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212200 A6 B6 經濟部中央標準局員工消费合作社印製 五、發明説明(1 ) 本發明俗明於新的隔離子化合物和其製法。特別是本 發明尚與可做為淸洗頭髮或身«之界面活性劑的隈離子化 合物和其製法有藺,其對於皮虜很溫和,並且具有很強的 起泡能力及淸潔能力。 本發明两於一種清潔劑或清潔組成物,它對於皮《和 頭虜只會産生輕橄的剌檄,並且其具有的淸潔、起泡和諝 理的能力適合做為沐浴精、洗髮精等之用。 近年來可用於淸潔劑之界面活性劑不僅箱要要求其界 面活性,也希望其能具有一些優異的性質,如生物可降解 性、安全性等,並且對於眼隳及皮虜的剌撖能降至最低。 而酵化氛基酸界面活性劑和眯唑《4界面活性_正是近年來 所廣泛使用且符合上述這些要求的界面活性劑。 然而,雖然逭些界面活性劑通常具有高安金性,但是 它們的起泡能力和淸潔能力(這些性質對於界面活性λ而 言是待別重要的)卻不夠;因此它們通常不會單播使用來 做為洗髮精等産品的成份,而是和一種除離子性的界面活 性_,如烷基硫酸醚或烷基硫酸鹽一併使用。 此類會強烈剌撖皮虜的陰離子性界面活性劑,會使皮 虜變得粗糙。在另一方面,陽離子性界面活性薄從未被做 為清潔劑,這是因為它們通常會強烈刺檄皮虜,並且尚未 發現有陽離子性的界面活性薄可做為具有高起泡能力和安 全性的淸潔劑基質。 在逭樣的條件下極度箱要發展出一種具有高起泡能力 和清潔能力的陽離子性界面活性劑。如果能發展出此種陽 (請先聞讀背面之注意事項再填寫本頁) •綠· 本紙張尺度適用中國國家標準(CNS)甲4規格(210x297公釐) 212200 A6 B6 五、發明說明(2 ) 經 濟 部 中 央 標 準 局 員 工 消 費 合 社 印 製 離子性界面活性 子性質的特m, 産生。 近幾年來. 性性質方面(如 全性的生物降解 烈的要求。 雖然陰離子 的烷基苯磺酸鹽 乙烯烷基鰣硫酸 成份,且其具有 剌檄使用者的眼 有輕撖刺撖性的 基酸鹽(蓍如説 基丙酸彌和N-酵 清潔劑所要求的性 雖然它們對於皮 和淸潔及起泡能 面活性劑(如單 主要成份。因此 份。 因此,目前 髮和皮虜的清潔 泡沫品質、抗硬 劑,則用其做為新的淸潔薄可顯現出颶離 並且除此之外,預期也會有一些新的用途 用於人饅的淸 起泡和淸潔的 能力和廚眼磨 界面活性劑常 (LAS)、烷基 酯 (AES)和α 優越的清潔效 磨和皮庸。在 界面活性用, Ν-醯基谷氛酸 基-Ν -院基甘 質,如抗硬水 虜只有輕撤的 力的觀黏來看 潔劑和清洗劑除了在界面活 性質)的要求之外,對於安 及皮虜的低剌激程度也有強 用為清 磺酸酯 烯烴磺 果和起 S —方 如單烷 馥、Η-氨酸) 度、起 刺檄性 一或雙烷基三甲基銨 並未營使用它們做為 潔劑[如肥皂 的》類(AS)、 酸酯(AOS)〕 泡能力,但是 面,那些被認 基磷酸酯和Ν-酵基-Η -焼基 ,它們並不充 泡能力和清潔 。此外,由刺 很難使用限離 鹽)來做為淸 清潔组成物的 、線型 聚氣化 的主要 它們會 為只具 酵基氨 -4 -痕 分具有 能力, 瀲程度 子性界 潔嫌的 主要成 ..................................^ ................¾...............................#..............................漆· {請先聞讀背面之注意事項再填寫本页) 急箱發展出一種只會輕橄剌激使用者的頭 有優異的清潔和起泡能力、 性質。 劑,並且需具 水度和調理的 本紙張尺度適用中國國家標準(CNS)甲4規格(210X297公釐) 212200 A6 B6 五、發明説明(3 ) 在上述的逭些情況之下,對於具有優異之清潔能力和 起泡能力及高度安金性和可適合用於頭髮和身醱之淸潔薄 的化合物經過密集的觀測之後,本發明之發明者發現本發 明的目的可以藉著使用具有下列通式(I)之新式陽離子性 化合物而達到,並且本發明可以此項發現而得以完成。 本發明可提供一種如化學式(I)所定義的«離子化合 合物: 0 R2 II I© R'CN-(CHz)« N-(CH2)» CHCH2N-R: A© (I)212200 A6 B6 Printed by the Employee Consumer Cooperative of the Central Bureau of Standards of the Ministry of Economy V. Description of the invention (1) The present invention is familiar with new isolator compounds and their preparation methods. In particular, the present invention still has advantages with the Kuma ion compound that can be used as a surfactant for washing hair or body, and its preparation method, which is very gentle to the skin, and has strong foaming ability and cleaning ability. Two or more cleaning agents or cleaning compositions of the present invention, which can only produce light olives for the skin and the head, and its ability to clean, foam and clarify is suitable for bath essences and shampoos For refined use. In recent years, surfactants that can be used as detergents not only require the interface activity, but also hope that they can have some excellent properties, such as biodegradability, safety, etc. To a minimum. The fermented amino acid surfactants and myrazole "4 Interfacial Activity_" are surfactants that have been widely used in recent years and meet these requirements. However, although some surfactants usually have high safety properties, their foaming ability and cleansing ability (these properties are important for the interface activity λ) are not enough; therefore, they are usually not used unicast It is used as a component of shampoo and other products, but is used together with a de-ionizing interface activity, such as alkyl sulfate or alkyl sulfate. Such anionic surfactants, which will strongly attack the skin, will roughen the skin. On the other hand, cationic interfacial active thins have never been used as cleaning agents because they usually strongly irritate skin, and cationic interfacial active thins have not been found to have high foaming capacity and safety Sexual cleaning agent base. Under such conditions, the extreme chamber will develop a cationic surfactant with high foaming ability and cleaning ability. If you can develop this kind of sun (please read the precautions on the back and then fill out this page) • Green · This paper scale is applicable to China National Standard (CNS) A 4 specifications (210x297 mm) 212200 A6 B6 V. Description of invention ( 2) The special m of the ionic interface active sub property printed by the employee consumer cooperative of the Central Bureau of Standards of the Ministry of Economic Affairs is generated. In recent years. Sexual properties (such as the requirement of omnipotent biodegradation. Although the anionic alkylbenzene sulfonate ethylene alkyl anchovy sulfuric acid component, and it has the pungent nature of the user's eyes Alkyl acid salts (Achillea aurantium propionate and N-fermented cleansers are required for their properties, although they are suitable for skin and skin cleansing and foaming surfactants (such as the single main ingredient. Therefore, the portion. Therefore, the current hair and skin care The quality of the cleansing foam and anti-hardening agent can be used as a new cleansing thin to show hurricanes. In addition, it is expected that there will be some new uses for the foaming and cleansing of human steamed buns. Ability and kitchen eye grinding surfactants (LAS), alkyl esters (AES) and α superior cleaning effect grinding and Pi Yong. Used in interface activity, Ν-acetyl glutamic acid group-Ν- 院 基 甘 素For example, in addition to the requirement of cleanliness and cleaning agents in the interface, the anti-hard water slaves only have the ability to withdraw lightly. In addition to the requirements of the active substance in the interface, it is also strongly used as a clear sulfonate olefin for the low stimulus level of Anhe Sulfonate and S-Square such as monoalkane, Η-amino acid degree, prickly Mono- or dialkyltrimethylammonium did not use them as detergents (such as soaps) (AS), acid esters (AOS)] foaming ability, but in the face, those recognized as phosphoric acid esters and N-enzymes Base-Η- 焼 基, they do not have foaming capacity and cleaning. In addition, it is difficult to use the ionization salt from thorns) as the cleaning composition, the main linear gasification they will be only fermented ammonia -4-Trace points have the ability, the main components of the degree of cleanliness .................................. .. ^ ........... ¾ .............................. . # .............................. lacquer (Please read the precautions on the back before filling this page) Developed a type that will only irritate the user's head with excellent cleaning and foaming capabilities and properties. The size of this paper, which needs water and conditioning, is applicable to the Chinese National Standard (CNS) A4 specifications (210X297 mm) 212200 A6 B6 V. Description of the invention (3) Under the above-mentioned circumstances, it is excellent After intensive observation of the cleansing ability and foaming ability and high safety of the gold and the compound that can be used for hair and body, after intensive observation, the inventor of the present invention found that the purpose of the present invention can be The novel cationic compound of formula (I) is achieved, and the present invention can be completed by this discovery. The present invention can provide a «ion compound as defined by the chemical formula (I): 0 R2 II I © R'CN- (CHz)« N- (CH2) »CHCH2N-R: A © (I)
GG
E R4 其中R1為具有7到15傾碩原子的直鐽或支鏈的烷基,或是 具有7到15傾碩原子的直鍵或支鏈的烷撐基;R«、R3和R4 為各自獨立的V且為具有1到3匐碩原子的烷基;G為氫原 子、具有1到3俚硪原子的烷基,或是具有1到3籲碩原子的 羥烷基;E為氰原子、具有1到3值碩原子的烷基、具有1 到3俚硝原子的羥烷基、或是如化學式(II)之銨基: 經濟部中央標準局員工消費合作社印製 I© -(CH2)„ CHCH2N-R3 · A Θ I I Y R4 (II) 為氫原子或是羥基,A為羥基、鹵素原子或是具有1到 5 本紙張尺度適用中國國家標準(CNS)甲4規格(210X297公釐) ..................................i .................^..............................t ...........................^ (請先閲讀背面之注意事項再填寫本頁) 212200 A6 B6 足,、發明説明(4 掴硝原 一傾整 烷基亦 :而當 此 括將如 胺舆一 另 .而Y 或如化 化試劑 子的烷基磺酸豔,為2或3, 數,假如(1)當G為烷基或是 不為羥烷基,且(2)當η為1時 η為0,2, 3, 4或5時,1Τ為簠原子 外本發明尚提供一種製造上述 化學式(2)的琛胺類和/或如 種具有化學式(4)的陽離子化 一種製造此化合物(化學式為 為羥基)之製法包括將如化學 學式(3)的睡胺化胺與一種如 反應之步驟。 R'-C; η為〇或是1到5之間的 羥烷基時,則Ε不為 ,Υ為氫原子或羥基 〇 化合物之製法,其包 化學式(3 )的醯胺化 試劑反應之步费[。 U).且其中的η為1 式(2)的環胺類和/ 化學式(5)的隈離子 (2) (請先閲讀背面之注意事項再填寫本頁) .笟· 0 II ”CN-(CH2)„ ΝΗ (3) •訂· R: Θ Z-(CHz)n CHCH2N-R3 * A© (4) .線· 經濟部中央標準局員工消費合作社印製 I Θ ch2 - ch-ch2-n-r:\〆 ^ A0 (5) 6 本紙張尺度適用中國國家標準(CNS)甲4規格(210X297公釐) A6 213300___^- Λ、發明説明(5) 本發明提供一種至少含兩種隈離子化合物之混合物, 也就是一種陽雕子性的界面活性«I組成物,此組成物中含 有(a) —種如化學式(I)的鵑離子化合物,其中G為氫原 子,E為氫原子、具有1到3偁磺原子的烷基、或是具有1 到3個硪原子的羥烷基;(b)另一種如化學式(I)的陽離 子化合物,其中G為氫原子、具有1到3饀碩原子的烷基、 或是具有1到3催碩原子的羥烷基,E為如化學式(II)的銨 基。G和E不可同時為氫原子。 此組成物尚包含一種如化學式(〇的隈離子化合物, 此化合物中的G為一種具有1到3個碩原子的烷基,或是具 有1到3籲碩原子的羥烷基,而E則為氳原子。 本發明中之陽雕子化合物包括兩俥鱧条:一為具有化 學式(I)之化合物,其中R1為具有7到15餡硪原子的直鏈 或支鍵的烷基,或是具•有7到15傾碩原子的直鐽或支鍵的 烷播基;R*、1?3和!^為各自猻立的,且為具有1到3镧碩原 子的烷基;G為氫原子;E為具有1到3鹤硪原子的烷基. 或是具有1到3萑碩原子的羥烷基;Y為氳原子或羥基;A 為羥基、鹵素原子或是具有1到4侮碩原子的烷基磺酸鹽; 為2或3; η為零或是1到5之間的一翎整數;假如η為1畤 ,則Υ為氫原子或羥基,並且若η為零,2 ,3,4或5時,則Υ 為氫原子。 經濟部中央標準局員工消費合作杜印敗 S —侮體条具有之化學式(I)中:R1為具有7到15® 磺原子的直鍵或支鐽的烷基,或是具有7到15鴒碩原子的 直鐽或支鐽的烷撐基;R*、R3和R4為各自獨立的,且為具 本紙張尺度適用中國國家標準(CNS)甲4規格(210X297公爱) 212200 A6 B6 五、發明說明(6 ) 有1到3饀碩原子的烷基;G為具有1到3鏟碩原子的烷基, 或是具有1到3個碩原子的羥烷基;E為氫原子,或是一種 如化學式(II)的銨基:Y為羥基;A為鹵素或是具有1到4 催磺原子的烷基磺酸鹽:為2或3; η為零或是1到5之間 的一值整數,且其條件同上段文字所述。 本發明提供一種淸潔組成物,其含有此種_離子化合 物和一種載钃。 另一種清潔組成物你由限離子化合物和其它種的兩性 界面活性劑或非離子性界面活性劑所構成。 此種清潔組成物更含有一種用於洗髮的添加劑。 此種淸潔组成物更含有一種水溶性的聚合物、陰離子 聚合物、其它種的隕離子性界面活性爾或是一種水可分散 的矽氧化合物。 本發明尚提供另一種清潔组成物~其包括一種如化學 式(I’)之陽離子化合物及一種載體;其中的隈離子化合物 與化學式(I)具有同樣的通式,但是對於取代基的定義卻 有所不同,其中R1為具有7到21籲碩原子的直鐽或支鰱的 烷基,或是具有7到21值硪原子的直鏈或支鍵的烷掙基; R*、!13和1^為各自獨立的,且為具有1到4鴒硪原子的烷基 ,或是具有1到4傾硪原子的羥烷基;G為氫原子;Ε為翔 乙基;Υ為羥基;Α為鹵素原子或是有機陰離子;為2; 且η為1。 (請先聞讀背面之注意事項再填寫本頁) •装. .線· 經濟部中央標準局員工消費合作社印製 本紙張尺度適用中國國家標準(CNS)甲4規格(210x297公釐) 2122G0 A6 B6 五、發明説明(7) 0 Rz II - RlCN-(CH,)« N-(CHz). CHCH2N-R3 · A© (I·)E R4 where R1 is a straight or branched alkyl group having 7 to 15 atoms or a straight bond or branched alkylene group having 7 to 15 atoms; R «, R3 and R4 are each V is independent and is an alkyl group having 1 to 3 gallo atoms; G is a hydrogen atom, an alkyl group having 1 to 3 polyatoms, or a hydroxyalkyl group having 1 to 3 gallo atoms; E is a cyanide atom , Alkyl groups with 1 to 3 value atoms, hydroxyalkyl groups with 1 to 3 nitrate atoms, or ammonium groups as in formula (II): Printed by the Employee Consumer Cooperative of the Central Bureau of Standards of the Ministry of Economic Affairs I ©-(CH2 ) „CHCH2N-R3 · A Θ IIY R4 (II) is a hydrogen atom or a hydroxyl group, A is a hydroxyl group, a halogen atom or has 1 to 5 The paper size is applicable to the Chinese National Standard (CNS) A 4 specifications (210X297 mm) ................................. i ............... .. ^ .............................. t ................ ........... ^ (please read the precautions on the back before filling in this page) 212200 A6 B6 foot, and description of invention (4 slopping nitrogen mono-tilted alkyl also: Such as amine and one another. Y or alkylsulfonate such as chemical reagent is 2 or 3. , Number, if (1) when G is alkyl or not hydroxyalkyl, and (2) when η is 1, when η is 0, 2, 3, 4 or 5, 1T is not a halogen atom. Provide a method for manufacturing the amines of the above chemical formula (2) and / or cationization such as the chemical formula (4) A method for manufacturing the compound (chemical formula is hydroxy) includes amination of the sleeping chemical formula (3) Amine and a reaction step. When R'-C; η is 〇 or a hydroxyalkyl group between 1 and 5, then Ε is not, Υ is a hydrogen atom or a hydroxyl 〇 compound preparation method, which includes the chemical formula (3 ) Of the amidation reagent reaction step cost [. U). And where η is 1 cyclic amines of formula (2) and / kuma ions of chemical formula (5) (2) (please read the precautions on the back first (Fill in this page). 笟 · 0 II ”CN- (CH2)„ ΝΗ (3) • Order · R: Θ Z- (CHz) n CHCH2N-R3 * A © (4) .Line · Employee of Central Bureau of Standards, Ministry of Economic Affairs Printed by consumer cooperatives I Θ ch2-ch-ch2-nr: \ 〆 ^ A0 (5) 6 This paper scale is applicable to the Chinese National Standard (CNS) A 4 specifications (210X297 mm) A6 213300 ___ ^-Λ, description of invention (5 ) The present invention provides a A mixture of kumquat ionic compounds, that is, a sculptural interfacially active «I composition, which contains (a) a kind of rhododendron ion compound of formula (I), where G is a hydrogen atom and E is A hydrogen atom, an alkyl group having 1 to 3 sulfon atoms, or a hydroxyalkyl group having 1 to 3 atoms; (b) another cationic compound of formula (I) wherein G is a hydrogen atom and has 1 An alkyl group up to 3 atoms, or a hydroxyalkyl group having 1 to 3 atoms, E is an ammonium group as in formula (II). G and E cannot be hydrogen atoms at the same time. The composition still contains a compound of the formula (〇, Kuma ionic, G in this compound is an alkyl group having 1 to 3 atoms, or a hydroxyalkyl group having 1 to 3 atoms, and E is It is a K atom. The Yangzizizi compound in the present invention includes two squiggles: one is a compound of formula (I), wherein R1 is a linear or branched alkyl group having 7 to 15 stuffed atoms, or With straight or branched alkyl groups with 7 to 15 pour atoms; R *, 1? 3 and! ^ Are independent, and are alkyl groups with 1 to 3 lanthanum atoms; G is Hydrogen atom; E is an alkyl group having 1 to 3 helium atoms. Or a hydroxyalkyl group having 1 to 3 sesame atoms; Y is a hydrogen atom or a hydroxyl group; A is a hydroxyl group, a halogen atom or has 1 to 4 Alkyl sulfonate of a large atom; 2 or 3; η is zero or a whole number between 1 and 5; if η is 1 angstrom, then Υ is a hydrogen atom or a hydroxyl group, and if η is zero, 2 , 3, 4 or 5, then Υ is a hydrogen atom. In the chemical formula (I) of the consumer consumption cooperation of the Central Bureau of Standards of the Ministry of Economic Affairs Du Yinbao S-insult strip: R1 is a straight bond with 7 to 15 ® sulfonic atoms Or a branched alkyl group, or a straight or branched alkylene group with 7 to 15 tantalum atoms; R *, R3, and R4 are independent of each other, and are applicable to the Chinese National Standard (CNS) ) A4 specifications (210X297 public love) 212200 A6 B6 V. Description of the invention (6) alkyl groups with 1 to 3 atoms; G is an alkyl group with 1 to 3 atoms, or 1 to 3 Hydroxyalkyl with a large atom; E is a hydrogen atom, or an ammonium group as in formula (II): Y is a hydroxy group; A is a halogen or an alkylsulfonate with 1 to 4 sulfo atoms: 2 or 3; η is zero or a value integer between 1 and 5, and the conditions are the same as those in the above paragraph. The present invention provides a cleansing composition, which contains such a _ ion compound and a loaded metal. Another cleaning The composition consists of an ion-limited compound and other amphoteric surfactants or nonionic surfactants. This cleaning composition also contains an additive for shampooing. This cleaning composition also contains a water-soluble Polymer, anionic polymer, other kinds of meteorological interfacial surfactant or a kind of water Dispersed silica compound. The present invention provides another cleaning composition ~ it includes a cationic compound of formula (I ') and a carrier; the Kuma ion compound has the same general formula as formula (I), but for The definition of substituents is different, where R1 is a straight or branched alkyl group with 7 to 21 atoms or a straight chain or branched alkyl group with 7 to 21 atoms; R *,! 13 and 1 ^ are independent of each other, and are alkyl groups having 1 to 4 halo atoms, or hydroxyalkyl groups having 1 to 4 tilt atoms; G is a hydrogen atom; E is a Xiang ethyl; Υ is a hydroxyl group; A is a halogen atom or an organic anion; is 2; and η is 1. (Please read the precautions on the back before filling in this page) • Installed ... Threads · Printed by the Staff Consumer Cooperative of the Central Standards Bureau of the Ministry of Economic Affairs. The paper size is compliant with China National Standards (CNS) Grade 4 (210x297 mm) 2122G0 A6 B6 5. Description of the invention (7) 0 Rz II-RlCN- (CH,) «N- (CHz). CHCH2N-R3 · A © (I ·)
G 本發明提供一種新的限離子化合物•以及由其所製備 之界面活性劑•其中的陽離子化合物可以通式(〇來代表G The present invention provides a new ion-limiting compound • The surfactant prepared therefrom • The cationic compound can be represented by the general formula (〇 to represent
〇 R* II 丨 Θ Λ RON-CCHx). N-(CHz). CHCHzN-R5 * P (!)〇 R * II 丨 Θ Λ RON-CCHx). N- (CHz). CHCHzN-R5 * P (!)
