SK2832002A3 - Method of protecting wood against light-induced degradation - Google Patents
Method of protecting wood against light-induced degradation Download PDFInfo
- Publication number
- SK2832002A3 SK2832002A3 SK283-2002A SK2832002A SK2832002A3 SK 2832002 A3 SK2832002 A3 SK 2832002A3 SK 2832002 A SK2832002 A SK 2832002A SK 2832002 A3 SK2832002 A3 SK 2832002A3
- Authority
- SK
- Slovakia
- Prior art keywords
- group
- alkyl
- tetramethyl
- hydroxy
- carbon atoms
- Prior art date
Links
- 239000002023 wood Substances 0.000 title claims abstract description 39
- 238000000034 method Methods 0.000 title claims abstract description 19
- 230000015556 catabolic process Effects 0.000 title claims abstract description 9
- 238000006731 degradation reaction Methods 0.000 title claims abstract description 9
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 18
- 150000001412 amines Chemical class 0.000 claims abstract description 17
- 239000003960 organic solvent Substances 0.000 claims abstract description 7
- 125000000217 alkyl group Chemical group 0.000 claims description 104
- 125000004432 carbon atom Chemical group C* 0.000 claims description 89
- -1 oxyl Chemical group 0.000 claims description 78
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 55
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 49
- 125000002947 alkylene group Chemical group 0.000 claims description 47
- 229910052739 hydrogen Inorganic materials 0.000 claims description 42
- 125000004430 oxygen atom Chemical group O* 0.000 claims description 42
- 239000001257 hydrogen Substances 0.000 claims description 37
- 150000001875 compounds Chemical class 0.000 claims description 31
- 229910052799 carbon Inorganic materials 0.000 claims description 27
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 27
- 239000000203 mixture Substances 0.000 claims description 26
- 229910052757 nitrogen Inorganic materials 0.000 claims description 24
- 125000003118 aryl group Chemical group 0.000 claims description 21
- 239000011230 binding agent Substances 0.000 claims description 20
- 239000003795 chemical substances by application Substances 0.000 claims description 14
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 14
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims description 13
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 13
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 12
- 125000003055 glycidyl group Chemical group C(C1CO1)* 0.000 claims description 12
- CSGAUKGQUCHWDP-UHFFFAOYSA-N 1-hydroxy-2,2,6,6-tetramethylpiperidin-4-ol Chemical compound CC1(C)CC(O)CC(C)(C)N1O CSGAUKGQUCHWDP-UHFFFAOYSA-N 0.000 claims description 11
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 11
- NIPVMEKAVWIWRO-UHFFFAOYSA-N 1-hydroxy-4-methoxy-2,2,6,6-tetramethylpiperidin-1-ium;acetate Chemical compound CC([O-])=O.COC1CC(C)(C)[NH+](O)C(C)(C)C1 NIPVMEKAVWIWRO-UHFFFAOYSA-N 0.000 claims description 10
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 10
- 125000004450 alkenylene group Chemical group 0.000 claims description 10
- 229920000180 alkyd Polymers 0.000 claims description 10
- KMEUSKGEUADGET-UHFFFAOYSA-N 1-hydroxy-2,2,6,6-tetramethylpiperidin-4-one Chemical compound CC1(C)CC(=O)CC(C)(C)N1O KMEUSKGEUADGET-UHFFFAOYSA-N 0.000 claims description 9
- KRKNYBCHXYNGOX-UHFFFAOYSA-K Citrate Chemical compound [O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O KRKNYBCHXYNGOX-UHFFFAOYSA-K 0.000 claims description 9
- 150000001450 anions Chemical class 0.000 claims description 8
- TXXNVPVRPSACBM-UHFFFAOYSA-N 2-hydroxypropane-1,2,3-tricarboxylic acid;1-hydroxy-2,2,6,6-tetramethylpiperidin-4-ol Chemical compound CC1(C)CC(O)CC(C)(C)[NH+]1O.CC1(C)CC(O)CC(C)(C)[NH+]1O.CC1(C)CC(O)CC(C)(C)[NH+]1O.[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O TXXNVPVRPSACBM-UHFFFAOYSA-N 0.000 claims description 7
- 125000001494 2-propynyl group Chemical group [H]C#CC([H])([H])* 0.000 claims description 7
- 125000001624 naphthyl group Chemical group 0.000 claims description 7
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 7
- 125000003342 alkenyl group Chemical group 0.000 claims description 6
