JP6514269B2 - 木材保護において用いられるための添加剤 - Google Patents
木材保護において用いられるための添加剤 Download PDFInfo
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- JP6514269B2 JP6514269B2 JP2017105288A JP2017105288A JP6514269B2 JP 6514269 B2 JP6514269 B2 JP 6514269B2 JP 2017105288 A JP2017105288 A JP 2017105288A JP 2017105288 A JP2017105288 A JP 2017105288A JP 6514269 B2 JP6514269 B2 JP 6514269B2
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- JP
- Japan
- Prior art keywords
- wood
- cationic polymer
- copper
- wood preservative
- formulation
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
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- 239000002023 wood Substances 0.000 title claims description 46
- 239000000654 additive Substances 0.000 title description 20
- 239000000203 mixture Substances 0.000 claims description 67
- 238000009472 formulation Methods 0.000 claims description 57
- 229920006317 cationic polymer Polymers 0.000 claims description 41
- -1 amino compound Chemical class 0.000 claims description 39
- 239000010949 copper Substances 0.000 claims description 36
- 229910052802 copper Inorganic materials 0.000 claims description 35
- 239000003171 wood protecting agent Substances 0.000 claims description 32
- 239000000463 material Substances 0.000 claims description 31
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 claims description 30
- 230000003115 biocidal effect Effects 0.000 claims description 24
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 claims description 22
- 239000003139 biocide Substances 0.000 claims description 21
- 238000000034 method Methods 0.000 claims description 21
- 238000011282 treatment Methods 0.000 claims description 21
- 239000011701 zinc Substances 0.000 claims description 19
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 claims description 17
- 229910052725 zinc Inorganic materials 0.000 claims description 17
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims description 14
- 150000001875 compounds Chemical class 0.000 claims description 13
- 229920000768 polyamine Polymers 0.000 claims description 10
- 125000003118 aryl group Chemical group 0.000 claims description 9
- 150000002500 ions Chemical class 0.000 claims description 9
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 9
- 239000000758 substrate Substances 0.000 claims description 8
- 150000001412 amines Chemical class 0.000 claims description 7
- 229910021529 ammonia Inorganic materials 0.000 claims description 7
- 229910052739 hydrogen Inorganic materials 0.000 claims description 7
- 239000001257 hydrogen Substances 0.000 claims description 7
- 229920000642 polymer Polymers 0.000 claims description 7
- KAESVJOAVNADME-UHFFFAOYSA-N 1H-pyrrole Natural products C=1C=CNC=1 KAESVJOAVNADME-UHFFFAOYSA-N 0.000 claims description 6
- 125000003342 alkenyl group Chemical group 0.000 claims description 6
- 125000000304 alkynyl group Chemical group 0.000 claims description 6
- 238000012545 processing Methods 0.000 claims description 6
- KXDHJXZQYSOELW-UHFFFAOYSA-N Carbamic acid Chemical class NC(O)=O KXDHJXZQYSOELW-UHFFFAOYSA-N 0.000 claims description 5
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 5
- GQOKIYDTHHZSCJ-UHFFFAOYSA-M dimethyl-bis(prop-2-enyl)azanium;chloride Chemical compound [Cl-].C=CC[N+](C)(C)CC=C GQOKIYDTHHZSCJ-UHFFFAOYSA-M 0.000 claims description 5
- 229910052757 nitrogen Inorganic materials 0.000 claims description 5
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 5
- 229920000083 poly(allylamine) Polymers 0.000 claims description 5
- BVKZGUZCCUSVTD-UHFFFAOYSA-M Bicarbonate Chemical compound OC([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-M 0.000 claims description 4
- RUPBZQFQVRMKDG-UHFFFAOYSA-M Didecyldimethylammonium chloride Chemical compound [Cl-].CCCCCCCCCC[N+](C)(C)CCCCCCCCCC RUPBZQFQVRMKDG-UHFFFAOYSA-M 0.000 claims description 4
- ZHNUHDYFZUAESO-UHFFFAOYSA-N Formamide Chemical compound NC=O ZHNUHDYFZUAESO-UHFFFAOYSA-N 0.000 claims description 4
