JPS62220597A - Production of high concentrated neutralized substance of alpha-sulfo-fatty acid ester - Google Patents
Production of high concentrated neutralized substance of alpha-sulfo-fatty acid esterInfo
- Publication number
- JPS62220597A JPS62220597A JP6545386A JP6545386A JPS62220597A JP S62220597 A JPS62220597 A JP S62220597A JP 6545386 A JP6545386 A JP 6545386A JP 6545386 A JP6545386 A JP 6545386A JP S62220597 A JPS62220597 A JP S62220597A
- Authority
- JP
- Japan
- Prior art keywords
- fatty acid
- acid ester
- sulfo fatty
- salt
- sulfo
- 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.)
- Pending
Links
- 239000000194 fatty acid Substances 0.000 title claims description 27
- 238000004519 manufacturing process Methods 0.000 title claims description 8
- 239000000126 substance Substances 0.000 title 1
- 235000014113 dietary fatty acids Nutrition 0.000 claims description 26
- 229930195729 fatty acid Natural products 0.000 claims description 26
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical group [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 claims description 10
- 239000007864 aqueous solution Substances 0.000 claims description 9
- 229910017053 inorganic salt Inorganic materials 0.000 claims description 9
- 238000005185 salting out Methods 0.000 claims description 9
- 230000007935 neutral effect Effects 0.000 claims description 7
- 125000004432 carbon atom Chemical group C* 0.000 claims description 6
- 239000003795 chemical substances by application Substances 0.000 claims description 6
- 230000003472 neutralizing effect Effects 0.000 claims description 5
- 239000011780 sodium chloride Substances 0.000 claims description 5
- 150000003839 salts Chemical class 0.000 claims description 4
- 229910001514 alkali metal chloride Inorganic materials 0.000 claims description 2
- 150000008044 alkali metal hydroxides Chemical class 0.000 claims description 2
- 239000000047 product Substances 0.000 description 28
- 238000000034 method Methods 0.000 description 13
- 239000004094 surface-active agent Substances 0.000 description 11
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- 150000002148 esters Chemical class 0.000 description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- 239000000203 mixture Substances 0.000 description 4
- 125000000217 alkyl group Chemical group 0.000 description 3
- 239000003599 detergent Substances 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 230000014759 maintenance of location Effects 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- 125000003342 alkenyl group Chemical group 0.000 description 2
- 239000007844 bleaching agent Substances 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 238000006386 neutralization reaction Methods 0.000 description 2
- 239000002245 particle Substances 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 238000000926 separation method Methods 0.000 description 2
- 235000011121 sodium hydroxide Nutrition 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 238000006277 sulfonation reaction Methods 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 1
- 235000019482 Palm oil Nutrition 0.000 description 1
- UIIMBOGNXHQVGW-DEQYMQKBSA-M Sodium bicarbonate-14C Chemical compound [Na+].O[14C]([O-])=O UIIMBOGNXHQVGW-DEQYMQKBSA-M 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 239000013543 active substance Substances 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 150000001340 alkali metals Chemical class 0.000 description 1
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 1
- 150000001342 alkaline earth metals Chemical class 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- 239000003637 basic solution Substances 0.000 description 1
- 238000004061 bleaching Methods 0.000 description 1
- 238000005119 centrifugation Methods 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 239000003365 glass fiber Substances 0.000 description 1
- 239000008233 hard water Substances 0.000 description 1
- 150000004702 methyl esters Chemical class 0.000 description 1
- 239000002540 palm oil Substances 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- UIIMBOGNXHQVGW-UHFFFAOYSA-N sodium;hydron;carbonate Chemical compound [Na+].OC(O)=O UIIMBOGNXHQVGW-UHFFFAOYSA-N 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 238000001694 spray drying Methods 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- -1 sulfo fatty acid ester salt Chemical class 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α−スルホ脂肪酸エステル塩の高濃度中和物を
経済的に製造する方法に関するものである。DETAILED DESCRIPTION OF THE INVENTION [Industrial Field of Application] The present invention relates to a method for economically producing a highly concentrated neutralized product of α-sulfo fatty acid ester salt.
