JPH08302594A - Slime controlling agent for papermaking - Google Patents
Slime controlling agent for papermakingInfo
- Publication number
- JPH08302594A JPH08302594A JP13563495A JP13563495A JPH08302594A JP H08302594 A JPH08302594 A JP H08302594A JP 13563495 A JP13563495 A JP 13563495A JP 13563495 A JP13563495 A JP 13563495A JP H08302594 A JPH08302594 A JP H08302594A
- Authority
- JP
- Japan
- Prior art keywords
- phthalaldehyde
- papermaking
- propylene carbonate
- parts
- solvent
- 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.)
- Granted
Links
- ZWLUXSQADUDCSB-UHFFFAOYSA-N phthalaldehyde Chemical compound O=CC1=CC=CC=C1C=O ZWLUXSQADUDCSB-UHFFFAOYSA-N 0.000 claims abstract description 25
- 229940054441 o-phthalaldehyde Drugs 0.000 claims abstract description 23
- RUOJZAUFBMNUDX-UHFFFAOYSA-N propylene carbonate Chemical compound CC1COC(=O)O1 RUOJZAUFBMNUDX-UHFFFAOYSA-N 0.000 claims abstract description 16
- 239000002904 solvent Substances 0.000 claims abstract description 12
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 10
- 230000007774 longterm Effects 0.000 abstract description 4
- 239000003960 organic solvent Substances 0.000 abstract description 3
- 238000002156 mixing Methods 0.000 abstract description 2
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 8
- 238000009472 formulation Methods 0.000 description 7
- 239000000203 mixture Substances 0.000 description 7
- 238000002360 preparation method Methods 0.000 description 7
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 6
- 238000003756 stirring Methods 0.000 description 6
- 239000003153 chemical reaction reagent Substances 0.000 description 4
- 230000000052 comparative effect Effects 0.000 description 4
- 238000003860 storage Methods 0.000 description 4
- 238000012360 testing method Methods 0.000 description 4
- SBASXUCJHJRPEV-UHFFFAOYSA-N 2-(2-methoxyethoxy)ethanol Chemical compound COCCOCCO SBASXUCJHJRPEV-UHFFFAOYSA-N 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 238000004040 coloring Methods 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- VCUFZILGIRCDQQ-KRWDZBQOSA-N N-[[(5S)-2-oxo-3-(2-oxo-3H-1,3-benzoxazol-6-yl)-1,3-oxazolidin-5-yl]methyl]-2-[[3-(trifluoromethoxy)phenyl]methylamino]pyrimidine-5-carboxamide Chemical group O=C1O[C@H](CN1C1=CC2=C(NC(O2)=O)C=C1)CNC(=O)C=1C=NC(=NC=1)NCC1=CC(=CC=C1)OC(F)(F)F VCUFZILGIRCDQQ-KRWDZBQOSA-N 0.000 description 2
- 230000000844 anti-bacterial effect Effects 0.000 description 2
- 239000007900 aqueous suspension Substances 0.000 description 2
- LZCLXQDLBQLTDK-UHFFFAOYSA-N ethyl 2-hydroxypropanoate Chemical compound CCOC(=O)C(C)O LZCLXQDLBQLTDK-UHFFFAOYSA-N 0.000 description 2
- 239000000417 fungicide Substances 0.000 description 2
- 239000008235 industrial water Substances 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- 239000000123 paper Substances 0.000 description 2
- 230000000087 stabilizing effect Effects 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- GJADTCAPPBWTJI-UHFFFAOYSA-N (2,2-dibromo-2-nitroethyl) acetate Chemical compound CC(=O)OCC(Br)(Br)[N+]([O-])=O GJADTCAPPBWTJI-UHFFFAOYSA-N 0.000 description 1
- GALJOEMOAKHCBH-UHFFFAOYSA-N (3-acetyloxy-2-bromo-2-nitropropyl) acetate Chemical compound CC(=O)OCC(Br)([N+]([O-])=O)COC(C)=O GALJOEMOAKHCBH-UHFFFAOYSA-N 0.000 description 1
- GYHKODORJRRYBU-CLFYSBASSA-N (z)-n-hydroxybenzenecarboximidoyl chloride Chemical compound O\N=C(/Cl)C1=CC=CC=C1 GYHKODORJRRYBU-CLFYSBASSA-N 0.000 description 1