- TXOJCSIIFFMREV-UHFFFAOYSA-L didecyl(dimethyl)azanium;carbonate Chemical compound [O-]C([O-])=O.CCCCCCCCCC[N+](C)(C)CCCCCCCCCC.CCCCCCCCCC[N+](C)(C)CCCCCCCCCC TXOJCSIIFFMREV-UHFFFAOYSA-L 0.000 claims description 4
- 229960004670 didecyldimethylammonium chloride Drugs 0.000 claims description 4
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 4
- 229910019142 PO4 Inorganic materials 0.000 claims description 3
- PTFCDOFLOPIGGS-UHFFFAOYSA-N Zinc dication Chemical compound [Zn+2] PTFCDOFLOPIGGS-UHFFFAOYSA-N 0.000 claims description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 claims description 3
- 238000002156 mixing Methods 0.000 claims description 3
- 150000003457 sulfones Chemical class 0.000 claims description 3
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 claims description 2
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 claims description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 claims description 2
- XFXPMWWXUTWYJX-UHFFFAOYSA-N Cyanide Chemical compound N#[C-] XFXPMWWXUTWYJX-UHFFFAOYSA-N 0.000 claims description 2
- KRHYYFGTRYWZRS-UHFFFAOYSA-M Fluoride anion Chemical compound [F-] KRHYYFGTRYWZRS-UHFFFAOYSA-M 0.000 claims description 2
- JVTAAEKCZFNVCJ-UHFFFAOYSA-M Lactate Chemical compound CC(O)C([O-])=O JVTAAEKCZFNVCJ-UHFFFAOYSA-M 0.000 claims description 2
- 229910002651 NO3 Inorganic materials 0.000 claims description 2
- NHNBFGGVMKEFGY-UHFFFAOYSA-N Nitrate Chemical compound [O-][N+]([O-])=O NHNBFGGVMKEFGY-UHFFFAOYSA-N 0.000 claims description 2
- IOVCWXUNBOPUCH-UHFFFAOYSA-M Nitrite anion Chemical compound [O-]N=O IOVCWXUNBOPUCH-UHFFFAOYSA-M 0.000 claims description 2
- XBDQKXXYIPTUBI-UHFFFAOYSA-M Propionate Chemical compound CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 claims description 2
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 claims description 2
- 150000001450 anions Chemical class 0.000 claims description 2
- 150000007942 carboxylates Chemical class 0.000 claims description 2
- 229920001577 copolymer Polymers 0.000 claims description 2
- JRBPAEWTRLWTQC-UHFFFAOYSA-N dodecylamine Chemical compound CCCCCCCCCCCCN JRBPAEWTRLWTQC-UHFFFAOYSA-N 0.000 claims description 2
- UYMKPFRHYYNDTL-UHFFFAOYSA-N ethenamine Chemical compound NC=C UYMKPFRHYYNDTL-UHFFFAOYSA-N 0.000 claims description 2
- XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical compound I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 claims description 2
- YWFWDNVOPHGWMX-UHFFFAOYSA-N n,n-dimethyldodecan-1-amine Chemical compound CCCCCCCCCCCCN(C)C YWFWDNVOPHGWMX-UHFFFAOYSA-N 0.000 claims description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 claims description 2
- 239000010452 phosphate Substances 0.000 claims description 2
- 229920002554 vinyl polymer Polymers 0.000 claims description 2
- 150000002431 hydrogen Chemical class 0.000 claims 1
- 239000000243 solution Substances 0.000 description 50
- 230000000996 additive effect Effects 0.000 description 16
- 235000008582 Pinus sylvestris Nutrition 0.000 description 13
- 241000218626 Pinus sylvestris Species 0.000 description 13
- 229910021645 metal ion Inorganic materials 0.000 description 11
- 230000035515 penetration Effects 0.000 description 11
- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 description 10
- 239000000047 product Substances 0.000 description 10
- 125000000217 alkyl group Chemical group 0.000 description 8
- 238000005470 impregnation Methods 0.000 description 8
- 239000003755 preservative agent Substances 0.000 description 8
- 239000007864 aqueous solution Substances 0.000 description 7
- 150000003856 quaternary ammonium compounds Chemical class 0.000 description 7
- QPLDLSVMHZLSFG-UHFFFAOYSA-N Copper oxide Chemical compound [Cu]=O QPLDLSVMHZLSFG-UHFFFAOYSA-N 0.000 description 6
- 229940027983 antiseptic and disinfectant quaternary ammonium compound Drugs 0.000 description 6
- 239000008139 complexing agent Substances 0.000 description 6
- 239000005749 Copper compound Substances 0.000 description 5
- JPVYNHNXODAKFH-UHFFFAOYSA-N Cu2+ Chemical compound [Cu+2] JPVYNHNXODAKFH-UHFFFAOYSA-N 0.000 description 5
- 229940116318 copper carbonate Drugs 0.000 description 5
