DE69904073T2 - Oximderivate und ihre verwendung als latente saüre - Google Patents

Info

Publication number

DE69904073T2

DE69904073T2 DE69904073T DE69904073T DE69904073T2 DE 69904073 T2 DE69904073 T2 DE 69904073T2 DE 69904073 T DE69904073 T DE 69904073T DE 69904073 T DE69904073 T DE 69904073T DE 69904073 T2 DE69904073 T2 DE 69904073T2

Authority

DE

Germany

Prior art keywords

phenyl

alkyl

substituted

unsubstituted

acid

Prior art date

1998-10-29

Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)

Expired - Lifetime

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• 239000002253 acid Substances 0.000 title claims description 74
• 150000002923 oximes Chemical class 0.000 title description 40
• -1 anthracyl Chemical group 0.000 claims description 118
• 239000000203 mixture Substances 0.000 claims description 100
• 150000001875 compounds Chemical class 0.000 claims description 87
• 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 69
• 229920002120 photoresistant polymer Polymers 0.000 claims description 53
• 238000000576 coating method Methods 0.000 claims description 51
• 239000011248 coating agent Substances 0.000 claims description 29
• 229910052736 halogen Inorganic materials 0.000 claims description 29
• 150000002367 halogens Chemical class 0.000 claims description 28
• 239000000463 material Substances 0.000 claims description 27
• 125000001424 substituent group Chemical group 0.000 claims description 25
• 239000002904 solvent Substances 0.000 claims description 23
• 125000002088 tosyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1C([H])([H])[H])S(*)(=O)=O 0.000 claims description 23
• 125000003170 phenylsulfonyl group Chemical group C1(=CC=CC=C1)S(=O)(=O)* 0.000 claims description 22
• 238000000034 method Methods 0.000 claims description 21
• 229920000642 polymer Polymers 0.000 claims description 20
• 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims description 19
• 239000001257 hydrogen Substances 0.000 claims description 17
• 229910052739 hydrogen Inorganic materials 0.000 claims description 17
• 125000004400 (C1-C12) alkyl group Chemical group 0.000 claims description 16
• 238000004132 cross linking Methods 0.000 claims description 16
• 125000000475 sulfinyl group Chemical group [*:2]S([*:1])=O 0.000 claims description 16
• 125000000229 (C1-C4)alkoxy group Chemical group 0.000 claims description 15
• 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims description 14
• 230000009471 action Effects 0.000 claims description 13
• 125000004432 carbon atom Chemical group C* 0.000 claims description 13
• 238000004519 manufacturing process Methods 0.000 claims description 13
• 238000007639 printing Methods 0.000 claims description 13
• 238000011161 development Methods 0.000 claims description 11
• 239000000758 substrate Substances 0.000 claims description 11
• 125000001072 heteroaryl group Chemical group 0.000 claims description 10
• 239000003112 inhibitor Substances 0.000 claims description 10
• 230000008569 process Effects 0.000 claims description 10
• 125000004642 (C1-C12) alkoxy group Chemical group 0.000 claims description 9
• 239000000654 additive Substances 0.000 claims description 9
• 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 claims description 9
• 229910052760 oxygen Inorganic materials 0.000 claims description 9
• 125000005561 phenanthryl group Chemical group 0.000 claims description 9
• UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 8
• 125000001589 carboacyl group Chemical group 0.000 claims description 8
• 238000010438 heat treatment Methods 0.000 claims description 8
• 150000002431 hydrogen Chemical class 0.000 claims description 8
• 125000004765 (C1-C4) haloalkyl group Chemical group 0.000 claims description 7
• 125000004453 alkoxycarbonyl group Chemical group 0.000 claims description 7
