JPH0257599B2 - - Google Patents
Info
- Publication number
- JPH0257599B2 JPH0257599B2 JP13895482A JP13895482A JPH0257599B2 JP H0257599 B2 JPH0257599 B2 JP H0257599B2 JP 13895482 A JP13895482 A JP 13895482A JP 13895482 A JP13895482 A JP 13895482A JP H0257599 B2 JPH0257599 B2 JP H0257599B2
- Authority
- JP
- Japan
- Prior art keywords
- cleaning
- composition
- fatty acid
- group
- 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
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- 238000004140 cleaning Methods 0.000 claims description 29
- 239000000203 mixture Substances 0.000 claims description 23
- 235000014113 dietary fatty acids Nutrition 0.000 claims description 15
- 229930195729 fatty acid Natural products 0.000 claims description 15
- 239000000194 fatty acid Substances 0.000 claims description 15
- 125000004432 carbon atom Chemical group C* 0.000 claims description 7
- 125000000217 alkyl group Chemical group 0.000 claims description 5
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 claims description 4
- 150000001768 cations Chemical class 0.000 claims description 4
- 239000011777 magnesium Substances 0.000 claims description 4
- 229910052749 magnesium Inorganic materials 0.000 claims description 4
- QGZKDVFQNNGYKY-UHFFFAOYSA-O ammonium group Chemical group [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 claims description 3
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 2
- 150000003839 salts Chemical class 0.000 description 8
- 239000004094 surface-active agent Substances 0.000 description 7
- 239000007864 aqueous solution Substances 0.000 description 6
- 239000003921 oil Substances 0.000 description 6
- 235000019198 oils Nutrition 0.000 description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 6
- 239000003599 detergent Substances 0.000 description 5
- 150000004665 fatty acids Chemical class 0.000 description 5
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 4
- 230000000052 comparative effect Effects 0.000 description 4
- 239000011521 glass Substances 0.000 description 4
- 150000003512 tertiary amines Chemical class 0.000 description 4
- 239000002253 acid Substances 0.000 description 3
- 238000011156 evaluation Methods 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- 239000003760 tallow Substances 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- 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 2
- 235000015278 beef Nutrition 0.000 description 2
- 239000012459 cleaning agent Substances 0.000 description 2
- 238000005187 foaming Methods 0.000 description 2
- 159000000003 magnesium salts Chemical class 0.000 description 2
- 229910052708 sodium Inorganic materials 0.000 description 2
- 239000011734 sodium Substances 0.000 description 2
- -1 sodium and potassium Chemical class 0.000 description 2
- 238000010998 test method Methods 0.000 description 2
- 238000005406 washing Methods 0.000 description 2
- MRTWZIXSCCETHN-UHFFFAOYSA-N 2-sulfododecanoic acid Chemical compound CCCCCCCCCCC(C(O)=O)S(O)(=O)=O MRTWZIXSCCETHN-UHFFFAOYSA-N 0.000 description 1
