JPH0136493B2 - - Google Patents
Info
- Publication number
- JPH0136493B2 JPH0136493B2 JP58173943A JP17394383A JPH0136493B2 JP H0136493 B2 JPH0136493 B2 JP H0136493B2 JP 58173943 A JP58173943 A JP 58173943A JP 17394383 A JP17394383 A JP 17394383A JP H0136493 B2 JPH0136493 B2 JP H0136493B2
- Authority
- JP
- Japan
- Prior art keywords
- weight
- isothiazolone
- parts
- metal salt
- formula
- 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
Links
- 239000000839 emulsion Substances 0.000 claims description 27
- 229910052751 metal Inorganic materials 0.000 claims description 23
- 239000002184 metal Substances 0.000 claims description 23
- 150000003839 salts Chemical class 0.000 claims description 20
- MGIYRDNGCNKGJU-UHFFFAOYSA-N isothiazolinone Chemical compound O=C1C=CSN1 MGIYRDNGCNKGJU-UHFFFAOYSA-N 0.000 claims description 17
- USIUVYZYUHIAEV-UHFFFAOYSA-N diphenyl ether Natural products C=1C=CC=CC=1OC1=CC=CC=C1 USIUVYZYUHIAEV-UHFFFAOYSA-N 0.000 claims description 13
- 229920001059 synthetic polymer Polymers 0.000 claims description 13
- -1 alkyl diphenyl ether Chemical compound 0.000 claims description 12
- 239000003381 stabilizer Substances 0.000 claims description 12
- 238000000034 method Methods 0.000 claims description 10
- 125000000217 alkyl group Chemical group 0.000 claims description 9
- 125000004432 carbon atom Chemical group C* 0.000 claims description 9
- 150000001875 compounds Chemical class 0.000 claims description 7
- 150000001450 anions Chemical group 0.000 claims description 6
- 150000001768 cations Chemical class 0.000 claims description 6
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 5
- 229910052801 chlorine Chemical group 0.000 claims description 4
- 229920000642 polymer Polymers 0.000 claims description 4
- 239000003755 preservative agent Substances 0.000 claims description 4
- 230000002335 preservative effect Effects 0.000 claims description 4
- 229910052783 alkali metal Inorganic materials 0.000 claims description 3
- 125000004429 atom Chemical group 0.000 claims description 3
- 125000001309 chloro group Chemical group Cl* 0.000 claims description 3
- 150000001340 alkali metals Chemical class 0.000 claims description 2
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 claims 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims 1
- JLVVSXFLKOJNIY-UHFFFAOYSA-N Magnesium ion Chemical compound [Mg+2] JLVVSXFLKOJNIY-UHFFFAOYSA-N 0.000 claims 1
- 239000011575 calcium Substances 0.000 claims 1
- 229910001424 calcium ion Inorganic materials 0.000 claims 1
- 239000000460 chlorine Substances 0.000 claims 1
- 229910001425 magnesium ion Inorganic materials 0.000 claims 1
- 239000000243 solution Substances 0.000 description 17
- TWRXJAOTZQYOKJ-UHFFFAOYSA-L Magnesium chloride Chemical compound [Mg+2].[Cl-].[Cl-] TWRXJAOTZQYOKJ-UHFFFAOYSA-L 0.000 description 14
