JPS62199700A - High concentration phosphoric ester liquid composition - Google Patents
High concentration phosphoric ester liquid compositionInfo
- Publication number
- JPS62199700A JPS62199700A JP4111086A JP4111086A JPS62199700A JP S62199700 A JPS62199700 A JP S62199700A JP 4111086 A JP4111086 A JP 4111086A JP 4111086 A JP4111086 A JP 4111086A JP S62199700 A JPS62199700 A JP S62199700A
- Authority
- JP
- Japan
- Prior art keywords
- ratio
- water
- phosphoric acid
- general formula
- liquid composition
- 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.)
- Granted
Links
- 239000000203 mixture Substances 0.000 title claims description 19
- 239000007788 liquid Substances 0.000 title claims description 10
- 150000002148 esters Chemical class 0.000 title description 2
- 239000000126 substance Substances 0.000 claims description 12
- 150000003014 phosphoric acid esters Chemical class 0.000 claims description 11
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 claims description 9
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 8
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 claims description 6
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 6
- 125000004432 carbon atom Chemical group C* 0.000 claims description 5
- 229930195734 saturated hydrocarbon Natural products 0.000 claims description 4
- 239000002202 Polyethylene glycol Substances 0.000 claims description 3
- 150000005690 diesters Chemical class 0.000 claims description 3
- 229920001223 polyethylene glycol Polymers 0.000 claims description 3
- 229920006395 saturated elastomer Polymers 0.000 claims description 3
- 229930195735 unsaturated hydrocarbon Natural products 0.000 claims description 3
- 125000001183 hydrocarbyl group Chemical group 0.000 claims 1
- -1 phosphate ester Chemical class 0.000 description 8
- 229910019142 PO4 Inorganic materials 0.000 description 6
- 239000010452 phosphate Substances 0.000 description 6
- 239000004094 surface-active agent Substances 0.000 description 4
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 3
- 239000000843 powder Substances 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- 150000002430 hydrocarbons Chemical group 0.000 description 2
- 239000000178 monomer Substances 0.000 description 2
- 238000004806 packaging method and process Methods 0.000 description 2
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 1
- 239000004386 Erythritol Substances 0.000 description 1
- UNXHWFMMPAWVPI-UHFFFAOYSA-N Erythritol Natural products OCC(O)C(O)CO UNXHWFMMPAWVPI-UHFFFAOYSA-N 0.000 description 1
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 1
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 239000000908 ammonium hydroxide Substances 0.000 description 1
- 150000003863 ammonium salts Chemical class 0.000 description 1
- 150000001449 anionic compounds Chemical class 0.000 description 1
- 239000003945 anionic surfactant Substances 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 239000003518 caustics Substances 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 230000006866 deterioration Effects 0.000 description 1
- RNPXCFINMKSQPQ-UHFFFAOYSA-N dicetyl hydrogen phosphate Chemical compound CCCCCCCCCCCCCCCCOP(O)(=O)OCCCCCCCCCCCCCCCC RNPXCFINMKSQPQ-UHFFFAOYSA-N 0.000 description 1
- JTXUVYOABGUBMX-UHFFFAOYSA-N didodecyl hydrogen phosphate Chemical compound CCCCCCCCCCCCOP(O)(=O)OCCCCCCCCCCCC JTXUVYOABGUBMX-UHFFFAOYSA-N 0.000 description 1
- 229940105990 diglycerin Drugs 0.000 description 1
- GPLRAVKSCUXZTP-UHFFFAOYSA-N diglycerol Chemical compound OCC(O)COCC(O)CO GPLRAVKSCUXZTP-UHFFFAOYSA-N 0.000 description 1
- SZXQTJUDPRGNJN-UHFFFAOYSA-N dipropylene glycol Chemical compound OCCCOCCCO SZXQTJUDPRGNJN-UHFFFAOYSA-N 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- UNXHWFMMPAWVPI-ZXZARUISSA-N erythritol Chemical compound OC[C@H](O)[C@H](O)CO UNXHWFMMPAWVPI-ZXZARUISSA-N 0.000 description 1
- 235000019414 erythritol Nutrition 0.000 description 1
- 229940009714 erythritol Drugs 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 235000011187 glycerol Nutrition 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- ZUVCYFMOHFTGDM-UHFFFAOYSA-N hexadecyl dihydrogen phosphate Chemical compound CCCCCCCCCCCCCCCCOP(O)(O)=O ZUVCYFMOHFTGDM-UHFFFAOYSA-N 0.000 description 1
- 125000002768 hydroxyalkyl group Chemical group 0.000 description 1
- 230000007794 irritation Effects 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
Landscapes
- Detergent Compositions (AREA)
Abstract
(57)【要約】本公報は電子出願前の出願データであるた
め要約のデータは記録されません。(57) [Summary] This bulletin contains application data before electronic filing, so abstract data is not recorded.