- QAOWNCQODCNURD-UHFFFAOYSA-M hydrogensulfate Chemical compound OS([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-M 0.000 claims description 6
- 229910021645 metal ion Inorganic materials 0.000 claims description 6
- YYTYIUAYFBFKHX-UHFFFAOYSA-N n-(1-hydroxy-2,2,6,6-tetramethylpiperidin-4-yl)acetamide Chemical compound CC(=O)NC1CC(C)(C)N(O)C(C)(C)C1 YYTYIUAYFBFKHX-UHFFFAOYSA-N 0.000 claims description 6
- 230000000737 periodic effect Effects 0.000 claims description 6
- 125000003884 phenylalkyl group Chemical group 0.000 claims description 6
- UEZVMMHDMIWARA-UHFFFAOYSA-M phosphonate Chemical compound [O-]P(=O)=O UEZVMMHDMIWARA-UHFFFAOYSA-M 0.000 claims description 6
- 125000006839 xylylene group Chemical group 0.000 claims description 6
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 claims description 5
- 229910019142 PO4 Inorganic materials 0.000 claims description 5
- 125000001931 aliphatic group Chemical group 0.000 claims description 5
- 125000000732 arylene group Chemical group 0.000 claims description 5
- 125000001589 carboacyl group Chemical group 0.000 claims description 5
- 229910052759 nickel Inorganic materials 0.000 claims description 5
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 claims description 5
- 239000010452 phosphate Substances 0.000 claims description 5
- CRGBPDJWOLULDY-UHFFFAOYSA-N (1-hydroxy-2,2,6,6-tetramethylpiperidin-4-yl) acetate Chemical compound CC(=O)OC1CC(C)(C)N(O)C(C)(C)C1 CRGBPDJWOLULDY-UHFFFAOYSA-N 0.000 claims description 4
- VZOFQIJZHYEQSJ-UHFFFAOYSA-N 2-hydroxypropane-1,2,3-tricarboxylate;(1-hydroxy-2,2,6,6-tetramethylpiperidin-1-ium-4-yl) acetate Chemical compound [O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O.CC(=O)OC1CC(C)(C)[NH+](O)C(C)(C)C1.CC(=O)OC1CC(C)(C)[NH+](O)C(C)(C)C1.CC(=O)OC1CC(C)(C)[NH+](O)C(C)(C)C1 VZOFQIJZHYEQSJ-UHFFFAOYSA-N 0.000 claims description 4
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 claims description 4
- KCXVZYZYPLLWCC-UHFFFAOYSA-N EDTA Chemical compound OC(=O)CN(CC(O)=O)CCN(CC(O)=O)CC(O)=O KCXVZYZYPLLWCC-UHFFFAOYSA-N 0.000 claims description 4
- 229910002651 NO3 Inorganic materials 0.000 claims description 4
- NHNBFGGVMKEFGY-UHFFFAOYSA-N Nitrate Chemical compound [O-][N+]([O-])=O NHNBFGGVMKEFGY-UHFFFAOYSA-N 0.000 claims description 4
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 claims description 4
- 125000004429 atom Chemical group 0.000 claims description 4
- 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 claims description 4
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 4
- 150000007942 carboxylates Chemical class 0.000 claims description 4
- 229910052802 copper Inorganic materials 0.000 claims description 4
- 125000002993 cycloalkylene group Chemical group 0.000 claims description 4
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 4
- QPCDCPDFJACHGM-UHFFFAOYSA-K pentetate(3-) Chemical compound OC(=O)CN(CC([O-])=O)CCN(CC([O-])=O)CCN(CC(O)=O)CC([O-])=O QPCDCPDFJACHGM-UHFFFAOYSA-K 0.000 claims description 4
- XRBCRPZXSCBRTK-UHFFFAOYSA-N phosphonous acid Chemical compound OPO XRBCRPZXSCBRTK-UHFFFAOYSA-N 0.000 claims description 4
- 239000003381 stabilizer Substances 0.000 claims description 4
- 229910052725 zinc Inorganic materials 0.000 claims description 4
- 125000003161 (C1-C6) alkylene group Chemical group 0.000 claims description 3
- QDNPLNOHUNPYHZ-UHFFFAOYSA-N 1-hydroxy-2,2,6,6-tetramethyl-4-propoxypiperidine Chemical compound CCCOC1CC(C)(C)N(O)C(C)(C)C1 QDNPLNOHUNPYHZ-UHFFFAOYSA-N 0.000 claims description 3
- BVKZGUZCCUSVTD-UHFFFAOYSA-M Bicarbonate Chemical compound OC([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-M 0.000 claims description 3
- BTBUEUYNUDRHOZ-UHFFFAOYSA-N Borate Chemical compound [O-]B([O-])[O-] BTBUEUYNUDRHOZ-UHFFFAOYSA-N 0.000 claims description 3
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 claims description 3
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 claims description 3
- 239000000020 Nitrocellulose Substances 0.000 claims description 3
- ABLZXFCXXLZCGV-UHFFFAOYSA-N Phosphorous acid Chemical compound OP(O)=O ABLZXFCXXLZCGV-UHFFFAOYSA-N 0.000 claims description 3
- 150000008052 alkyl sulfonates Chemical class 0.000 claims description 3
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 3
