DE10105046A1 - Metallorganische Monoacyl-Aryl-Phosphine - Google Patents
Metallorganische Monoacyl-Aryl-PhosphineInfo
- Publication number
- DE10105046A1 DE10105046A1 DE10105046A DE10105046A DE10105046A1 DE 10105046 A1 DE10105046 A1 DE 10105046A1 DE 10105046 A DE10105046 A DE 10105046A DE 10105046 A DE10105046 A DE 10105046A DE 10105046 A1 DE10105046 A1 DE 10105046A1
- Authority
- DE
- Germany
- Prior art keywords
- phenyl
- alkyl
- lithium
- substituted
- phosphine oxide
- Prior art date
- 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.)
- Withdrawn
Links
- -1 aryl phosphines Chemical class 0.000 title claims description 234
- 125000002524 organometallic group Chemical group 0.000 title description 2
- 150000001875 compounds Chemical class 0.000 claims abstract description 187
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims abstract description 124
- 229910052736 halogen Inorganic materials 0.000 claims abstract description 112
- 150000002367 halogens Chemical class 0.000 claims abstract description 111
- 239000001257 hydrogen Substances 0.000 claims abstract description 106
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 106
- 229910052760 oxygen Inorganic materials 0.000 claims abstract description 103
- 229910052717 sulfur Inorganic materials 0.000 claims abstract description 96
- 150000002431 hydrogen Chemical class 0.000 claims abstract description 76
- 229910052744 lithium Inorganic materials 0.000 claims abstract description 45
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims abstract description 36
- 125000004430 oxygen atom Chemical group O* 0.000 claims abstract description 30
- 229910052700 potassium Inorganic materials 0.000 claims abstract description 11
- 229910052708 sodium Inorganic materials 0.000 claims abstract description 11
- 239000000203 mixture Substances 0.000 claims description 85
- 238000006243 chemical reaction Methods 0.000 claims description 55
- 238000004519 manufacturing process Methods 0.000 claims description 55
- 125000000217 alkyl group Chemical group 0.000 claims description 53
- 238000000034 method Methods 0.000 claims description 48
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 claims description 44
- 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 36
- 239000000463 material Substances 0.000 claims description 34
- 238000000576 coating method Methods 0.000 claims description 32
- 125000001624 naphthyl group Chemical group 0.000 claims description 29
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 28
- 150000001266 acyl halides Chemical class 0.000 claims description 28
- 239000000460 chlorine Substances 0.000 claims description 27
- 229910052801 chlorine Inorganic materials 0.000 claims description 27
- 125000003118 aryl group Chemical group 0.000 claims description 25
- 125000002373 5 membered heterocyclic group Chemical group 0.000 claims description 24
- 125000004070 6 membered heterocyclic group Chemical group 0.000 claims description 24
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims description 23
- 238000002360 preparation method Methods 0.000 claims description 21
- 238000007639 printing Methods 0.000 claims description 21
- 239000002904 solvent Substances 0.000 claims description 21
- 125000005724 cycloalkenylene group Chemical group 0.000 claims description 20
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 20
- XYFCBTPGUUZFHI-UHFFFAOYSA-N Phosphine Chemical compound P XYFCBTPGUUZFHI-UHFFFAOYSA-N 0.000 claims description 19
- 125000002947 alkylene group Chemical group 0.000 claims description 19
- 229910052794 bromium Inorganic materials 0.000 claims description 19
- 125000002993 cycloalkylene group Chemical group 0.000 claims description 19
- 239000000976 ink Substances 0.000 claims description 19
- 229920000642 polymer Polymers 0.000 claims description 18
- 239000000843 powder Substances 0.000 claims description 18
- 239000000654 additive Substances 0.000 claims description 17
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 17
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N diphenyl Chemical compound C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 claims description 17
- 238000007254 oxidation reaction Methods 0.000 claims description 17
- GVNVAWHJIKLAGL-UHFFFAOYSA-N 2-(cyclohexen-1-yl)cyclohexan-1-one Chemical compound O=C1CCCCC1C1=CCCCC1 GVNVAWHJIKLAGL-UHFFFAOYSA-N 0.000 claims description 16
- 101150065749 Churc1 gene Proteins 0.000 claims description 16
- 102100038239 Protein Churchill Human genes 0.000 claims description 16
- 230000003647 oxidation Effects 0.000 claims description 16
- 239000000758 substrate Substances 0.000 claims description 16
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 15
- 125000004432 carbon atom Chemical group C* 0.000 claims description 15
- 239000001301 oxygen Substances 0.000 claims description 15
- 125000006552 (C3-C8) cycloalkyl group Chemical group 0.000 claims description 14
- 125000004642 (C1-C12) alkoxy group Chemical group 0.000 claims description 13
- 125000003545 alkoxy group Chemical group 0.000 claims description 13
- 239000007858 starting material Substances 0.000 claims description 13
- 150000003568 thioethers Chemical class 0.000 claims description 13
- 239000000178 monomer Substances 0.000 claims description 12
- REJGOFYVRVIODZ-UHFFFAOYSA-N phosphanium;chloride Chemical compound P.Cl REJGOFYVRVIODZ-UHFFFAOYSA-N 0.000 claims description 12
- 229910052698 phosphorus Inorganic materials 0.000 claims description 12
- 125000006710 (C2-C12) alkenyl group Chemical group 0.000 claims description 11
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 11
- 125000004450 alkenylene group Chemical group 0.000 claims description 11
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 11
- 230000003287 optical effect Effects 0.000 claims description 11
- 125000004437 phosphorous atom Chemical group 0.000 claims description 11
- 238000007645 offset printing Methods 0.000 claims description 10
- 229910000073 phosphorus hydride Inorganic materials 0.000 claims description 10
- 125000004648 C2-C8 alkenyl group Chemical group 0.000 claims description 9
- 239000004305 biphenyl Substances 0.000 claims description 9
- 235000010290 biphenyl Nutrition 0.000 claims description 9
- 229910052799 carbon Inorganic materials 0.000 claims description 9
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 9
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 9
- 238000007650 screen-printing Methods 0.000 claims description 9
- 125000003358 C2-C20 alkenyl group Chemical group 0.000 claims description 8
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 8
- 239000002131 composite material Substances 0.000 claims description 8
- 150000003003 phosphines Chemical class 0.000 claims description 8
- 239000011593 sulfur Substances 0.000 claims description 8
- 239000000835 fiber Substances 0.000 claims description 7
- 239000003999 initiator Substances 0.000 claims description 7
- 125000000843 phenylene group Chemical group C1(=C(C=CC=C1)*)* 0.000 claims description 7
- 125000006656 (C2-C4) alkenyl group Chemical group 0.000 claims description 6
- YGYAWVDWMABLBF-UHFFFAOYSA-N Phosgene Chemical compound ClC(Cl)=O YGYAWVDWMABLBF-UHFFFAOYSA-N 0.000 claims description 6
- 125000003342 alkenyl group Chemical group 0.000 claims description 6
- 239000004922 lacquer Substances 0.000 claims description 6
- 125000004573 morpholin-4-yl group Chemical group N1(CCOCC1)* 0.000 claims description 6
- 125000004350 aryl cycloalkyl group Chemical group 0.000 claims description 5
- 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 claims description 5
- 125000000392 cycloalkenyl group Chemical group 0.000 claims description 5
- 238000006460 hydrolysis reaction Methods 0.000 claims description 5
- 125000003356 phenylsulfanyl group Chemical group [*]SC1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 claims description 5
- 125000005504 styryl group Chemical group 0.000 claims description 5
