NO309145B1 - Molekylkompleksforbindelser, fotopolymeriserbare sammensetninger, anvendelse herav samt belagte substrater - Google Patents

Molekylkompleksforbindelser, fotopolymeriserbare sammensetninger, anvendelse herav samt belagte substrater Download PDF

Info

Publication number: NO309145B1
Authority: NO; Norway
Prior art keywords: compound; bis; alkyl; molecular complex; oxide
Prior art date: 1996-08-28

Application number

NO973945A

Other languages

English (en)

Norwegian (no)

Other versions

NO973945L (no

NO973945D0 (no

Inventor

David George Leppard

Thomas Lloyd James

Nils Hoeck

Manfred Koehler

Ronald Salathe

Original Assignee

Ciba Sc Holding Ag

Priority date (The priority date 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 date listed.)

1996-08-28

Filing date

1997-08-27

Publication date

2000-12-18

1997-08-27 Application filed by Ciba Sc Holding Ag filed Critical Ciba Sc Holding Ag

1997-08-27 Publication of NO973945D0 publication Critical patent/NO973945D0/no

1998-03-02 Publication of NO973945L publication Critical patent/NO973945L/no

2000-12-18 Publication of NO309145B1 publication Critical patent/NO309145B1/no

Links

150000001875 compounds Chemical class 0.000 title claims abstract description 106
239000000203 mixture Substances 0.000 title claims abstract description 78
239000000758 substrate Substances 0.000 title claims abstract description 20
238000004519 manufacturing process Methods 0.000 claims abstract description 25
QNODIIQQMGDSEF-UHFFFAOYSA-N (1-hydroxycyclohexyl)-phenylmethanone Chemical compound C=1C=CC=CC=1C(=O)C1(O)CCCCC1 QNODIIQQMGDSEF-UHFFFAOYSA-N 0.000 claims description 22
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 18
239000001257 hydrogen Substances 0.000 claims description 17
229910052739 hydrogen Inorganic materials 0.000 claims description 17
LFOXEOLGJPJZAA-UHFFFAOYSA-N [(2,6-dimethoxybenzoyl)-(2,4,4-trimethylpentyl)phosphoryl]-(2,6-dimethoxyphenyl)methanone Chemical compound COC1=CC=CC(OC)=C1C(=O)P(=O)(CC(C)CC(C)(C)C)C(=O)C1=C(OC)C=CC=C1OC LFOXEOLGJPJZAA-UHFFFAOYSA-N 0.000 claims description 16
XMLYCEVDHLAQEL-UHFFFAOYSA-N 2-hydroxy-2-methyl-1-phenylpropan-1-one Chemical compound CC(C)(O)C(=O)C1=CC=CC=C1 XMLYCEVDHLAQEL-UHFFFAOYSA-N 0.000 claims description 12
VFHVQBAGLAREND-UHFFFAOYSA-N diphenylphosphoryl-(2,4,6-trimethylphenyl)methanone Chemical compound CC1=CC(C)=CC(C)=C1C(=O)P(=O)(C=1C=CC=CC=1)C1=CC=CC=C1 VFHVQBAGLAREND-UHFFFAOYSA-N 0.000 claims description 12
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 10
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 10
239000000463 material Substances 0.000 claims description 10
238000007639 printing Methods 0.000 claims description 10
239000000654 additive Substances 0.000 claims description 9
125000004432 carbon atom Chemical group C* 0.000 claims description 9
150000001412 amines Chemical class 0.000 claims description 8
LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 0.000 claims description 8
125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 7
229910052799 carbon Inorganic materials 0.000 claims description 7
239000002966 varnish Substances 0.000 claims description 7
RMYJADBSGALOTK-UHFFFAOYSA-N [(2,4-dihexoxyphenyl)-(2,4,6-trimethylbenzoyl)phosphoryl]-(2,4,6-trimethylphenyl)methanone Chemical compound CCCCCCOC1=CC(OCCCCCC)=CC=C1P(=O)(C(=O)C=1C(=CC(C)=CC=1C)C)C(=O)C1=C(C)C=C(C)C=C1C RMYJADBSGALOTK-UHFFFAOYSA-N 0.000 claims description 6
229910052736 halogen Inorganic materials 0.000 claims description 6
125000004178 (C1-C4) alkyl group Chemical group 0.000 claims description 5
239000006096 absorbing agent Substances 0.000 claims description 5
150000002367 halogens Chemical class 0.000 claims description 5
RKMGAJGJIURJSJ-UHFFFAOYSA-N 2,2,6,6-tetramethylpiperidine Chemical class CC1(C)CCCC(C)(C)N1 RKMGAJGJIURJSJ-UHFFFAOYSA-N 0.000 claims description 3
ZCILGMFPJBRCNO-UHFFFAOYSA-N 4-phenyl-2H-benzotriazol-5-ol Chemical class OC1=CC=C2NN=NC2=C1C1=CC=CC=C1 ZCILGMFPJBRCNO-UHFFFAOYSA-N 0.000 claims description 3
NJCDRURWJZAMBM-UHFFFAOYSA-N 6-phenyl-1h-1,3,5-triazin-2-one Chemical class OC1=NC=NC(C=2C=CC=CC=2)=N1 NJCDRURWJZAMBM-UHFFFAOYSA-N 0.000 claims description 3
ZEULKTBNVREOPB-UHFFFAOYSA-N [(4-ethoxyphenyl)-(2,4,6-trimethylbenzoyl)phosphoryl]-(2,4,6-trimethylphenyl)methanone Chemical compound C1=CC(OCC)=CC=C1P(=O)(C(=O)C=1C(=CC(C)=CC=1C)C)C(=O)C1=C(C)C=C(C)C=C1C ZEULKTBNVREOPB-UHFFFAOYSA-N 0.000 claims description 3
150000002431 hydrogen Chemical class 0.000 claims description 3