- 229940116368 1,2-benzisothiazoline-3-one Drugs 0.000 description 1
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
- UUIVKBHZENILKB-UHFFFAOYSA-N 2,2-dibromo-2-cyanoacetamide Chemical compound NC(=O)C(Br)(Br)C#N UUIVKBHZENILKB-UHFFFAOYSA-N 0.000 description 1
- FMNZAHDAULEOSO-UHFFFAOYSA-N 2,2-dibromo-2-nitroethanol Chemical compound OCC(Br)(Br)[N+]([O-])=O FMNZAHDAULEOSO-UHFFFAOYSA-N 0.000 description 1
- AKDXEHXSXKFEKM-UHFFFAOYSA-N 2-acetyl-4-chloro-n-hydroxybenzenecarboximidoyl chloride Chemical compound CC(=O)C1=CC(Cl)=CC=C1C(Cl)=NO AKDXEHXSXKFEKM-UHFFFAOYSA-N 0.000 description 1
- OIIGNOSQMQHHHG-UHFFFAOYSA-N 2-acetyl-n-hydroxybenzenecarboximidoyl chloride Chemical compound CC(=O)C1=CC=CC=C1C(Cl)=NO OIIGNOSQMQHHHG-UHFFFAOYSA-N 0.000 description 1
- GZHPNIQBPGUSSX-UHFFFAOYSA-N 2-bromo-1-(3-nitrophenyl)ethanone Chemical compound [O-][N+](=O)C1=CC=CC(C(=O)CBr)=C1 GZHPNIQBPGUSSX-UHFFFAOYSA-N 0.000 description 1
- GCAXGCSCRRVVLF-UHFFFAOYSA-N 3,3,4,4-tetrachlorothiolane 1,1-dioxide Chemical compound ClC1(Cl)CS(=O)(=O)CC1(Cl)Cl GCAXGCSCRRVVLF-UHFFFAOYSA-N 0.000 description 1
- QGSRKGWCQSATCL-UHFFFAOYSA-N 4,5-dichloro-3h-1,3-dithiol-2-one Chemical compound ClC=1SSC(=O)C=1Cl QGSRKGWCQSATCL-UHFFFAOYSA-N 0.000 description 1
- JPBNMRDGFBFKLT-UHFFFAOYSA-N 4-chloro-n-hydroxybenzenecarboximidoyl chloride Chemical compound ON=C(Cl)C1=CC=C(Cl)C=C1 JPBNMRDGFBFKLT-UHFFFAOYSA-N 0.000 description 1
- DKPFZGUDAPQIHT-UHFFFAOYSA-N Butyl acetate Natural products CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 description 1
- FANBESOFXBDQSH-UHFFFAOYSA-N Ethyladipic acid Chemical compound CCC(C(O)=O)CCCC(O)=O FANBESOFXBDQSH-UHFFFAOYSA-N 0.000 description 1
- FXHOOIRPVKKKFG-UHFFFAOYSA-N N,N-Dimethylacetamide Chemical compound CN(C)C(C)=O FXHOOIRPVKKKFG-UHFFFAOYSA-N 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- 239000002202 Polyethylene glycol Substances 0.000 description 1
- 206010047571 Visual impairment Diseases 0.000 description 1
- 239000004480 active ingredient Substances 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
- 239000003899 bactericide agent Substances 0.000 description 1
- DMSMPAJRVJJAGA-UHFFFAOYSA-N benzo[d]isothiazol-3-one Chemical compound C1=CC=C2C(=O)NSC2=C1 DMSMPAJRVJJAGA-UHFFFAOYSA-N 0.000 description 1
- -1 cellosolves Chemical compound 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 239000011096 corrugated fiberboard Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 229940116333 ethyl lactate Drugs 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 150000002334 glycols Chemical class 0.000 description 1
- FUZZWVXGSFPDMH-UHFFFAOYSA-M hexanoate Chemical compound CCCCCC([O-])=O FUZZWVXGSFPDMH-UHFFFAOYSA-M 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000012669 liquid formulation Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- JWZXKXIUSSIAMR-UHFFFAOYSA-N methylene bis(thiocyanate) Chemical compound N#CSCSC#N JWZXKXIUSSIAMR-UHFFFAOYSA-N 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 238000013112 stability test Methods 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
Landscapes
- Agricultural Chemicals And Associated Chemicals (AREA)
- Paper (AREA)
Abstract
Description
【０００１】[0001]
【産業上の利用分野】本発明は、製紙工程における工業
用水中のスライム防除剤として有用な安定化されたｏ−
フタルアルデヒド製剤に関する。FIELD OF THE INVENTION The present invention relates to a stabilized o-form useful as a slime control agent in industrial water in a papermaking process.