- CJAJEZSCULAKCB-UHFFFAOYSA-N 2-sulfohexadecanoic acid Chemical compound CCCCCCCCCCCCCCC(C(O)=O)S(O)(=O)=O CJAJEZSCULAKCB-UHFFFAOYSA-N 0.000 description 1
- XQITUXIEASXIMZ-UHFFFAOYSA-N 2-sulfooctadecanoic acid Chemical compound CCCCCCCCCCCCCCCCC(C(O)=O)S(O)(=O)=O XQITUXIEASXIMZ-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 235000019482 Palm oil Nutrition 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 1
- 238000007605 air drying Methods 0.000 description 1
- 150000003973 alkyl amines Chemical class 0.000 description 1
- 150000003863 ammonium salts Chemical class 0.000 description 1
- 150000001450 anions Chemical class 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 238000011109 contamination Methods 0.000 description 1
- SYELZBGXAIXKHU-UHFFFAOYSA-N dodecyldimethylamine N-oxide Chemical compound CCCCCCCCCCCC[N+](C)(C)[O-] SYELZBGXAIXKHU-UHFFFAOYSA-N 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- YWXYYJSYQOXTPL-SLPGGIOYSA-N isosorbide mononitrate Chemical group [O-][N+](=O)O[C@@H]1CO[C@@H]2[C@@H](O)CO[C@@H]21 YWXYYJSYQOXTPL-SLPGGIOYSA-N 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- ONHFWHCMZAJCFB-UHFFFAOYSA-N myristamine oxide Chemical compound CCCCCCCCCCCCCC[N+](C)(C)[O-] ONHFWHCMZAJCFB-UHFFFAOYSA-N 0.000 description 1
- 230000003472 neutralizing effect Effects 0.000 description 1
- 239000002540 palm oil Substances 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 239000002689 soil Substances 0.000 description 1
- 239000003549 soybean oil Substances 0.000 description 1
- 235000012424 soybean oil Nutrition 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 125000000542 sulfonic acid group Chemical group 0.000 description 1
- 230000002195 synergetic effect Effects 0.000 description 1
Landscapes
- Detergent Compositions (AREA)
Description
本発明は、α−スルホ脂肪酸ジ塩と第三級アミ
ンオキシドを特定の範囲割合で含有せしめて成る
洗浄性能の優れた洗浄剤組成物に関するものであ
る。
従来から、α−スルホ脂肪酸ジアルカリ金属塩
は、温水などでは良好な洗浄力を有し、環境保全
の見地からも望ましい洗浄剤組成物であるが、通
常の水温では難溶で、常温水を用いる洗たくなど
では、著しく低い洗浄力、起泡力しか得られない
ことが知られている。そのため、これとアルキル
ベンゼンスルホン酸ソーダとの併用(特開昭47−
12582号公報)、高級アルコールエトキシレートと
の併用(特開昭47−6276号公報)など、その欠点
を改善する提案がなされていた。しかし、これら
の洗浄剤は、α−スルホ脂肪酸ジ塩の界面活性剤
を発現させる事が出来ず、他にアニオン活性剤等
を含有させて、α−スルホ脂肪酸ジ塩は、ビルダ
ー効果を期待すると言う必ずしも洗浄剤として満
足しうるものとはいえない。
本発明者らは、α−スルホ脂肪酸ジ塩の有する
洗浄性能をさらに向上させ、洗浄力及び起泡力の
優れた洗浄剤組成物を開発すべく鋭意研究を重ね
た結果、α−スルホ脂肪酸の特定の塩と第三級ア
ミンオキシドとを特定の量範囲で組み合わせるこ
とにより、その目的を達成しうることを見出し、
本発明に至つた。
すなわち、本発明は、(A)一般式
(式中、Rは炭素数10〜16のアルキル基であり、
M及びM′にいずれもマグネシウム及び置換され
た又は未置換のアンモニウム基より成る群から選
ばれた水溶性塩を形成するカチオンであつて、そ
れぞれは同一であつても異なつていてもよい)で
表わされるα−スルホ脂肪酸ジ塩、及び(B)一般式
(式中、R1は炭素数12〜14の直鎖状又は分枝状
アルキル基、R2及びR3はいずれもメチル基又は
エチル基を示す)
で表わされる第三級アミンオキシドを、(A)/(B)の
モル比が1.2〜9になる割合で含有させたことを
特徴とする洗浄剤組成物を提供するものである。
本発明組成物に用いられる成分(A)は、前記一般
式()で表わされるα−スルホ脂肪酸ジ塩であ
つて、塩形成カチオンはマグネシウム及び置換さ
れた又は置換されていないアンモニウム基より成
る群から選ばれる水溶性塩である。
一般式()中のRが10未満及び16を超える場
合には、組成物の洗浄性能が極端に劣化するので
好ましくない。また、式中のM、M′が他のカチ
オン、例えばナトリウム、カリウムなどの塩類の
場合にも同様に組成物の洗浄性能が劣るので不都
合である。好ましいRの炭素数は12〜14である。
このような成分(A)としては、例えばα−スルホ
ラウリン酸、α−スルホミリスチン酸、α−スル
ホパルミチン酸、α−スルホステアリン酸、α−
スルホ硬化牛脂脂肪酸、α−スルホ硬化パーム油
脂肪酸などの酸マグネシウム塩、ジアンモニウム
塩、ジモノエタノールアミン塩、ジトリエタノー
ルアミン塩、トリエタノールアミン・1/2マグネ
