CN106317295B - Nano-particle size enteric acrylic resin emulsion and preparation method and application thereof - Google Patents
Nano-particle size enteric acrylic resin emulsion and preparation method and application thereof Download PDFInfo
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- C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
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Abstract
The invention relates to the technical field of medicines, in particular to a nano-particle size enteric acrylic resin emulsion and a preparation method and application thereof, wherein the preparation method comprises the following steps: s1, stirring and mixing a certain amount of ethyl acrylate, methacrylic acid, a compound emulsifier, an initiator, a chain transfer agent and water for 1.5 hours to obtain a pre-emulsified emulsion; s2, adding a certain amount of ethyl acrylate, methacrylic acid, a compound emulsifier, an initiator, a chain transfer agent and water into a reactor, heating to 75-80 ℃, and reacting for 20-40min to obtain a seed emulsion; s3, dropwise adding the pre-emulsified emulsion into the seed emulsion, carrying out heat preservation reaction for 1h after the dropwise adding is finished, cooling, discharging, and filtering with a 200-mesh filter screen to obtain the enteric acrylic resin emulsion with the nano particle size. The average grain diameter of the nano-grain diameter enteric acrylic resin emulsion is 80-110nm, and the omeprazole enteric-coated pellets prepared by adopting the nano-grain diameter enteric-coated acrylic resin emulsion have excellent acid resistance, release degree and long-term storage stability.
Description
Technical Field
The invention relates to the technical field of medicines, in particular to a nano-particle size enteric acrylic resin emulsion and a preparation method and application thereof.
Background
With the rapid development of medical technology, the water-based medical coating material is simple and convenient and is more and more concerned by people due to no pollution. The emulsion of the acrylic resin emulsion is unstable due to too large particle size, and the pellet prepared from the acrylic resin emulsion serving as the enteric layer has unsmooth surface and is easy to have the phenomena of slag falling and the like, so that the enteric layer of the pellet cannot be completely coated, and when the medicine reaches the stomach, the medicine is damaged due to gastric acid, and the treatment effect of the medicine is reduced. The acrylic resin emulsion with low particle size has stable emulsion performance, and the omeprazole enteric-coated pellets prepared from the acrylic resin emulsion have good acid resistance, excellent release degree and long-term storage stability, so that the omeprazole enteric-coated pellets are widely applied.
Disclosure of Invention
The invention aims to solve the technical problems and provides a nano-particle size enteric acrylic resin emulsion, a preparation method and application thereof, wherein the average particle size of the nano-particle size enteric acrylic resin emulsion is 80-110nm, and an omeprazole enteric pellet prepared from the nano-particle size enteric acrylic resin emulsion has excellent acid resistance, release degree and long-term storage stability.
In order to solve the problems, the invention adopts the following technical scheme:
a preparation method of enteric acrylic resin emulsion with nano particle size is characterized by comprising the following steps:
s1, stirring and mixing 62.7-89.4 parts by weight of ethyl acrylate, 73-97.3 parts by weight of methacrylic acid, 2.4-22.5 parts by weight of composite emulsifier, 0.24-0.75 part by weight of initiator, 0.12-0.35 part by weight of chain transfer agent and 230-290 parts by weight of water for 1.5h to obtain pre-emulsified emulsion;
s2, adding 10.6-17.3 parts by weight of ethyl acrylate, 2.7-7 parts by weight of methacrylic acid, 0.8-7.5 parts by weight of composite emulsifier, 0.08-0.25 part by weight of initiator, 0.36-1.05 parts by weight of chain transfer agent and 220 parts by weight of 120-membered and 220 parts by weight of water into a reactor, heating to 75-80 ℃, and reacting for 20-40min to obtain a seed emulsion;
s3, dropwise adding the pre-emulsified emulsion into the seed emulsion, carrying out heat preservation reaction for 1h after the dropwise adding is finished, cooling, discharging, and filtering with a 200-mesh filter screen to obtain the enteric acrylic resin emulsion with the nano particle size.
Further, in step S1, the mixture was stirred at a rotation speed of 1200 rad/min.
