyfunctional monomer is a monomer that fulfills the action of forming a photoresist phase by light, and in particular, the polyfunctional monomer may be one type selected from the group consisting of two or more than two. a mixture of types: propylene glycol methacrylate, dipentaerythritol hexaacrylate, dipentaerythritol acrylate, neopentyl glycol diacrylate, 6- 6-hexanediol diacrylate, 1,6-hexanediol acrylate, tetraethylene glycol methacrylate, bisphenoxyethanol Bisphenoxy ethyl alcohol diacrylate, trishydroxyethyl isocyanurate trimethacrylate, trimethyl propane trimethacrylate, diphenyl pentaerythritol Diphenylpentaerythritol hexaacrylate, pentaerythritol Pentaerythritol trimethacrylate, pentaerythritol tetramethacrylate, and dipentaerythritol hexamethacrylate.
光引發劑不受特定限制,只要其為藉由光產生自由基且促使交聯的引發劑便可,且其實例可包含由以下各者所構成的族群中選出的一或多種類型:苯乙酮類化合物、聯咪唑類化合物、三嗪類化合物以及肟類化合物。The photoinitiator is not particularly limited as long as it is an initiator which generates radicals by light and promotes crosslinking, and examples thereof may include one or more types selected from the group consisting of: phenyl Ketone compounds, biimidazole compounds, triazine compounds, and terpenoids.
苯乙酮類化合物的實例可包含2-羥基-2-甲基-1-苯基丙-1-酮(2-hydroxy-2-methyl-1-phenylpropan-1-one)、1-(4-異丙基苯基)-2-羥基-2-甲基丙-1-酮(1-(4-isopropylphenyl)-2-hydroxy-2- methylpropan-1 -one)、4-(2-羥基乙氧基)-苯基-(2-羥基-2-丙基)酮(4-(2-hydroxyethoxy)-phenyl-(2-hydroxy-2-propyl)ketone)、1-羥基環己基苯基酮(1-hydroxycyclohexylphenyl ketone)、安息香甲醚(benzoin methyl ether)、安息香乙醚(benzoin ethyl ether)、安息香異丁醚(benzoin isobutyl ether)、安息香丁醚(benzoin butyl ether)、2,2-二甲氧基-2-苯基苯乙酮(2,2-dimethoxy-2- phenylacetophenone)、2-甲基-(4-甲硫基)苯基-2-N-嗎啉基-1-丙-1-酮(2-methyl-(4-methylthio)phenyl-2-morpholino-1-propan-1-one)、2-苯甲基-2-二甲胺基-1-(4-(N-嗎啉基)苯基)-丁-1-酮(2-benzyl-2 -dimethylamino-1-(4-morpholinophenyl)-butan-1-one)、2-(4-溴-苯甲基-2-二甲胺基-1-(4-(N-嗎啉基)苯基)-丁-1-酮(2-(4-bromo- benzyl-2-dimethylamino-1-(4-morpholinophenyl)-butan-1-one)、2-甲基-1-[4-(甲硫基)苯基]-2-(N-嗎啉基)丙-1-酮(2-methyl-1-[4- (methylthio)phenyl]-2-morpholinopropan-1-one)或其類似者,但不限於此。Examples of the acetophenone compound may include 2-hydroxy-2-methyl-1-phenylpropan-1-one, 1-(4- Isopropylphenyl)-2-hydroxy-2-methylpropan-1-one (1-(4-isopropylphenyl)-2-hydroxy-2-methylpropan-1 -one), 4-(2-hydroxyethyloxy) 4-(2-hydroxyethoxy)-phenyl-(2-hydroxy-2-propyl)ketone, 1-hydroxycyclohexyl phenyl ketone (1) -hydroxycyclohexylphenyl ketone), benzoin methyl ether, benzoin ethyl ether, benzoin isobutyl ether, benzoin butyl ether, 2,2-dimethoxy- 2-(2-dimethoxy-2-phenylacetophenone), 2-methyl-(4-methylthio)phenyl-2-N-morpholinyl-1-propan-1-one ( 2-methyl-(4-methylthio)phenyl-2-morpholino-1-propan-1-one), 2-benzyl-2-dimethylamino-1-(4-(N-morpholinyl)benzene 2-benzyl-2-dimethylamino-1-(4-morpholinophenyl)-butan-1-one, 2-(4-bromo-benzyl-2-dimethylamino)- 1-(4-(N-morpholinyl)phenyl)-butan-1-one (2-(4-br) Omo- benzyl-2-dimethylamino-1-(4-morpholinophenyl)-butan-1-one), 2-methyl-1-[4-(methylthio)phenyl]-2-(N-morpholinyl) , but not limited to, 2-methyl-1-[4-(methylthio)phenyl]-2-morpholinopropan-1-one) or the like.
聯咪唑類化合物的實例可包含2,2-雙(2-氯苯基)-4,4',5,5'-四苯基聯咪唑(2,2-bis(2-chlorophenyl)-4,4',5,5'- tetraphenyl biimidazole)、2,2'-雙(o-氯苯基)-4,4',5,5'-肆(3,4,5-三甲氧基苯基)-1,2'-聯咪唑(2,2'-bis(o-chlorophenyl)-4,4',5,5'-tetrakis (3,4,5-trimethoxyphenyl)-1,2'-biimidazole)、2,2'-雙(2,3-二氯苯基)-4,4',5,5'-四苯基聯咪唑(2,2'-bis(2,3-dichlorophenyl)-4,4',5,5' -tetraphenyl biimidazole)、2,2'-雙(o-氯苯基)-4,4,5,5'-四苯基-1,2'-聯咪唑(2,2'-bis(o-chlorophenyl)-4,4,5,5'-tetraphenyl-1,2'- biimidazole)以及其類似者,但不限於此。Examples of the biimidazole compound may include 2,2-bis(2-chlorophenyl)-4,4',5,5'-tetraphenylbiimidazole (2,2-bis(2-chlorophenyl)-4, 4',5,5'-tetraphenyl biimidazole), 2,2'-bis(o-chlorophenyl)-4,4',5,5'-fluorene (3,4,5-trimethoxyphenyl) -1,2'-oimidine (2,2'-bis(o-chlorophenyl)-4,4',5,5'-tetrakis (3,4,5-trimethoxyphenyl)-1,2'-biimidazole), 2,2'-bis(2,3-dichlorophenyl)-4,4',5,5'-tetraphenylbiimidazole (2,2'-bis(2,3-dichlorophenyl)-4,4 ',5,5'-tetraphenyl biimidazole), 2,2'-bis(o-chlorophenyl)-4,4,5,5'-tetraphenyl-1,2'-biimidazole (2,2' -bis(o-chlorophenyl)-4,4,5,5'-tetraphenyl-1,2'-biimidazole) and the like, but are not limited thereto.