- 125000001424 substituent group Chemical group 0.000 claims description 5
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims description 4
- 239000000853 adhesive Substances 0.000 claims description 4
- 230000001070 adhesive effect Effects 0.000 claims description 4
- 230000007062 hydrolysis Effects 0.000 claims description 4
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 claims description 3
- 125000004202 aminomethyl group Chemical group [H]N([H])C([H])([H])* 0.000 claims description 3
- 125000001153 fluoro group Chemical group F* 0.000 claims description 3
- 125000001188 haloalkyl group Chemical group 0.000 claims description 3
- 239000003094 microcapsule 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
- 125000000304 alkynyl group Chemical group 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
- 125000002933 cyclohexyloxy group Chemical group C1(CCCCC1)O* 0.000 claims description 2
- 125000000058 cyclopentadienyl group Chemical class C1(=CC=CC1)* 0.000 claims description 2
- 125000001887 cyclopentyloxy group Chemical group C1(CCCC1)O* 0.000 claims description 2
- 238000005538 encapsulation Methods 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
- 125000002485 formyl group Chemical group [H]C(*)=O 0.000 claims description 2
- 125000004435 hydrogen atom Chemical group [H]* 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
- 239000013307 optical fiber Substances 0.000 claims description 2
- 125000001422 pyrrolinyl group Chemical group 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
- 238000004042 decolorization Methods 0.000 claims 1
- 230000033458 reproduction Effects 0.000 claims 1
- 239000002966 varnish Substances 0.000 claims 1
- AUONHKJOIZSQGR-UHFFFAOYSA-N oxophosphane Chemical compound P=O AUONHKJOIZSQGR-UHFFFAOYSA-N 0.000 description 135
- 150000003254 radicals Chemical class 0.000 description 51
- XBDQKXXYIPTUBI-UHFFFAOYSA-N Propionic acid Substances CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 38
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 36
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 34
- 150000002148 esters Chemical class 0.000 description 30
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 26
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 description 26
- 230000000875 corresponding effect Effects 0.000 description 25
- 239000000243 solution Substances 0.000 description 21
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 19
- 239000010410 layer Substances 0.000 description 19
- 229920001577 copolymer Polymers 0.000 description 17
- 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 15
- 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 15
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 15
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 15
- 239000002253 acid Substances 0.000 description 15
- 239000000600 sorbitol Substances 0.000 description 15
- 239000000049 pigment Substances 0.000 description 14
- 238000003756 stirring Methods 0.000 description 14
- 229910052751 metal Inorganic materials 0.000 description 13
- 239000002184 metal Substances 0.000 description 13
- 239000003973 paint Substances 0.000 description 13
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 13
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 12
- SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Natural products CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 12
- CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 12
- 239000011248 coating agent Substances 0.000 description 12
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 12
- 238000005481 NMR spectroscopy Methods 0.000 description 11
- 238000009472 formulation Methods 0.000 description 11
- 229910052757 nitrogen Inorganic materials 0.000 description 11
- 229920005862 polyol Polymers 0.000 description 11
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 10
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 10
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical group [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 9
- 238000001723 curing Methods 0.000 description 9
- 239000007788 liquid Substances 0.000 description 9
- 229920002120 photoresistant polymer Polymers 0.000 description 9
- 229920000728 polyester Polymers 0.000 description 9
- 150000003077 polyols Chemical class 0.000 description 9
- 229920005989 resin Polymers 0.000 description 9
- 239000011347 resin Substances 0.000 description 9
- XTHFKEDIFFGKHM-UHFFFAOYSA-N Dimethoxyethane Chemical compound COCCOC XTHFKEDIFFGKHM-UHFFFAOYSA-N 0.000 description 8
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 8
- QYKIQEUNHZKYBP-UHFFFAOYSA-N Vinyl ether Chemical class C=COC=C QYKIQEUNHZKYBP-UHFFFAOYSA-N 0.000 description 8
- 150000001412 amines Chemical class 0.000 description 8
- 229910052786 argon Inorganic materials 0.000 description 8
- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 8
- 239000000975 dye Substances 0.000 description 8
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 8
- 239000000047 product Substances 0.000 description 8
- 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 7
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 7
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 7
- 238000005516 engineering process Methods 0.000 description 7
- 229920006395 saturated elastomer Polymers 0.000 description 7
- 239000011734 sodium Substances 0.000 description 7
- 238000005160 1H NMR spectroscopy Methods 0.000 description 6
- LCGLNKUTAGEVQW-UHFFFAOYSA-N Dimethyl ether Chemical compound COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 description 6
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 6
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 6
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 6
- 239000012965 benzophenone Substances 0.000 description 6
- 239000011230 binding agent Substances 0.000 description 6
- 150000001721 carbon Chemical group 0.000 description 6
- 239000006185 dispersion Substances 0.000 description 6
- 239000000839 emulsion Substances 0.000 description 6
- UQSXHKLRYXJYBZ-UHFFFAOYSA-N iron oxide Inorganic materials [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 description 6
- 229910052943 magnesium sulfate Inorganic materials 0.000 description 6
- 235000019341 magnesium sulphate Nutrition 0.000 description 6
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 6
- 229910052753 mercury Inorganic materials 0.000 description 6
- 229920000647 polyepoxide Polymers 0.000 description 6
- 229920002635 polyurethane Polymers 0.000 description 6
- 239000004814 polyurethane Substances 0.000 description 6
- 239000000725 suspension Substances 0.000 description 6
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 5
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 5
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 5
- UCKMPCXJQFINFW-UHFFFAOYSA-N Sulphide Chemical compound [S-2] UCKMPCXJQFINFW-UHFFFAOYSA-N 0.000 description 5
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 5
- 239000006096 absorbing agent Substances 0.000 description 5
- 229940024874 benzophenone Drugs 0.000 description 5
- 239000007859 condensation product Substances 0.000 description 5
- 239000000706 filtrate Substances 0.000 description 5
- 239000011737 fluorine Substances 0.000 description 5
- 229910052731 fluorine Inorganic materials 0.000 description 5
- 239000003960 organic solvent Substances 0.000 description 5
- 150000002903 organophosphorus compounds Chemical class 0.000 description 5
- 229920003023 plastic Polymers 0.000 description 5
- 239000004033 plastic Substances 0.000 description 5
- 239000000741 silica gel Substances 0.000 description 5
- 229910002027 silica gel Inorganic materials 0.000 description 5
- 239000007787 solid Substances 0.000 description 5
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 5
- KWOLFJPFCHCOCG-UHFFFAOYSA-N Acetophenone Chemical compound CC(=O)C1=CC=CC=C1 KWOLFJPFCHCOCG-UHFFFAOYSA-N 0.000 description 4
