KR20120000827A - Method of preparing cationic surfactant having good solubility - Google Patents

Method of preparing cationic surfactant having good solubility Download PDF

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KR20120000827A
KR20120000827A KR1020100061301A KR20100061301A KR20120000827A KR 20120000827 A KR20120000827 A KR 20120000827A KR 1020100061301 A KR1020100061301 A KR 1020100061301A KR 20100061301 A KR20100061301 A KR 20100061301A KR 20120000827 A KR20120000827 A KR 20120000827A
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cationic surfactant
alkylamine
added
solubility
ethylene oxide
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KR101187307B1 (en
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이병민
박종목
강호철
소재춘
신종수
석은정
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한국화학연구원
(주)슈가버블
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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C213/00—Preparation of compounds containing amino and hydroxy, amino and etherified hydroxy or amino and esterified hydroxy groups bound to the same carbon skeleton
    • C07C213/08—Preparation of compounds containing amino and hydroxy, amino and etherified hydroxy or amino and esterified hydroxy groups bound to the same carbon skeleton by reactions not involving the formation of amino groups, hydroxy groups or etherified or esterified hydroxy groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C217/00—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton
    • C07C217/02—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton
    • C07C217/04—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated
    • C07C217/28—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated having one amino group and at least two singly-bound oxygen atoms, with at least one being part of an etherified hydroxy group, bound to the carbon skeleton, e.g. ethers of polyhydroxy amines
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C309/00—Sulfonic acids; Halides, esters, or anhydrides thereof
    • C07C309/01—Sulfonic acids
    • C07C309/02—Sulfonic acids having sulfo groups bound to acyclic carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C309/00—Sulfonic acids; Halides, esters, or anhydrides thereof
    • C07C309/01—Sulfonic acids
    • C07C309/02—Sulfonic acids having sulfo groups bound to acyclic carbon atoms
    • C07C309/03—Sulfonic acids having sulfo groups bound to acyclic carbon atoms of an acyclic saturated carbon skeleton

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Abstract

PURPOSE: A manufacturing method of cationic surfactant with good solubility is provided to solve the solubility reduction due to adding two or more alkyl group, and to remarkably improve solubility to water. CONSTITUTION: A manufacturing method of cationic surfactant with good solubility in the chemical formula 1 comprises: a step of manufacturing polyoxyalkylenealkyl amine by adding ethylene oxide to bishydroxyalkylamine, which is obtained by reaction of alkylamine and alkyl glycidyl ether; a step of quaternization by adding dimethylsulfate into polyoxyalkylenealkyl amine and then stir-mixing for 4-6 hours at 50-60°C. In the chemical formula 1, R1 is C12-18 alkyl group, R2 is C1-4 alkyl, and m and n are integer.

Description

용해성이 우수한 양이온 계면활성제 제조방법{Method of preparing cationic surfactant having good solubility}Method for preparing cationic surfactant with good solubility {Method of preparing cationic surfactant having good solubility}

본 발명은 용해성이 우수한 양이온 계면활성제의 제조방법에 관한 것으로, 더욱 상세하게는 알킬아민과 알킬글리시딜에테르를 축합반응시켜 비스히드록시알킬아민을 합성하고 에틸렌옥시드를 부가한 후 디메틸설페이트로 사차화하여 양이온 계면활성제를 제조하는 방법에 관한 것이다.The present invention relates to a method for preparing a cationic surfactant having excellent solubility, and more particularly, to synthesize bishydroxyalkylamine by condensing an alkylamine with an alkylglycidyl ether, adding ethylene oxide, and then using dimethyl sulfate. It relates to a method for quaternization to produce cationic surfactants.

