JPH0254398B2 - - Google Patents
Info
- Publication number
- JPH0254398B2 JPH0254398B2 JP12074882A JP12074882A JPH0254398B2 JP H0254398 B2 JPH0254398 B2 JP H0254398B2 JP 12074882 A JP12074882 A JP 12074882A JP 12074882 A JP12074882 A JP 12074882A JP H0254398 B2 JPH0254398 B2 JP H0254398B2
- Authority
- JP
- Japan
- Prior art keywords
- salt
- composition
- component
- substituted
- salts
- 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
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- -1 alkali metal salt Chemical class 0.000 claims description 14
- 125000002252 acyl group Chemical group 0.000 claims description 6
- 150000003863 ammonium salts Chemical class 0.000 claims description 6
- 229910052783 alkali metal Inorganic materials 0.000 claims description 5
- 239000007864 aqueous solution Substances 0.000 claims description 5
- 125000004432 carbon atom Chemical group C* 0.000 claims description 5
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical group [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 claims description 4
- 229910052784 alkaline earth metal Inorganic materials 0.000 claims description 4
- 150000001413 amino acids Chemical class 0.000 claims description 4
- QGZKDVFQNNGYKY-UHFFFAOYSA-O ammonium group Chemical group [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 claims description 4
- 229910052749 magnesium Inorganic materials 0.000 claims description 4
- 239000011777 magnesium Substances 0.000 claims description 4
- 125000000217 alkyl group Chemical group 0.000 claims description 3
- 239000000203 mixture Substances 0.000 description 23
- 238000004140 cleaning Methods 0.000 description 17
- 235000014113 dietary fatty acids Nutrition 0.000 description 14
- 239000000194 fatty acid Substances 0.000 description 14
- 229930195729 fatty acid Natural products 0.000 description 14
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 7
- 229910052799 carbon Inorganic materials 0.000 description 5
- 239000003921 oil Substances 0.000 description 5
- 235000019198 oils Nutrition 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
- 150000004665 fatty acids Chemical class 0.000 description 4
- 239000011521 glass Substances 0.000 description 4
- 150000003839 salts Chemical class 0.000 description 3
- 235000019482 Palm oil Nutrition 0.000 description 2
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 239000013543 active substance Substances 0.000 description 2
- 235000015278 beef Nutrition 0.000 description 2
- 239000003599 detergent Substances 0.000 description 2
- 238000005187 foaming Methods 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 159000000003 magnesium salts Chemical class 0.000 description 2
- 239000002540 palm oil Substances 0.000 description 2
- FSYKKLYZXJSNPZ-UHFFFAOYSA-N sarcosine Chemical compound C[NH2+]CC([O-])=O FSYKKLYZXJSNPZ-UHFFFAOYSA-N 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- 230000002195 synergetic effect Effects 0.000 description 2
- 239000003760 tallow Substances 0.000 description 2
- 238000005406 washing Methods 0.000 description 2
- MTJZWYHTZFVEGI-INIZCTEOSA-N (2s)-2-(tetradecanoylamino)pentanedioic acid Chemical compound CCCCCCCCCCCCCC(=O)N[C@H](C(O)=O)CCC(O)=O MTJZWYHTZFVEGI-INIZCTEOSA-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
- UNWFFCPRJXMCNV-UHFFFAOYSA-N 3-[dodecanoyl(methyl)amino]propanoic acid Chemical compound CCCCCCCCCCCC(=O)N(C)CCC(O)=O UNWFFCPRJXMCNV-UHFFFAOYSA-N 0.000 description 1