三嗪類化合物的實例可包含3-{4-[2,4-雙(三氯甲基)-s-三嗪-6-基]苯硫基}丙酸(3-{4-[2,4-bis(trichloromethyl)-s-triazin-6- yl]phenylthio}propionic acid)、1,1,1,3,3,3-六氟異丙基-3-{4-[2,4-雙(三氯甲基)-s-三嗪-6-基]苯硫基}丙酸酯(1,1,1,3,3,3- hexafluoroisopropyl-3-{4-[2,4-bis(trichloromethyl)-s-triazin-6-yl]phenylthio}propionate)、乙基-2-{4-[2,4-雙(三氯甲基)-s-三嗪-6-基]苯硫基}乙酸酯(ethyl-2-{4-[2,4-bis(trichloromethyl)-s-triazin -6-yl]phenylthio}acetate)、2-環氧乙基-2-{4-[2,4-雙(三氯甲基)-s-三嗪-6-基]苯硫基}乙酸酯(2-epoxyethyl-2-{4-[2,4-bis (trichloromethyl)-s-triazin-6-yl]phenylthio}acetate)、環己基-2-{4-[2,4-雙(三氯甲基)-s-三嗪-6-基]苯硫基}乙酸酯(cyclohexyl -2-{4-[2,4-bis(trichloromethyl)-s-triazin-6-yl]phenylthio}acetate)、苯甲基-2-{4-[2,4-雙(三氯甲基)-s-三嗪-6-基]苯硫基}乙酸酯(benzyl-2-{4-2,4-bis(trichloromethyl)-s-triazin-6-yl]phenylthio}acetate)、3-{氯-4-[2,4-雙(三氯甲基)-s-三嗪-6-基]苯硫基}丙酸(3- {chloro-4-[2,4-bis(trichloromethyl)-s-triazin-6-yl]phenylthio}propionic acid)、3-{4-[2,4-雙(三氯甲基)-s-三嗪-6-基]苯硫基}丙醯胺(3-{4-[2,4-bis(trichloromethyl)-s-triazin-6-yl]phenylthio}propionamide)、2,4-雙(三氯甲基)-6-對甲氧基苯乙烯基-s-三嗪(2,4-bis (trichloromethyl)-6-p-methoxystyryl-s-triazine)、2,4-雙(三氯甲基)-6-(1-對二甲基胺基苯基)-1,3,-丁二烯基-s-三嗪(2,4-bis (trichloromethyl)-6-(1-p-dimethylaminophenyl)-1,3,-butadienyl-s-triazine)、2-三氯甲基-4-胺基-6-對甲氧基苯乙烯基-s-三嗪(2- trichloromethyl-4-amino-6-p-methoxystyryl-s-triazine)以及其類似者,但不限於此。Examples of the triazine compound may include 3-{4-[2,4-bis(trichloromethyl)-s-triazin-6-yl]phenylthio}propionic acid (3-{4-[2, 4-bis(trichloromethyl)-s-triazin-6-yl]phenylthio}propionic acid), 1,1,1,3,3,3-hexafluoroisopropyl-3-{4-[2,4-double (trichloromethyl)-s-triazin-6-yl]phenylthio}propionate (1,1,1,3,3,3-hexafluoroisopropyl-3-{4-[2,4-bis( Trichloromethyl)-s-triazin-6-yl]phenylthio}propionate), ethyl-2-{4-[2,4-bis(trichloromethyl)-s-triazin-6-yl]phenylthio} Acetate (ethyl-2-{4-[2,4-bis(trichloromethyl)-s-triazin -6-yl]phenylthio}acetate), 2-epoxyethyl-2-{4-[2,4 -Bis(trichloromethyl)-s-triazin-6-yl]phenylthio}acetate (2-epoxyethyl-2-{4-[2,4-bis (trichloromethyl)-s-triazin-6 -yl]phenylthio}acetate), cyclohexyl-2-{4-[2,4-bis(trichloromethyl)-s-triazin-6-yl]phenylthio}acetate (cyclohexyl -2- {4-[2,4-bis(trichloromethyl)-s-triazin-6-yl]phenylthio}acetate), benzyl-2-{4-[2,4-bis(trichloromethyl)-s- Tribenzyl-2-{4-2,4-bis(trichloromethyl)-s-triazin-6-yl]phenylthio}acetate), 3-{ -4-[2,4-bis(trichloromethyl)-s-triazin-6-yl]phenylthio}propionic acid (3- {chloro-4-[2,4-bis(trichloromethyl)-s -triazin-6-yl]phenylthio}propionic acid), 3-{4-[2,4-bis(trichloromethyl)-s-triazin-6-yl]phenylthio}propanamine (3- {4-[2,4-bis(trichloromethyl)-s-triazin-6-yl]phenylthio}propionamide), 2,4-bis(trichloromethyl)-6-p-methoxystyryl-s- Triazine (2,4-bis (trichloromethyl)-6-p-methoxystyryl-s-triazine), 2,4-bis(trichloromethyl)-6-(1-p-dimethylaminophenyl)- 1,3,-butadienyl-s-triazine (2,4-bis (trichloromethyl)-6-(1-p-dimethylaminophenyl)-1,3,-butadienyl-s-triazine), 2-trichloro Methyl-4-amino-6-p-methoxystyryl-s-triazine and the like, but not limited thereto .
肟類化合物的實例可包含1,2-辛二酮-1-(4-苯硫基)苯基-2-(o-苯醯肟)(1,2-octadione-1-(4-phenylthio)phenyl-2-(o- benxoyloxime)(Ciba-Geigy,CGI 124)、乙酮-1-(9-乙基)-6-(2-甲基苯甲醯基-3-基)-1-(o-乙醯肟)(ethanone-1-(9-ethyl)-6-(2- methylbenzoyl-3-yl)-1-(o-acetyloxime))(CGI 242)、N-1919(Adeka公司)以及其類似者,但不限於此。An example of a quinone compound may include 1,2-octanedione-1-(4-phenylthio)phenyl-2-(o-benzoquinone) (1,2-octadione-1-(4-phenylthio) Phenyl-2-(o-benxoyloxime) (Ciba-Geigy, CGI 124), ethyl ketone-1-(9-ethyl)-6-(2-methylbenzimid-3-yl)-1-( (e-one) (ethanone-1-(9-ethyl)-6-(2-methylbenzoyl-3-yl)-1-(o-acetyloxime)) (CGI 242), N-1919 (Adeka) and It is similar, but not limited to this.