일반적으로 양이온 계면활성제는 수용액에서 용해성이 매우 낮아 섬유유연제 제조 시 용해성을 증가시키기 위하여 알콜 등을 첨가하게 된다. 메틸클로라이드로 사차화된 양이온 계면활성제는 디메틸설페이트로 사차화한 것보다 용해성이 떨어진다. 또한, 메틸클로라이드는 오존층 파괴물질로서 사용이 제한적이기 때문에 양이온 계면활성제로 디메틸설페이트를 주로 이용한다. In general, cationic surfactants are very soluble in aqueous solution, and alcohols and the like are added to increase solubility in fabric softener preparation. Cationic surfactants quaternized with methylchloride are less soluble than quaternized with dimethylsulfate. In addition, since methyl chloride is limited in use as an ozone depleting substance, dimethyl sulfate is mainly used as a cationic surfactant.

양이온 계면활성제는 물에서 용해성을 향상시키기 위해서 지방산알킬기를 한 개로 제한하거나 다수의 히드록시기 또는 알콕시기를 함유하도록 하는 것이 바람직하다. 일본공개특허 1994-199748에서는 지방산알킬기를 한 개로 하는 것으로 삼차아민, 지방산알콜과 에피클로로히드린을 이용하여 모노히드록시트리알킬암모니움 클로라이드를 제조하여 음이온 계면활성제와 상용성이 우수한 양이온 계면활성제 를 제조한 것이 공지되었다. 또한 일본공개특허 1999-343271에서는 양이온 계면활성제의 기제가 되는 아미노 알콜의 합성법을 제공하고 있으나, 이 경우 지방산 알킬기는 하나인 것으로, 유연제로서의 성능이 나타나기 위해서 두 개 이상의 지방산 알킬기가 요구되는 것을 충족시키지 못하고 있다. The cationic surfactant is preferably limited to one fatty acid alkyl group or containing a large number of hydroxy or alkoxy groups in order to improve solubility in water. Japanese Patent Laid-Open No. 1994-199748 discloses a cationic surfactant having excellent compatibility with anionic surfactants by preparing monohydroxytrialkylammonium chloride using tertiary amine, fatty acid alcohol and epichlorohydrin. It is known to make. In addition, Japanese Patent Application Laid-Open No. 1999-343271 provides a method for synthesizing an amino alcohol which is a base of a cationic surfactant. However, in this case, the fatty acid alkyl group is one, and it does not satisfy that two or more fatty acid alkyl groups are required to exhibit performance as a softener. I can't.

한국등록특허 10-0578716에서는 알킬글리시딜에테르와 1차아민을 반응시켜 N,N-비스(3-알킬옥시-2-히드록시프로필)알킬아민을 제조하는 방법을 제시하고 있다. 이때 얻어진 삼차아민은 두 개의 지방산알킬기와 두 개의 히드록시기를 가지고 있다.Korean Patent Registration No. 10-0578716 proposes a method for preparing N, N-bis (3-alkyloxy-2-hydroxypropyl) alkylamine by reacting alkylglycidyl ether with a primary amine. The tertiary amine thus obtained has two fatty acid alkyl groups and two hydroxy groups.

이에 본 발명자들은 용해성이 우수한 양이온 계면활성제를 제조하기 위하여 다수의 히드록시기 또는 알콕시기를 갖는 화합물을 합성하는 방벙을 제공하는 것을 목적으로 한다.Accordingly, the present inventors aim to provide a method for synthesizing a compound having a large number of hydroxyl groups or alkoxy groups in order to produce a cationic surfactant having excellent solubility.

