TW322468B - - Google Patents

Description

Printed 322468 A1 B7 by the Employee Consumer Cooperative of the Central Standardization Bureau of the Ministry of Economy V. Description of the invention (1) Iridium aiming at the back of the long jaw city This invention is related to a novel glycine derivative, with low skin irritation and high Foaming power, its manufacturing method and detergent composition containing the glycine derivative Furthermore, the present invention relates to other glycine derivatives which can be used as intermediates for the synthesis of the above glycine derivatives, and themselves can also be used as cleaning agents, methods for producing the same and derivatives containing the same The cleaner compound of the thing. Furthermore, the present invention relates to a method for washing skin or hair with this cleanser composition, that is, a method for using a cleanser composition. The cleaning agent composition of the present invention exhibits excellent foaming properties * without slippery and sticky properties, and exhibits excellent foam breaking properties during wetting, has little irritation to skin and storage The spike is very qualitative.搿 阴 # Sundial In recent years, it has been necessary to minimize the impact of surfactants as cleaning agents in the environment. In other words * surfactants have excellent biodegradability and safety, and are increasingly necessary to reduce irritation to the skin and eyes. Various surfactants have been developed, such as acetylated amino acids, porazoline surfactants, alkyl phosphate salts, betaine surfactants and polysaccharide surfactants, and are applied as interfaces that meet these requirements Active agent. Although these surfactants are excellent in environmental protection and safety, their foaming power and detergency are generally not satisfactory. Therefore, surfactants are often used in shampoos, bath soaps, dishwashing liquids, etc., which are still anionic surfactants, such as higher grade fatty acid salts (soaps), alkyl sulfates (AS), Poly-4- This paper scale is applicable to the Chinese National Standard (CNS) A4 specification (210X297mm) (please read the precautions on the back before filling out this page). Printed by 322468 A7 _B7____ 5. Description of the invention (2) Oxyethylene alkyl ether sulfates (ES) and sulfonated alkyl vinegars, and the above surfactants are only used as auxiliary agents. When K soap is a skin care detergent, soap scum (calcium salt of high-grade fatty acid) is formed and adheres to the skin during moisturizing, so the smoothness of the skin surface is significantly reduced, resulting in squeaking sound and hardness. When alkyl sulfate or sulfonic acid alkyl ester is used as a leather cleaner, its foam breaking property is not good and causes uncomfortable problems such as slip and stickiness, but it does not cause squeaking and hard feeling . Therefore, various adjuvants, such as oils (such as higher alcohols) and auxiliary rib cleansers, are included in the cleansing compound, such as shampoo, shower gel and dishwashing liquid. However, the application of such adjuvants will lead to the degradation of detergency, foaming power, comfort in use, etc. There are various restrictions on the types and amounts of such adjuvants that can be used. Therefore > it is difficult to obtain detergents with satisfactory performance. Under these circumstances, the introduction of detergent cleaner compounds containing amide imino divalent acid type anionic surfactants [see Japanese Patent-A Nos. 54-30207 (published on March 6, 1979), 5-117139 (published on March 14, 1993) and 6-80987 (published on March 22, 1994)]. Although these cleaners have improved detergency, foam strength, and comfort when compared with previous techniques, they still have shortcomings in storage stability. Especially at low temperatures * because they are The imino divalent acid type anionic surfactant is a derivative of imino diacetic acid. Therefore, there is a great need in the art to develop surfactants that are excellent in environmental protection and safety, and can have a high foaming power and detergency, and are extremely comfortable to use and can be used for various purposes. There is also a need for surfactants that can be used to store qualitative spikes when used as a detergent component. The size of this paper is applicable to China National Standard (CNS) Α4 specification (210Χ 297mm) --------- ί Packing ------ order ------ ~ ^-(please read the back first (Notes to fill out this page) A7 B7 printed by the Employees Consumer Cooperative of the Central Bureau of Standards of the Ministry of Economy V. Description of the invention (5) Min Minghui Therefore, an object of the present invention is to propose a novel surfactant. Another object of the present invention is to propose a surfactant with excellent environmental protection, safety, detergency, foaming power and comfortableness, which can be applied for various purposes and can be used as hair, body and Cleaner for tableware. Another object of the present invention is to propose a novel manufacturing method of such a surfactant. Another object of the present invention is to propose a novel intermediate that can prepare this surfactant. Another object of the present invention is to provide a novel method of making this intermediate. Another object of the present invention is to propose a novel compound containing this surfactant. The purpose of the present invention is to propose a novel composition containing this surfactant, which can provide excellent foaming and qualitative foaming, no squeakiness and firmness, and can foam excellent foams during moisturizing. Breakability, reduced irritability and good storage stability at low temperatures. Another object of the present invention is to propose a new method for washing skin or hair with this sister compound. Another object is to propose a novel method of using this composition to wash skin or hair. These and other objectives will be very clear in the detailed description of M, and can be accomplished by the inventor of the present invention, that is, each has two amide surfactants derived from the hydrophilic group of glycine, which is environmentally friendly and safe Excellent in performance, with high foaming power and detergency, and excellent comfort in use, and can be applied to this paper scale. Applicable to China National Standard (CNS) Α4 specification (210Χ297mm) II II II 1 -Subscribe ~~ ^. ^-(Please read the precautions on the back before filling in this page) V. Invention description (4) A7 B7 For various purposes. Furthermore, these and other objects can be achieved by the findings of the present inventors, that is, containing an amide surfactant with two hydrophilic groups derived from glycine, and a specific sugar surfactant > a specific ether type acetic acid interface Active agent, or a specific fatty acid amide derivative, the detergent composition is excellent in foaming power and foam characterization, without squeaking and firmness. Excellent foam breakage during moisturizing Sexuality, irritation is reduced and low-temperature storage spikes have good characterization. Therefore, the present invention proposes glycine derivatives of the following formulas (1) to (4): R, 1 / CCMh ⑴, γ 丫 Ο CNC Ο 2 Μ] (2), (please read the notes on the back first (Fill in this page again)

C Ο 2 Μ 2ΗΝ ^ C〇2M (3) and the Ministry of Economic Affairs Central Standards Bureau employee consumption cooperation du printing ΗΝ

CNC〇2M, (4) where R is a straight or branched alkyl group with 11 to 13 carbon atoms. 11 to 13 of this paper scale are applicable to the Chinese National Standard (CNS) A4 specification (210X297 mm). Employee consumption cooperation Du Printed 322468 at _ B7 V. Description of invention (5) A straight line or branched alkenyl group of carbon atoms, a straight line or branched control group with 11 to 13 carbon atoms' and Μι and Mz may be the same or Different from each other, they are independently hydrogen atom, alkali gold atom, 1/2 (alkaline earth metal atom), ammonium group, monoalkanol ammonium group with 1 to 22 carbon atoms, and dialkyl alcohol with 2 to 22 carbon atoms in total Saddle group, a trialkylammonium group with a total of 3 to 22 carbon atoms, or a protonated basic amino acid. Therefore, the present invention proposes: i) a method for producing the glycine derivative of the above formula (1). This method includes hydrolyzing the fluorine group of the glycine derivative of the above formula (2), and performing salt exchange if necessary; ii ) A method for producing the glycine derivative of the above formula (1), which includes the glycine derivative of the formula (3) and the acyl chloride of the formula: RC0C1 (where R is as defined above) (6), Re-salt exchange if necessary; iii) A method for producing the glycine acid derivative of the above formula (1), this method includes the reaction formula: (where Mi is as defined above) (5) the glycine acid or salt thereof .And acrylonitrile; iv) The method of producing the glycine derivative of the above formula (1), this method includes the reaction formula: (where h is as defined above). (5) The representative glycine or its salt and propylene Nitrile to form the glycine derivative represented by formula (4), and the glycine derivative represented by formula (4) and the acetyl chloride of formula: RC0C1 (where R is as defined above) (6), depending on the location Salt exchange is required again; v) The method for producing the glycine acid derivative of the above formula (1), this method includes the reaction formula: (where L is as defined above) (5) the glycine acid or its salt represented by Acrylonitrile, M forms the glycine derivative represented by formula (4) 'and hydrolyzed fluoro group of the glycine derivative (4), subject to salt exchange if necessary -8-This paper scale is subject to China's national standard rate (CNS) A4 specification (210X 297 mm) 11II | ~ Yiyi II nn order 1111 — ~ 1¾-(please read the precautions on the back side and then fill in this page) V. Invention description (6) A7 B7 Central Ministry of Economic Affairs Bureau of Standards *: Printed by the Industrial and Consumer Cooperatives vi) Method for producing the above formula (1) glycine derivatives' This method includes the reaction formula: (where L is as defined above) (5) Glycine or its representative Salt and acrylonitrile to form the glycine derivative represented by formula U), the glycine derivative represented by reaction formula (4) and the formula: RC0C1 (where R is as defined above) (6), the acetyl chloride, Salt exchange as needed to generate the glycine derivative represented by formula (2), and hydrolyze the fluorine group of the glycine derivative represented by formula (2), then perform salt exchange as needed; A method of the glycine acid derivative of formula (1), this method includes the reaction formula: glycine acid represented by Η 2 N COdi (where L is as defined above) (5) or With acrylonitrile, K forms the glycine derivative represented by formula (4) 'hydrolyzes the cyano group of the glycine derivative represented by formula (4) > salt exchange is performed as needed, K generates formula (3) Representative Glycine Derivatives, and Reaction Formula (3) Representative Glycine Derivatives and Formula: RC0C1 (where R is as defined above) Acyl chloride of (6), salt exchange if necessary; ) A method for producing the formula (1) glycine derivative, which method includes using the glycine derivative represented by formula (2); and ix) a method for producing the formula (1) glycine derivative, this method Including the use of glycine derivatives represented by formula (4). Furthermore, the present invention proposes: i) a method for producing a glycine derivative of formula (2), which includes the reaction formula U) a glycine derivative and the formula: RC0C1 (where R is as defined above) (6) Representative salted chloride, then salt exchange; ii) The method of producing the formula (2) Glycine derivative, this method includes the reaction -9- This paper scale is applicable to the Chinese National Standard (CNS) A4 specification (210X297 () (Please read the precautions on the back before filling in this page) Pack. Order A7 322468 B7 _ 5. Description of the invention (7): (where L is as defined above) (5) Glycine or its salt represented And propylene surplus; iii) a method for producing a formula (2) a glycine derivative 'This method includes a reaction formula (where L is as defined above) (5) a glycine acid or salt thereof and an acrylonitrile M generation formula (4) Glycine derivatives and formula (4) Glycine derivatives and formula: RC0C1 (where R is as defined above) (6) Acyl chloride represented ) A method for producing a glycine derivative of formula (2). This method includes using the glycine derivative represented by formula (4). Furthermore, the present invention proposes: i) a method for producing a glycine derivative of formula (3). This method includes hydrolyzing the cyano group of the glycine derivative represented by formula (4), and performing salt exchange as needed; ii) A method for producing a formula (3) glycine derivative, which includes a reaction formula: (where h is as defined above) (5) a representative glycine or salt thereof and acrylonitrile; iii) a production formula (3) A method of glycine derivatives, this method includes the reaction formula: H2H \ / C02Mi (where h is as defined above) (5) Glycine or its salt represented by acrylonitrile K is represented by formula (4) Glycine derivative and hydrolyze the cyano group of the glycine derivative represented by formula (4), subject to salt exchange; and iv) a method for producing the glycine derivative of formula (3), this method Including the use of glycine derivatives represented by formula (4). In addition, the present invention proposes a method for producing a glycine derivative represented by formula (4), which includes a reaction formula: (where 1 ^ is as above-10-this & Zhang scale is applicable; National Standard (CNS ) A4 specification (210X297 public) " --------- ί outfit ------ order ------ ί "-(Please read the notes on the back first and then fill in this page ) Printed by the Employees and Consumers Cooperative of the Central Bureau of Standards of the Ministry of Economic Affairs A7 B7 Printed by the Employees and Consumers Cooperative of the Bureau of Central Standards of the Ministry of Economics V. Description of Invention (8) Definition) (5) Glycine or its salt and acrylonitrile represented. The present invention also proposes: 1) a detergent composition containing the glycine derivative% U represented by formula (1)) a detergent combination * containing the glycine derivative represented by formula (1) and Formula: (where R1 is a straight or branched alkyl group with S to 18 carbon atoms, a straight or branched alkenyl group with 8 to 18 carbon atoms, or a straight or branched alkyl group with 8 to W carbon atoms Substituted phenyl, R 2 is an alkylene group of 2 to 4 carbon atoms, G is a residue of a cannose derived from 5 to 6 carbon atoms * m is a number from 0 to 10, and η is 1 to Number 10) (7) sugar surfactant; out) a detergent composition containing the glycine derivative represented by formula (1), and the formula: RS-Z-aHaCHzOh-CHaCOzXi where R3 is 5 to 21 A straight or branched alkyl group of 5 carbon atoms, or a straight or branched alkenyl group of 5 to 21 carbon atoms "Z is a formula -0-based drawing, or a formula: -C0NH- radical, X is a hydrogen atom, a base Metal atom, 1/2 (alkaline earth gold atom), ammonium group, monoalkanol ammonium group with 1 to 22® carbon atoms, dialkanol ammonium group with 2 to 22 carbon atoms in total * 3 to 22 carbon atoms in total The third group of alcohol ammonium groups, or protonated basic amines Acid, and 1 is the number 2 to 15) (8) represented by the _ type acetic acid surfactant; iv)-a detergent compound, which contains the glycine derivative represented by formula (1), and the formula: R4 -C0-N-RB (where R4 is a straight OR of 7 to 21 carbon atoms

IR® branched alkyl group, and "and !? * 3 may be the same or different from each other, and each independently is a hydrogen atom > an alkyl group of 1 to 3 carbon atoms, a hydroxy group of 1 to 3 carbon atoms-11- This paper scale is applicable to the Chinese National Standard (CNS) A4 specification (210X297mm) (Please read the notes on the back of the cabinet before filling out this page) _ Printed by the Staff Consumer Cooperative of the Central Standards Bureau of the Ministry of Economic Affairs