- QDHHCQZDFGDHMP-UHFFFAOYSA-N Chloramine Chemical class ClN QDHHCQZDFGDHMP-UHFFFAOYSA-N 0.000 description 1
- QXNVGIXVLWOKEQ-UHFFFAOYSA-N Disodium Chemical class [Na][Na] QXNVGIXVLWOKEQ-UHFFFAOYSA-N 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 238000007605 air drying Methods 0.000 description 1
- 150000001340 alkali metals Chemical group 0.000 description 1
- 229940000635 beta-alanine Drugs 0.000 description 1
- 239000000872 buffer Substances 0.000 description 1
- 150000001768 cations Chemical class 0.000 description 1
- 239000012459 cleaning agent Substances 0.000 description 1
- 238000011109 contamination Methods 0.000 description 1
- KCIDZIIHRGYJAE-YGFYJFDDSA-L dipotassium;[(2r,3r,4s,5r,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] phosphate Chemical class [K+].[K+].OC[C@H]1O[C@H](OP([O-])([O-])=O)[C@H](O)[C@@H](O)[C@H]1O KCIDZIIHRGYJAE-YGFYJFDDSA-L 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 150000002681 magnesium compounds Chemical class 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 230000003472 neutralizing effect Effects 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 159000000000 sodium salts Chemical class 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
- 239000000126 substance Substances 0.000 description 1
- 125000000542 sulfonic acid group Chemical group 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Landscapes
- Detergent Compositions (AREA)
Description
本発明はα―スルホ脂肪酸ジ塩とアシル化アミ
ノ酸塩を必須成分とする、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、α―スルホ脂肪酸ジ塩については、その
ジナトリウム塩やジカリウム塩は水に実質的に不
溶であつて、洗浄力及び起泡力をほとんど示さな
いという欠点を有していることが知られている。
したがつて、このα―スルホ脂肪酸ジ塩を洗浄
剤成分として用いる場合、起泡力を高めるため
に、例えば有機両性電解質との併用（特開昭49−
071003号公報）などの方法が提案されている。
本発明者らは、α―スルホ脂肪酸ジ塩を含有す
る洗浄性能の優れた組成物を得るべく鋭意検討を
重ねた結果、α―スルホ脂肪酸のマグネシウム塩
又は置換若しくは未置換のジアンモニウム塩と、
特定のアシル基を有するアシル化アミノ酸のアル
カリ金属塩、アルカリ土類金属塩、又は置換若し
くは未置換のアンモニウム塩とを所定の割合で含
有し、かつ特定範囲の洗浄液PHを有する組成物
が、その目的を達成しうることを見出し、この知
見に基づいて本発明を完成するに至つた。
すなわち、本発明は、(A)一般式
（式中のＲは炭素数12〜16のアルキル基、Ｍ及び
M′はマグネシウム又は置換若しくは未置換のア
ンモニウム基であつて、Ｍ及びM′はたがいに同
一であつても、また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)平均
炭素数10〜16のアシル基を有するアシル化アミノ
酸のアルカリ金属塩、アルカリ土類金属塩、又は
置換若しくは未置換のアンモニウム塩を含有し、
(A)成分と(B)成分との重量比が75：25ないし35：65
であり、かつ水溶液のPHが5.0〜7.5であることを
特徴とする洗浄剤組成物を提供するものである。
本発明の組成物において(A)成分として用いるα
―スルホ脂肪酸ジ塩は、一般式
で示される構造を有しており、式中のＲは炭素数
12〜16のアルキル基、Ｍ及びM′はマグネシウム
又は置換若しくは未置換のアンモニウム基であつ
て、Ｍ及びM′はたがいに同一であつても、また
異なつていてもよい。
このようなものとしては、例えば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・ジ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
シウム塩及びこれらの混合物などが挙げられる。
このα―スルホ脂肪酸ジ塩においては、前記の
式（）におけるＲが炭素数12未満や16を超える
ものは洗浄能力が極端に劣化し、またＭ及び
M′が前記以外のカチオンである場合は洗浄洗能
を示さない。
前記のα―スルホ脂肪酸ジ塩は、全炭素数14〜
18の脂肪酸を無水硫酸でスルホン化してα位にス
ルホン酸基を導入し、次いでマグネシウム化合物
又は置換若しくは未置換のアンモニウムで中和す
ることによつて製造される。
次に本発明の組成物において(B)成分として用い
るアシル化アミノ塩酸は、平均炭素数10〜16のア
シル基を有するアシル化アミノ酸のアルカリ金属
塩、アルカリ土類金属塩、又は置換若しくは未置
換のアンモニウム塩であつて、一般式
又は
（式中のR1
The present invention relates to a detergent composition with excellent cleaning performance, which contains an α-sulfo fatty acid di-salt and an acylated amino acid salt as essential components. Conventionally, it has been known that α-sulfo fatty acid di-salts have the disadvantage that their disodium salts and dipotassium salts are substantially insoluble in water and exhibit almost no detergency or foaming power. ing. Therefore, when using this α-sulfo fatty acid di-salt as a cleaning agent component, it is necessary to use it in combination with an organic ampholyte, for example, in order to increase the foaming power.
