TW442545B - Coating agents, useful for the preparation of transparent water-spreading coatings on thermoplastic or glass mouldings - Google Patents
Coating agents, useful for the preparation of transparent water-spreading coatings on thermoplastic or glass mouldings Download PDFInfo
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- TW442545B TW442545B TW88109954A TW88109954A TW442545B TW 442545 B TW442545 B TW 442545B TW 88109954 A TW88109954 A TW 88109954A TW 88109954 A TW88109954 A TW 88109954A TW 442545 B TW442545 B TW 442545B
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- 239000011248 coating agent Substances 0.000 title claims abstract description 86
- 238000000576 coating method Methods 0.000 title claims description 40
- 238000000465 moulding Methods 0.000 title claims description 25
- 239000011521 glass Substances 0.000 title claims description 9
- 238000002360 preparation method Methods 0.000 title claims description 9
- 229920001169 thermoplastic Polymers 0.000 title claims description 8
- 239000004416 thermosoftening plastic Substances 0.000 title claims description 6
- 238000003892 spreading Methods 0.000 title claims description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 49
- 229910052751 metal Inorganic materials 0.000 claims abstract description 24
- 239000002184 metal Substances 0.000 claims abstract description 24
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 19
- 150000001875 compounds Chemical class 0.000 claims abstract description 19
- 239000000203 mixture Substances 0.000 claims abstract description 17
- 239000002253 acid Substances 0.000 claims abstract description 14
- 150000001768 cations Chemical class 0.000 claims abstract description 14
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 4
- 239000001257 hydrogen Substances 0.000 claims abstract description 4
- 239000004215 Carbon black (E152) Substances 0.000 claims abstract 5
- 229930195733 hydrocarbon Natural products 0.000 claims abstract 5
- 229920000515 polycarbonate Polymers 0.000 claims description 31
- 239000004417 polycarbonate Substances 0.000 claims description 31
- -1 alkali metal cation Chemical class 0.000 claims description 17
- 125000001931 aliphatic group Chemical group 0.000 claims description 10
- 238000012360 testing method Methods 0.000 claims description 8
- 239000003795 chemical substances by application Substances 0.000 claims description 7
- 125000004429 atom Chemical group 0.000 claims description 6
- 230000000737 periodic effect Effects 0.000 claims description 6
- 150000002430 hydrocarbons Chemical class 0.000 claims description 5
- 229920003229 poly(methyl methacrylate) Polymers 0.000 claims description 3
- 229920000728 polyester Polymers 0.000 claims description 3
- 239000004926 polymethyl methacrylate Substances 0.000 claims description 3
- 239000004793 Polystyrene Substances 0.000 claims description 2
- 229920002223 polystyrene Polymers 0.000 claims description 2
- 238000009757 thermoplastic moulding Methods 0.000 claims description 2
- 125000001183 hydrocarbyl group Chemical group 0.000 claims 8
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 2
- 150000002739 metals Chemical class 0.000 claims 2
- PCTMTFRHKVHKIS-BMFZQQSSSA-N (1s,3r,4e,6e,8e,10e,12e,14e,16e,18s,19r,20r,21s,25r,27r,30r,31r,33s,35r,37s,38r)-3-[(2r,3s,4s,5s,6r)-4-amino-3,5-dihydroxy-6-methyloxan-2-yl]oxy-19,25,27,30,31,33,35,37-octahydroxy-18,20,21-trimethyl-23-oxo-22,39-dioxabicyclo[33.3.1]nonatriaconta-4,6,8,10 Chemical compound C1C=C2C[C@@H](OS(O)(=O)=O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@H]([C@H](C)CCCC(C)C)[C@@]1(C)CC2.O[C@H]1[C@@H](N)[C@H](O)[C@@H](C)O[C@H]1O[C@H]1/C=C/C=C/C=C/C=C/C=C/C=C/C=C/[C@H](C)[C@@H](O)[C@@H](C)[C@H](C)OC(=O)C[C@H](O)C[C@H](O)CC[C@@H](O)[C@H](O)C[C@H](O)C[C@](O)(C[C@H](O)[C@H]2C(O)=O)O[C@H]2C1 PCTMTFRHKVHKIS-BMFZQQSSSA-N 0.000 claims 1