シウム塩などを挙げることができる。これらは単
独で用いてもよいし、2種以上を組み合わせて用
いることができる。
成分(A)のジ塩は、例えば所定の脂肪酸をSO3ガ
スでスルホン化し、α位にスルホン酸基を導入
し、最後にマグネシウム化合物−置換又は未置換
のアンモニウムで中和する方法により容易に製造
することができる。
本発明の組成物に用いる前記一般式()で表
わされる成分(B)の第三級アミンオキシドは、モノ
長鎖アルキル−ジ短鎖アルキルアミンオキシドで
ある。式()中の長鎖アルキル基R1は炭素数
12〜14であることが必要であつて、これは直鎖状
であつても分枝鎖状であつてもよい。R1の炭素
数が12未満では洗浄性能が劣り、14を超えると洗
浄性能が低下するばかりでなく、水に対する溶解
性が低下し白濁するなどの望ましくない現象が生
ずるので好ましくない。
又、R2、R3がC2を越えると(A)成分と組合せる
と白濁するなどの現象を起こし、更に洗浄性能も
劣化する。
このような成分(B)に包含される第三級アミンオ
キシドは1種のみで用いてもよいし、2種以上を
併用することもできる。
本発明の洗浄剤組成物は、上記成分(A)と成分(B)
とを組も合わせて含有し、かつその含有割合が
(A)/(B)のモル比で1.2〜9の範囲になるように調
製される。
成分(B)1モルに対し、成分(A)が9モルを超えた
場合及び1.2モル未満の組成物では、その洗浄性
能が急激に低下するが、成分(A)が1.2〜9モルの
範囲の組成物は、両成分は相乗効果により顕著に
増大した洗浄力を示し、従来知られたα−スルホ
脂肪酸ジ塩系洗浄剤組成物に比べはるかに優れた
洗浄性能を有する。
このように、本発明の洗浄剤組成物は、洗浄成
分として、α−スルホ脂肪酸ジ塩を含有する従来
の洗浄剤ではとうてい得られなかつた常温水にお
ける優れた洗浄性能を有し、実用上極めて望まし
いものである。
以下、実施例により本発明をさらに詳細に説明
するが、本発明はこれら実施例に制約されるもの
ではない。
なお、実施例中の洗浄力の評価は、次の試験法
に従つて測定算出した。
洗浄力試験
日本薬局方に規定された大豆油と牛脂各10gを
60mlのクロロホルムに溶解したのち、オイルレツ
ド0.1gを加えてよく混合し、汚垢溶液を調製す
る。この溶液にガラスプレートを浸して汚染し、
25℃の温度で30分以上風乾してクロロホルムを除
去し、汚垢片を作成する(汚垢量20〜233mg/
枚)。この汚染片6枚を25℃、700mlの洗浄剤液中
で250rpmの回転速度で3分間かきまぜて洗浄し
たのち、風乾して重量を測定し、洗浄後の油除去
率の下記の式により算出して洗浄力とした。
洗浄力(%)=(1−W2−W0/W1−W0)×100
W0:ガラスプレートの重量
W1:汚染後のガラスプレートの重量
W2:洗浄風乾後のガラスプレートの重量
実施例1〜3及び比較例1〜4
α−スルホパルミチン酸ジモノエタノールアミ
ン{α、SF(R=c14)-2MEA、NW458}とミリ
スチルジメチルアミンオキシド(MW257)を用
い、両成分の混合モル比を変化させた組成物を調
製し、さらに各組成物の別個の水に添加して界面
活性剤濃度が0.05重量%となるようにそれぞれの
水溶液を調製した。このように調製した水溶液を
用いて、それぞれの油汚れ洗浄力を上記試験法に
従つて測定し評価した。各組成物の構成成分及び
それらの洗浄力を第1表にまとめて示す。
TECHNICAL FIELD The present invention relates to a cleaning composition having excellent cleaning performance and containing an α-sulfo fatty acid di-salt and a tertiary amine oxide in a specific range of proportions. Conventionally, alpha-sulfo fatty acid dialkali metal salts have good detergency in hot water and are desirable detergent compositions from the standpoint of environmental conservation, but they are poorly soluble at normal water temperatures and cannot be used with room temperature water. It is known that when washing, etc., only extremely low cleaning power and foaming power can be obtained. Therefore, the combination of this and sodium alkylbenzenesulfonate (Unexamined Japanese Patent Publication No. 47-1989)
Proposals have been made to improve these drawbacks, such as the use of alcohol in combination with higher alcohol ethoxylates (Japanese Unexamined Patent Publication No. 47-6276). However, these detergents cannot express the surfactant of α-sulfo fatty acid di-salt, and if anion surfactants are added, α-sulfo fatty acid di-salt is expected to have a builder effect. However, it cannot necessarily be said that it is a satisfactory cleaning agent. The present inventors have conducted intensive research to further improve the cleaning performance of α-sulfo fatty acid di-salts and to develop a detergent composition with excellent detergency and foaming power. We have discovered that this objective can be achieved by combining a specific salt and a tertiary amine oxide in a specific amount range,