071003) and other methods have been proposed. The present inventors have conducted intensive studies to obtain a composition containing an α-sulfo fatty acid di-salt with excellent cleaning performance.
A composition containing an alkali metal salt, an alkaline earth metal salt, or a substituted or unsubstituted ammonium salt of an acylated amino acid having a specific acyl group in a predetermined ratio, and having a cleaning liquid PH in a specific range, The inventors have discovered that the object can be achieved, and have completed the present invention based on this knowledge. That is, the present invention provides (A) general formula (R in the formula is an alkyl group having 12 to 16 carbon atoms, M and
M' is magnesium or a substituted or unsubstituted ammonium group, and M and M' may be the same or different. ) contains an alkali metal salt, alkaline earth metal salt, or substituted or unsubstituted ammonium salt of an acylated amino acid having an acyl group having an average carbon number of 10 to 16;
The weight ratio of component (A) to component (B) is 75:25 to 35:65
The present invention provides a cleaning composition characterized in that the pH of the aqueous solution is 5.0 to 7.5. α used as component (A) in the composition of the present invention
-Sulfo fatty acid di-salt has the general formula It has a structure shown in the formula, where R is the number of carbon atoms.
The 12 to 16 alkyl groups, M and M' are magnesium or substituted or unsubstituted ammonium groups, and M and M' may be the same or different. Examples of such substances include α-sulfomiristic acid, α-sulfopalmitic acid, α-sulfostearic acid, α-sulfohated beef tallow fatty acid, α-
- Magnesium salts such as sulfohated palm oil fatty acids, diammonium salts, dimonoethanolamine salts, di-diethanolamine salts, ditriethanolamine salts, triethanolamine, 1/2 magnesium salts, and mixtures thereof. In this α-sulfo fatty acid di-salt, if R in the above formula () has less than 12 carbon atoms or more than 16 carbon atoms, the cleaning ability will be extremely deteriorated, and M and
When M' is a cation other than the above, no cleaning ability is exhibited. The above α-sulfo fatty acid di-salt has a total carbon number of 14 to
It is produced by sulfonating No. 18 fatty acids with anhydrous sulfuric acid to introduce a sulfonic acid group at the α-position, and then neutralizing with a magnesium compound or substituted or unsubstituted ammonium. Next, the acylated amino hydrochloric acid used as component (B) in the composition of the present invention is an alkali metal salt, an alkaline earth metal salt, or a substituted or unsubstituted acylated amino acid having an acyl group having an average carbon number of 10 to 16. is an ammonium salt of the general formula or (R 1 in the formula
【式】は平均炭素数10〜16の飽和又
は不飽和のアシル基、ｎは１又は２、Ｘはアルカ
リ金属、マグネシウム又は置換若しくは未置換の
アンモニウム基である）