- YIXJRHPUWRPCBB-UHFFFAOYSA-N magnesium nitrate Chemical compound [Mg+2].[O-][N+]([O-])=O.[O-][N+]([O-])=O YIXJRHPUWRPCBB-UHFFFAOYSA-N 0.000 description 12
- 239000000203 mixture Substances 0.000 description 11
- 238000009472 formulation Methods 0.000 description 8
- 239000007864 aqueous solution Substances 0.000 description 7
- 239000004816 latex Substances 0.000 description 7
- 229920000126 latex Polymers 0.000 description 7
- 229910001629 magnesium chloride Inorganic materials 0.000 description 7
- 238000003756 stirring Methods 0.000 description 7
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 6
- DHNRXBZYEKSXIM-UHFFFAOYSA-N chloromethylisothiazolinone Chemical compound CN1SC(Cl)=CC1=O DHNRXBZYEKSXIM-UHFFFAOYSA-N 0.000 description 4
- BEGLCMHJXHIJLR-UHFFFAOYSA-N methylisothiazolinone Chemical compound CN1SC=CC1=O BEGLCMHJXHIJLR-UHFFFAOYSA-N 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 238000004321 preservation Methods 0.000 description 3
- 230000015271 coagulation Effects 0.000 description 2
- 238000005345 coagulation Methods 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 238000003860 storage Methods 0.000 description 2
- JLHMJWHSBYZWJJ-UHFFFAOYSA-N 1,2-thiazole 1-oxide Chemical compound O=S1C=CC=N1 JLHMJWHSBYZWJJ-UHFFFAOYSA-N 0.000 description 1
- 239000004925 Acrylic resin Substances 0.000 description 1
- 229920000178 Acrylic resin Polymers 0.000 description 1
- 101100457849 Caenorhabditis elegans mon-2 gene Proteins 0.000 description 1
- UXVMQQNJUSDDNG-UHFFFAOYSA-L Calcium chloride Chemical compound [Cl-].[Cl-].[Ca+2] UXVMQQNJUSDDNG-UHFFFAOYSA-L 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- 238000004220 aggregation Methods 0.000 description 1
- 230000002776 aggregation Effects 0.000 description 1
- 239000003945 anionic surfactant Substances 0.000 description 1
- 239000011230 binding agent Substances 0.000 description 1
- 239000001110 calcium chloride Substances 0.000 description 1
- 229910001628 calcium chloride Inorganic materials 0.000 description 1
- 235000019864 coconut oil Nutrition 0.000 description 1
- 239000003240 coconut oil Substances 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 230000006866 deterioration Effects 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 229910021645 metal ion Inorganic materials 0.000 description 1
- 230000000813 microbial effect Effects 0.000 description 1
- 239000003973 paint Substances 0.000 description 1
- 229920002689 polyvinyl acetate Polymers 0.000 description 1
- 239000011118 polyvinyl acetate Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 230000035939 shock Effects 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 239000008399 tap water Substances 0.000 description 1
- 235000020679 tap water Nutrition 0.000 description 1
Landscapes
- Processes Of Treating Macromolecular Substances (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Paints Or Removers (AREA)
- Adhesives Or Adhesive Processes (AREA)