溶劑可為由以下各者所構成的族群中選出的一或多種類型:丙酮、甲基乙基酮、甲基異丁基酮、甲基賽路蘇(methyl cellosolve)、乙基賽路蘇、四氫呋喃、1,4-二噁烷、乙二醇二甲醚、乙二醇二乙醚、丙二醇二甲醚、丙二醇二乙醚、二乙二醇二甲醚、二乙二醇二乙醚、二乙二醇甲基乙醚、氯仿、二氯甲烷、1,2-二氯乙烷、1,1,1-三氯乙烷、1,1,2-三氯乙烷、1,1,2-三氯乙烯、己烷、庚烷、辛烷、環己烷、苯、甲苯、二甲苯、甲醇、乙醇、異丙醇、丙醇、丁醇、第三丁醇、2-乙氧基丙醇、2-甲氧基丙醇、3-甲氧基丁醇、環己酮、環戊酮、丙二醇甲醚乙酸酯、丙二醇乙醚乙酸酯、乙酸3-甲氧基丁酯、3-乙氧基丙酸乙酯、乙基乙二醇乙酸乙醚、甲基乙二醇乙酸乙醚、乙酸丁酯、丙二醇單甲醚以及二丙二醇單甲醚,但不限於此。The solvent may be one or more selected from the group consisting of acetone, methyl ethyl ketone, methyl isobutyl ketone, methyl cellosolve, ethyl sirolius, Tetrahydrofuran, 1,4-dioxane, ethylene glycol dimethyl ether, ethylene glycol diethyl ether, propylene glycol dimethyl ether, propylene glycol diethyl ether, diethylene glycol dimethyl ether, diethylene glycol diethyl ether, diethylene Alcohol methyl ether, chloroform, dichloromethane, 1,2-dichloroethane, 1,1,1-trichloroethane, 1,1,2-trichloroethane, 1,1,2-trichloro Ethylene, hexane, heptane, octane, cyclohexane, benzene, toluene, xylene, methanol, ethanol, isopropanol, propanol, butanol, tert-butanol, 2-ethoxypropanol, 2 - methoxypropanol, 3-methoxybutanol, cyclohexanone, cyclopentanone, propylene glycol methyl ether acetate, propylene glycol diethyl ether acetate, 3-methoxybutyl acetate, 3-ethoxyl Ethyl propionate, ethyl glycol acetate ethyl ether, methyl glycol acetate ethyl ether, butyl acetate, propylene glycol monomethyl ether, and dipropylene glycol monomethyl ether are not limited thereto.
根據本說明書的一個實施例,按樹脂組成物中固體的總重量計,由化學式1表示的化合物的含量為自5重量%至60重量%;黏合劑樹脂的含量為自1重量%至60重量%;光引發劑的含量為自0.1重量%至20重量%;以及多官能單體的含量為自0.1重量%至50重量%。According to an embodiment of the present specification, the content of the compound represented by Chemical Formula 1 is from 5% by weight to 60% by weight based on the total weight of the solids in the resin composition; the content of the binder resin is from 1% by weight to 60% by weight The content of the photoinitiator is from 0.1% by weight to 20% by weight; and the content of the polyfunctional monomer is from 0.1% by weight to 50% by weight.
固體的總重量意謂樹脂組成物中除溶劑以外的成分的總重量的總和。可使用在此項技術中所使用的一般分析方法(諸如液相層析法或氣相層析法)來量測基於固體及每一成分的固體的標準重量%。The total weight of the solid means the sum of the total weights of the components other than the solvent in the resin composition. The standard weight percent of solids and solids per component can be measured using general analytical methods used in the art, such as liquid chromatography or gas chromatography.
根據本說明書的一個實施例,樹脂組成物可進一步包含抗氧化劑。According to an embodiment of the present specification, the resin composition may further comprise an antioxidant.
根據本說明書的一個實施例,按樹脂組成物中固體的總重量計,抗氧化劑的含量為自0.1重量%至20重量%。According to an embodiment of the present specification, the antioxidant is contained in an amount of from 0.1% by weight to 20% by weight based on the total mass of the solids in the resin composition.
根據本說明書的一個實施例,樹脂組成物可進一步包含由以下各者所構成的族群中選出的一種類型、兩種或多於兩種類型的添加劑:光交聯敏化劑、固化促進劑、黏附促進劑、界面活性劑、熱聚合抑制劑、紫外線吸附劑、分散劑以及調平劑。According to an embodiment of the present specification, the resin composition may further comprise one type, two or more types of additives selected from the group consisting of: a photocrosslinking sensitizer, a curing accelerator, Adhesion promoters, surfactants, thermal polymerization inhibitors, UV absorbers, dispersants, and leveling agents.
根據本說明書的一個實施例,按樹脂組成物中固體的總重量計,添加劑的含量為自0.1重量%至20重量%。According to an embodiment of the present specification, the content of the additive is from 0.1% by weight to 20% by weight based on the total weight of the solids in the resin composition.