一般式 Ｒ−ＣＩｌ−ＣＯＯＡ
ＳＯ，Ｍ
（式中、Ｐは炭素数４〜２２のアルキル又はアルケニル
基、Ｈはアルカリ金属、アルカリ土類金属、アルカノー
ルアミン又はアンモニウム、Ａは炭素数１〜４のアルキ
ル基、１１又はｉを示す）で表されるα−スルホ脂肪酸
エステル塩の中和物は、生分解性、耐硬水性が良好であ
り、比較的安価な界面活性剤であるため、粉末洗剤用の
基剤として注目されている。しかしながら、α−スルホ
脂肪酸エステル塩は、酸、アルカリの存在下、或いは高
温下においてエステル結合が加水分解してα°−スルホ
脂肪酸となり、洗浄作用が低下することが問題である。General formula R-CIl-COOA SO,M (wherein, P is an alkyl or alkenyl group having 4 to 22 carbon atoms, H is an alkali metal, alkaline earth metal, alkanolamine or ammonium, and A is an alkyl or alkenyl group having 1 to 4 carbon atoms. Neutralized products of α-sulfo fatty acid ester salts represented by alkyl groups, 11 or i) have good biodegradability and hard water resistance, and are relatively inexpensive surfactants, so they can be used in powder detergents. It is attracting attention as a base material for However, the problem with α-sulfo fatty acid ester salts is that the ester bonds are hydrolyzed to α°-sulfo fatty acids in the presence of acids, alkalis, or at high temperatures, resulting in a decrease in cleaning action.
α−スルホ脂肪酸エステル塩を配合した粉末洗剤の保存
中の安定性を改善するために、従来は、特定のアルカリ
剤を使用したり （特開昭５２−２８５０７号公報）、
或いは安定剤を配合する方法（特公昭５３−２８１６３
号公報）が提案されている・また、アルカリ剤と接触さ
せることなく噴霧乾燥する製造方法（特公昭５Ｂ−４７
０９８号公報）で目的を達する試みもなされているが、
この方法は、乾燥粒子の機械的強度が弱くて微粉になり
易く、製品の品質上問題がある。In order to improve the stability of powdered detergents containing α-sulfo fatty acid ester salts during storage, conventionally, specific alkaline agents have been used (Japanese Patent Application Laid-Open No. 52-28507),
Or a method of adding a stabilizer (Japanese Patent Publication No. 53-28163)
In addition, a manufacturing method of spray drying without contacting with an alkaline agent (Japanese Patent Publication No. 5B-47) has been proposed.
Although an attempt has been made to achieve the objective in the publication No. 098),
In this method, the mechanical strength of the dried particles is weak and they tend to become fine powder, which poses problems in terms of product quality.
そこでα−スルホ脂肪酸エステル塩の高濃度の中和物を
製造し造粒して洗剤に混合する方法が考えられる。しか
しながら、一般にα−スルホ脂肪酸エステル塩の中和物
の製造において、そのスルホン化反応物を中和する際、
必然的に水が導入される。また、スルホン化反応条件が
過酷なため、着色が著しく漂白せざるを得す、この際に
も水が導入されるので高濃度な中和物が得にくい。α−
スルホ脂肪酸エステル塩の高濃度な中和物を得る方法と
して、中和物を乾燥する方法が考えられるが、エネルギ
ーコストが高くつくことが問題である。そこで中和時に
高濃度の塩基性溶液をアルカリ剤として用いる方法があ
るが、この際発熱が著しく、しかも粘度が高くなって混
合しにくいため、局所的に強アルカリとなり、エステル
の安定性に問題がある。Therefore, a method of producing a highly concentrated neutralized product of α-sulfo fatty acid ester salt, granulating it, and mixing it into a detergent is considered. However, in general, when neutralizing the sulfonation reaction product in the production of a neutralized product of α-sulfo fatty acid ester salt,
Water is inevitably introduced. Furthermore, since the sulfonation reaction conditions are harsh, the coloration must be significantly bleached, and water is introduced at this time, making it difficult to obtain a highly concentrated neutralized product. α−
A possible method for obtaining a highly concentrated neutralized product of sulfo fatty acid ester salt is to dry the neutralized product, but the problem is that the energy cost is high. Therefore, there is a method of using a highly concentrated basic solution as an alkaline agent during neutralization, but this generates a lot of heat and also increases the viscosity, making it difficult to mix, resulting in locally strong alkalinity, which causes problems with the stability of the ester. There is.
またこの中和物を漂白するのは極めて困難で品質の良好
なものは望めない。このことはドライ中和法、即ちスル
ホン化物と固体のアルカリ剤、例えば炭酸ソーダ、重炭
酸ソーダで中和する方法に関しても同様に中和物を漂白
するのは極めて困難で品質の良好なものは望めない。Furthermore, it is extremely difficult to bleach this neutralized product, and it is difficult to obtain a product of good quality. This also applies to the dry neutralization method, i.e., the method of neutralizing with a sulfonated product and a solid alkaline agent, such as soda carbonate or sodium bicarbonate, as it is extremely difficult to bleach the neutralized product and it is impossible to expect a product of good quality. .
