DD244558A5 - Verwendung von neuen ketonderivaten als fotoinitiatoren fuer die fotopolymerisation von ethylenisch ungesaettigten verbindungen oder solche enthaltende systeme - Google Patents
Verwendung von neuen ketonderivaten als fotoinitiatoren fuer die fotopolymerisation von ethylenisch ungesaettigten verbindungen oder solche enthaltende systeme Download PDFInfo
- Publication number
- DD244558A5 DD244558A5 DD86288691A DD28869186A DD244558A5 DD 244558 A5 DD244558 A5 DD 244558A5 DD 86288691 A DD86288691 A DD 86288691A DD 28869186 A DD28869186 A DD 28869186A DD 244558 A5 DD244558 A5 DD 244558A5
- Authority
- DD
- German Democratic Republic
- Prior art keywords
- photoinitiators
- phenyl
- compounds
- aqueous
- photopolymerization
- Prior art date
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- 150000002576 ketones Chemical class 0.000 title claims description 10
- 150000001875 compounds Chemical class 0.000 title abstract description 48
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims abstract description 16
- 229910052739 hydrogen Inorganic materials 0.000 claims description 8
- 229910052799 carbon Inorganic materials 0.000 claims description 4
- -1 R1 being H Chemical group 0.000 abstract description 23
- 150000003839 salts Chemical class 0.000 abstract description 10
- 239000002253 acid Substances 0.000 abstract description 8
- 239000002585 base Substances 0.000 abstract description 7
- 150000003863 ammonium salts Chemical class 0.000 abstract description 6
- 125000000896 monocarboxylic acid group Chemical group 0.000 abstract description 5
- 125000001477 organic nitrogen group Chemical group 0.000 abstract description 5
- 229910052783 alkali metal Inorganic materials 0.000 abstract description 3
- 229910006069 SO3H Inorganic materials 0.000 abstract description 2
- 150000001340 alkali metals Chemical class 0.000 abstract description 2
- 125000000020 sulfo group Chemical group O=S(=O)([*])O[H] 0.000 abstract description 2
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 abstract 3
- 125000003837 (C1-C20) alkyl group Chemical group 0.000 abstract 1
- 125000004191 (C1-C6) alkoxy group Chemical group 0.000 abstract 1
- 125000002853 C1-C4 hydroxyalkyl group Chemical group 0.000 abstract 1
- 229910052784 alkaline earth metal Inorganic materials 0.000 abstract 1
- 150000001342 alkaline earth metals Chemical class 0.000 abstract 1
- 229920000642 polymer Polymers 0.000 description 29
- 239000000243 solution Substances 0.000 description 21
- 239000003999 initiator Substances 0.000 description 18
- 238000006243 chemical reaction Methods 0.000 description 16
- 238000000576 coating method Methods 0.000 description 15
- 239000000463 material Substances 0.000 description 15
- 239000000178 monomer Substances 0.000 description 13
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 12
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 12
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 12
- 239000000203 mixture Substances 0.000 description 11
- 238000002360 preparation method Methods 0.000 description 11
- 230000005855 radiation Effects 0.000 description 11
- 239000006185 dispersion Substances 0.000 description 10
- LZHUBCULTHIFNO-UHFFFAOYSA-N 2,4-dihydroxy-1,5-bis[4-(2-hydroxyethoxy)phenyl]-2,4-dimethylpentan-3-one Chemical compound C=1C=C(OCCO)C=CC=1CC(C)(O)C(=O)C(O)(C)CC1=CC=C(OCCO)C=C1 LZHUBCULTHIFNO-UHFFFAOYSA-N 0.000 description 9
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 9
- 238000000034 method Methods 0.000 description 9
- 239000007858 starting material Substances 0.000 description 9
- 125000000217 alkyl group Chemical group 0.000 description 8
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 7
- 125000004432 carbon atom Chemical group C* 0.000 description 7
- 238000006116 polymerization reaction Methods 0.000 description 7
- 238000003756 stirring Methods 0.000 description 7
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 6
- 150000001412 amines Chemical class 0.000 description 6
- 239000011248 coating agent Substances 0.000 description 6
- 239000002861 polymer material Substances 0.000 description 6
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 5
- 239000000976 ink Substances 0.000 description 5
- 238000002844 melting Methods 0.000 description 5
- 230000008018 melting Effects 0.000 description 5
- 239000003973 paint Substances 0.000 description 5
- 239000000123 paper Substances 0.000 description 5
- 238000007639 printing Methods 0.000 description 5
- 239000000047 product Substances 0.000 description 5
- 230000009257 reactivity Effects 0.000 description 5
- 239000000126 substance Substances 0.000 description 5
- MYRTYDVEIRVNKP-UHFFFAOYSA-N 1,2-Divinylbenzene Chemical compound C=CC1=CC=CC=C1C=C MYRTYDVEIRVNKP-UHFFFAOYSA-N 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 4
- 239000004925 Acrylic resin Substances 0.000 description 4
- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 description 4
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 4
- VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 description 4
- 239000003795 chemical substances by application Substances 0.000 description 4
- 238000001723 curing Methods 0.000 description 4
- 239000000839 emulsion Substances 0.000 description 4
- 239000011521 glass Substances 0.000 description 4
- 239000001257 hydrogen Substances 0.000 description 4
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 4
- 125000002768 hydroxyalkyl group Chemical group 0.000 description 4
- CRVGTESFCCXCTH-UHFFFAOYSA-N methyl diethanolamine Chemical compound OCCN(C)CCO CRVGTESFCCXCTH-UHFFFAOYSA-N 0.000 description 4
- 239000012074 organic phase Substances 0.000 description 4
- MDHYEMXUFSJLGV-UHFFFAOYSA-N phenethyl acetate Chemical compound CC(=O)OCCC1=CC=CC=C1 MDHYEMXUFSJLGV-UHFFFAOYSA-N 0.000 description 4
- 239000011541 reaction mixture Substances 0.000 description 4
- VOBUAPTXJKMNCT-UHFFFAOYSA-N 1-prop-2-enoyloxyhexyl prop-2-enoate Chemical compound CCCCCC(OC(=O)C=C)OC(=O)C=C VOBUAPTXJKMNCT-UHFFFAOYSA-N 0.000 description 3
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 3
- VVBLNCFGVYUYGU-UHFFFAOYSA-N 4,4'-Bis(dimethylamino)benzophenone Chemical compound C1=CC(N(C)C)=CC=C1C(=O)C1=CC=C(N(C)C)C=C1 VVBLNCFGVYUYGU-UHFFFAOYSA-N 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-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
- 244000028419 Styrax benzoin Species 0.000 description 3
- 235000000126 Styrax benzoin Nutrition 0.000 description 3