で表わされる化合物が好適に用いられる。
このようなものの例としては、Ｎ―ラウロイル
―Ｎ―メチル―β―アラニン、Ｎ―ココイル―Ｎ
―メチル―β―アラニン、Ｎ―ミリストイル―Ｎ
―メチル―β―アラニン、Ｎ―ココイル―ザルコ
シン、Ｎ―ミリストイル―グルタミン酸のナトリ
ウム塩、マグネシウム塩、アンモニウム塩、トリ
エタノールアミン塩などを挙げることができる。
このアシル化アミノ酸塩におけるアシル基の平
均炭素数が前記の範囲外のものは、(A)成分のα―
スルホ脂肪酸ジ塩と併用しても優れた洗浄力を発
揮しない。
本発明の組成物においては、(A)成分と(B)成分と
の重量比が75：25ないし35：65の範囲内にあり、
かつその水溶液のPHが5.0〜7.5の範囲内にあるこ
とが必要であり、これらの範囲を外れると(A)成分
と(B)成分との相乗効果は認められず、良好な洗浄
力を示さない。
また、本発明の組成物においては、前記の必須
成分以外に、所望に応じ、洗浄剤組成物に通常用
いられている各種添加剤を用いることもできる。
本発明の洗浄剤組成物は、α―スルホ脂肪酸ジ
塩とアシル化アシノ酸塩とを特定の割合で含有す
ることにより、特定のPH範囲において相乗効果が
発揮され、優れた洗浄力を示す。
次に実施例によつて本発明をさらに詳細に説明
する。
なお、実施例及び比較例における洗浄剤組成物
の洗浄力は以下のようにして評価した。
すなわち、局方大豆油とクリスコそれぞれ10ｇ
ずつをクロロホルム60ml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。この溶液中にガラスプレートを浸漬して
汚染させたのち、25℃で30分間以上風乾してクロ
ロホルムを除去し、汚染片を作成する（汚垢量20
〜23mg／枚）。この汚染片６枚を25℃、700mlの洗
液中において、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
浄後の油除去率を次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、比較例１
α―スルホ硬化牛脂脂肪酸ジ・トリエタノール
アミン塩とC12アシル化ザルコシネートNaとの重
量組成を変えた組成物について、活性剤濃度
0.075％水溶液（PH7.0）を用いて油汚れ洗浄力を
評価した。その結果を各成分の重量組成とともに
第１表に示す。
また、比較のために、本発明組成物以外の組成
物についても同様に洗浄力を評価し、その結果を
各成分の重量組成とともに第２表に示す。[Formula] is a saturated or unsaturated acyl group having an average carbon number of 10 to 16, n is 1 or 2, and X is an alkali metal, magnesium, or a substituted or unsubstituted ammonium group) is preferably used. It will be done. Examples of such are N-lauroyl-N-methyl-β-alanine, N-cocoyl-N
-Methyl-β-alanine, N-myristoyl-N
Examples include sodium salts, magnesium salts, ammonium salts, and triethanolamine salts of -methyl-β-alanine, N-cocoyl-sarcosine, and N-myristoyl-glutamic acid. If the average carbon number of the acyl group in this acylated amino acid salt is outside the above range, the α-
It does not exhibit excellent cleaning power even when used in combination with sulfo fatty acid di-salt. In the composition of the present invention, the weight ratio of component (A) to component (B) is within the range of 75:25 to 35:65,
It is also necessary for the pH of the aqueous solution to be within the range of 5.0 to 7.5; if it is outside of this range, no synergistic effect between components (A) and (B) will be observed, and good cleaning power will not be exhibited. do not have. Moreover, in the composition of the present invention, in addition to the above-mentioned essential components, various additives commonly used in cleaning compositions can also be used as desired. The detergent composition of the present invention exhibits a synergistic effect in a specific PH range by containing α-sulfofatty acid di-salt and acylated acinoate in a specific ratio, and exhibits excellent detergency. Next, the present invention will be explained in more detail with reference to Examples. The cleaning power of the cleaning compositions in Examples and Comparative Examples was evaluated as follows. i.e. 10g each of pharmacopoeial soybean oil and Crisco.
