JP5101828B2 - 木材用防カビ組成物および防カビ方法 - Google Patents
木材用防カビ組成物および防カビ方法 Download PDFInfo
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- JP5101828B2 JP5101828B2 JP2006078876A JP2006078876A JP5101828B2 JP 5101828 B2 JP5101828 B2 JP 5101828B2 JP 2006078876 A JP2006078876 A JP 2006078876A JP 2006078876 A JP2006078876 A JP 2006078876A JP 5101828 B2 JP5101828 B2 JP 5101828B2
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- acid
- wood
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- compound
- antifungal
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- 239000002023 wood Substances 0.000 title claims description 34
- 238000000034 method Methods 0.000 title claims description 17
- 239000012871 anti-fungal composition Substances 0.000 title description 11
- 230000000843 anti-fungal effect Effects 0.000 title description 5
- 229940121375 antifungal agent Drugs 0.000 title description 3
- -1 3-iodo-propynylbutyl Chemical group 0.000 claims description 45
- 239000000203 mixture Substances 0.000 claims description 41
- 150000001875 compounds Chemical class 0.000 claims description 28
- 150000003839 salts Chemical class 0.000 claims description 12
- 239000002253 acid Substances 0.000 claims description 11
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 6
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 claims description 6
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 claims description 6
- RONFGUROBZGJKP-UHFFFAOYSA-N iminoctadine Chemical compound NC(N)=NCCCCCCCCNCCCCCCCCN=C(N)N RONFGUROBZGJKP-UHFFFAOYSA-N 0.000 claims description 6
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims description 5
- 230000000855 fungicidal effect Effects 0.000 claims description 5
- 229940044120 2-n-octyl-4-isothiazolin-3-one Drugs 0.000 claims description 4
- 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 4
- FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Chemical compound CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 claims description 4
- RGHNJXZEOKUKBD-SQOUGZDYSA-N D-gluconic acid Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C(O)=O RGHNJXZEOKUKBD-SQOUGZDYSA-N 0.000 claims description 4
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- AFVFQIVMOAPDHO-UHFFFAOYSA-N Methanesulfonic acid Chemical compound CS(O)(=O)=O AFVFQIVMOAPDHO-UHFFFAOYSA-N 0.000 claims description 4
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 claims description 4
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- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 claims description 4
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 claims description 4
- TWFZGCMQGLPBSX-UHFFFAOYSA-N carbendazim Chemical compound C1=CC=C2NC(NC(=O)OC)=NC2=C1 TWFZGCMQGLPBSX-UHFFFAOYSA-N 0.000 claims description 4
- JXTHNDFMNIQAHM-UHFFFAOYSA-N dichloroacetic acid Chemical compound OC(=O)C(Cl)Cl JXTHNDFMNIQAHM-UHFFFAOYSA-N 0.000 claims description 4
- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 claims description 4
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- WWZKQHOCKIZLMA-UHFFFAOYSA-N octanoic acid Chemical compound CCCCCCCC(O)=O WWZKQHOCKIZLMA-UHFFFAOYSA-N 0.000 claims description 4