Description
この発明は、合成高分子エマルジヨンの防腐方
法に関する。さらに詳しくは、合成高分子エマル
ジヨンの凝結を防止しつつ防腐を行なう安定的防
腐方法に関する。
従来から、SBRラテツクス、アクリル樹脂系
ラテツクス、ポリ酢酸ビニル系ラテツクス及びこ
れら混合ラテツクス等の合成高分子エマルジヨン
が接着剤、結合剤塗料等の分野で広く用いられて
いる。
これらの合成高分子ラテツクスの貯蔵や保存に
関し、ラテツクスの微生物腐敗や変質を防止する
目的で下式（）：
（但し、式中Ｘは水素原子または塩素原子を示
し、Ｍは金属原子を示し、Ｙは錯化合物を形成す
るのに十分な溶解度を有する陽イオンＭとの化合
物を形成する陰イオン原子または基を示す。また
ｍは１または２の整数を示し、ｎは陰イオンＹが
陽イオンＭの原子価を満たす数を示す。）
で示される３―イソチアゾロンの金属塩コンプレ
ツクスが添加される場合があつた。
かかる３―イソチアゾロンの金属塩コンプレツ
クスは通常、水溶液や水性溶液の形態で市販され
ており、それ自体溶液の形態においても不安定な
ため硝酸マグネシウムのような安定剤をさらに含
有した溶液の形態で用いられるのが常である。
しかし、３―イソチアゾロンの金属塩コンプレ
ツクスを上記市販の金属塩安定剤含有溶液の形態
で合成高分子エマルジヨンにそのまま用いた場
合、しばしば対象合成高分子エマルジヨンに凝結
が生じ製品としての品質低下や製造時のフイルタ
ーの目詰りを起こすという不都合があつた。
これは、３―イソチアゾロンの金属塩コンプレ
ツクス溶液中に含まれる硝酸マグネシウムのごと
き安定剤や共存する金属イオンによる作用と考え
られる。
これに対し、上記３―イソチアゾロンコンプレ
ツクス溶液を添加するに際し比較的高濃度である
該溶液とエマルジヨンとの接触をさけ、該溶液を
大量の水で希釈（通常10倍程度）して添加しエマ
ルジヨンに対するシヨツクを柔らげる方法が考え
られる。しかし、この方法では必然的に水を多く
添加することになり、エマルジヨン濃度が低下し
てしまうという欠点があり、また全てのエマルジ
ヨンに適用できるわけではなかつた。
この発明の発明者らは、これらの欠点を解消す
べく鋭意研究を重ねた結果、アニオン性界面活性
剤の一種であるアルキルジフエニルエーテルジス
ルホネートを併用することにより、上記金属塩安
定剤含有の３―イソチアゾロンの金属塩コンプレ
ツクス溶液を用いた際に合成高分子エマルジヨン
の凝結を防止しつつエマルジヨンの防腐を行なう
ことができるという意外な事実を見出した。
かくしてこの発明によれば、合成高分子エマル
ジヨンに対し、一般式（）：
（但し、式中Ｘは水素原子または塩素原子を示
し、Ｍは金属原子を示し、Ｙは錯化合物を形成す
るのに十分な溶解度を有する陽イオンＭとの化合
物を形成する陰イオン原子または基を示す。また
ｍは１または２の整数を示し、ｎは陰イオンＹが
陽イオンＭの原子価を満たす数を示す。）
で示される３―イソチアゾロンの金属塩コンプレ
ツクスと硝酸マグネシウムのような安定剤とを含
有する溶液と、一般式（）：
（式中、R1は炭素原子数８〜18のアルキル基、
R2は水素原子又は炭素原子数８〜18のアルキル
基、Ａはアルカリ金属を示す）
で示されるアルキルジフエニルエーテルジスルホ
ネートを、予め混合するか又は混合せずして添加
することからなる合成高分子エマルジヨンの安定
的防腐方法が提供される。
上記式（）の３―イソチアゾロンの金属塩コ
ンプレツクスとして代表的なものは、２―メチル
―３―イソチアゾロン又は２―メチル―５―クロ
ロ―３―イソチアゾロンの塩化マグネシウム又は
塩化カルシウムとのコンプレツクスが挙げられ
る。これらは混合物であつてもよく、通常、上記
化合物の３：１の混合水溶液の形態で容易に入手
できる。
上記水溶液には通常金属塩安定剤が含有され
る。硝酸マグネシウムが通常適当である。
かかる３―イソチアゾロンの金属塩コンプレツ
クス溶液はもちろん使用のつど作製することもで
きるが通常、かような安定剤含有溶液の形態で市
販されたもの又はその希釈液を用いるのが簡便で
好ましい。
上記３―イソチアゾロンの金属塩コンプレツク
ス溶液の添加量は、対象の合成高分子エマルジヨ
ンの種類、防腐期間（貯蔵期間）等によつて左右
されるが、通常、エマルジヨン中の濃度として３
―イソチアゾロンの金属塩コンプレツクスが５〜
1000ppmとなるように添加される。
この発明において、上記３―イソチアゾロンの
金属塩コンプレツクス水溶液の添加に際し、式
（）のアルキルジフエニルエーテルジスルホネ
ートが併用添加される。アルキルジフエニルエー
テルジスルホネートは混合物の形態であつてもよ
くことにアルキル基は天然脂肪酸から導びかれる
ため炭素数８〜18の間の混合アルキル基からなる
混合物が通常である。具体的な混合アルキル基と
しては、ヤシ油からの混合アルキル基が挙げら
れ、その一例として炭素数12を90％以上有し、残
部が実質的に炭素数10，14及び16で微量の８及び
18を含むアルキル基を有するジフエニルエーテル
ジスルホネートが挙げられる。なお、式（）の
Ａのアルカリ金属塩としてはナトリウム塩が好ま
しい。かかるアルキルジフエニルエーテルジスル
ホネートは、エレミノールMON―２（三洋化成
工業社製）、サンデツドBL（三洋化成工業社製）
等の名称で容易に入手可能である。
上記、アルキルジフエニルエーテルジスルホネ
ートの添加量は、対象となるラテツクスの種類や
前記防腐剤の濃度などによつても異なるが、基本
的に少量でよく通常、３―イソチアゾロン金属塩
コンプレツクス100重量部に対し、該ジスルホネ
ートを0.1重量部以上添加するのが適当であり、
0.5〜500重量部が好ましい。0.1重量部未満では
凝結防止効果が不充分で適さず、また500重量部
以上添加しても経済性の点で好ましくない。
なお、これらの薬剤の併用は予め混合して行な
つてもよく、別々に行なつてもよい。通常、合成
高分子エマルジヨン中にアルキルジフエニルエー
テルジスルホネートを先に添加混合した後、３―
イソチアゾロンの金属塩コンプレツクス溶液を添
加注入するか、又は予めジスルホネートをコンプ
レツクス溶液に混合したのち合成高分子エマルジ
ヨン中に添加注入することにより行なうのが適当
である。
従つてこの発明は、３―イソチアゾロンの金属
塩コンプレツクスの金属塩安定剤含有溶液にアル
キルジフエニルエーテルジスルホネート系界面活
性剤を添加してなる合成高分子エマルジヨン防腐
剤をも提供するものである。
かような処理により、エマルジヨンの凝集を生
ずることなく高分子エマルジヨンの防腐を行なう
ことができる。