作為光交聯敏化劑,可使用由以下各者所構成的族群中選出的一或多種類型:二苯甲酮類化合物,諸如二苯甲酮、4,4-雙(二甲胺基)二苯甲酮、4,4-雙(二乙胺基)二苯甲酮、2,4,6-三甲胺基二苯甲酮、甲基-o-苯甲醯基苯甲酸酯、3,3-二甲基-4-甲氧基二苯甲酮以及3,3,4,4-四(第三丁基過氧羰基)二苯甲酮;茀酮類化合物,諸如9-茀酮、2-氯-9-茀酮以及2-甲基-9-茀酮;噻噸酮類化合物,諸如噻噸酮、2,4-二乙基噻噸酮、2-氯噻噸酮、1-氯-4-丙氧基噻噸酮、異丙基噻噸酮以及二異丙基噻噸酮;噸酮類化合物,諸如噸酮以及2-甲基噸酮;蒽醌類化合物,諸如蒽醌、2-甲基蒽醌、2-乙基蒽醌、第三丁基蒽醌以及2,6-二氯-9,10-蒽醌;吖啶類化合物,諸如9-苯基吖啶、1,7-雙(9-吖啶基)庚烷、1,5-雙(9-吖啶基戊烷)以及1,3-雙(9-吖啶基)丙烷;二羰基化合物,諸如苯甲基、1,7,7-三甲基-雙環[2,2,1]庚烷-2,3-二酮以及9,10-菲醌;膦氧化物類化合物,諸如2,4,6-三甲基苯甲醯基二苯基膦氧化物以及雙(2,6-二甲氧基苯甲醯基)-2,4,4-三甲基戊基膦氧化物;苯甲酸酯類化合物,諸如甲基-4-(二甲胺基)苯甲酸酯、乙基-4-(二甲胺基)苯甲酸酯以及2-正丁氧基乙基-4-(二甲胺基)苯甲酸酯;胺基增效劑,諸如2,5-雙(4-二乙胺基苯甲醛)環戊酮、2,6-雙(4-二乙胺基苯甲醛)環己酮以及2,6-雙(4-二乙胺基苯甲醛)-4-甲基-環戊酮;香豆素類化合物,諸如3,3-羰基乙烯基-7-(二乙胺基)香豆素、3-(2-苯并噻唑基)-7-(二乙胺基)香豆素、3-苯甲醯基-7-(二乙胺基)香豆素、3-苯甲醯基-7-甲氧基-香豆素以及10,10-羰基雙[1,1,7,7-四甲基-2,3,6,7-四氫-1H,5H,11H-C1]-苯并哌喃並[6,7,8-ij]-喹嗪-11-酮;查耳酮化合物,諸如4-二乙胺基查耳酮以及4-疊氮苯亞甲基苯乙酮;2-苯甲醯基亞甲基以及3-甲基-b-萘并噻唑啉。As the photocrosslinking sensitizer, one or more types selected from the group consisting of benzophenones such as benzophenone and 4,4-bis(dimethylamino) can be used. Benzophenone, 4,4-bis(diethylamino)benzophenone, 2,4,6-trimethylaminobenzophenone, methyl-o-benzimidylbenzoate, 3 , 3-dimethyl-4-methoxybenzophenone and 3,3,4,4-tetra(t-butylperoxycarbonyl)benzophenone; anthrone-based compounds such as 9-fluorenone , 2-chloro-9-fluorenone and 2-methyl-9-fluorenone; thioxanthone compounds such as thioxanthone, 2,4-diethylthioxanthone, 2-chlorothioxanthone, 1 -Chloro-4-propoxythioxanthone, isopropylthioxanthone and diisopropylthioxanthone; tons of ketones such as ketones and 2-methyltonone; terpenoids such as hydrazine Anthraquinone, 2-methylindole, 2-ethylhydrazine, tert-butylhydrazine, and 2,6-dichloro-9,10-indole; acridine compounds such as 9-phenyl acridine, 1,7-bis(9-acridinyl)heptane, 1,5-bis(9-acridinylpentane), and 1,3-bis(9-acridinyl)propane; dicarbonyl compound such as benzene Methyl, 1,7,7-trimethyl-bicyclo[2,2, 1] heptane-2,3-dione and 9,10-phenanthrenequinone; phosphine oxide compounds such as 2,4,6-trimethylbenzimidyldiphenylphosphine oxide and double (2, 6-dimethoxybenzylidene)-2,4,4-trimethylpentylphosphine oxide; a benzoate compound such as methyl-4-(dimethylamino)benzoate, Ethyl-4-(dimethylamino)benzoate and 2-n-butoxyethyl-4-(dimethylamino)benzoate; amine synergists such as 2,5-double (4-diethylaminobenzaldehyde)cyclopentanone, 2,6-bis(4-diethylaminobenzaldehyde)cyclohexanone and 2,6-bis(4-diethylaminobenzaldehyde)-4 -methyl-cyclopentanone; coumarins such as 3,3-carbonylvinyl-7-(diethylamino)coumarin, 3-(2-benzothiazolyl)-7- (two Ethyl) coumarin, 3-benzylidene-7-(diethylamino)coumarin, 3-benzylidene-7-methoxy-coumarin and 10,10-carbonyl double [1,1,7,7-tetramethyl-2,3,6,7-tetrahydro-1H,5H,11H-C1]-benzopyrano[6,7,8-ij]-quinolizine -11-ketone; chalcone compounds such as 4-diethyl benzylchalcone and 4-azidobenzylidene acetophenone; 2-benzylidene methylene and 3-methyl-b- Naphthacene thiazoline.
固化促進劑用於增強固化及機械強度,且特定言之,可使用由以下各者所構成的族群中選出的一或多種類型:2-巰基苯并咪唑、2-巰基苯并噻唑、2-巰基苯并噁唑、2,5-二巰基-1,3,4-噻二唑、2-巰基-4,6-二甲胺基吡啶、季戊四醇-肆(3-巰基丙酸酯)、季戊四醇-參(3-巰基丙酸酯)、季戊四醇-肆(2-巰基乙酸酯)、季戊四醇-參(2-巰基乙酸酯)、三羥甲基丙烷-參(2-巰基乙酸酯)以及三羥甲基丙烷-參(3-巰基丙酸酯)。The curing accelerator is used to enhance curing and mechanical strength, and in particular, one or more types selected from the group consisting of 2-mercaptobenzimidazole, 2-mercaptobenzothiazole, 2- Mercaptobenzoxazole, 2,5-dimercapto-1,3,4-thiadiazole, 2-mercapto-4,6-dimethylaminopyridine, pentaerythritol-indole (3-mercaptopropionate), pentaerythritol - ginseng (3-mercaptopropionate), pentaerythritol-indole (2-mercaptoacetate), pentaerythritol-gin (2-mercaptoacetate), trimethylolpropane-gin (2-mercaptoacetate) And trimethylolpropane-gin (3-mercaptopropionate).
作為本說明書中所用的黏附促進劑,可選擇及使用一或多種類型的甲基丙烯醯基矽烷耦合劑,諸如甲基丙烯醯氧基丙基三甲氧基矽烷、甲基丙烯醯氧基丙基二甲氧基矽烷、甲基丙烯醯氧基丙基三乙氧基矽烷以及甲基丙烯醯氧基丙基二甲氧基矽烷;且作為烷基三甲氧基矽烷,可選擇及使用一或多種類型的辛基三甲氧基矽烷、十二烷基三甲氧基矽烷、十八烷基三甲氧基矽烷以及其類似者。As the adhesion promoter used in the present specification, one or more types of methacryl decyl decane coupling agents such as methacryloxypropyltrimethoxydecane and methacryloxypropyl propyl can be selected and used. Dimethoxydecane, methacryloxypropyltriethoxydecane, and methacryloxypropyldimethoxydecane; and as alkyltrimethoxydecane, one or more may be selected and used Types of octyltrimethoxydecane, dodecyltrimethoxydecane, octadecyltrimethoxydecane, and the like.