• IFVTZJHWGZSXFD-UHFFFAOYSA-N biphenylene Chemical group C1=CC=C2C3=CC=CC=C3C2=C1 IFVTZJHWGZSXFD-UHFFFAOYSA-N 0.000 claims description 6
• 125000006331 halo benzoyl group Chemical group 0.000 claims description 6
• 239000000976 ink Substances 0.000 claims description 6
• 125000001624 naphthyl group Chemical group 0.000 claims description 6
• 125000004957 naphthylene group Chemical group 0.000 claims description 6
• 125000006678 phenoxycarbonyl group Chemical group 0.000 claims description 6
• 125000000843 phenylene group Chemical group C1(=C(C=CC=C1)*)* 0.000 claims description 6
• 229910052717 sulfur Inorganic materials 0.000 claims description 6
• 125000004739 (C1-C6) alkylsulfonyl group Chemical group 0.000 claims description 5
• GRHZLQBPAJAHDM-SPRQWYLLSA-N [(3as,4r,6ar)-2,3,3a,4,5,6a-hexahydrofuro[2,3-b]furan-4-yl] n-[(2s,4s,5s)-5-[[2-(2,6-dimethylphenoxy)acetyl]amino]-4-hydroxy-1,6-diphenylhexan-2-yl]carbamate Chemical group CC1=CC=CC(C)=C1OCC(=O)N[C@H]([C@@H](O)C[C@H](CC=1C=CC=CC=1)NC(=O)O[C@@H]1[C@@H]2CCO[C@@H]2OC1)CC1=CC=CC=C1 GRHZLQBPAJAHDM-SPRQWYLLSA-N 0.000 claims description 5
• 125000005146 naphthylsulfonyl group Chemical group C1(=CC=CC2=CC=CC=C12)S(=O)(=O)* 0.000 claims description 5
• 230000001678 irradiating effect Effects 0.000 claims description 4
• 229910052757 nitrogen Inorganic materials 0.000 claims description 4
• 125000004433 nitrogen atom Chemical group N* 0.000 claims description 4
• 125000003545 alkoxy group Chemical group 0.000 claims description 3
• 125000006273 (C1-C3) alkyl group Chemical group 0.000 claims description 2
• 125000002030 1,2-phenylene group Chemical group [H]C1=C([H])C([*:1])=C([*:2])C([H])=C1[H] 0.000 claims description 2
• 230000002378 acidificating effect Effects 0.000 claims description 2
• 101100311330 Schizosaccharomyces pombe (strain 972 / ATCC 24843) uap56 gene Proteins 0.000 claims 7
• 101150018444 sub2 gene Proteins 0.000 claims 7
• WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 54
• XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 53
• ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 48
• 239000000243 solution Substances 0.000 description 48
• HEDRZPFGACZZDS-MICDWDOJSA-N Trichloro(2H)methane Chemical compound [2H]C(Cl)(Cl)Cl HEDRZPFGACZZDS-MICDWDOJSA-N 0.000 description 44
• XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 39
• 239000007787 solid Substances 0.000 description 29
• YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 27
• 229920005989 resin Polymers 0.000 description 23
• 239000011347 resin Substances 0.000 description 23
• OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 22
• 239000011541 reaction mixture Substances 0.000 description 22
• YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 21
• 238000006243 chemical reaction Methods 0.000 description 21
• 230000005855 radiation Effects 0.000 description 21
• CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 20
• 239000000047 product Substances 0.000 description 20
• 238000000425 proton nuclear magnetic resonance spectrum Methods 0.000 description 17
• 150000003254 radicals Chemical class 0.000 description 17
• 239000011230 binding agent Substances 0.000 description 16
• 238000001723 curing Methods 0.000 description 16
• KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 15
• FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 14
• 239000012074 organic phase Substances 0.000 description 14
• VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 13
• ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 12
• CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 11
• 239000010410 layer Substances 0.000 description 11
• 229910052943 magnesium sulfate Inorganic materials 0.000 description 10
• 235000019341 magnesium sulphate Nutrition 0.000 description 10
• 239000000049 pigment Substances 0.000 description 10
• 238000005160 1H NMR spectroscopy Methods 0.000 description 9
• QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 9
• 229920000877 Melamine resin Polymers 0.000 description 9
• 150000007513 acids Chemical class 0.000 description 9
• OFDNQWIFNXBECV-VFSYNPLYSA-N dolastatin 10 Chemical compound CC(C)[C@H](N(C)C)C(=O)N[C@@H](C(C)C)C(=O)N(C)[C@@H]([C@@H](C)CC)[C@H](OC)CC(=O)N1CCC[C@H]1[C@H](OC)[C@@H](C)C(=O)N[C@H](C=1SC=CN=1)CC1=CC=CC=C1 OFDNQWIFNXBECV-VFSYNPLYSA-N 0.000 description 9
• VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 9
• CEQPEKHLBZNDQM-UHFFFAOYSA-N 2-(4-hydroxyiminocyclohexa-2,5-dien-1-ylidene)-2-phenylacetonitrile Chemical compound C1=CC(=NO)C=CC1=C(C#N)C1=CC=CC=C1 CEQPEKHLBZNDQM-UHFFFAOYSA-N 0.000 description 8
• VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 8
• XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 8
• NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 8
• 239000003480 eluent Substances 0.000 description 8
• LQNUZADURLCDLV-UHFFFAOYSA-N nitrobenzene Chemical compound [O-][N+](=O)C1=CC=CC=C1 LQNUZADURLCDLV-UHFFFAOYSA-N 0.000 description 8
• 229920001225 polyester resin Polymers 0.000 description 8
• 125000006239 protecting group Chemical group 0.000 description 8
• 229910002027 silica gel Inorganic materials 0.000 description 8
• 239000000741 silica gel Substances 0.000 description 8
• 229920000178 Acrylic resin Polymers 0.000 description 7
• KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 7
• 125000003118 aryl group Chemical group 0.000 description 7
• 150000002148 esters Chemical class 0.000 description 7
• 239000010408 film Substances 0.000 description 7
• 238000001914 filtration Methods 0.000 description 7
• 238000002844 melting Methods 0.000 description 7
• 230000008018 melting Effects 0.000 description 7
• 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 7
• 239000002244 precipitate Substances 0.000 description 7
• RUQUEUFLUNOZEA-UHFFFAOYSA-N 2-(5-hydroxyiminothiophen-2-ylidene)-2-(2-methylphenyl)acetonitrile Chemical compound CC1=CC=CC=C1C(C#N)=C1C=CC(=NO)S1 RUQUEUFLUNOZEA-UHFFFAOYSA-N 0.000 description 6
• 238000007171 acid catalysis Methods 0.000 description 6
• 239000012964 benzotriazole Substances 0.000 description 6
• 238000001816 cooling Methods 0.000 description 6
• 238000004090 dissolution Methods 0.000 description 6
• 238000003818 flash chromatography Methods 0.000 description 6
• RLSSMJSEOOYNOY-UHFFFAOYSA-N m-methyl-PhOH Natural products CC1=CC=CC(O)=C1 RLSSMJSEOOYNOY-UHFFFAOYSA-N 0.000 description 6
• QWVGKYWNOKOFNN-UHFFFAOYSA-N o-methyl phenol Natural products CC1=CC=CC=C1O QWVGKYWNOKOFNN-UHFFFAOYSA-N 0.000 description 6
• 239000003921 oil Substances 0.000 description 6
• IWDCLRJOBJJRNH-UHFFFAOYSA-N p-cresol Chemical compound CC1=CC=C(O)C=C1 IWDCLRJOBJJRNH-UHFFFAOYSA-N 0.000 description 6
• 229920001568 phenolic resin Polymers 0.000 description 6
• 238000002360 preparation method Methods 0.000 description 6
• 238000001953 recrystallisation Methods 0.000 description 6
• 239000011780 sodium chloride Substances 0.000 description 6
• WGTYBPLFGIVFAS-UHFFFAOYSA-M tetramethylammonium hydroxide Chemical compound [OH-].C[N+](C)(C)C WGTYBPLFGIVFAS-UHFFFAOYSA-M 0.000 description 6
• FUGYGGDSWSUORM-UHFFFAOYSA-N 4-hydroxystyrene Chemical compound OC1=CC=C(C=C)C=C1 FUGYGGDSWSUORM-UHFFFAOYSA-N 0.000 description 5
• OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 5
• HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 5
• 229920000180 alkyd Polymers 0.000 description 5
• 229920003180 amino resin Polymers 0.000 description 5
• BJFLSHMHTPAZHO-UHFFFAOYSA-N benzotriazole Chemical compound [CH]1C=CC=C2N=NN=C21 BJFLSHMHTPAZHO-UHFFFAOYSA-N 0.000 description 5
• 230000008859 change Effects 0.000 description 5
• 239000003086 colorant Substances 0.000 description 5
• 239000012043 crude product Substances 0.000 description 5
• 238000001035 drying Methods 0.000 description 5
• 238000000921 elemental analysis Methods 0.000 description 5