- 229910052783 alkali metal Inorganic materials 0.000 claims 1
- 229910052784 alkaline earth metal Inorganic materials 0.000 claims 1
- 239000004800 polyvinyl chloride Substances 0.000 claims 1
- 229920000915 polyvinyl chloride Polymers 0.000 claims 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract description 2
- 238000000034 method Methods 0.000 description 18
- 239000002202 Polyethylene glycol Substances 0.000 description 14
- 229920001223 polyethylene glycol Polymers 0.000 description 14
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 12
- 229930185605 Bisphenol Natural products 0.000 description 12
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 11
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 11
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 10
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical class C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 10
- 230000002079 cooperative effect Effects 0.000 description 10
- 229920003023 plastic Polymers 0.000 description 10
- 239000004033 plastic Substances 0.000 description 10
- 239000000243 solution Substances 0.000 description 10
- VPWNQTHUCYMVMZ-UHFFFAOYSA-N 4,4'-sulfonyldiphenol Chemical class C1=CC(O)=CC=C1S(=O)(=O)C1=CC=C(O)C=C1 VPWNQTHUCYMVMZ-UHFFFAOYSA-N 0.000 description 8
- 230000000694 effects Effects 0.000 description 8
- 229910044991 metal oxide Inorganic materials 0.000 description 8
- 239000000654 additive Substances 0.000 description 7
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 6
- 239000000853 adhesive Substances 0.000 description 6
- 230000001070 adhesive effect Effects 0.000 description 6
- 239000006085 branching agent Substances 0.000 description 6
- 239000002245 particle Substances 0.000 description 6
- 229960003742 phenol Drugs 0.000 description 6
- 229920000642 polymer Polymers 0.000 description 6
- 150000003839 salts Chemical class 0.000 description 6
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 5
- 230000008878 coupling Effects 0.000 description 5
- 238000010168 coupling process Methods 0.000 description 5
- 238000005859 coupling reaction Methods 0.000 description 5
- 159000000000 sodium salts Chemical class 0.000 description 5
- MEBONNVPKOBPEA-UHFFFAOYSA-N 1,1,2-trimethylcyclohexane Chemical compound CC1CCCCC1(C)C MEBONNVPKOBPEA-UHFFFAOYSA-N 0.000 description 4
- 125000004203 4-hydroxyphenyl group Chemical group [H]OC1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 4
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 4
- 125000003118 aryl group Chemical group 0.000 description 4
- 230000015572 biosynthetic process Effects 0.000 description 4
- 230000000052 comparative effect Effects 0.000 description 4
- 235000014113 dietary fatty acids Nutrition 0.000 description 4
- 235000019441 ethanol Nutrition 0.000 description 4
- 239000000194 fatty acid Substances 0.000 description 4
- 229930195729 fatty acid Natural products 0.000 description 4
- 125000004464 hydroxyphenyl group Chemical group 0.000 description 4
- 238000004519 manufacturing process Methods 0.000 description 4
- 239000003960 organic solvent Substances 0.000 description 4
- 239000005871 repellent Substances 0.000 description 4
- GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 description 4
- 239000000377 silicon dioxide Substances 0.000 description 4
- 235000012239 silicon dioxide Nutrition 0.000 description 4
- 238000005809 transesterification reaction Methods 0.000 description 4
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 3
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 3
