JP6146804B2 - 放出制御された生物活性粒状物の製造方法 - Google Patents
放出制御された生物活性粒状物の製造方法 Download PDFInfo
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- JP6146804B2 JP6146804B2 JP2013087182A JP2013087182A JP6146804B2 JP 6146804 B2 JP6146804 B2 JP 6146804B2 JP 2013087182 A JP2013087182 A JP 2013087182A JP 2013087182 A JP2013087182 A JP 2013087182A JP 6146804 B2 JP6146804 B2 JP 6146804B2
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- CHJJGSNFBQVOTG-UHFFFAOYSA-N N-methyl-guanidine Natural products CNC(N)=N CHJJGSNFBQVOTG-UHFFFAOYSA-N 0.000 description 1
- OQSSNGKVNWXYOE-UHFFFAOYSA-N N=C=O.N=C=O.CCC(C)CC(C)(C)C Chemical compound N=C=O.N=C=O.CCC(C)CC(C)(C)C OQSSNGKVNWXYOE-UHFFFAOYSA-N 0.000 description 1
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 1
- 239000002202 Polyethylene glycol Substances 0.000 description 1
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 1
- WTKZEGDFNFYCGP-UHFFFAOYSA-N Pyrazole Chemical compound C=1C=NNC=1 WTKZEGDFNFYCGP-UHFFFAOYSA-N 0.000 description 1
- 229920002472 Starch Polymers 0.000 description 1
- 229930182692 Strobilurin Natural products 0.000 description 1
- KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 1
- ULUAUXLGCMPNKK-UHFFFAOYSA-N Sulfobutanedioic acid Chemical class OC(=O)CC(C(O)=O)S(O)(=O)=O ULUAUXLGCMPNKK-UHFFFAOYSA-N 0.000 description 1
- ISKQADXMHQSTHK-UHFFFAOYSA-N [4-(aminomethyl)phenyl]methanamine Chemical compound NCC1=CC=C(CN)C=C1 ISKQADXMHQSTHK-UHFFFAOYSA-N 0.000 description 1
- DIFFLMNDXWOKQJ-UHFFFAOYSA-N [K].O[Si](O)(O)O Chemical compound [K].O[Si](O)(O)O DIFFLMNDXWOKQJ-UHFFFAOYSA-N 0.000 description 1
- KXBFLNPZHXDQLV-UHFFFAOYSA-N [cyclohexyl(diisocyanato)methyl]cyclohexane Chemical compound C1CCCCC1C(N=C=O)(N=C=O)C1CCCCC1 KXBFLNPZHXDQLV-UHFFFAOYSA-N 0.000 description 1
- UKLDJPRMSDWDSL-UHFFFAOYSA-L [dibutyl(dodecanoyloxy)stannyl] dodecanoate Chemical compound CCCCCCCCCCCC(=O)O[Sn](CCCC)(CCCC)OC(=O)CCCCCCCCCCC UKLDJPRMSDWDSL-UHFFFAOYSA-L 0.000 description 1
- XQBCVRSTVUHIGH-UHFFFAOYSA-L [dodecanoyloxy(dioctyl)stannyl] dodecanoate Chemical compound CCCCCCCCCCCC(=O)O[Sn](CCCCCCCC)(CCCCCCCC)OC(=O)CCCCCCCCCCC XQBCVRSTVUHIGH-UHFFFAOYSA-L 0.000 description 1
- 230000000895 acaricidal effect Effects 0.000 description 1
- 239000000642 acaricide Substances 0.000 description 1
- 230000001133 acceleration Effects 0.000 description 1
- 229960001413 acetanilide Drugs 0.000 description 1
- 150000008065 acid anhydrides Chemical class 0.000 description 1
- 239000012868 active agrochemical ingredient Substances 0.000 description 1
- 239000013543 active substance Substances 0.000 description 1