- 235000008411 Sumatra benzointree Nutrition 0.000 description 3
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
- PNTLMFABGCHLMN-UHFFFAOYSA-N [4-(2-hydroxyethoxy)phenyl]-phenylmethanone Chemical compound C1=CC(OCCO)=CC=C1C(=O)C1=CC=CC=C1 PNTLMFABGCHLMN-UHFFFAOYSA-N 0.000 description 3
- 239000000654 additive Substances 0.000 description 3
- 239000003513 alkali Substances 0.000 description 3
- 125000003545 alkoxy group Chemical group 0.000 description 3
- 239000012965 benzophenone Substances 0.000 description 3
- 238000007796 conventional method Methods 0.000 description 3
- 238000001035 drying Methods 0.000 description 3
- 235000019382 gum benzoic Nutrition 0.000 description 3
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 3
- 229910052751 metal Inorganic materials 0.000 description 3
- 239000002184 metal Substances 0.000 description 3
- 238000003847 radiation curing Methods 0.000 description 3
- 150000003254 radicals Chemical class 0.000 description 3
- 239000007787 solid Substances 0.000 description 3
- 239000004753 textile Substances 0.000 description 3
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 3
- JHYHYSDFWREWFU-UHFFFAOYSA-N 2,4-dihydroxy-1,5-bis[4-(2-hydroxyethyl)phenyl]-2,4-dimethylpentan-3-one Chemical compound C=1C=C(CCO)C=CC=1CC(C)(O)C(=O)C(O)(C)CC1=CC=C(CCO)C=C1 JHYHYSDFWREWFU-UHFFFAOYSA-N 0.000 description 2
- OEPOKWHJYJXUGD-UHFFFAOYSA-N 2-(3-phenylmethoxyphenyl)-1,3-thiazole-4-carbaldehyde Chemical compound O=CC1=CSC(C=2C=C(OCC=3C=CC=CC=3)C=CC=2)=N1 OEPOKWHJYJXUGD-UHFFFAOYSA-N 0.000 description 2
- HKXJVPRNPHAENR-UHFFFAOYSA-N 2-(4-benzoylphenoxy)ethyl acetate Chemical compound C1=CC(OCCOC(=O)C)=CC=C1C(=O)C1=CC=CC=C1 HKXJVPRNPHAENR-UHFFFAOYSA-N 0.000 description 2
- DGMOBVGABMBZSB-UHFFFAOYSA-N 2-methylpropanoyl chloride Chemical compound CC(C)C(Cl)=O DGMOBVGABMBZSB-UHFFFAOYSA-N 0.000 description 2
- QCDWFXQBSFUVSP-UHFFFAOYSA-N 2-phenoxyethanol Chemical compound OCCOC1=CC=CC=C1 QCDWFXQBSFUVSP-UHFFFAOYSA-N 0.000 description 2
- WHFKYDMBUMLWDA-UHFFFAOYSA-N 2-phenoxyethyl acetate Chemical compound CC(=O)OCCOC1=CC=CC=C1 WHFKYDMBUMLWDA-UHFFFAOYSA-N 0.000 description 2
- WRMNZCZEMHIOCP-UHFFFAOYSA-N 2-phenylethanol Chemical compound OCCC1=CC=CC=C1 WRMNZCZEMHIOCP-UHFFFAOYSA-N 0.000 description 2
- JHWGFJBTMHEZME-UHFFFAOYSA-N 4-prop-2-enoyloxybutyl prop-2-enoate Chemical compound C=CC(=O)OCCCCOC(=O)C=C JHWGFJBTMHEZME-UHFFFAOYSA-N 0.000 description 2
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 description 2
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 2
- 238000005863 Friedel-Crafts acylation reaction Methods 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
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- YRYZGVBKMWFWGT-UHFFFAOYSA-N Methyl 4-phenylbutanoate Chemical compound COC(=O)CCCC1=CC=CC=C1 YRYZGVBKMWFWGT-UHFFFAOYSA-N 0.000 description 2
- GYCMBHHDWRMZGG-UHFFFAOYSA-N Methylacrylonitrile Chemical compound CC(=C)C#N GYCMBHHDWRMZGG-UHFFFAOYSA-N 0.000 description 2
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 description 2
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 description 2
- GLUUGHFHXGJENI-UHFFFAOYSA-N Piperazine Chemical compound C1CNCCN1 GLUUGHFHXGJENI-UHFFFAOYSA-N 0.000 description 2
- SMWDFEZZVXVKRB-UHFFFAOYSA-N Quinoline Chemical compound N1=CC=CC2=CC=CC=C21 SMWDFEZZVXVKRB-UHFFFAOYSA-N 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- 238000003848 UV Light-Curing Methods 0.000 description 2
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 description 2
- HVVWZTWDBSEWIH-UHFFFAOYSA-N [2-(hydroxymethyl)-3-prop-2-enoyloxy-2-(prop-2-enoyloxymethyl)propyl] prop-2-enoate Chemical compound C=CC(=O)OCC(CO)(COC(=O)C=C)COC(=O)C=C HVVWZTWDBSEWIH-UHFFFAOYSA-N 0.000 description 2
- RHWSBOLVGFFDHX-UHFFFAOYSA-N [4-(2-hydroxyethyl)phenyl]-phenylmethanone Chemical compound C1=CC(CCO)=CC=C1C(=O)C1=CC=CC=C1 RHWSBOLVGFFDHX-UHFFFAOYSA-N 0.000 description 2
- 229960000583 acetic acid Drugs 0.000 description 2
- 150000007513 acids Chemical class 0.000 description 2
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 2
- 230000010933 acylation Effects 0.000 description 2
- 238000005917 acylation reaction Methods 0.000 description 2
- 125000001931 aliphatic group Chemical group 0.000 description 2
- 150000001408 amides Chemical class 0.000 description 2
- 238000013459 approach Methods 0.000 description 2
- 239000012736 aqueous medium Substances 0.000 description 2
- 125000003118 aryl group Chemical group 0.000 description 2
- 150000008366 benzophenones Chemical class 0.000 description 2
- 239000011230 binding agent Substances 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- HQABUPZFAYXKJW-UHFFFAOYSA-N butan-1-amine Chemical compound CCCCN HQABUPZFAYXKJW-UHFFFAOYSA-N 0.000 description 2
- 238000001816 cooling 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
- PAFZNILMFXTMIY-UHFFFAOYSA-N cyclohexylamine Chemical compound NC1CCCCC1 PAFZNILMFXTMIY-UHFFFAOYSA-N 0.000 description 2
- ISAOCJYIOMOJEB-UHFFFAOYSA-N desyl alcohol Natural products C=1C=CC=CC=1C(O)C(=O)C1=CC=CC=C1 ISAOCJYIOMOJEB-UHFFFAOYSA-N 0.000 description 2
- JQVDAXLFBXTEQA-UHFFFAOYSA-N dibutylamine Chemical compound CCCCNCCCC JQVDAXLFBXTEQA-UHFFFAOYSA-N 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 238000009472 formulation Methods 0.000 description 2
- 125000000524 functional group Chemical group 0.000 description 2
- 239000012362 glacial acetic acid Substances 0.000 description 2
- 150000002431 hydrogen Chemical class 0.000 description 2
- 229920001477 hydrophilic polymer Polymers 0.000 description 2
- 239000004922 lacquer Substances 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 239000002609 medium Substances 0.000 description 2
- 229910052753 mercury Inorganic materials 0.000 description 2
- FQPSGWSUVKBHSU-UHFFFAOYSA-N methacrylamide Chemical compound CC(=C)C(N)=O FQPSGWSUVKBHSU-UHFFFAOYSA-N 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- KKFHAJHLJHVUDM-UHFFFAOYSA-N n-vinylcarbazole Chemical compound C1=CC=C2N(C=C)C3=CC=CC=C3C2=C1 KKFHAJHLJHVUDM-UHFFFAOYSA-N 0.000 description 2
- 239000004745 nonwoven fabric Substances 0.000 description 2
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- LCPDWSOZIOUXRV-UHFFFAOYSA-N phenoxyacetic acid Chemical compound OC(=O)COC1=CC=CC=C1 LCPDWSOZIOUXRV-UHFFFAOYSA-N 0.000 description 2
- 229920003023 plastic Polymers 0.000 description 2
- 239000004033 plastic Substances 0.000 description 2