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- 239000005711 Benzoic acid Substances 0.000 description 3
- 239000005642 Oleic acid Substances 0.000 description 3
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 3
- 230000008901 benefit Effects 0.000 description 3
- 235000010233 benzoic acid Nutrition 0.000 description 3
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 150000004706 metal oxides Chemical class 0.000 description 3
- 238000010137 moulding (plastic) Methods 0.000 description 3
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 3
- 150000002989 phenols Chemical class 0.000 description 3
- 239000000049 pigment Substances 0.000 description 3
- 239000001294 propane Substances 0.000 description 3
- 238000012552 review Methods 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- 239000004094 surface-active agent Substances 0.000 description 3
- QEGNUYASOUJEHD-UHFFFAOYSA-N 1,1-dimethylcyclohexane Chemical compound CC1(C)CCCCC1 QEGNUYASOUJEHD-UHFFFAOYSA-N 0.000 description 2
- UIAFKZKHHVMJGS-UHFFFAOYSA-N 2,4-dihydroxybenzoic acid Chemical compound OC(=O)C1=CC=C(O)C=C1O UIAFKZKHHVMJGS-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
- CJWNFAKWHDOUKL-UHFFFAOYSA-N 2-(2-phenylpropan-2-yl)phenol Chemical compound C=1C=CC=C(O)C=1C(C)(C)C1=CC=CC=C1 CJWNFAKWHDOUKL-UHFFFAOYSA-N 0.000 description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 2
- POAOYUHQDCAZBD-UHFFFAOYSA-N 2-butoxyethanol Chemical compound CCCCOCCO POAOYUHQDCAZBD-UHFFFAOYSA-N 0.000 description 2
- 125000003143 4-hydroxybenzyl group Chemical group [H]C([*])([H])C1=C([H])C([H])=C(O[H])C([H])=C1[H] 0.000 description 2
- QHPQWRBYOIRBIT-UHFFFAOYSA-N 4-tert-butylphenol Chemical compound CC(C)(C)C1=CC=C(O)C=C1 QHPQWRBYOIRBIT-UHFFFAOYSA-N 0.000 description 2
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 2
- SIKJAQJRHWYJAI-UHFFFAOYSA-N Indole Chemical compound C1=CC=C2NC=CC2=C1 SIKJAQJRHWYJAI-UHFFFAOYSA-N 0.000 description 2
- YGYAWVDWMABLBF-UHFFFAOYSA-N Phosgene Chemical compound ClC(Cl)=O YGYAWVDWMABLBF-UHFFFAOYSA-N 0.000 description 2
- 239000004698 Polyethylene Substances 0.000 description 2
- 239000004372 Polyvinyl alcohol Substances 0.000 description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 2
- 239000007983 Tris buffer Substances 0.000 description 2
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 2
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 2
- 239000011230 binding agent Substances 0.000 description 2
- 150000004649 carbonic acid derivatives Chemical class 0.000 description 2
- 150000004650 carbonic acid diesters Chemical class 0.000 description 2
- 230000008034 disappearance Effects 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- 150000004665 fatty acids Chemical class 0.000 description 2
- 150000002334 glycols Chemical class 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- IPCSVZSSVZVIGE-UHFFFAOYSA-N hexadecanoic acid Chemical compound CCCCCCCCCCCCCCCC(O)=O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 description 2
- 230000002209 hydrophobic effect Effects 0.000 description 2
- 239000004615 ingredient Substances 0.000 description 2
- 239000000155 melt Substances 0.000 description 2
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- 150000002763 monocarboxylic acids Chemical class 0.000 description 2
- 239000012071 phase Substances 0.000 description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 2
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 2
- 229920000058 polyacrylate Polymers 0.000 description 2
- 229920000573 polyethylene Polymers 0.000 description 2
- 229920002451 polyvinyl alcohol Polymers 0.000 description 2
- 230000035945 sensitivity Effects 0.000 description 2