G 其中R*代表一種具有 7到15傾碩原子的直鐽或支鍵的 > » 烷基或烷撐基;R*、R3和R4可能彼此相同或相異,並且每 一禳分別代表具有1到3值硝原子的烷基;G代表Η或是具有 1到3偁碩原子的烷基或羥烷基;Ε代表Η,或是具有1到3健 碩原子的烷基或羥烷基,或是如下列化學式之基圃: Β* —(CHz)« CHCH2N-R3 · A ® 經 濟 部 t 央 標 準 局 員 工 消 費 合 作 杜 印 製 而其附帶條件如下:當G代表具有1到3値磺原子的院 9G where R * represents a straight or branched bond with 7 to 15 tilt atoms > »alkyl or alkylene; R *, R3 and R4 may be the same or different from each other, and each of the Alkyl groups with 1 to 3 nitrate atoms; G stands for Η or alkyl or hydroxyalkyl groups with 1 to 3 atoms; E stands for Η or alkyl or hydroxyalkyl groups with 1 to 3 atoms , Or as the base of the following chemical formula: Β * — (CHz) «CHCH2N-R3 · A ® Ministry of Economic Affairs t Central Standards Bureau employee consumption cooperation du printing and its accompanying conditions are as follows: when G represents 1 to 3 sulfonate Atomic Academy 9
本紙張尺度適用中國國家標準(CNS)甲4規格(210x297公釐) 212200The size of this paper is in accordance with Chinese National Standard (CNS) Grade 4 (210x297mm) 212200
Si U A6 B6 五、發明説明(8) 基或羥烷基時,E不可為具有1到3倨硝原子的烷基或羥烷 基; Y代表Η或是羥基;A代表0H、鹵素 個砍原子的烷基磺酸基團,|代表2或3, 5之間的一值整數,其附帶條件如下: 是《基,而當η為0,2,3.4或5, 為Η 氫原子。 本發明現在開始就要做更詳细的説 原子或是具有1到4 且η代表0或是1到 當η為1時,Υ為Η或 ,且G和Ε不同時為 明。 未在文獻或專利公 物應為新型的化合 上述通式(I)中的隕離子化合物並 告中掲霉過,因此本發明之陽離子化合 物。 此類陽離子化合物的例子包括下列之化合物: 〔化學式11〕 0 CU3I! C, ,H23CNH- (Cflz) ϊΝ- (CH,) s-N-CH:Si U A6 B6 V. Description of the invention (8) When the group or hydroxyalkyl group, E can not be an alkyl or hydroxyalkyl group having 1 to 3 nitrile atoms; Y represents Η or hydroxy group; A represents 0H, halogen cut The alkylsulfonic acid group of atoms, | represents a one-valued integer between 2 or 3, 5, and its accompanying conditions are as follows: is a radical, and when η is 0, 2, 3.4, or 5, it is a hydrogen atom. The present invention will now be described in more detail. The atom has either 1 to 4 and η represents 0 or 1 to η. When η is 1, Υ is Η or, and G and E are not synonymous at the same time. There is no new compound in the literature or patent publications. The meteorological compounds in the above general formula (I) have not been reported to be mildew, so the cationic compounds of the present invention. Examples of such cationic compounds include the following compounds: [Chemical Formula 11] 0 CU3I! C,, H23CNH- (Cflz) ϊΝ- (CH,) s-N-CH:
Cl© (請先閲讀背面之注意事項再填寫本页) .裝* CHtCHtOH CH:Cl © (Please read the precautions on the back before filling in this page). Install * CHtCHtOH CH:
0 II0 II
C,,H*,CK-(CH2)*N ) CHzCHzOB , CH3 (CHz)a-N-CHj I CH*C ,, H *, CK- (CH2) * N) CHzCHzOB, CH3 (CHz) a-N-CHj I CH *
NN
Cl〇 0 CH3 Η I® C,,H,3CN-(CH2)t N-CCH^s-N-CH:Cl〇 0 CH3 Η I® C ,, H, 3CN- (CH2) t N-CCH ^ s-N-CH:
Cl©Cl ©
CBsCHzOH CH: •線· 經濟部中央標準局員工消費合作社印製 10 本紙張尺度適用中國國家橾準(CNS)甲4規格(210x297公釐) 212^00 A6 B6 五、發明説明(9) 〇 OH CH3 C13H27cnh-(CH*)3 N-CH«CHCHz-N-CH3 ♦ Cl© CHzCHtOH CHS ,OH CH3 1 丨® c CH2CHCH2-N-CH3 · C10 I 、 CHiCBsCHzOH CH: • Line · 10 copies of the paper printed by the Employee Consumer Cooperative of the Central Bureau of Standards of the Ministry of Economic Affairs are applicable to the Chinese National Standard (CNS) A 4 specifications (210x297 mm) 212 ^ 00 A6 B6 V. Description of the invention (9) OH CH3 C13H27cnh- (CH *) 3 N-CH «CHCHz-N-CH3 ♦ Cl © CHzCHtOH CHS, OH CH3 1 丨 ® c CH2CHCH2-N-CH3 · C10 I, CHi
0 II C13H27,CN_ (CH*)3 ch2ch*〇h 〇 OH CH3 II I !© Cl,H?7CN-(CH2)3 N-CHzCHCH*-N-CH3 · Cl〇 13 2/ 丨 Η I CHtCHtOH CH3 (請先閱讀背面之注意事項再填寫本页) •装· 經濟部中央標準局負工消費合作社印製 以上述之通式(I)所代表的本發明之陽離子化合物可 以下面所述的兩種製法<1〉和<2>中之一來製造: 靱法> : 以上述之通式(I)所代表的本發明之陽離子化合物可 以藉著將通式(2)之環胺 〔化學式1 2〕 11 本紙張尺度適用中國國家標準(CNS)甲4規格(210x297公釐) •訂· •綠. 9Λ2200 A6 B6 五、發明説明(10) R*-C^ (CHt)i ⑵ 其中R1和ra之定義如上,G3為具有1到3値硪原子的烷基 或羥烷基或是如通式(3)之醯胺基胺(在本文後段將以 “起始胺化合物”代表醯胺基胺這痼名詞): 〔化學式1 3 ] 0 11 R*CN-(CHt)« NH I I G* G* ⑶ 其中R1和*之定義如上,而G1和62分別代表Η或是具有1 到 3值碩原子的烷基或羥烷基,但是G1和G»中至少有一個 為具有1到3痼碳原子的烷基或羥烷基, 與一種通式為化學式(4)之陽離子化試劑反應而得: 〔化學式Μ] (請先閱讀背面之注意事項再填寫本頁) •发· 訂· 經濟部中央標準局員工消费合作社印製 R* Z-(CHt)„ CHCKtN-R3 * A© (4) 12 本紙張尺度適用中國國家標準(CNS)甲4規格(210X297公釐) 2122C0 A6 B6 •δ、發明説明(Ή 其中R8、R3、R*、γ、/^和η之定義同上•而Ζ則代表鹵素 原子;每莫耳的起始胺化合物中所使用之陽離子化試爾的 量為1到3莫耳。這值製法可以下列的反應圈解來說明: 〔化學式1 5〕 和/或 ⑵ 0 II R«CN-(CH,). NH I I G* G* (3) R* Z-(CHx). CHCHxN-R3 * (β I I y r4 (4) (請先«I讀背面之注意事項再填寫本頁) *装. 0 Rz II I® lCN-(CH*)· N-(CH*)„ CHCH*N-R3 . A©0 II C13H27, CN_ (CH *) 3 ch2ch * 〇h 〇OH CH3 II I! © Cl, H? 7CN- (CH2) 3 N-CHzCHCH * -N-CH3 Cl〇13 2 / 丨 Η I CHtCHtOH CH3 (Please read the precautions on the back before filling in this page) • Installation · The cationic compound of the present invention represented by the above general formula (I) printed by the Consumer Labor Cooperative of the Central Standards Bureau of the Ministry of Economic Affairs can be described below Production method < 1> and < 2 > one of the production methods: 鄱 法 >: The cationic compound of the present invention represented by the above general formula (I) can be obtained by using the cyclic amine of the general formula (2) [ Chemical formula 1 2] 11 This paper scale is applicable to the Chinese National Standard (CNS) A4 specifications (210x297 mm) • Ordered • • Green. 9Λ2200 A6 B6 5. Description of the invention (10) R * -C ^ (CHt) i ⑵ where R1 and ra are as defined above, and G3 is an alkyl or hydroxyalkyl group having 1 to 3 atom atoms or an acylaminoamine such as the general formula (3) (the "starting amine compound" will be used in the following paragraphs to represent the acylamide The term "aminoamine": [Chemical formula 1 3] 0 11 R * CN- (CHt) «NH IIG * G * ⑶ Where R1 and * are as defined above, and G1 and 62 represent Η or have 1 to 3, respectively Worthwhile Alkyl or hydroxyalkyl, but at least one of G1 and G »is an alkyl or hydroxyalkyl group with 1 to 3 carbon atoms, which is obtained by reacting with a cationizing agent of general formula (4) : [Chemical Formula Μ] (Please read the precautions on the back before filling in this page) • Issuing, Ordering and Printing R * Z- (CHt) „CHCKtN-R3 * A © (4) 12 The size of this paper is in accordance with Chinese National Standard (CNS) A4 specifications (210X297 mm) 2122C0 A6 B6 • δ, description of invention (Ή where R8, R3, R *, γ, / ^ and η are defined as above • while Z Represents a halogen atom; the amount of cationization reagent used per mole of starting amine compound is 1 to 3 moles. This value can be explained by the following reaction circle: [Chemical formula 15] and / or ⑵ 0 II R «CN- (CH,). NH IIG * G * (3) R * Z- (CHx). CHCHxN-R3 * (β II y r4 (4) (Please read the notes on the back of« I first Fill in this page) * Pack. 0 Rz II I® lCN- (CH *) · N- (CH *) „CHCH * N-R3. A ©
GG
B (1) • J^:: 其中 R1 ,R2 ,R3 ,R4 .G.G1 .G2 ,G3 ,£,1汽,》1,11和2如 前所定義。 在起始胺化合物和試劑(4)的反應中,較好是在將試 SI (4)之水溶液滴入起始胺化合物的醇溶液中之後將反鼴 混合物的PH值調整至7到12之間。為此之故,如有必要可 將一種龄性溶掖加入反應溶液中,如氬《化納或氫氣化鉀 。為了使起始胺能和隈離子化試劑(4)反應,因此在反應 的過程中薄将反應条統的PH值維持在上述的範圍内。從反 13 本紙張尺度適用中國國家標準(CNS)甲4規格(210X297公釐) •練- 經濟部中央標準局員工消費合作社印製 A6 B6 經濟部中央標準局員工消費合作社印裂B (1) • J ^ :: where R1, R2, R3, R4 .G.G1 .G2, G3, £, 1 steam,》 1,11 and 2 are as defined above. In the reaction of the starting amine compound and the reagent (4), it is preferable to adjust the pH of the reaction mixture to 7 to 12 after dropping the aqueous solution of the test SI (4) into the alcohol solution of the starting amine compound. between. For this reason, if necessary, an ageing solution can be added to the reaction solution, such as argon or sodium hydroxide. In order to allow the starting amine to react with the Kuma ionization reagent (4), the pH value of the reaction system is maintained within the above range during the reaction. From the 13th paper standard, the Chinese National Standard (CNS) Grade 4 (210X297 mm) is applicable. • Practice-Printed by the Employees ’Consumer Cooperative of the Central Bureau of Standards of the Ministry of Economic Affairs A6 B6 Printed by the Employees’ Consumer Cooperative of the Central Bureau of Standards of the Ministry of Economic Affairs
212200 表、發明説明(12 ) 應速率的觀黠來看,較佳的PH值至少匾為7。當PH值超過 12時,隈離子化試颺(4)將會進行不利的水解反應。雖然 此反應即使在室狙下也可進行,但溫度愈高反應的速率也 就愈快。然而高溫或是高PH值都會加速鵰離子化試剤(4) 進行水解反鼴。因此溫度不可高於較好是不高於 9 0¾ 0 在此裂程中,陽離子化試劑相對於起始胺化合物的莫 耳數比通常較佳的範圍是1/1到3/1之間,而1.1/1到1.5/1 為更好的範圍。當陽離子化試劑(4)的量低於上述之範圍 時,轉化率將會降低;相反地,若使用量高於上述之範圍 時,反應混合物中將含有大量的陽離子化試劑(4),或是 使陽離子化試劑進行不利的水解反麇。起始胺化合物舆賜 離子化試琍(4)的反應是否終結,可以藉著反應過程中用 高效能液醱層析儀來分析起始胺的殘留量而得知。 ‘ 在本發明的製法中之反慝溶液可以為水溶液,或是在 水與低级醇(如乙酵或異丙醇)或二酵(如1,3-丙二醇或 丙二醇)所形成之混合物中的溶液。 在本發明的製法中用來做為起始肢化合物之琛胺(2) 和捶胺基胺(3)俗以下列的製法來製造的: 〔環胺(2)的合成〕 將如通式(6)之脂肪酸或是其酯類 〔化學式16〕 本紙張尺度適用中國國家標準(CNS)甲4規格(21〇><297公釐)212200 Table, invention description (12) From the perspective of response rate, the preferred PH value is at least 7. When the PH value exceeds 12, the Kuma ionization test (4) will undergo an unfavorable hydrolysis reaction. Although this reaction can proceed even under room temperature, the higher the temperature, the faster the reaction rate. However, high temperature or high PH value will accelerate the ionization test (4) for hydrolysis reaction. Therefore, the temperature should not be higher than preferably 9 0 ¾ 0. In this cracking process, the molar ratio of the cationizing agent relative to the starting amine compound is usually preferably in the range of 1/1 to 3/1, And 1.1 / 1 to 1.5 / 1 is the better range. When the amount of cationizing reagent (4) is lower than the above range, the conversion rate will be reduced; conversely, if the amount of use is higher than the above range, the reaction mixture will contain a large amount of cationizing reagent (4), or It is to make the cationizing agent undergo unfavorable hydrolysis reaction. Whether the reaction of the ionization test (4) is finished or not can be known by analyzing the residual amount of the starting amine with a high-performance liquid chromatograph during the reaction. ”In the preparation method of the present invention, the counter-inverted solution may be an aqueous solution, or a mixture of water and a lower alcohol (such as ethyl alcohol or isopropyl alcohol) or a second enzyme (such as 1,3-propanediol or propylene glycol). Solution. In the preparation method of the present invention, the amine (2) and the amidoamine (3) used as the starting limb compounds are generally manufactured by the following preparation method: [Synthesis of cyclic amine (2)] (6) Fatty acids or their esters [Chemical Formula 16] This paper scale is applicable to the Chinese National Standard (CNS) A4 specifications (21〇 < 297mm)
G 2 03 1G 2 03 1
五、發明説明Π 3 )V. Description of Invention Π 3)
A BA B
0 II 'COT ⑹ 其中R1如前所定義.T代表Η或是具有1到3個磺原子的烷基 與通式(7)的二胺類反應:0 II 'COT ⑹ where R1 is as defined above. T represents Η or an alkyl group having 1 to 3 sulfonic atoms and reacts with the diamines of general formula (7):
H2N(CH2)n NH-G ⑺ (請先閲讀背面之注意事項再填寫本頁) -¾.. 其中G8和如前所定義,其反應的莫耳數比為1/1到1/3之間 ,反應後可獲得環胺(2)。 這侮反應可以下面的化學反應方程式來表示: 〔化學式1 7〕 0H2N (CH2) n NH-G ⑺ (Please read the precautions on the back before filling in this page)-¾ .. where G8 and as defined above, the molar ratio of the reaction is 1/1 to 1/3 After the reaction, cyclic amine (2) can be obtained. This insult reaction can be expressed by the following chemical reaction equation: [Chemical Formula 1 7] 0
T0HT0H
-> fi*-C-> fi * -C