125000004169 (C1-C6) alkyl group Chemical group 0.000 claims description 2
210000003074 dental pulp Anatomy 0.000 claims description 2
240000007594 Oryza sativa Species 0.000 claims 1
235000007164 Oryza sativa Nutrition 0.000 claims 1
235000009566 rice Nutrition 0.000 claims 1
239000002904 solvent Substances 0.000 abstract description 30
238000000034 method Methods 0.000 abstract description 28
239000013078 crystal Substances 0.000 description 46
-1 Acyl phosphine oxides Chemical class 0.000 description 42
ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 27
238000000576 coating method Methods 0.000 description 26
229920001577 copolymer Polymers 0.000 description 17
239000010410 layer Substances 0.000 description 17
238000002360 preparation method Methods 0.000 description 17
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 16
239000011248 coating agent Substances 0.000 description 15
VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 15
239000000243 solution Substances 0.000 description 15
XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 14
238000002844 melting Methods 0.000 description 14
230000008018 melting Effects 0.000 description 14
239000000843 powder Substances 0.000 description 14
239000000178 monomer Substances 0.000 description 13
229920000642 polymer Polymers 0.000 description 13
PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 12
238000001035 drying Methods 0.000 description 12
238000001723 curing Methods 0.000 description 11
229920005862 polyol Polymers 0.000 description 10
239000000047 product Substances 0.000 description 10
229910052751 metal Inorganic materials 0.000 description 8
239000002184 metal Substances 0.000 description 8
150000003077 polyols Chemical class 0.000 description 8
239000012957 2-hydroxy-2-methyl-1-phenylpropanone Substances 0.000 description 7
QYKIQEUNHZKYBP-UHFFFAOYSA-N Vinyl ether Chemical compound C=COC=C QYKIQEUNHZKYBP-UHFFFAOYSA-N 0.000 description 7
150000001252 acrylic acid derivatives Chemical class 0.000 description 7
238000001816 cooling Methods 0.000 description 7
125000002887 hydroxy group Chemical group [H]O* 0.000 description 7
238000005286 illumination Methods 0.000 description 7
229920000728 polyester Polymers 0.000 description 7
230000005855 radiation Effects 0.000 description 7
229920005989 resin Polymers 0.000 description 7
239000011347 resin Substances 0.000 description 7
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 6
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 6
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 6
LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 6
GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 6
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-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
125000000217 alkyl group Chemical group 0.000 description 6
239000011230 binding agent Substances 0.000 description 6
238000002425 crystallisation Methods 0.000 description 6
230000008025 crystallization Effects 0.000 description 6
150000002148 esters Chemical class 0.000 description 6
239000003999 initiator Substances 0.000 description 6
239000000155 melt Substances 0.000 description 6
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 6
229920002120 photoresistant polymer Polymers 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
239000000600 sorbitol Substances 0.000 description 6
CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 5
OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 5
150000001735 carboxylic acids Chemical class 0.000 description 5
239000006185 dispersion Substances 0.000 description 5
239000000975 dye Substances 0.000 description 5
235000019439 ethyl acetate Nutrition 0.000 description 5
238000009472 formulation Methods 0.000 description 5
239000007788 liquid Substances 0.000 description 5
238000012986 modification Methods 0.000 description 5
230000004048 modification Effects 0.000 description 5
239000003960 organic solvent Substances 0.000 description 5
125000004430 oxygen atom Chemical group O* 0.000 description 5
229910052698 phosphorus Inorganic materials 0.000 description 5
239000011574 phosphorus Substances 0.000 description 5
229920000570 polyether Polymers 0.000 description 5
150000003254 radicals Chemical class 0.000 description 5
239000000725 suspension Substances 0.000 description 5
239000002023 wood Substances 0.000 description 5
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-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
