JP5952262B2 - 表面変色を防止するイソチアゾロン含有木材保存用配合物 - Google Patents
表面変色を防止するイソチアゾロン含有木材保存用配合物 Download PDFInfo
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- JP5952262B2 JP5952262B2 JP2013504334A JP2013504334A JP5952262B2 JP 5952262 B2 JP5952262 B2 JP 5952262B2 JP 2013504334 A JP2013504334 A JP 2013504334A JP 2013504334 A JP2013504334 A JP 2013504334A JP 5952262 B2 JP5952262 B2 JP 5952262B2
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- wood preservation
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- 239000000203 mixture Substances 0.000 title claims description 341
- 238000009472 formulation Methods 0.000 title claims description 288
- 239000002023 wood Substances 0.000 title claims description 181
- JLHMJWHSBYZWJJ-UHFFFAOYSA-N 1,2-thiazole 1-oxide Chemical compound O=S1C=CC=N1 JLHMJWHSBYZWJJ-UHFFFAOYSA-N 0.000 title claims description 71
- 238000002845 discoloration Methods 0.000 title claims description 58
- 238000004321 preservation Methods 0.000 title claims description 50
- 239000012141 concentrate Substances 0.000 claims description 105
- 125000004432 carbon atom Chemical group C* 0.000 claims description 65
- -1 haloalkynyl compound Chemical class 0.000 claims description 58
- KAESVJOAVNADME-UHFFFAOYSA-N Pyrrole Chemical compound C=1C=CNC=1 KAESVJOAVNADME-UHFFFAOYSA-N 0.000 claims description 57
- 239000002253 acid Substances 0.000 claims description 48
- WXMKPNITSTVMEF-UHFFFAOYSA-M sodium benzoate Chemical class [Na+].[O-]C(=O)C1=CC=CC=C1 WXMKPNITSTVMEF-UHFFFAOYSA-M 0.000 claims description 39
- 239000004299 sodium benzoate Chemical class 0.000 claims description 39
- 235000010234 sodium benzoate Nutrition 0.000 claims description 39
- DMSMPAJRVJJAGA-UHFFFAOYSA-N benzo[d]isothiazol-3-one Chemical group C1=CC=C2C(=O)NSC2=C1 DMSMPAJRVJJAGA-UHFFFAOYSA-N 0.000 claims description 37
- PXMNMQRDXWABCY-UHFFFAOYSA-N 1-(4-chlorophenyl)-4,4-dimethyl-3-(1H-1,2,4-triazol-1-ylmethyl)pentan-3-ol Chemical compound C1=NC=NN1CC(O)(C(C)(C)C)CCC1=CC=C(Cl)C=C1 PXMNMQRDXWABCY-UHFFFAOYSA-N 0.000 claims description 36
- 150000003839 salts Chemical class 0.000 claims description 35
- 239000005839 Tebuconazole Substances 0.000 claims description 33
- 239000005822 Propiconazole Substances 0.000 claims description 32
- STJLVHWMYQXCPB-UHFFFAOYSA-N propiconazole Chemical compound O1C(CCC)COC1(C=1C(=CC(Cl)=CC=1)Cl)CN1N=CN=C1 STJLVHWMYQXCPB-UHFFFAOYSA-N 0.000 claims description 32
- 230000000855 fungicidal effect Effects 0.000 claims description 31
- 239000000758 substrate Substances 0.000 claims description 29
- 239000011864 timber preservative Substances 0.000 claims description 28
- 229910052739 hydrogen Inorganic materials 0.000 claims description 23
- 125000000217 alkyl group Chemical group 0.000 claims description 22
- 150000007513 acids Chemical class 0.000 claims description 21
- 239000001257 hydrogen Substances 0.000 claims description 21
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims description 21
- RSWGJHLUYNHPMX-UHFFFAOYSA-N 1,4a-dimethyl-7-propan-2-yl-2,3,4,4b,5,6,10,10a-octahydrophenanthrene-1-carboxylic acid Chemical compound C12CCC(C(C)C)=CC2=CCC2C1(C)CCCC2(C)C(O)=O RSWGJHLUYNHPMX-UHFFFAOYSA-N 0.000 claims description 20
- 229940100484 5-chloro-2-methyl-4-isothiazolin-3-one Drugs 0.000 claims description 20
- DHNRXBZYEKSXIM-UHFFFAOYSA-N chloromethylisothiazolinone Chemical compound CN1SC(Cl)=CC1=O DHNRXBZYEKSXIM-UHFFFAOYSA-N 0.000 claims description 20
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 claims description 18
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims description 18
- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 claims description 18
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 claims description 18
- 150000001875 compounds Chemical class 0.000 claims description 17
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 claims description 16
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 claims description 16
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 claims description 16
- 239000005642 Oleic acid Substances 0.000 claims description 16
- 150000003851 azoles Chemical class 0.000 claims description 15
- PGRHXDWITVMQBC-UHFFFAOYSA-N dehydroacetic acid Natural products CC(=O)C1C(=O)OC(C)=CC1=O PGRHXDWITVMQBC-UHFFFAOYSA-N 0.000 claims description 15
- 238000000034 method Methods 0.000 claims description 15
- 239000000463 material Substances 0.000 claims description 14
- 229920005989 resin Chemical class 0.000 claims description 14
- 239000011347 resin Chemical class 0.000 claims description 14
- BTXXTMOWISPQSJ-UHFFFAOYSA-N 4,4,4-trifluorobutan-2-one Chemical compound CC(=O)CC(F)(F)F BTXXTMOWISPQSJ-UHFFFAOYSA-N 0.000 claims description 13
