JP3445406B2 - Slime control agent for papermaking - Google Patents
Slime control agent for papermakingInfo
- Publication number
- JP3445406B2 JP3445406B2 JP13563495A JP13563495A JP3445406B2 JP 3445406 B2 JP3445406 B2 JP 3445406B2 JP 13563495 A JP13563495 A JP 13563495A JP 13563495 A JP13563495 A JP 13563495A JP 3445406 B2 JP3445406 B2 JP 3445406B2
- Authority
- JP
- Japan
- Prior art keywords
- phthalaldehyde
- parts
- papermaking
- control agent
- propylene carbonate
- 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.)
- Expired - Lifetime
Links
Landscapes
- Agricultural Chemicals And Associated Chemicals (AREA)
- Paper (AREA)
Description
【発明の詳細な説明】Detailed Description of the Invention
【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 the stability at high temperature and long-term storage is not always good, and the 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。[Chemical 2] 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, and 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。他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、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−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 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 , 1,2-
Bis - bromoacetoxy ethane, 1,4-bis - bromo <br/> acetoxy sheet - 2-butene, 1,2-bis - bromoacetoxy propane, 1,2-benzisothiazolin-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 exerts an effect of 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3
0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HPLC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、残存率70%以上95%未満。
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, and the bottles were tightly capped, and these were used as reagent reagents. Immediately after preparation and at a temperature of 50 ° C
After storage for 0 days, the stability was evaluated from the change in appearance and the residual rate of o-phthalaldehyde. The residual rate of o-phthalaldehyde was measured by HPLC. The results are shown in Table 1. The symbols in the table are as follows. A: The appearance rate is unchanged, and the residual rate is 95% or more. B: Appearance unchanged, less than 95% residual presence of at least 70%. 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時間振盪培養したのち、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 stoppering with a paper stopper and shaking culture 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.
フロントページの続き (56)参考文献 特開 平6−264397(JP,A) 特開 平7−116669(JP,A) 特開 平1−211507(JP,A) 特開 平6−23368(JP,A) 特開 平8−188504(JP,A) (58)調査した分野(Int.Cl.7,DB名) D21H 11/00 - 27/42 A01N 1/00 - 65/02 Continuation of the front page (56) Reference JP-A-6-264397 (JP, A) JP-A-7-116669 (JP, A) JP-A1-211507 (JP, A) JP-A-6-23368 (JP , A) JP-A-8-188504 (JP, A) (58) Fields investigated (Int.Cl. 7 , DB name) D21H 11/00-27/42 A01N 1/00-65/02
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 JPH08302594A (en) | 1996-11-19 |
JP3445406B2 true 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) |
Families Citing this family (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP4060563B2 (en) * | 2001-10-16 | 2008-03-12 | 昭和化工株式会社 | Stabilized orthophthalaldehyde composition |
JP2004348984A (en) * | 2003-05-20 | 2004-12-09 | Tapyrus Co Ltd | Melt blow unwoven fabric made of polyphenylene sulfide, its manufacturing method and separator made of the same |
-
1995
- 1995-05-11 JP JP13563495A patent/JP3445406B2/en not_active Expired - Lifetime
Also Published As
Publication number | Publication date |
---|---|
JPH08302594A (en) | 1996-11-19 |
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