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 4
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 description 4
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 4
- MZRVEZGGRBJDDB-UHFFFAOYSA-N N-Butyllithium Chemical compound [Li]CCCC MZRVEZGGRBJDDB-UHFFFAOYSA-N 0.000 description 4
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 4
- 239000004952 Polyamide Substances 0.000 description 4
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 4
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 4
- 150000007513 acids Chemical class 0.000 description 4
- 125000002252 acyl group Chemical group 0.000 description 4
- 125000001931 aliphatic group Chemical group 0.000 description 4
- 229910052782 aluminium Inorganic materials 0.000 description 4
- RWCCWEUUXYIKHB-UHFFFAOYSA-N benzophenone Chemical compound C=1C=CC=CC=1C(=O)C1=CC=CC=C1 RWCCWEUUXYIKHB-UHFFFAOYSA-N 0.000 description 4
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Chemical group BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 4
- 150000001735 carboxylic acids Chemical class 0.000 description 4
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 4
- SBZXBUIDTXKZTM-UHFFFAOYSA-N diglyme Chemical compound COCCOCCOC SBZXBUIDTXKZTM-UHFFFAOYSA-N 0.000 description 4
- 150000002009 diols Chemical class 0.000 description 4
- 238000001035 drying Methods 0.000 description 4
- 239000003995 emulsifying agent Substances 0.000 description 4
- 230000007717 exclusion Effects 0.000 description 4
- 239000003365 glass fiber Substances 0.000 description 4
- 235000013980 iron oxide Nutrition 0.000 description 4
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 4
- 239000011976 maleic acid Substances 0.000 description 4
- 238000002844 melting Methods 0.000 description 4
- 230000008018 melting Effects 0.000 description 4
- 238000002156 mixing Methods 0.000 description 4
- 125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 4
- 239000007800 oxidant agent Substances 0.000 description 4
- 239000000123 paper Substances 0.000 description 4
- 229920002647 polyamide Polymers 0.000 description 4
- 229920001223 polyethylene glycol Polymers 0.000 description 4
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 4
- 230000005855 radiation Effects 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- YRHRIQCWCFGUEQ-UHFFFAOYSA-N thioxanthen-9-one Chemical compound C1=CC=C2C(=O)C3=CC=CC=C3SC2=C1 YRHRIQCWCFGUEQ-UHFFFAOYSA-N 0.000 description 4
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 4
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- STVIYZPYPOAUAS-UHFFFAOYSA-N lithium;(2,3,4,5,6-pentachlorophenyl)-phenylphosphanylmethanone Chemical compound [Li].ClC1=C(Cl)C(Cl)=C(Cl)C(Cl)=C1C(=O)PC1=CC=CC=C1 STVIYZPYPOAUAS-UHFFFAOYSA-N 0.000 description 1
- FISLTMOIYDWFLP-UHFFFAOYSA-N lithium;(2,3,4,5,6-pentamethylphenyl)-phenylphosphanylmethanone Chemical compound [Li].CC1=C(C)C(C)=C(C)C(C)=C1C(=O)PC1=CC=CC=C1 FISLTMOIYDWFLP-UHFFFAOYSA-N 0.000 description 1
- SZTLCEQFKIBMON-UHFFFAOYSA-N lithium;(2,3,4,6-tetramethylphenyl)-(2,4,6-tributoxyphenyl)phosphanylmethanone Chemical compound [Li].CCCCOC1=CC(OCCCC)=CC(OCCCC)=C1PC(=O)C1=C(C)C=C(C)C(C)=C1C SZTLCEQFKIBMON-UHFFFAOYSA-N 0.000 description 1
- FOKVBFAREGTCET-UHFFFAOYSA-N lithium;(2,3,4,6-tetramethylphenyl)-(2,4,6-triethoxyphenyl)phosphanylmethanone Chemical compound [Li].CCOC1=CC(OCC)=CC(OCC)=C1PC(=O)C1=C(C)C=C(C)C(C)=C1C FOKVBFAREGTCET-UHFFFAOYSA-N 0.000 description 1
- WAVKIGIYXYYJTI-UHFFFAOYSA-N lithium;(2,3,4,6-tetramethylphenyl)-(2,4,6-trihexoxyphenyl)phosphanylmethanone Chemical compound [Li].CCCCCCOC1=CC(OCCCCCC)=CC(OCCCCCC)=C1PC(=O)C1=C(C)C=C(C)C(C)=C1C WAVKIGIYXYYJTI-UHFFFAOYSA-N 0.000 description 1
- UXCPFRZAAFRCCW-UHFFFAOYSA-N lithium;(2,3,4,6-tetramethylphenyl)-(2,4,6-trimethoxyphenyl)phosphanylmethanone Chemical compound [Li].COC1=CC(OC)=CC(OC)=C1PC(=O)C1=C(C)C=C(C)C(C)=C1C UXCPFRZAAFRCCW-UHFFFAOYSA-N 0.000 description 1
- YTJNAMDDLRHYKX-UHFFFAOYSA-N lithium;(2,3,4,6-tetramethylphenyl)-(2,4,6-trimethylphenyl)phosphanylmethanone Chemical compound [Li].CC1=CC(C)=CC(C)=C1PC(=O)C1=C(C)C=C(C)C(C)=C1C YTJNAMDDLRHYKX-UHFFFAOYSA-N 0.000 description 1
- OIPUNZCOPJLRNI-UHFFFAOYSA-N lithium;(2,3,4,6-tetramethylphenyl)-(2,4,6-triphenoxyphenyl)phosphanylmethanone Chemical compound [Li].CC1=C(C)C(C)=CC(C)=C1C(=O)PC(C(=CC(OC=1C=CC=CC=1)=C1)OC=2C=CC=CC=2)=C1OC1=CC=CC=C1 OIPUNZCOPJLRNI-UHFFFAOYSA-N 0.000 description 1
- PEYVURLCJAXTBW-UHFFFAOYSA-N lithium;(2,3,4,6-tetramethylphenyl)-(2,4,6-tripropoxyphenyl)phosphanylmethanone Chemical compound [Li].CCCOC1=CC(OCCC)=CC(OCCC)=C1PC(=O)C1=C(C)C=C(C)C(C)=C1C PEYVURLCJAXTBW-UHFFFAOYSA-N 0.000 description 1
- IQGGIXZBMRKXCP-UHFFFAOYSA-N lithium;(2,3,4,6-tetramethylphenyl)-[2,4,6-tri(butan-2-yloxy)phenyl]phosphanylmethanone Chemical compound [Li].CCC(C)OC1=CC(OC(C)CC)=CC(OC(C)CC)=C1PC(=O)C1=C(C)C=C(C)C(C)=C1C IQGGIXZBMRKXCP-UHFFFAOYSA-N 0.000 description 1
- NCXBMPWAMNOKIA-UHFFFAOYSA-N lithium;(2,3,4,6-tetramethylphenyl)-[2,4,6-tri(propan-2-yloxy)phenyl]phosphanylmethanone Chemical compound [Li].CC(C)OC1=CC(OC(C)C)=CC(OC(C)C)=C1PC(=O)C1=C(C)C=C(C)C(C)=C1C NCXBMPWAMNOKIA-UHFFFAOYSA-N 0.000 description 1
- RPUDZCDWWFIJES-UHFFFAOYSA-N lithium;(2,3,4,6-tetramethylphenyl)-[2,4,6-tris(2-ethylhexoxy)phenyl]phosphanylmethanone Chemical compound [Li].CCCCC(CC)COC1=CC(OCC(CC)CCCC)=CC(OCC(CC)CCCC)=C1PC(=O)C1=C(C)C=C(C)C(C)=C1C RPUDZCDWWFIJES-UHFFFAOYSA-N 0.000 description 1
- NQMOBJVNXFDYCI-UHFFFAOYSA-N lithium;(2,3,4,6-tetramethylphenyl)-[2,4,6-tris(2-methylpropoxy)phenyl]phosphanylmethanone Chemical compound [Li].CC(C)COC1=CC(OCC(C)C)=CC(OCC(C)C)=C1PC(=O)C1=C(C)C=C(C)C(C)=C1C NQMOBJVNXFDYCI-UHFFFAOYSA-N 0.000 description 1
- NMRHDSGMKQNPHA-UHFFFAOYSA-N lithium;(2,3,4,6-tetramethylphenyl)-[2,4,6-tris(3-methylbutoxy)phenyl]phosphanylmethanone Chemical compound [Li].CC(C)CCOC1=CC(OCCC(C)C)=CC(OCCC(C)C)=C1PC(=O)C1=C(C)C=C(C)C(C)=C1C NMRHDSGMKQNPHA-UHFFFAOYSA-N 0.000 description 1
- LGOMUWWAIUMMGW-UHFFFAOYSA-N lithium;(2,3,4,6-tetramethylphenyl)-[2,4,6-tris(phenylmethoxy)phenyl]phosphanylmethanone Chemical compound [Li].CC1=C(C)C(C)=CC(C)=C1C(=O)PC(C(=CC(OCC=1C=CC=CC=1)=C1)OCC=2C=CC=CC=2)=C1OCC1=CC=CC=C1 LGOMUWWAIUMMGW-UHFFFAOYSA-N 0.000 description 1
- UINWXOHLQHWEGT-UHFFFAOYSA-N lithium;(2,3,4,6-tetramethylphenyl)-[2,4,6-tris[(2-methylpropan-2-yl)oxy]phenyl]phosphanylmethanone Chemical compound [Li].CC1=C(C)C(C)=CC(C)=C1C(=O)PC1=C(OC(C)(C)C)C=C(OC(C)(C)C)C=C1OC(C)(C)C UINWXOHLQHWEGT-UHFFFAOYSA-N 0.000 description 1
- LHHHPAOAGHNNOJ-UHFFFAOYSA-N lithium;(2,4,6-tributoxyphenyl)phosphanyl-(2,4,6-trimethoxyphenyl)methanone Chemical compound [Li].CCCCOC1=CC(OCCCC)=CC(OCCCC)=C1PC(=O)C1=C(OC)C=C(OC)C=C1OC LHHHPAOAGHNNOJ-UHFFFAOYSA-N 0.000 description 1
- LSVVLWPMXHPGMN-UHFFFAOYSA-N lithium;(2,4,6-triethoxyphenyl)phosphanyl-(2,4,6-trimethoxyphenyl)methanone Chemical compound [Li].CCOC1=CC(OCC)=CC(OCC)=C1PC(=O)C1=C(OC)C=C(OC)C=C1OC LSVVLWPMXHPGMN-UHFFFAOYSA-N 0.000 description 1
- QPQBOAGIQNRLSN-UHFFFAOYSA-N lithium;(2,4,6-triethoxyphenyl)phosphanyl-(2,4,6-trimethylphenyl)methanone Chemical compound [Li].CCOC1=CC(OCC)=CC(OCC)=C1PC(=O)C1=C(C)C=C(C)C=C1C QPQBOAGIQNRLSN-UHFFFAOYSA-N 0.000 description 1
- ASVBQQHOVLHNFL-UHFFFAOYSA-N lithium;(2,4,6-trihexoxyphenyl)phosphanyl-(2,4,6-trimethoxyphenyl)methanone Chemical compound [Li].CCCCCCOC1=CC(OCCCCCC)=CC(OCCCCCC)=C1PC(=O)C1=C(OC)C=C(OC)C=C1OC ASVBQQHOVLHNFL-UHFFFAOYSA-N 0.000 description 1
- MQFDPWFPGDCNKG-UHFFFAOYSA-N lithium;(2,4,6-trihexoxyphenyl)phosphanyl-(2,4,6-trimethylphenyl)methanone Chemical compound [Li].CCCCCCOC1=CC(OCCCCCC)=CC(OCCCCCC)=C1PC(=O)C1=C(C)C=C(C)C=C1C MQFDPWFPGDCNKG-UHFFFAOYSA-N 0.000 description 1
- WEKUOHNHKLNRLY-UHFFFAOYSA-N lithium;(2,4,6-trimethoxyphenyl)-(2,4,6-trimethoxyphenyl)phosphanylmethanone Chemical compound [Li].COC1=CC(OC)=CC(OC)=C1PC(=O)C1=C(OC)C=C(OC)C=C1OC WEKUOHNHKLNRLY-UHFFFAOYSA-N 0.000 description 1
- SUHPRYBESPZDQN-UHFFFAOYSA-N lithium;(2,4,6-trimethoxyphenyl)-(2,4,6-trimethylphenyl)phosphanylmethanone Chemical compound [Li].COC1=CC(OC)=CC(OC)=C1C(=O)PC1=C(C)C=C(C)C=C1C SUHPRYBESPZDQN-UHFFFAOYSA-N 0.000 description 1