This led to the present invention. That is, the present invention provides (A) general formula (In the formula, R is an alkyl group having 10 to 16 carbon atoms,
M and M' are both cations that form water-soluble salts selected from the group consisting of magnesium and substituted or unsubstituted ammonium groups, and each may be the same or different) α-sulfo fatty acid di-salt represented by and (B) general formula (In the formula, R 1 is a linear or branched alkyl group having 12 to 14 carbon atoms, and R 2 and R 3 are both a methyl group or an ethyl group.) The present invention provides a cleaning composition characterized in that it contains A)/(B) in a molar ratio of 1.2 to 9. Component (A) used in the composition of the present invention is an α-sulfo fatty acid di-salt represented by the general formula (), in which the salt-forming cation is a group consisting of magnesium and substituted or unsubstituted ammonium groups. A water-soluble salt selected from If R in the general formula () is less than 10 or more than 16, the cleaning performance of the composition will be extremely deteriorated, which is not preferred. Furthermore, it is also disadvantageous when M and M' in the formula are other cations, such as salts such as sodium and potassium, since the cleaning performance of the composition is similarly inferior. Preferably, R has 12 to 14 carbon atoms. Examples of such component (A) include α-sulfolauric acid, α-sulfomiristic acid, α-sulfopalmitic acid, α-sulfostearic acid, α-
Examples include acid magnesium salts, diammonium salts, dimonoethanolamine salts, ditriethanolamine salts, triethanolamine 1/2 magnesium salts, etc. of sulfohydrogenated tallow fatty acids and α-sulfohydrogenated palm oil fatty acids. These may be used alone or in combination of two or more. The di-salt of component (A) can be easily produced by, for example, sulfonating a given fatty acid with SO 3 gas, introducing a sulfonic acid group into the α-position, and finally neutralizing it with a magnesium compound-substituted or unsubstituted ammonium. can be manufactured. The tertiary amine oxide of component (B) represented by the general formula () used in the composition of the present invention is a mono-long chain alkyl-di-short chain alkyl amine oxide. Long chain alkyl group R 1 in formula () is the number of carbon atoms
It is necessary that the number is 12 to 14, and it may be linear or branched. If the number of carbon atoms in R 1 is less than 12, the cleaning performance will be poor, and if it exceeds 14, the cleaning performance will not only decrease, but also the solubility in water will decrease and undesirable phenomena such as cloudiness will occur, which is not preferred. Furthermore, when R 2 and R 3 exceed C 2 , a phenomenon such as clouding occurs when combined with component (A), and cleaning performance also deteriorates. The tertiary amine oxide included in component (B) may be used alone or in combination of two or more. The cleaning composition of the present invention comprises the above component (A) and component (B).