Further, the step S1 is to mix and stir in an emulsification tank.
Further, the mass ratio of the ethyl acrylate to the methacrylic acid in the step S2 is 2-5: 1.
further, the mass concentration of the seed emulsion in the step S2 is 7-15%.
Further, the dropping speed of the pre-emulsified emulsion in the step S3 is 0.48-0.62 mL/min.
Further, the water is purified water.
An enteric acrylic resin emulsion with a nano-particle size is prepared by the preparation method.
Further, the average particle size of the nano-particle size enteric acrylic resin emulsion is 80-110nm, and the maximum particle size is not more than 180 nm.
The application of the nano-particle size enteric acrylic resin emulsion is used for preparing omeprazole enteric pellets.
Further, the preparation method of the omeprazole enteric-coated pellet comprises the following steps: adding the nano-particle size enteric acrylic resin emulsion into the mixed solution to obtain an enteric coating solution with the mass concentration of 15%, and preparing the omeprazole enteric pellet by adopting a fluidized bed coating technology, wherein the mixed solution is a mixed aqueous solution containing triethyl citrate with the mass concentration of 1% and talcum powder with the mass concentration of 2.4%.
Compared with the prior art, the enteric acrylic resin emulsion with the nano particle size, the preparation method and the application thereof have the outstanding characteristics and excellent effects that:
1. the average particle size of the nano-particle size enteric acrylic resin emulsion is 80-110nm, and the omeprazole enteric-coated pellet prepared from the nano-particle size enteric-coated acrylic resin emulsion has excellent acid resistance, release degree and long-term storage stability.
2. The preparation method is simple, high in efficiency and low in cost, and the prepared nano-particle size enteric acrylic resin emulsion is excellent in performance and has important significance in promoting application development of omeprazole enteric pellets.
Detailed Description
The present invention will be described in further detail with reference to specific embodiments, but it should not be construed that the scope of the present invention is limited to the following examples. Various substitutions and alterations can be made by those skilled in the art and by conventional means without departing from the spirit of the method of the invention described above.
Example 1
An enteric acrylic resin emulsion with nano-particle size:
s1, adding 3 parts by weight of compound emulsifier, 0.25 part by weight of initiator, 0.13 part by weight of chain transfer agent and 230 parts by weight of water into an emulsification tank, stirring and dissolving, adding 62.7 parts by weight of ethyl acrylate and 76.5 parts by weight of methacrylic acid at normal temperature and the rotation speed of 1200rad/min, and stirring and mixing for 1.5 hours to obtain pre-emulsified emulsion;
s2, adding 17.3 parts by weight of ethyl acrylate, 3.5 parts by weight of methacrylic acid, 0.8 part by weight of composite emulsifier, 0.08 part by weight of initiator, 0.36 part by weight of chain transfer agent and 120 parts by weight of water into a reactor, heating to 75 ℃, and reacting for 40min to obtain seed emulsion;
s3, dropwise adding the pre-emulsified emulsion into the seed emulsion at a dropping speed of 0.48mL/min, carrying out heat preservation reaction for 1h after the dropwise adding is finished, cooling, discharging, and filtering with a 200-mesh filter screen to obtain the nano-particle size enteric acrylic resin emulsion.
Example 2
An enteric acrylic resin emulsion with nano-particle size:
s1, adding 22.5 parts by weight of compound emulsifier, 0.4 part by weight of initiator, 0.35 part by weight of chain transfer agent and 250 parts by weight of water into an emulsification tank, stirring and dissolving, adding 89.4 parts by weight of ethyl acrylate and 94.6 parts by weight of methacrylic acid at normal temperature and at the rotating speed of 1200rad/min, and stirring and mixing for 1.5 hours to obtain pre-emulsified emulsion;
s2, adding 10.6 parts by weight of ethyl acrylate, 5.4 parts by weight of methacrylic acid, 7.5 parts by weight of compound emulsifier, 0.25 part by weight of initiator, 1.05 parts by weight of chain transfer agent and 120 parts by weight of water into a reactor, heating to 80 ℃, and reacting for 30min to obtain seed emulsion;
s3, dropwise adding the pre-emulsified emulsion into the seed emulsion at a dropping speed of 0.62mL/min, carrying out heat preservation reaction for 1h after the dropwise adding is finished, cooling, discharging, and filtering with a 200-mesh filter screen to obtain the enteric acrylic resin emulsion with the nano particle size.