- 125000005228 aryl sulfonate group Chemical group 0.000 claims description 3
- 238000004132 cross linking Methods 0.000 claims description 3
- 229920001220 nitrocellulos Polymers 0.000 claims description 3
- 229920005989 resin Polymers 0.000 claims description 3
- 239000011347 resin Substances 0.000 claims description 3
- 125000000547 substituted alkyl group Chemical group 0.000 claims description 3
- 125000001989 1,3-phenylene group Chemical group [H]C1=C([H])C([*:1])=C([H])C([*:2])=C1[H] 0.000 claims description 2
- 125000001140 1,4-phenylene group Chemical group [H]C1=C([H])C([*:2])=C([H])C([H])=C1[*:1] 0.000 claims description 2
- LWWWYUBIKPGGGT-UHFFFAOYSA-N 1-(1-hydroxy-2,2,6,6-tetramethylpiperidin-4-yl)oxy-3-methoxypropan-2-ol Chemical compound COCC(O)COC1CC(C)(C)N(O)C(C)(C)C1 LWWWYUBIKPGGGT-UHFFFAOYSA-N 0.000 claims description 2
- UHVHCDKGRUZQBG-UHFFFAOYSA-N 1-hydroxy-2,2,6,6-tetramethyl-1-oxidopiperidin-1-ium Chemical compound CC1(C)CCCC(C)(C)[N+]1(O)[O-] UHVHCDKGRUZQBG-UHFFFAOYSA-N 0.000 claims description 2
- DOIAXYYFHLZFJT-UHFFFAOYSA-N 1-hydroxy-2,2,6,6-tetramethyl-4-propoxypiperidin-1-ium;acetate Chemical compound CC([O-])=O.CCCOC1CC(C)(C)[NH+](O)C(C)(C)C1 DOIAXYYFHLZFJT-UHFFFAOYSA-N 0.000 claims description 2
- QCJDXHSSMDQRBO-UHFFFAOYSA-N 1-hydroxy-2,2,6,6-tetramethylpiperidin-1-ium-4-ol;chloride Chemical compound [Cl-].CC1(C)CC(O)CC(C)(C)[NH+]1O QCJDXHSSMDQRBO-UHFFFAOYSA-N 0.000 claims description 2
- OMLXPSWZYGQPCR-UHFFFAOYSA-N 1-hydroxy-2,2,6,6-tetramethylpiperidin-1-ium-4-one;acetate Chemical compound CC([O-])=O.CC1(C)CC(=O)CC(C)(C)[NH+]1O OMLXPSWZYGQPCR-UHFFFAOYSA-N 0.000 claims description 2
- KRNWYBIEWUXCOB-UHFFFAOYSA-N 1-hydroxy-4-methoxy-2,2,6,6-tetramethylpiperidine Chemical compound COC1CC(C)(C)N(O)C(C)(C)C1 KRNWYBIEWUXCOB-UHFFFAOYSA-N 0.000 claims description 2
- CAZAXTALZNYAGA-UHFFFAOYSA-N 2-[2-[bis(carboxylatomethyl)amino]ethyl-(carboxylatomethyl)amino]acetate;n-(1-hydroxy-2,2,6,6-tetramethylpiperidin-1-ium-4-yl)acetamide Chemical compound CC(=O)NC1CC(C)(C)[NH+](O)C(C)(C)C1.CC(=O)NC1CC(C)(C)[NH+](O)C(C)(C)C1.CC(=O)NC1CC(C)(C)[NH+](O)C(C)(C)C1.CC(=O)NC1CC(C)(C)[NH+](O)C(C)(C)C1.[O-]C(=O)CN(CC([O-])=O)CCN(CC([O-])=O)CC([O-])=O CAZAXTALZNYAGA-UHFFFAOYSA-N 0.000 claims description 2
- VXBXRPKTLUBAHQ-UHFFFAOYSA-N 2-[bis(carboxylatomethyl)amino]acetate;1-hydroxy-2,2,6,6-tetramethylpiperidin-1-ium-4-ol Chemical compound CC1(C)CC(O)CC(C)(C)[NH+]1O.CC1(C)CC(O)CC(C)(C)[NH+]1O.CC1(C)CC(O)CC(C)(C)[NH+]1O.[O-]C(=O)CN(CC([O-])=O)CC([O-])=O VXBXRPKTLUBAHQ-UHFFFAOYSA-N 0.000 claims description 2
- ZGDIZLYJGRHLDL-UHFFFAOYSA-N 2-[bis(carboxylatomethyl)amino]acetate;n-(1-hydroxy-2,2,6,6-tetramethylpiperidin-1-ium-4-yl)acetamide Chemical compound [O-]C(=O)CN(CC([O-])=O)CC([O-])=O.CC(=O)NC1CC(C)(C)[NH+](O)C(C)(C)C1.CC(=O)NC1CC(C)(C)[NH+](O)C(C)(C)C1.CC(=O)NC1CC(C)(C)[NH+](O)C(C)(C)C1 ZGDIZLYJGRHLDL-UHFFFAOYSA-N 0.000 claims description 2
- YWBXOXPKPRNECI-UHFFFAOYSA-N 2-hydroxypropane-1,2,3-tricarboxylic acid;1-hydroxy-2,2,6,6-tetramethylpiperidin-4-ol Chemical compound CC1(C)CC(O)CC(C)(C)[NH+]1O.CC1(C)CC(O)CC(C)(C)[NH+]1O.OC(=O)CC(O)(C([O-])=O)CC([O-])=O YWBXOXPKPRNECI-UHFFFAOYSA-N 0.000 claims description 2
- VNUURIZFKLRLIH-UHFFFAOYSA-N 4-methoxy-2,2,6,6-tetramethyl-1-oxidopiperidin-1-ium Chemical compound COC1CC(C)(C)[NH+]([O-])C(C)(C)C1 VNUURIZFKLRLIH-UHFFFAOYSA-N 0.000 claims description 2
- 229920000178 Acrylic resin Polymers 0.000 claims description 2
- 239000004925 Acrylic resin Substances 0.000 claims description 2
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 claims description 2
- SCJBEZKWVYBIRT-UHFFFAOYSA-N CC1(C)CC(=O)CC(C)(C)[NH+]1O.CC1(C)CC(=O)CC(C)(C)[NH+]1O.CC1(C)CC(=O)CC(C)(C)[NH+]1O.[O-]C(=O)CN(CC([O-])=O)CC([O-])=O Chemical compound CC1(C)CC(=O)CC(C)(C)[NH+]1O.CC1(C)CC(=O)CC(C)(C)[NH+]1O.CC1(C)CC(=O)CC(C)(C)[NH+]1O.[O-]C(=O)CN(CC([O-])=O)CC([O-])=O SCJBEZKWVYBIRT-UHFFFAOYSA-N 0.000 claims description 2
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims description 2
- LSNNMFCWUKXFEE-UHFFFAOYSA-N Sulfurous acid Chemical compound OS(O)=O LSNNMFCWUKXFEE-UHFFFAOYSA-N 0.000 claims description 2
- LUTRAMFAYXFIQK-UHFFFAOYSA-N acetic acid;1-hydroxy-2,2,6,6-tetramethylpiperidin-4-ol Chemical compound CC([O-])=O.CC1(C)CC(O)CC(C)(C)[NH+]1O LUTRAMFAYXFIQK-UHFFFAOYSA-N 0.000 claims description 2