- FIXRLEVICFSSIT-UHFFFAOYSA-N lithium;(2,4,6-trimethoxyphenyl)-(2,4,6-triphenoxyphenyl)phosphanylmethanone Chemical compound [Li].COC1=CC(OC)=CC(OC)=C1C(=O)PC(C(=CC(OC=1C=CC=CC=1)=C1)OC=2C=CC=CC=2)=C1OC1=CC=CC=C1 FIXRLEVICFSSIT-UHFFFAOYSA-N 0.000 description 1
- GFUUBJGZZSUENG-UHFFFAOYSA-N lithium;(2,4,6-trimethoxyphenyl)-(2,4,6-tripropoxyphenyl)phosphanylmethanone Chemical compound [Li].CCCOC1=CC(OCCC)=CC(OCCC)=C1PC(=O)C1=C(OC)C=C(OC)C=C1OC GFUUBJGZZSUENG-UHFFFAOYSA-N 0.000 description 1
- AYGFMNSTAVYWEH-UHFFFAOYSA-N lithium;(2,4,6-trimethoxyphenyl)-[2,4,6-tri(propan-2-yloxy)phenyl]phosphanylmethanone Chemical compound [Li].COC1=CC(OC)=CC(OC)=C1C(=O)PC1=C(OC(C)C)C=C(OC(C)C)C=C1OC(C)C AYGFMNSTAVYWEH-UHFFFAOYSA-N 0.000 description 1
- FPWIKFCFROFKLV-UHFFFAOYSA-N lithium;(2,4,6-trimethoxyphenyl)-[2,4,6-tris(2-ethylhexoxy)phenyl]phosphanylmethanone Chemical compound [Li].CCCCC(CC)COC1=CC(OCC(CC)CCCC)=CC(OCC(CC)CCCC)=C1PC(=O)C1=C(OC)C=C(OC)C=C1OC FPWIKFCFROFKLV-UHFFFAOYSA-N 0.000 description 1
- VXCWMFVHSVUXOZ-UHFFFAOYSA-N lithium;(2,4,6-trimethoxyphenyl)-[2,4,6-tris(2-methylpropoxy)phenyl]phosphanylmethanone Chemical compound [Li].COC1=CC(OC)=CC(OC)=C1C(=O)PC1=C(OCC(C)C)C=C(OCC(C)C)C=C1OCC(C)C VXCWMFVHSVUXOZ-UHFFFAOYSA-N 0.000 description 1
- NOQFCXZBHCCKFA-UHFFFAOYSA-N lithium;(2,4,6-trimethoxyphenyl)-[2,4,6-tris(3-methylbutoxy)phenyl]phosphanylmethanone Chemical compound [Li].COC1=CC(OC)=CC(OC)=C1C(=O)PC1=C(OCCC(C)C)C=C(OCCC(C)C)C=C1OCCC(C)C NOQFCXZBHCCKFA-UHFFFAOYSA-N 0.000 description 1
- ALDKHBHGPUGWRS-UHFFFAOYSA-N lithium;(2,4,6-trimethoxyphenyl)-[2,4,6-tris(phenylmethoxy)phenyl]phosphanylmethanone Chemical compound [Li].COC1=CC(OC)=CC(OC)=C1C(=O)PC(C(=CC(OCC=1C=CC=CC=1)=C1)OCC=2C=CC=CC=2)=C1OCC1=CC=CC=C1 ALDKHBHGPUGWRS-UHFFFAOYSA-N 0.000 description 1
- FIEIJVVEWHLJQH-UHFFFAOYSA-N lithium;(2,4,6-trimethoxyphenyl)-[2,4,6-tris[(2-methylpropan-2-yl)oxy]phenyl]phosphanylmethanone Chemical compound [Li].COC1=CC(OC)=CC(OC)=C1C(=O)PC1=C(OC(C)(C)C)C=C(OC(C)(C)C)C=C1OC(C)(C)C FIEIJVVEWHLJQH-UHFFFAOYSA-N 0.000 description 1
- YXOUYZMOGHKYAW-UHFFFAOYSA-N lithium;(2,4,6-trimethoxyphenyl)phosphanyl-(2,4,6-trimethylphenyl)methanone Chemical compound [Li].COC1=CC(OC)=CC(OC)=C1PC(=O)C1=C(C)C=C(C)C=C1C YXOUYZMOGHKYAW-UHFFFAOYSA-N 0.000 description 1
- QYOGJWPTKYEGPL-UHFFFAOYSA-N lithium;(2,4,6-trimethylphenyl)-(2,4,6-trimethylphenyl)phosphanylmethanone Chemical compound [Li].CC1=CC(C)=CC(C)=C1PC(=O)C1=C(C)C=C(C)C=C1C QYOGJWPTKYEGPL-UHFFFAOYSA-N 0.000 description 1
- HJFZHXIPPSKNJV-UHFFFAOYSA-N lithium;(2,4,6-trimethylphenyl)-(2,4,6-tripentoxyphenyl)phosphanylmethanone Chemical compound [Li].CCCCCOC1=CC(OCCCCC)=CC(OCCCCC)=C1PC(=O)C1=C(C)C=C(C)C=C1C HJFZHXIPPSKNJV-UHFFFAOYSA-N 0.000 description 1
- KSUOXZUMSLVRTP-UHFFFAOYSA-N lithium;(2,4,6-trimethylphenyl)-(2,4,6-triphenoxyphenyl)phosphanylmethanone Chemical compound [Li].CC1=CC(C)=CC(C)=C1C(=O)PC(C(=CC(OC=1C=CC=CC=1)=C1)OC=2C=CC=CC=2)=C1OC1=CC=CC=C1 KSUOXZUMSLVRTP-UHFFFAOYSA-N 0.000 description 1
- JMDCTTLOMZUFSA-UHFFFAOYSA-N lithium;(2,4,6-trimethylphenyl)-(2,4,6-tripropoxyphenyl)phosphanylmethanone Chemical compound [Li].CCCOC1=CC(OCCC)=CC(OCCC)=C1PC(=O)C1=C(C)C=C(C)C=C1C JMDCTTLOMZUFSA-UHFFFAOYSA-N 0.000 description 1
- JBSZYRQXVPQPHL-UHFFFAOYSA-N lithium;(2,4,6-trimethylphenyl)-[2,4,6-tri(propan-2-yloxy)phenyl]phosphanylmethanone Chemical compound [Li].CC(C)OC1=CC(OC(C)C)=CC(OC(C)C)=C1PC(=O)C1=C(C)C=C(C)C=C1C JBSZYRQXVPQPHL-UHFFFAOYSA-N 0.000 description 1
- XYPAREMNJCUZTR-UHFFFAOYSA-N lithium;(2,4,6-trimethylphenyl)-[2,4,6-tris(2-ethylhexoxy)phenyl]phosphanylmethanone Chemical compound [Li].CCCCC(CC)COC1=CC(OCC(CC)CCCC)=CC(OCC(CC)CCCC)=C1PC(=O)C1=C(C)C=C(C)C=C1C XYPAREMNJCUZTR-UHFFFAOYSA-N 0.000 description 1
- MWQLBERFCVNBEE-UHFFFAOYSA-N lithium;(2,4,6-trimethylphenyl)-[2,4,6-tris(2-methylpropoxy)phenyl]phosphanylmethanone Chemical compound [Li].CC(C)COC1=CC(OCC(C)C)=CC(OCC(C)C)=C1PC(=O)C1=C(C)C=C(C)C=C1C MWQLBERFCVNBEE-UHFFFAOYSA-N 0.000 description 1
- VKIQGQFWAQGXQS-UHFFFAOYSA-N lithium;(2,4,6-trimethylphenyl)-[2,4,6-tris(3-methylbutoxy)phenyl]phosphanylmethanone Chemical compound [Li].CC(C)CCOC1=CC(OCCC(C)C)=CC(OCCC(C)C)=C1PC(=O)C1=C(C)C=C(C)C=C1C VKIQGQFWAQGXQS-UHFFFAOYSA-N 0.000 description 1
- PHOKTXKVQDIEQM-UHFFFAOYSA-N lithium;(2,4,6-trimethylphenyl)-[2,4,6-tris(phenylmethoxy)phenyl]phosphanylmethanone Chemical compound [Li].CC1=CC(C)=CC(C)=C1C(=O)PC(C(=CC(OCC=1C=CC=CC=1)=C1)OCC=2C=CC=CC=2)=C1OCC1=CC=CC=C1 PHOKTXKVQDIEQM-UHFFFAOYSA-N 0.000 description 1
- YFBVYIICRLPMGB-UHFFFAOYSA-N lithium;(2-methyl-4-phenoxyphenyl)phosphanyl-(2,4,6-trimethoxyphenyl)methanone Chemical compound [Li].COC1=CC(OC)=CC(OC)=C1C(=O)PC(C(=C1)C)=CC=C1OC1=CC=CC=C1 YFBVYIICRLPMGB-UHFFFAOYSA-N 0.000 description 1
- HUICXINJYMCXLP-UHFFFAOYSA-N lithium;(2-methyl-4-phenoxyphenyl)phosphanyl-(2,4,6-trimethylphenyl)methanone Chemical compound [Li].CC1=CC(C)=CC(C)=C1C(=O)PC(C(=C1)C)=CC=C1OC1=CC=CC=C1 HUICXINJYMCXLP-UHFFFAOYSA-N 0.000 description 1
- HAKCNAPJOXCKNN-UHFFFAOYSA-N lithium;(2-methyl-4-phenylmethoxyphenyl)phosphanyl-(2,3,4,6-tetramethylphenyl)methanone Chemical compound [Li].CC1=C(C)C(C)=CC(C)=C1C(=O)PC(C(=C1)C)=CC=C1OCC1=CC=CC=C1 HAKCNAPJOXCKNN-UHFFFAOYSA-N 0.000 description 1
- MPMMWSVSXYHNDQ-UHFFFAOYSA-N lithium;(2-methyl-4-phenylmethoxyphenyl)phosphanyl-(2,4,6-trimethylphenyl)methanone Chemical compound [Li].CC1=CC(C)=CC(C)=C1C(=O)PC(C(=C1)C)=CC=C1OCC1=CC=CC=C1 MPMMWSVSXYHNDQ-UHFFFAOYSA-N 0.000 description 1
- GTHZMFRBMBDHCZ-UHFFFAOYSA-N lithium;(2-methyl-4-propan-2-yloxyphenyl)phosphanyl-(2,3,4,6-tetramethylphenyl)methanone Chemical compound [Li].CC1=CC(OC(C)C)=CC=C1PC(=O)C1=C(C)C=C(C)C(C)=C1C GTHZMFRBMBDHCZ-UHFFFAOYSA-N 0.000 description 1
- GPWHQLUNXXRGKC-UHFFFAOYSA-N lithium;(2-methyl-4-propan-2-yloxyphenyl)phosphanyl-(2,4,6-trimethoxyphenyl)methanone Chemical compound [Li].COC1=CC(OC)=CC(OC)=C1C(=O)PC1=CC=C(OC(C)C)C=C1C GPWHQLUNXXRGKC-UHFFFAOYSA-N 0.000 description 1
- XBEBMECKNLWGCT-UHFFFAOYSA-N lithium;(2-methyl-4-propoxyphenyl)phosphanyl-(2,3,4,6-tetramethylphenyl)methanone Chemical compound [Li].CC1=CC(OCCC)=CC=C1PC(=O)C1=C(C)C=C(C)C(C)=C1C XBEBMECKNLWGCT-UHFFFAOYSA-N 0.000 description 1
- OWYFAHQKRJBKCV-UHFFFAOYSA-N lithium;(2-methyl-4-propoxyphenyl)phosphanyl-(2,4,6-trimethoxyphenyl)methanone Chemical compound [Li].CC1=CC(OCCC)=CC=C1PC(=O)C1=C(OC)C=C(OC)C=C1OC OWYFAHQKRJBKCV-UHFFFAOYSA-N 0.000 description 1
- RZZLEKRKHFFMEM-UHFFFAOYSA-N lithium;(2-methyl-4-propoxyphenyl)phosphanyl-(2,4,6-trimethylphenyl)methanone Chemical compound [Li].CC1=CC(OCCC)=CC=C1PC(=O)C1=C(C)C=C(C)C=C1C RZZLEKRKHFFMEM-UHFFFAOYSA-N 0.000 description 1
- LXAUSNJHUGMVDV-UHFFFAOYSA-N lithium;(2-methyl-6-phenylphenyl)-phenylphosphanylmethanone Chemical compound [Li].C=1C=CC=CC=1PC(=O)C=1C(C)=CC=CC=1C1=CC=CC=C1 LXAUSNJHUGMVDV-UHFFFAOYSA-N 0.000 description 1
- YPQRRBSMMRSQQB-UHFFFAOYSA-N lithium;(2-methylphenyl)phosphanyl-(2,3,4,6-tetramethylphenyl)methanone Chemical compound [Li].CC1=CC=CC=C1PC(=O)C1=C(C)C=C(C)C(C)=C1C YPQRRBSMMRSQQB-UHFFFAOYSA-N 0.000 description 1
- XJFBFSDPJCMMGO-UHFFFAOYSA-N lithium;(2-methylphenyl)phosphanyl-(2,4,6-trimethoxyphenyl)methanone Chemical compound [Li].COC1=CC(OC)=CC(OC)=C1C(=O)PC1=CC=CC=C1C XJFBFSDPJCMMGO-UHFFFAOYSA-N 0.000 description 1
- MCEYNYIWDURCDD-UHFFFAOYSA-N lithium;(2-methylphenyl)phosphanyl-(2,4,6-trimethylphenyl)methanone Chemical compound [Li].CC1=CC(C)=CC(C)=C1C(=O)PC1=CC=CC=C1C MCEYNYIWDURCDD-UHFFFAOYSA-N 0.000 description 1
- MSCVRULTPQMROV-UHFFFAOYSA-N lithium;(2-phenylphenyl)phosphanyl-(2,3,4,6-tetramethylphenyl)methanone Chemical compound [Li].CC1=C(C)C(C)=CC(C)=C1C(=O)PC1=CC=CC=C1C1=CC=CC=C1 MSCVRULTPQMROV-UHFFFAOYSA-N 0.000 description 1
- XBWXATBYGJKOGZ-UHFFFAOYSA-N lithium;(2-phenylphenyl)phosphanyl-(2,4,6-trimethoxyphenyl)methanone Chemical compound [Li].COC1=CC(OC)=CC(OC)=C1C(=O)PC1=CC=CC=C1C1=CC=CC=C1 XBWXATBYGJKOGZ-UHFFFAOYSA-N 0.000 description 1