以下、この発明を試験例および実施例により詳
説するが、これによりこの発明は限定されるもの
ではない。
試験例 １
２―メチル―５―クロロ―３―イソチアゾロン
の塩化マグネシウムコンプレツクス5.0重量部、
２―メチル―３―イソチアゾロンの塩化マグネシ
ウムコンププレツクス1.7重量部、安定剤として
の硝酸マグネシウム4.5重量部、水88.8重量部を
含む防腐剤の処方を基本とし、これにアルキルジ
フエニルエーテルジスルホン酸ジナトリウムの45
％水溶液を各種濃度になるように加え、加えた量
だけ水を除いて製剤した。
予め145メツシユの金網で過した酢酸ビニル
系エマルジヨン95ｇを100mlのビーカーにとり、
マグネチツクスタラーにて低速で撹拌しながら、
前記製剤５ｇを30秒間で滴下し、その後３分間撹
拌を続ける。撹拌終了後、145メツシユの金網で
過し、水道水にてビーカーおよび金網を洗浄す
る。金網上に残つた凝集物を肉眼で観察して効果
を判定する。
判定基準 ×：多量の凝集物が認められる。
△：少量の凝集物が認められる。
〇：凝集物が認められない。
The present invention relates to a method for preserving synthetic polymer emulsions. More specifically, the present invention relates to a stable preservation method for preserving a synthetic polymer emulsion while preventing its coagulation. Conventionally, synthetic polymer emulsions such as SBR latex, acrylic resin latex, polyvinyl acetate latex, and mixed latexes thereof have been widely used in the fields of adhesives, binder paints, and the like. Regarding the storage and preservation of these synthetic polymer latexes, the following formula () is used to prevent microbial decay and deterioration of latexes: (However, in the formula, X represents a hydrogen atom or a chlorine atom, M represents a metal atom, and Y represents an anion atom or group that forms a compound with the cation M that has sufficient solubility to form a complex compound.) In addition, m represents an integer of 1 or 2, and n represents the number of anions Y that satisfies the valence of the cation M.) A 3-isothiazolone metal salt complex represented by It was hot. Such 3-isothiazolone metal salt complexes are usually commercially available in the form of aqueous or aqueous solutions, and since they are unstable even in solution form, they can be prepared in the form of solutions further containing stabilizers such as magnesium nitrate. It is usually used. However, when a metal salt complex of 3-isothiazolone is directly used in a synthetic polymer emulsion in the form of a commercially available metal salt stabilizer-containing solution, condensation often occurs in the target synthetic polymer emulsion, resulting in a decrease in the quality of the product and a problem in manufacturing. This had the inconvenience of clogging the time filter. This is thought to be due to the effect of a stabilizer such as magnesium nitrate contained in the metal salt complex solution of 3-isothiazolone and coexisting metal ions. On the other hand, when adding the above-mentioned 3-isothiazolone complex solution, avoid contact between the solution, which has a relatively high concentration, and the emulsion, and dilute the solution with a large amount of water (usually about 10 times) before adding it to the emulsion. There are ways to soften the shock. However, this method inevitably requires the addition of a large amount of water, which has the disadvantage of lowering the emulsion concentration, and is not