- 229910052783 alkali metal Inorganic materials 0.000 claims description 2
- 125000005078 alkoxycarbonylalkyl group Chemical group 0.000 claims description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-O ammonium group Chemical group [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 claims description 2
- 150000001449 anionic compounds Chemical group 0.000 claims description 2
- 125000000129 anionic group Chemical group 0.000 claims description 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 2
- SXPLGYBFGPYAHS-UHFFFAOYSA-N bis(1-hydroxy-2,2,6,6-tetramethylpiperidin-4-yl) decanedioate Chemical compound C1C(C)(C)N(O)C(C)(C)CC1OC(=O)CCCCCCCCC(=O)OC1CC(C)(C)N(O)C(C)(C)C1 SXPLGYBFGPYAHS-UHFFFAOYSA-N 0.000 claims description 2
- 150000001768 cations Chemical class 0.000 claims description 2
- 239000000460 chlorine Substances 0.000 claims description 2
- 229910052801 chlorine Inorganic materials 0.000 claims description 2
- 125000001309 chloro group Chemical group Cl* 0.000 claims description 2
- 238000001035 drying Methods 0.000 claims description 2
- 125000003976 glyceryl group Chemical group [H]C([*])([H])C(O[H])([H])C(O[H])([H])[H] 0.000 claims description 2
- REZIEVJVJYHZKK-UHFFFAOYSA-N hydrogen sulfate;1-hydroxy-2,2,6,6-tetramethylpiperidin-1-ium-4-ol Chemical compound OS([O-])(=O)=O.CC1(C)CC(O)CC(C)(C)[NH+]1O REZIEVJVJYHZKK-UHFFFAOYSA-N 0.000 claims description 2
- 239000003921 oil Substances 0.000 claims description 2
- 150000002891 organic anions Chemical group 0.000 claims description 2
- 239000001301 oxygen Substances 0.000 claims description 2
- 229910052760 oxygen Inorganic materials 0.000 claims description 2
- 125000004817 pentamethylene group Chemical group [H]C([H])([*:2])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[*:1] 0.000 claims description 2
- 229920001225 polyester resin Polymers 0.000 claims description 2
- 239000004645 polyester resin Substances 0.000 claims description 2
- 125000003698 tetramethyl group Chemical group [H]C([H])([H])* 0.000 claims description 2
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 claims description 2
- 150000002431 hydrogen Chemical class 0.000 claims 11
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 3
- 229940071106 ethylenediaminetetraacetate Drugs 0.000 claims 2
- 125000004400 (C1-C12) alkyl group Chemical group 0.000 claims 1
- 125000004209 (C1-C8) alkyl group Chemical group 0.000 claims 1
- 125000002030 1,2-phenylene group Chemical group [H]C1=C([H])C([*:1])=C([*:2])C([H])=C1[H] 0.000 claims 1
- GAOMYAAENOAIMT-HNCPQSOCSA-N C(C)(=O)[O-].O[NH+]1C(CC(CC1(C)C)OC[C@@H](COC)O)(C)C Chemical compound C(C)(=O)[O-].O[NH+]1C(CC(CC1(C)C)OC[C@@H](COC)O)(C)C GAOMYAAENOAIMT-HNCPQSOCSA-N 0.000 claims 1
- ZHBXKUKXFFZFSE-UHFFFAOYSA-N C=C.C=C.ON1C(CC(CC1(C)C)NC(C)=O)(C)C.ON1C(CC(CC1(C)C)NC(C)=O)(C)C.ON1C(CC(CC1(C)C)NC(C)=O)(C)C.ON1C(CC(CC1(C)C)NC(C)=O)(C)C.ON1C(CC(CC1(C)C)NC(C)=O)(C)C Chemical group C=C.C=C.ON1C(CC(CC1(C)C)NC(C)=O)(C)C.ON1C(CC(CC1(C)C)NC(C)=O)(C)C.ON1C(CC(CC1(C)C)NC(C)=O)(C)C.ON1C(CC(CC1(C)C)NC(C)=O)(C)C.ON1C(CC(CC1(C)C)NC(C)=O)(C)C ZHBXKUKXFFZFSE-UHFFFAOYSA-N 0.000 claims 1
- XQEZPIIANZJBMP-UHFFFAOYSA-N hydrogen sulfate;n-(1-hydroxy-2,2,6,6-tetramethylpiperidin-1-ium-4-yl)acetamide Chemical compound OS([O-])(=O)=O.CC(=O)NC1CC(C)(C)[NH+](O)C(C)(C)C1 XQEZPIIANZJBMP-UHFFFAOYSA-N 0.000 claims 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims 1
- 238000005470 impregnation Methods 0.000 abstract description 7
- 230000006641 stabilisation Effects 0.000 abstract 1
- 238000011105 stabilization Methods 0.000 abstract 1
- RAIYODFGMLZUDF-UHFFFAOYSA-N piperidin-1-ium;acetate Chemical compound CC([O-])=O.C1CC[NH2+]CC1 RAIYODFGMLZUDF-UHFFFAOYSA-N 0.000 description 19
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 9
- 150000003254 radicals Chemical class 0.000 description 9
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 7
- 125000002252 acyl group Chemical group 0.000 description 7
- 239000007859 condensation product Substances 0.000 description 7
- 150000002148 esters Chemical class 0.000 description 7
- 239000000243 solution Substances 0.000 description 7