- BQACOLQNOUYJCE-FYZZASKESA-N Abietic acid Natural products CC(C)C1=CC2=CC[C@]3(C)[C@](C)(CCC[C@@]3(C)C(=O)O)[C@H]2CC1 BQACOLQNOUYJCE-FYZZASKESA-N 0.000 claims description 13
- 230000002265 prevention Effects 0.000 claims description 13
- 125000001424 substituent group Chemical group 0.000 claims description 12
- 150000002148 esters Chemical class 0.000 claims description 11
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 11
- 239000004287 Dehydroacetic acid Substances 0.000 claims description 10
- ABBQHOQBGMUPJH-UHFFFAOYSA-M Sodium salicylate Chemical class [Na+].OC1=CC=CC=C1C([O-])=O ABBQHOQBGMUPJH-UHFFFAOYSA-M 0.000 claims description 10
- 150000001408 amides Chemical class 0.000 claims description 10
- 150000008064 anhydrides Chemical class 0.000 claims description 10
- 150000001735 carboxylic acids Chemical class 0.000 claims description 10
- 229940061632 dehydroacetic acid Drugs 0.000 claims description 10
- 235000019258 dehydroacetic acid Nutrition 0.000 claims description 10
- 239000011734 sodium Substances 0.000 claims description 10
- 229960004025 sodium salicylate Drugs 0.000 claims description 10
- UFNOUKDBUJZYDE-UHFFFAOYSA-N 2-(4-chlorophenyl)-3-cyclopropyl-1-(1H-1,2,4-triazol-1-yl)butan-2-ol Chemical compound C1=NC=NN1CC(O)(C=1C=CC(Cl)=CC=1)C(C)C1CC1 UFNOUKDBUJZYDE-UHFFFAOYSA-N 0.000 claims description 9
- 239000005757 Cyproconazole Substances 0.000 claims description 9
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 claims description 8
- QPJVMBTYPHYUOC-UHFFFAOYSA-N methyl benzoate Chemical class COC(=O)C1=CC=CC=C1 QPJVMBTYPHYUOC-UHFFFAOYSA-N 0.000 claims description 8
- 229910052708 sodium Inorganic materials 0.000 claims description 8
- NSPMIYGKQJPBQR-UHFFFAOYSA-N 4H-1,2,4-triazole Chemical compound C=1N=CNN=1 NSPMIYGKQJPBQR-UHFFFAOYSA-N 0.000 claims description 7
- 125000003342 alkenyl group Chemical group 0.000 claims description 7
- 125000005843 halogen group Chemical group 0.000 claims description 7
- PORQOHRXAJJKGK-UHFFFAOYSA-N 4,5-dichloro-2-n-octyl-3(2H)-isothiazolone Chemical compound CCCCCCCCN1SC(Cl)=C(Cl)C1=O PORQOHRXAJJKGK-UHFFFAOYSA-N 0.000 claims description 6
- 125000003545 alkoxy group Chemical group 0.000 claims description 6
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 6
- 239000000839 emulsion Substances 0.000 claims description 6
- 239000007788 liquid Substances 0.000 claims description 6
- 125000000547 substituted alkyl group Chemical group 0.000 claims description 6
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 5
- 229910052736 halogen Inorganic materials 0.000 claims description 5
- 229960003885 sodium benzoate Drugs 0.000 claims description 5
- 125000003107 substituted aryl group Chemical group 0.000 claims description 5
- MHVJRKBZMUDEEV-UHFFFAOYSA-N (-)-ent-pimara-8(14),15-dien-19-oic acid Natural products C1CCC(C(O)=O)(C)C2C1(C)C1CCC(C=C)(C)C=C1CC2 MHVJRKBZMUDEEV-UHFFFAOYSA-N 0.000 claims description 4
- STMIIPIFODONDC-UHFFFAOYSA-N 2-(2,4-dichlorophenyl)-1-(1H-1,2,4-triazol-1-yl)hexan-2-ol Chemical compound C=1C=C(Cl)C=C(Cl)C=1C(O)(CCCC)CN1C=NC=N1 STMIIPIFODONDC-UHFFFAOYSA-N 0.000 claims description 4
- MNHVNIJQQRJYDH-UHFFFAOYSA-N 2-[2-(1-chlorocyclopropyl)-3-(2-chlorophenyl)-2-hydroxypropyl]-1,2-dihydro-1,2,4-triazole-3-thione Chemical compound N1=CNC(=S)N1CC(C1(Cl)CC1)(O)CC1=CC=CC=C1Cl MNHVNIJQQRJYDH-UHFFFAOYSA-N 0.000 claims description 4
- 239000005796 Ipconazole Substances 0.000 claims description 4
- 239000005825 Prothioconazole Substances 0.000 claims description 4
- 125000001309 chloro group Chemical group Cl* 0.000 claims description 4
- 125000000232 haloalkynyl group Chemical group 0.000 claims description 4
- 150000002367 halogens Chemical class 0.000 claims description 4
- QTYCMDBMOLSEAM-UHFFFAOYSA-N ipconazole Chemical compound C1=NC=NN1CC1(O)C(C(C)C)CCC1CC1=CC=C(Cl)C=C1 QTYCMDBMOLSEAM-UHFFFAOYSA-N 0.000 claims description 4
- 229940095102 methyl benzoate Drugs 0.000 claims description 4
- 125000005346 substituted cycloalkyl group Chemical group 0.000 claims description 4
- MHVJRKBZMUDEEV-APQLOABGSA-N (+)-Pimaric acid Chemical compound [C@H]1([C@](CCC2)(C)C(O)=O)[C@@]2(C)[C@H]2CC[C@](C=C)(C)C=C2CC1 MHVJRKBZMUDEEV-APQLOABGSA-N 0.000 claims description 3
- YNWVFADWVLCOPU-MDWZMJQESA-N (1E)-1-(4-chlorophenyl)-4,4-dimethyl-2-(1H-1,2,4-triazol-1-yl)pent-1-en-3-ol Chemical compound C1=NC=NN1/C(C(O)C(C)(C)C)=C/C1=CC=C(Cl)C=C1 YNWVFADWVLCOPU-MDWZMJQESA-N 0.000 claims description 3
- ZMYFCFLJBGAQRS-IRXDYDNUSA-N (2R,3S)-epoxiconazole Chemical compound C1=CC(F)=CC=C1[C@@]1(CN2N=CN=C2)[C@H](C=2C(=CC=CC=2)Cl)O1 ZMYFCFLJBGAQRS-IRXDYDNUSA-N 0.000 claims description 3
