CN101696247A - Method for preparing moisturizing agent N-maleylation-O-carboxymethyl chitosan - Google Patents
Method for preparing moisturizing agent N-maleylation-O-carboxymethyl chitosan Download PDFInfo
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- CN101696247A CN101696247A CN200910186301A CN200910186301A CN101696247A CN 101696247 A CN101696247 A CN 101696247A CN 200910186301 A CN200910186301 A CN 200910186301A CN 200910186301 A CN200910186301 A CN 200910186301A CN 101696247 A CN101696247 A CN 101696247A
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- maleylation
- carboxymethyl chitosan
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Abstract
The invention discloses a method for preparing a moisturizing agent N-maleylation-O-carboxymethyl chitosan, which is characterized by comprising the following steps: weighing 2 grams of O-carboxymethyl chitosan, putting the O-carboxymethyl chitosan in a reactor, adding 90 milliliters of acetic acid solution of which volume fraction is 3 percent into the reactor, stirring the mixture to dissolve for 1 hour till forming homogeneous phase solution, weighing maleic anhydride in a molar ratio of 1 to 1 with the O-carboxymethyl chitosan again, then dissolving the maleic anhydride in 5 milliliters of acetone, adding the solution into the reactor by stirring, and reacting the mixture for 15 hours at room temperature; and purifying the product by using the acetone, and drying the purified product in a vacuum constant temperature drying oven at the temperature of 50 DEG C to obtain N-maleylation-O-carboxymethyl chitosan. The method has the advantages that the moisturizing agent N-maleylation-O-carboxymethyl chitosan has better safety and bioactivity compared with other moisturizing agents and has broad market demands.
Description
Technical field
The present invention relates to a kind of wetting Agent for Printing Inks N-maleylation-O-Preparation of Carboxymethylchitosan method.
Background technology
Chitosan and derivative thereof are as a kind of biomacromolecule, have good water-absorbent and water-retentivity, add in the makeup and not only can provide nutritive ingredient such as collagen protein etc. to skin, but also can be filled in the dry and cracked seam of epidermis generation, with ceramide effect in the epidermal lipid rete, the final sum epidermis grows up to one, and it can also stimulate the reproduction speed of accelerating epidermic cell, to reach delaying senility, to modify the effect of improving looks.Chitosan and derivative thereof also have the germ resistance that hyaluronic acid does not have, and are applicable in the production of makeup such as various moisturizers, shampoo, mousse, ointment, bathing agents, cleansing milk, can replace the first-selection of hyaluronic acid as cosmetic humectant fully.
The O-cm-chitosan is as a kind of derivative of chitosan, has than chitosan excellent characteristic more.
At present, studying more is that O-hydrocarbylation and O-are carboxylated, and the research of N-acidylate seldom.The N-acylation reaction of utilizing maleic anhydride and O-cm-chitosan to take place is carried out water-soluble modification to the O-cm-chitosan, further at-NH
2Base has been introduced carboxyl, and (COOH) hydrophilic radical, the N-that makes maleylation-O-cm-chitosan are a kind of novel water-solubility chitosan derivatives, and its superior moisture absorption, moisture retention will be more widely used at cosmetic field.
Summary of the invention
The object of the present invention is to provide a kind of wetting Agent for Printing Inks N-maleylation-O-Preparation of Carboxymethylchitosan method; this method is utilized the reactive behavior of amino and hydroxyl; on the chitosan structure unit, introduce more carboxyl (COOH) hydrophilic radical; developed a kind of novel water-solubility chitosan derivative; improved its moisture retention, thereby enlarged their application at cosmetic field.
The present invention is achieved like this, it is characterized in that method steps is: take by weighing 2g O-cm-chitosan and place reactor, the acetum 90ml that adds volume fraction 3%, stir dissolving 1h down, to forming homogeneous phase solution, taking by weighing with O-cm-chitosan mol ratio is 1: 1 maleic anhydride again, then maleic anhydride is dissolved in 5ml acetone, add in the reactor under stirring, at room temperature react 15h; Product is purified with acetone, and dries in 50 ℃ vacuum constant temperature loft drier, promptly gets N-maleylation-O-cm-chitosan.