- 238000000576 coating method Methods 0.000 description 6
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 6
- GLDOVTGHNKAZLK-UHFFFAOYSA-N octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCO GLDOVTGHNKAZLK-UHFFFAOYSA-N 0.000 description 6
- GAWIXWVDTYZWAW-UHFFFAOYSA-N C[CH]O Chemical group C[CH]O GAWIXWVDTYZWAW-UHFFFAOYSA-N 0.000 description 5
- 239000002253 acid Substances 0.000 description 5
- 239000004611 light stabiliser Substances 0.000 description 5
- 229920005610 lignin Polymers 0.000 description 5
- 239000000049 pigment Substances 0.000 description 5
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
- 150000001204 N-oxides Chemical class 0.000 description 4
- 239000007983 Tris buffer Substances 0.000 description 4
- 239000006096 absorbing agent Substances 0.000 description 4
- 239000012964 benzotriazole Substances 0.000 description 4
- 239000011248 coating agent Substances 0.000 description 4
- 230000000052 comparative effect Effects 0.000 description 4
- 239000004922 lacquer Substances 0.000 description 4
- PXHVJJICTQNCMI-UHFFFAOYSA-N nickel Substances [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 4
- IWDCLRJOBJJRNH-UHFFFAOYSA-N p-cresol Chemical compound CC1=CC=C(O)C=C1 IWDCLRJOBJJRNH-UHFFFAOYSA-N 0.000 description 4
- AQSJGOWTSHOLKH-UHFFFAOYSA-N phosphite(3-) Chemical class [O-]P([O-])[O-] AQSJGOWTSHOLKH-UHFFFAOYSA-N 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 3
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 3
- 239000003963 antioxidant agent Substances 0.000 description 3
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- XQAABEDPVQWFPN-UHFFFAOYSA-N octyl 3-[3-(benzotriazol-2-yl)-5-tert-butyl-4-hydroxyphenyl]propanoate Chemical compound CC(C)(C)C1=CC(CCC(=O)OCCCCCCCC)=CC(N2N=C3C=CC=CC3=N2)=C1O XQAABEDPVQWFPN-UHFFFAOYSA-N 0.000 description 1
- DMFXLIFZVRXRRR-UHFFFAOYSA-N octyl 3-[3-tert-butyl-5-(5-chlorobenzotriazol-2-yl)-4-hydroxyphenyl]propanoate Chemical compound CC(C)(C)C1=CC(CCC(=O)OCCCCCCCC)=CC(N2N=C3C=C(Cl)C=CC3=N2)=C1O DMFXLIFZVRXRRR-UHFFFAOYSA-N 0.000 description 1
- 125000000913 palmityl group Chemical group [H]C([*])([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])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 230000035515 penetration Effects 0.000 description 1
- 125000002958 pentadecyl group Chemical group [H]C([*])([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])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000005011 phenolic resin Substances 0.000 description 1
- 229960000969 phenyl salicylate Drugs 0.000 description 1
- ZPNJBTBYIHBSIG-UHFFFAOYSA-N phenyl-(2,2,6,6-tetramethylpiperidin-4-yl)methanone Chemical compound C1C(C)(C)NC(C)(C)CC1C(=O)C1=CC=CC=C1 ZPNJBTBYIHBSIG-UHFFFAOYSA-N 0.000 description 1
- LFGREXWGYUGZLY-UHFFFAOYSA-N phosphoryl Chemical group [P]=O LFGREXWGYUGZLY-UHFFFAOYSA-N 0.000 description 1
- 239000004584 polyacrylic acid Substances 0.000 description 1
- 229920000647 polyepoxide Polymers 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 229940068886 polyethylene glycol 300 Drugs 0.000 description 1
- 239000004848 polyfunctional curative Substances 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 239000004814 polyurethane Substances 0.000 description 1
- 229920002635 polyurethane Polymers 0.000 description 1
- 229920002689 polyvinyl acetate Polymers 0.000 description 1
- 239000011118 polyvinyl acetate Substances 0.000 description 1
- 229920000915 polyvinyl chloride Polymers 0.000 description 1
- 239000004800 polyvinyl chloride Substances 0.000 description 1
- 239000002243 precursor Substances 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 125000004368 propenyl group Chemical group C(=CC)* 0.000 description 1
- STJLVHWMYQXCPB-UHFFFAOYSA-N propiconazole Chemical compound O1C(CCC)COC1(C=1C(=CC(Cl)=CC=1)Cl)CN1N=CN=C1 STJLVHWMYQXCPB-UHFFFAOYSA-N 0.000 description 1
- 125000001501 propionyl group Chemical group O=C([*])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000011253 protective coating Substances 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- 238000007788 roughening Methods 0.000 description 1
- DCKVNWZUADLDEH-UHFFFAOYSA-N sec-butyl acetate Chemical compound CCC(C)OC(C)=O DCKVNWZUADLDEH-UHFFFAOYSA-N 0.000 description 1