After dissolving each in 60 ml of chloroform, add 0.1 g of oil red and mix well to prepare a stain solution. After immersing a glass plate in this solution to contaminate it, air dry it at 25°C for at least 30 minutes to remove the chloroform and create a contaminated piece (amount of dirt is 20
~23mg/piece). The six contaminated pieces were washed in 700 ml of washing liquid at 25°C by stirring at a rotational 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 ) × 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 Example 1, Comparative Example 1 The active agent concentration was determined for compositions in which the weight composition of α-sulfohydrogenated beef tallow fatty acid di-triethanolamine salt and C 12 acylated sarcosinate Na was changed.
Oil stain cleaning power was evaluated using a 0.075% aqueous solution (PH7.0). The results are shown in Table 1 along with the weight composition of each component. For comparison, the detergency of compositions other than the composition of the present invention was similarly evaluated, and the results are shown in Table 2 along with the weight composition of each component.
【表】【table】
【表】
実施例２、比較例２
各種炭素鎖長のα―スルホ脂肪酸（α―SF）
ジ・ジエタノールアミン塩と各種炭素鎖長のアシ
ル化メチルアラニンモノエタノールアミン塩との
重量比が60／40の組成物について、実施例１と同
じ条件で油汚れ洗浄力を評価した。その結果を、
比較のために本発明組成物以外の組成物の評価と
合わせて第３表に示す。[Table] Example 2, Comparative Example 2 α-sulfo fatty acids (α-SF) with various carbon chain lengths
The oil stain cleaning power of a composition in which the weight ratio of di-diethanolamine salt and acylated methylalanine monoethanolamine salt of various carbon chain lengths was 60/40 was evaluated under the same conditions as in Example 1. The result is
For comparison, the results are shown in Table 3 together with evaluations of compositions other than the composition of the present invention.
【表】
実施例３、比較例３
第４表に示すようなα―スルホ硬化パーム油脂
肪酸塩とアシル化アミノ酸塩の組成物について、
活性剤濃度0.075％水溶液を用いて油汚れ洗浄力
を評価した。その結果を第４表に示す。[Table] Example 3, Comparative Example 3 Regarding the composition of α-sulfohated palm oil fatty acid salt and acylated amino acid salt as shown in Table 4,
The oil stain cleaning power was evaluated using an aqueous solution with an active agent concentration of 0.075%. The results are shown in Table 4.
Claims (1)
M′はマグネシウム又は置換若しくは未置換のア
ンモニウム基であつて、Ｍ及びM′はたがいに同
一であつても、また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)平均炭素数
10〜16のアシル基を有するアシル化アミノ酸のア
ルカリ金属塩、アルカリ土類金属塩、又は置換若
しくは未置換のアンモニウム塩を含有し、(A)成分
と(B)成分との重量比が75：25ないし35：65であ
り、かつ水溶液のPHが5.0〜7.5であることを特徴
とする洗浄剤組成物。[Claims] 1 (A) General formula (R in the formula is an alkyl group having 12 to 16 carbon atoms, M and
M' is magnesium or a substituted or unsubstituted ammonium group, and M and M' may be the same or different), and (B ) average number of carbons
Contains an alkali metal salt, alkaline earth metal salt, or substituted or unsubstituted ammonium salt of an acylated amino acid having 10 to 16 acyl groups, and the weight ratio of component (A) to component (B) is 75: 25 to 35:65, and the pH of the aqueous solution is 5.0 to 7.5.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP12074882A JPS5911400A (en) | 1982-07-12 | 1982-07-12 | Detergent composition |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP12074882A JPS5911400A (en) | 1982-07-12 | 1982-07-12 | Detergent composition |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS5911400A JPS5911400A (en) | 1984-01-20 |
| JPH0254398B2 true JPH0254398B2 (en) | 1990-11-21 |
Family
ID=14794004
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP12074882A Granted JPS5911400A (en) | 1982-07-12 | 1982-07-12 | Detergent composition |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS5911400A (en) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH0650514U (en) * | 1992-12-22 | 1994-07-12 | 吉田工業株式会社 | Slider slider pull tab connector and clamp stopper |
-
1982
- 1982-07-12 JP JP12074882A patent/JPS5911400A/en active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| JPS5911400A (en) | 1984-01-20 |
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