Example 3
An enteric acrylic resin emulsion with nano-particle size:
s1, adding 3 parts by weight of compound emulsifier, 0.24 part by weight of initiator, 0.14 part by weight of chain transfer agent and 240 parts by weight of water into an emulsification tank, stirring and dissolving, adding 66.2 parts by weight of ethyl acrylate and 73 parts by weight of methacrylic acid at normal temperature and the rotation speed of 1200rad/min, and stirring and mixing for 1.5 hours to obtain pre-emulsified emulsion;
s2, adding 13.8 parts by weight of ethyl acrylate, 7 parts by weight of methacrylic acid, 0.9 part by weight of composite emulsifier, 0.09 part by weight of initiator, 0.36 part by weight of chain transfer agent and 120 parts by weight of water into a reactor, heating to 78 ℃, and reacting for 30min to obtain seed emulsion;
s3, dropwise adding the pre-emulsified emulsion into the seed emulsion at a dropping speed of 0.49mL/min, carrying out heat preservation reaction for 1h after the dropwise adding is finished, cooling, discharging, and filtering with a 200-mesh filter screen to obtain the nano-particle size enteric acrylic resin emulsion.
Example 4
An enteric acrylic resin emulsion with nano-particle size:
s1, adding 23.5 parts by weight of compound emulsifier, 0.5 part by weight of initiator, 0.35 part by weight of chain transfer agent and 250 parts by weight of water into an emulsification tank, stirring and dissolving, adding 86.7 parts by weight of ethyl acrylate and 97.3 parts by weight of methacrylic acid at normal temperature and at the rotating speed of 1200rad/min, and stirring and mixing for 1.5 hours to obtain pre-emulsified emulsion;
s2, adding 13.3 parts by weight of ethyl acrylate, 2.7 parts by weight of methacrylic acid, 6.5 parts by weight of composite emulsifier, 0.2 part by weight of initiator, 1 part by weight of chain transfer agent and 120 parts by weight of water into a reactor, heating to 78 ℃, and reacting for 30min to obtain seed emulsion;
s3, dropwise adding the pre-emulsified emulsion into the seed emulsion at a dropping speed of 0.49mL/min, carrying out heat preservation reaction for 1h after the dropwise adding is finished, cooling, discharging, and filtering with a 200-mesh filter screen to obtain the nano-particle size enteric acrylic resin emulsion.
Example 5
An enteric acrylic resin emulsion with nano-particle size:
s1, adding 2.4 parts by weight of compound emulsifier, 0.24 part by weight of initiator, 0.12 part by weight of chain transfer agent and 237.1 parts by weight of water into an emulsification tank, stirring and dissolving, adding 70.25 parts by weight of ethyl acrylate and 75.35 parts by weight of methacrylic acid at normal temperature and the rotation speed of 1200rad/min, and stirring and mixing for 1.5 hours to obtain pre-emulsified emulsion;
s2, adding 9.75 parts by weight of ethyl acrylate, 4.65 parts by weight of methacrylic acid, 0.8 part by weight of composite emulsifier, 0.08 part by weight of initiator, 0.36 part by weight of chain transfer agent and 125.6 parts by weight of water into a reactor, heating to 78 ℃, and reacting for 30min to obtain seed emulsion;
s3, dropwise adding the pre-emulsified emulsion into the seed emulsion at a dropping speed of 0.49mL/min, carrying out heat preservation reaction for 1h after the dropwise adding is finished, cooling, discharging, and filtering with a 200-mesh filter screen to obtain the nano-particle size enteric acrylic resin emulsion.
