JP3751493B2 - Dirt release agent - Google Patents

Description

【０００７】
（式中、R¹は水素又は水酸基で置換されていてもよい炭素数１〜22のアルキル基であり、Gは単糖単位であり、R²は水酸基で置換されていても良い炭素数１〜22のアルキレン基であり、R³、R⁴、R⁵は、互いに独立して、水酸基で置換されていてもよい炭素数１〜６のアルキル基であり、nは１〜４の数であり、Xは陰イオンである。）
【０００８】
【発明の実施の形態】
本発明の汚れ放出剤は、布類の洗濯時に汚れの洗浄を行うと同時に汚れの防護機能を布に与えることができるものである。即ち、木綿繊維の布を本発明の化合物を含む洗浄剤等を用いて通常の洗浄を行うことによって、繊維表面に汚れ放出機能を付与させることができる。例えば木綿繊維を洗濯機中又は手洗いによって約３分〜２時間、本発明の化合物を含有する洗浄剤組成物に浸漬又は洗浄し、水で充分すすいだ後、脱水乾燥させるという通常の洗浄サイクルを繰り返すことによって汚れ放出機能が布に付与され、高い洗浄効果が発現される。好ましい浸漬又は洗浄時間は５分以上１時間以内であり、より好ましくは８分以上20分以内である。特に本発明の特徴としては洗浄回数が多くなる程より優れた効果を得ることができることである。
【０００９】
ここで、本発明の汚れ放出剤は、洗浄剤に配合されるのみではなく、必要に応じて柔軟剤等の繊維処理剤、漂白剤や漂白洗浄剤にも配合することができる。
【００１０】
（汚れ放出剤）
本発明に用いられるカチオン性化合物は、前記一般式（１）で表され、単独、又は混合物でも構わない。
【００１１】
一般式（１）中のR¹O-Gは本化合物の基本骨格を形成するグルコシド部位である。ここで、R¹は水素又は水酸基で置換されていてもよい炭素数１〜22のアルキル基、例えば、メチル基、エチル基、プロピル基、ブチル基、ヘキシル基、オクチル基、デシル基、ドデシル基、テトラデシル基、ヘキサデシル基、オクタデシル基、オレイル基、ヒドロキシエチル基、ヒドロキシプロピル基、ヒドロキシブチル基、2-エチルヘキシル基、グリセリル基等であり、好ましくは炭素数１〜12のアルキル基、特に好ましくはメチル基、エチル基である。このグルコシド部位R¹O-Gはα−もしくはβ−アノマー形又はこれらの混合物で存在していても良い。
【００１２】
一般式（１）中のGは単糖単位であるが、好ましくはペントース又はヘキソース形、特に環状のフラノース又はピラノース形である。適当な単糖の例はグルコース、フルクトース、リボース、ガラクトース、マンノース、アラビノース又はキシロースである。
【００１３】
一般式（１）で表される化合物は、グルコシド部位R¹O-Gの末端水酸基をカルボン酸又はカルボン酸低級アルコールエステル、カルボン酸ハロゲン化物等のカルボキシル基や低級アルコールエステル基を有する化合物を用いてエステル化したものである。nはグルコシド部位R¹O-Gの末端水酸基のうちエステル化された個数を示し、具体的には１〜４の整数である。
【００１４】
一般式（１）中のR²は水酸基で置換されていても良い炭素数１〜22、好ましくは１〜12、特に好ましくは１〜４のアルキレン基である。
【００１５】
一般式（１）中のR³、R⁴、R⁵は、互いに独立して、水酸基で置換されていてもよい炭素数１〜６のアルキル基、例えば、メチル基、エチル基、プロピル基、イソプロピル基、ブチル基、ヘキシル基、ヒドロキシエチル基、ヒドロキシプロピル基、ヒドロキシブチル基であり、好ましくは、メチル基、エチル基、ヒドロキシエチル基である。
【００１６】
Xはカチオン性化合物と対イオンを形成する陰イオンであり、塩化物イオン、臭化物イオン、ヨウ化物イオン等のハロゲン化物イオン、あるいは酢酸イオン、クエン酸イオン、乳酸イオン、炭酸イオン、コハク酸イオン、リンゴ酸イオン等の有機酸イオンであり、好ましくはハロゲン化物イオンである。