Regarding phthalaldehyde preparations.
【０００２】[0002]
【従来の技術】ｏ−フタルアルデヒドは製紙用（工業
用）殺菌剤として著しく優れたスライム防除作用を有す
ることが知られている（特開平６−２６４３９７号公
報）。ｏ−フタルアルデヒドは、グリコール系溶剤であ
るジエチレングリコールモノメチルエーテルに溶解して
液剤の形とするか又は水懸濁液として用いられている。2. Description of the Related Art It is known that o-phthalaldehyde has a remarkably excellent slime control action as a papermaking (industrial) bactericide (JP-A-6-264397). O-phthalaldehyde is dissolved in diethylene glycol monomethyl ether, which is a glycol solvent, to form a liquid preparation, or used as an aqueous suspension.
【０００３】[0003]
【発明が解決しようとする課題】しかしながら、ｏ−フ
タルアルデヒドの液剤又は水懸濁液では、高温、長期間
保存での安定性が必ずしも良いとはいえず溶液の着色、
有効成分の減少がみられる。そのため、製品の着色やス
ライム防除効果の低下により製品の価値が低下する。本
発明はかかる状況下なされたものであり、安定性の改良
されたｏ−フタルアルデヒド製剤を提供しようとするも
のである。However, in the case of o-phthalaldehyde solution or water suspension, it cannot be said that stability at high temperature and long-term storage is not always good, and coloring of the solution,
There is a decrease in active ingredient. Therefore, the value of the product is reduced due to the coloring of the product and the reduction of the slime control effect. The present invention has been made under such circumstances, and an object thereof is to provide an o-phthalaldehyde preparation having improved stability.
【０００４】[0004]
【課題を解決するための手段】本発明者らは、ｏ−フタ
ルアルデヒドを安定化させうる有機化合物について鋭意
研究した結果、ｏ−フタルアルデヒドをプロピレンカー
ボネート又はこれを主体とする溶剤に溶解することによ
り、ｏ−フタルアルデヒドを高濃度に含有した場合でも
安定性が著しく高い液状製剤が得られることを見出し、
本発明を完成した。Means for Solving the Problems As a result of intensive studies on organic compounds capable of stabilizing o-phthalaldehyde, the present inventors have found that o-phthalaldehyde can be dissolved in propylene carbonate or a solvent mainly containing it. According to the above, it was found that a liquid formulation having extremely high stability can be obtained even when a high concentration of o-phthalaldehyde is contained,
The present invention has been completed.
【０００５】本発明は、 次式（Ｉ)The present invention has the following formula (I)
【化２】 で表されるｏ−フタルアルデヒドをプロピレンカーボネ
ート又はこれを主体とする溶剤に溶解した製紙用スライ
ム防除剤である。Embedded image It is a slime control agent for papermaking in which o-phthalaldehyde represented by the following is dissolved in propylene carbonate or a solvent composed mainly of propylene carbonate.