II R'COT H,N(Cfli)m NH-G: ⑹ ⑺ ⑵ •線· 經濟部中央標準局員工消費合作社印製 其中R1 .T.G1*和,的定義同前。 脂肪酸或其酯類(6)與二胺(7)的反應是在減壓及加熱 的條件下進行•藉著脱水或是移去低级醇類(T〇H;T之定 15 本紙張尺度適用中國國家標準(CNS)甲4規格(210x297公釐) 212200 A6B6 Λ-.、發明説明Μ 4) 義同前)而得以合成環胺(2)。 〔醛胺化胺(3)的合成〕 醯胺化胺(3)可在酸性或齡性的條件下,将琢胺(2) 予以水解來製造;或是以脂肪酸或其酯類(6)和二胺(7) 反應,然後再將所獲得未分離的琛胺(2)予以水解而製得 Ο 這些反慝可以下列的化學反方程式來代表: [化學式18〕II R'COT H, N (Cfli) m NH-G: ⑹ ⑺ ⑵ • Line · Printed by the Employee Consumer Cooperative of the Central Bureau of Standards of the Ministry of Economy where R1 .T.G1 * and are defined as before. The reaction of fatty acids or their esters (6) and diamines (7) is carried out under reduced pressure and heating. • By dehydration or removal of lower alcohols (T〇H; T fixed 15) This paper size is applicable Chinese National Standard (CNS) A4 specifications (210x297 mm) 212200 A6B6 Λ-., Description of invention Μ 4) Same as above) and was able to synthesize cyclic amine (2). [Synthesis of Aldiamine Amine (3)] The amidated amine (3) can be produced by hydrolyzing the amine (2) under acidic or ageing conditions; or it can be produced from fatty acids or their esters (6) It reacts with diamine (7), and then hydrolyzes the obtained unseparated amine (2) to obtain Ο. These counters can be represented by the following chemical inverse equation: [Chemical Formula 18]
Rl-C t0 0 IIR'CN-CCH*). ΜΗ (請先閱讀背面之注意事項再填寫本頁} ⑵ (3)Rl-C t0 0 IIR'CN-CCH *). ΜΗ (Please read the precautions on the back before filling this page) ⑵ (3)
0 II0 II
BlC0T + H2N(CHZ〉· NH-G (6) (7) (i) -T0H(ii) Hz〇 經濟部中央標準局員工消費合作杜印製 其中R1 .G1 ,G2 ,G3 ,T,B之定義同前。 餺法<:2 > : 如通式(1-1)所示之陽離子化合物(相當於本發明+ 的陽離子化合物(1)).其中η為1且Y為羥基,可由起 始胺化合物〔環胺(2)和/或酵胺化胺(3)〕與通式(5) 之陽離子化試劑反應而製得: 16 -— 本紙張尺度適用中國國家標準(CNS)甲4規格(210X297公货〉 A6 B6 212200 五、發明説明Π 5) 〔化學式1 9 ] R1 { 0 CHZ — CH-CH2-N-Rs · A® 1〇 s4 ⑸ 其中Ra,R3,R4和A的定義同前•而此陽離子試劑(5)相對 於起姶胺化合物的莫耳數比為1/1到3/1之間。這锢製造過 程可以下列的圖解反應來說明:〔化學式2 0 ] 卜CO),BlC0T + H2N (CHZ) · NH-G (6) (7) (i) -T0H (ii) Hz. The employee consumption cooperation of the Central Bureau of Standards of the Ministry of Economic Affairs is printed by R1.G1, G2, G3, T, B The definition is the same as above. 馎 法 <: 2 >: The cationic compound as shown in the general formula (1-1) (equivalent to the cationic compound (1) of the present invention +). Where η is 1 and Y is hydroxyl, which can be The starting amine compound [cyclic amine (2) and / or fermented aminated amine (3)] is reacted with a cationizing reagent of general formula (5) to prepare: 16 -— This paper scale is applicable to the Chinese National Standard (CNS) A 4 Specification (210X297 public goods) A6 B6 212200 V. Description of invention Π 5) [Chemical formula 1 9] R1 {0 CHZ — CH-CH2-N-Rs · A® 1〇s4 ⑸ where Ra, R3, R4 and A The definition is the same as above. The molar ratio of the cationic reagent (5) to the amine compound is between 1/1 and 3/1. The manufacturing process can be illustrated by the following diagrammatic reaction: [Chemical Formula 2 0] Bu CO),
G ⑵ 0 II 和/或 WCN—(CH2)e NH I I G1 Gx (3) (請先閑讀背面之注意事項再填寫本頁) •矣, CH: — CH —CHz~N*—fi3 * A® 訂… ψ 0 R* II ιΘG ⑵ 0 II and / or WCN— (CH2) e NH II G1 Gx (3) (please read the precautions on the back before filling this page) • Anyway, CH: — CH —CHz ~ N * —fi3 * A ® Order… ψ 0 R * II ιΘ
R'CN-iCHz). N-CH2CHCH2N-R3 > A0 I III G E OH R4 (1 - 1 ) 其中 Ri ,R2 ,R3 ,R* ,G,Gi ,G2 G3 之定義 同前。 17 本紙張尺度適用中國國家標準(CNS)甲4規格(210X297公釐) .線· 經 濟 部 中 央 標 準 局 貝 工 消 費 合 社 印 製 A6 B6 212200 Λ、發明説明(16) 在此反麻中·陽離子化合物(5)相對於起始胺化合物 的莫耳數比為1/1到3/1之間。當莫耳數比低於此範圍時, 反匾性將會降低,相反地,若莫耳數比高於此範圍,則反 應混合物中將會含有大量隈離子化試劑(5)的水解産物,這是 很不利的。反應溫度約為30到120P,而以50到90*0之間 為較佳。當反應溫度低於這痼範圍時,反應壤度會萝得較 慢.相反地.若高於此範圍則易發生著色的現象7Hi 反應性,並使起始胺化合物和陽離子化試劑(5)進行所需 的反應,較佳是使用適量的齡性水溶液,以使PH值維持在 7到12的範圍内。當PH值低於此範圍時,反應速度將會降 低,相反地,若PH值超過此範圍,則會形成大量的副産物 ,而降低産率。 用來合成製法<2>中所使用之起始胺化合物的製法與 製法<1>中所使用者相同。 本發明中的所有反y應皆可在空氣中或是惰性氣體的環 和類似 境下進行。但由避免著色^等現象發生的觀點而言,後者是 較佳的選擇。 在本發明中所使用如上述通式 (6)所示之脂肪酸或其 酯類的實例包括:辛酸、癸酸、月桂酸、肉豆蔻酸、棕網 酸和椰脂酸或是其低级醇酯類。如上述通式(7)所示之二 胺類的實例包括:乙二胺、M-甲基乙二胺、N-乙基乙二胺 、H-異丙基乙二胺、胺基乙基乙醇胺、H-(2-羥丙基)-乙 二胺、H-(3-羥丙基)-乙二胺、H-甲基丙撐二胺、N-乙基 丙撐二胺和N-丙基丙撐二胺。 18 本紙張尺度適用中國國家標準(CNS)甲4規格(210x297公釐) (請先閱讀背面之注意事項再填寫本頁) .裝· -線· 經濟部中央標準局員工消費合作社印製R'CN-iCHz). N-CH2CHCH2N-R3 > A0 I III G E OH R4 (1-1) where Ri, R2, R3, R *, G, Gi, G2 G3 are as defined above. 17 The size of this paper applies to China National Standard (CNS) Grade 4 (210X297mm). Line · A6 B6 212200 Λ printed by Beigong Consumer Cooperative, Central Standards Bureau, Ministry of Economic Affairs The molar ratio of the cationic compound (5) relative to the starting amine compound is between 1/1 and 3/1. When the molar ratio is lower than this range, the anti-plaque property will decrease. Conversely, if the molar ratio is higher than this range, the reaction mixture will contain a large amount of hydrolysate of the Kuma ionization reagent (5). This is very disadvantageous. The reaction temperature is about 30 to 120P, and preferably 50 to 90 * 0. When the reaction temperature is lower than this range, the reaction will be slower. On the contrary, if it is higher than this range, the coloring phenomenon is likely to occur 7Hi reactivity, and make the starting amine compound and cationizing agent (5) To carry out the desired reaction, it is preferable to use an appropriate amount of ageing aqueous solution so as to maintain the pH within the range of 7 to 12. When the PH value is lower than this range, the reaction rate will decrease. Conversely, if the PH value exceeds this range, a large amount of by-products will be formed, which reduces the yield. The preparation method of the starting amine compound used in the synthesis method < 2 > is the same as that used in the method < 1 >. All reactions in the present invention can be carried out in air or in an inert gas atmosphere and the like. However, from the viewpoint of avoiding the occurrence of coloring, etc., the latter is the better choice. Examples of fatty acids or their esters represented by the above general formula (6) used in the present invention include: caprylic acid, capric acid, lauric acid, myristic acid, palmitic acid and coconut acid or their lower alcohol esters class. Examples of the diamines represented by the above general formula (7) include: ethylenediamine, M-methylethylenediamine, N-ethylethylenediamine, H-isopropylethylenediamine, aminoethyl Ethanolamine, H- (2-hydroxypropyl) -ethylenediamine, H- (3-hydroxypropyl) -ethylenediamine, H-methylpropylenediamine, N-ethylpropylenediamine and N- Propylenediamine. 18 This paper scale is applicable to China National Standard (CNS) Grade 4 (210x297 mm) (please read the precautions on the back before filling out this page). Installation ·-Line · Printed by the Staff Consumer Cooperative of the Ministry of Economic Affairs Central Standards Bureau
212200212200
工 消 費 合 作 杜 印 製Cooperate with Consumers and Consumers
R Λ.、發明説明(17) 上述之具有界面活性的陽離子化合物被用來做為界面 活性劑。含有下列陽離子化合物(a)和(b)之混合物(或是 更進一步的與陽離子化合物(c)混合所形成之混合物)的 界面活性劑是特佳的: (a) 如上述通式(1)之陽離子化合物,其中G為H,而E為 具有1到3魅碳原子的烷基或翔烷基; (b) 如上述通式(1)之陽離子化合物,其中G為具有 1到3個硪原子的烷基或羥烷基,而E則為如下列化學 式的基圃; [化學式2 1〕 -(CHz)n CHCH2N-R3 · ΑΘ Υ 其中1?9,1?3,!^,?,4和11之定義同前。 和 (c)如上述通式(1)之陽離子化合物,其中υ為具有1到3 個硪原子的烷基或是具有1到3®碩原子的羥烷基.而 E則為H。 本發明提供一種潔淨或清潔的组成物,其中含有做為 活性成份的陽離子化合物(化學式為(I)或(I,))。此組 成物對於使用人的皮虜和頭髮只會造成輕撖的剌激。它在 起泡能力、清潔能力和抗硬水度方面皆可獲致改善。 19 本紙張尺度適用中國國家標準(CNS)甲4規格(210x297公釐) 經濟部中央標準局8工消費合作社印製 212200 五、發明説明(ia 本發明之清潔組成物含有如上述通式(I)的四级銨鹽 化合物,其係做為主要的清潔基,此種組成物很適合做為 嬰兒洗髮精或沐浴精、天天洗頭的人所使用的洗髮糖、職 業上蒲要長時間與洗髮精接觸的人所使用的洗髮精、用於 如羊毛之類的纖維之溫和清潔劑、或是用於金屬或餐具的 溫和表面清潔劑。 當清潔劑為液釀時,則本發明的清潔組成物中之四级 銨鹽化合物(如上述之通式 (I)所示)的較佳使用量為 0.1到50ί的重量分率;而當清潔劑為乘糊狀痒,較佳的使用 量為0.1到βΟΧ的重量分率,或者是當清潔劑為固鼸或粉末 狀時,較佳的使用量為50到99¾的重量分率。 本發明之淸潔組成物的泡沫性質可藉著將四级较馥化 合物(如上述的通式(I)所示)和一般的兩性界面活性剤 或#離子性界面活性劑混合使用而得以改善。兩性的界面 活性劑之簧例包括醛胺三甲氛乙内酯(an ide betaine)、羰 基三甲氨乙内酯(carbobetaine)、磺基三甲氨乙内醸 ( sulfobetaine)、碟酸三甲氣乙内鹿(phosphobetaine)、 羥基磺基三甲氨乙内酯(hydroxysulfobetaine)。非難子 性界面活性劑的實例包括胺氣化劑、糖類非離子性界面活 性劑,如烷基蕕糖式、和單-及雙烷酵酵胺。 本發明之清潔组成物除了上述如通式(I)之四级銨鹽 化,合物和上述之界面活性劑之外,尚可能含有某些聚合物 來做為調理的成份,如水溶性的聚合物,例如羧甲基鑛維 素;陰離子聚合物,例如丙烯酸聚合物·•和水可分離性的 20 本紙張尺度適用中國國家標準(CNS)甲4規格(210x297公釐) (請先聞讀背面之注意事項再琪寫本页) .¾. .線· A6 B6 212200 五、發明説明(19 ) 矽氧衍生物。此外,長鐽的陽離子性界面活性劑、高级酵 類等也可加入組成物中。如有需要·可在组成物中加入香 料、色素、防腐劑、抗《化劑、增»劑、藥用成份•如去 頭皮届藥劑、殺菌劑、防火劑和維他命,以及在洗廛 ^ n ^ m (Micelle出販)所列舉的成份。 上述顆於含有具通式 (I)之陽離子化合物的組成物之 說明亦可適用於化學式U’)的倩形。 如上述通式(1)所示的四级銨鹽化合物較佳者為1^為 具有11到17鹤碩原子的直鏈的或支鍵的烷基或烷撐基的化 合物。更佳的是在化學式中的R30-基團為月桂酵基或肉 豆蔻醯基,且R», 1^和1?*分別代表甲基。 此外,此組成物還可含有其它種的RS離子性界面活性 薄I,如化學式(15)或(16)所示的四级銨鹽,在化學式中的 Re,Re,RT和R·至少有一值為烷基或烷撐基(其各自獨立> ,而每一锢可含有如烷氳基、烷撐氣基、烷酵胺基和烷撐 酵胺基的取代基(總共有β到28德碩原子,且_下的為 基)、具有1到5镅碩原子的烷基或是具有1到5饍磺原子的 羥烷基;R*為具有2到3傾碩原子的烷撐基;X為齒素離子 或是有機離子;η為1到20之間的一锢整數。 如化學式(15)之四级銨鹽所包括的較佳醱糸分別有化 學式(17),(18),(19)所示的化合物。在化學式中· Ri。為 (a)和(b)之混合物(在下文中將分別加以定義),而(a) 相對於(a)和(b)之總量的比例介於10J:到100X之間。(a) 為如下列化學式之支鰱烷基:CHa-(CHB)P-CH(Ri e)CHa- 21 本紙張尺度適用中國國家標準(CNS)甲4規格(210x297公货) ..................................ί...................^..............................訂........··.................痒 (請先閑讀背面之注竟事項再瑱寫本頁) 經濟部中央標準局員工消費合作社印製 A6 B6 U22G0 五、發明説明(20) ί請先閱讀背面之注意事項再瑱寫本育) .Rie為甲基或乙基,P為整數且其數值可使烷基中的碩 原子總數為8到16之間;(b)為如下列化學式之直鐽综基 :CH*-(CH«)q-,q為7到15之間的一個整數。Rii和Ri«為 爷基、具有1到3籲硪原子的烷基或羥烷基,R"和為具 有2到12個碩原子的烷基,R丨β為Ri3-CH»-CHa-CH(Ri4)CHa-,或是具有1到3個碩原子的烷基,為CHa-CCDs-CH (CHa)-(CHa)t 或是具有1到3個硪原子的烷基· s為2 到14之間的一届整數,t為3到11之間的一鏟整數· s和t的 緦和介於9到12之間,X為鹵素離子或是有機離子。 如化學式(17)之分支的四级銨鹽你獲自具有8到16te 磺原子的酮酵•較佳者包括二烷基二甲基銨鹽、二烷基甲 基羥乙基銨鹽和二烷基甲基年基銨鹽,而這些化合物中的 烷基係衍生自酮醇。 化學式(17)中的R»»之分支程度較佳為百分之十到五 十之間,且其碩原子數的分佈以下列情況為佳:C·到* 為53:或低於5Ϊ, C"為10到35J:之間,C13為15到40X之間, Ch為2 0到45J:之間.(:1(1為5到30J:之間且Ci«為5X或低於5ί Ο 在上述的化合物中以化學式中之烷基具有8到16儀硪 原子且分支程度為10 X到5 0 3:的二烷基二甲基銨氣化物為較 佳的選擇。 經濟部中央標準局員工消費合作社印製 如化學式(18)之銨鹽僳獲自具有8到28個硪原子的吉耳 桕酵,較佳者包括烷基三甲基銨鹽,如2-癸基十四基三甲 基銨氣化物和2-十二基十六基三甲基銨氣化物;烷基二甲 22 本紙張尺度適用中國國家標準(CNS)甲4規格(210X297公釐) A6 B6 21220 五、發明説明(21 ) 基年銨鹽,二烷基二甲基銨鹽.如二-2-己基癸基二甲基 銨氣化物和二-2-辛基十二基二甲基较氯化物;二烷基甲 基羥乙基较鹽和二烷基甲基ί基銨鹽;每一個烷基皆僳衍 生自吉袖酵。 如化學式(19)所示之甲基四级銨氯化物以之绝和 為15之化合物為較佳。 可做為相對離子的X包括鹵素離子,如氛、碘和溴和 有機陰離子•如甲硫酸鹽、乙硫酸鹽、甲磷酸鹽和乙磷酸 馥〇 本發明之清潔組成物尚可含有一種水溶性的、具陰離 子基團之聚合物。這種聚合物包括鑛錐素衍生物·如羧甲 基纖維素、幾丁質衍生物,如羧甲基幾丁質、黃原謬和角 叉菜踴、合金歡和藻朊酸衍生物的聚合物或共聚物、丙烯 酸衍生或是N-異丁烯酵乙基-Μ,Ν-二甲基銨-H-甲基-羧基三甲銨乙内酯。 本發明之清潔組成物中還可含有一種矽酮衍生物,如 化學式(21)所示的二甲基聚矽氣烷,其中η為3到20,000; 化學式(22)所示的甲笨基聚矽氣烷,其中η’為1到20,000 ,並且a和b的緦和為1到5 0 0 ;化學式(23)所示的聚醚一改 質矽氧,其中 R* 為-(CHa)3-0-(C«H40)xl-(C3He0)yl-A , A為具有1到12個碩原子的烷基或氫,xl為〇到50, yl為〇到 50,而xl和yl的總和為1或更大,el為1到2000 ,並且nl 為1到1000;化學式(24)所示的環氣化物—改質矽氧,其 中x2為1到500,較佳為1到250, y2為1到50,較佳為1到30 23 本紙張尺度適用中國國家標準(CNS)甲4規格(210 X 297公發) (請先M讀背面之注意事項再填寫本頁) -¾. 經濟部中央標準局員工消費合作社印製 A6 B6 212200 Λ、發明説明(22) ,並且Re為具有1到3糎硝原子的烷撐基;化學式(25)所示 的氟一改質矽氣,其中X3為1到4 0 0·較佳為1到25 0 ;化學 式(26)所示的醇一改質矽氧,其中x4和以為1到500,較佳 為1到2 0 0 . R «為C n " Η · „ ",且η ”為0到4 ;化學式(2 7 )所示 的烷基—改質矽氧,其中χ5和y5為1到500,較佳為1到200 ,Rt為具有2到18傾确原子的院基,Re為Cn" Han, η”為0 到4.且%為具有10到16個碩原子的烷基;化學式(28)所 示的烷氣基—改質矽氧,其中為甲基或苯基,為具 有1到28値碩原子的烷基,較佳為12到22個碩原子,並且 k為0,或是1到6之間的一锢整數;以及化學式(29)所示的 氛基一改質矽氧,其中R * »為甲基或羥基,R * 3為甲基或氫 ,Rk 為,,或者是 -RH-ddi-aHCiUCDdrdeh.Z-, Rie 為二價的烴 類基團· R1T為-0CH«CH«- , -0CH(CHa)CH«-. -0CH,CH(0H)CHs-或-0CH8CH(CH,0H)-, Rie 和 Rh為氫或 是單價的燁類基團,d和e為0或是1到6之間的一俚整數 .Z-為鹵素離子或是有機離子· Rle為羥基、羥烷基、氣 化烷撐基或是聚氣化烷撐基,19、^和^為視分子量而定 的整數,其分別具有各別的化學式。此種氨基一改質矽氧 包括如化學式(30)和(31)之體条。 (請先閲讀背面之注意事項再填寫本頁) .蛑. •線. 經濟部中央標準局員工消費合作社印製 © -N-R, 0 24 (!5) 本紙張尺度適用中國國家標準(CNS)甲4規格(210x297公嫠) 212200 A6 B6 Λ、發明説明(23 )R Λ., Description of the invention (17) The above-mentioned cationic compound having interface activity is used as the surfactant. Surfactants containing a mixture of the following cationic compounds (a) and (b) (or a mixture formed by further mixing with the cationic compound (c)) are particularly preferred: (a) As shown in the above general formula (1) A cationic compound, where G is H, and E is an alkyl or alkyl group having 1 to 3 charm carbon atoms; (b) a cationic compound as described in the general formula (1) above, wherein G is having 1 to 3 Atomic alkyl or hydroxyalkyl, and E is the base of the following chemical formula; [Chemical formula 2 1]-(CHz) n CHCH2N-R3 · ΑΘ Υ where 1? 9,1? 3,! ^,?, The definitions of 4 and 11 are the same as above. And (c) The cationic compound of the above general formula (1), wherein υ is an alkyl group having 1 to 3 ole atoms or a hydroxyalkyl group having 1 to 3® atoms. E is H. The present invention provides a clean or clean composition containing a cationic compound (chemical formula (I) or (I,)) as an active ingredient. This composition will only cause slight irritation to the use of human skin and hair. It can be improved in foaming ability, cleaning ability and resistance to hard water. 