CN101724099A - Aromatic ketone compound and photoinitiator with same - Google Patents
Aromatic ketone compound and photoinitiator with same Download PDFInfo
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- CN101724099A CN101724099A CN200910188985A CN200910188985A CN101724099A CN 101724099 A CN101724099 A CN 101724099A CN 200910188985 A CN200910188985 A CN 200910188985A CN 200910188985 A CN200910188985 A CN 200910188985A CN 101724099 A CN101724099 A CN 101724099A
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- -1 Aromatic ketone compound Chemical class 0.000 title claims abstract description 29
- 150000001875 compounds Chemical class 0.000 claims abstract description 63
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims abstract description 32
- 229910052757 nitrogen Inorganic materials 0.000 claims abstract description 17
- 229910052710 silicon Inorganic materials 0.000 claims abstract description 13
- 239000010703 silicon Substances 0.000 claims abstract description 13
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 claims abstract description 12
- 229910052698 phosphorus Inorganic materials 0.000 claims abstract description 12
- 239000011574 phosphorus Substances 0.000 claims abstract description 12
- 239000000203 mixture Substances 0.000 claims abstract description 8
- 238000006243 chemical reaction Methods 0.000 claims description 48
- 125000000217 alkyl group Chemical group 0.000 claims description 37
- 125000003118 aryl group Chemical group 0.000 claims description 13
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 abstract description 9
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N diphenyl Chemical group C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 abstract description 8
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 abstract description 7
- 235000010290 biphenyl Nutrition 0.000 abstract description 4
- 239000004305 biphenyl Substances 0.000 abstract description 4
- 125000005842 heteroatom Chemical group 0.000 abstract description 4
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 abstract description 3
- 229910052760 oxygen Inorganic materials 0.000 abstract description 3
- 239000001301 oxygen Substances 0.000 abstract description 3
- 239000000654 additive Substances 0.000 abstract description 2
- 150000008365 aromatic ketones Chemical class 0.000 abstract description 2
- 229910052717 sulfur Inorganic materials 0.000 abstract description 2
- 239000011593 sulfur Substances 0.000 abstract description 2
- 125000006267 biphenyl group Chemical group 0.000 abstract 1
- 239000002131 composite material Substances 0.000 abstract 1
- XEKOWRVHYACXOJ-UHFFFAOYSA-N ethyl acetate Substances CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 46
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 42
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 30
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 22
- YZCKVEUIGOORGS-IGMARMGPSA-N Protium Chemical compound [1H] YZCKVEUIGOORGS-IGMARMGPSA-N 0.000 description 22
- 241000720974 Protium Species 0.000 description 22
- 229910052799 carbon Inorganic materials 0.000 description 22
- 230000006837 decompression Effects 0.000 description 18
- 239000012074 organic phase Substances 0.000 description 16
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 15
- 239000012043 crude product Substances 0.000 description 15
- XYFCBTPGUUZFHI-UHFFFAOYSA-N Phosphine Natural products P XYFCBTPGUUZFHI-UHFFFAOYSA-N 0.000 description 14
- 239000003480 eluent Substances 0.000 description 14
- 239000012046 mixed solvent Substances 0.000 description 14
- 229910000073 phosphorus hydride Inorganic materials 0.000 description 14