Reaction formula of the present invention is:
O-cm-chitosan of the present invention, its preparation method is: take by weighing the 20g chitosan and be dipped in the 400ml Virahol, add certain density KOH solution (23g KOH is dissolved in the 20mL deionized water), soak more than 5 hours.Under the room temperature condition, adding Mono Chloro Acetic Acid slowly (the 10g Mono Chloro Acetic Acid is dissolved in the 20mL deionized water), stirring reaction 5h.Reaction discards Virahol after finishing, and product is dissolved in water, and transfers pH to 8 with HCl solution, adds ethanol and separates out precipitation, and precipitation is used 95% ethanol, absolute ethanol washing respectively, and vacuum-drying under 60 ℃ of constant temperature promptly gets the O-cm-chitosan.Reaction formula is:
Advantage of the present invention is: the reactive behavior of utilizing amino and hydroxyl, on the chitosan structure unit, introduce more carboxyl (COOH) hydrophilic radical, developed a kind of novel water-solubility chitosan derivative, improved its moisture retention, thereby enlarged their application at cosmetic field.In humidity is (under 20 ℃ of the room temperatures) in 29% environment, and the rate of preserving moisture of 4h, 24h and 48h product is respectively 54.3%, 43.5% and 42.2%, and the following test of the equal conditions rate of preserving moisture is glycerine and O-cm-chitosan 2-3 a times.N-maleylation-O-cm-chitosan is natural modified product, has compared better security and biological activity with other wetting Agent for Printing Inkss, and the market requirement is widely arranged.
Embodiment
(1) O-Preparation of Carboxymethylchitosan
Concrete grammar is as follows: take by weighing the 20g chitosan and be dipped in the 400ml Virahol, add certain density KOH solution (23g KOH is dissolved in the 20mL deionized water), soak more than 5 hours.Under the room temperature condition, adding Mono Chloro Acetic Acid slowly (the 10g Mono Chloro Acetic Acid is dissolved in the 20mL deionized water), stirring reaction 5h.Reaction discards Virahol after finishing, and product is dissolved in water, and transfers pH to 8 with HCl solution, adds ethanol and separates out precipitation, and precipitation is used 95% ethanol, absolute ethanol washing respectively.Vacuum-drying under 60 ℃ of constant temperature promptly gets the O-cm-chitosan.
(2) target product N-maleylation-O-Preparation of Carboxymethylchitosan
Concrete grammar is as follows: take by weighing above-mentioned product 2g (0.01 mole) in reactor, add acetic acid (HAc) the solution 90ml of 3% (volume fraction), stir dissolving 1h down, to forming homogeneous phase solution; Take by weighing maleic anhydride 1g (0.01 mole) (making it to be dissolved in 5ml acetone) again, add in the reactor under stirring, react 15h down in room temperature (20 ℃); Product is purified with acetone, and dries in 50 ℃ vacuum constant temperature loft drier, promptly gets N-maleylation-O-cm-chitosan.
(3) moisture-absorbing moisture-keeping performance test
Concrete grammar is as follows: adopt the ammonium sulfate saturated solution at ambient temperature, be placed in the airtight small vessels, the relative humidity that can keep in the container is 82%, and the calcium chloride saturated solution can to keep relative humidity be 29%.After the weighing bottle constant weight, the dry mass that weighs up each sample is m
0, dry sample is put in respectively fills (NH
4)
2SO
4In the moisture eliminator of saturated solution (20 ℃, relative humidity=82%), airtight preservation place certain hour (4h, 24h, 48h) after, the quality m of each sample of weighing
nThen according to formula (1), calculate each sample and be 82% o'clock rate of moisture absorption in relative humidity.