- 239000001361 adipic acid Substances 0.000 description 1
- 235000011037 adipic acid Nutrition 0.000 description 1
- 238000005273 aeration Methods 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 229940072056 alginate Drugs 0.000 description 1
- 235000010443 alginic acid Nutrition 0.000 description 1
- 229920000615 alginic acid Polymers 0.000 description 1
- 125000002723 alicyclic group Chemical group 0.000 description 1
- 150000005215 alkyl ethers Chemical class 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
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- 150000001412 amines Chemical class 0.000 description 1
- 150000001413 amino acids Chemical class 0.000 description 1
- 150000005005 aminopyrimidines Chemical class 0.000 description 1
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- 239000002363 auxin Substances 0.000 description 1
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- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical class OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 1
- VBIAXKVXACZQFW-OWOJBTEDSA-N bis(2-isocyanatoethyl) (e)-but-2-enedioate Chemical compound O=C=NCCOC(=O)\C=C\C(=O)OCCN=C=O VBIAXKVXACZQFW-OWOJBTEDSA-N 0.000 description 1
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- 239000001294 propane Substances 0.000 description 1
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- 239000002728 pyrethroid Substances 0.000 description 1
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- 239000005871 repellent Substances 0.000 description 1
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- 238000007151 ring opening polymerisation reaction Methods 0.000 description 1
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- 239000000661 sodium alginate Substances 0.000 description 1
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- SEEPANYCNGTZFQ-UHFFFAOYSA-N sulfadiazine Chemical compound C1=CC(N)=CC=C1S(=O)(=O)NC1=NC=CC=N1 SEEPANYCNGTZFQ-UHFFFAOYSA-N 0.000 description 1
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Description
殺虫剤としては、例えば、有機リン系、カーバメート系、ピレスロイド系、ベンゾイルヒドラジド系、ネオニコチノイド系、トリアジン系、チオウレア系、オキサダイアジン系、フェニルピラゾール系、ネライストキシン系およびベンゾイルフェニル尿素系の殺虫剤、天然殺虫剤、生物農薬、殺ダニ剤および殺線虫剤などが挙げられる。
殺菌剤としては、例えば、無機銅類、有機銅類、無機硫黄剤、有機硫黄剤や、有機リン系、ベンゾイミダゾール系、ジカルボキシイミド系、酸アミド系、トリアゾール系、イミダゾール系、ピペラジン系、メトキシアクリレート系、オキサゾリジンジオン系、ストロビルリン系、アニリノピリミジン系、ジチオラン系、キノキサリン系、アミノピリミジン系、フェニルピロール系、トリアジン系、シアノアセトアミド系、グアニジン系の殺菌剤、抗生物質系殺菌剤、天然物殺菌剤および生物農薬などが挙げられる。