applicable to all emulsions. The inventors of this invention have conducted intensive research to eliminate these drawbacks, and as a result, by using alkyl diphenyl ether disulfonate, which is a type of anionic surfactant, the above-mentioned metal salt stabilizer-containing We have unexpectedly discovered that when a metal salt complex solution of 3-isothiazolone is used, it is possible to prevent the coagulation of a synthetic polymer emulsion while preserving the emulsion. Thus, according to the present invention, for a synthetic polymer emulsion, the general formula (): (However, in the formula, X represents a hydrogen atom or a chlorine atom, M represents a metal atom, and Y represents an anion atom or group that forms a compound with the cation M that has sufficient solubility to form a complex compound.) In addition, m is an integer of 1 or 2, and n is the number of anions Y that satisfies the valence of the cation M. A solution containing a stabilizer and the general formula (): (In the formula, R 1 is an alkyl group having 8 to 18 carbon atoms,
R 2 is a hydrogen atom or an alkyl group having 8 to 18 carbon atoms, and A is an alkali metal. A method of stably preserving a polymer emulsion is provided. Typical metal salt complexes of 3-isothiazolone of the above formula () are complexes of 2-methyl-3-isothiazolone or 2-methyl-5-chloro-3-isothiazolone with magnesium chloride or calcium chloride. Can be mentioned. These may be mixtures and are usually readily available in the form of a 3:1 mixed aqueous solution of the above compounds. The aqueous solution usually contains a metal salt stabilizer. Magnesium nitrate is usually suitable. Although such a metal salt complex solution of 3-isothiazolone can of course be prepared each time it is used, it is usually preferable to use a commercially available solution in the form of a stabilizer-containing solution or a diluted solution thereof because it is convenient. The amount of the 3-isothiazolone metal salt complex solution added depends on the type of synthetic polymer emulsion, the preservation period (storage period), etc., but usually the concentration in the emulsion is 3-isothiazolone.
-Isothiazolone metal salt complex is 5~
Added to 1000ppm. In this invention, an alkyl diphenyl ether disulfonate of the formula () is added in combination with the addition of the aqueous solution of the metal salt complex of 3-isothiazolone. The alkyl diphenyl ether disulfonates may be in the form of mixtures, in particular mixtures of mixed alkyl groups having between 8 and 18 carbon atoms, since the alkyl groups are derived from natural fatty acids. A specific example of a mixed alkyl group is a mixed alkyl group derived from coconut oil, with 90% or more of carbon atoms having 12 carbon atoms, and the remainder having substantially 10, 14 and 16 carbon atoms, with trace amounts of 8 and 8 carbon atoms.