- KCTAWXVAICEBSD-UHFFFAOYSA-N prop-2-enoyloxy prop-2-eneperoxoate Chemical compound C=CC(=O)OOOC(=O)C=C KCTAWXVAICEBSD-UHFFFAOYSA-N 0.000 description 2
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 2
- 238000005510 radiation hardening Methods 0.000 description 2
- 239000000376 reactant Substances 0.000 description 2
- 239000013558 reference substance Substances 0.000 description 2
- 238000007127 saponification reaction Methods 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
- IMFACGCPASFAPR-UHFFFAOYSA-N tributylamine Chemical compound CCCCN(CCCC)CCCC IMFACGCPASFAPR-UHFFFAOYSA-N 0.000 description 2
- 229920003169 water-soluble polymer Polymers 0.000 description 2
- ODIGIKRIUKFKHP-UHFFFAOYSA-N (n-propan-2-yloxycarbonylanilino) acetate Chemical compound CC(C)OC(=O)N(OC(C)=O)C1=CC=CC=C1 ODIGIKRIUKFKHP-UHFFFAOYSA-N 0.000 description 1
- KVJOTYVWZJWVTL-UHFFFAOYSA-N 1,5-bis[4-(2-aminoethyl)phenyl]-2,4-dihydroxy-2,4-dimethylpentan-3-one Chemical compound NCCC1=CC=C(C=C1)CC(C)(O)C(=O)C(C)(CC1=CC=C(C=C1)CCN)O KVJOTYVWZJWVTL-UHFFFAOYSA-N 0.000 description 1
- PQUXFUBNSYCQAL-UHFFFAOYSA-N 1-(2,3-difluorophenyl)ethanone Chemical compound CC(=O)C1=CC=CC(F)=C1F PQUXFUBNSYCQAL-UHFFFAOYSA-N 0.000 description 1
- FJLUATLTXUNBOT-UHFFFAOYSA-N 1-Hexadecylamine Chemical compound CCCCCCCCCCCCCCCCN FJLUATLTXUNBOT-UHFFFAOYSA-N 0.000 description 1
- QAXHJIWWODRWIP-UHFFFAOYSA-N 2,4-dihydroxy-1,5-bis[4-(3-hydroxypropyl)phenyl]-2,4-dimethylpentan-3-one Chemical compound OCCCC1=CC=C(C=C1)CC(C)(O)C(=O)C(C)(CC1=CC=C(C=C1)CCCO)O QAXHJIWWODRWIP-UHFFFAOYSA-N 0.000 description 1
- KKFDCBRMNNSAAW-UHFFFAOYSA-N 2-(morpholin-4-yl)ethanol Chemical compound OCCN1CCOCC1 KKFDCBRMNNSAAW-UHFFFAOYSA-N 0.000 description 1
- LBLYYCQCTBFVLH-UHFFFAOYSA-N 2-Methylbenzenesulfonic acid Chemical class CC1=CC=CC=C1S(O)(=O)=O LBLYYCQCTBFVLH-UHFFFAOYSA-N 0.000 description 1
- NIPJJUJPIZGIPF-UHFFFAOYSA-N 2-[2-[4-[5-[4-[2-(carboxymethoxy)ethoxy]phenyl]-2,4-dihydroxy-2,4-dimethyl-3-oxopentyl]phenoxy]ethoxy]acetic acid Chemical compound OC(=O)COCCOC1=CC=C(C=C1)CC(C)(O)C(=O)C(C)(CC1=CC=C(C=C1)OCCOCC(=O)O)O NIPJJUJPIZGIPF-UHFFFAOYSA-N 0.000 description 1
- FLKIJNISGLPWAC-UHFFFAOYSA-N 2-[4-(2-methylpropanoyl)phenoxy]ethyl acetate Chemical compound CC(C)C(=O)C1=CC=C(OCCOC(C)=O)C=C1 FLKIJNISGLPWAC-UHFFFAOYSA-N 0.000 description 1
- RQGMPFVPEIRTEG-UHFFFAOYSA-N 2-[4-[5-[4-(2-acetyloxyethoxy)phenyl]-2,4-dimethyl-3-oxopentyl]phenoxy]ethyl acetate Chemical compound C=1C=C(OCCOC(C)=O)C=CC=1CC(C)C(=O)C(C)CC1=CC=C(OCCOC(C)=O)C=C1 RQGMPFVPEIRTEG-UHFFFAOYSA-N 0.000 description 1
- GVNHOISKXMSMPX-UHFFFAOYSA-N 2-[butyl(2-hydroxyethyl)amino]ethanol Chemical compound CCCCN(CCO)CCO GVNHOISKXMSMPX-UHFFFAOYSA-N 0.000 description 1
- OJPDDQSCZGTACX-UHFFFAOYSA-N 2-[n-(2-hydroxyethyl)anilino]ethanol Chemical compound OCCN(CCO)C1=CC=CC=C1 OJPDDQSCZGTACX-UHFFFAOYSA-N 0.000 description 1
- NLGDWWCZQDIASO-UHFFFAOYSA-N 2-hydroxy-1-(7-oxabicyclo[4.1.0]hepta-1,3,5-trien-2-yl)-2-phenylethanone Chemical class OC(C(=O)c1cccc2Oc12)c1ccccc1 NLGDWWCZQDIASO-UHFFFAOYSA-N 0.000 description 1
- KUDUQBURMYMBIJ-UHFFFAOYSA-N 2-prop-2-enoyloxyethyl prop-2-enoate Chemical compound C=CC(=O)OCCOC(=O)C=C KUDUQBURMYMBIJ-UHFFFAOYSA-N 0.000 description 1
- WNFYJWMBXGASPC-UHFFFAOYSA-N 3-[4-(2-hydroxy-2-methylpropanoyl)phenyl]propanoic acid Chemical compound CC(C)(O)C(=O)C1=CC=C(CCC(O)=O)C=C1 WNFYJWMBXGASPC-UHFFFAOYSA-N 0.000 description 1
- BCDNMIGKFJDRPB-UHFFFAOYSA-N 3-[4-[5-[4-(2-carboxypropyl)phenyl]-2,4-dihydroxy-2,4-dimethyl-3-oxopentyl]phenyl]-2-methylpropanoic acid Chemical compound OC(=O)C(CC1=CC=C(C=C1)CC(C)(O)C(=O)C(C)(CC1=CC=C(C=C1)CC(C)C(=O)O)O)C BCDNMIGKFJDRPB-UHFFFAOYSA-N 0.000 description 1
- NHIRIMBKJDSLBY-UHFFFAOYSA-N 3-[bis(3-hydroxypropyl)amino]propan-1-ol Chemical compound OCCCN(CCCO)CCCO NHIRIMBKJDSLBY-UHFFFAOYSA-N 0.000 description 1
- XMIIGOLPHOKFCH-UHFFFAOYSA-N 3-phenylpropionic acid Chemical compound OC(=O)CCC1=CC=CC=C1 XMIIGOLPHOKFCH-UHFFFAOYSA-N 0.000 description 1
- JRJGKUTZNBZHNK-UHFFFAOYSA-N 3-phenylpropyl acetate Chemical compound CC(=O)OCCCC1=CC=CC=C1 JRJGKUTZNBZHNK-UHFFFAOYSA-N 0.000 description 1
- UANARXLTGYBIOB-UHFFFAOYSA-N 4-(4-benzoylphenyl)butanoic acid Chemical compound C1=CC(CCCC(=O)O)=CC=C1C(=O)C1=CC=CC=C1 UANARXLTGYBIOB-UHFFFAOYSA-N 0.000 description 1
- FFXZAIDGGFZUFB-UHFFFAOYSA-N 4-[4-(2-hydroxy-2-methylpropanoyl)phenyl]butanoic acid Chemical compound CC(C)(O)C(=O)C1=CC=C(CCCC(O)=O)C=C1 FFXZAIDGGFZUFB-UHFFFAOYSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 1
- ATRRKUHOCOJYRX-UHFFFAOYSA-N Ammonium bicarbonate Chemical compound [NH4+].OC([O-])=O ATRRKUHOCOJYRX-UHFFFAOYSA-N 0.000 description 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
- GAWIXWVDTYZWAW-UHFFFAOYSA-N C[CH]O Chemical group C[CH]O GAWIXWVDTYZWAW-UHFFFAOYSA-N 0.000 description 1
- XBPCUCUWBYBCDP-UHFFFAOYSA-N Dicyclohexylamine Chemical compound C1CCCCC1NC1CCCCC1 XBPCUCUWBYBCDP-UHFFFAOYSA-N 0.000 description 1
- 239000004593 Epoxy Substances 0.000 description 1
- 238000005727 Friedel-Crafts reaction Methods 0.000 description 1
- OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 description 1
- PEEHTFAAVSWFBL-UHFFFAOYSA-N Maleimide Chemical compound O=C1NC(=O)C=C1 PEEHTFAAVSWFBL-UHFFFAOYSA-N 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 1
- 229920001730 Moisture cure polyurethane Polymers 0.000 description 1
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 1
- XBDQKXXYIPTUBI-UHFFFAOYSA-M Propionate Chemical compound CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 1
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 1
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 1
- 239000002250 absorbent Substances 0.000 description 1
- 230000002745 absorbent Effects 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 238000000862 absorption spectrum Methods 0.000 description 1
- 229940048053 acrylate Drugs 0.000 description 1
- 125000004423 acyloxy group Chemical group 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 125000003302 alkenyloxy group Chemical group 0.000 description 1
- 125000004848 alkoxyethyl group Chemical group 0.000 description 1
- 150000008051 alkyl sulfates Chemical class 0.000 description 1
- 239000001099 ammonium carbonate Substances 0.000 description 1
- 235000012501 ammonium carbonate Nutrition 0.000 description 1
- 239000002280 amphoteric surfactant Substances 0.000 description 1
- 125000000129 anionic group Chemical group 0.000 description 1