322468 A7 ____B7 _V. Description of the invention (9) Base or formula:-(C2H40) kH (where k is the number 2 to 4) (4) The base nursery represented by (4)) (9) The fatty acid acylamine derivative represented by; and v ) — A detergent compound containing glycine derivatives represented by formula (2). In the detergent composition according to the present invention, K having a value of 4 to 6.5 is preferred. Furthermore, the present invention proposes a method for washing skin or hair. This method includes contacting skin or hair with the above-mentioned detergent composition of the present invention, K and the use of the above-mentioned detergent composition of the present invention for washing skin or hair. method. When referring to the following detailed description with reference to the drawings, the present invention is more fully understood and many of its accompanying advantages can be more clearly and easily obtained, in which: FIG. 1 is the N-cyanoethylglycine obtained in Example 1 1 Η -N MR spectrum of sodium 0 Figure 2 is the M-NMR spectrum of N-cyanoethyldodecylglycine obtained in Example 1. 3 is a 1H-HMR spectrum of N-carboxy-ethyl-N-dodecanoylglycine obtained in Example 6. FIG. FIG. 4 is the U MR spectrum of N-carboxyethylglycinate dinaphthalene obtained in Example 7. In the above formulas (1) and (2), R is equal to 11 to A straight or branched alkyl group with 13 carbon atoms, a straight or branched alkenyl group with 11 to 13 carbon atoms' or a straight or branched hydroxyalkyl group with 11 to 13 carbon atoms. Specific examples include 1E (please read the precautions on the back and then fill out this page). Binding-i -12- This paper scale uses the Chinese National Standard (CNS) A4 specification (21〇X297mm). A7 _B7__ printed by the Staff Consumer Cooperative of the Bureau of Standards V. Description of the invention (10)-undecyl, n-dodecyl, n-tridecyl and hydroxyundecyl. Here, in terms of foaming power, surfactants having a straight or branched alkyl group with R of 11 to 13 carbon atoms, and R having a straight or branched alkenyl group with 11 to 13 carbon atoms Agents are preferred, and those in which R is a linear alkyl group of 11 to 13 carbon atoms are particularly preferred. When the surfactant represented by the above formula U) or (2) is a mixture of compounds, it differs from each other only in the number of acetyl carbon atoms, and has an average number of carbon atoms (which is estimated from the number of carbon atoms in the above compound R ) Is from 11 to 13 included in the scope of the surfactant of the present invention. In formulas (1), (2), (3), and (4), and ^ may be the same or different from each other »and each independently is a hydrogen atom, a gold atom atom, 1/2 (alkaline earth metal atom), an ammonium group , A monoalkanol ammonium group of 1 to 22 carbon atoms, a dialkanol ammonium group of 2 to 22 carbon atoms, a trialkanol ammonium group of 3 to 22 carbon atoms, or a protonated basic amine group acid. The range of protonated basic amino acids includes protonated basic amino acids and their inorganic salts. Specific examples of I and M2 include hydrogen atom, nano atom, potassium atom, 1/2 (magnesium atom), 1/2 (min atom), ammonium group, monoethanolammonium group, diethanolammonium group, triethanolammonium group, Protonated glutamine, protonated arginine, protonated histidine, and protonated lysine. Among these, K hydrogen atom, nano atom, potassium atom, 1/2 (magnesium atom), ammonium group, monoethanol ammonium group, diethanol ammonium group and triethanol ammonium group are preferred. K hydrogen original character, nano atom, potassium atom and ammonium group are particularly preferred. The following compounds and their salts according to the present invention may be mentioned as specific examples of the glycine derivative of formula (1). -13- This paper scale is applicable to China National Standard (CNS) Α4 specification (210X297mm) Binding ^. ^ (Please read the precautions on the back and then fill in this page) 22468 A7 B7 5. Description of the invention (11) CH3 (CH2) Y 0 c〇2h c〇2h CH3 (CH2)

And v co2H C〇2ll The glycine derivative of the present invention represented by the general formula (1) (hereinafter abbreviated as glycine derivative (1) ") can be synthesized by the following synthetic route. (Please read the precautions on the back before filling out this page) Binding · Order 4 Printed by the Staff Consumer Cooperative of the Central Bureau of Standards of the Ministry of Economic Affairs -14. This paper size applies to China National Standard (CNS) A4 (210X297mm) A7 B7 3. Description of the invention (12) H2N C02M, ⑸ Step A

ch2 = chcn CN HN ^ C02M: (4)

⑵ (3)

---; ------ ^ installed-^ ---- ordered ------ ^-4-• (please read the precautions on the back before filling this page) Employee of Central Bureau of Standards, Ministry of Economic Affairs Consumer cooperation du printing

V

C 0 2 M 2 N, ^ CO: M (1) where R, 41 and ^ are defined as above -15- This paper scale is applicable to the Chinese National Standard (CNS) A4 specification (210X2? 7mm) Central Ministry of Economic Affairs Printed 322468 A7 B7 by the Staff Consumer Cooperative of the Bureau of Standards V. Description of the invention (15) That is, the glycine derivative of the present invention can be easily carried out through steps A, C and D, or steps A, 8 and daily in this sequence produce. Step A This step includes the glycine acid or its salt represented by the reaction formula (5): Η 2 C 0 2 Μ1 (5), where ^ is as defined above, (hereinafter referred to as " glycine acid or its salt ( 5) 〃) With acrylonitrile K to form the glycine derivative represented by formula (4):

Wide CN ⑷, where 1 is as defined above, (hereinafter referred to as '' glycine derivative (4) ") R Zhu step This step includes hydrolyzing the base of the glycine derivative (4), depending on Salt exchange is required to generate the glycine derivative represented by formula (3): C02M, (3), where Mi and Fu 2 are as defined above, (hereinafter referred to as > glycine derivative (3) 〃 ). -16- This paper scale is applicable to China National Standard (CNS) A4 (210X 297mm) (please read the notes on the back before filling in this page) Binding-Order A7 B7 Printed by Employee Consumer Cooperative of Central Bureau of Standards, Ministry of Economic Affairs Description of the invention (14) Step C Gamble This step includes the reaction of glycine (4) and the acyl chloride represented by formula (6): RCOC 1 (6) where R is as defined above, (hereinafter abbreviated as > acyl group) Chlorine (6) 〃), exchanged as needed to produce the glycine derivative represented by formula (2): CO2M1 (2), 0 where R and Mi are as defined above, (hereinafter referred to as " Gan Amino acid derivatives (2) 〃). From the chemical structure point of view, it seems that the production formula: RCON-CHaCNI C2H4C02Mi (where 1? And h are as defined above), which is similar to the glycine derivative (2), is difficult on an industrial scale. Step D: This step involves the hydrolysis of the cyano group of the glycine derivative (2), and the exchange of K as required to generate the glycine derivative (1). R Zhujun This step involves the reaction of the glycine derivative (3) with acetyl chloride (6), and salt exchange K as needed to generate the glycine derivative (1). The steps are detailed below. (Please read the precautions on the back before filling in this page) Binding. Order 4 -17- This paper scale is applicable to the Chinese National Standard (CNS & A4 specifications (210X297 mm) Central China Bureau of Economic Affairs Employee consumption cooperation du printed A7 _B7__ 5. Description of the invention (15) Step This step is the reaction of glycine acid or its salt (5) with acrylonitrile, so as to obtain the glycine acid derivative (4). Glycine or its starting material Salt and acrylonitrile can be produced by known methods or purchased. If necessary, the starting material can be purified by K recrystallization, distillation or other methods before use. Glycine or its salt (5 ) Specific examples include: glycine, sodium glycinate, potassium glycinate, lithium glycinate, magnesium glycinate, calcium glycinate, and ammonium glycinate. Potassium urate and ammonium glycinate are particularly preferred. In this step, the glycine derivative (4) can be composed of 1 equivalent of glycine or its salt (5) and 0.5 to 10 equivalents, preferably 0.75 to 5 equivalents Acrylonitrile reacted in water, at a suitable temperature between 10 and 100¾, preferably between 30 and 70t: between 0.5 to 100 hours, more It is 1 to 3 hours, depending on the need, such as electrodialysis instrument for counter ion exchange. When the reaction time is longer than 100 hours, side reactions such as gas-based hydrolysis will undesirably occur. In this reaction, acrylonitrile is preferred It is gradually added to the aqueous solution of glycine or its salt (5) to improve the yield of Bo, because it can significantly reduce side effects, such as the polymerization of acrylonitrile. K The glycine derivative obtained in this step ( 4) Can be used in the subsequent steps. If desired, however, it can be recrystallized using solvents such as water, methanol, and ethanol * to produce products of high purity. The glycine derivative (4) thus produced is also a novel substance. The following Compounds can be mentioned as specific examples of glycine derivatives (4). ~ 1 8 ~ This paper scale is applicable to China National Standard (CNS) A4 · (210X297mm) --------- {装- ----.— Subscribe ------ ~ '{Please read the precautions on the back before filling this page) A7 B7 V. Description of the invention (16)

HN

CN C02H, HN CN C02Na

HN CN C02;

HN

CN C02NH ^ HN CN C 0 2 M g 〇,

CN

HN C 0 2 Cs 〇. CN HN / CO2NH3 (C2H4〇H)

HN

CN C02NH2 (C2H, 0H)

CN HN, C02NH (C2H < 0l {), and

HN

CN • C02ai3NCIi2C02Na) --------- < private clothing ------ ΪΤ ------- ^, (please read the precautions on the back before filling out this page) Central Standard of the Ministry of Economic Affairs Bureau staff consumer cooperatives printed R 铢 This step is the glycine derivative (4) obtained in step A cyano group is hydrolyzed, preferably in the presence of alkaline substances, K to obtain the glycine derivative (3). Examples of the alkaline substance that can be used in this step include alkali alkane hydroxide and alkaline earth metal hydroxide. Specific examples include sodium hydroxide, potassium hydroxide, magnesium hydroxide, calcium hydroxide, and barium hydroxide. In this step, the glycine derivative (3) can be derived from the glycine derivative (4) -19- This paper scale is applicable to the Chinese National Standard (CNS) A4 specification (210X297 mm) 32246 8 A7 B7 Obtained, when the most glycine is at > and if SI, 1,3-propane temperature, this step is higher than using electrodialysis ° If you want it, it is higher if you want it. So get the following description of the compound invention (17) has 0.1 Up to 30 equivalents, preferably 0.5 to 15 equivalents (based on 1 derivative (4)), the presence of alkaline substances, and polar solvents such as methanol, ethanol, isopropanol, propylene glycol and propylene glycol when water is required There is, between 50 and 100t: suitable for 70 and 100t: between 100 hours, according to the demand for counter ion exchange. The resulting glycine derivative (3) can be used as such in the next step, which can be recrystallized using a solvent, such as water, methanol, and ethyl yeast, with a pure product. The glycine derivative (3) is also a novel substance. The substance may be mentioned as a specific example of the glycine derivative (3). -------- ί outfit-(Please read the precautions on the back before filling out this page)

HN C02Hco2h

HN CO2H C〇2Na

HN C02Na C02Na

, TT

HN

CO2H CO2K, HN

CO2K CO2K, HN C〇2H C02 chaos, printed by the Employee Consumer Cooperative of the Central Bureau of Standards of the Ministry of Economic Affairs

HN

HN

CO2NH4 C〇2NH. HN CO 2 C & 0, 6 CO 2Ca0, 6,

C02H C02Mg〇. S /. HN

C02H C02Ca〇.

HN C02NH3 (C2H4〇H) C02NH3 (C2H40H), 2 0-This paper scale is applicable to the Chinese National Standard (CNS) A4 specification (210X297 mm) Printed by the Ministry of Economic Affairs Central Standards Bureau Staff Consumer Cooperative A7 -----: _ ! Z__ V. Description of the invention (18) «· ^ " '' COaH r / ^ C02NH (C2H, 0H) 3 C〇2NH2 (C2H4〇H) 2 / C02NH (C2H4〇H > 3 f I ^^ COjCHiNCHjCOiNa) And C〇2 (H3NCH2C02Na) · CLJL ^ _ This step is the reaction of the glycine derivative (4) obtained in step A with acetyl chloride (6), preferably in the presence of an alkaline substance to obtain glycine Derivative (2) oxoyl chloride (6) is one of the starting materials and can be produced or purchased by a known method. If necessary, the starting material can be purified by distillation or other methods prior to use. Special examples of ° Cyl chloride (6) include fatty alcohol chlorides such as dodecane acetyl chloride and tetradecane amide. Base chloride> and mixed fat-based acyl chloride, such as cocoa chloride. In this step, the glycine derivative (2) is reacted with 1 equivalent of the glycine derivative (4) and substantially 0.8 to 5.0 equivalents, preferably 0.9 to 1.3 equivalents of sulfonyl chloride (6) In addition, in the presence of water and, if necessary, polar solvents, such as methanol, ethanol, isopropanol, acetone, lt3-propanediol, and propylene glycol, at a suitable temperature between 0 and 100¾, preferably 10 And 50t: time, 0.5 to 100 hours, according to the need to use electrodialysis counter ion exchange. When the amount of acetyl chloride (6) is lower than the above range, Glycidine-21 is undesirable-This paper scale is applicable to the Chinese National Standard (CNS> A4 specification (210X297mm) (Please read the notes on the back before (Fill in this page) Installed, tr Printed by the Ministry of Economic Affairs Central Standards Bureau Employee Consumer Cooperative A 7 B7 Fifth, issued the day and month instructions (19) Derivatives (4) There is a large proportion of the reaction mixture is still unresponsive. In other words, When it is above this range, a large amount of fatty acid K by-product forms are generated from the unreacted amide-based atmosphere (6). In this step, it is better to add an alkaline substance to the reaction system to maintain the system The outgoing value is measured in alkaline, preferably maintained in the range of 9.0 to 11.0, K is to ensure the reactivity by suppressing the decomposition of acetyl chloride (6). When the outgoing value of the reaction system is lower than the above range, according to the reaction Hydrochloric acid produced as a by-product form can react with unreacted glycine derivative (4) to form a salt, so the reaction will not proceed satisfactorily. In other words, when the value is above this range > Can promote the decomposition of acetyl chloride (6) to produce a large amount of by-products Specific examples of applicable basic substances of fatty acids include inorganic bases, such as sodium hydroxide, potassium hydroxide, calcium hydroxide, barium hydroxide, and sodium carbonate, and organic bases such as triethylamine, pyridine, and 4-dimethyl Aminopyridine. Among them, κ sodium hydroxide and potassium hydroxide are especially practical. The amount of these alkaline substances makes the output value of the system can be maintained within the above range. ΜGlycine derivative obtained in this step ( 2) It can be used in the next step. If desired, it can be recrystallized with solvents such as water, methanol and ethanol. In addition, the glycine derivative (2) can be purified by treatment with strong acids, such as hydrochloric acid and sulfuric acid. The acidic type of glycine derivative (2). This acidic derivative is recrystallized from a solvent, such as acetone, hexane, petroleum ether, methanol, ethanol and butyrate, and then neutralized with a suitable neutralizer To produce glycine derivative (2). Therefore, highly purified glycine derivative (2) can be obtained. The glycine derivative (2) thus obtained is also a novel substance. -22- This paper size Applicable to China National Standard (CNS) A4 specification (210X297 Ali) -------- {install— (please read the notes on the back and then fill out this page)

A V. Description of the invention (20) A7 B7 The following compounds or their salts may refer to specific examples of glycine derivatives (2).

