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CN114904007A - Method for improving bulk density of carbomer - Google Patents

Method for improving bulk density of carbomer Download PDF

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CN114904007A
CN114904007A CN202210435112.4A CN202210435112A CN114904007A CN 114904007 A CN114904007 A CN 114904007A CN 202210435112 A CN202210435112 A CN 202210435112A CN 114904007 A CN114904007 A CN 114904007A
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carbomer
bulk density
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CN114904007B (en
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沈惠
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Nanjing Zihong Biotechnology Co ltd
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    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
    • A61K47/30—Macromolecular organic or inorganic compounds, e.g. inorganic polyphosphates
    • A61K47/32—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds, e.g. carbomers, poly(meth)acrylates, or polyvinyl pyrrolidone
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/81—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
    • A61K8/8141—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
    • A61K8/8147—Homopolymers or copolymers of acids; Metal or ammonium salts thereof, e.g. crotonic acid, (meth)acrylic acid; Compositions of derivatives of such polymers
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K9/00—Medicinal preparations characterised by special physical form
    • A61K9/20—Pills, tablets, discs, rods
    • A61K9/2004—Excipients; Inactive ingredients
    • A61K9/2022—Organic macromolecular compounds
    • A61K9/2027—Organic macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds, e.g. polyvinyl pyrrolidone, poly(meth)acrylates
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00—Preparations for care of the skin
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/10—General cosmetic use

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  • Adhesives Or Adhesive Processes (AREA)

Abstract

The invention belongs to the field of polymers, and particularly relates to a method for improving the bulk density of carbomer, which comprises the steps of mixing carbomer and an adhesive solution, and then granulating to obtain carbomer particles; the adhesive solution is a solution composed of a linear acrylic polymer and an organic solvent. The carbomer particles obtained based on the method only increase the bulk density of the carbomer and reduce the soaking time, have no change or influence on other properties of the carbomer, such as viscosity and the like, and have positive significance on the application of the carbomer by increasing the bulk density of the carbomer and reducing the soaking time.