본 발명은 상기의 과제를 해결하기 위하여 연구를 거듭한 결과, 물에서 용해성이 우수한 양이온 계면활성제의 제조방법에 있어서, 메틸아민과 알킬글리시딜에테르를 반응시켜 비스히드록시알킬아민을 제조한 후, 에틸렌옥시드를 부가한다. 또한, 3개의 히드록시기를 가진 삼차아민을 제조하기 위하여 메틸아민 대신 히드록시알킬아민과 알킬글리시딜에테르를 상압, 낮은 온도에서 반응시킨 후, 에틸렌옥시드를 부가하고, 이를 디메틸설페이트로 사차화하여 용해성이 우수한 양이온 계면활성제의 제조방법을 제공한다.The present invention has been conducted in order to solve the above problems, in the method of producing a cationic surfactant having excellent solubility in water, the reaction of methylamine and alkylglycidyl ether to produce bishydroxyalkylamine , Ethylene oxide is added. In addition, in order to prepare a tertiary amine having three hydroxy groups, hydroxyalkylamine and alkylglycidyl ether are reacted at atmospheric pressure and low temperature instead of methylamine, and then ethylene oxide is added and quaternized with dimethyl sulfate. It provides a method for producing a cationic surfactant having excellent solubility.

이하 본 발명에 대하여 구체적으로 설명한다.Hereinafter, the present invention will be described in detail.

본 발명의 용해성이 우수한 양이온 계면활성제는 The cationic surfactant excellent in solubility of the present invention

a) 알킬아민과 알킬글리시딜에테르를 반응시켜 얻어지는 비스히드록시-비스알콕시 알킬아민에 에틸렌옥시드를 부가하여 폴리옥시알킬렌알킬아민을 얻는 단계; 및a) adding ethylene oxide to a bishydroxy-bisalkoxy alkylamine obtained by reacting an alkylamine with an alkylglycidyl ether to obtain a polyoxyalkylenealkylamine; And

b) 상기 폴리옥시알킬렌알킬아민에 디메틸설페이트를 첨가하여 교반 혼합한 후, 50 ~ 60℃에서 4 ~ 6시간 더 반응시켜 4급화하는 단계;를 포함하여 제조한다.b) adding dimethyl sulfate to the polyoxyalkylene alkylamine, stirring and mixing, and then quaternizing by further reacting at 50 to 60 ° C. for 4 to 6 hours.

[화학식 1][Formula 1]

Figure pat00001

Figure pat00001

하기의 반응식 1은 본 발명의 구체적인 예로, 알킬아민과 알킬글리시딜에테르를 반응시키는 단계 및 에틸렌옥시드를 부가하여 폴리옥시알킬렌아민을 얻고, 상기 폴리옥시알킬렌아민에 디메틸설페이트를 첨가하는 단계를 도시한 것이다.
Scheme 1 below is a specific example of the present invention, the step of reacting alkylamine and alkylglycidyl ether and adding ethylene oxide to obtain a polyoxyalkylene amine, to add dimethyl sulfate to the polyoxyalkylene amine The steps are shown.

[반응식 1]Scheme 1

Figure pat00002

Figure pat00002

상기 화학식 1에서, R1은 C12 ~ C18개인 알킬기이며, R2는 수소 또는 C1 ~ C4인 알킬기이며, m과 n은 정수이다. 상기 m, n은 2≤ m + n ≤5을 만족하는 것이 바람직하다. 상기 m + n의 값은 2 미만이면 용해성이 현저히 낮아지며, 5를 초과하면 용해성이 너무 좋아 섬유에 부착력이 저하되므로 본 발명에서는 m + n의 값을 조절하는 것이 중요하다.In Formula 1, R 1 is a C12 ~ C18 alkyl group, R 2 is hydrogen or an alkyl group of C1 ~ C4, m and n are integers. It is preferable that m and n satisfy | fill 2 <= m + n <= 5. When the value of m + n is less than 2, solubility is significantly lowered, and when it exceeds 5, solubility is so good that adhesion to the fiber is lowered, so it is important to control the value of m + n in the present invention.

상기 a) 단계의 알킬아민과 글리시딜에테르는 1:1.95 ~ 1:2.05 몰비인 것이 바람직하다. 알킬아민과 글리시딜에테르의 몰비가 상기 범위를 벗어나게 되면 상기 화학식 1의 삼차아민의 생성율이 낮아지며 미반응 글리시딜에테르 또는 2차아민이 얻어진다.The alkylamine and glycidyl ether of step a) is preferably 1: 1.95 ~ 1: 2.05 molar ratio. When the molar ratio of alkylamine and glycidyl ether is out of the above range, the yield of tertiary amine of Chemical Formula 1 is lowered and unreacted glycidyl ether or secondary amine is obtained.

