TW457268B - New O-acyloxime photoinitators and photopolymerizable compositions comprising the same - Google Patents

Info

Publication number

TW457268B

TW457268B TW088109264A TW88109264A TW457268B TW 457268 B TW457268 B TW 457268B TW 088109264 A TW088109264 A TW 088109264A TW 88109264 A TW88109264 A TW 88109264A TW 457268 B TW457268 B TW 457268B

Authority

TW

Taiwan

Prior art keywords

phenyl

substituted

alkyl

group

unsubstituted

Prior art date

1998-06-26

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• 239000000203 mixture Substances 0.000 title claims description 159
• 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims abstract description 150
• 150000001875 compounds Chemical class 0.000 claims abstract description 102
• 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 56
• 229910052736 halogen Inorganic materials 0.000 claims abstract description 53
• 150000002367 halogens Chemical class 0.000 claims abstract description 52
• 239000001257 hydrogen Substances 0.000 claims abstract description 50
• 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims abstract description 42
• 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims abstract description 27
• 239000003999 initiator Substances 0.000 claims abstract description 26
• 150000002431 hydrogen Chemical class 0.000 claims abstract description 24
• 125000006678 phenoxycarbonyl group Chemical group 0.000 claims abstract description 22
• 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims abstract description 15
• 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 claims abstract description 11
• -1 phenyl Chemical group 0.000 claims description 264
• 125000000217 alkyl group Chemical group 0.000 claims description 95
• 238000011049 filling Methods 0.000 claims description 83
• 239000000049 pigment Substances 0.000 claims description 63
• NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims description 59
• 238000000576 coating method Methods 0.000 claims description 52
• 230000002079 cooperative effect Effects 0.000 claims description 51
• 239000000758 substrate Substances 0.000 claims description 48
• 239000007787 solid Substances 0.000 claims description 41
• 239000000123 paper Substances 0.000 claims description 40
• 238000000034 method Methods 0.000 claims description 39
• 239000000126 substance Substances 0.000 claims description 36
• 229920002120 photoresistant polymer Polymers 0.000 claims description 34
• 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 33
• 239000002253 acid Substances 0.000 claims description 30
• 229910052799 carbon Inorganic materials 0.000 claims description 30
• 238000004519 manufacturing process Methods 0.000 claims description 27
• 229920000642 polymer Polymers 0.000 claims description 27
• 125000003545 alkoxy group Chemical group 0.000 claims description 24
• 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 24
• 239000000178 monomer Substances 0.000 claims description 24
• 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 22
• 125000001424 substituent group Chemical group 0.000 claims description 21
• 150000003254 radicals Chemical class 0.000 claims description 20
• UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 19
• NIHNNTQXNPWCJQ-UHFFFAOYSA-N o-biphenylenemethane Natural products C1=CC=C2CC3=CC=CC=C3C2=C1 NIHNNTQXNPWCJQ-UHFFFAOYSA-N 0.000 claims description 19
• 239000000843 powder Substances 0.000 claims description 19
• 238000007639 printing Methods 0.000 claims description 19
• 229920005989 resin Polymers 0.000 claims description 19
• 239000011347 resin Substances 0.000 claims description 19
• 125000003118 aryl group Chemical group 0.000 claims description 18
• XHTUOWXUBNMVEU-UHFFFAOYSA-N 1-benzoyl-5-ethyl-5-(3-methylbutyl)-1,3-diazinane-2,4,6-trione Chemical group O=C1C(CC)(CCC(C)C)C(=O)NC(=O)N1C(=O)C1=CC=CC=C1 XHTUOWXUBNMVEU-UHFFFAOYSA-N 0.000 claims description 17