【０００６】本発明の製紙用スライム防除剤は、ｏ−フ
タルアルデヒドとプロピレンカーボネート又はこれを主
体とする溶剤を混合することにより調製できる。プロピ
レンカーボネートを主体とする溶剤としては、プロピレ
ンカーボネート以外の有機溶剤をプロピレンカーボネー
トの約１／２（重量比）以下の割合で含有する溶剤を意
味する。このような有機溶剤としては、例えばベンゼ
ン，トルエン，キシレン等の芳香族炭化水素、酢酸エチ
ル，酢酸ブチル，アジピン酸エチル，乳酸エチル等のエ
ステル類、メタノール，エタノール等のアルコール類、
エチレングリコール，ポリエチレングリコール，ジエチ
レングリコール，ジエチレングリコールモノメチルエー
テル，セロソルブ類等のグリコール類、ジメチルアセト
アミド，ジメチルホルムアミド，ジメチルスルホキシ
ド，ジオキサン，クロロホルム等が用いられる。The slime control agent for papermaking of the present invention can be prepared by mixing o-phthalaldehyde and propylene carbonate or a solvent mainly containing this. The solvent containing propylene carbonate as a main component means a solvent containing an organic solvent other than propylene carbonate in a ratio of about ½ (weight ratio) or less of propylene carbonate. Examples of such organic solvents include aromatic hydrocarbons such as benzene, toluene and xylene, esters such as ethyl acetate, butyl acetate, ethyl adipate and ethyl lactate, alcohols such as methanol and ethanol,
Glycols such as ethylene glycol, polyethylene glycol, diethylene glycol, diethylene glycol monomethyl ether, cellosolves, dimethylacetamide, dimethylformamide, dimethylsulfoxide, dioxane, chloroform and the like are used.
【０００７】本発明の製紙用スライム防除剤は、他の殺
菌剤と組合せてもよい。たの殺菌剤としては例えば下記
の化合物があげられる。２，２−ジブロモ−２−ニトロ
エタノール、２−ブロモ−２−ニトロプロパンジオール
−１，３、２−ブロモ−２−ニトロ−１，３−ジアセト
キシプロパン、２，２−ジブロモ−２−ニトロ−１−ア
セトキシエタン、メチレンビスチオシアネート、４，５
−ジクロロ−１，２−ジチオール−３−オン、２，２−
ジブロモ−３−ニトリロプロピオンアミド、１，２−ビ
ス−ブロモアセトキシエタン、１，４−ビス−ブロモア
セトキシエタン−２−ブテン、１，２−ビス−ブロモア
セトキシプロパン、１，２−ベンゾイソチアゾリン−３
−オン、３，３，４，４−テトラクロロテトラヒドロチ
オフェン−１，１−ジオキシド、α−ブロモ−３−ニト
ロアセトフェノン、α−クロロ−ベンズアルドキシム、
α−クロロ−ｏ−アセチルベンズアルドキシム、α−ク
ロロ−ｐ−クロロベンズアルドキシム、α−クロロ−ｏ
−アセチル−ｐ−クロロベンズアルドキシム等。The slime control agent for papermaking of the present invention may be combined with other fungicides. Examples of the other fungicides include the following compounds. 2,2-dibromo-2-nitroethanol, 2-bromo-2-nitropropanediol-1,3,2-bromo-2-nitro-1,3-diacetoxypropane, 2,2-dibromo-2-nitro -1-acetoxyethane, methylenebisthiocyanate, 4,5
-Dichloro-1,2-dithiol-3-one, 2,2-
Dibromo-3-nitrilopropionamide, 1,2-bis-bromoacetoxyethane, 1,4-bis-bromoacetoxyethane-2-butene, 1,2-bis-bromoacetoxypropane, 1,2-benzisothiazoline-3
-One, 3,3,4,4-tetrachlorotetrahydrothiophene-1,1-dioxide, α-bromo-3-nitroacetophenone, α-chloro-benzaldoxime,
α-chloro-o-acetylbenzaldoxime, α-chloro-p-chlorobenzaldoxime, α-chloro-o
-Acetyl-p-chlorobenzaldoxime and the like.