상기 a) 단계의 에틸렌옥시드는 비스히드록시-비스알콕시 알킬아민에 대하여 2 ~ 5몰 부가한다. 에틸렌옥시드를 2몰 미만 부가하게 되면 물에 대한 용해성에 대한 효과를 기대할 수 없으며, 5몰 초과하여 부가하면 용해성이 너무 높아 유연제로서의 성능이 떨어진다.The ethylene oxide of step a) is added in an amount of 2 to 5 moles based on bishydroxy-bisalkoxy alkylamine. If less than 2 moles of ethylene oxide is added, the effect on solubility in water cannot be expected. If more than 5 moles are added, the solubility is too high and the performance as a softener is poor.

상기 a) 단계의 디메틸설페이트는 폴리옥시알킬렌알킬아민에 대하여 1.0 ~ 1.1몰 첨가하는 것이 바람직하다. 상기 디메틸설페이트가 1.0몰 미만이면 삼차아민이 존재하여 아민에 의한 황변성이 증가하며, 1.10몰 초과하면 미반응 디메틸설페이트가 남아 독성이 증가하게 된다. The dimethyl sulfate of step a) is preferably added 1.0 to 1.1 mol relative to the polyoxyalkylene alkylamine. When the dimethyl sulfate is less than 1.0 mole, the tertiary amine is present to increase the yellowing property of the amine, and if it exceeds 1.10 moles, the unreacted dimethyl sulfate remains to increase the toxicity.

상기 b) 단계의 폴리옥시알킬렌알킬아민에 디메틸설페이트를 첨가하여 교반혼합은 드로핑 판넬(dropping funnel)을 이용하여 반응온도가 50 ~ 60℃ 사이에서 사차화반응이 일어나도록 천천히 첨가한다. 상기 반응온도가 50℃ 미만에서는 사차화 반응속도가 너무 늦게 되며, 60℃ 초과에서는 반응물의 색이 짙은 갈색으로 변하게 된다. 상기 디메틸설페이트의 첨가 후 반응물은 4 ~ 6시간 더 반응시키는 것이 바람직하다.By adding dimethylsulfate to the polyoxyalkylenealkylamine of step b), the stirring and mixing is slowly added using a dropping panel so that the quaternization reaction occurs between 50 and 60 ° C. If the reaction temperature is less than 50 ℃ the rate of quaternization is too slow, and if more than 60 ℃ the color of the reactant is dark brown. After the addition of the dimethyl sulfate, the reactant is preferably reacted for 4 to 6 hours.

이상에서 설명한 바와 같이, 본 발명에 따른 용해성이 우수한 양이온 계면활성제의 제조방법은 알킬기를 2개 이상 부가함에 따른 용해성이 저하되는 문제를 해결할 뿐만 아니라, 물에 대한 용해성을 현저히 향상시킬 수 있는 장점이 있다.As described above, the preparation method of the cationic surfactant having excellent solubility according to the present invention not only solves the problem of lowering the solubility caused by adding two or more alkyl groups, but also has the advantage of significantly improving the solubility in water. have.

