CA2483004A1 - Incorporable photoinitiator - Google Patents

Info

Publication number

CA2483004A1

CA2483004A1 CA002483004A CA2483004A CA2483004A1 CA 2483004 A1 CA2483004 A1 CA 2483004A1 CA 002483004 A CA002483004 A CA 002483004A CA 2483004 A CA2483004 A CA 2483004A CA 2483004 A1 CA2483004 A1 CA 2483004A1

Authority

CA

Canada

Prior art keywords

phenyl

hydrogen

formula

acetate

independently

Prior art date

2002-04-26

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.)

Abandoned

Links

• Espacenet
• Global Dossier
• CIPO
• Discuss

• 239000000203 mixture Substances 0.000 claims abstract description 136
• 150000001875 compounds Chemical class 0.000 claims abstract description 100
• -1 -C(R5)=CR6R7 Chemical group 0.000 claims abstract description 68
• 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 38
• 239000001257 hydrogen Substances 0.000 claims abstract description 33
• 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims abstract description 20
• 150000002431 hydrogen Chemical group 0.000 claims abstract description 17
• UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims abstract description 16
• 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims abstract description 13
• 125000000466 oxiranyl group Chemical group 0.000 claims abstract description 8
• 125000000843 phenylene group Chemical group C1(=C(C=CC=C1)*)* 0.000 claims abstract description 8
• 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims abstract description 6
• 125000005569 butenylene group Chemical group 0.000 claims abstract description 5
• 125000005622 butynylene group Chemical group 0.000 claims abstract description 5
• 125000004957 naphthylene group Chemical group 0.000 claims abstract description 3
• 229910006069 SO3H Inorganic materials 0.000 claims abstract 2
• 125000000020 sulfo group Chemical group O=S(=O)([*])O[H] 0.000 claims abstract 2
• 238000000576 coating method Methods 0.000 claims description 76
• 238000006243 chemical reaction Methods 0.000 claims description 42
• 238000000034 method Methods 0.000 claims description 41
• 238000004519 manufacturing process Methods 0.000 claims description 40
• 239000000463 material Substances 0.000 claims description 37
• 238000002360 preparation method Methods 0.000 claims description 35
• 230000008569 process Effects 0.000 claims description 28
• 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 27
• 239000000976 ink Substances 0.000 claims description 25
• 239000000654 additive Substances 0.000 claims description 24
• 229920000642 polymer Polymers 0.000 claims description 23
• 238000007639 printing Methods 0.000 claims description 23
• 239000002253 acid Substances 0.000 claims description 21
• 239000002904 solvent Substances 0.000 claims description 21
• 239000003054 catalyst Substances 0.000 claims description 20
• 239000000843 powder Substances 0.000 claims description 18
• 239000000758 substrate Substances 0.000 claims description 18
• 229910052799 carbon Inorganic materials 0.000 claims description 17
• 239000003999 initiator Substances 0.000 claims description 17
• 150000002148 esters Chemical class 0.000 claims description 15
• FAQJJMHZNSSFSM-UHFFFAOYSA-N phenylglyoxylic acid Chemical compound OC(=O)C(=O)C1=CC=CC=C1 FAQJJMHZNSSFSM-UHFFFAOYSA-N 0.000 claims description 14
• 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 description 13
• 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 13
• ZUOUZKKEUPVFJK-UHFFFAOYSA-N diphenyl Chemical compound C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 claims description 12
• 230000003287 optical effect Effects 0.000 claims description 12
• 150000002009 diols Chemical class 0.000 claims description 10
• 238000007645 offset printing Methods 0.000 claims description 10
• 238000007650 screen-printing Methods 0.000 claims description 10
• 239000008199 coating composition Substances 0.000 claims description 8
• 239000002131 composite material Substances 0.000 claims description 8