【００１７】
本発明に使用される上記一般式（１）で表される化合物の具体例としては、例えば以下に示す化合物であるが、これらに限定されるものではない。
【００１８】
【化４】

【００１９】
本発明に使用される上記一般式（１）で表されるカチオン性化合物の製造方法は、例えば、グルコシド化合物とグリシンベタイン等の４級化アミノ酸との脱水反応や、グルコシド化合物とモノクロロ酢酸等のモノハロ有機酸との脱水反応に続くアミン類との求核置換反応等が挙げられる。
【００２０】
（洗浄剤組成物）
本発明の洗浄剤組成物は、上記本発明のカチオン性化合物を0.01〜50重量％、好ましくは0.05〜20重量％、特に好ましくは１〜10重量％含有する。
【００２１】
本発明の洗浄剤組成物は、界面活性剤を含有することが好ましい。界面活性剤としては、非イオン界面活性剤、陰イオン界面活性剤、両性界面活性剤、陽イオン界面活性剤が挙げられる。界面活性剤を併用すると、汚れ放出効果が増幅される。非イオン界面活性剤としては、アルキル基の平均炭素数が10〜20、好ましくは12〜18、特に好ましくは12〜14でエチレンオキサイドの平均付加モル数が６〜10のポリオキシエチレンアルキルエーテルが好ましい。陰イオン界面活性剤としては、アルキルベンゼンスルホン酸塩、アルキル又はアルケニルエーテル硫酸塩、アルキル又はアルケニル硫酸塩、アルカンスルホン酸塩、脂肪酸塩、アルキル又はアルケニルエーテルカルボン酸塩、α−スルホ脂肪酸塩又はそのエステル、アミノ酸型界面活性剤、Ｎ−アシルアミノ酸型界面活性剤が好ましい。なかでもアルキルベンゼンスルホン酸塩が洗浄力向上の点で好ましい。対イオンとしては、アルカリ金属、アンモニウム、アルカノールアミン等が挙げられる。また、両性界面活性剤、第４級アンモニウム塩等の陽イオン界面活性剤も併用することができる。界面活性剤の含有量は、洗浄力の点で、組成物中0.1〜40重量％が好ましく、更に５〜35重量％が好ましく、特に10〜30重量％が好ましい。
【００２２】
本発明の洗浄剤組成物は、ポリカルボン酸系化合物を含有することが好ましい。ポリカルボン酸系化合物としては、ポリアクリル酸やアクリル酸とマレイン酸等の共重合体又はこれらの塩であり、一般にはカルシウム捕捉剤や分散剤として洗浄剤に使用されるものである。また、ポリサッカライドにカルボン酸が付加したものや、ポリグリオキシル酸及びそれらの塩等も挙げられる。ポリカルボン酸系化合物は、汚れ放出剤と併用することによって、洗浄液中での分散性を促進し、繊維に対して汚れ放出剤が効率良く吸着するのを補助する作用を示す。ポリカルボン酸系化合物の含有量は、洗浄力の点で、組成物中0.01〜50重量％が好ましく、より好ましくは0.05〜20重量％、特に好ましくは１〜10重量％である。
【００２３】
本発明の洗浄剤組成物は、亜硫酸塩を含有することが好ましい。亜硫酸塩は、洗浄中、又は長時間保存した際における汚れ放出効果を維持する働きを示す。亜硫酸塩の含有量は、組成物中0.01〜15重量％が好ましく、より好ましくは0.01〜５重量％である。
【００２４】
本発明の洗浄剤組成物には、他に結晶性アルミノ珪酸塩、キレート剤等のポリカルボン酸系化合物以外の２価金属イオン捕捉剤、炭酸ナトリウム、炭酸水素ナトリウム等のアルカリ剤成分、プロテアーゼ、アミラーゼ、セルラーゼ、リパーゼ、ペクチナーゼ等の酵素成分、過炭酸ナトリウム、過硼酸ナトリウム等の漂白剤、珪酸マグネシウム等の過酸化物の安定化剤、ポレエチレングリコール、ポリビニルピロリドン等の再汚染防止剤、蛍光染料、色素、ケーキング防止剤、可溶化剤、香料等が必要に応じて配合される。
【００２５】
【実施例】
合成例１（カチオン化グルコースの合成）