The Ministry of Economic Affairs Central Bureau of Standards and Staff ’s Consumer Cooperation Co., Ltd. made this print. This step is to hydrolyze the cyano group of the Glycine Derivative (2) obtained in Step C. The presence of alkaline substances is preferred to obtain the Glycine Derivative ( 1). Examples of the alkaline substance usable in this step include alkali alkalium hydroxide and alkaline earth alkaloid. Specific examples include sodium hydroxide, potassium hydroxide, magnesium hydroxide, magnesium hydroxide, and barium hydroxide. In this step, the glycine derivative (1) can be obtained by reacting the glycine derivative (2), which has 0.1 to 30 equivalents and 0.5 to 15 equivalents (with 1 equivalent of glycine derivative) (2) Count) The presence of alkaline substances * and the presence of water, and if necessary, polar solvents such as methanol, ethanol, isopropanol, propylene, 1,3-propanediol and propylene glycol, between 50 and ιοου The suitable temperature is preferably between 70 and 100¾ for 0.5 to 100 hours, and the electrodialysis instrument is used to perform counter ion exchange as needed. Μ The glycine derivative (1) obtained in this step can be used as a part of a cleaner compound. However, if desired, it can be recrystallized using solvents such as water, methanol, and ethanol. In addition, the glycine acid derivative (1) can be purified by treatment with strong acid, such as hydrogen acid and sulfuric acid, and glycine acid derivative in an acidic form can be obtained by K, and then the acidic derivative, such as acetone, hexane Alkanes, petroleum ether, formazan, ethanol and butanol, and then neutralized with a suitable neutralizer of K to get -23- This paper scale is applicable to China National Standard (CNS) Α4 specifications (210X297 mm) (please read the back Please pay attention to this page and then fill out this page) Binding · Binding 3 Bismuth 468 at Β7 printed by the Employee Consumer Cooperative of the Central Bureau of Standards of the Ministry of Economic Affairs 5. Description of the invention (21) Glycine derivatives (1). Therefore, a highly purified glycine derivative can be obtained. This step is the reaction of the glycine derivative (3) obtained in step B with acetyl chloride (6), preferably an alkaline substance is present. Acid derivatives (1). Ethyl chloride (6) is one of the starting materials and is the same as that used in step C. In this step, the glycine derivative (1) is obtained by reacting 1 equivalent of glycine derivative (3) with substantially 0.8 to 5.0 equivalents, preferably 0.9 to 13 equivalents of acetyl chloride (6) , In the presence of water, if necessary, polar solvents, such as methanol, ethanol, isopropanol, propofol, 1,3-malonylase and malonylase, at a suitable temperature between 0 and 100¾, preferably in Between 10 and 50 ° C, for 0.5 to 100 hours, counterion exchange is performed with an electrodialyser as required. When the amount of marinated chloride (6) is lower than the above range, unfortunately the glycine derivative. (3) A large proportion remains unreacted in the reaction mixture. On the other hand, when it exceeds this range, the fatty acid of Datong can be produced from the unreacted acyl chloride (6) as a by-product type of K. In this step, it is best to add alkaline substances to the reaction system. K maintains the output value of the system at the alkaline level, preferably from 9.0 to 11.0, to prevent the decomposition of the acetyl chloride (6) and ensure reactivity . When the pH value of the reaction system is lower than the above range, the hydrochloric acid generated according to the by-product type of the foregoing reaction M can react with the unreacted glycine derivative (3) to form a salt, so the reaction will not be satisfactory get on. On the other hand, when the outgoing value is above this range, it can promote the decomposition of acetyl. Chlorine (6) to produce a large amount of by-product fatty acids. -2 4 A paper mark scale is applicable to the Chinese National Standard (CNS) Α4 specification (210Χ297mm) (please read the precautions on the back first and then fill out this page). Printed., 1Τ Printed by Beigong Consumer Cooperative, Central Bureau of Standards, Ministry of Economic Affairs A7 B7 5. Description of the invention (22) Specific examples of alkaline substances that can be used in this step include inorganic tests, such as sodium hydroxide, potassium hydroxide, calcium hydroxide, barium hydroxide and sodium carbonate, and organic bases such as triethyl Amine, pyridine and 4-dimethylaminopyridine. Among them, M sodium hydroxide and potassium hydroxide are particularly practical. The amount of alkaline substances makes the output value of the system can be maintained within the above range. Μ Glycine derivative (1) obtained in this step can be used as a part of the detergent composition. However, if desired, it can be treated as described in step D to obtain a product with increased purity. The glycine derivatives (1) and (2) according to the present invention are novel surfactants, and their advantages are not only in safety but also in foaming power, detergency, ease of use and general purpose. It is practical and suitable for serving as a part of the detergent composition, such as for hair, body or tableware. The detergent composition of the present invention contains glycine (1) or (2) as a basic component. The detergent composition of the present invention may contain one of the glycine derivatives (1), or two of them. The detergent composition of the present invention may contain one of the glycine derivatives (2), or two of them. The amount of the glycine derivative (1) or (2) is preferably 0.1 to 99¾ by weight, more preferably 0.1 to 70¾ by weight, based on the total weight of the M composition. Typically, the sister compound also contains water. According to the present invention, the detergent composition containing the glycine derivative (1) may further contain a sugar surfactant, K represents the following formula: R1- (OR2) ra-G "(where R1 is 8 to 18 涸Straight or branched alkyl group with carbon atoms, straight or branched alkenyl group with 8 to 18 carbon atoms, or substituted phenyl group with straight or branched alkyl group with 8 to 18 carbon atoms, R2 is 2 to 4 Alkyl group with one carbon atom, G is a residue derived from unrefined sugar with 5 to 6 carbon atoms, and m is between 0 and -25- This paper scale is applicable to China National Standard (CNS) Α4 specification (21〇Χ297 Ii) II ί Pack — I order — II '' '(Please read the precautions on the back before filling in this page) A7 B7 322468 V. Date and month description (23) The number η is a number from 1 to 10. ) (7); — An ether type acetic acid surfactant, represented by the following formula: RS-Z-CCHzCHzOh-CHzCOzX (where R3 is a straight or branched alkyl group of 5 to 21 carbon atoms * or 5 to 21 carbons) Atoms straight or branched alkenyl * Z is the formula: -0- group, or the formula: -C0NH- base garden, X is a hydrogen atom, alkali gold atom atom, 1/2 (alkaline earth metal atom) * ammonium group, Monoalkanol ammonium base 1 to 22 carbon atoms, a total of 2 to 22 carbon atoms of the dialkanol saddle group * a total of 3 to 22 carbon atoms of the trialkanol ammonium group, or a protonated basic amino acid, and 1 is the number 2 To 15) (8); or fatty acid amide derivatives, represented by the following formula: R4C〇-N-Rs (where R4 is a straight line of 7 to 21 carbon atoms

I

Re or branched alkyl, and "and !? * 5 may be the same or different from each other, each independently being a hydrogen atom, an alkyl group of 1 to 3 carbon atoms, a hydroxyalkyl group of 1 to 3 carbon atoms, or the formula:- (C2H40) The base of kH (where k is a number from 2 to 4) (9). In the above formula (7), R1 is a straight or branched alkyl group of 8 to 18 carbon atoms, 8 to 18 carbon atoms Straight or branched alkenyl groups, or substituted phenyl groups having straight or branched alkyl groups of 8 to 18 carbon atoms. K10 to 14 carbon atom alkyl groups are preferred, and examples include decyl, twelve Alkyl and tetradecyl. 1-2 is an alkylene group with 2 to 4 carbon atoms. KR2 is preferably ethyl or propyl group. G is derived from a raw sugar with 5 to 6 carbon atoms Its residue is related to the chemical structure of the monosaccharide or polysaccharide used as the starting material. The residue represented by KG can be provided with the formula (7) sugar surfactant (hereinafter referred to as > sugar surfactant (7 ) Examples of starting materials include monosaccharides such as glucose, galactose, fructose, xylose, mannose, lyxose, and arabinose, polysaccharides such as maltose, wood-26- This paper scale is applicable to the Chinese National Standard (CNS) A 4 Specifications (210X297mm) (Please read the precautions on the back first and then fill out this page) Printed and ordered by the Ministry of Economic Affairs Central Standards Bureau employee consumer cooperatives printed by the Ministry of Economic Affairs Central Standards Bureau employee consumer cooperatives printed Α7 Β7 (24) Disaccharide, isomaltose, cellobiose, gentiobiose, lactose, sucrose, aspergillus niger polysaccharide, pine disaccharide, honey triose, glucotriose and pine triose, and mixtures thereof. K glucose, galactose and fructose are particularly preferred. In formula (7), Π1 is a number from 0 to 10, preferably from 0 to 2. In formula (7), η is the average degree of sugar polymerization, from 1 to 10 Number, its choice is better to take into account the characteristics of the R1 functional group. For example, when R1 is a hydrophobic group with 8 to 11 carbon atoms, η is preferably in the range of 1 to 1.4; and when ri is hydrophobic When the base has 12 to 14 㑩 carbon atoms, η is preferably in the range of 1.5 to 4.0. The average degree of sugar polymerization η is determined by the proton-NMR method. In the sugar surfactant (7), alkyl polyglucose Glycoside, where m is 0 and G is a residue derived from glucose, that is, the formula: P-Gn representative, which is particularly good. 0 In the detergent composition of the Ming Dynasty, * sugar surfactant (7) can be used individually, or a majority of them can be used together. In the present invention, it contains glycine derivative (1) and sugar surfactant (7) for cleaning The amount of glycine acid derivative (1) in the compound is determined according to the type of detergent compound, preferably from 2 to 60¾ by weight, especially from 5 to 50¾ by weight, M Jiehe The total weight of the product. This kind of detergent compound can have excellent foaming power and can get a clean feeling after washing. The amount of sugar surfactant (7) * depends on the type of detergent compound It is preferably from 2 to 60% by weight *, especially from 5 to 50% by weight, based on the total weight of the sister compound. This detergent composition exhibits excellent foaming power and also has improved storage stability at low temperatures. The ratio of Glycine Derivatives (1) to Sugar Surfactant (7) is lower than -27- This paper scale is applicable to China National Standards (CNS) Α4 specifications (210Χ297mm) 1 n order (please read first Note on the back and then fill out this page) A7 B7 printed by the Employee Consumer Cooperative of the Central Standards Bureau of the Ministry of Economic Affairs 5. Invention description (25) Good from 1/30 to 30/1, preferably from 1/10 to 10/1, And especially preferred is 1/1 to 4/1. In the above formula U), R3 is a straight or branched alkyl group having 5 to 21® carbon atoms or a straight or branched alkenyl group having 5 to 21 carbon atoms. Mil or straight or branched alkyl groups of 15 carbon atoms and straight or branched alkenyl groups of 11 to 15 carbon atoms are preferred. In formula U), 1 represents the average number of oxyethyl groups, and is 2 to 15, where K2 to 8 is preferred. The ether type acetic acid surfactant is represented by formula (8), wherein when 1 exceeds 15, the foaming power is not good. On the other hand, those with 1 or less than 2 cannot make the sister compounds with high concentration. The ether type acetic acid surfactant represented by formula (8) (hereinafter referred to as ether type acetic acid surfactant (8) ") Preferred examples include polyoxyethylene (2) lauryl ether acetic acid (R3 = C12H2S, Z =- 0-, 1 = 2, and X = H in formula (8)); polyoxyethylene (8) myristyl ether acetic acid (R3 = C14H2a, Z = -0-, 1 = 8, and X = H in Formula (8)); mono (polyoxyethylene (3) lauryl amine ether) methane carboxylic acid (RhCufU ^ Z ^ CONH-, 1 = 3 * and X = H in formula (8)): single (poly Oxyethylene (6) lauryl ether) methanecarboxylic acid Z = -CONH-> 1 = 6, and X = H in formula (8)); mono (polyoxyethylene (2) lauryl ether) methane Carboxylic acid (RhCuH ^ * Z = -CONH- * 1 = 2 * and X = H in formula (8)); and its salts. It is better to have a neutralization degree of 60 to 120¾. The preferred counter ion, X, is an alkali alkane, especially a potassium atom or a nano atom. Also preferably, the counter ion, X, is the same as 1 and / or M2 of the glycine derivative (1) used simultaneously. In the detergent composition of the present invention, the ether acetate surfactant (8) can be used individually, or a majority of them can be used together. -28- This paper scale is applicable to the Chinese National Standard (CNS) A4 specification (210X297mm) -------- ~ Packing-- (Please read the precautions on the back before filling this page) Set the Central Standard of the Ministry of Economic Affairs 322468 printed by the Bureau ’s Consumer Cooperatives V. Description of the invention (26) In the detergent composition containing the glycine derivative (1) and the ether acetate surfactant (8) according to the present invention, the glycine derivative (1) The dosage depends on, for example, the type of detergent composition, preferably from 2 to 60¾ by weight, especially from 5 to 50¾ by weight, based on the total weight of the composition. This cleaner compound can show excellent foaming power and feel clean after washing. The amount of ether type acetic acid interfacial active agent depends on the type of detergent compound, preferably from 2 to 60¾ by weight, especially from 5 to 50¾ by weight * total weight of K composition. The cleaner's sister compound, Kyukun, has excellent foaming power and improved stability at low temperature storage. The weight ratio of the glycine derivative (1) to the ether acetic acid surfactant (8) is preferably from 100/1 to 1/2, more preferably from 50/1 to 1/1, and particularly preferably from 10 / 1 to 2/1. In the above formula (9), R4 is a straight or branched alkyl group of 7 to 6 carbon atoms. Straight or branched alkyl groups having 12 to 18 carbon atoms, such as dodecyl, tridecyl, tetradecyl, pentadecyl or heptadecyl are particularly preferred. Regarding R s and Re, it is preferred that both are hydroxyalkyl, especially hydroxyethyl, or one is hydroxyalkyl, especially hydroxyethyl, and the other is a hydrogen atom. Preferred examples of fatty acid amide derivatives represented by formula (9) (hereinafter referred to as, fatty acid amide derivatives (9) include lauryl monoethanolamide 'lauryl diethanolamide, coconut fatty acid Monoethanolamide, coconut fatty acid diethanolamide, lauryl monoisopropanolamide and coconut fatty acid monoisopropanolamide. In the detergent composition of the present invention, fatty acid amide derivatives ( 9) Can be used individually, or most of them can be used together. -29- This paper size is applicable to China National Standard (CNS) Α4 specification (210X297mm) * Binding (please read the precautions on the back before filling this page) Economy Printed by the Ministry of Central Standards Bureau employee consumer cooperatives 322468 a? Β7 V. Description of invention (27) In the present invention, which contains a glycine derivative (1) and a fatty acid amide derivative (9), a clean clam compound, Gan The amount of amine acid derivative (1) depends on the type of cleaner compound, preferably from 2 to 60¾ by weight, especially from 5 to 50¾ weight, based on the total weight of the sister compound. The cleaner compound can squeeze excellent foaming power and clean after washing The amount of fatty acid amide derivative (9) depends on, for example, the type of detergent compound, preferably from 0.1 to 10¾ by weight, particularly preferably from 1 to 5¾ by weight, based on the compound Based on the total weight. This kind of cleaning agent can obtain foam that is very similar to emulsifiable concentrate. The weight ratio of glycine derivative (1) to fatty acid amine derivative (9) is preferably from 100/1 to 2 / 1, especially 50/1 to 5/1. The sum of the glycine derivative (1) and the fatty acid amide derivative (9) * depends on the type of the detergent composition, preferably from 5 to 50¾ By weight (in case of liquid detergent composition), from 15 to 70% by weight (in case of paste detergent composition), and from 40 to 95¾ by weight (in solid detergent composition) For example, the total weight of M sister compound. The cleaner compound of the present invention may contain other traditional detergent composition parts for hair, body and tableware, as long as the presence of this part is not harmful The effect of the present invention is sufficient. Examples of such other ingredients include anionic surfactants (such as alkyl sulfate salts, polyoxyethylene alkyl ether sulfate salts, and alkylbenzene Acid esters, higher fatty acid salts, alkenyl sulfonates, sulfonic acid alkyl esters, alkylamine methanyl alkanoyl sulfates, alkylaminoethanol ammonium sulfates, fatty acid glyceride sulfates, alkyl glyceryl ethers Eel sulfate, taurate surfactant, sarcosinate surfactant, 2-hydroxyethane sulfonate surfactant, and N-acylated acidic amino acid surfactant), Gender World-30 -This paper scale is applicable to China National Standard (CNS) A4 (210X297mm) (please read the notes on the back before filling in this page), vs. Printed by the Staff Consumer Cooperative of the Central Bureau of Standards of the Ministry of Economic Affairs 32 ^ 408 A7 ______ B7 5. Description of the invention (28) ® 'activators (such as alkyl betaine surfactants, amidopropyl beet $ 1? Surfactants, imidazoline betaine surfactants, sulfobetaine boundary agents, Phosphate betaine surfactant, and amino acid interfacial activity (such as sodium laurylaminopropionate); nonionic surfactants such as polyoxy 2> dilute alkyl ether, polyoxyethylene fatty acid ester, glycerol mono Fatty acid esters, fatty acid sorbitan esters and alkyl groups Glycosides), cationic surfactants (such as trimethyl ammonium chloride, dialkyl dimethyl ammonium chloride, and ethyl (lanolin fatty acid) monopropyl ethyl dimethyl ammonium sulfate), wetting Agents (such as glycerin 'propylene glycol and ethylene glycol), thickeners, disinfectants, antibacterial agents, emulsifiers, polymers (such as carboxyethyl cellulose * hydroxyethyl cellulose and cationized cellulose), and fragrances . When the detergent composition of the present invention contains a glycine derivative (1), a sugar surfactant (7), an ether acetate surfactant (8) > or a fatty acid amide derivative (9) as the basic sister At the time of serving, this composition may contain other surfactants other than the above-mentioned M, as long as the presence of this surfactant does not harm the effect of the present invention, such as anionic surfactants, such as N-acetyl sarcosinate, Alkyl ether sulfates, and polyoxyethylene alkyl ether sulfates, non-ionic surfactants such as polyoxyethylene alkyl ethers, sugar ester surfactants, and glycosaminoglycan surfactants * or amphoteric surfactants, such as Imidazoline surfactants and betaine surfactants. In addition, the cleaning agent compound can contain the traditional parts of other cleaning agent compounds, as long as the presence of the part does not jeopardize the effect of the present invention, such as viscosity change agents such as carboxyvinyl polymer, a Cellulose * Ethanol and polyoxyethylene glycol distearate, beading agent, fragrance, coloring picture, ultraviolet absorber, antioxidant, disinfectant, anti-inflammatory agent or bactericide. (Please read the precautions on the back and then fill out this page). Packing. Order Λ -31-This paper size is applicable to China National Standard (CNS) Α4 specifications (210 X 297 mm). Printed by the Employee Consumer Cooperative of the Central Standards Bureau of the Ministry of Economic Affairs. Preparation 322408 A1 _B7_ V. Description of the invention (29) The aqueous solution of the detergent compound K water of the present invention is preferably diluted 10 times by weight, and its value ranges from 4 to 9, preferably 4 to 6.5. Human acid or alkali can be added in the preparation process, or ion exchange of molar concentration such as glycine derivative (1) can be performed, and the value of K can be adjusted to the desired value. The detergent composition of the present invention can be produced according to the conventional process. The type of the detergent composition is not particularly limited, and examples of the type include liquid, paste, milk, solid, and powder types. Especially liquid, paste or milky is particularly preferred. When producing a liquid detergent composition, it is preferred to use water as the liquid medium. The amount of water used in the liquid detergent composition is preferably from 50 to 90% by weight. The total weight of the M composition. The cleaner compound of the present invention exhibits excellent foaming power and qualitative foam froth during washing > Excellent foam breaking property during rinsing without squeaking and tightness feeling, and irritating to skin haze Reduced shock and excellent storage stability at low temperatures. The cleanser composition of the present invention can be used for washing hair and / or body and articles such as tableware. In this method, the sister compound according to the present invention can be used on hair, skin temples or objects for a sufficient time to achieve cleansing of the hair, skin, or objects * and then moisturize the hair, body, or objects wash. The cleansing agent composition of the present invention is suitable for use on the body, such as skin and hair, especially as a skin cleaning agent. Although it is preferably human hair or skin, the sister compound of the present invention can also be used for washing animal hair or skin, such as cats, dogs, and the like. Other features of the present invention can be made clear under the description of the example demonstration, which is only for the description of the present invention and is not intended to be limited.窨 例 -32- This paper scale is applicable to the Chinese National Standard (CNS) Α4 specification (2 丨 Ο X 297mm) (please read the precautions on the back before filling in this page) Binding · Order A7 322468 __ · _B7 5. DESCRIPTION OF THE INVENTION (50) n- 氤 基 乙 某 甘 養 餅 MU 150.77 grams (2.0084 moles) of glycine and 100 ml of water are added to one liter of four equipped with a stirrer, thermometer, and dropping funnel Neck flask. To this, 200 ml of NaOH 80.46 g (2.0115 mol) solution was added, and at the same time, M was mixed to produce an aqueous solution of sodium glycinate. Afterwards, 106.7 grams (2.0109 mils) of acrylonitrile was added dropwise to this solution for about 30 minutes, with stirring. During the dropwise addition, the reaction system is maintained between 40 and 70 t: temperature. Afterwards * the reaction mixture was stirred at 60 C for 2 hours to complete the reaction. After the reaction is complete, the reaction system is cooled to room temperature. Therefore, 5 68 g (yield: 9.7 8¾) of 51.92 ¾ N-gas sodium ethylglycine aqueous solution can be obtained. Take out a part, dehydrate and dry to get colorless powder. The powder was analyzed under K. The results confirmed that the resulting product was a compound represented by the following formula: HN / CO2Na · M-NMR spectrum (200 MHz, D20): shown in Figure 1 3, 21 (s, 2H), 2.90 (t, 2H) f 2.68 (t, 2 Η) PPm elemental analysis (C5H7N2〇2Na = 150.11) estimated value U) C: 40.01, H: 4.70, Ν: 18 · 66, 0: 21.32 found value (¾) C: 40.01, H: 4.68, N: 18.80 , 0: 21.41 Ning example 2 Ng. 7, certain -H- + dioxane certain glycine 222.4 g (0.7689 mol) 51.9¾ N-cyanoethyl-33 obtained in Example 1- This paper size is applicable to China Standard Falcon (CNS) A4 specification (210X 297mm) (please read the precautions on the back before filling in this page). Packed. * 11 Printed by the Employees ’Consumer Cooperative of the Central Bureau of Standards of the Ministry of Economic Affairs V. Invention Instructions (51 Glycine Water thermometer and dropwise add 1 8 3. Over 1 hour and between NaOH aqueous solution. Dodecane 2 hours. The water in the mixture is satisfactorily colored powder under 1 8 9 2 (estimated A7 B7 solution and 50 Milliliters of acetone was added to a 1 liter four-necked flask equipped with a stirrer and a liquid funnel, and cooled in ice. Afterwards> 9 grams (0.8406 moles) of dodecyl acetyl chloride was added to the solution, and it was mixed. Add drop by drop , The reaction system is added dropwise 40¾ to maintain a temperature of 9 to 11, and the temperature is maintained at 10 to 25 t: after the dropwise addition of acetyl chloride, the reaction mixture is stirred at room temperature after the sample is stirred at a pH value of Μ concentrated Hydrochloric acid was adjusted to 1.2. The insoluble fraction should be extracted with chloroform. The resulting organic phase was concentrated and dried. From this, 228.99 g (yield: 95.9¾) of formula N- «ethyl-N-ten Dialkyl glycylglycine. Its acid value is 1 80. 73). CHaCCHO,