• 235000019441 ethanol Nutrition 0.000 description 5
• OAYLNYINCPYISS-UHFFFAOYSA-N ethyl acetate;hexane Chemical compound CCCCCC.CCOC(C)=O OAYLNYINCPYISS-UHFFFAOYSA-N 0.000 description 5
• 125000002887 hydroxy group Chemical group [H]O* 0.000 description 5
• 230000007246 mechanism Effects 0.000 description 5
• QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 5
• 229910052753 mercury Inorganic materials 0.000 description 5
• 239000000178 monomer Substances 0.000 description 5
• ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 5
• 239000005011 phenolic resin Substances 0.000 description 5
• 230000035945 sensitivity Effects 0.000 description 5
• SIBMDYHEOZTGEU-UHFFFAOYSA-N 2-(3,4-dimethoxyphenyl)-2-(4-hydroxyiminocyclohexa-2,5-dien-1-ylidene)acetonitrile Chemical compound C1=C(OC)C(OC)=CC=C1C(C#N)=C1C=CC(=NO)C=C1 SIBMDYHEOZTGEU-UHFFFAOYSA-N 0.000 description 4
• ZRALSGWEFCBTJO-UHFFFAOYSA-N Guanidine Chemical compound NC(N)=N ZRALSGWEFCBTJO-UHFFFAOYSA-N 0.000 description 4
• 150000001241 acetals Chemical class 0.000 description 4
• 239000003513 alkali Substances 0.000 description 4
• 239000002585 base Substances 0.000 description 4
• 239000004202 carbamide Substances 0.000 description 4
• 239000003054 catalyst Substances 0.000 description 4
• 239000007795 chemical reaction product Substances 0.000 description 4
• 239000003795 chemical substances by application Substances 0.000 description 4
• 229920001577 copolymer Polymers 0.000 description 4
• 239000013078 crystal Substances 0.000 description 4
• JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 4
• 239000000975 dye Substances 0.000 description 4
• 239000000706 filtrate Substances 0.000 description 4
• 238000009472 formulation Methods 0.000 description 4
• 239000011521 glass Substances 0.000 description 4
• 239000004611 light stabiliser Substances 0.000 description 4
• JDSHMPZPIAZGSV-UHFFFAOYSA-N melamine Chemical compound NC1=NC(N)=NC(N)=N1 JDSHMPZPIAZGSV-UHFFFAOYSA-N 0.000 description 4
• 229920003986 novolac Polymers 0.000 description 4
• XHXFXVLFKHQFAL-UHFFFAOYSA-N phosphoryl trichloride Chemical compound ClP(Cl)(Cl)=O XHXFXVLFKHQFAL-UHFFFAOYSA-N 0.000 description 4
• 238000003756 stirring Methods 0.000 description 4
• 239000000080 wetting agent Substances 0.000 description 4
• 125000006527 (C1-C5) alkyl group Chemical group 0.000 description 3
• KGENPKAWPRUNIG-UHFFFAOYSA-N 1-[chloro(ethyl)phosphoryl]ethane Chemical compound CCP(Cl)(=O)CC KGENPKAWPRUNIG-UHFFFAOYSA-N 0.000 description 3
• FFMCLBWUYMDFEE-UHFFFAOYSA-N 2-(2,4-dichlorophenyl)-2-(4-hydroxyiminocyclohexa-2,5-dien-1-ylidene)acetonitrile Chemical compound C1=CC(=NO)C=CC1=C(C#N)C1=CC=C(Cl)C=C1Cl FFMCLBWUYMDFEE-UHFFFAOYSA-N 0.000 description 3
• ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
• KXGFMDJXCMQABM-UHFFFAOYSA-N 2-methoxy-6-methylphenol Chemical compound [CH]OC1=CC=CC([CH])=C1O KXGFMDJXCMQABM-UHFFFAOYSA-N 0.000 description 3
• RXFCIXRFAJRBSG-UHFFFAOYSA-N 3,2,3-tetramine Chemical compound NCCCNCCNCCCN RXFCIXRFAJRBSG-UHFFFAOYSA-N 0.000 description 3
• 238000004679 31P NMR spectroscopy Methods 0.000 description 3
• CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 3
• 239000004925 Acrylic resin Substances 0.000 description 3
• XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 3
• UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
• YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
• PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 description 3
• JCXJVPUVTGWSNB-UHFFFAOYSA-N Nitrogen dioxide Chemical compound O=[N]=O JCXJVPUVTGWSNB-UHFFFAOYSA-N 0.000 description 3
• NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 3
• 239000004642 Polyimide Substances 0.000 description 3
• WVJUORJEKJMBQL-UHFFFAOYSA-N [[4-[cyano(phenyl)methylidene]cyclohexa-2,5-dien-1-ylidene]amino] diethyl phosphate Chemical compound C1=CC(=NOP(=O)(OCC)OCC)C=CC1=C(C#N)C1=CC=CC=C1 WVJUORJEKJMBQL-UHFFFAOYSA-N 0.000 description 3