- 238000001035 drying Methods 0.000 description 13
- 239000000047 product Substances 0.000 description 13
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 11
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 11
- 238000004587 chromatography analysis Methods 0.000 description 10
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 9
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 9
- 238000010898 silica gel chromatography Methods 0.000 description 9
- 238000003756 stirring Methods 0.000 description 9
- 238000010992 reflux Methods 0.000 description 8
- 238000004809 thin layer chromatography Methods 0.000 description 8
- 239000012855 volatile organic compound Substances 0.000 description 8
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 7
- 238000005481 NMR spectroscopy Methods 0.000 description 7
- 125000003545 alkoxy group Chemical group 0.000 description 7
- 238000003810 ethyl acetate extraction Methods 0.000 description 7
- 229910052739 hydrogen Inorganic materials 0.000 description 7
- 239000001257 hydrogen Substances 0.000 description 7
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 7
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 7
- 238000006884 silylation reaction Methods 0.000 description 7
- 238000000605 extraction Methods 0.000 description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 6
- HEQOJEGTZCTHCF-UHFFFAOYSA-N 2-amino-1-phenylethanone Chemical class NCC(=O)C1=CC=CC=C1 HEQOJEGTZCTHCF-UHFFFAOYSA-N 0.000 description 5
- 239000005864 Sulphur Substances 0.000 description 5
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 5
- 239000000741 silica gel Substances 0.000 description 5
- 229910002027 silica gel Inorganic materials 0.000 description 5
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
- 230000001588 bifunctional effect Effects 0.000 description 4
- 125000001246 bromo group Chemical class Br* 0.000 description 4
- 238000010438 heat treatment Methods 0.000 description 4
- ZWVMLYRJXORSEP-LURJTMIESA-N (2s)-hexane-1,2,6-triol Chemical compound OCCCC[C@H](O)CO ZWVMLYRJXORSEP-LURJTMIESA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- UAOMVDZJSHZZME-UHFFFAOYSA-N diisopropylamine Chemical compound CC(C)NC(C)C UAOMVDZJSHZZME-UHFFFAOYSA-N 0.000 description 3
- 229910001882 dioxygen Inorganic materials 0.000 description 3
- 239000005457 ice water Substances 0.000 description 3
- 150000002780 morpholines Chemical class 0.000 description 3
- 239000000377 silicon dioxide Substances 0.000 description 3
- 239000003643 water by type Substances 0.000 description 3
- UJOBWOGCFQCDNV-UHFFFAOYSA-N 9H-carbazole Chemical compound C1=CC=C2C3=CC=CC=C3NC2=C1 UJOBWOGCFQCDNV-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 2
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 description 2
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 description 2
- GLUUGHFHXGJENI-UHFFFAOYSA-N Piperazine Chemical compound C1CNCCN1 GLUUGHFHXGJENI-UHFFFAOYSA-N 0.000 description 2
- WQDUMFSSJAZKTM-UHFFFAOYSA-N Sodium methoxide Chemical compound [Na+].[O-]C WQDUMFSSJAZKTM-UHFFFAOYSA-N 0.000 description 2
- VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical class Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 229960000935 dehydrated alcohol Drugs 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 238000013508 migration Methods 0.000 description 2
- 230000005012 migration Effects 0.000 description 2
- 238000006116 polymerization reaction Methods 0.000 description 2
- 238000001953 recrystallisation Methods 0.000 description 2
- GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 description 2