丫 CN C0; ^^^ 1 ϋ ^ — f ^ i · * 111 vn ^^^^ 1-m nn ml nn H ^ I · l 'i (please read the precautions on the back before filling this page) Ministry of Economic Affairs Infrared absorption spectrum (KBr) 2928 (s), 2856 (s), 2244 (w), 1740 (s), 1606 (s), 1 1 8 4 (s) cm-1 l -NMI? Spectrum (200 MHz, CDCU): shown in Figure 2. 4.20 (s, 1H), 4.11 (s, 1H), 3.72 (t, 1H), 3.63 (t, 1H), 2.68 (t, 1H), 2.66 (t, 1H), 2.42 (t, 1H), 2.25 (t, 1H), 1.61 (m, 2H), 1.26 (b, 16H), 0.86 (t, 3 H), ppm 34 China National Standards (CNS) A4 specifications (210X297 mm) A7 B7 printed by the Employee Consumer Cooperative of the Central Bureau of Standards of the Ministry of Economic Affairs 5. Invention description (52) Elemental analysis (C17H3ON203 = 310.44) Estimated value U) C: 65.77, H: 9.74 , N: 9.02, 0: 15.46 Found value U) C, 65.63, H: 9.76, N: 8.99, 0: 15.53

When M N-氤 ethyl-N-+ dialkyl glycine sodium N- gas ethyl glycinate sodium, M dodecyl acetyl chloride and 48 ¾ Nao H aqueous solution, in the same manner as in Example 2 acetylated. The resulting aqueous solution M of the reaction mixture was adjusted to pH 7.0 with concentrated hydrochloric acid. The resulting aqueous solution was desalted using an electrodialysis instrument, and M reduced the salt concentration to 22.5%. After that, the water was evaporated using a rotary evaporator * and the residue was washed with acetone * K to produce colorless powder of H-cyanoethyl-N-dodecaneglycylglycine. Infrared absorption spectrum (KB ") 2928 (s), 2856 (s), 2260 (w), 1638 (s), 1622 (s), 1 5 6 0 (w), 1 470 (m), 1422U), 1 400 U), 1 384 (m), 1 3 1 8 (m), 7 1 8 (w) cm-1 HMR spectrum (20 0 MHz, D20) 4.02 (sf 1H), 3.94 (s, 1H), 3.76 (t, 1H), 3.65 (t, 1H), 2.80 (t, 1H), 2.71 (t, 1H), 2.50 (t, 1H), 2.30 (t, 1H), 1.60U, 2H), 1.31 (b , 16H), 0.89 (t, 3 H) ppm Ning example 4 N-N- + ethyl-N-+ dioxane glycine potassium potassium 30¾ 1 (0 H aqueous solution was gradually added to the N-cyanoethyl obtained in Example 2 -N-dodecylglycidylglycine "and adjust the output value of the system to 6.0. Therefore, -35-This paper size is applicable to the Chinese National Standard (CNS) A4 specification (210X297 mm) (please first Read the precautions on the back and then fill out this page) 袈. Order 322468 A7 B7 V. Description of the invention (55) Ν-'Moth ethyl-N-dodecyl potassium glycinate aqueous solution Ο-NMR spectrum (200 MHz, D2 0) 4.02 (S, 1H), 3. 94 (s, 1H), 3.76 (t, 1Η), 3.65 (t, 1Η), 2.80 (t, 1H), 2.71 (t, 1 Η ), 2 · 50 (t, 1Η), 2.30 (t, 1H), 1. 6 0 (m, 2H), 1 • 31 (b, 1 6 Η), 0.89 (t, 3Η) ppm Example Ν- «7, Hua-N- + dialkyl glycine amine amine 28¾ ammonia was added to the N-fluoroethyl- In N-dodecyl glycylglycine, and adjust the output value of the system to 6.5. Therefore, N-cyanoethyl-N-dodecyl ammonium glycinate aqueous solution can be obtained. UMR spectrum (200 MHz , D2〇) 4.02 (S, '1Η), 3.94 (s, 1Η), 3.76 (t, 1Η), 3.65 (t, 1Η), 2.80 (t, 1Η), 2.71 (t, 1Η), 2.50 (t, 1Η), 2.30 (t, '1Η), 1.60 (m, 2Η), 1.31 (b, 16Η), 0.89 (t 3Η) Ρ Ρ ίΐ 1 (please read the precautions on the back before filling in this page), installed, νβ printed by the Employee Consumer Cooperative of the Central Bureau of Standards of the Ministry of Economic Affairs Μ- 狻 乙 某-N- + dioxane with very glycine amine 110.18 g (0.3549 (Mole) N-cyanoethyl-N-dodecylglycine acid obtained in Example 2 and 200 ml of water were added to a 1 liter four-necked flask equipped with a stirrer, thermometer and cooling tube, and then Κ 冰冷. Thereafter, 200 ml of 58.6 g (0.888 mol) of KOH aqueous solution was added under sowing. The resulting solution was stirred at 90Ϊ: for 2 hours. After that, the solution was cooled to room temperature, and its value K concentrated hydrochloric acid was adjusted to 1.5. Water insolubility in the reaction mixture -36- This paper scale is applicable to the Chinese National Standard (CNS) Α4 specification (210X297 mm) A7 B7 V. Description of the invention (54) Component K extraction and the resulting organic phase is concentrated and allowed to People are satisfied with the drying. Therefore, 113.71 g (yield 97.3¾) of colorless powder of carboxyethyl-N-dodecyl glycylglycine can be obtained, the following formula represents: CHsCCHO, 0 r