トルエンを入れたディーン・スターク・トラップを付けた１Ｌのフラスコにメチル−α−グルコシド155.5ｇ、モノクロロ酢酸152.8ｇトルエン300mLを入れ90℃まで昇温した後、ｐ−トルエンスルホン酸・１水和物0.55ｇを添加した。その後、110℃まで昇温の後、３時間の脱水反応を行った。放冷の後酢酸エチルを用いて抽出及び洗浄を行った。酢酸エチル相を濃縮、乾燥を行い反応中間体186.2ｇを得た。得られた反応中間体150.0ｇ、エタノール300ｇ、トリメチルアミン52.3ｇを1000mLのオートクレーヴに入れ、60℃、８時間の反応を行った。放冷の後オートクレーヴ中の反応物をろ過して得られた固形分を冷エタノールで２回洗浄した後、乾燥して最終精製物131.9ｇを得た。
【００２６】
実施例１
(1)木綿繊維布の繰り返し洗浄及び汚染布の作成
10cm×10cmの木綿布を表１に記載の配合成分からなる粉末洗浄剤組成物を４゜DH硬水に溶解し、0.06％水溶液を調製しNaOH及びHClにてpHを10.5に調整する。上記木綿布５枚を洗剤水溶液に添加し、20℃、10分間、100rpmでターゴトメーターにて撹拌洗浄する。流水下で濯いだ後、遠心脱水機にかけ充分水分を除去した後25℃、50％RHの室内で１時間以上乾燥させる。本洗浄処理を３回繰り返し行った後に、洗浄処理後の木綿布に対し、綿実油60％、コレステロール10％、オレイン酸10％、パルミチン酸10％及び固体パラフィン10％からなるモデル皮脂汚れを10cm×10cmあたり２ｇ均一に塗布して皮脂汚れ汚染布を作製した。表１の組成物それぞれについてこの処理を行った汚染布を作製した。
【００２７】
(2)洗浄条件、洗浄方法及び評価方法
表１の比較品１に記載の配合成分からなる洗浄剤組成物を４゜DH硬水に溶解し、0.06％水溶液となるように調製し、NaOH及びHClを用いてpHを10.5に調整する。それぞれの組成物に対応する木綿汚染布５枚を洗浄剤組成物水溶液に添加し、20℃、10分間、100rpmでターゴトメーターにて撹拌洗浄する。流水下で濯いだ後、アイロンプレス処理を行った。
【００２８】
次いで洗浄前の原布、繰り返し洗浄後に調製した汚染布、最終洗浄後の汚染布の460nmにおける反射率を自記色彩計（島津製作所（株））にて測定し、次式から洗浄率（％）を算出した。
洗浄率（％）＝〔（最終洗浄後の反射率−汚染布調製後の反射率）／（原布の反射率−汚染布調製後の反射率〕×100
表１には５枚の汚染布についての平均値を示す。
【００２９】
【表１】

【００３０】
（注）
・カチオン化グルコース：合成例１のもの。グルコースの１位にメチル基が、２，３，４，６位のいずれかに４級アンモニウムカチオン基が２個結合した化合物
・ポリアクリル酸：ナトリウム塩、平均分子量10000
・AM：アクリル酸マレイン酸(モル比7/3)共重合体のナトリウム塩、平均分子量70,000
・LAS：長鎖アルキル(C₁₂)ベンゼンスルホン酸ナトリウム塩
・SFE：α−スルホ脂肪酸メチルエステルナトリウム塩
・AS：アルキル(C₁₂)硫酸エステルナトリウム塩
・AE：ポリオキシエチレン(6モル)アルキル(C₁₂)エーテル
・LB：アルキル(C₁₂)ジメチルベタイン
・ゼオライト：結晶性アルミノ珪酸塩、M₂O・Al₂O₃・2SiO₂・2H₂O、平均粒子径２μm、イオン交換容量290CaCO₃mg/g
・共通成分：蛍光成分0.5重量％と、サビナーゼ12.0 Ttype W（ノボノルディスク社製）、KAC-500G（花王株式会社製）、ターマミル60T（ノボノルディスク社製）を２：１：１で混合した酵素成分2.0重量％と芒硝であり、芒硝で組成物全体の量が100重量％になるように調整した。[0001]
BACKGROUND OF THE INVENTION
The present invention relates to a soil release agent and a cleaning composition.