本発明者らは、α−スルホ脂肪酸エステル塩の高濃度中
和物を経済的に製造する方法を開発すべく鋭意研究を行
った結果、α−スルホ脂肪酸エステル塩を、水溶性でそ
の水溶液が中性である無機塩で塩析したものを機械力を
与えることにより分離することによって、迅速にしかも
高濃度のα−スルホ脂肪酸エステル塩の中和物が得られ
ることを見出し本発明を完成するに到った。The present inventors conducted intensive research to develop a method for economically producing a highly concentrated neutralized product of α-sulfo fatty acid ester salt, and found that α-sulfo fatty acid ester salt is water-soluble and its aqueous solution is The present inventors discovered that a neutralized product of α-sulfo fatty acid ester salt can be obtained quickly and at a high concentration by separating the salted out product with a neutral inorganic salt by applying mechanical force, and completed the present invention. reached.
即ち、本発明は、炭素数６〜２４のα−スルホ脂肪酸エ
ステル塩を、水溶性でその水溶液が中性である無機塩で
塩析し、機械力を与えることにより分離することを特徴
とするα−スルホ脂肪酸エステル塩の高濃度中和物の製
造方法に係わるものである。That is, the present invention is characterized in that an α-sulfo fatty acid ester salt having 6 to 24 carbon atoms is salted out with an inorganic salt that is water-soluble and whose aqueous solution is neutral, and then separated by applying mechanical force. This invention relates to a method for producing a highly concentrated neutralized product of α-sulfo fatty acid ester salt.
本発明においては、炭素数６〜２４のα−スルホ脂肪酸
エステル塩を、水溶性でその水溶液が中性である無機塩
と混合攪拌し塩析させ、これを遠心分離機等で機械力を
与えて分離すると、高濃度中和物が上部に浮上し、無機
塩等を含み活性剤を含まない水溶液が下部へと分離する
ので、各々を分取する。この際の操作温度は４５〜８０
℃が望ましい。In the present invention, an α-sulfo fatty acid ester salt having 6 to 24 carbon atoms is mixed and stirred with a water-soluble inorganic salt whose aqueous solution is neutral, salted out, and mechanical force is applied using a centrifuge or the like. When the solution is separated, the highly concentrated neutralized product floats to the top, and the aqueous solution containing inorganic salts and the like but not the active agent separates to the bottom, and each is separated. The operating temperature at this time is 45-80
℃ is preferable.
α−スルホ脂肪酸エステル塩を塩析し静置させたものの
（約１０分間）上部の界面活性剤濃度は３０〜４０重量
％にしがならないが、本発明の如く塩析物に機械力を与
えて分離したものの上部の界面活性剤濃度は５０〜７０
重量％となる。このことはα−スルホ脂肪酸エステル塩
を塩析すると、α−スルホ脂肪酸エステル塩の粒子間に
水分が包含されて界面活性剤濃度が上がらないのに対し
て、塩析物に遠心力等の機械力を与えることによって、
塩析物中の水分の排水効果を促進させるためである。Although the surfactant concentration in the upper part of the α-sulfo fatty acid ester salt is salted out and left to stand (for about 10 minutes) at 30 to 40% by weight, when mechanical force is applied to the salted out product as in the present invention, The surfactant concentration at the top of the separated product is 50-70
% by weight. This means that when α-sulfo fatty acid ester salt is salted out, water is trapped between the particles of the α-sulfo fatty acid ester salt, and the surfactant concentration does not increase. By empowering
This is to promote the drainage effect of water in the salt precipitate.
本発明の実施に際して、炭素数６〜２４のα−スルホ脂
肪酸エステル塩が未中和物である場合は、中和剤の水酸
化アルカリ金属に水溶液が中性である無機塩を予め混合
した溶液で中和し同時に塩析させ、これを遠心分離機等
で分離し高濃度中和物を得ることもできる。When carrying out the present invention, if the α-sulfo fatty acid ester salt having 6 to 24 carbon atoms is unneutralized, a solution prepared by pre-mixing an alkali metal hydroxide as a neutralizing agent with an inorganic salt whose aqueous solution is neutral is used. It is also possible to obtain a highly concentrated neutralized product by neutralizing and salting out at the same time, and separating this using a centrifuge or the like.