Diphenyl ether disulfonate having an alkyl group containing 18 is mentioned. Note that the alkali metal salt of A in formula () is preferably a sodium salt. Such alkyl diphenyl ether disulfonates include Eleminol MON-2 (manufactured by Sanyo Chemical Industries, Ltd.) and Sundetsudo BL (manufactured by Sanyo Chemical Industries, Ltd.).
It is easily available under the names such as The amount of the above-mentioned alkyl diphenyl ether disulfonate added varies depending on the type of latex to be treated and the concentration of the preservative, but it is basically a small amount and usually per 100 weight of the 3-isothiazolone metal salt complex. It is appropriate to add 0.1 part by weight or more of the disulfonate per part,
0.5 to 500 parts by weight is preferred. If it is less than 0.1 part by weight, the anti-caking effect is insufficient and it is not suitable, and if it is added in excess of 500 parts by weight, it is not preferred from the economic point of view. Note that these drugs may be used together in advance by mixing them or separately. Usually, an alkyl diphenyl ether disulfonate is first added and mixed into a synthetic polymer emulsion, and then the 3-
Suitably, this is carried out by injecting a metal salt complex solution of isothiazolone, or by pre-mixing the disulfonate with the complex solution and then injecting it into the synthetic polymer emulsion. Therefore, the present invention also provides a synthetic polymer emulsion preservative obtained by adding an alkyl diphenyl ether disulfonate surfactant to a solution containing a metal salt stabilizer of a metal salt complex of 3-isothiazolone. . By such treatment, the polymer emulsion can be preserved without causing aggregation of the emulsion. This invention will be explained in detail below using test examples and examples, but the invention is not limited thereby. Test Example 1 5.0 parts by weight of magnesium chloride complex of 2-methyl-5-chloro-3-isothiazolone,
The basic formulation is a preservative containing 1.7 parts by weight of magnesium chloride complex of 2-methyl-3-isothiazolone, 4.5 parts by weight of magnesium nitrate as a stabilizer, and 88.8 parts by weight of water. 45 of sodium
% aqueous solution at various concentrations, and the added amount of water was removed to prepare a formulation. Pour 95g of vinyl acetate emulsion that has been passed through a 145 mesh wire mesh in advance into a 100ml beaker.
While stirring at low speed with a magnetic stirrer,
Add 5 g of the above formulation dropwise over 30 seconds and continue stirring for 3 minutes. After stirring, filter through a 145-mesh wire mesh, and wash the beaker and wire mesh with tap water. The effect is determined by visually observing the aggregates remaining on the wire mesh. Judgment Criteria ×: A large amount of aggregates are observed. Δ: A small amount of aggregates are observed. ○: No aggregates observed.
【表】
試験例 ２
試験例１と同一の製剤を用い、対象のエマルジ
ヨンとしてSBRラテツクスを使用した。
３―イソチアゾロン100重量部に
対するジスルホネートの添加量 判 定
100：０ ×
100：0.01 ×
100：0.1 〇
100：0.5 〇
100：1.0 〇
試験例 ３
実施例１と同一の製剤を用い、対象のエマルジ
ヨンとしてアクリル系エマルジヨンを使用した。[Table] Test Example 2 The same formulation as in Test Example 1 was used, and SBR latex was used as the target emulsion. Amount of disulfonate added per 100 parts by weight of 3-isothiazolone Judgment 100:0 × 100:0.01 × 100:0.1 〇 100:0.5 〇 100:1.0 〇 Test Example 3 Using the same formulation as in Example 1, the target Acrylic emulsion was used as the emulsion.
