CN114181781B - Detergent and bactericide, preparation method and application thereof - Google Patents

Detergent and bactericide, preparation method and application thereof Download PDF

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Publication number
CN114181781B
CN114181781B CN202111602315.XA CN202111602315A CN114181781B CN 114181781 B CN114181781 B CN 114181781B CN 202111602315 A CN202111602315 A CN 202111602315A CN 114181781 B CN114181781 B CN 114181781B
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parts
bactericide
detergent
cationic surfactant
preparation
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CN114181781A (en
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张海
钟宜坤
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Shandong Fusite Oil Technology Co ltd
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    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/38Cationic compounds
    • C11D1/65Mixtures of anionic with cationic compounds
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D295/00Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
    • C07D295/04Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms
    • C07D295/12Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly or doubly bound nitrogen atoms
    • C07D295/125Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly or doubly bound nitrogen atoms with the ring nitrogen atoms and the substituent nitrogen atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings
    • C07D295/13Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly or doubly bound nitrogen atoms with the ring nitrogen atoms and the substituent nitrogen atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings to an acyclic saturated chain
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16Organic compounds
    • C11D3/20Organic compounds containing oxygen
    • C11D3/2075Carboxylic acids-salts thereof
    • C11D3/2079Monocarboxylic acids-salts thereof
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16Organic compounds
    • C11D3/26Organic compounds containing nitrogen
    • C11D3/30Amines; Substituted amines ; Quaternized amines
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16Organic compounds
    • C11D3/26Organic compounds containing nitrogen
    • C11D3/32Amides; Substituted amides
    • C11D3/323Amides; Substituted amides urea or derivatives thereof
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/48Medical, disinfecting agents, disinfecting, antibacterial, germicidal or antimicrobial compositions
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/02Anionic compounds
    • C11D1/12Sulfonic acids or sulfuric acid esters; Salts thereof
    • C11D1/22Sulfonic acids or sulfuric acid esters; Salts thereof derived from aromatic compounds
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/38Cationic compounds
    • C11D1/58Heterocyclic compounds
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/38Cationic compounds
    • C11D1/62Quaternary ammonium compounds

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Wood Science & Technology (AREA)
  • Health & Medical Sciences (AREA)
  • Emergency Medicine (AREA)
  • Detergent Compositions (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)

Abstract

The invention provides a washing efficient bactericide, a preparation method and application thereof, wherein the washing efficient bactericide adopts the combination of yin and yang ions, has the concentration lower than that of the bactericide commonly used in the market, has a broad-spectrum antibacterial effect, can improve the drug resistance problem faced by the products in the market at present, and has the characteristics of strong detergency, low foam and easiness in flushing. The invention also provides glycosyl amide morpholine cationic surfactant and a preparation method thereof, and indicates the application of the glycosyl amide morpholine cationic surfactant as a component in a washing bactericide.