- 239000003945 anionic surfactant Substances 0.000 description 1
- 150000004056 anthraquinones Chemical class 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- WURBFLDFSFBTLW-UHFFFAOYSA-N benzil Chemical class C=1C=CC=CC=1C(=O)C(=O)C1=CC=CC=C1 WURBFLDFSFBTLW-UHFFFAOYSA-N 0.000 description 1
- 229960002130 benzoin Drugs 0.000 description 1
- RWCCWEUUXYIKHB-UHFFFAOYSA-N benzophenone Chemical compound C=1C=CC=CC=1C(=O)C1=CC=CC=C1 RWCCWEUUXYIKHB-UHFFFAOYSA-N 0.000 description 1
- PASDCCFISLVPSO-UHFFFAOYSA-N benzoyl chloride Chemical compound ClC(=O)C1=CC=CC=C1 PASDCCFISLVPSO-UHFFFAOYSA-N 0.000 description 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 1
- 210000001124 body fluid Anatomy 0.000 description 1
- 239000010839 body fluid Substances 0.000 description 1
- 230000031709 bromination Effects 0.000 description 1
- 238000005893 bromination reaction Methods 0.000 description 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 1
- 229910052794 bromium Inorganic materials 0.000 description 1
- 238000012662 bulk polymerization Methods 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000001589 carboacyl group Chemical group 0.000 description 1
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
- 239000000969 carrier Substances 0.000 description 1
- 125000002091 cationic group Chemical group 0.000 description 1
- 239000003093 cationic surfactant Substances 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 238000011097 chromatography purification Methods 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 239000006184 cosolvent Substances 0.000 description 1
- 229920006037 cross link polymer Polymers 0.000 description 1
- 239000003431 cross linking reagent Substances 0.000 description 1
- 239000012043 crude product Substances 0.000 description 1
- 150000001924 cycloalkanes Chemical class 0.000 description 1
- 238000013461 design Methods 0.000 description 1
- 125000004386 diacrylate group Chemical group 0.000 description 1
- 150000001991 dicarboxylic acids Chemical class 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- QLACLEPYLWLNTD-UHFFFAOYSA-N dihydrocinnamic acid Natural products COc1ccc(CCC(O)=O)c(O)c1OC QLACLEPYLWLNTD-UHFFFAOYSA-N 0.000 description 1
- XXBDWLFCJWSEKW-UHFFFAOYSA-N dimethylbenzylamine Chemical compound CN(C)CC1=CC=CC=C1 XXBDWLFCJWSEKW-UHFFFAOYSA-N 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 239000008151 electrolyte solution Substances 0.000 description 1
- 229940021013 electrolyte solution Drugs 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- 238000007720 emulsion polymerization reaction Methods 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 230000032050 esterification Effects 0.000 description 1
- 238000005886 esterification reaction Methods 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 238000007046 ethoxylation reaction Methods 0.000 description 1
- UHESRSKEBRADOO-UHFFFAOYSA-N ethyl carbamate;prop-2-enoic acid Chemical compound OC(=O)C=C.CCOC(N)=O UHESRSKEBRADOO-UHFFFAOYSA-N 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 239000000284 extract Substances 0.000 description 1
- 239000004744 fabric Substances 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 239000008394 flocculating agent Substances 0.000 description 1
- 238000010528 free radical solution polymerization reaction Methods 0.000 description 1
- 239000001530 fumaric acid Substances 0.000 description 1
- 150000004820 halides Chemical class 0.000 description 1
- 125000005843 halogen group Chemical group 0.000 description 1
- 125000005842 heteroatom Chemical group 0.000 description 1
- 125000000623 heterocyclic group Chemical group 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 125000004356 hydroxy functional group Chemical group O* 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 239000005457 ice water Substances 0.000 description 1
- 239000010985 leather Substances 0.000 description 1
- 239000004611 light stabiliser Substances 0.000 description 1
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
- 239000011976 maleic acid Substances 0.000 description 1
- 239000006224 matting agent Substances 0.000 description 1
- 125000005397 methacrylic acid ester group Chemical group 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 150000002763 monocarboxylic acids Chemical class 0.000 description 1
- YWFWDNVOPHGWMX-UHFFFAOYSA-N n,n-dimethyldodecan-1-amine Chemical compound CCCCCCCCCCCCN(C)C YWFWDNVOPHGWMX-UHFFFAOYSA-N 0.000 description 1
- UQKAOOAFEFCDGT-UHFFFAOYSA-N n,n-dimethyloctan-1-amine Chemical compound CCCCCCCCN(C)C UQKAOOAFEFCDGT-UHFFFAOYSA-N 0.000 description 1
- 150000002825 nitriles Chemical class 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 239000002736 nonionic surfactant Substances 0.000 description 1
- 230000009965 odorless effect Effects 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 239000012188 paraffin wax Substances 0.000 description 1
- 150000002989 phenols Polymers 0.000 description 1
- 150000003003 phosphines Chemical class 0.000 description 1
- 238000006552 photochemical reaction Methods 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 229920000647 polyepoxide Polymers 0.000 description 1
- 229920001225 polyester resin Polymers 0.000 description 1
- 229920000151 polyglycol Chemical class 0.000 description 1
- 239000010695 polyglycol Chemical class 0.000 description 1
- 229910052573 porcelain Inorganic materials 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 239000002243 precursor Substances 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 125000006239 protecting group Chemical group 0.000 description 1
- 125000001453 quaternary ammonium group Chemical group 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
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- 238000007650 screen-printing Methods 0.000 description 1
- RMAQACBXLXPBSY-UHFFFAOYSA-N silicic acid Chemical compound O[Si](O)(O)O RMAQACBXLXPBSY-UHFFFAOYSA-N 0.000 description 1
- 235000012239 silicon dioxide Nutrition 0.000 description 1
- 229940047670 sodium acrylate Drugs 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 230000003595 spectral effect Effects 0.000 description 1
- 238000010561 standard procedure Methods 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 150000003440 styrenes Chemical class 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- KDYFGRWQOYBRFD-UHFFFAOYSA-L succinate(2-) Chemical compound [O-]C(=O)CCC([O-])=O KDYFGRWQOYBRFD-UHFFFAOYSA-L 0.000 description 1