- 150000001880 copper compounds Chemical class 0.000 description 5
- GEZOTWYUIKXWOA-UHFFFAOYSA-L copper;carbonate Chemical compound [Cu+2].[O-]C([O-])=O GEZOTWYUIKXWOA-UHFFFAOYSA-L 0.000 description 5
- NSPMIYGKQJPBQR-UHFFFAOYSA-N 4H-1,2,4-triazole Chemical compound C=1N=CNN=1 NSPMIYGKQJPBQR-UHFFFAOYSA-N 0.000 description 4
- RGHNJXZEOKUKBD-SQOUGZDYSA-M D-gluconate Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C([O-])=O RGHNJXZEOKUKBD-SQOUGZDYSA-M 0.000 description 4
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 4
- 239000006227 byproduct Substances 0.000 description 4
- 125000004432 carbon atom Chemical group C* 0.000 description 4
- JJLJMEJHUUYSSY-UHFFFAOYSA-L copper(II) hydroxide Inorganic materials [OH-].[OH-].[Cu+2] JJLJMEJHUUYSSY-UHFFFAOYSA-L 0.000 description 4
- OPQARKPSCNTWTJ-UHFFFAOYSA-L copper(ii) acetate Chemical compound [Cu+2].CC([O-])=O.CC([O-])=O OPQARKPSCNTWTJ-UHFFFAOYSA-L 0.000 description 4
- 239000000839 emulsion Substances 0.000 description 4
- 229940050410 gluconate Drugs 0.000 description 4
- 239000007788 liquid Substances 0.000 description 4
- 239000001839 pinus sylvestris Substances 0.000 description 4
- 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 description 3
- GCGGSVAWTYHZBI-CVQRFVFPSA-N 1-hydroxy-2-[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-[[(2s,3r,4s,5r)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxyanthracene-9,10-dione Chemical compound O[C@@H]1[C@@H](O)[C@H](O)CO[C@H]1OC[C@@H]1[C@@H](O)[C@H](O)[C@@H](O)[C@H](OC=2C(=C3C(=O)C4=CC=CC=C4C(=O)C3=CC=2)O)O1 GCGGSVAWTYHZBI-CVQRFVFPSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 3
- 239000005839 Tebuconazole Substances 0.000 description 3
- 239000002253 acid Substances 0.000 description 3
- 230000032683 aging Effects 0.000 description 3
- 125000000129 anionic group Chemical group 0.000 description 3
- 239000002131 composite material Substances 0.000 description 3
- 239000000284 extract Substances 0.000 description 3
- 239000011094 fiberboard Substances 0.000 description 3
- 230000000855 fungicidal effect Effects 0.000 description 3
- 239000003960 organic solvent Substances 0.000 description 3
- 230000002335 preservative effect Effects 0.000 description 3
- 150000003839 salts Chemical class 0.000 description 3
- 239000001632 sodium acetate Substances 0.000 description 3
- 235000017281 sodium acetate Nutrition 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- 229940043810 zinc pyrithione Drugs 0.000 description 3
- PICXIOQBANWBIZ-UHFFFAOYSA-N zinc;1-oxidopyridine-2-thione Chemical compound [Zn+2].[O-]N1C=CC=CC1=S.[O-]N1C=CC=CC1=S PICXIOQBANWBIZ-UHFFFAOYSA-N 0.000 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 description 2
- ZMYFCFLJBGAQRS-IAGOWNOFSA-N (2S,3R)-epoxiconazole Chemical compound C1=CC(F)=CC=C1[C@]1(CN2N=CN=C2)[C@@H](C=2C(=CC=CC=2)Cl)O1 ZMYFCFLJBGAQRS-IAGOWNOFSA-N 0.000 description 2
- JUSZROWIGBIXOS-UHFFFAOYSA-N 1-(dimethylamino)propan-2-ol;hydrochloride Chemical compound [Cl-].CC(O)C[NH+](C)C JUSZROWIGBIXOS-UHFFFAOYSA-N 0.000 description 2
- 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 description 2
- 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 description 2
- 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 description 2
- 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 description 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 2
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonia chloride Chemical compound [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 2
- 239000005757 Cyproconazole Substances 0.000 description 2
- 239000005760 Difenoconazole Substances 0.000 description 2
- 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 2
- 241000196324 Embryophyta Species 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- BDAGIHXWWSANSR-UHFFFAOYSA-M Formate Chemical compound [O-]C=O BDAGIHXWWSANSR-UHFFFAOYSA-M 0.000 description 2
- DHMQDGOQFOQNFH-UHFFFAOYSA-N Glycine Chemical compound NCC(O)=O DHMQDGOQFOQNFH-UHFFFAOYSA-N 0.000 description 2
- 239000005813 Penconazole Substances 0.000 description 2