Description

Detergent and bactericide, preparation method and application thereof
Technical Field
The invention belongs to the technical field of daily chemical product washing, and particularly relates to an anion-cation synergistic efficient bactericide, a preparation method and application thereof.
Background
The detergent industry not only plays an indispensable role in good life, but also is indispensable in major social disasters and sudden public health events.
The disinfectant and bactericide can be classified into an oxidizing bactericide and a non-oxidizing bactericide according to their mechanism of action. The main products of the oxidative bactericide are generally chlorine-containing and peroxide preparations, and the conventional products comprise sodium hypochlorite (84 disinfectant), chlorine dioxide, peracetic acid and the like, so that the oxidative bactericide has the advantages of strong bactericidal power, easily available raw materials and simplicity in use. However, firstly, the preparation can generate strong stimulation and oxidation corrosion to skin, respiratory tract mucous membrane and eyes of human body in the production and use process, and secondly, the preparation is generally used independently and is difficult to be used for preparing the washing products with sterilization function, and the preparation has the problems of short shelf life, expiration failure, how to treat and the like when being used as a commodity. The non-oxidizing bactericide includes non-oxidizing compounds such as alcohols (alcohols), organic aldehydes, quaternary ammonium salts, and biguanides. Alcohol is a flammable and volatile liquid at normal temperature, and its vapor can form an explosive mixture with air. Quaternary ammonium salts are becoming more and more important as a bactericide which is safe, efficient, colorless, odorless, nonflammable and nonvolatile. However, the conventional quaternary ammonium salt bactericide has drug resistance after long-term use and has single type of bacteria killing. Therefore, it is important to develop a novel high-efficiency bactericide which has long sterilization period, broad-spectrum antibiosis, low use concentration and capability of preventing bacteria from generating drug resistance.
Disclosure of Invention
The invention aims to provide a washing efficient bactericide which is capable of preventing drug resistance, long in sterilization period, broad-spectrum in antibacterial property and low in use concentration and a preparation method thereof.
In order to achieve the above purpose, the technical scheme adopted by the invention is as follows:
the invention provides a washing bactericide which comprises the following components in parts by weight:
2-3 parts of glycosyl amide morpholine cationic surfactant, 0.5-1 part of sodium dodecyl benzene sulfonate, 2-3 parts of hydroxyethyl didecyl quaternary ammonium salt, 2-3 parts of dodecyl dimethyl benzyl ammonium chloride, 1-2 parts of ammonium poise Li Lv (polyquaternium-1), 2-3 parts of cocoanut biguanide acetate, 3-4 parts of sodium acetate and the balance of deionized water.
Preferably, the total amount of parts by weight is 100 parts.
The invention provides a glycosyl amide morpholine cationic surfactant, which has the structural formula:
wherein n is 8-12.
A process for the preparation of glycosyl amide morpholinium cationic surfactant (n=10):
into a 500mL three-necked round bottom flask equipped with a thermometer and bulb condenser was charged 21.7g (151 mmol) of N-aminopropylmorpholine, 26.7g (150 mmol) of gluconolactone, and 200mL of methanol. Reflux reaction, reaction for 5h, and standing and cooling. The solvent was distilled off by a rotary evaporator, and the obtained product was washed with diethyl ether 3 times to obtain 46.81g of an intermediate in 96.69% yield.
16.1g (0.05 mol) of intermediate, 12.7g (0.051 mol) of bromododecane and 150mL of acetone are introduced into an autoclave and reacted at 120℃for 48h. Cooled to room temperature, the solvent was distilled off by a rotary evaporator, and the obtained product was washed with diethyl ether 3 times to obtain 26.5g of the product in 92.01% yield.
When n is 8, 9, 11 and 12, the reactant is replaced by bromododecane to obtain the corresponding bromoalkane, and other conditions are unchanged, so that the corresponding glycosylamide morpholine cationic surfactant can be obtained.
The general cationic surfactant and the anionic surfactant can generate precipitate after being compounded, so that the respective effects are lost, and the glycosyl amide morpholine cationic surfactant breaks through the common knowledge in the prior art and has good compatibility with the anionic surfactant. The following table shows:
transmittance of different mole ratio compound system
n 1 Glycosyl amide morpholine cationic surfactant; n is n 2 Sodium dodecyl benzene sulfonate
Further, the structural formula of the hydroxyethyl didecyl quaternary ammonium salt is as follows:
the invention provides a preparation method of a washing bactericide, which is characterized by comprising the following steps:
1) Preparation of liquid a: uniformly mixing the glycosyl amide morpholine cationic surfactant with water, adding sodium dodecyl benzene sulfonate, and stirring to form uniform and transparent liquid A;
2) Preparation of liquid B: uniformly mixing hydroxyethyl didecyl quaternary ammonium salt with water, adding dodecyl dimethyl benzyl ammonium chloride, uniformly mixing, then adding poise Li Lv ammonium and cocoanut biguanide acetate, and stirring to form transparent liquid B;
3) Preparation of a detergent and bactericide: adding the liquid A into the liquid B, adding sodium acetate, and stirring uniformly to obtain the washing bactericide.
Further, the preparation method of the detergent and the bactericide comprises the following specific steps:
at 50-60 ℃, deionized water accounting for 50% of the total water content of the bactericide and glycosyl amide morpholine cationic surfactant are uniformly mixed, sodium dodecyl benzene sulfonate is added under stirring, and uniform and transparent liquid A is formed under stirring.
At 50-60 ℃, deionized water accounting for 50% of the total water content of the bactericide and hydroxyethyl didecyl quaternary ammonium salt are uniformly mixed, dodecyl dimethyl benzyl ammonium chloride is added under stirring to be uniformly mixed, then, the poise Li Lv ammonium (polyquaternium-1) and cocoanut biguanide acetate are added, and transparent liquid B is formed after uniform stirring. And then slowly adding the liquid A into the liquid B under the stirring condition to form uniform and transparent liquid, finally adding sodium acetate, stirring uniformly, and cooling to room temperature to obtain the anion-cation synergistic efficient washing bactericide.