239000004952 Polyamide Substances 0.000 description 4
239000004721 Polyphenylene oxide Substances 0.000 description 4
WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 4
125000003118 aryl group Chemical group 0.000 description 4
238000004364 calculation method Methods 0.000 description 4
150000001721 carbon Chemical group 0.000 description 4
239000002131 composite material Substances 0.000 description 4
239000007859 condensation product Substances 0.000 description 4
JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 4
150000002009 diols Chemical class 0.000 description 4
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 4
238000001914 filtration Methods 0.000 description 4
238000010438 heat treatment Methods 0.000 description 4
239000004922 lacquer Substances 0.000 description 4
238000005259 measurement Methods 0.000 description 4
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239000007787 solid Substances 0.000 description 4
239000000126 substance Substances 0.000 description 4
HVLLSGMXQDNUAL-UHFFFAOYSA-N triphenyl phosphite Chemical compound C=1C=CC=CC=1OP(OC=1C=CC=CC=1)OC1=CC=CC=C1 HVLLSGMXQDNUAL-UHFFFAOYSA-N 0.000 description 4
229920006337 unsaturated polyester resin Polymers 0.000 description 4
238000002424 x-ray crystallography Methods 0.000 description 4
238000012982 x-ray structure analysis Methods 0.000 description 4
125000000229 (C1-C4)alkoxy group Chemical group 0.000 description 3
OEPOKWHJYJXUGD-UHFFFAOYSA-N 2-(3-phenylmethoxyphenyl)-1,3-thiazole-4-carbaldehyde Chemical compound O=CC1=CSC(C=2C=C(OCC=3C=CC=CC=3)C=CC=2)=N1 OEPOKWHJYJXUGD-UHFFFAOYSA-N 0.000 description 3
NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 3
NHTMVDHEPJAVLT-UHFFFAOYSA-N Isooctane Chemical compound CC(C)CC(C)(C)C NHTMVDHEPJAVLT-UHFFFAOYSA-N 0.000 description 3
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HGBBFIVJLKAPGV-UHFFFAOYSA-N [(2,4-dipentoxyphenyl)-(2,4,6-trimethylbenzoyl)phosphoryl]-(2,4,6-trimethylphenyl)methanone Chemical compound CCCCCOC1=CC(OCCCCC)=CC=C1P(=O)(C(=O)C=1C(=CC(C)=CC=1C)C)C(=O)C1=C(C)C=C(C)C=C1C HGBBFIVJLKAPGV-UHFFFAOYSA-N 0.000 description 3
XPCBOWMTXFDHEX-UHFFFAOYSA-N [(2,6-dimethoxybenzoyl)-(2-methylpropyl)phosphoryl]-(2,6-dimethoxyphenyl)methanone Chemical compound COC1=CC=CC(OC)=C1C(=O)P(=O)(CC(C)C)C(=O)C1=C(OC)C=CC=C1OC XPCBOWMTXFDHEX-UHFFFAOYSA-N 0.000 description 3
150000003926 acrylamides Chemical class 0.000 description 3
125000001931 aliphatic group Chemical group 0.000 description 3
QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 3
239000012965 benzophenone Substances 0.000 description 3
230000015572 biosynthetic process Effects 0.000 description 3
238000009835 boiling Methods 0.000 description 3
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239000003795 chemical substances by application Substances 0.000 description 3
MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 3
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239000003995 emulsifying agent Substances 0.000 description 3
239000011152 fibreglass Substances 0.000 description 3
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239000011976 maleic acid Substances 0.000 description 3
QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 3
229910052753 mercury Inorganic materials 0.000 description 3
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238000006116 polymerization reaction Methods 0.000 description 3
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239000012047 saturated solution Substances 0.000 description 3
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230000035945 sensitivity Effects 0.000 description 3
238000010583 slow cooling Methods 0.000 description 3
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VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 3
MYRTYDVEIRVNKP-UHFFFAOYSA-N 1,2-Divinylbenzene Chemical compound C=CC1=CC=CC=C1C=C MYRTYDVEIRVNKP-UHFFFAOYSA-N 0.000 description 2
RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 2
SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 2
ZNQVEEAIQZEUHB-UHFFFAOYSA-N 2-ethoxyethanol Chemical compound CCOCCO ZNQVEEAIQZEUHB-UHFFFAOYSA-N 0.000 description 2
229940093475 2-ethoxyethanol Drugs 0.000 description 2
KUDUQBURMYMBIJ-UHFFFAOYSA-N 2-prop-2-enoyloxyethyl prop-2-enoate Chemical compound C=CC(=O)OCCOC(=O)C=C KUDUQBURMYMBIJ-UHFFFAOYSA-N 0.000 description 2
RXFCIXRFAJRBSG-UHFFFAOYSA-N 3,2,3-tetramine Chemical compound NCCCNCCNCCCN RXFCIXRFAJRBSG-UHFFFAOYSA-N 0.000 description 2