- 239000005822 Propiconazole Substances 0.000 description 2
- 239000005825 Prothioconazole Substances 0.000 description 2
- FMRLDPWIRHBCCC-UHFFFAOYSA-L Zinc carbonate Chemical compound [Zn+2].[O-]C([O-])=O FMRLDPWIRHBCCC-UHFFFAOYSA-L 0.000 description 2
- WHMDKBIGKVEYHS-IYEMJOQQSA-L Zinc gluconate Chemical compound [Zn+2].OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C([O-])=O.OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C([O-])=O WHMDKBIGKVEYHS-IYEMJOQQSA-L 0.000 description 2
- 239000004480 active ingredient Substances 0.000 description 2
- 239000013543 active substance Substances 0.000 description 2
- 229910052783 alkali metal Inorganic materials 0.000 description 2
- AKNQMEBLVAMSNZ-UHFFFAOYSA-N azaconazole Chemical compound ClC1=CC(Cl)=CC=C1C1(CN2N=CN=C2)OCCO1 AKNQMEBLVAMSNZ-UHFFFAOYSA-N 0.000 description 2
- 229950000294 azaconazole Drugs 0.000 description 2
- 150000003851 azoles Chemical class 0.000 description 2
- 229960000686 benzalkonium chloride Drugs 0.000 description 2
- SESFRYSPDFLNCH-UHFFFAOYSA-N benzyl benzoate Chemical compound C=1C=CC=CC=1C(=O)OCC1=CC=CC=C1 SESFRYSPDFLNCH-UHFFFAOYSA-N 0.000 description 2
- CADWTSSKOVRVJC-UHFFFAOYSA-N benzyl(dimethyl)azanium;chloride Chemical compound [Cl-].C[NH+](C)CC1=CC=CC=C1 CADWTSSKOVRVJC-UHFFFAOYSA-N 0.000 description 2
- 150000001642 boronic acid derivatives Chemical class 0.000 description 2
- 150000004649 carbonic acid derivatives Chemical class 0.000 description 2
- 239000011111 cardboard Substances 0.000 description 2
- 125000002091 cationic group Chemical group 0.000 description 2
- 239000003153 chemical reaction reagent Substances 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 150000001805 chlorine compounds Chemical class 0.000 description 2
- 239000012141 concentrate Substances 0.000 description 2
- 229910001431 copper ion Inorganic materials 0.000 description 2
- BERDEBHAJNAUOM-UHFFFAOYSA-N copper(i) oxide Chemical compound [Cu]O[Cu] BERDEBHAJNAUOM-UHFFFAOYSA-N 0.000 description 2
- QHNCWVQDOPICKC-UHFFFAOYSA-N copper;1-hydroxypyridine-2-thione Chemical compound [Cu].ON1C=CC=CC1=S.ON1C=CC=CC1=S QHNCWVQDOPICKC-UHFFFAOYSA-N 0.000 description 2
- AEJIMXVJZFYIHN-UHFFFAOYSA-N copper;dihydrate Chemical compound O.O.[Cu] AEJIMXVJZFYIHN-UHFFFAOYSA-N 0.000 description 2
- PGRHXDWITVMQBC-UHFFFAOYSA-N dehydroacetic acid Chemical compound CC(=O)C1C(=O)OC(C)=CC1=O PGRHXDWITVMQBC-UHFFFAOYSA-N 0.000 description 2
- JKWMSGQKBLHBQQ-UHFFFAOYSA-N diboron trioxide Chemical compound O=BOB=O JKWMSGQKBLHBQQ-UHFFFAOYSA-N 0.000 description 2
- 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 description 2
- 238000007598 dipping method Methods 0.000 description 2
- 229940031098 ethanolamine Drugs 0.000 description 2
- LZCLXQDLBQLTDK-UHFFFAOYSA-N ethyl 2-hydroxypropanoate Chemical compound CCOC(=O)C(C)O LZCLXQDLBQLTDK-UHFFFAOYSA-N 0.000 description 2
- 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 description 2
- 239000000417 fungicide Substances 0.000 description 2
- 125000001072 heteroaryl group Chemical group 0.000 description 2
- 125000004435 hydrogen atom Chemical class [H]* 0.000 description 2
- 150000004679 hydroxides Chemical class 0.000 description 2
- 238000007654 immersion Methods 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- 150000002736 metal compounds Chemical class 0.000 description 2
- IZUPBVBPLAPZRR-UHFFFAOYSA-N pentachlorophenol Chemical compound OC1=C(Cl)C(Cl)=C(Cl)C(Cl)=C1Cl IZUPBVBPLAPZRR-UHFFFAOYSA-N 0.000 description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 2
- 235000021317 phosphate Nutrition 0.000 description 2
- 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 2
- 239000007787 solid Substances 0.000 description 2
- 238000005507 spraying Methods 0.000 description 2
- 150000003852 triazoles Chemical class 0.000 description 2
- BIKXLKXABVUSMH-UHFFFAOYSA-N trizinc;diborate Chemical compound [Zn+2].[Zn+2].[Zn+2].[O-]B([O-])[O-].[O-]B([O-])[O-] BIKXLKXABVUSMH-UHFFFAOYSA-N 0.000 description 2
- 239000011667 zinc carbonate Substances 0.000 description 2