[0002]
[Prior art and problems to be solved by the invention]
Providing the fiber with a soil release effect (soil release effect) in advance during washing of the fiber has a possibility of providing a very excellent cleaning effect as compared with a normal cleaning method. As an effective soil release agent for cleaning hydrophobic synthetic fibers such as polyester blended fabrics, compounds based on terephthalate are known (US 3416952, US 3557039, US 4795584, etc.). However, these soil release agents have an extremely excellent effect on a hydrophobic synthetic fiber cloth blended with polyester, but do not exhibit a sufficient effect on relatively hydrophilic cotton fibers. It was regarded as a problem.
[0003]
As soil release agents for cotton fibers, for example, polyamine derivatives (WO 9742285), nitrogen-containing polymers (DE 19649288) and the like are known. However, these compounds are also often affected by the effect of surfactant, temperature, pH, etc. on the adsorption efficiency to the fibers, and sufficient effects cannot be obtained in many cases.
[0004]
An object of the present invention is to provide a soil release agent and a cleaning composition that exhibit an excellent soil release effect on cotton fabric and can exhibit a high cleaning effect.
[0005]
[Means for Solving the Problems]
The present invention relates to a soil release agent comprising a cationic compound represented by the following general formula (1) and a cleaning composition containing 0.01 to 50% by weight of the cationic compound.
[0006]
[Chemical 3]

[0007]
(In the formula, R ¹ is an alkyl group having 1 to 22 carbon atoms which may be substituted with hydrogen or a hydroxyl group, G is a monosaccharide unit, and R ² is 1 carbon atom which may be substituted with a hydroxyl group. Is an alkylene group having ˜22, R ³ , R ⁴ , and R ⁵ are each independently an alkyl group having 1 to 6 carbon atoms which may be substituted with a hydroxyl group, and n is a number from 1 to 4 Yes, X is an anion.)
[0008]
DETAILED DESCRIPTION OF THE INVENTION
The soil release agent of the present invention is capable of imparting a soil protection function to the fabric at the same time as cleaning the soil when washing the fabric. That is, by performing normal cleaning of a cotton fiber cloth with a cleaning agent containing the compound of the present invention, a soil release function can be imparted to the fiber surface. For example, a normal washing cycle in which cotton fibers are immersed or washed in a detergent composition containing the compound of the present invention in a washing machine or by hand washing for about 3 minutes to 2 hours, thoroughly rinsed with water, and then dehydrated and dried. By repeating, the soil release function is imparted to the cloth, and a high cleaning effect is exhibited. The preferable immersion or cleaning time is 5 minutes or more and 1 hour or less, and more preferably 8 minutes or more and 20 minutes or less. In particular, a feature of the present invention is that a more excellent effect can be obtained as the number of cleanings increases.
[0009]
Here, the soil release agent of the present invention can be blended not only in the cleaning agent, but also in a fiber treatment agent such as a softening agent, a bleaching agent or a bleaching cleaning agent, if necessary.
[0010]
(Stain release agent)
The cationic compound used in the present invention is represented by the general formula (1), and may be used alone or as a mixture.