Description

Method for improving bulk density of carbomer
Technical Field
The invention belongs to the field of polymers, and particularly relates to a method for improving the bulk density of carbomer and carbomer particles.
Background
ZL201510231919.6 discloses a novel pharmaceutic adjuvant hot melt granulation technique of controlled release agent, specifically is a carbomer hot melt granulation method, through heating powdered carbomer to between wax granule melting point and carbomer glass transition temperature, then through adding the wax granule of predetermined particle size, can make carbomer evenly adhere to wax material particle surface gradually through the low-speed stirring to form novel carbomer controlled release agent pharmaceutic adjuvant. Because the particle size of the particles formed by the carbomer and the waxy material is related to the particle size of the waxy material, and the particle size of the waxy material is controllable, the particle size of the carbomer particles can be regulated and controlled finally.
This solution solves the problem of too low a bulk density of carbomer.
However, this approach introduces waxy particles, which is limited for the use of carbomer resins in other fields.
The technical problem that the present scheme will solve is: how to increase the bulk density of the carbomer resin without introducing additional monomers.
Disclosure of Invention
The invention aims to provide a method for improving the bulk density of carbomer, and carbomer particles obtained based on the method have high bulk density, do not introduce other monomers, and basically have no influence on light transmittance and viscosity.
Meanwhile, the invention also discloses carbomer particles.
The technical scheme of the invention is as follows:
a method for improving bulk density of carbomer comprises mixing carbomer and binder solution, and granulating to obtain carbomer granule;
the adhesive solution is a solution composed of a linear acrylic polymer and an organic solvent.
Preferably, the content of the linear acrylic polymer in the adhesive solution is 0.1-5 wt%, and the organic solvent is a combination of two or more of ethyl acetate, cyclohexane, n-hexane, methyl acetate, n-butanol, isobutanol, n-propanol, isopropanol, ethanol and acetone.
Preferably, the linear acrylic polymer is prepared by the following method:
1 part of acrylic acid, 3-10 parts of organic solvent and 0.003-0.01 part of initiator by weight, and reacting at 40-78 ℃.
Or 1 part of acrylic acid, 3 to 10 parts of water and 0.003 to 0.01 part of initiator by weight, and reacting at 40 to 78 ℃.
Preferably, the granulation method comprises the following steps:
spraying the adhesive solution into carbomer powder, stirring, swinging, and rolling to obtain wet granule, vacuum drying the wet granule to obtain dry granule, and sieving to obtain product with desired particle size or pulverizing and sieving to obtain product;
or soaking carbomer powder in a binder solution, stirring and heating to 25-40 ℃, forming granules in the carbomer powder solution, filtering wet granules, drying in vacuum to obtain dry granules, and sieving the dry granules to obtain a product with the required particle size or crushing and sieving to obtain the product.
Preferably, if the adhesive solution is sprayed into the carbomer powder to realize granulation, the weight ratio of the amount of the acrylic linear polymer in the adhesive solution to the weight of the carbomer is 0.01-0.2: 100, the weight ratio of the adhesive solution to the carbomer is 0.5-2: 1;
if the carbomer powder is soaked in the adhesive solution to realize granulation, the weight ratio of the amount of the acrylic linear polymer in the adhesive solution to the weight of the carbomer is 0.05-0.5: 100, the weight ratio of the adhesive solution to the carbomer is 3-6: 1.
in use, we have found that any acceptable amount, concentration, of binder can be used in the protocol of the invention to increase the bulk density of the carbomer, with varying limits, and therefore the invention is not limited to the preferred ranges described above with respect to the concentration, amount of binder solution.
Preferably, the granulated particles are sieved or crushed and sieved to obtain sieved materials with different particle sizes.
Preferably, the linear acrylic polymer is a linear polymer with acrylic acid as a repeating unit, or a linear copolymer formed by acrylic acid and at least one of acrylate monomers, methacrylic acid and methacrylate monomers, wherein the content of acrylic acid in the linear copolymer is not less than 90 wt% in terms of dry matter.
Meanwhile, the invention also discloses carbomer particles with high bulk density, which are prepared by adopting any one of the methods; the bulk density is 0.3-0.8 g/ml.
Preferably, the particle size is 20 to 200 mesh.
The invention has the following beneficial effects:
the solution containing the linear acrylic polymer is adopted to granulate the carbomer, the carbomer can be gathered around the linear acrylic polymer, the linear acrylic polymer can play a role in adhesion, static electricity among carbomer powder is eliminated, the bulk density of the carbomer is improved, and the bulk density of the obtained carbomer particles has certain correlation with the type and concentration of the solvent of the acrylic linear polymer.
The invention has the advantages that:
1. by eliminating the static electricity of the carbomer, the bulk density of the carbomer is improved, and the dust pollution is reduced.
2. The hydrophilicity is increased, and the soaking time of the carbomer in water during dispersion is also greatly shortened.
3. The bulk density of the traditional carbomer is too low, so that the carbomer is difficult to be applied to direct tabletting of solid tablets of medical products, and the bulk density is increased to 0.3-0.8g/ml, which is favorable for the direct tabletting production of the solid tablets.
Drawings
Fig. 1-3 are photographs of the soak time test of carbomer powder before and after treatment.
Detailed Description
The technical solutions of the present invention are further described in detail below with reference to the drawings and the detailed description, but the present invention is not limited thereto.
Example 1
Preparation of acrylic linear polymer:
100g of acrylic acid, 300g of ethyl acetate, 300g of cyclohexane and 0.5g of initiator are put into a 2000ml four-mouth reaction bottle, heated and stirred, the temperature in the reaction bottle is controlled at 70-75 ℃, and the reaction is carried out for 4 hours under heat preservation.
Preparation of adhesive solution:
20g of the acrylic linear polymer solution is weighed, 500g of ethyl acetate and 500g of cyclohexane are added, and the mixture is uniformly mixed to obtain the adhesive solution.
And (3) a granulation process:
100g of carbomer 981 is dispersed in 700g of granulating solution (about 2g of acrylic acid-containing linear polymer), stirred and granulated, then introduced into a vacuum drier for drying at 85 ℃, the dried granules are crushed and sieved by a 60-mesh sieve to obtain the product, and the measured bulk density is 0.32 g/ml.
Example 2
Preparation of acrylic linear polymer:
100g of acrylic acid, 500g of ethyl acetate, 100g of cyclohexane and 0.5g of initiator are put into a 1000ml four-mouth reaction bottle, heated and stirred, the temperature in the reaction bottle is controlled at 70-75 ℃, and the reaction is carried out for 5 hours under heat preservation.
Preparation of adhesive solution:
weighing 10g of the acrylic linear polymer solution, adding 150g of ethyl acetate and 50g of cyclohexane, and uniformly mixing to obtain the adhesive solution.
And (3) a granulation process:
and (3) spraying the granulating solution (about 1.42g of acrylic acid-containing linear polymer) into 100g of carbomer 980, stirring for granulation, introducing into a vacuum drier for drying at 85 ℃, crushing dried granules, and sieving with a 80-mesh sieve to obtain the product with the measured bulk density of 0.45 g/ml.
Example 3
Preparation of acrylic linear polymer:
100g of acrylic acid, 500g of ethyl acetate and 0.5g of initiator are put into a 1000ml four-mouth reaction bottle, heated and stirred, the temperature in the reaction bottle is controlled at 70-74 ℃, and the linear acrylic polymer is obtained after the reaction for 5 hours under heat preservation.
Preparation of adhesive solution:
20g of the acrylic linear polymer solution is weighed, 300g of ethyl acetate, 100g of cyclohexane and 100g of acetone are added, and the mixture is uniformly mixed to obtain the adhesive solution.
And (3) a granulation process:
and spraying the granulating solution (about 3.33g of acrylic acid-containing linear polymer) into 300g of carbomer 980, stirring for granulation, introducing into a vacuum dryer for drying, crushing the dried granules, and sieving with a 80-mesh sieve to obtain the product with the bulk density of 0.50 g/ml.
Example 4
Preparation of acrylic linear polymer:
100g of acrylic acid, 5g of methacrylic acid, 500g of purified water and 0.6g of initiator react for 5 hours at 50-60 ℃ to obtain the linear acrylic polymer.
Preparation of adhesive solution:
10g of the above acrylic linear polymer solution was weighed, 300g of ethyl acetate, 5g of cyclohexane and 5g of acetone were added, and the mixture was stirred and mixed to obtain a binder solution.
And (3) a granulation process:
the granulation solution (about 1.66g of acrylic acid-containing linear polymer) was sprayed into 300g of carbomer U20, stirred for granulation, and then dried in a vacuum drier, the dried granules were pulverized and sieved through a 80 mesh sieve to obtain a product having a bulk density of 0.70 g/ml.
Example 5
Preparation of acrylic linear polymer:
100g of acrylic acid, 8g of methacrylic acid, 500g of ethyl acetate and 0.7g of initiator, and reacting at 65-75 ℃ for 5 hours to obtain the linear polymer.