VVBLNCFGVYUYGU-UHFFFAOYSA-N 4,4'-Bis(dimethylamino)benzophenone Chemical compound C1=CC(N(C)C)=CC=C1C(=O)C1=CC=C(N(C)C)C=C1 VVBLNCFGVYUYGU-UHFFFAOYSA-N 0.000 description 2
KWOLFJPFCHCOCG-UHFFFAOYSA-N Acetophenone Chemical compound CC(=O)C1=CC=CC=C1 KWOLFJPFCHCOCG-UHFFFAOYSA-N 0.000 description 2
XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 2
ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 2
XTHFKEDIFFGKHM-UHFFFAOYSA-N Dimethoxyethane Chemical compound COCCOC XTHFKEDIFFGKHM-UHFFFAOYSA-N 0.000 description 2
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DAKWPKUUDNSNPN-UHFFFAOYSA-N Trimethylolpropane triacrylate Chemical compound C=CC(=O)OCC(CC)(COC(=O)C=C)COC(=O)C=C DAKWPKUUDNSNPN-UHFFFAOYSA-N 0.000 description 2
238000003848 UV Light-Curing Methods 0.000 description 2
XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 2
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XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 2
AVIBWTMVEMSVJA-UHFFFAOYSA-N [(2,6-dimethoxybenzoyl)-(2-phenylethyl)phosphoryl]-(2,6-dimethoxyphenyl)methanone Chemical compound COC1=CC=CC(OC)=C1C(=O)P(=O)(C(=O)C=1C(=CC=CC=1OC)OC)CCC1=CC=CC=C1 AVIBWTMVEMSVJA-UHFFFAOYSA-N 0.000 description 2
HDCJWHCUEFWPNU-UHFFFAOYSA-N [(2,6-dimethoxybenzoyl)-(2-phenylpropyl)phosphoryl]-(2,6-dimethoxyphenyl)methanone Chemical compound COC1=CC=CC(OC)=C1C(=O)P(=O)(C(=O)C=1C(=CC=CC=1OC)OC)CC(C)C1=CC=CC=C1 HDCJWHCUEFWPNU-UHFFFAOYSA-N 0.000 description 2
FDPYUIXYWUBGFF-UHFFFAOYSA-N [2-methylpropyl-(2,4,6-trimethylbenzoyl)phosphoryl]-(2,4,6-trimethylphenyl)methanone Chemical compound CC=1C=C(C)C=C(C)C=1C(=O)P(=O)(CC(C)C)C(=O)C1=C(C)C=C(C)C=C1C FDPYUIXYWUBGFF-UHFFFAOYSA-N 0.000 description 2
GUCYFKSBFREPBC-UHFFFAOYSA-N [phenyl-(2,4,6-trimethylbenzoyl)phosphoryl]-(2,4,6-trimethylphenyl)methanone Chemical compound CC1=CC(C)=CC(C)=C1C(=O)P(=O)(C=1C=CC=CC=1)C(=O)C1=C(C)C=C(C)C=C1C GUCYFKSBFREPBC-UHFFFAOYSA-N 0.000 description 2
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YRHRIQCWCFGUEQ-UHFFFAOYSA-N thioxanthen-9-one Chemical compound C1=CC=C2C(=O)C3=CC=CC=C3SC2=C1 YRHRIQCWCFGUEQ-UHFFFAOYSA-N 0.000 description 1
125000003944 tolyl group Chemical group 0.000 description 1
LDHQCZJRKDOVOX-UHFFFAOYSA-N trans-crotonic acid Natural products CC=CC(O)=O LDHQCZJRKDOVOX-UHFFFAOYSA-N 0.000 description 1
238000005809 transesterification reaction Methods 0.000 description 1
238000012546 transfer 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
IVIIAEVMQHEPAY-UHFFFAOYSA-N tridodecyl phosphite Chemical compound CCCCCCCCCCCCOP(OCCCCCCCCCCCC)OCCCCCCCCCCCC IVIIAEVMQHEPAY-UHFFFAOYSA-N 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
230000001960 triggered effect Effects 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
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
150000004670 unsaturated fatty acids Chemical class 0.000 description 1
235000021122 unsaturated fatty acids Nutrition 0.000 description 1
239000000052 vinegar Substances 0.000 description 1
235000021419 vinegar Nutrition 0.000 description 1
229920001567 vinyl ester resin Polymers 0.000 description 1
125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 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
239000000080 wetting agent Substances 0.000 description 1
238000004804 winding Methods 0.000 description 1
239000008096 xylene Substances 0.000 description 1
125000005023 xylyl group Chemical group 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
239000011787 zinc oxide Substances 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K3/00—Use of inorganic substances as compounding ingredients
- C08K3/18—Oxygen-containing compounds, e.g. metal carbonyls
- C08K3/20—Oxides; Hydroxides
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
- C07C49/76—Ketones containing a keto group bound to a six-membered aromatic ring
- C07C49/82—Ketones containing a keto group bound to a six-membered aromatic ring containing hydroxy groups
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
- C07C49/76—Ketones containing a keto group bound to a six-membered aromatic ring
- C07C49/82—Ketones containing a keto group bound to a six-membered aromatic ring containing hydroxy groups
- C07C49/83—Ketones containing a keto group bound to a six-membered aromatic ring containing hydroxy groups polycyclic
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- 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
- 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
- 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