It also contains a combination of and the content ratio is
It is prepared so that the molar ratio of (A)/(B) is in the range of 1.2 to 9. If component (A) exceeds 9 moles or is less than 1.2 moles relative to 1 mole of component (B), the cleaning performance will drop sharply, but in the range of 1.2 to 9 moles of component (A). The composition exhibits significantly increased cleaning power due to the synergistic effect of both components, and has far superior cleaning performance compared to conventional α-sulfo fatty acid di-salt cleaning compositions. As described above, the cleaning composition of the present invention has excellent cleaning performance in room temperature water, which could not be obtained with conventional cleaning agents containing α-sulfo fatty acid di-salt as a cleaning component, and is extremely effective in practical use. It is desirable. EXAMPLES Hereinafter, the present invention will be explained in more detail with reference to Examples, but the present invention is not limited to these Examples. In addition, the evaluation of detergency in the examples was measured and calculated according to the following test method. Cleaning power test: 10g each of soybean oil and beef tallow specified in the Japanese Pharmacopoeia.
After dissolving in 60 ml of chloroform, add 0.1 g of oil red and mix well to prepare a stain solution. Dip a glass plate in this solution to contaminate it,
Air-dry for at least 30 minutes at a temperature of 25℃ to remove chloroform and create dirt pieces (soil amount 20-233mg/
Sheet). The six contaminated pieces were washed at 25°C by stirring in 700 ml of detergent solution at a rotation speed of 250 rpm for 3 minutes, air-dried, weighed, and the oil removal rate after washing was calculated using the following formula. It has cleaning power. Cleaning power (%) = (1 - W 2 - W 0 / W 1 - W 0 ) x 100 W 0 : Weight of glass plate W 1 : Weight of glass plate after contamination W 2 : Weight of glass plate after cleaning and air drying Weight Examples 1 to 3 and Comparative Examples 1 to 4 Using α-sulfopalmitic acid dimonoethanolamine {α, SF (R=c 14 ) -2 MEA, NW458} and myristyldimethylamine oxide (MW257), both components Compositions were prepared with varying mixing molar ratios, and each composition was added to separate water to prepare an aqueous solution of the surfactant at a surfactant concentration of 0.05% by weight. Using the aqueous solutions prepared in this way, the cleaning power of each oil stain was measured and evaluated according to the above test method. The components of each composition and their detergency are summarized in Table 1.
【表】
上記結果より、本発明の洗浄剤組成物の洗浄力
が相乗的に増大し、優れた洗浄性能を有すること
がわかる。
実施例4〜7及び比較例5〜6
炭素数の異なるα−スルホ脂肪酸ジ−トリエタ
ノールアミン(αSF−DTEA)とラウリルジメチ
ルアミンオキシドをモル比23:1で界面活性剤濃
度0.05wt%水溶液を調製し、これを用いて油汚れ
洗浄力を評価した。
各組成物の構成成分と評価結果を第2表に示
す。[Table] From the above results, it can be seen that the cleaning power of the cleaning composition of the present invention increases synergistically and has excellent cleaning performance. Examples 4 to 7 and Comparative Examples 5 to 6 An aqueous solution of α-sulfofatty acid di-triethanolamine (αSF-DTEA) having different carbon numbers and lauryl dimethylamine oxide at a molar ratio of 23:1 and a surfactant concentration of 0.05 wt% It was prepared and used to evaluate its ability to clean oil stains. The constituent components and evaluation results of each composition are shown in Table 2.