【表】
実施例 １
２―メチル―５―クロロ―３―イソチアゾロン
の塩化マグネシウムコンプレツクス5.0重量部、
２―メチル―３―イソチアゾロンの塩化マグネシ
ウムコンプレツクス1.7重量部、安定剤として硝
酸マグネシウム4.5重量部、アルキルジフエニル
エーテルジスルホネートの45％水溶液（商品名サ
ンデツトBL三洋化成工業株式会社製）５重量部、
水83.8重量部を含む製剤を調製した。
上記製剤100ｇをカルボキシ変性SBRラテツク
ス（固型分48％、PH8.3、粘度130cps）100Kgに撹
拌しながら添加した。そのまま30分間撹拌したの
ち300メツシユの金網で全量を過したところ、
金網上に凝集物はごく少量しか認められなかつ
た。
実施例 ２
２―メチル―５―クロロ―３―イソチアゾロン
の塩化マグネシウムコンプレツクス5.0重量部、
２―メチル―３―イソチアゾロンの塩化マグネシ
ウムコンプレツクス1.7重量部、安定剤としての
硝酸マグネシウム4.5重量部、アルキルジフエニ
ルエーテルジスルホネートの45％水溶液（商品名
サンデツトBL、三洋化成工業株式会社製）7.5重
量部、水18.8重量部、ジエチレングリコール62.5
重量部を含む製剤を調製した。
上記製剤100ｇをSBRラテツクス（固型分40
％、PH11.0、粘度30cps）100Kgに撹拌しながら添
加した。そのまま30分間撹拌したのち、300メツ
シユの金網で全量を過したところ、金網上に残
留した凝集物はごく少量であつた。[Table] Example 1 5.0 parts by weight of magnesium chloride complex of 2-methyl-5-chloro-3-isothiazolone,
1.7 parts by weight of magnesium chloride complex of 2-methyl-3-isothiazolone, 4.5 parts by weight of magnesium nitrate as a stabilizer, 5 parts by weight of a 45% aqueous solution of alkyl diphenyl ether disulfonate (trade name: Sandetto BL, manufactured by Sanyo Chemical Industries, Ltd.) ,
A formulation containing 83.8 parts by weight of water was prepared. 100 g of the above formulation was added to 100 kg of carboxy-modified SBR latex (solids content 48%, PH 8.3, viscosity 130 cps) with stirring. After stirring for 30 minutes, the entire amount was passed through a 300-mesh wire mesh.
Only a small amount of aggregate was observed on the wire mesh. Example 2 5.0 parts by weight of magnesium chloride complex of 2-methyl-5-chloro-3-isothiazolone,
1.7 parts by weight of magnesium chloride complex of 2-methyl-3-isothiazolone, 4.5 parts by weight of magnesium nitrate as a stabilizer, 45% aqueous solution of alkyl diphenyl ether disulfonate (trade name: SANDETSU BL, manufactured by Sanyo Chemical Industries, Ltd.) 7.5 Parts by weight, 18.8 parts by weight of water, 62.5 parts by weight of diethylene glycol
A formulation containing parts by weight was prepared. 100g of the above preparation was added to SBR latex (solid content 40
%, PH11.0, viscosity 30cps) was added to 100Kg with stirring. After stirring for 30 minutes, the entire amount was passed through a 300-mesh wire mesh, and only a small amount of aggregate remained on the wire mesh.