Preparation of adhesive solution:
50g of the acrylic linear polymer solution is weighed, 750g of ethyl acetate, 250g of cyclohexane and 250g of acetone are added, and the mixture is uniformly mixed to obtain a binder solution.
And (3) a granulation process:
dispersing 300g of carbomer 1382 in the adhesive solution (containing about 8.33g of acrylic acid linear polymer), keeping the temperature at 30-40 ℃, stirring and granulating, then introducing into a vacuum drier for drying, crushing dried particles, and sieving by a 60-mesh sieve to obtain a product, wherein the measured bulk density is 0.80 g/ml.
Example 6
Preparation of acrylic linear polymer:
100g of acrylic acid, 5g of methacrylic acid, 500g of ethyl acetate and 0.6g of initiator react for 7 hours at 67-72 ℃ to obtain the linear acrylic polymer.
Preparation of adhesive solution:
20g of the acrylic linear polymer solution is weighed, 150g of ethyl acetate, 50g of cyclohexane and 50g of acetone are added and mixed evenly to obtain the adhesive solution.
And (3) a granulation process:
and (3) spraying the granulating solution (containing 3.33g of acrylic acid linear polymer) into 200g of carbomer 980, keeping the temperature at 25-35 ℃, stirring for granulation, introducing into a vacuum drier for drying, crushing dried granules, and sieving with a 80-mesh sieve to obtain the product, wherein the measured bulk density is 0.75 g/ml.
Example 7
Preparation of acrylic linear polymer:
100g of acrylic acid, 3g of methacrylic acid, 2g of methyl methacrylate, 500g of ethyl acetate and 0.5g of initiator, and reacting at 66-72 ℃ for 6 hours to obtain the linear acrylic polymer.
Preparation of adhesive solution:
weighing 20g of the acrylic linear polymer solution, adding 150g of ethyl acetate, 50g of cyclohexane and 50g of acetone, and uniformly mixing to obtain the adhesive solution.
And (3) a granulation process:
and (3) spraying the granulating solution (containing about 3.4g of acrylic acid linear polymer) into 200g of carbomer 934, keeping the temperature at 25-35 ℃, stirring for granulation, introducing into a vacuum drier for drying, crushing dried particles, and sieving with a 80-mesh sieve to obtain the product, wherein the measured bulk density is 0.65 g/ml.
Performance testing
Test item 1:
testing of bulk density: using a stainless steel (or glass, plastic) graduated cylinder of known volume (V), the empty graduated cylinder (M0) was weighed, the funnel placed, and the sample poured slowly at a height of 5.1cm, avoiding clogging of the funnel, until the volume was filled. Excess powder was removed, the cylinder weighed (M1), and the bulk density of the sample calculated from the weight and volume of the sample. And (3) calculating: bulk density (g/ml) ═ M1-M0)/V.
The test results are referred to table 1.
TABLE 1 bulk Density test results
Figure BDA0003611972290000071
Test item 2:
measurement of viscosity: taking 1.0g of the product which is dried for 1 hour at 80 ℃, adding 200ml of water while stirring until the product is uniformly dispersed, adjusting the pH value to 7.3-7.8 by using 15% sodium hydroxide solution, uniformly mixing (avoiding generating bubbles), standing for 1 hour in a water bath at 25 ℃, selecting a proper rotor and rotating speed by using a rotary viscometer, and testing the viscosity.
The viscosity test results can be referred to table 2.
Table 2 viscosity test results
Figure BDA0003611972290000072
Figure BDA0003611972290000081
Test item 3:
testing of the soaking time: a250 ml beaker was taken, 200ml of water was added, 1g of dry carbomer powder was sprinkled onto the water surface, and the time required for all dry powder to wet with water was recorded. The results of the soaking times are shown in Table 3.
TABLE 3 infiltration time test results
Figure BDA0003611972290000082
Figure BDA0003611972290000091
The practical significance of this scheme is as follows
1. The high bulk density of the carbomer is realized, and the application performance of the carbomer is not influenced;
2. the soaking time of the carbomer is shortened, and the static and dust phenomena of the carbomer are reduced;
3. the method makes remarkable contribution to the convenient use of carbomer in the daily chemical field and the medicine field;
4. carbomers are used as sustained release matrix materials and taste masking agents in oral solid formulations and need to be uniformly mixed with the active ingredients and other excipients in the pharmaceutical formulation. If uniform mixing is desired, it is desirable that the materials have similar or closer densities. After the carbomer is granulated, the bulk density is increased to 0.3-0.8g/ml from 0.2g/ml, the density range is also the normal density range of common materials, and the dilemma that the traditional carbomer is difficult to be uniformly mixed with active ingredients and other auxiliary materials in the process of medicine production due to too light materials is solved.