本発明において、塩析に用いる水溶性でその水溶液が中
性である無機塩としては、アルカリ金属の塩化物の１種
又はこれらを任意の比率で混合した２種以上の混合物が
例示される。これらのうち特に塩化ナトリウムが入手し
易く、しかも塩析効果には有効に作用するので好ましい
。In the present invention, the water-soluble inorganic salt used for salting out and whose aqueous solution is neutral is exemplified by one type of alkali metal chloride or a mixture of two or more types of these in an arbitrary ratio. Among these, sodium chloride is particularly preferred because it is easily available and has an effective effect on the salting-out effect.
この際の塩濃度は、混合中和物中の水分に対して１５重
型置以上がこの目的には好ましい。For this purpose, the salt concentration at this time is preferably 15 times or more relative to the water content in the mixed neutralized product.
本発明において、機械力を与えて分離する方法としては
、遠心分離、並びに濾過圧搾操作等が例示できる。In the present invention, examples of methods for applying mechanical force for separation include centrifugation, filtration and squeezing operations, and the like.
本発明の方法においては、塩析に先立ち、或いは塩析し
た後、分離に先立ち、漂白操作を加えても良い。In the method of the present invention, a bleaching operation may be added prior to salting out or after salting out and prior to separation.
以下に本発明の実施例を示すが、これら実施例は本発明
を限定するものではない。Examples of the present invention are shown below, but these Examples do not limit the present invention.
実施例１
パーム油のメチルエステルの硬化品から得られたα−ス
ルホ脂肪酸エステル塩（炭素数１２〜２０、平均炭素数
１７、界面活性剤濃度２３．２％）６００ｇを１１ビー
カーに入れ、７５℃に保ち、塩化ナトリウム１４５ｇを
加え、翼径７抛霧のパドル翼（２００ｒｐｍ）で５分間
攪拌部合し、これを遠心分離機（国産遠心器株式会社製
ｌｌ−２５１型）により回転数６０００ｒｐｏ＋で１θ
分間かけ分離し、その上層だけをすくい取り界面活性剤
濃度を分析すると６２．１％の中和物が得られた。Example 1 600 g of α-sulfo fatty acid ester salt (carbon number 12 to 20, average carbon number 17, surfactant concentration 23.2%) obtained from a cured product of methyl ester of palm oil was placed in a beaker No. 11, and ℃, add 145 g of sodium chloride, stir for 5 minutes using a paddle blade with a blade diameter of 7 (200 rpm), and centrifuge (Kokusan Centrifuge Co., Ltd. Model 1-251) at a rotation speed of 6000 rpm. and 1θ
After separating for a minute, only the upper layer was skimmed off and the surfactant concentration was analyzed, and a neutralized product of 62.1% was obtained.
実施例２
実施例１と同じα−スルホ脂肪酸エステル塩（界面活性
剤濃度２３．２％） ６００ ｇをＩ！！ビーカーに入
れ７５℃に保ち、塩化ナトリウム１４５ｇを加え、実施
例１と同じ条件で撹拌混合し、これを加圧濾過（ガラス
繊維濾紙）し、その濾紙上のものをすくい取り界面活性
剤濃度を分析すると６０．８％の中和物が得られた。Example 2 600 g of the same α-sulfo fatty acid ester salt (surfactant concentration 23.2%) as in Example 1 was mixed with I! ! Place in a beaker and keep at 75°C, add 145 g of sodium chloride, stir and mix under the same conditions as in Example 1, filter this under pressure (glass fiber filter paper), and skim off the material on the filter paper to determine the surfactant concentration. Analysis yielded 60.8% neutralized product.
実施例３
実施例１で用いたα−スルホ脂肪酸エステル塩の未中和
物１５０ ｇを１１ビーカーに入れ７５℃に保ち、この
混合物を塩化ナトリウムを飽和量加えた４％苛性ソーダ
水溶液で中和し、実施例１と同じ条件で攪拌混合し、分
離し、その上層だけをすくい取り界面活性剤濃度を分析
すると６１．３％の中和物が得られた。Example 3 150 g of the unneutralized α-sulfo fatty acid ester salt used in Example 1 was placed in a beaker 11 and kept at 75°C, and the mixture was neutralized with a 4% aqueous solution of caustic soda containing a saturated amount of sodium chloride. The mixture was stirred and mixed under the same conditions as in Example 1, separated, and only the upper layer was skimmed off and the surfactant concentration was analyzed, and a neutralized product of 61.3% was obtained.
比較例１
実施例１で用いたα−スルホ脂肪酸エステル塩の未中和
物２５０ｇを１１ビーカーに入れ７５℃に保ち、２２％
苛性ソーダ水溶液で中和し、その界面活性剤濃度を分析
すると６０．０％の中和物が得られたが・そのエステル
保持率は３６．５％であった。Comparative Example 1 250 g of the unneutralized α-sulfo fatty acid ester salt used in Example 1 was placed in a beaker 11 and maintained at 75°C, resulting in a concentration of 22%
When neutralized with aqueous caustic soda solution and analyzed for surfactant concentration, a neutralized product of 60.0% was obtained, but the ester retention rate was 36.5%.