Description
【発明の詳細な説明】
〔産業上の利用分野〕
本発明は高濃度で充分ハンドリング可能なリン酸エステ
ル液状組成物に関するものである。DETAILED DESCRIPTION OF THE INVENTION [Industrial Field of Application] The present invention relates to a highly concentrated phosphoric acid ester liquid composition that can be handled satisfactorily.
更に詳しくは、分子内に水酸基を有する水溶性物質の一
種又は二種以上を加えることを特徴とする高濃度リン酸
エステル液状組成物に関するものである。More specifically, the present invention relates to a highly concentrated phosphate ester liquid composition characterized by adding one or more water-soluble substances having a hydroxyl group in the molecule.
一船式（１）又は（ＩＩ）
ＩＩ
Ｒ、−０−Ｐ−ＯＨ（Ｉ ）
（式中、Ｒ，、Ｒ，及びＲ３は炭素数８〜１８の飽和又
は不飽和の炭化水素基を示す。）
で表わされるリン酸エステル又は該リン酸エステルのア
ルカリ金属塩、アンモニウム塩あるいは炭素数２もしく
は３のヒドロキシルアルキル基を有するアルカノールア
ミン塩は、皮膚に対する刺激性が低く、極めて温和な陰
イオン性界面活性剤であることが認められている。近時
、この様なリン酸エステル系界面活性剤は、洗浄剤組成
物の一成分として広く用いられるようになっているが、
上記式（Ｉ）又は（ｎ）のリン酸エステルは通常固体で
あることが多く、塊状、板状、小片あるいは粉末状にす
ることにより取り扱い、作業性を改善してきた。One-ship formula (1) or (II) II R, -0-P-OH (I) (wherein, R,, R, and R3 represent a saturated or unsaturated hydrocarbon group having 8 to 18 carbon atoms ) Phosphoric esters represented by the above, alkali metal salts, ammonium salts, or alkanolamine salts having a hydroxylalkyl group having 2 or 3 carbon atoms are extremely mild anionic compounds with low irritation to the skin. Recognized as a surfactant. Recently, such phosphate ester surfactants have become widely used as a component of cleaning compositions.
The phosphoric acid ester of the above formula (I) or (n) is usually solid, and handling and workability have been improved by forming it into lumps, plates, pieces, or powder.
しかしながら、従来の技術では、輸送費、包装費が大幅
に軽減されることもないばかりか、粉末飛散による作業
環境の悪化が発生している。However, the conventional techniques not only do not significantly reduce transportation costs and packaging costs, but also cause deterioration of the working environment due to powder scattering.
しかもリン酸エステルの界面活性剤としての性能は、上
記式（１）で表わされるモノ体の比率が多い程良いが、
特にモノ体は液状化する温度も高く、取り扱いが困難で
あった。そこで、これらの問題を解決するために高濃度
リン酸エステル液状組成物の出現が要望されていた。Moreover, the performance of phosphoric acid ester as a surfactant is better as the proportion of the monomer represented by the above formula (1) increases.
In particular, monomers have a high liquefaction temperature and are difficult to handle. Therefore, in order to solve these problems, there has been a demand for a highly concentrated phosphate ester liquid composition.