- RMAQACBXLXPBSY-UHFFFAOYSA-N silicic acid Chemical compound O[Si](O)(O)O RMAQACBXLXPBSY-UHFFFAOYSA-N 0.000 description 2
- 239000003381 stabilizer Substances 0.000 description 2
- 239000004575 stone Substances 0.000 description 2
- 235000021419 vinegar Nutrition 0.000 description 2
- IRHVLQMEQPABHG-ZLYSWTFPSA-N (3r,4r,5r,6r,7r,8r,9s,10r,13r,14r,17r)-3,4,6,7-tetrahydroxy-17-[(1s)-1-[(2s,4s)-6-hydroxy-4-propan-2-yloxan-2-yl]ethyl]-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,14,16,17-tetradecahydrocyclopenta[a]phenanthren-15-one Chemical compound C1[C@H](C(C)C)CC(O)O[C@@H]1[C@@H](C)[C@@H]1[C@@]2(C)CC[C@@H]3[C@@]4(C)CC[C@@H](O)[C@H](O)[C@@H]4[C@@H](O)[C@H](O)[C@H]3[C@H]2C(=O)C1 IRHVLQMEQPABHG-ZLYSWTFPSA-N 0.000 description 1
- PYOLJOJPIPCRDP-UHFFFAOYSA-N 1,1,3-trimethylcyclohexane Chemical compound CC1CCCC(C)(C)C1 PYOLJOJPIPCRDP-UHFFFAOYSA-N 0.000 description 1
- HNSDLXPSAYFUHK-UHFFFAOYSA-N 1,4-bis(2-ethylhexyl) sulfosuccinate Chemical compound CCCCC(CC)COC(=O)CC(S(O)(=O)=O)C(=O)OCC(CC)CCCC HNSDLXPSAYFUHK-UHFFFAOYSA-N 0.000 description 1
- CJTNLEQLKKYLFO-UHFFFAOYSA-N 1-butoxyethanol Chemical compound CCCCOC(C)O CJTNLEQLKKYLFO-UHFFFAOYSA-N 0.000 description 1
- YIYBRXKMQFDHSM-UHFFFAOYSA-N 2,2'-Dihydroxybenzophenone Chemical compound OC1=CC=CC=C1C(=O)C1=CC=CC=C1O YIYBRXKMQFDHSM-UHFFFAOYSA-N 0.000 description 1
- WJSIJCQEIIWLIH-UHFFFAOYSA-N 2,3-bis[2-(4-hydroxyphenyl)propan-2-yl]phenol Chemical compound C=1C=CC(O)=C(C(C)(C)C=2C=CC(O)=CC=2)C=1C(C)(C)C1=CC=C(O)C=C1 WJSIJCQEIIWLIH-UHFFFAOYSA-N 0.000 description 1
- BSWWXRFVMJHFBN-UHFFFAOYSA-N 2,4,6-tribromophenol Chemical compound OC1=C(Br)C=C(Br)C=C1Br BSWWXRFVMJHFBN-UHFFFAOYSA-N 0.000 description 1
- ODBVXWOPZVVMLM-UHFFFAOYSA-N 2,6-dimethyl-4-(2-methylbutyl)phenol Chemical compound CCC(C)CC1=CC(C)=C(O)C(C)=C1 ODBVXWOPZVVMLM-UHFFFAOYSA-N 0.000 description 1
- VXHYVVAUHMGCEX-UHFFFAOYSA-N 2-(2-hydroxyphenoxy)phenol Chemical compound OC1=CC=CC=C1OC1=CC=CC=C1O VXHYVVAUHMGCEX-UHFFFAOYSA-N 0.000 description 1
- BLDLRWQLBOJPEB-UHFFFAOYSA-N 2-(2-hydroxyphenyl)sulfanylphenol Chemical compound OC1=CC=CC=C1SC1=CC=CC=C1O BLDLRWQLBOJPEB-UHFFFAOYSA-N 0.000 description 1
- XSVZEASGNTZBRQ-UHFFFAOYSA-N 2-(2-hydroxyphenyl)sulfinylphenol Chemical compound OC1=CC=CC=C1S(=O)C1=CC=CC=C1O XSVZEASGNTZBRQ-UHFFFAOYSA-N 0.000 description 1
- QUWAJPZDCZDTJS-UHFFFAOYSA-N 2-(2-hydroxyphenyl)sulfonylphenol Chemical compound OC1=CC=CC=C1S(=O)(=O)C1=CC=CC=C1O QUWAJPZDCZDTJS-UHFFFAOYSA-N 0.000 description 1
- KAIRTVANLJFYQS-UHFFFAOYSA-N 2-(3,5-dimethylheptyl)phenol Chemical compound CCC(C)CC(C)CCC1=CC=CC=C1O KAIRTVANLJFYQS-UHFFFAOYSA-N 0.000 description 1
- POAOYUHQDCAZBD-IDEBNGHGSA-N 2-butoxyethanol Chemical group [13CH3][13CH2][13CH2][13CH2]O[13CH2][13CH2]O POAOYUHQDCAZBD-IDEBNGHGSA-N 0.000 description 1
- BXCRLBBIZJSWNS-UHFFFAOYSA-N 2-hydroxyethyl hexadecanoate Chemical compound CCCCCCCCCCCCCCCC(=O)OCCO BXCRLBBIZJSWNS-UHFFFAOYSA-N 0.000 description 1
- RFVNOJDQRGSOEL-UHFFFAOYSA-N 2-hydroxyethyl octadecanoate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCCO RFVNOJDQRGSOEL-UHFFFAOYSA-N 0.000 description 1
- VEORPZCZECFIRK-UHFFFAOYSA-N 3,3',5,5'-tetrabromobisphenol A Chemical compound C=1C(Br)=C(O)C(Br)=CC=1C(C)(C)C1=CC(Br)=C(O)C(Br)=C1 VEORPZCZECFIRK-UHFFFAOYSA-N 0.000 description 1
- YMTYZTXUZLQUSF-UHFFFAOYSA-N 3,3'-Dimethylbisphenol A Chemical compound C1=C(O)C(C)=CC(C(C)(C)C=2C=C(C)C(O)=CC=2)=C1 YMTYZTXUZLQUSF-UHFFFAOYSA-N 0.000 description 1
- ZDWSNKPLZUXBPE-UHFFFAOYSA-N 3,5-ditert-butylphenol Chemical compound CC(C)(C)C1=CC(O)=CC(C(C)(C)C)=C1 ZDWSNKPLZUXBPE-UHFFFAOYSA-N 0.000 description 1
- PQOGFLAGJZXUAK-UHFFFAOYSA-N 4-(2-phenylpropyl)phenol Chemical compound C=1C=CC=CC=1C(C)CC1=CC=C(O)C=C1 PQOGFLAGJZXUAK-UHFFFAOYSA-N 0.000 description 1