Sample after the above-mentioned moisture absorption continued to be positioned over fill CaCl
2In the moisture eliminator of saturated solution (20 ℃, relative humidity=29%), airtight preservation place certain hour (4h, 24h, 48h) after, take by weighing the quality of each sample.Then according to formula (2), calculate each sample and be 29% o'clock the rate of preserving moisture in relative humidity.
In the formula: Hn---for sample is placed water content after preserving moisture;
H
0---for sample is placed the preceding water content of preserving moisture.
Claims (1)
1. wetting Agent for Printing Inks N-maleylation-O-Preparation of Carboxymethylchitosan method, it is characterized in that method steps is: take by weighing 2g O-cm-chitosan and place reactor, the acetum 90ml that adds volume fraction 3%, stir dissolving 1h down, to forming homogeneous phase solution, taking by weighing with O-cm-chitosan mol ratio is 1: 1 maleic anhydride again, then maleic anhydride is dissolved in 5ml acetone, add in the reactor under stirring, at room temperature react 15h; Product is purified with acetone, and dries in 50 ℃ vacuum constant temperature loft drier, promptly gets N-maleylation-O-cm-chitosan.
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN200910186301A CN101696247A (en) | 2009-10-23 | 2009-10-23 | Method for preparing moisturizing agent N-maleylation-O-carboxymethyl chitosan |
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| CN200910186301A CN101696247A (en) | 2009-10-23 | 2009-10-23 | Method for preparing moisturizing agent N-maleylation-O-carboxymethyl chitosan |
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Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN108547147A (en) * | 2018-04-26 | 2018-09-18 | 海斯摩尔生物科技有限公司 | A method of modified chitosan fiber in the swollen state |
| CN108822233A (en) * | 2018-07-05 | 2018-11-16 | 陕西科技大学 | A kind of hydroxypropyl sugar derivatives and preparation method thereof |
| CN108914327A (en) * | 2018-07-18 | 2018-11-30 | 广西南宁桂尔创环保科技有限公司 | A kind of antibiotic radiation proof silk fabric and preparation method thereof |
| CN109125181A (en) * | 2018-10-16 | 2019-01-04 | 杨恒智 | Anti-oxidant moisture-keeping composition and its application in anti-aging moisturizing essence |
| CN109157449A (en) * | 2018-10-16 | 2019-01-08 | 杨恒智 | Anti-aging moisturizing essence and its preparation process |
-
2009
- 2009-10-23 CN CN200910186301A patent/CN101696247A/en active Pending
Cited By (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN108547147A (en) * | 2018-04-26 | 2018-09-18 | 海斯摩尔生物科技有限公司 | A method of modified chitosan fiber in the swollen state |
| CN108547147B (en) * | 2018-04-26 | 2020-05-26 | 海斯摩尔生物科技有限公司 | Method for modifying chitosan fiber in swelling state |
| CN108822233A (en) * | 2018-07-05 | 2018-11-16 | 陕西科技大学 | A kind of hydroxypropyl sugar derivatives and preparation method thereof |
| CN108914327A (en) * | 2018-07-18 | 2018-11-30 | 广西南宁桂尔创环保科技有限公司 | A kind of antibiotic radiation proof silk fabric and preparation method thereof |
| CN109125181A (en) * | 2018-10-16 | 2019-01-04 | 杨恒智 | Anti-oxidant moisture-keeping composition and its application in anti-aging moisturizing essence |
| CN109157449A (en) * | 2018-10-16 | 2019-01-08 | 杨恒智 | Anti-aging moisturizing essence and its preparation process |
| CN109157449B (en) * | 2018-10-16 | 2021-03-12 | 佛山市百分之秀化妆品有限公司 | Anti-aging moisturizing essence and preparation process thereof |
| CN109125181B (en) * | 2018-10-16 | 2021-04-02 | 广东赛尔生物科技有限公司 | Antioxidant moisturizing composition and application thereof in anti-aging moisturizing essence |
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Open date: 20100421 |