界面活性劑為矽酮類界面活性劑或氟類界面活性劑,且矽酮類界面活性劑的特定實例可包含由德國畢克化學公司(BYK-Chemie)製造的BYK-077、BYK-085、BYK-300、BYK-301、BYK-302、BYK-306、BYK-307、BYK-310、BYK-320、BYK-322、BYK-323、BYK-325、BYK-330、BYK-331、BYK-333、BYK-335、BYK-341v344、BYK-345v346、BYK-348、BYK-354、BYK-355、BYK-356、BYK-358、BYK-361、BYK-370、BYK-371、BYK-375、BYK-380、BYK-390以及其類似者;且氟類界面活性劑的實例可包含由大日本油墨化學工業(DaiNippon Ink&Chemicals,DIC)製造的F-114、F-177、F-410、F-411、F-450、F-493、F-494、F-443、F-444、F-445、F-446、F-470、F-471、F-472SF、F-474、F-475、F-477、F-478、F-479、F-480SF、F-482、F-483、F-484、F-486、F-487、F-172D、MCF-350SF、TF-1025SF、TF-1117SF、TF-1026SF、TF-1128、TF-1127、TF-1129、TF-1126、TF-1130、TF-1116SF、TF-1131、TF1132、TF1027SF、TF-1441、TF-1442以及其類似者,然而,界面活性劑不限於此。The surfactant is an anthrone-based surfactant or a fluorine-based surfactant, and a specific example of the anthrone-based surfactant may include BYK-077, BYK-085, manufactured by BYK-Chemie, Germany. BYK-300, BYK-301, BYK-302, BYK-306, BYK-307, BYK-310, BYK-320, BYK-322, BYK-323, BYK-325, BYK-330, BYK-331, BYK- 333, BYK-335, BYK-341v344, BYK-345v346, BYK-348, BYK-354, BYK-355, BYK-356, BYK-358, BYK-361, BYK-370, BYK-371, BYK-375, BYK-380, BYK-390, and the like; and examples of the fluorine-based surfactant may include F-114, F-177, F-410, F- manufactured by Dai Nippon Ink & Chemicals (DIC). 411, F-450, F-493, F-494, F-443, F-444, F-445, F-446, F-470, F-471, F-472SF, F-474, F-475, F-477, F-478, F-479, F-480SF, F-482, F-483, F-484, F-486, F-487, F-172D, MCF-350SF, TF-1025SF, TF- 1117SF, TF-1026SF, TF-1128, TF-1127, TF-1129, TF-1126, TF-1130, TF-1116SF, TF-1131, TF1132, TF1027SF, TF-1441, TF-1442, and the like, Of course , Surfactant is not limited thereto.
抗氧化劑可包含由以下各者所構成的族群中選出的一或多種類型:受阻酚抗氧化劑、胺類抗氧化劑、硫基類抗氧化劑以及膦類抗氧化劑,但不限於此。The antioxidant may include one or more types selected from the group consisting of hindered phenol antioxidants, amine antioxidants, sulfur-based antioxidants, and phosphine antioxidants, but is not limited thereto.
抗氧化劑的特定實例可包含磷酸類熱穩定劑,諸如磷酸、磷酸三甲酯或磷酸三乙酯;受阻酚類一級抗氧化劑,諸如2,6-二-第三丁基-對甲酚、十八烷基-3-(4-羥基-3,5-二-第三丁基苯基)丙酸酯、四雙[亞甲基-3-(3,5-二-第三丁基-4-羥苯基)丙酸酯]甲烷、1,3,5-三甲基-2,4,6-參(3,5-二-第三丁基-4-羥基苯甲基)苯、3,5-二-第三丁基-4-羥基苯甲基亞磷酸二乙酯、2,2-硫基雙(4-甲基-6-第三丁基苯酚)、2,6-二-第三丁基苯酚、4,4'-亞丁基-雙(3-甲基-6-第三丁基苯酚)、4,4'-硫基雙(3-甲基-6-第三丁基苯酚)或雙[3,3-雙-(4'-羥基-3'-第三丁基苯基)丁酸]二醇酯;胺類二級抗氧化劑,諸如苯基-α-萘胺、苯基-β-萘胺、N,N'-二苯基-對苯二胺或N,N'-二-β-萘基-對苯二胺;硫基類二級抗氧化劑,諸如二月桂基二硫化物、二月桂基硫基丙酸酯、二硬脂基硫基丙酸酯、巰基苯并噻唑或硫蘭四雙[亞甲基-3-(月桂基硫基)丙酸酯]甲烷;或亞磷酸酯類二級抗氧化劑,諸如亞磷酸三苯酯、參(壬基苯基)亞磷酸酯、三異癸基亞磷酸酯、雙(2,4-二丁基苯基)季戊四醇二磷酸酯或(1,1'-聯二苯)-4,4'-二基雙亞磷酸肆[2,4-雙(1,1-二甲基乙基)苯基]酯。Specific examples of the antioxidant may include a phosphoric acid-based heat stabilizer such as phosphoric acid, trimethyl phosphate or triethyl phosphate; a hindered phenol-based primary antioxidant such as 2,6-di-t-butyl-p-cresol, ten Octa-3-(4-hydroxy-3,5-di-t-butylphenyl)propionate, tetra-bis[methylene-3-(3,5-di-t-butyl-4) -hydroxyphenyl)propionate]methane, 1,3,5-trimethyl-2,4,6-glucosin (3,5-di-t-butyl-4-hydroxybenzyl)benzene, 3 , diethyl di-t-butyl-4-hydroxybenzyl phosphite, 2,2-thiobis(4-methyl-6-tert-butylphenol), 2,6-di- Third butyl phenol, 4,4'-butylene-bis(3-methyl-6-tert-butylphenol), 4,4'-thiobis(3-methyl-6-t-butyl Phenol) or bis[3,3-bis-(4'-hydroxy-3'-t-butylphenyl)butyrate]diol; amine secondary antioxidant, such as phenyl-α-naphthylamine, Phenyl-β-naphthylamine, N,N'-diphenyl-p-phenylenediamine or N,N'-di-β-naphthyl-p-phenylenediamine; sulfur-based secondary antioxidants such as dilaurin Disulfide, dilaurylthiopropionate, distearylthiopropionate, mercaptobenzothiazole or thioblue tetrakis [methylene-3-(laurel) a thiol)propionate methane; or a phosphite secondary antioxidant such as triphenyl phosphite, decylphenyl phosphite, triisodecyl phosphite, bis (2, 4-Dibutylphenyl)pentaerythritol diphosphate or (1,1'-biphenyl)-4,4'-diylbisphosphite[2,4-bis(1,1-dimethylethyl) Phenyl) ester.