• 229910052736 halogen Inorganic materials 0.000 claims description 8
• 150000002367 halogens Chemical group 0.000 claims description 8
• XIXADJRWDQXREU-UHFFFAOYSA-M lithium acetate Chemical compound [Li+].CC([O-])=O XIXADJRWDQXREU-UHFFFAOYSA-M 0.000 claims description 8
• 229910052760 oxygen Inorganic materials 0.000 claims description 8
• 125000004432 carbon atom Chemical group C* 0.000 claims description 7
• 239000003365 glass fiber Substances 0.000 claims description 7
• 239000012948 isocyanate Substances 0.000 claims description 7
• 150000002513 isocyanates Chemical class 0.000 claims description 7
• 239000007858 starting material Substances 0.000 claims description 7
• 125000003118 aryl group Chemical group 0.000 claims description 6
• 239000004305 biphenyl Substances 0.000 claims description 6
• 235000010290 biphenyl Nutrition 0.000 claims description 6
• OPQARKPSCNTWTJ-UHFFFAOYSA-L copper(ii) acetate Chemical compound [Cu+2].CC([O-])=O.CC([O-])=O OPQARKPSCNTWTJ-UHFFFAOYSA-L 0.000 claims description 6
• 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims description 6
• 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 6
• 125000004573 morpholin-4-yl group Chemical group N1(CCOCC1)* 0.000 claims description 6
• SCVFZCLFOSHCOH-UHFFFAOYSA-M potassium acetate Chemical compound [K+].CC([O-])=O SCVFZCLFOSHCOH-UHFFFAOYSA-M 0.000 claims description 6
• BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical compound ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 claims description 5
• 230000001070 adhesive effect Effects 0.000 claims description 5
• 125000001424 substituent group Chemical group 0.000 claims description 5
• 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims description 4
• 101100054666 Streptomyces halstedii sch3 gene Proteins 0.000 claims description 4
• 239000000853 adhesive Substances 0.000 claims description 4
• 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 4
• BRPQOXSCLDDYGP-UHFFFAOYSA-N calcium oxide Chemical compound [O-2].[Ca+2] BRPQOXSCLDDYGP-UHFFFAOYSA-N 0.000 claims description 4
• 239000000292 calcium oxide Substances 0.000 claims description 4
• ODINCKMPIJJUCX-UHFFFAOYSA-N calcium oxide Inorganic materials [Ca]=O ODINCKMPIJJUCX-UHFFFAOYSA-N 0.000 claims description 4
• 125000004956 cyclohexylene group Chemical group 0.000 claims description 4
• 238000005538 encapsulation Methods 0.000 claims description 4
• 239000003094 microcapsule Substances 0.000 claims description 4
• 125000001624 naphthyl group Chemical group 0.000 claims description 4
• 125000004430 oxygen atom Chemical group O* 0.000 claims description 4
• 230000033458 reproduction Effects 0.000 claims description 4
• 238000012360 testing method Methods 0.000 claims description 4
• VHYFNPMBLIVWCW-UHFFFAOYSA-N 4-Dimethylaminopyridine Chemical compound CN(C)C1=CC=NC=C1 VHYFNPMBLIVWCW-UHFFFAOYSA-N 0.000 claims description 3
• 125000002373 5 membered heterocyclic group Chemical group 0.000 claims description 3
• 125000004070 6 membered heterocyclic group Chemical group 0.000 claims description 3
• ZOUTYVWHWSUKPL-NOZJJQNGSA-N C[C@H](CS)C(=O)N[C@H](Cc1c[nH]c2ccccc12)C(O)=O Chemical compound C[C@H](CS)C(=O)N[C@H](Cc1c[nH]c2ccccc12)C(O)=O ZOUTYVWHWSUKPL-NOZJJQNGSA-N 0.000 claims description 3
• CKDWPUIZGOQOOM-UHFFFAOYSA-N Carbamyl chloride Chemical compound NC(Cl)=O CKDWPUIZGOQOOM-UHFFFAOYSA-N 0.000 claims description 3
• VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 claims description 3
• WQDUMFSSJAZKTM-UHFFFAOYSA-N Sodium methoxide Chemical compound [Na+].[O-]C WQDUMFSSJAZKTM-UHFFFAOYSA-N 0.000 claims description 3
• ISKQADXMHQSTHK-UHFFFAOYSA-N [4-(aminomethyl)phenyl]methanamine Chemical compound NCC1=CC=C(CN)C=C1 ISKQADXMHQSTHK-UHFFFAOYSA-N 0.000 claims description 3
• ZOIORXHNWRGPMV-UHFFFAOYSA-N acetic acid;zinc Chemical compound [Zn].CC(O)=O.CC(O)=O ZOIORXHNWRGPMV-UHFFFAOYSA-N 0.000 claims description 3
• 150000008065 acid anhydrides Chemical class 0.000 claims description 3