• AXFJMCGXLALUIQ-UHFFFAOYSA-N [[4-[cyano-(3,4-dimethoxyphenyl)methylidene]cyclohexa-2,5-dien-1-ylidene]amino] diethyl phosphate Chemical compound C1=CC(=NOP(=O)(OCC)OCC)C=CC1=C(C#N)C1=CC=C(OC)C(OC)=C1 AXFJMCGXLALUIQ-UHFFFAOYSA-N 0.000 description 3
• FOWSQZUWKCQEHY-UHFFFAOYSA-N [[5-[cyano-(2-methylphenyl)methylidene]thiophen-2-ylidene]amino] diethyl phosphate Chemical compound C1=CC(=NOP(=O)(OCC)OCC)SC1=C(C#N)C1=CC=CC=C1C FOWSQZUWKCQEHY-UHFFFAOYSA-N 0.000 description 3
• BHIIGRBMZRSDRI-UHFFFAOYSA-N [chloro(phenoxy)phosphoryl]oxybenzene Chemical compound C=1C=CC=CC=1OP(=O)(Cl)OC1=CC=CC=C1 BHIIGRBMZRSDRI-UHFFFAOYSA-N 0.000 description 3
• 239000006096 absorbing agent Substances 0.000 description 3
• 238000010521 absorption reaction Methods 0.000 description 3
• 150000001252 acrylic acid derivatives Chemical class 0.000 description 3
• 150000001412 amines Chemical class 0.000 description 3
• 239000008199 coating composition Substances 0.000 description 3
• 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 3
• 238000001704 evaporation Methods 0.000 description 3
• 230000008020 evaporation Effects 0.000 description 3
• 239000000945 filler Substances 0.000 description 3
• 229910052731 fluorine Inorganic materials 0.000 description 3
• 239000011737 fluorine Substances 0.000 description 3
• 239000007788 liquid Substances 0.000 description 3
• 150000007974 melamines Chemical class 0.000 description 3
• 150000002734 metacrylic acid derivatives Chemical class 0.000 description 3
• 229910052751 metal Inorganic materials 0.000 description 3
• 239000002184 metal Substances 0.000 description 3
• WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 description 3
• UKJARPDLRWBRAX-UHFFFAOYSA-N n,n'-bis(2,2,6,6-tetramethylpiperidin-4-yl)hexane-1,6-diamine Chemical compound C1C(C)(C)NC(C)(C)CC1NCCCCCCNC1CC(C)(C)NC(C)(C)C1 UKJARPDLRWBRAX-UHFFFAOYSA-N 0.000 description 3
• 230000003287 optical effect Effects 0.000 description 3
• 239000003960 organic solvent Substances 0.000 description 3
• 150000002989 phenols Chemical class 0.000 description 3
• SUSQOBVLVYHIEX-UHFFFAOYSA-N phenylacetonitrile Chemical compound N#CCC1=CC=CC=C1 SUSQOBVLVYHIEX-UHFFFAOYSA-N 0.000 description 3
• AQSJGOWTSHOLKH-UHFFFAOYSA-N phosphite(3-) Chemical class [O-]P([O-])[O-] AQSJGOWTSHOLKH-UHFFFAOYSA-N 0.000 description 3
• 235000011007 phosphoric acid Nutrition 0.000 description 3
• 239000003504 photosensitizing agent Substances 0.000 description 3
• 229920000647 polyepoxide Polymers 0.000 description 3
• 239000004645 polyester resin Substances 0.000 description 3
• 229920001721 polyimide Polymers 0.000 description 3
• 238000006116 polymerization reaction Methods 0.000 description 3
• 229920002451 polyvinyl alcohol Polymers 0.000 description 3
• 235000019422 polyvinyl alcohol Nutrition 0.000 description 3
• 239000002243 precursor Substances 0.000 description 3
• 238000001228 spectrum Methods 0.000 description 3
• 239000002345 surface coating layer Substances 0.000 description 3
• 239000000725 suspension Substances 0.000 description 3
• 239000002966 varnish Substances 0.000 description 3
• 229920002554 vinyl polymer Polymers 0.000 description 3
• 235000012431 wafers Nutrition 0.000 description 3
• 125000004191 (C1-C6) alkoxy group Chemical group 0.000 description 2
• 125000000171 (C1-C6) haloalkyl group Chemical group 0.000 description 2
• WSLDOOZREJYCGB-UHFFFAOYSA-N 1,2-Dichloroethane Chemical compound ClCCCl WSLDOOZREJYCGB-UHFFFAOYSA-N 0.000 description 2
• YXIWHUQXZSMYRE-UHFFFAOYSA-N 1,3-benzothiazole-2-thiol Chemical compound C1=CC=C2SC(S)=NC2=C1 YXIWHUQXZSMYRE-UHFFFAOYSA-N 0.000 description 2
• UTQNKKSJPHTPBS-UHFFFAOYSA-N 2,2,2-trichloroethanone Chemical group ClC(Cl)(Cl)[C]=O UTQNKKSJPHTPBS-UHFFFAOYSA-N 0.000 description 2
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