- VSEOWOWAZMEKIC-UHFFFAOYSA-N lithium;(2-phenylphenyl)phosphanyl-(2,4,6-trimethylphenyl)methanone Chemical compound [Li].CC1=CC(C)=CC(C)=C1C(=O)PC1=CC=CC=C1C1=CC=CC=C1 VSEOWOWAZMEKIC-UHFFFAOYSA-N 0.000 description 1
- HBNCMFUKCAUIJW-UHFFFAOYSA-N lithium;(4-methoxy-2-methylphenyl)phosphanyl-(2,3,4,6-tetramethylphenyl)methanone Chemical compound [Li].CC1=CC(OC)=CC=C1PC(=O)C1=C(C)C=C(C)C(C)=C1C HBNCMFUKCAUIJW-UHFFFAOYSA-N 0.000 description 1
- ZUXJJMKJFIAOAJ-UHFFFAOYSA-N lithium;(4-methoxy-2-methylphenyl)phosphanyl-(2,4,6-trimethoxyphenyl)methanone Chemical compound [Li].CC1=CC(OC)=CC=C1PC(=O)C1=C(OC)C=C(OC)C=C1OC ZUXJJMKJFIAOAJ-UHFFFAOYSA-N 0.000 description 1
- KZNFQKYTVDTLHP-UHFFFAOYSA-N lithium;(4-methoxy-2-methylphenyl)phosphanyl-(2,4,6-trimethylphenyl)methanone Chemical compound [Li].CC1=CC(OC)=CC=C1PC(=O)C1=C(C)C=C(C)C=C1C KZNFQKYTVDTLHP-UHFFFAOYSA-N 0.000 description 1
- JYMXZGZGTHDEJG-UHFFFAOYSA-N lithium;(4-methoxyphenyl)phosphanyl-(2,3,4,6-tetramethylphenyl)methanone Chemical compound [Li].C1=CC(OC)=CC=C1PC(=O)C1=C(C)C=C(C)C(C)=C1C JYMXZGZGTHDEJG-UHFFFAOYSA-N 0.000 description 1
- XIMNVAZUHIMVSU-UHFFFAOYSA-N lithium;(4-methoxyphenyl)phosphanyl-(2,4,6-trimethoxyphenyl)methanone Chemical compound [Li].C1=CC(OC)=CC=C1PC(=O)C1=C(OC)C=C(OC)C=C1OC XIMNVAZUHIMVSU-UHFFFAOYSA-N 0.000 description 1
- NKFLUNIXSJLGQN-UHFFFAOYSA-N lithium;(4-methoxyphenyl)phosphanyl-(2,4,6-trimethylphenyl)methanone Chemical compound [Li].C1=CC(OC)=CC=C1PC(=O)C1=C(C)C=C(C)C=C1C NKFLUNIXSJLGQN-UHFFFAOYSA-N 0.000 description 1
- LMRBIRGCWJDBDY-UHFFFAOYSA-N lithium;(4-methylphenyl)phosphanyl-(2,3,4,6-tetramethylphenyl)methanone Chemical compound [Li].C1=CC(C)=CC=C1PC(=O)C1=C(C)C=C(C)C(C)=C1C LMRBIRGCWJDBDY-UHFFFAOYSA-N 0.000 description 1
- IZWNCVALHMEGNV-UHFFFAOYSA-N lithium;(4-methylphenyl)phosphanyl-(2,4,6-trimethylphenyl)methanone Chemical compound [Li].C1=CC(C)=CC=C1PC(=O)C1=C(C)C=C(C)C=C1C IZWNCVALHMEGNV-UHFFFAOYSA-N 0.000 description 1
- YJZYSQZOAIMZCI-UHFFFAOYSA-N lithium;(4-pentoxyphenyl)phosphanyl-(2,4,6-trimethylphenyl)methanone Chemical compound [Li].C1=CC(OCCCCC)=CC=C1PC(=O)C1=C(C)C=C(C)C=C1C YJZYSQZOAIMZCI-UHFFFAOYSA-N 0.000 description 1
- RSSYPCYEUSNYBD-UHFFFAOYSA-N lithium;(4-phenoxyphenyl)phosphanyl-(2,3,4,6-tetramethylphenyl)methanone Chemical compound [Li].CC1=C(C)C(C)=CC(C)=C1C(=O)PC(C=C1)=CC=C1OC1=CC=CC=C1 RSSYPCYEUSNYBD-UHFFFAOYSA-N 0.000 description 1
- SEKBGTTYKOBBFA-UHFFFAOYSA-N lithium;(4-phenoxyphenyl)phosphanyl-(2,4,6-trimethoxyphenyl)methanone Chemical compound [Li].COC1=CC(OC)=CC(OC)=C1C(=O)PC(C=C1)=CC=C1OC1=CC=CC=C1 SEKBGTTYKOBBFA-UHFFFAOYSA-N 0.000 description 1
- WXALESDIXWZELL-UHFFFAOYSA-N lithium;(4-phenoxyphenyl)phosphanyl-(2,4,6-trimethylphenyl)methanone Chemical compound [Li].CC1=CC(C)=CC(C)=C1C(=O)PC(C=C1)=CC=C1OC1=CC=CC=C1 WXALESDIXWZELL-UHFFFAOYSA-N 0.000 description 1
- BPAGHAIHZHSJOP-UHFFFAOYSA-N lithium;(4-phenylmethoxyphenyl)phosphanyl-(2,3,4,6-tetramethylphenyl)methanone Chemical compound [Li].CC1=C(C)C(C)=CC(C)=C1C(=O)PC(C=C1)=CC=C1OCC1=CC=CC=C1 BPAGHAIHZHSJOP-UHFFFAOYSA-N 0.000 description 1
- BWCFPKTXEKVBIV-UHFFFAOYSA-N lithium;(4-phenylmethoxyphenyl)phosphanyl-(2,4,6-trimethoxyphenyl)methanone Chemical compound [Li].COC1=CC(OC)=CC(OC)=C1C(=O)PC(C=C1)=CC=C1OCC1=CC=CC=C1 BWCFPKTXEKVBIV-UHFFFAOYSA-N 0.000 description 1
- MIHAHFIXMZWXOX-UHFFFAOYSA-N lithium;(4-phenylmethoxyphenyl)phosphanyl-(2,4,6-trimethylphenyl)methanone Chemical compound [Li].CC1=CC(C)=CC(C)=C1C(=O)PC(C=C1)=CC=C1OCC1=CC=CC=C1 MIHAHFIXMZWXOX-UHFFFAOYSA-N 0.000 description 1
- ZETCJGBWOWFEEW-UHFFFAOYSA-N lithium;(4-phenylphenyl)phosphanyl-(2,3,4,6-tetramethylphenyl)methanone Chemical compound [Li].CC1=C(C)C(C)=CC(C)=C1C(=O)PC1=CC=C(C=2C=CC=CC=2)C=C1 ZETCJGBWOWFEEW-UHFFFAOYSA-N 0.000 description 1
- LZEUOXPUTQLLNF-UHFFFAOYSA-N lithium;(4-phenylphenyl)phosphanyl-(2,4,6-trimethoxyphenyl)methanone Chemical compound [Li].COC1=CC(OC)=CC(OC)=C1C(=O)PC1=CC=C(C=2C=CC=CC=2)C=C1 LZEUOXPUTQLLNF-UHFFFAOYSA-N 0.000 description 1
- RWEJKBGCBGBJFM-UHFFFAOYSA-N lithium;(4-phenylphenyl)phosphanyl-(2,4,6-trimethylphenyl)methanone Chemical compound [Li].CC1=CC(C)=CC(C)=C1C(=O)PC1=CC=C(C=2C=CC=CC=2)C=C1 RWEJKBGCBGBJFM-UHFFFAOYSA-N 0.000 description 1
- KSXWTASAMILOCZ-UHFFFAOYSA-N lithium;(4-propan-2-yloxyphenyl)phosphanyl-(2,3,4,6-tetramethylphenyl)methanone Chemical compound [Li].C1=CC(OC(C)C)=CC=C1PC(=O)C1=C(C)C=C(C)C(C)=C1C KSXWTASAMILOCZ-UHFFFAOYSA-N 0.000 description 1
- QWGUXKFXFKJBQS-UHFFFAOYSA-N lithium;(4-propan-2-yloxyphenyl)phosphanyl-(2,4,6-trimethoxyphenyl)methanone Chemical compound [Li].COC1=CC(OC)=CC(OC)=C1C(=O)PC1=CC=C(OC(C)C)C=C1 QWGUXKFXFKJBQS-UHFFFAOYSA-N 0.000 description 1
- GCEQPQPDBCCWHH-UHFFFAOYSA-N lithium;(4-propan-2-yloxyphenyl)phosphanyl-(2,4,6-trimethylphenyl)methanone Chemical compound [Li].C1=CC(OC(C)C)=CC=C1PC(=O)C1=C(C)C=C(C)C=C1C GCEQPQPDBCCWHH-UHFFFAOYSA-N 0.000 description 1
- DCLLKMMUKLQFKU-UHFFFAOYSA-N lithium;(4-propoxyphenyl)phosphanyl-(2,3,4,6-tetramethylphenyl)methanone Chemical compound [Li].C1=CC(OCCC)=CC=C1PC(=O)C1=C(C)C=C(C)C(C)=C1C DCLLKMMUKLQFKU-UHFFFAOYSA-N 0.000 description 1
- LZNMJHPAICXQPJ-UHFFFAOYSA-N lithium;(4-propoxyphenyl)phosphanyl-(2,4,6-trimethoxyphenyl)methanone Chemical compound [Li].C1=CC(OCCC)=CC=C1PC(=O)C1=C(OC)C=C(OC)C=C1OC LZNMJHPAICXQPJ-UHFFFAOYSA-N 0.000 description 1
- ZUHASFNRIFJLKL-UHFFFAOYSA-N lithium;(4-propoxyphenyl)phosphanyl-(2,4,6-trimethylphenyl)methanone Chemical compound [Li].C1=CC(OCCC)=CC=C1PC(=O)C1=C(C)C=C(C)C=C1C ZUHASFNRIFJLKL-UHFFFAOYSA-N 0.000 description 1
- HRBFFMDHLXUFIW-UHFFFAOYSA-N lithium;[2,4,6-tri(butan-2-yloxy)phenyl]phosphanyl-(2,4,6-trimethoxyphenyl)methanone Chemical compound [Li].CCC(C)OC1=CC(OC(C)CC)=CC(OC(C)CC)=C1PC(=O)C1=C(OC)C=C(OC)C=C1OC HRBFFMDHLXUFIW-UHFFFAOYSA-N 0.000 description 1
- PWHMTOFOANCRHO-UHFFFAOYSA-N lithium;[2,4,6-tri(butan-2-yloxy)phenyl]phosphanyl-(2,4,6-trimethylphenyl)methanone Chemical compound [Li].CCC(C)OC1=CC(OC(C)CC)=CC(OC(C)CC)=C1PC(=O)C1=C(C)C=C(C)C=C1C PWHMTOFOANCRHO-UHFFFAOYSA-N 0.000 description 1
- XTEMHIWTZHTTEM-UHFFFAOYSA-N lithium;[2-methoxyethoxy-(4-methoxyphenyl)phosphanyl]-(2,4,6-trimethylphenyl)methanone Chemical compound [Li].C=1C=C(OC)C=CC=1P(OCCOC)C(=O)C1=C(C)C=C(C)C=C1C XTEMHIWTZHTTEM-UHFFFAOYSA-N 0.000 description 1
- ZTDIPXCRIHXBCW-UHFFFAOYSA-N lithium;[2-methyl-4-(2-methylpropoxy)phenyl]phosphanyl-(2,3,4,6-tetramethylphenyl)methanone Chemical compound [Li].CC1=CC(OCC(C)C)=CC=C1PC(=O)C1=C(C)C=C(C)C(C)=C1C ZTDIPXCRIHXBCW-UHFFFAOYSA-N 0.000 description 1
- CHSQNPDQOHBGEV-UHFFFAOYSA-N lithium;[2-methyl-4-(2-methylpropoxy)phenyl]phosphanyl-(2,4,6-trimethoxyphenyl)methanone Chemical compound [Li].COC1=CC(OC)=CC(OC)=C1C(=O)PC1=CC=C(OCC(C)C)C=C1C CHSQNPDQOHBGEV-UHFFFAOYSA-N 0.000 description 1
- HQWRRHKYTXUIHU-UHFFFAOYSA-N lithium;[2-methyl-4-(2-methylpropoxy)phenyl]phosphanyl-(2,4,6-trimethylphenyl)methanone Chemical compound [Li].CC1=CC(OCC(C)C)=CC=C1PC(=O)C1=C(C)C=C(C)C=C1C HQWRRHKYTXUIHU-UHFFFAOYSA-N 0.000 description 1
- SLFXUJDCXFYZIF-UHFFFAOYSA-N lithium;[2-methyl-4-(3-methylbutoxy)phenyl]phosphanyl-(2,3,4,6-tetramethylphenyl)methanone Chemical compound [Li].CC1=CC(OCCC(C)C)=CC=C1PC(=O)C1=C(C)C=C(C)C(C)=C1C SLFXUJDCXFYZIF-UHFFFAOYSA-N 0.000 description 1
- HCEIIHFPNZJRHT-UHFFFAOYSA-N lithium;[2-methyl-4-(3-methylbutoxy)phenyl]phosphanyl-(2,4,6-trimethoxyphenyl)methanone Chemical compound [Li].COC1=CC(OC)=CC(OC)=C1C(=O)PC1=CC=C(OCCC(C)C)C=C1C HCEIIHFPNZJRHT-UHFFFAOYSA-N 0.000 description 1
- MGDAGMPYWLRPJE-UHFFFAOYSA-N lithium;[2-methyl-4-(3-methylbutoxy)phenyl]phosphanyl-(2,4,6-trimethylphenyl)methanone Chemical compound [Li].CC1=CC(OCCC(C)C)=CC=C1PC(=O)C1=C(C)C=C(C)C=C1C MGDAGMPYWLRPJE-UHFFFAOYSA-N 0.000 description 1
- YQBBJNNIZQFJCR-UHFFFAOYSA-N lithium;[2-methyl-4-[(2-methylpropan-2-yl)oxy]phenyl]phosphanyl-(2,3,4,6-tetramethylphenyl)methanone Chemical compound [Li].CC1=C(C)C(C)=CC(C)=C1C(=O)PC1=CC=C(OC(C)(C)C)C=C1C YQBBJNNIZQFJCR-UHFFFAOYSA-N 0.000 description 1