- 238000007789 sealing Methods 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 238000012360 testing method Methods 0.000 description 2
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 2
- OZCMOJQQLBXBKI-UHFFFAOYSA-N 1-ethenoxy-2-methylpropane Chemical compound CC(C)COC=C OZCMOJQQLBXBKI-UHFFFAOYSA-N 0.000 description 1
- DGMOBVGABMBZSB-UHFFFAOYSA-N 2-methylpropanoyl chloride Chemical class CC(C)C(Cl)=O DGMOBVGABMBZSB-UHFFFAOYSA-N 0.000 description 1
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N Acrylic acid Chemical compound OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 1
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonia chloride Chemical class [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 1
- 229910004298 SiO 2 Inorganic materials 0.000 description 1
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 1
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 description 1
- CJKOYHIJFXXCBB-UHFFFAOYSA-N [N+](=O)([O-])CC.[Na] Chemical compound [N+](=O)([O-])CC.[Na] CJKOYHIJFXXCBB-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
- KGNDCEVUMONOKF-UGPLYTSKSA-N benzyl n-[(2r)-1-[(2s,4r)-2-[[(2s)-6-amino-1-(1,3-benzoxazol-2-yl)-1,1-dihydroxyhexan-2-yl]carbamoyl]-4-[(4-methylphenyl)methoxy]pyrrolidin-1-yl]-1-oxo-4-phenylbutan-2-yl]carbamate Chemical compound C1=CC(C)=CC=C1CO[C@H]1CN(C(=O)[C@@H](CCC=2C=CC=CC=2)NC(=O)OCC=2C=CC=CC=2)[C@H](C(=O)N[C@@H](CCCCN)C(O)(O)C=2OC3=CC=CC=C3N=2)C1 KGNDCEVUMONOKF-UGPLYTSKSA-N 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
- 150000001649 bromium compounds Chemical class 0.000 description 1
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 description 1
- 229940125833 compound 23 Drugs 0.000 description 1
- 239000012141 concentrate Substances 0.000 description 1
- 229940043279 diisopropylamine Drugs 0.000 description 1
- USIUVYZYUHIAEV-UHFFFAOYSA-N diphenyl ether Chemical compound C=1C=CC=CC=1OC1=CC=CC=C1 USIUVYZYUHIAEV-UHFFFAOYSA-N 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- SUPCQIBBMFXVTL-UHFFFAOYSA-N ethyl 2-methylprop-2-enoate Chemical compound CCOC(=O)C(C)=C SUPCQIBBMFXVTL-UHFFFAOYSA-N 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 238000011065 in-situ storage Methods 0.000 description 1
- 239000003999 initiator Substances 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 229910003002 lithium salt Inorganic materials 0.000 description 1
- 159000000002 lithium salts Chemical class 0.000 description 1
- OVEHNNQXLPJPPL-UHFFFAOYSA-N lithium;n-propan-2-ylpropan-2-amine Chemical compound [Li].CC(C)NC(C)C OVEHNNQXLPJPPL-UHFFFAOYSA-N 0.000 description 1
- 208000030208 low-grade fever Diseases 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- 239000012452 mother liquor Substances 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- NLRKCXQQSUWLCH-UHFFFAOYSA-N nitrosobenzene Chemical compound O=NC1=CC=CC=C1 NLRKCXQQSUWLCH-UHFFFAOYSA-N 0.000 description 1
- 238000000016 photochemical curing Methods 0.000 description 1
- 230000001737 promoting effect Effects 0.000 description 1
- KCTAWXVAICEBSD-UHFFFAOYSA-N prop-2-enoyloxy prop-2-eneperoxoate Chemical compound C=CC(=O)OOOC(=O)C=C KCTAWXVAICEBSD-UHFFFAOYSA-N 0.000 description 1
- 150000003254 radicals Chemical class 0.000 description 1
- 238000012827 research and development Methods 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- NESLWCLHZZISNB-UHFFFAOYSA-M sodium phenolate Chemical compound [Na+].[O-]C1=CC=CC=C1 NESLWCLHZZISNB-UHFFFAOYSA-M 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
Abstract
Description
Claims (5)
Priority Applications (1)
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CN200910188985A CN101724099B (en) | 2009-12-18 | 2009-12-18 | Aromatic ketone compound and photoinitiator with same |