- 150000005846 sugar alcohols Polymers 0.000 description 1
- 150000003458 sulfonic acid derivatives Chemical class 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- MUTNCGKQJGXKEM-UHFFFAOYSA-N tamibarotene Chemical compound C=1C=C2C(C)(C)CCC(C)(C)C2=CC=1NC(=O)C1=CC=C(C(O)=O)C=C1 MUTNCGKQJGXKEM-UHFFFAOYSA-N 0.000 description 1
- 150000003512 tertiary amines Chemical class 0.000 description 1
- 229920002803 thermoplastic polyurethane Polymers 0.000 description 1
- 150000003573 thiols Chemical class 0.000 description 1
- 230000001960 triggered effect Effects 0.000 description 1
- RKBCYCFRFCNLTO-UHFFFAOYSA-N triisopropylamine Chemical compound CC(C)N(C(C)C)C(C)C RKBCYCFRFCNLTO-UHFFFAOYSA-N 0.000 description 1
- WFKWXMTUELFFGS-UHFFFAOYSA-N tungsten Chemical compound [W] WFKWXMTUELFFGS-UHFFFAOYSA-N 0.000 description 1
- 229910052721 tungsten Inorganic materials 0.000 description 1
- 239000010937 tungsten Substances 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- 239000007762 w/o emulsion Substances 0.000 description 1
- 238000004065 wastewater treatment Methods 0.000 description 1
- 239000002023 wood Substances 0.000 description 1
- 150000007964 xanthones Chemical class 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
Classifications
-
- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03F—PHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
- G03F7/00—Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
- G03F7/004—Photosensitive materials
- G03F7/027—Non-macromolecular photopolymerisable compounds having carbon-to-carbon double bonds, e.g. ethylenic compounds
- G03F7/028—Non-macromolecular photopolymerisable compounds having carbon-to-carbon double bonds, e.g. ethylenic compounds with photosensitivity-increasing substances, e.g. photoinitiators
- G03F7/031—Organic compounds not covered by group G03F7/029
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C309/00—Sulfonic acids; Halides, esters, or anhydrides thereof
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
- C07C45/67—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton
- C07C45/673—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by change of size of the carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
- C07C49/76—Ketones containing a keto group bound to a six-membered aromatic ring
- C07C49/82—Ketones containing a keto group bound to a six-membered aromatic ring containing hydroxy groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
- C07C49/76—Ketones containing a keto group bound to a six-membered aromatic ring
- C07C49/82—Ketones containing a keto group bound to a six-membered aromatic ring containing hydroxy groups
- C07C49/83—Ketones containing a keto group bound to a six-membered aromatic ring containing hydroxy groups polycyclic
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
- C07C49/76—Ketones containing a keto group bound to a six-membered aromatic ring
- C07C49/84—Ketones containing a keto group bound to a six-membered aromatic ring containing ether groups, groups, groups, or groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C59/00—Compounds having carboxyl groups bound to acyclic carbon atoms and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups
- C07C59/40—Unsaturated compounds
- C07C59/76—Unsaturated compounds containing keto groups
- C07C59/84—Unsaturated compounds containing keto groups containing six membered aromatic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C59/00—Compounds having carboxyl groups bound to acyclic carbon atoms and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups
- C07C59/40—Unsaturated compounds
- C07C59/76—Unsaturated compounds containing keto groups
- C07C59/90—Unsaturated compounds containing keto groups containing singly bound oxygen-containing groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F2/00—Processes of polymerisation
- C08F2/46—Polymerisation initiated by wave energy or particle radiation
- C08F2/48—Polymerisation initiated by wave energy or particle radiation by ultraviolet or visible light
- C08F2/50—Polymerisation initiated by wave energy or particle radiation by ultraviolet or visible light with sensitising agents
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Physics & Mathematics (AREA)
- Polymers & Plastics (AREA)
- Health & Medical Sciences (AREA)
- General Physics & Mathematics (AREA)
- Medicinal Chemistry (AREA)
- Spectroscopy & Molecular Physics (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Polymerisation Methods In General (AREA)
- Holo Graphy (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Adhesives Or Adhesive Processes (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
- Medicines Containing Plant Substances (AREA)
- Physical Or Chemical Processes And Apparatus (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19853512179 DE3512179A1 (de) | 1985-04-03 | 1985-04-03 | Fotoinitiatoren fuer die fotopolymerisation in waessrigen systemen |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DD244558A5 true DD244558A5 (de) | 1987-04-08 |
Family
ID=6267206
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DD86288691A DD244558A5 (de) | 1985-04-03 | 1986-04-02 | Verwendung von neuen ketonderivaten als fotoinitiatoren fuer die fotopolymerisation von ethylenisch ungesaettigten verbindungen oder solche enthaltende systeme |
Country Status (14)
| Country | Link |
|---|---|
| US (2) | US4861916A (fi) |
| EP (1) | EP0216884B1 (fi) |
| JP (2) | JPH0629211B2 (fi) |
| KR (1) | KR930007303B1 (fi) |
| AT (1) | ATE55373T1 (fi) |
| AU (1) | AU603056B2 (fi) |
| BR (1) | BR8606537A (fi) |
| CA (1) | CA1267656A (fi) |
| DD (1) | DD244558A5 (fi) |
| DE (2) | DE3512179A1 (fi) |
| ES (1) | ES8706172A1 (fi) |
| FI (1) | FI86412C (fi) |
| SG (1) | SG18193G (fi) |
| WO (2) | WO1986005777A1 (fi) |
Families Citing this family (105)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS6121104A (ja) * | 1984-07-10 | 1986-01-29 | Adeka Argus Chem Co Ltd | 光重合開始剤 |
| DE3512179A1 (de) * | 1985-04-03 | 1986-12-04 | Merck Patent Gmbh, 6100 Darmstadt | Fotoinitiatoren fuer die fotopolymerisation in waessrigen systemen |
| KR910000199B1 (ko) * | 1986-04-15 | 1991-01-23 | 시바-가이기 코오포레이숀 | 액체 광개시제 혼합물 |
| DE3738567A1 (de) * | 1987-03-12 | 1988-09-22 | Merck Patent Gmbh | Coreaktive fotoinitiatoren |
| DE3880868D1 (en) * | 1987-03-26 | 1993-06-17 | Ciba Geigy Ag | Neue alpha-aminoacetophenone als photoinitiatoren. |