- MMKRXWYZBRYHRK-UHFFFAOYSA-N lithium;[2-methyl-4-[(2-methylpropan-2-yl)oxy]phenyl]phosphanyl-(2,4,6-trimethoxyphenyl)methanone Chemical compound [Li].COC1=CC(OC)=CC(OC)=C1C(=O)PC1=CC=C(OC(C)(C)C)C=C1C MMKRXWYZBRYHRK-UHFFFAOYSA-N 0.000 description 1
- BATVAZRNZSMEDI-UHFFFAOYSA-N lithium;[2-methyl-4-[(2-methylpropan-2-yl)oxy]phenyl]phosphanyl-(2,4,6-trimethylphenyl)methanone Chemical compound [Li].CC1=CC(C)=CC(C)=C1C(=O)PC1=CC=C(OC(C)(C)C)C=C1C BATVAZRNZSMEDI-UHFFFAOYSA-N 0.000 description 1
- YCHIMOKEXOFFKK-UHFFFAOYSA-N lithium;[4-(2-methoxyethoxy)-2-methylphenyl]phosphanyl-(2,3,4,6-tetramethylphenyl)methanone Chemical compound [Li].CC1=CC(OCCOC)=CC=C1PC(=O)C1=C(C)C=C(C)C(C)=C1C YCHIMOKEXOFFKK-UHFFFAOYSA-N 0.000 description 1
- OZJOGDUEDIOTAW-UHFFFAOYSA-N lithium;[4-(2-methoxyethoxy)-2-methylphenyl]phosphanyl-(2,4,6-trimethoxyphenyl)methanone Chemical compound [Li].CC1=CC(OCCOC)=CC=C1PC(=O)C1=C(OC)C=C(OC)C=C1OC OZJOGDUEDIOTAW-UHFFFAOYSA-N 0.000 description 1
- SKNLPWPESSDJRC-UHFFFAOYSA-N lithium;[4-(2-methoxyethoxy)-2-methylphenyl]phosphanyl-(2,4,6-trimethylphenyl)methanone Chemical compound [Li].CC1=CC(OCCOC)=CC=C1PC(=O)C1=C(C)C=C(C)C=C1C SKNLPWPESSDJRC-UHFFFAOYSA-N 0.000 description 1
- NWFIWFJGILBRRL-UHFFFAOYSA-N lithium;[4-(2-methoxyethoxy)phenyl]phosphanyl-(2,3,4,6-tetramethylphenyl)methanone Chemical compound [Li].C1=CC(OCCOC)=CC=C1PC(=O)C1=C(C)C=C(C)C(C)=C1C NWFIWFJGILBRRL-UHFFFAOYSA-N 0.000 description 1
- ONDCCIZBICOTOP-UHFFFAOYSA-N lithium;[4-(2-methoxyethoxy)phenyl]phosphanyl-(2,4,6-trimethoxyphenyl)methanone Chemical compound [Li].C1=CC(OCCOC)=CC=C1PC(=O)C1=C(OC)C=C(OC)C=C1OC ONDCCIZBICOTOP-UHFFFAOYSA-N 0.000 description 1
- DWIVEFUGYWFHMA-UHFFFAOYSA-N lithium;[4-(2-methoxyethoxy)phenyl]phosphanyl-(2,4,6-trimethylphenyl)methanone Chemical compound [Li].C1=CC(OCCOC)=CC=C1PC(=O)C1=C(C)C=C(C)C=C1C DWIVEFUGYWFHMA-UHFFFAOYSA-N 0.000 description 1
- OUKURBCLOKLYLH-UHFFFAOYSA-N lithium;[4-(2-methylpropoxy)phenyl]phosphanyl-(2,3,4,6-tetramethylphenyl)methanone Chemical compound [Li].C1=CC(OCC(C)C)=CC=C1PC(=O)C1=C(C)C=C(C)C(C)=C1C OUKURBCLOKLYLH-UHFFFAOYSA-N 0.000 description 1
- JMZBCXZBFPTSDW-UHFFFAOYSA-N lithium;[4-(2-methylpropoxy)phenyl]phosphanyl-(2,4,6-trimethoxyphenyl)methanone Chemical compound [Li].COC1=CC(OC)=CC(OC)=C1C(=O)PC1=CC=C(OCC(C)C)C=C1 JMZBCXZBFPTSDW-UHFFFAOYSA-N 0.000 description 1
- UEYWABZWWBDMNO-UHFFFAOYSA-N lithium;[4-(2-methylpropoxy)phenyl]phosphanyl-(2,4,6-trimethylphenyl)methanone Chemical compound [Li].C1=CC(OCC(C)C)=CC=C1PC(=O)C1=C(C)C=C(C)C=C1C UEYWABZWWBDMNO-UHFFFAOYSA-N 0.000 description 1
- BJGMYIWRNBNZAB-UHFFFAOYSA-N lithium;[4-(3-methylbutoxy)phenyl]phosphanyl-(2,3,4,6-tetramethylphenyl)methanone Chemical compound [Li].C1=CC(OCCC(C)C)=CC=C1PC(=O)C1=C(C)C=C(C)C(C)=C1C BJGMYIWRNBNZAB-UHFFFAOYSA-N 0.000 description 1
- BQBSMDNKWFEQQD-UHFFFAOYSA-N lithium;[4-(3-methylbutoxy)phenyl]phosphanyl-(2,4,6-trimethoxyphenyl)methanone Chemical compound [Li].COC1=CC(OC)=CC(OC)=C1C(=O)PC1=CC=C(OCCC(C)C)C=C1 BQBSMDNKWFEQQD-UHFFFAOYSA-N 0.000 description 1
- NXYBDADOTWOIPR-UHFFFAOYSA-N lithium;[4-(3-methylbutoxy)phenyl]phosphanyl-(2,4,6-trimethylphenyl)methanone Chemical compound [Li].C1=CC(OCCC(C)C)=CC=C1PC(=O)C1=C(C)C=C(C)C=C1C NXYBDADOTWOIPR-UHFFFAOYSA-N 0.000 description 1
- VXYUXVMEVLPUCF-UHFFFAOYSA-N lithium;[4-[(2-methylpropan-2-yl)oxy]phenyl]phosphanyl-(2,3,4,6-tetramethylphenyl)methanone Chemical compound [Li].CC1=C(C)C(C)=CC(C)=C1C(=O)PC1=CC=C(OC(C)(C)C)C=C1 VXYUXVMEVLPUCF-UHFFFAOYSA-N 0.000 description 1
- IBEVGNGJLACDEJ-UHFFFAOYSA-N lithium;[4-[(2-methylpropan-2-yl)oxy]phenyl]phosphanyl-(2,4,6-trimethoxyphenyl)methanone Chemical compound [Li].COC1=CC(OC)=CC(OC)=C1C(=O)PC1=CC=C(OC(C)(C)C)C=C1 IBEVGNGJLACDEJ-UHFFFAOYSA-N 0.000 description 1
- GESBKDNAAXNJJI-UHFFFAOYSA-N lithium;[4-[(2-methylpropan-2-yl)oxy]phenyl]phosphanyl-(2,4,6-trimethylphenyl)methanone Chemical compound [Li].CC1=CC(C)=CC(C)=C1C(=O)PC1=CC=C(OC(C)(C)C)C=C1 GESBKDNAAXNJJI-UHFFFAOYSA-N 0.000 description 1
- NHBCQDLLMYRCBE-UHFFFAOYSA-N lithium;phenylphosphanyl-(2,3,5,6-tetrachlorophenyl)methanone Chemical compound [Li].ClC1=CC(Cl)=C(Cl)C(C(=O)PC=2C=CC=CC=2)=C1Cl NHBCQDLLMYRCBE-UHFFFAOYSA-N 0.000 description 1
- FFTQRKRTSXGYIQ-UHFFFAOYSA-N lithium;phenylphosphanyl-(2,3,5,6-tetramethylphenyl)methanone Chemical compound [Li].CC1=CC(C)=C(C)C(C(=O)PC=2C=CC=CC=2)=C1C FFTQRKRTSXGYIQ-UHFFFAOYSA-N 0.000 description 1
- BTKYORUFQMAKJC-UHFFFAOYSA-N lithium;phenylphosphanyl-(2,3,6-trichlorophenyl)methanone Chemical compound [Li].ClC1=CC=C(Cl)C(C(=O)PC=2C=CC=CC=2)=C1Cl BTKYORUFQMAKJC-UHFFFAOYSA-N 0.000 description 1
- NTNGIKMHLXHMQS-UHFFFAOYSA-N lithium;phenylphosphanyl-(2,3,6-trimethoxyphenyl)methanone Chemical compound [Li].COC1=CC=C(OC)C(C(=O)PC=2C=CC=CC=2)=C1OC NTNGIKMHLXHMQS-UHFFFAOYSA-N 0.000 description 1
- CCIVQJNYTSOQRC-UHFFFAOYSA-N lithium;phenylphosphanyl-(2,3,6-trimethylphenyl)methanone Chemical compound [Li].CC1=CC=C(C)C(C(=O)PC=2C=CC=CC=2)=C1C CCIVQJNYTSOQRC-UHFFFAOYSA-N 0.000 description 1
- ZWHHMADOVIPJFO-UHFFFAOYSA-N lithium;phenylphosphanyl-(2,4,5-trimethyl-3h-thiophen-2-yl)methanone Chemical compound [Li].C1C(C)=C(C)SC1(C)C(=O)PC1=CC=CC=C1 ZWHHMADOVIPJFO-UHFFFAOYSA-N 0.000 description 1
- RYZLXUSTDYAXFH-UHFFFAOYSA-N lithium;phenylphosphanyl-(2,4,6-trichlorophenyl)methanone Chemical compound [Li].ClC1=CC(Cl)=CC(Cl)=C1C(=O)PC1=CC=CC=C1 RYZLXUSTDYAXFH-UHFFFAOYSA-N 0.000 description 1
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- MDDUHVRJJAFRAU-YZNNVMRBSA-N tert-butyl-[(1r,3s,5z)-3-[tert-butyl(dimethyl)silyl]oxy-5-(2-diphenylphosphorylethylidene)-4-methylidenecyclohexyl]oxy-dimethylsilane Chemical compound C1[C@@H](O[Si](C)(C)C(C)(C)C)C[C@H](O[Si](C)(C)C(C)(C)C)C(=C)\C1=C/CP(=O)(C=1C=CC=CC=1)C1=CC=CC=C1 MDDUHVRJJAFRAU-YZNNVMRBSA-N 0.000 description 1
- 150000003512 tertiary amines Chemical class 0.000 description 1
- 150000005622 tetraalkylammonium hydroxides Chemical class 0.000 description 1
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 description 1
- 239000004753 textile Substances 0.000 description 1
- 229920001187 thermosetting polymer Polymers 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- JOUDBUYBGJYFFP-FOCLMDBBSA-N thioindigo Chemical compound S\1C2=CC=CC=C2C(=O)C/1=C1/C(=O)C2=CC=CC=C2S1 JOUDBUYBGJYFFP-FOCLMDBBSA-N 0.000 description 1
- 150000003573 thiols Chemical class 0.000 description 1
- 210000002105 tongue Anatomy 0.000 description 1
- LDHQCZJRKDOVOX-UHFFFAOYSA-N trans-crotonic acid Natural products CC=CC(O)=O LDHQCZJRKDOVOX-UHFFFAOYSA-N 0.000 description 1
- PJANXHGTPQOBST-VAWYXSNFSA-N trans-stilbene Chemical compound C=1C=CC=CC=1/C=C/C1=CC=CC=C1 PJANXHGTPQOBST-VAWYXSNFSA-N 0.000 description 1
- 238000005809 transesterification reaction Methods 0.000 description 1
- AYNNSCRYTDRFCP-UHFFFAOYSA-N triazene Chemical compound NN=N AYNNSCRYTDRFCP-UHFFFAOYSA-N 0.000 description 1
- KKFOMYPMTJLQGA-UHFFFAOYSA-N tribenzyl phosphite Chemical compound C=1C=CC=CC=1COP(OCC=1C=CC=CC=1)OCC1=CC=CC=C1 KKFOMYPMTJLQGA-UHFFFAOYSA-N 0.000 description 1
- TUQOTMZNTHZOKS-UHFFFAOYSA-N tributylphosphine Chemical compound CCCCP(CCCC)CCCC TUQOTMZNTHZOKS-UHFFFAOYSA-N 0.000 description 1
- 229960001124 trientine Drugs 0.000 description 1
- BDZBKCUKTQZUTL-UHFFFAOYSA-N triethyl phosphite Chemical compound CCOP(OCC)OCC BDZBKCUKTQZUTL-UHFFFAOYSA-N 0.000 description 1
- ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 description 1
- QXJQHYBHAIHNGG-UHFFFAOYSA-N trimethylolethane Chemical compound OCC(C)(CO)CO QXJQHYBHAIHNGG-UHFFFAOYSA-N 0.000 description 1
- CNUJLMSKURPSHE-UHFFFAOYSA-N trioctadecyl phosphite Chemical compound CCCCCCCCCCCCCCCCCCOP(OCCCCCCCCCCCCCCCCCC)OCCCCCCCCCCCCCCCCCC CNUJLMSKURPSHE-UHFFFAOYSA-N 0.000 description 1
- 125000005580 triphenylene group Chemical group 0.000 description 1
- AAAQKTZKLRYKHR-UHFFFAOYSA-N triphenylmethane Chemical compound C1=CC=CC=C1C(C=1C=CC=CC=1)C1=CC=CC=C1 AAAQKTZKLRYKHR-UHFFFAOYSA-N 0.000 description 1
- WGKLOLBTFWFKOD-UHFFFAOYSA-N tris(2-nonylphenyl) phosphite Chemical compound CCCCCCCCCC1=CC=CC=C1OP(OC=1C(=CC=CC=1)CCCCCCCCC)OC1=CC=CC=C1CCCCCCCCC WGKLOLBTFWFKOD-UHFFFAOYSA-N 0.000 description 1