[0011]
R ¹ OG in the general formula (1) is a glucoside site forming the basic skeleton of the present compound. Here, R ¹ is an alkyl group having 1 to 22 carbon atoms which may be substituted with hydrogen or a hydroxyl group, for example, methyl group, ethyl group, propyl group, butyl group, hexyl group, octyl group, decyl group, dodecyl group Tetradecyl group, hexadecyl group, octadecyl group, oleyl group, hydroxyethyl group, hydroxypropyl group, hydroxybutyl group, 2-ethylhexyl group, glyceryl group, etc., preferably an alkyl group having 1 to 12 carbon atoms, particularly preferably A methyl group and an ethyl group. This glucoside site R ¹ OG may be present in α- or β-anomeric form or a mixture thereof.
[0012]
G in the general formula (1) is a monosaccharide unit, but is preferably a pentose or hexose form, particularly a cyclic furanose or pyranose form. Examples of suitable monosaccharides are glucose, fructose, ribose, galactose, mannose, arabinose or xylose.
[0013]
The compound represented by the general formula (1) is esterified using a compound having a terminal hydroxyl group of the glucoside moiety R ¹ OG having a carboxyl group or a lower alcohol ester group such as a carboxylic acid or a carboxylic acid lower alcohol ester or a carboxylic acid halide. It has become. n represents the number of esterifications among the terminal hydroxyl groups of the glucoside moiety R ¹ OG, specifically an integer of 1 to 4.
[0014]
R ² in the general formula (1) is an alkylene group having 1 to 22, preferably 1 to 12, and particularly preferably 1 to 4 carbon atoms which may be substituted with a hydroxyl group.
[0015]
R ³ , R ⁴ and R ⁵ in the general formula (1) are independently of each other an alkyl group having 1 to 6 carbon atoms which may be substituted with a hydroxyl group, such as a methyl group, an ethyl group, a propyl group, An isopropyl group, a butyl group, a hexyl group, a hydroxyethyl group, a hydroxypropyl group, and a hydroxybutyl group are preferable, and a methyl group, an ethyl group, and a hydroxyethyl group are preferable.
[0016]
X is an anion that forms a counter ion with the cationic compound, and halide ions such as chloride ion, bromide ion, iodide ion, or acetate ion, citrate ion, lactate ion, carbonate ion, succinate ion, Organic acid ions such as malate ions, preferably halide ions.
[0017]
Specific examples of the compound represented by the general formula (1) used in the present invention are, for example, the compounds shown below, but are not limited thereto.
[0018]
[Formula 4]

[0019]
The method for producing the cationic compound represented by the general formula (1) used in the present invention includes, for example, a dehydration reaction between a glucoside compound and a quaternized amino acid such as glycine betaine, or a glucoside compound and monochloroacetic acid. Examples thereof include a nucleophilic substitution reaction with amines following a dehydration reaction with a monohalo organic acid.
[0020]
(Cleaning composition)
The cleaning composition of the present invention contains 0.01 to 50% by weight, preferably 0.05 to 20% by weight, particularly preferably 1 to 10% by weight of the cationic compound of the present invention.
[0021]
The cleaning composition of the present invention preferably contains a surfactant. Examples of the surfactant include nonionic surfactants, anionic surfactants, amphoteric surfactants, and cationic surfactants. When a surfactant is used in combination, the soil release effect is amplified. Examples of the nonionic surfactant include polyoxyethylene alkyl ethers having an alkyl group having an average carbon number of 10 to 20, preferably 12 to 18, particularly preferably 12 to 14, and an average added mole number of ethylene oxide of 6 to 10. preferable. Examples of the anionic surfactant include alkylbenzene sulfonate, alkyl or alkenyl ether sulfate, alkyl or alkenyl sulfate, alkane sulfonate, fatty acid salt, alkyl or alkenyl ether carboxylate, α-sulfo fatty acid salt or ester thereof. Amino acid type surfactants and N-acyl amino acid type surfactants are preferred. Of these, alkylbenzene sulfonates are preferred from the standpoint of improving detergency. Examples of the counter ion include alkali metal, ammonium, alkanolamine and the like. In addition, cationic surfactants such as amphoteric surfactants and quaternary ammonium salts can be used in combination. The content of the surfactant is preferably 0.1 to 40% by weight, more preferably 5 to 35% by weight, and particularly preferably 10 to 30% by weight in the composition from the viewpoint of detergency.