Ｃ問題点を解決するための手段〕
本発明者等は、上記問題点を解決すべく鋭意研究を重ね
た結果、前記式（１）又は（ＩＩ）で表わされるリン酸
エステルの通常、塊状、板状、小片状あるいは粉末状な
るものと特定の水溶性物質を均一混合することにより高
濃度リン酸エステル液状組成物を得ることができること
を見出し、本発明を完成した。Means for Solving Problem C] As a result of intensive research to solve the above problems, the present inventors have found that the phosphoric acid ester represented by the formula (1) or (II) is usually in the form of lumps, The present invention was completed based on the discovery that a highly concentrated phosphate ester liquid composition can be obtained by uniformly mixing a plate-like, flaky, or powder-like material with a specific water-soluble substance.
即ち、本発明は、
（Ａ）一般式（Ｉ）又は（ＩＦ）
Ｒ，−０−Ｐ−０）１ （１）ＯＨ
（式中、Ｒ，、Ｒ，及びＲ３は炭素数８〜１８の飽和又
は不飽和の炭化水素基を示す。）
で表わされるリン酸エステルの一種又は二種以上と、
（Ｂ）分子内に水酸基を有する水溶性物質の一種又は二
種以上
を均一混合してなる高濃度リン酸エステル液状組成物を
提供するものである。That is, the present invention provides (A) general formula (I) or (IF) R, -0-P-0)1 (1) OH (wherein R,, R, and R3 have 8 to 18 carbon atoms) (B) represents a saturated or unsaturated hydrocarbon group) and one or more water-soluble substances having a hydroxyl group in the molecule. A highly concentrated phosphate ester liquid composition is provided.
本発明の（Ａ）成分であるリン酸エステルとしては、炭
素数１２〜１６の飽和炭化水素基を有するものが好まし
い。（＾）成分の好ましい具体例としては、モノ又はジ
ラウリルリン酸、モノ又はシミリスチルリン酸、モノ又
はジセチルリン酸等が挙げられる。この（Ａ）成分は使
用に当たり上記式（１）で表わされるモノエステルと弐
（Ｉ［）で表わされるジエステルをその重量比でｌＯ：
０〜３ニア、特に１０：０〜６：４の割合で混合するこ
とが好ましい。The phosphoric acid ester which is component (A) of the present invention is preferably one having a saturated hydrocarbon group having 12 to 16 carbon atoms. Preferred specific examples of the component (^) include mono- or dilauryl phosphoric acid, mono- or cimilistyl phosphoric acid, mono- or dicetyl phosphoric acid, and the like. When used, component (A) consists of the monoester represented by the above formula (1) and the diester represented by 2 (I[) in a weight ratio of 1O:
It is preferable to mix at a ratio of 0 to 3, particularly 10:0 to 6:4.
本発明で使用される（Ｂ）成分としては、例えばプロピ
レングリコール、エチレングリコール、ジエチレングリ
コール、ポリエチレングリコール、１，３−ブタンジオ
ール、ジプロピレングリコール、グリセリン、ジグリセ
リン、ポリグリセリン、トリメチロールプロパン、エリ
スリトール、ペンタエリスリトール、メタノール、エタ
ノールなどが挙げられ、就中プロピレングリコール、ポ
リエチレングリコール、１．３−ブタンジオール、エタ
ノールが好ましい。これらは一種又は二種以上を組み合
わせて使用される。Component (B) used in the present invention includes, for example, propylene glycol, ethylene glycol, diethylene glycol, polyethylene glycol, 1,3-butanediol, dipropylene glycol, glycerin, diglycerin, polyglycerin, trimethylolpropane, erythritol, Examples include pentaerythritol, methanol, and ethanol, among which propylene glycol, polyethylene glycol, 1,3-butanediol, and ethanol are preferred. These may be used alone or in combination of two or more.
（Ａ）と（Ｂ）の混合比は高？農度液状組成物の取り扱
い濃度、温度及び粘度等により異なるが、重量比で（Ａ
） ： （Ｂ）＝１００：１〜３０ニア０ 、特に１０
０：１〜５０ ： ５０とするのが好ましい。Is the mixing ratio of (A) and (B) high? Although it varies depending on the handling concentration, temperature, viscosity, etc. of the agricultural liquid composition, the weight ratio (A
): (B)=100:1~30 near 0, especially 10
The ratio is preferably 0:1 to 50:50.