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 239000011877 solvent mixture Substances 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 238000003892 spreading Methods 0.000 description 1
- 125000004079 stearyl group Chemical group [H]C([*])([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])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 229940095064 tartrate Drugs 0.000 description 1
- KKEYFWRCBNTPAC-UHFFFAOYSA-L terephthalate(2-) Chemical compound [O-]C(=O)C1=CC=C(C([O-])=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-L 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 150000000000 tetracarboxylic acids Chemical class 0.000 description 1
- NZNAAUDJKMURFU-UHFFFAOYSA-N tetrakis(2,2,6,6-tetramethylpiperidin-4-yl) butane-1,2,3,4-tetracarboxylate Chemical compound C1C(C)(C)NC(C)(C)CC1OC(=O)CC(C(=O)OC1CC(C)(C)NC(C)(C)C1)C(C(=O)OC1CC(C)(C)NC(C)(C)C1)CC(=O)OC1CC(C)(C)NC(C)(C)C1 NZNAAUDJKMURFU-UHFFFAOYSA-N 0.000 description 1
- 239000013008 thixotropic agent Substances 0.000 description 1
- UIERETOOQGIECD-ONEGZZNKSA-N tiglic acid group Chemical group C(\C(\C)=C\C)(=O)O UIERETOOQGIECD-ONEGZZNKSA-N 0.000 description 1
- 238000005809 transesterification reaction Methods 0.000 description 1
- 150000003627 tricarboxylic acid derivatives Chemical class 0.000 description 1
- 125000002889 tridecyl group Chemical group [H]C([*])([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])[H] 0.000 description 1
- IVIIAEVMQHEPAY-UHFFFAOYSA-N tridodecyl phosphite Chemical compound CCCCCCCCCCCCOP(OCCCCCCCCCCCC)OCCCCCCCCCCCC IVIIAEVMQHEPAY-UHFFFAOYSA-N 0.000 description 1
- CNUJLMSKURPSHE-UHFFFAOYSA-N trioctadecyl phosphite Chemical compound CCCCCCCCCCCCCCCCCCOP(OCCCCCCCCCCCCCCCCCC)OCCCCCCCCCCCCCCCCCC CNUJLMSKURPSHE-UHFFFAOYSA-N 0.000 description 1
- 125000002948 undecyl group Chemical group [H]C([*])([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])[H] 0.000 description 1
- 229920006305 unsaturated polyester Polymers 0.000 description 1
- 229920006337 unsaturated polyester resin Polymers 0.000 description 1
- 125000003774 valeryl group Chemical group O=C([*])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- BOXSVZNGTQTENJ-UHFFFAOYSA-L zinc dibutyldithiocarbamate Chemical compound [Zn+2].CCCCN(C([S-])=S)CCCC.CCCCN(C([S-])=S)CCCC BOXSVZNGTQTENJ-UHFFFAOYSA-L 0.000 description 1
- 239000004711 α-olefin Substances 0.000 description 1
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
- C09D15/00—Woodstains
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B27—WORKING OR PRESERVING WOOD OR SIMILAR MATERIAL; NAILING OR STAPLING MACHINES IN GENERAL
- B27K—PROCESSES, APPARATUS OR SELECTION OF SUBSTANCES FOR IMPREGNATING, STAINING, DYEING, BLEACHING OF WOOD OR SIMILAR MATERIALS, OR TREATING OF WOOD OR SIMILAR MATERIALS WITH PERMEANT LIQUIDS, NOT OTHERWISE PROVIDED FOR; CHEMICAL OR PHYSICAL TREATMENT OF CORK, CANE, REED, STRAW OR SIMILAR MATERIALS
- B27K3/00—Impregnating wood, e.g. impregnation pretreatment, for example puncturing; Wood impregnation aids not directly involved in the impregnation process
- B27K3/34—Organic impregnating agents
- B27K3/343—Heterocyclic compounds
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B27—WORKING OR PRESERVING WOOD OR SIMILAR MATERIAL; NAILING OR STAPLING MACHINES IN GENERAL
- B27K—PROCESSES, APPARATUS OR SELECTION OF SUBSTANCES FOR IMPREGNATING, STAINING, DYEING, BLEACHING OF WOOD OR SIMILAR MATERIALS, OR TREATING OF WOOD OR SIMILAR MATERIALS WITH PERMEANT LIQUIDS, NOT OTHERWISE PROVIDED FOR; CHEMICAL OR PHYSICAL TREATMENT OF CORK, CANE, REED, STRAW OR SIMILAR MATERIALS
- B27K3/00—Impregnating wood, e.g. impregnation pretreatment, for example puncturing; Wood impregnation aids not directly involved in the impregnation process
- B27K3/34—Organic impregnating agents
- B27K3/38—Aromatic compounds
- B27K3/40—Aromatic compounds halogenated
-
- 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
- C09D7/48—Stabilisers against degradation by oxygen, light or heat
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B27—WORKING OR PRESERVING WOOD OR SIMILAR MATERIAL; NAILING OR STAPLING MACHINES IN GENERAL