• SMZOGRDCAXLAAR-UHFFFAOYSA-N aluminium isopropoxide Chemical compound [Al+3].CC(C)[O-].CC(C)[O-].CC(C)[O-] SMZOGRDCAXLAAR-UHFFFAOYSA-N 0.000 claims description 3
• ITHZDDVSAWDQPZ-UHFFFAOYSA-L barium acetate Chemical compound [Ba+2].CC([O-])=O.CC([O-])=O ITHZDDVSAWDQPZ-UHFFFAOYSA-L 0.000 claims description 3
• LHQLJMJLROMYRN-UHFFFAOYSA-L cadmium acetate Chemical compound [Cd+2].CC([O-])=O.CC([O-])=O LHQLJMJLROMYRN-UHFFFAOYSA-L 0.000 claims description 3
• QAHREYKOYSIQPH-UHFFFAOYSA-L cobalt(II) acetate Chemical compound [Co+2].CC([O-])=O.CC([O-])=O QAHREYKOYSIQPH-UHFFFAOYSA-L 0.000 claims description 3
• WCOATMADISNSBV-UHFFFAOYSA-K diacetyloxyalumanyl acetate Chemical compound [Al+3].CC([O-])=O.CC([O-])=O.CC([O-])=O WCOATMADISNSBV-UHFFFAOYSA-K 0.000 claims description 3
• NONOKGVFTBWRLD-UHFFFAOYSA-N isocyanatosulfanylimino(oxo)methane Chemical compound O=C=NSN=C=O NONOKGVFTBWRLD-UHFFFAOYSA-N 0.000 claims description 3
• JILPJDVXYVTZDQ-UHFFFAOYSA-N lithium methoxide Chemical compound [Li+].[O-]C JILPJDVXYVTZDQ-UHFFFAOYSA-N 0.000 claims description 3
• LZWQNOHZMQIFBX-UHFFFAOYSA-N lithium;2-methylpropan-2-olate Chemical compound [Li+].CC(C)(C)[O-] LZWQNOHZMQIFBX-UHFFFAOYSA-N 0.000 claims description 3
• UEGPKNKPLBYCNK-UHFFFAOYSA-L magnesium acetate Chemical compound [Mg+2].CC([O-])=O.CC([O-])=O UEGPKNKPLBYCNK-UHFFFAOYSA-L 0.000 claims description 3
• 239000011654 magnesium acetate Substances 0.000 claims description 3
• 235000011285 magnesium acetate Nutrition 0.000 claims description 3
• 229940069446 magnesium acetate Drugs 0.000 claims description 3
• 235000011056 potassium acetate Nutrition 0.000 claims description 3
• 239000001632 sodium acetate Substances 0.000 claims description 3
• 235000017281 sodium acetate Nutrition 0.000 claims description 3
• VXUYXOFXAQZZMF-UHFFFAOYSA-N titanium(IV) isopropoxide Chemical compound CC(C)O[Ti](OC(C)C)(OC(C)C)OC(C)C VXUYXOFXAQZZMF-UHFFFAOYSA-N 0.000 claims description 3
• 239000004246 zinc acetate Substances 0.000 claims description 3
• BNJMRELGMDUDDB-UHFFFAOYSA-N $l^{1}-sulfanylbenzene Chemical compound [S]C1=CC=CC=C1 BNJMRELGMDUDDB-UHFFFAOYSA-N 0.000 claims description 2
• 125000000229 (C1-C4)alkoxy group Chemical group 0.000 claims description 2
• NGNBDVOYPDDBFK-UHFFFAOYSA-N 2-[2,4-di(pentan-2-yl)phenoxy]acetyl chloride Chemical compound CCCC(C)C1=CC=C(OCC(Cl)=O)C(C(C)CCC)=C1 NGNBDVOYPDDBFK-UHFFFAOYSA-N 0.000 claims description 2
• 125000004399 C1-C4 alkenyl group Chemical group 0.000 claims description 2
• 125000004202 aminomethyl group Chemical group [H]N([H])C([H])([H])* 0.000 claims description 2
• 125000000051 benzyloxy group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])O* 0.000 claims description 2
• FZFAMSAMCHXGEF-UHFFFAOYSA-N chloro formate Chemical compound ClOC=O FZFAMSAMCHXGEF-UHFFFAOYSA-N 0.000 claims description 2
• 125000000058 cyclopentadienyl group Chemical group C1(=CC=CC1)* 0.000 claims description 2
• 125000002147 dimethylamino group Chemical group [H]C([H])([H])N(*)C([H])([H])[H] 0.000 claims description 2
• ZSWFCLXCOIISFI-UHFFFAOYSA-N endo-cyclopentadiene Natural products C1C=CC=C1 ZSWFCLXCOIISFI-UHFFFAOYSA-N 0.000 claims description 2
• 125000005745 ethoxymethyl group Chemical group [H]C([H])([H])C([H])([H])OC([H])([H])* 0.000 claims description 2
• 125000001153 fluoro group Chemical group F* 0.000 claims description 2
• 125000002485 formyl group Chemical group [H]C(*)=O 0.000 claims description 2
• 125000005843 halogen group Chemical group 0.000 claims description 2
• 125000004836 hexamethylene group Chemical group [H]C([H])([*:2])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[*:1] 0.000 claims description 2
• 125000004184 methoxymethyl group Chemical group [H]C([H])([H])OC([H])([H])* 0.000 claims description 2
• 125000001064 morpholinomethyl group Chemical group [H]C([H])(*)N1C([H])([H])C([H])([H])OC([H])([H])C1([H])[H] 0.000 claims description 2
• 125000003356 phenylsulfanyl group Chemical group [*]SC1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 claims description 2