19 This paper scale is applicable to the Chinese National Standard (CNS) A4 specifications (210x297 mm) Printed by the Central Bureau of Standards of the Ministry of Economic Affairs 8 Industrial and Consumer Cooperatives 212200 V. Description of the invention (ia The cleaning composition of the present invention contains the general formula (I ) Quaternary ammonium salt compound, which is used as the main cleaning base, this composition is very suitable for baby shampoo or shower gel, shampoo used by people who wash their hair every day. A shampoo used by people who come into contact with shampoo for a while, a mild cleaner for fibers such as wool, or a mild surface cleaner for metal or tableware. When the cleaner is a liquid brew, then The preferred use amount of the quaternary ammonium salt compound (as shown in the general formula (I) above) in the cleaning composition of the present invention is 0.1 to 50 weight percent; when the cleaning agent The preferred usage amount is 0.1 to βΟΧ weight fraction, or when the cleaning agent is solid ram or powder, the preferred usage amount is 50 to 99¾ weight fraction. The foam properties of the cleaning composition of the present invention It can be obtained by combining the fourth-grade compounds (as described above (Formula (I)) and general amphoteric surfactants or #ionic surfactants can be improved by mixing them. Examples of amphoteric surfactants include an ide betaine, an ide betaine, Carbobetaine, sulfobetaine, phosphobetaine, hydroxysulfobetaine. Non-difficult surfactant Examples include amine gasification agents, sugar nonionic surfactants, such as alkyl sucrose, and mono- and di-alkanases. The cleaning composition of the present invention is in addition to the above four levels of general formula (I) In addition to the ammonium salt compound and the above surfactants, it may contain certain polymers as conditioning ingredients, such as water-soluble polymers, such as carboxymethyl ore, and anionic polymers, such as acrylic acid polymerization. 20 sheets of paper that are separable from water are compatible with the Chinese National Standard (CNS) A4 specifications (210x297 mm) (please read the precautions on the back side and write this page). ¾ ... A6 B6 212200 Description (19) Silicon Oxygen Derivatives. In addition, cationic surfactants and high-grade enzymes can also be added to the composition. If necessary, flavors, colors, preservatives, anti-corrosion agents can be added to the composition Chemicals, boosters, medicinal ingredients • such as scalp removing agents, bactericides, fire retardants and vitamins, as well as the ingredients listed in the washing ^ n ^ m (Micelle sold). The description of the composition of the cationic compound of (I) can also be applied to the quintic form of the chemical formula U '). The quaternary ammonium salt compound represented by the above general formula (1) is preferably a compound wherein 1 ^ is a linear or branched alkyl group or alkylene group having 11 to 17 tso atoms. More preferably, the R30- group in the chemical formula is lauryl or myristyl, and R », 1 ^ and 1? * Represent methyl groups, respectively. In addition, this composition may also contain other kinds of RS ionic interface active thin I, such as the quaternary ammonium salt represented by the chemical formula (15) or (16), in the chemical formula Re, Re, RT and R · at least one Values are alkyl or alkylene groups (each of which is independent), and each compound may contain substituents such as alkyl raffinyl groups, alkylene gas groups, alkanolamine groups, and alkanolamine groups (a total of β to 28 Deshuo atoms, and _ below is a base), an alkyl group with 1 to 5 americium atoms or a hydroxyalkyl group with 1 to 5 sulfonic atoms; R * is an alkylene group with 2 to 3 tilted atoms ; X is a dentin ion or an organic ion; η is an integer ranging from 1 to 20. As the quaternary ammonium salt of the chemical formula (15), the preferred scorpions include the chemical formulas (17), (18) , The compound shown in (19). In the chemical formula · Ri. Is a mixture of (a) and (b) (to be defined separately below), and (a) is relative to the total amount of (a) and (b) The ratio is between 10J: to 100X. (A) is a branched silver carp alkyl group with the following chemical formula: CHa- (CHB) P-CH (Rie) CHa- 21 This paper scale is applicable to the Chinese National Standard (CNS) A 4 specifications (210x297 public goods) ... ..................... ί ................... ^ .. ............................ Order ....................................... ... itching (please read the notes on the back and then write this page) A6 B6 U22G0 printed by the Consumer Cooperative of the Central Standards Bureau of the Ministry of Economic Affairs V. Invention Instructions (20) ί Please read the notes on the back Matters are written in this book). Rie is methyl or ethyl, P is an integer and its value can make the total number of atoms in the alkyl group between 8 and 16; (b) is a straight-chain comprehensive base as the following chemical formula: CH *-(CH «) q-, q is an integer between 7 and 15. Rii and Ri «are gentyl groups, alkyl or hydroxyalkyl groups with 1 to 3 atoms, R " and are alkyl groups with 2 to 12 atoms, R 丨 β is Ri3-CH» -CHa-CH (Ri4) CHa-, or an alkyl group with 1 to 3 large atoms, is CHa-CCDs-CH (CHa)-(CHa) t or an alkyl group with 1 to 3 atomic atoms · s is 2 to An integer between 14 and t is a shovel integer between 3 and 11. The sum of s and t is between 9 and 12, and X is a halogen ion or an organic ion. For example, the quaternary ammonium salt of the branch of chemical formula (17) is obtained from a ketone enzyme having 8 to 16 te sulfur atoms. Preferred ones include dialkyl dimethyl ammonium salt, dialkyl methyl hydroxyethyl ammonium salt and di Alkyl methyl ammonium salts, and the alkyl groups in these compounds are derived from keto alcohols. The degree of branching of R »» in the chemical formula (17) is preferably between 10% and 50%, and the distribution of its atomic number is preferably in the following cases: C · to * is 53: or less than 5Ϊ, C " is between 10 and 35J: C13 is between 15 and 40X, Ch is between 20 and 45J: between. (: 1 (1 is between 5 and 30J: and Ci «is 5X or below 5ί Ο Among the above compounds, the dialkyl dimethyl ammonium gasification compound having an alkyl group of 8 to 16 atoms and a branching degree of 10 X to 5 0 3: in the chemical formula is the better choice. The Central Bureau of Standards of the Ministry of Economic Affairs Employee consumer cooperatives print ammonium salts such as the chemical formula (18) obtained from gelatine enzymes with 8 to 28 atoms, preferably including alkyl trimethyl ammonium salts, such as 2-decyltetradecyl tris Methyl ammonium vapor and 2-dodecylhexadecyltrimethylammonium vapor; alkyl dimethyl 22 This paper scale is applicable to China National Standard (CNS) A 4 specifications (210X297 mm) A6 B6 21220 V. Invention Description (21) Base ammonium salt, dialkyl dimethyl ammonium salt. Such as di-2-hexyldecyl dimethyl ammonium vapor and di-2-octyl dodecyl dimethyl chloride; two Alkyl methylhydroxyethyl Salts and dialkylmethyl ammonium salts; each alkyl group is derived from ketosaccharomyces cerevisiae. The methyl quaternary ammonium chloride as shown in the chemical formula (19) is a compound with an absolute sum of 15 X, which can be used as a relative ion, includes halogen ions, such as atmosphere, iodine, and bromine, and organic anions, such as methyl sulfate, ethyl sulfate, methyl phosphate, and ethyl phosphate. The cleaning composition of the present invention may still contain one Water-soluble polymer with anionic groups. This polymer includes orepin derivatives such as carboxymethyl cellulose, chitin derivatives such as carboxymethyl chitin, xanthogen and carrageenan Polymers or copolymers of cabbage, alloys and alginic acid derivatives, acrylic acid derivatives or N-methacryloylethyl-M, N-dimethylammonium-H-methyl-carboxytrimethylammonium lactone. The cleaning composition of the present invention may further contain a silicone derivative, such as dimethyl polysilane as shown in chemical formula (21), where η is 3 to 20,000; methylbenzyl poly as shown in chemical formula (22) Silane, where η 'is 1 to 20,000, and the sum of a and b is 1 to 500; polyether represented by chemical formula (23) Modified silica, where R * is-(CHa) 3-0- (C «H40) xl- (C3He0) yl-A, A is alkyl or hydrogen with 1 to 12 atoms, and xl is 0 to 50, yl is from 0 to 50, and the sum of xl and yl is 1 or more, el is from 1 to 2000, and nl is from 1 to 1000; cyclic gasification compound-modified silica shown in chemical formula (24), where x2 is from 1 to 500, preferably from 1 to 250, y2 is from 1 to 50, preferably from 1 to 30 23 The paper size is applicable to China National Standard (CNS) A 4 specifications (210 X 297 public) (please first M Read the precautions on the back and fill in this page) -¾. A6 B6 212200 Λ printed by the Consumer Cooperative of the Central Standards Bureau of the Ministry of Economic Affairs, invention description (22), and Re is an alkylene group with 1 to 3 nitrile atoms; chemical formula Fluorine-modified silicon gas shown in (25), where X3 is 1 to 400. Preferably it is 1 to 250; alcohol-modified silicon oxide shown in chemical formula (26), where x4 and is 1 to 500, preferably 1 to 2 0 0. R «is C n " Η ·" ", and η "is 0 to 4; alkyl group-modified silica shown by the chemical formula (2 7), wherein χ5 And y5 is from 1 to 500, preferably from 1 to 200, Rt is a yard with 2 to 18 atoms, Re is Cn " Han, η "is 0 to 4. and% is an alkyl group having 10 to 16 primary atoms; the alkane group represented by the chemical formula (28) -modified silicone, in which a methyl group or a phenyl group, has 1 to 28 The alkyl group with a large atom is preferably 12 to 22 atoms, and k is 0, or an integer ranging from 1 to 6; and the atmosphere group-modified silica represented by the chemical formula (29), Where R * »is methyl or hydroxyl, R * 3 is methyl or hydrogen, Rk is, or -RH-ddi-aHCiUCDdrdeh.Z-, Rie is a divalent hydrocarbon group · R1T is -0CH« CH «-, -0CH (CHa) CH«-. -0CH, CH (0H) CHs- or -0CH8CH (CH, 0H)-, Rie and Rh are hydrogen or monovalent ye groups, d and e are 0 or a sine integer between 1 and 6. Z- is a halogen ion or an organic ion. Rle is a hydroxyl group, a hydroxyalkyl group, a gasified alkylene group or a polygasified alkylene group, 19, ^ and ^ It is an integer depending on the molecular weight, and each has its own chemical formula. Such amino-modified silica includes body strips such as formulas (30) and (31). (Please read the precautions on the back before filling out this page). Insects. • Line. Printed by the Employee Consumer Cooperative of the Central Standards Bureau of the Ministry of Economic Affairs © -NR, 0 24 (! 5) This paper standard is applicable to China National Standard (CNS) A 4 specifications (210x297 gong) 212200 A6 B6 Λ, invention description (23)
(R,〇)„H I —N一Ra I (R9〇)nH © Θ 06) R., ®(R, 〇) „H I —N-Ra I (R9〇) nH © Θ 06) R., ®
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Rm Ri3-CHzCH2CHCH2. . R,, CHmCH4CHz)t\ /R叫 ® θi X x CH3 r17/ \R1Z J (CH3) 3SiO〔(CH3) zSiO〕n Si (Cli3) 3 (CH3)3S1O( c6h; © <8) •09) (請先閲請背面之注意事項再填寫本頁) •蛑.Rm Ri3-CHzCH2CHCH2 ... R ,, CHmCH4CHz) t \ / R called ® θi X x CH3 r17 / \ R1Z J (CH3) 3SiO 〔(CH3) zSiO〕 n Si (Cli3) 3 (CH3) 3S1O (c6h; © < 8) • 09) (Please read the precautions on the back before filling out this page) • Crazy.