- FEVHKBHNXSRDTN-UHFFFAOYSA-N 4-(3-methylcyclohexyl)phenol Chemical compound C1C(C)CCCC1C1=CC=C(O)C=C1 FEVHKBHNXSRDTN-UHFFFAOYSA-N 0.000 description 1
- XZTCBDCMLWWRLG-UHFFFAOYSA-N 4-(3-methylpentyl)phenol Chemical compound CCC(C)CCC1=CC=C(O)C=C1 XZTCBDCMLWWRLG-UHFFFAOYSA-N 0.000 description 1
- YCSVMCYCFDEOMM-UHFFFAOYSA-N 4-(cyclohexylmethyl)phenol Chemical compound C1=CC(O)=CC=C1CC1CCCCC1 YCSVMCYCFDEOMM-UHFFFAOYSA-N 0.000 description 1
- KJWMCPYEODZESQ-UHFFFAOYSA-N 4-Dodecylphenol Chemical compound CCCCCCCCCCCCC1=CC=C(O)C=C1 KJWMCPYEODZESQ-UHFFFAOYSA-N 0.000 description 1
- AZZWZMUXHALBCQ-UHFFFAOYSA-N 4-[(4-hydroxy-3,5-dimethylphenyl)methyl]-2,6-dimethylphenol Chemical compound CC1=C(O)C(C)=CC(CC=2C=C(C)C(O)=C(C)C=2)=C1 AZZWZMUXHALBCQ-UHFFFAOYSA-N 0.000 description 1
- JEXBDWYHEBBIKQ-UHFFFAOYSA-N 4-[1,1-bis(4-hydroxyphenyl)-2-phenylethyl]phenol Chemical compound C1(=CC=CC=C1)CC(C1=CC=C(C=C1)O)(C1=CC=C(C=C1)O)C1=CC=C(C=C1)O JEXBDWYHEBBIKQ-UHFFFAOYSA-N 0.000 description 1
- ODJUOZPKKHIEOZ-UHFFFAOYSA-N 4-[2-(4-hydroxy-3,5-dimethylphenyl)propan-2-yl]-2,6-dimethylphenol Chemical compound CC1=C(O)C(C)=CC(C(C)(C)C=2C=C(C)C(O)=C(C)C=2)=C1 ODJUOZPKKHIEOZ-UHFFFAOYSA-N 0.000 description 1
- HOMBZXVODFYVHD-UHFFFAOYSA-N 4-[2-(4-hydroxyphenyl)-3,4-di(propan-2-yl)phenyl]phenol Chemical compound C=1C=C(O)C=CC=1C1=C(C(C)C)C(C(C)C)=CC=C1C1=CC=C(O)C=C1 HOMBZXVODFYVHD-UHFFFAOYSA-N 0.000 description 1
- PVFQHGDIOXNKIC-UHFFFAOYSA-N 4-[2-[3-[2-(4-hydroxyphenyl)propan-2-yl]phenyl]propan-2-yl]phenol Chemical compound C=1C=CC(C(C)(C)C=2C=CC(O)=CC=2)=CC=1C(C)(C)C1=CC=C(O)C=C1 PVFQHGDIOXNKIC-UHFFFAOYSA-N 0.000 description 1
- JHSDIILQGDBNPD-UHFFFAOYSA-N 4-[2-[4-[tris[4-[2-(4-hydroxyphenyl)propan-2-yl]phenoxy]methoxy]phenyl]propan-2-yl]phenol Chemical compound C=1C=C(OC(OC=2C=CC(=CC=2)C(C)(C)C=2C=CC(O)=CC=2)(OC=2C=CC(=CC=2)C(C)(C)C=2C=CC(O)=CC=2)OC=2C=CC(=CC=2)C(C)(C)C=2C=CC(O)=CC=2)C=CC=1C(C)(C)C1=CC=C(O)C=C1 JHSDIILQGDBNPD-UHFFFAOYSA-N 0.000 description 1
- RXCLYCUUMHICHC-UHFFFAOYSA-N 4-[5-(4-hydroxyphenyl)-2,4-di(propan-2-yl)phenyl]phenol Chemical compound OC1=CC=C(C=C1)C1=CC(=C(C=C1C(C)C)C(C)C)C1=CC=C(C=C1)O RXCLYCUUMHICHC-UHFFFAOYSA-N 0.000 description 1
- PBTXWTNXVCYRJA-UHFFFAOYSA-N 4-hept-2-enylphenol Chemical compound CCCCC=CCC1=CC=C(O)C=C1 PBTXWTNXVCYRJA-UHFFFAOYSA-N 0.000 description 1
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Classifications
-
- 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
- C09D7/00—Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
- C09D7/40—Additives
- C09D7/60—Additives non-macromolecular
- C09D7/63—Additives non-macromolecular organic
-
- C—CHEMISTRY; METALLURGY
- C03—GLASS; MINERAL OR SLAG WOOL
- C03C—CHEMICAL COMPOSITION OF GLASSES, GLAZES OR VITREOUS ENAMELS; SURFACE TREATMENT OF GLASS; SURFACE TREATMENT OF FIBRES OR FILAMENTS MADE FROM GLASS, MINERALS OR SLAGS; JOINING GLASS TO GLASS OR OTHER MATERIALS
- C03C17/00—Surface treatment of glass, not in the form of fibres or filaments, by coating
- C03C17/28—Surface treatment of glass, not in the form of fibres or filaments, by coating with organic material
- C03C17/30—Surface treatment of glass, not in the form of fibres or filaments, by coating with organic material with silicon-containing compounds
-
- C—CHEMISTRY; METALLURGY
- C03—GLASS; MINERAL OR SLAG WOOL
- C03C—CHEMICAL COMPOSITION OF GLASSES, GLAZES OR VITREOUS ENAMELS; SURFACE TREATMENT OF GLASS; SURFACE TREATMENT OF FIBRES OR FILAMENTS MADE FROM GLASS, MINERALS OR SLAGS; JOINING GLASS TO GLASS OR OTHER MATERIALS
- C03C17/00—Surface treatment of glass, not in the form of fibres or filaments, by coating
- C03C17/006—Surface treatment of glass, not in the form of fibres or filaments, by coating with materials of composite character