• 125000001422 pyrrolinyl group Chemical group 0.000 claims description 2
• 229910052717 sulfur Inorganic materials 0.000 claims description 2
• 125000000026 trimethylsilyl group Chemical group [H]C([H])([H])[Si]([*])(C([H])([H])[H])C([H])([H])[H] 0.000 claims description 2
• 125000004642 (C1-C12) alkoxy group Chemical group 0.000 claims 4
• 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims 1
• 125000006710 (C2-C12) alkenyl group Chemical group 0.000 claims 1
• FRZNJFWQVYAVCE-UHFFFAOYSA-N 1-[5-tert-butyl-2-(4-methylphenyl)pyrazol-3-yl]-3-[4-(2-morpholin-4-ylethoxy)phenyl]urea Chemical compound C1=CC(C)=CC=C1N1C(NC(=O)NC=2C=CC(OCCN3CCOCC3)=CC=2)=CC(C(C)(C)C)=N1 FRZNJFWQVYAVCE-UHFFFAOYSA-N 0.000 claims 1
• 238000009472 formulation Methods 0.000 abstract description 29
• 125000002768 hydroxyalkyl group Chemical group 0.000 abstract description 5
• 125000002947 alkylene group Chemical group 0.000 abstract description 2
• YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 54
• 239000000049 pigment Substances 0.000 description 39
• 239000011248 coating agent Substances 0.000 description 32
• 238000001723 curing Methods 0.000 description 20
• 239000010410 layer Substances 0.000 description 19
• 239000000178 monomer Substances 0.000 description 19
• XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 18
• MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 17
• 229920001577 copolymer Polymers 0.000 description 16
• 239000000047 product Substances 0.000 description 16
• OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 15
• 239000013307 optical fiber Substances 0.000 description 15
• RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 14
• GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 14
• 229920005989 resin Polymers 0.000 description 14
• 239000011347 resin Substances 0.000 description 14
• XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 12
• 150000001252 acrylic acid derivatives Chemical class 0.000 description 12
• 229920005862 polyol Polymers 0.000 description 12
• PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 11
• 150000001412 amines Chemical class 0.000 description 11
• 239000003795 chemical substances by application Substances 0.000 description 11
• 150000003077 polyols Chemical class 0.000 description 10
• 239000000243 solution Substances 0.000 description 10
• XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 10
• UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 9
• PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 9
• 239000011230 binding agent Substances 0.000 description 9
• 229910052751 metal Inorganic materials 0.000 description 9
• 239000002184 metal Substances 0.000 description 9
• 238000006116 polymerization reaction Methods 0.000 description 9
• 230000005855 radiation Effects 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
• 239000012965 benzophenone Substances 0.000 description 8
• 239000000470 constituent Substances 0.000 description 8
• 238000001035 drying Methods 0.000 description 8
• 239000000835 fiber Substances 0.000 description 8
• 238000000465 moulding Methods 0.000 description 8
• 229910052757 nitrogen Inorganic materials 0.000 description 8
• 229920002120 photoresistant polymer Polymers 0.000 description 8
• 150000003254 radicals Chemical class 0.000 description 8
• 238000001228 spectrum Methods 0.000 description 8
• 238000005160 1H NMR spectroscopy Methods 0.000 description 7
• FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 description 7
• 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
• LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 7
• QYKIQEUNHZKYBP-UHFFFAOYSA-N Vinyl ether Chemical class C=COC=C QYKIQEUNHZKYBP-UHFFFAOYSA-N 0.000 description 7
• XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 7
• UQSXHKLRYXJYBZ-UHFFFAOYSA-N iron oxide Inorganic materials [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 description 7
• 239000007788 liquid Substances 0.000 description 7
• 229910052753 mercury Inorganic materials 0.000 description 7