Example 6
An enteric acrylic resin emulsion with nano-particle size:
s1, adding 5.4 parts by weight of compound emulsifier, 0.55 part by weight of initiator, 0.23 part by weight of chain transfer agent and 258.98 parts by weight of water into an emulsification tank, stirring and dissolving, adding 74.6 parts by weight of ethyl acrylate and 85.6 parts by weight of methacrylic acid at normal temperature and at the rotation speed of 1200rad/min, and stirring and mixing for 1.5 hours to obtain pre-emulsified emulsion;
s2, adding 15.4 parts by weight of ethyl acrylate, 4.4 parts by weight of methacrylic acid, 1.8 parts by weight of compound emulsifier, 0.18 part by weight of initiator, 0.67 part by weight of chain transfer agent and 181.64 parts by weight of water into a reactor, heating to 78 ℃, and reacting for 30min to obtain seed emulsion;
s3, dropwise adding the pre-emulsified emulsion into the seed emulsion at a dropping speed of 0.56mL/min, carrying out heat preservation reaction for 1h after the dropwise adding is finished, cooling, discharging, and filtering with a 200-mesh filter screen to obtain the nano-particle size enteric acrylic resin emulsion.
Example 7
An enteric acrylic resin emulsion with nano-particle size:
s1, adding 22.75 parts by weight of compound emulsifier, 0.4 part by weight of initiator, 0.35 part by weight of chain transfer agent and 249.05 parts by weight of water into an emulsification tank, stirring and dissolving, adding 85.1 parts by weight of ethyl acrylate and 96.9 parts by weight of methacrylic acid at normal temperature and at the rotation speed of 1200rad/min, and stirring and mixing for 1.5 hours to obtain pre-emulsified emulsion;
s2, adding 14.9 parts by weight of ethyl acrylate, 3.1 parts by weight of methacrylic acid, 7.25 parts by weight of compound emulsifier, 0.25 part by weight of initiator, 1.05 parts by weight of chain transfer agent and 217.65 parts by weight of water into a reactor, heating to 78 ℃, and reacting for 30min to obtain seed emulsion;
s3, dropwise adding the pre-emulsified emulsion into the seed emulsion at a dropping speed of 0.62mL/min, carrying out heat preservation reaction for 1h after the dropwise adding is finished, cooling, discharging, and filtering with a 200-mesh filter screen to obtain the enteric acrylic resin emulsion with the nano particle size.
The fundamental physical and chemical properties of the enteric acrylic resin emulsion with a nano-particle size obtained in example 6 were tested, and the test results are shown in table 1:
TABLE 1 EXAMPLE 6 basic physicochemical Properties of enteric acrylic resin emulsion with nanometer particle size
Adding the enteric acrylic resin emulsion with the nano-particle size obtained in the embodiment 6 into a mixed solution to obtain an enteric coating solution with the mass concentration of 15%, and preparing an omeprazole enteric pellet by adopting a fluidized bed coating technology, wherein the mixed solution is a mixed aqueous solution containing triethyl citrate with the mass concentration of 1% and talcum powder with the mass concentration of 2.4%; a batch of samples are extracted from the prepared omeprazole enteric capsule according to the standard of the omeprazole enteric capsule in Chinese pharmacopoeia, 6 granules are extracted immediately for testing the acid resistance and the release degree, the omeprazole enteric capsule is stored for a long time under the conditions of the temperature (25 +/-2) DEG C and the relative humidity (60 +/-5%), and the acid resistance and the release degree are tested every three months, so that the long-term storage stability of the capsule is observed, and the result is shown in table 2:
TABLE 2 acid resistance, release rate and long-term storage stability of omeprazole enteric pellets
| Index (I) | Acid resistance is more than or equal to 90 percent | The release degree is more than or equal to 80 percent |
| 0 month | 96.85％ | 89.4％ |
| 3 months old | 97.12％ | 89.92％ |
| 6 months old | 97.26％ | 90.14％ |
| 9 months old | 97.31％ | 90.26％ |
| 12 months old | 97.36％ | 90.44％ |
| 15 months old | 97.33％ | 90.39％ |
| 18 months old | 97.35％ | 90.29％ |
As can be seen from Table 1, the average particle size of the enteric acrylic resin emulsion is 86nm, and the maximum particle size in the test is not more than 180nm, so that the nano-scale is achieved. As can be seen from table 2, the omeprazole enteric capsule has less fluctuation in acid resistance and release rate under long-term storage, satisfies the limits specified in the standards, and thus has excellent long-term storage stability.