- C03C17/008—Surface treatment of glass, not in the form of fibres or filaments, by coating with materials of composite character comprising a mixture of materials covered by two or more of the groups C03C17/02, C03C17/06, C03C17/22 and C03C17/28
- C03C17/009—Mixtures of organic and inorganic materials, e.g. ormosils and ormocers
-
- C—CHEMISTRY; METALLURGY
- C03—GLASS; MINERAL OR SLAG WOOL
- C03C—CHEMICAL COMPOSITION OF GLASSES, GLAZES OR VITREOUS ENAMELS; SURFACE TREATMENT OF GLASS; SURFACE TREATMENT OF FIBRES OR FILAMENTS MADE FROM GLASS, MINERALS OR SLAGS; JOINING GLASS TO GLASS OR OTHER MATERIALS
- C03C17/00—Surface treatment of glass, not in the form of fibres or filaments, by coating
- C03C17/28—Surface treatment of glass, not in the form of fibres or filaments, by coating with organic material
-
- C—CHEMISTRY; METALLURGY
- C03—GLASS; MINERAL OR SLAG WOOL
- C03C—CHEMICAL COMPOSITION OF GLASSES, GLAZES OR VITREOUS ENAMELS; SURFACE TREATMENT OF GLASS; SURFACE TREATMENT OF FIBRES OR FILAMENTS MADE FROM GLASS, MINERALS OR SLAGS; JOINING GLASS TO GLASS OR OTHER MATERIALS
- C03C17/00—Surface treatment of glass, not in the form of fibres or filaments, by coating
- C03C17/28—Surface treatment of glass, not in the form of fibres or filaments, by coating with organic material
- C03C17/32—Surface treatment of glass, not in the form of fibres or filaments, by coating with organic material with synthetic or natural resins
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J7/00—Chemical treatment or coating of shaped articles made of macromolecular substances
- C08J7/04—Coating
-
- 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
- C08K3/22—Oxides; Hydroxides of metals
-
- 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
- C08K3/34—Silicon-containing compounds
- C08K3/36—Silica
-
- 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
- C08K5/00—Use of organic ingredients
- C08K5/04—Oxygen-containing compounds
- C08K5/09—Carboxylic acids; Metal salts thereof; Anhydrides thereof
-
- 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
- C08K5/00—Use of organic ingredients
- C08K5/36—Sulfur-, selenium-, or tellurium-containing compounds
- C08K5/41—Compounds containing sulfur bound to oxygen
- C08K5/42—Sulfonic acids; Derivatives thereof
-
- 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
- C09D1/00—Coating compositions, e.g. paints, varnishes or lacquers, based on inorganic substances
-
- 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
- C09D7/00—Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
- C09D7/40—Additives
- C09D7/60—Additives non-macromolecular
- C09D7/61—Additives non-macromolecular inorganic
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J2300/00—Characterised by the use of unspecified polymers
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J2369/00—Characterised by the use of polycarbonates; Derivatives of polycarbonates
-
- 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
- C08K3/22—Oxides; Hydroxides of metals
- C08K2003/2227—Oxides; Hydroxides of metals of aluminium
-
- 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
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/31504—Composite [nonstructural laminate]
- Y10T428/31507—Of polycarbonate
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- General Chemical & Material Sciences (AREA)
- Geochemistry & Mineralogy (AREA)
- Polymers & Plastics (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Wood Science & Technology (AREA)
- Inorganic Chemistry (AREA)
- Composite Materials (AREA)
- Paints Or Removers (AREA)
- Laminated Bodies (AREA)
- Coating Of Shaped Articles Made Of Macromolecular Substances (AREA)
- Surface Treatment Of Glass (AREA)