SiO )„· Si(CH3)3 (CH3)3SiO [(CH3)2SiO]a i(C6H5)2SiO]b Si(CH3) CH3-Si-0 I ch3 l 3 I Si-0 I 、ch3SiO) „Si (CH3) 3 (CH3) 3SiO [(CH3) 2SiO] a i (C6H5) 2SiO] b Si (CH3) CH3-Si-0 I ch3 l 3 I Si-0 I, ch3
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Η C -線- -Si-0 I \ R' 25 本紙張尺度適用中國國家標準(CNS)甲4規格(210x297公釐)Η C-线--Si-0 I \ R '25 This paper scale is applicable to China National Standard (CNS) A 4 specifications (210x297 mm)
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R 212200 A6B6 Λ、發明説明(24 ) (24) (Cli3) 3SiO ((Cli3) 2SiO〕x2〔CH3SiO)y2Si (CH3) 3 '-CH-CIi; \/ (25) (CH3)3SiO(CH3SiO)x3Si(CH3)R 212200 A6B6 Λ, Description of the invention (24) (24) (Cli3) 3SiO ((Cli3) 2SiO] x2 [CH3SiO) y2Si (CH3) 3'-CH-CIi; \ / (25) (CH3) 3SiO (CH3SiO) x3Si (CH3)
I (CH2)2 I cf3H0(CHz) . R6-〔(CH3)zSiO〕x4(CH3)2SiR6-CH2OH(CH3)3SiO ((CH3)zSiO〕x<(CH3SiO) y<Si(CH3)- IR6 -CH · OH ICH3(27) (CH3) 3SiO(CH3SiO) x5 (Cli3SiO) y5Si (CH3) 3 (26) (c o « X s 3 \i/ 3 (cl o • 14 sI (CH2) 2 I cf3H0 (CHz). R6-[(CH3) zSiO] x4 (CH3) 2SiR6-CH2OH (CH3) 3SiO ((CH3) zSiO] x < (CH3SiO) y < Si (CH3)-IR6- CH · OH ICH3 (27) (CH3) 3SiO (CH3SiO) x5 (Cli3SiO) y5Si (CH3) 3 (26) (co «X s 3 \ i / 3 (cl o • 14 s
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R β 6 2 本紙張尺度適用中國國家標準(CNS)甲4規格(210x297公釐) 212200 A6 B6 Λ、發明説明(25) 30 o JlR β 6 2 The size of the paper is in accordance with the Chinese National Standard (CNS) A 4 specifications (210x297 mm) 212200 A6 B6 Λ, invention description (25) 30 o Jl
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—clCH—silCH nu ·1 ί n ο — s I R Ή. (c. Η 經濟部中央標準局員工消費合作社印製 NH I (CII2)2 I L NHz Jn3 〔實例〕 下面的實例將用進一步地晒釋本發明,但绝非對本發 *明加以任何的限制。 例1 以一般的方法來合成26β克(1莫耳)的卜羥乙基-2-十一基眯唑》体,將54克的水和1.2克的氫《化_置入一健 體積為一升的四頸燒瓶中,並配備有一個攢拌器、冷凝器 、滴掖漏斗和溫度計,在攪拌的情況下加熱至在此 溫度下持續攪拌約二小時.以f開眯唑#的環而獲得N-月 桂醏基-N’-(2-羥乙基)乙二胺。然後再加入200克的乙醇 .並且在攪拌的倩況下升溫至8 0 TO。為了決定反鼷混合物 的PH值,將PH電極插人液體中。滴人40 3;的NaOH水溶液, (請先閱讀.背面之注意事項再填寫本頁) .装* •缘· 27 本紙張尺度適用中國國家標準(CNS)甲4規格(210x297公釐) A6 B6 212200 五、發明說明(26 ) 而將PH值讕整至10。之後,將50 χ的3-氛基-2-羥丙基-Η,Η,Ν-三甲銨氛化物水溶液489克(1.3莫耳)滴入二小時, 同時適量的加人40 3:的NaOH水溶液,以使ΡΗ值維持為10。 在3-氣基-2-羥丙基-Ν,Ιί,Ν-三甲銨氣化物完全加入之後 ,ΡΗ值仍維持為10,且在此溫度下持鑛加以攪拌,而Ν-月 桂醯基- Ν’-(2-羥乙基)乙二胺的殘餘量可毎隔一小時由高 效能液體層析儀來測量。 在3-氮基-2-羥丙基-N,N,H-三甲銨氦化物完全加入 六小時之後,反應条統中的N-月桂睡基- Ν’-(2-羥乙基)乙 二胺將降至U或更低,而確使此反應達到完全。 以電析的方法純化此反應液,部分蒸發至乾燥並溶於 乙醇中。所得之溶液以高效能液體層析儀加以分析,而發 現獲得下列三種成份為主要成份: Γ化學式22〕 0 CHtCHzOH CH3 I! I !θ (a) C,,H23CNHCH2CH2HCHxCHCH2-N-CH3 · Cl©—ClCH—silCH nu · 1 ί n ο — s IR Ή. (C. Η NH I (CII2) 2 IL NHz Jn3 printed by the Employee Consumer Cooperative of the Central Standards Bureau of the Ministry of Economy [Example] The following example will be further developed The present invention, but by no means restricts the present invention. Example 1 Synthesis of 26β g (1 mol) of hydroxyethyl-2-undecyl zirconium by a general method, 54 g Water and 1.2 grams of hydrogen are placed in a four-neck flask with a volume of one liter and equipped with a mixer, condenser, dropping funnel and thermometer, and heated to this temperature with stirring Continue to stir for about two hours at the bottom. Use f to open the ring of 眯 azole # to obtain N-lauryl-N '-(2-hydroxyethyl) ethylenediamine. Then add 200 grams of ethanol. The temperature is increased to 80 TO. In order to determine the pH value of the anti-hybrid mixture, the PH electrode is inserted into the liquid. Drop 40% NaOH aqueous solution, (please read the precautions on the back before filling this page). * • Margin · 27 The size of this paper is in accordance with Chinese National Standard (CNS) A 4 specifications (210x297 mm) A6 B6 212200 V. Description of invention (26) The H value is rounded to 10. After that, 50 χ of 3-amino-2-hydroxypropyl-H, Η, Ν-trimethylammonium ammonium chloride aqueous solution 489 g (1.3 mol) is added dropwise for two hours, while an appropriate amount Add 40: NaOH aqueous solution to maintain the PH value of 10. After the 3-amino-2-hydroxypropyl-Ν, Ιί, Ν-trimethylammonium vapor is completely added, the PH value remains at 10, And at this temperature, the ore is held and stirred, and the residual amount of N-lauryl-N '-(2-hydroxyethyl) ethylenediamine can be measured by a high-performance liquid chromatograph every hour. -N-lauryl group-N '-(2-hydroxyethyl) ethylenediamine in the reaction system after six hours after -nitro-2-hydroxypropyl-N, N, H-trimethylammonium helide was completely added Will drop to U or lower, and indeed make the reaction complete. Purify the reaction solution by electrolysis, partially evaporate to dryness and dissolve in ethanol. The resulting solution is analyzed by high performance liquid chromatography, and The following three components were found to be the main components: ΓChemical formula 22] 0 CHtCHzOH CH3 I! I! Θ (a) C ,, H23CNHCH2CH2HCHxCHCH2-N-CH3 · Cl ©
I I OH CHs (98重量其你以蒸發所得之固體為計算基準> T R分枏和皙逋分析的結果: < I R分析> 在1650(5111-^(6.06//)的位置可觀察到對醯胺的特別強 之吸收峰。 28 本紙張尺度適用中國國家標準(CNS)甲4規格(210x297公寶) {請先閱讀背面之注意事項再填寫本頁) .装. .綵· 經濟部中央標準局員工消费合作社印製 A6 B6 212200 Λ、發明説明(27 ) <質譜分析> (下文中所提的質譜分析皆你在下列的倩況下進行) 儀器: 由JE0L公司所製造的SX-102質繒分析儀 測量條件:置人方法 : 直接 離子化方法:FAB (快速原子撞擊法) 分析結果: 離子碎Μ的分子量為4 0 2 , 2 2 6 共觀察到兩個主要尚吸收峰,40 2為一個雔子的吸收 峰(ΪΓ-Cl), 證實了此産物為上述結構之陽離子化合物。 〔化學式23〕 0 ch3 II 1© (b) CiiHraCN-CHzCKtN-^CHzCHCHi-N-CHa · Cl©)*II OH CHs (98% by weight based on the solids obtained by evaporation) > TR analysis and analysis results: < IR analysis > 1650 (5111- ^ (6.06 //) position can be observed It has a particularly strong absorption peak for acetamide. 28 This paper scale is applicable to the Chinese National Standard (CNS) A4 specifications (210x297 public treasure) (please read the precautions on the back before filling this page). A6 B6 212200 Λ printed by the Central Bureau of Standards' Staff Consumer Cooperative, Invention Description (27) < Mass Spectrometry > (The mass spectrometry analysis mentioned below is performed by you under the following conditions) Instrument: Made by JE0L SX-102 mass spectrometer measurement conditions: placement method: direct ionization method: FAB (Fast Atomic Impact Method) analysis results: the molecular weight of ion fragmentation M is 4 0 2, 2 2 6 A total of two main absorptions were observed Peak, 40 2 is a carbohydrate absorption peak (ΪΓ-Cl), confirming that this product is a cationic compound of the above structure. [Chemical Formula 23] 0 ch3 II 1 © (b) CiiHraCN-CHzCKtN- ^ CHzCHCHi-N-CHa · Cl ©) *
I I I CHzCHzOH OH CHa * » (1重量3ί,其你以蒸發所得之固體為計算基準) IR分析筘轚諶分析的结果: < I R分析> 在1650〇«〃(6.06</ )的位置可觀察到對醯胺的特別強 之吸收峰。 <質譜分析> 分析結果: 離子碎Η的分子量為458 , 2 7 0 〔化學式24〕 29 本紙張尺度適用中國國家標準(CNS)甲4規格(210x297公釐) (請先閱讀背面之注意事項再填寫本頁) *襄· 線. 經濟部中央標準局員工消费合作社印製 Α6 212200_Ββ Λ、發明説明(28) 〇 CH3 II 'Θ (c) CnHi3CN-CH*CH*N—CH*CHCH2-N-CH3 · Cl〇III CHzCHzOH OH CHa * »(1 weight 3ί, you use the solid obtained by evaporation as the basis of calculation) IR analysis The result of the analysis: <IR analysis> At 1650〇« 〃 (6.06 < /) A particularly strong absorption peak for amide can be observed. < Mass Spectrometry > Analysis result: The molecular weight of ion fragment Η is 458, 2 7 0 [Chemical formula 24] 29 This paper scale is applicable to the Chinese National Standard (CNS) A4 specification (210x297 mm) (please read the notes on the back first Please fill out this page again) * Xiang · Line. Printed by the Consumer Cooperative of the Central Bureau of Standards of the Ministry of Economic Affairs Α6 212200_Ββ Λ, Invention Description (28) 〇CH3 II 'Θ (c) CnHi3CN-CH * CH * N—CH * CHCH2- N-CH3 · Cl〇
\ Η I I CHzCKtOH 〇H CH3 (1重悬X,其偽以蒸發所得之固體為計算基準) T R分析和皙铕分析的結果: < I R分析> 在16500111-46.06//)的位置可觀察到對酵胺的特別強 之吸收峰。 <質譜分析> 分析结果: 離子碎Η的分子量為4 0 2 , 2 7 0 β 2 * 除了以1-羥乙基-2-十三基眯唑 >蛛取代例1中所使用 的1-羥乙基-2-十一基眯唑略之外,重覆例1中之步驟; 而1-羥乙基-2-十三基眯唑、;ti你以肉豆蔻酸做為起始脂肪 酸所合成的。以與例1相同的方式確認所獲得之具有下列 结構的三個化合物為主要成份。 [化學式25〕 0 CHxCHtOH CH, 經濟部中央標準局員工消费合作社印製 (請先閑讀背面之注意事項再填寫本頁) .訂. 線· il I I® ⑻ C,3Hz7CNHCH2CHzN-CH2CHCHi-N-CH3 - Cl©\ Η II CHzCKtOH 〇H CH3 (1 resuspended X, which is based on the evaporation of the solid as a calculation basis) TR analysis and the results of Xi europium analysis: < IR analysis > can be observed at the position of 16500111-46.06 //) To a particularly strong absorption peak for enzymes. < Mass Spectrometry > Analysis results: The molecular weight of the ion fragment Η is 4 0 2, 2 7 0 β 2 * except that 1-hydroxyethyl-2-tridecyl myrazole is used instead of the spider used in Example 1 1-hydroxyethyl-2-undecyl myrazole, repeat the steps in Example 1; and 1-hydroxyethyl-2-tridecyl myrazole,; ti you start with myristic acid Originally synthesized by fatty acids. In the same manner as in Example 1, it was confirmed that the obtained three compounds having the following structures were the main components. [Chemical formula 25] 0 CHxCHtOH CH, printed by the Employees ’Consumer Cooperative of the Central Bureau of Standards of the Ministry of Economic Affairs (please read the precautions on the back before filling out this page). Order. Line · il II® ⑻ C, 3Hz7CNHCH2CHzN-CH2CHCHi-N-CH3 -Cl ©
I I OH Cfia 30 本紙張尺度適用中國國家標準(CNS)甲4規格(210X297公釐) A6 B6 212200 五,.、發明説明(29 ) (98重量J:,其偽以蒸發所得之固體為計算基準) <質譜分析> 分析結果:離子碎Η的分子量為430 , 254 0 Cfl3 II I© (b) C13HZ7CNCH2CH2N-(CHZCHCH2-N —CH3 . Cl〇 )zII OH Cfia 30 This paper scale is applicable to the Chinese National Standard (CNS) A 4 specifications (210X297 mm) A6 B6 212200 V .., Description of invention (29) (98 weight J: It is based on the solid obtained by evaporation as the calculation basis ) ≪ Mass Spectrometry > Analysis result: The molecular weight of ion fragment Η is 430, 254 0 Cfl3 II I © (b) C13HZ7CNCH2CH2N- (CHZCHCH2-N —CH3 .Cl〇) z
I I I CHzCH20R OH CHa (1重置其俗以蒸發所得之固體為計算基準) <質譜分析> 分析結果: 離子碎Η的分子量為486 , 298 0 CHq II ΙΘ (C) C,3Hz7CNCH2CH2N-CH2CHCH2-N-CH3 · C10 1 Η I I * CUzCHzOH OH CH3 (1重量3!,其换以蒸發所得之固體為計算基準) <質譜分析> 分析結果: 離子碎Η的分子量為430,298 例3 除了以卜羥乙基-2-十五基眯唑、体取代例1中所使用 的卜羥乙基-2-十一基眯唑ν砵之外,重覆例1中之步驟; 而卜羥乙基-2-十五基眯唑4木偽以棕櫊酸做為起始脂肪酸 31 本紙張尺度適用中國國家標準(CNS)甲4規格(210X297公釐) 請先閱讀背面之注意事項再填寫本百) •裝. -線. 經濟部中央標準局員工消費合作社印製 212200 Α6 Β6 Λ.、發明説明(30) 所合成的。以與例1相同的方式確認所獲得之具有下列結 構的三値化合物為主要成份。 〔化學式2 6〕 (a) 0 CHzCHzOH CH3II I Ιθ C,sH3iCNHCH*CHxNCHzCHCH2 —N-CHj ♦ Cl〇III CHzCH20R OH CHa (1 reset its customary calculation based on the solid obtained by evaporation) < mass spectrometry analysis > Analysis results: The molecular weight of ion fragment Η is 486, 298 0 CHq II ΙΘ (C) C, 3Hz7CNCH2CH2N-CH2CHCH2- N-CH3 · C10 1 Η II * CUzCHzOH OH CH3 (1 weight 3 !, which is replaced by the solid obtained by evaporation as the calculation basis) < mass spectrometry analysis > Analysis results: The molecular weight of ion fragmented Η is 430, 298 Example 3 except The procedure in Example 1 was repeated except that hydroxyethyl-2-pentadecyl azole was substituted for hydroxyethyl-2-undecyl azole at the first embodiment; Ethyl-2-pentadecyl quinazoline 4 wood pseudo using palmitic acid as the starting fatty acid 31 This paper scale is applicable to China National Standard (CNS) A 4 specifications (210X297 mm). Please read the notes on the back before filling in Hundreds) • Installed.-Line. It is synthesized by the 212200 Α6 Β6 Λ printed by the Consumer Cooperative of the Central Standards Bureau of the Ministry of Economic Affairs, and the invention description (30). In the same manner as in Example 1, it was confirmed that the obtained three-value compound having the following structure was the main component. [Chemical Formula 2 6] (a) 0 CHzCHzOH CH3II I Ιθ C, sH3iCNHCH * CHxNCHzCHCH2 —N-CHj ♦ Cl.
OH CH: (98重量其係以蒸發所得之固體為計算基準) <質譜分析> 分析結果: 離子碎Η的分子量為458 , 282 (b) 0 CHaII I©C,3H3iCN-CHrCH2N-(CH2CHCHt-N-CH:OH CH: (98% of the weight is based on the solid obtained by evaporation) < mass spectrometry analysis > Analysis result: The molecular weight of ion fragment Η is 458, 282 (b) 0 CHaII I © C, 3H3iCN-CHrCH2N- (CH2CHCHt -N-CH:
Cl©)* (請先閑讀背面之注意事項再填寫本頁) .装·Cl ©) * (please read the notes on the back before filling out this page).