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Health & Medical Sciences (AREA)
Physics & Mathematics (AREA)
Chemical Kinetics & Catalysis (AREA)
Medicinal Chemistry (AREA)
Polymers & Plastics (AREA)
Crystallography & Structural Chemistry (AREA)
Molecular Biology (AREA)
General Physics & Mathematics (AREA)
Inorganic Chemistry (AREA)
Life Sciences & Earth Sciences (AREA)
Biochemistry (AREA)
General Health & Medical Sciences (AREA)
Spectroscopy & Molecular Physics (AREA)
Polymerisation Methods In General (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Laminated Bodies (AREA)
Inks, Pencil-Leads, Or Crayons (AREA)
Printing Methods (AREA)
Paper (AREA)

NO973945A 1996-08-28 1997-08-27 Molekylkompleksforbindelser, fotopolymeriserbare sammensetninger, anvendelse herav samt belagte substrater NO309145B1 (no)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
CH211596		1996-08-28

Publications (3)

Publication Number	Publication Date
NO973945D0 NO973945D0 (no)	1997-08-27
NO973945L NO973945L (no)	1998-03-02
NO309145B1 true NO309145B1 (no)	2000-12-18

Family

ID=4226232

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
NO973945A NO309145B1 (no)	1996-08-28	1997-08-27	Molekylkompleksforbindelser, fotopolymeriserbare sammensetninger, anvendelse herav samt belagte substrater

Country Status (15)