- XHGIFBQQEGRTPB-UHFFFAOYSA-N tris(prop-2-enyl) phosphate Chemical compound C=CCOP(=O)(OCC=C)OCC=C XHGIFBQQEGRTPB-UHFFFAOYSA-N 0.000 description 1
- 235000013799 ultramarine blue Nutrition 0.000 description 1
- 150000004670 unsaturated fatty acids Chemical class 0.000 description 1
- 235000021122 unsaturated fatty acids Nutrition 0.000 description 1
- LSGOVYNHVSXFFJ-UHFFFAOYSA-N vanadate(3-) Chemical compound [O-][V]([O-])([O-])=O LSGOVYNHVSXFFJ-UHFFFAOYSA-N 0.000 description 1
- 229920001567 vinyl ester resin Polymers 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- KAKZBPTYRLMSJV-UHFFFAOYSA-N vinyl-ethylene Natural products C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 1
- 239000011345 viscous material Substances 0.000 description 1
- 235000012431 wafers Nutrition 0.000 description 1
- 238000010792 warming Methods 0.000 description 1
- 238000004804 winding Methods 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
- 239000008096 xylene Substances 0.000 description 1
- 238000004383 yellowing Methods 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/28—Phosphorus compounds with one or more P—C bonds
- C07F9/50—Organo-phosphines
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D11/00—Inks
- C09D11/02—Printing inks
- C09D11/10—Printing inks based on artificial resins
- C09D11/101—Inks specially adapted for printing processes involving curing by wave energy or particle radiation, e.g. with UV-curing following the printing
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K6/00—Preparations for dentistry
- A61K6/60—Preparations for dentistry comprising organic or organo-metallic additives
- A61K6/62—Photochemical radical initiators
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K6/00—Preparations for dentistry
- A61K6/80—Preparations for artificial teeth, for filling teeth or for capping teeth
- A61K6/884—Preparations for artificial teeth, for filling teeth or for capping teeth comprising natural or synthetic resins
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/28—Phosphorus compounds with one or more P—C bonds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/28—Phosphorus compounds with one or more P—C bonds
- C07F9/50—Organo-phosphines
- C07F9/5036—Phosphines containing the structure -C(=X)-P or NC-P
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/28—Phosphorus compounds with one or more P—C bonds
- C07F9/50—Organo-phosphines
- C07F9/53—Organo-phosphine oxides; Organo-phosphine thioxides
- C07F9/5337—Phosphine oxides or thioxides containing the structure -C(=X)-P(=X) or NC-P(=X) (X = O, S, Se)
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
- C07F9/6515—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having three nitrogen atoms as the only ring hetero atoms
- C07F9/6521—Six-membered rings
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D4/00—Coating compositions, e.g. paints, varnishes or lacquers, based on organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond ; Coating compositions, based on monomers of macromolecular compounds of groups C09D183/00 - C09D183/16
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- 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
- G03F7/0045—Photosensitive materials with organic non-macromolecular light-sensitive compounds not otherwise provided for, e.g. dissolution inhibitors
-
- 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
- G03F7/029—Inorganic compounds; Onium compounds; Organic compounds having hetero atoms other than oxygen, nitrogen or sulfur
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- 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
- G03F7/075—Silicon-containing compounds
- G03F7/0755—Non-macromolecular compounds containing Si-O, Si-C or Si-N bonds
-
- 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
- G03F7/038—Macromolecular compounds which are rendered insoluble or differentially wettable
- G03F7/0384—Macromolecular compounds which are rendered insoluble or differentially wettable with ethylenic or acetylenic bands in the main chain of the photopolymer
-
- 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
- G03F7/038—Macromolecular compounds which are rendered insoluble or differentially wettable
- G03F7/0388—Macromolecular compounds which are rendered insoluble or differentially wettable with ethylenic or acetylenic bands in the side chains of the photopolymer
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S430/00—Radiation imagery chemistry: process, composition, or product thereof
- Y10S430/1053—Imaging affecting physical property or radiation sensitive material, or producing nonplanar or printing surface - process, composition, or product: radiation sensitive composition or product or process of making binder containing
- Y10S430/1055—Radiation sensitive composition or product or process of making
- Y10S430/114—Initiator containing
- Y10S430/124—Carbonyl compound containing
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Physics & Mathematics (AREA)
- Molecular Biology (AREA)
- Biochemistry (AREA)
- General Physics & Mathematics (AREA)
- Spectroscopy & Molecular Physics (AREA)
- Oral & Maxillofacial Surgery (AREA)
- Public Health (AREA)
- Epidemiology (AREA)
- Wood Science & Technology (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Veterinary Medicine (AREA)
- Animal Behavior & Ethology (AREA)
- Crystallography & Structural Chemistry (AREA)
- Inorganic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Biophysics (AREA)
- Plastic & Reconstructive Surgery (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Polymerisation Methods In General (AREA)
- Materials For Photolithography (AREA)
- Printing Methods (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH2552000 | 2000-02-08 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE10105046A1 true DE10105046A1 (de) | 2001-08-09 |
Family
ID=4471003
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE10105046A Withdrawn DE10105046A1 (de) | 2000-02-08 | 2001-02-05 | Metallorganische Monoacyl-Aryl-Phosphine |
Country Status (14)
| Country | Link |
|---|---|
| US (2) | US6399805B2 (enExample) |
| JP (2) | JP2001270894A (enExample) |
| KR (1) | KR100769838B1 (enExample) |
| CN (1) | CN1200943C (enExample) |
| BE (1) | BE1013960A3 (enExample) |
| BR (1) | BR0100910A (enExample) |
| CA (1) | CA2334291A1 (enExample) |
| DE (1) | DE10105046A1 (enExample) |
| ES (1) | ES2195706B1 (enExample) |
| FR (1) | FR2804683B1 (enExample) |
| GB (1) | GB2360283B (enExample) |
| IT (1) | ITMI20010242A1 (enExample) |
| NL (1) | NL1017310C2 (enExample) |
| TW (1) | TW555762B (enExample) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2003044030A1 (en) * | 2001-11-20 | 2003-05-30 | Ciba Specialty Chemicals Holding Inc. | Multimer forms of acylphosphines and their derivatives |
| DE102012212429A1 (de) | 2012-07-16 | 2014-01-16 | Voco Gmbh | Dentalhandgerät, Verfahren und Verwendung desselben zum Aushärten lichthärtbaren Materials |
| EP3409680A1 (en) * | 2017-05-30 | 2018-12-05 | IGM Group B.V. | Synthesis of bis(acyl)phosphines by activation of unreactive metal phosphides |
| EP4178002A4 (en) * | 2021-07-14 | 2024-04-10 | LG Energy Solution, Ltd. | NON-AQUEOUS ELECTROLYTE SOLUTION FOR LITHIUM SECONDARY BATTERY AND LITHIUM SECONDARY BATTERY THEREOF |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| ATE221893T1 (de) * | 1998-11-30 | 2002-08-15 | Ciba Sc Holding Ag | Verfahren zur herstellung von acylphosphinen und derivaten |
| US6803392B1 (en) | 1999-10-20 | 2004-10-12 | Ciba Specialty Chemicals Corporation | Photoinitiator formulations |
| GB2365430B (en) * | 2000-06-08 | 2002-08-28 | Ciba Sc Holding Ag | Acylphosphine photoinitiators and intermediates |
| CN1264876C (zh) * | 2000-09-14 | 2006-07-19 | 西巴特殊化学品控股有限公司 | 在甲基丙烯酸酯铸模树脂中的酰基膦氧化物光引发剂 |
| KR100903939B1 (ko) * | 2001-08-21 | 2009-06-25 | 시바 홀딩 인크 | 광개시제로서의 장파장 모노- 및 비스-아실포스핀 옥사이드 및 설파이드 |
| DE10206096A1 (de) * | 2002-02-13 | 2003-08-14 | Basf Ag | Mono- und Bisacylphosphinderivate |