| DE3815622A1 (de) * | 1988-05-07 | 1989-11-16 | Merck Patent Gmbh | Fotoinitiator-dispersionen |
| IT1228982B (it) * | 1989-03-07 | 1991-07-11 | Lamberti Flli Spa | Dispersioni acquose di fotoiniziatori e loro impiego. |
| CA2016738A1 (en) * | 1989-06-08 | 1990-12-08 | Philippe Guerry | Substituted aminoalkylbenzene derivatives |
| US5214046A (en) * | 1989-07-27 | 1993-05-25 | Hoffmann-La Roche Inc. | Substituted aminoalkoxybenzene anti-fungicidal compositions and use |
| US5274179A (en) * | 1993-04-06 | 1993-12-28 | Alliedsignal Inc. | Fluorinated photoinitiators and their application in UV curing of fluorinated monomers |
| USRE35060E (en) * | 1991-12-11 | 1995-10-10 | Alliedsignal Inc. | Fluorinated photoinitiators and their application in UV curing of fluorinated monomers |
| US5645964A (en) | 1993-08-05 | 1997-07-08 | Kimberly-Clark Corporation | Digital information recording media and method of using same |
| US5700850A (en) | 1993-08-05 | 1997-12-23 | Kimberly-Clark Worldwide | Colorant compositions and colorant stabilizers |
| US6017471A (en) | 1993-08-05 | 2000-01-25 | Kimberly-Clark Worldwide, Inc. | Colorants and colorant modifiers |
| US5865471A (en) | 1993-08-05 | 1999-02-02 | Kimberly-Clark Worldwide, Inc. | Photo-erasable data processing forms |
| US5643356A (en) | 1993-08-05 | 1997-07-01 | Kimberly-Clark Corporation | Ink for ink jet printers |
| US5733693A (en) | 1993-08-05 | 1998-03-31 | Kimberly-Clark Worldwide, Inc. | Method for improving the readability of data processing forms |
| US5681380A (en) | 1995-06-05 | 1997-10-28 | Kimberly-Clark Worldwide, Inc. | Ink for ink jet printers |
| US5721287A (en) | 1993-08-05 | 1998-02-24 | Kimberly-Clark Worldwide, Inc. | Method of mutating a colorant by irradiation |
| CA2120838A1 (en) | 1993-08-05 | 1995-02-06 | Ronald Sinclair Nohr | Solid colored composition mutable by ultraviolet radiation |
| US6211383B1 (en) | 1993-08-05 | 2001-04-03 | Kimberly-Clark Worldwide, Inc. | Nohr-McDonald elimination reaction |
| US5773182A (en) | 1993-08-05 | 1998-06-30 | Kimberly-Clark Worldwide, Inc. | Method of light stabilizing a colorant |
| US6017661A (en) | 1994-11-09 | 2000-01-25 | Kimberly-Clark Corporation | Temporary marking using photoerasable colorants |
| US5670557A (en) * | 1994-01-28 | 1997-09-23 | Minnesota Mining And Manufacturing Company | Polymerized microemulsion pressure sensitive adhesive compositions and methods of preparing and using same |
| US5685754A (en) | 1994-06-30 | 1997-11-11 | Kimberly-Clark Corporation | Method of generating a reactive species and polymer coating applications therefor |
| US5739175A (en) | 1995-06-05 | 1998-04-14 | Kimberly-Clark Worldwide, Inc. | Photoreactor composition containing an arylketoalkene wavelength-specific sensitizer |
| US6242057B1 (en) | 1994-06-30 | 2001-06-05 | Kimberly-Clark Worldwide, Inc. | Photoreactor composition and applications therefor |
| US6071979A (en) | 1994-06-30 | 2000-06-06 | Kimberly-Clark Worldwide, Inc. | Photoreactor composition method of generating a reactive species and applications therefor |
| US6008268A (en) | 1994-10-21 | 1999-12-28 | Kimberly-Clark Worldwide, Inc. | Photoreactor composition, method of generating a reactive species, and applications therefor |
| MX9708641A (es) * | 1995-05-10 | 1998-02-28 | Avery Dennison Corp | Adhesivos sensibles a la presion, en base a acrilico, pigmentados, curados con radiacion ultravioleta, y metodo para la fabricacion de los mismos. |
| US5747550A (en) | 1995-06-05 | 1998-05-05 | Kimberly-Clark Worldwide, Inc. | Method of generating a reactive species and polymerizing an unsaturated polymerizable material |
| US5849411A (en) | 1995-06-05 | 1998-12-15 | Kimberly-Clark Worldwide, Inc. | Polymer film, nonwoven web and fibers containing a photoreactor composition |
| US5798015A (en) | 1995-06-05 | 1998-08-25 | Kimberly-Clark Worldwide, Inc. | Method of laminating a structure with adhesive containing a photoreactor composition |
| US5786132A (en) | 1995-06-05 | 1998-07-28 | Kimberly-Clark Corporation | Pre-dyes, mutable dye compositions, and methods of developing a color |
| US5811199A (en) | 1995-06-05 | 1998-09-22 | Kimberly-Clark Worldwide, Inc. | Adhesive compositions containing a photoreactor composition |
| AU6378696A (en) | 1995-06-05 | 1996-12-24 | Kimberly-Clark Worldwide, Inc. | Novel pre-dyes |
| AU5535296A (en) | 1995-06-28 | 1997-01-30 | Kimberly-Clark Worldwide, Inc. | Novel colorants and colorant modifiers |
| US5855655A (en) | 1996-03-29 | 1999-01-05 | Kimberly-Clark Worldwide, Inc. | Colorant stabilizers |
| PL321573A1 (en) | 1995-11-28 | 1997-12-08 | Kimberly Clark Co | Improved stabilising agents for dyes |
| US5782963A (en) | 1996-03-29 | 1998-07-21 | Kimberly-Clark Worldwide, Inc. | Colorant stabilizers |
| US6099628A (en) | 1996-03-29 | 2000-08-08 | Kimberly-Clark Worldwide, Inc. | Colorant stabilizers |
| ES2157494T3 (es) * | 1996-02-20 | 2001-08-16 | Asahi Chemical Ind | Procedimiento para la fabricacion de placas de imprimir de resina fotosensible. |
| US5891229A (en) | 1996-03-29 | 1999-04-06 | Kimberly-Clark Worldwide, Inc. | Colorant stabilizers |
| EP0880076B1 (en) * | 1996-12-06 | 2010-03-31 | Asahi Kasei Kabushiki Kaisha | Process for the production of photosensitive resin printing plates and treating fluid |
| US6524379B2 (en) | 1997-08-15 | 2003-02-25 | Kimberly-Clark Worldwide, Inc. | Colorants, colorant stabilizers, ink compositions, and improved methods of making the same |
| US6210808B1 (en) | 1997-10-27 | 2001-04-03 | Rexam Graphics Inc. | Ink jet recording sheet comprising a chromophore-grafted polyvinyl alcohol |
| JP3576862B2 (ja) * | 1998-04-28 | 2004-10-13 | キヤノン株式会社 | インク、画像形成方法及び光重合開始剤 |
| JP2002517523A (ja) | 1998-06-03 | 2002-06-18 | キンバリー クラーク ワールドワイド インコーポレイテッド | 新規な光開始剤およびその利用 |
| CA2298615C (en) | 1998-06-03 | 2009-03-31 | Kimberly-Clark Worldwide, Inc. | Neonanoplasts produced by microemulsion technology and inks for ink jet printing |
| AU5219299A (en) | 1998-07-20 | 2000-02-07 | Kimberly-Clark Worldwide, Inc. | Improved ink jet ink compositions |
| PL366326A1 (en) | 1998-09-28 | 2005-01-24 | Kimberly-Clark Worldwide, Inc. | Novel photoinitiators and applications therefor |
| WO2000024786A1 (en) * | 1998-10-28 | 2000-05-04 | Rexam Graphics Inc. | Method of stabilizing a radiation curable, water insoluble monomer/prepolymer in an aqueous medium |