作為紫外線吸附劑,可使用2-(3-第三丁基-5-甲基-2-羥苯基)-5-氯-苯并三唑、烷氧基二苯甲酮以及其類似者,然而,均可使用在此項技術中通常所使用的彼等者而不限於此。As the ultraviolet absorbing agent, 2-(3-tert-butyl-5-methyl-2-hydroxyphenyl)-5-chloro-benzotriazole, alkoxybenzophenone, and the like can be used. However, those generally used in the art can be used without being limited thereto.
熱聚合抑制劑可包含由以下各者所構成的族群中選出的一或多種類型:對苯甲醚、對苯二酚、鄰苯二酚、第三丁基兒茶酚、N-亞硝基苯基羥胺銨鹽、N-亞硝基苯基羥胺鋁鹽、對甲氧基苯酚、二第三丁基-對甲酚、連苯三酚、苯醌、4,4-硫基雙(3-甲基-6-第三丁基苯酚)、2,2-亞甲基雙(4-甲基-6-第三丁基苯酚)、2-巰基咪唑以及啡噻嗪,但不限於此,且可包含此項技術中通常已知的彼等者。The thermal polymerization inhibitor may comprise one or more types selected from the group consisting of: para-anisole, hydroquinone, catechol, tert-butylcatechol, N-nitroso Phenylhydroxylamine ammonium salt, N-nitrosophenylhydroxylamine aluminum salt, p-methoxyphenol, di-tert-butyl-p-cresol, pyrogallol, benzoquinone, 4,4-sulfanyl double (3 -methyl-6-tert-butylphenol), 2,2-methylenebis(4-methyl-6-tert-butylphenol), 2-mercaptoimidazole, and phenothiazine, but are not limited thereto. And may include those generally known in the art.
可按以預先表面處理顏料之形式添加至顏料中或添加在顏料外部的方式使用分散劑。作為分散劑,可使用化合物類型、非離子、陰離子或陽離子分散劑,且可包含氟類、酯類、陽離子類、陰離子類、非離子類、兩性界面活性劑以及其類似者。此等者可單獨使用或作為兩種或多於兩種類型的組合使用。The dispersing agent can be used in such a manner that it is added to the pigment in the form of a pre-surface-treated pigment or added to the outside of the pigment. As the dispersing agent, a compound type, a nonionic, an anionic or cationic dispersing agent may be used, and may contain a fluorine type, an ester type, a cationic type, an anionic type, a nonionic type, an amphoteric surfactant, and the like. These may be used alone or in combination of two or more types.
特定言之,分散劑可為由以下各者所構成的族群中選出的一或多種類型:聚伸烷二醇(polyalkylene glycol)及其酯、聚氧伸烷基多元醇(polyoxyalkylene polyalcohol)、酯環氧烷加成物(ester alkylene oxide adduct)、醇環氧烷加成物(alcohol alkylene oxide adduct)、磺酸酯(sulfonic acid ester)、磺酸鹽(sulfonic acid salt)、羧酸酯(carboxylic acid ester)、羧酸鹽(carboxylic acid salt)、烷基醯胺環氧烷加成物(alkylamide alkylene oxide adduct)以及烷基胺(alkylamine),但不限於此。Specifically, the dispersing agent may be one or more types selected from the group consisting of polyalkylene glycol and its esters, polyoxyalkylene polyalcohol, esters. Ester alkylene oxide adduct, alcohol alkylene oxide adduct, sulfonic acid ester, sulfonic acid salt, carboxylic acid ester Acid ester), carboxylic acid salt, alkylamide alkylene oxide adduct, and alkylamine, but are not limited thereto.
調平劑可為聚合或非聚合的。聚合調平劑的特定實例可包含聚乙亞胺(polyethyleneimine)、聚醯胺胺(polyamideamine)以及胺與環氧化物的反應產物,且非聚合調平劑的特定實例可包含含硫非聚合物化合物及含氮非聚合物化合物,但不限於此,且在此項技術中通常使用的彼等者均可被使用。The leveling agent can be polymeric or non-polymeric. Specific examples of the polymerization leveling agent may include polyethyleneimine, polyamideamine, and a reaction product of an amine and an epoxide, and specific examples of the non-polymerization leveling agent may include a sulfur-containing non-polymer. The compound and the nitrogen-containing non-polymer compound are, but are not limited to, and those generally used in the art can be used.
本說明書的一個實施例提供藉由樹脂組成物製備的感光性材料。One embodiment of the present specification provides a photosensitive material prepared by a resin composition.
更特定言之,呈薄膜或圖案形式的感光性材料是藉由使用恰當方法將本說明書的樹脂組成物塗佈在基板上而形成。More specifically, the photosensitive material in the form of a film or a pattern is formed by coating the resin composition of the present specification on a substrate by an appropriate method.
塗佈方法不受特定限制,且可使用噴塗方法、滾塗方法、旋塗方法以及其類似者,且一般而言,廣泛地使用旋塗方法。另外,在形成所塗佈膜之後,可視需要在真空下移除一些剩餘溶劑。The coating method is not particularly limited, and a spray coating method, a roll coating method, a spin coating method, and the like can be used, and in general, a spin coating method is widely used. Additionally, after forming the coated film, some of the remaining solvent may be removed under vacuum as needed.
用於固化根據本說明書的樹脂組成物的光源的實例包含釋放250 nm至450 nm波長的光的汞蒸氣弧、碳弧、氙弧以及其類似者,但不限於此。Examples of the light source for curing the resin composition according to the present specification include a mercury vapor arc, a carbon arc, a xenon arc, and the like which emit light of a wavelength of 250 nm to 450 nm, but are not limited thereto.