• 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 16
• 238000003780 insertion Methods 0.000 claims description 16
• QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 15
• 125000004432 carbon atom Chemical group C* 0.000 claims description 15
• 239000000463 material Substances 0.000 claims description 15
• UHOVQNZJYSORNB-UHFFFAOYSA-N monobenzene Natural products C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims description 15
• 239000000654 additive Substances 0.000 claims description 14
• 239000011230 binding agent Substances 0.000 claims description 14
• 125000004453 alkoxycarbonyl group Chemical group 0.000 claims description 13
• 239000011159 matrix material Substances 0.000 claims description 13
• 230000005855 radiation Effects 0.000 claims description 13
• 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims description 13
• 125000000753 cycloalkyl group Chemical group 0.000 claims description 12
• 125000003754 ethoxycarbonyl group Chemical group C(=O)(OCC)* 0.000 claims description 12
• 230000037431 insertion Effects 0.000 claims description 11
• 230000003287 optical effect Effects 0.000 claims description 11
• 150000001721 carbon Chemical group 0.000 claims description 10
• 239000007858 starting material Substances 0.000 claims description 10
• 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 claims description 9
• 238000002360 preparation method Methods 0.000 claims description 9
• 239000000853 adhesive Substances 0.000 claims description 8
• 230000001070 adhesive effect Effects 0.000 claims description 8
• 125000002947 alkylene group Chemical group 0.000 claims description 8
• PXXJHWLDUBFPOL-UHFFFAOYSA-N benzamidine Chemical compound NC(=N)C1=CC=CC=C1 PXXJHWLDUBFPOL-UHFFFAOYSA-N 0.000 claims description 8
• 239000000976 ink Substances 0.000 claims description 8
• 125000003983 fluorenyl group Chemical group C1(=CC=CC=2C3=CC=CC=C3CC12)* 0.000 claims description 7
• 239000003365 glass fiber Substances 0.000 claims description 7
• 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 7
• 125000003342 alkenyl group Chemical group 0.000 claims description 6
• 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims description 6
• 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 claims description 6
• 235000015510 Cucumis melo subsp melo Nutrition 0.000 claims description 5
• 125000000843 phenylene group Chemical group C1(=C(C=CC=C1)*)* 0.000 claims description 5
• 238000007650 screen-printing Methods 0.000 claims description 5
• 239000004305 biphenyl Substances 0.000 claims description 4
• 239000002131 composite material Substances 0.000 claims description 4
• 125000004956 cyclohexylene group Chemical group 0.000 claims description 4
• 238000010894 electron beam technology Methods 0.000 claims description 4
• 238000009713 electroplating Methods 0.000 claims description 4
• 229920000620 organic polymer Polymers 0.000 claims description 4
• 239000002491 polymer binding agent Substances 0.000 claims description 4
• 239000002966 varnish Substances 0.000 claims description 4
• 125000004217 4-methoxybenzyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1OC([H])([H])[H])C([H])([H])* 0.000 claims description 3
• 125000006539 C12 alkyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 3
• 235000010290 biphenyl Nutrition 0.000 claims description 3
• 238000009500 colour coating Methods 0.000 claims description 3
• 125000002534 ethynyl group Chemical group [H]C#C* 0.000 claims description 3
• 125000001188 haloalkyl group Chemical group 0.000 claims description 3
• 229910052740 iodine Inorganic materials 0.000 claims description 3
• ZUOUZKKEUPVFJK-UHFFFAOYSA-N phenylbenzene Natural products C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 claims description 3