Infrared Absorption Spectroscopy (KB r) 3150 (b), 2924 (s), 2860 (s), 1724 (s), 1616 (s), 1 478 (s), 1418U ), 1258 (s), 1188 (s) cm M-NMR spectrum (200 MHz, CDCU) is shown in Figure 3 10.4 (b, 2H), 4.19 (s, 1H), 4.17 (s, 1H), 3.67 (dd , 2H), 2.65 (t, 2H), 2.33 (t, 1H), 2.12 (t, 1H), 1.58 (m, 2H), 1.23 (b, 16H), 0.8 0 (t, 3H) ppm mass spectrometry (FAB Ionization method * member) m / z = 679 (2M + Na-2), 328 (M-1), 256 (base), 212 element analysis ((^ 17 ^ 31 ^ 05 = 329.44) estimated value U) C: 61.98, Η: 9.48, N: 4.25, 0: 24.28 found value U) C: 62.06, Η: 9.48, Ν: 4.09, 0: 24.31 Case 7 Ν-carboxyethylglycine 20.00 Grams (1.0657 moles) of glycine and 160 ml of 42.63 grams (1.066 moles) of NaOH aqueous solution, filled up to 2 liters equipped with a stirrer '$ 37- This paper scale is applicable to China National Standard (CNS) A4 specifications (210X297 %) (Please read the precautions on the back before filling in this page) Binding · Order A7 B7 4C8 i. Description of invention (55) In the four-necked flask of the meter and dropping funnel, and heat under the sowing. Afterwards, 59.38 grams (1.11 9 moles) of acrylonitrile was added dropwise to this solution, with stirring for about 30 minutes. During the dropwise addition, the temperature of the reaction system is maintained between 40 and 60 t !. Once the dropwise addition was complete, the reaction mixture was stirred under C for 1 hour. Add 30 ml of 63.95 g (1.5988 mol) of HaOH aqueous solution under stirring. After that, the temperature rose to 80Ό, and the reaction solution was stirred for 2 hours. During this period, nitrogen was sucked into the reaction solution, which continued to eliminate ammonia generated in the system. Once the reaction is complete, the reaction system is cooled to room temperature. N-carboxyethylglycine dioxin represented by the following formula is available. Take out ~ part, dehydrate and dry * to get colorless powder. C02Na Stingray external absorption spectrum (κ B r) 3420 (b), 2952 U), 2820 (w), 1 584 (s), 1 424 (s) cm-1 HMR light_ (200 MHz, D2〇): show In Figure 4, 3.15 (s, 2H), 2.72 (t, 2H), 2.37 (t, 2H) ppm window example 8 N-Office 7, even-M- + dialkyl glycylglycine 150 ml acetone was added to the example 7 In the resulting aqueous solution of N-carboxyethylglycine bis-Na, and continue to stir. Afterwards, under stirring for K1.5 hours, 228.29 grams (1.0435 moles) of dodecyl acetyl chloride was added dropwise to this solution _ 3 8 _ This paper scale adopts the Chinese National Standard (cNS) A4 specification (210x297 ) (Please read the precautions on the back before filling in this page), install and print the printed copy of the employee consumer cooperative of the Central Standardization Bureau of the Ministry of Economy and Economics 322468 A7 B7 printed by the employee consumer cooperative of the Central Standardization Bureau of the Ministry of Economy V. Description of the invention (36). During this period, the reaction system was added dropwise with an aqueous solution of NaOH 40¾ and maintained between 9 and 11, while the temperature was maintained between 10 and 25 t :. After the dropwise addition was complete, the reaction mixture was stirred at room temperature for 2 hours. After that, the output value of the reaction mixture, K, concentrated hydrochloric acid, was adjusted to 1.2. The white precipitate formed was separated with water, washed with water and dried to produce 32 4.71 g (yield from glycine: 92.5¾) of white powder of N-carboxyethyl-N-dodecylglycerol Amino acid. The infrared absorption spectrum, 1 H-N MR spectrum, mass spectrum and elemental analysis results are the same as those obtained in Example 6. Example fl Ethyl-H- + dioxane stuffed glycerin sodium N-carboxyethylglycine mono sodium is doped with dodecyl acetyl chloride and 48¾ NaOH aqueous solution in the same manner as in Example 8. The aqueous solution K concentrated hydrochloric acid produced by the reaction mixture was adjusted to 7.0. The resulting aqueous solution was desalted using an electrodialysis instrument, thereby reducing the salt concentration to 2% K. Afterwards, the water was distilled off using a rotary evaporator * The residue was washed with propylene, which produced a colorless powder of N-carboxyethyl-N-dodecanoylglycine sodium (so-called " Na〃 means single Sodium, two sodium and single sodium, · two sodium mixture). Infrared absorption spectrum (KBr) 2928 (s), 2856 (s), 1650 (s), 1630 (s), 1606 (s), 1 588 (s), 1 482 U), 1 464 (s), 1 442 (s), 1422 (s), 1406 (s), 1360U), 1306U) cm-1 iH-NMR spectrum (200 MHz, D20) 3.96 (s, 1H), 3.89 (s, 1H), 3.59 (ra, 2H), 2.44U, 3 H), 2. 2 8 (t, 1 H), 1. 5 7 U, 2 H), 1. 3 0 (b, 1 6 H), -39- This paper size applies China National Standard (CNS) A4 specification (210X297mm) -------- < installed ------ ordered ------ (please read the precautions on the back before filling this page) 322468 A7 B7 5. Description of the invention (57) 0.90 (t, 3H) ppm Cao Example 1 Ο Ν-carboxyethyl-Ν-dodecyl glycylglycine potassium 80.50 g (1.0723 mol) glycine and 150 ML, 60.20 g (1.073 mol) KOH aqueous solution was added to a 2 liter four-necked flask equipped with a stirrer, thermometer and dropping funnel, and heated with stirring. Afterwards, 56.90 grams (1.0 72 moles) of acrylonitrile was added dropwise to this solution for about 30 minutes, and it was mixed. During this period, the reaction system was maintained between 45 and 55¾. Once the dropwise addition was complete, the reaction mixture was sown at 55 * 0 for 1 hour, and the temperature was reduced to room temperature. Next, add 120 ml of water and 90 ml of acetone to the reaction solution * and then add 234.50 g (1.071 9 mol) of dodecyl acetyl chloride under stirring for 1 hour. During this period, the reaction system was added dropwise with 30% KOH aqueous solution, K was maintained between 9 and 11, and the temperature was maintained between 5 and 25 TJ. Once the dodecyl chloride was added dropwise, the resulting reaction mixture was stirred at room temperature for 2 hours. After that, a further 30¾ ΚΟΗ aqueous solution was added and the amount was adjusted so that the sum of the adjusted value of ΚΟΗ and the previous addition of Κ was 150,00 g (2.673 mol). After the reaction solution was obtained, it was stirred at 80¾ for 2 hours. During this period, nitrogen gas was blown into the reaction solution, and the ammonia gas generated from the reaction was continuously eliminated. After that, the reaction solution was cooled to room temperature, and the output value K of concentrated HCl was adjusted to 6.0. The resulting aqueous solution was desalted by electrodialysis. Therefore, an aqueous solution of N-carboxyethyl dodecyl glycylglycine potassium (& potassium here includes monopotassium, dipotassium, and a mixture of monopotassium and dipotassium). HMR spectrum (200 MHz, D2〇) This paper scale is applicable to the Chinese National Standard (CNS) A4 specification (210X 297 mm) Pack II Order I 1 I- ^, (please read the precautions on the back before filling this page) Economy A7 '~ _B7_ printed by the Staff Consumer Cooperative of the Central Bureau of Standards V. Description of invention (58) 3-96 (s, 1H), 3.89 (s, 1H), 3.59 (ra, 2H), 2.44 (m, 3H) , 2.28 (t> 1H), 1.57 (m, 2H), 1.30 (b, 16H), 〇.9〇 (t, 3H) ppra

The Ministry of Economic Affairs, Central Bureau of Standards, Negative Consumers Cooperative printed and printed E-N- + dibranched glycine antimony antimony to the N-carboxyethyl-N-dodecyl glycylglycine obtained in Example 8, adding three Double volume of distilled water. The resulting suspension was heated to 40¾ with stirring. During this period, powdered Mg (〇H) 2 was gradually added under search and mixing to adjust the output value of the system to 6.0. Therefore, an N-carboxyethyl-N-dodecylglycidylglycine-water solution (sodium, magnesium, etc. here includes 1/2 (magnesium), magnesium, and a mixture of both). M-NMR spectrum (200 MHz, D20) 3.96 (s, 1H), 3.89 (s, 1H), 3.59U, 2H), 2.44U, 3H), 2.28 (t, 1H), 1.57 (m, 2H), 1.30 (b, 16H), 〇.90 (t, 3H) ppm Example 1? HiJL · ethyl-M- + dihydrochloride ammonium salt 2828 ammonium hydroxide was slowly added to the N-carboxyethyl obtained in Example 8- In N-dodecyl glycylglycine, it is adjusted to 6.5. Therefore, an aqueous solution of N-carboxyethyl-N-dodecyl ammonium can be obtained (the * ammonium included here includes monoammonium, diammonium, and a mixture of both). 1 -MMR spectrum (200 MHz, D20) 3.96 (s, 1H), 3.89 (s, 1H), 3.59 (ra, 2H), 2.44 (m, 3H), 2.28 (t, 1H), 1.57 (m, 2H ), l, 30 (b, 16H), -41-This paper size applies to China National Standard Falcon (CNS) A4 specification (2 丨 OX297mm) (please read the precautions on the back before filling in this page) & Printed 322468 by the Staff Consumer Cooperative of the Central Bureau of Standards of the Ministry of Economy V. Description of the invention (59) 〇.90 (t, 3H) ppm Control example 1 2 Η -carboxyethyl-N- + tetraalkyl glycylglycine 50.01 Grams (0.6662 g) of glycine and 100 ml of 26.68 g (0.667 mol) of NaOH aqueous solution were added to a 2 liter four-necked flask equipped with a stirrer, thermometer and dropping funnel, and heated under sowing. After that, 37.23 g (0.7017 ear) acrylonitrile K was added to the solution dropwise with stirring for 20 minutes. During the dropwise addition, the temperature of the reaction system is maintained between 40 and 50¾. Once the dropwise addition was complete, the reaction mixture was stirred at 50 t: for 1 hour, and the temperature was lowered to room temperature. Next, add 200 ml of water and 120 ml of acetone to the resulting reaction solution, and then add 164.91 g (0.6681 mol) of tetradecyl chlorochloride dropwise for 1 hour with stirring. After the dropwise addition of tetradecyl acetyl chloride is completed, the output value of the reaction system is maintained drop-wise by adding 30 ¾ NaOH aqueous solution between 9 and 11, and the temperature is between 5 and 30 Ϊ :. After the dropwise addition was completed, the reaction mixture was stirred at room temperature for 1 hour, and then 50 ml of ethanol and 30¾ MaOH aqueous solution were added. Add 30¾ NaOH aqueous solution * so that the total amount of NaOH and the amount used to adjust the value are 75.67 grams (1.892 moles). After that, the reaction solution was stirred at 9010 for 3 hours. During this period, nitrogen gas was blown into the reaction solution, so that the ammonia gas generated from the system can be continuously eliminated. After that, the reaction solution was cooled to room temperature, and its value was adjusted to 1.0 with concentrated hydrochloric acid. The white precipitate formed was separated with water, washed with K and dried again. Therefore, 229.16 g (yield from glycine: 96.235) of white powder of the following formula N-carboxyethyl-N-tetradecane acetylglycine can be obtained. -42- ^ The paper size is in accordance with Chinese National Standard (CNS & A4 specifications (210X297mm) (Please read the precautions on the back before filling in this page)

, 1T Ministry of Economic Affairs Central Standardization Bureau of Consumer Labor Cooperative printed 322 4 customs 41〇2789 patent application Chinese specification amendment page (June 86) 勓 7. _ι B7 --- ........ | * --- V. Description of the invention (40)

r ^^ cOiH CH, (CH2) 丨, CO2H infrared absorption spectrum (KB r) 3150 (b), 2924 (s), 2860 (s)} 1724 (s), 1616 (s), 1 478 (s), 1418 (m), 1 25 8 (s), 1188 (s) cm-1 iH-NMR spectrum (200 MHz, CDC13) 10.4 (b, 2H), 4.19 (8, 1H), 4.17 (s, 1H), 3.67 (dd, 2H), 2.65 (t, 2H), 2.33 (t, 1H), 2_12 (t, 1H), 1.58 (m, 2H), 1.23 (b, 16H), 0.80 (t, 3H) ppm elements Analysis (C019 [: H [: 35C3NOO 5 0 = 357.49) Estimated value (%) C: 63.84, H: 9.87, N: 3.92, 0: 22.38 Measured value (%) C: 63.71, H: 9.91, N: 3.90 , 0: 22.52 Example 14 N-carboxyethyl-N-dodecyl glycylglycine monoethanolamine 9.:55g of monoethanolamine was dissolved in 500g of water and 48.4g of N-Glycidyl-N- An aqueous solution of ethyl-N-dodecanoylglycine monoethanolamine was obtained from the mixture of dodecanoylglycine. 1H-NMR spectrum (200 MHz, D20) 3.8 (s, 1H), 3.75 (s, 1H), 3.62 (m, 2H), 3.43 (m, 2H), 2_95 (m, 2H), 2_31 (m, 2H ), 2.07 (m, 2H), 1.30 (b, 2H), 1. 1 0 (b, 1 6H), 0.70 (t, 3 H) 39324.DOC-43-This paper scale is applicable to the Chinese national standard (CNSTA4 specification (210X 297mm) *-I One Pack II-Order-One One (please read the precautions on the back before filling in this page) Patent Application No. 841〇2789 of the Ministry of Economic Affairs Central Standards Bureau Employee Consumer Cooperative Society 322468 Chinese Correction page of the specification (June 86) ^ V. Description of the invention (41) Example 15 N-carboxyethyl-N-dodecyl glycylglycine diethanolamine Dissolve 15.20 g of diethanolamine in 500 g of water In a mixture of 49.75 g of N-tetethyl-N-dodecyl glycylglycine obtained in Example 6, an aqueous solution of N-lean ethyl-N-dodecyl glycylglycine diethanolamine was obtained. -NMR spectrum (200 MHz, D20) 3_75 (b, 2H), 3.65 (m, 4H), 3.40 (m, 2H), 3.05 (m, 4H), 2.35 (m, 2H), 2.05 (m, 2H) , 1.40 (b, 2H), 1.15 (b, 16H), 0.70 (t, 3H) Example 16 N-Miaoethyl-N-dodecyl glycylglycine triethanolamine will be 27.65g Ethanolamine was dissolved in a mixture of 500 g of water and 63.60 g of N-glycidyl-N-dodecylglycine acid obtained in Example 6 to obtain N-carboxyethyl-N-dodecylglycine acid Aqueous solution of triethanolamine d-NMR spectrum (200 MHz, D20) 3.74 (b, 8H), 3.44 (m, 2H), 3_29 (m, 6H), 2.29 (m, 2H), 2.06 (b, 2H), 1.39 (b, 2H), 1.13 (b, 16H), 0.80 (t, 3H) The test method is to evaluate the foaming power of the glycine acids of the present invention and the comparative products by the following methods. 結 39324.DOC _43a_ This paper size is applicable 'Fli family standard (CNS) A4 specification (210x297 mm) ~~~ --------, ^ ------, 玎 ------ 2 (Please read the notes on the back first Refill this page} A7 B7 No. 84102789 Patent application Chinese specification amendment page (June 86) V. Description of invention (42) The results are shown in Table 1. Methods for evaluating foaming power Surfactant (0_1%) Weight), lanolin (0.3% by weight) and 4. D Η mixture of hard water (ρ Η 7 · 0), according to the flushing method (W a t e r F1 a s h) at 40 ° C foaming. The foam volume was detected at 10 seconds and 120 seconds after the foaming was not continuous. ： I 依 衣 定 ί (Please read the precautions on the back before filling out this page) Printed by the Ministry of Economic Affairs Central Standards Bureau Beigong Consumer Cooperative -43b- This paper scale is applicable to the Chinese National Standard (CNS) A4 specification (210X297 mm) A7 B7 V. Description of the invention (41) Table 1 Surfactant Xunfa (m) 1 0 After the yarn 1 2 0 ΪΦ After the N-gas ethyl- Ν- + dioxane_glymine obtained from Example 3 Sodium 190 180 Example 4 N-cyanoethyl-N- + dialkyl sugar potassium salt 180 180 165 Example 5 N-cyanoethyl-N- + dioxane sodium glycine clamp 180 150 Example 9 The resulting N-carboxyethyl-N- + dioxane rides on a sweet pickle 190 180 Example 10 The resulting N-carboxyethyl-N- + dioxane loses a potassium salt of glycine base 180 165 The resulting N from example 11 -Carboxyethyl- Ν- + dioxane glycine amine 175 155 N-bromoethyl-Ν- + dioxane ammonium glycinate 190 * 150 C12H25 (OCH2CH2) 4. _OS〇3Na (Tiaochi product 1) 170 90 Printed by the Employee Consumer Cooperative of the Central Standards Bureau of the Ministry of Economic Affairs (please read the precautions on the back and then fill out this page) Test Example 2 K The following methods are used to evaluate the glycines of the present invention Comparison derivative products, the irritation to the skin. The results are shown in Table 2. Method for assessing skin irritation-44- This paper scale is applicable to China National Standard (CNS) Α4 specification (210Χ297mm) Printed by A7 B7-----------------------------------5. (4.2) An aqueous surfactant solution (out of 7.0) with a concentration of 10¾ by weight is applied to the waist side of a white Hartley guinea pig (6 weeks old, female) whose hair has been trimmed and shaved, four times a day Day * and judge the irritation of skin Jf. At the time of judgment, the part to which the solution was applied was observed 24 hours after the fourth gallery, and the observation results were scored according to the following criteria. Table 2 shows the calculated average (N = 5) ° Criteria: 0: no reaction observed; 1: slight redness observed; 2: clear redness observed; 3: clear redness plus edema; and 4 : Clear redness plus edema, scab and bad: dead. Table 2 The interface of the active birch is divided into N-carboxyethyl-N-dodecyl bisyl group 0.2 Gan Jiangyin (window example 9) C12H25 (OCH2CH2) 4 〇 ~~ 0 S 0 3 N a 2.2 ί hh age product Π Ci2H2B-〇S〇3Na 2.6 (frh compared to the product ?!) The following describes examples of blends of the detergent composition of the present invention. Harmony Blending Example 1 Prepare a shampoo with the following sister (Ex 5.0). The resulting shampoo is not only -45-This paper scale is applicable to the Chinese National Standard (CNS) A4 specification (210X 297mm) (please read the precautions on the back before filling in this page). Installed. '^ ^ 22468 A7 B7 V. Description of the invention U5) It has good lathering power and detergency, and also ensures a good feeling in washing and moisturizing of hair. H-carboxyethyl-N-dodecyl amide 15.0¾ obtained by Example 9 by weight glycine sodium lauryl diethanolacetamide 3.0 lauryl dimethylamine oxide 0.5 hydrogenated ethyl cellulose (by Daicel Chemical 0.1 I ndustries, SE produced by L td-8 5 0 K) sodium benzoate, citric acid, appropriate coloring group, appropriate spices, appropriate amount 7k, balance total 100% by weight (please read the notes on the back before filling in This page) Binding and ordering examples of the printing of suicides by the Employees Consumer Cooperative of the Central Bureau of Standards of the Ministry of Economy? . Prepare a shampoo with a sister under M (Ex 4.5). The resulting shampoo is not only excellent in foaming power and detergency, but also ensures a good feeling in washing and hair washing. N-carboxyethyl-N-dodecane amide obtained in Example 9 10.0¾ sodium glycinate by weight in Example 3 N-cyanoethyl-N-dodecane amide obtained in Example 3 sodium laurinamide Diethanolamide 3.0 lauryl methylamine oxide 0.5 -46- This paper scale is applicable to the Chinese National Standard (CNS) A4 specification (210X 297mm) 5. Description of the invention (44) A7 B7 hydroxyethyl cellulose ( SE-850K produced by D aice 1 C hemica 1 Industries, Ltd) sodium benzoate amount o-acid amount coloring group amount fragrance appropriate amount 2 ^ _ balance total 100% Of bathing essence (Ex 6.0). The bath essence obtained is not only excellent in foaming power and detergency, but also ensures freshness and good feeling during washing and after rinsing and washing. The Ν- 狻 ethyl-Ν-dodecane amide obtained in Example 12 15.0% by weight ammonium glycinate lauryl dimethyl betaine acetate 3.0 (please read the precautions on the back before filling this page) ·, Τ Printed by the Staff Consumer Cooperative of the Central Bureau of Standards of the Ministry of Economy Lauric Acid 0.5 Sucrose Fatty Acid Ester 0.1 Sodium Benzoate Appropriate Citric Acid Approx. By weight-47- This paper scale is applicable to the Chinese National Standard (CNS) 8 4 ^ grid (210Χ297 mm) A7 B7 V. Description of invention (45) Printed reconciliation examples by the employee consumer cooperative of the Central Bureau of Standards of the Ministry of Economic Affairs 4 Prepare a bathing essence with a lower sister (out 5.0). The bathing essence obtained is not only excellent in foaming power and detergency, but also ensures freshness and a good feeling during and after washing and moisturizing. Example 9 The resulting Ν-carboxyethyl-N-dodecinium vine 10. 0¾ by weight sodium glycinate Example 3 The resulting Ν-gas ethyl-N- Dioxinate 5.0. Glycidyl sodium lauryl __. Methoxylated oxygen. 3. Lauric acid 0.5 Sucrose fatty acid ester 0.1. Appropriate amount of sodium benzoate Appropriate amount of citric acid Appropriate amount of methyl paraben coloring m the right amount of perfume and the right amount of water balance part far η total 1 0 0 by weight πΑι _a_ the w \ shows Λ. Mix the proportions of the detergent detergent compounds shown in Table 3 and Table 4 with the homogenate > and Μ Adjust the rirl value of the resulting mixture with hydrochloric acid> It is possible to produce the detergent compound. Dilute the sister compound M with water 10 times to determine the pH value of the detergent compound. ≫ Take 50 ml of the aqueous solution so produced, in 25 t: Utilization meter F- 14 (produced by Ho riba) detection value 〇-4 8 _ (please read the precautions on the back before filling this page)