根據本說明書的樹脂組成物可使用於用來製造薄膜電晶體液晶顯示器(thin film transistor liquid crystal display,TFT LCD)彩色濾光片的顏料分散類型的感光性材料、用於形成薄膜電晶體液晶顯示器(TFT LCD)或有機發光二極體的黑色基質的感光性材料、用於形成外塗層的感光性材料、管柱狀間隔物感光性材料、可光固化油漆、可光固化油墨、可光固化黏合劑、印刷板、用於印刷佈線板的感光性材料、用於電漿顯示面板的感光性材料以及其類似者中,且其使用不受特定限制。The resin composition according to the present specification can be used for a pigment dispersion type photosensitive material for producing a thin film transistor liquid crystal display (TFT LCD) color filter, for forming a thin film transistor liquid crystal display. (TFT LCD) or a photosensitive material of a black matrix of an organic light emitting diode, a photosensitive material for forming an overcoat layer, a columnar spacer photosensitive material, a photocurable paint, a photocurable ink, and a light A curing adhesive, a printing plate, a photosensitive material for a printed wiring board, a photosensitive material for a plasma display panel, and the like are used, and the use thereof is not particularly limited.
本說明書的一個實施例提供包含所述感光性材料的彩色濾光片。One embodiment of the present specification provides a color filter comprising the photosensitive material.
可使用包含由化學式1表示的化合物的樹脂組成物製造彩色濾光片。可藉由藉由將樹脂組成物塗覆於基板上形成塗膜,且曝光、顯影以及固化所述塗膜而形成彩色濾光片。A color filter can be produced using a resin composition containing the compound represented by Chemical Formula 1. The color filter can be formed by applying a resin composition onto a substrate to form a coating film, and exposing, developing, and curing the coating film.
根據本說明書的一個實施例的樹脂組成物具有極佳抗熱性且在熱處理情況下經歷小色彩變化,且因此,甚至在製造彩色濾光片時具有固化製程的情況下,可提供具有高色彩再現範圍及高亮度範圍以及對比度範圍的彩色濾光片。The resin composition according to one embodiment of the present specification has excellent heat resistance and undergoes a small color change in the case of heat treatment, and thus, can provide high color reproduction even in the case of having a curing process when manufacturing a color filter Color filters with range and high brightness range and contrast range.
基板可為玻璃板、矽晶圓以及由諸如聚醚碸(polyethersulfone,PES)及聚碳酸酯(polycarbonate,PC)的塑膠基板組成的板,且其類型不受特定限制。The substrate may be a glass plate, a tantalum wafer, and a plate composed of a plastic substrate such as polyethersulfone (PES) and polycarbonate (PC), and the type thereof is not particularly limited.
彩色濾光片可包含紅色圖案、綠色圖案、藍色圖案以及黑色基質。The color filter may include a red pattern, a green pattern, a blue pattern, and a black matrix.
根據另一實施例,彩色濾光片可進一步包含外塗層。According to another embodiment, the color filter may further comprise an outer coating.
為了增強對比度,被稱作黑色基質的柵格黑色圖案可安置於彩色濾光片的色彩像素之間。鉻可被用作黑色基質的材料。在此狀況下,可使用將鉻沈積於整個玻璃基板上且藉由蝕刻處理形成圖案的方法。然而,考慮到高處理花費、鉻的高反射性、由鉻廢液引起的環境污染,可使用能夠微機械加工的顏料分散方法的樹脂黑色基質。To enhance contrast, a grid black pattern called a black matrix can be placed between the color pixels of the color filter. Chromium can be used as a material for the black matrix. In this case, a method of depositing chromium on the entire glass substrate and patterning by etching treatment may be used. However, in view of high processing cost, high reflectivity of chromium, and environmental pollution caused by chromium waste liquid, a resin black matrix capable of micromachined pigment dispersion method can be used.
根據本說明書的一個實施例的黑色基質可使用黑色顏料或黑色染料作為著色劑。舉例而言,可單獨使用碳黑,或可將碳黑及著色顏料混合及使用,且在本文中,由於將缺乏防光性質的著色顏料與其混合,因此存在即使當著色劑的量相對增大時薄膜強度或至基板的黏附並不減退的優點。The black matrix according to one embodiment of the present specification may use a black pigment or a black dye as a colorant. For example, carbon black may be used alone, or carbon black and color pigment may be mixed and used, and herein, since a coloring pigment lacking lightproof property is mixed therewith, there is even a relatively large amount of colorant The film strength or the adhesion to the substrate does not decrease.
本說明書的一個實施例提供包含根據本說明書的彩色濾光片的顯示裝置。One embodiment of the present specification provides a display device including a color filter according to the present specification.
顯示裝置可為以下各者中的任一者:電漿顯示面板(plasma display panel,PDP)、發光二極體(light emitting diode,LED)、有機發光二極體(organic light emitting diode,OLED)、液晶顯示器(liquid crystal display,LCD)、薄膜電晶體-液晶顯示器(LCD-TFT)以及陰極射線管(cathode ray tube,CRT)。The display device can be any one of the following: a plasma display panel (PDP), a light emitting diode (LED), an organic light emitting diode (OLED). , liquid crystal display (LCD), thin film transistor - liquid crystal display (LCD-TFT) and cathode ray tube (CRT).
在下文中,將參看實例來詳細描述本說明書。然而,以下實例僅出於說明的目的,且本說明書的範疇不限於實例的範疇,且包含所附申請專利範圍中所描述的範疇以及其取代及修改。Hereinafter, the present specification will be described in detail with reference to examples. However, the following examples are for illustrative purposes only, and the scope of the present specification is not limited to the scope of the examples, and includes the scopes described in the appended claims and their substitutions and modifications.