- JPMIIZHYYWMHDT-UHFFFAOYSA-N octhilinone Chemical compound CCCCCCCCN1SC=CC1=O JPMIIZHYYWMHDT-UHFFFAOYSA-N 0.000 claims description 4
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 claims description 4
- 230000002265 prevention Effects 0.000 claims description 4
- YGSDEFSMJLZEOE-UHFFFAOYSA-N salicylic acid Chemical compound OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-UHFFFAOYSA-N 0.000 claims description 4
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 claims description 4
- NQPDZGIKBAWPEJ-UHFFFAOYSA-N valeric acid Chemical compound CCCCC(O)=O NQPDZGIKBAWPEJ-UHFFFAOYSA-N 0.000 claims 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 claims description 3
- 239000005839 Tebuconazole Substances 0.000 claims description 3
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 claims description 3
- NMCCNOZOBBWFMN-UHFFFAOYSA-N davicil Chemical compound CS(=O)(=O)C1=C(Cl)C(Cl)=NC(Cl)=C1Cl NMCCNOZOBBWFMN-UHFFFAOYSA-N 0.000 claims description 3
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 claims description 3
- QBYIENPQHBMVBV-HFEGYEGKSA-N (2R)-2-hydroxy-2-phenylacetic acid Chemical compound O[C@@H](C(O)=O)c1ccccc1.O[C@@H](C(O)=O)c1ccccc1 QBYIENPQHBMVBV-HFEGYEGKSA-N 0.000 claims description 2
- OBETXYAYXDNJHR-SSDOTTSWSA-M (2r)-2-ethylhexanoate Chemical compound CCCC[C@@H](CC)C([O-])=O OBETXYAYXDNJHR-SSDOTTSWSA-M 0.000 claims description 2
- BJEPYKJPYRNKOW-REOHCLBHSA-N (S)-malic acid Chemical compound OC(=O)[C@@H](O)CC(O)=O BJEPYKJPYRNKOW-REOHCLBHSA-N 0.000 claims description 2
- RTBFRGCFXZNCOE-UHFFFAOYSA-N 1-methylsulfonylpiperidin-4-one Chemical compound CS(=O)(=O)N1CCC(=O)CC1 RTBFRGCFXZNCOE-UHFFFAOYSA-N 0.000 claims description 2
- JAHNSTQSQJOJLO-UHFFFAOYSA-N 2-(3-fluorophenyl)-1h-imidazole Chemical compound FC1=CC=CC(C=2NC=CN=2)=C1 JAHNSTQSQJOJLO-UHFFFAOYSA-N 0.000 claims description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 2
- HLHNOIAOWQFNGW-UHFFFAOYSA-N 3-bromo-4-hydroxybenzonitrile Chemical compound OC1=CC=C(C#N)C=C1Br HLHNOIAOWQFNGW-UHFFFAOYSA-N 0.000 claims description 2
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 claims description 2
- 239000005711 Benzoic acid Substances 0.000 claims description 2
- 239000005635 Caprylic acid (CAS 124-07-2) Substances 0.000 claims description 2
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- FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 claims description 2
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims description 2
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- KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 claims description 2
- FEWJPZIEWOKRBE-UHFFFAOYSA-N Tartaric acid Natural products [H+].[H+].[O-]C(=O)C(O)C(O)C([O-])=O FEWJPZIEWOKRBE-UHFFFAOYSA-N 0.000 claims description 2
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- 229910000147 aluminium phosphate Inorganic materials 0.000 claims description 2
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Description
本発明の第2によれば、本発明の木材用防カビ組成物を用いることを特徴とする木材の防カビ方法が提供される。
1)木材用防カビ組成物
本発明の木材用防カビ組成物(以下、「本発明組成物」ということがある。)は、イミノクタジンまたはその塩の少なくとも1種と、アゾール系化合物、イソチアゾリン系化合物、イミダゾール系化合物、ピリジン系化合物、ヨード系化合物、チオシアネート系化合物、および4級アンモニウム塩化合物からなる群から選ばれた少なくとも1種の殺菌性化合物とを含有することを特徴とする。