、 1T This paper scale is applicable to China National Standard (CNS) Α4 specification (210X 297mm) Printed by the Staff Consumer Cooperative of the Central Bureau of Standards of the Ministry of Economic Affairs 322468 Α7 __ Β7 V. Description of invention (46) The cleaning agent evaluated according to the following criteria The storage spike qualitative, foaming power and comfort of use in the sister compound. The results are shown in Tables 3 and 4. Evaluation method: (i) Storage spike characterization 50ml of each detergent composition was filled into a glass tube with screw cap, sealed and stored in a 5¾ constant temperature room for 1 month. During this period, visually observe the liquid state of the contents and evaluate according to the following criteria: ○: the liquid is uniform and transparent, and X: crystals are formed * or the liquid is turbid. (ϋ) Foaming power Each detergent compound is diluted 10 times with water to pour 100ml of the aqueous solution (solution temperature = 401) into a graduated cylinder. After that, the stirring blade was placed in the aqueous solution and rotated. The stirring blade κ was rotated at 1000 rpm and its rotation was reversed every 5 seconds. The foam volume (ml) formed 30 seconds after the start of agitation is detected, and the following criteria are evaluated to define the foam volume 〇: the foam volume above 200 mL, 〇: not less than 160 mL but below 200 mL Foaming volume △: No less than 120 ml but a foaming volume under 160 ml X: Less than 120 ml (iii) Use comfort to perform organoleptic evaluation of the following items, making 10 persons (male and male) Female) Μ each cleanser sister compound is used for body cleaning for one week. Evaluate according to the following guidelines and calculate the average value. Regarding the comfort of use, it is excellent (-49- This paper scale is applicable to China National Standard (CNS) Α4 specification (210X297 mm) I ϋ —1--mu ik m ^^^^ 1 One J ^^^^ 1 ^ —n —J-T port • (Please read the precautions on the back before filling in this page) 322468 A7 B7 V. Description of the invention (47) ○), Good (〇), Normal (△) and Bad (X) Judging the average value of each cleaning agent compound above 4.5, 3.5 to 4.4, 2.5 to 3.4 and 2.4. (1) Foaming power 5: good foaming power 4: relatively good foaming power 3: normal 2: poor foaming power, and 1: poor foaming power (2) foam stability 5: Foam stability is good 4: Foam stability is relatively good 3: Normal 2: Foam stability is relatively poor, and 1: Foam stability is poor (3) Foam breaking property during washing 5: Foam breaking property is good 4: The foam breaking performance is relatively good 3: Printed by the Consumer Cooperative of the Central Standards Bureau of the Ministry of Economic Affairs (please read the notes on the back before filling out this page) 2: The foam breaking performance is relatively poor 1: The foam breaking performance Poor (_4) Cleanliness when towels are dried 5: Clean 4: Clean compared to -50- This paper scale is applicable to China National Standards (CNS) Μ Specification (210X 297mm) A7 B7 V. Description of invention (48 ) And sticky and warm sticky squeaky and relatively squeaky (please read the precautions on the back before filling out this page). Packing,-° Line Ministry of Economic Affairs Central Standard Falcon Bureau Employee Consumption Cooperation Du Printed The paper size is applicable to China National Standard (CNS) A4 specification (210X297mm). A7 B7 printed by the Bureau ’s Consumer Cooperatives V. Description of invention (49) Table 3 Part 1 of the food product 1 2 4 Η R 7 M-carboxyethyl-N-dodecyl glycylglycine sodium * 20 15 10- --Potassium N-carboxyethyl-N-dodecylglycinate *---20---Triethanolamine salt N-carboxyethyl-H-dodecylglycinate *--- -20--N-carboxyethyl-N-dodecyl glycylglycine spermine salt " =-----20-N-carboxyethyl-N-tetradecyl glycylglycine Sodium *------20 sodium lauryl-N-iminodiacetate * sodium N-lauryl-N-iminodipropionate alkyl sugar (1 ^ = (： 12 丨 125 , m = 0, G = glucose »n = l. 3 in formula (7)) 10 15 20 10 10 10 10 Pure water balance balance balance balance remaining balance balance balance □ H 倌 R-0 R.2 R.0 R .0 R.0 R.0 Storage stability (5 It) 〇〇〇〇〇〇ie 洵 力 U0T :) 〇〇〇〇〇〇〇〇 (1) foaming power ◎ ◎ ◎ ◎ 〇 〇〇〇 comfortable Characteristic (2) Characterization of foam spikes ◎ ◎ 〇 ◎ 〇 ◎ ◎ (3) Breaking of foam during rinsing ◎ 〇〇 ◎ 〇 ◎ ◎ Deganxijun Jun Partridge Square square square square Note 1): K which may be mono-salts, di-salts or mixture of both types exists. -52- (Please read the precautions on the back and then fill out this page) This paper size is applicable to the Chinese National Standard Falcon (CNS) A4 specification (210X297 mm) A7 Printed by the Staff Consumer Cooperative of the Central Bureau of Standards of the Ministry of Economic Affairs 322468 B7 V. Inventions Description (50) Table 4 _Comparative product 1 2 N-carboxyethyl-N-dodecyl glycylglycine sodium s--Carboxyethyl-N-dodecyl glycylglycine potassium *- Tri-ethanolamine salt of bis-N-bromoethyl-N-dodecyl glycylglycine *---Spermine salt of N-carboxyethyl-N-dodecyl glycylglycine = *- --N-bromoethyl-N-tetradecyl glycylglycine sodium salt----Lauryl ether-N-iminoyl diacetate sodium " 20--N-lauryl acetyl-N-imine Sodium dipropionate "-20-alkyl sugar m = 0, G = glucose and n = 1.3, in formula (7)) 10 10 30 Pure water balance balance balance dH R.0 R.1 R.1 storage spike Qualitative (5t0 XX 〇 Foaming power (40¾) X Λ Λ (1) Foaming power X Δ Δ Use comfort (2) Foam stability X Δ X (3) Foam breaking property during washing Δ Δ Λ U) Cleaning of the hair m when it is dry Μ Λ Λ _Δ__ Note): It can be single salt, double salt or a mixture of the two Type exists. -53- (Please> Please read the notes on the back and fill in this page) Binding-The size of the paper is applicable to the Chinese National Standard (CNS) A4 specification (210X297 mm). The A7 is printed by the Beigong Consumer Cooperative, Central Bureau of Standards, Ministry of Economic Affairs ____________B7 V. Description of the invention (μ) The detergent compound of the present invention is excellent in storage stability, foaming power and comfortable to use. This can be seen from the results shown in Tables 3 and 4. In addition, Λ is also excellent in detergency and has very low irritation to the skin. Examples of blends of the detergent composition of the present invention are described below. Straight Example 5 (Lingshen Junmo Cocoon) Component (1) N-Carboxyethyl Dodecyl Binyl Glycinate Sodium * 20¾ by weight (2) Alkyl sugar (R 1 = C α 〇Η 2 χ , Ra = 0, G = glucose * once n = l 1 in formula (7)) 5 (3) methyl cellulose 0.1 (4) fragrance 0.5 (5) ethanol 3 (6) sodium hydroxide 2 -Mzk balance A total of 100¾ by weight * It can exist in K monosalt, disalt or a mixture of both. Preparation method Sister parts (1) and (6) are added to hot pure water (7) and dissolved therein. After the resulting aqueous solution is cooled ►Add sister parts (2) to (5) to obtain a transparent liquid cleaner compound. The value of the resulting aqueous solution is diluted by 10 times Μ water to 6.0 °. When the resulting liquid cleanser compound is used to clean the leftover skin and hair, the cleanser compound is excellent in foaming power and moisturizing power. Can get a sense of cleanliness and its -54- This paper scale is applicable to the Chinese National Standard (CNS) Α4 specification (210X297 mm) (please read the precautions on the back and then fill out this page) 装 _ 线 线 A7 ---__ B7 5 It is very comfortable to post the date and month instructions (52). At the same time, the irritation to the skin is low and its storage quality is also good. 6 (Dangerous waterlogging and cutting) Components (1) Carboxyethyl-N_dodecyl acetyl 20% by weight Glycine (2) Arginine 12 (3) Alkyl sugar (Ri = Cl〇 H21, m = 0, G = glucose, 10η = 1 in formula (7)) (4) Lauryl dimethylamine oxide 3 (5) Perfume 0.5 (6) Sodium hydroxide appropriate amount IX) Sister water_ Balance_ (please read the notes on the back before filling in this page).

Printed by the Staff Consumer Cooperative of the Central Bureau of Standards of the Ministry of Economics, totaling 100¾ by weight. Preparation Method The sister part (2) and the next sister part (1) are added to pure water to neutralize and dissolve it. Once the resulting aqueous solution is cooled, add the parts (3) to (5) to obtain a transparent liquid skeleton cleaner compound. The value of the resulting aqueous solution was diluted 10 times with water to obtain 6.5. Using the resulting liquid cleanser composition to clean the face proves that the cleanser composition is excellent in lathering power and cleansing power, can have a clean feeling, and after drying it is not tight, and it is also very comfortable in use. In addition, the stimulus to Piru is very low, and the storage spike is well qualitative. Μ: Example 4 -55- This paper scale is applicable to the Chinese National Standard (CNS) A4 specification (2 丨 0X297mm) 322468 at _B7_____ 5. Description of the invention (55) The cleaning agents shown in Tables 5 and 6 are combined The ingredients are mixed evenly in the proportions shown, and the resulting mixture is adjusted to its value with hydrochloric acid. The output value of each detergent compound is diluted with water 10 times, then 50 ml of the resulting aqueous solution is taken, and the McH meter F-14 (produced by Horiba) is detected under 25t: and determined. The resulting detergent compositions were evaluated for storage stability, foaming power, and ease of use. The evaluation method is the same as Test Example 3. The results are shown in Tables 5 and 6 0 -------- ί, installed-(Please read the precautions on the back before filling out this page) Printed by the Consumer Cooperative of the Central Standardization Bureau of the Ministry of Economic Affairs-56 copies The paper scale is applicable to the Chinese national standard (c is called Α4 · (2lox297 male thin) A7 B7 printed by the employee consumer cooperative of the Central Bureau of Standards of the Ministry of Economy V. Description of invention (54) Table 5 This C content is 8 9 10 11 12 1. *? 14 Sodium N-carboxyethyl-N-dodecyl glycylglycine * 22 20 15 20---N-carboxyethyl-potassium N-dodecyl glycylglycine *----20- -Triethanolamine salt of N-sulfoethyl-N-dodecyl glycylglycine *-----20-N-carboxyethyl-N-tetradecyl glycylglycine sodium * 20 M- Sodium Carboxyethyl-N-Dodecyl Glycinate * N-Lauryl Acetate-N-Iminodiacetic Acid Sodium * N-Lauryl Acetyl-N-Iminyl Dipropionate * Mono (poly Oxyethylene (3) lauryl amine ether) methane carboxylic acid 3 5 10-5 5 5 mono (polyoxyethylene (6) fatty amide amine ether) methane carboxylic acid (acyl group: C12 / C14 = 75/25)-- -5---Pure water balance balance balance balance balance balance balance cH 倌 R.1 R.0 RiO R.1 6.0 R.0 R.0 Storage spike qualitative (5¾) 〇〇〇〇〇〇〇 丵 擵 力 uoom D 〇 〇〇〇〇 ◎ (1) foaming power 〇 ◎ ◎ 〇〇〇 ◎ comfortable to use (2) Characterization of foam spikes ◎ ◎ ◎ 〇 ◎ 〇〇 (3) Foam breaks during washing ◎!; ◎ ◎ 〇 ◎ ◎ ○ © [4) Mao m wiped out the waterlogging exhibition 1 〇1 〇〇〇〇〇 Note): It can exist in K monosalt, disalt or a mixture of both. -57- (Please read the precautions on the back of the form and then fill out this page) This paper scale is applicable to the Chinese National Standard (CNS) A4 specification (210X297 mm) A7 ^^ 2468 B7 5. Invention description (55) Table 6 Central Ministry of Economy Printed by the Bureau of Standards and Staff Consumer Cooperative