- 235000004416 zinc carbonate Nutrition 0.000 description 2
- 229910000010 zinc carbonate Inorganic materials 0.000 description 2
- JIAARYAFYJHUJI-UHFFFAOYSA-L zinc dichloride Chemical compound [Cl-].[Cl-].[Zn+2] JIAARYAFYJHUJI-UHFFFAOYSA-L 0.000 description 2
- 239000011670 zinc gluconate Substances 0.000 description 2
- 235000011478 zinc gluconate Nutrition 0.000 description 2
- 229960000306 zinc gluconate Drugs 0.000 description 2
- 239000011787 zinc oxide Substances 0.000 description 2
- 235000014692 zinc oxide Nutrition 0.000 description 2
- 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 1
- JLHMJWHSBYZWJJ-UHFFFAOYSA-N 1,2-thiazole 1-oxide Chemical compound O=S1C=CC=N1 JLHMJWHSBYZWJJ-UHFFFAOYSA-N 0.000 description 1
- TUBQDCKAWGHZPF-UHFFFAOYSA-N 1,3-benzothiazol-2-ylsulfanylmethyl thiocyanate Chemical compound C1=CC=C2SC(SCSC#N)=NC2=C1 TUBQDCKAWGHZPF-UHFFFAOYSA-N 0.000 description 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 description 1
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- WJCNZQLZVWNLKY-UHFFFAOYSA-N thiabendazole Chemical compound S1C=NC(C=2NC3=CC=CC=C3N=2)=C1 WJCNZQLZVWNLKY-UHFFFAOYSA-N 0.000 description 1
- 235000010296 thiabendazole Nutrition 0.000 description 1
- 229960004546 thiabendazole Drugs 0.000 description 1
- HYVWIQDYBVKITD-UHFFFAOYSA-N tolylfluanid Chemical compound CN(C)S(=O)(=O)N(SC(F)(Cl)Cl)C1=CC=C(C)C=C1 HYVWIQDYBVKITD-UHFFFAOYSA-N 0.000 description 1
- 239000010875 treated wood Substances 0.000 description 1
- 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 description 1
- GBXQPDCOMJJCMJ-UHFFFAOYSA-M trimethyl-[6-(trimethylazaniumyl)hexyl]azanium;bromide Chemical compound [Br-].C[N+](C)(C)CCCCCC[N+](C)(C)C GBXQPDCOMJJCMJ-UHFFFAOYSA-M 0.000 description 1
- UNXRWKVEANCORM-UHFFFAOYSA-I triphosphate(5-) Chemical compound [O-]P([O-])(=O)OP([O-])(=O)OP([O-])([O-])=O UNXRWKVEANCORM-UHFFFAOYSA-I 0.000 description 1
- 230000004584 weight gain Effects 0.000 description 1
- 235000019786 weight gain Nutrition 0.000 description 1
- 239000011155 wood-plastic composite Substances 0.000 description 1
- 150000003751 zinc Chemical class 0.000 description 1
- 239000011592 zinc chloride Substances 0.000 description 1
- 235000005074 zinc chloride Nutrition 0.000 description 1
- 150000003752 zinc compounds Chemical class 0.000 description 1
- PTRHHPOMKXGTAC-UHFFFAOYSA-L zinc;pyridine-2-thiolate Chemical compound C=1C=CC=NC=1S[Zn]SC1=CC=CC=N1 PTRHHPOMKXGTAC-UHFFFAOYSA-L 0.000 description 1
Images
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
- 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
- A01N25/22—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 ingredients stabilising the active ingredients
-
- 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
- A01N59/00—Biocides, pest repellants or attractants, or plant growth regulators containing elements or inorganic compounds
- A01N59/16—Heavy metals; Compounds 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
-
- 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
- A01N55/00—Biocides, pest repellants or attractants, or plant growth regulators, containing organic compounds containing elements other than carbon, hydrogen, halogen, oxygen, nitrogen and sulfur
- A01N55/02—Biocides, pest repellants or attractants, or plant growth regulators, containing organic compounds containing elements other than carbon, hydrogen, halogen, oxygen, nitrogen and sulfur containing metal atoms
-
- 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
- A01N59/00—Biocides, pest repellants or attractants, or plant growth regulators containing elements or inorganic compounds
- A01N59/16—Heavy metals; Compounds thereof
- A01N59/20—Copper
-
- 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
- B27K3/16—Inorganic impregnating agents
- B27K3/22—Compounds of zinc or copper
-
- 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
-
- 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
- Y10T428/4935—Impregnated naturally solid product [e.g., leather, stone, etc.]
- Y10T428/662—Wood timber product [e.g., piling, post, veneer, etc.]