この化合物は、例えば、特開昭62−39503号公報、特開昭62−29504号公報、特開昭60−178801号公報、特開平3−246207号公報などで開示されている通り、農園芸用殺菌剤、工業用保存剤として知られた化合物である。
ここで、1,1’−イミニオジ(オクタメチレン)ジグアジンに付加する酸としては、蟻酸、酢酸、プロピオン酸、酪酸、イソ酪酸、吉草酸、カプロン酸、エナント酸、カプリル酸、ペラルゴン酸、ラウリル酸、ミリスチン酸、パルミチン酸、ステアリン酸、ベヘン酸、2−エチルヘキサン酸などのC1〜C30の飽和モノカルボン酸;モノクロロ酢酸、ジクロロ酢酸、トリクロロ酢酸、トリフルオロ酢酸、トリブロモ酢酸などのハロカルボン酸;アクリル酸、メタクリル酸、オレイン酸などの不飽和モノカルボン酸;グリコール酸、乳酸、酒石酸、グルコン酸などの脂肪族オキシカルボン酸;サリチル酸、マンデル酸などの芳香族オキシカルボン酸;安息香酸、桂皮酸などの芳香族・複素環モノカルボン酸;シュウ酸、マロン酸、コハク酸、グルタル酸、アジピン酸、リンゴ酸、クエン酸などの脂肪族ポリカルボン酸;マレイン酸、フマル酸、イタコン酸などの不飽和ポリカルボン酸;フタル酸、イソフタル酸、テレフタル酸などの芳香族ポリカルボン酸;硫酸、塩酸、リン酸、硝酸、炭酸などの無機酸;アルキルベンゼンスルホン酸、p−トルエンスルホン酸、メタンスルホン酸、トリフルオロメタンスルホン酸などのスルホン酸類;テトラフルオロホウ酸(HBF4)などのフッ化ホウ素化合物;などが挙げられる。
これらイミノクタジンまたはその塩は1種単独で、あるいは2種以上を組み合わせて用いることができる。
イソチアゾリン系化合物としては、例えば、2−メチル−4−イソチアゾリン−3−オン、5−クロロ−2−メチル−4−イソチアゾリン−3−オン、2−n−オクチル−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、n−ブチル−1,2−ベンズイソチアゾリン−3−オンなどが挙げられる。
ピリジン系化合物としては、2−ピリジンチオール−1−オキシドの塩(亜鉛塩、ナトリウム塩、銅塩など)、2,3,5,6−テトラクロロ−4−(メチルスルフォニル)ピリジンなどが挙げられる。
ヨード系化合物としては、ジヨードメチル−p−トリルスルホン、3−ヨード−プロピニルブチルカーバメート、4−クロルフェニル−3−ヨードプロパルギルホルマール、4−メトキシフェニル−3−ヨードプロパルギルホルマール、トリヨードアリルアルコールなどが挙げられる。
4級アンモニウム塩化合物としては、塩化セチルピリジウム、塩化ベンザルコニウム、塩化ベンゼトニウム、塩化デカリニウム、ジデシルジメチルアンモニウムクロライド、ラウリルイソキノリウムクロライドなどが挙げられる。
固形剤の場合は、粉剤、水和剤、錠剤などに製剤が可能であり、目的に応じて適宜選択が可能である。
本発明組成物中における溶媒の配合量は、特に限定されないが、通常10〜98重量%である。
本発明組成物中における界面活性剤の配合量は、特に限定されないが、通常0.1〜30重量%である。
本発明の組成物の製剤を調製する方法としては、特に限定されず、従来公知の工業用殺菌剤の製剤化方法により調製することができる。
本発明の木材の防カビ方法は、本発明組成物を用いることを特徴とする。本発明の木材の防カビ方法は、具体的には、(i)本発明組成物を木材(又は木材製品)表面に塗布する方法、(ii)本発明組成物の水溶液中に木材(又は木材製品)を浸漬処理する方法、(iii)本発明組成物を木材(木材製品)に加圧注入する方法、(iv)合板製造時に使用する接着剤に本発明組成物を添加する方法、などが挙げられる。
実施例1〜6の防カビ組成物を調製し、試験例1によりその性能を調べた。実施例1、4、6の組成物は、A(イミノクタジン・3酢酸塩)、下記(B−1)〜(B−6)、および界面活性剤(C−1、C−2)を、第1表に示す配合割合(重量部)で混合し、直径0.8mmのガラスビーズを使用したメディアミルで10分間粉砕し、得られた粉砕物を金網で濾別して調製した。また、実施例2、3、5の組成物は、A(イミノクタジン・3酢酸塩)、下記(B−1)〜(B−6)、および界面活性剤(C−1、C−2)を、第1表に示す配合割合(重量部)で混合後、高速ホモジナイザーで乳化させて調製した。
A:イミノクタジン・3酢酸塩
B−1:テブコナゾール
B−2:2−n−オクチル−4−イソチアゾリン−3−オン
B−3:4,5−ジクロロ−2−n−オクチル−4−イソチアゾリン−3−オン
B−4:2−メトキシカルボニルアミノベンズイミダゾール
B−5:3−ヨード−プロピニルブチルカーバメート
B−6:2,3,5,6−テトラクロロ−4−(メチルスルフォニル)ピリジン
C−1:フェニルキシリルエタン
C−2:ポリオキシエチレンアリルフェニルエーテル
比較例1〜7の防カビ組成物を調製し、試験例1によりその性能を調べた。比較例1、4、6の組成物は、前記A(イミノクタジン・3酢酸塩)、(B−1)〜(B−6)、および界面活性剤(C−1、C−2)を、第2表に示す配合割合(重量部)で混合し、直径0.8mmのガラスビーズを使用したメディアミルで10分間粉砕し、得られた粉砕物を金網で濾別して調製した。また、比較例2、3、5、7の組成物は、前記(B−1)〜(B−6)、および界面活性剤(C−1、C−2)を、第2表に示す配合割合(重量部)で混合後、高速ホモジナイザーで乳化させて調製した。
実施例1〜6、比較例1〜7の組成物をそれぞれ蒸留水で100倍に希釈して、試験薬液とした。試験材には、欧州赤松を選抜し、直径0.3m、長さ4mの皮付き丸太5本を1試験区とした。薬液は、丸太の木口面(切断面)にまんべんなく散布後、野外に放置し、3ヶ月後に試験材の青変の有無を調べた。薬剤の効果は下記の方法により求め、判定した。結果を第3表に示す。
Claims (2)
- イミノクタジンまたはイミノクタジンに、蟻酸、酢酸、プロピオン酸、酪酸、イソ酪酸、吉草酸、カプロン酸、エナント酸、カプリル酸、ペラルゴン酸、2−エチルヘキサン酸、モノクロロ酢酸、ジクロロ酢酸、トリクロロ酢酸、トリフルオロ酢酸、トリブロモ酢酸、アクリル酸、メタクリル酸、グリコール酸、乳酸、酒石酸、グルコン酸、サリチル酸、マンデル酸、安息香酸、シュウ酸、マロン酸、コハク酸、グルタル酸、アジピン酸、リンゴ酸、クエン酸、マレイン酸、フマル酸、イタコン酸、フタル酸、イソフタル酸、テレフタル酸、硫酸、塩酸、リン酸、硝酸、炭酸、p−トルエンスルホン酸、メタンスルホン酸、トリフルオロメタンスルホン酸、若しくはテトラフルオロホウ酸が付加して得られる、イミノクタジンの塩の少なくとも1種と、
テブコナゾール、2−n−オクチル−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、2−メトキシカルボニルアミノベンズイミダゾール、3−ヨード−プロピニルブチルカーバメート、および2,3,5,6−テトラクロロ−4−(メチルスルフォニル)ピリジンからなる群から選ばれた少なくとも1種の殺菌性化合物
とを含有することを特徴とする木材用防カビ組成物。 - 請求項1に記載の木材用防カビ組成物を用いることを特徴とする木材の防カビ方法。
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