【０００８】本発明の製剤中のｏ−フタルアルデヒドの
配合量は、通常、製剤安定性の点で０．１〜５０重量部
（溶剤が５０〜９９．９重量部）、特に５〜３０重量部
（溶剤が７０〜９５重量部）とすることが好ましい。本
発明のｏ−フタルアルデヒド製剤は、高温、長期間保存
での安定性が良く、製紙工程における工業用水中のスラ
イム防除に効果を発揮するものである。The content of o-phthalaldehyde in the preparation of the present invention is usually 0.1 to 50 parts by weight (50 to 99.9 parts by weight of solvent), particularly 5 to 30 parts by weight in view of the stability of the preparation. It is preferable that the amount of the solvent is 70 to 95 parts by weight. The o-phthalaldehyde preparation of the present invention has good stability at high temperature and long-term storage, and is effective in controlling slime in industrial water in the paper manufacturing process.
【０００９】[0009]
【実施例】下記製剤例中の部は重量部を意味する。 製剤例１ ｏ−フタルアルデヒド１０部をプロピレンカーボネート
９０部に加え、攪拌溶解して溶液を得た。 製剤例２ ｏ−フタルアルデヒド２０部をプロピレンカーボネート
８０部に加え、攪拌溶解して溶液を得た。 製剤例３ ｏ−フタルアルデヒド３０部をプロピレンカーボネート
７０部に加え、攪拌溶解して溶液を得た。EXAMPLES Parts in the following formulation examples mean parts by weight. Formulation Example 1 10 parts of o-phthalaldehyde was added to 90 parts of propylene carbonate and dissolved by stirring to obtain a solution. Formulation Example 2 20 parts of o-phthalaldehyde was added to 80 parts of propylene carbonate and dissolved by stirring to obtain a solution. Formulation Example 3 30 parts of o-phthalaldehyde was added to 70 parts of propylene carbonate and dissolved by stirring to obtain a solution.
【００１０】比較例１ ｏ−フタルアルデヒド１０部をジエチレングリコールモ
ノメチルエーテル９０部に加え、攪拌溶解して溶液を得
た。 比較例２ ｏ−フタルアルデヒド１０部をエチレングリコール９０
部に加え、攪拌溶解して溶液を得た。 比較例３ ｏ−フタルアルデヒド１０部をジエチレングリコール９
０部に加え、攪拌溶解して溶液を得た。Comparative Example 1 10 parts of o-phthalaldehyde was added to 90 parts of diethylene glycol monomethyl ether and dissolved by stirring to obtain a solution. Comparative Example 2 10 parts of o-phthalaldehyde was mixed with 90 parts of ethylene glycol.
A part was added and dissolved by stirring to obtain a solution. Comparative Example 3 10 parts of o-phthalaldehyde was mixed with 9 parts of diethylene glycol.
0 part was added and dissolved by stirring to obtain a solution.
【００１１】〔安定性試験〕５０ｍｌ容の透明なガラス
瓶に製剤例１〜３及び比較例１〜３の溶液を各４０ｍｌ
取り、密栓し、これらを供試薬剤とした。調製直後及び
５０℃の温度で恒温器中に３０日間保存したのち、外観
の変化及びｏ−フタルアルデヒドの残存率から安定性を
評価した。なお、ｏ−フタルアルデヒドの残存率はＨＰ
ＬＣにより測定した。その結果を表１に示す。表中の記
号は下記のとおりである。 Ａ：外観変化なく、残存率９５％以上。 Ｂ：外観変化なく、残像率７０〜９５％。 Ｃ：着色を生じ、残存率７０％未満。[Stability Test] 40 ml each of the solutions of Formulation Examples 1 to 3 and Comparative Examples 1 to 3 were placed in a 50 ml transparent glass bottle.
It was taken and sealed, and these were used as reagent reagents. Immediately after preparation and after storage in a thermostat at a temperature of 50 ° C. for 30 days, the stability was evaluated from the change in appearance and the residual ratio of o-phthalaldehyde. The residual ratio of o-phthalaldehyde is HP
It was measured by LC. Table 1 shows the results. The symbols in the table are as follows. A: The appearance rate is unchanged, and the residual rate is 95% or more. B: Afterimage ratio is 70 to 95% with no change in appearance. C: Coloring occurred and the residual rate was less than 70%.