- WKBPZYKAUNRMKP-UHFFFAOYSA-N 1-[2-(2,4-dichlorophenyl)pentyl]1,2,4-triazole Chemical compound C=1C=C(Cl)C=C(Cl)C=1C(CCC)CN1C=NC=N1 WKBPZYKAUNRMKP-UHFFFAOYSA-N 0.000 claims description 3
- RDWXSJCICPOOKO-UHFFFAOYSA-N 2-methyl-1,2-benzothiazol-3-one Chemical compound C1=CC=C2C(=O)N(C)SC2=C1 RDWXSJCICPOOKO-UHFFFAOYSA-N 0.000 claims description 3
- DXPMELADVQYNOJ-UHFFFAOYSA-N 4-methyl-1,2-thiazol-3-one Chemical group CC1=CSN=C1O DXPMELADVQYNOJ-UHFFFAOYSA-N 0.000 claims description 3
- 239000005760 Difenoconazole Substances 0.000 claims description 3
- 239000005767 Epoxiconazole Substances 0.000 claims description 3
- 239000005785 Fluquinconazole Substances 0.000 claims description 3
- 239000005813 Penconazole Substances 0.000 claims description 3
- 239000005820 Prochloraz Substances 0.000 claims description 3
- 239000005840 Tetraconazole Substances 0.000 claims description 3
- 239000005846 Triadimenol Substances 0.000 claims description 3
- 125000000304 alkynyl group Chemical group 0.000 claims description 3
- AKNQMEBLVAMSNZ-UHFFFAOYSA-N azaconazole Chemical compound ClC1=CC(Cl)=CC=C1C1(CN2N=CN=C2)OCCO1 AKNQMEBLVAMSNZ-UHFFFAOYSA-N 0.000 claims description 3
- 229950000294 azaconazole Drugs 0.000 claims description 3
- BQYJATMQXGBDHF-UHFFFAOYSA-N difenoconazole Chemical compound O1C(C)COC1(C=1C(=CC(OC=2C=CC(Cl)=CC=2)=CC=1)Cl)CN1N=CN=C1 BQYJATMQXGBDHF-UHFFFAOYSA-N 0.000 claims description 3
- IJJVMEJXYNJXOJ-UHFFFAOYSA-N fluquinconazole Chemical compound C=1C=C(Cl)C=C(Cl)C=1N1C(=O)C2=CC(F)=CC=C2N=C1N1C=NC=N1 IJJVMEJXYNJXOJ-UHFFFAOYSA-N 0.000 claims description 3
- FQKUGOMFVDPBIZ-UHFFFAOYSA-N flusilazole Chemical compound C=1C=C(F)C=CC=1[Si](C=1C=CC(F)=CC=1)(C)CN1C=NC=N1 FQKUGOMFVDPBIZ-UHFFFAOYSA-N 0.000 claims description 3
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 3
- TVLSRXXIMLFWEO-UHFFFAOYSA-N prochloraz Chemical compound C1=CN=CN1C(=O)N(CCC)CCOC1=C(Cl)C=C(Cl)C=C1Cl TVLSRXXIMLFWEO-UHFFFAOYSA-N 0.000 claims description 3
- BAZVSMNPJJMILC-UHFFFAOYSA-N triadimenol Chemical compound C1=NC=NN1C(C(O)C(C)(C)C)OC1=CC=C(Cl)C=C1 BAZVSMNPJJMILC-UHFFFAOYSA-N 0.000 claims description 3
- LQDARGUHUSPFNL-UHFFFAOYSA-N 1-[2-(2,4-dichlorophenyl)-3-(1,1,2,2-tetrafluoroethoxy)propyl]1,2,4-triazole Chemical compound C=1C=C(Cl)C=C(Cl)C=1C(COC(F)(F)C(F)F)CN1C=NC=N1 LQDARGUHUSPFNL-UHFFFAOYSA-N 0.000 claims description 2
- ZOMKCDYJHAQMCU-UHFFFAOYSA-N 4-butyl-1,2,4-triazole Chemical group CCCCN1C=NN=C1 ZOMKCDYJHAQMCU-UHFFFAOYSA-N 0.000 claims description 2
- TWFZGCMQGLPBSX-UHFFFAOYSA-N Carbendazim Natural products C1=CC=C2NC(NC(=O)OC)=NC2=C1 TWFZGCMQGLPBSX-UHFFFAOYSA-N 0.000 claims description 2
- 125000003785 benzimidazolyl group Chemical group N1=C(NC2=C1C=CC=C2)* 0.000 claims description 2
- 239000006013 carbendazim Substances 0.000 claims description 2
- JNPZQRQPIHJYNM-UHFFFAOYSA-N carbendazim Chemical compound C1=C[CH]C2=NC(NC(=O)OC)=NC2=C1 JNPZQRQPIHJYNM-UHFFFAOYSA-N 0.000 claims description 2
- FBOUIAKEJMZPQG-BLXFFLACSA-N diniconazole-M Chemical compound C1=NC=NN1/C([C@H](O)C(C)(C)C)=C/C1=CC=C(Cl)C=C1Cl FBOUIAKEJMZPQG-BLXFFLACSA-N 0.000 claims description 2
- MGIYRDNGCNKGJU-UHFFFAOYSA-N isothiazolinone Chemical compound O=C1C=CSN1 MGIYRDNGCNKGJU-UHFFFAOYSA-N 0.000 claims description 2
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- 235000010296 thiabendazole Nutrition 0.000 claims description 2
- WJCNZQLZVWNLKY-UHFFFAOYSA-N thiabendazole Chemical compound S1C=NC(C=2NC3=CC=CC=C3N=2)=C1 WJCNZQLZVWNLKY-UHFFFAOYSA-N 0.000 claims description 2
- 229960004546 thiabendazole Drugs 0.000 claims description 2
- JEQRBTDTEKWZBW-UHFFFAOYSA-N dehydroacetic acid Chemical compound CC(=O)C1=C(O)OC(C)=CC1=O JEQRBTDTEKWZBW-UHFFFAOYSA-N 0.000 claims 5
- BCKXLBQYZLBQEK-KVVVOXFISA-M Sodium oleate Chemical class [Na+].CCCCCCCC\C=C/CCCCCCCC([O-])=O BCKXLBQYZLBQEK-KVVVOXFISA-M 0.000 claims 2
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical class CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 claims 2
- 229940096992 potassium oleate Drugs 0.000 claims 2
- MLICVSDCCDDWMD-KVVVOXFISA-M potassium;(z)-octadec-9-enoate Chemical class [K+].CCCCCCCC\C=C/CCCCCCCC([O-])=O MLICVSDCCDDWMD-KVVVOXFISA-M 0.000 claims 2
- 125000001376 1,2,4-triazolyl group Chemical group N1N=C(N=C1)* 0.000 claims 1
- JWUCHKBSVLQQCO-UHFFFAOYSA-N 1-(2-fluorophenyl)-1-(4-fluorophenyl)-2-(1H-1,2,4-triazol-1-yl)ethanol Chemical compound C=1C=C(F)C=CC=1C(C=1C(=CC=CC=1)F)(O)CN1C=NC=N1 JWUCHKBSVLQQCO-UHFFFAOYSA-N 0.000 claims 1
- VGPIBGGRCVEHQZ-UHFFFAOYSA-N 1-(biphenyl-4-yloxy)-3,3-dimethyl-1-(1,2,4-triazol-1-yl)butan-2-ol Chemical compound C1=NC=NN1C(C(O)C(C)(C)C)OC(C=C1)=CC=C1C1=CC=CC=C1 VGPIBGGRCVEHQZ-UHFFFAOYSA-N 0.000 claims 1