도 1은 2몰의 에틸렌옥시드가 부가된 N,N-비스(3-도데실옥시-2-히드록시프로필)디메틸암모니움 설페이트의 1H NMR(용매: CDCl3)을 나타낸 것이다.
도 2는 2몰의 에틸렌옥시드가 부가된 N,N-비스(3-도데실옥시-2-히드록시프로필)디메틸암모니움 설페이트의 적외선 스펙트럼을 나타낸 것이다.
도 3은 5몰의 에틸렌옥시드가 부가된 N,N-비스(3-도데실옥시-2-히드록시프로필)디메틸암모니움 설페이트의 1H NMR(용매: CDCl3)을 나타낸 것이다.
도 4는 5몰의 에틸렌옥시드가 부가된 N,N-비스(3-도데실옥시-2-히드록시프로필)디메틸암모니움 설페이트의 적외선 스펙트럼을 나타낸 것이다.1 shows a 1 H NMR (solvent: CDCl 3 ) of N, N-bis (3-dodecyloxy-2-hydroxypropyl) dimethylammonium sulfate to which 2 moles of ethylene oxide is added.
FIG. 2 shows an infrared spectrum of N, N-bis (3-dodecyloxy-2-hydroxypropyl) dimethylammonium sulfate added with 2 moles of ethylene oxide.
Figure 3 shows a 1 H NMR (solvent: CDCl 3 ) of N, N-bis (3-dodecyloxy-2-hydroxypropyl) dimethylammonium sulfate to which 5 moles of ethylene oxide have been added.
4 shows an infrared spectrum of N, N-bis (3-dodecyloxy-2-hydroxypropyl) dimethylammonium sulfate to which 5 moles of ethylene oxide have been added.

이하, 본 발명을 실시예에 의해 상세히 설명한다.Hereinafter, the present invention will be described in detail by way of examples.

단, 하기 실시예는 본 발명을 예시하는 것일 뿐, 본 발명의 내용이 하기 실시예에 의해 한정되는 것은 아니다.
However, the following examples are merely to illustrate the invention, but the content of the present invention is not limited by the following examples.

(실시예 1)(Example 1)

2몰의 에톡실레이티드 N,N-비스(3-도데실옥시-2-히드록시프로필)디메틸암모니움 설페이트의 합성Synthesis of 2 moles of ethoxylated N, N-bis (3-dodecyloxy-2-hydroxypropyl) dimethylammonium sulfate

1리터의 고압반응기에 1몰의 N,N-비스(3-도데실옥시-2-히드록시프로필)메틸아민(mw: 563) 과 0.1몰 KOH를 넣고 반응기의 온도를 80~100℃로 유지하면서 2몰의 에틸렌옥시드를 4시간동안 반응시킨다. 상기 반응으로 얻어진 에톡실레이티드아민에 250g의 에탄올을 투입하고, 이를 30~35℃에서 교반하면서 1몰의 디메틸설페이트를 천천히 첨가한다. 상기 디메틸설페이트가 완전히 첨가된 후, 반응온도를 50 ~ 60℃로 유지하면서 5시간 반응시켜 2몰의 에톡실레이티드 N,N-비스(3-도데실옥시-2-히드록시프로필)디메틸암모니움 설페이트(순도 98%)를 얻었다. 이에 대한 분석결과는 도 1 및 도 2에 나타내었다.
1 mole of N, N-bis (3-dodecyloxy-2-hydroxypropyl) methylamine (mw: 563) and 0.1 mole KOH were put in a 1 liter high-pressure reactor, and the reactor temperature was maintained at 80 to 100 ° C. 2 moles of ethylene oxide are reacted for 4 hours. 250 g of ethanol is added to the ethoxylated amine obtained by the reaction, and 1 mol of dimethyl sulfate is slowly added thereto while stirring at 30 to 35 ° C. After the dimethyl sulfate was completely added, the reaction was carried out for 5 hours while maintaining the reaction temperature at 50 to 60 ° C. to 2 moles of ethoxylated N, N-bis (3-dodecyloxy-2-hydroxypropyl) dimethylammonium. Um sulfate (purity 98%) was obtained. The results of the analysis are shown in FIGS. 1 and 2.