| EP1144512B1 (en) | 1999-01-19 | 2003-04-23 | Kimberly-Clark Worldwide, Inc. | Novel colorants, colorant stabilizers, ink compositions, and improved methods of making the same |
| US6331056B1 (en) | 1999-02-25 | 2001-12-18 | Kimberly-Clark Worldwide, Inc. | Printing apparatus and applications therefor |
| US6294698B1 (en) | 1999-04-16 | 2001-09-25 | Kimberly-Clark Worldwide, Inc. | Photoinitiators and applications therefor |
| US6368395B1 (en) | 1999-05-24 | 2002-04-09 | Kimberly-Clark Worldwide, Inc. | Subphthalocyanine colorants, ink compositions, and method of making the same |
| US6376568B1 (en) * | 1999-07-29 | 2002-04-23 | Ciba Specialty Chemicals Corporation | Surface-active photoinitiators |
| GB2352718A (en) * | 1999-08-04 | 2001-02-07 | Coates Brothers Plc | Photoinitiators |
| EP1230276B1 (en) * | 1999-10-20 | 2005-12-14 | Ciba SC Holding AG | Photoinitiator formulations |
| GB0001883D0 (en) * | 2000-01-28 | 2000-03-22 | Ciba Spec Chem Water Treat Ltd | Polymerisation process |
| US7037953B2 (en) * | 2000-03-29 | 2006-05-02 | Sun Chemical Corporation | Radiation curable aqueous compositions |
| US6803112B1 (en) | 2000-03-29 | 2004-10-12 | Sun Chemical Corporation | Radiation curable aqueous compositions for low extractable film packaging |
| WO2002000735A1 (en) | 2000-06-19 | 2002-01-03 | Kimberly-Clark Worldwide, Inc. | Novel photoinitiators and applications therefor |
| ATE409708T1 (de) * | 2000-12-13 | 2008-10-15 | Ciba Holding Inc | Oberflächenaktive photoinitiatoren |
| GB0104142D0 (en) * | 2001-02-20 | 2001-04-11 | Ciba Spec Chem Water Treat Ltd | Polymerisation process |
| US7588880B2 (en) * | 2002-04-26 | 2009-09-15 | Ciba Specialty Chemicals Corp. | Incorporable photoinitiator |
| CN1504448A (zh) * | 2002-11-28 | 2004-06-16 | 北京英力科技发展有限公司 | 带活性侧链的酮类光引发剂化合物及其制备方法和应用 |
| ITVA20030040A1 (it) * | 2003-10-27 | 2005-04-28 | Lamberti Spa | Fotoiniziatore solido bianco in polvere e procedimento per la sua preparazione. |
| EP1763499B1 (en) * | 2004-04-19 | 2007-09-26 | CIBA SPECIALTY CHEMICALS HOLDING INC. Patent Departement | New photoinitiators |
| CN101172951B (zh) * | 2006-11-02 | 2011-08-10 | 北京英力科技发展有限公司 | 羟基乙氧基二苯甲酮羧酸酯及其作为光引发剂的用途 |
| WO2008101988A1 (en) * | 2007-02-23 | 2008-08-28 | Basf Se | Production of superabsorbent polymers on a continuous belt reactor |
| JP5098397B2 (ja) | 2007-03-29 | 2012-12-12 | コニカミノルタホールディングス株式会社 | インクジェットインク、及びインクジェット記録方法 |
| US7705065B2 (en) * | 2007-08-28 | 2010-04-27 | Xerox Corporation | Photoinitiator functionalized with alkoxy groups |
| WO2009050116A2 (en) * | 2007-10-17 | 2009-04-23 | Basf Se | Adhesion promoting photoinitiators for uv cured coatings over metal surfaces |
| JP5136035B2 (ja) * | 2007-12-11 | 2013-02-06 | コニカミノルタホールディングス株式会社 | インクジェットインク及びインクジェット記録方法 |
| US9175098B2 (en) | 2010-02-23 | 2015-11-03 | Coloplast A/S | Polymeric photoinitiators |
| CN101811951A (zh) * | 2010-05-07 | 2010-08-25 | 甘肃金盾化工有限责任公司 | 一种2-羟基-1-｛4-(2-羟乙氧基)苯基｝-2-甲基-1-丙酮的制备方法 |
| US20130089581A1 (en) | 2010-06-22 | 2013-04-11 | Coloplast A/S | Skin-friendly adhesives from polyalklether-based photoinitiators |
| RU2586558C2 (ru) | 2010-06-22 | 2016-06-10 | Колопласт А/С | Гидрофильные гели из фотоинициаторов на основе полиалкиловых эфиров |
| WO2012062334A1 (en) | 2010-11-12 | 2012-05-18 | Coloplast A/S | New routes to polyacrylates |
| RU2584165C2 (ru) | 2010-11-12 | 2016-05-20 | Колопласт А/С | Новые полимерные фотоинициаторы |
| CN102320946B (zh) * | 2011-07-19 | 2013-10-02 | 湖北工业大学 | 2-羟基芳酮类化合物的制备方法 |
| US9353211B2 (en) | 2012-05-16 | 2016-05-31 | Coloplast A/S | Polymeric photoinitiators and photoinitiator monomers |
| CN104583243B (zh) | 2012-09-28 | 2016-08-24 | 富士胶片株式会社 | 固化性树脂组合物、水溶性油墨组合物、油墨组及图像形成方法 |
| WO2014060640A1 (en) * | 2012-10-19 | 2014-04-24 | Fermion Oy | A process for the preparation of ospemifene |
| MY172901A (en) | 2012-12-17 | 2019-12-13 | Alcon Inc | Method for making improved uv-absorbing ophthalmic lenses |
| JP6009652B2 (ja) | 2013-03-22 | 2016-10-19 | 富士フイルム株式会社 | インク組成物、インクセット、及び画像形成方法 |
| JP5819341B2 (ja) * | 2013-03-29 | 2015-11-24 | 富士フイルム株式会社 | 硬化性組成物、硬化性組成物セット、及び画像形成方法 |
| JP6089110B2 (ja) * | 2013-09-30 | 2017-03-01 | 富士フイルム株式会社 | α−ハロゲノアセトフェノン化合物の製造方法、及びα−ブロモアセトフェノン化合物 |
| JP6204583B2 (ja) | 2014-05-15 | 2017-09-27 | 富士フイルム株式会社 | α−ブロモアセトフェノン化合物の製造方法 |
| ES2967311T3 (es) * | 2014-09-16 | 2024-04-29 | Shionogi & Co | Proceso para la preparación de ospemifeno |
| JP6312841B2 (ja) * | 2014-09-26 | 2018-04-18 | 富士フイルム株式会社 | 活性エネルギー線硬化型粘着剤組成物、粘着シート |
| JP6386574B2 (ja) * | 2014-09-26 | 2018-09-05 | 富士フイルム株式会社 | 活性エネルギー線硬化型粘着剤組成物、活性エネルギー線硬化型粘着シート |
| JP6368790B2 (ja) * | 2014-09-26 | 2018-08-01 | 富士フイルム株式会社 | 活性エネルギー線硬化型粘着剤組成物、粘着シート、タッチパネル用積層体および静電容量式タッチパネル |
| JP6505875B2 (ja) | 2016-02-10 | 2019-04-24 | 富士フイルム株式会社 | インクジェット記録方法 |
| CN108137457B (zh) | 2016-03-15 | 2022-09-06 | 盐野义制药株式会社 | 苯氧乙醇衍生物的制造方法 |
| CN106365967A (zh) * | 2016-08-16 | 2017-02-01 | 甘肃金盾化工有限责任公司 | 2‑羟基‑1‑[4‑(2‑羟乙氧基)苯基]‑2‑甲基‑1‑丙酮的制备方法 |
| WO2018092038A1 (en) | 2016-11-18 | 2018-05-24 | Novartis Ag | Method for making ophthalmic lenses |
| JP6901292B2 (ja) | 2017-03-15 | 2021-07-14 | 株式会社Adeka | 水溶性組成物、その硬化物の製造方法、およびその硬化物、並びにアシルホスフィン酸塩 |
| EP3395793B9 (en) * | 2017-04-24 | 2021-09-29 | IGM Group B.V. | Process for the preparation of alpha-functionalized ketones |
| WO2018230564A1 (ja) | 2017-06-16 | 2018-12-20 | 株式会社Adeka | コーティング組成物 |
| BR112020002912A2 (pt) | 2017-08-17 | 2020-07-28 | Coloplast A/S | polímero, fotoiniciador, e, método de sintetização de um polímero. |
| CN110467692A (zh) | 2018-05-11 | 2019-11-19 | 北京英力科技发展有限公司 | 一种聚丙烯酸酯类大分子光引发剂及其合成方法与应用 |
| AU2020316011A1 (en) * | 2019-07-19 | 2022-03-03 | Bridgene Biosciences, Inc. | Inhibitors of tyrosine kinase |
| WO2023282046A1 (ja) * | 2021-07-05 | 2023-01-12 | 株式会社Adeka | 化合物、組成物、硬化物及び硬化物の製造方法 |
Family Cites Families (35)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE158237C (fi) * | ||||
| US2182786A (en) * | 1938-09-14 | 1939-12-12 | Dow Chemical Co | Hydroxy-alkyl ethers of benzophenone |
| FR1059911A (fr) * | 1951-04-05 | 1954-03-29 | Haco Ges A G | Procédé pour la préparation de nouveaux aldéhydes et cétones aromatiques |
| US3075014A (en) * | 1960-06-14 | 1963-01-22 | Richardson Merrell Inc | Basic substituted alkoxy diphenylalkanols, diphenylalkenes and diphenylalkanes |
| GB920859A (en) * | 1960-06-14 | 1963-03-13 | Richardson Merrell Inc | Substituted triphenylmethanols |
| NL129087C (fi) * | 1961-01-19 | |||