本発明の液状組成物を得るには（Ａ） 、（Ｂ）両成分
を混合したものを、必要に応じ５０℃以下の比較的低温
に加温すれば容易に液状化が行われる。これに対して（
Ｂ）成分として水を使用した場合は８０℃以上の高温に
加熱しても乳濁状物しか得られない。しかし、配合系に
少量の水が共存することは差支えない。To obtain the liquid composition of the present invention, a mixture of both components (A) and (B) can be easily liquefied by heating the mixture to a relatively low temperature of 50° C. or lower, if necessary. On the contrary(
When water is used as component B), only an emulsion can be obtained even if it is heated to a high temperature of 80° C. or higher. However, it is acceptable for a small amount of water to coexist in the formulation system.
次に、実施例を挙げて、本発明を更に詳細に説明するが
、本発明はこれらの実施例に制約されるものではない。Next, the present invention will be explained in more detail with reference to Examples, but the present invention is not limited to these Examples.
実施例１〜９
各種リン酸エステルと分子内に水酸基を有する水溶性物
質を混合し、その流動性と粘度を測定した。結果を表１
に示す。Examples 1 to 9 Various phosphoric acid esters and water-soluble substances having a hydroxyl group in the molecule were mixed, and their fluidity and viscosity were measured. Table 1 shows the results.
Shown below.
比較例１〜８
分子内に水酸基を有する水溶性物質を使用しない場合及
び水を使用した場合について実施例と同様の試験を行っ
た。結果を表２に示す。Comparative Examples 1 to 8 Tests similar to those in Examples were conducted in cases in which a water-soluble substance having a hydroxyl group in the molecule was not used and in which water was used. The results are shown in Table 2.
表に示した様に、リン酸エステルのみの場合は粉末又は
小片であるが、分子内に水酸基を有する水溶性物質を混
合して溶解した場合には、容易に液状化することが可能
となり、取り扱い作業性が大幅に改善されるとともに、
輸送費、包装費も大幅に軽減される。得られる高濃度リ
ン酸エステル液状組成物は、水酸化カリウム、水酸化ナ
トリウム、水酸化アンモニウム等の苛性アルカリないし
トリエタノールアミン、ジェタノールアミン等のアルカ
ノールアミン又はその水溶液と混合し、一部又は全部中
和することにより、皮膚に温和な陰イオン性界面活性剤
であるリン酸エステル系界面活性剤として皮膚洗浄剤中
の主成分又は補助成分として配合される。As shown in the table, when phosphoric acid ester is used alone, it is powder or small pieces, but when it is mixed with a water-soluble substance that has a hydroxyl group in its molecule and dissolved, it can be easily liquefied. In addition to greatly improving handling efficiency,
Transportation and packaging costs are also significantly reduced. The resulting high-concentration phosphoric acid ester liquid composition is mixed with a caustic alkali such as potassium hydroxide, sodium hydroxide, or ammonium hydroxide, or an alkanolamine such as triethanolamine or jetanolamine, or an aqueous solution thereof. When neutralized, it can be incorporated as a phosphate ester surfactant, which is an anionic surfactant that is gentle on the skin, as a main component or an auxiliary component in skin cleansers.
Claims (1)
飽和又は不飽和の炭化水素基を示す。） で表わされるリン酸エステルの一種又は二種以上と、 （Ｂ）分子内に水酸基を有する水溶性物質の一種又は二
種以上を均一混合してなる高濃度リン酸エステル液状組
成物。 ２ 一般式（ I ）で表わされるモノエステルと一般式
（II）で表わされるジエステルとの割合が、重量比で１
０：０〜３：７である特許請求の範囲第１項記載の組成
物。 ３ 一般式（ I ）で表わされるモノエステルと一般式
（II）で表わされるジエステルとの割合が、重量比で１
０：０〜６：４である特許請求の範囲第１項記載の組成
物。 ４ リン酸エステル（Ａ）と水溶性物質（Ｂ）との割合
が重量比で１００：１〜３０：７０である特許請求の範
囲第１項乃至第３項の何れか１項記載の組成物。 ５ リン酸エステル（Ａ）と水溶性物質（Ｂ）との割合
が重量比で１００：１〜５０：５０である特許請求の範
囲第１項乃至第３項の何れか１項記載の組成物。 ６ 水溶性物質（Ｂ）がプロピレングリコール、ポリエ
チレングリコール、１，３−ブタンジオール又はエタノ
ールである特許請求の範囲第１項乃至第５項の何れか１
項記載の組成物。[Claims] 1 (A) General formula (I) or (II) ▲There are mathematical formulas, chemical formulas, tables, etc.▼(I) ▲There are mathematical formulas, chemical formulas, tables, etc.▼(II) (In the formula, R_1 , R_2 and R_3 represent a saturated or unsaturated hydrocarbon group having 8 to 18 carbon atoms.) and (B) a water-soluble substance having a hydroxyl group in the molecule. A highly concentrated phosphoric acid ester liquid composition formed by homogeneously mixing one or more types. 2 The weight ratio of the monoester represented by the general formula (I) and the diester represented by the general formula (II) is 1.