- PZBPKYOVPCNPJY-UHFFFAOYSA-N 1-[2-(allyloxy)-2-(2,4-dichlorophenyl)ethyl]imidazole Chemical compound ClC1=CC(Cl)=CC=C1C(OCC=C)CN1C=NC=C1 PZBPKYOVPCNPJY-UHFFFAOYSA-N 0.000 claims 1
- 239000005787 Flutriafol Substances 0.000 claims 1
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- 125000002883 imidazolyl group Chemical group 0.000 claims 1
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims 1
- JPMIIZHYYWMHDT-UHFFFAOYSA-N octhilinone Chemical group CCCCCCCCN1SC=CC1=O JPMIIZHYYWMHDT-UHFFFAOYSA-N 0.000 claims 1
- 239000003171 wood protecting agent Substances 0.000 claims 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 98
- WGYZMNBUZFHYRX-UHFFFAOYSA-N 1-(1-methoxypropan-2-yloxy)propan-2-ol Chemical compound COCC(C)OCC(C)O WGYZMNBUZFHYRX-UHFFFAOYSA-N 0.000 description 32
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 25
- 239000000243 solution Substances 0.000 description 23
- 239000002243 precursor Substances 0.000 description 22
- KCXVZYZYPLLWCC-UHFFFAOYSA-N EDTA Chemical compound OC(=O)CN(CC(O)=O)CCN(CC(O)=O)CC(O)=O KCXVZYZYPLLWCC-UHFFFAOYSA-N 0.000 description 20
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 18
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- ZQPPMHVWECSIRJ-MDZDMXLPSA-N elaidic acid Chemical compound CCCCCCCC\C=C\CCCCCCCC(O)=O ZQPPMHVWECSIRJ-MDZDMXLPSA-N 0.000 description 16
- 235000021313 oleic acid Nutrition 0.000 description 14
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- 229910052783 alkali metal Inorganic materials 0.000 description 13
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- RYAUSSKQMZRMAI-ALOPSCKCSA-N (2S,6R)-4-[3-(4-tert-butylphenyl)-2-methylpropyl]-2,6-dimethylmorpholine Chemical compound C=1C=C(C(C)(C)C)C=CC=1CC(C)CN1C[C@H](C)O[C@H](C)C1 RYAUSSKQMZRMAI-ALOPSCKCSA-N 0.000 description 5
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- 230000007613 environmental effect Effects 0.000 description 5
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Classifications
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/72—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
- A01N43/80—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms five-membered rings with one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,2
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
- A01N37/06—Unsaturated carboxylic acids or thio analogues thereof; Derivatives thereof
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
- A01N25/02—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests containing liquids as carriers, diluents or solvents
- A01N25/04—Dispersions, emulsions, suspoemulsions, suspension concentrates or gels
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
- A01N37/10—Aromatic or araliphatic carboxylic acids, or thio analogues thereof; Derivatives thereof
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
- A01N43/50—1,3-Diazoles; Hydrogenated 1,3-diazoles
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
- A01N43/50—1,3-Diazoles; Hydrogenated 1,3-diazoles
- A01N43/52—1,3-Diazoles; Hydrogenated 1,3-diazoles condensed with carbocyclic rings, e.g. benzimidazoles
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/64—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with three nitrogen atoms as the only ring hetero atoms
- A01N43/647—Triazoles; Hydrogenated triazoles
- A01N43/653—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/72—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
- A01N43/84—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms six-membered rings with one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,4
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N53/00—Biocides, pest repellants or attractants, or plant growth regulators containing cyclopropane carboxylic acids or derivatives thereof
-
- 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
- B27K3/42—Aromatic compounds nitrated, or nitrated and halogenated
-
- 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
-
- 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
- B27K3/52—Impregnating agents containing mixtures of inorganic and organic 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
- B27K2240/00—Purpose of the treatment
- B27K2240/20—Removing fungi, molds or insects
-
- 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
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Wood Science & Technology (AREA)
- General Health & Medical Sciences (AREA)
- Health & Medical Sciences (AREA)
- Dentistry (AREA)
- Environmental Sciences (AREA)
- Zoology (AREA)