CHtCHzOH OH CH: (1重量3:,其僳以蒸發所得之固體為計箄基準) <質譜分析> 分析結果:離子碎Η的分子量為514, 326 •訂· 經濟部中央標準局員工消费合作社印製 (c) 0 CHsII 10CisH3iCH-CH2CH2N-CH2-CHCH*-N-CH:CHtCHzOH OH CH: (1 weight 3: It is based on solids obtained by evaporation) < mass spectrometry analysis > Analysis result: molecular weight of ion fragmented Η is 514, 326 • Order · Employee consumption of Central Bureau of Standards, Ministry of Economic Affairs Printed by the cooperative (c) 0 CHsII 10CisH3iCH-CH2CH2N-CH2-CHCH * -N-CH:
CKzCHzOH I OH CH: •綠. ci〇 32 本紙張尺度適用中國國家標準(CNS)甲4規格(210X297公釐) 經濟部中央標準局員工消費合作社印製 A6 2122G0_^_ 五、發明説明(31) (1重量X,其係以蒸發所得之固體為計算基準) <質繒分析> 分析結果: 離子碎片的分子量為 458 , 326 例4 除了以N-(3-月桂~酵氨基丙基-丙胺)做為起始二胺和 3-氣丙基-Η,Η,Η-三甲%^^#陽離子化試薄|之外,重覆例 1中之步驟.而Ν-(3-月桂醛氨基丙基-丙胺)傜由Ν-丙基 -1,3-丙播二胺所合成的。以與例1相同的方式確認所獲 得之具有下列结構的三籲化合物為主要成份。 〔化學式27] 0 CHtCHzCH3 CH3 .. II I *θ Λ (a) CnHzjCNHCfizCHtCHiNCHzCHzCHz-N-CH, · Cl©CKzCHzOH I OH CH: • Green. Ci〇32 This paper scale is applicable to the Chinese National Standard (CNS) A 4 specifications (210X297 mm) A6 2122G0 _ ^ _ printed by the Employee Consumer Cooperative of the Central Bureau of Standards of the Ministry of Economy V. Description of the invention (31) (1 weight X, which is based on the solid obtained by evaporation) < Quality analysis > Analysis results: The molecular weight of the ion fragment is 458, 326 Example 4 Except for N- (3-laurel ~ enzyme aminopropyl- Propylamine) as the starting diamine and 3-glycopropyl-Η, Η, Η- 三甲% ^^ # cationization test thin |, repeat the steps in Example 1. And Ν- (3-laurin (Aminopropyl-propylamine) is synthesized from N-propyl-1,3-propanediamine. In the same manner as in Example 1, it was confirmed that the obtained Sanyu compound having the following structure was the main component. [Chemical Formula 27] 0 CHtCHzCH3 CH3 .. II I * θ Λ (a) CnHzjCNHCfizCHtCHiNCHzCHzCHz-N-CH, · Cl ©
I CH3 (98重量2,其偽以蒸發所得之固體為計算基準) T R分栴和暫譫分析的钴里.· < I R分析> 在1650c«rl(6.06/z)的位置可觀察到毅睡胺的特別強 之吸收峰。 <質譜分析> 33 本紙張尺度適用中國國家標準(CNS)甲4規格(210x297公釐) {請先閱讀f面之注意事項再填寫本百) .故· .打··. .線· 2122G0 A6 B6_ 五、發明説明(32 ) 在與例1相同的條件下進行質譜分析。 分析結果: 離子碎片的分子量為3 98 , 24 0 共觀察到兩倕主要的吸牧峰,398為(IT-C1)雜子的吸 收峰,證實了此産物為上述結構之陽離子化合物。 [化學式2 8〕 〇 CH, II *Θ 0 . (b) ChH23CNCHzCH*CH2N-(-CH2CHiCHzN-CH3 · C10)2I CH3 (98 weight 2, which is calculated based on the solid obtained by evaporation) TR is divided into cobalt and temporary analysis of cobalt. · ≪ IR analysis > can be observed at the position of 1650c «rl (6.06 / z) The particularly strong absorption peak of Yi sleep amine. < Mass Spectrometry > 33 This paper scale is applicable to the Chinese National Standard (CNS) A4 specification (210x297 mm) (please read the precautions on the f side before filling in this hundred). Therefore · · · · · · · · · · 2122G0 A6 B6_ V. Description of the invention (32) Mass spectrometry was performed under the same conditions as in Example 1. Analysis results: The molecular weight of the ion fragment is 3 98, 24 0. Two main absorption peaks are observed, and 398 is the absorption peak of (IT-C1) hetero, which confirms that this product is a cationic compound of the above structure. [Chemical Formula 2 8] 〇 CH, II * Θ 0. (B) ChH23CNCHzCH * CH2N-(-CH2CHiCHzN-CH3 · C10) 2
I I CH2CR2CHa CH3 (1重量X,其係以蒸發所得之固體為計算基準) 0 CHa II I© (c) Cj.HisCNCHiCfijCRzN-CRzCHtCHxH-CHa · Cl〇I I CH2CR2CHa CH3 (1 weight X, which is calculated based on the solid obtained by evaporation) 0 CHa II I © (c) Cj.HisCNCHiCfijCRzN-CRzCHtCHxH-CHa
\ Η I chzcb<cr3 ch, (1重量SI,其傜以蒸發所得之固鱧為計算基準) 例5 除了以2,3-氣丙基-Ν,Ν,Ν-三甲銨氣化物取代3-氣基 -2-羥丙基-Ν,Ν,Ν-三甲銨氣化物做為隈離子化試劑之外 •重覆例1中之步驟。以與例1相同的方式確認所獲得之 化合物與例1中所獲得的三個成份相同。 34 本紙張尺度適用中國國家標準(CNS)甲4規格(210X297公釐) (請先閑讀背面之注意事項再填寫本頁) .痪. •訂· -線- 經濟部中央標準局員工消費合作社印製 修正 斗 月 0 A 6 7__ B6 Λ-、發明説明(33) 例6 將50 3ί的3-氣基-2-羥丙基-Η, Ν,Ν-三甲銨氛化物之水 溶掖7 5 2克(2莫耳)和800克的水置入一值體積為二升的 四頚燒瓶中,並配備有一值攛拌器、冷凝器、滴液漏斗和 租度計。將溫度升高至70t;。將以一般製法所合成之1-羥 乙基-2-十一基眯唑啪26 8克(1莫耳)滴入二小時,而溫度 則保持在7010。為了決定反應混合物的ΡΗ值,將PHIg極插 入液體中。滴入40 X的NaOH水溶液,而將ΡΗ值調整至1〇。 在該溫度下進行老化反應約六小時,其間適量的加入40 χ 的HaOH水溶液,以使PH值維持為10。N-月桂醛基-N’-(2-羥乙基)乙二胺的殘餘童可每隔一小時由高效能液體層析 儀來測量。當反應糸統中的N-月桂醛基-N’-(2-羥乙基)乙 二胺之濃度降至U或更低時,此反應即確定達到完金。 以電析的方法純化此反應液,部分蒸發至乾燥並溶於 於乙醇中。所得之溶液以高敦能液體層析儀加以分析,而 發現獲得下列三種成份為主要成份: 〔化學式2 9〕 〇 ch2ch:oh ch3 (&) Cj iH23CNHCHzCHzN —CH2CHCHz-N—CH3 * Cl® (請先«5·讀背面之注意事項再填寫本頁) •笟·\ Η I chzcb < cr3 ch, (1 weight SI, its weight is calculated based on the solid snake obtained by evaporation) Example 5 Except for the substitution of 2,3-fluoropropyl-Ν, Ν, Ν-trimethylammonium gasification 3- The gas-based 2-hydroxypropyl-Ν, Ν, Ν-trimethylammonium gasification compound is used as an ionizing reagent for Kuma • Repeat the steps in Example 1. In the same manner as in Example 1, it was confirmed that the obtained compound was the same as the three components obtained in Example 1. 34 This paper scale is applicable to China National Standard (CNS) Grade 4 (210X297mm) (please read the precautions on the back before filling out this page). Paralyzed. • Order ·-Line-Employee Consumer Cooperative of Central Bureau of Standards, Ministry of Economic Affairs Printing correction Douyue 0 A 6 7__ B6 Λ-, Description of the invention (33) Example 6 Dissolve 50 3ί of 3-amino-2-hydroxypropyl-H, Ν, Ν-Trimethylammonium Amino Acid in water 7 5 2 grams (2 mols) and 800 grams of water were placed in a four-liter flask with a two-liter volume and equipped with a value stirrer, condenser, dropping funnel, and rent meter. Raise the temperature to 70t ;. 26-8 g (1 mol) of 1-hydroxyethyl-2-undecylpyrazol, synthesized by the general method, was dropped into it for 2 hours while the temperature was kept at 7010. To determine the pH value of the reaction mixture, PHIg was inserted into the liquid. A 40 X NaOH aqueous solution was added dropwise, and the pH value was adjusted to 10. The aging reaction was carried out at this temperature for about six hours, during which an appropriate amount of 40 × aqueous solution of HaOH was added to maintain the pH at 10. The residual children of N-lauraldehyde-N ’-(2-hydroxyethyl) ethylenediamine can be measured by high-performance liquid chromatography every hour. When the concentration of N-lauraldehyde-N '-(2-hydroxyethyl) ethylenediamine in the reaction system drops to U or lower, the reaction is determined to reach completion. The reaction solution was purified by electrolysis, partially evaporated to dryness and dissolved in ethanol. The resulting solution was analyzed with a Gordon liquid chromatograph, and the following three components were found to be the main components: [Chemical Formula 2 9] 〇ch2ch: oh ch3 (&) Cj iH23CNHCHzCHzN —CH2CHCHz-N—CH3 * Cl® ( Please «5 · Read the precautions on the back and then fill out this page) • 笟 ·
OHOH
Η 1C 準 基 算 計 為 體 固 之 得 所 發 蒸 以 僳 其 t Z 量 3 5 3 本紙張尺度適用中國國家標準(CNS)甲4規格(210><297公笼)Η 1C quasi-basic calculation is derived from the solid solids. The amount of t Z 3 3 3 This paper scale is applicable to the Chinese National Standard (CNS) A 4 specification (210 > < 297 male cage)
A B 212200 Λ、發明説明( 〇 ch3 II I© (b) Ci,HZ3CNCH2CHrN-(CHzCHCH2-N-CH3 · Cl© )*A B 212200 Λ, Description of the invention (〇 ch3 II I © (b) Ci, HZ3CNCH2CHrN- (CHzCHCH2-N-CH3 · Cl ©) *
I I I CH,CH20H OH CHa (90重量2,其偽以蒸發所得之固駸為計算基準) 〇 CHs II I© (c) C,,Ht3CN-CH*CH2N-CHzCHCH,-N-CH3 · Cl©I I I CH, CH20H OH CHa (90 weight 2, which is calculated based on the solid solid obtained by evaporation) 〇 CHs II I © (c) C ,, Ht3CN-CH * CH2N-CHzCHCH, -N-CH3 · Cl ©
I Η I I CHxCHxOH OH CH, (5重量3;,其像以蒸發所得之固體為計算基準> 例7 •綠· 經濟部中央標準局員工消费合作社印製 將50 J:的3-氣基-2-羥丙基-Ν,Ν,Ν-三甲銨氛化物之水 溶液376克(1契耳)和β00克的水置入一籲髅積為二升的 四頸燒庙中•並配備有一值攪拌器、冷凝器、滴液漏斗和 组度計。將溫度升高至7〇勺。將以一般製法所合成之1-翔 乙基-2-十一基眯唑蛛268克(1莫耳)滴入二小時,而溫度 則保持在70C。為了決定反應混合物的ΡΗ值,將ΡΗ電槿插 入液體中。滴入40 X的NaOH水溶液.而將ΡΗ值調整至1〇。 在該溫度下進行老化反應約六小時,其間適量的加入40 χ 的NaOH水溶液,以使PH值維持為10。Ν-月桂醯基-Ν’-(2-羥乙基)乙二胺的殘餘量可每隔一小時由高效能液體層析 _36 本紙張尺度適用中國國家標準(CNS)甲4規格(210x297公釐) A6 B6 212200 A、發明説明(35 ) 儀來測量。當反應糸统中的N-月桂醯基-N’-(2-羥乙基)乙 二胺之濃度降至IX或更低時,此反應即確定逹到完全。以 轚析的方法純化此反應液,並且使之部分蒸發至乾燥。由 I R和質譜分析的結果得知所獲得之産物為下列三種成份 之混合物,並且其主要成份為具有下列結構之月桂酵基 -N-(2-羥乙基)-K’- [3-OT 三甲銨基)-2-羥丙基- 乙二胺氛化物(c): 〔化學式30〕 (請先閱讀背面之注意事項再填寫本百) (a) 0 CH*CH*0H CH3 II ...· 丨 <Θ C, jHtaCN-CHxCHiN-CHrCHCHz-N-CH, Η I 1 OH CH3I Η II CHxCHxOH OH CH, (5 weight 3 ;, the image is based on the solids obtained by evaporation as a calculation basis> Example 7 • Green · Ministry of Economy Central Standards Bureau employee consumption cooperative printed 50 J: 3-gas- Aqueous solution of 2-hydroxypropyl-Ν, Ν, Ν-trimethylammonium 376 g (1 chile) and β00 g of water was placed in a four-necked burning temple with a volume of 2 litres Stirrer, condenser, dropping funnel and composition meter. Raise the temperature to 70 scoops. 268 g (1-mole) of 1-xiangethyl-2-undecylpyrazole spider synthesized by the general method ) Dropwise for two hours while the temperature is maintained at 70 C. In order to determine the pH value of the reaction mixture, the pH of the hibiscus is inserted into the liquid. Dropwise add 40 X NaOH aqueous solution. Adjust the pH value to 10. At this temperature Carry out the aging reaction for about six hours, during which an appropriate amount of 40 × NaOH aqueous solution is added to maintain the PH value at 10. The residual amount of N-lauryl-N ′-(2-hydroxyethyl) ethylenediamine can be changed every One hour by high-performance liquid chromatography _36 This paper scale is applicable to China National Standard (CNS) A 4 specifications (210x297 mm) A6 B6 212200 A, invention description (35) When the concentration of N-lauryl-N '-(2-hydroxyethyl) ethylenediamine in the reaction system drops to IX or lower, the reaction is determined to be complete. Purify this reaction solution, and partially evaporate it to dryness. From the results of IR and mass spectrometry, the product obtained is a mixture of the following three components, and its main component is lauryl-N- with the following structure (2-hydroxyethyl) -K'- [3-OT trimethylammonium) -2-hydroxypropyl-ethylenediamine amine compound (c): [Chemical formula 30] (Please read the precautions on the back before filling in this Hundred) (a) 0 CH * CH * 0H CH3 II ... 丨 < Θ C, jHtaCN-CHxCHiN-CHrCHCHz-N-CH, Η I 1 OH CH3
Cl© _沃. (5重量其係以蒸發所得之固體為計算基準) 〇 ch3 (b)Cl © _wo. (5 weight is based on the solids obtained by evaporation) 〇 ch3 (b)
Cl©): II ιΘCl ©): II ιΘ
Ci iHzaCN-CBiCHzN-iCHzCHCHz-N-CH^Ci iHzaCN-CBiCHzN-iCHzCHCHz-N-CH ^
CHtCUtOH OH CH: 經濟部中央標準局員工消费合作社印製 (35重量!Ϊ,其傜以蒸發所得之固體為計算基準) (c) 〇 ch3 1! I© C,,H23CN-CH*CH2NHCH*CHCHz-N-CH3 ♦ Cl©CHtCUtOH OH CH: Printed by the Employee Consumer Cooperative of the Central Bureau of Standards of the Ministry of Economic Affairs (35 weight! Ϊ, 傜 is calculated based on the solids evaporated) (c) 〇ch3 1! I © C ,, H23CN-CH * CH2NHCH * CHCHz -N-CH3 ♦ Cl ©
CtfzCHtOH 〇H CH: 37 •線, 本紙張尺度適用中國國家標準(CNS)甲4規格(210x297公釐) 212200_ 錳 A、發明説明(36 ) (60重量ί,其俗以蒸發所得之固體為計算基準) 測試例 以下面所描述的方法來評估例1到例4及例6和例7 中所製得之界面活性劑,及已知廚於皮虜具溫和效應的對 照化合物1和2,和具有高起泡能力的對照化合物3在對 皮虜的剌激性、起泡能力和清潔效果方面的能力。其評估 結果列於表1。 <對照化合物1 > 由Kawaken精細化學品公司所生産的Softazolin CH (N-椰子基-Ν’-羥乙基-Ν’-甲基-泠-丙氛酸酯)。 <對照化合物2> 由Kawaken精細化學品公司所生産的Alanon ALE (N-月桂醯基甲基-/3-丙氨酸納)。 <對照化合物3> , 由Kao公司所生産的EnalTD (硫酸月桂酯鈀)。 <評估方法> 對皮虜剌激性之測試: 經濟部中央標準局員工消費合作社印製 {請先閱讀背面之注意事項再填寫本百) 使用受試者來進行24小時的局部緊貼測試。在此測試 中,將用於局部測試的腰黏藥膏以做為活性成份的0.2¾界 面活性劑之水溶液0.1毫升予以含浸,並使用於20位受試 者的身上維持24小時。24小時之後將醪黏藥膏除去,檢査 皮虜受剌檄的情形。當觀察到清楚的紅斑時.則拥I試结果 被認為是陽性的。評估的結果僳以陽性的程度來表示。 38 本紙張尺度適用中國國家標準(CNS)甲4規格(210x297公釐) 212200 A6 B6 經濟部中央標準局員工消費合作社印製 A、發明説明(37; 起泡能力測試: 以4* DH的硬水將界面活性剤的活性成份予以稀釋, 使其最終濃度為0.23!,並且以反向《拌法來決定其起泡能 力。在40*C及受測液中含有0.3 3:的羊毛脂的情況下進行起 泡能力的测試,並且拥試结果侏以泡沫的量來表示(毫升 )〇 清潔能力拥試: 將含有同樣组成之灰鏖.如含有23:炭黑的頭皮脂(即 含有123:的石蟠、21X的蠟酯、263;的甘油三酸酯、325;的高 级脂肪酸、5J:的膽甾醇和23:的甘油一酸酷之组成物 >,加 在5公分X 5公分大的乾羊毛棉布上。將這塊《布置入一® 體積為100 0毫升且裝有500毫升清潔溶液(含有0.63:界面 活性劑中的活性成份,且PH值為7。0.硬度為DH )的不 锈銷圈筒中。將此圖筒置入溫度為40¾的恆溫水浴中振盪 六分鐘。然後將此棉布以自來水揪底加以沖洗及乾燥.並 測量此棉布的反射葆數。清潔率偽以下面的公式來決定: 清潔率(% )= (淸洗後的反射偽數)一(清洗前的反射俗數) -—--X 1〇〇 (原來棉布的反射傜數)一(清洗前的反射傜數) (請先W讀背面之注意事項再填窝本頁) -装· .訂. •線· 39 本紙張尺度適用中國國家標準(CNS)甲4規格(210X297公釐) 212200 A6 B6 Λ、發明説明(38 ) 〔表1〕 特 性 實 例 對照例 1 2 3 4 5 6 7 1 2 3 對皮虜剌撖性 鵂性 0 0 5 10 0 0 0 15 10 90 起泡能力(毫升) 125 165 150 120 125 J30 130 110 85 175 清潔率(%) 40 45 40 40 40 40 40 45 20 20 f請先閱讀背面之注意事項再填寫本苜) 經濟部中央標準局員工消費合作社印製 例8 眯睞会物的形成: 將200克(《«:200,1莫耳)的与桂酸和135.2克(11»1:104 ,1.3莫耳)的氨乙基乙酵胺(AEEA)水和1.2克的氫氣化納 置入一個體積為一升的四頸燒瓶中.並配備有一侮攪拌器 * 、回流式冷凝器、溫度計和壓力計。將此混合物加以攪拌 並加熱至14 0 Ϊ:.在此同時將8 0 *0的水流入回流式冷凝器 中。然後將反應壓力設定為在一小時内逹到400毫米汞柱 •並使之進行二小時的醛胺化g_。之後在1. 5小時内, 將反應溫度和壓力分別改變為200¾和200毫米汞柱,並且 在這些條件下進行老化反鼷一小時。然後在約二小畤的時 間内,將壓力降低至10毫米汞柱,並在這些條件下進行二 小時的反應,以除去多餘的AEEA;然而在此步驟中所形成 的水蒸氣和過量AEEA的蒸氣將被汽水闕所收集並以乾冰/ 甲醇予以冷卻。 