The composition according to claim 1, wherein the ratio is 0:0 to 3:7. 3 The ratio of the monoester represented by the general formula (I) to the diester represented by the general formula (II) is 1 by weight.
The composition according to claim 1, wherein the ratio is 0:0 to 6:4. 4. The composition according to any one of claims 1 to 3, wherein the ratio of the phosphoric acid ester (A) to the water-soluble substance (B) is 100:1 to 30:70 by weight. . 5. The composition according to any one of claims 1 to 3, wherein the ratio of the phosphoric acid ester (A) to the water-soluble substance (B) is 100:1 to 50:50 by weight. . 6. Any one of claims 1 to 5, wherein the water-soluble substance (B) is propylene glycol, polyethylene glycol, 1,3-butanediol, or ethanol.
Compositions as described in Section.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP61041110A JPH0715109B2 (en) | 1986-02-26 | 1986-02-26 | High concentration phosphoric acid ester liquid composition |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP61041110A JPH0715109B2 (en) | 1986-02-26 | 1986-02-26 | High concentration phosphoric acid ester liquid composition |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS62199700A true JPS62199700A (en) | 1987-09-03 |
| JPH0715109B2 JPH0715109B2 (en) | 1995-02-22 |
Family
ID=12599336
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP61041110A Expired - Fee Related JPH0715109B2 (en) | 1986-02-26 | 1986-02-26 | High concentration phosphoric acid ester liquid composition |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH0715109B2 (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4904405A (en) * | 1988-02-29 | 1990-02-27 | Kao Corporation | Aerosol preparations containing mixtures of phosphate esters |
| JP2003055691A (en) * | 2001-08-10 | 2003-02-26 | Kao Corp | Surface active agent composition and its manufacturing method |
| JP2005314614A (en) * | 2004-04-30 | 2005-11-10 | Kao Corp | Detergent composition |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS541307A (en) * | 1977-06-06 | 1979-01-08 | Kao Corp | Detergent composition for dry cleaning |
| JPS62104900A (en) * | 1985-08-05 | 1987-05-15 | コルゲ−ト・パ−モリブ・カンパニ− | Washing detergent with low phosphate content or containing no phosphate |
-
1986
- 1986-02-26 JP JP61041110A patent/JPH0715109B2/en not_active Expired - Fee Related
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS541307A (en) * | 1977-06-06 | 1979-01-08 | Kao Corp | Detergent composition for dry cleaning |
| JPS62104900A (en) * | 1985-08-05 | 1987-05-15 | コルゲ−ト・パ−モリブ・カンパニ− | Washing detergent with low phosphate content or containing no phosphate |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4904405A (en) * | 1988-02-29 | 1990-02-27 | Kao Corporation | Aerosol preparations containing mixtures of phosphate esters |
| JP2003055691A (en) * | 2001-08-10 | 2003-02-26 | Kao Corp | Surface active agent composition and its manufacturing method |
| JP4536297B2 (en) * | 2001-08-10 | 2010-09-01 | 花王株式会社 | Surfactant composition and method for producing the same |
| JP2005314614A (en) * | 2004-04-30 | 2005-11-10 | Kao Corp | Detergent composition |
Also Published As
| Publication number | Publication date |
|---|---|
| JPH0715109B2 (en) | 1995-02-22 |
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