Taishen product m parts 15 1R 4 5 f) 7 3 Sodium N-carboxyethyl-N-dodecyl glycylglycine * N-carboxyethyl-N-dodecyl glycylglycine potassium β N-Carboxyethyl-N-dodecanoylglycine triethanolamine salt * N-Carboxyethyl-N-dodecanoylglycine spermine salt "------- Sodium N-carboxyethyl-N-tetradecanoylglycine * 20 20-----Sodium N-lauroyl-N-iminodiacetate *--20 15 20--N-laurel Acetyl-N-iminodipropionate sodium *-----20-Mono (polyoxyethylene (3) lauryl amine ether) Methane carboxylic acid 5-5 10-5 25 Mono (polyoxyethylene (6 ) Fatty amide ether) Methane carboxylic acid (vine base: C12 / C14 = 75/25)-5--5--Pure water balance balance balance balance balance balance balance dH 倌 fi.O R.0 5.9 RtQ fi.O f), 1 Storage stability (5tO, 〇〇XXXX 〇 Foam strength (40 ° C) © 〇XXX △ Δ (1) Foaming power ◎ ◎ XXXX Δ Use comfort (2) Foam stability ◎ ◎ XXX △ X (3) Foam breaks during moisturizing ◎ ◎ XX △ XX f4) Hair "ft squeezed dry slush 15 15 ◎ XX △ X 1 X Note): It can exist in single salt, double salt, or a mixture of both. —5 8 _ (please read the notes on the back and fill in this page) This paper size is applicable to China National Standard (CNS) A4 ( 210X297mm) A7 ^ 22468 B7____ 5. Description of the invention (56)-(Please read the precautions on the back before filling in this page) The cleaner compound of the present invention, as shown in Tables 5 and 6, is excellent The storage ear qualitative, foaming power and use comfort. Furthermore, it is also excellent in detergency> and has little stimulation to the skin streamer. The following describes examples of blends of the detergent composition of the present invention. Substance review example 7 (whole body cleansing remuneration). Component (1) N-carboxyethyl-N-dodecyl acetyl group-20¾ by weight sodium glycinate Λ (2) Mono (polyoxyethylene (2) fat Acetaminophen) 5 sodium salt of methane carboxylic acid * (Acyl group: C12 / C14 = 75/25) (3) Methyl cellulose 0.1 (4) Perfume 0.5 (5) Ethanol 3 ⑴ 妹 7k _____ ^ J | _ Total 100¾ by weight Φ It can exist in single salt, di-salt or a mixed form. Preparation method Printed copies (1) and (2) of the employee consumer cooperative of the Central Bureau of Standards of the Ministry of Economy are added to hot pure water (6) And dissolved therein. After the generated aqueous solution is cooled, the parts (3) to (5) are added, so that a transparent liquid detergent composition can be obtained. The output value of the aqueous solution is diluted by 10 times K water to 6,5 〇 When the liquid detergent composition is used to clean Pi Yong and hair, the detergent composition is excellent in foaming power and moisturizing power , And have a sense of cleanliness when used -59- This paper scale is applicable to the Chinese National Standard (CNS) A4 specification (210X297 mm). The A7 B7__i 'Issued date and month description (57) and convenience printed by the Central Consumer ’s Bureau of the Ministry of Economic Affairs of China Use comfort. At the same time, the stimulation to Piru is very low, and its storage spike quality is also excellent. (8) M-carboxyethyl-M-dodecanoyl-glycine (2) N-carboxyethyl-N-tetradecanoyl-glycine Acid (3) Arginine (4) Lactic acid (polyoxyethylene 4) sodium salt of lauryl ether methane carboxylic acid ¢ 5) lauryl dimethylamine oxide (6) perfume iZL · m. Yk_ 100% total The preparation method of recalculating the sister part (3) and the sister parts (1) and (2) followed by Burma are added to the hot pure water (7), and K can be neutralized and dissolved. After the resulting aqueous solution is cooled, the sister parts (4) to (6) are added to it to obtain a transparent liquid cleaner sister compound. The use of the obtained liquid detergent cleaning compound has proved that the cleaning compound cleaning compound has excellent foaming power and moisturizing power, and it has a clean feeling and no tightness after drying. It is also very comfortable to use. good. m Example 5 Make the sister parts of the detergent compositions shown in Tables 7 and 8 at the ratio of 15 ¾ by weight 8 5 Balance I -------- • Install ------ book ------ Line • (Please read the precautions on the back before filling in this page) -60- The paper size is applicable to the Chinese National Standard (CNS) A4 specification (210 X 297mm) A7 B7 Explanation (π) is evenly blended, and the value of the resulting mixture is adjusted with hydrochloric acid. The value of each cleaner's sister compound, M water is rare, 50 ml of the aqueous solution generated by 10 times of Shengji Shishi release, and then M25t: the use of p_l4 Η 0 "Lba (produced)) to determine. The storage spike qualitative, foaming power, and comfort of use of the cleaning agent sister compound. The evaluation method is the same as that of Test Example 3. The results are shown in Tables 7 and 8 I— I—. ^ 1 ί----^^^ ^ 1 (^ I -----1 n ^ i \ V, vs (please read the precautions on the back before filling out this page) The paper standard printed by the Employee Consumer Cooperative of the Central Standards Bureau of the Ministry of Economic Affairs is applicable to the Chinese National Standard ( CNS) A4 specification (210X297 mm) ΑΊ Printed by the Staff Consumer Cooperative of the Central Bureau of Standards of the Ministry of Economic Affairs 322468 Β7 V. Invention description (59)

Table 7 Shuiyin β production characteristics η m 17 18 19 20? 1 23 23 sodium carboxyethyl-N-dodecyl glycylglycine * 22 20 20 20--N-carboxyethyl-N-dodec Potassium Alkyl Glycinate *----20--N-Carboxyethyl Dodecane Glycylic Acid Triethanolamine Salt *-----20-N-Bromoethyl-N-Dodecane Acetylglycine spermine salt 〃------20 N-Carboxyethyltetradecyl acetylglycine sodium laurate * sodium lauryl-N-imino diacetate * sodium lauryl-N -Sodium laminyl dipropionate " Lauryl monoethanolamide 3 5---5 5 Lauryl diethanolamide--5-5--Coconut fatty acid diethanolamide--5--- Blunt water balance balance balance balance balance balance balance cH R-0 R.0 R.0 R.0 R.0 R.0 R.0 storage stability (5¾) 〇〇〇〇〇〇〇 Ban Xuan tlUOf!) 〇Ρ 〇〇 ◎ 〇〇 (1) foaming power ◎ ◎ ◎ © ◎ ○ ◎ comfortable to use (2) foam stability 〇 ◎ ◎ ◎ ◎ ○ ◎ (3) foam breakage during washing ◎ ◎ ◎ ◎ ◎ 〇 〇ί4) Use Mao Γϋ 梃 to see the sense of waterlogging 〇〇〇Q 〇 〇 D Note) *: K monosalt, disalt or a mixture of the two can exist. — 62— (Please read the precautions on the back before filling in this page) The paper size of the book for the line book is applicable to the Chinese National Standard (CNS) A4 (210X297mm) A7 B7 printed by the Staff Consumer Cooperative of the Central Bureau of Standards of the Ministry of Economic Affairs V. Description of the invention (6〇) Table 8: too much product hh compared to the product m part m 9Λ 25 Q 10 11 1P. Sodium carboxyethyl-N-dodecyl glycylglycine *------N- 狻Potassium ethyl-N-dodecylglycylglycine *------Carboxyethyl-N-dodecylglycine triethanolamine salt *------N-carboxyethyl -N-dodecyl glycidyl spermine salt β------Μ-carboxyethyl-Ν-tetradecyl glycylglycine sodium * 20 20----Ν-laurel Acetyl-Ν-iminodiacetic acid sodium "--20 20 20-Ν-lauroyl-Ν-iminodipropionate sodium-----20 Lauryl monoethanolamide--5 --5 Lauryl diethanolamide 5--5--Coconut fatty acid diethanolamide-5--5-M 7k Balance balance balance balance balance balance dH fi.O R.0 R.0 R.0 R.0 Storage spike characterization (5¾) 〇〇XXXX IB foam power uo〇 〇〇XXX Λ α) Foaming power 〇〇XXX △ Use comfort (2) Foam stability ◎ 0 XXX △ (3) Foam breaking property during rinsing © ◎ △ △ △ △ u) Wipe dry with hair m Jianxiqing 5® Wei ◎ 〇 Δ XX △ Note) *: It can exist in K mono-salt, di-salt or a mixture of both. (Please read the precautions on the back before filling in this page) Binding · Threading-63-This paper scale is applicable to the Chinese National Standard (CNS) A4 specification (210X297 mm) Employee consumption cooperation du printing 322468 of the Central Standards Bureau of the Ministry of Economic Affairs A7 B7 V. Description of the invention (61) The cleaning agent composition of the present invention can be clearly seen from the results of Tables 7 and 8, and its storage scale, tartar power, and use comfort are all excellent. In addition, its detergency is also excellent. * The skin irritation is quite small. The following describes examples of blends of the cleansing compound of the present invention. Regulated substance control example 9 (whole body cleansing remuneration) sister part (1) N-carboxyethyl-N-dodecanoyl- 15¾ by weight sodium glycinate β (2) Ν-carboxyethyl-Ν- Tetradecyl acetyl-5 sodium glycinate = * (3) Lauryl diethanolamide 5 (4) Methyl cellulose 0.1 (5) Perfume 0.5 (6) Ethanol 3 (7) m 7k_ balance total 1 0 0% by weight «: It can exist in K mono-salt, di-salt or a mixture of both. Preparation method Add the parts (1) and (2) to the hot passive water (7) and dissolve them. After that, sister parts (3) to (6) are added and mixed with it. The cooling of the resulting aqueous solution is available as a transparent liquid cleaner compound (full body cleaner). The output value of the aqueous solution, K, is diluted 10 times to 6.0. When the liquid cleaner obtained is used for cleaning skin temples and hair, the cleaner has excellent foaming and moisturizing power, and has a clean feeling and extremely comfortable use. Same as -64- This paper scale applies the Chinese National Standard (CNS) A4 specification (210X297mm) --------- 1 Packing ------ Order ------ Spicy. (Please first (Read the precautions on the back and then fill out this page) 322468 ΑΊ ___ Β7__ 5. The description of the invention (62) has very low stimulation to the skin and excellent storage stability. Harmonic substance window 1 〇 (bleached part Qingying towards η (sister) (1) Ν-carboxyethyl-Ν-dodecyl acetyl-12% by weight of glycine acid (2) Ν-carboxyethyl -Ν-tetradecane acetyl- 8 glycine (3) arginine 8 (4) coconut fatty acid monoethanolamide 5 (5) glycerol 10 (6) perfume 0.5 m sister water _ ^ Ji_ (please read Zhu) Note on the back and fill in this page} Pei _ Printed by the Beigong Consumer Cooperative of the Central Bureau of Standards of the Ministry of Economics 100 ¾ Preparation method by weight (3) and the next sister parts (1) and (2) are added to the heat In pure water (7), it can be neutralized and dissolved. After that, add the parts (4) and (5) and mix them. After the generated aqueous solution is cooled, add the parts (6) to obtain transparent Liquid cleansing compound (face cleansing agent). The value of the aqueous solution is diluted by 10 times K water to 6.0. The obtained face cleansing agent is used to clean the face and proves to have excellent foaming power and moisturizing. Powerful, clean feeling and no tightness after drying. The comfort is also excellent. At the same time, the stimulation to the skin is small and the storage stability is also good. This specification is based on the Japanese patent filed on March 29, 1994 Case No. 6-58853, It has been listed as a reference for the invention in its entirety. -65--*-ιτ -Line. This paper scale is applicable to the Chinese National Standard (CNS) Α4 specification (210 Χ297 mm) A7 B7 V. Description of the invention (65) is obvious Based on the above teachings * Many modifications and changes of the present invention are possible. Therefore, it should be understood that within the scope of the attached patent application, the present invention can also be implemented outside of the specific indications here. -------- -* -¾ clothing ------ 1T ------ 0. (Please read the notes on the back before filling out this page) Printed by the Consumer Cooperative of the Central Bureau of Standards of the Ministry of Economic Affairs -66 This paper size is for China National Standard (CNS) A4 specification (210X297mm)

Claims (1)