| KR20050009744A (ko) * | 2002-06-11 | 2005-01-25 | 시바 스페셜티 케미칼스 홀딩 인크. | 모노- 및 비스아실포스핀 옥사이드의 다량체 형태 |
| CA2522898A1 (en) * | 2003-05-23 | 2004-12-02 | Ciba Specialty Chemicals Holding Inc. | Strongly adherent surface coatings |
| MXPA06000681A (es) * | 2003-07-18 | 2006-04-11 | Ciba Sc Holding Ag | Proceso para preparar acilfosfanos y derivados de los mismos. |
| AU2004312897B2 (en) | 2003-12-29 | 2011-01-20 | Johnson & Johnson Surgical Vision, Inc. | Intraocular lenses having a visible light-selective-transmissive-region |
| US20050154109A1 (en) * | 2004-01-12 | 2005-07-14 | Minyu Li | Floor finish with lightening agent |
| BRPI0509338B1 (pt) * | 2004-04-30 | 2017-10-17 | Abbott Medical Optics Inc. | Detached devices having a highly selective violet light transmitter and related methods |
| US20060115516A1 (en) | 2004-11-22 | 2006-06-01 | Pearson Jason C | Copolymerizable methine and anthraquinone compounds and articles containing them |
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| EP1814891B1 (en) * | 2004-11-23 | 2011-01-26 | Basf Se | Bisacylphosphanes and their use as photoinitiators; process for preparing acylphosphanes |
| GB2422678B (en) * | 2005-01-25 | 2009-03-11 | Photocentric Ltd | Method of making a photopolymer plate |
| JP2006252787A (ja) * | 2005-03-08 | 2006-09-21 | Toppan Printing Co Ltd | 有機el素子製造方法および有機el素子 |
| JP5232365B2 (ja) * | 2005-06-01 | 2013-07-10 | 富士フイルム株式会社 | フッ素化光重合開始剤を含む光学フィルム、反射防止フィルム、偏光板、およびそれを用いた画像表示装置 |
| US8228848B2 (en) * | 2008-11-17 | 2012-07-24 | Sierra Wireless, Inc. | Method and apparatus for facilitating push communication across a network boundary |
| US8924486B2 (en) * | 2009-02-12 | 2014-12-30 | Sierra Wireless, Inc. | Method and system for aggregating communications |
| WO2010054471A1 (en) | 2008-11-17 | 2010-05-20 | Sierra Wireless, Inc. | Method and apparatus for network port and network address translation |
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| JP2020531594A (ja) * | 2017-08-24 | 2020-11-05 | スージョウ・レインボー・マテリアルズ・カンパニー・リミテッドSuzhou Rainbow Materials Co., Ltd. | シリコーン高分子光開始剤およびその使用 |
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| CN115701282A (zh) * | 2020-05-14 | 2023-02-07 | 3M创新有限公司 | 包含至少一个使用氟化光引发剂制备的氟化(共)聚合物层的多层光学膜及其制备和使用方法 |
| CN114349788B (zh) * | 2021-12-30 | 2023-06-20 | 华南理工大学 | 一种光引发剂及其制备方法与应用 |
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| DE2830928A1 (de) * | 1978-07-14 | 1980-01-31 | Basf Ag | Lichthaertbare form-, traenk- und ueberzugsmassen |
| DE3020092A1 (de) * | 1980-05-27 | 1981-12-10 | Basf Ag, 6700 Ludwigshafen | Acylphosphinverbindungen und ihre verwendung |
| DE3114341A1 (de) * | 1981-04-09 | 1982-11-11 | Basf Ag, 6700 Ludwigshafen | Acylphosphinverbindungen, ihre herstellung und verwendung |
| DE3133419A1 (de) * | 1981-08-24 | 1983-03-10 | Basf Ag, 6700 Ludwigshafen | Acylphosphinoxidverbindungen und ihre verwendung |
| DE3443221A1 (de) * | 1984-11-27 | 1986-06-05 | ESPE Fabrik pharmazeutischer Präparate GmbH, 8031 Seefeld | Bisacylphosphinoxide, ihre herstellung und verwendung |
| DE3878139T2 (de) * | 1987-05-01 | 1993-05-27 | Mitsubishi Rayon Co | Mit aktinischen strahlen haertbare zusammensetzung fuer giesspolymerisation und giesspolymerisationsprodukte. |
| JPH01309001A (ja) * | 1988-02-15 | 1989-12-13 | Mitsubishi Rayon Co Ltd | プラスチックレンズ材料 |
| US5218009A (en) | 1989-08-04 | 1993-06-08 | Ciba-Geigy Corporation | Mono- and di-acylphosphine oxides |
| EP0413657B1 (de) * | 1989-08-04 | 1996-12-27 | Ciba SC Holding AG | Mono- und Diacylphosphinoxide |
| RU2091385C1 (ru) | 1991-09-23 | 1997-09-27 | Циба-Гейги АГ | Бисацилфосфиноксиды, состав и способ нанесения покрытий |
| DE4230555A1 (de) * | 1992-09-12 | 1994-03-17 | Basf Ag | Verfahren zur Herstellung von alpha-Carbonylphosphinoxiden |
| FI951495L (fi) * | 1992-09-30 | 1995-03-29 | Ppg Industries Inc | Pigmentoituja koostumuksia ja menetelmiä hyvin alhaisen kiillon omaavien säteilykovettuvien päällysteiden valmistamiseksi |
| ZA941879B (en) * | 1993-03-18 | 1994-09-19 | Ciba Geigy | Curing compositions containing bisacylphosphine oxide photoinitiators |
| TW381106B (en) * | 1994-09-02 | 2000-02-01 | Ciba Sc Holding Ag | Alkoxyphenyl-substituted bisacylphosphine oxides |
| SE520727C2 (sv) * | 1996-03-04 | 2003-08-19 | Ciba Sc Holding Ag | Alkylfenylbisacylfosfinoxid och fotoinitiatorblandningar |
| JPH09241312A (ja) * | 1996-03-08 | 1997-09-16 | Showa Denko Kk | 光硬化性人造大理石用組成物及びその硬化方法 |
| ATE221893T1 (de) | 1998-11-30 | 2002-08-15 | Ciba Sc Holding Ag | Verfahren zur herstellung von acylphosphinen und derivaten |
| SE9904080D0 (sv) * | 1998-12-03 | 1999-11-11 | Ciba Sc Holding Ag | Fotoinitiatorberedning |
| SG98433A1 (en) * | 1999-12-21 | 2003-09-19 | Ciba Sc Holding Ag | Iodonium salts as latent acid donors |
-
2001
- 2001-01-31 GB GB0102398A patent/GB2360283B/en not_active Expired - Fee Related
- 2001-02-05 US US09/776,657 patent/US6399805B2/en not_active Expired - Fee Related
- 2001-02-05 DE DE10105046A patent/DE10105046A1/de not_active Withdrawn
- 2001-02-06 BE BE2001/0087A patent/BE1013960A3/fr not_active IP Right Cessation
- 2001-02-06 CA CA002334291A patent/CA2334291A1/en not_active Abandoned
- 2001-02-07 CN CNB011034874A patent/CN1200943C/zh not_active Expired - Fee Related
- 2001-02-07 ES ES200100276A patent/ES2195706B1/es not_active Expired - Fee Related
- 2001-02-07 IT IT2001MI000242A patent/ITMI20010242A1/it unknown
- 2001-02-07 TW TW090102568A patent/TW555762B/zh not_active IP Right Cessation
- 2001-02-07 FR FR0101630A patent/FR2804683B1/fr not_active Expired - Fee Related
- 2001-02-07 KR KR1020010005813A patent/KR100769838B1/ko not_active Expired - Fee Related
- 2001-02-08 JP JP2001031650A patent/JP2001270894A/ja not_active Ceased
- 2001-02-08 NL NL1017310A patent/NL1017310C2/nl not_active IP Right Cessation
- 2001-02-08 BR BR0100910-9A patent/BR0100910A/pt not_active Application Discontinuation
- 2001-10-22 US US10/037,111 patent/US6579663B2/en not_active Expired - Fee Related
-
2011
- 2011-04-19 JP JP2011093335A patent/JP2011140524A/ja active Pending
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2003044030A1 (en) * | 2001-11-20 | 2003-05-30 | Ciba Specialty Chemicals Holding Inc. | Multimer forms of acylphosphines and their derivatives |
| US7109250B2 (en) | 2001-11-20 | 2006-09-19 | Ciba Specialty Chemicals Corp. | Multimer forms of acylphosphines and their derivatives |
| DE102012212429A1 (de) | 2012-07-16 | 2014-01-16 | Voco Gmbh | Dentalhandgerät, Verfahren und Verwendung desselben zum Aushärten lichthärtbaren Materials |
| EP3409680A1 (en) * | 2017-05-30 | 2018-12-05 | IGM Group B.V. | Synthesis of bis(acyl)phosphines by activation of unreactive metal phosphides |
| WO2018219994A1 (en) * | 2017-05-30 | 2018-12-06 | Igm Group B.V. | Synthesis of bis(acyl)phosphines by activation of unreactive metal phosphides |
| EP4178002A4 (en) * | 2021-07-14 | 2024-04-10 | LG Energy Solution, Ltd. | NON-AQUEOUS ELECTROLYTE SOLUTION FOR LITHIUM SECONDARY BATTERY AND LITHIUM SECONDARY BATTERY THEREOF |
Also Published As
| Publication number | Publication date |
|---|---|
| GB2360283A (en) | 2001-09-19 |
| FR2804683A1 (fr) | 2001-08-10 |
| JP2011140524A (ja) | 2011-07-21 |
| ES2195706A1 (es) | 2003-12-01 |
| BE1013960A3 (fr) | 2003-01-14 |
| CN1200943C (zh) | 2005-05-11 |
| JP2001270894A (ja) | 2001-10-02 |
| ES2195706B1 (es) | 2005-03-01 |
| BR0100910A (pt) | 2001-10-02 |
| US6579663B2 (en) | 2003-06-17 |
| US6399805B2 (en) | 2002-06-04 |
| KR20010083161A (ko) | 2001-08-31 |
| US20010031898A1 (en) | 2001-10-18 |
| NL1017310C2 (nl) | 2002-06-18 |
| CN1308081A (zh) | 2001-08-15 |
| ITMI20010242A1 (it) | 2002-08-07 |
| TW555762B (en) | 2003-10-01 |
| CA2334291A1 (en) | 2001-08-08 |
| US20020107413A1 (en) | 2002-08-08 |
| FR2804683B1 (fr) | 2005-04-08 |
| GB0102398D0 (en) | 2001-03-14 |
| NL1017310A1 (nl) | 2001-08-09 |
| KR100769838B1 (ko) | 2007-10-24 |
| GB2360283B (en) | 2002-08-21 |
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