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CN200910188985A CN101724099B (en) | 2009-12-18 | 2009-12-18 | Aromatic ketone compound and photoinitiator with same |
Publications (2)
Publication Number | Publication Date |
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CN101724099A true CN101724099A (en) | 2010-06-09 |
CN101724099B CN101724099B (en) | 2012-09-26 |
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CN200910188985A Active CN101724099B (en) | 2009-12-18 | 2009-12-18 | Aromatic ketone compound and photoinitiator with same |
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Cited By (14)
Publication number | Priority date | Publication date | Assignee | Title |
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CN102417553A (en) * | 2011-09-29 | 2012-04-18 | 长沙新宇高分子科技有限公司 | Hydroxyalkyl aryl ketone photoinitiator capable of reducing volatile organic compound (VOC) discharge until elimination of VOC discharge |
CN102504054A (en) * | 2011-11-01 | 2012-06-20 | 长沙新宇高分子科技有限公司 | Hydroxy-ketone photoinitiator containing multiple functional groups for reducing and eliminating VOC (volatile organic compounds) emission |
CN102924630A (en) * | 2011-08-09 | 2013-02-13 | 陈婷 | UV light curing application system containing amino ketone compound 1-([1,1'-biphenyl]-4-yl)-2-methyl-2-morpholinopropan-1-one |
CN102993123A (en) * | 2012-12-21 | 2013-03-27 | 天津久日化学股份有限公司 | Macromolecule type poly-functional group alpha-amino alkyl acetophenone photoinitiator |
CN103588729A (en) * | 2013-12-03 | 2014-02-19 | 天津久日化学股份有限公司 | Synthetic method of 1-(biphenyl-4-yl)-2-methyl-2-morpholinopropan-1-one |
WO2018149370A1 (en) | 2017-02-17 | 2018-08-23 | 常州强力先端电子材料有限公司 | Fluorenylaminoketone photoinitiator, preparation method thereof and uv photocurable composition containing same |
CN108441201A (en) * | 2018-05-11 | 2018-08-24 | 中国石油天然气股份有限公司 | A kind of fluoride silicon surfactant and oil-based foam oil displacement agent containing double perfluoro capryls |
CN108957950A (en) * | 2017-05-18 | 2018-12-07 | 常州强力先端电子材料有限公司 | The UV Photocurable composition of the photoinitiator of aminoketones containing fluorenes |
CN109265582A (en) * | 2017-07-18 | 2019-01-25 | 深圳市有为化学技术有限公司 | Low temperature liquid amido ketone type photoinitiator compound and its mixture |
CN111978914A (en) * | 2020-09-01 | 2020-11-24 | 苏州柯仕达电子材料有限公司 | UV-LED and moisture dual-curing three-proofing adhesive and preparation method thereof |
US10976660B2 (en) | 2016-09-13 | 2021-04-13 | Changzhou Tronly Advanced Electronic Materials Co , Ltd. | Fluorene photoinitiator, preparation method therefor, photocurable composition having same, and use of same in photocuring field |
US11054743B2 (en) | 2015-12-15 | 2021-07-06 | Changzhou Tronly Advanced Electronic Materials Co., Ltd. | Fluorene polyfunctional photoinitiator and preparation and use thereof, and photosensitive resin composition containing fluorene photoinitiator and use thereof |
US11203580B2 (en) * | 2017-04-24 | 2021-12-21 | Igm Group B.V. | Simple oxidative functionalized of alkyl aryl ketones |
CN114920936A (en) * | 2022-06-17 | 2022-08-19 | 中国科学院长春应用化学研究所 | Low-shrinkage room-temperature curing silicone rubber and preparation method thereof |
Family Cites Families (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0117233B1 (en) * | 1983-02-18 | 1987-08-26 | Ciba-Geigy Ag | Coloured photo-curable mouldings |
ITVA20030040A1 (en) * | 2003-10-27 | 2005-04-28 | Lamberti Spa | WHITE SOLID PHOTOINIZER FOR POWDER AND PROCEDURE FOR ITS PREPARATION. |
-
2009
- 2009-12-18 CN CN200910188985A patent/CN101724099B/en active Active
Cited By (20)