製備實例1:製備化合物11)化合物A-3的製備Preparation Example 1: Preparation of Compound 1 1) Preparation of Compound A-3
在遮光條件下,將3.000 g(7.403 mmol)的A-1及0.753 g(2.96 mmol)的A-2引入至30 g的N-甲基吡咯啶酮(N-methylpyrrolidone,NMP),且將所得物質在150℃下反應4小時。於真空下移除溶劑,且藉由使粗化合物經由管柱層析法而獲得1.174 g(1.184 mmol)的化合物A-3。 2)化合物A-5的製備3.00 g (7.403 mmol) of A-1 and 0.753 g (2.96 mmol) of A-2 were introduced into 30 g of N-methylpyrrolidone (NMP) under light-shielding conditions, and the obtained The material was reacted at 150 ° C for 4 hours. The solvent was removed under vacuum, and 1.174 g (1.184 mmol) of Compound A-3 was obtained by column chromatography. 2) Preparation of Compound A-5
將5.000 g(5.041 mmol)的化合物A-3及2.443 g(20.162 mmol)的化合物A-4引入至50 g的N-甲基吡咯啶酮(NMP),且將所得物質在150℃下反應5個小時。將所得物質冷卻至室溫,向其中添加35% HCl,且攪拌所得物質。於真空下移除溶劑,且經由管柱層析法獲得1.756 g(1.512 mmol)的化合物A-5。 3)化合物1的製備5.000 g (5.041 mmol) of Compound A-3 and 2.443 g (20.162 mmol) of Compound A-4 were introduced into 50 g of N-methylpyrrolidone (NMP), and the resulting material was reacted at 150 ° C. Hours. The resultant was cooled to room temperature, 35% HCl was added thereto, and the obtained material was stirred. The solvent was removed under vacuum and 1.756 g (1.512 mmol) of Compound A-5 was obtained via column chromatography. 3) Preparation of Compound 1
將1.756 g(5.041 mmol)的化合物A-5、3.427 g(20.162 mmol)的化合物A-6以及2.786 g(20.162 mmol)的K2 CO3 引入至50 g的N-甲基吡咯啶酮(NMP),且將所得物質在95℃下反應12個小時。於真空下移除溶劑,且經由管柱層析法獲得1.341 g(1.008 mmol)的化合物1。 電離模式=:APCI+ :m/z=1329[M+H]+,確切質量: 1328 製備實例2至實例10:化合物2至化合物10的製備。 1.756 g (5.041 mmol) of compound A-5, 3.427 g (20.162 mmol) of compound A-6 and 2.786 g (20.162 mmol) of K 2 CO 3 were introduced into 50 g of N-methylpyrrolidone (NMP). And the resulting material was reacted at 95 ° C for 12 hours. The solvent was removed under vacuum and 1.341 g (1.008 mmol) of Compound 1 was obtained via column chromatography. Ionization mode =: APCI + : m / z = 1329 [M + H] +, exact mass: 1328 Preparation Example 2 to Example 10: Preparation of Compound 2 to Compound 10.
以與製備實例1中相同的方式製備化合物2至化合物10,但使用不同取代基。Compound 2 to Compound 10 were prepared in the same manner as in Preparation Example 1, except that different substituents were used.
以列於以下表1中的比率來製備實例及比較實例的化合物。化合物的添加單位為公克(g)。 【表1】
將根據上文提到的合成所製備的化合物旋塗於玻璃(5×5 cm)上,且在100℃下預烘烤100秒以形成膜。形成膜的基板與光罩之間的距離為250 μm,且使用步進器藉由40毫焦/平方公分的曝光來輻射基板的整個表面。此後,在顯影溶液(KOH,0.05%)中將經曝光基板顯影60秒,且在230℃下後烘烤20分鐘以製備基板。 抗熱性評估The compound prepared according to the above-mentioned synthesis was spin-coated on glass (5 × 5 cm), and prebaked at 100 ° C for 100 seconds to form a film. The distance between the substrate on which the film was formed and the reticle was 250 μm, and the entire surface of the substrate was irradiated by exposure using 40 mJ/cm 2 using a stepper. Thereafter, the exposed substrate was developed in a developing solution (KOH, 0.05%) for 60 seconds, and post-baked at 230 ° C for 20 minutes to prepare a substrate. Heat resistance evaluation
對於如在上文所提到的條件下所製備的預烘烤基板,使用分光鏡(MCPD-大塚電子有限公司(Otsuka Electronics Co.,Ltd.))獲得在380 nm至780 nm的可見光區內的透射率頻譜。另外,將預烘烤基板在230℃下另外後烘烤20分鐘,且使用同一裝置獲得在同一量測範圍內的透射率頻譜。For the prebaked substrate prepared under the conditions mentioned above, a spectroscope (MCPD-Otsuka Electronics Co., Ltd.) was used to obtain a visible light region of 380 nm to 780 nm. The transmittance spectrum. In addition, the prebaked substrate was additionally post-baked at 230 ° C for 20 minutes, and the transmittance spectrum in the same measurement range was obtained using the same apparatus.
使用所獲得透射率頻譜及C光源背光以及所獲得值E(L*、a*、b*)來計算ΔEab,且結果展示於下表2中。 ΔE (L*, a*, b*)={(ΔL*)2+(Δa*)2+(Δb*)2}1/2The ΔEab was calculated using the obtained transmittance spectrum and the C source backlight and the obtained values E (L*, a*, b*), and the results are shown in Table 2 below. ΔE (L*, a*, b*)={(ΔL*)2+(Δa*)2+(Δb*)2}1/2
具有小ΔE值意謂具有極佳色彩抗熱性。Having a small ΔE value means having excellent color heat resistance.
對於實例1至實例10以及比較實例1及比較實例2的著色劑組成物,量測抗熱性的結果展示於表2中。如表2中所展示,識別到實例1至實例10相較於比較實例1及比較實例2具有較小的色彩變化(ΔEab)。 【表2】
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| US10087170B2 (en) | 2016-09-09 | 2018-10-02 | Samsung Sdi Co., Ltd. | Compound, photosensitive resin composition including the same, and color filter |
| TWI641597B (en) * | 2016-09-09 | 2018-11-21 | 三星Sdi股份有限公司 | Compound, photosensitive resin composition including the same and color filter |
| TWI679200B (en) * | 2018-04-05 | 2019-12-11 | 南韓商Lg化學股份有限公司 | Xanthene-based compound, photosensitive resin composition, photoresist, color filter, and display device comprising the same |
| TWI705063B (en) * | 2018-02-23 | 2020-09-21 | 南韓商Lg化學股份有限公司 | Xanthene-based compound, colorant composition, photosensitive resin composition, photosensitive material, color filter and display device |
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| TWI641597B (en) * | 2016-09-09 | 2018-11-21 | 三星Sdi股份有限公司 | Compound, photosensitive resin composition including the same and color filter |
| TWI705063B (en) * | 2018-02-23 | 2020-09-21 | 南韓商Lg化學股份有限公司 | Xanthene-based compound, colorant composition, photosensitive resin composition, photosensitive material, color filter and display device |
| TWI679200B (en) * | 2018-04-05 | 2019-12-11 | 南韓商Lg化學股份有限公司 | Xanthene-based compound, photosensitive resin composition, photoresist, color filter, and display device comprising the same |
| TWI875865B (en) * | 2019-12-27 | 2025-03-11 | 南韓商東友精細化工有限公司 | Compound, coloring resin composition, color filter and display device |
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