Description
(iii)式(III)の化合物
n=3から5000;
n1=0、1または2;
n2=0または1;
n3=2または3であり、および、n=3のとき、窒素原子が正電荷を帯び、対イオンX-が存在し;
Rx基は、同一または異なっていてもよく、水素または直鎖、分岐もしくは環状のアルキル、アルケニル、アルキニル、アルカノキシル(alkanoxyl)、アリール、
−(C=O)H、−(C=O)Rn、−CO2H −CO2Rn、−CH2CO2H、−CH2CO2Rn、CH2NRnRn、−(C=O)NRnRn、−CN、−(CH2)n4−O−Rn
(前記式中、
Rn基は、同一または異なっていてもよく、水素、または直鎖、分岐もしくは環状のアルキル、アルケニル、アルキニル、アルカノキシルもしくはアリールであり;
n4=2または3)であり;
Ryは、式(IV)で表され、
Rz=HまたはOH;
a=0から10;
b=0または1;
c=0から10;
d=0から10];
X-は、塩化物、臭化物、ヨウ化物、フッ化物、硫酸塩、リン酸塩、カルボン酸塩、特にプロピオン酸塩および乳酸塩、炭酸塩、重炭酸塩、硝酸塩、亜硝酸塩、水酸化物、シアン化物から選択されるアニオンであり;
*は、前記ポリマーの骨格内の繰りかえし単位を繋ぐ結合を意味する。]
Rx基は、好ましくはC1-22、より好ましくはC1-16、例えば、C18アルキル、アルケニル、アルキニルもしくはアルカノキシル、またはC522、より好ましくはC610アリールである。
配合物中の材料の重量の、5〜25重量%、典型的に存在する。対照的に、カチオン性ポリマーが銅または他の金属イオンを錯体形成する目的で、しかし、負に帯電した抽出物と副生成物を扱う含まれている本発明によれば、木材防腐剤配合物は、好ましくは0.01から4重量%の上記カチオン性ポリマー、より好ましくは0.05から2重量%の上記カチオン性ポリマー、より好ましくは0.1から1重量%の上記カチオン性ポリマー、最も好ましくは0.15から0.6重量%の上記カチオン性ポリマーを含む。これらの値は、製造され、処理部位に供給される木材防腐剤配合物濃縮物中に存在するカチオン性ポリマーの量に言及している。このような配合物は、典型的には水で希釈され、m/vベースで2〜6%溶液の処理溶液を生じる。木材に適用するカチオン性ポリマーの量は、従って、含浸溶液の重量パーセントの観点から、対応して少なくなるであろう。
Xは、CR4またはNを表し;
R1は、水素または直鎖、分岐、環状、芳香族またはそれらの組み合わせ、飽和または不飽和、置換または非置換のC1からC40の基を表し、
前記式中、式(V)中に示された窒素原子に結合した炭素原子を除く炭素原子のいずれかが、任意に置換されたヘテロ原子で置き換えられてもよく;
R2が、水素、C1−C8アルキル、C2−C8アルケニル、C6−C10芳香族、C5−C10へテロ芳香族またはC1−C4アルキルカルバメートを表し;および
R3とR4が、水素を表し;または
R3とR4が一緒になって、ベンズイミダゾール基(すなわち、R3とR4は、一緒になって−(CH)4−を形成する)を生じてもよい.
本発明の配合物は、1以上のアゾール化合物、例えば、イミダゾールおよび1,2,4−トリアゾールの混合物、または、2以上の1,2,4−トリアゾールの混合物を含んでもよい。しかし、本発明の配合物においては、1,2,4−トリアゾールを用いるのが好ましい。
限定されない。
ラウリルアミン)である。
ポリビニル ホルムアミド、
ポリアミド、
ポリビニルアミド、
ポリアミン、分岐および直鎖、特にエピハロヒドリン(epihalohydrin)から誘導されたポリアミン、
ポリビニルアミン(PVAm)、
ポリDADMAC’s、
ポリアリルアミン(PAAm)、
ポリDADMACスルホン、および
ビニルアミン/ビニルホルムアミドコポリマーが含まれる。
(a)前記で説明した殺生剤;と
(b)前記で説明したカチオン性ポリマーとの
組み合わせ木材防腐製品を提供する。
キシエタノール、メチルかルビトール、プロピレン炭酸塩、ベンジルベンゾエート、乳酸エチルおよび乳酸2−エチルヘキシル。
材料と方法
銅2+イオンの水溶液を、塩基性銅炭酸塩とモノエタノールアミン(MEA)とを反応させ、銅濃度5%w/wとMEA濃度19.2%w/w(MEA:銅モル比4:1と等価)を生じて調製した。
ポリビニルアミン、CAS 913068−94−7、2−プロペン−1−アミニウム、N,N−ジメチル−N−2−プロペン−1−イル−、クロライド(1:1)、2−プロペンアミドを有するポリマー、脱カルボン酸塩、塩酸塩
ポリアミン、ポリ(2−ヒドロキシプロピルジメチルアンモニウムクロリド) CAS 25988−97−0,低MW
ポリアミン、ポリ(2−ヒドロキシプロピルジメチルアンモニウムクロリド) CAS 25988−97−0、高MW
ポリDADMAC(ジアリルジメチルアンモニウムクロリド)、CAS 26062−79−3
ポリDADMAC−スルホン、CAS 26470−16−6
ポリアリルアミン、CAS 30551−89−4
*処理前に、材木サンプルを計量する。
*材木サンプルを真空乾燥器中に入れ、材木を真空、760mmHgにし、真空下に20分間保つ。
*真空下で容器に水を注ぐ。
*真空を解除し、大気圧で1時間浸漬させる。
*サンプルを溶液から除去し、残留する表面溶液を除去し、次いで、材木サンプルを再計量する。
5%酢酸ナトリウム溶液
0.5%アルコール性ルビアン酸(Rubianic acid)(ジチオ−オキサミド)溶液
5gの酢酸ナトリウムを100mlの脱イオン水に溶解させる。
5%w/w銅濃度とMEA:銅モル比4:1を有する銅2+MEA溶液を、実施例1と同様にして調製した。