線. 40 本紙張尺度適用中國國家標準(CNS)甲4規格(210x297公釐) 212200CtfzCHtOH 〇H CH: 37 • Line, the paper scale is applicable to the Chinese National Standard (CNS) A 4 specifications (210x297 mm) 212200_ Manganese A, invention description (36) (60 weight ί, which is generally calculated based on the solids obtained by evaporation Benchmark) The test examples evaluate the surfactants prepared in Examples 1 to 4 and 6 and 7 and the control compounds 1 and 2 known to have mild effects on the skin, and The ability of Control Compound 3 with high foaming ability in terms of irritability, foaming ability and cleaning effect on the skin. The evaluation results are shown in Table 1. < Control Compound 1 > Softazolin CH (N-Coconutyl-Ν'-Hydroxyethyl-Ν'-Methyl-Ling-Propionate) produced by Kawaken Fine Chemicals Co., Ltd. < Control compound 2 > Alanon ALE (N-laurylmethyl- / 3-alanine sodium) produced by Kawaken Fine Chemicals Co., Ltd. < Control compound 3 >, EnalTD (lauryl sulfate palladium) produced by Kao Corporation. < Evaluation method > Test on the irritability of the skinny: Printed by the Employee Consumer Cooperative of the Central Bureau of Standards of the Ministry of Economic Affairs (please read the precautions on the back before filling in the hundred) Use the subject for 24-hour local close-up test. In this test, the waist sticking ointment used for local testing was impregnated with 0.1 ml of an aqueous solution of 0.2¾ interface active agent as an active ingredient, and was applied to 20 subjects for 24 hours. After 24 hours, the mash sticking ointment was removed, and the skin was inspected. When a clear erythema is observed, the I test result is considered positive. The evaluation result is expressed as a positive degree. 38 This paper scale is applicable to China National Standard (CNS) A4 specifications (210x297 mm) 212200 A6 B6 Printed by the Consumer Standardization Bureau of the Central Standards Bureau of the Ministry of Economic Affairs A, invention description (37; foaming ability test: 4 * DH of hard water Dilute the active ingredient of the interfacial active ingredient to a final concentration of 0.23 !, and determine its foaming ability by the reverse mixing method. In the case of 40 * C and the test solution containing 0.33: lanolin Under the foaming ability test, and the test result is expressed in the amount of foam (ml). Cleaning ability test: will contain the same composition of gray ash. If it contains 23: carbon black scalp fat (that contains 123 : The composition of spleen, 21X wax ester, 263; triglyceride, 325; higher fatty acid, 5J: cholesterol and 23: glycerol monoacid cooler>, added at 5 cm X 5 cm On a large dry wool cotton cloth. Place this piece into a ® volume of 100 ml and contain 500 ml of cleaning solution (containing 0.63: the active ingredient in the surfactant, and the PH value is 7. 0. The hardness is DH ) In the stainless steel pin ring barrel. Place this barrel in a temperature of 40¾ Shake for six minutes in a warm water bath. Then rinse the cotton cloth with tap water and dry it. Measure the number of reflections of the cotton cloth. The cleaning rate is determined by the following formula: cleaning rate (%) = (after washing Reflective pseudo-number) One (reflected vulgar number before cleaning)-X 10 (the original number of reflective wains of cotton cloth) one (reflected virgin number before cleaning) (please read the precautions on the back before filling the nest This page) -Installed. .Ordered. • Thread · 39 This paper scale is applicable to the Chinese National Standard (CNS) A 4 specifications (210X297 mm) 212200 A6 B6 Λ, Invention description (38) [Table 1] Characteristic example Comparative example 1 2 3 4 5 6 7 1 2 3 Anti-pigmentation 0 0 5 10 0 0 0 15 10 90 Foaming capacity (ml) 125 165 150 120 125 J30 130 110 85 175 Cleaning rate (%) 40 45 40 40 40 40 40 45 20 20 f Please read the precautions on the back before filling in this alfalfa) Printed Example 8 Employee Consumer Cooperative of the Central Bureau of Standards of the Ministry of Economic Affairs 8 The formation of the favorite meeting: 200 g (《«: 200,1 Mol) with cinnamic acid and 135.2 g (11 »1: 104, 1.3 mol) of aminoethylacetamide (AEEA) water and 1.2 g of hydrogen Sodium is put into a four-neck flask with a volume of one liter. It is equipped with a stirrer *, reflux condenser, thermometer and pressure gauge. This mixture is stirred and heated to 14 0 Ϊ: At the same time 8 0 * 0 water flows into the reflux condenser. Then set the reaction pressure to 400 mmHg in one hour. • Allow it to undergo aldination for 2 hours. Then, within 1.5 hours, the reaction temperature and pressure were changed to 200 ¾ and 200 mm Hg, respectively, and aging was conducted under these conditions for one hour. Then reduce the pressure to 10 mm Hg in about two hours, and perform a two-hour reaction under these conditions to remove excess AEEA; however, the water vapor and excess AEEA formed in this step Vapor will be collected by the soda que and cooled with dry ice / methanol. Line. 40 This paper scale is applicable to China National Standard (CNS) Grade 4 (210x297 mm) 212200
A B 五,、發明説明(39) 由此所獲得268克的反應産物主要包括1-羥乙基_2-基咪唑 四纽化g廉 然後將 基眯唑和 的四頸燒瓶 度計和滴液 將此燒瓶維 克的乙醇和 "C時,在一 物的水溶液 溶液1 0 0克 小時。接著 上例中所 2Ϊ的氳氣 中,並配 漏斗。在 持在這個 25 0克的 小時内將 3 7 6克滴 在三小時 即可獲得 得2 68克(1莫耳)的卜羥乙 化鈉水溶液18克置入一俚 備有一艏攪拌器、回流式 攢拌的情況下將溫度提高 溫度下達二小時。在此同 水加入燒瓶中。當溫度再 50 X的3-氛基-2-羥丙基 基-2-十一 讎稹為一升 冷凝器、溫 至8〇*C ,並 時,將250 次升高至80 三甲銨氛化 氬氣化銷水 老化反應八 入燒瓶中。然後將40 Ϊ的 内慢慢滴入,並使其進行 具有下列化學式之2-羥基-3-[(2-羥 乙基)[2-[(1-氣代十二基)氨基】乙基】氛基]丙基- N,N,N . 三甲銨氣化物35 3:的水溶液:AB V. Description of the invention (39) The 268 grams of reaction product thus obtained mainly includes 1-hydroxyethyl-2-ylimidazole tetracycline, and then the four-neck flask meter and drip of phenylpyridazole When the flask was wicked with ethanol and " C, an aqueous solution of one substance for 100 g hours. Then in the 2Ϊ gas in the above example, equipped with a funnel. In this 25 g hour, 3 7 6 g was dripped in three hours to obtain 2 68 g (1 mol) of 18 g of sodium ethoxylate solution. Put it into a stern mixer, In the case of reflux mixing, the temperature is increased for two hours. Add the same water to the flask here. When the temperature is 50 X, 3-amino-2-hydroxypropyl-2-undecanoyl is a one-liter condenser, and the temperature is raised to 80 * C, and the temperature is raised 250 times to 80 trimethylammonium atmosphere. The aging reaction of argon gasification and water release into the flask. Then slowly drop 40 Ϊ into it and make it carry out 2-hydroxy-3-[(2-hydroxyethyl) [2-[(1-gasododecyl) amino] ethyl with the following chemical formula 】 Amino] propyl-N, N, N. Trimethylammonium carboxide 35 3: Aqueous solution:
CH3 i© Θ N -CH3 Cl OH CH3 (請先閲讀背面之注意事項再唭寫本頁) k: -線. 經濟部中央標準局員工消費合作社印製 例9 眯唑MUh会物的揪t# ·. 除了以肉豆蔻酸做為起始脂肪酸之外,以與例8相同 41 本紙張尺度適用中國國家標準(CNS)甲4規格(210x297公楚·) 212200 A6 B6 五、發明説明(厶〇) 的方式來製得卜羥乙基-2-十三基眯唑 四纽仆.反應: 除了使用上述的卜羥乙基-2-十三基眯唑來做為起 始眯唑4之外•在參考例1中相同的條件下進行反應.而 可獲得具有下列化學式之2-羥基- 3-[(2-羥乙基)[2-【U-氣代十四基)氨基]乙基】氨基】丙基- Ν,Ν,Ν -三甲銨氣化物 35 3;的水溶液: H CH3 I I© © (請先w讀背面之注意事項再填寫本贾) 經濟部中央標準局員工消費合作社印製 例1 Ο 脒睥化会物的形成: 除了以椰子脂肪酸做為起始脂肪酸之外,以與例8相 同的方式來製得1-羥乙基-2-椰子基咪唑^^ 四猓化砭蠹: 除了使用上述的1-羥乙基-2-椰子基眯唑#來做為起 始味唑•坏之外,以與例8相同的條件下進行反應,而可獲 得具有下列化學式之化合物3 5 3;的水溶液: CH3 I © © N -CHa ClI CH3CH3 i © Θ N -CH3 Cl OH CH3 (please read the precautions on the back before writing this page) k: -line. Printed example 9 of the Employee Consumer Cooperative of the Central Bureau of Standards of the Ministry of Economic Affairs 9 ·. Except that myristic acid is used as the starting fatty acid, the same as in Example 8 41. The paper size is applicable to the Chinese National Standard (CNS) A4 specifications (210x297 Gongchu ·) 212200 A6 B6 V. Description of invention (厶 〇 ) Method to prepare hydroxyethyl-2-tridecyl quinazoline tetrazolium. Reaction: In addition to using the above hydroxyethyl-2-tridecyl quinazolium as the starting anisole 4 • The reaction was carried out under the same conditions as in Reference Example 1. 2-Hydroxy-3-[(2-hydroxyethyl) [2- [U-aminotetradecyl) amino] ethyl with the following chemical formula was obtained 】 Amino】 propyl-Ν, Ν, Ν-trimethylammonium gasification 35 3; aqueous solution: H CH3 II © © (please read the precautions on the back before filling in Benja) Printed by the Employee Consumer Cooperative of the Central Bureau of Standards of the Ministry of Economic Affairs Preparation Example 1 Ο Formation of amidine compound: 1-hydroxyethyl-2-coconut was prepared in the same manner as Example 8 except that coconut fatty acid was used as the starting fatty acid Imidazole ^^ Tetrahybrid bitter bite: In addition to the use of the above 1-hydroxyethyl-2-coconut benzoxazole # as the starting odorazole • bad, the reaction was carried out under the same conditions as in Example 8, and An aqueous solution of compound 3 5 3; with the following chemical formula is available: CH3 I © © N -CHa ClI CH3
.訂 •線.. Order • Line.
本紙張尺度適用中國國家標準(CNS)甲4規格(210x297公釐) 經濟部中央標準局員工消費合作社印製 A6213200_ B6_ 五,發明説明七1 ) 其中的RC0-像代表椰子脂肪酸的殘基。 例1 1 眯盹丨)会物的形成: 在與例8相同的反應條件下製得卜羥乙基-2-十一基 眯唑、林的眯唑、沐化合物。 四纽彳h砭應:_ 然後將以上述的方法所製造之卜羥乙基-2-十一基眯 眯脞4^2 68克(1莫耳)和22的氳氣化納水溶液18克置入一健 體積為二升的四頸燒瓶中,並配備有一傾攪拌器、冷凝器 、溫度計和滴液漏斗。在攪拌的情況下,將溫度升高至80 •C,並將此燒瓶維持在此溫度下逹二小時。然後同時再將 2 5 0克的乙醇和2 5 0克的水加入燒瓶中。當溫度再度升高至 80t!時,將5〇 S:的N-(3-氛基-2-羥丙基)-N-羥乙基-Ν,Ν--二甲銨氦化物(分子量:218)之水溶液436克在一小時内 滴入燒瓶中•而此氛化物傜由92.5克的表氣醇(分子童為 92.5克,1莫耳)、35 3;的鹽酸水溶液104克(分子量為 36.5克,1莫耳)和150克經離子交換過的水所製備的。 然後在三小時内將40 χ的氫氣化鈉水溶液100克滴入燒瓶 中,並且此産物需經過八小時的老化。 由以上之步驟可製出如下列化學式之2 -羥基- 3- [(2-羥乙基M2[(l-氣代十二基)氨基]乙基】-氨基】丙基-Ν-羥 乙基-Ν,Η-二甲銨氣化物的水溶液,湊度為35 Ϊ : (請先閲讀背面之注意事項再嗔寫本頁) ,览· _訂_ .線. 本紙張尺度適用中國國家標準(CNS)甲4規格(210X297公釐) 212200 A6 B6 A.、發明説明(42 )This paper scale is applicable to China National Standard (CNS) Grade A (210x297 mm) printed by the Employee Consumer Cooperative of the Central Bureau of Standards of the Ministry of Economic Affairs. A6213200_ B6_ V. Description of Invention 7 1) The RC0-like represents the residue of coconut fatty acids. Example 1 1 Squint 丨) Formation of meeting matter: Under the same reaction conditions as in Example 8, hydroxyethyl-2-undecyl myrazole, Lin's myrazole, and mu compounds were prepared. Four Newtons should: _ Then the hydroxyethyl-2-undecyl squint produced by the above method was 4 ^ 2 68 g (1 mol) and 22 g of vaporized sodium hydroxide aqueous solution 18 g Placed in a four-neck flask with a volume of two liters, and equipped with a tilting stirrer, condenser, thermometer and dropping funnel. With stirring, raise the temperature to 80 ° C and maintain the flask at this temperature for two hours. Then add 250 grams of ethanol and 250 grams of water to the flask at the same time. When the temperature rises again to 80t !, 50S: N- (3-Amino-2-hydroxypropyl) -N-hydroxyethyl-N, N-dimethylammonium helium compound (molecular weight: 218) of 436 grams of aqueous solution was dropped into the flask within one hour. The volatile compound was composed of 92.5 grams of epigas alcohol (molecular child 92.5 grams, 1 mole), 35 3; hydrochloric acid aqueous solution 104 grams (molecular weight is 36.5 g, 1 mol) and 150 g of ion-exchanged water. Then, 100 grams of 40 χ sodium hydroxide aqueous solution was dropped into the flask within three hours, and the product had to be aged for eight hours. From the above steps, 2-hydroxy-3-[(2-hydroxyethyl M2 [(1-hydroxydodecyl) amino] ethyl] -amino] propyl-N-hydroxyethyl Aqueous-Ν, Η-dimethylammonium oxide solution in water, with a degree of 35 Ϊ: (please read the precautions on the back before writing this page), browse · _ 定 _. 线. This paper size applies to Chinese national standards (CNS) A 4 specifications (210X297mm) 212200 A6 B6 A., Description of invention (42)
OH Γθ θ κ -ch3 Cl 例1 2 關於下列的四级銨鹽陽離子性界面活性劑和比較用之 界面活性劑的起泡性質、對皮虜的剌檄性、清潔能力和抗 硬水度皆將以下面所述的测試方法加以測試。 其測試結果列於表二。 <所使用之界面活性劑> 本發明的界面活性劑1:OH Γθ θ κ -ch3 Cl Example 1 2 About the following quaternary ammonium salt cationic surfactants and comparative surfactants, the foaming properties, the resistance to the skin, the cleaning ability and the resistance to hard water are all Test with the test method described below. The test results are listed in Table 2. < Surfactant used > Surfactant 1 of the present invention:
C,3HC, 3H
ch3 I© Θ Ν —CH3 C1 (請先閱讀背面之注意事項再填寫本頁) •訂· 本發明的界面活性劑2 Η 經濟部中央標準局員工消費合作社印製 ch2〇h I© * Θ •線. C j 3 Η 2 1 οch3 I © Θ Ν—CH3 C1 (please read the precautions on the back before filling in this page) • Ordering • Surfactant of the invention 2 Η Printed ch2〇h I © * Θ by the Employee Consumer Cooperative of the Central Bureau of Standards of the Ministry of Economic Affairs线. C j 3 Η 2 1 ο