- Agronomy & Crop Science (AREA)
- Plant Pathology (AREA)
- Pest Control & Pesticides (AREA)
- Forests & Forestry (AREA)
- Chemical & Material Sciences (AREA)
- Dispersion Chemistry (AREA)
- Toxicology (AREA)
- Inorganic Chemistry (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Chemical And Physical Treatments For Wood And The Like (AREA)
Description
カルボン酸、ならびにその塩および前駆体が好ましい。
したがって、好ましい不飽和環状酸は、安息香酸、サリチル酸、デヒドロ酢酸、ドデシルベンゼンスルホン酸、アビエチン酸、またはその塩(特にナトリウム塩またはカリウム塩)もしくはメチルエステルから選択される。
特に好ましい有機殺真菌性材木防腐剤は、四級アンモニウム化合物、アゾール、およびこれらの混合物である。
好ましいトリアゾール化合物としては、式(IV)の化合物から選択されるトリアゾール化合物が挙げられる。
特に好ましい殺虫剤はペルメトリンである。
本発明のその他の特に好ましい配合物は、全て先に定義される、安息香酸(もしくは安息香酸ナトリウム)、オレイン酸、アビエチン酸またはサリチル酸(もしくはサリチル酸ナトリウム);トリアゾール化合物;およびOIT、BIT、BBIT、またはCMITを含む。
本発明の特に好ましい配合物は、全て先に定義される、安息香酸(もしくは安息香酸ナトリウム)、またはソルビン酸(もしくはソルビン酸カリウム);トリアゾール化合物;およびOIT、BIT、またはBBITを含む。
処理溶液中のイソチアゾロンのその他の好ましい総量としては、10〜300ppmが挙げられ、好ましくは10〜200ppm、さらにより好ましくは15〜150ppmである。
(i)有機殺真菌性材木防腐剤、および不飽和カルボン酸または不飽和スルホン酸、その塩もしくは前駆体を含む配合物;ならびに
(ii)イソチアゾロンを含む配合物。
上述した配合物の好ましい実施形態は、必要な変更を加えてこれらのキットに適用される。
好ましくは、前記配合物は液体組成物として(例えば、可溶化された液滴で構成されたエマルションの形態で)塗布される。これらのエマルションは、固体で微粒子形態の殺生物剤を含有しない。好ましくは、エマルションは、マイクロエマルションの形態である。エマルションを作製する当業者には、適切な溶媒および乳化剤を用いて本発明のエマルションを作製する方法は公知である。
野外試験を開始し、いくつかの配合物について、材木を変色およびカビの無い状態に維持することができる期間を延ばす能力を試験した。
Preventol A8(登録商標)(95% a.i. テブコナゾール)
Wocosen 50TK(登録商標)(50% a.i. プロピコナゾール)
Vanquish 100(登録商標)(99% a.i. BBIT)
Acticide 45(登録商標)(45% a.i. OIT)
Acticide B20(登録商標)(20% a.i. BIT)
配合物I−1(比較)
テブコナゾール(95% a.i.) 1.5
界面活性剤 11.25
溶媒 8.8
水 78.45
プロピコナゾール(50% a.i.) 3
界面活性剤 11.25
溶媒 8.8
水 76.95
テブコナゾール(95% a.i.) 1
プロピコナゾール(50% a.i.) 1
界面活性剤 11.25
溶媒 8.8
水 77.95
テブコナゾール(95% a.i.) 1.5
界面活性剤 11.25
溶媒 8.8
安息香酸ナトリウム 22.5
水 55.95
プロピコナゾール(50% a.i.) 3
界面活性剤 11.25
溶媒 8.8
安息香酸ナトリウム 22.5
水 54.45
テブコナゾール(95% a.i) 1
プロピコナゾール(50% a.i) 1
界面活性剤 11.25
溶媒 8.8
安息香酸ナトリウム 22.5
水 55.45
BBIT(99% a.i.) 1.25
Dowanol DPM(登録商標) 8.99
Dehscofix CO120F(登録商標)11.23
水 77.04
EDTA 1.5
木材塗布時にBBITが100ppmになるよう希釈した。
BBIT(99% a.i.) 1.21
テブコナゾール(95% a.i.) 0.97
プロピコナゾール(50% a.i.) 1.01
Dowanol DPM(登録商標) 8.69
Dehscofix CO120F(登録商標) 10.86
水 75.81
EDTA 1.45
木材塗布時にBBITが100ppmになるよう希釈した。
BBIT(99% a.i.) 1.19
Dowanol DPM(登録商標) 8.97
Dehscofix CO120F(登録商標) 11.21
水 54.56
安息香酸ナトリウム 22.57
EDTA 1.5
木材塗布時にBBITが100ppmになるよう希釈した。
BBIT(99% a.i.) 1.19
テブコナゾール(95% a.i) 1
プロピコナゾール(50% a.i) 1
Dowanol DPM (登録商標) 8.69
Dehscofix CO120F(登録商標) 12.64
水 50.8
安息香酸ナトリウム 22.94
EDTA 1.49
木材塗布時にBBITが100ppmになるよう希釈した。
BIT(20% a.i.) 5.99
Dowanol DPM(登録商標) 8.99
Dehscofix CO120F(登録商標) 11.29
水 72.23
EDTA 1.5
木材塗布時にBITが100ppmになるよう希釈した。
BIT(20% a.i.) 5.86
テブコナゾール(95% a.i.) 0.98
プロピコナゾール(50% a.i.) 0.98
Dowanol DPM(登録商標) 8.79
Dehscofix CO120F(登録商標) 10.98
水 70.81
EDTA 1.61
木材に塗布時にBITが100ppmになるよう希釈した。
BIT(20% a.i.) 5.98
Dowanol DPM(登録商標) 9.07
Dehscofix CO120F(登録商標) 11.22
安息香酸ナトリウム 22.57
水 49.61
EDTA 1.5
木材に塗布時にBITが100ppmになるよう希釈した。
BIT(20% a.i.) 5.97
テブコナゾール(95% a.i.) 0.99
プロピコナゾール(50% a.i.) 1.01
Dowanol DPM(登録商標) 8.97
Dehscofix CO120F(登録商標) 11.22
安息香酸ナトリウム 7.46
水 47.55
EDTA 1.56
木材に塗布時にBITが100ppmになるよう希釈した。
OIT(45% a.i.) 0.79
Dowanol DPM(登録商標) 8.84
Dehscofix CO120F(登録商標) 11.05
水 77.65
EDTA 1.67
木材に塗布時にOITが30ppmになるよう希釈した。
OIT(45% a.i.) 0.80
テブコナゾール(95% a.i.) 1
プロピコナゾール(50% a.i.) 1
Dowanol DPM(登録商標) 9.04
Dehscofix CO120F(登録商標) 11.24
水 52.94
安息香酸ナトリウム 22.48
EDTA 1.5
木材塗布時にOITが30ppmになるよう希釈した。
BBIT(99% a.i.) 3.6
Dowanol DPM(登録商標) 9.01
Dehscofix CO120F(登録商標) 11.24
水 74.63
EDTA 1.52
木材塗布時にBBITが300ppmに等しくなるよう希釈した。
BBIT(99% a.i.) 3.59
テブコナゾール(95% a.i.) 1.02
プロピコナゾール(50% a.i.) 1.02
Dowanol DPM(登録商標) 9.05
Dehscofix CO120F(登録商標) 11.22
安息香酸ナトリウム 22.45
水 50.14
EDTA 1.50
木材塗布時にBBITが300ppmになるよう希釈した。
BIT(20% a.i.) 17.98
Dowanol DPM(登録商標) 8.99
Dehscofix CO120F(登録商標) 11.24
水 60.24
EDTA 1.55
木材塗布時にBITが300ppmになるよう希釈した。
BIT(20% a.i.) 18.18
テブコナゾール(95% a.i.) 1.01
Dowanol DPM(登録商標) 9.16
Dehscofix CO120F(登録商標) 11.38
安息香酸ナトリウム 22.71
水 36.05
EDTA 1.51
木材塗布時にBITが300ppmになるよう希釈した。
実施例1と同様の手順を用いて、以下の配合物を処方して試験した。
配合物II−1
OIT(45% a.i.) 2.65
テブコナゾール(95% a.i.) 1.49
Dowanol DPM(登録商標) 9.10
Dehscofix CO120F(登録商標) 11.17
水 51.28
安息香酸ナトリウム 22.59
EDTA 1.72
木材塗布時にOITが100ppmになるよう希釈した。
OIT(45% a.i.) 2.65
プロピコナゾール(50% a.i.) 3.13
Dowanol DPM(登録商標) 8.98
Dehscofix CO120F(登録商標) 11.23
水 49.97
安息香酸ナトリウム 22.47
EDTA 1.56
木材塗布時にOITが100ppmなるよう希釈した。
OIT(45% a.i.) 2.67
トリアジメホン 1.50
Dowanol DPM(登録商標) 17.99
Dehscofix CO120F(登録商標) 17.46
水 36.44
安息香酸ナトリウム 22.43
EDTA 1.52
木材塗布時にOITが100ppmになるよう希釈した。
OIT(45% a.i.) 2.66
テブコナゾール(95% a.i.) 1
プロピコナゾール(50% a.i.) 1
Dowanol DPM(登録商標) 8.99
Dehscofix CO120F(登録商標) 11.24
水 73.53
EDTA 1.58
OITが100ppmになるよう希釈し、次いで0.03w/wのアビエチン酸と混合して木材に塗布した。
OIT(45% a.i.) 2.66
テブコナゾール(95% a.i.) 1
プロピコナゾール(50% a.i.) 1
Dowanol DPM(登録商標) 8.99