[0022]
The cleaning composition of the present invention preferably contains a polycarboxylic acid compound. The polycarboxylic acid-based compound is polyacrylic acid, a copolymer of acrylic acid and maleic acid, or a salt thereof, and is generally used as a calcium scavenger or a dispersant as a cleaning agent. Moreover, what added carboxylic acid to the polysaccharide, polyglyoxylic acid, their salts, etc. are mentioned. When used in combination with a soil release agent, the polycarboxylic acid compound promotes dispersibility in the cleaning liquid and exhibits an effect of assisting the soil release agent to be efficiently adsorbed to the fibers. The content of the polycarboxylic acid compound is preferably 0.01 to 50% by weight, more preferably 0.05 to 20% by weight, and particularly preferably 1 to 10% by weight in the composition in terms of detergency.
[0023]
The cleaning composition of the present invention preferably contains a sulfite. The sulfite has a function of maintaining the soil release effect during washing or when stored for a long time. The content of sulfite is preferably 0.01 to 15% by weight, more preferably 0.01 to 5% by weight in the composition.
[0024]
The detergent composition of the present invention includes, in addition, divalent metal ion scavengers other than polycarboxylic acid-based compounds such as crystalline aluminosilicates and chelating agents, alkaline agent components such as sodium carbonate and sodium bicarbonate, protease, Enzyme components such as amylase, cellulase, lipase, and pectinase, bleaching agents such as sodium percarbonate and sodium perborate, peroxide stabilizers such as magnesium silicate, anti-contamination agents such as polyethylene glycol and polyvinylpyrrolidone, fluorescence Dyes, pigments, anti-caking agents, solubilizers, fragrances and the like are blended as necessary.
[0025]
【Example】
Synthesis Example 1 (Synthesis of cationized glucose)
Into a 1 L flask with a Dean-Stark trap containing toluene 155.5 g of methyl-α-glucoside and 152.8 g of monochloroacetic acid 300 mL of toluene was heated to 90 ° C., and then p-toluenesulfonic acid monohydrate 0.55 g was added. Then, after raising the temperature to 110 ° C., dehydration reaction was performed for 3 hours. After cooling, extraction and washing were performed using ethyl acetate. The ethyl acetate phase was concentrated and dried to obtain 186.2 g of a reaction intermediate. The obtained reaction intermediate 150.0 g, ethanol 300 g, and trimethylamine 52.3 g were placed in a 1000 mL autoclave and reacted at 60 ° C. for 8 hours. After allowing to cool, the solid content obtained by filtering the reaction product in the autoclave was washed twice with cold ethanol and then dried to obtain 131.9 g of a final purified product.
[0026]
Example 1
(1) Repeated washing of cotton fiber cloth and creation of contaminated cloth
A 10 cm × 10 cm cotton cloth is dissolved in 4 ° DH hard water with a powder detergent composition comprising the ingredients shown in Table 1 to prepare a 0.06% aqueous solution, and the pH is adjusted to 10.5 with NaOH and HCl. Add 5 pieces of the above cotton cloth to the detergent aqueous solution and stir and wash with a turgotometer at 20 ° C. for 10 minutes at 100 rpm. After rinsing under running water, it is dried in a room at 25 ° C. and 50% RH for 1 hour or more after removing water sufficiently by a centrifugal dehydrator. After repeating this washing process three times, model sebum soil consisting of 60% cotton seed oil, 10% cholesterol, 10% oleic acid, 10% palmitic acid and 10% solid paraffin is applied to the washed cotton cloth 10cm × 2 g per 10 cm was uniformly applied to prepare a sebum-stained cloth. Contaminated cloth which performed this process about each composition of Table 1 was produced.