Claims (9)

1. A method for improving the bulk density of carbomer is characterized in that carbomer and a binder solution are mixed and then granulated to obtain carbomer particles;
the adhesive solution is a solution composed of a linear acrylic polymer and an organic solvent.
2. The method for increasing bulk density of carbomer according to claim 1, wherein the linear acrylic polymer is present in the adhesive solution in an amount of 0.1 to 5 wt% and the organic solvent is a combination of two or more of ethyl acetate, cyclohexane, n-hexane, methyl acetate, n-butanol, iso-butanol, n-propanol, iso-propanol, ethanol, acetone.
3. The method for increasing the bulk density of carbomer according to claim 1, wherein said linear acrylic polymer is prepared as follows:
1 part of acrylic acid, 3-10 parts of organic solvent and 0.003-0.01 part of initiator by weight, and reacting at 40-78 ℃.
Or 1 part of acrylic acid, 3 to 10 parts of water, 0.003 to 0.01 part of initiator and 40 to 78 ℃.
4. The method of increasing the bulk density of carbomer according to claim 1, wherein said granulating comprises:
spraying the adhesive solution into carbomer powder, stirring, swinging, and rolling to obtain wet granule, vacuum drying the wet granule to obtain dry granule, and sieving to obtain product with desired particle size or pulverizing and sieving to obtain product;
or soaking carbomer powder in a binder solution, stirring and heating to 25-40 ℃, forming granules in the carbomer powder solution, filtering wet granules, drying in vacuum to obtain dry granules, and sieving the dry granules to obtain a product with the required particle size or crushing and sieving to obtain the product.
5. The method for increasing bulk density of carbomer according to claim 1, wherein if the binder solution is sprayed into the carbomer powder for granulation, the weight ratio of the amount of acrylic linear polymer in the binder solution to the weight of carbomer is 0.1-2: 100, the weight ratio of the adhesive solution to the carbomer is 0.5-2: 1;
if the carbomer powder is soaked in the adhesive solution to realize granulation, the weight ratio of the amount of the acrylic linear polymer in the adhesive solution to the weight of the carbomer is 0.5-5: 100, the weight ratio of the adhesive solution to the carbomer is 2-8: 1.
6. the method for increasing the bulk density of carbomer according to claim 1, wherein the granulated particles are sieved or crushed to obtain different sized sieves.
7. The method for increasing the bulk density of carbomer according to claim 1, wherein the linear acrylic polymer is a linear polymer with acrylic acid as a repeating unit, or a linear copolymer of acrylic acid and at least one of acrylic monomers, methacrylic acid and methacrylic acid ester monomers, wherein the content of acrylic acid in the linear copolymer is not less than 90 wt% on a dry basis.
8. A high bulk density carbomer particle produced by the method of any one of claims 1 to 7; the bulk density is 0.3-0.8 g/ml.
9. The carbomer particle of claim 8, wherein said particle size is from 20 to 200 mesh.
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US5858406A (en) * 1992-05-09 1999-01-12 Surfachem Group Plc Conversion of powdered polymers
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CN105708809A (en) * 2015-05-09 2016-06-29 张秋野 Hot-melt granulation method of pharmaceutical adjuvant of controlled/slow-released agent
CN106632801A (en) * 2016-12-05 2017-05-10 贵州省欣紫鸿药用辅料有限公司 Method for preparing medicinal auxiliary material Carbomer
CN113896825A (en) * 2021-11-02 2022-01-07 广州天赐高新材料股份有限公司 Acrylic acid thickening agent with high bulk density as well as preparation method and application thereof

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李晏, 杨延莉 , 邹豪, 蒋雪涛: "卡波姆及其在药剂学上的应用", 解放军药学学报, no. 02, pages 91 - 95 *

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