Dehscofix CO120F(登録商標) 11.24
水 73.53
EDTA 1.58
OITが100ppmになるよう希釈し、次いで0.03w/wのサリチル酸ナトリウムと混合して木材に塗布した。
OIT(45% a.i.) 2.66
テブコナゾール(95% a.i.) 1
プロピコナゾール(50% a.i.) 1
Dowanol DP (登録商標) 8.99
Dehscofix CO120F(登録商標) 11.24
水 73.53
EDTA 1.58
OITが100ppmになるよう希釈し、次いで0.03w/wのオレイン酸と混合して木材に塗布した。
松製サイドボードの部材を134×68×20mmのブロックに切断し、次いでこれを木材保存用処理溶液で処理した。処理溶液中80kPa(600mmHg)で45分間、次いで1.2MPa(12bar)の圧力で1時間ウェットバキュームを行うことにより、配合物をブロックに塗布した。平均残留目標値が650kg/m3になるようブロックを処理した。
Acticide DT(登録商標)(10〜25% a.i. DCOIT)
Acticide RS(登録商標)(10〜25% a.i. CMIT)
Acticide 45(登録商標)(45% a.i. OIT)
Preventol A8(登録商標)(95% a.i. テブコナゾール)
Wocosen 50TK(登録商標)(50 a.i プロピコナゾール)
Evipol(登録商標)(94% a.i. シプロコナゾール)
Corbel(登録商標)(79.5% a.i. フェンプロピモルフ)
Carboquat 250T(登録商標)(50% a.i. ジデシルジメチル塩化アンモニウム)
配合物III−1−1(比較)
オレイン酸 15.00
30%NaOH溶液 7.08
Dowanol DPM 9.00
Dehscofix CO130F 11.25
Dissolvine E39 1.50
Foamban 2901 0.08
水 56.10
次いで、この濃縮物を水で0.45%まで希釈した。
サリチル酸ナトリウム 10.00
30%NaOH溶液 8.33
Dowanol DPM 9.00
Dehscofix CO130F 11.25
Dissolvine E39 1.50
Foamban 2901 0.08
水 59.84
次いで、この濃縮物を水で0.45%まで希釈した。
ドデシルベンゼンスルホン酸ナトリウム 20.00
Dowanol DPM 9.00
Dehscofix CO130F 11.25
Dissolvine E39 1.50
Foamban 2901 0.08
水 58.18
次いで、この濃縮物を水で0.45%まで希釈した。
アビエチン酸 10.00
30%NaOH溶液 4.41
Dowanol DPM 9.00
Dehscofix CO130F 11.25
Dissolvine E39 1.50
Foamban 2901 0.08
水 63.76
次いで、この濃縮物を水で0.45%まで希釈した。
安息香酸ナトリウム 20.00
Dowanol DPM 9.00
Dehscofix CO130F 11.25
Dissolvine E39 1.50
Foamban 2901 0.075
水 58.18
次いで、この濃縮物を水で0.45%まで希釈した。
酢酸ナトリウム 11.38
Dowanol DPM 9.00
Dehscofix CO130F 11.25
Dissolvine E39 1.50
Foamban 2901 0.08
水 66.79
次いで、この濃縮物を水で0.45%まで希釈した。
安息香酸メチル 18.90
30%NaOH溶液 18.51
Dowanol DPM 9.00
Dehscofix CO130F 11.25
Dissolvine E39 1.50
Foamban 2901 0.08
水 40.76
次いで、この濃縮物を水で0.45%まで希釈した。
デヒドロ酢酸 5.00
Dowanol DPM 9.00
Dehscofix CO 130F 11.25
Dissolvine E39 1.50
Foamban 2901 0.08
水 73.17
次いで、この濃縮物を水で0.45%まで希釈した。
Preventol A8(Teb) 0.79
Wocosen 50TK(Prop) 1.50
Dowanol DPM 9.00
Dehscofix CO130F 11.25
Dissolvine E39 1.50
Foamban 2901 0.08
水 75.89
次いで、この濃縮物を水で0.95%まで希釈した。
Evipol(Cyp) 1.554
Dowanol DPM 9.00
Dehscofix CO130F 11.25
Dissolvine E39 1.50
Foamban 2901 0.08
水 76.62
次いで、この濃縮物を水で0.95%まで希釈した。
DDAC 3.00
Dowanol DPM 9.00
Dehscofix CO130F 11.25
Dissolvine E39 1.50
Foamban 2901 0.08
水 75.18
次いで、この濃縮物を水で28.6%まで希釈した。
フェンプロピモルフ 1.89
Dowanol DPM 9.00
Dehscofix CO 130F 11.25
Dissolvine E39 1.50
Foamban 2901 0.08
水 76.29
次いで、この濃縮物を水で0.95%まで希釈した。
Acticide RS(CMIT) 26.68
プロピレングリコール 30.00
Caflon TD1010 11.11
水 32.21
次いで、この濃縮物を水で1.5%まで希釈した(CMIT 60ppm)。
Acticide 45(OIT) 13.34
プロピレングリコール 30.00
Caflon TD1010 11.11
水 45.55
次いで、この濃縮物を水で0.1%まで希釈した(OIT 60ppm)。
Acticide DT(DCOIT) 13.34
プロピレングリコール 30.00
Caflon TD1010 22.22
水 34.44
次いで、この濃縮物を水で0.1%まで希釈した(DCOIT 60ppm)。
この配合物は、水中0.95%のIII−1−9の濃縮物および0.1%のIII−1−14の濃縮物から形成された。
この配合物は、水中0.95%のIII−1−9の濃縮物および0.45%のIII−1−7の濃縮物から形成された。
この配合物は、水中0.45%のIII−1−7の濃縮物および0.1%のIII−1−14の濃縮物から形成された。
この配合物は、水中28.6%のIII−1−11の濃縮物および0.1%のIII−1−14の濃縮物から形成された。
この配合物は、水中28.6%のIII−1−11の濃縮物および0.45%のIII−1−5の濃縮物から形成された。
この配合物は、水中0.45%のIII−1−5の濃縮物および0.1%のIII−1−14の濃縮物から形成された。
この配合物は、水中I0.95%のII−1−9の濃縮物および0.45%のIII−1−8の濃縮物から形成された。
この配合物は、水中I0.45%のII−1−8の濃縮物および0.1%のIII−1−14の濃縮物から形成された。
この配合物は、水中I1.5%のII−1−13の濃縮物および0.95%のIII−1−10の濃縮物から形成された。
この配合物は、水中0.95%のIII−1−10の濃縮物および0.45%のIII−1−1濃縮物のから形成された。
この配合物は、水中1.5%のIII−1−13の濃縮物および0.45%のIII−1−1の濃縮物から形成された。
この配合物は、水中1.5%のIII−1−13の濃縮物および0.45%のIII−1−4の濃縮物から形成された。
この配合物は、水中0.95%のIII−1−12の濃縮物および0.45%のIII−1−4の濃縮物から形成された。
この配合物は、水中1.5%のIII−1−13の濃縮物、0.95%のIII−1−12の濃縮物、および0.45%のIII−1−4の濃縮物から形成された。
この配合物は、水中0.95%のIII−1−9の濃縮物、0.1%のIII−1−14の濃縮物、および0.45%のIII−1−8の濃縮物から形成された。
この配合物は、水中0.95%IのII−1−9の濃縮物、0.1%のIII−1−14の濃縮物、および0.45%のIII−1−1濃縮物から形成された。
この配合物は、水中0.95%のIII−1−9の濃縮物、0.1%のIII−1−14の濃縮物、および0.45%のIII−1−7の濃縮物から形成された。
この配合物は、水中0.95%のIII−1−10の濃縮物、0.1%のIII−1−14の濃縮物、および0.45%のIII−1−5の濃縮物から形成された。
この配合物は、水中28.6%のIII−1−11の濃縮物、0.1の%III−1−14の濃縮物、および0.45%のIII−1−4の濃縮物から形成された。
この配合物は、水中28.6%のIII−1−11の濃縮物、0.1%のIII−1−14の濃縮物、および0.45%のIII−1−5の濃縮物から形成された。
この配合物は、水中0.95%のIII−1−9の濃縮物、0.1%のIII−1−14の濃縮物、および0.45%のIII−1−3の濃縮物から形成された。
この配合物は、水中0.95%のIII−1−10の濃縮物、1.5%のIII−1−13の濃縮物、および0.45%のIII−1−1の濃縮物から形成された。
この配合物は、水中0.95%のIII−1−10の濃縮物、1.5%のIII−1−13の濃縮物、および0.45%のIII−1−5の濃縮物から形成された。
この配合物は、水中28.6%のIII−1−11の濃縮物、1.5%のIII−1−13の濃縮物、および0.45%のIII−1−2の濃縮物から形成された。
この配合物は、水中0.95%のIII−1−12の濃縮物、1.5%のIII−1−13の濃縮物、および0.45%のIII−1−4の濃縮物から形成された。
この配合物は、水中0.95%のIII−1−9の濃縮物、0.1%のIII−1−15の濃縮物、および0.45%のIII−1−6の濃縮物から形成された。
実施例3と同じ手順を用いて、以下の配合物を試験した。
配合物IV−1
この配合物は、水中0.95%のIII−1−9の濃縮物、0.008%のIII−1−14の濃縮物、および0.45%のIII−1−5の濃縮物から形成された。
この配合物は、水中0.95%のIII−1−9の濃縮物、0.016%のIII−1−14の濃縮物、および0.45%のIII−1−5の濃縮物から形成された。
この配合物は、水中0.95%のIII−1−9の濃縮物、0.05%のIII−1−14の濃縮物、0.45%のIII−1−5の濃縮物から形成された。