Claims (6)
1. A preparation method of enteric acrylic resin emulsion with nano particle size is characterized by comprising the following steps:
s1, adding 5.4 parts by weight of compound emulsifier, 0.55 part by weight of initiator, 0.23 part by weight of chain transfer agent and 258.98 parts by weight of water into an emulsification tank, stirring and dissolving, adding 74.6 parts by weight of ethyl acrylate and 85.6 parts by weight of methacrylic acid at normal temperature and at the rotation speed of 1200rad/min, and stirring and mixing for 1.5 hours to obtain pre-emulsified emulsion;
s2, adding 15.4 parts by weight of ethyl acrylate, 4.4 parts by weight of methacrylic acid, 1.8 parts by weight of compound emulsifier, 0.18 part by weight of initiator, 0.67 part by weight of chain transfer agent and 181.64 parts by weight of water into a reactor, heating to 78 ℃, and reacting for 30min to obtain seed emulsion;
s3, dropwise adding the pre-emulsified emulsion into the seed emulsion at a dropping speed of 0.56mL/min, carrying out heat preservation reaction for 1h after the dropwise adding is finished, cooling, discharging, and filtering with a 200-mesh filter screen to obtain the nano-particle size enteric acrylic resin emulsion.
2. The method for preparing the enteric acrylic resin emulsion with nanometer particle size according to claim 1, wherein the water is purified water.
3. An enteric acrylic resin emulsion having a nano particle diameter, which is prepared by the preparation method according to any one of claims 1 to 2.
4. The enteric acrylic resin emulsion of claim 3, wherein the average particle size of the enteric acrylic resin emulsion of nanometer particle size is 80-110nm, and the maximum particle size is not more than 180 nm.
5. Use of the nano-sized enteric acrylic resin emulsion according to claim 3, wherein the nano-sized enteric acrylic resin emulsion is used for preparing omeprazole enteric pellets.
6. The use of the nano-sized enteric acrylic resin emulsion according to claim 5, wherein the preparation of the omeprazole enteric micropills comprises the following steps: adding the nano-particle size enteric acrylic resin emulsion into the mixed solution to obtain an enteric coating solution with the mass concentration of 15%, and preparing the omeprazole enteric pellets by adopting a fluidized bed coating technology, wherein the mixed solution is a mixed aqueous solution containing triethyl citrate with the mass concentration of 1% and talcum powder with the mass concentration of 2.4%.
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| CN101050256A (en) * | 2007-04-25 | 2007-10-10 | 上海大学 | Method for preparing water-soluble resin latex in acrylic acid series in use for intestine soluble coating material for medication |
| CN103059214A (en) * | 2013-01-30 | 2013-04-24 | 河北省科学院能源研究所 | Enteric-coated pharmaceutic adjuvant polymethacrylate emulsion and preparation method thereof |
| CN104650283A (en) * | 2015-02-13 | 2015-05-27 | 温州小伦包衣技术有限公司 | Preparation method and application of medicinal aqueous acrylic resin aqueous dispersion and product produced from medicinal aqueous acrylic resin aqueous dispersion |
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| US5416157A (en) * | 1993-09-09 | 1995-05-16 | Eastman Chemical Company | Process for improving mechanical shear stability of acrylic enteric polymers |
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| CN101050256A (en) * | 2007-04-25 | 2007-10-10 | 上海大学 | Method for preparing water-soluble resin latex in acrylic acid series in use for intestine soluble coating material for medication |
| CN103059214A (en) * | 2013-01-30 | 2013-04-24 | 河北省科学院能源研究所 | Enteric-coated pharmaceutic adjuvant polymethacrylate emulsion and preparation method thereof |
| CN104650283A (en) * | 2015-02-13 | 2015-05-27 | 温州小伦包衣技术有限公司 | Preparation method and application of medicinal aqueous acrylic resin aqueous dispersion and product produced from medicinal aqueous acrylic resin aqueous dispersion |
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