- B27K—PROCESSES, APPARATUS OR SELECTION OF SUBSTANCES FOR IMPREGNATING, STAINING, DYEING, BLEACHING OF WOOD OR SIMILAR MATERIALS, OR TREATING OF WOOD OR SIMILAR MATERIALS WITH PERMEANT LIQUIDS, NOT OTHERWISE PROVIDED FOR; CHEMICAL OR PHYSICAL TREATMENT OF CORK, CANE, REED, STRAW OR SIMILAR MATERIALS
- B27K2240/00—Purpose of the treatment
- B27K2240/90—UV-protection
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B27—WORKING OR PRESERVING WOOD OR SIMILAR MATERIAL; NAILING OR STAPLING MACHINES IN GENERAL
- B27K—PROCESSES, APPARATUS OR SELECTION OF SUBSTANCES FOR IMPREGNATING, STAINING, DYEING, BLEACHING OF WOOD OR SIMILAR MATERIALS, OR TREATING OF WOOD OR SIMILAR MATERIALS WITH PERMEANT LIQUIDS, NOT OTHERWISE PROVIDED FOR; CHEMICAL OR PHYSICAL TREATMENT OF CORK, CANE, REED, STRAW OR SIMILAR MATERIALS
- B27K3/00—Impregnating wood, e.g. impregnation pretreatment, for example puncturing; Wood impregnation aids not directly involved in the impregnation process
- B27K3/34—Organic impregnating agents
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B27—WORKING OR PRESERVING WOOD OR SIMILAR MATERIAL; NAILING OR STAPLING MACHINES IN GENERAL
- B27K—PROCESSES, APPARATUS OR SELECTION OF SUBSTANCES FOR IMPREGNATING, STAINING, DYEING, BLEACHING OF WOOD OR SIMILAR MATERIALS, OR TREATING OF WOOD OR SIMILAR MATERIALS WITH PERMEANT LIQUIDS, NOT OTHERWISE PROVIDED FOR; CHEMICAL OR PHYSICAL TREATMENT OF CORK, CANE, REED, STRAW OR SIMILAR MATERIALS
- B27K3/00—Impregnating wood, e.g. impregnation pretreatment, for example puncturing; Wood impregnation aids not directly involved in the impregnation process
- B27K3/34—Organic impregnating agents
- B27K3/50—Mixtures of different organic impregnating agents
-
- 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
- C08K5/16—Nitrogen-containing compounds
- C08K5/34—Heterocyclic compounds having nitrogen in the ring
- C08K5/3412—Heterocyclic compounds having nitrogen in the ring having one nitrogen atom in the ring
- C08K5/3432—Six-membered rings
- C08K5/3435—Piperidines
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Wood Science & Technology (AREA)
- Chemical & Material Sciences (AREA)
- Forests & Forestry (AREA)
- Materials Engineering (AREA)
- Organic Chemistry (AREA)
- Hydrogenated Pyridines (AREA)
- Chemical And Physical Treatments For Wood And The Like (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Paper (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP99810785 | 1999-09-02 | ||
| PCT/EP2000/008259 WO2001017738A1 (en) | 1999-09-02 | 2000-08-24 | Stabilization of wood substrates |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SK2832002A3 true SK2832002A3 (en) | 2002-09-10 |
Family
ID=8243004
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SK283-2002A SK2832002A3 (en) | 1999-09-02 | 2000-08-24 | Method of protecting wood against light-induced degradation |
Country Status (15)
| Country | Link |
|---|---|
| US (1) | US6653324B1 (https=) |
| EP (1) | EP1207984A1 (https=) |
| JP (1) | JP2003508503A (https=) |
| KR (1) | KR100676280B1 (https=) |
| CN (1) | CN1248837C (https=) |
| AR (1) | AR025462A1 (https=) |
| AU (1) | AU768319B2 (https=) |
| BR (1) | BR0013730B1 (https=) |
| CA (1) | CA2382621C (https=) |
| CZ (1) | CZ2002762A3 (https=) |
| MX (1) | MXPA02002274A (https=) |
| SK (1) | SK2832002A3 (https=) |
| TW (1) | TW514581B (https=) |
| WO (1) | WO2001017738A1 (https=) |
| ZA (1) | ZA200201733B (https=) |
Families Citing this family (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AUPR211400A0 (en) * | 2000-12-15 | 2001-01-25 | Koppers-Hickson Timber Protection Pty Limited | Material and method for treatment of timber |
| EP1507826A4 (en) | 2002-05-17 | 2007-11-07 | Othera Pharmaceuticals Inc | IMPROVING THE EVOLUTION OF CATARACTS AND OTHER OPHTHALMIC DISEASES |
| ITBO20020599A1 (it) * | 2002-09-20 | 2004-03-21 | Arch Coatings Italia Spa Ora Arch Sayerlack | Vernice, procedimento di preparazione e relativo impiego su di un supporto legnoso. |
| US7825134B2 (en) | 2003-05-19 | 2010-11-02 | Othera Holding, Inc. | Amelioration of cataracts, macular degeneration and other ophthalmic diseases |