[0027]
(2) Cleaning conditions, cleaning methods and evaluation methods A detergent composition comprising the ingredients listed in Comparative Product 1 in Table 1 was dissolved in 4 ° DH hard water to prepare a 0.06% aqueous solution, and NaOH and HCl. Use to adjust the pH to 10.5. Five cotton-stained cloths corresponding to the respective compositions are added to the cleaning composition aqueous solution, and the mixture is washed with stirring by a tartometer at 20 ° C. for 10 minutes at 100 rpm. After rinsing under running water, an iron press treatment was performed.
[0028]
Next, the reflectance at 460 nm of the raw cloth before washing, the contaminated cloth prepared after repeated washing, and the contaminated cloth after final washing was measured with a self-recording colorimeter (Shimadzu Corporation). Was calculated.
Washing rate (%) = [(reflectance after final cleaning−reflectance after preparation of contaminated cloth) / (reflectance of raw cloth−reflectance after preparation of contaminated cloth) × 100
Table 1 shows the average values for the five contaminated cloths.
[0029]
[Table 1]

[0030]
(note)
Cationized glucose: from Synthesis Example 1. A compound in which a methyl group is bonded to the first position of glucose and two quaternary ammonium cation groups are bonded to any of the 2, 3, 4 and 6 positions. Polyacrylic acid: sodium salt, average molecular weight 10,000
・ AM: Sodium salt of acrylic acid maleic acid (molar ratio 7/3) copolymer, average molecular weight 70,000
・ LAS: long-chain alkyl (C ₁₂ ) benzenesulfonic acid sodium salt ・ SFE: α-sulfo fatty acid methyl ester sodium salt ・ AS: alkyl (C ₁₂ ) sulfate sodium salt ・ AE: polyoxyethylene (6 mol) alkyl ( C ₁₂ ) ether / LB: alkyl (C ₁₂ ) dimethyl betaine / zeolite: crystalline aluminosilicate, M ₂ O · Al ₂ O ₃ · 2SiO ₂ · 2H ₂ O, average particle size 2 μm, ion exchange capacity 290CaCO ₃ mg / g
・ Common component: 0.5% by weight of fluorescent component, sabinase 12.0 Ttype W (manufactured by Novo Nordisk), KAC-500G (manufactured by Kao Corporation), Termamyl 60T (manufactured by Novo Nordisk) are mixed at a ratio of 2: 1: 1. The enzyme component was 2.0% by weight and mirabilite, and the amount of the entire composition was adjusted to 100% by weight with mirabilite.

Claims (8)

A soil release agent comprising a cationic compound represented by the following general formula (1).

(In the formula, R ¹ is an alkyl group selected from a methyl group and an ethyl group , G is a monosaccharide unit, R ² is an alkylene group having 1 to 22 carbon atoms which may be substituted with a hydroxyl group, R ³ , R ⁴ and R ⁵ are each independently an alkyl group having 1 to 6 carbon atoms which may be substituted with a hydroxyl group, n is a number of 1 to 4 and X is an anion. .)   The soil release agent according to claim 1, wherein the monosaccharide unit G is hexose or pentose. A cleaning composition containing 0.01 to 50% by weight of a cationic compound represented by the following general formula (1).

(In the formula, R ¹ is an alkyl group selected from a methyl group and an ethyl group , G is a monosaccharide unit, R ² is an alkylene group having 1 to 22 carbon atoms which may be substituted with a hydroxyl group, R ³ , R ⁴ and R ⁵ are each independently an alkyl group having 1 to 6 carbon atoms which may be substituted with a hydroxyl group, n is a number of 1 to 4 and X is an anion. .)   The detergent composition according to claim 3, wherein the monosaccharide unit G is hexose or pentose.   The cleaning composition of Claim 3 or 4 containing 0.1-40 weight% of surfactant.   The cleaning composition according to claim 3 or 4, comprising 0.01 to 50% by weight of a polycarboxylic acid compound.   The cleaning composition of Claim 3 or 4 containing 0.01 to 15 weight% of sulfites. The cleaning composition according to any one of claims 3 to 7, which is used for washing.