• 239000003921 oil Substances 0.000 description 7
• 238000000016 photochemical curing Methods 0.000 description 7
• 229920003023 plastic Polymers 0.000 description 7
• 239000004033 plastic Substances 0.000 description 7
• 229920000728 polyester Polymers 0.000 description 7
• 239000011541 reaction mixture Substances 0.000 description 7
• 239000000600 sorbitol Substances 0.000 description 7
• 239000006096 absorbing agent Substances 0.000 description 6
• 150000001298 alcohols Chemical class 0.000 description 6
• 229910052786 argon Inorganic materials 0.000 description 6
• RWCCWEUUXYIKHB-UHFFFAOYSA-N benzophenone Chemical compound C=1C=CC=CC=1C(=O)C1=CC=CC=C1 RWCCWEUUXYIKHB-UHFFFAOYSA-N 0.000 description 6
• 229940024874 benzophenone Drugs 0.000 description 6
• 230000015572 biosynthetic process Effects 0.000 description 6
• 239000007859 condensation product Substances 0.000 description 6
• 239000006185 dispersion Substances 0.000 description 6
• 239000011521 glass Substances 0.000 description 6
• QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 6
• 238000002156 mixing Methods 0.000 description 6
• VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 6
• 239000003960 organic solvent Substances 0.000 description 6
• 229920000647 polyepoxide Polymers 0.000 description 6
• 229920000570 polyether Polymers 0.000 description 6
• 239000004814 polyurethane Substances 0.000 description 6
• 230000002829 reductive effect Effects 0.000 description 6
• RQGSZGCFMVGVJR-UHFFFAOYSA-N 2-(2-hydroxyethoxy)ethyl 2-oxo-2-phenylacetate Chemical compound OCCOCCOC(=O)C(=O)C1=CC=CC=C1 RQGSZGCFMVGVJR-UHFFFAOYSA-N 0.000 description 5
• DZRLZBYMIRXJGO-UHFFFAOYSA-N 2-[2-(oxiran-2-ylmethoxy)ethoxy]ethanol Chemical compound OCCOCCOCC1CO1 DZRLZBYMIRXJGO-UHFFFAOYSA-N 0.000 description 5
• CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 5
• CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 5
• NRCMAYZCPIVABH-UHFFFAOYSA-N Quinacridone Chemical compound N1C2=CC=CC=C2C(=O)C2=C1C=C1C(=O)C3=CC=CC=C3NC1=C2 NRCMAYZCPIVABH-UHFFFAOYSA-N 0.000 description 5
• 239000007983 Tris buffer Substances 0.000 description 5
• NIXOWILDQLNWCW-UHFFFAOYSA-M acrylate group Chemical group C(C=C)(=O)[O-] NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 5
• NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 5
• PYKYMHQGRFAEBM-UHFFFAOYSA-N anthraquinone Chemical class CCC(=O)c1c(O)c2C(=O)C3C(C=CC=C3O)C(=O)c2cc1CC(=O)OC PYKYMHQGRFAEBM-UHFFFAOYSA-N 0.000 description 5
• 150000004056 anthraquinones Chemical class 0.000 description 5
• 239000002585 base Substances 0.000 description 5
• 230000008901 benefit Effects 0.000 description 5
• 239000003086 colorant Substances 0.000 description 5
• 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 description 5
• 239000003085 diluting agent Substances 0.000 description 5
• 239000000975 dye Substances 0.000 description 5
• 238000000921 elemental analysis Methods 0.000 description 5
• 239000003995 emulsifying agent Substances 0.000 description 5
• 239000007789 gas Substances 0.000 description 5
• 238000002329 infrared spectrum Methods 0.000 description 5
• 235000013980 iron oxide Nutrition 0.000 description 5
• 239000004611 light stabiliser Substances 0.000 description 5
• 239000011159 matrix material Substances 0.000 description 5
• 239000003973 paint Substances 0.000 description 5
• 229920001296 polysiloxane Polymers 0.000 description 5
• 229920002635 polyurethane Polymers 0.000 description 5
• 239000000126 substance Substances 0.000 description 5
• 239000004408 titanium dioxide Substances 0.000 description 5
• PQDJYEQOELDLCP-UHFFFAOYSA-N trimethylsilane Chemical compound C[SiH](C)C PQDJYEQOELDLCP-UHFFFAOYSA-N 0.000 description 5
• 239000002023 wood Substances 0.000 description 5
• KWVGIHKZDCUPEU-UHFFFAOYSA-N 2,2-dimethoxy-2-phenylacetophenone Chemical compound C=1C=CC=CC=1C(OC)(OC)C(=O)C1=CC=CC=C1 KWVGIHKZDCUPEU-UHFFFAOYSA-N 0.000 description 4
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