Be. Ministry of Economic Affairs, Central Standards Bureau, Employee Consumer Cooperative Printed Month 6 years 6 C8 case please correct φ Xiuliwei special model number Li 89 special 27 please 10 application 84f: 1 medium 4.2 2 8 8 88 ABCD VI. Application Supplement the glycine derivative represented by the following formula (1) CO "l2 co2m. (1) where R is a straight bond burning group of 11 to 13 carbon atoms and ^ and ^ may be the same or different from each other, and each independently is a hydrogen atom, a metal detector atom, 1/2 (alkaline earth metal atom), Group, mono-alcohol thief group with 1 to 22 carbon atoms, dioxin alcohol saddle group with 2 to 22 carbon atoms' trialkylammonium group with 3 to 22 carbon atoms, or protonation test Amino acid. 2. The Glycine Derivatives of Item 1 of the root patent application, where R is a straight bond alkyl group of 11 to 13 carbon atoms, which are the same or different from each other, and are each independently a hydrogen atom, a nano atom, Potassium atom, 1/2 (continuous atom), ammonium group * monoethanolammonium group, diethanolammonium group or triethanolammonium group. 3. The glycine derivative according to item 1 of the patent application scope * wherein R is a straight-chain alkyl group having 11 to 13 carbon atoms, and L and 2 are the same or different from each other * and each independently is a hydrogen atom, Nano atom, potassium atom or ammonium group. 4. A glycine derivative represented by the following formula (2): (2) (Please read the precautions on the back before filling in this page) This paper scale is applicable to the Chinese National Standard (CNS) A4 specification (210X297 company director) A8 B8 C8 D8 Patent application scope 5. Among which R is Η to 13 Straight-chain alkyl group of carbon atoms, and Mα is a gas atom, gold-detecting atom, 1/2 (alkaline earth metal atom), ammonium group, monoalkanol ammonium group with 1 to 22 pseudo-carbon atoms, a total of 2 to 22 carbons Atomic Two-Synthetic Fermented Saddle® 'Trialkanol ammonium groups with a total of 3 to 22 carbon atoms, or protonated test amino acids. ~ Plant the glycine derivative represented by the following formula (3) · ΗΝ C 0 2 Μ 2coai (3) (Please read the precautions on the back before filling in this education) J where 1 and "may be the same or different from each other, and Each is independently a hydrogen atom, an alkali gold halide atom, 1/2 (alkaline earth gold halide atom), an ammonium group, a monoalkanol ammonium group of 1 to 22 carbon atoms, and a total of 2 to 22 carbon atoms of alkanolammonium The trialkyl ammonium group with a total of 3 to 22 carbon atoms * or a protonated basic amine acid. 6. Order ~ plant the glycine derivative represented by the following formula (4): HN CN C02M (4) Printed by the Staff Consumer Cooperative of the Central Bureau of Standards of the Ministry of Economic Affairs, where 1 is a hydrogen atom, an alkali metal atom, 1/2 (alkaline earth metal atom), a thief group * a monoalkanol ammonium group with 1 to 22 carbon atoms, a total of 2 to 22 Diakanol ammonium groups of carbon atoms, trikanol ammonium groups of 3 to 22 carbon atoms in total, or protonated basic amino acids. The paper size is applicable to the Chinese National Standard (CNS) A4 specification (210X297 mm) A8 B8 C8 'D8 printed by the Employee Consumer Cooperative of the Central Bureau of Standards of the Ministry of Economic Affairs 6. The scope of patent application 7.-Preparation of the following formula (1) Glycine derivatives Method: 'c〇2m2 C02M, (1) c where R is a straight-chain alkyl group of 11 to 13 carbon atoms, and Mi and "may be the same or different from each other, and each is independently a hydrogen atom, a metal atom, 1 / 2 (alkaline earth metal atom), ammonium group, monoalkanol ammonium group of 1 to 22 carbon atoms, dialkanol ammonium group of total 2 to 22 carbon atoms, trialkanol saddle of total 3 to 22 carbon atoms Group, or a protonated basic amino acid, this method includes hydrolyzing the cyano group of the glycine derivative of formula (2), and salt exchange R, CO2M1 (2) as required. Where R and h are as above Text-like definition. 8. A method for preparing the glycine derivative of the following formula (1): r ^^ C02M2 R \ ^ \ ^ C〇2M, ⑴T 0 -3-322468 (please read the precautions on the back before filling this page) Pack · *? Τ This paper scale is applicable to the Chinese National Standard (CNS) Μ specification (210Χ297mm). The scope of patent application 9. A8 B8 C8 D8 where R is a straight alkyl group of 11 to 13 carbon atoms, and L and 1 ^ 2 may be the same or different from each other, and each independently is a hydrogen atom, an alkali metal atom, 1/2 (alkaline earth metal atom), an ammonium group, a monoalkanol ammonium group of 1 to 22 carbon atoms, a total of 2 to 22 A dialkanol ammonium group of carbon atoms, a trialkanol ammonium group of 3 to 22 carbon atoms in total, or a protonated basic amino acid. This method includes reacting a glycine derivative of the following formula (3): HN C 0 2 Μ 2coai (3) where Μι and each are defined as above, and the acyl chloride of the following formula (6), if necessary, salt exchange RC0C 1 (6) where R is defined as above. -A method for preparing the glycyrrhetic acid derivative of the following formula (2): CN (please read the precautions on the back before filling in this page) Order V1 C〇2M printed by the Consumer Cooperative of the Central Standards Bureau of the Ministry of Economic Affairs (2) where R is a straight-chain hedyl group of 11 to 13 carbon atoms, and I is a hydrogen atom, an alkali metal atom, 1/2 (alkaline earth metal atom), an ammonium group, a monoalkanol ammonium group of 1 to 22 carbon atoms, a total of Dialkanol saddle groups with 2 to 22 carbon atoms, this paper uses the Chinese National Standard (CNS) A4 specifications (210 > < 297 mm) A8 322468 I 6. Patent application range 10. Total 3 to 22 Trialkylammonium group of carbon atom, or protonated test amino acid, this method includes reacting the glycine derivative represented by the following formula (4): HN CNC02M, (4) where Μ, as defined above , With the acyl radical represented by the following formula (6), perform salt exchange RC0C1 (6) as required, where R is as defined above. A method for preparing the glycine derivative of the following formula (3): ΗΝ C02M2 c〇2m (3) (Please read the precautions on the back before filling out this page) Printed by the Employee Consumer Cooperative of the Central Bureau of Economics of the Ministry of Economy ^ and 2 may be the same or different from each other, and each independently is a hydrogen atom, an alkali metal atom '1/2 (alkaline earth gold tantalum atom), an ammonium group, a monoalkanol ammonium group of 1 to 22 carbon atoms, a total of 2 to 22 Dialkyl ammonium group of carbon atom, trialkylol ammonium group of 3 to 22 carbon atoms in total, or protonated basic amino acid * This method includes hydrolysis of the glycine acid derivative represented by formula (4) Cyanide group, salt exchange as needed: -5 This paper size is applicable to China National Standard (CNS) A4 specification (210X297mm) 322468 Patent scope A8 B8 C8 D8 HN CNC02M (4) where "is defined as above. 11. A method of producing glycine derivatives of the following formula (4) HN CNC02M; ⑷ (please read the precautions on the back before filling this page) where" is hydrogen Atom, alkali gold atom, ι / 2 (alkaline earth gold atom), arsonyl 'monoalkanol ammonium group with 1 to 22 carbon atoms, total dialkanol ammonium group with 2 to 22 carbon atoms, total 3 to 22-carbon atom trisynol ammonium group, or protonated basic amino acid, this method includes the glycine acid or its salt represented by reaction formula (5) and acrylonitrile: H2N C02Ma (5) where 1 is as above Generic definition. 12. A method for preparing the glycine derivative of the following formula (2): Printed by the Staff Consumer Cooperative of the Central Bureau of Standards of the Ministry of Economic Affairs (2). Where R is a linear alkyl group of up to 13 carbon atoms, and Mi is a hydrogen atom, alkali metal atom> 1/2 (Silk metal atom), ammonium group , 1 to 22 ton of carbon-based paper scale is applicable to China National Standard (CNS) A4 specification (210X297 mm) A8 ^ 22468 The Ministry of Economic Affairs Central Standards Bureau employee consumer cooperatives print the monoalkanol ammonium group for the patent scope of translation A dialkanol ammonium group with 2 to 22 carbon atoms, a high-alkanol ammonium group with a total of 3 to 22 carbon atoms, or a protonated alkaline limb enzyme. This formula includes the glycine acid represented by the reaction formula (5) or its salt HaH COzMi (5) where Mi is as defined above and acrylonitrile to produce the glycine derivative represented by the formula (4): HN CN C02M, (4) where 1 is as defined above, and the glycine derivative represented by the formula (4) and the guanidinium chloride represented by the formula (6), if necessary, perform salt exchange: RC 0 C 1 (6) where R is as defined above. 13. A method for preparing the glycine derivative of the following formula (1): (1) where R is a linear alkyl group of 11 to 13 carbon atoms, and Mi and! 42 may be the same or different from each other and are independently hydrogen atoms, alkali metal atoms, the paper size is applicable to the Chinese National Standard (CNS) A4 specifications (210X297 mm) (please read the precautions on the back before filling this page) 522468 A8 B8 C8 D8 Patent application range 1/2 (alkaline earth gold ruthenium atom), ammonium group, monoalkanol ammonium group with 1 to 22 carbon atoms, total diammonium ammonium group with 2 to 2 carbon atoms, total 3 to 22-carbon atom trialkylammonium group, or protonated basic amino acid, this method includes the glycine acid represented by the reaction formula (5) or its salt: (5) where ^ is as defined above, and propylene Nitrile K generates the glycine derivative represented by formula (4): (4) where 1 is as defined above, and the cyano group of the glycine derivative represented by formula (4) is hydrolyzed, and salt exchange is performed as necessary. 14. A method for preparing the glycine derivative represented by the following formula (3): (3) (Please read the precautions on the back before filling out this page) Printed by the Ministry of Economic Affairs Central Standards Bureau Employee Consumer Cooperatives where ^ and ^ 12 may be the same or different from each other, and are independently hydrogen atom, age gold Atom, 1/2 (Atomic gold atom) * Stealing group, monoalkanase group with 1 to 22 carbon atoms, dialkylammonium group with 2 to 22 carbon atoms, 3 to 22 carbon atoms in total The trialkylol ammonium group, or protonated basic amino acid, the paper size is applicable to the Chinese National Standard (CNS) A4 specification (210 X 297 mm) A8 B8 322468 g8s Patent application This method includes the glycine acid represented by the reaction formula (5) or its salt: H2H ^ COaMa (5) where I is as defined above * and the glycine represented by the formula (4) is generated with acrylonitrile K Acid derivatives ⑷ where ^ is as defined above and the cyano group of the glycine derivative represented by formula (4) is hydrolyzed, and salt exchange is performed as necessary. 15. A method for preparing the glycine derivative represented by the following formula (1): In — ^ ϋ HI I ^^^ 1 ^^^ 1 ^^^ 1 —B ^ i aj. Shizhi HI 1-- -^^^ 1 (, T (please read the notes on the back before filling this page) C 0 2 Μ 2C02M, ⑴ Printed by the Staff Consumer Cooperative of the Central Bureau of Standards of the Ministry of Economic Affairs where R is a straight alkyl group of 11 to 13 carbon atoms * and h and "may be the same or different from each other, and each independently is a hydrogen atom, Alkali gold atoms, 1/2 (alkaline earth gold atoms), ammonium groups, monoalkanol ammonium groups with 1 to 22 carbon atoms, dialkanolammonium groups with 2 to 22 carbon atoms, 3 to 2 in total A trialkylol ammonium group with one carbon atom, or a protonated basic amino acid. This method includes the glycine acid or salt represented by the trans-formula (5): H2N C02Ma (5) The paper scale applies to the Chinese national standard ( CNS) A4 specification (210X297 mm) Patent scope A8 B8 C8 D8 where Μι is defined as above, and the glycine acid derivative ΗΝ CNC02M represented by formula (4) represented by propylene navel Μ; (4) where Μι is as above Definitions, the glycine derivative represented by the reaction formula (4) and the acetyl chloride RCOC1 represented by the formula (6) (6) where R is as defined above * salt exchange is performed as required to generate the formula (2) Glycine derivatives: YA 'CNC02M (2) J outfit-(please read the precautions on the back before filling in this page), vs. Printed by the Beigong Consumer Cooperative of the Central Standards Bureau of the Ministry of Economic Affairs, where R and Μα are defined as above, and the hydrolysis formula ( 2) The cyano group of the representative glycine derivative is subjected to salt exchange if necessary. 16. A method for preparing the glycine derivative represented by the following formula (1): YC 0 2 Μ 2C02M (1) 10-The paper size is applicable to the Chinese National Standard (CNS) A4 specification (210Χ297 mm) 322468 Α8 Β8 C8 D8 VI. Scope of patent application Printed by an employee consumer cooperative of the Central Bureau of Standards of the Ministry of Economy where R is a linear alkyl group of 11 to 13 carbon atoms, and Μα and < 2 may be the same or different from each other and are independent The ground is a hydrogen atom, an alkali metal atom, 1./2 (alkaline earth gold ruthenium atom), an ammonium group, a monoalkanol ammonium group with 1 to 22 carbon atoms, and a dialkanolammonium group with 2 to 22 carbon atoms in total, There are a total of 3 to 22 carbon / sub-trialkanol ammonium groups, or protonated basic alkaloid acids. This method includes the glycine acid or its salt represented by reaction formula (5): H2N, C Ο 2 Μ τ (5) where 1 is as defined above, and acrylonitrile and κ form the glycine derivative represented by the following formula (4): co2m, ⑷ where Μα is defined as above and hydrolyzes the glycine represented by the formula (4) The cyano group of the derivative may be subjected to salt exchange as needed, and κ forms the glycine derivative represented by formula (3) / ^ .. co2m2C〇2M, (3) where Μα And "each is defined as above, and the glycyrrhizic acid derivative represented by the reaction formula (3) and the acetyl group -11 represented by the formula (6)-This paper scale adopts the Chinese National Standard (CNS> A4 specification (210XW7 ) (Please read the notes on the back before filling in this page), and 322468 A8 B8 C8 D8 apply for the scope of patent for radon, and then conduct salt exchange as required: RCOC 1 where R is as defined above. 17. —Clean The sister compound 'contains the glycine derivative represented by the following formula (1): (6) V (1) Printed by the Employee Consumer Cooperative of the Central Bureau of Standards of the Ministry of Economic Affairs where R is a direct bond pavilion with 11 to 13 carbon atoms or different from each other, and each is independently hydrogen (1/2) 1 to ammonium group, a trialkylol ammonium group with a total of 2 to 22 carbon atoms, a dialkanol atom, or a protonated base 18, the cleaning agent according to item 17 of the patent application has a sugar represented by the following formula (7) Surfactant: R1- (〇R2) »-Gn (7) where R1 is a straight or branched alkenyl group of 8 to 18 carbon atoms or a straight or branched carbon atom, or a substituted phenyl group with a branched alkyl group , R2 is a 2 group, G is derived from a radix with 5 to 6 carbon atoms, 0 to 10, and η is a number 1 to 10. 19. The cleaning agent base of the 17th patent application scope * and ^ and Μ2 can be the same, the gold test Yuanyuan, 22 / carbon atom monoalkanol ammonium group, a total of 3 to 22 destructive amines Base acid. Sister compound, which further contains a branched alkyl group, 8 to 18 straight carbon residues of 8 to 18 carbon atoms or up to 4 carbon atoms, m is the number of sister compounds, which further contains ^ irI d (please read the precautions on the back and fill in this book) 12 The paper size is applicable to the Chinese National Standard (CNS) A4 specification (210X297mm) Printed by the Ministry of Economic Affairs Central Bureau of Standards, A8 B8 C8 D8. The scope of patent application includes ether type acetic acid surfactant represented by the following formula (8): R3-Z- (CH2CH2〇) 1 -CHzCOaX (8) wherein R3 is a straight or branched alkyl group of 5 to 21 carbon atoms, or Straight or branched alkenyl groups of 5 to 21 carbon atoms, Z is a group represented by the formula: -0-, or a group represented by the formula: -C0HH-, X is a hydrogen atom, an alkali gold atom, 1/2 (Alkaline earth gold tantalum atom), ammonium group, monoalkanol ammonium group of 1 to 22 carbon atoms, dialkanol ammonium group of total 2 to 22 carbon atoms, trialkanol ammonium group of total 3 to 22 carbon atoms , Or a protonated basic amino acid, and i is the number 2 to 15. 20. The cleaning agent compound of item 17 of Genzao ’s patent scope, which further includes fatty acid amide derivatives represented by the following formula (9): R4C0-N-R5 (9) Re where R4 is 7 to 21 Straight or branched alkyl groups of carbon atoms, and RB and Re may be the same or different from each other, and are each independently a hydrogen atom, an alkyl group of 1 to 3 carbon atoms, a hydroxyalkyl group of 1 to 3 carbon atoms, or Formula:-(C2H4〇UH represents the group (where k is the number 2 to 4). 21. A detergent compound, which contains the glycine derivative represented by the following formula (2): I ^^ CN (2) where R is a linear alkyl group with 11 to 13 carbon atoms, and I is a hydrogen atom, -13-This paper uses the Chinese National Standard (CNS) A4 specification (210X297 mm) (please read first Note on the back and then fill out this page) Binding · Order 322468 χ, patent application scope alkali metal atom * 1/2 (alkaline earth metal atom), ammonium group, 1 to 22 carbon * base amine ammonium alcohol base bis Proton proton or carbon, a base 22 ammonium to alcohol 2 alkane a total of three, the base proton ammonium alcohol alkane a single 22 to a child 3 0 Proto acid -------- 1 ' - (Please read the back of the precautions to fill out this page) Order Ministry of Economic Affairs Bureau of Standards Employees Co-op 4 a printed paper scale Bu with the Chinese National Standards (CNS) A4 size (210 X 297 mm)