(실시예 2)(Example 2)

2몰의2 moles 에톡실레이티드Ethoxylated N,N-비스(3- N, N-bis (3- 도데실옥시Dodecyloxy -2-히드록시프로필)디메틸암모니움 -2-hydroxypropyl) dimethylammonium 설페이트의Sulfate 합성 synthesis

실시예 1과 동일하게 실시하되, 도데실알콜 대신에 옥타데실알콜을 사용하여 2몰의 에톡실레이티드 N,N-비스(3-도데실옥시-2-히드록시프로필)디메틸암모니움 설페이트를 얻었다.
2 moles of ethoxylated N, N-bis (3-dodecyloxy-2-hydroxypropyl) dimethylammonium sulfate were prepared in the same manner as in Example 1, using octadecyl alcohol instead of dodecyl alcohol. Got it.

(실시예 3)(Example 3)

5몰의5 moles 에톡실레이티드Ethoxylated N,N-비스(3- N, N-bis (3- 도데실옥시Dodecyloxy -2-히드록시프로필)디메틸암모니움 -2-hydroxypropyl) dimethylammonium 설페이트의Sulfate 합성 synthesis

실시예 1과 동일하게 실시하되, 에틸렌옥시드를 5몰을 부가하여 5몰의 에톡실레이티드 N,N-비스(3-도데실옥시-2-히드록시프로필)디메틸암모니움 설페이트를 얻었다. 이에 대한 분석결과는 도 3 및 도 4에 나타내었다.
In the same manner as in Example 1, 5 mol of ethylene oxide was added to obtain 5 mol of ethoxylated N, N-bis (3-dodecyloxy-2-hydroxypropyl) dimethylammonium sulfate. The results of the analysis are shown in FIGS. 3 and 4.

(실시예 4)(Example 4)

5몰의5 moles 에톡실레이티드Ethoxylated N,N-비스(3- N, N-bis (3- 도데실옥시Dodecyloxy -2-히드록시프로필)디메틸암모니움 -2-hydroxypropyl) dimethylammonium 설페이트의Sulfate 합성 synthesis

실시예 2와 동일하게 실시하되, 에틸렌옥시드를 5몰을 부가하여 5몰의 에톡실레이티드 N,N-비스(3-도데실옥시-2-히드록시프로필)디메틸암모니움 설페이트를 얻었다.
In the same manner as in Example 2, 5 mol of ethylene oxide was added to obtain 5 mol of ethoxylated N, N-bis (3-dodecyloxy-2-hydroxypropyl) dimethylammonium sulfate.

(용해도 측정)(Solubility measurement)

실시예 1,2,3,4에서 얻어진 양이온 계면활성제을 에틸렌옥시드가 부가되지 않은 양이온 계면활성제와 각가 1% 수용액을 제조하여 turbiscan기기를 이용하여 용해성 비교를 하였다.
The cationic surfactants obtained in Examples 1, 2, 3, and 4 were prepared with a cationic surfactant to which ethylene oxide was not added, and a 1% aqueous solution, respectively, and the solubility was compared using a turbiscan apparatus.

Figure pat00003

Figure pat00003

상기 표에서 볼 수 있는 바와 같이 본 발명에 따른 실시예 1 내지 4는 대조물질에 비해 최대 33배까지 용해도의 증가를 나타냄을 확인할 수 있었다.As can be seen from the table, Examples 1 to 4 according to the present invention was found to exhibit an increase in solubility of up to 33 times compared to the control.

Claims (6)

a) 알킬아민과 알킬글리시딜에테르를 반응시켜 얻어지는 비스히드록시-비스알콕시 알킬아민에 에틸렌옥시드를 부가하여 폴리옥시알킬렌알킬아민을 얻는 단계; 및
b) 상기 폴리옥시알킬렌알킬아민에 디메틸설페이트를 첨가하여 교반 혼합한 후, 50 ~ 60℃에서 4 ~ 6시간 더 반응시켜 4급화하는 단계;
를 포함하는 하기 화학식 1로 표시되는 양이온 계면활성제의 제조방법.
[화학식 1]
Figure pat00004