Claims (1)
し、Ｍは金属原子を示し、Ｙは錯化合物を形成す
るのに十分な溶解度を有する陽イオンＭとの化合
物を形成する陰イオン原子または基を示す。また
ｍは１または２の整数を示し、ｎは陰イオンＹが
陽イオンＭの原子価を満たす数を示す。） で示される３―イソチアゾロンの金属塩コンプレ
ツクスと硝酸マグネシウムのような安定剤とを含
有する溶液と、一般式（）： （式中、R1は炭素原子数８〜18のアルキル基、
R2は水素原子又は炭素原子数８〜18のアルキル
基、Ａはアルカリ金属を示す） で示されるアルキルジフエニルエーテルジスルホ
ネートを、予め混合するか又は混合せずして添加
することからなる合成高分子エマルジヨンの安定
的防腐方法。 ２ 式（）中のＭがカルシウム又はマグネシウ
ムイオンである特許請求の範囲第１項記載の方
法。 ３ 式（）中のＹが塩素でありｎが２である特
許請求の範囲第２項記載の方法。 ４ ３―イソチアゾロンの金属塩コンプレツクス
100重量部に対し、アルキルジフエニルエーテル
ジスルホネートを0.1重量部以上添加する特許請
求の範囲第１項記載の方法。 ５ ３―イソチアゾロンの金属塩コンプレツクス
100重量部に対し、アルキルジフエニルエーテル
ジスルホネートを0.1〜500重量部添加する特許請
求の範囲第１項記載の方法。 ６ ３―イソチアゾロンの金属塩コンプレツクス
の高分子エマルジヨンへの添加濃度が約５〜
1000ppmである特許請求の範囲第１項記載の方
法。[Claims] 1. For synthetic polymer emulsion, the general formula (): (However, in the formula, X represents a hydrogen atom or a chlorine atom, M represents a metal atom, and Y represents an anion atom or group that forms a compound with the cation M that has sufficient solubility to form a complex compound.) In addition, m is an integer of 1 or 2, and n is the number of anions Y that satisfies the valence of the cation M. A solution containing a stabilizer and the general formula (): (In the formula, R 1 is an alkyl group having 8 to 18 carbon atoms,
R 2 is a hydrogen atom or an alkyl group having 8 to 18 carbon atoms, and A is an alkali metal. Stable preservative method for polymer emulsions. 2. The method according to claim 1, wherein M in formula () is a calcium or magnesium ion. 3. The method according to claim 2, wherein Y in formula () is chlorine and n is 2. 4 3-isothiazolone metal salt complex
The method according to claim 1, wherein 0.1 part by weight or more of the alkyl diphenyl ether disulfonate is added to 100 parts by weight. 5 3-isothiazolone metal salt complex
The method according to claim 1, wherein 0.1 to 500 parts by weight of the alkyl diphenyl ether disulfonate is added to 100 parts by weight. 6 The concentration of 3-isothiazolone metal salt complex added to the polymer emulsion is approximately 5~
The method according to claim 1, wherein the amount is 1000 ppm.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP58173943A JPS6065042A (en) | 1983-09-19 | 1983-09-19 | Stable antiseptic treatment of synthetic polymer emulsion |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP58173943A JPS6065042A (en) | 1983-09-19 | 1983-09-19 | Stable antiseptic treatment of synthetic polymer emulsion |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS6065042A JPS6065042A (en) | 1985-04-13 |
| JPH0136493B2 true JPH0136493B2 (en) | 1989-08-01 |
Family
ID=15969938
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP58173943A Granted JPS6065042A (en) | 1983-09-19 | 1983-09-19 | Stable antiseptic treatment of synthetic polymer emulsion |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS6065042A (en) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH01175905A (en) * | 1987-12-29 | 1989-07-12 | Katayama Chem Works Co Ltd | Aqueous isothiazolone pharmaceutical |
| EP0398795B1 (en) * | 1989-05-17 | 1996-03-27 | Katayama Chemical, Inc. | Aqueous isothiazolone formulation |
| JP2013129739A (en) * | 2011-12-21 | 2013-07-04 | Toagosei Co Ltd | Method for producing aqueous polymer emulsion composition |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5423968A (en) * | 1977-07-25 | 1979-02-22 | Matsushita Electric Ind Co Ltd | Method of connecting electrical circuits |
| JPS5618904A (en) * | 1979-07-25 | 1981-02-23 | Kumiai Chem Ind Co Ltd | Antimicrobial and algicidal agent |
-
1983
- 1983-09-19 JP JP58173943A patent/JPS6065042A/en active Granted
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5423968A (en) * | 1977-07-25 | 1979-02-22 | Matsushita Electric Ind Co Ltd | Method of connecting electrical circuits |
| JPS5618904A (en) * | 1979-07-25 | 1981-02-23 | Kumiai Chem Ind Co Ltd | Antimicrobial and algicidal agent |
Also Published As
| Publication number | Publication date |
|---|---|
| JPS6065042A (en) | 1985-04-13 |
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