この配合物は、水中0.95%のIII−1−9の濃縮物、0.1%のIII−1−14の濃縮物、および0.45%のIII−1−5の濃縮物から形成された。
この配合物は、水中0.95%のIII−1−9の濃縮物、0.17%のIII−1−14の濃縮物、および0.45%のIII−1−5の濃縮物から形成された。
以下の配合物から処理溶液を調製した。
Claims (30)
- 下記式(II)で表されるイソチアゾロン;
有機殺真菌性材木防腐剤としてのアゾール;ならびに
オレイン酸、オレイン酸ナトリウム、オレイン酸カリウム、安息香酸ナトリウム、安息香酸メチル、サリチル酸ナトリウム、および樹脂酸もしくはその塩、エステル、アミド、もしくは無水物、からなる群から選択される、不飽和カルボン酸もしくはその塩、エステル、アミド、もしくは無水物、またはデヒドロ酢酸、
を含み、ハロアルキニル化合物を含まない、木材保存用配合物。
〔式中、R1は、水素、任意に置換されていてもよい炭素数1〜18のアルキル基、炭素数2〜8のアルケニル基もしくはアルキニル基、炭素数2〜8のハロアルキニル基、任意に置換されていてもよい炭素数3〜12のシクロアルキル基、任意に置換されていてもよい炭素数10以下のアラルキル基、または任意に置換されていてもよい炭素数10以下のアリール基を表し;R2およびR3は、独立に、水素、ハロゲン基、もしくは炭素数1〜4のアルキル基を表すか、またはR2およびR3が共に1,2−ベンゾイソチアゾリン−3−オン基を形成してもよい。〕 - 前記樹脂酸もしくはその塩、エステル、アミド、もしくは無水物が、アビエチン酸、アビエチン酸ナトリウム、ピマル酸、およびピマル酸ナトリウムからなる群から選択される、請求項1に記載の木材保存用配合物。
- R1が、水素または炭素数1〜8のアルキル基を表し;R2およびR3は、独立に、クロロ基もしくは水素を表すか、またはR2およびR3が共に1,2−ベンゾイソチアゾリン−3−オン基を形成してもよい、請求項1または2に記載の木材保存用配合物。
- 前記イソチアゾロンが、メチルイソチアゾール−3−オン、5−クロロ−2−メチル−4−イソチアゾリン−3−オン、4,5−ジクロロ−2−n−オクチル−4−イソチアゾリン−3−オン、オクチルイソチアゾール−3−オン、1,2−ベンゾイソチアゾール−3(2H)−オン、N−メチル−1,2−ベンゾイソチアゾール−3−オン、およびN−(n−ブチル)−1,2−ベンゾイソチアゾール−3−オンからなる群から選択される請求項1〜3のいずれか1項に記載の木材保存用配合物。
- 前記イソチアゾロンがn−オクチル−4−イソチアゾリン−3−オンである、請求項1〜4のいずれか1項に記載の木材保存用配合物。
- 前記アゾールが、イミダゾール、1,2,4−トリアゾール、または両者の混合物である、請求項1〜5のいずれか1項に記載の木材保存用配合物。
- 前記アゾールが、1,2,4−トリアゾールである、請求項1〜6のいずれか1項に記載の木材保存用配合物。
- 前記イミダゾールがベンゾイミダゾールである、請求項6に記載の木材保存用配合物。
- 前記イミダゾールが、チアベンダゾール、イマザリル、カルベンダジム、およびプロクロラズからなる群から選択される、請求項6に記載の木材保存用配合物。
- 前記1,2,4−トリアゾールが、
式(IV)の化合物、
式(V)の化合物、ならびに、
トリアジメホン、トリアジメノール、トリアズブチル、シプロコナゾール、ジフェノコナゾール、フルキンコナゾール、フルシラゾール、ウニコナゾール、ジニコナゾール、ビテルタノール、ヘキサコナゾール、フルトリアホール、エポキシコナゾール、テトラコナゾール、ペンコナゾール、イプコナゾール、プロチオコナゾール、およびこれらの混合物、
からなる群から選択される、請求項6または7に記載の木材保存用配合物。
〔式中、R5は、分枝または直鎖の炭素数1〜5のアルキル基を表し、R6は、ハロゲン、炭素数1〜3のアルキル基、炭素数1〜3のアルコキシル基、フェニル基、およびニトロ基からなる群から選択される1つまたは複数の置換基により任意に置換されていてもよいフェニル基を表す。〕
〔式中、R7は、ハロゲン、炭素数1〜3のアルキル基、炭素数1〜3のアルコキシル基、フェニル基、およびニトロ基からなる群から選択される1つまたは複数の置換基により任意に置換されていてもよいフェニル基を表し、R8は、水素原子、または分枝もしくは直鎖の炭素数1〜5のアルキル基を表す。〕 - 前記1,2,4−トリアゾールが、トリアジメホン、トリアジメノール、トリアズブチル、プロピコナゾール、シプロコナゾール、ジフェノコナゾール、フルキンコナゾール、テブコナゾール、フルシラゾール、ウニコナゾール、ジニコナゾール、ビテルタノール、ヘキサコナゾール、アザコナゾール、フルトリアホール、エポキシコナゾール、テトラコナゾール、ペンコナゾール、イプコナゾール、プロチオコナゾール、およびこれらの混合物からなる群から選択される、請求項10に記載の木材保存用配合物。
- 前記1,2,4−トリアゾールが、プロピコナゾール、テブコナゾール、およびこれらの混合物からなる群から選択される、請求項10または11に記載の木材保存用配合物。
- アゾールとイソチアゾロンとの比が10:1〜2:1(w/w)である、請求項1〜12のいずれか1項に記載の木材保存用配合物。
- 前記木材保存用配合物が液状形態である、請求項1〜13のいずれか1項に記載の木材保存用配合物。
- 前記木材保存用配合物がエマルションである、請求項14に記載の木材保存用配合物。
- 前記木材保存用配合物が、0.02〜10%(w/w)の前記イソチアゾロンを含む濃縮物である、請求項1〜15のいずれか1項に記載の木材保存用配合物。
- 前記木材保存用配合物が、0.1〜10%(w/w)の前記アゾールを含む濃縮物である、請求項1〜16のいずれか1項に記載の木材保存用配合物。
- 前記木材保存用配合物が、5〜40%(w/w)の前記不飽和カルボン酸もしくはその塩、エステル、アミド、もしくは無水物またはデヒドロ酢酸を含む濃縮物である、請求項1〜17のいずれか1項に記載の木材保存用配合物。
- 前記木材保存用配合物が、0.002〜0.04%(w/w)の前記イソチアゾロンを含む処理溶液である、請求項1〜15のいずれか1項に記載の木材保存用配合物。
- 前記木材保存用配合物が、0.01〜0.05%(w/w)の前記アゾールを含む処理溶液である、請求項1〜15および19のいずれか1項に記載の木材保存用配合物。
- 前記木材保存用配合物が、0.1〜1%(w/w)の前記不飽和カルボン酸もしくはその塩、エステル、アミド、もしくは無水物またはデヒドロ酢酸を含む処理溶液である、請求項1〜15、19、および20のいずれか1項に記載の木材保存用配合物。
- (i)有機殺真菌性材木防腐剤としてのアゾールと、オレイン酸、オレイン酸ナトリウム、オレイン酸カリウム、安息香酸ナトリウム、安息香酸メチル、サリチル酸ナトリウム、および樹脂酸もしくはその塩、エステル、アミド、もしくは無水物、からなる群から選択される、不飽和カルボン酸もしくはその塩、エステル、アミド、もしくは無水物、またはデヒドロ酢酸とを含む配合物;ならびに
(ii)下記式(II)で表されるイソチアゾロンを含む配合物、
を含み、ハロアルキニル化合物を含まない、
木材保存用キット。
〔式中、R1は、水素、任意に置換されていてもよい炭素数1〜18のアルキル基、炭素数2〜8のアルケニル基もしくはアルキニル基、炭素数2〜8のハロアルキニル基、任意に置換されていてもよい炭素数3〜12のシクロアルキル基、任意に置換されていてもよい炭素数10以下のアラルキル基、または任意に置換されていてもよい炭素数10以下のアリール基を表し;R2およびR3は、独立に、水素、ハロゲン基、もしくは炭素数1〜4のアルキル基を表すか、またはR2およびR3が共に1,2−ベンゾイソチアゾリン−3−オン基を形成してもよい。〕 - 前記配合物(i)および前記配合物(ii)を混合および希釈して、0.002〜0.04%(w/w)の前記イソチアゾロン、0.01〜0.05%(w/w)の前記アゾール、および0.1〜1%(w/w)の前記不飽和カルボン酸もしくはその塩、エステル、アミド、もしくは無水物またはデヒドロ酢酸を含む処理溶液を作製するための説明書を含む、請求項22に記載の木材保存用キット。
- 溶液中のイソチアゾロンの総量が500ppm以下である、請求項1〜21のいずれか1項に記載の木材保存用配合物を含む処理溶液。
- 請求項1〜21のいずれか1項に記載の木材保存用配合物を基材に塗布すること、または請求項1〜21のいずれか1項に定義された木材保存用配合物を基材が効果的に受容するように基材を処理することを含む、木材またはその他のセルロース系材料の基材を保護する方法。
- 請求項1〜21のいずれか1項に記載の木材保存用配合物で処理された木材またはその他のセルロース系材料から製造された基材。
- アゾールとイソチアゾロンとの比が少なくとも3:2である、請求項26に記載の基材。
- 請求項1〜21のいずれか1項に記載の木材保存用配合物による木材の表面変色防止の延長における前記イソチアゾロンの使用。
- 前記イソチアゾロンが前記木材保存用配合物中500ppm以下の濃度で木材に塗布される、請求項1〜18のいずれか1項に記載の木材保存用配合物による木材の表面変色防止の延長における前記イソチアゾロンの使用。
- 前記イソチアゾロンが前記木材保存用配合物中400ppm以下の濃度で木材に塗布される、請求項1〜21のいずれか1項に記載の木材保存用配合物による木材の表面変色防止の延長における前記イソチアゾロンの使用。
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GB1006171A GB2479556A (en) | 2010-04-13 | 2010-04-13 | Wood preservative formulation |
GB1006171.1 | 2010-04-13 | ||
PCT/GB2011/000579 WO2011128644A1 (en) | 2010-04-13 | 2011-04-13 | Wood preservative formulations comprising isothiazolones which provide protectin against surface staining |
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CN103314957B (zh) * | 2013-03-27 | 2015-08-26 | 浙江工业大学 | 一种松脂酸钠杀虫剂及其制备方法 |