| WO2005005114A1 (en) * | 2003-07-09 | 2005-01-20 | Ciba Specialty Chemicals Holding Inc. | Stabilization of wood with sterically hindered amine-n-oxyls or hydroxyls and transparent inorganic pigments |
| DE112006000348T5 (de) * | 2005-02-15 | 2007-12-27 | Ciba Speciality Chemicals Holding Inc. | Stabilisierung von natürlichen Komposit- bzw. Verbundwerkstoffen |
| EP1954457B1 (en) * | 2005-11-04 | 2009-04-15 | Ciba Holding Inc. | Color stabilization of cork and colored woods by the combined use of inorganic and organic uv-absorbers |
| CA2913448C (en) | 2013-05-24 | 2022-03-08 | Stora Enso Oyj | Compositions for use in protection of wood and wood products from microorganisms, weather, and fire |
| JP2019177685A (ja) * | 2018-03-30 | 2019-10-17 | 大日本印刷株式会社 | 木質系部材 |
Family Cites Families (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3471595D1 (en) | 1983-01-20 | 1988-07-07 | Ciba Geigy Ag | Electron-beam curing method for coatings |
| US4590231A (en) * | 1983-10-11 | 1986-05-20 | Ciba-Geigy Corporation | Polyolefin compositions stabilized against degradation using hydroxylamine derivatives |
| US4831134A (en) | 1987-09-21 | 1989-05-16 | Ciba-Geigy Corporation | N-hydroxy hindered amine stabilizers |
| EP0309401B2 (en) * | 1987-09-21 | 2002-06-05 | Ciba Specialty Chemicals Holding Inc. | Stabilization of coatings with N-hydroxy hindered amines |
| ATE151097T1 (de) | 1989-12-05 | 1997-04-15 | Ciba Geigy | Stabilisiertes organisches material |
| DE4031279A1 (de) * | 1990-10-04 | 1992-04-09 | Basf Ag | Stabilisatoren enthaltende holzbeizen |
| US5278314A (en) | 1991-02-12 | 1994-01-11 | Ciba-Geigy Corporation | 5-thio-substituted benzotriazole UV-absorbers |
| US5699182A (en) * | 1995-05-25 | 1997-12-16 | Xytronyx, Inc. | Light fatigue resistant photochromic formulations |
| RU2223985C2 (ru) * | 1997-07-23 | 2004-02-20 | Циба Спешиалти Кемикалз Холдинг Инк. | Ингибирование пожелтения целлюлозы и бумаги с использованием нитроксидов и других совместно вводимых добавок |
| CZ299874B6 (cs) * | 1997-08-12 | 2008-12-17 | Leadd B. V. | Zpusob urcení transformacní schopnosti cinidel, zpusob urcení predispozice bunky, zpusob zjištení genové mutace, použití nukleové kyseliny kódující apoptin a diagnostická testovací souprava |
| TWI224995B (en) | 1998-03-19 | 2004-12-11 | Ciba Sc Holding Ag | Stabilization of wood substrates |
-
2000
- 2000-08-22 TW TW089117126A patent/TW514581B/zh not_active IP Right Cessation
- 2000-08-24 JP JP2001521513A patent/JP2003508503A/ja active Pending
- 2000-08-24 AU AU69993/00A patent/AU768319B2/en not_active Ceased
- 2000-08-24 BR BRPI0013730-8A patent/BR0013730B1/pt not_active IP Right Cessation
- 2000-08-24 CN CNB00812373XA patent/CN1248837C/zh not_active Expired - Fee Related
- 2000-08-24 SK SK283-2002A patent/SK2832002A3/sk not_active Application Discontinuation
- 2000-08-24 MX MXPA02002274A patent/MXPA02002274A/es active IP Right Grant
- 2000-08-24 WO PCT/EP2000/008259 patent/WO2001017738A1/en not_active Ceased
- 2000-08-24 US US10/069,891 patent/US6653324B1/en not_active Expired - Lifetime
- 2000-08-24 KR KR1020027002771A patent/KR100676280B1/ko not_active Expired - Fee Related
- 2000-08-24 CZ CZ2002762A patent/CZ2002762A3/cs unknown
- 2000-08-24 CA CA002382621A patent/CA2382621C/en not_active Expired - Fee Related
- 2000-08-24 EP EP00958495A patent/EP1207984A1/en not_active Ceased
- 2000-08-31 AR ARP000104546A patent/AR025462A1/es active IP Right Grant
-
2002
- 2002-03-01 ZA ZA200201733A patent/ZA200201733B/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| CZ2002762A3 (cs) | 2003-12-17 |
| AU768319B2 (en) | 2003-12-11 |
| BR0013730B1 (pt) | 2013-02-05 |
| ZA200201733B (en) | 2003-12-31 |
| CN1248837C (zh) | 2006-04-05 |
| KR20020031168A (ko) | 2002-04-26 |
| CA2382621A1 (en) | 2001-03-15 |
| CN1372507A (zh) | 2002-10-02 |
| AR025462A1 (es) | 2002-11-27 |
| WO2001017738A1 (en) | 2001-03-15 |
| JP2003508503A (ja) | 2003-03-04 |
| AU6999300A (en) | 2001-04-10 |
| KR100676280B1 (ko) | 2007-01-31 |
| CA2382621C (en) | 2008-07-22 |
| MXPA02002274A (es) | 2002-07-30 |
| US6653324B1 (en) | 2003-11-25 |
| TW514581B (en) | 2002-12-21 |
| BR0013730A (pt) | 2002-05-21 |
| EP1207984A1 (en) | 2002-05-29 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FC9A | Refused patent application |