除草剤としては、例えば、フェノキシ酸系、カーバメート系、酸アミド系、アセトアニリド系、尿素系、スルホニル尿素系、ピリミジルオキシ安息香酸系、トリアジン系、ダイアジン系、ダイアゾール系、ビピリジリウム系、ジニトロアニリン系、芳香族カルボン酸系、イミダゾリノン系、脂肪酸系、有機リン系、アミノ酸系、ジフェニルエーテル系、ニトリル系、シクロヘキサンジオン系、フェニルフタルイミド系、シネオール系、インダンジオン系、ベンゾフラン系、トリアゾロピリミジン系、オキサジノン系、アリルトリアゾリノン系、イソウラゾール系、ピリミジニルチオフタリド系、トリアゾリノン系、無機除草剤、生物農薬などが挙げられる。
植物成長調整剤としては、例えば、エチレン系、オーキシン系、サイトカイニン系、ジベレリン系などが挙げられる。
これらの中でも、反応性及び安全性の点で脂肪族または芳香族ポリイソシアネート(特にジイソシアネート)が好ましく、HDI、IPDIおよびMDIがより好ましい。
ポリカーボネートポリオールとしては、ポリヘキサメチレンカーボネートジオール等が挙げられる。
(B)と(C)の反応温度は40〜120℃が好ましく、特に60〜100℃が好ましい。
NCOインデックス((B)中のイソシアネート基の総数を、(C)中の活性水素の総数で除した値)は、0.5〜1.5が好ましく、0.8〜1.2がより好ましい。
押出造粒機のスクリーン径は0.3mm〜3mmが好ましい。
熱処理に用いる装置は、所定の温度を維持できるものであれば特に限定されないが、例えば恒温機、流動層乾燥機、通気バンド型乾燥機等が挙げられる。
熱処理の時間は、適切な時間を選ぶ事ができ、通常0.5〜10時間である。
2,2−ビス(4−ヒドロキシフェニル)プロパン6質量部、クレー74質量部、ポリオキシプロピレングリセリルエーテル(分子量:300)9質量部およびポリメリックMDI 11質量部を混合、混練し、スクリーン径が1mmの押出造粒機により造粒後、80℃で1時間熱処理し、目開き500μmの篩により整粒を行ない生物活性粒状物を得た。
2,2−ビス(4−ヒドロキシフェニル)プロパン6質量部、クレー74質量部、ポリエチレングリコール(分子量:200)8質量部およびポリメリックMDI
12質量部を混合し、実施例1と同様にして生物活性粒状物を得た。
2,2−ビス(4−ヒドロキシフェニル)プロパン6質量部、クレー74質量部、ポリオキシプロピレンペンタエリスリトールエーテル(分子量:550)10質量部およびポリメリックMDI
10質量部を混合し、実施例1と同様にして生物活性粒状物を得た。
2,2−ビス(4−ヒドロキシフェニル)プロパン6質量部、クレー74質量部、ポリオキシプロピレングリセリルエーテル(分子量:1500)16質量部およびポリメリックMDI4質量部を混合し、実施例1と同様にして生物活性粒状物を得た。
2,2−ビス(4−ヒドロキシフェニル)プロパン6質量部、クレー90量部、α−オレフィンスルホン酸ナトリウム2質量部及びポリビニルアルコール2質量部を混合した後、水を19質量部加えて混練し、押出造粒機により造粒後、80℃で乾燥、整粒を行ない生物活性粒状物を得た。
2,2−ビス(4−ヒドロキシフェニル)プロパン6質量部、クレー80量部、α−オレフィンスルホン酸ナトリウム2質量部及びポリビニルアルコール2質量部を混合した後、エチレン−アクリル酸共重合体水分散体(固形分35%)を14.3質量部(固型分5質量部)加え、さらに水を9.7質量部 加え、混練し、押出造粒機により造粒後、80℃で乾燥、整粒を行ない生物活性粒状物を得た。
2,2−ビス(4−ヒドロキシフェニル)プロパン6質量部、クレー70量部、α−オレフィンスルホン酸ナトリウム2質量部及びポリビニルアルコール2質量部を混合した後、エチレン−アクリル酸共重合体水分散体(固形分35%)を57.1質量部(固型分20質量部)加え、混練し、押出造粒機により造粒後、80℃で乾燥、整粒を行ない生物活性粒状物を得た。
2,2−ビス(4−ヒドロキシフェニル)プロパン6質量部、クレー80質量部、α−オレフィンスルホン酸ナトリウム2質量部及びポリビニルアルコール2質量部、パラフィンワックス(形状:粉末、融点:69℃)10質量部を混合した後、水を19質量部 加え、混練し、押出造粒機により造粒後、80℃で乾燥、整粒を行ない生物活性粒状物を得た。
2,2−ビス(4−ヒドロキシフェニル)プロパン6質量部、クレー70質量部、α−オレフィンスルホン酸ナトリウム2質量部及びポリビニルアルコール2質量部、パラフィンワックス(形状:粉末、融点:69℃)20質量部を混合した後、水を19質量部 加え、混練し、押出造粒機により造粒後、80℃で乾燥、整粒を行ない生物活性粒状物を得た。
押出造粒機より出てきた造粒物の外観を目視確認し、以下の基準により評価した。
○:造粒物同士が付着せず良好に作製できる。
×:造粒物同士が付着し粒の作製ができない。
容量500mlふた付き容器に3度硬水400mlを入れる。そこに実施例1〜4及び比較例1〜5にて調製した生物活性粒状物を0.16g散粒する。容器を振とう機にセットし、150往復/分による加速試験を24時間実施する。1時間静置した後、容器の中心部の水深4cmより採水し、その採取した水中の生物活性物質の濃度を液体クロマトグラフィーで測定し、3度硬水中400ml中に溶出した生物活性物質量を算出した。供試生物活性粒状物中の生物活性物質が完全に溶出した場合の濃度を溶出率100%として溶出率を算出した。
Claims (2)
- (A)生物活性物質、(B)有機ポリイソシアネート及び(C)ポリエーテルポリオール、ポリエステルポリオール、ポリカーボネートポリオール、多価アルコール及び多価フェノールからなる群より選ばれる1種または2種以上であるイソシアネート反応性化合物を必須成分として含有する、水分が3質量%以下である混合物を押出造粒機で造粒し、造粒物を40〜120℃の温度で熱処理することを特徴とする生物活性粒状物の製造方法。
- 前記混合物がさらに(D)粘土鉱物質を含有する、請求項1に記載の生物活性粒状物の製造方法。
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