亜鉛2+イオンの水溶液を、塩化亜鉛をグルコン酸ナトリウムおよびモノエタノールアミンと反応させ、亜鉛濃度0.50%w/vかつ、グルコン酸塩:Znモル比2:1、MEA:Znモル比2:1を生じて、調製した。
Claims (15)
- アンモニア、水溶性アミンまたはアルカノールアミンおよびアミノカルボン酸からなる群から選択されるアミノ化合物と錯体形成した銅または亜鉛のイオンである殺生剤と、
0.01〜4重量%のカチオン性ポリマーとを含む木材防腐剤配合物であって、
前記カチオン性ポリマーが、
(i)式(I)の化合物
(iii)式(III)の化合物
n=3から5000;
n1=0、1または2;
n2=0または1;
n3=2または3、およびn=3のとき、窒素原子が正電荷を帯び、対イオンX-が存在し;
Rx基は、同一または異なっていてもよく、水素または直鎖、分岐もしくは環状のアルキル、アルケニル、アルキニル、アルカノキシル、アリール、
−(C=O)H、−(C=O)Rn、−CO2H −CO2Rn、−CH2CO2H、−CH2CO2Rn、CH2NRnRn、−(C=O)NRnRn、−CN、−(CH2)n4−O−Rn(前記式中、Rn基は、同一または異なっていてもよく、水素、または直鎖、分岐もしくは環状のアルキル、アルケニル、アルキニル、アルカノキシルもしくはアリールであり;
n4=2または3)であり;
Ryは、式(IV)で表され、
Rz=HまたはOH;
a=0から10;
b=0または1;
c=0から10;
d=0から10];
X-は、塩化物、臭化物、ヨウ化物、フッ化物、硫酸塩、リン酸塩、カルボン酸塩、特にプロピオン酸塩および乳酸塩、炭酸塩、重炭酸塩、硝酸塩、亜硝酸塩、水酸化物、シアン化物から選択されるアニオンであり;
*は、ポリマーの骨格内の繰り返し単位をつなぐ結合を意味する。]
からなる群から選択される
木材防腐剤配合物。 - 前記配合物が、0.1から1重量%の前記カチオン性ポリマーを含む請求項1に記載の木材防腐剤配合物。
- 前記アミノ化合物が、モノエタノールアミンまたはアンモニアである請求項1または2に記載の木材防腐剤配合物。
- 前記アミノ化合物が、ラウリルアミンまたはジメチルラウリルアミンである請求項1または2に記載の木材防腐剤配合物。
- アゾール化合物をさらに含む請求項1〜4のいずれか一項に記載の木材防腐剤配合物。
- ジデシルジメチルアンモニウムクロリドまたはジデシルジメチルアンモニウム炭酸塩をさらに含む請求項1〜5のいずれか一項の前記木材防腐剤配合物。
- 前記カチオン性ポリマーは、
ポリビニルホルムアミド、
ポリビニルアミド、
ポリアミン、
ポリビニルアミン(PVAm)、
ポリDADMAC、
ポリアリルアミン(PAAm)、
ポリDADMACスルホンおよび
ビニルアミン/ビニルホルムアミドコポリマーからなる群から選択される請求項1〜6のいずれか一項の前記木材防腐剤配合物。 - 前記カチオン性ポリマーは、ポリアミンである請求項7の前記木材防腐剤配合物。
- (a) 請求項1、3または4のいずれか一項において定義したアミノ化合物と錯体形成した銅または亜鉛のイオンである殺生剤、および
(b)0.01〜4重量%の、請求項1〜8のいずれか一項において定義したカチオン性ポリマーを含む組み合わせ木材防腐製品。 - アンモニア、水溶性アミンまたはアルカノールアミンおよびアミノカルボン酸からなる群から選択されるアミノ化合物と錯体形成した銅または亜鉛のイオンである殺生剤と、
請求項1〜8のいずれか一つに定義されたカチオン性ポリマーとを含む
木材防腐剤配合物を含む水性の木材防腐処理溶液であって、
前記溶液は、10から1000ppmのカチオン性ポリマーを含む溶液。 - 50から1000ppmのカチオン性ポリマーを含む請求項10に記載の木材防腐処理溶液。
- 木材または他のセルロース系材料を保護する方法であって、
前記木材もしくは他のセルロース系材料に、請求項1〜11のいずれか一項の配合物もしくは溶液を適用するか、または
(a)請求項1、3または4のいずれか一項において定義したアミノ化合物と錯体形成した銅または亜鉛のイオンである殺生剤、および
(b)請求項1〜8のいずれか一項において定義したカチオン性ポリマーを、前記木材/材料に適用し、
前記木材/材料が、請求項1〜8のいずれか一項において定義された配合物を効果的に受け取ることを含む、木材または他のセルロース系材料を保護する方法。 - 処理される木材を入れるのに適合された保管タンクと、
前記タンク中に、(a)請求項1、3または4のいずれか一項において定義したアミノ化合物と錯体形成した銅または亜鉛のイオンである殺生剤および(b)10〜1000ppmの、請求項1〜8のいずれか一項において定義したカチオン性ポリマーを含む一定量の処理溶液とを含む木材処理システム。 - (a)請求項1、3または4のいずれか一項において定義したアミノ化合物と錯体形成した銅または亜鉛のイオンである殺生剤および(b)10〜1000ppmの、請求項1〜8のいずれか一項において定義したカチオン性ポリマーを含む水性の木材防腐溶液の、木材または他のセルロース系材料への添加により形成された、木材または他のセルロース系材料の基質。
- (a)請求項1、3または4のいずれかにおいて定義したアミノ化合物と錯体形成した銅または亜鉛のイオンである殺生剤および(b)0.01〜4重量%の、請求項1〜8のいずれか一項において定義したカチオン性ポリマーを混合することを含む木材防腐剤配合物を製造する方法。
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EP (2) | EP3078268A1 (ja) |
JP (2) | JP2014532689A (ja) |
KR (1) | KR20140098076A (ja) |
CN (1) | CN104066333B (ja) |
AU (2) | AU2012330920B2 (ja) |