【表】
実施例8〜11及び比較例7〜8
α−スルホヤシ脂肪酸ジアンモニウム(αSF−
DNH4、Mw326)と各種アルキルジメチルアミ
ンオキシドをモル比=1.5/1で界面活性剤濃度
0.05wt%水溶液を調製し、それぞれの洗浄剤水溶
液について油汚れ洗浄力を評価した。
各組成物の成分構成及びそれぞれの評価結果を
第3表に示す。[Table] Examples 8 to 11 and Comparative Examples 7 to 8 α-sulfo palm fatty acid diammonium (αSF-
DNH 4 , Mw326) and various alkyldimethylamine oxides at a molar ratio of 1.5/1 at a surfactant concentration.
A 0.05wt% aqueous solution was prepared, and the oil stain cleaning power of each detergent aqueous solution was evaluated. The component composition of each composition and the respective evaluation results are shown in Table 3.
【表】
実施例12〜15及び比較例9
α−スルホ牛脂脂肪酸の各種ジ塩とC13モノア
ルキルジメチルアミンオキシド(高値率50%)を
モル比9:1で、界面活性剤濃度0.05wt%の水溶
液を調製し、それぞれについて洗浄力試験を行つ
た。各組成物の成分構成と油汚れ洗浄力をまとめ
て第4表に示す。[Table] Examples 12 to 15 and Comparative Example 9 Various di-salts of α-sulfo beef tallow fatty acid and C 13 monoalkyldimethylamine oxide (high value ratio 50%) at a molar ratio of 9:1, surfactant concentration 0.05 wt% Aqueous solutions were prepared and a detergency test was conducted on each. Table 4 summarizes the component composition and oil stain cleaning power of each composition.
Claims (1)
M及びM′はいずれもマグネシウム及び置換され
た又は未置換のアンモニウム基より成る群から選
ばれた水溶性塩を形成するカチオンであつて、そ
れぞれは同一であつても異なつていてもよい)で
表わされるα−スルホ脂肪酸ジ塩、及び (B) 一般式 (式中、R1は炭素数12〜14の直鎖状又は分枝状
アルキル基、R2及びR3はいずれもメチル基又は
エチル基を示す) で表わされる第三級アミンオキシドを、(A)/(B)の
モル比が1.2〜9になる割合で含有させたことを
特徴とする洗浄剤組成物。[Claims] 1(A) General formula (In the formula, R is an alkyl group having 10 to 16 carbon atoms,
M and M' are both water-soluble salt-forming cations selected from the group consisting of magnesium and substituted or unsubstituted ammonium groups, and each may be the same or different.) α-sulfo fatty acid di-salt represented by and (B) general formula (In the formula, R 1 is a linear or branched alkyl group having 12 to 14 carbon atoms, and R 2 and R 3 are both a methyl group or an ethyl group.) A cleaning composition characterized by containing A)/(B) in a molar ratio of 1.2 to 9.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP13895482A JPS5927997A (en) | 1982-08-10 | 1982-08-10 | High detergency detergent composition |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP13895482A JPS5927997A (en) | 1982-08-10 | 1982-08-10 | High detergency detergent composition |
Publications (2)
Publication Number | Publication Date |
---|---|
JPS5927997A JPS5927997A (en) | 1984-02-14 |
JPH0257599B2 true JPH0257599B2 (en) | 1990-12-05 |
Family
ID=15234039
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP13895482A Granted JPS5927997A (en) | 1982-08-10 | 1982-08-10 | High detergency detergent composition |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPS5927997A (en) |
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB2332446A (en) * | 1997-12-20 | 1999-06-23 | Procter & Gamble | Detergent composition comprising a dianionic surfactant |
-
1982
- 1982-08-10 JP JP13895482A patent/JPS5927997A/en active Granted
Also Published As
Publication number | Publication date |
---|---|
JPS5927997A (en) | 1984-02-14 |
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