- Materials Applied To Surfaces To Minimize Adherence Of Mist Or Water (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19829163A DE19829163A1 (de) | 1998-06-30 | 1998-06-30 | Beschichtungsmittel und deren Verwendung |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| TW442545B true TW442545B (en) | 2001-06-23 |
Family
ID=7872500
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| TW88109954A TW442545B (en) | 1998-06-30 | 1999-06-15 | Coating agents, useful for the preparation of transparent water-spreading coatings on thermoplastic or glass mouldings |
Country Status (21)
| Country | Link |
|---|---|
| US (1) | US6455162B1 (cg-RX-API-DMAC7.html) |
| EP (1) | EP1095108A1 (cg-RX-API-DMAC7.html) |
| JP (1) | JP2002519291A (cg-RX-API-DMAC7.html) |
| KR (1) | KR100585369B1 (cg-RX-API-DMAC7.html) |
| CN (1) | CN1178995C (cg-RX-API-DMAC7.html) |
| AR (1) | AR016730A1 (cg-RX-API-DMAC7.html) |
| AU (1) | AU748110B2 (cg-RX-API-DMAC7.html) |
| BR (1) | BR9912500A (cg-RX-API-DMAC7.html) |
| CA (1) | CA2336144A1 (cg-RX-API-DMAC7.html) |
| DE (1) | DE19829163A1 (cg-RX-API-DMAC7.html) |
| HK (1) | HK1039140A1 (cg-RX-API-DMAC7.html) |
| HU (1) | HUP0102683A3 (cg-RX-API-DMAC7.html) |
| ID (1) | ID26979A (cg-RX-API-DMAC7.html) |
| IL (2) | IL139874A0 (cg-RX-API-DMAC7.html) |
| NO (1) | NO20006626L (cg-RX-API-DMAC7.html) |
| PL (1) | PL345017A1 (cg-RX-API-DMAC7.html) |
| SK (1) | SK20112000A3 (cg-RX-API-DMAC7.html) |
| TR (1) | TR200003794T2 (cg-RX-API-DMAC7.html) |
| TW (1) | TW442545B (cg-RX-API-DMAC7.html) |
| WO (1) | WO2000000554A1 (cg-RX-API-DMAC7.html) |
| YU (1) | YU83200A (cg-RX-API-DMAC7.html) |
Families Citing this family (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE19829165C2 (de) * | 1998-06-30 | 2003-06-18 | Bayer Ag | Beschichtete Formkörper und deren Verwendung |
| TW523531B (en) * | 1998-06-30 | 2003-03-11 | Bayer Ag | Mouldings provided with a water-spreading coating and process for producing them |
| US20020028288A1 (en) | 2000-06-14 | 2002-03-07 | The Procter & Gamble Company | Long lasting coatings for modifying hard surfaces and processes for applying the same |
| US6869028B2 (en) | 2000-06-14 | 2005-03-22 | The Procter & Gamble Company | Spraying device |
| US7267728B2 (en) | 2001-01-30 | 2007-09-11 | The Procter & Gamble Company | System and method for cleaning and/or treating vehicles and the surfaces of other objects |
| US6846512B2 (en) * | 2001-01-30 | 2005-01-25 | The Procter & Gamble Company | System and method for cleaning and/or treating vehicles and the surfaces of other objects |
| US7381279B2 (en) | 2000-06-14 | 2008-06-03 | The Procter & Gamble Company | Article for deionization of water |
| US6562142B2 (en) | 2001-01-30 | 2003-05-13 | The Procter & Gamble Company | System and method for cleaning and/or treating vehicles and the surfaces of other objects |
| MXPA03006829A (es) | 2001-01-30 | 2003-11-13 | Procter & Gamble | Recubrimientos para modificar superficies duras y procedimientos para aplicarlos. |
| US20040156986A1 (en) * | 2003-02-10 | 2004-08-12 | Nanoproducts Corporation | Color pigments nanotechnology |
| US20060238870A1 (en) * | 2005-04-26 | 2006-10-26 | Brian Sneek | Gauge lens with embedded anti-fog film and method of making the same |
Family Cites Families (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NL171527C (nl) | 1969-04-10 | 1983-04-18 | Montedison Spa | Broeikas, die is voorzien van transparante of opaalachtige foelies of platen van een vinylchloridepolymeer. |
| DE2161645A1 (de) | 1971-12-11 | 1973-06-14 | Roehm Gmbh | Beschlagverhinderndes beschichtungsmittel |
| JPS516193A (ja) | 1974-07-08 | 1976-01-19 | Mitsui Toatsu Chemicals | Bodonzai |
| JPS5181877A (ja) | 1975-01-16 | 1976-07-17 | Mitsubishi Monsanto Chem | Shinsuiseigoseijushiseikeihinnoseizohoho |