| US3379755A (en) * | 1964-06-04 | 1968-04-23 | Merck & Co Inc | Preparation of (4-alkanoylphenoxy) acetic acids by oxidation |
| CH475214A (de) * | 1965-06-04 | 1969-07-15 | Ciba Geigy | Verfahren zur Herstellung sulfonsäure- bzw. sulfonatgruppenhaltiger Hydroxybenzophenone |
| FR1516775A (fr) * | 1966-07-13 | 1968-02-05 | Rhone Poulenc Sa | Nouveaux dérivés de l'acide benzoyl-4 phénylacétique et leur préparation |
| US3541142A (en) * | 1966-09-02 | 1970-11-17 | Merck & Co Inc | (4-(2-hydroxymethylalkanoyl)phenoxy) acetic acids |
| US3609183A (en) * | 1969-01-08 | 1971-09-28 | Parke Davis & Co | {60 -{8 {11 -(dimethylaminoalkyl)phenyl{9 -4-methoxy-{60 {40 -nitrostilbene compounds |
| GB1245711A (en) * | 1969-01-13 | 1971-09-08 | Allen & Hanburys Ltd | Phenethyl alcohols |
| CH543472A (fr) * | 1969-01-31 | 1973-10-31 | Orchimed Sa | Procédé pour la préparation d'acides phénoxyalcoyl-carboxyliques |
| US3689565A (en) * | 1970-05-04 | 1972-09-05 | Horst Hoffmann | {60 -methylolbenzoin ethers |
| DE2028751A1 (de) * | 1970-06-11 | 1971-12-16 | Basf Ag | Verfahren zum Herstellen von Kunststoff-Mischungen |
| US3801329A (en) * | 1971-12-17 | 1974-04-02 | Union Carbide Corp | Radiation curable coating compositions |
| DE2232365C2 (de) * | 1972-07-01 | 1982-06-09 | Basf Ag, 6700 Ludwigshafen | Durch UV-Bestrahlung polymerisierbare Gemische |
| FI60194C (fi) * | 1972-07-28 | 1981-12-10 | Ciba Geigy Ag | Foerfarande foer framstaellning av bensil-monoketaler |
| JPS5226252B2 (fi) * | 1973-04-28 | 1977-07-13 | ||
| FR2278327A2 (fr) * | 1974-07-19 | 1976-02-13 | Roussel Uclaf | Nouveaux derives de l'alcool butyrique, procede de preparation et application comme medicaments |
| JPS5195049A (en) * | 1975-02-12 | 1976-08-20 | * **********so*****no***tsu*****************************************ni*no | |
| US4144156A (en) * | 1976-04-14 | 1979-03-13 | Basf Aktiengesellschaft | Manufacture of unsymmetric monoacetals of aromatic 1,2-diketones employable as photoiniatiators |
| DE2730462A1 (de) * | 1976-07-15 | 1978-01-19 | Ciba Geigy Ag | Photoinitiatoren fuer uv-haertbare massen |
| DE2722264C2 (de) * | 1977-05-17 | 1984-06-28 | Merck Patent Gmbh, 6100 Darmstadt | Verwendung von substituierten Oxyalkylphenonen als Photosensibilisatoren |
| EP0003002B1 (de) * | 1977-12-22 | 1984-06-13 | Ciba-Geigy Ag | Verwendung von aromatisch-aliphatischen Ketonen als Photoinitiatoren, photopolymerisierbare Systeme enthaltend solche Ketone und neue aromatisch-aliphatische Ketone |
| FR2420522A1 (fr) * | 1978-03-20 | 1979-10-19 | Unicler | Derives de l'acide (m-benzoyl-phenoxy)-2 propionique et leurs applications comme medicaments |
| US4199420A (en) * | 1978-04-06 | 1980-04-22 | Stauffer Chemical Company | Alkoxymethylbenzophenones as photoinitiators for photopolymerizable compositions and process based thereon |
| GB2025942A (en) * | 1978-05-31 | 1980-01-30 | Sori Soc Rech Ind | Phenoxyalkylcarboxylic acids |
| US4288631A (en) * | 1979-09-05 | 1981-09-08 | General Electric Company | UV Stabilizers, coating compositions and composite structures obtained therefrom |
| DE3008411A1 (de) * | 1980-03-05 | 1981-09-10 | Merck Patent Gmbh, 6100 Darmstadt | Neue aromatisch-aliphatische ketone, ihre verwendung als photoinitiatoren sowie photopolymerisierbare systeme enthaltend solche ketone |
| US4302606A (en) * | 1980-05-23 | 1981-11-24 | Gaf Corporation | 2-Hydroxy,alkoxy,methylolbenzophenone intermediate compounds for the manufacture of improved copolymerizable ultraviolet light absorber compounds |
| DE3126433A1 (de) * | 1981-07-04 | 1983-01-13 | Merck Patent Gmbh, 6100 Darmstadt | "neue gemische auf basis von substituierten dialkoxyacetophenonen, ihre verwendung als photoinitiatoren sowie photopolymerisierbare systeme enthaltend solche gemische" |
| US4534838A (en) * | 1984-04-16 | 1985-08-13 | Loctite Corporation | Siloxane polyphotoinitiators of the substituted acetophenone type |
| JPS625952A (ja) * | 1985-01-10 | 1987-01-12 | Kuraray Co Ltd | ビタミンａ又はそのカルボン酸エステルの製造方法 |
| DE3512179A1 (de) * | 1985-04-03 | 1986-12-04 | Merck Patent Gmbh, 6100 Darmstadt | Fotoinitiatoren fuer die fotopolymerisation in waessrigen systemen |
-
1985
- 1985-04-03 DE DE19853512179 patent/DE3512179A1/de not_active Withdrawn
-
1986
- 1986-03-27 DE DE8686902384T patent/DE3673301D1/de not_active Expired - Lifetime
- 1986-03-27 BR BR8606537A patent/BR8606537A/pt not_active IP Right Cessation
- 1986-03-27 WO PCT/EP1986/000183 patent/WO1986005777A1/de active IP Right Grant
- 1986-03-27 JP JP61502225A patent/JPH0629211B2/ja not_active Expired - Lifetime
- 1986-03-27 EP EP86902384A patent/EP0216884B1/de not_active Expired - Lifetime
- 1986-03-27 AT AT86902384T patent/ATE55373T1/de not_active IP Right Cessation
- 1986-03-27 US US06/948,305 patent/US4861916A/en not_active Expired - Lifetime
- 1986-04-01 CA CA000505547A patent/CA1267656A/en not_active Expired - Lifetime
- 1986-04-02 DD DD86288691A patent/DD244558A5/de not_active IP Right Cessation
- 1986-04-02 KR KR1019860700840A patent/KR930007303B1/ko not_active IP Right Cessation
- 1986-04-02 AU AU56639/86A patent/AU603056B2/en not_active Ceased
- 1986-04-02 WO PCT/EP1986/000198 patent/WO1986005778A1/de unknown
- 1986-04-03 ES ES553689A patent/ES8706172A1/es not_active Expired
- 1986-12-02 FI FI864926A patent/FI86412C/fi not_active IP Right Cessation
-
1989
- 1989-04-13 US US07/337,773 patent/US5045573A/en not_active Expired - Lifetime
-
1993
- 1993-02-17 SG SG181/93A patent/SG18193G/en unknown
- 1993-08-31 JP JP5240464A patent/JPH072769B2/ja not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| JPH072769B2 (ja) | 1995-01-18 |
| ATE55373T1 (de) | 1990-08-15 |
| US4861916A (en) | 1989-08-29 |
| WO1986005778A1 (en) | 1986-10-09 |
| BR8606537A (pt) | 1987-08-04 |
| SG18193G (en) | 1993-06-11 |
| JPH06228218A (ja) | 1994-08-16 |
| JPH0629211B2 (ja) | 1994-04-20 |
| CA1267656A (en) | 1990-04-10 |
| FI86412B (fi) | 1992-05-15 |
| WO1986005777A1 (en) | 1986-10-09 |
| AU5663986A (en) | 1986-10-23 |
| FI864926A0 (fi) | 1986-12-02 |
| ES553689A0 (es) | 1987-06-01 |
| DE3512179A1 (de) | 1986-12-04 |
| JPS62502403A (ja) | 1987-09-17 |
| ES8706172A1 (es) | 1987-06-01 |
| EP0216884B1 (de) | 1990-08-08 |
| KR870700593A (ko) | 1987-12-30 |
| FI864926A (fi) | 1986-12-02 |
| FI86412C (fi) | 1992-08-25 |
| AU603056B2 (en) | 1990-11-08 |
| KR930007303B1 (ko) | 1993-08-05 |
| US5045573A (en) | 1991-09-03 |
| DE3673301D1 (de) | 1990-09-13 |
| EP0216884A1 (de) | 1987-04-08 |
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