-CHti Cl OH CHa kk 本紙張尺度適用中國國家標準(CNS)甲4規格(210x297公釐) 212200 A6 B6 經濟部中央標準局員工消费合作社印製 Λ、發明説明(43) 比較用之界面活性劑1 : H-月桂醒基-H-甲基-/3 -氛基丙酸納 比較用之界面活性劑2 : 三乙醇肢硫酸月桂酯(T r i e t h a η ο 1 a i n e 1 a u r y 1 s u 1 f a t e ) 比較用之界面活性劑3 : 氣化十六基三甲敍(Cetyltrieethyla^iionieB chlorid) <測試方法> 以與評估法相同的方式來進行起泡性質、對皮嫌剌撖 性及清潔能力的澜試。 泡沫的品質僳依下面的標準來加以評估: 〇 :含乳霜的 △:稍感粗糙的 X :粗糙的 抗硬水度測試: > 將氣化鈣加人0.U的界面活性薄I水溶液中,使其硬度 調整為10(T Dl在室溫下以肉眼觀察此水溶液的外觀。 〇:獲得透明的溶液 X :溶液中含有沅澱物或絮凝物 潤滑性質: 將20 X界面活性劑的活性成份之水溶液1克使用於一 束重量為20克的日本女性受試者的頭髮上。在起泡之後, 以40¾的水予以沖洗,並以吹風機吹乾,而潤滑的效果則 由五位職業的評審委員來加以評估。 〇 :優良的潤滑效果 (請先閑讀背面之注意事項再填寫本頁) .菸. .訂· •綠· _._ A5 本紙張尺度適用中國國家標準(CNS)甲4規格(210x297公釐) 212200 A6 B6 五、發明説明(-CHti Cl OH CHa kk This paper scale is applicable to the Chinese National Standard (CNS) A4 specifications (210x297 mm) 212200 A6 B6 Printed Λ, invention description by the employee consumer cooperative of the Central Standards Bureau of the Ministry of Economic Affairs (43) Comparative surfactant 1: Surfactant for comparison of H-laurelyl-H-methyl- / 3-naphthylpropionate 2: Comparison of lauryl triethanolate (T rietha η ο 1 aine 1 aury 1 su 1 fate) Surfactant 3 used: Cetyltrieethyla ^ iionieB chloride (Cetyltrieethyla ^ iionieB chlorid) < Test method > In the same way as the evaluation method, the foaming properties, skin irritability and cleaning ability are carried out in the same way as the evaluation method. test. The quality of the foam is evaluated according to the following criteria: ○: Creamy △: Slightly rough X: Rough hard water resistance test: > Addition of vaporized calcium to a 0.U interface active thin I aqueous solution In order to adjust the hardness to 10 (T Dl, the appearance of this aqueous solution was observed with the naked eye at room temperature. ○: Obtain a transparent solution X: The solution contains Yuandian or flocculent lubricating properties: 20X surfactant 1g of the aqueous solution of the active ingredient is used on the hair of a Japanese female subject weighing 20g. After foaming, rinse with 40¾ of water and blow dry with a hair dryer, and the lubricating effect is by five Occupational assessment committee to evaluate. ○: Excellent lubrication effect (please read the precautions on the back before filling out this page). Tobacco .. Order · • Green · _._ A5 This paper standard is applicable to China National Standards (CNS ) A4 specifications (210x297 mm) 212200 A6 B6 V. Description of invention (
足 不 έΗΚ. 1 Γ 1 嫌佳 稍不 果果 效效 潤潤 Δ X 2 表 本發明 比較例 1 2 1 2 〇 對皮慮剌激性 5 5 10 90 90 泡沫量(毫升) 165 165 85 165 40 泡沫品質 〇 〇 Δ X 〇 清潔率(%) 40 30 20 10 抗硬水度 〇 〇 X X 〇 潤滑效果 〇 〇 X X 〇 請先閱讀背面之注意事項再滇寫本頁) •寸:…: 力 能 泡 起 及 0K. 身 效 潔 。清 精的 髮好 洗當 之相 物有 成具 組精 列髮 下洗 含之 造得 3製所 TX 例 經濟部中央標準局員工消費合作社印製 檄 剌 的 徹。 輕澀 極乾 成髮 造頭 體髡 人感 對時 會洗 只沖 且和 並髮 ;洗 性在 水會 硬不 抗, 的時 良摸 優觸 > 物 成 組 < 釐 公 461297 X ο T1 2 /IV 格 規 4 甲 \1/ 5 CN 標 國 國 中 用 適 度 尺 張 紙 本 和在 .線* 212200 五,.、發明説明(45) A6 B6足 不 έΗΚ. 1 Γ 1 Very good, slightly unsatisfactory, moisturizing Δ X 2 Table 1 Comparative Example 1 2 1 2 〇Excitability to skin 5 5 10 90 90 Foam amount (ml) 165 165 85 165 40 Foam quality 〇〇Δ X 〇 Cleaning rate (%) 40 30 20 10 Hard water resistance 〇XX 〇 Lubrication effect 〇XX 〇 Please read the notes on the back before writing this page) • Inch:…: Power Bubbling and 0K. Body cleansing. Clean and fine hair should be washed, and the phases should be grouped, fine, hair, and hair washed, and it should be made. 3 cases of TX produced by the Ministry of Economy, Central Bureau of Standards, Employee and Consumer Cooperatives printed it. The light and astringent hair is made into hair, and the head body is washed when it feels right. It will wash only and concurrently; the washability will be hard in water, and it will be hard to resist. When the touch is good, the group of objects < Ligong 461297 X ο T1 2 / IV specification 4 A \ 1/5 CN Appropriate ruler paper and on-line. Standard line * 212200 V., Description of invention (45) A6 B6
OH CH3 月桂基二甲銨氣化物 十六基三甲銨氛化物 羧甲基纖維素《1 羥乙基餓維素“s 苯甲酸鈉 著色劑 香料 擰檬酸 水 PH值 15重量 3 2 適量 適量 適量足量使其總量 6.5 (請先M讀背面之注意事項再填寫本页) .浞· •訂· 經濟部中央標準局員工消費合作杜印製OH CH3 lauryl dimethyl ammonium vapor gas hexadecyl trimethyl ammonium oxychloride carboxymethyl cellulose "1 hydroxyethyl hung vitamin" s sodium benzoate colorant fragrance citric acid water PH value 15 weight 3 2 the right amount the right amount The total amount is 6.5 (please read the precautions on the back and then fill in this page). 浞 · • Order · Made by the Central Bureau of Economic Affairs of the Ministry of Economic Affairs, consumer cooperation cooperation
注意) *1:由 Da icel公司所生産的 No 1310 *2:由 Daicel公司所生産的 SE-850K 例1 4 製造含下列組成物之沐浴精。 所得之沐浴精具有相當好的清潔效果及起泡能力,並 且只會對人體造成棰輕撤的剌激。在以沐浴精洗澡之後, 使用者會凳得滑潤且很舒服。 47 本紙張尺度適用中國國家標準(CNS) V4規格(210X297公釐) 212200 A6 B6 4、發明説明(46) <組成物> Η I C · 3 Η ζ ΤΓ χ N 0Note) * 1: No 1310 produced by Da icel company * 2: SE-850K produced by Daicel company Example 1 4 Manufacture bath essence containing the following composition. The bath essence obtained has a very good cleaning effect and lathering ability, and it will only cause irritating stimulation to the human body. After taking a bath with shower gel, the user will have a smooth and comfortable stool. 47 This paper scale applies the Chinese National Standard (CNS) V4 specification (210X297 mm) 212200 A6 B6 4. Description of the invention (46) < Composition > Η I C · 3 Η ζ ΤΓ χ N 0
CH3 Ιθ θ N -CH, CL 月桂基二甲銨氣化物 聚氣乙烯(3)甲基葡糖成 丙三醇 蔗糖脂肪酸酯 methylparaben 著色劑 香料 檸檬酸 ^ 水 PH值 15重量% 3 5 5 1 0.3 適量 適量 適量 足量使其總 量連1002 (請先閱讀背面之注意事項再填寫本頁) 訂· 經濟部中央標準局員工消費合作杜印製 48 本紙張尺度適用中國國家標準(CNS)甲4規格(210x297公釐) 21^Q0修正 第80106500號專利案比較數據中文本 砍據引證文獻「界面活性劑的原理與應用」所記載之合成 方法,合成此化合物(以下稱引證文獻化合物) 0II CiiH23CNHC2 H4 NHCa H4 ch3 I Θ -N-CH3I CH3 ce 0CH3 Ιθ θ N -CH, CL Lauryl dimethyl ammonium gasification polyoxyethylene (3) methyl glucose into glycerol sucrose fatty acid ester methylparaben colorant flavor citric acid ^ water PH value 15% by weight 3 5 5 1 0.3 Appropriate amount Appropriate amount Appropriate amount is sufficient to make the total amount even 1002 (please read the precautions on the back before filling in this page) Order · Printed by the Ministry of Economic Affairs Central Bureau of Standards for Consumer Consumption 48 This paper standard is applicable to China National Standard (CNS) A 4 Specifications (210x297 mm) 21 ^ Q0 Amend the comparison data in Patent Case No. 80106500 According to the synthesis method described in the cited document "Principle and Application of Surfactant", this compound was synthesized (hereinafter referred to as the cited document compound) 0II CiiH23CNHC2 H4 NHCa H4 ch3 I Θ -N-CH3I CH3 ce 0
OH H CUH2SCNC2H4NC2H4NH2 C11H23COOH λ + ----^ + NH2C2H41iIC2H4NH2 蒸猶 〆 yNCH2 Η C 11H23C, I 2 Ν C Η2 C2H4NH2 N aOH (cat) 於配備有攪拌機,溫度計,冷却管之1升的四頸燒瓶中, 混合200克(1 mol)月桂酸,652克(6.3 mol)二乙撐三胺 ,並於180 t:下《拌18小時。於減壓下皤去過剩的三胺, 藉由蒸餾取得化合物1與化合物2之混合物。蒸餾分沸點 236〜273t/0.4mBiHg。其次於配備有播拌機,溫度計, 迴流冷却管之500 m丨的四頸燒瓶中,加入200克(相當 0.7 mol)蒸餾蹓分,42克水,1克氫氣化鈉,100克異丙 醇,並於80=10下搜拌1小時,進行咪唑啉化合物2之水解 (生成物為化合物L)。反應之终了為以IR中來自咪唑琳 OH H CllH23CNC2H4lSiC2H4NH2OH H CUH2SCNC2H4NC2H4NH2 C11H23COOH λ + ---- ^ + NH2C2H41iIC2H4NH2 steamed NCH2 HC 11H23C, I 2 Ν C Η2 C2H4NH2 N aOH (cat) in a flask equipped with a stirrer, thermometer, cooling tube, 1 liter Mix 200 g (1 mol) of lauric acid and 652 g (6.3 mol) of diethylenetriamine, and mix at 180 t for 18 hours. The excess triamine was removed under reduced pressure, and a mixture of compound 1 and compound 2 was obtained by distillation. Distillation boiling point 236 ~ 273t / 0.4mBiHg. Next, in a 500 m four-necked flask equipped with a seed mixer, thermometer, and reflux cooling tube, add 200 g (equivalent to 0.7 mol) of distilled water, 42 g of water, 1 g of sodium hydroxide, and 100 g of isopropanol , And stirred at 80 = 10 for 1 hour to hydrolyze the imidazoline compound 2 (the product is compound L). The end of the reaction is based on IR from Mizoline OH H CllH23CNC2H4lSiC2H4NH2
3 CH3C 1 —-> 四級化 引證文獻化合物 212200 C = N之近1 600cm- 1吸收為移動至來自醯胺C = 0之1 640cib-之事實所確認。 将上述反應溶液(化合物1為相當0.7 mol ) ,:151. 5克( 2. lniol)甲基氯裝入1升之壓熱器中,於80¾加熱,並將 11 7 m 1 ( 1 . 4 m ο 1 )之4 8 S!氫氣化納水溶液歴2小時壓入後,於 80 t攪拌5小時。反應終了後,冷却並濾過析出之氛化納 ,收集過濾液,減®濃縮,而得引證文獻化合物。 於下表中示出性能比較結果。方法同於本案說明窨之表2。 本發明 引證文獻 化合物 1 2 對皮虜刺激性 5 5 90 泡沫量(毫升) 165 165 50 泡沫品質 0 0 0 清潔率(96 ) 40 30 10 抗硬水度 0 0 0 潤滑效果 0 0 0 ---.-φντ ί. Q t ^2^82. 4 2^-1 29 CH3-CH2-CH2-OH2-CH2-CH2-CHYCH2-CH2-CH2-CH2-c-z-CHZ-CH2-2HICin2-c3:-CH2-2* (CH3> 14 23 32 〃 』25¾【73 一 含 二7 53 S67 s - CH2-ci c 14 ΰ 323 CH3C 1 —-> Quaternization Cited literature compound 212200 C = N near 1 600cm-1 absorption is confirmed by the fact that it moves to 1 640cib- from amide C = 0. The above reaction solution (compound 1 is equivalent to 0.7 mol): 151.5 g (2.1 lniol) methyl chloride was charged into a 1 liter autoclave, heated at 80¾, and 11 7 m 1 (1.4 m ο 1) of 4 8 S! Hydrogenated sodium hydroxide solution was pressed in for 2 hours and stirred at 80 t for 5 hours. After the end of the reaction, cool and filter the precipitated sodium oxychloride, collect the filtrate, minus ® concentration, and obtain the cited literature compounds. The performance comparison results are shown in the table below. The method is the same as Table 2 in this case. Citation Document of the Invention Compound 1 2 is irritating to skin 5 5 90 Foam amount (ml) 165 165 50 Foam quality 0 0 0 Cleaning rate (96) 40 30 10 Hard water resistance 0 0 0 Lubricating effect 0 0 0 --- .-φντ ί. Q t ^ 2 ^ 82. 4 2 ^ -1 29 CH3-CH2-CH2-OH2-CH2-CH2-CHYCH2-CH2-CH2-CH2-cz-CHZ-CH2-2HICin2-c3: -CH2 -2 * (CH3 > 14 23 32 〃 』25¾ [73 one with two 7 53 S67 s-CH2-ci c 14 ΰ 32
0 II o'r 29 .25is?i73 Iδs CH2-CI 51 Ξ 59 £ s 54 o=YOSI05IOS.OSIOS.03<OX^OIVOX^S^.OIZIO^^OS.Z^OrMio?ox5* ^ σ> J4 ΰis ¾ 0一一 39 s0 II o'r 29 .25is? I73 Iδs CH2-CI 51 Ξ 59 £ s 54 o = YOSI05IOS.OSIOS.03 < OX ^ OIVOX ^ S ^ .OIZIO ^^ OS.Z ^ OrMio? Ox5 * ^ σ > J4 ΰis ¾ 0 one one 39 s
OH I Ξ 64 s cmrciH s 60 54 CS3-C H2-C H*fc H2-C HVCH2-C H2-C H2IC H2-C H2-C H2-C-2 H-C H2-C H2-N-C H 2—c H-C H 2-NM c H3 > 3 (a> 0OH I Ξ 64 s cmrciH s 60 54 CS3-C H2-C H * fc H2-C HVCH2-C H2-C H2IC H2-C H2-C H2-C-2 HC H2-C H2-NC H 2—c HC H 2-NM c H3 > 3 (a > 0
OH 2 212200 29 51 61OH 2 212200 29 51 61
CHS-CH2-0H2-CH2-CH2-CH2-CH2-CH2-CH2-CH2-CH2-CH2-CH2-C-N-CH2-CH2-2H-CH2-CH-CH2-N* {CH3> 3 14 23 32 , ' 25 33 173 1 ft 47 532¾s - CHZ-CI -c. 14- 2SW« O -CHS-CH2-0H2-CH2-CH2-CH2-CH2-CH2-CH2-CH2-CH2-CH2-CH2-CN-CH2-CH2-2H-CH2-CH-CH2-N * {CH3 > 3 14 23 32, '25 33 173 1 ft 47 532¾s-CHZ-CI -c. 14- 2SW «O-
OH ¾ 25isS3 l±s CH2-CH20H 51 2 592:¾ 54 C H3-C H2-CH2-0 H2-C H2-C H2-C H2-C H2-C H2-C H 2-QH2-C H2-C Hz-C-M—C H2-C H2-2+C H2-C H-C H2-Z+ (c H3) 3 (b) 29 7 23isOH ¾ 25isS3 l ± s CH2-CH20H 51 2 592: ¾ 54 C H3-C H2-CH2-0 H2-C H2-C H2-C H2-C H2-C H2-C H 2-QH2-C H2- C Hz-CM—C H2-C H2-2 + C H2-C HC H2-Z + (c H3) 3 (b) 29 7 23is
0 II 25 3二74 39 s0 II 25 3 2 74 39 s
OH 54 CH3-CH2icH2-cn2nIi2-CH2-CH2-CH2-CH2-CH2-CH2-CH2-CH2-c-2H-CH2-CH2-N-CH2-CH-ca:2-z- (CHJ> 3 -ffl οOH 54 CH3-CH2icH2-cn2nIi2-CH2-CH2-CH2-CH2-CH2-CH2-CH2-CH2-c-2H-CH2-CH2-N-CH2-CH-ca: 2-z- (CHJ> 3 -ffl ο
OH 崦J: 2 212200 CH3-cn2-CH2-CH2-CH2-CH2~CH2-CH2-CH2-CH2-CH2-CH2<CH2-CH2-CH2-?rv-CH2-CH2-2;H-CH2-CH-CH2-2:,(CH3) 3 Η Bv»2 · 、25 33 175 1¾ 47 53 64 67 54---M ~^ Cm-QSOH 29 51 «) 14 23¾ 29OH Kai J: 2 212200 CH3-cn2-CH2-CH2-CH2-CH2 ~ CH2-CH2-CH2-CH2-CH2-CH2 < CH2-CH2-CH2-? Rv-CH2-CH2-2; H-CH2-CH -CH2-2 :, (CH3) 3 Η Bv »2 ·, 25 33 175 1¾ 47 53 64 67 54 --- M ~ ^ Cm-QSOH 29 51«) 14 23¾ 29
OO
OS 25 33 i73 ~ 44 s CH2-CH20H 51 2 59 W 67 54 CH3-CH2-CK2-CH2-CH2-CH2-CH2-CH2-CH2-CH2-CH2-CH2-s2-ctc2~ca:2-c-M-CH2-CH2-2:f CH2-CH-CH2-2* (CH3> 3 (b) 14 23W2 B.OS 25 33 i73 ~ 44 s CH2-CH20H 51 2 59 W 67 54 CH3-CH2-CK2-CH2-CH2-CH2-CH2-CH2-CH2-CH2-CH2-CH2-s2-ctc2 ~ ca: 2-cM- CH2-CH2-2: f CH2-CH-CH2-2 * (CH3> 3 (b) 14 23W2 B.
OIIOII
OH 29OH 29
οII 39 60 15? 64 s CH2—-0H20H 5B sοII 39 60 15? 64 s CH2—-0H20H 5B s
OH 2 2 212200OH 2 2 212200
(c> 0IIC H3-0H2-CH2-C H2_c H2-C H2-C H2-C H2-C Hvc H2-C H2-C-Z1C H2-C H2-C H2-2H-C H2-C H2-CK2-2* (C H3> 3 J4- 23 32 ” ‘ 25 s .Is IS521 46 47s¾s -^ CH2-CH2-C5 29 49 22 U ?23u>2 ¾ 25 33 175 I*s53 CH2-CH2-CH5 ¾n 11 53 24¾ 54 C H3-C H2-C H2-C H2-C H26H26H2-C H2-C Hvc H2IC H2-C-N-C m-C H2-C H2-Z-+-CHZ-C H2-C H2-N* (C H3> 3 (b> 14-κ32 29 Ο ¾27 53 M3 s 67 CH2 丨 CH2-CH3 56ΰc 54 to C5-C H2-CH2-C H2-C H2-C H2-C H2-C H2-C H2-C H2-C H2-C-ZH-C sc H2-C H2-N-C H2-C: H2-C X2-N* (C Η》)3(c > 0IIC H3-0H2-CH2-C H2_c H2-C H2-C H2-C H2-C Hvc H2-C H2-C-Z1C H2-C H2-C H2-2H-C H2-C H2-CK2 -2 * (C H3 > 3 J4- 23 32 ”'25 s .Is IS521 46 47s¾s-^ CH2-CH2-C5 29 49 22 U? 23u > 2 ¾ 25 33 175 I * s53 CH2-CH2-CH5 ¾n 11 53 24¾ 54 C H3-C H2-C H2-C H2-C H26H26H2-C H2-C Hvc H2IC H2-CNC mC H2-C H2-Z-+-CHZ-C H2-C H2-N * (C H3 > 3 (b > 14-κ32 29 Ο ¾27 53 M3 s 67 CH2 丨 CH2-CH3 56ΰc 54 to C5-C H2-CH2-C H2-C H2-C H2-C H2-C H2-C H2-C H2 -C H2-C-ZH-C sc H2-C H2-NC H2-C: H2-C X2-N * (C Η》) 3
Claims (1)
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP22219490 | 1990-08-23 | ||
JP27486090A JP2883434B2 (en) | 1990-10-12 | 1990-10-12 | Detergent composition |
JP19645991A JP3178863B2 (en) | 1990-08-23 | 1991-08-06 | Novel cationic compound, method for producing the same, and surfactant comprising the compound |
Publications (1)
Publication Number | Publication Date |
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TW212200B true TW212200B (en) | 1993-09-01 |
Family
ID=51357066
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
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TW80106500A TW212200B (en) | 1990-08-23 | 1991-08-16 |
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TW (1) | TW212200B (en) |
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1991
- 1991-08-16 TW TW80106500A patent/TW212200B/zh active
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