| US4478909A (en) | 1980-10-24 | 1984-10-23 | Toray Industries, Inc. | Anti-fogging coating film |
| DE3400079A1 (de) | 1984-01-03 | 1985-07-11 | Röhm GmbH, 6100 Darmstadt | Wasserspreitendes kunststoffmaterial, verfahren zu seiner herstellung u. verwendung als verglasungs- und bedachungsmaterial |
| JPS61235468A (ja) * | 1985-04-10 | 1986-10-20 | Kashiyuu Kk | 親水性被膜形成用水性組成物 |
| JPH0234670A (ja) * | 1988-07-23 | 1990-02-05 | Nippon Oil & Fats Co Ltd | 冷却フイン用コーテイング剤 |
| JPH10510576A (ja) | 1994-12-12 | 1998-10-13 | ミネソタ マイニング アンド マニュファクチャリング カンパニー | 反射防止特性および防曇特性を有する塗料 |
| JPH08292301A (ja) * | 1995-02-22 | 1996-11-05 | Nissan Motor Co Ltd | 親水性ガラス及びその製造方法 |
| KR100471098B1 (ko) * | 1995-12-12 | 2005-07-01 | 스미토모 긴조쿠 고잔 가부시키가이샤 | 열선차폐필름용코팅용액및이를사용하여열선차폐필름을제조하는방법 |
| BR9710382A (pt) * | 1996-07-19 | 1999-08-17 | Toto Ltd | Composi-Æo e processo para tornar hidrof¡lica a superf¡cie de um membro composi-Æo de aerossol e membro apresentando uma superf¡cie tornada hidrof¡lica |
-
1998
- 1998-06-30 DE DE19829163A patent/DE19829163A1/de not_active Ceased
-
1999
- 1999-06-15 TW TW88109954A patent/TW442545B/zh not_active IP Right Cessation
- 1999-06-17 WO PCT/EP1999/004179 patent/WO2000000554A1/de not_active Ceased
- 1999-06-17 PL PL34501799A patent/PL345017A1/xx unknown
- 1999-06-17 EP EP99931081A patent/EP1095108A1/de not_active Withdrawn
- 1999-06-17 CA CA 2336144 patent/CA2336144A1/en not_active Abandoned
- 1999-06-17 AU AU47731/99A patent/AU748110B2/en not_active Ceased
- 1999-06-17 SK SK2011-2000A patent/SK20112000A3/sk unknown
- 1999-06-17 KR KR1020007015034A patent/KR100585369B1/ko not_active Expired - Fee Related
- 1999-06-17 CN CNB998080403A patent/CN1178995C/zh not_active Expired - Fee Related
- 1999-06-17 IL IL13987499A patent/IL139874A0/xx active IP Right Grant
- 1999-06-17 BR BR9912500A patent/BR9912500A/pt not_active IP Right Cessation
- 1999-06-17 YU YU83200A patent/YU83200A/sh unknown
- 1999-06-17 JP JP2000557309A patent/JP2002519291A/ja not_active Withdrawn
- 1999-06-17 TR TR200003794T patent/TR200003794T2/xx unknown
- 1999-06-17 HK HK02100738.5A patent/HK1039140A1/zh unknown
- 1999-06-17 ID ID20010193A patent/ID26979A/id unknown
- 1999-06-17 US US09/720,213 patent/US6455162B1/en not_active Expired - Fee Related
- 1999-06-17 HU HU0102683A patent/HUP0102683A3/hu unknown
- 1999-06-28 AR ARP990103106 patent/AR016730A1/es not_active Application Discontinuation
-
2000
- 2000-11-23 IL IL139874A patent/IL139874A/en not_active IP Right Cessation
- 2000-12-22 NO NO20006626A patent/NO20006626L/no not_active Application Discontinuation
Also Published As
| Publication number | Publication date |
|---|---|
| NO20006626L (no) | 2001-02-23 |
| JP2002519291A (ja) | 2002-07-02 |
| US6455162B1 (en) | 2002-09-24 |
| CN1178995C (zh) | 2004-12-08 |
| EP1095108A1 (de) | 2001-05-02 |
| HK1039140A1 (zh) | 2002-04-12 |
| SK20112000A3 (sk) | 2001-06-11 |
| CA2336144A1 (en) | 2000-01-06 |
| KR100585369B1 (ko) | 2006-06-01 |
| TR200003794T2 (tr) | 2001-06-21 |
| NO20006626D0 (no) | 2000-12-22 |
| HUP0102683A2 (hu) | 2001-11-28 |
| AR016730A1 (es) | 2001-07-25 |
| IL139874A (en) | 2006-07-05 |
| HUP0102683A3 (en) | 2002-12-28 |
| BR9912500A (pt) | 2001-05-02 |
| KR20010053305A (ko) | 2001-06-25 |
| PL345017A1 (en) | 2001-11-19 |
| DE19829163A1 (de) | 2000-01-05 |
| YU83200A (sh) | 2002-11-15 |
| AU748110B2 (en) | 2002-05-30 |
| AU4773199A (en) | 2000-01-17 |
| IL139874A0 (en) | 2002-02-10 |
| ID26979A (id) | 2001-02-22 |
| CN1307620A (zh) | 2001-08-08 |
| WO2000000554A1 (de) | 2000-01-06 |
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| GD4A | Issue of patent certificate for granted invention patent | ||
| MM4A | Annulment or lapse of patent due to non-payment of fees |