The invention provides an application of a washing bactericide in washing and/or sterilization.
The invention provides an application of glycosyl amide morpholine cationic surfactant in washing and/or sterilization.
The beneficial effects are that:
compared with the prior art, the invention has the following advantages:
1. the invention adopts the synergistic effect of the combination of anions and cations, thereby improving the sterilization effect of the washing sterilizing agent.
2. The use concentration of the anion-cation synergistic efficient detergent bactericide is lower than that of the common bactericides in the market, so that the product is safer and more environment-friendly.
3. The anionic and cationic synergistic efficient detergent and bactericide has broad-spectrum antibacterial effect and good bactericidal rate on various common bacteria.
4. The anion-cation synergistic efficient detergent and bactericide has a long sterilization period, and can improve the drug resistance problem of products in the current market.
5. The anionic and cationic synergistic efficient detergent and bactericide has the advantages of high-efficiency sterilization effect, strong detergency, low foam and easy flushing.
Drawings
FIG. 1 is a foam performance chart;
fig. 2 is a 1HNMR diagram of a glycosyl amide morpholine cationic surfactant (n=10).
The specific embodiment is as follows:
the present invention is further illustrated below with reference to examples, which are provided only to illustrate the present invention and are not intended to limit the scope of the present invention.
Embodiment 1:
deionized water and glycosyl amide morpholine cationic surfactant (n=10) in an amount of 50% of the total water were mixed uniformly at 50 ℃, sodium dodecyl benzene sulfonate was added under stirring, and a uniform transparent liquid a was formed under stirring.
At 50 ℃, deionized water with 50% of total water and hydroxyethyl didecyl quaternary ammonium salt are uniformly mixed, dodecyl dimethyl benzyl ammonium chloride is added under stirring to uniformly mix, then, poise Li Lv ammonium (polyquaternary ammonium salt-1) and cocoanut biguanide acetate are added, and transparent liquid B is formed after uniform stirring. Then slowly adding the liquid A into the liquid B under the stirring condition to form uniform and transparent liquid, finally adding sodium acetate, uniformly stirring, cooling to room temperature, and discharging.
Embodiment 2:
deionized water and glycosyl amide morpholine cationic surfactant (n=10) in an amount of 50% of the total water were mixed uniformly at 60 ℃, sodium dodecyl benzene sulfonate was added under stirring, and a uniform transparent liquid a was formed under stirring.
At 60 ℃, deionized water with 50% of total water and hydroxyethyl didecyl quaternary ammonium salt are uniformly mixed, dodecyl dimethyl benzyl ammonium chloride is added under stirring to uniformly mix, then, poise Li Lv ammonium (polyquaternary ammonium salt-1) and cocoanut biguanide acetate are added, and transparent liquid B is formed after uniform stirring. Then slowly adding the liquid A into the liquid B under the stirring condition to form uniform and transparent liquid, finally adding sodium acetate, uniformly stirring, cooling to room temperature, and discharging.
Embodiment 3:
deionized water and glycosyl amide morpholine cationic surfactant (n=10) in an amount of 50% of the total water were mixed uniformly at 55 ℃, sodium dodecylbenzenesulfonate was added with stirring, and a uniform transparent liquid a was formed with stirring.
At 55 ℃, deionized water with 50% of total water and hydroxyethyl didecyl quaternary ammonium salt are uniformly mixed, dodecyl dimethyl benzyl ammonium chloride is added under stirring to uniformly mix, then, the poise Li Lv ammonium (polyquaternary ammonium salt-1) and cocoanut biguanide acetate are added, and transparent liquid B is formed after uniform stirring. Then slowly adding the liquid A into the liquid B under the stirring condition to form uniform and transparent liquid, finally adding sodium acetate, uniformly stirring, cooling to room temperature, and discharging.
The results of the sterilization rate test at a sample concentration of 20ppm prepared in the above example are shown in Table 1:
table 1 table of bactericidal properties
The sterilization result is obtained according to the evaluation method of the antibacterial and bacteriostatic effects of the daily chemical products of the national standard QB/T2738-2005 of the people's republic of China. Therefore, as can be seen from the experimental results of the above table, the samples obtained in the examples can achieve high-efficiency sterilization.
Wherein the addition of sodium acetate has the effect of counter ion, so that the product can kill bacteria at lower concentration, and the sterilization rates of staphylococcus aureus and escherichia coli are 88.3% and 79.5% respectively when the concentration of the product of the example 1 is 20ppm without sodium acetate.
If sodium dodecyl benzene sulfonate is not added in example 1, the sterilization rates for staphylococcus aureus and escherichia coli at the product concentration of example 1 of 20ppm are 93.4% and 92.1% respectively, with the other formulations being the same. It is shown that the addition of anionic surfactant also works synergistically and also improves the detergency of the product (Table 2). This is probably because the system of the combination of the anions and the cations can lead the product to form micelle under lower concentration, thereby being easier to gather around bacteria, leading the concentration of the bactericide around the bacteria to be locally increased and being more beneficial to killing the bacteria.
According to the national standard GB/T13174-2008, the three kinds of dirt cloth test pieces of carbon black, protein and sebum are respectively washed, and compared with standard powder, the decontamination ratio P is calculated. As can be seen from the table, the detergency is higher than that of the conventional bactericide dodecyldimethylbenzyl ammonium chloride, although the washing effect is good without the standard powder. Has better decontamination effect.
Table 2 detergency ratio table
The foam performance of the above products in soft water was tested using the modified Ross-Miles method, with the foam height at 0.5min being the foaming force and the ratio of the foam height at 5min to the foam height at 30s being the foam stability (FIG. 1). As can be seen from fig. 1, the foaming capacity and foam stabilizing capacity of the three examples products were much lower than those of the commercially available detergents (sodium dodecylbenzenesulfonate, LAS), which are almost bubble-free products. Easy rinsing in the washing process.