• 125000003356 phenylsulfanyl group Chemical group [*]SC1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 claims description 3
• 239000013589 supplement Substances 0.000 claims description 3
• 238000011282 treatment Methods 0.000 claims description 3
• 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims description 2
• 125000003302 alkenyloxy group Chemical group 0.000 claims description 2
• 125000004183 alkoxy alkyl group Chemical group 0.000 claims description 2
• 150000003937 benzamidines Chemical class 0.000 claims description 2
• 210000004268 dentin Anatomy 0.000 claims description 2
• 238000001459 lithography Methods 0.000 claims description 2
• 239000003094 microcapsule Substances 0.000 claims description 2
• 238000004377 microelectronic Methods 0.000 claims description 2
• 239000003973 paint Substances 0.000 claims description 2
• 238000005406 washing Methods 0.000 claims description 2
• 241000219112 Cucumis Species 0.000 claims 3
• 125000005466 alkylenyl group Chemical group 0.000 claims 3
• 125000004400 (C1-C12) alkyl group Chemical group 0.000 claims 2
• QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims 2
• HSFWRNGVRCDJHI-UHFFFAOYSA-N alpha-acetylene Chemical group C#C HSFWRNGVRCDJHI-UHFFFAOYSA-N 0.000 claims 2
• 125000006267 biphenyl group Chemical group 0.000 claims 2
• PCTMTFRHKVHKIS-BMFZQQSSSA-N (1s,3r,4e,6e,8e,10e,12e,14e,16e,18s,19r,20r,21s,25r,27r,30r,31r,33s,35r,37s,38r)-3-[(2r,3s,4s,5s,6r)-4-amino-3,5-dihydroxy-6-methyloxan-2-yl]oxy-19,25,27,30,31,33,35,37-octahydroxy-18,20,21-trimethyl-23-oxo-22,39-dioxabicyclo[33.3.1]nonatriaconta-4,6,8,10 Chemical compound C1C=C2C[C@@H](OS(O)(=O)=O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@H]([C@H](C)CCCC(C)C)[C@@]1(C)CC2.O[C@H]1[C@@H](N)[C@H](O)[C@@H](C)O[C@H]1O[C@H]1/C=C/C=C/C=C/C=C/C=C/C=C/C=C/[C@H](C)[C@@H](O)[C@@H](C)[C@H](C)OC(=O)C[C@H](O)C[C@H](O)CC[C@@H](O)[C@H](O)C[C@H](O)C[C@](O)(C[C@H](O)[C@H]2C(O)=O)O[C@H]2C1 PCTMTFRHKVHKIS-BMFZQQSSSA-N 0.000 claims 1
• 125000006528 (C2-C6) alkyl group Chemical group 0.000 claims 1
• PELAZAOQJJLCHF-UHFFFAOYSA-N CCO[Mn] Chemical group CCO[Mn] PELAZAOQJJLCHF-UHFFFAOYSA-N 0.000 claims 1
• SGXHLNBPHYGQRG-UHFFFAOYSA-N ClC1=CC=C(CC2=CC=CC=3C4=CC=CC=C4CC23)C=C1 Chemical compound ClC1=CC=C(CC2=CC=CC=3C4=CC=CC=C4CC23)C=C1 SGXHLNBPHYGQRG-UHFFFAOYSA-N 0.000 claims 1
• 208000003251 Pruritus Diseases 0.000 claims 1
• FJJCIZWZNKZHII-UHFFFAOYSA-N [4,6-bis(cyanoamino)-1,3,5-triazin-2-yl]cyanamide Chemical compound N#CNC1=NC(NC#N)=NC(NC#N)=N1 FJJCIZWZNKZHII-UHFFFAOYSA-N 0.000 claims 1
• 150000001336 alkenes Chemical class 0.000 claims 1
• 125000000747 amidyl group Chemical group [H][N-]* 0.000 claims 1
• 229910021529 ammonia Inorganic materials 0.000 claims 1
• SIKJAQJRHWYJAI-UHFFFAOYSA-N benzopyrrole Natural products C1=CC=C2NC=CC2=C1 SIKJAQJRHWYJAI-UHFFFAOYSA-N 0.000 claims 1
• 125000001589 carboacyl group Chemical group 0.000 claims 1
• 229910003460 diamond Inorganic materials 0.000 claims 1
• 239000010432 diamond Substances 0.000 claims 1
• 230000005670 electromagnetic radiation Effects 0.000 claims 1
• RMBPEFMHABBEKP-UHFFFAOYSA-N fluorene Chemical compound C1=CC=C2C3=C[CH]C=CC3=CC2=C1 RMBPEFMHABBEKP-UHFFFAOYSA-N 0.000 claims 1
• PZOUSPYUWWUPPK-UHFFFAOYSA-N indole Natural products CC1=CC=CC2=C1C=CN2 PZOUSPYUWWUPPK-UHFFFAOYSA-N 0.000 claims 1
• RKJUIXBNRJVNHR-UHFFFAOYSA-N indolenine Natural products C1=CC=C2CC=NC2=C1 RKJUIXBNRJVNHR-UHFFFAOYSA-N 0.000 claims 1
• 125000006316 iso-butyl amino group Chemical group [H]N(*)C([H])([H])C([H])(C([H])([H])[H])C([H])([H])[H] 0.000 claims 1
• 229910052763 palladium Inorganic materials 0.000 claims 1
• KDLHZDBZIXYQEI-UHFFFAOYSA-N palladium Substances [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 claims 1
• 125000003884 phenylalkyl group Chemical group 0.000 claims 1
• 229910052702 rhenium Inorganic materials 0.000 claims 1
• XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 79
• XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 64
• 239000000243 solution Substances 0.000 description 58
• 239000010410 layer Substances 0.000 description 55
• 239000010408 film Substances 0.000 description 43
• WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 42
• 229920001577 copolymer Polymers 0.000 description 36
• LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 34
• 239000000047 product Substances 0.000 description 34
• PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 32
• ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 31
• 239000011248 coating agent Substances 0.000 description 31
• CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 29
• 239000002904 solvent Substances 0.000 description 29
• 238000005160 1H NMR spectroscopy Methods 0.000 description 28
• 238000006243 chemical reaction Methods 0.000 description 28
• QTBSBXVTEAMEQO-UHFFFAOYSA-N acetic acid Substances CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 26
• 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 25
• 150000002148 esters Chemical class 0.000 description 23
• 229910052757 nitrogen Inorganic materials 0.000 description 23
• 239000003921 oil Substances 0.000 description 23
• 235000019198 oils Nutrition 0.000 description 23
• 239000003480 eluent Substances 0.000 description 22
• YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 21
• 239000012043 crude product Substances 0.000 description 20
• 239000011541 reaction mixture Substances 0.000 description 20
• 239000012267 brine Substances 0.000 description 19
• HPALAKNZSZLMCH-UHFFFAOYSA-M sodium;chloride;hydrate Chemical compound O.[Na+].[Cl-] HPALAKNZSZLMCH-UHFFFAOYSA-M 0.000 description 19
• 239000001301 oxygen Substances 0.000 description 18
• 229910052760 oxygen Inorganic materials 0.000 description 18
• LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 17
• YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 17
• 238000010438 heat treatment Methods 0.000 description 17
• 238000000425 proton nuclear magnetic resonance spectrum Methods 0.000 description 16
• NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 15
• OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 15
• 150000001412 amines Chemical class 0.000 description 15
• 229910052751 metal Inorganic materials 0.000 description 15
• 239000002184 metal Substances 0.000 description 15
• 239000011342 resin composition Substances 0.000 description 15
• 238000012360 testing method Methods 0.000 description 15
• 229920002554 vinyl polymer Polymers 0.000 description 15
• 239000002585 base Substances 0.000 description 14
• 238000003756 stirring Methods 0.000 description 14
• OAYLNYINCPYISS-UHFFFAOYSA-N ethyl acetate;hexane Chemical compound CCCCCC.CCOC(C)=O OAYLNYINCPYISS-UHFFFAOYSA-N 0.000 description 13
• VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 13
• HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical group NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 description 12
• VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 12
• 239000007864 aqueous solution Substances 0.000 description 12
• 238000004440 column chromatography Methods 0.000 description 12
• 238000009472 formulation Methods 0.000 description 12
• JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 11
• 238000001914 filtration Methods 0.000 description 11
• 239000000741 silica gel Substances 0.000 description 11
• 229910002027 silica gel Inorganic materials 0.000 description 11
• CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 10
• QRUDEWIWKLJBPS-UHFFFAOYSA-N benzotriazole Chemical compound C1=CC=C2N[N][N]C2=C1 QRUDEWIWKLJBPS-UHFFFAOYSA-N 0.000 description 10
• 239000012964 benzotriazole Substances 0.000 description 10
• AOJOEFVRHOZDFN-UHFFFAOYSA-N benzyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCC1=CC=CC=C1 AOJOEFVRHOZDFN-UHFFFAOYSA-N 0.000 description 10