Country	Link
US (1)	US5942290A (2)
EP (1)	EP0826692B1 (2)
JP (1)	JP4200392B2 (2)
KR (1)	KR100530088B1 (2)
CN (1)	CN1101822C (2)
AT (1)	ATE233777T1 (2)
AU (1)	AU720186B2 (2)
BR (1)	BR9704552A (2)
CA (1)	CA2213886C (2)
DE (1)	DE59709426D1 (2)
NO (1)	NO309145B1 (2)
RU (1)	RU2181726C2 (2)
SG (1)	SG53043A1 (2)
TW (1)	TW401439B (2)
ZA (1)	ZA977692B (2)

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- 1997-08-19 DE DE59709426T patent/DE59709426D1/de not_active Expired - Lifetime
- 1997-08-19 AT AT97810582T patent/ATE233777T1/de not_active IP Right Cessation
- 1997-08-19 EP EP97810582A patent/EP0826692B1/de not_active Expired - Lifetime
- 1997-08-21 US US08/915,776 patent/US5942290A/en not_active Expired - Lifetime
- 1997-08-22 AU AU35226/97A patent/AU720186B2/en not_active Ceased
- 1997-08-25 RU RU97114452/04A patent/RU2181726C2/ru not_active IP Right Cessation
- 1997-08-26 CA CA002213886A patent/CA2213886C/en not_active Expired - Fee Related
- 1997-08-26 JP JP24467497A patent/JP4200392B2/ja not_active Expired - Lifetime
- 1997-08-26 TW TW086112227A patent/TW401439B/zh active
- 1997-08-27 KR KR1019970041366A patent/KR100530088B1/ko not_active Expired - Fee Related
- 1997-08-27 CN CN97117698A patent/CN1101822C/zh not_active Expired - Lifetime
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- 1997-08-27 NO NO973945A patent/NO309145B1/no not_active IP Right Cessation
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AU720186B2 (en)	2000-05-25
CA2213886C (en)	2005-12-06
MX9706542A (es)	1998-07-31
CA2213886A1 (en)	1998-02-28
NO973945L (no)	1998-03-02
DE59709426D1 (de)	2003-04-10
JPH1095788A (ja)	1998-04-14
SG53043A1 (en)	1998-09-28
BR9704552A (pt)	1998-09-01
JP4200392B2 (ja)	2008-12-24
EP0826692A2 (de)	1998-03-04
CN1175583A (zh)	1998-03-11
NO973945D0 (no)	1997-08-27
EP0826692A3 (de)	1999-03-03
EP0826692B1 (de)	2003-03-05
AU3522697A (en)	1998-03-05
TW401439B (en)	2000-08-11
RU2181726C2 (ru)	2002-04-27
KR100530088B1 (ko)	2006-04-06
KR19980019052A (ko)	1998-06-05
ZA977692B (en)	1998-03-02
CN1101822C (zh)	2003-02-19
ATE233777T1 (de)	2003-03-15
US5942290A (en)	1999-08-24

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Publication	Publication Date	Title
AU720186B2 (en)	2000-05-25	Molecular complex compounds as photoinitiators
NL1001124C2 (nl)	1997-05-13	Met alkoxyfenyl gesubstitueerde bisacylfosfineoxiden.
DK176096B1 (da)	2006-05-29	Alkylphenylbisacylphosphinoxider, fotoinitiatorblanding indeholdende disse forbindelser, fotopolymeriserbare sammensætninger med indhold af forbindelserne, samt anvendelse af forbindelserne eller fotoinitiatorblandingerne til fotopolymerisation........
US6486228B2 (en)	2002-11-26	Mono-and Bis-acylphosphine oxide photoinitiator combinations
EP1177182B1 (en)	2006-11-29	Novel photoinitiators and their applications
AU718619B2 (en)	2000-04-20	Non-volatile phenylglyoxalic esters
BE1012647A5 (fr)	2001-02-06	Compose photo-initiateur, compositions le contenant et leurs utilisations.
AU774305B2 (en)	2004-06-24	Photoinitiator formulations
US6361925B1 (en)	2002-03-26	Photoinitiator mixtures and compositions with alkylphenylbisacylphosphine oxides
EP1086145B1 (en)	2004-05-12	Photoinitiators and their applications
KR100685153B1 (ko)	2007-02-22	광개시제 혼합물, 이를 포함하는 광중합성 조성물 및 이의 용도
MXPA97006542A (en)	1998-11-09	Compounds of molecular complex as photoinicided