Claims (6)

1. The detergent bactericide is characterized by comprising the following components in 100 parts by weight:
2-3 parts of glycosyl amide morpholine cationic surfactant, 0.5-1 part of sodium dodecyl benzene sulfonate, 2-3 parts of hydroxyethyl didecyl quaternary ammonium salt, 2-3 parts of dodecyl dimethyl benzyl ammonium chloride, 1-2 parts of ammonium poise chloride, 2-3 parts of coco biguanide acetate, 3-4 parts of sodium acetate and the balance of water;
the structural formula of the glycosyl amide morpholine cationic surfactant is as follows:
wherein n is 10;
the structural formula of the hydroxyethyl didecyl quaternary ammonium salt is as follows:
2. the detergent disinfectant as set forth in claim 1, which is composed of the following 100 parts by weight:
3 parts of glycosyl amide morpholine cationic surfactant
Sodium dodecyl benzene sulfonate 1 part
Hydroxyethyl didecyl quaternary ammonium salt 3 parts
Dodecyl dimethyl benzyl ammonium chloride 2 parts
Po Li Lv ammonium 1 part
2 parts of coco biguanide acetate
Sodium acetate 3 parts
And the balance of deionized water.
3. The detergent disinfectant as set forth in claim 1, which is composed of the following 100 parts by weight:
2 parts of glycosyl amide morpholine cationic surfactant
Sodium dodecyl benzene sulfonate 0.9 part
Hydroxyethyl didecyl quaternary ammonium salt 2 parts
Dodecyl dimethyl benzyl ammonium chloride 2.1 parts
2 parts of poise Li Lv ammonium
3 parts of cocoanut biguanide acetate
Sodium acetate 4 parts
And the balance of deionized water.
4. The detergent disinfectant as set forth in claim 1, which is composed of the following 100 parts by weight:
2.5 parts of glycosyl amide morpholine cationic surfactant
Sodium dodecyl benzene sulfonate 0.5 part
2.5 parts of hydroxyethyl didecyl quaternary ammonium salt
Dodecyl dimethyl benzyl ammonium chloride 3 parts
Po Li Lv ammonium 1.5 parts
2.5 parts of cocoanut biguanide acetate
Sodium acetate 3.5 parts
And the balance of deionized water.
5. The method for preparing the detergent and bactericidal agent as set forth in claim 1, comprising the steps of:
1) Preparation of liquid a: uniformly mixing the glycosyl amide morpholine cationic surfactant with water, adding sodium dodecyl benzene sulfonate, and stirring to form uniform and transparent liquid A;
2) Preparation of liquid B: uniformly mixing hydroxyethyl didecyl quaternary ammonium salt with water, adding dodecyl dimethyl benzyl ammonium chloride, uniformly mixing, then adding poise Li Lv ammonium and cocoanut biguanide acetate, and stirring to form transparent liquid B;
3) Preparation of a detergent and bactericide: adding the liquid A into the liquid B, adding sodium acetate, and stirring uniformly to obtain the washing bactericide.
6. Use of a detergent fungicide according to claim 1 in the preparation of a detergent and/or fungicide.
CN202111602315.XA 2021-12-24 2021-12-24 Detergent and bactericide, preparation method and application thereof Active CN114181781B (en)

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Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN103013687A (en) * 2012-12-24 2013-04-03 中国船舶重工集团公司第七一八研究所 Foam cleaning disinfectant and preparation method thereof
CN103555450A (en) * 2013-11-05 2014-02-05 中国日用化学工业研究院 Antibacterial decontaminating liquid detergent and preparation method thereof

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN103013687A (en) * 2012-12-24 2013-04-03 中国船舶重工集团公司第七一八研究所 Foam cleaning disinfectant and preparation method thereof
CN103555450A (en) * 2013-11-05 2014-02-05 中国日用化学工业研究院 Antibacterial decontaminating liquid detergent and preparation method thereof

Non-Patent Citations (2)

* Cited by examiner, † Cited by third party
Title
新型糖基酰胺类表面活性剂的合成与性能研究;智丽飞;《中国博士学位论文全文数据库 工程科技Ⅰ辑》;20160115(第1期);第B016-78页 *
新型糖基酰胺阳离子表面活性剂的动态表面张力研究;智丽飞等;《中国化学会第十六届胶体与界面化学会议论文摘要集》;20170731;第33-34页 *

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