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CN102924630A (en) * | 2011-08-09 | 2013-02-13 | 陈婷 | UV light curing application system containing amino ketone compound 1-([1,1'-biphenyl]-4-yl)-2-methyl-2-morpholinopropan-1-one |
WO2013020468A1 (en) * | 2011-08-09 | 2013-02-14 | Chen Ting | Uv light curing application system having amino ketone compound, 1-([1,1'-biphenyl]-4-y1)-2-methy1-2-morpholinopropan-1-one |
CN102417553A (en) * | 2011-09-29 | 2012-04-18 | 长沙新宇高分子科技有限公司 | Hydroxyalkyl aryl ketone photoinitiator capable of reducing volatile organic compound (VOC) discharge until elimination of VOC discharge |
CN102504054A (en) * | 2011-11-01 | 2012-06-20 | 长沙新宇高分子科技有限公司 | Hydroxy-ketone photoinitiator containing multiple functional groups for reducing and eliminating VOC (volatile organic compounds) emission |
CN102504054B (en) * | 2011-11-01 | 2014-07-02 | 长沙新宇高分子科技有限公司 | Hydroxy-ketone photoinitiator containing multiple functional groups for reducing and eliminating VOC (volatile organic compounds) emission |
CN102993123A (en) * | 2012-12-21 | 2013-03-27 | 天津久日化学股份有限公司 | Macromolecule type poly-functional group alpha-amino alkyl acetophenone photoinitiator |
CN102993123B (en) * | 2012-12-21 | 2015-07-29 | 天津久日化学股份有限公司 | A kind of polymer polyfunctional alpha-amine alkylacetophenone light trigger |
CN103588729A (en) * | 2013-12-03 | 2014-02-19 | 天津久日化学股份有限公司 | Synthetic method of 1-(biphenyl-4-yl)-2-methyl-2-morpholinopropan-1-one |
CN103588729B (en) * | 2013-12-03 | 2016-06-29 | 天津久日新材料股份有限公司 | 1-(xenyl-4-base) synthetic method of-2-methyl-2-morpholinopropane-1-ketone |
US11054743B2 (en) | 2015-12-15 | 2021-07-06 | Changzhou Tronly Advanced Electronic Materials Co., Ltd. | Fluorene polyfunctional photoinitiator and preparation and use thereof, and photosensitive resin composition containing fluorene photoinitiator and use thereof |
US10976660B2 (en) | 2016-09-13 | 2021-04-13 | Changzhou Tronly Advanced Electronic Materials Co , Ltd. | Fluorene photoinitiator, preparation method therefor, photocurable composition having same, and use of same in photocuring field |
WO2018149370A1 (en) | 2017-02-17 | 2018-08-23 | 常州强力先端电子材料有限公司 | Fluorenylaminoketone photoinitiator, preparation method thereof and uv photocurable composition containing same |
US11118065B2 (en) | 2017-02-17 | 2021-09-14 | Changzhou Tronly Advanced Electronic Materials Co., Ltd. | Fluorenylaminoketone photoinitiator, preparation method thereof, and UV photocurable composition containing same |
US11203580B2 (en) * | 2017-04-24 | 2021-12-21 | Igm Group B.V. | Simple oxidative functionalized of alkyl aryl ketones |
CN108957950A (en) * | 2017-05-18 | 2018-12-07 | 常州强力先端电子材料有限公司 | The UV Photocurable composition of the photoinitiator of aminoketones containing fluorenes |
CN109265582A (en) * | 2017-07-18 | 2019-01-25 | 深圳市有为化学技术有限公司 | Low temperature liquid amido ketone type photoinitiator compound and its mixture |
CN108441201A (en) * | 2018-05-11 | 2018-08-24 | 中国石油天然气股份有限公司 | A kind of fluoride silicon surfactant and oil-based foam oil displacement agent containing double perfluoro capryls |
CN111978914A (en) * | 2020-09-01 | 2020-11-24 | 苏州柯仕达电子材料有限公司 | UV-LED and moisture dual-curing three-proofing adhesive and preparation method thereof |
CN111978914B (en) * | 2020-09-01 | 2022-04-29 | 苏州柯仕达电子材料有限公司 | UV-LED and moisture dual-curing three-proofing adhesive and preparation method thereof |
CN114920936A (en) * | 2022-06-17 | 2022-08-19 | 中国科学院长春应用化学研究所 | Low-shrinkage room-temperature curing silicone rubber and preparation method thereof |
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CN101724099B (en) | 2012-09-26 |
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