【００１２】[0012]
【表１】 [Table 1]
【００１３】試験例２ 段ボール中芯製紙工程より採取した白水３００ｍｌを三
角フラスコに取り、供試薬剤を白水に対して５、２０ｐ
ｐｍになるように添加する。ペーパーストッパーで栓を
し、３２℃で１時間振盪トウしたのち、生菌数を測定し
た。同時に薬剤無添加の白水も試験し、薬剤添加による
生菌数減少の度合いにより殺菌力を比較した。供試薬剤
としては製剤例１〜３を使用した。試験結果を表２に示
す。表中の処方は試験例１と同様である。Test Example 2 300 ml of white water collected from the corrugated fiberboard core papermaking process was placed in an Erlenmeyer flask, and the reagent was added to the white water at 5, 20 p.
Add to pm. After plugging with a paper stopper and shaking tow at 32 ° C. for 1 hour, the viable cell count was measured. At the same time, white water without addition of chemicals was also tested, and the bactericidal activity was compared by the degree of reduction in viable cell count due to addition of chemicals. Formulation Examples 1 to 3 were used as the test reagents. The test results are shown in Table 2. The formulations in the table are the same as in Test Example 1.
【００１４】[0014]
【表２】 [Table 2]
【００１５】[0015]
【発明の効果】本発明の製紙用スライム防除剤は、ｏ−
フタルアルデヒドを安定化させることができ、長期間保
存後でも効力の低下がなく、製紙用スライム防除剤とし
て実用上極めて有用である。The slime control agent for papermaking of the present invention is o-
It is capable of stabilizing phthalaldehyde and shows no decrease in efficacy even after long-term storage, and is extremely useful in practice as a slime control agent for papermaking.
Claims (2)
ート又はこれを主体とする溶剤に溶解した製紙用スライ
ム防除剤。1. The following formula (I): A slime control agent for papermaking, wherein o-phthalaldehyde represented by the following is dissolved in propylene carbonate or a solvent composed mainly of propylene carbonate.
部とプロピレンカーボネート又はこれを主体とする溶剤
５０〜９９．９重量部とからなる第１請求項記載の製紙
用スライム防除剤。2. The paper-making slime control agent according to claim 1, which comprises 0.1 to 50 parts by weight of o-phthalaldehyde and 50 to 99.9 parts by weight of propylene carbonate or a solvent mainly containing propylene carbonate.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP13563495A JP3445406B2 (en) | 1995-05-11 | 1995-05-11 | Slime control agent for papermaking |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP13563495A JP3445406B2 (en) | 1995-05-11 | 1995-05-11 | Slime control agent for papermaking |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH08302594A true JPH08302594A (en) | 1996-11-19 |
| JP3445406B2 JP3445406B2 (en) | 2003-09-08 |
Family
ID=15156402
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP13563495A Expired - Lifetime JP3445406B2 (en) | 1995-05-11 | 1995-05-11 | Slime control agent for papermaking |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JP3445406B2 (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2003033446A1 (en) * | 2001-10-16 | 2003-04-24 | Showa Kako Corporation | STABILIZED o-PHTHALALDEHYDE COMPOSITIONS |
| JP2004348984A (en) * | 2003-05-20 | 2004-12-09 | Tapyrus Co Ltd | Polyphenylene sulfide melt-blown nonwoven fabric, method for producing the same, and separator made therefrom |
-
1995
- 1995-05-11 JP JP13563495A patent/JP3445406B2/en not_active Expired - Lifetime
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2003033446A1 (en) * | 2001-10-16 | 2003-04-24 | Showa Kako Corporation | STABILIZED o-PHTHALALDEHYDE COMPOSITIONS |
| JP2004348984A (en) * | 2003-05-20 | 2004-12-09 | Tapyrus Co Ltd | Polyphenylene sulfide melt-blown nonwoven fabric, method for producing the same, and separator made therefrom |
Also Published As
| Publication number | Publication date |
|---|---|
| JP3445406B2 (en) | 2003-09-08 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| JPS63236532A (en) | Oil in water type emulsion, its production and use | |