BR (1) | BR112014010586A2 (ja) |
CA (1) | CA2854445C (ja) |
CL (1) | CL2014001115A1 (ja) |
DK (1) | DK2775846T3 (ja) |
EA (1) | EA027056B1 (ja) |
ES (1) | ES2581002T3 (ja) |
GB (1) | GB201119139D0 (ja) |
MX (1) | MX347806B (ja) |
PL (1) | PL2775846T3 (ja) |
PT (1) | PT2775846T (ja) |
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KR101581136B1 (ko) * | 2014-11-22 | 2015-12-30 | 고광락 | 구리염과 아연염을 포함하는 활성 분말 살균 조성물, 이를 사용하는 살균제 조성물 및 그의 제조방법 |
MX2018002595A (es) * | 2015-09-02 | 2018-06-11 | Lanxess Deutschland Gmbh | Mezclas biocidas. |
WO2017058708A1 (en) * | 2015-09-30 | 2017-04-06 | Dow Global Technologies Llc | Method of preparing an antimicrobial composition |
CN106003350A (zh) * | 2016-07-13 | 2016-10-12 | 大亚人造板集团有限公司 | 一种人造板用防霉剂的制备及其应用 |
CA3031903C (en) * | 2016-08-03 | 2023-01-24 | Koppers Performance Chemicals Inc. | Stable wood preservative formulations |
JP6176376B1 (ja) * | 2016-08-26 | 2017-08-09 | 大同化学工業株式会社 | 水溶性金属加工油剤用防黴剤、それを含有する水溶性金属加工油剤組成物及びクーラント |
WO2018204195A1 (en) * | 2017-05-01 | 2018-11-08 | Koppers Performance Chemicals Inc. | Spray-on exterior coating compositions for wood treatment |
WO2019018941A1 (en) * | 2017-07-26 | 2019-01-31 | Nutriag Ltd. | COMPOSITIONS CONTAINING COPPER COMPOUND STABILIZED BY PHOSPHOROUS ACID AND ALKYLAMINE OR ALKANOLAMINE TO CONTROL PLANT DISEASE CAUSED BY PHYTOPATHOGEN ORGANISM |
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AU2012330920B2 (en) | 2016-07-21 |
ZA201403528B (en) | 2015-07-29 |
EP3078268A1 (en) | 2016-10-12 |
GB201119139D0 (en) | 2011-12-21 |
KR20140098076A (ko) | 2014-08-07 |
PL2775846T3 (pl) | 2016-12-30 |
MX2014005380A (es) | 2014-07-09 |
WO2013064798A1 (en) | 2013-05-10 |
CN104066333A (zh) | 2014-09-24 |
AU2016247088A1 (en) | 2016-11-03 |
EA027056B1 (ru) | 2017-06-30 |
BR112014010586A2 (pt) | 2017-05-02 |
CL2014001115A1 (es) | 2014-11-21 |
EA201490898A1 (ru) | 2014-10-30 |
CA2854445A1 (en) | 2013-05-10 |
MX347806B (es) | 2017-05-15 |
US9603358B2 (en) | 2017-03-28 |
EP2775846B1 (en) | 2016-05-04 |
PT2775846T (pt) | 2016-07-13 |
EP2775846A1 (en) | 2014-09-17 |
US20160286793A1 (en) | 2016-10-06 |
NZ624081A (en) | 2015-12-24 |
US20140242404A1 (en) | 2014-08-28 |
AU2012330920A1 (en) | 2014-05-15 |
JP2017197551A (ja) | 2017-11-02 |
US9961895B2 (en) | 2018-05-08 |
DK2775846T3 (en) | 2016-08-22 |
ES2581002T3 (es) | 2016-08-30 |
US20170251661A1 (en) | 2017-09-07 |
JP2014532689A (ja) | 2014-12-08 |
CA2854445C (en) | 2019-07-09 |
CN104066333B (zh) | 2017-10-31 |
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