試験例１
実施例１〜３及び比較例１で得られた各サンプルの界面
活性剤濃度、エステルの保持率並びに安定性を評価した
。Test Example 1 The surfactant concentration, ester retention rate, and stability of each sample obtained in Examples 1 to 3 and Comparative Example 1 were evaluated.
その結果を表１に示す。The results are shown in Table 1.
表 １
三
ここで安定性とは、塩析前後のα−スルホ脂肪酸エステ
ル塩のエステル保持率の比を取ったものである。Table 1 Here, stability refers to the ratio of ester retention of α-sulfo fatty acid ester salts before and after salting out.
本試験例の結果から、本発明の方法は迅速にしかもエス
テルの安定性が良好な高濃度中和物を得る方法であるこ
とがわかる。The results of this test example show that the method of the present invention is a method for quickly obtaining a highly concentrated neutralized product with good ester stability.
Claims (1)
水溶性でその水溶液が中性である無機塩で塩析し、機械
力を与えることにより分離することを特徴とするα−ス
ルホ脂肪酸エステル塩の高濃度中和物の製造方法。 ２、α−スルホ脂肪酸エステル塩が未中和物である場合
は、中和剤の水酸化アルカリ金属に水溶性でその水溶液
が中性である無機塩を予め混合したもので中和・塩析す
る特許請求の範囲第１項記載の製造方法。 ３、塩析に用いる無機塩がアルカリ金属の塩化物である
特許請求の範囲第１項又は第２項記載の製造方法。 ４、塩析に用いる無機塩が塩化ナトリウムである特許請
求の範囲第３項記載の製造方法。[Claims] 1. α-sulfo fatty acid ester salt having 6 to 24 carbon atoms,
1. A method for producing a highly concentrated neutralized product of α-sulfo fatty acid ester salt, which comprises salting out with a water-soluble inorganic salt whose aqueous solution is neutral and separating by applying mechanical force. 2. If the α-sulfo fatty acid ester salt is unneutralized, neutralize and salt out the neutralizing agent with alkali metal hydroxide mixed with a water-soluble inorganic salt whose aqueous solution is neutral. A manufacturing method according to claim 1. 3. The manufacturing method according to claim 1 or 2, wherein the inorganic salt used in the salting out is an alkali metal chloride. 4. The manufacturing method according to claim 3, wherein the inorganic salt used in the salting out is sodium chloride.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP6545386A JPS62220597A (en) | 1986-03-24 | 1986-03-24 | Production of high concentrated neutralized substance of alpha-sulfo-fatty acid ester |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP6545386A JPS62220597A (en) | 1986-03-24 | 1986-03-24 | Production of high concentrated neutralized substance of alpha-sulfo-fatty acid ester |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPS62220597A true JPS62220597A (en) | 1987-09-28 |
Family
ID=13287576
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP6545386A Pending JPS62220597A (en) | 1986-03-24 | 1986-03-24 | Production of high concentrated neutralized substance of alpha-sulfo-fatty acid ester |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS62220597A (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP1491619A1 (en) * | 2003-09-01 | 2004-12-29 | J.P. Laboratories PVT.Ltd. | Process for preparing a detergent |
| WO2006067360A1 (en) * | 2004-12-23 | 2006-06-29 | J P Laboratories Pvt. Ltd. | Process for preparing a detergent |
| JP2007320978A (en) * | 2006-05-30 | 2007-12-13 | Kao Corp | Surfactant composition |
-
1986
- 1986-03-24 JP JP6545386A patent/JPS62220597A/en active Pending
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP1491619A1 (en) * | 2003-09-01 | 2004-12-29 | J.P. Laboratories PVT.Ltd. | Process for preparing a detergent |
| EP1586630A1 (en) * | 2003-09-01 | 2005-10-19 | J.P. Laboratories PVT.Ltd. | Process for preparing a detergent |
| WO2006067360A1 (en) * | 2004-12-23 | 2006-06-29 | J P Laboratories Pvt. Ltd. | Process for preparing a detergent |
| US8080512B2 (en) | 2004-12-23 | 2011-12-20 | J P Laboratories Pvt. Ltd. | Process for preparing a detergent |
| JP2007320978A (en) * | 2006-05-30 | 2007-12-13 | Kao Corp | Surfactant composition |
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