| JP3176847B2 (en) | Liquid formulations of 1,2-benzisothiazolin-3-one | |
| JPH01502028A (en) | Fungicide composition | |
| EP0745324A1 (en) | Stable micro-emulsions of certain 3-isothiazolone compounds | |
| JP2622114B2 (en) | Antimicrobial composition | |
| KR920011360A (en) | Stable solid antimicrobial composition containing 3-isothiazolone | |
| HU213177B (en) | Fungicidal composition containing phenylbenzamide derivative, process for preparation of the active ingredients and for protection against fungi | |
| ES2210681T3 (en) | ANATIMICROBIAL COMPOSITIONS AND ITS USE. | |
| JPH08302594A (en) | Slime controlling agent for papermaking | |
| US4032654A (en) | Water-soluble, liquid concentrates of S-methyl-[(methyl-carbamoyl)oxy]-thioacetimidate and methyl N', N'-dimethyl-N-[(methyl-carbamoyl)oxy]-1-thiooxamimidate | |
| KR20010050093A (en) | Isothiazolone concentrates | |
| WO1999039581A1 (en) | Methomyl solvent systems | |
| FI65888C (en) | HERBICID PAO BASIS AV EN VATTENSUSPENSION | |
| JP3778222B2 (en) | Orthophthalaldehyde stabilization solution | |
| JP2014144944A (en) | Aqueous suspended agrochemical composition inhibiting crystal growth | |
| US6635757B1 (en) | Process for preparing cyclodextrin inclusion complex | |
| US5149706A (en) | Stabilized isothiazolone | |
| WO2014028256A1 (en) | Emulsifiable concetrate formulations of chloroacetamide and hppd inhibitor herbicides | |
| JP2722503B2 (en) | Industrial fungicide | |
| US10662151B1 (en) | Process for preparing DTEA HCl | |
| US4285968A (en) | Pesticidal concentrate with stabilizing agent | |
| JP3109116B2 (en) | Clathrate compound | |
| JPH03279373A (en) | clathrate compound | |
| JPS6299309A (en) | Germicidal and fungicidal solution | |
| JPH02292202A (en) | Industrial bactericide and sterilization |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| S531 | Written request for registration of change of domicile |
Free format text: JAPANESE INTERMEDIATE CODE: R313531 |
|
| R350 | Written notification of registration of transfer |
Free format text: JAPANESE INTERMEDIATE CODE: R350 |
|
| R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
| R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
| FPAY | Renewal fee payment (prs date is renewal date of database) |
Free format text: PAYMENT UNTIL: 20090627 Year of fee payment: 6 |
|
| FPAY | Renewal fee payment (prs date is renewal date of database) |
Free format text: PAYMENT UNTIL: 20100627 Year of fee payment: 7 |
|
| S531 | Written request for registration of change of domicile |
Free format text: JAPANESE INTERMEDIATE CODE: R313531 |
|
| FPAY | Renewal fee payment (prs date is renewal date of database) |
Free format text: PAYMENT UNTIL: 20100627 Year of fee payment: 7 |
|
| R350 | Written notification of registration of transfer |
Free format text: JAPANESE INTERMEDIATE CODE: R350 |
|
| FPAY | Renewal fee payment (prs date is renewal date of database) |
Free format text: PAYMENT UNTIL: 20110627 Year of fee payment: 8 |
|
| FPAY | Renewal fee payment (prs date is renewal date of database) |
Free format text: PAYMENT UNTIL: 20120627 Year of fee payment: 9 |
|
| FPAY | Renewal fee payment (prs date is renewal date of database) |
Free format text: PAYMENT UNTIL: 20130627 Year of fee payment: 10 |
|
| R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
| R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
| EXPY | Cancellation because of completion of term |