(상기 화학식 1에서, R1은 C12 ~ C18개인 알킬기이며, R2는 수소 또는 C1 ~ C4인 알킬이며, m과 n은 정수이다.)
a) adding ethylene oxide to a bishydroxy-bisalkoxy alkylamine obtained by reacting an alkylamine with an alkylglycidyl ether to obtain a polyoxyalkylenealkylamine; And
b) adding dimethyl sulfate to the polyoxyalkylene alkylamine, stirring and mixing, and then quaternizing by further reacting at 50 to 60 ° C. for 4 to 6 hours;
Method for producing a cationic surfactant represented by the formula (1) comprising a.
[Formula 1]
Figure pat00004

(In Formula 1, R 1 is a C12 ~ C18 alkyl group, R 2 is hydrogen or C1 ~ C4 alkyl, m and n are integers.)
제 1항에 있어서,
상기 a) 단계의 알킬아민과 글리시딜에테르는 1:1.95 ~ 1:2.05 몰비인 것을 특징으로 하는 양이온 계면활성제의 제조방법.
The method of claim 1,
Alkylamine of the step a) and glycidyl ether is a method of producing a cationic surfactant, characterized in that the molar ratio of 1: 1.95 ~ 1: 2.05.
제1항에 있어서,
상기 a) 단계의 에틸렌옥시드는 비스히드록시-비스알콕시 알킬아민에 대하여 2 ~ 5몰 부가하는 것을 특징으로 하는 양이온 계면활성제의 제조방법.
The method of claim 1,
The method of producing a cationic surfactant, characterized in that the ethylene oxide of step a) is added 2 to 5 mol relative to the bishydroxy-bisalkoxy alkylamine.
제1항에 있어서,
상기 a) 단계의 디메틸설페이트는 폴리옥시알킬렌알킬아민에 대하여 1.0 ~ 1.1몰 첨가하는 것을 특징으로 하는 양이온 계면활성제의 제조방법.
The method of claim 1,
The dimethyl sulfate of step a) is a method for producing a cationic surfactant, characterized in that the addition of 1.0 to 1.1 mole relative to the polyoxyalkylene alkylamine.
제1항에 있어서,
상기 b) 단계의 폴리옥시알킬렌알킬아민에 디메틸설페이트를 첨가하여 교반혼합은 드로핑 판넬(dropping funnel)을 이용하여 두 번 이상 나누어 천천히 첨가하는 것을 특징으로 하는 양이온 계면활성제의 제조방법.
The method of claim 1,
Method for preparing a cationic surfactant, characterized in that the stirred mixture is added to the polyoxyalkylene alkylamine of step b) by dividing the mixture more than two times slowly using a dropping funnel.
제5항에 있어서,
상기 b) 단계의 폴리옥시알킬렌알킬아민에 디메틸설페이트를 첨가하여 교반 혼합은 50 ~ 60℃에서 이루어지는 것을 특징으로 하는 양이온 계면활성제의 제조방법.
The method of claim 5,
Method for producing a cationic surfactant, characterized in that the stirring mixture is added at 50 ~ 60 ℃ by adding dimethyl sulfate to the polyoxyalkylene alkylamine of step b).
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KR101502443B1 (en) * 2013-12-12 2015-03-13 한국화학연구원 Quaternary ammonium cationic surfactant with hydroxyl group, preparation method of thereof and fabric softener composition containing thereof
US10749366B2 (en) 2015-09-11 2020-08-18 Samsung Electronics Co., Ltd. Wireless power receiver and wireless power transmitter

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KR100578716B1 (en) 2004-06-03 2006-05-12 한국화학연구원 The efficient synthetic method of N,N-bis3-alkyloxy-2-hydroxypropylalkylamine

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KR101502443B1 (en) * 2013-12-12 2015-03-13 한국화학연구원 Quaternary ammonium cationic surfactant with hydroxyl group, preparation method of thereof and fabric softener composition containing thereof
US10749366B2 (en) 2015-09-11 2020-08-18 Samsung Electronics Co., Ltd. Wireless power receiver and wireless power transmitter

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