• BGTOWKSIORTVQH-UHFFFAOYSA-N cyclopentanone Chemical compound O=C1CCCC1 BGTOWKSIORTVQH-UHFFFAOYSA-N 0.000 description 10
• 239000000975 dye Substances 0.000 description 10
• 238000005516 engineering process Methods 0.000 description 10
• 238000001704 evaporation Methods 0.000 description 10
• 230000008020 evaporation Effects 0.000 description 10
• VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 10
• 239000003960 organic solvent Substances 0.000 description 10
• 229920000728 polyester Polymers 0.000 description 10
• 229920005862 polyol Polymers 0.000 description 10
• 230000035945 sensitivity Effects 0.000 description 10
• SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 9
• CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 9
• NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonium chloride Substances [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 9
• 239000005711 Benzoic acid Substances 0.000 description 9
• YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 9
• OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 9
• 238000011161 development Methods 0.000 description 9
• 230000018109 developmental process Effects 0.000 description 9
• 239000011976 maleic acid Substances 0.000 description 9
• 238000002844 melting Methods 0.000 description 9
• 230000008018 melting Effects 0.000 description 9
• 238000006116 polymerization reaction Methods 0.000 description 9
• 238000010898 silica gel chromatography Methods 0.000 description 9
• 235000021419 vinegar Nutrition 0.000 description 9
• TXBCBTDQIULDIA-UHFFFAOYSA-N 2-[[3-hydroxy-2,2-bis(hydroxymethyl)propoxy]methyl]-2-(hydroxymethyl)propane-1,3-diol Chemical compound OCC(CO)(CO)COCC(CO)(CO)CO TXBCBTDQIULDIA-UHFFFAOYSA-N 0.000 description 8
• KZBUYRJDOAKODT-UHFFFAOYSA-N Chlorine Chemical compound ClCl KZBUYRJDOAKODT-UHFFFAOYSA-N 0.000 description 8
• VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 8
• MPIAGWXWVAHQBB-UHFFFAOYSA-N [3-prop-2-enoyloxy-2-[[3-prop-2-enoyloxy-2,2-bis(prop-2-enoyloxymethyl)propoxy]methyl]-2-(prop-2-enoyloxymethyl)propyl] prop-2-enoate Chemical compound C=CC(=O)OCC(COC(=O)C=C)(COC(=O)C=C)COCC(COC(=O)C=C)(COC(=O)C=C)COC(=O)C=C MPIAGWXWVAHQBB-UHFFFAOYSA-N 0.000 description 8
• 150000001252 acrylic acid derivatives Chemical class 0.000 description 8
• 239000003795 chemical substances by application Substances 0.000 description 8
• 238000001035 drying Methods 0.000 description 8
• 239000011521 glass Substances 0.000 description 8
• 239000012044 organic layer Substances 0.000 description 8
• 239000001632 sodium acetate Substances 0.000 description 8
• 235000017281 sodium acetate Nutrition 0.000 description 8
• QAEDZJGFFMLHHQ-UHFFFAOYSA-N trifluoroacetic anhydride Chemical compound FC(F)(F)C(=O)OC(=O)C(F)(F)F QAEDZJGFFMLHHQ-UHFFFAOYSA-N 0.000 description 8
• 239000000052 vinegar Substances 0.000 description 8
• FBPFZTCFMRRESA-JGWLITMVSA-N D-glucitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-JGWLITMVSA-N 0.000 description 7
• KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 7
• QYKIQEUNHZKYBP-UHFFFAOYSA-N Vinyl ether Chemical class C=COC=C QYKIQEUNHZKYBP-UHFFFAOYSA-N 0.000 description 7
• 239000000460 chlorine Substances 0.000 description 7
• 229910052801 chlorine Inorganic materials 0.000 description 7
• 238000001723 curing Methods 0.000 description 7
• 239000006185 dispersion Substances 0.000 description 7
• 238000005530 etching Methods 0.000 description 7
• 239000007788 liquid Substances 0.000 description 7
• 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 description 7
• VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 7
• 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 7
• ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 7
• 150000003077 polyols Chemical class 0.000 description 7
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