JP5531269B1 (ja) * | 2013-07-19 | 2014-06-25 | 株式会社片山化学工業研究所 | 鉄の防食方法及び木材処理方法 |
RU2546910C1 (ru) * | 2013-11-13 | 2015-04-10 | Дмитрий Игнатьевич Дорофеев | Способ подкормки фруктовых деревьев |
CN104139438A (zh) * | 2014-06-21 | 2014-11-12 | 安徽省蓼源贸易有限责任公司 | 一种秸秆编织材料增韧阻燃用浸泡液及其使用方法 |
CN104608222B (zh) * | 2014-12-18 | 2018-01-30 | 东莞市全能巨投实业投资有限公司 | 木材/竹材改性剂及改性方法 |
CN104526788B (zh) * | 2014-12-18 | 2016-11-02 | 苏州市强森木业有限公司 | 防腐蚀镀膜木板 |
JP2016124849A (ja) * | 2015-01-08 | 2016-07-11 | 株式会社ザイエンス | 防カビ組成物、木質材料の防カビ処理方法、および、木質材料 |
CN104972533A (zh) * | 2015-06-11 | 2015-10-14 | 李金新 | 一种铜三唑木材防腐剂及其制造方法 |
JP2017031074A (ja) * | 2015-07-30 | 2017-02-09 | 住化エンバイロメンタルサイエンス株式会社 | 木材用抗菌組成物 |
JP7305188B2 (ja) * | 2015-07-30 | 2023-07-10 | 住化エンバイロメンタルサイエンス株式会社 | 木材用抗菌組成物 |
JP2017165692A (ja) * | 2016-03-17 | 2017-09-21 | 住化エンバイロメンタルサイエンス株式会社 | 木材用抗菌組成物 |
KR101697928B1 (ko) * | 2016-03-31 | 2017-01-19 | 아성정밀화학 주식회사 | 폴리우레탄용 항균제 조성물 |
CN106818783A (zh) * | 2017-01-06 | 2017-06-13 | 江苏辉丰农化股份有限公司 | 一种包含苯并异噻唑啉酮类和四氟醚唑的杀菌剂组合物 |
CN107006476A (zh) * | 2017-05-10 | 2017-08-04 | 广东中迅农科股份有限公司 | 一种含抑霉唑和噻霉酮的农药组合物 |
CN107471355A (zh) * | 2017-09-11 | 2017-12-15 | 阜南县猛发工艺品有限公司 | 一种桉木工艺品的加工方法 |
EP3725155B1 (en) * | 2019-04-18 | 2023-09-13 | LANXESS Deutschland GmbH | Antifungal wallboards |
CN112476682B (zh) * | 2020-12-03 | 2022-03-11 | 中国林业科学研究院木材工业研究所 | 一种微乳液型木竹材防腐剂及其制备方法 |
CN113843870B (zh) * | 2021-08-31 | 2022-06-10 | 中南林业科技大学 | 一种基于弱相结构增强的离子螯合木材防腐处理方法 |
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US4783221A (en) * | 1986-12-12 | 1988-11-08 | Mooney Chemicals, Inc. | Compositions and process for preserving wood |
US4954338A (en) * | 1987-08-05 | 1990-09-04 | Rohm And Haas Company | Microbicidal microemulsion |
US5112396A (en) | 1990-02-05 | 1992-05-12 | Rohm And Haas Company | Anti-sapstain wood treatment |
DE4033419A1 (de) | 1990-10-20 | 1992-04-23 | Wolman Gmbh Dr | Polymere stickstoffverbindungen und metall fixierende saeuren enthaltende holzschutzmittel |
RU2076803C1 (ru) * | 1992-04-22 | 1997-04-10 | Институт органической и физической химии им.А.Е.Арбузова Казанского филиала РАН | Фунгицидный состав |
US5536305A (en) * | 1994-06-08 | 1996-07-16 | Yu; Bing | Low leaching compositions for wood |
JPH10323805A (ja) * | 1997-05-23 | 1998-12-08 | Dainippon Ink & Chem Inc | 木材の着色防止剤、木材用防黴剤組成物及び木材の防黴方法 |
JP4804656B2 (ja) * | 2001-07-03 | 2011-11-02 | 住化エンビロサイエンス株式会社 | 木材防黴組成物 |
US6753016B2 (en) * | 2001-07-03 | 2004-06-22 | Rohm And Haas Company | Preservation of wood products |
JP4180272B2 (ja) * | 2001-11-21 | 2008-11-12 | 株式会社エス・ディー・エス バイオテック | 木材保存薬剤及び木材処理方法 |
DE60300543T3 (de) * | 2002-01-31 | 2013-01-17 | Rohm And Haas | Synergistische mikrobizide Kombination |
AU2005284978B2 (en) * | 2004-09-10 | 2011-03-24 | Chemical Specialties, Inc. | Emulsion composition for wood protection |
DE602006002638D1 (de) * | 2005-04-21 | 2008-10-23 | Rohm & Haas | Holzschutzmittel |
DE602006010580D1 (de) | 2005-09-01 | 2009-12-31 | Janssen Pharmaceutica Nv | Verwendung alkoxylierter amine zur erhöhung der wasserabweisung von holz |
JP2009535377A (ja) * | 2006-05-02 | 2009-10-01 | ジヤンセン・フアーマシユーチカ・ナームローゼ・フエンノートシヤツプ | イマザリルを含んでなる殺生物性組み合わせ |
GB2438404A (en) | 2006-05-24 | 2007-11-28 | Arch Timber Protection Ltd | Preserving wood with an amine oxide, an azole and a specified amine or quaternary ammonium compound, in synergistic proportions |
US20080063723A1 (en) * | 2006-09-08 | 2008-03-13 | Sungmee Choi | Isothiazolin-3-one-containing antimicrobial composition |
GB0620930D0 (en) * | 2006-10-20 | 2006-11-29 | Syngenta Participations Ag | Composition and method for use thereof |
US7955711B2 (en) * | 2007-11-20 | 2011-06-07 | Preventive Technology, Inc. | Wood treatment solution and process |
GB2459691B (en) * | 2008-04-30 | 2013-05-22 | Arch Timber Protection Ltd | Formulations |
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Also Published As
Publication number | Publication date |
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WO2011128644A1 (en) | 2011-10-20 |
GB201006171D0 (en) | 2010-05-26 |
US20170064960A1 (en) | 2017-03-09 |
RU2573314C2 (ru) | 2016-01-20 |
KR20130100889A (ko) | 2013-09-12 |
RU2012146455A (ru) | 2014-05-27 |
EP2557928A1 (en) | 2013-02-20 |
CA2796022A1 (en) | 2011-10-20 |
CN102946733B (zh) | 2015-02-04 |
US20130210873A1 (en) | 2013-08-15 |
AU2011239731A1 (en) | 2012-11-01 |
EP2557928B1 (en) | 2016-06-08 |
CA2796022C (en) | 2020-04-28 |
GB2479556A (en) | 2011-10-19 |
JP2013523874A (ja) | 2013-06-17 |
US11457630B2 (en) | 2022-10-04 |
CN102946733A (zh) | 2013-02-27 |
NZ602919A (en) | 2014-10-31 |
AU2011239731B2 (en) | 2014-01-23 |
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